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:
Condominiums
N53W35271 Lighthouse Ln, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
25Picture(s)
1,588Sqft
Welcome home to this beautiful ranch-style condo in Okauchee's desirable Bay Pointe. This 2 bedroom/2 bathroom unit in Bay Pointe is a side-by-side ranch features an open concept floorplan and 9' ceilings. Featuring hardwood flooring, gas fireplace, kitchen island, sunny 4 seasons room, and access to the patio off dinette to the private backyard.
$439,000
Single-Family
N70W39060 Foster Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
44Picture(s)
1,608Sqft
Sprawling ranch home with amazing location and private lot with mature trees! Enter and enjoy the bright and airy feeling created by large picture windows and generous room sizes. The family chef will love the remodeled kitchen with new countertops, cabinetry, back splash, under cabinet lighting and appliances! Relax with a good book in the cozy hearth room with natural fireplace.
$427,500
Single-Family
1740 N River Lakes Rd, Oconomowoc, Wisconsin 53066
5Bedroom(s)
3/1Bathroom(s)
72Picture(s)
5,023Sqft
Craftsman-inspired home located in Pabst Farms. Beautiful touches throughout include stunning high-end cherry woodwork, built-in cabinets, window seats, hardwood floors, tray ceilings an the list goes on. You'll fall in love with the welcoming porch. Large entry area leads into the great room with lots of light, gas fireplace, and gorgeous built ins.
$824,900
Single-Family
339 Summit Ave, Oconomowoc, Wisconsin 53066
4Bedroom(s)
1/1Bathroom(s)
36Picture(s)
1,900Sqft
Beautiful home close to downtown Oconomowoc blends charming original character and features with modern updates throughout that compliment each other so well. Main level includes updated kitchen with pantry, DR, main floor laundry, and a LR that extends into a large den or office space. Upstairs find 4 BRs and an updated full BA.
$349,900
Single-Family
1340 Orchard Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
37Picture(s)
1,668Sqft
Incredible 3 bedroom ranch ready for you to move in! This home is nestled in a desirable Oconomowoc community. It boasts updates throughout, including brand new appliances (even the washer and dryer), new kitchen flooring, new carpet in two bedrooms, newer windows, all new granite in an updated kitchen, A/C in 2023 and gas fireplace in your spacious living room.
$559,900
Single-Family
1021 Keats Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
1/1Bathroom(s)
35Picture(s)
1,507Sqft
Revitalize your living space with this charming ranch-style residence, where the ambiance of multiple natural fireplaces sets the stage for cozy evenings. The kitchen boasts ample storage including a pantry, complemented by new appliances. Enjoy the comfort of the primary bedroom's with three closets and convenient half bath. Recent renovations include new gutters, roof, and chimney repair.
$389,900
Condominiums
409 Pine Ter, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
47Picture(s)
1,788Sqft
A rare, sought-after Pine Terrace opportunity. Community-owned private, gated Fowler Lake lot with lake access, boat slips and gazebo for guest/family entertaining & enjoyment. Sunlight streams into the kitchen and dinette from abundant windows and sliding glass doors to deck. Glass front cabinetry and bar area in dinette.
$450,000
Single-Family
1245 Wrenfield Way, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
31Picture(s)
3,300Sqft
Remarkable home and setting with relaxing in-ground pool in a convenient Oconomowoc neighborhood! Enjoy this spacious home that features 4BR's, finished lower level, 3+ car garage, and pool. Beautifully designed interior offers vaulted great room with fireplace. Kitchen includes hardwood floors, island breakfast bar, and SS appliances included. Option for den-office or dining room.
$649,900
Single-Family
590 Concord Rd, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3Bathroom(s)
51Picture(s)
2,277Sqft
No expense was spared in completely updating this rustic modern 3bd, 3bath home on the Oconomowoc River. Look up when you first enter & take in the vaulted foyer with heavenly skylights. Relax in comfort next to the river rock fireplaces (yes, multiple!). Mealtime & entertaining are a breeze with the openness between the dining & dream kitchen with Quartz Countertops.
$449,000
Vacant Land
N56W36834 Lisbon Rd, Oconomowoc, Wisconsin 53066
7Picture(s)
0Sqft
Private parcel just under one half acre in the Low tax Town of Oconomowoc. 5 minutes to the Okauchee lake Boat launch. Mature tree line on three sides of the land. No close neighbors, No HOA, No restrictions other than the Town minimums. In addition to the lot there is an area 77 x 84 north of the lot for the mound system to be built on. This lot has a deeded recorded access for the septic system.
