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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:

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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

Single-Family

1875 Mineral Springs Blvd, Oconomowoc, Wisconsin 53066

5Bedroom(s)
3/1Bathroom(s)
39Picture(s)
3,939Sqft
Remarkable 5BR home in a great location in Oconomowoc's Pabst Farms! This spacious home borders common area and offers nearly 4000 sq ft of living space. Vaulted foyer greets you. Great room features stone gas fireplace and hardwood flooring. Separate formal dining room and den-office on main level. Kitchen features island breakfast bar, granite countertops, and walk-in pantry.
$739,900

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

Condominiums

W389N7110 Pennsylvania St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
SurfaceParking(s)
23Picture(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

W360N7374 Carol Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
48Picture(s)
2,013Sqft
Welcome to this charming ranch home nestled on an .85 acre lot! Car enthusiasts will appreciate the 2.5 car attached garage, while the additional 23X23 detached garage with 9-foot overhead door offers versatility.
$439,900

Single-Family

W356N5212 Lakeshore Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
4Bathroom(s)
46Picture(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 JUNE 15TH! 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

N53W34297 Road Q -, Oconomowoc, Wisconsin 53069

2Bedroom(s)
2/1Bathroom(s)
59Picture(s)
1,298Sqft
Discover lake living with this stunning 2-bedroom, 2.5-bath home on Okauchee Lake. This property boasts an updated interior and a seamless flow from indoors to out, highlighted by expansive decks overlooking the water. Enjoy a spacious primary suite with walk-in shower and jetted tub. The walk-out lower level and wooded lot offer endless possibilities for outdoor enjoyment and privacy.
$600,000

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

W358N5963 Misty Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
24Picture(s)
1,875Sqft
Charming colonial nestled in the sought after Misty Meadows neighborhood is ready for a new owner! This 3 bedroom 1.5 bath home offers a traditional layout with convenient first floor laundry, eat-in kitchen, family room with fireplace, dining, living & powder rooms all on the main level. The 3 bedrooms and full bath are located on the upper level.
$380,000

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

N56W34574 Road F -, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
37Picture(s)
1,800Sqft
OKAUCHEE LAKE. Don't miss this opportunity to live on one of Wisconsin's FUN lakes. Swim, ski, fish,wake board, surf, paddle board or spend the day on your pontoon boat exploring all the different bay's, coves, lakes, bars & restaurants that Okauchee Lake has to offer. The minute you walk through the door of this wonderfully maintained 3BR 2.5 BA home you will feel at home.
$1,299,000

Single-Family

1222 Yosemite Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
22Picture(s)
1,696Sqft
No more showings! Well maintained one owner home nestled in a well established neighborhood. Worry free ownership with new siding, roof, chimney cap & gutters w/leaf guard. New furnace, CA & water heater installed in 2021. The basement has additional access from the garage and egress window was recently installed.
$447,500

Condominiums

204 Wisconsin Ave, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
Private garageParking(s)
42Picture(s)
2,883Sqft
Enjoy lakeside living at The Parc on beautiful Lac La Belle. This outstanding 3 bedroom 2.5 bath first floor Condo offers stunning lake views and choice amenities including shared pontoon boats, lakeside fire pit and grill, and within walking distance to the quaint downtown of Oconomowoc.
$2,195,000

Single-Family

W342N4910 Oak Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
27Picture(s)
1,366Sqft
Classic charm meets modern comfort with an open kitchen, inviting living spaces, and a cozy fireplace. Three bedrooms offer flexibility for guests & the two bathrooms makes lake living easier. There is a lower level room that could double as a play room, theatre room or simply use for storage.
$450,000

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

Vacant Land

W348N6607 Baltic Pass, Oconomowoc, Wisconsin 53066

13Picture(s)
0Sqft
Build your dream home home here. Withlake views and the ability to choose your own builder this lot is where you should call home. Only several lots remain in The Meadowlands. Although just minutes from shopping and schools this one acre lot and subdivision feels private and peaceful.
$167,900

Single-Family

W352N5270 Lake Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
43Picture(s)
1,827Sqft
Life is good on the lake! Situated on a double lot w/ 100ft of swimmable frontage on Bay Five of Okauchee Lake. The house offers three levels of living space & southern exposure to the lake. The chef's kitchen boasts cherry cabinetry, high-end appliances, a large island and flows perfectly to the living room. With heated slate floors on the main & lower levels, three bedrooms, and 1.
$995,000

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)
2Picture(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)
67Picture(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.
$3,790,000

Single-Family

1521 Miller Ct, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
34Picture(s)
2,407Sqft
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.
$644,900

Condominiums

1802 Lindens Ct, Oconomowoc, Wisconsin 53066

4Bedroom(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

1319 Redwing Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/2Bathroom(s)
36Picture(s)
2,958Sqft
Meticulously maintained one owner home located in the highly desirable Wood Creek II subdivision! Conveniently located in the City of Oconomowoc, this home features numerous updates throughout the entire home. The expansive living room with a natural fireplace and beautiful engineered wood floors add warmth and elegance to the home.
$589,900
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