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Oconomowoc, WI Homes for Sale under $500,000

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  • /39

    $499,000

    • 4 Beds
    • 2 Baths
    • 2,477 Sq Ft

    1077 Christopher Ct, Oconomowoc, WI 53066

    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

    Agent Photo

    J Tweeden & Asso Team

    First Weber Inc - Delafield

    (262) 228-4270

    1077 Christopher Ct, Oconomowoc, WI 53066
  • /34

    $499,900

    $100K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,928 Sq Ft

    1330 Christopher Ct, Oconomowoc, WI 53066

    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

    Lance Nowak Victory Realty Elite

    1330 Christopher Ct, Oconomowoc, WI 53066
  • /33

    $444,900

    • 2 Beds
    • 2.5 Baths
    • 2,275 Sq Ft

    970 Oconomowoc Pkwy, Oconomowoc, WI 53066

    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.

    Elizabeth Klug Keller Williams Realty-Lake Country

    970 Oconomowoc Pkwy, Oconomowoc, WI 53066
  • /11

    $254,900

    $5K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,124 Sq Ft

    803 E Lisbon Rd, Oconomowoc, WI 53066

    Charming corner lot opportunity in Oconomowoc featuring a spacious yard and convenient location near schools, parks, shopping, dining, and downtown amenities. Property offers great potential for owner occupants, investors, or those looking to add their personal touches. Easy access to major roadways and everything the area has to offer.

    Christopher Clark Grandview Realty

    803 E Lisbon Rd, Oconomowoc, WI 53066
  • /2

    $229,900

    • Land
    • 36,154 Sq Ft
    • $276,988 per Acre

    N65W38259 Woodlake Dr, Lac La Belle, WI 53066

    East Woodlake is a peaceful and private neighborhood situated in the Village of Lac La Belle. Surrounded by beautiful trees and open space, this neighborhood offers the perfect mix of comfort, style, and nature. If you're looking for a quiet setting with easy access to nearby lakes, golf courses, and charming small-town amenities, East Woodlake is a great place to call home.

    Carl Tomich Westridge Realty, Inc.

    N65W38259 Woodlake Dr, Lac La Belle, WI 53066
  • /2

    $229,900

    • Land
    • 39,204 Sq Ft
    • $255,444 per Acre

    N65W38047 Woodlake Dr, Lac La Belle, WI 53066

    East Woodlake is a peaceful and private neighborhood situated in the Village of Lac La Belle. Surrounded by beautiful trees and open space, this neighborhood offers the perfect mix of comfort, style, and nature. If you're looking for a quiet setting with easy access to nearby lakes, golf courses, and charming small-town amenities, East Woodlake is a great place to call home.

    Carl Tomich Westridge Realty, Inc.

    N65W38047 Woodlake Dr, Lac La Belle, WI 53066
  • /2

    $229,900

    • Land
    • 36,154 Sq Ft
    • $276,988 per Acre

    N65W38200 Woodlake Dr, Lac La Belle, WI 53066

    East Woodlake is a peaceful and private neighborhood situated in the Village of Lac La Belle. Surrounded by beautiful trees and open space, this neighborhood offers the perfect mix of comfort, style, and nature. If you're looking for a quiet setting with easy access to nearby lakes, golf courses, and charming small-town amenities, East Woodlake is a great place to call home.

    Carl Tomich Westridge Realty, Inc.

    N65W38200 Woodlake Dr, Lac La Belle, WI 53066
  • /30

    $459,900

    • 2 Beds
    • 2 Baths
    • 1,317 Sq Ft

    957 Elderberry Rd, Oconomowoc, WI 53066

    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

    The Italiano Team* Lake Country Flat Fee

    957 Elderberry Rd, Oconomowoc, WI 53066
  • /2

    $229,900

    • Land
    • 32,670 Sq Ft
    • $306,533 per Acre

    N65W38102 Woodlake Dr, Lac La Belle, WI 53066

    East Woodlake is a peaceful and private neighborhood situated in the Village of Lac La Belle. Surrounded by beautiful trees and open space, this neighborhood offers the perfect mix of comfort, style, and nature. If you're looking for a quiet setting with easy access to nearby lakes, golf courses, and charming small-town amenities, East Woodlake is a great place to call home.

    Carl Tomich Westridge Realty, Inc.

