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Framed by professional landscape and stunning hardscape, this expansive shingle-style home is located equidistant to Essex and Old Saybrook Main Streets, five Connecticut River marinas and Saybrook Station. Incredible updates include the creation of a main level laundry/mudroom update, the addition of central air and more. Well designed and appointed spaces include a stunning open kitchen with top end appliances and three fireplaces in the formal living room, great room/kitchen and the primary bedroom. Gleaming pegged hardwood floors are found on the main floor and solid oak upstairs. This 3-4-bedroom home includes a 588 SF finished lower-level den and office doubling as a 4th bedroom. The bonus room with bar over the garage is perfect for game night, private (quiet) office or workout space! Outside an expansive patio with fire pit and Viking grilling center overlooks the grounds. Well set, immaculate and ready for summer in Saybrook! Just perfect.

3 Beds ⋅ 3 Baths ⋅ 24165029 MLS

Framed by professional landscape and stunning hardscape, this expansive shingle-style home is located equidistant to Essex and Old Saybrook Main Streets, five Connecticut River marinas and Saybrook Station. Incredible updates include the creation of a main level laundry/mudroom update, the addition of central air and more. Well designed and appointed spaces include a stunning open kitchen with top end appliances and three fireplaces in the formal living room, great room/kitchen and the primary bedroom. Gleaming pegged hardwood floors are found on the main floor and solid oak upstairs. This 3-4-bedroom home includes a 588 SF finished lower-level den and office doubling as a 4th bedroom. The bonus room with bar over the garage is perfect for game night, private (quiet) office or workout space! Outside an expansive patio with fire pit and Viking grilling center overlooks the grounds. Well set, immaculate and ready for summer in Saybrook! Just perfect.

10 Trolley Xing, Old Saybrook

$1,049,900

95 Middletown Avenue offers a rare opportunity to enjoy four season living in the heart of Saybrook Manor, one of Old Saybrook's most sought after shoreline communities. Renovated in 2022 with thoughtful attention to comfort and design, this beautifully updated home combines timeless coastal character with modern amenities and sweeping views of the Oyster River & Long Island Sound. With approx. 1,600 sq ft. of living space, the home features a reverse floor plan designed to maximize natural light and take advantage of the water views. The main living spaces feel bright and open, w/ hardwood floors, updated finishes, and open layout. A spacious deck with full panoramic views provides the perfect setting for morning coffee, outdoor dining, or relaxing while overlooking the water & shoreline. The home includes four bedrooms and two full bathrooms, offering flexibility for guests, remote work, or year round living. The updated kitchen opens comfortably into the living/dining areas, creating an inviting atmosphere. Modern conveniences including central air and mini split. The property includes a rare two car garage along w/ 400 square foot barn full of charm and potential perfect for a studio, workshop, gym, storage. An outdoor shower after a day at the beach. Residents enjoy a private beach exclusive to the community steps away! This home does not require flood ins adding long term value. Just minutes from marinas, restaurants, shopping the location is best CT shoreline living.

4 Beds ⋅ 2 Baths ⋅ 24176978 MLS

95 Middletown Avenue offers a rare opportunity to enjoy four season living in the heart of Saybrook Manor, one of Old Saybrook's most sought after shoreline communities. Renovated in 2022 with thoughtful attention to comfort and design, this beautifully updated home combines timeless coastal character with modern amenities and sweeping views of the Oyster River & Long Island Sound. With approx. 1,600 sq ft. of living space, the home features a reverse floor plan designed to maximize natural light and take advantage of the water views. The main living spaces feel bright and open, w/ hardwood floors, updated finishes, and open layout. A spacious deck with full panoramic views provides the perfect setting for morning coffee, outdoor dining, or relaxing while overlooking the water & shoreline. The home includes four bedrooms and two full bathrooms, offering flexibility for guests, remote work, or year round living. The updated kitchen opens comfortably into the living/dining areas, creating an inviting atmosphere. Modern conveniences including central air and mini split. The property includes a rare two car garage along w/ 400 square foot barn full of charm and potential perfect for a studio, workshop, gym, storage. An outdoor shower after a day at the beach. Residents enjoy a private beach exclusive to the community steps away! This home does not require flood ins adding long term value. Just minutes from marinas, restaurants, shopping the location is best CT shoreline living.

95 Middletown Ave, Old Saybrook

$1,038,000

Enjoy coastal living in the sought-after Knollwood Beach Association. This well-maintained, sun-filled home is just a short stroll from the beach, where beautiful shoreline walks, golf cart rides and a vibrant neighborhood setting are just moments from home. Offering a gracious sense of space, comfort and versatility, the home is equally suited for year-round living or a memorable coastal retreat. The bright, open floor plan is filled with natural light and designed for easy everyday living and entertaining. Two bedrooms on the main level provide the option for one-floor living, while two additional spacious bedrooms upstairs offer flexibility for family and guests. The kitchen features granite countertops and generous seating for meals and holidays, while plantation shutters add a timeless finishing touch throughout the home. A partially finished lower level provides additional flexible living space. Outside, a fully fenced yard and expansive patio create an inviting setting for summer gatherings, outdoor dining and relaxed evenings after a day at the beach. Knollwood Beach Association amenities include private beach access, clubhouse, tennis and basketball courts, all just moments from your doorstep. An exceptional opportunity to enjoy the quintessential Old Saybrook coastal lifestyle in one of the shoreline's most sought after communities. Conveniently located minutes from Main Street, shops, restaurants, Saybrook Point, golf, highways and the train.

3 Beds ⋅ 2 Baths ⋅ 24197776 MLS

Enjoy coastal living in the sought-after Knollwood Beach Association. This well-maintained, sun-filled home is just a short stroll from the beach, where beautiful shoreline walks, golf cart rides and a vibrant neighborhood setting are just moments from home. Offering a gracious sense of space, comfort and versatility, the home is equally suited for year-round living or a memorable coastal retreat. The bright, open floor plan is filled with natural light and designed for easy everyday living and entertaining. Two bedrooms on the main level provide the option for one-floor living, while two additional spacious bedrooms upstairs offer flexibility for family and guests. The kitchen features granite countertops and generous seating for meals and holidays, while plantation shutters add a timeless finishing touch throughout the home. A partially finished lower level provides additional flexible living space. Outside, a fully fenced yard and expansive patio create an inviting setting for summer gatherings, outdoor dining and relaxed evenings after a day at the beach. Knollwood Beach Association amenities include private beach access, clubhouse, tennis and basketball courts, all just moments from your doorstep. An exceptional opportunity to enjoy the quintessential Old Saybrook coastal lifestyle in one of the shoreline's most sought after communities. Conveniently located minutes from Main Street, shops, restaurants, Saybrook Point, golf, highways and the train.

38 Jarvis Rd, Old Saybrook

$1,036,000

Refined coastal retreat at 4 Fenwood Lane, in the Fenwood Beach Association of Old Saybrook, offering distant views of Long Island Sound and a seamless blend of luxury and shoreline living. This freshly painted, thoughtfully updated beach house is ideally located just one home from the main road, providing both convenience and a private setting. Enjoy deeded beach rights and a short walk to Fenwood Beach, with easy options to walk, bike, or take a golf cart to nearby destinations including Fenwick Golf Course. Designed for year-round or seasonal living, this well-appointed shoreline home also presents an exceptional opportunity as a weekend retreat or second home. The interior features new hardwood floors and a spacious light-filled layout. The chef's kitchen opens to expansive living and dining areas with a fireplace creating inviting gathering spaces. A sun-drenched sunroom captures natural light and distant water views, offering a relaxing setting throughout the Shoreline seasons. The private backyard and deck provide ideal outdoor entertaining space after a day at the beach. Turnkey and move-in ready for summer, this property is just minutes to Saybrook Point Marina and the Causeway, with convenient access to Liv's Oyster Bar, Pizza Works, Walt's, Sweet Luna's, and shopping on Main Street. Amtrak rail service from Old Saybrook offers direct access to New York City and Boston. Come live the dream on Old Saybrook shoreline, where every day feels like vacation.

