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TO BE BUILT HOME, ALONG WITH ANTIQUE AND HISTORIC BARN--- Own a Piece of Roxbury History! One of Roxbury's three oldest homes, this site has been cherished by seven generations of the Squire family. The existing antique home, while requiring reconstruction, has the potential to be reimagined as a charming guest house, preserving a tangible link to the past. Set on 12.7-acres this property and boasts breathtaking eastern views and the unique opportunity to create a stunning estate on land steeped in local heritage. A partially intact stone foundation (approximately 1500 sq ft) provides a solid base for this endeavor. Imagine building your dream home atop the hill, capitalizing on the panoramic vistas. A beautifully renovated barn, listed as historic landmark, adds further character and value. The property abuts Land Trust for hiking, ensuring privacy and natural beauty. Infrastructure is in place with a completed A-2 survey, installed driveway, and approved septic plans (3-bedroom for the antique home and 8-bedroom for a main residence). Electrical conduit is also installed to the proposed homesite. This land has subdivision potential and is ready for you to create a legacy of your own. **Note: Antique Home is uninhabitable at this time. A full rebuild and renovation is required.

4 Beds ⋅ 3 Baths ⋅ 24216864 MLS

TO BE BUILT HOME, ALONG WITH ANTIQUE AND HISTORIC BARN--- Own a Piece of Roxbury History! One of Roxbury's three oldest homes, this site has been cherished by seven generations of the Squire family. The existing antique home, while requiring reconstruction, has the potential to be reimagined as a charming guest house, preserving a tangible link to the past. Set on 12.7-acres this property and boasts breathtaking eastern views and the unique opportunity to create a stunning estate on land steeped in local heritage. A partially intact stone foundation (approximately 1500 sq ft) provides a solid base for this endeavor. Imagine building your dream home atop the hill, capitalizing on the panoramic vistas. A beautifully renovated barn, listed as historic landmark, adds further character and value. The property abuts Land Trust for hiking, ensuring privacy and natural beauty. Infrastructure is in place with a completed A-2 survey, installed driveway, and approved septic plans (3-bedroom for the antique home and 8-bedroom for a main residence). Electrical conduit is also installed to the proposed homesite. This land has subdivision potential and is ready for you to create a legacy of your own. **Note: Antique Home is uninhabitable at this time. A full rebuild and renovation is required.

179 South St, Roxbury

$2,450,000

Welcome to 269 West Lane, a beautifully appointed Carriage House built by George G Haven in 1900 and extensively renovated to today's highest standards. Steeped in Ridgefield history and charm, this "grand barn" was originally built for Haven's prize horse Davey and his stablemates, with cost as no object in its construction. Enter the grounds through stone walls and a canopy of mature trees to find a private sanctuary of gardens, terraces and inviting Gunite pool. Formal fenced perenial gardens surround a charming garden cottage. The interior of the home is a wonderland of architectural character. A grand entry foyer boasts soaring ceilings and original brick herringbone flooring. Magnificent double doors lead to the stunning Great Room, with corner raised hearth fireplace and a wall of French doors to the terrace. A chef's kitchen with breakfast bar is accessed through a charming butler's pantry. Step into to a majestic living room, which has also been used as a grand dining room in years past. A first floor ensuite bedroom is perfect for guests or au pair. An artist studio, an added bonus! The rear of the house leads to a spacious inlaw or caretaker apartment, complete with an original horse stall, now a bedroom! Upstairs, the primary bedroom suite with separate sitting room offers a private retreat. Three other bedrooms and two baths complete this level. This special country retreat is located less than a mile from charming Ridgefield center and just 55 miles to NYC!

6 Beds ⋅ 6 Baths ⋅ 24198721 MLS

Welcome to 269 West Lane, a beautifully appointed Carriage House built by George G Haven in 1900 and extensively renovated to today's highest standards. Steeped in Ridgefield history and charm, this "grand barn" was originally built for Haven's prize horse Davey and his stablemates, with cost as no object in its construction. Enter the grounds through stone walls and a canopy of mature trees to find a private sanctuary of gardens, terraces and inviting Gunite pool. Formal fenced perenial gardens surround a charming garden cottage. The interior of the home is a wonderland of architectural character. A grand entry foyer boasts soaring ceilings and original brick herringbone flooring. Magnificent double doors lead to the stunning Great Room, with corner raised hearth fireplace and a wall of French doors to the terrace. A chef's kitchen with breakfast bar is accessed through a charming butler's pantry. Step into to a majestic living room, which has also been used as a grand dining room in years past. A first floor ensuite bedroom is perfect for guests or au pair. An artist studio, an added bonus! The rear of the house leads to a spacious inlaw or caretaker apartment, complete with an original horse stall, now a bedroom! Upstairs, the primary bedroom suite with separate sitting room offers a private retreat. Three other bedrooms and two baths complete this level. This special country retreat is located less than a mile from charming Ridgefield center and just 55 miles to NYC!

269 West Ln, Ridgefield

$2,450,000

The Yellow House is a warm and gracious country retreat set amid an extraordinary natural landscape at the gateway to the Berkshires. Just minutes from the charming villages of Salisbury, Lakeville, Norfolk, Sheffield and Great Barrington, the property offers easy access to the exceptional cultural, culinary, and recreational offerings of the Massachusetts-Connecticut border. Set against a backdrop of rolling hills, open meadows, gardens, and mature trees, the property was designed to embrace its spectacular surroundings. Light-filled interiors are relaxed and inviting, with expansive views. The grounds offer an exceptional country lifestyle, with an organic vegetable garden, apple orchard, and acres of meadow enclosed by a mowed walking loop. Whether enjoying a morning walk, an afternoon in the garden, or the changing beauty of the seasons, the land is as much a part of the experience as the house itself. Inside, a central kitchen serves as the heart of the home, connecting a thoughtfully arranged collection of spaces including a formal dining rm, living rm, media rm, breakfast rm, and sunroom. The floor plan offers both elegance and flexibility, with wonderful spaces for entertaining as well as comfortable living. The home is officially 5 bedrms, but has flexibility for use as 8 or more bedrms, providing generous accommodations for family and guests. Recent improvements include a new furnace, wood-shingle roof, new gym in the barn, and new hardwood floors on 3rd floor.

5 Beds ⋅ 5 Baths ⋅ 24201998 MLS

The Yellow House is a warm and gracious country retreat set amid an extraordinary natural landscape at the gateway to the Berkshires. Just minutes from the charming villages of Salisbury, Lakeville, Norfolk, Sheffield and Great Barrington, the property offers easy access to the exceptional cultural, culinary, and recreational offerings of the Massachusetts-Connecticut border. Set against a backdrop of rolling hills, open meadows, gardens, and mature trees, the property was designed to embrace its spectacular surroundings. Light-filled interiors are relaxed and inviting, with expansive views. The grounds offer an exceptional country lifestyle, with an organic vegetable garden, apple orchard, and acres of meadow enclosed by a mowed walking loop. Whether enjoying a morning walk, an afternoon in the garden, or the changing beauty of the seasons, the land is as much a part of the experience as the house itself. Inside, a central kitchen serves as the heart of the home, connecting a thoughtfully arranged collection of spaces including a formal dining rm, living rm, media rm, breakfast rm, and sunroom. The floor plan offers both elegance and flexibility, with wonderful spaces for entertaining as well as comfortable living. The home is officially 5 bedrms, but has flexibility for use as 8 or more bedrms, providing generous accommodations for family and guests. Recent improvements include a new furnace, wood-shingle roof, new gym in the barn, and new hardwood floors on 3rd floor.

547 Under Mountain Rd, Salisbury

$2,400,000

Meticulously renovated less than five years ago, this breathtaking waterfront home is absolute perfection. Nestled on 1.19 professionally landscaped acres, the property is thoughtfully designed to maximize its stunning natural setting. Upon entering, your gaze is immediately drawn through the open floor plan to a dramatic wall of windows framing panoramic water views. A striking stone fireplace pays homage to the site's original 1920s cottage, while the rest of the home has been completely rebuilt with exceptional taste and uncompromising quality. In addition to the large living room, there is a beautiful kitchen, dining room and breakfast room with custom wall of built-ins including wet bar, coffee station and wine coolers. A pantry, powder room and private office complete the first floor. The upper level features three generous en-suite bedrooms with soaring ceilings. The luxurious primary suite serves as a true retreat, boasting sweeping water views and a private Juliet balcony. Outside, an expansive wraparound deck seamlessly blends indoor and outdoor living. Follow the lovely stone walls and patio down to a charming, screened gazebo perched right at the water's edge. A detached two-car garage-complete with a dedicated potting shed and a versatile gym space-completes the property. Almost all of the systems are recent and there is even a whole house generator. This is a rare, turn-key waterfront dream that truly checks every box.

