SoldDec 11, 2025

Listed by Jonathan Makovsky

Bought with Brian Barran from Keller Williams Prestige Prop.

Source: SmartMLS Connecticut #24132263

143 Overbrook Drive, Stamford, CT, 06906

$1,100,000

4
4
2744 sq. ft.
0.6 ac.

SingleFam

5 days on the market

Sold: Dec 11, 2025

What's around 143 Overbrook Drive

About this property

***FINAL OFFERS by 10/20 @8p*** Living in another time with all the modern features of 2025, 143 Overbrook Drive is an expanded 1920s cape on one of Stamford's most special hidden streets, an oasis near Glenbrook Station, downtown, and both I-95 and the Merritt Parkway. You can walk to coffee shops, gyms, and more yet feel worlds away once you turn down this quiet, dead-end enclave at the end of the street. The home's front porch feels like a snapshot from another era, setting the tone for a home that honors its history yet feels entirely today. Inside, you'll find a living room with vintage charm, a formal dining room, updated kitchen, family room, first-floor en-suite bedroom, powder room, and practical modern must-haves like a mudroom and laundry room. Upstairs, the primary suite includes a changing room, the second bedroom has its own fireplace, and the third bedroom offers flexible space for guests or office. The flat half-acre yard is open, private, and beautifully maintained, with a detached garage completing the picture. Modern living is fully built in with city water, sewer, and gas, ductless air conditioning, and a waterproofed basement by CT Basement Systems. With nothing left to do but move in, 143 Overbrook Drive is the best of Stamford's past and present, offering timeless character with today's convenience.

Looking for more information on 143 Overbrook Drive?

Explore comparables, sales history and growth for this property.
Learn more

Contact

Similar properties sold nearby

SoldFeb 27, 2026
$650,000
223 Hillandale Ave
Stamford CT 06906
4
2
Single-Family
Listing courtesy of William Raveis Real Estate and Berkshire Hathaway NE Prop.
SoldNov 26, 2025
Price not available
49 Morris Street
Stamford CT 06906
4
3
3
Single-Family
Listing courtesy of Keller Williams Prestige Prop. and RE/MAX Heritage
SoldNov 4, 2025
$580,000
29 Pierce Place
Stamford CT 06906
4
4
1
Single-Family
Listing courtesy of Keller Williams Prestige Prop.

Other properties sold by Compass Connecticut, LLC

SoldMay 8, 2026
$1,125,000
1238 Westover Road
Stamford CT 06902
4
3
2
Single-Family
Listing courtesy of Compass Connecticut, LLC and Coldwell Banker Realty
SoldDec 12, 2025
$953,000
31 Bellmere Avenue
Stamford CT 06906
3
3
1
Single-Family
Listing courtesy of Compass Connecticut, LLC and William Raveis Real Estate
SoldDec 9, 2025
$315,000
2D/30 Maple Tree Avenue
Stamford CT 06906
2
1
2
Condo
Listing courtesy of Keller Williams Prestige Prop. and Compass Connecticut, LLC

Browse properties sold in nearby areas

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

© 2026 RateMyAgent