Old Greenwich, CT Homes

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  /36

  $1,300,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,120 Sq Ft

  20 Denhurst Place, Darien, CT 06820

  Welcome to 20 Denhurst Place - a lovingly maintained Colonial proudly owned by the same family since it was built. Perfectly situated on a quiet private street in highly sought-after Darien, this inviting home combines comfort, convenience, and timeless charm. Enjoy a premier location just a short walk to Holmes Elementary School and the Glenbrook Train Station, with easy access to I-95, the

  

  Len Schwartz

  Keller Williams Prestige Prop.

  (203) 344-7572

  20 Denhurst Place, Darien, CT 06820
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  /16

  $2,200 total monthly price

  • 1 Bed
  • 1 Bath
  • 674 Sq Ft
  • House for Rent

  215 Stillwater Ave Unit 415, Stamford, CT 06902

  Charming & Newer 4th Floor Apartment in Modern Mid-Rise Building offers flexible floor plan with stylish details! This newer, pet friendly apartment features contemporary design & a variety of amenities to complement your life! Located on the brim of exciting downtown Stamford, close to UCONN + public golf course, in a secure, well managed community, residents will enjoy a gourmet kitchen, fully

  

  Melanie Healey

  Coldwell Banker Realty

  (475) 260-8620

  215 Stillwater Ave Unit 415, Stamford, CT 06902
• 

  $899,000 Sold Oct 15, 2025

  • 1,723 Sq Ft
  • $522/SF
  • 37 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1946

  170 Woodbury Ave, Stamford, CT 06907

  Beautifully maintained and thoughtfully updated Cape Cod in sought-after Springdale, just minutes from parks, the train station, shopping, and dining. Step inside to a welcoming living room with a cozy fireplace, leading to a sun-filled eat-in kitchen with dining area and seamless access to the back deck and private level yard. The main floor features two spacious bedrooms, a renovated full bath,

  Jennifer Leahy Compass Connecticut, LLC

  170 Woodbury Ave, Stamford, CT 06907
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  /32

  Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 4,645 Sq Ft

  550 River Rd, Greenwich, CT 06807

  550 River Rd, Greenwich, CT 06807
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  /22

  $445,000

  • 1 Bed
  • 1 Bath
  • 673 Sq Ft

  351 Pemberwick Rd Unit 111, Greenwich, CT 06831

  Located in the desirable Hawthorne Condominium complex, this 1-bedroom, 1-bath unit offers a comfortable and convenient living space. The bright and airy layout features a kitchen with quartz countertops and newer stainless steel appliances. Adjacent to the kitchen is a versatile utility/laundry room (newer washer/dryer) that provides extra storage. The open floorplan seamlessly connects the

  

  Ellen Garcia

  Brown Harris Stevens

  (475) 260-8762

  351 Pemberwick Rd Unit 111, Greenwich, CT 06831
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  /26

  $4,250 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • House for Rent

  19 Valley Rd, Cos Cob, CT 06807

  Easy living in central Cos Cob. Gracious 3 bedroom 2bathroom townhouse. Hardwood floors and air-conditioning. Large master with dressing. Just a few minutes walk to coffee and pastry or 14 minute walk to the train. Large beautiful deck, covered front porch and small garden . Off and on street parking. Gas heating and cooking. Only a couple blocks to school, playground and park.

  

  Scott Kadison

  Scott Kadison Real Estate

  (203) 344-8881

  19 Valley Rd, Cos Cob, CT 06807
• 

  $497,000 Sold Oct 15, 2025

  • 1,384 Sq Ft
  • $359/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1975

  135 Courtland Ave Unit 22, Stamford, CT 06902

  Welcome to Anderson Ridge, Unit 22. A bright and spacious three-level townhome located in Stamford's desirable Glenbrook neighborhood. Offering approximately 1,384 square feet of living space, this well-maintained home combines comfort, functionality, and community amenities in a prime location walkable to the water! Property Highlights * 3 bedrooms | 2 full baths | 1 half bath - plenty of space

