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
1380 Scotsland Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
12Picture(s)
2,059Sqft
Beautiful Split Ranch located on lot 12 in Olde Highlander! Community will feature a range of amenities including a walking path, swimming pool, clubhouse & more! Kitchen features stained soft close cabinets, quartz countertops, ext vented range hood & spacious walk-in pantry. Great room off kitchen has box tray ceiling & gas fireplace w/ stone detail.
$694,900
Single-Family
1007 Elderberry Rd, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
30Picture(s)
1,317Sqft
Move-in Ready 77 ARW Wyatt Cottage Unit B - TWIN HOME. 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.
$444,900
Single-Family
1238 W Arrowood Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
6Picture(s)
1,503Sqft
Move-in Ready 105 ARW Beryl Shingle. Available 12/23/25! 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.
$509,900
Condominiums
503 Lake Rd, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3/1Bathroom(s)
Private GarageParking(s)
9Picture(s)
3,920Sqft
Discover timeless elegance at this exclusive Lavinia by the Lakes penthouse condo on Oconomowoc's historic isthmus, crafted for those who cherish sophistication and serene lakeside living. Nestled between Fowler Lake and Lac La Belle, enjoy panoramic stunning sunrise and sunset views.
$3,917,000
Single-Family
1690 Whalen Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
30Picture(s)
2,499Sqft
Welcome home to The PRESCOTT by Stepping Stone Homes, an award-winning home builder. Open floor plan features 4 Beds, 2.5 Baths and a 3 Car garage. The kitchen comes w/quartz countertops, maple-stained cabinets, and LG appliance package. LVP flooring in kitchen, dinette, and great room.
$644,900
Single-Family
1754 Switchgrass St, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
8Picture(s)
2,806Sqft
House in rough trades. Completion 2026.4 bedrooms/2.5 bath/elite series split ranch. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Ceramic tiled walk-in shower w/2 shower heads/double sinks in master bath. Double sinks family bath. WIC's all bedrooms. 9' main floor ceilings/pitched ceiling in living room & foyer/tray ceiling master bedroom.
$799,990
Single-Family
1121 Elderberry Rd, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
29Picture(s)
1,592Sqft
Move-in Ready 90 ARW Olivia Cottage II Unit B, Ground Level Foundation TWIN HOME! Welcome to Haven, a community of Twin Homes offering low-maintenance living in custom homes w/ private yards. Monthly association fee of $245 covers lawn mowing, fertilization, & snow removal; plus a la carte seasonal services are available for a separate rate.
$464,900
Condominiums
503 Lake Rd, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3/1Bathroom(s)
Private GarageParking(s)
10Picture(s)
2,770Sqft
Discover timeless elegance at this exclusive Lavinia by the Lakes custom condo on Oconomowoc's historic isthmus, crafted for those who cherish sophistication and serene lakeside living. Nestled between Fowler Lake and Lac La Belle, enjoy panoramic stunning sunrise and sunset views.
$2,991,000
Vacant Land
N56W36834 Lisbon Rd, Oconomowoc, Wisconsin 53066
5Picture(s)
0Sqft
Location Location Location! Close proximity to downtown Oconomowoc and down town Okauchee as well as easy highway access. Bring your own builder to this beautiful non-HOA level lot with mature trees. No neighbors to the south or the north. There is also a 77x84 deeded area on the neighbor to the north for a future septic mound.
$170,000
Single-Family
1017 Elderberry Rd, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
32Picture(s)
1,720Sqft
Move-in Ready 79 ARW Julian Cottage II Unit A, TWIN HOME! Welcome to Haven, a community of Twin Homes offering low-maintenance living in custom homes w/ private yards. Monthly association fee $245 covers lawn mowing, fertilization, & snow removal; plus a la carte seasonal services are available for separate rate.
$539,900
Vacant Land
Pcl4 Poppy St, Oconomowoc, Wisconsin 53066
6Picture(s)
0Sqft
Welcome to the last remaining lot in the coveted Flowers Street area of Oconomowoc! This spacious, flat, and open 0.35-acre parcel sits quietly at the end of a dead-end street, offering rare privacy with no through traffic. Enjoy the convenience of city utilities--sewer and water already in the street--so there's no need to deal with septic or well systems.
$224,900
Condominiums
1596 Weston Ridge Rd, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3Bathroom(s)
Private GarageParking(s)
26Picture(s)
2,469Sqft
MOVE IN READY NEW CONSTRUCTION!-3 Bedrooms, 3 Full baths. Gorgeous Finished Lower Level with full size windows with AMAZING Rec Room and 3rd Bedroom/3rd Bath. Several new homesites available. Beautiful Lake Country Location. New Condos move in ready NOW, 2025 completions, 2026 completions. Make your PLANS! Listing priced as 3/3; photos of previously finished Weston Ridge property.
$619,990
Condominiums
1620 Belmont Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
Private GarageParking(s)
27Picture(s)
1,929Sqft
Popular CASTILLIAN floor plan - New Construction - Ready for OCCUPANCY ~ Planned community in Village Crossing II Condominiums. Luxury finishes are standard. 10' high ceilings, real wood floors, granite kitchen countertops, Corian countertops in baths, kitchen appliances, full basements w/egress window, under-floor rough plumbing for future full bath & wet bar, concrete patio.
