Middleton, WI Homes for Sale

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  $210,000

  • Land
  • 0.33 Acre
  • $636,364 per Acre

  10436 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

  10436 Emerald Elm Rd, Middleton, WI 53593
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  $240,000

  • 2 Beds
  • 2 Baths
  • 1,125 Sq Ft

  5518 Century Ave Unit 4, Middleton, WI 53562

  Tucked into a quiet, park-like setting near Pheasant Branch Conservancy, this updated condo feels like a true retreat from the day-to-day. The refreshed kitchen features stainless steel appliances, modern cabinetry, and updated countertops, and opens naturally into a bright living space where warm bamboo floors add character and comfort. Large windows bring in great natural light and connect the

  Scott Ellingboe RE/MAX Preferred

  5518 Century Ave Unit 4, Middleton, WI 53562
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  /105

  $616,055 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,060 Sq Ft

  Max's Royal Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  Lets face it, our worlds revolve around our kids and this home is custom built to make the absolute most out of the time we get to spend with them. The gourmet kitchen and expansive vaulted great room make family living a blast, all with the convenience of single story living.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141364, Middleton, WI 53562
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  $449,900

  • 3 Beds
  • 1.5 Baths
  • 1,455 Sq Ft

  6829 Cooper Ave, Middleton, WI 53562

  Show 11/7. This charming, light-filled home offers easy single-level living with three bedrooms on the main floor and a bright, inviting three-season porch. The lower level provides extra living space with a cozy family room featuring classic knotty pine paneling, a stone fireplace, a convenient half bath, and ample workshop and storage areas. A deep attached 1-car garage offers everyday

  Michael Weiss MHB Real Estate

  6829 Cooper Ave, Middleton, WI 53562
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  /7

  $309,900

  • Land
  • 1.75 Acres
  • $177,086 per Acre

  4903 Capitol View Rd, Middleton, WI 53562

  1.75 acre single family wooded lot. Located in the town of Springfield, with great Middleton schools. Minutes from 12-18 just off Airport Rd. This unique lot has a blacktop driveway, well & septic with 36x24 detached garage slab and building rights in place. Build your dream home and have room to spare with no HOA's!

  Stuart Meland Madcityhomes.Com

  4903 Capitol View Rd, Middleton, WI 53562
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  $631,897 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,279 Sq Ft

  Landon's Crossing Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  Modern living at its finest! This spacious home is designed to impress with its open concept floor plan, great room vaulted ceiling, and huge butlers pantry. Youll find convenient features everywhere: an upper level laundry, a flex room to adapt to your needs, and a large mud room for storage. Looking to relax? Take advantage of the large front porch or the luxurious primary bedroom suite.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141355, Middleton, WI 53562
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  /80

  $603,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,264 Sq Ft

  6631 Junco Dr, Middleton, WI 53562

  Move-in ready! Welcome to Redtail Ridgefeaturing Middleton Schools! Cooks kitchen with granite countertops & sink, stainless steel appliances, and pantry. Large great room features gas fireplace and walkout to screened porch. Formal dining room and flex room for office, playroom, etc. Main floor laundry, mud room, and powder room. Upper level features 4 bedrooms and large linen closet. Primary

  Encore Homes, Inc Builder

  6631 Junco Dr, Middleton, WI 53562
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  /32

  $449,500 New Construction

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

  6886 Belle Fontaine Blvd, Middleton, WI 53562

  Under construction; estimated completion 4/27/26. 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

  Encore Homes, Inc Builder

  6886 Belle Fontaine Blvd, Middleton, WI 53562
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  /5

  $199,900

  • Land
  • 0.23 Acre
  • $869,130 per Acre

  9924 Shining Willow St, Middleton, WI 53562

  Beautiful half exposed homesite in The Willows neighborhood on Madison's West Side with Middleton Schools. Build with Midwest Homes, builder of quality custom homes since 1969. Enjoy energy and upfront savings with a Energy Star-rated, Green-Built, value-engineered home along with high end finishes and generous allowances for selections that you'll choose with our in-house designer. We build a

