Woodside Heights Real Estate

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

Woodside Heights is characterized by its beautifully landscaped streets, featuring a variety of well-maintained homes that showcase a range of architectural styles. From cozy single-family residences to spacious modern designs, there’s something here to suit every taste and lifestyle. The subdivision is designed with family-friendly living in mind, boasting ample green spaces, parks, and walking trails that encourage outdoor activities and foster a sense of community.

One of the standout features of Woodside Heights is its prime location. Situated in the vibrant city of Middleton, residents enjoy easy access to a wealth of amenities, including shopping centers, restaurants, and entertainment options. The area is also known for its excellent school district, making it a top choice for families looking for quality education for their children.

Nature enthusiasts will appreciate the proximity to nearby parks and lakes, offering endless opportunities for hiking, biking, and water activities. Plus, with downtown Madison just a short drive away, residents can easily enjoy the cultural, dining, and recreational offerings of Wisconsin's capital city.

In Woodside Heights, you’ll find not just a home, but a welcoming community where neighbors become friends and memories are made. Discover the charm of this delightful subdivision and see why so many are proud to call Woodside Heights their home.

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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