Location: Winter Garden , 34787
Do Not Show Listings
165 WINDTREE LN #U, WINTER GARDEN, FL 34787
$1,75052 Days on yellowkey MLS ID: O6392506
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1985Community: Windtree Gardens Condo Ph 06Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Wonderful renovated unit in Windtree Gardens. 2 brm 2 bath, 1st floor unit with screen enclosed front porch. No carpet in unit. Unit has 2 assigned parking spots. 1 small pet OK. Requirements are 600+ credit score and income 2.5 times rent with no evictions on record.
Listing is courtesy of: ZEAL REALTY (407-789-2051)
Listing Agent: Cheryl Good (321-356-7377)
7019 TWILIGHT BAY DR, WINTER GARDEN, FL 34787
$2,7501 Day on yellowkey MLS ID: S5149388
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1710 Built: 2024Townhouse
Elementary School: Summerlake Elementary
High School: Horizon High School
Middle School: Bridgewater Middle
Remarks: LOCATION, LOCATION, LOCATION! Beautiful townhome, 3 bedrooms, 2 ½ bathrooms, two cars garage, located in the highly desired Horizons West area of Winter Garden. The first-floor open plan features ceramic tile throughout, kitchen with 42"cabinets, quartz countertops, stainless steel appliances. All bedrooms, two bathrooms and laudry room on second floor. The primary bedroom comes with a large walking closet, bathroom with double vanities The Mezzano community is a short drive away from downtown Winter Garden, shops, restaurants, close to Orlando and Advance Health and area with great schools.
Listing is courtesy of: RIVA REALTY GROUP LLC (407-845-1003)
Listing Agent: Arlete Ritt (407-592-9500)
1447 ROXY LN, WINTER GARDEN, FL 34787
$3,1801 Day on yellowkey MLS ID: S5149601
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2492 Built: 2022Community: Waterside/Johns Lake Ph 2CSingle Family
Remarks: Welcome to 1447 Roxy Lane in Winter Garden. This stunning modern 2 story single family home features 4 bedrooms and 3.5 bathrooms, making it the perfect space for comfort and style. The property includes a spacious 2-car garage and, ready for you to move in. With contemporary design and high quality finishes, this home is filled with natural light, creating a warm and inviting atmosphere. Solar panels installed comes with the house, community pool and fitness center. The open spaces and large windows give unobstructed views and the beauty of the surroundings. Rent is $3,180.00 a month. Don't miss the opportunity to live in a place that combines elegance and functionality in a prime location. Make your appointment today! This beautiful 4 bedroom home is available fully furnished for $3,500 monthly. Furniture is optional.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Gladys Levy (407-953-9641)
14154 SHOCKLACH DR, WINTER GARDEN, FL 34787
$3,0001 Day on yellowkey MLS ID: O6406481
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2195 Built: 2018Community: Latham Park NorthSingle Family
Elementary School: Panther Lake Elementary
Middle School: Hamlin Middle
Remarks: Welcome to this beautifully designed two-story, energy-efficient home located in the highly desirable Latham Park community of Winter Garden, Florida. From the inviting covered front porch to the thoughtfully crafted interior, this residence blends elegance with everyday functionality. Step inside to find a dramatic grand staircase and a formal dining room—ideal for hosting memorable gatherings. A convenient butler’s pantry connects the dining space to the gourmet kitchen, which features stainless steel appliances, a gas cooktop, and a large center island perfect for meal prep and casual dining. A cozy breakfast nook opens to the spacious family room, all enhanced by 18x18 tile flooring for a seamless flow. The first floor also includes a guest powder room and additional storage. Upstairs, you'll discover two generously sized secondary bedrooms and a luxurious primary suite with abundant natural light, a walk-in closet, and a spa-like en-suite bath featuring dual vanities and an oversized shower. The upstairs laundry room—complete with Whirlpool washer and dryer—adds convenience to daily living. Enjoy private outdoor space between the rear of the home and the detached two-car garage, ideal for grilling, outdoor dining, and entertaining. A paved walkway connects the home to the garage for easy access. As a resident of Latham Park, you’ll enjoy a vibrant neighborhood with resort-style amenities, including a community pool and beautifully maintained green spaces. Lawn care is included, Schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Ron Verzaro, Ii (407-221-5464)
18066 ADRIFT RD, WINTER GARDEN, FL 34787
$3,7001 Day on yellowkey MLS ID: O6406455
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2183 Built: 2022Community: WaterleighSpa: NoSingle Family
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: AMAZING 4 bd HOME, in one of the best communities of Winter Garden, located in Horizon West! A single-story house, in a perfect location, with no neighbors in the back. Waterleigh is a very complete community, with many amenities such as a resort style pool, playgrounds, mini-golf, walking and nature trails, sand court for volleyball or beach tennis, tennis courts and fitness center. Besides that, you will have excellent assigned schools, inside the community area or very close to it.
