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In the heart of Saybrook Village, this completely restored and remodeled vintage home blends modern convenience with timeless character, ideal for the discerning over-55 buyer who values both history and comfort or multi-generational buyers. The gourmet eat-in kitchen is a showpiece, with exposed beams, custom cabinetry, granite counters, a large island and vaulted ceilings, flowing seamlessly into the inviting living and den areas. French doors open from the living room to a private rear sitting porch, while a wood-burning fireplace enhances its warmth. Two gracious primary bedroom suites-one on the first floor-each feature fireplaces, elegant full baths and abundant closet space, providing flexibility and privacy. The upper level offers two additional bedrooms, one with its own fireplace, a full bath, and a balcony overlooking the main stairway. Throughout the home, wide-plank hickory hardwood floors, five fireplaces, and custom millwork highlight its craftsmanship. Modern upgrades include new Andersen windows, Therma-Tru doors, spray foam insulation, a high-efficiency 5-zone hydro-air system, on-demand hot water, natural gas service, and a new 1500-gallon septic system. A spacious mudroom with exterior access, dual laundry areas, and thoughtful design make daily living easy. Completing this exceptional property is a newly built oversized barn garage with workshop and finished living space, offering endless possibilities. Not in flood zone. Professional Photos to come!

4 Beds ⋅ 4 Baths ⋅ 24128259 MLS

In the heart of Saybrook Village, this completely restored and remodeled vintage home blends modern convenience with timeless character, ideal for the discerning over-55 buyer who values both history and comfort or multi-generational buyers. The gourmet eat-in kitchen is a showpiece, with exposed beams, custom cabinetry, granite counters, a large island and vaulted ceilings, flowing seamlessly into the inviting living and den areas. French doors open from the living room to a private rear sitting porch, while a wood-burning fireplace enhances its warmth. Two gracious primary bedroom suites-one on the first floor-each feature fireplaces, elegant full baths and abundant closet space, providing flexibility and privacy. The upper level offers two additional bedrooms, one with its own fireplace, a full bath, and a balcony overlooking the main stairway. Throughout the home, wide-plank hickory hardwood floors, five fireplaces, and custom millwork highlight its craftsmanship. Modern upgrades include new Andersen windows, Therma-Tru doors, spray foam insulation, a high-efficiency 5-zone hydro-air system, on-demand hot water, natural gas service, and a new 1500-gallon septic system. A spacious mudroom with exterior access, dual laundry areas, and thoughtful design make daily living easy. Completing this exceptional property is a newly built oversized barn garage with workshop and finished living space, offering endless possibilities. Not in flood zone. Professional Photos to come!

66 Pennywise Ln, Old Saybrook

$1,425,000

RARELY AVAILABLE NEW CONSTRUCTION IN NORTH COVE! This modern farmhouse-style Cape, built in 2023 in sought after North Cove, offers over 2,500 sq ft of bright, open living space. The high-end kitchen features a large center island, pantry, quartz countertops, and GE Cafe appliances including a duel fuel oven/stove. The layout includes 3 bedrooms and 3 full baths, with the flexibility to create a first-floor primary suite/4th bedroom with a large walk-in closet (currently used as an exercise room). Enjoy the quintessential Old Saybrook lifestyle with a short stroll to watch the sailboats or play some minigolf at Saybrook Point. Or maybe take your stroll to Main Street's coffee shops, restaurants, or to catch a show at The KATE. Enjoy summertime fun entertaining your guests on the large paver patio. Modern efficiencies include a new 2000-gallon geomatrix septic system (2023), a high efficiency heating/cooling heat pump system (not electric baseboard radiators), an underground sprinkler system and a propane fireplace. A perfect turnkey home in a premier walk-to-town location. Don't hesitate to embrace the rare peace of mind that comes with new construction while enjoying the coastal lifestyle of historic North Cove!

3 Beds ⋅ 3 Baths ⋅ 24155662 MLS

RARELY AVAILABLE NEW CONSTRUCTION IN NORTH COVE! This modern farmhouse-style Cape, built in 2023 in sought after North Cove, offers over 2,500 sq ft of bright, open living space. The high-end kitchen features a large center island, pantry, quartz countertops, and GE Cafe appliances including a duel fuel oven/stove. The layout includes 3 bedrooms and 3 full baths, with the flexibility to create a first-floor primary suite/4th bedroom with a large walk-in closet (currently used as an exercise room). Enjoy the quintessential Old Saybrook lifestyle with a short stroll to watch the sailboats or play some minigolf at Saybrook Point. Or maybe take your stroll to Main Street's coffee shops, restaurants, or to catch a show at The KATE. Enjoy summertime fun entertaining your guests on the large paver patio. Modern efficiencies include a new 2000-gallon geomatrix septic system (2023), a high efficiency heating/cooling heat pump system (not electric baseboard radiators), an underground sprinkler system and a propane fireplace. A perfect turnkey home in a premier walk-to-town location. Don't hesitate to embrace the rare peace of mind that comes with new construction while enjoying the coastal lifestyle of historic North Cove!

