Oconomowoc, WI Homes for Sale

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  $364,900 Open Sat 10:30AM - 11:45AM

  • 3 Beds
  • 2 Baths
  • 1,919 Sq Ft

  N55W37033 Harvard St, Oconomowoc, WI 53066

  Opportunity knocks! This 3 bed, 2 bath Cape Cod-style home sits on nearly one-third of an acre and offers a solid foundation for your updates. The main-floor bedroom includes an attached bath w/a zero-threshold tile shower. Upstairs, you'll find two spacious bedrooms w/hardwood floors plus a bonus room opportunity- ideal for creating a home office, hobby room, or extra storage. A large living

  Anthony McClintock Shorewest Realtors, Inc.

  N55W37033 Harvard St, Oconomowoc, WI 53066
• Explore Oconomowoc

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  $365,000 Open Thu 5PM - 7PM

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft

  341 W 4th St, Oconomowoc, WI 53066

  Beautifully Updated Oconomowoc Ranch - Move-In Ready! Welcome to this charming and thoughtfully updated ranch offering the perfect blend of comfort, style, and functionality. Featuring 3 spacious bedrooms and 2 full, modernized bathrooms, this home provides ample room for everyday living and entertaining. Step inside to find gleaming hardwood floors and a warm, inviting layout. The bright living

  Connie Cummings Keller Williams Realty-Lake Country

  341 W 4th St, Oconomowoc, WI 53066
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  $523,400 New Construction

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft

  The Elaine Plan at Arrowood, Oconomowoc, WI 53066

  The Elaine was meant for easy living. Why wouldn’t you have all of your desired amenities on a single floor, if you could do so? As you wake up from your owner’s suite and enter the main living space, flip on the television in the great room, start a pot of coffee in the kitchen and then check on your laundry, all in one quick pass. Take pleasure in the carefree lifestyle offered by the smartly

  Veridian Homes Builder

  1420 Arrowwood Circle West St Unit 38506042, Oconomowoc, WI 53066
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  $529,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft

  1278 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

  1278 Arrowood Cir W, Oconomowoc, WI 53066
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  $520,000 Open Sat 10:30AM - 12PM

  • 3 Beds
  • 3 Baths
  • 1,668 Sq Ft

  1230 Oriole Dr, Oconomowoc, WI 53066

  This spacious ranch home features a welcoming great room with a stone gas fireplace and an open-concept kitchen complete with hardwood floors, a dining area, breakfast bar, and included appliances. A formal dining room is conveniently located off the entry foyer. Down the hall are three well-sized bedrooms, including a primary suite with a large walk-in closet and private bath. A main-floor den

  Alexis Schliepp Shorewest Realtors, Inc.

  1230 Oriole Dr, Oconomowoc, WI 53066
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  $509,900 New Construction

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

  1120 Elderberry Rd, 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

  1120 Elderberry Rd, Oconomowoc, WI 53066
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  $689,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,748 Sq Ft

  1745 Hammock Ln, Oconomowoc, WI 53066

  HOUSE IS FRAMED - APPROX FINISH AUGUST '26. 4 bedrooms/2.5 baths/flex room/elite 2-story design. Basement has 1 egress slider window & drain/vent rough-in for future full bath. Ceramic tiled shower w/2 shower heads/double sinks/granite or equivalent vanity tops in master. Double sinks family bath. WIC's all bedrooms. 9' first floor ceilings/tray ceiling master bedroom. Wide millwork/paneled

  Joseph Behmke Kaerek Homes, Inc.

  1745 Hammock Ln, Oconomowoc, WI 53066
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  $549,900

  • 2,860 Sq Ft

  N7735 Maple Ridge Rd Unit N7737, Oconomowoc, WI 53066

  Incredible investment opportunity or owner occupany option in Oconomowoc School District. Two Fabulous Townhouse style units. Landlords have kept rents low for long term tenant relationships. Large Oak kitchens with attached dinnettes and patio doors to private decks. Living rooms with gas FP and main level half baths. Upper level with 3 bedrooms and full bath with double sinks. Lower levels are

  Liz Tobolt First Weber Inc - Delafield

  N7735 Maple Ridge Rd Unit N7737, Oconomowoc, WI 53066
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  $639,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,580 Sq Ft

