Old Greenwich, CT Homes

• 

  

  

  /86

  $23,000,000

  • 5 Beds
  • 7 Baths
  • 7,400 Sq Ft

  58 Shore Rd, Old Greenwich, CT 06870

  You don't look at your home...you look out from it.Set directly on the waterfront in Old Greenwich, this newly constructed residence is a masterclass in design, engineering and execution where every material, finish and feature was selected without compromise. Beyond a long, privately gated drive, sweeping cove views unfold, leading to a façade clad in premium Thermory wood siding beneath a

  

  Danielle Malloy

  Serhant Connecticut LLC

  (475) 253-5714

  58 Shore Rd, Old Greenwich, CT 06870
• 

  

  

  /65

  Starting at $3,145

  Total Monthly Price

  • 1 - 2 Beds

  850 Pacific St, Stamford, CT 06902

  Welcome to a new way of living on the waterfront. Allure offers luxury studio, 1, 2, 3 & 4 bedroom homes with elegance in each detail, spacious floorplans and spectacular views of Manhattan’s skyline. At Allure, experience the height of luxury living in Stamford.

  Allure @ Harbor Point

  (914) 690-6920

  

  850 Pacific St, Stamford, CT 06902
• 

  $1,100,000

  Sold Jun 30, 2025

  37 Maplewood Dr, Cos Cob, CT 06807

  • 4 Beds
  • 4 Baths
  • 3,232 Sq Ft
  • Built 1961

  Last Sold Summary

  • 31% Below List Price
  • $340/SF
  • 122 Days On Market

  Current Estimated Value $1,483,644

  Last Listing Agent Kurt Jain NextHome Real Estate Services

  37 Maplewood Dr, Cos Cob, CT 06807
• 

  Not Listed For Sale

  393 Sylvan Knoll Rd, Stamford, CT 06902

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Built 1951

  393 Sylvan Knoll Rd, Stamford, CT 06902

  Last Sold Summary

  • 70 Days On Market
• 

  

  

  /34

  $750,000

  Pending

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  190 Toms Rd, Stamford, CT 06906

  Charming and beautifully updated Cape in Stamford's sought-after Glenbrook/Belltown neighborhood. This 3-bedroom, 3-bath home blends timeless character with modern comfort, featuring a welcoming front porch, formal living room with wood-burning fireplace, elegant dining room with French doors, and an open-concept kitchen with Corian counters, quartz-topped island, and new stainless-steel

  

  Toni Riordan

  Berkshire Hathaway NE Prop.

  (475) 256-5658

  190 Toms Rd, Stamford, CT 06906
• 

  

  /38

  $26,000 Per Month

  • 5 Beds
  • 7 Baths
  • 5,000 Sq Ft
  • House for Rent

  Unlisted Address

  Spectacular custom-built modern home in the heart of Old Greenwich. Flooded with natural light, this sophisticated residence features soaring ceilings, oversized windows, and seamless indoor-outdoor living throughout. The open-concept layout offers effortless flow for both everyday living and entertaining, a gourmet kitchen with an oversized island, a retractable screened porch, and a private

  

  Juliana Serrao

  William Raveis Real Estate

  (475) 269-4088

  Unlisted Address
• 

  $651,700

  Sold Nov 07, 2025

  36 Middlebury St, Stamford, CT 06902

  • 3 Beds
  • 1 Bath
  • 1,365 Sq Ft
  • Built 1950

  Last Sold Summary

  • 9% Above List Price
  • $477/SF
  • 12 Days On Market

  Current Estimated Value $654,136

  Last Listing Agent Max Dober Keller Williams Prestige Prop.

  36 Middlebury St, Stamford, CT 06902
• 

  Not Listed For Sale

  2435 Bedford St Unit 21-BB, Stamford, CT 06905

  • 2 Beds
  • 2 Baths
  • 1,419 Sq Ft
  • Built 2000

  2435 Bedford St Unit 21-BB, Stamford, CT 06905

  Last Sold Summary

  • 14 Days On Market
• 

  

  /37

  $1,295,000

  • 3 Beds
  • 2.5 Baths
  • 3,132 Sq Ft

  38 Doral Farm Rd, Stamford, CT 06902

  Nestled in the coveted Westover neighborhood of Stamford, this beautifully appointed single-family residence in the prestigious Doral Farm association offers an exceptional blend of privacy and low-maintenance living. Enjoy the lifestyle of a standalone home with the added convenience of maintenance-free grounds and outstanding amenities.Spanning approximately 3,132 square feet, this 3-bedroom,

  

  Robin Bartholomew

  Berkshire Hathaway NE Prop.

