Old Greenwich, CT Homes

• 

  

  

  /40

  $669,900

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,353 Sq Ft

  50 Crestview Ave, Stamford, CT 06907

  Beautifully maintained and thoughtfully updated, 50 Crestview offers a highly functional layout with 2 bedrooms and 1.5 baths plus two additional flexible rooms currently used as a bright home office and a playroom just off the kitchen-ideal for everyday living and visibility. This home is in excellent condition with major system upgrades including a high-efficiency tankless heating and hot water

  Susie Calabrese The Riverside Realty Group

  50 Crestview Ave, Stamford, CT 06907
• 

  

  

  /35

  $2,500

  Total Monthly Price

  • 1 Bed
  • 1.5 Baths
  • 900 Sq Ft
  • Condo for Rent

  291 Hope St Unit B5, Stamford, CT 06906

  TWO PARKING SPACES - gorgeous multi-level townhouse with individual entrance. Beautiful balcony overlooking quaint neighborhood with outdoor outlet and light. BRAND NEW Central AC and Heating as of May 2026. Air vents cleaned for allergens within last 10 months. New Nest thermostat for remote and scheduled temperature control.TWO permanent parking spaces - one in full garage with door, one

  291 Hope St Unit B5, Stamford, CT 06906
• 

  $1,635,000

  Sold Sep 30, 2025

  51 Forest Ave Unit 125, Old Greenwich, CT 06870

  • 3 Beds
  • 2.5 Baths
  • 1,821 Sq Ft
  • Built 1994

  Last Sold Summary

  • 1% Below List Price
  • $898/SF
  • 27 Days On Market

  Last Listing Agent Katie Benson Houlihan Lawrence

  51 Forest Ave Unit 125, Old Greenwich, CT 06870
• 

  

  

  /21

  Not Listed For Sale

  1 Indian Chase Dr, Greenwich, CT 06830

  • 7 Beds
  • 10 Baths
  • 11,465 Sq Ft
  • Built 1913

  1 Indian Chase Dr, Greenwich, CT 06830

  Last Sold Summary

  • 123 Days On Market
• 

  

  

  /24

  $819,000

  $26K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,428 Sq Ft

  336 West Ave, Stamford, CT 06902

  Well-maintained two-family home located on West Avenue, offering good condition throughout. Renovated in 2017, the first-floor unit features two bedrooms, an updated kitchen, a spacious living room, basement laundry, and one-car garage. The second unit offers a large eat-in kitchen, living room, two bedrooms, and an additional room on the third floor that can be used as a potential third bedroom.

  Irene Przybysz William Raveis Real Estate

  336 West Ave, Stamford, CT 06902
• 

  

  /14

  $2,750 - $3,000

  Total Monthly Price

  • Studio - 2 Beds
  • 1 Bath
  • 450 Sq Ft
  • Condo for Rent

  396 Greenwich Ave, Greenwich, CT 06830

  Modern studio Apt. for rent. 396 Greenwich Ave. (near the bottom of the Ave. very close to train station). (2nd floor walkup). Small studio, laundry, plenty of closet space, central air conditioning, shared garden roof top deck. No parking, water and trash removal included, - gas, cable and electric excluded. No Pets, No Smoking.

  396 Greenwich Ave, Greenwich, CT 06830
• 

  $1,268,000

  Sold Jul 31, 2025

  15 Devonshire Dr, Darien, CT 06820

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • Built 1927

  Last Sold Summary

  • 2% Below List Price
  • $566/SF
  • 23 Days On Market

  Current Estimated Value $1,359,905

  Last Listing Agent Caron Bott William Pitt Sotheby's Int'l

  15 Devonshire Dr, Darien, CT 06820
• 

  

  /31

  Not Listed For Sale

  3 Hartford Ave, Greenwich, CT 06830

  • 3 Beds
  • 2 Baths
  • 1,989 Sq Ft
  • Built 1979

  3 Hartford Ave, Greenwich, CT 06830

  Last Sold Summary

  • 57 Days On Market
• 

  

  /38

  $875,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,484 Sq Ft

  71 Elizabeth Ave, Stamford, CT 06907

  Tucked in the heart of Springdale, 71 Elizabeth Ave is a 3 bedroom plus office, 2.5 bath home that blends charm with thoughtful updates and an inviting backyard. The kitchen was renovated in 2022 and opens seamlessly to the main living areas, creating an easy flow for both everyday living and entertaining. Sunlight fills the home, highlighting the beautiful wood flooring and well-proportioned

  Staci Zampa Compass Connecticut, LLC

  71 Elizabeth Ave, Stamford, CT 06907
• 

  

