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$773,900
3 Beds ⋅ 3 Baths ⋅ 2029531 MLS ⋅ ACTIVE Status
Under construction; estimated completion 12/17/26. Welcome to Redtail Ridge-featuring Middleton schools. Enjoy stunning back yard views of Pheasant Branch Conservancy with this open plan ranch! Expansive vaulted great room with floor to ceiling brick fireplace. Cook’s kitchen features quartz countertops, granite sink, ceramic tile backsplash, slate appliances, and walk-in pantry. Dining area opens to elevated screened porch with extra Trex deck area for grilling! Primary bedroom suite features a large walk-in closet and spacious private bath with tile shower & dual sinks. Flex room for office, playroom, etc. Main floor laundry room with built-in wood cubbies. Full exposure basement is stubbed for bathroom and includes walkout to 17x10’ patio. Garage includes extra 3x22' expansion for extra storage. 10yr builder's limited warranty & 15yr dry basement warranty included! Photos are of a similar model. Plans & design selections available upon request.

4513 Hooded Merganser Dr, Middleton
$824,900
5 Beds ⋅ 3 Baths ⋅ 2029103 MLS ⋅ ACTIVE Status
Welcome home to this stunning 5 bedroom ranch-style retreat where thoughtful design meets effortless comfort! A charming front porch welcomes you into an open-concept layout boasting a mud/laundry room, split style beds, cozy living room w/ gas fp & custom built-ins! Kitchen shines with all SS apps, spacious island, walk-in pantry, beverage center, and dining area w/ walkout to SW-facing screened porch, with a new screen coming soon! ML primary offers a private en-suite bath & WIC. The lower level offers a spacious rec room, 2 additional bedrooms, & walkout leading to the beautifully landscaped yard/patio—perfect for entertaining. An extended 2-car garage adds extra versatility, while solar panels provide added efficiency. Located in the desirable Waunakee School District and Bishops Bay community, residents also enjoy access to the neighborhood pool and clubhouse. Plus, a new roof is coming soon! This home truly has it all!

4408 Blackwolf Run, Middleton
$700,000
4 Beds ⋅ 4 Baths ⋅ 2029095 MLS ⋅ ACTIVE UNDER CONTRACT 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
$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. Plans & design selections available upon request.

6679 Redpoll Rd, Middleton
$1,450,000
6 Beds ⋅ 4 Baths ⋅ 2028509 MLS ⋅ ACTIVE Status
Some homes simply check the boxes. Others become the place where memories are made. 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.

4830 Breakers Rock Rd, Middleton
$775,000
3 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
$295,000
2 Beds ⋅ 1 Baths ⋅ 2028077 MLS ⋅ ACTIVE UNDER CONTRACT Status
Enjoy carefree condo living in highly desirable Bella Casa community! Ideally located just mins from Greenway Station, Pleasant View Golf Course, dining, parks + downtown Middleton, this light-filled residence offers exceptional combination of comfort + convenience. Open-concept floor plan features hardwood floors, spacious living room w/cozy gas fireplace, + walkout access to a private balcony. Well-appointed kitchen includes SS appliances, breakfast bar, pantry + dining area. French doors open to versatile den, ideal for a home office or extra sleeping space. Retreat to expansive primary bedroom featuring vaulted ceilings, abundant natural light, a generous walk-in closet w/ exceptional storage & spacious ensuite bath w/dual sinks, honeycomb tile flooring. Enjoy outstanding amenities including a beautiful clubhouse w/ kitchen, fitness center & billiards room. Wonderful opportunity to enjoy low-maintenance living in one of Middleton's most convenient locations.

8530 Greenway Blvd Unit 307, Middleton
$325,000
2 Beds ⋅ 3 Baths ⋅ 2027562 MLS ⋅ ACTIVE Status
Move right into this end-unit condo in the highly sought-after Middleton School District! Ideally located just minutes from Blackhawk Park, West Towne Mall, and the Beltline, this home offers the perfect blend of comfort and convenience. The open-concept main level features a spacious living room with a cozy gas fireplace, dining area, and kitchen complete with stainless steel appliances. Upstairs, you'll find two generously sized bedrooms, each with its own private en-suite bathroom, plus conveniently located second-floor laundry. Step outside to the Trex deck, perfect for grilling or relaxing on warm summer evenings. Complete with a 2-car attached garage and low-maintenance condo living, this home is ready for you to enjoy!

