Old Greenwich, CT homes for sale & real estate

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33 Halsey Dr, Greenwich, CT 06870
33 Halsey Dr, Greenwich, CT 06870
33 Halsey Dr, Greenwich, CT 06870
ABOUT THIS HOME
Old Greenwich, CT Homes for Sale
This charming Old Greenwich home in the highly sought-after North Mianus/ Eastern school district is the perfect starter or the best condo alternative. A picturesque setting, this single-family dwelling comes with low property taxes, low maintenance responsibilities and costs. The first floor offers comfortable living and family room spaces, a newer kitchen with quartz countertop and stainless steel appliances, along with 1 bedroom and a new hall bath. The 2nd floor consists of 2 bedrooms (one with spacious cedar closet) and another newer full bath. The private backyard with a bluestone patio provides a serene outdoor environment, surrounded by mature trees and plantings. Many updates throu

$1,495,000

3 beds2 baths1,655 sq ft

33 Halsey Dr, Greenwich, CT 06870

7,405 sq ft lot • Garage • Bluestone patio

5 Hunter St, Greenwich, CT 06870
5 Hunter St, Greenwich, CT 06870
5 Hunter St, Greenwich, CT 06870
ABOUT THIS HOME
Old Greenwich, CT Homes for Sale
Great opportunity to own this well maintained 3 bedroom 1 1/2 bath colonial located at the end of a cul-de-sac in Old Greenwich. Home has an eat-in kitchen, formal dining room, living room with fireplace, spacious three season sunroom off the kitchen, deck, covered front porch, a 1 car garage, and a large . 38 of an acre parcel of land.

$1,250,000

3 beds1.5 baths1,333 sq ft

5 Hunter St, Greenwich, CT 06870

0.38 acre lot • Garage • Covered front porch

51 Forest Ave #60, Old Greenwich, CT 06870
51 Forest Ave #60, Old Greenwich, CT 06870
51 Forest Ave #60, Old Greenwich, CT 06870
ABOUT THIS HOME
Old Greenwich, CT Homes for Sale
One bedroom with den with 2 full baths on one level on second floor near elevator. En suite primary bath. Private terrace. Assigned indoor garage space and personal storage unit. Association features brick promenades and landscaped courtyards with gardens and water fountains, large outdoor pool (near unit), fitness center and squash court. Convenient to Old Greenwich Metro-North train station. No rental restrictions.

$799,000

1 bed2 baths947 sq ft

51 Forest Ave #60, Old Greenwich, CT 06870

Garage • Community pool • Squash court

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51 Forest Ave #31, Old Greenwich, CT 06870
51 Forest Ave #31, Old Greenwich, CT 06870
51 Forest Ave #31, Old Greenwich, CT 06870
ABOUT THIS HOME
Old Greenwich, CT Homes for Sale
Great opportunity to enjoy the Old Greenwich lifestyle in this stunning one bedroom with den condo renovation offering one-level living in coveted Old Greenwich Gables . Up-to-the-minute kitchen with quartz countertops, updated bathrooms and quality appointments throughout enhance the inviting open floor plan. Lounge on your terrace or take advantage of the Association pool, squash court, exercise facility or clubhouse. Easy access to train, Binney Park, the Village of Old Greenwich with its shopping opportunities and great restaurants or head to Greenwich Point to watch the sunset at the end of the day. . Not to be missed!

$825,000

1 bed2 baths1,160 sq ft

51 Forest Ave #31, Old Greenwich, CT 06870

$74 HOA • Garage • Community pool

3D WALKTHROUGH

18 Grant Ave, Old Greenwich, CT 06870
18 Grant Ave, Old Greenwich, CT 06870
18 Grant Ave, Old Greenwich, CT 06870
ABOUT THIS HOME
Old Greenwich, CT Homes for Sale
Meticulously maintained and recently renovated, this light filled 4-bedroom, 4.1-bath turn-key home is located south of the village on . 33 of an acre in Old Greenwich. Featuring a modern open floor plan, the home offers a handsome Living Room with fireplace that doubles as an Office, a Dining Room with custom bar, and an updated Kitchen with island that opens to the spacious Family Room with fireplace and two sets of French doors leading to a beautiful terrace and private, landscaped yard. Upstairs, the Primary Suite w/ cathedral ceiling has a balcony, walk-in closets, and luxurious bathroom, plus three en suite Bedrooms and a second-floor Laundry Room. The finished lower level includes a

