Middleton, WI Homes

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  /11

  $240,000

  • Land
  • 0.08 Acre
  • $3,000,000 per Acre

  4059 Serenbe St, Middleton, WI 53562

  Come build a Chicago Row Home on Lot 20 at Belle Farm—Middleton's new Eco, Health and Wellness neighborhood. Building plan for this lot consists of a Chicago Row Home: 4 BD, 3.5 BA, 2,700-3,400 SQ FT, guest house over the garage. Belle Farm is a new kind of residential community in Middleton, WI focused on physical & mental wellbeing & a deep respect for the earth. Preserving open space &

  Estella Moschkau Sprinkman Real Estate

  4059 Serenbe St, Middleton, WI 53562
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  /2

  $880,000 Sold Apr 29, 2025

  • 2,791 Sq Ft
  • $315/SF
  • 6 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2020

  4757 Daybreak Ct, Middleton, WI 53562

  Showing date 3/14.Nestled on an oversized lot on a peaceful cul-de-sac, this stunning home offers the perfect blend of luxury & comfort. Prairie walking trails & community park, an ideal setting. Spacious 3 car garage w/soaring ceilings provides ample storage. Step inside to find designer light fixtures, engineered hardwood flooring, elegant & functional built-ins, & custom blinds. Heart of the

  Tracy Tompkins Relish Realty

  4757 Daybreak Ct, Middleton, WI 53562
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  /45

  Est $833,347 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,526 Sq Ft

  5037 St Annes Dr, Middleton, WI 53562

  5037 St Annes Dr, Middleton, WI 53562
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  /67

  $1,249,900

  • 5 Beds
  • 3.5 Baths
  • 4,091 Sq Ft

  4886 Foxfire Trail, Middleton, WI 53562

  *LOW TAXES*5 MINUTES TO ES/MS/HS*2 MINUTES TO BELTLINE HWY & 5 MINUTES TO SHOPPING*15 MINUTES TO UW & HOSPITAL*PRIVATE 1.88AC LOT, 4,100 SQ FT CUSTOM HOME in MIDDLETON SCHOOL DISTRICT*. Tucked away in the MOST enchanting neighborhood setting, this well-built custom home is situated on private & spacious wooded lot in the heart of Middleton! COUNTRY LIVING IN THE CITY & a view of the Capitol from

  Michael Klubertanz Restaino & Associates

  4886 Foxfire Trail, Middleton, WI 53562
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  /40

  $295,000 Sold Apr 28, 2025

  • 996 Sq Ft
  • $296/SF
  • 3 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1996

  8530 Greenway Blvd Unit 313, Middleton, WI 53562

  Location, location! Just West of the outdoor mall, Greenway Station and minutes to Downtown Middleton. This turnkey condo is on the 3rd floor which is very quiet and peaceful. West facing balcony provides ample sunlight and overlooks a lovely courtyard vs overlooking a parking lot. Newer, soft, plush carpet in the family room, den, hallway and primary bedroom. Newer LVP in the kitchen, granite

  Kelly Gilboy Restaino & Associates

  8530 Greenway Blvd Unit 313, Middleton, WI 53562
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  /49

  Est $735,960 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,501 Sq Ft

  2647 Sand Pearl Trail, Middleton, WI 53562

  2647 Sand Pearl Trail, Middleton, WI 53562
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  /33

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  3410 Valley Ridge Rd Unit 1, Middleton, WI 53562

  Experience easy living in this desirable 3-bedroom, first-floor walkout condo in Concord Heights—nestled in the top-rated Middleton School District. This corner unit offers privacy, abundant natural light, and direct access to outdoor space, with the serene Pheasant Branch Conservancy as your backyard and Lake Mendota just minutes away. Enjoy morning walks on nearby trails or quick outings to

  Juliana Van Eck Sprinkman Real Estate

  3410 Valley Ridge Rd Unit 1, Middleton, WI 53562
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  /16

  $421,000 Sold Apr 25, 2025

  • 1,772 Sq Ft
  • $238/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1979

  3620 Glenn Ln, Middleton, WI 53562

  Tucked away on a private cul-de-sac, this bright and airy contemporary ranch home offers a spacious layout with vaulted ceilings, skylights, and a large deck overlooking a private backyard. The primary bedroom includes a sitting area and looks out to the deck, while the lower level features a solarium leading to the yard. Enjoy a wood-burning fireplace in the cozy living/dining area, and a

  Joel Hinsey Stark Company, REALTORS

  3620 Glenn Ln, Middleton, WI 53562
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  /84

  Est $1,189,251 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,504 Sq Ft

  7703 Payvery Trail, Middleton, WI 53562

  7703 Payvery Trail, Middleton, WI 53562
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  /6

  $269,000

  • Land
  • 0.83 Acre
  • $324,096 per Acre

  Lot 29 Blue Cedar Dr, Middleton, WI 53593

  This is a fantastic corner lot in the luxurious Glaciers Trail neighborhood. Located in the Town of Middleton, it provides access to the much-desired Middleton School District. This lot features the perfect location to build a stunning home while being within a short drive of local shopping, restaurants, golf courses, and other amenities of Madison’s west side. The lot features half exposure.

