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431 West Wakefield Boulevard, 
Winchester, CT 06098

$1,850,000

9

Beds

6

Baths

7,000

Sq Ft

Single Family

Active

Listed by

Lisa Ogren, (860) 416-2085

Berkshire Hathaway Ne Prop., (860) 677-7321

(860) 677-7321

Last updated:

May 22, 2026, 11:30 AM

MLS#

24159989

Source:

CT

About This Home

431 West Wakefield Boulevard

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.

Home Facts

Single Family

6 Baths

9 Bedrooms

Built in 2002

Price Summary

1,850,000

$264 per Sq. Ft.

MLS #:

24159989

Last Updated:

May 22, 2026, 11:30 AM

Added:

2 month(s) ago

Rooms & Interior

Bedrooms

Total Bedrooms:

9

Bathrooms

Total Bathrooms:

6

Full Bathrooms:

5

Interior

Living Area:

7,000 Sq. Ft.

Structure

Structure

Architectural Style:

Cape Cod, Colonial

Building Area:

7,000 Sq. Ft.

Year Built:

2002

Lot

Lot Size (Sq. Ft):

130,680

Finances & Disclosures

Finances

Price:

$1,850,000

Price per Sq. Ft:

$264 per Sq. Ft.

Source:CT
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.