Refine Search
Map
Sort by
1006 W Wisconsin Ave, Oconomowoc
$4,188,888
5 Beds ⋅ 4 Baths
5 YEAR NEW custom home 7005 sq ft with LAC LA BELLE frontage, new pier in 2023, beach reno in 2025, quiet bay for boats and paddle boards, park-like yard, multiple decks, koi spring fed pond/waterfall & fountain, walk to downtown Oconomowoc restaurants/public beach/bandshell, hydronic heated floors and high ceilings throughout, low taxes & low utility bills, indoor endless pool, full lawn sprinkler system. High end appliances and finishes, no expense was spared in the build. Beautiful lake life. Furnishings are negotiable.

1006 W Wisconsin Ave, Oconomowoc

Listing courtesy of Gates & Gables Realty. Selling Office: LPT Realty.

W342N5150 Road P -, Oconomowoc
$4,131,000
6 Beds ⋅ 4 Baths
Unparalleled lakeside luxury awaits with 139' of Okauchee Lake frontage, 3 piers, and a rare wet boathouse on 1.5+ acres. Inside, 7,000 + sq. ft. of custom design offers soaring ceilings, walls of windows, and a chef's kitchen perfect for entertaining. Retreat to a main-level primary suite with a sitting area, spa bath, and rooftop perch. The walk-out lower level delivers a 2nd kitchen, guest quarters, and spaces for games, fitness, and relaxation. A 3-car attached garage, 3-car detached garage, and manicured grounds complete this extraordinary property.

W342N5150 Road P -, Oconomowoc

Listing courtesy of Compass RE WI-Lake Country. Selling Office: Compass RE WI-Lake Country.

W343N6293 S Bayview Rd, Oconomowoc
$3,950,000
4 Beds ⋅ 4 Baths
Welcome to the Gold Coast of Okauchee Lake! 80 feet of prime frontage, boathouse and sunset views! This custom home has so many special features. Gourmet kitchen with center island, newer quartz counters, walk in pantry, sunroom and dining area. Spacious Living room with 2 sided fireplace and a wall of windows overlooking the lake. Two office areas with built in cabinetry plus a room for arts and crafts! Primary bedroom features vaulted ceilings, gas fireplace, private balcony, huge WIC and stairs to a private sitting area. Both additional bedrooms on the upper level feature an on suite full bath and loft area. Walk out LL with full kitchen, family room, bedroom, billiard room, exercise room, sports court and sauna. Amazing level lot with mature trees and exceptional landscaping!

W343N6293 S Bayview Rd, Oconomowoc

Listing courtesy of First Weber Inc - Delafield. Selling Office: Keller Williams Realty-Lake Country.

503 N Lake Rd Unit 5, Oconomowoc
$3,917,000
3 Beds ⋅ 3 Baths
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. Revel in your custom interior with a library, dual fireplaces, hydronic floor heating, pantry, seven outdoor porches, boat dock, elevator, and a secure heated garage. Personalize your retreat with curated finishes and cutting-edge technology for an additional $683,000. Experience single-family privacy without the maintenance, just steps from a charming, walkable downtown. Completion in early 2026. Secure your lakeside legacy. Contact for a private tour.

503 N Lake Rd Unit 5, Oconomowoc

Listing courtesy of Tenderland Real Estate LLC. Selling Office: Tenderland Real Estate LLC.

W343N6205 S Bayview Rd Unit Lt2, Oconomowoc
$3,300,000
OKAUCHEE LAKE. This is a once in a lifetime opportunity to build your dream home on one of Lake Country's most coveted properties. It sits on the Gold Coast of Okauchee Lake and was once the original and famous Breezy Point. This parcel features 250 feet of level shoreline frontage with a southern exposure for full sun all day and views of the entire lake.Mature trees provide a true ''up north'' feel. And on the street side, an existing 2 car plus garage allows storage of boats and trailers that is out of immediate view. At just under an acre, this parcel offers endless potential for custom design and expansive outdoor living.

