Twin Oaks Homes for Sale

Welcome to Twin Oaks, an enchanting subdivision nestled in the heart of Madison, Wisconsin, within the picturesque Dane County. This charming community is a hidden gem, offering a perfect blend of suburban tranquility and urban convenience. Twin Oaks is renowned for its lush tree-lined streets, friendly neighbors, and a strong sense of community, making it an ideal place for families, young professionals, and retirees alike.

The homes for sale in Twin Oaks are as diverse as the residents who call this community home. From cozy single-family residences to spacious modern designs, there’s something to suit every taste and lifestyle. Many of these homes feature beautifully landscaped yards, open floor plans, and modern amenities, ensuring comfort and style for every homeowner. With an array of options, you can find a residence that not only meets your needs but also reflects your personal style.

Living in Twin Oaks means enjoying easy access to Madison’s vibrant downtown, where you’ll find a plethora of shopping, dining, and entertainment options. The area is also known for its top-rated schools, beautiful parks, and recreational facilities, making it a fantastic place to raise a family or enjoy an active lifestyle.

If you're looking for a place that offers both charm and convenience, Twin Oaks is the perfect choice. With homes for sale that cater to various preferences and budgets, now is the time to discover what makes this community so special. Come and experience the warm embrace of Twin Oaks—your dream home awaits!

Newest Twin Oaks Homes for Sale

$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.