290

Homes for Sale near Milestone Democratic School

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  • /57

    $1,750,000

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,778 Sq Ft

    333 W Mifflin St Unit 1251, Madison, WI 53703

    Don’t miss this rare and stunning two-level corner penthouse condo in the heart of Madison. 4 bedrooms, 3 full baths, and almost 2,800 square feet of elegant living space. Courtyard and Lake Monona views from a generous wrap-around deck. Natural stone countertops and backsplash in the contemporary chef’s kitchen with GE Monogram SS appliances. Engineered hardwood floors throughout. Vaulted

    Paul Addison Stark Company, REALTORS

    333 W Mifflin St Unit 1251, Madison, WI 53703
  • /74

    $1,200,000

    $150K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,266 Sq Ft

    11 Fuller Dr, Madison, WI 53704

    Set on a wooded, view-filled lot in the heart of Fuller's Woods in Maple Bluff, this warm and sophisticated 4-bedroom, 2.5-bath home blends timeless character with easy everyday living. Enjoy Lake Mendota & State Capitol views, gracious indoor-outdoor flow, and richly appointed gathering spaces. Inviting living room anchored by a stunning Lannon stone fireplace walks out to spectacular screened

    Bob Tidwell First Weber Inc

    11 Fuller Dr, Madison, WI 53704
  • /2

    $549,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,861 Sq Ft

    6500 Prairie Wood Dr, Mc Farland, WI 53558

    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
    6500 Prairie Wood Dr, Mc Farland, WI 53558
  • /48

    $574,900

    Open Sun 11AM - 1PM $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,891 Sq Ft

    412 Bonnie Rd, Cottage Grove, WI 53527

    Amazing Pride of Ownership shines throughout this beautiful Colonial in a fantastic neighborhood! From the moment you step inside, you'll love the gleaming hardwood floors in the living room, dining area, & family room, highlighted by a newer floor-to-ceiling stone surround fireplace. The kitchen features custom cabinets, granite counters, new appliances, and opens to a huge composite deck

    Heidi Kabat RE/MAX Community Realty

    412 Bonnie Rd, Cottage Grove, WI 53527
  • /29

    $460,000

    • 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
  • /32

    $339,000

    Open Sat 11AM - 1PM
    • 2 Beds
    • 2.5 Baths
    • 1,280 Sq Ft

    5526 Prairie Place Dr, McFarland, WI 53558

    Located in the charming Village of McFarland, this beautiful condo offers the perfect combination of comfort, convenience, and low-maintenance living. Enjoy nearby parks, scenic trails, and quick access to the Beltline for an easy commute to Madison and surrounding communities. Inside, the open-concept floor plan is enhanced by newer luxury vinyl plank flooring and a spacious living room centered

    Nettie Toeller Fort Real Estate Company LLC

    5526 Prairie Place Dr, McFarland, WI 53558
  • 6437 Tuscobia Trail Unit 40971251, McFarland, WI 53558

    Price To Be Determined

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft

    The Pilot Home (30 Rosewood Fields) Plan at Rosewood Fields, McFarland, WI 53558

    This thoughtfully crafted pilot home was brought to life by The Veridian Homes Architecture and Design Team to explore new ideas in layout, functionality, and design. Created as a place to introduce and refine innovative features, it allows our team to thoughtfully evaluate how new concepts come together in a real-world setting before they’re incorporated into the Veridian Homes plan portfolio.

