Refine Search
Map
Sort by
$599,000
6 Beds ⋅ 2 Baths
Back and Better than Ever! This custom contemporary home is nestled in one of Oconomowoc's highly desirable Fowler Lake area neighborhoods, offering an expansive 3,700+ square feet of living space, It features large bedrooms, Huge closets, two large bathrooms, double sink and dual shower heads in upper bath, and is flooded with natural light, soaring ceilings & architectural details that you don't see often! Private primary bedroom on its own level or guest quarters. Upper lofted rec rm and so much more. Enjoy a Private yard with patio, 10/10 walkability score to all that Downtown and Fowler Park/ lake loop have to offer. If you are looking for wow, come now!

727 E Madison St, Oconomowoc

Listing courtesy of Froemming Realty LLC.

$450,000
2 Beds ⋅ 1 Baths
Rarely does a property offer such exquisite craftsmanship & artistic detail while providing seemingly endless potential. Owned for decades by Master Woodworker & Fine Art Photographer Tony Casper, this amazing 2 bedroom, 1.5 bath colonial is a testament to his limitless talent & ability to create beauty, even in the most unassuming places. Whether walking up the charming front entry past his beloved Ginko, enjoying time in the custom crafted gazebo or relaxing fireside in the beechwood family/gallery room (with heated floor) built to display artifacts from world travels, Casper's creative touch is evident throughout. Make the lower studio your own space & don't miss the 15x12 office/work room off the garage!

524 E Jefferson St, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$599,900
4 Beds ⋅ 2 Baths
New Construction - ready October 2026 - The Harrington model features 4 BR's 2.5 BA's and a 1st floor Flex Room. The Great Room includes a corner gas fireplace with 9ft stone detail to ceiling. The Primary Suite features a Box Tray Ceiling, large Walk-In Closet, a Luxury Primary Bath with Tile Floors & Tile Bench in Shower and Double Bowl Vanity. Other Highlights include a Rear Foyer with a Drop Zone and Lockers, 2nd floor Laundry Room, 2.5 Car Garage and SO MUCH MORE!!

1334 Aberdeen Pl Unit Lt148, Oconomowoc

Listing courtesy of Harbor Homes Inc.

$549,900
2 Beds ⋅ 2 Baths
Beautifully maintained side x side condo offering peaceful pond views & abundant wildlife right outside your door. Enjoy the perfect blend of privacy and convenience w/ private front entrance & no-step entry. Open-concept floor plan w/ spacious kitchen featuring granite countertops, SS appliances, WIP, & dining area that flows seamlessly into great room w/ GFP. Adjoining sunroom w/ access to covered patio. A spacious owner's retreat has an on-suite deluxe bath & WIC. The guest bedroom is adjacent to a full bath & main floor laundry. The expansive lower level offers endless possibilities for future living space. Already stubbed for a bathroom & featuring walk-out access. Looking for low-maintenance living, privacy, & beautiful scenery, this condo is one you won't want to miss.

N54W35199 Coastal Ave Unit 42-02, Oconomowoc

Listing courtesy of M3 Realty.

$759,990
4 Beds ⋅ 2 Baths
HOUSE IS IN ROUGH TRADES. 4 bedrooms/2.5 baths/den/1.5 story design. 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. Double sinks family bath. 1st floor master bedroom suite/large WIC. 9' 1st floor ceilings/tray ceiling in kitchen-dinette/pitched ceiling in den/tray ceiling in master bedroom. Kitchen cabinets w/hardware & crown moulding/granite or equivalent countertops/backsplash/island/pantry closet. Mudroom w/drywall lockers & closet. Laundry room w/cabinets & sink. Covered front porch w/box posts. 2/3 glass entry door w/transom window & combo deadbolt. 3-car garage w/large storage area (12'8' x 11'3')/service door/openers/remotes/keypad.

1742 Switchgrass St, Oconomowoc

Listing courtesy of Kaerek Homes, Inc..

$609,900
3 Beds ⋅ 2 Baths
New Construction - Ready in September! Introducing the Concord model at Prairie Creek Ridge in Oconomowoc, a beautifully designed ranch style home offering 1,913 sq ft of modern living.. This home features 3 bedrooms and 2 baths, highlighted by high ceilings, a cozy gas fireplace, and durable LVP flooring throughout the main living areas with LVT in the bathrooms. The kitchen stands out with elegant quartz countertops, perfect for both everyday living and entertaining. Situated on Lot 430, a .24 acre homesite, this home also includes a spacious 2.5 car garage for added convenience and storage.

