61,590

Old Greenwich, CT Homes

Section Image
  • 32 Roosevelt Ave, Stamford, CT 06902
    32 Roosevelt Ave, Stamford, CT 06902
    32 Roosevelt Ave, Stamford, CT 06902
    /13

    $1,595,000

    • 8 Beds
    • 4 Baths
    • 3,664 Sq Ft

    32 Roosevelt Ave, Stamford, CT 06902

    Builders and investors, DO NOT MISS THIS ONE Investment/Development Opportunity - Stamford, CT Addresses Included: 32 Roosevelt Ave - Two-Family Home 36 Roosevelt Ave - Single-Family Home 40 Roosevelt Ave - Vacant Land Offered as a Package Sale This rare package offering includes three contiguous properties on Roosevelt Avenue in Stamford, CT. The package consists of a two-family residence, a

    Antonio LaRocca The LaRocca Group

    32 Roosevelt Ave, Stamford, CT 06902
  • 14 Southwood Dr, Stamford, CT 06902
    14 Southwood Dr, Stamford, CT 06902
    14 Southwood Dr, Stamford, CT 06902
    /27

    $2,200 - $2,300 per month plus fees

    Southwood Square

    1 - 2 Beds

    14 Southwood Dr, Stamford, CT 06902

    Never has Stamford living been so ideal! Southwood Square offers you the luxurious conveniences of living in the city PLUS all the comforts you only find in the suburbs. Our professionally designed garden-style residences and private entry townhomes will satisfy your every need. You will marvel at how easy your life will be at Southwood Square. Take advantage of our suburban comforts like free

    14 Southwood Dr, Stamford, CT 06902
  • 2435 Bedford St Unit 8C, Stamford, CT 06905

    $705,000 Sold Sep 19, 2025

    • 2,211 Sq Ft
    • $319/SF
    • 2 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1993

    2435 Bedford St Unit 8C, Stamford, CT 06905

    Welcome to this bright and airy 2-bedroom, 2.5-bathroom end unit condo located in the coveted, gated Chesterfield community-where comfort, convenience, and lifestyle come together seamlessly. Thoughtfully designed for both everyday living and entertaining, this home features a spacious open-concept layout with a generously sized kitchen that flows effortlessly into the living and dining areas.

    Donna Gilbert Keller Williams Realty

    2435 Bedford St Unit 8C, Stamford, CT 06905
  • 22 Glenbrook Rd Unit 414, Stamford, CT 06902
    22 Glenbrook Rd Unit 414, Stamford, CT 06902
    22 Glenbrook Rd Unit 414, Stamford, CT 06902
    /10

    $199,000

    • 1 Bed
    • 1 Bath
    • 535 Sq Ft

    22 Glenbrook Rd Unit 414, Stamford, CT 06902

    Sun Drenched Top Floor Corner Unit 1 Bedroom 1 Bath Condo in Prewar Building Just Steps Away From Downtown Stamford. Brand New Hardwood Floors Thru-Out. Heat and Hot Water Included in Common Charges. Shared Coin-Op Laundry on the Floor. Parking is $75.00/per month. Two cats allowed, No Dogs.

    Patrick Conetta Urban Connections Realty

    22 Glenbrook Rd Unit 414, Stamford, CT 06902
  • 71 Benjamin St, Old Greenwich, CT 06870
    71 Benjamin St, Old Greenwich, CT 06870
    71 Benjamin St, Old Greenwich, CT 06870
    /26

    $13,750 total monthly price

    • 5 Beds
    • 3.5 Baths
    • 2,886 Sq Ft
    • House for Rent

    71 Benjamin St, Old Greenwich, CT 06870

    Beautiful 4070 sqr ft home including finished basement, in Old Greenwich, south of the Village. Fantastic location on a quiet street with easy walking distance to OG Village, the train station, Greenwich Beach, and much more. The home has a large Primary bedroom with a generous walk-in closet and an oversized primary bathroom. There are 3 bedrooms upstairs and 2 bedrooms downstairs that can

