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
1334 W Arrowood Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
5Picture(s)
1,482Sqft
Move-in Ready 70 ARW Elaine Cottage. AVAILABLE 12/16/24! 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, much better than a typical used home.
$499,900
Single-Family
927 Elderberry Rd, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
5Picture(s)
1,516Sqft
Move-in Ready 65 ARW Olivia Cottage II Unit B, TWIN HOME! AVAILABLE 12.3.24! Welcome to Haven, a community of Twin Homes offering low-maintenance living in custom homes with private yards. Monthly association fee of $245 covers lawn mowing, fertilization and snow removal; plus a la carte seasonal services are available for a separate rate.
$469,900
Single-Family
931 Elderberry Rd, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
5Picture(s)
1,516Sqft
Move-in Ready 64 ARW Olivia Cottage II Unit A, TWIN HOME! AVAILABLE 12.3.24! Welcome to Haven, a community of Twin Homes offering low-maintenance living in custom homes with private yards. Monthly association fee of $245 covers lawn mowing, fertilization and snow removal; plus a la carte seasonal services are available for a separate rate.
$459,900
Condominiums
1061 Regent Rd, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
1 space assignedParking(s)
31Picture(s)
1,245Sqft
Oconomowoc. Put simply: It's the place to be! Gorgeous lakes and bike paths surround it. Amenities like grocery stores and a bounty of restaurants, coffee shops and retail are mere steps away. Welcome to a rarely found unit in Willow Pond Condominiums. 2 bedrooms and 2 full baths. Vaulted ceiling to a spacious loft. Use it how you decide. The galley kitchen is perfect for gourmet meals.
$249,000
Single-Family
1414 Bluestem Trl, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/2Bathroom(s)
37Picture(s)
2,835Sqft
This Beautiful Custom Built PRAIRIE CREEK RIDGE SUBDIVISION home offers $60K worth of upgrades already done for you. 4 br,2 full bath, 2 half bath, Open floor plan Can be yours. Gleaming wood laminated floors flow throughout, Main floor features Flex/ Office Rm, Formal Dining Rm, Open Kitchen with staggered maple custom cabinetry and granite center island snack bar.
$585,000
Single-Family
N55W34913 Lake Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3/1Bathroom(s)
58Picture(s)
3,811Sqft
The Okauchee Lake home you've been waiting for! This single family condo will check all of your boxes. So many extras! Permanent private pier, 2 car attached PLUS an extra 2 car detached garage for your boat and lake toy storage, gated fruit and veggie garden, firepit, outdoor pizza oven, plenty of parking...
$2,495,000
Condominiums
215 Pleasant St, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Opener includedParking(s)
56Picture(s)
2,176Sqft
A condo community like no other! This stunning third floor condo showcases incredible views of Fowler Lake and downtown Oconomowoc! As you walk through the condo, every room is bright and inviting. One of the few units that has a balcony in the front and back of the unit offering views of Fowler Lake and downtown Oconomowoc.
$1,399,000
Single-Family
1387 W Mamerow Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
19Picture(s)
1,827Sqft
Experience the epitome of craftsman elegance in Hickorywood Farms. This captivating home offers breath-taking water views. The architectural prowess features high-ceilings, spacious living room centered around a stone gas fireplace & refined hardwood floors complemented by luxurious travertine tiles.
$529,900
Single-Family
1563 Switchgrass St, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
20Picture(s)
2,386Sqft
Welcome to this stunning home on a spacious lot with a thoughtful layout! It features an oversized, insulated, drywalled garage with 8' doors, measuring 26' deep and 34' wide. Inside, a mudroom offers a handy drop zone with lockers and a bench. The basement is primed for future finishing with plumbing, an egress window, and a radon system.
$629,900
Single-Family
1241 Green Tree Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,404Sqft
This home is under construction. The Arielle 2404 is a plan that offers all the essential living spaces starting w/ the kitchen, which features a walk-in-pantry, quartz counters, appliances & prep island w/ extra seating. The gathering room offers a cozy gas fireplace. Finishing the first floor is a flex space/home office, powder room & large mudroom w/ a built-in bench & storage.
