Refine Search
Map
Sort by
$1,100,000
5 Beds ⋅ 5 Baths ⋅ 2031010 MLS ⋅ ACTIVE Status
Back on the market with meaningful improvements—an exceptional opportunity to make this refined, thoughtfully designed home your own. The new roof, improved gutters, and refreshed landscaping are complete, while new patio and balcony doors are ordered and awaiting installation. Open gathering spaces & private retreats are perfectly balanced in this 5 bedroom 4.5 bath home. The main level flows from a light-filled living room with soaring ceilings, gas fireplace, & patio to an expansive chef’s kitchen with dual sinks, breakfast bar, & generous storage. 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 & open to a charming balcony with countryside views. The lower level features a second living area or theater, wet bar, full bath, & 5th bedroom—ideal for guests or extended stays. A manageable, low-maintenance lot near Pheasant Branch Conservancy means more time to enjoy & less time on upkeep.

6715 S Chickahauk Trl, Middleton
$315,000
2 Beds ⋅ 2 Baths ⋅ 2030222 MLS ⋅ ACTIVE Status
Lake living meets modern convenience at Century Harbor Condominiums! Ideally situated just steps from beautiful Lake Mendota, this bright and inviting 2-bedroom, 1.5-bath condo offers the perfect blend of comfort, updates, and an unbeatable location. The spacious primary suite features a walk-in closet and private half bath, while abundant windows and vaulted ceilings fill the home with natural light. Enjoy a thoughtfully updated interior with a total kitchen remodel and LVP flooring in kitchen , dining, living and full bath '18. 2022 remodeled half bath & 2025 new LVP flooring in beds. Spacious balcony with storage on both sides, plus enjoy the convenience of an in-unit washer/dryer & underground heated parking. Step outside and take advantage of Lake Mendota access, piers/boat slips upon availability. Walk to Harbor Athletic Club, coffee shops & local favorites incl. Midtown Pub, and C's Breakfast & Bakery. Come experience the easy, vibrant lifestyle of Century Harbor!

2805 Century Harbor Rd Unit 4, Middleton
$685,000
4 Beds ⋅ 4 Baths ⋅ 2018775 MLS ⋅ ACTIVE UNDER CONTRACT Status
Immaculate 4 bed, 3.5 bath 2-story in Middleton’s Misty Valley! The inviting lvg rm w/soaring 16 ft ceiling, abundant natural light & hdwd flrs flow seamlessly into the sleek kitchen w/white cabinets, SS appliances, peninsula w/bfast bar & dinette. You’ll love the main lvl primary w/ensuite bath feat dual sinks, new shower & walk-in closet. A 1/2 bath & mudrm w/cubbies round out the main lvl. Upstairs, you’ll find a laundry rm w/utility sink & 3 large beds, incl one w/walk-in closet & access to full bath. Entertain or relax in the exposed & bright LL family rm w/gas FP, SS speakers & granite wet bar w/dishwasher & bev fridge. Work or workout in the versatile flex rm. Outside, unwind in the screened porch overlooking the private, fenced yard w/no back neighbors, or on the patio with gas fire pit. Many updates & close to top-rated Middleton schools, Pheasant Branch Conservancy, restaurants & groceries. This is a rare chance to own such a beautiful home in this location and price point!

7103 Caneel Trl, Middleton
$965,000
5 Beds ⋅ 4 Baths ⋅ 2029944 MLS ⋅ ACTIVE Status
Brand new, never-lived-in 2026 Parade of Homes home by Encore Builders on a premium Redtail Ridge lot with commanding sunrise views of Pheasant Branch Conservancy from all three levels! Thoughtfully oriented for southern exposure, this stunning architectural design features an open-concept great room with a dramatic 2-story vaulted ceiling, a custom fireplace and built-in cabinetry. The cook’s kitchen offers quartz countertops, stainless steel appliances and an oversized pantry. Enjoy a luxurious main-level primary suite, flex room/office, 3-season porch with east and south exposures, and a finished lower level filled with windows and natural light. Features include 5 bedrooms, 4 baths, 3,747 sq ft per digital scan, enhanced landscaping, 12’x17’ patio, 2.5-car garage with extra storage, security system, active radon reduction, 10-year builder limited warranty and 15-year dry basement warranty. Top-rated schools, future community park and Pheasant Branch Conservancy just one block away.

