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
W397N5960 Autumn Woods, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
23Picture(s)
1,212Sqft
Come home to peace and quiet at this 2 Bedroom private entry first floor condo in highly sought after Autumn Woods, just 2 miles west of downtown Oconomowoc.
$275,000
Single-Family
1600 Bluestem, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,337Sqft
HOUSE IS IN ROUGH CARPENTRY. APPROXIMATE COMPLETION JANUARY 2023.4 bedrooms/2.5 baths/flex room/2-story design. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Master bath has corner ceramic tile walk-in shower/2 shower heads/double sinks/granite or equivalent vanity tops. Two WIC's master bedroom. Knockdown drywall w/rounded corners.
$489,990
Single-Family
N60W34649 Forest Bay, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
36Picture(s)
1,968Sqft
Amazing and rare Okauchee Lake opportunity with 50 ft of gentle slope large yard, swimming frontage and a three-bedroom, two-bath home with walk-out lower level with finished family room and wet bar. You will love the new expansive upper deck, large partially covered patio and one of the best locations on the lake with beautiful ''big lake'' views from in the house.
$1,099,000
Single-Family
N55W34691 Lake, Oconomowoc, Wisconsin 53066
3Bedroom(s)
1Bathroom(s)
24Picture(s)
1,100Sqft
Bright and updated home with west facing frontage. Primary bedroom is on the main floor along with the living room, updated kitchen, 2nd bedroom, and updated bath with laundry. Large loft bedroom in the upper would fit multiple beds. The house is nicely updated and yet with the space and lot could be a perfect place to build your dream home.
$575,000
Condominiums
1764 Bess, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3Bathroom(s)
SurfaceParking(s)
35Picture(s)
2,227Sqft
No need to wait! Ready to move in! Clean 3 bedrooms, 3 bathroom Condo. Finished lower level with more room for expansion. Freshly painted and carpeted. Dramatic ceilings greet you with an open concept from the beautiful kitchen with a large island and hardwood floors, to the bright multi-functional sunroom.
$589,000
Single-Family
271 Hillside, Oconomowoc, Wisconsin 53066
4Bedroom(s)
1/1Bathroom(s)
11Picture(s)
1,769Sqft
This well maintained, 4 bedroom Colonial is sure to please! Sellers have lovingly cared for the property with many updates (windows, roof, gutters, see complete list in attachments). Property is ready for all that your life has to offer. Large ''L'' shaped living room/dining room is a great place to relax or entertain.
$420,000
Single-Family
1346 Bluebird, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3Bathroom(s)
35Picture(s)
2,559Sqft
Updated, open concept, split 3 bedroom floorplan with fully finished lower level! Kitchen features new white quartz countertops with breakfast bar, white subway tile backsplash, and stainless steel appliances. Enjoy entertaining, as the kitchen overlooks the dining and living spaces (with a gas-fireplace, for extra ambiance.
$489,900
Single-Family
1504 Prairie Creek, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
2Picture(s)
2,282Sqft
3 bedrooms/2 full baths/flex room/ elite series ranch. Basement has 1 egress window & drain/vent rough-in for future full bath. Corner ceramic tile walk-in shower w/decorative listello/2 shower heads/double sinks/granite vanity tops in master bath. Huge WIC master bedroom. 9' main floor ceilings/pitched ceiling in foyer, living room, & kitchen/tray ceiling master bedroom.
$569,990
Single-Family
W379N8342 Michigan, Oconomowoc, Wisconsin 53066
2Bedroom(s)
1Bathroom(s)
19Picture(s)
1,160Sqft
Affordable farmhouse in a great location in Monterey in the Town of Oconomowoc! Enjoy this peaceful setting with views of open fields, just south of Mill Pond and the Ashippun River. Screened porch on the back of home offers the perfect place to relax. Interior has a spacious kitchen with wood burning stove. Plenty of natural light in the front living room. Bedrooms on main and upper level.
$199,900
Single-Family
1533 Butternut, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
1Picture(s)
1,614Sqft
NEW CONSTRUCTION Pathway Series by Stepping Stone Homes, the MULBERRY floor plan is bright and open with 2 bedrooms, 2 full bathrooms, a den and a large Great Room! Beautifully appointed Kitchen offers stainless steel appliances, quartz countertops, subway tile backsplash and more! Nice Master Suite with large walk in closet and bath.
