Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$2,199,000

  • For Sale
  • Active
  • Single Family
  • 9 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 7,000 Sq. Ft.
  • 2 Car Garage
  • Updated 6 days ago
See This Home
Save This Home
See This Home
Save This Home
SHOW STOPPER!!!!!! IMAGINE LIVING THE RESORT LIFE YEAR ROUND!!!!! LOCAL NEWS JUST ANNOUNCED THAT WINSTED WAS 1 OF THE MOST DESIRABLE TOWNS TO LIVE WITH EMPHASIS ON BEAUTIFUL HIGHLAND LAKE. This waterfront estate at 431 W. Wakefield Blvd in Winchester, CT, is not just a home but the ultimate Highland Lake lifestyle. Imagine waking up each day to stunning lake views, with endless seasonal activities awaiting just beyond your doorstep. In the summer, dive into boating, jet skiing, swimming, and fishing right from your private dock, or simply unwind along the shoreline. As winter settles in, the lake becomes a playground for ice fishing, skating, and cozy fireside gatherings, making this a year-round sanctuary. With luxury finishes, a gourmet kitchen, and custom craftsmanship in the main home, plus a charming guest bungalow, this property is ideal for hosting family, friends, or even guests. Zoned for a bed and breakfast and featuring an extra subdividable lot, the estate also holds exciting potential for income generation or expansion. Whether you're envisioning a private retreat, an upscale B&B, or future development with a subdividable lot, this versatile property is the perfect setting for those seeking a dynamic, all-season lake life. Guest home is loaded with privacy sitting on 425ft of prime water frontage

Full Property Details for 431 W Wakefield Blvd

General

  • Price: $2,199,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24042374
  • Updated: 1/10/2026
  • Added to Site: 507 day(s) ago

Interior

  • Number of Rooms: 12
  • Rooms/Areas: Bonus Room
  • Interior Features: Auto Garage Door Opener, Cable - Available, Central Vacuum, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 4
  • Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Disposal, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 9
  • Primary Bedroom: Primary Bedroom - Bedroom Suite, Ceiling Fan, Full Bath, Walk-In Closet, 16 x 21, Main
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom, 11 x 24, Upper
  • Bedroom 3: Bedroom, 12 x 23, Upper
  • Bedroom 4: Bedroom - Ceiling Fan, 12 x 23, Upper
  • Bedroom 5: Bedroom, 12 x 24, Upper
  • Bedroom 6: Bedroom - Ceiling Fan, 13 x 23, Upper
  • Bedroom 7: Bedroom, 14 x 13, Upper
  • Bedroom 8: Bedroom - Ceiling Fan, 15 x 23, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, 46 x 33, Main
  • Family Room: Family Room - Fireplace, Lower
  • Kitchen: Kitchen - Bay/Bow Window, Eating Space, 15 x 24, Main
  • Dining Room: Dining Room - Remodeled, Bay/Bow Window, Built-Ins, Patio/Terrace, 13 x 16, Main
  • Library: Library, 13 x 16, Main
  • Laundry: Lower Level
  • Other Room 1: Other, 11 x 23, Upper

Exterior

  • Color: White

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 9
  • Parking: Barn, Under House Garage, Paved, Off Street Parking, Driveway

Location

  • County: Litchfield
  • Driving Directions: GPS Friendly

School Information

  • Elementary School: Batcheller
  • Middle School: Pearson
  • High School: Gilbert

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Baseboard, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Public Sewer Connected
  • Water: Private Well

Structural Information

  • Architectural Style: Cape Cod, Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Heated, Fully Finished, Garage Access, Cooled, Interior Access, Walk-out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 7,000
  • Above Ground: 5,530 Sq. Ft.
  • Below Ground: 1,470 Sq. Ft.
  • Year Built: 2002

Lot Features

  • Lot Size (Acres): 3
  • Driveway/Sidewalk: Private, Paved, Crushed Stone
  • Zoning: HL
  • Lot Description: Additional Land Avail., Lightly Wooded, Level Lot, Professionally Landscaped, Rolling, Water View

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Lake, Beach, Dock or Mooring, Water Community, View

Green Features

  • Energy Features: Thermopane Windows

Financial Considerations

  • Assessment Amount: $829,080
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 924886

Listed by Berkshire Hathaway NE Prop., Lisa Ogren

Quickly Find Out More

* Indicates a required field

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 Send Message, 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 an 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.

We Value Your Privacy

Listing agent

— 431 W Wakefield Blvd —

  • Lisa Ogren

    Berkshire Hathaway NE Prop.

