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Madison County FL Homes for Sale

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  • /29

    $299,000

    • 4 Beds
    • 2 Baths
    • 2,862 Sq Ft

    1534 SW Main St, Greenville, FL 32331

    Step back in time with this HISTORIC HOME OF YOUR DREAMS brimming with charm and potential! Welcome to this enchanting historic home currently undergoing a thoughtful renovation, blending timeless elegance with contemporary comforts. Nestled on a spacious expansive corner lot, this property boasts a stunning wrap around porch and oversized deck perfect for enjoying warm Florida evenings and

    Gina Williams Chipola Realty, Chipley Office

    1534 SW Main St, Greenville, FL 32331
  • /14

    $78,540

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    6136 NE Colin Kelly Hwy, Madison, FL 32340

    This property is one of four units that are available as a package or sold individually. The property sits on one acre of land with plenty of room for gardening and recreation. Metal roof is approximately 10 years old and a 3yr. old HVAC. The property is 5 miles to madison and 25 minutes to Lake Park, GA. Askagent for futher detail and rent and lease. Also available MLS #'s 131355,131359,131357

    Agent Photo

    John (Jeb) Stewart

    THE DARBY-ROGERS CO.

    (448) 202-5999

    6136 NE Colin Kelly Hwy, Madison, FL 32340
  • /16

    $75,480

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    6170 NE Colin Kelly Hwy, Madison, FL 32340

    This home is one of four units available as a package or to be sold separately. The home is very comfortalbe and appears to need only minor fixes other than one vanity that needs replacing. It has a very sturdy front porch. There is a large storage shed on the property as well. Currently rented. Speak with an agent for further details. Also Available MLS #'s 131355,131359,131356.

    Agent Photo

    John (Jeb) Stewart

    THE DARBY-ROGERS CO.

    (448) 231-2051

    6170 NE Colin Kelly Hwy, Madison, FL 32340
  • /11

    $85,200

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    6072 NE Colin Kelly Hwy, Madison, FL 32340

    This property is one of four availble as a package or sold individually. A really cute home in Rural Madison, Florida. 5 miles to madison and 25 miles to Lake Park, Ga. .Freshly painted. Metal Roof and HVAC aproximately 10 years old. With some cosmetic upgrades this is an affordable Jewel. Also available MLS #'s 131355,131359,131357

    Agent Photo

    John (Jeb) Stewart

    THE DARBY-ROGERS CO.

    (448) 256-3961

    6072 NE Colin Kelly Hwy, Madison, FL 32340
  • /15

    $139,840

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

    1442 NE Avocado St, Madison, FL 32340

    This property is one of four available to purchase as a package or individually. This is a lovely property with lots of room for gardening or recreation. It is a located six miles from downtown and twenty miles from Lake Park, Ga. The home is in good condition and might just a few minor fixes. Also available MLS #'s 131359,131356,131357.

    Agent Photo

    John (Jeb) Stewart

    THE DARBY-ROGERS CO.

    (448) 208-8968

    1442 NE Avocado St, Madison, FL 32340
  • /6

    $975,000

    • 3 Beds
    • 2 Baths
    • 2,300 Sq Ft

    325 SW Durham Way, Greenville, FL 32331

    Offered for sale, this unique tract of land presents an idealopportunity for a private country estate, family farm, orgentlemans retreat. The property includes an approximately2,300 SF home that was completely renovated in 2024 withthree bedrooms and two bathrooms, complemented by fourestablished barnsone of which is a well-maintained horsebarn. Approximately 30% of the

    Karen Hahn TLG Real Estate Services, PLLC

    325 SW Durham Way, Greenville, FL 32331
  • /61

    $464,900

    • 3 Beds
    • 2 Baths
    • 2,016 Sq Ft

    2432 Florida 14, Madison, FL 32340

    Located on one of Madison County's most beautiful country roads, this 3 bedroom 2 bath home on 5 acres in north Florida has something for everyone in the family. The original houseplan was for 4 bedrooms, so the addition of just one wall can easily add more space for your growing family or hobbies. A split floorplan with a large primary bedroom suite provides a private retreat for the homeowners.

