Oakland Heights Homes for Sale

Welcome to Oakland Heights, a charming subdivision nestled in the heart of Madison, Wisconsin. This picturesque community in Dane County is perfectly positioned to offer residents the best of both worlds: the tranquility of suburban living combined with the vibrant energy of city life. Oakland Heights is known for its tree-lined streets, friendly neighbors, and a strong sense of community, making it an ideal place for families, young professionals, and retirees alike.

Homes for sale in Oakland Heights are as diverse as the residents who call it home. Here, you’ll find a variety of architectural styles, from classic single-family homes to modern builds, each designed to cater to different tastes and lifestyles. Many of these homes feature spacious layouts, beautiful backyards, and modern amenities, ensuring comfort and convenience for all. The neighborhood is also known for its well-maintained properties, which reflect the pride of ownership among its residents.

Living in Oakland Heights means enjoying easy access to Madison’s vibrant cultural scene, excellent schools, and beautiful parks. Whether you’re spending a sunny afternoon at one of the nearby parks or exploring the local shops and restaurants, there’s always something to do. Plus, with a strong sense of community, you’ll find plenty of opportunities to connect with your neighbors and participate in local events.

If you’re looking for a place that combines suburban charm with urban accessibility, Oakland Heights is the perfect choice. Explore the homes for sale today and discover the welcoming community that awaits you!

Newest Oakland Heights Homes for Sale

$724,900

4 Beds ⋅ 2 Baths ⋅ 2029238 MLS ⋅ ACTIVE UNDER CONTRACT Status

Looking for a beautifully remodeld Single Family home thats checks all the boxes - then this is it! Enjoy a walkable lifestyle just steps from Monroe Street's shops, cafe's and restaurants, with easy access to Camp Randall, Henry Vilas Zoo, Vilas Park, SW Bike Path, bus line, and the University of Wisconsin. This charming open floor plan features large picture windows, fireplace, well appointed Kitchen, and new addition adding a main floor family room. Upstairs offers four bedrooms plus an Office/Den cool bedrooms with lofts. The fenced yard and two parking spaces prepped and ready for a two car garage to be added. You'll love this perfect blend of modern updates, timeless character, and unbeatable locaton! Addition and remodel completed 5 years ago. Roof 5 years, Refrigerator ('26) Oven ('26) Washer/Dryer ('21) Windows ('18, '21) Deck ('21) AC ('18) Water Heater ('22) Electrical ('18).

1013 Oakland Ave, Madison

$664,900

4 Beds ⋅ 1 Baths ⋅ 2028322 MLS ⋅ ACTIVE Status

Charming Vilas neighborhood home blending timeless character with thoughtful updates! Beautifully refinished hardwood floors and original trim pair perfectly with new windows throughout, creating a bright and inviting feel. The spacious main level offers a bedroom, large open kitchen, and comfortable living spaces ideal for everyday living and entertaining. Upstairs, you'll find three additional bedrooms, a full bath, and a convenient laundry area tucked into the primary bedroom's walk-in closet. High-efficiency home systems provide modern comfort and peace of mind. Located just minutes from Vilas Park, Lake Wingra, the UW hospitals, bike paths, and Monroe Street's popular shops and restaurants, this home offers the perfect combination of charm, updates, and an unbeatable location!

1422 Chandler St, Madison

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