Oconomowoc, WI Homes

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$329,900 Under Contract
- 3 Beds
- 2 Baths
- 1,824 Sq Ft
W398N5975 Autumn Woods Dr Unit 45, Oconomowoc, WI 53066

Say goodbye to shoveling and mowing! This spacious upper-level 3-bedroom condo is ideally located just minutes from Downtown Oconomowoc and close to the Lac La Belle public launch. The versatile den offers the perfect space for a home office, fitness area, or flex room, with ample storage throughout. Unwind in the inviting living room featuring soaring ceilings, a cozy gas fireplace, and access

Kathryn Tessmer

Keller Williams Realty-Lake Country

(262) 383-4168

W398N5975 Autumn Woods Dr Unit 45, Oconomowoc, WI 53066
/40

$1,492 - $3,640 per month

The Locklyn

Studio - 3 Beds

1350 Kari Ct, Oconomowoc, WI 53066

There's no better place to experience the best of Lake Country living. At The Locklyn Apartments in Ocnomowoc, Wisconsin, you get easy access to all the places you love, plus the serenity of a community that makes you feel completely at home.

1350 Kari Ct, Oconomowoc, WI 53066
$465,000 Sold Mar 16, 2026

1525 River Highlands Dr, Oconomowoc, WI 53066
- 3 Beds
- 3 Baths
- 2,027 Sq Ft
Last Sold Summary
- 3% Above List Price
- $229/SF
- 2 Days On Market
Current Estimated Value $452,175

Last Listing Agent The Local Team* Compass RE WI-Tosa

1525 River Highlands Dr, Oconomowoc, WI 53066

Est $590,005 Not Listed For Sale

1403 Bluebird Dr, Oconomowoc, WI 53066
- 4 Beds
- 2.5 Baths
- 2,581 Sq Ft
1403 Bluebird Dr, Oconomowoc, WI 53066

Last Sold Summary
- 7% Above List Price
- $213/SF
- 6 Days On Market
Last Sold Price $550,000

Last Listing Agent Justin Bruce Shorewest Realtors, Inc.

/51
$599,000 Under Contract
- 4 Beds
- 3.5 Baths
- 2,483 Sq Ft
227 Shore Cir, Oconomowoc, WI 53066

Meticulously maintained, this beautiful Colonial offers 4 bedrooms & 3.5 baths in an unbeatable location! Backing up to peaceful a conservancy, this home provides privacy & scenic views while being just minutes from amenities & walking trails. The thoughtfully designed floor plan features spacious room sizes, ideal for everyday living. Kitchen offers newer SS appliances and granite counter tops

J Tweeden & Asso Team

First Weber Inc - Delafield

(262) 447-8891

227 Shore Cir, Oconomowoc, WI 53066
/3
$4,000 per month
- 3 Beds
- 2.5 Baths
- 1,675 Sq Ft
- House for Rent
1466 Olde Highlander Dr, Oconomowoc, WI 53066

Home sweet home! Extremely rare opportunity to rent a brand new construction townhome in the desirable Olde Highlander community! Main level boasts a beautifully bright open concept floor plan with a generously sized Living Room great for hosting guests. Chef's KIT has large center island and corner pantry for added convenience. Upstairs you'll find a dreamy primary suite with WIC! Fabulous

John Molitor Keller Williams Realty-Milwaukee North Shore

1466 Olde Highlander Dr, Oconomowoc, WI 53066
$439,900 Sold Jun 16, 2025

987 Elderberry Rd, Oconomowoc, WI 53066
- 3 Beds
- 2 Baths
- 1,592 Sq Ft
Last Sold Summary
- $276/SF
- 73 Days On Market
Last Listing Agent Rachael Bublitz Shorewest Realtors, Inc.

