Madison, WI Homes under $500,000

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  /46

  $500,000

  • 5 Beds
  • 4 Baths
  • 1,976 Sq Ft

  3133 Pleasant St, Sun Prairie, WI 53590

  Peaceful water & prairie views--Prime location! Through the large picture windows, enjoy watching wild birds by the pond & taking in the expansive long-range vistas of Northeast Park/playground. On the bike path and only a short walk to everything in Prairie Lakes (Costco!) Perfect for multi-generational living, this home features dual living spaces w/separate entrances. Each level has 2

  Angi Ackard

  EXP Realty, LLC

  (608) 557-3437

  3133 Pleasant St, Sun Prairie, WI 53590
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  /27

  $469,000

  • 3 Beds
  • 2.5 Baths
  • 2,020 Sq Ft

  542 Redan Dr, Fitchburg, WI 53593

  A must see, two year old home in the prime location of Acacia Ridge. Tasteful finishes throughout - kitchen cabinetry up to the ceiling, large kitchen island, spacious and light filled main level living space and a welcoming front porch. Sunny primary suite has large walk-in closet and adjoining, private primary bath. Functional lower level is perfect for a TV room, play space or work out room.

  Maddie Whitcomb-Richgels Compass Real Estate Wisconsin

  542 Redan Dr, Fitchburg, WI 53593
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  /53

  $455,000

  • 3 Beds
  • 2 Baths
  • 2,272 Sq Ft

  1922 Vondron Rd, Madison, WI 53716

  Located in the popular East Meadowood neighborhood, this beautifully updated home blends style, function, and comfort. The bright, open kitchen stands out with granite countertops, tile backsplash, hardwood floors, generous cabinetry, and updated appliances. Main level has 3 bedrooms & an updated bath, plus a 3-season porch, perfect for everyday living. The lower level adds incredible flexibility

  Raegen Trimmer RE/MAX Preferred

  1922 Vondron Rd, Madison, WI 53716
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  /72

  $470,000

  • 3 Beds
  • 3.5 Baths
  • 2,012 Sq Ft

  9305 Briar Haven Dr, Verona, WI 53593

  Welcome to this beautifully maintained 3-bedroom, 3.5-bathroom home nestled in the highly sought-after Cardinal Glenn neighborhood. Step inside to discover a spacious and inviting main level featuring stylish luxury vinyl plank flooring, while plush new carpeting enhances the comfort of the upper level. The thoughtfully designed kitchen is both functional and elegant, boasting a large island with

  Cheng Real Estat Group Real Broker LLC

  9305 Briar Haven Dr, Verona, WI 53593
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  /41

  $464,900

  • 4 Beds
  • 2.5 Baths
  • 2,496 Sq Ft

  4917 Ralph Cir, Madison, WI 53714

  Move-In Ready home at the top of a Cul-de-sac! This beautifully updated home offers city convenience with the privacy of a wooded lot and custom-lit tall fencing. Enjoy seamless indoor-outdoor living with a spacious deck and patio-perfect for relaxing, grilling or entertaining. Backing up to Kennedy Park and Goodman Community farm, the property feels like a private retreat. Inside, natural light

  Douglas Leikness Stark Company, REALTORS

  4917 Ralph Cir, Madison, WI 53714
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  /33

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft

  6102 Misty Bridge Rd, Madison, WI 53718

  Step inside this thoughtfully designed ranch home and be greeted by a charming front porch that sets the tone for what’s inside. The heart of the home is the beautiful custom kitchen featuring a spacious island, a mix of open shelving, and stainless steel appliances including a gas stove. Just off the kitchen, the dining area leads out to the yard through sliding glass doors. The main level

  Mari Slobounov Keller Williams Realty

  6102 Misty Bridge Rd, Madison, WI 53718
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  /19

  $464,900

  • 3 Beds
  • 2.5 Baths
  • 1,782 Sq Ft

  1438 Dayflower Dr, Madison, WI 53719

  This updated 3-bed/2.5-bath home offers a perfect blend of comfort and convenience. Inside you’ll discover fresh paint and carpet throughout and a completely updated kitchen featuring sleek quartz counters, stainless apps, tile backsplash, and refreshed cabinetry that adds a modern touch. The ML features a spacious living room that connects seamlessly to the kitchen and dining area. You'll also

