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$693,900
3 Beds ⋅ 2 Baths
Move-in-ready, the Lauren 1805 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 large WIC & attached private bath w/ 5ft. tile shower & quartz counters. Towards the front of the home & away from the primary bedroom are two spacious secondary bedrooms & a hall bath. Finishing this home is a convenient mudroom w/ a bench for everyday items. The basement is plumbed for a future bathroom, has 4ft exposure, deck & radon system. Driveway & sodded lawn included.

1746 Whalen Dr, Oconomowoc

Listing courtesy of Bielinski Homes, Inc..

$668,900
3 Beds ⋅ 2 Baths
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 large WIC & attached private bath w/ 5ft. shower & quartz counters. Towards the front of the home & away from the primary bedroom are two spacious secondary bedrooms & a hall bath. Finishing this home is a convenient mudroom w/ a bench for everyday items. The basement is plumbed for a future bathroom, has a below grade egress window & radon system. Driveway and sodded lawn included.

1267 Wild Rye Ln, Oconomowoc

Listing courtesy of Bielinski Homes, Inc..

$455,000
3 Beds ⋅ 2 Baths
Welcome to the neighborhood. Here is a chance to own a very well maintained 3 bedroom 2.5 bath home. Newer siding, roof, windows, doors and paint. Other upgrades since 2017 include: finished basement with bathroom and laundry room, shed with power and concrete and newer garage door. It boasts a big lot that is level and easy to maintain. A huge patio in the back with lots of privacy. This home is truly move in ready.

1544 Riverdale Dr, Oconomowoc

Listing courtesy of Best Realty of Edgerton.

$539,900
5 Beds ⋅ 2 Baths
Set in one of Oconomowoc's most sought after neighborhoods, this 5 bedroom, 2.5 bath home delivers space, character, and a relaxing backyard retreat! Mature landscaping frames the partial brick exterior, while a private composite deck with a tranquil water feature creates an unforgettable outdoor escape in back. Inside, hardwood floors anchor a large living room and formal dining room, leading to a kitchen with tile flooring, walk in pantry, and built in dining table. The main floor primary suite addition impresses with a vaulted ceiling, fireplace, built ins, walk in closet, and spa like bath. Four generous upper level bedrooms and a partially finished lower level with workshop complete a home that blends comfort, charm, and lasting quality! New roof in 2022. Conveniently located!

1205 Blue Dahlia Rd, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$775,000
3 Beds ⋅ 2 Baths
Beautiful Tim O'Brien Homes new construction home located in Oconomowoc's highly desirable Olde Highlander neighborhood. This Savannah model ranch offers 3 bedrooms, 2.5 baths, a flex room with French doors and a 2.5 car garage. The open-concept kitchen and great room feature a vaulted ceiling, oversized island, solid-surface counters and an electric fireplace. Enjoy a private primary suite with tray ceiling and walk-in closet, convenient main-floor laundry and covered front porch. The 9-foot basement is plumbed for a future bath and ready for your finishing ideas. Neighborhood amenities include pools, pickleball courts and a clubhouse with its own golf simulator. Concrete driveway included; landscaping and additional concrete work are not included.

1322 Scotsland Ln, Oconomowoc

Listing courtesy of Lannon Stone Realty LLC.

$625,000
4 Beds ⋅ 3 Baths
Built in 2020, this beautifully updated Oconomowoc home offers approx. 2,850 sq. ft. of finished living space, including 1,086 sq. ft. in the finished lower level. The open-concept main floor features a spacious kitchen with quartz countertops, large island, stainless appliances and updated backsplash. The finished lower level adds a rec room, bedroom and bathroom. Recent updates include fresh paint throughout, buried downspouts, smart switches and more. Enjoy the backyard pergola, 6-person PDC hot tub, swing set and PetSafe in-ground fence. Move-in ready with modern finishes and flexible living space!

1431 Rosewood Pass, Oconomowoc

Listing courtesy of Lannon Stone Realty LLC.

$620,000
4 Beds ⋅ 2 Baths
Welcome to easy, elevated living in Hickory Creek. This custom home on a quiet cul-de-sac, pairs thoughtful design in a convenient Oconomowoc setting. The beautifully remodeled kitchen and new wood floors flow into a welcoming family room, where the fireplace sets the scene for cozy nights at home. A versatile first-floor flex space is ready for a home office, formal dining room or whatever fits your lifestyle. The main-level primary suite and laundry add everyday efficiency, while three generous bdrms upstairs offer room for family and guests. Outside, the .38-acre yard backs to conservancy land for a private, natural backdrop. With a new roof, siding and gutters, the big updates are already done; leaving you more time to settle in, entertain and enjoy life in Hickory Creek

1052 Summer Creek Rd, Oconomowoc

Listing courtesy of Keller Williams Realty-Lake Country.

