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:
Single-Family
N50W34763 Wisconsin Ave, Oconomowoc, Wisconsin 53069
4Bedroom(s)
2/1Bathroom(s)
55Picture(s)
2,300Sqft
Exceptional waterfront privacy with 188'' sunny SW exposure in this surprisingly spacious ranch with a finished walk-out lakeside lower level. Walk to the many nearby restaurants and Okauchee village venues, Lions Park, playgrounds, water ski shows, and easy Hwy 16 access.
$637,500
Single-Family
W343N5212 Gietzen Rd, Oconomowoc, Wisconsin 53069
5Bedroom(s)
5Bathroom(s)
83Picture(s)
7,700Sqft
Welcome to your lakeside paradise! This magnificent 5-bed, 5-bath, all-brick and stone home offers unparalleled luxury and breathtaking views of the water from nearly every room. Boasting over 7700 sq ft of living space, a 5-car garage and an elevator to all 3 levels, this home is the epitome of grandeur and sophistication.
$2,499,900
Condominiums
W389N7112 Pennsylvania St, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
29Picture(s)
2,800Sqft
Discover the ultimate luxury living at this new build condominium located just a few miles from downtown Oconomowoc. This stunning custom unit boasts an open floor plan with upscale, quality features that include solid woodwork, Caesarstone & granite countertops, black stainless appliances, solid hardwood flooring, ceramic tiling, 2 fireplaces, & a 1st-floor laundry.
$725,000
Single-Family
N61W35376 Mariner Ct, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2Bathroom(s)
32Picture(s)
2,052Sqft
Rare offering in Lakeview Acres - home with a private boat slip on Okauchee Lake!!! This 4BR home offers lots of potential and includes an inground pool and cul-de-sac location close to the private neighborhood park with sandy beach, piers, and your private boat slip on the lake.
$599,900
Vacant Land
578 Concord Rd, Oconomowoc, Wisconsin 53066
8Picture(s)
0Sqft
Oconomowoc. This beautiful and unique lot offers approximately 400 feet of frontage on the Oconomowoc River. The large lot is almost like a park with mature trees, level topography and amazing views of the river and the conservancy. The river bend offers a perfect spot for dropping in your kayaks and exploring the river and near by lakes.
$150,000
Single-Family
1613 Switchgrass St, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,484Sqft
HOUSE IS MOVING INTO DRYWALL. APPROX. COMPLETION NOVEMBER 2024.4 bedroom/2.5 bath/2-story. Basement has an egress slider window & drain/vent rough-in for future full bath. Master bath shower w/ceramic tiled walls & shower pan. Double sinks master & family baths. Granite or equivalent vanity tops. Huge WIC master bedroom. Knockdown drywall w/rounded corners.
$574,990
Single-Family
1388 W Mamerow Ln, Oconomowoc, Wisconsin 53066
5Bedroom(s)
3/1Bathroom(s)
51Picture(s)
3,863Sqft
Spacious 5 BR home in desirable Hickorywood Farms has everything you're looking for! Large foyer with engineered HWFs, 9 ft ceilings, curved archways & tons of natural light. Open floorplan has large kitchen with granite counters, center island and walk-in pantry. Beautiful LR with gas FP, main floor office and mud room with cubbies complete the main level.
$706,000
Single-Family
W381N8165 Rolling River Cir, Oconomowoc, Wisconsin 53066
5Bedroom(s)
3/1Bathroom(s)
60Picture(s)
3,600Sqft
Stunningly updated 5BR, 3.5BA home on 3/4 acre is on point w/ new construction. DREAM KITCHEN w/ quartz counters + backsplash, custom cabinets, smart oven + more impressive details. Bright Open-concept Kit and FamRm, plus large DR feature gleaming hardwood floors.
$729,900
Condominiums
W397N5953 Autumn Woods Dr, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
21Picture(s)
1,825Sqft
Fabulous 2-3BR/2BA condo in picturesque Autumn Woods! This great second floor unit offers a perfect blend of comfort and style with three open concept living spaces! The bright great room features vaulted ceiling, a gas fireplace, and access to the private deck.
