Madison, WI Homes for Sale under $500,000

• 

  

  

  /20

  $309,000

  • 1 Bed
  • 1 Bath
  • 692 Sq Ft

  111 N Hamilton St Unit 203, Madison, WI 53703

  Experience downtown Madison living at its finest! This stunning end-unit condo offers breathtaking rooftop terrace views of the Capitol and Lake Mendota, where spectacular sunrises and sunsets create an unforgettable backdrop year-round. Located just steps from James Madison Park, State Street, the Capitol Square, and Madison's best dining, shopping, and entertainment, the location simply can't

  Andy Kramer Redfin Corporation

  111 N Hamilton St Unit 203, Madison, WI 53703
• 

  

  

  /24

  $287,900

  Open Sat 11AM - 12PM $12K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,006 Sq Ft

  1717 Loftsgordon Ave, Madison, WI 53704

  Charming two-story home! Step inside to find a decent-sized kitchen with plenty of room for cooking and everyday living. The functional main floor layout provides a comfortable living space. Enjoy the huge private deck overlooking the fenced backyard! Why continue paying rent when you can make your dream of homeownership come true? This inviting home is ready for its next owner to move in and

  Erika Haar CCL Management

  1717 Loftsgordon Ave, Madison, WI 53704
• 

  

  

  /28

  $430,000

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,612 Sq Ft

  5852 Tranquility Trail, Madison, WI 53718

  Welcome home to this inviting 3-bedroom, 2.5-bath two-story home offering a functional layout and room to grow! All three bedrooms are conveniently located upstairs, including a spacious primary suite featuring a walk-in closet and private ensuite bath. The main level provides comfortable living and entertaining spaces, along with the convenience of a half bath. The unfinished basement offers

  Autumn Garrigan MHB Real Estate

  5852 Tranquility Trail, Madison, WI 53718
• 

  

  

  /43

  $299,000

  • 3 Beds
  • 2.5 Baths
  • 1,611 Sq Ft

  6609 Raymond Rd, Madison, WI 53711

  The space you need, in the location you want. This move-in-ready 3-bedroom, 2.5-bath townhome offers 3 levels of comfortable living, a private entrance, and the bonus of an attached 2-car garage. Inside, the double-sided fireplace creates a warm, inviting focal point, whether you're relaxing in the living room or enjoying dinner w/ its cozy glow nearby. Two bedrooms and a full bath are located on

  Ericka Doran Relish Realty

  6609 Raymond Rd, Madison, WI 53711
• 

  

  

  /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
• 

  

  /44

  $244,900

  • 2 Beds
  • 1 Bath
  • 1,046 Sq Ft

  18 N Bartelt Ct Unit 4, Madison, WI 53704

  Welcome Home to this spacious and tastefully updated condo in an excellent East Madison location! Tucked away on a quiet cul-de-sac, this haven offers comfortable living, great value, and easy access to everything the east side offers. The bright, inviting interior features a beautifully updated kitchen, walk-in closet and convenient in-unit laundry. Your attached garage provides added storage

  Jon Poletti Haven Real Estate Partners

  18 N Bartelt Ct Unit 4, Madison, WI 53704
• 

  

  /36

  $475,000

  • 3 Beds
  • 3 Baths
  • 1,556 Sq Ft

  54 S Marquette St, Madison, WI 53704

  NEW roof, siding, gutters/downspouts and 200 amp electric service/breaker panel (charcoal grey siding and gutters/downspouts to be completed prior to closing)! Welcome to this charming 3 bedroom, 3 bathroom bungalow in Madison’s highly sought-after Atwood neighborhood. Thoughtfully designed with flexible living options, this home offers the opportunity for a single family layout or a separate

  Jordan Armentrout Pinnacle Real Estate Group LLC

  54 S Marquette St, Madison, WI 53704
• 

  

  /29

  $447,000

  • 3 Beds
  • 2.5 Baths
  • 1,620 Sq Ft

  608 Sugar Maple Ln, Verona, WI 53593

  Welcome home! This bright and open-concept 2-story home offers 3 bedrooms, 2.5 baths, and a 2-car garage in the popular Birchwood Point neighborhood. Vinyl plank flooring runs throughout the main level, featuring a kitchen with quartz countertops, large island, stainless steel appliances, abundant cabinetry, pantry, and dinette with patio access. A powder room and convenient mudroom/laundry room

  Michael Weiss MHB Real Estate

  608 Sugar Maple Ln, Verona, WI 53593
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  /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
• 