  1717 Hammock Ln, Oconomowoc, WI 53066

  Charming English inspired 2-story home in Prairie Creek Ridge! The Juneberry features upgraded features throughout. Kitchen features soft close cabinets, quartz countertops, island w/ overhang & exterior vented range hood. Dinette separates kitchen & great room, GR is complete with a cozy gas fireplace with stone detail. Flex room with French doors off front foyer makes a great office or

  Erin Russell Tim O'Brien Homes

  1717 Hammock Ln, Oconomowoc, WI 53066
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  $551,800 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,880 Sq Ft

  The Sawyer Plan at Arrowood, Oconomowoc, WI 53066

  A home as resourceful as you are. The flex room might make the perfect home office now, but it could also be one creative craft studio down the road. The kitchen provides ample space for preparing elegant feasts, but it also features a handy breakfast bar for more humble meals. Welcome to the Sawyer. All prices, promotions and specifications are subject to change at any time without notice based

  Veridian Homes Builder

  1420 Arrowwood Circle West St Unit 38433994, Oconomowoc, WI 53066
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  $574,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,772 Sq Ft

  1388 Periwinkle Pass, Oconomowoc, WI 53066

  New Construction - Ready in January! Discover the Canton model in Oconomowoc's desirable Prairie Creek Ridge subdivisiona thoughtfully designed split ranch that blends modern style with everyday comfort. With 1,772 sq. ft., this home offers 3 bedrooms and 2 baths, plus a spacious 3-car garage on a .26-acre lot. The heart of the home is the stunning kitchen, featuring an oversized island with

  Ryan Prellwitz Loos Custom Homes,LLC

  1388 Periwinkle Pass, Oconomowoc, WI 53066
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  $559,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,861 Sq Ft

  1187 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

  1187 Arrowood Cir W, Oconomowoc, WI 53066
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  $319,000

  • 2 Beds
  • 2.5 Baths
  • 1,780 Sq Ft

  510 Frederick Ct Unit 510, Oconomowoc, WI 53066

  Fantastic Opportunity in the Heart of Oconomowoc! Don't miss your chance to own this townhouse-style condo just minutes from downtown Oconomowoc's shopping, restaurants, and festivals! A vaulted entryway welcomes you into the spacious great room featuring a cozy gas fireplace. The private deck off the dining area and kitchen overlooks a peaceful wooded backdrop, perfect for morning coffee or

  Jennifer Pesicek Coldwell Banker Elite

  510 Frederick Ct Unit 510, Oconomowoc, WI 53066
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  $679,900

  • 2 Beds
  • 3 Baths
  • 2,484 Sq Ft

  1758 Bess Ct, Oconomowoc, WI 53066

  MOVE-IN READY. Step into this beautifully crafted ranch condo sprawling with significant interior updates where style and sophistication meet modern comfort. Sunlight pours through soaring ceilings, highlighting custom millwork, designer lighting, and elegant finishes that elevate every detail. The main floor features an inviting open layout and a versatile office that could easily serve as a

  Chelsea Paulsen Patrick Bolger Realty Group

  1758 Bess Ct, Oconomowoc, WI 53066
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  /23

  $499,900

  • Land
  • 2.98 Acres
  • $167,752 per Acre

  N73W36308 S Shore Dr, Oconomowoc, WI 53066

  Rare opportunity to own lake frontage property w/gorgeous sunset views & mature trees on almost 3 acres! Enjoy peaceful Ashippun Lake & 114 ft of frontage as per GIS map. Bids available for demolish/removal of existing abandoned cottage & 2 car GA. Buildable portion of lot & lake frontage zoned R-2 Residential- is approx 161 ft long with 75 ft shore setback and 75 ft wetland setback with 20 ft

  Suzy Osum Shorewest Realtors, Inc.

  N73W36308 S Shore Dr, Oconomowoc, WI 53066
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  $539,900

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

  845 Stirling Dr Unit Bldg 23, Unit 46, Oconomowoc, WI 53066

  NEW CONSTRUCTION - ready March 2026! Look no further for Luxury Ranch Condominium living with 2 Bedrooms plus a Sunroom, featuring open design concept with 9' Ceilings throughout. Beautiful Gourmet 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

  Paige Sederberg Harbor Homes Inc

  845 Stirling Dr Unit Bldg 23, Unit 46, Oconomowoc, WI 53066
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  $699,000

  • 3 Beds
  • 3 Baths
  • 2,400 Sq Ft

  621 W Labelle Ave, Oconomowoc, WI 53066

  Welcome to Merchants Plat! This exceptional 3-bedroom, 3-bath home sits in one of Oconomowoc's most sought-after neighborhoods- just steps from Lac La Belle, the neighborhood beach, parks, & downtown. Enjoy an open-concept design with in-floor heating on the main level & a stylish kitchen with a large island & stainless appliances. Upstairs offers laundry & a spacious primary suite with walk-in

  Sarah Keily Shorewest Realtors, Inc.

