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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

$18,500

32 Highview Avenue, Old Greenwich, CT 06870

6 Beds 5 Baths 5,500 Sq.Ft.

$4,050

51 Forest Avenue, 132, Old Greenwich, CT 06870

2 Beds 2 Baths 1,015 Sq.Ft.

$2,990,000

27 Harding Road, Old Greenwich, CT 06870

5 Beds 5 Baths 3,802 Sq.Ft.

$4,995,000

29 Lockwood Drive, Old Greenwich, CT 06870

5 Beds 6 Baths 4,286 Sq.Ft.

$2,895,000

7 Heusted Drive, Old Greenwich, CT 06870

3 Beds 4 Baths 4,348 Sq.Ft.

$9,500

60 Sound Beach Avenue, Old Greenwich, CT 06870

3 Beds 3 Baths 2,429 Sq.Ft.

$4,400

20 Maple Drive, Old Greenwich, CT 06870

2 Beds 2 Baths 1,140 Sq.Ft.

$15,000,000

25 West Way, Old Greenwich, CT 06870

6 Beds 7 Baths 5,400 Sq.Ft.

$19,000

48 Sound Beach Avenue, Old Greenwich, CT 06870

5 Beds 7 Baths 4,269 Sq.Ft.

$50,000

25 West Way, Old Greenwich, CT 06870

6 Beds 7 Baths 5,400 Sq.Ft.

$15,000

145R Shore Road, Old Greenwich, CT 06870

5 Beds 5 Baths 3,328 Sq.Ft.

$2,350,000

15 Pleasant View Place, Old Greenwich, CT 06870

4 Beds 3 Baths 2,412 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

7 John Street

$34,500,000

7 John Street, Greenwich, CT 06831

10 BEDS
16 BATHS
15,820 Sq.Ft.

For Sale

5 & 7 JOHN Street

$28,500,000

5 & 7 John Street, Greenwich, CT 06831

4 BEDS
16 BATHS

For Sale

865 HOLLOW TREE RIDGE Road

$19,000,000

865 Hollow Tree Ridge Road, Darien, CT 06820

6 BEDS
9 BATHS
10,197 Sq.Ft.

For Sale

35-37 Andrews Farm Road

$14,500,000

35-37 Andrews Farm Road, Greenwich, CT 06831

7 BEDS
12 BATHS
12,351 Sq.Ft.

For Sale

28 E Point Lane

$12,500,000

28 E Point Lane, Old Greenwich, CT 06870

4 BEDS
4 BATHS
3,381 Sq.Ft.

For Sale

133 Otter Rock Drive

$10,450,000

133 Otter Rock Drive, Greenwich, CT 06830

6 BEDS
7 BATHS
7,034 Sq.Ft.

For Sale

351 N North Street Street

$8,750,000

351 North Street, Greenwich, CT 06830

4 BEDS
9 BATHS
8,600 Sq.Ft.

For Sale

1 Element Lane

$6,999,000

1 Element Lane, Greenwich, CT 06831

6 BEDS
9 BATHS
10,000 Sq.Ft.

For Sale

Greenwich

$6,400,000

180 Round Hill Road, Greenwich, CT 06831

4 BEDS
6 BATHS
5,926 Sq.Ft.

For Sale

12 Dwight Lane

$5,995,000

12 Dwight Lane, Greenwich, CT 06831

5 BEDS
6 BATHS
8,818 Sq.Ft.

For Sale

220 Overlook Drive

$5,995,000

220 Overlook Drive, Greenwich, CT 06830

6 BEDS
9 BATHS
7,500 Sq.Ft.

For Sale

$4,900,000

24 Oakley Lane, Greenwich, CT 06830

5 BEDS
7 BATHS

For Sale

190 Lake Avenue

$4,825,000

190 Lake Avenue, Greenwich, CT 06830

7 BEDS
8 BATHS
6,500 Sq.Ft.

For Sale

21 Innis Lane

$4,199,000

21 Innis Lane, Old Greenwich, CT 06870

6 BEDS
6 BATHS
4,000 Sq.Ft.

For Sale

295 Taconic Road

$2,750,000

295 Taconic Road, Greenwich, CT 06831

8 BEDS
3 BATHS
3,454 Sq.Ft.

For Sale

646 Riversville Road

$2,500,000

646 Riversville Road, Greenwich, CT 06831

5 BEDS
5 BATHS
5,176 Sq.Ft.

For Sale

646 Riversville Road

$2,500,000

