Middleton Homes for Sale

Middleton Homes for Sale

Welcome to Middleton, Wisconsin – a charming city that beautifully blends suburban tranquility with vibrant community spirit. Nestled in Dane County, Middleton is often celebrated for its picturesque landscapes, friendly neighborhoods, and a wealth of recreational opportunities. Just a stone’s throw from Madison, the state capital, Middleton offers residents the perfect balance of peaceful living while remaining close to urban amenities.

As you explore the homes for sale in Middleton, you’ll discover a diverse array of properties that cater to various lifestyles and preferences. From cozy single-family homes to modern townhouses, there’s something for everyone in this welcoming community. Many of these homes feature spacious layouts, lush yards, and contemporary finishes, making them ideal for families, young professionals, and retirees alike.

Middleton is known for its top-rated schools, making it a prime location for families seeking quality education for their children. The city is also home to an array of parks, walking trails, and recreational facilities, perfect for outdoor enthusiasts and those who enjoy staying active. With a thriving local economy and a variety of dining and shopping options, residents can enjoy a fulfilling lifestyle without venturing far from home.

Whether you’re looking to settle down or invest in a property, Middleton’s real estate market is brimming with opportunities. Explore the homes for sale today and discover why Middleton is not just a place to live, but a place to thrive. Your dream home awaits in this delightful corner of Wisconsin!

Newest Middleton Homes for Sale

$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
$1,699,000
5 Beds ⋅ 5 Baths ⋅ 2032364 MLS ⋅ ACTIVE Status
A move-in ready home offering low-maintenance living in Middleton. The open concept main level features a private first floor primary suite, hardwood floors, a curved staircase, and a wood burning fireplace. The home showcases contemporary design and abundant natural light. Clean architectural lines and expansive windows create bright, inviting spaces throughout. Solar and geothermal heating and cooling support long term efficiency and resiliency. Upstairs bedrooms and a second level terrace provide additional space to unwind. A separately accessed 1 bed, 1 bath apartment above the garage adds rare flexibility for multigenerational living, guests, extended stays, a private studio, or work from home. HOA includes yard care and snow removal for travel friendly ownership. Option to finish the basement for additional 520 sq ft.

4043 Serenbe St, Middleton
$624,900
3 Beds ⋅ 3 Baths ⋅ 2031967 MLS ⋅ ACTIVE Status
Move-in ready 11/30/26. This Sawyer home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 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.

7115 Johann Farm Rd, Middleton
$600,000
4 Beds ⋅ 2 Baths ⋅ 2031883 MLS ⋅ ACTIVE Status
Tucked in the Cherrywood neighborhood, this beautifully maintained home offers a peaceful setting on over half an acre, backing to green space & with access to a neighborhood path. Inside, the light-filled living room is open to the remodeled kitchen, creating an inviting space. The kitchen features custom cherrywood cabinets, a granite island, tile backsplash, & quartz counters, while the adjacent dining room leads to the deck. The spacious rec room with a wet bar provides even more room to gather, with a walkout to the backyard. Four spacious bedrooms provide plenty of room for everyone, while the remodeled bathrooms add a fresh, updated feel, including heated floors in the upstairs bathroom. Outside, there’s plenty to enjoy, including garden beds & a heated shed with electricity that offers a versatile space for a getaway or greenhouse use. A new 2025 roof adds even more peace of mind, while Middleton schools & a convenient west-side location make this an easy place to call home.

3663 Swoboda Rd, Middleton
$574,900
3 Beds ⋅ 3 Baths ⋅ 2031729 MLS ⋅ ACTIVE Status
Move-in ready 11/16/26. This Beryl home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 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.

7111 Johann Farm Rd, Middleton
$750,000
3 Beds ⋅ 4 Baths ⋅ 2031600 MLS ⋅ ACTIVE Status
This spectacular contemporary home has something for everyone. A gorgeous gourmet kitchen for those who love to cook and entertain. BIG sheltered porch and deck for outdoor entertaining. A huge rec room with a second kitchen area for sports or movie watching. Unparalleled location with nearby walking path where berries and mushrooms can be harvested for dinner. That GARAGE! What!? 974 square feet of pure bliss for the hobbyist who needs some room! All located on a beautiful 1+ acre parcel with more flower plantings from a hobbyist who made it her mission to have flowers blooming in all seasons!

