61,662

Old Greenwich, CT Homes

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  • /41

    $5,100,000 Pending

    • 6 Beds
    • 8 Baths
    • 7,930 Sq Ft

    20 Sherwood Farm Ln, Greenwich, CT 06831

    Step into luxury with this newly staged custom built home in one of Greenwich's prestigious associations. Perfectly situated near downtown, this elegant property offers a blend of sophistication and convenience- now at an improved price! This six bedroom masterpiece spans four meticulously designed levels showcasingexceptional woodworking craftsmanship and architectural details

    Agent Photo

    Richard Higgins

    Higgins Group Greenwich

    (203) 433-0559

    20 Sherwood Farm Ln, Greenwich, CT 06831
  • /10

    $3,350 total monthly price

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    44 Greenwich Ave Unit 3-1, Greenwich, CT 06830

    Recently renovated 1 bedroom 1 bath luxury townhouse style apartment on coveted Greenwich Avenue. Extra height ceilings with oversized windows for an abundance of natural light. Newer kitchen w/stainless steel appliances heat/stain resistant quartz countertops and custom built-ins. Generously scaled living areas with in-unit laundry. Just minutes to the train or 95. Experience all of what

    Agent Photo

    Robert Tedesco

    NestSeekers International

    (475) 278-9297

    44 Greenwich Ave Unit 3-1, Greenwich, CT 06830
  • /28

    $2,700,000 Sold Dec 01, 2025

    • 2,750 Sq Ft
    • $982/SF
    • 0 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1949

    27 Marshall St, Old Greenwich, CT 06870

    FOR REPORTING PURPOSES ONLY

    NON MLS NON MLS

    27 Marshall St, Old Greenwich, CT 06870
  • /61

    $4,995,000 Pending

    • 4 Beds
    • 6 Baths
    • 5,244 Sq Ft

    34 Edgewood Dr, Greenwich, CT 06831

    Tucked discreetly at the end of a long, private drive in coveted mid-country Greenwich, masterfully renovated in 2025 this Colonial offers a harmonious blend of heritage architecture and sophisticated modernity. Designed to accommodate both grand-scale entertaining and intimate daily living, the residence unfolds across three levels and over 7,000 square feet of meticulously curated

    Agent Photo

    Danielle Malloy

    Serhant Connecticut LLC

    (203) 769-9185

    34 Edgewood Dr, Greenwich, CT 06831
  • /13

    $4,900 total monthly price

    • 3 Beds
    • 2.5 Baths
    • Condo for Rent

    82 Cos Cob Ave, Greenwich, CT 06807

    Quality recent renovated from Top to Bottom.Primary bedroom with vaulted ceiling and en-suite bathroom.Central AirFull clean dry basement with large washer/dryer.Recessed LED lighting. Hardwood floors.Brick wood burning Fireplace. Private Deck.Close to all the amenities Greenwich has to offer.

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    Scott Kadison

    Scott Kadison Real Estate

    (475) 338-3609

    82 Cos Cob Ave, Greenwich, CT 06807
  • /8

    $3,450,000 Sold Dec 01, 2025

    • 3,352 Sq Ft
    • $1,029/SF
    • 21 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1956

    41 Winthrop Dr, Riverside, CT 06878

    Discover the charm of this picture-perfect colonial home, nestled in one of the most coveted cul-de-sacs in Riverside, Greenwich. This stunning residence offers an exceptional layout, featuring 4 spacious bedrooms, 4 full, and 1 half baths, ensuring ample comfort for family and guests. The heart of the home is the beautifully designed kitchen that opens to a light-filled family room, creating an

    Stephen Archino Sotheby's International Realty

    41 Winthrop Dr, Riverside, CT 06878
  • /25

    $410,000

    • 1 Bed
    • 1 Bath
    • 885 Sq Ft

    2289 Bedford St Unit G7, Stamford, CT 06905

    Experience modern comfort and style in this spacious ranch-style condo, perfectly situated in a sought-after gated community in mid-city Stamford. With a prime central location, two sparkling pools, and thoughtful updates throughout, this home stands out as an ideal residence or smart investment. Sunlight pours into the open-concept living area, flowing seamlessly into the dining space and

