Skip to main content

81 Trails End Road

Weston, Connecticut 06883

ACTIVE - NEW$1,549,900
Beds
6
Baths
5 | 1
SqFt
4,348
Acres
2.05
Year Built
1969
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
Pool3-Car Garage3 Fireplaces

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$9,799

per 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

Similar Properties

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

Listed By

Michael Morris

(203) 793-6877

Vylla Home (CT) LLC

(860) 983-6956

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.