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Newest Homes for Rent in Winter Park, FL

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  • /23

    $2,599 Per Month

    • 3 Beds
    • 2 Baths
    • 1,535 Sq Ft
    • House for Rent

    3465 Balsam Dr, Winter Park, FL 32792

    Welcome to this charming 3-bedroom, 2-bathroom home located in a well-established Winter Park neighborhood. This property offers a comfortable single-story layout with inviting living spaces, ideal for everyday living and entertaining. The home features a functional floor plan with a bright living area, an eat-in kitchen, and well-sized bedrooms, including a primary suite with a private bath.

    Steve Simpson 407 PROPERTIES

    3465 Balsam Dr, Winter Park, FL 32792
  • /62

    $3,900 Per Month

    • 4 Beds
    • 3 Baths
    • 2,130 Sq Ft
    • House for Rent

    1542 Sugarwood Cir, Winter Park, FL 32792

    Spacious, fully remodeled 4-bedroom, 2.5-bath single-family home located in the desirable Amberwood community in Winter Park. This one-story property offers approximately 2,130 sq ft of living space, featuring vaulted ceilings, a functional layout, and a bright living and dining area. The home showcases luxury finishes throughout, a brand-new roof, central A/C, and a 2-car attached garage. Enjoy

    Dayana Perez Moreno AROD PARTNERS REALTY

    1542 Sugarwood Cir, Winter Park, FL 32792
  • /25

    $1,800 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,151 Sq Ft
    • Townhouse for Rent

    7473 Belle River Ct Unit 16, Winter Park, FL 32792

    Welcome to this beautiful 3-bedroom, 2.5-bath townhome featuring modern finishes and a serene setting. Enjoy cooking in the kitchen with elegant granite countertops, durable tile flooring downstairs, and stylish luxury vinyl plank flooring upstairs. Step outside to your private fenced patio with peaceful conservation views, perfect for relaxing or entertaining. Water is included! Available NOW!

    Agent Photo

    Shelley Davis

    REMI EMERSON RESIDENTIAL

    (321) 291-2981

    7473 Belle River Ct Unit 16, Winter Park, FL 32792
  • /16

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 802 Sq Ft
    • Condo for Rent

    7340 Swallow Run Unit 7340, Winter Park, FL 32792

    Check out this 2nd floor 2-bedroom, 2 bathroom condo with brand new beautiful wood floors throughout. The condo is centrally located between UCF and Full Sail University and is just a short distance to major roadways, shopping, and several dining options.

    Bobby Mills METRO CITY REALTY

    7340 Swallow Run Unit 7340, Winter Park, FL 32792
  • /70

    $5,200 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,514 Sq Ft
    • House for Rent

    5338 Ardsdale Ln, Orlando, FL 32814

    Rare opportunity to rent a beautiful single-family home in Baldwin Park. This stunning two-story Craftsman-style residence features a charming front porch overlooking a private mews and is just steps from the community pool. The home offers three bedrooms plus a spacious media or playroom, two and a half bathrooms, and a desirable first-floor primary suite. Interior highlights include gorgeous

    Carolina Brum WRA BUSINESS & REAL ESTATE

    5338 Ardsdale Ln, Orlando, FL 32814
  • /20

    $2,445 Per Month

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • House for Rent

    2313 Dunbury Ct, Winter Park, FL 32792

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2589.90. That covers your base rent, $2445.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    (321) 205-9980

    2313 Dunbury Ct, Winter Park, FL 32792
  • /15

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft
    • Condo for Rent

    7429 Daniel Webster Dr Unit 14 (C), Winter Park, FL 32792

    Welcome to this enchanting fully furnished 2-bedroom, 2-bathroom condo nestled in the heart of Winter Park, FL! Offering easy access to a plethora of attractions, this home invites you to immerse yourself in the magic of Disney, just 30 minutes away, or bask in the sun at picturesque Cocoa Beach, all within reach of central Florida's vibrant offerings. Strategically positioned minutes from the

