Old Greenwich, CT Homes

• 

  

  

  /34

  $429,000

  Pending

  • 1 Bed
  • 1.5 Baths
  • 1,066 Sq Ft

  2289 Bedford St Unit D12, Stamford, CT 06905

  Welcome to this lovely, impeccably maintained one-bedroom, 1.5 bath townhome in the highly sought-after Chesterfield complex. Filled with natural light, this inviting home offers a bright and airy layout, spacious living and dining areas, with recessed lighting and a fireplace. The well appointed kitchen, has a beautiful hard wood floor and newer appliances. The convenient main-level updated

  Laurie Cingari Berkshire Hathaway NE Prop.

  2289 Bedford St Unit D12, Stamford, CT 06905
• 

  

  /2

  $4,700

  Total Monthly Price

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • House for Rent

  98 Neponsit St, Stamford, CT 06902

  no smokingRent a 4 bedroom 2 bathroom House built on a 1/4 acre with great water views. With an in-law apt. Hard wood floors, high cathedral ceilings, off streets parking. Very quiet and 2 blocks from the beach.

  98 Neponsit St, Stamford, CT 06902
• 

  

  

  /31

  $4,350,000

  Sold Jul 06, 2026

  112 Sheephill Rd, Riverside, CT 06878

  • 6 Beds
  • 7.5 Baths
  • 6,447 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $675/SF
  • 44 Days On Market

  Last Listing Agent Lisa Migliardi Compass Connecticut, LLC

  112 Sheephill Rd, Riverside, CT 06878
• 

  

  

  /39

  Not Listed For Sale

  191 Milbank Ave Unit G, Greenwich, CT 06830

  • 3 Beds
  • 4.5 Baths
  • 5,965 Sq Ft
  • Built 2007

  191 Milbank Ave Unit G, Greenwich, CT 06830

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Monica Webster Douglas Elliman of Connecticut
• 

  

  

  /18

  $395,000

  Under Contract

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft

  1 Strawberry Hill Ct Unit 8A, Stamford, CT 06902

  Views for miles! This 8th floor unit at Regency Towers looks over downtown Stamford and beyond out to Long Island Sound. South facing, there is great sunlight year round. The balcony off the living room is perfect for morning coffee, dinner al fresco or to just sit and watch the spectacular sunsets and July 4th fireworks are spectacular from Stamford and surrounding towns! An open floor plan with

  Jeff Roberts William Pitt Sotheby's Int'l

  1 Strawberry Hill Ct Unit 8A, Stamford, CT 06902
• 

  

  /10

  $2,800

  Total Monthly Price

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft
  • Townhouse for Rent

  13 Elmwood St, Stamford, CT 06902

  The Cove! - Sunny 2 Bedroom 1.5 bath townhouse! Kitchen with Stove, Refrigerator & Dishwasher. Sliders to Private Deck. Hardwood Floors thru-out. Large Private basement for great storage. Off Street Parking. Washer & Dryer in Unit. Short walk to Cove Island and Cummings Beach. (Urban Connections Realty)

  13 Elmwood St, Stamford, CT 06902
• 

  $895,000

  Sold Dec 19, 2025

  30 Sherman Ave, Greenwich, CT 06830

  • 3 Beds
  • 1.5 Baths
  • 1,699 Sq Ft
  • Built 1928

  Last Sold Summary

  • 3% Above List Price
  • $527/SF
  • 19 Days On Market

  Last Listing Agent Sue Frano Coldwell Banker Realty

  30 Sherman Ave, Greenwich, CT 06830
• 

  /2

  Not Listed For Sale

  3 Hickory Dr, Stamford, CT 06902

  • 6 Beds
  • 6 Baths
  • 4,694 Sq Ft
  • Built 1903

  3 Hickory Dr, Stamford, CT 06902
• 

  

