32

Old Greenwich, CT Homes for Sale under $1,500,000

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  • /37

    $1,195,000

    $100K PRICE DROP
    • 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,

    Agent Photo

    Robin Bartholomew

    Berkshire Hathaway NE Prop.

    38 Doral Farm Rd, Stamford, CT 06902
  • /37

    $1,039,500

    $11K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 3,927 Sq Ft

    21 Hirsch Rd, Stamford, CT 06905

    This beautifully renovated two-family home in a highly desirable Stamford location is the one you've been waiting for. Conveniently situated near shopping, dining, entertainment, and transportation, it's just minutes from downtown Stamford and the train station. The first-floor unit features three spacious bedrooms, two full bathrooms, a bright living room, a dining area, and an eat-in kitchen.

    Agent Photo

    Hy Natarajan

    Keller Williams Prestige Prop.

    21 Hirsch Rd, Stamford, CT 06905
  • /25

    $1,195,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 3.5 Baths
    • 2,756 Sq Ft

    994 Shippan Ave Unit B, Stamford, CT 06902

    Welcome to 994 Shippan Avenue, Unit B-where spacious living, everyday convenience, and the unmistakable coastal lifestyle of Shippan Point come together. This beautifully designed residence offers three bedrooms, each with its own private en-suite bathroom, plus two additional half baths-one conveniently located on the main level and another in the finished lower level. The versatile lower level

    Agent Photo

    Joseph Pasquino

    Compass Connecticut, LLC

    994 Shippan Ave Unit B, Stamford, CT 06902
  • /18

    $1,199,000

    Open Sun 11AM - 1PM
    • 1 Bed
    • 2 Baths
    • 1,271 Sq Ft

    51 Forest Ave Unit 70, Old Greenwich, CT 06870

    Set in one of the most desirable locations within The Gables, this renovated, move-in-ready ground-floor corner unit offers single-level living with exceptional privacy. The oversized one-bedroom, two-bath floor plan can easily be converted to a two-bedroom configuration. The updated kitchen opens to the dining and living areas and offers ample storage. Recent improvements include renovated

    Charles Aysseh Aysseh Real Estate

    51 Forest Ave Unit 70, Old Greenwich, CT 06870
  • /30

    $1,495,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 3,244 Sq Ft

    16 Wire Mill Rd Unit A, Stamford, CT 06903

    Experience a more effortless way to live. Set behind private gates in North Stamford, The Cottages at Wire Mill is an exclusive enclave of newly constructed homes designed for active adults seeking luxury without compromise. Featuring deeded single-family ownership, sophisticated contemporary farmhouse architecture, and thoughtfully curated outdoor spaces, the community offers a rare blend of

    Joy Kim Metalios Houlihan Lawrence

    16 Wire Mill Rd Unit A, Stamford, CT 06903
  • /23

    $1,340,000

    $159K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,668 Sq Ft

    86 Sound Beach Avenue Extension, Greenwich, CT 06878

    Located minutes from schools, parks, and shopping in the North Mianus school district, this home delivers on both location and livability. The open floor plan centers around a vaulted-ceiling living room, with hardwood flooring flowing throughout and a kitchen outfitted with brand-new stainless steel appliances. Three bedrooms plus a flexible office/nursery and a family room make for room to

    Stacey Delikat Houlihan Lawrence

    86 Sound Beach Avenue Extension, Greenwich, CT 06878
  • /27

    $1,099,000

    Open Sat 2PM - 3PM $100K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 2,714 Sq Ft

    36 Larkin St, Stamford, CT 06907

    Exceptional investment opportunity in a highly convenient Stamford location! This unique mixed use property features three residential units plus a commercial space, offering multiple streams of income and outstanding flexibility for investors and owner-occupants alike. The residential units include a spacious 2 bedroom apartment, a 1 bedroom apartment, and a studio, providing strong rental