    Veridian Homes Builder
    6437 Tuscobia Trail Unit 40971251, McFarland, WI 53558
  • /72

    $1,195,000

    $100K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 4,199 Sq Ft

    2012 Paris Ln, Cottage Grove, WI 53527

    Exceptional custom ranch offering nearly 2,400 sq ft on the main level plus an exposed walkout lower level, enhanced by nearly $200,000 in high-end upgrades. Designed for both everyday living and entertaining, the chef’s kitchen showcases Amish-built cabinetry, quartz waterfall countertops, marble backsplash, Kohler fixtures, a spacious island, and a walk-in pantry with added cabinetry and prep

    Amber Huemmer LPT Realty

    2012 Paris Ln, Cottage Grove, WI 53527
  • /34

    $405,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,435 Sq Ft

    4834 Suelo Rd, Fitchburg, WI 53711

    Under construction; estimated completion 10/1/26. Welcome to Terravessa! New duplex townhomes featuring all the comforts of home! Main level open concept living includes great room with gas fireplace. Kitchen features granite countertops, stainless steel appliances, and pantry. Main floor powder room and rear foyer includes large walk-in storage closet and bonus bench & coat rail for easy

    Cari Wuebben Encore Real Estate Services, I

    4834 Suelo Rd, Fitchburg, WI 53711
  • /33

    $527,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,675 Sq Ft

    4817 Suelo Rd, Fitchburg, WI 53711

    Welcome to Terravessa! Single-level, ranch style living made easy! Enjoy the spacious great room with large windows & gas fireplace. Kitchen features quartz countertops, granite sink, ceramic tile backsplash, stainless steel appliances, and walk-in pantry. Primary bedroom suite includes walk-in closet and private bath with tile shower & dual sinks. Main floor laundry/mud room off garage and large

    Encore Homes, Inc Builder
    4817 Suelo Rd, Fitchburg, WI 53711
  • /16

    $499,900

    • 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
  • /24

    $549,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,849 Sq Ft

    4401 Crested Owl Ln, Madison, WI 53718

    Custom built open concept ranch home in Madison! This sunny home has 3 bedrooms, 2 baths and an office. The main level features a contemporary living room / kitchen layout with a huge kitchen island. The primary bedroom has an en-suite bath with tile shower and big walk-in closet. Also on the main floor are two more bedrooms and another full bath with bathtub, and an office/den. The lower level

    Caleb Payne Madcityhomes.Com

    4401 Crested Owl Ln, Madison, WI 53718
  • /26

    $949,900

    $150K PRICE DROP
    • 4,320 Sq Ft

    1002 Severson Dr, Madison, WI 53718

    This spacious, well-maintained duplex on Madison’s East Side offers a fantastic opportunity for investors and/or homeowners! Each side features 4 bedrooms and 3 full bathrooms, including a private en-suite with double vanities and walk-in closets in the main bedrooms. The open-concept living and dining areas provide ample space, while a second living room in the lower level adds flexibility. Both

    Jason Berning Realty Executives Cooper Spransy

    1002 Severson Dr, Madison, WI 53718
  • /38

    $400,000

    $50K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 826 Sq Ft

    404 S Blount St Unit 308, Madison, WI 53703

    Five blocks from the Capitol Square, nestled in the highly desirable Marquette neighborhood, this 2-story townhouse-style condo at Fauerbach Condominiums delivers a lifestyle that simply cannot be replicated. Compact, characterful, and entirely its own thing: a tucked-away loft-style bedroom, a light-soaked solarium, a wood-burning fireplace, and 1.5 baths. What appear to be original details lend

    Mindi Kessenich Real Broker LLC

    404 S Blount St Unit 308, Madison, WI 53703
  • /20

    $319,000

    • 1 Bed
    • 1 Bath
    • 692 Sq Ft

    111 N Hamilton St Unit 203, Madison, WI 53703

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

    Andy Kramer Redfin Corporation

    111 N Hamilton St Unit 203, Madison, WI 53703
  • /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
  • /58

    $599,900

    Open Sat 11AM - 1PM
    • 4 Beds
    • 3 Baths
    • 3,231 Sq Ft

    305 Lindsay Way, Cottage Grove, WI 53527

    Move-in ready ranch in popular Cottage Grove neighborhood. The entryway shines with a new front door & charming farmhouse storage bench. Open floor plan w/vaulted ceilings & gas fireplace. Gorgeous kitchen has great layout w/corner sink, island & breakfast nook and recently updated w/painted cabinets, tile backsplash, under-cabinet lighting & stainless appliances. Two primary suites, including