987 Elderberry Rd, Oconomowoc, WI 53066

Not Listed For Sale

846 Stirling Dr, Oconomowoc, WI 53066
- 2 Beds
- 2 Baths
- 1,631 Sq Ft
- Built 2024
846 Stirling Dr, Oconomowoc, WI 53066

Last Sold Summary
- $331/SF
- 45 Days On Market
Last Sold Price $539,900

Last Listing Agent Paige Sederberg Harbor Homes Inc

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$749,900 Open Sun 1PM - 2:30PM
- 5 Beds
- 3.5 Baths
- 3,400 Sq Ft
1288 Northview Dr, Oconomowoc, WI 53066

Located in the desirable Longmeadow neighborhood of Oconomowoc, this spacious 5BR, 3.5BA home offers space and versatility throughout. The finished lookout lower level lives like a private suite with bedroom, full bath, kitchen, living area and its own laundry--ideal for guests or multi-generational living. A second laundry room on the main level adds convenience. The upper level features a

Laurie Belmer

BOLD REALTY

(262) 403-8498

1288 Northview Dr, Oconomowoc, WI 53066
/35

$1,725 - $2,215 per month

THE GATEWAY

1 - 2 Beds

115 Silver Lake Plaza, Oconomowoc, WI 53066

The Gateway Apartments offer the energy and convenience of downtown, coupled with the serenity and beauty of Lake Country. We are blocks to Lake Fowler and the beach. The Gateway is also only steps away from restaurants, shops, and entertainment. Enjoy the many concerts and festivals near Lac La Belle, and watch the parades, holiday lights, and Holiday Train from your balcony! Outside, The

115 Silver Lake Plaza, Oconomowoc, WI 53066
$325,000 Sold Oct 31, 2025

291 Oconomowoc Pkwy Unit 3022, Oconomowoc, WI 53066
- 3 Beds
- 2 Baths
- 1,750 Sq Ft
Last Sold Summary
- $186/SF
- 8 Days On Market
Current Estimated Value $322,015

Last Listing Agent Andrea McHenry Lake Country Flat Fee

291 Oconomowoc Pkwy Unit 3022, Oconomowoc, WI 53066

Est $734,206 Not Listed For Sale

1784 Regal Ct Unit 18, Oconomowoc, WI 53066
- 3 Beds
- 3 Baths
- 3,234 Sq Ft
- Built 2009
1784 Regal Ct Unit 18, Oconomowoc, WI 53066

Last Sold Summary
- 1% Above List Price
- $224/SF
- 57 Days On Market
Last Sold Price $725,000

Last Listing Agent Curt Downes & Associates Team* Mahler Sotheby's International Realty

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$374,900
- 3 Beds
- 1.5 Baths
- 1,650 Sq Ft
888 Wildwood Place, Oconomowoc, WI 53066

Unique 3-4 bedroom property on over half an acre lot, located in a fantastic neighborhood, close to everything Oconomowoc offers! The newer addition offers so many possibilities with a family room overlooking your backyard, and a bedroom with large closet. Turn it into a master suite if you desire! The patio door off the family room also allows for separate entry to this wing. Main area of the

Amy Hopfinger & Co. Team

EXP Realty, LLC~MKE

(262) 425-5869

888 Wildwood Place, Oconomowoc, WI 53066
/12
$1,995 per month
- 2 Beds
- 2 Baths
- House for Rent
W379N5686 N Lake Rd, Oconomowoc, WI 53066

Victorian Mansion - Close to Lac La Belle beach and easy walk to all of downtown Oconomowoc amenities. This one time stately mansion has been converted to 4 beautiful rental units. Available is this spacious first floor unit with 2 Bedrooms, 2 full Baths and a Marble Fireplace. Kitchen with Stove, Refrigerator, Dishwasher , Private Entrance . Home sits on a mature 1+ acre lot with many gardens

Diane Higgins Lakehomes

W379N5686 N Lake Rd, Oconomowoc, WI 53066
$441,000 Sold May 30, 2025

452 W South St, Oconomowoc, WI 53066
- 3 Beds
- 2.5 Baths
- 1,620 Sq Ft
Last Sold Summary
- 2% Below List Price
- $272/SF
- 6 Days On Market
Current Estimated Value $433,299

Last Listing Agent Linda Hansen Shorewest Realtors, Inc.