    John Kavounas Red Canoe Realty LLC

    71 Benjamin St, Old Greenwich, CT 06870
  • 30 Douglas Ave Unit 1, Stamford, CT 06906
    30 Douglas Ave Unit 1, Stamford, CT 06906
    30 Douglas Ave Unit 1, Stamford, CT 06906
    /40

    $739,000 Pending

    • 3 Beds
    • 3 Baths
    • 1,940 Sq Ft

    30 Douglas Ave Unit 1, Stamford, CT 06906

    Inviting 3-bed, 3-bath condo at 30 Douglas Ave, Stamford, CT, offering the feel of single-family living. Enjoy a welcoming living room with a fireplace, an updated eat-in kitchen, and a spacious primary suite featuring a walk-in closet and additional office space. This home includes a 2-car garage and a large, private patio, perfect for outdoor relaxation. Nestled in a picturesque setting with

    Jason Kinard BHGRE Shore & Country

    30 Douglas Ave Unit 1, Stamford, CT 06906
  • 100 Old Mill Ln, Stamford, CT 06902
    100 Old Mill Ln, Stamford, CT 06902
    100 Old Mill Ln, Stamford, CT 06902
    /24

    $899,000

    • 4 Beds
    • 2.5 Baths
    • 2,681 Sq Ft

    100 Old Mill Ln, Stamford, CT 06902

    Located on a peaceful cul-de-sac in Stamford's desirable Westover neighborhood, this spacious 4-bedroom, 2.5-bath Contemporary blends comfort and style on 1.77 acres. The sun-filled living room features vaulted ceilings, skylights, a fireplace, and hardwood floors. A separate family room offers a second fireplace, wet bar, and vaulted ceilings-ideal for entertaining. The formal dining room

    Dannel Malloy NestSeekers International

    100 Old Mill Ln, Stamford, CT 06902
  • 201 Broad St, Stamford, CT 06901
    201 Broad St, Stamford, CT 06901
    201 Broad St, Stamford, CT 06901
    /35

    $2,000 - $2,800 per month plus fees

    Canterbury Green

    Studio - 2 Beds

    201 Broad St, Stamford, CT 06901

    Canterbury Green is a well-managed community in the heart of downtown Stamford. Canterbury Green offers elegant studios, one and two bedroom flat and loft style apartments, all bright, airy, and close to all of the downtown amenities. All apartments have high ceilings, parquet floors, walk-in closets, and fully applianced kitchens. Our community boasts a large professional management team

    201 Broad St, Stamford, CT 06901
  • 59 Courtland Ave Unit 3Q, Stamford, CT 06902

    $375,000 Sold Sep 19, 2025

    • 1,035 Sq Ft
    • $362/SF
    • 17 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    59 Courtland Ave Unit 3Q, Stamford, CT 06902

    Welcome to The Kingswood is a beautifully maintained 55+ adult community that currently has availability for owners 21 and older, offering the best of both worlds. Step into this bright and stylish 2-bedroom, 2-bath corner unit on the 3rd floor, where natural light fills the open-concept space. Enjoy brand-new laminate flooring, gleaming stainless steel appliances, a granite top, and freshly

    Victor Jaquez Coldwell Banker Realty

    59 Courtland Ave Unit 3Q, Stamford, CT 06902
  • 88 Pine Hill Ave, Stamford, CT 06906
    88 Pine Hill Ave, Stamford, CT 06906
    88 Pine Hill Ave, Stamford, CT 06906
    /38

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,814 Sq Ft

    88 Pine Hill Ave, Stamford, CT 06906

    Welcome to 88 Pine Hill Avenue - a beautifully updated home that blends warmth, style, and convenience in the heart of Glenbrook. Step inside and be greeted by newly refinished hardwood floors that flow seamlessly throughout the home. The spacious living room, anchored by a charming fireplace and framed by a picture window, is filled with natural light and perfect for both everyday living and

    Catherine Richardson William Pitt Sotheby's Int'l

    88 Pine Hill Ave, Stamford, CT 06906
  • 347 Delavan Ave Unit B, Greenwich, CT 06830
    347 Delavan Ave Unit B, Greenwich, CT 06830
    347 Delavan Ave Unit B, Greenwich, CT 06830
    /14