  621 W Labelle Ave, Oconomowoc, WI 53066
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  $588,800 Open Sat 11AM - 12PM

  • 3 Beds
  • 2.5 Baths
  • 2,108 Sq Ft

  813 High St, Oconomowoc, WI 53066

  Beautifully modernized 3-bedroom 2.5 bath with large lot on quiet cul-de-sac. Tasteful kitchen with oversized Nantucket bluff cabinets and pantry to maximize space. Bathrooms include custom vanities, quartz countertops, tile shower/surround, and stylish tile floors. New flooring throughout including durable LVP and carpet in bedrooms, staircase, and 4-season room. Large primary with ensuite and

  Sean Brown Best Life Realty

  813 High St, Oconomowoc, WI 53066
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  $924,000

  • 5 Beds
  • 2.5 Baths
  • 3,298 Sq Ft

  W356 Allen Rd, Oconomowoc, WI 53066

  Set on 12+ acres with breathtaking views & an abundance of wildlife, this quality built 5 bedroom cape cod has been meticulously maintained by the original owners & consistently updated to stay within the style of today's designs. Spacious kitchen boasts ample cabinetry, quartz counter tops, stainless appliances & a large breakfast bar creating the ideal spot for all to gather! Sliding doors just

  Jodi Tweeden First Weber Inc - Delafield

  W356 Allen Rd, Oconomowoc, WI 53066
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  $659,995

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  789 N Forest Ridge Ct, Oconomowoc, WI 53066

  Beautifully refreshed 3BR Cape Cod on 2 lush acres in the Town of Summit. Enjoy privacy, wildlife, and walking distance to Lower Nemahbin Lake. Features include a dramatic 2-story foyer with custom oak woodwork, spacious family room with fireplace, and French doors to living room with oak window seat. The kitchen offers custom cabinets, raised snack bar, pantry, and opens to a sunny dinette with

  Randolph Kohler Abundance Real Estate

  789 N Forest Ridge Ct, Oconomowoc, WI 53066
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  $850,000 Open Sat 10:30AM - 12PM

  • 3 Beds
  • 2.5 Baths
  • 2,872 Sq Ft

  208 N Maple Terrace, Oconomowoc, WI 53066

  Enjoy affordable Lake Living on Lac La Belle with this charming 1950's Lannon Stone Cape Cod in the desirable Maple Terrace neighborhood, within walking distance to downtown Oconomowoc's shops and restaurants. Includes deeded access to a private lakeside park with pier and boat slip rights. Inside, find newly refinished hardwood floors throughout, original built-ins, half bath on main, KIT with

  Samuel Shepherd First Weber Inc - Delafield

  208 N Maple Terrace, Oconomowoc, WI 53066
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  $549,900

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

  847 Stirling Dr Unit Bldg 23, Unit 45, Oconomowoc, WI 53066

  NEW CONSTRUCTION - ready March 2026! 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

  847 Stirling Dr Unit Bldg 23, Unit 45, Oconomowoc, WI 53066
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  /23

  $409,900

  • 3 Beds
  • 1.5 Baths
  • 1,288 Sq Ft

  W277 Madison Ave, Oconomowoc, WI 53066

  This charming ranch is nestled on a generous lot and is conveniently located to downtown Oconomowoc and Lac La Belle. Many recent updates including a newly replaced furnace (2024), air conditioning (2024), water heater (2023), new carpeting, newly remodeled bathroom, updated kitchen cabinets, roof shingles replaced on home only (2018) and new fence (2023) make this ready to move in. It will not

  Anthony Alesci Alesci Realty

  W277 Madison Ave, Oconomowoc, WI 53066
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  $564,900

  • 3 Beds
  • 2.5 Baths
  • 2,308 Sq Ft

  1010 S Wayfare Trail, Oconomowoc, WI 53066

  Discover the King's Way Country Cape Cod conveniently located (minutes in between Oconomowoc/Dousman & schools) complete w/picturesque private pond views as its scenic backdrop & tree-lined backyard - almost feels as if you are in the Northwoods! Kitchen features granite counters, SS appliances, HWFs. Patio door off Dinette leads out to deck w/2 acres of privacy, plenty of space inside & out.

