Old Greenwich, CT Homes

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  $4,499,000 New Construction

  • 6 Beds
  • 7.5 Baths
  • 6,447 Sq Ft

  112 Sheephill Rd, Riverside, CT 06878

  Tucked away on a quiet cul-de-sac off Sheephill Road, this new construction home - which was once a local theatre- offers 6,447 square feet of inspired living. Spanning four floors, the details blend timeless craftsmanship with contemporary design for everyday living. The chef's kitchen truly is the heart of this home, with custom cabinetry and a generous island that flows into an inviting family

  Lisa Migliardi Compass Connecticut, LLC

  112 Sheephill Rd, Riverside, CT 06878
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  $3,500 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,948 Sq Ft
  • Condo for Rent

  37 High St Unit 2, Greenwich, CT 06830

  Spacious 2 bedroom with extra attic space on intimate residential loop. Charming and well maintained unit with a great scaled living room complete with fireplace, dining room, kitchen, and two bedrooms. Bonus and versatile attic space of 622 square feet. Parking and laundry included. Tenant pays utilities, credit check, and renters insurance. Two months security deposit and first months rent due

  Mike Parelli Mike Parelli Real Estate LLC

  37 High St Unit 2, Greenwich, CT 06830
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  $905,000 Sold May 08, 2025

  63 Rolling Wood Dr, Stamford, CT 06905

  • 3 Beds
  • 2.5 Baths
  • 1,884 Sq Ft
  • Built 1957

  Last Sold Summary

  • 21% Above List Price
  • $480/SF
  • 5 Days On Market

  Current Estimated Value $924,104

  Last Listing Agent Jonathan Makovsky Compass Connecticut, LLC

  63 Rolling Wood Dr, Stamford, CT 06905
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  Est $1,619,625 Not Listed For Sale

  77 Havemeyer Ln Unit 31, Stamford, CT 06902

  • 3 Beds
  • 3.5 Baths
  • 3,087 Sq Ft
  • Built 2010

  77 Havemeyer Ln Unit 31, Stamford, CT 06902

  Last Sold Summary

  • 1% Above List Price
  • $522/SF
  • 9 Days On Market

  Last Sold Price $1,610,000

  Last Listing Agent Robin Bartholomew BHHS New England Properties
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  $1,340,000 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 1,514 Sq Ft

  11 Lafayette Ct Unit 5B, Greenwich, CT 06830

  Imagine owning a spacious, bright 2BR /2.5 bath apartment in a premier in-town location! Welcome to this splendid duplex w/a wealth of newly added special features incl rare ownership of TWO Deeded Garage Spaces. It boasts gracious, sunny open floor plan w abundant windows+ views of LI Sound & NYC's skyline, refin hdwd flrs, refurbished-freshly painted walls, new heating/AC, designer EIK &

  Alyssa Bernstein BHHS New England Properties

  11 Lafayette Ct Unit 5B, Greenwich, CT 06830
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  $2,050 - $3,425 total monthly price

  The Lafayette Stamford

  Studio - 2 Beds

  821 E Main St, Stamford, CT 06902

  The Lafayette Stamford in Stamford, CT, offers studios, one-bedroom, and two-bedroom apartments with retail space available. Situated in a vibrant neighborhood, The Lafayette is perfectly positioned near downtown Stamford and the Metro-North train station, creating a seamless connection to popular attractions.

  821 E Main St, Stamford, CT 06902
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  $263,000 Sold Sep 11, 2025

  7 Standish Rd Unit 4, Stamford, CT 06902

  • 2 Beds
  • 1 Bath
  • 763 Sq Ft
  • Built 1952

  Last Sold Summary

  • $345/SF
  • 42 Days On Market

  Current Estimated Value $263,844

  Last Listing Agent Yulka Markevich Iron Gates Realty

  7 Standish Rd Unit 4, Stamford, CT 06902
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  Est $305,396 Not Listed For Sale

