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Oconomowoc, WI New Homes
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Olde Highlander

Oconomowoc, WI 53066

Model Home: 1448 Olde Highlander Drive

Oconomowoc Area School District

  • Approx. 1/3 Acres
  • 1,800+ Sq. Ft.
  • Exclusive Builder of The Estates

From the low $600s

About this Neighborhood

Welcome to The Estates at Olde Highlander, our latest community development in Oconomowoc. Set on the former grounds of Olympia ski hill, Olde Highlander combines natural beauty with comfortable living. This new neighborhood will feature a range of amenities designed for convenience and enjoyment, including extensive walking paths, a swimming pool, a zero-entry splash pad, and a clubhouse. It's the perfect backdrop for your new home, providing a blend of modern facilities and serene landscapes. Tim O'Brien Homes is proud to be the exclusive builder for the Estates at Olde Highlander, ensuring quality and high performance in every home. Contact us today to get more information when the neighborhood sales officially start!

Neighborhood Features

  • Extensive Walking Paths
  • Clubhouse
  • Oconomowoc School District
  • Nearby Scenic Lakes
New Homes in Oconomowoc, WI

Let's Talk

If you have any questions, call us at (262) 239-7342.

Ready Homes

1450 Olde Highlander Dr

1450 Olde Highlander Dr

Oconomowoc, WI 53066

Neighborhood: Olde Highlander

Lot 1

  • 4
  • 2.5
  • 2,548 Sq. Ft.

Priced

$654,900

Model Home

1448 Olde Highlander Drive

1448 Olde Highlander Drive

Oconomowoc, WI 53066

Neighborhood: Olde Highlander

Lot 2

  • 3
  • 2.5
  • 2,334 Sq. Ft.

Available Home Plans

The Alpine

The Alpine

Neighborhood: Olde Highlander

Home Style: First Floor Primary

  • 4
  • 2.5
  • 2,281 Sq. Ft.
The Azalea

The Azalea

Neighborhood: Olde Highlander

Home Style: First Floor Primary

  • 4 - 5
  • 2.5 - 4
  • 3,003 Sq. Ft.
The Birchwood

The Birchwood

Neighborhood: Olde Highlander

Home Style: First Floor Primary

  • 4 - 5
  • 2.5
  • 2,680 - 2,685 Sq. Ft.
The Clare

The Clare

Neighborhood: Olde Highlander

Home Style: Ranch

  • 3
  • 2.5
  • 2,592 Sq. Ft.
The Evergreen

The Evergreen

Neighborhood: Olde Highlander

Home Style: Two-Story

  • 4 - 5
  • 2.5
  • 2,404 Sq. Ft.
The Holly

The Holly

Neighborhood: Olde Highlander

Home Style: Ranch

  • 3 - 4
  • 2.5
  • 1,971 Sq. Ft.
The Juneberry

The Juneberry

Neighborhood: Olde Highlander

Home Style: Two-Story

  • 4
  • 2.5
  • 2,635 Sq. Ft.
The Kendall

The Kendall

Neighborhood: Olde Highlander

Home Style: Ranch

  • 3 - 4
  • 2.5
  • 2,117 Sq. Ft.
The Lavender

The Lavender

Neighborhood: Olde Highlander

Home Style: Ranch

  • 3
  • 2
  • 1,734 Sq. Ft.
The Maple

The Maple

Neighborhood: Olde Highlander

Home Style: Two-Story

  • 4 - 5
  • 2.5
  • 2,652 - 2,696 Sq. Ft.
The Marigold

The Marigold

Neighborhood: Olde Highlander

Home Style: None

  • 3
  • 2
  • 2,059 Sq. Ft.
The Monterey

The Monterey

Neighborhood: Olde Highlander

Home Style: Two-Story

  • 4 - 5
  • 2.5
  • 2,479 Sq. Ft.
The Mulberry

The Mulberry

Neighborhood: Olde Highlander

Home Style: Two-Story

  • 3 - 4
  • 2.5
  • 2,264 - 2,280 Sq. Ft.
The Savannah

The Savannah

Neighborhood: Olde Highlander

Home Style: Ranch

  • 3 - 4
  • 2.5
  • 2,441 Sq. Ft.
The Sweetbriar

The Sweetbriar

Neighborhood: Olde Highlander

Home Style: First Floor Primary

  • 4
  • 2.5
  • 2,510 Sq. Ft.
The Sycamore

The Sycamore

Neighborhood: Olde Highlander

Home Style: Two-Story

  • 4 - 5
  • 2.5 - 4
  • 2,191 Sq. Ft.
The Walnut

The Walnut

Neighborhood: Olde Highlander

Home Style: Ranch

  • 3 - 4
  • 2.5
  • 2,086 Sq. Ft.
The Wicklow

The Wicklow

Neighborhood: Olde Highlander

Home Style: Two-Story

  • 4 - 5
  • 3.5
  • 3,173 Sq. Ft.

Olde Highlander

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1448 Olde Highlander Drive

3 | 2.5
2,334 Sq. Ft.

1450 Olde Highlander Dr

4 | 2.5
2,548 Sq. Ft.

Lot #84


Oconomowoc, WI 53066

Lot #85


Oconomowoc, WI 53066

Lot #86


Oconomowoc, WI 53066

Lot #87


Oconomowoc, WI 53066

Lot #94


Oconomowoc, WI 53066

Lot #93


Oconomowoc, WI 53066

Lot #92


Oconomowoc, WI 53066

Lot #90


Oconomowoc, WI 53066

Lot #89


Oconomowoc, WI 53066

Lot #88


Oconomowoc, WI 53066

Lot #14


Oconomowoc, WI 53066

Lot #15


Oconomowoc, WI 53066

Explore the Neighborhood.

View Nearby:

Olde Highlander
994 Oconomowoc Parkway
Oconomowoc, WI 53066

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