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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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Condominiums

N55 W35135 Coastal Avenue, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
1,506Sqft
Under Construction on pond unit. The Adalyn is our new open-concept ranch side x side condo. Offering a no-step entry @ the garage & wider doorways for easy accessibility. The private front entry opens to the main living areas, which has gourmet kitchen w/ quartz counters, stainless appliances, island w/ seating WIP & dining area.
$469,900

Condominiums

N55 W35131 Coastal Avenue, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
1,506Sqft
Under Construction on pond unit. The Adalyn is our new open-concept ranch side x side condo. Offering a no-step entry @ the garage & wider doorways for easy accessibility. The private front entry opens to the main living areas, which has gourmet kitchen w/ quartz counters, stainless appliances, island w/ seating WIP & dining area.
$469,900

Single-Family

1410 Mamerow Ln West, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
2,628Sqft
HOUSE IS IN ROUGH TRADES. APPROXIMATE COMPLETION IS AUGUST. 4 bedrooms/2.5 baths/2-story. Basement has 1 Egress slider window and rough-in drain/vent for future full bath. Corner ceramic tiled walk-in shower/2 shower heads/double sinks/granite or equivalent vanity tops in Master bath. Family bath has shower over tub/double sinks/granite or equivalent vanity tops. Huge WIC master suite.
$419,990

Single-Family

3840 Southwood Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
44Picture(s)
4,562Sqft
Set on 1.4 private wooded acres just minutes from I-94 and downtown Oconomowoc. Executive homes surround you! Enter the 2-story foyer and begin to appreciate the hardwood flooring, crown molding and so much more! The family chef will love the kitchen with large center island, newer appliances, granite countertops and sunny dinette.
$569,900

Single-Family

715 Washington St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
35Picture(s)
1,378Sqft
This very sharp home in the heart of Oconomowoc has many recent updates for you to enjoy! The quaint home is adjacent to Riverside Park and the Oconomowoc River, which you can see from your spacious living room. You are just a short stroll to the walk around Fowler Lake. Enjoy the peaceful back yard with fruit trees and a pleasant view of the park and river.
$299,500

Condominiums

N51W34861 Wisconsin Ave, Oconomowoc, Wisconsin 53069

2Bedroom(s)
2Bathroom(s)
2 or more spaces assignedParking(s)
26Picture(s)
1,642Sqft
Beautifully maintained 2BR/2BA condo in Mission Lakes! One of the larger 2BR units in the newer phase. Enjoy this outstanding location along Florence Lake in downtown Okauchee. Complex has lakeside patio, boathouse, and association owned pontoon boat. Unit offers an open concept floor plan. Great room features gas fireplace with patio doors to deck with direct outside access for easy in and out.
$335,000

Single-Family

1320 Rosewood Ct, Oconomowoc, Wisconsin 53066

5Bedroom(s)
3Bathroom(s)
34Picture(s)
3,694Sqft
Why build when you can move right into this Immaculate former Karek model home. Close to the highway, downtown Oconomowoc and walking distance to the elementary school. This Craftsman Style split ranch design is exactly what you have been looking for.
$549,000

Condominiums

N51W34861 Wisconsin Ave, Oconomowoc, Wisconsin 53069

2Bedroom(s)
2Bathroom(s)
Opener includedParking(s)
37Picture(s)
1,485Sqft
This absolutely stunning open concept luxury corner unit boasts quality, character and customized upgrades throughout. Kitchen is a recipe for success with high-end appliances and granite countertops that will certainly inspire your culinary masterpieces. Hardwood flooring throughout.
$324,900

Single-Family

1361 Goldenrod Way, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,267Sqft
HOUSE IS CURRENTLY A BACKFILLED BASEMENT. APPROX COMPLETION IS AUGUST.4 bedrooms/2.5 baths/Study/2-story. Basement has 1 Egress slider window and drain/vent rough-in for future full bath. Corner ceramic tiled walk-in shower/2 shower heads/double sinks/granite or equivalent vanity tops in master. Two WIC's Master bedroom. Knockdown drywall w/rounded corners.
$439,990

