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435/434 Wakefield Boulevard, Winchester CT 06098

Current Price: $1,400,000

8 beds 5 baths 5231 sq. ft

Last Update: 6/22/2025

Property Type: Single Family For Sale

Public Remarks

Welcome to this spectacular Highland Lake estate, offering a unique blend of luxury & tranquility. Situated on 1.3 acres of level 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, youll find a charming lakeside cottage that features a cozy fireplace, kitchenette, full bath, & wrap-around deck. Whether youre relaxing on the dock or enjoying the cottages 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.

Map to Property at 435/434 Wakefield Boulevard, Winchester CT 06098


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Residential Property Information for 435/434 Wakefield Boulevard, Winchester CT 06098

MLS #: 24047556

Style: Colonial

Color: Gray

Total Rooms:

Bedrooms: 8

Bathrooms: 5

Acres: 1.51

Year Built: 1930 (Public Records)

New Construction: No/Resale

Home Warranty Offered:

Property Tax: $31,538

Zoning: HL

Mil Rate:

Assessed Value: $1,157,800 

Potential Short Sale:

Square Footage: Estimated HEATED Sq.Ft. above grade is 5231; below grade sq feet total is ; total sq ft is 5231

Features
Appliances Incl.: Oven/Range,Microwave,Refrigerator,Dishwasher,Washer,Electric Dryer
Laundry Location & Info: Upper Level  Separate room
Fireplaces: 1
Energy Features: Thermopane Windows
Energy Features: Thermopane Windows
Basement Desc.: Crawl Space
Exterior Siding: Shake
Exterior Features: Balcony,Porch,Garden Area,Guest House,Stone Wall,Underground Sprinkler,Patio
Foundation: Masonry
Roof: Asphalt Shingle
Parking Spaces: 6
Driveway Type: Private
Garage/Parking Type: Barn,Detached Garage,Paved,Off Street Parking,Driv
Swimming Pool: 0
Waterfront Feat.: Lake,Dock or Mooring
Lot Description: Level Lot,Water View
Nearby Amenities: Golf Course,Lake,Library,Medical Facilities,Park
In Flood Zone: 0
Occupied: Owner
Utility Information

Hot Water System

Heat Type:

Fueled By: Hot Water.

Cooling: Central Air

Fuel Tank Location: Above Ground

Water Service: Private Well

Sewage System: Public Sewer Connected

School Information

Elementary: Harry P. Hinsdale

Intermediate:

Middle: Pearson

High School: Gilbert

Marketing History

Current List Price: $1,400,000

Original List Price: $1,700,000

DOM: 268

Listing Date: 9/17/2024

Last Updated: 5/14/2025 8:17:15 PM

Expected Active Date: 9/27/2024

Listing Agent and Broker

List Agent Name: Heidi Picard-Ramsay

List Office Name: Berkshire Hathaway NE Prop.