Twin Oaks Real Estate

Welcome to Twin Oaks, a serene and inviting subdivision nestled in the heart of Madison, Wisconsin. Known for its picturesque landscapes and vibrant community spirit, Twin Oaks offers a perfect blend of suburban tranquility and urban convenience.

As you stroll through the tree-lined streets, you'll be captivated by the charming architecture of the homes that make up this delightful neighborhood. With a variety of styles and sizes, Twin Oaks caters to families, young professionals, and retirees alike, ensuring there’s something for everyone. Each residence is thoughtfully designed, featuring spacious layouts, modern amenities, and beautiful outdoor spaces that encourage relaxation and entertainment.

Located in the thriving city of Madison, residents of Twin Oaks enjoy easy access to a wealth of local attractions. Just a short drive away, you’ll find the bustling downtown area, complete with an array of shops, restaurants, and cultural venues. The nearby parks and recreational facilities provide ample opportunities for outdoor activities, from hiking and biking to picnicking and playground fun.

Families will appreciate the highly-rated schools within the Madison School District, which prioritize academic excellence and community engagement. With a strong sense of belonging, Twin Oaks is more than just a place to live; it’s a community where neighbors become friends and memories are made.

Whether you’re looking to settle down or find your next investment opportunity, Twin Oaks is a hidden gem in Dane County that promises a fulfilling lifestyle in one of Wisconsin’s most desirable cities. Come explore all that Twin Oaks has to offer and discover your dream home today!

Newest Listings in Twin Oaks

$440,000

4 Beds ⋅ 3 Baths ⋅ 2028717 MLS ⋅ ACTIVE Status

Bright, airy, and beautifully maintained, this inviting home offers the perfect blend of comfort, space, and thoughtful updates! The sun-filled main level features an open, welcoming layout with convenient main floor laundry and a stunning screened-in porch overlooking the newly added composite deck and backyard that backs to protected greenspace for a peaceful setting. Need more room? The bonus room above the garage provides incredible flexibility for a home office, playroom, or guest space, while the partially finished lower level includes an added bedroom and additional living area ideal for a family room, gym, or rec room. Major updates include a new roof (2025), giving you added peace of mind. Located in a desirable Madison neighborhood close to parks, shopping, dining, and more, this move-in ready home is one you won't want to miss!

5240 Brandenburg Way, Madison

$499,900

4 Beds ⋅ 3 Baths ⋅ 2028486 MLS ⋅ ACTIVE Status

Beautifully maintained 4-bedroom ranch with over 2,500 finished sq. ft. overlooks a large open greenspace with wonderful views of wildlife & sunsets. This move-in ready home offers 3 full bathrooms, fenced in yard, and is ideally located next to neighborhood walking trails, providing the perfect blend of nature and convenience. Finished lower level offers 2 bedrooms, a full bath, a wet bar, family room with gas fireplace, and lots of storage. The chicken coop and chickens can stay with property or be remove prior to closing. Extensive updates include all new carpet (2026), roof (2025), furnace & A/C (2025), landscaping (2025), garage door opener (2025), refrigerator (2025), stove & dishwasher (2024), washer & dryer (2024), deck (2024), upstairs windows (2024), and electric fireplace (2024). With major mechanicals and cosmetic updates already completed, you can simply move in and enjoy everything this well-cared-for home has to offer.

5210 Brandenburg Way, Madison

$399,900

3 Beds ⋅ 2 Baths ⋅ 2025692 MLS ⋅ ACTIVE UNDER CONTRACT Status

Start your day with a cup of coffee on the welcoming front porch and enjoy the peaceful setting of this bright and inviting 3-bedroom, 2-bath home. Surrounded by green space behind, beside, and across the street, this property offers a sense of privacy while remaining conveniently located near McFarland and just a short drive to downtown Madison. Natural light fills the home, creating warm and comfortable living spaces throughout. Step outside to enjoy the nearby walking path, perfect for an evening stroll, morning exercise, or spending time outdoors. The mature landscaping and beautifully maintained fenced backyard provide the ideal setting for summer cookouts, evenings around a campfire, or simply relaxing at the end of the day. The basement offers ample storage and additional space to fit your needs. Combining a desirable location, outdoor enjoyment, and everyday comfort, this home is ready to welcome its next owner. Don't miss out!

5209 Brandenburg Way, Madison

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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.