Madison, WI Homes for Sale under $500,000

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  /51

  $439,900

  • 3 Beds
  • 2 Baths
  • 1,577 Sq Ft

  144 Milky Way, Madison, WI 53718

  This beautifully designed open-concept home offers modern comfort and thoughtful upgrades throughout. The kitchen features stainless steel appliances, gas convection oven, soft-close cabinets, walk-in pantry, and a large island that opens to the dining and living areas. Enjoy 9’ ceilings, a cozy gas fireplace with built-ins. The primary suite includes a dual-sink vanity, walk-in shower, and large

  

  Mitchell Covert

  EXIT Professional Real Estate

  (608) 650-5957

  144 Milky Way, Madison, WI 53718
• Explore Madison

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  /86

  $499,900

  • 4 Beds
  • 2.5 Baths
  • 2,370 Sq Ft

  5713 Indian Trace, Madison, WI 53716

  Welcome to this charming 4-bedroom, 2-bathroom home nestled on a quiet, tree-lined cul-de-sac. Situated on a beautiful wooded lot, this property offers privacy and a serene natural setting. Enjoy your morning coffee on the inviting front porch, or relax in the spacious three-season porch overlooking the tranquil backyard. Perfect for both everyday living and entertaining, this home combines

  

  Eric Reusch

  Bunbury & Assoc, REALTORS

  (608) 813-8996

  5713 Indian Trace, Madison, WI 53716
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  /31

  $470,000

  • 3 Beds
  • 1 Bath
  • 1,070 Sq Ft

  1118 Jenifer St, Madison, WI 53703

  Make yourself at home in the heart of Madison's favorite festivals, food, sports and music. This bohemian gem is bursting with personality! Enjoy your morning coffee on the cozy front porch, then step into an inviting, flexible living space. The kitchen is a natural oasis with wood tones, large windows, and skylight, plus clever storage and a cute breakfast bar. A convenient first-floor bedroom

  

  Jean Armendariz-Kerr

  Mode Realty Network

  (608) 830-9636

  1118 Jenifer St, Madison, WI 53703
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  /28

  $439,000 Open Sat 9AM - 11AM

  • 3 Beds
  • 2.5 Baths
  • 2,141 Sq Ft

  7106 Pagham Dr, Madison, WI 53719

  Showings 10/17.Welcome to this beautiful 3-bedroom, 2.5-bath home offering comfort, versatility, and natural light throughout. Upstairs features a primary bdrm with ensuite bath, two more bdrms and full bath, providing plenty of space for everyone. On the main floor, enjoy multiple living spaces including a cozy fam. room with gas fireplace and access to deck & yard, great for relaxing or

  

  Cheryl Mortvedt

  First Weber Inc

  (608) 447-5535

  7106 Pagham Dr, Madison, WI 53719
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  /33

  $439,900

  • 3 Beds
  • 2.5 Baths
  • 1,510 Sq Ft

  3833 Drumlin Ln, Madison, WI 53719

  Come inside this beautifully maintained 2-story and feel right at home. The light-filled living room welcomes you in, flowing easily to a spacious dining area perfect for gathering. The kitchen is designed for both function and comfort, with a breakfast bar, a pantry, and stainless appliances! Just off the kitchen, the main-level laundry & mudroom add everyday convenience. Upstairs, primary suite

  Brandon Buell Realty Executives Cooper Spransy

  3833 Drumlin Ln, Madison, WI 53719
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  /34

  $465,000

  • 3 Beds
  • 2.5 Baths
  • 1,660 Sq Ft

  7120 Field Flower Way, Madison, WI 53718

  Welcome to this contemporary, two story, Victorian inspired home with a functional layout and energy efficient design. The open main level features a bright living area that flows into a stylish kitchen with warm toned cabinetry. You'll also love the stainless steel appliances and large granite island with sleek granite countertops providing plenty of prep space. Upstairs, the spacious primary

  Michael Leeson Realty Executives Cooper Spransy

  7120 Field Flower Way, Madison, WI 53718
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  /36

  $474,900

  • 3 Beds
  • 3.5 Baths
  • 2,667 Sq Ft

  510 Milky Way, Madison, WI 53718

  Wonderful home in quite neighborhood, the main level welcomes you with an open-concept kitchen, dining, and living area. The kitchen offers ample workspace which leads to dining area and the deck. A second space on the main level give you the flexibility of another living room or office/flex space. Upstairs, you'll find a spacious primary suite complete with a private bath and walk in closet. Two

