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N73W36388 S Shore Dr, Oconomowoc
$470,000
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.

1115 Saratoga Pkwy, Oconomowoc
$469,900
4 Beds ⋅ 1 Baths
Welcome home to this spacious and well-located 4-bedroom, 1.5-bath property offering plenty of room to live, relax, and entertain. The inviting living room features a cozy fireplace and sliding doors leading to the patio, creating an ideal space for gatherings or enjoying the outdoors. A separate family room, dining room, and recreation room provide even more flexibility for everyday living. Recent updates include a newer roof and siding, offering peace of mind for years to come. Ideally situated close to downtown, major freeway access, shopping, and schools, this home combines comfortable living with a convenient location. Don't miss the opportunity to make this versatile property your new home!

1115 Saratoga Pkwy, Oconomowoc

Listing courtesy of 3% Real Estate.

1097 Elderberry Rd, Oconomowoc
$459,900
2 Beds ⋅ 2 Baths
Move-in Ready 87 ARW Wyatt Cottage Unit B, TWIN HOME! AVAILABLE Now! ***** 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 Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, much better than a typical used home. As your local home builder, you can expect the best local brands and trades for your home as well. We have partnered with Lindsay Windows, Kohler, Floor360 and Auburn Ridge just to name a few.

1097 Elderberry Rd, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

668 Tulip Ct, Oconomowoc
$449,900
3 Beds ⋅ 2 Baths
Discover the perfect blend of comfort, style, and location in this beautifully maintained ranch home tucked away at the end of a cul-de-sac in Oconomowoc! Step inside and be welcomed by a sun-filled living room, while the family room addition offers soaring vaulted ceilings, skylights, and a striking stone gas fireplace. The kitchen flows seamlessly into the adjoining dining room, and three bedrooms feature hardwood floors. The partially finished lower level provides extra space for entertaining, hobbies, or relaxation. Outside, enjoy a private patio, fenced area, and peaceful backyard setting. A 2.5-car garage, newer windows, and new roof in 2022 add value and peace of mind. Exceptional location, charming neighborhood, and move-in-ready appeal make this a home that you don't want to miss!

668 Tulip Ct, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

1544 Riverdale Dr, Oconomowoc
$445,000
3 Beds ⋅ 2 Baths
Welcome to the neighborhood. Here is a chance to own a very well maintained 3 bedroom 2.5 bath home. Newer siding, roof, windows, doors and paint. Other upgrades since 2017 include: finished basement with bathroom and laundry room, shed with power and concrete and newer garage door. It boasts a big lot that is level and easy to maintain. A huge patio in the back with lots of privacy. This home is truly move in ready.

1544 Riverdale Dr, Oconomowoc

Listing courtesy of Best Realty of Edgerton.

1494 Olde Highlander Dr, Oconomowoc
$439,900
3 Beds ⋅ 2 Baths
NEW CONSTRUCTION! Ready February 2027. Introducing our newest floorplan, The Spencer! This rear load townhome offers a first-floor open floorplan with a large Great Room - perfect for entertaining family and friends, a beautiful Kitchen with a large center island and pantry. The second level offers the Primary Suite with a WIC and attached bath with a double bowl vanity. Rounding out the second level are two additional bedrooms and a Hall Bath. Don't miss out on all this home has to offer!

1494 Olde Highlander Dr, Oconomowoc

Listing courtesy of Harbor Homes Inc.

957 Elderberry Rd, Oconomowoc
$439,900
2 Beds ⋅ 2 Baths
Why wait for new construction when this practically new 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.

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.

539 Bolson Dr, Oconomowoc
$425,000
3 Beds ⋅ 3 Baths
This beautifully updated 3BR/3BA condo in Oconomowoc welcomes you! The living room features a vaulted ceiling and a gas fireplace that makes everything feel instantly cozy. Enjoy cooking and entertaining in a beautifully updated kitchen with stainless steel appliances. The primary suite impresses with a tray ceiling, its own ensuite bath, and a walk-in closet that actually fits everything, Nice finishes carry throughout...nothing to fix...just move in and enjoy it. Downstairs, the finished basement gives you room for a home office, a media setup, or just a great hangout space. And the location? Top-rated schools, great restaurants, boutique shopping, a historical museum, and Oconomowoc's lakes are all just a few minutes away. Easy living, great taste, zero compromise. Book your tour today!

539 Bolson Dr, Oconomowoc

Listing courtesy of EXP Realty, LLC~MKE.

