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$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
$324,500
3 Beds ⋅ 2 Baths ⋅ 2030173 MLS ⋅ ACTIVE Status
Invest in your future and build equity with this 3-bedroom, 2-bath half-duplex in the heart of highly desirable Middleton! This inviting home features an updated & stylish kitchen, two separate living areas affording plenty of room to spread out, split bedrooms for home office or guest space, and an attached garage. Take advantage of yard space and an outstanding location within walking distance off Pheasant Branch Conservancy, schools, parks, Lake Mendota, restaurants, and more! This home combines space, convenience, opportunity, and an exceptional location - welcome home!

6404 Maywood Ave, 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
$465,000
3 Beds ⋅ 2 Baths ⋅ 2030118 MLS ⋅ ACTIVE Status
Set within Middleton’s historic Pheasant Branch Crossing and steps from Middleton Hills, this home offers an ideal combination of outdoor access, everyday convenience, and a spacious lot. Grocery store and local favorites including Craftsman, Prairie Cafe, and Miggy’s Bakes are all within a block. Set on nearly half an acre, the property has a large fenced backyard with plenty of room to garden, play, or gather around the fire pit. A back deck extends the living space outdoors and a shed provides additional storage. Inside, the main level features a primary bedroom and half bath, while 2 additional bedrooms and a full bath are located upstairs. One of the upstairs rooms is especially spacious, with plenty of space for a sitting area/home office. The lower level offers a walkout to the backyard. A separate workshop area can be converted back to a 1-car garage. With a layout that offers flexibility and spaces that can evolve with your needs, this home is ready for its next chapter.

2865 Old Creek Rd, 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
$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
$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
$800,000
5 Beds ⋅ 4 Baths ⋅ 2029565 MLS ⋅ ACTIVE Status
Welcome home to this immaculate and beautifully maintained 5-bedroom home in the desirable Northlake neighborhood, offering an impressive combination of space, style, and privacy. With no neighbors directly behind, this home provides a peaceful setting and a backyard designed for relaxing and entertaining.The main floor offers an exceptional amount of living space with a formal living room, formal dining room, family room, powder room, laundry room, and a bright sunroom filled with natural light. Whether you’re hosting a holiday dinner, enjoying a quiet morning in the sunroom, or relaxing at the end of the day, there’s a space for every occasion.The finished lower level adds even more usable living space and is ready for fun! Enjoy a family room, workout area, and an additional fifth bedroom featuring a convenient Murphy bed—perfect for overnight guests while still allowing the room to serve multiple purposes. Ultimate home warranty included.

5502 Upland Trl, Middleton
$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
$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
$1,500,000
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
$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
$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
$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
$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
$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
$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
$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
$849,900
5 Beds ⋅ 4 Baths ⋅ 2025527 MLS ⋅ ACTIVE UNDER CONTRACT Status
Experience luxury living in Middleton's highly sought-after Bishops Bay community! This stunning 5-bed home offers exceptional space, thoughtful design, & high-end finishes throughout. Hardwood floors welcome you into the open-concept main level featuring a flexible front sitting/dining space, inviting living room with gas fireplace, and a chef's kitchen complete with granite countertops, oversized island, mosaic tile backsplash, stainless steel appliances, pantry, and sunny dinette. Upstairs, 4 spacious bedrooms each boast walk-in closets, including the elegant primary w/ dual walk-in closets, double vanity, soaker tub, and tiled shower! Convenient upstairs laundry adds everyday ease. The finished walkout lower level is built for entertaining with a wet bar, theater room w/ tiered seating, projector and surround sound, electric fireplace, exercise rm, fifth bedroom, and full bath. Enjoy the trex deck & 3-car garage —all in one of Middleton's premier neighborhoods. See docs for more!

5023 Congressional Hl, 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
$1,229,900
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
$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
$1,190,000
5 Beds ⋅ 5 Baths ⋅ 2021591 MLS ⋅ ACTIVE Status
Showings start May 2nd. Available for the first time in 28 years. Rarely available in Applewood you'll love a solid Brick exterior with a shake roof on a private wooded lot in the Middleton School district just minutes from all west side amenities! 5 beds 4.5 bath 3 car w electric charger and a light filled two story sunroom make this the one. A quiet and peaceful respite from the city and close enough to enjoy everything Madison has to offer.

6993 Applewood Dr, Middleton
$624,900
3 Beds ⋅ 3 Baths ⋅ 2021484 MLS ⋅ ACTIVE Status
Located in the highly sought-after Middleton School District, this stunning 3-bed, 2.5-bath home offers the perfect blend of comfort, space & functionality. Step in from the front porch into a warm & welcoming main level w/ spacious living area anchored by a charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen & dining area w/ room to gather. A versatile flex room on the main level provides endless possibilities for a formal dining, office, craft or play room. Upstairs, find a generous primary suite w/ cathedral ceilings, private ensuite bath w/ tiled shower & walk-in closet, plus 2 additional bedrooms and a full bath. An egress window in the lower level allows potential for a future finished basement. Enjoy peaceful suburban living in this Middleton gem! Photos of a similiar model. Move in ready!

6683 Linnet Ln, 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.