1276 Wild Rye Ln, Oconomowoc

Listing courtesy of Loos Custom Homes,LLC.

$2,349,000
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.

$749,900
5 Beds ⋅ 3 Baths
Welcome home to Prairie Creek Ridge! Built in 2016, this exceptional colonial blends luxury, functionality, and high-style design. The open-concept main level features a grand two-story entry, gourmet KIT with granite countertops, large island, walk-in pantry, spacious LR with gas fireplace, plus a flex room, mudroom, and main-floor laundry. Upstairs offers four bedrooms, including a spacious primary suite with two walk-in closets and a spa-like en suite. The finished lower level includes a wet bar, wine cellar, rec room, fifth bedroom, full bath with steam shower, and kids' playhouse. Enjoy an oversized heated garage, fenced backyard with pergola, hot tub, sprinkler system, and an ideal Lake Country location! This meticulously cared for home checks all the boxes an is sure to impress!

1311 Prairie Creek Blvd, Oconomowoc

Listing courtesy of Firefly Real Estate, LLC.

$1,674,900
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.

$434,900
2 Beds ⋅ 2 Baths
A rare, corner-unit retreat in Pioneer Ridge. This 3rd floor condo pairs sweeping views of Oconomowoc with refined, easy living! Vaulted ceilings and an open concept layout frame the great room's gas fireplace, while the spacious balcony delivers unforgettable sunset views. The kitchen features granite counters, breakfast bar, and large walk-in pantry, flowing naturally into the dining area. The primary suite offers two closets and a bath with separate tub and shower. Enjoy in-unit laundry, newer appliances, two underground parking spaces, and two storage lockers. Furnace and AC replaced in 2026. Pet friendly. Amenities include green space, clubhouse, outdoor pool, gym. Secure building with elevator, plus a prime location near downtown Oconomowoc. Seller prefers to include all furnishings.

173 N Lapham St Unit 306, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$749,900
2 Beds ⋅ 2 Baths
Exceptional 7.6-Acre Country Retreat w/Expansive 5,600 Sq. Ft. Workshop! Discover the perfect blend of privacy, functionality, & country charm! This well-maintained, all-brick raised ranch features 2BR & 2BA, offering comfortable living in a peaceful rural setting. Newer roof, dishwasher, & microwave provide added value & peace of mind. Huge 40' x 140' workshop, offering 5,600 sf of main-level space. Equipped w/3 furnaces & C/A, this versatile building is ideal for a home-based business, contractor, hobbyist, collector, or anyone in need of substantial workspace or storage. An expansive attic provides more room for storage or future possibilities. Additional amenities include a det. 2-car GA w/electricity, privately situated on the S end of the property. Surrounded by open countryside.

N79W34857 Petersen Rd, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$749,900
4 Beds ⋅ 3 Baths
Deeded pier and boat slip on Lac La Belle - Located just steps from the heart of downtown Oconomowoc, this spacious 4-bed, 3-bath home offers the perfect blend of comfort, convenience, and lake-area living. Enjoy lake-access rights to beautiful Lac La Belle, along with a mix of shopping, creative local restaurants, and inclusive community parks within walking distance. The home boasts updated rooms and features, complemented by hardwood floors that add warmth and character throughout. The lakeside living and downtown charm make this one you cannot pass up--come take a tour today!

632 W Wisconsin Ave, Oconomowoc

Listing courtesy of RE/MAX Service First.

$499,900
3 Beds ⋅ 2 Baths
NEW CONSTRUCTION - Ready DECEMBER 2026- Our Alexander model is a 2-story 3 bed, 2.5 bath townhome with an open concept first floor. The Kitchen includes quartz countertops, pantry, a large island and soft close cabinetry. The Great Room features a stunning stone to 9' ceiling gas fireplace. In addition, the first floor offers a Powder Room and Rear Foyer with WIC. The second floor Primary Suite features 2 walk in closets, box tray ceiling and a luxurious bathroom with tiled shower walls and tiled bench. A second floor Laundry Room with upper cabinets, two additional bedrooms and full bath round out this ideal floor plan.