  (475) 260-1196

  38 Doral Farm Rd, Stamford, CT 06902
• 

  

  /64

  Starting at $2,350 Plus Fees

  • 1 - 2 Beds

  66 Glenbrook Rd, Stamford, CT 06902

  Located in downtown Stamford, minutes from I-95, the Merritt Parkway and Metro North Railroad Station, The Parc at Glenbrook offers a variety of furnished and unfurnished 1 and 2 bedroom apartments featuring fully equipped kitchens, washer/dryers, fireplaces, spacious closets, balconies and more. The state of the art fitness center, sparkling outdoor swimming pool and four private parking

  The Parc at Glenbrook

  (914) 690-7064

  

  66 Glenbrook Rd, Stamford, CT 06902
• 

  

  /15

  $2,600,000

  Sold Dec 23, 2025

  137 Shore Rd, Old Greenwich, CT 06870

  • 4 Beds
  • 2.5 Baths
  • 2,214 Sq Ft
  • Built 1970

  Last Sold Summary

  • 5% Above List Price
  • $1,174/SF
  • 13 Days On Market

  Current Estimated Value $2,637,117

  Last Listing Agent Angela Swift Compass Connecticut, LLC

  137 Shore Rd, Old Greenwich, CT 06870
• 

  Est $1,285,903

  Not Listed For Sale

  118 Barnes Rd, Stamford, CT 06902

  • 3 Beds
  • 4.5 Baths
  • 3,248 Sq Ft
  • Built 1986

  118 Barnes Rd, Stamford, CT 06902

  Last Sold Summary

  • 10 Days On Market
• 

  

  /20

  $888,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,712 Sq Ft

  86 Birch St, Port Chester, NY 10573

  Nestled on a quiet cul-de-sac in the desirable Lyon Acres neighborhood, this immaculate ranch-style home offers comfortable living on a beautifully landscaped lot, approximately a half block from Lyon Park. The main living area features a floor-to-ceiling wood-burning stone fireplace, vaulted ceilings.The primary bedroom includes an en-suite bath. Two additional bedrooms are situated on the

  

  Kateryna Ulerio

  Houlihan Lawrence Inc.

  (914) 537-5822

  86 Birch St, Port Chester, NY 10573
• 

  

  /28

  $2,200 Per Month

  • 1 Bed
  • 1 Bath
  • 610 Sq Ft
  • Apartment for Rent

  444 Bedford St Unit 6J, Stamford, CT 06901

  Sweeping city views from the entertainer's large (15 feet!) balcony in this immaculate & updated 6th floor condo in the heart of sophisticated downtown. Be the first to enjoy a bright new kitchen, drift-wood style laminate floors, separate sleeping alcove and living room with fabulous south-facing balcony overlooking the downtown cityscape. HEAT AND HOT WATER INCLUDED IN RENT. There is a small,

  

  Melanie Healey

  Coldwell Banker Realty

  (475) 255-2762

  444 Bedford St Unit 6J, Stamford, CT 06901
• 

  $760,000

  Sold Nov 13, 2025

  52 Sachem Place, Stamford, CT 06902

  • 3 Beds
  • 3 Baths
  • 2,174 Sq Ft
  • Built 1957

  Last Sold Summary

  • 4% Above List Price
  • $350/SF
  • 17 Days On Market

  Current Estimated Value $774,133

  Last Listing Agent Evan Philippopoulos RE/MAX Right Choice

  52 Sachem Place, Stamford, CT 06902
• 

  Not Listed For Sale

  700 Summer St Unit 5F, Stamford, CT 06901

  • 1 Bed
  • 1 Bath
  • 590 Sq Ft
  • Built 1961

  700 Summer St Unit 5F, Stamford, CT 06901

  Last Sold Summary

  • 20 Days On Market
• 

  

