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$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
$469,500
2 Beds ⋅ 2 Baths ⋅ 2029139 MLS ⋅ ACTIVE Status
Better than new and loaded with nearly $12,000 in upgrades! This stunning home offers effortless single-level living with an open-concept design that's perfect for everyday living and entertaining. The kitchen features granite countertops, a ceramic tile backsplash, slate appliances, and a spacious pantry, all overlooking the inviting great room with a cozy fireplace. The private owner's suite features a walk-in closet and spa-like bath featuring dual sinks and a tiled shower. A generous main-floor laundry room adds convenience, while every detail has been thoughtfully enhanced. Standout upgrades include an Andersen 4000 Series full-view retractable storm door, Graber top-down/bottom-up cellular shades throughout with room-darkening shades in the bedrooms, a premium TSR Polyaspartic garage floor coating that's UV-stable and highly scratch-resistant, and a new LG washer and dryer. Move-in ready, and packed with high-end improvements - this is one you won't want to miss!

6977 Spotted Sandpiper St Unit 3, Middleton
$700,000
4 Beds ⋅ 4 Baths ⋅ 2029095 MLS ⋅ ACTIVE Status
Showings start 7/31 @ 3:30pm. Some homes simply provide shelter. This one offers a place to put down roots. Nestled in the heart of Prairie Home Estates, this beautifully appointed two-story home is surrounded by the kind of neighborhood families dream about—where evening walks become tradition, kids ride bikes to the nearby tennis courts, soccer fields and baseball diamonds, and miles of scenic prairie trails are just steps from your front door. Inside, generous living spaces invite everything from holiday celebrations to cozy nights together, while large windows bring the outdoors in. Outside, the private backyard is framed by mature landscaping, colorful gardens, and a charming strawberry patch that has been lovingly cultivated through the years. Here you'll find more than a beautiful home—you'll find a welcoming community, lifelong friendships, and a place where the moments that matter most naturally unfold.

8437 Ellington Way, Middleton
$174,900
2029086 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L267 Thrasher St, Middleton
$174,900
2029084 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L266 Thrasher St, Middleton
$174,900
2029083 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L265 Thrasher St, Middleton
$214,900
2029082 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L255 Thrasher St, Middleton
$219,900
2029080 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L253 Thrasher St, Middleton
$214,900
2029079 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L250 Thrasher St, Middleton
$214,900
2029077 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L247 Thrasher St, Middleton
$204,900
2029074 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L244 Hooded Merganser Dr, Middleton
$204,900
2029073 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L242 Hooded Merganser Dr, Middleton
$214,900
2029072 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L238 Hooded Merganser Dr, Middleton
$249,900
2029071 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L235 Towhee Dr, Middleton
$249,900
2029070 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L233 Towhee Dr, Middleton
$224,900
2029069 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L211 Towhee Dr, Middleton
$224,900
2029067 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L210 Hooded Merganser Dr, Middleton
$224,900
2029065 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L208 Hooded Merganser Dr, Middleton
$224,900
2029064 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L207 Hooded Merganser Dr, Middleton
$224,900
2029063 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L206 Hooded Merganser Dr, Middleton
$6,850,000
2029004 MLS ⋅ ACTIVE Status
This exceptional 65,000-square-foot industrial facility is ideally situated in the heart of Middleton Business Park, offering a premier location with outstanding functionality. Designed to accommodate a wide range of business operations, the property features private offices, two conference rooms, a spacious cafeteria, multiple loading docks and overhead doors, a modernized warehouse, and ample on-site parking. Meticulously maintained inside and out, the building and grounds reflect pride of ownership and are move-in ready for their next occupant.

2410 Parview, Middleton
$599,900
4 Beds ⋅ 3 Baths ⋅ 2028997 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome home to this beautifully maintained 4-bedroom, 2.5-bath two-story in the sought-after Hickory Woods neighborhood! Situated on over half an acre, this home offers peaceful countryside views, breathtaking sunsets, and a spacious deck perfect for relaxing or entertaining. Enjoy a park across the street, nearby walking and biking trails, easy access to downtown Middleton and Madison, and award-winning Middleton schools. Inside, you’ll find bright living spaces, a spacious eat-in kitchen, and four bedrooms upstairs, including a private primary suite. The partially finished lower level offers additional living space and plenty of hidden storage. Major updates include a new roof (2018) and windows (2019). Thoughtful updates, scenic views, and an exceptional location make this home a must-see!

4507 Stonewood Dr, Middleton
$3,500
3 Beds ⋅ 3 Baths ⋅ 2028971 MLS ⋅ ACTIVE Status
Welcome home to Middleton's desirable Fox Ridge neighborhood on the west side! Spacious 3-4 bedroom duplex! Large windows fill the home with natural light! Functional layout with generous living spaces, kitchen with ample cabinet storage and all appliances. Versatile bedrooms -2 primary bedrooms (1 upper and 1 main level). Walk-in accessible shower, carpeted bedrooms, ceiling fans, window blinds and full basement. Abundant closet space. Enjoy spending time in the beautiful main level 4 season sun room all year round. Nearby parks, walking and biking trails, restaurants, grocery stores. Quick access to major roads. Property is in process of estate clean-out. Occupancy starts with rent prorated. Alternate contact Bryan McKy 608-886-6846 for more information and to make an appointment to see this property!

