Madison, WI Homes for Sale under $500,000

• 

  

  

  /29

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 1,394 Sq Ft

  5033 Regent St, Madison, WI 53705

  Welcome to this well cared for mid-century ranch in Madison’s sought-after Hill Farms neighborhood. Thoughtfully designed with timeless character, this inviting home features an updated kitchen layout with seamless connections to the living and dining areas, hardwood floors, abundant natural light, and an updated bathroom that blends modern style with the home’s classic appeal. A spacious 2-car

  Keith Schulz Great Rock Realty LLC

  5033 Regent St, Madison, WI 53705
• 

  

  

  /38

  $236,500

  $8K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,092 Sq Ft

  7203 Mid Town Rd Unit 212, Madison, WI 53719

  Back on the market through no fault of the property! Consider this your first chance to buy! The seller has continued to improve the home with new flooring and additional updates, making this move-in-ready condo even more appealing. The spacious 2-bedroom, 2-bath layout offers an open living and dining area, cozy fireplace, private covered balcony, generous bedroom sizes, and a functional kitchen

  Thomas Colloton EXP Realty, LLC

  7203 Mid Town Rd Unit 212, Madison, WI 53719
• 

  

  /2

  $417,200

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft

  The Tribeca Twin Home Plan at Midpoint Meadows - Twin Homes, Madison, WI 53719

  Eggs sunny-side up in the sunniest breakfast nook around. Even the coffee tastes better when it’s sipped slowly on the sofa anchoring your spacious great room. Head upstairs, slip into the coziest robe from your walk-in closet, then take a quiet moment on the front porch with the morning paper. Because this really is all yours. Welcome to life in The Tribeca.All prices, promotions and

  Veridian Homes Builder

  3223 Marty Rd Unit 37346765, Madison, WI 53719
• 

  

  

  /12

  $210,000

  $49K PRICE INCREASE

  • Land
  • 10,018 Sq Ft
  • $913,043 per Acre

  649 Windy Willow Rd, Middleton, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  649 Windy Willow Rd, Middleton, WI 53593
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  /35

  $450,000

  $10K PRICE DROP

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

  614 Mclean Dr, Madison, WI 53718

  Sunny, spacious stunner offering open concept living and maximum convenience in the heart of Grandview Commons neighborhood! You’ll be in easy walking distance to gorgeous parks with trails, dining options, cafes, and groceries. The main kitchen with large granite island, dining, and living area with gas fireplace flow seamlessly for entertaining. Relaxation awaits in your large master suite,

  Catherine Kimura Compass Real Estate Wisconsin

  614 Mclean Dr, Madison, WI 53718
• 

  /2

  $482,900

  New Construction

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

  9212 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

  9212 Gentle Feather Rd, Verona, WI 53593
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  /36

  $419,900

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  7022 Rockstream Dr, Madison, WI 53719

  Looking to down size or start home ownership? Picture perfect describes this wonderful, west side ranch home! Filled with natural light this home offers vaulted ceilings, luxury vinyl plank flooring, white painted woodwork, newer light fixtures and more! Open plan with patio doors from living room leading to freshly stained deck that overlooks nice, flat backyard-perfect for yard games or garden.

  Brenda Murphy First Weber Inc

  7022 Rockstream Dr, Madison, WI 53719
• 

  

  /30

  $379,900

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

  1121 Debra Ln, Madison, WI 53704

  Welcome to this beautifully remodeled 3-bedroom, 2-bath ranch on Madison’s north side! Completely updated in 2025 with new roof installed summer 2026, this move-in ready home blends modern finishes with comfortable, functional living. Inside, you’ll find updated flooring, fresh paint, renovated bathrooms, and a stylish kitchen with modern finishes and fixtures. Spacious bedrooms, an attached

  Michael Weiss MHB Real Estate

  1121 Debra Ln, Madison, WI 53704
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  /70

  $450,000

  • 4 Beds
  • 3 Baths
  • 2,138 Sq Ft

  5 Waywood Cir, Madison, WI 53704

  Welcome to your new home! This spacious, updated 4-bedroom, 3-bathroom home features a 2-car garage, not one but TWO living rooms and a spacious yard that's perfect for relaxing, entertaining, or room for pets to play. The private primary room includes its own en-suite bathroom, creating the perfect retreat at the end of the day. Best of all, this home is move-in ready and waiting for its new

