Jamestown Real Estate

Welcome to Jamestown, a charming subdivision nestled in the heart of Fitchburg, Wisconsin, located within the picturesque Dane County. This delightful community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, young professionals, and retirees alike.

Jamestown is known for its beautifully designed homes that showcase a variety of architectural styles, catering to diverse tastes and preferences. The tree-lined streets and well-maintained lawns create a welcoming atmosphere that invites residents to take leisurely strolls or enjoy outdoor activities with neighbors. The community is not just about aesthetics; it fosters a strong sense of camaraderie among its residents, making it a great place to forge lifelong friendships.

One of the standout features of Jamestown is its proximity to an array of amenities. Residents can easily access local parks, recreational facilities, and top-rated schools, ensuring that families have everything they need within reach. The nearby Fitchburg Community Center and the popular McKee Farms Park provide ample opportunities for outdoor fun, including hiking trails, playgrounds, and sports fields.

For those who enjoy dining and shopping, the vibrant city of Fitchburg offers a variety of options just a short drive away. With easy access to major highways and public transportation, commuting to nearby Madison for work or leisure is a breeze.

In Jamestown, you’re not just buying a home; you’re investing in a lifestyle. Experience the warmth and charm of this wonderful community, where every day feels like a breath of fresh air. Come and discover the perfect place to call home in Jamestown!

Newest Listings in Jamestown

$425,000

4 Beds ⋅ 3 Baths ⋅ 2027685 MLS ⋅ ACTIVE Status

Welcome to this inviting Fitchburg home in the Verona School District offering four upper-level bedrooms, bright living and dining spaces, a cozy den with fireplace, and a large finished lower level with flexible space and an ensuite bath. Enjoy a private backyard with an expansive deck, plus an oversized garage with built-in and overhead storage. Recent updates includenew water heater (2026), wood laminate flooring on the main level in 2020 and a finished lower level ceiling with recessed lighting. Set on a quiet street with quick access to the Beltline, downtown Madison, Epic, and several nearby parks with playgrounds, tennis, basketball, and B-cycle access. Buyer has peace of mind with UHP Ultimate Home Warranty included.

5749 Richmond Dr, Fitchburg

$599,900

2022519 MLS ⋅ ACTIVE Status

Great opportunity for investors or owner-occupants alike. These rare four-bedroom, two-bath units are highly desirable, renting quickly and commanding premium rents in the area. The spacious primary bedroom features a private balcony, and the thoughtfully designed layout includes convenient second-floor laundry. Recent updates by the owner include improvements to the bathrooms, select windows, and numerous appliances. Long-term renter in unit 1 pays $1900 which is below market rate for the area. Vacant unit was previously rented at $2255/mo. List agent related to seller. All measurements Approximate. Buyer to confirm if needed.

2660-2658 Chesapeake Dr, Fitchburg

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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.