  /8

  $1,690

  Total Monthly Price

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

  444 Bedford St Unit 9B, Stamford, CT 06901

  Bright, light filled 1 bedroom that is right in the heart of downtown, but private too. This top floor unit has fantastic views to the North and East. The balcony is very private, with screens. There is AC and lots of closet space. The bedroom alcove is separated from the living area by a large room divider. While not a true 1 bedroom, the bedroom alcove is effectively a separate

  444 Bedford St Unit 9B, Stamford, CT 06901
• 

  $950,000

  Sold Jul 29, 2025

  10 Andover Rd, Stamford, CT 06902

  • 5 Beds
  • 3 Baths
  • 2,236 Sq Ft
  • Built 1951

  Last Sold Summary

  • 6% Above List Price
  • $425/SF
  • 19 Days On Market

  Current Estimated Value $997,184

  Last Listing Agent Joanne Vanaria Weichert Realtors

  10 Andover Rd, Stamford, CT 06902
• 

  

  /27

  Est $1,157,510

  Not Listed For Sale

  1 Green Ln, Greenwich, CT 06831

  • 6 Beds
  • 2,178 Sq Ft
  • Built 1969

  1 Green Ln, Greenwich, CT 06831

  Last Sold Summary

  • 49 Days On Market
• 

  

  /38

  $831,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,667 Sq Ft

  20 3rd St Unit 3, Stamford, CT 06905

  Welcome to Midtown Estates-where location, light, and lifestyle come together seamlessly. Ideally situated in the best spot within the complex, this exceptional townhome enjoys natural light and is just steps from vibrant downtown living. Thoughtfully designed with a lot of extra custom finishes throughout, the home features hardwood floors, recessed lighting, and elegant millwork. The welcoming

  Evan Philippopoulos RE/MAX Right Choice

  20 3rd St Unit 3, Stamford, CT 06905
• 

  

  /19

  $2,725

  Total Monthly Price

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

  25 Forest St Unit 7G, Stamford, CT 06901

  Fantastic Location in Downtown Stamford at 24/7 Concierge High Rise. Amenities include a front desk package delivery room, fitness center, resident lounge and catering area, indoor rooftop pool & sun deck area, park with picnic area with grills. Located Downtown Stamford restaurants/entertainment. Stamford Train station 1 mile with local transportation. Rent includes amenity fee, gas, water

  25 Forest St Unit 7G, Stamford, CT 06901
• 

  $450,000

  Sold Jan 21, 2026

  44 Strawberry Hill Ave Unit 5L, Stamford, CT 06902

  • 2 Beds
  • 2 Baths
  • 1,225 Sq Ft
  • Built 1969

  Last Sold Summary

  • $367/SF
  • 141 Days On Market

  Last Listing Agent Aaron Ramkalawan Keller Williams Prestige Prop.

  44 Strawberry Hill Ave Unit 5L, Stamford, CT 06902
• 

  Est $747,942

  Not Listed For Sale

  109 Forest St Unit 13, Stamford, CT 06901

  • 3 Beds
  • 2.5 Baths
  • 1,660 Sq Ft
  • Built 2008

  109 Forest St Unit 13, Stamford, CT 06901

  Last Sold Summary

  • 11 Days On Market
• 

  

  /39

  $1,950,000

  Open Sat 11AM - 1PM Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 6,503 Sq Ft

  354 Oaklawn Ave, Stamford, CT 06905

  Welcome to 354 Oaklawn Avenue, a custom-built Colonial where timeless craftsmanship, sophisticated design, and exceptional outdoor living come together to create a truly remarkable residence. Rebuilt in 2017, this property offers over 6,500 square feet of thoughtfully designed living space, this home delivers the rare combination of grand-scale luxury and everyday comfort. Privately set behind an

  Jeremy Gonzalez Keller Williams Prestige Prop.

  354 Oaklawn Ave, Stamford, CT 06905
• 

  

  /14

  $2,750 - $3,000

  Total Monthly Price

  • Studio - 2 Beds
  • 1 Bath
  • 450 Sq Ft
  • Condo for Rent

  396 Greenwich Ave, Greenwich, CT 06830

  Modern studio Apt. for rent. 396 Greenwich Ave. (near the bottom of the Ave. very close to train station). (2nd floor walkup). Small studio, laundry, plenty of closet space, central air conditioning, shared garden roof top deck. No parking, water and trash removal included, - gas, cable and electric excluded. No Pets, No Smoking.

