Back to Communities

Oconomowoc truly embodies the spirit of Lake Country. As one of only two cities in all of Wisconsin to have not one, but two lakes accessible from the downtown area, Oconomowoc has become a premier living destination for young families and professionals alike. Located on the Interstate 94 corridor, living in Oconomowoc makes for an easy commute to either Milwaukee or Madison, while maintaining a friendly, small-town atmosphere. Home to several unique shops, restaurants, recreational opportunities, and a wealth of residential services, it’s no wonder this area is fast-growing.

Oconomowoc has a long history of delighting its residents with a healthy downtown and several points of interest. In fact, following the arrival of the railroad, Oconomowoc became a favorite summer retreat for tourists and wealthy vacationers from all major Midwest cities, including several well-known beer barons.  Some of the nation’s most affluent families were drawn to the excitement of the area and built stately summer homes on the lakes, most still present today. In the 1880’s Oconomowoc featured six luxury resorts and from then until the Great Depression, it was fondly known as the “Newport of the West.”

See all that Oconomowoc has to offer:

Sort Option
  • Listing ID
  • Square Footage
  • Price
  • Pictures
  • Add date
  • Featured
Grid
List

Single-Family

1405 W Arrowood Cir, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
5Picture(s)
1,502Sqft
Move-in Ready 36 ARW Beryl Craftsman Cottage, Available 6/11/24! Built by Wisconsin's leading homebuilder, you can expect nationally recognized, award-winning, quality craftsmanship in this Veridian home. All Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, 70% better than a typical used home.
$489,900

Single-Family

806 Burr Oak Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
5Picture(s)
1,575Sqft
Move-in Ready 25 ARW, Harlequin Modern - Available 6.17.24! Built by Wisconsin's leading homebuilder, you can expect nationally recognized, award-winning, quality craftsmanship in this Veridian home. All Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, 70% better than a typical used home.
$509,900

Condominiums

333 Lake Rd, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
1 space assignedParking(s)
50Picture(s)
1,500Sqft
Spacious Fowler Lake Condo that has been well maintained w/freshly painted interior and new carpet. Enjoy beautiful Fowler lake views from ALL the windows & balcony. 2 large BR with beautiful views and adjoining Full BA. No shortage of storage with the large number of closest and a storage unit on the ground level.
$424,900

Single-Family

1331 Goldenrod Way, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
24Picture(s)
2,326Sqft
Discover luxury in this 2021-built 4BR/2.5BA colonial in Oconomowoc. Enjoy open-concept living, a gourmet kitchen with quartz counters, and a patio. Retreat to the master suite with a tray ceiling, ceramic tile shower, and quartz countertops. Flex room, three bedrooms, and a basement offer versatility. Close to shopping, dining, and lake activities.
$629,900

Condominiums

W389N7110 Pennsylvania St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
SurfaceParking(s)
24Picture(s)
2,800Sqft
Exclusive 6 units on 5 acres of land, you won't find this setting anywhere else! Brand new, upscale luxury condo is located right next to the Club at Lac LaBelle Golf Course. Thoughtfully planned, this 3 bdrm, 3 full bath custom unit is filled with light, has an open floor plan & fully finished walk-out lower-level.
$725,000

Single-Family

W356N5212 Lakeshore Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
4Bathroom(s)
47Picture(s)
5,145Sqft
Here it is, the one you've been waiting for! Enjoy Miles of Okauchee Lake Shore for Boating Pleasure. Endless activities: canoe, kayak, paddleboard, Water Ski, Wake Board, jet ski, sail, fish, swim, dining by boat. Discover your own private Paradise nestled on 75 ft on Okauchee Lake . This 4 bedroom, four Bath with exposed lower level have windows to enjoy Lake views from all living areas.
$1,600,000

Single-Family

1561 Bluestem Trl, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
18Picture(s)
2,499Sqft
COMPLETION DATE MAY 31st!! Home is further along than photo depicts. New construction in PRAIRIE CREEK RIDGE SUBDIVISION! This spacious 2-Story features a Master Suite w/tray ceiling, 2 walk-in closets, private bath w/double bowl vanity & tiled shower, 3 more generous bedrooms w/walk-in closets on the upper floor .
$584,900

Single-Family

1215 Lily Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1Bathroom(s)
21Picture(s)
1,436Sqft
Charming ranch house with plenty of space inside and out! Upon entering the home you will notice all the natural sunlight coming through the large picture window in the living room. All 3 bedrooms are on the main floor along with the updated full bathroom. Wood flooring throughout the main level. Large eat in kitchen with stainless steel appliances with plenty of cabinet and counter space.
$349,900

