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58 Briar Woods Trail

Stamford, Connecticut 06903

PENDING$1,099,000
Beds
3
Baths
3 | 2
SqFt
4,388
Acres
1.12
Year Built
1984
Matt Caiola

Matt Caiola

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Pool2-Car Garage2 Fireplaces

About This Home

Tucked into a serene, nature-filled setting, this beautifully updated contemporary ranch offers the ease of true one level living paired with an open, airy layout designed for today's lifestyle. Sunlight pours through newer windows, illuminating the expansive living spaces and creating a warm, inviting atmosphere throughout. At the heart of the home, the stylish kitchen seamlessly connects to the surrounding oversized living, dining, and family rooms, offering the perfect flow for both everyday living and effortless entertaining. Walls of glass and easy access to the spacious deck invite the outdoors in, overlooking beautifully landscaped grounds framed by mature trees and natural beauty. The private primary suite w/ large walk in closet and en-suite bath feels like a peaceful retreat, surrounded by tranquil views and abundant natural light. Two additional bedrooms complete the main level. The thoughtfully finished lower level expands the home's versatility w/ a full bath w/heated floors & flexible space ideal for guests, a home gym, media room, multiple work from home offices, or potential 4th and 5th bedroom options. Outside is a private garden area & storage shed. Additional highlights include large 2 car garage, newer AC unit, updated windows, beautiful landscaping, and a private pool, pool house and tennis court exclusively for the Briar Woods community. A rare opportunity to enjoy spacious ranch style living in a setting that feels both peaceful & connected to nature.

Key Facts

City/Town
Stamford
Neighborhood
North Stamford
Property / Style
Single Family · Ranch
Year Built
1984
Days on Market
64 days
Beds
3
Baths
3 full · 2 half
Living Area
4,388 sq ft
Lot Size
1.12 acres
Garage / Parking
2 garage
Property Taxes
$14,544 / Annually
HOA Fee
$3,500 / Annually

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

$1.10M

vs $1.20M median

8.0% below median

Price / Sq Ft

$250

vs $414 median

39.6% below median

Days on Market

64 days

vs 39 days median

25 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

58 Briar Woods Trail, Stamford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$7,473

per month

  • Principal & Interest$5,603
  • Property Taxes$1,212
  • Insurance$366
  • HOA$292

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
Ranch
Year Built
1984
New Construction
No/Resale
Living Area
4,388 sq ft

Schools

Elementary
Northeast
High
Westhill

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central AirZoned
Fireplaces
2
Laundry
Main Level
Laundry Location
Main Level
Appliances
Cook TopWall OvenRefrigeratorDishwasherWasherDryer
Basement
FullPartially Finished
Interior Features
Open Floor Plan
Additional Rooms
Bonus Room

Exterior & Lot

Lot Size
1.12 acres
Zoning
RA1
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Pool
HeatedPool HouseIn Ground Pool
Construction
BrickWood
Color
White/Brick
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
ShedDeckGutters
Lot Description
Lightly WoodedTreed

HOA / Association

Fee
$3,500 / Annually
Amenities
PoolTennis Courts

Listing & Financials

Property Taxes
$14,544 / Annually
Days on Market
64
MLS #
24177474
MLS Status
Under Contract

Similar Properties

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

Listed By

Max Dober

(203) 767-2486

Keller Williams Prestige Prop.

(203) 327-6700

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.