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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

1525 Miller Ct., Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
2Picture(s)
2,012Sqft
Beautiful new construction split bedroom ranch home by Trustway Homes! The Lakewood model features an open concept design and 3-car garage. Excellent cul-de-sac location. Interior has large great room and additional den-office. Kitchen offers large center island breakfast bar and pantry. Kitchen appliances included. Adjoining dining area with patio doors to back yard patio.
$489,900

Single-Family

1100 Spruce Ct, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
1Picture(s)
2,603Sqft
NEW CONSTRUCTION by Stepping Stone Homes, the CHRISTINA model features all of today's smart home technology! This beautiful 4BR/3BA open concept ranch offers a gorgeous Kitchen w/quartz countertops, soft close cabinets, under cabinet lighting and high end appliances. Large Great Room w/electric fireplace. Master Suite has tray ceiling, huge WIC and nice bath w/dual vanity & tile shower.
$479,900

Single-Family

1507 Rosewood Pass, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
1Picture(s)
2,404Sqft
Located 3 mins off Hwy 16 & 9 mins off I-94 this new home is UNDER CONSTRUCTION. The Elise 2404 offers a kitchen which features a walk-in pantry, quartz counters & prep island with seating. Moving past the dining area, the spacious great room offers a cozy GFP. Finishing the first floor is a multi-use home office, powder room & large mudroom/laundry with a built-in bench & storage.
$515,900

Condominiums

974 Oconomowoc Pkwy, Oconomowoc, Wisconsin 53066

2Bedroom(s)
3/1Bathroom(s)
Private garageParking(s)
13Picture(s)
1,922Sqft
Highly desirable Parkway Green Condo's featuring two master bedroom suits, one of the main floor and one on the upper. You will love the space and flow. Kitchen has a nice planning desk where you can drink your coffee and look out the window. Past the breakfast bar and kitchen table is the open concept great room, with a gas fireplace with views of water and the old Olympia ski hill.
$285,000

Condominiums

297 Oconomowoc Pkwy, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
2 or more spaces assignedParking(s)
20Picture(s)
1,389Sqft
This 2 bedroom plus den condo is bright and airy throughout! With Galley style kitchen opening to living room with Cathedral Ceilings. The Bonus Enclosed Porch is a great spot to relax and unwind. The ample sized bedrooms with new windows, walk-in closets, both with their private access to the full bathrooms. Laundry room off kitchen offers great additional pantry storage.
$249,000

Single-Family

1383 Goldenrod Way, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
1Picture(s)
1,800Sqft
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.
$481,900

Single-Family

236 Thomas Trl, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
25Picture(s)
2,896Sqft
Exceptional 4BR ranch home with finished lower level on a cul-de-sac lot with wooded backdrop! Enjoy this open floor plan with vaulted great room featuring gas fireplace. Kitchen offers granite countertops, breakfast bar, and appliances included. Adjoining dining area with patio door to back yard deck. Main floor laundry room, washer and dryer included.
$415,000

Single-Family

579 Concord Rd, Oconomowoc, Wisconsin 53066

2Bedroom(s)
1Bathroom(s)
19Picture(s)
1,528Sqft
Set on a wonderfully large 1/3-acre lot, this very sharp 2-bedroom Cape features a main floor bedroom with ample-sized kitchen, loads of storage, 2 screened porches and a main level laundry! In need of some recreation? The river is just a few steps away for hours of Kayak entertainment. The large yard features a good sized 2 car detached garage and storage shed.
$229,900

Single-Family

36043 Orchard Ln, Oconomowoc Lake, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
45Picture(s)
3,088Sqft
Rare opportunity to be on Oconomowoc Lake at an affordable price. This beautifully updated home is nestled on a private lot just a short walk to the lake where it has its own boat slip and shares 50 feet of prime lake frontage and pier w/neighbors. Master suite features a private sun room with access to the gorgeous patio area and fenced-in backyard.
$525,000

Condominiums

333 Lake Rd, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
1 space assignedParking(s)
29Picture(s)
1,300Sqft
Fresh New Look for a Classic 70's Condo! This 2 bedroom, 2 bath home in Draper Hall has views like no other! Not only did the owner open the walls to let in the light and views of both Lac La Belle and Fowler Lake, there is style in abundance throughout! Wood Floors, Brick columns, New Classic Kitchen and Appliances, Swanky Styled Bathrooms, 5th floor Laundry Room steps away, and a covered parking
$325,000

