Old Greenwich, CT Homes

/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

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

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

Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,450 Sq Ft
61 Seaview Ave Unit 16, Stamford, CT 06902

61 Seaview Ave Unit 16, Stamford, CT 06902

/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

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.

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

Est $625,605 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,479 Sq Ft
19 Van Buren Cir, Stamford, CT 06906

19 Van Buren Cir, Stamford, CT 06906

/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

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.

Scott Kadison

Scott Kadison Real Estate

(475) 251-4720

15 Scofield St Unit 1F, Greenwich, CT 06807
$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

Est $703,965 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,240 Sq Ft
46 Puritan Ln, Stamford, CT 06906

46 Puritan Ln, Stamford, CT 06906

/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

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

Anika Charron

Compass Connecticut, LLC

(475) 405-1293

96 Holmes Ave, Darien, CT 06820
$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,

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

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: *

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

Urs Klarer

Coldwell Banker Realty

(475) 242-3159

7 River Rd Unit 306, Cos Cob, CT 06807
$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

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

Cosmo Iadanza

Century 21 AllPoints Realty

(475) 323-6295

253 Hope St, Stamford, CT 06906
$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

Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,025 Sq Ft
59 Courtland Ave Unit 1X, Stamford, CT 06902

59 Courtland Ave Unit 1X, Stamford, CT 06902

/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,

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

Richard Breglia

Coldwell Banker Realty

(203) 779-6693

15 Victory St Unit 1, 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

Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,450 Sq Ft
141 Grove St Unit L, Stamford, CT 06901

141 Grove St Unit L, Stamford, CT 06901

/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

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.

Cosmo Iadanza

Century 21 AllPoints Realty

(203) 633-7824

211 Knickerbocker Ave, Stamford, CT 06907
$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

Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
305 Sylvan Knoll Rd, Stamford, CT 06902

305 Sylvan Knoll Rd, 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

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

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

Showing Results 1 - 40, Page 1 of 18

Connecticut Fairfield County Old Greenwich

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

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

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