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
1170 Saratoga Pkwy, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
34Picture(s)
1,547Sqft
Stop looking for ''the one''--here it is! Welcome to this well-maintained ranch in the highly desirable HeritageHeights subdivision in Oconomowoc. Situated on a prime corner lot adjacent to a neighborhood park, this 3-bedroom, 2.5-bath home offers both comfort and convenience. Major mechanical updates provide peace ofmind, including a NEW ROOF, NEW FURNACE, and NEW A/C.
$444,900
Single-Family
1442 Lapham St, Oconomowoc, Wisconsin 53066
4Bedroom(s)
1/1Bathroom(s)
53Picture(s)
1,701Sqft
Welcome home to this Oconomowoc gem! Nestled on a quiet street, this well maintained property offers the perfect blend of comfort and convenience. Enjoy bright, inviting living spaces, a functional layout, and a yard ideal for relaxing and entertaining. Located close to parks, schools, downtown and all that Oconomowoc has to offer - this is a home you won't want to miss!!! Room sizes - sq.
$489,900
Single-Family
317 River Bluff Cir, Oconomowoc, Wisconsin 53066
4Bedroom(s)
3/1Bathroom(s)
46Picture(s)
3,780Sqft
Beautifully updated home on an amazing lot in Oconomowoc's River Bluff! Enjoy this spacious home that includes a finished walkout lower level. 2-story great room features a wall of windows and gas fireplace. Kitchen has quartz countertops, island breakfast bar, and SS appliances included. Bayed sun room-dining area. Additional formal dining room or den.
$749,900
Single-Family
1280 Orchard Cir, Oconomowoc, Wisconsin 53066
4Bedroom(s)
3Bathroom(s)
48Picture(s)
3,200Sqft
Welcome home to this meticulously maintained, open-concept split ranch that perfectly blends comfort with modern peace of mind. Offering nearly 3,200 sq. ft. of finished living space, this home feels like new thanks to extensive recent updates. Fresh Interior Refreshes (2025): Step inside to a bright, airy Great Room featuring a cozy gas fireplace, perfect for Oconomowoc winters.
$565,000
Vacant Land
N73W36388 Shore Dr, Oconomowoc, Wisconsin 53066
2Picture(s)
0Sqft
Rare chance to own a prime lakefront property with breath-taking views situated on a stunning 3/4-acre lot on Ashippun Lake. Here's an amazing opportunity to tear down and build your dream home! Enjoy approximately 90 feet of frontage and a fully buildable lot offering an expansive building envelope--ideal for constructing a substantial custom home.
$549,900
Single-Family
727 Madison St, Oconomowoc, Wisconsin 53066
5Bedroom(s)
2Bathroom(s)
42Picture(s)
3,788Sqft
Beautifully updated 3,788 sq. ft. home in a sought-after location! The kitchen is a standout with new cabinetry, ample storage, farmhouse sink, and newer appliances--perfect for everyday living and entertaining. Gather in the spacious living room with natural fireplace or host with ease in the large dining area.
$629,000
Single-Family
1452 Lapham St, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
28Picture(s)
2,944Sqft
Location and lifestyle come together in this beautifully updated 4-bed, 2.5 bath bi-level in Oconomowoc! Situated directly across from Nature Hill Intermediate and just a short walk to Lily Park, dog parks, and vibrant downtown Ocon, this home offers everyday convenience in a sought-after setting.
$559,000
Condominiums
207 Oconomowoc Pkwy, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
19Picture(s)
1,315Sqft
Welcome to easy main-level living at 207 Oconomowoc Pkwy! This beautifully appointed 2-bedroom, 2-bathroom condo + den offers the perfect blend of comfort and convenience. Step inside to a bright, open layout designed for effortless everyday living. The spacious primary suite provides a private retreat, while the second bedroom and den offer flexible space for guests or hobbies.
$300,000
Single-Family
1201 W Arrowood Cir, Oconomowoc Lake, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
6Picture(s)
1,660Sqft
Move-In Ready 122 ARW Emerald Victorian. Available 5/15/26! As your local homebuilder, you can expect the best local brands and trades for your home as well.
$539,900
Single-Family
1833 La Belle Springs Ln, Oconomowoc, Wisconsin 53066
4Bedroom(s)
3/1Bathroom(s)
47Picture(s)
3,343Sqft
Beautiful home in desirable Pabst Farms! This 4-bed, 3.5-bath home offers an exceptional floor plan designed for both grand entertaining & intimate gatherings. The main floor includes formal dining and living rooms, and a casual eat-in kitchen that opens to a family room with gas fireplace. The spacious kitchen offers a center island, pantry, and abundant storage.