$539,900
4 Beds ⋅ 2 Baths
Welcome home to this beautifully updated 4BR, 2.5BA home nestled in a mature, welcoming neighborhood. Thoughtful updates throughout include a stunning gourmet kitchen with all-new appliances, refreshed baths, newer carpeting, trim, vinyl windows, and an energy-efficient tankless water heater. Step outside to the new oversized deck, perfect for summer gatherings, grilling, or relaxing while overlooking the beautiful backyard and adjoining neighborhood green space. Offering the ideal blend of move-in-ready comfort, outdoor living, and convenience, all just a short drive from downtown Oconomowoc's dining, shopping, entertainment, and vibrant community events.

W358N5884 Surrey Dr, Oconomowoc

Listing courtesy of Lannon Stone Realty LLC.

$699,900
3 Beds ⋅ 3 Baths
Discover the Sierra III design by Aspen Homes in Eastlake Village. The open concept floor plan features split Bedroom wings, vaulted/tray ceilings, & skylights. Kitchen features new SS appliances & maple cabinets w/raised breakfast bar. HWFs flow throughout main level. Let's not forget LR w/GFP & formal DR. The primary suite features WIC, jetted tub, WIS, & dual vanity sinks. Patio doors off the dinette of the KIT lead to a concrete patio among the tree. The finishing touches are in the finished LL w/opportunity for in-law suite quarters complete w/kitchenette, bath & rec space. New roof! It showcases elegance & quality craftsmanship. Schedule your private showing today!

1832 La Belle Springs Ct, Oconomowoc

Listing courtesy of Keller Williams Realty-Lake Country.

$459,900
3 Beds ⋅ 2 Baths
Beautifully maintained brick ranch in Oconomowoc's Hidden Ridge neighborhood! The spacious, open floor plan is highlighted by an impressive Great Room w/ vaulted ceiling, exposed beams and a full brick fireplace (gas). Updated kitchen features white cabinetry, quartz countertops, stainless appliances, breakfast bar and plenty of workspace. The primary suite offers a walk-in closet & private bath, while two additional bedrooms and a 2nd full bath complete the main level. A separate dining room provides flexible space for dining or home office. Enjoy the large deck overlooking the private fenced backyard with mature trees and wooded backdrop. Convenient main-floor laundry and attached 2-car garage. New carpet and freshly painted living spaces. New roof-22 or 23. Furnace-2013. H20 Heater-2021

928 Tanglewood Ct, Oconomowoc

Listing courtesy of Century 21 Affiliated - Delafield.

$639,900
4 Beds ⋅ 2 Baths
Energy efficient two-story home w/ walkout basement located in Prairie Creek Ridge! Kitchen features stained soft close cabinets, spacious island, walk-in pantry & exterior vented range hood. Dinette separates the kitchen & great room. Great room includes electric fireplace with shiplap. Flex room w/ French doors makes a great office or playroom. WIC in rear foyer provides extra storage space. 2nd floor features primary suite, 3 secondary bedrooms, hall bathroom & laundry room. Primary includes a box tray ceiling, 2 WICs, a tiled shower & two sinks. Lower level has full/walkout exposure, full bath rough-in, ERV system & space for future finishing. Home is currently under construction, estimated completion December/January.

1339 Lynn Cir, Oconomowoc

Listing courtesy of Tim O'Brien Homes LLC.

$354,900
3 Beds ⋅ 1 Baths
Charming 3-bedroom, 1-bath bungalow in a fantastic location just walking distance to downtown Oconomowoc! This well-maintained home features beautiful hardwood floors throughout the main level, a tastefully updated bathroom, and a refreshed kitchen with newer countertops and sink. Recent updates include newer roof, siding, gutters, furnace, and plumbing for added peace of mind. Fresh paint throughout provides a bright, move-in-ready feel. Step outside to enjoy the fenced-in backyard, perfect for pets, play, or entertaining. A wonderful opportunity to own an updated home close to shops, restaurants, parks, and all that downtown Oconomowoc has to offer!

229 S Concord Rd, Oconomowoc

Listing courtesy of Froemming Realty LLC.

