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$1,499,000

Welcome to one of Old Saybrook's most compelling brand-new luxury opportunities. Built by one of Connecticut's premier shoreline designers and builders, this exceptional coastal residence showcases a level of craftsmanship, architectural detail, and thoughtful design rarely found in today's market. Summer is in full swing, and with immediate occupancy and flexible closing arrangements available for qualified buyers, you can still enjoy the very best of the season at Saybrook Point. Perfectly positioned in the heart of this renowned waterfront community, the home offers something increasingly difficult to find along the Connecticut shoreline: brand-new luxury construction, timeless coastal architecture, and an unmatched waterfront lifestyle all without the maintenance, uncertainty, and costly renovations often associated with older shoreline homes. Designed for both everyday living and effortless entertaining, the residence is filled with natural light, soaring ceilings, expansive walls of glass, and carefully curated finishes throughout. The open-concept floor plan flows seamlessly from elegant living spaces into a spectacular chef's kitchen, creating the perfect setting for everything from intimate evenings to holiday gatherings and summer weekends with family and friends.

3 Beds ⋅ 4 Baths ⋅ 24185199 MLS

Welcome to one of Old Saybrook's most compelling brand-new luxury opportunities. Built by one of Connecticut's premier shoreline designers and builders, this exceptional coastal residence showcases a level of craftsmanship, architectural detail, and thoughtful design rarely found in today's market. Summer is in full swing, and with immediate occupancy and flexible closing arrangements available for qualified buyers, you can still enjoy the very best of the season at Saybrook Point. Perfectly positioned in the heart of this renowned waterfront community, the home offers something increasingly difficult to find along the Connecticut shoreline: brand-new luxury construction, timeless coastal architecture, and an unmatched waterfront lifestyle all without the maintenance, uncertainty, and costly renovations often associated with older shoreline homes. Designed for both everyday living and effortless entertaining, the residence is filled with natural light, soaring ceilings, expansive walls of glass, and carefully curated finishes throughout. The open-concept floor plan flows seamlessly from elegant living spaces into a spectacular chef's kitchen, creating the perfect setting for everything from intimate evenings to holiday gatherings and summer weekends with family and friends.

2 Old S Cove Rd, Old Saybrook

$526,250

Charming Coastal Ranch in an incredible Old Saybrook location! This well-maintained ranch offers the perfect blend of comfort, convenience, and shoreline lifestyle. An easy flow layout which includes 3 bedrooms, living room, dining room, kitchen, full bath and a full unfinished basement for additional storage or workshop. Step outside to a spacious backyard designed for entertaining, relaxing, and enjoying warm summer evenings. This home invites morning walks and evening strolls to Harvey's Beach, Saybrook town beach, Trask Park with a splash pad, and the shops and restaurants along Main Street. Whether you're heading out for dinner, catching the train, or enjoying a beach day, everything you love about Old Saybrook is right at your fingertips. A rare opportunity to own a lovingly cared for home in one of the shoreline's most sought-after areas-perfect as a year-round residence, weekend escape or investment. Come take a look!

3 Beds ⋅ 1 Baths ⋅ 24184175 MLS

Charming Coastal Ranch in an incredible Old Saybrook location! This well-maintained ranch offers the perfect blend of comfort, convenience, and shoreline lifestyle. An easy flow layout which includes 3 bedrooms, living room, dining room, kitchen, full bath and a full unfinished basement for additional storage or workshop. Step outside to a spacious backyard designed for entertaining, relaxing, and enjoying warm summer evenings. This home invites morning walks and evening strolls to Harvey's Beach, Saybrook town beach, Trask Park with a splash pad, and the shops and restaurants along Main Street. Whether you're heading out for dinner, catching the train, or enjoying a beach day, everything you love about Old Saybrook is right at your fingertips. A rare opportunity to own a lovingly cared for home in one of the shoreline's most sought-after areas-perfect as a year-round residence, weekend escape or investment. Come take a look!

9 Farview Ave, Old Saybrook

$699,000

No stone was left unturned at this turn key beach house in the Chalker Beach Association! Completely and professionally renovated from bottom to top, this 3 bedroom cottage is open, light and airy and ready for you to move in, just in time for summer! A spacious living room opens into the lovely eat-in kitchen with custom cabinets, stainless steel appliances and beautiful crown moulding. A bright sunroom off the kitchen will be a great place to spend the afternoon reading a book and relaxing or a fun little playroom. On the other side of the house 3 bedrooms and 1.5 baths with a flexible laundry/mudroom are all fresh with beautiful finishes. The house is heated and cooled with all new split units, so each room can control their own temperatures. All new: windows, doors, roof, septic, appliances, walls, floors, lighting, split units, washer and dryer - virtually everything! Outside enjoy a new patio, landscaping and an oversized 1 car garage with ample space for a golf cart, work bench and storage for all your beach gear. Come take a look, it's your chance to have a new home at the beach!

3 Beds ⋅ 2 Baths ⋅ 24184183 MLS

No stone was left unturned at this turn key beach house in the Chalker Beach Association! Completely and professionally renovated from bottom to top, this 3 bedroom cottage is open, light and airy and ready for you to move in, just in time for summer! A spacious living room opens into the lovely eat-in kitchen with custom cabinets, stainless steel appliances and beautiful crown moulding. A bright sunroom off the kitchen will be a great place to spend the afternoon reading a book and relaxing or a fun little playroom. On the other side of the house 3 bedrooms and 1.5 baths with a flexible laundry/mudroom are all fresh with beautiful finishes. The house is heated and cooled with all new split units, so each room can control their own temperatures. All new: windows, doors, roof, septic, appliances, walls, floors, lighting, split units, washer and dryer - virtually everything! Outside enjoy a new patio, landscaping and an oversized 1 car garage with ample space for a golf cart, work bench and storage for all your beach gear. Come take a look, it's your chance to have a new home at the beach!

52 Chalker Beach Rd, Old Saybrook

$999,900

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 attached garage and huge 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 attached garage and huge basement.

34 Briarcliffe Trl, Old Saybrook

$12,000,000

A rare opportunity to acquire a historic Connecticut landmark. The Bushnell Farm House and Barn offer a unique chance to restore and reimagine an important piece of Old Saybrook history. Featuring the historic Elisha Bushnell House and accompanying barn, the property showcases classic New England architecture, mature landscaping, stone walls, and the timeless character that has made this site a local treasure for generations. The improvements require significant modernization and renovation, presenting an ideal opportunity for someone seeking to preserve and enhance a historic property. Whether envisioned as a private estate, hospitality-related use, office, wellness concept, or other permitted use, the property offers exceptional potential for those with a vision for restoration and stewardship. Ideally situated on Boston Post Road with convenient access to Interstate 95, Route 9, shoreline beaches, marinas, shopping, and restaurants, the property benefits from excellent visibility and accessibility within one of Connecticut's most desirable shoreline communities. This offering is subject to the property's historic designation and must be purchased together with the adjoining Bushnell Farm land parcel (MLS #24183765). The combined offering presents a truly unique opportunity to preserve, restore, and shape the future of one of the Connecticut shoreline's most recognizable historic properties.