  Alden Cleary Jason Thomas Homes LLC

  Lot 29 Blue Cedar Dr, Middleton, WI 53593
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  /47

  $637,500 Sold Apr 25, 2025

  • 2,191 Sq Ft
  • $291/SF
  • 5 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2006

  9422 Whippoorwill Way, Middleton, WI 53562

  Middleton Schools! This well maintained middle of the block two-story home will impress! Foyer with real hardwood flooring is flanked by a sunlight filled bonus room. Spacious kitchen features solid surface counters, SS appliances, breakfast bar, tons of cabinetry & a walk-in pantry. Dinette w/ sliding patio door leads to the paver patio perfect for relaxing in the shade or BBQ grilling. Newly

  Josh Blasi Restaino & Associates

  9422 Whippoorwill Way, Middleton, WI 53562
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  /44

  Est $878,768 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,935 Sq Ft

  6758 S Chickahauk Trail, Middleton, WI 53562

  6758 S Chickahauk Trail, Middleton, WI 53562
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  /54

  $735,000

  • 3 Beds
  • 4 Baths
  • 2,843 Sq Ft

  6667 S Chickahauk Trail, Middleton, WI 53562

  Discover a life of comfort and tranquility in this beautiful craftsman-style home, situated in a peaceful neighborhood adjacent to Pheasant Branch Conservancy and Middleton Hills. This inviting residence features a spacious primary suite and a kitchen that serves as the heart of the home. The main level boasts an impressive laundry room, convenient pantry shelving, and a serene sunroom. The high

  Grace Sonsalla RE/MAX Preferred

  6667 S Chickahauk Trail, Middleton, WI 53562
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  /43

  $355,000 Sold Apr 25, 2025

  • 1,773 Sq Ft
  • $200/SF
  • 34 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2007

  721 Cricket Ln Unit 3, Middleton, WI 53562

  WELCOME TO YOUR HAPPY PLACE! Exciting 3 bd, 2.5 ba 3 Story Townhouse that boasts a light & bright living room w/ impressive gas fireplace & gleaming wd flrs throughout, fabulous kitchen w/ breakfast bar, ample counter space, & nice dinette. Primary Suite w/ full bath w/ double sink and huge walk-in closet. Bonus- 3rd floor lofted bedroom suite that has a full bath w/ walk-in shower + walk-in

  Matt Kornstedt Stark Company, REALTORS

  721 Cricket Ln Unit 3, Middleton, WI 53562
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  /38

  Est $577,071 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,056 Sq Ft

  7103 Calla Pass, Middleton, WI 53562

  7103 Calla Pass, Middleton, WI 53562
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  /37

  $675,000

  • 2 Beds
  • 2.5 Baths
  • 2,654 Sq Ft

  7254 Lily Ln, Middleton, WI 53562

  This custom-built duplex in Crane's Nest Condominium offers spacious living with a large kitchen, ample cabinetry, a walk-in pantry, and a pocket office with custom storage. The open-concept living area features a cozy fireplace, separate dining, and a private deck. A convenient powder room is on the main level, and the spacious laundry room includes built-in cabinets, a sink, and a hanging area.

  Michele Narowetz Stark Company, REALTORS

  7254 Lily Ln, Middleton, WI 53562
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  /23

  $450,000 Sold Apr 21, 2025

  • 1,685 Sq Ft
  • $267/SF
  • 3 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1979

  5723 Highland Way, Middleton, WI 53562

  This exceptionally maintained 3-bedroom, 1.5-bathroom home is tucked into the desirable Cedar Ridge neighborhood, near the trail head of the scenic Pheasant Ridge Conservancy. With new roof, siding and gutters in 2022, this home is move-in ready and full of charm. The main level features stunning hardwood floors, a cozy gas fireplace, and a kitchen with stainless steel appliances, glass-front

  MHB Real Estate Team MHB Real Estate

  5723 Highland Way, Middleton, WI 53562
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  /30

  Est $719,773 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,728 Sq Ft

  523 Big Stone Trail, Middleton, WI 53562

  523 Big Stone Trail, Middleton, WI 53562
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  /69

  $899,900

  • 4 Beds
  • 3 Baths
  • 3,736 Sq Ft

  4707 Plainfield Ct, Middleton, WI 53562

  Sprawling ranch home in serene setting is sure to impress the moment you arrive. Fun in the sun with the inground pool & expansive deck, great for entertaining! Wood floors grace most on main level accented by 10' ceilings & oversized windows capturing the beautiful yard. Gorgeous kitchen open to dining. Owner's suite includes patio door to 3 season rm, perfect place to enjoy your beverage of

