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
$760,000
133 Hoop Pole Hill Road, Woodbury, CT 06798
4beds
2,994sqft
Single Family Residence
Built in 2005
3.32 Acres Lot
$805,200 Zestimate®
$254/sqft
$4,522 Estimated rent
Home value
$805,200
$692,000 - $942,000
$4,522/mo
Zestimate® history
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List your homeWhat's special
New wood-burning fireplaceSoaking tubNew front porchSpacious walk-in pantrySerene primary suiteHigh-end appliancesBeautiful hardwood floors
Zillow last checked:
Listing updated:
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
Rooms
- Room types: Workshop
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
- Level: Upper
- Area: 179.14 Square Feet
- Dimensions: 10.6 x 16.9
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
Bathroom
- Features: Tile Floor
- Level: Main
- Area: 20.09 Square Feet
- Dimensions: 4.9 x 4.1
Bathroom
- Features: Granite Counters, Double-Sink, Tub w/Shower
- Level: Upper
- Area: 97.02 Square Feet
- Dimensions: 9.8 x 9.9
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 & HOA
Community
- Features: Library, Medical Facilities, Shopping/Mall
HOA
- Has HOA: No
Location
- Region: Woodbury
Financial & listing details
- Price per square foot: $254/sqft
- Tax assessed value: $481,320
- Annual tax amount: $11,369
- Date on market: 6/4/2025
Price history
| Date | Event | Price |
|---|---|---|
| 8/15/2025 | Sold | $760,000-2.6%$254/sqft |
Source:  Smart MLS #24100794 Report a problem | ||
| 7/16/2025 | Pending sale | $779,995$261/sqft |
Source: Smart MLS #24100794 Report a problem | ||
| 6/24/2025 | Price change | $779,995-2.5%$261/sqft |
Source: Smart MLS #24100794 Report a problem | ||
| 6/14/2025 | Price change | $799,995-4.8%$267/sqft |
Source: Smart MLS #24100794 Report a problem | ||
| 6/4/2025 | Listed for sale | $839,900+11.8%$281/sqft |
Source: Smart MLS #24100794 Report a problem | ||
| 9/20/2023 | Sold | $751,000+1.5%$251/sqft |
Source: Smart MLS #170579787 Report a problem | ||
| 8/6/2023 | Pending sale | $739,900$247/sqft |
Source: Smart MLS #170579787 Report a problem | ||
| 8/1/2023 | Listed for sale | $739,900+90.2%$247/sqft |
Source: Smart MLS #170579787 Report a problem | ||
| 11/3/2014 | Sold | $389,000-13.5%$130/sqft |
Source: Smart MLS #99070784 Report a problem | ||
| 9/23/2014 | Price change | $449,900+4.7%$150/sqft |
Source: William Raveis Real Estate #99070784 Report a problem | ||
| 6/26/2014 | Price change | $429,900-6.5%$144/sqft |
Source: William Raveis Real Estate #99070784 Report a problem | ||
| 4/4/2014 | Price change | $459,900-6.1%$154/sqft |
Source: William Raveis Real Estate #W1072298 Report a problem | ||
| 9/29/2013 | Price change | $489,900-2%$164/sqft |
Source: William Raveis Real Estate #99031936 Report a problem | ||
| 1/29/2013 | Price change | $500,000+0.4%$167/sqft |
Source: Coldwell Banker Residential Brokerage - Southbury Office #W1064523 Report a problem | ||
| 6/23/2012 | Price change | $497,900-0.4%$166/sqft |
Source: Coldwell Banker Residential Brokerage - Southbury Office #98541204 Report a problem | ||
| 6/2/2012 | Listing removed | $2,900$1/sqft |
Source: Coldwell Banker Residential Brokerage - Southbury Office #W1065312 Report a problem | ||
| 6/2/2012 | Listed for sale | $499,900-7.3%$167/sqft |
Source: Coldwell Banker Residential Brokerage - Southbury Office #98541204 Report a problem | ||
| 1/20/2012 | Listed for rent | $2,900$1/sqft |
Source: Coldwell Banker Residential Brokerage, CT #W1065312 Report a problem | ||
| 1/1/2012 | Listing removed | $539,000$180/sqft |
Source: NCI #L137015 Report a problem | ||
| 12/17/2011 | Listed for sale | $539,000+1.7%$180/sqft |
Source: NCI #L137015 Report a problem | ||
| 10/24/2011 | Listing removed | $529,900$177/sqft |
Source: Coldwell Banker Residential Brokerage - Southbury Office #W1063074 Report a problem | ||
| 10/7/2011 | Price change | $529,900-1.9%$177/sqft |
Source: Coldwell Banker Residential Brokerage - Southbury Office #W1063074 Report a problem | ||
| 7/23/2011 | Price change | $539,900+0.2%$180/sqft |
Source: Coldwell Banker Residential Brokerage - Southbury Office #W1063074 Report a problem | ||
| 7/20/2011 | Price change | $539,000-0.2%$180/sqft |
Source: NCI #L137015 Report a problem | ||
| 6/18/2011 | Price change | $539,900-4.4%$180/sqft |
Source: TODD CARUSILLO REAL ESTATE, LLC #L137015 Report a problem | ||
| 5/10/2011 | Price change | $565,000-1.7%$189/sqft |
Source: TODD CARUSILLO REAL ESTATE, LLC #L137015 Report a problem | ||
| 1/2/2011 | Listed for sale | $575,000-15.3%$192/sqft |
Source: TODD CARUSILLO REAL ESTATE, LLC #L137015 Report a problem | ||
| 9/7/2005 | Sold | $679,000$227/sqft |
Source: Public Record Report a problem | ||
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 |
| 2022 | $9,954 | $341,240 |
| 2021 | $9,954 | $341,240 |
| 2020 | $9,954 | $341,240 |
| 2019 | $9,954 -1.5% | $341,240 -10.2% |
| 2018 | $10,104 -2.1% | $380,120 |
| 2017 | $10,324 +6% | $380,120 +2.6% |
| 2016 | $9,737 +0.8% | $370,380 |
| 2015 | $9,656 +1.5% | $370,380 |
| 2014 | $9,515 +0.3% | $370,380 -8.6% |
| 2013 | $9,486 -3.4% | $405,390 |
| 2012 | $9,823 +7.9% | $405,390 |
| 2011 | $9,105 +4.7% | $405,390 |
| 2010 | $8,696 +1.5% | $405,390 |
| 2009 | $8,566 +2% | $405,390 +17.6% |
| 2008 | $8,397 +1.6% | $344,840 |
| 2007 | $8,262 +5.1% | $344,840 |
| 2006 | $7,859 +308% | $344,840 +283.6% |
| 2005 | $1,926 | $89,900 |
Find assessor info on the county website
Neighborhood: 06798
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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: 2.5 mi
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- Connecticut
- Litchfield County
- Woodbury
- 06798
- 133 Hoop Pole Hill Road
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