  Elizabeth Bertrandt-Klug Realty Executives - Integrity

  1010 S Wayfare Trail, Oconomowoc, WI 53066
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  $599,900

  • 3 Beds
  • 2 Baths
  • 1,804 Sq Ft

  569 Greenland Ave, Oconomowoc, WI 53066

  Welcome to beautiful fall in Wisconsin - with a rare luxury location on beautiful Lake Fowler in Oconomowoc, Wisconsin! This adorable home in the heart of Oconomowoc is so special and charming throughout with arched doorways, harwood floors, tall ceilings and adorable screened in porch that overlooks the backyard with a shed that lives like a separate office or casita with knotty pine walls and

  Suzanne Powers Realty Group* Powers Realty Group

  569 Greenland Ave, Oconomowoc, WI 53066
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  $549,900 Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,236 Sq Ft

  N67W33863 Loghouse Ct, Oconomowoc, WI 53066

  Fabulous Location! 4 bedroom, 2.5.baths New luxury vinyl flooring. Eat in kitchen w/2 pantrys flows right into the cozy family room with natural fireplace. 1/2 bath and living room/dining room and laundry room round out the first floor. Master bedroom, huge bathroom ensuite and walk-in closet. 2 additional bedrooms on upper level. Take a walk down to the lower level which features another big

  

  Kim Stover

  Coldwell Banker Realty

  (262) 683-4671

  N67W33863 Loghouse Ct, Oconomowoc, WI 53066
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  $1,098,000

  • 2 Beds
  • 2 Baths
  • 1,685 Sq Ft

  215 E Pleasant St Unit 508, Oconomowoc, WI 53066

  Experience Luxury living in this 5th floor Penthouse condo, where expansive views and floor to ceiling windows fill the open space with light. Enjoy the charm of Downtown Oconomowoc just steps away, featuring boutique shops, local/fine dining and scenic boardwalk strolls. Take in panoramic views from the patio or rooftop deck. Unwind with Fowler Lake Village's amenities including sundeck, club

  Corienne Walek Keller Williams Realty-Lake Country

  215 E Pleasant St Unit 508, Oconomowoc, WI 53066
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  $2,500,000

  • 4 Beds
  • 3.5 Baths
  • 3,100 Sq Ft

  34352 Valley Rd, Oconomowoc, WI 53066

  Experience lakefront luxury on private Upper Nashotah Lake. Perched on a scenic hill with 123 feet of pristine frontage & 1.24 acres, this stunning 4-bedroom, 3.5-bath Delafield home offers panoramic views. Thoughtfully designed for both relaxation and entertaining, it features multiple living spaces filled with natural light and lake views from nearly every room. Main living space features a

  Aletha Champine Keller Williams-MNS Wauwatosa

  34352 Valley Rd, Oconomowoc, WI 53066
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  $795,000

  • 3 Beds
  • 1.5 Baths
  • 1,694 Sq Ft

  W2951 Monroe Rd, Oconomowoc, WI 53066

  The road to this amazing 72+acre private paradise has approx. one quarter mile of frontage on the Rock River. Canoe, Kayak, Fish, Snowmobile right from home. Deer hunt, ride horses, ATV, garden or just relax by the in-ground pool. You have all the space you need to make it your own! Located in Dodge County. Oconomowoc school district. Home has 3 bedrooms, 2 baths, 4 car garage/shed & Horse

  Mary Gross Berkshire Hathaway HS Lake Country

  W2951 Monroe Rd, Oconomowoc, WI 53066
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  $444,900 New Construction

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

  1011 Elderberry Rd, 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

  1011 Elderberry Rd, Oconomowoc, WI 53066
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  $539,900 New Construction

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

  1017 Elderberry Rd, 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

  1017 Elderberry Rd, Oconomowoc, WI 53066
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  $619,000

  • 4 Beds
  • 4 Baths
  • 2,423 Sq Ft

  1431 Crystal Lake Dr, Oconomowoc, WI 53066

  Welcome to this updated 4-bedroom, 2 full and 2 half bath family home, ideally located on a quiet, low-traffic street with no HOA and within walking distance to schools and downtown Oconomowoc. At the heart of the home is a stunning, updated kitchen featuring modern cabinetry, quality appliances, and a spacious open dining area. Recent updates include a new roof, windows, HVAC, and fresh flooring

