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Old Greenwich, CT Real Estate

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Homes For Sale In Old Greenwich, CT

Browse current homes for sale in Old Greenwich, CT. Can't find a home that fits your needs? Try our Advanced MLS search. You can easily filter properties by location, price, amenities, and more to find exactly what you're looking for.

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Explore Homes for sale in Old Greenwich with our interactive MLS Map

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Gearing up to buy or sell a home soon in Old Greenwich? Call Mike Gregor at (860) 866-7470. Your Old Greenwich realty team is here to help navigate the Old Greenwich real estate market.

Homes for Sale in Old Greenwich, CT

58 Shore Rd, Greenwich image
58 Shore Rd, Greenwich $19,995,000

You don't look at your home...you look out from it. Set directly on the waterfront in Old Greenwich, this newly constructed residence is a masterclass in design, engineer...

  • 5 Beds
  • 7 Baths
  • 24164225 MLS
18 Shady Brook Ln, Greenwich image
18 Shady Brook Ln, Greenwich $3,450,000

Beautifully renovated by the current owners, this 5 bedroom, 5 bath home features refinished hardwood floors throughout, a modern open floor plan with eat-in kitchen/dini...

  • 5 Beds
  • 5 Baths
  • 24202309 MLS
61 Center Dr, Greenwich image
61 Center Dr, Greenwich $1,549,000

Welcome to 61 Center Drive, a move-in-ready Old Greenwich home at the end of a cul de sac. Thoughtfully updated across two levels, this 5-bedroom, 3-full bath home offers...

  • 5 Beds
  • 3 Baths
  • 24200241 MLS
14 Shoreham Club Rd, Greenwich image
14 Shoreham Club Rd, Greenwich $4,000,000

A rare Shorehame Association lot with unobstructed Long Island Sound sight lines offered as an amazing opportunity to build new or reimagine the existing residence in one...

  • 4 Beds
  • 3 Baths
  • 24205297 MLS
14 Highview Ave, Greenwich image
14 Highview Ave, Greenwich $3,495,000

Rich with classic character this 1918 Colonial sits on one of the most coveted streets in Old Greenwich. With an expansive 3,670 square feet, this charm filled home pairs...

  • 4 Beds
  • 3 Baths
  • 24203497 MLS
165 Shore Rd Unit D, Greenwich image
165 Shore Rd Unit D, Greenwich — Harbor House Association $2,500,000

Moments from the beach in one of Old Greenwich's most distinctive concierge residences. Sun-filled and sophisticated, this beautifully appointed three-bedroom blends time...

  • 3 Beds
  • 4 Baths
  • 24198810 MLS
  • Harbor House Association Bldg.
203 Shore Rd, Greenwich image
203 Shore Rd, Greenwich $9,875,000

Hamptons-Inspired Elegance in Waterfront Lucas Point Experience the ease of coastal living just one hour from New York City in the coveted private waterfront association ...

  • 5 Beds
  • 6 Baths
  • 24196984 MLS
1 Hendrie Dr Extension, Greenwich image
1 Hendrie Dr Extension, Greenwich $3,300,000

A once-in-a-generation waterfront opportunity in Old Greenwich, perched above Greenwich Cove with breathtaking sunsets, expansive water views, and direct access to "The C...

  • 24196451 MLS
1 Hendrie Dr Extension, Greenwich image
1 Hendrie Dr Extension, Greenwich $3,300,000

A once-in-a-generation waterfront opportunity in Old Greenwich, perched above Greenwich Cove with breathtaking sunsets, expansive water views, and direct access to "The C...

  • 5 Beds
  • 3 Baths
  • 24194050 MLS
4 Hassake Rd, Greenwich image
4 Hassake Rd, Greenwich $1,495,000

Move right in and enjoy this charming 3-bedroom home, immediate occupancy and a quick closing. Whether you're looking to settle in before the school year begins or create...

  • 3 Beds
  • 2 Baths
  • 24195428 MLS
6 Meadowbank Rd, Greenwich image
6 Meadowbank Rd, Greenwich $2,995,000

Updated with a Modern flair this four-bedroom home is near the water, Tod's Point & located on a quiet cul-de-sac in Old Greenwich. Spacious & bright, there is an open de...

  • 4 Beds
  • 4 Baths
  • 24177489 MLS
4 Little Cove Ln, Greenwich image
4 Little Cove Ln, Greenwich $13,890,000 ▼

Exceptional new construction waterfront home set on a private cul-de-sac in one of Old Greenwich's most desirable enclaves. This custom-built residence offers 180-degree ...

  • 5 Beds
  • 7 Baths
  • 24172344 MLS

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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Cohen Agency SiM, LLC
535 Main Street, P.O. Box 1003, New Hartford, CT 06057
Tel: (860) 866-7470 | e-mail: mike@sellitmike.com

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