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7710 Hillcrest Ave, Middleton
$849,900
3 Beds ⋅ 3 Baths ⋅ 2035764 MLS ⋅ ACTIVE Status
Ideally located in Middleton’s desirable Foxridge neighborhood, this beautifully updated custom-built ranch offers 3,579 sq. ft. of finished living space on a peaceful 0.27-acre lot backing to a nature conservancy, and is just a short walk from downtown Middleton, parks, ponds, and trails! The 3-bedroom, 3-bath home features maple hardwood floors, a remodeled kitchen with custom Amish-built walnut cabinetry, granite countertops and new appliances, plus a remodeled primary en suite with custom double vanity, Kohler soaking tub, walk-in shower and washer/dryer combo. The finished lower level offers three large egress windows, LVP flooring, a 3/4 bath and wet bar with full-size refrigerator. Extensive updates include roof, skylight, siding, gutters, soffit, windows, doors, garage door, furnace, A/C, water softener, water heater and 200A electrical panel. Enjoy the wood-burning fireplace and peaceful conservancy views with wildlife right outside your door!

7710 Hillcrest Ave, Middleton

7544 Blue Cedar Dr, Middleton
$1,749,000
4 Beds ⋅ 4 Baths ⋅ 2034402 MLS ⋅ ACTIVE Status
2026 Parade of Homes stunner by Victory Homes of Wisconsin! Thoughtfully designed with elevated finishes and incredible attention to detail, this home features a dramatic vaulted great room with exposed wood beams, walls of windows and a sleek fireplace. The chef-inspired kitchen offers an oversized island, abundant cabinetry and an impressive walk-in pantry. A dedicated office with a striking statement ceiling, spacious primary suite with spa-like bath, and beautifully appointed laundry room add both style and function. The finished lower level is made for entertaining with a full wet bar, expansive family/rec space and dedicated exercise room. Warm wood tones, custom details and distinctive architectural elements carry throughout this exceptional Parade home.

7544 Blue Cedar Dr, Middleton

8773 Airport Rd, Middleton
$839,900
4 Beds ⋅ 3 Baths ⋅ 2033282 MLS ⋅ ACTIVE Status
Tucked away on 8.86 private acres in Middleton, this 4 bed, 3 bath home offers a rare combination of space, privacy, and convenience. Surrounded by trees in a peaceful natural setting, the property feels secluded while providing easy access to Middleton, Madison, shopping, dining, schools, and everyday amenities. The property is zoned AT-5 , offering opportunities for agricultural uses such as horses or other livestock, gardening, and more, subject to applicable local requirements. Inside, you’ll find over 2,500 finished square feet with spacious living areas, a wood burning fireplace, screened porch, and a partially finished walkout lower level offering additional living and office space. An attached 2 car garage plus a detached garage provides excellent room for vehicles, equipment, hobbies, or storage. Whether you’re looking for room for horses, a hobby farm, or simply more land and privacy, the opportunities here are endless.

8773 Airport Rd, Middleton

7901 Windermere Ct, Middleton
$1,599,000
4 Beds ⋅ 5 Baths ⋅ 2032474 MLS ⋅ ACTIVE Status
Custom-built home on 1.66 acres in the Town of Middleton, tucked at the end of a quiet cul-de-sac surrounded by trees and nature. Hardwood floors flow through the main level with a generous kitchen and walk-in pantry, living room with gas fireplace and tray ceiling lighting, main-floor laundry, and spacious primary suite with walk-in shower and corner tub. Two bonus rooms offer flexible office or library space. Upstairs features 3 bedrooms and a lofted living area. The guest room has a full en suite bath, while the other 2 bedrooms connect through a Jack-and-Jill 3/4 bath with separate sinks and each has a walk-in closet. The finished lower level features a theater room, rec/family room with wet bar, exercise room, sauna, and hot tub. Attached 3-car garage includes basement access. A huge detached, insulated and partially heated garage/shop offers exceptional project and storage space. Enjoy the back patio, gazebo, and fire pit near the Ice Age National Scenic Trail. A must-see!

7901 Windermere Ct, Middleton

3534 Swoboda Rd, 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

6715 S Chickahauk Trl, Middleton
$1,100,000
5 Beds ⋅ 5 Baths ⋅ 2031010 MLS ⋅ ACTIVE Status
SELLER-PAID RATE BUYDOWN AVAILABLE! Make this refined, thoughtfully designed home yours! Back on the market with: a NEW roof, NEW patio doors, and NEW balcony door. Open gathering spaces & private retreats are perfectly balanced in this 5 bedroom 4.5 bath home. The main level flows effortlessly: a light-filled living room with soaring ceilings & gas fireplace, dining room, expansive chef’s kitchen, and outdoor patio. The private primary suite offers a spa-like bath & garden access, while a 2nd en-suite bedroom adds flexibility. Upstairs, 2 bedrooms share a bath, & share a charming balcony with countryside views. The lower level features a 2nd living area or theater, wet bar, full bath, & 5th bedroom—ideal for guests or extended stays. Low-maintenance lot near Pheasant Branch Conservancy.

6715 S Chickahauk Trl, Middleton

4830 Breakers Rock Rd, Middleton
$1,425,000
6 Beds ⋅ 4 Baths ⋅ 2028509 MLS ⋅ ACTIVE Status
Get in before the holidays! Buy down your interest rate with a credit from the seller! Nestled in the Back Nine of the Community of Bishops Bay, this custom-built Acker home was designed for gathering, celebrating, & enjoying the moments that matter most. Morning coffee on the screened porch, holidays around the impressive stone fireplace, movie nights in the rec room, & summer evenings around the fire pit in your private yard all become part of everyday life. Beautiful architectural details, soaring ceilings, custom millwork, an impressive Chef's kitchen & thoughtfully designed living spaces create warmth & elegance throughout. Set within one of Dane County's most sought-after communities with a neighborhood pool, clubhouse, fitness enter, parks, trails, & top-rated Waunakee Schools, this is a home you'll never want to leave. Adjacent to renowned private Bishops Bay Golf & Country Club. See attached feature sheet for all upgrades. Quick close possible! Motivated!

4830 Breakers Rock Rd, Middleton

9715 Red Sky Dr, Middleton
$1,450,000
5 Beds ⋅ 5 Baths ⋅ 2023786 MLS ⋅ ACTIVE Status
Nestled in the prestigious Blackhawk neighborhood and located in the highly sought-after Middleton School District, this former Parade of Homes residence showcases timeless elegance, exceptional craftsmanship, and high-end finishes throughout. A dramatic two-story foyer with a handcrafted curved staircase welcomes you into a light-filled interior featuring soaring cathedral ceilings, rich hardwood floors, arched doorways, and five fireplaces. The gourmet kitchen offers premium appliances, expansive prep space, a large island, and butler’s pantry leading to the formal dining room. Each bedroom features its own ensuite bath, while the main-level office offers flexibility as an additional bedroom. Floor-to-ceiling windows highlight the stunning living room, and the luxurious primary suite includes a private fireplace and spa-like bath. The walkout lower level features a theater room, recreation space, and fifth bedroom.

9715 Red Sky Dr, Middleton

6833 Phil Lewis Way, Middleton
$1,399,000
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

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.

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