Location: Winter Garden
Do Not Show Listings
17834 ADRIFT RD, WINTER GARDEN, FL 34787
$4,30074 Days on yellowkey MLS ID: O6380850
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2674 Built: 2024Community: Waterleigh Ph 4B & 4CSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Impressive residence with 3,821 square feet, designed to comfort, functionality, and practicality. The house features 4 spacious bedrooms, 3 full bathrooms, and an office ideal for a home office or study space. The highlight is the beautiful lake view in the back, offering tranquility and a perfect setting for relaxing or entertaining guests. Two-car garage with excellent storage space. A unique opportunity for those seeking quality of life, privacy, and a environment.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jean Dadam (407-961-2182)
WINTER GARDEN, FL 34787
$3,90034 Days on yellowkey MLS ID: R4910917
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3341 Built: 2006Community: Black Lake Park Ph 02Single Family
Remarks: This beautifully maintained home offers the perfect blend of comfort, space, and resort-style living. Freshly painted and thoughtfully designed, it welcomes you with a bright, open layout ideal for both everyday living and entertaining. Conveniently located minutes from Winter Garden Village shopping and Entertainment, major hwys, and hospital. Step outside to your private backyard oasis, complete with a sparkling pool, fully fenced yard, and an expansive screened-in lanai that provides a peaceful, shaded space to relax while enjoying views of the water. Pool service and landscaping are included, so you can spend more time enjoying your surroundings and less time maintaining them. Inside, the main level features a dedicated private office—perfect for working from home—as well as a spacious kitchen designed to impress. With a large dining area, bar-style seating, and plenty of room to gather, this kitchen is truly the heart of the home. Upstairs, all bedrooms are thoughtfully situated for privacy, along with a versatile bonus living space that can serve as a media room, playroom, or additional lounge area. The primary suite is a true retreat, offering a cozy sitting area, a luxurious soaking tub, and a massive walk-in closet. Located within a gated community, residents enjoy access to exceptional amenities including a community pool, park, playground, and tennis courts, providing something for everyone right outside your door. This home combines style, functionality, and convenience in a setting that feels like a private getaway. There are items in Garage on shelving that will stay
Listing is courtesy of: BHM PROPERTIES II, LLC (407-376-2246)
Listing Agent: Lauraine Quintana (407-925-4282)
10284 ATWATER BAY DR, WINTER GARDEN, FL 34787
$3,25070 Days on yellowkey MLS ID: O6382148
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2300 Built: 2018Single Family
Remarks: 4 Bedroom, 3 Baths Single Family Home For Rent in Waterleigh Subdivision in Winter Garden, FL 34787; Range, Refrigerator, D/W, Disposal, Central Heat and A/C.
Listing is courtesy of: REALSOURCE PROPERTY MANGNT LLC (407-298-9777)
Listing Agent: Rick Sein (407-716-0459)
233 SOUTHERN PECAN CIR #101, WINTER GARDEN, FL 34787
$1,82595 Days on yellowkey MLS ID: S5142016
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 966 Built: 2005Community: Southern Pines CondoCondo
Elementary School: Richmond Heights Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Welcome to an awesome 2-bedroom, 1-bath condo with an attached garage. Just steps away from the car wash in the beautiful gated community of Southern Pines/ The community has a fully equipped state-of-the-art gym, inside basketball and racquetball courts. BBQ Pavilion for entertaining friends and family with three grills. Pool table and computer room for residents. A theatre with surround sound and vibrating recliners.
