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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

1311 Whalen Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
4Picture(s)
2,431Sqft
This home is framed. 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. The formal dining room makes for a welcoming entertainment area.
$632,900

Single-Family

1301 Whalen Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
4Picture(s)
2,428Sqft
This home is under construction. The Francesca has an open concept design offering a spacious gathering room w/ GFP, dining room, & morning room. The open-concept design allows people to enjoy living spaces while still conversing w/ those in the kitchen. The kitchen itself features quartz counters, s.s.
$642,900

Single-Family

1397 Windwood Rd, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,033Sqft
Move-In Ready 14 ARW Hoffman Cottage - Available 4/2/24! Built by Wisconsin's leading homebuilder, you can expect nationally recognized, award-winning, quality craftsmanship in this Veridian home. All Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, 70% better than a typical used home.
$614,900

Single-Family

1391 Windwood Rd, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,446Sqft
This home is currently under construction. Move-In Ready, 13 ARW Atwood Farmhouse - Available 4/22/24. Built by Wisconsin's leading homebuilder, you can expect nationally recognized, award-winning, quality craftsmanship in this Veridian home.
$654,900

Single-Family

1573 Switchgrass St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,464Sqft
The Hickory-located in the heart of Oconomowoc! This desirable two-story plan features upgrades throughout. First floor boasts an open concept layout, perfect for gathering w/ family & friends. Kitchen features two-toned Soft Close Maple Cabinets, Granite Countertops, Range Hood, Island w/ Overhang & Opens to Great Rm. Gr Rm has Gas Fireplace, perfect for unwinding at the end of the day.
$569,900

Condominiums

1394 Prairie Creek Cir, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
13Picture(s)
1,942Sqft
Emory ~ *MOVE IN READY* 10' high ceilings, Luxury Vinyl Plank flooring, carpet at great room and bedrooms/closets. Kitchen with Quartz countertops. 2 full baths with Corian countertops.
$599,900

Condominiums

1611 Belmont Ln, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
2Picture(s)
1,942Sqft
Estonian ~ UNDER CONSTRUCTION - OCCUPANCY IN LATE JANUARY - Planned community in Village Crossing II Condominiums. Luxury finishes are standard. 10' high ceilings, real wood floors, granite kitchen countertops, Corian countertops in baths, kitchen appliances, full basement w/egress window, under-floor rough plumbing for future full bath & wet bar, concrete patio.
$629,900

Vacant Land

1602 Switchgrass St, Oconomowoc, Wisconsin 53066

2Picture(s)
0Sqft
This listing will be offered as a home/lot package by Sarona Homes. The highly desirable Prairie Creek Ridge development is located in Oconomowoc. Lots ranging from 1/4 to 1/3 of an acre are offered. This neighborhood is convenient to Hwy 16, shops, and grocery stores.
$130,000

Vacant Land

N50W34470 Road P -, Oconomowoc, Wisconsin 53069

10Picture(s)
0Sqft
Property has huge potential! Located in the heart of Lake Country in Okauchee. Possibilities for this property are endless. It is situated on almost 2 wooded acres with views of a pond and stunning evening sunsets. Bring your ideas to build your dream home, fix what is currently there or find out what else is possible. Investor or owner occupied dream.
$425,000

Single-Family

N71W35525 Mapleton Lake Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2Bathroom(s)
52Picture(s)
2,284Sqft
Custom built home. Enjoy instant beauty with mature trees and established perennial gardens, gorgeous views and lake access to Mapleton Lake. Open concept living area w/vaulted ceilings and cozy GFP. Solid panel doors throughout. Kitchen boasts solid maple cabinets, hardwood floors, granite counter tops with raised breakfast bar, SS Appliances and Pantry.
$594,900

Single-Family

1391 E Arrowood Cir, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
35Picture(s)
1,650Sqft
Move-in Ready Available 2/12/24 - 42 ARW Emerald Farmhouse. Built by Wisconsin's leading homebuilder, you can expect nationally recognized, award-winning, quality craftsmanship in this Veridian home. All Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, 70% better than a typical used home.
$499,900