3 Beds ⋅ 4 Baths ⋅ 24205237 MLS

Meticulously renovated less than five years ago, this breathtaking waterfront home is absolute perfection. Nestled on 1.19 professionally landscaped acres, the property is thoughtfully designed to maximize its stunning natural setting. Upon entering, your gaze is immediately drawn through the open floor plan to a dramatic wall of windows framing panoramic water views. A striking stone fireplace pays homage to the site's original 1920s cottage, while the rest of the home has been completely rebuilt with exceptional taste and uncompromising quality. In addition to the large living room, there is a beautiful kitchen, dining room and breakfast room with custom wall of built-ins including wet bar, coffee station and wine coolers. A pantry, powder room and private office complete the first floor. The upper level features three generous en-suite bedrooms with soaring ceilings. The luxurious primary suite serves as a true retreat, boasting sweeping water views and a private Juliet balcony. Outside, an expansive wraparound deck seamlessly blends indoor and outdoor living. Follow the lovely stone walls and patio down to a charming, screened gazebo perched right at the water's edge. A detached two-car garage-complete with a dedicated potting shed and a versatile gym space-completes the property. Almost all of the systems are recent and there is even a whole house generator. This is a rare, turn-key waterfront dream that truly checks every box.

360 West, Goshen

$2,400,000

UNIQUE and AMAZING! Step into a storybook estate where grandeur meets modern luxury. Set on an expansive 22.92 acres, this castle-inspired residence offers a rare blend of timeless architecture and exceptional comfort. Inside, a breathtaking living room welcomes you with soaring beam-lined ceilings and a massive stone fireplace that anchors the space in warmth and character. The heart of the home is a truly spectacular gourmet kitchen- designed for both entertaining and everyday indulgence-featuring 6 ovens (2 microwaves, 2 ovens, 2 warming ovens), 4 sink stations, 2 dishwashers, an ice maker, wine refrigerator, beverage refrigerator, a walk in pantry, an oversized refrigerator and full freezer. Whether hosting an intimate dinner or a grand celebration, this space delivers unmatched capability and style. The home offers three private suites, each with its own luxurious bathroom, creating serene retreats for residents and guests alike. Two separate laundry areas add convenience, while a spacious three-car garage provides ample storage and functionality. A stunning glass solarium invites natural light year-round, offering the perfect place to relax and take in the surrounding landscape. Outside, a massive granite patio and the nearly 23-acres provide endless possibilities-privacy, recreation, or simply enjoying the beauty of your own private kingdom. This is more than a home-it's an experience of elegance, scale and distinction. Owner is a licensed real estate broker.

3 Beds ⋅ 5 Baths ⋅ 24199414 MLS

UNIQUE and AMAZING! Step into a storybook estate where grandeur meets modern luxury. Set on an expansive 22.92 acres, this castle-inspired residence offers a rare blend of timeless architecture and exceptional comfort. Inside, a breathtaking living room welcomes you with soaring beam-lined ceilings and a massive stone fireplace that anchors the space in warmth and character. The heart of the home is a truly spectacular gourmet kitchen- designed for both entertaining and everyday indulgence-featuring 6 ovens (2 microwaves, 2 ovens, 2 warming ovens), 4 sink stations, 2 dishwashers, an ice maker, wine refrigerator, beverage refrigerator, a walk in pantry, an oversized refrigerator and full freezer. Whether hosting an intimate dinner or a grand celebration, this space delivers unmatched capability and style. The home offers three private suites, each with its own luxurious bathroom, creating serene retreats for residents and guests alike. Two separate laundry areas add convenience, while a spacious three-car garage provides ample storage and functionality. A stunning glass solarium invites natural light year-round, offering the perfect place to relax and take in the surrounding landscape. Outside, a massive granite patio and the nearly 23-acres provide endless possibilities-privacy, recreation, or simply enjoying the beauty of your own private kingdom. This is more than a home-it's an experience of elegance, scale and distinction. Owner is a licensed real estate broker.

150-1 Mitchell Hill Rd, Lyme

$2,400,000

Three direct beachfront cottages located right on the sand of the Long Island Sound in Clinton, Connecticut offer a rare turnkey coastal investment opportunity. The property includes two well-appointed 2-bedroom cottages and one spacious 4-bedroom cottage, all fully furnished and recently updated for modern comfort. Each cottage provides unobstructed waterfront views, immediate beach access, and the charm of classic shoreline living. With a strong and proven rental history, this unique package is ideal for investors or buyers seeking a move-in ready, income-producing beachfront retreat along the Connecticut shoreline.

8 Beds ⋅ 3 Baths ⋅ 24195448 MLS

Three direct beachfront cottages located right on the sand of the Long Island Sound in Clinton, Connecticut offer a rare turnkey coastal investment opportunity. The property includes two well-appointed 2-bedroom cottages and one spacious 4-bedroom cottage, all fully furnished and recently updated for modern comfort. Each cottage provides unobstructed waterfront views, immediate beach access, and the charm of classic shoreline living. With a strong and proven rental history, this unique package is ideal for investors or buyers seeking a move-in ready, income-producing beachfront retreat along the Connecticut shoreline.

127 Shore Rd, Clinton

$2,399,000

Winton Park is the type of address that people in Fairfield already know by name. Incorporated by special act in 1937, it is a private association spanning an est. 70 acres on just a few tree-lined streets w/stone pillars at the entrances, one-acre zoning, mature plantings, & the quiet authority of an established, walkable neighborhood. People call it "downtown's Greenfield Hill" for a reason. You get the soft structure & privacy of the Hill, & you are still inside the life of town. Introducing 72 Old Barn Road. This classic colonial has front & back staircases, a covered front entry, wood-burning fireplace, a screened porch & a private backyard w patio & built-in firepit. Hardwood floors run through the house, with charming design details & generous closets throughout.The large front-to-back chef's kitchen has top-of-the-line appliances and a large center island that seats six. Upstairs are 4/5 bedrooms & 3 full baths, including an oversized primary suite w/ a vaulted ceiling & large, walk-in closet. Beside it, a private second-floor office w/custom built-ins overlooks the backyard. A finished lower level offers room for a playroom & gym, den or game room. Winton Park is a neighborhood that cannot be replicated. Downtown Fairfield, shops, restaurants, theaters & Main Library, & Fairfield University are all right there. Ludlowe Middle School, Fairfield Ludlowe High School & the Metro North Station are a short walk or an easy bike ride away, along quiet side roads.

4 Beds ⋅ 4 Baths ⋅ 24212223 MLS

Winton Park is the type of address that people in Fairfield already know by name. Incorporated by special act in 1937, it is a private association spanning an est. 70 acres on just a few tree-lined streets w/stone pillars at the entrances, one-acre zoning, mature plantings, & the quiet authority of an established, walkable neighborhood. People call it "downtown's Greenfield Hill" for a reason. You get the soft structure & privacy of the Hill, & you are still inside the life of town. Introducing 72 Old Barn Road. This classic colonial has front & back staircases, a covered front entry, wood-burning fireplace, a screened porch & a private backyard w patio & built-in firepit. Hardwood floors run through the house, with charming design details & generous closets throughout.The large front-to-back chef's kitchen has top-of-the-line appliances and a large center island that seats six. Upstairs are 4/5 bedrooms & 3 full baths, including an oversized primary suite w/ a vaulted ceiling & large, walk-in closet. Beside it, a private second-floor office w/custom built-ins overlooks the backyard. A finished lower level offers room for a playroom & gym, den or game room. Winton Park is a neighborhood that cannot be replicated. Downtown Fairfield, shops, restaurants, theaters & Main Library, & Fairfield University are all right there. Ludlowe Middle School, Fairfield Ludlowe High School & the Metro North Station are a short walk or an easy bike ride away, along quiet side roads.

72 Old Barn Rd, Fairfield

$2,395,000

Luxury, Entertaining, and Multi-Generational Living in North Stamford. Welcome to your private resort oasis in highly sought-after North Stamford. Tucked away on a quiet cul-de-sac, this spectacular 5,000+ square foot Contemporary Colonial seamlessly blends sophisticated architecture with effortless everyday living and world-class entertaining. The heart of the home features a flexible, sun-drenched floor plan anchored by a gourmet eat-in kitchen designed for the culinary enthusiast. Work from home in the dedicated private office, or unwind in the magnificent first-floor primary suite, complete with a cozy fireplace. Upstairs, you will find three additional generously sized bedrooms. One serves as a secondary suite featuring its own private en-suite bathroom and an expansive walk-in closet. Step outside into your own professionally landscaped resort-style backyard paradise. The outdoor living spaces feature a brand-new upper patio and lower deck, an expansive flagstone patio, a fully equipped outdoor kitchen, and a custom stone fire pit. Spend your summers lounging by the heated in-ground pool and integrated spa. The versatile pool level walk-out basement adds an incredible 1,200 square feet of functional living space. This level is fully equipped as a legal in-law apartment, a vibrant playroom, a private home gym, and a wine cellar. While private and peaceful and abutting a 6.6 acre park, you are just minutes from the Merritt Parkway, premier shopping, and dining.

