13,998

Oconomowoc, WI Homes

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  • 861 Stirling Dr, Oconomowoc, WI 53066
    861 Stirling Dr, Oconomowoc, WI 53066
    861 Stirling Dr, Oconomowoc, WI 53066
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    $539,900

    • 2 Beds
    • 2 Baths
    • 1,808 Sq Ft

    861 Stirling Dr, Oconomowoc, WI 53066

    NEW CONSTRUCTION - ready June 2025! 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

    Paige Sederberg Harbor Homes Inc

    861 Stirling Dr, Oconomowoc, WI 53066
  • 215 E Pleasant St Unit 504, Oconomowoc, WI 53066

    $1,185,000 Sold Apr 23, 2025

    • 1,837 Sq Ft
    • $645/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths

    215 E Pleasant St Unit 504, Oconomowoc, WI 53066

    Luxury loft style living has big city amenities with small town charm. Enjoy sweeping lake views from your private 5th floor, nearly 500 SF balcony with durable epoxy coated concrete. This bright, inviting unit has wood flooring, gas fireplace, vaulted ceiling, & loft w/clearstory windows. The kitchen features quartz counters, 36'' Themador gas range, undercounter microwave, walk-in pantry,

    Nicole Gillette The Real Estate Company Lake & Country

    215 E Pleasant St Unit 504, Oconomowoc, WI 53066
  • 215 E Pleasant St Unit 312, Oconomowoc, WI 53066
    215 E Pleasant St Unit 312, Oconomowoc, WI 53066
    215 E Pleasant St Unit 312, Oconomowoc, WI 53066
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    $550,000

    • 1 Bed
    • 1.5 Baths
    • 1,061 Sq Ft

    215 E Pleasant St Unit 312, Oconomowoc, WI 53066

    Live that walkable downtown Oconomowoc lifestyle in this stunning third-floor condo! Sunny, south-facing unit allows for great views of city parades right from your private balcony. Upgraded GE Cafe appliances, quartz countertops, motorized window shades, updated light fixtures, pantry closet & Murphy bed for guests all serve to elevate your lifestyle. Amenities include rooftop terrace for

    Jennie Castillo Coldwell Banker Elite

    215 E Pleasant St Unit 312, Oconomowoc, WI 53066
  • W359N6972 Brown St, Oconomowoc, WI 53066

    $445,000 Sold Apr 22, 2025

    • 2,396 Sq Ft
    • $186/SF
    • 0 Days On Market
    • 2 Beds
    • 1.5 Baths

    W359N6972 Brown St, Oconomowoc, WI 53066

    This spectacular lake country home sits on almost 3/4 of an acre for plenty of privacy with the added convenience of no HOA telling you what to do. This 4 bedroom home was transformed into a large 2 bedroom home with a spacious full bathroom upstairs and office/den on the main floor including beautiful 6 panel doors throughout. The massive great room with built in shelves allows tons of light to

    Robert Merkt Shorewest Realtors, Inc.

    W359N6972 Brown St, Oconomowoc, WI 53066
  • 1598 Weston Ridge Rd, Oconomowoc, WI 53066
    1598 Weston Ridge Rd, Oconomowoc, WI 53066
    1598 Weston Ridge Rd, Oconomowoc, WI 53066
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    $564,900

    • 2 Beds
    • 2 Baths
    • 1,760 Sq Ft

    1598 Weston Ridge Rd, Oconomowoc, WI 53066

    Modern living at its finest in this 2bed, 2bath townhome-style ranch condo.Open & thoughtful floorplans flow seamlessly, meeting the needs of every day living while maintaining that WOW factor you can feel proud to share w/guests. Beautiful kitchen designed for functionality includes full appliance package, island w/quartz tops, & walk in pantry. Stylish combinations of painted & stained woodwork