4525 Hooded Merganser Dr, Middleton
$630,000
4 Beds ⋅ 3 Baths ⋅ 2029941 MLS ⋅ ACTIVE Status
Welcome to Hidden Oaks, where quality craftsmanship meets serene surroundings. This beautifully maintained ranch-style home features 4 bedrooms and 3 baths, offering the perfect blend of comfort, style, and functionality. Nestled on a spacious lot that backs onto protected green space and a conservancy, you'll enjoy stunning views and enhanced privacy. The open-concept layout boasts 9-foot ceilings and a great room with a stone gas fireplace. The kitchen is ideal for entertaining, with a large center island and a seamless flow into the dining area. Step out onto the deck overlooking the fenced backyard. The main level includes three spacious bedrooms, highlighted by a primary suite with a walk-in closet and dual vanities. The lower level features a family room, a fourth bedroom, a full bath, and ample storage. This exceptional home is in a desirable Middleton neighborhood, close to parks, schools, and shopping.

8927 Sunstone Ln, Middleton
$549,900
4 Beds ⋅ 3 Baths ⋅ 2029928 MLS ⋅ ACTIVE Status
This four-bedroom luxury ranch features a spacious open floor plan with plenty of natural light. The great room features cathedral ceilings, skylights, a fireplace with a wood mantel, and sliding patio doors leading to a fully enclosed three-season room. The kitchen comes fully equipped with all appliances, a pantry, and a built-in desk. The primary suite offers vaulted ceilings, two closets, and a private bath with a double-sink vanity. Downstairs, the finished exposed lower level includes a second family room, two additional bedrooms, and a full bath.

9110 Waterside St, 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. 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
$274,900
1 Beds ⋅ 1 Baths ⋅ 2029617 MLS ⋅ ACTIVE Status
Comfort, convenience and condo living come together in Middleton! This 1-bedroom, 1-bath condo welcomes you with an open floor plan that makes everyday living and entertaining feel effortless. Pull up a stool at the breakfast bar, settle in beside the gas fireplace, or enjoy a quiet moment in the sunroom. Two spaces in the heated underground parking garage offer a welcome perk through every Wisconsin season, while an included storage unit keeps extras close at hand. The community clubhouse expands your options with an additional kitchen and exercise room. Set along Greenway Blvd, this inviting condo puts Middleton shopping, dining, recreation and everyday conveniences within easy reach. An ideal place to simplify your routine and enjoy the amenities of condo living!

8510 Greenway Blvd Unit 104, Middleton
$849,900
5 Beds ⋅ 3 Baths ⋅ 2029103 MLS ⋅ ACTIVE Status
Show 8/19. 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
$800,000
4 Beds ⋅ 4 Baths ⋅ 2028571 MLS ⋅ ACTIVE UNDER CONTRACT 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
$2,100,000
4 Beds ⋅ 4 Baths ⋅ 2028201 MLS ⋅ ACTIVE UNDER CONTRACT Status
Middleton Schools! Lake Mendota living w/72' of prime level frontage, Capitol views & minutes from Middleton's dining, shopping & amenities. Owned by the same family for 55 yrs this beautifully updated 4-bed, 3.5-bath waterfront home blends timeless character w/modern comfort. Remodeled main level features a wonderful kitchen w/new cabinetry, granite counters & stainless steel appliances. Open floorplan flows into the living rm featuring wood-burning fireplace, expansive windows & panoramic lake views. Step onto the lakeside deck for outdoor living & entertaining. Family rm offers an additional gathering space & possible 2nd dining area. Spacious primary suite showcases spectacular lake views, private bath & sitting area w/potential for a custom walk-in closet. Walkout lower level includes rec room w/fireplace, new patio, den & flex space. Updates incl: New flooring/windows/patio drs in LL & main floors, driveway & front stoop. Oversized garage w/epoxy flooring. Close to downtown & UW.