  Kevin Navarro LPT Realty

  5 Waywood Cir, Madison, WI 53704
• 

  

  /22

  $374,900

  $30K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,205 Sq Ft

  4017 Zeno St, Madison, WI 53704

  Welcome home to this beautifully maintained and move-in ready 3 bdrm ranch nestled on a desirable corner lot on Madison's east side. From the moment you arrive, you'll appreciate the pride of ownership throughout this inviting home. Enjoy outdoor living in the private, fully fenced backyard featuring a low-maintenance composite deck and spacious patio, perfect for entertaining, relaxing, or

  Marlys Smith Restaino & Associates

  4017 Zeno St, Madison, WI 53704
• 

  

  /25

  $249,900

  • 2 Beds
  • 1.5 Baths
  • 1,422 Sq Ft

  902 N Thompson Dr Unit 2, Madison, WI 53704

  Nice 2 bedroom townhome style condo w/great location & easy access in every direction! You'll be just minutes away from the East Towne Mall area for shopping, dining, fitness, and more. Located near trails and easy access to public transit as well. On the main floor, you'll find the kitchen, combined living/dining area with walk-out to your private deck and a powder room. Upstairs you'll find 2

  Steven Schuster RE/MAX Preferred

  902 N Thompson Dr Unit 2, Madison, WI 53704
• 

  

  /39

  $312,000

  • 2 Beds
  • 2 Baths
  • 1,594 Sq Ft

  5449 Patriot Dr, Madison, WI 53718

  Move in ready upper condo with soaring cathedral ceilings with upper loft for your specific needs: office, 3rd bedroom, workout room, etc. Walls are all freshly painted and new luxury vinyl tile in entry, living areas and bathrooms and new carpet on stairway, bedrooms and walk-in closets. Updated ss appliances. Quick closing possible.

  Pam Boersma Restaino & Associates

  5449 Patriot Dr, Madison, WI 53718
• 

  

  /16

  $469,900

  $30K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,700 Sq Ft

  5000 Felland Rd, Madison, WI 53718

  Convenient access to amenities, dining, and recreation -Bedroom, 2.5-Bath Home with Secluded Privacy and Convenient Location Enjoy the best of both worlds in this beautifully situated 3-bedroom, 2.5-bath home. Tucked away in a private, peaceful setting, this property offers a hidden retreat. Just 5 minutes to Madison, Sun Prairie, and Cottage Grove, A rare opportunity to enjoy country-like

  Tiffany Esau Metro Brokers/Duane Reed

  5000 Felland Rd, Madison, WI 53718
• 

  

  /12

  $200,000

  $39K PRICE INCREASE

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

  657 Windy Willow Rd, Middleton, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  657 Windy Willow Rd, Middleton, WI 53593
• 

  

  /52

  $439,900

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,566 Sq Ft

  705 Reflection Dr, Verona, WI 53593

  Discover your dream home in this stunning residence featuring a sought-after open space concept that seamlessly blends style and functionality. Step inside to find beautiful living room floors newly installed in 2024, providing a fresh and modern foundation for your daily life. The interior flows effortlessly to a freshly painted deck, perfect for summer BBQs and quiet morning coffees.

  Andrew Lindgren First Weber Inc

  705 Reflection Dr, Verona, WI 53593
• 

  

  /35

  $322,500

  • 2 Beds
  • 1 Bath
  • 722 Sq Ft

  333 W Mifflin St Unit 2050, Madison, WI 53703

  Experience urban living at Metropolitan Place! This sought-after second-floor condo is a true original, offered by the first owners who hand-picked this unit for its ideal layout and placement when the development was built. Featuring two distinct bedrooms, it provides a versatile, functional space perfect for guests, roommates, or a home office. The floor plan is exceptionally convenient, with

  Greg Stroupe Real Broker LLC

  333 W Mifflin St Unit 2050, Madison, WI 53703
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  /27

  $395,000

  • 1 Bed
  • 1 Bath
  • 1,017 Sq Ft

  309 W Washington Ave Unit 412, Madison, WI 53703

  Downtown living at its finest. This condo places you just one block from Concerts on the Square and the Dane County Farmers' Market, and a 5-minute walk to the UW campus. Expansive windows bring natural light into the open great room, anchored by a gas fireplace. The kitchen offers ample counter space and a large breakfast bar. One of the largest one-bedroom floor plans in Capitol West, this unit

