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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

1154 Wisconsin Ave, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
34Picture(s)
2,738Sqft
Lake Lac La Belle! 2015 ranch home by Aspen Builders. Comes fully furnished! Home is stunning. Open floor plan. Views of the lake from almost every room. Large great rm w/vaulted ceilings. Kitchen boasts custom cabinetry, gorgeous granite, center island & upgraded appliances. Large dining space w/incredible views. Master suite w/GFP and luxurious bth.
$1,749,000

Condominiums

W397N5947 Autumn Woods Dr, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
36Picture(s)
1,824Sqft
Spacious 1824 SF immaculately maintained condo has a private entrance, an open concept floor plan, vaulted ceiling with tons of natural light, fully serviced gas fireplace, & a private balcony . It has two living areas PLUS a loft (25' closet shelving for storage) overlooking the great room. MBR has a private bath with shower stall. 2nd full bath w/ shower/tub.
$259,900

Condominiums

265 Thurow Dr, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
23Picture(s)
1,260Sqft
This is a 1st Floor corner unit. Every detail has been covered in this Condo. From convenient location to finishes & layout of this beautiful condominium is ready to welcome you home! Oconomowoc is known as the ''Heart of Lake Country'', & it doesn't take long to realize how special this city truly is.
$280,000

Single-Family

1285 Niagara Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
30Picture(s)
1,968Sqft
Looking for a quality built home? This is it! Located within walking distance to all that Oconomowoc has to offer, this custom built ranch is sure to please! Marvin windows, Hunter Douglas window treatments, gorgeous birch hardwood flooring, solid six panel doors, upgraded trim, the list goes on & on. Living Room has tray ceilings & is warmed by a natural stone gas fireplace.
$424,900

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

1012 Ann Marie Way, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
46Picture(s)
2,800Sqft
Stunning open-concept ranch condominium features vaulted ceilings, generous LR with GFP, and a high-quality kitchen with beautiful cabinets & granite countertops. Large Master suite with walk-in closet, bath with double vanity, & walk-in shower. 2nd BR on main with full bath nearby. Den/office with French doors for privacy. Main level laundry.
$625,000

Single-Family

935 Roosevelt Ave, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2Bathroom(s)
40Picture(s)
2,679Sqft
Welcome to this spacious, well-kept 4BR Cape Cod in Lake Country! You'll instantly fall in love with the generous Kitchen & Dining area full of natural light and newer appliances.
$338,000

Single-Family

1511 Fay Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,748Sqft
HOUSE IS FRAMED. APPROX. COMPLETION MARCH 2022. 4 bedrooms/2.5 baths/Flex room/Spacious 2-story. Basement has one slider egress window & drain/vent rough-in for future full bath. Ceramic tile walk-in shower/2 shower heads/split sinks/granite or equivalent vanity tops in master. Large WIC master suite. 9' first floor ceilings/tray ceiling master bedroom. Knockdown drywall w/rounded corners.
$539,990

Single-Family

1440 Woodside Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,422Sqft
HOUSE IS A BACKFILLED BASEMENT. WILL BE COMPLETED APPROX. JUNE 2022. 4 bedrooms/2.5 baths/2-story. Basement has one egress slider window and drain/vent rough-in for future full bath. Corner ceramic tile shower/2 shower heads/split sinks/granite vanity tops. Huge WIC master suite. Knockdown drywall w/rounded corners. 9' first floor ceilings.
$489,990

Condominiums

N55W35041 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.
$509,900

Condominiums

N55W35047 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.
$509,900

Single-Family

1517 Whalen Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,203Sqft
Located 3 mins off Hwy 16 & 9 mins off I-94 this new home is UNDER CONSTRUCTION. The Elise 2203 offers a kitchen which features a walk-in pantry, quartz counters, s,s, apps, tile backsplash & prep island with seating. Moving past the dining area, the spacious great room offers a cozy GFP.
$535,900