$647,900
Single-Family
W342N4861 Lindy Ln, Oconomowoc, Wisconsin 53058
2Bedroom(s)
1Bathroom(s)
47Picture(s)
964Sqft
Gorgeous property with the added perk of Okauchee lake access! This property has been meticulously maintained and is move-in ready. Complete with hardwood floors, high end appliances, and fenced in backyard. Seller has made considerable upgrades to enhance this property inside and out.
$299,900
Condominiums
492 Sutherland Cir, Oconomowoc, Wisconsin 53066
2Bedroom(s)
3Bathroom(s)
Private garageParking(s)
40Picture(s)
2,157Sqft
Welcome to this open concept, split 2 bedrooms (privacy), ranch condo with a finished lower level, in the prime Oconomowoc location! Step inside & be greeted by natural light creating an inviting & warm atmosphere. A den / multi purpose room offers versatility. Living room w/ gas fireplace & plenty of space for your big TV.
$469,900
Single-Family
1742 Springhaven Ct, Oconomowoc, Wisconsin 53066
4Bedroom(s)
3/1Bathroom(s)
52Picture(s)
3,960Sqft
This former Kaerek Homes' parade model in the heart of Oconomowoc's Pabst Farms presents a timeless floor plan with design features all will admire. Find eye-catching trey ceilings, lit alcoves, fresh paint and rich cherry flooring across the open concept main. Wet bar w/beverage cooler & GFP in the LR.
$749,900
Condominiums
926 Oconomowoc Pkwy, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
Opener includedParking(s)
39Picture(s)
1,602Sqft
Discover this beautifully updated 3-bedroom, 2-bath condo, featuring modern amenities and stylish finishes. Located on the second floor, this unit boasts walk-in closets in both the primary and third bedrooms. Enjoy the comfort of newer systems, including the furnace, AC, water heater, and appliances. The entire condo is adorned with sleek LVP flooring.
$299,900
Single-Family
1449 Olde Highlander Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
33Picture(s)
2,137Sqft
NEW CONSTRUCTION - Ready in December 2024! The Bridgeport model features 4 BR's 2.5 BA's and a 1st floor Flex Room. The Kitchen offers plenty of storage space complete with a large kitchen island, quartz countertops and a walk-in pantry. The Great Room includes a corner gas fireplace with beautiful stone to 9ft ceiling detail.
$539,900
Single-Family
W343N6209 Bayview Rd, Oconomowoc, Wisconsin 53066
6Bedroom(s)
2/1Bathroom(s)
53Picture(s)
3,000Sqft
OKAUCHEE LAKE. This is a once in a lifetime opportunity to own a generational property. Set on 2.3 acres with a grand 500 feet of prime level lake walk-out frontage this nicely wooded peninsula lot offers both privacy & tremendous views of the main lake along w/ the best frontage on the lake.A coveted southern exposure means views include both sunrise & sunset & receives sun all day.
$8,000,000
Condominiums
N53W35277 Lighthouse Ln, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
27Picture(s)
1,588Sqft
Gently lived in two bedroom ranch condo in Oconomowoc's Bay Pointe! The spacious kitchen features a large island and brand new appliances! The dining area is great for gathering w/room for a large table! Open concept great room offers a gas fireplace and leads to the beautiful sunroom overlooking the private covered porch! The comfortable primary suite easily accommodates a king bed, offers a larg
$479,900
Condominiums
1779 Derby Ln, Oconomowoc, Wisconsin 53066
2Bedroom(s)
3Bathroom(s)
Private garageParking(s)
55Picture(s)
3,500Sqft
Welcome to your new home in Pabst Farm's Village Crossing. Every aspect of this 2 bed, 3 bath, 3500 sq ft condo has been thoughtfully designed and masterfully curated. From the moment you enter, you'll be captivated by the high-end finishes, sleek hardwood floors, and a gourmet kitchen with top-tier appliances. Natural light fills every room, creating a bright and inviting atmosphere.