  Chris Barreau MHB Real Estate

  1438 Dayflower Dr, Madison, WI 53719
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  /44

  $449,900

  • 4 Beds
  • 3 Baths
  • 1,931 Sq Ft

  4009 Sutteridge Trail, Madison, WI 53704

  Welcome home to this East side neighborhood gem!! This bright and functional 4 bed, 3 bath home has all the goods including hardwood floors, new carpet, walkout lower level to patio and newly fenced yard for your kids or pets, upper-level deck with peaceful views of sunsets and the woods behind the home with no back neighbors! Just around the corner from a park, close to restaurants and shopping

  Erik Rasmuson Rock Realty

  4009 Sutteridge Trail, Madison, WI 53704
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  /49

  $448,500

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft

  6410 Pizarro Cir, Madison, WI 53719

  This home will surprise & delight you. You'll immediately notice the spacious layout w/ high ceilings, skylights, a wide staircase to 2nd floor, & double-sided fireplace. High-quality laminate flooring in kitchen/dining area pairs well w/ woodwork throughout the house. Deck avail off dining area. Main floor washer/dryer hookup option in closet near 1/2 bath. Upper level has 3 beds. Master bath

  Jess Lex Realty Executives Cooper Spransy

  6410 Pizarro Cir, Madison, WI 53719
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  /33

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 1,785 Sq Ft

  6109 Misty Bridge Rd, Madison, WI 53718

  Opportunity knocks with this well maintained 3-bed, 2.5-bath home that delivers 1,785 square feet of thoughtful design. The heart of the home has a bright, airy kitchen w/solid surface countertops, SS appliances, and abundant windows that flood the space w/natural light. Retreat to the primary suite with its generous walk-in and spa-like ensuite boasting an oversized shower and dual vanities. The

  Dan Cardoso Accord Realty

  6109 Misty Bridge Rd, Madison, WI 53718
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  /19

  $459,000

  • 3 Beds
  • 3.5 Baths
  • 2,949 Sq Ft

  27 Waterford Cir, Madison, WI 53719

  This rare large townhome is in the heart of Madison's desirable Prairie Hills Neighborhood, known for its ideal location and close conveniences. Verona school district, nearby parks, groceries, department stores, movie theaters, health clubs, spas, & restaurants. Flexible, open layout perfect for entertaining. Large primary suite with vaulted ceiling, jacuzzi, double vanity & walk-in closet.

  Jessica Janssen Design Realty LLC

  27 Waterford Cir, Madison, WI 53719
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  /34

  $414,900 Open Sun 2PM - 5PM

  • 3 Beds
  • 1.5 Baths
  • 2,328 Sq Ft

  4705 Agate Ln, Madison, WI 53714

  A rare find in the heart of Madison-make this gem your new home today! Built with love in 1967, well cared for ever since, this beauty rests in the coveted Rolling Meadows neighborhood, 1 block from Kennedy School. Spacious home featuring a welcoming rec room with wood-burning fireplace, a generous living room, dining room, and eat-in kitchen with abundant cupboard space. This home boasts plenty

  Seth Pfaehler The McGrady Group, LLC

  4705 Agate Ln, Madison, WI 53714
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  /32

  $440,000

  • 2 Beds
  • 1 Bath
  • 973 Sq Ft

  333 W Mifflin St Unit 8100, Madison, WI 53703

  Discover downtown Madison living in this stylish 2-bed, 1-bath, 973 sq. ft. condo at Metropolitan Place. Just blocks from State Street, Capitol Square, Overture, and a 24/7 grocery store, this home offers prime access to it all. Enjoy an open-concept layout with large windows, hardwood floors, and a private balcony with MUST SEE courtyard views. The kitchen features granite countertops, stainless