$684,900
Single-Family
1388 W Mamerow Ln, Oconomowoc, Wisconsin 53066
5Bedroom(s)
3/1Bathroom(s)
31Picture(s)
4,300Sqft
4,300 sq ft home offering luxury & functionality. Main level has open-concept living room, dining area & kitchen with large island, granite & stainless. Main-level bedroom can serve as office. Upstairs is primary suite with tiled walk-in shower & dual WICs, 3 additional large BRs, full bath & convenient laundry.
$790,000
Condominiums
1626 Belmont Ln, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private GarageParking(s)
5Picture(s)
1,571Sqft
New Construction - Occupancy February 2026 - Breton floor plan~ Planned community in Village Crossing II Condominiums. Luxury finishes are standard. 10' high ceilings, real wood floors, granite kitchen countertops, Corian countertops in baths, kitchen appliances, full basements w/egress window, under-floor rough plumbing for future full bath & wet bar, concrete patio.
$614,900
Single-Family
N49W35398 Wisconsin Ave, Oconomowoc, Wisconsin 53066
4Bedroom(s)
4/1Bathroom(s)
96Picture(s)
8,158Sqft
Experience lakefront living in this furnished luxury retreat! Nestled on a pristine shoreline, this expansive lake home offers breathtaking water views from nearly every room. Step inside to discover exquisite woodwork throughout, from custom millwork to rich refinished hardwood floors that anchor every space with quality.
$4,895,000
Single-Family
1536 Creekview Ct, Oconomowoc, Wisconsin 53066
4Bedroom(s)
4/1Bathroom(s)
4Picture(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)
7Picture(s)
2,874Sqft
HOUSE IS BEING DRYWALLED. APPROXIMATE FINISH FEB.'26.5 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
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
1299 W Arrowood Cir, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
37Picture(s)
2,033Sqft
Move-in Ready 51 ARW Hoffman Cottage. 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. We've partnered with Lindsay Windows, Kohler(r), Floor 360 and Auburn Ridge just to name a few.
$634,900
Single-Family
1700 Whalen Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
34Picture(s)
2,002Sqft
Welcome home to The ELIZA PLAN by Stepping Stone Homes, an award-winning home builder. Open floor plan features 3 bedrooms, 2 baths, office & 3 car garage. This lot is a flat exposure. The kitchen comes w/quartz countertops, soft close doors and LG appliance package. LVP flooring in kitchen, dinette and great room.
$654,900
G
530 Franklin St, Oconomowoc, Wisconsin 53066
30Picture(s)
13,721Sqft
Amazing opportunity in the heart of Oconomowoc. This unique multi-purpose property offers three residential units and over 7000 sq ft of commercial space. All residential units (one 2 BR/1.5 BA, one 2 BR/1 BA and one 1 BR/1 BA) have been updated throughout including new windows. Commercial space is currently split between 3 tenants and offers 3 half baths. All tenants are month to month.
$720,000
Condominiums
1548 Weston Ridge Rd, Oconomowoc, Wisconsin 53066
3Bedroom(s)
3Bathroom(s)
Private GarageParking(s)
15Picture(s)
2,470Sqft
Modern living at its finest in this 3bed, 3bath townhome-style ranch condo.Open & thoughtful floorplans flow seamlessly, meeting the needs of every day living while maintaining that WOW factor you can feel proud to share w/guests. Beautiful kitchen designed for functionality includes full appliance package, island w/quartz tops, & walk in pantry.
$629,990
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
Commercial
1341 Wisconsin Ave, Oconomowoc, Wisconsin 53066
26Picture(s)
9,760Sqft
Fully occupied retail/office small business center on the near west side of rapidly expanding Oconomowoc is ready for the savvy investor or owner-occupant! With Shorehaven just across the street, this single story 9,760SF block building boasts traffic counts of 14k+ vehicles/day along Wisconsin AVE (per WiDOT), ample parking in front and rear, a diverse mix of service-based tenant businesses, and
$1,195,000
Commercial
206 Silver Lake St, Oconomowoc, Wisconsin 53066
26Picture(s)
2,420Sqft
PRIME Opportunity to own this mixed-use building FILLED with character in the heart of Oconomowoc w/ optimal road visibility! Entire first floor (approx. 1760 sq ft) is currently set up and being operated as a salon. Upstairs offers a modernized apartment (660 sq.
$299,900
1195 Summit Ave, Oconomowoc, Wisconsin 53066
2Picture(s)
10,014Sqft
LOCATION! LOCATION! LOCATION! Approx 10,000 SF strip center located in the ''gateway'' of Oconomowoc between the thriving downtown and the I-94 Pabst Farms corridor. Property is situated next to Culver's at a newly constructed controlled intersection along a new 6 lane road (Summit Ave/Hwy 67). Ideal spot for an owner occupant / investor. Several tenants have been here long term.
$1,450,000
