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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

1610 Creekview Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,280Sqft
The Mulberry-located in the heart of Oconomowoc! This 4 Bedroom 2-Story features upgrades throughout. Open Concept Living Space perfect for entertaining. Kitchen features Two Toned Soft Close Cabinets, Quartz Countertops, Walk-In Pantry, Island w/ Overhang & Range Hood. Gas Fireplace with Stone Detail completes the Great Room. Flex Room off Foyer makes a great Office/Bonus Space.
$574,900

Single-Family

1552 Switchgrass St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
4Picture(s)
2,012Sqft
HOUSE IS FRAMED - APPROX. COMPLETION NOV. '24.3 bedrooms/2 full baths/split bedroom ranch. Basement has drain/vent rough-in for future full bath & 1 egress slider window. Corner ceramic walk-in shower/2 shower heads/granite or equivalent vanity tops/double sinks in master bath. Standard slider closet & WIC master suite. Pitched ceiling in foyer, living rm.
$549,990

Single-Family

1483 Turnberry Cir, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
85Picture(s)
2,865Sqft
VACATION IN YOUR OWN BACKYARD in this fabulous 4 bedroom home in the desirable Briarwood neighborhood of Oconomowoc!! Located on half an acre with mature landscaping, this home features a back yard most people only dream about.
$799,000

Single-Family

1543 Butternut Rdg, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
2Picture(s)
1,690Sqft
Welcome home to The Laurel by Stepping Stone Homes, an award-winning home builder. Open floor plan features 3 Bedrooms, 2 Bathrooms and a 2 Car garage. The kitchen comes w/ quartz countertops and SS appliance package. LVP flooring in kitchen, dinette, and great room. We equip our homes with Smart Technology.
$484,900

Single-Family

W343N7160 North Pole Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2Bathroom(s)
64Picture(s)
2,332Sqft
Gorgeous ranch with split floorplan set on 2.83 private acres in Arrowhead School District! Enter the foyer and begin to appreciate the open concept living space with vaulted ceilings and amazing natural light. The family chef will love the generous kitchen with an abundance of cabinetry and counter space, newer stainless appliances and wet bar area w/beverage refrigerator.
$669,000

Single-Family

1276 Violet St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
27Picture(s)
1,995Sqft
Move in Ready, New Construction Ranch! The Holly features 3 Bedrooms and upgrades throughout. Flex Room w. French Doors off Front Foyer makes for a great Office/Bonus Space. Open Concept Living Space complete with Cathedral Ceiling is perfect for gathering with family and friends.
$559,900

Single-Family

146 Elm St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
36Picture(s)
1,824Sqft
If you've been looking for a great home just minutes from downtown Oconomowoc, you are in luck! This beautifully updated 3 bedroom, 2 bathroom farmhouse has everything you need- a stunning kitchen, 2 updated full bathrooms, a main floor primary bedroom, main floor laundry, a bonus space upstairs, home office spot, RO system, and even a wash station! A large lot, partially fenced with a 2.
$349,900

Single-Family

26 Park St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
30Picture(s)
1,383Sqft
Old world charm remains yet practically everything in this home is new! Gorgeous expansive FULLY remodeled kitchen w/ tons of cabinet & counter space. Fully remodeled full bath w/ dual vanity & half bath added to upper level off MBR. Fully remodeled first floor laundry. Refinished hardwood flooring. All new windows, carpet, doors, HVAC, ductwork & central air added 4 years ago.
$379,900

Single-Family

1571 Creekview Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
4Picture(s)
2,114Sqft
Beautiful Ranch located in Oconomowoc's, Prairie Creek Ridge. The Walnut features upgrades throughout. Cathedral Ceiling spans across main living space. Kitchen features Range Hood, Soft Close Cabinets, Quartz Countertops, Island w/ Overhang & Walk-In Pantry. Great Room has Gas Fireplace w/ Stone Detail.
$574,900

