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66 Bebbington Road

Ashford, CT 06278
  • $2,995,000
  • STATUS: Active Under Contract
  • ON SITE: 198 Days
  • MLS #: 24101226
Under Contract
UPDATED: 38 min ago
$2,995,000
  • 5
    BEDS
  • 54.55
    ACRES
  • 4
    BATHS
  • 1
    1/2 BATHS
  • 33,904
    SQFT
  • $88
    $/SQFT
Type:
Single-Family Home
Built:
2003
County:
Area:

School Information

Elementary School:
Middle School:
High School:

Description

PROMINENT 55-ACRE EQUESTRIAN FACILITY w/PRIMARY 6,000SF RESIDENCE w/2 APARTMENTS! Nestled amid a peaceful countryside, this exceptional horse property presents a rare opportunity to acquire a versatile estate that seamlessly combines elegant residential living w/impressive equestrian facilities. A turnkey sanctuary for those seeking solitude, sophistication, & functionality. A private gated entry welcomes you w/both security & a sense of arrival. A front wrap around porch beckons. Stepping inside, you're greeted by 9' ceilings & hardwood floors lending continuity to the gracious open floor plan. Formal dining room offers elegant space for special occasions. Multiple sliding glass doors accentuate an indoor/outdoor flow. Adjacent living areas provide a cozy retreat for relaxation by the beautiful fireplace, balanced by surrounding built-ins. Kitchen is a central hub w/custom wood cabinetry, generous granite-topped counter space, & breakfast nook. The main level primary bedroom offers a welcoming refuse from long days. Fully remodeled, the primary bath is well-appointed w/whirlpool tub, glass walk-in shower, double vanity, additional closets, & large picture window. Main level continues w/dedicated home office, powder room, laundry room, & access to oversized attached 2-car garage. The owner's residence further expands upstairs to 2 add. sizeable bedrooms serviced by another full bath. The upper level is also home to the first of 2 fully independent apartments. *CONTINUED* Limitless versatility for family use, guest lodging, or operational staff accommodations. Privacy & independence is magnified w/stairs leading up to its own entry, also w/interior access. Truly another home within the house, the apartment features wide-plank hardwood floors, open concept floor layout, fieldstone gas fireplace, built-in bookcases, kitchen w/island, dining area, 2 bedrooms, & updated marble tile bath. The LL adds over 1,500sf of further finished living space, ideal for rec room, gym, media room, & w/ample storage. 2nd full apartment, w/walk-out basement sliding door access, is made efficient w/kitchenette, living room, full bath, bedroom, & another room that serves as overflow sleeping or office. The exterior grounds unfold to celebrate the relationship between land & lifestyle. Raised garden beds grow herbs, veggies, & seasonal blooms. Soak in summer afternoons w/glimmering heated gunite pool. Groomed paths weave along open hay fields & past spring-fed ponds. Flanked by verdant pastures, paddocks, endless stone walls & professional landscaping, the property's greatest amenity may be the setting itself. Whether you ride competitively or simply appreciate the daily rhythm of life w/horses, this land supports every stride. This standout facility has been a well-established premier boarding & training destination in CT for over 20 years. King Construction built 26-stall heated barn designed w/wide center aisles, 4 wash stalls w/hot water & overhead heat lamps, 2 heated tack rooms, heated viewing lounge, heated locker room, laundry room, & full bath. Roomy matted stalls w/windows. 100'x200' indoor riding arena w/premium footing & overhead mist sprinkler system. Grounds include 100'x200' outdoor riding ring w/auto sprinkler system, 15+ large grass paddocks, round pen, & grand prix/hunt field. Security system provides extra safety & exclusivity. Altogether, the estate strikes a delicate balance of residential comfort rooted in luxury, rural beauty engineered for real life, & an equestrian facility that brings passion home.

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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc. Data last updated: 2026-01-23T15:10:09.32.
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66 Bebbington Road Ashford, CT 06278