  Kelly Rainiero Mode Realty Network

  9924 Shining Willow St, Middleton, WI 53562
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  /5

  $587,483 New Construction

  • 3 Beds
  • 2 Baths
  • 1,813 Sq Ft

  Vincent's Place Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  Quiet and unassuming, this home welcomes you at the end of a long day like an old friend. An open concept living and dining room invites family to communicate and spend quality time together. The vaulted ceilings add to the open feel of the main living space. While quaint on the outside, its quite something on the inside.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141424, Middleton, WI 53562
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  /40

  $551,613 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,865 Sq Ft

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

  Cute as a button and so practical! The Juniper Cottage features a huge great room with plenty of space for a desk nook for work-at-home options. The private primary bedroom suite is extraordinarily roomy with an extra-large walk-in closet. And for a nice bonus: a private patio for outdoor living!

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141612, Middleton, WI 53562
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  /3

  $235,000

  • Land
  • 0.07 Acre
  • $3,357,143 per Acre

  Lot 27 Belle Farm, Middleton, WI 53562

  Design your own Nest Home on Lot 27 at Belle Farm. Nestled around a lovely green, our Nest Homes have a touch of cabin to them... natural materials, screened porches, simple but high functioning design. Nest lots are close to the action of Belle Farm but tucked just enough away to experience the moment to moment beauty of nature. Everyday will feel like vacation in the nest. This lot allows for

  Estella Moschkau Sprinkman Real Estate

  Lot 27 Belle Farm, Middleton, WI 53562
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  /34

  $323,000

  • 2 Beds
  • 2.5 Baths
  • 1,520 Sq Ft

  709 Cricket Ln Unit 2, Middleton, WI 53562

  An affordable opportunity to own a low-maintenance home in the Middleton School District. This inviting 2-story townhome in the popular Greystone neighborhood offers 2 beds, 2.5 baths & 1,520sqft of bright, beautiful living space. The home features an open floor plan with a gas fireplace & a sun-filled living room overlooking the courtyard, a spacious kitchen with full appliances & a breakfast

  Xinli Chen Restaino & Associates

  709 Cricket Ln Unit 2, Middleton, WI 53562
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  /2

  $1,399,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,801 Sq Ft

  7532 Peyton Pkwy, Middleton, WI 53593

  NEW CONSTRUCTION! Welcome to Evans Crossing. This house is located in an area of fine homes with strong architectural requirements and in a wooded setting abutting the Pioneer Pointe golf course via the Town trail system and in Middleton school system. The house packs a punch: main floor primary, laundry, sunroom, screened in porch, walk-in pantry, raised ceilings, living room, windows

  Alden Cleary Jason Thomas Homes LLC

  7532 Peyton Pkwy, Middleton, WI 53593
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  $329,000

  • 2 Beds
  • 2 Baths
  • 1,410 Sq Ft

  1222 N Gammon Rd, Middleton, WI 53562

  Beautifully updated Middleton townhouse offering 2BR, 2BA, and just shy of 1500sqft of living space, including a heated three-season room now fully integrated into the home. Remodeled in 2025 with all new flooring, refreshed bathrooms, new paint throughout, updated backsplash, and more. Enjoy an open, bright layout with great natural light, a cozy fireplace, and an unfinished basement for future

  Heather Taylor MHB Real Estate

  1222 N Gammon Rd, Middleton, WI 53562
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  /12

  $210,000

  • Land
  • 0.23 Acre
  • $913,043 per Acre

  649 Windy Willow Rd, Middleton, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  649 Windy Willow Rd, Middleton, WI 53593
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  /5

  $193,000

  • Land
  • 0.12 Acre
  • $1,608,333 per Acre

  Lot 6 Belle Farm, Middleton, WI 53562

  Embrace simple living in Belle Farm, Middleton’s new eco-wellness neighborhood designed for connection, sustainability, and a better way of life. This Cabin Home lot features a thoughtfully crafted Brio-built home plan of approximately 1,300 sq ft, offering a cozy, efficient footprint without sacrificing design or comfort. Clean lines, smart spaces, and high-quality materials create a home that

  Beth Davis Compass Real Estate Wisconsin

  Lot 6 Belle Farm, Middleton, WI 53562
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  /47

  $390,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,435 Sq Ft

  Redtail Ridge 3-Unit Townhomes Plan at Redtail Ridge - Townhomes, Middleton, WI 53562