    $2,500 total monthly price

    • 1 Bath
    • 550 Sq Ft
    • Apartment for Rent

    347 Delavan Ave Unit B, Greenwich, CT 06830

    Bright, brand spanking new white oak floored third story upstairs studio with a den/office for rent in Byram. Access to everything Byram, Beach, Pool, I-95, Port Chester Train just moments away. Lots of tuck space storage. All new appliances, washer dryer in unit, move in and be the first to enjoy this top of the line apartment!

    Jakob Satir William Raveis Real Estate

    347 Delavan Ave Unit B, Greenwich, CT 06830
  • 1 Brookside Park, Greenwich, CT 06831
    1 Brookside Park, Greenwich, CT 06831
    1 Brookside Park, Greenwich, CT 06831
    /29

    $4,800,000 Sold Sep 19, 2025

    • 5,071 Sq Ft
    • $947/SF
    • 39 Days On Market
    • 5 Beds
    • 6.5 Baths
    • Built 2006

    1 Brookside Park, Greenwich, CT 06831

    Situated on a serene 1.23-acre, private street just minutes from the shops & restaurants on Greenwich Avenue, this custom 5BR/6.5BA stone and shingle home is a showcase of timeless architecture & exceptional craftsmanship, built by acclaimed builder Jonathan Sparks. A dramatic two-story foyer sets the tone for the elegant interior, where high ceilings and light filled spaces flow seamlessly

    Maria Crowley Houlihan Lawrence

    1 Brookside Park, Greenwich, CT 06831
  • 2437 Bedford St Unit F20, Stamford, CT 06905
    2437 Bedford St Unit F20, Stamford, CT 06905
    2437 Bedford St Unit F20, Stamford, CT 06905
    /24

    $435,000 Open Sun 11:30AM - 1PM

    • 1 Bed
    • 1.5 Baths
    • 1,066 Sq Ft

    2437 Bedford St Unit F20, Stamford, CT 06905

    Nestled in a serene private enclave, this meticulously maintained condominium offers the perfect blend of luxury and convenience in one of Stamford's most sought after downtown locations. Enjoy the best of both worlds: a peaceful retreat just moments from the vibrant heart of the city with access to world class dining, shopping and entertainment. This light filled home features expansive windows

    Aimee Sciglimpaglia Keller Williams Prestige Prop.

    2437 Bedford St Unit F20, Stamford, CT 06905
  • 110 Towne St, Stamford, CT 06902
    110 Towne St, Stamford, CT 06902
    110 Towne St, Stamford, CT 06902
    /29

    $2,680 - $4,599 per month plus fees

    The Key at Yale and Towne

    Studio - 2 Beds

    110 Towne St, Stamford, CT 06902

    Conveniently located at the heart of Harbor Points shops, restaurants and services and walking distance to the Stamford Train Station, the Key at Yale and Towne offers remarkable value at a location that defines urban living. The Key is steps away from Harbor Points impressive roster of five-star retailers, including, Taco Daddy, Go Green Dry Cleaners, Pink Blowout Bar/Salon and Design Within

    110 Towne St, Stamford, CT 06902
  • 22 Palmer Ave, Stamford, CT 06902
    22 Palmer Ave, Stamford, CT 06902
    22 Palmer Ave, Stamford, CT 06902
    /25

    $940,000 Pending

    • 5 Beds
    • 4 Baths
    • 4,005 Sq Ft

    22 Palmer Ave, Stamford, CT 06902

    Welcome to 22 Palmer Avenue! Ideally situated in Stamford's desirable Cove neighborhood, this duplex townhouse-style home offers the perfect combination of comfort, space, and investment potential. This side-by-side multifamily property features two well-appointed units-one with 2 bedrooms and the other with 3 bedrooms-each offering 1.5 bathrooms. Both units include updated full bathrooms,

    Nelly Patric Navarrete Keller Williams Prestige Prop.