Listing is courtesy of: AMG INTERNATIONAL REALTY (305-761-2655)
Listing Agent: Maria Luiza Ferreira Drummond (305-988-0100)
14957 WINTER STAY DR, WINTER GARDEN, FL 34787
$4,60010 Days on yellowkey MLS ID: O6402873
0 Days Off yellowkey (back on 5/9/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3784 Built: 2018Community: Panther ViewSingle Family
Remarks: Enjoy living in this Beautiful 5 Bedroom, 4 full Baths, Single Family home at Panther View Winter Garden . Carpeted Flooring in all bedrooms, Kitchen and living room and Dining room are all tiled floors, stainless steel kitchen appliances, Beautiful Backyard with a Provide pool . Master Bedroom located on the second floor, spacious Master bedroom and bathroom, plenty of closet space. Detached 3 Car garage, home is approximately 3784 sq. ft. Community offers playground This home is located in the Orange County Golf Course Area , beautiful location off Road 429. This is s Solar Smart home community and close to top-ranked schools and in friendly walkable area. Minutes away from Theme Parks as well as wonderful shopping and dining option
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Jiu Wei (407-729-8007)
17342 GLOSSY POMELO WAY, WINTER GARDEN, FL 34787
$6,5001 Day on yellowkey MLS ID: O6406397
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4977 Built: 2026Single Family
Remarks: AMAZING AND BREND NEW HOME FOR RENT IN WINTER GARDEN - LAKE STAR - 17342 Glossy Pomelo Way, Winter Garden, FL 34787 Stunning luxury home available for rent in one of the most desirable and exclusive areas of Winter Garden. This gorgeous recently purchased home offers 5 bedrooms, 5 bathrooms, a spectacular open floor plan, and nearly 5,000 sqft of living space designed with elegance, comfort, and functionality. Surrounded by conservation and lake views, the property offers breathtaking scenery from both the backyard and second floor balcony. The master suite is absolutely stunning, featuring an extended private balcony that stretches across the home with incredible views of the reserve and lake, creating a peaceful and luxurious retreat. The home features a large private office at the front of the property, ideal for working from home, plus an incredible open concept layout with premium flooring throughout and a bright luxury kitchen equipped with gas cooking and gas water heating, helping keep electric costs lower and more efficient. One of the bedrooms downstairs is a completely independent suite, perfect for guests, in laws, or extended family. Upstairs, the home offers a massive loft area, a spacious laundry room filled with cabinets and a utility sink, and beautifully designed living spaces throughout. The oversized driveway and 3 car garage provide space for up to 4 vehicles comfortably. Some furniture may remain in the property for the tenant’s convenience. This is truly a one of a kind home for those seeking luxury, tranquility, space, and nature all combined in an unbeatable location. Opportunities like this are extremely rare in the area.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Francisco Tatagiba Junior (386-517-3488)
15823 TOLLINGTON ALY, WINTER GARDEN, FL 34787
$2,79542 Days on yellowkey MLS ID: O6392920
REDUCED by $105 (3.6%) on 04/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1850 Built: 2024Community: Encore/Ovation-Ph 4BTownhouse
Remarks: One or more photo(s) has been virtually staged. MUST SEE***AVAILABLE NOW***CLEAN & Modern Stylish Townhouse in New Master Planned Community at ENCORE/Ovation Horizon West in Winter Garden. Amenities Include Clubhouse, Fitness Center, dog Park and Swimming Pool all close to Shopping, Dining, Theme Parks and Expressways. ONLY 15 MIN DRIVE FROM WALT DISNET WORLD!!!!This is 3 Bedroom unit has BRAND New Luxury Vinyl Flooring throughout the upstairs, NO Carpet. Downstairs you will find Ceramic Tile throughout, featuring a "Flex" room that can be a Home Office, exercise room, or Formal Dining Room. The kitchen features modern Stainless-Steel Appliances, Quartz Countertops and Breakfast Island that will accommodate 3 bar stools. There is a Separate Laundry room with Full Size Washer and Dryer included. This corner unit also features a brick paved Courtyard with Detached 2 Car Garage facing the rear of the property. Don't miss this Rare Opportunity to live in Luxury and Tranquility! Call for a Private Tour Today! A SMALL PET WILL BE CONSIDERED. RENTAL INSURANCE IS REQUIRED.