5 Beds ⋅ 5 Baths ⋅ 24211850 MLS

Luxury, Entertaining, and Multi-Generational Living in North Stamford. Welcome to your private resort oasis in highly sought-after North Stamford. Tucked away on a quiet cul-de-sac, this spectacular 5,000+ square foot Contemporary Colonial seamlessly blends sophisticated architecture with effortless everyday living and world-class entertaining. The heart of the home features a flexible, sun-drenched floor plan anchored by a gourmet eat-in kitchen designed for the culinary enthusiast. Work from home in the dedicated private office, or unwind in the magnificent first-floor primary suite, complete with a cozy fireplace. Upstairs, you will find three additional generously sized bedrooms. One serves as a secondary suite featuring its own private en-suite bathroom and an expansive walk-in closet. Step outside into your own professionally landscaped resort-style backyard paradise. The outdoor living spaces feature a brand-new upper patio and lower deck, an expansive flagstone patio, a fully equipped outdoor kitchen, and a custom stone fire pit. Spend your summers lounging by the heated in-ground pool and integrated spa. The versatile pool level walk-out basement adds an incredible 1,200 square feet of functional living space. This level is fully equipped as a legal in-law apartment, a vibrant playroom, a private home gym, and a wine cellar. While private and peaceful and abutting a 6.6 acre park, you are just minutes from the Merritt Parkway, premier shopping, and dining.

64 Huckleberry Holw, Stamford

$2,395,000

A magnificent Colonial estate offering an extraordinary blend of elegance, privacy and resort-style living on 2.45 beautifully manicured acres, adjoining 50 acres of conservation land. Grand in scale yet thoughtfully designed for today's lifestyle, the residence features 6 bedrooms, 6 full and 1 partial bath, including a sumptuous primary suite with two walk-in closets, dressing room, spa bath and private balcony overlooking the tranquil grounds. Five additional bedrooms offer en-suite baths, with two featuring walk-in closets. A dramatic two-story foyer introduces gracious formal living and dining rooms, two private offices and a handsome library. At the heart of the home, a newly renovated chef's kitchen features double marble islands, dual ovens and dishwashers, navy subway tile backsplash, wine fridge and custom coffee bar, flowing seamlessly into the inviting family room with fireplace. The spectacular great room is designed for memorable entertaining, with soaring ceilings, floor-to-ceiling stone fireplace, full bar with beverage refrigerator and direct access to the restored pool and spa, expansive deck, sport court and terrace. The finished lower level adds a gym, wine cellar and generous playroom with built-in bunk beds. A four-car garage and attached one-bedroom apartment provide exceptional convenience and flexibility for guests or multi-generational living. An exceptional private retreat in a coveted location near award-winning schools.

6 Beds ⋅ 6 Baths ⋅ 24206331 MLS

A magnificent Colonial estate offering an extraordinary blend of elegance, privacy and resort-style living on 2.45 beautifully manicured acres, adjoining 50 acres of conservation land. Grand in scale yet thoughtfully designed for today's lifestyle, the residence features 6 bedrooms, 6 full and 1 partial bath, including a sumptuous primary suite with two walk-in closets, dressing room, spa bath and private balcony overlooking the tranquil grounds. Five additional bedrooms offer en-suite baths, with two featuring walk-in closets. A dramatic two-story foyer introduces gracious formal living and dining rooms, two private offices and a handsome library. At the heart of the home, a newly renovated chef's kitchen features double marble islands, dual ovens and dishwashers, navy subway tile backsplash, wine fridge and custom coffee bar, flowing seamlessly into the inviting family room with fireplace. The spectacular great room is designed for memorable entertaining, with soaring ceilings, floor-to-ceiling stone fireplace, full bar with beverage refrigerator and direct access to the restored pool and spa, expansive deck, sport court and terrace. The finished lower level adds a gym, wine cellar and generous playroom with built-in bunk beds. A four-car garage and attached one-bedroom apartment provide exceptional convenience and flexibility for guests or multi-generational living. An exceptional private retreat in a coveted location near award-winning schools.

20 Cherry Ln, Wilton

$2,395,000

Tucked away at the terminus of a quiet dirt road with frontage on a stream, this 13-plus-acre sanctuary delivers absolute privacy alongside uncompromising mid century modern luxury. Approached via a winding scenic driveway, the property opens to reveal sweeping, recently opened panoramic vistas of Nettleton Hollow, complete with a tranquil brook and quintessential Litchfield County countryside. At the heart of the estate is a masterfully updated 1950s residence. Inside, striking vaulted ceilings elevate the freshly painted public spaces, and renovated hardwood floors, all anchored by a dramatic central fireplace with venetian plaster finish. Oversized plate-glass windows pull double duty, bathing the interiors in natural light while perfectly framing the idyllic valley views. The main and upper level feature a remarkably spacious primary suite, alongside two additional bedrooms and three-and-a-half baths. Designed with seamless hosting in mind, the lower level offers a private, full walk-out fourth bedroom suite equipped with radiant heated floors. Outside, southern exposure warms a series of expansive entertaining terraces leading to a 40-foot gunite pool with an automatic cover. Practical luxuries include a dedicated pet-fenced yard, comprehensive mechanical upgrades, generator, and abundant parking for entertaining. This property offers immediate access to nature, sitting just a short stroll from Steep Rock Land Trust's hidden gem, the Johnson Farm Preserve.

4 Beds ⋅ 5 Baths ⋅ 24205642 MLS

Tucked away at the terminus of a quiet dirt road with frontage on a stream, this 13-plus-acre sanctuary delivers absolute privacy alongside uncompromising mid century modern luxury. Approached via a winding scenic driveway, the property opens to reveal sweeping, recently opened panoramic vistas of Nettleton Hollow, complete with a tranquil brook and quintessential Litchfield County countryside. At the heart of the estate is a masterfully updated 1950s residence. Inside, striking vaulted ceilings elevate the freshly painted public spaces, and renovated hardwood floors, all anchored by a dramatic central fireplace with venetian plaster finish. Oversized plate-glass windows pull double duty, bathing the interiors in natural light while perfectly framing the idyllic valley views. The main and upper level feature a remarkably spacious primary suite, alongside two additional bedrooms and three-and-a-half baths. Designed with seamless hosting in mind, the lower level offers a private, full walk-out fourth bedroom suite equipped with radiant heated floors. Outside, southern exposure warms a series of expansive entertaining terraces leading to a 40-foot gunite pool with an automatic cover. Practical luxuries include a dedicated pet-fenced yard, comprehensive mechanical upgrades, generator, and abundant parking for entertaining. This property offers immediate access to nature, sitting just a short stroll from Steep Rock Land Trust's hidden gem, the Johnson Farm Preserve.

63 W Mountain Rd, Washington

$2,395,000

Welcome to 171 South Street - the historic former carriage house originally designed by Guilded Age architect Ehrick Rossiter. Extensively renovated by current owner - who has created ultra-chic living spaces, modernized systems and re-landscaped to include a pool - all while preserving classic details. Rarely does an in-town property hit the market that has been elevated in such a way. The main level boasts a central hallway, leading to spacious, open living room with remodeled wood burning fireplace, exposed beams and sunken lounge with views down sweeping, landscaped lawn and gardens. Dining room, cozy den, updated chef's kitchen and bonus fifth bedroom suite with remodeled full bathroom complete the main floor. Upper level includes lofty primary bedroom suite with dressing room, full bath. Three additional bedrooms. Additional updates include remodeled breezeway, mudroom and room above three-car garage used as gym and/or office space. Newer roof, installation of central air and updates to plumbing, electric and insulation complete the effort. Landscaping with native specimen plantings. Deck with southeastern views of neighboring meadow. Private access to Bantam River and White Memorial Conservation land through backyard trails. Very desirable location among notable Litchfield residences with access to nature. Walk or bike to restaurants, shopping, Litchfield Green, library, White Memorial and Greenway. Best of both worlds - in-town living in ultra PRIVATE setting.

4 Beds ⋅ 4 Baths ⋅ 24203922 MLS

Welcome to 171 South Street - the historic former carriage house originally designed by Guilded Age architect Ehrick Rossiter. Extensively renovated by current owner - who has created ultra-chic living spaces, modernized systems and re-landscaped to include a pool - all while preserving classic details. Rarely does an in-town property hit the market that has been elevated in such a way. The main level boasts a central hallway, leading to spacious, open living room with remodeled wood burning fireplace, exposed beams and sunken lounge with views down sweeping, landscaped lawn and gardens. Dining room, cozy den, updated chef's kitchen and bonus fifth bedroom suite with remodeled full bathroom complete the main floor. Upper level includes lofty primary bedroom suite with dressing room, full bath. Three additional bedrooms. Additional updates include remodeled breezeway, mudroom and room above three-car garage used as gym and/or office space. Newer roof, installation of central air and updates to plumbing, electric and insulation complete the effort. Landscaping with native specimen plantings. Deck with southeastern views of neighboring meadow. Private access to Bantam River and White Memorial Conservation land through backyard trails. Very desirable location among notable Litchfield residences with access to nature. Walk or bike to restaurants, shopping, Litchfield Green, library, White Memorial and Greenway. Best of both worlds - in-town living in ultra PRIVATE setting.

