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18 Briar Oak Drive

Weston, Connecticut 06883

PENDING$899,000
Beds
5
Baths
4
SqFt
2,444
Acres
2.25
Year Built
1961
Matt Caiola

Matt Caiola

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Pool2-Car Garage2 Fireplaces

About This Home

Nestled on 2.25 breathtaking hilltop acres, this is one of Lower Weston's beautiful building sites. Set in a picturesque, level meadow w/ mature trees, the property offers exceptional privacy on a coveted cul-de-sac just south of Weston Center, near the Historical Society, & minutes from the Merritt Parkway. Whether you choose to renovate the existing home or create the custom estate you've always envisioned, the possibilities are endless. The existing residence offers 5 beds, 4 baths, & timeless features including original oak hardwood floors. The spacious layout includes a living room w/ fireplace, formal dining room, kitchen, and a family room with a second fireplace and radiant heated floors. The primary suite features a private entrance & deck, while a second-floor laundry room adds everyday convenience. A versatile 5th bedroom on the main level includes a kitchenette & full bath, making it ideal as a guest suite, in-law apartment, home office, or pool changing room. Additional highlights include a welcoming front foyer with heated slate flooring, a full dry basement with laundry sink, two separate attics, & a heated 21/2-car garage complete with sink, work area, radiant heat, & generator hookup. Outside, a secluded 20' x 40' in-ground pool enjoys a sunny, private setting & offers the opportunity to be restored to its former glory. An extraordinary opportunity to own one of Lower Weston's premier properties & create your dream home in an idyllic setting. Sold As-Is

Key Facts

City/Town
Weston
Neighborhood
N/A
Property / Style
Single Family · Colonial,Split Level
Year Built
1961
Days on Market
18 days
Beds
5
Baths
4 full
Living Area
2,444 sq ft
Lot Size
2.25 acres
Garage / Parking
2 garage · 6 total
Property Taxes
$12,435 / Annually

Market Snapshot

The Weston Market

Single Family · trailing 12 months

Median Days on Market

48

29 active listings

Median $ / Sq Ft

$381

29 active listings

Sale-to-List Ratio

100.1%

129 sales

How this home compares

List Price

$899,000

vs $1.40M median

35.8% below median

Price / Sq Ft

$368

vs $381 median

In line with median

Days on Market

18 days

vs 48 days median

30 days fresher than median

Based on 29 active and 129 closed sales (trailing 12 mo) of single family in Weston. Source: SmartMLS · As of July 28, 2026.

Location

18 Briar Oak Drive, Weston, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,920

per month

  • Principal & Interest$4,584
  • Property Taxes$1,036
  • Insurance$300
  • 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,Split Level
Year Built
1961
New Construction
No/Resale
Living Area
2,444 sq ft
Below Grade
376 sq ft

Schools

Elementary
Hurlbutt
Middle
Weston
High
Weston

Interior

Heating
BaseboardHot WaterRadiant
Heat Fuel
Oil
Cooling
Wall UnitWhole House FanWindow Unit
Fireplaces
2
Laundry
Upper Level
Appliances
Electric CooktopOven/RangeDishwasherWasherElectric Dryer
Basement
FullHeatedSump PumpStorageInterior AccessPartially FinishedFull With Walk-Out
In-Law Apartment
PossibleSecond Floor
Additional Rooms
Foyer

Exterior & Lot

Lot Size
2.25 acres
Zoning
R
Garage / Parking
2 garage spaces6 total parking spacesAttached GaragePavedDrivewayPrivatePavedAsphalt
Waterfront Details
Beach Rights
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Pool
In Ground Pool
Construction
ShingleCedar
Roof
Asphalt Shingle
Foundation
BlockConcrete
Exterior Features
SidewalkTerracePorchDeckLightingStone WallPatio
Lot Description
Level LotOn Cul-De-Sac

Listing & Financials

Property Taxes
$12,435 / Annually
Days on Market
18
MLS #
24186968
MLS Status
Under Contract - Continue to Show

Similar Properties

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

Listed By

Jenny Walsh

(203) 249-9851

Coldwell Banker Realty

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 6:10 AM UTC.