  Ken Seifert Realty Executives Capital City

  510 Milky Way, Madison, WI 53718
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  /52

  $450,000

  • 4 Beds
  • 2.5 Baths
  • 2,379 Sq Ft

  6 Clarendon Ct, Madison, WI 53704

  This property cannot be shown until 10/17/25. Contemporary 4BR, 2.5BA home on a private east-side cul-de-sac! Convenient to interstate, restaurants & airport. Large primary suite features walk-in closet & spacious bath with whirlpool tub & walk-in shower. Great room boasts 20’ ceilings & skylights. Kitchen offers a large island, ample cabinetry, double oven, new cooktop (2024), newer fridge

  Shawn Kriewaldt Keller Williams Realty

  6 Clarendon Ct, Madison, WI 53704
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  /53

  $472,500

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft

  8405 Dolomite Ln, Madison, WI 53719

  Flooded with natural light this West Madison home features vaulted ceilings and durable LVP flooring that connect the living, dining, and kitchen areas into one spacious main level. Step right out onto the deck from the kitchen, perfect for grilling or relaxing while overlooking the large backyard. The finished walkout lower level adds a second living space, plenty of storage, and extra room to

  Erin Swenson Realty Executives Cooper Spransy

  8405 Dolomite Ln, Madison, WI 53719
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  /33

  $400,000 Open Sat 11AM - 12PM

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  3429 Marcy Rd Unit 1, Madison, WI 53704

  Inviting & thoughtfully updated—2024 new roof & bath remodel. The open kitchen offers generous counter space, island & pantry, flowing into a dining area warmed by a cozy wood-burning fireplace. Light-filled rooms with updated windows (2008) make this home feel instantly welcoming. The primary suite features a full bath w/double vanity & walk-in closet. Enjoy the welcoming front porch, mudroom &

  Jimmer Yunek Stark Company, REALTORS

  3429 Marcy Rd Unit 1, Madison, WI 53704
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  /32

  $499,900

  • 4 Beds
  • 2 Baths
  • 2,175 Sq Ft

  5201 Hammersley Rd, Madison, WI 53711

  Lovingly Maintained by the Original Owners for 65 Years! This sprawling Cape Cod offers timeless charm and incredible potential. Home features 4–5 bedrooms, a generous gathering room, and a cozy dining room that opens into a bright 3-season sunroom. The sellers cherished peaceful mornings here overlooking the beautiful expansive backyard. Upstairs, you'll find three oversized bedrooms, each

  Tamie Hanson Stark Company, REALTORS

  5201 Hammersley Rd, Madison, WI 53711
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  /33

  $450,000

  • 3 Beds
  • 1 Bath
  • 1,497 Sq Ft

  4334 Upland Dr, Madison, WI 53705

  This Mid Century Modern home is very functional and made for simple living. It is located in the heart of the Midvale Area close to everything Madison has to offer. Home is in need of some love so bring all those ideas and make it your own. Only room that has been updated is the bath. Tiled shower and vanity. Lower-level family room is large and has walkout to back patio. Home has a deep,

  Richard Roberts Century 21 Affiliated Roessler

  4334 Upland Dr, Madison, WI 53705
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  /40

  $429,900

  • 3 Beds
  • 3.5 Baths
  • 2,170 Sq Ft

  6106 Eagle Cave Dr, Mc Farland, WI 53558

  Still time to get in before the snow flies... 3-bedroom, 3.5-bath Craftsman home nestled in Secret Places neighborhood, with the McFarland School District. This move-in-ready home offers 2,170 square feet of finished living space. The modern kitchen features newer appliances, a breakfast bar, and an open dining area, with a washer and dryer included for your convenience. Laminate wood floors span

  Mark Williams Howard and Williams, INC.

