Old Greenwich, CT Homes

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  $7,995,000

  • 8 Beds
  • 11.5 Baths
  • 10,646 Sq Ft

  68 Dearfield Dr, Greenwich, CT 06831

  Perched high on a hill in downtown Greenwich, 66 Dearfield is unparalleled in its grandeur with 10,646 square feet of luxury living spanning 4 floors. Close to Greenwich Library, Greenwich Avenue, the train and all downtown amenities. This exquisite colonial boasts stone chimneys with extra height ceilings on each floor. Upon entry, the 2 story foyer nestled between the living room and dining

  Nina Frandson BHHS New England Properties

  68 Dearfield Dr, Greenwich, CT 06831
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  $2,200 - $3,100 total monthly price

  504 Glenbrook

  1 - 2 Beds

  504 Glenbrook Rd, Stamford, CT 06906

  Convenient, connected, and with amenities that include top of the line appliances, oversized windows, polished concrete floors, resident rooftop deck, fitness center, community room, theatre room, and in-unit washer and dryer. This elevator building has parking available, is steps to metro north, and is pet friendly.

  504 Glenbrook Rd, Stamford, CT 06906
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  $830,000 Sold Jul 08, 2025

  156 Henry St, Greenwich, CT 06830

  • 3 Beds
  • 2 Baths
  • 1,345 Sq Ft
  • Built 1930

  Last Sold Summary

  • 8% Below List Price
  • $617/SF
  • 111 Days On Market

  Last Listing Agent Michael Parelli Mike Parelli Real Estate LLC

  156 Henry St, Greenwich, CT 06830
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  Est $573,514 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,324 Sq Ft

  850 E Main St Unit 213, Stamford, CT 06902

  850 E Main St Unit 213, Stamford, CT 06902
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  $22,000,000

  • 7 Beds
  • 5.5 Baths
  • 6,166 Sq Ft

  36, 38, 0 Game Cock Rd, Greenwich, CT 06830

  36, 38 and 0 Game Cock Road make up this 1.1+ acre island property that has been enjoyed as a multi generational family compound. One of only a few Island properties in Greenwich, let alone the Connecticut shoreline, to have it's own private bridge for access. The property boasts a 7 bedroom, 5 bath 6166 SQ FT main house, 3 en-suite bedroom 3238 SQ FT guest house, boathouse for entertaining,

  Brett Smith Brown Harris Stevens CT, LLC

  36, 38, 0 Game Cock Rd, Greenwich, CT 06830
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  /16

  $5,900 total monthly price

  • 3 Beds
  • 2 Baths
  • 2,310 Sq Ft
  • House for Rent

  7 Ann St, Greenwich, CT 06830

  Welcome to this totally renovated 3-bedroom, 2-bath home in Greenwich, offering the perfect blend of style, comfort, and convenience. Enjoy hardwood floors and a stunning eat-in kitchen featuring stainless steel appliances, a gas cooktop, and quartz countertops. A first-floor office provides ideal work-from-home space. The home also offers a finished basement for additional living space, plus a

  Benjamin Howell Coldwell Banker Realty

  7 Ann St, Greenwich, CT 06830
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  $415,000 Sold Apr 15, 2025

  19 Knickerbocker Ave, Stamford, CT 06907

  • 2 Beds
  • 1 Bath
  • 1,176 Sq Ft
  • Built 1932

  Last Sold Summary

  • 27% Below List Price
  • $353/SF
  • 29 Days On Market

  Current Estimated Value $462,786

  Last Listing Agent Pat Funaro North Atlantic Realty LLC

  19 Knickerbocker Ave, Stamford, CT 06907
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  Est $574,465 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,359 Sq Ft

  850 E Main St Unit 203, Stamford, CT 06902

  850 E Main St Unit 203, Stamford, CT 06902
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  $1,199,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 4,327 Sq Ft

  36 Macarthur Ln, Stamford, CT 06902

  Welcome to this stunning Westover ranch, set on a sweeping driveway and filled with beautiful natural light. The open floor plan features a vaulted Great Room with fireplace, dining area, and granite kitchen with center island and six-burner dual-fuel range - all under soaring ceilings with skylights and cove lighting, and a wall of sliders overlooking the stone patio and gorgeous landscaped

  Geri Guzinski William Pitt Sotheby's Int'l

  36 Macarthur Ln, Stamford, CT 06902
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  /31

  $3,400 - $6,130 total monthly price

  Darien Commons

  Studio - 2 Beds

  102 Heights Rd, Darien, CT 06820

  Darien Commons elevates your every day, bridging convenience and community. Nestled in charming, coastal Darien, this vibrant new neighborhood will feature dozens of boutiques, inspired local fare and outdoor amenities - all complemented by 122, well-appointed luxury apartments. With the Metro just steps away, Darien Commons will be home to everything you need while providing easy access to