  Mike McGill Compass Connecticut, LLC

  135 Courtland Ave Unit 22, Stamford, CT 06902
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  /27

  Est $1,682,000 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,793 Sq Ft

  35 Walnut Ridge Ct, Stamford, CT 06905

  35 Walnut Ridge Ct, Stamford, CT 06905
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  /37

  $800,000 Open Sun 12PM - 2PM

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

  22 Hastings Ln, Stamford, CT 06905

  Tucked away on a quiet cul-de-sac, this beautifully maintained home has been lovingly cared for by the same family for many years. Its inviting warmth and ideal location make it a rare find in one of Stamford's most convenient neighborhoods. Just a few blocks from the popular Newfield Green Shopping Center, with easy access to bus lines, Sterling Farms Golf Course, the JCC, Italian Center, and

  

  Len Schwartz

  Keller Williams Prestige Prop.

  (203) 717-4598

  22 Hastings Ln, Stamford, CT 06905
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  /29

  $4,800 total monthly price

  • 2 Beds
  • 2 Baths
  • House for Rent

  13 High St, Greenwich, CT 06830

  Perfect Package. Single family gem with Large Fenced Yard, approx. 50X50. Grounds maintenance, trash and snow removal included. Nicely updated. Two car garage (Auto Open) with large driveway. Attic and basement storage. Family room with an-suit full bathroom can be a 3rd bedroom, Low gas heat and utility costs with 4 zones. Near Beach, Pool , supermarkets and down town area

  

  Scott Kadison

  Scott Kadison Real Estate

  (203) 580-6926

  13 High St, Greenwich, CT 06830
• 

  $465,000 Sold Oct 15, 2025

  • 1,534 Sq Ft
  • $303/SF
  • 22 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1971

  40 Lindstrom Rd, Stamford, CT 06902

  Welcome to Harbor View Court at the gateway to Shippan Point in Stamford. This 2-bedroom 1.5 bath end unit home is a rare find in one of the most sought-after water front neighborhoods in Stamford. This tri level home has more than 1,500 square feet, including the lower level. As the result of being an end unit the living area is very bright, and features wonderful open living. Both bedrooms are

  Howard Dubman Century 21 AllPoints Realty

  40 Lindstrom Rd, Stamford, CT 06902
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  /36

  Est $3,200,000 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,115 Sq Ft

  1 Stepping Stone Ln, Greenwich, CT 06830

  1 Stepping Stone Ln, Greenwich, CT 06830
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  /17

  $646,000

  • 2 Beds
  • 2 Baths
  • 1,199 Sq Ft

  2289 Bedford St Unit G17, Stamford, CT 06905

  Don't miss the opportunity to own this first-floor unit in Chesterfield, one of Stamford's most sought-after-gated communities. This 2-bedroom, 2-bathroom unit is situated in a very desirable section of the complex. It also includes a garage conveniently located outside your back door, which is rarely found in Chesterfield. The living room is bright and spacious, complete with a fireplace and

  

  Glenn Marr

  Marr Caruso Realty Group

  (475) 260-9100

  2289 Bedford St Unit G17, Stamford, CT 06905
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  /168

  $3,065 - $7,195 total monthly price

  Escape

  1 - 3 Beds

  880 Pacific St, Stamford, CT 06902

  Built with state-of-the-art infrastructure, our water-front resort-style amenities are inspired by the most sophisticated yachts from around the world. They will evoke pure joy and comfort, allowing you to connect with what truly matters. Relish in spacious open concept layouts paired with wood plank flooring, Silestone countertops, and full-size stainless-steel appliances. Escape offers one to

  880 Pacific St, Stamford, CT 06902
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  $968,000 Sold Oct 15, 2025

  • 1,290 Sq Ft
  • $750/SF
  • 10 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1936

  17 Stanley Rd, Darien, CT 06820

  Lovely, move-in ready home convenient to schools, train and town. Two-bedroom, one bath charmer with a handful of recent improvements including complete bathroom remodel, re-stained hardwood floors, new Bradford & White hot water heater, GE dishwasher, LG washer and dryer and pergola with professional landscaping. Cozy living room with wood-burning fireplace and dining room with French doors