171 South St, Litchfield

$2,395,000

Few homes define a town, this is one of them. Located in the highly coveted South Wilton neighborhood, this iconic Grand Dame, originally dating to the 1830s and beautifully reimagined and expanded during the Colonial Revival of the 1930s, has been masterfully transformed from the inside out. Every inch has been thoughtfully restored and elevated by a renowned preservationist / designer, honoring its extraordinary heritage while embracing the finest comforts of modern living. Rich in character and timeless elegance, the home showcases magnificent stone fireplaces, high ceilings, hand-hewn beams, wide-plank chestnut floors, beautifully preserved millwork, designer lighting, Farrow & Ball finishes, exquisitely renovated baths, and countless bespoke details that reflect an uncompromising commitment to craftsmanship. Bathed in natural light, the spectacular living spaces are both spacious and welcoming, with walls of windows framing picturesque views in every season. The exquisite eat-in chef's kitchen and butler's pantry, with high-end appliances, light fixtures and Carrara marble, is magazine worthy! The luxurious primary suite offers a private retreat, while five additional generously scaled and beautifully designed bedrooms, charming balconies, multiple perfect office spaces and a spectacular versatile historic barn create exceptional flexibility and enduring appeal.

6 Beds ⋅ 5 Baths ⋅ 24193184 MLS

Few homes define a town, this is one of them. Located in the highly coveted South Wilton neighborhood, this iconic Grand Dame, originally dating to the 1830s and beautifully reimagined and expanded during the Colonial Revival of the 1930s, has been masterfully transformed from the inside out. Every inch has been thoughtfully restored and elevated by a renowned preservationist / designer, honoring its extraordinary heritage while embracing the finest comforts of modern living. Rich in character and timeless elegance, the home showcases magnificent stone fireplaces, high ceilings, hand-hewn beams, wide-plank chestnut floors, beautifully preserved millwork, designer lighting, Farrow & Ball finishes, exquisitely renovated baths, and countless bespoke details that reflect an uncompromising commitment to craftsmanship. Bathed in natural light, the spectacular living spaces are both spacious and welcoming, with walls of windows framing picturesque views in every season. The exquisite eat-in chef's kitchen and butler's pantry, with high-end appliances, light fixtures and Carrara marble, is magazine worthy! The luxurious primary suite offers a private retreat, while five additional generously scaled and beautifully designed bedrooms, charming balconies, multiple perfect office spaces and a spectacular versatile historic barn create exceptional flexibility and enduring appeal.

89 Chestnut Hill Rd, Wilton

$2,395,000

Nestled in the peaceful countryside of Goshen, this exceptional ranch-style estate offers the perfect blend of luxury, privacy, and functionality on more than 12 scenic acres. Featuring 3 spacious bedrooms and 3 full baths, the home is designed for comfortable single-level living with expansive views of the surrounding rural landscape. Step outside to your private resort-style retreat with a heated in-ground pool, relaxing hot tub, and dramatic waterfall feature, all set beneath a covered patio ideal for entertaining year-round. Whether hosting guests or enjoying quiet evenings outdoors, this space delivers a true vacation-at-home experience. Car enthusiasts, hobbyists, and business owners will appreciate the impressive oversized barn/garage with room for up to 11 vehicles, offering endless possibilities for storage, workshops, equipment, loading dock with a lift to the top floor or recreational vehicles. The 5 car garage detached from the house is both heated and cooled and boasts a radiant heat floor. It has a work shop and 2 coolers located in it as well. The house also has 2 bay garage under the house. The other 4 car garage is located on the other side of the house. Surrounded by open land and natural beauty with fruit trees, this rare property combines country serenity with upscale amenities - a one-of-a-kind rural retreat in the heart of Litchfield County.

3 Beds ⋅ 3 Baths ⋅ 24174115 MLS

Nestled in the peaceful countryside of Goshen, this exceptional ranch-style estate offers the perfect blend of luxury, privacy, and functionality on more than 12 scenic acres. Featuring 3 spacious bedrooms and 3 full baths, the home is designed for comfortable single-level living with expansive views of the surrounding rural landscape. Step outside to your private resort-style retreat with a heated in-ground pool, relaxing hot tub, and dramatic waterfall feature, all set beneath a covered patio ideal for entertaining year-round. Whether hosting guests or enjoying quiet evenings outdoors, this space delivers a true vacation-at-home experience. Car enthusiasts, hobbyists, and business owners will appreciate the impressive oversized barn/garage with room for up to 11 vehicles, offering endless possibilities for storage, workshops, equipment, loading dock with a lift to the top floor or recreational vehicles. The 5 car garage detached from the house is both heated and cooled and boasts a radiant heat floor. It has a work shop and 2 coolers located in it as well. The house also has 2 bay garage under the house. The other 4 car garage is located on the other side of the house. Surrounded by open land and natural beauty with fruit trees, this rare property combines country serenity with upscale amenities - a one-of-a-kind rural retreat in the heart of Litchfield County.

80 Holmes Rd, Goshen

$2,385,000

Mid-Century Modern Home with Lake Views | Lakeville, CT - Designed by architect Claude Samton and newly renovated, this true 1960s Mid-Century home pairs original character with modern comfort on Lakeville Lake. Exposed beams, vaulted ceilings, wood walls, and large windows showcase stunning lake views and the surrounding landscape, while the home's distinctive floating metal wood-burning fireplace anchors the open living and dining areas. The main level centers around a new primary bedroom suite with an oversized walk-in closet and luxurious ensuite bath featuring a soaking tub and glass enclosed shower. A second bedroom and full bath complete the first floor's thoughtful layout. Upstairs, two additional bedrooms, a full bath, and an alcove provide flexible space perfect for an office or lounging area. The four-bedroom layout maximizes both privacy and functionality throughout. Outdoor living includes a screened porch, dining terrace, and wood deck with amazing lake views. Set in a private community with direct lake access and shared beach on Lakeville Lake, this Northwest Connecticut retreat sits minutes from Indian Mountain School, Hotchkiss, and the towns of Lakeville, Salisbury, and Millerton.

4 Beds ⋅ 4 Baths ⋅ 24167844 MLS

Mid-Century Modern Home with Lake Views | Lakeville, CT - Designed by architect Claude Samton and newly renovated, this true 1960s Mid-Century home pairs original character with modern comfort on Lakeville Lake. Exposed beams, vaulted ceilings, wood walls, and large windows showcase stunning lake views and the surrounding landscape, while the home's distinctive floating metal wood-burning fireplace anchors the open living and dining areas. The main level centers around a new primary bedroom suite with an oversized walk-in closet and luxurious ensuite bath featuring a soaking tub and glass enclosed shower. A second bedroom and full bath complete the first floor's thoughtful layout. Upstairs, two additional bedrooms, a full bath, and an alcove provide flexible space perfect for an office or lounging area. The four-bedroom layout maximizes both privacy and functionality throughout. Outdoor living includes a screened porch, dining terrace, and wood deck with amazing lake views. Set in a private community with direct lake access and shared beach on Lakeville Lake, this Northwest Connecticut retreat sits minutes from Indian Mountain School, Hotchkiss, and the towns of Lakeville, Salisbury, and Millerton.

40 Canterbury Ln, Salisbury

$2,375,000

Experience exceptional luxury living in this impressive 6,700 SF stucco Colonial in The Woodlands, one of the area's most desirable subdivisions. The remodeled kitchen features custom cabinetry, large island, Cambria quartz countertops, high-end appliances, travertine flooring and walk-in pantry. 9-foot ceilings, hardwood floors, extensive millwork, crown molding, built-ins, transom windows and integrated speakers enhance the interior. A main-level office with built-in bookcases provides an ideal work-from-home space. The mudroom features custom built-ins and convenient access to the 3-car garage and side entrance. The living and dining rooms share a through-and-through wood-burning fireplace. French doors open to a covered, columned patio with bluestone flooring. The spectacular two-story family room features a wood-burning fireplace, custom millwork, built-in wet bar and French doors to a private backyard oasis. Enjoy a heated gunite pool w/waterfall feature, 7-person hot tub, playscape and expansive level yard ideal for entertaining. Five bedrooms occupy the second floor, including the master suite w/hardwood floor, wood-burning fireplace, private balcony, walk-in closet with built-ins and spa-inspired bath w/glass-enclosed steam shower and BainUltra jetted tub for two. Two additional full baths, loft library overlooking the family room, and convenient laundry complete this level. A finished walk-up attic offers a private en-suite retreat with full bath and kitchenette.