4 Beds ⋅ 1 Baths ⋅ 24183764 MLS

A rare opportunity to acquire a historic Connecticut landmark. The Bushnell Farm House and Barn offer a unique chance to restore and reimagine an important piece of Old Saybrook history. Featuring the historic Elisha Bushnell House and accompanying barn, the property showcases classic New England architecture, mature landscaping, stone walls, and the timeless character that has made this site a local treasure for generations. The improvements require significant modernization and renovation, presenting an ideal opportunity for someone seeking to preserve and enhance a historic property. Whether envisioned as a private estate, hospitality-related use, office, wellness concept, or other permitted use, the property offers exceptional potential for those with a vision for restoration and stewardship. Ideally situated on Boston Post Road with convenient access to Interstate 95, Route 9, shoreline beaches, marinas, shopping, and restaurants, the property benefits from excellent visibility and accessibility within one of Connecticut's most desirable shoreline communities. This offering is subject to the property's historic designation and must be purchased together with the adjoining Bushnell Farm land parcel (MLS #24183765). The combined offering presents a truly unique opportunity to preserve, restore, and shape the future of one of the Connecticut shoreline's most recognizable historic properties.

1445 Boston Post Rd, Old Saybrook

$12,000,000

Bushnell Farm presents a rare opportunity to acquire one of the Connecticut shoreline's most unique and historically significant properties. Located on Boston Post Road in Old Saybrook, this 20.21-acre property offers an exceptional combination of history, character, visibility, and development potential. The property features open meadows, mature trees, historic New England stone walls, and the renowned Elisha Bushnell House, creating a setting unlike any other currently available along the shoreline. With its historic designation and deep connection to Connecticut's heritage, Bushnell Farm offers the opportunity to preserve a remarkable legacy while creating a meaningful future. Zoned B-4 Commercial, the property allows for a wide variety of potential uses, including hospitality, Independent Living Community, office, medical, retail, and destination-oriented development. The site is particularly well suited for a boutique hotel, wellness retreat, destination resort, or mixed-use concept that embraces the property's unique character and sense of place. Strategically located just minutes from Interstate 95 and Route 9, Bushnell Farm benefits from exceptional accessibility between New York City and Boston while remaining within one of Connecticut's most desirable shoreline communities. Nearby beaches, marinas, golf courses, and cultural attractions further enhance its appeal. Large-scale commercial development opportunities of this caliber are increasingly rare on

24183765 MLS

Bushnell Farm presents a rare opportunity to acquire one of the Connecticut shoreline's most unique and historically significant properties. Located on Boston Post Road in Old Saybrook, this 20.21-acre property offers an exceptional combination of history, character, visibility, and development potential. The property features open meadows, mature trees, historic New England stone walls, and the renowned Elisha Bushnell House, creating a setting unlike any other currently available along the shoreline. With its historic designation and deep connection to Connecticut's heritage, Bushnell Farm offers the opportunity to preserve a remarkable legacy while creating a meaningful future. Zoned B-4 Commercial, the property allows for a wide variety of potential uses, including hospitality, Independent Living Community, office, medical, retail, and destination-oriented development. The site is particularly well suited for a boutique hotel, wellness retreat, destination resort, or mixed-use concept that embraces the property's unique character and sense of place. Strategically located just minutes from Interstate 95 and Route 9, Bushnell Farm benefits from exceptional accessibility between New York City and Boston while remaining within one of Connecticut's most desirable shoreline communities. Nearby beaches, marinas, golf courses, and cultural attractions further enhance its appeal. Large-scale commercial development opportunities of this caliber are increasingly rare on

1405-1445 Boston Post Rd, Old Saybrook

$2,899,900

Join us for our latest 'Sunset Roll Out' Party / Saturday 6.20.26 / 4-7 pm. Great Music, Light Fare & Drink. It is always a great time! Dynamic 5000 Sq/Ft Contemporary Colonial w/ a Fabulous 700 Sq/Ft In-Law Apartment (seperate entrance) built in 2021 in the coveted Indian Town Beach Association! Check out those Pics! 5 Brs , 4.5 Bths, Soaring Ceilings w/ Open Balconies, Two Story Linear Fireplace, Gleaming Hardwoods, Whole House Sound & Security, Irrigation, Super Efficient Natural Gas Heat, Three Car Garage w/ Radiant Floor Heat, On Demand Hot Water, & Custom Built-Ins every where you look! Gourmet Kitchen featuring Floor to Ceiling Double Box Cabinetry, Tile Backsplash, Accent Lighting, Stainless, 1.25" Quartz Counters, Huge Breakfast Island & a 'To Be Jealous For' Chef's Pantry. The Primary Double Floor Suite needs to be seen to be fully appreciated w/ it's Vaulted Balcony Ceilings, Circular stairs that lead to a Private Office & Sitting Room & a Luxurious & Relaxing En-Suite Bathroom! Incredible Bright & Spacious In-Law Apartment w/ a Custom Granite & Stainless Kitchen, Separate Laundry, Hardwoods & Beautiful Light at every turn! Indian Town Beach Association (indiantownassociation. org) is one of the most unique associations in the area w/ it's Golf Cart Friendly Mindset, 3 Beautiful Beaches, 100 Slip Marina, Large Waterfront Clubhouse & a Playground for the Little Ones. It is a great time to buy your Dream Home in Old Saybrook! We are always here to help!

5 Beds ⋅ 5 Baths ⋅ 24182941 MLS

Join us for our latest 'Sunset Roll Out' Party / Saturday 6.20.26 / 4-7 pm. Great Music, Light Fare & Drink. It is always a great time! Dynamic 5000 Sq/Ft Contemporary Colonial w/ a Fabulous 700 Sq/Ft In-Law Apartment (seperate entrance) built in 2021 in the coveted Indian Town Beach Association! Check out those Pics! 5 Brs , 4.5 Bths, Soaring Ceilings w/ Open Balconies, Two Story Linear Fireplace, Gleaming Hardwoods, Whole House Sound & Security, Irrigation, Super Efficient Natural Gas Heat, Three Car Garage w/ Radiant Floor Heat, On Demand Hot Water, & Custom Built-Ins every where you look! Gourmet Kitchen featuring Floor to Ceiling Double Box Cabinetry, Tile Backsplash, Accent Lighting, Stainless, 1.25" Quartz Counters, Huge Breakfast Island & a 'To Be Jealous For' Chef's Pantry. The Primary Double Floor Suite needs to be seen to be fully appreciated w/ it's Vaulted Balcony Ceilings, Circular stairs that lead to a Private Office & Sitting Room & a Luxurious & Relaxing En-Suite Bathroom! Incredible Bright & Spacious In-Law Apartment w/ a Custom Granite & Stainless Kitchen, Separate Laundry, Hardwoods & Beautiful Light at every turn! Indian Town Beach Association (indiantownassociation. org) is one of the most unique associations in the area w/ it's Golf Cart Friendly Mindset, 3 Beautiful Beaches, 100 Slip Marina, Large Waterfront Clubhouse & a Playground for the Little Ones. It is a great time to buy your Dream Home in Old Saybrook! We are always here to help!