    Jennifer Villarreal Villa Realty

    1598 Weston Ridge Rd, Oconomowoc, WI 53066
  • 35185 Yahara Dr, Oconomowoc, WI 53066

    $625,000 Sold Apr 21, 2025

    • 3,055 Sq Ft
    • $205/SF
    • 6 Days On Market
    • 4 Beds
    • 3.5 Baths

    35185 Yahara Dr, Oconomowoc, WI 53066

    Nestled in the desirable Lake Country Village, this exquisite 4-bedroom, 3.5-bath home, built in 2021, blends modern elegance with thoughtful design. The stunning kitchen boasts quartz countertops, stainless steel appliances, and a spacious walk-in pantry. Gather in the inviting living room with a gas fireplace or utilize the versatile flex room. The luxurious primary suite offers two walk-in

    One Roof Real Estate Group* Realty Executives Integrity~Brookfield

    35185 Yahara Dr, Oconomowoc, WI 53066
  • 1320 Prairie Creek Blvd Unit 2, Oconomowoc, WI 53066
    1320 Prairie Creek Blvd Unit 2, Oconomowoc, WI 53066
    1320 Prairie Creek Blvd Unit 2, Oconomowoc, WI 53066
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    $599,900 Open Sun 12PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft

    1320 Prairie Creek Blvd Unit 2, Oconomowoc, WI 53066

    Cypress~ Move-In-Ready The development consists entirely of side-by-side and double-duplex ranch condominiums that range in square footage from 1,571 to 1,942+ with sunroom add-on options. Spacious open concept floor plans feature generous entertaining spaces and architectural features like alcoves and ceiling designs elevate the overall feel of the space. Our Interior Designer will meet with

    Danielle Weise Kings Way Realty, LLC

    1320 Prairie Creek Blvd Unit 2, Oconomowoc, WI 53066
  • 934 Oconomowoc Pkwy Unit 934, Oconomowoc, WI 53066

    $300,000 Sold Apr 21, 2025

    • 1,534 Sq Ft
    • $196/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths

    934 Oconomowoc Pkwy Unit 934, Oconomowoc, WI 53066

    Fantastic Oconomowoc Location! Spacious 2nd floor Condo. Features 3 Bedrooms, 2 Baths, WIC off of Great Room, Master Bedroom, and Bedroom 2. Gas Fireplace, New Furnace A/C 1/24 . Building Exterior Siding, Roof, and Decks 2022. Feel Secure with Underground. Enjoy a Bike Ride or Walk on Path just across the street. Convenient to Downtown Oconomowoc, Lake Country. Schedule your Showing Today.

    Kirk Palm Real Broker LLC

    934 Oconomowoc Pkwy Unit 934, Oconomowoc, WI 53066
  • 1536 Creekview Ct, Oconomowoc, WI 53066
    1536 Creekview Ct, Oconomowoc, WI 53066
    1536 Creekview Ct, Oconomowoc, WI 53066
    /3

    $619,990 New Construction

    • 4 Beds
    • 4.5 Baths
    • 2,660 Sq Ft

    1536 Creekview Ct, Oconomowoc, WI 53066

    HOUSE IS IN ROUGH CARPENTRY. APPROX. FINISH FEBRUARY '25. 4 bedrooms/2.5 bath/flex room/spacious 2-story. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Master bath w/double sinks/granite or equivalent vanity tops/ceramic tiled shower. Double sinks family bath. WIC's all bedrooms. Knockdown drywall w/rounded corners. 9' first floor ceilings/tray ceiling master

    Joseph Behmke Kaerek Homes, Inc.

    1536 Creekview Ct, Oconomowoc, WI 53066
  • 828 S Silver Lake St, Oconomowoc, WI 53066

    $325,000 Sold Apr 21, 2025

    • 1,132 Sq Ft
    • $287/SF
    • 5 Days On Market
    • 2 Beds
    • 1 Bath

    828 S Silver Lake St, Oconomowoc, WI 53066

    Discover this charming 2 bedroom, 1 bath home in the heart of downtown Oconomowoc. Offering the perfect blend of comfort and convenience, this home has been impeccably maintained & is ready for it's new owner. This charmer has lots to offer; hardwood floors in the dining room, ample cabinet space in the kitchen, new roof & siding, plus a 3+ car detached car garage that is a rare find. A separate

    Jodi Tweeden First Weber Inc - Delafield

    828 S Silver Lake St, Oconomowoc, WI 53066
  • 1591 Creekview Ln, Oconomowoc, WI 53066
    1591 Creekview Ln, Oconomowoc, WI 53066
    1591 Creekview Ln, Oconomowoc, WI 53066
    /3