  1 Landmark Square Unit 119, Port Chester, NY 10573

  • 1 Bed
  • 1 Bath
  • 687 Sq Ft
  • Built 1988

  1 Landmark Square Unit 119, Port Chester, NY 10573

  Last Sold Summary

  • 2% Above List Price
  • $435/SF
  • 27 Days On Market

  Last Sold Price $299,000

  Last Listing Agent Michael LaMorte Christie's Real Estate Westchester & Hudson Valley
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  /23

  $475,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,125 Sq Ft

  238 Madison Ave, Port Chester, NY 10573

  Make this charming two-bedroom, two-bath home your new home TODAY! Thoughtfully maintained, this home features high ceilings, skylights, LED recessed lighting, and gleaming hardwood floors throughout. The modern kitchen showcases granite countertops, a stove with hood, and state-of-the-art stainless-steel appliances, including a premium refrigerator. The partially finished, waterproofed basement

  Onyinyechi Ekpecham Keller Williams Realty NYC Grp

  238 Madison Ave, Port Chester, NY 10573
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  $2,900 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,014 Sq Ft
  • Apartment for Rent

  119 Halstead Ave Unit 2, Greenwich, CT 06831

  Well-maintained and inviting 2-bedroom, 1-bath apartment located on the second floor of a bi-level unit within a multi-family home, set in a quiet residential neighborhood. The thoughtfully designed layout offers two levels of living space, with the second bedroom privately positioned upstairs and featuring a spacious walk-in closet. The primary bedroom includes access to a private balcony -

  Brittany Sandarciero Keller Williams NY Realty

  119 Halstead Ave Unit 2, Greenwich, CT 06831
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  $718,000 Sold Jul 21, 2025

  1087 Stillwater Rd, Stamford, CT 06902

  • 3 Beds
  • 1.5 Baths
  • 1,624 Sq Ft
  • Built 1965

  Last Sold Summary

  • 5% Above List Price
  • $442/SF
  • 33 Days On Market

  Current Estimated Value $728,910

  Last Listing Agent Alex Clark William Raveis Real Estate

  1087 Stillwater Rd, Stamford, CT 06902
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  Est $414,670 Not Listed For Sale

  1 Landmark Square Unit 209, Port Chester, NY 10573

  • 1 Bed
  • 1 Bath
  • 1,225 Sq Ft
  • Built 1922

  1 Landmark Square Unit 209, Port Chester, NY 10573

  Last Sold Summary

  • 22% Above List Price
  • $278/SF
  • 114 Days On Market

  Last Sold Price $340,000

  Last Listing Agent Mary Jo Anne Byrne Christie's Real Estate Westchester & Hudson Valley
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  $650,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,139 Sq Ft

  51 4th St, Stamford, CT 06905

  This two-family home on Fourth Street in the heart of Stamford offers a great opportunity for both investors and owner-occupants. The first floor features 2 bedrooms and 1 full bath, while the second floor also has 2 bedrooms plus access to an additional attic space for extra storage or potential expansion. Shared laundry is conveniently located in the basement.

  Monica Osorio Realty ONE Group Connect

  51 4th St, Stamford, CT 06905
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  $2,118 - $7,364 total monthly price

  The Hazel Stamford

  Studio - 1 Bed

  44 John St, Stamford, CT 06902

  Luxury studio and one-bedroom apartment homes in Stamford's bustling Harbor Point. Experience an elevated approach to modern living at The Hazel, where light-filled residences and thoughtfully selected amenities combine with a convenient and commuter-friendly location.

  44 John St, Stamford, CT 06902
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  $280,000 Sold Jun 10, 2025

  37 Greenwich Ave Unit 3-6, Stamford, CT 06902

  • 2 Beds
  • 1 Bath
  • 1,193 Sq Ft
  • Built 1988

  Last Sold Summary

  • 7% Below List Price
  • $235/SF
  • 24 Days On Market

  Current Estimated Value $294,544

  Last Listing Agent Susan Morelli Coldwell Banker Realty

  37 Greenwich Ave Unit 3-6, Stamford, CT 06902
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  Est $341,333 Not Listed For Sale