3470 Leflore Ct, Middleton
$550,000
4 Beds ⋅ 2 Baths ⋅ 2031496 MLS ⋅ ACTIVE UNDER CONTRACT Status
Escape to your own private hideaway on 1.25 acres in the highly desirable Town of Middleton! Just minutes from downtown Middleton & Madison’s west side, this tranquil tri-level home is surrounded by conservancy green space, golden cornfields & a picturesque equestrian farm—delivering the ultimate peaceful retreat from city congestion while still being close to everything. Rich 5/8" hickory wood floors flow throughout the main level, leading you into a spacious kitchen designed to impress w/ SS apps, a large breakfast bar & a charming shiplap wall. With 4 bedrooms & 3 distinct living areas, everyone enjoys room to spread out & unwind. Step outside to the inviting patio w/ pergola, where sweeping views of the tree-lined grounds set the stage for late-summer BBQs & crisp fall campfires under the stars. A fully equipped 24×27 heated pole shed w/ dedicated sub-panel & 220-volt power stands ready for welders, heavy tools, or even an EV charger. The possibilities are endless at this property!

3425 Meadow Rd, Middleton
$825,000
4 Beds ⋅ 3 Baths ⋅ 2029049 MLS ⋅ ACTIVE Status
Tucked in a beautiful wooded setting in Applewood Hills, this distinctive 4-bed, 2.5-bath home blends privacy, architectural character and thoughtful high-end updates. The light-filled main level showcases vaulted ceilings, exposed beams, wood floors and a dramatic floor-to-ceiling stone fireplace with built-in shelving. Expansive windows and patio doors bring the outdoors in and open to a spacious elevated deck overlooking the private, tree-lined yard. The updated kitchen features newer appliances, generous workspace and picturesque views. Major improvements include newer mechanicals, windows, and numerous quality updates throughout, offering comfort and peace of mind. Multiple living and dining spaces provide plenty of room to gather and entertain. Outside, enjoy mature trees, lush landscaping, a large lawn and fenced area creating a peaceful, park-like retreat. A truly unique Town of Middleton home with character, privacy and exceptional indoor-outdoor living!

7116 Applewood Dr, Middleton
$480,000
3 Beds ⋅ 2 Baths ⋅ 2031392 MLS ⋅ ACTIVE Status
Move right into this beautiful 3 bedroom home conveniently located on Middleton's NE side. Home has had numerous updates over the last 7 years including furnace/AC, siding, windows, roof and remodeled kitchen. Spacious living room with gas fireplace conversion and LVP flooring. Enjoy the weather, but not the bugs in your screened-in porch. Fenced backyard includes a small brick patio area and a storage shed. Centrally located with easy access to East Madison, Waunakee, plenty of shopping and dining, Lake Mendota and Pheasant Branch Conservancy.

5713 Highland Way, Middleton
$775,000
4 Beds ⋅ 4 Baths ⋅ 2031218 MLS ⋅ ACTIVE Status
Welcome to this classic two-story Colonial in the desirable Cherrywood neighborhood! Nestled on a beautiful wooded lot, you'll enjoy peaceful country living with the convenience of nearby shopping, dining, and amenities. Take quiet walks, relax on the deck, and enjoy the deer, birds, and other wildlife right in your own backyard. The main level offers a spacious family room with a fireplace, formal living room with a second fireplace, formal dining room, and a private study, perfect for working from home. Upstairs, you'll find three generously sized bedrooms, including a spacious primary suite with a private sitting area and large ensuite bath. The walk-out lower level provides additional living space and endless possibilities for future finishing or recreation. Home is being sold AS-IS

3534 Swoboda Rd, Middleton
$619,900
4 Beds ⋅ 3 Baths ⋅ 2031196 MLS ⋅ ACTIVE Status
Under construction; estimated completion 12/1/26. Welcome to Redtail Ridge—featuring Middleton Schools! Cook’s kitchen with quartz countertops, granite sink, ceramic tile backsplash, stainless steel appliances, and walk-in pantry. Great room features gas fireplace with ceramic surround & reeded wall accent. Dining area includes walkout to 6x12' patio. Main floor flex room with double glass doors for office, playroom, etc. Primary bedroom suite features two closets—one standard and one walk-in!—and private bath with tile shower & dual sinks. Convenient upper level laundry room and separate mudroom with built-in wood cubbies off garage. Garage features bonus 15’ deep 3rd car space. Basement is stubbed for bathroom & includes egress window for future expansion. 10yr builder's limited warranty & 15yr dry basement warranty included! Interior photos are of a similar model. Plans & design selections available upon request.

6648 Redpoll Rd, Middleton
$449,900
3 Beds ⋅ 2 Baths ⋅ 2031176 MLS ⋅ ACTIVE UNDER CONTRACT Status
Showings begin 9/15/26.

6515 Mendota Ave, Middleton
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