4 Beds ⋅ 2 Baths ⋅ 24167269 MLS

Refined coastal retreat at 4 Fenwood Lane, in the Fenwood Beach Association of Old Saybrook, offering distant views of Long Island Sound and a seamless blend of luxury and shoreline living. This freshly painted, thoughtfully updated beach house is ideally located just one home from the main road, providing both convenience and a private setting. Enjoy deeded beach rights and a short walk to Fenwood Beach, with easy options to walk, bike, or take a golf cart to nearby destinations including Fenwick Golf Course. Designed for year-round or seasonal living, this well-appointed shoreline home also presents an exceptional opportunity as a weekend retreat or second home. The interior features new hardwood floors and a spacious light-filled layout. The chef's kitchen opens to expansive living and dining areas with a fireplace creating inviting gathering spaces. A sun-drenched sunroom captures natural light and distant water views, offering a relaxing setting throughout the Shoreline seasons. The private backyard and deck provide ideal outdoor entertaining space after a day at the beach. Turnkey and move-in ready for summer, this property is just minutes to Saybrook Point Marina and the Causeway, with convenient access to Liv's Oyster Bar, Pizza Works, Walt's, Sweet Luna's, and shopping on Main Street. Amtrak rail service from Old Saybrook offers direct access to New York City and Boston. Come live the dream on Old Saybrook shoreline, where every day feels like vacation.

4 Fenwood Ln, Old Saybrook

$1,030,000

Nestled in the highly sought-after Cornfield Point Beach community, this beautifully maintained 3-bedroom, 2.5-bath residence offers an exceptional opportunity to enjoy coastal living just steps from the water. Blending timeless charm with thoughtful upgrades, this home is designed for both everyday comfort and effortless entertaining. At the heart of the home is a thoughtfully updated kitchen, featuring custom cabinetry, quality countertops, and a well-designed layout that maximizes both function and flow. Ample storage, generous prep space, and seamless connectivity to the main living areas make it ideal for everything from casual mornings to hosting gatherings. The main living area is warm and inviting, centered around a classic wood-burning fireplace that creates a cozy yet refined atmosphere. Custom millwork and cabinetry continue throughout the home, enhancing both style and practicality. The primary suite offers a private retreat, complemented by a well-appointed full bath with tasteful finishes and thoughtful design. Additional bathrooms are equally well maintained, including a convenient half bath on the finished lower level-perfect for guests while entertaining. Each space reflects a cohesive aesthetic with quality fixtures and clean, coastal-inspired finishes. The finished lower level significantly expands the home's versatility, featuring a custom bar area, built-in desk space ideal for a home office, and a comfortable lounge area for relaxing or entertaining.

3 Beds ⋅ 2 Baths ⋅ 24170358 MLS

Nestled in the highly sought-after Cornfield Point Beach community, this beautifully maintained 3-bedroom, 2.5-bath residence offers an exceptional opportunity to enjoy coastal living just steps from the water. Blending timeless charm with thoughtful upgrades, this home is designed for both everyday comfort and effortless entertaining. At the heart of the home is a thoughtfully updated kitchen, featuring custom cabinetry, quality countertops, and a well-designed layout that maximizes both function and flow. Ample storage, generous prep space, and seamless connectivity to the main living areas make it ideal for everything from casual mornings to hosting gatherings. The main living area is warm and inviting, centered around a classic wood-burning fireplace that creates a cozy yet refined atmosphere. Custom millwork and cabinetry continue throughout the home, enhancing both style and practicality. The primary suite offers a private retreat, complemented by a well-appointed full bath with tasteful finishes and thoughtful design. Additional bathrooms are equally well maintained, including a convenient half bath on the finished lower level-perfect for guests while entertaining. Each space reflects a cohesive aesthetic with quality fixtures and clean, coastal-inspired finishes. The finished lower level significantly expands the home's versatility, featuring a custom bar area, built-in desk space ideal for a home office, and a comfortable lounge area for relaxing or entertaining.

37 Mohican Rd, Old Saybrook

$1,030,000

Located on a corner lot in the District of Fenwood with views of the water, this house has all of the comforts of home. The entire house has been refitted with all new heating and air conditioning. The spacious main level entry offers the living room, family room with a fireplace, formal dining room, full bath, and kitchen. The kitchen is complete with an island breakfast bar, and wet bar where the view of the cove is evident of the peaceful neighborhood. Upstairs are the 3 generous bedrooms one of which is the master suite. Pass by the full hallway bath and enter the great room with the second fireplace. This room can be utilized as an office, recreation room, or even sleeping quarters. The large double level patio is accessible from both the dining room, and family room. It is very quiet, and has great natural cover from the elements. Enjoy a cup of coffee and meals here as well as access to the outdoor shower, and storage shed. The attached 2 bay garage has plenty of storage for the outdoorsman or the handyman, and enters into the family room. Access to the private Fenwood beach is walkable and included in the HOA. The home is minutes from the village of Old Saybrook, and all of its marine amenities. The salt life awaits you at 96 Fenwood Drive!

3 Beds ⋅ 3 Baths ⋅ 24125643 MLS

Located on a corner lot in the District of Fenwood with views of the water, this house has all of the comforts of home. The entire house has been refitted with all new heating and air conditioning. The spacious main level entry offers the living room, family room with a fireplace, formal dining room, full bath, and kitchen. The kitchen is complete with an island breakfast bar, and wet bar where the view of the cove is evident of the peaceful neighborhood. Upstairs are the 3 generous bedrooms one of which is the master suite. Pass by the full hallway bath and enter the great room with the second fireplace. This room can be utilized as an office, recreation room, or even sleeping quarters. The large double level patio is accessible from both the dining room, and family room. It is very quiet, and has great natural cover from the elements. Enjoy a cup of coffee and meals here as well as access to the outdoor shower, and storage shed. The attached 2 bay garage has plenty of storage for the outdoorsman or the handyman, and enters into the family room. Access to the private Fenwood beach is walkable and included in the HOA. The home is minutes from the village of Old Saybrook, and all of its marine amenities. The salt life awaits you at 96 Fenwood Drive!

96 Fenwood Dr, Old Saybrook

$999,000

Experience coastal luxury in this stunning 3-bedroom, 2-bathroom ranch style home nestled in Knollwood Beach. Set on a rare .33 acre lot, it offers picturesque marsh and South Cove views. Step inside to discover a newly remodeled interior featuring an expansive remodeled white kitchen with quartz counters, large center island. The family room boasts a dramatic fireplace, while a sunlit dining room/sunroom offers panoramic views of the marsh and Cove. A first-floor primary bedroom a two additional bedrooms, and 2 gorgeous full bathrooms. Additional features a patio and a large deck, new exterior vinyl siding with Azek trim, a 1000 sq ft basement for storage, central air, freshly painted exterior and main floor, remodelled baths, updated electrical, gutter guards and refinished flooring. Roof and septic are newer. No flood insurance needed. Appears to have room for a garage if needed. Enjoy beach rights and clubhouse access, tennis/pickleball courts and playground through the Knollwood Beach Association, a golf cart community, enhancing your coastal lifestyle in this exceptional home.

3 Beds ⋅ 2 Baths ⋅ 24186222 MLS

Experience coastal luxury in this stunning 3-bedroom, 2-bathroom ranch style home nestled in Knollwood Beach. Set on a rare .33 acre lot, it offers picturesque marsh and South Cove views. Step inside to discover a newly remodeled interior featuring an expansive remodeled white kitchen with quartz counters, large center island. The family room boasts a dramatic fireplace, while a sunlit dining room/sunroom offers panoramic views of the marsh and Cove. A first-floor primary bedroom a two additional bedrooms, and 2 gorgeous full bathrooms. Additional features a patio and a large deck, new exterior vinyl siding with Azek trim, a 1000 sq ft basement for storage, central air, freshly painted exterior and main floor, remodelled baths, updated electrical, gutter guards and refinished flooring. Roof and septic are newer. No flood insurance needed. Appears to have room for a garage if needed. Enjoy beach rights and clubhouse access, tennis/pickleball courts and playground through the Knollwood Beach Association, a golf cart community, enhancing your coastal lifestyle in this exceptional home.