  /35

  $6,995,000

  • 3 Beds
  • 3.5 Baths
  • 2,425 Sq Ft

  31 Meadow Wood Dr, Greenwich, CT 06830

  An extraordinary opportunity to acquire a waterfront residence within the exclusive & highly coveted Belle Haven Association - at an unusually low ''cost of entry'' point. One of just eight residences in historic Quarry Farms - which has its own gated entrance, this gut renovated 3-bedroom. 3.5 bathroom home is privately set on 1.2 acres with 220' of direct Long Island Sound frontage. Unique

  Kevin Sneddon Compass Connecticut, LLC

  31 Meadow Wood Dr, Greenwich, CT 06830
• 

  

  /35

  $2,799

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  398 Courtland Ave Unit 398 Courtland, Stamford, CT 06906

  Peaceful apartment walking distance to Glenbrook train station. Close to downtown Stamford. Great location! Parking on premises.

  398 Courtland Ave Unit 398 Courtland, Stamford, CT 06906
• 

  

  /34

  $1,515,000

  Sold Apr 06, 2026

  11 Lafayette Ct Unit 5B, Greenwich, CT 06830

  • 2 Beds
  • 2.5 Baths
  • 1,514 Sq Ft
  • Built 1930

  Last Sold Summary

  • 13% Above List Price
  • $1,001/SF
  • 68 Days On Market

  Last Listing Agent Alyssa Bernstein BHHS New England Properties

  11 Lafayette Ct Unit 5B, Greenwich, CT 06830
• 

  Not Listed For Sale

  26 Vista St, Stamford, CT 06902

  • 7 Beds
  • 3 Baths
  • 2,240 Sq Ft
  • Built 1900

  26 Vista St, Stamford, CT 06902

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent MD Kaisar Ali BHGRE Shore & Country
• 

  

  /18

  $225,000

  • 1 Bath
  • 590 Sq Ft

  700 Summer St Unit 1F, Stamford, CT 06901

  . Attention investors! This office condo offers excellent potential for residential conversion, subject to obtaining a Certificate of Occupancy (CO) from City Hall. Buyers are encouraged to perform their own due diligence. With light renovations, this approximately 600 sq ft space can be transformed into a stylish studio or one-bedroom apartment in a prime location. Low common charges add to the

  Yulka Markevich Iron Gates Realty

  700 Summer St Unit 1F, Stamford, CT 06901
• 

  

  /14

  $2,250

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • Condo for Rent

  39 Glenbrook Rd Unit 5Z, Stamford, CT 06902

  FRESHLY PAINTED, PROFESIONALLY CLEANED, TOP FLOOR VIEWS OF DOWNTOWN STAMFORD, GREAT BUILDING, HEAT INCLUDED, RENT FROM OWNER, NO FEE

  39 Glenbrook Rd Unit 5Z, Stamford, CT 06902
• 

  

  /24

  $3,995,000

  Sold Jan 27, 2026

  57 Locust St Unit A, Greenwich, CT 06830

  • 5 Beds
  • 6.5 Baths
  • 4,577 Sq Ft
  • Built 2025

  Last Sold Summary

  • $873/SF
  • 365 Days On Market

  Last Listing Agent Nina Frandson BHHS New England Properties

  57 Locust St Unit A, Greenwich, CT 06830
• 

  

  /23

  Not Listed For Sale

  161 Lake Ave, Greenwich, CT 06830

  • 5 Beds
  • 4.5 Baths
  • 4,535 Sq Ft
  • Built 1931

  161 Lake Ave, Greenwich, CT 06830

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Yashmin Lloyds Compass Connecticut, LLC
• 

  

  /10

  $4,125,000

  Pending

  • 7 Beds
  • 5.5 Baths
  • 5,657 Sq Ft

  42 Bruce Park Dr, Greenwich, CT 06830

  Introducing ''The Ledges,'' a timeless 1924 Colonial gracefully set on an extraordinary 2.37-acre park-like property in the R-12 zone! Possible subdivision. Encompassing approximately 5,924 sq. ft., this absolutely charming residence is rich in character with exceptional ceiling height, elegant architectural details, and beautifully scaled public rooms designed for both grand entertaining and

