Cross Plains Real Estate

Welcome to Cross Plains, Wisconsin – a charming village nestled in the heart of Dane County. With its picturesque landscapes, friendly community, and a rich history, Cross Plains offers a delightful blend of small-town charm and modern conveniences, making it an ideal place to call home.

Cross Plains is renowned for its stunning natural beauty, with rolling hills, lush green parks, and scenic trails that invite outdoor enthusiasts to explore. Whether you're hiking the picturesque trails of the nearby Ice Age National Scenic Trail or enjoying a leisurely afternoon at one of the local parks, the area's natural surroundings are sure to inspire and rejuvenate.

This vibrant community boasts a welcoming atmosphere, where neighbors become friends and local businesses thrive. The downtown area features a delightful mix of shops, eateries, and services, ensuring that residents have everything they need right at their fingertips. From cozy coffee shops to family-owned restaurants, Cross Plains is home to a diverse array of establishments that reflect the unique character of the village.

Education is a priority in Cross Plains, with top-rated schools that provide quality education and a supportive environment for students. Families will appreciate the strong sense of community and the numerous events held throughout the year, fostering connections and creating lasting memories.

With its prime location just a short drive from Madison, residents can easily access the cultural and recreational offerings of the state capital while enjoying the tranquility of small-town living. Experience the charm and warmth of Cross Plains, where every day feels like a breath of fresh air. Come discover your perfect home in this hidden gem of Wisconsin!

Newest Listings in Cross Plains

$885,000

2031931 MLS ⋅ ACTIVE Status

Rare opportunity to own 12 secluded, wooded acres in the Town of Cross Plains! Surrounded by mature hardwoods and towering oaks, this exceptional estate parcel offers incredible privacy and peaceful setting for your dream home. Major groundwork and expense have already been completed, including combining two parcels and constructing an extensive gravel driveway, with final segment open for flexible home placement. Sellers completed extensive architectural planning, demonstrating the property’s potential for a substantial single-level home, optional walkout LL, offering design flexibility and seamless connections to the surrounding landscape. Perc test and CSM complete. Across from Observatory Woods State Natural Area and within the highly sought after Middleton-CP School District. Enjoy the tranquility of a standalone rural parcel while remaining conveniently close to Madison. A truly special opportunity to create a private estate surrounded by nature without sacrificing convenience.

12 Wooded Acres Observatory Rd, Cross Plains

$649,900

5 Beds ⋅ 4 Baths ⋅ 2031828 MLS ⋅ ACTIVE Status

Such a great family home with 5 bedrooms and 4 baths. In addition, there are two awesome spaces for entertaining! Start in the updated kitchen and spacious dining area, then let guests spill into the living room or out onto the deck. The lower level is made for fun, with a pool table, dry bar, TV lounge area, gas fireplace, and walkout to the patio. Having the primary bedroom plus another bedroom and laundry on the main level is a bonus on this 2 story! The larger-than-most lot sits on the quiet U-shaped street of Allies Ln. All this in a Great neighbor in the Middleton-Cross Plains School District, with a short trip to Middleton and Madison.

3009 Allies Ln, Cross Plains

$1,379,000

2031702 MLS ⋅ ACTIVE Status

Excellent investment opportunity in Cross Plains and the very desirable Middleton-Cross Plains Area School District! This well-maintained eight-unit apartment building features all two-bedroom, one-bath units with a strong rental history and additional income from four coin-operated washers and four coin-operated dryers. Numerous unit improvements were completed in 2025 and 2026, including updated kitchens and bathrooms, LVP flooring, carpet, paint, trim, lighting, ceiling fans, appliances and blinds. Additional property improvements include foundation repairs with a transferable 20-year warranty, landscaping and regrading. Tucked back in an established area surrounded primarily by single-family homes, the property offers a desirable residential setting. Current rents offer potential upside, making this an attractive opportunity for investors seeking stable income with room for future growth.

2512 Valley St, Cross Plains

$664,900

3 Beds ⋅ 2 Baths ⋅ 2031369 MLS ⋅ ACTIVE Status

This Matali Builds ranch welcomes you through a covered entry & opens to a cathedral-ceiling great room where a gas fireplace with maple mantel & shiplap climbing to the vault steals the show. The kitchen shines with quartz counters, Amish-built cabinets, a full stainless appliance package & an island made for gathering. Split bedrooms give everyone breathing room, while the primary suite retreats to its own wing with a walk-in closet & tiled walk-in shower. A flex room, mudroom drop zone with built-in cubbies & main-floor laundry keep life running smoothly. Sip morning coffee on the covered back porch, then dream up plans for the exposed lower level with full-size windows, 8'+ ceilings & a bath already stubbed in. Tandem 3rd stall in the garage fits all the toys. Construction begins with an executed contract, so your selections still await! All this on nearly quarter acre lot with sought after Middleton-Cross Plains Schools, and easy access to stunning nature all around!

