Location: Winter Garden
Do Not Show Listings
15146 WINDFLOWER ALY, WINTER GARDEN, FL 34787
$2,450107 Days on yellowkey MLS ID: O6386816
0 Days Off yellowkey (back on 5/19/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1536 Built: 2024Community: Osprey Ranch Ph 1Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Beautiful Corner Unit 3-Bedroom Townhouse for Rent in Winter Garden Welcome to this stunning two-story corner unit townhouse located in the highly desirable area of Winter Garden. As a corner unit, this home offers additional privacy, extra natural light, and an enhanced sense of space — making it an even more attractive and comfortable place to live. Designed for modern living, this spacious 3-bedroom home delivers the perfect combination of style, functionality, and location, ideal for families and professionals alike. The thoughtfully designed open floorplan creates a bright and inviting atmosphere, seamlessly connecting the expansive living room and dining room. The corner positioning allows for more windows and abundant natural light, making the living areas feel even more open and welcoming. This layout is perfect for both everyday living and entertaining guests. The beautiful kitchen is a true highlight, featuring solid wood cabinets, elegant stone countertops, and all appliances included. With generous counter space and ample storage, it is both stylish and practical for cooking and hosting. Upstairs, you will find three generously sized bedrooms. The primary suite offers a spacious walk-in closet and a private full bathroom, creating a relaxing retreat at the end of the day. The two additional bedrooms include built-in closets and share a well-appointed full bathroom. A convenient half bathroom is located on the main floor for guests. This home also includes a 2-car attached garage, providing secure parking and extra storage space. Located in a prime area near major roads for easy commuting and close to highly rated schools, this property combines comfort with convenience. You’ll be just minutes from shopping, dining, parks, and everything Winter Garden has to provide. If you are looking for privacy, natural light, space, and an excellent location, this beautiful corner unit townhouse is ready to welcome you home. Schedule your showing today and secure this exceptional rental opportunity.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Umberto Da Cunha Neto (407-690-3539)
80 WINDTREE LN #203, WINTER GARDEN, FL 34787
$1,65082 Days on yellowkey MLS ID: O6394220
REDUCED by $75 (4.3%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1983Community: Windtree Gardens Condo Ph 02Condo
Elementary School: Maxey Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: One or more photo(s) has been virtually staged. AMAZING LOCATION - GREAT PRICE - VERY NICELY UPDATED UNIT! SCREENED IN BALCONY PATIO! 2 Bedroom + 2 Bath condo just 3 minutes from Plant Street in Winter Garden. Kitchen has been beautifully updated and unit has stylish flooring throughout (no carpet). Wonderful split floor plan: the 2 bedrooms are separated by open concept kitchen/ living room combo and each has their own bathroom. Community has private pool area, basketball courts, and plenty of green space for outdoor activities. Application process and fees apply. Call today for your private showing.
