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Longwood, FL Homes for Sale with Acreage

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  • /100

    $6,950,000

    $3M PRICE DROP
    • 9 Beds
    • 12.5 Baths
    • 14,623 Sq Ft

    812 Sweetwater Club Blvd, Longwood, FL 32779

    One or more photo(s) has been virtually staged. REINTRODUCING The Fortress, Appraisal available for review by qualified buyers. Set on nearly 12 acres, a one-of-a-kind architectural masterpiece created for those who understand that true luxury is not merely styled, but built to endure, remain irreplaceable, and stand the test of time. Designed and constructed over seven years by the

    Agent Photo

    Lisell Melo

    SERHANT

    812 Sweetwater Club Blvd, Longwood, FL 32779
  • /55

    $799,900

    • 4 Beds
    • 3.5 Baths
    • 4,440 Sq Ft

    1808 Wingfield Dr, Longwood, FL 32779

    Tucked away beneath a canopy of mature trees on an expansive homesite in one of Longwood's most established communities, this custom pool home offers a rare combination of privacy, character, and space. From the moment you arrive, the circular driveway, natural setting, and distinctive architecture create a memorable first impression.Inside, soaring wood-beamed ceilings, extensive

    Agent Photo

    Heather Unger, PA

    ACME REAL ESTATE FLORIDA LLC

    1808 Wingfield Dr, Longwood, FL 32779
  • /33

    $750,000

    • Land
    • 4.16 Acres
    • $180,288 per Acre

    250 Longwood Hills Rd, Longwood, FL 32750

    4.16± acre parcel in the Longwood Hills area of unincorporated Seminole County, currently zoned A-1 (Agriculture) with an existing 465 SF, 1BR/1BA single-family residence on site. Property offers strong upside for buyers seeking acreage with future development potential; the existing home provides interim use, holding income, or caretaker occupancy while entitlement or rezoning is pursued. Legal:

    Abbas Sultanali ALPHA EQUITY REALTY & MANAGEMENT INC

    250 Longwood Hills Rd, Longwood, FL 32750
  • /100

    $3,100,000

    $450K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 5,012 Sq Ft

    1351 N Classic Ct, Longwood, FL 32779

    CRUISING THE WATERWAYS of the MAJESTIC SPRING FED LAKE BRANTLEY await you. Stroll around your sculptured & manicured gardens. Elegant entry features include PORTE-COCHERE. Biltmore GAS LANTERNS, SHUTTERS, BALCONIES & TOWERING tree canopies as you approach this MEDITERRANEAN-RIVIERA style estate. The cultivated beauty of this "one-owner home". Impressive CUSTOM-BUILT SHOWPLACE is nestled back on a

    Suzanne Crudo COLDWELL BANKER REALTY

    1351 N Classic Ct, Longwood, FL 32779
  • /50

    $1,695,000

    • 4 Beds
    • 3.5 Baths
    • 3,805 Sq Ft

    2201 Cove Ct, Longwood, FL 32779

    Set behind a private gated entrance on over four acres along the shores of Lake Brantley, this exceptional waterfront estate offers a lifestyle that few properties in Central Florida can replicate. Here, mornings begin with coffee overlooking the water as paddleboarders glide across the lake, afternoons are spent boating, waterskiing, kayaking or fishing from your shoreline, and evenings conclude

    Mel Bernstein PREMIER SOTHEBYS INT'L REALTY

    2201 Cove Ct, Longwood, FL 32779
  • /65

    $3,799,000

    $896K PRICE DROP
    • 7 Beds
    • 9 Baths
    • 14,801 Sq Ft

    808 Sweetwater Club Blvd, Longwood, FL 32779

    Behind the guarded gates of the prestigious Sweetwater Club, on over three acres of manicured grounds, lies an extraordinary fully remodeled 14,000+ square foot estate that redefines grandeur and sophistication. A sweeping double-entry driveway framed by mature, curated landscaping guides you to the stately façade, where timeless architecture meets meticulous design, including a new roof (2022)

    Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    808 Sweetwater Club Blvd, Longwood, FL 32779
  • /59