  Renee Christman First Weber Inc

  4707 Plainfield Ct, Middleton, WI 53562
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  /14

  $287,000 Sold Apr 18, 2025

  • 1,425 Sq Ft
  • $201/SF
  • 12 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1980

  1216 N Gammon Rd, Middleton, WI 53562

  Showings begin 4/5. Discover the potential in this charming 3-bedroom, 1.5-bathroom condo located in the desirable Middleton School District. While the unit does need some work, it offers a fantastic opportunity to create your dream home. The cozy living space features a welcoming wood-burning fireplace and a sunroom that overlooks mature trees and beautiful landscaping. Enjoy the convenience of

  Olga Vitenko First Weber Inc

  1216 N Gammon Rd, Middleton, WI 53562
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  /65

  Est $1,226,870 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,718 Sq Ft

  3615 John Muir Dr, Middleton, WI 53562

  3615 John Muir Dr, Middleton, WI 53562
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  /14

  $370,000

  • Land
  • 0.13 Acre
  • $2,846,154 per Acre

  7533 California Love Trail, Middleton, WI 53562

  Lot 39 is one of the largest in Belle Farm and is located on the edge of the neighborhood overlooking Graber Pond. This lot allows for a Custom build up to 3,000 sq. ft. Belle Farm is a new kind of residential community in Middleton, WI focused on physical and mental wellbeing and a deep respect for the earth. The neighborhood was designed to allow residents to connect with nature and neighbors,

  Chris Barreau MHB Real Estate

  7533 California Love Trail, Middleton, WI 53562
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  /29

  $272,000 Sold Apr 18, 2025

  • 1,073 Sq Ft
  • $253/SF
  • 13 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1998

  8510 Greenway Blvd Unit 104, Middleton, WI 53562

  Available 03/28. Perfectly situated close to shopping, restaurants, and downtown Middleton, this move-in ready condo is well-appointed and offers many modern amenities. Kitchen features granite counters, pantry space, and all SS appliances from 2021. Redone gas fireplace makes for a cozy living room with adjacent sunroom for reading nook, WFH set up/den, or general flex space. Spacious bedroom

  Julia Zehel Compass Real Estate Wisconsin

  8510 Greenway Blvd Unit 104, Middleton, WI 53562
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  /48

  Est $1,027,885 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,015 Sq Ft

  4919 St Annes Dr, Middleton, WI 53597

  4919 St Annes Dr, Middleton, WI 53597
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  /5

  $159,000

  • Land
  • 0.09 Acre
  • $1,766,667 per Acre

  6625 Junco Dr, Middleton, WI 53562

  Come build your dream home. New phase of Redtail Ridge in Middleton-Cross Plains school district is now open!

  Aeryn Barry Tim O'Brien Homes LLC

  6625 Junco Dr, Middleton, WI 53562
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  /54

  $605,000 Sold Apr 18, 2025

  • 2,120 Sq Ft
  • $285/SF
  • 7 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1960

  6304 Lakefield Ct, Middleton, WI 53562

  Stunning, fully remodeled single-family home in the heart of downtown Middleton, nestled on a serene private drive. Rebuilt from the studs up, this modern gem boasts top-to-bottom upgrades with impeccable craftsmanship. Enjoy a spacious, open-concept interior flooded with natural light, featuring high-end finishes and contemporary design. The expansive, fenced-in backyard is a private oasis,

  Keith McNeely First Weber Inc

  6304 Lakefield Ct, Middleton, WI 53562
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  /36

  Est $752,321 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,019 Sq Ft

  9333 Cobalt St, Middleton, WI 53562

  9333 Cobalt St, Middleton, WI 53562
• 

  

  /5

  $159,000

  • Land
  • 0.09 Acre
  • $1,766,667 per Acre

  6619 Junco Dr, Middleton, WI 53562

  Come build your dream home. New phase of Redtail Ridge in Middleton-Cross Plains school district is now open!

