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Old Greenwich, CT Homes for Sale with Water View

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  • /38

    $6,300,000

    • 9 Beds
    • 6.5 Baths
    • 6,841 Sq Ft

    78 Khakum Wood Rd, Greenwich, CT 06831

    78 Khakum Wood occupies a premier position in one of Greenwich's most distinguished private enclaves. Originally envisioned by Newton Phelps Stokes and developed in collaboration with the renowned Olmsted Brothers, this exceptional property is set on 2.95 beautifully landscaped acres. The residence showcases its charming Tudor architecture with the characteristic pitched gabled roof, decorative

    Deborah Huffard Houlihan Lawrence

    78 Khakum Wood Rd, Greenwich, CT 06831
  • /69

    $3,500,000

    • 6 Beds
    • 7.5 Baths
    • 8,543 Sq Ft

    177 Long Close Rd, Stamford, CT 06902

    Perched high on a scenic knoll off a private road and set on nearly 4 acres of manicured grounds, this timeless estate is a rare opportunity to own one of Westover's most distinguished properties. Showcasing an 8,543 sq ft Georgian brick manor, built in 1989 with masterful attention to quality and detail, this renovated home offers a luxurious lifestyle with warmth and sophistication throughout.

    Anthony Ardino William Raveis Real Estate

    177 Long Close Rd, Stamford, CT 06902
  • /18

    $15,000,000

    • 8 Beds
    • 10.5 Baths
    • 10,171 Sq Ft

    16 Windrose Way, Greenwich, CT 06830

    Waterfront estate in coveted Mead Point, one of a few gated communities in Greenwich, ready for the next chapter. Prominently sited on 2 glorious acres with 225' of shorefront, luxurious pool and expansive open lawns. Amazing privacy with the Windrose Association 5-acre park next door, which has dock with electricity & water. Seven ensuite bedrooms; main floor primary suite. Grand reception hall

    Amanda Miller Houlihan Lawrence

    16 Windrose Way, Greenwich, CT 06830
  • /30

    $8,750,000

    • 5 Beds
    • 8 Baths
    • 9,619 Sq Ft

    10 Birch Ln, Greenwich, CT 06830

    Impeccably constructed colonial in Greenwich's Golden Triangle on 1.35 acres with pool bordered by a scenic pond. A double-height foyer leads to the formal living room and library, both with fireplaces. Chef's kitchen adjoins the family room with fireplace, butler's pantry, and formal dining room. French doors open to terrace with heated pool, barbecue and firepit. Mudroom and attached 4-car

    Joseph Barbieri Sotheby's International Realty

    10 Birch Ln, Greenwich, CT 06830
  • /37

    $18,500,000

    • 6 Beds
    • 9 Baths
    • 10,275 Sq Ft

    41 Meadow Wood Dr, Greenwich, CT 06830

    With breathtaking views of Long Island Sound, this custom-built Mediterranean-style home is nestled in an exclusive gated community known as Quarry Farm in Belle Haven. Featuring a terracotta-tiled roof, this luxurious home boasts 6-bedrooms and 6.3 baths on 4.7 acres of land. The central courtyard, which serves as the heart of the home, is surrounded by common living areas with extra-height

    Jennifer Ho Douglas Elliman of Connecticut

    41 Meadow Wood Dr, Greenwich, CT 06830
  • /15

    $2,200,000

    • Land
    • 0.46 Acre
    • $4,782,609 per Acre

    50 Signal Rd, Stamford, CT 06902

    Sound Beach Landing, an exceptional new waterfront community, where luxury meets tranquility in Stamford, Connecticut. Nestled along the beachfront shores of the Long Island Sound, this private enclave showcases breathtaking views of the historic Stamford Lighthouse. Design your new home on one of four half-acre lots, each boasting 100 feet of sandy beach and direct water frontage. The

