Homes for Sale near Milestone Democratic School

• 

  

  

  /54

  $500,000 Open Tue 5PM - 7PM

  • 4 Beds
  • 2.5 Baths
  • 2,548 Sq Ft

  5409 Vicar Ln, Madison, WI 53714

  Showings start at open house on 8/5 at 5pm! Welcome to this tranquil oasis in the city! Beautifully cared for 2-story home on a large corner lot in Heritage Heights features 4 beds/2.5 baths & many updates thru-out. Large Living rm leads to formal DR. Spacious Kit w/ hickory cabs, Formica counters w/copper penny backsplash, black appls & adjacent dinette. Family rm w/ gas FP & built-in

  Amy Lessing Compass Real Estate Wisconsin

  5409 Vicar Ln, Madison, WI 53714
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /16

  $349,900

  • 1 Bed
  • 1 Bath
  • 871 Sq Ft

  333 W Mifflin St Unit 2150, Madison, WI 53703

  Enjoy downtown living in this sunny 1-bedroom + den condo, located on the 2nd floor of Metropolitan Place! This unit features an open floor plan with maple hardwood floors in the living and kitchen areas, in-unit laundry, and a same-floor storage unit, 1 underground parking space (Space # 1013). New carpet (2025) and Fresh paint (2025). The building offers a variety of amenities, including a

  Peiling Fan EXP Realty, LLC

  333 W Mifflin St Unit 2150, Madison, WI 53703
• 

  

  

  /34

  $350,000

  • 1 Bed
  • 1 Bath
  • 852 Sq Ft

  530 W Doty St Unit 107, Madison, WI 53703

  Showings begin 7/31. Location, Location, Location! Here's your chance to own a Bedford Court condo. Blocks away from Lake Monona and the Monona Bay, as well as State Street and everything downtown living has to offer! Close to bike and walking paths, parks, and delicious restaurants, this condo is the place to be! Spacious 1 bedroom with 10' ceilings, large bathroom and den, underground parking

  Dominic Sanchez First Weber Inc

  530 W Doty St Unit 107, Madison, WI 53703
• 

  

  

  /40

  $475,000

  • 4 Beds
  • 2.5 Baths
  • 2,172 Sq Ft

  7114 Littlemore Dr, Madison, WI 53718

  Welcome to this spacious home located in a walkable neighborhood across from 160-acres of nature's beauty, Door Creek Park. The open floor plan features a stylish kitchen with granite counters, an island for projects, stainless appliances, and pantry. The great room includes a cozy gas fireplace, while a main level flex room offers office or playroom potential. The large primary suite boasts a

  Patrick Martin Patrick J Martin Real Estate LLC

  7114 Littlemore Dr, Madison, WI 53718
• 

  

  

  /29

  $649,900

  • 5 Beds
  • 3 Baths
  • 2,079 Sq Ft

  2833 Hoard St, Madison, WI 53704

  Rare opportunity! Built in 2016, this home features ICF (Insulated Concrete Form) exterior walls with triple pane, European-style tilt and turn windows for superior energy efficiency. Polished concrete floors throughout add modern flair and low-maintenance appeal. Main floor offers living room, kitchen, bedroom, and bathroom. Second floor provides two bedrooms and full bathroom with a bathtub and

  Chris Muchka Steven's Real Estate

  2833 Hoard St, Madison, WI 53704
• 

  

  /33

  $500,000

  • 4 Beds
  • 2.5 Baths
  • 2,135 Sq Ft

  6311 Hidden Farm Rd, Mc Farland, WI 53558

  Tucked into McFarland's beloved Country Wood neighborhood, this beautifully maintained home blends comfort and functionality at every turn. The open layout offers seamless flow between a sun-filled great room with a gas fireplace, a spacious kitchen with pantry and breakfast bar, and a versatile mudroom. Enjoy serene moments on the patio overlooking your gorgeous yard with mature trees or movie

  Dan Chin Homes Team Real Broker LLC

  6311 Hidden Farm Rd, Mc Farland, WI 53558
• 

  