452 W South St, Oconomowoc, WI 53066

Est $636,768 Not Listed For Sale

1758 Bess Ct, Oconomowoc, WI 53066
- 2 Beds
- 3 Baths
- 2,484 Sq Ft
- Built 2008
1758 Bess Ct, Oconomowoc, WI 53066

Last Sold Summary
- 14% Above List Price
- $225/SF
- 351 Days On Market
Last Sold Price $560,000

Last Listing Agent Amy Russell Stapleton Realty

/35
$314,900 Pending
- 3 Beds
- 2 Baths
- 1,602 Sq Ft
952 Oconomowoc Pkwy, Oconomowoc, WI 53066

Welcome home to this well-maintained 3-bedroom, 2-bath condo in sought-after Oconomowoc. Enjoy a quiet setting while being close to restaurants, grocery stores, and easy access to I-94, perfectly located between Milwaukee and Madison. The inviting interior features a cozy gas fireplace and all newer appliances replaced within the last few years. Major updates include a new water heater (summer

Rebecca Thomas

Keller Williams - Lake Country BT

(262) 668-8819

952 Oconomowoc Pkwy, Oconomowoc, WI 53066
/35

$1,535 - $3,500 per month

Norden Range Apartments

1 - 3 Beds

1455 Pabst Rd, Oconomowoc, WI 53066

Special deal on all remaining units! Receive one month free rent on all unit styles when you start a 12+ month lease by March 31st, 2026. *Restrictions apply, contact our team for details! Norden Range is a beautiful, no-compromise community designed to provide the highest quality of apartment living. Each residence is thoughtfully designed and detailed to support a homelike experience.

1455 Pabst Rd, Oconomowoc, WI 53066
$350,000 Sold Nov 21, 2025

318 S Concord Rd, Oconomowoc, WI 53066
- 2 Beds
- 1 Bath
- 1,183 Sq Ft
Last Sold Summary
- 4% Above List Price
- $296/SF
- 2 Days On Market
Current Estimated Value $344,516

Last Listing Agent Scott Surges RE/MAX Lakeside-West

318 S Concord Rd, Oconomowoc, WI 53066

Est $357,000 Not Listed For Sale

686 Hickory Creek Dr Unit 2, Oconomowoc, WI 53066
- 3 Beds
- 1.5 Baths
- 1,552 Sq Ft
- Built 2004
686 Hickory Creek Dr Unit 2, Oconomowoc, WI 53066

Last Sold Summary
- 3 Days On Market
Last Listing Agent Brandon Behling 1st Pick Realty

/26
$525,000 Under Contract
- 3 Beds
- 2.5 Baths
- 1,588 Sq Ft
233 Sunny Hill Ln, Oconomowoc, WI 53066

Updated with a timeless feel, this home offers a smart layout for everyday living. The primary suite and laundry are on the main level, with two additional bedrooms and a full bath upstairs. Open living, dining, and kitchen areas create an easy flow for entertaining. The Kitchen features a good balance of quartz and butcher block counters. The lower level includes a rec room plus room to expand

Amy Russell Stapleton Realty

233 Sunny Hill Ln, Oconomowoc, WI 53066
/35

$1,500 - $1,830 per month

River Park Apartments

2 - 3 Beds

115-137 Chaffee Rd, Oconomowoc, WI 53066

Find your home at River Park Apartments in Oconomowoc, WI. You can walk just a few blocks to the beautiful nearby lake - Lac La Belle! Chaffee Road Park is also just one block away! Our community is perfectly located for those looking to live outside of the hustle and bustle of the city while maintaining an easy commute to and from work or school. River Park Apartments are perfect for those

115-137 Chaffee Rd, Oconomowoc, WI 53066
$735,000 Sold May 30, 2025

1835 River Lakes Rd S, Oconomowoc, WI 53066
- 4 Beds
- 4 Baths
- 4,100 Sq Ft
Last Sold Summary
- 1% Below List Price
- $179/SF
- 6 Days On Market
Current Estimated Value $754,260

Last Listing Agent Laurie Flatt Keller Williams Realty-Lake Country

1835 River Lakes Rd S, Oconomowoc, WI 53066

Est $677,603 Not Listed For Sale

W359N5278 Crestview Dr, Oconomowoc, WI 53066
- 4 Beds
- 2.5 Baths
- 2,696 Sq Ft
W359N5278 Crestview Dr, Oconomowoc, WI 53066

