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1280 Orchard Circle Circle, Oconomowoc
$565,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status
Welcome home to this meticulously maintained, open-concept split ranch that perfectly blends comfort with modern peace of mind. Offering nearly 3,200 sq. ft. of finished living space, this home feels like new thanks to extensive recent updates. Fresh Interior Refreshes (2025): Step inside to a bright, airy Great Room featuring a cozy gas fireplace, perfect for Oconomowoc winters. The interior was refreshed in March 2025 with all-new carpeting on the main level and stylish Luxury Vinyl Plank (LVP) flooring in the kitchen, laundry, basement and main bathroom. Entertainer's Dream Basement: The finished walk-out lower level is a showstopper! It features a massive rec room with full-size windows, a 4th bedroom, a private office/den. Walk out the new patio.

1280 Orchard Circle Circle, Oconomowoc

Listing courtesy of Homestead Realty, Inc. Selling Office: .

1350 Arrowood Circle W Circle, Oconomowoc
$564,900
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
Newer 3 bedroom, 2 bath ranch in Arrowood, this home delivers modern style, smart design, and sunset views! An open concept layout with LVP flooring flows from the large great room to a quartz topped kitchen featuring stainless appliances, breakfast bar island, and a dining area with patio doors to private deck. The split bedroom design offers a comfortable primary suite with walk in closet organizer and a spa like bath with dual sink vanity and oversized shower. Two additional bedrooms and a full bath sit on the opposite wing. Open staircase leads to a bright lower level with full size windows and barn doors to large workshop area. With upgraded landscaping, a level yard backing to trees and fields, and Energy Expert Certification, this home stands out!

1350 Arrowood Circle W Circle, Oconomowoc

Listing courtesy of Lake Country Flat Fee. Selling Office: .

1227 Oriole Drive Drive, Oconomowoc
$555,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
Live your best life in this beautifully updated, turn-key Oconomowoc ranch. The open concept main level features newer flooring and trim, stainless appliances, crisp white kitchen cabinets, and convenient main-level laundry. The impressive great room is the centerpiece of the home with cathedral ceiling and stunning stone fireplace. Spacious primary suite has walk-in closet and updated full bath. A bright three-season room with skylights overlooks the back yard, while a newer stamped concrete patio with TV mount is all set for barbecues, outdoor movies, and Packer parties. The finished lower level includes a huge rec room with dry bar as well as home gym and office. Yard has raised veggie garden and flowering perennials. Close to neighborhood trails, parks, and charming downtown.

1227 Oriole Drive Drive, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: .

631 E Wilson Street Street, Oconomowoc
$555,000
4 Beds ⋅ 2.5 Baths ⋅ CLOSED Status
Located in the Presidents District neighborhood makes for a leisurely stroll to downtown Oconomowoc, Fowler Park, or one of the nearby schools. The solid 4-bedroom boasts a large yard, backyard deck and enough green space to toss around a football. Beautiful living room with loads of natural light with hard wood floors, natural fireplace and open to a formal dining room. Updated south-facing kitchen with new granite counter tops, a gas range opens to the dinette area. Enjoy the bright 3-season south facing sun room or hide away in the cozy den. 4 enormous bedrooms all with loads of closet space and hardwood floors. The primary bedroom enjoys private full bathroom with shower and deep his & hers closets. The lower level has a spacious rec-room and former pool table room.

631 E Wilson Street Street, Oconomowoc

Listing courtesy of Oconomowoc Realty LLC. Selling Office: .

1080 Elderberry Road Road, Oconomowoc
$554,900
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
Move-in Ready 95 ARW Julian Cottage I Unit A, 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, 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(r), Floor 360 and Auburn Ridge just to name a few. Veridian Homes offers a one-year limited warranty, backed by our dedicated customer service tea

1080 Elderberry Road Road, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: .

859 Stirling Drive Drive Unit Bldg 20, Unit 39, Oconomowoc
$554,100
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
NEW CONSTRUCTION READY April 2026 - Luxury Ranch Condominium with 2 Bedroom plus Flex Room, featuring open design concept with 9' Ceilings throughout. Beautiful Gourmet Kitchen for entertaining with a large center island, beautiful soft close cabinetry, quartz countertops and appliances. Spacious Great Room features a stunning stone to ceiling fireplace and box tray ceiling! Flex Room with a door offers a flexible space to fit your lifestyle. Private Primary Suite includes box tray ceiling, luxury bathroom with ceramic tiled shower and bench, double bowl vanity, and large walk-in closet with access to Laundry Room. Make The Reserve at Olde Highlander your future home!