37 Woodland Dr, Old Saybrook

$995,000

Quintessential New England Gambrel Colonial with a dramatic sunroom addition and a brand new roof! Sited in a quiet cul-de-sac neighborhood, the gorgeous one acre grounds include numerous mature flowering trees and shrubs, as well as a pine tree perimeter for privacy. The original part of the 1st floor of the home includes a front to back living room with bookshelves, a formal dining room, a powder room and a cozy family room with fireplace. Completing the 1st floor is a large sunroom with a vaulted ceiling and built-ins. The upper level includes a primary bedroom with adjacent bath and 2 other bedrooms which share a bath with recent upgrades. The finished lower level has a recreation room with a fireplace with electric insert, a sauna and work room. From the main level the sunroom transitions to the beautifully landscaped and inviting deck, patio and recently added inground pool. In the 3 years of ownership, all lighting has been updated, new flooring, some mechanicals, new heating & AC, all wall coverings, new roof, pool added, updated bathrooms and the list goes on and on. It is a short drive to the historic downtowns of Old Saybrook and Essex, as well as the access to the train station and highways. Historic Old Saybrook is known for it's marinas, beaches, shops, first-class restaurants, and The Katharine Hepburn Cultural Arts Center.

3 Beds ⋅ 3 Baths ⋅ 24177743 MLS

Quintessential New England Gambrel Colonial with a dramatic sunroom addition and a brand new roof! Sited in a quiet cul-de-sac neighborhood, the gorgeous one acre grounds include numerous mature flowering trees and shrubs, as well as a pine tree perimeter for privacy. The original part of the 1st floor of the home includes a front to back living room with bookshelves, a formal dining room, a powder room and a cozy family room with fireplace. Completing the 1st floor is a large sunroom with a vaulted ceiling and built-ins. The upper level includes a primary bedroom with adjacent bath and 2 other bedrooms which share a bath with recent upgrades. The finished lower level has a recreation room with a fireplace with electric insert, a sauna and work room. From the main level the sunroom transitions to the beautifully landscaped and inviting deck, patio and recently added inground pool. In the 3 years of ownership, all lighting has been updated, new flooring, some mechanicals, new heating & AC, all wall coverings, new roof, pool added, updated bathrooms and the list goes on and on. It is a short drive to the historic downtowns of Old Saybrook and Essex, as well as the access to the train station and highways. Historic Old Saybrook is known for it's marinas, beaches, shops, first-class restaurants, and The Katharine Hepburn Cultural Arts Center.

6 Trolley Xing, Old Saybrook

$995,000

Experience the perfect balance of classic charm and modern living in this beautifully updated 5-bedroom Cape Cod-style home, nestled on a professionally landscaped 0.69-acre lot in sought-after Old Saybrook. With over 3,000 square feet of thoughtfully designed space, this home offers a seamless open floor plan-ideal for everyday comfort and effortless entertaining. The heart of the home is a stunning chef's kitchen featuring granite countertops, a custom hand crafted wood bar top, stainless steel appliances, with a natural flow into expansive living areas: family room with a fireplace and dining room. On the other side of the first floor, enjoy a large living room with a fireplace and a bright sun room with a large picture window and window seat. The first floor also features a very private primary suite with outdoor access. Step outside and discover your own private backyard oasis: an in-ground pool, a large patio for dining, gazebo, hot tub a playscape and a vegetable garden and plenty of space to relax and entertain. A standout feature of this home is it's private-entry apartment: ideal as an in-law suite, rental unit, home office, or guest quarters, offering excellent income or multi-generational living potential. Located within walking distance to top-rated schools, the library, and the vibrant downtown filled with shops, restaurants, and coastal attractions, this home offers the best of small-town charm with convenient access to Boston and New York.

5 Beds ⋅ 4 Baths ⋅ 24130877 MLS

Experience the perfect balance of classic charm and modern living in this beautifully updated 5-bedroom Cape Cod-style home, nestled on a professionally landscaped 0.69-acre lot in sought-after Old Saybrook. With over 3,000 square feet of thoughtfully designed space, this home offers a seamless open floor plan-ideal for everyday comfort and effortless entertaining. The heart of the home is a stunning chef's kitchen featuring granite countertops, a custom hand crafted wood bar top, stainless steel appliances, with a natural flow into expansive living areas: family room with a fireplace and dining room. On the other side of the first floor, enjoy a large living room with a fireplace and a bright sun room with a large picture window and window seat. The first floor also features a very private primary suite with outdoor access. Step outside and discover your own private backyard oasis: an in-ground pool, a large patio for dining, gazebo, hot tub a playscape and a vegetable garden and plenty of space to relax and entertain. A standout feature of this home is it's private-entry apartment: ideal as an in-law suite, rental unit, home office, or guest quarters, offering excellent income or multi-generational living potential. Located within walking distance to top-rated schools, the library, and the vibrant downtown filled with shops, restaurants, and coastal attractions, this home offers the best of small-town charm with convenient access to Boston and New York.

18 Cottage Pl Old, Old Saybrook

$991,000

Welcome to Otter Cove Estates, located in Old Saybrook Ct. Live in the established area of residential homes that offer large lots of 2 acres at the mouth of the Ct River. This home offers 3 bedrooms with Master suite on the first floor with ensuite. Open floor plan large kitchen, built in newer appliances subzero built in fridge, Electrolux double ovens, Bosch dishwasher and newer microwave. Corian counter and breakfast bar. Family room adjoins with large fireplace, sky light, beautiful beams and display cubby for treasures. Dining room with window seat and wanes coating details. Hardwood floors, carpeted bedrooms. 2 bedrooms upstairs with full bath. central air and central vac. Bonus rooms over garage for media, family or storage. Yard has beautiful stone wall outside deck 18x23 with seating and planters. Large 2 bay garage with 9 ft door for large vehicles. Extra storage room that could be turned to 3rd smaller bay. Marinas from Saybrook Point to Ferry Rd for boating, fishing recreational use. Walking trails on Turtle Creek preserve. Kayak launch at river access. Close to town and Essex.Ease to I95, Rt 9 between Boston and NY. An everchanging seasonal landscape with deer, osprey, otters and more. Old Saybrook offers Main Street with local shops and dining strolling for coffee or a bite to eat. Historic town, mini golf, 9 hole golf course the Katherine Hepburn Cultural Arts building with events and pickle ball courts. Music on the green in the summer for the public.

3 Beds ⋅ 3 Baths ⋅ 24147505 MLS

Welcome to Otter Cove Estates, located in Old Saybrook Ct. Live in the established area of residential homes that offer large lots of 2 acres at the mouth of the Ct River. This home offers 3 bedrooms with Master suite on the first floor with ensuite. Open floor plan large kitchen, built in newer appliances subzero built in fridge, Electrolux double ovens, Bosch dishwasher and newer microwave. Corian counter and breakfast bar. Family room adjoins with large fireplace, sky light, beautiful beams and display cubby for treasures. Dining room with window seat and wanes coating details. Hardwood floors, carpeted bedrooms. 2 bedrooms upstairs with full bath. central air and central vac. Bonus rooms over garage for media, family or storage. Yard has beautiful stone wall outside deck 18x23 with seating and planters. Large 2 bay garage with 9 ft door for large vehicles. Extra storage room that could be turned to 3rd smaller bay. Marinas from Saybrook Point to Ferry Rd for boating, fishing recreational use. Walking trails on Turtle Creek preserve. Kayak launch at river access. Close to town and Essex.Ease to I95, Rt 9 between Boston and NY. An everchanging seasonal landscape with deer, osprey, otters and more. Old Saybrook offers Main Street with local shops and dining strolling for coffee or a bite to eat. Historic town, mini golf, 9 hole golf course the Katherine Hepburn Cultural Arts building with events and pickle ball courts. Music on the green in the summer for the public.

12 Hill Rd, Old Saybrook

$982,500

Welcome to the highly sought-after Cornfield Point Beach Association, where coastal charm meets effortless year-round living. This beautifully maintained cottage-style ranch offers the perfect seaside retreat for those seeking an upscale second home or an easy-to-maintain retirement residence in one of Old Saybrook's most desirable beach communities. The newer white kitchen opens to inviting living spaces highlighted by hardwood floors, classic wainscoting, custom built-ins, and a spacious living room with a fireplace. The home features three bedrooms, including a private primary suite with its own full bath, plus a second full guest bath. The spectacular four-season sunroom is filled with natural light and opens through sliders to a private rear patio, creating seamless indoor-outdoor living. Additional features include a welcoming front patio, outdoor shower, full basement, and storage shed. Enjoy all the benefits of year-round beach living while knowing the property also offers exceptional future potential. The owner has engineering reports and architectural plans available for those wishing to create a substantially larger custom home. Whether you're searching for a sophisticated shoreline getaway or the perfect place to enjoy retirement by the water, this exceptional Cornfield Point property offers a rare opportunity in one of Connecticut's premier beach associations.