2 Captains Ln, Old Saybrook

$529,000

Discover effortless shoreline living at Summerwood in Old Saybrook. This beautifully maintained 2-bedroom, 1.5-bath condominium offers 1,557 SqFt of light-filled living space with tranquil marsh views and an upper-level loft perfect for a home office, guest space, or reading retreat. The updated kitchen features granite countertops, stainless steel appliances, and a center island, while hardwood floors and spacious living and dining areas create an inviting atmosphere throughout. Wake up to peaceful water views, then unwind on your private rear deck overlooking the natural beauty of the marsh. Summerwood residents enjoy private beach rights, an in-ground pool, tennis and pickleball courts, and beautifully maintained grounds. Conveniently located just minutes from downtown Old Saybrook's shops, restaurants, marinas, and beaches, this is the perfect year-round residence or weekend getaway where every day feels like a vacation.

2 Beds ⋅ 2 Baths ⋅ 24180111 MLS ⋅ Summerwood Condo BLDG.

Discover effortless shoreline living at Summerwood in Old Saybrook. This beautifully maintained 2-bedroom, 1.5-bath condominium offers 1,557 SqFt of light-filled living space with tranquil marsh views and an upper-level loft perfect for a home office, guest space, or reading retreat. The updated kitchen features granite countertops, stainless steel appliances, and a center island, while hardwood floors and spacious living and dining areas create an inviting atmosphere throughout. Wake up to peaceful water views, then unwind on your private rear deck overlooking the natural beauty of the marsh. Summerwood residents enjoy private beach rights, an in-ground pool, tennis and pickleball courts, and beautifully maintained grounds. Conveniently located just minutes from downtown Old Saybrook's shops, restaurants, marinas, and beaches, this is the perfect year-round residence or weekend getaway where every day feels like a vacation.

256 Hidden Cove Rd Unit 256, Old Saybrook

$775,000

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

$1,425,000

DEEDED BEACH RIGHTS TO CORNFIELD POINT! One of Old Saybrook's most sought after beach communities! Enjoy beach days, sunset strolls, and the relaxed charm of shoreline living. This impeccably maintained Nantucket-style reverse floor plan home promotes scenic views from upper level main living space with private primary ensuite and 1st floor indoor/outdoor entertainment suite below offering timeless coastal charm and thoughtfully designed living spaces with breathtaking, expansive marsh views, features a spectacular, fully renovated chef's kitchen featuring premium appliances, Thermadore oven, a wine chiller, ice maker, breakfast bar, and an impressive oversized leathered quartzite stone island! An inviting living room with a wood-burning fireplace, which offers warmth and character, and a deck seamlessly extending from the kitchen features remote controlled retractable screens and integrated LED rail lighting, offering the flexibility of an open-air retreat or fully screened outdoor living space. Equipped with a premium partial Lutron smart lighting system and integrated Sonos 5-zone sound system. Every detail has been thoughtfully curated with high-end finishes and exceptional craftsmanship throughout. The primary suite includes a renovated bathroom with walk-in shower and installed California Closets.

3 Beds ⋅ 3 Baths ⋅ 24176301 MLS

DEEDED BEACH RIGHTS TO CORNFIELD POINT! One of Old Saybrook's most sought after beach communities! Enjoy beach days, sunset strolls, and the relaxed charm of shoreline living. This impeccably maintained Nantucket-style reverse floor plan home promotes scenic views from upper level main living space with private primary ensuite and 1st floor indoor/outdoor entertainment suite below offering timeless coastal charm and thoughtfully designed living spaces with breathtaking, expansive marsh views, features a spectacular, fully renovated chef's kitchen featuring premium appliances, Thermadore oven, a wine chiller, ice maker, breakfast bar, and an impressive oversized leathered quartzite stone island! An inviting living room with a wood-burning fireplace, which offers warmth and character, and a deck seamlessly extending from the kitchen features remote controlled retractable screens and integrated LED rail lighting, offering the flexibility of an open-air retreat or fully screened outdoor living space. Equipped with a premium partial Lutron smart lighting system and integrated Sonos 5-zone sound system. Every detail has been thoughtfully curated with high-end finishes and exceptional craftsmanship throughout. The primary suite includes a renovated bathroom with walk-in shower and installed California Closets.

4 Beach Rd, Old Saybrook

$1,495,000

Set on .62 acres along a protected canal just off the Connecticut River, this well built and maintained waterfront offers more than 100 feet of bulkhead frontage, along with a floating dock equipped with power and water suitable for a variety of boats and watercraft. Updated systems including central air and solar roof panels. Master bedroom on main floor with large closet, walk-in shower, sliders to private outside deck and direct water views. Large living room with cathedral ceiling, fireplace and direct access to outdoor deck and water. Large kitchen with modern appliances, center island, bar sink, wine fridge and eating area with sliders to deck and waterfront. Separate formal dining room. Three and half baths. Hardwood floors in excellent condition. Lower level has good sized den with fireplace and brick hearth, large rec room, laundry/ bath combo and well organized utility room all with convenient walk out via sliders to lawn and dock. Oversized 2 bay garage and landscaped for privacy. Solar panel system installed in 2024 and fully transferable. Documentation available.

3 Beds ⋅ 4 Baths ⋅ 24178761 MLS

Set on .62 acres along a protected canal just off the Connecticut River, this well built and maintained waterfront offers more than 100 feet of bulkhead frontage, along with a floating dock equipped with power and water suitable for a variety of boats and watercraft. Updated systems including central air and solar roof panels. Master bedroom on main floor with large closet, walk-in shower, sliders to private outside deck and direct water views. Large living room with cathedral ceiling, fireplace and direct access to outdoor deck and water. Large kitchen with modern appliances, center island, bar sink, wine fridge and eating area with sliders to deck and waterfront. Separate formal dining room. Three and half baths. Hardwood floors in excellent condition. Lower level has good sized den with fireplace and brick hearth, large rec room, laundry/ bath combo and well organized utility room all with convenient walk out via sliders to lawn and dock. Oversized 2 bay garage and landscaped for privacy. Solar panel system installed in 2024 and fully transferable. Documentation available.

