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$390,000 Contingent

  • For Sale
  • Contingent
  • Single Family
  • 2 Beds
  • 1 Full Bath
  • 1,421 Sq. Ft.
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Nestled in one of Woodbury's most desirable areas, this nearly 9-acre property offers a rare opportunity for visionaries, developers, or those looking to create their own private retreat. The house and barn are in need of significant renovation - or start fresh and build your dream home surrounded by rolling hills, a meandering stream, mature trees, and the serene charm that defines Litchfield County living. With potential to subdivide (buyers and their agents to perform their own due diligence), this property invites endless options: restore, rebuild, or reimagine. Whether you're a builder seeking a new project, an investor eyeing future development, or a homeowner ready to craft a custom estate, the possibilities are as vast as the landscape itself. Just minutes from Woodbury's quaint town center, shops, and restaurants - yet perfectly private - this is a rare "as is" offering in a coveted location where opportunities like this don't come around often. Whether you envision a rustic retreat, a homestead-style transformation, a full-scale modern renovation, or the prospect of subdividing, the land provides endless possibilities and potential. Bring your vision, your plans, your imagination and your ambition and make 43 Hoop Pole Hill Road the next great chapter in Woodbury's story.

Full Property Details for 43 Hoop Pole Hill Rd

General

  • Price: $390,000
  • Taxes: (July 2025-June 2026)
  • Status: Contingent
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24120904
  • Updated: 11/26/2025
  • Added to Site: 85 day(s) ago

Interior

  • Number of Rooms: 5
  • Appliances: Oven/Range, Refrigerator, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1
  • Full Bath: Main

Bedrooms

  • Total Bedrooms: 2
  • Primary Bedroom: Primary Bedroom, Main
  • Bedroom 1: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Kitchen: Kitchen, Main

Parking

  • Parking: None

Location

  • County: Litchfield
  • Neighborhood: Hazel Plain
  • Driving Directions: Take Exit 15 (Southbury) off I-84. Head north on Route 6 (Main St North) toward Woodbury. Continue approximately 5 miles into Woodbury. Turn left onto Washington Rd (47) then left on Hoop Pole Hill Road. Property will be on your left at #43.

School Information

  • Elementary School: Mitchell
  • High School: Nonnewaug

Community

  • Community Name: Hazel Plain

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Electric, Upright Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Cottage
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Partial, Interior Access
  • Roof: Asphalt Shingle
  • Square Feet: 1,421
  • Above Ground: 1,421 Sq. Ft.
  • Year Built: 1912

Lot Features

  • Lot Size (Acres): 8.84
  • Zoning: OS100
  • Lot Description: Some Wetlands, Interior Lot, Lightly Wooded, Sloping Lot

Financial Considerations

  • Assessment Amount: $158,760
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 933749

Listed by Re/Max Rise, Laura Rose

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Listing agent

— 43 Hoop Pole Hill Rd —

  • Laura Rose

    Re/Max Rise

Agent Contact: (203) 217-2239 Office Contact: (203) 714-6479

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 43 Hoop Pole Hill Rd

School District:Regional School District 14
NameGradesDistance
Mitchell Elementary School
14 School Street, Woodbury, CT 06798
PK-51.8 mi
Bethlehem Elementary School
92 East Street, Bethlehem, CT 06751
PK-55.2 mi
Woodbury Middle School
67 Washington Avenue, Woodbury, CT 06798
6-81.5 mi
Nonnewaug High School
5 Minortown Road, Woodbury, CT 06798
9-122.2 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 43 Hoop Pole Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/25/2025
Listed
$390,000
56%
MLS
12/21/2022
Sold
$250,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 43 Hoop Pole Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$3,750
2%
$158,760
—
2023
$3,678
-17%
$158,760
4%
2023
$4,417
—
$152,000
—
2022
$4,434
—
$152,000
—
2021
$4,434
—
$152,000
—
2020
$4,434
—
$152,000
—
2019
$4,434
4%
$152,000
-5%
2018
$4,255
-2%
$160,080
—
2017
$4,348
3%
$160,080
—
2016
$4,209
1%
$160,080
—
2015
$4,173
1%
$160,080
—
2014
$4,112
-23%
$160,080
-30%
2011
$5,375
—
$229,710
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 43 Hoop Pole Hill Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Re/Max Rise, Laura Rose

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43 Hoop Pole Hill Road, Woodbury, CT 06798 (MLS# 24120904) is a Single Family property with 2 bedrooms and 1 full bathroom. 43 Hoop Pole Hill Road is currently listed for $390,000 and was received on October 25, 2025. Want to learn more about 43 Hoop Pole Hill Road? Do you have questions about finding other Single Family real estate for sale in Woodbury? You can browse all Woodbury real estate or contact a Coldwell Banker agent to request more information.

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