Displaying: For Rent
Location: Winter Garden
Property Type(s): Single Family
Beds: 5 to 5
Do Not Show Listings
Winter Garden - 22 properties found
10224 ATWATER BAY DR, WINTER GARDEN, FL 34787
$4,000Listed 06/22/2026 5:50PM MLS ID: S5152340
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3227 Built: 2018Community: Waterleigh Ph 2BSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Stunning home located in the highly desirable Winter Garden area, offering a modern and spacious floor plan designed for comfortable living and entertaining. This beautifully maintained property features bright open living spaces, a stylish kitchen with ample cabinetry, and generously sized bedrooms. Enjoy a private outdoor area perfect for relaxing or hosting gatherings. Conveniently located near top-rated schools, shopping, dining, major highways, and just minutes from Downtown Winter Garden, Hamlin Town Center, and Disney attractions. An exceptional opportunity to enjoy luxury, location, and lifestyle in one of Central Florida’s most sought-after communities.
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Samir Naim (818-268-9917)
14768 FIELD DAISY DR, WINTER GARDEN, FL 34787
$4,000Listed 06/22/2026 3:15PM MLS ID: O6416610
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3619 Built: 2026Community: Harvest At OvationSingle Family
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Brand-new home available for rent in Winter Garden. The layout includes a first-floor guest suite and a bonus room above the garage that serves as the fifth bedroom, offering flexibility for a home office, playroom, media room, or guest space. Unlike many new construction rentals, this home was thoughtfully upgraded beyond the builder's standard finishes. Features include upgraded cabinetry and countertops, luxury vinyl flooring throughout the house, additional lighting, enhanced HVAC filtration, and extra windows that bring natural light into the primary suite. The home includes a Ring video doorbell, Govee leak detection system with multiple sensors, and a SoftPro Elite Smart HE Water Softener system. The kitchen features a premium appliance package, including a GE Profile™ Smart 4-Door French Door refrigerator with Kitchen Assistant™, water and ice dispenser, GE Café™ gas range, GE Café™ microwave, and GE Café™ dishwasher. A GE Profile™ Smart washer and dryer are also included. Select furnishings will remain with the property. The primary bedroom includes a king-size bed, while matching dressers and nightstands will be available in their original packaging for tenant use if desired. Located in a newly completed community, this home has never been occupied and includes a combination of upgrades, technology, and included features that are not commonly found in rental properties. *Locked storage cabinet located under the game room staircase in the garage is excluded from tenant use.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Paula Maestrini (407-728-2666)
706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$6,50011 Days on yellowkey MLS ID: O6416527
INCREASED by $500 (8.3%) on 06/20/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4019 Built: 2018Community: Canopy Oaks Ph 1Single Family
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Luxury lease opportunity in the gated community of Canopy Oaks, offering an exceptional combination of space, privacy, and convenience in one of Winter Garden's most desirable locations. Ideally situated near major healthcare facilities, business centers, Downtown Winter Garden, Winter Garden Village, and Orlando's attractions and entertainment destinations, this A.R. Bailey Homes Delray model is designed for those seeking luxury living with easy access to everything Central Florida has to offer. Nestled within an intimate community of just 49 homesites, this impressive residence showcases timeless architecture and thoughtful design throughout. A striking exterior presentation features a paver driveway, concrete tile roof, stone-accented elevation, wood-look garage doors, and grand solid wood double-entry doors. Inside, expansive living spaces are filled with natural light and enhanced by architectural ceilings, elegant finishes, and a versatile floor plan designed for both everyday living and entertaining. The chef-inspired kitchen serves as the heart of the home, featuring a natural gas cooktop with exterior venting, built-in oven, upgraded appliances, pot filler, 42-inch cabinetry with