Old Greenwich, CT Homes

• 

  

  

  /25

  $4,500,000

  • 5 Beds
  • 5 Baths
  • 3,448 Sq Ft

  106 Patterson Ave, Greenwich, CT 06830

  Beautifully renovated and modernized in 2022, this classic Tudor on one of Greenwich's premier in-town streets is located just moments from schools, train, shops, and the hospital. Inside, discover a new kitchen, restored hardwood floors, updated lighting, and graceful arches that create a seamless flow throughout. The primary suite offers a newly renovated bath and spacious dressing room, while

  Jennifer Leahy Compass Connecticut, LLC

  106 Patterson Ave, Greenwich, CT 06830
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  /27

  $2,855 - $5,775 total monthly price

  Parallel 41

  1 - 2 Beds

  1340 Washington Blvd, Stamford, CT 06902

  The best part about your Parallel life? It's unparalleled. An incredible location in the heart of downtown, close to absolutely everything. The finest amenities available, elegantly designed with sleek lines, calming hues and inviting textures. This Parallel life is unlike anything you can find in Stamford, and it's real. Think of it as a first class upgrade for your lifestyle. Parallel 41. Where

  1340 Washington Blvd, Stamford, CT 06902
• 

  $1,635,000 Sold Sep 30, 2025

  • 1,821 Sq Ft
  • $898/SF
  • 27 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1994

  51 Forest Ave Unit 125, Old Greenwich, CT 06870

  The condo you've been waiting for at The Gables! This bright and spacious end unit offers one-level living with 3 bedrooms and 2.5 baths, and the convenience of an elevator from the garage that brings you just steps from your front door. The flexible open floor plan features two private balconies, a fully renovated chef's kitchen, new hardwood floors, and beautifully updated bathrooms. Additional

  Katie Benson Houlihan Lawrence

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

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 886 Sq Ft

  59 Courtland Ave Unit 1F, Stamford, CT 06902

  59 Courtland Ave Unit 1F, Stamford, CT 06902
• 

  

  

  /35

  $5,575,000 Open Sun 1PM - 3PM

  • 6 Beds
  • 8 Baths
  • 6,520 Sq Ft

  25 Dialstone Ln, Riverside, CT 06878

  Experience exceptional craftsmanship in this new construction 6-bedroom, 6.2-bath home on a desirable Riverside cul-de-sac. Spanning over 6,500 sq. ft. across four levels, this thoughtfully designed residence blends luxury, comfort, and convenience. The main level features 10-foot ceilings, white oak floors, and a dramatic double-height family room with a gas fireplace. The show-stopping eat-in

  Jennifer Leahy Compass Connecticut, LLC

  25 Dialstone Ln, Riverside, CT 06878
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  /40

  $4,100 total monthly price

  • 3 Beds
  • 2 Baths
  • 991 Sq Ft
  • House for Rent

  75 Henry St Unit 3 West, Stamford, CT 06902

  *AVAILABLE 11/01/25* Welcome to Bowline Living's newest luxury property in Stamford, a stunning property with six 3-bedroom units one block from the Stamford train station. This building has been reimagined with convenience and style top of mind, and no detail left behind! Each unit is spacious and comfortable with nearly 1,000 Sq ft of living space with soaring ceilings, hardwood floors, and

  Luke Broughton Compass Connecticut, LLC

  75 Henry St Unit 3 West, Stamford, CT 06902
• 

  $468,000 Sold Sep 30, 2025

  • 1,178 Sq Ft
  • $397/SF
  • 27 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 1984

  2437 Bedford St Unit D1, Stamford, CT 06905

  **THANK YOU FOR YOUR INTEREST: Seller requests highest/best offers by 6pm Monday 8/11/2025.** Exciting opportunity at the highly-desirable Chesterfield Condominium, a luxurious gated complex with attended guardhouse. Set in the most convenient and central location in Stamford, this complex offers swimming pools, landscaped grounds and a lovely environment - plus immediate access to Ridgeway

  Alex Chingas Coldwell Banker Realty

  2437 Bedford St Unit D1, Stamford, CT 06905
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  /28

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 782 Sq Ft

  59 Courtland Ave Unit 2L, Stamford, CT 06902

  59 Courtland Ave Unit 2L, Stamford, CT 06902
• 

  