77 Essex Road Rd, Old Saybrook

$1,695,000

SHORELINE RETREAT - OLD SAYBROOK. Tucked away at the end of a quiet cul-de-sac with sweeping salt marsh and water views, this gracefully updated coastal haven offers exceptional privacy, natural beauty, and resort-style outdoor living in the heart of Old Saybrook. Set on a 1.6-acre lot and filled with natural light, the home features panoramic windows, open living and dining spaces, refinished hardwood floors, high-end kitchen appliances, and a seamless connection to its natural surroundings. The outdoor setting is no less impressive with an oversized saltwater pool, newly laid Techo-Bloc paver patio, generous deck for outdoor dining, professionally landscaped grounds, koi pond, mature trees, and multiple spaces for relaxation and entertaining. Thoughtful improvements include a new roof, economical electric heat pump HVAC system, refurbished free-standing studio, updated pool systems, hand-painted tilework, custom linen curtains, and more. Just minutes from beaches, Saybrook Point Marina, restaurants, and shops, this special shoreline property offers the feel of a private year-round retreat while remaining close to all that Old Saybrook has to offer.

4 Beds ⋅ 3 Baths ⋅ 24178785 MLS

SHORELINE RETREAT - OLD SAYBROOK. Tucked away at the end of a quiet cul-de-sac with sweeping salt marsh and water views, this gracefully updated coastal haven offers exceptional privacy, natural beauty, and resort-style outdoor living in the heart of Old Saybrook. Set on a 1.6-acre lot and filled with natural light, the home features panoramic windows, open living and dining spaces, refinished hardwood floors, high-end kitchen appliances, and a seamless connection to its natural surroundings. The outdoor setting is no less impressive with an oversized saltwater pool, newly laid Techo-Bloc paver patio, generous deck for outdoor dining, professionally landscaped grounds, koi pond, mature trees, and multiple spaces for relaxation and entertaining. Thoughtful improvements include a new roof, economical electric heat pump HVAC system, refurbished free-standing studio, updated pool systems, hand-painted tilework, custom linen curtains, and more. Just minutes from beaches, Saybrook Point Marina, restaurants, and shops, this special shoreline property offers the feel of a private year-round retreat while remaining close to all that Old Saybrook has to offer.

11 Cambridge Ct E, Old Saybrook

$850,000

This beautifully maintained home offers the perfect blend of luxury and comfort! The main level offers exceptional versatility with an open floor plan, hardwood floors, a luxurious primary bedroom suite, along with a living room, family room, gourmet kitchen and formal dining room designed for both relaxed living and elegant gatherings. The first floor primary bedroom suite features California closets, dressing room, cathedral ceilings and a cozy loft. Gourmet kitchen with full pantry, granite countertops, island, stainless steel appliances, a stunning double-sided gas fireplace that creates warmth and ambiance between the main living spaces. Upstairs, a second private primary suite with a walk-in closet, full bath, two additional spacious bedrooms, another full bath, a charming terrace completes the upper level. A walk-up attic offers abundant additional storage, while the full basement and oversized two-car garage provide even more functionality. Surrounded by beautiful landscaping, a spacious deck perfect for entertaining, privacy, on a cul-de-sac minutes from town, beaches and highways.

4 Beds ⋅ 4 Baths ⋅ 24177311 MLS

This beautifully maintained home offers the perfect blend of luxury and comfort! The main level offers exceptional versatility with an open floor plan, hardwood floors, a luxurious primary bedroom suite, along with a living room, family room, gourmet kitchen and formal dining room designed for both relaxed living and elegant gatherings. The first floor primary bedroom suite features California closets, dressing room, cathedral ceilings and a cozy loft. Gourmet kitchen with full pantry, granite countertops, island, stainless steel appliances, a stunning double-sided gas fireplace that creates warmth and ambiance between the main living spaces. Upstairs, a second private primary suite with a walk-in closet, full bath, two additional spacious bedrooms, another full bath, a charming terrace completes the upper level. A walk-up attic offers abundant additional storage, while the full basement and oversized two-car garage provide even more functionality. Surrounded by beautiful landscaping, a spacious deck perfect for entertaining, privacy, on a cul-de-sac minutes from town, beaches and highways.

9 Barley Hill Rd, 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

$649,900

Welcome to your seasonal sanctuary at Chalker Beach, where sun-soaked days and starry nights create lasting memories. Offered fully furnished and thoughtfully styled with relaxed coastal charm, this seasonal cottage is the perfect place to slow down, unwind, and enjoy easy shoreline living. Just a short walk or golf cart ride to the beach, the home is tucked into one of the shoreline's most loved beach communities where summer days are spent by the water, riding bikes through the neighborhood, and gathering with friends and family for community events and beach nights. The outdoor spaces are designed for relaxing and entertaining, featuring a spacious paver patio, beautifully manicured open lawn, outdoor shower, and a private firepit deck beside peaceful marsh grasses--the perfect setting for morning coffee, summer dinners, or evenings under the stars. Inside, cathedral ceilings, natural light, and custom wood paneling create a warm and welcoming atmosphere with a cozy beach-house feel throughout. Every space has been thoughtfully designed to make the home feel comfortable, inviting, and ready to enjoy from the moment you arrive. Located within the Chalker Beach Association with private beach access, clubhouses, playgrounds, basketball court, golf cart parades, and cherished summer traditions.

3 Beds ⋅ 1 Baths ⋅ 24174666 MLS

Welcome to your seasonal sanctuary at Chalker Beach, where sun-soaked days and starry nights create lasting memories. Offered fully furnished and thoughtfully styled with relaxed coastal charm, this seasonal cottage is the perfect place to slow down, unwind, and enjoy easy shoreline living. Just a short walk or golf cart ride to the beach, the home is tucked into one of the shoreline's most loved beach communities where summer days are spent by the water, riding bikes through the neighborhood, and gathering with friends and family for community events and beach nights. The outdoor spaces are designed for relaxing and entertaining, featuring a spacious paver patio, beautifully manicured open lawn, outdoor shower, and a private firepit deck beside peaceful marsh grasses--the perfect setting for morning coffee, summer dinners, or evenings under the stars. Inside, cathedral ceilings, natural light, and custom wood paneling create a warm and welcoming atmosphere with a cozy beach-house feel throughout. Every space has been thoughtfully designed to make the home feel comfortable, inviting, and ready to enjoy from the moment you arrive. Located within the Chalker Beach Association with private beach access, clubhouses, playgrounds, basketball court, golf cart parades, and cherished summer traditions.

