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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.

Old Greenwich, CT Real Estate Market Insights

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. As of January 2024:

$2,053,500

Median Sale Price

4

# of Homes Sold

54

Median Days on Housing Market

Old Greenwich Homes for Sale

For Lease
MLS® 120451

$18,500

32 Highview Avenue, Old Greenwich, CT 06870
6 Beds 5 Baths 5,500 Sq.Ft.
For Sale
MLS® 121067

$2,950,000

7 Heusted Drive, Old Greenwich, CT 06870
5 Beds 5 Baths 4,348 Sq.Ft.
For Sale
MLS® 119937

$1,149,000

9 Stuart Drive, Old Greenwich, CT 06870
4 Beds 2 Baths 1,481 Sq.Ft.
For Lease
MLS® 121120

$10,000

60 Sound Beach Avenue, Old Greenwich, CT 06870
3 Beds 3 Baths 2,429 Sq.Ft.
For Sale
MLS® 121096

$1,525,000

28 Sound Beach Avenue, Old Greenwich, CT 06870
4 Beds 2 Baths 1,680 Sq.Ft.
For Lease
MLS® 120082

$9,750

22 Tomac Avenue, Old Greenwich, CT 06870
5 Beds 3 Baths 4,000 Sq.Ft.
For Sale
MLS® 121289

$775,000

51 Forest Avenue, 81, Old Greenwich, CT 06870
1 Bed 2 Baths 1,015 Sq.Ft.
For Lease
MLS® 120765

$5,650

22 Forest Avenue, Old Greenwich, CT 06870
3 Beds 2 Baths 1,352 Sq.Ft.
For Sale
MLS® 120772

$2,189,000

15 Pleasant View Place, Old Greenwich, CT 06870
4 Beds 3 Baths 2,412 Sq.Ft.
For Sale
MLS® 121031

$1,299,000

7 Tait Road, Old Greenwich, CT 06870
4 Beds 3 Baths 1,831 Sq.Ft.
For Lease
MLS® 121269

$13,000

5 Park Avenue, Old Greenwich, CT 06870
5 Beds 3 Baths 2,990 Sq.Ft.
For Sale
MLS® 121056

$879,000

66 Laddins Rock Road, Old Greenwich, CT 06870
4 Beds 2 Baths 1,666 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

Greenwich
$13,900,000

406 Stanwich Road, Greenwich, CT 06830

  • 6 BEDS
  • 8 BATHS
  • 11,715 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

351 N North Street Street
$10,750,000

351 North Street, Greenwich, CT 06830

  • 4 BEDS
  • 9 BATHS
  • 8,600 Sq.Ft.

For Sale

373 Taconic Road
$7,100,000

373 Taconic Road, Greenwich, CT 06831

  • 7 BEDS
  • 10 BATHS
  • 12,232 Sq.Ft.

For Sale

220 Overlook Drive
$5,995,000

220 Overlook Drive, Greenwich, CT 06830

  • 6 BEDS
  • 7 BATHS
  • 7,500 Sq.Ft.

For Sale

190 Lake Avenue
$5,485,000

190 Lake Avenue, Greenwich, CT 06830

  • 7 BEDS
  • 8 BATHS
  • 6,500 Sq.Ft.

For Sale

24 Oakley Lane
$4,900,000

24 Oakley Lane, Greenwich, CT 06830

  • 5 BEDS
  • 7 BATHS

For Sale

60 Wilton Road Unit: Penthouse 4A
$4,650,000

60 Wilton Road, Penthouse 4A, Westport, CT 06880

  • 2 BEDS
  • 3 BATHS
  • 2,437 Sq.Ft.

For Sale

66 Sumner Road
$3,750,000

66 Sumner Road, Greenwich, CT 06831

  • 4 BEDS
  • 6 BATHS
  • 5,479 Sq.Ft.

For Sale

109 S Brook Drive
$3,698,000

109 S Brook Drive, Stamford, CT 06903

  • 4 BEDS
  • 8 BATHS
  • 10,670 Sq.Ft.

For Sale

60 Wilton Road Unit: Penthouse 4B
$3,650,000

60 Wilton Road, Penthouse 4B, Westport, CT 06880

  • 2 BEDS
  • 3 BATHS
  • 2,437 Sq.Ft.

For Sale

127 HILLSIDE Avenue
$2,850,888

127 Hillside Avenue, Milford, CT 06460

  • 7 BEDS
  • 6 BATHS
  • 6,110 Sq.Ft.

For Sale

295 Taconic Road
Open House: 9/15/2024, 1:00 PM - 3:00 PM
$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

90 Ridgecrest Road
$2,395,000

90 Ridgecrest Road, Stamford, CT 06902

  • 5 BEDS
  • 6 BATHS
  • 5,705 Sq.Ft.

For Sale

6 Miltiades Avenue
$2,375,000

6 Miltiades Avenue, Riverside, CT 06878

  • 5 BEDS
  • 4 BATHS
  • 2,508 Sq.Ft.

For Sale

414 W Lyon Farm Drive, 414
$1,885,000

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

  • 3 BEDS
  • 3 BATHS
  • 2,480 Sq.Ft.