    Leslie McElwreath Sotheby's International Realty

    50 Signal Rd, Stamford, CT 06902
  • /17

    $7,995,000

    • Land
    • 1.9 Acres
    • $4,207,895 per Acre

    2 Vista Dr, Greenwich, CT 06830

    Stunning waterfront building lot in the private downtown Indian Harbor Association with 24-hour security. This gated community has many luxury waterfront homes in the district. The expansive lot has 1.9 acres in a 1/2 zone, allowing for a substantial home to be built. This lot is not subdividable. There is 290 feet of waterfront on Long Island Sound with its own pier and dock. The owners had

    Barbara Wells Houlihan Lawrence

    2 Vista Dr, Greenwich, CT 06830
  • /25

    $579,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,199 Sq Ft

    2289 Bedford St Unit H13, Stamford, CT 06905

    Bright and spacious 2-bedroom, 2-full-bath second-floor end-unit in Stamford's sought-after Chesterfield gated community. Tucked at the end of the building for added privacy and flooded with natural light from oversized windows and skylights, this home feels open and airy the moment you step inside. The inviting living room features dramatic vaulted ceilings, a cozy wood-burning fireplace, and

    Jason Kinard BHGRE Shore & Country

    2289 Bedford St Unit H13, Stamford, CT 06905
  • /34

    $22,000,000

    • 7 Beds
    • 5.5 Baths
    • 6,166 Sq Ft

    36, 38, 0 Game Cock Rd, Greenwich, CT 06830

    36, 38 and 0 Game Cock Road make up this 1.1+ acre island property that has been enjoyed as a multi generational family compound. One of only a few Island properties in Greenwich, let alone the Connecticut shoreline, to have it's own private bridge for access. The property boasts a 7 bedroom, 5 bath 6166 SQ FT main house, 3 en-suite bedroom 3238 SQ FT guest house, boathouse for entertaining,

    Brett Smith Brown Harris Stevens CT, LLC

    36, 38, 0 Game Cock Rd, Greenwich, CT 06830
  • /17

    $7,995,000

    • Land
    • 1.9 Acres
    • $4,207,895 per Acre

    2 Vista Dr, Greenwich, CT 06830

    Stunning waterfront building lot in the private downtown Indian Harbor Association with 24-hour security. This gated community has many luxury waterfront homes in the district. The expansive lot has 1.9 acres in a 1/2 zone, allowing for a substantial home to be built. This lot is not subdividable. There is 290 feet of waterfront on Long Island Sound with its own pier and dock. The owners had

    Barbara Wells Houlihan Lawrence

    2 Vista Dr, Greenwich, CT 06830
  • /64

    $16,750,000

    • 5 Beds
    • 9 Baths
    • 13,031 Sq Ft

    50 Dingletown Rd, Greenwich, CT 06830

    Peace and tranquility amid 7.37 lush acres, just minutes from Downtown Greenwich: this is Harkaway Farm, a distinguished Georgian Colonial estate set behind stately stone pillars and impressive gates. A meandering drive carries you over a stone bridge fording a gentle stream, to the recently transformed home. Built exceptional craftsmanship the facade of the stately manner was preserved and

    Francine Ehrlich Sotheby's International Realty

    50 Dingletown Rd, Greenwich, CT 06830
  • /42

    $4,495,000

    • 3 Beds
    • 3 Baths
    • 2,464 Sq Ft

    4 Lafayette Ct Unit PH, Greenwich, CT 06830

    Experience elevated living in this fully renovated 3-bedroom, 3-bath penthouse perched at the top of Greenwich Avenue. As the only residence on the 7th floor, the elevator opens to your own personal vestibule offering privacy and exclusivity. Each room enjoys sweeping views of LI Sound, Greenwich and the Manhattan skyline creating a backdrop for extraordinary living. The sunlit open floor plan

