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.
Under contract
$2,995,000
66 Bebbington Road, Ashford, CT 06278
5beds
5,977sqft
Est.:
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
- 226 days |
- 116 |
- 4 |
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#: 24101226
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
Estimated market value
$2,727,900
$2.59M - $2.86M
$6,583/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 2/13/2026 | Pending sale | $2,995,000$501/sqft |
Source: | ||
| 7/8/2025 | Listed for sale | $2,995,000$501/sqft |
Source: | ||
Public tax history
Public tax history
| Year | Property taxes | Tax 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
- 4/10Ashford SchoolGrades: PK-8Distance: 2.7 mi
- 8/10E. O. Smith High SchoolGrades: 9-12Distance: 7.1 mi
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.




