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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

1850 Wellsprings Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
23Picture(s)
1,964Sqft
Wonderful opportunity to make this split bedroom, open concept ranch home yours. Highly sought after Eastlake Village at Pabst Farms neighborhood. Quiet cul-de-sac location with ample walking trails and bike paths just out your door. This home is well-maintained with beautiful landscaping and a private patio area out back. Huge unfinished lower level awaits your ideas.
$549,900

Single-Family

1623 Switchgrass St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
3Picture(s)
2,004Sqft
3 bedrooms/2 full baths/ranch design. Basement has 1 egress slider window and drain/vent rough-in for future full bath. Shower stall w/ceramic tiled walls. Double sinks master & family baths. Granite or equivalent vanity tops. WIC master bedroom. 9' main floor ceilings: pitched in foyer, living room, kitchen, & dinette. Tray ceiling master bedroom.
$549,990

Single-Family

W355N4971 Lakeview Ct, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
57Picture(s)
2,752Sqft
Fantastic ranch with walk out lower level that features amazing sunset views over the water. Enjoy the serene waters of Upper Oconomowoc Lake that connects to fun filled Okauchee Lake! The interior has a traditional floor plan with living room/dining ''L'', spacious kitchen with dinette, lakeside family room with natural place and patio doors to the balcony.
$1,449,000

Single-Family

1325 Blazing Star Ct, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
32Picture(s)
2,734Sqft
Better than New Construction in Prairie Creek Ridge. Soaring vaulted ceilings welcome you into this contemporary home built in 2021. Wide open floor plan is ideal for entertaining. Beautiful, expansive kitchen features sparkling granite countertops with an oversized island.
$619,900

Single-Family

1303 Mamerow Ln W -, Oconomowoc, Wisconsin 53066

5Bedroom(s)
2/1Bathroom(s)
55Picture(s)
2,728Sqft
This immaculate 2022 build is only available due to a relocation! Don't go through the process of building when you can walk right into this gorgeous 5-bedroom home! Featuring an open concept with a main floor primary bedroom, flex room, and laundry room. The kitchen has a large island with a walk-in pantry. The living features a cozy fireplace and wonderful view of the backyard.
$639,900

Single-Family

N69W38145 Park St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1Bathroom(s)
42Picture(s)
988Sqft
Country living is at it's best here in this turn-key renovated ranch home on a beautiful level and tree lined lot of nearly 1 acre on a private cul-de-sac lot. The new kitchen with granite countertops and new cabinetry views the private back yard, covered patio, and conservancy lands to the southwest.
$337,500

Single-Family

1275 Violet St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
5Picture(s)
2,191Sqft
Welcome home to The CHARLOTTE by Stepping Stone Homes, an award-winning home builder. Open floor plan features 3 Beds, 2 Baths and a 3 Car garage. This lot is a lookout exposure. The kitchen comes w/quartz countertops, soft close doors and LG appliance package. LVP flooring in kitchen, dinette and great room. We equip our homes with Smart Technology such as a Ring Doorbell and touchless faucet.
$619,900

Single-Family

1580 Woodside Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
4Picture(s)
1,705Sqft
Introducing the Vienna Model, your ideal new ranch-style home in the picturesque Morgan Station Subdivision of Oconomowoc. Experience the beauty of open-concept living with abundant natural light, courtesy of 3 large windows in the great room with an electric fireplace.
$479,900

Single-Family

N55W37073 Harvard St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
27Picture(s)
1,611Sqft
Nestled in the heart of Oconomowoc, this delightful ranch home exudes charm and warmth. Perfectly situated close to downtown and the serene lakes, this property offers both convenience and tranquility. A classic ranch design, the home has been meticulously maintained over the years, with ample space for comfortable living and a seamless flow between rooms.
$324,900

Single-Family

1600 Creekview Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,362Sqft
HOUSE IS IN ROUGH TRADES. APPROXIMATE COMPLETION NOVEMBER 2024.3 bedrooms/2.5 baths/Elite series split ranch. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Ceramic tiled walk-in shower/2 shower heads/double sinks/granite or equivalent vanity tops in master bath. Family bath w/double sinks. Large WIC master suite.
$659,990