crown molding, under-cabinet lighting, tile backsplash, walk-in pantry, and an oversized island overlooking the spacious great room with coffered ceilings. A gated wine cellar adds a distinctive feature rarely found in comparable properties. The first-floor primary suite offers a private retreat complete with dual granite vanities, a soaking tub, oversized walk-in shower with dual shower heads and bench seating, and a custom-designed closet system. A separate first-floor en-suite bedroom provides flexibility for guests, extended family, or a private office. Upstairs, the home continues to impress with a second primary suite, two additional en-suite bedrooms, a spacious loft, guest powder bath, and a covered balcony, creating multiple private living areas throughout the residence. Designed to embrace Florida's indoor-outdoor lifestyle, dramatic corner-opening glass walls and expansive stackable sliding doors create a seamless connection to the covered lanai, enhanced by a motorized retractable screen. The oversized backyard offers privacy and abundant space for outdoor enjoyment. Additional features include dual tankless water heaters, dual HVAC systems with zoned climate control, motorized roller shades, decorative iron stair railings, a mudroom, reading nook, and extensive storage throughout. Residents enjoy access to community walking trails and a playground while benefiting from convenient access to healthcare facilities, shopping, dining, recreation, and major transportation corridors including the Florida Turnpike, SR 429, SR 408, and Interstate 4. Property is currently offered for sale (MLS# O6394059) and lease. Availability and terms are subject to change. Virtual pool rendering shown for illustrative purposes only. No pool currently exists on the property. Any depicted pool or outdoor improvements are conceptual and subject to design, permitting, and approval requirements.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Lisa Rutkowski (407-793-2416)
806 LOST GROVE CIR, WINTER GARDEN, FL 34787
$3,9954 Days on yellowkey MLS ID: S5152166
INCREASED by $395 (11.0%) on 06/19/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3462 Built: 2006Community: Grove Park At Stone CrestSpa: NoSingle Family
Elementary School: SunRidge Elementary
Remarks: Spacious and beautifully designed 5-bedroom, 3-bathroom home with a 3-car garage located in the heart of Winter Garden. Offering approximately 3,462 square feet of living space, this home features a versatile floor plan perfect for families of all sizes. The first floor includes a formal dining room, a spacious family room, a separate sitting room, and a well-appointed kitchen with granite countertops, ample cabinet space, and a breakfast nook. A full bedroom and bathroom are conveniently located downstairs, making it ideal for guests, extended family, or a home office. Upstairs, you'll find a large loft area, four additional bedrooms, and two full bathrooms. The oversized primary suite offers a spacious retreat complete with dual vanities, a garden tub, a separate shower, and generous closet space. Ideally located near top-rated schools, shopping, restaurants, major highways, and just minutes from downtown Winter Garden. Enjoy easy access to Walt Disney World, other world-famous Central Florida attractions, and all the conveniences the area has to offer. Don't miss the opportunity to make this spacious Winter Garden home your next residence. Schedule your showing today!
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: Amanda Yuan (407-353-2867)
17876 ADRIFT RD, WINTER GARDEN, FL 34787
$3,9999 Days on yellowkey MLS ID: O6415044
0 Days Off yellowkey (back on 6/18/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2866 Built: 2023Community: Waterleigh Ph 4B & 4CSpa: NoSingle Family
Elementary School: Water Spring Elementary