$559,000
3 Beds ⋅ 2 Baths
Look no further-this split 3BD, 2.5BA layout offers privacy and a seamless flow. The eat-in KIT features an island, dinette, quartz counters, tile backsplash, and stainless appliances-perfect for gatherings. Enjoy elegant crown molding and a bonus room ideal for an office, den, or playroom. The LVRM includes a cozy fireplace, and generous BDRMS provide comfortable living. Main-level laundry adds convenience. Step into the MBR with a large MBTH and walk-in closet. Walk out from the dining room to the porch and relax under the automatic sun-setter awning. Envision finishing the spacious ranch sized basement, already plumbed for a bathroom and has plenty room for storage. Welcome Home!

259 Silver Lake Trl, Oconomowoc

Listing courtesy of List2Sell, LLC.

$725,000
4 Beds ⋅ 3 Baths
Magazine-worthy from the moment you arrive! Completely transformed, this 4BR/3BA home pairs lux living with modern day design, quality craftsmanship & attention to detail in Central Oconomowoc. The entertainer's dream kitchen features quartz counters, oversized island, soft close cabinetry & designer lighting. Two gas fireplaces, custom bar & spacious living areas are made for gathering. Retreat to the primary suite with walk-in closet & spa ensuite featuring heated floors, soaking tub & oversized shower. Main floor laundry adds convenience. Enjoy a large deck, above ground pool & extended 2.5 car garage. Newer roof, furnace & water heater add peace of mind. All a short bike ride to charming downtown Oconomowoc with restaurants, shops, lakes, farmers markets, festivals & year round events!

727 Browning Cir, Oconomowoc

Listing courtesy of Keller Williams Realty-Lake Country.

$1,249,900
3 Beds ⋅ 3 Baths
The Kendall-Proudly selected as the 2026 St. Jude's Dream Home, with all proceeds benefiting St Jude's Research Hospital. Designed with luxury & livability in mind, this split ranch offers 3 bedrooms and 3.5 baths. The front foyer and flex room with 13' ceilings welcome you inside, and custom ceiling details add architectural detail throughout. Chef's Kitchen is equipped w/ Bosch appliances. The bright dinette opens to a screened in deck. The serene primary suite features wood wrapped beams, dual WICs, a freestanding tub & tiled shower. Finished LL offers a family room, full bathroom + bar area & wine storage room. Home features a solar system.

W358N6309 Ennis Rd, Oconomowoc

Listing courtesy of Tim O'Brien Homes LLC.

$360,000
3 Beds ⋅ 1 Baths
If walkability and being part of the Downtown Oconomowoc community are important to you, this is the house for you! Perfectly perched on Pleasant Street, this charming farmhouse-style home offers character, function and a fantastic location. A dedicated first-floor office keeps you connected to the home while providing a defined workspace. Storage is everywhere, including a walk-in closet, full basement, mudroom with built-ins and a detached garage with additional workshop/storage space at the rear. Step out the back door to a deck and wide-open backyard with plenty of room to relax, garden or entertain. A wonderful opportunity to enjoy the Downtown Oconomowoc lifestyle!

317 E Pleasant St, Oconomowoc

Listing courtesy of Stapleton Realty.

$665,900
4 Beds ⋅ 2 Baths
Welcome home to the GENEVA by Stepping Stone Homes. Homesite offers standard foundation. This open-concept floor plan offers 4 bedrooms, 2.5 bathrooms, and a 3-car garage with functional living spaces designed for today's lifestyle. Kitchen highlights include quartz countertops, island, pantry, and appliance package. Main living areas feature durable flooring selections. Quality construction includes 2x6 exterior walls, passive radon system, daylight basement windows, and 9' first-floor ceilings. Features, finishes, dimensions, and specifications subject to change without notice.

1749 Switchgrass St, Oconomowoc

Listing courtesy of Coldwell Banker Realty.

$706,900
3 Beds ⋅ 2 Baths
Welcome home to the Eliza by Stepping Stone Homes. This open-concept home features 3 bedrooms, 2 bathrooms, and a 3-car garage. Homesite offers a standard foundation. Kitchen features include quartz countertops, soft-close cabinetry, and appliance package. Quality craftsmanship throughout including 2x6 exterior walls, solid core doors, smart home features, active radon system, and 9' first-floor ceilings. Basement includes rough plumbing for future bath and egress window per plan. Features, finishes, dimensions, and specifications subject to change without notice. Concrete Driveway and walkway to front porch included.

