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
1651 Hammock Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
8Picture(s)
1,875Sqft
New Construction - Ready in October! Experience refined living in this beautifully crafted 3-bedroom, 2-bath Tennyson model home, nestled in Prairie Creek Ridge. Boasting 1,875 sq ft of thoughtfully designed space, this residence blends elegance and functionality with high-end finishes throughout.
$549,900
Single-Family
1662 Switchgrass St, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
7Picture(s)
2,031Sqft
New Construction - Ready in October! Introducing your dream home: Brand new construction, two-story elegance in the prestigious Oconomowoc Prairie Creek Subdivision. This masterpiece boasts modern luxury with quartz countertops, lofted office overlooking the Great Room 50'' fireplace with stone surround, and a spacious 2.5-car garage.
$554,900
Single-Family
1733 Hammock Ln, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
4Picture(s)
2,350Sqft
This home is under construction. The Hailey 2350 offers a kitchen w/ plenty of cabinetry, quartz counters, WIP, kitchen appliances & prep island, a morning room for casual meals, a gathering room w/ gas fireplace, a formal dining room for large gatherings, a home office & a mudroom featuring a large closet & bench for everyday items.
$657,900
Single-Family
1750 Hammock Ln, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
29Picture(s)
2,386Sqft
NEW CONSTRUCTION! Welcome to this meticulously crafted custom home. The open floor plan features 4 bedrooms, 2.5 baths, a flex room, and transom windows that fill the space with natural light. The 3-car garage is fully insulated and drywalled with 8' doors.
$649,900
Condominiums
942 Oconomowoc Pkwy, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
Opener IncludedParking(s)
24Picture(s)
1,534Sqft
Spacious 3BR condo in Oconomowoc's Village Green! Enjoy this beautifully maintained complex with mature trees. This 2nd floor unit offers an open concept main living area featuring great room with gas fireplace and patio doors to private balcony. Kitchen has newer countertops, breakfast bar, appliances included, and adjoining dining room. In-unit laundry area.
$314,900
Single-Family
W352N6080 Bauers Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
44Picture(s)
1,986Sqft
Experience the perfect blend of modern construction and lakefront tranquility in Stumpy Bay on Okauchee Lake! This thoughtfully designed home features expansive lake views across the lake, a main-level primary suite, and a covered deck perfect for relaxing or entertaining. The rare flat lot leads directly to 54 feet of private frontage, beautifully complemented by lush perennials and a peach tree.
$1,798,000
Single-Family
1 Earling Ct, Oconomowoc Lake, Wisconsin 53066
35Picture(s)
0Sqft
Build-ready and freshly demoed, this exceptional 1-acre lot in the prestigious Village of Oconomowoc Lake offers breathtaking Lake views and access to 800' of shared frontage on one of Lake Country's most exclusive private lakes. Located in the coveted Brae Head community.
$1,650,000
Condominiums
N52W35002 Lake Dr, Oconomowoc, Wisconsin 53069
2Bedroom(s)
2Bathroom(s)
Private GarageParking(s)
55Picture(s)
1,964Sqft
The Waters luxury condominiums on Okauchee Lake! 2 Bedroom + office/den, 2 full bath, 2+ private garage & slip. Spacious LR w/a wall of windows draws your attention to the calming water views plus a gas fireplace to warm your spirit this fall. Huge kitchen island w/seating for 6, stainless appliances, abundant cabinet space & pantry. Primary BR shows 2 walk in closets & lake views.
$1,775,000
Condominiums
W389N7102 Pennsylvania St, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3Bathroom(s)
Private GarageParking(s)
16Picture(s)
2,800Sqft
Pre-construction, select some of your finishes now! Located next to the Lac LaBelle Golf Club, this luxurious condominium in picturesque lake country is situated just a short drive from downtown Oconomowoc.
$849,999
Single-Family
1279 W Arrowood Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
5Picture(s)
1,628Sqft
Move-in Ready 132 ARW Astoria Cottage II. Available by 10/29/25! All Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, better than a typical used home. As your local homebuilder, you can expect the best local brands and trades for your home as well.
