Highland Oaks Real Estate

Welcome to Highland Oaks, a picturesque subdivision nestled in the charming community of McFarland, Wisconsin, located in the heart of Dane County. This idyllic neighborhood is a hidden gem that perfectly balances suburban tranquility with easy access to vibrant city life.

Highland Oaks boasts beautifully designed homes that cater to a variety of tastes and lifestyles, making it an ideal place for families, young professionals, and retirees alike. The tree-lined streets and meticulously maintained lawns create a warm and inviting atmosphere, encouraging friendly interactions among neighbors. With spacious lots and modern amenities, residents can enjoy the comfort of their own private oasis while still being part of a close-knit community.

One of the standout features of Highland Oaks is its proximity to nature. Residents can take advantage of nearby parks, walking trails, and serene lakes, perfect for outdoor enthusiasts and families looking to enjoy weekend picnics or leisurely strolls. The area is also known for its top-rated schools, making it a prime location for families seeking quality education for their children.

Conveniently located just a short drive from downtown Madison, Highland Oaks offers the best of both worlds—peaceful suburban living with easy access to the vibrant culture, dining, and entertainment options that the city has to offer. Whether you’re looking for a cozy family home or a place to start your next chapter, Highland Oaks welcomes you with open arms. Come explore this delightful community and discover why so many have chosen to call Highland Oaks home!

Newest Listings in Highland Oaks

$1,125,000

5 Beds ⋅ 5 Baths ⋅ 2024444 MLS ⋅ ACTIVE Status

Rarely does a home become available on one of McFarland's most sought-after streets in the desirable Highland Oaks neighborhood. 5960 Oak Hollow Drive offers nearly 5,000 square feet, five bedrooms, and features that are hard to find in one home, all situated on a nearly half-acre lot. The backyard steals the show with a full basketball court, chicken coop, mature landscaping, and plenty of space to enjoy the outdoors. Inside, the great room is filled with natural light from soaring ceilings and oversized windows overlooking the backyard. The main level features a dedicated office, sunroom, and spacious primary suite with a large walk-in closet. The oversized garage offers exceptional storage, while the lower level features a full bar and large gathering space. Above the garage, an incredible bonus room is currently used as a workout space but offers endless possibilities.

5960 Oak Hollow Dr, Mcfarland

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.