Remarks: Virtually Staged. One or more photo(s) has been virtually staged. Experience refined Florida living in this exceptional 2023-built lakefront home in the highly sought-after Waterleigh community of Winter Garden. Set on a premium lot with serene natural lake views, this residence offers a perfect blend of modern design, smart technology, and everyday convenience. The bright, open-concept layout is filled with natural light and seamlessly connects the living, dining, and kitchen areas—ideal for both daily living and entertaining, all enhanced by tranquil water views. The gourmet kitchen features sleek countertops, ample cabinetry, and a large island designed for gathering. Upstairs, upgraded hardwood flooring throughout adds elegance and durability. The spacious primary suite offers a spa-inspired bath and walk-in closet, while additional bedrooms provide flexibility for family, guests, or a home office. Enjoy breathtaking lake views and Florida sunsets from your private outdoor space. A smart home system with integrated security enhances comfort and peace of mind. Prime location: Resort-style community amenities, top-rated schools within the neighborhood, Publix nearby, ~17 minutes to Disney, and easy access to highways, dining, shopping center.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Winnie Tam (863-651-4687)
16628 SILVER BROOK WAY, WINTER GARDEN, FL 34787
$5,9006 Days on yellowkey MLS ID: O6417547
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3643 Built: 2026Community: Silverleaf Oaks At HamlinSingle Family
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Welcome to this stunning nearly new home located in the desirable Silverleaf Oaks community in Winter Garden. Built by Pulte Homes, this Scarlett floor plan offers 5 bedrooms, 4.5 bathrooms, 3,643 sq. ft. of living space, and a 2-car garage. This modern open-concept home features high-end upgrades throughout, including a gourmet kitchen with built-in Whirlpool appliances, 42” cabinets, soft-close drawers, crown molding, and abundant storage. The main floor offers a guest suite, two flexible enclosed rooms ideal for office or additional living space, and a bright gathering room that opens to a covered lanai through pocket sliding glass doors. Upstairs, you will find a spacious loft, a luxurious master suite, an additional ensuite bedroom, two secondary bedrooms, a full bathroom, and an upgraded laundry room with cabinetry and sink. Additional features include smart home technology, EV charging outlet, LED recessed lighting, Ring doorbell, smart thermostat, paver driveway, professional landscaping, and energy-efficient construction. Located in one of Winter Garden’s fastest-growing areas, the home is just minutes from Horizon West, Hamlin, top-rated schools, shopping, dining, and major highways. A perfect combination of space, upgrades, and location — ideal for comfortable Florida living.
Listing is courtesy of: MANAGER PROP (407-603-3350)
Listing Agent: Tiago Ferreira (407-603-3350)
15168 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787
$3,60016 Days on yellowkey MLS ID: O6414641
REDUCED by $100 (2.7%) on 06/18/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3152 Built: 2015Community: Signature Lakes Ph 3BSingle Family
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: ... Available on July 1, 2026... ..... Fully Fence .... Rent includes Basic Cable & Internet... , ... EV Car Charger..., ... Washer, and Dryer.... No Carpet..... This house is located in the desirable Independence community. The Community features amazing amenities including 2 Community Pools, Play Grounds, Boat Ramp, Fishing Docks, Tennis courts, Basketball courts, 2 Clubhouses, 2 Gyms, Billiards, Arcades, Dog Parks, Bike & Walking Trails, onsite management office. This home features ceramic tile in the downstairs and carpet in all bedrooms. The master bedroom is located upstairs and there is one bedroom downstairs and a full bath. The kitchen has plenty of cabinet space. Detached garage with a cover porch going in through the kitchen. The home is close to the Horizon West, Hamlin Area and HWY 429 for an easy commute. It is zone for Keenes Crossing Elementary School, Bridgewater Middle School, and Windermere High School. It is minutes away to Foundation Academy as well. Rental Insurance is required before moving in. Tenant is responsible for the lawn maintenance. Accepting foreign applicant with 2 months security deposit.
Listing is courtesy of: MAY HO REALTY (407-923-8903)
Listing Agent: Jennie Ho (407-923-8903)
16031 SILVER BROOK WAY, WINTER GARDEN, FL 34787
$6,50035 Days on yellowkey MLS ID: O6409094
0 Days Off yellowkey (back on 6/14/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3979 Built: 2023Community: Silverleaf Reserve/Haml Ph 2ASingle Family