  Stephen Archino Sotheby's International Realty

  42 Bruce Park Dr, Greenwich, CT 06830
• 

  

  /8

  $1,600 - $1,625

  Total Monthly Price

  • Studio
  • 1 Bath
  • 450 Sq Ft
  • Condo for Rent

  35 Hoyt St, Stamford, CT 06905

  Free Heat & Hot Water!! - Sensational Studio in great building - downtown. Kitchenette with Stove & Refrigerator. Hardwood Floors thru-out. Shared Coin-Op Washer & Dryer in basement. 1 Off Street Parking. (Urban Connections Realty)

  35 Hoyt St, Stamford, CT 06905
• 

  $365,000

  Sold Aug 06, 2026

  76 Maple Tree Ave Unit 5, Stamford, CT 06906

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • Built 1973

  Last Sold Summary

  • 13% Below List Price
  • $429/SF
  • 97 Days On Market

  Current Estimated Value $386,265

  Last Listing Agent Barbara Webski William Pitt Sotheby's Int'l

  76 Maple Tree Ave Unit 5, Stamford, CT 06906
• 

  Est $756,531

  Not Listed For Sale

  710 Hope St Unit 1, Stamford, CT 06907

  • 3 Beds
  • 3.5 Baths
  • 2,503 Sq Ft
  • Built 2007

  710 Hope St Unit 1, Stamford, CT 06907

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Max Dober Keller Williams Prestige Prop.
• 

  

  /29

  $4,250,000

  $250K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 4,573 Sq Ft

  16 Vineyard Ln, Greenwich, CT 06831

  Set on two picturesque acres in a premier Greenwich estate neighborhood, this exceptional property offers the perfect canvas to design and build your ultimate dream home. Surrounded by natural beauty with a serene, park-like setting, it provides both privacy and prestige. Ideally located just minutes from downtown, Greenwich Avenue, top-rated schools, and the Metro-North train station, offering

  Alison Farn-Leigh Brown Harris Stevens CT, LLC

  16 Vineyard Ln, Greenwich, CT 06831
• 

  

  /7

  $1,800

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  680 Hope St Unit G, Stamford, CT 06907

  Sunny 3rd floor - 1 Bedroom 1 Bath in great Springdale neighborhood. Kitchen with Stove, Refrigerator & Dishwasher. Brand New W/W Carpets thru-out. Sliders to private deck. Shared Coin-op Washer & Dryer. 1 Reserved Parking and Plenty of Visitor parking. Short Walk to Springdale R/R. (Urban Connections Realty)

  680 Hope St Unit G, Stamford, CT 06907
• 

  

  /25

  $1,300,000

  Sold Nov 24, 2025

  20 Church St Unit A34, Greenwich, CT 06830

  • 3 Beds
  • 2 Baths
  • 1,578 Sq Ft
  • Built 1945

  Last Sold Summary

  • 13% Below List Price
  • $824/SF
  • 124 Days On Market

  Last Listing Agent Edward Mortimer Sotheby's International Realty

  20 Church St Unit A34, Greenwich, CT 06830
• 

  Not Listed For Sale

  65 Seaside Ave Unit 6, Stamford, CT 06902

  • 4 Beds
  • 3.5 Baths
  • 2,802 Sq Ft
  • Built 2007

  65 Seaside Ave Unit 6, Stamford, CT 06902

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Aaron Ramkalawan Keller Williams Prestige Prop.
• 

  

  /44

  $1,590,000

  • 2 Beds
  • 3 Baths
  • 2,406 Sq Ft

  30 Chapel St, Greenwich, CT 06831

  Original farm house (unit 1) was renovated in 2018. The tiled entry leads to the family room w adjoining dining room and full bath.. Kitchen features modern white cabinets, quartz countertops, stainless steel appliances and separate pantry. Second floor features a landing leading to the bedroom with ensuite bath and large office/WIC. Separate laundry area and door to access the rear yard. 3rd

  Michael Thornton White Oak Realty, Inc.