3 Beds ⋅ 2 Baths ⋅ 24188825 MLS

Welcome to the highly sought-after Cornfield Point Beach Association, where coastal charm meets effortless year-round living. This beautifully maintained cottage-style ranch offers the perfect seaside retreat for those seeking an upscale second home or an easy-to-maintain retirement residence in one of Old Saybrook's most desirable beach communities. The newer white kitchen opens to inviting living spaces highlighted by hardwood floors, classic wainscoting, custom built-ins, and a spacious living room with a fireplace. The home features three bedrooms, including a private primary suite with its own full bath, plus a second full guest bath. The spectacular four-season sunroom is filled with natural light and opens through sliders to a private rear patio, creating seamless indoor-outdoor living. Additional features include a welcoming front patio, outdoor shower, full basement, and storage shed. Enjoy all the benefits of year-round beach living while knowing the property also offers exceptional future potential. The owner has engineering reports and architectural plans available for those wishing to create a substantially larger custom home. Whether you're searching for a sophisticated shoreline getaway or the perfect place to enjoy retirement by the water, this exceptional Cornfield Point property offers a rare opportunity in one of Connecticut's premier beach associations.

28 Bellaire Dr, Old Saybrook

$969,000

Nestled in the vibrant center of downtown Old Saybrook, this contemporary end-unit townhouse-crafted in 2021-presents the ultimate blend of shoreline charm and modern ease. Moments from local boutiques, fine dining, the iconic Katharine Hepburn Cultural Arts Center, and pristine coastal beaches, the location is truly unmatched. Inside, sunlit open-concept living spaces are highlighted by rich hardwood floors, detailed trim work, and sweeping views toward Main Street. The gourmet kitchen serves as the home's centerpiece, boasting custom quartz counter seating, premium finishes, and seamless flow into the fireside living area. Step through to your private, fully enclosed back patio for peaceful outdoor dining and weekend gatherings. The main floor features a spacious primary retreat complete with soaring vaulted ceilings, a spa-inspired dual-vanity bath, and dedicated laundry facilities. Upward on the second tier, a second bedroom, dynamic open loft, full bathroom, and custom-organized walk-in storage offer total versatility. Downstairs, the finished lower level provides excellent bonus space, perfectly configured for a quiet home office, private gym, or media room.

2 Beds ⋅ 3 Baths ⋅ 24203236 MLS ⋅ Village Center Residences BLDG.

Nestled in the vibrant center of downtown Old Saybrook, this contemporary end-unit townhouse-crafted in 2021-presents the ultimate blend of shoreline charm and modern ease. Moments from local boutiques, fine dining, the iconic Katharine Hepburn Cultural Arts Center, and pristine coastal beaches, the location is truly unmatched. Inside, sunlit open-concept living spaces are highlighted by rich hardwood floors, detailed trim work, and sweeping views toward Main Street. The gourmet kitchen serves as the home's centerpiece, boasting custom quartz counter seating, premium finishes, and seamless flow into the fireside living area. Step through to your private, fully enclosed back patio for peaceful outdoor dining and weekend gatherings. The main floor features a spacious primary retreat complete with soaring vaulted ceilings, a spa-inspired dual-vanity bath, and dedicated laundry facilities. Upward on the second tier, a second bedroom, dynamic open loft, full bathroom, and custom-organized walk-in storage offer total versatility. Downstairs, the finished lower level provides excellent bonus space, perfectly configured for a quiet home office, private gym, or media room.

25 Sheffield St Unit 3, Old Saybrook

$962,500

Did you ever dream of owning two vacation homes, one near the water within walking distance to a beach, and another quiet cabin somewhere in the mountains or woods where you are surrounded by natural beauty? This unique home is both! Tucked away on 2+ private acres in the coveted Indian Town Beach Association, it is a spacious custom-built post and beam timber frame with amenities that rival a country club resort. A lovely blue stone patio leads up to the wrap around cedar deck surrounding the house. There is an artesian spa that seats 6, an outdoor shower on the deck, and below, a 3200 ft. bentgrass golf green with lighting for nighttime golfing. The outdoor space that isn't landscaped is surrounded by mature trees, so there is plenty of wildlife for bird watchers and nature lovers to observe. Inside, you will appreciate why this house won a national design award. The first-floor great room features a soaring 19-foot ceiling, floor to ceiling windows, and a wood-burning fireplace. The chef's kitchen has custom poured concrete counters (look for the imbedded ammonites!), stainless steel appliances, a subway tile backsplash, island,and a sunny breakfast nook. A family room, bedroom, and full bath are also on the first level. Upstairs is a loft area perfect for getting lost in a good book, and a primary bedroom suite with radiant floor heating walk-in closets, and an ensuite bathroom radiant floor heating with a spacious steam shower and soaking tub.

3 Beds ⋅ 3 Baths ⋅ 24126482 MLS

Did you ever dream of owning two vacation homes, one near the water within walking distance to a beach, and another quiet cabin somewhere in the mountains or woods where you are surrounded by natural beauty? This unique home is both! Tucked away on 2+ private acres in the coveted Indian Town Beach Association, it is a spacious custom-built post and beam timber frame with amenities that rival a country club resort. A lovely blue stone patio leads up to the wrap around cedar deck surrounding the house. There is an artesian spa that seats 6, an outdoor shower on the deck, and below, a 3200 ft. bentgrass golf green with lighting for nighttime golfing. The outdoor space that isn't landscaped is surrounded by mature trees, so there is plenty of wildlife for bird watchers and nature lovers to observe. Inside, you will appreciate why this house won a national design award. The first-floor great room features a soaring 19-foot ceiling, floor to ceiling windows, and a wood-burning fireplace. The chef's kitchen has custom poured concrete counters (look for the imbedded ammonites!), stainless steel appliances, a subway tile backsplash, island,and a sunny breakfast nook. A family room, bedroom, and full bath are also on the first level. Upstairs is a loft area perfect for getting lost in a good book, and a primary bedroom suite with radiant floor heating walk-in closets, and an ensuite bathroom radiant floor heating with a spacious steam shower and soaking tub.

122 Old Post Rd, Old Saybrook

$960,000

Welcome to 28 Gates Road, a charming seasonal retreat in the heart of Cornfield Point Beach Association, one of Old Saybrook's most cherished beach communities. C/A and heating! With picturesque water views, beautifully manicured landscaping, and iconic green awnings, this classic cottage offers timeless shoreline charm and standout curb appeal. The spacious enclosed front porch is the heart of the home, perfect for morning coffee, afternoon reading, and relaxing summer evenings. A cozy wood-burning fireplace adds warmth for cool nights by the shore. The expansive backyard is ideal for family gatherings, lawn games, and picnics, while your own "his and hers" beach sheds offer room for bikes, kayaks, beach gear, and more. The larger shed also includes a washer, dryer, refrigerator, and golf cart ramp. An outdoor shower makes rinsing off after beach days a breeze. Thoughtful updates including a new septic system (2019), new hot water heater (2021), new roof (2021), new refrigerator and microwave (2024), plus custom kitchen cabinetry and woodwork throughout. As a Cornfield Point resident, you'll enjoy private sandy and rocky beaches, a clubhouse, playground, basketball, tennis and pickleball courts, plus a full calendar of community events. Whether you're looking for the perfect summer getaway or a place to create lifelong family traditions, 28 Gates Road offers the entire package! Seasonal property. All furniture/TVs convey with sale.

4 Beds ⋅ 2 Baths ⋅ 24184811 MLS

Welcome to 28 Gates Road, a charming seasonal retreat in the heart of Cornfield Point Beach Association, one of Old Saybrook's most cherished beach communities. C/A and heating! With picturesque water views, beautifully manicured landscaping, and iconic green awnings, this classic cottage offers timeless shoreline charm and standout curb appeal. The spacious enclosed front porch is the heart of the home, perfect for morning coffee, afternoon reading, and relaxing summer evenings. A cozy wood-burning fireplace adds warmth for cool nights by the shore. The expansive backyard is ideal for family gatherings, lawn games, and picnics, while your own "his and hers" beach sheds offer room for bikes, kayaks, beach gear, and more. The larger shed also includes a washer, dryer, refrigerator, and golf cart ramp. An outdoor shower makes rinsing off after beach days a breeze. Thoughtful updates including a new septic system (2019), new hot water heater (2021), new roof (2021), new refrigerator and microwave (2024), plus custom kitchen cabinetry and woodwork throughout. As a Cornfield Point resident, you'll enjoy private sandy and rocky beaches, a clubhouse, playground, basketball, tennis and pickleball courts, plus a full calendar of community events. Whether you're looking for the perfect summer getaway or a place to create lifelong family traditions, 28 Gates Road offers the entire package! Seasonal property. All furniture/TVs convey with sale.