  Amaya Boman Compass Real Estate Wisconsin

  309 W Washington Ave Unit 412, Madison, WI 53703
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  /39

  $330,000

  • 2 Beds
  • 1.5 Baths
  • 1,204 Sq Ft

  3810 E Washington Ave, Madison, WI 53704

  Welcome home to 3810 E. Washington Ave! This well-maintained property offers a perfect blend of character, comfort, and convenience. Inside, you'll find bright, inviting living spaces filled with natural light, a functional layout, and plenty of room to make it your own. Whether you're a first-time buyer, looking to downsize, or searching for an investment opportunity, this home checks all the

  Josh Page Sprinkman Real Estate

  3810 E Washington Ave, Madison, WI 53704
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  /40

  $245,000

  • 2 Beds
  • 1.5 Baths
  • 1,310 Sq Ft

  1506 Wheeler Rd Unit F, Madison, WI 53704

  Welcome to 1506 Wheeler Road, Unit F! This inviting condo offers peaceful garden views and a convenient location near parks, schools, bus lines, shopping, dining, and everything Madison’s North Side has to offer. Enjoy comfortable, low-maintenance living with easy access to everyday essentials and outdoor recreation. A great opportunity to make this charming condo your new home!

  Josh Page Sprinkman Real Estate

  1506 Wheeler Rd Unit F, Madison, WI 53704
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  /72

  $479,900

  $16K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,549 Sq Ft

  3742 Elna Rd, Madison, WI 53718

  Rare find! This beautifully maintained ranch home sits on an expansive lot on a quiet, dead-end road, offering the perfect balance of a private country retreat and everyday convenience. Inside, a classic, seamless layout flows beautifully, illuminated by updated windows & solar tube lighting. The main floor features ultimate convenience, including a handy laundry chute. Gather in the inviting

  Ann Hermanson Restaino & Associates

  3742 Elna Rd, Madison, WI 53718
• 

  

  /29

  $344,900

  $55K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,001 Sq Ft

  1150 Williamson St Unit 204, Madison, WI 53703

  Priced $45,000 below the 2025 appraised value! Stylish 1 BR Condo immersed in one of Madison's most iconic neighborhoods! Soaring ceilings & gorgeous maple hardwood floors create an open, airy vibe. Large windows fill the expansive living area w/ natural light, perfect for relaxing or entertaining. Double-sided fireplace, sleek modern kitchen w/ granite countertops & updated appliances. Spacious

  Joshua Pelletter Rockwood Realty Group

  1150 Williamson St Unit 204, Madison, WI 53703
• 

  

  /23

  $309,000

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,595 Sq Ft

  1813 Conservation Place, Madison, WI 53713

  From the moment you enter, you’ll be welcomed by an abundance of natural light pouring in through oversized windows on all three levels. Enjoy not one, but TWO patio spaces - perfect for morning coffee or evening cocktails. With three bedrooms plus a bonus office, there’s plenty of room to live, work, and entertain. Recent updates include a dishwasher and washer and dryer. A private garage, wood

  Kaitlin Solomon MHB Real Estate

  1813 Conservation Place, Madison, WI 53713
• 

  

  /29

  $349,000

  • 3 Beds
  • 2.5 Baths
  • 2,372 Sq Ft

  203 Wyalusing Dr, Madison, WI 53718

  Meticulously maintained & updated, this alluring 2-story townhouse is conveniently located on Madison’s Eastside. This exceptional walk-up impresses w/ lofty ceilings, elegant hardwood floors & brilliant natural light. Enjoy great conversations in the spacious living room, or cozy up for movie night in front of the gas fireplace at night. Dazzle dinner guests in the modern kitchen w/ a sizable

  Kaitlin Solomon MHB Real Estate

  203 Wyalusing Dr, Madison, WI 53718
• 

  

  /38

  $375,000

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

  941 Ridgewood Way, Madison, WI 53713

  Step inside this beautifully refreshed 2-story home where classic charm meets modern style & convenience. Extensive interior updates include new flooring, fresh paint, updated flooring & lighting, renovated bathrooms, & a stunning kitchen featuring new cabinetry, stainless steel appliances, & ample workspace. The thoughtfully designed floor plan offers a main-level primary bdrm conveniently

