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
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
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
1485 Olde Highlander Dr, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2/1Bathroom(s)
30Picture(s)
1,490Sqft
NEW CONSTRUCTION Ready February 2025! Don't miss out on our newest floorplan, The Quentin! 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 walk-in pantry. The second level offers two suites both with a WIC and attached bathroom.
$389,900
Vacant Land
W340N7661 Townline Rd, Oconomowoc, Wisconsin 53066
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0Sqft
New price w/ INCREDIBLE Location! Lake Country Land buy! 22.4 Acre parcel investment. This property's 130x230 pole barn built as indoor riding arena w/ observation deck. Inside two spacious bathrooms, fully plumbed on conventional septic. Two 250 AMP panels in building. Electrical hook ups for 10 horse travel trailers.
$799,500
Condominiums
842 Stirling Dr, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
28Picture(s)
1,808Sqft
NEW CONSTRUCTION!! Look no further for Luxury Ranch Condominium living with 2 Bedrooms plus an open Sunroom, featuring open design concept with 9' Ceilings throughout. Beautiful large Gourmet Kitchen for entertaining with large island, cabinetry with soft close hardware and quartz countertops.
$549,900
Single-Family
1355 Gridley Ct, Oconomowoc, Wisconsin 53066
5Bedroom(s)
3/1Bathroom(s)
50Picture(s)
4,074Sqft
5 BD/3.5 BA, w/In-Law Suite, ''Modern Farmhouse'' design, ML open concept layout w/kitchen, dining area, living rm, 4 season sunroom w/gas fireplace, front room/formal dining rm, private office, laundry and mudroom w/pet suite! Professionally finished lower-level APARTMENT consists of full kitchen, family room, bedroom, bath, and 2 flex rooms. Updates and amenities to the exterior/ interior.
$799,900
Single-Family
1244 Violet St, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
4Picture(s)
2,506Sqft
This home is currently under construction. The Charlotte offers a gathering room featuring a 2-story ceiling & gas fireplace, the 1st-floor primary floorplan is a home to impress. You'll enjoy the kitchen w/ its abundance of storage that includes a WIP, & oversized island w/ snack bar. For more formal gatherings, a dining room is conveniently located off the kitchen.
$703,900
Single-Family
N53W34956 Road B -, Oconomowoc, Wisconsin 53069
3Bedroom(s)
1Bathroom(s)
41Picture(s)
1,170Sqft
Frontage is everything! You have 125 +/- feet of level frontage with multiple piers. Lots of lake side room to relax and play. Build a boat house if you'd like. Multiple piers have been here for decades. Lots and lots of parking, A large garage with a spancrete floor giving you lots of room in the lower level.
$1,780,000
Single-Family
N55W34691 Lake Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
1Bathroom(s)
24Picture(s)
1,100Sqft
Bright and updated home with west facing frontage. Primary bedroom is on the main floor along with the living room, updated kitchen, 2nd bedroom, and updated bath with laundry. Large loft bedroom in the upper would fit multiple beds. The house is nicely updated. Or Build your dream home! Very large lot with sunsets and ease of access.
$695,000
Vacant Land
578 Concord Rd, Oconomowoc, Wisconsin 53066
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0Sqft
Beautiful meandering scenic Oconomowoc River front lot that is ready for your home plans to be built upon. This rare riverside/waterfront lot has everything your looking for with all the amenities of a beautiful city location. Kayaking right out your front door, blocks to schools, shopping & restaurants. Only a recent land split makes this, and/or Lot 1 available to some lucky buyers.
$224,900
Vacant Land
578 Concord Rd, Oconomowoc, Wisconsin 53066
20Picture(s)
0Sqft
Beautiful meandering scenic Oconomowoc River front lot is ready for your home plans to be built upon. This rare waterfront lot has everything you may be looking for with all the amenities of a beautiful city location & kayaking right out your front door. Blocks to schools, shopping & restaurants. Only a recent land split makes this, and Lot 2 available to some lucky buyers.
$199,900
Single-Family
1235 Violet St, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
9Picture(s)
2,735Sqft
HOUSE IS IN FINISH TRADES. APPROX. FINISH JUNE 2025.4 bedrooms/2.5 baths/flex room/Elite series 2-story. Basement has 1 egress slider window and drain/vent rough-in for future full bath. Ceramic tiled walk-in shower/2 shower heads/double sinks/granite or equivalent vanity tops in master bath. Double sinks in family Jack & Jill bath. Two WIC's master suite.