  /18

  $1,200,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 2 Baths
  • 1,276 Sq Ft

  207 Sheephill Rd, Riverside, CT 06878

  This beautifully updated four-bedroom, two-bath Cape Cod offers a rare combination of classic charm, modern upgrades, and exceptional value. The home features a remodeled kitchen with granite countertops, stainless steel appliances, and a gas range with renovated bathrooms. Central air conditioning and a gas HVAC system ensure year-round efficiency and easy living. A large stone patio provides

  Susan Connal Coldwell Banker Realty

  207 Sheephill Rd, Riverside, CT 06878
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  /93

  $3,400 - $6,570 total monthly price

  Greenwich Place

  1 - 3 Beds

  31 Putnam Green, Greenwich, CT 06830

  This unique community offers a wide variety of apartment homes. Choose charming one-bedroom flats to generous three-bedroom townhomes, each carefully curated to meet a high standard of design excellence. Gourmet kitchens feature GE appliances, granite counters and a variety of fine cabinet finishes. Relaxing baths have granite counters with wood vanities, and architectural details are

  31 Putnam Green, Greenwich, CT 06830
• 

  $300,000 Sold Sep 30, 2025

  • 854 Sq Ft
  • $351/SF
  • 56 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1981

  697 Cove Rd Unit 2C, Stamford, CT 06902

  Welcome to this bright and airy 1-bedroom, 1-bath unit in a well-maintained, sought-after complex. Featuring freshly painted interiors and new carpeting, this home offers a generous open floor plan with large, sun-filled rooms and abundant closet space. The updated kitchen is equipped with granite countertops, white cabinets and hardwood floors, while the convenience of an in-unit washer and

  Jared Randall Redfin Corporation

  697 Cove Rd Unit 2C, Stamford, CT 06902
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 590 Sq Ft

  59 Courtland Ave Unit 3B, Stamford, CT 06902

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

  

  /37

  $1,629,000

  • 3 Beds
  • 2.5 Baths
  • 1,928 Sq Ft

  27 Sound Beach Ave, Old Greenwich, CT 06870

  Tastefully renovated three-bedroom 1927 Colonial with stone terrace and fenced-in backyard is conveniently located in a sought after school district with sidewalks to library, Binney Park, train and village. Gracious 1,928 sq. ft. interior showcases main level red oak floors and 2018 remodel which includes two new full baths, new open plan Quartz-clad kitchen with center island seating, Bosch

  Jennifer O'Brien Houlihan Lawrence

  27 Sound Beach Ave, Old Greenwich, CT 06870
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  /10

  $2,800 total monthly price

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft
  • House for Rent

  91 Strawberry Hill Ave Unit 734, Stamford, CT 06902

  Centrally located, this freshly painted, bright and updated unit close to downtown and shops is a great find! A balcony, generous closet space, brand new kitchen appliances, bathroom vanity, lighting, and laminate floors throughout kitchen and living room, and like new carpeting in both bedrooms will make you feel right at home while being only minutes from all Stamford has to offer. This

  Carissa Larriuz Houlihan Lawrence

  91 Strawberry Hill Ave Unit 734, Stamford, CT 06902
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  /18

  $1,137,000 Sold Sep 30, 2025

  • 1,647 Sq Ft
  • $690/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1940

  10 Pilgrim Dr, Greenwich, CT 06831

  HIGHEST & BEST BIDS BY NOON, FRIDAY 8/8. TO BOB POTASH, ATTY @rbp@potashlaw.comDesirable Glenville three-bedroom Cape with a fenced-in backyard near schools, shops, Byram Park with town pool, beach and both Greenwich and Port Chester trains. Highlights of this gracious 1,647 sq. ft. home include new appliances in granite clad eat-in kitchen, new washer and dryer, rich hardwood

  John Bates Houlihan Lawrence

  10 Pilgrim Dr, Greenwich, CT 06831
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 544 Sq Ft

  59 Courtland Ave Unit 2N, Stamford, CT 06902

  59 Courtland Ave Unit 2N, Stamford, CT 06902
• 

  

  /21

  $670,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  172 Joffre Ave, Stamford, CT 06905