Single-Family

1738 River Lakes Rd N, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
28Picture(s)
3,420Sqft
Award-winning former Parade model in the highly sought-after Pabst Farms Neighborhood! Gorgeous open concept main level features great room w/beautiful stone GFP & built-ins, open to a chef's dream kitchen w/new smart appliances, double ovens, granite counters, custom cabinets, large island & walk in pantry! Primary bedroom suite offers a bonus room, jetted tub, walk in shower, large dual
$599,900

Single-Family

1262 Redwing Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
37Picture(s)
2,390Sqft
Beautifully landscaped & large corner lot in a wonderful neighborhood close to highway, downtown Oconomowoc, Nature Hill and Meadow View school. Spacious open concept, large rooms with cathedral ceilings, 4 bedrooms, 2.5 baths and home office. Built in fire-pit for outdoor entertaining, manicured lawn and underground sprinkler system.
$415,000

Single-Family

1501 Rosewood Pass, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
14Picture(s)
1,631Sqft
NEW CONSTRUCTION by Stepping Stone Homes, the FOXGLOVE floorplan is bright and open with 2 bedrooms, 2 full bathrooms and a large Great Room! Beautifully appointed Kitchen offers stainless steel appliances, quartz countertops, subway tile backsplash and more! Nice Master Suite with large walk in closet and bath.
$389,900

Single-Family

1390 Foxwood Pass, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
26Picture(s)
2,452Sqft
New construction by Stepping Stone Homes, the SIERRA features all of today's smart home technology! Impressive 4 bedroom home plus Flex/Office on the main floor with an open floor plan. This two story features an expansive Great Room open to the Kitchen with sleek quartz counters, subway tile, under cabinet lighting, soft close drawers, an oversized island and stainless appliances.
$499,900

Single-Family

1340 Foxwood Pass, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
22Picture(s)
2,137Sqft
NEW CONSTRUCTION by Stepping Stone Homes, the MONONA model features all of today's smart home technology! This beautiful 3 bedroom/2.5 bath open concept ranch offers a gorgeous Kitchen w/quartz countertops, soft close cabinets, under cabinet lighting, high end stainless appliances and overlooks a large Great Room w/electric fireplace.
$479,900

Single-Family

1300 Foxwood Pass, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
26Picture(s)
2,651Sqft
NEW CONSTRUCTION by Stepping Stone Homes, the ISABELLA features all of today's smart home technology! This beautiful 4 bedroom/2.5 bath open concept 2 story offers a gorgeous Kitchen w/quartz countertops, huge island, soft close cabinets, under cabinet lighting and high end appliances. Large Great Room w/electric fireplace.
$499,900

Single-Family

1470 Waters Edge Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
24Picture(s)
2,444Sqft
This spacious 4 BR Hickorywood Farms home is loaded with extra features for you to enjoy! Welcoming foyer with beautiful hardwood floors leads to sunny and open 1st floor layout that includes large kitchen with lots of cabinet and counter space, living area with high ceilings, loads of windows and a fireplace and an inviting dining area.
$444,900

Single-Family

N52W35634 Lake Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
59Picture(s)
3,410Sqft
It's Now or Never! Rare opportunity to call this Farmette on 3 acres in the Town of Oconomowoc your Own! The Home itself offers 3410 sq ft of Living space full of charm. The Main Level shows off its hardwood floors with tons of natural light & a Stunning natural fireplace perfect for Wisconsin winters. For a total of 5 garage spaces, a workshop, storage space galore, but wait..
$615,000

Single-Family

629 Elizabeth St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1Bathroom(s)
21Picture(s)
1,334Sqft
Here's your opportunity to own a three-bedroom brick ranch near Oconomowoc HS. This well cared for home is full of potential. Enter into a living room flooded with natural light from the huge picture window. Kitchen with maple cabinets plus an adjacent dining room with built-in china cabinet. Hallway to the three bedrooms (all with ceiling fans) plus a full bath with shower over tub.
$239,900

Single-Family

317 South St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
30Picture(s)
1,092Sqft
Adorable well-maintained home in the heart of Oconomowoc. Walking distance to downtown restaurants and shopping, parks, city beach and the library. Tons of natural light and character around every corner with built-in china cabinet, wooden beams, original hardwood flooring and claw foot tub. Home features a first floor bedroom and bathroom.
$189,900

