43 Hoop Pole Hill Road Woodbury, CT $ 390,000
43 Hoop Pole Hill Road
$ 390,000
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43 Hoop Pole Hill Road

Woodbury, CT, 06798
$ 390,000
Bedrooms2 Baths1.0 Sq 1,421

Monthly Estimate*

$ 2,433

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Single Family Home for sale in Woodbury, CT

for $390,000 with 2 bedrooms and 1 full bath. This 1,421 square foot home was built in 1912 on a lot size of 8.84.

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.

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Single Family Contingent

Price

$ 390,000

Bedrooms

2

Full Bath

1

Property Type

Single Family

Taxes

$ 3,750

Style

Lot Size

8.84

Year Built

1912

Town/City

Woodbury

MLS | Web ID

24120904

Features
General
Zoning OS100
Neighborhood Hazel Plain
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Under Contract - Continue to Show
Acres 8.84
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.
High School Nonnewaug
City Woodbury
Elementary School Mitchell
Sq Ft Total 1421
DOM 29
Year Built 1912
Style Cottage
Year Built Source Public Records
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Interior
Cooling System None
Total Rooms 5
Basement Description Partial Interior Access
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Exterior
Water Source Private Well
Lot Description Some Wetlands Interior Lot Lightly Wooded Sloping Lot
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* Excluded Features
List By
Laura Rose

Listing Agent

Re/Max Rise

Broker

LauraRoseRealtor@gmail.com

Email

Affordability Calculator

$2,746
Per Month
89%
11%
0%
Monthly Principal & Interest
$2,433
Monthly Property Taxes
$313
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% 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.
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THE TIME TO SELL IS NOW! What's my home worth?
Nearby
1233322 Elementary School
1232807 Middle School
Nonnewaug High School High School
Pricing History
DatePricePrice ChangeDescription
10/25/2025$390,000 Listed Price

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43 Hoop Pole Hill Road, Woodbury, CT, 06798 is a Single Family Home for sale at $390,000 with 1,421 sqft and a lot size of 8.84. 43 Hoop Pole Hill Road has 2 bedrooms, 1.0 baths, and was built in 1912. The property's zip code is 06798 which is in Woodbury, CT