Greenwich, CT Homes for Sale with Pool

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  /16

  $28,500,000

  New Construction

  • 7 Beds
  • 12 Baths
  • 18,370 Sq Ft

  39 Brookridge Dr, Greenwich, CT 06830

  Set along a quiet street 3 mins from town, this exceptional 2027 new construction blends timeless architecture w modern livability. A striking white brick façade, steep gables, and dark-framed windows create a refined yet welcoming presence. Warm interior light highlights expansive living spaces, including a dramatic kitchen and family room designed for both everyday living and elevated

  Amanda Bates Houlihan Lawrence

  39 Brookridge Dr, Greenwich, CT 06830
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  /37

  $9,750,000

  • 6 Beds
  • 8 Baths
  • 11,567 Sq Ft

  31 Sawmill Ln, Greenwich, CT 06830

  Beautifully picturesque, a long, shared drive leads to the 1920 stone manor sitting high on park-like grounds bordered by 29 acres of wooded conservation land. Renovated and expanded, this warmly inviting residence offers 10,664± square feet with six bedrooms, six full and two half baths, plus eight fireplaces. Above the three-bay detached garage is a renovated two-bedroom, 903-square-foot

  Joseph Barbieri Sotheby's International Realty

  31 Sawmill Ln, Greenwich, CT 06830
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  /33

  $3,895,000

  Open Sat 12PM - 1:30PM

  • 4 Beds
  • 3.5 Baths
  • 4,700 Sq Ft

  39 Stanwich Rd, Greenwich, CT 06830

  Welcome to this quintessential Greenwich, CT home, centrally located within easy reach to schools, town amenities and trains. Beautifully setback high off from Stanwich Road on .91 acre. this meticulously kept home has continued to be updated over the years. Most recently, a renovation and addition of a bonus, mud and laundry room. All of the space is optimized inside and oriented towards the

  Wendy Hill Sotheby's International Realty

  39 Stanwich Rd, Greenwich, CT 06830
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  /39

  $42,995,000

  • 6 Beds
  • 9 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
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  /40

  $14,995,000

  • 11 Beds
  • 17 Baths
  • 15,479 Sq Ft

  326 Stanwich Rd, Greenwich, CT 06830

  Welcome to An Extraordinary Lakeside Retreat in GreenwichEncompassing an incredible assemblage of 9.4 lakeside acres ideally situated within the Greenwich mid country, Frye Lake Compound is the ultimate sanctuary for those seeking a world of elevated privacy, scenery and architecture. Nestled around the serene 11-acre Frye Lake, this incomparable park-like estate represents an idyllic

  Kevin Sneddon Compass Connecticut, LLC

  326 Stanwich Rd, Greenwich, CT 06830
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  /78

  $5,495,000

  $500K PRICE DROP

  • 3 Beds
  • 5 Baths
  • 5,305 Sq Ft

  135 & 129 Zaccheus Mead Ln, Greenwich, CT 06831

  LOCATION ,LOCATION, LOCATION! Striking, sophisticated, & contemporary w/a true WOW factor. This exceptional residence is tucked within the celebrated Golden Triangle, surrounded by some of Greenwich's most prominent estates. A rare blend of timeless modern sensibility, the home showcases stunning interiors, refined elegance, & impeccable craftmanship. Designed for today's lifestyle, the layout

  Janet Milligan Sotheby's International Realty

  135 & 129 Zaccheus Mead Ln, Greenwich, CT 06831
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  /39

  $8,250,000

  • 6 Beds
  • 9 Baths
  • 9,440 Sq Ft

  34 Carrington Dr, Greenwich, CT 06831

  A rare offering in back-country Greenwich, this timeless estate is set on 3.58 exquisitely landscaped and gated acres, masterfully blending classic architecture with contemporary luxury. Designed for both grand-scale entertaining and intimate everyday living, the residence offers a sun-filled interior with soaring ceilings, custom millwork, and modern, bespoke finishes throughout. The grand foyer