    Carol Zuckert Sotheby's International Realty

    4 Lafayette Ct Unit PH, Greenwich, CT 06830
  • /50

    $13,750,000

    • 6 Beds
    • 8 Baths
    • 9,418 Sq Ft

    52 Carriglea Dr, Riverside, CT 06878

    Experience unparalleled luxury in this extraordinary custom-built Riverside waterfront residence. Nestled on 1.45 acres with 9,418 square feet of living space, this exceptional home, designed by acclaimed architect Cormac Byrne, boasts a seamless open-concept layout that promotes effortless flow throughout. Soaring ceilings and expansive windows flood the interiors with natural light,

    Stephen Archino Sotheby's International Realty

    52 Carriglea Dr, Riverside, CT 06878
  • /29

    $1,299,000

    • 3 Beds
    • 3.5 Baths
    • 2,950 Sq Ft

    104 Ritch Ave W Unit 6, Greenwich, CT 06830

    Beautifully designed brick townhouse in the heart of Byram. Built in 1999, this 2,446 sq ft home offers 3 bedrooms, 3.5 baths, and a two-car detached garage. The sun-filled interior features hardwood floors, an open-concept living area with fireplace, and a chef's kitchen with stainless steel appliances, stone countertops, and ample cabinetry. Upstairs includes a spacious primary suite with

    Peter Janis BHHS New England Properties

    104 Ritch Ave W Unit 6, Greenwich, CT 06830
  • /28

    $5,475,000

    • 4 Beds
    • 3.5 Baths
    • 3,821 Sq Ft

    636 Steamboat Rd Unit 3ABE, Greenwich, CT 06830

    LUXURY WATERFRONT LIVING IN HEART OF DOWNTOWN GREENWICH!Experience the best of luxury and convenience in this newly constructed 4-bedroom, 3.1-bath New York-style Co-op, featuring three private balconies... two balconies with breathtaking views of Greenwich Harbor extending to the open Sound.Designed for both style and function, the spectacular chef's kitchen boasts a sleek center island,

    Giselle Gibbs BHHS New England Properties

    636 Steamboat Rd Unit 3ABE, Greenwich, CT 06830
  • /30

    $4,995,000

    • 4 Beds
    • 3.5 Baths
    • 6,915 Sq Ft

    177 Indian Head Rd, Riverside, CT 06878

    Set on nearly 2 acres in one of Riverside's most coveted waterfront enclaves, this elegant colonial offers refined living and a sense of privacy and tranquility. A new cedar roof just completed in 2025. The first level features a living room with fireplace, expansive family room, formal dining room, and sunny gallery passageway with French doors. Access the secluded back patio from the open

    Remy Cook Corcoran Centric Realty LLC

    177 Indian Head Rd, Riverside, CT 06878
  • /30

    $925,000

    • 3 Beds
    • 5 Baths
    • 3,301 Sq Ft

    88 Maple Tree Ave Unit G, Stamford, CT 06906

    Welcome to The Maples, an exceptional townhome community nestled in a private, wooded enclave on the Darien border. This expansive 3,300 sq. ft. residence offers 3 bedrooms, 3 full baths, and 2 half baths spread across four finished levels. The main floor is designed for entertaining, featuring an open-concept layout that seamlessly connects the bright white kitchen-complete with marble

    Megan Pavia Berkshire Hathaway NE Prop.

    88 Maple Tree Ave Unit G, Stamford, CT 06906
  • /23

    $10,350,000

    • 5 Beds
    • 4 Baths
    • 8,223 Sq Ft

    111 Byram Shore Rd, Greenwich, CT 06830

    Dramatic views of Long Island Sound extend from this spectacular 1.50-acre property with 185 ft of direct water frontage, an 80-ft dock, a sandy boat launch and a 528 sq.ft. antique cottage. Walls of glass in the current 5-bedroom residence open to a spectacular deck with pool and panoramic views. Once part of the 43-acre Edgar Marston estate, the property includes c.1885 Queen Anne-style cottage