$107,000
Single-Family
1404 Blazing Star Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
56Picture(s)
2,672Sqft
Welcome to Blazing Star Drive: a move-in ready residence, showcasing thoughtful and home-warming details. Soft-close drawers inside, coupled with a low traffic corner outside, make for quiet enjoyment - inside or out.
$629,900
Single-Family
432 2nd St, Oconomowoc, Wisconsin 53066
2Bedroom(s)
1Bathroom(s)
32Picture(s)
1,756Sqft
Affordable living in the heart of Oconomowoc! Don't miss your chance to own this well-maintained 1920's Bungalow that boasts numerous updates while preserving plenty of charm. A generous three seasons room, upper-level flex space, and finished basement with egress makes this spacious two-bedroom home versatile for many.
$299,900
Single-Family
W351N5322 Road C -, Oconomowoc, Wisconsin 53066
4Bedroom(s)
3Bathroom(s)
36Picture(s)
1,665Sqft
Indulge in the ultimate lakefront lifestyle with this charming 4-bed, 3-bath bungalow nestled on the picturesque shores of Okauchee Lake! Boasting a versatile layout with 2 bds and 1 ba upstairs, a chic modern kitchen and main-floor bd with a full bath and a kitchen/living room combo that opens onto a sprawling deck, perfect for entertaining and soaking in stunning lake views.
$899,900
Single-Family
W347N6022 Road I -, Oconomowoc, Wisconsin 53066
4Bedroom(s)
3Bathroom(s)
56Picture(s)
2,920Sqft
Discover your dream home in Oconomowoc! Direct frontage on Oakuchee Lake, this captivating 4-bed, 3-bath ranch offers 2,900 sqft of luxury living. Foyer leads to a spacious kitchen with stunning lake views. Gourmet kitchen features SS appliances, granite countertops, and an eat-in area. Enjoy serene mornings on the maintenance-free deck with bistro lights.
$1,049,000
Single-Family
N63W37849 Vista Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,833Sqft
Looking for some privacy in Lake Country but still want to be close to everything? You'll love this split floor plan ranch located on 1.32 acres just outside DT Oconomowoc. Lots of mature trees and a heavily wooded backyard. The huge living room is great for entertaining or as an open-concept flex space. Kitchen has decent storage and hickory cabinets.
$399,900
Single-Family
219 Shore Cir, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
22Picture(s)
2,367Sqft
Welcome to Lakeridge West Subdivision's stunning 4-bed, 2.5-bath colonial, your dream home! The first floor features a cozy living room with a natural fireplace and gas starter, den, and a spacious family room. The eat in kitchen offers ample storage, stainless steel appliances, and leads to a large porch overlooking your serene, private backyard.
$529,900
Single-Family
N63W37882 Ramsgate Ct, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
26Picture(s)
1,859Sqft
Lovingly cared for 3 bedroom, 2 bath ranch on cul-de-sac in quiet country subdivision. Great room with vaulted ceiling, wet bar, gas fireplace. Primary bedroom has private bath and walk-in closet. Main floor laundry just off 2.5 car attached garage. Relax on the patio overlooking the wooded back yard.
$398,900
Single-Family
404 State St, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
23Picture(s)
2,272Sqft
Due to work relocation this completely renovated charmer located in the heart of Oconomowoc is for sale. This taste of country is set back from the road tucked behind apple, mulberry, and pear trees while still being close to downtown and the beach. Sit on the back porch and enjoy your privacy within the trees. This home features a traditional design with ample living space.
$449,000
Condominiums
251 Oconomowoc Pkwy, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
2 or more spaces assignedParking(s)
37Picture(s)
1,674Sqft
This bright, spacious unit has 3 nice sized bedrooms - all on one floor! The open concept living room and dining room connects to the galley kitchen with breakfast bar. An inviting 3-season room has an outside door! Enjoy the convenience of a split bedroom floor plan. The primary en-suite has a walk-in closet, stall shower and separate tub.
$330,000
Single-Family
1282 Heather Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
29Picture(s)
2,199Sqft
Welcome home to this beautiful 2 story 3BD/2 full bath home in the highly desirable Greenwood Meadows subdivision! Steps away from the neighborhood park & walking distance to downtown Oconomowoc & all it has to offer! Don't miss out! Main floor features a newly renovated full bathroom w/gorgeous walk in shower! The great main floor layout offers a sunny kitchen & dining area w/sliding
$439,900
Condominiums
1476 Fairways Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
25Picture(s)
3,216Sqft
Welcome to your new oasis! This lovingly maintained & updated open concept Ranch condo offers bright & airy living spaces, complete with large windows that flood the condo with natural light. The kitchen boasts granite countertops & stainless-steel appliances, along with ample cabinet space. Relax and unwind in the master suite which includes its own den/office area.
