158 West Quasset Road
Woodstock, Connecticut 06281
Reduced from $2,850,000
- Beds
- 4
- Baths
- 4
- SqFt
- 3,723
- Acres
- 5.50
- Year Built
- 1989
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
21
19 under contract
Median List Price
$629,900
21 active listings
Median Closed Price
$445,000
110 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 30, 2026per 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
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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 8/4/2026. 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.