W343N6205 S Bayview Rd Unit Lt2, Oconomowoc

Listing courtesy of Patrick Bolger Realty Group. Selling Office: Keller Williams Realty-Lake Country.

W356N5136 Lakeshore Dr, Oconomowoc
$3,225,000
4 Beds ⋅ 3 Baths
Experience the ultimate Lake Country lifestyle with 140 ft. of level frontage on Upper Oconomowoc Lake, direct boat access to Okauchee Lake's popular dining and entertainment, plus kayak or paddleboard access down the scenic Oconomowoc River to Oconomowoc Lake, Fowler Lake, and vibrant downtown Oconomowoc. This custom contemporary ranch with a full walkout features soaring ceilings, walls of floor-to-ceiling windows, spectacular lake views, and upscale finishes. Enjoy a chef's kitchen with oversized island and double ovens, luxurious primary suite, 2 additional bedrooms, circular dining room, main-floor laundry, and 4-car garage. The walkout level offers a rec room, wet bar, pub lounge, two-way fireplace, 4th bedroom, and patio leading to your private waterfront retreat.

W356N5136 Lakeshore Dr, Oconomowoc

Listing courtesy of First Weber Inc - Delafield. Selling Office: First Weber Inc - Delafield.

222 E Pleasant St, Oconomowoc
$2,750,000
5 Beds ⋅ 4 Baths
Sophisticated luxury meets casual elegance in this newly constructed custom lakefront home on historic Fowler Lake. With 5 BRs & 4 BAs, it offers the rare opportunity to enjoy lake living in the heart of downtown Oconomowoc. Spend summer days boating, swimming, or fishing. Enjoy weekly waterski shows & watch 4th of July fireworks from your own back yard. Restaurants, shops, and year-round festivals are just steps away. Thoughtful design shines throughout, from the bluestone walkway & covered lakeside entertaining area with in-floor radiant heat, to the chef's KIT & open DR & GR framed by expansive lake-view windows. LL adds a rec room, full BA, 5th BR with egress, & auxiliary kitchenette. Curated finishes throughout deliver relaxed sophistication rarely found in new construction.

222 E Pleasant St, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: Stark Company Realtors.

N76W36096 Saddlebrook Ln, Oconomowoc
$2,580,000
5 Beds ⋅ 4 Baths
Lovingly maintained executive estate in the prestigious Saddlebrook Farms. Offering abundant space for both living & hobbies. Discover elegant finishes: dining room highlighted by a striking coffered ceiling, great room with soaring 18-foot ceilings, a cozy fireplace, & direct access to the outdoor deck/patio. Maple floors lead to a large, bright kitchen featuring quartz countertops. Relax in the window-lined sunroom or retreat to the primary suite, where a private balcony overlooks the sunroom & offers picturesque sunset views. Equestrians, auto enthusiasts, & hobbyists will be captivated by the exterior amenities. The property features a newer barn complete with 11 horse stalls, indoor arena & 2 separate apartments.Total of 7 additional stalls in other barns. Truly a remarkable property

N76W36096 Saddlebrook Ln, Oconomowoc

Listing courtesy of Coldwell Banker Elite. Selling Office: Arkenstone Real Estate Experts.

W393N5876 Mary Ln, Oconomowoc
$2,500,000
3 Beds ⋅ 3 Baths
One Party Listing-For recording purposes only.

W393N5876 Mary Ln, Oconomowoc

Listing courtesy of First Weber Inc - Delafield. Selling Office: First Weber Inc - Delafield.

128 W Wisconsin Ave Unit 401, Oconomowoc
$2,436,000
2 Beds ⋅ 2 Baths
One Party Listing. Enjoy lake living with less upkeep at Eagles Landing. Designed for comfort, convenience, and easy entertaining, this luxury condo offers beautiful Lac La Belle views, access to two concierge boats, a coveted Downtown location, and Lago Su Bella just an elevator ride away. Inviting, thoughtfully designed spaces make everyday living feel effortless. The well-appointed kitchen features high-end appliances, generous prep and gathering space, and lake views that make cooking a pleasure. Exceptional in-unit storage includes a mudroom/storage room with walls of cabinetry, plus a dedicated laundry room with folding space and additional storage. Move right in and start enjoying the lifestyle of living in Downtown Oconomowoc.

