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$1,395,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 4,467 Sq. Ft.
  • 3 Car Garage
  • Updated 9 days ago
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Beautifully designed ranch home set in a quiet rural subdivision with surrounding woods for privacy, views and wildlife. This 4-bedroom, 4-bath home offers a first-floor primary suite, while all additional bedrooms are thoughtfully located in the walkout lower level, including a private en-suite bedroom. The main level features an updated kitchen with high-end stainless appliances, stylish backsplash, and beautiful hardwood floors. Enjoy a large dining room with built-in buffet, a comfortable living room with gas fireplace, a sitting room off of the dining room, and a flexible office/den. A spacious mudroom with laundry provides zero-entry access from the 3-car garage. The walkout lower level includes in-floor radiant heat, wet bar, cozy built-in reading nooks, and generous living space. Relax on the screened porch with no-maintenance decking or step out onto the deck leading to the yard. Newer tankless water heater and quality finishes complete this exceptional home.

Full Property Details for 4539 Deering Trail

General

  • Price: $1,395,000
  • Taxes: $14,625 (2025)
  • Status: Active
  • Type: Single Family
  • Source: Wirex_South_Central_Wisconsin_MLS_Corporation_SCW
  • MLS ID: 2016229
  • Updated: 2/10/2026
  • Added to Site: 10 day(s) ago

Interior

  • Interior Features: Wood or Simulated Wood Floors, Walk-In Closet(s), Great Room, Cathedral/Vaulted Ceiling, Water Softener, Security System, Wet Bar, Cable/Satellite Available, Tankless Water Heater
  • Appliances: Range/Oven, Refrigerator, Dishwasher, Microwave, Disposal, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4
  • Bathroom: Whirlpool, At least 1 Tub, Master Bedroom Bath: Full, Master Bedroom Bath

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: 17 x 14, Main
  • Bedroom 2: 14 x 16, Lower
  • Bedroom 3: 15 x 11, Lower
  • Bedroom 4: 16 x 14, Lower

Other Rooms

  • Living Room: 14 x 14, Main
  • Family Room: 18 x 19, Main
  • Kitchen: 17 x 17, Main
  • Dining Room: 14 x 11, Main
  • Office/Den/Study: 11 x 13, Main

Exterior

  • Exterior Features: Deck, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Garage Description: 3 Car, Attached, Opener Included

Location

  • Municipality: Middleton
  • County: Dane
  • Subdivision: Fieldstone Estates
  • Driving Directions: West on Airport Rd, left on Highfield, right on Summit Ridge, left on Deering Tr

School Information

  • School District: Middleton-Cross Plains
  • Elementary School: Sunset Ridge
  • Middle School: Glacier Creek
  • High School: Middleton

Heating & Cooling

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

Utilities

  • Water/Sewer: Well, Private Septic System

Structural Information

  • Architectural Style: Ranch, Colonial
  • Description/Design: 1 Story
  • Exterior Const.: Stone
  • Basement Desc.: Full, Walk-Out/Outer Door, Partially Finished, Radon Mitigation System
  • Square Feet: 4,467
  • Square Feet Range: 3501 to 5000
  • Sq. Ft. Source: Assessor/Public Record
  • Year Built: 2006

Lot Features

  • Lot Size Source: Assessor/Public Record
  • Zoning: RES

Financial Considerations

  • Tax Amount: $14,625
  • Tax Year: 2025

Disclosures and Reports

  • Exclusions: Seller's personal items
  • Inclusions: Range/oven, wall oven, microwave, dishwasher, refrigerator, disposal, washer, dryer, LL mini-fridge, water softener, all window coverings

Listed by Sprinkman Real Estate

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Listing agents

— 4539 Deering Trail —

  • Sprinkman Real Estate

  • Sprinkman Real Estate

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Schools serving 4539 Deering Trail

School District:Middleton-Cross Plains School District
NameGradesDistance
Sunset Ridge Elementary School, Middleton, WI
8686 Airport Road, Middleton, WI 53562
K-41.4 mi
Glacier Creek Middle School
2800 Military Road, Cross Plains, WI 53528
5-83.9 mi
Middleton High School
2100 Bristol Street, Middleton, WI 53562
9-122.7 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 4539 Deering Trail Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/09/2026
Listed
$1,395,000
106.06%
MLS
12/03/2010
Sold
$677,000
—
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 4539 Deering Trail

Year
Property Taxes
Change
Tax Assessment
Change
2025
$14,624
13%
$1,193,700
48%
2024
$12,893
3%
$806,600
—
2022
$12,459
1%
$806,600
—
2022
$12,327
2%
$806,600
—
2021
$12,135
-2%
$806,600
11%
2020
$12,332
4%
$726,700
10%
2019
$11,898
9%
$660,600
—
2018
$10,931
-4%
$660,600
—
2017
$11,335
-1%
$660,600
—
2016
$11,474
-6%
$660,600
—
2015
$12,265
3%
$660,600
—
2014
$11,899
1%
$660,600
—
2013
$11,741
—
$660,600
—
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 Sprinkman Real Estate

4539 Deering Trail, Middleton, WI 53562 (MLS# 2016229) is a Single Family property with 4 bedrooms and 4 full bathrooms. 4539 Deering Trail is currently listed for $1,395,000 and was received on February 09, 2026. Want to learn more about 4539 Deering Trail? 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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