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

6515 Mendota Ave, Middleton
$630,000
4 Beds ⋅ 3 Baths ⋅ 2029941 MLS ⋅ ACTIVE Status
Welcome to Hidden Oaks, where quality craftsmanship meets serene surroundings. This beautifully maintained ranch-style home features 4 bedrooms and 3 baths, offering the perfect blend of comfort, style, and functionality. Nestled on a spacious lot that backs onto protected green space and a conservancy, you'll enjoy stunning views and enhanced privacy. The open-concept layout boasts 9-foot ceilings and a great room with a stone gas fireplace. The kitchen is ideal for entertaining, with a large center island and a seamless flow into the dining area. Step out onto the deck overlooking the fenced backyard. The main level includes three spacious bedrooms, highlighted by a primary suite with a walk-in closet and dual vanities. The lower level features a family room, a fourth bedroom, a full bath, and ample storage. This exceptional home is in a desirable neighborhood in Middleton, close to parks, schools, and shopping. Brand new roof 2026

8927 Sunstone Ln, Middleton
$449,900
3 Beds ⋅ 2 Baths ⋅ 2029558 MLS ⋅ ACTIVE UNDER CONTRACT Status
Single level living in desirable Northlake! Showings begin 9/8/26.

5410 Sandhill Dr, Middleton
$773,900
3 Beds ⋅ 3 Baths ⋅ 2029531 MLS ⋅ ACTIVE Status
Under construction; estimated completion 12/17/26. Welcome to Redtail Ridge-featuring Middleton schools. Enjoy stunning back yard views of Pheasant Branch Conservancy with this open plan ranch! Expansive vaulted great room with floor to ceiling brick fireplace. Cook’s kitchen features quartz countertops, granite sink, ceramic tile backsplash, slate appliances, and walk-in pantry. Dining area opens to elevated screened porch with extra Trex deck area for grilling! Primary bedroom suite features a large walk-in closet and spacious private bath with tile shower & dual sinks. Flex room for office, playroom, etc. Main floor laundry room with built-in wood cubbies. Full exposure basement is stubbed for bathroom and includes walkout to 17x10’ patio. Garage includes extra 3x22' expansion for extra storage. 10yr builder's limited warranty & 15yr dry basement warranty included! Photos are of a similar model. Plans & design selections available upon request.

4513 Hooded Merganser Dr, Middleton
$824,900
5 Beds ⋅ 3 Baths ⋅ 2029103 MLS ⋅ ACTIVE Status
Welcome home to this stunning 5 bedroom ranch-style retreat where thoughtful design meets effortless comfort! A charming front porch welcomes you into an open-concept layout boasting a mud/laundry room, split style beds, cozy living room w/ gas fp & custom built-ins! Kitchen shines with all SS apps, spacious island, walk-in pantry, beverage center, and dining area w/ walkout to SW-facing screened porch, with a new screen coming soon! ML primary offers a private en-suite bath & WIC. The lower level offers a spacious rec room, 2 additional bedrooms, & walkout leading to the beautifully landscaped yard/patio—perfect for entertaining. An extended 2-car garage adds extra versatility, while solar panels provide added efficiency. Located in the desirable Waunakee School District and Bishops Bay community, residents also enjoy access to the neighborhood pool and clubhouse. Plus, a new roof is coming soon! This home truly has it all!

4408 Blackwolf Run, 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. Plans & design selections available upon request.

6679 Redpoll Rd, Middleton
$497,500
3 Beds ⋅ 3 Baths ⋅ 2024683 MLS ⋅ ACTIVE Status
Easy walking distance to downtown Middleton and schools! This spacious 3-bedroom, 2.5-bath ranch situated on a generous .29-acre corner lot offers so much. Step inside to a large foyer and inviting living room featuring beautiful hardwood floors, a stone fireplace, and an oversized picture window. The adjoining dining area includes an original built-in hutch, while the spacious kitchen offers abundant cabinetry, stainless refrigerator, Bosch dishwasher, cooktop, wall oven, and access to the deck. Generously sized bedrooms feature hardwood floors, and the main bath offers a large vanity and walk-in shower. The lower level provides lots of additional finished living space, a bath, and an abundance of storage space! Additional highlights include a 2-car attached garage, outdoor storage shed, brand new roof, gutter guards, replacement windows, and a Bryant furnace installed in 2018. Mature trees and a beautifully maintained yard complete this very well maintained classic ranch!