  Sara Hesli Houlihan Lawrence

  17 Stanley Rd, Darien, CT 06820
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  Est $700,781 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,785 Sq Ft

  20 3rd St Unit 13, Stamford, CT 06905

  20 3rd St Unit 13, Stamford, CT 06905
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  /39

  $1,899,000

  • 4 Beds
  • 4.5 Baths
  • 2,773 Sq Ft

  51 Forest Ave Unit 98, Old Greenwich, CT 06870

  Bright and Near Everything!This rare 4-bedroom, 4.5-bath residence in Old Greenwich Gables offers sun-filled living just steps from the train, Binney Park, and the new Civic Center. With primary suites on both the first and second floors, a private balcony and patio, and access to luxury amenities—including a heated pool, squash court, gym, and garage—this home delivers effortless comfort in

  Constance Stuart Jones Coldwell Banker Realty

  51 Forest Ave Unit 98, Old Greenwich, CT 06870
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  /16

  $3,175 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,525 Sq Ft
  • Townhouse for Rent

  61 Grove St Unit E, Stamford, CT 06901

  Bright and Airy Tri-level townhome in the heart of Stamford Downtown. Recessed lighting, Central AC and Heating Zoned, Garaged parking! Energy efficient windows! Skylight + additional storage. Deck. Freshly painted! Freshly cleaned carpets. Furniture in the pictures optional and can stay. Walking distance to downtown Stamford life - restaurants, movie theatre, etc. WALK to TRAIN! And much more.

  Nikunj Gandhi Equity Capital Real Estate

  61 Grove St Unit E, Stamford, CT 06901
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  $1,850,000 Sold Oct 15, 2025

  • 2,400 Sq Ft
  • $771/SF
  • 56 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1946

  36 Cary Rd, Riverside, CT 06878

  Direct waterfront on beautiful Mianus Pond in Riverside. 4 bedroom/4bathroom spacious home with fenced-in yard, off street parking, large shed and licensed dock. New roof 2023, newer mechanicals 2016 and open permit for minor kitchen expansion and renovation. Recent survey available. Bring your kayak and fishing pole and enjoy!

  James Capparelle Coldwell Banker Realty

  36 Cary Rd, Riverside, CT 06878
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  Est $698,719 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,810 Sq Ft

  20 3rd St Unit 11, Stamford, CT 06905

  20 3rd St Unit 11, Stamford, CT 06905
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  /34

  $1,595,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,023 Sq Ft

  49 Echo Dr N, Darien, CT 06820

  Welcome to this classic center hall Colonial, perfectly situated on one of the most sought-after streets in town-renowned for its strong sense of community, annual block parties, and walkability to Holmes Elementary School. Just two doors down from the Middlesex Club, this home blends timeless charm with modern updates and outstanding potential. The renovated kitchen opens to an oversized family

  Amy Barsanti William Pitt Sotheby's Int'l

  49 Echo Dr N, Darien, CT 06820
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  /28

  $2,911 - $6,835 total monthly price

  18 Dock Apartments

  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 St, Stamford, CT 06902
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  $1,150,000 Sold Oct 15, 2025

  • 3,874 Sq Ft
  • $297/SF
  • 29 Days On Market

  • 6 Beds
  • 6 Baths
  • Built 1925

  52 Manor St, Stamford, CT 06902

  Beautiful 3 family home in the Harbor Point area. The owner occupies the largest unit 1 which is 2330 sq.ft plus the finished lower level. That unit has a nice living room and dining room. There is a large eat in kitchen with white cabinets and ss appliances, a pantry and a closet along with a mud room and door to the deck. Plus there is a full bath on the main level. There are 3 bedrooms on the

  Elaine Parruccini William Raveis Real Estate

  52 Manor St, Stamford, CT 06902
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  Est $836,178 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  77 Havemeyer Ln Unit 314, Stamford, CT 06902