$3,925,000

4 beds4.5 baths3,491 sq ft

18 Grant Ave, Old Greenwich, CT 06870

0.33 acre lot • Garage

Property at 209 Shore Rd, Old Greenwich, CT 06870, 4 beds, 3.5 baths

$5,360,000

4 beds3.5 baths4,261 sq ft

209 Shore Rd, Old Greenwich, CT 06870

Property at 14 Highview Ave, Greenwich, CT 06870, 5 beds, 2.5 baths

$3,275,000

5 beds2.5 baths3,670 sq ft

14 Highview Ave, Greenwich, CT 06870

Property at 200 Shore Rd, Old Greenwich, CT 06870, 5 beds, 5 baths

$11,250,000

5 beds5 baths5,638 sq ft

200 Shore Rd, Old Greenwich, CT 06870

Property at 15 Deepwoods Ln, Old Greenwich, CT 06870, 4 beds, 5 baths

$3,450,000

4 beds5 baths4,382 sq ft

15 Deepwoods Ln, Old Greenwich, CT 06870

Property at 28 North Ridge Rd, Old Greenwich, CT 06870, 4 beds, 4 baths

$2,600,000

4 beds4 baths3,814 sq ft

28 North Ridge Rd, Old Greenwich, CT 06870

Property at 22 Tomac Ave, Old Greenwich, CT 06870, 6 beds, 4.5 baths

$3,495,000

6 beds4.5 baths3,515 sq ft

22 Tomac Ave, Old Greenwich, CT 06870

Property at 51 Forest Ave #98, Old Greenwich, CT 06870, 4 beds, 4.5 baths

$1,899,000

4 beds4.5 baths2,773 sq ft

51 Forest Ave #98, Old Greenwich, CT 06870

Property at 10 Hassake Rd, Greenwich, CT 06870, 5 beds, 4 baths

$2,175,000

5 beds4 baths3,210 sq ft

10 Hassake Rd, Greenwich, CT 06870

Property at 52 Center Dr, Old Greenwich, CT 06870, 4 beds, 3 baths

$1,595,000

4 beds3 baths2,259 sq ft

52 Center Dr, Old Greenwich, CT 06870

Property at 45 Binney Ln, Old Greenwich, CT 06870, 8 beds, 11.5 baths

$27,950,000

8 beds11.5 baths13,428 sq ft

45 Binney Ln, Old Greenwich, CT 06870

Property at 681 River Rd, Greenwich, CT 06807, 4 beds, 4.5 baths

$2,730,000

4 beds4.5 baths3,826 sq ft

681 River Rd, Greenwich, CT 06807

Property at 29 Lockwood Dr, Greenwich, CT 06870, 5 beds, 5.5 baths

$4,995,000

5 beds5.5 baths4,286 sq ft

29 Lockwood Dr, Greenwich, CT 06870

Property at 35 Park Ave, Old Greenwich, CT 06870, 6 beds, 3.5 baths

$5,000,000

6 beds3.5 baths3,074 sq ft

35 Park Ave, Old Greenwich, CT 06870

Property at 23 Halsey Dr, Old Greenwich, CT 06870

$1,400,000

— beds— baths— sq ft

23 Halsey Dr, Old Greenwich, CT 06870

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53 W Hill Cir, Stamford, CT 06902
53 W Hill Cir, Stamford, CT 06902
53 W Hill Cir, Stamford, CT 06902
ABOUT THIS HOME
Old Greenwich, CT Homes for Sale
Lovingly owned by one family for 63 years, this expansive custom-built Westover ranch offers incredible space, versatility, and untapped potential! With over 3,000 SF on the main level and an additional ~1,423 SF in the walk-out lower level, this home is ideal for multigenerational living, entertaining, or future in-law/ guest quarters. A circular driveway welcomes you, while the backyard offers a private oasis with a heated in-ground pool and patio. Enjoy two fireplaces, hardwood floors, first-floor laundry, 3-car garage, and a front porch perfect for morning coffee or greeting guests. The privately located primary suite features ample closet space and quiet comfort. Investors and design-s

