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
N57W34476 Nickels Point Rd, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
50Picture(s)
2,408Sqft
Discover the perfect lakefront retreat on Okauchee Lake offering over 100 feet of pristine, swimmable frontage with easy direct access to main lake. Ideal for boating enthusiasts, the deep water off piers accommodates any type of boat, providing endless fun on the water. This spacious and charming home is ready for your vision and creativity to bring it up to date.
$995,000
Single-Family
811 Armour Rd, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
40Picture(s)
2,200Sqft
This move-in ready 4 bdrm, 2.5 bath home offers heart of the home open concept living and dining with 2 full baths, 3 bdrms and laundry room finishing out the main level. The primary bdrm has private access to the backyard, additional laundry hookup in the closet along with an adjoining room great for a home office, nursery or dressing room.
$349,000
Condominiums
911 Spring Waters Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
Private garageParking(s)
34Picture(s)
1,523Sqft
A condo with all of the updates you're looking for! Side by side unit in a nice subdivision setting. A welcoming Great Room as you walk through the front door. A bright, well designed Kitchen w/stainless appliances, beautiful quartz tops and a great walk in pantry. Convenient main level laundry room with large closet for extra storage. Upstairs you'll find 3 spacious bedrooms.
$399,900
Vacant Land
W358N6309 Ennis Rd, Oconomowoc, Wisconsin 53066
5Picture(s)
0Sqft
The Snyder farm is a 77 lot premier residential community located in the heart of Lake country just minutes way from all the modern amenities and downtown Oconomowoc. Approximately 3/4 acre lots nestled into gently rolling farmland the Snyder Farm is an enclosed subdivision with no through streets for additional privacy.
$172,000
Vacant Land
W358N6291 Ennis Rd, Oconomowoc, Wisconsin 53066
5Picture(s)
0Sqft
The Snyder farm is a 77 lot premier residential community located in the heart of Lake country just minutes way from all the modern amenities and downtown Oconomowoc. Approximately 3/4 acre lots nestled into gently rolling farmland the Snyder Farm is an enclosed subdivision with no through streets for additional privacy.
$172,000
Vacant Land
W358N6271 Ennis Rd, Oconomowoc, Wisconsin 53066
5Picture(s)
0Sqft
The Snyder farm is a 77 lot premier residential community located in the heart of Lake country just minutes way from all the modern amenities and downtown Oconomowoc. Approximately 3/4 acre lots nestled into gently rolling farmland the Snyder Farm is an enclosed subdivision with no through streets for additional privacy.
$172,000
Vacant Land
W359N6209 Margaret Ct, Oconomowoc, Wisconsin 53066
5Picture(s)
0Sqft
The Snyder farm is a 77 lot premier residential community located in the heart of Lake country just minutes way from all the modern amenities and downtown Oconomowoc. Approximately 3/4 acre lots nestled into gently rolling farmland the Snyder Farm is an enclosed subdivision with no through streets for additional privacy.
$180,200
Single-Family
1232 Dorchester Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
1/1Bathroom(s)
42Picture(s)
1,933Sqft
Welcome to your new home in beautiful Oconomowoc! This inviting 3-bedroom, 1.5-bath ranch-style house offers a perfect blend of comfort & convenience. The main level features a spacious, light-filled living room area, dining space, kitchen & family room off the kitchen, hardwood floors throughout.
$384,900
Condominiums
W397N5990 Autumn Woods Dr, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
33Picture(s)
1,212Sqft
Nestled in quiet Lake Country, this home boasts an array of impressive updates designed for comfort and style.Step into a beautifully updated kitchen w/ new granite countertops, cabinetry, sink, backsplash & SS appliances. The space is enhanced by new LVP flooring, providing a sophisticated look.
$311,900
Single-Family
251 Hillside Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2Bathroom(s)
52Picture(s)
2,940Sqft
Pristine & beautiful 4BD/2BA Ranch w/quality updates galore! Stunning Kitchen has ample cabinets, granite countertops, pantry, open to DR all w/HWF.. Living Room has vaulted ceilings & views of the stunning patios, ideal for quite moments or entertaining. Primary bedroom w/WIC. 3rd bedroom used as office, does have closet.
