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$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..

$565,000
2 Beds ⋅ 2 Baths
Lakefront Living on Beautiful Fowler Lake! Enjoy breathtaking lake views from this beautiful end unit main-floor condo featuring 2BRs, 2BAs, 2 GA spaces, heated outdoor pool, community pier, & the opportunity to apply for your own private boat pier. Open-concept design offers a beautiful KIT with quartz counters & Samsung black SS appliances, updated BAs, newer flooring in main living areas, and stunning Fowler Lake views from both BRs and the living area. Relax on your lakeside patio just steps from the pool, and enjoy stunning sunsets over the water. This secure building has an elevator and includes a private storage locker just 20 ft from your front door & easy access to the underground heated GA! Exceptional restaurants, boutiques, parks, year-round events all within walking distance.

320 E Pleasant St Unit 105, Oconomowoc

Listing courtesy of Shorewest Realtors, 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.

$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.

$565,000
2 Beds ⋅ 2 Baths
Stunning 2BR, 2.5BA condo offers exceptional privacy with 2 thoughtfully positioned decks- one off the KIT and the other adjoining the DR- creating inviting spaces for relaxing or entertaining. The recently updated white KIT features soaring ceilings, abundant workspace, spacious center island, SS appliances, and a built-in wine refrigerator. Generously sized main-floor primary suite includes a charming bayed sitting alcove, 2 closets, and a luxurious en-suite BA complete with soaking tub & separate shower. Upstairs, find a private suite with its own full BA, offering comfort and privacy. Just steps from Pine Terrace's private pier, boat slips are available on a first-come, first-served basis, making lake living both convenient and enjoyable. An easy walk to all the downtown amenities.

207 Pine Ter, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$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..

$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.

$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..

$427,900
2 Beds ⋅ 2 Baths
UPDATES UPDATES! From floor to ceiling, updates are everywhere in this 2 Bedroom, 2.5 Bathroom Parkway Green Condo w/Fresh Paint, New Carpet, Refinished HWF's, Updated Electrical & Light Fixtures, & New Kitchen. This two story side by side offers an open layout that flows into beautifully remodeled Kitchen featuring Quartz counters, tile backsplash, SS appliances, painted cabinets, & hardware. Kitchen opens to dining area & living space w/GFP, private covered 3 season patio & views of pond. Main floor primary bedroom provides WIC & ensuite bath & jetted tub. Plenty of storage throughout including spacious basement w/Rec Room, full-size windows, stubbed full bath & storage area. Handicap Accessible. Per Seller: Furnace & AC-4 yrs, Water Heater-3 yrs. Centrally located shopping & amenities!

970 Oconomowoc Pkwy, Oconomowoc

Listing courtesy of Keller Williams Realty-Lake Country.

$2,599,000
2 Beds ⋅ 2 Baths
Torn down and re built in 1994 w/ recent remodel inside and out by Groskopf. Incredible lake views w/ over 100 ft of frontage. Gourmet kitchen w/quartz, custom tile, luxury slow close cabinets and high end appliances. Open concept w/living rm open to dining rm w/builts ins. Main floor master suite w/luxurious bth and WIC. 2nd floor large bedrm adjacent to 1/2 bth. Back hall w/private entry to garage & custom built ins. Open staircase leads to full walk out LL featuring family rm w/GFP, gorgeous wet bar w/seating. Open concept flow to bonus area. Full bth w/stunning finishes. 3rd bonus rm located on LL. Loads of storage! 2 all year piers, functioning boat house w/roof top seating. Lush lot w/water feature. Composite wrap around deck plus lower patio! Incredible views! Home/lot are Stunning

N50W35310 Wisconsin Ave, Oconomowoc

Listing courtesy of The Real Estate Studio.

$769,500
2 Beds ⋅ 2 Baths
Rare, nearly one of a kind stand alone condo unit in the sought-after Pine Terrace Condos along the shores of Fowler Lake. The stunning elegance of this hidden gem offers a gentile charm and easy to use floor plan. Surrounded by pines each window has a view of nature. Divine guest room and easy access to the well-crafted hall bath is sure to please. Have it all in your very own condo with no shared walls! Added to the unique character of this unit is the private patio with bricked walls and a lovely wrought iron gate. allowing for plenty of room for guests. A generous dining area, formal living area and comfortable family room complete the space. Generous main level laundry has a beautiful wooded view out the window. Slips are available on a first come first serve basis on Fowler Lake.