5 Beds ⋅ 6 Baths ⋅ 24214252 MLS

Experience exceptional luxury living in this impressive 6,700 SF stucco Colonial in The Woodlands, one of the area's most desirable subdivisions. The remodeled kitchen features custom cabinetry, large island, Cambria quartz countertops, high-end appliances, travertine flooring and walk-in pantry. 9-foot ceilings, hardwood floors, extensive millwork, crown molding, built-ins, transom windows and integrated speakers enhance the interior. A main-level office with built-in bookcases provides an ideal work-from-home space. The mudroom features custom built-ins and convenient access to the 3-car garage and side entrance. The living and dining rooms share a through-and-through wood-burning fireplace. French doors open to a covered, columned patio with bluestone flooring. The spectacular two-story family room features a wood-burning fireplace, custom millwork, built-in wet bar and French doors to a private backyard oasis. Enjoy a heated gunite pool w/waterfall feature, 7-person hot tub, playscape and expansive level yard ideal for entertaining. Five bedrooms occupy the second floor, including the master suite w/hardwood floor, wood-burning fireplace, private balcony, walk-in closet with built-ins and spa-inspired bath w/glass-enclosed steam shower and BainUltra jetted tub for two. Two additional full baths, loft library overlooking the family room, and convenient laundry complete this level. A finished walk-up attic offers a private en-suite retreat with full bath and kitchenette.

143 Ironwood Rd, Guilford

$2,350,000

GENERATIONAL OPPORTUNITY TO LIVE ON STONINGTON HARBOR! Welcome to Minnow, where the harbor is your backyard and the Borough is your neighborhood. Wake to sweeping views of Stonington Harbor, enjoy morning coffee overlooking the water, and step onto your own 105-foot private dock for a day on the ocean. Return home to spectacular sunsets and the timeless charm of waterfront living in historic Stonington Borough. Built in 1865, Minnow beautifully blends classic New England coastal character with extensive modern improvements. This exceptional waterfront residence offers 3 bedrooms, 2.5 baths, central air, a wood-burning fireplace, and approximately 1,850 square feet of finished living space, including a walkout lower level with guest accommodations. A true boater's retreat, the substantial private dock features shore power, water, and approximately 4 feet of depth at low tide, providing direct access to Stonington Harbor and beyond. Thoughtfully updated with a reinforced harbor-facing structure, storm-rated windows and doors, and improvements to the roof, siding, electrical, plumbing, and baths. Just steps from acclaimed restaurants, charming boutiques, art galleries, and DuBois Beach, Minnow offers the rare combination of private waterfront living and the vibrant coastal lifestyle of the Borough. At Minnow, you don't just live near the harbor. You make it part of every day...CONTINUED

3 Beds ⋅ 3 Baths ⋅ 24218750 MLS

GENERATIONAL OPPORTUNITY TO LIVE ON STONINGTON HARBOR! Welcome to Minnow, where the harbor is your backyard and the Borough is your neighborhood. Wake to sweeping views of Stonington Harbor, enjoy morning coffee overlooking the water, and step onto your own 105-foot private dock for a day on the ocean. Return home to spectacular sunsets and the timeless charm of waterfront living in historic Stonington Borough. Built in 1865, Minnow beautifully blends classic New England coastal character with extensive modern improvements. This exceptional waterfront residence offers 3 bedrooms, 2.5 baths, central air, a wood-burning fireplace, and approximately 1,850 square feet of finished living space, including a walkout lower level with guest accommodations. A true boater's retreat, the substantial private dock features shore power, water, and approximately 4 feet of depth at low tide, providing direct access to Stonington Harbor and beyond. Thoughtfully updated with a reinforced harbor-facing structure, storm-rated windows and doors, and improvements to the roof, siding, electrical, plumbing, and baths. Just steps from acclaimed restaurants, charming boutiques, art galleries, and DuBois Beach, Minnow offers the rare combination of private waterfront living and the vibrant coastal lifestyle of the Borough. At Minnow, you don't just live near the harbor. You make it part of every day...CONTINUED

90 Water St, Stonington

$2,350,000

Historic character and modern conveniance converge at 96 Fitch Avenue, an exceptional residence in Darien's coveted Noroton neighborhood. Formerly home to the Wee Burn Country Club, this fully renovated property offers a rare combination of historic distinction, fully renovated turnkey property, and income-producing potential. The expansive first-floor residence features two bedrooms, two beautifully renovated baths, an updated kitchen, gracious living and dining rooms, and a walk-in closet. A wraparound covered porch and rear stone patio provide elegant settings for outdoor entertaining and quiet relaxation, while the attached one-car garage delivers effortless everyday convenience. Two (or 3) legal rental apartments on each level create a unique stream of supplemental income and exceptional flexibility. Ideal for tenants, guests or extended family, these private spaces further enhance the property's versatility. Embrace a walkable coastal lifestyle near Great Island, Weed and Pear Tree Point beaches, Hindley Elementary School, Noroton Heights train station, Roost, the Darien YMCA, and more. With its storied provenance, sophisticated renovations, and built-in income potential, 96 Fitch Avenue is a truly distinctive opportunity to own a piece of Darien history with the ease of modern living.

4 Beds ⋅ 4 Baths ⋅ 24214972 MLS

Historic character and modern conveniance converge at 96 Fitch Avenue, an exceptional residence in Darien's coveted Noroton neighborhood. Formerly home to the Wee Burn Country Club, this fully renovated property offers a rare combination of historic distinction, fully renovated turnkey property, and income-producing potential. The expansive first-floor residence features two bedrooms, two beautifully renovated baths, an updated kitchen, gracious living and dining rooms, and a walk-in closet. A wraparound covered porch and rear stone patio provide elegant settings for outdoor entertaining and quiet relaxation, while the attached one-car garage delivers effortless everyday convenience. Two (or 3) legal rental apartments on each level create a unique stream of supplemental income and exceptional flexibility. Ideal for tenants, guests or extended family, these private spaces further enhance the property's versatility. Embrace a walkable coastal lifestyle near Great Island, Weed and Pear Tree Point beaches, Hindley Elementary School, Noroton Heights train station, Roost, the Darien YMCA, and more. With its storied provenance, sophisticated renovations, and built-in income potential, 96 Fitch Avenue is a truly distinctive opportunity to own a piece of Darien history with the ease of modern living.

96 Fitch Ave, Darien

$2,350,000

This Sasqua Hills ranch in East Norwalk is perched high above Shorehaven Golf Club with sweeping views of Long Island Sound. The iconic estate at 7 Sasqua Road was built in 1950 and lovingly held by the original family for the last 76 years. The expansive property often described as "Old Hollywood Glamour," has long been a setting for unforgettable gatherings, where Broadway legends and jazz icon's performed in the grand living room. Rich in character and originality, the home offers an extraordinary collection of preserved period details throughout. The inviting family room features warm pecan wood paneling, a custom bar, walls of built-in bookshelves, a fireplace, and a spectacular picture window. The formal dining room is equally impressive, with carved wood built-ins and ample space for a table of twelve. At the heart of the home, the dramatic sunken living room showcases a barrel ceiling, featuring twin baby grand pianos, a wall of full-height windows, and original hardwood floors, creating a one-of-a-kind atmosphere for entertaining and music. The original eat-in kitchen has served as the backdrop for countless family meals and celebrations. A stunning powder room with its original custom mirror niche adds another distinctive architectural touch. A long, dramatic hallway leads to two spacious main-level en-suite bedrooms.

5 Beds ⋅ 8 Baths ⋅ 24172476 MLS

This Sasqua Hills ranch in East Norwalk is perched high above Shorehaven Golf Club with sweeping views of Long Island Sound. The iconic estate at 7 Sasqua Road was built in 1950 and lovingly held by the original family for the last 76 years. The expansive property often described as "Old Hollywood Glamour," has long been a setting for unforgettable gatherings, where Broadway legends and jazz icon's performed in the grand living room. Rich in character and originality, the home offers an extraordinary collection of preserved period details throughout. The inviting family room features warm pecan wood paneling, a custom bar, walls of built-in bookshelves, a fireplace, and a spectacular picture window. The formal dining room is equally impressive, with carved wood built-ins and ample space for a table of twelve. At the heart of the home, the dramatic sunken living room showcases a barrel ceiling, featuring twin baby grand pianos, a wall of full-height windows, and original hardwood floors, creating a one-of-a-kind atmosphere for entertaining and music. The original eat-in kitchen has served as the backdrop for countless family meals and celebrations. A stunning powder room with its original custom mirror niche adds another distinctive architectural touch. A long, dramatic hallway leads to two spacious main-level en-suite bedrooms.