$689,900
Single-Family
1166 W Arrowood Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
6Picture(s)
1,615Sqft
Move-In Ready 114 ARW Weston Cottage - Available 6/22/26!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. As your local home builder, you can expect the best local brands and trades for your home as well.
$539,900
Single-Family
1182 W Arrowood Cir, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
6Picture(s)
1,482Sqft
Move-In Ready 112 ARW Elaine Traditional - Available 6/29/26!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. As your local home builder, you can expect the best local brands and trades for your home as well.
$544,900
Single-Family
1190 W Arrowood Cir, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
6Picture(s)
2,078Sqft
Move-In Ready 111 ARW Everest Farmhouse B - Available 6/16/26!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. As your local home builder, you can expect the best local brands and trades for your home as well.
$609,900
Single-Family
888 Wildwood Pl, Oconomowoc, Wisconsin 53066
3Bedroom(s)
1/1Bathroom(s)
33Picture(s)
1,650Sqft
Unique 3-4 bedroom property on over half an acre lot, located in a fantastic neighborhood, close to everything Oconomowoc offers! The newer addition offers so many possibilities with a family room overlooking your backyard, and a bedroom with large closet. Turn it into a master suite if you desire! The patio door off the family room also allows for separate entry to this wing.
$374,900
Single-Family
1722 Hammock Ln, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
1Picture(s)
2,500Sqft
Welcome to PRAIRIE CREEK RIDGE SUBDIVISION, this beautiful new construction house will be ready for occupancy around mid-June 2026. Spacious 2-Story featuring a Master Suite w/tray ceiling, 2 walk-in closets,, private bath w/double bowl vanity and walk-in shower, 3 more generous bedrooms w/walk-in closets on the upper level.
$659,900
Single-Family
1345 Goldenrod Way, Oconomowoc, Wisconsin 53066
4Bedroom(s)
3Bathroom(s)
39Picture(s)
2,658Sqft
Lovely, like-new 4BD, 3BA ranch in the desirable Prairie Creek Ridge subdivision! Prime location near shopping, schools, dining & all that downtown Oconomowoc and Lake Country offer. Beautiful finishes include quartz counters throughout the main level & consistent cabinetry carried throughout the home for a seamless, cohesive look, plus a stunning granite bar in the lower rec room.
$739,900
Single-Family
235 South St, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2Bathroom(s)
23Picture(s)
1,700Sqft
Packed with potential in a prime Oconomowoc location! This home was previously used as a duplex and offers the flexibility to keep as a large single family residence or convert back to a duplex. Features include newer roof and siding, adding value and peace of mind. Ideal for investors, owner occupants, or anyone ready to bring their vision to life.
$204,900
Single-Family
305 Concord Rd, Oconomowoc, Wisconsin 53066
2Bedroom(s)
1Bathroom(s)
31Picture(s)
1,151Sqft
Amazing Location Near the Beach and Downtown Oconomowoc! This beautifully updated open-concept ranch with major improvements include a recently enhanced kitchen (2020) with custom soft close cabinetry, solid surface countertops, black stainless-steel appliances and ceramic tile floor.
$334,900
Single-Family
754 Summit Ave, Oconomowoc, Wisconsin 53066
2Bedroom(s)
1Bathroom(s)
37Picture(s)
903Sqft
Discover charm and convenience in this inviting, affordable Oconomowoc ranch! Set on a nearly half-acre lot, this lovely 2BR/1BA home features beautiful original woodwork, hardwood floors, and generous sun-welcoming south facing windows. The cozy interior has so much vintage charm, while the unfinished lower level provides endless potential for added living space, workshop, or storage.
$300,000
Condominiums
303 Pine Ter, Oconomowoc, Wisconsin 53066
2Bedroom(s)
3/1Bathroom(s)
Private GarageParking(s)
45Picture(s)
2,657Sqft
Nestled along the north side of Fowler Lake, Pine Terrace is a hidden condo gem. Close to charming boutiques, restaurants, or a relaxing evening at Mon Bijou. This beautifully crafted 2 BR, 3 BA residence showcases exceptional quality and thoughtful design throughout. Sun-filled KIT, highlighted by volume ceilings and skylights, creates an inviting sense of openness and flow.
$527,500
Single-Family
1485 Riverline Dr, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/1Bathroom(s)
53Picture(s)
2,853Sqft
Amazing 3BR ranch home on a gorgeous .84 acre lot overlooking nature in Oconomowoc's Riverline! This well maintained home offers a finished lower level and many updates. Large sun room offers the perfect place to relax with walls of windows and gas fireplace. Vaulted kitchen includes granite countertops, island, breakfast bar, adjoining dining area, and SS appliances.