  1 Landmark Square Unit 223, Port Chester, NY 10573

  • 1 Bed
  • 1 Bath
  • 789 Sq Ft
  • Built 1988

  1 Landmark Square Unit 223, Port Chester, NY 10573

  Last Sold Summary

  • 29% Above List Price
  • $336/SF
  • 109 Days On Market

  Last Sold Price $265,000

  Last Listing Agent David Powers Windtree Properties LLC
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  $5,495,000 Pending

  • 5 Beds
  • 7 Baths
  • 8,082 Sq Ft

  583 Lake Ave, Greenwich, CT 06830

  Exquisite 1942 washed brick colonial, in the highly coveted ''Golden Triangle'' abutting Rockwood Lane. Flanked by stone pillars and a circular drive set back from the road, the sprawling 3-acre lawn adorned with specimen trees and plantings ensures privacy and serenity. Step inside and be captivated by the elegant and sophisticated ambiance that permeates every corner of this home. The large

  Cate Keeney Sotheby's International Realty

  583 Lake Ave, Greenwich, CT 06830
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  $5,500 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft
  • House for Rent

  3 Park Place, Darien, CT 06820

  Prime Darien location offering easy access to the Noroton Heights train station, everyday shopping, and public beaches. This charming, older 3-bedroom, 2-full-bath Colonial blends classic character with practical modern updates. Interior features include high ceilings, central air, classic moldings, and hardwood floors throughout. The home has been updated with newly renovated bathrooms,

  Anika Charron William Raveis Real Estate

  3 Park Place, Darien, CT 06820
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  $530,000 Sold May 09, 2025

  1 Broad St Unit 14B, Stamford, CT 06901

  • 1 Bed
  • 1.5 Baths
  • 1,112 Sq Ft
  • Built 2009

  Last Sold Summary

  • $477/SF
  • 246 Days On Market

  Current Estimated Value $526,980

  Last Listing Agent Cheryl Farley Century 21 AllPoints Realty

  1 Broad St Unit 14B, Stamford, CT 06901
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  Est $289,671 Not Listed For Sale

  1 Landmark Square Unit 413, Port Chester, NY 10573

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft
  • Built 1988

  1 Landmark Square Unit 413, Port Chester, NY 10573

  Last Sold Summary

  • 7% Above List Price
  • $375/SF
  • 69 Days On Market

  Last Sold Price $269,770

  Last Listing Agent Jake Carnabuci eXp Realty
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  $24,950,000 Pending

  • 10 Beds
  • 19 Baths
  • 17,878 Sq Ft

  97 Pecksland Rd, Greenwich, CT 06831

  Truly unique 19 Acre estate in the heart of mid country! Prepared to be captivated by this custom built masterpiece of design and craftsmanship. Completed in 2009, and offered to the market for the first time since completion, 97 Pecksland has an unrivaled combination of lot size, quality and privacy. Enter through the grand gated entrance and dramatic driveway to the elevated main house on the

  Robert Johnson Brown Harris Stevens CT, LLC

  97 Pecksland Rd, Greenwich, CT 06831
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  $1,833 - $2,950 total monthly price

  Spruce Heights

  Studio - 2 Beds

  72 Spruce St, Stamford, CT 06902

  Currently accepting applications for our NEWLY REDEVELOPED, MODERN apartment community! Apply Today!!Welcome to Spruce Heights, a fully redeveloped 12-story apartment community offering modern, thoughtfully designed homes in the heart of Stamford. Our spacious studio, one-bedroom, and two-bedroom apartment layouts feature large windows for natural light, sleek finishes, and a clean,

  72 Spruce St, Stamford, CT 06902
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  $695,000 Sold Oct 28, 2025

  2539 Bedford St Unit 33F, Stamford, CT 06905

  • 2 Beds
  • 3 Baths
  • 2,148 Sq Ft
  • Built 1984

  Last Sold Summary

  • 1% Above List Price
  • $324/SF
  • 8 Days On Market

  Last Listing Agent Xanthoula Ananiadis Coldwell Banker Realty

  2539 Bedford St Unit 33F, Stamford, CT 06905
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  Not Listed For Sale

  425 Sylvan Knoll Rd, Stamford, CT 06902

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1950

  425 Sylvan Knoll Rd, Stamford, CT 06902

  Last Sold Summary

  • $255/SF
  • 10 Days On Market

  Last Sold Price $280,000

  Last Listing Agent Barbara Deysson William Raveis Real Estate
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  $270,000 Pending

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft

  91 Strawberry Hill Ave Unit 636, Stamford, CT 06902

  Make your home in this corner unit offering a bright inviting layout. The generous living area flows into a dedicated dining space, creating an ideal setting for relaxing or entertaining. Large windows frame impressive distant views, giving you a stunning backdrop from nearly every angle. The kitchen features abundant cabinetry and ample counter space. Just off the main living area, a private

  Carmen Soto Keller Williams Prestige Prop.