    Geo Crume Keller Williams Realty

    36 Larkin St, Stamford, CT 06907
  • /24

    $1,485,000

    • 2 Beds
    • 2 Baths
    • 1,373 Sq Ft

    25 W Elm St Unit 37, Greenwich, CT 06830

    Ideally located just off Greenwich Avenue, this spacious two-bedroom, two-bath residence is set in a classic 1930s luxury doorman building with an elevator. This condo features large, light-filled rooms, hardwood floors throughout, oversized windows, a fireplace, and a flexible floor plan that easily accommodates today's lifestyle. Freshly painted and new windows throughout, this home is move-in

    Julie Hancock Houlihan Lawrence

    25 W Elm St Unit 37, Greenwich, CT 06830
  • /18

    $1,500,000

    • 5 Beds
    • 3 Baths
    • 2,208 Sq Ft

    18 Sherman Ave, Greenwich, CT 06830

    Wonderful opportunity to own a well-maintained two-family home in Greenwich! Situated on a level 0.21-acre lot with front and back yards and a detached 2-car garage. Unit 1 offers 2 bedrooms, 1.5 baths, living room, dining room, kitchen, and in-unit washer/dryer. Unit 2 features 3 bedrooms, 2 baths, living room, dining room, kitchen, walk-out deck, and in-unit washer/dryer. Move right in, rent

    Mary Childs BHHS New England Properties

    18 Sherman Ave, Greenwich, CT 06830
  • /35

    $1,299,000

    $200K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,547 Sq Ft

    53 Maple St, Darien, CT 06820

    A rare opportunity to live, earn, or invest, all in one property! Stylishly renovated main residence paired with a fully renovated one bedroom cottage, creating a rare opportunity for supplemental income, multigenerational living, or a private home office. Both residences are currently leased below market rents, offering immediate upside for future income potential. Each home has been updated to

    Shannon Drury Berkshire Hathaway NE Prop.

    53 Maple St, Darien, CT 06820
  • /34

    $1,499,000

    • 4 Beds
    • 2.5 Baths
    • 1,750 Sq Ft

    5 Griffith Rd, Riverside, CT 06878

    This beautiful move-in ready Colonial is tucked away on a peaceful cul-de-sac in the desirable Riverside neighbourhood. It offers the perfect blend of modern style and everyday comfort. The sun-filled open floor plan is designed for today's lifestyle, featuring a stunning chef's kitchen with quartz countertops, a large center island, stainless steel appliances, and abundant cabinetry. The

    Irene Cheung BHGRE Shore & Country

    5 Griffith Rd, Riverside, CT 06878
  • /29

    $1,250,000

    $125K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,499 Sq Ft

    450 Westover Rd, Stamford, CT 06902

    Privately nestled on 1.76 exceptional acres in a coveted Westover setting, 450 Westover Road is a sophisticated retreat offering remarkable privacy, scale, and timeless appeal. Surrounded by mature landscaping and serene natural beauty, the property's expansive grounds create a rare sense of seclusion while remaining just moments from town, schools, and commuting routes. Sunlit interiors,

    Joy Kim Metalios Houlihan Lawrence

    450 Westover Rd, Stamford, CT 06902
  • /3

    $1,200,000

    • Land
    • 15,246 Sq Ft
    • $3,428,571 per Acre

    1688 Shippan Ave, Stamford, CT 06902

    A unique opportunity to purchase a .35-acre buildable parcel in Stamford's desirable Shippan Point neighborhood. Offering flexibility for a variety of possibilities, this parcel is available for purchase on its own, or together with the adjacent residence at 1716 Shippan Avenue (MLS #24189368). Please inquire for additional details regarding the land, or the combined offering.