96 Chalker Beach Rd, Old Saybrook

$1,440,000

Welcome to an exceptional year-round home located in one of Connecticut's most renowned beach communities, the Knollwood Beach Association. Just steps from a private beach, this property offers the perfect blend of coastal living and everyday comfort. This spacious home features a finished above-grade lower level. Please note: the official square footage does not include the fully furnished first floor, offering even more usable space than reflected. Inside, you'll find a warm and inviting layout highlighted by a vaulted ceiling, large open windows that capture beautiful morning sunlight from the east-facing front exposure, and a cozy fireplace. The first floor features durable ceramic tile, while the second and third floors showcase classic hardwood flooring throughout. Designed for comfort in every season, the home is equipped with oil forced air heating and central air conditioning, with supplemental electric baseboard heating. An oversized septic system, including a 4-bedroom capacity tank, adds peace of mind and functionality. Additional features include new windows, a storage crawlspace beneath the second floor, and thoughtful construction throughout. Knollwood Beach Association residents enjoy exclusive amenities including a private beach, clubhouse, tennis courts, basketball courts, pickleball, and a kayak stand.

3 Beds ⋅ 3 Baths ⋅ 24173257 MLS

Welcome to an exceptional year-round home located in one of Connecticut's most renowned beach communities, the Knollwood Beach Association. Just steps from a private beach, this property offers the perfect blend of coastal living and everyday comfort. This spacious home features a finished above-grade lower level. Please note: the official square footage does not include the fully furnished first floor, offering even more usable space than reflected. Inside, you'll find a warm and inviting layout highlighted by a vaulted ceiling, large open windows that capture beautiful morning sunlight from the east-facing front exposure, and a cozy fireplace. The first floor features durable ceramic tile, while the second and third floors showcase classic hardwood flooring throughout. Designed for comfort in every season, the home is equipped with oil forced air heating and central air conditioning, with supplemental electric baseboard heating. An oversized septic system, including a 4-bedroom capacity tank, adds peace of mind and functionality. Additional features include new windows, a storage crawlspace beneath the second floor, and thoughtful construction throughout. Knollwood Beach Association residents enjoy exclusive amenities including a private beach, clubhouse, tennis courts, basketball courts, pickleball, and a kayak stand.

21 Fenbrook Rd, Old Saybrook

$940,000

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

$415,000

Step into the charm of this delightful 1920 year-round bungalow, just a stone's throw from Old Saybrook's stunning beaches. Thoughtfully remodeled, this cozy retreat blends historical character with modern comforts. As you enter, you'll find a spacious area that offers endless possibilities-use it as an eating area, a flex office, or even a sleeping space. The open floor plan invites effortless living, with an eat-in kitchen showcasing a center island and newer appliances. Off the kitchen, a slider leads to a spacious back deck, perfect for outdoor dining or soaking in the coastal air. Built-in shelves add both charm and function to the main living area, which also features a convenient first-floor half bath and laundry. Head upstairs to discover a spacious bedroom paired with a full bath featuring a stall shower. The property doesn't stop impressing there-a full basement offers storage or potential, while the flat lot includes a versatile barn/garage and an adorable gazebo perfect for relaxing or entertaining. With public water and an unbeatable location, this home is ready to be your seaside escape or year-round haven. Welcome to the best of Old Saybrook living!

1 Beds ⋅ 2 Baths ⋅ 24169155 MLS

Step into the charm of this delightful 1920 year-round bungalow, just a stone's throw from Old Saybrook's stunning beaches. Thoughtfully remodeled, this cozy retreat blends historical character with modern comforts. As you enter, you'll find a spacious area that offers endless possibilities-use it as an eating area, a flex office, or even a sleeping space. The open floor plan invites effortless living, with an eat-in kitchen showcasing a center island and newer appliances. Off the kitchen, a slider leads to a spacious back deck, perfect for outdoor dining or soaking in the coastal air. Built-in shelves add both charm and function to the main living area, which also features a convenient first-floor half bath and laundry. Head upstairs to discover a spacious bedroom paired with a full bath featuring a stall shower. The property doesn't stop impressing there-a full basement offers storage or potential, while the flat lot includes a versatile barn/garage and an adorable gazebo perfect for relaxing or entertaining. With public water and an unbeatable location, this home is ready to be your seaside escape or year-round haven. Welcome to the best of Old Saybrook living!

61 Ingham Hill Rd, Old Saybrook

$460,000

Attention Investors and Motivated Home Buyers. Welcome to 6 Watch Hill. Home offers eclectic feel. New owner will build off of this design. Home boast beautiful views and you can not help but to feel peace as you appreciate all the nature around you. Great stand alone garage with wonderful workspace on 2nd level. Sale is subject to probate approval.

3 Beds ⋅ 3 Baths ⋅ 24170006 MLS

Attention Investors and Motivated Home Buyers. Welcome to 6 Watch Hill. Home offers eclectic feel. New owner will build off of this design. Home boast beautiful views and you can not help but to feel peace as you appreciate all the nature around you. Great stand alone garage with wonderful workspace on 2nd level. Sale is subject to probate approval.

6 Watch Hill Rd, Old Saybrook

$559,000

A rare and captivating offering, this enchanting storybook residence has been beautifully reimagined to deliver a seamless blend of historic charm and refined design. Whether you choose to continue its success as a turnkey Airbnb investment or keep it for your own year round or weekend retreat, the possibilities are as inviting as the home itself. Thoughtfully updated with a brand new roof and updated plumbing and septic, it offers modern peace of mind while preserving its timeless character. Rich in personality, the home evokes the romance of a countryside Tuscan Villa, from its ivy draped exterior to the layered, designer interiors originally re envisioned by Charles Spada in the 1990s. The private backyard is a tranquil escape, featuring exquisite stonework and curated plantings meant for quiet moments or intimate gatherings. Ideally situated just moments from boutique shopping, galleries, dining, Old Saybrook Town Beach, and the Katharine Hepburn Cultural Arts Center, this exceptional home offers both lifestyle and convenience. Featured in House Beautiful and Home Decorating Ideas, it is a true one of a kind residence ready to be enjoyed immediately, with furnishings available for purchase if desired.

2 Beds ⋅ 2 Baths ⋅ 24164864 MLS

A rare and captivating offering, this enchanting storybook residence has been beautifully reimagined to deliver a seamless blend of historic charm and refined design. Whether you choose to continue its success as a turnkey Airbnb investment or keep it for your own year round or weekend retreat, the possibilities are as inviting as the home itself. Thoughtfully updated with a brand new roof and updated plumbing and septic, it offers modern peace of mind while preserving its timeless character. Rich in personality, the home evokes the romance of a countryside Tuscan Villa, from its ivy draped exterior to the layered, designer interiors originally re envisioned by Charles Spada in the 1990s. The private backyard is a tranquil escape, featuring exquisite stonework and curated plantings meant for quiet moments or intimate gatherings. Ideally situated just moments from boutique shopping, galleries, dining, Old Saybrook Town Beach, and the Katharine Hepburn Cultural Arts Center, this exceptional home offers both lifestyle and convenience. Featured in House Beautiful and Home Decorating Ideas, it is a true one of a kind residence ready to be enjoyed immediately, with furnishings available for purchase if desired.