  /39

  $399,900

  • 1 Bed
  • 1.5 Baths
  • 935 Sq Ft

  201 N Blair St Unit 206, Madison, WI 53703

  Desirable "Blair House Condos" - Experience the ease of Urban living. steps away from James Madison Park & Lake Mendota. Well designed Unit with bright open kitchen to dining, living room and relaxing screened porch. One bedroom suite includes spacious walk-in closet, vanity with 2 sinks, tub and shower. Convenient, half bath and In-unit newer - stackable "LG" Washer/Dryer. If you are looking to

  Laurie Homan First Weber Inc

  201 N Blair St Unit 206, Madison, WI 53703
• 

  

  /37

  $475,000

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

  6634 Broad Creek Blvd, Madison, WI 53718

  Discover comfort, space, and functionality in this well-maintained 2-story home. The main floor features a bright living room with a cozy gas fireplace, a separate family room, and a kitchen with stainless steel appliances, hardwood floors, pantry, and breakfast bar—ideal for both entertaining and everyday living. Upstairs, you’ll find three bedrooms, including a spacious primary suite with a

  Kristin Shields MHB Real Estate

  6634 Broad Creek Blvd, Madison, WI 53718
• 

  

  /27

  $375,000

  • 1 Bed
  • 1.5 Baths
  • 1,059 Sq Ft

  350 W Wilson St Unit 102, Madison, WI 53703

  Bright and spacious elevated corner unit with no shared walls and soaring ceilings in a prime downtown location. The thoughtfully updated kitchen features quartz countertops, stainless steel appliances, an artistic backsplash, gas range, and breakfast bar. The open layout includes a sunny living area with a cozy office nook, plus a rare half bath for guests. The large primary suite offers tall

  Paul Haviland Stark Company, REALTORS

  350 W Wilson St Unit 102, Madison, WI 53703
• 

  

  /64

  $494,900

  • 2 Beds
  • 1.5 Baths
  • 1,761 Sq Ft

  418 N Sherman Ave, Madison, WI 53704

  Charm and character throughout this 2 story Tudor. Arched doors and archways, hardwood flooring throughout, old style trim and French paneled doors. Front living room with stone fireplace which is open to the family room and the sunroom that opens up to the one of a kind fenced in yard with deck, patio, pond and plantings. GREAT for entertaining! Huge kitchen and front formal dining room. Upper

  Patrick Hilgers First Weber Inc

  418 N Sherman Ave, Madison, WI 53704
• 

  

  /31

  $329,900

  • 1 Bed
  • 1 Bath
  • 899 Sq Ft

  111 N Hamilton St Unit 303, Madison, WI 53703

  Historic brick building converted to condominium homes in 2002 offers a stellar location! Third floor corner unit offers flexible space with fun and funky layout. Work from home? No worries - there's a spot for that. Walk to the Farmer's Market? It's right outside your door! Want to relax at the lake? Just walk 3 blocks and you're there. Want to enjoy Concerts on the Square from your home? Right

  Mary Duff Stark Company, REALTORS

  111 N Hamilton St Unit 303, Madison, WI 53703
• 

  

  /30

  $350,000

  • 1 Bed
  • 1 Bath
  • 807 Sq Ft

  333 W Mifflin St Unit 8050, Madison, WI 53703

  Just a few blocks from Capitol Square, this one bedroom condo puts you right in the heart of city living. The kitchen is fully equipped with appliances, granite countertops, and a breakfast bar that opens to a bright and welcoming living area. A cozy gas fireplace and beautiful west-facing windows offer city views that fill the space with warmth and light. Enjoy beautiful sunsets directly from

  Andrea McHenry Lake Country Flat Fee

  333 W Mifflin St Unit 8050, Madison, WI 53703
• 

  

  /38

  $499,900

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

  2007 Waterfall Way, Madison, WI 53718

  Built in 2022, this beautifully designed, 3 bedroom, 2.5 bath 2 story home is waiting for its next owner! You'll love the contemporary style, natural light throughout, main floor laundry and everyday comfort of the layout. Unfinished basement is ready for your ideas, and is plumbed for a full bath! Low maintenance living in with this newer construction home in a beautiful growing community! Set

  Erin Rogosienski First Weber Inc - Delafield

  2007 Waterfall Way, Madison, WI 53718
• 

  

