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$1,600,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 5,245 Sq. Ft.
  • 5 Car Garage
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Experience refined living in this 4-bedroom, 6-bath Elm Grove estate set on nearly 2 private acres. A grand rotunda foyer welcomes you into this spacious home featuring 3 fireplaces, dog bathing room, a stunning indoor pool, and spacious en-suite bedrooms. The primary suite offers a serene sitting area and oversized closet. Entertain effortlessly in generous living spaces and a chef-inspired kitchen. A 5-car garage, second-floor laundry, radient in-floor heat throughout and many recent updates including a new roof, freshly painted exterior, new well pump, new water softener, new interior light fixtures, newer pool heater/pump and freshly sealed driveway. All of this in a sought-after location complete this remarkable home. Come take a look before it is too late!

Full Property Details for 14220 Hillside Rd

General

  • Price: $1,600,000
  • HOA FEE: $300
  • Taxes: $14,469 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MetroMLS_Milwaukee_Wirex
  • MLS ID: 1952013
  • Updated: 3/1/2026
  • Added to Site: 47 day(s) ago

Interior

  • Number of Rooms: 11
  • Interior Features: 2 or more Fireplaces, Cable TV Available, Gas Fireplace, High Speed Internet, Indoor Pool, Kitchen Island, Natural Fireplace, Security System, Simulated Wood Floors, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Wood Floors
  • Appliances: Dishwasher, Dryer, Oven, Refrigerator, Washer

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Bathroom: MBR Bath Separate Tub, MBR Bath Walk-in Shower, Off Master Bedroom, Shower Stall

Bedrooms

  • Total Bedrooms: 4
  • Bedroom 1: 22 x 14, Upper Level
  • Bedroom 2: 14 x 14, Main Level
  • Bedroom 3: 20 x 12, Upper Level
  • Bedroom 4: 16 x 13, Upper Level

Other Rooms

  • Living Room: 24 x 17, Main Level
  • Kitchen: 16 x 15, Main Level
  • Dining Room: 17 x 14, Main Level
  • Den: 18 x 15, Main Level
  • Exercise Room: 17 x 15, Upper Level
  • Laundry: 12 x 6, Main Level
  • Other Room 1: 59 x 32, Lower Level

Exterior

  • Exterior Features: Deck

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 5

Location

  • County: Waukesha
  • Subdivision: Indian Hills

School Information

  • School District: Elmbrook

Heating & Cooling

  • Heating/Cooling: Electric, Natural Gas, Central Air Conditioning, Forced Air, In Floor Radiant, Radiant, Whole House Fan, Zoned Heating

Utilities

  • Water/Sewer: Municipal Sewer, Private Well

Structural Information

  • Architectural Style: Two Story, Colonial
  • Description/Design: Subdivision
  • Exterior Const.: Brick, Wood
  • Basement Desc.: Full Size Windows, Partially Finished, Poured Concrete, Shower, Walk-Out/Outer Door
  • Square Feet: 5,245
  • Year Built: 1968

Lot Features

  • Lot Size (Acres): 2
  • Zoning: RES

Financial Considerations

  • Association Fee: $300
  • Tax Amount: $14,469.9
  • Tax Year: 2024

Listed by 3% Real Estate

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— 14220 Hillside Rd —

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Schools serving 14220 Hillside Rd

School District:Elmbrook School District
NameGradesDistance
Tonawanda Elementary School
13605 Underwood River Parkway, Elm Grove, WI 53122
PK-50.4 mi
Pilgrim Park Middle School
1500 Pilgrim Parkway, Elm Grove, WI 53122
6-80.8 mi
East High School, Brookfield, WI
3305 Lilly Road, Brookfield, WI 53005
9-122 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 14220 Hillside Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/01/2026
Listed
$1,600,000
72.04%
MLS
10/29/2020
Sold
$930,000
—
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 14220 Hillside Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$14,470
6%
$1,160,500
16%
2023
$13,625
-9%
$1,001,600
—
2022
$14,946
-7%
$1,001,600
8%
2021
$15,991
-20%
$930,000
-15%
2020
$20,004
11%
$1,096,200
9%
2019
$18,078
6%
$1,009,800
—
2018
$17,126
-5%
$1,009,800
2%
2017
$17,961
1%
$990,000
—
2016
$17,861
1%
$990,000
—
2015
$17,729
—
$990,000
1%
2014
$17,731
4%
$975,900
12%
2013
$16,986
—
$868,400
—
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 3% Real Estate

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14220 Hillside Rd, Elm Grove, WI 53122 (MLS# 1952013) is a Single Family property with 4 bedrooms, 5 full bathrooms and 1 partial bathroom. 14220 Hillside Rd is currently listed for $1,600,000 and was received on March 01, 2026. Want to learn more about 14220 Hillside Rd? Do you have questions about finding other Single Family real estate for sale in Elm Grove? You can browse all Elm Grove real estate or contact a Coldwell Banker agent to request more information.

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