58 Briar Woods Trail
Stamford, Connecticut 06903
- Beds
- 3
- Baths
- 3 | 2
- SqFt
- 4,388
- Acres
- 1.12
- Year Built
- 1984
- Neighborhood
- North Stamford
- Property Type
- Single Family

Matt Caiola
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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
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
$1.10M
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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.