  /39

  $489,900 Open Thu 5PM - 7PM

  • 3 Beds
  • 2.5 Baths
  • 1,843 Sq Ft

  5819 Caddisfly Ln, Madison, WI 53718

  This 3 year newer house is sure to impress! The moment you walk up to this 2 story Prairie/Crafstman home and relax on the covered porch, you can see and feel the warmth. Once inside, enjoy the views with 9 ft ceilings and oversized windows bringing in tons of natural light. The main floor, open concept features LVP flooring, fireplace, large kitchen island, quartz counter tops, walk-in pantry

  Rich Wirth Stark Company, REALTORS

  5819 Caddisfly Ln, Madison, WI 53718
• 

  

  /27

  $514,900

  • 2 Beds
  • 2 Baths
  • 1,714 Sq Ft

  1803 Autumn Lake Pkwy, Madison, WI 53718

  This Oscar home features a smart, open layout and checks off all your boxes. 2 bedrooms, 2 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen with an island and stainless appliances. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your patio for some R&R. Make this home yours! URL: EMAIL:

  Jeff Greenlee Stark Company, REALTORS

  1803 Autumn Lake Pkwy, Madison, WI 53718
• 

  

  /44

  $379,000

  • 2 Beds
  • 2.5 Baths
  • 1,896 Sq Ft

  5672 Ambrosia Terrace, Mc Farland, WI 53558

  Showings start July 26, 2025. Meticulously maintained and move-in ready! This beautiful condo offers a spacious kitchen with a breakfast bar, abundant cabinet space, and a cozy dining area. Relax in the inviting living room featuring a gas fireplace. Upstairs, you’ll find two generously sized bedrooms, each with walk-in closets and private baths. The oversized master suite boasts a stunning

  Michael Brennan First Weber Inc

  5672 Ambrosia Terrace, Mc Farland, WI 53558
• 

  

  /16

  $365,000

  • 1 Bed
  • 1.5 Baths
  • 897 Sq Ft

  615 W Main St Unit 205, Madison, WI 53703

  Experience peak downtown Madison living in this immaculate Findorff-built condo! Offers a truly carefree lifestyle! Step into a sophisticated 1-bed sanctuary boasting generous closets & a spa-like full bath featuring a sleek, walk-in solid surface shower (2019) and an adjoining laundry area for ultimate ease. A grand gallery entrance sets an elegant tone, leading to the expansive open-concept

  Greg Stroupe Real Broker LLC

  615 W Main St Unit 205, Madison, WI 53703
• 

  

  /43

  $522,900

  • 4 Beds
  • 3.5 Baths
  • 2,096 Sq Ft

  1 Deschamp Ct, Madison, WI 53718

  Step into style with this beautifully updated home, featuring fresh, new finishes across all three levels. With four spacious bedrooms, two fireplaces, an open kitchen and dining flow, and LL bar area, there's room for everyone to spread out or come together. From sleek fixtures to clean lines, every detail feels contemporary and polished. And the best part? You're less than 20 minutes from

  Sandy Joudrey NextHome Midwest

  1 Deschamp Ct, Madison, WI 53718
• 

  

  /23

  $359,900

  • 1 Bed
  • 1.5 Baths
  • 897 Sq Ft

  615 W Main St Unit 305, Madison, WI 53703

  Find yourself living in this hip and cheery condo in the coveted 4th Ward Lofts Association. With an open floor plan and large kitchen island, the condo provides plenty of space to entertain. Close to UW campus, Overture Center, Lake Monona, and the Kohl Center. Condo features beautiful hardwoord floors, huge floor to ceiling windows with motorized blinds, California Closets, stainless steel

  Dan Barnish Three Sons Real Estate

  615 W Main St Unit 305, Madison, WI 53703
• 

  

  /58

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,967 Sq Ft

  802 Herndon Dr Unit C, Madison, WI 53718

  Fantastically located on quiet cul de sac close to shopping restaurants & coffee shop. Open floor plan has vaulted ceilings, large kitchen with tons of cabinet space and breakfast bar. Plenty of dinning space for a full sized dinning table, gas fireplace to warm those cold mornings. Master with space for king size bed and furniture plus large walk-in closet beautiful master bath. Bedrooms 2 & 3

