Rutland Homes for Sale

Welcome to Rutland, Wisconsin – a hidden gem nestled in the heart of Dane County! Known for its charming rural atmosphere and friendly community, Rutland offers a unique blend of small-town warmth and easy access to the vibrant culture of nearby Madison. With its picturesque landscapes and serene surroundings, it’s the perfect place for families, retirees, and anyone seeking a peaceful lifestyle.

Rutland boasts a variety of outdoor activities, from scenic parks to beautiful trails, making it ideal for nature enthusiasts. Enjoy leisurely strolls, biking, or simply soaking in the stunning views of the rolling hills and lush greenery. The community is known for its strong sense of camaraderie, with local events that bring residents together throughout the year.

When it comes to real estate, Rutland has a diverse selection of homes for sale that cater to various tastes and budgets. Whether you’re looking for a cozy cottage, a modern family home, or a sprawling estate, you’ll find it here. Many properties feature spacious yards, perfect for gardening or entertaining, and some even offer breathtaking views of the countryside. With a mix of established homes and new developments, there’s something for everyone in this charming community.

Living in Rutland means enjoying the tranquility of rural life while still being just a short drive away from the bustling city of Madison, where you can find an array of dining, shopping, and entertainment options. If you’re ready to make Rutland your home, explore the available homes for sale today and discover the perfect fit for your lifestyle!

Newest Rutland Homes for Sale

$335,000

2 Beds ⋅ 1 Baths ⋅ 2031048 MLS ⋅ ACTIVE Status

Showings start Monday, August 24th. 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 Hwy 14, Rutland

$499,900

3 Beds ⋅ 2 Baths ⋅ 2031026 MLS ⋅ 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 Rd, Rutland

$799,000

3 Beds ⋅ 2 Baths ⋅ 2029201 MLS ⋅ 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 Hwy 14, Rutland

$679,900

3 Beds ⋅ 2 Baths ⋅ 2026843 MLS ⋅ ACTIVE UNDER CONTRACT Status

Fantastic rural location in desirable Rutland! This beautifully updated 3 bedroom, 2 bath home sits on 4.3 acres and is move-in ready. Inside, you'll find updated kitchen cabinets, an updated main level bathroom, hardwood floors in the bedrooms, and stylish flooring throughout the rest of the home. The walkout lower level is nicely finished with impressive 9' ceilings. The entire home has been freshly painted and features newer roof and windows. Outside you'll enjoy a large storage shed for lawn toys plus a incredible 40'x80' outbuilding complete with, hot water, floor drain, updated electrical, lighting and all new cement floors with in-floor heat! Oversized doors on each end perfect for big equipment. Property has been converted from LP to Natural gas This turn-key property offers the perfect blend of country living with modern updates. Don't miss out — schedule your showing today before this gem is gone!

3898 Old Stone Rd, Rutland

$900,000

3 Beds ⋅ 2 Baths ⋅ 2026294 MLS ⋅ ACTIVE UNDER CONTRACT 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

$929,500

4 Beds ⋅ 4 Baths ⋅ 2025168 MLS ⋅ ACTIVE UNDER CONTRACT Status

This is the life you've been looking for...stunning home , beautiful pool/patio for relaxing and a great view out back of rural America. This home has plenty of well laid out space, 3+ acres (with a little piece of prairie), privacy, outbuildings and just a short drive to Madison. Be wowed by the soaring vaulted ceiling and wall of windows, cozy up in the movie/bar area or choose one of several bonus rooms for your office needs. Main floor Primary with a jetted tub AND walk in shower, dazingly cook's kitchen with loads of counter space, sky high vaulted ceiling in the LR with a wall of windows, smaller guest bed on main makes a perfect office. Lofted private bedroom area with 2 more beds and a full bath; perfect reading/homework nook overlooking the main floor. Lower level is made for play - loads of options- Media area with fireplace and bar, open rec area, two bonus den/offices. And outside provides a great yard, outbuildings and that spectacular pool!

782 Center Rd, Rutland

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