Remarks: Discover this stunning home featuring 5 spacious bedrooms and 5 bathrooms, designed for modern living and ultimate comfort. Filled with natural light, this elegant residence offers bright open spaces and a warm, inviting atmosphere throughout. Enjoy a beautiful private pool and a large backyard perfect for entertaining, relaxing, or outdoor activities. The oversized 2-car covered garage provides plenty of room for large vehicles and extra storage. Located in a highly desirable area with great schools within walking distance, this home offers both convenience and lifestyle. Residents also enjoy access to a clubhouse with a community pool, adding even more comfort and amenities. Combining contemporary style with functional living, this exceptional rental opportunity is perfect for those seeking luxury, location, and everyday convenience.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Camila Ricchetti (407-308-7484)
8222 TOPSAIL PL, WINTER GARDEN, FL 34787
$6,25010 Days on yellowkey MLS ID: O6416728
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4199 Built: 2021Community: Lakeshore Preserve Ph 5Single Family
Elementary School: Panther Lake Elementary
Remarks: STUNNING, well-maintained Executive estate home with everything you've been looking for! This gorgeous GARDENIA model by TOLL BROTHERS features 4200 square feet of living space with AMAZING VIEWS of a tranquil pond in the front, retention space in back in the desirable LAKESHORE community in HORIZON WEST, providing the perfect ONE OF A KIND idyllic space you've been looking for! You will enjoy relaxed Florida living perfect for entertaining or a quiet day amongst the HIGH-END DETAIL throughout. You will feel the MAJESTY of this home upon entering the Welcoming Foyer & Dining Room! Attention to detail is observed throughout this home - from the window treatments, lighting features, built-ins, amongst many others. As you enter the WELL-APPOINTED open-concept kitchen/living room area you are greeted with the CHEF'S KITCHEN boasting Quartz countertops beautifully accenting the tall cabinets. Multiple pantries including a butler’s pantry, laundry room and an oversized Guest Bedroom and Bath complement the downstairs. The GRANDEUR of this home is evident in its back wall of windows which slide opens to a SPACIOUS EXTENDED COVERED PATIO to complete a truly blended indoor/outdoor living space. Outdoor comfort is accented by AUTOMATIC SCREENS which lead to a large, outdoor yard, perfect for enjoying sunrises and sunsets in a tranquil setting. Upstairs continues the warmth and high-end retreat you deserve. You will find the MASTER RETRAT, LARGE BATH with custom finishes and OVERSIZED WALK IN CLOSETS and a PRIVATE BALCONY, separated for privacy from the rest of the upstairs bedrooms. The middle of the second floor offers a LARGE FAMILY/GAME AREA. 3 additional bedrooms allow for a home office and enough room for family to complete the upstairs. Tankless GAS hot water heater, gas range and stove, and energy efficient windows provides for energy conservation peace of mind. Residents enjoy a MAGNIFICENT CLUBHOUSE with swimming pool, gym, volleyball court, grill area, canoes, lake access and fire pit for entertaining. Cable TV, Internet, Washer, Dryer, Pest Control and Ground Maintenance are included! The elementary and high school is in close proximity to the community! Located minutes from 429 with easy access to Disney, downtown Orlando, the beaches and theme parks. Note $1,000 of deposit will be non-refundableand due at signing contract to lease. Do not miss this opportunity, schedule a showing today!
Listing is courtesy of: CHASTAIN REAL ESTATE COMPANY LLC (407-491-7528)
Listing Agent: Jonathan Jankowski (407-791-1140)
15030 SUMMER HARVEST ST, WINTER GARDEN, FL 34787
$3,80062 Days on yellowkey MLS ID: O6400523
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2861 Built: 2024Community: Harvest At Ovation 112/64 Lot 142Single Family
Remarks: Nestled in the sought-after Harvest at Ovation community in Horizon West/Winter Garden, this beautifully appointed single-family home offers the perfect combination of comfort, style, and location. Featuring 4 bedrooms, 3 full bathrooms, and 1 half bath, the home includes a desirable first-floor suite—ideal for guests or multi-generational living. Enjoy the convenience of being just minutes from Walt Disney World, top-rated schools, shopping, dining, and everyday essentials. With easy access to FL-429 and US-192, as well as close proximity to Horizon West, Winter Garden Village, and Orlando, this home is perfectly positioned in one of Central Florida’s most rapidly growing and desirable areas. Please be aware that the garage apartment is currently rented until August 2026, after that date it will be part of the main house. Easy to show on lock box.
