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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

1527 Grandview Ave, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
36Picture(s)
1,943Sqft
Ranch home with an open concept and finished lower level! Enter the hardwood foyer which leads to the bright spacious living room/dining rooms. Spacious kitchen is large enough to add an island or eat-in and has pantry, tile backsplash & new dishwasher! Baths are updated too! Hardwood floors in all bedrooms. Master has double closets. 2 bedrooms have inviting window seats.
$279,900

Condominiums

1639 Toscano Ter, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
2,107Sqft
Located on the shores of 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

W354N5353 Coastal Ave, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
1,811Sqft
Under construction, single Family condominium. Located a few blocks away from Okauchee Lake, 3 minutes from Hwy 16 & 10 minutes off I-94 this condominium home won't last long. This 1811 square foot split-bedroom ranch home provides plenty of elbow room. The large great room w/ GFP & coffered ceiling is adjacent to the gourmet kitchen with custom cabinets, quartz counters, S.S.
$494,900

Condominiums

N55W35148 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
30Picture(s)
1,506Sqft
New Construction off pond unit. The Adalyn is our new open-concept side x side ranch condo. Offering zero-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.
$414,900

Condominiums

N55W35156 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
29Picture(s)
1,506Sqft
New Construction off pond unit. The Adalyn is our new open-concept side x side ranch condo. Offering zero-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.
$429,900

Single-Family

651 Wilson St, Oconomowoc, Wisconsin 53066

2Bedroom(s)
1Bathroom(s)
33Picture(s)
1,082Sqft
This is your opportunity! This quaint 2 bed, 1 bath ranch with spacious back yard is available now. Located in the coveted Oconomowoc Heights neighborhood, it is perfectly positioned just steps from the walk around the lake, downtown Oconomowoc and all the local shops and eateries. The open floor plan was ahead of its time and functions wonderfully.
$184,900

Single-Family

1384 Bluestem Trl, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
1Picture(s)
2,501Sqft
Exceptional new construction 4BR home in Oconomowoc's Prairie Creek! Scheduled for completion Summer 2020. Introducing the Westbay Model by Clavette Homes. Spacious interior features 2501 sq ft of living space and plenty of upgrades throughout. Great room with gas fireplace. Kitchen has island, upgraded surfaces, and SS appliances included. Large upper level bedrooms.
$485,000

Condominiums

N55W35142 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
31Picture(s)
1,506Sqft
New Construction off pond unit. The Adalyn is our new open-concept ranch side x side condo. Offering no-step entry at 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.
$414,900

Condominiums

N55W35150 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
29Picture(s)
1,506Sqft
New Construction off pond unit. The Adalyn is our new open-concept side x side ranch condo. Offering zero-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.
$414,900

Single-Family

1406 Riverdale Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,870Sqft
Here is YOUR FAMILY'S OPPORTUNITY * Mom, Dad and 2 youngsters hate to leave this home and neighborhood * LOCATION! LOCATION! LOCATION! * Easy commute (if necessary) to Milwaukee and/or Madison * Low Maintenance and SPACIOUS Ranch w/3 BR and 2 Full Baths * The City is near yet far * OCONOMOWOC SCHOOLS * In the heart of ''Lake Country'' and the wonderful lifestyle that it has to offer * Recreation o
$278,900

Condominiums

N55W35128 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
35Picture(s)
1,506Sqft
New Construction off 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.
$414,900

Condominiums

N55W35147 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
30Picture(s)
1,506Sqft
New Construction pond unit w/ walkout basement. The Adalyn is our new open-concept side x side ranch condo. Offering 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.
$439,900

Single-Family

1351 Bluestem Trl, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
35Picture(s)
2,403Sqft
This 2-story home has plenty of living space w/ the kitchen, morning room & great room w/ an open-concept format. The formal dining room & home office are located at the front of the home. The gourmet kitchen features quartz counters, WIP, island w/ seating & s.s. kitchen appliances.
$519,900

Single-Family

1337 Bluestem Trl, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
27Picture(s)
1,815Sqft
Located 3 mins off Hwy 16 & 9 mins off I-94 this new construction split-bedroom ranch home is move in ready. The kitchen features an abundance of cabinetry, quartz counters, s.s. kitchen appliances, a WIP & an oversized island w/ seating. The dining room offers another option for dining outside of the kitchen.
$489,900

Condominiums

N55W35141 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
31Picture(s)
1,506Sqft
New Construction pond unit w/ walkout basement. The Adalyn is our new open-concept ranch side x side condo. Offering no-step entries @ 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.
$439,900

Single-Family

1341 Bluestem Trl, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
31Picture(s)
1,811Sqft
New construction split-bedroom ranch home located just off Hwy 16. This home offers a large great room w/ 10 foot coffered ceiling, GFP & LVP flooring. The kitchen has quartz counters, backsplash, s.s. kitchen appliance package, WIP & an oversized island w/ seating for casual meals.
$482,900

Single-Family

1514 Foxwood Pass, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
50Picture(s)
3,300Sqft
Welcome Home to this stunning two story. From the moment you walk thru the doors you'll notice all the upgrades. This home has a 3 zone heating/cooling system, soft close cabinet doors, under cabinet lighting, granite countertops and engineered floors, just to name a few. Cooking will be a delight in the spacious KIT with walk-in pantry, island & large dinette area.
$504,500