    $3,600,000

    $200K PRICE DROP
    • 6 Beds
    • 9 Baths
    • 10,623 Sq Ft

    1041 Sweetwater Club Blvd, Longwood, FL 32779

    Nestled behind wrought-iron privacy gates on 2.89 acres in Sweetwater Club Estates, this magnificent 10,623-square-foot residence offers an unparalleled blend of timeless architecture, grand-scale entertaining, and resort-inspired living. A sweeping circular driveway leads to a breathtaking arrival framed by soaring cathedral ceilings, dramatic sandstone feature walls, and handcrafted wood

    Laura Diss Q BOUTIQUE SPECIALTY REALTY INC

    1041 Sweetwater Club Blvd, Longwood, FL 32779
  • /15

    $159,000

    • 2 Beds
    • 1 Bath
    • 969 Sq Ft

    486 N Pin Oak Place Unit 206, Longwood, FL 32779

    THIS IS A FANTASTIC 2 BEDROOM, 1 BATH, UPGRADED CONDO, LOCATED IN A FINANCIALLY RESPONSIBLE COMMUNITY, BALANCED RESERVES FULLY FUNDED, ALL STRUCTURAL REPORTS COMPLEATED, CENTRALLY LOCATED WITH ACCESS TO GREAT SCHOOLS, I-4 AND DOWNTOWN. CALL OR TEXT FOR SHOWING INSTRUCTIONS.

    Scott Lochridge SCOTT LOCHRIDGE

    486 N Pin Oak Place Unit 206, Longwood, FL 32779
  • /3

    $2,675,000

    Coming Soon
    • 5 Beds
    • 7 Baths
    • 6,497 Sq Ft

    950 Sweetwater Club Blvd, Longwood, FL 32779

    An Extraordinary Private Estate Where Luxury, Privacy & Resort-Style Living Come Together.Set on 1.6 beautifully landscaped acres within the desired Sweetwater Club, this exceptional estate offers a rare combination of privacy, sophistication, space, and resort-style living. Located within an exclusive 24-hour guard-gated community, the property is fully fenced and features its own

    Amber Zinno Adams RE/MAX ASSURED

    950 Sweetwater Club Blvd, Longwood, FL 32779
  • /13

    $625,000

    $50K PRICE DROP
    • Land
    • 5.13 Acres
    • $121,832 per Acre

    0 Delk Rd, Longwood, FL 32779

    Along the winding expanse of the Wekiva River, this exceptional 5.13-acre waterfront homesite presents a rare opportunity in the prestigious Markham Woods Corridor. Offering a refined balance of privacy, natural beauty and long term value, the property is surrounded by established multimillion dollar estates and accessed by paved roads, creating a setting that feels exclusive and effortlessly

    Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

    0 Delk Rd, Longwood, FL 32779
  • /19

    $1,999,999

    • Land
    • 16 Acres
    • $125,000 per Acre

    400 LONGWOOD Lake Mary Rd, Lake Mary, FL 32746

    NEGOTIABLE ! 694 FEET OF FRONTAGE ON LONGWOOD LAKE MARY RD, IN THE HEART OF LAKE MARY! WITH DAVID WEEKLY'S GRIFFIN FARMS & OVER 1 MILLION SQ FT OF RETAIL LESS THAN A MILE AWAY, DON'T MISS AN OPPORTUNITY TO OWN 20 ACRES OF LAND IN SEMINOLE COUNTY'S MOST DESIRABLE CITY! CLOSE TO MAJOR HIGHWAYS, RESTAURANTS, SHOPPING CENTERS & RESIDENTIAL. THIS PARTICULAR PARCEL IS ZONED FOR ONE OF THE BEST SCHOOLS

    Abbas Sultanali ALPHA EQUITY REALTY & MANAGEMENT INC

    400 LONGWOOD Lake Mary Rd, Lake Mary, FL 32746
  • /26

    $529,900

    $36K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,986 Sq Ft

    1861 Crowley Cir E, Longwood, FL 32779

    MAJOR PRICE IMPROVEMENT ... EXCEPTIONAL VALUE IN MARKHAM WOODS ROAD MANDARIN ESTATES!! Welcome to your move in ready dream home! This spacious & updated 3-bedroom, 2-bathroom, 1.10 acre property located off Markham Woods Road in Mandarin Estates offers everything you desire for comfortable and luxurious living. NO HOA!! Step into the beautiful foyer and be greeted by an expansive living space

