Greenwich, CT Homes for Sale with Acreage

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  /30

  $2,149,000

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

  12 Sawmill Terrace, Greenwich, CT 06830

  Serene & Private Escape. With a trending modern sensibility, this light-filled residence showcases oversized windows and doors, and soaring ceilings throughout the home. Designed for one-level living, the layout features 3 bedrooms, 2.5 baths with more potential, and a generous primary overlooking tranquil woodland views. A fireplace anchors the living room, while a sun-drenched south-facing

  Edward Mortimer Sotheby's International Realty

  12 Sawmill Terrace, 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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  /7

  $5,950,000

  $1M PRICE DROP

  • Land
  • 7.42 Acres
  • $801,887 per Acre

  549 Round Hill Rd, Greenwich, CT 06831

  Distant views of Long Island Sound and rolling meadow vistas await the creation of the estate of your dreams. 7+ acres on one of the highest elevations in Greenwich are privatized by verdant landscaping on all sides. Fully approved, the building site is ready for the dream to become reality. Approved architectural plans are offered for a home that may be custom built by the owner/builder, a noted

  Francine Ehrlich Sotheby's International Realty

  549 Round Hill Rd, Greenwich, CT 06831
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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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  /22

  $3,250,000

  • 7 Beds
  • 4.5 Baths
  • 3,439 Sq Ft

  33 Hillside Rd, Greenwich, CT 06830

  A unique opportunity awaits the new owner to put their own footprint on this lovely 1911 home. This house is beautifully sited on 2.27 acres in one acre zoning and cannot be subdivided. One can make a family compound here. High ceilings throughout, lovely sunroom which opens to the terrace and spacious yard with mature gardens. Magnificent alee of the most spectacular sycamore trees. Truly

  Elizabeth Douthit Brown Harris Stevens CT, LLC

  33 Hillside Rd, Greenwich, CT 06830
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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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  /35

  $3,300,000

  $200K PRICE DROP

  • 7 Beds
  • 4 Baths
  • 5,326 Sq Ft

  59 Dandy Dr, Cos Cob, CT 06807

  Rarely does a home in this coveted pocket of Greenwich come to market. This beautifully expanded seven-bedroom residence offers turnkey living on a private one-acre lot on a quiet cul-de-sac. A two-story foyer sets the tone, opening to sun-filled living spaces designed for both grand entertaining and everyday ease. The gourmet kitchen, appointed with granite countertops, a professional-grade Wolf

  Angela Alfano Coldwell Banker Realty

  59 Dandy Dr, Cos Cob, CT 06807
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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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  /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

  $7,450,000

  $500K PRICE DROP

  • 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

  $8,795,000

  • 6 Beds
  • 10 Baths
  • 8,273 Sq Ft

  55 Calhoun Dr, Greenwich, CT 06831

  Majestic six bedroom manor, completely rebuilt with exceptional quality and craftsmanship, and sited on stunning 1.4 park-like acres in coveted Calhoun Drive Association. This distinguished residence is gracefully elevated to offer sweeping views of expansive lawns, lovely gardens and specimen trees. Impressive, sophisticated interiors throughout offer soaring ceilings, gleaming hardwood floors

  Barbara Wells Houlihan Lawrence

  55 Calhoun Dr, Greenwich, CT 06831
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  /63

  $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 open

  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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  /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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  /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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  /29

  $1,399,999

  • 5 Beds
  • 3 Baths
  • 4,416 Sq Ft

  89 W Bank Ln, Stamford, CT 06902

  Nestled at the end of one of Westover's most sought after cul-de-sacs, this exceptional five bedroom residence offers the perfect blend of privacy, elegance, and convenience. Ideally positioned on the Greenwich border, you'll enjoy quick access to downtown Stamford, Metro North, and vibrant downtown Greenwich, while returning home to a peaceful, secluded setting surrounded by nature. Designed

  Nancy Rondano Keller Williams Prestige Prop.

  89 W Bank Ln, Stamford, CT 06902
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  /41

  $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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  /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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  /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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  /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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  /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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  /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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  /48

  $4,495,000

  New Construction $805K PRICE DROP

  • 6 Beds
  • 9 Baths
  • 10,824 Sq Ft

  41 Mead Rd, Armonk, NY 10504

  Modern Vision for Classic Suburban Living 41 Mead Road is an exceptionally custom-built residence that blends architectural sophistication with serene natural beauty. Sitting on 3.98 acres with a total interior area of 10,824 square feet with expansive open-concept living areas designed for modern luxury living. Offering 6 generously sized bedrooms and 7 full bathrooms with 2 additional half

  Inez Gomez Corcoran Legends Realty

  41 Mead Rd, Armonk, NY 10504

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