859 Stirling Drive Drive Unit Bldg 20, Unit 39, Oconomowoc

Listing courtesy of Harbor Homes Inc. Selling Office: .

268 Lakeridge Drive Drive, Oconomowoc
$552,400
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
Welcome to this beautiful ranch home! Step inside to discover an inviting layout highlighted by high vaulted ceilings and a cozy fireplace. The bright kitchen offers ample storage, counter seating for morning coffee, dining area overlooking the backyard & a convenient walk-out to the patio. A desirable split-bedroom design ensures maximum privacy, featuring a spacious primary suite with a walk-in closet and a private bath with dual sinks. You will love the ease of the first-floor laundry room. Outside, mature trees create a serene, private backyard oasis perfect for entertaining. Effortlessly combining comfort and style, this charming home is in a great neighborhood with sidewalks for your evening strolls or morning jogs. New roof approx 2023. Schedule your showing today!

268 Lakeridge Drive Drive, Oconomowoc

Listing courtesy of Coldwell Banker Elite. Selling Office: .

230 Thurow Drive Drive, Oconomowoc
$551,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status
Built in 2006, this spacious Open Concept Ranch is tucked within a private wooded subdivision setting! This split-BR design offers 3 BRs, 3 BAs, vaulted ceilings, & a bright, airy layout perfect for everyday living & entertaining. Generous KIT features pantry, snack bar, quartz countertops, & flows seamlessly into the large great room w/GFP. Primary suite includes WIC & private bath. Enjoy convenient main floor laundry plus a huge poured concrete w/ tall ceilings, full bath, & endless future rec room potential! Step outside to the deck & private backyard retreat. Major updates include roof & siding (2023), Armstrong furnace & central air (2023), + SS appliances. Within walking distance to Downtown Oconomowoc-various restaurants, Oconomowoc Lake and Lake Fowler! MUST SEE!

230 Thurow Drive Drive, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: .

N87W36989 Mapleton Road Road, Oconomowoc
$550,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
Discover the perfect blend of comfort, style, and space in Oconomowoc! This beautifully renovated 3BR/2BA home sits on 3.3+ scenic acres on the outskirts within the Oconomowoc School District. The bright, updated interior offers inviting living spaces filled with natural light, modern finishes, and convenient main floor laundry. A standout feature is the rare dual attached garages with 4+ car capacity--featuring a 2.5-car garage with loft storage, a spacious workshop/hobby area with cabinetry, and an additional 2-car garage--plus a large detached shed for even more storage. Also brand new siding on the house! Finished basement adds valuable extra living space. Enjoy privacy, flexibility, and room to relax or entertain.

N87W36989 Mapleton Road Road, Oconomowoc

Listing courtesy of Coldwell Banker Realty. Selling Office: .

1452 N Lapham Street Street, Oconomowoc
$547,000
4 Beds ⋅ 2.5 Baths ⋅ CLOSED Status
Location and lifestyle come together in this beautifully updated 4-bed, 2.5 bath bi-level in Oconomowoc! Situated directly across from Nature Hill Intermediate and just a short walk to Lily Park, dog parks, and vibrant downtown Ocon, this home offers everyday convenience in a sought-after setting. Inside, you'll love the fully remodeled 2024 kitchen with brand-new appliances, plus fresh paint and LVP flooring throughout. Major exterior updates in 2023 include roof, siding, gutters, and fascia--giving peace of mind for years to come. Step outside to a spacious, private yard featuring an above-ground pool--perfect for summer entertaining. Move-in ready and waiting for you!

1452 N Lapham Street Street, Oconomowoc

Listing courtesy of Keller Williams Realty-Lake Country. Selling Office: .