  6106 Eagle Cave Dr, Mc Farland, WI 53558
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  /47

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft

  402 W Dean Ave, Madison, WI 53716

  Nothing to do but settle in & make yourself at home! This beautifully updated 3 bed, 2 bath bungalow is brimming w/ character, filled w/ natural light, + offers spacious, comfortable living throughout. Thoughtfully designed kitchen features new stainless steel appliances, elegant quartzite countertops, + abundant storage for all your culinary needs. Start your mornings w/ coffee on the cozy

  Kara Thomas Sprinkman Real Estate

  402 W Dean Ave, Madison, WI 53716
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  /25

  $425,000

  • 6 Beds
  • 2 Baths
  • 1,777 Sq Ft

  5517 Terre Haute Ave, Madison, WI 53705

  In the heart of Madison’s west side, just steps from Glen Oak Hills Park and Owen Conservation Park, this home offers space, character, and endless opportunity. Minutes from Hilldale, Middleton, and a short drive downtown, the location is hard to beat. Inside, you’ll find 6 spacious bedrooms, with hardwood floors in the main level ones, along with timeless details like built-in shelves, cabinets,

  Mari Slobounov Keller Williams Realty

  5517 Terre Haute Ave, Madison, WI 53705
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  /41

  $449,900 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft

  5421 Admiral Dr, Monona, WI 53716

  EXPECT TO BE IMPRESSED WITH THIS COMPLETELY REMODELED HOME IN MONONA! THIS RANCH WAS METICULOUSLY RE-DONE AND IT SHOWS THROUGHOUT. NEW DRIVEWAY, NEWER MECHANICALS/APPLIANCES AND FULL KITCHEN AND LOWER RE-MODEL WITH FULL BATH! WONDERFUL PATIO AND PERGOLA TO ENJOY THE SUNNY PRIVACY AND FENCED YARD TO KEEP ALL THINGS AT HOME. A TRUE GEM AND A JOY TO VIEW.

  Jeff Schraml Century 21 Affiliated

  5421 Admiral Dr, Monona, WI 53716
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  /2

  $484,900

  • 3 Beds
  • 2.5 Baths
  • 1,526 Sq Ft

  636 Tabby Turn Dr, Middleton, WI 53562

  Move-in Ready 1/7/26! This Jade home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2.5 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances, plus a large pantry for added storage. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your patio for some R&R.

  Adam Crook Stark Company, REALTORS

  636 Tabby Turn Dr, Middleton, WI 53562
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  /36

  $480,000

  • 3 Beds
  • 2.5 Baths
  • 1,684 Sq Ft

  7614 Crawling Stone Rd, Madison, WI 53719

  Charming 2-story home in a great location! This 3-bedroom, 2.5-bath home offers a generous kitchen, living, and dining area—perfect for everyday living and entertaining. Enjoy the spacious deck, large front porch, and beautifully mature landscaping. The attached 2-car garage provides convenience and extra storage. Close to Epic, parks, trails, restaurants, and more. Lovingly maintained and ready

  Ryan Oliversen Bunbury & Assoc, REALTORS

  7614 Crawling Stone Rd, Madison, WI 53719
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  /34

  $489,900

  • 2 Beds
  • 2 Baths
  • 2,853 Sq Ft

  1329 Waldorf Blvd, Madison, WI 53719

  Unique combination of quality, convenience & privacy; not lived in prior to the current owner who has meticulously maintained this ranch home. Spacious open floor plan in the living-dining-kitchen area with hardwood floors and vaulted ceiling. Primary suite has private bath and large walk-in closet. Finished LL has a large rec room. Beautiful views of the pond, trees & nature from the private

  Jason Allen Rock Realty

  1329 Waldorf Blvd, Madison, WI 53719
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  /26

  $474,900

  • 3 Beds
  • 2.5 Baths
  • 1,542 Sq Ft

  9311 Watts Rd, Verona, WI 53593

  Venture inside & uncover a thoughtfully designed home. With its many upgrades to water fixtures, "Edison" lighting, hardware, solid surface countertops, prime location with trails, parks and convenient shopping. LVP flooring throughout the open first floor, providing both visual appeal and functionality. A meticulously crafted kitchen w/upgraded cabinets and hardware, abundance of counter space,