Listing is courtesy of: FUSILIER MANAGEMENT GROUP (407-476-0476)
Listing Agent: Lisi Dutka (407-476-0476)
14755 MASTHEAD LANDING CIR, WINTER GARDEN, FL 34787
$3,2004 Days on yellowkey MLS ID: O6405739
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2258 Built: 2004Community: Stoneybrook WestSpa: NoSingle Family
Elementary School: Whispering Oak Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Complete application required with copy of applicant's driver's license. Complete credit reports for all adults required, proof of income (last two paystubs, last 2 months bank statements). Only 1 pet permitted. Located in Stoneybrook West community. Water view!
Listing is courtesy of: SUSANA JORDAN STUTSMAN (321-278-0334)
Listing Agent: Susana Stutsman (321-278-0334)
13349 HARBOR SHORE LN, WINTER GARDEN, FL 34787
$2,1593 Days on yellowkey MLS ID: O6406385
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1236 Built: 2005Community: Daniels Lndg A-JTownhouse
Elementary School: SunRidge Elementary
Remarks: Welcome to this charming 2-bedroom, 2.5-bath townhome in the gated Daniels Landing community of Winter Garden! Both bedrooms feature private en-suite bathrooms and walk-in closets. Enjoy a private courtyard, attached two car garage, and all major appliances included. Community amenities include a pool, clubhouse, playground, and walking trails. Basic internet and cable are included in the rent! Located minutes from Historic Downtown Winter Garden, Highway 50, SR-429, and the Florida Turnpike, with easy access to top-rated Orange County schools. Shopping, dining, and entertainment are all right at your doorstep. This one will not last — schedule your showing today! All applicants are required to do a credit and background check. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.
Listing is courtesy of: 407 PROPERTIES (407-545-2594)
Listing Agent: Steven Simpson (407-545-2594)
6331 BREEZE FILLED LN, WINTER GARDEN, FL 34787
$2,6503 Days on yellowkey MLS ID: O6406244
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1683 Built: 2025Community: Silverleaf OaksSpa: NoTownhouse
Elementary School: Hamlin Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to Silverleaf Oaks, a thoughtfully planned community offering modern living just minutes from Orlando’s top attractions, shopping, dining, and entertainment. This beautifully designed home combines comfort, style, and convenience in one of the fastest-growing areas near Winter Garden. Featuring spacious living areas, gleaming countertops, and a 2-car garage, this home is designed for today’s lifestyle with functionality and modern finishes throughout. Enjoy resort-style community amenities including a sparkling pool, scenic walking trails, parks, and nearby retail and dining options. Conveniently located near SR-50, US-27, and FL-429, commuting throughout Central Florida is easy with quick access to DISNEY, UNIVERSAL, Hamlin Town Center, Lake Buena Vista, and DISNEY SPRINGS. Families will appreciate access to highly rated schools in a sought-after district. Whether you are commuting, entertaining, or simply relaxing at home, this property offers the ideal balance of location, lifestyle, and value. Silverleaf Oaks features thoughtfully designed 3- to 5-bedroom homes with contemporary floor plans and modern community design. Residents enjoy a worry-free leasing experience with the Lease Easy bundle, which includes Smart Home services, air filter delivery, and utilities management. These services are required and billed monthly in addition to rent. Additional monthly fees for pets and swimming pools may apply. One or more photos may have been virtually staged. Schedule your private showing today!
Listing is courtesy of: CFL REAL ESTATE LLC (407-924-2107)
Listing Agent: Anna Snyder (407-924-2107)
16347 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787
$2,6003 Days on yellowkey MLS ID: S5149540
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1793 Built: 2021Townhouse
Remarks: Like New three bedroom, two and a half bath townhome in Hawksmoor. Stainless steel appliances, granite countertops and a two car garage. The community is just outside 429 in the actively growing Winter Garden area and includes playgrounds, pool area, zen garden, tot play pool and well equipped fitness center.