  Marine Yoo Real Broker LLC

  333 W Mifflin St Unit 8100, Madison, WI 53703
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  /54

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,719 Sq Ft

  6003 Canyon Pkwy, Mc Farland, WI 53558

  Beautifully maintained 3-bedroom, 2-bath condo featuring gleaming hardwood floors, vaulted ceiling, and an upgraded, spacious kitchen perfect for cooking and entertaining. Enjoy relaxing in the bright and airy sunroom or step outside to the porch equipped with a convenient sun shade awning--ideal for warm summer days. Additional highlights include a 2022 water heater, main level laundry, and

  Karla Downing First Weber Inc

  6003 Canyon Pkwy, Mc Farland, WI 53558
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  /39

  $435,000

  • 2 Beds
  • 1 Bath
  • 1,565 Sq Ft

  613 Anthony Ln, Madison, WI 53711

  Welcome to this charming bungalow radiating good vibes! Meticulously maintained and loved, it's ready to move in as-is, yet offers exciting potential for personalised updates—the choice is yours. The sunny living room & dining area features an archway leading to 2 bedrooms with real wood floors. An attached one-car garage conveniently leads into your kitchen and back sunroom, sure to offer tons

  Julie White Restaino & Associates

  613 Anthony Ln, Madison, WI 53711
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  /32

  $415,000

  • 3 Beds
  • 2 Baths
  • 1,334 Sq Ft

  3725 Dawes St, Madison, WI 53714

  Showings start 5/30. Centrally located 3-bed/2-bath Eastmoreland ranch. From the spacious, open living room to thoughtful finished LL the maintenance and updates to this home shine. Numerous updates from the furnace and AC (2024) to the roof (2024) and appliances (2022). All the work has been done for you. Unload the moving truck and unpack your boxes. Immediately you can feel the inviting warmth

  Alan Feder Realty Executives Cooper Spransy

  3725 Dawes St, Madison, WI 53714
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  /38

  $499,900

  • 3 Beds
  • 1.5 Baths
  • 1,380 Sq Ft

  1235 Chandler St, Madison, WI 53715

  Charming home in the heart of the Villas Neighborhood - just blocks from Vilas Park Zoo, UW Arboretum, Trader Joe's, Camp Randall, and bike paths. Features include hardwood floors, crown moldings, built-ins, and an updated kitchen. All three bedrooms upstairs; one without a closet, ideal for office or flex space. Per prior listing: windows and first-floor bath updated around 2013. New furnace in

  Mary Schultz Century 21 Affiliated

  1235 Chandler St, Madison, WI 53715
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  /80

  $499,000

  • 3 Beds
  • 3 Baths
  • 2,833 Sq Ft

  4509 Deerwood Dr, Madison, WI 53716

  Rare find! This 2833 sqft two-story offers 3 bedrooms and is located on a secluded cul-de-sac wooded lot. Natural hardwood oak floors run throughout main level great room leading to triple patio doors and large screen porch. First floor primary bedroom with walk-in closet and access to full bath. Spacious kitchen with plenty of counter space and dinette with access to deck. Second story includes

  TC Farber RE/MAX Preferred

  4509 Deerwood Dr, Madison, WI 53716
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  /35

  $424,900

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  4801 Mineral Point Rd, Madison, WI 53705

  First time on the market in over 50 years! This ranch home is situated on a 1/3 of an acre with mature trees and landscaping. Classic charm meets functionality. Sprawling wood floors throughout most of the first floor including the large living room that backs up to a screen porch overlooking the generous back yard. Lower level features a second entertainment area with classic 70's wood paneling

  Rico Sabatini Real Broker LLC

  4801 Mineral Point Rd, Madison, WI 53705
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  /44

  $419,900

  • 3 Beds
  • 2.5 Baths
  • 1,739 Sq Ft

  9327 Silicon Prairie Pkwy, Verona, WI 53593

  Welcome to your new home in the highly desirable Cathedral Point community! This beautiful modern twin home main level features a well-appointed kitchen with stainless steel appliances & granite counters along with dining area step out to a sun-soaked deck ideal for relaxation or entertaining guests. South facing living area with natural light showing off the LVP floors that stretch throughout

  Hui Cheng Real Broker LLC

  9327 Silicon Prairie Pkwy, Verona, WI 53593
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  /41

  $419,900

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  1713 Vahlen St, Madison, WI 53704

  Newly remodeled and spacious 3 bedroom 2 bath with den/office! This home was contractor owned for many years and just completely remodeled with all new appliances, new boiler, new water heater, all new electrical, and new roof!! Close to bus lines, coffee shops, and the mallards stadium. Limited service listing

  Lou Reed ALTUS Commercial Real Estate, Inc.