  102 Heights Rd, Darien, CT 06820
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  $55,000 Sold Nov 20, 2025

  0 Harbor Dr Unit G15 24123371, Stamford, CT 06902

  • 50 Sq Ft
  • Built 1984

  Last Sold Summary

  • 8% Below List Price
  • $1,100/SF
  • 62 Days On Market

  Last Listing Agent Phil Caruso William Pitt Sotheby's Int'l

  0 Harbor Dr Unit G15 24123371, Stamford, CT 06902
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  Est $546,999 Not Listed For Sale

  • 8 Beds
  • 8 Baths
  • 3,648 Sq Ft

  26 Alden St Unit A, Stamford, CT 06902

  26 Alden St Unit A, Stamford, CT 06902
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  /2

  $33,000,000 Pending

  • 8 Beds
  • 14 Baths
  • 18,954 Sq Ft

  555 Lake Ave, Greenwich, CT 06830

  Overlooking 8+park-like acres, this majestic brick Georgian was transformed to blend top of the line appointments with a rich array of custom detailing. Crowned by a 3-story chandelier, the impressive reception hall with Wenge walnut parquetry floor opens to a formal Dining Room with fireplace and elegant Living Room with fireplace and custom bar. Distinguished two-story English mahogany library

  Leslie McElwreath Sotheby's International Realty

  555 Lake Ave, Greenwich, CT 06830
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  $2,200 total monthly price

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft
  • House for Rent

  91 Strawberry Hill Ave Unit 435, Stamford, CT 06902

  Highly sought-after residence in a full-service lifestyle community featuring an in-ground swimming pool, on-site fitness center, and professional property management. This beautifully updated unit offers a modern kitchen with granite countertops and stainless steel appliances, complemented by luxury vinyl tile flooring in the main living areas, ceramic tile in the kitchen, and carpeting in the

  Tasha Woodford IPSG Real Estate LLC

  91 Strawberry Hill Ave Unit 435, Stamford, CT 06902
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  $815,000 Sold Oct 20, 2025

  7 River Rd Unit 306, Cos Cob, CT 06807

  • 2 Beds
  • 2 Baths
  • 1,110 Sq Ft
  • Built 1980

  Last Sold Summary

  • 4% Below List Price
  • $734/SF
  • 58 Days On Market

  Last Listing Agent Peter Janis BHHS New England Properties

  7 River Rd Unit 306, Cos Cob, CT 06807
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  Est $485,431 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,372 Sq Ft

  177 West Ave Unit 4, Stamford, CT 06902

  177 West Ave Unit 4, Stamford, CT 06902
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  $8,995,000 Pending

  • 6 Beds
  • 7.5 Baths
  • 10,400 Sq Ft

  11 Winterset Rd, Greenwich, CT 06830

  11 Winterset - where modern luxury meets timeless Mid-Country living. This 10,000+ sq ft new construction is the latest offering by Ritzzo Development. Highlights include six en-suite bedrooms, 3rd floor room ready for a golf simulator, a custom Sub-Zero/Wolf kitchen w breakfast area, family room w striking wood burning hearth, oversized primary suite + seamless indoor/outdoor flow through French

  Amanda Bates Houlihan Lawrence

  11 Winterset Rd, Greenwich, CT 06830
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  $2,600 - $9,728 per month plus fees

  JLofts Greenwich

  Studio - 2 Beds

  16 Old Track Rd, Greenwich, CT 06830

  Jlofts Greenwich is the Gold Coast's luxury lifestyle residences. These Studio, 1, 2, and 3 bedroom loft style suites offer open floor plans with 10 foot high ceilings, 9 foot Windows, European kitchens with Bosch appliances, wood floors, and full size washer/dryer in unit. Jlofts also offers many amenities such as J-roof, a spacious, landscaped rooftop deck with outdoor kitchen, dining areas,

  16 Old Track Rd, Greenwich, CT 06830
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  $1,476,000 Sold Sep 26, 2025

  64 Gardiner St, Darien, CT 06820

  • 4 Beds
  • 2 Baths
  • 1,776 Sq Ft
  • Built 1920

  Last Sold Summary

  • 48% Above List Price
  • $831/SF
  • 9 Days On Market

  Current Estimated Value $1,308,701

  Last Listing Agent AnneMarie Rayhill Houlihan Lawrence

  64 Gardiner St, Darien, CT 06820
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  Est $724,756 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  87 Bridge St, Stamford, CT 06905

  87 Bridge St, Stamford, CT 06905
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  /21

  $600,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,761 Sq Ft

  31 Wascussee Ln Unit 65, Stamford, CT 06902

  Rare standalone townhome in Bishop Meadows - lives like a single-family home with condo convenience. Private driveway, quiet setting, and an easy walk to the beach. Recent updates include roof (2024), water heater (2023), dishwasher (2024), and refrigerator (2025). Bright main level features a living room with fireplace and sliders to the deck, dining area, and an eat-in kitchen with white

  Sheryl Morrison Keller Williams Prestige Prop.