Single-Family

1291 Violet St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
7Picture(s)
2,484Sqft
HOUSE IS IN ROUGH TRADES' INSPECTIONS. APPROXIMATE COMPLETION AUGUST 2024.4 bedrooms/2.5 baths/2-story. Basement has 1 Egress Slider Window & drain/vent rough-in for future full bath. Double sinks master & family baths. Granite or equivalent vanity tops. Large WIC master suite. Knockdown drywall w/rounded corners. 9' first floor ceilings.
$569,990

Single-Family

1243 Violet St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,616Sqft
HOUSE IS IN ROUGH TRADES. APPROXIMATE COMPLETION SEPTEMBER 2024.4 bedrooms/2.5 baths/Flex room/spacious 2-story. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Master bath walk-in shower w/2 shower heads/double sinks/granite or equivalent vanity tops. Double sinks family bath. 2 WIC's master suite/all bedrooms with WIC's.
$574,990

Single-Family

685 Concord Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
38Picture(s)
3,262Sqft
Prepare to be wowed as you walk into this stunning open concept ranch home. This 3 bed 2.5 bath house offers a beautifully upgraded kitchen with quartz countertops as well as a spacious living area beside it. Just off the kitchen is a family room that gets an abundance of natural light that leads to a large deck.
$564,900

Condominiums

273 Oconomowoc Pkwy, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
UndergroundParking(s)
27Picture(s)
1,389Sqft
The most important rule in real estate is location, location, location! This wonderful condo is just a short bike ride to downtown Oconomowoc on the ever convenient Lake Country Trail just outside the building. This thoughtfully designed condo has two spacious suites, ensuring convenience for residents and guests.
$279,900

Single-Family

74 Weston Ridge Rd, Oconomowoc, Wisconsin 53066

5Bedroom(s)
3/1Bathroom(s)
38Picture(s)
2,847Sqft
Incredible unmatched value in this 5 BDRM. 3.5 BA practically new construction home. No building wait times, unexpected expenses or lawn & driveway costs. Desirable open concept layout w/ spacious LR m that adjoins the dining area & bright white kitchen w/ breakfast bar & large walk in pantry.
$519,900

Single-Family

1 Earling Ct, Oconomowoc Lake, Wisconsin 53066

3Bedroom(s)
3/1Bathroom(s)
44Picture(s)
5,422Sqft
Imagine the possibilities! Lakeside living at its finest with this 3-bed, 3.5-bath Mid-century Modern gem on an acre of lush privacy in the Village of Oconomowoc Lake. Nestled in the exclusive Brae Head neighborhood, enjoy shared access to 800' of frontage, featuring amenities like a tennis court, boat pier with deeded slip, kayak racks, and a swimming pier.
$1,650,000

Single-Family

330 Woodland Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
1/2Bathroom(s)
39Picture(s)
2,112Sqft
This captivating colonial in the highly desirable Merchant's Plat neighborhood features timeless allure with modern convenience. Gorgeous hardwood floors throughout, natural woodwork, updated kitchen and baths, and a serene second-story sunroom overlooking stunning Lac La Belle Lake.
$549,900

Single-Family

1831 S River Lakes Rd, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
49Picture(s)
3,606Sqft
Welcome to this open concept home offering soaring ceilings with loads of natural light from the large windows and skylights. The first floor offers a stone gas fireplace in the LR, French doors to your home office with tray ceiling, open kitchen/dinette with island, pantry cabinet and granite countertops. First floor master features a tray ceiling with en suite and large walk in closet.
$739,900

Condominiums

W397N5951 Autumn Woods Dr, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
22Picture(s)
1,212Sqft
This beautiful main level condo is move in ready. The floor plan is welcoming with custom paint colors and warm wood simulated laminate floors in the Kitchen & Baths. The Great Room has largewindows overlooking the Patio with wooded backdrop and a Gas Fireplace with attractive stone surround. Both bedrooms are generous in size and have two closets.
$285,000

