Oconomowoc, WI 2-Story Homes for Sale

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  $1,798,000

  • 3 Beds
  • 2.5 Baths
  • 1,986 Sq Ft

  W352N6080 Bauers Ln, Oconomowoc, WI 53066

  Experience the perfect blend of modern construction and lakefront tranquility in Stumpy Bay on Okauchee Lake! This thoughtfully designed home features expansive lake views across the lake, a main-level primary suite, and a covered deck perfect for relaxing or entertaining. The rare flat lot leads directly to 54 feet of private frontage, beautifully complemented by lush perennials and a peach

  

  JJ Hausmann

  Compass RE WI-Lake Country

  (262) 684-1672

  W352N6080 Bauers Ln, Oconomowoc, WI 53066
• Explore Oconomowoc

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  /45

  $750,000

  • 4 Beds
  • 3.5 Baths
  • 4,170 Sq Ft

  495 N Waterville Rd, Oconomowoc, WI 53066

  Trustway-built home on 5 private, marvelous wooded acres in Summit with a pond, mature trees, and water views. Enjoy peace, privacy, and abundant wildlife just minutes from Oconomowoc and Delafield. This light-filled colonial home features a granite kitchen w/ oak cabinetry, hardwood floors, stainless appliances, island, and breakfast nook. Main level offers formal dining, living and great room

  

  William Lauer

  Keller Williams Realty-Milwaukee North Shore

  (262) 999-6898

  495 N Waterville Rd, Oconomowoc, WI 53066
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  /44

  $1,499,999

  • 4 Beds
  • 4.5 Baths
  • 6,385 Sq Ft

  S26W35135 Woodstream Ct, Oconomowoc, WI 53066

  Luxury meets functionality in this custom Colby-built home located in a quiet conservancy with deeded access to Hunter's Lake. Thoughtful floorplan with private spaces, vaulted ceilings, and a sun-filled interior. High-end appliances, large mudroom, full basement windows, wet bar, wine room, workshop, and direct basement to garage access. First floor owner's suite that opens directly to a

  

  JJ Hausmann

  Compass RE WI-Lake Country

  (262) 228-9040

  S26W35135 Woodstream Ct, Oconomowoc, WI 53066
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  /26

  $675,000

  • 4 Beds
  • 2.5 Baths
  • 2,137 Sq Ft

  1200 Juniper Ln, Oconomowoc, WI 53066

  Spacious 4BR home with walkout lower level in Oconomowoc's Pine Ridge Estates! Partial stone exterior and covered front entrance greet you. Extensive luxury vinyl plank flooring on main level. Great room offers corner gas fireplace. Open kitchen has island breakfast bar, walk-in pantry, and appliances included. Large mud room off 3.5-car garage. Half bath and den-flex room round out the main

  Paul Liebe Lake Country Flat Fee

  1200 Juniper Ln, Oconomowoc, WI 53066
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  /32

  $799,000

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  34118 Delafield Rd, Oconomowoc, WI 53066

  Beautifully renovated waterfront home with 150 ft of Bark River frontage leading into Upper Nemahbin Lake! Enjoy a private yard and pier that extends the length of the waterfront and can house 4-5 boats. Home has been renovated inside and out with high-end finishes. Interior has hardwood floors on main and upper levels. Open concept main level features kitchen quartz counters and SS appliances.

  Paul Liebe Lake Country Flat Fee

  34118 Delafield Rd, Oconomowoc, WI 53066
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  /26

  $629,900 Open Sun 2PM - 3:30PM

  • 4 Beds
  • 3.5 Baths
  • 3,119 Sq Ft

  35230 Winnebago Ct, Oconomowoc, WI 53066

  Welcome home to one of the top communities in Lake Country! Set on a quiet cul de sac lot overlooking walking paths, you'll immediately feel at home. Enter into the two story foyer which opens to the main floor den/office and living area with fireplace. The open concept layout is great for entertaining and offers a spacious kitchen with patio door which opens to the private backyard. Upstairs

  Mikel Kollmansberger Shorewest Realtors, Inc.

