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
N51W34861 Wisconsin Ave, Oconomowoc, Wisconsin 53069
2Bedroom(s)
2Bathroom(s)
Opener includedParking(s)
38Picture(s)
1,353Sqft
Experience Resort Lake Living at Beautiful Mission Lake Condos Overlooking Florence Lake! Enjoy the pier, a boat house with sun deck, pontoon, fishing boat, and paddle boats for lots of outdoor fun! Attached clubhouse includes a full kitchen, bar, exercise loft, two fireplaces, and patio for relaxing, entertaining, or special events.
$349,500
Single-Family
555 River Bluff Cir, Oconomowoc, Wisconsin 53066
4Bedroom(s)
4Bathroom(s)
49Picture(s)
4,380Sqft
Outstanding 4BD/4BA home in the desirable River Bluff Subdivision, close to downtown & all it has to offer! Definitely a must see & ready for new owners to move right in & enjoy! This beautiful home has a newly remodeled kitchen, w/new floor to ceiling cabinetry, quartz counters & large eat up island - Perfect for entertaining! You'll love relaxing in the gorgeous backyard oasis co
$809,900
Single-Family
823 High St, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
6Picture(s)
1,420Sqft
NEW CONSTRUCTION READY FOR OCCUPANCY SEPTEMBER 2024!Welcome to this beautiful new construction ranch home, boasting 1,420 square feet of thoughtfully designed living space. This inviting residence features 3 spacious bedrooms, 2 modern bathrooms, and open-concept layout perfect for contemporary living. Upgraded features such as Custom-built Amish cabinets, upgraded tops & tiled baths.
$499,900
Single-Family
37715 Wildwood Ln, Oconomowoc, Wisconsin 53066
5Bedroom(s)
4Bathroom(s)
81Picture(s)
6,479Sqft
A home of this quality doesn't come along very often. Built by a high end custom builder for his own residence this gorgeous ranch home combines a gorgeous setting with unparalleled luxury and craftsmanship At 6500 sq ft this stunning home is set on a private 1.27 acre lot surrounded by conservancy land. The back yard is all epitome of peace and quiet.
$1,250,000
Single-Family
1582 Switchgrass St, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
61Picture(s)
2,430Sqft
Motivated seller! $15k total price reduction. Move-in ready Open Concept home with 1 Yr Home Warranty from Lake Country homes. The GR features soaring ceilings w/cozy gas FP that opens to the kitchen & dinette. Kitchen quartz counters w/tile backsplash and a large quartz island for your culinary skills. Dinette patio door leads to the patio & backyard.
$569,900
Single-Family
1208 Northview Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
3Bathroom(s)
37Picture(s)
4,029Sqft
Stunning ranch home in pool community -- Longmeadow subdivision! With its spacious layout, abundance of natural light, & exquisite finishes, it's a perfect place to call home. Whether sitting by a fire in the great room, lounging on the peaceful back patio or having parties in your finished lower level, this house has it all! Oversized 4 car garage will provide plenty of storage or car space.
$814,900
Single-Family
1235 Violet St, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
6Picture(s)
2,735Sqft
HOUSE IS IN ROUGH TRADES. APPROX. FINISH JUNE 2025.4 bedrooms/2.5 baths/flex room/Elite series 2-story. Basement has 1 egress slider window and 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. Double sinks in family Jack & Jill bath. Two WIC's master suite.
$639,990
Single-Family
1570 Creekview Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
7Picture(s)
2,251Sqft
HOUSE IS IN ROUGH TRADES. APPROXIMATE COMPLETION JUNE 2025.3 bedrooms/2 full baths/ flex room/split ranch. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Corner ceramic tiled walk-in shower/2 shower heads/double sinks/granite or equivalent vanity tops in master bath. Large WIC master suite. Double sinks family bath.
$589,990
Single-Family
1541 Creekview Ct, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,764Sqft
HOUSE IS BEING FRAMED. APPROX. COMPLETION JUNE 2025.4 bedrooms/2.5 baths/flex room/elite series 2-story. Basement has 1 egress slider window and drain/vent rough-in for future full bath. Master bath has corner ceramic tiled walk-in shower/2 shower heads/granite or equivalent vanity tops. Double sinks master & family baths. 2 WIC's master suite.
