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$480,000
3 Beds ⋅ 2 Baths ⋅ 2031392 MLS ⋅ ACTIVE Status
Move right into this beautiful 3 bedroom home conveniently located on Middleton's NE side. Home has had numerous updates over the last 7 years including furnace/AC, siding, windows, roof and remodeled kitchen. Spacious living room with gas fireplace conversion and LVP flooring. Enjoy the weather, but not the bugs in your screened-in porch. Fenced backyard includes a small brick patio area and a storage shed. Centrally located with easy access to East Madison, Waunakee, plenty of shopping and dining, Lake Mendota and Pheasant Branch Conservancy.

5713 Highland Way, 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
$615,000
3 Beds ⋅ 3 Baths ⋅ 2031089 MLS ⋅ ACTIVE Status
Welcome to 2004 Butler Court, a beautifully appointed, free-standing condo tucked away on a quiet Middleton cul-de-sac. This light-filled home offers 3 bedrooms, 2.5 baths and a fabulously low condo fee. The open main level features hardwood floors, a gas fireplace, patio access and a flexible office or den. The spacious kitchen boasts granite countertops, an island, abundant cabinetry and an oversized walk-in pantry. The main-level primary suite includes a walk-in closet and tiled walk-in shower. The exposed lower level adds a second living area, 2 bedrooms and a full bath—ideal for guests or recreation. Additional highlights include paneled doors, custom blinds, ample storage and a new roof installed 8/26 all just minutes from downtown Middleton, Lake Mendota, Pheasant Branch Conservancy, shopping, restaurants, UW–Madison and UW Hospital. Beat the competition by submitting your offer first! Measurements are approximate; buyer to verify.

2004 Butler Ct, Middleton
$300,000
2031000 MLS ⋅ ACTIVE Status
This highly desirable lot presents a rare opportunity to build the home of your dreams in the sought-after Town of Middleton. Nestled in a beautiful, family-friendly setting with excellent schools, this property offers the perfect combination of peaceful surroundings and everyday convenience. Enjoy easy access to nearby walking and biking trails, restaurants, shopping and golf courses. Adjacent to Spruce Hollow, this exceptional homesite provides a wonderful setting for your future home. Bring your own builder and create a home designed specifically for your lifestyle. Whether you envision a place for family gatherings, entertaining friends or simply enjoying the tranquility of your surroundings, this lot offers endless possibilities.

Lot 3 Bellvine, Middleton
$800,000
4 Beds ⋅ 3 Baths ⋅ 2029034 MLS ⋅ ACTIVE UNDER CONTRACT Status
Timeless Style, Exceptional Space, Endless Possibilities! Set on a quiet cul-de-sac, this single-family house offers the space and features that make home feel special. This classic two-story Colonial boasts 4 bedrooms, 2.5 bathrooms and an impressive 3,168 sq. ft. The kitchen is ready for everything from weeknight dinners to holiday gatherings with a center island and double oven. Two wood-burning fireplaces create cozy gathering spaces, while the four-season room offers a relaxing retreat throughout the year. The primary bedroom features a full en suite. Main-floor laundry keeps daily routines convenient, and the attached 2-car garage provides additional storage and functionality. Wet bar plumbing set up in the basement. Classic character, generous living space and an inviting setting come together beautifully!

1619 Elderwood Cir, Middleton
$560,000
3 Beds ⋅ 4 Baths ⋅ 2030056 MLS ⋅ ACTIVE Status
Showings to begin 08/21/2026 - Welcome home to this beautifully maintained two story Colonial, nestled on a quiet cul-de-sac in one of Middleton’s most sought-after neighborhoods. This inviting home blends comfort, functionality, and timeless charm, with generous living spaces ideal for everyday living and entertaining. Enjoy brand-new kitchen appliances, fresh paint throughout, and new carpeting on the second level living quarters and finished lower-level basement. Outside, the beautifully landscaped yard features mature trees, vibrant gardens, and an impressive stone retaining wall, creating exceptional curb appeal and a peaceful backyard retreat. With no sidewalk to maintain, you can also enjoy one less winter chore by not shoveling sidewalks! Located within walking distance of Northside Elementary School and just minutes from Pheasant Branch Conservancy, this home offers convenient access to scenic trails, shopping, and everyday amenities.

3702 Spring Hill Ct, Middleton
$750,000
3 Beds ⋅ 3 Baths ⋅ 2029323 MLS ⋅ ACTIVE Status
Spacious, updated ranch-style condo in Bishop's Bay with a main-level primary suite and a new roof. The open-concept kitchen and living room feature bamboo flooring and a gas fireplace, while the eat-in kitchen offers solid surface counters, a gas range with hood vent, and abundant storage. Step outside to the private, covered composite deck — perfect for grilling or fresh air. The large primary suite impresses with custom built-ins, a walk-in shower, jetted tub, and an oversized walk-in closet. Downstairs, brand-new carpet runs throughout the expansive walk-out living space, complete with a second gas fireplace and a concrete patio. Two additional bedrooms, a full bath, and a private office round out the lower level. Recent updates include a new furnace, A/C, and water heater ('23) and new lower-level flooring('26). Topping it all off is a rare, oversized 4 car garage — plenty of room for cars, boats, and all your toys. There's simply too much to list — schedule your showing