    $629,990 New Construction

    • 5 Beds
    • 2.5 Baths
    • 2,874 Sq Ft

    1591 Creekview Ln, Oconomowoc, WI 53066

    HOUSE IS IN RGH CARPENTRY. APPROXIMATE FINISH FEB.'25. 5 bedrooms/2.5 baths/flex room/spacious 2-story. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Ceramic tiled walk-in shower/2 shower heads/granite or equivalent vanity tops/double sinks in master bath. Double sinks family bath. 2 WIC's master suite. 9' first floor ceilings/pitched ceiling master bedroom.

    Joseph Behmke Kaerek Homes, Inc.

    1591 Creekview Ln, Oconomowoc, WI 53066
  • W336N6496 Lakeview Dr, Oconomowoc, WI 53066

    $850,000 Sold Apr 18, 2025

    • 704 Sq Ft
    • $1207/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath

    W336N6496 Lakeview Dr, Oconomowoc, WI 53066

    Picturesque property on Okauchee Lake with 55ft of FLAT frontage w/a gorgeous view! Move right in and live year round in this cute cozy home, or realize the great potential for a future build on this beautiful lot. Fully renovated in the last 25 years, this 1920s structure has been fully modernized and completely rebuilt/renovated! Property features vaulted ceilings & skylights in the nice sized

    The Italiano Team* Lake Country Flat Fee

    W336N6496 Lakeview Dr, Oconomowoc, WI 53066
  • 1691 Hammock Ln, Oconomowoc, WI 53066
    1691 Hammock Ln, Oconomowoc, WI 53066
    1691 Hammock Ln, Oconomowoc, WI 53066
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    $619,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,805 Sq Ft

    1691 Hammock Ln, Oconomowoc, WI 53066

    Move-in-ready. The Lauren 1805 that places the generously sized primary bedroom & shared living spaces - including the gathering room w/ GFP, kitchen, & dining area - at the back of the home for privacy. A large island that doubles as a snack bar, spacious walk-in-pantry, quartz counters & ample storage cabinets in the kitchen provide the perfect space for meal prep. The primary bedroom offers a

    Jennifer Durand Bielinski Homes, Inc.

    1691 Hammock Ln, Oconomowoc, WI 53066
  • N68W33690 County Trunk Highway K, Oconomowoc, WI 53066

    $550,000 Sold Apr 18, 2025

    • 1,955 Sq Ft
    • $281/SF
    • 2 Days On Market
    • 3 Beds
    • 2.5 Baths

    N68W33690 County Trunk Highway K, Oconomowoc, WI 53066

    Come see this contemporary ranch on over 2.5 acres with mature trees adjacent to Stone Bank Elementary School in the town of Merton. Step inside the foyer and experience a spacious and airy feel with soaring ceilings, many windows, & open spaces. Cozy great room w/ fieldstone fireplace to warm you on chilly evenings. Sliding doors to a large deck. Kitchen provides ample cabinet space, a planning

    Jeremy Rynders Keller Williams Realty-Milwaukee Southwest

    N68W33690 County Trunk Highway K, Oconomowoc, WI 53066
  • 1299 Arrowood Cir W, Oconomowoc, WI 53066
    1299 Arrowood Cir W, Oconomowoc, WI 53066
    1299 Arrowood Cir W, Oconomowoc, WI 53066
    /5

    $634,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,033 Sq Ft

    1299 Arrowood Cir W, Oconomowoc, WI 53066

    Move-in Ready 51 ARW Hoffman Cottage. Available 7/22/25! All Veridian homes 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

    Tamra Litzau Shorewest Realtors, Inc.

    1299 Arrowood Cir W, Oconomowoc, WI 53066
  • 1217 Green Tree Dr, Oconomowoc, WI 53066

    $627,900 Sold Apr 18, 2025

    • 2,350 Sq Ft
    • $267/SF
    • 13 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2024

    1217 Green Tree Dr, Oconomowoc, WI 53066

    This home move-in-ready. The Hailey 2350 offers a kitchen w/ plenty of cabinetry, quartz counters, WIP, kitchen appliances & prep island, a morning room for casual meals, a gathering room w/ gas fireplace, a formal dining room for large gatherings, a home office & a mudroom featuring a large closet & bench for everyday items. The 2nd floor rounds out this home w/ 3 secondary bedrooms, a hall

    Jennifer Durand Bielinski Homes, Inc.