  Carissa Larriuz Houlihan Lawrence

  34 Carrington Dr, Greenwich, CT 06831
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  /51

  $19,900,000

  • 7 Beds
  • 10 Baths
  • 18,000 Sq Ft

  37 Burying Hill Rd, Greenwich, CT 06831

  Custom designed and built to exacting standards, this phenomenal back country lakefront compound was built to exacting standards offering fabulous privacy and flexibility for families, guests and staff. Prominent local design build firm created a masterpiece that combines a pre war elegance with substantial entertaining and modern lifestyle amenities. Multiple structures, including a large pool

  Robert Johnson Brown Harris Stevens CT, LLC

  37 Burying Hill Rd, Greenwich, CT 06831
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  /29

  $5,095,000

  • 6 Beds
  • 4.5 Baths
  • 5,416 Sq Ft

  57 Clapboard Ridge Rd, Greenwich, CT 06830

  Perfectly situated in the heart of Greenwich's coveted Mid-Country, this elegant 5+ bedroom residence offers timeless appeal & exceptional privacy on 2.1 beautifully landscaped acres. A thoughtful floor plan with well-proportioned rooms, an inviting eat-in kitchen seamlessly connected to the family room, a cozy den & 4 fireplaces that add warmth and character throughout.The spacious primary suite

  Maria Crowley Houlihan Lawrence

  57 Clapboard Ridge Rd, Greenwich, CT 06830
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  /58

  $7,950,000

  • 5 Beds
  • 9 Baths
  • 8,911 Sq Ft

  74 Rock Maple Rd, Greenwich, CT 06830

  Set on four beautifully landscaped acres in Greenwich, 74 Rock Maple Road is a classic Georgian-style residence that blends timeless architecture with exceptional modern amenities. Recently updated with a stunning new kitchen and beautifully renovated bathrooms, the home is designed for both elegant entertaining and comfortable everyday living. Gracious sun-filled interiors, a thoughtful floor

  Jenny Allen Compass Connecticut, LLC

  74 Rock Maple Rd, Greenwich, CT 06830
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  /38

  $3,950,000

  • 5 Beds
  • 4.5 Baths
  • 6,279 Sq Ft

  294 E Middle Patent Rd, Greenwich, CT 06831

  A rare single-level luxury compound set on two private acres - Greenwich address, Stamford taxes and schools. Designed for effortless resort-style living, the home centers on an expansive primary wing opening directly to a gunite pool, spa, and sweeping bluestone terraces, complemented by a spa-inspired bath, infrared sauna, and steam shower.A fully self-contained guest residence within the

  Iryna Lysogor William Raveis Real Estate

  294 E Middle Patent Rd, Greenwich, CT 06831
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  /40

  $3,575,000

  Open Sat 1PM - 3PM

  • 4 Beds
  • 4.5 Baths
  • 3,853 Sq Ft

  5 Willow Run Rd, Greenwich, CT 06831

  Impeccably maintained, stunning classic colonial, tucked away on a private road in one of Greenwich's most sought-after enclaves. Traditional New England architecture with spacious interiors designed for comfortable everyday living and entertaining. Enter in through a magnificent, sun filled double height entry. Generously scaled rooms, hardwood floors, multiple entertaining areas and an open

  Roberta Jurik BHHS New England Properties

  5 Willow Run Rd, Greenwich, CT 06831
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  $11,950,000

  • 6 Beds
  • 7.5 Baths
  • 9,270 Sq Ft

  16 Park Ave, Greenwich, CT 06830

  Set on a coveted lane in downtown Greenwich, this newly built English Cotswold-inspired estate by Guillermo Gomez blends timeless European elegance with modern design. Spanning 9,270 SF across 4 elevator-served levels, this 6-bedroom home is crafted in stone, steel, glass & timber, which define light-filled interiors with soaring ceilings & dramatic scale. The open layout features a chef's

  Kevin Sneddon Compass Connecticut, LLC

  16 Park Ave, Greenwich, CT 06830
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  /25

  $15,000,000

  • 6 Beds
  • 11 Baths
  • 10,523 Sq Ft

  4 Rockwood Lane Spur, Greenwich, CT 06830

  Modern planning, superior craftsmanship and bespoke details define this extraordinary newly built Transitional home by visionary leaders Christopher Pagliaro Architects, East Coast Structures and M&N Development. Private 1.64 acres showcase resort style amenities indoors and out. Brick and cast stone facade home offers 10,573 sq. ft. on four customized levels with oversized European Klar windows,