  Welcome to this immaculate, fully renovated home in the highly desirable Newfield neighborhood! This beautifully and elegantly redone residence truly has the wow factor-just move right in and enjoy. Offering 2 bedrooms, 2 additional dens, a sun-filled bonus room or office, a full basement, and a generous .43-acre lot, the layout is both spacious and flexible. Every detail has been thoughtfully

  Terez DePasquale William Pitt Sotheby's Int'l

  172 Joffre Ave, Stamford, CT 06905
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  /55

  $3,195 - $7,195 total monthly price

  Anthem @ Harbor Point

  1 - 2 Beds

  2 Harbor Point Rd S, Stamford, CT 06902

  Anthem is a consciously crafted residential building comprised of spaces that inspire you to shift your mindset and live at your own tempo. Residents enjoy thoughtfully curated amenities that provide an itinerary for exceptional living. Offering 1BR, 2BR, 3BR and Penthouse units. Select homes have Dens/Study rooms, balconies and terraces. Amenities include resort-style pool, heated cabanas,

  2 Harbor Point Rd S, Stamford, CT 06902
• 

  $470,000 Sold Sep 30, 2025

  • 1,864 Sq Ft
  • $252/SF
  • 3 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1981

  51 W Washington Ave Unit 51, Stamford, CT 06902

  Three bedroom mid-city townhouse with generous private outdoor space. Easy access to downtown Stamford. Turn key and move-in condition. Kitchen and baths are newly renovated. Newer sound proof windows done in 2023. Primary bedroom has a large walk-in-closet. Three parking spaces. Abundant attic space for storage with flooring and a large fan to control the temperature. Full size washer and dryer

  Melodye Colucci Coldwell Banker Realty

  51 W Washington Ave Unit 51, Stamford, CT 06902
• 

  

  /18

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,970 Sq Ft

  51 Rodwell Ave Unit A, Greenwich, CT 06830

  51 Rodwell Ave Unit A, Greenwich, CT 06830
• 

  

  /21

  $749,900

  • 4 Beds
  • 2 Baths
  • 1,723 Sq Ft

  15 Robin St, Stamford, CT 06902

  Cove! Fantastic 2 family (1,723 sq ft.) just the perfect investment opportunity or live in! Well maintained - 1st floor - 2 bedroom 1bath. 2nd floor - 2 bedroom 1 bath. Common oil furnace (heat & hot water), and two (2) separate electric meters. Fenced in yard. Large rear deck with automatic retractable awning. Detached 2 Car Garage. Short walk to bus lines, Chelsea Piers Sports Complex, Cove

  Patrick Conetta Urban Connections Realty

  15 Robin St, Stamford, CT 06902
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  /8

  $2,350 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,179 Sq Ft
  • House for Rent

  110 Shippan Avenue Extension Unit 2, Stamford, CT 06902

  Charming 2nd Floor Apartment located in Shippan, just steps from Saint Mary's Church, ShopRite, & Cummings Beach. Enjoy easy access to nearby restaurants, public transportation, & all major commuting routes.Freshly painted 2 BR's, hd wd flrs, liv & din area, EIK w/ pantry, full bth On-street parking (one-way street) No pets allowed, 1-yr lease, 2 mos sec, Cr ck, personal & empl ref, & 3 most

  Kerri Curtin William Pitt Sotheby's Int'l

  110 Shippan Avenue Extension Unit 2, Stamford, CT 06902
• 

  $1,210,000 Sold Sep 30, 2025

  • 1,376 Sq Ft
  • $879/SF
  • 45 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1902

  9 Cottage Place, Greenwich, CT 06830

  Charming and updated, this downtown Greenwich home offers a bright, open layout with an inviting kitchen featuring Carrera marble counters, breakfast island, and top-tier appliances. The living and dining areas flow seamlessly for easy everyday living. Upstairs are two spacious bedrooms and a beautifully finished bathroom. The lower level includes a flexible family room, exercise space, and

  Elizabeth Levison Compass Connecticut, LLC

  9 Cottage Place, Greenwich, CT 06830
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  /12

  Est $4,710,000 Not Listed For Sale

  137 Doubling Rd, Greenwich, CT 06830

  137 Doubling Rd, Greenwich, CT 06830
• 

  