$629,990
Single-Family
706 Glenview Ave, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
36Picture(s)
2,006Sqft
Look no further! Enjoy lake living without the taxes in a highly desirable Oconomowoc neighborhood. This home boasts a great room with a natural fireplace, a formal dining room, a spacious kitchen/dinette with a center island, and a lower level rec room. Additionally, you'll have deeded lake access with a boat slip on Maple Terrace for summer fun. HOA Fees: $400.
$899,900
Single-Family
36082 Beach Rd, Oconomowoc Lake, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
21Picture(s)
3,736Sqft
Come see this timeless and beautiful home on coveted Oconomowoc Lake! Featuring 4 bedrooms, 2.5 bathrooms and 3,700+sf of thoughtfully designed living space, this gorgeous house offers plenty of room for friends and family to enjoy the simple pleasures of lake life.
$2,995,000
Single-Family
1261 Shoal Ridge Rd, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
1Picture(s)
2,328Sqft
Investors your search is over! Minutes from downtown Oconomowoc. Endless possibilities with this Large open concept Colonial located in the Hickory Green Subdivision. Book your showing today! Home is being as is sold by a personal representative of an estate. No additional photos to follow and no yard sign at listing.
$289,900
Single-Family
1635 W Mamerow Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
18Picture(s)
1,935Sqft
Welcome home to The Lauren by Stepping Stone Homes, an award-winning home builder. Open floor plan features 3 Beds, 2.5 Baths and a 3 Car garage. The kitchen comes w/ quartz countertops, soft close doors and SS appliance package. LVP flooring in kitchen, dinette, and great room. We equip our homes with Smart Technology.
$594,900
Single-Family
N84W36411 Riverwood Ln, Oconomowoc, Wisconsin 53066
5Bedroom(s)
5/3Bathroom(s)
90Picture(s)
8,500Sqft
This French Manor estate, on 35 acres, epitomizes luxury & tranquility. A private oasis awaits, complete with serene pond & charming bridge leading to a secluded island with picturesque gazebo. Meticulously crafted residence harmonizes architectural elegance with natural beauty. A sanctuary unlike any other.
$2,499,999
Condominiums
1626 St Andrews Dr, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
30Picture(s)
2,046Sqft
UNDER CONSTRUCTION Dolcetto - Only 2 units available. Located a stones throw from Silver Lake in the City of Oconomowoc, this development features European-style architecture inspired by a romantic sea-side village in Porticello, Italy.
$749,900
Single-Family
N53W35963 Lake Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2Bathroom(s)
29Picture(s)
2,144Sqft
Remarkable 4BR colonial home on a gorgeous 1+ acre lot in the Town of Oconomowoc! Enjoy this great setting featuring many mature trees and private back yard. Spacious interior offers hardwood flooring throughout. Large front living room with adjoining dining room. Family room has brick natural fireplace. Kitchen features island, granite countertops, bay window, and appliances included.
$449,000
Single-Family
W344N7115 Timber Ridge Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
59Picture(s)
2,282Sqft
Welcome to this exquisite ranch-style home located in the heart of Lake Country. This property offers a perfect blend of comfort and entertainment, making it an ideal place to call home. New Carpeting Throughout. Four Bedrooms: Spacious and inviting, offering plenty of room for family and guests. Two and a Half Bathrooms: Well-appointed, ensuring convenience and style.
$549,000
Condominiums
1380 Prairie Creek Cir, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
32Picture(s)
1,942Sqft
*UNDER CONSTRUCTION * EMORY unit. Includes balcony and partial exposure with lookout windows for future finished basement.The development consists entirely of side-by-side and double-duplex ranch condominiums that range in square footage from 1,571 to 1,942+ with sunroom add-on options. Spacious open concept floor plans feature generous entertaining spaces.