128 W Wisconsin Ave Unit 401, Oconomowoc

Listing courtesy of Stapleton Realty. Selling Office: First Weber Inc - Delafield.

200 W Wisconsin Ave Unit 202, Oconomowoc
$2,350,000
3 Beds ⋅ 2 Baths
Enjoy the conveniences of downtown Oconomowoc and the pleasures of lake living without the maintenance of a house! This immaculate luxury 3-bedroom, 2.5-bath condo offers timeless style with an open-concept floor plan, high ceilings, 2 fireplaces, natural light, and two covered porches. The kitchen features Quartz countertops, Wolf & Subzero appliances and opens to the dining and living areas, where stunning views of Lac La Belle create the perfect backdrop for everyday living and entertaining. Residents of The Parc enjoy exceptional amenities, including two pontoon boats, a lakeside patio with grill and fire pit and private indoor parking. With downtown Oconomowoc out your door, you'll enjoy restaurants, shopping, coffee shops, the Farmers Market, and year-round community events.

200 W Wisconsin Ave Unit 202, Oconomowoc

Listing courtesy of Keller Williams Realty-Lake Country. Selling Office: Keller Williams Realty-Lake Country.

W398N6184 Mary Ln, Oconomowoc
$2,275,000
4 Beds ⋅ 2 Baths
Entered for comp purposes only.

W398N6184 Mary Ln, Oconomowoc

Listing courtesy of NON MLS. Selling Office: Compass RE WI-Lake Country.

W398N6198 Mary Ln, Oconomowoc
$2,200,000
4 Beds ⋅ 2 Baths
Generational opportunity to own 105+ ft of sandy lake frontage on the sought-after shores of Lac La Belle! This property offers expansive lake views and a gentle slope ideal for a walk-out lower level. The extra-large lot provides an ideal setting to build your custom lakefront home, while the existing residence offers immediate enjoyment for many summers to come with the option for long-term renovation. Just minutes from downtown Oconomowoc's vibrant dining and festival scene. This is a rare chance to secure premier frontage on one of Lake Country's most desirable lakes--don't let summer pass you by.

W398N6198 Mary Ln, Oconomowoc

Listing courtesy of Compass RE WI-Lake Country. Selling Office: Keller Williams Realty-Lake Country.

904 W Labelle Ave, Oconomowoc
$1,950,000
3 Beds ⋅ 4 Baths
You will find this home tucked away on a dead-end street, bordering historic Merchants Plat. With three levels of lakeside enjoyment on Lac La Belle, this home has its own sandy beach, 61.5 feet of frontage, and a boathouse renovated in 2011. The setting feels both peaceful and connected, with spaces designed for everyday living, quiet nights in, and easy gatherings. Cozy mornings and evenings are made even better by the double-sided fieldstone fireplace. At the same time, the walk-out finished lower level adds even more room to entertain with a bar, sauna, and flexible gathering space. Stroll to dining, shopping, coffee, parks, and community events, then come home to your own private spot on Lac La Belle. Don't let this rare opportunity pass you by!

904 W Labelle Ave, Oconomowoc

Listing courtesy of Stapleton Realty. Selling Office: Stapleton Realty.

35300 Pabst Rd, Oconomowoc
$1,950,000
5 Beds ⋅ 3 Baths
Experience luxury and privacy on 14 secluded acres in the Village of Oconomowoc Lake. This exceptional estate offers wooded, huntable land and open spaces perfect for recreation or a future sport court. Enjoy a wraparound deck, multiple outdoor entertaining areas, and a finished outbuilding ideal as a studio, workshop, or guest retreat, with options for additional structures. Inside, the home features inviting living spaces, a wet bar, and a walk-out lower level with a full bar and in-law suite. The primary suite includes a four-season porch. A spiral staircase leads to a lookout office with panoramic 180 views. With a four-car garage and endless outdoor opportunitiesfrom hunting to entertainingthis rare property blends refined living with the spirit of the outdoors.

