Middleton Real Estate

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

With a population of just over 20,000 residents, Middleton boasts a tight-knit community atmosphere while still providing access to a wealth of amenities. The city is renowned for its beautiful parks, including the expansive Pheasant Branch Conservancy, where nature enthusiasts can explore miles of trails, wetlands, and scenic views. Middleton's commitment to preserving green spaces is evident in its many parks and recreational facilities, making it a haven for outdoor activities.

Culturally rich and diverse, Middleton is home to a variety of local shops, restaurants, and art galleries. The historic downtown area is vibrant and lively, offering everything from cozy cafes to unique boutiques. Foodies will delight in the culinary scene, which features farm-to-table dining options and diverse cuisines that reflect the community’s eclectic spirit.

Education is a cornerstone of Middleton's appeal, with highly-rated schools and access to quality higher education institutions in nearby Madison. Families will appreciate the strong sense of community and the numerous events held throughout the year, fostering connections among neighbors.

Whether you’re looking for a peaceful place to raise a family or a vibrant community to enjoy your golden years, Middleton, WI, welcomes you with open arms. Discover the charm of Middleton and find your perfect home in this delightful city!

Newest Listings in Middleton

$799,900

4 Beds ⋅ 3 Baths ⋅ 2032841 MLS ⋅ ACTIVE Status

Welcome to this GORGEOUS CRAFTED RANCH HOME in sought-after Bishops Bay. This home has 4 bedrooms, 3 baths, 2.5 car garage & 1st Floor Laundry! The heart of the home has an open-concept with STUNNING UPDATED Kitchen with a large work island, quartz countertops, under cabinet lighting & champagne hardware! Gather in the great room, accented by coffered ceilings, custom built-ins & a stone gas fireplace. Screen porch overlooking private backyard & patio! Large primary suite w/private full bath that has dual sinks, heated floors, a walk-in tiled shower, soaking tub & large walk-in closet w/organizers! A second bedroom sits just off a full bath & has a walk-in closet. In your finished lower level enjoy a family room w/exposed windows & walkout to backyard, two more bedrooms & a large shared bath + tons of storage! Close to parks, grocery stores & Golf Course! — HOA covers pool, fitness & community room access, all near a renowned golf club. New Roof-2026! New Water Softener 2026!

4428 Blackwolf Run, Middleton

$775,000

4 Beds ⋅ 4 Baths ⋅ 2032736 MLS ⋅ ACTIVE Status

Perched atop one of the highest points in the subdivision, at the end of a quiet cul-de-sac, this exceptional home offers a rare blend of privacy, luxury, and natural beauty. Set on over half an acre, this home borders an incredible network of conservancy land, parks, and walking trails. Every season paints a different view. Inside, you'll find over 3,500 sq. ft. with soaring ceilings, expansive windows that bring the outdoors in, multiple living spaces, a dedicated office, and a stunning cedar four-season sunroom. The spacious primary suite, finished lower level with Brazilian teak hardwood floors and surround sound, composite deck, and numerous major updates—including furnace, A/C, and new carpet throughout complete this exceptional home in the highly sought-after Middleton School District

7473 Meadowrue Cir, Middleton

$5,900

4 Beds ⋅ 4 Baths ⋅ 2032699 MLS ⋅ ACTIVE Status

Furnished monthly rental, 30 day minimum. This breathtaking new home near Madison creates a perfect retreat with easy access to all the area has to offer. Features an inspired and carefully curated interior, wood floors, full kitchen with Subzero and Wolf appliances, fireplace, soaker tub, washer and dryer, and a 2 car garage. Well suited for extended stays, relocation, renovation, temporary housing needs, longer visits to the Madison area, or anyone looking for a comfortable home base near outdoor recreation, cycling, running, and training routes.

4043 Serenbe St, Middleton

$1,895

1 Beds ⋅ 1 Baths ⋅ 2032569 MLS ⋅ ACTIVE Status

Furnished monthly rental, 30 day minimum. Located in Middleton with easy access to Madison, this charming unit is a rare find. An apartment that feels like home and features solid wood floors, beautiful natural light (light on four sides!), a private entrance, in-unit laundry, a dishwasher, and a private balcony.

4043 Serenbe St, Middleton

$750,000

4 Beds ⋅ 4 Baths ⋅ 2032429 MLS ⋅ ACTIVE Status

Parade-quality custom construction that has been meticulously maintained & still shows like new! Located in the highly desirable Community of Bishops Bay, this impressive home offers a thoughtful floor plan, high-quality finishes & exceptional condition throughout. The main level features beautiful wood floors, a spacious kitchen with custom cabinetry, granite countertops, large island & hidden walk-in pantry, all opening to a bright hearth room with gas fireplace. A dedicated office, mudroom & first-floor laundry add everyday functionality. Upstairs, the spacious primary suite includes a tray ceiling, walk-in closet & private bath with tiled shower and dual vanity, plus three additional bedrooms. The finished lower level adds outstanding entertaining space with a family room, wet bar, theater & exercise room. Outside, enjoy the covered front porch, Trex deck, patio and established landscaping. City of Middleton with Waunakee schools - don't miss this quality, well-cared for home.