646 Riversville Road, Greenwich, CT 06831

5 BEDS
5 BATHS
5,176 Sq.Ft.

For Sale

8 Benders Drive

$2,495,000

8 Benders Drive, Greenwich, CT 06831

4 BEDS
5 BATHS
4,400 Sq.Ft.

For Sale

90 Ridgecrest Road

$2,395,000

90 Ridgecrest Road, Stamford, CT 06902

5 BEDS
6 BATHS
5,705 Sq.Ft.

For Sale

16 Valley Drive, 16

$1,999,999

16 Georgetowne North, 16, Greenwich, CT 06831

3 BEDS
4 BATHS
2,396 Sq.Ft.

For Sale

48 Spring Street, 6

$1,725,000

48 Spring Street, 6, Greenwich, CT 06830

3 BEDS
3 BATHS
1,987 Sq.Ft.

For Sale

101 Lewis Street, I

Open House: 11/24/2024, 2:00 PM - 4:00 PM

$1,649,999

101 Lewis Street, I, Greenwich, CT 06830

2 BEDS
3 BATHS
2,292 Sq.Ft.

For Sale

414 W Lyon Farm Drive, 414

Open House: 11/23/2024, 11:00 AM - 2:00 PM

$1,625,000

414 W Lyon Farm Drive, 414, Greenwich, CT 06831

3 BEDS
3 BATHS
2,480 Sq.Ft.

For Sale

20 Holly Way

Open House: 11/24/2024, 12:00 PM - 3:00 PM

$1,600,000

20 Holly Way, Cos Cob, CT 06807

For Sale

56 SHERWOOD Place, 9

$1,195,000

56 Sherwood Place, 9, Greenwich, CT 06830

2 BEDS
3 BATHS
1,514 Sq.Ft.

For Sale

203 S Water Street, A

$999,000

203 S Water Street, A, Greenwich, CT 06830

3 BEDS
4 BATHS
2,758 Sq.Ft.

For Sale

20 Norias Road

$995,000

20 Norias Road, Greenwich, CT 06830

4 BEDS
4 BATHS
1,914 Sq.Ft.

For Sale

82 THIMBLE ISLAND Road

$849,000

82 Thimble Island Road, Branford, CT 06405

3 BEDS
4 BATHS
1,890 Sq.Ft.

For Lease

71 BYRAM SHORE Road

$34,000/mo

71 Byram Shore Road, Greenwich, CT 06830

5 BEDS
8 BATHS
6,200 Sq.Ft.

For Lease

294 Riverside Avenue

$18,500/mo

294 Riverside Avenue, Riverside, CT 06878

5 BEDS
5 BATHS
4,175 Sq.Ft.

For Lease

11 STANWICH Road

$11,500/mo

11 Stanwich Road, Greenwich, CT 06830

4 BEDS
3 BATHS
3,391 Sq.Ft.

For Lease

55 HILLCREST PARK Road

$9,500/mo

55 Hillcrest Park Road, Old Greenwich, CT 06870

5 BEDS
5 BATHS
4,815 Sq.Ft.

For Lease

5 Park Avenue

$9,500/mo

5 Park Avenue, Old Greenwich, CT 06870

5 BEDS
3 BATHS
2,990 Sq.Ft.

For Lease

19 Farley Street

$9,200/mo

19 Farley Street, Greenwich, CT 06830

3 BEDS
3 BATHS
1,644 Sq.Ft.

For Lease

6 Marks Road

$7,500/mo

6 Marks Road, Riverside, CT 06878

3 BEDS
3 BATHS
1,746 Sq.Ft.

For Lease

16 Long Meadow Road

$6,500/mo

16 Long Meadow Road, Riverside, CT 06878

4 BEDS
3 BATHS
2,262 Sq.Ft.

For Lease

43 Glenville Street

$5,500/mo

43 Glenville Street, Greenwich, CT 06831

3 BEDS
3 BATHS
2,100 Sq.Ft.

For Lease

81 Cos Cob Avenue Unit: B

$5,000/mo

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

3 BEDS
3 BATHS
1,302 Sq.Ft.

For Lease

60 Oak Ridge Street, 3N

$2,750/mo

60 Oak Ridge Street, 3N, Greenwich, CT 06830

2 BEDS
1 BATH

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Browse Homes in all of Greenwich, CT

Greenwich Homes for Sale

Map of Old Greenwich Homes for Sale

For Sale

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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