  Aeryn Barry Tim O'Brien Homes LLC

  6619 Junco Dr, Middleton, WI 53562
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  /64

  $825,000 Sold Apr 18, 2025

  • 3,322 Sq Ft
  • $248/SF
  • 11 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1963

  6639 Columbus Dr, Middleton, WI 53562

  Nestled in Middleton’s coveted Sak’s Woods neighborhood, this classic home seamlessly blends the original mid-century characteristics with professional updates and designs. Step inside to be greeted by rich hardwood floors, walls of natural light, and an open floor plan. The professionally designed kitchen boasts custom shaker cabinetry and an over 8ft island. Relax inside the sunroom—perfect for

  Eric Breidel Investment Realty Services LLC

  6639 Columbus Dr, Middleton, WI 53562
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  /28

  Est $772,419 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,121 Sq Ft

  522 Dragon Willow Ln, Middleton, WI 53562

  522 Dragon Willow Ln, Middleton, WI 53562
• 

  

  /5

  $159,000

  • Land
  • 0.09 Acre
  • $1,766,667 per Acre

  6613 Junco Dr, Middleton, WI 53562

  Come build your dream home. New phase of Redtail Ridge in Middleton-Cross Plains school district is now open!

  Aeryn Barry Tim O'Brien Homes LLC

  6613 Junco Dr, Middleton, WI 53562
• 

  

  /48

  $500,000 Sold Apr 18, 2025

  • 1,828 Sq Ft
  • $274/SF
  • 12 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1999

  3310 Conservancy Ln Unit 3309, Middleton, WI 53562

  Welcome to this lovely townhouse nestled in the prestigious Middleton conservancy, where luxury meets nature. This meticulously maintained condo features an open-concept main floor w/soaring ceilings and patio window that frame wonderful views of the Pheasant Branch conservancy. Kitchen boasts custom cabinetry, granite countertops & SS appliances. Private deck off kitchen for watching birds &

  Jill Stiegler Stark Company, REALTORS

  3310 Conservancy Ln Unit 3309, Middleton, WI 53562
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  /50

  Est $813,056 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,440 Sq Ft

  5018 Congressional Hill, Middleton, WI 53597

  5018 Congressional Hill, Middleton, WI 53597
• 

  

  /5

  $159,000

  • Land
  • 0.09 Acre
  • $1,766,667 per Acre

  6607 Junco Dr, Middleton, WI 53562

  Come build your dream home. New phase of Redtail Ridge in Middleton-Cross Plains school district is now open!

  Aeryn Barry Tim O'Brien Homes LLC

  6607 Junco Dr, Middleton, WI 53562
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  /36

  $418,000 Sold Apr 18, 2025

  • 1,435 Sq Ft
  • $291/SF
  • 230 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  6973 Belle Fontaine Blvd, Middleton, WI 53562

  Welcome to Redtail Ridge Townhomes, featuring Middleton Schools! New townhomes with stainless/granite kitchens & baths! Main level open concept living, 3 beds & 2 baths upstairs, 2-car attached garage and ample storage space. Rear foyer with bonus cubby area for easy organization and a pantry too. Shared maintenance agreement means that you’ll never need to worry about snow removal or landscape

  Cari Wuebben Encore Real Estate Services, I

  6973 Belle Fontaine Blvd, Middleton, WI 53562
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  /67

  Est $704,221 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,788 Sq Ft

  5031 Sawgrass Terrace, Middleton, WI 53597

  5031 Sawgrass Terrace, Middleton, WI 53597
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  /5

  $155,000

  • Land
  • 0.10 Acre
  • $1,550,000 per Acre

  6604 Linnet Ln, Middleton, WI 53562

  Come build your dream home. New phase of Redtail Ridge in Middleton-Cross Plains school district is now open!

  Aeryn Barry Tim O'Brien Homes LLC

  6604 Linnet Ln, Middleton, WI 53562
• 

  

  /19

  $721,000 Sold Apr 18, 2025

  • Land
  • 1.77 Acres
  • $407,345 per Acre

  • 105 Days On Market

  8124 Forsythia St, Middleton, WI 53562

  Looking to invest in a strategic location for your business? This commercial lot on Airport Rd in Middleton, WI, offers a rare opportunity. Located in a bustling commercial district, this property boasts 1.77 Acres of prime land ready for development. Strategically positioned on Airport Rd, offering high visibility and easy access. Zoned as PPD-S for commercial use, which allows for a variety of

  Matt McBurney Badger Realty Team

  8124 Forsythia St, Middleton, WI 53562
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  /27

  Est $672,180 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,797 Sq Ft

  9423 Whippoorwill Way, Middleton, WI 53562

  9423 Whippoorwill Way, Middleton, WI 53562
• 

  

  /5

  $159,000

  • Land
  • 0.09 Acre
  • $1,766,667 per Acre

  6610 Linnet Ln, Middleton, WI 53562

  Come build your dream home. New phase of Redtail Ridge in Middleton-Cross Plains school district is now open!

  Aeryn Barry Tim O'Brien Homes LLC

  6610 Linnet Ln, Middleton, WI 53562

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