    Agent Photo

    Andrei Balaj

    Higgins Group Real Estate

    (203) 666-4434

    2289 Bedford St Unit G7, Stamford, CT 06905
  • /15

    $3,200 total monthly price

    • 2 Beds
    • 1 Bath
    • Apartment for Rent

    15 Scofield St Unit 1F, Greenwich, CT 06807

    Simple , Clean , Bright.FREE HEAT and HOT WATER!BRAND NEW KITCHEN!Total new paint job.WASHER/DRYER in UnitSmall pet okay.Walk to Pizza. One mile to train.

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    Scott Kadison

    Scott Kadison Real Estate

    (475) 251-4720

    15 Scofield St Unit 1F, Greenwich, CT 06807
  • 45 Pleasant St, Stamford, CT 06901

    $1,295,000 Sold Dec 01, 2025

    • 2,919 Sq Ft
    • $444/SF
    • 35 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1934

    45 Pleasant St, Stamford, CT 06901

    Meticulously maintained and truly unique, this property presents an incredible opportunity in the heart of downtown Stamford. Featuring three spacious residential units plus a grandfathered-in commercial workshop, it is a rare investment property with multiple streams of current and future income. The first floor hosts a 3-bedroom, 1-bath unit with a generous layout. The second floor is a larger

    Aaron Ramkalawan Keller Williams Prestige Prop.

    45 Pleasant St, Stamford, CT 06901
  • /33

    $1,200,000

    • 3 Beds
    • 3.5 Baths
    • 2,099 Sq Ft

    131 Henry St, Greenwich, CT 06830

    Welcome to this completely renovated 3-bedroom, 3.5-bath luxury home in Greenwich. This stunning residence has been fully updated from top to bottom, featuring a brand-new roof, plumbing, and electrical systems. Designed for modern living, the home offers high-efficiency appliances, Andersen windows, central air, gas furnace, and a tankless water heater-ensuring comfort, performance, and low

    Agent Photo

    Federico Martinez

    Keller Williams Prestige Prop.

    (203) 793-6238

    131 Henry St, Greenwich, CT 06830
  • /28

    $8,000 total monthly price

    • 5 Beds
    • 2.5 Baths
    • 2,347 Sq Ft
    • House for Rent

    96 Holmes Ave, Darien, CT 06820

    Welcome to 96 Holmes Avenue, a beautifully updated farmhouse that perfectly blends classic charm with modern amenities. Nestled in a prime location, this home offers 5 bedrooms, 2 1/2 bathrooms, 2,347 square feet of living space, providing convenience, comfort, and style. Enjoy a bright and airy open floor plan with inviting living and dining areas-ideal for entertaining or relaxing by the

    Agent Photo

    Anika Charron

    Compass Connecticut, LLC

    (475) 405-1293

    96 Holmes Ave, Darien, CT 06820
  • 14 Meadow Dr, Greenwich, CT 06831

    $7,700,000 Sold Nov 28, 2025

    • 9,483 Sq Ft
    • $812/SF
    • 289 Days On Market
    • 10 Beds
    • 9 Baths
    • Built 1909

    14 Meadow Dr, Greenwich, CT 06831

    DISCOVER BREEZEMORE Experience the rare opportunity to own a piece of history with the stunning Breezemore estate located in Greenwich, Connecticut. Built in 1909, this magnificent property with 10,000 square feet of architectural splendor, old-world charm, and modern conveniences. Set high on 3.2 private, park-like acres within close distance of downtown Greenwich, this property stands proudly

    Ryan Hoffman Houlihan Lawrence

    14 Meadow Dr, Greenwich, CT 06831
    • /33

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,340 Sq Ft

      51 Forest Ave Unit 162, Old Greenwich, CT 06870

      51 Forest Ave Unit 162, Old Greenwich, CT 06870
  • /22

    $1,999,000

    • 6 Beds
    • 4 Baths
    • 3,260 Sq Ft

    48 Meyer Place, Riverside, CT 06878

    Completely redone in 2025, this Riverside residence blends modern comfort with timeless style in one of Greenwich's most sought after neighborhoods. The main level features a bright kitchen, dining room, and living room, along with a primary bedroom with bath, 2 more bedrooms and another full bath. The ground level adds exceptional flexibility with a spacious family room that opens to the patio,

