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$449,900

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 2,100 Sq. Ft.
  • 2 Car Garage
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Showings Begin 10-15-2026 - Welcome home to this beautiful 3-bedroom, 2-bath property in the desirable Hickory Estates neighborhood. The spacious kitchen and dinette area offer plenty of room for everyday living and feature a walkout to the deck, perfect for outdoor dining and entertaining. Enjoy the large fenced backyard with ample space for recreation, gardening, or relaxing. The inviting living room provides plenty of natural light and easy access to outdoor living areas, while the cozy family room features a wood-burning fireplace, creating the perfect gathering space for family and friends. The spacious primary bedroom offers a comfortable retreat at the end of the day. Ideally located directly across from a park and just minutes from downtown Oregon, this home also provides convenient access to the community's extensive paved walking trails. Combining comfort, space, and a fantastic location, this home is ready for its next owner to enjoy. New Roof & Siding 2025, New A/C 2026

Full Property Details for 381 Cherry Wood Dr

General

  • Price: $449,900
  • Taxes: $5,931 (2025)
  • Status: Active
  • Type: Single Family
  • Source: Wirex_South_Central_Wisconsin_MLS_Corporation_SCW
  • MLS ID: 2033003
  • Updated: 9/24/2026
  • Added to Site: 19 day(s) ago

Interior

  • Interior Features: Cathedral/Vaulted Ceiling, Water Softener, Cable/Satellite Available, High-Speed Internet
  • Appliances: Range/Oven, Refrigerator, Dishwasher, Microwave, Disposal, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Bathroom: At least 1 Tub, Master Bedroom Bath: Walk-Through, Master Bedroom Bath, Master Bedroom Bath: Tub/Shower Combination

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: 13 x 13, Upper
  • Bedroom 2: 13 x 9, Upper
  • Bedroom 3: 10 x 9, Upper

Other Rooms

  • Living Room: 23 x 12, Main
  • Family Room: 20 x 11, Lower
  • Kitchen: 17 x 12, Main
  • Office/Den/Study: 12 x 11, Lower

Exterior

  • Exterior Features: Deck, Fenced Yard

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Garage Description: 2 Car, Opener Included

Location

  • Municipality: Oregon
  • County: Dane
  • Subdivision: Hickory Estates
  • Driving Directions: Jefferson St. to Burr Oak to Cherry Wood

School Information

  • School District: Oregon
  • Elementary School: Call School District
  • Middle School: Oregon
  • High School: Oregon

Heating & Cooling

  • Heating Fuel: Natural Gas
  • Heating/Cooling: Forced Air, Central Air Conditioning

Utilities

  • Water/Sewer: Municipal Water, Municipal Sewer

Structural Information

  • Description/Design: Tri-Level
  • Exterior Const.: Aluminum/Steel
  • Basement Desc.: Full, Partially Finished
  • Square Feet: 2,100
  • Square Feet Range: 2001 to 2500
  • Sq. Ft. Source: Assessor/Public Record
  • Year Built: 1990

Additional Structures

  • Other Structures: Storage Building

Lot Features

  • Lot Size Source: Assessor/Public Record
  • Zoning: G1
  • Lot Description: Sidewalks

Financial Considerations

  • Tax Amount: $5,931
  • Tax Year: 2025

Disclosures and Reports

  • Exclusions: Owner's Personal Property
  • Inclusions: Refrigerator, Range/Oven, Microwave, Dishwasher, Water Softener, Washer, Dryer, Small Shed in Yard

Listed by Bunbury & Assoc, REALTORS

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— 381 Cherry Wood Dr —

  • Bunbury & Assoc, REALTORS

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Schools serving 381 Cherry Wood Dr

School District:Oregon School District
NameGradesDistance
Netherwood Knoll Elementary School
276 Soden Drive, Oregon, WI 53575
K-40.6 mi
Prairie View Elementary School, Oregon, WI
300 Soden Drive, Oregon, WI 53575
K-40.7 mi
Oregon Middle School
601 Pleasant Oak Drive, Oregon, WI 53575
7-80.9 mi
Oregon High School, Oregon, WI
456 North Perry Parkway, Oregon, WI 53575
9-121.2 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 381 Cherry Wood Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/23/2026
Listed
$449,900
12.76%
MLS
8/25/2023
Sold
$399,000
—
Public Record
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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 381 Cherry Wood Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,931
-3%
$413,900
10%
2024
$6,094
4%
$375,500
—
2022
$5,863
4%
$375,500
11%
2022
$5,654
14%
$339,700
16%
2021
$4,976
—
$294,000
5%
2020
$4,960
8%
$279,900
7%
2019
$4,591
—
$261,100
3%
2018
$4,575
2%
$254,700
5%
2017
$4,500
3%
$242,900
6%
2016
$4,356
5%
$229,300
6%
2015
$4,148
3%
$215,800
3%
2014
$4,026
-2%
$210,300
4%
2013
$4,125
—
$202,200
—
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.

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Listed by Bunbury & Assoc, REALTORS

381 Cherry Wood Drive, Oregon, WI 53575 (MLS# 2033003) is a Single Family property with 3 bedrooms and 2 full bathrooms. 381 Cherry Wood Drive is currently listed for $449,900 and was received on September 23, 2026. Want to learn more about 381 Cherry Wood Drive? Do you have questions about finding other Single Family real estate for sale in Oregon? You can browse all Oregon real estate or contact a Coldwell Banker agent to request more information.

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