  77 Havemeyer Ln Unit 314, Stamford, CT 06902
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  /28

  $749,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,760 Sq Ft

  63 Downs Ave, Stamford, CT 06902

  Welcome to 63 Downs Avenue, a move-in ready ranch located in Stamford's sought-after Shippan neighborhood, just minutes from the beach. This home combines thoughtful updates with a comfortable, functional layout, all within one of Stamford's most desirable coastal communities. On the outside you will find a well manicured front yard with a freshly paved driveway leading to a detached two car

  Anthony Gaudiano Compass Connecticut, LLC

  63 Downs Ave, Stamford, CT 06902
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  /19

  $6,150 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,305 Sq Ft
  • House for Rent

  13 1/2 Hickory Dr, Greenwich, CT 06831

  Renovated Ranch located in the desirable Glenville neighborhood of Greenwich. This pristine, move-in ready home features an expansive living room, a gourmet kitchen equipped with Quartz countertops, a farmhouse sink, and LG appliances. The home has central A/C and hardwood floors throughout. The main floor comprises of three generously sized bedrooms with custom closets and a full bathroom. The

  Jennifer Thomas-Heath Houlihan Lawrence

  13 1/2 Hickory Dr, Greenwich, CT 06831
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  /26

  $1,625,000 Sold Oct 15, 2025

  • 2,600 Sq Ft
  • $625/SF
  • 68 Days On Market

  • Built 1986

  37 Windy Knolls, Greenwich, CT 06831

  Welcome to 37 Windy Knolls! This side-by-side 2-family home features 3-4 bedroom and 3 full baths in each unit. In a quiet neighborhood near Pemberwick Park, Western Middle School, Citarella, CVS and Holly Hill Medical facilities, each unit includes a spacious living room, eat-in kitchen with dining area, hardwood floors, a covered porch leading to a fenced in, private backyard. Each second floor

  Danielle Claroni Sotheby's International Realty

  37 Windy Knolls, Greenwich, CT 06831
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  Est $387,567 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  1 Landmark Square Unit 621, Port Chester, NY 10573

  1 Landmark Square Unit 621, Port Chester, NY 10573
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  /27

  $564,900

  • 2 Beds
  • 3 Baths
  • 1,809 Sq Ft

  100 Hope St Unit 8, Stamford, CT 06906

  Welcome to 100 Hope street Unit 8, this updated tri-level condo offers over 1,800 square feet of living space with 2 bedrooms, 3 full bathrooms, and a layout designed for today's lifestyle. Modern finishes, vaulted ceilings, and abundant natural light make this home both stylish and comfortable. The main level features an airy living room anchored by a dramatic stone fireplace wall. Large sliders

  Anthony Gaudiano Compass Connecticut, LLC

  100 Hope St Unit 8, Stamford, CT 06906
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  /30

  $2,623 - $4,420 total monthly price

  The Asher

  Studio - 2 Beds

  150 Broad St, Stamford, CT 06901

  Meet The AsherWhere evolved residential design and feature-forward apartments thoughtfully collide with luxury community amenities and a curated sense of place, smack dab in the center of Stamford. The Asher offers residents next-level living with architecturally distinctive apartment floor plans, unsurpassed amenities including: a private rooftop lounge and pool overlooking the city,

  150 Broad St, Stamford, CT 06901
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  $4,500,000 Sold Oct 15, 2025

  • 8,107 Sq Ft
  • $555/SF
  • 42 Days On Market

  • 6 Beds
  • 6 Baths
  • Built 1915

  336 Ocean Dr W, Stamford, CT 06902

  Stately Shippan Point Estate set on a rare 1.64-acre parcel with distant views of Long Island Sound, this distinguished Colonial residence offers an extraordinary living experience in Stamford's most coveted waterfront neighborhood. Included in the sale is an adjoining property with a fully renovated 1,900-square-foot Carriage House, creating a significant compound ideal for entertaining and

