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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

209 Shore Cir., Oconomowoc, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
37Picture(s)
2,600Sqft
Unique 4 bedroom family home with 3 full baths is offered at a take it away price. Home has a very large family room approx. 24' X 17'' with a vaulted ceiling and a gas Fireplace for warm cozy evenings. Home is a split ranch with the master bedroom at one end with its own private bath including a custom whirlpool. Only the children leaving makes this home available.
$349,900

Single-Family

934 Bartlett Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
28Picture(s)
2,978Sqft
A rare home for sale in The Orchards. This four-bedroom Colonial is available to you because of a relocation. The Orchards is a quiet neighborhood set in nature, with great pedestrian possibilities. This home has plenty of room, with home office possibilities, an impressive home theater, and entertaining space.
$389,000

Condominiums

N51W34861 Wisconsin Ave, Oconomowoc, Wisconsin 53069

2Bedroom(s)
2Bathroom(s)
1 space assignedParking(s)
41Picture(s)
1,702Sqft
The condo that you have waited for! This spacious corner unit is the largest in Mission Lakes and offers luxury and custom upgrades with south-west exposure viewing woods and water. The open designed kitchen has maple cabinets and granite and living room with lakeside balcony has a bead glass fireplace.
$325,000

Single-Family

N65W35055 Baltic Pass, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
31Picture(s)
2,604Sqft
Beautifully updated 3BR/2.5BA ranch home on a gorgeous 1.27 acre lot in the Town of Oconomowoc! Enjoy this incredible setting in the Norwegian Meadows neighborhood featuring huge private yard with wooded backdrop. Interior boasts an open concept design with vaulted great room that has natural fireplace. Open dining area.
$399,900

Single-Family

1043 Spruce Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
2Picture(s)
1,610Sqft
NEW Construction - Ready in November 2020! Our Saybrook model is a 3 Bed, 2 BA 3 Car Garage, split ranch with an open concept layout. The Kitchen boast granite countertops, maple cabinets, corner walk-in pantry and a large island with overhang, great for entertaining family and friends!. The Family Room has a corner gas fireplace with beautiful stone to ceiling detail and a box tray ceiling.
$354,900

Single-Family

W359N5333 Crestview Dr, Oconomowoc, Wisconsin 53066

5Bedroom(s)
3/1Bathroom(s)
31Picture(s)
2,320Sqft
5Bed/3.5 Bath home situated on over an acre in quiet Oconomowoc subdivision. Walk in to sun-room flooded w, natural light. Updated flooring in '16 welcome you in to the main floor living room, & formal DR.
$360,000

Single-Family

W343N6525 Timberline Rd, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
46Picture(s)
3,668Sqft
Beautifully maintained & move in ready. This one is truly a rare find! Gorgeous landscaping is just the beginning.
$529,900

Single-Family

27 Concord Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
33Picture(s)
1,526Sqft
Moments away from downtown Oconomowoc is a spectacular home waiting for you to see. Freshly painted, wonderfully restored. New half bath in basement along with an office. Roof is 7 years old, Windows are 3 years old, Water heater is 3 years old. This is not a drive by.
$239,900

Single-Family

276 Thomas Trl, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,071Sqft
New Construction - Ready in October! The Medford floor plan has plenty of space to accommodate any family! This 2 story home features an open concept floor plan and a spacious kitchen, cooks will appreciate the center island and pantry! The master suite offers a large WIC and private bath with dual vanity.
$389,900

Condominiums

320 Pleasant St, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Opener includedParking(s)
27Picture(s)
1,222Sqft
LAKEFRONT CONDO ON FOWLER LAKE WITH 2 GARAGE SPACES & POOL. A BOAT PIER may be applied for at this time. Completely remodeled with open floor plan, gorgeous new kitchen with quartz counters & Samsung black stainless appliances, two new full baths & new flooring throughout. Enjoy stunning views of Fowler Lake from the great room & both bedrooms. Portable washer/dryer included.
$309,900

