$1,650,000

508 W Wakefield Blvd Winchester, CT 06098

$10,000
Closing credit¹
7 beds
4 full
2,687 sqft
1.6 acres
$614 / sqft
House

Property details

About 508 W Wakefield Blvd

Welcome to Strong Island, a waterfront retreat on Highland Lake. The clean waters of Highland Lake in the town of Winchester in Litchfield County surround this 1.6 acres island. History abounds for this property as the original house dates back to 1890. There were significant alterations made in 1920 that added several rooms, a boat house, a barn and porch. Babe Ruth made several trips to Strong Island for his weekends and vacations away from NYC. Strong Island is one of the largest islands on Highland Lake and has the best views. The position of this island give it the longest view of the lake on a North view and also on an Easterly view. The position of the main house on the island, the various docks, piers and out buildings make this property unable to be duplicated today. Strong Island is a trophy property that needs some polishing, but incredible in so many ways.

Highlights

Home typeOther
HeatingForced Air
StatusSale Pending
(Under Contract)
Size2,687 sqft
BasementYes
Lot size1.63 Acres
Year built1890
ParkingDetached Garage
MLS #24024787
Garage3 spaces
WaterfrontLake Front, Waterfront, Dock, Water Access
ViewWater

Summary

  • Full Bathrooms: 4
  • Appliances: Microwave, Refrigerator, Freezer, Dishwasher
  • Basement: Yes
  • Total Bedroom Count: 7
  • Garage Space: 3 spaces
  • Attached Garage: No
  • Private Pool: No
  • Parking: Detached Garage
  • Waterfront: Lake Front, Waterfront, Dock, Water Access
  • View: Water
  • Exterior: Sidewalk, Terrace, Barn, Cabana, Gutters, Stone Wall
  • Architectural Style: Victorian
  • Heating: Forced Air
  • Cooling: None
  • List Price: $1,650,000
  • Price/SqFt: $614
  • Lot: Views
  • Directions: GPS friendly
  • Year Built: 1890
  • Living Area: 2,687 SqFt
  • Lot Size: 1.63 Acres
  • MLS Number: 24024787
  • Office Name: William Pitt Sotheby's Int'l
  • Office Phone: (860) 567-0806
  • Office Email: pmoran@wpsir.com
  • Listing Agent: Pierre Moran

IDXCopyright © 2025 Smart MLS. The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 5/8/2025, 10:20:33 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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back of house with a standing seam roof, a chimney, and metal roof

$1,650,000

508 W Wakefield Blvd

$10,000

closing credit¹

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Price information

Property sales

We're sorry, we currently don't have property sales data for this listing.

Tax history

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Nearby schools

5

Pearson School

Public District 3-6

2.2 mi

2 Wetmore Ave

7

Barkhamsted Elementary School

Public District KG-6

5.5 mi

65 Ripley Hill Rd

4

Torringford Elementary School

Public District KG-3

5.7 mi

800 Charles St

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $86,731. Typical income of Winchester, CT residents is between $35k-100k annually. The majority of families are married, no kids. Residents of this area typically have post secondary degree education.

How much money do the neighbors make?

10%
<35k
47%
35k-100k
34%
100k-200k
9%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree

What types of families live nearby?

26%
Single, No Kids
7%
Single, with Kids
51%
Married, No Kids
16%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

8%
<11 yrs old
8%
12-17 yrs old
10%
18-34 yrs old
55%
35-64 yrs old
19%
65+ yrs old

What do the neighbors do for fun?

  • HuntingHunting
  • Figure SkatingFigure Skating
  • NASCARNASCAR

Where do the neighbors shop?

  • DillardsDillards
  • Dick's Sporting GoodsDick's Sporting Goods
  • Wal-MartWal-Mart

Where do the neighbors go to eat?

  • Cracker BarrelCracker Barrel
  • Texas RoadhouseTexas Roadhouse
  • Hardee'sHardee's

What do the neighbors drive?

  • CadillacCadillac
  • SubaruSubaru
  • RamRam

What do the neighbors listen to?

  • News/Talk/InformationNews/Talk/Information
  • New CountryNew Country
  • Classic CountryClassic Country
All data provided by Home Junction and Claritas

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Frequently asked questions

About 508 W Wakefield Blvd

The listing price of 508 W Wakefield Blvd property is $1,650,000.

The property 508 W Wakefield Blvd is a house located in Winchester, Connecticut, 06098.

Sale Pending: 508 W Wakefield Blvd is Sale Pending (Pending), which means that the seller has accepted an offer but the sale is not finalized.

The nearby schools for 508 W Wakefield Blvd are: Pearson School (GreatSchools Rating 5/10), Barkhamsted Elementary School (GreatSchools Rating 7/10), Torringford Elementary School (GreatSchools Rating 4/10), Northwestern Regional Middle School (GreatSchools Rating 9/10), Torrington Middle School (GreatSchools Rating 3/10), Har-Bur Middle School (GreatSchools Rating 8/10), Explorations (GreatSchools Rating 1/10), The Gilbert School (GreatSchools Rating 3/10), Northwestern Regional High School (GreatSchools Rating 8/10).

The property at 508 W Wakefield Blvd has 7 bedrooms and 4 bathrooms.

The property 508 W Wakefield Blvd is 2,687 SqFt (source: MLS/tax record).

The year of construction for 508 W Wakefield Blvd is 1890.

This home is located at 508 W Wakefield Blvd in Winchester, CT and zip code 06098. This 2,687 square foot home, which was built in 1890, sits on a 1.63 acre lot. Features: 7 bedrooms, 4 bathrooms. It has been listed on Rocket Homes since June 19, 2024 and is currently priced at $1,650,000.

Over 7 listings were sold over their listed price in April 2025 in Winchester, CT. In the same period over 4 listings were sold below the listed price and 2 listings were sold for the listed price. The number of listings in Winchester, CT decreased by 4.2% between March and April 2025.

From Rocket Homes Real Estate and based on county public records data.

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