  1713 Vahlen St, Madison, WI 53704
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  /32

  $439,000

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  5142 Ridge Oak Dr, Madison, WI 53704

  Your NextHome! Recently updated 3-bedroom, 2-bath single-family home on a corner lot. This 1,560 sq ft home features new flooring, modern countertops, and fresh paint throughout. Enjoy the open layout with a deck off the kitchen through sliding patio doorsideal for outdoor dining or entertaining. The partially finished basement includes a third bedroom, full bathroom, a large family room,

  Tremayne McGraw NextHome Success-Ft Atkinson

  5142 Ridge Oak Dr, Madison, WI 53704
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  /36

  $499,900

  • 2 Beds
  • 2 Baths
  • 1,599 Sq Ft

  1801 Opus Ln Unit 101, Fitchburg, WI 53593

  Step into airy, upscale living in this stunning condo, boasting soaring 10-foot ceilings & expansive windows that flood every room of this nearly 1600 sf home w/natural light. Beautifully designed kitchen features crisp white cabinetry, quartz countertops, a stylish tile backsplash, walk-in pantry & gas stove w/built-in griddle, all centered around an oversized island perfect for entertaining.

  Dominic Colosimo EXP Realty, LLC

  1801 Opus Ln Unit 101, Fitchburg, WI 53593
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  /35

  $440,000

  • 3 Beds
  • 2 Baths
  • 2,861 Sq Ft

  4901 Ralph Cir, Madison, WI 53714

  Showings begin 5/27. Welcome to this beautifully maintained Madison ranch nestled on a quiet cul-de-sac, just steps from Kennedy Elementary-an ideal location for those seeking a peaceful neighborhood setting! Bright and airy throughout, this charming home features a spacious layout filled with natural light. The inviting family room boasts a stone wall wood-burning fireplace, perfect for cozy

  Marine Yoo Real Broker LLC

  4901 Ralph Cir, Madison, WI 53714
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  /37

  $439,900

  • 2 Beds
  • 2 Baths
  • 1,980 Sq Ft

  1610 Wheeler Rd Unit 2C, Madison, WI 53704

  See the best that Cherokee has to offer! 3 car gar! 2 storage units-a rare 8x20 storage unit! Enormous barrier free top flr unit overlooking the lush manicured lawn &a natural pond, very peaceful & tranquil! This 1980 sq/ft no step entry 2-3 bdrm, 2 bath condo offers a spectacular wide open flrpln & Sunrm w/full wall of windows offering beautiful panoramic views! Fully appcd white kitchen w/

  Peggy Acker-Farber RE/MAX Preferred

  1610 Wheeler Rd Unit 2C, Madison, WI 53704
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  /37

  $430,000

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  5449 Old Middleton Rd, Madison, WI 53705

  Charming 3-bed, 2-bath home with 1,088 sq ft above grade and 240 sq ft finished below. The walkout lower level leads to a fully fenced, landscaped backyard with an 8' x 11' powered shed. Relax in the screened-in porch with marine-grade roll-up weather shades for multi-season comfort. Tucked on Madison’s west side, just minutes to Hilldale, parks, bike paths, bus lines, and UW campus. A great

  Kevin Grinvalsky Rodina Real Estate LLC

  5449 Old Middleton Rd, Madison, WI 53705
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  /42

  $474,900

  • 2 Beds
  • 2.5 Baths
  • 1,508 Sq Ft

  612 N Midvale Blvd, Madison, WI 53705

  Showings Begin 5/17. SUNLIGHT = SEROTONIN BOOST! This sunsoaked 2 bed 2.5 bath townhouse with private entry welcomes you to a bright and cheery living room. Gleaming hardwood floors throughout main level. The kitchen features fabulous stainless steel appliances and corian solid surface counter tops. Windows on both sides of the level, as well as walkouts to balconies. Half bath right next to

