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:
Condominiums
N53W35192 Lighthouse Ln, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
31Picture(s)
1,517Sqft
Exceptional 2BR/2BA ranch condo in Oconomowoc's Bay Pointe! Enjoy a great location in the complex with pond views. Unit offers a private outside entrance, attached garage, and walkout lower level. Main level includes an open concept floor plan with hardwood floors. Gas fireplace in great room. Relax in the back sun room with walls of windows and pond views.
$549,900
Single-Family
1390 Foxwood Pass, Oconomowoc, Wisconsin 53066
4Bedroom(s)
3/1Bathroom(s)
37Picture(s)
3,352Sqft
Remarkable newer construction home with finished lower level in Oconomowoc's Prairie Creek Ridge! Interior features large entry foyer flanked by main floor den. Open concept main living area has great room with electric fireplace. Kitchen includes island, quartz countertops, new lighting, SS appliances, and adjoining dining area. Patio doors to back yard deck.
$739,900
Single-Family
1251 W Arrowood Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
6Picture(s)
1,575Sqft
Move-In Ready 129 ARW Harlequin Modern - Available 6/10/26All Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, much better than a typical used home. As your local home builder, you can expect the best local brands and trades for your home as well.
$524,900
Single-Family
1331 Bluestem Trl, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
67Picture(s)
2,403Sqft
This impressive home will capture your heart the minute you walk in! Welcome to this newer construction modern farmhouse in the sought-after Prairie Creek neighborhood, perfectly situated backing up to a beautiful prairie for peaceful views and privacy. Thoughtfully designed with a bright, open layout and high-end finishes throughout, the home blends casual elegance with magazine-worthy style.
$674,900
Condominiums
215 Pleasant St, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Opener IncludedParking(s)
26Picture(s)
1,405Sqft
Indulge in stunning vistas from this mint penthouse, with views of Fowler Lake, downtown Oconomowoc & Lac La Belle! Enjoy a private terrace for entertaining.
$981,000
Condominiums
845 Stirling Dr, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private GarageParking(s)
37Picture(s)
1,808Sqft
NEW CONSTRUCTION - ready NOW! 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.
$539,900
Single-Family
981 Lagom Way, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
15Picture(s)
1,969Sqft
READY JUNE 2026 - Our Donovan model is a 2-story 3 bed, 2.5 bath townhome with an open concept first floor. The Kitchen includes quartz countertops, pantry, a large island and soft close cabinetry. The Great Room features a stunning stone to 9' ceiling gas fireplace. In addition, the first floor offers a Powder Room and Rear Foyer with WIC.
$489,900
Single-Family
1864 S River Lakes Rd, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
44Picture(s)
2,004Sqft
RARE FIND! Former Parade of Homes model in highly desirable EastLake Village in Pabst Farms! Pristinely maintained & loved by the same owner for 19 yrs. This sprawling 3 BR, 2 BA ranch offers 11' vaulted ceilings, sun drenched living spaces & an extremely functional open floor plan ideal for daily living & entertaining.
$575,000
Single-Family
4640 Lake Club Cir, Oconomowoc Lake, Wisconsin 53066
3Bedroom(s)
3Bathroom(s)
45Picture(s)
1,979Sqft
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.
$2,495,000
Single-Family
1533 Fay Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
29Picture(s)
2,004Sqft
Immaculate and completely updated 3BR/2BA ranch in desirable Prairie Creek Subdivision. Light-filled interiors feature cool, calming finishes and a crisp, move-in-ready feel throughout. The expansive lower level offers excellent potential for additional living space with egress opportunity for a future bedroom and plumbing already stubbed for a full bath.
$634,900
Single-Family
1714 Whalen Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,025Sqft
New Construction - Ready in May! 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, fireplace in the great room, first floor office, and a spacious 3-car garage.
$589,900
Condominiums
W389N7108 Pennsylvania St, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3Bathroom(s)
Private GarageParking(s)
28Picture(s)
2,900Sqft
NEW CONSTRUCTION! Set beside the fairways of Lac La Belle Golf Club, blocks from Lac La Belle, and just minutes from downtown Oconomowoc, this luxury condominium offers elevated lake country living. 3 bedrooms, 3 full bathrooms, a flowing open design showcases vaulted ceilings, rich woodwork, quartz surfaces, stainless steel appliances, hardwood floors, ceramic tile, and two fireplaces.
$856,000
Single-Family
W351N5322 Road C -, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3/1Bathroom(s)
74Picture(s)
2,548Sqft
Just in time for lake season, this fully refreshed two-story with walk-out lower level offers airy ceilings, soft designer finishes, and stunning water views throughout. The open concept main level features a showstopping island kitchen with quartz counters, luxury appliances, and seamless flow to the great room and dining area with deck access.
$2,099,000
Single-Family
1227 Oriole Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
44Picture(s)
2,901Sqft
Live your best life in this beautifully updated, turn-key Oconomowoc ranch. The open concept main level features newer flooring and trim, stainless appliances, crisp white kitchen cabinets, and convenient main-level laundry. The impressive great room is the centerpiece of the home with cathedral ceiling and stunning stone fireplace. Spacious primary suite has walk-in closet and updated full bath.
$569,000
Single-Family
233 Sunnyhill Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
30Picture(s)
1,588Sqft
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.
$525,000
Condominiums
986 Oconomowoc Pkwy, Oconomowoc, Wisconsin 53066
2Bedroom(s)
3/1Bathroom(s)
Private GarageParking(s)
36Picture(s)
2,390Sqft
Rare opportunity to make Parkway Green your new home! These units do not come up often. This 2 BR, 3.5 bath unit showcases an open concept floor plan. The sunlit & spacious Liv Rm features a gas FP w/French door leading out to the cozy 3-season rm w/excellent views of the pond. Liv Rm opens to the KIT w/breakfast bar,granite counters & all SS appliances are included.