92 Bokum Rd, Old Saybrook

$1,595,000

True tranquility awaits at this waterfront oasis! Unparalleled water views from every vantage point! Privately set on a generous 0.37-acre lot, this 3-bedroom home provides direct water access- perfect for kayaking out to Long Island Sound right from your backyard. Inside, the home blends charm and character with thoughtful updates. Its architectural lines evoke a Normandy chalet vibe, while the interior reflects a coastal sensibility. Features include oak hardwood floors, a striking coastal river rock fireplace, and a sun-filled enclosed porch with a wall of windows. Kitchen is in the process of being completely updated including new cabinetry and countertops. Enjoy vibrant sunsets from the comfort of your family room. A versatile first-floor room offers flexibility as a private office or bedroom, complete with a nearby full bath. Adding to the home's unique appeal, a staircase leads to a charming hideaway-an ideal retreat or reading nook. The kitchen is light and bright with its own panoramic views. A lovely dining room provides entertainment options. A haven for bird lovers and outdoor enthusiasts alike, this property just awaits thoughtful updates. This home truly has it all. Knollwood Beach Association amenities include a sandy beach with raft, tennis and pickleball courts, a clubhouse, guest parking, and kayak storage. Conveniently located in Old Saybrook, just two hours from both New York City and Boston

3 Beds ⋅ 2 Baths ⋅ 24167090 MLS

True tranquility awaits at this waterfront oasis! Unparalleled water views from every vantage point! Privately set on a generous 0.37-acre lot, this 3-bedroom home provides direct water access- perfect for kayaking out to Long Island Sound right from your backyard. Inside, the home blends charm and character with thoughtful updates. Its architectural lines evoke a Normandy chalet vibe, while the interior reflects a coastal sensibility. Features include oak hardwood floors, a striking coastal river rock fireplace, and a sun-filled enclosed porch with a wall of windows. Kitchen is in the process of being completely updated including new cabinetry and countertops. Enjoy vibrant sunsets from the comfort of your family room. A versatile first-floor room offers flexibility as a private office or bedroom, complete with a nearby full bath. Adding to the home's unique appeal, a staircase leads to a charming hideaway-an ideal retreat or reading nook. The kitchen is light and bright with its own panoramic views. A lovely dining room provides entertainment options. A haven for bird lovers and outdoor enthusiasts alike, this property just awaits thoughtful updates. This home truly has it all. Knollwood Beach Association amenities include a sandy beach with raft, tennis and pickleball courts, a clubhouse, guest parking, and kayak storage. Conveniently located in Old Saybrook, just two hours from both New York City and Boston

104 Knollwood Dr, Old Saybrook

$1,050,000

VERSATILE MIXED-USE OPPORTUNITY | PRIME OLD SAYBROOK LOCATION. Welcome to 93 Elm Street, Old Saybrook - a rare mixed-use asset offering strong in-place income, exceptional visibility, and significant upside potential for investors and owner-operators alike. Strategically positioned at the entrance to the high-traffic Stop & Shop/Walmart Plaza and directly across from a newly developed 250+ unit apartment community, this property benefits from consistent traffic flow and immediate access to I-95 via the Elm Street exit. NEW SEPTIC! The well-maintained building offers a flexible configuration suited for multiple income streams and uses: Two fully leased residential apartments with separate utilities and brand-new Navien heating systems, providing stable, consistent cash flow. One private office space ideal for professional or administrative use * Two commercial units currently combined into a turnkey restaurant, featuring a full dining room, takeout area, prep space, commercial kitchen, liquor license, new FF&E, ANSUL fire suppression system, walk-in cooler, multiple sinks, and ADA-compliant restrooms - easily adaptable for restaurant, cafe, deli, or alternative food concepts. Garage with conversion potential, additional warehouse/storage space, and a partially finished basement/cellar offering operational flexibility and expansion capability. The exterior features a newly paved parking lot with 16 spaces, a finished outdoor patio ideal for dining or gathering.

2 Baths ⋅ 24167568 MLS

VERSATILE MIXED-USE OPPORTUNITY | PRIME OLD SAYBROOK LOCATION. Welcome to 93 Elm Street, Old Saybrook - a rare mixed-use asset offering strong in-place income, exceptional visibility, and significant upside potential for investors and owner-operators alike. Strategically positioned at the entrance to the high-traffic Stop & Shop/Walmart Plaza and directly across from a newly developed 250+ unit apartment community, this property benefits from consistent traffic flow and immediate access to I-95 via the Elm Street exit. NEW SEPTIC! The well-maintained building offers a flexible configuration suited for multiple income streams and uses: Two fully leased residential apartments with separate utilities and brand-new Navien heating systems, providing stable, consistent cash flow. One private office space ideal for professional or administrative use * Two commercial units currently combined into a turnkey restaurant, featuring a full dining room, takeout area, prep space, commercial kitchen, liquor license, new FF&E, ANSUL fire suppression system, walk-in cooler, multiple sinks, and ADA-compliant restrooms - easily adaptable for restaurant, cafe, deli, or alternative food concepts. Garage with conversion potential, additional warehouse/storage space, and a partially finished basement/cellar offering operational flexibility and expansion capability. The exterior features a newly paved parking lot with 16 spaces, a finished outdoor patio ideal for dining or gathering.

93 Elm St, Old Saybrook

$5,900,000

Welcome to your waterfront hidden gem! A once in a lifetime opportunity on the Connecticut River featuring 381 feet of direct waterfront, private two boat dock, private horseshoe bay and panoramic north facing views up the river. This modern Contemporary private estate features 5,600+ square feet of living space! Open floor plan, stunning water views from every room! The living room features cozy fireplace, floor to ceiling windows and opens to a 750 square foot inviting deck ideal for relaxing, entertaining, soaking in the hot tub, peaceful sunsets or simply taking in the ever-changing river views. A lower level 750 square foot patio overlooks landscaped grounds, gardens and new stone fire pit area. The chef's kitchen is a dream featuring an oversized granite island, high-end stainless-steel appliances, custom cabinetry, wet bar, wine chiller that invites both gourmet cooking and effortless hosting. Designed for comfort, the home offers multiple luxurious bedroom suites each with sweeping views, spa like bathrooms, walk in closets, hardwood floors and high ceilings. It is perfect for an in-law bedroom or an au pair suite. Spacious additional bedrooms with views, entertainment room, private office with views, a loft, 4.5 bathrooms. A 5-car garage provides ample space for cars, outdoor lawn equipment or storage. A luxury lifestyle experience unlike any other on the Connecticut shoreline.