506 Pine Ter, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$644,900
2 Beds ⋅ 2 Baths
Welcome to the charming Breton. **Under Construction - Occupancy Spring of '27!** The Village Crossing II at Pabst Farms Condominiums--a maintenance-free community nestled in the Pabst Farms community. This thoughtfully designed 2-bedroom, 2-bathroom condo showcases timeless finishes: warm wood flooring, elegant ceramic tile in the bathrooms, and a luxurious spa-like tiled shower in the primary bath. The open-concept kitchen, dining, & great room area is perfect for entertaining, with 10' ceilings, coffer style ceilings treatment, large pantry, & an island ideal for gatherings. A one-year YMCA Pabst Farms membership is included. Schedule your showing today!

1612 Belmont Ln Unit 36B, Oconomowoc

Listing courtesy of Kings Way Realty, LLC.

$644,900
2 Beds ⋅ 2 Baths
Welcome to the charming Breton. **Under Construction - Occupancy Spring of '27!** The Village Crossing II at Pabst Farms Condominiums--a maintenance-free community nestled in the Pabst Farms community. This thoughtfully designed 2-bedroom, 2-bathroom condo showcases timeless finishes: warm wood flooring, elegant ceramic tile in the bathrooms, and a luxurious spa-like tiled shower in the primary bath. The open-concept kitchen, dining, & great room area is perfect for entertaining, with 10' ceilings, coffer style ceilings treatment, large pantry, & an island ideal for gatherings. A one-year YMCA Pabst Farms membership is included. Schedule your showing today!

1614 Belmont Ln Unit 35B, Oconomowoc

Listing courtesy of Kings Way Realty, LLC.

$299,900
2 Beds ⋅ 2 Baths
Welcome home to this beautiful 2-bedroom, 2-bathroom ground floor condo in desirable Oconomowoc. The open-concept floor plan offers a spacious and inviting living area, perfect for everyday living and entertaining. Large windows fill the home with natural light, creating a bright and airy atmosphere throughout. The primary suite features a private bath and generous closet space, while the second bedroom and full bath provide flexibility for guests or a home office. Relax on the covered patio or enjoy the community clubhouse. A two-car garage offers plenty of space for vehicles or added storage. With low property taxes and a great location near shopping, dining, parks, and recreation, this home offers comfort, value, and convenience in a low maintenance condo lifestyle.

W398N5953 Autumn Woods Dr, Oconomowoc

Listing courtesy of Keller Williams Realty-Lake Country.

$387,900
2 Beds ⋅ 2 Baths
Meticulously maintained 2BR/2.5BA condo in desirable Mission Lakes, steps from private Florence Lake and downtown Okauchee! Beautiful upgraded exotic Merbau engineered hardwood floors add warmth and elegance throughout the main living areas. The great room features a gas fireplace and patio doors leading to a private balcony with western exposure. The kitchen offers granite countertops, a breakfast bar, an adjoining dining area, and stainless steel appliances. The spacious primary suite features a large walk-in closet and private bath. A second bedroom, full bath, and in-unit laundry with washer and dryer. Deeded parking spot and storage unit complete the home. The complex offers a lakeside patio, boathouse, and association-owned pontoon. Please note: Mission Lakes is a 55+ community.

N51W34861 Wisconsin Ave Unit 3112, Oconomowoc

Listing courtesy of Avanti Realty LLC.

$625,000
2 Beds ⋅ 2 Baths
OCONOMOWOC. Located across the street from the Oconomowoc Country Club in the desirable Glen Oconomowoc sits this beautifully maintained 2 bedroom, 2 bath condo. Offering 1870 sq ft of comfortable living space, this exceptional home features vaulted ceilings, rich LVP flooring, and a cozy fireplace. The spacious 4- season sun-room provides the perfect place to relax year-round. The over sized KIT is a chef's dream w/ SS appliances, quartz counters, abundant cabinetry, and generous workspace. The primary includes a bath and large walk-in closet. An expansive LL is ready for finishing and is already plumbed for a bath. Enjoy resort-style amenities w/ the club house, fitness center and in-ground swimming pool across the street.