$474,900
Single-Family
W352N6492 Road J, Oconomowoc, Wisconsin 53066
3Bedroom(s)
1Bathroom(s)
8Picture(s)
1,266Sqft
Welcome to Lake Life! Here's your chance to build your dream lake house on Okauchee Lake. Just a boat ride away to shopping and restaurants. Bring the builder of your choice. Pier and boat house included. Being sold ''AS IS.
$999,900
Single-Family
4350 Mariner, Oconomowoc Lake, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
19Picture(s)
2,480Sqft
Come see this incredibly unique and historic 4 bedroom, 2.5 bathroom Village of Oconomowoc Lake home! Originally built in 1840 in Lebanon, Wisconsin, this home was subsequently moved to Oconomowoc Lake in 1981.
$849,000
Single-Family
1826 Springhouse, Oconomowoc, Wisconsin 53066
5Bedroom(s)
3/1Bathroom(s)
45Picture(s)
4,400Sqft
Stunning 5 bed, 3.5 bath ranch style home w/ second floor loft. Built to impress with a grand entrance, gleaming Brazilian cherry floors, beautiful built-ins, fireplace & arched entry ways. Chef's kitchen w/ large island, vaulted ceilings, skylights & pantry. Magnificent master w/ gas fireplace, spa-bath, walk-in shower, jetted tub & two closets.
$750,000
Single-Family
214 High View, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
15Picture(s)
1,455Sqft
Great ranch centrally located in Oconomowoc. Just blocks from historic downtown, but also convenient to shopping and commuter connections. Split one level home with many extras. Vaulted living room ceiling with natural gas fireplace greats quests as they arrive. A relaxing sunroom is located off of the kitchen dinning area. Walls of windows allow for viewing of the private back yard.
$389,900
Single-Family
66 Blain, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
36Picture(s)
988Sqft
Beautiful 2 bedroom, 2 full bath completely renovated home located in the heart of Oconomowoc. Lovely yard with mature trees, +/- 60 feet of frontage on the Oconomowoc River situated on over a 1/2 acre. This home has been taken down to the studs.
$314,900
Single-Family
N51W35588 Bay Ridge, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3Bathroom(s)
40Picture(s)
3,512Sqft
Summer will soon be here! This beautiful property has PRIME SANDY 200 ft of frontage on desirable Upper Oconomowoc/Okauchee Lake! Gorgeous yard provides a gentle slope down to the lake to enjoy swimming, boating and fishing! The meticulously maintained ranch home with walkout lower level offers a kitchen with vaulted ceiling, granite counters & huge centerisland for family & friends to gat
$1,490,000
Condominiums
265 Thurow, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Opener includedParking(s)
47Picture(s)
1,260Sqft
Three year new open concept corner unit conveniently located near downtown and Hwy 16. Open concept kitchen, dining area and living room with stainless steel appliances, granite counters, island area. Luxury vinyl floors, gas fireplace in living room and patio doors leading to private balcony. Large owners suite with walk-in shower and two large closets. Second bedroom has large closet.
$307,000
Single-Family
1518 Grandview, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
28Picture(s)
1,290Sqft
Newly updated RANCH home with a beautiful clean modern look including Google Nest SMART home devices. NEW roof, NEW gutters, NEW garage door, NEW concrete slab added on the side of the garage for an additional parking space. Kitchen includes white cabinetry with soft close doors and drawers, stainless steel appliances, granite counters, and an island.
$414,000
Single-Family
119 Luther, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
32Picture(s)
1,672Sqft
Renovated, charming home offering a cozy neighborhood feel while being just blocks from downtown Oconomowoc. Inside, the spacious living room is anchored by a beautiful fireplace which opens into the formal dining. Updated, open kitchen with easy access to the secluded back yard. A renovated main floor full bathroom and laundry room add to the home's modern conveniences.
$374,900
Vacant Land
W340N7661 Townline, Oconomowoc, Wisconsin 53066
14Picture(s)
0Sqft
INCREDIBLE Location in the heart of Wisconsin's ''Horse Country'' this property boasts an indoor POLO arena w/ observation deck, two spacious bathrooms fully plumbed on septic w/ hot water and space to convert to full baths.