  Matt Kornstedt Stark Company, REALTORS

  612 N Midvale Blvd, Madison, WI 53705
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  /22

  $429,900

  • 3 Beds
  • 2 Baths
  • 1,915 Sq Ft

  301 E Coldspring Ave, Madison, WI 53716

  Well maintained three bedroom and two bath home. Living room features hardwood floors with gas fireplace. Formal dining room leads out to three season room overlooking large fenced in back yard. Two car garage includes work area. Furnace, central air and water heater installed 2018.

  Jerry Gill Gill Realty, LLC

  301 E Coldspring Ave, Madison, WI 53716
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  /46

  $475,000

  • 3 Beds
  • 1.5 Baths
  • 1,154 Sq Ft

  529 Spruce St, Madison, WI 53715

  Welcome to this picture-perfect Bay Creek ranch, bursting with timeless modern updates and just blocks from the lake on Monona Bay! Bike to downtown Madison or stroll to Goodman Park and Pool. The spacious primary bedroom is filled with natural light from abundant windows, an open-concept living room with a wood-burning fireplace, and a chef’s kitchen equipped with top-of-the-line appliances,

  Stephanie Kohl Compass Real Estate Wisconsin

  529 Spruce St, Madison, WI 53715
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  /37

  $500,000

  • 4 Beds
  • 3.5 Baths
  • 2,786 Sq Ft

  575 Fargo Trail, Middleton, WI 53562

  Discover the charm of this well-cared for 4BR/3.5BA condo in highly sought after Sauk Heights, within the Middleton School District! You’ll enjoy the ideal end unit offering private entry & deck overlooking a lovely pond. Enter in to find the stunning kitchen boasting all SS apps, quartz counters, tile backsplash & dining area. Not to mention the formal dining rm & living room w/ cozy gas

  Kristin Shields MHB Real Estate

  575 Fargo Trail, Middleton, WI 53562
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  /36

  $425,000

  • 3 Beds
  • 4 Baths
  • 2,149 Sq Ft

  11 Winterberry Trail, Madison, WI 53717

  Price reduced! This 3 bdrm, 2 full bath, 2 half bath townhome in Tamarack Trails has many reasons to call it 'home'. From the abundant natural light with east/north exposure to the comfortable Hearth room with gas fireplace; from the mature landscaping & berm to the enhanced privacy it provides. Enjoy summer days on the deck accessible from the Hearth rm or relax on the patio off the living rm.

  Bruce Szudy Concept Realty Service, Inc

  11 Winterberry Trail, Madison, WI 53717
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  /46

  $425,000

  • 2 Beds
  • 1 Bath
  • 973 Sq Ft

  333 W Mifflin St Unit 1163, Madison, WI 53703

  This sun-drenched unit in Metropolitan Place features a spacious living room with a gas fireplace, gleaming hardwood floors, and a private terrace overlooking the serene courtyard. The stylish kitchen offers stainless steel appliances, granite countertops, a breakfast bar, tile backsplash, and under-cabinet lighting. Move-in ready, the home also includes a convenient in-unit washer and dryer.

  Julie Bernauer Sprinkman Real Estate

  333 W Mifflin St Unit 1163, Madison, WI 53703
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  /41

  $440,000

  • 2 Beds
  • 2 Baths
  • 1,748 Sq Ft

  5418 Old Middleton Rd Unit 201, Madison, WI 53705

  Step into this beautifully updated 2-bed, 2-bath condo nestled in the sought-after Highlands Abbey community. This inviting home features a bright, open layout with tasteful finishes throughout, including hardwood floors, tall ceilings, & elegant fixtures. The heart of the home is the dreamy sunroom—a tranquil retreat perfect for reading or simply soaking in the natural light. The spacious living

  Lindsey DeFlorian Lauer Realty Group, Inc.

