Highland Park Real Estate

Welcome to Highland Park, an enchanting subdivision nestled in the heart of Madison, Wisconsin, within the vibrant Dane County. This charming community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Highland Park is characterized by its picturesque tree-lined streets, well-maintained homes, and a strong sense of community. The neighborhood boasts a variety of architectural styles, from classic single-family homes to modern townhouses, ensuring that there’s something to suit every taste. Residents take pride in their well-kept yards and gardens, contributing to the overall aesthetic appeal of the area.

One of the standout features of Highland Park is its proximity to nature. With several parks and green spaces nearby, outdoor enthusiasts can enjoy walking trails, playgrounds, and picnic areas, perfect for family outings or leisurely strolls. The nearby Lake Monona provides additional recreational opportunities, including boating, fishing, and scenic views that change with the seasons.

Highland Park is also conveniently located near Madison’s bustling downtown, where residents can indulge in a rich array of dining, shopping, and cultural experiences. The community is served by excellent schools and is just a short drive from major employers, making it an attractive option for those seeking a balanced lifestyle.

With its welcoming atmosphere and prime location, Highland Park is not just a place to live; it’s a place to thrive. Discover your new home in this delightful subdivision and experience the best of what Madison has to offer!

Newest Listings in Highland Park

$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

$484,900

4 Beds ⋅ 2 Baths ⋅ 2029774 MLS ⋅ ACTIVE Status

Welcome home to this beautifully refreshed 4-bedroom, 2-full-bath home nestled in an established neighborhood with a giant park right in the backyard! Conveniently located near a bus stop and close to everyday amenities, this home offers both comfort and convenience. The entire home has been freshly repainted, creating a bright, clean, move-in-ready feel. The open floor plan offers an inviting layout for everyday living and entertaining, complete with solid-surface countertops and plenty of space to gather. The basement provides an abundance of storage space to keep everything organized. Outside, enjoy two brand-new garage doors, an extra parking pad, generous sized composite deck, and the incredible bonus of a huge park just beyond your backyard. With four bedrooms, two full baths, fresh updates, generous storage, and an unbeatable location, this home is ready for its next chapter!

912 21st St, 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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