Single-Family

W354N6449 Megan Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/3Bathroom(s)
102Picture(s)
4,200Sqft
You will fall in love with this stunning modern farmhouse situated on a 1 acre lot with a private yard and tons of room for entertaining/play.Beautifully cared for and updated this home features a heated, insulated 4 car garage, 4 bedrooms and 5 baths.Basement features a Pub Room with custom stone accents, hickory floors, wet bar, gym space and movie/play area.
$799,000

Single-Family

1386 Cardinal Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
34Picture(s)
1,528Sqft
Impeccably maintained 3 bedroom, 2 bath Ranch located close to the park and walking trails in Wood Creek! Step inside and instantly be greeted by the open concept layout framed by sundrenched windows and a beautiful tray ceiling in the living room. Meal prep is a delight in the oversized kitchen featuring loads of cabinet space, breakfast bar and access to the eat-in dining room.
$435,000

Single-Family

34 Concord Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
41Picture(s)
1,368Sqft
Old world charm meets modern conveniences in this charming American Four-square style home featuring 3BRs, 1.5 Baths PLUS DEN located in the heart of Oconomowoc! Updated Kitchen features new cabinetry, granite counters, tile backsplash, SS appl, & updated lighting. Watch the world go by from the newly built huge front porch.
$349,900

Single-Family

4408 Deer Park Rd, Oconomowoc Lake, Wisconsin 53066

5Bedroom(s)
5/2Bathroom(s)
40Picture(s)
13,000Sqft
Oconomowoc Lake deeded access with a boat slip! Don't miss out on the rare chance to become the proud owner of the Historic Carriage House at Danforth Lodge, featuring an indoor pool & indoor parking for your car collection. Once part of the esteemed Armour/Valentine estate on Oconomowoc Lake, this remarkable brick residence spans approximately 13,000 square feet.
$2,295,000

Single-Family

1622 Switchgrass St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,737Sqft
4 bedrooms/2.5 baths/flex room/2-story. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Corner ceramic tiled walk-in shower/2 shower heads/granite or equivalent vanity tops/double sinks in master bath. 2 WIC's master suite. 9' first floor ceilings/pitched ceiling in master bedroom. Knockdown drywall w/rounded corners.
$579,990

Single-Family

1721 Arthurs Pass, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,031Sqft
New Construction - ready in late May! Introducing your dream home: Brand new construction, two-story elegance in the prestigious Oconomowoc Morgan Station Subdivision. This masterpiece boasts modern luxury with quartz countertops, lofted office overlooking the first-floor great room, and a spacious 2.5-car garage.
$499,900

Single-Family

1632 Switchgrass St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
4Picture(s)
2,337Sqft
HOUSE IN FINISHED ROUGH CARPENTRY. APPROXIMATE COMPLETION DECEMBER 2024.4 bedrooms/2.5 baths/flex room/2-story. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Corner ceramic tiled walk-in shower/2 shower heads/double sinks/granite or equivalent vanity tops in master bath. 2 WIC's master suite. Knockdown drywall w/rounded corners.
$569,990

Single-Family

1620 Creekview Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
2Picture(s)
2,081Sqft
3 bedrooms/2 full baths/ranch. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Corner ceramic tiled walk-in shower w/2 shower heads/granite or equivalent vanity tops/double sinks in master bath. Large WIC master suite. 9' main floor ceilings/pitched in foyer, living room & kitchen.
$554,990

Single-Family

1635 W Mamerow Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
4Picture(s)
1,935Sqft
Welcome home to The Lauren by Stepping Stone Homes, an award-winning home builder. Open floor plan features 3 Beds, 2.5 Baths and a 3 Car garage. The kitchen comes w/ quartz countertops, soft close doors and SS appliance package. LVP flooring in kitchen, dinette, and great room. We equip our homes with Smart Technology.
$599,900

Single-Family

W398N6150 Mary Ln, Oconomowoc, Wisconsin 53066

6Bedroom(s)
6Bathroom(s)
68Picture(s)
5,022Sqft
Lakeside luxury on the shores of Lac La Belle with entertaining and home living to its finest. 6 bedrooms, 6 bath and 100' frontage of sunset and sunrise views, it is enveloping. The open-concept floor plan is flooded with walls of natural light, lake views abound, chef's kitchen and more than you wish including the primary suite and 2 flex/office rooms on the main level.
$3,700,000

Single-Family

1521 Miller Ct, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
34Picture(s)
2,427Sqft
Welcome to this newly constructed, turn-key ready home situated on a highly sought after lot in Prairie Creek Ridge. No need to worry about pouring a driveway or seeding this yard.
$642,500

Condominiums

1802 Lindens Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
SurfaceParking(s)
29Picture(s)
2,810Sqft
Amazing, like-new, Kingsway, side x side condo w/open floorplan, in fantastic location. Soaring 10' ceilings & luxurious upgrades galore! Stunning kitchen features huge center island w/granite counters, staggered cabinets & SS appliances, open to dinette & living room w/inviting stone GFP.
$600,000

