42 Briar Woods Trail
Stamford, Connecticut 06903
- Beds
- 4
- Baths
- 4 | 1
- SqFt
- 5,326
- Acres
- 1.00
- Year Built
- 1982
- Neighborhood
- North Stamford
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Walls of glass, soaring ceilings, skylights & incredible natural light define this stunning North Stamford contemporary, set on a private cul-de-sac in the desirable Briar Woods Assoc. Designed to bring the outside in, this 4 bed/4.5 bath home has a true treehouse feel. The dramatic two-story entry opens to an airy, flexible floor plan w/hardwood floors, multiple fireplaces, vlt'd ceilings & seamless indoor/outdoor living & entertaining. The renovated kitchen features custom wood cabinetry, an oversized island, thoughtful storage & easy flow to the dining area, expansive wraparound deck & mudroom w/half bath. A first-floor bdrm w/adjacent full bath is ideal for guests, office or playroom. Upstairs, the spacious primary suite w/ vlt'd ceilings offers a fireplace, walk-in closet, private balcony & fabulous spa-like bath, while two add'l bdrms, renovated shared bath & open loft complete the 2nd floor. The finished, walkout lower level offers incredible flexibility w/fireplace, rec room, built-in cherry bar, full bath, storage & in-law suite potential. Enjoy morning coffee, summer bbqs or evenings under the stars from the private elevated setting, expansive deck & firepit area. See feature sheet for the many recent upgrades incl generator hookup, refreshed mudroom, remote monitoring & more. All part of a special 12-home association w/ pool, tennis, dining area & cabanas, close to parks, hiking, shopping, restaurants, Merritt Parkway & all North Stamford has to offer.
Key Facts
- City/Town
- Stamford
- Neighborhood
- North Stamford
- Property / Style
- Single Family · Contemporary
- Year Built
- 1982
- Days on Market
- 55 days
- Beds
- 4
- Baths
- 4 full · 1 half
- Living Area
- 5,326 sq ft
- Lot Size
- 1.00 acres
- Garage / Parking
- 2 garage · 6 total
- Property Taxes
- $14,990 / Annually
- HOA Fee
- $266 / Monthly
Market Snapshot
The Stamford Market
Single Family · trailing 12 months
Active Listings
77
116 under contract
Median List Price
$1.20M
77 active listings
Median Closed Price
$977,000
577 sales
Median Days on Market
39
77 active listings
Median $ / Sq Ft
$414
77 active listings
Sale-to-List Ratio
103.8%
577 sales
How this home compares
List Price
$1.32M
vs $1.20M median
10.9% above median
Price / Sq Ft
$249
vs $414 median
39.9% below median
Days on Market
55 days
vs 39 days median
16 days longer than median
Based on 77 active and 577 closed sales (trailing 12 mo) of single family in Stamford. Source: SmartMLS · As of July 28, 2026.
Location
42 Briar Woods Trail, Stamford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$6,756
- Property Taxes$1,249
- Insurance$442
- HOA$266
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Stamford
- Neighborhood
- North Stamford
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Contemporary
- Year Built
- 1982
- New Construction
- No/Resale
- Living Area
- 5,326 sq ft
- Below Grade
- 1,551 sq ft
Schools
- Elementary
- Northeast
- High
- Westhill
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 3
- Laundry
- Main Level
- Laundry Location
- Mudroom off kitchen
- Appliances
- Cook TopWall OvenMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- FullHeatedFully FinishedCooledInterior AccessLiveable SpaceFull With Walk-Out
- In-Law Apartment
- YesLower Level
- Interior Features
- Auto Garage Door OpenerCable - AvailableOpen Floor PlanSecurity System
- Additional Rooms
- FoyerMud Room
Exterior & Lot
- Lot Size
- 1.00 acres
- Zoning
- RA1
- Garage / Parking
- 2 garage spaces6 total parking spacesAttached GaragePavedOff Street ParkingDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Pool
- GunitePool HouseIn Ground Pool
- Construction
- Wood
- Color
- Blue
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedWrap Around DeckDeckGuttersLighting
- Lot Description
- Lightly WoodedOn Cul-De-SacClearedProfessionally Landscaped
HOA / Association
- Fee
- $266 / Monthly
- Amenities
- Club HousePoolTennis Courts
Listing & Financials
- Property Taxes
- $14,990 / Annually
- Days on Market
- 55
- MLS #
- 24179600
- MLS Status
- Under Contract - Continue to Show
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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 7/28/2026. 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 7/28/2026 at 6:55 AM UTC.