4420 Back Nine Dr, Middleton

$385,000

3 Beds ⋅ 2 Baths ⋅ 2032423 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

$97,680

2032388 MLS ⋅ ACTIVE Status

Duplex opportunity. Lot 47 to be purchased alongside the adjacent lot to build a side by side duplex in Middleton’s captivating new neighborhood, Belle Farm. Belle Farm is a sustainable residential community in Middleton, Wisconsin focused on physical and mental wellbeing and a deep respect for the earth. Preserving half of the property as open space and overlooking Graber Pond, the neighborhood was designed to allow residents to connect with nature and neighbors, to live and to thrive, and to feel delight around every corner. All homes are built with solar, geothermal heating and cooling, EV ready wiring and high-performance construction methods to help us tread lighter and become more self-sufficient, more resilient.

7536 Another Way, Middleton

$97,680

2032387 MLS ⋅ ACTIVE Status

Duplex opportunity. Lot 46 to be purchased alongside the adjacent lot to build a side by side duplex in Middleton’s captivating new neighborhood, Belle Farm. Belle Farm is a sustainable residential community in Middleton, Wisconsin focused on physical and mental wellbeing and a deep respect for the earth. Preserving half of the property as open space and overlooking Graber Pond, the neighborhood was designed to allow residents to connect with nature and neighbors, to live and to thrive, and to feel delight around every corner. All homes are built with solar, geothermal heating and cooling, EV ready wiring and high-performance construction methods to help us tread lighter and become more self-sufficient, more resilient.

7534 Another Way, Middleton

$97,680

2032386 MLS ⋅ ACTIVE Status

Duplex opportunity. Lot 45 to be purchased alongside the adjacent lot to build a side by side duplex in Middleton’s captivating new neighborhood, Belle Farm.Belle Farm is a sustainable residential community in Middleton, Wisconsin focused on physical and mental wellbeing and a deep respect for the earth. Preserving half of the property as open space and overlooking Graber Pond, the neighborhood was designed to allow residents to connect with nature and neighbors, to live and to thrive, and to feel delight around every corner. All homes are built with solar, geothermal heating and cooling, EV ready wiring and high-performance construction methods to help us tread lighter and become more self-sufficient, more resilient.

7532 Another Way, Middleton

$131,091

2032385 MLS ⋅ ACTIVE Status

Duplex opportunity. Lot 44 to be purchased alongside the adjacent lot to build a side by side duplex in Middleton’s captivating new neighborhood, Belle Farm. Belle Farm is a sustainable residential community in Middleton, Wisconsin focused on physical and mental wellbeing and a deep respect for the earth. Preserving half of the property as open space and overlooking Graber Pond, the neighborhood was designed to allow residents to connect with nature and neighbors, to live and to thrive, and to feel delight around every corner. All homes are built with solar, geothermal heating and cooling, EV ready wiring and high-performance construction methods to help us tread lighter and become more self-sufficient, more resilient.

7530 Another Way, Middleton

$87,052

2032384 MLS ⋅ ACTIVE Status

Seller has created a new price point opportunity for Lot 35 in Middleton’s captivating new neighborhood, Belle Farm. Purchase this lot and build one of Belle Farm’s delightful Nest homes. Belle Farm is a sustainable residential community in Middleton, Wisconsin focused on physical and mental wellbeing and a deep respect for the earth. Preserving half of the property as open space and overlooking Graber Pond, the neighborhood was designed to allow residents to connect with nature and neighbors, to live and to thrive, and to feel delight around every corner. All homes are built with solar, geothermal heating and cooling, EV ready wiring and high-performance construction methods to help us tread lighter and become more self-sufficient, more resilient.

4061 Morning Poem Pl, Middleton

$93,366

2032383 MLS ⋅ ACTIVE Status

Seller has created a new price point opportunity for Lot 33 in Middleton’s captivating new neighborhood, Belle Farm. Purchase this lot and build one of Belle Farm’s delightful Nest homes. Belle Farm is a sustainable residential community in Middleton, Wisconsin focused on physical and mental wellbeing and a deep respect for the earth. Preserving half of the property as open space and overlooking Graber Pond, the neighborhood was designed to allow residents to connect with nature and neighbors, to live and to thrive, and to feel delight around every corner. All homes are built with solar, geothermal heating and cooling, EV ready wiring and high-performance construction methods to help us tread lighter and become more self-sufficient, more resilient.

4053 Morning Poem Pl, Middleton

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