  /29

  $1,849,999

  Pending

  • 4 Beds
  • 4 Baths
  • 3,150 Sq Ft

  43 High St, Greenwich, CT 06830

  Ultra-stylish and completely reimagined in 2026, this home was rebuilt from the foundation up, creating an extraordinary 4-bedroom residence spanning 3 levels with a deck in an established neighborhood near trains, shops, & schools. Impeccable attention to space, detail & function with light wood floors, high ceilings, many custom elements, designer touches and smart home technology. Light-filled

  

  Spencer Sodokoff

  Houlihan Lawrence

  (475) 262-8302

  43 High St, Greenwich, CT 06830
• 

  

  /31

  Starting at $3,057

  Total Monthly Price

  • Studio - 3 Beds

  18 Dock St, Stamford, CT 06902

  18 Dock is Stamford's newest standard of sophistication. Tailored with your lifestyle in mind, our exquisitely crafted apartments, ranging from studio to 3 bedrooms, redefine luxury living. Indulge in an oasis with resort-style amenities, offering an unrivaled experience. With convenient transportation access and thoughtfully designed living spaces adorned with lavish finishes, bespoke details,

  18 Dock Apartments

  (475) 268-8746

  18 Dock St, Stamford, CT 06902
• 

  $315,000

  Sold Dec 09, 2025

  30 Maple Tree Ave Unit D, Stamford, CT 06906

  • 2 Beds
  • 1 Bath
  • 918 Sq Ft
  • Built 1969

  Last Sold Summary

  • 1% Below List Price
  • $343/SF
  • 35 Days On Market

  Current Estimated Value $322,946

  Last Listing Agent Adam Wagner Keller Williams Prestige Prop.

  30 Maple Tree Ave Unit D, Stamford, CT 06906
• 

  Not Listed For Sale

  91 Strawberry Hill Ave Unit 641, Stamford, CT 06902

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft
  • Built 1959

  91 Strawberry Hill Ave Unit 641, Stamford, CT 06902

  Last Sold Summary

  • 244 Days On Market
• 

  

  /17

  $549,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft

  850 E Main St Unit 524, Stamford, CT 06902

  Fully remodeled condo in downtown Stamford. Located on the 5th floor, this unit offers vaulted ceilings, abundant natural light, and a bright open concept layout. The brand new kitchen features quartz countertops, stainless steel appliances, and a large island with seating, opening directly into the main living space. Both bathrooms have been fully remodeled with clean, modern finishes. This 2

  

  Christopher Reid

  Coldwell Banker Realty

  (475) 242-8629

  850 E Main St Unit 524, Stamford, CT 06902
• 

  

  /18

  $4,600 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,350 Sq Ft
  • Condo for Rent

  24 Hollow Wood Ln Unit 2, Greenwich, CT 06831

  Newly renovated and centrally located Greenwich gem! This updated 3-bedroom, 2.5-bath multi-level apartment features built-in USB ports (Type A & C), stainless steel smart appliances, new central heat/AC, and high-efficiency whole-home air filtration. Enjoy a remodeled chef's kitchen with large-capacity appliances and double wall oven (convection, air-fry, bake, broil, roast). Well-appointed

  

  Richard Breglia

  Coldwell Banker Realty

  (475) 264-5909

  24 Hollow Wood Ln Unit 2, Greenwich, CT 06831
• 

  $1,120,000

  Sold Jul 08, 2025

  77 Havemeyer Ln Unit 107, Stamford, CT 06902

  • 3 Beds
  • 3.5 Baths
  • 2,527 Sq Ft
  • Built 2013

  Last Sold Summary

  • 8% Below List Price
  • $443/SF
  • 16 Days On Market

  Current Estimated Value $1,217,518

  Last Listing Agent Robert Marchesi Compass Connecticut, LLC

  77 Havemeyer Ln Unit 107, Stamford, CT 06902
• 

  Est $349,802

  Not Listed For Sale

  463 Cove Rd Unit 8, Stamford, CT 06902

  • 2 Beds
  • 1 Bath
  • 804 Sq Ft
  • Built 1974

  463 Cove Rd Unit 8, Stamford, CT 06902

  Last Sold Summary

  • 15 Days On Market
• 

  

