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
4513 Hewitts Point Rd, Oconomowoc Lake, Wisconsin 53066
7Bedroom(s)
8/2Bathroom(s)
38Picture(s)
20,890Sqft
This standout Oconomowoc Lake landmark property is available for the first time ever! A magnificent and substantial 20,000+ square foot stone home, it features 7 bedrooms, 12 bathrooms, 8 fireplaces, an elevator, garage parking for 10 cars, an indoor pool, theatre, gym and a guest suite/apt in its own wing.
$14,995,000
Condominiums
333 Lake Rd, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
42Picture(s)
1,500Sqft
Summer is here, and this 4th floor 2 bdrm 2 bath condo has your dreams of lake living calling. An open concept living area with an expansive balcony is host to beautiful lake views, warm southern exposure and plenty of natural light. Bedrooms are separated by main living area providing privacy with guests or remote work.
$435,000
Single-Family
1200 W Mamerow Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3/1Bathroom(s)
60Picture(s)
3,823Sqft
Welcome to Lake Country living in this stunning, spacious 3 bdrm, 3.5 bath ranch! This home offers an open-concept layout, perfect for entertaining. The sun-filled great room opens to the kitchen & dining areas, enhanced by western exposure. The kitchen features quartz counters, soft-close cabinets, large island & pantry. A maintenance-free deck is perfect for your morning coffee.
$749,900
Single-Family
W354N6260 Williams Ct, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
7Picture(s)
2,413Sqft
Home & Lot Package. Build The Mia, a beautifully crafted 2,413 sq. ft. ranch style home offering 3 bedrooms and 2.5 baths. Designed for modern living, it features an open-concept layout, a gourmet kitchen with a spacious island, and a bright great room with soaring ceilings. Enjoy outdoor living on the covered patio. The serene primary suite includes a spa-like bath and walk-in closet.
$874,900
Condominiums
215 Pleasant St, Oconomowoc, Wisconsin 53066
1Bedroom(s)
1/1Bathroom(s)
Opener includedParking(s)
44Picture(s)
1,182Sqft
This beautifully designed, 1Bdm End Unit Condo offers stunning views of the lakes from its rooftop for fireworks displays this season! Located in the heart of walkable Oconomowoc, it boasts a range of amenities. 6th-floor rooftop deck overlooks two lakes and the city, providing a perfect spot for outdoor entertaining.
$549,900
Single-Family
1342 W Arrowood Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
6Picture(s)
1,575Sqft
Move-in Ready 71 ARW Harlequin Modern. Available 8/28/25! All Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, better than a typical used home. As your local homebuilder, you can expect the best local brands and trades for your home as well.
$519,900
Condominiums
320 Pleasant St, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
1 space assignedParking(s)
29Picture(s)
1,222Sqft
Beautiful Fowler Lake 2BR 2BA southern exposure end unit with views of green space! Dramatic decorating and well maintained, this one will instantly capture your heart. Large balcony off living room and primary BR. Open dining room and ample kitchen. 1 car underground heated garage parking space, elevator & a storage locker included. 2022 roof.
$349,899
Condominiums
N52W35336 Lighthouse Ln, Oconomowoc, Wisconsin 53066
2Bedroom(s)
3Bathroom(s)
Private garageParking(s)
38Picture(s)
2,243Sqft
Amazing updated ranch condo with walk out LL in desirable Bay Pointe! Enjoy spectacular priceless pond views from the new composite deck (2024), the sunroom, both BR's, and the walk-out LL! The welcoming entryway leads to the refreshed eat-in KIT with quartz counter-tops & backsplash. The open airy concept LR/DR combination boasts a GFP, 10' ceilings, newer flooring, with soothing nat.
$559,900
Single-Family
647 Lake Bluff Dr, Oconomowoc, Wisconsin 53066
6Bedroom(s)
4Bathroom(s)
49Picture(s)
5,810Sqft
Gorgeous home and setting on a park-like lot in a convenient Oconomowoc neighborhood! This remarkable home offers 5-6 BR's, 2 covered porch entrances, amazing kitchen-sun room, and a huge finished lower level. Gas fireplace in great room. Kitchen features breakfast bar and granite countertops. Adjoining dining-sun room with large windows.
$749,900
Single-Family
1561 Creekview Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
2Picture(s)
2,004Sqft
HOUSE IS IN ROUGH CARPENTRY. APPROX. FINISH FEBRUARY '25.3 bedroom/2 full bath/partial exposure/ranch design. Windows in exposure & drain/vent rough-in for future full bath. Double sinks in family & master baths/granite or equivalent vanity tops. Large WIC master suite. 9' main floor ceilings: pitched in foyer, living room, kitchen, dinette/tray ceiling in master bedroom.
