Madison, WI Homes for Sale under $500,000

• 

  

  

  /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
• 

  

  

  /39

  $240,900

  $4K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,069 Sq Ft

  837 N Gammon Rd Unit D, Madison, WI 53717

  This comfortable corner 2 large bedroom, 2 bath condo may be the most private condo in the association! It backs to 15 acre Woodland Hills Park & walking trails. Enjoy viewing the local turkey, deer & other wildlife that also love this area from your covered patio. Newer roof (2023) & intercom at your front door enhancing security & owner access. Spacious living room w/stylish, durable LVP floors

  Trish Schaefer American, REALTORS

  837 N Gammon Rd Unit D, Madison, WI 53717
• 

  

  

  /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
• 

  

  /2

  $489,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft

  9231 Gentle Feather Rd, Verona, WI 53593

  Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  9231 Gentle Feather Rd, Verona, WI 53593
• 

  

  

  /15

  $464,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,515 Sq Ft

  9109 Rustic Pine Rd, Fitchburg, WI 53593

  Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  9109 Rustic Pine Rd, Fitchburg, WI 53593
• 

  

  /10

  $280,000

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  420 Gannon Ave, Madison, WI 53714

  Showings start May 6th! Location truly sets this home apart. Situated in a prime Madison setting, 420 Gannon Ave offers unbeatable access to everything the city has to offer—just minutes from downtown, Lake Monona, dining, shopping, and major commuter routes. Whether you're heading to work, enjoying a night out, or taking advantage of nearby outdoor spaces, convenience is at your doorstep.

  Nicole Wall Pine Rivers Realty

  420 Gannon Ave, Madison, WI 53714
• 

  

  /38

  $324,900

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 995 Sq Ft

  2427 Allied Dr, Madison, WI 53711

  Surrounded by nature, this charming bungalow offers the perfect blend of modern comfort & outdoor adventure. A cyclists dream located just one block from the hub of The Southwest Commuter, Cannonball, Capital City AND Badger State Trail sending you to all the fun things in Madison. Inviting front porch welcomes you into the bright and open-concept living for easy entertaining. Spacious primary

  Rachel Whaley Lauer Realty Group, Inc.

  2427 Allied Dr, Madison, WI 53711
• 

  

  /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
• 

  

  /11

  $385,000

  • 2 Beds
  • 2 Baths
  • 1,772 Sq Ft

  1605 S Golf Glen Unit G, Madison, WI 53704

  Showings start 5/31/26 at 10 am. You'll love being part of this well maintained Community at the Cherokee Garden Condos. The beautiful grounds include a private clubhouse, pool and 2 heated underground parking spaces. The Building has an elevator making access to the Unit easy. Once you get inside expect to be impressed with all the natural light, vaulted ceilings and space which includes 2

  Michele Killerlain Restaino & Associates

  1605 S Golf Glen Unit G, Madison, WI 53704
• 

  

  /12

  $200,000

  $15K PRICE INCREASE

  • Land
  • 10,018 Sq Ft
  • $869,565 per Acre

  637 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

  637 Windy Willow Rd, Middleton, WI 53593
• 

  

  /42

  $499,000

  $40K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,402 Sq Ft

  612 Bear Claw Way, Middleton, WI 53562

  Beautifully updated Middleton condo offering more than 2,400 sq. ft. and truly worry-free living! HOA covers lawn care, snow removal, roof, driveway, and exterior maintenance. The main level features a flex room, spacious great room with gas fireplace, open kitchen with updated appliances (refrigerator 2024, microwave 2026, dishwasher & gas stove 2025), and a fully updated half bath. Upstairs

  Hemen Oza Aashram Realty, LLC.

