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1205 Blue Dahlia Rd, Oconomowoc
$539,900
5 Beds ⋅ 2 Baths
Set in one of Oconomowoc's most sought after neighborhoods, this 5 bedroom, 2.5 bath home delivers space, character, and a relaxing backyard retreat! Mature landscaping frames the partial brick exterior, while a private composite deck with a tranquil water feature creates an unforgettable outdoor escape in back. Inside, hardwood floors anchor a large living room and formal dining room, leading to a kitchen with tile flooring, walk in pantry, and built in dining table. The main floor primary suite addition impresses with a vaulted ceiling, fireplace, built ins, walk in closet, and spa like bath. Four generous upper level bedrooms and a partially finished lower level with workshop complete a home that blends comfort, charm, and lasting quality! New roof in 2022. Conveniently located!

1205 Blue Dahlia Rd, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

1758 Bess Ct, Oconomowoc
$599,900
3 Beds ⋅ 3 Baths
Sophisticated Lake Country living awaits in this beautifully curated 3BDRM/3BATH ranch-style condo in PABST FARMS. Thoughtfully designed with an elevated aesthetic, the bright, open-concept interior features soaring ceilings, abundant natural light, custom woodwork, designer lighting, and refined finishes throughout. The kitchen showcases quartz countertops, a beautiful complementary backsplash, custom wall accents, and brand-new appliances. Step outside to the oversized private patio overlooking mature landscaping and peaceful green space--an exceptional setting for entertaining or enjoying beautiful sunset views. Ideally located in the heart of Lake Country, this exceptional residence offers comfort, privacy, style, and effortless maintenance-free living.

1758 Bess Ct, Oconomowoc

Listing courtesy of Patrick Bolger Realty Group.

1704 River Lakes Rd N, Oconomowoc
$744,900
4 Beds ⋅ 3 Baths
Experience refined luxury in Eastlake Village at Pabst Farms with this meticulous 4BR/3.5BA estate. A striking grand foyer anchors the main level, opening to both an elegant formal dining room with a butler's pantry and a gracious great room centered by a gas fireplace. The gourmet eat-in kitchen features SS appliances, granite countertops, a breakfast bar, and direct access to a private patio. A bedroom & half bath complete the main level. Upstairs, two bedrooms reside alongside the primary with ensuite & convenient adjacent laundry. The LL is built for entertaining, boasting a custom bar, wine cooler, second gas fireplace, full bath, workshop, and direct entrance to the oversized 3.5-car garage. Set in a top-rated school district, this turnkey home offers exceptional quality throughout.

1704 River Lakes Rd N, Oconomowoc

Listing courtesy of Mahler Sotheby's International Realty-Lake Country.

686 S Concord Rd, Oconomowoc
$474,900
4 Beds ⋅ 1 Baths
This spacious and inviting home is filled with natural light and thoughtful spaces designed for both everyday living and relaxation. The living and family rooms feature large windows, creating a bright and welcoming atmosphere. Kitchen offers a convenient breakfast bar and opens to family rm, complete with a natural fireplace to enjoy cozy nights. Spacious three-season rm overlooking large yard makes for a wonderful spot to relax, enjoy the great outdoors and admire the beauty of the apple orchard, sunset, and wildlife. Other features include stainless-steel appl, new floors on main level, new roof, leaf guard, gutters and siding in 2022.With its comfortable living spaces and beautiful outdoor surroundings, this home offers a blend of warmth, charm and space for you to enjoy for years.

686 S Concord Rd, Oconomowoc

Listing courtesy of Expert Realty.

1061 Regent Rd Unit 612, Oconomowoc
$229,000
2 Beds ⋅ 1 Baths
Welcome to Lake Country Village! This freshly updated 2BR, 1.5BA condo offers new carpeting, fresh paint, underground parking plus additional surface parking, and an exceptionally convenient location. Rentals are allowed, making this an attractive opportunity for investors, with strong rental potential in the area. Enjoy everyday convenience with Chipotle, Panera and numerous restaurants, shopping, services and daily necessities just minutes away, many within walking distance. Exciting new residential development is also underway directly behind the community, adding to the continued growth of the surrounding area. Whether you're looking for a comfortable place to call home or a smart investment property, this move-in-ready condo offers affordability, convenience and potential!

1061 Regent Rd Unit 612, Oconomowoc

Listing courtesy of Milwaukee Flat Fee Homes.