Single-Family

N55W34484 Tweeden Ln, Oconomowoc, Wisconsin 53066

2Bedroom(s)
1/1Bathroom(s)
24Picture(s)
1,694Sqft
OKAUCHEE LAKE. First time on the market. This wonderful lake home is built entirely around enjoying the lake. The lake is mere steps from the your door. The home features an open concept floor plan with amazing lake views from practically every room. The Great Room offers a Gas Fireplace and lots of windows. The Kitchen opens directly into the Great Room.
$835,000

Single-Family

401 2nd St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
1/1Bathroom(s)
21Picture(s)
1,920Sqft
Charm abounds in this historic colonial, located a short walk from downtown Oconomowoc's fantastic amenities! The open plan of the main level is complete with hardwood flooring, stylish molding, and large archway leading from the living to dining space. The laundry room has been brought up to the main level, in a space previously used as a bedroom that could be converted back.
$279,500

Single-Family

N56W35215 Pondview Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
47Picture(s)
3,780Sqft
Here's a wonderful opportunity in the desirable Westshore subdivision located just outside the city of Oconomowoc and steps from Okauchee Lake. This 4 BR, 3.5 BA home has room for all with over 3700 square ft.
$525,000

Condominiums

936 Oconomowoc Pkwy, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
25Picture(s)
1,614Sqft
Beautiful 3 BRM, 2 full bath condo close to many restaurants and shops in the Pabst Farm area of Oconomowoc is ready for you! This gorgeous place has southern exposure producing radiant natural light with a large, private balcony. Your cook pleasing kitchen has newer flooring along with ceramic tile in the dining room. Relax in your master suite leading to your big attached master bath.
$269,900

Single-Family

676 Summit Ave, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
40Picture(s)
1,719Sqft
Step into this outstanding turn of the century home with amazing character! Walk thru the Foyer w/wood cubbies and bench to the beautiful open concept Kitchen with amazing granite countertops, 36''Viking stove, and beautiful window bench with eat-in kitchen and buffet counter and glass dining cabinet-all done with white tile backsplash and HWF.
$324,900

Single-Family

352 Wisconsin Ave, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
42Picture(s)
1,338Sqft
3 Bedroom 2 bath Cape Code with 90ft of channel frontage on Lac La Belle. Great location and walking distance to downtown. Large lakeside yard with great views. Interior has recently been updated and on the property you could build a side-by-side condominium unit. Plans have already been drawn. Great potential for a primary or a vacation home.
$699,000

Single-Family

1405 Blazing Star Dr, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
19Picture(s)
2,535Sqft
Bright, beautiful and immaculate 2-story home in the desirable Prairie Creek Ridge neighborhood. This lovely newer home offers 4 bedrooms, 2.5 baths, volume ceilings, open living area, gas fireplace and stainless steel appliances. Complete with a main floor master suite featuring a large walk-in closet, dual granite vanities and tiled shower.
$469,000

Condominiums

1061 Regent Rd, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
21Picture(s)
1,028Sqft
Come see this refreshed, bright, comfortable and affordable 2 bed/2 bath condo at the desirable Willow Pond Condominiums! Condo unit features new flooring, new carpet, two spacious bedrooms with vaulted ceilings, two FULL baths, patio and balcony space and heated underground parking! Willow Pond welcomes all of your four-legged friends and provides professional management services for easy and lo
$139,900

Vacant Land

Lt0 Yale St, Oconomowoc, Wisconsin 53066

3Picture(s)
0Sqft
This 1/3 acre lot provides a wonderful opportunity to build your new home, in a desirable neighborhood. Quiet and charming location, conveniently located near amenities and just minutes from downtown Oconomowoc. Home can be placed on Yale or Marquette St using similar setbacks as the existing neighbors have.
$65,000

Single-Family

W360N7557 Thomas Dr, Oconomowoc, Wisconsin 53066

5Bedroom(s)
3/1Bathroom(s)
44Picture(s)
4,175Sqft
Beautiful Red Oak HWFs grace the main floor of this custom home built by Don Belman Homes. An impressive, broad stairway captures the eye! Oversized windows by Pella invite the light in! You will find 9 ft ceilings and separate temperature controls on every floor. Granite countertops, crown molding and white woodwork add style! The floor plan demonstrates the quality of design.
$624,900