  /39

  $995,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 2,744 Sq Ft

  143 Overbrook Dr, Stamford, CT 06906

  Living in another time with all the modern features of 2025, 143 Overbrook Drive is an expanded 1920s cape on one of Stamford's most special hidden streets, an oasis near Glenbrook Station, downtown, and both I-95 and the Merritt Parkway. You can walk to coffee shops, gyms, and more yet feel worlds away once you turn down this quiet, dead-end enclave at the end of the street. The home's front

  Jonathan Makovsky Compass Connecticut, LLC

  143 Overbrook Dr, Stamford, CT 06906
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  /55

  $3,650 per month plus fees

  Baypointe

  2 Beds

  112 Southfield Ave, Stamford, CT 06902

  Baypointe is now offering socially-distant in-person tours by appointment only as well as virtual touring options! Call us today for more information! Perfectly situated along the Long Island Sound, Baypointe is Stamford's newest boutique apartment community. A commuter's dream, Baypointe is conveniently located just off I-95 and offers immediate access to the Stamford train station. Baypointe

  112 Southfield Ave, Stamford, CT 06902
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  /30

  $2,875,000 Sold Sep 30, 2025

  • 5,320 Sq Ft
  • $540/SF
  • 46 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1900

  69 Fairfield Rd, Greenwich, CT 06830

  Charming, expanded farmhouse ideally located near town and within close distance to 3 Greenwich schools. Set on a beautifully landscaped 1.05-acre lot, with exceptional privacy, lush gardens, and a flat backyard perfect for play and entertaining. With over 5,000 square feet of living space, the home includes flexible areas for every need: multiple light-filled dining spaces, dedicated offices, a

  Amanda Miller Houlihan Lawrence

  69 Fairfield Rd, Greenwich, CT 06830
• 

  Est $721,100 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,309 Sq Ft

  3 Hillview Ln, Stamford, CT 06905

  3 Hillview Ln, Stamford, CT 06905
• 

  

  /31

  $1,495,000

  • 8 Beds
  • 8.5 Baths
  • 5,530 Sq Ft

  75 Coolidge Ave, Stamford, CT 06906

  Don't miss this fabulous home that lives like a 4-5 bedroom single-family house. Newly built in 2022, this 5530 sq ft home has so much to offer, with enough room for the whole family. 4 bedrooms and 4 full bathrooms plus a large walkup third floor that can be used as an office, play room, workout space, or a 5th bedroom with a full bathroom on that level. Very convenient location, off-street

  Stefanie Lacoff Berkshire Hathaway NE Prop.

  75 Coolidge Ave, Stamford, CT 06906
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  /29

  $4,200 total monthly price

  • 3 Beds
  • 2 Baths
  • 2,728 Sq Ft
  • House for Rent

  33 Hirsch Rd, Stamford, CT 06905

  Ideally located just moments from the vibrant shopping, dining, and entertainment of Downtown Stamford, this fully renovated 3-4 bedroom single-family home offers the perfect blend of modern comfort, style, and flexibility. Situated in the highly desirable Newfield neighborhood and only 45 minutes to NYC, this property is move-in ready and designed for today's lifestyle. Features include: Private

  Yenny Calle Keller Williams Prestige Prop.

  33 Hirsch Rd, Stamford, CT 06905
• 

  $3,373,000 Sold Sep 30, 2025

  • 5,025 Sq Ft
  • $671/SF
  • 13 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2015

  22 Gardiner St, Darien, CT 06820

  *PLEASE SUBMIT ALL OFFERS BY 12PM, FRIDAY, AUG. 1ST Welcome to 22 Gardiner Street - a 2015 custom built colonial. Walk through the front door and be greeted by a bright and spacious open floor plan including a living room and dinning room, eat-in kitchen and family room - all boasting 9 ft. ceilings, custom millwork and beautiful hardwood floors. The gourmet kitchen includes custom cabinetry,

  Kimberly Hyde William Pitt Sotheby's Int'l

  22 Gardiner St, Darien, CT 06820
• 

  

  /21

  Est $8,248,000 Not Listed For Sale

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

  1 Indian Chase Dr, Greenwich, CT 06830

  1 Indian Chase Dr, Greenwich, CT 06830
• 

  

