Refine Search
Sort by
$4,995,000
5 Beds 5 Baths 24195094 MLS
1716 Shippan Avenue represents a rare opportunity to own a legacy estate on 1.01 acres in Stamford's sought-after Shippan neighborhood. This distinguished Tudor home is comprised of approximately 6,000 square feet of timeless architectural character, sophisticated modern updates, and a thoughtfully designed 2016 renovation by Granoff Architects. With 5 bedrooms, 3 full and 2 half baths, the home is rich in detail, including original stained glass, oak paneling, unique solid oak arched interior doors, and three wood-burning fireplaces. Custom millwork, a Vermont slate roof, and new Marvin windows throughout further showcase the home's exceptional craftsmanship. The beautifully updated second-floor bathrooms feature custom cabinetry, bookmatched marble showers and countertops, and heated floors. In addition to generous living and entertaining spaces, the home also includes a finished lower level, a third-floor loft with water views (currently used as a home gym), and a charming attached greenhouse. Outside, a 40' x 20' gunite pool and spa, expansive patio, and mature gardenscape create a picturesque private oasis. Exceptionally private, the expansive grounds made up of 2 parcels provide an idyllic backdrop for sun-filled summer days, evenings spent poolside, and memorable gatherings with family and friends. Enjoy Shippan's waterfront community minutes away from the Stamford Yacht Club, local dining, and the express train to Manhattan.

1716 Shippan Ave, Stamford

$529,000
2 Beds 3 Baths 24205452 MLS Marina Bay BLDG.
Marina Bay waterfront living at its best! Two bedroom, two and a half bath townhouse style unit with a great layout. The main level invites an open feeling. The kitchen features stainless steel appliances, new quartz counters and backsplash. The living room hosts a wood burning fireplace. The dining area has sliders to a private balcony. The primary bedroom is located on the upper level with en-suite bath, walk in closet and sliders to your private balcony. Plenty of storage throughout and full sized, in unit washer and dryer. Some recent updates include new HVAC, LED lighting and outfitted closets. There's so much to love about Marina Bay in Shippan! Relax by the pool, watch the boats come and go and enjoy the rising or setting sun over the harbor. This is the good life!

61 Seaview Ave Unit 26, Stamford

$1,200,000
6 Beds 4 Baths 24203969 MLS
WATERFRONT LOCATION | TWO-FAMILY INVESTMENT OPPORTUNITY. Discover an exceptional opportunity at 82-84 Harbor Drive, a two-family property offering an attractive combination of lifestyle and investment potential in one of Stamford's sought-after coastal areas. Ideally located near the water, this property provides convenient access to Stamford's public beaches, parks, waterfront recreation, dining, shopping, and the vibrant Harbor Point district. Enjoy the best of coastal living with nearby access to West Beach and Cummings Park, where residents can take advantage of sandy beaches, Long Island Sound views, waterfront walks, recreational facilities, and outdoor activities. The surrounding neighborhood offers a blend of established residential streets and an evolving waterfront lifestyle, creating strong appeal for both residents and investors. Whether you're looking to expand a real estate portfolio, live in one unit while generating rental income from the other, or secure a property in a desirable waterfront market, 82-84 Harbor Drive presents a compelling opportunity. While remaining a short drive to downtown Stamford shops, restaurants, and the Metro-North station for commuting to New York City. Ideal location for enjoying waterfront living, outdoor recreation, and neighborhood convenience.

82-84 Harbor Dr, Stamford

$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

$1,175,000
3 Beds 4 Baths 24194947 MLS Shippan Gateway BLDG.
Welcome to 994 Shippan Avenue, Unit B-where spacious living, everyday convenience, and the unmistakable coastal lifestyle of Shippan Point come together. This beautifully designed residence offers three bedrooms, each with its own private en-suite bathroom, plus two additional half baths-one conveniently located on the main level and another in the finished lower level. The versatile lower level provides valuable additional living space, ideal for a family room, home office, gym, playroom, or guest retreat. Living in Shippan Point is about far more than owning a home-it is a lifestyle. Walk to West Beach, enjoy the waterfront paths and recreational amenities of nearby Cummings Park, and take in the coastal character of the neighborhood, home to the prestigious Stamford Yacht Club. From mornings by the water to evenings spent enjoying the sea breeze, Shippan Point offers a relaxed shoreline setting just minutes from the heart of Stamford. Some of the city's most beloved local destinations are also close by. Grab breakfast at Elm Street Diner, lunch at Brennan's, a legendary hot-oil pizza at Colony Grill, dinner at Cafe Silvium, and finish the evening with ice cream from Sunny Daes. Despite its peaceful coastal setting, the home remains exceptionally convenient to downtown Stamford, the Stamford Transportation Center, and I-95-making commuting into New York City easy while allowing you to return home to one of Stamford's most desirable waterfront communities.

994 Shippan Ave Unit B, 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

$2,500,000
12 Beds 9 Baths 24180538 MLS
20 Hanover St. #A features a well-maintained traditional multifamily totaling approximately 2,525 living sqft with (3) 2BR/1BA units. The property presents significant value-add potential through cosmetic renovations and future rent growth. 20 Hanover St. #B, constructed in 2003, consists of (3) spacious 2BR/1.5BA townhouse-style units totaling approximately 4,500 living sqft. Each unit offers highly desirable layouts with central air, finished basements, private decks, and modern townhouse living rarely found in this location. Highlights include strong tenant demand, excellent commuter location with close proximity to Metro-North and I-95, walkability to Stamford beaches and waterfront amenities, and a diversified unit mix attractive to a wide tenant pool. A rare opportunity for investors seeking a well-located multifamily portfolio in one of Stamford's strongest rental markets.

20 Hanover St, 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

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.