1746 Switchgrass St, Oconomowoc

Listing courtesy of Coldwell Banker Realty.

$685,000
4 Beds ⋅ 1 Baths
A distinctive circa 1900 Oconomowoc home, this property blends historic craftsmanship with major modern upgrades! Original woodwork, hardwood floors, leaded glass, and a wraparound porch create timeless charm, while recent investments--including a 2022 roof, 2023 kitchen remodel with quartz and antique copper sink, updated electrical, and new furnace--deliver everyday comfort. Architectural details like nine foot ceilings, crown molding, and a natural fireplace elevate the main level, complemented by a basement rec room with fieldstone walls. Professionally landscaped grounds, Andersen windows, and potential third floor expansion make this a rare opportunity to grow into a beautifully preserved home. Exceptional location is just a short walk to City Beach and downtown Oconomowoc!

605 W Wisconsin Ave, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$564,900
3 Beds ⋅ 2 Baths
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 Cir W, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$749,900
4 Beds ⋅ 3 Baths
Experience refined luxury in Eastlake Village at Pabst Farms with this meticulous 4BR/3.5BA estate. A striking grand foyer anchors the main level, opening to both an elegant formal dining room with a butler's pantry and a gracious great room centered by a gas fireplace. The gourmet eat-in kitchen features SS appliances, granite countertops, a breakfast bar, and direct access to a private patio. A bedroom & half bath complete the main level. Upstairs, two bedrooms reside alongside the primary with ensuite & convenient adjacent laundry. The LL is built for entertaining, boasting a custom bar, wine cooler, second gas fireplace, full bath, workshop, and direct entrance to the oversized 3.5-car garage. Set in a top-rated school district, this turnkey home offers exceptional quality throughout.

1704 River Lakes Rd N, Oconomowoc

Listing courtesy of Mahler Sotheby's International Realty-Lake Country.

$479,900
5 Beds ⋅ 2 Baths
A refreshed 5 bedroom home in The Orchards, this property delivers space, style, and a setting buyers crave! A soaring vaulted great room anchors the main level, flowing to a bright kitchen with island and adjoining dining room. Two bedrooms and a full bath offer convenience on the first floor, while three additional bedrooms and a full bath await upstairs, including a primary bedroom with walk in closet. The finished lower level rec room adds bonus living space. Patio door leads to a private backyard deck. With newer roof and siding plus fresh flooring, interior paint, patio door, and more, this home blends comfort with peace of mind in a prime Oconomowoc location!

980 Bartlett Dr, Oconomowoc

Listing courtesy of Lake Country Flat Fee.

$460,000
2 Beds ⋅ 1 Baths
Discover ease of living in this well maintained ranch home on a wooded cul-de-sac. The overhanging roof shelters and extends your welcome! Note hardwood floors throughout and the space saving closets/storage. Step out to the sun-side patio from the modern kitchen featuring black hard surface counter tops with center island, newer appliances and maple cabinetry. Newer roof, gutters and a bonus garage. Please notice completely finished lower level with areas staged for extended hospitality. River Highlands welcomes you!

1326 Orchard Ter, Oconomowoc

Listing courtesy of Shorewest Realtors, Inc..

$499,900
4 Beds ⋅ 1 Baths
This spacious and inviting home is filled with natural light and thoughtful spaces designed for both everyday living and relaxation. The living and family rooms feature large windows, creating a bright and welcoming atmosphere. Kitchen offers a convenient breakfast bar and opens to family rm, complete with a natural fireplace to enjoy cozy nights. Spacious three-season rm overlooking large yard makes for a wonderful spot to relax, enjoy the great outdoors and admire the beauty of the apple orchard, sunset, and wildlife. Other features include stainless-steel appl, new floors on main level, new roof, leaf guard, gutters and siding in 2022.With its comfortable living spaces and beautiful outdoor surroundings, this home offers a blend of warmth, charm and space for you to enjoy for years.

686 S Concord Rd, Oconomowoc

Listing courtesy of Expert Realty.

$689,900
4 Beds ⋅ 3 Baths
Stunning contemporary on cul-de-sac with pond views! The chef's kitchen impresses with a walk-in pantry, pull-out cabinet drawers, updated appliances (2016), an octagonal island with wine rack, granite counters, tiled backsplash & hardwood floors plus a dinette leading to a patio with pergola, water feature and fire pit. The great room soars with 18' ceilings, arched windows and a gas fireplace. The dining room features a tray ceiling and inlaid wood floor. The main-floor primary suite overlooks the pond, offering dual walk-in closets and spa-like bath with jetted tub, separate shower + dual vanities. Upstairs: 3 bedrooms (2 with WIC) and updated hall bath with new skylight. The finished lower level adds a full bath, bar area, and egress windows overlooking the pond plus loads of storage!

