99 Pine Hill Road
Thomaston, Connecticut 06787
- Beds
- 3
- Baths
- 1
- SqFt
- 1,032
- Acres
- 0.12
- Year Built
- 1900
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to 99 Pine Hill Road, a welcoming 3-bedroom, 1-bath cape offering a thoughtfully updated interior and plenty of additional living space. Recent improvements include new stainless steel appliances, fresh neutral paint colors, new vinyl flooring, and a fully renovated bathroom, giving the home a fresh, move-in-ready feel. The lower level features approximately 900 SF of finished space, providing excellent flexibility for a family room, home office, recreation area, or additional living space. Updated mechanicals include an efficient tankless COMBI boiler providing heat and hot water. Outside, the lightly wooded backyard offers a comfortable sense of privacy, while the generously sized driveway provides ample off-street parking. Conveniently located near Black Rock State Park for hiking, swimming, and outdoor recreation, with easy access to major highways for commuting and everyday conveniences. A great opportunity for first-time buyers seeking an updated, well-maintained home in a desirable Thomaston location.
Key Facts
- City/Town
- Thomaston
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1900
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 1 full
- Living Area
- 1,032 sq ft
- Lot Size
- 0.12 acres
- Garage / Parking
- 5 total
- Property Taxes
- $3,642 / Annually
Market Snapshot
The Thomaston Market
Single Family · trailing 12 months
Active Listings
9
11 under contract
Median List Price
$329,900
9 active listings
Median Closed Price
$340,000
67 sales
Median Days on Market
23
9 active listings
Median $ / Sq Ft
$228
9 active listings
Sale-to-List Ratio
100.0%
67 sales
How this home compares
List Price
$289,900
vs $329,900 median
12.1% below median
Price / Sq Ft
$281
vs $228 median
23.2% above median
Days on Market
0 days
vs 23 days median
23 days fresher than median
Based on 9 active and 67 closed sales (trailing 12 mo) of single family in Thomaston. Source: SmartMLS · As of August 7, 2026.
Location
99 Pine Hill Road, Thomaston, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 6, 2026per month
- Principal & Interest$1,495
- Property Taxes$304
- Insurance$97
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Thomaston
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1900
- New Construction
- No/Resale
- Living Area
- 1,032 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Window Unit
- Laundry
- Lower Level
- Appliances
- Gas RangeOven/RangeMicrowaveRefrigerator
- Basement
- FullFully Finished
Exterior & Lot
- Lot Size
- 0.12 acres
- Zoning
- RA15
- Garage / Parking
- 5 total parking spacesDrivewayPavedOff Street ParkingPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- tan
- Roof
- Asphalt Shingle
- Foundation
- BlockConcrete
- Exterior Features
- GuttersLighting
- Lot Description
- Lightly WoodedLevel Lot
Listing & Financials
- Property Taxes
- $3,642 / Annually
- Days on Market
- 0
- MLS #
- 24197533
- 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 8/7/2026. 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 8/7/2026 at 7:16 PM UTC.