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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

1458 Eldorado Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
50Picture(s)
2,800Sqft
Welcome home to this 4 bedroom, 2 1/2 bath exceptionally maintained and only one owner home with beautiful hardwood floors! Buyers will receive a brand new roof, siding to be repaired and repainted due to recent hail damage. Walking distance to schools, dining, shopping, lake walks and hiking Nature Hill.
$480,000

Single-Family

1356 Goldenrod Way, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
2Picture(s)
2,388Sqft
HOUSE IS CURRENTLY FRAMED. APPROXIMATE COMPLETION LATE DECEMBER. 3 bedrooms/2 full Baths/Partial exposure/split ranch. Basement has drain/vent rough-in for future full bath/windows in exposure. Two WIC's in master bedroom suite. Corner ceramic walk-in shower/2 shower heads/decorative tile/double sinks/granite or equivalent vanity tops in master bath.
$549,990

Vacant Land

1214 Northview Dr, Oconomowoc, Wisconsin 53066

4Picture(s)
0Sqft
Build your dream home on this beautiful lot in the highly desired Longmeadow subdivision. Located in the very heart of lake country, Longmeadow features many amenities that people look for when choosing where they want to live. Sidewalks and walking trails where you can enjoy a full stroll through the neighborhood. Green spaces for neighborhood gatherings and children's play.
$134,900

Single-Family

N51W34336 Park Bay Rd, Oconomowoc, Wisconsin 53069

5Bedroom(s)
6Bathroom(s)
34Picture(s)
5,904Sqft
Incredible, spacious home on fun & active Okauchee Lake has 3 levels of living space with soaring ceilings, tons of windows, and multiple decks to enjoy the views. The open concept main floor has maple hardwood floors, huge breakfast bar, granite counters, walk-in pantry, and Viking stainless steel appliances including a gas range, wall oven, and warming drawer.
$1,990,000

Condominiums

N52W35450 Lighthouse Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
2Picture(s)
1,818Sqft
Under Construction on pond stand-alone condominium. The Sophia 1818 is a home featuring flexible dining spaces to accommodate both quick meals & formal dinner parties. The kitchen has quartz counters, substantial cabinetry & a sizable pantry cabinet & built-in workstation.
$749,900

Vacant Land

Lt77 River Rd, Oconomowoc, Wisconsin 53066

13Picture(s)
0Sqft
Love the lake country lifestyle? Build your dream home on this Okauchee Lake lot! Oconomowoc golf club is right behind you and Oconomowoc has all the lake country lifestyle amenities you could want! Rare, never been built on lot with amazing frontage on Okauchee Lake! This lot is over a half acre in size and offers a gentle slope to the lake. Perfect opportunity for a walkout lower level home.
$1,095,000

Single-Family

1384 Goldenrod Way, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
4Picture(s)
2,660Sqft
HOUSE IS IN ROUGH TRADES. APPROXIMATE COMPLETION DEC 2022. 4 bedrooms/2.5 Baths/Flex Room/Partial Exposure/Elite series 2-story. Basement has drain/vent rough-in for future full bath & windows in exposure. Ceramic tiled shower/2 shower heads/double sinks/granite or equivalent vanity tops in master bath. Family bath has dbl sinks/granite or equivalent vanity tops.
$554,990

Single-Family

1398 Bluestem Trl, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
5Picture(s)
2,004Sqft
3 bedrooms/2 Full Baths/Partial Exposure/Ranch. Basement has windows in exposure & drain/vent rough-in for future full bath. Master bath has shower stall w/ceramic tiled walls. Shower over tub in Family bath. Double sinks in Master and Family baths w/granite vanity tops. Large WIC master bedroom. 9' Main floor ceilings: pitched in foyer, living room, kitchen, dinette.
$489,990

Condominiums

N55W35047 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
2Picture(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.
$542,900

Condominiums

N55W35041 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
2Picture(s)
1,506Sqft
This is the LAST on-pond side-by-side condo at Bay Pointe. Currently under construction! 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.
$547,900

Condominiums

N55W35025 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
3Picture(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.
$542,900

Condominiums

N55W35021 Coastal Ave, 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.
$529,900

Condominiums

1771 Derby Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1,760Sqft
UNDER CONSTRUCTION! CASTILLION - A 1760 SF side-by-side ranch condo, with all the amenities you can expect from a Kings Way build. Granite counter tops in the kitchen, hardwood floors, full basement with egress window and rough in plumbing for future finished basement. 3 bed 2 full bath.
$534,900

Condominiums

1760 Derby Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1,760Sqft
UNDER CONSTRUCTION! CASTILLION - A 1760 SF side-by-side ranch condo, with all the amenities you can expect from a Kings Way build. Granite counter tops in the kitchen, hardwood floors, full basement with egress window and rough in plumbing for future finished basement. 3 bed 2 full bath.
$519,900

