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Old Greenwich, CT Homes for Sale & Real Estate Listings

Browse real estate, including houses, condos, & luxury homes for sale with Greenwich Streets.

A stately brick colonial house with a wraparound porch and manicured lawn in Old Greenwich, Connecticut.

Living in Old Greenwich, CT

Old Greenwich is celebrated for its refined way of life and prosperous community. Single-family homes are prevalent in this area, offering a diverse selection of architectural styles. The timeless appeal and historical significance of Colonial homes, as well as the cozy and practical designs of Cape Cod homes, make them particularly popular choices for buyers in Old Greenwich. The town presents a multitude of opulent luxury homes nestled on expansive plots of land, providing captivating waterfront views that harmonize with the scenic coastal beaches.

Old Greenwich Homes for Sale

Price

Living Area

$6,250,000

30 Meadowbank Road, Old Greenwich, CT 06870

5 Beds 6 Baths 4,500 Sq.Ft.

$5,200,000

2 Potter Drive, Old Greenwich, CT 06870

5 Beds 7 Baths 5,428 Sq.Ft.

$15,500

6 Meadowbank Road, Old Greenwich, CT 06870

4 Beds 4 Baths 2,740 Sq.Ft.

$3,250,000

53 Lockwood Avenue, Old Greenwich, CT 06870

5 Beds 4 Baths 3,400 Sq.Ft.

$429,000

1535 E Putnam Avenue 304, Old Greenwich, CT 06870

1 Bed 1 Bath 668 Sq.Ft.

$3,000

1465 E Putnam Avenue 113, Old Greenwich, CT 06870

$2,195,000

17 Maple Drive, Old Greenwich, CT 06870

4 Beds 4 Baths 2,350 Sq.Ft.

$18,500

12 Grimes Road, Old Greenwich, CT 06870

3 Beds 3 Baths 2,800 Sq.Ft.

$18,000

34 Hassake Road, Old Greenwich, CT 06870

4 Beds 4 Baths 2,943 Sq.Ft.

$10,950,000

189 Shore Road, Old Greenwich, CT 06870

4 Beds 4 Baths 4,262 Sq.Ft.

$4,299,000

28 Irvine Road, Old Greenwich, CT 06870

5 Beds 6 Baths 4,538 Sq.Ft.

$3,195,000

20 Sound Beach Avenue, Old Greenwich, CT 06870

6 Beds 6 Baths 4,300 Sq.Ft.

View All Homes for Sale in Old Greenwich

Exclusive Listings

Browse homes for sale with expert Greenwich real estate agents Russell Pruner, Mark Pruner & Timothy Agro!