  /17

  $775,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,218 Sq Ft

  148 Putnam Park, Greenwich, CT 06830

  Nestled within the Putnam Park community in the heart Greenwich, this sun-drenched 2-bedroom, 2-bathroom co-op offers effortless, single-level living in a serene, park-like setting. Spanning over 1,200 square feet, the residence features three exposures, filling the home with natural light throughout the day. The open floor plan creates a seamless flow between living and dining spaces,

  

  Michael Carey

  Sotheby's International Realty

  (475) 269-6617

  148 Putnam Park, Greenwich, CT 06830
• 

  

  /69

  Starting at $2,348

  Total Monthly Price

  • Studio - 3 Beds

  150 Southfield Ave, Stamford, CT 06902

  Enjoy our state-of-the-art 2-level athletic club with Matrix Series 7xi equipment, outdoor swimming pool facing the harbor, and indoor basketball and racquetball courts. Relax in the cafe lounge with fresh coffee and Wi-Fi or take a walk on our scenic boardwalk overlooking Stamford Harbor. Walk along the boardwalk and enjoy all of the restaurants Stamford Harbor has to offer. Enjoying an

  TGM Anchor Point

  (475) 252-5803

  

  150 Southfield Ave, Stamford, CT 06902
• 

  

  /8

  $1,285,000

  Sold Apr 01, 2026

  55 Byram Terrace Dr Unit B, Greenwich, CT 06831

  • 2 Beds
  • 4 Baths
  • 2,601 Sq Ft
  • Built 2008

  Last Sold Summary

  • 1% Above List Price
  • $494/SF
  • 9 Days On Market

  Current Estimated Value $1,309,024

  Last Listing Agent Stephen Archino Sotheby's International Realty

  55 Byram Terrace Dr Unit B, Greenwich, CT 06831
• 

  Est $781,203

  Not Listed For Sale

  10 Edice Rd, Stamford, CT 06905

  • 4 Beds
  • 2 Baths
  • 1,522 Sq Ft
  • Built 1966

  10 Edice Rd, Stamford, CT 06905

  Last Sold Summary

  • 18 Days On Market
• 

  

  /22

  $539,000

  • 2 Beds
  • 1.5 Baths
  • 1,421 Sq Ft

  104 North St Unit 804, Stamford, CT 06902

  Penthouse-style 2-bedroom residence in a desirable downtown Stamford location, just moments from restaurants, shopping, entertainment, and everyday conveniences. From the moment you enter, the natural light, spacious layout, and sweeping views immediately stand out. The open living and dining area is bright and inviting, anchored by a wood-burning fireplace and sliding glass doors leading to a

  

  Kaitlyn D'Ambrosio

  Compass Connecticut, LLC

  (475) 445-2450

  104 North St Unit 804, Stamford, CT 06902
• 

  

  /8

  $2,100 Per Month

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

  37 Rose Park Ave, Stamford, CT 06902

  Bright, move-in ready, and full of natural light, this cheerful second-floor two-bedroom, one-bath offers a spacious eat-in kitchen perfect for everyday living and entertaining. Located in the heart of vibrant downtown Stamford, you'll enjoy walking distance to everything the city has to offer, including the Stamford Train Station, UConn Stamford, and a variety of popular neighborhood restaurants

  

  Melanie Healey

  Coldwell Banker Realty

  (475) 323-6368

  37 Rose Park Ave, Stamford, CT 06902
• 

  $750,000

  Sold Jun 20, 2025

  47 Lafayette Place Unit 4C, Greenwich, CT 06830

  • 1 Bed
  • 1 Bath
  • 766 Sq Ft
  • Built 1956

  Last Sold Summary

  • 6% Below List Price
  • $979/SF
  • 30 Days On Market

  Last Listing Agent Jennifer Marrelli Compass Connecticut, LLC

  47 Lafayette Place Unit 4C, Greenwich, CT 06830
• 

  Est $852,668

  Not Listed For Sale

  19 Idlewood Dr, Stamford, CT 06905

  • 2 Beds
  • 2.5 Baths
  • 2,196 Sq Ft
  • Built 1960

  19 Idlewood Dr, Stamford, CT 06905

  Last Sold Summary

  • 27 Days On Market
• 

  