For Sale

61 Roton Ave. Avenue
$1,725,000

61 Roton Avenue, Norwalk, CT 06853

  • 3 BEDS
  • 2 BATHS
  • 1,470 Sq.Ft.

For Sale

59 LE GRANDE Avenue, 15
$1,699,000

59 Le Grande Avenue, 15, Greenwich, CT 06830

  • 3 BEDS
  • 4 BATHS
  • 2,482 Sq.Ft.

For Sale

31 Grey Rock Drive
Open House: 9/15/2024, 1:00 PM - 3:00 PM
$1,498,000

31 Grey Rock Drive, Greenwich, CT 06831

  • 3 BEDS
  • 4 BATHS
  • 3,124 Sq.Ft.

For Sale

255 Valley Road
$1,350,000

255 Valley Road, Cos Cob, CT 06807

  • 3 BEDS
  • 3 BATHS
  • 1,763 Sq.Ft.

For Sale

255 Valley Road
$1,350,000

255 Valley Road, Cos Cob, CT 06807

  • 3 BEDS
  • 3 BATHS
  • 1,763 Sq.Ft.

For Sale

344 West Avenue
Open House: 9/14/2024, 11:00 AM - 1:00 PM
$1,050,000

344 West Avenue, Darien, CT 06820

  • 3 BEDS
  • 2 BATHS
  • 1,473 Sq.Ft.

For Sale

403 Stanwich Road
$1,000,000

403 Stanwich Road, Greenwich, CT 06830

  • 3 BEDS
  • 3 BATHS
  • 2,512 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

351 Pemberwick Road, 505
$899,000

351 Pemberwick Road, 505, Greenwich, CT 06831

  • 2 BEDS
  • 3 BATHS
  • 1,540 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

191 OTTER ROCK Drive
$25,000/mo

191 Otter Rock Drive, Greenwich, CT 06830

  • 5 BEDS
  • 5 BATHS
  • 3,408 Sq.Ft.

For Lease

96 Riversville Road
$20,000/mo

96 Riversville Road, Greenwich, CT 06831

  • 5 BEDS
  • 6 BATHS
  • 5,146 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

5 Park Avenue
$13,000/mo

5 Park Avenue, Old Greenwich, CT 06870

  • 5 BEDS
  • 3 BATHS
  • 2,990 Sq.Ft.

For Lease

19 Farley Street
$9,700/mo

19 Farley Street, Greenwich, CT 06830

  • 3 BEDS
  • 3 BATHS
  • 1,644 Sq.Ft.

For Lease

51 BENJAMIN Street
$8,500/mo

51 Benjamin Street, Old Greenwich, CT 06870

  • 3 BEDS
  • 2 BATHS
  • 1,462 Sq.Ft.

For Lease

109 Byram Road, B
$6,500/mo

109 Byram Road, B, Greenwich, CT 06830

  • 4 BEDS
  • 3 BATHS
  • 2,274 Sq.Ft.

For Lease

41 WASHINGTON Avenue, 1
$6,200/mo

41 Washington Avenue, 1, Greenwich, CT 06830

  • 3 BEDS
  • 2 BATHS
  • 1,900 Sq.Ft.

For Lease

88 S Water Street, 104
$6,200/mo

88 S Water Street, 104, Greenwich, CT 06830

  • 2 BEDS
  • 2 BATHS
  • 1,296 Sq.Ft.

For Lease

351 Pemberwick Road Road, 505
$5,350/mo

351 Pemberwick Road, 505, Greenwich, CT 06831

  • 3 BEDS
  • 3 BATHS
  • 1,540 Sq.Ft.

For Lease

14 BYRAM SHORE Road, 1
$5,000/mo

14 Byram Shore Road, 1, Greenwich, CT 06830

  • 3 BEDS
  • 2 BATHS
  • 2,000 Sq.Ft.

For Lease

106 Henry Street, B
$3,600/mo

106 Henry Street, B, Greenwich, CT 06830

  • 2 BEDS
  • 1 BATH
  • 1,000 Sq.Ft.

For Lease

171 Greenwich Avenue Unit: 3A
$3,500/mo

171 Greenwich Avenue Unit: 3A, Greenwich, CT 06830

  • 1 BED
  • 1 BATH

For Lease

3 JANET Court, 2
$2,650/mo

3 Janet Court, 2, Riverside, CT 06878

  • 1 BED
  • 1 BATH
Properties
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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

Old Greenwich

An Easier Way to Sell Your Home During a Divorce

June 21, 2023

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

Old Greenwich

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.

Old Greenwich

Greenwich 2023 Real Estate Market Report by School Districts

Mark Pruner  |  March 9, 2023

Jan & Feb 2023

Old Greenwich

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.

Old Greenwich

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.

View Blog

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

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FOR MORE INFORMATION ABOUT THE MARKET OR A PARTICULAR PROPERTY, CALL OUR TEAM OF EXPERTS OR FILL OUT THE FORM BELOW.
Contact Details

Russell Pruner

203.524.4998

[email protected]


Mark Pruner

203.969.7900

[email protected]

Dena Zarra

203.943.2357

[email protected]

 

Timothy Agro

203.461.5964

[email protected]

Felipe Dutra Leite

203.979.6452

[email protected]

COMPASS

200 Greenwich Ave., 3rd Fl 
Greenwich, CT 06830