Sold
Last Sold Price
2 beds1,512 sqft$191/sqft
52 Overlook Rd, Winchester, CT 06098
Single FamilyProperty Type
0.5 acresLot Size
1900Year Built
$191/sq ftPrice per sq ft
3 carsParking Spaces

Description

Come enjoy this spacious home with large eat in kitchen and living room. 2-3 bedrooms. Front porch facing Highland Lake perfect for relaxing. Home was just hooked up to city water! Extra large 20x40 foot garage with high ceilings. First floor laundry area. Open yard with plenty of room for gardening.Come enjoy this spacious home with large eat in kitchen and living room. 2-3 bedrooms. Front porch facing Highland Lake perfect for relaxing. Home was just hooked up to city water! Extra large 20x40 foot garage with high ceilings. First floor laundry area. Open yard with plenty of room for gardening.
  • Listed by: Kelly Sullivan 860.480.2449 kellyjsullivan@icloud.com • Sullivan Real Estate Inc
  • Listed by: Austin Brochu 860.806.5097 austin.brochu@icloud.com • Sullivan Real Estate Inc
Listing closed: 05/09/2023 12:00 AM • Source: SMARTMLS, MLS#: 170557057

Recent comparable sales

Median sold price

$300,000

Avg days on market

25

Sale-to-list ratio

99.9%

Winchester, CT

9 comparable properties found

$260,000 | 174 Wallens Street, Unit D3, Winchester, CT 06098
1

$260,000

Sold 09/05/25

2
Bedrooms
1,352
Square Feet
Unavailable
Acres
$290,000 | 153 Mathew Road, Winchester, CT 06098
2

$290,000

Sold 11/21/24

2
Bedrooms
1,544
Square Feet
0.13
Acres
$314,000 | 155 Mathew Road, Winchester, CT 06098
3

$314,000

Sold 05/30/25

2
Bedrooms
1,536
Square Feet
0.13
Acres
$343,000 | 113 Preston Road, Winchester, CT 06098
4

$343,000

Sold 02/14/25

2
Bedrooms
1,566
Square Feet
6.04
Acres
$260,000 | 22 Oakdale Avenue, Winchester, CT 06098
5

$260,000

Sold 09/09/24

2
Bedrooms
1,462
Square Feet
0.29
Acres
$229,000 | 18 Curtice Street, Winchester, CT 06098
6

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Sold 02/09/26

2
Bedrooms
1,252
Square Feet
0.09
Acres
$300,000 | 230 East Wakefield Boulevard, Winchester, CT 06098
7

$300,000

Sold 05/11/26

3
Bedrooms
1,536
Square Feet
0.11
Acres
$314,000 | 150 Mathew Road, Winchester, CT 06098
8

$314,000

Sold 07/03/25

3
Bedrooms
1,480
Square Feet
0.17
Acres
$310,000 | 152 East Lake Street, Winchester, CT 06098
9

$310,000

Sold 11/03/25

2
Bedrooms
900
Square Feet
0.12
Acres

Location

Listing Courtesy of Sullivan Real Estate Inc, Kelly Sullivan; Sullivan Real Estate Inc, Austin Brochu

Sold By The Washington Agency, Diane L Carroll

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Payment Calculator

$1,743 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,468

Property Taxes

$275

HOA Dues

$0

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Property Information for 52 Overlook Road

Property Details
  • Taxes: $3,294 / year
  • MLS Type: Residential
  • Basement Description: Partial With Hatchway
  • Direct Waterfront: No
  • Garages Number: 3
  • Neighborhood: Winsted
  • Style: Colonial
  • Garage Parking Info: Detached Garage
  • Swimming Pool: No
Building Information
  • Year Built: 1900
  • Lot Size: 0.50 AC / 21,780 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Rt 263 to Overlook see sign. Or 263 to Mooreland Rd.
  • Elementary School: Per Board of Ed
  • High School: Gilbert
  • Latitude: 41.920685
  • Longitude: -73.09216
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Special Association Assessment: No
  • Property Tax: $3,294
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Electric Cooktop, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Pull-Down Stairs, Storage Space
  • Cooling System: None
  • Heat Type: Baseboard
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Laundry Room Info: Main Level
  • Laundry Room Location: first floor
  • Rooms Additional: Laundry Room
  • Room Count: 5
  • Rooms Total: 6
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 3
  • Room Entry Order: 3
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 4
  • Room Entry Order: 4
  • Room Level: Upper
  • Room Type: Bedroom
Room 5
  • Room Entry Order: 5
  • Room Level: Upper
  • Room Type: Office
Property
Property and Assessments
  • Construction Description: Frame
  • Driveway Type: Private
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Masonry, Stone
  • Fuel Tank Location: In Basement
  • Gross SQFT Per Public Records: 2520
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1900
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 1512
Lot Information
  • Lot Description: Water View, Sloping Lot
  • Parcel Number: 924482
  • Sq Ft Est Heated Above Grade: 1512.0
  • Sq Ft Total: 1512.0
  • Zoning: HLD
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Electric
  • Sewage System: Septic
  • Water Source: Public Water Connected

Property History for 52 Overlook Road

DateEvent & SourcePriceAppreciation
May 8, 2023

Closed (Public Record)

Public Record #1510915012

$288,900

+4.0% / yr

Jun 18, 2002

Closed (Public Record)

Public Record #101709274

$127,000
DateEvent & SourcePrice
05/08/2023

Closed (Public Record)

Public Record #1510915012

$288,900

+4.0% / yr

06/18/2002

Closed (Public Record)

Public Record #101709274

$127,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 52 Overlook Road

Taxable ValueLand$35,910Additions$108,850Total$144,760
Tax Record2025$4,223 ($352 / month)
Home Facts
Beds2Baths1.5Total Finished SqFt1,512 SqFtAbove Grade Finished SqFt1,512 SqFtUnfinished Basement SqFt576 SqFtStories2Lot Size21,780 SqFtStyleSingle Family ResidenceYear Built1900Year Renovated1900ZoningHLDCountyNORTHWEST HILLSAPNWSTR M:027 B:153A L:197

Schools near 52 Overlook Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Public - 2 to 6
Public - 2 to 6
Public - PK to 2
Public - PK to 2
Rating
School
Distance
Pearson Middle School
Public2 to 6

Bridges School 2
Public2 to 6

Batcheller Early Education Center
PublicPK to 2

Mary P. Hinsdale School
PublicPK to 2

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 52 Overlook Road, Winchester, CT 06098
$288,900
2
1,512
21,780
$1
3
1,240
21,780
$135,000
2
1,500
62,726
3
2
2,232
29,621
$150,000
3
1,056
21,344
$183,000
3
1,684
22,651

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Sullivan Real Estate Inc, Kelly Sullivan; Sullivan Real Estate Inc, Austin Brochu

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.