4 Beds ⋅ 4 Baths ⋅ 24165905 MLS

Welcome to your waterfront hidden gem! A once in a lifetime opportunity on the Connecticut River featuring 381 feet of direct waterfront, private two boat dock, private horseshoe bay and panoramic north facing views up the river. This modern Contemporary private estate features 5,600+ square feet of living space! Open floor plan, stunning water views from every room! The living room features cozy fireplace, floor to ceiling windows and opens to a 750 square foot inviting deck ideal for relaxing, entertaining, soaking in the hot tub, peaceful sunsets or simply taking in the ever-changing river views. A lower level 750 square foot patio overlooks landscaped grounds, gardens and new stone fire pit area. The chef's kitchen is a dream featuring an oversized granite island, high-end stainless-steel appliances, custom cabinetry, wet bar, wine chiller that invites both gourmet cooking and effortless hosting. Designed for comfort, the home offers multiple luxurious bedroom suites each with sweeping views, spa like bathrooms, walk in closets, hardwood floors and high ceilings. It is perfect for an in-law bedroom or an au pair suite. Spacious additional bedrooms with views, entertainment room, private office with views, a loft, 4.5 bathrooms. A 5-car garage provides ample space for cars, outdoor lawn equipment or storage. A luxury lifestyle experience unlike any other on the Connecticut shoreline.

12 Rocky Point Rd, Old Saybrook

$6,600,000

Riverside Elegance Meets Neoclassical Grandeur: Experience the pinnacle of waterfront living in this breathtaking Grecian Colonial estate, perfectly situated on 3.43 pristine acres overlooking the majestic Connecticut River. Spanning an impressive 7,239 square feet, including 1,500 finished square feet on the lower level including an ensuite bedroom and recreational room with French doors opening to the expansive back yard. This residence combines timeless architectural sophistication with the serene beauty of nature. Leave the world behind as you travel up the winding driveway that sets this home back from the road for ultimate privacy. The exterior is a master class in curb appeal, featuring a three-car garage and a porte cochere, all framed by lush landscaping and your own private pond and a dock. Step through the front door into a soaring cathedral ceiling foyer. As the heart of the home, this space is open to the floor above and finished with exquisite marble flooring, offering a regal welcome to guests. The floor plan is defined by wide-open spaces that flow seamlessly from one room to the next, making it as ideal for grand-scale entertaining as it is for quiet relaxation. With six spacious bedrooms, there is ample room for family, guests. There is also a home office and a sun room both overlooking the Connecticut River. Embrace the river breeze from your choice of outdoor vantage points: This isn't just a home; it's a lifestyle.

6 Beds ⋅ 4 Baths ⋅ 24151590 MLS

Riverside Elegance Meets Neoclassical Grandeur: Experience the pinnacle of waterfront living in this breathtaking Grecian Colonial estate, perfectly situated on 3.43 pristine acres overlooking the majestic Connecticut River. Spanning an impressive 7,239 square feet, including 1,500 finished square feet on the lower level including an ensuite bedroom and recreational room with French doors opening to the expansive back yard. This residence combines timeless architectural sophistication with the serene beauty of nature. Leave the world behind as you travel up the winding driveway that sets this home back from the road for ultimate privacy. The exterior is a master class in curb appeal, featuring a three-car garage and a porte cochere, all framed by lush landscaping and your own private pond and a dock. Step through the front door into a soaring cathedral ceiling foyer. As the heart of the home, this space is open to the floor above and finished with exquisite marble flooring, offering a regal welcome to guests. The floor plan is defined by wide-open spaces that flow seamlessly from one room to the next, making it as ideal for grand-scale entertaining as it is for quiet relaxation. With six spacious bedrooms, there is ample room for family, guests. There is also a home office and a sun room both overlooking the Connecticut River. Embrace the river breeze from your choice of outdoor vantage points: This isn't just a home; it's a lifestyle.

11 River Edge Rd, Old Saybrook

$3,995,000

Discover one of the most coveted vantage points on the lower Connecticut River-a mid-century modern sanctuary perched on a private 2.7-acre waterfront peninsula where land, river, and sky converge in perfect harmony. With an extraordinary 875 feet of water frontage embracing both the Connecticut River and the pristine Turtle Creek nature preserve, this property is a haven for bird enthusiasts and wildlife lovers alike. The dual shoreline offers the river side with tidal rhythms and sweeping panoramas stretching from Essex Harbor north to Old Lyme across the water, then south toward Long Island Sound. The marsh side along Turtle Creek hums with avian life-majestic Bald Eagles perch in the trees while Herons, Egrets, Osprey, and migrating songbirds create a symphony that changes with the seasons. Two private docks provide endless boating possibilities: launch from the deep-water river dock for open-water adventure, or drift into the tranquil creek for kayaking and wildlife observation. Inside, 5,536 square feet of light-drenched living space unfolds with effortless grace. The architecture celebrates both gathering and solitude-a chef's kitchen designed for culinary artistry flows seamlessly to indoor and outdoor dining areas, while five fireplaces anchor intimate retreats throughout.

6 Beds ⋅ 5 Baths ⋅ 24162782 MLS

Discover one of the most coveted vantage points on the lower Connecticut River-a mid-century modern sanctuary perched on a private 2.7-acre waterfront peninsula where land, river, and sky converge in perfect harmony. With an extraordinary 875 feet of water frontage embracing both the Connecticut River and the pristine Turtle Creek nature preserve, this property is a haven for bird enthusiasts and wildlife lovers alike. The dual shoreline offers the river side with tidal rhythms and sweeping panoramas stretching from Essex Harbor north to Old Lyme across the water, then south toward Long Island Sound. The marsh side along Turtle Creek hums with avian life-majestic Bald Eagles perch in the trees while Herons, Egrets, Osprey, and migrating songbirds create a symphony that changes with the seasons. Two private docks provide endless boating possibilities: launch from the deep-water river dock for open-water adventure, or drift into the tranquil creek for kayaking and wildlife observation. Inside, 5,536 square feet of light-drenched living space unfolds with effortless grace. The architecture celebrates both gathering and solitude-a chef's kitchen designed for culinary artistry flows seamlessly to indoor and outdoor dining areas, while five fireplaces anchor intimate retreats throughout.

41 Watrous Point Rd, Old Saybrook

$899,000

Whether your vision is to Move-in, Renovate, or Custom Build from the ground up, this water-view coastal property is for you! Currently home to a classic 1,569 sq. ft. coastal ranch built on an oversized .42-acre water-view parcel, the true value of this premier Residential District A property lies in its exceptional dimensions, rare zoning advantages, and all the possibilities that come with the largest water-view coastal lot in South Cove! Situated in Old Saybrook's most protected and prominent corridor, 18 Old South Cove Road provides the rare opportunity for you to embrace your dream of living by the water and realizing your vision of Moving-in, Renovating, or Custom Building a "Luxury Estate" where privacy and scenic integrity are guaranteed by zoning. As one of the largest parcels in the protective Gateway Zone, you are granted 15% building coverage. This translates to a massive potential footprint of approximately 2,744 sq. ft., allowing for a custom build that far exceeds the scale of neighboring homes. And by leveraging the 35-foot (2.5 story) scale-up potential, you have the incredible opportunity to capture dramatic, unencumbered panoramic sunrises and water views of South Cove. With Residence A designation, this lot represents the perfect 'Coastal Canvas' for a luxury home up to 4,000 sq. ft. featuring 3-car garage, sweeping verandas, and all the best in coastal living!