7 Sasqua Rd, Norwalk

$2,349,000

Another Fabulous New Construction by Joseph J. Lagana Builders Inc. This Luxurious Colonial with masonary details is situated on a level .51 acre includes 5 Bedrooms & 4 full baths. 1st Floor: Living Room & Dining Room accented with feature walls of shaker paneling, Gourmet Kitchen includes Thermidor appliances & a spacious Center Island with seating for 4 & opens to a Family Room accented with a Wet Bar, Stone Fireplace & Paddle Fan. Private Office / 5th Bedroom with access to a full bath. Mud Room leads to 2 car garage. 2nd floor consists of 4 Bedrooms: Primary Bedroom Suite has a walk-In-Closet with built ins, En Suite Bath with Shower Stall & seperate Soaking Tub. Painted His/Hers Vanities, tile floor & sliding barn door. There is another En Suite Bedroom for Guests, Family or Nanny features Walk-In-Closet with Built Ins & Full Bath. 3rd & 4th Bedrooms share a Jack & Jill Full Bath. Laundry Room with Laundry Hook Ups, shelving, countertop & wash tub sink. Finished Basement with 800 sq ft. Expansive rear patio with paver stone includes a Firepit. Stone covered front porch & steps with detailed paver stone walkway. Professionally landscaped with lush green sod applied to front & rear yard, accented with plantings & Irrigation System. Also room for a Pool! Conveniently located near shopping, library, restaurants, gym, Lake Mohegan & access to 5 Town Beaches. Quick drive to Fairfield Metro Train Station, Merritt Pkway & I 95

5 Beds ⋅ 4 Baths ⋅ 24204921 MLS

Another Fabulous New Construction by Joseph J. Lagana Builders Inc. This Luxurious Colonial with masonary details is situated on a level .51 acre includes 5 Bedrooms & 4 full baths. 1st Floor: Living Room & Dining Room accented with feature walls of shaker paneling, Gourmet Kitchen includes Thermidor appliances & a spacious Center Island with seating for 4 & opens to a Family Room accented with a Wet Bar, Stone Fireplace & Paddle Fan. Private Office / 5th Bedroom with access to a full bath. Mud Room leads to 2 car garage. 2nd floor consists of 4 Bedrooms: Primary Bedroom Suite has a walk-In-Closet with built ins, En Suite Bath with Shower Stall & seperate Soaking Tub. Painted His/Hers Vanities, tile floor & sliding barn door. There is another En Suite Bedroom for Guests, Family or Nanny features Walk-In-Closet with Built Ins & Full Bath. 3rd & 4th Bedrooms share a Jack & Jill Full Bath. Laundry Room with Laundry Hook Ups, shelving, countertop & wash tub sink. Finished Basement with 800 sq ft. Expansive rear patio with paver stone includes a Firepit. Stone covered front porch & steps with detailed paver stone walkway. Professionally landscaped with lush green sod applied to front & rear yard, accented with plantings & Irrigation System. Also room for a Pool! Conveniently located near shopping, library, restaurants, gym, Lake Mohegan & access to 5 Town Beaches. Quick drive to Fairfield Metro Train Station, Merritt Pkway & I 95

24 Warde Ter, Fairfield

$2,349,000

Secluded Southport mini-estate built with character and attention to detail. Rarely do you find a home that needs nothing. Well loved and enhanced by the current owners including an upper level addition and expanded and renovated kitchen - the home and property have been improved and updated throughout their stewardship. Set on a gentle knoll at the end of a gated drive, enjoy sprawling lawns, professional landscaping and lighting, an inviting heated Gunite pool and enviable privacy. The exterior is further enhanced with a detached barn/garage, a treehouse featured in magazines and a sport court. Fall in love and watch the seasons change on your wraparound front porch. The recently renovated kitchen will delight every home chef. The kitchen and dining is open to a very spacious family room with fireplace, making entertaining a pleasure. Upstairs the romantic and secluded primary suite includes a full bath, plus a separate sitting room/study that is well suited for use as a home office, nursery or dressing room. There are now 3 additional family bedrooms plus two additional full baths. The finished lower level provides great play space and additional living area to enjoy. Gracious, tasteful finishes throughout with meticulous attention to maintenance and quality materials. This is an opportunity to truly have it all.

4 Beds ⋅ 4 Baths ⋅ 24205683 MLS

Secluded Southport mini-estate built with character and attention to detail. Rarely do you find a home that needs nothing. Well loved and enhanced by the current owners including an upper level addition and expanded and renovated kitchen - the home and property have been improved and updated throughout their stewardship. Set on a gentle knoll at the end of a gated drive, enjoy sprawling lawns, professional landscaping and lighting, an inviting heated Gunite pool and enviable privacy. The exterior is further enhanced with a detached barn/garage, a treehouse featured in magazines and a sport court. Fall in love and watch the seasons change on your wraparound front porch. The recently renovated kitchen will delight every home chef. The kitchen and dining is open to a very spacious family room with fireplace, making entertaining a pleasure. Upstairs the romantic and secluded primary suite includes a full bath, plus a separate sitting room/study that is well suited for use as a home office, nursery or dressing room. There are now 3 additional family bedrooms plus two additional full baths. The finished lower level provides great play space and additional living area to enjoy. Gracious, tasteful finishes throughout with meticulous attention to maintenance and quality materials. This is an opportunity to truly have it all.

245 Cedar Rd, Fairfield

$2,349,000

Move right into one of South Wilton's most desirable areas. Set on 2.2 beautifully landscaped acres, this exceptional, elegant blend of timeless architecture, refined interiors, and extraordinary outdoor living was built by Tomas Brothers. Professionally designed and fully irrigated gardens create a private, resort-like setting surrounding the home, with mature plantings and thoughtfully curated spaces that are as beautiful as they are inviting. Inside, gracious proportions and sophisticated details define the home, with five bedrooms, three en-suite baths, and a Jack-and-Jill bath providing exceptional comfort and flexibility. Five fireplaces create warmth and character throughout, including the luxurious primary suite, family room, private office, living room, and finished lower level. The heart of the home is for grand entertaining and comfortable everyday living, with beautifully appointed gathering spaces that flow effortlessly from one room to the next. The upper-level has a media room, and a sitting room attached to the primary bedroom serves as a nursery or studio. The finished lower level extends the living space, features its own fireplace and full bath, and is a potential in-law suite. A truly distinctive wine cellar, adorned with a hand-painted evocative mural inspired by Tuscany, provides an elegant setting for wine enthusiasts. Only 4 miles to the New Canaan train station for a fast commute to NYC. Close to major highways, shopping & restaurants.

5 Beds ⋅ 7 Baths ⋅ 24199612 MLS

Move right into one of South Wilton's most desirable areas. Set on 2.2 beautifully landscaped acres, this exceptional, elegant blend of timeless architecture, refined interiors, and extraordinary outdoor living was built by Tomas Brothers. Professionally designed and fully irrigated gardens create a private, resort-like setting surrounding the home, with mature plantings and thoughtfully curated spaces that are as beautiful as they are inviting. Inside, gracious proportions and sophisticated details define the home, with five bedrooms, three en-suite baths, and a Jack-and-Jill bath providing exceptional comfort and flexibility. Five fireplaces create warmth and character throughout, including the luxurious primary suite, family room, private office, living room, and finished lower level. The heart of the home is for grand entertaining and comfortable everyday living, with beautifully appointed gathering spaces that flow effortlessly from one room to the next. The upper-level has a media room, and a sitting room attached to the primary bedroom serves as a nursery or studio. The finished lower level extends the living space, features its own fireplace and full bath, and is a potential in-law suite. A truly distinctive wine cellar, adorned with a hand-painted evocative mural inspired by Tuscany, provides an elegant setting for wine enthusiasts. Only 4 miles to the New Canaan train station for a fast commute to NYC. Close to major highways, shopping & restaurants.