Listing is courtesy of: DEFINITIVE GROUP LLC (407-574-2612)
Listing Agent: Carey Sauer (407-574-2612)
15000 STRATUS LOOP #A2, WINTER GARDEN, FL 34787
$1,850363 Days on yellowkey MLS ID: O6308729
INCREASED by $23 (1.3%) on 05/08/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 873 Built: 2023Apartment
Remarks: Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Take the next step in life at Corban Horizon West. A place that draws inspiration from the warmth of the neighborhood and the endless possibilities that surround it, our homes offer a refreshing experience guaranteed to exceed your expectations for modern living. Timeless yet contemporary. Comfortable yet connected. Our residences are a wonderful blend of tasteful design, thoughtful amenities and unique community. For those who seek new perspectives, Corban Horizon West inspires a new point of view. Relax, rejuvenate and recreate without leaving home. Corban Horizon West has everything you need to live your best life. Indulge in the golden glow of warm days at the pool and connect with neighbors at monthly events. Discover an exceptional home to write your extraordinary story, the place where you belong. Your home is so much more than where you live. It's where you dream, plan your next adventure and where you relax at the end of the day. Here, you'll sense the fresh design of the distinctive finishes the moment you step through the door, with striking interiors that create a feeling that's revitalizing, modern, and inviting. A timeless and tasteful residence is waiting just for you at Corban Horizon West.
Listing is courtesy of: THE APARTMENT BROTHERS LLC (704-502-7778)
Listing Agent: Aj Rebhan (704-502-7778)
15000 STRATUS LOOP #B1, WINTER GARDEN, FL 34787
$2,295363 Days on yellowkey MLS ID: O6308743
REDUCED by $46 (2.0%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1023 Built: 2023Apartment
15000 STRATUS LOOP #B3, WINTER GARDEN, FL 34787
$2,290363 Days on yellowkey MLS ID: O6308749
REDUCED by $13 (0.6%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1055 Built: 2023Apartment
6338 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787
$2,7955 Days on yellowkey MLS ID: O6405378
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1742 Built: 2018Community: Hamlin ReserveTownhouse
Elementary School: Independence Elementary
Remarks: Discover the perfect blend of comfort, style, and convenience in this stunning end-unit 3-bedroom, 2.5-bath townhome featuring a private courtyard and a two-car garage. Bright and open, this home welcomes you with a spacious, fully tiled first floor and a large living area ideal for relaxing or entertaining. The beautifully upgraded kitchen is a chef’s dream, complete with stainless steel appliances, a French-door refrigerator, quartz countertops, a large island, and abundant cabinet space. Upstairs, all three bedrooms offer comfort and privacy, including a generous primary suite with a walk-in closet and a luxurious ensuite bath featuring a dual-sink vanity and a large shower. The secondary bedrooms share a convenient Jack and Jill bathroom, and the laundry area includes a full-size washer and dryer. Enjoy resort-style living with access to community amenities including a sparkling pool, clubhouse, and dog park. The location is unbeatable—across the street from the new Health Central Hospital and surrounded by shopping, dining, and entertainment options, including Publix, a movie theater, Walmart, and the brand-new TJ Maxx. Major expressways and Disney World are just minutes away. This rapidly growing area has everything you could need right at your doorstep—don’t miss your chance to live in the heart of it all!
Listing is courtesy of: MARTI PURDY PROPERTIES INC (407-614-6177)
Listing Agent: Marti Purdy (407-761-0848)
455 WINTER GROVE BLVD, WINTER GARDEN, FL 34787
$5,00034 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 Agent: Paloma Eduar Andrade Froldi (407-360-5466)
12025 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$4,9503 Days on yellowkey MLS ID: O6404074
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4321 Built: 2020Community: Encore/Ovation Ph 1Single Family
Remarks: Stunning and beautifully upgraded home located in the highly desirable Winter Garden area, offering the perfect blend of luxury, space, and outdoor living. This impressive residence features a modern open-concept layout with expansive living areas, elegant tile flooring, and abundant natural light throughout. The gourmet kitchen is a true centerpiece, complete with a large quartz island, stainless steel appliances, custom cabinetry, and a gas cooktop, seamlessly flowing into the main living and dining spaces—ideal for both everyday living and entertaining. The home showcases designer finishes including tray ceilings, custom wall accents, and a built-in entertainment wall, along with a spacious owner’s suite featuring a spa-like bathroom with dual vanities and a walk-in shower. Step outside to your private backyard oasis with a covered lanai, resort-style pool, fire pit area, and pergola—perfect for relaxing or hosting gatherings. Located in a well-maintained community with a pool and amenities, and just minutes from major highways, shopping, dining, and top-rated schools, this home offers both convenience and an exceptional lifestyle in one of Central Florida’s most sought-after locations.