707 Cricket Ln Unit 5, 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
$849,900
4 Beds ⋅ 3 Baths ⋅ 2027365 MLS ⋅ ACTIVE Status
Classic 1920 Craftsman bungalow on a prime corner lot in the heart of downtown Middleton — that rarely comes to market. This 3-BR, 2.5-BA character home blends original charm with everyday livability: maple hardwood floors, classic woodwork, tall ceilings, a formal dining room, and natural light throughout. First floor powder room, laundry & a mudroom for everyday function. Upstairs, the primary bedroom offers a walk-in closet & updated BA, w/ additional bedrooms and a 2nd full bath w/clawfoot tub. A 2-car detached garage plus a 3rd covered stall provides rare in-town parking & storage. Downstairs, 1,100-square-foot unfinished basement w/ high ceilings offers tons of potential. The showpiece is the deep covered front porch, framed by brick columns & roomy enough for a swing & a full seating area. New roof and new furnace. Walk to parks, restaurants, coffee shops, festivals, & the public library. New Roof and Furnace. Price reduced $40,000

7226 Hubbard Ave, Middleton
$250,000
1 Beds ⋅ 1 Baths ⋅ 2027314 MLS ⋅ ACTIVE Status
OPEN SEPT 9/5 11:00-1:00! LAKE MENDOTA FRONTAGE! MODERN UPDATES! GARAGE! EXCELLENT MIDDLETON LOCATION! This condo project has prime frontage on the Lake & possibilities for a boat slip! Rare opportunity! Perfect for those who want a second home on the lake or a year-round perfect location on the bus line w/ quick access to UW & Madison hospitals! Walk in & be greeted by a beautiful great rm w/ high vaulted ceiling &modern LVP flooring that extends into the spacious dinette &the updated kitchen w/granite countertops &stainless-steel applcs! King size Master w/walk-in closet. Completely updated bath! Enjoy the large deck overlooking the relaxing outdoor pool! Don't forget to bring your kayak, paddle boards &canoe! Keep them right on the level lake frontage &enjoy lake life & carefree living at its best! Sit around the fire pit & take in the breathtaking lake views &Madison Skyline! Call for details on the pier & boat slips! Underground Parking spot 44, Storage unit 14

2809 Century Harbor Rd Unit 3, Middleton
$1,590,000
5 Beds ⋅ 5 Baths ⋅ 2026810 MLS ⋅ ACTIVE Status
Exceptional custom home offering luxurious finishes & thoughtful design throughout. The stunning great room features a floor-to-ceiling fireplace flanked by custom built-in shelving. A chef's kitchen boasts a large center island, 6-burner range w/ griddle, expansive walk-in pantry, & seamless flow into the dinette, complete w/ a wine bar, beverage refrigerator drawers, & wine cooler. Enjoy year-round entertaining on the screened porch w/ a fireplace & adjoining maintenance-free deck. The main level includes a private office w/ French doors & built-in cabinetry, plus a second office or flex room. Upstairs, the spacious primary suite offers a double vanity, soaking tub, & tiled shower, along w/ convenient second-floor laundry. Two bedrooms share a Jack-and-Jill bath, the third bedroom features private baths. The finished walkout lower level includes family room, a wet bar, bedroom, full bath, & access to the backyard. Completing the home is an oversized 3-car. Overlooks Pioneer Pointe.