Single-Family

1268 Violet St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
4Picture(s)
2,004Sqft
HOUSE IN DRYWALL TRADES- APPROX. FINISH JULY 2024.3 bedroom/2 bath/Ranch design. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Master bath shower stall w/ceramic tiled walls & shower pan/double sinks/granite or equivalent vanity tops. Double sinks family bath. Large WIC master bedroom.
$539,990

Single-Family

1209 Green Tree Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,616Sqft
HOUSE IS FRAMED. APPROX. COMPLETION AUG. 4 bedrooms/2.5 baths/flex room/2-story. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Corner ceramic tiled walk-in shower/2 shower heads/granite or equivalent vanity tops/double sinks master bath. Two WIC's master bedroom. Dbl sinks family bath. 9' 1st floor ceilings/pitched ceiling master bedroom.
$564,990

Condominiums

1630 St Andrews Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3/1Bathroom(s)
Private garageParking(s)
93Picture(s)
3,604Sqft
Over 600Ft of PRIVATE lake access w/PRIVATE beach, shared by only 7 condos. Plus, a PRIVATE pier & boat slip! Nestled steps away from Silver Lake, this condo is sure to wow. Step into the spacious living area flooded w/natural light, creating a warm & inviting ambiance. Notice arched doorways on your way to the modern kitchen, with a large island, breakfast bar & stove cove.
$1,250,000

Single-Family

4886 Hewitts Point Rd, Oconomowoc Lake, Wisconsin 53066

5Bedroom(s)
4/1Bathroom(s)
31Picture(s)
6,736Sqft
Welcome home to this 5-6 bedroom European Country-style home on 4 lovely acres and 154 feet of south-facing frontage on coveted Oconomowoc Lake. Lots of main floor living space with great character - beams, wood floors, many lake-facing windows, arched doorways, etc.
$3,995,000

Single-Family

1200 Juniper Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
26Picture(s)
2,137Sqft
Spacious 4BR home with walkout lower level in Oconomowoc's Pine Ridge Estates! Partial stone exterior and covered front entrance greet you. Extensive luxury vinyl plank flooring on main level. Great room offers corner gas fireplace. Open kitchen has island breakfast bar, walk-in pantry, and appliances included. Large mud room off 3.5-car garage.
$599,000

Condominiums

1556 Weston Ridge Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
5Picture(s)
1,749Sqft
New Construction ranch condo with STEPLESS ENTRY in Lake country! Expected completion June 2024. Great room w/gas fireplace & stunning kitchen with gorgeous quartz tops and full suite of appliances. Unique dining room with cove ceiling is a great entertaining space just steps from kitchen island.
$550,000

Vacant Land

W340N7661 Townline Rd, Oconomowoc, Wisconsin 53066

15Picture(s)
0Sqft
NCREDIBLE Location in the heart of Wisconsin's Horse Country this property's 130 x 230 outbuilding built as indoor riding arena w/ observation deck. Inside two spacious bathrooms, fully plumbed on conventional septic. Two 250 AMP panels in the building. Has electrical hook ups for 10 horse travel trailers.
$799,900

Vacant Land

W340N7661 Townline Rd Rd, Oconomowoc, Wisconsin 53066

7Picture(s)
0Sqft
Attention horse lovers! Looking for a piece of paradise right in the town of Oconomowoc? Then this one is for you! Located on the end of a 500 yard private driveway that is lined with oak trees on both sides and exudes privacy. Ranch style entry sets the tone, this truly is a horse lover's paradise. Surrounded on all sides by large acreage.
$349,900

Condominiums

1400 Prairie Creek Cir, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
34Picture(s)
1,760Sqft
Cypress~ Move-In-Ready The development consists entirely of side-by-side and double-duplex ranch condominiums that range in square footage from 1,571 to 1,942+ with sunroom add-on options. Spacious open concept floor plans feature generous entertaining spaces and architectural features like alcoves and ceiling designs elevate the overall feel of the space.
$584,900

Single-Family

766 Burr Oak Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
34Picture(s)
1,640Sqft
Available NOW! Move-in Ready 19 ARW Astoria Cottage. Built by Wisconsin's leading homebuilder, you can expect nationally recognized, award-winning, quality craftsmanship in this Veridian home. All Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, 70% better than a typical used home.
$509,900