Condominiums

1012 Ann Marie Way, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
Private garageParking(s)
42Picture(s)
2,697Sqft
Fabulous, well-maintained and recently updated 4 bedroom/ 3 full bath condo in the Glen of Oconomowoc! NEW full kitchen remodel finished in February. Includes all new ''slate'' colored appliances, solid surface counter tops, cabinets with soft-close drawers. Newer hardwood floors throughout the main level.
$715,000

Single-Family

321 Concord Rd, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
43Picture(s)
1,430Sqft
Beautifully updated classic Victorian in the laid back heart of Oconomowoc. This seasoned 2 story offers up 3 bedrooms, 2 full updated baths, a master with walk-in closet, and 2nd floor laundry just to name a few. A great mix of classic charm and modern flair in a sought after location makes this an easy pick.
$349,900

Single-Family

N49W34401 Road P -, Oconomowoc, Wisconsin 53069

2Bedroom(s)
1Bathroom(s)
31Picture(s)
888Sqft
Escape to tranquility with this charming home nestled in the serene landscape of Okauchee. Embrace the natural beauty and privacy of 1.38 acres of wooded bliss, complemented by a spacious backyard and deck offering scenic views.
$349,900

Vacant Land

Lt1A Lalumiere Rd, Oconomowoc Lake, Wisconsin 53066

52Picture(s)
0Sqft
AUCTION MAY 11th, on-line bidding will be available. Bidders MUST pre-register and provide proof of funds or pre-qualification from financial institution. Property sells as-is, no contingencies/exceptions, buyer due diligence prior to bidding. Winning bid converted into Offer to purchase with 48 hours binding acceptance. Seller retains the right to accept, reject, or negotiate any offer.
$1

Vacant Land

Lt1A Lalumiere Rd, Oconomowoc Lake, Wisconsin 53066

32Picture(s)
0Sqft
AUCTION MAY 11th, on-line bidding will be available. Bidders MUST pre-register & provide proof of funds or pre-qualification from financial institution. Property sells as-is, no contingencies/exceptions, buyer due diligence prior to bidding. Winning bid converted into Offer to purchase with 48 hours binding acceptance. Seller retains the right to accept, reject, or negotiate any offer.
$1

Single-Family

N51W34934 Lake Dr, Oconomowoc, Wisconsin 53069

3Bedroom(s)
1Bathroom(s)
13Picture(s)
1,020Sqft
Attention Investors! Unique property in the heart of Okauchee with full basement and two car garage plus 2nd 1 bedroom in-law home w/ basement on .425 acres. Rare property close to Lake Okauchee and close to down town. 2 driveways. Bring your renovation ideas! Roof approx. 15 years old. Well Pump 6 years old. Iron Curtain Filtration system. Property being sold AS-IS.
$380,000

Single-Family

N60W34978 Lake Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3/1Bathroom(s)
48Picture(s)
2,733Sqft
Okauchee Lake custom log home built by Rob Miller Homes. The spaciousgreat room with floor-to-ceiling windows bathe the room in natural light &offer breathtaking views of the lake finished with a vaulted beamed ceiling,stone fireplace & reclaimed oak flooring.
$2,750,000

Single-Family

416 Franklin St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1Bathroom(s)
23Picture(s)
1,381Sqft
Ideal location in Oconomowoc. A short walk to downtown Oconomomowoc to enjoy the shopping, restraurants, lakes, farmers markets, parks and more. . Easy access to walking and bike trail! This 3 bedroom, 1 bath home has great bones - it just needs a little love and some updating to make it ''shine.'' Bonus is the large backyard, above ground pool and built in dog kennel.
$299,900

Single-Family

1405 W Arrowood Cir, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
5Picture(s)
1,502Sqft
Move-in Ready 36 ARW Beryl Craftsman Cottage, Available 6/11/24! 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.
$489,900

Single-Family

806 Burr Oak Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
5Picture(s)
1,575Sqft
Move-in Ready 25 ARW, Harlequin Modern - Available 6.17.24! 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.
$509,900

Condominiums

333 Lake Rd, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
1 space assignedParking(s)
50Picture(s)
1,500Sqft
Spacious Fowler Lake Condo that has been well maintained w/freshly painted interior and new carpet. Enjoy beautiful Fowler lake views from ALL the windows & balcony. 2 large BR with beautiful views and adjoining Full BA. No shortage of storage with the large number of closest and a storage unit on the ground level.
$424,900