4 Beds ⋅ 3 Baths ⋅ 24163559 MLS

Whether your vision is to Move-in, Renovate, or Custom Build from the ground up, this water-view coastal property is for you! Currently home to a classic 1,569 sq. ft. coastal ranch built on an oversized .42-acre water-view parcel, the true value of this premier Residential District A property lies in its exceptional dimensions, rare zoning advantages, and all the possibilities that come with the largest water-view coastal lot in South Cove! Situated in Old Saybrook's most protected and prominent corridor, 18 Old South Cove Road provides the rare opportunity for you to embrace your dream of living by the water and realizing your vision of Moving-in, Renovating, or Custom Building a "Luxury Estate" where privacy and scenic integrity are guaranteed by zoning. As one of the largest parcels in the protective Gateway Zone, you are granted 15% building coverage. This translates to a massive potential footprint of approximately 2,744 sq. ft., allowing for a custom build that far exceeds the scale of neighboring homes. And by leveraging the 35-foot (2.5 story) scale-up potential, you have the incredible opportunity to capture dramatic, unencumbered panoramic sunrises and water views of South Cove. With Residence A designation, this lot represents the perfect 'Coastal Canvas' for a luxury home up to 4,000 sq. ft. featuring 3-car garage, sweeping verandas, and all the best in coastal living!

18 Old S Cove Rd, Old Saybrook

$1,099,000

Discover the perfect blend of comfort, style, and convenience in this beautifully remodeled home. Tucked in a prime location just minutes from fine dining, shopping, the golf course, and the train station, this property offers unparalleled access to everything you need. Walking along the shore to Saybrook Point Inn and Saybrook Lighthouse. Step into the heart of the home: a chef's kitchen with high-end appliances, designed to make cooking and entertaining a breeze. Enjoy seasonal waterviews that bring a touch of tranquility to your everyday life. The lushly landscaped yard is an ideal setting for summer evenings-whether you're hosting friends, enjoying a quiet moment, or taking a dip in your very own swim spa. This home isn't just gorgeous; it's energy-efficient too, featuring solar panels that help reduce your carbon footprint and save on utility costs. With every inch thoughtfully updated, all that's left to do is move in and make it your own.

3 Beds ⋅ 3 Baths ⋅ 24161065 MLS

Discover the perfect blend of comfort, style, and convenience in this beautifully remodeled home. Tucked in a prime location just minutes from fine dining, shopping, the golf course, and the train station, this property offers unparalleled access to everything you need. Walking along the shore to Saybrook Point Inn and Saybrook Lighthouse. Step into the heart of the home: a chef's kitchen with high-end appliances, designed to make cooking and entertaining a breeze. Enjoy seasonal waterviews that bring a touch of tranquility to your everyday life. The lushly landscaped yard is an ideal setting for summer evenings-whether you're hosting friends, enjoying a quiet moment, or taking a dip in your very own swim spa. This home isn't just gorgeous; it's energy-efficient too, featuring solar panels that help reduce your carbon footprint and save on utility costs. With every inch thoughtfully updated, all that's left to do is move in and make it your own.

17 College St, Old Saybrook

$225,000

This sale includes two commercial office units (Units 1300 and 1400), offering a combined total of approximately 2,400 square feet across two floors. Unit 1300 is a first-floor unit, while Unit 1400 is located on the second floor. Well-maintained and updated, this bright, professional space spans both levels, each featuring brand-new flooring, private restrooms, and a clean, turnkey feel throughout. The layout lends itself well to professional offices, medical or wellness services, creative studios, or a variety of commercial uses. Conveniently located near the center of town yet tucked away for added privacy, the property offers plenty of off-street parking and a quiet, productive setting. An ideal opportunity for investors seeking stable income or business owners looking to secure their own space while offsetting expenses with an in-place tenant.

3 Baths ⋅ 24154768 MLS

This sale includes two commercial office units (Units 1300 and 1400), offering a combined total of approximately 2,400 square feet across two floors. Unit 1300 is a first-floor unit, while Unit 1400 is located on the second floor. Well-maintained and updated, this bright, professional space spans both levels, each featuring brand-new flooring, private restrooms, and a clean, turnkey feel throughout. The layout lends itself well to professional offices, medical or wellness services, creative studios, or a variety of commercial uses. Conveniently located near the center of town yet tucked away for added privacy, the property offers plenty of off-street parking and a quiet, productive setting. An ideal opportunity for investors seeking stable income or business owners looking to secure their own space while offsetting expenses with an in-place tenant.

123 Elm St Unit 13 & 14, Old Saybrook

$495,000

32.66 ac at a prime intersection in Old Saybrook right off I-95. W/ Plans for various layouts of multiple building to totaling as much as 50,000 sqft +/-. B4 Zone offers a wide variety of uses. A large portion of this parcel is wetlands.

24143476 MLS

32.66 ac at a prime intersection in Old Saybrook right off I-95. W/ Plans for various layouts of multiple building to totaling as much as 50,000 sqft +/-. B4 Zone offers a wide variety of uses. A large portion of this parcel is wetlands.

Middlesex Tpke, Old Saybrook

$139,000

Clean, updated office space featuring approximately 1,200 square feet across two levels, plus a lower-level basement ideal for storage. This bright, professional unit offers brand-new flooring throughout, two restrooms, and plenty of off-street parking. Conveniently located near the center of town yet tucked away for added privacy-ideal for a quiet and productive work environment. A great fit for professional offices, wellness services, or other commercial uses seeking a well-maintained and accessible location. Also for sale is unit 13 MLS #24138052 and unit 14 MLS #24138054. These spaces can be combined for a total of 3600 square feet.

2 Baths ⋅ 24138058 MLS

Clean, updated office space featuring approximately 1,200 square feet across two levels, plus a lower-level basement ideal for storage. This bright, professional unit offers brand-new flooring throughout, two restrooms, and plenty of off-street parking. Conveniently located near the center of town yet tucked away for added privacy-ideal for a quiet and productive work environment. A great fit for professional offices, wellness services, or other commercial uses seeking a well-maintained and accessible location. Also for sale is unit 13 MLS #24138052 and unit 14 MLS #24138054. These spaces can be combined for a total of 3600 square feet.

123 Elm St Unit 15, Old Saybrook