  30 Chapel St, Greenwich, CT 06831
• 

  

  /14

  $2,590

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft
  • Condo for Rent

  25 Forest St Unit 6C, Stamford, CT 06901

  1 bedroom/1 bath condo, on the 6th floor of The Classic, a luxury building in downtown Stamford. Approx. 740 square feet. Rent includes hot water and gas. Washer/dryer in unit. Balcony accessible from living room and bedroom. One parking space in garage. Building amenities include; 24 hour concierge security service, shared shuttle to/from train station, exercise room, pool, outdoor grill area

  25 Forest St Unit 6C, Stamford, CT 06901
• 

  $445,000

  Sold May 19, 2026

  238 Madison Ave, Port Chester, NY 10573

  • 2 Beds
  • 2 Baths
  • 1,125 Sq Ft
  • Built 1920

  Last Sold Summary

  • 11% Below List Price
  • $396/SF
  • 106 Days On Market

  Current Estimated Value $467,974

  Last Listing Agent Onyinyechi Ekpecham Keller Williams Realty NYC Grp

  238 Madison Ave, Port Chester, NY 10573
• 

  Est $1,086,596

  Not Listed For Sale

  1515 Summer St Unit 802, Stamford, CT 06905

  • 4 Beds
  • 4.5 Baths
  • 3,200 Sq Ft
  • Built 1968

  1515 Summer St Unit 802, Stamford, CT 06905

  Last Sold Summary

  • 106 Days On Market

  Last Listing Agent Joshua Weisman William Raveis Real Estate
• 

  

  /40

  $849,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,439 Sq Ft

  1 Francis Ln, Port Chester, NY 10573

  Charming one family ranch located in the Village of Port Chester within the Town of Rye. This well-maintained home features 2 bedrooms, 1 full bathroom, along with a finished attic and full walk-out basement offering additional usable space and flexibility. The property includes a garage, driveway, private backyard, central air, and a functional layout ideal for comfortable everyday living.

  Dennis Aboagye Keller Williams Realty Group

  1 Francis Ln, Port Chester, NY 10573
• 

  

  /8

  $1,600 - $1,625

  Total Monthly Price

  • Studio
  • 1 Bath
  • 450 Sq Ft
  • Condo for Rent

  35 Hoyt St, Stamford, CT 06905

  Free Heat & Hot Water!! - Sensational Studio in great building - downtown. Kitchenette with Stove & Refrigerator. Hardwood Floors thru-out. Shared Coin-Op Washer & Dryer in basement. 1 Off Street Parking. (Urban Connections Realty)

  35 Hoyt St, Stamford, CT 06905
• 

  $700,000

  Sold Jun 03, 2026

  51 4th St, Stamford, CT 06905

  • 4 Beds
  • 2 Baths
  • 2,139 Sq Ft
  • Built 1909

  Last Sold Summary

  • 8% Above List Price
  • $327/SF
  • 19 Days On Market

  Current Estimated Value $551,253

  Last Listing Agent Monica Osorio Realty ONE Group Connect

  51 4th St, Stamford, CT 06905
• 

  Est $657,030

  Not Listed For Sale

  1515 Summer St Unit 706, Stamford, CT 06905

  • 3 Beds
  • 2 Baths
  • 1,819 Sq Ft
  • Built 1968

  1515 Summer St Unit 706, Stamford, CT 06905

  Last Sold Summary

  • 200 Days On Market

  Last Listing Agent Michael Dinshaw Berkshire Hathaway NE Prop.
• 

  

  /27

  $7,599,000

  $396K PRICE DROP

  • 5 Beds
  • 8 Baths
  • 9,716 Sq Ft

  24 Stillman Ln, Greenwich, CT 06831

  Sport lovers dream - Set on a quiet cul-de-sac within Sherwood Farms, this custom-built 2013 residence offers four finished levels of thoughtfully designed living space paired with exceptional recreational and lifestyle amenities. High ceilings, abundant natural light and seamless flow define the main level, where formal living and dining rooms connect effortlessly to an expansive open-concept

  Amanda Bates Houlihan Lawrence Inc.

