Summit Homes under $500,000

Welcome to Summit, Wisconsin—a hidden gem nestled in the heart of Waukesha County. Known for its picturesque landscapes and friendly community, Summit offers a perfect blend of rural charm and suburban convenience. With its rolling hills, serene lakes, and abundant green spaces, this quaint town is an ideal location for those seeking a peaceful lifestyle without sacrificing access to urban amenities.

One of the most appealing aspects of Summit is its diverse real estate market. If you’re in the market for a home under $500,000, you’re in luck! This vibrant community boasts an array of beautiful properties that cater to various tastes and lifestyles. From cozy single-family homes to modern townhouses, there’s something for everyone. Many of these homes feature spacious yards, updated interiors, and proximity to local parks and recreational areas, making them perfect for families, retirees, or anyone looking to enjoy the great outdoors.

Living in Summit means embracing a tight-knit community where neighbors become friends. The town hosts numerous events throughout the year, fostering a sense of belonging and camaraderie among residents. Additionally, Summit is conveniently located near major highways, providing easy access to nearby cities like Milwaukee and Madison, ensuring that you’re never far from the excitement of urban life.

If you’re looking for a place that offers both tranquility and community spirit, Summit is the perfect choice. Explore the charming homes available under $500,000 and discover your dream home in this delightful Wisconsin town!

Newest Summit Homes under $500,000

$495,000

4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

Welcome to your own private retreat! Set on 2.8 beautifully wooded acres in the highly sought-after Kettle Moraine School District, this raised ranch is privacy, comfort, and outdoor living. 4 bedrooms and 2.5 bathrooms, updated and freshly painted ready to become your own. Additionally a newer Roof (2025), New Septic (2026) and many more improvements throughout.The wooded setting creates a peaceful backdrop from multiple outdoor living areas - including two decks and a poured patio - make entertaining, relaxing, and enjoying the seasons easy. Newly renovated chicken coop, completes the space. The property offers a rare combination of usable acreage and natural beauty, with room for hobbies, recreation, gardening, and more. All you need to do is move in and enjoy this fall.

228 N Sawyer Road, Summit

Listing courtesy of Shorewest Realtors, Inc..

$499,900

4 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status

Welcome home to 36707 Prairie Drive! This beautifully updated Oconomowoc home shines with true pride of ownership and a long list of premium updates. Enjoy a spacious, large open lot featuring a wonderful above-ground pool -- perfect for summer relaxation and entertaining. Inside, you will find total peace of mind with a new washer and hot water heater (2026), new furnace and dryer (2025), and a new radon mitigation system (2024) This property also features updated garage doors, a fresh pool liner, new basement carpeting, and roof (2021). Located in a fantastic neighborhood close to everyday amenities and highly sought-after Kettle Moraine School District, this turnkey home is completely move-in ready. Schedule your tour today!

36707 Prairie Drive, Summit

Listing courtesy of Keller Williams Realty-Lake Country.

$389,500

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Come see this pristine, well maintained, like new home, in a stunning location with gorgeous sunset views and mature hardwoods peppering the property. Spacious front yard with a large 2 car pole building with plenty of room for toys and accessories. Close to Summit restaurant and minutes from Lake Redstone's boat launch. This property has it all. The 3 bedroom, 3 bath home has a full unfinished basement with two egress windows for room to grow. This modern, clean, open concept home is ready for someone to move in and start enjoying everything it has to offer.

N959 State Road 58, Summit

Listing courtesy of Castle Rock Realty.

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