    N65W38102 Woodlake Dr, Lac La Belle, WI 53066
  • /15

    $210,000

    • 1,200 Sq Ft

    S13W33890 Highway 18 -, Delafield, WI 53066

    Luxury car and boat storage or your very own man cave is now available to own! Units measure 20'W x 60'L x 20'H for a total of 1,200 SQFT and will come complete with a floor drain, 100 amp service, hose bib, roughed in bath, Modine heater and the option to add a loft. The exterior will have cement fiber siding, stone accents and a 14' x 16' overhead door. Please call listing agent to discuss pre

    Christine Jasser Mahler Sotheby's International Realty-Lake Geneva

    S13W33890 Highway 18 -, Delafield, WI 53066
  • /34

    $315,000

    • 2 Beds
    • 2 Baths
    • 1,389 Sq Ft

    273 Oconomowoc Pkwy Unit 3082, Oconomowoc, WI 53066

    LIVE YOUR BEST LIFE in this beautifully updated 2BR/2BA condo in Silver Ridge in Oconomowoc! Although this is a 55-plus community, up to 9 of the 48 units can be owned by people under 55, and that threshold has not been met! Enjoy a prime location near downtown, the interstate, and the Lake Country Trail. This sought-after third-floor unit features cathedral ceilings, great views, & easy elevator

    Heidi Swan Shorewest Realtors, Inc.

    273 Oconomowoc Pkwy Unit 3082, Oconomowoc, WI 53066
  • /14

    $262,000

    • 1,500 Sq Ft

    S13W33890 Highway 18 -, Delafield, WI 53066

    Why rent when you can OWN! Our newest location by North by Northwest Storage! Luxury 1,500 sqft storage condos include a 375 sqft loft making a total of 1875 sqft of space. 100 amp service , Modine heater, hose bib, floor drain and roughed-in bath included. The unit measures 25'W x 20'H x 60'L with a 14'W x 16'H overhead door. Perfect space for your priceless cars or boats, man cave, or workshop

    Christine Jasser Mahler Sotheby's International Realty-Lake Geneva

    S13W33890 Highway 18 -, Delafield, WI 53066
  • /2

    $229,900

    • Land
    • 32,670 Sq Ft
    • $306,533 per Acre

    N65W38151 Woodlake Dr, Lac La Belle, WI 53066

    East Woodlake is a peaceful and private neighborhood situated in the Village of Lac La Belle. Surrounded by beautiful trees and open space, this neighborhood offers the perfect mix of comfort, style, and nature. If you're looking for a quiet setting with easy access to nearby lakes, golf courses, and charming small-town amenities, East Woodlake is a great place to call home.

    Carl Tomich Westridge Realty, Inc.

    N65W38151 Woodlake Dr, Lac La Belle, WI 53066
  • /2

    $496,700

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft

    The Julian(Twin Home) Plan at Arrowood, Oconomowoc, WI 53066

    This year, it’s your turn to host the holidays. And with The Julian, you’ve got this. The island has been lined with all of your favorite fixings. The table is set. You’ve dressed the guest bed in new linens. It’s time to make beautiful memories in home that is so perfectly you. Welcome to The Julian. All prices, promotions and specifications are subject to change at any time without notice based

    Veridian Homes Builder
    1420 Arrowwood Circle St W Unit 36733391, Oconomowoc, WI 53066
  • /2

    $467,400

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,516 Sq Ft

    The Olivia Twin Home Plan at Arrowood, Oconomowoc, WI 53066

    SAY HELLO TO EASY LIVING. Open, airy and all on one floor, The Olivia was designed to take a few things off your plate. Get lost preparing your favorite recipe in the kitchen while the fireplace crackles in the corner. Curl up with that memoir you’ve been meaning to devour in the flex room, then retreat to the owner’s suite for your very own private oasis. Enjoy a life of rest and relaxation in

    Veridian Homes Builder
    1420 Arrowwood Circle St W Unit 36733399, Oconomowoc, WI 53066
  • /2

    $224,900

    • Land
    • 36,154 Sq Ft
    • $270,964 per Acre

    N65W38217 Woodlake Dr, Lac La Belle, WI 53066

    East Woodlake is a peaceful and private neighborhood situated in the Village of Lac La Belle. Surrounded by beautiful trees and open space, this neighborhood offers the perfect mix of comfort, style, and nature. If you're looking for a quiet setting with easy access to nearby lakes, golf courses, and charming small-town amenities, East Woodlake is a great place to call home.

    Carl Tomich Westridge Realty, Inc.