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Maria Lloret (407-929-1994)
15221 SUNRISE GROVE CT, WINTER GARDEN, FL 34787
$2,80023 Days on yellowkey MLS ID: S5146801
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1844 Built: 2018Community: Hickory Hammock Ph 2BTownhouse
Elementary School: Whispering Oak Elem
Middle School: Hamlin Middle
Remarks: Elegant Townhome in Gated Winter Garden Community – Resort-Style Living Awaits. Welcome to your next home in the charming and sought- after community of Hickory Hammock at Johns Lake, nestled in the heart of Winter Garden. This beautifully maintained townhome offers the perfect blend of comfort, convenience, and natural beauty — all within a secure, gated neighborhood just minutes from Plant Street’s historic charm and the shops and restaurants of Fowler’s Grove. Enjoy seamless access to major highways including 429, 408, and the Florida Turnpike, making commuting to Disney World, Universal Studios, or downtown Orlando effortless. A Lifestyle Surrounded by Nature and Resort-Style Amenities Hickory Hammock is known for its peaceful setting surrounded by three scenic lakes — the expansive Johns Lake, Lake Burnett, and Lake Claire. Enjoy daily strolls along the wooded nature trails and spot native wildlife like ospreys, bald eagles, and sandhill cranes. Residents have access to top-tier amenities, including: A resort-style zero-entry pool. Clubhouse with fitness center. Tennis and sand volleyball courts. Dog park, playgrounds, and scenic walking trails. A lakeside community pier perfect for relaxing or fishing. Inside the Townhome As you arrive, you’ll be welcomed by a charming paver driveway and an elegant foyer leading to a spacious open-concept living and dining area. The modern kitchen is fully equipped with granite countertops, stainless steel appliances, and ample cabinet space — a perfect setup for both casual meals and entertaining. Step outside to your private covered patio, which overlooks a peaceful green space with community benches — ideal for enjoying Florida’s sunshine or sipping your morning coffee. Upstairs Retreat The primary suite is a tranquil escape, featuring a luxurious ensuite bathroom, oversized shower, dual vanities, and a generous walk-in closet. Two additional bedrooms share a stylish full bathroom, and a conveniently located upstairs laundry area makes daily living a breeze. This home is move-in ready, thoughtfully cared for, and designed to accommodate a variety of lifestyles. The community of Hickory Hammock has three lakes: Johns Lake and Lake Burnett and Lake Clair. Don’t miss this opportunity to experience the best of Winter Garden living. Schedule your private showing today — this exceptional rental won’t last long!
Listing is courtesy of: REALTY ONE SPECIALISTS LLC (407-227-2647)
Listing Agent: Mary Heitz (407-227-2647)
14567 CRESTED PLUME DR, WINTER GARDEN, FL 34787
$2,75031 Days on yellowkey MLS ID: O6392349
REDUCED by $100 (3.5%) on 03/31/2026
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2060 Built: 2018Community: WatermarkSingle Family
Elementary School: Panther Lake Elementary
High School: Horizon High School
Remarks: Beautiful 4-Bedroom Corner Unit in Prime Community Location! This spacious 4-bedroom, 2.5-bath home is ideally situated on a premium corner lot right next to the community clubhouse. All bedrooms are conveniently located upstairs, along with the laundry area for added ease.The home features a formal dining room and a versatile flex space upstairs, perfect for a home office, playroom, or additional living area. The first floor boasts a clean, modern look with no carpet and plenty of storage throughout. Enjoy access to excellent community amenities and a location with easy access to major roads, shopping, and dining.
Listing is courtesy of: POINTON REALTY INC (407-395-2860)
Listing Agent: Andrea Pointon (407-446-4414)
64 N PARK AVE, WINTER GARDEN, FL 34787
$5,99524 Days on yellowkey MLS ID: O6394825
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2225 Built: 2023Townhouse
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Welcome to 30 North Park, an exceptional townhome located in the heart of Historic Downtown Winter Garden — directly on the West Orange Trail and just steps from Plant Street Market, Crooked Can Brewery, local dining, shopping, and the weekly Farmer’s Market. This modern farmhouse-style residence offers four spacious bedrooms, each with a private en-suite bathroom and custom-fitted closets, providing comfort, privacy, and flexibility for guests, multigenerational living, or work-from-home needs. A first-floor bedroom serves as an ideal guest retreat, office, or flex space. The second level features an open-concept living area anchored by a designer kitchen complete with Bosch natural gas appliances, a large island, quartz countertops, farmhouse sink, artisan tile backsplash, and floor-to-ceiling windows showcasing views toward downtown and the West Orange Trail. A secondary bedroom with dramatic custom windows adds abundant natural light. On the third floor, dual primary suites offer spacious layouts, oversized windows, powered blinds, spa-inspired walk-in showers, and quartz-finished baths. Thoughtful upgrades throughout include warm wood flooring, patterned tile accents, modern black lighting fixtures, and extensive storage. Built with an STC soundproofing rating of 69, the home provides a quiet interior environment while remaining in one of Central Florida’s most vibrant walkable districts. Enjoy balcony views overlooking the trail and experience low-maintenance living with unmatched proximity to Historic Winter Garden’s amenities. Experience refined, walkable living in the heart of Winter Garden — schedule your private showing today.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Steve Healy (407-230-1441)
15663 PELICAN CAY DR, WINTER GARDEN, FL 34787
$3,65097 Days on yellowkey MLS ID: O6374627
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2489 Built: 2021Community: Waterleigh Ph 3B-3DSingle Family
Remarks: PRICE REDUCED – Now $3650 for immediate move-in! This well-maintained 2021-built home is located in the highly sought-after Waterleigh community in Winter Garden. The two-story layout includes 4 bedrooms and 3.5 bathrooms, including a private first-floor in-law suite with an attached full bath, providing a flexible layout for a variety of living arrangements. The open-concept main living area features a modern kitchen with stainless steel appliances and granite countertops, connected to spacious living and dining areas. Upstairs, the primary suite includes an ensuite bathroom, while two additional bedrooms share a full bath. A private balcony provides additional outdoor space with neighborhood views. The home also includes central air, in-unit laundry, and a two-car attached garage. Waterleigh residents have access to community amenities including multiple pools, parks, playgrounds, walking trails, and green spaces. The home is located near Disney World, Hamlin Town Center, and close to local schools, shopping, and dining, including a Publix within the community. HOA fees are included in rent. Pets considered with owner approval (breed and size restrictions may apply).
