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.
Sold for $1,500,000
$1,500,000
76 Cowles Road, Woodbury, CT 06798
3beds
2,072sqft
Single Family Residence
Built in 2001
40 Acres Lot
$1,510,900 Zestimate®
$724/sqft
$3,987 Estimated rent
Home value
$1,510,900
$1.24M - $1.83M
$3,987/mo
Zestimate® history
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List your homeWhat's special
Cozy wood stoveBreathtaking viewsBright sunroomHay chuteFive paddocksOutdoor wash stallMounted hay racks
Zillow last checked:
Listing updated:
Listed by:
PAM FAMIGLIETTI TEAM OF WILLIAM RAVEIS REAL ESTATE,
Pam Famiglietti (203)808-7777,
William Raveis Real Estate 203-264-8180,
Co-Listing Agent: Andy Adames 203-808-7777,
William Raveis Real Estate
Bought with:
Andy Adames, RES.0833184
William Raveis Real Estate
Pam Famiglietti
William Raveis Real Estate
Source: Smart MLS,MLS#: 24160616
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Features: Ceiling Fan(s), Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 240 Square Feet
- Dimensions: 15 x 16
Bedroom
- Features: Hardwood Floor
- Level: Main
- Area: 196 Square Feet
- Dimensions: 14 x 14
Bedroom
- Level: Lower
- Area: 144 Square Feet
- Dimensions: 12 x 12
Bathroom
- Features: Tile Floor
- Level: Upper
Bathroom
- Features: Tub w/Shower, Tile Floor
- Level: Main
Bathroom
- Features: Stall Shower, Tile Floor
- Level: Lower
Dining room
- Features: Vaulted Ceiling(s), Combination Liv/Din Rm, Wood Stove, Hardwood Floor
- Level: Main
- Area: 140 Square Feet
- Dimensions: 10 x 14
Kitchen
- Features: Cathedral Ceiling(s), Hardwood Floor
- Level: Main
- Area: 120 Square Feet
- Dimensions: 10 x 12
Living room
- Features: Cathedral Ceiling(s), Combination Liv/Din Rm, Wood Stove, French Doors, Hardwood Floor
- Level: Main
- Area: 270 Square Feet
- Dimensions: 13.5 x 20
Office
- Features: Hardwood Floor
- Level: Upper
- Area: 65 Square Feet
- Dimensions: 5 x 13
Other
- Features: Concrete Floor
- Level: Lower
- Area: 351 Square Feet
- Dimensions: 13 x 27
Rec play room
- Level: Lower
- Area: 336 Square Feet
- Dimensions: 14 x 24
Sun room
- Features: Balcony/Deck, Ceiling Fan(s), Tile Floor
- Level: Main
- Area: 123.5 Square Feet
- Dimensions: 9.5 x 13
Heating
- Hot Water, Oil
Cooling
- Central Air
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Lower Level, Main Level
Features
- Open Floorplan
- Windows: Thermopane Windows
- Basement: Full,Heated,Storage Space,Partially Finished,Walk-Out Access
- Attic: None
- Number of fireplaces: 1
Interior area
- Total structure area: 2,072
- Total interior livable area: 2,072 sqft
- Finished area above ground: 1,582
- Finished area below ground: 490
Property
Parking
- Total spaces: 20
- Parking features: Driveway, Unpaved, Private, Gravel
- Has uncovered spaces: Yes
Features
- Patio & porch: Wrap Around, Covered
- On waterfront: Yes
- Waterfront features: Waterfront, Brook
Lot
- Size: 40 Acres
- Features: Wetlands, Few Trees, Farm, Level, Sloped
Details
- Additional structures: Shed(s), Barn(s), Stable(s)
- Parcel number: 2328372
- Zoning: OS100
- Horses can be raised: Yes
- Horse amenities: Paddocks
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 2001
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Green energy
- Energy efficient items: Windows
Community & HOA
Community
- Features: Golf, Health Club, Lake, Library, Medical Facilities, Park, Private School(s), Shopping/Mall
- Subdivision: Flanders
HOA
- Has HOA: No
Location
- Region: Woodbury
Financial & listing details
- Price per square foot: $724/sqft
- Tax assessed value: $427,980
- Annual tax amount: $10,109
- Date on market: 4/3/2026
- Exclusions: Horse trailer / Tractors / Backhoe / Antique Vehicles
Price history
| Date | Event | Price |
|---|---|---|
| 7/15/2026 | Sold | $1,500,000-16.7%$724/sqft |
Source:  Smart MLS #24160616 Report a problem | ||
| 7/1/2026 | Pending sale | $1,800,000$869/sqft |
Source: Smart MLS #24160616 Report a problem | ||
| 4/3/2026 | Listed for sale | $1,800,000$869/sqft |
Source: Smart MLS #24160616 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,109 +1.9% | $427,980 |
| 2024 | $9,916 -6.3% | $427,980 +17.5% |
| 2023 | $10,583 -0.4% | $364,190 |
| 2022 | $10,623 | $364,190 |
| 2021 | $10,623 | $364,190 |
| 2020 | $10,623 | $364,190 |
| 2019 | $10,623 -4.8% | $364,190 -13.2% |
| 2018 | $11,158 -2.1% | $419,780 |
| 2017 | $11,401 +3.3% | $419,780 |
| 2016 | $11,036 +0.8% | $419,780 |
| 2015 | $10,944 +1.5% | $419,780 |
| 2014 | $10,784 -3.6% | $419,780 -12.2% |
| 2013 | $11,183 -3.4% | $477,900 |
| 2012 | $11,580 +7.9% | $477,900 |
| 2011 | $10,734 +4.7% | $477,900 |
| 2010 | $10,251 +22.6% | $477,900 +20.7% |
| 2009 | $8,363 +33.2% | $395,790 +53.5% |
| 2008 | $6,279 +1.6% | $257,850 |
| 2007 | $6,178 +3.9% | $257,850 -1.2% |
| 2006 | $5,947 +6.4% | $260,950 +0% |
| 2005 | $5,587 -5.7% | $260,830 -5.7% |
| 2004 | $5,924 +61.8% | $276,570 +105.8% |
| 2003 | $3,662 | $134,380 |
Find assessor info on the county website
Neighborhood: 06798
Nearby homes
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Nearby schools
GreatSchools rating
- 9/10Bethlehem Elementary SchoolGrades: PK-5Distance: 3.4 mi
- 6/10Woodbury Middle SchoolGrades: 6-8Distance: 2.9 mi
- 9/10Nonnewaug High SchoolGrades: 9-12Distance: 2.1 mi
Schools provided by the listing agent
- Elementary: Mitchell
- High: Nonnewaug
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Sell for more on Zillow
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$1,510,900
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With Zillow Showcase(estimated)
$1,541,118
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$1,510,900
2% more
+$30,218
With Zillow Showcase(estimated)
$1,541,118
- Connecticut
- Litchfield County
- Woodbury
- 06798
- 76 Cowles Road
