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$474,900

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1,944 Sq. Ft.
  • 2 Car Garage
  • Updated 1 day ago

Next open house:

Open House: 1:00 PM - 3:00 PM

Sunday 6/28 1:00 PM - 3:00 PM

3906 Rolling Hill Drive,Middleton, WI 53562

3906 Rolling Hill DriveMiddletonWI53562

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Located in One Of Middleton's Classic, Established Neighborhoods. The Home Offers You: 4 Bedrooms, 3 Baths, A Family Room With A Fireplace, A Two-Car Garage, A Deck Off The Kitchen, and A Full Master Bath. Located Close To Orchid Height Park/Tennis Courts/Playground and Baseball Field. Pheasant Branch Nature Preserve Is Adjacent To The Park. Three Bedrooms Up and One Bedroom in The Exposed Lower Level. Seller Is Offering A $5,000 Flooring Allowance For You. Sweet Equity Abounds in This Property. Home Is A Fixer Up.

Full Property Details for 3906 Rolling Hill Dr

General

  • Price: $474,900
  • Taxes: $6,384 (2025)
  • Status: Active
  • Type: Single Family
  • Source: Wirex_South_Central_Wisconsin_MLS_Corporation_SCW
  • MLS ID: 2025358
  • Updated: 6/22/2026
  • Added to Site: 15 day(s) ago

Interior

  • Interior Features: Water Softener, High-Speed Internet
  • Appliances: Range/Oven, Refrigerator, Dishwasher, Disposal, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Bathroom: No Master Bedroom Bath

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: 15 x 12, Main
  • Bedroom 2: 13 x 11, Main
  • Bedroom 3: 11 x 12, Main
  • Bedroom 4: 11 x 16, Lower

Other Rooms

  • Living Room: 14 x 19, Main
  • Family Room: 19 x 24, Lower
  • Kitchen: 8 x 11, Main

Exterior

  • Exterior Features: Deck

Parking

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

Location

  • Municipality: Middleton
  • County: Dane
  • Subdivision: Orchid Heights
  • Driving Directions: Century Ave to Valley Ridge to Rolling Hill

School Information

  • School District: Middleton-Cross Plains
  • Elementary School: Northside
  • Middle School: Kromrey
  • High School: Middleton

Heating & Cooling

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

Utilities

  • Water/Sewer: Municipal Water, Municipal Sewer

Structural Information

  • Architectural Style: Raised Ranch
  • Description/Design: 1.5 Stories
  • Exterior Const.: Vinyl, Aluminum/Steel
  • Basement Desc.: Full, Exposed, Full-Size Windows, Walk-Out/Outer Door, Partially Finished, Poured Concrete
  • Square Feet: 1,944
  • Square Feet Range: 1751 to 2000
  • Sq. Ft. Source: Assessor/Public Record
  • Year Built: 1978

Lot Features

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

Financial Considerations

  • Tax Amount: $6,384
  • Tax Year: 2025

Disclosures and Reports

  • Exclusions: All sellers personal belongings
  • Inclusions: Refrigerator, range/oven, dishwasher, disposal, washer/dryer, all window coverings, water softener

Listed by Restaino & Associates

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— 3906 Rolling Hill Dr —

  • Restaino & Associates

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Save up to an additional 20% by bundling your home and auto together!

Schools serving 3906 Rolling Hill Dr

School District:Middleton-Cross Plains School District
NameGradesDistance
Northside Elementary School, Middleton, WI
3620 High Road, Middleton, WI 53562
K-41.5 mi
Kromrey Middle School
7009 Donna Drive, Middleton, WI 53562
5-81.8 mi
Middleton High School
2100 Bristol Street, Middleton, WI 53562
9-122.1 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 3906 Rolling Hill Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/16/2026
Price Reduced
$474,900
-5%
MLS
6/08/2026
Listed
$499,900
—
MLS
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 3906 Rolling Hill Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,384
5%
$349,500
—
2024
$6,070
8%
$349,500
—
2022
$5,613
—
$349,500
—
2022
$5,618
4%
$349,500
25%
2021
$5,422
-2%
$280,400
—
2020
$5,522
6%
$280,400
—
2019
$5,192
8%
$280,400
—
2018
$4,786
3%
$280,400
19%
2017
$4,652
1%
$236,100
—
2016
$4,611
-2%
$236,100
—
2015
$4,721
-12%
$236,100
-7%
2014
$5,382
—
$253,200
—
2013
$5,391
—
$253,200
—
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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NMLS#: 1598647

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Listed by Restaino & Associates

3906 Rolling Hill Drive, Middleton, WI 53562 (MLS# 2025358) is a Single Family property with 4 bedrooms and 3 full bathrooms. 3906 Rolling Hill Drive is currently listed for $474,900 and was received on June 08, 2026. Want to learn more about 3906 Rolling Hill Drive? Do you have questions about finding other Single Family real estate for sale in Middleton? You can browse all Middleton real estate or contact a Coldwell Banker agent to request more information.

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