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
15155 CANOE PL, WINTER GARDEN, FL 34787
$6,00025 Days on yellowkey MLS ID: O6394636
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 4045 Built: 2019Community: Lakeshore Preserve Ph 2Single Family
Middle School: Water Spring Middle
Remarks: Location, location, location. This luxury FULLY FURNISHED HOME is located in one of the most sought-after subdivisions of Winter Garden, Lakeshore Preserve. It has a relaxing pool and spa/jacuzzi, over 4,000 sqft, 5 bedrooms, 4.5 bathrooms, bonus room upstairs, and 2 car garage. Rare double master bedrooms one on the first level and another on the second floor. The kitchen is a chef's delight with a fully gas cooktop, an oversized island, and plenty of cabinet space. Upstairs you will find the upstairs owner's retreat along with 3 additional large bedrooms and the huge bonus room. Fully fenced in backyard, tile Roof, 2 AC Units, sliding glass doors, move in ready. Lakeshore neighborhood is a luxurious resort style community with many amenities including a clubhouse with pool, fitness center, multiple playgrounds, sand volleyball courts, kayak access and a dog park. The home is close to shopping and dining, and about 10 minutes drive to the Walt Disney World attraction area. Make yours this gorgeous, sophisticated, and professionally decorated home!!!
Listing is courtesy of: ALL CENTRAL FLORIDA REALTY LLC (407-468-9096)
Listing Agent: Neyla Fernandes (407-468-9096)
1323 PRIORY CIR, WINTER GARDEN, FL 34787
$2,95025 Days on yellowkey MLS ID: O6394581
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1840 Built: 2010Community: Stoneybrook West ITownhouse
Remarks: Beautiful Fully Furnished end-unit townhome available now — move-in ready. • Premium lot with golf course views and no rear neighbors • End unit with extra privacy • Fully furnished – just bring your suitcase • Spacious layout with modern finishes • Saltwater pool • Playground • Walking distance to Publix, Walgreens & restaurants • Minutes to Fowler’s Grove shopping & dining • Easy access to Highway 429. This home offers the perfect blend of comfort, convenience, and scenic living. All measurements are approximate and should be verified.
Listing is courtesy of: LIBERTY HOME SALES INC (321-256-0500)
Listing Agent: Subhas Sawh (407-402-1350)
13251 PONTOON RD, WINTER GARDEN, FL 34787
$2,80026 Days on yellowkey MLS ID: O6394481
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1814 Built: 2023Community: Waterleigh Ph 4ATownhouse
Remarks: Beautifully maintained corner townhome available for rent in the highly desirable Waterleigh community in Winter Garden. This well-maintained and freshly painted home features 3 bedrooms and 2.5 bathrooms with a bright and open floor plan. The spacious kitchen flows into the living and dining areas, creating a comfortable space for everyday living and entertaining. The primary suite offers a private bathroom and generous closet space, while the additional bedrooms are perfect for family, guests, or a home office. Enjoy the charm of the front porch and the privacy of a corner unit. Residents of Waterleigh enjoy resort-style amenities including pools, parks, walking trails, and playgrounds. Conveniently located near shopping, dining, top-rated schools, and major highways. Move-in ready and available now.