    Rob Breese, III RE/MAX TOWN & COUNTRY REALTY

    1861 Crowley Cir E, Longwood, FL 32779
  • /5

    $800,000

    • Land
    • 8.31 Acres
    • $96,270 per Acre

    1292 Hickory Dr, Longwood, FL 32779

    Rare Opportunity in LongWood! Build your future on this exceptional parcel located at 1292 Hickory Dr. Whether you're looking to create a custom residence or add a valuable asset to your portfolio, this lot provides endless possibilities in a highly desirable Seminole County location. Conveniently located near premier amenities, major roadways, and everything Longwood has. Come explore the

    Victoria Malafaia M2M REALTY

    1292 Hickory Dr, Longwood, FL 32779
  • /8

    $2,200,000

    • Land
    • 4.3 Acres
    • $511,628 per Acre

    1501 Pearl St, Longwood, FL 32750

    4.3 acres total (3 parcels), additional parcels are 00-21-29-5ck-30d-0010 and 0-21-29-5ck-030d-000a. Small rental home on property - rent is $1200/month, no lease, has been there over 6 years. House is 1120 sq. ft. Warehouse is 2800 sq. ft. with three large roll-up doors, 60x40. Possible 4 homes/acre - currently split zoning - R1A single family and A1 - agriculture. Seller will hold a small first

    Pam Bonjorn BONJORN REAL ESTATE

    1501 Pearl St, Longwood, FL 32750
  • /81

    $2,598,000

    • 5 Beds
    • 7 Baths
    • 8,100 Sq Ft

    1126 Brownshire Ct, Longwood, FL 32779

    This majestic estate is a true masterpiece of elegance and timeless architecture, gracefully set among mature oak trees and lush, manicured gardens, blending clasic design with modern luxury, this residence offers an exceptional lifestyle defined by confort, sophistication and privacy. Featuring 5 spacious bedrooms, 7 bathrooms and a private mother-in-law suite. The home was thoughtfully designed

    Gustavo Vargas FLORIDA REALTY INVESTMENTS

    1126 Brownshire Ct, Longwood, FL 32779
  • /52

    $800,000

    • 4 Beds
    • 2.5 Baths
    • 2,833 Sq Ft

    112 Forest Park Ct, Longwood, FL 32779

    Exactly what you've been looking for! This beautifully maintained home sits on a full acre with NO HOA, offering the perfect balance of privacy and convenience with shopping, restaurants, and grocery stores just minutes away. Offering peace of mind, the home features a 2023 roof, refinished pool (2024), remodeled bathroom (2025), new water heater (2025), south A/C (2022), north A/C (2017), and

    Tonya Giddens CFRP REALTY LLC

    112 Forest Park Ct, Longwood, FL 32779
  • /12

    $1,250,000

    $100K PRICE DROP
    • Land
    • 9.77 Acres
    • $127,943 per Acre

    0 Delk Rd, Longwood, FL 32779

    Set along the scenic Wekiva River, these two exceptional, side-by-side waterfront homesites spanning 5.13 acres (Parcel # 7-20-29-300-004A-0000) and 4.64 acres (Parcel # 27-20-29-300-0040-0000) present a rare and compelling opportunity within the prestigious Markham Woods Corridor. Offered individually or together, this unique pairing provides flexibility for a singular private estate or two

    Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

    0 Delk Rd, Longwood, FL 32779
  • /12

    $2,394,000

    • Land
    • 4.73 Acres
    • $506,131 per Acre

    700 W Church Ave, Longwood, FL 32750

    Property Overview – 4.73 Acres in Prime Longwood LocationThis is a unique opportunity to own 4.73 acres across two parcels in a desirable Longwood neighborhood adjacent to SandalWood Park, which features a basketball court and other recreational amenities. One of the parcels includes a recently renovated 2-bedroom, 1-bathroom home, estimated to rent for $1,500/month—an excellent source of

