Off Market Apr 2024 for $649K

$721,492

Est. refi paymentEst. refi $4,230/mo

•

2,398

sq ft

417 Winchester Rd, Winsted, CT 06098

About this home

GIANT $50,000 PRICE REDUCTION W/ $12,000 OF NEW FURNITURE INCLUDED WHEN YOU PURCHASE THIS HOME a $62,000 value. Nestled amidst the beauty of Winchester in the Berkshire Foothills is this spacious Col sitting on a private, wooded 3.2ac lot, offering a tranquil retreat from the hustle & bustle of everyday life. W/ 3 bdrms & 4 bths, this home embodies comfort, elegance, & a seamless integration of indoor & outdoor living. The heart of this home is the EIK that boasts modern appl, custom cabinetry & ample counter space. The adjacent FR overlooks the indoor pool area, creating a warm & welcoming ambiance for family gatherings. On the 1st flr is a conveniently located home office space which provides a quiet, secluded workspace, allowing you to achieve a perfect work-life balance. The kitch & mudroom/lndry area is equipped w/ radiant heated floors for comfort. One of the highlights of this remarkable property is the heated indoor pool, housed w/in an expansive resort like room. Indulge in a refreshing swim, or simply unwind in the inviting poolside seating area after a long day. Adjacent to the pool is a full bath on one side & a floor to ceiling stone fp on the other which creates a luxurious retreat & perfect for entertaining guests year-round. Outside, you'll discover an expansive patio w/ a magnificent fieldstone fp. This home is located close to many lakes to enjoy boating, swimming & fishing. Seller says sell now but new price reflects an as-is purchase & insp for Buyers info

Single-familyProperty Type

1986Year Built

3.22 acresLot Size

$301Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Heidi Picard- Ramsay • Berkshire Hathaway NE Prop.

Bought with Emily Fitzgerald • William Raveis Real Estate

Source:Smart MLS #170626385

Redfin Estimate

$721,492

$72K since sold in April 2024$12K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 51.5% higher than the average sale price ($476K) of 6 comparable homes.

SOLD AUG 14, 2026
$660,000
A
3 beds2.5 baths3,086 sq ft
426 Platt Hill Rd, Winsted, CT 06098
SOLD AUG 31, 2026
$670,000
B
4 beds3.5 baths2,265 sq ft
121 W Wakefield Blvd, Winsted, CT 06098
SOLD MAY 29, 2026
$433,000
C
4 beds3 baths2,240 sq ft
118 South Rd, Winsted, CT 06098
SOLD FEB 5, 2026
$375,000
D
3 beds3 baths2,747 sq ft
117 South Rd, Winsted, CT 06098
SOLD AUG 7, 2026
$350,000
E
3 beds1.5 baths1,888 sq ft
107 Roberts Ave, Winsted, CT 06098
SOLD APR 17, 2026
$370,000
F
3 beds2 baths1,715 sq ft
351 Platt Hill Rd, Winsted, CT 06098

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Earn from this home

Sell

$179,994

Est. take-home

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Refinance

Est. cash available

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Rent

$4,022/mo

Redfin rental estimate

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Market trends in 06098, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

102.0%

1.0% MoM

Median sale price

$360K

$35K MoM

Avg. days on market

42d

1 days MoM

Recently sold homes

7 MoM

New listings for sale

COMING SOON
$450,000
3 beds2 baths1,430 sq ft
130 Riverton Rd, Winsted, CT 06098
COMING SOON
$289,000
2 beds1 bath596 sq ft
347 W Wakefield Blvd, Winsted, CT 06098
$439,900
4 beds2 baths1,977 sq ft
136 Losaw Rd, Winsted, CT 06098
$319,900
2 beds2 baths1,192 sq ft
325 E Wakefield Blvd, Winsted, CT 06098
$325,000
4 beds2.5 baths2,257 sq ft
48 Center St, Winsted, CT 06098
$629,900
3 beds1.5 baths1,168 sq ft
837 E Wakefield Blvd, Winsted, CT 06098
COMING SOON
$309,900
2 beds2 baths1,346 sq ft
94 Colony Dr, Winsted, CT 06098
See all