749 Prestwick Ct, Oconomowoc

Listing courtesy of Compass RE WI-Tosa.

$1,075,000
2 Beds ⋅ 2 Baths
Discover the charm of lake living in this inviting 2-bedroom, 2-bath home on beautiful Okauchee Lake! Nestled on a quiet no-wake bay with 48 feet of frontage, this property offers the perfect balance of relaxation and recreation. Enjoy morning coffee or sunset gatherings on the spacious lakeside deck, entertain on the expansive patio, and take advantage of two private docks for all your boating and water activities. Ample parking, storage sheds, and a private setting make hosting family and friends effortless. Just a short walk or boat ride to all of Okauchee's popular restaurants, parks, and entertainment. This is your opportunity to enjoy the best of Lake Country in a peaceful waterfront retreat. Live where you want to play! 1.5-2 hours to Chicago & 35min to Milwaukee & 45min to Madison

W352N5282 Lake Dr, Oconomowoc

Listing courtesy of First Weber Inc - Delafield.

$585,000
6 Beds ⋅ 2 Baths
Back and Better than Ever! This custom contemporary home is nestled in one of Oconomowoc's highly desirable Fowler Lake area neighborhoods, offering an expansive 3,700+ square feet of living space, It features large bedrooms, Huge closets, two large bathrooms, double sink and dual shower heads in upper bath, and is flooded with natural light, soaring ceilings & architectural details that you don't see often! Private primary bedroom on its own level or guest quarters. Upper lofted rec rm and so much more. Enjoy a Private yard with patio, 10/10 walkability score to all that Downtown and Fowler Park/ lake loop have to offer. If you are looking for wow, come now!

727 E Madison St, Oconomowoc

Listing courtesy of Froemming Realty LLC.

$599,900
4 Beds ⋅ 2 Baths
New Construction - ready October 2026 - The Harrington model features 4 BR's 2.5 BA's and a 1st floor Flex Room. The Great Room includes a corner gas fireplace with 9ft stone detail to ceiling. The Primary Suite features a Box Tray Ceiling, large Walk-In Closet, a Luxury Primary Bath with Tile Floors & Tile Bench in Shower and Double Bowl Vanity. Other Highlights include a Rear Foyer with a Drop Zone and Lockers, 2nd floor Laundry Room, 2.5 Car Garage and SO MUCH MORE!!

1334 Aberdeen Pl Unit Lt148, Oconomowoc

Listing courtesy of Harbor Homes Inc.

$759,990
4 Beds ⋅ 2 Baths
HOUSE IS IN ROUGH TRADES. 4 bedrooms/2.5 baths/den/1.5 story design. 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. Double sinks family bath. 1st floor master bedroom suite/large WIC. 9' 1st floor ceilings/tray ceiling in kitchen-dinette/pitched ceiling in den/tray ceiling in master bedroom. Kitchen cabinets w/hardware & crown moulding/granite or equivalent countertops/backsplash/island/pantry closet. Mudroom w/drywall lockers & closet. Laundry room w/cabinets & sink. Covered front porch w/box posts. 2/3 glass entry door w/transom window & combo deadbolt. 3-car garage w/large storage area (12'8' x 11'3')/service door/openers/remotes/keypad.

1742 Switchgrass St, Oconomowoc

Listing courtesy of Kaerek Homes, Inc..

$589,900
3 Beds ⋅ 2 Baths
New Construction - Ready in September! Introducing the Concord model at Prairie Creek Ridge in Oconomowoc, a beautifully designed ranch style home offering 1,913 sq ft of modern living.. This home features 3 bedrooms and 2 baths, highlighted by high ceilings, a cozy gas fireplace, and durable LVP flooring throughout the main living areas with LVT in the bathrooms. The kitchen stands out with elegant quartz countertops, perfect for both everyday living and entertaining. Situated on Lot 430, a .24 acre homesite, this home also includes a spacious 2.5 car garage for added convenience and storage.

1276 Wild Rye Ln, Oconomowoc

Listing courtesy of Loos Custom Homes,LLC.

Source of listing data: Metro MLS. Copyright 2026 Multiple Listing Service, Inc. - All Rights Reserved. Information is supplied by seller and other third parties and has not been verified. 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.