  612 Bear Claw Way, Middleton, WI 53562
• 

  

  /45

  $300,000

  Open Sun 10AM - 12PM $25K PRICE INCREASE

  • 2 Beds
  • 1 Bath
  • 852 Sq Ft

  736 Christianson Ave, Madison, WI 53714

  Showings begin 6/6. Ideal single story home in the heart of East Madison, conveniently located near shopping, dining, and the bus line. The smart layout offers comfortable living and an easy flow for entertaining. Outside, you'll find a beautifully landscaped yard featuring a Monarch garden and pollinator garden, creating a peaceful outdoor retreat filled with natural beauty. Spend warm weather

  Dan Chin Homes Team Real Broker LLC

  736 Christianson Ave, Madison, WI 53714
• 

  

  /15

  $459,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,528 Sq Ft

  9228 Gentle Feather Rd, Verona, WI 53593

  Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  9228 Gentle Feather Rd, Verona, 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
• 

  /2

  $482,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,624 Sq Ft

  9129 Rustic Pine Rd, Fitchburg, WI 53593

  Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  9129 Rustic Pine Rd, Fitchburg, WI 53593
• 

  

  /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
• 

  /2

  $499,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,690 Sq Ft

  1248 S High Point Rd, Madison, WI 53719

  Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  1248 S High Point Rd, Madison, WI 53719
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  /46

  $468,000

  Open Sun 11AM - 1PM

  • 3 Beds
  • 3 Baths
  • 2,105 Sq Ft

  6506 Urich Terrace, Madison, WI 53719

  Spacious 3-bedroom home with great natural sunlight, a large family room, and additional space for another bedroom or home office. 2.5 bathrooms, large two car attached garage. Walkout from kitchen to a deck and private wooded backyard - no direct neighbors. Beyond yard is a path to beautiful Sandstone Park. Home has $100k Tesla solar panel system and battery (low lying panels - barely visible

  Maddie Richgels Compass Real Estate Wisconsin

  6506 Urich Terrace, Madison, WI 53719
• 

  

  /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
• 

  

  /42

  $482,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,572 Sq Ft

  The Harlow Plan at Autumn Lake - Village, Madison, WI 53718

  One look at the primary suite in The Harlow and you’ll feel your pulse quicken... an inviting retreat with a private bath and a closet spacious enough to dance in. The kitchen steals the show with a generous island perfect for entertaining, paired with a sunny set of patio doors that welcome in morning light for a quiet cup of coffee before the day begins. This thoughtfully designed single-level

  Veridian Homes Builder

  1803 Autumn Lake Pkwy Unit 36453788, Madison, WI 53718
• 

  

  /15

  $494,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,519 Sq Ft

  620 Tabby Turn Dr, 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

  Veridian Homes Builder

  620 Tabby Turn Dr, Middleton, WI 53562
• 

  

  /22

  $432,900

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,020 Sq Ft

  309 W Washington Ave Unit 212, Madison, WI 53703

  This condo in the heart of downtown offers floor to ceiling windows, balcony and beautiful views. Open concept kitchen features breakfast bar, quartz counters, gas range and GE stainless appliances. Engineered wood flooring in main living area. Primary bedroom has walk-in closet and organizers. Large bathroom with dual vanity, separate tub and tiled walk-in shower. Storage unit located on same

  Marc Gerothanas First Weber Inc

  309 W Washington Ave Unit 212, Madison, WI 53703
• 

  

  /6

  $379,900

  $49K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,533 Sq Ft

  4713 Hermsmeier Ln, Madison, WI 53714

  Situated in a convenient East Side location, this side-split home offers the perfect layout for entertaining in the open concept main level, or outside on the patio. The updated kitchen provides a modern foundation, ready for your personal finishing touches to truly make it your own. The home features a spacious, fenced backyard—ideal for entertaining, pets, or simply enjoying outdoor privacy.

