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$624,900
4 Beds ⋅ 2 Baths
A contemporary 4 bedroom retreat set on over an acre, this Village of Waukesha home blends privacy, nature, and neighborhood amenities! Interior boasts a vaulted kitchen and dining room with skylights, granite counters, and an island breakfast bar. The sunroom's walls of windows and the screened porch create year round escapes, while the lower level family room offers a wet bar and gas fireplace. Upstairs, large bedrooms include a luxe primary suite with tiled walk in shower, walk-in closet, and access to a bonus room. Back yard features a private patio and is surrounded by mature trees. Large circle drive. A short walk to the Kensington Park association's private swim pond and sandy beach. Excellent location is tucked away yet very convenient!

S23W26149 Canterbury Ln, Waukesha

Listing courtesy of Lake Country Flat Fee.

$479,000
4 Beds ⋅ 4 Baths
Lovingly maintained by the same owners for over 50 years, this charming home is ready for its next chapter! Tucked away on nearly an acre, this one-of-a-kind property is filled with character and thoughtful features, including three fireplaces, beautiful birch kitchen cabinetry, heated floors, and an abundance of colorful wildflowers. Designed with both comfort and functionality in mind, the spacious layout offers oversized bedrooms, four full bathrooms, a bright and inviting sunroom, plus both a patio and deck for effortless indoor-outdoor living. This is a home that truly has it all! Schedule your showing today and experience everything this exceptional home has to offer firsthand!

S23W23085 E Broadway -, Waukesha

Listing courtesy of Keller Williams-MNS Wauwatosa.

$649,000
2 Beds ⋅ 2 Baths
A beautiful Cotswold cottage home in the Village of Waukesha hits the market! Nestled on 3.6 acres, this charming 2,500+ sq. ft. Lannon stone home features an updated kitchen with granite counters, walk-in pantry, and a vintage dinner bell. Bright dining room with built-in cabinet, inviting living room with natural fireplace, and a den overlooking the private backyard. The home offers 2 oversized bedrooms and 2 full baths, including an updated upper bath with heated floors. The spacious primary suite includes a walk-in closet and bonus room, perfect for a home office, while the second bedroom offers generous space with multiple closets. As you step outside you will enjoy two patios, a garden shed, 2-car garage, and a peaceful cul-de-sac setting.

S24W23112 Lookout Dr, Waukesha

Listing courtesy of Avanti Realty LLC.

$569,900
4 Beds ⋅ 1 Baths
Meticulously maintained & beautifully updated, this 4-BR ranch home offers the perfect blend of comfort, style, & country living on 3 picturesque acres. Thoughtfully renovated throughout, the home features spacious living areas, an updated KIT, & well-appointed BRs designed for modern living. Pride of ownership is evident in every detail, w/careful maintenance & quality improvements that make this property move-in ready. Outside, enjoy the privacy & tranquility of expansive acreage, providing ample space for gardening, recreation, animals, or simply taking in the peaceful surroundings. Whether you're seeking room to grow, entertain, or relax, this property offers the best of both worlds--rural charm w/updated convenience. A rare opportunity to own a beautifully cared-for home w/acreage.

S43W22111 Beeheim Rd, Waukesha

Listing courtesy of Shorewest Realtors, Inc..

$299,900
Rare opportunity to own this spacious and well maintained duplex in Waukesha, This property features a 2 bedroom lower unit and a 2 bedroom upper unit, offering great flexibility for owner occupants or investors alike. Enjoy a rare 4 car garage along with two separate driveways one located on the left side of the property and one on the right side providing plenty of parking and convenience. The finished basement includes its own kitchen and full bathroom, fully equipped and offering endless potential for additional living space or new opportunities. Conveniently located near schools, parks, grocery stores, and public transportation, this property combines comfort, functionality, and an excellent location. Total rental income $3,000 monthly.

1145 White Rock Ave, Waukesha

Listing courtesy of reThought Real Estate.

$275,000
3 Beds ⋅ 1 Baths
APPRAISED AT 290K This adorable 3-bedroom 1 bath ranch packs incredible value into every square foot. With nearly every major update already completed -- including the roof, siding, furnace, water heater, flooring, plumbing, electrical panel, and a fully remodeled kitchen with stainless steel appliances and updated bath -- buyers can move in with peace of mind. Conveniently located near public transportation, local restaurants, shops, and a nearby park, this home offers easy living in a great location.

1304 N Grandview Blvd, Waukesha

Listing courtesy of Realty Executives - Integrity.

$750,000
Classic Irish Pub in the heart of downtown Waukesha. The House of Guinness is fully operational and turnkey awaiting new owners. This opportunity includes the real estate, the business and 2 apartment rentals. The bar has strong operations and an established customer base. There are 22 taps, built in stage, updated restrooms (2 women's stalls, one mens). Owners have made numerous improvements including a new roof, A/C, backbar and stage build out, new ceiling, lighting and floors. (see full list in other documents). Apartment A is a 1 bedroom ($450 sec dep, $750 mo/mo). Apartment B is a 2 bedroom ($800 sec dep, $850 mo/mo). Both rents include heat and water. Owners are looking for someone to pass it along too as they pursue new opportunities.

352 W Main St, Waukesha

Listing courtesy of Coldwell Banker Realty.

$325,000
Seize the rare opportunity to acquire a modern all- brick 7,800 sf property that allows you to live, work and play in a vibrant downtown. You can have it all for less than your current mortgage or rent payments This ADA accessible, one-story spancrete, building is centrally located on Wisconsin Avenue in downtown Waukesha. It is well-suited for an owner occupant with a big hobby business or enterprise that needs space to spread out. The biggest advantage for the property is the fully operational commercial elevator that can move your products without the need for either staircase. Local zoning code does allow for a live/work scenario in the B3 district, and it offers one more possibility for interested buyers. Buyers to do their own due diligence.

149 Wisconsin Ave, Waukesha

Listing courtesy of V-Group, LLC.

$549,900
Position your business in the heart of Waukesha with this 6,000 sq ft commercial building located near the downtown district. The property features two drive-in doors, making it ideal for service-based businesses, contractors, or light industrial users that require easy vehicle access. Recent updates include newer HVAC, hot water heater, updated electrical, and newer garage doors, helping reduce immediate capital expenses. The site also offers approximately 20 on-site parking spaces for employees and customers. Zoned M-2, the property allows for a wide range of uses including auto repair, veterinary clinics, construction services, and more. A versatile commercial opportunity with strong potential.

1344 Whiterock Ave, Waukesha

Listing courtesy of Villa Realty.

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.