    David Drawdy KELLER WILLIAMS REALTY AT THE PARKS

    7429 Daniel Webster Dr Unit 14 (C), Winter Park, FL 32792
  • /6

    $1,950 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    520 Holt Ave, Winter Park, FL 32789

    Property Id: 578482One-bedroom / one-bathroom cottage style apartment located within a five-minute walk to Rollins College, Park Avenue, and Hannibal Square. Newly-renovated interior includes condominium grade appliances, upgraded bathroom, and in-unit washer dryer. Unit includes off-street parking and private entry porch. Available for lease beginning of June 2026. Rent includes

    (321) 304-2205

    520 Holt Ave, Winter Park, FL 32789
  • /25

    $2,400 Per Month

    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft
    • Townhouse for Rent

    2379 Flamingo Way, Winter Park, FL 32792

    Welcome to this beautifully maintained 3-bedroom, 2-bathroom townhome in the highly desirable area of Winter Park—perfect for renters seeking comfort, convenience, and a vibrant community lifestyle. Step inside to an open-concept layout designed for modern living, featuring stylish tile flooring and a spacious kitchen with granite countertops that flows effortlessly into the living and dining

    Samuel Kingsford STOCKWORTH REALTY GROUP

    2379 Flamingo Way, Winter Park, FL 32792
  • /9

    $1,850 Per Month

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft
    • Townhouse for Rent

    2510 Boyd Ave Unit b, Orlando, FL 32803

    Experience the allure of this meticulously renovated one-bedroom and bathroom apartment unit. This open-concept space features a granite countertop and stainless steel appliances, providing a modern and inviting atmosphere. Additionally, the unit includes an extra room, ideal for an office, with direct access to the private backyard. Conveniently located near Baldwin Park, downtown Orlando, and a

    Antonio Velazquez BP REALTY

    2510 Boyd Ave Unit b, Orlando, FL 32803
  • /7

    $1,600 Per Month

    • 2 Beds
    • 2 Baths
    • 967 Sq Ft
    • 1/2 Duplex in Winter Park

    3012 Patel Dr, Winter Park, FL 32792

    Nice two bedroom, two bath home with spacious kitchen and living area. House is tiled throughout. Driveway accommodates 2 cars. Fenced in backyard with small shed. Close to Target, Costco Publix, Aldi. Winter Park Schools.

    3012 Patel Dr, Winter Park, FL 32792
  • /18

    $1,950 Per Month

    • 3 Beds
    • 2 Baths
    • 1,266 Sq Ft
    • Condo for Rent

    3050 Autumn Ct, Winter Park, FL 32792

    ?? Price Reduced! 3BR Condo in Winter Park – Now $1,950Don’t miss this charming 3-bedroom, 2-bath condo—now available at a reduced price! Conveniently located just off 436 in Winter Park, this home offers the perfect mix of comfort, convenience, and community living.Step inside to find tile and laminate flooring throughout, making for easy maintenance and a modern feel. Enjoy the

    3050 Autumn Ct, Winter Park, FL 32792
  • /9

    $1,450 Per Month

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • Newly remodeled 2/2 condo Winter Park $300. incentive for move in by 6/15/2026

    3651 N Goldenrod Rd Unit A104, Winter Park, FL 32792

    This 2 bedroom two bath condo has been remodeled with new tile flooring, new bathrooms and all new appliances including Washer and dryer as well as kitchen appliances, stove, fridge, dishwasher, and microwave. Community has a large community pool right outside your door. Great location with access to major roads, great dining venues and shopping possibilities. Ready for move in now. Come

    3651 N Goldenrod Rd Unit A104, Winter Park, FL 32792
  • /11

    $1,950 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,024 Sq Ft
    • House for Rent

    731 W Comstock Ave, Winter Park, FL 32789

    Close to downtown Winter Park, Winter Park Village, and Park Avenue - Charming 3 bedroom 1.5 bath home, with single carport, fenced backyard, ceiling fans and blinds. Tile floors in main living areas and NEW carpet in bedrooms. Additional sun room located off the kitchen with entry to/from carport. This home is available for immediate move in. PETS NEGOTIABLE. Please call to schedule an

    731 W Comstock Ave, Winter Park, FL 32789
  • /11

    $2,050 Per Month

    • 3 Beds
    • 2 Baths
    • 1,317 Sq Ft
    • Winter Park 3 Bedroom 2 Bath Renovated!