$609,990
Single-Family
W343N7303 North Pole Ln, Oconomowoc, Wisconsin 53066
5Bedroom(s)
2/1Bathroom(s)
76Picture(s)
4,500Sqft
Experience Tranquil Living in this Custom Built Stone Bank Homestead. Nestled amidst the serene landscapes of the Lake Country, this expansive 4 or 5-bedroom, 2.5-bathroom estate spans over 4,500 sq ft on a lush 2.3 -acre lot. The home seamlessly blends natural beauty.
$774,900
Single-Family
N66W34839 Baltic Pass, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
9Picture(s)
2,800Sqft
Step into a new era of quality home building with this incredible new construction home from Elegant Builders LLC in the new Meadowlands subdivision nestled in the northwest corner of Okauchee Lake. Sitting on an acre lot backed up to Conservancy Land (no building), this 2800 sqft, 4 bedroom, 2.5 bath open concept ranch with tons of natural light is waiting for you.
$1,199,900
Single-Family
1536 Creekview Ct, Oconomowoc, Wisconsin 53066
4Bedroom(s)
4/1Bathroom(s)
3Picture(s)
2,660Sqft
HOUSE IS IN ROUGH TRADES. APPROXIMATE FINISH FEBRUARY '264 bedrooms/2.5 bath/flex room/spacious 2-story. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Master bath w/double sinks/granite or equivalent vanity tops/ceramic tiled shower. Double sinks family bath. WIC's all bedrooms. Knockdown drywall w/rounded corners.
$619,990
Single-Family
1591 Creekview Ln, Oconomowoc, Wisconsin 53066
5Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,874Sqft
HOUSE IS IN ROUGH TRADES. APPROXIMATE FINISH FEB.'25.5 bedrooms/2.5 baths/flex room/spacious 2-story. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Ceramic tiled walk-in shower/2 shower heads/granite or equivalent vanity tops/double sinks in master bath. Double sinks family bath. 2 WIC's master suite. 9' first floor ceilings/pitched ceiling master bedroom.
$629,990
Condominiums
333 Lake Rd, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
52Picture(s)
1,300Sqft
Well maintained Fowler Lake 2BR, 2Ba Condo with many updates. Enjoy Lake living within walking distance to downtown. Lake views from every room and from your wrap around balcony. Nicely updated throughout. Newer kitchen with new cabinets, granite countertops and SS appliances. Updated baths with heated floors & newer vanities with granite tops. Spacious master suite with walk-in closet.
$399,900
Condominiums
239 Oconomowoc Pkwy, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Opener includedParking(s)
46Picture(s)
1,315Sqft
This well-maintained condo offers comfortable living with 2 bedrooms and 2 bathrooms, perfect for relaxed, low-maintenance living. Located in a 55+ community, enjoy peace of mind with a secure lobby and convenient access to heated parking, including 2 parking spots. A must-see for anyone looking for a cozy, well-cared-for condo to call home in a great location.
$289,900
Single-Family
1828 Glenn Spring Ct, Oconomowoc, Wisconsin 53066
4Bedroom(s)
3/1Bathroom(s)
42Picture(s)
3,568Sqft
Welcome to an exceptional custom-built residence situated in the esteemed Pabst Farms community. This home's desirable layout features a chef-inspired kitchen, spacious dinette w/ access to the serene patio w/ pergola, both open to the family room with a natural fireplace and crown molding. French doors connect you to the formal living room, ideal for entertaining guests.
$774,900
Single-Family
35340 Pabst Ct, Oconomowoc Lake, Wisconsin 53066
5Bedroom(s)
4/2Bathroom(s)
27Picture(s)
6,500Sqft
Stunning custom home set on over 5 scenic acres, peacefully nestled next to a quiet farm and just minutes from Oconomowoc Lake. The grand foyer welcomes you into a spacious Great Room with soaring cathedral ceilings and walls of windows that fill the space with natural light.
$1,600,000
Vacant Land
W354N6260 Williams Ct, Oconomowoc, Wisconsin 53066
2Picture(s)
0Sqft
Let your imagination take flight at Snyder Farms, a premier residential community featuring spacious, improved single-family home sites. Nestled in the gently rolling hills of Lake Country, this exceptional development offers a perfect balance of natural beauty and modern convenience. The Snyder Farm subdivision in the Town of Oconomowoc provides everything you need to create your dream home.