    22 Palmer Ave, Stamford, CT 06902
  • 411 Stanwich Rd, Greenwich, CT 06830
    411 Stanwich Rd, Greenwich, CT 06830
    411 Stanwich Rd, Greenwich, CT 06830
    /36

    $13,750,000

    • 6 Beds
    • 8 Baths
    • 9,189 Sq Ft

    411 Stanwich Rd, Greenwich, CT 06830

    Welcome to Mead Farm - exquisitely renovated and transformed midcountry Greenwich estate that blends historic character with modern luxury. Set on nearly 6 acres in a 2 acre zone, this 9,189 SF residence offers 6 bedrooms, 6 full and 2 half baths. A recent multi-year renovation by renowned designer Thom Filicia, paired with award-winning landscaping by James Doyle, elevates the property to a rare

    Amanda Bates Houlihan Lawrence

    411 Stanwich Rd, Greenwich, CT 06830
  • 11 Dolsen Place Unit 1, Stamford, CT 06901
    11 Dolsen Place Unit 1, Stamford, CT 06901
    11 Dolsen Place Unit 1, Stamford, CT 06901
    /20

    $2,600 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,050 Sq Ft
    • House for Rent

    11 Dolsen Place Unit 1, Stamford, CT 06901

    Beautiful Victorian home. First Floor Renovated Apt. Two bdrm 1 bath. W/D in lower level. Porch. Off Street Parking. Walk to restaurants, shops, bars and much more.

    Peter Rosato Coldwell Banker Realty

    11 Dolsen Place Unit 1, Stamford, CT 06901
  • 20 Daly St Unit 2C, Stamford, CT 06902

    $292,000 Sold Sep 18, 2025

    • 912 Sq Ft
    • $320/SF
    • 89 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1987

    20 Daly St Unit 2C, Stamford, CT 06902

    Welcome to 20 Daly Street, a charming second-floor condo tucked away on a quiet side street just off East Main in Stamford's sought-after East Side neighborhood. This well-maintained 2-bedroom, 1-bath unit offers the perfect blend of comfort and convenience. It is one of only a handful of units featuring a spacious primary bedroom with a large walk-in closet and in-unit laundry. A sun-filled

    Chris Chaparro Alpha Capital Realty, LLC

    20 Daly St Unit 2C, Stamford, CT 06902
  • 4 Sound Shore Dr Unit 24, Greenwich, CT 06830
    4 Sound Shore Dr Unit 24, Greenwich, CT 06830
    4 Sound Shore Dr Unit 24, Greenwich, CT 06830
    /21

    $3,500,000

    • 2 Beds
    • 3.5 Baths
    • 2,772 Sq Ft

    4 Sound Shore Dr Unit 24, Greenwich, CT 06830

    This sophisticated top-floor residence in the exclusive, guard-gated Waterford Association offers a rare opportunity to experience unparalleled waterfront living. With unobstructed, ever-changing views of Long Island Sound as your daily backdrop, this expansive penthouse combines timeless elegance with exceptional comfort.A gracious foyer opens into an oversized living room with fireplace and

    Lisa Stugart Brown Harris Stevens CT, LLC

    4 Sound Shore Dr Unit 24, Greenwich, CT 06830
  • 10-30 Brookside Dr, Greenwich, CT 06830
    10-30 Brookside Dr, Greenwich, CT 06830
    10-30 Brookside Dr, Greenwich, CT 06830
    /35

    $2,650 - $3,850 per month plus fees

    Greenwich Close Apartments

    1 - 3 Beds

    10-30 Brookside Dr, Greenwich, CT 06830

    Greenwich: a unique place to live, work and play. Coastal location 25 miles from New York City with easy access to I-95, the Merritt Parkway, Metro-North and Amtrak. Our schools are ranked among the highest in the state. Walking distance to shopping and dining on “The Avenue.” Private, resident-only beaches and parks offer exclusive opportunities for relaxation and family fun. A wide array of

    10-30 Brookside Dr, Greenwich, CT 06830
  • 281 Greenwich Ave, Stamford, CT 06902