1419 Ridgetrail Dr, Cross Plains

$510,000

4 Beds ⋅ 2 Baths ⋅ 2031296 MLS ⋅ ACTIVE Status

Your next chapter starts here! Thoughtfully cared for and filled with warmth, this inviting home offers multiple living spaces and an unbeatable location in the heart of Cross Plains. Enjoy an easy walk to the Cross Plains Pool and Public Library, with the Ice Age Trail just steps away for outdoor adventures. Multiple parks are also just blocks from your front door, while downtown shops and restaurants are less than three blocks away. With so much of Cross Plains right outside your door, you’ll love the convenience, community, and lifestyle this home has to offer and you may never want to leave!

2309 American Legion Dr, Cross Plains

$549,900

2030666 MLS ⋅ ACTIVE Status

Rare opportunity to own this all-brick duplex in the heart of Cross Plains! This ranch-style property offers over 2,900 finished sq ft and features two spacious units, each with 2 bedrooms and an attached garage. Unit 2608 includes 1.5 baths and a full unfinished basement, while Unit 2606 offers 2 full baths plus an unfinished basement. Enjoy a prime location within walking distance to downtown, the library, public pool, Park Elementary, Glacier Creek Middle School, parks and trails. Whether you're looking to owner-occupy one unit while generating rental income from the other or add a solid investment property to your portfolio, this is an opportunity you won't want to miss!

2606-2608 Baer St, Cross Plains

$199,900

2 Beds ⋅ 1 Baths ⋅ 2030546 MLS ⋅ ACTIVE Status

Ground-level 2-bedroom condo in the heart of Cross Plains, within the Middleton-Cross Plains school district and just steps from shops, restaurants and more. The open floor plan extends to a spacious private patio, perfect for relaxing or entertaining. Includes a deeded garage parking space, second outdoor parking spot and garage storage unit. All appliances, including full-size washer and dryer, remain. Recent updates include HVAC, stove, refrigerator, carpeting and garage door. The HOA recently replaced the roof. HOA fees of $260/month cover outdoor maintenance, lawn care, snow removal and shared spaces for easy, low-maintenance living. A great opportunity to stop renting and build equity with affordable condo ownership! Garage parking spot is separate deeded parcel # 113/0707-031-7704-0

2313 Brewery Rd, Cross Plains

$560,000

3 Beds ⋅ 2 Baths ⋅ 2029583 MLS ⋅ ACTIVE Status

Showings start 9/11. Beautifully maintained by its original owner, this lovely ranch home is situated on 1.16 acres overlooking lush woods in the highly desirable Oak Valley Estates. The inviting main level features a spacious living room & refinished oak hardwood floors '21 in the dining & kitchen. Bright Dining fts a large bay window and sliding door leading to a new maintenance-free deck '25. The well-appointed kitchen includes a breakfast bar, Formica countertops with tile backsplash, oak cabinetry, and updated appliances '21. Convenient main-level laundry. 2 generously sized bedrooms on main. Updated main bath with quartz counters & tiled shower complete the main floor. Lower level features Rec room with wood burning fireplace, 3rd bedroom & full bath. Plenty of storage space in the unfinished area. Furnace '24, A/C '07, water heater '07, water softener '16, roof '15. Septic pumped July '26.

7975 Stagecoach Rd, Cross Plains

$194,900

2029433 MLS ⋅ ACTIVE Status

Build in Marchstone, a thoughtfully planned Cross Plains neighborhood offering modern living with access to nature and everyday conveniences. This community offers a proposed 27 hole golf course and clubhouse. Located withing the Middleton Cross Plains School District and steps away from Glacier Creek Middle School. Close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L125 Evergreen Pkwy, Cross Plains

$194,900

2029432 MLS ⋅ ACTIVE Status

L124 Evergreen Pkwy, Cross Plains

$194,900

2029431 MLS ⋅ ACTIVE Status

L123 Evergreen Pkwy, Cross Plains

$194,900

2029430 MLS ⋅ ACTIVE Status

L122 Evergreen Pkwy, Cross Plains

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