$999,500
Condominiums
215 Pleasant, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
2 or more spaces assignedParking(s)
42Picture(s)
1,370Sqft
This is the Luxury Condo that you have been waiting for in Oconomowoc's Fowler Lake Village! Enjoy the spectacular views of Fowler Lake from every window and the extra lg covered patio. 2BR/2BA luxury condo features high quality construction and upgrades. Open floor plan has kitchen with breakfast bar island and great room with patio doors.
$675,000
Condominiums
1022 Lake Country, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
1,400Sqft
3 bedroom unit now available in Oconomowoc. Attached garage. great view of the pool. All appliances included. Brand new washer and dryer. Great location, minutes from both Hwy 16 and I 94. The lack of photos is due to a last min cancelation by photographer.
$210,000
Single-Family
N54W37193 Yale, Oconomowoc, Wisconsin 53066
3Bedroom(s)
1Bathroom(s)
33Picture(s)
1,283Sqft
Enjoy the fresh feel of this great home! Located on a quiet tree lined street with lower Town of Oconomowoc taxes, but still close proximity to downtown. The kitchen features stainless appliances and solid surface counter tops with lots of natural light and overlooks the spacious backyard. There are 3 bedrooms and a nicely updated bathroom on the upper level.
$380,000
Single-Family
W381N8160 Rolling River, Oconomowoc, Wisconsin 53066
4Bedroom(s)
3Bathroom(s)
50Picture(s)
2,105Sqft
Welcome home to this fantastic 4 bedroom 3 full bath ranch home in Oconomowoc. Home is set on a beautiful .91 acre lot and provides plenty of room to run! Low maintenance siding, new roof, new shed and fire pit are connected to the house by a cozy sunroom. Great floor plan with large kitchen and walk-in pantry, vaulted ceilings, GFP and desirable split bedrooms.
$499,900
Single-Family
N62W34167 Bayview, Oconomowoc, Wisconsin 53066
6Bedroom(s)
4Bathroom(s)
46Picture(s)
4,258Sqft
One of the best shorelines on Okauchee Lake with incredible views across the entire lake and southern exposure. Enjoy nearly 85 ft. of frontage with a double boat house with track system. This property also includes the additional lot (with separate tax key) across the street.
$3,185,000
Single-Family
1508 Bluestem, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,616Sqft
Home is in rough trades. Approximate completion August/September 2023.4 bedrooms/2.5 baths/Flex Room/Partial Exposure/2-story. Basement has drain/vent rough-in for future full bath. Windows in exposure. Corner ceramic tile walk-in shower/2 shower heads/double sinks/granite or equivalent vanity tops in master. Double sinks family bath/granite or equivalent vanity tops. Master bedroom has 2 WIC's.
$549,990
Single-Family
1492 Mamerow, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
42Picture(s)
2,200Sqft
**3/15/23 NEW CARPET, BATH FLOORING, GLASS PATIO DOOR & 2% SELLER CREDIT TO BUYER** Beaming 4-bedroom, 2.5-bath Colonial w/a 2+ car garage in Hickorywood Farms Subdivision! Own a piece of Oconomowoc & soak up the community amenities. Enter into the bright & big living room & see past the exposed staircase through to the open concept family room-dining-kitchen.
$469,900
Single-Family
219 Shore, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
35Picture(s)
2,367Sqft
Remarkable home and setting in Oconomowoc's Lake Ridge West! Enjoy this gorgeous lot with private back yard bordering pond and nature. Plenty of curb appeal with the brand new exterior featuring new roof, gutters, and siding. Spacious interior features family room with stone fireplace. Living room offers large windows with back yard views.
$469,900
Vacant Land
Lt77 River, Oconomowoc, Wisconsin 53066
11Picture(s)
0Sqft
Okauchee Lake - Bring your builder and create your dream lake home! Large building pad & plans available for a 3,000 sq ft home & one for a 6,000 sq ft home. Contact us for a copy. Boat to area restaurants & events in the summer; ice fish, play hockey or ice skate in the winters. Do not walk the property without an approved showing. Survey in docs section.
$995,000
Single-Family
1513 Butternut, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
37Picture(s)
1,764Sqft
NEW CONSTRUCTION by Stepping Stone Homes, the ROSEBUD floor plan has 3 bedrooms and 2 full bathrooms. Beautiful Kitchen features LG stainless appliances, quartz countertops, island, subway tile and walk in pantry. Open floor plan w/vaulted ceilings in the Great Room. Nice master suite has tray ceiling, double vanity, large walk in closet and stall shower.
$524,900
