Off Market Nov 2019 for $275K

$541,616

Est. refi paymentEst. refi $2,195/mo

•

2,112

sq ft

108 Rugg Brook Rd, Winsted, CT 06098

About this home

Offered for sale is a meticulously maintained three-bedroom Colonial with attached two-car garage located in rural Winchester center. The home has been loved and maintained by the same family since construction. The kitchen has been tastefully updated with granite counters, new cabinetry and appliances. Two bedrooms and a master en-suite are on the second floor. Located to the back of the home is a screened three-season room with views of pristine forest. Year-round views of Winchester Club Pond from the front yard and second floor bedrooms complete this well-below market priced home!

Single-familyProperty Type

1966Year Built

1.84 acresLot Size

$256Est. Price/Sq.Ft.

2 car garageParking

Listed by Robert Bailey • Town & Country Real Estate

Bought with Arben Belica • William Raveis Real Estate

Source:Smart MLS #170211933

Redfin Estimate

$541,616

$267K since sold in November 2019$8,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 25.7% higher than the average sale price ($431K) of 5 comparable homes.

SOLD APR 17, 2026
$370,000
A
3 beds2 baths1,715 sq ft
351 Platt Hill Rd, Winsted, CT 06098
SOLD SEP 11, 2026
$400,000
B
3 beds2 baths1,324 sq ft
195 Reaching Hill Rd, Winsted, CT 06098
SOLD AUG 14, 2026
$660,000
C
3 beds2.5 baths3,086 sq ft
426 Platt Hill Rd, Winsted, CT 06098
SOLD AUG 7, 2026
$350,000
D
3 beds1.5 baths1,888 sq ft
107 Roberts Ave, Winsted, CT 06098
SOLD FEB 26, 2026
$374,000
E
3 beds2 baths2,124 sq ft
478 Greenwoods Rd, Torrington, CT 06790

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$318,443

Est. take-home

List your home with Redfin and save $5,416

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$3,141/mo

Redfin rental estimate

List your home for rent

Market trends in 06098, CT

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

101.4%

0.8% MoM

Median sale price

$355K

$8K MoM

Avg. days on market

48d

6 days MoM

Recently sold homes

1 MoM

New listings for sale

NEW 12 HRS AGO
$489,000
3 beds2 baths1,680 sq ft
50 Palmer Ave, Winsted, CT 06098
$425,000
3 beds1.5 baths1,952 sq ft
120 Moore Ave, Winsted, CT 06098
$350,000
4 beds2 baths2,914 sq ft
100 Norfolk Rd, Winsted, CT 06098
OPEN SAT, 10AM TO 12PM
$260,000
3 beds2 baths1,652 sq ft
118 Meadow St, Winsted, CT 06098
$199,000
3 beds1 bath1,056 sq ft
416 Horne Ave, Winsted, CT 06098
OPEN SUN, 1PM TO 2:30PM
$339,900
2 beds1.5 baths1,470 sq ft
320 Colebrook Rd, Winsted, CT 06098
OPEN SAT, 11AM TO 1PM
$749,900
3 beds2 baths1,131 sq ft
180 Shore Dr, Winsted, CT 06098
$359,900
4 beds2 baths2,699 sq ft
77 Hubbard St, Winsted, CT 06098
$299,900
5 beds2 baths2,016 sq ft
18 Pratt St, Winsted, CT 06098
$450,000
3 beds2 baths1,430 sq ft
130 Riverton Rd, Winsted, CT 06098
See all

Provided by Redfin

Sale history for 108 Rugg Brook Rd

Tax history for 108 Rugg Brook Rd

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

1.84 Acres

Year renovated

—

Sq. Ft.

2,112

Year built

1966

Style

Single Family Residential

County

Litchfield County

APN

924444

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on May 25, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage, Paved, Off Street Parking
Garages Number: 2

Interior

Interior Information
Total Rooms: 7
Laundry Room Location: Located inside entry way from garage.
Interior Features: Security System
Security System
Handicap Features: Bath Grab Bars
Fireplaces Total: 1
Cooling System: Ceiling Fans
Appliances Included: Electric Cooktop, Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Electric Dryer, Dryer

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 3

Room Information
Room Count: 7
Basement Description: Full, Unfinished, Concrete Floor
Has Attic
Attic Description: Storage Space

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Wood
Exterior Features: Fruit Trees, Garden Area, Gutters, Porch-Enclosed, Shed

Lot Information
Lot Description: Dry, Water View, Level Lot

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: green

Property Information
Waterfront Description: Lake, View
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2112
Driveway Type: Private, Paved

