Middleton Hills Real Estate

Welcome to Middleton Hills, a charming and vibrant subdivision nestled in the heart of Middleton, Wisconsin. This enchanting community is renowned for its picturesque landscapes, friendly neighborhoods, and a strong sense of community spirit. Middleton Hills offers an ideal blend of suburban tranquility and urban convenience, making it the perfect place for families, professionals, and retirees alike.

As you stroll through the tree-lined streets of Middleton Hills, you'll discover beautifully designed homes that reflect a variety of architectural styles, from classic to contemporary. Each residence is thoughtfully crafted with attention to detail, ensuring a warm and inviting atmosphere. The well-maintained parks and green spaces provide ample opportunities for outdoor activities, whether it’s a leisurely walk, a picnic with friends, or a weekend game of soccer with the kids.

Education is a top priority in Middleton Hills, with access to highly-rated schools in the Middleton-Cross Plains Area School District. Families can take comfort in knowing their children are receiving an exceptional education in a supportive environment. Additionally, the community is conveniently located near shopping, dining, and entertainment options, allowing residents to enjoy the best that Middleton has to offer.

With its close-knit community, beautiful surroundings, and an abundance of amenities, Middleton Hills is more than just a place to live; it’s a place to thrive. Whether you’re looking to buy your first home, upgrade, or settle down in a peaceful environment, Middleton Hills is waiting to welcome you home. Discover the charm and allure of this delightful subdivision today!

Newest Listings in Middleton Hills

$790,000

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

$1,150,000

4 Beds ⋅ 4 Baths ⋅ 2024465 MLS ⋅ ACTIVE Status

A light-filled, Frank Lloyd Wright-inspired home in desirable Middleton Hills, thoughtfully modernized with updates touching nearly every room. The spacious gourmet kitchen features a Viking range, newer appliances, and abundant workspace. A mudroom addition now connects the garage to the home, adding convenience to everyday living. The finished lower level includes a newly converted fourth bedroom with walk-in closet and adjacent bath. Upstairs, hardwood floors, ceiling fans, custom closet systems, and an expanded tiled primary shower enhance everyday comfort. Enjoy smart home conveniences including HomeKit-compatible locks and garage openers, video doorbells, a smart thermostat, and a Universal EV charger. Outside, a fenced yard, remodeled deck, and newly added paver parking pad create a private retreat for relaxing and entertaining.

3324 Glacier Ridge Rd, Middleton

$524,900

2 Beds ⋅ 3 Baths ⋅ 2021866 MLS ⋅ ACTIVE Status

Whether you're looking to downsize, purchase your first home, or enjoy the Middleton Hills lifestyle, this thoughtfully designed two-bedroom home is your opportunity to own in one of the area's most sought-after neighborhoods. Tucked away on a quiet street, it offers charm, comfort, and low-maintenance living. Hardwood floors span the main level, leading to an updated kitchen with solid surface countertops and stainless steel appliances. The light-filled living and dining areas feature a wood-burning fireplace and opens to a three-season room. The entire upper level is a private primary suite with a spacious walk-in closet and ensuite bath. The exposed lower level includes a family room with luxury vinyl plank flooring, second bedroom, and full bath. Steps from Pheasant Branch Conservancy, parks, restaurants, and shopping. Motivated seller—don't miss this opportunity to call Middleton Hills home!

3505 Strawberry Loop, Middleton

$1,425,000

4 Beds ⋅ 5 Baths ⋅ 2017387 MLS ⋅ ACTIVE Status

RECENTLY UPDATED RED BIRCH FLOORS, NEW ROOF, DECK RAILINGS & MORE! Timeless architecture meets modern sophistication in sought-after Middleton Hills. This exceptional 4+ bedroom, 4.5 bath home offers over 4,600 sq ft across three expansive levels, featuring two spacious primary suites with walk-in closets. The premium open-concept kitchen features high-end appliances and flows seamlessly into inviting living and entertaining spaces. The light-filled lower level includes a theater, fireplace, kitchenette, and guest suite. Two offices provide ideal work-from-home flexibility. Enjoy prized green space on two sides, and a screened porch and patio for outdoor living. Luxury bath features include a heated floor, a wall-mounted toilet, walk-in showers, jet tubs, plus laundry on two levels. EV-ready 3+car side-entry garage. Walk to schools, parks, trails, groceries and shops.

6833 Phil Lewis Way, Middleton

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