    5171 N Orange Ave, Winter Park, FL 32792

    You don't want to miss out on this Winter Park Beauty! This lovely, RENOVATED, 3/2 block home, is situated on a large, fenced in lot and has been recently renovated ! The house has a nice open floor plan, with a great room and family room. The great room even has a wood burning fireplace. Renovations include...laminate wood floors throughout, interior paint, almost new kitchen appliances,

    5171 N Orange Ave, Winter Park, FL 32792
  • /9

    $2,100 Per Month

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Nice 3 bedroom, 2 bath single family home

    3036 Patel Dr, Winter Park, FL 32792

    Available May 1st! 3/2 with open-concept kitchen. Your new home has an open and airy living room/kitchen area with easy-to-maintain tile. A HUGE screened patio looks out to a private wooded backyard. Privacy fence and attached one-car garage make this the perfect place to call home! The home is nestled on a cul-de-sac minutes from Full Sail.All ERA Grizzard Real Estate residents are

    3036 Patel Dr, Winter Park, FL 32792
  • /16

    $1,700 Per Month

    • 2 Beds
    • 2 Baths
    • 1,059 Sq Ft
    • Excellent location

    4968 Tangerine Ave Unit 4968, Winter Park, FL 32792

    This roomy condo is available for immediate occupancy. New Luxury Vinyl Plank floors just installed. The unit is ideally located in Winter Park, not far from Full Sail or UCF. You're just a short drive from downtown and other Orlando hotspots. Wrenwood is a very quiet community with plenty of privacy. Amenities include a pool and workout room. Call today for your private tour of this amazing

    4968 Tangerine Ave Unit 4968, Winter Park, FL 32792
  • /4

    $1,050 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    525 S Lakemont Ave, Winter Park, FL 32792

    Room Rental Listing: Room 01 – Master Bedroom with Attached BathroomThis listing is for Room 01, the Master Bedroom with an attached bathroom, in a fully furnished 3-bedroom, 2-bathroom house.Location: SW Zone @ 525 S Lakemont Ave, Winter Park, FloridaProperty Features: Preliminary Information :Appliances Provided:Cooking range with

    525 S Lakemont Ave, Winter Park, FL 32792
  • /19

    $2,400 Per Month

    • 3 Beds
    • 3 Baths
    • 1,471 Sq Ft
    • Townhouse for Rent

    7542 Cranes Creek Ct, Winter Park, FL 32792

    The first month’s rent is 50% off with an approved lease. This beautifully upgraded end‑unit townhome in the Cranes Creek community offers 1,471 sq ft of thoughtfully laid‑out living space with 3 bedrooms and 3 baths across two stories. Built in 2006, the home features a one‑car attached garage, vaulted ceilings, tile and carpet flooring, ceiling fans,

    7542 Cranes Creek Ct, Winter Park, FL 32792
  • /17

    $1,650 Per Month

    • 2 Beds
    • 2 Baths
    • 1,003 Sq Ft
    • Townhouse for Rent

    1000 S Semoran Blvd, Winter Park, FL 32792

    This newly update and freshly painted. First floor condo in Winter Park offers a perfect blend of comfort and style and outdoor access ..It features two spacious bedrooms and two bathrooms, providing ample space for relaxation and privacy. The open plan living room and updated kitchen create a welcoming atmosphere, ideal for both entertaining and everyday living.. A standout features of this home

    1000 S Semoran Blvd, Winter Park, FL 32792
  • /6

    $1,540 Per Month

    • 3 Beds
    • 1.5 Baths
    • House for Rent

    105 Jergo Rd, Winter Park, FL 32792

    This unique 3 bedroom, 1.5 bathroom Duplex is ready to welcome its new occupants. Spread over one story, this residence offers a perfect blend of space, comfort, and modern amenities. Enjoy ample space for your family with generously sized living areas, including a wide living room for gatherings and quality family time. The Kitchen is equipped with all the essential appliances you would need.