Single-Family

1330 Foxwood Pass, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,737Sqft
THIS HOME IS IN THE ROUGH CARPENTRY STAGE. APPROXIMATE COMPLETION IS SEPTEMBER. 4 bedrooms/2.5 bath/ Partial Exposure/2-story home. Basement has drain/vent rough-in for future full bath and windows in exposure. Ceramic tile walk-in shower/2 shower heads/double sinks/granite or equivalent vanity tops in master bath. Two WIC's master bedroom.
$494,990

Vacant Land

1471 Blazing Star Dr, Oconomowoc, Wisconsin 53066

1Picture(s)
0Sqft
Located in the heart of Lake Country just off of Hwy 16. Prairie Creek Ridge offers fully improved lots with sewer and water, sidewalks, and country charm with easy access to shopping and recreation. Lot 55 offers a 4' lookout exposure. Come build in this desirable community that has abundance of activity due to the great location, pricing and school district.
$99,900

Condominiums

1623 St Andrews Dr, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
1,739Sqft
UNDER CONSTRUCTION! 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. Each unit offers Italian Villa style roof lines, carriage-style garage doors, inviting entryways, private courtyards, vaulted living areas with open concept style, and luxury master suite.
$619,900

Condominiums

1621 St Andrews Dr, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
1,571Sqft
Under Construction! 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. Each unit offers Italian Villa style roof lines, carriage-style garage doors, inviting entryways, private courtyards, vaulted living areas with open concept style, and luxury master suite.
$550,000

Condominiums

1610 Vico Pass, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
42Picture(s)
2,046Sqft
MOVE IN READY - Dolcetto Design. 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.
$719,900

Single-Family

1158 Juniper Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
2Picture(s)
1,722Sqft
NEW Construction- Ready February 2022! Located in the Pine Ridge Estates West in Oconomowoc -this beautiful Caspian model has all the amenities you are looking for! Kitchen includes quartz countertops, workspace island with overhang for seating, and is open to the family room which has a corner gas fireplace with stone to ceiling detail.
$424,900

Condominiums

1624 Belmont Ln, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
2Picture(s)
1,570Sqft
Breton ~ To be built. Planned community in Village Crossing Condominiums offers 88 Deluxe Condos. Five luxurious floor plans ranging from approx. 1,450 SF to 2,110 SF. Luxury finishes are standard.
$534,900

Condominiums

1626 Belmont Ln, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
2Picture(s)
1,570Sqft
Breton ~ To be built. Planned community in Village Crossing Condominiums offers 88 Deluxe Condos. Five luxurious floor plans ranging from approx. 1,450 SF to 2,110 SF. Luxury finishes are standard.
$534,900

Condominiums

1611 Vico Pass, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
2Picture(s)
1,761Sqft
UNDER CONSTRUCTION! 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. Each unit offers Italian Villa style roof lines, carriage-style garage doors, inviting entryways, private courtyards, vaulted living areas with open concept style, and luxury master suite.
$594,900

Condominiums

1609 Vico Pass, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
2Picture(s)
1,761Sqft
UNDER CONSTRUCTION! 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. Each unit offers Italian Villa style roof lines, carriage-style garage doors, inviting entryways, private courtyards, vaulted living areas with open concept style, and luxury master suite.
$654,900

Condominiums

1629 Toscano Ter, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
1,941Sqft
TO BE BUILT! Emelia Design. 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. Each unit offers Italian Villa style roof lines, carriage-style garage doors, inviting entryways, private courtyards, vaulted living areas with open concept style, and luxury master suite.
$679,900

Condominiums

1638 Belmont Ln, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
2Picture(s)
1,570Sqft
Move in Ready Breton! Planned community in Village Crossing Condominiums offers 88 Deluxe Condos. Five luxurious floor plans ranging from approx. 1,450 SF to 2,110 SF. Luxury finishes are standard.
$534,900

Vacant Land

828 Wisconsin Ave, Oconomowoc, Wisconsin 53066

4Picture(s)
0Sqft
1.26 acres of prime commercial real estate located just east of downtown Oconomowoc. This high traffic location provides great exposure for commercial business. Permitted uses include auto repair, general retail, restaurant, medical office, and/or financial institution. The site is located on the lighted corner of Wisconsin Ave (hwy 16) and Lapham Street.
$559,000

1195 Summit Ave, Oconomowoc, Wisconsin 53066

2Picture(s)
10,014Sqft
LOCATION! LOCATION! LOCATION! Approx 10,000 SF strip center located in the ''gateway'' of Oconomowoc between the thriving downtown and the I-94 Pabst Farms corridor. Property is situated next to Culver's at a newly constructed controlled intersection along a new 6 lane road (Summit Ave/Hwy 67). Ideal spot for an owner occupant / investor. Several tenants have been here long term.
$1,450,000

Vacant Land

36250 Valley Rd, Oconomowoc, Wisconsin 53066

6Picture(s)
0Sqft
Excellent high visibility 1.5 acre commercial parcel for sale. Close proximity to I94, Pabst Farms, and Silver Lake. Property is being sold ''AS IS'' and seller offers no warranties expressed or implied.
$1,050,000
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