Middleton Real Estate

Middleton Real Estate

Welcome to Middleton, Wisconsin – a charming city nestled in the heart of Dane County, just a stone’s throw away from the vibrant capital of Madison. Known for its picturesque landscapes and a welcoming community, Middleton offers a unique blend of suburban tranquility and urban convenience, making it an ideal place to call home.

With a population of around 20,000 residents, Middleton boasts a rich history and a thriving economy. The city is renowned for its outstanding schools, making it a popular choice for families seeking a nurturing environment for their children. The local education system consistently ranks among the best in the state, providing exceptional opportunities for academic and personal growth.

Nature lovers will find plenty to adore in Middleton, with its stunning parks, scenic trails, and beautiful lakes. The Pheasant Branch Conservancy is a local gem, offering over 600 acres of natural beauty to explore, perfect for hiking, birdwatching, or simply enjoying a peaceful day outdoors. The vibrant downtown area is lined with charming shops, delightful eateries, and a variety of local businesses, creating a lively atmosphere that fosters community spirit.

Middleton is also home to several annual events, including the popular Middleton Good Neighbor Festival, which brings residents together to celebrate the city’s rich culture and camaraderie. With its friendly atmosphere, excellent amenities, and proximity to Madison, Middleton is not just a place to live – it’s a place to thrive. Whether you’re a first-time homebuyer or looking to settle into a new chapter, Middleton offers a warm embrace and endless possibilities. Discover your dream home in this delightful city today!

Newest Listings in Middleton

$6,850,000
2029004 MLS ⋅ ACTIVE Status
This exceptional 65,000-square-foot industrial facility is ideally situated in the heart of Middleton Business Park, offering a premier location with outstanding functionality. Designed to accommodate a wide range of business operations, the property features private offices, two conference rooms, a spacious cafeteria, multiple loading docks and overhead doors, a modernized warehouse, and ample on-site parking. Meticulously maintained inside and out, the building and grounds reflect pride of ownership and are move-in ready for their next occupant.

2410 Parview, Middleton
$599,900
4 Beds ⋅ 3 Baths ⋅ 2028997 MLS ⋅ ACTIVE Status
Welcome home to this beautifully maintained 4-bedroom, 2.5-bath two-story in the sought-after Hickory Woods neighborhood! Situated on over half an acre, this home offers peaceful countryside views, breathtaking sunsets, and a spacious deck perfect for relaxing or entertaining. Enjoy a park across the street, nearby walking and biking trails, easy access to downtown Middleton and Madison, and award-winning Middleton schools. Inside, you’ll find bright living spaces, a spacious eat-in kitchen, and four bedrooms upstairs, including a private primary suite. The partially finished lower level offers additional living space and plenty of hidden storage. Major updates include a new roof (2018) and windows (2019). Thoughtful updates, scenic views, and an exceptional location make this home a must-see!

4507 Stonewood Dr, Middleton
$3,500
3 Beds ⋅ 3 Baths ⋅ 2028971 MLS ⋅ ACTIVE Status
Welcome home to Middleton's desirable Fox Ridge neighborhood on the west side! Spacious 3-4 bedroom duplex! Large windows fill the home with natural light! Functional layout with generous living spaces, kitchen with ample cabinet storage and all appliances. Versatile bedrooms -2 primary bedrooms (1 upper and 1 main level). Walk-in accessible shower, carpeted bedrooms, ceiling fans, window blinds and full basement. Abundant closet space. Enjoy spending time in the beautiful main level 4 season sun room all year round. Nearby parks, walking and biking trails, restaurants, grocery stores. Quick access to major roads. Property is in process of estate clean-out. Occupancy starts with rent prorated. Alternate contact Bryan McKy 608-886-6846 for more information and to make an appointment to see this property!

1206 N High Point Rd, Middleton
$3,750,000
2028946 MLS ⋅ ACTIVE Status
Rare 15+ acre development opportunity in the highly desirable Town of Middleton. Bordering City of Madison parkland, this exceptional property offers rolling topography, elevated building sites, panoramic countryside views, and a truly one-of-a-kind setting. Located just minutes from Madison's west side, Middleton, shopping, dining, and major employers, it combines a premier location with outstanding long-term investment potential. The property's proximity to the City of Madison presents exciting future annexation possibilities, making it ideal for a signature residential development, luxury estate lots, or other future opportunities, subject to approvals. Surrounded by natural beauty yet close to every convenience, large tracts of land like this rarely become available. Bring your vision and capitalize on one of the area's most unique and desirable development sites.

3440 Meadow Rd, Middleton
$574,900
3 Beds ⋅ 2 Baths ⋅ 2028937 MLS ⋅ ACTIVE Status
Under construction; estimated completion 12/8/26. Welcome to Redtail Ridge—featuring Middleton Schools! Cook’s kitchen with quartz countertops, granite sink, ceramic tile backsplash, stainless steel appliances and spacious 6x4' walk-in pantry with countertops! Great room features gas fireplace with brick surround. Dining area includes walkout to 8x12' patio. Primary bedroom suite features walk-in closet and private bath with tile shower & dual sinks. Main floor laundry room and separate mudroom with built-in wood cubbies. Basement is stubbed for bathroom & includes egress window for future expansion. 10yr builder's limited warranty & 15yr dry basement warranty included! Interior staged photos are of a similar model.

