Middleton Town, WI Homes for Sale under $400,000

/4
$350,000

$25K PRICE DROP
- Land
- 33,541 Sq Ft
- $454,545 per Acre
Lot 15 White Cedar Dr, Middleton, WI 53593

Premier lot in the Town of Middleton. Glaciers Trail Subdivision. Just steps away from the Ice Age Trail and Town Trails. Adjacent to and across from greenspace. It’s time to build your dream home in one of Madison’s best suburbs. Quiet street with spectacular homes. Great far west side location and Middleton Schools. Bring your own builder.

Tommy Van Ess

First Weber Inc

Lot 15 White Cedar Dr, Middleton, WI 53593
Explore Middleton Town
/2
$210,000
- Land
- 10,018 Sq Ft
- $913,043 per Acre
654 Rustic Rise Way, Middleton, WI 53593

Build your dream home with North Design Build in Middleton’s newest luxury neighborhood, just a short walk to the elementary school. This build-to-suit opportunity has a rare lower-level exposure & a truly personalized design process—expert guidance, hands-on support, and craftsmanship that sets the standard for modern living. Decades of experience allow North DB to move beyond the cookie-cutter

Mary Browning

Compass Real Estate Wisconsin

654 Rustic Rise Way, Middleton, WI 53593
/6
$269,900
- Land
- 36,154 Sq Ft
- $325,181 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
/2
$369,900
- Land
- 25,700 Sq Ft
- $626,949 per Acre
Lot 36 Eden Ct, Middleton, WI 53593

Build your dream custom home with Jason Thomas Homes on Lot 36 in Pioneer Pointe, a top golf community offering scenic views and luxury homes. This spacious lot offers a flexible building area backing to the golf course, with views of the green on hole 4 at Pioneer Pointe Golf Course, making it perfect for a thoughtfully designed home that suits your lifestyle. Live in a desirable neighborhood

Alden Cleary Jason Thomas Homes LLC

Lot 36 Eden Ct, Middleton, WI 53593
/6
$219,000
- Land
- 16,117 Sq Ft
- $591,892 per Acre
680 Clear Pond, Verona, WI 53593

Bring your own builder to create the home of your dreams! Experience the ideal blend of modern convenience and countryside tranquility at Fox Knoll. Located on the west side and part of the Middleton-Cross Plains School District. Enjoy a quiet, scenic setting with Pope Farm Conservancy and Pioneer Park just moments away.

Erin Flesch MHB Real Estate

680 Clear Pond, Verona, WI 53593
/12
$200,000

$39K PRICE INCREASE
- Land
- 10,018 Sq Ft
- $869,565 per Acre
653 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

653 Windy Willow Rd, Middleton, WI 53593
/12
$200,000

$37K PRICE INCREASE
- Land
- 11,325 Sq Ft
- $769,231 per Acre
661 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

661 Windy Willow Rd, Middleton, WI 53593
/12
$205,000

$50K PRICE INCREASE
- Land
- 13,068 Sq Ft
- $683,333 per Acre
10506 Hearth Stone, Verona, 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

10506 Hearth Stone, Verona, WI 53593
/26
$327,000

$8K PRICE DROP
- 2 Beds
- 2.5 Baths
- 1,529 Sq Ft
707 Cricket Ln Unit 5, Middleton, WI 53562

Move right into this end-unit condo in the highly sought-after Middleton School District! Ideally located just minutes from Blackhawk Park, West Towne Mall, and the Beltline, this home offers the perfect blend of comfort and convenience. The open-concept main level features a spacious living room with a cozy gas fireplace, dining area, and kitchen complete with stainless steel appliances.

Erin Flesch MHB Real Estate

707 Cricket Ln Unit 5, Middleton, WI 53562
/12
$220,000

$28K PRICE INCREASE
- Land
- 12,632 Sq Ft
- $758,621 per Acre
640 Clear Pond, Verona, 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

640 Clear Pond, Verona, WI 53593
/12
$200,000

$45K PRICE INCREASE
- Land
- 13,068 Sq Ft
- $666,667 per Acre
10502 Hearth Stone, Verona, 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

10502 Hearth Stone, Verona, WI 53593
/12
$200,000

$45K PRICE INCREASE
- Land
- 12,632 Sq Ft
- $689,655 per Acre
10422 Hearth Stone, Verona, 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

10422 Hearth Stone, Verona, WI 53593
/12
$215,000

$54K PRICE INCREASE
- Land
- 10,454 Sq Ft
- $895,833 per Acre
642 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

642 Windy Willow Rd, Middleton, WI 53593
/12
$205,000

$50K PRICE INCREASE
- Land
- 12,632 Sq Ft
- $706,897 per Acre
10418 Hearth Stone, Verona, 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

10418 Hearth Stone, Verona, WI 53593
/12
$210,000

$49K PRICE INCREASE
- Land
- 10,018 Sq Ft
- $913,043 per Acre
645 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

645 Windy Willow Rd, Middleton, WI 53593
/6
$349,900

$19K PRICE DROP
- Land
- 12,632 Sq Ft
- $1,206,552 per Acre
10013 Shadow Ridge Trail, Middleton, WI 53562

The last ready-to-build lot in Blackhawk offers incredible opportunity on Madison's growing westside. Desirable location near schools, dining, shopping, and many parks. Lower level exposure possible, with rear of lot facing south, offering ample year-round natural light. Enjoy sunset walks nearby at Pope Farm Conservancy!