$434,900
Single-Family
N59W38235 Mainland Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
3Bathroom(s)
45Picture(s)
5,217Sqft
Discover your ultimate lake country retreat in Oconomowoc, perfectly situated on 1.44 acres of peaceful, scenic land just minutes from Lac La Belle and all the charm Lake Country has to offer.
$1,000,000
Condominiums
987 Lake Country Ct, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
Private GarageParking(s)
35Picture(s)
1,890Sqft
This beautiful, completely updated from top to bottom beach house vibes townhouse-style condo home features three large bedrooms to slumber in peace on the penthouse level, three bathrooms, and a private one-car garage. Enjoy family time and culinary heaven on main level then adjourn downstairs to finished lower level with kitchenette in cozy space for movies and game nights.
$395,000
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.
$309,900
Single-Family
1116 Elderberry Rd, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
29Picture(s)
1,720Sqft
Move-in Ready 92 ARW Julian Cottage II B, TWIN HOME! Welcome to Haven, a community of Twin Homes offering low-maintenance living in custom homes with private yards. Monthly association fee of $245 covers lawn mowing, fertilization, and snow removal; plus a la carte seasonal services are available for a separate rate.
$509,900
Single-Family
1219 W Arrowood Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,045Sqft
Move-In Ready 125 ARW Hoffman Craftsman- Available 5/15/26 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.
$629,900
Single-Family
1222 W Arrowood Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
5Picture(s)
1,879Sqft
Move-In Ready 107 ARW Sawyer Craftsman - Available 4/24/26All Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, much better than a typical used home. As your local home builder, you can expect the best local brands and trades for your home as well.
$562,900
Single-Family
743 Royal Troon Ct, Oconomowoc, Wisconsin 53066
5Bedroom(s)
3/1Bathroom(s)
97Picture(s)
4,738Sqft
Tucked away on a quiet cul-de-sac, this custom-built residence offers an exceptional blend of elegance, privacy, & timeless design. From your arrival, the dramatic roofline & stately presence create a lasting first impression, setting the tone for the quality & craftsmanship found throughout the home.
$899,900
Single-Family
1364 Periwinkle Pass, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
37Picture(s)
2,021Sqft
Remarkable new construction ranch home in Oconomowoc's Prairie Creek Ridge! This beautiful home offers a vaulted open concept living area, split bedroom design, and an exposed lower level with full size windows. LVP flooring though main living areas. Great room has gas fireplace. Kitchen features quartz countertops, island breakfast bar, and large walk-in pantry.
$639,900
Single-Family
W380N8481 Mill St, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
43Picture(s)
1,493Sqft
Classic farmhouse character meets modern updates in this charming Oconomowoc home, perfectly positioned just north of the Mill Pond in peaceful Monterey. Natural light fills the kitchen and dining room, highlighting the home's warmth and character. The eat-in kitchen blends vintage charm with everyday function, while both full baths have been thoughtfully refreshed.
$394,900
Single-Family
987 Prairieview Cir, Oconomowoc, Wisconsin 53066
5Bedroom(s)
3Bathroom(s)
59Picture(s)
3,426Sqft
Tucked into sought-after Longmeadow on rare lot backing to green space, this well-maintained ranch delivers flow that simply make sense. Vaulted ceilings & southeast-facing windows flood the home w/light & airiness. Kitchen is both functional and elevated, with generous counter space and an oversized pantry.
$650,000
Condominiums
N51W34861 Wisconsin Ave, Oconomowoc, Wisconsin 53069
2Bedroom(s)
2Bathroom(s)
Opener IncludedParking(s)
41Picture(s)
1,485Sqft
Experience elevated living in this exceptional 2 bed, 2 bath 3rd floor end unit residence. Filled with natural light from expansive windows and enhanced by soaring cathedral ceilings, this home showcases upscale cabinetry, granite countertops and premium appliances. Enjoy an in-unit washer and dryer, 2 deeded underground parking spaces and private storage.
$429,900
Single-Family
1751 Switchgrass St, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
4Picture(s)
1,788Sqft
Cozy split ranch located in Oconomowoc's Prairie Creek Ridge! Vaulted ceiling spans across Kitchen & Great Room. Kitchen features soft close cabinets, exterior vented range hood & walk-in pantry. Great room is complete with electric fireplace w/ shiplap. Primary suite is tucked in the back of the home & includes a box tray ceiling, 2 WICs, tiled shower & double sinks in vanity.
$619,900
Single-Family
959 Lagom Way, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
15Picture(s)
1,980Sqft
NEW CONSTRUCTION Buildable Floor Plan - Our Alexander model is a 2-story 3 bed, 2.5 bath townhome with an open concept first floor. The Kitchen includes a walk in pantry, a large island and soft close cabinetry. The Great Room features plenty of natural light and 9' ceilings. In addition, the first floor offers a Powder Room and Rear Foyer with WIC.
$474,900
Condominiums
1763 Derby Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3Bathroom(s)
Private GarageParking(s)
46Picture(s)
2,179Sqft
Why wait for new construction when you can move right into this exceptional Kingsway condo, truly better than new and perfectly located in desirable Pabst Farms. The gourmet kitchen features quartz countertops, a spacious pantry, and an open flow to the dining and living area with soaring 10' coffered ceilings, a cozy gas fireplace, and expanded patio doors to a private concrete patio.
$628,000