$853,000

3 beds3.5 baths5,856 sq ft

53 W Hill Cir, Stamford, CT 06902

0.79 acre lot • 3 garage spots • Pool

NEW 23 HRS AGO

16 Carolina Rd, Stamford, CT 06902
16 Carolina Rd, Stamford, CT 06902
16 Carolina Rd, Stamford, CT 06902
ABOUT THIS HOME
Old Greenwich, CT Homes for Sale
Stamford Multi Family with two units, one upstairs and one down. Great opportunity for an investor, or live in one apartment and rent out the other, as this owner has for many years. Nicely set on a level 0.16 acre lot with ample private parking as well as a two car garage. First floor apartment features: Living room with fireplace, dining room, kitchen, sun room, 2 bedrooms and one full bath with Tub/shower. Second floor apartment features: Living room, kitchen with large dining area, sun room, 2 bedrooms and one full bath with Tub/shower. The basement is partially finished but is in need of repair. . Utilities: City water, city sewer. Two electric meters, one for each of the units. Basebo

$800,000

4 beds2 baths2,344 sq ft

16 Carolina Rd, Stamford, CT 06902

6,969 sq ft lot • 2 garage spots • Two separate units

32 Prince Pl, Stamford, CT 06905
32 Prince Pl, Stamford, CT 06905
32 Prince Pl, Stamford, CT 06905
ABOUT THIS HOME
Old Greenwich, CT Homes for Sale
Discover this quaint 4-bedroom, 2.5-bath home, available for the first time in 44 years! Located in the desirable Hubbard Heights neighborhood, this residence combines historic charm with modern updates. Step inside to find a bright living room with hardwood floors and a formal dining area. The updated kitchen features modern appliances and a cozy center island and the convenience of first-level laundry. The first level is complete with sunroom/mudroom or office off the kitchen, and a large family room in the rear of the home overlooking your spacious backyard, offering endless possibilities for outdoor enjoyment. . The upper level you will find a primary suite with an en-suite bath, ensuri

$885,000

4 beds2.5 baths2,510 sq ft

32 Prince Pl, Stamford, CT 06905

6,098 sq ft lot • 2 garage spots

115 Top Gallant Rd #6, Stamford, CT 06902
115 Top Gallant Rd #6, Stamford, CT 06902
115 Top Gallant Rd #6, Stamford, CT 06902
ABOUT THIS HOME
Old Greenwich, CT Homes for Sale
Welcome to 115 Top Gallant Road, Unit 6 - a beautifully maintained and thoughtfully updated townhome nestled adjacent to Stamford's Dolphin Cove and Southfield Point, with easy access to downtown and nearby Old Greenwich. This light-filled 2-bedroom, 1.5-bath home offers the perfect blend of charm, comfort, and convenience. Step inside to find soaring ceilings, a cozy gas fireplace, and an open layout ideal for both relaxing and entertaining. The versatile second floor bonus space is perfect as a home office, reading nook, or additional sitting area. The kitchen and dining room flow seamlessly out to your private backyard oasis, featuring a large expanded patio-perfect for outdoor dining or

$810,000

2 beds1.5 baths1,463 sq ft

115 Top Gallant Rd #6, Stamford, CT 06902

$400 HOA • Garage • Cozy gas fireplace

137 Wilson St #15, Stamford, CT 06902
137 Wilson St #15, Stamford, CT 06902
137 Wilson St #15, Stamford, CT 06902
ABOUT THIS HOME
Old Greenwich, CT Homes for Sale
Sale is contingent on Probate Court and Housing Authority approval.

$379,000

3 beds2.5 baths1,380 sq ft

137 Wilson St #15, Stamford, CT 06902

$225 HOA • Garage

25 Adams Ave #103, Stamford, CT 06902
25 Adams Ave #103, Stamford, CT 06902
25 Adams Ave #103, Stamford, CT 06902
ABOUT THIS HOME
Old Greenwich, CT Homes for Sale
Gorgeous 2-bedroom unit in sought after downtown building with a PRIVATE ENTERANCE-no need to go through the building! As you enter through the living area with beautiful you will find a wonderful open area with wood floors throughout. This lovely 2 bed/2 bath unit features stainless steel appliances and walk-in closets in both bedrooms. Custom closet in both master and coat closet. Easy access to the gym and courtyard-offering grills and picnic tables. 2 covered parking spaces in gated garage. BEST LOCATION!!!! Walk to Stamford hospital, Mill River Park and carousel, downtown shops and restaurants!