  Joshua Weisman William Raveis Real Estate

  336 Ocean Dr W, Stamford, CT 06902
• 

  Est $317,664 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 752 Sq Ft

  1 Landmark Square Unit 225, Port Chester, NY 10573

  1 Landmark Square Unit 225, Port Chester, NY 10573
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  /29

  $675,000

  • 2 Beds
  • 2.5 Baths
  • 1,450 Sq Ft

  61 Seaview Ave Unit 55, Stamford, CT 06902

  Shippan Point home has sparkling water views over Long Island Sound! Welcome to your seaside escape located in coveted Marina Bay. This bright and spacious 2-bedroom, 2.5-bath duplex condominium is perfectly sited just steps to the beach and minutes to Metro North train, downtown shopping & Michelin star restaurants. Designed with an open-floor plan and flooded with natural light, the main level

  Gaynor Brennan BHHS Darien/New Canaan

  61 Seaview Ave Unit 55, Stamford, CT 06902
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  /7

  $2,600 total monthly price

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

  10 Linden Place Unit 1B, Stamford, CT 06902

  2-bedroom apartment Mid-City, freshly painted. Conveniently located near public transportation, I-95, shopping, and recreation parks. One parking space

  Seamus Costigan Marr Caruso Realty Group

  10 Linden Place Unit 1B, Stamford, CT 06902
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  $799,000 Sold Oct 15, 2025

  • 2,588 Sq Ft
  • $309/SF
  • 160 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1942

  25 Wire Mill Rd, Stamford, CT 06903

  Your opportunity to personalize this charming and manageable Cape Cod-style home on a spacious lot, ideally located near the Merritt Parkway with easy access to top restaurants and a convenient Greenwich, New Canaan, Darien, Rye Brook, Bedford, Norwalk & NYC commute. Enjoy the comfort of a first-floor primary bedroom and the added versatility of a finished basement.

  Christian Perry Sotheby's International Realty

  25 Wire Mill Rd, Stamford, CT 06903
• 

  Est $329,229 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 826 Sq Ft

  1 Landmark Square Unit 516, Port Chester, NY 10573

  1 Landmark Square Unit 516, Port Chester, NY 10573
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  /28

  $849,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,104 Sq Ft

  15 River Rd Unit 210, Cos Cob, CT 06807

  Waterfront Elegance in Cos CobExperience year-round resort living at Palmer Point in this beautifully renovated 2-bedroom, 2 full-bath waterfront condominium. The open-concept living and dining area features new flooring, a cozy fireplace, and a wall of glass opening to a private terrace overlooking the harbor. A sleek modern kitchen with quartz countertops and custom cabinetry continues the

  Konstantine Wells Corcoran Centric Realty LLC

  15 River Rd Unit 210, Cos Cob, CT 06807
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  /25

  $2,500 - $5,200 total monthly price

  Infinity Harbor Point

  1 - 2 Beds

  201 Commons Park S, Stamford, CT 06902

  Come experience the best in apartment community living at Infinity Harbor Point in Stamford, Connecticut. Our fabulous area gives you breathtaking views of Long Island Sound and beautiful Manhattan. In addition to the amazing surroundings, our elite location places you minutes from the Connecticut Turnpike, restaurants, shopping, and entertainment venues all nearby. Come live the lifestyle you

  201 Commons Park S, Stamford, CT 06902
• 

  $579,900 Sold Oct 14, 2025

  • 1,335 Sq Ft
  • $434/SF
  • 78 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2008

  850 E Main St Unit 520, Stamford, CT 06902

  Welcome to this beautifully renovated 2-bedroom, 2-bath, 2-level luxury condo nestled in a meticulously maintained complex in Stamford, CT. This move-in-ready home offers modern elegance, high-end finishes, and exceptional functionality. Step inside to soaring 20-foot vaulted ceilings adorned with a dramatic 9-foot chandelier, and enjoy the warmth of engineered European white oak hardwood floors

  Trevor Burke Regency Real Estate, LLC

  850 E Main St Unit 520, Stamford, CT 06902
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  /38

  Est $1,669,626 Not Listed For Sale

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

  77 Havemeyer Ln Unit 31, Stamford, CT 06902

  77 Havemeyer Ln Unit 31, Stamford, CT 06902

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