Listing is courtesy of: ROMAN REALTY GROUP, LLC (407-876-1990)
Listing Agent: Brian Lemay (321-314-5412)
15250 GROVESIDE RD, WINTER GARDEN, FL 34787
$2,95031 Days on yellowkey MLS ID: O6408481
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1846 Built: 2026Community: Parkview/HamlinTownhouse
Elementary School: Hamlin Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: Live in the heart of one of Central Florida’s most desirable areas — Hamlin in Winter Garden! This brand-new luxury townhouse for rent features the popular three-story floorplan with a modern farmhouse exterior, offering 3 bedrooms, 2.5 bathrooms, and 1,846 sq. ft. of stylish living space. Enjoy an open-concept design with luxury vinyl plank flooring, a kitchen with quartz countertops, 42” cabinets, oversized island, and abundant natural light throughout. The spacious primary suite includes a walk-in closet, dual vanities, and glass-enclosed shower. Located just minutes from shopping, dining, top-rated schools, entertainment, and easy access to Orlando, Hamlin offers the perfect mix of convenience and lifestyle. Be the first to live in this stunning new construction luxury townhouse!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Diana Romero (407-449-6498)
14384 BRAEMAR ST, WINTER GARDEN, FL 34787
$2,80047 Days on yellowkey MLS ID: O6400691
REDUCED by $50 (1.8%) on 05/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2000 Built: 2023Community: Highland Rdg Ph 2Single Family
Remarks: SPECIAL $300 OFF THE 1ST MO RENT - terms apply This Beautiful home is located in the Highland Ridge community in Winter Garden. The house features a family and dining room with a mix of laminate and carpet flooring, as well as stunning fixtures throughout. The open kitchen is equipped with stainless steel appliances, a breakfast bar, and a large pantry. The spacious master bedroom includes both a regular closet and a walk-in closet, along with a private bathroom featuring a stand-up shower and dual sinks. Additionally, the home offers a large bonus room upstairs and a separate laundry room. For convenience, there is a half bathroom downstairs for guests, a 2-car garage, and a driveway situated in the back. The neighborhood provides easy access to major employment centers and boasts excellent schools. Resident Benefit Package: $49.00-month. Includes HVAC air filter delivery, Tenant Liability Insurance, Credit Reporting, Tenant Rewards Program, and much more! This property is eligible for deposit alternative coverage in lieu of a security deposit. For information and enrollment, please contact our leasing team and enjoy a deposit-free renting experience.
Listing is courtesy of: SPECIALIZED PROPERTY MANAGEMENT (407-682-3355)
Listing Agent: Nancy Guadagnino (407-705-8559)
13527 DANIELS LANDING CIR, WINTER GARDEN, FL 34787
$2,30054 Days on yellowkey MLS ID: S5148507
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1365 Built: 2004Community: Daniels Lndg A-JTownhouse
Remarks: Opportunity Awaits in Highly Sought-After Daniels Landing! Welcome to this charming 3-bedroom, 2.5-bath townhome offering comfort, convenience, and an unbeatable location. Perfect for homeowners or investors, this property is nestled in a well-maintained, gated community designed for easy living. Residents of Daniels Landing enjoy resort-style amenities, including a sparkling community pool, clubhouse with fitness center, recreation facility, scenic walking trails, and a playground. Ideally located just minutes from Winter Garden Village, AdventHealth, and the charming shops and restaurants of Downtown Winter Garden. Enjoy quick access to major highways including State Road 429, State Road 408, and Interstate 4, making commuting a breeze. Plus, you're just a short drive to Walt Disney World, making this an ideal location for cast members and area professionals. Don’t miss this exceptional opportunity—schedule your private showing today! This one won’t last long—A MUST SEE!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-870-8388)
Listing Agent: Mary Clevenger (407-870-8388)
1000 DOLPHIN DR, WINTER GARDEN, FL 34787
$2,10034 Days on yellowkey MLS ID: S5149912
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 984 Built: 1989Community: Westside Twnhms Ph 02Townhouse
Remarks: Enjoy living in this beautiful 3-bedroom, 2-bath home featuring a spacious fenced backyard and situated on a desirable corner lot. The modern kitchen offers elegant quartz countertops, perfect for cooking and entertaining. Conveniently located just 5 minutes from Downtown Winter Garden, you’ll love being close to great schools, restaurants, shopping, farmers markets, and plenty of activities around town. If you haven’t experienced Downtown Winter Garden yet, you definitely should!
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Gian Balsamo (407-844-4563)
18001 PHIL C PETERS RD, WINTER GARDEN, FL 34787
$3,20036 Days on yellowkey MLS ID: O6407385
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 936 Built: 1987Community: Lake Avalon Groves Rep 02Single Family
Remarks: Rare Opportunity to live on a 2.5 Acres property by Avalon rural community near Horizon West. Bring your horse! Enjoy the best of both worlds: close to shopping, dining, and major roadways, yet offering the peace and privacy of rural living. The property is surrounded by mature trees and provides ample space for farm animals, gardening, or outdoor recreation. The home features three bedrooms and two bathrooms, with both bathrooms recently remodeled. New air ducting enhances heating and cooling efficiency throughout the home. Step outside to a large deck, perfect for entertaining or simply relaxing while enjoying the natural surroundings. An additional storage shed offers space for tools and equipment, while the oversized carport easily accommodates a large RV, boat, or multiple vehicles.
