Greenwich, CT Homes for Sale with Acreage

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  $4,350,000

  • 5 Beds
  • 6 Baths
  • 9,239 Sq Ft

  6 Reynwood Manor, Greenwich, CT 06831

  Modern Back Country Retreat with Pool, Spa & 4 Private Acres. Set on 4 serene acres in coveted Back Country Greenwich, this impressive contemporary estate blends striking architecture with comfortable, light-filled living. Built in 1978 and thoughtfully maintained, the home features 11 rooms, 4 bedrooms, 4 full and 2 half baths, and an in-law suite over the 3-car garage. The main level showcases

  Ryan Ciambriello Houlihan Lawrence

  6 Reynwood Manor, Greenwich, CT 06831
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  /9

  $6,950,000

  • Land
  • 7.42 Acres
  • $936,658 per Acre

  549 Round Hill Rd, Greenwich, CT 06831

  549 Round Hill Road is the original entrance to the former Wilshire Farm, once one of the largest farm estates in Greenwich. Set on over 7 acres and atop one of the highest elevations in Greenwich with distant Long Island Sound views. Fully approved site is offered with Rich Granoff plans for an elegant 6-bedroom, 10-bath, 11,000 sq. ft. residence. Design features: 4,000 sq. ft. walk-out lower

  Francine Ehrlich Sotheby's International Realty

  549 Round Hill Rd, Greenwich, CT 06831
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  /36

  $1,650,000

  • 4 Beds
  • 3 Baths
  • 2,698 Sq Ft

  107 Stonehedge Dr N, Greenwich, CT 06831

  Beautifully maintained 4BR/3BA home on a flat, parklike 1‑acre property in a private association. Lush lawns, a hand‑built stonewall, and plenty of room for a pool or sports court. Features include hardwood floors, living room with fireplace, formal dining room, large eat‑in kitchen, first‑floor bedroom, full bath, and laundry. Second level offers a spacious primary with

  Kelly Feda Coldwell Banker Realty

  107 Stonehedge Dr N, Greenwich, CT 06831
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  /32

  $2,660,000

  • 9 Beds
  • 7.5 Baths
  • 7,437 Sq Ft

  26 Shady Ln, Greenwich, CT 06831

  Discover the enduring beauty of this stately 1900 Georgian Colonial. Set on a corner lot on one acre offers over 7,500 square feet of living space, 9 bedrooms, 7 full bathrooms, and 8 fireplaces, a true testament to timeless elegance and old-world craftsmanship. Step inside and you're greeted by exquisite period details, ornate millwork, soaring 12ft ceilings, original leaded glass windows and

  Kaori Higgins Higgins Group Greenwich

  26 Shady Ln, Greenwich, CT 06831
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  /28

  $34,500,000

  • 10 Beds
  • 16 Baths
  • 15,820 Sq Ft

  7 John St, Greenwich, CT 06831

  'Robin Hill Farm' and 'Smokey Hill Farm' are situated at one of the highest points in Greenwich in bucolic backcountry. This magnificent estate encompasses the main house, represented in this listing data sheet, two cottages, stables and gorgeous paddocks, Indoor and outdoor pools, tennis house, tennis court, and two ethereal fountains. Originally designed in 1937 by Augusta L.Noel (designer of

  Shelly Tretter Lynch Compass Connecticut, LLC

  7 John St, Greenwich, CT 06831
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  /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 Georgian Colonial, with LI Sound waterfront access, blends

  Brian Milton Compass Connecticut, LLC

  90 Oneida Dr, Greenwich, CT 06830
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  /44

  $2,695,000

  • 4 Beds
  • 4.5 Baths
  • 3,826 Sq Ft

  681 River Rd, Cos Cob, CT 06807

  Timeless in its design, this architecturally crafted contemporary home blends soaring vaulted ceilings with panoramic views, creating a seamless connection to the outdoors. Thoughtfully sited on 2.32 peaceful and private acres, it captures natural light throughout the seasons while remaining just minutes from every convenience.The open-concept layout is ideal for both grand entertaining and

  Paula Waldman BHHS New England Properties

  681 River Rd, Cos Cob, CT 06807
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  /56

  $8,000,000

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

  640 Round Hill Rd, Greenwich, CT 06831

  This is an opportunity to own a piece of Greenwich history. A fully restored antique farmhouse offering approximately 3,669 square feet of refined living space, 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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  /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
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  /39