Listing is courtesy of: KICANTO REALTY (305-744-2297)
Listing Agent: Cristiane Leon (305-744-2297)
15602 COMPASS ROSE ST, WINTER GARDEN, FL 34787
$3,90036 Days on yellowkey MLS ID: O6408929
0 Days Off yellowkey (back on 6/9/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3227 Built: 2021Community: WaterleighSpa: NoSingle Family
Remarks: Built in 2021 in highly desirable Waterliegh. Large 3227sf home 5 bedroom, 4 ½ bath with one full bath and bedroom on first floor. This wonderful home has plenty of architectural features and well designed. Starting with brick pavers for the driveway, the large front covered porch, and very large back lanai. From the moment you walk in the door, you are greeted with arched openings, formal front dining room, a butler's pantry workstation between the dining and kitchen. The gourmet kitchen features built in microwave and oven, Separate cooktop, large pantry, granite counters, sink island with breakfast bar, stepped up cabinetry with crown molding for a custom look and all stainless-steel appliances. Overlooking the café “second dining area” and large living-room with many windows and slider to back covered lanai. Elegant tile throughout the first floor up to the downstairs bedroom. Bedroom is carpeted and next to a full bath. First floor also has a half bath and drop zone next to the two-car garage. The upstairs loft and bedrooms are carpeted and tile in bathrooms. The Large open loft connects to the laundry room with washer and dryer included, Primary bedroom and bedrooms 3,4,5. The Primary bedroom has coffered ceiling and many windows. Bath has dual sinks, walk in shower, separate tub, large closet, and separate toilet room. Hall bath has dual sinks and lots of space. The 4th bath is a private bath to bedroom 5. This amazing home is in the highly desirable community “Waterleigh.” Located just off the 429 west of Disney. This community amenities include a huge resort style pool, fitness gym, club house, dog park, huge sports fields, playground, beach volleyball, Tennis, BBQ/picnic area, with sidewalks that wind around the scenic lakes, nature, and community for a relaxing and enjoyable lifestyle. Fast and easy access anywhere. Hospitals, restaurants and shopping are all close and many more are being built nearby. Great schools; Water Spring Elementary, Water Spring Middle, and Horizon Highschool. All information here is deemed reliable but not guaranteed. Rent includes lawn care and all amenities access!
Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)
Listing Agent: Bryce Rysewyk (407-340-1754)
14612 GLADE HILL PARK WAY, WINTER GARDEN, FL 34787
$5,90018 Days on yellowkey MLS ID: S5151295
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3892 Built: 2015Community: Watermark Ph 1BSpa: NoSingle Family
Remarks: Pet Friendly! MOVE-IN READY TODAY! Luxury unfurnished home for rent in Winter Garden/Horizon West! It features 3 MASTER SUITES—one conveniently located on the first floor and two on the second— a rare and versatile layout ideal for multigenerational living. Designer upgrades are found throughout, and recessed lighting in every room creates a warm, bright, and inviting atmosphere from the moment you enter. The home has been fully refreshed with new interior paint and welcomes you with soaring ceilings, abundant natural light, and 24x48 polished Coral Bay porcelain tile flooring throughout the entire first level. With NO CARPET anywhere in the home, it is easy to maintain, allergy-friendly, and ideal for pets. Freshly painted front and garage doors add to the home’s crisp curb appeal. Just off the entry, a spacious home office is enhanced with custom wallpaper and focused lighting. The formal dining room features dramatic designer lighting and flows seamlessly into a butler’s pantry with built-in cabinetry and an oversized walk-in pantry. The chef’s kitchen is a true showpiece, anchored by a massive Misterio Gold quartz island (3 cm thick, 127" x 63") and equipped with upgraded appliances, a built-in oven, custom vent hood, pot filler, designer pendant lighting, and ceiling-height cabinetry with 42-inch lower cabinets and glass-front 24-inch uppers. A day office and custom breakfast nook with built-in table and U-shaped booth seating provide additional flexible living and work space. The expansive living room is filled with natural light and offers an ideal setting for both entertaining and everyday living. The first-floor master suite is a private retreat featuring accent niches with focal lighting, generous closet space, and a spa-inspired bath with a freestanding tub, rainfall shower with floor-to-ceiling tile, and a smart bidet toilet. The powder room also includes designer niches and a smart bidet. The laundry room has been thoughtfully upgraded with floor-to-ceiling cabinetry, a coat closet, folding and ironing station, hanging space, and a dedicated dog shower with its own niche and electrical outlet. Upstairs, waterproof laminate flooring runs throughout, along with a spacious secondary living area filled with natural light. The second master suite features a large walk-in closet, freestanding tub, rainfall shower with full-height tile, and smart bidet toilet. The third master suite offers a private bath, walk-in closet, and luxury finishes. Two additional bedrooms also include large closets, accent walls, and abundant natural light. Step outside to a covered lanai overlooking a fully fenced backyard—perfect for outdoor living or a future pool or spa. Located in the highly sought-after Watermark community, residents enjoy resort-style amenities including a clubhouse, resort pool, water park, tennis courts, playgrounds, 24/7 fitness center, event lounge, and monthly community events such as food trucks. The home is directly across from The Mark, a nearby commercial plaza featuring Starbucks, Walgreens, 7-Eleven, Huey Magoo’s, Cocoon Nails, Papa John’s, and more. Just minutes from Disney parks, with nightly fireworks visible from the neighborhood.
