81 Trails End Road
Weston, Connecticut 06883
- Beds
- 6
- Baths
- 5 | 1
- SqFt
- 4,348
- Acres
- 2.05
- Year Built
- 1969
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
**A Sun-Filled Weston Retreat with Exceptional Space, Style & Spectacular Grounds** Welcome to 81 Trails End Road, an impressive 12-room, 6-bedroom, 5-bath residence where exceptional natural light, beautifully designed living spaces and magnificent level grounds create a truly special place to come home. Oversized triple-pane Andersen windows capture sunlight throughout the day, filling virtually every room with wonderful warmth and brightness while framing peaceful views of the surrounding property. The heart of the home is the **newly renovated chef's kitchen**, thoughtfully designed with a substantial center island, abundant cabinetry, fireplace and inviting breakfast area. Spacious, bright and beautifully appointed, it provides an ideal gathering place for everyday living as well as effortless entertaining. The kitchen flows naturally to the sun-filled living spaces, including a south-facing sunroom overlooking the pond and pool, expansive family room, generous dining room and cozy reading room with fireplace. The main level also offers a private en-suite in-law arrangement, providing wonderful flexibility for extended family, guests or first-floor living. Upstairs, the impressive primary suite is a peaceful retreat with a beautifully appointed bath featuring a walk-in shower and soaking tub. Three additional bedrooms, two full baths, two sitting areas with a fireplace, an office and convenient second laundry area provide exceptional space and versatility.
Key Facts
- City/Town
- Weston
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1969
- Days on Market
- 1 day
- Beds
- 6
- Baths
- 5 full · 1 half
- Living Area
- 4,348 sq ft
- Lot Size
- 2.05 acres
- Garage / Parking
- 3 garage · 6 total
- Property Taxes
- $15,676 / Annually
Market Snapshot
The Weston Market
Single Family · trailing 12 months
Active Listings
34
23 under contract
Median List Price
$1.65M
34 active listings
Median Closed Price
$1.40M
125 sales
Median Days on Market
51
34 active listings
Median $ / Sq Ft
$377
34 active listings
Sale-to-List Ratio
101.3%
125 sales
How this home compares
List Price
$1.55M
vs $1.65M median
5.9% below median
Price / Sq Ft
$356
vs $377 median
5.6% below median
Days on Market
1 day
vs 51 days median
50 days fresher than median
Based on 34 active and 125 closed sales (trailing 12 mo) of single family in Weston. Source: SmartMLS · As of August 18, 2026.
Location
81 Trails End Road, Weston, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 13, 2026per month
- Principal & Interest$7,976
- Property Taxes$1,306
- Insurance$517
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Weston
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1969
- New Construction
- No/Resale
- Living Area
- 4,348 sq ft
Schools
- Elementary
- Hurlbutt
- High
- Weston
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Ceiling FansCentral Air
- Fireplaces
- 3
- Laundry
- Main Level
- Appliances
- Electric RangeMicrowaveRefrigeratorDishwasher
- Basement
- None
- Interior Features
- Open Floor Plan
Exterior & Lot
- Lot Size
- 2.05 acres
- Zoning
- R
- Garage / Parking
- 3 garage spaces6 total parking spacesAttached GarageDrivewayPrivateCrushed Stone
- Waterfront Details
- View
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Pool
- HeatedSafety FenceIn Ground Pool
- Construction
- Shake
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Block
- Exterior Features
- Porch-EnclosedPorchDeckPatio
- Lot Description
- Level LotClearedProfessionally Landscaped
Listing & Financials
- Property Taxes
- $15,676 / Annually
- Days on Market
- 1
- MLS #
- 24199857
- MLS Status
- Active
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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 8/18/2026. 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 8/18/2026 at 1:41 AM UTC.