W295S5349 Holiday Oak Dr Waukesha, WI ^$ 1,549,000

W295S5349 Holiday Oak Dr

^$ 1,549,000

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W295S5349 Holiday Oak Dr

Waukesha, WI, 53189

^$ 1,549,000

Bedrooms5 Baths3.1 Sq 5,203

Monthly Estimate*

^$ 10,699

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Single Family Home for sale in Waukesha, WI

for $1,549,000 with 5 bedrooms and 3 full baths, 1 half bath. This 5,203 square foot home was built in 2000 on a lot size of 3.11.

Luxury living on 3.11 acres of manicured grounds and mature woods! This one-owner 5BR/3.5BA home impresses with hickory floors, birch cabinetry, 6-panel pine doors, zoned heating, central vac & radiant heat in the primary bath & LL. Enjoy formal living & dining rooms, family room, spacious eat-in kitchen & office. A stunning gas FP with 22 feet of brick masonry adds architectural charm. The entertainer's dream walkout LL features a rec room with FP & kitchenette, 2 BRs, full bath & workout/flex room. Outdoor living shines with a composite deck, expansive patio, inground pool with slide & hot tub! Enjoy privacy, scenic wooded views & convenient access to Waukesha amenities. Schedule your private tour! Two photos are digitally altered.

Single Family Active

Price

^$ 1,549,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 7,676

Style

Contemporary

Lot Size

3.11

Year Built

2000

Town/City

Waukesha

County/Region

Waukesha

MLS | Web ID

1984278

Features

Exterior

Lot Description Wooded

Architecture Contemporary

Exterior Brick Wood

Garage Type Attached

Driveway Parking Space Paved

Misc. Exterior Deck Inground Pool Patio

Flood Plan Unknown

Interior

Heating Fuel Natural Gas

Basement Block Full Full Size Windows Partially Finished Shower Sump Pump Walk Out/Outer Door

Misc. Interior 2 or more Fireplaces Central Vacuum Gas Fireplace Kitchen Island Pantry Vaulted Ceiling(s) Walk-In Closet(s) Wet Bar Wood Floors

Total Bedrooms 5

Bath Description Ceramic Tile Jetted Tub MBR Bath Walk-in Shower Off MBR

General

Garage Electric Door Opener

Zoning Residential

Number of Garage Spaces 3.50

Full Baths 3

Half Baths 1

Year Built 2000

Accessibility Bedroom on Main Level Full Bath on Main Level Laundry on Main Level Open Floor Plan

Subdivision Holiday Oaks

Style 1.5 Story Exposed Basement

County Waukesha

Type Association Subdivision

Property Type A

Municipality Town

Tax Year 2025

Directions Saylesville Rd to Ridgefield Rd N to address.

High School Waukesha West

City Genesee

Taxes 7676.00

School District Waukesha

Elementary School Rose Glen

Middle School Butler

* Excluded Features

List By

Modern Realty Partners Llc

Broker

tonya@modernrpwi.com

Affordability Calculator

$11,338

Per Month

Monthly Principal & Interest: $10,699
Monthly Property Taxes: $640
Monthly Home Insurance: --

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Loan Term

Interest Rate

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Yearly Home Insurance

Default based on a 30-year fixed rate of 7.375% 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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Nearby

Trends
Schools

Single family listings in Waukesha, WI

Average List Price ^$550,363

Percent of Sale Price 64%

About Waukesha, WI

70,513 Population

7% Since 2002

^$60,310 Median Income

37.48 Median Age

30% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

3044380 Elementary School

3044581 Middle School

Waukesha West High School High School

See complete school information

Pricing History

Date	Price	Price Change	Description
10/9/2026	$1,549,000		Listed Price

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W295S5349 Holiday Oak Dr, Waukesha, WI, 53189 is a Single Family Home for sale at $1,549,000 with 5,203 sqft and a lot size of 3.11. W295S5349 Holiday Oak Dr has 5 bedrooms, 3.1 baths, and was built in 2000. The property's zip code is 53189 which is in Waukesha, WI

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 7.375% 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.

Information is supplied by seller and other third parties and has not been verified.

Listing data courtesy of the Internet Data Exchange (IDX) Program of the Metro Multiple Listing Service.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 10/16/2026.

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W295S5349 Holiday Oak Dr

Single Family Home for sale in Waukesha, WI

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