  Tien Truong American, REALTORS

  9311 Watts Rd, Verona, WI 53593
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  /40

  $464,000

  • 3 Beds
  • 2.5 Baths
  • 1,880 Sq Ft

  403 Milky Way, Madison, WI 53718

  This home offers a bright, open layout with upgraded finishes throughout. The kitchen impresses with a huge granite island, breakfast bar, and Whirlpool stainless appliances. The main floor includes a versatile flex room, stylish lighting, spacious mudroom, and oversized 2-car garage. Upstairs, find all 3 bedrooms, including a primary suite with tray ceiling, double vanity, and walk-in closet. So

  Michael Weiss MHB Real Estate

  403 Milky Way, Madison, WI 53718
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  /49

  $439,900

  • 2 Beds
  • 2.5 Baths
  • 2,126 Sq Ft

  2 Hidden Hollow Trail, Madison, WI 53717

  Beautiful Condition, Private Entry & 2 car garage overlooking a huge lawn! 2 Private Decks. Primary Suite with Vaulted Ceiling & Jetted Tub & Spa Shower. Huge Kitchen with Sitting area, Breakfast Bar and Separated Dining Space. Beautiful Hardwoods in Living Room & Primary Bedroom. Lower Level is Cozy with Gorgeous Built-in Cabinetry and Large Unfinished Storage/Work Space with Laundry. Hidden

  Ronda Lawry RL Realty Group

  2 Hidden Hollow Trail, Madison, WI 53717
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  /15

  $459,900 New Construction

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

  3 Spittlebug Cir, Madison, WI 53718

  Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  

  Veridian Homes

  Builder

  3 Spittlebug Cir, Madison, WI 53718
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  /18

  $464,900 New Construction

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

  9155 Honey Harvest Ln, Fitchburg, WI 53593

  Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  

  Veridian Homes

  Builder

  9155 Honey Harvest Ln, Fitchburg, WI 53593
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  /15

  $454,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,502 Sq Ft

  1815 August Moon Dr, Madison, WI 53718

  Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  

  Veridian Homes

  Builder

  1815 August Moon Dr, Madison, WI 53718
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  /9

  $460,600 New Construction

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

  The Jade Plan at Acacia Ridge, Verona, WI 53593

  Rooms flooded with natural light, a kitchen that’s as unique as you, a quiet escape can be found upstairs in your elegant owner’s suite. Welcome to the Jade. A home that can appreciate the finer things in life... just like you. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  

  Veridian Homes

  Builder

  9432 Tawny Acorn Dr Unit 36446118, Verona, WI 53593
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  /4

  $456,700 New Construction

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

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

  Ideal for gatherings, gadgets and relaxation. The Emerald offers smart features that cater to your every need. Congregate with family around the kitchen island, dock your devices at the Daily Station and re-charge yourself in its impressive Owner’s Suite. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  

  Veridian Homes

  Builder

  1803 Autumn Lake Pkwy Unit 36489862, Madison, WI 53718
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  /27

  $453,300 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,615 Sq Ft

  The Gramercy Plan at Acacia Ridge, Verona, WI 53593

  Your takeout never tasted so good. No, it wasn’t that the food was any different, it was where it was eaten. That’s right, you ate at the best location around, at your brand new kitchen island. The experience that the Gramercy has to offer you is like it was made just for you (because it was!). With an open and airy first floor and three private retreats upstairs, you are exactly where you should

  

  Veridian Homes

  Builder

  9432 Tawny Acorn Dr Unit 36495985, Verona, WI 53593
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  /16

  $469,900 New Construction

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

  3 Madison Iris Cir, Madison, WI 53718

  Welcome to Haven, a community of single family homes that offers low maintenance living in a custom home with a private yard. Low monthly association fee of $320 covers lawn mowing, fertilization, and snow removal; plus, a la carte seasonal services are available for a separate rate. This Olivia home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2 baths with locally

  Todd Pierce Stark Company, REALTORS

  3 Madison Iris Cir, Madison, WI 53718
• 

  $459,900 New Construction

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

  7711 Starnova Dr, Madison, WI 53719

  Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  

  Veridian Homes

  Builder

  7711 Starnova Dr, Madison, WI 53719
• 

  $464,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft

  7706 Stones Throw Dr, Madison, WI 53719

  Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  

  Veridian Homes

  Builder

  7706 Stones Throw Dr, Madison, WI 53719
• 

  $459,900 New Construction

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

  9121 Rustic Pine Rd, Verona, WI 53593

  Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  

  Veridian Homes

  Builder

  9121 Rustic Pine Rd, Verona, WI 53593
• 

  $454,900 New Construction

  • 2 Beds
  • 2 Baths
  • 1,205 Sq Ft

  The Collette Plan at Acacia Ridge, Verona, WI 53593

  