$540,000

2 beds2 baths1,151 sq ft

25 Adams Ave #103, Stamford, CT 06902

$567 HOA • 2 garage spots • Custom closet

Property at 285 Westover Rd, Stamford, CT 06902, 4 beds, 3.5 baths

$1,395,000

4 beds3.5 baths2,862 sq ft

285 Westover Rd, Stamford, CT 06902

Property at 75 Rachelle Ave, Stamford, CT 06905, 4 beds, 3 baths

$650,000

4 beds3 baths2,097 sq ft

75 Rachelle Ave, Stamford, CT 06905

Property at 62 Severance Dr, Stamford, CT 06905, 4 beds, 2 baths

$599,000

4 beds2 baths2,010 sq ft

62 Severance Dr, Stamford, CT 06905

Property at 37 Old Barn Rd S, Stamford, CT 06905, 3 beds, 3 baths

$699,000

3 beds3 baths1,598 sq ft

37 Old Barn Rd S, Stamford, CT 06905

Property at 36 Hendrie Ave, Greenwich, CT 06878, 5 beds, 3.5 baths

$3,195,000

5 beds3.5 baths4,100 sq ft

36 Hendrie Ave, Greenwich, CT 06878

Property at 25 Adams Ave #108, Stamford, CT 06902, 2 beds, 2 baths

$525,000

2 beds2 baths1,226 sq ft

25 Adams Ave #108, Stamford, CT 06902

Property at 27 Cognewaugh Rd, Cos Cob, CT 06807, 5 beds, 4.5 baths

$3,795,000

5 beds4.5 baths5,662 sq ft

27 Cognewaugh Rd, Cos Cob, CT 06807

Property at 32 Meyer Pl, Riverside, CT 06878, 5 beds, 4.5 baths

$2,925,000

5 beds4.5 baths4,108 sq ft

32 Meyer Pl, Riverside, CT 06878

Property at 27 Mary Ln, Greenwich, CT 06878, 4 beds, 2.5 baths

$2,100,000

4 beds2.5 baths2,088 sq ft

27 Mary Ln, Greenwich, CT 06878

Property at 656 Westover Rd, Stamford, CT 06902, 4 beds, 2.5 baths

$1,196,000

4 beds2.5 baths3,193 sq ft

656 Westover Rd, Stamford, CT 06902

Property at 35 Southfield Ave, Stamford, CT 06902, 4 beds, 2 baths

$849,990

4 beds2 baths2,242 sq ft

35 Southfield Ave, Stamford, CT 06902

Property at 132 Old North Stamford Rd, Stamford, CT 06905, 3 beds, 3.5 baths

$1,275,000

3 beds3.5 baths3,205 sq ft

132 Old North Stamford Rd, Stamford, CT 06905

Property at 6 Dorchester Ln, Call Listing Agent, CT 06878, 6 beds, 6 baths

$5,900,000

6 beds6 baths7,000 sq ft

6 Dorchester Ln, Call Listing Agent, CT 06878

Berkshire Hathaway HS NE Prop.

Property at 37 Windsor Ln, Greenwich, CT 06807, 3 beds, 3 baths

$1,400,000

3 beds3 baths2,332 sq ft

37 Windsor Ln, Greenwich, CT 06807

Average home prices near Old Greenwich, CT

Cities

Neighborhoods
Zip Codes
Minor Civil Divisions

Eastern Greenwich homes for sale
$3,275,000
North Old Greenwhich homes for sale
$2,175,000
Waterside homes for sale
$849,990
West Side homes for sale
$550,000
Central Greenwich homes for sale
$3,295,000
West Side-Waterside-South End homes for sale
$725,000
Mid Riverside homes for sale
$4,260,000

Old Greenwich, CT real estate trends

All Home Types trends in Old Greenwich, CT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$2,100,000

-19.8% YoY | Jun 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jun 2025

Growth

% YoY

Old Greenwich, CT

$2,100,000

-19.8%

See more Old Greenwich, CT market insights

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