$599,900
Single-Family
1866 S River Lakes Rd, Oconomowoc, Wisconsin 53066
5Bedroom(s)
3/1Bathroom(s)
41Picture(s)
3,858Sqft
Welcome to Eastlake Village at Pabst Farms! This stunning 5-bedroom, 3.5-bath home offers modern elegance and a turn-key lifestyle. A grand foyer with cathedral ceilings opens to a light-filled living room and striking staircase. The heart of the home is the gorgeous eat-in kitchen with granite counters and SS appliances, flowing into a cozy family room with a gas fireplace.
$724,900
Single-Family
426 Pleasant St, Oconomowoc, Wisconsin 53066
4Bedroom(s)
1/2Bathroom(s)
66Picture(s)
1,626Sqft
Step into timeless charm with classic turn of century Colonial Home, where character and comfort meet. A welcoming open front porch with a relaxing porch swing sets the tone for this inviting property. Inside, you'll find beautiful original hardwood floors that highlight the homes historic craftmanship while complementing modern living.
$395,000
Single-Family
N66W35104 Lappland Crossing -, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
52Picture(s)
3,381Sqft
Spectacular 4BD/2.5BA home on a 1.15 acre lot in highly desirable Norwegian Meadows! This custom built home offers an inviting foyer leading to the lovely kitchen w/granite counters, ample cabinets, & spacious dining area! Front flex room is great for a den, play room, or formal dining. Expansive step down great room w/fireplace and views of the serene backyard. Main floor laundry w/storage.
$639,900
Single-Family
W360N7572 Thomas Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/2Bathroom(s)
72Picture(s)
3,100Sqft
Spacious custom-built, original owner 4-bedroom, 2 full & 2 half bath home on 1.71 acres in Oconomowoc offers room to live, work, and entertain. The main level features a 2-story entry and living room with gas fireplace, dining room, office or 4th bedroom, butler's pantry, and walk-in pantry. Maple woodwork throughout includes cabinetry, solid doors, and staircase.
$789,900
Condominiums
930 Oconomowoc Pkwy, Oconomowoc, Wisconsin 53066
2Bedroom(s)
2Bathroom(s)
Opener IncludedParking(s)
49Picture(s)
1,415Sqft
Bright and inviting 2-bedroom, 2-bath main-level condo in desirable Valley Green of Oconomowoc! This well-maintained unit features an open layout with a spacious living area and a private patio- perfect for relaxing or entertaining. The kitchen and large dinette is a dream with sleek stainless-steel appliances and ample cabinet space.
$289,000
Single-Family
W358N5045 Lakeshore Dr, Oconomowoc, Wisconsin 53066
4Bedroom(s)
1/1Bathroom(s)
54Picture(s)
2,140Sqft
Spacious 4-bedroom tri-level in desirable Upper Oconomowoc Lake Subdivision, just off Hwy 16 for an easy commute! Set on nearly a corner-acre lot, this home offers space inside and out. The bright main level features an open layout with cathedral ceilings and a well-appointed kitchen--perfect for everyday living and entertaining.
$489,500
Single-Family
W345N5746 Road G -, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2/2Bathroom(s)
64Picture(s)
2,760Sqft
Nestled in a serene, peaceful bay on Okauchee Lake, this renovated home offers 124.4' of prime hard-bottom frontage, perfect for larger boats, fishing & swimming. Recent renovation includes updated roof & Marvin windows w/ 2 quad sliding patio doors overlooking the lake. Low-maintenance LPSmart siding & composite deck w/ glass railings & stunning lake views.
$1,750,000
Single-Family
W350N6781 Baltic Pass -, Oconomowoc, Wisconsin 53066
4Bedroom(s)
2/1Bathroom(s)
65Picture(s)
2,400Sqft
OCONOMOWOC.This spacious home sits on a large acre plus beautifully landscaped lot. The lawn is not only plush but so well groomed you will be hard pressed to find a single weed. Upon entering the foyer, your 1st impression is IMMACULATE CONDITION, next you will be greeted by expansive living spaces that set the tone for the rest of the home.
$639,500
Single-Family
1756 Switchgrass St, Oconomowoc, Wisconsin 53066
3Bedroom(s)
2Bathroom(s)
4Picture(s)
1,788Sqft
Thoughtfully designed, energy efficient split ranch located in Oconomowoc's Prairie Creek Ridge! The Lavender sits on lot 382 & features upgrades throughout. Kitchen features stained soft close cabinets, exterior vented range hood & walk-in pantry. Cathedral ceiling spans across kitchen & great room. Great room is complete with an electric fireplace w/ shiplap.
$609,900
