Woodside Heights Real Estate

Welcome to Woodside Heights, a hidden gem nestled in the heart of Middleton, Wisconsin. This charming subdivision offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Woodside Heights is characterized by its picturesque tree-lined streets, well-maintained homes, and a welcoming community atmosphere. The neighborhood features a variety of architectural styles, from contemporary designs to classic single-family homes, ensuring that there’s something to suit every taste. With spacious yards and beautifully landscaped gardens, residents enjoy a serene environment that encourages outdoor living and community interaction.

One of the standout features of Woodside Heights is its proximity to Middleton’s vibrant downtown area, where you’ll find an array of shops, restaurants, and entertainment options. Enjoy a leisurely stroll through the local farmers' market, indulge in a delicious meal at one of the many eateries, or explore the nearby parks and recreational facilities that Middleton has to offer.

Families will appreciate the highly-rated schools in the Middleton-Cross Plains Area School District, providing quality education and a supportive learning environment for children of all ages. Additionally, Woodside Heights is conveniently located near major roadways, making commuting to nearby cities such as Madison a breeze.

Embrace the charm and community spirit of Woodside Heights, where you can create lasting memories in a neighborhood that truly feels like home. Whether you’re looking to settle down or invest in a property, this subdivision offers a unique lifestyle that combines comfort, convenience, and a strong sense of community. Come discover the magic of Woodside Heights today!

Newest Listings in Woodside Heights

$669,000

3 Beds ⋅ 2 Baths ⋅ 2025170 MLS ⋅ ACTIVE Status

Price drop 6/23/26. Charming raised ranch in Woodside Heights enclave, just one block from Stricker's Pond, on tree-lined, quiet, well-kept and in-demand neighborhood with downtown Middleton and schools within walking distance. In-ground pool has new liner and heater (2023), slide & stone paved decking. New carpet & paint throughout. Extensive work on landscape. Expansive Great Room has tongue & groove wood vaulted ceiling with recessed lighting, elegant wood floor, gas fireplace and extensive wood shelving & cabinetry, open to bright kitchen with cooktop island and barstool (3 incl with sale) counter for in-kitchen dining and ceramic floor. Generous window views to fully fenced pool/backyard that makes for great entertaining space! AC(07), Roof/gutters (06), H2O Htr (13), Boiler (16), spray foam insulation in attic. New Bosch DW; disposal. Thermador electric cooktop, stainless wall microwave & oven pair. NOTE: Home also available for rent at $3900/mo.

1308 Shirley St, Middleton

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