77 Old Boston Rd, Wilton

$2,333,333

Custom Dream home that blends modern luxury, comfort and peaceful living. Nestled in a beautiful 18-hole golf course community, this stunning better than new home offers spacious open living, abundant natural light and thoughtfully designed details throughout. From the moment you enter you'll notice the airy layout, oversized windows, 10ft ceilings and seamless flow. The heart of the home features a beautifully appointed kitchen with generous workspace, custom cabinets and finishes with all high-end appliances. This home includes many upgraded systems including whole house generator, whole house water and air filtration systems, water softener and so much more. Upstairs has 4 spacious bedrooms with 3 large bathrooms and laundry room. Primary bedroom is absolute magic... with large balcony overlooking the course and pond. Massive bathroom suite with spa like details including jacuzzi tub and walk in rain shower with 3 shower heads!! His and hers walk in closets with plenty of built ins. Exercise room/bedroom, has new Tonal exercise system that stays with the house. Basement is walk-out and fully finished with full bar, living area, dining area, bedroom, kitchen and second laundry with custom dog bath. Step outside to serene surroundings, manicured property and peaceful setting. Large deck that spans the entire width of the house. The Golf course is under new ownership and newly remodeled with upscale restaurant, pool and workout facility. Opportunity of a lifetime!! OwnerAgent

5 Beds ⋅ 5 Baths ⋅ 24177737 MLS

Custom Dream home that blends modern luxury, comfort and peaceful living. Nestled in a beautiful 18-hole golf course community, this stunning better than new home offers spacious open living, abundant natural light and thoughtfully designed details throughout. From the moment you enter you'll notice the airy layout, oversized windows, 10ft ceilings and seamless flow. The heart of the home features a beautifully appointed kitchen with generous workspace, custom cabinets and finishes with all high-end appliances. This home includes many upgraded systems including whole house generator, whole house water and air filtration systems, water softener and so much more. Upstairs has 4 spacious bedrooms with 3 large bathrooms and laundry room. Primary bedroom is absolute magic... with large balcony overlooking the course and pond. Massive bathroom suite with spa like details including jacuzzi tub and walk in rain shower with 3 shower heads!! His and hers walk in closets with plenty of built ins. Exercise room/bedroom, has new Tonal exercise system that stays with the house. Basement is walk-out and fully finished with full bar, living area, dining area, bedroom, kitchen and second laundry with custom dog bath. Step outside to serene surroundings, manicured property and peaceful setting. Large deck that spans the entire width of the house. The Golf course is under new ownership and newly remodeled with upscale restaurant, pool and workout facility. Opportunity of a lifetime!! OwnerAgent

2 Pond View Ln, Sherman

$2,300,000

Welcome to 18 Merry Meet Circle, an architecturally distinctive residence nestled within The Ridge, Fairfield's prestigious gated community. Ideally situated near the end of a quiet cul-de-sac in desirable Greenfield Hill, this exceptional home offers remarkable privacy, mature landscaping, and a resort-inspired lifestyle. Residents enjoy a 24-hr. staffed gatehouse, a private clubhouse, a heated Gunite swimming pool, lighted Har-Tru tennis courts, a skating pond, bridle & walking trails. A circular stone driveway welcomes you to a home showcasing distinctive architectural details, natural stone, rich wood accents, and exceptional craftsmanship. Beautifully designed living spaces include a spacious kitchen, separate dining room, and expansive living room with a magnificent stone fireplace. A custom stone-and-wood staircase adds a striking architectural focal point. The thoughtfully designed lower level is an entertainer's dream, featuring a private fitness retreat with gym and authentic sauna, bar area, theater room, butler's pantry, private office, and additional living space. Expansive glass walls and doors create an inviting atmosphere, additional rooms and staff quarters offer flexibility for a variety of needs. Recent improvements include a new roof, updated mechanical systems, new water heater, and whole-home dehumidification system. Residents of The Ridge enjoy a 24-hour staffed gatehouse, private clubhouse and recreation center, heated Gunite pool. Total Sq. Ft. 7,100

4 Beds ⋅ 8 Baths ⋅ 24214588 MLS

Welcome to 18 Merry Meet Circle, an architecturally distinctive residence nestled within The Ridge, Fairfield's prestigious gated community. Ideally situated near the end of a quiet cul-de-sac in desirable Greenfield Hill, this exceptional home offers remarkable privacy, mature landscaping, and a resort-inspired lifestyle. Residents enjoy a 24-hr. staffed gatehouse, a private clubhouse, a heated Gunite swimming pool, lighted Har-Tru tennis courts, a skating pond, bridle & walking trails. A circular stone driveway welcomes you to a home showcasing distinctive architectural details, natural stone, rich wood accents, and exceptional craftsmanship. Beautifully designed living spaces include a spacious kitchen, separate dining room, and expansive living room with a magnificent stone fireplace. A custom stone-and-wood staircase adds a striking architectural focal point. The thoughtfully designed lower level is an entertainer's dream, featuring a private fitness retreat with gym and authentic sauna, bar area, theater room, butler's pantry, private office, and additional living space. Expansive glass walls and doors create an inviting atmosphere, additional rooms and staff quarters offer flexibility for a variety of needs. Recent improvements include a new roof, updated mechanical systems, new water heater, and whole-home dehumidification system. Residents of The Ridge enjoy a 24-hour staffed gatehouse, private clubhouse and recreation center, heated Gunite pool. Total Sq. Ft. 7,100

18 Merry Meet Cir, Fairfield

$2,300,000

Welcome to the Fairfield Beach lifestyle, where spectacular sunrises, coastal breezes and days by the water are part of everyday living. Just steps from the beach, this inviting coastal home offers four levels of spacious living, with views of Long Island Sound from three levels. Enjoy morning coffee or leisurely lunches on the covered porch overlooking the water, or spend evenings in the private, fenced backyard with expanded stone patio and low-maintenance landscaping. The main level features an open kitchen with chef-grade appliances, spacious dining area and inviting living room with fireplace and French doors to the porch. The second level offers an expansive primary suite with fireplace, walk-in closet, private deck overlooking the Sound and spa-like bath with soaking tub and separate shower, plus a second ensuite bedroom. The third level features two additional bedrooms and a full bath. A versatile garage space with glass overhead door expands possibilities for entertaining, recreation or fitness. Recent improvements include interior and exterior painting, refinished wood floors and updated lighting. Enjoy nearby South Benson Marina, beachside recreation and easy access to downtown Fairfield's shops, restaurants, Metro-North and more.

4 Beds ⋅ 4 Baths ⋅ 24213049 MLS

Welcome to the Fairfield Beach lifestyle, where spectacular sunrises, coastal breezes and days by the water are part of everyday living. Just steps from the beach, this inviting coastal home offers four levels of spacious living, with views of Long Island Sound from three levels. Enjoy morning coffee or leisurely lunches on the covered porch overlooking the water, or spend evenings in the private, fenced backyard with expanded stone patio and low-maintenance landscaping. The main level features an open kitchen with chef-grade appliances, spacious dining area and inviting living room with fireplace and French doors to the porch. The second level offers an expansive primary suite with fireplace, walk-in closet, private deck overlooking the Sound and spa-like bath with soaking tub and separate shower, plus a second ensuite bedroom. The third level features two additional bedrooms and a full bath. A versatile garage space with glass overhead door expands possibilities for entertaining, recreation or fitness. Recent improvements include interior and exterior painting, refinished wood floors and updated lighting. Enjoy nearby South Benson Marina, beachside recreation and easy access to downtown Fairfield's shops, restaurants, Metro-North and more.

67 Craig Ct, Fairfield

$2,300,000

Built in 1860 and magnificently renovated in 2016, this four-bedroom, four-bath home has been cherished by its current owners for 46+ years. Prominently set in the coveted Washington Green historic district, this home offers a spacious, open-plan kitchen and dining area designed for entertaining & today's living. A top-to bottom renovation includes electrical and plumbing systems while thoughtfully restoring the home's original character. The 1+ acre grounds feature views over the Green; a splendid flower garden; and a beautifully landscaped, two-level terrace. First settled as Judea and renamed Washington in 1779, the town embodies an enduring New England elegance. Forested preserves invite exploration on foot, while the surrounding landscape delights with magnificent views and spectacular fall color. Lake Waramaug, Connecticut's largest natural lake, is nearby, and New York City is just under a two-hour drive away.

4 Beds ⋅ 4 Baths ⋅ 24198440 MLS

Built in 1860 and magnificently renovated in 2016, this four-bedroom, four-bath home has been cherished by its current owners for 46+ years. Prominently set in the coveted Washington Green historic district, this home offers a spacious, open-plan kitchen and dining area designed for entertaining & today's living. A top-to bottom renovation includes electrical and plumbing systems while thoughtfully restoring the home's original character. The 1+ acre grounds feature views over the Green; a splendid flower garden; and a beautifully landscaped, two-level terrace. First settled as Judea and renamed Washington in 1779, the town embodies an enduring New England elegance. Forested preserves invite exploration on foot, while the surrounding landscape delights with magnificent views and spectacular fall color. Lake Waramaug, Connecticut's largest natural lake, is nearby, and New York City is just under a two-hour drive away.

81 Green Hill Rd, Washington

$2,300,000

The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor.

4 Beds ⋅ 3 Baths ⋅ 24187424 MLS

The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor.