Chris Barreau MHB Real Estate

10013 Shadow Ridge Trail, Middleton, WI 53562
/12
$212,000

$39K PRICE INCREASE
- Land
- 9,147 Sq Ft
- $1,009,524 per Acre
664 Clear Pond Way, Verona, 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

664 Clear Pond Way, Verona, WI 53593
/12
$210,000

$47K PRICE INCREASE
- Land
- 11,325 Sq Ft
- $807,692 per Acre
666 Rustic Rise Way, 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

666 Rustic Rise Way, Middleton, WI 53593
/12
$210,000

$49K PRICE INCREASE
- Land
- 10,018 Sq Ft
- $913,043 per Acre
658 Rustic Rise Way, 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

658 Rustic Rise Way, Middleton, WI 53593
/12
$210,000

$42K PRICE INCREASE
- Land
- 11,761 Sq Ft
- $777,778 per Acre
647 Rustic Rise Way, 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

647 Rustic Rise Way, Middleton, WI 53593
/12
$210,000

$49K PRICE INCREASE
- Land
- 10,018 Sq Ft
- $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
/8
$159,000

$9K PRICE INCREASE
- Land
- 8,276 Sq Ft
- $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
/12
$200,000

$39K PRICE INCREASE
- Land
- 10,018 Sq Ft
- $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
/10
$189,000
- Land
- 8,712 Sq Ft
- $945,000 per Acre
9326 Wilrich St, Middleton, WI 53562

Middleton schools with full exposure across the back for a walkout lower level. This is currently one of the last home sites available in this neighborhood! Build your own custom home on this lot with Midwest Homes, local builder of high quality custom homes since 1969. We build a limited number of homes each year to maintain our high standards for craftsmanship and attention to detail. Enjoy

Kelly Rainiero Mode Realty Network

9326 Wilrich St, Middleton, WI 53562
/14
$220,000
- Land
- 13,068 Sq Ft
- $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
/12
$208,000

$50K PRICE INCREASE
- Land
- 10,018 Sq Ft
- $904,348 per Acre
645 Clear Pond, Verona, 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

645 Clear Pond, Verona, WI 53593
/40
$349,900

$9K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,815 Sq Ft
719 Cricket Ln Unit 1, Middleton, WI 53562

Move right in & enjoy peace of mind w/numerous recent updates, including a NEW furnace & A/C, water softener, water heater, dishwasher, refrigerator, and washer & dryer! This well-cared-for condo offers spacious, low-maintenance living in a highly desirable Middleton location. The bright, open-concept main level is designed for both everyday living & entertaining, featuring a generous living room

Ashley Pilarowski Century 21 Affiliated

719 Cricket Ln Unit 1, Middleton, WI 53562
/12
$210,000

$47K PRICE INCREASE
- Land
- 10,890 Sq Ft
- $840,000 per Acre
641 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

641 Windy Willow Rd, Middleton, WI 53593
/12
$205,000

$27K PRICE INCREASE
- Land
- 9,147 Sq Ft
- $976,190 per Acre
639 Clear Pond, Verona, 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

639 Clear Pond, Verona, WI 53593
/12
$210,000

$28K PRICE INCREASE
- Land
- 9,147 Sq Ft
- $1,000,000 per Acre
638 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

638 Windy Willow Rd, Middleton, WI 53593
/12
$212,000

$39K PRICE INCREASE
- Land
- 9,147 Sq Ft
- $1,009,524 per Acre
660 Clear Pond, Verona, 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

660 Clear Pond, Verona, WI 53593
/12
$212,000

$39K PRICE INCREASE
- Land
- 9,147 Sq Ft
- $1,009,524 per Acre
668 Clear Pond, Verona, 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

668 Clear Pond, Verona, WI 53593
/12
$210,000

$49K PRICE INCREASE
- Land
- 10,018 Sq Ft
- $913,043 per Acre
662 Rustic Rise Way, 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

662 Rustic Rise Way, Middleton, WI 53593
/12
$215,000

$47K PRICE INCREASE
- Land
- 11,761 Sq Ft
- $796,296 per Acre
651 Rustic Rise Way, 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

651 Rustic Rise Way, Middleton, WI 53593
/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

Wisconsin Dane County

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