    Judy Kalscheur Restaino & Associates

    305 Lindsay Way, Cottage Grove, WI 53527
  • /39

    $519,900

    Open Sat 11AM - 1PM $20K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,695 Sq Ft

    5934 Saturn Dr, Madison, WI 53718

    Stunning newly built home on Madison's desirable Eastside. Offering 2,695 finished square feet of finished space on a 7,840 square foot lot. This thoughtfully designed property features 3 spacious upper bedrooms and 3 1/2 bathrooms, along with a beautifully finished lower level complete with a flex room and wet bar. Flex room has the potential of being a 4th bedroom. Located in the popular

    Sarah Crose Berkshire Hathaway HomeServices True Realty

    5934 Saturn Dr, Madison, WI 53718
  • /34

    $449,900

    • 4 Beds
    • 3 Baths
    • 2,429 Sq Ft

    4705 Splint Rd, Madison, WI 53718

    Showings begin Wednesday 7/22. Beautiful 4-bedroom, 3 full-bath home featuring an open floor plan, vaulted ceilings, and hardwood floors throughout the main and upper levels. The spacious lower-level family room offers plenty of room to relax, complete with a cozy gas fireplace. Step outside to a private, fully fenced backyard showcasing a stunning pink magnolia tree and a spacious deck with a

    Aimee Field Real Broker LLC

    4705 Splint Rd, Madison, WI 53718
  • /44

    $450,000

    Open Sun 11AM - 1PM $49K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,401 Sq Ft

    1305 E Johnson St, Madison, WI 53703

    Welcome to this completely renovated stunner! Exquisite exterior stone work with breathtaking views of Tenney Park. Moments away from activities and dining and located directly across the street from the bus line. Enter into your completely remodeled chef’s kitchen boasting stunning hardwood cabinetry, granite counter tops, and SS appliances. Breathtaking hardwoods throughout the entire home.

    Bailey Fedler Berkshire Hathaway HomeServices True Realty

    1305 E Johnson St, Madison, WI 53703
  • /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
  • /33

    $710,000

    • 3,192 Sq Ft

    14 N Franklin St, Madison, WI 53703

    Classic downtown 3-unit in an unbeatable location! New roof coming week of 7/20. Just blocks from the Capitol Square and James Madison Park, this well-maintained property offers the perfect combination of historic charm and investment potential. Residents will love the inviting front and back decks, ideal for relaxing or entertaining, while enjoying easy access to downtown dining, shopping,

    Jeffrey Cullen Weichert, Realtors- Lakepoint

    14 N Franklin St, Madison, WI 53703
  • /11

    $399,900

    • 2 Beds
    • 1 Bath
    • 949 Sq Ft

    1229 E Dayton St, Madison, WI 53703

    Talk about location, location, LOCATION! This sun-soaked home puts you steps from parks, the lake, bike paths galore, and a quick pedal or stroll to downtown! Step inside and prepare to be wowed — soaring ceilings and an airy, spacious feel greet you right away! Gorgeous natural wood floors flow throughout the main level, adding warmth and character everywhere you turn. And get this — the second

    Tony Ritschard First Weber Inc

    1229 E Dayton St, Madison, WI 53703
  • /2

    $180,000

    • Land
    • 14,374 Sq Ft
    • $545,455 per Acre

    2992 Wellington Place, Cottage Grove, WI 53527

    Beautiful full walk-out with Southwesterly facing backyard. Located in the highly desirable Westlawn Estates neighborhood. Building permit available now.