  Sandy Joudrey NextHome Midwest

  4713 Hermsmeier Ln, Madison, WI 53714
• 

  

  /35

  $240,000

  Open Sun 11AM - 1PM

  • 2 Beds
  • 1.5 Baths
  • 1,148 Sq Ft

  1617 Mckenna Blvd, Madison, WI 53711

  Beautiful, well-maintained condo in an owner occupied association perfectly located across the street from Elver Park! Enjoy immediate access to walking trails, a splash pad, playgrounds, and year-round recreation. This home has been thoughtfully updated with new windows (2025), fresh paint (2026), brand-new carpet (installed last week), and updated wall A/C units (2024). A cozy wood-burning

  Chancellor Crowther Locate Real Estate

  1617 Mckenna Blvd, Madison, WI 53711
• 

  

  /12

  $205,000

  $16K PRICE INCREASE

  • Land
  • 11,325 Sq Ft
  • $788,462 per Acre

  643 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

  643 Rustic Rise Way, Middleton, WI 53593
• 

  /2

  $455,500

  $60K PRICE INCREASE

  • Land
  • 1.2 Acres
  • $379,583 per Acre

  2727 Ski Ln, Madison, WI 53713

  1.2 Acres developable lot in excellent location, this property is Lot 1 of the attached CSM, filed 8-30-21

  Tom Jacobs Jacobs Cooperage, LLC

  2727 Ski Ln, Madison, WI 53713
• 

  

  /41

  $419,000

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  4701 Starker Ave, Madison, WI 53716

  No Showings until 6/8/2026. Beautifully updated 3 bedroom 2 full bath raised ranch style home in a quiet neighborhood located just just one block from Acewood Park and 10 mins from Lake Monona. This home has been extensively updated with all new windows, new siding, new brick paver patio, a completely remodeled kitchen, refinished hardwood flooring, complete basement family room remodel with

  Joel Hedeman First Weber Hedeman Group

  4701 Starker Ave, Madison, WI 53716
• 

  

  /31

  $275,000

  Open Sat 12PM - 2PM

  • 2 Beds
  • 1 Bath
  • 656 Sq Ft

  4711 Camden Rd, Madison, WI 53716

  Showings start June 5th. A turnkey home at a fantastic price! This cutie east side ranch offers a rare combo of value, updates, & future potential. Step inside to find bright, inviting spaces w/ hardwood floors, natural light, & vintage charm. Major improvements include furnace & roof plus a newer range & fridge help make this home truly move-in ready. BONUS-windows & siding also are updated from

  Alexandra Broz EXP Realty, LLC

  4711 Camden Rd, Madison, WI 53716
• 

  

  /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
• 

  

  /16

  $459,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,525 Sq Ft

  9236 Gentle Feather Rd, Verona, WI 53593

  Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  9236 Gentle Feather Rd, Verona, WI 53593
• 

  /2

  $380,000

  • 3 Beds
  • 2.5 Baths
  • 1,487 Sq Ft

  117 Milky Way, Madison, WI 53718

  Showing start Tue 6/9. Beautiful 3-bedroom, 2.5-bath home conveniently located. The open-concept main level is perfect for everyday living and entertaining, featuring a spacious living area, oversized granite island, gas range, and stainless steel appliances. Enjoy the private backyard patio for relaxing or hosting guests. Offer a bright primary suite and private walk-in shower. The unfinished

  Nicolle Herbsleb First Weber Inc

  117 Milky Way, Madison, WI 53718
• 

  

  /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
• 

  

  /62

  $229,900

  Open Sat 9AM - 11AM

  • 2 Beds
  • 1.5 Baths
  • 1,104 Sq Ft

  507 East Bluff Unit 507, Madison, WI 53704

  Comfort, Convenience & Low-Maintenance Living in a Prime Location! Welcome home to this inviting 2-story townhouse offering the perfect blend of comfort and functionality. This 2-bedroom, 1.5-bath home features a bright main level with a kitchen breakfast bar flowing seamlessly into the dining area—ideal for everyday living and entertaining. Enjoy added living space with a full, partially

  Matt Kornstedt Stark Company, REALTORS

  507 East Bluff Unit 507, Madison, WI 53704
• 

  

  /55

  $450,000

  $109K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,650 Sq Ft

  2146 Winnebago St, Madison, WI 53704

  Many items are updated including siding, roofing, windows, doors, carpets, floors, screen porch, light fixtures and receptacles, central AC and furnace. Make this house on home on well known Winnebago street, which close to many small businesses. Room dimensions are estimated. Owner is a broker.

