100 Rugg Brook Rd, Winsted, CT 06098
OFF MARKET

100 Rugg Brook Rd
Winsted, CT 06098

  • 5 Beds
  • 2.5 Baths
  • 2,739 sqft (on 2.60 acres)

$441,000

Trulia Estimate
as of Jun 11, 2026
Est. Refi. Payment $2,936/mo*
Refinance Your Home

$441,000

Trulia Estimate
as of Jun 11, 2026
Est. Refi. Payment $2,936/mo*
Refinance Your Home
5 Beds
2.5 Baths
2,739 sqft
(on 2.60 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Charming Spacious 5 bedroom Cape on a beautiful 2.6 acre lot near in the Winchester Center area. Thermopane windows throughout...lots of hardwoods and built ins....Newer Kitchen...Separate In-law for potential rental income...Must see!! Motivated seller
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 100 Rugg Brook Rd

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other
Parking & Garage
Parking Space: 1

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 2

Lot Information

Lot Area: 2.60 acres

Price History for 100 Rugg Brook Rd

DatePriceEventSource
04/28/2017$200,000Sold
Smart MLS #L10201633
03/06/2017$225,000Listed For SaleAgent Provided
10/19/2016$234,900ListingRemovedAgent Provided
08/26/2016$234,900Listed For SaleAgent Provided
02/12/2016$164,500Sold
Smart MLS #L10080535
11/02/2015$169,900PendingAgent Provided
09/19/2015$169,900Listed For SaleAgent Provided
04/19/2013$242,900ListingRemovedAgent Provided
02/07/2013$242,900PriceChange
Agent Provided
10/16/2012$264,900PriceChange
Agent Provided
08/26/2012$269,000Listed For SaleAgent Provided
02/13/2011$199,900ListingRemovedAgent Provided
01/16/2011$199,900PriceChange
Agent Provided
11/25/2010$248,900PriceChange
Agent Provided
06/12/2010$268,900Listed For SaleAgent Provided
05/02/2010$274,900ListingRemovedAgent Provided
01/23/2010$274,900PriceChange
Agent Provided
12/19/2009$284,900PriceChange
Agent Provided
09/24/2009$289,900PriceChange
Agent Provided
07/17/2009$299,900Listed For SaleAgent Provided
07/12/2006$249,900Sold
Smart MLS #G420636

Market trends in Winchester

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
11
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$6,273
Assessment$215,040
Home facts updated by county records

Homeowner tools

Estimated monthly rent$5,714/mo
List your home for rent

Comparable Sales for 100 Rugg Brook Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
375 Platt Hill Rd, Winsted, CT
0.94
Single-Family Home
$370,000
02/11/26
3
1
2,033
118 South Road, Winsted, CT
1.42
Single-Family Home
$433,000
05/29/26
4
3
2,240
117 South Road, Winsted, CT
1.41
Single-Family Home
$375,000
02/05/26
3
3
2,747
351 Platt Hill Road, Winsted, CT
1.21
Single-Family Home
$370,000
04/17/26
3
2
1,715
115 Laurel Way, Winsted, CT
0.46
Single-Family Home
$261,000
10/17/25
1
1
604
440 Platt Hill Road, Winsted, CT
1.34
Single-Family Home
$440,000
02/06/26
4
2.5
3,416
50 Lakeview Road, Winsted, CT
1.43
Single-Family Home
$425,000
08/13/25
4
2.5
2,086
102 Hollow Hill Road, Winsted, CT
1.69
Single-Family Home
$639,000
07/31/25
3
2.5
2,692
233 Grantville Road, Winsted, CT
1.31
Single-Family Home
$250,000
08/22/25
1
1
1,168
126 Forest Avenue, Winsted, CT
1.66
Single-Family Home
$375,000
10/28/25
3
1.5
1,833

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 100 Rugg Brook Rd.
View nearby schools on GreatSchools
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.
  • Carrie P.
    "The homes have big, spacious yards, and most people are dog owners. There is not a lot of traffic on the street."
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

Homes for sale near 100 Rugg Brook Rd

Skip to last item
Skip to first item

Off Market Homes Near 100 Rugg Brook Rd

Skip to last item
Skip to first item
100 Rugg Brook Rd, Winsted, CT 06098 is a 5 bedroom, 3 bathroom, 2,739 sqft single-family home built in 1930. This property is not currently available for sale. 100 Rugg Brook Rd was last sold on Apr 28, 2017 for $200,000. The current Trulia Estimate for 100 Rugg Brook Rd is $441,000.