    Joseph Barbieri Sotheby's International Realty

    111 Byram Shore Rd, Greenwich, CT 06830
  • /27

    $2,149,000

    • 2 Beds
    • 2.5 Baths
    • 2,496 Sq Ft

    12 Sawmill Terrace, Greenwich, CT 06830

    Tucked away down quiet mid-country lane, surrounded by pretty woodlands is this modern styled one level home with 3 bedroom septic. Large open reception hall, large living room with fireplace, high ceilings, study/office area with built-ins, and large formal south facing dining room with oversized windows that overlook the front yard and lovely mature trees. A step down from the dining room

    Edward Mortimer Sotheby's International Realty

    12 Sawmill Terrace, Greenwich, CT 06830
  • /27

    $499,900

    • 2 Beds
    • 2.5 Baths
    • 1,450 Sq Ft

    61 Seaview Ave Unit 51, Stamford, CT 06902

    Enjoy coastal living in this beautifully proportioned townhouse, ideally located in sought-after Marina Bay. The thoughtfully designed main level features a galley kitchen, a formal dining room with balcony, and a generous living room with a cozy fireplace and convenient half bath. Upstairs, the expansive primary suite offers a private deck, a full en-suite bath, and a custom walk-in closet. The

    Yulka Markevich Iron Gates Realty

    61 Seaview Ave Unit 51, Stamford, CT 06902
  • /37

    $3,100,000

    • 4 Beds
    • 4.5 Baths
    • 3,866 Sq Ft

    22 Ocean Dr N, Stamford, CT 06902

    Experience luxurious waterfront living in this stunning home in the coveted Shippan Point neighborhood, offering breathtaking water views, seamless indoor-outdoor entertaining spaces, & exclusive 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,

    Dannel Malloy NestSeekers International

    22 Ocean Dr N, Stamford, CT 06902
  • /15

    $2,200,000

    • Land
    • 0.46 Acre
    • $4,782,609 per Acre

    46 Signal Rd, Stamford, CT 06902

    Sound Beach Landing, an exceptional new waterfront community, where luxury meets tranquility in Stamford, Connecticut. Nestled along the beachfront shores of the Long Island Sound, this private enclave showcases breathtaking views of the historic Stamford Lighthouse. Design your new home on one of four half-acre lots, each boasting 100 feet of sandy beach and direct water frontage. The

    Leslie McElwreath Sotheby's International Realty

    46 Signal Rd, Stamford, CT 06902
  • /17

    $16,750,000

    • 8 Beds
    • 11 Baths
    • 16,300 Sq Ft

    90 Oneida Dr, Greenwich, CT 06830

    Build your legacy in one of Greenwich, CT's most sought-after downtown gated communities. Approved plans and ready to break ground with local Award winning developer, Greenwich Custom Homes. A magnificent estate will be built with precision and finished with elegance, continuing to raise the bar for the finest living in Greenwich CT. This waterfront Georgian Colonial blends timeless elegance with

    Brian Milton Compass Connecticut, LLC

    90 Oneida Dr, Greenwich, CT 06830
  • /37

    $27,500,000

    • 8 Beds
    • 8 Baths
    • 11,536 Sq Ft

    276 Otter Rock Dr, Greenwich, CT 06830

    Magnificent formal gardens by renowned landscape architect Paul Gazerwitz set the stage for this historic 1890 Queen Anne with a pool and carriage house in the coveted Belle Haven Association. Blending historic elegance with modern sophistication, the 11,536 sq ft house was exquisitely restored and renovated by Markham Roberts, one of Architectural Digest's AD100 top interior designers. Featuring

    Joseph Barbieri Sotheby's International Realty

    276 Otter Rock Dr, Greenwich, CT 06830
  • /36

    $11,250,000

    • 5 Beds
    • 6 Baths
    • 5,638 Sq Ft

    200 Shore Rd, Old Greenwich, CT 06870

    Spectacular Waterfront Living in Lucas Point! Wake up to breathtaking sunrise views of Long Island Sound from this stunning Nantucket-style coastal retreat, nestled in the heart of sought-after Lucas Point. Just a short stroll to the private association beach, boat dock, and iconic Tod's Point, this home is your gateway to the ultimate Greenwich lifestyle. Thoughtfully designed for both relaxed