Condominiums

1568 Weston Ridge Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
20Picture(s)
2,332Sqft
Spacious ranch condo in Lake country! Enjoy this beautiful unit w/over 2000 sq ft of living space including finished lower level wi/ full size windows. Great room with gas fireplace adjacent to stunning kitchen w/ gorgeous quartz tops & full suite of appliances. Spacious dining room wi/cove ceiling is a great entertaining space just steps from kitchen island.
$599,000

Condominiums

1566 Weston Ridge Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
23Picture(s)
2,395Sqft
Spacious ranch condo in Lake country! Enjoy this beautiful unit w/over 2000 sq ft of living space including finished lower level wi/ full size windows. Great room with gas fireplace adjacent to stunning kitchen w/ gorgeous quartz tops & full suite of appliances. Spacious dining room wi/cove ceiling is a great entertaining space just steps from kitchen island.
$599,000

Condominiums

1758 Bess Ct, Oconomowoc, Wisconsin 53066

2Bedroom(s)
3Bathroom(s)
Private garageParking(s)
19Picture(s)
2,484Sqft
Experience an unparalleled gem in Village Crossings Condos at Pabst Farms. This exquisitely designed condo offers matchless luxury, top-tier amenities, and a fully finished lower level with wet bar and open living -- no construction wait. Enjoy a spacious open living area bathed in natural light, featuring a gas fireplace.
$598,800

Condominiums

1586 Weston Ridge Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
25Picture(s)
2,478Sqft
Spacious ranch condo in Lake country! Enjoy this beautiful unit w/over 2000 sq ft of living space including finished lower level wi/ full size windows. Great room with gas fireplace adjacent to stunning kitchen w/ gorgeous quartz tops & full suite of appliances. Spacious dining room wi/cove ceiling is a great entertaining space just steps from kitchen island.
$599,000

Condominiums

1588 Weston Ridge Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
27Picture(s)
2,376Sqft
Spacious ranch condo in Lake country! Enjoy this beautiful unit w/over 2000 sq ft of living space including finished lower level wi/ full size windows. Great room with gas fireplace adjacent to stunning kitchen w/ gorgeous quartz tops & full suite of appliances. Spacious dining room wi/cove ceiling is a great entertaining space just steps from kitchen island.
$599,000

Condominiums

128 Wisconsin Ave, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
2 or more spaces assignedParking(s)
41Picture(s)
2,954Sqft
Stunning & Practically New Condo at Eagle Landing! Enjoy lake living AND the convenience of downtown Oconomowoc! With over 2900 SF, this 3 Bed condo features highend finishes throughout. Notice the 8' doors, solid wood floors, Alder cabinets, & beautiful wall finishings.
$1,995,000

Vacant Land

W386N5990 Blackhawk Dr, Oconomowoc, Wisconsin 53066

5Picture(s)
0Sqft
ISLAND LAKE LOT on Lac LaBelle! This vacant lake lot is the last available on LaBelle. PRICELESS features include flat terrain, beautiful seawall, exclusive neighborhood,the tranquility of Kohl's Bay, and of course the fact that you're on an island! There is also a sewer connection to the property. Please don't walk the property without anappointment.
$1,700,000

Vacant Land

N50W34548 Road P -, Oconomowoc, Wisconsin 53069

19Picture(s)
0Sqft
12 + acres of Multifamily Land according to Waukesha County web site. Currently used as outside storage. Town if Oconomowoc granted temporary use until sewer recs are available, then it will go back to Residential use with high density for units. The storage is permitted until the permit for development is approved. June's income from the storage was $2580.00 with 20% occupancy.
$1,600,000

Condominiums

1576 Weston Ridge Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
22Picture(s)
2,226Sqft
Spacious ranch condo in Lake country! Enjoy this beautiful unit w/over 2000 sq ft of living space including finished lower level wi/ full size windows. Great room with gas fireplace adjacent to stunning kitchen w/ gorgeous quartz tops & full suite of appliances. Spacious dining room wi/cove ceiling is a great entertaining space just steps from kitchen island.
$599,000
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