$629,900
3 Beds
1.5 Baths
1,168 sqft (on 0.76 acres)
837 East Wakefield Boulevard, Winsted, CT 06098
Home Highlights
Single-Family Home
Built in 1930
0.76 acre lot
$539/sqft
Local Information
- Map ViewExplore the area around 837 East Wakefield Boulevard.
- Schools1 Preschool School2 Elementary Schools
- Shop & Eat
-- mins to
About this House
Enjoy the best of Highland Lake living with this unique property offering a spacious home directly across the street from the lake along with your own separate waterfront parcel! The main house features 7 rooms, 3-4 bedrooms and 2 full baths, providing plenty of space for year-round living or a relaxing lake retreat. A deck overlooking the waterfront offers the perfect spot to enjoy the lake views, while a wonderful outdoor gathering area featuring a stone fireplace provides an ideal setting for entertaining family and friends. Just across the street, your private waterfront parcel takes lake living to another level with a 15' x 29' deck overlooking Highland Lake and a dock for your boat. Also located on the waterfront is a 240 sq. ft. structure with a half bath, offering excellent flexibility for storage, a lakeside retreat or additional sleeping accommodations. Spend your days boating, swimming, fishing or simply relaxing by the water, then retreat to the comfort of your home just steps away. A rare opportunity to enjoy your own private waterfront access and all that beautiful Highland Lake has to offer!
Last check for updates: about 16 hours ago
Listing courtesy of David Sartirana, (860) 806-0225
Northwest CT Realty, (860) 806-0225
Source: Smart MLS, MLS#24199152
Also Listed on Smart MLS.
Home Details for 837 East Wakefield Boulevard
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Interior Details Basement: Partial,Partially FinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Kitchen, Living Room, Other, Sun Room |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 1168 Square Feet |
Appliances & Utilities Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water HeaterDishwasherDryerLaundry: Lower LevelRefrigeratorWasher |
Heating & Cooling Heating: Hot Water,OilHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Hot Water |
Fireplace & Spa No Fireplace |
View Has a ViewView: Water |
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Exterior Home Features Roof: AsphaltPatio / Porch: DeckExterior: Stone WallFoundation: Concrete PerimeterNo Private Pool |
Parking & Garage No Garage |
Frontage WaterfrontWaterfront: Waterfront, Lake, Dock or MooringOn Waterfront |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 908 Square FeetFinished Area (below surface): 260 Square Feet |
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Days on Market: 12 |
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Year Built Year Built: 1930 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch |
Building Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 926163 |
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Price List Price: $629,900Price Per Sqft: $539 |
Status Change & Dates Possession Timing: Negotiable |
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MLS Status: Active |
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Direction & Address City: WinchesterCommunity: Winsted |
School Information Elementary School: Per Board of EdHigh School: Gilbert |
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Listing Agent Listing ID: 24199152 |
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Building Area Building Area: 1168 Square Feet |
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No HOA |
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Lot Area: 0.76 acres |
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BasementMls Number: 24199152Attic: NoneWater ViewWater View: WaterAttribution Contact: (860) 806-0225Above Grade Unfinished Area: 908 |
Around this home
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.
What Locals Say about Winchester
At least 4 Trulia users voted on each feature.
100 % Say people would walk alone at night
89 % Say parking is easy
80 % Say car is needed
78 % Say it's quiet
70 % Say yards are well-kept
67 % Say there's wildlife
64 % Say there's holiday spirit
50 % Say it's dog friendly
40 % Say it's walkable to grocery stores
38 % Say neighbors are friendly
36 % Say kids play outside
33 % Say they plan to stay for at least 5 years
33 % Say streets are well-lit
33 % Say there are community events
29 % Say it's walkable to restaurants
11 % Say there are sidewalks
Sourced by Trulia users. Learn more about our methodology.
Market trends in Winchester
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
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Available listings
10
3MoM
Home Value
Trulia Estimate
$658KSince last month
Increased$454K (+216.3%)Since last year
Increased$473K (+248%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +364% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $664K |
| August 2026 | $658K |
| July 2026 | $210K |
| June 2026 | $207K |
| May 2026 | $210K |
| April 2026 | $198K |
| March 2026 | $206K |
| February 2026 | $191K |
| January 2026 | $197K |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.11 | Single-Family Home | $439,900 | 12/04/25 | 3 | 1.5 | 1,892 | |
0.11 | Single-Family Home | $231,000 | 02/20/26 | 2 | 1 | 1,051 | |
0.22 | Single-Family Home | $309,250 | 02/06/26 | 3 | 1 | 960 | |
0.67 | Single-Family Home | $101,500 | 09/22/25 | 3 | 2 | 1,324 | |
0.48 | Single-Family Home | $320,000 | 06/26/26 | 2 | 1 | 975 | |
0.37 | Single-Family Home | $750,000 | 07/10/26 | 2 | 2 | 1,320 | |
0.28 | Single-Family Home | $1,200,000 | 05/20/26 | 3 | 2.5 | 1,556 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.11 | $439,900 | 3 | 1.5 | 1,892 | Recently Sold | |
0.11 | $231,000 | 2 | 1 | 1,051 | Recently Sold | |
0.14 | $615,300 | 3 | 1 | 816 | Off Market | |
0.15 | $1,600,000 | 4 | 2.5 | 2,129 | For Sale | |
0.17 | $1,250,000 | 5 | 4 | 3,584 | Recently Sold | |
0.22 | $309,250 | 3 | 1 | 960 | Recently Sold | |
0.21 | $1,200,000 | 4 | 3 | 3,330 | Recently Sold | |
0.21 | $881,600 | 3 | 2 | 2,240 | Off Market | |
0.21 | $532,500 | 2 | 1 | 871 | Off Market | |
0.29 | $449,700 | 3 | 2.5 | 1,654 | Off Market | |
0.31 | $334,700 | 2 | 1 | 1,249 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Aug 26, 2026 Source: Smart MLS #24199152 | Listed For Sale | $629,900 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $2,573 | $88,200 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
David Sartirana, Northwest CT Realty, (860) 806-0225
Agent Phone: (860) 806-0225
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
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Frequently asked questions about 837 East Wakefield Boulevard
- What is the estimated monthly payment for 837 East Wakefield Boulevard?Based on a $629,900 list price with 20% down at today's rates, the estimated monthly payment for 837 East Wakefield Boulevard in Winsted, CT is approximately $4,334 (about $3,325 principal & interest, $934 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What are the closest schools to 837 East Wakefield Boulevard?The closest schools to 837 East Wakefield Boulevard in Winsted, CT are Mary P. Hinsdale School (Pre-K/Elementary), Pearson Middle School (Elementary, rated 6/10).
- What is 837 East Wakefield Boulevard estimated to be worth?Trulia's estimated value for 837 East Wakefield Boulevard in Winsted, CT is $658,400.
- Does 837 East Wakefield Boulevard have air conditioning?Yes, 837 East Wakefield Boulevard in Winsted, CT has air conditioning.
- Does 837 East Wakefield Boulevard have laundry facilities?Yes, 837 East Wakefield Boulevard in Winsted, CT has in-unit laundry.
- How big is the lot at 837 East Wakefield Boulevard?The lot at 837 East Wakefield Boulevard in Winsted, CT is about 0.76 acres (33,106 sq ft).
837 East Wakefield Boulevard, Winsted, CT 06098 is a 3 bedroom, 2 bathroom, 1,168 sqft single-family home built in 1930. This property is currently available for sale and was listed by Smart MLS on Aug 26, 2026. The MLS # for this home is MLS# 24199152.