947 Lagom Way Unit Bldg 9 Lt104, Oconomowoc

Listing courtesy of Harbor Homes Inc.

$699,900
4 Beds ⋅ 2 Baths
Energy efficient 2-story located on lot 87 in Olde Highlander! Olde Highlander will feature a range of amenities designed for convenience and enjoyment, including extensive walking paths, a swimming pool, a zero-entry splash pad, and a clubhouse. 1st floor features an open kitchen w/ spacious walk-in pantry, a sunroom w/ vaulted ceiling & electric fireplace, + a flex room w/ French doors off the front foyer. 2nd floor features a primary suite, 3 secondary bedrooms, hall bathroom & laundry room. Primary boasts a cathedral ceiling & includes 2 WICs, a tiled shower & two sinks. LL has partial exposure & includes a full bath rough-in, ERV System & plenty of space for future finishing. Home is currently under construction, estimated completion November.

1351 Scotsland Ln, Oconomowoc

Listing courtesy of Tim O'Brien Homes LLC.

$479,000
3 Beds ⋅ 2 Baths
Tucked into a quiet, tranquil cul-de-sac, just a short walk to downtown shops, lakes, restaurants, parks, trails & all Oconomowoc has to offer, this beautiful mid-century ranch provides everything astute buyers expect in a quality home. With several living spaces throughout, the ''kitchen open to family room with natural fireplace'' is possibly the most sought-after floorplan designs for contemporary living and entertaining. Impressive updates such as newer cooks kitchen, and baths, as well as recent carpet in the living room and brand new carpet downstairs! Special features include: home warranty, heated garage, patio doors to private (lockable) fenced back yard and side garden shed with extra parking! See documents section for property details/updates.

677 Tulip Ct, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$724,900
4 Beds ⋅ 3 Baths
Desirable Eastlake Village at Pabst Farms! Beautifully updated 4BR, 3.5BA home featuring extensive 2023 upgrades throughout the main level, including custom kitchen cabinetry, quartz countertops, center island, tile backsplash, new flooring, baseboards, hardware, lighting, and custom cabinetry in the main-floor laundry. The light and airy design with a cozy gas fireplace is perfect for everyday living and entertaining. Spacious primary suite with private bath. Finished lower level with egress windows and full bath offers additional living space. Relax on the private patio surrounded by mature trees and landscaping. Complete with a 3-car garage and conveniently located near parks, trails, shopping, and dining, just minutes from downtown Oconomowoc.

1847 Springhouse Dr, Oconomowoc

Listing courtesy of Response Realtors.

$679,900
4 Beds ⋅ 2 Baths
Why wait for new construction? Modern farmhouse-inspired 4BR home built in 2021 with thoughtful design and quality finishes. Turnkey convenience with an open backyard, full landscaping, concrete patio, and all appliances included. Two-story foyer leads to an open layout with 9-ft ceilings and LVP flooring. Stunning kitchen offers white cabinets, quartz counters, backsplash, island and walk-in pantry. Versatile Dining area opens to Great Room with beautiful stone fireplace. Main-floor Family Room/Den plus convenient Mud Room area. Spacious primary suite with walk-in closet, tiled shower and dual sinks. 3-car garage, 2-zone heating, and LL plumbed for future bath. You'll love the welcoming neighborhood setting complete with walking trails, nearby pickleball courts and playground.

1513 Whalen Dr, Oconomowoc

Listing courtesy of Coldwell Banker Realty.

$599,000
2 Beds ⋅ 2 Baths
Experience effortless luxury in this nearly new 2024 Kingsway-built condo in desirable Oconomowoc. Offering 1,579 sq ft, this immaculate 2-bedroom, 2-bath home features soaring 10-foot ceilings & upscale finishes throughout. The inviting great room showcases a stunning crossed-beam ceiling, creating warmth & architectural charm. The spacious primary suite impresses w/ a coiffured ceiling, large walk-in closet, and private bath with double vanities & a walk-in shower. Lightly lived in & meticulously maintained, this home feels like new construction without the wait. A perfect blend of comfort, style, and quality craftsmanship in a sought-after location.

