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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..

$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.

$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.

$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..

$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.

$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.

$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.

$499,000
4 Beds ⋅ 2 Baths
Tucked away on a quiet cul-de-sac in a desirable Oconomowoc location, this character filled 4 bedroom, 2 bath cape cod is just a short walk to Fowler Lake loop and downtown amenities. Beautiful hardwood floors grace the main level, while an oversized bay window floods the living room with natural light. Updated kitchen with granite counters & new white shaker cabinetry, natural fireplace, and flexible floor plan offer both comfort and versatility. Finished lower level is perfect for entertaining! Offers a 2nd natural fireplace and groovy retro bar! Enjoy a private patio and outdoor space perfect for relaxing. Lovingly maintained and thoughtfully updated, this home blends timeless charm with modern conveniences.

1077 Christopher Ct, Oconomowoc

Listing courtesy of First Weber Inc - Delafield.

$499,900
4 Beds ⋅ 3 Baths
Outstanding 4BR ranch home in an excellent location in The Orchards of Oconomowoc! Interior features an open floor plan with vaulted ceiling great room. Stone natural fireplace. Dining room offers plenty of windows and natural light. Kitchen with granite countertops and SS appliances included. Nice size bedrooms. Huge primary suite with vaulted ceiling, large walk-in closet, and oversized primary bath featuring separate shower and jetted tub. Exposed lower level has a finished bedroom suite with attached bath and full size windows. Relax on the back yard deck with sunsetter awning overlooking tree-lined back yard. Newer roof and exterior doors. Excellent neighborhood is very conveniently located!

940 Bartlett Dr, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$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.

$479,900
3 Beds ⋅ 1 Baths
Welcome to this impeccably maintained original-owner ranch nestled within the coveted Park View Place neighborhood. Nearly 2,000 square feet of refined living space unfolds across this thoughtfully designed residence featuring 3-bedrooms and an inviting wood-burning fireplace anchoring the spacious living room. The kitchen showcases elegant oak cabinetry complemented by sophisticated Corian countertops while a reverse osmosis water system ensures quality. A convenient bonus family room enhances everyday living and the enchanting screened porch overlooks a breathtakingly private backyard on nearly half an acre. Recent updates include a 2-year-old roof, newer appliances and a 2-car attached garage with updated flooring. Close to Lily Road Park, this home awaits your discovery. Welcome Home!

1330 Christopher Ct, Oconomowoc

Listing courtesy of Victory Realty Elite.

$485,000
Rare 3 family in the heart of Oconomowoc. Easy walk to downtown beach, pubs and eaterys. Home has been completely renovated in recent years including (3) new kitchens + (3) new bathrooms (see under Documents). Terrific income producer and/or owner occupied. Main level 2BR/1BA unit with (2) 1BR/1Ba upper units. Home boasts high ceilings and maintains most of its original woodwork. Extra large lot with a private fenced in back yard. 2 Car detached garage with walk up storage. Clean and dry basement has storage lockers and shared washer and dryer.

304 S Silver Lake St, Oconomowoc

Listing courtesy of Lakehomes.

$445,900
3 Beds ⋅ 2 Baths
Beautifully remodeled 3BR/2.5BA home situated on a spacious lot in a highly desirable Oconomowoc location! Offering approximately 2,500 sq ft, this move-in ready property features two large family/living room spaces, a first-floor bar/entertaining area, and an excellent layout for both everyday living and hosting guests. Recent updates include brand new mechanicals and extensive modern remodeling throughout. The updated kitchen and bathrooms blend contemporary finishes with warm character, while large windows provide abundant natural light. Attached 2.5-car garage, mature landscaping, and a peaceful setting complete the package. No neighbors in the backyard, bike trails, pond, playground, neighborhood fireworks and much more to enjoy! HOA $300/Year

W354N5766 Lisbon Rd, Oconomowoc

Listing courtesy of Expert Realty.

$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..

$499,900
3 Beds ⋅ 2 Baths

982 Glencoe Ln, Oconomowoc

Listing courtesy of Harbor Homes Inc.

$424,900
Move-in ready office in a highly visible diverse use location in the heart of Lake Country. Blocks from Okauchee Lake, this nicely maintained handicap accessible building has 4 offices, reception area, kitchen, bath, file room & full lower for ample storage. Natural & gas stone fireplace hi-lites the main office. Parking for 15+ cars & 2.5 car garage w/motion lighting, key pad & new garage door. Recently updated doors, flooring, paint, siding, bath, tile, furnace, water softener, gutter guards, siding, chimney, concrete & asphalt extra wide drive. Foundation has been professionally waterproofed with transferable warranty! All set on a appx. 1/2 ac lot w/mature trees & plantings. Lawn serviced by Natural Lawn Care Service of America. Zoned, SF, low density, rental, commercial, investment

N50W34710 Wisconsin Ave, Oconomowoc

Listing courtesy of First Weber Inc - Delafield.

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.