    N65W38217 Woodlake Dr, Lac La Belle, WI 53066
  • /15

    $200,000

    • 1,200 Sq Ft

    S13W33890 Highway 18 -, Delafield, WI 53066

    Luxury car and boat storage or your very own man cave is now available to own! Units measure 20'W x 60'L x 20'H for a total of 1,200 SQFT and will come complete with a floor drain, 100 amp service, hose bib, roughed in bath, Modine heater and the option to add a loft. The exterior will have cement fiber siding, stone accents and a 14' x 16' overhead door. Please call listing agent to discuss pre

    Christine Jasser Mahler Sotheby's International Realty-Lake Geneva

    S13W33890 Highway 18 -, Delafield, WI 53066
  • /2

    $229,900

    • Land
    • 35,719 Sq Ft
    • $280,366 per Acre

    N65W38184 Woodlake Dr, Lac La Belle, WI 53066

    East Woodlake is a peaceful and private neighborhood situated in the Village of Lac La Belle. Surrounded by beautiful trees and open space, this neighborhood offers the perfect mix of comfort, style, and nature. If you're looking for a quiet setting with easy access to nearby lakes, golf courses, and charming small-town amenities, East Woodlake is a great place to call home.

    Carl Tomich Westridge Realty, Inc.

    N65W38184 Woodlake Dr, Lac La Belle, WI 53066
  • /2

    $229,900

    • Land
    • 32,670 Sq Ft
    • $306,533 per Acre

    N65W38089 Woodlake Dr, Lac La Belle, WI 53066

    East Woodlake is a peaceful and private neighborhood situated in the Village of Lac La Belle. Surrounded by beautiful trees and open space, this neighborhood offers the perfect mix of comfort, style, and nature. If you're looking for a quiet setting with easy access to nearby lakes, golf courses, and charming small-town amenities, East Woodlake is a great place to call home.

    Carl Tomich Westridge Realty, Inc.

    N65W38089 Woodlake Dr, Lac La Belle, WI 53066
  • /2

    $229,900

    • Land
    • 32,670 Sq Ft
    • $306,533 per Acre

    N65W38124 Woodlake Dr, Lac La Belle, WI 53066

    East Woodlake is a peaceful and private neighborhood situated in the Village of Lac La Belle. Surrounded by beautiful trees and open space, this neighborhood offers the perfect mix of comfort, style, and nature. If you're looking for a quiet setting with easy access to nearby lakes, golf courses, and charming small-town amenities, East Woodlake is a great place to call home.

    Carl Tomich Westridge Realty, Inc.

    N65W38124 Woodlake Dr, Lac La Belle, WI 53066
  • /37

    $449,900

    $50K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,107 Sq Ft

    W354N5766 Lisbon Rd, Oconomowoc, WI 53066

    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

    Michael Conigliaro Expert Realty

    W354N5766 Lisbon Rd, Oconomowoc, WI 53066
  • /2

    $209,900

    • Land
    • 35,719 Sq Ft
    • $255,976 per Acre

    N65W38281 Woodlake Dr, Lac La Belle, WI 53066

    East Woodlake is a peaceful and private neighborhood situated in the Village of Lac La Belle. Surrounded by beautiful trees and open space, this neighborhood offers the perfect mix of comfort, style, and nature. If you're looking for a quiet setting with easy access to nearby lakes, golf courses, and charming small-town amenities, East Woodlake is a great place to call home.

    Carl Tomich Westridge Realty, Inc.

    N65W38281 Woodlake Dr, Lac La Belle, WI 53066
  • /2

    $229,900

    • Land
    • 38,332 Sq Ft
    • $261,250 per Acre

    N65W38183 Woodlake Dr, Lac La Belle, WI 53066

    East Woodlake is a peaceful and private neighborhood situated in the Village of Lac La Belle. Surrounded by beautiful trees and open space, this neighborhood offers the perfect mix of comfort, style, and nature. If you're looking for a quiet setting with easy access to nearby lakes, golf courses, and charming small-town amenities, East Woodlake is a great place to call home.

    Carl Tomich Westridge Realty, Inc.

    N65W38183 Woodlake Dr, Lac La Belle, WI 53066
  • /15

    $474,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,980 Sq Ft

    959 Lagom Way, Oconomowoc, WI 53066

    NEW CONSTRUCTION Buildable Floor Plan - Our Alexander model is a 2-story 3 bed, 2.5 bath townhome with an open concept first floor. The Kitchen includes a walk in pantry, a large island and soft close cabinetry. The Great Room features plenty of natural light and 9' ceilings. In addition, the first floor offers a Powder Room and Rear Foyer with WIC. The second floor Primary Suite features 2 walk

    Paige Sederberg Harbor Homes Inc

    959 Lagom Way, Oconomowoc, WI 53066
  • /2

    $229,900

    • Land
    • 32,670 Sq Ft
    • $306,533 per Acre

    N65W38111 Woodlake Dr, Lac La Belle, WI 53066

    East Woodlake is a peaceful and private neighborhood situated in the Village of Lac La Belle. Surrounded by beautiful trees and open space, this neighborhood offers the perfect mix of comfort, style, and nature. If you're looking for a quiet setting with easy access to nearby lakes, golf courses, and charming small-town amenities, East Woodlake is a great place to call home.