    $2,500,000 Sold Sep 18, 2025

    • 6,000 Sq Ft
    • $417/SF
    • 91 Days On Market
    • 15 Beds
    • 15 Baths
    • Built 2024

    281 Greenwich Ave, Stamford, CT 06902

    New Construction - 1 year Builder's Warranty! Units are now completed with Certificate of Occupancy. Two units are now rented at $3,500. each with leases beginning on July 1, 2025. Low maintenance 5 unit townhouses. Each unit has 3 bedrooms and 3 bathrooms. There are 14 parking spaces in all and washer/dryer in each unit. Attic storage. Alarm system with camera. All separate utilities. Walk to

    Silvana Orsaia BHGRE Shore & Country

    281 Greenwich Ave, Stamford, CT 06902
  • 1465 E Putnam Ave Unit 326, Old Greenwich, CT 06870
    1465 E Putnam Ave Unit 326, Old Greenwich, CT 06870
    1465 E Putnam Ave Unit 326, Old Greenwich, CT 06870
    /13

    $795,000

    • 2 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    1465 E Putnam Ave Unit 326, Old Greenwich, CT 06870

    Fabulous 2 Bedroom 1.5 bath light filled condo with private deck overlooking a well maintained park-like courtyard with a pond. A private entry leads you into a large over-sized living room with floor to ceiling windows, dining area, half bath, kitchen, and laundry. The second floor offers a large primary bedroom with 2 closets, ample sized second bedroom, along with a large full bathroom. Access

    Daniel DiPaolo BHHS New England Properties

    1465 E Putnam Ave Unit 326, Old Greenwich, CT 06870
  • 48 Pemberwick Rd Unit 3, Greenwich, CT 06831
    48 Pemberwick Rd Unit 3, Greenwich, CT 06831
    48 Pemberwick Rd Unit 3, Greenwich, CT 06831
    /20

    $4,800 total monthly price

    • 3 Beds
    • 2.5 Baths
    • 1,928 Sq Ft
    • Townhouse for Rent

    48 Pemberwick Rd Unit 3, Greenwich, CT 06831

    Tri-level home in the heart of Pemberwick. This home features 3-bedroom, 2 full bath and 1/2 half bathroom. Great open floor plan for entertaining with a a cozy fireplace and sliders off the living room that lead to a private deck. The main level features a large living room, formal dining room and kitchen with attached half bath. The second floor features two oversized bedroom bedrooms as well

    Chris Carozza RE/MAX Right Choice

    48 Pemberwick Rd Unit 3, Greenwich, CT 06831
  • 75 Courtland Ave Unit 9, Stamford, CT 06902

    $502,000 Sold Sep 17, 2025

    • 1,173 Sq Ft
    • $428/SF
    • 16 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1970

    75 Courtland Ave Unit 9, Stamford, CT 06902

    Best and final Wed 7/30 at 12 noon Stunning and immaculate Heywood Heights first floor condo overlooks gardens and offers a 1 car garage right across from the building! Architect-designed, high end renovation creates an open feel yet maintains the integrity of the living, dining, and kitchen spaces. Updates include a custom kitchen with granite countertops, newer appliances and mechanicals,

    Ellen Christian Coldwell Banker Realty

    75 Courtland Ave Unit 9, Stamford, CT 06902
  • 68 Dearfield Dr, Greenwich, CT 06831
    68 Dearfield Dr, Greenwich, CT 06831
    68 Dearfield Dr, Greenwich, CT 06831
    /10

    $7,995,000

    • 8 Beds
    • 11.5 Baths
    • 10,646 Sq Ft

    68 Dearfield Dr, Greenwich, CT 06831

    Perched high on a hill in downtown Greenwich, 66 Dearfield is unparalleled in its grandeur with 10,646 square feet of luxury living spanning 4 floors. Close to Greenwich Library, Greenwich Avenue, the train and all downtown amenities. This exquisite colonial boasts stone chimneys with extra height ceilings on each floor. Upon entry, the 2 story foyer nestled between the living room and dining