Listing is courtesy of: LA ROSA REALTY INTERNACIONAL L (407-600-7542)
Listing Agent: Ashley Jimenez (914-230-2513)
15143 KIRSTY ALY, WINTER GARDEN, FL 34787
$4,00025 Days on yellowkey MLS ID: O6410585
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2934 Built: 2017Single Family
Elementary School: Independence Elementary
Remarks: Welcome to this beautifully maintained 5-bedroom, 3.5-bathroom move in ready home, ideally situated on a desirable corner lot in the heart of Hamlin, Winter Garden. With a thoughtfully designed layout, this home features one bedroom on the main floor—perfect for guests or multi generational living—and three additional bedrooms upstairs, offering plenty of space and privacy for the whole family. The home boasts soaring open ceilings that create a bright, airy atmosphere throughout. The upgraded kitchen is a true highlight, featuring modern finishes, high-end appliances, and ample space for cooking and entertaining. Adding even more value is the detached mother-in-law suite, offering flexibility for extended family, a private office, or rental income potential. Recently repainted exterior, elegant plantation shutters throughout the entire home, upgraded carpet, screen enclosure, upgraded 8 feet door downstair and upstairs, and the advantage of a spacious corner lot offering extra privacy and curb appeal. Located just minutes from top-rated schools, shopping, dining, and entertainment, this home perfectly combines luxury, functionality, and location in one of Winter Garden’s most sought-after communities.
Listing is courtesy of: ARION REALTY (407-564-8888)
Listing Agent: Jin Cheng (561-346-5225)
9240 WOODCRANE DR, WINTER GARDEN, FL 34787
$4,79978 Days on yellowkey MLS ID: O6396748
REDUCED by $700 (12.7%) on 06/09/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3760 Built: 2015Community: Watermark Ph 1BSingle Family
Remarks: Spectacular 5/4 with 3 car garage home. This home has all the bells and whistles for your enjoyment, Modern kitchen with open floor plan to family/living room and access to large screened in patio. Fenced backyard. Upstairs has a large Loft and 4 bedrooms including the spacious master bedroom/master bathroom. This home is a must see located in Watermark Sub-division with to many features to list. Applications will ONLY be processed if you have viewed the inside of the home, submitted all applications and dropped off a holding deposit. We will hold the property for the first application and deposit received.
Listing is courtesy of: HAMPTON & HAMPTON MGMT LEASING (407-219-3297)
Listing Agent: Jessica Martinez Cestero (407-219-3297)
14582 OLD THICKET TRCE, WINTER GARDEN, FL 34787
$4,50019 Days on yellowkey MLS ID: O6413688
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3175 Built: 2006Community: Signature Lakes Prcl 01CSingle Family
Remarks: One or more photo(s) has been virtually staged. INDEPENDENCE POOL home with Carriage House / In law suite above garage (1 bedroom, 1 bath and kitchen area ) is what you have been waiting for. Situated on a large corner lot with lots of curb appeal. As you walk up to your future home you are greeted by your large front porch. Exquisite flooring and granite through out. Stainless steel applianced with gas stove. This is truly and AMAZING community 2 clubhouses, 2 COMMUNITY POOLS, 2 FITNESS CENTERS, business center, ARCADE, billiards room,10’ NATURE & BIKE TRAILS THROUGHOUT, 2 dog parks, tennis & basketball courts, 2 PRIVATE BOAT RAMPS (on one beautiful Lake Hancock w/ boat/ski waters), and hundreds of acres dedicated to parks & recreation. Plus, fantastic community events planned by full time community EVENT PLANNER. On-site community manager too. New stores, restaurants, movie theater, Publix grocery store within one mile. Minutes to theme parks, 30 minutes to downtown Orlando or International Airport.SIGNATURE LAKES literally tucked away but yet in the middle of all the beauty and fun that makes this area highly sought after.