167 Beebe Hill Rd, Canaan

$2,299,000

Be inspired to live your best life in this newly constructed Colonial, sited on a beautifully level and private .46-acre lot, an increasingly rare offering in the coveted Lake Mohegan area of Fairfield. Offering end of year occupancy, this home blends quality craftsmanship with a thoughtfully designed floor plan that evolves with you. Light-filled interiors and expansive windows bring the outdoors in, while open gathering spaces blend effortlessly with more intimate retreats, creating a setting equally suited to quiet nights in and entertaining. Upstairs, a well-appointed bedroom layout offers privacy and ease, including a spacious primary wing and flexible options for guests or multi-generational living. The third floor offers versatile space ideal for a home office, studio, gym, or additional living area. The finished lower level adds approximately 900 square feet of additional living space, with the opportunity to expand further to accommodate a home gym, recreation room, or other lifestyle amenities. With room for a pool and outdoor living, this property offers a rare staycation lifestyle with exceptional privacy, just minutes from Fairfield's downtown, beaches, shopping, and commuting options. One-year home warranty included. Renderings for illustrative purposes only; final design and finishes may vary. Square footage reflects prior home per public record.

5 Beds ⋅ 5 Baths ⋅ 24159272 MLS

Be inspired to live your best life in this newly constructed Colonial, sited on a beautifully level and private .46-acre lot, an increasingly rare offering in the coveted Lake Mohegan area of Fairfield. Offering end of year occupancy, this home blends quality craftsmanship with a thoughtfully designed floor plan that evolves with you. Light-filled interiors and expansive windows bring the outdoors in, while open gathering spaces blend effortlessly with more intimate retreats, creating a setting equally suited to quiet nights in and entertaining. Upstairs, a well-appointed bedroom layout offers privacy and ease, including a spacious primary wing and flexible options for guests or multi-generational living. The third floor offers versatile space ideal for a home office, studio, gym, or additional living area. The finished lower level adds approximately 900 square feet of additional living space, with the opportunity to expand further to accommodate a home gym, recreation room, or other lifestyle amenities. With room for a pool and outdoor living, this property offers a rare staycation lifestyle with exceptional privacy, just minutes from Fairfield's downtown, beaches, shopping, and commuting options. One-year home warranty included. Renderings for illustrative purposes only; final design and finishes may vary. Square footage reflects prior home per public record.

301 Godfrey Rd, Fairfield

$2,295,000

Storybook charm and modern updates come together in this picture-perfect 4-bedroom Cape, ideally situated on a quiet cul-de-sac. Featuring 2 full and 1 half baths, a beautifully renovated kitchen, and updated bathrooms, this sun-filled home offers warmth, character, and effortless everyday living. Step outside to a picturesque, fully fenced backyard, perfect for entertaining, relaxing, and outdoor play. Enjoy the convenience of strolling to downtown Darien, trains, and schools, all while tucked away in a peaceful neighborhood setting.A rare opportunity to enjoy the best of Darien living in an unbeatable location.

4 Beds ⋅ 3 Baths ⋅ 24216693 MLS

Storybook charm and modern updates come together in this picture-perfect 4-bedroom Cape, ideally situated on a quiet cul-de-sac. Featuring 2 full and 1 half baths, a beautifully renovated kitchen, and updated bathrooms, this sun-filled home offers warmth, character, and effortless everyday living. Step outside to a picturesque, fully fenced backyard, perfect for entertaining, relaxing, and outdoor play. Enjoy the convenience of strolling to downtown Darien, trains, and schools, all while tucked away in a peaceful neighborhood setting.A rare opportunity to enjoy the best of Darien living in an unbeatable location.

6 Oak Crst, Darien

$2,295,000

Perfectly positioned just moments from the heart of vibrant Ridgefield, this exceptional home is a masterclass in timeless architecture, sophisticated design & effortless luxury. Beautifully sited on 1.43 stunning acres, the property captivates with extraordinary curb appeal & a resort-inspired outdoor setting w/heated pool by GlenGate, stone patios, expansive lawns, outdoor shower & spaces designed for entertaining + relaxed everyday living. Thoughtfully curated interiors blend classic New England character with a refined contemporary sensibility. At the heart of the home is a Chef's Kitchen appointed w/professional-grade appliances, complemented by an exceptional sculler/butler's pantry w/direct access to a gracious Dining Rm. The sun-filled Breakfast Rm & spacious Family Rm w/stone fireplace overlook the magnificent grounds w/direct access to outdoor areas. Handsome Library w/ fireplace & wet bar, along with an elegant front-to-back Living Rm w/ fireplace, provide beautifully scaled spaces for entertaining. Luxurious Primary Suite features a sitting room/office, dual spa-inspired baths. Spacious ensuite secondary BR's provide refined accommodations for family & guests. Front & rear staircases, an elevator and an impressive vaulted Bonus Rm w/fireplace-ideal as a flex space, Gym or executive office. A rare opportunity to enjoy an elevated lifestyle just moments to Ridgefield's celebrated downtown w/acclaimed dining, cultural attractions + convenient NYC commuting options

5 Beds ⋅ 7 Baths ⋅ 24212799 MLS

Perfectly positioned just moments from the heart of vibrant Ridgefield, this exceptional home is a masterclass in timeless architecture, sophisticated design & effortless luxury. Beautifully sited on 1.43 stunning acres, the property captivates with extraordinary curb appeal & a resort-inspired outdoor setting w/heated pool by GlenGate, stone patios, expansive lawns, outdoor shower & spaces designed for entertaining + relaxed everyday living. Thoughtfully curated interiors blend classic New England character with a refined contemporary sensibility. At the heart of the home is a Chef's Kitchen appointed w/professional-grade appliances, complemented by an exceptional sculler/butler's pantry w/direct access to a gracious Dining Rm. The sun-filled Breakfast Rm & spacious Family Rm w/stone fireplace overlook the magnificent grounds w/direct access to outdoor areas. Handsome Library w/ fireplace & wet bar, along with an elegant front-to-back Living Rm w/ fireplace, provide beautifully scaled spaces for entertaining. Luxurious Primary Suite features a sitting room/office, dual spa-inspired baths. Spacious ensuite secondary BR's provide refined accommodations for family & guests. Front & rear staircases, an elevator and an impressive vaulted Bonus Rm w/fireplace-ideal as a flex space, Gym or executive office. A rare opportunity to enjoy an elevated lifestyle just moments to Ridgefield's celebrated downtown w/acclaimed dining, cultural attractions + convenient NYC commuting options

351 Wilton Rd W, Ridgefield

$2,295,000

Nestled amid 4.39 acres of beautifully landscaped, wooded grounds, The Retreat is an exceptional Ridgefield estate where refined living, privacy, and resort-inspired amenities come together. Designed for both grand entertaining and effortless everyday living, the property unfolds through lush gardens, impressive stonework, expansive terraces and patios, and a spectacular gunite pool, creating a serene setting reminiscent of a private luxury resort. The beautifully appointed main residence features a first-floor primary suite, two private offices, three additional bedrooms, a striking brick fireplace, and an elegant kitchen with butler's pantry and laundry. An expansive wraparound deck creates a seamless connection between the interior and surrounding landscape, offering an extraordinary backdrop for entertaining or quiet relaxation. The finished walk-out lower level is an entertainer's dreamscape, complete with a sophisticated full bar, wine cellar, cigar room with dedicated smoke-extraction HVAC, spacious family room, and a luxurious spa bath with steam room and wall jets. A separate cottage adds a legal studio apartment with a private entrance and outdoor sitting area, plus an additional bonus room and half bath above-ideal for guests, extended stays, or a private retreat. A dedicated indoor wellness spa with a hot tub, sauna, and massage area further elevates the experience. Secluded and tranquil, yet moments from Ridgefield's celebrated Main Street

5 Beds ⋅ 6 Baths ⋅ 24205321 MLS

Nestled amid 4.39 acres of beautifully landscaped, wooded grounds, The Retreat is an exceptional Ridgefield estate where refined living, privacy, and resort-inspired amenities come together. Designed for both grand entertaining and effortless everyday living, the property unfolds through lush gardens, impressive stonework, expansive terraces and patios, and a spectacular gunite pool, creating a serene setting reminiscent of a private luxury resort. The beautifully appointed main residence features a first-floor primary suite, two private offices, three additional bedrooms, a striking brick fireplace, and an elegant kitchen with butler's pantry and laundry. An expansive wraparound deck creates a seamless connection between the interior and surrounding landscape, offering an extraordinary backdrop for entertaining or quiet relaxation. The finished walk-out lower level is an entertainer's dreamscape, complete with a sophisticated full bar, wine cellar, cigar room with dedicated smoke-extraction HVAC, spacious family room, and a luxurious spa bath with steam room and wall jets. A separate cottage adds a legal studio apartment with a private entrance and outdoor sitting area, plus an additional bonus room and half bath above-ideal for guests, extended stays, or a private retreat. A dedicated indoor wellness spa with a hot tub, sauna, and massage area further elevates the experience. Secluded and tranquil, yet moments from Ridgefield's celebrated Main Street

351 Old Sib Rd, Ridgefield

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