Distinctive Country Estate with Two Homes on 9.6 Rolling Acres Set amid 9.6 picturesque country acres, this unique property offers two homes and endless potential. The stone and stucco main residence features eight spacious rooms, including four bedrooms and four fireplaces, blending classic character with old-world charm. Rolling open land and mature trees surround the home, providing an ideal setting for a private country retreat, family compound, or restoration project. The detached 843 sq. ft., two-story guest house adds exceptional versatility-perfect for extended family, rental income, or a studio/workshop.P Restoration to the main house would include a new heating system, bathroom updates, fresh painting, and roof repair, offering an excellent opportunity to create a stunning showcase estate tailored to your taste. A rare find with remarkable potential-bring your vision and transform this classic country property into a timeless treasure.
Sold for $440,000
$440,000
440 Platt Hill Road, Winchester, CT 06098
4beds
3,416sqft
Single Family Residence
Built in 1917
9.6 Acres Lot
$565,300 Zestimate®
$129/sqft
$4,228 Estimated rent
Home value
$565,300
$464,000 - $684,000
$4,228/mo
Zestimate® history
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List your homeWhat's special
Four fireplacesMature treesPrivate country retreatFour bedroomsEight spacious roomsRolling acres
Zillow last checked:
Listing updated:
Listed by:
David D'Amore (860)485-3508,
Northwest CT Realty 860-379-7245
Bought with:
Bruce Bernier, RES.0814247
Coldwell Banker Realty
Source: Smart MLS,MLS#: 24132598
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Solarium, Wine Cellar
Primary bedroom
- Level: Upper
- Area: 238 Square Feet
- Dimensions: 17 x 14
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 238 Square Feet
- Dimensions: 17 x 14
Bedroom
- Level: Upper
- Area: 224 Square Feet
- Dimensions: 16 x 14
Bedroom
- Level: Upper
- Area: 196 Square Feet
- Dimensions: 14 x 14
Bathroom
- Features: Laundry Hookup
- Level: Main
Bathroom
- Level: Upper
Bathroom
- Level: Upper
Dining room
- Features: Bookcases, Fireplace, Hardwood Floor
- Level: Main
- Area: 208 Square Feet
- Dimensions: 16 x 13
Family room
- Features: Fireplace, French Doors, Concrete Floor
- Level: Main
- Area: 345 Square Feet
- Dimensions: 23 x 15
Kitchen
- Features: Built-in Features, Country, Eating Space, Pantry
- Level: Main
- Area: 272 Square Feet
- Dimensions: 17 x 16
Library
- Features: Fireplace, Stone Floor
- Level: Main
- Area: 180 Square Feet
- Dimensions: 15 x 12
Living room
- Features: Bookcases, Fireplace, French Doors, Hardwood Floor
- Level: Main
- Area: 520 Square Feet
- Dimensions: 26 x 20
Other
- Level: Upper
- Area: 368 Square Feet
- Dimensions: 23 x 16
Sun room
- Features: Concrete Floor
- Level: Main
- Area: 192 Square Feet
- Dimensions: 12 x 16
Heating
- Radiator, Oil
Cooling
- None
Appliances
- Included: Electric Range, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater
- Laundry: Main Level
Features
- Entrance Foyer
- Doors: French Doors
- Basement: Full,Unfinished
- Attic: Access Via Hatch
- Number of fireplaces: 4
Interior area
- Total structure area: 3,416
- Total interior livable area: 3,416 sqft
- Finished area above ground: 3,416
Property
Parking
- Total spaces: 4
- Parking features: Tandem, Detached
- Garage spaces: 4
Features
- Patio & porch: Enclosed, Terrace, Porch, Patio
- Exterior features: Garden, Stone Wall
Lot
- Size: 9.6 Acres
- Features: Few Trees, Level, Open Lot
Details
- Additional structures: Shed(s), Guest House
- Parcel number: 925444
- Zoning: RU-1
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Chateau,European
- Property subtype: Single Family Residence
Materials
- Stone, Stucco
- Foundation: Concrete Perimeter
- Roof: Slate
Condition
- New construction: No
- Year built: 1917
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Available
Community & HOA
Community
- Features: Golf, Lake, Library, Medical Facilities, Park, Public Rec Facilities, Shopping/Mall
- Subdivision: Winchester Center
HOA
- Has HOA: No
Location
- Region: Winsted
Financial & listing details
- Price per square foot: $129/sqft
- Tax assessed value: $404,670
- Annual tax amount: $11,804
- Date on market: 10/17/2025
Price history
| Date | Event | Price |
|---|---|---|
| 2/6/2026 | Sold | $440,000-12%$129/sqft |
Source:  Smart MLS #24132598 Report a problem | ||
| 2/5/2026 | Pending sale | $500,000$146/sqft |
Source: Smart MLS #24132598 Report a problem | ||
| 10/17/2025 | Listed for sale | $500,000$146/sqft |
Source: Smart MLS #24132598 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $11,804 +10.5% | $404,670 |
| 2024 | $10,679 | $404,670 |
| 2023 | $10,679 +5.8% | $404,670 +34.5% |
| 2022 | $10,091 | $300,860 |
| 2021 | $10,091 | $300,860 |
| 2020 | $10,091 | $300,860 |
| 2019 | $10,091 | $300,860 |
| 2018 | $10,091 +2.8% | $300,860 +2.8% |
| 2017 | $9,814 | $292,600 |
| 2016 | $9,814 +2.6% | $292,600 |
| 2015 | $9,568 +2.5% | $292,600 |
| 2014 | $9,337 +2.3% | $292,600 |
| 2013 | $9,129 -2.6% | $292,600 -20.6% |
| 2012 | $9,369 | $368,410 |
| 2011 | $9,369 -1% | $368,410 -1% |
| 2010 | $9,463 +3.1% | $372,120 |
| 2009 | $9,180 | $372,120 |
| 2008 | $9,180 +15.6% | $372,120 +60.6% |
| 2007 | $7,943 +2.8% | $231,770 |
| 2006 | $7,727 +1.1% | $231,770 |
| 2005 | $7,644 +9.5% | $231,770 |
| 2003 | $6,981 +15% | $231,770 +5.2% |
| 1995 | $6,072 | $220,330 |
Find assessor info on the county website
Neighborhood: 06098
Nearby homes
- $561,1004 bd3 ba2.9k sqft442 Platt Hill Rd, Winsted, CT 06098Off Market
- $474,9005 bd3 ba3.4k sqft441 Platt Hill Rd, Winsted, CT 06098Pending
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Nearby schools
GreatSchools rating
- NABatcheller Early Education CenterGrades: PK-2Distance: 2.6 mi
- NAPearson AcademyGrades: Distance: 3.3 mi
- 6/10Pearson Middle SchoolGrades: 2-6Distance: 3.3 mi
Schools provided by the listing agent
- High: Gilbert
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Litchfield County
- Winchester
- 06098
- 440 Platt Hill Road
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