  Koua Vang Koua Vang

  2146 Winnebago St, Madison, WI 53704
• 

  

  /6

  $300,000

  • Land
  • 1.25 Acres
  • $240,000 per Acre

  Lot 3 Bellevine Ct, Verona, WI 53593

  This highly desirable lot is ready for the perfect person to come along and build their dream home in the town of Middleton. It is ideal for a family, situated in a family-friendly neighborhood with great schools. There are multiple walking and biking trails nearby, as well as close proximity to restaurants, shopping and golf courses. This beautiful lot is adjacent to Spruce Hollow. Feel free to

  Brenda Delabarre Stark Company, REALTORS

  Lot 3 Bellevine Ct, Verona, WI 53593
• 

  

  /3

  $451,200

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft

  The Elaine Plan at Autumn Lake - Woods, Madison, WI 53718

  The Elaine was meant for easy living. Why wouldn’t you have all of your desired amenities on a single floor, if you could do so? As you wake up from your primary suite and enter the main living space, flip on the television in the great room, start a pot of coffee in the kitchen and then check on your laundry, all in one quick pass. Take pleasure in the carefree lifestyle offered by the smartly

  Veridian Homes Builder

  1803 Autumn Lake Pkwy Unit 38777024, Madison, WI 53718
• 

  

  /24

  $415,000

  • 2 Beds
  • 2.5 Baths
  • 1,480 Sq Ft

  9763 Watts Rd, Verona, WI 53593

  Welcome home to this beautifully maintained property situated on a desirable corner lot, complete with fruit trees for added charm and character. This thoughtfully designed home offers two spacious bedrooms, including a comfortable primary suite featuring a private ensuite bathroom and walk-in closet. The second bedroom also includes its own walk-in closet, providing excellent storage and

  Kristin Shields MHB Real Estate

  9763 Watts Rd, Verona, WI 53593
• 

  

  /7

  $360,000

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft

  846 Dane St, Madison, WI 53713

  Great opportunity in a prime Madison location on Dane Street! This well-situated property offers excellent potential for investors or owner-occupants. The upper unit is currently rented, providing immediate rental income, while the property still offers flexibility for future use. Located near downtown, parks, restaurants, and major amenities, this property combines strong location value with

  Michael Conigliaro Expert Realty

  846 Dane St, Madison, WI 53713
• 

  

  /16

  $226,000

  • 2 Beds
  • 2 Baths
  • 1,069 Sq Ft

  825 N Gammon Rd Unit F, Madison, WI 53717

  Experience comfort and convenience in this 2-bed, 2-bath condo on Madison's West Side, perfectly nestled off Gammon Road with plenty of green space and surrounding trees. Equipped with washer/dryer in unit, and an underground, heated parking stall, this condo value is hard to beat! Building roof replaced in 2023. Schedule your viewing today!

  Matthew Lindholm Bruner Realty & Management

  825 N Gammon Rd Unit F, Madison, WI 53717
• 

  

  /23

  $204,990

  Open Sat 12PM - 2PM

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  703 Kottke Dr, Madison, WI 53719

  Buyers financing fell trough! Beautifully maintained condo on Madison’s highly sought-after west side! This inviting home features a private entry, fresh paint throughout, and a low condo fee—making it an excellent opportunity for first-time homeowners or anyone looking for low-maintenance living. Conveniently located near shopping, dining, and everyday amenities, this move-in ready property

  Alfredo Miranda EXIT Realty HGM

  703 Kottke Dr, Madison, WI 53719

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