  31 Wascussee Ln Unit 65, Stamford, CT 06902
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  $2,200 total monthly price

  • 1 Bed
  • 1 Bath
  • 611 Sq Ft
  • House for Rent

  99 Prospect St Unit 6I, Stamford, CT 06901

  LIVE IN THE CENTER OF IT ALL in this beautifully remodeled one-bedroom, one-bath residence located in the heart of downtown Stanford. Just steps from premier dining, vibrant nightlife, boutique shopping, and everyday conveniences, this home offers an unmatched walkable lifestyle. The building features 24/7 maintenance service and security surveillance, a modern on-site laundry facility, and a

  Tasha Woodford IPSG Real Estate LLC

  99 Prospect St Unit 6I, Stamford, CT 06901
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  $560,000 Sold Dec 04, 2025

  4 Putnam Hill Rd Unit 2E, Greenwich, CT 06830

  • 2 Beds
  • 1 Bath
  • 1,022 Sq Ft
  • Built 1956

  Last Sold Summary

  • 2% Above List Price
  • $548/SF
  • 57 Days On Market

  Last Listing Agent Carol Zuckert Sotheby's International Realty

  4 Putnam Hill Rd Unit 2E, Greenwich, CT 06830
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  Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,529 Sq Ft

  340 Valley Rd Unit 7, Cos Cob, CT 06807

  340 Valley Rd Unit 7, Cos Cob, CT 06807
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  $1,199,000

  • 4 Beds
  • 3.5 Baths
  • 4,812 Sq Ft

  24 Haig Ave, Stamford, CT 06905

  BACK ON THE MARKET! NEW UPDATES: Newly full renovated 2nd floor bathroom and primary suite flooring! Haig Avenue is a unique oasis with all the comforts of home! This is a must-see to get a full view of all the features and amenities. Enjoy entertaining with the open floor plan kitchen and family room- including built in bar. Step outside to the back patio and enjoy the built in grill while

  Kate Maldonado Coldwell Banker Realty

  24 Haig Ave, Stamford, CT 06905
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  /35

  $2,650 - $3,150 per month plus fees

  Greenwich Close Apartments

  1 - 2 Beds

  10-30 Brookside Dr, Greenwich, CT 06830

  Greenwich: a unique place to live, work and play. Coastal location 25 miles from New York City with easy access to I-95, the Merritt Parkway, Metro-North and Amtrak. Our schools are ranked among the highest in the state. Walking distance to shopping and dining on “The Avenue.” Private, resident-only beaches and parks offer exclusive opportunities for relaxation and family fun. A wide array of

  10-30 Brookside Dr, Greenwich, CT 06830
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  $2,215,000 Sold Jun 17, 2025

  26 Pasture Ln, Darien, CT 06820

  • 4 Beds
  • 2.5 Baths
  • 2,644 Sq Ft
  • Built 1953

  Last Sold Summary

  • 23% Above List Price
  • $838/SF
  • 6 Days On Market

  Current Estimated Value $2,191,018

  Last Listing Agent Cathy Thomas Houlihan Lawrence

  26 Pasture Ln, Darien, CT 06820
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  Est $6,616,574 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 6,868 Sq Ft

  25 Keofferam Rd, Old Greenwich, CT 06870

  25 Keofferam Rd, Old Greenwich, CT 06870
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  $2,500,000 Pending

  • Land
  • 1.2 Acres
  • $2,083,333 per Acre

  2 Stillman Ln, Greenwich, CT 06831

  BUILD YOUR DREAM HOUSE: Premier building lot in coveted Private Sherwood Farms Association close to Downtown Greenwich. Property is serviced by Town Water, Town Sewer and Natural Gas. Lot is ''shovel ready''. Plans for a classic colonial designed by noted architect James Schettino available. Please note the Association has Architectural Review guidelines which governs all development of any

  Leslie McElwreath Sotheby's International Realty

  2 Stillman Ln, Greenwich, CT 06831
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  $2,808 total monthly price

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft
  • Apartment for Rent

  93 Morgan St Unit 11f, Stamford, CT 06905

  2025 Renovation! Brand new- 2 bedroom 1 bathroom in beautifully maintained hi rise bldg in the heart of downtown! Includes heat/water/cooking gas/sewer/trash- Gourmet kitchen w/ stone countertops, Chef's state of the art stainless steel appliances- dishwasher, gas stove, microwave, breakfast bar that opens into sunfilled living area w/ access to private, expansive balcony with fabulous city

  jarah tuttle Jarah Tuttle

  93 Morgan St Unit 11f, Stamford, CT 06905
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  $650,000 Sold Jun 17, 2025

