Waukesha Homes under $300,000

Welcome to Waukesha, Wisconsin—a vibrant city that beautifully blends small-town charm with the conveniences of modern living. Nestled in Waukesha County, this picturesque locale is renowned for its rich history, stunning natural landscapes, and a tight-knit community spirit. With its scenic parks, inviting downtown area, and a variety of recreational activities, Waukesha is the perfect place to call home.

For those seeking affordable housing options, Waukesha offers an impressive selection of homes under $300,000. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, you’ll find a diverse range of properties to suit your needs. From cozy bungalows and charming ranch-style homes to modern townhouses, there’s something for everyone in this welcoming community.

Waukesha’s real estate market is not only budget-friendly but also strategically located. With easy access to major highways, commuting to Milwaukee or other nearby cities is a breeze. Residents can enjoy the best of both worlds—peaceful suburban living with the excitement of urban amenities just a short drive away.

In addition to affordable housing, Waukesha boasts an array of local shops, restaurants, and cultural attractions. The city’s vibrant arts scene and numerous festivals create a lively atmosphere that fosters community connection and engagement.

Discover the charm of Waukesha, where your dream home awaits at a price that won’t break the bank. Embrace a lifestyle filled with opportunity, comfort, and community in this delightful Wisconsin city!

Newest Waukesha Homes under $300,000

$279,900

3 Beds ⋅ 1 Baths

Charming 1927 bungalow nestled on a beautiful tree-lined street in convenient location. This 3-bedroom, 1-bath home feaqtures timeless character, classic built-ins, wood floors and inviting vintage charm. An updated bath and delightful kitchen with pantry are ready for you. A side driveway leads to a 1.5 car attached garage, while additional attic space offers extra storage/potential. A wonderful opprotunity to make this charming home your own!

920 Aurora St, Waukesha

Listing courtesy of First Weber Inc - Delafield.

$299,900

3 Beds ⋅ 1 Baths

Cute as a button & full of charm! Perched at the top of the hill just steps from Waukesha Memorial Hospital & Dopp Park, this 3 bed/1.5 bath home is ready for its next chapter. Hardwood floors, beautiful original woodwork & ample natural light add warmth and character throughout. The main floor offers a cozy living room, formal dining room, cute kitchen, 1/2 bath & den featuring gorgeous built-ins, perfect for a home office or reading nook. Upstairs you'll find 3 generously sized bedrooms, a full bath & charming jump porch. Outside, the fenced backyard gives the pup plenty of room to roam, plus a cute patio space for summer nights or morning coffee. A charming starter home in a convenient Waukesha location. Move right in & make it yours!

420 S Washington Ave, Waukesha

Listing courtesy of RE/MAX Forward.

$290,000

3 Beds ⋅ 2 Baths

Old-world charm meets modern comfort! Built in 1925, this delightful home blends timeless character with thoughtful updates. Enjoy hardwood floors, an updated kitchen with granite countertops and stainless-steel appliances, and 3 bedrooms with 2 full baths, including one with a charming clawfoot tub! Relax on the screened-in front porch, or head out back to the fenced yard. A 1.5-car garage adds convenience, while the location near Waukesha Memorial Hospital and downtown Waukesha puts shopping, dining, and local favorites close at hand. Love the charm of yesteryear with the comforts of today? This one is calling your name!

139 Fourth St, Waukesha

Listing courtesy of Shorewest Realtors, Inc..

$278,000

3 Beds ⋅ 1 Baths

Charming Waukesha home with great curb appeal. Perfect for buyers who love walkability to Summit View & North or investor looking to add to their rental portfolio. Relax on inviting three-season front porch & step inside to restored hardwood oak floors & convenient main-floor bedroom. Upstairs offers 2 pass-through bedrooms, ideal for nursery/office. Closet space is plentiful throughout the home. Kitchen features new lower cabinets with easy access to large dining room. Enjoy the character of the original clawfoot tub with shower w/ new pedestal sink. Full basement provides plenty of storage. Water Heater 2023, Furnace 2021. Asphalt drive done Oct. 26. $15,325 invested in basement for drain tiles & new sump with Lifetime Structural Warranty. New front & back screen/storm doors installed.

2101 Oaklawn Ave, Waukesha

Listing courtesy of Keller Williams Realty-Lake Country.

$190,000

2 Beds ⋅ 1 Baths

Conveniently situated near Carroll University and downtown Waukesha, this charming home offers a fantastic opportunity for first-time homebuyers and investors. Step inside to discover a newly remodeled interior with an inviting layout that makes the most of the space. Whether you're looking for a cozy place to call home or a potential income-producing rental, this home offers plenty of possibilities. Located just steps from Carroll University's Schneider Stadium and a short distance from campus, the location is hard to beat! Enjoy nearby restaurants, shopping, parks, and all that downtown Waukesha has to offer. Complete with a full basement and detached garage, this move-in-ready home is one you won't want to miss!