7616 Tumbledown Trl, 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
$1,499,900
5 Beds ⋅ 5 Baths ⋅ 2026869 MLS ⋅ ACTIVE UNDER CONTRACT Status
Experience luxury living in Middleton’s coveted Summit Pass neighborhood, where breathtaking views, exceptional craftsmanship, and timeless elegance come together. The main level showcases a dramatic two-story great room with floor-to-ceiling windows, a striking fireplace, gourmet kitchen, wet bar, inviting outdoor entertaining space, and an expansive primary suite designed for comfort and privacy. Upstairs offers three spacious bedrooms, a flexible den, and two full baths. The finished lower level is an entertainer’s dream with a generous rec room, full bar, wine cellar, theater room, full bath, and fifth bedroom ideal for overnight guests. A stately home office, private fitness room, abundant storage, and oversized heated three-car garage complete this exceptional home at 4498 Nina Lane.

4498 Nina Ln, Middleton
$999,900
4 Beds ⋅ 3 Baths ⋅ 2026028 MLS ⋅ ACTIVE Status
What sets this incredible property apart is clear before you even step inside. This contemporary home is surrounded by carefully tended prairie and woods, a thriving habitat for birds, pollinators, and wildlife. Architect Bruce Nichols designed this home with one intention: to bring the outside in. Floor to ceiling windows and skylights draw natural light deep into the heart of the home. The open kitchen w/pantry and lg island flows easily into the family room and sunny bfast nook, w/hardwood floors throughout. Guest bed + bath on main level w/primary suite + 2 beds/bath up. Glass railing overlooks the 2-story great room w/gas FP. Primary suite is a sanctuary of its own w/gas FP, oversized WIC, and bath w/shower and whirlpool tub. Solar panels, whole house fan, and updated mechanicals. Middleton schools w/low Town of Middleton taxes and nearly 2 acres of seclusion combine to create a package that rarely comes to market. If you’ve been waiting for something truly different, this is it.

8685 Airport Rd, 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
$1,249,000
4 Beds ⋅ 4 Baths ⋅ 2025953 MLS ⋅ ACTIVE Status
Welcome to this thoughtfully designed home at Belle Farm offering main level living with a private primary suite & an open concept kitchen, living, & dining area. The living space is light-filled & functional, with hardwood floors, wood-burning stove, & a well-appointed kitchen featuring Sub-Zero, Wolf & Cove appliances. Above the garage, a separately accessed 1 bed, 1 bath ADU provides flexibility for guests, extended stays, multigenerational living, a caregiver, or a home office. Lower level includes additional bedrooms & living space, offering separation & versatility. Built with resilience in mind, the home includes solar, geothermal HVAC, & is wired for EV charging. HOA covers lawn care & snow removal, making ownership low-maintenance & easy for travel.

4057 Morning Poem Pl, Middleton
$659,900
4 Beds ⋅ 3 Baths ⋅ 2025847 MLS ⋅ ACTIVE Status
Move-in ready 8/25/26. This Everest 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.

7119 Johann Farm Rd, 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
$290,000
2 Beds ⋅ 2 Baths ⋅ 2025486 MLS ⋅ ACTIVE Status
Middleton schools! This beautifully updated 2-bedroom, 2-bath condo features two recently remodeled bathrooms and a spacious, open layout. The large living room with a gas fireplace opens to a private patio, creating the perfect space to relax or entertain. The generously sized kitchen and dining room offer plenty of room for gatherings. Additional highlights include private in-unit laundry, a heated underground parking space and a dedicated storage area. The monthly condo fee covers internet/Wi-Fi, basic cable, hot water and water/sewer for added convenience and value. Enjoy an exceptional array of community amenities, including an outdoor pool, clubhouse, tennis courts and a scenic conservancy with walking paths. Central air is currently being replaced, providing added peace of mind for the next owner. Don't miss your chance to enjoy low-maintenance living with outstanding amenities in a desirable Harbor Village location!