  

  /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
• 

  

  /50

  $489,900

  $35K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft

  309 W Washington Ave Unit 905, Madison, WI 53703

  Live in the heart of downtown Madison, just three blocks from Capitol Square. Rarely available, 2-bedroom, 2-bath residences with two parking stalls at Capitol West seldom come to market, making this a unique opportunity to enjoy one of the city's most sought-after condominium communities. Thoughtfully appointed interiors pair warm oak flooring and cabinetry with granite countertops, and Kohler

  Trey Sprinkman Sprinkman Real Estate

  309 W Washington Ave Unit 905, Madison, WI 53703
• 

  

  /44

  $479,900

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

  26 Sage Cir, Madison, WI 53704

  Immaculate Madison home in a quiet neighborhood with convenient access to the Dane County Regional Airport (off the flight path), Capitol, Hospital, and Interstate. This move-in ready property offers a beautifully landscaped backyard, complete with a garden shed and spacious deck perfect for relaxing or entertaining. Inside, you’ll appreciate the warmth of a gas fireplace, granite countertops,

  Tammy Young First Weber Inc

  26 Sage Cir, Madison, WI 53704
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  /35

  $394,900

  $10K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 1,738 Sq Ft

  149 Milky Way, Madison, WI 53718

  Discover this exceptional Veridian residence tailored for modern living. The expansive open-concept main level with abundant natural light creates an airy and inviting atmosphere. At its heart lies the distinctive super island featuring sleek granite surface, ideal for entertaining guests and meal prep. Step outside to a secluded patio w/ a securely enclosed rear yard for privacy and/or pets.

  Joshua Pelletter Rockwood Realty Group

  149 Milky Way, Madison, WI 53718
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  /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
• 

  

  /13

  $215,000

  • Land
  • 10,018 Sq Ft
  • $934,783 per Acre

  10426 Red Pine Dr, Verona, WI 53593

  Welcome to Westwind Phase 2! Located on Madison’s far west side within the Middleton school district, Westwind offers convenient access to the Beltline, Epic, major hospitals, shopping, dining, parks, walking paths, and the Pioneer Pointe pool. Phase 2 features 27 new homesites with city water and sewer, architectural covenants designed to maintain high-quality standards, & the flexibility to

  Amy Lessing Compass Real Estate Wisconsin

  10426 Red Pine Dr, Verona, WI 53593
• 

  

  /13

  $215,000

  • Land
  • 9,147 Sq Ft
  • $1,023,810 per Acre

  10424 Emerald Elm Rd, Verona, WI 53593

  Welcome to Westwind Phase 2! Located on Madison’s far west side within the Middleton school district, Westwind offers convenient access to the Beltline, Epic, major hospitals, shopping, dining, parks, walking paths, and the Pioneer Pointe pool. Phase 2 features 27 new homesites with city water and sewer, architectural covenants designed to maintain high-quality standards, and the flexibility to

  Amy Lessing Compass Real Estate Wisconsin

  10424 Emerald Elm Rd, Verona, WI 53593
• 

  

  /32

  $409,900

  Open Sat 11AM - 1PM $2K PRICE INCREASE

  • 3 Beds
  • 2.5 Baths
  • 1,532 Sq Ft

  5730 Tranquility Trail, Madison, WI 53718

  Smarter Living in Autumn Lake! Get the maximum 'bang for your buck' per finished square foot with this like-new construction twin home, delivering incredible affordability and premium quality without compromise! Nestled in Madison’s desirable Autumn Lake Subdivision—zoned for Sun Prairie Schools—this near-mint condition home offers 1,532 finished sq ft, 3 bedrooms, 2.5 baths, and a 2-car attached

  Justin Witkins RE/MAX Preferred

  5730 Tranquility Trail, Madison, WI 53718
• 

  

  /15

  $449,900

  New Construction $10K PRICE DROP

  • 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
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  /33

  $424,900

  • 3 Beds
  • 2 Baths
  • 1,339 Sq Ft

  1317 Reetz Rd, Madison, WI 53711

  Welcome to this beautifully updated and move-in ready home on Madison’s desirable west side! Thoughtfully maintained and cared for, this home offers a blend of modern updates, comfortable living spaces, and exceptional outdoor space on a beautifully manicured 0.41-acre lot. The spacious, light-filled kitchen features ample cabinetry, updated appliances, and a dining area overlooking the lush