  35230 Winnebago Ct, Oconomowoc, WI 53066
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  /24

  $768,000

  • 5 Beds
  • 3.5 Baths
  • 4,313 Sq Ft

  W351N5747 Westshore Rd, Oconomowoc, WI 53066

  Fantastic Lake Country 2 Story ; Stunning 4515 SQ FT of Living Space ; 3.5 Car Garage ; .48 Acres ; 5 Bedrooms ; 3.5 Baths ; Large Finished Basement w/ Theatre Room- Kitchen - Full Bath - Bedroom - Office ; Kitchen Incredible, Top of the Line Cabinetry- Huge Island ; Large Family Room w/ Fireplace ; High Ceilings in Great Room w/ Sliding Glass Doors Opening out to a Beautiful Patio & Large

  Leslie Boyea Quorum Enterprises, Inc.

  W351N5747 Westshore Rd, Oconomowoc, WI 53066
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  /66

  $727,900

  • 4 Beds
  • 4 Baths
  • 3,664 Sq Ft

  449 Lake Bluff Dr, Oconomowoc, WI 53066

  Beautifully updated 4-bedroom, 2 full and 2 half bath two-story home in a desirable Oconomowoc neighborhood! Built in 2014, this spacious residence features many modern updates throughout, offering both comfort and style. The open layout provides plenty of room for living and entertaining, while the gorgeous backyard with mature landscaping, a paver patio and pergola is perfect for relaxing or

  Karen Patrick First Weber Inc - Delafield

  449 Lake Bluff Dr, Oconomowoc, WI 53066
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  /44

  $850,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,310 Sq Ft

  208 N Maple Terrace, Oconomowoc, WI 53066

  Discover this beautifully maintained 1950s Lannon stone Cape Cod, situated in the desirable Maple Terrace neighborhood, within walking distance of vibrant downtown Oconomowoc. Enjoy the rare privilege of deeded ownership in a private park on Lac La Belle, complete with pier and boat slip rights for lakefront access. This inviting home features hardwood floors throughout the living room, dining

  Samuel Shepherd First Weber Inc - Delafield

  208 N Maple Terrace, Oconomowoc, WI 53066
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  /61

  $699,900

  • 4 Beds
  • 2.5 Baths
  • 4,363 Sq Ft

  452 River Bluff Cir, Oconomowoc, WI 53066

  A rare opportunity to own this stunning 3/4-acre wooded lot in the sought-after River Bluff subdivision,just 5 minutes from downtown Oconomowoc,City Beach & Bender Beach. Welcome guests into the grand two-story foyer, leading to the Great Room w/a cozy natural fireplace & open to kitchen. Flex room, first-floor laundry & powder room offer effortless convenience & functionality. Enjoy morning

  Beth Clark First Weber Inc - Menomonee Falls

  452 River Bluff Cir, Oconomowoc, WI 53066
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  /103

  $624,100 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,446 Sq Ft

  The Atwood Plan at Arrowood, Oconomowoc, WI 53066

  Here’s a home centered on being the life of the party. The Atwood’s sophisticated curb appeal will immediately draw in your guests. Stash coats away in the foyer closet. Keep everyone in the conversation, while seated around the angled kitchen island. And you know that dining bump-out is going to come in handy for dinner parties. Just make sure you’ve stocked the walk-in pantry with the good

  

  Veridian Homes

  Builder

  1420 Arrowwood Circle West St Unit 37971414, Oconomowoc, WI 53066
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  /11

  $649,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,410 Sq Ft

  1692 Switchgrass St, Oconomowoc, WI 53066

  The Acacia is a beautifully designed 2-story with w/ an eye catching exterior & modern upgrades throughout! Located on lot 397 in Prairie Creek Ridge. Kitchen includes stained cabinets, quartz countertops, exterior vented range hood & a generously sized walk-in pantry. Extended dinette offers plenty of space for comfortable dining & entertaining. A gas fireplace in the great room completes the

  Erin Russell Tim O'Brien Homes

  1692 Switchgrass St, Oconomowoc, WI 53066
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  /5

  $624,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,411 Sq Ft

  1275 Wild Rye Ln, Oconomowoc, WI 53066

  Thoughtfully designed 2-story home in Prairie Creek Ridge! The Acacia, on lot 389, includes upgraded features throughout. Kitchen features soft close cabinets, quartz countertops, tiled backsplash, spacious walk-in pantry & exterior vented range hood. Extended dinette provides plenty of space to enjoy a meal with loved ones & the cozy great room is complete with an electric fireplace. Flex room

  Erin Russell Tim O'Brien Homes

  1275 Wild Rye Ln, Oconomowoc, WI 53066
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  $659,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,499 Sq Ft