  Kevin Koski 3% Real Estate

  1431 Crystal Lake Dr, Oconomowoc, WI 53066
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  $425,000

  • 4 Beds
  • 2 Baths
  • 1,792 Sq Ft

  435 E Harvard St, Oconomowoc, WI 53066

  This is your chance to call a beautifully updated and conveniently located 4-bedroom, 2-bathroom Cape Cod home! Located in a quiet cul-de-sac, this home has been fully renovated, including a newer roof, siding, furnace and landscaping. The property backs up to a school, offering a serene and private setting with no rear neighbors, where you can enjoy the spacious, fully fenced backyard and deck.

  Kelly Trezek Shorewest Realtors, Inc.

  435 E Harvard St, Oconomowoc, WI 53066
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  $484,900 New Construction

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

  997 Elderberry Rd, 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

  997 Elderberry Rd, Oconomowoc, WI 53066
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  $449,900

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  704 Thackeray Trail, Oconomowoc, WI 53066

  Classic ranch home with an ideal, functional layout! The bright & spacious living room opens to dining area-perfect for dinners & game night. A built-in cabinet provides a stylish spot to display your treasures. The kitchen features abundant storage & open-concept to a stunning family room w/ built-ins, beams, & gas fireplace. Enjoy the outdoors while being inside the 3-season room. This home

  Lisa Nevinski Lannon Stone Realty LLC

  704 Thackeray Trail, Oconomowoc, WI 53066
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  $549,500

  • 3 Beds
  • 2.5 Baths
  • 3,080 Sq Ft

  1271 Thomas Trail, Oconomowoc, WI 53066

  Beautifully updated home just minutes from downtown Oconomowoc. Parks, lakes, golfing, shopping and schools! Features an open concept layout with spacious living and dining areas centered around a stunning kitchen with granite countertops and stainless steel appliances. Large windows with natural light throughout and Hardwood floors for easy clean. The large primary suite includes a walk-in

  Cadence Bryant Response Realtors

  1271 Thomas Trail, Oconomowoc, WI 53066
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  $609,900

  • 3 Beds
  • 2 Baths
  • 2,417 Sq Ft

  1840 La Belle Springs Ln, Oconomowoc, WI 53066

  Wonderful 3BD/2BA ranch in the highly sought-after Eastlake Pabst Farms neighborhood! Gorgeous open concept main level features a beautiful kitchen w/stone accent wall, granite counters, island & walk in pantry! Great room offers GFP and opens to the dining room w/access to the patio. Primary suite offers WIC and ensuite w/ jetted tub, walk in shower & large dual vanity. Additional bedrooms are

  Joseph Jewell Lake Country Flat Fee

  1840 La Belle Springs Ln, Oconomowoc, WI 53066
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  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,448 Sq Ft

  305 W 2nd St, Oconomowoc, WI 53066

  Incredible opportunity to live close to everything Oconomowoc has to offer! This charming 3 bed, 1.5 bath home offers great natural light, updates throughout & the type of charm that will have you ready to call this one home. On the main level, a cozy living room, spacious kitchen & bedroom each flow into a large dining room, serving as the heart of the home. A new half bath & laundry area round

  Jessalyn Rich Shorewest Realtors, Inc.

  305 W 2nd St, Oconomowoc, WI 53066
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  /26

  $614,900

  • 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 you

  Mikel Kollmansberger Shorewest Realtors, Inc.

  35230 Winnebago Ct, Oconomowoc, WI 53066
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  $779,900

  • 4 Beds
  • 3.5 Baths
  • 3,182 Sq Ft

  628 Sedge Meadow Ct, Oconomowoc, WI 53066

  Nestled on a private 1-acre lot this recently updated home uniquely enjoys the 76-acre subdivision out-lot conveniently located in front and behind of this well-situated residence. Imagine relaxing after a long day at work on the spacious patio and all you hear is the wind gently blowing through the trees. The updates are many and this is truly a home you can move in and begin to enjoy on day

  Glenn Hanon Shorewest Realtors, Inc.

  628 Sedge Meadow Ct, Oconomowoc, WI 53066

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