  396 Greenwich Ave, Greenwich, CT 06830
• 

  $1,200,000

  Sold Aug 04, 2025

  1 Shore Rd Unit 14, Stamford, CT 06902

  • 3 Beds
  • 2.5 Baths
  • 1,746 Sq Ft
  • Built 1992

  Last Sold Summary

  • 9% Above List Price
  • $687/SF
  • 16 Days On Market

  Current Estimated Value $1,224,571

  Last Listing Agent Margaret Dietz Berkshire Hathaway NE Prop.

  1 Shore Rd Unit 14, Stamford, CT 06902
• 

  Est $811,673

  Not Listed For Sale

  77 Havemeyer Ln Unit 304, Stamford, CT 06902

  • 2 Beds
  • 2 Baths
  • 1,195 Sq Ft
  • Built 2010

  77 Havemeyer Ln Unit 304, Stamford, CT 06902

  Last Sold Summary

  • 54 Days On Market
• 

  

  /37

  $449,500

  • 1 Bed
  • 1 Bath
  • 1,080 Sq Ft

  1 Landmark Square Unit 607, Port Chester, NY 10573

  A rare opportunity to own a redesigned corner penthouse apartment in the iconic and historic Lifesaver Building in Port Chester. This sun-drenched, bi-level residence has been completely renovated, blending modern design with dramatic architectural character. The walk-up spacious loft can be easily used as second sleeping area, or den, or an office. The spacious one-bedroom features 14-foot

  Theodore Weinstein REO Edge LLC

  1 Landmark Square Unit 607, Port Chester, NY 10573
• 

  

  /24

  $2,590

  Total Monthly Price

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

  1525 E Putnam Ave Unit 407, Old Greenwich, CT 06870

  Enjoy the convenience of living in Old Greenwich close to shops, dining, the beach, and the train. This sunny and updated 1 BR, 1 BA condo features a spacious living/dining room, kitchen with breakfast bar and stainless steel appliances, bedroom with custom closet, and bath. Newly renovated main lobby and hallways. Laundry on entry level. 2 parking spaces included + additional parking.

  1525 E Putnam Ave Unit 407, Old Greenwich, CT 06870
• 

  $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
• 

  

  /25

  Est $788,046

  Not Listed For Sale

  77 Havemeyer Ln Unit 206, Stamford, CT 06902

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 2008

  77 Havemeyer Ln Unit 206, Stamford, CT 06902

  Last Sold Summary

  • 65 Days On Market
• 

  

  /20

  $235,500

  • 1 Bed
  • 1 Bath
  • 575 Sq Ft

  190 Seaton Rd Unit 1, Stamford, CT 06902

  Welcome to 190 Seaton Road #1A, a beautifully maintained first-floor condominium in the desirable Second Fairlawn complex of Stamford's Glenbrook neighborhood. Offering easy one-level living, this bright and inviting unit is ideal for both owner-occupants and investors alike. Inside, you'll find a rare open-concept kitchen and living room layout with wood floors throughout, creating a comfortable

  Brittany Sandarciero Keller Williams NY Realty

  190 Seaton Rd Unit 1, Stamford, CT 06902
• 

  

  /6

  $1,630

  Total Monthly Price

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

  444 Bedford St Unit 5c, Stamford, CT 06901

  Lovely studio apartment with balcony in downtown Stamford. Features separate kitchen with quartz counter top, top quality vinyl tile flooring. Private balcony looks out over Latham Park. Located right in the heart of downtown, you are steps away from Stamford shops, restaurants and the Town Center Mall.

  444 Bedford St Unit 5c, Stamford, CT 06901
• 

  $750,000

  Sold Jun 12, 2025

  105 Harbor Dr Unit 112, Stamford, CT 06902

  • 3 Beds
  • 2.5 Baths
  • 1,665 Sq Ft
  • Built 1981

  Last Sold Summary

  • 6% Below List Price
  • $450/SF
  • 31 Days On Market

  Current Estimated Value $814,754

  Last Listing Agent Benjamin Howell Coldwell Banker Realty

  105 Harbor Dr Unit 112, Stamford, CT 06902
• 

  Est $1,299,033

  Not Listed For Sale

  77 Havemeyer Ln Unit 101, Stamford, CT 06902

  • 3 Beds
  • 3.5 Baths
  • 2,525 Sq Ft
  • Built 2013

  77 Havemeyer Ln Unit 101, Stamford, CT 06902

  Last Sold Summary

  • 85 Days On Market
• 

  

  /40

  $1,200,000

  • 4 Beds
  • 4.5 Baths
  • 4,075 Sq Ft

  12 Center St, Stamford, CT 06906

  This is the multifamily property investors, owner-occupants, and business owners have been waiting for. Measuring over 4,000 square feet and being delivered without residents, this fully remodeled, move-in ready property offers an extraordinary combination of flexibility, income potential, lifestyle, and functionality rarely found in Glenbrook. Whether you're searching for a true cash-flowing