Provided by Redfin

Sale history for 417 Winchester Rd

Date

Event

Price

Smart MLS #170626385

Apr 9, 2024

Pending

—

Apr 5, 2024

Sold

$649,900

$271/sq ft

Mar 4, 2024

Contingent

—

Feb 28, 2024

Price Changed

$649,900

$271/sq ft

Feb 23, 2024

Listed

$699,900

$292/sq ft

Smart MLS #170583405

Feb 23, 2024

Listing Removed

—

Jul 23, 2023

Listed

$699,900

$292/sq ft

Jul 10, 2023

Coming Soon

Smart MLS #170528177

Nov 18, 2022

Sold

$651,000

$271/sq ft

Oct 21, 2022

Pending

—

Oct 5, 2022

Listed

$699,900

$292/sq ft

Welcome to Paradise. Private country setting surrounded by woods. So much to offer! Spacious Colonial home featuring wood floors, stone fireplaces, heated floors in mud/laundry room and kitchen/dining room, removing shoes when entering from garage will be welcomed once your feet touch the floors! First floor features an at home office off the kitchen and when done working walk over to the inground heated pool in its own heated, spacious room with full bath and stone fireplace. Plenty of room to add home bar, dining area, gym equipment. All year-round swimming. Vacation all year at home!! Spacious bedrooms all with wood floors. Primary bedroom with full bath and walk in. Well cared for and beautifully decorated. Close to Highland Lake for swimming, boating, and fishing. Short ride to shopping and downtown restaurants and entertainment. Easy access to highway for travel. Call now for you private viewing. See attached video.

Tax history for 417 Winchester 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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

3.22 Acres

Year renovated

—

Sq. Ft.

2,398

Year built

1986

Style

Single Family Residential

County

Litchfield County

APN

924445

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, Driveway, Paved, Other
Garages Number: 2

Parking Information
Parking Total Spaces: 10

Interior

Interior Information
Total Rooms: 7
Laundry Room Location: Main Level, First Floor
Laundry Room Info: Main Level
Interior Features: Security System
In-Law Apartment: Possible
Security System, Thermostat(s)
Fireplaces Total: 3
Cooling System: Central Air
Appliances Included: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 4

Bedroom Information
Beds Total: 3

Room Information
Room Count: 9
Basement Description: Full, Unfinished
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Vinyl Siding
Exterior Features: Porch-Heated, Porch-Enclosed, Hot Tub, French Doors, Patio

Lot Information
Lot Description: Secluded, Treed

Pool Information
Swimming Pool
Pool Description: Heated, Indoor Pool

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

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2398
Driveway Type: Private, Paved

Financial

Assessments Information
Assessed Value: $389,760

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Electric, Domestic
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
Middle Jr High School: Pearson
High School: Gilbert
Elementary School: Mary P. Hinsdale

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Lake, Library, Medical Facilities, Shopping/Mall
Directions: NAV Friendly
County: Litchfield

Public facts

Beds: 3
Baths: 3.5
Sq. Ft.: 2,398
Stories: 2.0
Lot Size: 3.22 acres
Style: Single Family Residential
Year Built: 1986
Year Renovated: —
County: Litchfield County
APN: 924445

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 • 2.3mi

The Gilbert School

Public 7-12 • Assigned • 2.5mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 92° expected this year, 16 days in 30 years

4/10 Wind Factor

21% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

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

$686,000 – $830,000

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Nearby similar homes

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New listings for sale in 06098

COMING SOON

$450,000

3 beds2 baths1,430 sq ft

130 Riverton Rd, Winsted, CT 06098

COMING SOON

$289,000

2 beds1 bath596 sq ft

347 W Wakefield Blvd, Winsted, CT 06098

$439,900

4 beds2 baths1,977 sq ft

136 Losaw Rd, Winsted, CT 06098

$319,900

2 beds2 baths1,192 sq ft

325 E Wakefield Blvd, Winsted, CT 06098

$325,000

4 beds2.5 baths2,257 sq ft

48 Center St, Winsted, CT 06098

$629,900

3 beds1.5 baths1,168 sq ft

837 E Wakefield Blvd, Winsted, CT 06098

COMING SOON

$309,900

2 beds2 baths1,346 sq ft

94 Colony Dr, Winsted, CT 06098

Home values near 417 Winchester Rd

Data from public records.

Address	Redfin Estimate
425 Winchester Road, Winsted, CT 4 Beds \| 1.5 Baths \| 1767 Sq. Ft.	$288,525
413 Winchester Road, Winsted, CT 4 Beds \| 3 Baths \| 2776 Sq. Ft.	$477,277

Address	Redfin Estimate
419 Winchester Road, Winsted, CT 3 Beds \| 2 Baths \| 1709 Sq. Ft.	$408,771
407 Winchester Road, Winsted, CT 2 Beds \| 1 Baths \| 1267 Sq. Ft.	$239,833

Address	Redfin Estimate
421 Winchester Road, Winsted, CT 2 Beds \| 2 Baths \| 1504 Sq. Ft.	$280,585
415 Winchester Road, Winsted, CT 2 Beds \| 1 Baths \| 1182 Sq. Ft.	$339,386

Property information provided by Smart MLS when last listed in 2024. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06098, CT

Sale history for 417 Winchester Rd

Tax history for 417 Winchester Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06098

Home values near 417 Winchester Rd

More real estate resources