Listing is courtesy of: FORTRESS REAL ESTATE TEAM LLC (407-430-2111)
Listing Agent: Lilyan Cavalcante Rocha (407-283-2928)
15327 OAK APPLE CT #8B, WINTER GARDEN, FL 34787
$2,20029 Days on yellowkey MLS ID: S5146415
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1544 Built: 2008Community: Tucker OaksTownhouse
Remarks: BEAUTIFUL TOWN HOUSE , GATED, IN GOOD CONDITIONS, 3 BED, 2 .5 BATH, 2 CAR GARAGE COVERED PLUS 2 IN DRIVEWAY, EXCELLENT LOCACTIONS IN WINTER GARDEN!!!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Lidia Lo Monaco (407-310-0513)
17609 JAPONICA BLOOM DR, WINTER GARDEN, FL 34787
$3,05076 Days on yellowkey MLS ID: O6380304
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2103 Built: 2026Community: Northlake At OvationSingle Family
Elementary School: Water Spring Elementary
Remarks: Welcome to 17609 Japonica Bloom Drive—a brand new home designed for modern living and effortless entertaining. Soaring 8-foot doors throughout the first floor create an impressive, open atmosphere. The gourmet kitchen flows seamlessly into the dining area, making it easy to host while you cook. Step outside to the extended lanai, perfect for outdoor gatherings and relaxation. Upstairs, you'll find all bedrooms plus a spacious loft—ideal for a home office, playroom, or media room—along with convenient upstairs laundry. This home combines style, function, and comfort in every detail. Conveniently located near the 429, Disney, and the new Flamingo Crossings shopping center.
Listing is courtesy of: THE PROPERTY STOP LLC (407-744-5557)
Listing Agent: Angela Magac (407-744-5557)
1335 PRIORY CIR, WINTER GARDEN, FL 34787
$2,90027 Days on yellowkey MLS ID: O6388888
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1898 Built: 2010Community: Stoneybrook West ITownhouse
Remarks: Modern Comfort Meets Effortless Living! BRAND NEW KITCHEN APPLIANCES INCLUDING DISHWASHER!!! Welcome to this beautifully maintained and spacious 2-story townhome featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage—designed for both comfort and functionality. Step inside to an inviting open-concept layout filled with natural light, high ceilings, and seamless flow between the living, dining, and kitchen areas—perfect for entertaining or everyday living. The neutral tones and bright spaces create a warm, modern ambiance you’ll love. House was recently painted (all interior) and brand new carpet. Upstairs, retreat to your private primary suite, complemented by two additional well-sized bedrooms and a full bath—ideal for family, guests, or even a home office setup. Come check it out! Please use the following RentSpree link for application: https://apply.link/_ZzvQXU
Listing is courtesy of: FOLIO REALTY LLC (407-917-0241)
Listing Agent: Emilia Rivero (412-944-3471)
1226 PORTMOOR WAY, WINTER GARDEN, FL 34787
$3,70027 Days on yellowkey MLS ID: O6393825
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2856 Built: 2003Community: Stoneybrook West 44/134Single Family
Remarks: One or more photo(s) has been virtually staged. Welcome to 1226 Portmoor Road in the highly sought-after, manned-gated Golf community of Stoneybrook West! This stunning 5-bedroom, 3-bath golf-view home offers over 2,800 square feet of beautifully updated living space. No Carpets!!! Designed for both comfort and entertaining, the home features formal living and dining rooms, a spacious family room, and a desirable first-floor guest bedroom with a full bath. The chef’s kitchen shines with granite countertops, stainless steel appliances, and an extra refrigerator in the garage. Upstairs, enjoy new laminate flooring, generously sized bedrooms, and a luxurious primary suite with tray ceilings and a private balcony overlooking the course. Step outside to your upgraded screened lanai and low-maintenance turf backyard—perfect for relaxing or hosting gatherings. Residents enjoy a Jr. Olympic pool, fitness center, clubhouse, dock, tennis, basketball, playground, high-speed internet, cable, and discounted golf—all minutes from Winter Garden Village, major highways, hospitals, theme parks, and Orlando International Airport. Schedule your showing today!
