Old Greenwich, CT Homes for Sale with Acreage

• 

  

  

  /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
• 

  

  

  /44

  $3,395,000

  Open Sun 1PM - 4PM $100K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,150 Sq Ft

  38 Byfield Ln, Greenwich, CT 06830

  Peaceful elegance awaits at 38 Byfield Lane. This 5BR, 4/1BA house is on a prestigious cul-de-sac with a beautiful pool and large stone patio for entertaining, all on 2.0 acres. The first floor has the DR, office, Family Room, chef style kitchen and a sunroom. Two FPs make the first floor feel cozy in the winter and the A/C makes it cool and dry in the summer. On the 2nd floor, the Primary suite

  Mark Pruner Compass Connecticut, LLC

  38 Byfield Ln, Greenwich, CT 06830
• 

  

  

  /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
• 

  

  

  /44

  $2,395,000

  • 4 Beds
  • 3.5 Baths
  • 2,946 Sq Ft

  128 Weaver St, Greenwich, CT 06831

  A Connecticut Classic: Julia & Elijah Lyon Jr. House (circa 1848). Pairing pedigree with possibilities, this quintessential New England home marries historic charm with contemporary needs. On an oversized 1.16-acre lot with ample room for expansion, this Colonial home offers 4 bedrooms, 4 baths, and gracious proportions throughout. Equally inviting living & family rooms boast fireplaces. Dining

  Julie Grace Burke Compass Connecticut, LLC

  128 Weaver St, Greenwich, CT 06831
• 

  

  

  /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
• 

  

  /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
• 

  

  /40

  $2,250,000

  New Construction $245K PRICE DROP

  • 7 Beds
  • 5.5 Baths
  • 6,268 Sq Ft

  31 Gray Farms Rd, Stamford, CT 06905

  31 Gray Farms Rd nails the wish list for today's buyer: new construction, high-end finishes, space to entertain, and a location that can't be beat. Over an acre in Stamford's Newfield area, the home is surrounded by other new builds and minutes to trains MetroNorth (NYC)/Amtrak, I-95, the Merritt Parkway, JCC, Sterling Farms, and houses of worship. Inside, a bright two-story foyer opens to an

  Jonathan Makovsky Compass Connecticut, LLC

  31 Gray Farms Rd, Stamford, CT 06905
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /14

  $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
• 

  

  /8

  $4,895,000

  $395K PRICE INCREASE

  • Land
  • 2.3 Acres
  • $2,128,261 per Acre

  Unlisted Address

  A Rare Convergence of Beauty, Vision and Readiness in Greenwich's Golden Triangle. This property is for a discerning buyer who values time and predictability. This 2.3-acre parcel in mid-country Greenwich is a beautiful shovel-ready estate site. Custom architectural work by award-winning Saniee Architects. Full municipal approvals in place for a 10,000 square-foot residence -- eliminating a year

  Sabine Schoenberg PrimeSites, Inc.

  Unlisted Address
• 

  

  /14

  $750,000

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

  1 Putnam Hill Unit 1B, Greenwich, CT 06830

  Spacious 2 bedroom, 2 bath corner unit with lots of light and a large oversized terrace. Enjoy the comforts of one level living in a building with a newer heating system and roof. Terrific location in central Greenwich close to shops, restaurants, and library. Garage parking is available for $85/month. One small pet allowed. Buyer pays a one time capital assessment of .5% of sale price at

  Harvey Thomas Sotheby's International Realty

  1 Putnam Hill Unit 1B, Greenwich, CT 06830
• 

  

  /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
• 

  

  /40

  $899,900

  • 4 Beds
  • 3 Baths
  • 2,642 Sq Ft

  42 Akbar Rd, Stamford, CT 06902

  Nestled on a quiet street in Stamford's highly desirable Westover neighborhood, this spacious split-level home offers 4 bedrooms, 3 full bathrooms, and a flexible layout with potential for an in-law suite. A dramatic living room with soaring ceilings, oversized windows, and hardwood floors creates an impressive first impression. The sun-filled eat-in kitchen features granite countertops, a center

  Emiliano Navarro Keller Williams Realty

  42 Akbar Rd, Stamford, CT 06902
• 

  

  /28

  $2,195,000

  $200K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 10,746 Sq Ft

  677 W Hill Rd, Stamford, CT 06902

  Rare 3.75-Acre Builder Opportunity on W Hill Road Exceptional opportunity to own 3.75 private acres in one of the area's most prestigious and sought-after locations-W Hill Road. This unique property features an existing 4,400 sq ft main residence plus a separate 900 sq ft cottage, offering endless possibilities for builders, investors, or end-users seeking a private estate setting. The current

  Antonio LaRocca The LaRocca Group

  677 W Hill Rd, Stamford, CT 06902
• 

  

  /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
• 

  

  /41

  $2,195,000

  $104K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,956 Sq Ft

  42 Stone Brook Ln, Cos Cob, CT 06807

  Freshly transformed and wonderfully light and bright with its recent interior repaint, this exceptional value in Cos Cob with direct access to Mianus Park is now even more compelling at its new price. Set on 1 acre, privately tucked at the end of a peaceful cul-de-sac in the sought-after North Street School district, this contemporary 5-bedroom home offers over 4,000 sq. ft. of open living space,

  Cora Lynch-O'Meara Brown Harris Stevens CT, LLC

  42 Stone Brook Ln, Cos Cob, CT 06807

Showing Results 41 - 59, Page 2 of 2