Middleton, WI Homes for Sale

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  /40

  $578,517

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,176 Sq Ft

  Glacier Carriage Home Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  With this house, keeping your busy family organized and connected will be a breeze! Host dinner in your formal dining room, do homework or music lessons in the flex room, have coffee with friends at the kitchen island, enjoy a quiet evening by the fire in the great roomyou dream it, and theres space for it! And at the end of your busy day, youll retreat to a well-appointed primary bedroom suite

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141657, Middleton, WI 53562
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  /48

  $575,000

  • 3 Beds
  • 3.5 Baths
  • 2,418 Sq Ft

  3702 Spring Hill Ct, Middleton, WI 53562

  Showings to begin 08/21/2026 - Welcome home to this beautifully maintained two story Colonial, nestled on a quiet cul-de-sac in one of Middleton’s most sought-after neighborhoods. This inviting home blends comfort, functionality, and timeless charm, with generous living spaces ideal for everyday living and entertaining. Enjoy brand-new kitchen appliances, fresh paint throughout, and new carpeting

  Dre Alexander Alexander Real Estate WI, LLC

  3702 Spring Hill Ct, Middleton, WI 53562
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  /15

  $626,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,989 Sq Ft

  6625 Junco Dr, Middleton, WI 53562

  Located in the heart of the highly sought-after Middleton School District, this stunning 3-bedroom, 2.5-bathroom home offers the perfect blend of comfort, space & functionality. Step in from the large covered front porch to a welcoming spacious living area w/ charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen w/ ample counter space, walk in pantry

  Aeryn Barry Tim O'Brien Homes LLC

  6625 Junco Dr, Middleton, WI 53562
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  /5

  $219,900

  • Land
  • 8,276 Sq Ft
  • $1,157,368 per Acre

  L253 Thrasher St, Middleton, WI 53562

  Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas,

  Aeryn Barry Tim O'Brien Homes LLC

  L253 Thrasher St, Middleton, WI 53562
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  /20

  $70,000

  • Land
  • 1,742 Sq Ft
  • $1,750,000 per Acre

  4044 Serenbe St, Middleton, WI 53562

  Seller has created a new price point opportunity for Lot 11 in Middleton’s captivating new neighborhood, Belle Farm. Purchase this lot and build one of Belle Farm’s delightful cabin homes. Take advantage of this opportunity to build an exceptionally high quality, energy efficient, jewel of a home with an estimated lot plus construction package starting at $729,000. Your new home will feature

  Estella Moschkau Sprinkman Real Estate

  4044 Serenbe St, Middleton, WI 53562
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  /71

  $205,000

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  6235 Charing Cross Ln Unit A1, Middleton, WI 53562

  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

  Kevin Navarro LPT Realty

  6235 Charing Cross Ln Unit A1, Middleton, WI 53562
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  /4

  $648,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,301 Sq Ft

  6604 Linnet Ln, Middleton, WI 53562

  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

  Aeryn Barry Tim O'Brien Homes LLC

  6604 Linnet Ln, Middleton, WI 53562
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  $582,349

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,125 Sq Ft

  Denali Carriage Home Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  Convenient single floor living in a smartly-designed two story package. Gather in the great room where youre only steps away from tossing some dinner in the oven, throwing in a load of laundry, or retreating to the privacy of your primary bedroom suite for a moment of quiet.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141649, Middleton, WI 53562
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  $553,153

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,892 Sq Ft

  Willow Cottage Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  The Willow Cottage is ready for your changing family dynamic! Featuring a main floor primary bedroom suite and ample living areas, it has everything you need. Use the upstairs bonus rooms as extra spacious bedrooms (check out those closets!), gaming area, art studio, or anything else you can imagine!

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141504, Middleton, WI 53562
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  /52

  $849,900

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,766 Sq Ft

  7226 Hubbard Ave, Middleton, WI 53562

  Classic 1920 Craftsman bungalow on a prime corner lot in the heart of downtown Middleton — that rarely comes to market. This 3-BR, 2.5-BA character home blends original charm with everyday livability: maple hardwood floors, classic woodwork, tall ceilings, a formal dining room, and natural light throughout. First floor powder room, laundry & a mudroom for everyday function. Upstairs, the primary

  Mike Adler Restaino & Associates

  7226 Hubbard Ave, Middleton, WI 53562
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  /14

  $200,000

  • Land
  • 10,890 Sq Ft
  • $800,000 per Acre

  10513 Emerald Elm Rd, Middleton, WI 53593

  Welcome to Westwind! Nestled on the far west side of Madison, Westwind boasts an ideal location with convenient access to the Beltline, shopping, and dining at popular destinations like Greenway Station, Downtown Middleton, Hilldale, and Downtown Madison. Enjoy a short commute to major hospitals and Epic, along with nearby walking paths, parks, and the Pioneer Pointe pool. Our community features