    Agent Photo

    Sondra Deaconescu

    Georgia Florida Real Estate Services

    (448) 218-0123

    2432 Florida 14, Madison, FL 32340
  • /50

    $332,700

    • 4 Beds
    • 2 Baths
    • 2,176 Sq Ft

    521 NE Cherry Lake Cir, Madison, FL 32340

    Cherry Lake 4/2 on 3 acres, with 2 car workshop/garage! The "good life" awaits on this spacious property in a great community! Just a half mile up the street from Cherry Lake and the American legion, (1 mile from the 4-H camp and public park/boat ramp.) there's something here for everyone! Inside this home, built in 2015 you'll find upgraded stainless appliances and a newer leaded-glass front

    Cari Knapp Tallahassee Board of REALTORS®

    521 NE Cherry Lake Cir, Madison, FL 32340
  • /67

    $529,900

    • 3 Beds
    • 2 Baths
    • 2,016 Sq Ft

    2432 Florida 14, Madison, FL 32340

    Located on one of Madison County's most beautiful country roads, this 3 bedroom 2 bath home on 10.78 acres in north Florida has something for everyone in the family. The original houseplan was for 4 bedrooms, so the addition of just one wall can easily add more space for your growing family or hobbies. A split floorplan with a large primary bedroom suite provides a private retreat for the

    Agent Photo

    Sondra Deaconescu

    Georgia Florida Real Estate Services

    (448) 208-8306

    2432 Florida 14, Madison, FL 32340
  • /68

    $849,000

    • 3 Beds
    • 2 Baths
    • 2,864 Sq Ft

    1752 SE Rogers Sink Rd, Madison, FL 32340

    Welcome to your own private slice of North Florida paradise—where timeless charm, thoughtful upgrades, and peaceful country living come together on 20 beautiful acres in Madison County. From the moment you arrive, the gated entrance and classic white fencing set the tone for what lies beyond—a property that feels both refined and welcoming. This well-maintained brick home, built in 2009, offers

    Cindy Vees Jason Mitchell Real Estate

    1752 SE Rogers Sink Rd, Madison, FL 32340
  • /5

    $60,000

    • Land
    • 1.67 Acres
    • $35,928 per Acre

    Lot 4 Oakwood Way, Pinetta, FL 32350

    Welcome to the picturesque setting of Summerwood Estates! Nestled in this stunning gated community, this 1.67 acres of buildable land offers a prime location near beautiful Cherry Lake and the serene Blue Springs State Park. With quick and convenient access to Valdosta, GA, and I-75, you'll enjoy the best of both worlds – a peaceful retreat with easy connections to city amenities. What better

    Crystal Daviner Marzucco Real Estate LLC

    Lot 4 Oakwood Way, Pinetta, FL 32350
  • /45

    $124,999

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft

    646 SE Old County Camp Rd, Madison, FL 32340

    Welcome to this fully brick single family 3 bedroom 2 bathroom home in Madison! Property was built in 1976 and has been well maintained over the years. Full METAL roof was placed in 2015. A/C unit was placed in 2018. Water heater was placed in 2017. Washer/Dryer is 2015. Property itself sits on a large 13,068 square feet lot and comes with an ADDITIONAL adjacent lot directly east of the property

    MEIR TENENBAUM CARDINAL REALTY GROUP LLC

    646 SE Old County Camp Rd, Madison, FL 32340
  • /5

    $23,999

    • Land
    • 1.12 Acres
    • $21,428 per Acre

    220 NE Pampass Grass Trail, Pinetta, FL 32350

    This vacant lot offers an excellent opportunity to build your future home or make a smart investment. Situated near Cherry Lake in Madison County, the property features 1.12 acres of wooded terrain. A well and septic system are required. Enjoy a peaceful setting while remaining conveniently located near shopping, dining, schools, and major highways, providing easy access to city amenities.

