Greenwich, CT Homes for Sale with Pool

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  $5,499,000

  • 8 Beds
  • 10 Baths
  • 7,884 Sq Ft

  35 Wilshire Rd, Greenwich, CT 06831

  Overlooking Wilshire Pond, 35 Wilshire Road is a rare modern backcountry compound set on 5.29 private acres with a true resort-like feel. Designed by noted architect Gerald Schiff, the home offers approx. 7,884 sq ft, 8 total beds & baths, bold entertaining spaces, and dramatic architectural details throughout. Amenities include a natural pool with waterfall and 15+ ft deep diving well, stone

  Deborah Ward Sotheby's International Realty

  35 Wilshire Rd, Greenwich, CT 06831
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  /50

  $6,995,000

  • 6 Beds
  • 8 Baths
  • 8,330 Sq Ft

  23 Wyckham Hill Ln, Greenwich, CT 06831

  Set on over two acres of exquisitely manicured grounds, this exceptional six-bedroom Georgian estate offers approximately 8,500 square feet of elegant living space, including the finished lower level. Beautifully proportioned interiors feature refined formal rooms, a chef's kitchen with premium appliances and marble island, an inviting family room, library, and a luxurious primary suite with

  Eva Penson Sotheby's International Realty

  23 Wyckham Hill Ln, Greenwich, CT 06831
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  $6,900,000

  $1M PRICE DROP

  • 5 Beds
  • 5 Baths
  • 3,669 Sq Ft

  640 Round Hill Rd, Greenwich, CT 06831

  A fully renovated antique farmhouse offering approximately 3,669 square feet of refined living space, a pool, party barn, equestrian with 3 stalls and tack room set on extraordinary level acreage with sweeping meadow views and an irreplaceable country setting across from protected conservation land with direct access to the Greenwich Riding Trails. The residence blends historic authenticity with

  Monica Webster Douglas Elliman of Connecticut

  640 Round Hill Rd, Greenwich, CT 06831
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  $3,500,000

  • 5 Beds
  • 5.5 Baths
  • 4,862 Sq Ft

  993 Lake Ave, Greenwich, CT 06831

  A private drive winds through over four acres of beautifully wooded grounds to this charming five-bedroom home offering exceptional privacy and a flexible floor plan for today's lifestyle. The recently renovated interior features a living room with fireplace and sun-filled dining room, creating elegant spaces for entertaining. Open-plan kitchen, breakfast area, and family room with a wood-burning

  Julie Church Houlihan Lawrence

  993 Lake Ave, Greenwich, CT 06831
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  $12,100,000

  • 6 Beds
  • 13 Baths
  • 11,668 Sq Ft

  524 Lake Ave, Greenwich, CT 06830

  A gated drive opens to this elegant six-bedroom Mid-Country Manor overlooking tranquil views of Horseneck Brook. A stone courtyard introduces the dramatic four-story residence with elegant foyer, where sweeping butterfly staircases and limestone floors create a striking architectural welcome. From the gracious gallery hall, beautifully proportioned formal and informal rooms unfold-including

  Leslie McElwreath Sotheby's International Realty

  524 Lake Ave, Greenwich, CT 06830
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  /42

  $6,750,000

  • 5 Beds
  • 7 Baths
  • 9,493 Sq Ft

  991 Lake Ave, Greenwich, CT 06831

  A truly exceptional Greenwich estate combining privacy, sophistication in a coveted backcountry setting. Set on four secluded acres, this classic European-inspired residence offers timeless elegance and exceptional living spaces. The main level features a gourmet chef's kitchen, charming family room with fireplace, formal dining room, dramatic beamed living room with stone fireplace,and double

  Susan Fleisher Coldwell Banker Realty

  991 Lake Ave, Greenwich, CT 06831
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  $5,850,000

  • 5 Beds
  • 6 Baths
  • 4,946 Sq Ft

  21 Pecksland Rd, Greenwich, CT 06831

  One level living at its best! A gated drive introduces this beautifully appointed stone residence, gracefully set on over two exquisitely landscaped Mid-Country acres. Light-filled interiors offer a rare combination of scale and comfort, and are defined by dramatic ceiling heights, expansive windows, and beautifully proportioned spaces. A generous entry flows to the formal dining and living

  Leslie McElwreath Sotheby's International Realty

  21 Pecksland Rd, Greenwich, CT 06831
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  /16

  $14,750,000

  New Construction $900K PRICE INCREASE

  • 7 Beds
  • 9 Baths
  • 10,496 Sq Ft

  133 Doubling Rd, Greenwich, CT 06830

  Stunning 6-bedroom Colonial in Mid-Country currently underway (Summer '26 completion). Designed to impress by the renowned Alex Kaali-Nagy Architect AIA with a traditional exterior look, quintessential Greenwich, but a transitional interior with 4 finished levels and thoughtful design touches throughout, including extensive millwork. Exceptional primary suite with walk-in dressing rooms, plus 5