  • Price: $2,995,000
  • Status: Active Under Contract
  • On Site: 198 Days
  • Updated: 38 min ago
  • MLS #: 24101226
5
Beds
4
Baths
1
½ Baths
54.55
Acres
33,904
SQFT
$88
$/SQFT
2003
Built
County:
Windham
Area:
Ashford
Elementary School:
Ashford
Middle School:
per board of ed
High School:
per board of ed
Property Description
PROMINENT 55-ACRE EQUESTRIAN FACILITY w/PRIMARY 6,000SF RESIDENCE w/2 APARTMENTS! Nestled amid a peaceful countryside, this exceptional horse property presents a rare opportunity to acquire a versatile estate that seamlessly combines elegant residential living w/impressive equestrian facilities. A turnkey sanctuary for those seeking solitude, sophistication, & functionality. A private gated entry welcomes you w/both security & a sense of arrival. A front wrap around porch beckons. Stepping inside, you're greeted by 9' ceilings & hardwood floors lending continuity to the gracious open floor plan. Formal dining room offers elegant space for special occasions. Multiple sliding glass doors accentuate an indoor/outdoor flow. Adjacent living areas provide a cozy retreat for relaxation by the beautiful fireplace, balanced by surrounding built-ins. Kitchen is a central hub w/custom wood cabinetry, generous granite-topped counter space, & breakfast nook. The main level primary bedroom offers a welcoming refuse from long days. Fully remodeled, the primary bath is well-appointed w/whirlpool tub, glass walk-in shower, double vanity, additional closets, & large picture window. Main level continues w/dedicated home office, powder room, laundry room, & access to oversized attached 2-car garage. The owner's residence further expands upstairs to 2 add. sizeable bedrooms serviced by another full bath. The upper level is also home to the first of 2 fully independent apartments. *CONTINUED* Limitless versatility for family use, guest lodging, or operational staff accommodations. Privacy & independence is magnified w/stairs leading up to its own entry, also w/interior access. Truly another home within the house, the apartment features wide-plank hardwood floors, open concept floor layout, fieldstone gas fireplace, built-in bookcases, kitchen w/island, dining area, 2 bedrooms, & updated marble tile bath. The LL adds over 1,500sf of further finished living space, ideal for rec room, gym, media room, & w/ample storage. 2nd full apartment, w/walk-out basement sliding door access, is made efficient w/kitchenette, living room, full bath, bedroom, & another room that serves as overflow sleeping or office. The exterior grounds unfold to celebrate the relationship between land & lifestyle. Raised garden beds grow herbs, veggies, & seasonal blooms. Soak in summer afternoons w/glimmering heated gunite pool. Groomed paths weave along open hay fields & past spring-fed ponds. Flanked by verdant pastures, paddocks, endless stone walls & professional landscaping, the property's greatest amenity may be the setting itself. Whether you ride competitively or simply appreciate the daily rhythm of life w/horses, this land supports every stride. This standout facility has been a well-established premier boarding & training destination in CT for over 20 years. King Construction built 26-stall heated barn designed w/wide center aisles, 4 wash stalls w/hot water & overhead heat lamps, 2 heated tack rooms, heated viewing lounge, heated locker room, laundry room, & full bath. Roomy matted stalls w/windows. 100'x200' indoor riding arena w/premium footing & overhead mist sprinkler system. Grounds include 100'x200' outdoor riding ring w/auto sprinkler system, 15+ large grass paddocks, round pen, & grand prix/hunt field. Security system provides extra safety & exclusivity. Altogether, the estate strikes a delicate balance of residential comfort rooted in luxury, rural beauty engineered for real life, & an equestrian facility that brings passion home.
Exterior Features

Color Yellow (House); Whit Direct Waterfront YN Yes Exterior Features Wrap Around DeckBarnPatioShedPorchGarden AreaStableStone WallPaddock Exterior Siding Vinyl SidingMetal Garage And Parking Attached Garage Lot Description Fence - WoodFence - PartialFence - StoneLightly WoodedFarm LandClearedProfessionally LandscapedRolling Nearby Amenities LakeParkStables/Riding Pool Description GuniteHeatedIn Ground Pool Roof Information Asphalt Shingle Style ColonialBarn Swimming Pool YN Yes Waterfront Description PondWalk to WaterViewAccess

Interior Features

Appliances Included Oven/RangeMicrowaveRefrigeratorFreezerIcemakerDishwasherWasherDryer Attic Description Pull-Down Stairs Attic YN Yes Basement Description FullHeatedStorageApartmentInterior AccessPartially FinishedFull With Walk-Out Cooling System Central AirZoned Fireplaces Total 2 Heat Type Gas on GasZoned In Law Access Lower LevelUpper Level In Law Apartment Yes Interior Features Auto Garage Door OpenerCable - AvailableOpen Floor Plan Laundry Room Info Main Level Laundry Room Location Laundry Room w/Built-ins & Sink Rooms Full Bath (Upper Level Tub w/ShowerTile Floor) Living Room (Main Level 9 ft+ CeilingsBalcony/DeckBuilt-InsGas Log FireplaceSlidersHardwood Floor) Bedroom (Upper Level Hardwood Floor) Living Room (Upper Level Balcony/DeckBuilt-InsCombination Liv/Din RmGas Log FireplaceHardwood Floor) Full Bath (Upper Level RemodeledStall ShowerMarble Floor) Studio Apt (Lower Level Dining AreaFull BathPatio/TerraceSlidersWall/Wall CarpetTile Floor) Office (Main Level 9 ft+ CeilingsBa Rooms Additional Exercise RoomFoyerLaundry RoomStaff QuartersWorkshop Sq Ft Est Heated Above Grade 4475 Sq Ft Est Heated Below Grade 1502 Sq Ft Total 5977 Total Rooms 13

Property Features

Agent Owner YN No Bank Owned Property No Energy Features Fireplace InsertGeneratorThermopane Windows Flood Zone YN No Foundation Type Concrete Home Owners Assocation No Home Warranty Offered YN No Hot Water Description Natural GasDomestic Intermediate School Per Board of Ed New Construction Type No/Resale Potential Short Sale No Property Info Horse Property Sewage System Septic Tax Year July 2025-June 2026 Under Agreement Yn No Water Source Private Well Zoning RA

Listing information © 2026 Smart MLS
Listing provided courtesy of Kiara Rusconi of William Raveis Real Estate: (860) 633-0111.


The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc. Data last updated: 2026-01-23T15:10:09.32.
 
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Tim Dent Team | Coldwell Banker Realty
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Ridgefield CT, 06877