  Megan Roth-Markham Bunbury & Assoc, REALTORS

  941 Ridgewood Way, Madison, WI 53713
• 

  /2

  $479,900

  New Construction

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

  7710 Stones Throw Dr, 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

  7710 Stones Throw Dr, Madison, WI 53719
• 

  

  /33

  $349,900

  • 3 Beds
  • 1 Bath
  • 1,336 Sq Ft

  5182 Reiner Rd, Madison, WI 53718

  Charming ranch home nestled on 1.17 acres with a spacious backyard and peaceful views backing to a field. This 3-bedroom, 1-bath home offers 1,000 sq ft on the main level with hardwood flooring and a cozy galley-style kitchen featuring wood cabinetry and tile flooring. The partially finished lower level provides approximately 300 sq ft of additional finished space, plus a dedicated office,

  Heather Taylor MHB Real Estate

  5182 Reiner Rd, Madison, WI 53718
• 

  

  /46

  $275,000

  • 2 Beds
  • 1.5 Baths
  • 1,099 Sq Ft

  6933 Chester Dr Unit E, Madison, WI 53719

  Move right in and enjoy this mindfully maintained, sun-filled townhome-style condo on Madison's desirable West Side! A private entry welcomes you into the living area that smoothly transitions to a stylish kitchen with breakfast bar and dining area that opens to an expansive deck—perfect for morning coffee or relaxing summer evenings. Upstairs, two spacious bedrooms provide comfort and

  Lou Elson EXIT Realty HGM

  6933 Chester Dr Unit E, Madison, WI 53719
• 

  

  /39

  $439,900

  • 2 Beds
  • 2 Baths
  • 1,642 Sq Ft

  3160 S High Point Rd, Madison, WI 53719

  Welcome home to this beautiful private end-unit condo on Madison's highly desirable West Side! Offering 2 bedrooms, 2 full baths, and a spacious loft, this home features an open-concept layout designed for both comfortable everyday living and effortless entertaining. The inviting kitchen features a large center island, open to the bright living and dining areas. Enjoy your morning coffee or

  Kristin Shields MHB Real Estate

  3160 S High Point Rd, Madison, WI 53719
• 

  /2

  $413,400

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,486 Sq Ft

  The Emerson Twin Home Plan at Midpoint Meadows - Twin Homes, Madison, WI 53719

  Welcome to easy living, like you’ve never thought possible. The type that’s both laid-back and sophisticated. This smart layout makes use of every inch, offering standard features like a breakfast bar, kitchen pantry and first floor laundry. You’ll welcome guests to hang around a little while longer in the cozy third bedroom, although they will likely envy your own little piece of heaven that is

  Veridian Homes Builder

  3223 Marty Rd Unit 38423683, Madison, WI 53719
• 

  

  /46

  $499,000

  $26K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,150 Sq Ft

  2801 Tucson Trail, Madison, WI 53719

  EVERYTHING YOU'VE BEEN LOOKING FOR! Welcome home to this beautifully updated 3-bedroom, 2-bath ranch where thoughtful design, & functional living come together. The open-concept main level creates an inviting space for everyday living and entertaining, featuring an updated kitchen, durable LVP flooring throughout, & solid-core interior doors that add quality & character.The finished LL offers a

  Ericka Doran Relish Realty

  2801 Tucson Trail, Madison, WI 53719
• 

  

  /12

  $208,000

  $50K PRICE INCREASE

  • Land
  • 10,018 Sq Ft
  • $904,348 per Acre

  645 Clear Pond, Verona, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  645 Clear Pond, Verona, WI 53593
• 

  

  /29

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,784 Sq Ft

  9318 Highland Gate Way, Fitchburg, WI 53593

  Show 8/26- Come see this charming corner lot ranch in the desirable Acacia Ridge neighborhood! Completely move in ready, this home combines thoughtful design, modern comfort, and a welcoming front porch. The main level features an open, light-filled layout with a seamless flow between the living, dining, and kitchen areas perfect for everyday living. A gas fireplace creates a warm focal point in

  Kaitlin Solomon MHB Real Estate

  9318 Highland Gate Way, Fitchburg, WI 53593
• 

  

  /51

  $474,900

  $25K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,099 Sq Ft

  5318 Regent St, Madison, WI 53705

  Fantastic location directly across from wooded green space and within walking distance of numerous parks. Welcome to this bright and inviting 3-bedroom, 1.5-bath home featuring an open floor plan, wood floors throughout the main level, and abundant natural light. Living room with expansive picture window and brick gas fireplace. Spacious kitchen offers plenty of room for cooking and gathering.