    Nahid Sabeti GIVE REALTY

    700 W Church Ave, Longwood, FL 32750
  • /9

    $10,000,000

    • Land
    • 7.2 Acres
    • $1,388,889 per Acre

    0 Markham Woods Rd Unit MFRO6294158, Longwood, FL 32779

    Offered exclusively as a combined 9.53-acre lakefront opportunity, this property consists of two contiguous residential parcels along Central Florida’s highly sought-after Markham Woods corridor. The parcels are being offered together only and feature approximately 846 feet of frontage on Rice Lake, creating a remarkable setting for a private lakefront estate or legacy family compound. The scale

    Cynde Velez APERTURE GLOBAL REAL ESTATE

    0 Markham Woods Rd Unit MFRO6294158, Longwood, FL 32779
  • /25

    $998,500

    • 6 Beds
    • 3 Baths
    • 3,852 Sq Ft

    2152 Blue Iris Place, Longwood, FL 32779

    PRICED TO SELL! Major updates include a 2020 roof, 2024 HVAC systems (both units), and a brand-new septic system in 2024. Tucked beneath towering mature trees on a private oversized lot with no rear neighbors, this stunning 6-bedroom, 3-bath pool home offers the perfect blend of space, privacy, and modern updates in the heart of Longwood! A circular driveway creates an impressive arrival, while

    Millie Gwin Coldwell Banker Coast Realty

    2152 Blue Iris Place, Longwood, FL 32779
  • /43

    $699,000

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,180 Sq Ft

    230 Hunters Trail, Longwood, FL 32779

    Opportunity in Markham Place! Situated on a premier corner lot just off Longwood’s highly sought-after Markham Woods corridor, this timeless two-story brick residence offers the perfect blend of warmth, elegance, and functionality. Designed for both entertaining and everyday living, the expansive 4-bedroom, 3-bath floorplan welcomes you with a grand foyer and sweeping staircase. Rich

    Frank Benevento COLDWELL BANKER REALTY

    230 Hunters Trail, Longwood, FL 32779
  • /54

    $765,000

    • 4 Beds
    • 3 Baths
    • 2,772 Sq Ft

    2143 Blue Iris Place, Longwood, FL 32779

    Welcome to your private oasis in one of Longwood’s most coveted acreage communities! This modern farmhouse blends timeless charm with a lot layout that offers a lifestyle of space & freedom. The exterior features a traditional rocking-chair front porch & a desirable 3-car side-entry garage. Step inside the grand foyer to discover elegant French doors open to a spacious formal living room which

    Pamela Pagan KELLER WILLIAMS ADVANTAGE III

    2143 Blue Iris Place, Longwood, FL 32779
  • /100

    $4,800,000

    $400K PRICE DROP
    • 7 Beds
    • 10 Baths
    • 10,684 Sq Ft

    3545 Legacy Hills Ct, Longwood, FL 32779

    Behind three private gates, this extraordinary home offers a rare opportunity to own one of Central Florida’s most impressive luxury residences located in the gated Enclave within the guard-gated community of Alaqua Lakes! This compound is sited on 1.55 acres overlooking the 8th hole of the Legacy Club golf course and no neighbors on three sides is truly a buyer’s dream come true. The property

    Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

    3545 Legacy Hills Ct, Longwood, FL 32779
  • /59

    $2,800,000

    $450K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 7,673 Sq Ft

    810 Sweetwater Club Blvd, Longwood, FL 32779

    Craftsmanship over cookie-cutter. Quality over cutting corners. Character over conventional. For those who appreciate the extraordinary, this is a residence unlike any other. Nearly impossible to recreate, discover this private English Manor-inspired estate with timeless Tudor Revival architecture tucked behind stately iron gates and approached by a winding brick paver drive beneath a canopy of

