Woodside Heights Real Estate

Welcome to Woodside Heights, a charming subdivision nestled in the heart of Middleton, Wisconsin. This picturesque community 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 beautifully designed homes, lush green spaces, and friendly atmosphere. As you stroll through the tree-lined streets, you'll be greeted by well-maintained yards and a sense of community that is truly inviting. The subdivision is known for its diverse architecture, featuring a mix of contemporary designs and classic styles, ensuring there’s a perfect home for everyone.

One of the standout features of Woodside Heights is its proximity to Middleton's vibrant downtown area. Residents enjoy easy access to a variety of shops, restaurants, and entertainment options. Whether you’re grabbing a coffee at a local café or enjoying a meal at one of the many family-friendly eateries, you’ll find that everything you need is just a stone's throw away.

For those who value outdoor activities, Woodside Heights does not disappoint. The subdivision is surrounded by beautiful parks and recreational areas, perfect for hiking, biking, and enjoying nature. The nearby Pheasant Branch Conservancy offers miles of trails and stunning views, making it a favorite spot for residents seeking a breath of fresh air.

With its welcoming community spirit, convenient location, and beautiful surroundings, Woodside Heights is more than just a place to live—it’s a place to thrive. Come discover your dream home in this delightful Middleton subdivision!

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

Start Your Search

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.