Shippan Homes for Sale

Welcome to Shippan, a hidden gem nestled in the picturesque city of Stamford, Connecticut. This charming waterfront neighborhood is renowned for its stunning coastal views, vibrant community spirit, and serene ambiance. Shippan boasts a unique blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

As you stroll through the tree-lined streets, you’ll be captivated by the array of beautifully maintained homes that reflect a variety of architectural styles, from classic New England charm to modern coastal designs. Many properties offer breathtaking views of Long Island Sound, providing the perfect backdrop for your dream home. With homes for sale in Shippan, you have the opportunity to invest in a lifestyle that embraces both relaxation and recreation.

The neighborhood is not just about stunning residences; it also offers a wealth of amenities. Enjoy leisurely walks along the scenic waterfront, access to private beaches, and a host of parks perfect for picnics and outdoor activities. Shippan is conveniently located near local shops, restaurants, and top-rated schools, ensuring that everything you need is just a stone’s throw away.

For those who enjoy an active lifestyle, the nearby marina and yacht clubs offer endless opportunities for sailing and water sports. Plus, with easy access to major highways and public transportation, commuting to New York City is a breeze.

Discover the charm of Shippan and explore the homes for sale in this idyllic neighborhood. Embrace a life where coastal living meets community warmth—your dream home awaits!

Newest Shippan Homes for Sale

$1,295,000

5 Beds ⋅ 4 Baths ⋅ 24192557 MLS

Offered for the first time in over 80 years, this cherished Shippan Point residence has been proudly owned by the same family since 1943. Set on a beautifully landscaped .37-acre lot, this classic 5-bedroom, 2 full and 2 half bath home blends timeless character. Rich hardwood floors extend throughout all five bedrooms, the spacious living room with fireplace, formal dining room, and inviting sunroom, preserving the home's warmth and original charm. A detached two-car garage and expansive driveway provide ample parking, while the private backyard offers endless opportunities for outdoor enjoyment. Experience the best of Shippan Point living at the Downs Avenue community beach. Ideally located just 3 minutes from West Beach and Czesiks Marina, and only 5 minutes to Stamford Train Station, I-95, and Chelsea Piers Connecticut, providing convenient access to New York City and local amenities. A rare opportunity to restore, renovate, or simply appreciate a home that has remained in one family's care for generations. Sold "AS IS."

34 Downs Ave, Stamford

$3,295,000

6 Beds ⋅ 6 Baths ⋅ 24195176 MLS

Reimagined and elevated, this top grade colonial offers over 7,000 sq ft of living space across 4 finished levels, enhanced by an extensive, no-expense-spared renovation. Beautiful millwork sets the tone from the statement-making 2-story foyer. The kitchen, dining room, and family room were opened into one sun-filled gathering space, anchored by a fully updated chef's kitchen with induction range, double wall ovens, and an oversized eat-at Island. The family room, warmed by a stone gas fireplace, flows to the fenced backyard, now featuring a new outdoor kitchen for al fresco entertaining. A living room with gas fireplace, plus mud room and laundry off the 2-car garage, complete the main level. Upstairs, the primary suite was reworked with a sitting area, new luxe spa bath, dual sinks, soaking tub, steam shower, and expanded closets. The renovation also added a 5th bedroom to this level, for five bedrooms total (one ensuite). The 3rd level offers custom millwork, an office/living area, and full bath - ideal as a Guest Suite. The Lower Level features a TV/Living and Bar area with two fridges, a dishwasher, and ice maker, beamed ceilings, and stone gas fireplace, plus a climate-controlled wine room, 17'x13' home gym, playroom, and bedroom with full bath. 5 minutes to your private neighborhood beach and Stamford Yacht Club, 6 minutes to Metro North, 1 mile to Chelsea Piers. A rare, fully renovated luxury home in one of Stamford's premier waterfront enclaves.

