Skip to main content

158 West Quasset Road

Woodstock, Connecticut 06281

ACTIVE$2,495,000

Reduced from $2,850,000

Beds
4
Baths
4
SqFt
3,723
Acres
5.50
Year Built
1989
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
WaterfrontDock / Mooring2-Car Garage2 FireplacesPrice Reduced

About This Home

Extraordinary Waterfront Estate. Set on an exceptional 5.5-acre private lot with 265 feet of shoreline frontage, this completely rebuilt luxury residence offers a rare opportunity to own one of Woodstock's premier lakefront properties. Arrive via a long, newly paved private driveway that winds through a tranquil setting before revealing this stunning waterfront retreat. Offering 3,971 square feet, 4 bedrooms, and 4 bathrooms, the home was rebuilt from the ground up with next level quality and craftsmanship. Designed for both elegant entertaining and everyday enjoyment, the layout includes a formal dining room, spacious family room, custom mudroom, and a beautiful living room with propane fireplace overlooking Quasset Lake. The showpiece kitchen is truly one-of-a-kind, featuring handcrafted cabinetry by a New York artisan cabinet maker, thick quartzite countertops, premium built-in appliances, and a dramatic tray ceiling with custom white oak detailing. Luxury finishes continue throughout with veneer plaster walls, custom white oak vanities, a professionally designed primary closet, handmade laundry room cabinetry, and architectural flangeless LED lighting seamlessly integrated into the wood ceilings. Built with 2x6 construction, engineered floor systems, 2x12 roof rafters, red cedar siding and trim, central air, all-new heating and cooling systems, underground 400-amp service, and an automatic whole-house generator. Step outside and embrace the ultimate lake lifestyle.

Key Facts

City/Town
Woodstock
Neighborhood
N/A
Property / Style
Single Family · Contemporary,Other
Year Built
1989
Days on Market
62 days
Beds
4
Baths
4 full
Living Area
3,723 sq ft
Lot Size
5.50 acres
Garage / Parking
2 garage · 10 total
Property Taxes
$21,553 / Annually

Market Snapshot

The Woodstock Market

Single Family · trailing 12 months

Median Days on Market

62

21 active listings

Median $ / Sq Ft

$257

21 active listings

Sale-to-List Ratio

100.0%

110 sales

How this home compares

List Price

$2.50M

vs $629,900 median

4.0× the median

Price / Sq Ft

$670

vs $257 median

2.6× the median

Days on Market

62 days

vs 62 days median

In line with median

Based on 21 active and 110 closed sales (trailing 12 mo) of single family in Woodstock. Source: SmartMLS · As of August 4, 2026.

Location

158 West Quasset Road, Woodstock, Connecticut

Property + 3 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$15,455

per month

  • Principal & Interest$12,827
  • Property Taxes$1,796
  • Insurance$832
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Woodstock
Neighborhood
N/A
County
Windham

Residence

Property Type
Single Family
Style
Contemporary,Other
Year Built
1989
New Construction
No/Resale
Living Area
3,723 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Baseboard
Heat Fuel
Propane
Cooling
Central AirSplit System
Fireplaces
2
Laundry
Upper Level
Laundry Location
laundry room top floor by primary
Appliances
Electric RangeWall OvenMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullHeatedFully FinishedCooledWalk-outLiveable SpaceFull With Walk-Out

Exterior & Lot

Lot Size
5.50 acres
Zoning
0
Garage / Parking
2 garage spaces10 total parking spacesDetached GaragePavedDrivewayCircularPaved
Waterfront
Direct waterfront
Waterfront Details
LakeWalk to WaterDock or MooringViewAccess
Water Source
Private Well
Sewer
Septic
Construction
Cedar
Roof
Metal
Foundation
Concrete
Lot Description
SecludedTreedClearedWater View

Listing & Financials

Property Taxes
$21,553 / Annually
Days on Market
62
MLS #
24180508
MLS Status
Active

Similar Properties

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

Listed By

Skyla Gagnon

(860) 617-8493

RE/MAX Bell Park Realty

(860) 774-7600

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 8/4/2026. 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 8/4/2026 at 10:26 PM UTC.