Condominiums

241 Oconomowoc Pkwy, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
16Picture(s)
1,574Sqft
Spacious 3 bedroom, two full bathroom condo. Open concept with vaulted living room and dining room. Large Living room with gas fireplace. Kitchen with plenty of cabinets. Master bedroom has large walk in closet and attached bath with separate tub and shower stall. Two additional bedrooms with large closets. Attached 3 seasons room overlooking wooded conservancy.
$269,000

Single-Family

322 Lapham St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3Bathroom(s)
28Picture(s)
2,744Sqft
Evening sunset views from the attached deck off the open concept kitchen/dining area elicit a peaceful response. Whether relaxing or entertaining, this home has multiple areas to utilize including the spacious family room on the walk-out lower level with full sized windows, 3rd full bath with heated floors and a 4th bedroom.
$380,000

Single-Family

1242 Mockingbird Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
29Picture(s)
2,154Sqft
Beautiful, ''like new'' meticulously maintained 2 story cape cod is awaiting a new owner! 3BD/2.5BA w/brand new quartz counters in the kitchen & main floor half bath. Highlights include gorgeous cherry cabinets throughout, large pantry, main floor laundry, & gas fireplace. Huge master bedroom w/spacious master bath & tons of closet space.
$399,900

Single-Family

N77W36498 Saddlebrook Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
3/1Bathroom(s)
30Picture(s)
5,526Sqft
Right out of House Beautiful! Drive down the long drive to this stunning, gracious traditionally inspired home on 3 private acres! Enjoy the expansive front porch on quiet summer evenings and relish the tranquility. Gorgeous kitchen with double islands open to the bright cheery, beamed family room with a fireplace, bookcases, and beautiful millwork.
$1,195,000

Multi-Family Investment

364 South St, Oconomowoc, Wisconsin 53066

Outdoor spaceParking(s)
27Picture(s)
0Sqft
Old Time Charm - Owner on 1st Level and 2 - 1 bedroom in Upper - ''Sold As Is'' 3 Separate Furnaces, Hot Water Tanks and Electrical Boxes 1 Upper tenant at $550 per month and Second unit has new Cabinets, Paint and Carpet. Roof replaced in 2002, 1 Newer Hot Water Tank - Hardwood Floors in Lower Unit, Large Kitchen , Master Bedroom & Living Room, Dining Room/2nd Bedroom.
$269,900

Single-Family

W383N6610 Deer Creek Ct, Oconomowoc, Wisconsin 53066

5Bedroom(s)
3/1Bathroom(s)
35Picture(s)
4,206Sqft
Remarkable home and setting in Oconomowoc's Woodlake Preserve! Enjoy plenty of upgrades and beautifully designed features throughout. Spacious interior offers over 4000 sq ft of living space with the huge finished lower level. You'll be drawn to the main level dining area with vaulted ceiling, built-ins with hidden pull outs, and walls of windows. Plenty of hardwood flooring.
$639,900

Single-Family

1455 Morgan Rd, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
40Picture(s)
1,928Sqft
Welcome home to this gorgeous oasis nestled in the woods, situated on almost 3 acres of privacy! Enjoy nature at its finest. This 3BD/2.5BA ranch has been meticulously maintained. Sunken family room w/beautifully updated gas fireplace, cathedral ceilings & wet bar.
$449,900

Single-Family

N57W38455 Beggs Isle Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
4/1Bathroom(s)
42Picture(s)
4,884Sqft
Remarkable home and setting on exclusive Beggs Isle on Lac La Belle! Private road and stone bridge lead you to this island retreat. Enjoy a 1 acre lot with 221 ft. of pristine southern exposure lake frontage and incredible elevated views of the lake. Interior offers nearly 5000 sq. ft. of living space and huge floor-to-ceiling windows with stunning lake views from every room.
$2,495,000

Single-Family

418 5th St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1Bathroom(s)
18Picture(s)
864Sqft
This 3bdrm 1 bath Ranch close to the elementary school is the perfect starter home for anyone looking to move to the Oconomowoc area! Updated kitchen with newer cabinets, updated bath with tile and new flooring throughout. Beautiful bay window in the living room brightens up the living room/dining area.
$229,900

Single-Family

621 Juneau Ave, Oconomowoc, Wisconsin 53066

2Bedroom(s)
1Bathroom(s)
17Picture(s)
1,776Sqft
This home, set blocks from downtown Oconomowoc, is ready for you to move in. The exterior of the home is mostly maintenance-free, with many newer windows and a stylish metal roof with a transferable warranty. The inside of the home has new paint and carpet. Counters in the kitchen are solid surface with room for you to cook.
$270,000
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