476 Reaching Hill Road
Winchester, Connecticut 06098
- Beds
- 0
- Baths
- 0
- SqFt
- —
- Acres
- 32.00
- Property Type
- Land

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Bring your vision to life on this versatile parcel offering endless possibilities for residential, farming, or equestrian use. The property features mostly open land, making it ideal for farming, horses, or building your dream home. Existing improvements include a barn, horse stables, and a riding arena, providing an excellent setup for equestrian enthusiasts or those looking to establish a hobby farm. Enjoy the flexibility and open space this unique property has to offer while creating the lifestyle you've been dreaming of. This parcel can be purchased with parcel 1: 435 Platt Hilld Road, MLS #24217754, and parcel 3: 476 Reaching Hill Road, MLS #24217750.
Key Facts
- City/Town
- Winchester
- Neighborhood
- N/A
- Property Type
- Land
- Days on Market
- 0 days
- Beds
- 0
- Baths
- 0 baths
- Lot Size
- 32.00 acres
- Property Taxes
- $2,106 / Annually
Market Snapshot
The Winchester Market
Land · trailing 12 months
Active Listings
13
2 under contract
Median List Price
$199,000
13 active listings
Median Closed Price
$36,750
14 sales
Median Days on Market
116
13 active listings
Median $ / Sq Ft
--
13 active listings
Sale-to-List Ratio
92.1%
14 sales
How this home compares
List Price
$150,000
vs $199,000 median
24.6% below median
Price / Sq Ft
--
Median unavailable
Limited comparable data
Days on Market
0 days
vs 116 days median
116 days fresher than median
Based on 13 active and 14 closed sales (trailing 12 mo) of land in Winchester. Source: SmartMLS · As of November 4, 2026.
Location
476 Reaching Hill Road, Winchester, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$818
- Property Taxes$176
- Insurance$50
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Winchester
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Land
- Subtype
- SingleFamilyResidence
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Exterior & Lot
- Lot Size
- 32.00 acres
- Zoning
- RR
- Waterfront Details
- Not Applicable
- Water Source
- None
- Sewer
- None
- Lot Description
- TreedRockySloping Lot
Listing & Financials
- Property Taxes
- $2,106 / Annually
- Days on Market
- 0
- MLS #
- 24217750
- MLS Status
- Active
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/4/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 11/4/2026 at 4:25 PM UTC.