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158 Courtland Hill Street

Stamford, Connecticut 06906

PENDING$699,999
Beds
3
Baths
2
SqFt
2,080
Acres
0.13
Year Built
1937
Matt Caiola

Matt Caiola

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1-Car Garage1 Fireplace

About This Home

Tucked away on a corner lot in the heart of Glenbrook, this meticulously maintained home delivers the rare combination of stylish finishes, flexible living space, and close proximity to the train station, Cove Island, neighborhood restaurants and coffee shops -all just a stone's throw away. A recently renovated kitchen with all-white cabinetry, quartz countertops, and stainless-steel appliances flows seamlessly into an oversized dining and living room with fireplace, ideal for everyday living and entertaining. Two large bedrooms, a newly renovated bathroom (2023), gleaming hardwood floors, and elegant Waterworks fixtures complete the main floor. The lower level offers a third bedroom, fully updated bathroom, family room, flex space, and dedicated laundry area - perfect for guests, extended family, or home office setup. Above, a walk-up attic provides rare expansion potential for a future primary suite, bonus room, or additional living space. All major systems are new - central air, gas boiler, and gas hot water heater - so you can move in with confidence. Outside, the professionally landscaped, fully irrigated lot creates a remarkably private backyard retreat with a fenced yard, botanical walkways, new patio, lush lawn, and pathway to a one-car garage. With the hard work already done, all that's left is to move in and enjoy.

Key Facts

City/Town
Stamford
Neighborhood
Glenbrook
Property / Style
Single Family · Cape Cod
Year Built
1937
Days on Market
49 days
Beds
3
Baths
2 full
Living Area
2,080 sq ft
Lot Size
0.13 acres
Garage / Parking
1 garage
Property Taxes
$8,084 / Annually

Market Snapshot

The Stamford Market

Single Family · trailing 12 months

View area

Median Days on Market

40

76 active listings

Median $ / Sq Ft

$414

76 active listings

Sale-to-List Ratio

103.8%

576 sales

How this home compares

List Price

$699,999

vs $1.22M median

42.7% below median

Price / Sq Ft

$337

vs $414 median

18.6% below median

Days on Market

49 days

vs 40 days median

9 days longer than median

Based on 76 active and 576 closed sales (trailing 12 mo) of single family in Stamford. Source: SmartMLS · As of July 29, 2026.

Location

158 Courtland Hill Street, Stamford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,476

per month

  • Principal & Interest$3,569
  • Property Taxes$674
  • Insurance$233
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Stamford
Neighborhood
Glenbrook
County
Fairfield

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
1937
New Construction
No/Resale
Living Area
2,080 sq ft
Below Grade
1,040 sq ft

Schools

Elementary
Julia A. Stark
High
Stamford

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
1
Laundry
Lower Level
Laundry Location
Lower level separate room.
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullHeatedFully FinishedInterior AccessLiveable Space
In-Law Apartment
PossibleLower Level
Interior Features
Auto Garage Door OpenerCable - AvailableOpen Floor Plan

Exterior & Lot

Lot Size
0.13 acres
Zoning
R75
Garage / Parking
1 garage spaceDetached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Vinyl Siding
Color
White
Roof
Asphalt ShingleGable
Foundation
Block
Exterior Features
GuttersPatio
Lot Description
Fence - PartialCorner LotLevel Lot

Listing & Financials

Property Taxes
$8,084 / Annually
Days on Market
49
MLS #
24182419
MLS Status
Under Contract

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Kelly Feda

(203) 536-0361

Coldwell Banker Realty

(203) 622-1100

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/29/2026 at 10:10 AM UTC.