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
W358N5119 Crestview Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
27Picture(s)
2,904Sqft
This home combines modern updates, practical features, and a serene outdoor setting, making it an ideal choice for comfortable and stylish living. House sits on 0.69 acres with mature trees, offering a private park-like experience with plenty of shade also you can enjoy the nearby lake access easement to Upper Oconomowoc Lake, perfect for launching a canoe and enjoying serene water activities.
$499,000
Single-Family
1523 Butternut Rdg, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
18Picture(s)
2,093Sqft
Welcome home to The GENEVA PLAN by Stepping Stone Homes, an award-winning home builder. Open floor plan features 4 bedrooms, 2.5 baths and 2 car garage. Kitchen comes w/quartz countertops, maple stained cabinets and SS appliance package. LVP flooring in kitchen, dinette, and great room. We equip our homes with Smart Technology.
$532,900
Single-Family
1635 W Mamerow Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
18Picture(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.
$594,900
Condominiums
215 Pleasant St, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Opener includedParking(s)
42Picture(s)
1,370Sqft
Stunning 4th floor condo in the popular Fowler Lake Village development in the heart of Oconomowoc. Spectacular lake views from this unit especially with the oversized balcony with a new durable epoxy coating.
$849,000
Single-Family
623 Anderson St, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
28Picture(s)
1,617Sqft
Remarkable newer home with 66 ft. of frontage on Fowler Lake! Enjoy tons of curb appeal with the partial stone exterior and covered front entrance. Interior offers an open concept main level. Gorgeous kitchen has granite countertops, island breakfast bar, pantry, and SS appliances included. Open dining room. Main floor master suite features walk-in closet and private bath.
$975,000
Condominiums
1627 St Andrews Dr, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
20Picture(s)
1,739Sqft
UNDER CONSTRUCTION - OCCUPANCY Summer 2024. Only 2 units available. Located a stones throw from Silver Lake in the City of Oconomowoc, this development features European-style architecture inspired by a romantic sea-side village in Porticello, Italy.
$699,900
Condominiums
1626 St Andrews Dr, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
30Picture(s)
2,046Sqft
UNDER CONSTRUCTION Dolcetto - Only 2 units available. Located a stones throw from Silver Lake in the City of Oconomowoc, this development features European-style architecture inspired by a romantic sea-side village in Porticello, Italy.
$749,900
Single-Family
433 Wisconsin Ave, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2Bathroom(s)
31Picture(s)
2,758Sqft
This charming home on Wisconsin Avenue offers an array of wonderful features. With four bedrooms and two full baths, it provides ample space for comfortable living. The nearly half-acre lot boasts a spacious 3.5-car garage, a cozy fire pit area, and beautiful mature trees. Enjoy the convenience of walking to City Beach and exploring all that downtown Oconomowoc has to offer.
$389,000
Single-Family
1190 Aeppler Way, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3Bathroom(s)
43Picture(s)
2,504Sqft
This fantastic 3 bed, 3 bath home has been thoughtfully updated, blending modern comforts with timeless charm. The open-concept showcases vaulted ceilings & gas fireplace, creating a warm & inviting atmosphere. The well-appointed kitchen features stunning granite, a stylish tile backsplash & gas range.
$524,900
Single-Family
830 Shady Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
30Picture(s)
2,071Sqft
Remarkable home and setting on a gorgeous lot bordering subdivision conservancy in Hickory Creek! Enjoy this exceptional lot featuring private back yard with wooded backdrop. Tons of curb appeal with the new exterior that includes new siding and roof. Interior offers many great features. Pocket doors between living and family rooms.
$419,900
Single-Family
706 Glenview Ave, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
31Picture(s)
2,006Sqft
Look no further! Enjoy lake living without the taxes in a highly desirable Oconomowoc neighborhood. This home boasts a great room with a natural fireplace, a formal dining room, a spacious kitchen/dinette with a center island, and a lower level rec room. Additionally, you'll have deeded lake access with a boat slip on Maple Terrace for summer fun.
$940,000
Single-Family
1233 Green Tree Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
4Picture(s)
2,431Sqft
This home is under construction. The Skylar 2431 is a 2-story home that offers plenty of living space w/ the kitchen featuring quartz counters, morning room & gathering room w/ GFP positioned in an open-concept format. The home has a mudroom that features plenty of storage including a closet & convenient bench for everyday items.
$646,900
Single-Family
1225 Green Tree Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
4Picture(s)
1,805Sqft
This home is framed & under construction. 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.
$592,900
Single-Family
1217 Green Tree Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
4Picture(s)
2,350Sqft
This home is currently 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.
$627,900
Single-Family
N53W35963 Lake Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2Bathroom(s)
30Picture(s)
2,144Sqft
Remarkable 4BR colonial home on a gorgeous 1+ acre lot in the Town of Oconomowoc! Enjoy this great setting featuring many mature trees and private back yard. Spacious interior offers hardwood flooring throughout. Large front living room with adjoining dining room. Family room has brick natural fireplace. Kitchen features island, granite countertops, bay window, and appliances included.
$489,900
Condominiums
1030 Ann Marie Way, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
15Picture(s)
2,717Sqft
Modern Split Ranch located in a mother Nature Setting, but just minutes from all the many amenities offered by Oconomowoc.Spacious Open- Concept first Floor with a large Family room that leads to an all-Season Veranda. Many Windows to let the light in with Half moon window blinds on the top.Radon System was installed when Built.