35300 Pabst Rd, Oconomowoc

Listing courtesy of Keller Williams Realty-Lake Country. Selling Office: Keller Williams Realty-Lake Country.

N67W34857 Ireland Dr, Oconomowoc
$1,900,000
5 Beds ⋅ 3 Baths
Model Home - LAST WEEKEND!!! This home is currently under contract. Simply Luxury Homes will continue to use the property as a model home and it will remain available for scheduled showings throughout the month of June to showcase available floor plans and new construction opportunities. Please contact Tina Stapelfeldt for further information Experience refined living New Construction in this stunning 4,476 sq ft modern-transitional w/ 5BR, 3.5BA & upscale finishes. Open floor plan w/ great rm + 100'' electric FP. Kitchen w/ Thermador appl pkg, bev cooler, rift-sawn oak cabs, 8' sliders & Marvin windows.Primary suite w/ porch access, heated flrs, wet rm (dual/rain/handheld)air tub, floating vanity & large WIC. Main lvl: 8' doors, engineered wood flrs,

N67W34857 Ireland Dr, Oconomowoc

Listing courtesy of First Weber Inc - Delafield. Selling Office: NON MLS.

W345N5746 Road G -, Oconomowoc
$1,900,000
3 Beds ⋅ 3 Baths
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. Refreshed seawall 2021; 5000 gal holding tank 2020. Kitchen w/ quartz counters that seats 8. Master bedroom suite w/ vaulted ceiling & lake views. Great room has vaulted ceiling & hardwood floors on the main. Mechanicals recently updated w/ zoned HVAC. Newer asphalt driveway. Easy walk to the lake on this gently-sloped frontage. Walk-out lower level w/ bonus & rec room+1/2 bath, great for guests! Oversized garage is 25 deepx28 wide.

W345N5746 Road G -, Oconomowoc

Listing courtesy of Realty Executives - Integrity. Selling Office: Keller Williams Realty-Lake Country.

W352N6080 Bauers Ln, Oconomowoc
$1,750,000
3 Beds ⋅ 2 Baths
Experience the perfect blend of modern construction and lakefront tranquility in Stumpy Bay on Okauchee Lake! This thoughtfully designed home features expansive lake views across the lake, a main-level primary suite, and a covered deck perfect for relaxing or entertaining. The rare flat lot leads directly to 54 feet of private frontage, beautifully complemented by lush perennials and a peach tree. Wake up to morning sun in your yardperfect for gardeningand take advantage of the spacious, unfinished lower level for storage or future living space. The detached garage has 240 service for EV charging. An exceptional lakefront retreat in a sought-after location.

W352N6080 Bauers Ln, Oconomowoc

Listing courtesy of Compass RE WI-Lake Country. Selling Office: Venture Real Estate Group LLC.

N57W34599 Road G -, Oconomowoc
$1,650,000
3 Beds ⋅ 2 Baths
A little bit of everything on Okauchee Lake! Modern contemporary design, nearly an acre wooded level lot and 113 feet of frontage! Plenty of room for the toys with two piers, located just off the main bay! Comfortable radiant in floor heat, new septic system, and a large 3 car garage plus additional parking!

N57W34599 Road G -, Oconomowoc

Listing courtesy of First Weber Inc - Delafield. Selling Office: Berkshire Hathaway HomeServices Sophia Barry Realty Group.

N52W35511 W Lake Dr, Oconomowoc
$1,650,000
4 Beds ⋅ 2 Baths
One Party Listing - Comp purposes only.

N52W35511 W Lake Dr, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: Shorewest Realtors, Inc..

215 E Pleasant St Unit 401, Oconomowoc
$1,500,000
2 Beds ⋅ 2 Baths
Luxury Living in the heart of downtown Oconomowoc! This exceptional 4th-floor corner residence offers stunning southwestern view of Fowler Lake and unbeatable walkable location near shops, restaurants, parks, and beaches. This beautifully updated open-concept layout features a specious great room with gas fireplace, abundant natural light, and access to a private balcony perfect for enjoying lake views and sunsets. The primary suite is a peaceful retreat, while the second bedroom offers flexibility for guests or office space. Rarely found in condo living, this unit also includes a private enclosed 3-car garage plus 2 separate storage units.