3108 Creek View Dr Unit 5, Middleton
$1,120,000
4 Beds ⋅ 4 Baths ⋅ 2024465 MLS ⋅ ACTIVE Status
A light-filled, Frank Lloyd Wright-inspired home in desirable Middleton Hills, recently modernized throughout. The spacious gourmet kitchen features a Viking range, newer appliances and abundant island workspace. The finished lower level includes a newly converted fourth bedroom with walk-in closet and adjacent bath. A fully new mudroom addition seamlessly connects previously detached garage. Upstairs renovations include new hardwood floors, stairway carpets, ceiling fans, custom closet systems, and an expanded tiled primary shower. New smart home conveniences include HomeKit-compatible locks and garage openers, video doorbells, a smart thermostat, and a Universal Level 2 EV charger. Outside, a newly fenced yard, completely new deck, new gutter guards and an added paver parking pad create a private retreat for relaxing and entertaining.

3324 Glacier Ridge Rd, Middleton
$599,900
4 Beds ⋅ 3 Baths ⋅ 2024641 MLS ⋅ ACTIVE Status
Under construction; estimated completion 9/29/26. New floor plan! This open concept home designed is designed for modern living! Cook's kitchen includes quartz countertops, granite sink, ceramic tile backsplash, stainless steel appliances, and walk-in pantry. Great room features fireplace & walkout to patio. Flex room for office, playroom, etc and two-story central staircase. Primary bedroom suite includes walk-in closet & private bath with tile shower & dual sinks. Spacious main floor laundry includes 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! Plans & design selections available upon request.

6608 Redpoll Rd, Middleton
$1,949,000
4 Beds ⋅ 4 Baths ⋅ 2024407 MLS ⋅ ACTIVE Status
Imagine coming home to this stunning Twilight Tudor in one of the Madison area’s most desirable communities. With Brio Design Homes in Belle Farm, you get a lot Middleton’s newest development, a 3,625 sq ft concept home design personalized to your needs or custom designed from scratch, in-house interior design, sustainable construction and more. Brio combines design and construction under one roof so you can enjoy a seamless experience and results that truly reflect you. Belle Farm features preserved open space, net-zero construction, intentional connection, and future amenities including a coffee shop, yoga studio, and restaurant. Take advantage of this turn-key new home opportunity and enjoy stunning design and craftsmanship in a one-of-a-kind neighborhood.

7536 California Love Trl, Middleton
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 2023900 MLS ⋅ ACTIVE Status
Welcome to a home where style and design converge to create a truly curated luxury living experience. Privately positioned with sweeping views of Pheasant Branch Conservancy, this residence offers a sense of serenity that will leave you in awe. This thoughtfully updated 3-bedroom, 3-bath home maximizes every inch of its private setting, blending high-end finishes with effortless comfort throughout. From the moment you step inside, the intentional design and refined details are unmistakable, creating an immediate sense of sophistication and warmth. Three distinct outdoor living spaces—each offering exceptional privacy—invite you to fully embrace Wisconsin’s seasons, whether entertaining, relaxing, or simply taking in the natural surroundings. This home feels like a secluded retreat, yet remains just 20 minutes from Capitol Square. An extraordinary opportunity to own a one-of-a-kind property where luxury, privacy, and design come together seamlessly.

3702 Pheasant Branch Rd, Middleton
$347,719
3 Beds ⋅ 3 Baths ⋅ 2021318 MLS ⋅ ACTIVE UNDER CONTRACT Status
$3k credit for closing costs or rate buy-down. Numerous updates; NEW furnace & A/C, water softener, water heater, dishwasher, refrigerator, and washer & dryer! Close in time for start of school! This well-cared-for condo offers spacious, low-maintenance living in a highly desirable Middleton location. The bright, open-concept main level is designed for both everyday living & entertaining, featuring a generous living room w/cozy gas fireplace, a dining area w/access to a private deck, & an updated kitchen; complete w/SS appliances, breakfast bar, & abundant cabinetry. Upstairs, you'll find generously sized bedrooms, including a spacious primary suite w/a WIC & private bath. 2nd bedroom also boasts its own en suite bathroom, while the 3rd bedroom offers flexibility as a home office, fitness room, or addtl living space. Convenient upper-level laundry, a private attached 2-car garage. Ideally located near parks, walking trails, shopping, dining & more! Priced under assessed value.

