Rutland Real Estate

Welcome to Rutland, a charming city located in Dane County, Wisconsin. Nestled in the heart of the state, Rutland offers a perfect blend of small-town charm and modern amenities. With its picturesque landscapes, friendly community, and convenient location, Rutland is an ideal place to call home.

Rutland is known for its natural beauty, with rolling hills, lush forests, and scenic lakes that provide endless opportunities for outdoor activities. Whether you enjoy hiking, fishing, boating, or simply taking in the breathtaking views, Rutland has something for everyone. The city also boasts several parks and recreational areas, where residents can enjoy picnics, sports, and other outdoor gatherings.

In addition to its natural beauty, Rutland offers a range of amenities and services to its residents. The city has a thriving downtown area, filled with local shops, restaurants, and entertainment venues. From quaint boutiques to delicious eateries, there is always something new to discover in Rutland.

Rutland is conveniently located near major highways, making it easy to travel to nearby cities and attractions. Madison, the capital of Wisconsin, is just a short drive away, offering even more shopping, dining, and cultural experiences.

With its friendly community, beautiful surroundings, and convenient location, Rutland is a city that truly has it all. Whether you are looking to settle down or invest in real estate, Rutland is a place that you will be proud to call home.

Newest Listings in Rutland

$900,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

VRP $900,000 to $950,000. Escape to your own private retreat on approximately 32.40 gorgeous acres with a serene, wooded setting. This spacious ranch home features a vaulted great room with a stone fireplace and wood stove, plus formal living and dining areas with custom built-ins. The full lower level includes an additional kitchen, ready to finish for extra living space. A detached outbuilding offers ample room for a shop and storage of outdoor equipment and toys. Sale includes 3 separate parcels, with possible opportunity to re-survey and rezone for future building parcels post-closing. A fantastic investment opportunity with endless potential ? don't miss this one! House being sold 'As is' with pre-inspection report available.

4011 County Road A, Rutland

Listing courtesy of EXP Realty, LLC.

$599,000

ACTIVE Status

Discover a rare opportunity to own 19.8 acres in the Town of Rutland, conveniently located along Biglow Road near the US Highway 14 and State Highway 92 roundabout. This highly visible Dane County property offers an attractive combination of open tillable ground, mature hardwoods, wetlands, and scenic pond habitat. Uniquley situated adjacent to Harveys marsh waterfowl production area. Comprising of over 600 acres of public lands.

19.79 M/L Acres Biglow Road, Rutland

Listing courtesy of Peoples Company.

$1,135,000

4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status

Discover a rare opportunity to own a well-appointed country home with serious acreage and infrastructure just outside of Brooklyn, Wisconsin. This 4-bedroom, 2.5-bath tri-level sits on 7.37 gently rolling acres and delivers the kind of setup that's hard to find -- space, privacy, and the buildings to back it up.The home itself spans over 3,200 square feet with a functional multi-level layout that balances open living areas with comfortable separation between spaces. Large windows pull in natural light and frame the surrounding landscape throughout the home. There is a 54x40 Cleary building and a 42x53 Morton Building with 14' doors, heat, electric, water, truck and RV Washer and floor drain. This property has lots of space for kids and toys!

4613 W Rutland Road, Rutland

Listing courtesy of LandGuys, LLC of WI.

$3,588,000

ACTIVE Status

Rare +/- 156ac just minutes from Stoughton featuring 1,875 ft of Island Lake Frontage, high-ground tillable, and excellent homesite potential. Strong frontage on County Hwy 158 and Lake Kegonsa Rd in a rapidly growing Dane County corridor. Highly productive soil offer immediate farm income with long-term development upside. Historic farmhouse showcases tall ceilings and original woodwork - ideal for a remodel. Abundant wildlife and lake views from multiple vantage points. A standout opportunity with exceptional land quality and future potential.

3656 Hwy 138, Rutland

Listing courtesy of First Weber Inc.

$415,000

ACTIVE Status

Discover the perfect blend of privacy and convenience with this beautiful 5+ acre wooded parcel in Stoughton. Nestled in a peaceful rural setting, this spacious property offers a serene backdrop surrounded by mature trees and natural beauty, making it an ideal location for your dream home. Enjoy the quiet of country living while remaining just minutes from local amenities, shopping, dining, and everyday conveniences. With ample space, stunning wooded views, and endless possibilities, this property offers the privacy you?ve been searching for without sacrificing accessibility. Bring your builder and start creating your vision today.

L1 Flint, Rutland

Listing courtesy of Devout Real Estate Group, LLC.

$299,900

ACTIVE Status

Lot 1-2 still Available, but neighboring Lot 3-4 is now under contract! Tucked just south of Oregon on Windmill Road, this exceptional parcel offers the perfect blend of space, privacy, and convenience. With this being the Northern of the 2 lots available. Easy access to Oregon, Stoughton, Fitchburg, and Madison, the location puts you minutes from Southern Dane County?s key hubs while still feeling wide open and peaceful. The land features multiple ideal build sites with plenty of room to create a generous buffer from neighbors, making it perfect for a private estate, hobby farm, or a variety of other future uses. Bring your own builder and design exactly what you want?opportunities like this, with this combination of location, flexibility, and elbow room, don?t come along very often. Other 10 acre parcel is lot 3-4 Windmill road offered at $350,000

LOT 1-2 Windmill Rd, Rutland

Listing courtesy of RE/MAX Preferred.

$375,000

ACTIVE Status

This is the acreage you've been waiting for! Beautiful 5 acre parcel in the town of Rutland on a quiet country road close to Oregon and Stoughton! This level, buildable lot backs up to woods and is ready for you to plan and build your dream country estate! Property is in process of being surveyed and re-parceled; seller is open to re-parceling differently at your request. All lot lines shown in the photo are approximate.

72 Franklin Road, Rutland

Listing courtesy of Compass Real Estate Wisconsin.

$300,000

ACTIVE Status

Excellent opportunity to build your dream home. Flat lot just waiting to be built on.

Biglow Road, Rutland

Listing courtesy of Madison Commercial Real Estate LLC.

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