143 Overbrook Dr Stamford, CT, 06906

single family home in Overbrook
$ 1,100,000 Sold Oct 10, 2025
62 days on market, 110% sale-to-list ratio
  • 4 beds
  • 4 baths
  • 2,744 sq ft
  • 1924 year built

About the Home

***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.

Rooms & Interior

4 bedrooms beds
3 full + 1 half baths
2,744 square feet sq ft

Room Details

  • Dining Room (Main Level) Hardwood Floor, Wide Board Floor
  • Bedroom (Upper Level) Wide Board Floor
  • Bedroom (Main Level) Full Bath, Wide Board Floor
  • Primary Bedroom (Upper Level) Dressing Room, Full Bath, Hardwood Floor, Wide Board Floor
  • Living Room (Main Level) Fireplace, Hardwood Floor, Wide Board Floor
  • Bedroom (Upper Level) Wide Board Floor

Home Features

Heating

  • Fireplaces: 2
  • Heating: hot water
  • Heat fuel type: oil
  • Fuel tank: in basement

Cooling

  • Central air
  • Zoned

Interior Features

  • Security system

Appliances

  • Oven/range
  • Microwave
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer

Basement

  • Full
  • Unfinished

Laundry

  • Main level

Exterior Features

  • Shed
  • Porch
  • Deck
  • Gutters

Property Details

Parking

  • None

Lot Details

  • Lot surface: 0.6 acres
  • Level lot

Utilities

  • Water: public water connected
  • Sewage: pub. sewer connected

HOA Fee

  • $ 500 annually

Construction Details

Style
cape cod

Construction year
1924

Exterior Siding
clapboard, wood

Foundation
block, concrete

Roof
asphalt shingle


- Private Community - Overbrook

no homes for sale / $1.10M med. price
read more

Area & Town

This home is located in Springdale neighborhood, in the town of Stamford.

Finance & Listing Info

Status Closed
Listing date October 10, 2025
Closed date December 11, 2025
Days on market 62 days
List price $ 995,000
Close price $ 1,100,000
Sale-to-list ratio 110%
Tax amount $ 12,925
Tax year july 2025-june 2026
Financing used Assumed conventional
MLS ID #24132263
List Agent Jonathan Makovsky
List Office Compass Connecticut, LLC

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