    1217 Green Tree Dr, Oconomowoc, WI 53066
  • 1724 Whalen Dr, Oconomowoc, WI 53066
    1724 Whalen Dr, Oconomowoc, WI 53066
    1724 Whalen Dr, Oconomowoc, WI 53066
    /3

    $604,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,337 Sq Ft

    1724 Whalen Dr, Oconomowoc, WI 53066

    HOUSE IS BEING FRAMED-APPROXIMATE COMPLETION FEBRUARY 2026. 4 bedrooms/2.5 baths/flex room/spacious 2-story. 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. 2 WIC's master suite. Knockdown drywall w/rounded corners. 9' first floor ceilings/tray ceiling

    Joseph Behmke Kaerek Homes, Inc.

    1724 Whalen Dr, Oconomowoc, WI 53066
  • 1350 Arrowood Cir W, Oconomowoc, WI 53066

    $534,900 Sold Apr 18, 2025

    • 1,572 Sq Ft
    • $340/SF
    • 93 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    1350 Arrowood Cir W, Oconomowoc, WI 53066

    Move-in Ready 72 ARW Harlow Craftsman. Available 2-24-25! . All Veridian homes are Quality360 certified, meaning they exceed energy-efficiency industry standards and will perform, on average, 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've partnered with Lindsay Windows, Kohler, Floor 360 and Auburn Ridge

    Nicole Balcitis Shorewest Realtors, Inc.

    1350 Arrowood Cir W, Oconomowoc, WI 53066
  • 1539 Creekview Ct, Oconomowoc, WI 53066
    1539 Creekview Ct, Oconomowoc, WI 53066
    1539 Creekview Ct, Oconomowoc, WI 53066
    /3

    $689,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,866 Sq Ft

    1539 Creekview Ct, Oconomowoc, WI 53066

    HOUSE IS IN ROUGH TRADES - APPROX. FINISH MARCH '26. 4 bedrooms/2.5 baths/flex room/elite series spacious 2-story. Basement has 1 slider egress window & drain/vent rough-in for future full bath. Master bath has corner ceramic tiled walk-in shower/2 shower heads/double sinks/granite or equivalent vanity tops. Family bath w/double sinks. 2 WIC's master suite. 9' first floor ceilings/tray ceiling

    Joseph Behmke Kaerek Homes, Inc.

    1539 Creekview Ct, Oconomowoc, WI 53066
  • 630 State St, Oconomowoc, WI 53066

    $443,500 Sold Apr 17, 2025

    • 1,456 Sq Ft
    • $305/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths

    630 State St, Oconomowoc, WI 53066

    Centrally located between Downtown & Roosevelt Park, enjoy the pleasures of this quintessential carriage-style w/in walking distance to shopping, restaurants, & City Beach. Soak up the morning sun in the roomy front porch. The open concept living/dining areas feature hardwood flooring, built-in cabinet, detailed casings/baseboards, electric fireplace w/custom wood mantle & 9' ceilings. Kitchen

    Elizabeth Bertrandt-Klug Realty Executives - Integrity

    630 State St, Oconomowoc, WI 53066
  • W264 Circle Dr, Oconomowoc, WI 53066
    W264 Circle Dr, Oconomowoc, WI 53066
    W264 Circle Dr, Oconomowoc, WI 53066
    /35

    $538,000

    • 4 Beds
    • 2.5 Baths
    • 2,816 Sq Ft

    W264 Circle Dr, Oconomowoc, WI 53066

    Bring your vision and creativity to this spacious home, beautifully set on a mature, wooded lot featuring multiple patios, a firepit area, and room to roam. Designed with entertaining in mind, this one-owner property offers an abundance of living space and a layout perfect for gathering with family and friends. Located in the desirable Oconomowoc School District. This home features 4 bedrooms,