$524,900
Vacant Land
1 Earling Ct, Oconomowoc Lake, Wisconsin 53066
36Picture(s)
0Sqft
Rare opportunity to build your dream home on a private 1.1-acre lot in the prestigious Village of Oconomowoc Lake. Located in the exclusive Brae Head Association, this build-ready site offers stunning lake views and access to 800' of shared frontage on one of Lake Country's finest private lakes.
$1,650,000
Single-Family
N84W36411 Riverwood Ln, Oconomowoc, Wisconsin 53066
5Bedroom(s)
5/3Bathroom(s)
51Picture(s)
8,500Sqft
This French Manor estate, on 35 acres, epitomizes luxury & tranquility. A private oasis awaits, complete with serene pond & charming bridge leading to a secluded island with picturesque gazebo. Meticulously crafted residence harmonizes architectural elegance with natural beauty. A sanctuary unlike any other.
$2,349,999
Single-Family
4545 Hewitts Point Rd, Oconomowoc Lake, Wisconsin 53066
2Bedroom(s)
1Bathroom(s)
7Picture(s)
1,000Sqft
Property also listed as MLS #1926601.Presenting one of the most breathtaking & prestigious homesites offered in Lake Country-an extraordinary 3.77-acre estate parcel on the covetedshores of Oconomowoc Lake. Once the centerpiece of a historic lakeside estate, this property offers unmatched beauty, legacy, & potential.
$7,900,000
Condominiums
1596 Weston Ridge Rd, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3Bathroom(s)
Private GarageParking(s)
26Picture(s)
2,469Sqft
HOME UNDER CONSTRUCTION AND READY FOR CUSTOMIZATION. 2-3 Bedrooms, 2-3 Full baths. Gorgeous Finished Lower Level with full size windows with AMAZING Rec Room and 3rd Bedroom/3rd Bath depending on buyer needs. Several new homesites available. Beautiful Lake Country Location. New Condos move in ready NOW, 2025 completions, 2026 completions.
$619,990
Vacant Land
1330 Prairie Creek Blvd, Oconomowoc, Wisconsin 53066
8Picture(s)
0Sqft
Build your dream home in the established Prairie Creek Ridge neighborhood! This prime lot offers spectacular sunset views over the conservancy, a lovely arborvitae hedge, plum trees, and potential for a partially exposed lower level. Enjoy easy access in and out of the neighborhood--no winding roads. Just blocks from Meadow View Elementary, Oconomowoc park, and close to shopping and dining.
$159,900
Single-Family
431 Thurow Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
19Picture(s)
1,926Sqft
This well-kept ranch home features an open layout with 3 bedrooms and 2 full bathrooms. Located in Thurows Golden View Estates, it has a new roof installed in 2023 and is conveniently within walking distance to Fowler Lake and downtown Oconomowoc. The spacious kitchen flows into the great room, which boasts a vaulted ceiling and a gas fireplace, creating a welcoming atmosphere.
$539,800
Vacant Land
4545 Hewitts Point Rd, Oconomowoc Lake, Wisconsin 53066
7Picture(s)
0Sqft
Presenting one of the most breathtaking & prestigious homesites offered in Lake Country-an extraordinary 3.77-acre estate parcel on the coveted shores of Oconomowoc Lake. Once the centerpiece of a historic lakeside estate, this property offers unmatched beauty, legacy, & potential.
$7,900,000
Condominiums
503 Lake Rd, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3/1Bathroom(s)
Private GarageParking(s)
9Picture(s)
2,803Sqft
Discover timeless elegance at this exclusive Lavinia by the Lakes bespoke condo on Oconomowoc's historic isthmus, crafted for those who cherish sophistication and serene lakeside living. Nestled between Fowler Lake and Lac La Belle, enjoy panoramic stunning sunrise and sunset views.
$3,391,000
Single-Family
1742 Hammock Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
4Picture(s)
1,972Sqft
The Holly-located in Prairie Creek Ridge! This charming ranch home features upgrades throughout. Kitchen features soft close cabinets, quartz countertops, tiled backsplash, exterior vented range hood & walk-in pantry. Living space is completed with a gas fireplace in the great room. Flex room with French doors off foyer makes a great office or playroom.