    105 Jergo Rd, Winter Park, FL 32792
  • /11

    $1,445 Per Month

    • 2 Beds
    • 2 Baths
    • 1,045 Sq Ft
    • Condo for Rent

    1000 S Semoran Blvd Unit 806, Winter Park, FL 32792

    LB/O - Nice 2 bedroom 2 bathrooms, 2nd Floor Unit, Open Floor Concept, Living Area, Breakfast Area, Community Pool, Water Included! Apply Today!TO SCHEDULE A SHOWING YOU MUST EMAIL US WITH YOUR CONTACT INFORMATION AND THE PROPERTY YOU WISH TO SEE AT AND AN AGENT WILL RESPOND BACK WITH THE AVAILABLE SHOW TIMES.HOW TO APPLY/ABOUT OUR APPLICATION PROCESS: Our application process

    1000 S Semoran Blvd Unit 806, Winter Park, FL 32792
  • /15

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft
    • Welcome to this enchanting fully furnished 2-bedroom, 2-bathroom Condo

    7429 Daniel Webster Dr, Winter Park, FL 32792

    Welcome to this enchanting fully furnished 2-bedroom, 2-bathroom condo nestled in the heart of Winter Park, FL! Offering easy access to a plethora of attractions, this home invites you to immerse yourself in the magic of Disney, just 30 minutes away, or bask in the sun at picturesque Cocoa Beach, all within reach of central Florida's vibrant offerings. Strategically positioned minutes from the

    7429 Daniel Webster Dr, Winter Park, FL 32792
  • /37

    $4,100 Per Month

    • 4 Beds
    • 3 Baths
    • 2,134 Sq Ft
    • WINTER PARK POOL HOME WITH WINTER PARK SCHOOLS! (Orange County Winter Park Schools)

    1625 Tioga Trail, Winter Park, FL 32789

    AVAILABLE FOR MOVE-IN EARLY JUNE 2026.A RARE FIND IN WINTER PARK!! 4 BEDROOMS, 3 BATHROOMS, POOL, AND FENCED BACKYARD.Very seldom do such nice rental homes come available in the school district of Dommerich, Maitland Middle and Winter Park High! People love the Winter Park Hills community with this home located on a cul-de-sac street.This home features 4 Bedrooms and 3

    1625 Tioga Trail, Winter Park, FL 32789
  • /20

    $3,995 Per Month

    • 3 Beds
    • 3 Baths
    • 1,715 Sq Ft
    • House for Rent

    1667 Mizell Ave, Winter Park, FL 32789

    Minimum Deposit $3995. Monthly Rent $3995. Available June 1st!Contact Polina at or email to schedule your private showing. Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been established.Welcome to your dream Winter Park home! This charming 3-bedroom, 3 full bathroom gem is the epitome of comfort and

    1667 Mizell Ave, Winter Park, FL 32789
  • /5

    $1,950 Per Month

    • 2 Beds
    • 2 Baths
    • 1,058 Sq Ft
    • House for Rent

    4800 Tangerine Ave, Winter Park, FL 32792

    Beautiful & Spacious 2-Bedroom, 2-Bath Condo for Rent in Winter Park – $1,950/MonthDiscover the perfect blend of comfort, convenience, and lifestyle in this beautifully maintained condo located in the highly desirable Winter Park area. This home offers an exceptional layout with 2 spacious bedrooms and 2 full bathrooms, ideal for families, professionals, or roommates seeking a comfortable and

    4800 Tangerine Ave, Winter Park, FL 32792
  • /21

    $1,200 Per Month

    • 1 Bed
    • 1 Bath
    • 537 Sq Ft
    • One bedroom apt 7 or 12 months furnish or unfurnished. Apartamento disponible amueblado o sin mue...