  91 Strawberry Hill Ave Unit 636, Stamford, CT 06902
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  $2,095 total monthly price

  • 1 Bed
  • 1 Bath
  • 4,680 Sq Ft
  • Condo for Rent

  140 Hamilton Ave Unit 1, Greenwich, CT 06830

  Beautifully renovated 1-bedroom apartment available in the heart of Greenwich, CT. This updated unit features a brand-new kitchen, modern bathroom, new flooring, and updated appliances throughout. Conveniently located near downtown shopping, dining, parks, and the Greenwich Metro-North Station for an easy commute. Plenty of street parking available. Tenant pays utilities. First month's rent and

  Julian Diaz Howard Hanna Rand Realty

  140 Hamilton Ave Unit 1, Greenwich, CT 06830
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  $520,000 Sold Mar 28, 2025

  60 Alvord Ln Unit 20, Stamford, CT 06902

  • 2 Beds
  • 1.5 Baths
  • 1,300 Sq Ft
  • Built 1981

  Last Sold Summary

  • 9% Above List Price
  • $400/SF
  • 32 Days On Market

  Last Listing Agent Max Dober Keller Williams Prestige Prop.

  60 Alvord Ln Unit 20, Stamford, CT 06902
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  Not Listed For Sale

  196 Valley Rd, Cos Cob, CT 06807

  • 5 Beds
  • 4.5 Baths
  • 5,025 Sq Ft
  • Built 2017

  196 Valley Rd, Cos Cob, CT 06807

  Last Sold Summary

  • $555/SF
  • 30 Days On Market

  Last Sold Price $2,788,000

  Last Listing Agent Linna Yuen Coldwell Banker Realty
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  $899,000

  • 4 Beds
  • 2 Baths
  • 2,080 Sq Ft

  251 Cove Rd, Stamford, CT 06902

  Fabulous investment opportunity! Fully occupied 2 family home that has been completely renovated from top to bottom! Beautiful pre- engineered hardwood floors, new kitchens & baths. New heating system. Large walk up attic with w/w carpeting, closet & plenty of space for a home office or den. Home has been meticulously maintained & grosses $74,400 annually in rent. Don't miss this one!!

  Judy Amster William Raveis Real Estate

  251 Cove Rd, Stamford, CT 06902
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  $2,695 - $4,318 total monthly price

  Vela on the Park

  Studio - 2 Beds

  1011 Washington Blvd, Stamford, CT 06901

  Vela on the Park Inspired Apartments. On the Park. Under the Stars. Vela on the Park welcomes the best of the outdoors, inside. This inspired environment thoughtfully blends meaningful moments from both worlds to keep residents invigorated. Vela stands at the center of downtown Stamford's most desirable destinations. This urban constellation encompasses premier dining, entertainment and retail

  1011 Washington Blvd, Stamford, CT 06901
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  $1,600,000 Sold Jun 23, 2025

  28 Sound Beach Ave, Old Greenwich, CT 06870

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1940

  Last Sold Summary

  • $952/SF
  • 29 Days On Market

  Current Estimated Value $1,637,740

  Last Listing Agent Julie Church Houlihan Lawrence

  28 Sound Beach Ave, Old Greenwich, CT 06870
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  Est $2,047,188 Not Listed For Sale

  165 Shore Rd Unit A, Old Greenwich, CT 06870

  • 3 Beds
  • 3.5 Baths
  • 1,824 Sq Ft
  • Built 2018

  165 Shore Rd Unit A, Old Greenwich, CT 06870

  Last Sold Summary

  • 3% Above List Price
  • $1,094/SF
  • 25 Days On Market

  Last Sold Price $1,995,000

  Last Listing Agent Rachel Franco Sotheby's International Realty
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  $499,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,098 Sq Ft