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Shirley Botansky (407-704-0874)
483 SETTING SUN DR, WINTER GARDEN, FL 34787
$2,80080 Days on yellowkey MLS ID: O6379134
0 Days Off yellowkey (back on 3/27/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1960 Built: 2007Community: Black Lake Park Ph 02Single Family
Elementary School: SunRidge Elementary
Remarks: Still Tenant occupied available April 30th . Beautiful One Story 4/2 Home with a 2 Car Garage in the beautiful Gated Community of B Lake Park - Winter Garden! This desirable gated community offers residents a community pool, tennis court, playground, basketball court, sand volleyball court, soccer field, walking trails and gazebo. Additionally, this home is conveniently located near all major employers, hospital, across the street from the Winter Garden Village . Spacious living room and dining room area. Plenty of natural light flows-in throughout the home, making it feel very welcoming. The well equipped kitchen has a lot of countertop and storage space, and features a kitchen island with a breakfast bar. The master bedroom with bathroom , plus a spacious closet space. The additional bedrooms also have plenty of closet space and share a full bathroom. This home comes with laundry room (washer and dryer included) and a spacious 2 car garage. Don't miss it. Near restaurants and entertainment with easy access to major highways. Pets allowed according to community guidelines. Trailers- or U Haul type not allowed in this community
Listing is courtesy of: SANCHEZ PROPERTIES GROUP LLC (407-952-5066)
Listing Agent: Daniel Sanchez (407-952-5066)
736 HURLEY DR, WINTER GARDEN, FL 34787
$2,70031 Days on yellowkey MLS ID: G5110000
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2289 Built: 1999Community: Orange CoveSingle Family
Remarks: Welcome to this spacious and inviting 4-bedroom, 3-bath home perfectly positioned on a desirable corner lot—just a short walk to West Orange High School! Step inside and you’ll immediately appreciate the open, flowing layout designed for both comfortable living and effortless entertaining. The home features laminate flooring and tile throughout, offering both style and low-maintenance convenience. A formal living room and dining room greet you at the entry, creating the perfect setting for gatherings and special occasions. At the heart of the home, the expansive family room is filled with natural light and features elegant French doors that open to a tiled, screened lanai—ideal for relaxing or enjoying Florida’s beautiful weather year-round. The kitchen is thoughtfully designed with a breakfast nook, breakfast bar, and two generously sized pantries, providing plenty of space for storage and casual dining. The private primary suite offers laminate flooring, a tray ceiling, and an oversized closet, creating a peaceful retreat at the end of the day. This home also features a triple split floor plan, ensuring privacy for everyone. The 4th bedroom includes its own en-suite bath—perfect for guests, in-laws, or a home office setup. Step outside to enjoy the fully fenced yard, offering both privacy and space for pets, play, or future outdoor enhancements.
Listing is courtesy of: ENGEL & VOLKERS CLERMONT (352-242-3939)
Listing Agent: Doreen Landi (352-636-0362)
12154 PLUMPTON DR, WINTER GARDEN, FL 34787
$2,80029 Days on yellowkey MLS ID: S5146362
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1688 Built: 2023Community: Encore/Ovation Ph 4BSingle Family
Remarks: Beautiful Home for Rent in Winter Garde Fl. Looking for the perfect place to call home? This spacious and modern property in Winter Garden, Fl has everything you need! Features: 3 comfortable bedrooms, 2 full bathrooms plus 1 half bath. Bright and open living spaces, fully equipped kitchen, private back yard perfect for relaxing or entertaining. Enjoy Florida living at its best in peaceful and family-friendly neighborhood.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Luis Montoya Tua (407-954-1985)
17049 SEVILLE ORANGE RD, WINTER GARDEN, FL 34787
$2,99560 Days on yellowkey MLS ID: L4959570
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2048 Built: 2025Community: Northlake/Ovation Ph 1Single Family
Remarks: Ready for immediate move in! Beautiful 4 Bed, 3 Bath home with high end custom finishes Available Immediately! Small to medium pets are allowed. This neighborhood also include a community pool, clubhouse, playground, and dog park! This home features an open floorplan with tons of natural light. There are 4 large bedrooms and a gorgeous master suite with a huge walk in closet. There is a front porch for sitting and relaxing and a screened rear patio as well as a 2 car garage and extra long driveway. All appliances are included and are almost brand new, even the washer and dryer. This property is directly managed by the owner's team so you don't have to deal with waiting days to hear back from large management company for applications or repair requests. This home will be available for many years as a rental so you can move in and stay longterm without having to worry about the home being sold. This property is close to everythign including resturants, shopping, schools, golf, the parkway and the interstate. Schedule your showing today while this beautiful home is still availble!!!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Ben Becton (863-617-0232)
16021 TOLLINGTON ALY, WINTER GARDEN, FL 34787
$3,50030 Days on yellowkey MLS ID: O6393427
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2689 Built: 2025Community: Encore/Ovation Ph 1Single Family
Remarks: Beautiful home with a stunning contemporary design, premium upgrades, and an unbeatable location just minutes from Disney Parks, top-rated schools, and premier shopping destinations. Property is featured with 4 bedrooms and 3 bathrooms - In law suite on first floor is , modern open floorplan with high ceilings and abundant natural light. Laundry room fully equipped with washer and dryer and a stand alone sink. The community is a resort-style living, families can enjoy top-tier community amenities including pool, fitness center, playground, and a dog park. The house is currently tenant occupied until April 3rd 2026. The house will be ready to show as of April 4th 2026. Be aware there's road constructions around the area.
Listing is courtesy of: KICANTO REALTY (305-744-2297)
Listing Agent: Cristiane Leon (305-744-2297)
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