$619,900
Vacant Land
1270 Corporate Center Dr, Oconomowoc, Wisconsin 53066
2Picture(s)
0Sqft
Excellent commercial/industrial/business opportunity in Oconomowoc! Good visibility with close proximity to I-94 and Hwy 67. Over 1.7 acres of vacant land in a prime location within the Oconomowoc Corporate Center near Pabst Farms.
$599,900
Single-Family
1750 Whalen Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
4Picture(s)
2,428Sqft
This home is under construction. The Francesca 2428 is an ideal home that needs both communal & private spaces. The 1st-floor is home to the gathering room, formal dining room, & dinette. The kitchen features quartz counters, a prep island w/ seating, walk-in pantry, s.s. appliances, & tile backsplash. The main floor also features a private home office.
$721,900
Single-Family
1737 Hammock Ln, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,404Sqft
This home is under construction. The Arielle 2404 is a plan that offers all the essential living spaces starting w/ the kitchen, which features a walk-in-pantry, quartz counters, appliances & prep island w/ extra seating. The gathering room offers a cozy gas fireplace. Finishing the first floor is a flex space/home office, powder room & large mudroom w/ a built-in bench & storage.
$672,900
Single-Family
1730 Whalen Dr, 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 window and drain/vent rough-in for future full bath. Ceramic tiled walk-in shower/double sinks/granite or equivalent vanity tops in master bath. Family bath w/double sinks. Large WIC master. 9' first floor ceilings/pitched ceiling master suite.
$619,990
Condominiums
1622 Belmont Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
Private GarageParking(s)
6Picture(s)
1,760Sqft
Popular CASTILLIAN floor plan - New Construction - Occupancy approximately December 2025 ~ Planned community in Village Crossing II Condominiums. Luxury finishes are standard.
$654,900
Condominiums
1620 Belmont Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
Private GarageParking(s)
7Picture(s)
1,929Sqft
Popular CASTILLIAN floor plan - New Construction - Occupancy approximately December 2025 ~ Planned community in Village Crossing II Condominiums. Luxury finishes are standard.
$684,900
Condominiums
1388 Prairie Creek Cir, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private GarageParking(s)
25Picture(s)
1,942Sqft
READY IN AUGUST! Beautiful 2-bed, 2-bath ranch condo/Emory floorplan blends modern comfort with timeless style! Step inside to find a spacious kitchen w/quartz countertops, generous prep & presentation areas, SS appliances + island, breakfast bar & adjacent dining room.
$679,900
Condominiums
1380 Prairie Creek Cir, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private GarageParking(s)
22Picture(s)
1,942Sqft
This beautifully crafted new construction 2-bed, 2-bath condo was designed w/ease & style in mind - ready for immediate move in! The chef-inspired kitchen showcases quartz countertops, ample counter space for prep & presentation, SS appliances, + an island, breakfast bar & adjacent dining room.
$694,900
Condominiums
1382 Prairie Creek Cir, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private GarageParking(s)
25Picture(s)
1,878Sqft
Welcome to effortless elegance & modern comfort w/this brand new 2-bed 2-bath + den ranch condo ready for immediate move-in! Thoughtfully designed w/a spacious, light-filled living space, the gourmet kitchen is a chef's dream, boasting quartz countertops, soft-close cabinetry, a large center island, & SS appliances & flows seamlessly into the dining area & great room, complete with
$684,900
Single-Family
N65W34963 Baltic Pass, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
94Picture(s)
2,845Sqft
OCONOMOWOC. Built in 2023 this stunning home still has that new home smell.
$1,139,000
Single-Family
1746 Whalen Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
3Picture(s)
1,805Sqft
The Lauren 1805 that places the generously sized primary bedroom & shared living spaces - including the gathering room w/ GFP, kitchen, & dining area - at the back of the home for privacy. A large island that doubles as a snack bar, spacious walk-in-pantry, quartz counters & ample storage cabinets in the kitchen provide the perfect space for meal prep.
$643,900