    Amy Russell Stapleton Realty

    W264 Circle Dr, Oconomowoc, WI 53066
  • W398N5937 Autumn Woods Dr Unit 78, Oconomowoc, WI 53066

    $335,000 Sold Apr 17, 2025

    • 1,884 Sq Ft
    • $178/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths

    W398N5937 Autumn Woods Dr Unit 78, Oconomowoc, WI 53066

    Welcome to this incredibly spacious condo in Oconomowoc's sought-after Autumn Woods! This 3-bedroom, 2-bath upper-unit condo offers an inviting layout with soaring ceilings and skylights. Kitchen with a breakfast bar adjoins to dining area and great room. Cozy up by the gas fireplace or step out onto the private balcony and enjoy the pond view. 3rd bedroom is loft with a huge walk in closet.

    Jeremy Rynders Keller Williams Realty-Milwaukee Southwest

    W398N5937 Autumn Woods Dr Unit 78, Oconomowoc, WI 53066
  • 954 Duchess Dr, Oconomowoc, WI 53066
    954 Duchess Dr, Oconomowoc, WI 53066
    954 Duchess Dr, Oconomowoc, WI 53066
    /39

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,589 Sq Ft

    954 Duchess Dr, Oconomowoc, WI 53066

    Welcome home to this exceptional 3-bedroom, 2.5-bath home on a quiet corner lot, backing to a serene conservancy and adjacent to a park. Enjoy outdoor living and entertaining with an inground pool, patio, gazebo and peaceful surroundings. The bright first floor features a beautiful kitchen, living room with a natural fireplace, dining room, and family room with ample natural light. Upstairs, a

    Angela McPhail Century 21 Affiliated-Wauwatosa

    954 Duchess Dr, Oconomowoc, WI 53066
  • 1541 Creekview Ct, Oconomowoc, WI 53066

    $654,140 Sold Apr 17, 2025

    • 2,764 Sq Ft
    • $237/SF
    • 237 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2024

    1541 Creekview Ct, Oconomowoc, WI 53066

    4 bedrooms/2.5 baths/flex room/elite series 2-story. Basement has 1 egress slider window and drain/vent rough-in for future full bath. Master bath has corner ceramic tiled walk-in shower/2 shower heads/granite or equivalent vanity tops. Double sinks master & family baths. 2 WIC's master suite. 9' first floor ceilings/pitched ceiling master bedroom. Elite series kitchen cabinets

    Joseph Behmke Kaerek Homes, Inc.

    1541 Creekview Ct, Oconomowoc, WI 53066
  • 1061 Regent Rd Unit 614, Oconomowoc, WI 53066
    1061 Regent Rd Unit 614, Oconomowoc, WI 53066
    1061 Regent Rd Unit 614, Oconomowoc, WI 53066
    /23

    $234,000

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft

    1061 Regent Rd Unit 614, Oconomowoc, WI 53066

    Welcome to this lovely two bedrooms & two full bathrooms unit in a peaceful Oconomowoc condo complex. The spacious master bedroom has a private balcony and private entrance to the master bathroom. The second bedroom features tall ceilings boasting natural light. Plenty of closet space as well as attic storage with skylight. The spacious living room features sliding glass doors that open to your

    Lynda Stone Lynda Stone Real Estate

    1061 Regent Rd Unit 614, Oconomowoc, WI 53066
  • 843 Wildwood Place, Oconomowoc, WI 53066

    $417,000 Sold Apr 15, 2025

    • 1,442 Sq Ft
    • $289/SF
    • 2 Days On Market
    • 2 Beds
    • 2 Baths

    843 Wildwood Place, Oconomowoc, WI 53066

    Cozy and Warm 2 Bedroom 2 Full Bathroom with BONUS room. Enjoy the upgraded kitchen and bathrooms. Nestled conveniently close to I94 and HWY 16 and near all the services in Oconomowoc. Enjoy a pleasant walk to historic and vibrant downtown Oconomowoc. Property is well maintained and recieved a new roof in 2022.

    Thomas Groskopf Premier Point Realty LLC

    843 Wildwood Place, Oconomowoc, WI 53066

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