    Nina Frandson BHHS New England Properties

    68 Dearfield Dr, Greenwich, CT 06831
  • 355 Atlantic St, Stamford, CT 06901
    355 Atlantic St, Stamford, CT 06901
    355 Atlantic St, Stamford, CT 06901
    /30

    $2,526 - $5,670 total monthly price

    Atlantic Station

    Studio - 2 Beds

    355 Atlantic St, Stamford, CT 06901

    Discover the art of luxurious living at Atlantic Station, an extraordinary apartment community nestled in the vibrant heart of Stamford, CT. Offering a curated selection of studio, one-bedroom, and two-bedroom residences, each home boasts expansive windows, elegant finishes, and premium stainless-steel appliances. Designed with meticulous attention to detail, Atlantic Station blends contemporary

    355 Atlantic St, Stamford, CT 06901
  • 1 Landmark Square Unit 306, Port Chester, NY 10573

    $381,000 Sold Sep 17, 2025

    • 1,050 Sq Ft
    • $363/SF
    • 34 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1988

    1 Landmark Square Unit 306, Port Chester, NY 10573

    Enjoy your new life in Westchester County's finest building, The Landmark. Enter your new home at 1 Landmark Square Unit 306! This dramatic open concept, and sun filled unit boasts of ultra-high ceilings, custom woodwork, custom flooring and double-paned windows for heat and air conditioning efficiency. Enjoy your massive stainless steel and granite kitchen, with perfectly placed accent

    Marc Tessitore Coldwell Banker Realty

    1 Landmark Square Unit 306, Port Chester, NY 10573
  • 59 Courtland Ave Unit 3O, Stamford, CT 06902
    59 Courtland Ave Unit 3O, Stamford, CT 06902
    59 Courtland Ave Unit 3O, Stamford, CT 06902
    /22

    $239,000

    • 1 Bed
    • 1 Bath
    • 549 Sq Ft

    59 Courtland Ave Unit 3O, Stamford, CT 06902

    An adorable one bedroom with Livingroom, full bathroom and kitchen unit in Kingswood Complex. No age restrictions for the time being. Convenient location. Beautiful, elegant and spacious community hall. Common charge includes electricity, heating, cooling, hot water and free gym to exercise.

    Li Zhang Golden Heights LLC

    59 Courtland Ave Unit 3O, Stamford, CT 06902
  • 19 Weeds Landing, Darien, CT 06820
    19 Weeds Landing, Darien, CT 06820
    19 Weeds Landing, Darien, CT 06820
    /85

    $40,000 total monthly price

    • 4 Beds
    • 4.5 Baths
    • 4,117 Sq Ft
    • House for Rent

    19 Weeds Landing, Darien, CT 06820

    Luxury Designer-Furnished Turnkey Rental - Available 11/1A HOBI Award-winning renovation and design by the TREC/ WayStay team, Weeds Landing is Darien's fully furnished, flexible-term, luxury rental. Perfect for those renovating, relocating, testing out life in Darien, or seeking a weekend retreat.Located at the end of a quiet cul-de-sac on Holly Pond with sweeping views of Long

    LOUIS BATTISTA TREC Realty LLC

    19 Weeds Landing, Darien, CT 06820
  • 58 Riverdale Ave, Greenwich, CT 06831

    $695,000 Sold Sep 17, 2025

    • 1,123 Sq Ft
    • $619/SF
    • 74 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1926

    58 Riverdale Ave, Greenwich, CT 06831

    Set high above western Greenwich, this adorable 2 bedroom pre war colonial, with wood floors throughout, has a vibe that must be seen to be appreciated. The enclosed sunporch is the perfect place to work from home or create your next artistic masterpiece. The backyard is low maintenance and pollinator friendly, filled with meadowscaping, beautiful tall flowers and a fruit producing apple tree

    Stefanie Lacoff Berkshire Hathaway NE Prop.

    58 Riverdale Ave, Greenwich, CT 06831

Showing Results 481 - 520, Page 13 of 18

Connecticut Fairfield County Old Greenwich

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group