719 Cricket Ln Unit 1, Middleton
$1,199,900
5 Beds ⋅ 5 Baths ⋅ 2023426 MLS ⋅ ACTIVE Status
Spectacular pre-inspected Modern Queen Anne-Style Victorian Home custom built by Blue Line Designs on a 2A lot in the Town of Middleton. This beautifully finished home features maple, walnut, and acacia hardwood floors, tile, and LVP. It offers 5 bedrooms & two bonus rooms (one is a bedroom), multiple office areas, and generous living space. The expansive 18ft great room is perfect for entertaining, while the large kitchen boasts an island, double oven, gas cooktop, newer dishwasher, and abundant storage. The dining room includes a 9-ft butler’s pantry counter for additional serving & storage space. Custom wet bar in lower level. Step outside to a backyard oasis: a lighted basketball court, custom granite firepit, Trex rear deck with hot tub connection, raised-bed garden, and a yard for soccer, volleyball, or croquet. A serene koi pond with waterfall attracts wildlife daily. Also: Roof 2018, backup gen, heated 5-car garage, 2 laundry areas, Radon system, TDS Fiber, & dual sumps.

7527 Fallen Oak Dr, 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
$3,750,000
4 Beds ⋅ 5 Baths ⋅ 2023109 MLS ⋅ ACTIVE Status
15+ breathtaking acres create one of the most impressive private estates in the Town of Middleton. Rolling countryside views, beautiful white fencing, and a true park-like setting surround this extraordinary equestrian property. Perched high above the estate, the custom-built home overlooks the entire property and offers hardwood floors, 3 fireplaces, 2 full kitchens, 2 laundry areas, and a walkout lower level with seamless access directly to the pool deck. Outside, enjoy a resort-style retreat with an inground pool, waterslide, overflowing hot tub, pool house, and outdoor shower. Equestrian center built for year-round use, the approximately 20,000 sq ft heated complex features indoor and outdoor riding arenas, oversized garage doors, multiple barns and outbuildings, automatic waterers, offices, kitchens, 2 septic systems, hay storage, five fenced pastures, a lower barn with walk-in/out animal access, and a private basketball court.

3440 Meadow Rd, Middleton
$339,000
3 Beds ⋅ 2 Baths ⋅ 2022731 MLS ⋅ ACTIVE UNDER CONTRACT Status
You will truly love this 3bed/1.5bath half-duplex townhouse-style condo on the north side of Middleton! 1-car attached garage. Large closet in the primary bedroom! Covered patio as well as new additional patio with built-in firepit and pathway to front of house. Large side-yard! So so close to Pheasant Branch Conservancy! Pheasant Branch has 682 acres with many trails in woods, hills and wetland. 5 blocks away from public Mendota Park boat launch! Over $50,000 of updates by current owners towards the roof (2020), siding (2022), new main level and LL flooring (2019), patio (2024), and driveway (2023). Close to CTY M/Airport road and CTY Q for an easy commute to Waunakee, Madison's north side, or the far west side of Middleton via the beltline. No condo fees, No HOA fees.

3501 Valley Ridge Rd, Middleton
$215,000
2 Beds ⋅ 2 Baths ⋅ 2022646 MLS ⋅ ACTIVE Status
Conveniently located in Middleton’s desirable Rolling Hills Condo Association, this bright & welcoming 2-bed, 2-bath condo offers a true escape from the daily grind. Sunlight streams into the spacious open-concept living area, which opens onto a private balcony overlooking rolling green lawns, mature trees, & the community pool. The well-designed galley kitchen provides ample cabinetry, counter space & room for friends & family to gather while you cook. The primary suite features a private ensuite bath, generous walk-in closet & peaceful views. A second bedroom, additional full bath, in-unit laundry & 2-car tandem garage complete the thoughtful layout. Residents enjoy exclusive access to the sparkling pool, scenic walking trails, BBQ & picnic areas & the serene surroundings of the Rolling Hills community. Ready to move in & enjoy effortless living & a strong sense of community in one of Middleton’s most convenient associations.

5548 Century Ave Unit 4, 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.