    Amanda Spatola Houlihan Lawrence

    1688 Shippan Ave, Stamford, CT 06902
  • /40

    $1,489,000

    • 5 Beds
    • 3 Baths
    • 5,358 Sq Ft

    530 Roxbury Rd, Stamford, CT 06902

    Offering a warm blend of 19th-cent character & modern updts, this 1860 Greek Revival Col showcases truly distinctive features. Despite its expansive 5,358sf, the home feels inviting & intimate, highlighted by rustic design elements incl brick hallways & accents. Orig rich random width pumpkin pine plank flrs recently refin 10' clgs thru-out & 5FPs. Set on 1.22 lvl acres w/specimen trees, this

    Geri Guzinski William Pitt Sotheby's Int'l

    530 Roxbury Rd, Stamford, CT 06902
  • /38

    $1,249,000

    Open Sun 1PM - 3PM $50K PRICE DROP
    • 7 Beds
    • 3 Baths
    • 3,800 Sq Ft

    80 Coolidge Ave, Stamford, CT 06906

    Beautifully renovated legal two-family home in a convenient location. Unit 1 features 4 bedrooms and 2 full bathrooms across two levels, including a finished walkout lower level with private entrance. Unit 2 offers 3 bedrooms and 1 full bathroom. Extensive exterior improvements include new vinyl siding, a new roof, thermopane windows, a newly paved driveway, deck, and professional landscaping.

    George Flagg William Raveis Real Estate

    80 Coolidge Ave, Stamford, CT 06906
  • /27

    $1,495,000

    Open Sat 12AM - 2PM
    • 3 Beds
    • 2.5 Baths
    • 1,804 Sq Ft

    3 Westminster Rd, Stamford, CT 06902

    Shippan Waterfront Community! Pristine home with water views just a short walk to the beach! Updated 3-BR, 2.5 bath home on quiet cul de sac. Large eat in kitchen, living room with vaulted ceiling and fireplace. Family room and half bath complete the first floor. Hardwood floors throughout. Upper level has primary BR with full bath plus two additional bedrooms and full hall bath. Many recent

    Suzanne Cingari William Pitt Sotheby's Int'l

    3 Westminster Rd, Stamford, CT 06902
  • /40

    $1,500,000

    $75K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,910 Sq Ft

    115 River Rd Unit 3, Cos Cob, CT 06807

    Unparalleled water views and boater's dream. Quality renovation, includes 30' boat slip, 16 units at River Landing. Channel access to Long Island Sound. Common fees include private dock. Updated eat-in kitchen w/Bosch SS appliances. Dining room features river views. Relax by the fireplace in LR or step through sliders onto your scenic deck. Primary suite w/completely updated bath, Waterworks

    Roxana Bowgen Sotheby's International Realty

    115 River Rd Unit 3, Cos Cob, CT 06807
  • /25

    $1,150,000

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    51 Forest Ave Unit 59, Old Greenwich, CT 06870

    Welcome to easy, one level living in the heart of Old Greenwich! This beautifully maintained 2 bedroom, 2 bath condominium at The Gables offers a bright, open layout designed for comfortable everyday living. Enjoy the convenience of one car garage parking and an unbeatable location just moments from shops, restaurants, parks, Metro-North, and Tod's Point. Residents of The Gables enjoy exceptional

    Jenny Allen Compass Connecticut, LLC

    51 Forest Ave Unit 59, Old Greenwich, CT 06870
  • /21

    $1,150,000

    $175K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,244 Sq Ft

    42 Nicholas Ave, Greenwich, CT 06831

    Filled with natural light, this beautifully maintained home offers timeless curb appeal and a warm, inviting feel. The interiors feature a comfortable layout and a great flow, ideal for both everyday living and entertaining. A two-car garage provides added convenience, while the exterior showcases mature landscaping and charming outdoor space. Close to Glenville, schools, park and transportation,

    Barbara Zaccagnini Coldwell Banker Realty

    42 Nicholas Ave, Greenwich, CT 06831
  • /23

    $1,495,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,646 Sq Ft

    4 Hassake Rd, Old Greenwich, CT 06870

    Move right in and enjoy this charming 3-bedroom home, available for immediate occupancy and a quick closing.Whether you're looking to settle in before the school year begins or create your dream home with renovationpotential and FAR opportunities, this property offers exceptional flexibility.Ideally located in one of Old Greenwich's most desirable neighborhoods, you'll love the