Single-Family

640 Rose St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
35Picture(s)
1,852Sqft
Desirable Oconomowoc ranch home across from Lily Road park and walking distance to downtown Oconomowoc! Main floor laundry, updated bathroom and hardwood floors are just a few a few of the desirable features of this home.
$239,000

Condominiums

N51W34861 Wisconsin Ave, Oconomowoc, Wisconsin 53069

2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
35Picture(s)
1,439Sqft
Beautifully appointed condo in the desirable Mission Lakes development on Florence Lake. The split bedroom design offers vaulted ceilings, granite counter tops with breakfast bar, stainless steel appliances, gas fireplace, private master suite, attractive mission style cabinetry, doors and mill work. Relax on your private balcony, the lakeside dock or boathouse rooftop.
$269,900

Single-Family

1650 Arthurs Pass, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
31Picture(s)
2,494Sqft
This is a rare opportunity to settle your family into this well loved subdivision! 4 bedrooms, 2 1/2 baths, a finished basement, a beautiful living room with open kitchen and dining. Hardwood floors and lots of natural light.
$374,900

Vacant Land

N55W37069 Roland St, Oconomowoc, Wisconsin 53066

1Picture(s)
0Sqft
Level lot in residential neighborhood zoned single family.
$37,900

Single-Family

N57W38159 Lakeland Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
27Picture(s)
3,000Sqft
Rare opportunity to own 1.44+ acres & 180 ft of excellent frontage on beautiful Lac La Belle! This is the perfect home for entertaining. The flat lot offers lots of room for party tents, a large boat house to store all your boating/swim toys & a HUGE stone patio complete with an outdoor fireplace.
$1,350,000

Condominiums

333 Lake Rd, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
28Picture(s)
1,600Sqft
Premier unit along Fowler Lake in Oconomowoc's Draper Hall! Enjoy this top floor unit with amazing direct lake views. Large lakeside balcony overlooks the entire lake and provides views to downtown Oconomowoc. Interior offers views from all rooms. Large great room-dining room. Kitchen features appliances included and quartz countertops. Large bedrooms on each side of unit.
$324,900

Single-Family

1100 Longfellow Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
27Picture(s)
1,976Sqft
Beautifully maintained brick ranch with an inground pool and lovely fenced yard. Enjoy the delightful screened porch poolside this summer. The white kitchen & dining area has lots of cabinets, a large counter/serving area and opens to the pool. You'll enjoy the great room fireplace this winter. The owner's suite has double closets and a full bath with whirlpool tub & shower stall.
$335,000

Single-Family

N59W37791 Ridge Ct, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
50Picture(s)
3,887Sqft
Must see this custom built 4 bed, 3 bath ranch home located on quiet dead-end street with no HOA restrictions. Within minutes of downtown Oconomowoc activities, shops and restaurants. Open concept and great for entertaining.
$519,900

Single-Family

W342N4878 Lindy Ln, Oconomowoc, Wisconsin 53058

2Bedroom(s)
1/2Bathroom(s)
32Picture(s)
1,392Sqft
Welcome to beautiful Okauchee Lake! This home offers 50' of frontage with breathtaking sunrise views. Relax and enjoy the great lake views from large master bedroom on second level. Property has been family owned for over 70 years and offers lovely gardens with mature plantings of Maple, Rough Bark Hickory, Chestnut, Flowering Crab and Lilac trees.
$479,000

Condominiums

N51W34861 Wisconsin Ave, Oconomowoc, Wisconsin 53069

2Bedroom(s)
2Bathroom(s)
Opener includedParking(s)
53Picture(s)
1,515Sqft
This Lakeside Mission Lakes condo has a view of Florence lake from every window. A larger unit with a big master bedroom, stainless appliances ,quartz countertops,2 underground parking spaces, and a separate walk-in laundry/utility room. Formerly the model unit now offered by the original owner and in perfect condition with custom blinds,under cabinet lighting, and a sunny lakeside balcony.
$335,000

Vacant Land

Lt2 Waterville Rd (Ottawa), Oconomowoc, Wisconsin 53119

9Picture(s)
0Sqft
An amazingly beautiful piece of land surrounded by dense hardwood forest. As you travel down serene Waterville Rd you find the perfect place to build your new home. Homesites like this are a rare find. Take a drive and take a look then give me a call. Survey and arial photo available in the documents tab.
$295,000