$328,000
Condominiums
W398N5951 Autumn Woods Dr, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
24Picture(s)
1,212Sqft
Exceptional first floor condo in Oconomowoc's Autumn Woods! Enjoy this premium complex that offers a beautiful setting amongst mature trees. Unit offers an attached garage and private outside entrance. Well-maintained interior features an open concept design with plenty of natural light. Large great room includes stone gas fireplace.
$284,900
Single-Family
1560 Creekview Ln, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,432Sqft
The Evergreen-located in the heart of Oconomowoc! This 4 Bedroom 2-story features upgrades throughout. Covered entrance leads to Front Foyer with a Flex Room to the right, which makes a great office/bonus space. Open Concept Living Space is perfect for gathering with family & friends.
$604,900
Single-Family
N56W34574 Road F -, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
42Picture(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.
$1,245,000
Single-Family
N51W34336 Park Bay Rd, Oconomowoc, Wisconsin 53069
5Bedroom(s)
5Bathroom(s)
48Picture(s)
5,904Sqft
OKAUCHEE LAKE. LUXURY and FUN. At just under 6000 sq ft, this custom built lake home features all the luxury & amenities one can imagine. Couple that with Okauchee Lake & all the Okauchee Lake has to offer.
$1,899,000
Single-Family
640 Rose St, Oconomowoc, Wisconsin 53066
3Bedroom(s)
1/1Bathroom(s)
28Picture(s)
2,045Sqft
Updated Oconomowoc ranch across from quiet Lilly Park, and walking distance to downtown Oconomowoc, Fowler park, Lake loop, and both elementary and middle school! 3 nice sized bedrooms, huge sunny and bright living room, and partially finished lower level with rec room, den, and huge walk-in closet. Don't wait and call today to spend the summer relaxing in your new home.
$399,900
Single-Family
1362 Windwood Rd, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,172Sqft
Move-in Ready 3 ARW Hudson Farmhouse. Available 7/11/24! 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.
$634,900
Single-Family
1358 Windwood Rd, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,392Sqft
Move-in Ready 4 ARW Margot Farmhouse. Available 7.25.24! 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.
$664,900
Single-Family
N88W38771 Mapleton Rd, Oconomowoc, Wisconsin 53066
6Bedroom(s)
5/1Bathroom(s)
64Picture(s)
5,760Sqft
Discover the epitome of country living in this magnificent home on 12+ acres of privacy in Oconomowoc. Meticulously crafted with incredible detail. This 6BR 5.5BA residence offers effortless entertainment with its open floor plan and luxurious 30X15 pool. Enjoy stunning views from the inviting screen porches.
$1,450,000
Single-Family
N63W37795 Vista Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
1/1Bathroom(s)
71Picture(s)
1,945Sqft
Tucked at the end of a private drive on the Northwest side of Oconomowoc, this ranch captures countryside views with wildlife. Main level kitchen/dinette at entry is open to formal DR with BICC and double-sided FP. FR is open to large CT sunroom with attached deck. Main level office is perfect for work at home trend. Three bedrooms and updated full bath with granite counter and WI SS.
$399,900
Single-Family
N57W34990 Pondview Ln, Oconomowoc, Wisconsin 53066
5Bedroom(s)
3/1Bathroom(s)
64Picture(s)
3,137Sqft
The kids are grown, so it's time to pass this beautiful home on to the next lucky buyers. This home has been loved. So much attention to detail! Kitchen with snack bar and wonderful walk-in pantry. The two-story Great Room has plenty of space for everyone to gather at the end of the day. Don't miss the special ceiling treatments in the Office, Formal Dining Room and Library.
$714,900
Single-Family
N59W35555 Surrey Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
20Picture(s)
2,500Sqft
A phenomenal opportunity presents itself in this charming & spacious colonial home located in the town of Oconomowoc. The main level is complimented by an open floor plan, lovely woodwork, gas fireplace, and sizable living spaces. The sliding door off of the kitchen connects to a large deck space overlooking the park-like backyard with mature trees.