    Carl Tomich Westridge Realty, Inc.

    N65W38111 Woodlake Dr, Lac La Belle, WI 53066
  • /19

    $269,900

    • 2 Beds
    • 1 Bath
    • 819 Sq Ft

    423 W South St, Oconomowoc, WI 53066

    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

    Andrea Kane Century 21 Affiliated - Delafield

    423 W South St, Oconomowoc, WI 53066
  • /2

    $229,900

    • Land
    • 32,670 Sq Ft
    • $306,533 per Acre

    N65W38131 Woodlake Dr, Lac La Belle, WI 53066

    East Woodlake is a peaceful and private neighborhood situated in the Village of Lac La Belle. Surrounded by beautiful trees and open space, this neighborhood offers the perfect mix of comfort, style, and nature. If you're looking for a quiet setting with easy access to nearby lakes, golf courses, and charming small-town amenities, East Woodlake is a great place to call home.

    Carl Tomich Westridge Realty, Inc.

    N65W38131 Woodlake Dr, Lac La Belle, WI 53066
  • /2

    $229,900

    • Land
    • 32,670 Sq Ft
    • $306,533 per Acre

    N65W38144 Woodlake Dr, Lac La Belle, WI 53066

    East Woodlake is a peaceful and private neighborhood situated in the Village of Lac La Belle. Surrounded by beautiful trees and open space, this neighborhood offers the perfect mix of comfort, style, and nature. If you're looking for a quiet setting with easy access to nearby lakes, golf courses, and charming small-town amenities, East Woodlake is a great place to call home.

    Carl Tomich Westridge Realty, Inc.

    N65W38144 Woodlake Dr, Lac La Belle, WI 53066
  • 1420 Arrowwood Circle St W Unit 36733408, Oconomowoc, WI 53066

    $439,700

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,304 Sq Ft

    The Wyatt Twin Home (Haven) Plan at Arrowood, Oconomowoc, WI 53066

    WHOEVER SAID LIVING WITHIN YOUR MEANS HAS TO BE DULL? The Wyatt provides convenience, innovation and satisfaction all in one intelligently designed package. Friends, neighbors and relatives alike will marvel at your gleaming custom built cabinetry. They’ll likely turn green with envy if they get a peek at your energy bills. They could even get too comfortable. Buyers beware: guests may tend to

    Veridian Homes Builder
    1420 Arrowwood Circle St W Unit 36733408, Oconomowoc, WI 53066
  • /18

    $464,900

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,317 Sq Ft

    1057 Elderberry Rd, Oconomowoc, WI 53066

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1057 Elderberry Rd, Oconomowoc, WI 53066
  • /25

    $368,000

    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    725 W South St, Oconomowoc, WI 53066

    Charm and character is abundant in this Victorian located five blocks from the heart of downtown Oconomowoc. The main floor offers a 3-season porch, beautifully updated kitchen. The inviting living room features built-in wall gas fireplace, creating warm and relaxing for entertaining. Upper level has 3 bedrooms and main full bath. Master bedroom features a large dressing room. Spacious and fenced

    Susie Meyer Keller Williams Realty-Lake Country

    725 W South St, Oconomowoc, WI 53066
  • /10

    $299,900

    • Land
    • 2.27 Acres
    • $132,115 per Acre

    1365 N Morgan Rd, Oconomowoc, WI 53066

    Build your dream home on a 2+ acre lot with mature trees and rural feel, but close proximity to thriving downtown Oconomowoc and easy access to I-94. With well & septic already on-site, this site is ready for you to bring your own builder.

    Mike Herro Oconomowoc Realty LLC

    1365 N Morgan Rd, Oconomowoc, WI 53066
  • /23

    $499,900

    • 4 Beds
    • 3 Baths
    • 2,070 Sq Ft

    940 Bartlett Dr, Oconomowoc, WI 53066

    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

    Paul Liebe Lake Country Flat Fee

    940 Bartlett Dr, Oconomowoc, WI 53066
  • /2

    $229,900

    • Land
    • 32,670 Sq Ft
    • $306,533 per Acre

    N65W38069 Woodlake Dr, Lac La Belle, WI 53066

    East Woodlake is a peaceful and private neighborhood situated in the Village of Lac La Belle. Surrounded by beautiful trees and open space, this neighborhood offers the perfect mix of comfort, style, and nature. If you're looking for a quiet setting with easy access to nearby lakes, golf courses, and charming small-town amenities, East Woodlake is a great place to call home.

    Carl Tomich Westridge Realty, Inc.

    N65W38069 Woodlake Dr, Lac La Belle, WI 53066
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