150 Cook St, Waukesha

Listing courtesy of Berkshire Hathaway HomeServices Metro Realty.

$289,900

2 Beds ⋅ 2 Baths

Discover move-in-ready comfort in this private-entry, 2-bedroom, 2-bath lower condo in Waukesha's Northview Bend. Conveniently located, this condo offers easy, low-maintenance living and peace of mind. The kitchen & dining areas open to the living room with a breakfast bar pass-through. Sliders from the dining area lead to a patio, perfect for morning coffee. An open layout features walk-in closets, a kitchen pantry, and a gas fireplace. Plus, the finished lower level is perfect for entertaining. In-unit laundry and a 2-car attached garage. Come and see your New Home!

2153 Broken Hill Rd Unit 7, Waukesha

Listing courtesy of Riley Real Estate Group LLC.

$214,999

3 Beds ⋅ 1 Baths

Welcome to Cardinal Green! This exceptional 3-bedroom, 1.5-bathroom condo seamlessly blends spacious living with a highly functional layout. The main level highlights a nice, large kitchen perfect for cooking and entertaining. Downstairs, maximize your usable space with a fantastic partially finished basement--ideal for a rec room or home office. Step outside to relax on your own private patio, which opens up to peaceful, manicured green space. Don't miss the opportunity to have this type of 3bd 1.5 bath with this square footage in such a convenient location at such a competitive price! Perfectly situated near Waukesha's best shopping and dining, this home is an absolute must-see. Schedule your tour today!

1363 Josephine St Unit B, Waukesha

Listing courtesy of Top Tier Realty.

$189,500

3 Beds ⋅ 1 Baths

Welcome home to Sunset home condominiums, this multi-level condo is move in ready and features 3 spacious bedrooms and 1.5 baths. Bright spacious living/great room with large windows bringing in natural light. Kitchen features many cabinets including pantry, appliances and dining area. Main floor updated half bath for guests and upper level updated full bath. This condo offers a full basement with laundry and is partially finished. Private dual entrances and features a private patio area for entertaining. 2 parking spaces ''has extra spaces for visitors''. Located near shopping, dining and public transportation. Pet friendly association. Schedule your private showing today!

1434 Big Bend Rd Unit H, Waukesha

Listing courtesy of Coldwell Banker HomeSale Realty - Greenfield.

$274,900

3 Beds ⋅ 1 Baths

Charming 3BR Victorian in great location. Beautiful foyer leads to living room with tray ceiling and crown molding which is also in formal dining room with gleaming hardwood floors and lovely built-in. Kitchen features huge walk-in butler's pantry with tons of storage, and stainless steel appliances. Upstairs you will find three bedrooms and an amazing remodeled full bathroom with double vanity, stunning walk-in shower, and a claw tub. Enjoy the deep yard. Don't miss this one!

801 Lincoln Ave, Waukesha

Listing courtesy of Redefined Realty Advisors LLC.

$284,900

3 Beds ⋅ 1 Baths

Beautifully updated 3 bedroom 1 bathroom home conveniently located in the City of Waukesha near Grandview! Beautiful hardwood oak floors throughout the living room and bedrooms on the main floor. The kitchen features stainless steel appliances, painted cabinets and large windows for natural light. Finished lower level features over 400 square feet of additional living space! Outside features a large back yard, concrete patio and a 2.5 Car detached garage! Easy access to I-94, Hwy 16 and Summit Ave.

2309 Easy St, Waukesha

Listing courtesy of Coldwell Banker Elite.

$269,900

2 Beds ⋅ 1 Baths

Super cute, updated bungalow with great curb appeal and great location. Two bedrooms on 1st floor have been turned into one large master suite. Second floor is currently partly finished with sufficient space for two more bedrooms, or one bedroom with walk-in AND another full bath! Bring your ideas and take advantage of your sweat equity! Everyone always asks so: Only reason for sale is that seller is getting married and moving closer to their fiancee! Ask is break even for seller and ''below'' total invested.

1462 Cleveland Ave, Waukesha

Listing courtesy of Premier Point Realty LLC.

$276,000

2 Beds ⋅ 1 Baths

This Waukesha one-story home offers a two-car garage.181 Walton Ave is a 1-story Waukesha home with two bedrooms, one bathroom, and a 1948 build year. The kitchen includes ample cabinetry, dark appliances, a window above the sink, and direct access to the adjoining living area. The living area features wide windows, neutral wall colors, a ceiling fan, and flexible space for multiple furniture arrangements. Bedrooms include windows, ceiling fans, and closet storage, while the bathroom provides a pedestal sink, mirror, and tub area. Basement spaces provide additional utility and storage areas. Outdoor spaces include front and rear exterior views, a lawn, and paved walkways. A two-car garage provides covered parking and storage space. FHA eligible December 1, 2026

181 Walton Ave, Waukesha

Listing courtesy of Opendoor Brokerage LLC.

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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.

Waukesha Homes under $300,000

Newest Waukesha Homes under $300,000

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