W352N5282 Lake Dr, Oconomowoc
$998,000
2 Beds ⋅ 2 Baths
Discover the charm of lake living in this inviting 2-bedroom, 2-bath home on beautiful Okauchee Lake! Nestled on a quiet no-wake bay with 48 feet of frontage, this property offers the perfect balance of relaxation and recreation. Enjoy morning coffee or sunset gatherings on the spacious lakeside deck, entertain on the expansive patio, and take advantage of two private docks for all your boating and water activities. Ample parking, storage sheds, and a private setting make hosting family and friends effortless. Just a short walk or boat ride to all of Okauchee's popular restaurants, parks, and entertainment. This is your opportunity to enjoy the best of Lake Country in a peaceful waterfront retreat. Live where you want to play! 1.5-2 hours to Chicago & 35min to Milwaukee & 45min to Madison

W352N5282 Lake Dr, Oconomowoc

Listing courtesy of First Weber Inc - Delafield.

727 E Madison St, Oconomowoc
$585,000
6 Beds ⋅ 2 Baths
Where else can you get nearly 4,000 sf of living space for this price in this location? This custom contemporary home is nestled in one of Oconomowoc's highly desirable Fowler Lake area neighborhoods, offering an expansive open floor plan, It features 5-6 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 ''half'' level or guest quarters. Upper lofted rec rm and so much more. Enjoy a private fenced, tree lined large double lot 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.

1742 Switchgrass St, Oconomowoc
$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..

173 N Lapham St Unit 306, Oconomowoc
$429,900
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! New carpeting! 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.

173 N Lapham St Unit 306, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

1362 Lynn Cir, Oconomowoc
$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.

1356 Prairie Creek Cir Unit 26C, Oconomowoc
$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.

N73W36388 S Shore Dr, Oconomowoc
$470,000
3 Beds ⋅ 1 Baths
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 and the property is suitable for a holding tank wastewater system; a conventional septic system is not an available option.

N73W36388 S Shore Dr, Oconomowoc

Listing courtesy of HomeBuyers Advantage, LLC.

N50W35310 Wisconsin Ave, Oconomowoc
$2,450,000
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.

N63W35852 Frederick Dr, Oconomowoc
$1,359,900
4 Beds ⋅ 4 Baths
The Elsa is a beautifully crafted modern farmhouse that blends elevated design with everyday functionality. An open-concept layout filled w/ natural light. A spacious great room that flows seamlessly into the chef's kitchen. A large center island and dedicated scullery provide both style and practicality. Adjoining dining area opens to a covered patio with a gas fireplace, extending your living space outdoors. Primary suite offers a peaceful retreat, complete with a cozy sitting area along with a spa-like bath featuring a luxurious wet room with a soaking tub. Two additional bedrooms, each designed as private ensuites. LL is built for entertaining, featuring recreation room, custom bar, and an impressive wine room. The Elsa is designed to enhance the way you live, entertain and unwind.

N63W35852 Frederick Dr, Oconomowoc

Listing courtesy of Grapevine Realty.

1314 Lynn Cir, Oconomowoc
$624,990
3 Beds ⋅ 2 Baths
HOUSE IS IN ROUGH TRADES. APPROXIMATE HOUSE COMPLETION MARCH 2027. 3 bedrooms/2 full baths/partial exposure/ranch. Basement has windows in exposure & drain/vent rough-in for future full bath. Walk-in shower master bath. Double sinks master & family baths/granite or equivalent vanity tops. Large WIC master suite. 9' main floor ceilings: pitched in foyer, living room, kitchen, dinette/tray ceiling in master bedroom. Kitchen cabinets are staggered w/cabinet crown moulding/granite or equivalent countertops/island w/sink/pantry closet. Laundry/mudroom w/drywall lockers, cabinets & sink. Partial glass entry door/transom window/keypad deadbolt. 3-car garage with large storage area (16'8'' x 12''8'')/openers/remotes/keypad.

1314 Lynn Cir, Oconomowoc

Listing courtesy of Kaerek Homes, Inc..

1316 Periwinkle Pass, Oconomowoc
$719,990
4 Beds ⋅ 2 Baths
HOUSE IS BEING DRYWALLED - APPROXIMATE COMPLETION FEB' 2027. 4 bedrooms/2.5 baths/Flex room/elite series 2-story. Basement has drain/vent rough-in for future full bath & 1 egress slider window. Ceramic tiled walk-in shower/2 shower heads/granite or equivalent vanity tops/double sinks in master bath. Double sinks family bath. Huge WIC master suite. 9' first floor ceilings/tray ceiling master bedroom. Elite series Kitchen cabinets w/hardware & crown moulding/granite or equivalent countertops/backsplash/island/pantry closet. Mudroom w/drywall lockers. Laundry w/cabinets, sink & closet. Covered front porch w/box posts. Double side-lights/6-panel front door w/transom window/keypad deadbolt. 3-car garage with large storage area (10'9'' x 25'10'')/openers/remotes/keypad.

1316 Periwinkle Pass, Oconomowoc

Listing courtesy of Kaerek Homes, Inc..

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.

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