Location: Winter Garden
Do Not Show Listings
12144 STONELEIGH ALY, WINTER GARDEN, FL 34787
$2,60081 Days on yellowkey MLS ID: O6384252
0 Days Off yellowkey (back on 5/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1588 Built: 2024Community: Encore At OvationSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Water Spring Elementary
High School: None
Tax Year:
Middle School: Water Spring Middle
Remarks: Welcome to this beautiful 3-bedroom, 2.5-bath home located in the highly sought-after Winter Garden area. This property offers a modern and spacious layout featuring a bright open living area, a well-appointed kitchen with stainless steel appliances, and a dining space perfect for everyday living and entertaining. All bedrooms are generously sized, and the primary suite includes a walk-in closet and a private en-suite bathroom with dual sinks. Please be aware that pest control ($25) and landscaping ($167) are not included in the rental price. Don’t miss this opportunity, schedule your showing today!
Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)
Listing Agent: Ricardo Castillo Molina (407-624-9270)
15002 WINDFLOWER ALY, WINTER GARDEN, FL 34787
$2,350179 Days on yellowkey MLS ID: O6360807
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1536 Built: 2024Spa: NoTownhouse
High School: Horizon High School
Remarks: Discover this charming, like-new 3-bedroom semi-detached house, all with walk-in closets and carpeting, located in the heart of Horizon West in Winter Garden. The residence features a welcoming front porch, a modern kitchen with granite countertops and complete appliances, plus a separate, fully equipped laundry room. A garage with an automatic gate provides added convenience. Enjoy the convenience of living in a prime area, close to excellent schools, supermarkets, shopping centers, and various leisure options. Don't miss this opportunity schedule your visit today and transform this beautiful house into your new home!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Umberto Da Cunha Neto (407-690-3539)
16917 TESLA ALY, WINTER GARDEN, FL 34787
$2,50052 Days on yellowkey MLS ID: O6392623
REDUCED by $50 (2.0%) on 05/07/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1568 Built: 2020Community: Waterleigh Ph 3ATownhouse
Elementary School: None
Remarks: NO CARPETS! Move-in Ready. Beautiful townhome in PERFECT Community - Waterleigh at Horizon West Winter Garden. Rent includes Lawn Care and All 4 Community Amenities Access! All Appliance included. Great school zone. Waterleigh is an amazing community, tons of amenities, including TWO large resort style clubhouses with fitness centers, TWO resort style pools and additional two outdoor pool amenity, soccer fields, mini golf, dog parks, playground, tennis, volleyball, etc. Only 5 mins to Orange County National Golf Center and SR429. Easy/close to access 535, 545, US192. Publix village just on front of community! Only few minutes to the Hamlin Town Shopping center, Walmart, Publix, Luxury Cinema, Banks, Starbucks, Restaurants, Winter Garden Village. Only short drive to downtown Windermere and Winter Garden. 10+ minutes to Walt Disney World. Schedule a showing TODAY!
Listing is courtesy of: YORK MILLS REALTY LLC (626-328-8535)
Listing Agent: Jacky Liu (407-921-5670)
314 DOUGLAS WAY #900, WINTER GARDEN, FL 34787
$1,57048 Days on yellowkey MLS ID: O6393613
REDUCED by $30 (1.9%) on 04/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1989Community: Townhomes Winter GardenHalf Duplex
Elementary School: Tildenville Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Spacious 2-bedroom, 2-bath end-unit duplex located in the well-situated Townhomes of Winter Garden community. This unit offers a practical and comfortable layout with generously sized bedrooms, two full bathrooms, and the added privacy of an end-unit location. Hard-surface flooring runs throughout the home, featuring ceramic tile and laminate for easy maintenance and a clean, modern feel. A washer and dryer are conveniently located inside the unit for everyday convenience. The community is ideally positioned just off Park Avenue and SR 50 (E Colonial Drive), placing residents within close proximity to a wide selection of shopping centers, grocery stores, restaurants, and daily services. With quick access to the Florida Turnpike, SR 429, SR 408, and US 27, this location provides excellent connectivity to Downtown Orlando, Clermont, and surrounding areas, making it a great option for commuters and those looking to stay close to Winter Garden’s growing amenities and attractions.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Melquisedec Martins (407-952-6948)
17741 JAPONICA BLOOM DR, WINTER GARDEN, FL 34787
$2,6507 Days on yellowkey MLS ID: O6404413
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1466 Built: 2023Community: Northlake/Ovation Ph 1Townhouse
Middle School: None
Remarks: Beautiful townhouse in the heart of Winter Garden Featuring 3 bedrooms and 2.5 bathrooms, with spacious layouts and plenty of natural light. Prime location close to dining, shopping, and more. Move-in ready!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Isabel Azcarate (689-278-7903)
6385 BREEZE FILLED LN, WINTER GARDEN, FL 34787
$2,8501 Day on yellowkey MLS ID: O6405945
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1770 Built: 2025Community: Silverleaf Oaks/Hamlin Ph 3ATownhouse
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Beautiful 4-Bedroom Townhome in Winter Garden – Move-In Ready! Welcome to this stunning townhome located in the heart of Winter Garden, offering the perfect blend of style, comfort, and convenience. This spacious 4-bedroom, 2.5-bathroom home features an open-concept layout, modern finishes, and abundant natural light throughout. The kitchen boasts sleek cabinetry, stone countertops, and stainless steel appliances, opening seamlessly to the dining and living areas — ideal for entertaining. Upstairs, you’ll find a large primary suite with a walk-in closet and elegant en-suite bath, along with three additional bedrooms and a second full bathroom. Additional highlights, attached garage, and energy-efficient features. Enjoy a low-maintenance lifestyle with the perks of brand-new construction and warranty peace of mind.Conveniently located near top-rated schools, major highways, shopping, dining, and the best of Winter Garden living. Don’t miss this opportunity — schedule your showing today!
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Isabel Sirizzotti (407-361-8236)
165 WINDTREE LN #U, WINTER GARDEN, FL 34787
$1,75053 Days on yellowkey MLS ID: O6392506
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1985Community: Windtree Gardens Condo Ph 06Condo
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
$2,7503 Days on yellowkey MLS ID: S5149388
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1710 Built: 2024Townhouse
Elementary School: Summerlake Elementary
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
$3,1803 Days 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
$3,0003 Days 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
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
$3,7003 Days on yellowkey MLS ID: O6406455
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2183 Built: 2022Community: WaterleighSpa: NoSingle Family
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
$4,60011 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
$6,5003 Days 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 Agent: Francisco Tatagiba Junior (386-517-3488)
15823 TOLLINGTON ALY, WINTER GARDEN, FL 34787
$2,79543 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
$3,2005 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
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
$2,1594 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
$2,6504 Days on yellowkey MLS ID: O6406244
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1683 Built: 2025Community: Silverleaf OaksSpa: NoTownhouse
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
$2,6004 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
$1,850364 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
$2,295364 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
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