24 Church St, 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

$860,000

LOCATION, LOCATION, LOCATION! This spacious 3200 sq.ft. home offers BEAUTIFUL WATER VIEWS and an UNBEATABLE LOCATION in one of the shoreline's most sought-after communities. Perfectly situated between Saybrook Point and Town Center, it's just a short walk in either direction to enjoy marinas, top-rated restaurants, boutique shopping, and local favorites like the Saybrook Inn. This cul-de-sac property features custom built-ins, crown moulding, and bay windows that frame the water and fill the space with natural light. An expansive kitchen with custom cabinetry opens to a light-filled sunroom with serene South Cove views. The open-concept living/dining areas offer easy flow for entertaining, while the cozy family room provides privacy and potential for a first-floor bedroom. Upstairs you'll find three bedrooms, plus a flex space perfect for an office or guest room. The primary suite features 2 closets and spacious private bath. The hallway's addt'l. full wall of closets offers exceptional storage. Outside, a stone patio and pergola create a peaceful retreat overlooking the water. The large, level lot enhances the home's possibilities, and combined with the location, offer a rare opportunity to make this the home of your dreams! Residents enjoy access to two pristine town beaches, with the Town Beach rated A+ for water quality, and the local Amtrak station offers easy access to/from NYC and Boston. Full of potential, you are not just buying a home--you're embracing a lifestyle.

3 Beds ⋅ 3 Baths ⋅ 24093509 MLS

LOCATION, LOCATION, LOCATION! This spacious 3200 sq.ft. home offers BEAUTIFUL WATER VIEWS and an UNBEATABLE LOCATION in one of the shoreline's most sought-after communities. Perfectly situated between Saybrook Point and Town Center, it's just a short walk in either direction to enjoy marinas, top-rated restaurants, boutique shopping, and local favorites like the Saybrook Inn. This cul-de-sac property features custom built-ins, crown moulding, and bay windows that frame the water and fill the space with natural light. An expansive kitchen with custom cabinetry opens to a light-filled sunroom with serene South Cove views. The open-concept living/dining areas offer easy flow for entertaining, while the cozy family room provides privacy and potential for a first-floor bedroom. Upstairs you'll find three bedrooms, plus a flex space perfect for an office or guest room. The primary suite features 2 closets and spacious private bath. The hallway's addt'l. full wall of closets offers exceptional storage. Outside, a stone patio and pergola create a peaceful retreat overlooking the water. The large, level lot enhances the home's possibilities, and combined with the location, offer a rare opportunity to make this the home of your dreams! Residents enjoy access to two pristine town beaches, with the Town Beach rated A+ for water quality, and the local Amtrak station offers easy access to/from NYC and Boston. Full of potential, you are not just buying a home--you're embracing a lifestyle.

1 Lighthouse Ln, Old Saybrook

$840,000

Discover a truly enchanting antique home nestled in the heart of Old Saybrook's quaint, historic charm. This beautiful 4/5 bedroom residence overflows with character and period details, offering a rare opportunity to own a piece of local history. Adding to its significant appeal is a separate guest suite, providing an excellent private space for guests or extended family. Experience small-town New England living at its finest, combining timeless elegance with modern flexibility.

5 Beds ⋅ 3 Baths ⋅ 24139115 MLS

Discover a truly enchanting antique home nestled in the heart of Old Saybrook's quaint, historic charm. This beautiful 4/5 bedroom residence overflows with character and period details, offering a rare opportunity to own a piece of local history. Adding to its significant appeal is a separate guest suite, providing an excellent private space for guests or extended family. Experience small-town New England living at its finest, combining timeless elegance with modern flexibility.

26 College St, Old Saybrook

$717,500

Saybrook Point! Welcome to the coastal lifestyle you've been dreaming of! This fully renovated coastal retreat with partial water views offers an exceptional blend of privacy, charm and effortless lifestyle. Steps aways from desired Saybrook Point, marinas, mini golf, Fenwick Golf Course and a stroll to beaches, restaurants and Main Street - everything that defines the Old Saybrook lifestyle is just steps away. Set on a generous sized lot this home is move-in ready filled with natural sunlight and thoughtfully updated throughout creating a bright welcoming interior which includes a 3-season sunroom where you can slow down and enjoy the coastal air and a full basement. With engineered plans already in place for future expansion, the possibilities are endless - whether you are looking for a year round residence, weekend getaway, or investment in one of shoreline's most coveted locations. Close to highways, trains and amenities. This is truly a hidden gem in the heart of Old Saybrook where every day feels like vacation!