    Andrew Homburg Homburg Realty Inc

    2992 Wellington Place, Cottage Grove, WI 53527
  • /29

    $354,900

    $45K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,001 Sq Ft

    1150 Williamson St Unit 204, Madison, WI 53703

    Priced $35,000 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
  • /28

    $608,800

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,806 Sq Ft

    The Kennedy Plan at Pheasant Crossing, Middleton, WI 53562

    YOUR FIRST APARTMENT HAD... CHARACTER. This owner’s suite has... everything your first apartment didn’t. First on the list is space. Second is an enormous walk-in closet. Third is your very own bathroom with a dual bowl vanity and linen closet. Fourth is lots of light (it’s a corner bedroom with lots of windows). And we haven’t even told you about the rest of the house. Let’s just say that your

    Veridian Homes Builder
    6801 S Towne Dr Unit 40971250, Middleton, WI 53562
  • /47

    $425,000

    • 3 Beds
    • 1 Bath
    • 770 Sq Ft

    4364 Vilas Rd, Cottage Grove, WI 53527

    Opportunity awaits across from Door Creek Golf Course and just minutes from Glacial Drumlin School! Once a historic schoolhouse, this unique 3 bedroom Cape Cod was later converted into a residence and is ready for its next chapter. Situated on approximately 3 acres divided into two parcels, the property offers excellent potential for investors, rehabbers, builders, or developers. An unfinished

    Dre Alexander Alexander Real Estate WI, LLC

    4364 Vilas Rd, Cottage Grove, WI 53527
  • /33

    $1,030,000

    • 2 Beds
    • 2 Baths
    • 1,646 Sq Ft

    350 S Hamilton St Unit 402, Madison, WI 53703

    You'll fall in love with the fantastic views overlooking Lake Monona in this custom built, Nolen Shores 2-bedroom, 2-bath luxury condo! Spacious and open 1,646 sq ft, beautifully designed living spaces . An exterior wall of 8-foot windows fills the home with natural light, highlighting hardwood floors and an open-concept layout perfect for everyday living and entertaining. The gourmet kitchen

    Jo Ferraro EXP Realty, LLC

    350 S Hamilton St Unit 402, 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
  • /25

    $615,900

    New Construction Open Sat 12PM - 4PM $8K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    515 Fundamental Way, Cottage Grove, WI 53527

    Welcome to this charming two-story farmhouse-style home in Cottage Grove, ideally located near schools. A large covered front porch offers the perfect spot to relax. Inside, this thoughtfully designed home features 3 bedrooms and 2.5 bathrooms, blending classic style with modern comfort. The spacious primary suite boasts soaring cathedral ceilings, a generous walk-in closet, and a private ensuite

    Aeryn Barry Tim O'Brien Homes LLC

    515 Fundamental Way, Cottage Grove, WI 53527
  • /10

    $117,900

    • Land
    • 5,227 Sq Ft
    • $982,500 per Acre

    4758 Lacy Rd, Fitchburg, WI 53711

    Build your dream home in Terravessa, a thoughtfully planned Fitchburg community featuring parks, green space, walking and biking trails, and nearby lake access. Conveniently located near shopping, event venues, in-neighborhood dining, cafés, and school. Served by the Oregon School District and connected to the greater Madison trail network, including the Southwest Commuter Trail. Lot sale is

    Aeryn Barry Tim O'Brien Homes LLC

    4758 Lacy Rd, Fitchburg, WI 53711
  • /13

    $629,900

    • 3,000 Sq Ft

    701 Pinecrest Dr, Madison, WI 53714

    FULLY Occupied! Turn-key cash-flow on Madison’s East Side! This all-brick 4-unit building offers immediate rental income and low-maintenance upkeep. All four units are already leased through mid-2027, providing rock-solid stability from day one. Every unit features durable, turnover-friendly hard-surface flooring throughout (no carpet to replace!). Conveniently located near parks, dining, and