    Lin Lavery Coldwell Banker Realty

    4 Hassake Rd, Old Greenwich, CT 06870
  • /40

    $1,399,000

    • 6 Beds
    • 4.5 Baths
    • 3,568 Sq Ft

    80 3rd St, Stamford, CT 06905

    Discover the epitome of modern luxury living in this meticulously renovated 6 bedroom home nestled in the heart of Mid City, Stamford, CT. The perfect blend of timeless charm and contemporary flair, gleaming hardwood floors, abundant natural light, and elegant finishes adorn every corner, enhancing the ambiance of sophistication throughout. The gourmet kitchen is a chef's delight, featuring

    Jessica Buckley Keller Williams Prestige Prop.

    80 3rd St, Stamford, CT 06905
  • /24

    $1,450,000

    • 4 Beds
    • 3 Baths
    • 2,412 Sq Ft

    21 Windsor Ln, Cos Cob, CT 06807

    North Mianus School, Eastern Middle School. Come reimagine this home and make it yours. Sunfilled open plan 1982 Construction home. 4 BDRM, 3 BATH, FP and extra large 15' by 30' Family room /FP on first floor. 2412 sqft with room for expansion to this R-7 home on .277 of an acre. FAR is .315Quiet street, connects to sidewalks on Valley Road. This won't last!

    Nancy Chin Park Allyn Realty Associates,

    21 Windsor Ln, Cos Cob, CT 06807
  • /35

    $1,150,000

    • 4 Beds
    • 5 Baths
    • 3,179 Sq Ft

    387 Stillwater Ave, Stamford, CT 06902

    Thoughtfully designed for both comfortable everyday living and effortless entertaining, this spacious home offers an inviting layout and a backyard setting overlooking the E. Gaynor Brennan Golf Course. A dramatic two-story foyer greets you upon entry and leads to a formal living room and formal dining room. Adjacent to the dining room, the large kitchen features a center island, breakfast nook,

    Chris Carozza RE/MAX Right Choice

    387 Stillwater Ave, Stamford, CT 06902
  • /5

    $1,099,000

    $291K PRICE DROP
    • 6 Beds
    • 1,560 Sq Ft

    117 North St, Stamford, CT 06901

    Unique mixed-use opportunity in the heart of Stamford! This versatile property features a residential home in the front, zoned RH, offering comfortable living with strong rental or owner-occupant potential. The rear of the property is commercially zoned and includes a grandfathered welding shop, making it ideal for contractors, tradespeople, or investors seeking an established workspace with

    Silvana Orsaia BHGRE Shore & Country

    117 North St, Stamford, CT 06901
  • /25

    $1,495,000

    • 3 Beds
    • 2.5 Baths
    • 3,058 Sq Ft

    8 View St Unit 7, Greenwich, CT 06830

    Built in 2019 and ideally located close to town, this exceptional 3-bedroom, 2.1-bath townhouse offers a bright, open floor plan with 9 ft ceilings and sophisticated finishes throughout. A dramatic two-story foyer welcomes you into the home, featuring hardwood floors, a gourmet kitchen with marble countertops, a formal dining room, and a family room with a fireplace conveniently located adjacent

    Jill Barile Berkshire Hathaway NE Prop.