Listing is courtesy of: APEX INTERNATIONAL BROKERAGE (407-286-2048)
Listing Agent: Sabah Rab (407-575-6599)
12927 CANOPY WOODS WAY, WINTER GARDEN, FL 34787
$9,250258 Days on yellowkey MLS ID: S5136184
0 Days Off yellowkey (back on 6/4/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4671 Built: 2019Community: Canopy Oaks Phase 1Spa: YesSingle Family
Remarks: Beautiful Fully Furnished, French Country model Home. This gorgeous pool home features 5 Bedrooms (2 Master Suites 1st and 2nd floor) plus an office/study with 4.5 baths, Cinema (with top of the line equipment and sound system, over $30K) with 3 car garage on a prime location in Winter Garden, nearby shopping, highway, hospital and Disney Parks. Canopy Oaks is a gated community, home of 49 beautiful Estates just between the Winter Garden Village and the quaint historic downtown Winter Garden, Orlando's most popular suburb! Location is a privilege. The Mediterranean style property features a pavered driveway, tropical taylored landscape, iron banister railings, arched wooden entry door, soffit and coach lights, plenty of tall windows with beautiful plantation shutters throughout, lots of natural light, This open floor plan offers a huge great room for gathering with family and friends flows easily into the kitchen, dining area, and out to the amazing pool area to a beautiful and fully equiped Summer Kitchen through the 3-panel stackable sliding doors onto a covered lanai equiped with an automated screen, creating a bigger indoor-outdoor space. Kitchen features the large granite island which can easily seat 5 guests, stainless steel appliances, custom cabinetry, and pendant lights. The luxurious second floor features a large family room which opens through stackable sliding glass doors overlooking a lovely porch overlooking the pool area. Master suite is gorgeous with tray ceiling, wet bar with a kitchenAid Wine Cooler/coffee station, an expansive master closet, and an impressive curved dual walk-in shower and a free-standing soaking tub, Master also have a private entrance to the upstairs balcony. This community has a park and walking trail around a small pond. Easy access to 429, 408, Highway 50, turnpike, Disney World, and Universal. Schedule a showing quick, you don't want to miss this one!
Listing is courtesy of: B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE (407-217-7573)
Listing Agent: Oscar Rodriguez (321-297-7264)
16324 SILVER GROVE BLVD, WINTER GARDEN, FL 34787
$4,700228 Days on yellowkey MLS ID: O6358862
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3743 Built: 2023Community: Silverleaf Reserve/Hamlin Ph 2Single Family
Remarks: Welcome to this stunning, nearly new residence in the highly desirable community of Silverleaf Reserve at Hamlin in Winter Garden. Built in 2023, this modern two-story home offers approximately 3,743 sq. ft. of thoughtfully designed living space filled with natural light and seamless indoor–outdoor flow. The flexible layout provides multiple options for a home office, game room, or media lounge—perfect for today’s lifestyle. Located in a vibrant, master-planned neighborhood, residents enjoy resort-style amenities, scenic walking trails, and convenient access to shopping and dining—all just a minutes away from downtown Winter Garden and the greater Orlando area. Elementary and middle schools are also located nearby, making this the perfect place to call home.