$799,900
Single-Family
936 Tanglewood Ct, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
39Picture(s)
2,692Sqft
Exceptional property and wonderful floor plan awaits the buyer of this charming home. Welcoming foyer with hardwood floors & open staircase. Sun drenched kitchen with beautiful cabinets, granite counters, island and pantry. Well designed family room offers cozy fireplace, pretty views & is open to the large dinette & kitchen. Spacious living and dining rooms.
$469,900
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.
$369,900
Single-Family
220 Summit Ave, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
29Picture(s)
1,038Sqft
Nicely updated 3BR farmhouse in an outstanding location near downtown Oconomowoc! Enjoy a large private fenced-in back yard. Exterior updates includes a new front porch, roof, and gutters. Main level offers refinished hardwood floors. Large open kitchen area has appliances included. Living room with plenty of windows and natural light. One bedroom with large walk-in closet on main level.
$349,900
Condominiums
287 Oconomowoc Pkwy, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
18Picture(s)
1,561Sqft
THREE BEDROOMS AND A DEN ALL ON ONE FLOOR!! Unheard of at this price point. Spacious, split bedroom floor plan, open, beautifully maintained, affordable and ready for occupancy. 55+ condo community with a 3-season sun porch and private laundry. Locked lobby entrance, elevator, heated reserved parking for 2 cars. Generous walk in closets, laundry/pantry/store room.
$300,000
Condominiums
333 Lake Rd, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
27Picture(s)
1,600Sqft
Live on the Isthmus, one of Oconomowoc's premier addresses! Enjoy lake living with walk-ability to downtown. Life is better at the top, and you will love this penthouse style, 2 bedroom, 2 bath condo. Stunning views, gracious room sizes and a spacious lakeside balcony create a carefree lifestyle.
$499,000
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
$829,900
Single-Family
N58W39969 Industrial Rd, Oconomowoc, Wisconsin 53066
2Bedroom(s)
1Bathroom(s)
27Picture(s)
975Sqft
NEW NEW NEW! Stunning updated Ranch home on 1 ACRE. Move right in! You'll enjoy a sprawling yard lined by mature trees, giving you so much privacy. If you're looking for a workshop or extra space for hobbies, here you have an additional Detached 26x22 garage & large shed w/ concrete floor.
$349,900
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
1451 Grandview Ave, Oconomowoc, Wisconsin 53066
3Bedroom(s)
1/1Bathroom(s)
69Picture(s)
2,401Sqft
Move right in to this spacious home with gorgeous private .39 acre lot and updates galore! Enter the foyer with slate flooring and make your way into the generous living room with lannon stone natural fireplace.
$414,900
Single-Family
1582 Switchgrass St, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
62Picture(s)
2,430Sqft
Impressive Open Concept 2-Story 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 features quartz counters w/tile backsplash and a large quartz island for all your cooking/baking talents. Dinette patio door leads to the patio & backyard.
$584,900
Single-Family
1572 Switchgrass St, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
42Picture(s)
1,933Sqft
Beautiful Open concept, split BR Ranch home with 1 YR warranty by Lake County Homes. Experience this spacious 3 BR, 2 full BA with a wall of windows to let in sunlight. Kitchen has a quartz island and large walk-in pantry for an abundance of storage. Kitchen flows to the dining area with access to the concrete patio & backyard.
$574,900
Condominiums
1001 Lake Country Ct, Oconomowoc, Wisconsin 53066
3Bedroom(s)
1/1Bathroom(s)
SurfaceParking(s)
28Picture(s)
1,890Sqft
Welcome to this charming 3 bedroom, 1.5 bath condo in the heart of Oconomowoc. This sun drenched home boasts an updated kitchen with granite countertops, breakfast bar and dining area. The living room features a natural fireplace creating the perfect space for entertaining. Crown moldings add an elegant touch throughout. Each bedroom is generously sized, providing ample space for relaxation.
$368,000