    Robert Johnson Brown Harris Stevens CT, LLC

    200 Shore Rd, Old Greenwich, CT 06870
  • /15

    $2,200,000

    • Land
    • 0.46 Acre
    • $4,782,609 per Acre

    54 Signal Rd, Stamford, CT 06902

    Sound Beach Landing, an exceptional new waterfront community, where luxury meets tranquility in Stamford, Connecticut. Nestled along the beachfront shores of the Long Island Sound, this private enclave showcases breathtaking views of the historic Stamford Lighthouse. Design your new home on one of four half-acre lots, each boasting 100 feet of sandy beach and direct water frontage. The

    Leslie McElwreath Sotheby's International Realty

    54 Signal Rd, Stamford, CT 06902
  • /39

    $2,950,000

    • 4 Beds
    • 4 Baths
    • 3,132 Sq Ft

    64 Ocean Dr E, Stamford, CT 06902

    Waterfront living at its finest. Situated directly on the Long Island Sound, this 4+ bedroom, 4-bath residence offers 75 feet of sweeping, unobstructed frontage-placing the shoreline quite literally at your doorstep. At low tide, a private sandy stretch emerges, creating a beachfront setting ideal for launching kayaks, paddle boards, or mooring a boat. Inside, light-filled interiors flow

    Ryan Dichter Compass Connecticut, LLC

    64 Ocean Dr E, Stamford, CT 06902
  • /38

    $7,950,000

    • 6 Beds
    • 9 Baths
    • 8,970 Sq Ft

    105 Woodside Dr, Greenwich, CT 06830

    This stately prewar stone manor, located in the exclusive gated community of Milbrook, has been thoughtfully expanded and reimagined for modern living while preserving its timeless elegance. Stepping into the grand foyer, graced with a beautiful curved staircase, the home reveals its extraordinary character and sophistication.Designed for both comfortable living and exceptional entertaining,

    Sarah Muir Houlihan Lawrence

    105 Woodside Dr, Greenwich, CT 06830
  • /16

    $835,000

    • 2 Beds
    • 2.5 Baths
    • 1,530 Sq Ft

    1 Broad St Unit PH26E, Stamford, CT 06901

    One of the highest demand buildings in Stamford. Unit features 2 large bedrooms with updated kitchen. 3 custom designed closets provide more than usual storage space. Open walls provide a much more spacious look and feel. Must be seen to truly appreciate. I would hurry since this unit will be gone before you know it.

    Jeff Stern Grand Estates LLC

    1 Broad St Unit PH26E, Stamford, CT 06901
  • /32

    $1,850,000

    • 3 Beds
    • 3.5 Baths
    • 2,904 Sq Ft

    33 E Lyon Farm Dr, Greenwich, CT 06831

    Renovated center hall ''B'' unit with 3 floors of living space. Come enjoy the 13 acres of parklike property in peaceful East Lyon Farm. The first floor offers a renovated kitchen/dining area, formal living room with vaulted ceilings and marble fireplace, and a first-floor bedroom and bath. Upstairs has two bedrooms, both en-suite, with tranquil nature views. An oversized deck off the first floor

    Barbara Lusk BHHS New England Properties

    33 E Lyon Farm Dr, Greenwich, CT 06831
  • /15

    $2,200,000

    • Land
    • 0.53 Acre
    • $4,150,943 per Acre

    42 Signal Rd, Stamford, CT 06902

    Sound Beach Landing, an exceptional new waterfront community, where luxury meets tranquility in Stamford, Connecticut. Nestled along the beachfront shores of the Long Island Sound, this private enclave showcases breathtaking views of the historic Stamford Lighthouse. Design your new home on one of four half-acre lots, each boasting 100 feet of sandy beach and direct water frontage. The