Single-Family

851 Armour Rd, Oconomowoc, Wisconsin 53066

2Bedroom(s)
1Bathroom(s)
26Picture(s)
792Sqft
Ready for simple living? This is it! Why pay high rent in the area when you can have this totally updated ranch home that sits on almost a half an acre. Awesome fenced in HUGE yard for animal lovers. This home is totally maintenance free. Could easily be turned into a stairless ranch if needed.
$174,900

Condominiums

1000 Spring Waters Dr, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
25Picture(s)
1,400Sqft
Welcome Home to this inviting open concept, side-by-side ranch condo in fantastic Oconomowoc. Condo features main floor laundry, vaulted ceilings, 2 large bedrooms, 2 full bathrooms, walk in closets, walk in pantry, kitchen island with snack bar, newer appliances & carpet, 2019 water heater, floor to ceiling split-fieldstone gas fireplace, private attached 2.
$250,000

Condominiums

N55W35096 Coastal Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
32Picture(s)
1,506Sqft
Move in ready new construction off pond unit,. The Adalyn is our new open-concept ranch side x side condo. Offering zero 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.
$414,900

Single-Family

1345 Bluestem Trl, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
29Picture(s)
1,803Sqft
Located 3 mins off Hwy 16 & 9 mins off I-94 this new construction 3 bedroom/2 bath ranch home is nearing completion. A generously sized master bedroom & shared living spaces - including the great room w/ GFP, kitchen & dining - at the back of the home for privacy.
$482,900

Single-Family

711 Harvard St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2Bathroom(s)
27Picture(s)
1,454Sqft
Are you looking for a place to call home that is a 5-minute bike ride to the park and beach? This is it! and it's a hop-skip and a jump to downtown Oconomowoc shopping and restaurants or a walk around Fowler Lake. This newly updated sunny 4 bedroom home has 2 full baths, 4 season room connected to elevated deck overlooking the fenced in yard for privacy and entertaining with garden shed.
$279,900

Single-Family

N67W34230 Jorgenson Ct, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
50Picture(s)
2,814Sqft
If you are looking for a home in stellar condition here it is. Brazilian cherry floors, maple cabinets, wide moldings, six panel doors, arched openings, built in planning desk in kitchen, with stainless steel appliances. Awesome sun room, with ceramic tile and ceiling fan. This four bedroom, 2 and a half bath Colonial sits on an elevated cul du sac. The back yard is tree lined for your privacy.
$469,900

Single-Family

1280 Orchard Cir, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
35Picture(s)
3,200Sqft
*Taking Secondary Offers* Welcome home to this exceptional Oconomowoc ranch, located in the sought after Apple Grove Estates Subdivision! This home is move-in ready with updated flooring, new windows, doors and so much more! (See attached updates sheet).
$389,900

Single-Family

N56W34526 Road F, Oconomowoc, Wisconsin 53066

4Bedroom(s)
4/1Bathroom(s)
28Picture(s)
4,000Sqft
Remarkable home and setting with 278 ft. of prime main lake frontage on Okauchee Lake! This premier lot offers level swim frontage, boat house, and incredible lake views. Home offers nearly 4000 sq. ft. of living space with lake views from every room. Vaulted great room with a wall of lakeside windows. 2-sided fireplace to family room. Open kitchen features center island and appliances included.
$1,695,000

Single-Family

521 Cassie Lynn Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3/1Bathroom(s)
49Picture(s)
3,012Sqft
Turn-Key, 3 bedroom home is ready for your private tour! The setting and view from the back of the home will make you forget that you live in a subdivision. The almost half acre lot is adjacent to a large out lot with pond and wildlife. Inside you will appreciate the easy to use floor plan with a comfortable kitchen, large dinette and oversized family room.
$400,000

Condominiums

N52W35330 Lighthouse Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
32Picture(s)
2,564Sqft
Welcome to Lake Country! Peaceful Pond views are sure to please with this updated Bay Pointe beauty. Sparkling chef's dream kitchen 2014 features quartz counters, SS appliances, wine fridge, double ovens, gas range. Steps away enjoy 9' ceilings in your dining room. Open concept LR, Dark HWF's, corner brick GFP & room to roam in additional sunroom. Large deck off Sunroom.
$410,000

Single-Family

W342N4868 Oak Ln, Oconomowoc, Wisconsin 53058

3Bedroom(s)
1Bathroom(s)
19Picture(s)
975Sqft
Cute, cozy cottage just steps away from Okauchee Lake. This updated home features three bedrooms and one bath. Hardwood laminate floors throughout. Tons of natural light throughout the refreshed kitchen with newer appliances. Enjoy your private yard with new deck and fire pit. Perfect for those summer nights near the lake. Newer deck addition along with furnace (2015).
$191,800

Single-Family

1505 Fay Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
10Picture(s)
2,873Sqft
4 bedroom/3.5 bath/flex room/spacious 2-story. Basement has 1 egress slider window/rough-in drain & vent for future full bath. Corner ceramic tiled walk-in shower/2 shower heads/double sinks/granite vanity tops master bath. Jack & Jill family bath/double sinks/granite vanity tops. Full bath in Bedroom #4. Master bedroom has 2 WIC's. 9' First floor ceilings/pitched ceiling master bedroom.
$494,990

Single-Family

W385N8342 Highlander Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
29Picture(s)
2,550Sqft
Great home on a gorgeous nearly 2 acre lot in the Town of Oconomowoc! Spacious interior offers 4 bedrooms and 3.5 baths. Great room with gas fireplace. Open kitchen has center island, open dining area, pantry, and appliances included. Mud room with built-in lockers. French doors lead to main floor den. Upper level master suite has large walk-in closet and private bath with large shower.
$479,900
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