  Maddie Richgels Compass Real Estate Wisconsin

  1317 Reetz Rd, Madison, WI 53711
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  /44

  $449,900

  • 3 Beds
  • 3 Baths
  • 2,664 Sq Ft

  1816 Dondee Rd, Madison, WI 53716

  Welcome home to easy, low-maintenance living in this beautifully maintained duplex condo on Madison’s desirable east side. The inviting interior features two gas fireplaces, creating warm and comfortable gathering spaces to enjoy throughout the year. Relax with your morning coffee, entertain guests, or take in the changing seasons from the bright four-season porch. A recently replaced roof offers

  Chris Alexander NextHome Midwest

  1816 Dondee Rd, Madison, WI 53716
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  /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
• 

  

  /13

  $220,000

  • Land
  • 10,454 Sq Ft
  • $916,667 per Acre

  10437 Red Pine Dr, Verona, WI 53593

  Welcome to Westwind Phase 2! Located on Madison’s far west side within the Middleton school district, Westwind offers convenient access to the Beltline, Epic, major hospitals, shopping, dining, parks, walking paths, and the Pioneer Pointe pool. Phase 2 features 27 new homesites with city water and sewer, architectural covenants designed to maintain high-quality standards, and the flexibility to

  Amy Lessing Compass Real Estate Wisconsin

  10437 Red Pine Dr, Verona, WI 53593
• 

  

  /13

  $215,000

  • Land
  • 10,018 Sq Ft
  • $934,783 per Acre

  10436 Emerald Elm Rd, Middleton, WI 53593

  Welcome to Westwind Phase 2! Located on Madison’s far west side within the Middleton school district, Westwind offers convenient access to the Beltline, Epic, major hospitals, shopping, dining, parks, walking paths, and the Pioneer Pointe pool. Phase 2 features 27 new homesites with city water and sewer, architectural covenants designed to maintain high-quality standards, and the flexibility to

  Amy Lessing Compass Real Estate Wisconsin

  10436 Emerald Elm Rd, Middleton, WI 53593
• 

  

  /13

  $230,000

  • Land
  • 9,147 Sq Ft
  • $1,095,238 per Acre

  10416 Emerald Elm Rd, Verona, WI 53593

  Welcome to Westwind Phase 2! Located on Madison’s far west side within the Middleton school district, Westwind offers convenient access to the Beltline, Epic, major hospitals, shopping, dining, parks, walking paths, and the Pioneer Pointe pool. Phase 2 features 27 new homesites with city water and sewer, architectural covenants designed to maintain high-quality standards, and the flexibility to

  Amy Lessing Compass Real Estate Wisconsin

  10416 Emerald Elm Rd, Verona, 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
• 

  

  /54

  $400,000

  $35K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,463 Sq Ft

  1001 Glacier Hill Dr, Madison, WI 53704

  Set on a desirable corner lot in Ridgewood neighborhood with mature trees and unobstructed views of Glacier Hill Park. Enjoy the privacy of the backyard retreat, perfect for relaxing or entertaining, with a dinette featuring a patio door that opens directly to the outdoor space. Major improvements provide peace of mind, including a new roof (2023), new furnace and A/C (2023), and water heater

  Ikbal Bieff Restaino & Associates

  1001 Glacier Hill Dr, Madison, WI 53704
• 

  

  /49

  $375,000

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,304 Sq Ft

  2014 Prairie Rd, Madison, WI 53711

  Welcome Home! Looking for a home that combines comfort, space, and a convenient Madison location? This charming 3-bedroom, 1.5-bathroom home offers plenty to love! Some features you will appreciate: • Fenced backyard — perfect for relaxing, pets, or entertaining • Spacious driveway with additional street parking • Convenient storage shed for tools, bikes, lawn equipment, and more • A location

  Kevin Navarro LPT Realty

  2014 Prairie Rd, Madison, WI 53711
• 

  

  /16

  $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
• 

  

  /35

  $419,000

  • 1 Bed
  • 1 Bath
  • 1,039 Sq Ft

  625 N Segoe Rd Unit 610, Madison, WI 53705

  Step inside and the windows do the talking. Treetops fill the glass across the living and dining area, the light shifts with the season, and the private balcony is where morning coffee happens. The kitchen and baths have over $100,000 in updates. Granite counters and stainless appliances make the kitchen a place you actually want to cook in, and the baths lean spa, with a jetted tub for the long

  Cassie Lauden LPT Realty

  625 N Segoe Rd Unit 610, Madison, WI 53705
• 

  