  Dick Bloomenkranz Collective Real Estate Group

  5318 Regent St, Madison, WI 53705
• 

  /2

  $415,500

  • Land
  • 21,780 Sq Ft
  • $831,000 per Acre

  2747 Ski Ln, Madison, WI 53713

  .46 ACRES ON A COMMERCIALLY ZONED LOT, RECENTLY ANNEXED BY CITY OF FITCHBURG, CONTAINS 1 HOUSE, APPROXIMATELY 800 SQ FT, FULL BASEMENT , 1 BR 1 BA. RENTED ON A MO/MO LEASE

  Tom Jacobs Jacobs Cooperage, LLC

  2747 Ski Ln, Madison, WI 53713
• 

  

  /19

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 1,950 Sq Ft

  1210 Twinleaf Ln, Madison, WI 53719

  Numerous updates make this home truly shine! Brand new carpet (2026), fresh paint, gorgeous bamboo flooring, tankless water heater ('23), washer (23) & dryer (24). Step inside from the welcoming front porch & discover a well-loved & beautifully maintained home! A spacious kitchen features natural light, a large island for meal prep & casual dining, a pantry & SS appliances. Adjacent dining space

  Chanell Abing Coldwell Banker Real Estate Group

  1210 Twinleaf Ln, Madison, WI 53719
• 

  

  /13

  $215,000

  • Land
  • 10,454 Sq Ft
  • $895,833 per Acre

  10438 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

  10438 Red Pine Dr, Verona, WI 53593
• 

  

  /33

  $249,900

  • 3 Beds
  • 1.5 Baths
  • 1,044 Sq Ft

  952 Rockefeller Ln Unit 952, Madison, WI 53704

  We have an accepted offer, looking for a secondary offer. Great location for the maintenance-free living , ranch style, end unit condo with 3 bedrooms, 1.5 baths. Offers bright kitchen, dining and living with popular open concept, with island in kitchen, new refrigerator in 2023, brand new kitchen faucet, new LG All-In-One washer/dryer in 2025, new flooring in 2025 and updated lighting. Private

  Brenda Cuta First Weber Inc

  952 Rockefeller Ln Unit 952, Madison, WI 53704
• 

  

  /49

  $439,900

  $25K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,018 Sq Ft

  7202 E Valley Ridge Dr, Madison, WI 53719

  WELCOME HOME! Discover the charm and comfort of this beautiful two-story home nestled in the quiet and desirable Highland Village neighborhood. Featuring 3 spacious bedrooms, this move-in-ready home offers a welcoming layout designed for everyday living and entertaining. Enjoy the perfect blend of comfort and convenience with easy access to the Beltline, restaurants, shopping, and nearby

  Sanjiv Tamang Real Broker LLC

  7202 E Valley Ridge Dr, Madison, WI 53719
• 

  

  /37

  $395,000

  • 2 Beds
  • 2 Baths
  • 1,529 Sq Ft

  306 Garnet Ln, Madison, WI 53714

  A true East Side Madison gem, inside and out. Tucked just a few houses from the park and backing to greenspace, this home is surrounded by beautiful gardens that bloom all summer long. Inside, the sellers uncovered the original hardwood floors and replaced the interior doors with solid-core doors, adding to the character and quality throughout. The current dining room can easily convert back to a

  Mindi Kessenich Real Broker LLC

  306 Garnet Ln, Madison, WI 53714
• 

  

  /23

  $315,000

  • Land
  • 5,227 Sq Ft
  • $2,625,000 per Acre

  3606 Atwood Ave, Monona, WI 53714

  Enjoy the beautiful views of Lake Monona and the downtown Madison skyline! Olbrich Park is across the street and the Olbrich gardens are a couple of blocks away! This property is a vacant lot with a garden shed. Property is on the bus route and the bike trail is right in front of the property. Build your dream home with a dream view and enjoy all the amenities that this Atwood neighborhood has to

  Jean Adler Restaino & Associates

  3606 Atwood Ave, Monona, WI 53714

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