    3075 Aaron Burr Ave, Winter Park, FL 32792

    Centrally located in Winter Park near Full Sail University, and check out this cute move-in ready, 1 Bed/1 Bath second-floor condo with a rear balcony. All tiled flooring, new paint, new toilets and light fixtures, new dishwasher and range. The community features a large swimming pool and a coined laundry room inside a community multipurpose room. This location is zoned for A-rated schools and

    3075 Aaron Burr Ave, Winter Park, FL 32792
  • /9

    $2,015 Per Month

    • 3 Beds
    • 2 Baths
    • 1,175 Sq Ft
    • Condo for Rent

    2711 Aloma Ave, Winter Park, FL 32792

    Coming Soon!!To schedule a showing or for applications, please visit our website:www.keystone-By submitting your information on this page you consent to being contacted by the Property Manager and RentEngine via SMS, phone, or email.

    2711 Aloma Ave, Winter Park, FL 32792
  • /11

    $1,595 Per Month

    • 2 Beds
    • 2 Baths
    • 1,104 Sq Ft
    • Condo for Rent

    3011 George Mason Ave Unit 1-2E, Winter Park, FL 32792

    Great location! Spacious SECOND FLOOR 2 bedroom + 2 full bath condo featuring an open living room/dining room combo and large kitchen. Conveniently located across from the pool. Stackable washer/dryer in unit. NEW CARPET in bedrooms! Parking permit required. Two pet max permitted. Available now! NOTE: Petscreening required on all applications, whether tenant has a pet or not. . $30 per pet to

    3011 George Mason Ave Unit 1-2E, Winter Park, FL 32792
  • /60

    $2,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,676 Sq Ft
    • Beautiful Home in Winter Park, Florida!

    7508 Glenmoor Ln, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Welcome to this beautifully refreshed 3-bedroom, 2-bath home nestled in a highly desirable Winter Park location — offering comfort, style, and convenience with no HOA restrictions. With 1,676 square feet of thoughtfully designed living space, this home is the perfect blend of modern updates and timeless character. Step inside to discover brand-new

    7508 Glenmoor Ln, Winter Park, FL 32792
  • /15

    $2,095 Per Month

    • 3 Beds
    • 2 Baths
    • 1,324 Sq Ft
    • House for Rent

    704 Carnation Dr, Winter Park, FL 32792

    Welcome to 704 Carnation Drive in Winter Park! This amazing home is located on a quiet street in the Eastbrook subdivision off Aloma Ave and was just freshly painted inside and out. The single-story home features an open concept living room/dining room/kitchen floorplan with stainless steel appliances, granite countertops, ceiling fan and ceramic tile flooring throughout. There is plenty of

    704 Carnation Dr, Winter Park, FL 32792
  • /3

    $2,095 Per Month

    • 3 Beds
    • 2 Baths
    • House for Rent

    5139 Oak Hill Dr, Winter Park, FL 32792

    3/2 home with updated kitchen, large yard & screen patio. 3/2 home with updated kitchen, large yard & screen patio. Lawn service included

    5139 Oak Hill Dr, Winter Park, FL 32792
  • /16

    $1,749 Per Month

    • 2 Beds
    • 2 Baths
    • 964 Sq Ft
    • Condo for Rent

    3254 Howell Branch Rd Unit Howell Branch Rd - 3254, Winter Park, FL 32792

    3254 Howell Branch Rd Unit Howell Branch Rd - 3254, Winter Park, FL 32792
  • /9

    $1,950 Per Month

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • Condo for Rent

    2510 Boyd Ave, Orlando, FL 32803

    Experience the allure of this meticulously renovated one-bedroom and bathroom apartment unit. This open-concept space features a granite countertop and stainless steel appliances, providing a modern and inviting atmosphere. Additionally, the unit includes an extra room, ideal for an office, with direct access to the private backyard. Conveniently located near Baldwin Park, downtown Orlando, and a

