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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

$23,000,000

58 Shore Road, Old Greenwich, CT 06870

5 Beds 6 Baths 7,400 Sq.Ft.

$22,500

32 Highview Avenue, Old Greenwich, CT 06870

6 Beds 4.5 Baths 5,500 Sq.Ft.

$9,500

51 Forest Avenue 26, Old Greenwich, CT 06870

3 Beds 3 Baths 2,194 Sq.Ft.

$4,300

51 Forest Avenue 35, Old Greenwich, CT 06870

1 Bed 1.5 Baths 989 Sq.Ft.

$13,500,000

22 Northway, Old Greenwich, CT 06870

5 Beds 4 Baths 3,330 Sq.Ft.

$22,500

5 Grimes Road, Old Greenwich, CT 06870

5 Beds 3.5 Baths 3,464 Sq.Ft.

$18,000

2 Watchtower Lane, Old Greenwich, CT 06870

5 Beds 4.5 Baths 4,200 Sq.Ft.

$13,890,000

4 Little Cove Lane, Old Greenwich, CT 06870

5 Beds 6 Baths 6,069 Sq.Ft.

$3,300,000

1 Hendrie Drive Extension, Old Greenwich, CT 06870

5 Beds 2.5 Baths 2,092 Sq.Ft.

$1,150,000

51 Forest Avenue 59, Old Greenwich, CT 06870

2 Beds 2 Baths 1,300 Sq.Ft.

$1,649,600

61 Center Drive, Old Greenwich, CT 06870

5 Beds 3 Baths 2,353 Sq.Ft.

$1,199,000

51 Forest Avenue 70, Old Greenwich, CT 06870

1 Bed 2 Baths 1,271 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

209 Long Neck Point Road

$12,995,000

209 Long Neck Point Road, Darien, CT 06820

5 BEDS
8 BATHS
7,610 Sq.Ft.

For Sale

200 Shore Road

$11,250,000

200 Shore Road, Old Greenwich, CT 06870

6 BEDS
6 BATHS
5,638 Sq.Ft.

For Sale

74 Rock Maple Road

$7,450,000

74 Rock Maple Road, Greenwich, CT 06830

5 BEDS
9 BATHS
8,911 Sq.Ft.

For Sale

31 Meadow Wood Drive

$6,995,000

31 Meadow Wood Drive, Greenwich, CT 06830

3 BEDS
4 BATHS
2,425 Sq.Ft.

For Sale

38 Partridge Hollow Road

$6,995,000

38 Partridge Hollow Road, Greenwich, CT 06831

5 BEDS
8 BATHS
10,981 Sq.Ft.

For Sale

326 Sound Beach Avenue

$5,100,000

326 Sound Beach Avenue, Old Greenwich, CT 06870

5 BEDS
5 BATHS
4,541 Sq.Ft.

For Sale

24 Oakley Lane

$4,900,000

24 Oakley Lane, Greenwich, CT 06830

5 BEDS
7 BATHS

For Sale

108 Perkins Road

$4,425,000

108 Perkins Road, Greenwich, CT 06830

4 BEDS
6 BATHS
5,038 Sq.Ft.

For Sale

219 Orchard Street

$3,195,000

219 Orchard Street, Cos Cob, CT 06807

6 BEDS
6 BATHS
5,442 Sq.Ft.

For Sale

64 Wallacks Drive

$2,995,000

64 Wallacks Drive, Stamford, CT 06902

4 BEDS
5 BATHS
4,599 Sq.Ft.

For Sale

316 Valley Road

$2,750,000

316 Valley Road, Cos Cob, CT 06807

4 BEDS
5 BATHS
2,814 Sq.Ft.

For Sale

8 Ernel Drive

$1,950,000

8 Ernel Drive, Riverside, CT 06878

4 BEDS
3 BATHS
1,832 Sq.Ft.

For Sale

33 Sachem Road

$1,750,000