Single-Family

1331 Goldenrod Way, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
24Picture(s)
2,326Sqft
Discover luxury in this 2021-built 4BR/2.5BA colonial in Oconomowoc. Enjoy open-concept living, a gourmet kitchen with quartz counters, and a patio. Retreat to the master suite with a tray ceiling, ceramic tile shower, and quartz countertops. Flex room, three bedrooms, and a basement offer versatility. Close to shopping, dining, and lake activities.
$639,900

Condominiums

W389N7110 Pennsylvania St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
SurfaceParking(s)
24Picture(s)
2,800Sqft
Exclusive 6 units on 5 acres of land, you won't find this setting anywhere else! Brand new, upscale luxury condo is located right next to the Club at Lac LaBelle Golf Course. Thoughtfully planned, this 3 bdrm, 3 full bath custom unit is filled with light, has an open floor plan & fully finished walk-out lower-level.
$725,000

Single-Family

W360N7374 Carol Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
48Picture(s)
2,013Sqft
Welcome to this charming ranch home nestled on an .85 acre lot! Car enthusiasts will appreciate the 2.5 car attached garage, while the additional 23X23 detached garage with 9-foot overhead door offers versatility.
$439,900

Single-Family

W356N5212 Lakeshore Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
4Bathroom(s)
47Picture(s)
5,145Sqft
Here it is, the one you've been waiting for! Enjoy Miles of Okauchee Lake Shore for Boating Pleasure. Endless activities: canoe, kayak, paddleboard, Water Ski, Wake Board, jet ski, sail, fish, swim, dining by boat. Discover your own private Paradise nestled on 75 ft on Okauchee Lake . This 4 bedroom, four Bath with exposed lower level have windows to enjoy Lake views from all living areas.
$1,600,000

Single-Family

1561 Bluestem Trl, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
18Picture(s)
2,499Sqft
COMPLETION DATEMAY 31st!! Home is further along than photo depicts. New construction in PRAIRIE CREEK RIDGE SUBDIVISION! This spacious 2-Story features a Master Suite w/tray ceiling, 2 walk-in closets, private bath w/double bowl vanity & tiled shower, 3 more generous bedrooms w/walk-in closets on the upper floor .
$584,900

Single-Family

N53W34297 Road Q -, Oconomowoc, Wisconsin 53069

2Bedroom(s)
2/1Bathroom(s)
59Picture(s)
1,298Sqft
Discover lake living with this stunning 2-bedroom, 2.5-bath home on Okauchee Lake. This property boasts an updated interior and a seamless flow from indoors to out, highlighted by expansive decks overlooking the water. Enjoy a spacious primary suite with walk-in shower and jetted tub. The walk-out lower level and wooded lot offer endless possibilities for outdoor enjoyment and privacy.
$600,000

Single-Family

1215 Lily Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1Bathroom(s)
21Picture(s)
1,436Sqft
Charming ranch house with plenty of space inside and out! Upon entering the home you will notice all the natural sunlight coming through the large picture window in the living room. All 3 bedrooms are on the main floor along with the updated full bathroom. Wood flooring throughout the main level. Large eat in kitchen with stainless steel appliances with plenty of cabinet and counter space.
$349,900

Single-Family

W354N6449 Megan Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/3Bathroom(s)
102Picture(s)
4,200Sqft
You will fall in love with this stunning modern farmhouse situated on a 1 acre lot with a private yard and tons of room for entertaining/play.Beautifully cared for and updated this home features a heated, insulated 4 car garage, 4 bedrooms and 5 baths.Basement features a Pub Room with custom stone accents, hickory floors, wet bar, gym space and movie/play area.
$799,000

Single-Family

1386 Cardinal Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
34Picture(s)
1,528Sqft
Impeccably maintained 3 bedroom, 2 bath Ranch located close to the park and walking trails in Wood Creek! Step inside and instantly be greeted by the open concept layout framed by sundrenched windows and a beautiful tray ceiling in the living room. Meal prep is a delight in the oversized kitchen featuring loads of cabinet space, breakfast bar and access to the eat-in dining room.
$435,000
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