Old Saybrook Homes with Cape Cod Style

Welcome to Old Saybrook, Connecticut—a charming coastal town steeped in history and brimming with New England charm. Nestled at the mouth of the Connecticut River, Old Saybrook boasts stunning waterfront views, picturesque parks, and a vibrant community that celebrates both its rich heritage and modern amenities. With its quaint downtown area filled with boutique shops, delightful eateries, and cultural attractions like the Katharine Hepburn Cultural Arts Center, Old Saybrook offers a unique blend of relaxation and excitement.

One of the standout features of this enchanting town is its collection of Cape Cod style homes. These iconic residences, characterized by their steep roofs, symmetrical facades, and cozy, inviting interiors, perfectly complement the scenic beauty of Old Saybrook. The Cape Cod style, originally designed for practicality and comfort, has evolved into a beloved architectural choice for those seeking a slice of New England charm. These homes often feature charming details like dormer windows, shingle siding, and inviting front porches, making them ideal for both year-round living and seasonal retreats.

Living in Old Saybrook means embracing a lifestyle that balances tranquility with community spirit. Residents enjoy easy access to beautiful beaches, nature trails, and a variety of recreational activities. Whether you’re strolling along the shoreline, exploring the local art scene, or simply enjoying a cup of coffee at a cozy café, Old Saybrook invites you to experience the best of coastal Connecticut living. Discover your dream Cape Cod style home in this delightful town, where history and natural beauty come together to create an idyllic setting for your next chapter.

Newest Old Saybrook Homes with Cape Cod Style

$675,000

3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24193791 MLS

Located in the highly sought-after shoreline town of Old Saybrook, this charming Cape offers character, comfort, and exceptional curb appeal. Set on 1.14 beautiful acres in the desirable Otter Cove neighborhood, this well-maintained three-bedroom, two-bath home is ready for its next owners. The updated kitchen features heated tiled floors, while the main level offers a spacious bedroom with a cedar-lined closet, convenient first-floor laundry, a bright den/library with a bay window, a welcoming living room with a stone propane fireplace, and a separate dining room. Upstairs you'll find two generously sized bedrooms, each with cozy dormer sitting areas, plus a walk-in attic for additional storage. A full basement, detached two-car garage, two storage sheds and abundant space for hobbies, storage, or a workshop. Lovingly cared for over the years, this special property is ready for you to make it your own.

84 Ayers Point Rd, Old Saybrook

$775,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24190439 MLS

Welcome to 14 Seagull Road, where the best of Connecticut shoreline living begins just outside your front door. Tucked within the sought-after Knollwood Beach community, this updated cape is just a 3-minute walk to the ocean. Enjoy waterfront strolls, kayaking, swimming, pickleball at the clubhouse, and spectacular sunsets over Long Island Sound. Knollwood Beach is more than a neighborhood... it's a lifestyle. With four-season beach access, scenic shoreline walks, and a welcoming community, every season offers a new reason to enjoy life by the water. From the street, this charming cape feels warm and inviting. Inside, discover a home that lives larger than it appears, featuring an open floor plan, gas fireplace, enclosed porch, and spaces that invite you to slow down, hang your hat, and feel at home. Offering four bedrooms and two full baths, with two bedrooms and a full bath on the main level, the flexible layout suits guests, a home office, or everyday living. A spacious laundry room and low-maintenance, shaded backyard complete the home. Recent updates include a new septic system, central air, Vaughn hot water heater, refinished hardwood floors, added upstairs hardwood, fresh paint, updated lighting, upstairs bath updates, newer kitchen appliances, rebuilt screened porch roof, and a bluestone walkway. Not in a flood zone. Strong rental history. Ideal as a year-round home, weekend retreat, or investment.

14 Seagull Rd, Old Saybrook

$899,000

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

$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

$2,295,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24186858 MLS

Experience the pinnacle of Connecticut shoreline living in this exquisitely remodeled coastal retreat, ideally located just three homes from the private association beach in the Saybrook Manor Beach community. Blending timeless coastal elegance with today's most desirable amenities, this exceptional four-bedroom, two-bath home provides the perfect balance of luxury, comfort, and effortless entertaining. From the moment you arrive, you'll appreciate the impressive circular paver driveway with parking for up to nine vehicles. The inviting oversized Trex front deck sets the stage for relaxing and enjoying the refreshing sea breeze just steps from the beach. Inside, thoughtfully designed living spaces showcase quality craftsmanship and a welcoming open flow. The beautifully remodeled eat-in kitchen is a chef's dream, featuring abundant cabinetry, generous counterspace, 2 wine chillers, oversized island and 6 burner gas stove/cooktop. The spacious living room is anchored by a gas log fireplace with space for gatherings and adjacent to the large dining area perfect for entertaining. With four generously sized bedrooms aloft and two beautifully updated baths, this home provides ample space for family and guests alike. Modern mechanical updates include efficient propane heat, central air conditioning, and on-demand hot water, ensuring year-round comfort. The backyard is nothing short of a private resort. Completely reimagined into a landscaped lot that screams bring on Summer!!!

81 Hartford Ave, Old Saybrook

$1,099,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24188114 MLS

Experience the best of Old Saybrook shoreline living at 96 Ayers Point Road. This exceptional 4/5-bedroom coastal home offers panoramic marsh and Connecticut River views from a private setting with no flood insurance required. Recently painted and designed for effortless indoor-outdoor living, the home features an in-ground gunite pool, an expansive wraparound deck, walls of glass and oversized windows, multiple fireplaces, and a flexible floor plan with a main-level or second-floor primary suite. Rich Saltillo terracotta tile flooring adds warmth, character, and timeless coastal style. Walls of glass fill the home with natural light while framing the ever-changing marsh and Connecticut River views. Spend hours relaxing on the wraparound deck overlooking the peaceful marsh, enjoying spectacular sunsets, abundant wildlife, and tranquil water views, or entertain poolside in your private backyard oasis. The updated eat-in kitchen features new quartz countertops, a 6-burner gas cooktop, and French doors opening to the deck for seamless indoor-outdoor entertaining. A vaulted main level room offers flexible space for a family room, home office, studio, or guest suite. The walkout lower level provides additional living, recreation, or fitness potential. Additional highlights include a new roof, central A/C just over one year old, a 2-car garage, and both gas and wood-burning fireplaces. Minutes from Safe Harbor Saybrook Marina, the public boat launch, beaches, downtown

96 Ayers Point Rd, Old Saybrook

$1,495,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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. Latest six months electricity bills have been zero, monthly panel lease is $137.00. Documentation available.

77 Essex Road Rd, Old Saybrook

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