    Zach Hilferding NEW ALLIANCE GROUP REALTY

    220 NE Pampass Grass Trail, Pinetta, FL 32350
  • /40

    $175,000

    • Land
    • 40.2 Acres
    • $4,353 per Acre

    Lot 84 SW Oregon Trail, Greenville, FL 32331

    Discover your own slice of North Florida paradise with this beautiful 40-acre tract located in the desirable Aucilla Plantation. This raw land offers endless potential for a private homestead, recreational getaway, or prime hunting property. Surrounded by natural beauty and abundant wildlife including deer, turkey, and more, it’s an ideal setting for outdoor enthusiasts. Enjoy peace, privacy, and

    Lot 84 SW Oregon Trail, Greenville, FL 32331
  • /41

    $125,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    496 NE Centaury Way, Lee, FL 32059

    496 Centaury Way, Lee, FL 320596.75 Acres in Madison County, FL - Beautiful high and dry property offering a great mix of privacy, usability, and potential2004 Mobile Home with approximately 1,200 sq ft, featuring 2 bedrooms and 2 full bathroomsExisting Infrastructure in Place:Private wellSeptic systemElectric serviceSaves time and money-ready for renovation, replacement,

    Agent Photo

    Ben Jones

    Mossy Oak Properties Southern Land and Homes, LLC

    (448) 200-3865

    496 NE Centaury Way, Lee, FL 32059
  • /39

    $459,000

    • 4 Beds
    • 4 Baths
    • 2,869 Sq Ft

    324 NE Fraleigh Dr, Madison, FL 32340

    Livingston Springs Subdivision – Madison, FL 4 Bedroom / 4 Bathroom Home located in the highly sought-after Livingston Springs subdivision in downtown Madison Positioned on 2 acres – offering a rare combination of in-town convenience with privacy and space to spread out Beautiful brick exterior delivering timeless character, durability, and low-maintenance living Generous floor plan with ample

    Agent Photo

    Ben Jones

    Southern Land & Homes

    (448) 256-3058

    324 NE Fraleigh Dr, Madison, FL 32340
  • /4

    $103,000

    • Land
    • 10.43 Acres
    • $9,875 per Acre

    520 SE Midway Church Rd, Lee, FL 32059

    This is an assignment of contract. Discover 10.43 acres of peaceful North Florida land located at 520 SE Midway Church Rd in Lee, offering the perfect blend of privacy and accessibility. Situated on a paved road, this property provides easy year-round access while maintaining a quiet, rural atmosphere ideal for building a home, placing a manufactured home, or holding as an investment. The land

    Jayson Burtch Century 21 Sunbelt Realty

    520 SE Midway Church Rd, Lee, FL 32059
  • /58

    $195,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    146 SE Bunker St, Madison, FL 32340

    Completely refurbished and beautifully updated, this solid concrete block home delivers the rare combination of durability, modern upgrades, and an unbeatable location with stunning lake views. Enjoy picturesque water vistas right from your front yard, living room windows, and front bedroom—this setting is genuinely exceptional. Originally built in 1955, the home has been fully refurbished from

    Brenda Aaron WIP Realty

    146 SE Bunker St, Madison, FL 32340
  • /29

    $245,000

    • 3 Beds
    • 2 Baths
    • 1,616 Sq Ft

    1147 SE Hammerly St, Madison, FL 32340

    This 2019 single wide mobile home sits on 10.34 fully fenced acres and gives you the space, privacy, and freedom that is hard to find. The land is split nicely with about half cleared and half wooded, offering a good mix of open ground and natural surroundings. The cleared portion is great for a homesite, animals, gardening, or even starting a small farm. The wooded area has a perimeter trail

    Agent Photo

    Ronald Carver

    SAUCER REALTY & CAPITAL

    (448) 288-2808

    1147 SE Hammerly St, Madison, FL 32340
  • /21

    $85,000

    • Land
    • 3.03 Acres
    • $28,053 per Acre

    455 NE Blue Ridge Landing Ave, Lee, FL 32059

    3.03 Acres – High & Dry, Improved, Refuge. Hard-to-find 3.03-acre tract offering a rare combination of usability and seclusion. This mostly cleared parcel is high and dry, featuring a gentle rise toward the rear that adds character and potential homesite options. Improvements already in place include well, septic, and power—saving significant time and upfront cost. The property is fully