N50W34710 Wisconsin Ave, Oconomowoc
$419,900
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.

320 E Pleasant St Unit 106, Oconomowoc
$380,000
2 Beds ⋅ 2 Baths
Enjoy lake living in this 2-bedroom, 2-bathroom first-floor corner unit featuring peaceful green-space views and a sizable patio. 2 patio door access to private patio. Underground parking is a sought after condo convenience. Located just one block from downtown Oconomowoc's shopping, dining, and year-round activities. Your new home places you steps away from beautiful Fowler Lake. Launch a kayak, enjoy easy boating access, or relax beside the gorgeous in-ground pool surrounded by beautifully maintained gathering areas overlooking the lake. Pier slips may also be available for the ultimate lakeside lifestyle. Photos Digitally Altered

320 E Pleasant St Unit 106, Oconomowoc

Listing courtesy of Lannon Stone Realty LLC.

816 Armour Rd, Oconomowoc
$349,900
2 Beds ⋅ 1 Baths
This charming 2-bedroom, 1-bath ranch offers comfortable living, a spacious backyard & a standout detached heated garage with its own half bath. Inside, a large kitchen provides plenty of room for cooking, dining & gathering, while the ranch layout offers easy everyday living. Outside, enjoy a generous backyard with space to relax, entertain or make your own. The oversized heated garage is a major bonus, offering exceptional space for vehicles, hobbies, a workshop or additional storage. Conveniently located in Oconomowoc with easy access to shopping, dining & everyday amenities, this home combines a great location with versatile spaces inside & out.

816 Armour Rd, Oconomowoc

Listing courtesy of Compass RE WI-Lake Country.

333 N Lake Rd Unit 201, Oconomowoc
$345,000
2 Beds ⋅ 2 Baths
Enjoy the ease of lake life from this inviting 2nd floor condo on beautiful Fowler Lake. The expansive west-facing balcony is your perch above the neighborhood, offering golden sunsets and peek-a-book views of Lac La Belle, changing seasons and the simple pleasure of watching life unfold below. Just outside your door, a swimming pier and kayak launch invite you to enjoy the lake in every season - from summer swims and paddles to winter ice fishing and snowshoeing. The famous Fowler Lake Loop is also right outside your door, offering daily walks and waterfront views, while downtown Oconomowoc's dining, shopping and year-round events are just a few blocks away. Here, lake life and a walkable lifestyle come together naturally.

333 N Lake Rd Unit 201, Oconomowoc

Listing courtesy of Andrus Realty, LLC.

326 S Silver Lake St, Oconomowoc
$339,900
5 Beds ⋅ 2 Baths
Beautiful Downtown Oconomowoc Victorian home offering timeless charm, spacious living, and versatile possibilities! This 5-bedroom, 2-bath home sits on a generous .4-acre lot and can function as a single-family residence or offers duplex potential. Enjoy classic character throughout, a welcoming front porch, and a side deck perfect for relaxing or entertaining. A newer roof adds peace of mind, while the convenient downtown location puts shopping, dining, parks, and Oconomowoc's vibrant community just moments away. A wonderful opportunity to own a piece of Oconomowoc history with flexibility for your lifestyle or investment goals!

326 S Silver Lake St, Oconomowoc

Listing courtesy of Keller Williams Realty-Milwaukee Southwest.

130 Oconomowoc Sq, Oconomowoc
$325,000
2 Beds ⋅ 2 Baths
Wonderful 2BR/2BA ranch condo with full basement in Oconomowoc Square! This exceptional end unit offers an open living room w/tons of natural light. The lovely kitchen offers a complete appliance package and ample storage space. The dining room is perfect for entertaining or makes a great office! Primary bedroom w/walk-in closet and en suite bathroom w/walk-in shower! Bedroom two is spacious w/access to the three season porch! A hall bathroom, and laundry closet w/full size appliances complete the main level. The lower level features a finished rec room and large storage space w/plumbing for a third bathroom. One car garage w/resurfaced floor completes this great unit! Come enjoy condo living!

130 Oconomowoc Sq, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

W342N4868 Oak Ln, Oconomowoc
$290,000
2 Beds ⋅ 1 Baths
Cozy 3 bedroom 1 bath home with fenced in yard and offers an access to Lake Park Heights Association on Okauchee Lake. Enjoy a bond fire along the lake, swimming, community raft and cookouts on shared lake front park. And you are nearby waterfront dining, boating amenities, Lions Park, Nashotah's dog park, and downtown Okauchee. Renovate the existing home or build your custom retreat or can be a great short term investment opportunity. Key due diligence is complete, including environmental reports/testing, building inspection survey, and township/Park & Planning coordination. Sold as is, interior of home has be gutted.

