282 & 260 Searles Road
Pomfret, Connecticut 06259
- Beds
- 4
- Baths
- 3 | 2
- SqFt
- 4,442
- Acres
- 53.00
- Year Built
- 2006
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
A rare and refined country estate offering privacy, luxury, and elegance on over 53 acres in scenic Pomfret. This extraordinary 4,442 sq ft custom, Tennessee fieldstone home includes 4 bedrooms and 5 baths-including a private in-law apartment/second primary suite with its own entrance. An additional 16+ acre building lot provides development potential. Surrounded by forest and adjacent to 175 acres of open space, this home sits high with long eastern views into RI! A 1,000 ft paved driveway leads past over 500 ft of hand-laid stone walls to the stunning residence, framed by 10" cedar columns and solid mahogany double doors. The interior exudes craftsmanship with 8' solid wood doors, mahogany floors, 12" triple crown molding, and Marvin windows throughout. The grand great room boasts 20' ceilings and a massive fieldstone fireplace, while the private office stuns with a redwood ceiling, fireplace, and custom cherry built-ins. The chef's kitchen features Viking and Meile appliances, granite counters, cherry details, and opens to a sunny morning room and expansive veranda. The primary suite is a retreat with vaulted ceilings, a luxurious spa bath, radiant heated travertine floors, custom vanities, arched alcoves, and dual walk-ins. Additional highlights include a 3-car garage with Spanish cedar doors, Sonos sound system, generator, 139-head irrigation system, and walk-up basement ready to finish. This is a one-of-a-kind legacy property -stately, expansive, and exquisitely built.
Key Facts
- City/Town
- Pomfret
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial,French
- Year Built
- 2006
- Days on Market
- 120 days
- Beds
- 4
- Baths
- 3 full · 2 half
- Living Area
- 4,442 sq ft
- Lot Size
- 53.00 acres
- Garage / Parking
- 3 garage · 7 total
- Property Taxes
- $16,656 / Annually
Market Snapshot
The Pomfret Market
Single Family · trailing 12 months
Active Listings
9
2 under contract
Median List Price
$799,900
9 active listings
Median Closed Price
$490,000
39 sales
Median Days on Market
63
9 active listings
Median $ / Sq Ft
$258
9 active listings
Sale-to-List Ratio
99.5%
39 sales
How this home compares
List Price
$2.95M
vs $799,900 median
3.7× the median
Price / Sq Ft
$664
vs $258 median
2.6× the median
Days on Market
120 days
vs 63 days median
57 days longer than median
Based on 9 active and 39 closed sales (trailing 12 mo) of single family in Pomfret. Source: SmartMLS · As of September 25, 2026.
Location
282 & 260 Searles Road, Pomfret, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$15,749
- Property Taxes$1,388
- Insurance$983
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Pomfret
- Neighborhood
- N/A
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Colonial,French
- Year Built
- 2006
- New Construction
- No/Resale
- Living Area
- 4,442 sq ft
Schools
- Elementary
- Pomfret Community
- Middle
- Per Board of Ed
- High
- Woodstock Academy
Interior
- Heating
- Hot AirRadiantOther
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Main Level
- Laundry Location
- Mud Room near Garage - Main Floor
- Appliances
- Cook TopWall OvenConvection OvenMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- FullConcrete Floor
- In-Law Apartment
- YesOver GarageSeparate Entry
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - Pre-wiredCentral VacuumOpen Floor PlanSecurity System
- Additional Rooms
- Foyer
- Accessibility
- Hard/Low Nap Floors
Exterior & Lot
- Lot Size
- 53.00 acres
- Zoning
- RR
- Garage / Parking
- 3 garage spaces7 total parking spacesAttached GaragePavedDrivewayPrivatePavedAsphalt
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Stone
- Color
- Brown
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Underground UtilitiesPorchGuttersGarden AreaLightingCovered DeckStone WallUnderground Sprinkler
- Lot Description
- SecludedRear LotBorders Open SpaceProfessionally Landscaped
Listing & Financials
- Property Taxes
- $16,656 / Annually
- Days on Market
- 120
- MLS #
- 24115278
- MLS Status
- Active
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Co-Listed By
Johnetta Smith
Berkshire Hathaway NE Prop.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/25/2026. 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 9/25/2026 at 7:55 PM UTC.