1013 Ann Marie Way, Oconomowoc

Listing courtesy of Patrick Bolger Realty Group.

$249,900
2 Beds ⋅ 1 Baths
Prime location and affordability! Don't miss your chance to own this charming bungalow in the heart of Oconomowoc--perfect for a starter home or an investment property. This 2-bedroom home has an enclosed front porch for year-round enjoyment. The bathroom has been updated with heated floors and the kitchen features SS appliances. The backyard is a gardener's oasis, with garden beds already set up for planting. A little love will maximize this home's full potential. Only 2 blocks from the beach and walking distance to downtown festivals, shopping, food and more provides everything you need. Don't pass up this opportunity to own prime real estate in downtown Oconomowoc!

423 W South St, Oconomowoc

Listing courtesy of Century 21 Affiliated - Delafield.

$614,900
2 Beds ⋅ 2 Baths
This stunning 2-bed, 2.5-bath Kingsway ranch condo at Village Crossing at Pabst Farms is move-in ready with every detail thoughtfully executed. The gourmet kitchen features a quartz island, stainless appliances, walk-in pantry, and custom backsplash, flowing into the great room with 10-ft coffered ceilings and a stone-surround gas fireplace. The owner's suite offers a spa-like walk-in shower, quartz baths, and custom closet systems throughout. Hardwood floors round out the finishes. Enjoy a landscaped patio -- no build wait required. Enjoy a finished lower level with a half bath and ample storage. Walking distance to shops, restaurants, offices, and the YMCA -- Lake Country living at its finest.

1522 Champion Ct, Oconomowoc

Listing courtesy of First Weber Inc - Delafield.

$449,900
2 Beds ⋅ 2 Baths
Why wait for new construction when this practically new Veridian Twin Home is finished & move-in ready? Barely lived in & impeccably maintained, this ranch-style home offers easy, low-maintenance living with lawn care & snow removal included in the $245/month HOA fee. The open-concept floor plan features 2 BRs, 2 full BAs & spacious kitchen w/large island, pantry, & abundant cabinetry. Patio doors lead to concrete patio w/open views. Nice primary suite w/walk-in closet & private bath. Convenient main-floor laundry w/upgraded washer/dryer & bench/storage. Expansive LL plumbed for 3rd BA & ready for future finishing and/or excellent storage. A 2-car attached garage provides add'l storage space, & the yard is yours to enjoy & plant as you please! Great subdivision w/multiple walking paths!

957 Elderberry Rd, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$315,000
2 Beds ⋅ 2 Baths
LIVE YOUR BEST LIFE in this beautifully updated 2BR/2BA condo at Oconomoc's Silver Ridge! Unbeatable prime location near downtown, the interstate, and the Lake Country Trail. This sought-after third-floor unit features cathedral ceilings, great views, & easy elevator access. Updates include newer carpet, stylish kitchen backsplash, stainless appliances, and marble tile bath surround. Both bedrooms have walk-in closets and private bath access. Relax in the bright three-season room with floor-to-ceiling windows. Additional highlights include a den/office, in-unit laundry, secure entry, community room and 2 heated underground garage spaces. Although it's a 55-plus community, up to 4 units can be owned by people under 55, and that threshold has not been met! Water/sewer included in dues!

273 Oconomowoc Pkwy, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$1,450,000
2 Beds ⋅ 1 Baths
Rare opportunity on sought-after Okauchee Lake with an impressive 150ft of frontage with 3 piers and beautiful lake views from nearly every room. This 2 bedroom, 1 bath home offers the chance to enjoy the lake lifestyle today while bringing your own vision and updates to the property over time. Enjoy a spacious kitchen, 2 generous bedrooms and a living room with bar and patio doors to huge deck for entertaining. The large yard offers ample space for entertaining, and the frontage is great for swimming. The garage offers added storage for lake essentials and toys. Located within walking distance to popular restaurants, bars, and nightlife, this property combines a prime location, expansive frontage, and endless potential on one of Lake Country's most desirable lakes.

