76 Cowles Road
Woodbury, CT, 06798 $ 1,800,000
Bedrooms3 Baths3.0 Sq 2,072 Monthly Estimate*
$ 11,083
for $1,800,000 with 3 bedrooms and 3 full baths. This 2,072 square foot home was built in 2001 on a lot size of 40.
Rare opportunity to own a spectacular 40-acre estate designed for exceptional horse care, training, and country living-while also offering the flexibility to create a private escape tucked away from it all. This remarkable property features a 150' x 80' indoor riding arena with excellent lighting and three overhead doors, along with an immaculate 9-stall barn complete with concrete floors and mats, stall windows, mounted hay racks, a hay chute, three cross-tie areas, and convenient hay storage with a conveyor system. Additional equestrian amenities include an outdoor wash stall, a 200' x 150' outdoor riding arena with stadium jumps, cross-country jumps woven throughout the property, and a 130' x 65' dressage arena. Five paddocks, 13 outdoor stalls, and ample room for expansion make this an exceptional setup for horse enthusiasts, trainers, or boarding operations. Thoughtfully sited to capture breathtaking views, the custom-built home overlooks the picturesque grounds from a stunning 90-foot wraparound deck. Inside, the cathedral-ceiling great room with a cozy wood stove flows into the kitchen, dining area, and bright sunroom, with French doors opening to the expansive deck for seamless indoor-outdoor living. The main level includes a bedroom and full bath, while the second-floor primary suite offers a walk-in closet and spa-like bath featuring a clawfoot soaking tub. The partially finished lower level adds versatility with a kitchenette and living area, office, full bath, and generous storage/workshop space. A truly one-of-a-kind property offering unmatched privacy, endless possibilities, and an extraordinary setting-whether envisioned as a premier equestrian estate, private family compound, or secluded country escape.
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FeaturesGeneralZoning OS100
Neighborhood Flanders
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Under Contract - Continue to Show
Acres 40
Directions See GPS
High School Nonnewaug
City Woodbury
Elementary School Mitchell
Sq Ft Total 2072
DOM 73
Year Built 2001
Exclusions Horse trailer / Tractors / Backhoe / Antique Vehicles
Style Contemporary
Year Built Source Public Records
Energy Features Thermopane Windows
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InteriorCooling System Central Air
Total Rooms 6
Basement Description Full Heated Storage Partially Finished Walk-out
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ExteriorWater Source Private Well
Lot Description Some Wetlands Lightly Wooded Farm Land Level Lot Sloping Lot
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* Excluded FeaturesList ByPam FamigliettiListing Agent
William Raveis Real EstateBroker
pam.realtor11@gmail.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $11,083
- Monthly Property Taxes
- $842
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% 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.
Learn more about how to save NearbySingle family listings in Woodbury, CT
Average List Price $800,316
Percent of Sale Price 56%
About Woodbury, CT 9,775 Population
6% Since 2002
$ 82,000 Median Income
50.35 Median Age
26% Households with Children
Trends Information provided by ATTOM Data Solutions.
1233322 Elementary School
1232807 Middle School
Nonnewaug High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/6/2026 | $1,800,000 | | Listed Price |