$639,990
Single-Family
1570 Creekview Ln, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
7Picture(s)
2,251Sqft
HOUSE IS IN ROUGH TRADES. APPROXIMATE COMPLETION JUNE 2025.3 bedrooms/2 full baths/ flex room/split ranch. 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. Large WIC master suite. Double sinks family bath.
$589,990
Single-Family
1541 Creekview Ct, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,764Sqft
HOUSE IS BEING FRAMED. APPROX. COMPLETION JUNE 2025.4 bedrooms/2.5 baths/flex room/elite series 2-story. Basement has 1 egress slider window and drain/vent rough-in for future full bath. Master bath has corner ceramic tiled walk-in shower/2 shower heads/granite or equivalent vanity tops. Double sinks master & family baths. 2 WIC's master suite.
$629,990
Condominiums
1626 St Andrews Dr, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
30Picture(s)
2,046Sqft
UNDER CONSTRUCTION Dolcetto - Only 2 units available. Located a stones throw from Silver Lake in the City of Oconomowoc, this development features European-style architecture inspired by a romantic sea-side village in Porticello, Italy.
$749,900
Condominiums
1380 Prairie Creek Cir, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
32Picture(s)
1,942Sqft
*UNDER CONSTRUCTION with FEBRUARY Occupancy * EMORY unit. Includes deck and partial exposure with lookout windows for future finished basement.The development consists entirely of side-by-side and double-duplex ranch condominiums that range in square footage from 1,571 to 1,942+ with sunroom add-on options. Spacious open concept floor plans feature generous entertaining spaces.
$679,900
Condominiums
1382 Prairie Creek Cir, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
1,878Sqft
*UNDER CONSTRUCTION with FEBRUARY Occupancy* DALEA unit. Includes deck and partial exposure with lookout windows for future finished basement.The development consists entirely of side-by-side and double-duplex ranch condominiums that range in square footage from 1,571 to 1,942+ with sunroom add-on options. Spacious open concept floor plans feature generous entertaining spaces.
$669,900
Condominiums
1320 Prairie Creek Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
34Picture(s)
1,760Sqft
Cypress~ Move-In-Ready The development consists entirely of side-by-side and double-duplex ranch condominiums that range in square footage from 1,571 to 1,942+ with sunroom add-on options. Spacious open concept floor plans feature generous entertaining spaces and architectural features like alcoves and ceiling designs elevate the overall feel of the space.
$599,900
Condominiums
1376 Prairie Creek Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
1,760Sqft
Cypress unit Future Clubhouse and Swimming Pool!* Photo from previously finished unit** Taxes have not been assessed
$589,500
Condominiums
1378 Prairie Creek Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
2,531Sqft
Cypress unit with finished lower levelFuture Clubhouse and Swimming Pool!* Photo from previously finished unit** Taxes have not been assessed
$667,320
Condominiums
1384 Prairie Creek Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
2,699Sqft
Cypress unit with optional sunroom and 3 car garage. Future Clubhouse and Swimming Pool!* Taxes are not assessed** To Be Built** Pictures from a previously finished unit.
$743,373
Condominiums
1390 Prairie Creek Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
2,046Sqft
Dalea unit with added sunroom and 3 car garage.Future Clubhouse and Swimming Pool!*Taxes are not assessed.** Pictures are of a previously finished unit.
$643,400
Single-Family
1362 Windwood Rd, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
42Picture(s)
2,172Sqft
Move-in Ready 3 ARW Hudson Farmhouse! 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 Pella(r), Kohler(r), Floor360 and Auburn Ridge just to name a few.
$634,900
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
Vacant Land
1602 Switchgrass St, Oconomowoc, Wisconsin 53066
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0Sqft
This listing will be offered as a home/lot package by Sarona Homes. The highly desirable Prairie Creek Ridge development is located in Oconomowoc. Lots ranging from 1/4 to 1/3 of an acre are offered. This neighborhood is convenient to Hwy 16, shops, and grocery stores.
$130,000
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
Vacant Land
36520 Valley Rd, Oconomowoc, Wisconsin 53066
6Picture(s)
0Sqft
Excellent high visibility 1.5 acre commercial parcel for sale. 200 feet of Valley Road frontage. Close proximity to I94, Pabst Farms, and Silver Lake. Property is being sold ''AS IS'' and seller offers no warranties expressed or implied. Seller has not completed any site work or due diligence for development of the parcel.
$910,000