Single-Family

1817 S Cool Water Cres -, Oconomowoc, Wisconsin 53066

5Bedroom(s)
3/1Bathroom(s)
56Picture(s)
4,000Sqft
Discover your dream home in East Lake of Pabst Farms - a prime location surrounded by serene green spaces. This exquisite 5-bedroom residence boasts an abundance of natural light and expansive living areas. Meticulously maintained and thoughtfully updated, this home offers classic design and timeless elegance.
$750,000

Single-Family

237 Riverwood Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
41Picture(s)
2,109Sqft
Nestled in the heart of Oconomowoc, this 4 bedroom, 3 bath ranch home is ready for you. Freshly painted on the main level, this easy-to-use floor plan offers a quaint great room with sunny southern exposure, loads of natural light from the two larger skylights and a beautiful fireplace. The well-planned kitchen offers an eat-in dinette and main level laundry room.
$379,900

Single-Family

W395N5858 Laketon Ave, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
43Picture(s)
1,526Sqft
Ready for Lake Country living? Check out this 3 bedroom ranch home just blocks from Lac La Belle! The floor plan offers a spacious living room/dining room combination, comfortable family room with gas fireplace, and open kitchen with lots of counter space and storage. Primary bedroom features attached half bath.
$399,999

Single-Family

1244 Violet St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
4Picture(s)
2,506Sqft
This home is currently under construction. The Charlotte offers a gathering room featuring a 2-story ceiling, picturesque windows & gas fireplace, the 1st-floor primary floorplan is a home to impress. You'll enjoy the kitchen w/ its abundance of storage that includes a WIP, & oversized island w/ snack bar. For more formal gatherings, a dining room is conveniently located off the kitchen.
$659,900

Single-Family

1540 Creekview Ct, 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.
$617,900

Single-Family

1281 Yosemite Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,635Sqft
Exceptional split bedroom ranch home in Oconomowoc's Lakewood Estates! Enjoy this open concept floor plan featuring large great room with gas fireplace. Kitchen has breakfast bar, pantry, appliances included and dining area. Additional open dining room with patio doors to back patio. Main floor laundry with washer and dryer included.
$424,900

Single-Family

660 Sherman Ave, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
33Picture(s)
2,280Sqft
Sunny, modern and move-in-ready 3 bedroom, 2.5 bath ranch near Fowler Lake & Park! You will love the sun-drenched living room with gleaming hardwood floors that seamlessly connect to the kitchen via a breakfast bar and framed by a beautiful archway. Continue through the kitchen to the expansive dining/flex room with soaring cathedral ceiling and gas fireplace.
$385,000

Condominiums

W389N7112 Pennsylvania St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
32Picture(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.
$695,000

Single-Family

W352N5838 Nelson Rd, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
28Picture(s)
3,414Sqft
Lovingly cared for & meticulously maintained, this 4 bed/3 bath ranch in the heart of Lake Country offers the peace of mind you have been searching for! Nestled on a sprawling 1.
$539,900

Single-Family

800 Apple Grove Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3/1Bathroom(s)
22Picture(s)
4,030Sqft
Step into refined living with this exceptional 3-bedroom, 3.5-bathroom Oconomowoc home. A fully finished basement, boasting a well-appointed kitchen and bath, offers a welcoming space for creating cherished memories. Enjoy seamless indoor-outdoor living through the walk-out basement or relish tranquil moments on the expansive deck.
$564,900

Single-Family

1530 Miller Ct, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
68Picture(s)
3,686Sqft
No need to build when you can buy this Princeton Signature Series ranch by Kaerek w/custom features & finishes in highly desirable neighborhood of Prairie Creek Ridge! Entertaining possibilities are endless from main level open concept layout to LL rec room spaces.
$689,900

Single-Family

1386 Waters Edge Dr, Oconomowoc, Wisconsin 53066

5Bedroom(s)
3/1Bathroom(s)
33Picture(s)
3,948Sqft
Kaerek custom-built home located in desirable Hickorywood Farms! This 5 bed/3.5 bath home has a 4 car garage and a deck off the dinette area which overlooks a pond. Grand entrance with a two story foyer and open concept floorplan. Main floor den with French doors and a walk-in closet.
$649,900
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