28 Gates Rd, Old Saybrook

$960,000

Step into refined, effortless living in this beautifully appointed luxury condo featuring 2 bedrooms, 2 full baths and 2 half baths. A charming entry welcomes you with a thoughtfully designed garden with roses, lilacs and a variety of other plantings setting a warm and inviting tone. Designed with an open floor plan and soaring cathedral ceilings, the space is filled with natural light and an airy, elegant feel. Rich hardwood floors flow throughout the main living areas, complemented by a cozy gas fireplace that creates the perfect focal point for relaxing or entertaining. The updated kitchen is both stylish and functional, offering corian countertops, stainless steel appliances, a 5 burner gas cook top and seamless connectivity to the dining and living spaces. Sliders lead out to a private patio, ideal for morning coffee or evening gatherings. The first-floor primary suite provides comfort and convenience with a full bath, walk in closet and easy one-level living, while the upper level includes the second bedroom, loft that is being used as an office and additional full bath offering flexibility for guests or a home office. The partially finished lower level includes a sewing room and half bath with plenty of storage space. Ideally situated in a prime location, just steps to Main Street with it's charming shops and restaurants and minutes to local beaches and marinas, this home offers the perfect blend of luxury, convenience and coastal lifestyle living.

2 Beds ⋅ 4 Baths ⋅ 24171224 MLS ⋅ Saybrook Village BLDG.

Step into refined, effortless living in this beautifully appointed luxury condo featuring 2 bedrooms, 2 full baths and 2 half baths. A charming entry welcomes you with a thoughtfully designed garden with roses, lilacs and a variety of other plantings setting a warm and inviting tone. Designed with an open floor plan and soaring cathedral ceilings, the space is filled with natural light and an airy, elegant feel. Rich hardwood floors flow throughout the main living areas, complemented by a cozy gas fireplace that creates the perfect focal point for relaxing or entertaining. The updated kitchen is both stylish and functional, offering corian countertops, stainless steel appliances, a 5 burner gas cook top and seamless connectivity to the dining and living spaces. Sliders lead out to a private patio, ideal for morning coffee or evening gatherings. The first-floor primary suite provides comfort and convenience with a full bath, walk in closet and easy one-level living, while the upper level includes the second bedroom, loft that is being used as an office and additional full bath offering flexibility for guests or a home office. The partially finished lower level includes a sewing room and half bath with plenty of storage space. Ideally situated in a prime location, just steps to Main Street with it's charming shops and restaurants and minutes to local beaches and marinas, this home offers the perfect blend of luxury, convenience and coastal lifestyle living.

25 Sheffield St Unit 7, Old Saybrook

$950,000

BUSINESS OWNERS TAKE NOTICE -- Location, Location, Location! Prime, A+ building for sale on Main Street, Old Saybrook for the first time in 70 years! Be part of the vibrant Main Street community!! This office/retail building has been respectfully and lovingly maintained throughout the years including a recent new roof, windows on the second floor, new siding. This 3000+ sq ft. building is fully leased, has a full basement and private parking in the rear. There are four separate units (two up and two down) each with their own separate electric meters, each with their own restrooms. Great rental history. Prime location on Main Street with all the seasonal activities such as parades, street fairs, Art show, farmers market, chili festival, etc.....building near restaurants, shops, wine bar, bank, Saybrook Hardware, the Kate theater and so much more. Parking on Main Street and rear of building for tenants. Amazing opportunity for the right buyer to be immersed in the Main Street community!

4 Baths ⋅ 24085284 MLS

BUSINESS OWNERS TAKE NOTICE -- Location, Location, Location! Prime, A+ building for sale on Main Street, Old Saybrook for the first time in 70 years! Be part of the vibrant Main Street community!! This office/retail building has been respectfully and lovingly maintained throughout the years including a recent new roof, windows on the second floor, new siding. This 3000+ sq ft. building is fully leased, has a full basement and private parking in the rear. There are four separate units (two up and two down) each with their own separate electric meters, each with their own restrooms. Great rental history. Prime location on Main Street with all the seasonal activities such as parades, street fairs, Art show, farmers market, chili festival, etc.....building near restaurants, shops, wine bar, bank, Saybrook Hardware, the Kate theater and so much more. Parking on Main Street and rear of building for tenants. Amazing opportunity for the right buyer to be immersed in the Main Street community!

103 Main St, Old Saybrook

$941,500

Fully remodeled in 2025, this move-in ready home Features an open floor plan, hardwood floors throughout, new kitchen with custom cabinets, stainless steel appliances, oversized island, cozy fireplace in family room, new windows throughout, brand new heating and air conditioning system, new electrical and plumbing. A new addition which includes a primary bedroom suite with full bath and walk-in closet. 2 additional spacious bedrooms upstairs and laundry room. two-car garage, and full unfinished basement with plenty of storage. Walk to Main Street and Saybrook Point. Enjoy access to two town beaches, restaurants, and shops. Convenient to I-95, Route 9, and the train station.

3 Beds ⋅ 2 Baths ⋅ 24140496 MLS

Fully remodeled in 2025, this move-in ready home Features an open floor plan, hardwood floors throughout, new kitchen with custom cabinets, stainless steel appliances, oversized island, cozy fireplace in family room, new windows throughout, brand new heating and air conditioning system, new electrical and plumbing. A new addition which includes a primary bedroom suite with full bath and walk-in closet. 2 additional spacious bedrooms upstairs and laundry room. two-car garage, and full unfinished basement with plenty of storage. Walk to Main Street and Saybrook Point. Enjoy access to two town beaches, restaurants, and shops. Convenient to I-95, Route 9, and the train station.

10 Cricket Ct, Old Saybrook

$935,000

Experience the perfect blend of timeless character and contemporary convenience in this stunning colonial. The residence welcomes you with an open-concept floor plan and an expertly updated chef's kitchen, featuring premium Sub-Zero refrigeration for an upscale culinary experience. Designed for both relaxation and entertaining, the home offers four bedrooms and three full baths, including a cozy family room ideal for intimate gatherings. The upper level is anchored by a generous primary suite, complete with a private home office and expansive closets accented with stylish barn doors. The lifestyle continues outdoors in a private, fenced-in backyard oasis featuring a pool, a cabana and lush green space. The town center, schools, library and beaches are just a walk from this gorgeous home offering a pleasant walkable lifestyle. At 24 Cottage Place, you can enjoy the soul of the past with every modern creature comfort at your fingertips. Disclaimer: Field card states 3 bedrooms but there are 4 bedrooms in this home.

4 Beds ⋅ 3 Baths ⋅ 24162120 MLS

Experience the perfect blend of timeless character and contemporary convenience in this stunning colonial. The residence welcomes you with an open-concept floor plan and an expertly updated chef's kitchen, featuring premium Sub-Zero refrigeration for an upscale culinary experience. Designed for both relaxation and entertaining, the home offers four bedrooms and three full baths, including a cozy family room ideal for intimate gatherings. The upper level is anchored by a generous primary suite, complete with a private home office and expansive closets accented with stylish barn doors. The lifestyle continues outdoors in a private, fenced-in backyard oasis featuring a pool, a cabana and lush green space. The town center, schools, library and beaches are just a walk from this gorgeous home offering a pleasant walkable lifestyle. At 24 Cottage Place, you can enjoy the soul of the past with every modern creature comfort at your fingertips. Disclaimer: Field card states 3 bedrooms but there are 4 bedrooms in this home.

24 Cottage Pl Old, Old Saybrook

$935,000

Welcome to this charming home which features an open floor plan and hardwood floors on the main level with an abundance of natural light. The kitchen features stainless steel appliances, granite countertops, island and a seamless flow to the spacious living area which includes living room and family room with a double sided fireplace, a dining room with french doors to the deck perfect for entertaining, a cozy sunroom with front deck access. The perfect spot for morning coffee or relaxing evenings. a mudroom with private entrance. Upstairs there is a bright and inviting primary bedroom suite with walk-in closet, full bathroom/double sinks, cathedral ceilings along with 2 additional spacious bedrooms, full bathroom and laundry area. Outdoor living shines with a front wrap-around trex deck and deck in the back perfect for summer barbecues, fenced in yard for privacy, detached garage and shed for additional storage. Enjoy being a short walk to Main Street to enjoy restaurants, shopping and shows at The Katharine Hepburn Cultural Arts Center, close to town beaches and easy access to highways, train and shoreline amenities, this home offers a lifestyle of small town charm and coastal convenience.

