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$750,000
4 Beds 4 Baths 2032429 MLS ACTIVE Status
Parade-quality custom construction that has been meticulously maintained & still shows like new! Located in the highly desirable Community of Bishops Bay, this impressive home offers a thoughtful floor plan, high-quality finishes & exceptional condition throughout. The main level features beautiful wood floors, a spacious kitchen with custom cabinetry, granite countertops, large island & hidden walk-in pantry, all opening to a bright hearth room with gas fireplace. A dedicated office, mudroom & first-floor laundry add everyday functionality. Upstairs, the spacious primary suite includes a tray ceiling, walk-in closet & private bath with tiled shower and dual vanity, plus three additional bedrooms. The finished lower level adds outstanding entertaining space with a family room, wet bar, theater & exercise room. Outside, enjoy the covered front porch, Trex deck, patio and established landscaping. City of Middleton with Waunakee schools - don't miss this quality, well-cared for home.

4420 Back Nine Dr, Middleton

$1,699,000
5 Beds 5 Baths 2032364 MLS ACTIVE Status
A move-in ready home offering low-maintenance living in Middleton. The open concept main level features a private first floor primary suite, hardwood floors, a curved staircase, and a wood burning fireplace. The home showcases contemporary design and abundant natural light. Clean architectural lines and expansive windows create bright, inviting spaces throughout. Solar and geothermal heating and cooling support long term efficiency and resiliency. Upstairs bedrooms and a second level terrace provide additional space to unwind. A separately accessed 1 bed, 1 bath apartment above the garage adds rare flexibility for multigenerational living, guests, extended stays, a private studio, or work from home. HOA includes yard care and snow removal for travel friendly ownership. Option to finish the basement for additional 520 sq ft.

4043 Serenbe St, Middleton

$624,900
3 Beds 3 Baths 2031967 MLS ACTIVE Status
Move-in ready 11/30/26. This Sawyer home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 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.

7115 Johann Farm Rd, Middleton

$600,000
4 Beds 2 Baths 2031883 MLS ACTIVE Status
Tucked in the Cherrywood neighborhood, this beautifully maintained home offers a peaceful setting on over half an acre, backing to green space & with access to a neighborhood path. Inside, the light-filled living room is open to the remodeled kitchen, creating an inviting space. The kitchen features custom cherrywood cabinets, a granite island, tile backsplash, & quartz counters, while the adjacent dining room leads to the deck. The spacious rec room with a wet bar provides even more room to gather, with a walkout to the backyard. Four spacious bedrooms provide plenty of room for everyone, while the remodeled bathrooms add a fresh, updated feel, including heated floors in the upstairs bathroom. Outside, there’s plenty to enjoy, including garden beds & a heated shed with electricity that offers a versatile space for a getaway or greenhouse use. A new 2025 roof adds even more peace of mind, while Middleton schools & a convenient west-side location make this an easy place to call home.

3663 Swoboda Rd, Middleton

$574,900
3 Beds 3 Baths 2031729 MLS ACTIVE Status
Move-in ready 11/16/26. This Beryl home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 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.

7111 Johann Farm Rd, Middleton

$550,000
4 Beds 2 Baths 2031496 MLS ACTIVE UNDER CONTRACT Status
Escape to your own private hideaway on 1.25 acres in the highly desirable Town of Middleton! Just minutes from downtown Middleton & Madison’s west side, this tranquil tri-level home is surrounded by conservancy green space, golden cornfields & a picturesque equestrian farm—delivering the ultimate peaceful retreat from city congestion while still being close to everything. Rich 5/8" hickory wood floors flow throughout the main level, leading you into a spacious kitchen designed to impress w/ SS apps, a large breakfast bar & a charming shiplap wall. With 4 bedrooms & 3 distinct living areas, everyone enjoys room to spread out & unwind. Step outside to the inviting patio w/ pergola, where sweeping views of the tree-lined grounds set the stage for late-summer BBQs & crisp fall campfires under the stars. A fully equipped 24×27 heated pole shed w/ dedicated sub-panel & 220-volt power stands ready for welders, heavy tools, or even an EV charger. The possibilities are endless at this property!