1615 Belmont Ln Unit 50, Oconomowoc

Listing courtesy of Patrick Bolger Realty Group.

$564,900
4 Beds ⋅ 2 Baths
Completely renovated 4-bedroom, 2.5-bath ranch offering 2,166 sq. ft. of stylish, move-in-ready living. The open layout is filled with natural light from abundant windows, while vaulted ceilings and skylights create an airy, inviting feel in the heart of the home. The beautifully updated kitchen features quartz countertops, soft-close cabinetry, and a cozy fireplace--perfect for gathering with family and friends. Durable LVP flooring flows throughout, providing both beauty and easy maintenance. With no basement to maintain and thoughtful updates throughout, this home offers comfort, convenience, and effortless everyday living. All of this while being just minutes from the lake and shops of Oconomowoc!

924 N Oakwood Ave, Oconomowoc

Listing courtesy of Epique Realty.

$1,349,000
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.

$619,000
2 Beds ⋅ 2 Baths
Rare opportunity to own one of Bay Pointe's newest ranch condominiums! Perfectly situated at the end of a quiet cul-de-sac, this beautifully maintained home backs to 42 scenic acres of Pondview Park with ponds, walking trails, and abundant wildlife. Lightly lived in as a second home, it features today's sought-after finishes, no-step entry from both the front door and garage, wide hallways and doorways, lever-style handles, and a low-threshold primary shower. Gourmet kitchen with quartz countertops, stainless appliances, and a large island opens to the dining area, gathering room with gas fireplace, sunroom, and covered patio. Private primary suite, main-floor laundry, lower level with egress window and future bath plumbing. Minutes to Okauchee Lake, Hwy 16 & I-94!

N55W35032 Coastal Ave, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$699,800
4 Beds ⋅ 3 Baths
Absolutely Gorgeous home on Oconomowoc River! Over 3,000 sq ft 2 Story home w/gleaming hardwood floors, 3.5 baths & exposed lower level. Updates include new roof, gutters & siding ('23), deck ('25) & remodeled basement in 2005. 2 Story Great Room w/river views, 20 ft ceiling, beautiful gas fireplace & huge stacked windows. Kitchen w/maple cabinetry, elevated snack bar, large dbl door pantry. Dining Room w/patio doors opening to huge deck. Primary Bedroom & 2 upper bedrooms w/cathedral ceilings. Main level office w/french doors. Main level laundry rm. Primary Suite with Private bath & walk-in closet. Awesome walk-out finished lower level w/Family Rm, 4th Bedroom, 3rd full bath & river views. Quiet neighborhood w/park just across the street. Large covered front porch, upper deck & rear patio

695 Summer Creek Rd, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$499,900
3 Beds ⋅ 2 Baths
READY DECEMBER 2026 - Our Donovan model is a 2-story 3 bed, 2.5 bath townhome with an open concept first floor. The Kitchen includes quartz countertops, pantry, a large island and soft close cabinetry. The Great Room features a stunning stone to 9' ceiling gas fireplace. In addition, the first floor offers a Powder Room and Rear Foyer with WIC. The second floor Primary Suite features a large walk in closet, box tray ceiling and a luxurious bathroom with tiled shower walls and tiled bench. A second floor Laundry Room with upper cabinets, two additional bedrooms and full bath round out this ideal floor plan.

945 Lagom Way Unit Bldg 9 Unit 103, Oconomowoc

Listing courtesy of Harbor Homes Inc.

$719,900
3 Beds ⋅ 2 Baths
Welcome to Prairie Creek Ridge. This new construction home has a completion in August 2026. This large 3 bedroom/2bath/Flex room open concept ranch is loaded with builder upgrades. Please view builder upgrade sheet in documents. House offers large kitchen with ample cabinets, island and generous walk in pantry. Mudroom directly off garage, tray ceilings, double sinks in both bathrooms, primary bedroom has dual access large WIC. 9' basement with 5 windows for natural light is plumbed for future full bath. Enjoy the outdoors in any weather condition on your covered deck which is prepped for a TV to watch the game in any season. At this point, buyers still have the option to pick some interior finishes. All appliances, including washer & dryer are included. Floorplans in documents.

1362 Lynn Cir, Oconomowoc

Listing courtesy of Gregg Schmidt Realty LLC.