  1690 Whalen Dr, Oconomowoc, WI 53066

  Welcome home to The PRESCOTT by Stepping Stone Homes, an award-winning home builder. Open floor plan features 4 Beds, 2.5 Baths and a 3 Car garage. The kitchen comes w/quartz countertops, maple-stained cabinets, and LG appliance package. LVP flooring in kitchen, dinette, and great room. You will find quality craftsmanship throughout such as 2x6 construction exterior walls, 9' first floor

  Amy Krieghoff Coldwell Banker Realty

  1690 Whalen Dr, Oconomowoc, WI 53066
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  /5

  $629,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,432 Sq Ft

  1749 Hammock Ln, Oconomowoc, WI 53066

  Charming 2-story home located in Prairie Creek Ridge! The Evergreen features upgrades throughout. The welcoming front foyer leads to a flex room w/ French doors, making a great office or playroom. Kitchen has a spacious island w/ overhang, soft close cabinets, oversized pantry, ext vented range hood & kitchen sink below a window overlooking the backyard. The open concept living space is a

  Erin Russell Tim O'Brien Homes

  1749 Hammock Ln, Oconomowoc, WI 53066
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  /4

  $657,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,350 Sq Ft

  1733 Hammock Ln, Oconomowoc, WI 53066

  This home is under construction. 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

  Jennifer Durand Bielinski Homes, Inc.

  1733 Hammock Ln, Oconomowoc, WI 53066
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  /29

  $649,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,386 Sq Ft

  1750 Hammock Ln, Oconomowoc, WI 53066

  NEW CONSTRUCTION! Welcome to this meticulously crafted custom home. The open floor plan features 4 bedrooms, 2.5 baths, a flex room, and transom windows that fill the space with natural light. The 3-car garage is fully insulated and drywalled with 8' doors. The kitchen has soft-close cabinets, crown molding, under cabinet lighting, a large walk-in pantry, quartz countertops, a spacious island,

  Greggory Schmidt Gregg Schmidt Realty LLC

  1750 Hammock Ln, Oconomowoc, WI 53066
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  /36

  $634,900 New Construction

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

  1299 Arrowood Cir W, Oconomowoc, WI 53066

  Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  

  Veridian Homes

  Builder

  1299 Arrowood Cir W, Oconomowoc, WI 53066
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  /5

  $672,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,404 Sq Ft

  1737 Hammock Ln, Oconomowoc, WI 53066

  This home is under construction. The Arielle 2404 is a plan that offers all the essential living spaces starting w/ the kitchen, which features a walk-in-pantry, quartz counters, appliances & prep island w/ extra seating. The gathering room offers a cozy gas fireplace. Finishing the first floor is a flex space/home office, powder room & large mudroom w/ a built-in bench & storage. The second

  Jennifer Durand Bielinski Homes, Inc.

  1737 Hammock Ln, Oconomowoc, WI 53066
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  $619,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,158 Sq Ft

  N684 S Hickory Hills Dr, Oconomowoc, WI 53066

  New Construction Luxury Farmhouse styled 3BR,Bonus Rm, 2.5BA, 3.5 car GA in the Oconomowoc School District. Gourmet KIT w/Custom Hickory Cabinetry, Granite Countertops,tiled backsplash,Walk in Pantry,8' Granite Island w/pendant lighting,pot filler. Patio dr to Custom Covered Patio 13' x 14'. GR w/21' dramatic vaulted beamed ceiling w/light, Stone gas FP. Primary BR w/tray lit ceiling & custom

  Renee Cull Verrada Realty, LLC

  N684 S Hickory Hills Dr, Oconomowoc, WI 53066
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  /42

  $672,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,735 Sq Ft

  1235 Violet St, 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. Ceramic tiled walk-in shower/2 shower heads/double sinks/granite or equivalent vanity tops in master bath. Double sinks in family Jack & Jill bath. Two WIC's master suite. 9' first floor ceilings/tray ceiling master bedroom. Knockdown drywall w/rounded corners.

  Joseph Behmke Kaerek Homes, Inc.

