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119 Great Hammock Rd, Old Saybrook
$775,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24189317 MLS
Every Day a Getaway! Some properties ask you to choose between full-time living & vacation living. Not this one. Set in the heart of Old Saybrook, this fully furnished 7-room Cape Cod delivers the ease of a residence with the spirit of a seasonal retreat - and comes with a private guest house. The main home offers 3 bdrms,, 2 baths & includes a coveted 1st fl bdrm for single-level living. A large eat-in kitchen flows into an adjacent family room, while a formal living room provides a more refined space for entertaining. The recently added sunroom is the standout: bright, expansive, and framed by multiple sliders & abundant windows that draw the outdoors in. Upstairs, the primary BR is a retreat unto itself - generously sized, with ample closets, a sitting area, and direct access to a personal balcony. Morning coffee or an evening glass of wine feels different from up here. Guests get a private 500-sq. ft guest house with a kitchenette, full bath, & living room. A spiral staircase leads to a large bdrm loft with its own small balcony. The location does the rest of the work. O S's Main St.- with its restaurants & shops - is close by, Fenwick Golf Course is minutes away for golfers. Harvey's Beach sits just 0.4 miles away, with OS's town beach just 0.2 miles beyond. For commuters, I-95 and Route 9 are both nearby, and Amtrak puts Boston and New York City within 2.5 hours. A home, a vacation, and a place for the people you love to visit - all in one address.

119 Great Hammock Rd, Old Saybrook
9 Old Colony Rd, Old Saybrook
$675,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24190279 MLS
Rare opportunity to create your dream home in one of Old Saybrook's most sought-after beach communities! Located across from Cornfield Point Beach Association, with deeded beach rights, this .23-acre property includes access to the beautiful sandy beach a short walk away making daily walks to the shoreline effortless. Surrounded by attractive homes, the setting alone makes this a standout investment. The existing home underwent a partial renovation in 2011 with a new roof, vinyl siding, replacement windows, and hardwood floors throughout. The septic system is appx 10 yrs old and is in front yard, so rear has room for a pool or building. The interior renovation was never completed, leaving the kitchen, bathrooms, and heating system gutted and ready for your vision. Whether you're looking to restore the existing home or explore the potential for a new custom residence, this property offers exceptional possibilities in a premier location. An added bonus is frontage along a state road at the rear of the property, which may offer the opportunity to create a rear driveway, subject to any required approvals. Bring your contractor, architect, and imagination to unlock the full potential of this exceptional Cornfield Point property just steps from Long Island Sound.

9 Old Colony Rd, Old Saybrook
25 River Ave, Old Saybrook
$800,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24183581 MLS
Welcome to the heart of Saybrook Manor! This beautifully maintained ranch-style home offers the perfect blend of shoreline charm and everyday convenience. Situated on a desirable corner lot, this one-level home features comfortable living spaces, thoughtful updates, and a relaxed coastal lifestyle. Enjoy easy access to the private Saybrook Manor beaches, Oyster River, nearby marinas, restaurants, shopping, and all that Old Saybrook has to offer. The inviting outdoor spaces include a spacious patio, firepit area, beautiful gardens, and plenty of room to entertain family and friends. A detached shed provides additional storage, while ample parking accommodates guests with ease. A special feature of this property is access to private beach parking, making your beach days effortless. Boaters will appreciate the opportunity for a boat slip, subject to availability-simply inquire for details. Spend your days strolling to the beach, enjoying nearby boating and fishing, or taking a golf cart ride through one of Old Saybrook's most beloved shoreline neighborhoods. Whether you're looking for a year-round residence, weekend retreat, or investment opportunity, this home offers the very best of Connecticut shoreline living. Relax, entertain, and enjoy the peaceful coastal surroundings while being just minutes from everything Old Saybrook has to offer. A rare opportunity to own in one of Old Saybrook's most sought-after beach communities.

25 River Ave, Old Saybrook
26 Willard Ave, Old Saybrook
$1,100,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24182151 MLS
A rare opportunity to enjoy shoreline living while generating rental income! This beautifully remodeled Old Saybrook property features a detached garage with a one-bedroom, one-bath accessory apartment above-ideal for rental income, extended family, guests, or an au pair. Located in one of Old Saybrook's desirable beach communities, you're just minutes from the water, marinas, beaches, restaurants, and all the Connecticut shoreline has to offer. The main home is a beautifully updated split-level ranch combining modern finishes, flexible living space, and an exceptional outdoor setting. Step inside to an inviting open-concept floor plan filled with natural light, featuring gleaming hardwood floors, a center island, ample dining space, and a cozy gas fireplace that serves as the focal point of the main living area. The thoughtfully designed kitchen is perfect for everyday living and entertaining, with easy access to the rear deck and backyard. Upstairs are three spacious bedrooms, including an oversized primary suite with convenient laundry facilities and generous closet space. A full bath serves the additional bedrooms. The fully finished walkout LL offers incredible versatility with a large family room, media room, additional finished space, a second full bath, and a second laundry area-ideal for guests, recreation, home offices, or multi-generational living. A pellet stove provides an additional heat source. Recent improvements include a brand-new septic system and driveway.

