317 Bebbington Road
Ashford, Connecticut 06278
Reduced from $2,500,000
- Beds
- 0
- Baths
- 0
- SqFt
- —
- Acres
- 153.10
- Property Type
- Land

Matt Caiola
Luxury Real Estate Advisor
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About This Home
CROOKES ORCHARD - A LEGACY FARM OF EXTRAORDINARY BEAUTY AND OPPORTUNITY! One of Northeast Connecticut's most beloved agricultural destinations, presents an exceptionally rare opportunity to acquire 153 contiguous acres of working orchard, farmland, & scenic countryside. The property encompasses approximately 32 acres of improved cropland w/sprawling hay fields, picturesque ponds, & Bebbington Brook winding through the landscape, all abutting State Forest & Joshua's Trust protected land. More than 6,000 fruit trees, including 1,200 newly planted, yield 28 heirloom varieties of apples, peaches, & Asian pears. Carefully maintained orchard rows are supported by irrigation systems, while approximately 7 acres are enclosed by new 8-foot deer fencing w/3 double gates. A vibrant dahlia field further enhances the property's beauty & seasonal appeal. At the heart of the farm is the beautifully remodeled 3,601 SF retail farm store, long celebrated for its "Pick Your Own" traditions & broad assortment of locally grown & produced goods. Recent improvements include a turnkey commercial bakery, 2 walk-in coolers, updated office & restroom facilities, new HVAC, new roofs, partially replaced siding, new exterior doors, stone patios, and freshly painted exteriors. An attached glass greenhouse & additional hoop houses significantly extend the growing season. ***CONTINUE READING***
Key Facts
- City/Town
- Ashford
- Property Type
- Land
- Days on Market
- 31 days
- Beds
- 0
- Baths
- 0 baths
- Lot Size
- 153.10 acres
- Property Taxes
- $7,013 / Annually
Market Snapshot
The Ashford Market
Land · trailing 12 months
Active Listings
2
Ashford inventory
Median List Price
$1.06M
2 active listings
Median Closed Price
$80,000
5 sales
Median Days on Market
33
2 active listings
Median $ / Sq Ft
--
2 active listings
Sale-to-List Ratio
91.4%
5 sales
How this home compares
List Price
$2.00M
vs $1.06M median
88.2% above median
Price / Sq Ft
--
Median unavailable
Limited comparable data
Days on Market
31 days
vs 33 days median
2 days fresher than median
Based on 2 active and 5 closed sales (trailing 12 mo) of land in Ashford. Source: SmartMLS · As of July 28, 2026.
Location
317 Bebbington Road, Ashford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$10,172
- Property Taxes$584
- Insurance$665
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Ashford
- County
- Windham
Residence
- Property Type
- Land
- Subtype
- Agriculture
Exterior & Lot
- Lot Size
- 153.10 acres
- Zoning
- RA
- Waterfront
- Direct waterfront
- Waterfront Details
- BrookViewAccess
- Water Source
- Private Well
- Sewer
- SepticSeptic Required
- Lot Description
- Some WetlandsTreedFarm LandBorders Open SpaceClearedRolling
Listing & Financials
- Property Taxes
- $7,013 / Annually
- Days on Market
- 31
- MLS #
- 24186879
- 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 7/28/2026. 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 7/28/2026 at 6:05 AM UTC.