215 E Pleasant St Unit 401, Oconomowoc

Listing courtesy of Avanti Realty LLC. Selling Office: First Weber Inc - Delafield.

N57W34599 Road G -, Oconomowoc
$1,500,000
3 Beds ⋅ 2 Baths
Entered for comp purposes only.

N57W34599 Road G -, Oconomowoc

Listing courtesy of Compass RE WI-Lake Country. Selling Office: Keller Williams Realty-Milwaukee Southwest.

N63W35883 Frederick Dr, Oconomowoc
$1,450,000
4 Beds ⋅ 3 Baths
*Under Construction* The Willow by Kings Way Homes blends timeless architecture with modern luxury. A stone facade, steep gables, and covered entry create exceptional curb appeal. Inside, a dramatic see-through fireplace connects the great room and covered deck, while the chef's kitchen features a large island, quality cabinetry, and an adjoining dining area with a built-in buffet. Designed for gathering and everyday living, the home offers refined craftsmanship throughout. In addition, the main level includes 3 bedrooms plus a private office. The finished lower level features a 4th bedroom, rec room, and a dedicated wellness retreat with a sauna, and space for a cold plunge, creating the perfect balance of comfort, function, and relaxation.

N63W35883 Frederick Dr, Oconomowoc

Listing courtesy of Kings Way Realty, LLC. Selling Office: Compass RE WI-Lake Country.

N50W35328 Wisconsin Ave, Oconomowoc
$1,425,000
2 Beds ⋅ 2 Baths
Always wanted to get on the lake? Here's your chance! 52 feet of prime Okauchee Lake frontage in a quiet bay known for excellent swimming. Meticulously maintained home with cathedral ceilings and a wall of windows overlooking the water. Open kitchen flows into spacious living room, plus walk-out lower level with second living area and bar. Boathouse, permanent piers, and multiple deck areas make lake living fun & easy. 2-car garage with storage below. See documents for full list of updates, including newer roof and gutters, reflecting the exceptional care of this home. Move right in and start enjoying summer at the lake!

N50W35328 Wisconsin Ave, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: First Weber Inc - Delafield.

215 E Pleasant St Unit 302, Oconomowoc
$1,355,000
2 Beds ⋅ 2 Baths
Prime downtown Oconomowoc location at Fowler Lake Village! This beautifully appointed 2-bedroom, 2-full-bath condo offers approximately 1,924 sq. ft. of comfortable living with a spacious great room, kitchen, dining area, den, primary suite, laundry, and abundant storage. Enjoy western-facing Fowler Lake views from the private balcony. Exceptional amenities include a rooftop deck, fitness room, party/club room, dog run, and secure underground parking. Includes 2 prime garage spaces located closest to the building entrance, plus additional storage and mechanical room access just steps from the unit. Easy access to Fowler Lake, downtown shops, restaurants & entertainment. Luxury living at it's finest. Photos have been digitally altered.

215 E Pleasant St Unit 302, Oconomowoc

Listing courtesy of First Weber Inc - Delafield. Selling Office: First Weber Inc - Delafield.

N61W35366 Mariner Ct, Oconomowoc
$1,250,000
3 Beds ⋅ 3 Baths
Experience the best of Okauchee Lake living without the waterfront taxes. Set on a beautifully landscaped .8-acre lot adjoining the 12-acre Lakeview Acres park, this property offers sweeping lake views and includes a deeded boat slip along with access to the private HOA boat launch, beach & pavilion. The beautifully updated kitchen with oversized island opens to inviting gathering spaces, while the dramatic great room features soaring ceilings, a floor-to-ceiling stone fireplace, and access to the expansive deck. The walkout lower level features an 33x18 indoor pool, sauna, rec room, and patio access. A refreshed primary bath, heated garage with epoxy-coated floors, and an exceptional setting complete this rare offering just steps from the water.