  Jim Wilson Restaino & Associates

  802 Herndon Dr Unit C, Madison, WI 53718
• 

  

  /19

  $275,000

  • 1 Bed
  • 1 Bath
  • 953 Sq Ft

  132 N Franklin St, Madison, WI 53703

  Downtown Madison Charming Bungalow Cottage has a great locale, just a blk to James Madison Park, Lake Mendota and a couple blocks to the Capitol Square offering the ultimate walkable neighborhood. This home either needs some TLC or could be a good tear down to create multifamily or residential home, lot is 33x99. Hardwood floors, large living room w/wood stove, dining room with patio doors

  Liz Lauer Lauer Realty Group, Inc.

  132 N Franklin St, Madison, WI 53703
• 

  

  /37

  $420,000

  • 3 Beds
  • 1.5 Baths
  • 2,368 Sq Ft

  3254 County Highway T, Sun Prairie, WI 53590

  Country living just moments from Madison & Cottage Grove, with easy access to highway. This 3 bedroom 1.5 bath home is nestled on over a half acre wooded lot. On the main floor you will find a large living room, dining room, kitchen with new appliances, large full bath and 2 bedrooms. The lower level bonus room offers additional space for entertaining, and bathroom with shower and an additional

  Karen Kleinfeldt Tri-County Real Estate, Inc.

  3254 County Highway T, Sun Prairie, WI 53590
• 

  

  /42

  $350,000

  • 3 Beds
  • 1 Bath
  • 1,058 Sq Ft

  4310 Major Ave, Madison, WI 53716

  It won't take much to bring this home up to its former self. Paint and refinishing the floors. The kitchen is newer with nice cabinetry. Hardwood floors throughout most of the house when refinished will look amazing. There is still plenty of yard space left, despite the massive 3 car garage. Newer windows. Close to parks and lots of eastside amenities. On the Lake Monona bike route. Enjoy the

  Cathy Lacy Dwellhop Real Estate, LLC

  4310 Major Ave, Madison, WI 53716
• 

  

  /8

  $349,900

  • 2 Beds
  • 1 Bath
  • 978 Sq Ft

  418 Algoma St, Madison, WI 53704

  This 2-bedroom, 1-bathroom home in the desirable Eken Park neighborhood is move-in ready and full of potential. Comfortable as-is, it also offers the opportunity to add your own personal touches over time. Currently leased through July 31, 2026, it provides steady income while you plan for future updates or owner occupancy. The spacious yard is ideal for gardening, entertaining, or simply

  Chris Muchka Steven's Real Estate

  418 Algoma St, Madison, WI 53704
• 

  

  /34

  $374,900

  • 3 Beds
  • 1 Bath
  • 857 Sq Ft

  421 N Sherman Ave, Madison, WI 53704

  Ideally located near Maple Bluff and Burrows Park, this charming 3-bedroom, 1-bathroom home offers easy access to outdoor recreation and is just a short walk to popular local favorites like Bear & Bottle, Lola's, and Banzo. The main floor features a living room and bedroom with hardwood floors, a kitchen, and a full bathroom, both kitchen and bathroom have newly installed flooring. Upstairs,

  Chris Muchka Steven's Real Estate

  421 N Sherman Ave, Madison, WI 53704
• 

  

  /36

  $458,000

  • 5 Beds
  • 3 Baths
  • 2,321 Sq Ft

  214 Murley Dr, Madison, WI 53718

  Beautiful one-story ranch with exposed, finished lower level and flexible layout! Sun-filled open living, dining, and kitchen area features cathedral ceilings, hardwood/ceramic/carpet flooring, and a west-facing design for natural light. Kitchen includes breakfast bar, stainless appliances, and main-level laundry. Main floor has 3 bedrooms, including a spacious primary suite with walk-in closet

  Sully Thao Real Broker LLC

  214 Murley Dr, Madison, WI 53718
• 

  