    Frank Benevento COLDWELL BANKER REALTY

    810 Sweetwater Club Blvd, Longwood, FL 32779
  • /28

    $550,000

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

    1735 Timocuan Way, Longwood, FL 32750

    Rare 3.39-Acre Income-Producing Estate in Sought-After Seminole CountyDiscover an exceptional opportunity where wide-open freedom meets unbeatable value on this 3.39-acre property in one of Central Florida's most desirable locations. Built in 1982, this versatile estate seamlessly blends modern comfort with rural charm — providing a lifestyle that's increasingly hard to find.Turnkey

    Sukumar Haldar AVANTI WAY REALTY LLC

    1735 Timocuan Way, Longwood, FL 32750
  • /61

    $1,300,000

    • 5 Beds
    • 5 Baths
    • 4,364 Sq Ft

    359 Vista Oak Dr, Longwood, FL 32779

    Welcome to an exceptional estate in the prestigious guard gated community of Wingfield North, ideally positioned along Lake Mary’s renowned Markham Woods Corridor. Set on a private cul-de-sac surrounded by distinguished one-acre homes, this custom residence offers an extraordinary combination of privacy, sophistication, and natural beauty. A circular driveway welcomes you to the home, framed by

    Maria Nunez COMPASS FLORIDA LLC

    359 Vista Oak Dr, Longwood, FL 32779
  • /69

    $209,988

    $18K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,271 Sq Ft

    420 Summit Ridge Place Unit 310, Longwood, FL 32779

    * PRICE IMPROVEMENT * Top-floor privacy meets modern comfort in this completely remodeled, move-in-ready 2-bedroom, 1-bath condo located in the highly desirable Wekiva Springs area within the gated Residences at Sabal Palm community. This beautifully updated home features new luxury vinyl flooring throughout, a fully renovated kitchen with all-new cabinetry and appliances, and a stylishly

    Charles Kohlinger BHHS FLORIDA REALTY

    420 Summit Ridge Place Unit 310, Longwood, FL 32779
  • /65

    $949,900

    $49K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,333 Sq Ft

    1889 Ranchland Trail, Longwood, FL 32750

    Welcome to this beautifully renovated 4-bedroom, 3-bathroom pool home, perfectly situated on 2 acres of agricultural land in Longwood with Lake Mary city limits. Originally designed as an equestrian estate, this unique property offers the perfect blend of modern living and rural charm.The home was completely updated in 2022 and features a stylish kitchen with newer cabinetry, granite

    Yanet Garcia-Rodriguez HOME WISE REALTY GROUP, INC.

    1889 Ranchland Trail, Longwood, FL 32750
  • /49

    $859,000

    Open Sun 12PM - 2PM
    • 4 Beds
    • 2.5 Baths
    • 3,145 Sq Ft

    1150 Markham Woods Rd, Longwood, FL 32779

    1150 Markham Woods descriptionWelcome to 1150 Markham Woods Road, offering 4 bedrooms, 2.5 baths and 3,145 square feet on a beautiful 1.53-acre homesite in the desirable Markham Woods area—with NO HOA.The classic brick exterior, metal roof and expansive covered front entrance create a welcoming first impression. Inside, the kitchen and flooring have been updated within approximately

    laura bodson EXIT REALTY PREMIER LEGACY

    1150 Markham Woods Rd, Longwood, FL 32779
  • /100

    $3,499,000

    $201K PRICE DROP
    • 7 Beds
    • 9 Baths
    • 7,313 Sq Ft

    3147 Tala Loop, Longwood, FL 32779

    Renovated, remodeled & reimagined with breathtaking water views in Alaqua. An incredible opportunity to own a turn-key masterpiece nestled on a one-acre homesite in Seminole County's premier luxury 24-hour guard-gated neighborhood. Skip the construction timeline and step directly into your dream home, ideally positioned within an established golf community. A brand-new brick-paver driveway and

    Frank Benevento COLDWELL BANKER REALTY

    3147 Tala Loop, Longwood, FL 32779
  • /59

    $6,999,999

    • 10 Beds
    • 17 Baths
    • 25,706 Sq Ft

    2878 Markham Woods Rd, Longwood, FL 32779

    Virtually Staged. The Estate at Markham Woods. Set behind private electronic gates and a guarded entry, a rare sense of arrival unfolds across more than seven acres of secluded, high and dry landscape in the heart of Markham Woods. Here, architecture, land, and infrastructure converge to create something far beyond a residence, a fully realized, multi generational compound designed for those who