3 Beds ⋅ 3 Baths ⋅ 24131902 MLS

Welcome to this charming home which features an open floor plan and hardwood floors on the main level with an abundance of natural light. The kitchen features stainless steel appliances, granite countertops, island and a seamless flow to the spacious living area which includes living room and family room with a double sided fireplace, a dining room with french doors to the deck perfect for entertaining, a cozy sunroom with front deck access. The perfect spot for morning coffee or relaxing evenings. a mudroom with private entrance. Upstairs there is a bright and inviting primary bedroom suite with walk-in closet, full bathroom/double sinks, cathedral ceilings along with 2 additional spacious bedrooms, full bathroom and laundry area. Outdoor living shines with a front wrap-around trex deck and deck in the back perfect for summer barbecues, fenced in yard for privacy, detached garage and shed for additional storage. Enjoy being a short walk to Main Street to enjoy restaurants, shopping and shows at The Katharine Hepburn Cultural Arts Center, close to town beaches and easy access to highways, train and shoreline amenities, this home offers a lifestyle of small town charm and coastal convenience.

19 Lynde St, Old Saybrook

$925,400

Unique Multi-Generational Property on 2+ Private Acres. A truly rare opportunity: two connected yet fully private residences set on 2.02 serene acres bordering the breathtaking 1,000-acre "Preserve". An impressive (24' x 40') heated, two-story barn with a loft offers endless possibilities for contractors, hobbyists, collectors, or creatives seeking a private studio or workshop. Primary Residence: 3 bedrooms, two full bathrooms, home office option, wrap-around porch, full basement, oil heat & hot water. Second Residence: 2 bedrooms, two full bathrooms, home office option, wrap-around porch, full basement, geothermal warm air + A/C with electric hot water. Perfect for multi-generational living, guest accommodations, or income potential. This property offers the best of privacy, natural beauty, and versatility while remaining close to coastal towns, fine dining, and outdoor recreation

5 Beds ⋅ 4 Baths ⋅ 24137010 MLS

Unique Multi-Generational Property on 2+ Private Acres. A truly rare opportunity: two connected yet fully private residences set on 2.02 serene acres bordering the breathtaking 1,000-acre "Preserve". An impressive (24' x 40') heated, two-story barn with a loft offers endless possibilities for contractors, hobbyists, collectors, or creatives seeking a private studio or workshop. Primary Residence: 3 bedrooms, two full bathrooms, home office option, wrap-around porch, full basement, oil heat & hot water. Second Residence: 2 bedrooms, two full bathrooms, home office option, wrap-around porch, full basement, geothermal warm air + A/C with electric hot water. Perfect for multi-generational living, guest accommodations, or income potential. This property offers the best of privacy, natural beauty, and versatility while remaining close to coastal towns, fine dining, and outdoor recreation

179 Bokum Rd, Old Saybrook

$925,400

Unique Multi-Generational Property on 2+ Private Acres. A truly rare opportunity: two connected yet fully private residences set on 2.02 serene acres bordering the breathtaking 1,000-acre "Preserve". An impressive (24' x 40') heated, two-story barn with a loft offers endless possibilities for contractors, hobbyists, collectors, or creatives seeking a private studio or workshop. Primary Residence: 3 bedrooms, two full bathrooms, home office option, wrap-around porch, full basement, oil heat & hot water. Second Residence: 2 bedrooms, two full bathrooms, home office option, wrap-around porch, full basement, geothermal warm air + A/C with electric hot water. Perfect for multi-generational living, guest accommodations, or income potential. This property offers the best of privacy, natural beauty, and versatility while remaining close to coastal towns, fine dining, and outdoor recreation.

3 Beds ⋅ 2 Baths ⋅ 24127895 MLS

Unique Multi-Generational Property on 2+ Private Acres. A truly rare opportunity: two connected yet fully private residences set on 2.02 serene acres bordering the breathtaking 1,000-acre "Preserve". An impressive (24' x 40') heated, two-story barn with a loft offers endless possibilities for contractors, hobbyists, collectors, or creatives seeking a private studio or workshop. Primary Residence: 3 bedrooms, two full bathrooms, home office option, wrap-around porch, full basement, oil heat & hot water. Second Residence: 2 bedrooms, two full bathrooms, home office option, wrap-around porch, full basement, geothermal warm air + A/C with electric hot water. Perfect for multi-generational living, guest accommodations, or income potential. This property offers the best of privacy, natural beauty, and versatility while remaining close to coastal towns, fine dining, and outdoor recreation.

179 Bokum Rd, Old Saybrook

$905,000

Welcome to 23 Clinton Avenue, Old Saybrook - a stunning, fully renovated 3-bedroom, 2-bathroom home spanning 1,500 square feet, where modern farmhouse charm meets coastal elegance. Just a few hundred feet from the water and over a mile from the Old Saybrook Point Inn, this picture-perfect retreat is ideally situated for convenient access to downtown, the town beach, and the Fenwick area. Whether you're seeking a weekend getaway or full-time coastal living, this like-new gem offers water views from the second-floor deck and is the ultimate haven in the heart of it all. Step through the front door into an inviting open floorplan that seamlessly blends the living room, dining area, kitchen, and a newly added front space, creating an airy and welcoming atmosphere. The home exudes a modern farmhouse vibe with thoughtful coastal accents throughout. The gourmet kitchen is a standout, featuring upgraded stainless steel appliances, custom shaker two-tone cabinetry, a seashell-inspired backsplash that infuses beachy vibes, a gas oven with hood, drawer microwave, designer hardware, and a perfect pantry for all your storage needs. On the first floor, a convenient mudroom greets you at the side entry, leading to an airy bedroom and a spacious bathroom boasting an oversized standup tile shower, stunning finishes, and an integrated laundry room. Ascend the custom staircase beneath a vaulted ceiling to the second-floor landing, where two additional bedrooms await - both with captivating wate

3 Beds ⋅ 2 Baths ⋅ 24160897 MLS

Welcome to 23 Clinton Avenue, Old Saybrook - a stunning, fully renovated 3-bedroom, 2-bathroom home spanning 1,500 square feet, where modern farmhouse charm meets coastal elegance. Just a few hundred feet from the water and over a mile from the Old Saybrook Point Inn, this picture-perfect retreat is ideally situated for convenient access to downtown, the town beach, and the Fenwick area. Whether you're seeking a weekend getaway or full-time coastal living, this like-new gem offers water views from the second-floor deck and is the ultimate haven in the heart of it all. Step through the front door into an inviting open floorplan that seamlessly blends the living room, dining area, kitchen, and a newly added front space, creating an airy and welcoming atmosphere. The home exudes a modern farmhouse vibe with thoughtful coastal accents throughout. The gourmet kitchen is a standout, featuring upgraded stainless steel appliances, custom shaker two-tone cabinetry, a seashell-inspired backsplash that infuses beachy vibes, a gas oven with hood, drawer microwave, designer hardware, and a perfect pantry for all your storage needs. On the first floor, a convenient mudroom greets you at the side entry, leading to an airy bedroom and a spacious bathroom boasting an oversized standup tile shower, stunning finishes, and an integrated laundry room. Ascend the custom staircase beneath a vaulted ceiling to the second-floor landing, where two additional bedrooms await - both with captivating wate

23 Clinton Ave, Old Saybrook

$900,000

Charm and convenience come together in this beautifully reconstructed farmhouse offering 2,200 sq ft of stylish, easy living. Designed for comfort and flexibility, the home features a sought-after first-floor primary suite, ideal for one-level living, along with two additional bedrooms for guests, family, or home office needs. Rich hardwood floors and a thoughtfully designed kitchen with high-end finishes create a warm, inviting space perfect for everyday living and entertaining. A standout feature is the detached outbuilding, currently used as an artist studio and workshop-ideal for creative pursuits, hobbies, or potential home business use. The welcoming covered front porch is perfect for relaxing and enjoying this picturesque setting. Located in a historic neighborhood surrounded by beautiful homes, you're just a short stroll to downtown shops, the public library, and local schools, with town beaches less than two miles away. With low annual taxes of approximately $7,500 and a condition that shows like new construction, this is a rare opportunity for those seeking charm, convenience, and turnkey living.