    Leslie McElwreath Sotheby's International Realty

    42 Signal Rd, Stamford, CT 06902
  • /22

    $13,750,000

    • 6 Beds
    • 8 Baths
    • 9,189 Sq Ft

    411 Stanwich Rd, Greenwich, CT 06830

    Welcome to Mead Farm - exquisitely renovated and transformed mid country Greenwich estate that blends historic character with modern luxury. Set on nearly 6 acres in a 2 acre zone, this 9,189 SF residence offers 6 bedrooms, 6 full and 2 half baths. A recent multi-year renovation by renowned designer Thom Filicia, paired with award-winning landscaping by James Doyle, elevates the property to a

    Amanda Bates Houlihan Lawrence Inc.

    411 Stanwich Rd, Greenwich, CT 06830
  • /39

    $45,000,000

    • 6 Beds
    • 8 Baths
    • 12,492 Sq Ft

    545 Indian Field Rd, Greenwich, CT 06830

    A rare waterfront estate of true scale and presence, this reimagined coastal masterpiece commands 1.6 acres on the Long Island Sound with sweeping, unobstructed horizon views. Rebuilt from the foundation up, the home delivers level beachfront living with powerful architectural lines, floor-to-ceiling glass, and a seamless connection to the water at every turn. The approach opens to a 19-foot

    Jesse Marinak Serhant Connecticut LLC

    545 Indian Field Rd, Greenwich, CT 06830
  • /29

    $2,350,000

    • 5 Beds
    • 5 Baths
    • 3,598 Sq Ft

    201 Shore Rd, Greenwich, CT 06830

    1st house on Belle Haven peninsula offers bucolic commuter convenience in a most sought-after enclave overlooking Greenwich Harbor. Positioned atop slope with outstanding Harbor views, this 5 bed, 3 full & two half bathroom residence spans 3,598 sqft. Cleverly renovated to maximize water views with upgraded systems & interior improvements, this home marries smart functional privacy with today's

    Meg McAuley Kaicher Coldwell Banker Realty

    201 Shore Rd, Greenwich, CT 06830
  • /71

    $9,870,000

    • 6 Beds
    • 6.5 Baths
    • 7,456 Sq Ft

    546 Lake Ave, Greenwich, CT 06830

    PRIME MID-COUNTRY with 2.83 acres on Lake Avenue in GREENWICH, CT. This impressive stone home has undergone a complete gut renovation. Original architectural details are retained and enhanced with a new chic aesthetic of expansive living areas, sun-drenched rooms and soaring ceilings. The incredible Chef's Kitchen opens through two dramatic stone arched doorways to the family room w/fireplace and

    Mary Jones Sotheby's International Realty

    546 Lake Ave, Greenwich, CT 06830
  • /31

    $1,999,000

    • 4 Beds
    • 2.5 Baths
    • 2,540 Sq Ft

    37 Miltiades Ave, Riverside, CT 06878

    This timeless Colonial, completely rebuilt in 2002, offers sun-filled living with hardwood floors and water views from several rooms. The main level includes a living room with fireplace, formal dining, family room, and a kitchen with island, stainless appliances, quality cabinetry, and ample counter space, plus a mudroom to a wisteria-covered deck. A versatile office/bedroom and half bath

    Linda Blackwell Houlihan Lawrence

    37 Miltiades Ave, Riverside, CT 06878
  • /37

    $8,490,000

    • 5 Beds
    • 7 Baths
    • 4,448 Sq Ft

    10 W Crossway, Old Greenwich, CT 06870

    See Video....Welcome to your dream vacation-like setting! This bright and spacious 5 bed 7 bath property boasts a tranquil ambiance with stunning sunsets that will take your breath away. Perfect for cozy evenings looking at the water. Multiple options for offices including bonus space above the garage are the perfect Zoom refuge. Entertain and relax on the inviting patios while taking in the

    Christian Perry Sotheby's International Realty

    10 W Crossway, Old Greenwich, CT 06870
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