  /37

  $365,000

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft

  3513 Margaret St, Madison, WI 53714

  Charming 2-Bedroom, 1-Bath Bungalow w/Stunning Lake Views! Nestled in a lovely & quiet neighborhood, this adorable bungalow offers the perfect blend of comfort & character. Featuring original hardwood floors, beautiful woodwork, & recently replaced front porch, this home exudes charm from the moment you arrive. Enjoy relaxing on the spacious screened-in porch, overlooking the private, landscaped

  Deborah Vesling American, REALTORS

  3513 Margaret St, Madison, WI 53714
• 

  

  /12

  $325,000

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  638 Fairmont Ave, Madison, WI 53714

  Looking for a centrally located home for yourself or as an investment? Look no further! This home boasts 3 bedrooms, a kitchen/dining area, and a well-lit living room all on the main floor with real wood and tile floors. Option to move laundry upstairs. It also has a 1 car garage with extra parking pad plus a FULL dry basement just waiting for your future plans. Game room? Family room? Perhaps a

  Cheri Hjerstedt Mode Realty Network

  638 Fairmont Ave, Madison, WI 53714
• 

  

  /26

  $1,022,000

  • 3 Beds
  • 4.5 Baths
  • 2,522 Sq Ft

  135 S Brittingham Place, Madison, WI 53715

  No showings until 8/3. I have included an old picture of the home to give you an idea of the tremendous location. Great views from the porch and five other rooms. The Bay, a park, and a running track are just steps away. You can walk to Concerts on the Square, Monona Terrace, or Badger games in just a few minutes. 3 bedrooms, 5 baths and an oversized garage. Wood floors and an open floor plan.

  Steve Gilbertson Building Equity Development

  135 S Brittingham Place, Madison, WI 53715
• 

  

  /51

  $245,000

  • 2 Beds
  • 2 Baths
  • 1,017 Sq Ft

  1634 Kings Mill Way Unit 308, Madison, WI 53718

  Spacious 2 bed, 2 bath condo-Move-in ready! Located on Madison's desirable east side, this beautifully maintained condo is just minutes from the interstate, shopping, dining, and all essential conveniences. Newer furnace, central air, and water heater for peace of mind. Both bathrooms have been tastefully updated, beautiful built-in wall shelving, and each closet has custom built in shelving

  Autumn Dunn EXP Realty, LLC

  1634 Kings Mill Way Unit 308, Madison, WI 53718
• 

  

  /23

  $239,000

  • 2 Beds
  • 1 Bath
  • 1,129 Sq Ft

  940 Acewood Blvd, Madison, WI 53714

  Enjoy the convenience of condo living in the very well-maintained Acewood Condominiums. You'll adore the walkability and convenience. Here, you're surrounded by great shops, local restaurants, a short bike ride to Lake Monona, the library, Olbrich Gardens & more. On the bus line and close to the bike path, too! Southern exposure and lots of windows to invite natural light in. Featuring two

  Kyla Jenson Mahler Sotheby's International Realty

  940 Acewood Blvd, Madison, WI 53714
• 

  

  /37

  $880,000

  • 1,870 Sq Ft

  119 N Bassett St, Madison, WI 53703

  Versatile rental property in prime downtown location! This two-flat rental has an interior connecting door that enables the property to be rented as a single 7 bedroom home or divided up into two units: a 3 bedroom flat and a 4 bedroom flat. Each floor has 935 sq ft, a full kitchen and full bath, and they share the basement with washer/dryer. This location is pure gold; just steps to State Street

  Caleb Payne Madcityhomes.Com

  119 N Bassett St, Madison, WI 53703
• 

  

  /6

  $99,900

  • 3 Beds
  • 2 Baths

  20 Rustic Pkwy Unit 111, Madison, WI 53713

  Your new home is waiting for you in Highland Manor, a well-maintained, professionally managed manufactured home community. If you're just starting out or have a small family, you owe it to yourself to look at this 3 bed/2 bath, 1056 sq. ft. home. No more outrageous Madison rent! Talk to one of our representatives today by calling and schedule a viewing!