$489,900
Condominiums
846 Stirling Dr, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
31Picture(s)
1,631Sqft
Luxury Ranch Condominium with 2 Bedroom plus Flex Room, featuring open design concept with 9' Ceilings throughout. Beautiful Gourmet Kitchen for entertaining with a large center island, beautiful soft close cabinetry and quartz countertops. Spacious Great Room features a stunning stone to ceiling fireplace and box tray ceiling! Flex Room with a door offers a flexible space to fit your lifestyle.
$539,900
Condominiums
844 Stirling Dr, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
2Picture(s)
1,631Sqft
Luxury Ranch Condominium with 2 Bedroom plus Flex Room, featuring open design concept with 9' Ceilings throughout. Beautiful Kitchen for entertaining with a large center island, beautiful soft close cabinetry and quartz countertops. Spacious Great Room features a stunning stone to ceiling fireplace and box tray ceiling! Flex Room with a door offers a flexible space to fit your lifestyle.
$524,900
Single-Family
1581 Creekview Ln, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,484Sqft
HOUSE IS FRAMED. APPROXIMATE COMPLETION JULY. 4 bedroom/2.5 bath/Partial Exposure/elite series spacious 2-story. Basement has 1 slider window in exposure & drain/vent rough-in for future full bath. Ceramic tiled shower/double sinks/granite or equivalent vanity tops in master bath. Double sinks family bath. Large WIC master suite. Tray ceiling master suite.
$619,990
Single-Family
831 Shady Ln, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2Bathroom(s)
42Picture(s)
2,580Sqft
Must see this updated ranch in prime Oconomowoc location! Extensive updates in the last 2 years include roof, LP siding, soffit and facia, guest bathroom, windows, patio, and flooring. The spacious great room features cathedral ceilings w/ a gas fireplace. Master suite with jetted tub and walk in closet. The newly finished lower level has a 4th bedroom with egress window and a roughed-in bathroom.
$499,900
Condominiums
N53W35199 Lighthouse Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3Bathroom(s)
Private garageParking(s)
42Picture(s)
2,700Sqft
Explore the walking paths around the 2 PONDS that this IMMACULATE RANCH CONDO OFFERS! A private backyard w/patio and many local convienences/w Okauchee lake and diners steps away! Open the private entryway into this sunlit spotless condo! The welcoming foyer leads to the great room w/an enchanting tiled FP as the focus and relax with the carpeting addition! The kitchen offers exquisite granite c
$549,000
Single-Family
W349N5556 Lake Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
25Picture(s)
0Sqft
SELLER ACCEPTED AN OFFER, sight unseen. Status will changed to PENDING once the listing goes into active status on 11/14. No interior photos will be added.*******************************************Don't miss out on this special lake property on beautiful Okauchee Lake! Fenced-in yard for the pup and 3 car garage with plenty of storage.
$1,000,000
Single-Family
1499 Olde Highlander Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
3Picture(s)
1,675Sqft
NEW CONSTRUCTION! Introducing our newest floorplan, The Mitchell! This rear load townhome offers a first-floor open floorplan with a large Great Room - perfect for entertaining family and friends, a beautiful Kitchen with a large center island and corner pantry. The second level offers the Primary Suite with a WIC and attached bath with a double bowl vanity.
$417,900
Single-Family
1522 Prairie Creek Blvd, Oconomowoc, Wisconsin 53066
4Bedroom(s)
3/1Bathroom(s)
38Picture(s)
3,282Sqft
Exceptional 4BR/3.5BA home in Prairie Creek Ridge! Home offers nearly 3300 sq ft and expansive backyard perfect for outdoor play and recreation. 4-car garage with tandem stall ideal for multiple vehicles, boat, or other storage. Big open concept first floor ideal for entertaining. Amazing kitchen offers island breakfast bar, quartz countertops, pantry, and GE Profile appliances.
$729,900
Single-Family
W385N8389 Highlander Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3/1Bathroom(s)
40Picture(s)
2,723Sqft
Inside this elegant ranch, you are greeted by the open-concept design that ensures a seamless transition between the living spaces, perfect for both intimate gatherings and grand entertaining. The KIT features granite countertops, double ovens, island w/ breakfast bar and ample counter space.
