40 Searles Road
Pomfret, Connecticut 06259
- Beds
- 5
- Baths
- 2 | 1
- SqFt
- 4,356
- Acres
- 24.80
- Year Built
- 1988
- Neighborhood
- Pomfret Center
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Set on nearly 25 private acres in Pomfret, this well maintained and upgraded 3,343 sq ft home offers space, privacy and incredible recreational potential. Features include a 3-car attached garage with an attached workspace, primary suite w/private balcony & jetted tub, central air, ducted heat, a whole-house generator and a heated/cooled basement offering an easy path to additional finished space and extra bedroom potential. Inside, enjoy a beautiful stone fireplace with wood-stove insert, while a screened porch off the dining room overlooks a wooded setting. Extensive covered deck space provides even more outdoor living, including the current hot tub, which is included. A detached, fully insulated and heated garage/workshop with a full 16' door provides exceptional space for vehicles, equipment, hobbies or storage. Established riding and walking trails wind throughout the acreage. The property also features a former in-ground pool with potential for restoration and a former ice rink/tennis/pickleball court ready to be brought back to life. An ideal setting for a private retreat or a horse farm, with abundant space for recreation, equipment, toys and outdoor living. Ideal for anyone seeking a serious workshop, trail riding, outdoor entertaining and room to spread out. A rare combination of acreage, recreation, storage, privacy and flexible space. Conveniently located under 30 miles from Providence, 34 miles from Foxwoods and Mohegan Sun with easy access to I-395.
Key Facts
- City/Town
- Pomfret
- Neighborhood
- Pomfret Center
- Property / Style
- Single Family · Contemporary
- Year Built
- 1988
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 2 full · 1 half
- Living Area
- 4,356 sq ft
- Lot Size
- 24.80 acres
- Garage / Parking
- 4 garage
- Property Taxes
- $8,729 / Annually
Market Snapshot
The Pomfret Market
Single Family · trailing 12 months
Active Listings
8
2 under contract
Median List Price
$789,900
8 active listings
Median Closed Price
$490,000
39 sales
Median Days on Market
50
8 active listings
Median $ / Sq Ft
$263
8 active listings
Sale-to-List Ratio
99.5%
39 sales
How this home compares
List Price
$779,900
vs $789,900 median
In line with median
Price / Sq Ft
$179
vs $263 median
31.9% below median
Days on Market
0 days
vs 50 days median
50 days fresher than median
Based on 8 active and 39 closed sales (trailing 12 mo) of single family in Pomfret. Source: SmartMLS · As of September 7, 2026.
Location
40 Searles Road, Pomfret, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 3, 2026per month
- Principal & Interest$4,030
- Property Taxes$727
- Insurance$260
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Pomfret
- Neighborhood
- Pomfret Center
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Contemporary
- Year Built
- 1988
- New Construction
- No/Resale
- Living Area
- 4,356 sq ft
- Below Grade
- 1,013 sq ft
Schools
- Elementary
- Pomfret Community
- Middle
- Per Board of Ed
- High
- Woodstock Academy
Interior
- Heating
- Hot AirWood/Coal StoveZonedOther
- Heat Fuel
- OilPropaneWoodOther
- Cooling
- Ceiling FansCentral AirSplit SystemZoned
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- Off of the kitchen.
- Appliances
- Oven/RangeMicrowaveRange HoodRefrigeratorFreezerDishwasherDisposalCompactorWasherDryer
- Basement
- FullHeatedGarage AccessInterior AccessPartially FinishedConcrete FloorFull With Walk-Out
- In-Law Apartment
- No
- Interior Features
- Audio SystemAuto Garage Door OpenerCentral VacuumHumidifierSecurity System
- Additional Rooms
- Bonus RoomBreezewayExercise RoomFoyerGreenhouseGymLaundry RoomMud RoomSitting RoomWorkshop
- Accessibility
- 32" Minimum Door Widths,Hallways 36+ Inches Wide,Raised Toilet,Remote Devices
Exterior & Lot
- Lot Size
- 24.80 acres
- Zoning
- RR
- Garage / Parking
- 4 garage spacesBarnAttached GarageDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Water SystemPrivate Well
- Sewer
- Septic
- Flood Zone
- No
- Pool
- HeatedPool HouseSafety FenceIn Ground Pool
- Construction
- Wood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-Wrap AroundPorch-ScreenedPorch-EnclosedWrap Around DeckBarnHot TubBalconyUnderground UtilitiesTennis CourtPorchGarden AreaCovered Deck
- Lot Description
- SecludedAdditional Land Avail.Lightly WoodedDryLevel LotSloping Lot
Listing & Financials
- Property Taxes
- $8,729 / Annually
- Days on Market
- 0
- MLS #
- 24202466
- MLS Status
- Active
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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 9/7/2026. 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 9/7/2026 at 9:45 AM UTC.