  /25

  $750,000

  • 1 Bed
  • 1 Bath
  • 757 Sq Ft

  47 Lafayette Place Unit 4J, Greenwich, CT 06830

  Located in the historic Greenwich Lodge, this spacious 1-bedroom condo offers 9-foot ceilings, hardwood floors and abundant natural light from western-facing windows with unobstructed sunset and NYC skyline views. The eat-in kitchen provides ample space for dining and meal prep, while the layout supports both comfortable living and entertaining.Building amenities include a new fitness

  Danielle Claroni Sotheby's International Realty

  47 Lafayette Place Unit 4J, Greenwich, CT 06830
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  /55

  $3,000 - $3,200 per month plus fees

  The One Atlantic

  Studio - 2 Beds

  1 Atlantic St, Stamford, CT 06901

  Located in the heart of Stamford, The One Atlantic features high-end apartments and boasts access to the area's best restaurants, theaters, and bars. Close to transit, close to the beach, a short ride to the city. The One is city living with a hometown feel.

  1 Atlantic St, Stamford, CT 06901
• 

  $820,000 Sold Sep 30, 2025

  • 1,463 Sq Ft
  • $560/SF
  • 34 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1993

  115 Top Gallant Rd Unit 6, Stamford, CT 06902

  Welcome to 115 Top Gallant Road, Unit 6 - a beautifully maintained and thoughtfully updated townhome nestled adjacent to Stamford's Dolphin Cove and Southfield Point, with easy access to downtown and nearby Old Greenwich. This light-filled 2-bedroom, 1.5-bath home offers the perfect blend of charm, comfort, and convenience. Step inside to find soaring ceilings, a cozy gas fireplace, and an open

  Katharine Gray Bunoski Compass Connecticut, LLC

  115 Top Gallant Rd Unit 6, Stamford, CT 06902
• 

  

  /31

  Not Listed For Sale

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

  3 Hartford Ave, Greenwich, CT 06830

  3 Hartford Ave, Greenwich, CT 06830
• 

  

  /29

  $305,001 Open Sun 1PM - 3PM

  • 1 Bath
  • 816 Sq Ft

  1 Landmark Square Unit 233, Port Chester, NY 10573

  Step into this stunning historic Lifesaver Building loft-style unit where soaring ceilings and oversized windows flood the space with natural light, creating a bright and airy feel the moment you walk in. This unit features a beautifully renovated bathroom, a huge walk-in closet with abundant storage, and a well-designed kitchen that’s just the right size for easy cooking and entertaining. The

  Cynthia Leite ERA Insite Realty Services

  1 Landmark Square Unit 233, Port Chester, NY 10573
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  /25

  $10,000 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 3,978 Sq Ft
  • House for Rent

  5 Wooddale Rd, Greenwich, CT 06830

  Experience the ideal combination of privacy, space, and style in this sun-filled mid-century 4-bedroom, 3.5-bath ranch, perfectly situated on a coveted cul-de-sac off Lake Avenue. Set on an expansive 2.23-acre lot this almost 4,000 sq ft home features an open-concept design with oversized rooms—ideal for both everyday living and entertaining. Large windows throughout invite abundant natural

  Deborah Needle Houlihan Lawrence

  5 Wooddale Rd, Greenwich, CT 06830
• 

  $325,000 Sold Sep 30, 2025

  • 1,170 Sq Ft
  • $278/SF
  • 103 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1988

  37 Greenwich Ave Unit 1-2, Stamford, CT 06902

  Great commuter location to own this 3Br 1Bath Condo in the heart of Stamford. The Condo has a spacious living room, remodeled kitchen with granite countertops and stainless appliances. The condo comes with 2 parking spaces - one in the garage and one in front of the unit. Short walk to Stamford train station, to down town Stamford, restaurants, shopping and a short drive to I-95.

  Hy Natarajan Keller Williams Prestige Prop.

  37 Greenwich Ave Unit 1-2, Stamford, CT 06902
• 

  Est $726,954 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,656 Sq Ft

  109 Forest St Unit 12, Stamford, CT 06901

  109 Forest St Unit 12, Stamford, CT 06901

Showing Results 281 - 320, Page 8 of 18