Last Sold Summary
- 4 Days On Market
Last Listing Agent Paul Liebe Lake Country Flat Fee

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$2,495,000
- 3 Beds
- 3 Baths
- 1,979 Sq Ft
4640 Lake Club Cir, Oconomowoc, WI 53066

Welcome to a rare waterfront gem nestled along the prestigious Lake Club Circle in the Village of Oconomowoc Lake. This coveted community celebrates a lakeside lifestyle most people only dream about, complete with a private pier on the Oconomowoc River and direct access to the lake beyond. This lovely ranch home is situated on a beautifully landscaped 3.4 acre lot with lake views that shift with

Nicole Gillette The Real Estate Company Lake & Country

4640 Lake Club Cir, Oconomowoc, WI 53066
/35

$1,224 - $2,613 per month

The Preserve at Prairie Creek

Studio - 3 Beds

1200 Prairie Creek Blvd, Oconomowoc, WI 53066

Experience all the luxuries you desire at The Preserve at Prairie Creek Apartments in Oconomowoc. This pristine community in exclusive Lake Country is your place to call home. Our ideal location allows you to walk to grocery, specialty stores and restaurants for a truly carefree living experience.The Preserve at Prairie Creek offers spacious one, two and three-bedroom innovative floor plans which

1200 Prairie Creek Blvd, Oconomowoc, WI 53066
$135,000 Sold Jun 02, 2025

214 E Jefferson St, Oconomowoc, WI 53066
- 2 Beds
- 1 Bath
- 897 Sq Ft
Last Sold Summary
- 12% Above List Price
- $151/SF
- 1 Day On Market
Current Estimated Value $149,986

Last Listing Agent Amy Hopfinger & Co. Team EXP Realty, LLC~MKE

214 E Jefferson St, Oconomowoc, WI 53066

Est $390,186 Not Listed For Sale

824 S Silver Lake St, Oconomowoc, WI 53066
- 3 Beds
- 2 Baths
- 2,112 Sq Ft
824 S Silver Lake St, Oconomowoc, WI 53066

Last Sold Summary
- 43 Days On Market
Last Listing Agent Dawn Geeleher Response Realtors

$629,900 New Construction
- 3 Beds
- 2.5 Baths
- 2,045 Sq Ft
1219 Arrowood Cir W, Oconomowoc, WI 53066

Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

Veridian Homes Builder

1219 Arrowood Cir W, Oconomowoc, WI 53066
/35

$1,460 - $5,249 per month

Hackney House Apartments

1 - 3 Beds

1550 Valley Rd, Oconomowoc, WI 53066

Mandel Group is pleased to offer a tastefully designed apartment community, Hackney House, developed on the iconic Pabst Farms and strategically located just minutes from I-94, offering easy access to Milwaukee and Madison. Hackney House offers a suburban setting with instant access to community amenities, we are just steps from the YMCA, restaurants, coffee shops, grocery stores, and more. With

1550 Valley Rd, Oconomowoc, WI 53066
$394,500 Sold Aug 22, 2025

739 Elizabeth St, Oconomowoc, WI 53066
- 3 Beds
- 1.5 Baths
- 1,496 Sq Ft
Last Sold Summary
- 6% Below List Price
- $264/SF
- 11 Days On Market
Current Estimated Value $382,291

Last Listing Agent Timothy Michelic Realty Executives - Integrity

739 Elizabeth St, Oconomowoc, WI 53066

Est $930,764 Not Listed For Sale

1379 Mamerow Ln W, Oconomowoc, WI 53066
- 5 Beds
- 4.5 Baths
- 5,500 Sq Ft
- Built 2008
1379 Mamerow Ln W, Oconomowoc, WI 53066

Last Sold Summary
- 0 Days On Market

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$549,900 Pending
- 2 Beds
- 2 Baths
- 1,808 Sq Ft
847 Stirling Dr Unit Bldg 23, Unit 45, Oconomowoc, WI 53066

