Highland Park Homes for Sale

Welcome to Highland Park, a charming subdivision nestled in the heart of Wisconsin. This picturesque community offers a perfect blend of tranquility and convenience, making it an ideal place to call home.

Highland Park is known for its well-maintained homes, friendly neighbors, and beautiful surroundings. With tree-lined streets and manicured lawns, this neighborhood exudes a sense of pride and community spirit.

If you are looking for homes for sale in Highland Park, you are in luck! True Real Estate has a variety of listings available in this sought-after subdivision. From cozy bungalows to spacious family homes, there is something for everyone in Highland Park. Whether you are a first-time homebuyer or looking to upgrade to your dream home, True Real Estate can help you find the perfect property to suit your needs.

Living in Highland Park offers residents a peaceful retreat from the hustle and bustle of city life while still being close to all the amenities you need. With top-rated schools, parks, shopping, and dining options just a stone's throw away, Highland Park truly has it all.

Come and discover the beauty and charm of Highland Park. Contact True Real Estate today to explore the homes for sale in this wonderful subdivision and find your perfect place to call home in Wisconsin.

Newest Highland Park Homes for Sale

$519,900

3 Beds ⋅ 2 Baths ⋅ 2031664 MLS ⋅ ACTIVE Status

Quality custom-built home loaded with desirable features! The vaulted great room with a gas fireplace creates a warm and welcoming centerpiece. Enjoy a spacious primary suite with a dual-vanity bath and jetted tub, plus a convenient first-floor office or play area. Skylights, large windows, solid oak doors, and hardwood floors add charm and character throughout. The insulated three-car garage includes basement access, while the bright lower level is already studded and ready to finish. Outside, you'll find a generous deck with plenty of room to relax, play, and entertain.

2016 Tumbleweed Dr, Prairie Du Sac

$515,000

4 Beds ⋅ 3 Baths ⋅ 2030143 MLS ⋅ ACTIVE Status

Welcome home to this bright tri-level where comfort, space, & convenience come together. The heart of the home is the large, airy great room with soaring cathedral ceilings & a open layout perfect for everyday living & entertaining. The kitchen features an island w/ breakfast bar seating & an inviting dinette that opens to the deck and backyard, creating the perfect setting for summer cookouts, morning coffee, or gathering with family and friends. Just a few steps down, you'll find a spacious family room anchored by a cozy fireplace, ideal for movie nights, game days, or relaxing after a long day. This level also offers a fourth bedroom and full bath. Upstairs, retreat to the private primary suite w/ a walk-in closet & full bath, along w/ two additional generously sized bedrooms. With abundant storage, a large 3-car garage, & a location just a short walk from schools & parks. This home offers the space, comfort, and lifestyle you've been looking for!

808 Hanksfield Pl, Prairie Du Sac

$585,000

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

$839,900

3 Beds ⋅ 3 Baths ⋅ 2026491 MLS ⋅ ACTIVE Status

Your Backyard Oasis Awaits. Discover the perfect blend of comfort, style, and thoughtful updates in this inviting 3-bedroom, 2.5-bath two-story home. From the new front door 2022 to the 2024 refrigerator and induction range, 2026 dishwasher, and 2023 water heater, every improvement reflects pride of ownership. Fresh interior paint, updated hardware, refinished bath woodwork, and numerous refreshes create a move-in ready feel, while the well-maintained furnace and A/C (2013) offer peace of mind. Ideally located near UW–Madison, UW Hospital, Hilldale Shopping Center, Hoyt Park, & downtown Madison. Two off-street parking spots! Relax in the beautifully landscaped backyard with a prairie garden, tranquil water features, and visiting songbirds and butterflies—your own private retreat. Pride of ownership shines throughout!

2638 Mason St, Madison

$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.