    Agent Photo

    Robert Tedesco

    NestSeekers International

    (203) 894-6128

    48 Meyer Place, Riverside, CT 06878
  • /27

    $6,750 total monthly price

    • 5 Beds
    • 3.5 Baths
    • 4,776 Sq Ft
    • House for Rent

    208 Guinea Rd, Stamford, CT 06903

    Pristine and spacious 5-bedroom Colonial for rent near the Greenwich border, perfect for both everyday living and entertaining. Recently renovated throughout with fresh interior/exterior paint, brand new bathrooms, updated flooring, kitchen improvements, and electrical upgrades. The classic center hall layout includes a formal dining room, a living room with a fireplace, and a large eat-in

    Agent Photo

    Laura Danforth

    William Raveis Real Estate

    (203) 769-9042

    208 Guinea Rd, Stamford, CT 06903
  • /8

    $1,850,000 Sold Nov 28, 2025

    • 3,530 Sq Ft
    • $524/SF
    • 12 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2025

    25 Henry St Unit B, Greenwich, CT 06830

    Elevate your lifestyle in this stunning new luxury townhome, featuring 3 to 4 bedrooms, 3.1 baths, and a spacious 2-car garage. This latest custom build by Materia Development redefines modern living in the desirable Byram section of Greenwich, CT. This exclusive 2-unit condo development showcases a sophisticated interior, highlighted by the builder's signature features. The first floor boasts an

    Stephen Archino Sotheby's International Realty

    25 Henry St Unit B, Greenwich, CT 06830
    • /61

      Not Listed For Sale

      • 6 Beds
      • 7.5 Baths
      • 9,485 Sq Ft

      247 Riverside Ave, Riverside, CT 06878

      247 Riverside Ave, Riverside, CT 06878
  • /40

    $1,750,000

    • 6 Beds
    • 5 Baths
    • 3,461 Sq Ft

    47 Hollow Tree Ridge Rd, Darien, CT 06820

    PRICE ADJUSTMENT. A Rare Darien Gem and opportunity to own this historic Federal Colonial 2-family home, one of Darien's few multi-family properties. Spanning over 3,460 SF on .47 acres, this turn-key furnished residence blends timeless elegance with modern versatility, ideal for investors, families, multi-generational households, or those seeking rental income. Historic Charm, Modern Comfort: *

    Agent Photo

    Karen Finn

    Gatehouse Realty Inc

    (475) 325-5924

    47 Hollow Tree Ridge Rd, Darien, CT 06820
  • /30

    $5,600 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,110 Sq Ft
    • Townhouse for Rent

    7 River Rd Unit 306, Cos Cob, CT 06807

    Discover the beauty of waterfront living in this spacious 2-bedroom, 2-bathroom condominium at Palmer Point. Perfectly situated along the Mianus River, Unit 306 offers serene water views, a well-designed floor plan, and effortless access to all that Cos Cob has to offer. The sun-filled living and dining area is anchored by sliding glass doors that open to a private balcony-ideal for enjoying

    Agent Photo

    Urs Klarer

    Coldwell Banker Realty

    (475) 242-3159

    7 River Rd Unit 306, Cos Cob, CT 06807
  • 43 Cedar St, Stamford, CT 06902

    $910,000 Sold Nov 26, 2025

    • 2,104 Sq Ft
    • $433/SF
    • 33 Days On Market
    • 7 Beds
    • 3 Baths
    • Built 2010

    43 Cedar St, Stamford, CT 06902

    Two-family property built in 2010 on a corner lot in Stamford's South End. This building is much newer than the typical multi-family homes in the area, many of which are more than 100 years old. The first-floor unit offers two bedrooms and one full bathroom. The second-floor duplex spans two levels with five total bedrooms and two full bathrooms, an uncommon layout that provides flexible living

