Middleton Hills Homes with Middleton-Cross Plains School district

Welcome to Middleton Hills, a picturesque subdivision nestled in the heart of Middleton, Wisconsin, in the vibrant Dane County. This charming community is renowned for its stunning natural beauty, featuring lush green spaces, winding trails, and serene parks that invite residents to embrace an active and outdoor lifestyle. Middleton Hills is not just a neighborhood; it's a lifestyle choice that combines the tranquility of suburban living with the convenience of urban amenities.

The homes in Middleton Hills are designed to cater to a variety of tastes and preferences, offering a blend of architectural styles that seamlessly integrate with the surrounding landscape. From modern single-family homes to cozy townhouses, each residence is thoughtfully crafted with quality finishes and spacious layouts, perfect for families and individuals alike. With an emphasis on community, you'll find friendly neighbors and a welcoming atmosphere that makes it easy to feel at home.

One of the standout features of Middleton Hills is its affiliation with the highly acclaimed Middleton-Cross Plains School District. Families can take pride in knowing that their children will receive an exceptional education in a nurturing environment. The district is known for its dedicated teachers, innovative programs, and commitment to student success, making it a top choice for parents looking to invest in their children's future.

In addition to its educational advantages, Middleton Hills boasts proximity to a variety of shopping, dining, and recreational opportunities. Whether you're exploring the local farmer's market, enjoying a meal at one of the many restaurants, or taking a leisurely stroll through the nearby parks, there's always something to do in this vibrant community.

Experience the charm and convenience of Middleton Hills, where your dream home awaits in a setting that truly feels like paradise!

Newest Middleton Hills Homes with Middleton-Cross Plains School district

$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

$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

Start Your Search

This information, provided by seller, listing broker, and other parties, may not have been verified. Copyright 2026 South Central Wisconsin MLS Corporation. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify perspective properties consumers may be interested in purchasing.