JoinListingsFind An ExpertServicesInsightsAbout Us
USACTWinchesterN/a435/434 W Wakefield Boulevard
Image | Image 1
Link Copied

435/434 W Wakefield Boulevard, Winchester, CT

House

Sold

Listed price in listed location currency (USD).
$1,215,000
$1,299,999

8512

MLS® 24047556

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 5231 sqft
Garage Yes
Taxes $33,773
Lot Size 1.51 acres
Approx. Age 1930
Avg. Price Per Sqft $248
MLS® Number 24047556

Property Address: 435/434 W Wakefield Boulevard, Winchester, CT, 06098

Average square foot calculated using Size range provided by listing agent.

Description

Welcome to this spectacular Highland Lake estate, offering a unique blend of luxury & tranquility. Situated on 1.51 acres of combined land, the property includes a large barn/garage capable of housing multiple cars, boats, & equipment. The main home boasts generously sized rooms w/ high ceilings, offering an open, airy feel throughout. The kitchen has been updated w/ hardwood cabinets, featuring updated appliances, a spacious eat-in area, & an oversized island perfect for meal prep & entertaining. The rest of the main floor is ideal for hosting guests, w/ expansive windows providing stunning views of Highland Lake from every angle. Step outside to a covered front porch, where you can take in breathtaking sunrise views over the water. The second floor is home to the huge Primary bedroom, complete w/ a recently remodeled full bath & two walk-in closets. Four additional spacious bedrooms share Jack & Jill bathrooms, & a second-floor summer porch offers a serene spot to enjoy the natural beauty of the lake. The third floor adds even more space, w/ three additional bedrooms & a full bath that could be updated to reflect your needs. Directly on the lake is a 1/4 acre lot w/ 150+/- ft of water frontage, you'll find a charming lakeside cottage that features a cozy fireplace, kitchenette, full bath, & wrap-around deck. Whether you're relaxing on the dock or enjoying the cottage's amenities, this entire property is perfect for experiencing the best of lakefront living., Assessment & taxes reflect both parcels #435 (main house) and #434 (waterfront boat house) being sold together. Land of 1.51 acres is also combined for both parcels.
MLS® Number24047556
Laundry LevelUpper Level, Separate room
Central VacNo
FireplaceNo
Acreage1.51
Exterior
GarageYes
Approx. Age1930
BasementCrawl Space
DrivewayBarn, Detached Garage, Paved, Off Street Parking, Driveway
Garage Spaces6
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 3:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Bedroom 5:Upper LevelNot available
Other:Upper LevelNot available
Bedroom 1:Upper LevelNot available
Other:Upper LevelNot available
Dining Room:Main FloorNot available
Bedroom 3:Upper LevelNot available
Bedroom 4:Upper LevelNot available
Bedroom 2:Upper LevelNot available
Living Room:Main FloorNot available

Similar Listings

Price History

Jul 31, 2025End Date
$1,215,000Sold Price

Sold

Sep 18, 2024List Date
$1,299,999List Price
  • Commute

Commute

Starting Address
Destination Address
435/434 W Wakefield Boulevard, Winchester, CT

Curious about your home's value?

Comparable Properties