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:
Single-Family
1292 Violet St, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,479Sqft
New Construction in Oconomowoc! The Monterey features 4 Bedrooms plus Flex Room & upgrades throughout. Flex Room off Front Foyer makes a perfect office or Playroom. 2 Story Foyer leads to Open Concept Living Space. Kitchen features maple cabinets, Quartz Countertops, Island w/ Overhang for Seating and Walk-In Pantry.
$574,900
Single-Family
1122 Revere Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
1/1Bathroom(s)
33Picture(s)
1,318Sqft
Well maintained Ranch, open floor concept with a contemporary style. The home offers a large yard .32 acres, with mature trees. Fenced in back yard for extra privacy, deck off back. Great/Living room with beam cathedral ceiling. Updated kitchen with dinette area, ceramic tile flooring, oak cabinets and granite counter tops. All appliances included. Spacious unfinished basement ,high ceilings .
$367,900
Single-Family
1648 W Mamerow Ln, Oconomowoc, Wisconsin 53006
4Bedroom(s)
3Bathroom(s)
30Picture(s)
3,420Sqft
This gorgeous ranch style house built in 2021 is the perfect combination of newer construction with all of the add on features completed for you. It contains 4 bedrooms, 3 full bathrooms and a large finished basement. Endless amenities include walk-in closets in all bedrooms, solar shades and all newer appliances.
$780,000
Single-Family
W352N5282 Lake Dr, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
42Picture(s)
1,090Sqft
Now is your chance to make lake living a reality! Situated on a quiet bay with hard bottom clear frontage, this maintenance free home lets you just relax and enjoy.
$899,900
Condominiums
177 Lapham St, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Opener includedParking(s)
29Picture(s)
1,530Sqft
Picture perfect, move-in ready, upscale stair-less condo. Sought-after one level living with an elevator from BOTH of your underground parking spaces directly to your floor! Welcome home to an airy open-concept floor plan with 9' ceilings, oversized windows & private composite deck overlooking the peaceful meadow area.
$339,900
Single-Family
1446 Eldorado Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
43Picture(s)
1,904Sqft
Welcome to your new home in Park View Meadows. This beautifully updated ranch home offers 3 bedrooms and 2 bathrooms, combining elegant design with practical living spaces. Step into your spacious primary bedroom with its own en-suite bathroom. The living room features a stone natural fireplace, creating a warm and inviting ambiance, perfect for cozy fall evenings.
$449,900
Single-Family
1380 W Arrowood Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
7Picture(s)
1,575Sqft
Move-in Ready 30 ARW Harlequin Cottage. Built by Wisconsin's leading homebuilder, you can expect nationally recognized, award-winning, quality craftsmanship in this Veridian home. All Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, 70% better than a typical used home.
$499,900
Single-Family
766 Burr Oak Ct, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
5Picture(s)
1,640Sqft
Move-in Ready 19 ARW Astoria Cottage. Built by Wisconsin's leading homebuilder, you can expect nationally recognized, award-winning, quality craftsmanship in this Veridian home. All Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, 70% better than a typical used home.
$509,900
Single-Family
800 Apple Grove Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3/1Bathroom(s)
24Picture(s)
4,030Sqft
Experience the pinnacle of refined living in this 3-bedroom, 3.5-bathroom Oconomowoc residence, where the finished basement, complete with a full kitchen and bath, invites memorable moments with loved ones. Transition seamlessly to the outdoors through the walk-out basement or enjoy the extended deck for tranquil relaxation.
$645,000
Condominiums
231 Oconomowoc Pkwy, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
2 or more spaces assignedParking(s)
11Picture(s)
1,315Sqft
2 bedroom, 2 bath condo with extra room for a den. Popular main floor unit with laundry room. Full basement with underground parking. Front sun porch. Professionally managed.
$275,000
Vacant Land
130 Sheldon Ave, Oconomowoc, Wisconsin 53066
6Picture(s)
0Sqft
INVESTMENT OPPORTUNITY! Fantastic location right off Hwy 16. Close to all charming downtown Oconomowoc has to offer! Per the city planner, the city's approved land use plan map identifies this parcel as future commercial. Buyer to confirm any re-zoning. Single family home and garage (teardowns) located on property.
