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$995,000
28 Days On Site

143 Overbrook Drive
Stamford, CT 06906

For Sale|Single Family Residence|Pending
4
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
2,744
SqFt
$363
/SqFt
1924
Built
County:
Fairfield
Listing courtesy of Jonathan Makovsky of Compass Connecticut, LLC (203) 548-7339

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143 Overbrook Drive143 Overbrook Drive143 Overbrook Drive143 Overbrook Drive
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***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.

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Listing Snapshot
Price 
$995,000
Days On Site 
28 Days
Bedrooms 
4
Inside Area (SqFt) 
2,744 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.6 Acres
Year Built 
1924
MLS® Number 
24132263
Status 
Pending
Property Tax 
$12,925
HOA/Condo/Coop Fees 
$41.67 monthly
Sq Ft Source 
N/A
Friends & Family
Recent Activity
a week agoListing updated with changes from the MLS®
a week agoStatus changed to Pending
4 weeks agoListing first seen on site
General Features
Acres 
0.6
Foundation 
BlockConcrete Perimeter
Parking 
None
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Public Sewer
SqFt Total 
2744
Style 
Cape Cod
Water Source 
Public
Zoning 
R20
Interior Features
Appliances 
DishwasherDryerMicrowaveRangeOvenRefrigeratorWasher
Basement 
FullUnfinished
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplaces 
2
Heating 
OilHot Water
Laundry Features 
Main Level
Bedroom 
Level - Upper
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Exterior Features
Construction Details 
Wood SidingFrameClapboard
Lot Features 
Level
Other Structures 
Shed(s)
Patio And Porch 
DeckPorch
Roof 
Asphalt
Community Features
Association Dues 
500
HOA Fee Frequency 
Annually
Schools
School District
Unknown
Elementary School
Toquam Magnet
Middle School
Unknown
High School
Stamford
Listing courtesy of Jonathan Makovsky of Compass Connecticut, LLC (203) 548-7339



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Last checked: 2025-11-08 01:54 PM UTC.

Neighborhood & Commute
Source: Walkscore
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