W342N4868 Oak Ln, Oconomowoc

Listing courtesy of United REALTORS, LLC.

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.

N62W35751 Doolan Dr Unit Lt48, Oconomowoc
$195,900
The Snyder Farm is a premier residential community located in the Town of Oconomowoc, offering a peaceful Lake Country setting with gently rolling hills and spacious home sites. This sought-after neighborhood provides the perfect balance of privacy and convenience, with easy access to nearby shopping, dining, schools, churches, and everyday amenities. Ideally situated just minutes from downtown Oconomowoc and major commuter routes, The Snyder Farm allows for convenient travel throughout Waukesha County and the greater Milwaukee area. With improved, generously sized home sites this exceptional community offers an ideal setting to plant your roots.

N62W35751 Doolan Dr Unit Lt48, Oconomowoc

Listing courtesy of Korndoerfer Homes LLC.

W359N6209 Margaret Ct, Oconomowoc
$191,800
The Snyder farm is a 77 lot premier residential community located in the heart of Lake country just minutes way from all the modern amenities and downtown Oconomowoc. Approximately 3/4 acre lots nestled into gently rolling farmland the Snyder Farm is an enclosed subdivision with no through streets for additional privacy.

W359N6209 Margaret Ct, Oconomowoc

Listing courtesy of Zach Realty.

W358N6291 Ennis Rd, Oconomowoc
$185,400
The Snyder farm is a 77 lot premier residential community located in the heart of Lake country just minutes way from all the modern amenities and downtown Oconomowoc. Approximately 3/4 acre lots nestled into gently rolling farmland the Snyder Farm is an enclosed subdivision with no through streets for additional privacy.

W358N6291 Ennis Rd, Oconomowoc

Listing courtesy of Zach Realty.

Pc4 Poppy St, Oconomowoc
$177,000
In town location in Flowerrs street area a few minutes walk to Fowler Park. Choose your own Builder and no association fees! Enjoy walking into town, parks, beaches and all that city of Oconoomowc has to offer!! Located at the end of a cul de sac. Lovely queit subdivision.

Pc4 Poppy St, Oconomowoc

Listing courtesy of First Weber Inc - Delafield.

N56W36834 Lisbon Rd, Oconomowoc
$165,000
Tired of competing for homes that still aren't quite right? Stop competing and start building instead! This beautiful .48-acre flat, level lot offers a rare chance to create exactly what you want in the heart of Lake Country. Bring your own builder, enjoy no HOA and no timeline to build, plus mature trees and an established setting without the feel of a typical new subdivision. Minutes from Downtown Oconomowoc, Lac La Belle, Fowler Lake, Okauchee Lake, beaches, boating, golf, parks, dining and shopping. Easy access to Hwy 16 and I-94, with Costco and Pabst Farms nearby. Buy the lot, choose your builder and create the home you've been waiting for!

N56W36834 Lisbon Rd, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

1330 Prairie Creek Blvd, Oconomowoc
$149,900
Build your dream home in established Prairie Creek Ridge neighborhood! This prime lot offers spectacular sunset views overlooking the conservancy, a lovely arborvitae hedge, plum trees and potential for a partially exposed lower level. Enjoy easy access in and out of the neighborhood - no winding roads. Just blocks from Meadow View Elementary, Oconomowoc Park and close to shopping and dining. Home must be built with Korndoerfer Homes.

1330 Prairie Creek Blvd, Oconomowoc

Listing courtesy of Compass RE WI-Tosa.

Lt31 Primrose Cir, Oconomowoc
$130,000
Build your dream home on this premium 0.61-acre lot in desirable Bay View Estates, located in the sought-after Stone Bank/Arrowhead School District and just minutes from Okauchee Lake. Nestled on a quiet cul-de-sac, this beautiful homesite backs to a wooded out-lot, offering added privacy and a peaceful natural setting. The southern-sloping terrain provides an excellent opportunity for lower-level exposure. Bring your preferred builder and create the home you've been envisioning. A well and conventional septic system will be required; municipal water is not available. Please schedule an appointment before visiting the property. No trespassing.

Lt31 Primrose Cir, Oconomowoc

Listing courtesy of Redfin Corporation.

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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