  All the comforts of home, coupled with unparalleled convenience! Spacious townhome style means open concept living, generously sized bedrooms, and ample storage space coupled with contemporary design. Shared maintenance agreement means that youll never need to worry about snow removal or landscape careall taken care of for you! Photos and tours are of a similar duplex end-unit model.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141785, Middleton, WI 53562
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  $579,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 4 Baths
  • 2,691 Sq Ft

  8903 White Coral Way, Middleton, WI 53562

  Beautifully designed home in the Hidden Oaks neighborhood exudes warmth & charm throughout. Natural light fills every room, showcasing a great room with open concept layout, 9 ft ceilings, and a gas fireplace. Kitchen features SS appliances, a spacious island and a generous walk-in pantry. Hardwood floors throughout the entire main level including an office/flex room that could function as a 5th

  Joffre Pedretti Keller Williams Realty

  8903 White Coral Way, Middleton, WI 53562
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  /47

  $390,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,435 Sq Ft

  Redtail Ridge 4-Unit Townhomes Plan at Redtail Ridge - Townhomes, Middleton, WI 53562

  All the comforts of home, coupled with unparalleled convenience! Spacious townhome style means open concept living, generously sized bedrooms, and ample storage space coupled with contemporary design. Shared maintenance agreement means that youll never need to worry about snow removal or landscape careall taken care of for you! Photos and tours are of a similar duplex end-unit model.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141798, Middleton, WI 53562
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  /5

  $159,000

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

  6665 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

  6665 Linnet Ln, Middleton, WI 53562
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  /98

  $574,459 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,883 Sq Ft

  Jennifer's Knoll Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  This all-American floor plan is instantly comforting: it reminds you of homes you spent part of your childhood in, yet there is a modern twist and update that makes it more functional and open. With three bedrooms, two and a half bathrooms, and a first floor laundry, it accommodates everyone with ease and efficiency.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141332, Middleton, WI 53562
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  /5

  $159,000

  • Land
  • 0.19 Acre
  • $836,842 per Acre

  9433 Cobalt St, Middleton, WI 53562

  Rare homesite in the Middleton School District on the west side of Madison. Partial front exposure possible. Build with Midwest Homes, builder of quality custom homes since 1969. Enjoy energy and upfront savings with an Energy Star-rated, Green-Built, value-engineered home and quality finishes to be chosen alongside our in-house designer. We build a limited number of homes each year to maintain

  Kelly Rainiero Mode Realty Network

  9433 Cobalt St, Middleton, WI 53562
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  /46

  $265,000

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft

  5506 Century Ave Unit 1, Middleton, WI 53562

  Discover easy, maintenance-free living in this move-in ready 2BR/2BA condo! Bright and spacious, the open living area is perfect for entertaining or simply unwinding. The quiet primary suite offers a walk-in closet and private bath, while the extra-deep tandem garage provides plenty of storage. Step right out your patio door to enjoy the in-ground pool all summer long. Pet-friendly community in a

  Aaron Weber Compass Real Estate Wisconsin

  5506 Century Ave Unit 1, Middleton, WI 53562
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  $823,600 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,044 Sq Ft

  The Maybeck Plan at Eagle Trace, Middleton, WI 53562

  The Maybeck, named for the arts and crafts movement architect, Bernard Maybeck, is a fine tribute to his legacy. A well thought out design brings form and function to the space. The Maybeck features two flex rooms on the main floor, allowing you to create your own zones. Arts and crafts can be had in the back and perhaps a music room with a baby grand can resonate from the front. What’s more,

  Veridian Homes Builder

  3955 Schewe Rd Unit 38774778, Middleton, WI 53562
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  /12

  $200,000

  • Land
  • 0.23 Acre
  • $869,565 per Acre

  657 Windy Willow Rd, Middleton, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  657 Windy Willow Rd, Middleton, WI 53593
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  /32

  $459,500 New Construction

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

  6878 Belle Fontaine Blvd, Middleton, WI 53562

  Under construction; estimated completion 4/27/26. 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

