Middleton Hills Real Estate

Welcome to Middleton Hills, a picturesque subdivision nestled in the heart of Middleton, Wisconsin. Known for its charming blend of nature and community, Middleton Hills offers a unique lifestyle that combines suburban tranquility with vibrant urban amenities. This sought-after neighborhood is characterized by its beautifully designed homes, lush green spaces, and a friendly atmosphere that makes it an ideal place for families, young professionals, and retirees alike.

One of the standout features of Middleton Hills is its commitment to preserving the natural environment. The subdivision is interwoven with scenic walking trails and parks, providing residents with ample opportunities to enjoy outdoor activities. Whether you're taking a leisurely stroll, biking with family, or having a picnic in one of the local parks, the natural beauty of Middleton Hills is sure to impress.

In addition to its stunning surroundings, Middleton Hills is conveniently located near a variety of shopping, dining, and entertainment options. The nearby downtown Middleton area boasts a delightful selection of local boutiques, cafes, and restaurants, allowing residents to enjoy the best of both worlds: a peaceful neighborhood and a lively urban scene.

Families will appreciate the excellent educational opportunities available in the area, with top-rated schools and community resources that foster a nurturing environment for children.

With its perfect blend of community spirit, natural beauty, and modern conveniences, Middleton Hills is more than just a place to live; it’s a place to thrive. Come and experience the charm of this idyllic subdivision, where your dream home awaits!

Newest Listings in Middleton Hills

$809,900

6 Beds ⋅ 4 Baths ⋅ 2028853 MLS ⋅ ACTIVE Status

Here's your chance to own a beautifully maintained home in the heart of Middleton Hills, with an unbeatable location and the major updates already complete. It's just half a block from Northside Elementary, with Kromrey and Middleton High School nearby, and the school bus stop just one door down. Enjoy being two blocks from one of several neighborhood parks, close to the trails of Pheasant Branch Conservancy, and only five minutes from the grocery store. The home features a three car garage, a charming cedar porch, a large patio for relaxing or entertaining, and abundant storage throughout. Major updates have already been taken care of, including a new roof (2026), oven (2026), water heater (2025), water softener (2025), furnace (2022) and A/C (2022), giving you the peace of mind to simply move in and enjoy everything this wonderful home and neighborhood have to offer.

6978 Apprentice Pl, Middleton

$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

$1,120,000

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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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.