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)
Listing Agent: Henry Buitrago (954-703-9476)
6224 ARALIA IVY LN, WINTER GARDEN, FL 34787
$2,8008 Days on yellowkey MLS ID: O6404181
REDUCED by $100 (3.4%) on 05/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1560 Built: 2020Community: Hamilton Gardens Ph 2A & 2BTownhouse
Remarks: Located in the heart of Horizon West and the Highly Desired Hamilton Gardens Community, this spacious open-concept 3-bedroom, 2.5-bath townhome blends modern convenience, smart-home technology, and resort-style community living. Easy access to 429, providing a smooth commute to Disney Parks, Universal, and all major Central Florida destinations also walkable to Hamlin Town Center, this home offers comfort, privacy, and an unbeatable lifestyle. A spacious kitchen features upgraded stainless steel appliances and granite countertops. Dining area opens to the private paver courtyard patio. Home Features Smart thermostat with mobile control and geofencing via Honeywell app. UV light AC system installed to help reduce bacteria and mold. Active AC & plumbing maintenance contracts that remain in place during tenancy. Smart door locks (front & back) with code access, remote control, and no physical keys required. Smart garage door with app control and scheduling. Upgraded faucets in the kitchen and master bathroom. Hunter ceiling fans in all rooms for improved airflow. Washer & dryer included, both quiet and high-performing. Enhanced insulation between units for minimal noise transfer. Private, enclosed, spacious back patio perfect for relaxing or entertaining. Two-car garage + driveway parking, with additional street parking available. Private rear road accessible only to residents. Quiet neighborhood setting with excellent community design. Community Amenities Resort-style pool and cabana Dog park Sports lawn Walking distance to Hamlin Town Center & marina with shopping, dining, and entertainment Fireworks views at night from nearby theme parks Property will be available mid June.
Listing is courtesy of: ALL REAL ESTATE & INVESTMENTS (407-917-8206)
Listing Agent: Yesenia Reyes (407-490-7057)
5783 CITRUS PARK DR, WINTER GARDEN, FL 34787
$2,90054 Days on yellowkey MLS ID: O6391947
REDUCED by $50 (1.7%) on 05/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1846 Built: 2026Community: Parkview/HamlinTownhouse
Remarks: Experience elevated living in this brand-new luxury townhome ideally located in the heart of Hamlin, Winter Garden—one of Central Florida’s rapidly growing communities. This exceptional residence offers 3 spacious bedrooms, 2 full bathrooms, 1 half bath, and a 2-car garage, thoughtfully designed for both comfort and sophistication. The open-concept layout showcases a seamless flow between living, dining, and entertaining spaces, highlighted by a sleek, modern kitchen fully equipped with premium appliances. Natural light fills the home, creating a bright and inviting atmosphere throughout. Upstairs, the primary suite provides a private retreat, while additional bedrooms with flexibility for family, guests, or a refined home office. Designed with today’s lifestyle in mind, this smart home includes washer and dryer, along with internet and cable, delivering convenience and connectivity at every level. Located within a pet-friendly community, this home sits in the highly desirable Parkview at Hamlin. Indulge in a lifestyle of unmatched convenience with immediate access to fine dining, shopping, major supermarkets including Walmart, Publix, top-rated schools, Medical School, AdventHealth Hospital, and Orlando Health Hospital, all just minutes away. Commuting is effortless with quick access to SR-429, placing all of Central Florida within easy reach.
Listing is courtesy of: GOLDEN KEY REAL ESTATE SOLUTIONS LLC (407-801-8283)
Listing Agent: Marcia Vieira (781-706-8190)
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