Single-Family

438 Main St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2Bathroom(s)
8Picture(s)
2,900Sqft
Do the holidays have you feeling nostalgic? Then come and see this spacious home with old world charm built in 1895. This turn of century home in Oconomowoc features natural hardwood floors throughout, a fieldstone surrounded wood burning fireplace in the main living area, and enclosed front and back porches.
$240,000

Single-Family

N56W37835 Sunset Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
23Picture(s)
1,500Sqft
Newly remodeled, move in ready ranch home located in the beautiful Town of Oconomowoc. Granite kitchen, granite bathrooms and a beautiful tiled walk in shower and 2 car attached garage are just a few of the outstanding features.
$324,900

Two-Family

102 Marcella St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
Driveway entranceParking(s)
60Picture(s)
1,232Sqft
Hard to find 3 Bedroom, 1.5 Bath 2-story side x side w/full basement. Time to invest: use as rental or have 1/2 pay your mortgage. Unit 102: features 3 BR, 1.5 Baths (full bath will be totally remodeled), Kitchen/Dinette open to spacious Living Room, new carpet in all Bedrooms and stairway, new windows throughout unit 102. Full basement waiting for your finishes. Unit 104: features 3 Bedrooms, 1.
$360,000

Single-Family

614 Oakwood Ave, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
43Picture(s)
2,008Sqft
Cute as can be three bedroom, two bath on a double lot. Large living room with natural fireplace to keep you warm on those cold Wisconsin days! Two nice size main floor bedrooms with large closets in each. Generous size dining room ready for gatherings is open to the living room and kitchen.
$299,900

Single-Family

1164 Majestic View Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
48Picture(s)
3,699Sqft
This home in River Bluff is adjacent to the 30-acre wooded area which offers privacy and a view of wildlife. The easy-to-maintain home is situated on a 2/3 of an acre lot and features a walk-out finished lower level. You will enjoy the soaring ceilings in the great room. A two-way gas fireplace between the kitchen and living area adds charm and comfort.
$464,900

Single-Family

W340N6206 Breezy Point Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3/1Bathroom(s)
107Picture(s)
5,500Sqft
Exquisite custom built one owner single family condo located in a private 8 family community with 137 feet of shared Okauchee lake frontage with eight individual boat slips and 6 shared acres. Private golf cart and walking paths take you to the waters edge. Grand great room with open floor plan featuring eat in kitchen, formal dining room, family room and full bar.
$1,000,000

Single-Family

1431 Rosewood Pass, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
18Picture(s)
1,764Sqft
NEW CONSTRUCTION by Stepping Stone Homes, the ROSEBURY floorplan is bright and open with 3 bedrooms, 2 full bathrooms, and a large Great Room! Beautifully appointed Kitchen offers large island, stainless steel appliances, quartz countertops, subway tile backsplash and more! Nice Master Suite with tray ceiling, large walk in closet and double vanity in bath.
$419,900

Single-Family

1314 Mamerow Ln W, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
23Picture(s)
1,720Sqft
NEW CONSTRUCTION by Stepping Stone Homes, the LAUREL floorplan is bright and open with 2 bedrooms, 2 full bathrooms, a den with french doors and a large Great Room! Beautifully appointed Kitchen offers white cabinets. stainless steel appliances, quartz countertops, subway tile backsplash and more! Nice Master Suite with large walk in closet and double vanity in bath.
$399,900

Single-Family

1253 Mamerow Ln W, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
19Picture(s)
1,614Sqft
NEW CONSTRUCTION by Stepping Stone Homes, the MULBERRY floorplan is bright and open with 2 bedrooms, 2 full bathrooms, a den and a large Great Room! Beautifully appointed Kitchen offers stainless steel appliances, quartz countertops, subway tile backsplash and more! Nice Master Suite with large walk in closet and bath.
$384,900

Single-Family

965 Grandview Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
25Picture(s)
3,426Sqft
Recently Renovated 3 Bedroom 2.
$389,900

Single-Family

715 Wilson St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
1/1Bathroom(s)
28Picture(s)
1,988Sqft
A rare opportunity to own this spacious 4 bedroom 1.5 bath home for the first time in 50+ years! Pride of ownership has been proven from top to bottom. So many updates; furnace, AC,windows, corian counters, oak cabinets, water heater, exterior paint and landscaping and more. A block off the fowler loop and a mile from downtown, the location tops the cake. Greenland elementary and NHI.
$349,900
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