3017 Dianne Dr, Middleton
$775,000
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
$295,000
2 Beds ⋅ 1 Baths ⋅ 2028077 MLS ⋅ ACTIVE 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
$327,000
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
$250,000
1 Beds ⋅ 1 Baths ⋅ 2027314 MLS ⋅ ACTIVE Status
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
$1,050,000
5 Beds ⋅ 3 Baths ⋅ 2027286 MLS ⋅ ACTIVE UNDER CONTRACT Status
High atop the hills of the Conservancy View Neighborhood in Middleton, this 5 bed, 3 bath custom built contemporary craftsman will impress the most discerning homebuyer. Imagine waking up to panoramic views of Pheasant Branch Conservancy while enjoying your coffee on the screen porch. Entertaining in this home is a must with 13 ft ceilings, studio style lighting and a culinary enthusiast's dream kitchen. Massive center island in the kitchen with seating for 6, dedicated pantry and views to delight. Dedicated dining room and a 3 sided gas fireplace finish off the main floor. Upstairs the owner's suite is an oasis with an extra large jetted tub, walk in shower and dual vanities. The lower level features a guest bedroom, office, rec room with a wet bar built in. Enjoy the privacy in your hot tub on the back deck. Homes sits next to greenspace and backs up to Middleton Hills North Park. Oversized 3 car, tandem garage with electric for the EV car charger, new roof 2026.An absolute must see!

6711 S Chickahauk Trl, Middleton
$205,000
1 Beds ⋅ 1 Baths ⋅ 2027224 MLS ⋅ ACTIVE Status
Don't miss this move-in-ready 1-bedroom, 1-bath condo offering comfortable, low-maintenance living. Enjoy the quiet outdoors on your patio. Surrounded by beautiful shared green space—perfect for relaxing or enjoying the outdoors. Additional features include 1 underground parking spot, a private storage area, and a convenient on-site laundry. Located just minutes from downtown Middleton, Greenway Station, Lake Mendota, Costco, Hilldale Shopping Center, parks, walking and biking trails, restaurants, shopping, and with easy access to Madison and the University of Wisconsin–Madison. A wonderful opportunity to own an affordable home in an unbeatable location. Schedule your showing today!

6235 Charing Cross Ln Unit A1, Middleton
$1,690,000
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
$1,445,000
5 Beds ⋅ 5 Baths ⋅ 2024433 MLS ⋅ ACTIVE UNDER CONTRACT Status
Set on a beautiful 0.92-acre lot, this home offers timeless architecture, refined finishes, and thoughtful updates in one of the area’s most exclusive neighborhoods. The home features 5 bedrooms, walk-in closets, 4 full baths, and a main level powder room, with a finished lower level filled with natural light. Brazilian cherry floors, exquisite ceilings, custom millwork, and built-in bookshelves showcase the exceptional craftsmanship throughout. The library offers a gas fireplace, while the family room provides a welcoming gathering space that opens to the outdoors. The custom kitchen is appointed with Sub-Zero and Wolf appliances, including a four-burner gas stove with griddle, beverage refrigerator, maple and cherry cabinetry, a butler’s pantry, and reverse osmosis filtration. Outdoor living is enhanced by Trex decking added in 2026. Additional highlights include a 3-car garage, security system, central vacuum, new HVAC (2023), new water heater (2024), & new washer and dryer (2024).