1206 N High Point Rd, Middleton
$3,750,000
2028946 MLS ⋅ ACTIVE Status
Rare 15+ acre development opportunity in the highly desirable Town of Middleton. Bordering City of Madison parkland, this exceptional property offers rolling topography, elevated building sites, panoramic countryside views, and a truly one-of-a-kind setting. Located just minutes from Madison's west side, Middleton, shopping, dining, and major employers, it combines a premier location with outstanding long-term investment potential. The property's proximity to the City of Madison presents exciting future annexation possibilities, making it ideal for a signature residential development, luxury estate lots, or other future opportunities, subject to approvals. Surrounded by natural beauty yet close to every convenience, large tracts of land like this rarely become available. Bring your vision and capitalize on one of the area's most unique and desirable development sites.

3440 Meadow Rd, Middleton
$574,900
3 Beds ⋅ 2 Baths ⋅ 2028937 MLS ⋅ ACTIVE Status
Under construction; estimated completion 12/8/26. Welcome to Redtail Ridge—featuring Middleton Schools! Cook’s kitchen with quartz countertops, granite sink, ceramic tile backsplash, stainless steel appliances and spacious 6x4' walk-in pantry with countertops! Great room features gas fireplace with brick surround. Dining area includes walkout to 8x12' patio. Primary bedroom suite features walk-in closet and private bath with tile shower & dual sinks. Main floor laundry room and separate mudroom with built-in wood cubbies. Basement is stubbed for bathroom & includes egress window for future expansion. 10yr builder's limited warranty & 15yr dry basement warranty included! Interior staged photos are of a similar model.

6679 Redpoll Rd, Middleton
$390,000
3 Beds ⋅ 2 Baths ⋅ 2028701 MLS ⋅ ACTIVE Status
Welcome to Orchid Heights Townhomes! Located close to beautiful Lake Mendota, walking trails and the scenic of Pheasant Branch Conservancy. Enjoy low-maintenance living with lawn care and snow removal included, a community pool and picnic area. This beautifully updated townhome features a completely renovated kitchen, updated bathrooms, updated flooring and new carpet on the upper level. The spacious kitchen offers plentiful cabinetry, granite counters, formal dining area flows into the inviting living room. Step out to a private patio where you can relax and enjoy amazing views and breathtaking sunsets. Upstairs are three spacious bedrooms with ample closet space. The finished lower level includes, a large rec room, a freestanding shower, and plenty of storage. An oversized one-car garage, guest parking across from the unit, and an unbeatable location make this move-in-ready home one you won’t want to miss!

3550 Valley Ridge Rd, Middleton
$810,000
4 Beds ⋅ 4 Baths ⋅ 2028571 MLS ⋅ ACTIVE Status
Immaculate Middleton Ridge home on a quiet cul-de-sac in the Middleton-Cross Plains School District! This 4-bedroom, 3.5-bath home offers over 3,700 finished sq. ft. with an open floor plan, hardwood floors, granite countertops, a large kitchen island, pantry, and a cozy gas fireplace. The main level includes a private office and laundry, while the finished lower level features a spacious rec room, hobby room with built-ins, and is great for movie nights. Enjoy the screened porch, grilling deck with gas line, patio with fire pit, and beautifully landscaped backyard. Recent updates include a new roof and refrigerator (2024) and dishwasher (2025). Smart home features include Cat 5 wiring, wireless access points, fiber internet, and an EV charger in the 2-car garage. A move-in-ready home close to Pheasant Branch Conservancy, walking & bike trails, and all Middleton has to offer!

4434 Misty Valley Dr, Middleton
$619,900
3 Beds ⋅ 2 Baths ⋅ 2028325 MLS ⋅ ACTIVE Status
Move-in ready 10/7/26. This Julian home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®, and Shaw®. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler® and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

7118 Johann Farm Rd, Middleton
$669,900
4 Beds ⋅ 3 Baths ⋅ 2028270 MLS ⋅ ACTIVE Status
Move-in ready 9/25/26. This Hoffman home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 4 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®, and Shaw®. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler® and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

7139 Johann Farm Rd, Middleton
$399,900
3 Beds ⋅ 1 Baths ⋅ 2028268 MLS ⋅ ACTIVE UNDER CONTRACT Status
Charming 1954 ranch in the heart of downtown Middleton! This move-in-ready 3-bedroom, 1.25-bath home is the perfect starter home, loaded with timeless character. Beautiful hardwood floors, original built-ins, and even a classic laundry chute showcase the era's craftsmanship. Recent updates include a new roof, new siding, and new windows for added peace of mind. The basement features a large egress window and open rooms with extra-tall ceilings, offering excellent potential to expand the finished living space. Outside, enjoy a fenced backyard perfect for relaxing, entertaining, or pets. The location is second to none—walk to grocery stores, restaurants, coffee shops, bars, and the scenic trails of Pheasant Branch Conservancy. All of this in the highly sought-after Middleton-Cross Plains School District.

6741 Century Ave, 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.