Glen Oak Hills Real Estate

Welcome to Glen Oak Hills, a picturesque subdivision nestled in the vibrant city of Madison, Wisconsin. This charming neighborhood is located in Dane County and is celebrated for its serene atmosphere, lush landscapes, and a strong sense of community. Glen Oak Hills offers an ideal blend of suburban tranquility and urban convenience, making it a perfect place for families, professionals, and retirees alike.

As you stroll through the tree-lined streets of Glen Oak Hills, you’ll be captivated by the beautifully maintained homes, each showcasing unique architectural styles that reflect the character of the community. The spacious lots and well-kept gardens create an inviting ambiance, fostering a sense of pride among residents.

One of the standout features of Glen Oak Hills is its proximity to nature. Residents enjoy easy access to a variety of parks and green spaces, perfect for outdoor activities, picnics, or simply unwinding in the fresh air. The nearby trails offer opportunities for hiking and biking, allowing you to immerse yourself in Wisconsin’s stunning natural beauty.

The community is also conveniently located near Madison’s vibrant downtown area, where you can explore a rich array of dining, shopping, and entertainment options. The renowned University of Wisconsin-Madison is just a short drive away, making Glen Oak Hills an attractive choice for students and faculty members.

With its welcoming atmosphere, beautiful surroundings, and convenient location, Glen Oak Hills is more than just a place to live; it’s a community where you can truly feel at home. Come and discover the charm of Glen Oak Hills, where your dream home awaits!

Newest Listings in Glen Oak Hills

$174,000

2027217 MLS ⋅ ACTIVE Status

Rare vacant lot within the city of Madison and in the coveted Glen Oak Hills neighborhood.

5510 Marconi St, Madison

$339,000

2 Beds ⋅ 1 Baths ⋅ 2026729 MLS ⋅ ACTIVE Status

Welcome home to this charming, move-in ready gem nestled on a private, tree-lined lot in one of Madison's most desirable west side neighborhoods & Crestwood Elementary School District. Thoughtfully updated, this home offers the perfect combination of character & comfort.The beautifully remodeled kitchen is the heart of the home, opening to warm and inviting living spaces highlighted by a cozy fireplace with a newer insert. The heated 3-season room with in-floor heat provides the perfect spot to enjoy your morning coffee or unwind after a long day. Location truly sets this home apart. Enjoy easy access to Madison's extensive bike path system for a quick ride or walk to downtown, plus you're just minutes from parks, shopping & restaurants. Recent Updates Include: Roof (2021), Fireplace Insert (2021), Furnace (2020), Anderson Windows (2023), and Brand-New Water Heater & Water Softener (2026). UHP Ultimate Home Warranty included.

5513 Old Middleton Rd, Madison

$459,900

3 Beds ⋅ 2 Baths ⋅ 2026000 MLS ⋅ ACTIVE Status

Whole house interior paint refresh in July 2026. Nestled in the charming Glen Oak Hills neighborhood, this 3-bedroom, 2-bath ranch offers a peaceful retreat in the heart of Madison. Located directly across from the park, enjoy beautiful views of mature trees, seasonal foliage, and abundant wildlife. Natural light fills the home, highlighting hardwood floors throughout most of the main level. The inviting living room features a skylight and overlooks the picturesque front yard. The kitchen was fully remodeled in 2016 and offers abundant cabinetry plus an eat-in dining area. Two BR/full BA complete the main level, including a spacious primary bedroom created by combining two original bedrooms. A breezeway provides additional living space and access to the back deck. Oversized 2-car garage with exceptional storage. The finished lower level offers a third bedroom or flexible living space, plus a full BA and laundry. Conveniently located with easy access to all Madison has to offer!

302 Glen Hwy, 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.