6679 Redpoll Rd, Middleton
$390,000
3 Beds ⋅ 2 Baths ⋅ 2028701 MLS ⋅ ACTIVE Status
Welcome to Orchid Heights Townhomes! Located close to beautiful Lake Mendota, walking trails and the scenic of Pheasant Branch Conservancy. Enjoy low-maintenance living with lawn care and snow removal included, a community pool and picnic area. This beautifully updated townhome features a completely renovated kitchen, updated bathrooms, updated flooring and new carpet on the upper level. The spacious kitchen offers plentiful cabinetry, granite counters, formal dining area flows into the inviting living room. Step out to a private patio where you can relax and enjoy amazing views and breathtaking sunsets. Upstairs are three spacious bedrooms with ample closet space. The finished lower level includes, a large rec room, a freestanding shower, and plenty of storage. An oversized one-car garage, guest parking across from the unit, and an unbeatable location make this move-in-ready home one you won’t want to miss!

3550 Valley Ridge Rd, Middleton
$619,900
3 Beds ⋅ 2 Baths ⋅ 2028325 MLS ⋅ ACTIVE Status
Move-in ready 10/7/26. This Julian home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®, and Shaw®. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler® and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

7118 Johann Farm Rd, Middleton
$669,900
4 Beds ⋅ 3 Baths ⋅ 2028270 MLS ⋅ ACTIVE Status
Move-in ready 9/25/26. This Hoffman home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 4 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®, and Shaw®. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler® and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

7139 Johann Farm Rd, Middleton
$399,900
3 Beds ⋅ 1 Baths ⋅ 2028268 MLS ⋅ ACTIVE UNDER CONTRACT Status
Charming 1954 ranch in the heart of downtown Middleton! This move-in-ready 3-bedroom, 1.25-bath home is the perfect starter home, loaded with timeless character. Beautiful hardwood floors, original built-ins, and even a classic laundry chute showcase the era's craftsmanship. Recent updates include a new roof, new siding, and new windows for added peace of mind. The basement features a large egress window and open rooms with extra-tall ceilings, offering excellent potential to expand the finished living space. Outside, enjoy a fenced backyard perfect for relaxing, entertaining, or pets. The location is second to none—walk to grocery stores, restaurants, coffee shops, bars, and the scenic trails of Pheasant Branch Conservancy. All of this in the highly sought-after Middleton-Cross Plains School District.

6741 Century Ave, Middleton
$2,100,000
4 Beds ⋅ 4 Baths ⋅ 2028201 MLS ⋅ ACTIVE Status
Middleton Schools! Lake Mendota living w/72' of prime level frontage, Capitol views & minutes from Middleton's dining, shopping & amenities. Owned by the same family for 55 yrs this beautifully updated 4-bed, 3.5-bath waterfront home blends timeless character w/modern comfort. Remodeled main level features a wonderful kitchen w/new cabinetry, granite counters & stainless steel appliances. Open floorplan flows into the living rm featuring wood-burning fireplace, expansive windows & panoramic lake views. Step onto the lakeside deck for outdoor living & entertaining. Family rm offers an additional gathering space & possible 2nd dining area. Spacious primary suite showcases spectacular lake views, private bath & sitting area w/potential for a custom walk-in closet. Walkout lower level includes rec room w/fireplace, new patio, den & flex space. Updates incl: New flooring/windows/patio drs in LL & main floors, driveway & front stoop. Oversized garage w/epoxy flooring. Close to downtown & UW.

3017 Dianne Dr, Middleton
$800,000
4 Beds ⋅ 4 Baths ⋅ 2028114 MLS ⋅ ACTIVE Status
Charming 4-bedroom, 3.5-bath Craftsman in sought-after Middleton Hills Neighborhood and the Middleton School District! The main level features beautiful wood floors, a spacious kitchen with a walk-in pantry, tiled backsplash, quartz countertops, granite island, maple cabinets, an induction stove, and stainless steel appliances. Enjoy the formal dining room and relax in the spacious living room with a fireplace. Mudroom provides additional storage and access to the attached 2-car garage. A private fenced-in backyard. Upstairs offers a remodeled primary suite with a walk-in closet, plus two additional bedrooms and an updated full bath. Finished walkout lower level includes a second living area, full bath, office or 4th bedroom, and large storage room. Whole-house carbon water filtration system, new HVAC (2022), New Roof & gutters (2024), exterior painted (2024). Enjoy a good book and morning beverage of choice on the front porch swing. Just steps away from Pheasant Branch Conservancy.

6805 Aldo Leopold Way, Middleton
$305,000
1 Beds ⋅ 1 Baths ⋅ 2028077 MLS ⋅ ACTIVE Status
Enjoy carefree condo living in highly desirable Bella Casa community! Ideally located just mins from Greenway Station, Pleasant View Golf Course, dining, parks + downtown Middleton, this light-filled residence offers exceptional combination of comfort + convenience. Open-concept floor plan features hardwood floors, spacious living room w/cozy gas fireplace, + walkout access to a private balcony. Well-appointed kitchen includes SS appliances, breakfast bar, pantry + dining area. French doors open to versatile den, ideal for a home office or extra sleeping space. Retreat to expansive primary bedroom featuring vaulted ceilings, abundant natural light, a generous walk-in closet w/ exceptional storage & spacious ensuite bath w/dual sinks, honeycomb tile flooring. Enjoy outstanding amenities including a beautiful clubhouse w/ kitchen, fitness center & billiards room. Wonderful opportunity to enjoy low-maintenance living in one of Middleton's most convenient locations.

8530 Greenway Blvd Unit 307, Middleton
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