431 West Wakefield Boulevard

Off Market

431 West Wakefield Boulevard

Litchfield County CT 06098

7000 sq. ft.

3 ac.

Single-Family

Last sold for $1,850,000

Lisa Ogren, last sold this property on 04 September 2026 after 730 days on market.

Overview

Live the Highland Lake Dream - 431 W. Wakefield Blvd, Winchester, CT Summer is just around the corner - and in Winsted, resort living never ends. Recently named one of the most desirable towns to live in, with the breathtaking Highland Lake at its heart, Winchester offers the perfect blend of beauty and lifestyle. This waterfront estate at 431 W. Wakefield Blvd isn't just a home - it's your gateway to the ultimate lake life. Wake each morning to panoramic water views, and step outside to a world of four-season recreation. In summer, enjoy boating, jet skiing, swimming, and fishing right from your private dock, or simply relax by the shoreline. When winter arrives, the lake transforms into your own frozen wonderland for ice fishing, skating, and fireside gatherings. Inside, luxury awaits. The main home features gourmet finishes, a chef's kitchen, and custom craftsmanship throughout. A charming guest bungalow offers privacy for family, friends, or guests. Zoned for a bed and breakfast, and featuring an extra subdividable lot, the property offers immense potential - whether as a private retreat, an upscale B&B, or an investment in future development. Set on 425 feet of pristine water frontage, this estate captures the essence of Highland Lake living - natural beauty, year-round recreation, and endless opportunity.

Features

9 bedrooms

6 bathrooms

9 carspaces

2 garage spaces

7000 sq. ft. floor area

3 ac. lot size

Single-Family

Estimated Value

We need at least 3 similar 9 bedroom single-family properties sold in Litchfield County over the last 12 months.

Property history for 431 West Wakefield Boulevard

2026

Sold

$1,850,000

04 Sep 2026 by Lisa Ogren, of Berkshire Hathaway NE Prop.

Happy sellers in Litchfield County

96%

96% of sellers in Litchfield County reported that their sale price either exceeded or met their price expectations.

Litchfield County stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 5 reviews in Litchfield County over the last 12 months.

Local market activity for 9 bedroom single-family properties in Litchfield County

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Litchfield County for a market analysis.

Linda Ganem

at Borla & Associates LLC Real Estate

(27 reviews)

Get a market analysis

Sharon Gilson

at Realty Experts LLC

(1 review)

Get a market analysis

CHRISTINE HUNTER

at Hunter Real Estate, LLC

4.6

(14 reviews)

Get a market analysis

Michelle Grant

at William Raveis Real Estate

(1 review)

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Litchfield County

Linda Ganem

Linda Ganem is an award winning recommended agent for Litchfield County. They have 3 local sales and collected 1 local review across the last 12 months.