26 Willard Ave, Old Saybrook
1445 Boston Post Rd, Old Saybrook
$12,000,000
4 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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
1405-1445 Boston Post Rd, Old Saybrook
$12,000,000
ACTIVE Status ⋅ 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
256 Hidden Cove Rd Unit 256, Old Saybrook
$510,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
11 Cambridge Ct E, Old Saybrook
$1,525,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24178785 MLS
DISTINCTIVE COASTAL LIVING | OLD SAYBROOK - Sweeping salt marsh vistas, water views and exceptional privacy create a memorable setting for this thoughtfully updated home. Set on 1.6 beautifully landscaped acres at the end of a quiet cul-de-sac, the property offers inviting interiors, a saltwater pool and a separate studio, bringing together the space to entertain, unwind and pursue creative interests. Panoramic windows frame autumn's coastal colors, while open living and dining spaces welcome holiday gatherings and relaxed evenings at home. Refinished hardwood floors, high-end kitchen appliances, hand-painted tilework and custom linen curtains add warmth and distinctive detail. Outdoors, an oversized saltwater pool, newly laid Techo-Bloc paver patio and multilevel AZEK decking create a resort-style setting for outdoor dining, relaxation and entertaining. Professional landscaping, mature trees and a koi pond enhance the grounds. A refurbished freestanding studio provides a special space apart from the main residence. Significant improvements include the roof, electric heat pump HVAC system and updated pool systems. Minutes from beaches, Saybrook Point Marina, restaurants and shops, this exceptional home combines everyday convenience with the peaceful seclusion of a personal retreat. A beautiful place to come home to, year-round.

11 Cambridge Ct E, Old Saybrook
96 Chalker Beach Rd, Old Saybrook
$649,900
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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
12 Rocky Point Rd, Old Saybrook
$5,900,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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
11 River Edge Rd, Old Saybrook
$6,600,000
6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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
18 Old S Cove Rd, Old Saybrook
$849,950
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24163559 MLS
*Refreshed & Newly Priced* 4-BEDROOM COASTAL RANCH- FEATURING TWO PRIVATE SUITES on .42 Acre - ONLY 100 yds FROM THE WATER! Nestled in the heart of Old Saybrook's highly coveted South Cove- approximately 100 yards from the water's edge, this beautifully refreshed 4-bedroom coastal ranch blends move-in comfort with an expansive 0.42-acre (18,295 SF) water-view lot- an oversized property that promotes privacy, an expansive yard for pets, and endless freedom for outdoor entertaining, gardens, or custom outdoor living features. This unique coastal property, grounded in a sophisticated New England palette of warm architectural whites and serene mineral tones, welcomes you with an abundance of natural light and open floor plan designed for entertaining- Large front living room with hardwood floors and original stone fireplace that flows seamlessly into the inviting eat-in kitchen anchored by charcoal cabinetry and brushed nickel hardware- further sweeping into the sun-drenched family room where French doors lead to the rear covered porch overlooking the spacious yard and tranquil marsh scenery. The highly adaptable multi-wing floor plan is designed for modern living, boasting two entirely independent private suites with dedicated exterior entrances- flexible for guests, a wellness retreat, studio, or a quiet client-facing office overlooking the landscape. Flex spaces like these are among the most desired features in today's market, and this home provides two!

18 Old S Cove Rd, Old Saybrook
123 Elm St Unit 13 & 14, Old Saybrook
$225,000
3 Baths ⋅ ACTIVE Status ⋅ 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
Middlesex Tpke, Old Saybrook
$495,000
ACTIVE Status ⋅ 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
123 Elm St Unit 15, Old Saybrook
$139,000
2 Baths ⋅ ACTIVE Status ⋅ 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
1333 Boston Post Rd Unit 1, Old Saybrook
$695,000
ACTIVE Status ⋅ 24139358 MLS
1.25 Acres in B4 Zone. Public water available, septic required. Traffic count 15,900.

1333 Boston Post Rd Unit 1, Old Saybrook
621 Boston Post Rd, Old Saybrook
$925,000
ACTIVE Status ⋅ 170061418 MLS
Gas station and repair facility for sale in B-2 Zoned location. 6 Gas tanks were removed by seller in July 2019: 3 gas (3,000 gal each), 1 diesel (3,000 gal), 1 waste oil (550 gal), 1 fuel oil (550 gal). Clean environmental report. Building # 1 = 1856 SF with 3 bay overhead doors, Ceiling height: 12 Ft. Building #2 (rear) = 2,400 SF with 2 overhead doors, Ceiling height: 18 Ft. Acres: 0.51. Heating: oil & waste oil / hot air. Taxes: $10,831. Items remaining: compressors, sign, storage containers, canopy, POS terminal, furniture, kerosene pump/tank, heaters. 200 amp electric service for both. Well & septic. City water available. Frontage: 100 Ft. Traffic Count: 14,100. Next to intersection to Main Street & Old Saybrook Shopping Center. Abuts Burger King. Up the street from the train station.

621 Boston Post Rd, Old Saybrook

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