    Matthew Nuzie RE/MAX Right Choice

    43 Cedar St, Stamford, CT 06902
    • /38

      Est $928,394 Not Listed For Sale

      • 3 Beds
      • 1,727 Sq Ft

      42 Gerry St, Greenwich, CT 06830

      42 Gerry St, Greenwich, CT 06830
  • /33

    $600,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,218 Sq Ft

    21 Nichols Ave, Stamford, CT 06905

    Wonderful opportunity to own this charming 3-bedroom, 1-bath Craftsman-style home in Stamford's desirable Mid-Ridges neighborhood. This move-in ready, single-level residence offers an open layout with beautiful hardwood floors throughout. The kitchen features stainless steel appliances and direct access to a private stone patio-ideal for entertaining. The spacious living and dining areas provide

    Agent Photo

    Federico Martinez

    Keller Williams Prestige Prop.

    (475) 271-4933

    21 Nichols Ave, Stamford, CT 06905
  • /4

    $3,900 total monthly price

    • 4 Beds
    • 2 Baths
    • 1,696 Sq Ft
    • House for Rent

    253 Hope St, Stamford, CT 06906

    Mixed use building with Single family feeling. Businesses are only open during normal business hours. Home is being remodeled almost completely Will be ready soon for viewing. It has been painted completely. All lights have been upgraded to LED. New hardwood floors will be done next week. Third floor bedroom area is the entire floor. Can be made into two bedrooms. 4 bedroom plus 2 full bath with

    Agent Photo

    Cosmo Iadanza

    Century 21 AllPoints Realty

    (475) 323-6295

    253 Hope St, Stamford, CT 06906
  • 31 High Clear Dr, Stamford, CT 06905

    $749,000 Sold Nov 26, 2025

    • 2,676 Sq Ft
    • $280/SF
    • 53 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1947

    31 High Clear Dr, Stamford, CT 06905

    Welcome to your next chapter in the heart of the Newfield neighborhood-a charming Cape Cod-style home offering both character and comfort. With 4 bedrooms and 3 full bathrooms spread over 2,676 square feet, there's plenty of space to live, relax, and enjoy. As you enter, warm hardwood floors lead you through a welcoming main level with 9 foot ceilings and a cozy wood-burning fireplace-perfect for

    Jeffrey Wirz Keller Williams Prestige Prop.

    31 High Clear Dr, Stamford, CT 06905
  • /22

    $745,000 Pending

    • 1 Bed
    • 2 Baths
    • 1,015 Sq Ft

    51 Forest Ave Unit 82, Old Greenwich, CT 06870

    Ground-floor unit at the desirable Old Greenwich Gables. This one-bedroom residence includes a versatile den and a dining area off the kitchen. The living room features a fireplace and opens to a private terrace for outdoor relaxation. Enjoy community amenities such as a clubhouse, fitness center, and pool. Reserved parking and a storage unit are included. Just steps from Binney Park, the train,

    Agent Photo

    Linna Yuen

    Coldwell Banker Realty

    (475) 231-4640

    51 Forest Ave Unit 82, Old Greenwich, CT 06870
  • /7

    $2,200 total monthly price

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

    15 Victory St Unit 1, Stamford, CT 06902

    Very convenient location by the Stamford and Greenwich borders. Close to stores, restaurants, MetroNorth/Amtrak train station, supermarkets, highway and public transportation. Easy and quick access to I-95. Mins to downtown, Stamford hospital and Greenwich Hospital. Close to NYC. Cozy one bedroom corner unit on the 1st floor. Spacious open kitchen design with ample bar stools seating. Great size

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    Richard Breglia

    Coldwell Banker Realty

    (203) 779-6693

    15 Victory St Unit 1, Stamford, CT 06902
  • 196 Frederick St, Stamford, CT 06902

    $976,000 Sold Nov 26, 2025

    • 2,368 Sq Ft
    • $412/SF
    • 9 Days On Market
    • 6 Beds
    • 4 Baths
    • Built 1968