    8 View St Unit 7, Greenwich, CT 06830
  • /30

    $1,495,000

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 3,119 Sq Ft

    12 Walnut Ridge Ct, Stamford, CT 06905

    Don't miss this rare opportunity to own NEW construction in a desirable mid city, cul de sac neighborhood location. One of only two homes remaining in this 10-lot subdivision. This 5 bedroom, 3.5 bath colonial is comfortably proportioned and thoughtfully designed throughout with a relaxed, transitional style. The main level features an open and welcoming floor plan that easily connects living

    Barbara Hickey William Pitt Sotheby's Int'l

    12 Walnut Ridge Ct, Stamford, CT 06905
  • /40

    $1,425,000

    • 6 Beds
    • 3.5 Baths
    • 4,212 Sq Ft

    92 Burwood Ave, Stamford, CT 06902

    An excellent opportunity for income generation or multigenerational living, this beautifully maintained two-family home is located on a quiet street in Stamford's desirable Waterside neighborhood. Thoughtfully renovated and updated throughout, the property features modern kitchens, renovated bathrooms, and stylish flooring, making it truly move-in ready. The upper unit is a spacious 3-bedroom

    Irina Baskakova Compass Connecticut, LLC

    92 Burwood Ave, Stamford, CT 06902
  • /35

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    77 Havemeyer Ln Unit 310, Stamford, CT 06902

    Experience the perfect blend of luxury, convenience, and resort-style amenities in Palmer Hill, a premier gated community nestled on the Greenwich/Stamford border. This beautifully updated second-floor midrise home offers effortless single-level living. Flooded with natural light, walls of windows in every room showcase serene, park-like views of the courtyard's flowering trees. Flexible living

    Bradley Brammer William Pitt Sotheby's Int'l

    77 Havemeyer Ln Unit 310, Stamford, CT 06902
  • /29

    $1,475,000

    New Construction $124K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,931 Sq Ft

    115 Ridge Park Ave, Stamford, CT 06905

    Welcome to Stamford's coveted Mid-Ridges neighborhood, where this newly constructed Colonial offers luxury new construction, thoughtfully designed living, and expansive outdoor space in one of the city's most desirable residential settings. Offering nearly 3,000 square feet across three finished levels, 115 Ridge Park Avenue features 3 upstairs bedrooms, 3 full bathrooms, 1 half bath, a dedicated

    Matt Ramos ASJ Realty Partners

    115 Ridge Park Ave, Stamford, CT 06905
  • /6

    $1,300,000

    • Land
    • 24,829 Sq Ft
    • $2,280,702 per Acre

    6 Sanford Ln, Stamford, CT 06905

    2 Potential lots. Approved subdivision. .57 acre total located in a prime area, close to highways and shopping. R-10 zoning. Municipal sewage and water. Build two 2.5 story properties with an ADU? Shovel Ready!!! Walking distance to places of worship!

    Ishwar Rameshar Besmatch Real Estate

    6 Sanford Ln, Stamford, CT 06905
  • /32

    $1,449,000

    • Land
    • 17,859 Sq Ft
    • $3,534,146 per Acre

    58 Cook Rd, Stamford, CT 06902

    Davenport Point | Long Island Sound Views on a Private Peninsula. A rare chance to build steps from the water. Set just past the Old Greenwich line, this level 0.41-acre lot opens to wide, year-round views of Long Island Sound and Stamford Harbor -- sailboats and moorings scattered across the channel. Graded and ready, with natural gas, city water, and city sewer already at the site. Design a

    Max Dober Keller Williams Prestige Props

    58 Cook Rd, Stamford, CT 06902
  • /38

    $1,395,000

    $100K PRICE DROP
    • 8 Beds
    • 8.5 Baths
    • 5,530 Sq Ft

    75 Coolidge Ave, Stamford, CT 06906

    Don't miss this fabulous two-family home, where each unit lives like a 4-5 bedroom single-family house. Newly re-built in 2023, this 5530 sq ft home has so much to offer, with enough room for the whole family. Four to five bedrooms and 4 full bathrooms in each unit plus a large finished walk-up third floor in each unit and a full finished basement in unit 2, both can be used as an office, play

    Stefanie Lacoff Berkshire Hathaway NE Prop.

    75 Coolidge Ave, Stamford, CT 06906
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