$199,900
Single-Family
1223 Ridgeside Rd, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
41Picture(s)
1,757Sqft
Come on into this beautiful 3 bd, 2 bath ranch home in the well desired Longmeadow Subdivision. Move in ready now, update as you wish throughout the years to come. Basement is stubbed for bath and has 8+ ft ceilings just calling for the rec room of your dreams. 3 car garage has plenty of room for all of your vehicles - personal and recreational and extra room for storage.
$539,900
Single-Family
714 Armour Rd, Oconomowoc, Wisconsin 53066
3Bedroom(s)
1Bathroom(s)
29Picture(s)
952Sqft
Why rent when you can own? This 3 bed ranch has been freshly painted and is ready for you to move in. Close to everything Oconomowoc has to offer. Enjoy the beautifully maintained garden while drinking your morning coffee and the cool autumn nights by a fire in your private backyard. New roof and updated floors in the living room and hallway.
$275,000
Single-Family
130 Sheldon Ave, Oconomowoc, Wisconsin 53066
2Bedroom(s)
1Bathroom(s)
13Picture(s)
1,200Sqft
INVESTMENT OPPORTUNITY! Fantastic location right off Hwy 16. Close to all charming downtown Oconomowoc has to offer! Home is in disrepair and is being sold ''as-is''. Multiple additions. New Furnace. 2 car garage with attached lean-to and workshop. Property will likely NOT qualify for conventional financing. Currently zoned residential with possibility to zone commercial per city planner.
$199,900
Vacant Land
W348N6607 Baltic Pass, Oconomowoc, Wisconsin 53066
18Picture(s)
0Sqft
Welcome to the Meadowlands. With lake views and the ability to choose your own builder this lot is a dream come true. Although just minutes from shopping and schools this one acre lot and subdivision feels private and peaceful. Bring your building plans it is time to make this lot into your home.
$169,900
Single-Family
632 Madison St, Oconomowoc, Wisconsin 53066
3Bedroom(s)
1/1Bathroom(s)
7Picture(s)
1,466Sqft
Found in a great location, this three bed, one and a half bath ranch home is ready to be renovated. This home is being sold ''As Is, Where Is''. Please see all documents before writing an offer.Due to high interest and multiple offers, the seller will be reviewing all offers on the 23rd at 9 am. Please have your offers submitted before then.
$218,000
Single-Family
892 Summer Creek Rd, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
30Picture(s)
1,878Sqft
This meticulously owned 3 bdrm, 2 1/2 bath Colonial in Hickory Creek Subdivision awaits new owners! The eat-in kitchen, center-island, laundry and pantry are functionally laid out for convenient family living. The adjoined Living Rm features a gas fireplace and picture windows. Relax on the wrap-around porch. All bdrms boast ample closet space. Master bath/shower recently remodeled.
$489,000
Condominiums
504 Frederick Ct, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2/1Bathroom(s)
Private garageParking(s)
23Picture(s)
1,582Sqft
Welcome Home! This townhome style condo has been well cared for. You will appreciate the freshly painted interior. A nice working kitchen with raised snack bar flows into the dining room with built-inhutch. Spacious great room with gas fireplace. Upstairs you will find two nice sized bedrooms, two full baths and a great loft area. The master suite has a great walk-in closet.
$289,900
Condominiums
W397N5941 Autumn Woods Dr, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
17Picture(s)
1,212Sqft
Fabulous 2BR/2BA first floor condo in the picturesque Autumn Woods! This great unit offers a perfect blend of comfort and style with open concept living. The bright great room featuring a gas fireplace, abundant natural light, and access to the private patio. The kitchen offers a large pantry and complete appliance package! Two spacious bedrooms each with ample closet space.
$299,900
Single-Family
1331 Goldenrod Way, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
28Picture(s)
2,326Sqft
Practically new! A welcoming and functional 2 story 4 BR/2.5BA colonial built in 2021 located in Oconomowoc. The open concept features an eat in kitchen with access to the patio, island with sitting area, quartz counters, stone surrounding the electric FP and a farmers sink. Flex room can be used as an office, living area or den.