    196 Frederick St, Stamford, CT 06902

    Highest & best offers by Monday, October 13th at 12pm EST

    Jamie Restivo RE/MAX Heritage

    196 Frederick St, Stamford, CT 06902
  • /28

    $999,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,619 Sq Ft

    3 Green Ln, Greenwich, CT 06831

    Situated on a secluded cul de sac in Greenwich this renovated Cape combines comfort, style, and opportunity. Sunlit living and dining rooms pair with a refreshed kitchen, while hardwood floors add warmth throughout. The finished lower level provides 900+ sq. ft. of additional flexible space beyond the listed square footage, ideal for media, play, or entertaining. One main-level bedroom now serves

    Agent Photo

    Robert Tedesco

    NestSeekers International

    (203) 427-0716

    3 Green Ln, Greenwich, CT 06831
  • /4

    $2,800 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,007 Sq Ft
    • House for Rent

    211 Knickerbocker Ave, Stamford, CT 06907

    This spacious updated unit in Springdale has just been updated. It features a Modern kitchen with new ceramic tiles. In unit Washer/Dryer, gleaming hardwood floors, central Air Conditioning and Gas Hot Air heating. Hardwood floors throughout. Two Bedroom one bath.

    Agent Photo

    Cosmo Iadanza

    Century 21 AllPoints Realty

    (203) 633-7824

    211 Knickerbocker Ave, Stamford, CT 06907
  • 18 Fenway St, Stamford, CT 06902

    $680,000 Sold Nov 26, 2025

    • 2,708 Sq Ft
    • $251/SF
    • 57 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1930

    18 Fenway St, Stamford, CT 06902

    Welcome to 18 Fenway! This delightful home features 3 bedrooms and 3.5 bathrooms, complete with stylish modern finishes. Step inside to an inviting open floor plan that exudes warmth and comfort. The cozy living room, highlighted by a fireplace and beautiful hardwood floors, flows seamlessly into the formal dining area. From there, step onto the spacious hardwood deck-ideal for entertaining

    Edison Andrade Coldwell Banker Realty

    18 Fenway St, Stamford, CT 06902
  • /10

    $309,000 Pending

    • 2 Beds
    • 1 Bath
    • 918 Sq Ft

    30 Maple Tree Ave Unit D, Stamford, CT 06906

    Discover this lovely 2-bedroom, 1-bath condo nestled in the desirable Glenbrook neighborhood, offering approximately 918 square feet of inviting living space. Located on a peaceful tree-lined street, this second-floor unit features hardwood flooring in the living area, a bright eat-in kitchen with tiled floors, fresh paint and carpeting throughout, plus convenient in-building laundry and two

    Agent Photo

    Adam Wagner

    Keller Williams Prestige Prop.

    (203) 802-6434

    30 Maple Tree Ave Unit D, Stamford, CT 06906
  • /34

    $5,800 total monthly price

    • 4 Beds
    • 2.5 Baths
    • 2,441 Sq Ft
    • House for Rent

    2630 Boston Post Rd, Darien, CT 06820

    Charming 3-4 Bedroom Rental in Desirable Darien Water Community - $5,800/month Welcome to this inviting 3-4 bedroom, 2 full bathroom home in a sought-after Darien water community. Perfect for families or anyone seeking a blend of comfort and coastal living, this well-maintained residence offers flexible space to suit your lifestyle. The private, fenced-in backyard provides a safe haven for the

    Agent Photo

    Aileen Mastey

    William Pitt Sotheby's Int'l

    (475) 260-7446

    2630 Boston Post Rd, Darien, CT 06820
  • /30

    $3,770,000 Sold Nov 25, 2025

    • 3,361 Sq Ft
    • $1,122/SF
    • 55 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1906

    21 Keofferam Rd, Old Greenwich, CT 06870

    On sought-after Keofferam Road in Old Greenwich, this property epitomizes coastal charm and timeless appeal. Just eight houses from the water and moments to both Tod's Point Beach and the village, this home presents a unique opportunity to create a legacy estate. Salty breezes, sandy mornings, and evenings in town make life here feel effortless—this is more than a home, it's a lifestyle.

    Carolyn Petersen Compass Connecticut, LLC

    21 Keofferam Rd, Old Greenwich, CT 06870
    • /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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