  1235 Violet St, Oconomowoc, WI 53066
• 

  $664,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,455 Sq Ft

  1254 Arrowood Cir W, Oconomowoc, WI 53066

  Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  

  Veridian Homes

  Builder

  1254 Arrowood Cir W, Oconomowoc, WI 53066
• 

  $654,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,656 Sq Ft

  The Aubrey Plan at Prairie Creek Ridge, Oconomowoc, WI 53066

  

  Stepping Stone Homes

  Builder

  1550 Creekview Ln Unit 36656091, Oconomowoc, WI 53066
• 

  $629,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,490 Sq Ft

  The Prescott Plan at Prairie Creek Ridge, Oconomowoc, WI 53066

  

  Stepping Stone Homes

  Builder

  1550 Creekview Ln Unit 36656088, Oconomowoc, WI 53066
• 

  $649,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,502 Sq Ft

  The Julia Plan at Prairie Creek Ridge, Oconomowoc, WI 53066

  

  Stepping Stone Homes

  Builder

  1550 Creekview Ln Unit 36656083, Oconomowoc, WI 53066
• 

  $609,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,279 Sq Ft

  The Clara Plan at Prairie Creek Ridge, Oconomowoc, WI 53066

  

  Stepping Stone Homes

  Builder

  1550 Creekview Ln Unit 36656080, Oconomowoc, WI 53066
• 

  $628,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,239 Sq Ft

  The Riley Plan at Hickorywood Farms, Oconomowoc, WI 53066

  

  Stepping Stone Homes

  Builder

  1660 Mamerow Ln W Unit 36655902, Oconomowoc, WI 53066
• 

  $648,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,721 Sq Ft

  The Berkshire Plan at Hickorywood Farms, Oconomowoc, WI 53066

  

  Stepping Stone Homes

  Builder

  1660 Mamerow Ln W Unit 36655897, Oconomowoc, WI 53066
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  /37

  $325,000

  • 3 Beds
  • 1.5 Baths
  • 1,220 Sq Ft

  728 State St, Oconomowoc, WI 53066

  Welcome home! This charming 3 bedroom, 1.5 bath bungalow offers a park-like setting with a spacious yard, perfect for relaxing or entertaining. Enjoy the shade of mature trees and the beauty of well-maintained gardens. Inside, the home features a sun room as you enter, a cozy living room, and a bright remodeled eat-in kitchen. Located in a quiet, convenient neighborhood that feels like home the

  Heidi Grebe Shorewest Realtors, Inc.

  728 State St, Oconomowoc, WI 53066
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  /40

  $569,900

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  631 E Wilson St, Oconomowoc, WI 53066

  Close to downtown Oconomowoc and Fowler Park, this Wilson Street 4-bedroom offers comfortable family living in an idyllic setting. Located in the coveted President's District, this well-built two-story with partial brick exterior boasts a large yard with garden, a deck and enough green space to toss around a football. Beautiful living room has hard wood floors, a natural fireplace and opens to a

  Ken Herro Oconomowoc Realty LLC

  631 E Wilson St, Oconomowoc, WI 53066
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  /34

  $339,000

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  618 E Anne St, Oconomowoc, WI 53066

  You Must See this Completely Renovated Open Floor Plan Victorian Home with 3 Bedrooms and 2 Full Baths in the Heart of Oconomowoc. This Beautiful Home is less than 1 block away from Fowler Lake and the Lakes Walking Path. Updates include a Newer Roof, Siding, Wrapped Windows, Garage, Concrete Driveway, Electrical, Plumbing, Kitchen and Baths, Flooring, Drywall and Paint, Fixtures/Lighting,

  Thomas Groskopf Premier Point Realty LLC

  618 E Anne St, Oconomowoc, WI 53066
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  /87

  $568,900

  • 4 Beds
  • 4 Baths
  • 2,564 Sq Ft

  940 Old Tower Rd, Oconomowoc, WI 53066

  Stately Colonial with Room to Live, Relax & Entertain! This beautifully updated 4BDR/4BA two-story just minutes from downtown. Step inside to find a sun-filled living room with a cozy woodburning fireplace, a chef-ready kitchen with stainless steel appliances, and a formal dining room. Step outside to your expansive deck overlooking the beautifully landscaped backyard an ideal setting for summer

  Chris Nash Century 21 Integrity Group - Jefferson

  940 Old Tower Rd, Oconomowoc, WI 53066
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  /20

  $310,000

  • 3 Beds
  • 2 Baths
  • 1,642 Sq Ft

  217 S Cross St, Oconomowoc, WI 53066

  Great opportunity to own this single-family/duplex in a great location near downtown Oconomowoc! This home was most recently used as a two-family home but offers the flexibility to work as a single or two family property. Newer exterior with replaced roof, siding, gutters, and added insulation. Large sun porch along the front of home. Main level features a living room, dining room, large kitchen

  Paul Liebe Lake Country Flat Fee

  217 S Cross St, Oconomowoc, WI 53066
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  /14

  $299,000

  • 2 Beds
  • 2 Baths
  • 1,506 Sq Ft

  W398N6066 Autumn Woods Dr Unit 15, Oconomowoc, WI 53066

  This desirable 2-bedroom, 2-bath end unit in the beautiful Autumn Woods community is ready for you! Located in a wooded area, this condo offers added privacy and peaceful surroundings- a perfect retreat to call home. With over 1,500 sq ft of living space, you'll love the open layout and versatile upper loft, ideal for a bedroom, playroom, office, or whatever suits your lifestyle. Just a short

  Patty Strong Shorewest Realtors, Inc.