    Brenda Aaron WIP Realty

    455 NE Blue Ridge Landing Ave, Lee, FL 32059
  • /7

    $120,000

    • Land
    • 12 Acres
    • $10,000 per Acre

    6511 NW Flowers Rd, Madison, FL 32340

    12 Acres of Prime North Florida Land – Madison, FL Discover your slice of natural Florida on this 12-acre tract nestled in the peaceful countryside of Madison County. With paved road frontage for easy access and a beautiful blend of dry and wetland areas, this property offers both convenience and natural charm. Perfect for a private homesite, weekend getaway, or recreational retreat, the land

    6511 NW Flowers Rd, Madison, FL 32340
  • /2

    $150,000

    • Land
    • 11 Acres
    • $13,636 per Acre

    1404 Duval Pond Rd, Madison, FL 32340

    11-acre parcel in Madison County on Duval Pond Rd, currently part of a well-maintained 57-acre working farm. This beautiful, open, and usable land provides the ideal setting for your dream home, private retreat, mini farm, or long-term investment. With expansive views and a peaceful rural setting. The land is cleared and ready for your vision, whether that’s building, farming, or simply enjoying

    Kelly Fannon Tallahassee Board of REALTORS®

    1404 Duval Pond Rd, Madison, FL 32340
  • /9

    $74,500

    • Land
    • 2.91 Acres
    • $25,601 per Acre

    00 SW Anastasia Way, Madison, FL 32340

    Imagine owning a sprawling 2.91-acre parcel hugged by magnificent four-year-old Loblolly pines, providing the perfect backdrop for your dream home. This residential lot not only offers ideal topography but also presents a rare opportunity for OWNER FINANCING! Only 15% down, 7% APR, loan life negotiable! The rapid growth of Loblolly pines promises not just beauty but also practicality, with

    Crystal Daviner Marzucco Real Estate LLC

    00 SW Anastasia Way, Madison, FL 32340
  • /43

    $125,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    496 Centaury Way, Lee, FL 32059

    496 Centaury Way, Lee, FL 32059 6.75 Acres in Madison County, FL – Beautiful high and dry property offering a great mix of privacy, usability, and potential 2004 Mobile Home with approximately 1,200 sq ft, featuring 2 bedrooms and 2 full bathrooms Existing Infrastructure in Place: Private well Septic system Electric service Saves time and money—ready for renovation, replacement, or immediate use

    Agent Photo

    Ben Jones

    Southern Land & Homes

    (448) 288-2475

    496 Centaury Way, Lee, FL 32059
  • /67

    $349,000

    • Land
    • 41.22 Acres
    • $8,467 per Acre

    1193 SW Oregon Trail, Greenville, FL 32331

    Located within the gated and highly sought-after Aucilla Plantation, this 41-acre property offers the kind of setup serious outdoorsmen are always searching for but rarely find ready to go. Tucked away for privacy, this tract is well known for its strong deer and turkey presence, with two established stand and feeder locations already in place. The land itself is thoughtfully laid out with a

    1193 SW Oregon Trail, Greenville, FL 32331
  • /51

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,216 Sq Ft

    11533 U S 90, Lee, FL 32059

    Discover the perfect blend of space, privacy, and opportunity with this expansive 5.02-acre property. Nestled in a peaceful setting, this versatile parcel offers endless potential, whether you're dreaming of a quiet country retreat, a mini homestead, or room to grow and explore. The property features a well-maintained 3-bedroom, 2-bath singlewide home that provides comfortable living with a

    Dylan Johnson BOSSHARDT REALTY SERVICES LLC

    11533 U S 90, Lee, FL 32059
  • /50

    $439,000

    • 3 Beds
    • 2 Baths
    • 2,032 Sq Ft

    1262 N State Road 53, Madison, FL 32340

    There’s something special about finding a home that offers both space to breathe and comfort to gather—and this one delivers. Situated on 6.63 fully fenced acres, this well-maintained traditional 3 bedroom, 2 bathroom home offers 2,032 heated sq ft of thoughtfully designed living space. Inside, a well-appointed formal living room welcomes you at the front of the home, while the separate family