  Encore Homes, Inc Builder

  6878 Belle Fontaine Blvd, Middleton, WI 53562
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  /19

  $335,000

  • 3 Beds
  • 1.5 Baths
  • 1,390 Sq Ft

  7009 Fortune Dr, Middleton, WI 53562

  Peaceful 3-Bedroom Condo Near Downtown Middleton & Madison Welcome to your serene retreat nestled across the street from Stricker's and Tiedeman's pond, just minutes from both downtown Middleton and downtown Madison, as well as Madison's vibrant west side. This beautifully maintained 3-bedroom condo offers the perfect blend of nature, convenience, and comfort. Step inside to find an open-concept

  Eduardo Gnewuch Bunbury & Assoc, REALTORS

  7009 Fortune Dr, Middleton, WI 53562
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  /100

  $638,817 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,157 Sq Ft

  Allison's Grove Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  Welcome home! This sprawling ranch has a unique layout with room for the whole family. Expansive primary bedroom suite provides exceptional privacy. Let the memory-making begin!

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141514, Middleton, WI 53562
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  /2

  $547,472 New Construction

  • 3 Beds
  • 2 Baths
  • 1,775 Sq Ft

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

  Its here! Ranch home living with everything you need all on one level! The open concept kitchen, dining, and great room areas make entertaining easy. Imagine creating cozy memories of making holiday cookies while enjoying a quiet fire and good company. Maximize the efficiency of your day by slipping into the convenient flex room to take a call or answer an email. When the day is done, retreat to

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141683, Middleton, WI 53562
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  /14

  $220,000

  • Land
  • 0.3 Acre
  • $733,333 per Acre

  10514 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

  10514 Emerald Elm Rd, Middleton, WI 53593
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  $444,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,765 Sq Ft

  10122 Mosaic Way, Middleton, WI 53562

  The Crest Collection: Same heart. Smarter build. We’ve refined our most loved home plans to offer the same comfort and style with more efficient layouts and simplified construction. The result? Homes that stay true to what matters— with added value built in. For site specific home plan details, please click here. All prices, promotions and specifications are subject to change at any time without

  Veridian Homes Builder

  10122 Mosaic Way, Middleton, WI 53562
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  $515,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,563 Sq Ft

  4317 Goldeneye Gateway Dr, Middleton, WI 53562

  Welcome to Canna Lily Cottages at Redtail Ridge--featuring Middleton Schools! Kitchen includes quartz countertops, large island, granite sink, stainless appliances, and pantry. Primary bedroom suite features walk-in closet and private bath with tile shower & dual sinks. Main floor laundry & powder rooms. Built-in wood cubbies in rear foyer. 2-car attached garage with extra storage! 10yr builder's

  Encore Homes, Inc Builder

  4317 Goldeneye Gateway Dr, Middleton, WI 53562
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  /4

  $614,900

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

  6680 Redpoll Rd, 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

  6680 Redpoll Rd, Middleton, WI 53562
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  /5

  $159,000

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

  6671 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

  6671 Linnet Ln, 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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  /38

  $527,034 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,563 Sq Ft

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

  This stately cottage provides everything you need, all tied up in an extremely efficient little package! No wasted space and extras where it is always neededgarage storage, rear foyer (room to add cubbies!), and extra-large primary bedroom closet. Move in and start living!

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141604, 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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  /72

  $581,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  6654 Redpoll Rd, Middleton, WI 53562

  Move-in ready! Welcome to Redtail Ridgefeaturing Middleton Schools! Open floor plan with large great room, cooks kitchen & formal dining! Kitchen includes granite countertops & sink, stainless appliances, walk-in pantry & tile backsplash. Great room features fireplace and walkout to 12x10 screened porch. Main floor laundry, powder room, and mud room. Owners suite includes walk-in closet & private

  Encore Homes, Inc Builder

  6654 Redpoll Rd, Middleton, WI 53562
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  /39

  $658,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,060 Sq Ft

  6657 Wagtail Way, Middleton, WI 53562

  Under construction; estimated completion 3/17/26. Welcome to Redtail Ridge-featuring Middleton schools. Open plan ranch backing up to 4-acre neighborhood park! Expansive vaulted great room with gas fireplace and gourmet kitchen with quartz countertops, granite sink, tile backsplash, stainless appliances (gas cooktop & wall oven!) and walk-in pantry. Primary bedroom suite features large walk-in

  Encore Homes, Inc Builder

  6657 Wagtail Way, Middleton, WI 53562

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