  Tori Coil Highland Manor

  20 Rustic Pkwy Unit 111, Madison, WI 53713
• 

  

  /39

  $399,900

  • 4 Beds
  • 2 Baths
  • 2,210 Sq Ft

  5222 Piccadilly Dr, Madison, WI 53714

  This well-maintained two-flat presents a unique opportunity, easily convertible into a spacious four-bedroom single-family residence, offering versatile living options. It boasts numerous upgrades, including a newly painted interior, new siding on the front, updated kitchens, new carpet downstairs, and upgraded bathrooms. Recent exterior improvements include a new roof and gutters equipped with

  Kelly Sweeney Stark Company, REALTORS

  5222 Piccadilly Dr, Madison, WI 53714
• 

  

  /38

  $675,000

  • 2,565 Sq Ft

  1046 E Gorham St Unit 2, Madison, WI 53703

  Don’t miss this rare opportunity to own a well-maintained two-flat in one of Madison’s most desirable Isthmus neighborhoods. This versatile property features a spacious 2-bedroom, 1-bath lower unit and a bright and airy 3-bedroom, 1-bath upper unit-ideal for owner-occupants, investors, multi-generational living, or convert back to single-family home. The lower unit boasts a great layout with

  Victoria LaBrosse The Frugal Broker LLC

  1046 E Gorham St Unit 2, Madison, WI 53703
• 

  

  /25

  $499,900

  • 1,792 Sq Ft

  2670 Hoard St Unit 1, Madison, WI 53704

  Add a solid investment to your portfolio—or plan your future move! Both units are leased through July 31, 2026, providing steady rental income. Or, consider transitioning into one unit while the other helps cover your mortgage. Each bright, airy unit features 2 bedrooms with generous natural light. The shared basement includes separate, lockable storage areas, shared laundry machines with

  Chris Muchka Steven's Real Estate

  2670 Hoard St Unit 1, Madison, WI 53704
• 

  

  /45

  $449,900

  • 5 Beds
  • 3 Baths
  • 1,696 Sq Ft

  2835 Hoard St, Madison, WI 53704

  Located in Eken Park, this home is modest in size but maximizes every square foot for a compact yet functional layout. The main floor offers a u-shaped kitchen and dining area with marble flooring, living room with oak floors, two bedrooms and one full bathroom. The second floor has a loft-style bedroom and full bathroom. The finished basement currently provides two bedrooms but was designed as a

  Chris Muchka Steven's Real Estate

  2835 Hoard St, Madison, WI 53704
• 

  

  /35

  $370,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,638 Sq Ft

  10 Lukken Ct, Madison, WI 53704

  A home filled with decades of love - ready for its next chapter! This exceptionally cared 3-bed, 1.5-bath home sits on a peaceful cul-de-sac perfect for bike rides, play and peaceful evening walks. Inside, a spacious living room with a statement brick fireplace and large front window welcomes you home. The main level offers easy flow for daily life, while all three bedrooms— including a spacious

  Jami Erickson Realty Executives Capital City

  10 Lukken Ct, Madison, WI 53704
• 

  

  /36

  $400,000

  • 3 Beds
  • 2 Baths
  • 2,055 Sq Ft

  1105 Droster Rd, Madison, WI 53716

  Feel instantly at home in this beautifully updated retreat tucked into the Sunrise Meadows neighborhood. Sunlight pours into the spacious living area, while the open kitchen and dining room make entertaining effortless. Step out onto your private deck overlooking a fenced yard—perfect for slow mornings or weekend gatherings. The finished lower level with a cozy fireplace adds flexible space for

  Dan Chin Homes Team Real Broker LLC

  1105 Droster Rd, Madison, WI 53716
• 

  

  /35

  $394,900

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

  2210 E Johnson St, Madison, WI 53704

  Show 8/2. This one's a heart warmer with it's charming brick driveway, covered front porch and all that original woodwork! Roomy interior lives large w/open living/dining space on main floor including a cozy yet spacious sunroom. Kitchen w/retro cabinetry 1/2 bath and patio door w/great flow to the outdoors. Upstairs boasts 3 bedrooms, nice closets & a full bath w/tile surround. Bright basement

  Rachel Whaley Lauer Realty Group, Inc.

  2210 E Johnson St, Madison, WI 53704

Showing Results 41 - 80, Page 2 of 9