$649,900
3 Beds ⋅ 2 Baths
Timeless elegance meets modern convenience in this beautifully updated Victorian in the coveted Merchants Plat neighborhood. This exceptional home showcases exquisite original woodwork & pocket doors along with thoughtful modern updates throughout. The stunning kitchen features custom cabinetry & hardware with butcher block countertops. Upstairs are 3 spacious bedrooms, a convenient laundry in the walk-in closet & 2 full baths. The spa-like bath is complete with a classic clawfoot tub and a luxurious walk-in shower with multiple shower heads. A walk-up storybook attic on the 3rd floor is ready for your touch. Relax in the sunny sunroom or on the deck overlooking the expansive backyard. Newer windows & roof provide added peace of mind. Just steps from City Beach, downtown shopping & more.

520 W Wisconsin Ave, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$449,900
4 Beds ⋅ 2 Baths
Welcome to this well-maintained 4-bedroom, 2-bath home in a desirable location near beautiful Fowler Lake, parks, walking trails, and local amenities in the desired Oconomowoc School District. The spacious floor plan offers comfortable living with plenty of room for family, guests, or a home office. Step outside to enjoy the large backyard, perfect for entertaining, gardening, or relaxing. Whether you're looking for convenience, outdoor recreation, or a great place to call home, this property has it all. Don't miss this fantastic opportunity! Updates include: Hardwood flooring under carpet on main level. Roof 2022, Windows 2016, Garage Door 2026. Furnace and AC about 10 years.

607 Poppy St, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$724,900
3 Beds ⋅ 2 Baths
OCCUPANCY - SPRING '27! Enjoy effortless living in this thoughtfully designed new construction 3-bedroom, 2-bath ranch condo. The open-concept floor plan features quartz kitchen countertops, stainless steel appliances, a pantry, and spacious living and dining areas. The great room offers a cozy gas fireplace and direct access to the sunroom, which opens to a private deck. The owner's suite includes a spacious bedroom, dual walk-in closets, and a well-appointed ensuite bath with a large ceramic-tiled shower and storage. Additional highlights include main-level laundry, attached 2-car garage, and a partially exposed lower level for future expansion. Planned clubhouse and swimming pool currently underway!

1356 Prairie Creek Cir Unit 26C, Oconomowoc

Listing courtesy of Kings Way Realty, LLC.

$324,900
3 Beds ⋅ 1 Baths
Charming 3-bedroom, 1-bath, 2-story home full of timeless character and conveniently located close to local amenities. Situated directly across from the park, this inviting home features beautiful natural woodwork, hardwood floors, spacious bedrooms, and a welcoming front porch with a low-maintenance composite deck--perfect for relaxing and enjoying the neighborhood setting. The formal dining room showcases a classic built-in china cabinet, adding warmth and functionality for entertaining or everyday living. A walk-up attic provides excellent storage or future expansion potential. Outside, enjoy a nice-sized backyard with room to relax, garden, or play. Conveniently located near shopping, dining, schools, and downtown Oconomowoc, this home offers classic appeal in a desirable location.

614 S Silver Lake St, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$1
3 Beds ⋅ 1 Baths
Property is being sold via online auction. Auction runs July 9th thru July 30th. 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 with an expansive building envelope--ideal for constructing a substantial custom home. Existing structure is considered a tear-down, presenting a blank canvas for new construction. The entire lot is usable, flat and has no wetlands, allowing for maximum flexibility in design and footprint. Property is being sold in as-is, where-is condition. Buyer is encouraged to do their due diligence to anything pertinent to Buyer's decision.

N73W36388 S Shore Dr, Oconomowoc

Listing courtesy of HomeBuyers Advantage, LLC.

$1
Property is being sold via online auction. Auction runs July 9th thru July 30th. 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 with an expansive building envelope--ideal for constructing a substantial custom home. Existing structure is considered a tear-down, presenting a blank canvas for new construction. The entire lot is usable, flat and has no wetlands, allowing for maximum flexibility in design and footprint. Property is being sold in as-is, where-is condition. Buyer is encouraged to do their due diligence to anything pertinent to Buyer's decision.

N73W36388 S Shore Dr, Oconomowoc

Listing courtesy of HomeBuyers Advantage, LLC.

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.