$649,000
Single-Family
1255 Northview Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
32Picture(s)
2,488Sqft
Don't miss this stunning split bedroom ranch in the distinctive Longmeadow subdivision. The 2 story foyer welcomes you to this luxury open concept home featuring hickory floors, 10' ceilings, cherry cabinets (soft close drawers) & larger windows throughout. Kitchen features granite, pantry, breakfast bar, & center island. Relax by the gas FP with natural stone.
$635,000
Single-Family
1465 Allen Rd, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
40Picture(s)
1,650Sqft
Updated farm house on a private lot, close to everything downtown Oconomowoc offers. This property has it all! From the moment you step inside, charm surrounds. An open floor plan allows for easy flow and entertaining. First floor laundry/mudroom keeps clutter tucked away. Upstairs you'll find 3 large bedrooms and a true bathroom oasis with, skylight, clawfoot tub and walk in shower.
$389,000
Single-Family
W357N6062 Bayshore Cir, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2Bathroom(s)
33Picture(s)
2,375Sqft
4BR ranch home with shared lake access on Okauchee Lake! Lakeview Acres offers a large neighborhood owned park right on the lake with sand beach, swim area, playground, picnic shelter, large parking lot, plenty of green space, and is next to public boat launch. Spacious ranch home sits on a large lot with mature trees.
$429,900
Single-Family
506 Wisconsin Ave, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
33Picture(s)
3,000Sqft
This stunning Victorian house features modern updates and is located within walking distance to Lac La Belle & downtown Oconomowoc! Boasting 4 bedrooms & 2.5 bathrooms, this spacious property offers ample space for comfortable living. Meticulously maintained, this home showcases beautiful woodwork and craftsmanship throughout.
$624,900
Single-Family
N60W35454 Windjammer Ct, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
33Picture(s)
1,792Sqft
Exceptional home and setting on a gorgeous cul-de-sac lot with shared lake access on Okauchee Lake! Lakeview Acres offers a large neighborhood owned park right on the lake with sand beach, swim area, playground, picnic shelter, large parking lot, plenty of green space, and is next to public boat launch.
$599,900
Single-Family
790 Royal Troon Ct, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
49Picture(s)
3,251Sqft
Desirable Briarwood home! This fabulous home features 4 bedrooms with generous sized master bedroom/bath/walk in closet on the main. Three bedrooms up with large closets and updated bathroom overlook great room with vaulted ceilings and natural fireplace with floor to ceiling stacked stone.
$624,900
Vacant Land
W340N7661 Townline Rd, Oconomowoc, Wisconsin 53066
19Picture(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.
$1,199,500
Condominiums
1032 Ann Marie Way, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
32Picture(s)
3,161Sqft
Spacious LUXURY ranch condo 3 bdm 3 bath with walk out finished lower level. Open and bright floor plan defines The Canterbury model at The Glen of Oconomowoc. Office/den & veranda with 10 ft ceilings and wall of windows. Kitchen won't disappoint with extra added counter tops and cabinets. Generous owner's suite leads into spacious bath w/double vanities, even a Toto toilet.
$679,900
Condominiums
204 Pine Ter, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
SurfaceParking(s)
78Picture(s)
3,250Sqft
Pine Terrace, that's all that needs to be said, but there's more. This is an updated, move in ready, corner unit. The unit is very private, yet close to everything. Main floor primary bedroom, eat-in kitchen, and a large den with cathedral ceilings and fireplace. Finished basement for even more entertaining options. Lake access and use of a shared pier and kayak rack.
$489,900
Single-Family
W380N8215 Rolling River Ct, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
34Picture(s)
2,237Sqft
If you've always had those ''white picket fence dreams'', this may be the home for you! From its charming farmhouse-style front porch, to its sun-lit open concept living space, this home welcomes you in & offers a great space for today's modern lifestyle. Thoughtfully designed kitchen w/dinette area, stainless appliances & center island.
$495,000