  $7,950,000

  • 6 Beds
  • 10 Baths
  • 9,051 Sq Ft

  33 Highland Farm Rd, Greenwich, CT 06831

  Tucked away on over seven quiet acres off prestigious Round Hill Road, this private estate offers a serene blend of luxury, space, and style. The main residence is complemented by a beautiful pool/guest house designed for effortless entertaining and resort-style living. At the heart of the home, a Christopher Peacock kitchen showcases statuary marble countertops and backsplash, double islands,

  Joy Kim Metalios Houlihan Lawrence

  33 Highland Farm Rd, Greenwich, CT 06831
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  /23

  $6,685,000 New Construction

  • 6 Beds
  • 8.5 Baths
  • 9,638 Sq Ft

  18 Edgar Rd, Greenwich, CT 06831

  Another gorgeous home by CG Homes Group of Manhattan, Westchester County and now Greenwich, CT. Completion by March 2026. This curated lifestyle home sits on over 9 acres which includes a conservation parcel to ensure complete privacy and tranquility. Every detail has been configured to create a seamless transition; inviting nature into each space in the home. A true modern home that will endure

  Shelly Tretter Lynch Compass Connecticut, LLC

  18 Edgar Rd, Greenwich, CT 06831
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  /12

  $5,995,000

  • 5 Beds
  • 5.5 Baths
  • 8,208 Sq Ft

  20 Cutler Rd, Greenwich, CT 06831

  A rare blend of privacy, luxury + modern design, this stunningly renovated 5-bed, 5-bath Colonial is set on 4 private acres w a heated pool. Spanning over 8,000 SF across three light-filled levels, the home offers exceptional living + entertaining spaces. Primary suite features vaulted ceiling + dual dressing rooms, while a dramatic FR showcases soaring ceiling + three walls of windows. The new

  Amanda Bates Houlihan Lawrence Inc.

  20 Cutler Rd, Greenwich, CT 06831
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  /13

  $13,850,000 New Construction

  • 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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  /36

  $1,950,000

  • 4 Beds
  • 5 Baths
  • 3,214 Sq Ft

  31 Duncan Dr, Greenwich, CT 06831

  First time on the market, welcome to the highly desirable Bailiwick Association. This original 1969 Perry Duncan-designed Cape offers timeless architecture and endless possibilities to make it your own. The home features 4 bedrooms and 3.2 bathrooms with an open floor plan, a true main-floor primary suite, generously sized rooms, and a covered rear terrace ideal for indoor-outdoor living. A

  Stacy Young William Raveis Real Estate

  31 Duncan Dr, Greenwich, CT 06831
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  /20

  $759,000

  • 1 Bed
  • 1 Bath
  • 769 Sq Ft

  47 Lafayette Place Unit 6J, Greenwich, CT 06830

  Perched on the top floor of historic Greenwich Lodge, this spacious one-bedroom blends classic character with crisp updates. Soaring 18-foot vaulted ceilings complement hardwood floors and western-facing windows that flood the home with light and frame unobstructed sunset and NYC skyline views. An eat-in kitchen offers generous room for dining and meal prep, and the smart layout supports both

  Frank Schiavone Compass Connecticut, LLC

  47 Lafayette Place Unit 6J, Greenwich, CT 06830
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  /18

  $1,249,000

  • 3 Beds
  • 3 Baths
  • 1,830 Sq Ft

  5 Hadley Rd, Armonk, NY 10504

  EXCEPTIONAL OPPORTUNITY in Armonk’s Prestigious Yale Farms Estates. Discover the potential of this unique and private property, nestled in one of Armonk’s most sought-after neighborhoods. Set on a level, two-acre lot this location offers endless possibilities for those with the vision to expand, renovate or to build a brand-new dream home perfectly suited to their lifestyle. This Cape Cod styled

  Katherine Cresci Houlihan Lawrence Inc.

  5 Hadley Rd, Armonk, NY 10504
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  /20

  $3,195,000

  • 5 Beds
  • 5.5 Baths
  • 6,128 Sq Ft

  10 East Ln, Armonk, NY 10504

  Welcome to 10 East Lane -your future modern villa nestled on an acre of private land in an exclusive new 3 -Lot subdivision in Armonk. With a 9- month construction timeline, you can look forward to moving in by Christmas. Now is the ideal moment to secure your dream home and personalize every detail to suit your lifestyle.Designed to embrace the best of the outdoors, this home embodies floor

  Jaimme Pudalov Houlihan Lawrence Inc.

  10 East Ln, Armonk, NY 10504

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