25 Sagamore Rd, Stamford

$14,500,000

6 Beds ⋅ 8 Baths ⋅ 24184829 MLS

Completed in 2023 and designed by Michael Smith Architects, this extraordinary six bedroom waterfront residence offers more than 8,700 square feet of luxury living along one of Stamford's most coveted stretches of Ocean Drive West. Built two feet above FEMA flood elevation requirements and featuring sweeping views of Long Island Sound from every principal room, the home combines timeless coastal architecture, exceptional craftsmanship, and modern construction. Thoughtfully designed for both grand entertaining and everyday living, the residence balances expansive gathering spaces with private retreats, all oriented toward the water. A cedar shake exterior, stone detailing, and sunrise to sunset exposure define the home's striking waterfront presence. Across three levels, terraces, balconies, and principal living spaces are carefully positioned to capture panoramic views of Long Island Sound, creating a seamless connection between the interior and the surrounding landscape. The result is a residence equally suited for weekend escapes, year round living, and large scale entertaining.

379 Ocean Dr W, Stamford

$10,995,000

5 Beds ⋅ 6 Baths ⋅ 24181580 MLS

Surrounded by the Long Island Sound on three sides, this extraordinary waterfront compound has defined the southern tip of Shippan Point for more than a century. Set on a private peninsula, it offers the rare privilege of watching the sun rise over the Sound and set back into the water with the Manhattan skyline shimmering in the distance. Designed by Hunt & Hunt Architects and completed in 1914 for inventor Thomas Robins, the main residence has been thoughtfully renovated and modernized throughout, including new electrical and plumbing systems, an expanded eat-in chef's kitchen, and beautifully reimagined open living and dining spaces designed for both grand entertaining and everyday living. Exceptional fixtures, finishes, and craftsmanship complement the home's historic pedigree, while every room is carefully oriented to capture sweeping panoramic water views. The main level is further enhanced by a stunning solarium with fireplace, offering a year-round retreat immersed in the surrounding waterfront landscape. The second floor is anchored by a newly improved primary suite featuring a private balcony with panoramic views across the gardens and Long Island Sound, a luxurious spa-inspired bath, and an expansive dressing room. Three additional bedrooms, a private office, and a versatile room complete this level, providing exceptional flexibility for family living, guests, and work-from-home needs. A charming gatehouse with guest quarters above welcomes guests to the

123 Saddle Rock Rd, Stamford

$3,100,000

4 Beds ⋅ 5 Baths ⋅ 24178294 MLS

Experience luxurious waterfront living in this stunning home in the coveted Shippan Point neighborhood, offering breathtaking water views, seamless indoor-outdoor entertaining spaces, & private access to the ALC association's private park, beach, & playground with an annual membership. The open-concept first floor features a gourmet kitchen with a gas Wolf Range, Sub-Zero refrigerator, breakfast bar, & a large island with double-sided seating, all overlooking expansive water vistas. Enjoy unparalleled front-row seats to Stamford's Fourth of July Fireworks, & year-round sunrises from your living room & patio. The primary suite provides a luxurious bath and an expansive deck overlooking Long Island Sound. Additionally, a first-floor suite with separate access is complemented by a full wet bar & en suite bathroom. Upstairs, enjoy a water-facing bedroom with bay window views, a full hallway bathroom, & a third-floor retreat with another water-facing bedroom, full bath, sitting room, and cedar closet. The finished basement offers an exercise area, lounge, laundry, and ample storage. Located within a short distance to West Beach, Brennan's Pub, Stamford Yacht Club, Woodway Beach Club & just minutes from Cummings Park, Cafe Silvium, shops, restaurants, concerts, and movies in downtown Stamford, with easy access to the train to NYC-just five minutes away-this serene waterfront oasis combines luxury, convenience, and community for an unparalleled living experience.

22 Ocean Dr N, Stamford

$2,000,000

5 Beds ⋅ 4 Baths ⋅ 24148148 MLS

Set in Stamford's coveted Shippan Point waterfront community, this renovated home offers a flexible, livable layout. The main level features hardwood floors, a chef-caliber kitchen with high-end appliances and generous prep space, a large dining area, a comfortable living room, and a wraparound deck overlooking a private patio. Three nicely sized bedrooms on the main level include one of two primary suite options, each with a full bath and custom-designed walk-in closet. The lower level adds an office/or 5th bedroom, a spacious family room with exercise equipment, and a private suite, with access to the patio and a top-of-the-line Sundance Maxxus six-person spa. An easy walk to the water and neighborhood beaches, and minutes to Metro-North, Harbor Point, and downtown Stamford. Must see to appreciate.

61 Hobson St, Stamford

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