3 Beds ⋅ 3 Baths ⋅ 24162978 MLS

Charm and convenience come together in this beautifully reconstructed farmhouse offering 2,200 sq ft of stylish, easy living. Designed for comfort and flexibility, the home features a sought-after first-floor primary suite, ideal for one-level living, along with two additional bedrooms for guests, family, or home office needs. Rich hardwood floors and a thoughtfully designed kitchen with high-end finishes create a warm, inviting space perfect for everyday living and entertaining. A standout feature is the detached outbuilding, currently used as an artist studio and workshop-ideal for creative pursuits, hobbies, or potential home business use. The welcoming covered front porch is perfect for relaxing and enjoying this picturesque setting. Located in a historic neighborhood surrounded by beautiful homes, you're just a short stroll to downtown shops, the public library, and local schools, with town beaches less than two miles away. With low annual taxes of approximately $7,500 and a condition that shows like new construction, this is a rare opportunity for those seeking charm, convenience, and turnkey living.

129 Old Boston Post Rd, Old Saybrook

$900,000

North Cove Opportunity in Prime Setting with some water views set in one of Old Saybrook's most desirable neighborhoods. This North Cove property offers an exceptional location and beautiful grounds with a sparkling in-ground pool. Owned by the same family since 1973, the home has been lovingly cared for and is being offered in "as is" condition - ready for renovation or a complete rebuild to take full advantage of its setting and surroundings. Designed for easy first-floor living, the layout includes a main-level primary suite, a spacious family room with a peek of the cove, and generous storage throughout - including an oversized two-car garage, full dry basement, and large attic. The fenced rear yard, pool, and landscaped gardens create a peaceful private retreat. This is a rare opportunity to secure a property in prestigious North Cove, just minutes to Saybrook Point, marinas, beaches, shops, and restaurants. Low taxes of $7,403 annually. NOT in flood zone. Subject to seller securing housing of her choice.

3 Beds ⋅ 2 Baths ⋅ 24138101 MLS

North Cove Opportunity in Prime Setting with some water views set in one of Old Saybrook's most desirable neighborhoods. This North Cove property offers an exceptional location and beautiful grounds with a sparkling in-ground pool. Owned by the same family since 1973, the home has been lovingly cared for and is being offered in "as is" condition - ready for renovation or a complete rebuild to take full advantage of its setting and surroundings. Designed for easy first-floor living, the layout includes a main-level primary suite, a spacious family room with a peek of the cove, and generous storage throughout - including an oversized two-car garage, full dry basement, and large attic. The fenced rear yard, pool, and landscaped gardens create a peaceful private retreat. This is a rare opportunity to secure a property in prestigious North Cove, just minutes to Saybrook Point, marinas, beaches, shops, and restaurants. Low taxes of $7,403 annually. NOT in flood zone. Subject to seller securing housing of her choice.

4 Gibbons Cir Old, Old Saybrook

$900,000

Imagine waking up to breathtaking marsh views and stunning sunsets from your very own slice of paradise in the highly desirable Cornfield Point waterfront community. This nearly 1-acre lot offers endless possibilities - whether you choose to expand, rebuild, or simply enjoy the charm of the existing 1,408 square foot home. The current residence features 3 bedrooms, 1.5 baths, a spacious 2-car garage, and a delightful seasonal sunroom that showcases magnificent marsh, water, and sunset views. Just steps away, you'll find Cornfield Point's private beach, clubhouse, and tennis courts, making every day feel like a vacation. Life at Cornfield Point is more than just a place to live - it's a lifestyle. This golf cart-friendly community offers a vibrant social calendar year-round, with activities for all ages. Summer days are spent launching small watercraft from the private boat launch, kayaking through peaceful marsh waters, or simply relaxing at the beach. For sports enthusiasts, private tennis and pickleball courts await, while nearby Fenwick Golf Course offers a scenic round by the shore. Delight in ice cream socials, Game Day fun or enjoy a fun activity at the Clubhouse playground. Beyond Cornfield Point, Old Saybrook boasts charming shops, exceptional dining, and cultural experiences at the renowned Katharine Hepburn Cultural Arts Center.

3 Beds ⋅ 2 Baths ⋅ 24090361 MLS

Imagine waking up to breathtaking marsh views and stunning sunsets from your very own slice of paradise in the highly desirable Cornfield Point waterfront community. This nearly 1-acre lot offers endless possibilities - whether you choose to expand, rebuild, or simply enjoy the charm of the existing 1,408 square foot home. The current residence features 3 bedrooms, 1.5 baths, a spacious 2-car garage, and a delightful seasonal sunroom that showcases magnificent marsh, water, and sunset views. Just steps away, you'll find Cornfield Point's private beach, clubhouse, and tennis courts, making every day feel like a vacation. Life at Cornfield Point is more than just a place to live - it's a lifestyle. This golf cart-friendly community offers a vibrant social calendar year-round, with activities for all ages. Summer days are spent launching small watercraft from the private boat launch, kayaking through peaceful marsh waters, or simply relaxing at the beach. For sports enthusiasts, private tennis and pickleball courts await, while nearby Fenwick Golf Course offers a scenic round by the shore. Delight in ice cream socials, Game Day fun or enjoy a fun activity at the Clubhouse playground. Beyond Cornfield Point, Old Saybrook boasts charming shops, exceptional dining, and cultural experiences at the renowned Katharine Hepburn Cultural Arts Center.

21 Wildwood Rd, Old Saybrook

$893,500

Enjoy coastal living in this delightful 3-bedroom home offering serene marsh views in Old Saybrook's sought-after seaside enclave. The thoughtfully designed main level features a spacious open-concept chef's kitchen flowing seamlessly into the dining area and family room. A charming fireplace anchors the eating area, creating an inviting gathering space. An enclosed 4-season sunroom offers year-round enjoyment, while versatile flex space serves perfectly as a first-floor bedroom or den. The upper level hosts three generous bedrooms, highlighted by a primary suite with en-suite bath. The inviting outdoor deck provides the perfect setting to savor tranquil marsh vistas. Ideally located just minutes from local restaurants, shopping, and the acclaimed Katharine Hepburn Cultural Arts Center, this home captures the enjoyment of Connecticut shoreline living.

3 Beds ⋅ 3 Baths ⋅ 24136345 MLS

Enjoy coastal living in this delightful 3-bedroom home offering serene marsh views in Old Saybrook's sought-after seaside enclave. The thoughtfully designed main level features a spacious open-concept chef's kitchen flowing seamlessly into the dining area and family room. A charming fireplace anchors the eating area, creating an inviting gathering space. An enclosed 4-season sunroom offers year-round enjoyment, while versatile flex space serves perfectly as a first-floor bedroom or den. The upper level hosts three generous bedrooms, highlighted by a primary suite with en-suite bath. The inviting outdoor deck provides the perfect setting to savor tranquil marsh vistas. Ideally located just minutes from local restaurants, shopping, and the acclaimed Katharine Hepburn Cultural Arts Center, this home captures the enjoyment of Connecticut shoreline living.

55 Cypress Rd, Old Saybrook

$887,000

Welcome to this meticulously maintained custom built home offering a blend of elegance and comfort. 2784 square feet, Step inside to an open floor plan filled with natural light, hardwood floors throughout, gas fireplace, a stunning gourmet kitchen featuring limestone and marble countertops, stainless steel appliances, a gas cooktop, breakfast bar, dry bar and island- a chef's dream perfect for cooking and gathering! This home offers 4 spacious bedrooms with new hardwood floors on the upper level including a serene primary suite with a beautifully updated bathroom. A newly finished walkout, permitted which is 600 square feet basement provides abundant living space, plenty of storage, a wine closet, while the dormered attic offers exciting potential to create an additional bedroom, office or extra space There is an alarm system and 2 car garage. The new features of the home include furnace, refrigerator, gutter guards, bathrooms, fixtures, baseboards, crown molding, water filtration system, and newly painted! Enjoy year round entertaining on the large deck and expansive yard, plenty of privacy on a cul-de-sac. Close proximity to town, beaches, highways and amenities! Welcome home to your own private retreat! A move in ready hidden gem!