$739,900
Single-Family
1252 Violet St, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
4Picture(s)
1,772Sqft
New Construction - Ready in February. Introducing our Canton Model in the beautiful Prairie Creek Ridge Subdivision. This open-concept, split ranch design features a spacious kitchen with a large island and quartz countertops, perfect for entertaining. Enjoy the cozy ambiance of the electric fireplace with a stone surround and mantle.
$539,900
Single-Family
1326 Olde Highlander Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
14Picture(s)
1,722Sqft
NEW Construction- Ready February 2025! Located in the desirable new development, Olde Highlander - this beautiful Caspian model has all the amenities you are looking for! The Kitchen includes quartz countertops, a workspace Island with overhang for seating, and is open to the Great Room which has LVP flooring and a corner gas fireplace with stone to 9' ceiling detail.
$524,900
Single-Family
715 Oakwood Ave, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2Bathroom(s)
24Picture(s)
2,322Sqft
Dreaming of Lake Country living? This Cape Cod home is perfectly located, just steps from Lake Fowler, Fowler Park, and downtown Oconomowoc. The home features 4 spacious bedrooms, 2 full bathrooms, an updated kitchen with SS appliances and HWF throughout the home. Additional updates include new roof (home and garage), new gutters, siding & fascia.
$440,000
Single-Family
708 Oakwood Ave, Oconomowoc, Wisconsin 53066
3Bedroom(s)
1/1Bathroom(s)
20Picture(s)
1,939Sqft
Welcome to Lake Country! This updated, charing ranch home has it all! Hardwood floors, updated kitchen and beautiful remodeled bathroom completes the spacious first floor. The lower level offers enough space for all your entertaining needs with bar and plenty of storage space. New concrete (2024), New siding and roof (2022) and low maintenance yard.
$419,000
Single-Family
810 South St, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
32Picture(s)
1,802Sqft
This is one of those classic homes you'll find hard not to fall in love with! Rich wood flooring on the main and upper levels, crown molding, deep baseboards, paned glass windows, French doors, and a clawfoot tub are just some of the charming features throughout. Situated in a terrific neighborhood, it's a short walk to Lac La Belle access points, local schools, and parks.
$349,900
Single-Family
1147 Daisy Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
1/1Bathroom(s)
52Picture(s)
1,484Sqft
3BR Ranch style home available in sought after Oconomowoc neighborhood. Interior features a large living room & dining room combo, spacious kitchen w/plenty of cabinets, sunroom w/electric heat, 3 bedrooms have hardwood floors (1 BR is stained), full bath w/walk-in jetted tub/shower & another 1/2 bath off kitchen. Garage has a wall added to provide a workshop.
$299,900
Condominiums
W397N5972 Autumn Woods Dr, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
25Picture(s)
1,824Sqft
Nestled in a country setting minutes from Downtown Oconomowoc, this 2-bedroom, 2-bath home with a versatile loft is a rare find. With its elegant design and modern amenities, this property is perfect for anyone seeking both comfort and style.
$339,900
Condominiums
102 Oconomowoc Sq, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
30Picture(s)
1,248Sqft
This 2 bdrm 2 full bath condo is ready for you just in time for the holidays. The galley style kitchen with breakfast bar overlooks the living room and opens to a spacious dining room. Solar tubes strategically placed bring in a generous amount of natural light. The enclosed 3 seasons back porch is the perfect spot to unwind and watch wildlife.
$255,000
Condominiums
215 Pleasant St, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Opener includedParking(s)
53Picture(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.
$1,299,000
Single-Family
1281 Orchard Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
69Picture(s)
2,607Sqft
Discover this stunning ranch home in Oconomowoc, meticulously updated to perfection! The kitchen features elegant white shaker cabinets, stainless steel appliances and a fabulous backsplash. The oversized primary suite includes dual closets and a luxurious bathroom with a tiled walk-in shower, dual sinks, and a soaking tub.
$550,000
Single-Family
234 Summit Ave, Oconomowoc, Wisconsin 53066
3Bedroom(s)
1Bathroom(s)
12Picture(s)
1,224Sqft
It's hard to find a listing like this in today's market, especially in Oconomowoc. Located mere blocks from the heart of downtown, this home offers the opportunity to obtain a piece of Lake Country at an attainable price point. Being sold as-is, this site is ready to be designed to fit your needs as an owner or investor.
$219,900