4516 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
$274,900
1 Beds ⋅ 1 Baths ⋅ 2025102 MLS ⋅ ACTIVE UNDER CONTRACT Status
Move right into this beautifully updated first-floor Middleton condo and enjoy easy, low-maintenance living! Bright and inviting, this home features an open layout, large windows, a versatile den perfect for a home office or guest space, and a kitchen with solid surface countertops and stainless steel appliances. Relax on the covered balcony in summer or cozy up by the gas fireplace in winter. The spacious bedroom offers a large walk-in closet, plus great storage throughout. Accessibility-minded features include a roll-in shower. Additional highlights include in-unit laundry, newer luxury vinyl plank flooring, underground parking, storage, secure entry, and pet-friendly policies. Residents also enjoy a fitness center, clubhouse, library, billiards room, and elevator access, all in a fantastic Middleton location near shopping, restaurants, and Costco.

8530 Greenway Blvd Unit 107, Middleton
$1,299,000
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
$669,000
3 Beds ⋅ 2 Baths ⋅ 2025170 MLS ⋅ ACTIVE Status
Price drop 6/23/26. Charming raised ranch in Woodside Heights enclave, just one block from Stricker's Pond, on tree-lined, quiet, well-kept and in-demand neighborhood with downtown Middleton and schools within walking distance. In-ground pool has new liner and heater (2023), slide & stone paved decking. New carpet & paint throughout. Extensive work on landscape. Expansive Great Room has tongue & groove wood vaulted ceiling with recessed lighting, elegant wood floor, gas fireplace and extensive wood shelving & cabinetry, open to bright kitchen with cooktop island and barstool (3 incl with sale) counter for in-kitchen dining and ceramic floor. Generous window views to fully fenced pool/backyard that makes for great entertaining space! AC(07), Roof/gutters (06), H2O Htr (13), Boiler (16), spray foam insulation in attic. New Bosch DW; disposal. Thermador electric cooktop, stainless wall microwave & oven pair. NOTE: Home also available for rent at $3900/mo.

1308 Shirley St, 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
$347,719
3 Beds ⋅ 3 Baths ⋅ 2021318 MLS ⋅ ACTIVE 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
$1,229,900
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
$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
$449,900
3 Beds ⋅ 4 Baths ⋅ 2020735 MLS ⋅ ACTIVE UNDER CONTRACT Status
Pheasant Branch trail access begins right in the neighborhood! This Hidden Oaks gem is the ultimate luxury starter home, offering a vibrant, connected neighborhood where active community living comes naturally. This home features a new roof and downspouts (2026) and a water heater (2023). The main level showcases durable, pet-friendly Adura Rigid Acacia LVP flooring (2024) and luxury carpet (2020), leading to an upgraded kitchen with a quiet Bosch 800 Series dishwasher (2024) and Frigidaire Induction Range (2023). Enjoy essential extra square footage and a bathroom in the finished lower level. The low-maintenance lot means trading weekend mowing for morning jogs or bike rides through the pristine conservancy trails. Relax on your patio surrounded by mature perennial beds. Come experience top-tier Middleton schools and effortless, move-in-ready comfort!

8866 Red Beryl Dr, Middleton
$2,699,000
6 Beds ⋅ 6 Baths ⋅ 2019981 MLS ⋅ ACTIVE Status
Located in the Town of Middleton with low taxes, on a breathtaking, mature, wooded, and private 1.5-acre lot, this extraordinary custom residence offers the high-end finishes, craftsmanship, quality, artistry, and natural privacy today’s luxury buyers demand. Situated in the desirable Glacier End neighborhood, this one-of-a-kind home showcases real cherry hardwood floors, custom cherry cabinetry, and premium granite throughout. Luxury features include a 4-car garage, 6 bedrooms with en-suite baths, two primary suites, two gourmet kitchens, including a chef’s kitchen with commercial-grade appliances, two laundry rooms, a main-floor office, Pella windows with built-in blinds, central vac, intercom, surround sound, and a Decra Villa Tile roof. The walkout lower level offers a wet bar, steam room, exercise room, theater, fireplace, and access to a lush, tree-lined backyard. Middleton Schools!

3319 Saracen 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.