N61W35366 Mariner Ct, Oconomowoc

Listing courtesy of Century 21 Affiliated - Delafield. Selling Office: First Weber Inc - Delafield.

N69W34498 Oconomowoc Rd, Oconomowoc
$1,250,000
4 Beds ⋅ 3 Baths
Discover an extraordinary private retreat tucked away on 3+ secluded acres. Surrounded by nature and breathtaking sunsets, this custom-built estate offers the perfect blend of luxury, comfort, and tranquility with no neighbors in sight. Overflowing with natural light, the living spaces include a gourmet kitchen overlooking the serene grounds, a private main-level owner's suite with vaulted ceiling, heated spa bath, walk-in closet, and patio access, plus a stunning office with floor-to-ceiling windows. Designed for entertaining, the walkout lower level features a theater, second kitchen, bedroom, and bonus room. Enjoy two patios, a fire pit, raised gardens, dog wash, garage stairs, and an unmatched sense of privacy just minutes from Lake Country's finest dining, shopping, and golf.

N69W34498 Oconomowoc Rd, Oconomowoc

Listing courtesy of Realty Executives Integrity~Brookfield. Selling Office: Shorewest Realtors, Inc..

W351N5305 Road C -, Oconomowoc
$1,200,000
3 Beds ⋅ 1 Baths
One party listing. For comp purposes only. This property has 2 structures on one lot. The address for the second structure is W351N5307 Road C. It has 2 bedrooms and one bathroom. Each house has its own energy service and well on sewer.

W351N5305 Road C -, Oconomowoc

Listing courtesy of First Weber Inc - Delafield. Selling Office: First Weber Inc - Delafield.

1612 Vico Pass, Oconomowoc
$1,195,000
4 Beds ⋅ 3 Baths
Exceptional craftsmanship defines this executive ranch in the heart of Oconomowoc, steps from dining, amenities & Silver Lake! Designed with 10' ceilings, arched passageways, solid wood doors & gleaming hardwood floors. Sun-filled open concept features a stone gas FP, chef's kitchen w/custom cabinetry, massive island, gas cooktop & db ovens, & bright 4-season room overlooking the private patio & mature landscaping. Luxe primary suite offers WIC, heated tile floors, dual vanities & custom steam shower. Exposed LL is a full in-law suite boasting 10' ceilings, large windows, family room, full kitchen/bar, stone FP, 2 bdrms, full bath & gym area. 3-car garage + abundant storage complete this exceptional 4BR/3BA home, blending condo living with the space, privacy & finish of a custom residence!

1612 Vico Pass, Oconomowoc

Listing courtesy of LPT Realty. Selling Office: First Weber Inc - Delafield.

1620 St Andrews Dr Unit 13, Oconomowoc
$1,195,000
4 Beds ⋅ 3 Baths
DEEDED BOAT SLIP! PRIVATE BEACH! BEAUTIFUL ITALIAN STYLE VILLA! If you appreciate the look and feel of old world Italy you will absolutely adore this exquisite condo. This home has the look and feel of an authentic Italian Villa combined w/ superior quality, luxurious appointments & modern conveniences. This condo measures a tad under 4000 sq ft of living space w/ 4BR's and 3.5BA's. The large kitchen, great room, Primary BRM & dining room are simply fabulous & must be seen to fully appreciate. Some of the many special features are beautiful wood & tile floors, a butler's pantry, 2 built-in wine coolers and a private courtyard w/ fireplace. This unit is one of only 7, each having a deeded boat slip and exclusive use and enjoyment of a private sandy beach w/ over 650 feet of Lake frontage.

1620 St Andrews Dr Unit 13, Oconomowoc

Listing courtesy of Patrick Bolger Realty Group. Selling Office: Patrick Bolger Realty Group.

Source of listing data: Metro MLS. Copyright 2026 Multiple Listing Service, Inc. - All Rights Reserved. Information is supplied by seller and other third parties and has not been verified. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

How much is your home worth?

Get instant property value now!