4 Beds ⋅ 3 Baths ⋅ 24136044 MLS

Welcome to this meticulously maintained custom built home offering a blend of elegance and comfort. 2784 square feet, Step inside to an open floor plan filled with natural light, hardwood floors throughout, gas fireplace, a stunning gourmet kitchen featuring limestone and marble countertops, stainless steel appliances, a gas cooktop, breakfast bar, dry bar and island- a chef's dream perfect for cooking and gathering! This home offers 4 spacious bedrooms with new hardwood floors on the upper level including a serene primary suite with a beautifully updated bathroom. A newly finished walkout, permitted which is 600 square feet basement provides abundant living space, plenty of storage, a wine closet, while the dormered attic offers exciting potential to create an additional bedroom, office or extra space There is an alarm system and 2 car garage. The new features of the home include furnace, refrigerator, gutter guards, bathrooms, fixtures, baseboards, crown molding, water filtration system, and newly painted! Enjoy year round entertaining on the large deck and expansive yard, plenty of privacy on a cul-de-sac. Close proximity to town, beaches, highways and amenities! Welcome home to your own private retreat! A move in ready hidden gem!

3 Jorgensen Ln, Old Saybrook

$875,000

Welcome to this exceptional 3700 sq ft, move-in ready home, privately situated on a quiet private road and surrounded by landscaped grounds. Set on a beautifully maintained 1.3 acre lot with a lightly wooded backdrop and charming stone wall accents, this property offers the perfect blend of privacy, space, and timeless appeal. The brick exterior creates stunning curb appeal, while inside you'll find a thoughtfully designed floor plan with generous living spaces throughout. The expansive eat-in kitchen features a center island, pantry, abundant cabinetry and counter space, making it ideal for everyday living and entertaining. The bright formal dining room showcases beautiful hardwood flooring, while the formal living room provides additional gathering space. The impressive family room features vaulted ceilings, a wood-burning fireplace, and French doors that open to the picturesque backyard. A sun-filled living room with a second wood-burning fireplace offers the perfect place to relax year-round. The main level also includes a full bathroom and a spacious first-floor bedroom, providing flexibility for guests or multi-generational living. Upstairs, the expansive primary suite offers a private retreat complete with a walk-in closet, dressing area and full en-suite bath. Two additional generously sized bedrooms, including one with a walk-in closet, share a full bath. Convenient upper-level laundry adds to the home's functionality. 2 car garage and oversized basement.

4 Beds ⋅ 3 Baths ⋅ 24182838 MLS

Welcome to this exceptional 3700 sq ft, move-in ready home, privately situated on a quiet private road and surrounded by landscaped grounds. Set on a beautifully maintained 1.3 acre lot with a lightly wooded backdrop and charming stone wall accents, this property offers the perfect blend of privacy, space, and timeless appeal. The brick exterior creates stunning curb appeal, while inside you'll find a thoughtfully designed floor plan with generous living spaces throughout. The expansive eat-in kitchen features a center island, pantry, abundant cabinetry and counter space, making it ideal for everyday living and entertaining. The bright formal dining room showcases beautiful hardwood flooring, while the formal living room provides additional gathering space. The impressive family room features vaulted ceilings, a wood-burning fireplace, and French doors that open to the picturesque backyard. A sun-filled living room with a second wood-burning fireplace offers the perfect place to relax year-round. The main level also includes a full bathroom and a spacious first-floor bedroom, providing flexibility for guests or multi-generational living. Upstairs, the expansive primary suite offers a private retreat complete with a walk-in closet, dressing area and full en-suite bath. Two additional generously sized bedrooms, including one with a walk-in closet, share a full bath. Convenient upper-level laundry adds to the home's functionality. 2 car garage and oversized basement.

34 Briarcliffe Trl, Old Saybrook

$875,000

Enjoy life on the water with direct access to Hagar Creek leading to Long Island Sound. Launch a kayak from your backyard, fish the creek, or simply take in sweeping views from multiple decks. Just a block from the Chalker Beach Store and a quick golf cart ride to historic Chalker Beach (est. 1931), this property offers the best of coastal beach association living. Set on a level .83-acre lot, the home features four bedrooms, two baths, and a walk-out office for remote work. A two-car garage and circular drive provide ample parking. Outdoor living shines with a terrace, firepit, and lush lawn bordering the creek. The large outdoor shower is the perfect place to head after a day at the beach. A popular, highly rated bedroom suite with private entrance and full bath provides flexible guest accommodations or proven Airbnb income potential. Twenty-two solar panels keep energy costs low. The Chalker Beach Association offers a vibrant lifestyle with a spacious private sandy beach, community activities, and a welcoming neighborhood. Just minutes to the quaint historic seaside town of Old Saybrook's restaurants, shops, the Katharine Hepburn Cultural Arts Center, marinas, library, train station, and much more. This property combines the tranquility of a waterfront retreat with the convenience of a lively shoreline community. Just over two hours from NYC or Boston, but a world apart!

4 Beds ⋅ 2 Baths ⋅ 24106673 MLS

Enjoy life on the water with direct access to Hagar Creek leading to Long Island Sound. Launch a kayak from your backyard, fish the creek, or simply take in sweeping views from multiple decks. Just a block from the Chalker Beach Store and a quick golf cart ride to historic Chalker Beach (est. 1931), this property offers the best of coastal beach association living. Set on a level .83-acre lot, the home features four bedrooms, two baths, and a walk-out office for remote work. A two-car garage and circular drive provide ample parking. Outdoor living shines with a terrace, firepit, and lush lawn bordering the creek. The large outdoor shower is the perfect place to head after a day at the beach. A popular, highly rated bedroom suite with private entrance and full bath provides flexible guest accommodations or proven Airbnb income potential. Twenty-two solar panels keep energy costs low. The Chalker Beach Association offers a vibrant lifestyle with a spacious private sandy beach, community activities, and a welcoming neighborhood. Just minutes to the quaint historic seaside town of Old Saybrook's restaurants, shops, the Katharine Hepburn Cultural Arts Center, marinas, library, train station, and much more. This property combines the tranquility of a waterfront retreat with the convenience of a lively shoreline community. Just over two hours from NYC or Boston, but a world apart!

1 Clark Ave, Old Saybrook

$870,000

Set against the tranquil backdrop of the Back River conservation marsh and located just a few minutes stroll from two town beaches is this four bedroom, two and a half bathroom Colonial style home. The main entry welcomes you to a spacious formal living room which leads to the dining room with built-in cabinetry and bay window with views of the marsh. The kitchen features granite countertops, wood cabinets, Wolf appliances and an eat-in kitchen. The main floor also offers a laundry room, half bathroom and large family room with gas fireplace and custom built-ins. Spanning the rear of the property is a stunning three-season room fully lined with windows and sliders to the back deck, creating the perfect location for gatherings or simply grabbing that morning coffee with panaramic views of the marsh. Upstairs, the primary suite offers a spacious retreat with en-suite bath and walk-in closet. Three additional bedrooms, a second full bathroom and an umbundance of closet space completing the second level. You will have plenty of storage and room for hobbies with a full basement with garage access and a oversized, attached 2 car garage. This home offers central air, hardwood floors throughout, forced air oil heat and public water. Book your private tour today!

4 Beds ⋅ 3 Baths ⋅ 24107975 MLS

Set against the tranquil backdrop of the Back River conservation marsh and located just a few minutes stroll from two town beaches is this four bedroom, two and a half bathroom Colonial style home. The main entry welcomes you to a spacious formal living room which leads to the dining room with built-in cabinetry and bay window with views of the marsh. The kitchen features granite countertops, wood cabinets, Wolf appliances and an eat-in kitchen. The main floor also offers a laundry room, half bathroom and large family room with gas fireplace and custom built-ins. Spanning the rear of the property is a stunning three-season room fully lined with windows and sliders to the back deck, creating the perfect location for gatherings or simply grabbing that morning coffee with panaramic views of the marsh. Upstairs, the primary suite offers a spacious retreat with en-suite bath and walk-in closet. Three additional bedrooms, a second full bathroom and an umbundance of closet space completing the second level. You will have plenty of storage and room for hobbies with a full basement with garage access and a oversized, attached 2 car garage. This home offers central air, hardwood floors throughout, forced air oil heat and public water. Book your private tour today!

7 Sharon Ln, Old Saybrook

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