66 Bebbington Road Ashford, CT $ 2,995,000
66 Bebbington Road
$ 2,995,000
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66 Bebbington Road

Ashford, CT, 06278
$ 2,995,000
Bedrooms5 Baths4.1 Sq 5,977

Monthly Estimate*

$ 18,685

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Single Family Home for sale in Ashford, CT

for $2,995,000 with 5 bedrooms and 4 full baths, 1 half bath. This 5,977 square foot home was built in 2003 on a lot size of 54.55.

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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Single Family Active

Price

$ 2,995,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 15,812

Style

Lot Size

54.55

Year Built

2003

Town/City

Ashford

MLS | Web ID

24101226

Features
General
Zoning RA
Neighborhood N/A
County Windham
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 54.55
Directions GPS Friendly. Automatic security gate at entry.
High School Per Board of Ed
City Ashford
Elementary School Ashford
Sq Ft Total 5977
DOM 91
Year Built 2003
Style Colonial Barn
Year Built Source Public Records
Pool Description Gunite Heated In Ground Pool
Energy Features Fireplace Insert Generator Thermopane Windows
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Interior
Cooling System Central Air Zoned
Total Rooms 13
Basement Description Full Heated Storage Apartment Interior Access Partially Finished Full With Walk-Out
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Exterior
Water Source Private Well
Lot Description Fence - Wood Fence - Partial Fence - Stone Lightly Wooded Farm Land Cleared Professionally Landscaped Rolling
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* Excluded Features
List By
Kiara Rusconi

Listing Agent

William Raveis Real Estate

Broker

kiararusconi@aol.com

Email

Affordability Calculator

$20,003
Per Month
93%
7%
0%
Monthly Principal & Interest
$18,685
Monthly Property Taxes
$1,318
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4599408 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
7/8/2025$2,995,000 Listed Price

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66 Bebbington Road, Ashford, CT, 06278 is a Single Family Home for sale at $2,995,000 with 5,977 sqft and a lot size of 54.55. 66 Bebbington Road has 5 bedrooms, 4.1 baths, and was built in 2003. The property's zip code is 06278 which is in Ashford, CT