N50W35096 Wisconsin Ave, Oconomowoc

Listing courtesy of First Weber Inc - Delafield.

$399,900
2 Beds ⋅ 2 Baths
Welcome to Mission Lakes in Okauchee! This desirable second floor corner unit offers added privacy and an abundance of natural light throughout. The open concept layout features a spacious living area that flows to a private balcony. Extra windows enhance the bright, airy feel, while generously sized primary suite and second bedroom and bath provide comfort and flexibility. In unit laundry and underground parking complete the practicality of this beautiful unit. Enjoy the exceptionally maintained community, access to Florence Lake, and a convenient location to nearby dining and recreation in quaint downtown Okauchee. Ideal as a year round home or for the Lake Country summer!

N51W34861 Wisconsin Ave Unit 2110, Oconomowoc

Listing courtesy of First Weber Inc - Delafield.

$559,900
2 Beds ⋅ 2 Baths
NEW CONSTRUCTION - ready Sept 2026! Look no further for Luxury Ranch Condominium living with 2 Bedrooms plus a Sunroom, featuring open design concept with 9' Ceilings throughout. Beautiful kitchen for entertaining with large island, soft close cabinetry and quartz countertops. Enjoy a spacious great room that features a stunning stone to ceiling fireplace and box tray ceiling! The Sunroom opens up to the Dinette and lets in so much natural light. The private primary suite includes a box tray ceiling, with a luxury bathroom with ceramic tile shower and bench, a double bowl vanity, and a large walk in closet. Make The Reserve at Olde Highlander your future home!

924 Wallace Loop Unit 29, Bldg 15, Oconomowoc

Listing courtesy of Harbor Homes Inc.

$464,900
2 Beds ⋅ 2 Baths
Move-in Ready 83 ARW Wyatt Cottage Unit A, TWIN HOME! Welcome to Haven, a community of Twin Homes offering low-maintenance living in custom homes with private yards. Monthly association fee of $245 covers lawn mowing, fertilization, and snow removal; plus a la carte seasonal services are available for a separate rate. All 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 Lindsay Windows, Kohler, Floor 360 and Auburn Ridge just to name a few. To top it off, offers a one-year limited warranty, backed by our own dedicated customer service team.

1057 Elderberry Rd, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$679,900
2 Beds ⋅ 2 Baths
IMMEDIATE OCCUPANCY. Experience refined, low-maintenance living in this beautifully designed new-construction 2-bedroom, 2-bath condo. The elegant eat-in kitchen features quartz countertops, stainless steel appliances, abundant cabinetry, and a stylish snack counter open to the sun-filled great room. A cozy gas fireplace and private deck create an inviting space for relaxing or entertaining. The owner's suite offers a peaceful retreat with a walk-in closet and a spa-inspired ensuite bath with a spacious ceramic-tiled shower. Additional amenities include main-level laundry, a THREE-CAR attached garage, energy-efficient construction, and a planned clubhouse and pool currently underway.

1388 Prairie Creek Cir Unit 12E, Oconomowoc

Listing courtesy of Kings Way Realty, LLC.

$694,900
2 Beds ⋅ 2 Baths
IMMEDIATE OCCUPANCY. Experience refined, low-maintenance living in this beautifully designed new-construction 2-bedroom, 2-bath condo. The elegant eat-in kitchen features quartz countertops, stainless steel appliances, abundant cabinetry, and a stylish snack counter open to the sun-filled great room. A cozy gas fireplace and private deck create an inviting space for relaxing or entertaining. The owner's suite offers a peaceful retreat with a walk-in closet and a spa-inspired ensuite bath with a spacious ceramic-tiled shower. Additional amenities include main-level laundry, a two-car attached garage, energy-efficient construction, and a planned clubhouse and pool currently underway.

1383 Prairie Creek Cir Unit 16E, Oconomowoc

Listing courtesy of Kings Way Realty, 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.