  24 Stillman Ln, Greenwich, CT 06831
• 

  

  /13

  $2,775

  Total Monthly Price

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Townhouse for Rent

  79 Webb Ave, Stamford, CT 06902

  Spacious 3 levels: 1st Floor easy to care new luxury oak tile living & dining, eat in kitchen, stairs carpet to 2nd floor 2 bedrooms hardwood floors; lower level semi finished basement with washer & dryer, patio area for grilling, 2 assigned parking spaces, quiet small unit complex, convenient residential area near Cove Beach, highway, train and bus line, Available immediately, no DOGS, good

  79 Webb Ave, Stamford, CT 06902
• 

  

  /17

  $540,000

  Sold Dec 30, 2025

  4 Lafayette Ct Unit 1C, Greenwich, CT 06830

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft
  • Built 1928

  Last Sold Summary

  • 20% Below List Price
  • $750/SF
  • 22 Days On Market

  Current Estimated Value $608,554

  Last Listing Agent Alexandra Friedman Compass Connecticut, LLC

  4 Lafayette Ct Unit 1C, Greenwich, CT 06830
• 

  Est $589,486

  Not Listed For Sale

  1515 Summer St Unit 503, Stamford, CT 06905

  • 2 Beds
  • 2 Baths
  • 1,365 Sq Ft
  • Built 1968

  1515 Summer St Unit 503, Stamford, CT 06905

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Nicole J Bates Berkshire Hathaway NE Prop.
• 

  

  /57

  $4,950,000

  $450K PRICE DROP

  • 5 Beds
  • 9 Baths
  • 8,603 Sq Ft

  20 Oak St, Greenwich, CT 06831

  Set on a quiet private lane, this 8,600-square-foot residence spans four finished levels with elevator access throughout. A marble entry gallery with soaring ceilings introduces expansive living and entertaining spaces, including a formal dining room with wet bar, chef's kitchen with Viking, Bosch, and Sub-Zero appliances, and a sunlit family room opening to outdoor dining areas. The home offers

  Matthew Tallett Brown Harris Stevens CT, LLC

  20 Oak St, Greenwich, CT 06831
• 

  

  /9

  $1,899

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 575 Sq Ft
  • Condo for Rent

  47 Lindale St Unit B, Stamford, CT 06902

  Renovated 1 Bedroom 1 Bath Plus Den in Grand Victorian - Downtown. Kitchen with Stove, Refrigerator & Granite Counter tops. Tile Floors thru-out. Shared Coin-Op Washer & Dryer. 1 Off Street Parking. Please call (Urban Connections Realty)

  47 Lindale St Unit B, Stamford, CT 06902
• 

  $232,000

  Sold Dec 30, 2025

  59 Courtland Ave Unit 3O, Stamford, CT 06902

  • 1 Bed
  • 1 Bath
  • 549 Sq Ft
  • Built 1972

  Last Sold Summary

  • 3% Below List Price
  • $423/SF
  • 89 Days On Market

  Last Listing Agent Li Zhang Golden Heights LLC

  59 Courtland Ave Unit 3O, Stamford, CT 06902
• 

  Est $539,504

  Not Listed For Sale

  439 Glenbrook Rd Unit A, Stamford, CT 06906

  • 2 Beds
  • 2.5 Baths
  • 1,273 Sq Ft
  • Built 1970

  439 Glenbrook Rd Unit A, Stamford, CT 06906

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Patty Wagner Compass Connecticut, LLC

Showing Results 441 - 480, Page 12 of 18