Listing is courtesy of: WINDERMERE INTERNATIONAL REALTY (407-421-6241)
Listing Agent: Ron Biegelaar (407-421-6241)
6148 WATERSIDE ISLAND LN, WINTER GARDEN, FL 34787
$3,50072 Days on yellowkey MLS ID: O6398414
0 Days Off yellowkey (back on 5/20/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3468 Built: 2014Community: Signature Lakes Ph 3B-1Single Family
Remarks: Beautiful and spacious two-story home located in the highly desirable Independence/Signature Lakes community in Winter Garden. This well-maintained residence features tile flooring throughout the main living areas and comfortable carpeting in all bedrooms. Enjoy a large family room, a generous loft space perfect for a home office or media room, and a screened patio—ideal for relaxing or entertaining—overlooking a large backyard. Residents of Independence enjoy resort-style amenities, including two community pools, scenic green spaces and parks, a private boat ramp, fishing docks, tennis and basketball courts, and clubhouses equipped with fitness centers, billiards, and arcade rooms. The community also offers a dog park, as well as biking and walking trails. Conveniently located just minutes from Winter Garden Village, offering a variety of shopping, dining, and banking options. Easy access to major attractions including Walt Disney World, Orange County National Golf Center, and Universal Studios. Rent includes basic cable TV, internet, and access to community fitness facilities.
Listing is courtesy of: JHY REALTY INVESTMENTS, LLC (407-435-0482)
Listing Agent: Haicui Yuan (407-435-0482)
16870 SANCTUARY DR, WINTER GARDEN, FL 34787
$12,95082 Days on yellowkey MLS ID: O6394261
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4038 Built: 2022Single Family
Remarks: Experience elevated lakefront living in one of Winter Garden’s most desirable communities. This fully furnished luxury residence offers a rare combination of design, comfort, and lifestyle, perfectly positioned on a premium lakefront lot with one of the most breathtaking views in the area. Featuring 5 spacious bedrooms and 5 bathrooms, this home was thoughtfully designed with high-end custom built-ins throughout, delivering a seamless and sophisticated aesthetic. The chef’s kitchen showcases a fully integrated refrigerator hidden within custom cabinetry, premium appliances, and a clean, modern design ideal for both daily living and entertaining. The open-concept layout is filled with natural light and flows effortlessly into the outdoor living space, where you’ll find a private pool, expansive patio, and uninterrupted lake views that create a true resort-style experience. Step outside to a unique highlight of the property: a private sand volleyball court, offering a rare lifestyle feature perfect for entertaining, staying active, or enjoying time with family and friends. Additional features include: • Fully furnished • Private office ideal for working from home • Whole-house water filtration system (no need to purchase bottled water) • Solar panel system for enhanced energy efficiency (significantly reducing electricity costs) • Pool maintenance and lawn care included for a hassle-free lifestyle • High-end finishes and custom cabinetry throughout The backyard provides both privacy and stunning panoramic views, making it one of the most desirable settings in the community. Located in a prime area of Winter Garden, this home offers convenient access to top-rated schools, shopping, dining, and major highways - combining luxury living with everyday practicality. This is a rare opportunity to lease a fully furnished, lakefront luxury home with unmatched views, reduced utility costs, and unique features not easily found in the market. Fully furnished and completely turn-key - just bring your suitcase and start living.
Listing is courtesy of: FORTUNE GLOBAL REALTY (407-854-6181)
Listing Agent: Lino Cervino (407-466-2758)
455 WINTER GROVE BLVD, WINTER GARDEN, FL 34787
$5,00077 Days on yellowkey MLS ID: O6397196
REDUCED by $90 (1.8%) on 05/08/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2631 Built: 2026Single Family
Remarks: Welcome to this stunning new construction home (2026) located in the desirable city of Winter Garden. This beautifully designed residence offers 5 bedrooms, 3 full bathrooms, and 1 half bath, providing ample space for comfortable living and entertaining. The home features a spacious open floor plan, modern finishes, and abundant natural light throughout. The kitchen flows seamlessly into the living and dining areas, creating the perfect setting for gatherings. Situated within a gated community, residents enjoy added privacy and a peaceful environment. Conveniently located near shopping, dining, top-rated schools, and major roadways, this property combines style, functionality, and an excellent location. A must-see opportunity!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Paloma Eduar Andrade Froldi (407-360-5466)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.