Highland Park Homes for Sale

Welcome to Highland Park, a charming subdivision nestled in the heart of Wisconsin, where community spirit and natural beauty come together to create the perfect living environment. This picturesque neighborhood is known for its lush green spaces, friendly atmosphere, and an array of amenities that cater to families and individuals alike.

Highland Park boasts a variety of stunning homes for sale, each uniquely designed to meet the diverse needs of its residents. Whether you’re searching for a cozy single-family home or a spacious contemporary residence, you’ll find a range of options that fit your lifestyle and budget. Many of these homes feature modern finishes, open floor plans, and generous outdoor spaces, perfect for entertaining or simply enjoying the tranquility of your surroundings.

The community is conveniently located near top-rated schools, parks, and recreational facilities, making it an ideal choice for families. Residents can take advantage of nearby walking trails, playgrounds, and picnic areas, fostering a sense of connection with nature and neighbors alike. Additionally, the vibrant local shops and dining options are just a short drive away, providing everything you need for a comfortable lifestyle.

With homes for sale in Highland Park, you’re not just investing in a property; you’re becoming part of a welcoming community that values quality living and a strong sense of belonging. Explore the possibilities today and discover why Highland Park is the perfect place to call home. Your dream home awaits!

Newest Highland Park Homes for Sale

$600,000

3 Beds ⋅ 2 Baths ⋅ 2028251 MLS ⋅ ACTIVE Status

Rich in character and thoughtfully updated, this storybook bungalow captures the warmth and charm of a bygone era. Bursting with curb appeal, this classic home showcases an inviting arched entry, gleaming hardwood floors, abundant natural light, and a cozy living room fireplace. The formal dining room with bay window flows seamlessly into the efficient kitchen, featuring quartz countertops and stainless steel appliances. Two bedrooms and a beautiful full bathroom complete the main level. The upper level offers a private primary with a convenient half bath. Outside you’ll find a patio surrounded by a lush yard, along with a one-car garage. Set on a picturesque tree-lined street, this home is just minutes from UW–Madison, Hilldale, parks, dining, shopping, and downtown Madison. Plus, easy access to scenic walking and biking paths. Don’t miss this rare opportunity own a beautifully maintained home with a British flair in one of Madison's most sought-after neighborhoods!

2618 Stevens St, Madison

$774,900

4 Beds ⋅ 3 Baths ⋅ 2027550 MLS ⋅ ACTIVE UNDER CONTRACT Status

Show 7/11. Beautifully maintained Highland Park home featuring a steel exterior, Lannon stone front entry, rare 2-car garage, and new roof in 2025. Character shines throughout with gleaming oak floors, original trim, faux fireplace, and built-in linen cabinetry. Updated kitchen with white cabinetry, stainless steel appliances, and breakfast bar open to the dining and living areas. Flexible layout with spacious bedrooms, upstairs office nook, walk-in closet, vaulted ceilings, and a soaking tub. Finished lower level offers a large rec room, remodeled bath, laundry, and storage. Fenced backyard with composite deck and mature shade tree, all on a charming tree-lined street close to UW, hospitals, restaurants, and the bike path!

2626 Chamberlain Ave, Madison

$479,900

3 Beds ⋅ 2 Baths ⋅ 2026526 MLS ⋅ ACTIVE UNDER CONTRACT Status

Welcome home to this solid ranch offering a spacious open-concept floor plan designed for comfortable everyday living & entertaining. Beautiful wood flooring flows throughout the main living areas, while large windows fill the home with natural light. The functional layout provides generous living spaces and a seamless flow between the kitchen, dining, and living areas. The expansive unfinished lower level is ready for your ideas, with egress windows already in place and a bathroom stubbed in, making it easy to add additional bedrooms, a family room, and another full bath to create the space you've always wanted. A 2-car garage provides ample room for vehicles, storage, and hobbies, with the added convenience of direct stair access to the basement. Step outside to enjoy the private backyard, perfect for relaxing, entertaining, or simply enjoying the peaceful setting. This well-built home offers exceptional potential & ready for its new owners!

809 Hanksfield Pl, Prairie Du Sac

$525,000

4 Beds ⋅ 3 Baths ⋅ 2025561 MLS ⋅ ACTIVE UNDER CONTRACT Status

Don't miss this charming 4 bedroom home located in a desirable neighborhood just a short walk from both the neighborhood park and Culver Park. Step inside to an inviting open-concept floor plan that offers a seamless flow between the living, dining, and kitchen areas—perfect for everyday living and entertaining. New carpet on the main level provides a fresh, updated feel throughout the home. Outside, enjoy a private backyard featuring a large deck that's perfect for entertaining family and friends, relaxing outdoors, or enjoying summer gatherings. Combining comfort, convenience, and a great location, this home is ready for you to move in and make it your own.

1019 21st St, Prairie Du Sac

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This information, provided by seller, listing broker, and other parties, may not have been verified. Copyright 2026 South Central Wisconsin MLS Corporation. 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 perspective properties consumers may be interested in purchasing.