  /20

  $405,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft

  405 Rogers St, Madison, WI 53703

  Charming 2-bedroom, 1-bath home in the heart of Madison's vibrant East Side! This prime location puts you within walking distance of some of the city's best restaurants, entertainment, and the lake; perfect for enjoying everything Madison has to offer right outside your door. Whether you're grabbing coffee at a neighborhood cafe, catching a show, or taking a sunset stroll along the water, this

  Tiffany Malone Compass Real Estate Wisconsin

  405 Rogers St, Madison, WI 53703
• 

  

  /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
• 

  

  /13

  $215,000

  • Land
  • 10,018 Sq Ft
  • $934,783 per Acre

  10430 Red Pine Dr, Verona, WI 53593

  Welcome to Westwind Phase 2! Located on Madison’s far west side within the Middleton school district, Westwind offers convenient access to the Beltline, Epic, major hospitals, shopping, dining, parks, walking paths, and the Pioneer Pointe pool. Phase 2 features 27 new homesites with city water and sewer, architectural covenants designed to maintain high-quality standards, & the flexibility to

  Amy Lessing Compass Real Estate Wisconsin

  10430 Red Pine Dr, Verona, WI 53593
• 

  

  /3

  $451,100

  New Construction

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

  The Tribeca Plan at Midpoint Meadows, Madison, WI 53719

  Eggs sunny side up, at the sunniest breakfast nook around. Your breakfast nook. Yes, even the coffee tastes better while sipped slowly on the sofa that is anchoring your spacious great room. Why don’t you head on upstairs and grab the coziest robe you can find from your walk-in closet and then enjoy a quick read of the newspaper while out on your front porch. Because this really is all yours.

  Veridian Homes Builder

  3223 Marty Rd Unit 37366605, Madison, WI 53719
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  /69

  $399,900

  $30K PRICE DROP

  • 1,565 Sq Ft

  3414 Richard St, Madison, WI 53714

  SO MANY OPTIONS! Well-maintained side-by-side duplex! Ideal for multigenerational living, extended guests, or future income potential. Features include separate entrances, central A/C, shared laundry, dedicated off-street parking, and a brand-new Lifetime OC Flex Roof (Class 4) with new wood in June 2026. Near Olbrich Park & Gardens, the Lake Monona Bike Loop, and just a short walk across the new

  Matt Kornstedt Stark Company, REALTORS

  3414 Richard St, Madison, WI 53714
• 

  

  /22

  $417,900

  $25K 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
• 

  

  /32

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 1,761 Sq Ft

  838 Lady Bug Ln, Verona, WI 53593

  This 3-bedroom, 2.5-bath Veridian home offers a modern two-story layout with an open main level. The bright great room flows into the dining area and kitchen featuring an island, breakfast bar, pantry and stainless steel appliances. Upstairs, the primary suite includes a walk-in closet and private bath with walk-in shower, plus two additional bedrooms and a second full bath. The partially

  R3bel Real Estat Group Century 21 Affiliated

  838 Lady Bug Ln, Verona, WI 53593
• 

  

  /28

  $225,000

  • 1 Bed
  • 1 Bath
  • 1,058 Sq Ft

  5356 Congress Ave Unit 3, Madison, WI 53718

  Spacious 1-bedroom, 1-bath condo with a versatile den that can easily be enclosed to create a 2nd bedroom. The home offers abundant natural light and a spectacular walk-in closet with custom cabinetry, shelving, and hanging bars for exceptional storage. Enjoy a covered patio with removable netting—perfect for relaxing outdoors while keeping pesky mosquitoes at bay. Underground parking and a

  Emma Bohrod Realty Executives Cooper Spransy

  5356 Congress Ave Unit 3, Madison, WI 53718
• 

  

  /55

  $475,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,164 Sq Ft

  5606 Kalas St, Madison, WI 53716

  Remodeled and updated 3 bedroom, 2 full bathroom open concept home in the City of Madison with an attached 3 car garage, game room, massive deck and fenced in backyard! This bi-level/raised ranch property will amaze you as soon as you walk in and see the remodeled and updated living room and kitchen complete with wood floors, custom cabinets, quartz countertops, a large island, double oven, gas

  Brandon Housley Artisan Graham Real Estate

  5606 Kalas St, Madison, WI 53716
• 

  

  /42

  $463,500

  New Construction

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

  The Harlow Plan at Autumn Lake - Woods, 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 36468679, Madison, WI 53718
• 

  /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

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