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$375,000
ACTIVE Status
A rare opportunity to secure 37.5 acres of productive tillable ground just outside Oregon, WI in the Town of Rutland. This high, rolling acreage offers excellent drainage, strong yield potential and easy access off County Rd A with quick connection to HWY 14. Its proximity to town makes it an exceptional piece of income-producing farmland. Ideal for operators looking to expand their tillable portfolio or investors seeking a stable, land-based asset. Quality acres this close to Oregon are increasingly hard to find, making this a standout addition to any operation or investment strategy.

Rutland

Listing courtesy of First Weber Inc.

$335,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Beautifully updated ranch on nearly half an acre just minutes south of Oregon! Enjoy the feel of country living while still being close to everything Oregon has to offer. This 2-bedroom, 1-bath home has seen extensive recent updates, including a brand-new kitchen and bathroom, new siding (2026), and a new roof (2025). Inside, you'll find two nicely sized bedrooms and a comfortable, functional layout that's truly move-in ready. Outside, the .449-acre lot offers plenty of space to relax, entertain, garden, or simply enjoy the scenic farm field views in both the front and back. A rare opportunity to enjoy an updated home, extra space, and a peaceful country setting - all just minutes from Oregon and an easy drive to Madison!

991 Highway 14, Rutland

Listing courtesy of RE/MAX Preferred.

$499,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Country beauty on a on 2.26 acres with a hidden pond! Well maintained home with hardwood flooring, newer kitchen appliances, new carpet in LL, updated Anderson windows, New Roof -2026 & newer mechanicals. The large windows in the living room give the house a mid century vibe with volumes of natural light. The light woodwork and custom features add to the modern feel. 3 good-sized bedrooms & full bath on the main level. In the LL you will find a large exposed family room with a wood burning fireplace, full bath and a large screen porch opening to the back yard with a trail to a secluded pond and plenty of room for gardens, chickens, perennials! Large walk in laundry mud room/storage room. If you are looking for privacy and a country setting close to Madison, do not miss this move-in-ready home!

158 King Lake Road, Rutland

Listing courtesy of The Birschbach Team.

$799,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Rare opportunity with approximately 12 acres in Dane County! 2 tax parcels for sale 0510-191-9500-6 - 9.736 acres and 0510-202-9230-9 - 2.10 acres - both parcels to be sold together. The property includes eligibility for one potential land division/development right, which may be used on the property or transferred to another qualifying property, subject to all town and Dane County requirements and approvals. Opportunities galore with RR-8 Zoning - hobby farm, home base for your business, private county retreat - Bring your ideas! Property includes a 3 bedroom 2 bath house, 2 car garage and an outbuilding. Fenced in yard for peace of mind. Amazing country views surround you. Great location. Don't miss out on this one!

690 Highway 14, Rutland

Listing courtesy of First Weber Inc.

$1
ACTIVE Status
Exceptional opportunity to acquire premium Dane County, Wisconsin farmland near Stoughton. This offering includes 606.31 total acres with 527.44 high-quality tillable acres in one of South-Central Wisconsin's most desirable agricultural regions. The property will be offered in 11 tracts ranging from 33.47 to 109.16 acres, providing flexibility for farmers, investors, and rural lifestyle buyers. Tracts feature productive silt loam soils, strong crop-producing capabilities, excellent access to local grain markets, and long-term agricultural investment potential. Select tracts may also offer attractive rural homesite opportunities. Large-scale farmland offerings of this size and quality are rarely available in Wisconsin, making this a unique chance to own productive farmland in a highly sought-after farming community.

606.31 Acres 11 Tracts, Rutland

Listing courtesy of Peoples Company.

$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.

$1,500,000
ACTIVE Status
Discover an exceptional 30ac luxury investment opportunity in Dane County. This rare offering blends productive acreage with premier lakefront development potential and refined recreational appeal. Offered with 2 density units (additional units available) and 880+ ft of pristine Bass Lake frontage, creating an ideal canvas for an estate-level or multi-residence vision. Abundant wildlife, private lake access, and direct views of the 1,400+ ac protected Bad Fish Creek Wildlife Area elevate the setting, just 20 minutes from Madison. A rare opportunity for the discerning buyer.

+/- 30ac Old Stone Road, 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.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.