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Under contract
  • $2,995,000

    66-86 Bebbington Road, Ashford, CT 06278

    5beds
    5,977sqft
    : 
    Single Family Residence
    Built in 2003
    54.55 Acres Lot
    $1,628,800 Zestimate®
    $501/sqft
    $-- HOA

    What's special

    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.
    264 days
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    32
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    1
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    Zillow last checked: 7 hours ago

    Listing updated: March 18, 2026 at 07:21pm

    Listed by:

    Kiara C. Rusconi (860)573-3382,

    William Raveis Real Estate 860-633-0111

    Source: Smart MLS,MLS#: 24101226MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Exercise Room, Laundry, Staff Quarters, Workshop
      Primary bedroom
      • Features: Remodeled, High Ceilings, Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Main
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bathroom
      • Features: Tub w/Shower, Tile Floor
      • Level: Upper
      Bathroom
      • Features: Remodeled, Stall Shower, Marble Floor
      • Level: Upper
      Dining room
      • Features: Bay/Bow Window, High Ceilings, Balcony/Deck, Sliders, Hardwood Floor
      • Level: Main
      Kitchen
      • Features: High Ceilings, Balcony/Deck, Breakfast Bar, Granite Counters, Dining Area, Tile Floor
      • Level: Main
      Kitchen
      • Features: Kitchen Island, Tile Floor
      • Level: Upper
      Living room
      • Features: High Ceilings, Balcony/Deck, Built-in Features, Gas Log Fireplace, Sliders, Hardwood Floor
      • Level: Main
      Living room
      • Features: Balcony/Deck, Built-in Features, Combination Liv/Din Rm, Gas Log Fireplace, Hardwood Floor
      • Level: Upper
      Office
      • Features: High Ceilings, Balcony/Deck, Sliders, Hardwood Floor
      • Level: Main
      Rec play room
      • Features: Wall/Wall Carpet
      • Level: Lower
      Other
      • Features: Dining Area, Full Bath, Patio/Terrace, Sliders, Wall/Wall Carpet, Tile Floor
      • Level: Lower
      Heating
      • Gas on Gas, Zoned
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Oven/Range, Microwave, Refrigerator, Freezer, Ice Maker, Dishwasher, Washer, Dryer, Gas Water Heater, Water Heater
      • Laundry: Main Level
      Features
      • Open Floorplan, Entrance Foyer, In-Law Floorplan
      • Windows: Thermopane Windows
      • Basement: Full,Heated,Storage Space,Apartment,Interior Entry,Partially Finished
      • Attic: Pull Down Stairs
      • Number of fireplaces: 2
      • Fireplace features: Insert
      Interior area
      • Total structure area: 5,977
      • Total interior livable area: 5,977 sqft
      • Finished area above ground: 4,475
      • Finished area below ground: 1,502

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached, Garage Door Opener
      • Attached garage spaces: 2
      Features
      • Patio & porch: Wrap Around, Patio, Porch
      • Exterior features: Garden, Stone Wall
      • Has private pool: Yes
      • Pool features: Gunite, Heated, In Ground
      • Fencing: Wood,Partial,Stone
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      • Waterfront features: Waterfront, Pond, Walk to Water, Access
      Lot
      • Size: 54.55 Acres
      • Features: Few Trees, Farm, Cleared, Landscaped, Rolling Slope
      Details
      • Additional structures: Barn(s), Shed(s), Stable(s)
      • Parcel number: 1669461
      • Zoning: RA
      • Other equipment: Generator
      • Horses can be raised: Yes
      • Horse amenities: Paddocks

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial,Barn
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding, Metal Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 2003

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Cable Available
      Green energy
      • Energy efficient items: Windows

      Community & HOA

      Community
      • Features: Lake, Park, Stables/Riding
      HOA
      • Has HOA: No
      Location
      • Region: Ashford

      Financial & listing details

      • Price per square foot: $501/sqft
      • Tax assessed value: $1,007,930
      • Annual tax amount: $15,812
      • Date on market: 7/8/2025
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        Estimated market value

        $1,628,800

        $1.35M - $1.97M

        Not available

        Price history

        Price history
        DateEventPrice
        2/13/2026Pending sale$2,995,000$501/sqft
        Source: Smart MLS #24101226 Report a problem
        7/8/2025Listed for sale$2,995,000$501/sqft
        Source: Smart MLS #24101226 Report a problem

        Public tax history

        Public tax history
        Tax history is unavailable.

        BuyAbility℠ payment

        Est. payment
        $19,663/mo
        Principal & interest
        $15445
        Property taxes
        $4218
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          Climate risks

          Neighborhood: 06278

          Getting around

          0 / 100
          Car-Dependent
          12 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Ashford

          Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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