3425 Meadow Rd, Middleton

$825,000
4 Beds 3 Baths 2029049 MLS ACTIVE Status
Tucked in a beautiful wooded setting in Applewood Hills, this distinctive 4-bed, 2.5-bath home blends privacy, architectural character and thoughtful high-end updates. The light-filled main level showcases vaulted ceilings, exposed beams, wood floors and a dramatic floor-to-ceiling stone fireplace with built-in shelving. Expansive windows and patio doors bring the outdoors in and open to a spacious elevated deck overlooking the private, tree-lined yard. The updated kitchen features newer appliances, generous workspace and picturesque views. Major improvements include newer mechanicals, windows, and numerous quality updates throughout, offering comfort and peace of mind. Multiple living and dining spaces provide plenty of room to gather and entertain. Outside, enjoy mature trees, lush landscaping, a large lawn and fenced area creating a peaceful, park-like retreat. A truly unique Town of Middleton home with character, privacy and exceptional indoor-outdoor living!

7116 Applewood Dr, Middleton

$775,000
4 Beds 4 Baths 2031218 MLS ACTIVE Status
Welcome to this classic two-story Colonial in the desirable Cherrywood neighborhood! Nestled on a beautiful wooded lot, you'll enjoy peaceful country living with the convenience of nearby shopping, dining, and amenities. Take quiet walks, relax on the deck, and enjoy the deer, birds, and other wildlife right in your own backyard. The main level offers a spacious family room with a fireplace, formal living room with a second fireplace, formal dining room, and a private study, perfect for working from home. Upstairs, you'll find three generously sized bedrooms, including a spacious primary suite with a private sitting area and large ensuite bath. The walk-out lower level provides additional living space and endless possibilities for future finishing or recreation. Home is being sold AS-IS

3534 Swoboda Rd, Middleton

$619,900
4 Beds 3 Baths 2031196 MLS ACTIVE Status
Under construction; estimated completion 12/1/26. Welcome to Redtail Ridge—featuring Middleton Schools! Cook’s kitchen with quartz countertops, granite sink, ceramic tile backsplash, stainless steel appliances, and walk-in pantry. Great room features gas fireplace with ceramic surround & reeded wall accent. Dining area includes walkout to 6x12' patio. Main floor flex room with double glass doors for office, playroom, etc. Primary bedroom suite features two closets—one standard and one walk-in!—and private bath with tile shower & dual sinks. Convenient upper level laundry room and separate mudroom with built-in wood cubbies off garage. Garage features bonus 15’ deep 3rd car space. Basement is stubbed for bathroom & includes egress window for future expansion. 10yr builder's limited warranty & 15yr dry basement warranty included! Interior photos are of a similar model. Plans & design selections available upon request.

6648 Redpoll Rd, Middleton

$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

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

1619 Elderwood Cir, Middleton

$624,900
4 Beds 3 Baths 2030788 MLS ACTIVE Status
Welcome home to this beautiful 4-bedroom home in the highly sought-after Middleton School District! A charming covered front porch welcomes you into a bright, open-concept floor plan designed for comfortable everyday living and entertaining. The great room features a cozy fireplace and flows seamlessly into the kitchen with a spacious island. Enjoy the convenience of a main-floor primary suite complete with a private en suite featuring a tiled shower and double vanity. Main-floor laundry and a 3-car garage add functionality and storage. Upstairs, you’ll find three additional bedrooms, a full bathroom, and a versatile flex room—perfect for a home office, playroom, den, craft room, or whatever fits your lifestyle. With a thoughtful layout, flexible living spaces, and a desirable location close to shopping and nature, this home has so much to offer! October completion

6659 Linnet Ln, Middleton

$1,400,000
5 Beds 5 Baths 2030777 MLS ACTIVE Status
Welcome to this gorgeous home set on 1.5 acres in the highly sought-after Middleton School District. Offering the perfect blend of space, privacy, and thoughtful updates, this property has been meticulously improved for comfortable, worry-free living through the whole home. Main level primary en suite. Recent upgrades include new garage doors, an upgraded roof, new 6" gutters, newly insulated garage, updated garage flooring, along with other improvements you will have to see. The lower-level workroom is an incredible bonus, an ideal space for tuning skis, working on bikes, tackling projects, or enjoying your favorite hobby with access to the back yard. Outside, the expansive yard offers plenty of room to relax, entertain, garden, and enjoy the peaceful surroundings. A rare opportunity to enjoy country-like space while remaining conveniently close to Verona, Middleton, Madison, shopping, dining, and everyday amenities. Beautifully maintained, extensively updated, and ready to enjoy!