  75 Frank St, Stamford, CT 06902

  Walk to the Beach - Endless Potential! Beach lovers and investors take note! This property offers the ultimate coastal location on a beautiful level lot. Walking distance to the beach; minutes to schools, parks, and shops. Private backyard with a garage. Huge potential to add square footage in attic and lower level. Whether you're looking for your first home or your next investment property, this

  MELISSA DESJARDINS Tier 1 Real Estate

  75 Frank St, Stamford, CT 06902
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  $7,500 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,377 Sq Ft
  • Condo for Rent

  56 Old Field Point Rd Unit 5, Greenwich, CT 06830

  Spacious apartment in downtown Greenwich at a boutique luxury rental building. Prime location; Next to Equinox, an elite health and wellness experience. Minutes from coveted Greenwich Avenue. And a short distance to New York City at the Greenwich Train Station. Features an expansive open floor plan with a chef's kitchen, gas fireplace, and private balcony. 2 beds, with 2 ensuite baths. (One bath

  Mike Parelli Mike Parelli Real Estate LLC

  56 Old Field Point Rd Unit 5, Greenwich, CT 06830
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  $5,100,000 Sold Aug 05, 2025

  459 Field Point Rd, Greenwich, CT 06830

  • 5 Beds
  • 4.5 Baths
  • 4,766 Sq Ft
  • Built 1888

  Last Sold Summary

  • $1,070/SF
  • 38 Days On Market

  Last Listing Agent John McAtee Coldwell Banker Realty

  459 Field Point Rd, Greenwich, CT 06830
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  Not Listed For Sale

  98 Strawberry Hill Ave Unit 3, Stamford, CT 06902

  • 3 Beds
  • 1.5 Baths
  • 1,036 Sq Ft
  • Built 1952

  98 Strawberry Hill Ave Unit 3, Stamford, CT 06902

  Last Sold Summary

  • $246/SF
  • 200 Days On Market

  Last Sold Price $255,000

  Last Listing Agent Garth Schwamm Berkshire Hathaway Home Services
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  $175,000 Open Sun 11AM - 1PM

  • 1 Bed
  • 1 Bath
  • 480 Sq Ft

  59 Courtland Ave Unit 2T, Stamford, CT 06902

  Welcome to Kingswood, a sought-after luxury 55+ adult community; A limited number of residents may be under 55 - purchasers must be 21+, and occupants 18+. There is currently no age restriction being enforced - an excellent opportunity to own now!! This one-bedroom, one-bath condo is a fixer-upper, ideal for buyers looking to add value with sweat equity. Enjoy community amenities including a

  Gloria Dillard Keller Williams Realty

  59 Courtland Ave Unit 2T, Stamford, CT 06902
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  $3,250 total monthly price

  750 Summer Street

  1 - 3 Beds

  750 Summer St, Stamford, CT 06901

  Live virtual tours available. Call to schedule an appointment today and hear about our current discounts on select lines.

  750 Summer St, Stamford, CT 06901
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  $800,000 Sold Jan 23, 2026

  22 Hastings Ln, Stamford, CT 06905

  • 4 Beds
  • 2.5 Baths
  • 2,082 Sq Ft
  • Built 1968

  Last Sold Summary

  • $384/SF
  • 70 Days On Market

  Current Estimated Value $807,205

  Last Listing Agent Len Schwartz Keller Williams Prestige Prop.

  22 Hastings Ln, Stamford, CT 06905
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  Est $721,195 Not Listed For Sale

  69 Palmer Ave Unit A, Stamford, CT 06902

  • 3 Beds
  • 2.5 Baths
  • 1,895 Sq Ft
  • Built 2018

  69 Palmer Ave Unit A, Stamford, CT 06902

  Last Sold Summary

  • 5% Above List Price
  • $363/SF
  • 10 Days On Market

  Last Sold Price $688,000

  Last Listing Agent Moriba Keita RE/MAX

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