N53W35192 Lighthouse Lane Lane, Oconomowoc
$545,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
Exceptional 2BR/2BA ranch condo in Oconomowoc's Bay Pointe! Enjoy a great location in the complex with pond views. Unit offers a private outside entrance, attached garage, and walkout lower level. Main level includes an open concept floor plan with hardwood floors. Gas fireplace in great room. Relax in the back sun room with walls of windows and pond views. Kitchen offers granite countertops, SS appliances included, and adjoining dining area. Primary suite features patio doors to balcony, 2 closets, and private bath with oversized shower and tile floor. Additional bedroom and full bath on main level. Laundry room with washer and dryer included. Lower level has plenty of storage space. Lots of opportunity to create additional living space. Ready for immediate occupancy!

N53W35192 Lighthouse Lane Lane, Oconomowoc

Listing courtesy of Lake Country Flat Fee. Selling Office: .

1021 Elderberry Road Road, Oconomowoc
$544,900
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
Move-in Ready 80 ARW Julian Cottage II 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, 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 have partnered with Lindsay Windows, Kohler(r), Floor 360 and Auburn Ridge just to name a few.

1021 Elderberry Road Road, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: .

N59W39568 Laketon Avenue Avenue, Oconomowoc
$544,400
3 Beds ⋅ 1.5 Baths ⋅ CLOSED Status
Tucked on a picturesque .65-acre lot just 2 blocks from Lac La Belle and minutes to downtown Oconomowoc, this well-maintained home offers privacy, character, and an unbeatable location. Enjoy cozy evenings by the Lannon stone natural fireplace in the spacious family room or summer days in the private backyard or at the lake. Access to Lac La Belle at the end of Mary Ln right around the corner is perfect for swimming, kayaking, or relaxing. Inside features custom hickory cabinetry, matching millwork and doors throughout, granite countertops, stainless steel appliances, and an eat-up kitchen bar, along with custom vanities, built-ins and hickory floors. The open stairway leads to a large basement with a dog wash, ample storage, 3 beds, 1.5 baths and endless potential to expand.

N59W39568 Laketon Avenue Avenue, Oconomowoc

Listing courtesy of Coldwell Banker Elite. Selling Office: .

1189 Mockingbird Drive Drive, Oconomowoc
$542,000
3 Beds ⋅ 2.5 Baths ⋅ CLOSED Status
Welcome home to this inviting 3-bedroom, 2.5-bath ranch located in desirable Oconomowoc, just steps from a nearby park. This well-maintained property features a cozy gas fireplace, a flexible office/den that could be easily converted to a 4th bedroom, and a finished lower level perfect for extra living or entertaining space. Enjoy updated bathrooms, new carpeting in all three bedrooms, and a cook-pleasing kitchen with freshly painted cabinets, updated countertops, and a breakfast bar. Major mechanical updates include a newer furnace, AC, water heater, and roof. Relax outdoors on the private back patio. A move-in-ready home with space, updates, and location -- don't miss it!

1189 Mockingbird Drive Drive, Oconomowoc

Listing courtesy of Froemming Realty LLC. Selling Office: .

215 E Pleasant Street Street Unit 412, Oconomowoc
$540,000
1 Beds ⋅ 1.5 Baths ⋅ CLOSED Status
Pristine, private, sun-drenched southern-facing condo in the heart of walkable downtown Oconomowoc. Effortless luxury awaits: move-in ready with private balcony, quartz counters, heated tile main bath floor, fireplace, appliances & full-size laundry. Maintenance-free living, ideal for summer escapes. Enjoy extra space & perks through the building's amenities: spectacular 6th-floor deck with stunning vistas of Fowler Lake, downtown & Lac La Belle, plus a sun deck, club room, fitness center, dog run, coffee shop, bakery, spa, salon, cocktail lounge & upscale restaurant. Solid concrete construction for superior soundproofing, secure heated parking, adjacent extra storage & easy elevator access. Steps from lakes, boardwalk, trails, parks & shops--the pinnacle of refined, fun, carefree living!

215 E Pleasant Street Street Unit 412, Oconomowoc

Listing courtesy of Tenderland Real Estate LLC. Selling Office: .