$650,000
Single-Family
1717 Arthurs Pass, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,034Sqft
New Construction - Ready in September! 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, two-story great room, and a spacious 2-car garage.
$499,900
Single-Family
1420 Blazing Star Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
27Picture(s)
3,203Sqft
Remarkable home in the desirable Prairie Creek Ridge Subdivision! This home has it all! You will love the fully fenced in backyard that is perfectly landscaped for ultimate privacy. The patio also features a stylish water fountain & built-in grill - making the space ideal for entertaining. The living room is spacious, open concept highlighted by the 10ft ceilings and stone fireplace.
$629,900
Condominiums
W398N6050 Autumn Woods Dr, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
19Picture(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 vinyl plank flooring. Large great room includes stone gas fireplace.
$289,900
Single-Family
936 Tanglewood Ct, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
38Picture(s)
2,692Sqft
Charming storybook-like Cape Cod on a cul-de-sac, just minutes from the heart of downtown Oconomowoc. With 4 BRs and 2.5 BAs, this property has tons of space (inside and outside!). Many updates & bonus features! On the main floor find the KIT with large island, dining area with walk-out to the patio area, a formal DR, large LR, and a FR with NFP.
$469,900
Single-Family
W349N5393 Road B -, Oconomowoc, Wisconsin 53069
3Bedroom(s)
3/1Bathroom(s)
48Picture(s)
2,192Sqft
Highly sought after Okauchee home in no-wake Bay 5 with 55 ft of Swimmable clean frontage for water activities and family fun. Large windows provide ample natural light throughout the home. Updated kitchen with Granite and top of the line appliances. Spacious bedrooms. Owners suite with walk-thru closet and large private bathroom.
$1,495,000
Single-Family
838 Wisconsin Ave, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
25Picture(s)
1,568Sqft
This professionally renovated home seamlessly blends original charm with modern functionality. The main floor has been reimagined to feature an open kitchen, pantry, half bath, and a combined mudroom/laundry room, bringing new life and light into the house. Upstairs, you'll find three bedrooms, including a master suite with a newly created bath.
$475,000
Vacant Land
Lt1 Lang Rd, Oconomowoc, Wisconsin 53066
12Picture(s)
0Sqft
Raw land ready for your Dream Home. Just under 16 acres of land with two lots. It is up to the new owner to decide if they want to keep both lots or subdivide. If new owner decides to subdivide lot must, lot divided must be a minimum of 5 acres. Sloped overlooking conservancy which will never be built on. Ready for a finished walk-out lower level. Rural privacy, no HOA.
$450,000
Single-Family
N60W34732 Forest Bay Rd, Oconomowoc, Wisconsin 53066
2Bedroom(s)
1Bathroom(s)
33Picture(s)
1,239Sqft
This charming little lake house makes a perfect place to escape to in the hot summertime (or to cozy up by the fireplace come winter)! There is ample opportunity to make the space your own. In the meantime, enjoy all that lake life has to offer. With a shared dock to launch your kayak or paddle board, this cottage is tucked away in a quiet bay, perfect for just floating along.
$499,000
Single-Family
1561 Bluestem Trl, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
32Picture(s)
2,499Sqft
Located in PRAIRIE CREEK RIDGE SUBDIVISON, this beautiful new construction is ready for immediate occupancy! Spacious 2-Story featuring a Maste Suite w/tray ceiling, 2 walk-in closets, private bath w/double bowl vanity and walk-in shower, 3 more generous bedrooms w/walk-in closets on the upper level.
$579,900
Single-Family
1593 Switchgrass St, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
33Picture(s)
2,499Sqft
Located in PRAIRIE CREEK RIDGE SUBDIVISION, this beautiful new construction is ready for immediate occupancy! Spacious 2-Story featuring a Master Suite w/tray ceiling, 2 walk-in closets,, private bath w/double bowl vanity and walk-in shower, 3 more generous bedrooms w/walk-in closets on the upper level.
$564,900
Single-Family
W344N7115 Timber Ridge Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
45Picture(s)
2,282Sqft
Welcome to this exquisite ranch-style home located in the heart of Lake Country. This property offers a perfect blend of comfort and entertainment, making it an ideal place to call home. Four Bedrooms: Spacious and inviting, offering plenty of room for family and guests. Two and a Half Bathrooms: Well-appointed, ensuring convenience and style.
$599,900
Vacant Land
Lt24 Norwegian Rd, Oconomowoc, Wisconsin 53066
1Picture(s)
0Sqft
Stunning 1-Acre lot waiting for your dream home! Located minutes from Okauchee Lake and Downtown Oconomowoc! Lot is restricted for a build with Allan Builders or Victory Homes.
$168,900
Single-Family
1693 W Mamerow Ln, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
53Picture(s)
2,496Sqft
Welcome to this almost-new stunning 4-bedroom, 2.5-bathroom home in Lake Country! The main floor features a spacious open concept design with stylish dark cabinets, large pantry, and oversizedkitchen island, ideal for culinary enthusiasts and hosting gatherings.
$639,900
Single-Family
202 Maple St, Oconomowoc, Wisconsin 53066
5Bedroom(s)
2Bathroom(s)
32Picture(s)
2,068Sqft
Step into this enchanting 5 BR 2 Full BA Victorian home that exudes timeless charm and elegance. The beautiful HWF throughout & the maple cabinets add a touch of warmth & sophistication. The formal DR features classic built-in corner cabinets, & the stunning crown molding enhances the home's historic character.
$399,900
