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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:

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Single-Family

W358N5963 Misty Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
24Picture(s)
1,875Sqft
Charming colonial nestled in the sought after Misty Meadows neighborhood is ready for a new owner! This 3 bedroom 1.5 bath home offers a traditional layout with convenient first floor laundry, eat-in kitchen, family room with fireplace, dining, living & powder rooms all on the main level. The 3 bedrooms and full bath are located on the upper level.
$380,000

Single-Family

4408 Deer Park Rd, Oconomowoc Lake, Wisconsin 53066

5Bedroom(s)
5/2Bathroom(s)
40Picture(s)
13,000Sqft
Oconomowoc Lake deeded access with a boat slip! Don't miss out on the rare chance to become the proud owner of the Historic Carriage House at Danforth Lodge, featuring an indoor pool & indoor parking for your car collection. Once part of the esteemed Armour/Valentine estate on Oconomowoc Lake, this remarkable brick residence spans approximately 13,000 square feet.
$2,295,000

Single-Family

1622 Switchgrass St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
3Picture(s)
2,737Sqft
4 bedrooms/2.5 baths/flex room/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/granite or equivalent vanity tops/double sinks in master bath. 2 WIC's master suite. 9' first floor ceilings/pitched ceiling in master bedroom. Knockdown drywall w/rounded corners.
$579,990

Single-Family

1721 Arthurs Pass, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,031Sqft
New Construction - ready in late May! Introducing your dream home: Brand new construction, two-story elegance in the prestigious Oconomowoc Morgan Station Subdivision. This masterpiece boasts modern luxury with quartz countertops, lofted office overlooking the first-floor great room, and a spacious 2.5-car garage.
$499,900

Single-Family

W352N5270 Lake Dr, Oconomowoc, Wisconsin 53066

3Bedroom(s)
1/1Bathroom(s)
43Picture(s)
1,827Sqft
Life is good on the lake! Situated on a double lot w/ 100ft of swimmable frontage on Bay Five of Okauchee Lake. The house offers three levels of living space & southern exposure to the lake. The chef's kitchen boasts cherry cabinetry, high-end appliances, a large island and flows perfectly to the living room. With heated slate floors on the main & lower levels, three bedrooms, and 1.
$995,000

Single-Family

1632 Switchgrass St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
4Picture(s)
2,337Sqft
HOUSE IN FINISHED ROUGH CARPENTRY. APPROXIMATE COMPLETION DECEMBER 2024.4 bedrooms/2.5 baths/flex room/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.
$569,990

Single-Family

1620 Creekview Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
2Picture(s)
2,081Sqft
3 bedrooms/2 full baths/ranch. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Corner ceramic tiled walk-in shower w/2 shower heads/granite or equivalent vanity tops/double sinks in master bath. Large WIC master suite. 9' main floor ceilings/pitched in foyer, living room & kitchen.
$554,990

Single-Family

1635 W Mamerow Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
4Picture(s)
1,935Sqft
Welcome home to The Lauren by Stepping Stone Homes, an award-winning home builder. Open floor plan features 3 Beds, 2.5 Baths and a 3 Car garage. The kitchen comes w/ quartz countertops, soft close doors and SS appliance package. LVP flooring in kitchen, dinette, and great room. We equip our homes with Smart Technology.
$599,900

Single-Family

W398N6150 Mary Ln, Oconomowoc, Wisconsin 53066

6Bedroom(s)
6Bathroom(s)
68Picture(s)
5,022Sqft
Lakeside luxury on the shores of Lac La Belle with entertaining and home living to its finest. 6 bedrooms, 6 bath and 100' frontage of sunset and sunrise views, it is enveloping. The open-concept floor plan is flooded with walls of natural light, lake views abound, chef's kitchen and more than you wish including the primary suite and 2 flex/office rooms on the main level.
$3,700,000

Single-Family

1521 Miller Ct, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
34Picture(s)
2,427Sqft
Welcome to this newly constructed, turn-key ready home situated on a highly sought after lot in Prairie Creek Ridge. No need to worry about pouring a driveway or seeding this yard.
$642,500

