Old Saybrook Condos for Sale

Welcome to Old Saybrook, Connecticut—a picturesque coastal gem nestled in Middlesex County, where history meets modern living. Known for its charming streets, stunning waterfront views, and rich maritime heritage, Old Saybrook is a delightful place to call home. With its quaint downtown area, filled with boutique shops, delightful eateries, and cultural attractions, residents enjoy a vibrant community atmosphere that captures the essence of New England charm.

Old Saybrook is ideally located at the mouth of the Connecticut River, offering easy access to pristine beaches and scenic parks. The town is steeped in history, with landmarks like the Old Saybrook Lighthouse and the Katharine Hepburn Cultural Arts Center, which celebrate the area’s storied past. Outdoor enthusiasts will appreciate the abundance of recreational opportunities, from kayaking along the river to hiking in nearby nature preserves.

For those considering a move to this enchanting town, there’s an array of stunning condos for sale that perfectly blend comfort and convenience. These modern residences offer a low-maintenance lifestyle, allowing you to enjoy all that Old Saybrook has to offer without the burdens of traditional homeownership. Many condos feature open floor plans, contemporary finishes, and breathtaking views of the water or lush landscapes. Imagine sipping your morning coffee on a private balcony, soaking in the serene surroundings.

Whether you’re a first-time buyer, looking to downsize, or seeking a vacation retreat, Old Saybrook’s condos provide the ideal setting for your next chapter. Experience the perfect blend of coastal living and community charm—explore the condos for sale in Old Saybrook today!

Newest Old Saybrook Condos for Sale

$699,000

2 Beds ⋅ 2 Baths ⋅ 24191828 MLS ⋅ Chatham BLDG.

This sun-drenched ranch unit at Chatham balances modern style with unmatched convenience, situated moments from the vibrant shops and dining on Main Street. The beautifully updated, open-concept floor plan features soaring vaulted ceilings, gleaming hardwoods, and a natural gas fireplace with custom built-ins. Retreat to one of two private bedroom suites, or step outside from the main living area onto your expansive, privately-sited deck. Complete with an attached garage, pristine modern bathrooms, main-level laundry, and a massive, dry unfinished basement for seamless storage, this home delivers the freedom of condo living without sacrificing space. Embrace a relaxed lifestyle in one of the most dynamic and sought-after towns on the Connecticut Shoreline.

11 Coulter St Unit 7, Old Saybrook

$599,000

2 Beds ⋅ 3 Baths ⋅ 24129742 MLS ⋅ Summerwood Condo BLDG.

Move right into this beautifully renovated 1,557 sq. ft. townhouse condominium in the highly desirable Summerwood on the Sound! This turnkey home offers 2 bedrooms plus a spacious third-floor loft-perfect for a home office or 3rd bedroom. Thoughtfully updated throughout, the home features hardwood flooring on all three levels, 2 1/2 beautifully renovated bathrooms, Andersen Windows, a Bosch High-Efficiency heat pump (2024), and a Rheem 50-gallon hot water heater (2024), new roof 2019. The open and inviting floor plan is filled with abundant natural light and features a cozy fireplace in the living room, creating the perfect space for relaxing or entertaining. The updated kitchen offers granite countertops, stainless steel appliances, and an ideal layout for everyday living and hosting family and friends. Enjoy seamless indoor-outdoor living with a private deck off the dining room. Summerwood on the Sound offers exceptional resort-style amenities including a private beach, paddle board/canoe racks, swimming pool, tennis courts, and pickleball courts. Located just minutes from downtown Old Saybrook, marinas, shopping, and dining, this meticulously maintained home offers the perfect blend of luxury, comfort, and low-maintenance coastal living. Nothing to do but move in and enjoy!

120 Sandy Point Rd Unit 120, Old Saybrook

$529,000

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

$940,000

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

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