  W398N6066 Autumn Woods Dr Unit 15, Oconomowoc, WI 53066
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  /51

  $495,000

  • 3 Beds
  • 2.5 Baths
  • 2,235 Sq Ft

  1479 Crestwood Dr, Oconomowoc, WI 53066

  Meticulously maintained & beautifully decorated, this charming home is nestled within walking distance to Nature Hill, schools & all the fun Oconomowoc has to offer! Enjoy your morning coffee on the cozy front porch. Inside you will find a thoughtful floor plan offering a spacious living room warmed by a natural fireplace, formal dining room, main floor laundry, primary bedroom with private bath

  Jodi Tweeden First Weber Inc - Delafield

  1479 Crestwood Dr, Oconomowoc, WI 53066
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  /26

  $385,000

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  402 W 3rd St, Oconomowoc, WI 53066

  Enjoy the best of Oconomowoc living in this fully updated home, ideally situated on a corner lot just steps from Park Lawn Elementary and a short stroll to City Beach and eclectic downtown Oconomowoc. Located in a welcoming, walkable neighborhood, this move-in-ready gem features updates including roof, windows, siding, exterior doors, gutters with guards, and a painted garage exterior. Inside,

  Catherine Gilbert Real Broker LLC

  402 W 3rd St, Oconomowoc, WI 53066
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  /36

  $449,900

  • 3 Beds
  • 1.5 Baths
  • 1,848 Sq Ft

  W358N5963 Misty Ct, Oconomowoc, WI 53066

  Exceptional colonial home set at the end of a cul-de-sac in Oconomowoc's Misty Meadows! Enjoy this great setting featuring large back yard with private wooded backdrop. Misty Meadows offers 20+ acres of common area including park, ponds, and walking/biking trail. Interior has family room with brick fireplace. Front living room has adjoining dining room and plenty of natural light. Kitchen

  Paul Liebe Lake Country Flat Fee

  W358N5963 Misty Ct, Oconomowoc, WI 53066
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  /23

  $3,750,000

  • 6 Beds
  • 4 Baths
  • 4,018 Sq Ft

  2937 N Mill Rd, Oconomowoc, WI 53066

  Welcome to ''Wildwood'', a rare property with over 6.4 acres and 175' of clean frontage on Upper Nemahbin Lake. This stunning natural property has incredible privacy, charm and potential with old-growth woods, open space, interesting topography and great lake and sunset views. Down a long private driveway, the vintage buildings include a gorgeous barn, an original chicken coop and run, an

  Bruce Gallagher Keller Williams Realty-Lake Country

  2937 N Mill Rd, Oconomowoc, WI 53066
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  /41

  $419,900

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  38518 Sunset Dr, Oconomowoc, WI 53066

  Updated farm house w/over 2 acres to enjoy & only a 3-minute drive down the road to the gorgeous Golden Lake public launch. A large deck in the rear is in close proximity of the garden, orchard trees, & raspberry bushes. The view off the deck is an expansive backyard which already has an existing chicken coop! Take off your boots in the large mudroom, & enter the open concept first floor w/an

  David Larscheidt Shorewest Realtors, Inc.

  38518 Sunset Dr, Oconomowoc, WI 53066
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  /110

  $1,750,000

  • 5 Beds
  • 4.5 Baths
  • 5,301 Sq Ft

  W336S981 Riemer Ct, Oconomowoc, WI 53066

  Exquisite 2019 Parade of Homes model showcasing luxury and comfort at every turn. The main-floor primary suite offers a spa-inspired retreat, while the open-concept design highlights a gourmet kitchen with Wolf, Sub-Zero & Cove appliances, double ovens, and beverage coolers. Enjoy both a cozy gas fireplace in the great room and a wood-burning fireplace in the sunroom. The lower level features

  Jodi Tweeden First Weber Inc - Delafield

  W336S981 Riemer Ct, Oconomowoc, WI 53066

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