126 N Maple Terrace Terrace, Oconomowoc
$540,000
2 Beds ⋅ 1.5 Baths ⋅ CLOSED Status
Incredibly charming and fully updated, this home blends original character, modern style, and lake living--with deeded access to Lac La Belle and boat slip rights. Located in highly desirable Maple Terrace neighboring Merchant's Plat, you're just a short distance from Oconomowoc's vibrant downtown, parks, shops, dining, and year-round events. The open-concept main floor features a beautifully remodeled kitchen, refinished hardwood floors, and a convenient half bath. Upstairs offers a fully renovated bathroom and spacious primary bedroom. New sliding doors lead to a private deck and landscaped yard--perfect for summer evenings after a day on the lake. Major updates include brand new roof, siding, and newer windows. This home truly captures the best of lake living and community.

126 N Maple Terrace Terrace, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: .

N64W34206 Bayview Road Road, Oconomowoc
$540,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
Completely renovated down to the studs in 2011, this beautifully updated home blends exceptional craftsmanship with warm, functional living space. Custom woodwork enhances every room, while the stunning kitchen serves as the true heart of the home, featuring gorgeous ceiling-high maple cabinetry and quartz countertops. The wood ceiling, cozy wood-burning stove & expansive bay window create a charming atmosphere filled with warmth and natural light. Outside, the wooded yard and neighboring pond provide peaceful views and a private setting, best enjoyed from the hot tub in the 3-season room. The luxurious primary suite features a custom bath complete with dual vanities, heated floors, and a beautifully tiled walk-in shower. Arrowhead School District & close to Hwy 16!

N64W34206 Bayview Road Road, Oconomowoc

Listing courtesy of Lake Country Flat Fee. Selling Office: .

233 Sunnyhill Lane Lane, Oconomowoc
$540,000
3 Beds ⋅ 2.5 Baths ⋅ CLOSED Status
Updated with a timeless feel, this home offers a smart layout for everyday living. The primary suite and laundry are on the main level, with two additional bedrooms and a full bath upstairs. Open living, dining, and kitchen areas create an easy flow for entertaining. The Kitchen features a good balance of quartz and butcher block counters. The lower level includes a rec room plus room to expand or use for storage. Step from the dining area to the patio for year-round grilling and a built-in fire pit. A list of improvements completed since 2022 is available for review. Ideally located about 1.5 miles from downtown Oconomowoc, near the Lake Country Recreation Trail, and minutes to I-94.

233 Sunnyhill Lane Lane, Oconomowoc

Listing courtesy of Stapleton Realty. Selling Office: .

W356N5886 Meadow Court Court, Oconomowoc
$539,500
4 Beds ⋅ 2.5 Baths ⋅ CLOSED Status
Tucked away on a quiet cul-de-sac in desirable Misty Meadows, this tri-level offers generous living spaces and a beautiful setting. Recently refreshed with new carpet and interior paint, this move-in-ready home shines throughout. The main level features a large living room, dining room, kitchen with new appliances, wet bar, and dinette with access to the expansive deck. The lower level includes a cozy family room with natural fireplace, half bath, and patio access to the firepit and backyard overlooking shared greenspace and walking paths. Upstairs offers 4 bedrooms, including a primary suite with walk-in closet, private deck access, and French doors to the 4th bedroom/office. Updates include roof/soffits '22, siding/windows '20, H20 heater '24, and EDOs '25.

W356N5886 Meadow Court Court, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: .

857 Stirling Drive Drive Unit Bldg 20, Unit 40, Oconomowoc
$537,037
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
NEW CONSTRUCTION - Ready April 2026. Welcome to this luxury ranch-style condominium offering 2 bedrooms plus a versatile flex room, thoughtfully designed with an open-concept layout and 9' ceilings throughout. The stunning kitchen is ideal for entertaining, featuring a large center island, soft-close cabinetry, and quartz countertops. The spacious great room showcases a dramatic floor-to-ceiling stone fireplace and a box tray ceiling, creating a warm yet upscale atmosphere.The flex room with a door provides endless possibilities--perfect for a home office, den, or guest space. Retreat to the private primary suite, highlighted by a box tray ceiling and a spa-inspired ensuite with a ceramic tiled shower and bench, double-bowl vanity, and a generous walk-in closet.

857 Stirling Drive Drive Unit Bldg 20, Unit 40, Oconomowoc

Listing courtesy of Harbor Homes Inc. Selling Office: .

Copyright 2026 WIREX Multiple Listing Service. All rights reserved. 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. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

Copyright 2026 WIREX Multiple Listing Service. All rights reserved. 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. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.