$649,900
Single-Family
N50W34763 Wisconsin Ave, Oconomowoc, Wisconsin 53069
4Bedroom(s)
2/1Bathroom(s)
55Picture(s)
2,300Sqft
Exceptional waterfront privacy with 188'' sunny SW exposure in this surprisingly spacious ranch with a finished walk-out lakeside lower level. Walk to the many nearby restaurants and Okauchee village venues, Lions Park, playgrounds, water ski shows, and easy Hwy 16 access.
$595,000
Single-Family
W343N5212 Gietzen Rd, Oconomowoc, Wisconsin 53069
5Bedroom(s)
5Bathroom(s)
79Picture(s)
7,700Sqft
Welcome to your lakeside paradise on Okauchee! This magnificent 5-bed, 5-bath, all-brick and stone home offers unparalleled luxury and breathtaking views of the water from nearly every room. Boasting over 7700 sq ft of living space, a 5-car garage and an elevator to all 3 levels, this home is the epitome of grandeur and sophistication.
$2,499,900
Condominiums
W389N7112 Pennsylvania St, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
29Picture(s)
2,800Sqft
Discover the ultimate luxury living at this new build condominium located just a few miles from downtown Oconomowoc. This stunning custom unit boasts an open floor plan with upscale, quality features that include solid woodwork, Caesarstone & granite countertops, black stainless appliances, solid hardwood flooring, ceramic tiling, 2 fireplaces, & a 1st-floor laundry.
$725,000
Single-Family
N61W35376 Mariner Ct, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2Bathroom(s)
32Picture(s)
2,052Sqft
Rare offering in Lakeview Acres - home with a private boat slip on Okauchee Lake!!! This 4BR home offers lots of potential and includes an inground pool and cul-de-sac location close to the private neighborhood park with sandy beach, piers, and your private boat slip on the lake.
$599,900
Vacant Land
578 Concord Rd, Oconomowoc, Wisconsin 53066
8Picture(s)
0Sqft
Oconomowoc. This beautiful and unique lot offers approximately 400 feet of frontage on the Oconomowoc River. The large lot is almost like a park with mature trees, level topography and amazing views of the river and the conservancy. The river bend offers a perfect spot for dropping in your kayaks and exploring the river and near by lakes.
$150,000
Single-Family
1613 Switchgrass St, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,484Sqft
HOUSE IS MOVING INTO DRYWALL. APPROX. COMPLETION NOVEMBER 2024.4 bedroom/2.5 bath/2-story. Basement has an egress slider window & drain/vent rough-in for future full bath. Master bath shower w/ceramic tiled walls & shower pan. Double sinks master & family baths. Granite or equivalent vanity tops. Huge WIC master bedroom. Knockdown drywall w/rounded corners.
$574,990
Single-Family
1388 W Mamerow Ln, Oconomowoc, Wisconsin 53066
5Bedroom(s)
3/1Bathroom(s)
51Picture(s)
3,863Sqft
Spacious 5 BR home in desirable Hickorywood Farms has everything you're looking for! Large foyer with engineered HWFs, 9 ft ceilings, curved archways & tons of natural light. Open floorplan has large kitchen with granite counters, center island and walk-in pantry. Beautiful LR with gas FP, main floor office and mud room with cubbies complete the main level.
$706,000
Single-Family
W381N8165 Rolling River Cir, Oconomowoc, Wisconsin 53066
5Bedroom(s)
3/1Bathroom(s)
60Picture(s)
3,600Sqft
Stunningly updated 5BR, 3.5BA home on 3/4 acre is on point w/ new construction. DREAM KITCHEN w/ quartz counters + backsplash, custom cabinets, smart oven + more impressive details. Bright Open-concept Kit and FamRm, plus large DR feature gleaming hardwood floors.
$729,900
Condominiums
W397N5953 Autumn Woods Dr, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
21Picture(s)
1,825Sqft
Fabulous 2-3BR/2BA condo in picturesque Autumn Woods! This great second floor unit offers a perfect blend of comfort and style with three open concept living spaces! The bright great room features vaulted ceiling, a gas fireplace, and access to the private deck.
$328,000