Condominiums

1802 Lindens Ct, Oconomowoc, Wisconsin 53066

3Bedroom(s)
3Bathroom(s)
SurfaceParking(s)
29Picture(s)
2,810Sqft
Amazing, like-new, Kingsway, side x side condo w/open floorplan, in fantastic location. Soaring 10' ceilings & luxurious upgrades galore! Stunning kitchen features huge center island w/granite counters, staggered cabinets & SS appliances, open to dinette & living room w/inviting stone GFP.
$600,000

Single-Family

W371N5540 Marquette St, Oconomowoc, Wisconsin 53066

2Bedroom(s)
1Bathroom(s)
27Picture(s)
918Sqft
Lovely updated ranch home located in the Town of Oconomowoc just blocks away from Fowler park. Bright and spacious living room leads into updated Kitchen with newer LVP floors. Updated bath conveniently located between both large bedrooms. Off the huge laundry/mud room is a bonus workshop/office. Bring your ideas for the expandable attic. See list of updates.
$289,999

Single-Family

1610 Creekview Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,280Sqft
The Mulberry-located in the heart of Oconomowoc! This 4 Bedroom 2-Story features upgrades throughout. Open Concept Living Space perfect for entertaining. Kitchen features Two Toned Soft Close Cabinets, Quartz Countertops, Walk-In Pantry, Island w/ Overhang & Range Hood. Gas Fireplace with Stone Detail completes the Great Room. Flex Room off Foyer makes a great Office/Bonus Space.
$574,900

Single-Family

1552 Switchgrass St, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
4Picture(s)
2,012Sqft
HOUSE IS FRAMED - APPROX. COMPLETION NOV. '24.3 bedrooms/2 full baths/split bedroom ranch. Basement has drain/vent rough-in for future full bath & 1 egress slider window. Corner ceramic walk-in shower/2 shower heads/granite or equivalent vanity tops/double sinks in master bath. Standard slider closet & WIC master suite. Pitched ceiling in foyer, living rm.
$549,990

Single-Family

1483 Turnberry Cir, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
85Picture(s)
2,865Sqft
VACATION IN YOUR OWN BACKYARD in this fabulous 4 bedroom home in the desirable Briarwood neighborhood of Oconomowoc!! Located on half an acre with mature landscaping, this home features a back yard most people only dream about.
$725,000

Single-Family

1543 Butternut Rdg, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
2Picture(s)
1,690Sqft
Welcome home to The Laurel by Stepping Stone Homes, an award-winning home builder. Open floor plan features 3 Bedrooms, 2 Bathrooms and a 2 Car garage. The kitchen comes w/ quartz countertops and SS appliance package. LVP flooring in kitchen, dinette, and great room. We equip our homes with Smart Technology.
$484,900

Single-Family

1571 Creekview Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2/1Bathroom(s)
4Picture(s)
2,114Sqft
Beautiful Ranch located in Oconomowoc's, Prairie Creek Ridge. The Walnut features upgrades throughout. Cathedral Ceiling spans across main living space. Kitchen features Range Hood, Soft Close Cabinets, Quartz Countertops, Island w/ Overhang & Walk-In Pantry. Great Room has Gas Fireplace w/ Stone Detail.
$574,900

Single-Family

1291 Violet St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
4Picture(s)
2,484Sqft
HOUSE IS IN ROUGH TRADES' INSPECTIONS. APPROXIMATE COMPLETION AUGUST 2024.4 bedrooms/2.5 baths/2-story. Basement has 1 Egress Slider Window & drain/vent rough-in for future full bath. Double sinks master & family baths. Granite or equivalent vanity tops. Large WIC master suite. Knockdown drywall w/rounded corners. 9' first floor ceilings.
$569,990

Single-Family

1243 Violet St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
8Picture(s)
2,616Sqft
HOUSE IS IN ROUGH TRADES. APPROXIMATE COMPLETION SEPTEMBER 2024.4 bedrooms/2.5 baths/Flex room/spacious 2-story. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Master bath walk-in shower w/2 shower heads/double sinks/granite or equivalent vanity tops. Double sinks family bath. 2 WIC's master suite/all bedrooms with WIC's.
$574,990