7744 Pamela Cir, Middleton

$799,900
4 Beds 4 Baths 2030720 MLS ACTIVE Status
Beautiful custom home in sought-after Bishops Bay offering 4+ bedrooms, 3.5 baths, and 4,000+ sq ft of finished living space. Bright, open floor plan features engineered wood floors and floor-to-ceiling windows. Gourmet kitchen includes granite counters, tile backsplash, Wolf range, new LG appliances, and custom walk-in pantry. Primary suite boasts golf course views, custom closet, and spa-like bath. Three additional bedrooms, dual-vanity bath, and main level laundry. Finished lower level offers rec room, full bath, and flexible bonus space. Enjoy the fenced yard and maintenance free porch. New roof prior to closing! Bishops Bay amenities include pool, fitness center, trails, and more. Golf available through Bishops Bay Country Club membership.

5019 Sawgrass Ter, Middleton

$648,900
4 Beds 3 Baths 2030577 MLS ACTIVE Status
Located in the heart of the highly sought-after Middleton School District, this stunning 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort, space & functionality. Step in to a welcoming spacious living area w/ charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen & dining area, w/ ample counter space & room to gather. Versatile flex room on the main level. A generous primary suite w/ box tray ceiling, ensuite bath and walk-in closet, plus 3 additional bedrooms all with walk in closets, and a full bath. A second large flex room on the upper level offers endless possibilities. An egress window in the lower level allows for potential for a future finished basement. Plenty of space in the 3 car garage. Don't miss out on this Middleton gem! December completion

6604 Linnet Ln, Middleton

$634,900
4 Beds 3 Baths 2030576 MLS ACTIVE Status
Energy Efficient New Construction located in the highly sought after Middleton School District. Tim O'Brien Homes Abbott plan welcomes you from the covered front porch inviting you into an open living space where the bright sunny Great Room features a cozy fireplace & is open to a spacious Kitchen and dining area. The quartz counters & ample cabinetry make this kitchen a chef's dream. A Flex Room is located off the main living & provides a quiet area perfect for an office or formal dining. In the expansive upper level find 4 bedrooms including the impressive Primary Suite w/ box tray ceiling, a large walk-in closet & luxurious bath w/ tile shower and bench. An additional flex room on the upper level offers endless possibilities. An egress window in the lower level allows for future potential finished basement. Plenty of room in the 3 car garage. Don't miss this Middleton gem! December completion

6610 Linnet Ln, Middleton

$635,900
4 Beds 3 Baths 2030574 MLS ACTIVE Status
Located in the heart of the highly sought-after Middleton School District, this stunning 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort, space & functionality. Step in to a welcoming spacious living area w/ charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen & dining area, w/ ample counter space & room to gather. Versatile flex room on the main level. A generous primary suite w/ box tray ceiling, ensuite bath and walk-in closet, plus 3 additional bedrooms all with walk in closets, and a full bath. A second large flex room on the upper level offers endless possibilities. An egress window in the lower level allows for potential for a future finished basement. Plenty of space in the 3 car garage. Don't miss out on this Middleton gem! December completion

6616 Linnet Ln, Middleton

$642,900
3 Beds 3 Baths 2030572 MLS ACTIVE Status
Energy Efficient New Construction located in the highly sought after Middleton School District. Tim O'Brien Homes Abbott plan welcomes you from the covered front porch inviting you into an open living space where the bright sunny Great Room features a cozy fireplace & is open to a spacious Kitchen and dining area. The quartz counters & ample cabinetry make this kitchen a chef's dream. A Flex Room is located off the main living & provides a quiet area perfect for an office or formal dining. In the expansive upper level find 3 bedrooms including the impressive Primary Suite w/ box tray ceiling, a large walk-in closet & luxurious bath w/ tile shower and bench. An egress window in the lower level allows for future potential finished basement. Plenty of room in the extra wide 2 car garage. Don't miss this Middleton gem! November completion

6622 Linnet Ln, 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 UNDER CONTRACT 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

$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 neighborhood in Middleton, close to parks, schools, and shopping. Brand new roof 2026

8927 Sunstone Ln, 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

$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

$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

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.