  5418 Old Middleton Rd Unit 201, Madison, WI 53705
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  /32

  $440,000

  • 1,906 Sq Ft

  2249 E Washington Ave Unit 1, Madison, WI 53704

  Fantastic income property in a great location on Madison's Eastside. This 2-flat boasts a new roof, siding, and windows (2022). It also has new Furnace and water heater(2022). The work is already done and ready for income and/or owner occupy. Relax in the deep fenced in back yard or enjoy the screened in front porch.

  Jeffrey Cullen Weichert, Realtors- Lakepoint

  2249 E Washington Ave Unit 1, Madison, WI 53704
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  /36

  $429,900

  • 3 Beds
  • 2.5 Baths
  • 1,756 Sq Ft

  538 Aztalan Dr, Madison, WI 53718

  Offer/Bump as of 5/21. Showings start May 15th on this impeccably maintained home in the heart of Door Creek neighborhood. Just a short walk to the park where you'll find tennis, pickleball & basketball courts, a large playground & wonderful walking trails. This 2 story home features newer maple hardwood floors throughout the main level, updated stainless appliances in the kitchen & a siding

  Sherry McKee Stark Company, REALTORS

  538 Aztalan Dr, Madison, WI 53718
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  /54

  $499,900

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft

  5425 Gettle Ave, Madison, WI 53705

  Modern luxury with all the classic charm still intact near the UW Hospital! This move in ready gem has so many great features. The bright and sunny main floor has beautiful original hardwood floors, as well as an updated bathroom and dining area. The elegantly remodeled and spacious kitchen offers solid surface countertops, tile backsplash and wood floors. Downstairs is your private ensuite

  Joe Copeland Realty Executives Cooper Spransy

  5425 Gettle Ave, Madison, WI 53705
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  /28

  $438,000

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

  710 Color Peak Rd, Verona, WI 53593

  Sunny & bright open concept home in popular Linden Park neighborhood overlooking green space. Conveniently located close to Olson Elementary, shopping, dining, parks, with easy access to Beltline and Epic, this home is a don't miss. Kitchen features stainless steel appliances and large island that lead to your private deck. Drop zone near kitchen for easy charging of all your gadgets. Main floor

  Stephanie Wedan First Weber Inc

  710 Color Peak Rd, Verona, WI 53593
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  /36

  $499,900

  • 3 Beds
  • 3 Baths
  • 2,975 Sq Ft

  5109 Whitcomb Dr, Madison, WI 53711

  Sprawling ranch on lg.(.74) mature lot in Orchard Ridge. The property is beautifully landscaped including varieties of trees, flowers, & shrubs. In addition to the 2 car attached garage, there's a newer detached 2 car for the hobbyist, extra vehicles, or storage. There's a 2nd shed as well. Inside you'll find 3 bdrms, a full bath & 2 half baths. There are 2 wood-burning fireplaces, along w/a

  Ellen Werdan Restaino & Associates

  5109 Whitcomb Dr, Madison, WI 53711
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  /26

  $474,900

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  122 S Whitney Way, Madison, WI 53705

  Discover the charm of University Hill Farms in this well-maintained home featuring oak hardwood floors and an updated kitchen with granite counters and modern cabinets. Enjoy the bright sunroom overlooking a spacious backyard full of potential. The lower level offers over 1,000 sq ft of open space, ready for your finishing touch. Pre-inspected with all items professionally repaired. Walk to

  Charles Wills The Wills Agency

  122 S Whitney Way, Madison, WI 53705
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  /12

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,379 Sq Ft

  201 N Livingston St, Madison, WI 53703

  Location, Location, Location…two blocks from Breese Stevens and the Sylvee! Great opportunity to owner occupy or add to your rental portfolio. Original woodwork is in great shape. Refinish the hardwood floors, remove some wallpaper and add your favorite paint colors. Unfinished basement is dry, great for storage. 1 block to Festival Foods, Reynolds Park and Popular Restaurants.

  Jason Geiger Geiger, Realtors

  201 N Livingston St, Madison, WI 53703

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