    1262 N State Road 53, Madison, FL 32340
  • /39

    $550,000

    • 4 Beds
    • 2 Baths
    • 2,139 Sq Ft

    641 SE Sequoyah Trail, Lee, FL 32059

    Escape to peaceful country living on approximately 40.95 acres of well-maintained agricultural land in rural Madison County. The majority of the property is newly planted pine trees that have been professionally managed since planting, offering excellent future timber investment potential or continued agricultural use. The property includes a four-bedroom, two-bathroom mobile home in pristine

    Channah Galbraith The American Dream

    641 SE Sequoyah Trail, Lee, FL 32059
  • /25

    $300,000

    • 4 Beds
    • 2 Baths
    • 3,019 Sq Ft

    237 SW Wabasso Terrace, Greenville, FL 32331

    Country living at its best! Over 3,000 sq ft on 10 acres with deer, turkey & a stocked pond. 2002 Fleetwood MH featuring 4BR/2BA, large open kitchen w/ ample cabinets, open dining, living room w/ stone fireplace, plus separate den/game room. Spacious primary suite w/ walk-in closet, double vanity, walk-in shower & garden tub. 12x20 sunroom, 12x20 laundry/storage & 24x38 carport, new closed in

    237 SW Wabasso Terrace, Greenville, FL 32331
  • /17

    $130,000

    • Land
    • 13 Acres
    • $10,000 per Acre

    651 NW Flowers Rd, Madison, FL 32340

    Hunter's Paradise - 13 Acres of Prime North Florida Land in Madison, FLEscape to the quiet woods of Madison County, where 13 acres of pristine Florida land are waiting for your next outdoor adventure. Tucked away off a peaceful country road, this property offers privacy, wildlife, and endless opportunity - the perfect mix for hunters, campers, and nature lovers alike.Deer, turkey, and

    Agent Photo

    Ben Jones

    Mossy Oak Properties Southern Land and Homes, LLC

    (448) 218-4743

    651 NW Flowers Rd, Madison, FL 32340
  • /40

    $25,000

    • Land
    • 2.91 Acres
    • $8,591 per Acre

    0 NE Chervil Dr Unit 26969106, Lee, FL 32059

    Discover the perfect blend of privacy, natural beauty, and country living with this stunning 2.91+/- acre property in Madison County, Florida. This beautiful, fully wooded lot features an impressive mix of timber, highlighted by absolutely gorgeous hardwoods and several massive oak trees scattered throughout the landscape—creating a serene and picturesque setting that truly feels like your own

    Jerrod Trainer Jerrod A Trainer & Associates

    0 NE Chervil Dr Unit 26969106, Lee, FL 32059
  • /40

    $25,000

    • Land
    • 2.91 Acres
    • $8,591 per Acre

    vacant NE Chervil Dr, Lee, FL 32059

    Discover the perfect blend of privacy, natural beauty, and country living with this stunning 2.91+/- acre property in Madison County, Florida. This beautiful, fully wooded lot features an impressive mix of timber, highlighted by absolutely gorgeous hardwoods and several massive oak trees scattered throughout the landscape—creating a serene and picturesque setting that truly feels like your own

    vacant NE Chervil Dr, Lee, FL 32059
  • /17

    $130,000

    • Land
    • 13 Acres
    • $10,000 per Acre

    652 NW Flowers Rd, Madison, FL 32340

    Hunter’s Paradise — 13 Acres of Prime North Florida Land in Madison, FL Escape to the quiet woods of Madison County, where 13 acres of pristine Florida land are waiting for your next outdoor adventure. Tucked away off a peaceful country road, this property offers privacy, wildlife, and endless opportunity — the perfect mix for hunters, campers, and nature lovers alike. Deer, turkey, and small

    652 NW Flowers Rd, Madison, FL 32340
  • /35

    $139,900

    • Land
    • 12.01 Acres
    • $11,649 per Acre

    Vacant Ne Cedar Trail, Pinetta, FL 32350

    12.02 Acres | North Florida Privacy & Prime Hunting LandEscape to the quiet side of North Florida with this 12.02-acre high-and-dry tract tucked away less than 2,000 feet down a private road. If you're looking for peace, privacy, and a place to enjoy the outdoors the way it was meant to be-this property checks every box.This land offers excellent deer and turkey hunting potential,