  Veridian Homes

  Builder

  9432 Tawny Acorn Dr Unit 36454358, Verona, WI 53593
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  /22

  $465,000

  • 3 Beds
  • 1.5 Baths
  • 2,064 Sq Ft

  6214 Lakeview Blvd, Middleton, WI 53562

  A nicely updated home on large lot in quiet neighborhood. One Block to Marshall Park. In 2019 the home was updated with new kitchen, new main bath, addition of 16 x 24 Family room with fireplace & built-in cabinets, new driveway, new garage floor, and roof.

  Mike T Nelson Oaktree Real Estate Services

  6214 Lakeview Blvd, Middleton, WI 53562
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  /2

  $454,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,891 Sq Ft

  10120 Mosaic Way, Middleton, WI 53562

  Move-in Ready 1/6/26! This Aldo home features a smart, open layout and checks off all your boxes. 4 bedrooms, 2.5 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances, plus a large pantry for added storage. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your deck for some R&R.

  Todd Pierce Stark Company, REALTORS

  10120 Mosaic Way, Middleton, WI 53562
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  /2

  $424,900

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

  639 Schewe Rd, Verona, WI 53593

  Move-in Ready 1/13/26! This Chelsea home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2.5 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances, plus a large pantry for added storage. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your deck for some

  Jerome Goeden Stark Company, REALTORS

  639 Schewe Rd, Verona, WI 53593
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  /42

  $410,000

  • 3 Beds
  • 1 Bath
  • 1,755 Sq Ft

  5701 Bartlett Ln, Madison, WI 53711

  Mid-Century charm meets modern updates in this recently renovated ranch! Lots of natural light throughout the main level and basement. Many updates, such as fully renovated kitchen, new roof (2022), refinished hardwood flooring throughout main level, added a mudroom with storage, updated bathroom, updated electrical and even added an outlet in the garage for EV charging! Cozy finished basement

  Helen Pazen Stark Company, REALTORS

  5701 Bartlett Ln, Madison, WI 53711
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  /63

  $459,900

  • 3 Beds
  • 3 Baths
  • 2,713 Sq Ft

  117 N Oak Grove Dr, Madison, WI 53717

  This sunny duplex style condominium is nestled in the heart of the Stonefield Ridge neighborhood, across the street from a park and close to everything the west side of Madison has to offer! Lovingly maintained by the original owner, this 2700 square foot ranch condo features 2 main level bedrooms (primary with en-suite and walk-in closet), formal and informal dining areas, a large great room

  Julie McKy Stark Company, REALTORS

  117 N Oak Grove Dr, Madison, WI 53717
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  /33

  $495,000

  • 2 Beds
  • 2 Baths
  • 1,047 Sq Ft

  625 E Mifflin St Unit 207, Madison, WI 53703

  Rare opportunity! Enjoy one of Madison’s best outdoor living spaces with this stunning 2BR/2BA corner condo flooded with natural light. The open layout features hardwood floors, granite countertops, a breakfast bar, Wolf range & oven, floor-to-ceiling built-ins, and a cozy gas fireplace. The split-bedroom design is ideal for roommates or guests, and the primary suite includes a walk-in closet w/

  Luke Lestikow First Weber, Inc

  625 E Mifflin St Unit 207, Madison, WI 53703
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  /34

  $494,900

  • 2 Beds
  • 2 Baths
  • 2,082 Sq Ft

  8403 Reid Dr, Madison, WI 53717

  One-owner, custom ranch nestled by peaceful ponds & green space. Open floor plan, radiant in-floor heat, vaulted ceilings, & French doors to a 3-season room & patio with retracting awning. Kitchen with oak cabinetry, handy breakfast bar, & plenty of storage. Designed with accessibility in mind, everything is on one level with wide hallways, pocket doors, level entrances, and a flat lot. The

  Bill Santner II First Weber Inc

  8403 Reid Dr, Madison, WI 53717

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