$664,900
Condominiums
1382 Prairie Creek Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
1,878Sqft
*UNDER CONSTRUCTION* DALEA unit. Includes balcony and partial exposure with lookout windows for future finished basement.The development consists entirely of side-by-side and double-duplex ranch condominiums that range in square footage from 1,571 to 1,942+ with sunroom add-on options. Spacious open concept floor plans feature generous entertaining spaces.
$654,900
Condominiums
1320 Prairie Creek Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
34Picture(s)
1,760Sqft
Cypress~ Move-In-Ready The development consists entirely of side-by-side and double-duplex ranch condominiums that range in square footage from 1,571 to 1,942+ with sunroom add-on options. Spacious open concept floor plans feature generous entertaining spaces and architectural features like alcoves and ceiling designs elevate the overall feel of the space.
$599,900
Condominiums
1376 Prairie Creek Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
1,760Sqft
Cypress unit Future Clubhouse and Swimming Pool!* Photo from previously finished unit** Taxes have not been assessed
$589,500
Condominiums
1378 Prairie Creek Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
2,531Sqft
Cypress unit with finished lower levelFuture Clubhouse and Swimming Pool!* Photo from previously finished unit** Taxes have not been assessed
$667,320
Condominiums
1384 Prairie Creek Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
2,699Sqft
Cypress unit with optional sunroom and 3 car garage. Future Clubhouse and Swimming Pool!* Taxes are not assessed** To Be Built** Pictures from a previously finished unit.
$743,373
Condominiums
1390 Prairie Creek Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
2,046Sqft
Dalea unit with added sunroom and 3 car garage.Future Clubhouse and Swimming Pool!*Taxes are not assessed.** Pictures are of a previously finished unit.
$643,400
Condominiums
1615 Belmont Ln, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
5Picture(s)
1,570Sqft
Breton ~AUGUST 2024 OCCUPANCY - Planned community in Village Crossing II Condominiums. Luxury finishes are standard. 10' high ceilings, 3/4'' wood floors, granite kitchen countertops, Corian countertops in baths, kitchen appliances, full 9' basements w/egress window, rough plumbing for future full bath & wet bar, concrete patio.
$589,900
Condominiums
1603 Belmont Ln, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
8Picture(s)
1,942Sqft
Estonian ~ OCCUPANCY IN LATE AUGUST - Planned community in Village Crossing II Condominiums. Luxury finishes are standard. 10' high ceilings, 3/4'' wood floors, granite kitchen countertops, Corian countertops in baths, kitchen appliances, full 9' basement w/egress window, rough plumbing for future full bath & wet bar, concrete patio.
$644,900
Single-Family
W342N5150 Road P -, Oconomowoc, Wisconsin 53069
6Bedroom(s)
4/1Bathroom(s)
47Picture(s)
6,977Sqft
The definition of lakeside luxury on over 1.5 acres at this stunning custom-built Okauchee Lake property featuring 139 feet of prime frontage. Ready for year-round fun, this remarkable residence includes 3 piers and a rare boathouse. With nearly 7,000 sq. ft. of thoughtfully designed spaces this home offers endless opportunities for relaxation and entertainment.
$5,750,000
Single-Family
1538 Creekview Ct, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
12Picture(s)
2,336Sqft
HOUSE IS IN FINISHED CARPENTRY. APPROXIMATE COMPLETION FEBRUARY 2025.3 bedrooms/2.5 baths/Flex room/Split ranch. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Corner ceramic tiled walk-in shower/2 shower heads/granite or equivalent vanity tops/double sinks in master bath. Double sinks family bath. Huge WIC master suite.
$674,990
Single-Family
1691 Hammock Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
3Picture(s)
1,805Sqft
This home is under construction. The Lauren 1805 that places the generously sized primary bedroom & shared living spaces - including the gathering room w/ GFP, kitchen, & dining area - at the back of the home for privacy. A large island that doubles as a snack bar, spacious walk-in-pantry, quartz counters & ample storage cabinets in the kitchen provide the perfect space for meal prep.
$619,900
Single-Family
1613 Switchgrass St, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,484Sqft
HOUSE IS IN FINISH TRADES. APPROXIMATE 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