NEW CONSTRUCTION - ready March 2026! Look no further for Luxury Ranch Condominium living with 2 Bedrooms plus a Sunroom, featuring open design concept with 9' Ceilings throughout. Beautiful kitchen for entertaining with large island, soft close cabinetry and quartz countertops. Enjoy a spacious great room that features a stunning stone to ceiling fireplace and box tray ceiling! The Sunroom opens

Paige Sederberg Harbor Homes Inc

847 Stirling Dr Unit Bldg 23, Unit 45, Oconomowoc, WI 53066
/35

$1,435 - $2,060 per month

Lake Country Village Apartments

1 - 3 Beds

1071 Regent Rd, Oconomowoc, WI 53066

Nestled in the scenic landscape of Oconomowoc, Wisconsin, Lake Country Village Apartments offers a peaceful retreat with modern comforts and convenient access to shopping, dining, and major highways. Choose from spacious one, two, and three-bedroom floor plans featuring gourmet kitchens, granite countertops, and bright living areas with large windows and private balconies or patios. Enjoy

1071 Regent Rd, Oconomowoc, WI 53066
$507,500 Sold Jun 20, 2025

N57W35772 Surrey Ct, Oconomowoc, WI 53066
- 4 Beds
- 2 Baths
- 2,652 Sq Ft
Last Sold Summary
- 3% Below List Price
- $191/SF
- 24 Days On Market
Current Estimated Value $499,645

Last Listing Agent James Reuter First Weber Inc - Brookfield

N57W35772 Surrey Ct, Oconomowoc, WI 53066

Est $718,663 Not Listed For Sale

1386 Waters Edge Dr, Oconomowoc, WI 53066
- 5 Beds
- 3.5 Baths
- 3,948 Sq Ft
- Built 2014
1386 Waters Edge Dr, Oconomowoc, WI 53066

Last Sold Summary
- 11% Above List Price
- $164/SF
- 9 Days On Market
Last Sold Price $647,900

Last Listing Agent The Martha Ford Team* First Weber Inc - Delafield

/2
$659,900 New Construction
- 4 Beds
- 2.5 Baths
- 2,500 Sq Ft
1722 Hammock Ln, Oconomowoc, WI 53066

Welcome to PRAIRIE CREEK RIDGE SUBDIVISION, this beautiful new construction house will be ready for occupancy around mid-June 2026. Spacious 2-Story featuring a Master Suite w/tray ceiling, 2 walk-in closets,, private bath w/double bowl vanity and walk-in shower, 3 more generous bedrooms w/walk-in closets on the upper level. Main level features kitchen w/an abundance of cabinets, island, pantry

Greggory Schmidt Gregg Schmidt Realty LLC

1722 Hammock Ln, Oconomowoc, WI 53066
/16

$1,000 - $2,800 per month

Morningside Orchard Apartments

1 - 2 Beds

172 Morningside Orchard Dr, Oconomowoc, WI 53066

Morningside Orchard Apartments offers both one and two bedroom units. We also have fully furnished executive apartments with flexible lease options. There is a beautiful heated pool area, and we are close to the downtown area for restaurants, city parks and beaches.

172 Morningside Orchard Dr, Oconomowoc, WI 53066
$715,000 Sold Aug 04, 2025

1040 Ann Marie Way, Oconomowoc, WI 53066
- 3 Beds
- 3 Baths
- 2,979 Sq Ft
Last Sold Summary
- $240/SF
- 3 Days On Market
Current Estimated Value $711,649

Last Listing Agent Bonnie Lewis-Tschannen Stapleton Realty

1040 Ann Marie Way, Oconomowoc, WI 53066

Est $719,624 Not Listed For Sale

1364 Mamerow Ln W, Oconomowoc, WI 53066
- 5 Beds
- 3.5 Baths
- 4,014 Sq Ft
- Built 2006
1364 Mamerow Ln W, Oconomowoc, WI 53066

Last Sold Summary
- 59% Above List Price
- $113/SF
- 2 Days On Market
Last Sold Price $452,900

Last Listing Agent Robert Arnold Realty Executives Integrity NorthShore

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