2 Beds ⋅ 1 Baths ⋅ 24180696 MLS

Saybrook Point! Welcome to the coastal lifestyle you've been dreaming of! This fully renovated coastal retreat with partial water views offers an exceptional blend of privacy, charm and effortless lifestyle. Steps aways from desired Saybrook Point, marinas, mini golf, Fenwick Golf Course and a stroll to beaches, restaurants and Main Street - everything that defines the Old Saybrook lifestyle is just steps away. Set on a generous sized lot this home is move-in ready filled with natural sunlight and thoughtfully updated throughout creating a bright welcoming interior which includes a 3-season sunroom where you can slow down and enjoy the coastal air and a full basement. With engineered plans already in place for future expansion, the possibilities are endless - whether you are looking for a year round residence, weekend getaway, or investment in one of shoreline's most coveted locations. Close to highways, trains and amenities. This is truly a hidden gem in the heart of Old Saybrook where every day feels like vacation!

13-A Cove St, Old Saybrook

$380,000

Adorable seasonal beach cottage nestled in the heart of Old Saybrook! This charming 2-bedroom, 1 bath retreat offers the perfect blend of coastal charm and convenience. Enjoy the large deep back yard and outdoor shower after you return from a day at the beach. Connected to public water and ideally located just a short stroll to town, or the Saybrook Point Inn. Whether you're dreaming of summer memories by the shore or re-imagining this as a year-round residence, this sweet cottage is full of potential. Don't miss your chance to own a slice of shoreline serenity.!

1 Beds ⋅ 1 Baths ⋅ 24158935 MLS

Adorable seasonal beach cottage nestled in the heart of Old Saybrook! This charming 2-bedroom, 1 bath retreat offers the perfect blend of coastal charm and convenience. Enjoy the large deep back yard and outdoor shower after you return from a day at the beach. Connected to public water and ideally located just a short stroll to town, or the Saybrook Point Inn. Whether you're dreaming of summer memories by the shore or re-imagining this as a year-round residence, this sweet cottage is full of potential. Don't miss your chance to own a slice of shoreline serenity.!

13 College St, Old Saybrook

$379,000

Discover this quintessential cottage-style home, perfectly located between downtown Old Saybrook-with its boutique shops, restaurants, and the renowned Kate Theatre-and the scenic Saybrook Point. Just minutes from the shoreline, you'll enjoy easy access to Old Saybrook's desirable beaches, making this property a true coastal retreat. This home offers a wide range of possibilities: an excellent alternative to renting, a vacation getaway, an Airbnb or investment rental, or simply your own peaceful year-round residence. The beautifully maintained landscaping and updated rear deck create the perfect setting for summer entertaining and outdoor relaxation. Inside, the home is a legal one-bedroom but also includes a private additional room ideal for a guest bedroom, office, art studio, or gym. The living room is filled with tons of natural light and opens directly to the dining area and kitchen. Recent updates add to the appeal and peace of mind, including new vinyl siding and gutters, a new bathtub, new composite pull-down blinds throughout and an updated sump pump system. Whether you're looking for a cozy coastal haven or a flexible investment property, this Old Saybrook gem delivers charm, convenience, and endless potential.

1 Beds ⋅ 1 Baths ⋅ 24129311 MLS

Discover this quintessential cottage-style home, perfectly located between downtown Old Saybrook-with its boutique shops, restaurants, and the renowned Kate Theatre-and the scenic Saybrook Point. Just minutes from the shoreline, you'll enjoy easy access to Old Saybrook's desirable beaches, making this property a true coastal retreat. This home offers a wide range of possibilities: an excellent alternative to renting, a vacation getaway, an Airbnb or investment rental, or simply your own peaceful year-round residence. The beautifully maintained landscaping and updated rear deck create the perfect setting for summer entertaining and outdoor relaxation. Inside, the home is a legal one-bedroom but also includes a private additional room ideal for a guest bedroom, office, art studio, or gym. The living room is filled with tons of natural light and opens directly to the dining area and kitchen. Recent updates add to the appeal and peace of mind, including new vinyl siding and gutters, a new bathtub, new composite pull-down blinds throughout and an updated sump pump system. Whether you're looking for a cozy coastal haven or a flexible investment property, this Old Saybrook gem delivers charm, convenience, and endless potential.

6 College St, Old Saybrook

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