$3,999,900

beds

baths

half baths

11,129

square ft

14 White Tail Ln

Oconomowoc, Wisconsin 53066

New / MLS #1975604 / Single Family / Oconomowoc

Listing information updated 8/11/2026 at 8:41am

Regency build designed with intention, where luxury and connection come together. Over 11,129 sq ft unfolds across two beautifully appointed wings, one offering a private primary retreat, the other designed for family and guests-seamlessly connected at the heart of the home. Thoughtful feng shui creates a natural sense of balance and flow throughout. 5 spacious bedrooms, each with its own ensuite, including 4 main-level suites with direct access to the expansive courtyard, perfectly designed for effortless indoor-outdoor gathering. An entertainer's dream, the home features an indoor/outdoor pool, basketball court, multiple bar spaces, soaring 20-foot ceilings, and an exceptional chef's kitchen. More than a residence, this is a home with a story, crafted for family, community, and memories.

Full Features

Architecture Style:

Ranch,Contemporary

Exterior Type:

Brick,Low Maintenance Trim,Other

Basement:

Full,Shower,8+ Ceiling,Radon Mitigation,Sump Pump,Finished

Bedrooms:

Cooling System:

Central Air

Heating System:

Natural Gas, Forced Air

Appliances:

Cooktop, Oven, Refrigerator, Disposal, Dishwasher, Microwave, Washer, Dryer

Main Level Primary Bedroom:

Yes

Fireplace:

Yes

Pool:

Yes

Age:

12 Years

Parking Type:

Heated,Electric Door Opener,Paved,Parking Space

Parking Spaces:

4.5

Garage:

Attached - 4.5 Car(s)

Room Count:

Square Feet:

11,129

Lot Size:

4.58 Acres

Acreage:

4.58

Internal Features:

Wet Bar, Pantry, Central Vacuum, Hot Tub, Kitchen Island, Split Bedrooms, Walk-In Closet(s), Vaulted Ceiling(s), High Speed Internet

External Features:

Sprinkler System, Patio/Porch

Room Information

Living Room:

20 x 23 - Main

Dining Room:

15 x 16 - Main

Kitchen:

20 x 16 - Main

Family Room:

15 x 24 - Main

Primary Bedroom:

14 x 17 - Main

2nd Bedroom:

16 x 19 - Main

3rd Bedroom:

16 x 19 - Main

4th Bedroom:

16 x 13 - Main

Dining Area:

9 x 14 - Main

Sun/Four Season Room:

22 x 13 - Main

Bedroom 5:

15 x 16 - Lower

Laundry:

10 x 6 - Main

Taxes & Assessments

Tax Amount:

$42,793

Tax Year:

2025

Location

Zip Code:

53066

City:

Oconomowoc

County:

Waukesha

Schools

School District(s):

Oconomowoc Area

Elementary School:

Summit

Middle School:

Silver Lake

High School:

Oconomowoc

Architecture Style:

Ranch,Contemporary

Exterior Type:

Brick,Low Maintenance Trim,Other

Basement:

Full,Shower,8+ Ceiling,Radon Mitigation,Sump Pump,Finished

Bedrooms:

Cooling System:

Central Air

Heating System:

Natural Gas, Forced Air

Appliances:

Cooktop, Oven, Refrigerator, Disposal, Dishwasher, Microwave, Washer, Dryer

Main Level Primary Bedroom:

Yes

Fireplace:

Yes

Pool:

Yes

Age:

12 Years

Parking Type:

Heated,Electric Door Opener,Paved,Parking Space

Parking Spaces:

4.5

Garage:

Attached - 4.5 Car(s)

Room Count:

Square Feet:

11,129

Lot Size:

4.58 Acres

Acreage:

4.58

Internal Features:

Wet Bar, Pantry, Central Vacuum, Hot Tub, Kitchen Island, Split Bedrooms, Walk-In Closet(s), Vaulted Ceiling(s), High Speed Internet

External Features:

Sprinkler System, Patio/Porch

Living Room:

20 x 23 - Main

Dining Room:

15 x 16 - Main

Kitchen:

20 x 16 - Main

Family Room:

15 x 24 - Main

Primary Bedroom:

14 x 17 - Main

2nd Bedroom:

16 x 19 - Main

3rd Bedroom:

16 x 19 - Main

4th Bedroom:

16 x 13 - Main

Dining Area:

9 x 14 - Main

Sun/Four Season Room:

22 x 13 - Main

Bedroom 5:

15 x 16 - Lower

Laundry:

10 x 6 - Main

Tax Amount:

$42,793

Tax Year:

2025

Zip Code:

53066

City:

Oconomowoc

County:

Waukesha

School District(s):

Oconomowoc Area

Elementary School:

Summit

Middle School:

Silver Lake

High School:

Oconomowoc

Listing Office: Keller Williams Realty-Lake Country

Listing Office Phone: 262.912.1400

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