Greenwich, CT Homes for Sale with Pool

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  /42

  $9,750,000

  • 6 Beds
  • 9 Baths
  • 11,925 Sq Ft

  608 North St, Greenwich, CT 06830

  A Mid-Country luxury retreat combining classic architecture with a modern sensibility, set back on 2.36 impeccably landscaped acres. This exceptional 11,925-square-foot, six-bedroom home offers remarkable privacy and resort-style amenities. Expansive terraces span the rear of the home, overlooking sprawling level lawns and a heated pool and spa, while a separate carriage house for home office or

  Ellen Mosher Houlihan Lawrence

  608 North St, Greenwich, CT 06830
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  /30

  $1,100,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  51 Forest Ave Unit 59, Old Greenwich, CT 06870

  Welcome to easy, one level living in the heart of Old Greenwich! This beautifully maintained 2 bedroom, 2 bath condominium at The Gables offers a bright, open layout designed for comfortable everyday living. Enjoy the convenience of one car garage parking and an unbeatable location just moments from shops, restaurants, parks, Metro-North, and Tod's Point. Residents of The Gables enjoy exceptional

  Jenny Allen Compass Connecticut, LLC

  51 Forest Ave Unit 59, Old Greenwich, CT 06870
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  /19

  $999,000

  • 3 Beds
  • 2.5 Baths
  • 1,664 Sq Ft

  21 Byram Rd, Greenwich, CT 06830

  This home has old world charm updated in 2017. Mini split units in every room cooling and heat. Home is heated with gas. Arch doorways that add fine detail. Crown molding in dining and living room. Updated kitchen adjacent to dining area. Powder room with washer and dryer. Second level boast 2 bedrooms and 2 full bathrooms. Spacious 3rd floor bedroom. Hardwood flooring throughout home. Full size

  Valerie Pisano William Raveis Real Estate

  21 Byram Rd, Greenwich, CT 06830
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  /37

  $8,995,000

  $755K PRICE DROP

  • 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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  /55

  $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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  /26

  $6,995,000

  $2M PRICE DROP

  • 5 Beds
  • 7.5 Baths
  • 10,981 Sq Ft

  38 Partridge Hollow Rd, Greenwich, CT 06831

  Set on 8 private acres in one of Greenwich's most prestigious enclaves, 38 Partridge Hollow Road offers luxury and privacy. This five-bedroom, 7.5-bath home blends timeless elegance with modern sophistication, featuring a first-floor primary suite with dual baths, separate closets, and access to a private office and gym. Bright, sunlit interiors and a chef's kitchen flow into inviting living

  Brittany Baity Compass Connecticut, LLC

  38 Partridge Hollow Rd, Greenwich, CT 06831
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  /11

  $5,695,000

  • 2 Beds
  • 2.5 Baths
  • 2,121 Sq Ft

  275 Mason St Unit 3D, Greenwich, CT 06830

  Chilston Court, offering two-bedroom homes to penthouses. Designed by Robert A.M. Stern Architects with interiors by Bryan O'Sullivan Studio. Amenities include 24/7 Concierge, landscaped courtyard, indoor parking, full wellness area, and multiple resident lounges. Occupancy anticipated to start 11/2028. Taxes estimated and projected for the first year of operation. Floor plans and renderings are

  Angela Ferrara The Marketing Directors CT LLC

  275 Mason St Unit 3D, Greenwich, CT 06830
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  /14

  $28,500,000

  • 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 with 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 Inc.

  39 Brookridge Dr, Greenwich, CT 06830
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  /60

  $6,995,000

  $955K PRICE DROP

  • 5 Beds
  • 8 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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  /61

  $3,250,000

  $325K PRICE DROP

  • 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

  Roberta Jurik BHHS New England Properties

  5 Willow Run Rd, Greenwich, CT 06831
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  /32

  $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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  /37

  $1,189,000

  • 5 Beds
  • 2 Baths
  • 2,118 Sq Ft

  42 Gerry St, Greenwich, CT 06830

  Welcome to 42 Gerry Street, a thoughtfully updated two-family property where the big-ticket improvements are already checked off the list, so you can spend more time enjoying the investment and less time making repair calls. Both units were renovated within the last two years, with the upper-level unit receiving the most recent refresh, including a brand-new dishwasher, newer appliances, and