5021 Prairie Rose Ct, Middleton
$1,799,000
5 Beds ⋅ 7 Baths ⋅ 2027557 MLS ⋅ ACTIVE UNDER CONTRACT Status
Custom home w/ classic beauty + timeless elegance, perfectly suited on over 1.4 landscaped acres w/waling trails connecting to green space. Grand in scale + design, this thoughtfully crafted residence offers sweeping views, floor-to-ceiling windows, & open yet refined floor plan. Chef's kitchen offers Wolf appliances, Sub-Zero refrigeration, custom cabinetry, + exceptional workspace. Rich woodwork, crown molding, tray ceilings, nine-foot doors, + three stone gas fireplaces showcase impeccable craftsmanship. Luxurious primary features a spa-inspired bath w/ steam shower, body sprays, soaking tub, + expansive walk-in closet. 4 addtl ensuite bedrooms each include private baths + walk-in closets. Walkout LL w/ a spacious family room, Tuscan-inspired brickwork, wet bar + wine cellar. Amenities include exercise room, sunroom, patios, 4-car garage, central vac, programmable irrigation system + much more! A truly remarkable home offering luxury + exceptional attention to detail.

3952 Caribou Rd, Middleton
$589,000
3 Beds ⋅ 4 Baths ⋅ 2026641 MLS ⋅ ACTIVE Status
Enjoy peaceful living on a quiet cul-de-sac set on nearly an acre! Charming curb appeal and a welcoming covered front porch create a warm first impression. Inside is tons of space for both everyday living and entertaining. The formal dining room opens to a large screened porch, providing a perfect spot to relax or dine. The kitchen offers abundant cabinet storage and generous counter space. A 2nd living room with a fireplace opens onto a deck overlooking the expansive fenced yard. Upstairs are 3 beds and 2 full baths, including a primary with a private bath. Brand-new carpet on the stairs and upper level adds a fresh touch. The walk-out lower level offers even more space with a large rec room, a 3rd full bath, and 2 versatile flex rooms ideal for an office, gym, hobbies, or guests. Conveniently located just minutes from Middleton, Epic, shopping, dining, and parks. It also offers easy access to the Ice Age Trail for hiking and year-round outdoor recreation. See the 3D tour!

7824 Caribou Ct, Middleton
$550,000
3 Beds ⋅ 3 Baths ⋅ 2024690 MLS ⋅ ACTIVE UNDER CONTRACT Status
Want Waunakee schools but also something a bit closer to west Madison/Middleton? This sweet cul-de-sac is on the outskirts of Northlake neighborhood. Super short walk Orchid Heights park and to Pheasant Branch Conservancy, with miles of walking paths - a true respite from daily life. This floor plan has some really great features, including a giant mudroom with powder room (not shared with the laundry!), flex space at the top of the stair (office, crafting, reading nook?), a covered patio and 3 car garage. Two adjacent outlots give some nice elbow room between the neighbors behind. Unfinished lower level is loaded with potential for more finished space, with high/flush ceiling and rough-in for a full bath. Just 3 years old and looks brand new.

5344 Magdalene Ct, Middleton
$1,950,000
4 Beds ⋅ 3 Baths ⋅ 2025888 MLS ⋅ ACTIVE UNDER CONTRACT Status
Lake Mendota and Middleton Schools! Breathtaking lake views paired with an unbeatable location. Expansive windows showcase pristine Lake Mendota frontage and fill the home with natural light. Well appointed house with numerous updates. Updated kitchen w/Wolf range, walnut island, marble counter tops and walk in pantry. Beautiful white oak flooring and impressive two story great room. Private primary suite with updated bath and loft area. Enjoy your outside time on the Trex deck or the pier. New two car temperature controlled garage. Plus a short walk to the Pheasant Branch Conservancy. Being sold turnkey. Furnishing and housewares included. Time to enjoy lake life!

2800 Tomahawk Ct, Middleton
$524,900
2 Beds ⋅ 3 Baths ⋅ 2021866 MLS ⋅ ACTIVE UNDER CONTRACT 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
$369,900
2020655 MLS ⋅ ACTIVE Status
Build your dream custom home with Jason Thomas Homes on Lot 36 in Pioneer Pointe, a top golf community offering scenic views and luxury homes. This spacious lot offers a flexible building area backing to the golf course, with views of the green on hole 4 at Pioneer Pointe Golf Course, making it perfect for a thoughtfully designed home that suits your lifestyle. Live in a desirable neighborhood with easy access to Verona, Middleton, and Madison, along with nearby recreation and amenities. Work directly with Jason Thomas Homes to design and build your dream home on this outstanding lot (walkout possible).

Lot 36 Eden, 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
$499,000
3 Beds ⋅ 4 Baths ⋅ 2019567 MLS ⋅ ACTIVE Status
Beautifully updated Middleton condo offering more than 2,400 sq. ft. and truly worry-free living! HOA covers lawn care, snow removal, roof, driveway, and exterior maintenance. The main level features a flex room, spacious great room with gas fireplace, open kitchen with updated appliances (refrigerator 2024, microwave 2026, dishwasher & gas stove 2025), and a fully updated half bath. Upstairs includes 3 bedrooms, laundry, a main full bath, including a large primary suite with walk-in closet and primary full bath. LVP flooring throughout main and upper levels, updated doors/trim, and refreshed baths (2022). Finished basement (2025) adds ~710 sq. ft. with full bath, egress window, and large family/rec space. Additional updates: water heater (2021), water softener (2022), washer/dryer (2017), and smart garage opener with camera (2025). The screened porch overlooks the sauk heights park. Prime location near shopping, dining, and healthcare. Building insured by HOA. Low homeowner's premium!

612 Bear Claw 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.