  Michael A Tarallo Giner Real Estate

  12 Center St, Stamford, CT 06906
• 

  

  /5

  $1,750

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Townhouse for Rent

  99 Atlantic St Unit 2F, Stamford, CT 06901

  Fabulous Downtown Stamford 1 Bedroom apartment. Living room with high ceilings, freshly painted, laundry facilities in building. 1 month rent, 1 month security, 1 month fee. Walk to the train...NO NO NO PETS OF ANY KIND...NO SMOKING OF ANY KIND...EXCELLENT CREDIT A MUST! Don't miss this great apartment.Call Lorraine at The Rosato Team

  99 Atlantic St Unit 2F, Stamford, CT 06901
• 

  $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
• 

  Est $1,768,999

  Not Listed For Sale

  77 Havemeyer Ln Unit 23, Stamford, CT 06902

  • 3 Beds
  • 3.5 Baths
  • 3,455 Sq Ft
  • Built 2009

  77 Havemeyer Ln Unit 23, Stamford, CT 06902

  Last Sold Summary

  • 19 Days On Market
• 

  

  /34

  $2,225,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,264 Sq Ft

  19 Chester Rd, Darien, CT 06820

  This storybook charmer sits on a rare half acre of flat, dry land directly abutting Woodland Park, creating a setting that feels both private and enchanting. Summer entertaining comes naturally here; think firepit conversations, dinners on the patio, and long evenings surrounded by nature. The four-bedroom, two-and-a-half bath layout offers great flow, with the kitchen opening to the family room

  Heather Hilleman Houlihan Lawrence

  19 Chester Rd, Darien, CT 06820
• 

  

  /20

  $4,600

  Total Monthly Price

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft
  • Condo for Rent

  24 Hollow Wood Ln Unit 1, Greenwich, CT 06831

  Newly renovated and centrally located Greenwich Gem! This intelligently updated 3-bedroom, 2.5 bath multi-level apartment offers built-in USB interfaces (Type A & Type C) for smart devices, all stainless steel smart appliances, new central heat/AC, high efficiency complete home air filtration for allergy free indoor living, an expansive remodeled "Chef's Kitchen" with multi-function, extra-large

  24 Hollow Wood Ln Unit 1, Greenwich, CT 06831
• 

  

  /20

  $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
• 

  /2

  Est $1,679,000

  Not Listed For Sale

  77 Havemeyer Ln Unit 22, Stamford, CT 06902

  • 3 Beds
  • 4 Baths
  • 2,600 Sq Ft
  • Built 2008

  77 Havemeyer Ln Unit 22, Stamford, CT 06902
• 

  

  /30

  $1,525,000

  • 4 Beds
  • 3 Baths
  • 1,969 Sq Ft

  276 Bruce Park Ave, Greenwich, CT 06830

  Great opportunity for a buyer or investor to own this Bruce Park walk to train and town center two-family home. There are 2 side-by-side units. The 700 SF unit (A) is a luxurious 2-Bedroom 1 bath retreat with designer touches: gut renovated gem offers a harmonious blend of modern comfort and upscale living. Custom-designed kitchen which boasts a Bertazoni range and custom cabinetry, creating a

  Hannelore Kaplan William Raveis Real Estate

  276 Bruce Park Ave, Greenwich, CT 06830
• 

  

  /13

  $2,800

  Total Monthly Price

  • 2 Beds
  • 1.5 Baths
  • 1,375 Sq Ft
  • Townhouse for Rent

  38 Parker Ave, Stamford, CT 06906

  Sunny and Spacious 2 Bedroom 1.5 bath townhouse in quiet Glenbrook neighborhood. Kitchen with Stove, Refrigerator & Dishwasher. Sliders to Private Deck. Central A/C & Heat. Large basement for great storage. Off Street Parking for 2 Cars. Short Walk to Glenbrook R/R. (Urban Connections Realty)

  38 Parker Ave, Stamford, CT 06906
• 

  $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 $1,443,864

  Last Listing Agent AnneMarie Rayhill Houlihan Lawrence

  64 Gardiner St, Darien, CT 06820
• 

  Est $1,735,095

  Not Listed For Sale

  77 Havemeyer Ln Unit 12, Stamford, CT 06902

  • 3 Beds
  • 4.5 Baths
  • 5,077 Sq Ft
  • Built 2008

  77 Havemeyer Ln Unit 12, Stamford, CT 06902

  Last Sold Summary

  • 13 Days On Market

Showing Results 361 - 400, Page 10 of 18