158 Courtland Hill Street
Stamford, Connecticut 06906
- Beds
- 3
- Baths
- 2
- SqFt
- 2,080
- Acres
- 0.13
- Year Built
- 1937
- Neighborhood
- Glenbrook
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Market Snapshot
The Stamford Market
Single Family · trailing 12 months
Active Listings
76
117 under contract
Median List Price
$1.22M
76 active listings
Median Closed Price
$976,000
576 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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
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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.