88 Winthrop Road
Chester, Connecticut 06412
- Beds
- 0
- Baths
- 0
- SqFt
- —
- Acres
- 33.97
- Property Type
- Land
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Almost 34 acres abutting State forest. Great potential for a horse property with direct access to trails. House and outbuildings on property need renovations.
Key Facts
- City/Town
- Chester
- Neighborhood
- N/A
- Property Type
- Land
- Days on Market
- 0 days
- Beds
- 0
- Baths
- 0 baths
- Lot Size
- 33.97 acres
- Property Taxes
- $8,198 / Annually
Market Snapshot
The Chester Market
Land · trailing 12 months
Active Listings
2
1 under contract
Median List Price
$362,500
2 active listings
Median Closed Price
$225,000
1 sale
Median Days on Market
72
2 active listings
Median $ / Sq Ft
--
2 active listings
Sale-to-List Ratio
94.3%
1 sale
How this home compares
List Price
$650,000
vs $362,500 median
79.3% above median
Price / Sq Ft
--
Median unavailable
Limited comparable data
Days on Market
0 days
vs 72 days median
72 days fresher than median
Based on 2 active and 1 closed sales (trailing 12 mo) of land in Chester. Source: SmartMLS · As of August 24, 2026.
Location
88 Winthrop Road, Chester, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 20, 2026per month
- Principal & Interest$3,338
- Property Taxes$683
- Insurance$217
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Chester
- Neighborhood
- N/A
- County
- Middlesex
Residence
- Property Type
- Land
- Subtype
- SingleFamilyResidence
Schools
- Elementary
- Chester
- High
- Per Board of Ed
Exterior & Lot
- Lot Size
- 33.97 acres
- Zoning
- R-2
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Lot Description
- SecludedSome WetlandsTreedLevel Lot
Listing & Financials
- Property Taxes
- $8,198 / Annually
- Days on Market
- 0
- MLS #
- 24201493
- 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 8/24/2026. 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 8/24/2026 at 8:45 PM UTC.