Single-Family

1610 Creekview Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,280Sqft
The Mulberry-located in the heart of Oconomowoc! This 4 Bedroom 2-Story features upgrades throughout. Open Concept Living Space perfect for entertaining. Kitchen features Two Toned Soft Close Cabinets, Quartz Countertops, Walk-In Pantry, Island w/ Overhang & Range Hood. Gas Fireplace with Stone Detail completes the Great Room. Flex Room off Foyer makes a great Office/Bonus Space.
$574,900

Single-Family

1552 Switchgrass St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
4Picture(s)
2,012Sqft
HOUSE IS FRAMED - APPROX. COMPLETION NOV. '24.3 bedrooms/2 full baths/split bedroom ranch. Basement has drain/vent rough-in for future full bath & 1 egress slider window. Corner ceramic walk-in shower/2 shower heads/granite or equivalent vanity tops/double sinks in master bath. Standard slider closet & WIC master suite. Pitched ceiling in foyer, living rm.
$549,990

Single-Family

1483 Turnberry Cir, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
85Picture(s)
2,865Sqft
VACATION IN YOUR OWN BACKYARD in this fabulous 4 bedroom home in the desirable Briarwood neighborhood of Oconomowoc!! Located on half an acre with mature landscaping, this home features a back yard most people only dream about.
$725,000

Single-Family

1543 Butternut Rdg, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
2Picture(s)
1,690Sqft
Welcome home to The Laurel by Stepping Stone Homes, an award-winning home builder. Open floor plan features 3 Bedrooms, 2 Bathrooms and a 2 Car garage. The kitchen comes w/ quartz countertops and SS appliance package. LVP flooring in kitchen, dinette, and great room. We equip our homes with Smart Technology.
$484,900

Single-Family

1571 Creekview Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
4Picture(s)
2,114Sqft
Beautiful Ranch located in Oconomowoc's, Prairie Creek Ridge. The Walnut features upgrades throughout. Cathedral Ceiling spans across main living space. Kitchen features Range Hood, Soft Close Cabinets, Quartz Countertops, Island w/ Overhang & Walk-In Pantry. Great Room has Gas Fireplace w/ Stone Detail.
$574,900

Single-Family

1291 Violet St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
4Picture(s)
2,484Sqft
HOUSE IS IN ROUGH TRADES' INSPECTIONS. APPROXIMATE COMPLETION AUGUST 2024.4 bedrooms/2.5 baths/2-story. Basement has 1 Egress Slider Window & drain/vent rough-in for future full bath. Double sinks master & family baths. Granite or equivalent vanity tops. Large WIC master suite. Knockdown drywall w/rounded corners. 9' first floor ceilings.
$569,990

Single-Family

1243 Violet St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
8Picture(s)
2,616Sqft
HOUSE IS IN ROUGH TRADES. APPROXIMATE COMPLETION SEPTEMBER 2024.4 bedrooms/2.5 baths/Flex room/spacious 2-story. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Master bath walk-in shower w/2 shower heads/double sinks/granite or equivalent vanity tops. Double sinks family bath. 2 WIC's master suite/all bedrooms with WIC's.
$574,990

Single-Family

1 Earling Ct, Oconomowoc Lake, Wisconsin 53066

3Bedroom(s)
3/1Bathroom(s)
44Picture(s)
5,422Sqft
Imagine the possibilities! Lakeside living at its finest with this 3-bed, 3.5-bath Mid-century Modern gem on an acre of lush privacy in the Village of Oconomowoc Lake. Nestled in the exclusive Brae Head neighborhood, enjoy shared access to 800' of frontage, featuring amenities like a tennis court, boat pier with deeded slip, kayak racks, and a swimming pier.
$1,650,000

Condominiums

W397N5951 Autumn Woods Dr, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
22Picture(s)
1,212Sqft
This beautiful main level condo is move in ready. The floor plan is welcoming with custom paint colors and warm wood simulated laminate floors in the Kitchen & Baths. The Great Room has largewindows overlooking the Patio with wooded backdrop and a Gas Fireplace with attractive stone surround. Both bedrooms are generous in size and have two closets.
$285,000

Single-Family

1244 Violet St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,506Sqft
This home is currently under construction. The Charlotte offers a gathering room featuring a 2-story ceiling, picturesque windows & gas fireplace, the 1st-floor primary floorplan is a home to impress. You'll enjoy the kitchen w/ its abundance of storage that includes a WIP, & oversized island w/ snack bar. For more formal gatherings, a dining room is conveniently located off the kitchen.
$659,900
132 Results returned.Per Page