Single-Family

1 Earling Ct, Oconomowoc Lake, Wisconsin 53066

3Bedroom(s)
3/1Bathroom(s)
44Picture(s)
5,422Sqft
Imagine the possibilities! Lakeside living at its finest with this 3-bed, 3.5-bath Mid-century Modern gem on an acre of lush privacy in the Village of Oconomowoc Lake. Nestled in the exclusive Brae Head neighborhood, enjoy shared access to 800' of frontage, featuring amenities like a tennis court, boat pier with deeded slip, kayak racks, and a swimming pier.
$1,650,000

Condominiums

W397N5951 Autumn Woods Dr, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
SurfaceParking(s)
22Picture(s)
1,212Sqft
This beautiful main level condo is move in ready. The floor plan is welcoming with custom paint colors and warm wood simulated laminate floors in the Kitchen & Baths. The Great Room has largewindows overlooking the Patio with wooded backdrop and a Gas Fireplace with attractive stone surround. Both bedrooms are generous in size and have two closets.
$285,000

Single-Family

1244 Violet St, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,506Sqft
This home is currently under construction. The Charlotte offers a gathering room featuring a 2-story ceiling, picturesque windows & 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.
$659,900

Single-Family

1540 Creekview Ct, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
5Picture(s)
2,350Sqft
This home is currently under construction. The Hailey 2350 offers a kitchen w/ plenty of cabinetry, quartz counters, WIP, kitchen appliances & prep island, a morning room for casual meals, a gathering room w/ gas fireplace, a formal dining room for large gatherings, a home office & a mudroom featuring a large closet & bench for everyday items.
$617,900

Condominiums

1627 St Andrews Dr, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
25Picture(s)
1,739Sqft
UNDER CONSTRUCTION - OCCUPANCY SPRING 2024. 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.
$684,900

Condominiums

1628 Belmont Ln, Oconomowoc, Wisconsin 53066

2Bedroom(s)
2Bathroom(s)
Private garageParking(s)
1Picture(s)
1,570Sqft
Breton ~ MOVE IN READY! - 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.
$574,900

Vacant Land

1461 Blazing Star Dr, Oconomowoc, Wisconsin 53066

2Picture(s)
0Sqft
Welcome to Prairie Creek Ridge, one of Oconomowoc's finest neighborhoods! Conveniently close to HWY 16, schools, parks, lakes, shopping and minutes from downtown Oconomowoc. Lot 56 is fully improved and ready for your dream home! Equipped with city water/sewer, sidewalks, and a 4' rear exposure.
$109,900

Single-Family

1691 Hammock Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
3Picture(s)
1,805Sqft
This home is under construction. The Lauren 1805 is a cleverly designed home that places the generously sized primary bedroom & shared living spaces - including the gathering room w/ GFP, kitchen, & dining area - at the back of the home for privacy.
$576,900

Single-Family

1681 Hammock Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
4Picture(s)
2,404Sqft
This home is under construction. The Arielle is an inviting home that offers essential living spaces. The kitchen, has quartz counters, large pantry cabinets, & prep island w/ casual seating. The gathering room offers a cozy GFP. Finishing the 1st floor is a home office, powder room & large mudroom w/ a built-in bench & storage.
$627,900

Single-Family

1621 Creekview Ln, Oconomowoc, Wisconsin 53066

3Bedroom(s)
2Bathroom(s)
4Picture(s)
1,805Sqft
This home is under construction. The Lauren 1805 is a cleverly designed home that places the generously sized primary bedroom & shared living spaces - including the gathering room w/ GFP, kitchen, & dining area - at the back of the home for privacy.
$563,900

Single-Family

1611 Creekview Ln, Oconomowoc, Wisconsin 53066

4Bedroom(s)
2/1Bathroom(s)
4Picture(s)
2,403Sqft
This home is under construction. The Camille is a story & a half home which offers modern necessities. The first-floor primary bedroom features an oversized WIC along w/ a private bathroom w/ dual quartz vanity & a 5-ft. ceramic shower.
$624,900
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