  32 Palmer Ave, Stamford, CT 06902

  • 3 Beds
  • 2 Baths
  • 2,145 Sq Ft
  • Built 1928

  Last Sold Summary

  • $303/SF
  • 76 Days On Market

  Current Estimated Value $651,049

  Last Listing Agent Peter Rosato Coldwell Banker Realty

  32 Palmer Ave, Stamford, CT 06902
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  Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,905 Sq Ft

  15 Taylor Dr, Cos Cob, CT 06807

  15 Taylor Dr, Cos Cob, CT 06807
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  $3,995,000 New Construction

  • 5 Beds
  • 8 Baths
  • 6,615 Sq Ft

  45 Sunshine Ave, Greenwich, CT 06878

  Brand-new, bespoke modern Colonial offering over 6,500 square feet of thoughtfully designed living space on .4 acres with a pool and auto cover. Tucked at the end of a quiet street, this home boasts modern finishes and clean architectural lines. Four fully finished floors include five or six bedrooms, four full and two half baths, a dedicated gym, office, multiple playrooms, and a functional

  Amanda Bates Houlihan Lawrence

  45 Sunshine Ave, Greenwich, CT 06878
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  $2,200 - $2,300 per month plus fees

  Southwood Square

  1 - 2 Beds

  14 Southwood Dr, Stamford, CT 06902

  Never has Stamford living been so ideal! Southwood Square offers you the luxurious conveniences of living in the city PLUS all the comforts you only find in the suburbs. Our professionally designed garden-style residences and private entry townhomes will satisfy your every need. You will marvel at how easy your life will be at Southwood Square. Take advantage of our suburban comforts like free

  14 Southwood Dr, Stamford, CT 06902
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  $585,000 Sold Oct 28, 2025

  101 Grove St Unit 9, Stamford, CT 06901

  • 2 Beds
  • 2.5 Baths
  • 1,475 Sq Ft
  • Built 1985

  Last Sold Summary

  • $397/SF
  • 31 Days On Market

  Last Listing Agent Barbara Deysson William Raveis Real Estate

  101 Grove St Unit 9, Stamford, CT 06901
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  Not Listed For Sale

  • 3 Beds
  • 4.5 Baths
  • 5,965 Sq Ft

  191 Milbank Ave Unit G, Greenwich, CT 06830

  191 Milbank Ave Unit G, Greenwich, CT 06830
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  /40

  $950,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 2,004 Sq Ft

  5 Nyselius Place, Stamford, CT 06905

  Immaculate modern LUXRY home with open floor plan ideal for entertaining, bright, sunny, spacious and inviting in the Newfield area. This luxurious and spacious 3 Bedrooms and 3 full bath Raised ranch style home with finished basement has everything. Tastefully Renovated Kitchen and bathrooms, new Central AC, gas heat, City water and public sewer. It is perfect for first time home buyer or a

  Aziz Seyal William Raveis Real Estate

  5 Nyselius Place, Stamford, CT 06905
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  /18

  $2,285 total monthly price

  • 1 Bed
  • 1 Bath
  • 671 Sq Ft
  • House for Rent

  24 Home Ct Unit 4, Stamford, CT 06902

  Move right into this charming 1-bedroom, 1-bath condo on the first floor that includes open living space, updated kitchen, with laundry and parking included. Enjoy hassle-free living with snow removal, grounds maintenance, and trash pickup. Just 5 minutes from downtown Stamford and Cove Island, this home offers the perfect blend of quiet neighborhood living with easy access to shopping, dining,

  Celio Silva Whitestone Real Estate Group

  24 Home Ct Unit 4, Stamford, CT 06902
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  $701,000 Sold Feb 26, 2025

  20 3rd St Unit 16, Stamford, CT 06905

  • 3 Beds
  • 2.5 Baths
  • 1,555 Sq Ft
  • Built 2017

  Last Sold Summary

  • $451/SF
  • 10 Days On Market

  Current Estimated Value $731,035

  Last Listing Agent Federico Martinez Keller Williams Prestige Prop.

  20 3rd St Unit 16, Stamford, CT 06905
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  Not Listed For Sale

  • 6 Beds
  • 6 Baths
  • 4,694 Sq Ft

  3 Hickory Dr, Stamford, CT 06902

  3 Hickory Dr, Stamford, CT 06902

Showing Results 441 - 480, Page 12 of 18