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Under contract
  • $2,995,000

    66 Bebbington Road, Ashford, CT 06278

    5beds
    5,977sqft
    : 
    Single Family Residence
    Built in 2003
    54.55 Acres Lot
    $2,727,900 Zestimate®
    $501/sqft
    $-- HOA

    What's special

    Gas fireplaceBeautiful fireplaceFront wrap around porchStone wallsRaised garden bedsIndoor riding arenaWalk-out basement
    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.
    226 days
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    116
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    4
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    Zillow last checked: 8 hours ago

    Listing updated: February 13, 2026 at 03:49pm

    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

    $2,727,900

    $2.59M - $2.86M

    $6,583/mo

    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
    YearProperty taxesTax assessment
    2025$15,674 +5.9%$430,850
    2024$14,804 +3.8%$430,850
    2023$14,257 +2.5%$430,850
    2022$13,904 -4.9%$430,850 +7.2%
    2021$14,615 -1.3%$401,840
    2020$14,804 +3.9%$401,840
    2019$14,249 +2%$401,840
    2018$13,972 +1.2%$401,840
    2017$13,811 +24.2%$401,840 +17%
    2016$11,119 $343,500

    Find assessor info on the county website

    BuyAbility℠ payment

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

      Climate risks

      Neighborhood: 06278

      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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