Rolling Meadows Homes under $500,000

Welcome to Rolling Meadows, a charming subdivision nestled in the heart of Madison, Wisconsin, within the scenic Dane County. This delightful community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, young professionals, and retirees alike.

Rolling Meadows boasts a variety of homes, many of which are available for under $500,000, making it an attractive option for first-time buyers and those looking to invest in a thriving neighborhood. The homes in this subdivision are characterized by their modern designs, spacious layouts, and well-maintained yards, providing a warm and inviting atmosphere for residents. With multiple floor plans to choose from, you’re sure to find a home that fits your lifestyle and budget.

The community is enhanced by its proximity to Madison's vibrant downtown area, where you can enjoy an array of dining, shopping, and entertainment options. Outdoor enthusiasts will appreciate the nearby parks and recreational facilities, perfect for family outings, picnics, or leisurely walks.

Rolling Meadows is also conveniently located near top-rated schools and essential amenities, ensuring that everything you need is just a stone's throw away. With its friendly atmosphere and strong sense of community, Rolling Meadows is not just a place to live; it’s a place to call home.

Discover the charm of Rolling Meadows today and explore the wonderful homes available under $500,000. Your dream home awaits in this delightful Madison community!

Newest Rolling Meadows Homes under $500,000

$420,000

3 Beds ⋅ 2 Baths ⋅ 2033859 MLS ⋅ ACTIVE Status

Welcome to this fully renovated east side stunner, where everyday living feels easy & the updates are already in place! Light-filled rooms span a versatile layout w/ space to live, work & unwind at your own pace. Fresh paint, refinished hardwood, new trim, matte-black hardware & modern lighting create a clean, current interior. The kitchen is sure to impress, featuring updated cabinets, a modern backsplash, refinished butcher-block counters, a new faucet, plus newer appliances. The bathrooms have been refreshed w/ new vanities & updated fixtures. Peace-of-mind updates include a new roof, new A/C & thermostat, electrical upgrades, some window replacements, a new concrete driveway & front landing & a partially finished basement w/ heat source. Outside, a private fenced backyard, patio, w/ fresh landscaping & updated exterior lighting complete the setting! Nearby parks & easy access to downtown round out this warm, comfortable, move-in-ready home to call your own!

4713 Hermsmeier Ln, Madison

$380,000

3 Beds ⋅ 2 Baths ⋅ 2030773 MLS ⋅ ACTIVE UNDER CONTRACT Status

Fabulous location close to schools in lovely, tree-lined neighborhood! Tons of space throughout this well-maintained multi-level home! New roof in 2026! Hardwood floors throughout and NEW carpet in lower level of sun-filled family room with wood burning fireplace! Eat-in kitchen and dedicated dining room connect to large living room. Additional lower level space could be finished to add even more living area. Large fenced in yard with patio, mature trees and lush landscaping. Tons of potential inside and out in super-desirable Rolling Meadows location! Selling "As-Is". Open House on Sunday 9/27/26!

4810 Retana Dr, Madison

$434,000

3 Beds ⋅ 2 Baths ⋅ 2029303 MLS ⋅ ACTIVE Status

Welcome home to this beautifully updated 3 bedroom, 2 full bath home located in a highly desirable neighborhood close to shopping, dining, parks, schools, and all the amenities you need! Step inside to an inviting open-concept floor plan featuring original hardwood floors, brand new carpeting, and spacious living areas designed for both everyday comfort and entertaining. The finished basement offers additional living space - perfect for a family room, home office, playroom, or workout area. Outside you will love the huge fully fenced backyard, providing plenty of room for pets, kids, gardening or hosting summer gatherings. The four season porch is perfect to relax in with a gas fireplace. Major updates include roof in 2025, including eaves and downspouts.

4620 Hermsmeier Ln, Madison

$449,000

3 Beds ⋅ 2 Baths ⋅ 2026885 MLS ⋅ ACTIVE Status

Completely renovated spacious ranch on a large corner lot. Home has recent metal roo,f insulation blown in attic, air ducts professionally cleaned, Fresh paint throughout, refinished hardwood floors, new windows, dual sided wood burning fireplace. Brand New kitchen appliances, new tub surround/toilet/floor/granite in main bath, new lighting/fans vanities, electrical upgrades, New paint and landscaping to exterior, composite deck overlooking a large fenced in beautiful backyard with mature trees. Basement is clean and well lit for your needs. Can be easily converted to additional bedroom/office/fun space. Insulated Garage door and Garage windows are new.

4813 Flint Ln, Madison

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