  /16

  $799,000

  $40K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 3,744 Sq Ft

  140 Terrace Ave, Port Chester, NY 10573

  Prime Mixed-Use Investment Opportunity in the Heart of Port Chester This well-located mixed-use building only 5 minutes away from Greenwich, CT. features two fully occupied residential units generating strong, consistent rental income, with current rents below market value—providing immediate upside potential through future increases. The property also includes a highly versatile ground-floor

  

  Cosmo Iadanza

  E Realty International Corp

  (914) 568-3511

  140 Terrace Ave, Port Chester, NY 10573
• 

  

  /66

  Starting at $1,641

  Total Monthly Price

  • 1 - 2 Beds

  545-573 Bedford St, Stamford, CT 06901

  Located just steps from downtown Stamford's bustling Bedford Street retail, restaurant and entertainment corridor, Bedford Hall is a luxury rental community boasting sleek one and two bedroom residences. With a walk score of 95, you are truly in the center of it all. Bedford Hall features 12 expertly designed floor plans from sleek junior 1 bedroom to airy 2 bedroom apartments. These stylish

  Bedford Hall

  (475) 271-1479

  

  545-573 Bedford St, Stamford, CT 06901
• 

  $660,000

  Sold Jul 01, 2025

  1 Broad St Unit 10F, Stamford, CT 06901

  • 2 Beds
  • 2.5 Baths
  • 1,530 Sq Ft
  • Built 2009

  Last Sold Summary

  • 2% Below List Price
  • $431/SF
  • 65 Days On Market

  Current Estimated Value $697,566

  Last Listing Agent Holly Giordano William Pitt Sotheby's Int'l

  1 Broad St Unit 10F, Stamford, CT 06901
• 

  Est $851,340

  Not Listed For Sale

  18 Parker Ave, Stamford, CT 06906

  • 6 Beds
  • 2 Baths
  • 2,240 Sq Ft
  • Built 1920

  18 Parker Ave, Stamford, CT 06906

  Last Sold Summary

  • 95 Days On Market
• 

  

  /30

  $629,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  22 Camore St, Stamford, CT 06905

  Welcome to 22 Camore Street, a charming move-in ready Cape set on a beautiful leveled lot in Stamford. This well-maintained three bedroom, one bath home offers a bright and inviting interior with hardwood floors throughout, a freshly updated kitchen featuring stainless steel appliances and quartz countertops, and the added efficiency of a tankless water heater. The home also features durable wood

  

  Michael Vasquez

  eXp Realty

  (475) 253-5887

  22 Camore St, Stamford, CT 06905
• 

  

  /17

  $11,000 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,700 Sq Ft
  • Condo for Rent

  409 Greenwich Ave Unit A, Greenwich, CT 06830

  In-town living at its best! Incredible luxury apartment, with private rooftop terrace. Natural light bathes this 1,700 sq ft 2 bedroom 2.5 bath unit. Gourmet kitchen. High ceilings. Wide Plank floors. Views of Long Island Sound. Great location. Seconds from shopping, restaurants, Metro North and more.

  

  Michael Carey

  Sotheby's International Realty

  (475) 267-1063

  409 Greenwich Ave Unit A, Greenwich, CT 06830
• 

  

  /35

  $4,753,000

  Sold Apr 20, 2026

  24 Annjim Dr, Greenwich, CT 06830

  • 5 Beds
  • 4.5 Baths
  • 4,937 Sq Ft
  • Built 2001

  Last Sold Summary

  • 12% Above List Price
  • $963/SF
  • 5 Days On Market

  Last Listing Agent Amanda Bates Houlihan Lawrence

  24 Annjim Dr, Greenwich, CT 06830
• 

  Est $852,246

  Not Listed For Sale

  20 Clorinda Ct, Stamford, CT 06902

  • 4 Beds
  • 2.5 Baths
  • 3,280 Sq Ft
  • Built 1966

  20 Clorinda Ct, Stamford, CT 06902

  Last Sold Summary

  • 27 Days On Market

Showing Results 1 - 40, Page 1 of 18