    Agent Photo

    Ben Jones

    Mossy Oak Properties Southern Land and Homes, LLC

    (448) 233-3114

    Vacant Ne Cedar Trail, Pinetta, FL 32350
  • /34

    $139,900

    • Land
    • 12.01 Acres
    • $11,649 per Acre

    Vacant NE Cedar Trail, Pinetta, FL 32350

    12.02 Acres | North Florida Privacy & Prime Hunting Land Escape to the quiet side of North Florida with this 12.02-acre high-and-dry tract tucked away less than 2,000 feet down a private road. If you’re looking for peace, privacy, and a place to enjoy the outdoors the way it was meant to be—this property checks every box. This land offers excellent deer and turkey hunting potential, with natural

    Nigel Bettencourt Century 21 Executive Realty

    Vacant NE Cedar Trail, Pinetta, FL 32350
  • /9

    $65,000

    • Land
    • 1.84 Acres
    • $35,326 per Acre

    Lot 5 Briarwood Way, Pinetta, FL 32350

    If you're dreaming of settling down in a charming new community, Lot 5 is calling your name! Nestled in a cozy cul-de-sac in a small town within an arm's reach of Valdosta, Tallahassee, and Cherry Lake, this residential gem offers the perfect blend of convenience and tranquility. Don't miss out on this fantastic opportunity to build your dream home in a welcoming neighborhood that's just waiting

    Crystal Daviner Marzucco Real Estate LLC

    Lot 5 Briarwood Way, Pinetta, FL 32350
  • /44

    $487,000

    • 4 Beds
    • 2 Baths
    • 2,073 Sq Ft

    218 NE Oakwood Way, Pinetta, FL 32350

    **$5,000 SELLER CONCESSION AVAILABLE!* Welcome to your dream home in the gated community of Summerwood Estates, where convenience meets small-town charm! This lovely house features four bedrooms and two bathrooms with a split floor plan for privacy and convenience. The dining room can easily double as a home office, giving you the flexibility you need. With a vaulted ceiling adding a touch of

    Crystal Daviner Marzucco Real Estate LLC

    218 NE Oakwood Way, Pinetta, FL 32350
  • /9

    $26,000

    • Land

    TBD NE Willow Bend Loop, Lee, FL 32059

    Exceptional opportunity to own 1.4 acres in the peaceful, agricultural A-2 zoned area of Lee, offering the perfect balance between rural privacy and outdoor adventure. This spacious parcel provides ample room for a custom home, hobby farm, or recreational retreat, with zoning that allows for a variety of agricultural uses. Ideally located less than five minutes from the scenic Withlacoochee

    Yanet Ramirez Prestige Real Estate Professionals Inc.

    TBD NE Willow Bend Loop, Lee, FL 32059
  • /35

    $140,000

    • Land
    • 12.96 Acres
    • $10,802 per Acre

    3084 NE Chervil Dr Lee Unit FL 32059, Lee, FL 32059

    Tucked away in the quiet countryside of Madison County, Florida, this 12.96-acre tract offers the perfect blend of privacy, natural beauty, and ready-to-go improvements-all just across the road from the Withlacoochee River.Whether you're looking for a hunting getaway, homesite, or weekend escape, this property has the bones and the setting to make it happen.Property

    Agent Photo

    Ben Jones

    Mossy Oak Properties Southern Land and Homes, LLC

    (448) 203-2730

    3084 NE Chervil Dr Lee Unit FL 32059, Lee, FL 32059
  • /60

    $125,000

    • 4 Beds
    • 2 Baths
    • 1,848 Sq Ft

    2210 NE Persimmon Dr, Pinetta, FL 32350

    Price Improvement.....Don’t Miss This Opportunity! Nestled on 2.2 acres near the scenic Four Freedoms Trail in Madison County, this property is a nature lover’s dream with plenty of space to make your own. This spacious 1999 double-wide manufactured home offers 1,848 sq. ft., featuring 4 bedrooms and 2 full baths making it perfect for families or anyone needing extra room. While the home does

    Agent Photo

    Alicia Redish

    J. W. HILL & ASSOCIATES

    (448) 288-5107

    2210 NE Persimmon Dr, Pinetta, FL 32350

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