Agent Contact: (860) 416-2085 Office Contact: (860) 677-7321

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 431 W Wakefield Blvd

School District:Winchester School District
NameGradesDistance
Pearson Middle School
2 Wetmore Avenue, Winsted, CT 06098
3-62.1 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 431 W Wakefield Blvd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/09/2025
Price Reduced
$2,199,000
-15.42%
MLS
3/26/2025
Price Reduced
$2,600,000
-7.14%
MLS
9/04/2024
Listed
$2,800,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 431 W Wakefield Blvd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$24,184
7%
$829,080
—
2023
$22,584
3%
$829,080
—
2023
$21,879
19%
$829,080
51%
2022
$18,447
—
$549,990
—
2021
$18,447
—
$549,990
—
2020
$18,447
—
$549,990
—
2019
$18,447
—
$549,990
—
2018
$18,447
2%
$549,990
2%
2017
$18,029
—
$537,530
—
2016
$17,951
3%
$535,220
—
2015
$17,502
2%
$535,220
—
2014
$17,079
2%
$535,220
—
2011
$16,699
—
$535,220
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 431 W Wakefield Blvd

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Berkshire Hathaway NE Prop., Lisa Ogren

Just Listed near 431 W Wakefield Blvd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

433 Main St, New Hartford, CT 06057 - Photo 1 Just Listed
$559,000

433 Main St  New Hartford, CT 06057

  • Multi-Family
  • Active
  • Updated 3 days ago
  • 5
    Total Beds
Listed by OwnerEntry.com
136 Peck Rd, Torrington, CT 06790 - Photo 1 Just Listed
$345,000
Open House

136 Peck Rd  Torrington, CT 06790

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,205
    Sq. Ft.
Listed by Lori Campbell (860) 354-4111 and Larry Corrow (203) 770-0166
272 Edgewood Dr, Torrington, CT 06790 - Photo 1 Just Listed
$370,000

272 Edgewood Dr  Torrington, CT 06790

  • Single Family
  • Active
  • Updated 23 hours ago
  • 3
    Beds
  • 1
    Total Bath
  • 1,136
    Sq. Ft.
Listed by Lisa Bredice (860) 806-4036
19 E Main St, Torrington, CT 06790 - Photo 1 Just Listed
$750

19 E Main St  Torrington, CT 06790

  • Commercial Lease
  • Active
Listed by W. Raveis Lifestyles Realty

Price Reduced near 431 W Wakefield Blvd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

93 Greenwoods Rd E, Norfolk, CT 06058 - Photo 1 Price Reduced
-$10,000 (-1.94%)
$504,900

93 Greenwoods Rd E  Norfolk, CT 06058

  • Single Family
  • Active
  • Updated 1 day ago
  • 6
    Beds
  • 2
    Total Baths
  • 2,952
    Sq. Ft.
Listed by Evermark Property Group
385 Cotton Hill Rd, New Hartford, CT 06057 - Photo 1 Price Reduced
-$86,000 (-10.18%)
$759,000

385 Cotton Hill Rd  New Hartford, CT 06057

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,376
    Sq. Ft.
Listed by Vision Real Estate
49 Prospect St, New Hartford, CT 06057 - Photo 1 Price Reduced
-$25,000 (-7.69%)
$299,900

49 Prospect St  New Hartford, CT 06057

  • Single Family
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 1,086
    Sq. Ft.
Listed by Tier 1 Real Estate
38 E Main St, Torrington, CT 06790 - Photo 1 Price Reduced
-$300 (-13.64%)
$1,900

38 E Main St  Torrington, CT 06790

  • Commercial Lease
  • Active
Listed by W. Raveis Lifestyles Realty

Recent Sales near 431 W Wakefield Blvd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

381 Smith Hill Rd, Colebrook, CT 06021 - Photo 1 Sold
$2,200,000

381 Smith Hill Rd  Colebrook, CT 06021

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 4,327
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
Sold by Elyse Harney Real Estate
197 W Hyerdale Dr, Goshen, CT 06756 - Photo 1 Sold
$1,875,000

197 W Hyerdale Dr  Goshen, CT 06756

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 3,364
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
Sold by William Raveis Real Estate

431 West Wakefield Boulevard, Winchester, CT 06098 (MLS# 24042374) is a Single Family property with 9 bedrooms, 5 full bathrooms and 1 partial bathroom. 431 West Wakefield Boulevard is currently listed for $2,199,000 and was received on August 28, 2024. Want to learn more about 431 West Wakefield Boulevard? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

Tour this property