Single-Family

1345 Goldenrod Way, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
3Picture(s)
1,805Sqft
Located 3 mins off Hwy 16 & 9 mins off I-94 this new construction Lauren 1800 is a 3 bedroom/2 bath ranch home that is UNDER CONSTRUCTION. This home has a generously sized master bedroom & shared living spaces - including the great room w/ GFP, kitchen & dining - at the back of the home for privacy.
$508,900

Single-Family

1531 Whalen Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,407Sqft
Located 3 mins off Hwy 16 & 9 mins off I-94 this new construction Francesca 2407 is UNDER CONSTRUCTION. The Francesca is a spacious home for those that needs both communal & private spaces. The 1st-floor is home to the great room w/ GFP which is open to the kitchen & morning room. The kitchen features quartz counters, S.S. appliances, an island w/ seating, tile backsplash & a WIP.
$565,900

Single-Family

1521 Whalen Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,200Sqft
Located 3 mins off Hwy 16 & 9 mins off I-94 this new home is UNDER CONSTRUCTION. This 2-story home has its kitchen, morning room & great room w/ GFP positioned in an open-concept format. The kitchen features quartz counters, tile backsplash, SS appliances, WIP & island w/ seating.
$537,900

Single-Family

1527 Whalen Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
3Picture(s)
1,805Sqft
Located 3 mins off Hwy 16 & 9 mins off I-94 this new construction Lauren 1805 is a 3 bedroom/2 bath ranch home that is UNDER CONSTRUCTION. This home has a generously sized master bedroom & shared living spaces - including the great room w/ GFP, kitchen & dining - at the back of the home for privacy.
$521,900

Single-Family

538 River Bluff Cir, Oconomowoc, Wisconsin 53066

5Bedroom(s)
2/1Bathroom(s)
42Picture(s)
3,236Sqft
Resort living right at home! Just minutes to Oconomowoc's beaches and restaurants, this exceptionally updated colonial has wonderful family and entertainment areas inside and out. The kitchen and eating area has new black stainless appliances and adjoins a large living area with fireplace.
$585,000

Single-Family

W347N5141 Road Q, Oconomowoc, Wisconsin 53069

3Bedroom(s)
1Bathroom(s)
17Picture(s)
1,200Sqft
Move right in! This updated cape cod with deeded access to Okauchee Lake has been remodeled from top to bottom, inside to out. As you enter the open concept main level, the new kitchen has been opened up and outfitted with all new cabinets, flooring, trim and appliances. The main floor 2 bedrooms and the living room flooring have also been sanded and refinished.
$239,900

Vacant Land

Lt80 Shady Ln, Oconomowoc, Wisconsin 53066

4Picture(s)
0Sqft
Don't Miss this opportunity to purchase the last two-family townhouse (duplex) lot in Hickory Creek Subdivision in Desirable Oconomowoc, WI! Bring your builder to a location near beaches, parks and within the Oconomowoc School District.
$135,000

Condominiums

1013 Lake Country Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
SurfaceParking(s)
25Picture(s)
2,130Sqft
Welcome to Lake Country Estates! You will not be disappointed with the generous amount of finished living space and storage this unit affords. This unit has been refreshed over the past few years but there is still room to add your personal decorating touch. Enjoy carefree condo living with maintained grounds, pickleball/tennis court, and pool.
$249,900

Single-Family

1380 Foxwood Pass, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
7Picture(s)
2,603Sqft
NEW CONSTRUCTION by Stepping Stone Homes! This beautiful CHRISTINA model is located in Prairie Creek Ridge in Oconomowoc. 4BR/3BA open concept ranch offers a gorgeous Kitchen w/quartz countertops, soft close cabinets, under cabinet lighting and stainless appliances. Large Great Room w/electric fireplace. Master Suite has tray ceiling, huge WIC and nice bath w/dual vanity & tile shower.
$499,900