  Daniel Durante Criterion Real Estate LLC

  42 Gerry St, Greenwich, CT 06830
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  /41

  $7,750,000

  • 7 Beds
  • 11.5 Baths
  • 8,456 Sq Ft

  115 Lower Cross Rd, Greenwich, CT 06831

  Set on 4+ pristine acres along a quiet private lane, this stately Greenwich estate is equally suited to formal entertaining and everyday living. High ceilings and gracious scale define four full levels. Every room rewards a second look: the curved wall of the living room, the coffered library ceiling, the light-filled third floor family room, and the stunning floors throughout. The primary suite

  Julie Grace Burke Compass Connecticut, LLC

  115 Lower Cross Rd, Greenwich, CT 06831
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  /24

  $1,150,000

  • 2 Beds
  • 2.5 Baths
  • 1,750 Sq Ft

  8 Greenwich Hills Dr, Greenwich, CT 06831

  Beautifully positioned within the sought-after Greenwich Hills community, this elegant townhouse offers a rare combination of privacy, space and effortless Greenwich living. Light-filled interiors unfold through graciously scaled living and entertaining spaces, complemented by two bedrooms and a seamless connection to the outdoors. Thoughtfully designed for both comfort and ease, the residence

  Leslie McElwreath Sotheby's International Realty

  8 Greenwich Hills Dr, 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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  /52

  $6,950,000

  • 5 Beds
  • 6.5 Baths
  • 6,849 Sq Ft

  12 Hedgerow Ln, Greenwich, CT 06831

  A rare offering where timeless architecture, exceptional scale and resort-style living come together in a spectacular private setting. Designed for both gracious entertaining and everyday living, this classic expansive residence offers beautifully proportioned interiors, multiple gathering spaces and a seamless connection to the outdoors. The heart of the home features a spacious eat-in kitchen

  Joy Kim Metalios Houlihan Lawrence

  12 Hedgerow Ln, Greenwich, CT 06831
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  /45

  $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

  $5,495,000

  $355K PRICE DROP

  • 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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  /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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  /46

  $12,250,000

  $850K PRICE DROP

  • 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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  /32

  $3,495,000

  • 4 Beds
  • 6.5 Baths
  • 6,639 Sq Ft

  25 Edgar Rd, Armonk, NY 10504

  Set on 11 idyllic acres, this unparalleled estate is a rare find in the Byram Hills School District in Armonk, NY, right on the Greenwich, CT border. A private gated entrance opens up to this peaceful retreat, with breathtaking grounds including European-style gardens, fieldstone rock walls, stone patios and an outdoor pizza oven, walking path that wind past a pond toward a spectacular in-ground

  Aurora Banaszek Compass Greater NY, LLC

  25 Edgar Rd, Armonk, NY 10504
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  /33

  $999,000

  • 4 Beds
  • 2 Baths
  • 2,050 Sq Ft

  20 Priscilla Ln, Port Chester, NY 10573

  Welcome to this delightful home, ideally situated on a very privateroad with no through traffic. The spacious living room featuressparkling hardwood floors and bay window overlooking emeraldgreen lawn.New kitchen upgrades feature new appliances, doors, lite fixturesalong with view of the blue waters of the in-ground pool. Theformal dining room enhances the first level

  Kathleen Zaccagnino Rye Port Real Estate, Inc.

  20 Priscilla Ln, Port Chester, 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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  /35

  $999,000

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

  77 Havemeyer Ln Unit 410, Stamford, CT 06902

  Welcome to this beautiful 3-bedroom condo in the highly sought-after gated Palmer Hill community! Although the tax records reflect this as a 2-bedroom, the home offers a true third bedroom with a closet. Enjoy resort-style living with 24-hour gated security, impeccably maintained grounds and landscaping, a sparkling pool, fitness center, and an array of amenities designed to make everyday living

  Lianna Melzer William Pitt Sotheby's Int'l

  77 Havemeyer Ln Unit 410, Stamford, CT 06902
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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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  /40

  $1,900,000

  • 4 Beds
  • 5 Baths
  • 3,164 Sq Ft

  47 Summit Ridge Rd, Stamford, CT 06902

  Modern Sophistication Meets Suburban Serenity in Westover - Tucked away on a tranquil cul-de-sac, this recently built architectural gem offers a masterclass in modern living, blending refined elegance with the vibrant energy of nearby downtown Stamford. The residence unfolds through a dramatic two-story foyer into a sun-drenched, open-concept sanctuary, where a chef-inspired kitchen-adorned with

  Jaime Sneddon William Pitt Sotheby's Int'l

  47 Summit Ridge Rd, Stamford, CT 06902

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