    2510 Boyd Ave, Orlando, FL 32803
  • /21

    $1,595 Per Month

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft
    • SPACIOUS 2BR CONDO | MOVE-IN READY | LIMITED AVAILABILITY

    1695 Lee Rd, Winter Park, FL 32789

    Beautiful and move-in ready 2 Bedroom / 1 Bathroom condo located on the second floor in a quiet, well-maintained community.This unit offers the perfect combination of comfort, space, and convenience — ideal for families or professionals looking for a clean and functional home ready for immediate move-in.LIMITED-TIME SPECIAL:Get your FIRST MONTH RENT FREE.Apply within 24

    1695 Lee Rd, Winter Park, FL 32789
  • /19

    $1,299 Per Month

    • 1 Bed
    • 1 Bath
    • 638 Sq Ft
    • House for Rent

    1695 Lee Rd, Winter Park, FL 32789

    Don't miss out on this cozy 1-bedroom, 1-bathroom condo at Waterfall Cove. The unit has been newly painted throughout and features kitchen appliances, upgraded blinds, ceiling fans, and a full-size washer and dryer. You can also enjoy your morning coffee on the private patio. The community offers excellent amenities, including a pool, playground, and picnic area. Waterfall Cove is ideally located

    1695 Lee Rd, Winter Park, FL 32789
  • /37

    $2,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Affordable 3BR Home in Winter Park – Prime Location & Move-In Ready!

    151 N Orlando Ave, Winter Park, FL 32789

    Discover this affordable and well-located 3-bedroom, 2-bathroom home in the desirable Winter Park area, perfect for those seeking comfort, convenience, and long-term stability.This property offers a functional layout with comfortable living spaces, ideal for families or individuals looking for a practical and welcoming place to call home.

    151 N Orlando Ave, Winter Park, FL 32789
  • /12

    $1,825 Per Month

    • 2 Beds
    • 2.5 Baths
    • 960 Sq Ft
    • Gorgeous, Completely Remodeled 2/2.5 Condo in Sandlewood Creek- Winter Park!

    303 Sandlewood Trail, Winter Park, FL 32789

    Welcome home to this beautifully renovated two-story condo in desirable Sandlewood Trails. This 2-Bedroom, 2.5 Bath condo home is ideally located in Winter Park and is one of the few condo communities where residents are close enough to bike or walk to Dommerich Elementary and Maitland Middle School.As you enter, you are welcomed by a spacious Great Room and attractive gray-toned laminate

    303 Sandlewood Trail, Winter Park, FL 32789
  • /15

    $2,395 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,886 Sq Ft
    • Townhouse for Rent

    7490 Aloma Pines Ct, Winter Park, FL 32792

    This 3-bedroom, 2.5 bath, 1,886sqft, two-story townhome will be ready for you to call home! Located in the gated community of Aloma Trails, the town home features an open floor plan with 18" tiled floors throughout the first floor living area, kitchen and dining room, all bathrooms and the inside utility room. The kitchen features upgraded 42" cabinetry, tiled back splash, granite counter tops,

    7490 Aloma Pines Ct, Winter Park, FL 32792
  • /9

    $2,095 Per Month

    • 3 Beds
    • 2 Baths
    • 1,332 Sq Ft
    • Townhouse for Rent

    5523 Cretan Way, Winter Park, FL 32792

    3 bedroom, 2 bathroom townhouse in highly desired Winter Park. Small and quiet neighborhood with private driveway parking and a cul de sac with no neighbors on one side. Amenities include: central air, central heat, dishwasher, garbage disposal, side-by-side fridge, electric stove/oven, gas grill, Maytag full-size washer/dryer set, yard, shed for storage, and mini bar off of the living room, and

    Shawn Beard RE/MAX 200 REALTY

    5523 Cretan Way, Winter Park, FL 32792

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