Condominiums

265 Thurow Dr, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
25Picture(s)
1,260Sqft
Units vary in price. This is a 1st Floor center unit. Every detail has been covered in these Condos. From convenient location to finishes & layout these beautiful condominiums are ready to welcome you home! Oconomowoc is known as the ''Heart of Lake Country'', & it doesn't take long to realize how special this city truly is.
$265,000

Condominiums

N51W34835 Wisconsin Ave, Oconomowoc, Wisconsin 53069

2Bedroom(s)
2Bathroom(s)
UndergroundParking(s)
45Picture(s)
1,334Sqft
Enjoy the Lake Country lifestyle in the Mission Lakes Condo Complex. This first floor unit offers a one-of-a-kind view of Florence Lake. Sit on the deck and gaze at the lake or take the steps from the deck down to the lake. Inside you will find a large master suite. Nice sized kitchen is perfect for entertaining. Second bedroom and full bath round out the condo.
$325,000

Single-Family

N59W39568 Laketon Ave, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
45Picture(s)
1,827Sqft
Set on a private park-like .65 ac lot, just 2 blks from Lac LaBelle & within mins of DT Oconomowoc, on a quiet street you will find this well maintained home. Enjoy WI's chilly evenings by the Lannon stone NFP in the spacious FR with newer carpet, or the warmer days in the private backyard or on the lake.
$399,999

Single-Family

1363 Lakeridge Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,765Sqft
No need to build! This newer home has everything included already and has been immaculately cared for. Only a Relocation makes this gorgeous 3 BR ranch available. Open concept floorplan with vaulted ceilings offers easy entertaining and comfortable living. LR with cathedral ceiling opens to stunning kitchen with granite counters, white cabinets, breakfast bar, pantry and large dinette area.
$449,900

Single-Family

541 Cassie Lynn Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
45Picture(s)
4,482Sqft
From the moment you walk into this gorgeous custom home, you will appreciate all the exquisite designs & thought-out details. This 4 BD, 3.5 BA property is impeccably maintained & not a cookie-cutter layout. The inviting foyer leads to a cozy den/office w/ a FP. The spacious Open Concept Great Room has another FP & looks out to the private backyard.
$599,900

Single-Family

1325 Blazing Star Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
51Picture(s)
2,430Sqft
Be impressed the moment you step inside this New Constr Open Concept home.The GR features soaring ceilings w/cozy gas FP that opens to the kitchen & dinette. Kitchen features granite counters w/tile backsplash and a large granite island for your cooking needs. Dinette has a patio door to access the backyard and faces east to let in the morning sun.
$519,900

Single-Family

4025 Sawyer Rd, Oconomowoc Lake, Wisconsin 53066

3Bedroom(s)
3/1Bathroom(s)
33Picture(s)
3,790Sqft
OCONOMOWOC LAKE. Imagine a beautiful restored classic older home set on a private 2 acre manicured lot. Add a heated in ground swimming pool. Now add a brand new large Carriage house with heated car stalls, a caterer's kitchen and an amazing loft/studio. Finally add 64 feet of beautiful Oconomowoc Lake frontage. Impossible you may say. Not quite.
$2,200,000

Single-Family

4657 River Rd, Oconomowoc Lake, Wisconsin 53066

3Bedroom(s)
1Bathroom(s)
41Picture(s)
2,000Sqft
Yes its true, in demand, beautiful Oconomowc Lake can be yours with all lake living has to offer. This flat 1/2 lot sits sits just steps away from Oconomowoc Lake w/100' of pristine ftg. The 3 Br home is move in ready or lends itself for remodel or excellent building pad. Large 1st flr laundry, dine in kitchen w/all appliances included, open concept.
$599,900

Single-Family

1337 Bluestem Trl, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
24Picture(s)
2,001Sqft
Elegant and Sophisticated Updates already made in this 2020 build! New High Quality Paint, New Lighting, New Fenced in Yard all just 3 mins off Hwy 16 & 9 mins off I-94!! Open concept living at its best with TONS of kitchen cabinetry, WIP, quartz counters, HUGE island for quick meals or entertaining.
$499,900
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