  Deborah Needle Houlihan Lawrence

  4 Rockwood Lane Spur, Greenwich, CT 06830
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  /60

  $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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  /38

  $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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  /41

  $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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  /32

  $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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  /37

  $13,950,000

  • 7 Beds
  • 7 Baths
  • 9,208 Sq Ft

  122 Round Hill Rd, Greenwich, CT 06831

  An approximately 8,000 SF Connecticut Colonial on more than seven acres in mid-country Greenwich, on one of the town's most established addresses. Seven bedrooms, eight fireplaces, a formal dining room, and a slate-tile roof -- a 1923 residence with period character on a scale of grounds increasingly rare in mid-country. A long private drive rises from the road, with the land revealing itself

  Leslie McElwreath Sotheby's International Realty

  122 Round Hill Rd, Greenwich, CT 06831
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  /34

  $2,075,000

  $275K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 3,340 Sq Ft

  12 Old Post Rd, Cos Cob, CT 06807

  A special opportunity to own this charming oasis close to town. Tucked behind iron gates awaits an enclave with pool, mature trees and ivy. The main floor has a spacious living room that leads to a heated sunroom, a formal dining room and a kitchen with a commercial cooktop and vent system. The second floor has a primary bedroom with a marble bath and shower and en-suite sitting room/closet. 2

  Mie Glenn BHHS New England Properties

  12 Old Post Rd, Cos Cob, CT 06807
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  /10

  $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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  /49

  $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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  /69

  $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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  /47

  $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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  /37

  $449,500

  • 1 Bed
  • 1 Bath
  • 1,080 Sq Ft

  1 Landmark Square Unit 607, Port Chester, NY 10573

  A rare opportunity to own a redesigned corner penthouse apartment in the iconic and historic Lifesaver Building in Port Chester. This sun-drenched, bi-level residence has been completely renovated, blending modern design with dramatic architectural character. The walk-up spacious loft can be easily used as second sleeping area, or den, or an office. The spacious one-bedroom features 14-foot

  Theodore Weinstein REO Edge LLC

  1 Landmark Square Unit 607, Port Chester, NY 10573
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  /32

  $850,000

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  77 Havemeyer Ln Unit 324, Stamford, CT 06902

  Palmer Hill luxury 2 bedroom, 2 baths, condo located on the Old Greenwich/Stamford border. The vaulted ceilings, updated kitchen, wide-plank hardwood floors throughout, updated primary bath and enlarged entry hall, make this an exceptional unit located on the top (3rd) floor. This light filled unit with two story windows in the living room and both bedrooms features a lovely south facing balcony

  Emile de Neree Compass Connecticut, LLC

  77 Havemeyer Ln Unit 324, Stamford, CT 06902
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  /35

  $359,000

  $39K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,295 Sq Ft

  1 Landmark Square Unit 621, Port Chester, NY 10573

  Priced to Sell Rare Penthouse Unit with Panoramic Views & Oversized Rooftop Patio at The Landmark, The Iconic 1920 Life Savers Building in Port Chester, New York. Live, Work, Play Lifestyle Opportunity. Walk to all Location including Train, Restaurants, Shops, Boat Marina, Capital Theater and all that Port Chester has to Offer. Special features include Art Deco Design, Open Concept Top floor

  Lorenzo Signorile Berkshire Hathaway HS NY Prop

  1 Landmark Square Unit 621, Port Chester, NY 10573
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  /27

  $1,720,000

  • 3 Beds
  • 3.5 Baths
  • 3,164 Sq Ft

  77 Havemeyer Ln Unit 85, Stamford, CT 06902

  Palmer Hill Townhouse! Located on the Old Greenwich/Stamford border. "LIKE NEW", END UNIT, custom 3 bedrooms/3.5 baths + office/bedroom or playroom and 2 car garage. This private, light filled home has custom maple floors throughout and many special upgrades. The eat in kitchen has custom cabinets, glass backsplash, white marble counters, SS appliances, a large island and custom lighting. The 27

  Terri Afromowitz William Raveis Real Estate

  77 Havemeyer Ln Unit 85, Stamford, CT 06902

Showing Results 41 - 68, Page 2 of 2