33 Sachem Road, Greenwich, CT 06830

3 BEDS
3 BATHS
2,972 Sq.Ft.

For Sale

51 Forest Avenue APT 59

$1,150,000

51 Forest Avenue 59, Old Greenwich, CT 06870

2 BEDS
2 BATHS
1,300 Sq.Ft.

For Sale

85 Woodbury Avenue

$825,000

85 Woodbury Avenue, Stamford, CT 06907

4 BEDS
2 BATHS
2,761 Sq.Ft.

For Sale

12 Camelot Drive APT E1

$425,000

12 Camelot Drive E1, Norwalk, CT 06850

2 BEDS
2 BATHS
832 Sq.Ft.

For Lease

386 North Street

$40,000/mo

386 North Street, Greenwich, CT 06830

5 BEDS
9 BATHS
9,974 Sq.Ft.

For Lease

47 Carriglea Drive

$30,000/mo

47 Carriglea Drive, Riverside, CT 06878

5 BEDS
7 BATHS
6,075 Sq.Ft.

For Lease

31 Meadow Wood Drive

$25,000/mo

31 Meadow Wood Drive, Greenwich, CT 06830

3 BEDS
4 BATHS
2,425 Sq.Ft.

For Lease

9 Park Place

$22,500/mo

9 Park Place, Greenwich, CT 06830

4 BEDS
5 BATHS
4,163 Sq.Ft.

For Lease

546 Lake Avenue

$20,000/mo

546 Lake Avenue, Greenwich, CT 06830

6 BEDS
6 BATHS

For Lease

16 Laddins Rock Road

$19,000/mo

16 Laddins Rock Road, Old Greenwich, CT 06870

5 BEDS
5 BATHS
4,000 Sq.Ft.

For Lease

396A Sound Beach Avenue

$14,000/mo

396A Sound Beach Avenue, Old Greenwich, CT 06870

4 BEDS
3 BATHS
2,803 Sq.Ft.

For Lease

7 Joshua Slocum Dock

$12,500/mo

7 Joshua Slocum Dock, Stamford, CT 06902

3 BEDS
3 BATHS
2,858 Sq.Ft.

For Lease

78 River Road 15

$12,000/mo

78 River Road 15, Cos Cob, CT 06807

3 BEDS
4 BATHS
2,381 Sq.Ft.

For Lease

36 E Lyon Farm Drive UNIT 36

$10,500/mo

36 E Lyon Farm Drive 36, Greenwich, CT 06831

3 BEDS
3 BATHS
1,910 Sq.Ft.

For Lease

98 Byram Shore Road Carriage House

$6,950/mo

98 Byram Shore Road Carriage House, Greenwich, CT 06830

3 BEDS
2 BATHS
2,000 Sq.Ft.

For Lease

33 Green Lane 1

$5,500/mo

33 Green Lane 1, Greenwich, CT 06831

3 BEDS
3 BATHS
1,840 Sq.Ft.

For Lease

81 Cos Cob Avenue Unit: B

$5,500/mo

81 Cos Cob Avenue Unit: B, Cos Cob, CT 06807

3 BEDS
3 BATHS
1,302 Sq.Ft.

For Lease

1465 E Putnam Avenue 414

$5,000/mo

1465 E Putnam Avenue 414, Old Greenwich, CT 06870

2 BEDS
2 BATHS
1,122 Sq.Ft.

For Lease

106 Henry Street A

$4,200/mo

106 Henry Street A, Greenwich, CT 06830

2 BEDS
1 BATH
1,613 Sq.Ft.

For Lease

193 Sound Beach Avenue 2N

$3,950/mo

193 Sound Beach Avenue 2N, Old Greenwich, CT 06870

1 BED
1 BATH
1,000 Sq.Ft.

For Lease

60 Oak Ridge Street 3N

$2,900/mo

60 Oak Ridge Street 3N, Greenwich, CT 06830

2 BEDS
1 BATH
4,350 Sq.Ft.

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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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