    Jessica Janssen Design Realty LLC

    701 Pinecrest Dr, Madison, WI 53714
  • /34

    $541,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,695 Sq Ft

    4814 Romaine Rd, Fitchburg, WI 53711

    Under construction; estimated completion 6/16/26. Welcome to Terravessa! Open concept cottage home features great room with fireplace & additional flex area. Kitchen includes quartz countertops, granite sink, ceramic tile backsplash, stainless steel appliances, and pantry. Owners suite features walk-in closet and private bath with tile shower & dual sinks. Main floor laundry and powder room. Rear

    Encore Homes, Inc Builder
    4814 Romaine Rd, Fitchburg, WI 53711
  • /2

    $529,900

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

    5931 Rosewood Dr, McFarland, WI 53558

    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
    5931 Rosewood Dr, McFarland, WI 53558
  • /28

    $417,900

    • 3 Beds
    • 2.5 Baths
    • 1,860 Sq Ft

    5911 E Open Meadow, Mc Farland, WI 53558

    Bright, spacious 3 bed, 2.5 bath half-duplex in sought-after McFarland, tucked on a quiet cul-de-sac and backing to a scenic pond and bike path. The inviting living room features soaring vaulted ceilings and abundant natural light. Enjoy a large eat-in kitchen with breakfast bar—perfect for everyday living or entertaining. Convenient main-floor laundry just off the garage entry. Upstairs you will

    Melissa Dix United Country Midwest Lifesty

    5911 E Open Meadow, Mc Farland, WI 53558
  • /33

    $359,900

    Open Sun 11AM - 1PM
    • 3 Beds
    • 1 Bath
    • 1,140 Sq Ft

    3814 Ridgeway Ave, Madison, WI 53704

    Affordability is still alive and well you just need to know where to look. Welcome to 3814 Ridgeway Ave. This 3 bedroom ranch has been updated with quality throughout the tenure of ownership. Kitchen, bath, and windows all updated within the last 10 years. Brand new roof on house and massive 2+car garage. Backyard offers maintence free area great for gatherings and a recently updated deck. Need a

    Rico Sabatini Real Broker LLC

    3814 Ridgeway Ave, Madison, WI 53704
  • /39

    $340,000

    • 3 Beds
    • 1.5 Baths
    • 1,503 Sq Ft

    214 Acewood Blvd, Madison, WI 53714

    Tucked on a quiet, tree-lined street in a well-established Madison neighborhood, this ranch home is a rare find. Morning light spills across the kitchen's new quartz counters, and fresh paint throughout gives every room a crisp, welcoming feel. It's the kind of home that just feels right the moment you step inside! Out back, evenings belong on the deck and patio, with a fully fenced yard offering

    Whitney Lazo Accord Realty

    214 Acewood Blvd, Madison, WI 53714
  • /67

    $299,900

    Open Sat 11AM - 1PM $5K PRICE DROP
    • 2 Beds
    • 4 Baths
    • 1,808 Sq Ft

    6143 Dell Dr Unit 2, Madison, WI 53718

    Stylish, spacious, and right where you want to be—this contemporary townhouse condo in desirable Madison delivers the perfect mix of comfort, function, and location. Featuring gorgeous wood floors throughout the main level and 2 oversized bedrooms, 2 full bathrooms, and 2 half bathrooms, this thoughtfully designed home offers flexible living across multiple levels. The open-concept main living

    Ian Olson Century 21 Affiliated

    6143 Dell Dr Unit 2, Madison, WI 53718
  • /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
  • /28

    $1,750,000

    • 3 Beds
    • 3 Baths
    • 2,839 Sq Ft

    1610 Waunona Way, Madison, WI 53713

    Set along a remarkable stretch of Lake Monona shoreline, this architecturally significant residence offers a rare blend of historic design, privacy, + breathtaking Capitol views. Designed in 1937 by acclaimed Madison architects Beatty & Strang, the Toby Curtis House is a striking example of International Style architecture inspired by the Bauhaus movement. Positioned at the quiet end of Waunona

    Chas Martin Sprinkman Real Estate

    1610 Waunona Way, Madison, WI 53713

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