    Matt McKee COMPASS FLORIDA LLC

    2878 Markham Woods Rd, Longwood, FL 32779
  • /80

    $4,499,000

    • 7 Beds
    • 10 Baths
    • 12,006 Sq Ft

    3540 Legacy Hills Ct, Longwood, FL 32779

    A rare opportunity to own one of the most extraordinary estate residences in Alaqua Lakes. Privately positioned behind the exclusive gates of The Enclave at Alaqua Lakes on a 1.2 acre double lot, this exceptional 12,000-square-foot custom Dave Brewer estate offers unparalleled privacy, luxury, and time-honored craftsmanship throughout. A rare achievement for any builder is when their name becomes

    Frank Benevento COLDWELL BANKER REALTY

    3540 Legacy Hills Ct, Longwood, FL 32779
  • /33

    $549,900

    • 6 Beds
    • 4 Baths
    • 3,600 Sq Ft

    230 Bay Meadow Rd, Longwood, FL 32750

    Your chance to own a 2.25 acre property well under market value. The house needs TLC but bones are in great shape. The main house features 5 bedrooms and 3 bathrooms, and the in-law suite is 1 bedroom 1 bathroom. A large pool awaits it's new owner to bring it back to its former glory. The home features a brand new water filtration system. Bring your toys, your cars, your plants, your animals, and

    Nadine Jubara NB ELITE REALTY

    230 Bay Meadow Rd, Longwood, FL 32750
  • /57

    $1,450,000

    • 4 Beds
    • 3 Baths
    • 3,955 Sq Ft

    2214 Earleaf Ct, Longwood, FL 32779

    This stunning 4-bedroom, 3-bathroom home is nestled in a highly sought-after neighborhood, offering the perfect blend of luxury, comfort, and entertainment. Designed with modern elegance, the residence boasts a gourmet kitchen that serves as the heart of the home. Equipped with top-of-the-line appliances, custom cabinetry, and a spacious island, it's ideal for both casual meals and elaborate

    Valentina Vakhova LA ROSA REALTY KISSIMMEE

    2214 Earleaf Ct, Longwood, FL 32779
  • /61

    $1,350,000

    • 5 Beds
    • 6 Baths
    • 3,362 Sq Ft

    306 N Sweetwater Cove Blvd, Longwood, FL 32779

    Welcome to an exceptional lakefront residence in the highly sought-after Sweetwater Oaks community of Longwood, where thoughtfully designed upgrades, resort-style outdoor living, and direct access to Lake Brantley create a distinctive Central Florida lifestyle. Extensively renovated with over $230,000 in luxury improvements, this impressive residence offers five bedrooms, four full bathrooms, two

    Shanti Stewart TRIPLE S REALTY

    306 N Sweetwater Cove Blvd, Longwood, FL 32779
  • /42

    $509,000

    $86K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,074 Sq Ft

    300 E Sweetwater Creek Dr, Longwood, FL 32779

    Gorgeous home in Sweetwater Oaks!4 Bed | 3 Bath | 1.25 ACRES | PRICED TO SELL ... Move-in ready! Just move in. Priced to Sell, this won't last at this price.NEW ROOF 2026 • New AC 2026 • New Kitchen 2026 • New Baths 2026 • New Floors 2026• New Electrical Panel 2026• New Paint • Modern open design with Quartz countertops, soft-close cabinets, and luxury vinyl floors throughout. Located in

    Jorge Trejo KELLER WILLIAMS ADVANTAGE III

    300 E Sweetwater Creek Dr, Longwood, FL 32779

Home Price Trends

Median Sale Price
$475,000
Median Single Family Sale Price
$500,000
Median Townhouse Sale Price
$359,000
Median 2 Bedroom Sale Price
$215,000
Median 1 Bedroom Sale Price
$97,500
Average Price Per Sq Ft
$242
Number of Homes for Sale
170
Last 12 months Home Sales
738
Months of Supply
2.80
Median List Price
$488,950
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
1%
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