A short 2.5 hour drive to New York City! 133 Hoop Pole Hill Rd. offers refined country living in this exceptional 4-bedroom, 3.5-bath home set on a peaceful 3.32-acre wooded lot. Surrounded by nature, this well built home blends timeless charm with modern convenience. Step inside to find a bright and inviting foyer, beautiful hardwood floors throughout, and a layout made for everyday living. The main level offers flexible space with custom book shelfs for a home office or guest bedroom, a welcoming living room with sliding barn door, and a warm family room centered around a new wood-burning fireplace. The gourmet kitchen is a standout, equipped with high-end appliances including a Thermador gas range, double ovens, new refrigerator, new dishwasher and a spacious walk-in pantry. A secondary staircase from the kitchen provides easy access to the upper level. Upstairs, the serene primary suite includes a sitting area, fireplace, two custom his and her walk-in closets and dressing room, a luxurious bath with soaking tub and separate shower. Three additional bedrooms complete the second floor, including one with a private en-suite bath. Recent updates include a new, state-of-the-art, desireable heat pump system and hot water heater, updated flooring and new front porch and whole house generator. Outdoor amenities include a sunroom, a beautiful entertaining patio, a 3-car garage with basement access, and a 2-bay barn with sliding doors-perfect for extra parking or storage. The barn can also be easily converted into two horse stalls. Discover this excellent New York weekender home in a prime location near all that Litchfield County offers-antiquing, fine dining, art galleries, the Connecticut Wine Trail, and more. The owners wisely replaced the furnace with a new, state-of-the-art heat pump system, providing outstanding efficiency, cost savings, and a smaller environmental footprint. Call for savings details.
Sold for $760,000 on 08/15/25
$760,000
133 Hoop Pole Hill Road, Woodbury, CT 06798
4beds
2,994sqft
Single Family Residence
Built in 2005
3.32 Acres Lot
$772,800 Zestimate®
$254/sqft
$4,556 Estimated rent
Home value
$772,800
$649,000 - $920,000
$4,556/mo
Zestimate® history
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What's special
Zillow last checked: 8 hours ago
Listing updated: August 18, 2025 at 06:58am
Listed by:
William Glanville 860-372-5898,
Glanville Real Estate 860-372-5898
Bought with:
Jill Wolowitz, REB.0750082
Berkshire Hathaway NE Prop.
Source: Smart MLS,MLS#: 24100794
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: High Ceilings, Vaulted Ceiling(s), Dressing Room, Full Bath, Walk-In Closet(s), Wall/Wall Carpet
- Level: Upper
- Area: 140.4 Square Feet
- Dimensions: 10.8 x 13
Bedroom
- Features: Full Bath
- Level: Upper
- Area: 117.28 Square Feet
- Dimensions: 11.6 x 10.11
Bedroom
- Level: Upper
- Area: 157.43 Square Feet
- Dimensions: 13 x 12.11
Bedroom
- Level: Upper
- Area: 179.14 Square Feet
- Dimensions: 10.6 x 16.9
Bathroom
- Features: Granite Counters, Double-Sink, Tub w/Shower
- Level: Upper
- Area: 97.02 Square Feet
- Dimensions: 9.8 x 9.9
Bathroom
- Features: Tile Floor
- Level: Main
- Area: 20.09 Square Feet
- Dimensions: 4.9 x 4.1
Dining room
- Features: Sliders, Hardwood Floor
- Level: Main
- Area: 127.53 Square Feet
- Dimensions: 10.9 x 11.7
Family room
- Features: Fireplace, Sliders, Hardwood Floor
- Level: Main
- Area: 217.8 Square Feet
- Dimensions: 16.5 x 13.2
Kitchen
- Features: Breakfast Bar, Granite Counters, Eating Space, Pantry, Hardwood Floor
- Level: Main
- Area: 165.24 Square Feet
- Dimensions: 10.8 x 15.3
Living room
- Features: High Ceilings, Hardwood Floor
- Level: Main
- Area: 172.92 Square Feet
- Dimensions: 13.1 x 13.2
Study
- Features: Bookcases, Built-in Features, Hardwood Floor
- Level: Main
- Area: 180.54 Square Feet
- Dimensions: 11.8 x 15.3
Sun room
- Features: Ceiling Fan(s)
- Level: Main
Heating
- Heat Pump, Forced Air, Geothermal
Cooling
- Ceiling Fan(s), Central Air, Heat Pump
Appliances
- Included: Oven/Range, Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Disposal, Electric Water Heater, Water Heater
- Laundry: Upper Level
Features
- Central Vacuum, Open Floorplan, Entrance Foyer
- Windows: Thermopane Windows
- Basement: Full
- Attic: Storage,Pull Down Stairs
- Number of fireplaces: 1
Interior area
- Total structure area: 2,994
- Total interior livable area: 2,994 sqft
- Finished area above ground: 2,994
Property
Parking
- Total spaces: 6
- Parking features: Attached, Paved, Garage Door Opener
- Attached garage spaces: 3
Features
- Patio & porch: Enclosed, Porch, Patio
- Exterior features: Rain Gutters, Garden
- Fencing: Full
Lot
- Size: 3.32 Acres
- Features: Secluded, Few Trees
Details
- Additional structures: Barn(s)
- Parcel number: 2440431
- Zoning: OS100
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 2005
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Green energy
- Energy efficient items: Windows
Community & neighborhood
Community
- Community features: Library, Medical Facilities, Shopping/Mall
Location
- Region: Woodbury
Price history
| Date | Event | Price |
|---|---|---|
| 8/15/2025 | Sold | $760,000-2.6%$254/sqft |
Source:  Smart MLS #24100794 | ||
| 7/16/2025 | Pending sale | $779,995$261/sqft |
Source: Smart MLS #24100794 | ||
| 6/24/2025 | Price change | $779,995-2.5%$261/sqft |
Source: Smart MLS #24100794 | ||
| 6/14/2025 | Price change | $799,995-4.8%$267/sqft |
Source: Smart MLS #24100794 | ||
| 6/4/2025 | Listed for sale | $839,900+11.8%$281/sqft |
Source: Smart MLS #24100794 | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $11,369 +2.4% | $481,320 +0.4% |
| 2024 | $11,104 +12% | $479,220 +40.4% |
| 2023 | $9,916 -0.4% | $341,240 |
Find assessor info on the county website
Neighborhood: 06798
Nearby schools
GreatSchools rating
- 5/10Mitchell Elementary SchoolGrades: PK-5Distance: 2.1 mi
- 6/10Woodbury Middle SchoolGrades: 6-8Distance: 1.9 mi
- 9/10Nonnewaug High SchoolGrades: 9-12Distance: 2.6 mi
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$772,800
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$788,256