  Amanda Miller Houlihan Lawrence

  133 Doubling Rd, Greenwich, CT 06830
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  $100,000,000

  • 8 Beds
  • 14 Baths
  • 13,163 Sq Ft

  108 Cedar Cliff Rd, Riverside, CT 06878

  Perched in timeless elegance atop an expansive 2.91-acre gated peninsula, with best-in-class views of the Manhattan skyline and the shimmering Long Island Sound, Cedar Cliff is a Mediterranean villa of unrivaled pedigree and commanding presence. Privately situated along a secluded road within Riverside's prestigious Indian Head Association, this storied property occupies the historic grounds of

  Leslie McElwreath Sotheby's International Realty

  108 Cedar Cliff Rd, Riverside, CT 06878
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  $7,450,000

  • 6 Beds
  • 7 Baths
  • 6,972 Sq Ft

  736 Lake Ave, Greenwich, CT 06830

  Timeless 1925 Colonial reimagined for modern living. Set on oversized, stunning 3.43 private acres in a coveted Mid-Country Greenwich location, this exceptional estate offers over 7,000 square feet of beautifully updated living space. Thoughtfully transformed, the home seamlessly blends the architectural character and craftsmanship of a bygone era with sleek contemporary design and today's most

  Stephen Archino Sotheby's International Realty

  736 Lake Ave, Greenwich, CT 06830
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  $13,100,000

  • 6 Beds
  • 8 Baths
  • 10,286 Sq Ft

  7 Parsonage Rd, Greenwich, CT 06830

  SUMMER FUN BEGINS HERE! An extraordinary newly constructed residence in the heart of Greenwich,7 Parsonage Road is a masterfully crafted white brick manor on 1.12 acres, defined by timeless elegance and modern sophistication. Spanning four expansive light filled levels served by an elevator, this six-bedroom, six full and two half-bathroom home offers over 10,200+/- square feet of meticulously

  Leslie McElwreath Sotheby's International Realty

  7 Parsonage Rd, Greenwich, CT 06830
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  $1,350,000

  Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 3,106 Sq Ft

  15 Doral Greens Dr E, Rye Brook, NY 10573

  Welcome to 15 Doral, a spacious 3-bedroom, 2.5-bath residence located in the highly sought-after Doral Greens community of Rye Brook. Thoughtfully designed for comfortable everyday living and effortless entertaining, this home offers generous room proportions, abundant storage, and a flexible floor plan with the potential to accommodate an elevator.The main level features a bright and

  Hunter Conte Howard Hanna Rand Realty

  15 Doral Greens Dr E, Rye Brook, NY 10573
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  /22

  $325,000

  • 1 Bath
  • 823 Sq Ft

  1 Landmark Square Unit 405, Port Chester, NY 10573

  This one-bedroom, one-bathroom apartment sits within a historic landmark property in Port Chester, offering occupants a residence rooted in the neighborhood's architectural heritage. The fourth-floor unit combines period character with modern services.Inside, soaring loft ceilings and oversized factory windows define the interior volume and bring in substantial natural light. The open concept

  Dorothy Botsoe Dorothy Jensen Realty, Inc.

  1 Landmark Square Unit 405, Port Chester, NY 10573
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  $400,000

  Open Sat 11AM - 1PM

  • 1 Bed
  • 1 Bath
  • 1,082 Sq Ft

  1 Landmark Square Unit 217, Port Chester, NY 10573

  Welcome to 1 Landmark Square #217, a spacious one-bedroom, one-bath condominium located within the iconic Landmark Condominium, the beautifully restored former Life Savers Building and one of Westchester County's most historic and recognizable buildings. Rich in architectural character, the building showcases soaring ceilings, oversized factory windows, and original industrial details that

  Samuel Lombara Keller Williams Realty Group

  1 Landmark Square Unit 217, Port Chester, NY 10573
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  /18

  $1,595,000

  Open Sat 1AM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 3,254 Sq Ft

  77 Havemeyer Ln Unit 11, Stamford, CT 06902

  Welcome to this beautifully maintained townhouse offering the perfect blend of comfort, style, and convenience. Filled with natural light, this spacious home features an open-concept floor plan, an updated kitchen with modern finishes, generous living and dining areas, and well-appointed bedrooms designed for everyday living. Enjoy seamless indoor-outdoor living with a private patio, perfect for

  Cecilia Fernandez Anderson Associates LTD

  77 Havemeyer Ln Unit 11, Stamford, CT 06902
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  $1,100,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  77 Havemeyer Ln Unit 310, Stamford, CT 06902

  Experience the perfect blend of luxury, convenience, and resort-style amenities in Palmer Hill, a premier gated community nestled on the Greenwich/Stamford border. This beautifully updated second-floor midrise home offers effortless single-level living. Flooded with natural light, walls of windows in every room showcase serene, park-like views of the courtyard's flowering trees. Flexible living

  Bradley Brammer William Pitt Sotheby's Int'l

  77 Havemeyer Ln Unit 310, Stamford, CT 06902

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