$179,900
Vacant Land
N62W35431 William Ct, Oconomowoc, Wisconsin 53066
2Picture(s)
0Sqft
Let your imagination take flight at Snyder Farms, a premier residential community featuring spacious, improved single-family home sites. Nestled in the gently rolling hills of Lake Country, this exceptional development offers a perfect balance of natural beauty and modern convenience. The Snyder Farm subdivision in the Town of Oconomowoc provides everything you need to create your dream home.
$179,900
Single-Family
W347N5904 Lake Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
43Picture(s)
2,384Sqft
Enjoy lake living at this charming Okauchee retreat! This 3-bedroom, 2.5-bath home offers bright, open living space with big windows that flood the interior with beautiful natural light. Set on just under an acre, the property captures expansive big lake views & offers hard-bottom, swimmable frontage in a unique location.
$1,798,000
Single-Family
N53W34945 Road B -, Oconomowoc, Wisconsin 53069
3Bedroom(s)
2/1Bathroom(s)
102Picture(s)
2,136Sqft
This beautifully updated lake home offers the perfect blend of relaxation and recreation, with southern exposure, 104 feet of walkable water frontage, and a spacious layout ideal for entertaining. Located in a desirable low-wake zone between Lower Okauchee and the big lake, it's peaceful enough for paddleboarding yet just a short coast away from open water for skiing or wakeboarding.
$1,549,900
Single-Family
909 Old Tower Rd, Oconomowoc, Wisconsin 53066
6Bedroom(s)
3/1Bathroom(s)
44Picture(s)
4,311Sqft
Feel like you're walking into new construction! This 6 bedroom, 3.5 bath has been updated top to bottom and is immaculately clean. New kitchen and bathrooms. Master suite includes bath, private laundry and a huge walk in custom closet. New egress window in the lower level bedroom, and radon mitigation installed in August 2024. Additional Full laundry in lower level. Large .69 acreage lot.
$759,000
Single-Family
1861 S River Lakes Rd, Oconomowoc, Wisconsin 53066
5Bedroom(s)
3/1Bathroom(s)
49Picture(s)
4,054Sqft
Gorgeous Pabst Farms colonial offering a generous 5BR/3.5BA, 4,000 square feet and beautiful outdoor space complete w/ inground pool & built-in firepit. Upon entering you are welcomed by soaring ceilings & tons of natural light through the many windows featured in the great room and adjoining kitchen.
$799,900
Vacant Land
Lt1A Lalumiere Rd, Oconomowoc Lake, Wisconsin 53066
30Picture(s)
0Sqft
LOT 1A South is approx. 1.52 acres on a secondary channel with outbuilding allowed. It includes Lot 1B (.11 acre) & 55 ft. of frontage on primary channel (newly dredged) allowing for pier & boats access to Oconomowoc Lake. Lots are permanently attached and never sold separately. No structure allowed on Lot 1B. House plan and site design are included.
$499,900
Single-Family
1299 W Arrowood Cir, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
6Picture(s)
2,033Sqft
Move-in Ready 51 ARW Hoffman Cottage. Available 7/22/25! All Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, better than a typical used home. As your local homebuilder, you can expect the best local brands and trades for your home as well.
$634,900
Single-Family
1724 Whalen Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,337Sqft
HOUSE IS BEING FRAMED-APPROXIMATE COMPLETION FEBRUARY 2026.4 bedrooms/2.5 baths/flex room/spacious 2-story. 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. 2 WIC's master suite. Knockdown drywall w/rounded corners.
$604,990
Single-Family
1539 Creekview Ct, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,866Sqft
HOUSE IS IN ROUGH TRADES - APPROX. FINISH MARCH '26.4 bedrooms/2.5 baths/flex room/elite series spacious 2-story. Basement has 1 slider egress window & drain/vent rough-in for future full bath. Master bath has corner ceramic tiled walk-in shower/2 shower heads/double sinks/granite or equivalent vanity tops. Family bath w/double sinks. 2 WIC's master suite.
$689,990
Condominiums
215 Pleasant St, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Opener includedParking(s)
41Picture(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.
$1,075,000
Single-Family
1704 Whalen Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
12Picture(s)
2,903Sqft
Welcome home to The AUBREY plan by Stepping Stone Homes, an award-winning home builder. Open floor plan features 4 Beds, 2.5 Baths and a 3 Car garage. This lot is a flat lot. The kitchen comes w/ quartz countertops, soft close doors and LG appliance package. LVP flooring in kitchen, dinette, and great room. We equip our homes with Smart Technology such as a Ring Doorbell and touchless faucet.
$732,900