  Amy Lessing Compass Real Estate Wisconsin

  10513 Emerald Elm Rd, Middleton, WI 53593
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  /16

  $489,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,522 Sq Ft

  612 Tabby Turn Dr, Middleton, WI 53562

  This Chelsea 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

  Scott Kramer Stark Company, REALTORS

  612 Tabby Turn Dr, Middleton, WI 53562
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  /25

  $525,000

  • Land
  • 1.59 Acres
  • $330,189 per Acre

  L13 Glaciers Forest Ct, Middleton, WI 53593

  Gorgeous 1.59 acre lot offers mature woods and the opportunity for a full lower level walkout. Located in the picturesque Glaciers Trail subdivision. Work with Michael F. Simon Builders to design and build your dream home. The envisioned home for this lot will be in the $2.75-million-dollar plus range. Glacier’s Trail is a captivating subdivision designed to offer residents an idyllic country

  Kristine Jaeger Sprinkman Real Estate

  L13 Glaciers Forest Ct, Middleton, WI 53593
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  /5

  $174,900

  • Land
  • 4,356 Sq Ft
  • $1,749,000 per Acre

  L267 Thrasher St, Middleton, WI 53562

  Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas,

  Aeryn Barry Tim O'Brien Homes LLC

  L267 Thrasher St, Middleton, WI 53562
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  /5

  $224,900

  • Land
  • 6,969 Sq Ft
  • $1,405,625 per Acre

  L208 Hooded Merganser Dr, Middleton, WI 53562

  Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas,

  Aeryn Barry Tim O'Brien Homes LLC

  L208 Hooded Merganser Dr, Middleton, WI 53562
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  $566,892

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,810 Sq Ft

  Acadia Carriage Home Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  Imagine calming conversations while overlooking the goings-on of the world from the perch of your wrap-around front porch; its the perfect spot for watching the sun rise and the birds soar! Coupled with all of the amenities a busy family needs, this house offers a unique blend of different spaces for relaxing, interacting, and entertaining.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141629, Middleton, WI 53562
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  /40

  $444,500

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,130 Sq Ft

  6882 Belle Fontaine Blvd, Middleton, WI 53562

  Move-in ready! Welcome to Redtail Ridge Townhomes--featuring Middleton Schools! New townhomes with unimpeded views of 4 acre park across the street! Main level open concept living with stainless/granite kitchens and baths. 3 beds & 2 baths upstairs, 2-car attached garage & ample storage space. Finished basement with rec room and full bath INCLUDED. Garage enters at basement level. Shared

  Encore Homes, Inc Builder

  6882 Belle Fontaine Blvd, Middleton, WI 53562
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  $1,299,900

  $100K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 4,473 Sq Ft

  6 Pebble Beach Cir, Madison, WI 53717

  Exquisite custom-built Victorian showcasing timeless elegance and unmatched craftsmanship. Every detail has been thoughtfully curated, from bespoke hand-printed wallpaper to rich hardwood floors and intricate custom millwork. At the heart of the home, a large gourmet chef’s kitchen inspires with generous workspace, premium finishes, and seamless flow for entertaining. The residence offers 3

  Ryan Oliversen Collective Real Estate Group

  6 Pebble Beach Cir, Madison, WI 53717
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  /2

  $495,000

  • Land
  • 28,314 Sq Ft
  • $761,538 per Acre

  5933 Sunday Dr, Westport, WI 53597

  LOT 321: This homesite is now available in the second phase of The Prairie Estates Neighborhood in The Community of Bishops Bay. The lot backs to Hole 9 on the Bishops Bay Country Club Golf Course. At 0.65 acres, the lot offers many home design options. This section of The Prairie Estates Neighborhood is a gated area in The Community of Bishops Bay. Choose from one of our exceptional builders to

  Janie Krohmer T. Wall Enterprises Mgt, LLC

  5933 Sunday Dr, Westport, WI 53597
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  /18

  $475,000

  • Land
  • 39,639 Sq Ft
  • $521,978 per Acre

  L 327 Sunday Dr, Westport, WI 53597

  LOT 327: This homesite is now available in The Community of Bishops Bay. This lot is in the gated section in The Prairie Estates Neighborhood on Sunday Drive and is adjacent to the 14 acre Jacobsen Park. The back of the lot has exceptional views of the countryside north to Waunakee. Extensive walking paths throughout the community that connect to the North Mendota Wildlife Prairie Unit and The

  Janie Krohmer T. Wall Enterprises Mgt, LLC

  L 327 Sunday Dr, Westport, WI 53597

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