For Sale

5 & 7 John Street

$24,000,000

5 & 7 John Street, Greenwich, CT 06831

10 BEDS
16 BATHS
15,820 Sq.Ft.

For Sale

528 Round Hill Road

$18,999,000

528 Round Hill Road, Greenwich, CT 06831

6 BEDS
12 BATHS
17,197 Sq.Ft.

For Sale

44 Khakum Wood Road

$15,995,000

44 Khakum Wood Road, Greenwich, CT 06831

6 BEDS
8 BATHS
8,962 Sq.Ft.

For Sale

865 Hollow Tree Ridge Road

$15,000,000

865 Hollow Tree Ridge Road, Darien, CT 06820

5 BEDS
10 BATHS
10,197 Sq.Ft.

For Sale

865 Hollow Tree Ridge Road

$13,000,000

865 Hollow Tree Ridge Road, Darien, CT 06820

5 BEDS
10 BATHS
10,197 Sq.Ft.

For Sale

212 Bedford Road

$8,895,000

212 Bedford Road, Greenwich, CT 06831

8 BEDS
10 BATHS
8,391 Sq.Ft.

For Sale

38 Partridge Hollow Road

$8,750,000

38 Partridge Hollow Road, Greenwich, CT 06831

5 BEDS
8 BATHS
10,981 Sq.Ft.

For Sale

56 Winthrop Drive

$8,395,000

56 Winthrop Drive, Riverside, CT 06878

6 BEDS
9 BATHS
8,370 Sq.Ft.

For Sale

7 Indian Head Road

$8,050,000

7 Indian Head Road, Riverside, CT 06878

6 BEDS
7 BATHS
8,364 Sq.Ft.

For Sale

18 Edgar Road

$6,685,000

18 Edgar Road, Greenwich, CT 06831

6 BEDS
9 BATHS
9,638 Sq.Ft.

For Sale

386 North Street

$6,495,000

386 North Street, Greenwich, CT 06830

5 BEDS
9 BATHS
9,974 Sq.Ft.

For Sale

25 Dialstone Lane

$5,575,000

25 Dialstone Lane, Riverside, CT 06878

6 BEDS
8 BATHS
6,520 Sq.Ft.

For Sale

2 Potter Drive

Open House: 3/22/2026, 1:00 PM - 3:00 PM

$5,200,000

2 Potter Drive, Old Greenwich, CT 06870

5 BEDS
7 BATHS
5,428 Sq.Ft.

For Sale

24 Oakley Lane

$4,900,000

24 Oakley Lane, Greenwich, CT 06830

5 BEDS
7 BATHS

For Sale

112 Sheephill Road

$4,499,000

112 Sheephill Road, Riverside, CT 06878

6 BEDS
8 BATHS
6,447 Sq.Ft.

For Sale

16 Summit Road

Open House: 3/22/2026, 1:00 PM - 3:00 PM

$3,795,000

16 Summit Road, Riverside, CT 06878

5 BEDS
5 BATHS
4,187 Sq.Ft.

For Sale

332 Riversville Road

$2,395,000

332 Riversville Road, Greenwich, CT 06831

4 BEDS
3 BATHS

For Sale

93 E Middle Patent Road

$1,650,000

93 E Middle Patent Road, Greenwich, CT 06831

4 BEDS
3 BATHS
2,849 Sq.Ft.

For Sale

67 W View Street

$910,000

67 W View Street, Greenwich, CT 06830

3 BEDS
2 BATHS
2,570 Sq.Ft.

For Sale

24 Decatur Street APT 2

$895,000

24 Decatur Street 2, Cos Cob, CT 06807

2 BEDS
3 BATHS
1,643 Sq.Ft.

For Lease

104 Hillcrest Park Road

$10,000/mo

104 Hillcrest Park Road, Cos Cob, CT 06807

4 BEDS
3 BATHS
2,064 Sq.Ft.

For Lease

88 S Water Street 202

$6,400/mo

88 S Water Street 202, Greenwich, CT 06830

2 BEDS
2 BATHS
1,256 Sq.Ft.

For Lease

100 E Putnam Avenue, 206

$5,800/mo

100 E Putnam Avenue, 206, Cos Cob, CT 06807

2 BEDS
2 BATHS
953 Sq.Ft.

For Lease

7 River Road 310

$5,500/mo

7 River Road 310, Cos Cob, CT 06807

2 BEDS
2 BATHS
1,125 Sq.Ft.

For Lease

169 Mason Street APT 1D

$4,100/mo

169 Mason Street 1D, Greenwich, CT 06830

1 BED
1 BATH
700 Sq.Ft.

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Greenwich Homes for Sale

Map of Old Greenwich Homes for Sale

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Old Greenwich Real Estate Blogs

An Easier Way to Sell Your Home During a Divorce

June 21, 2023

Guidelines to help take the stress out of selling your home.

5 Must-Have Tools We Use to Sell Your Home Faster

June 21, 2023

If it's time sell your luxury Greenwich or Riverside home, these tools will ensure it sells quickly and for top dollar.

Greenwich 2023 Real Estate Market Report by School Districts

Mark Pruner | March 9, 2023

Jan & Feb 2023

Russell & Mark Pruner’s Ultimate Guide to Selling Your Home in Old Greenwich

December 8, 2022

Find out how to have a successful sale through this home-selling guide.

Is Old Greenwich the Best Place to Live? - 11/21/2020

Mark Pruner | November 20, 2020

Old Greenwich is a neighborhood that has done well this year, just as it did last year.

Contact local Greenwich real estate agents Russell Pruner, Mark Pruner & Timothy Agro to meet all of your real estate needs!

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