Single-Family

N52W34203 Gietzen Dr, Oconomowoc, Wisconsin 53069

3Bedroom(s)
2Bathroom(s)
38Picture(s)
1,533Sqft
Here is what you have been waiting for! Perfect opportunity to live on Okauchee Lake! Just steps from the water with an open concept floor plan to bring in all the inviting Big lake views and southern exposure.
$649,900

Condominiums

451 Lyman St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1Bathroom(s)
Private garageParking(s)
24Picture(s)
1,200Sqft
Welcome home to this affordable, bright and airy side by side ranch condo. This condo has it all! 2 bedrooms on the main floor, and a rec room and 3rd bonus bedroom with egress window in the LL. Off the master bedroom you will find a deck overlooking the back yard.
$164,000

Single-Family

N50W35140 Wisconsin Ave, Oconomowoc, Wisconsin 53069

2Bedroom(s)
1Bathroom(s)
37Picture(s)
1,100Sqft
This amazing property offers the best of lake living! Not only are there expansive lake views from almost every room, but simply step outside to relax and entertain on your spacious 2 tier deck, complete with lighting and a water feature. If you enjoy incredible sunset views, this home is sure to please! This 2 bedroom home has 33 ft of frontage, great for swimming and water sports.
$479,900

Single-Family

1350 Bluestem Trl, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
1Picture(s)
2,407Sqft
Located 3 mins of Hwy 16 and 9 minutes off I-94 this home is UNDER CONSTRUCTION! The Francesca is a 4 bedroom, 2 1/2 bath home which offers plenty of space for entertaining. The 1st-floor is home to the great room w/ GFP which is open to the kitchen & dinette. The kitchen features quartz counters, island w/ seating, a WIP, S.S. apps & tile backsplash.
$491,900

Single-Family

210 Lisbon Rd, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
36Picture(s)
3,000Sqft
Enjoy benefits of Lake Country living in this charmingly historic Sears & Roebuck ''Kit Home''! Perfectly located between Lac LaBelle's Bender Beach, Fowler Lake, & downtown Oconomowoc. Main level offers details only 1920s architecture can provide: hardwood flooring, 9' ceilings, crown molding, built-in cabinets, & NFP.
$449,900

Single-Family

850 Wisconsin Ave, Oconomowoc, Wisconsin 53066

4Bedroom(s)
1/1Bathroom(s)
31Picture(s)
1,418Sqft
Enter this Charming 1922 Cape Cod through the nice enclosed front porch. HWFs are through out home with open Living and Dining areas. Dining Rm includes old charm wainscotted walls with plate rails. There is a main level Bedroom that opens to Kitchen and Stairway. A half bath is off Kitchen with back enclosed mud room. The upper level has a newly gutted and remodeled CT Full Bath.
$254,900

Single-Family

463 5th St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
19Picture(s)
1,447Sqft
Beautiful turn-key 3BR/2BA ranch home in an excellent Oconomowoc location! This home was completely renovated in the winter of 2015-2016. Great lot offers many mature trees. Interior boasts front living room with plenty of natural light. Kitchen has white soft-close cabinets, tiled backsplash, granite countertops, and SS appliances included. Option for 3rd bedroom or dining room.
$254,900

Single-Family

N65W34608 Whittaker Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3/1Bathroom(s)
68Picture(s)
4,336Sqft
Simply Beautiful. Okauchee Lake finest shore for pristine Swimming, Sparkling Sunsets, and Breathtaking Lake Views from your wrap around Deck. New construction in 2002.
$1,649,800

Single-Family

540 Glenview Ave, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3/1Bathroom(s)
43Picture(s)
3,878Sqft
A property that has been the ''Dream Home'' for so many, make that dream come true for you. This home welcomes you in with a warm and inviting feel. Perched on 150 feet of beautiful Lac La Belle shoreline this home's ''Merchants Plat'' location is the perfect blend of lake living and walk-ability to Downtown Oconomowoc.
$1,950,000
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