$499,900
Single-Family
1411 Prairie Creek Blvd, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/2Bathroom(s)
47Picture(s)
3,303Sqft
Beautiful 4 BDRM home in sought after Prairie Creek Ridge is ready for you to call it home.. This home features an open concept floor plan w/a large kitchen featuring maple cabinets, granite tops, SS appliances, a central island with breakfast bar and walk-in pantry.
$649,900
Single-Family
174 Elm St, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
16Picture(s)
1,482Sqft
Three bedroom, two bath home for sale on the west side of Oconomowoc. We are moving to TN and sadly must sell our home. Easy walk to downtown and all that Oconomowoc has to offer. Come and check it during our open house or call for a private showing.
$350,000
Single-Family
1331 Prairie Creek Blvd, Oconomowoc, Wisconsin 53066
4Bedroom(s)
3Bathroom(s)
36Picture(s)
3,415Sqft
Experience luxury living! This split-level ranch boasts 4BR/3BA, including a lavish master suite with a walk-in closet and spa-like bathroom. Enjoy cozy evenings by the fireplace in the living room. The spacious kitchen features granite tops and a dinette area. The custom finished basement offers a wet bar, exercise room, and gathering area.
$639,900
Single-Family
1596 Bluestem Trl, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
4Picture(s)
1,851Sqft
The Stratford offers 3 beds and 2 baths in this split ranch plan with a spacious great room including a gas fireplace! This home offers an open kitchen with a large island and pantry. The master suite includes a WIC and private bath. Upgrades include Matte Black door handles, plumbing fixtures, Quartz kitchen countertops, Steel Grey cabinets and a white trim package.
$539,900
Condominiums
128 Wisconsin Ave, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
2 or more spaces assignedParking(s)
43Picture(s)
2,688Sqft
Lac La Belle! This owner-finished unit shows off big lake views, high-end finishes, Italian ceramic tiled FP, open floor plan & two private balconies! The chef's kitchen & living rooms are flooded w/natural light. Primary suite has extra large WIC, separate shoe closet, dual sinks & grand walk-in shower w/heated floors & access to your private balcony overlooking Lac La Belle.
$1,850,000
Single-Family
1490 Foxwood Pass, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
42Picture(s)
2,470Sqft
Welcome to the custom-built Mastercraft 2 Story home w/4 Bed & 2.5 Bath! A MUST SEE! Appreciate the spacious colonial style main level floor plan featuring KIT/Dinette area w/granite counters, island, spacious WIC pantry, & SS appliances. Sliding doors from Dining area lead to concrete patio and level backyard.
$567,500
Condominiums
N52W35437 Lighthouse Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
33Picture(s)
1,936Sqft
Nestled near Okauchee Lake, this stand-alone condominium offers a perfect blend of serene surroundings and urban convenience. Boasting three bedrooms and two full baths, including a master ensuite with a walk-in shower and dual sinks, comfort is paramount.
$549,900
Condominiums
N55W35150 Coastal Ave, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
28Picture(s)
1,506Sqft
This modern ranch-style condo, only 3 yrs old, boasts open-concept design perfect for comfortable living. Offering a zero-step entry from garage & wider drways for enhanced accessibility, this home is designed w/ convenience in mind.
$569,900
Single-Family
1831 S River Lakes Rd, Oconomowoc, Wisconsin 53066
4Bedroom(s)
3/1Bathroom(s)
40Picture(s)
3,606Sqft
Welcome to this beautiful home that offers soaring ceilings with loads of natural light in the living areas. You'll be thrilled with a newly updated kitchen with granite countertops, a large island and breakfast bar, stone gas fireplace in the LR, French doors to your home office. First floor master features a tray ceiling with en suite and large walk in closet.
$729,900
Single-Family
909 Duchess Ct, Oconomowoc, Wisconsin 53066
4Bedroom(s)
3/1Bathroom(s)
52Picture(s)
3,704Sqft
Gorgeous hilltop retreat! Nestled on almost 3 acres you will find this amazing home offering 4 bedrooms and 3.5 bathrooms. Ample room in the well appointed kitchen for all your cooking needs. Also included in the kitchen are granite countertops and SS appliances. Luxury plank flooring completes the kitchen. In the LR and FR you will find gas fireplaces.
$789,000