7204 University Ave, Middleton
$1,249,000
4 Beds ⋅ 4 Baths ⋅ 2025953 MLS ⋅ ACTIVE Status
Welcome to this thoughtfully designed home at Belle Farm offering main level living with a private primary suite & an open concept kitchen, living, & dining area. The living space is light-filled & functional, with hardwood floors, wood-burning stove, & a well-appointed kitchen featuring Sub-Zero, Wolf & Cove appliances. Above the garage, a separately accessed 1 bed, 1 bath ADU provides flexibility for guests, extended stays, multigenerational living, a caregiver, or a home office. Lower level includes additional bedrooms & living space, offering separation & versatility. Built with resilience in mind, the home includes solar, geothermal HVAC, & is wired for EV charging. HOA covers lawn care & snow removal, making ownership low-maintenance & easy for travel.

4057 Morning Poem Pl, Middleton
$3,750,000
4 Beds ⋅ 5 Baths ⋅ 2023109 MLS ⋅ ACTIVE Status
15+ breathtaking acres create one of the most impressive private estates in the Town of Middleton. Rolling countryside views, beautiful white fencing, and a true park-like setting surround this extraordinary equestrian property. Perched high above the estate, the custom-built home overlooks the entire property and offers hardwood floors, 3 fireplaces, 2 full kitchens, 2 laundry areas, and a walkout lower level with seamless access directly to the pool deck. Outside, enjoy a resort-style retreat with an inground pool, waterslide, overflowing hot tub, pool house, and outdoor shower. Equestrian center built for year-round use, the approximately 20,000 sq ft heated complex features indoor and outdoor riding arenas, oversized garage doors, multiple barns and outbuildings, automatic waterers, offices, kitchens, 2 septic systems, hay storage, five fenced pastures, a lower barn with walk-in/out animal access, and a private basketball court.

3440 Meadow Rd, Middleton
$1,000,000
3 Beds ⋅ 2 Baths ⋅ 2019384 MLS ⋅ ACTIVE UNDER CONTRACT Status
Two lots create a rare opportunity along a quiet channel with direct access to Lake Mendota, inviting a range of possibilities from thoughtful renovation to a ground-up custom build. The existing home sits between two buildable parcels, allowing for expanded outdoor space, future development, or a private lakeside retreat tailored to your vision. Spend mornings on the water boating or fishing, then return to a backyard dock, with a nearby boat launch adding everyday ease. The setting balances a sense of retreat with practical convenience, just off Century Avenue and minutes from local grocers, dining, and daily essentials. Downtown Madison is an easy 20-minute drive, making this an ideal blend of waterfront living and city access.

2809 Dewey Ct, Middleton
$2,750,000
4 Beds ⋅ 5 Baths ⋅ 2014299 MLS ⋅ ACTIVE Status
This is an example of a luxurious home that can be built on this vacant lot. This home will be a completely custom new home in any size you want, built by Michael F. Simon Builders. Expected cost of the home is ~$2,750,000, depending on size and finishes. All photos are renderings, buyer will work with builder to design their dream home! This wooded 1.59 acre lot offers a full side and rear yard exposure walkout. Glacier’s Trail is a captivating new housing development designed to offer residents an idyllic country lifestyle with the conveniences of modern living. Enjoy miles of Middleton’s trails as well as the Ice Age Trail system. Only minutes from Middleton + Verona, this subdivision is ready for homes to start immediately..

Lot 13 Glacier Forest, Middleton
$470,000
3 Beds ⋅ 3 Baths ⋅ 2013959 MLS ⋅ ACTIVE Status
Beautiful ranch home in a quiet neighborhood in the highly desirable Middleton School District. Great location just a short walk from Lake Mendota, local parks, and Pheasant Branch Trails. Conveniently located near restaurants, local shopping, and athletic club. Main level features kitchen with breakfast bar and pantry, a spacious great room with pass-through to kitchen and dinette. Basement level includes rec room, bedroom with electric fireplace and spacious walk-in closet, additional bathroom, and a fully exposed walk-out. Spacious deck and screen porch with built-in speakers that open out to a private fenced backyard complete the package. New roof as of March 2025. No HOA. Seller may be willing to leave some personal property. Buyer to verify dimensions if important.

2914 Hambrecht Rd, Middleton
$489,900
2 Beds ⋅ 2 Baths ⋅ 1993749 MLS ⋅ ACTIVE Status
Welcome to Redtail Ridge—featuring Middleton Schools! Single-level, open concept living! Kitchen features quartz countertops, large island, granite sink, ceramic tile backsplash, slate appliances & pantry. Great room includes gas fireplace & extra flex area. Private primary bedroom suite with walk-in closet and bathroom with tile shower & dual sinks. Large main floor laundry room. Basement is stubbed for bathroom & includes egress window for future expansion! 10yr builder's limited warranty & 15yr dry basement warranty included! Radon mitigation system is passive. Video tour is of a similar model.

6667 Redpoll Rd, Middleton

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