Financial

Assessments Information
Assessed Value: $178,930

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: 50 Gallon Tank, Oil
Heat Type: Baseboard, Hot Water
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Generator, Storm Windows

Location

School Information
Intermediate School: Per Board of Ed
High School: Per Board of Ed
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Nearby Amenities: Lake
Directions: Take rt 263 off rt 44 towards Winchester center. Rugg Brook Rd. is approx 3 miles on the right. # 108 is the second home on the right across from the lake.
County: Litchfield

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,112
Stories: 2.0
Lot Size: 1.84 acres
Style: Single Family Residential
Year Built: 1966
Year Renovated: —
County: Litchfield County
APN: 924444

Home facts updated by county records on May 24, 2023

Other

Documents & Disclosures
Supplement Count Public: 4

Around this home

Schools

Mary P. Hinsdale School

Public PreK-2 • Assigned • 2.7mi

The Gilbert School

Public 7-12 • Assigned • 2.9mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Historical weather

Winsted, CT • 06098

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 4.1 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.1 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$515,000 – $623,000

Reach more buyers when you sell with Redfin. Save up to $5,416 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

$45,000

Land— sq ft

32 Hubbard St, Winsted, CT 06098

$365,000

3 beds2 baths1,820 sq ft

132 E Lake St, Winsted, CT 06098

$439,900

4 beds2 baths1,977 sq ft

136 Losaw Rd, Winsted, CT 06098

$239,000

7 beds3 baths2,400 sq ft

Winsted, CT 06098

$629,900

3 beds1.5 baths1,168 sq ft

837 E Wakefield Blvd, Winsted, CT 06098

VIDEO TOUR

$849,900

4 beds2 baths1,781 sq ft

119 W Wakefield Blvd, Winsted, CT 06098

New listings for sale in 06098

NEW 12 HRS AGO

$489,000

3 beds2 baths1,680 sq ft

50 Palmer Ave, Winsted, CT 06098

$425,000

3 beds1.5 baths1,952 sq ft

120 Moore Ave, Winsted, CT 06098

$350,000

4 beds2 baths2,914 sq ft

100 Norfolk Rd, Winsted, CT 06098

OPEN SAT, 10AM TO 12PM

$260,000

3 beds2 baths1,652 sq ft

118 Meadow St, Winsted, CT 06098

$199,000

3 beds1 bath1,056 sq ft

416 Horne Ave, Winsted, CT 06098

OPEN SUN, 1PM TO 2:30PM

$339,900

2 beds1.5 baths1,470 sq ft

320 Colebrook Rd, Winsted, CT 06098

OPEN SAT, 11AM TO 1PM

$749,900

3 beds2 baths1,131 sq ft

180 Shore Dr, Winsted, CT 06098

$359,900

4 beds2 baths2,699 sq ft

77 Hubbard St, Winsted, CT 06098

$299,900

5 beds2 baths2,016 sq ft

18 Pratt St, Winsted, CT 06098

Home values near 108 Rugg Brook Rd

Data from public records.

Address	Redfin Estimate
102 Rugg Brook Rd, Winsted, CT 2 Beds \| 2 Baths \| 1494 Sq. Ft.	$425,124
109 Rugg Brook Rd, Winsted, CT 2 Beds \| 1 Baths \| 1363 Sq. Ft.	$629,180

Address	Redfin Estimate
143 Rugg Brook Rd, Winsted, CT 2 Beds \| 1 Baths \| 1422 Sq. Ft.	$372,553
110 Rugg Brook Rd, Winsted, CT 3 Beds \| 2.5 Baths \| 2209 Sq. Ft.	$562,441

Address	Redfin Estimate
119 Rugg Brook Rd, Winsted, CT 2 Beds \| 1 Baths \| 1509 Sq. Ft.	$321,397
117 Rugg Brook Rd, Winsted, CT 3 Beds \| 1 Baths \| 912 Sq. Ft.	$371,039

Property information provided by Smart MLS when last listed in 2019. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Simsbury homes for sale
Berlin homes for sale
Southington homes for sale
Farmington homes for sale
Avon homes for sale

Houses for rent in Winsted	Agents near me	Westport, CT homes for sale	Winsted Housing Market
Houses for sale near me	Greenwich, CT homes for sale	New Haven, CT homes for sale
Land for sale near me	Stamford, CT homes for sale	Milford, CT homes for sale
Open Houses near me	West Hartford, CT homes for sale	Winsted Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

Litchfield homes for sale
West Hartford homes for sale
Bristol homes for sale