Glen Oaks Real Estate

Welcome to Glen Oaks, a charming subdivision nestled in the heart of Stoughton, Wisconsin. Known for its picturesque landscapes and friendly community atmosphere, Glen Oaks offers an idyllic setting for families, retirees, and everyone in between. With its tree-lined streets and beautifully maintained homes, this neighborhood embodies the warmth and welcoming spirit that makes Stoughton a sought-after place to live.

Glen Oaks is perfectly situated just a short drive from downtown Stoughton, where residents can enjoy a variety of local shops, restaurants, and recreational activities. The city is rich in history and boasts a vibrant cultural scene, with events such as the annual Syttende Mai celebration and the Stoughton Fair bringing the community together throughout the year. Nature enthusiasts will appreciate the nearby parks and trails, perfect for hiking, biking, or simply enjoying a leisurely stroll.

Families with children will find Glen Oaks particularly appealing, as it is served by the highly regarded Stoughton Area School District. The schools are known for their commitment to academic excellence and community involvement, ensuring that children receive a well-rounded education.

In Glen Oaks, you’ll find a sense of belonging and community spirit that is hard to match. Whether you’re looking to build your dream home or find a cozy retreat, this subdivision offers a range of options to suit your lifestyle. Discover the charm of Glen Oaks today and experience everything this wonderful neighborhood has to offer!

Newest Listings in Glen Oaks

$375,000

3 Beds ⋅ 2 Baths ⋅ 2032498 MLS ⋅ ACTIVE Status

Enjoy this 3-bed ranch propertunity nestled in the Glen Oaks neighborhood. The 4-season sunroom completes the open and friendly layout for fun nights together or entertain larger groups. Private backyard is perfect for tossing a football or relaxing in a hammock. The patio offers space to grill your favorite dinner and enjoy nights with the bonfire or hot tub. The lower level is ideal for a kids playroom, office or finish it and create your own perfect room(s). Adventure awaits as you walk toward downtown for restaurants, activities and shopping.

409 Hyland Dr, Stoughton

$399,000

3 Beds ⋅ 2 Baths ⋅ 2031293 MLS ⋅ ACTIVE Status

Back on...Better hurry this time! Welcome home to this well-maintained ranch featuring comfortable living spaces and numerous thoughtful updates. The main level offers a spacious living room, an inviting eat-in kitchen with a walkout to the deck, three bedrooms, and one-and-a-half baths. Enjoy outdoor living on the newer deck overlooking the spacious, recently fenced backyard—ideal for relaxing, entertaining, or enjoying time outdoors. The lower level adds valuable flexible space, perfect for a playroom, home office, workout area, or additional recreation space. Recent updates include a 2023 roof, 2023 water heater, 2025 stove, and 2022 deck. With its functional layout, appealing outdoor space, and major updates already completed, this home is ready to welcome its next owners!

1335 Johnson St, Stoughton

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