Old Saybrook Homes with Contemporary Style

Old Saybrook Homes with Contemporary Style

Welcome to Old Saybrook, Connecticut, a charming coastal town nestled in Middlesex County, where history meets modern living. Known for its picturesque waterfront views and rich maritime heritage, Old Saybrook offers residents a unique blend of small-town charm and contemporary convenience. With a vibrant downtown filled with boutique shops, delightful eateries, and cultural attractions, this town is perfect for those seeking a relaxed yet engaging lifestyle.

Old Saybrook is not just a destination; it’s a community that celebrates its heritage while embracing the future. The town is home to stunning parks, scenic beaches, and the iconic Saybrook Point, where the Connecticut River meets Long Island Sound. Outdoor enthusiasts will revel in the abundance of recreational activities, from boating and fishing to hiking along the scenic trails of the nearby preserves.

For those in search of contemporary homes, Old Saybrook boasts an impressive selection of modern residences that cater to today’s discerning buyers. These homes often feature open floor plans, sleek designs, and energy-efficient amenities, providing a perfect backdrop for both relaxation and entertaining. Imagine sipping your morning coffee on a sun-drenched deck or hosting friends in a stylish, airy living space that seamlessly blends indoor and outdoor living.

Whether you’re drawn to the tranquil beaches, the vibrant community spirit, or the allure of contemporary homes, Old Saybrook offers an exceptional quality of life. Discover your dream home in this idyllic town, where every day feels like a vacation.

Newest Old Saybrook Homes with Contemporary Style

514 Main St, Old Saybrook
$2,495,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24197382 MLS
Welcome to 514 Main Street, a waterfront custom-crafted home built in 2006 with unobstructed, expansive views of North Cove. This coastal-inspired retreat blends sophisticated elegance with everyday functionality. Boasting 3,766 square feet, this home has 4-bedrooms, 3.1-baths with an open-air concept that centers around a spectacular great room, setting the stage for seamless entertaining and comfortable daily living. Steeped in high-end finishes, the main level features an expansive chef's kitchen equipped with granite countertops, a large island, a dedicated walk-in pantry, separate bar/prep sink and double wall ovens. It transitions effortlessly into the dining area, which opens onto a tranquil screened porch directly overlooking North Cove-your future favorite spot for morning coffee or relaxing summer evenings. The highly desirable first-floor layout includes a luxurious primary master suite complete with a spa-like bath. Ideal for modern remote work, the main level offers a dedicated home office plus a separate quiet study. Upstairs, the home continues to impress with a playroom/rec room outfitted with custom built-in bookshelves. Tucked away on yet another level is a unique "Crow's Nest"-a perfect reading nook or a great space for a spin cycle with an amazing view of both North and South Coves. Complete your day with your favorite beverage on the balcony, watching the sailboats as they return to their moorings in the protected cove.

514 Main St, Old Saybrook
5 Connally Dr, Old Saybrook
$659,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24208801 MLS
Tucked away on a beautiful, wooded 1.5-acre lot, this home offers a rare blend of absolute privacy and everyday convenience. Step inside to a freshly painted, 2,606sqft 3 bed and 3 bath open-concept floor plan designed for seamless modern living and effortless entertaining. The heart of the home is anchored by a large kitchen featuring granite countertops, an island with high-top seating, ample cabinet space, and a functional layout that flows beautifully into the main living space. This main living space features a dramatic living room with a wall of windows that frame peaceful nature views and a soaring cathedral ceiling that maximize the sense of space and light. A dedicated home office, or potentially a first floor bedroom, a distinct step-down dining room, and a gorgeous full bathroom complete the first floor. Three generous bedrooms and two more full baths upstairs provide plenty of room for family or guests. The finished walkout basement allows for seamless outdoor access, making it a perfect rec room, gym, or media center. Outside, the expansive deck serves as the ideal backdrop for al-fresco dining, summer barbecues, or quiet mornings enjoying your peaceful, private outdoor space. Situated just minutes from Old Saybrook's vibrant town center and train station, this home provides a quiet escape with upscale dining, boutique shopping, beautiful shoreline beaches and a 1,000 acre nature preserve just a short distance away.

5 Connally Dr, Old Saybrook
5 Sand Creek Dr, Old Saybrook
$995,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24205576 MLS
Welcome to 5 Sand Creek Drive, a truly unique coastal contemporary in Old Saybrook, beautifully positioned to capture stunning marsh and water views. Filled with natural light and designed around its exceptional setting, this distinctive home offers an open floor plan, brand-new windows throughout, and wonderful spaces for both everyday living and entertaining. The dramatic living room is a standout, featuring a vaulted ceiling and stunning stone wood-burning fireplace that creates a warm and inviting focal point. A separate den offers another comfortable gathering space with a gas log stove, while the open layout allows the main living areas to flow seamlessly together. The first floor provides exceptional flexibility with a spacious primary suite, plus a second first-floor bedroom and an additional full bath-ideal for guests, extended family, or one-level living. Upstairs, a loft-style second level offers three additional bedrooms, a full bath, and a bonus room, providing plenty of space for family, guests, a home office, or recreation. Outdoor living is just as special. Step onto the deck and take in the peaceful marsh and water views or follow the exterior spiral staircase to the widow's-walk-style upper deck, where the elevated vantage point showcases the surrounding coastal landscape. A 3-car attached garage provides generous parking and storage, while the home's contemporary architecture beautifully complements its shoreline setting.

5 Sand Creek Dr, 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
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