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42 Briar Woods Trail

Stamford, Connecticut 06903

PENDING$1,325,000
Beds
4
Baths
4 | 1
SqFt
5,326
Acres
1.00
Year Built
1982
Matt Caiola

Matt Caiola

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Pool2-Car Garage3 Fireplaces

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

View area

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$8,713

per 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

Similar Properties

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

Listed By

Alyssa Bernstein

(917) 903-7410

Berkshire Hathaway NE Prop.

(203) 329-2111

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.