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Xuan Bravo (407-802-0566)
1220 PRIORY CIR, WINTER GARDEN, FL 34787
$3,00075 Days on yellowkey MLS ID: O6395601
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1971 Built: 2009Community: Stoneybrook West ITownhouse
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. one or more photos have been digitally edited. WHERE MODERN MEETS ELEGANCE. AMAZING TOWNHOUSE in Winter Garden, FL. 3 BEDS, 2.5 BATHS, 2 CAR GARAGE, WITH LOFT. The LARGEST FLOOR PLAN in The Westbrook Community . GRANITE AND STAINLESS STEEL in the kitchen. Gorgeous Farm style sink. Very spacious bedrooms. Oversized master bedroom with 2 walk in closets and the master bath features double sinks and a walk in shower. The unit also features a loft or bonus room on the second floor which can be used as an office or a second living room. LOTS OF STORAGE. COMMUNITY POOL. From your rear porch, you can access the pool just crossing the street. WATCH VIDEO LINK below the pictures
Listing is courtesy of: FOLIO REALTY LLC (407-917-0241)
Listing Agent: Maria Ubillus (954-242-7900)
16917 TESLA ALY, WINTER GARDEN, FL 34787
$2,50088 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
Middle School: Water Spring Middle
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)
17741 JAPONICA BLOOM DR, WINTER GARDEN, FL 34787
$2,65043 Days on yellowkey MLS ID: O6404413
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1466 Built: 2023Community: Northlake/Ovation Ph 1Townhouse
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)
16347 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787
$2,60040 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)
455 WINTER GROVE BLVD, WINTER GARDEN, FL 34787
$5,00071 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)
1335 PRIORY CIR, WINTER GARDEN, FL 34787
$2,79082 Days on yellowkey MLS ID: O6388888
REDUCED by $110 (3.8%) on 05/07/2026
Bed: 3 Bath: 2.5 Gar: 2 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 Agent: Emilia Rivero (412-944-3471)
WINTER GARDEN, FL 34787
$1,995134 Days on yellowkey MLS ID: O6378945
REDUCED by $105 (5.0%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 2005Community: Southern PinesCondo
Elementary School: SunRidge Elementary
Remarks: Prime Location & Resort-Style Living! Welcome home to this beautifully appointed first-floor, 2-bedroom, 2-bath condo in the highly sought-after GATED community of Southern Pines. The desirable open, split floor plan offers both space and privacy, enhanced by wood laminate flooring throughout the living, dining, and kitchen, tile in the baths, and plush carpeted bedrooms. The kitchen features granite countertops, and the home includes an in-unit washer and dryer for added convenience. Relax year-round in the bright solarium just off the living room—perfect for morning coffee or unwinding after a long day. Water, sewage, basic cable, and internet are all included, making this home as practical as it is comfortable. Enjoy resort-style amenities right outside your door, including a community pool, fitness center, indoor basketball court, tennis court, sand volleyball, playground, business center, game room with pool table, gas grilling area, and a private movie theater. Ideally located close to everything, but tucked away from the hustle and bustle. Located just minutes from the Florida Turnpike, SR-408, Winter Garden Village, and historic downtown Winter Garden, this condo offers the perfect blend of convenience, comfort, and community living.
Listing is courtesy of: MARTI PURDY PROPERTIES INC (407-614-6177)
Listing Agent: Marti Purdy (407-761-0848)
12506 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$1,60057 Days on yellowkey MLS ID: S5148369
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 2900 Built: 2024Community: Osprey Ranch Ph 1Townhouse
Remarks: Welcome to this stunning 1-bedroom, 1-bathroom home located at 12506 Westhaven Oak Dr, Winter Garden, FL 34787, in the highly desirable area of Winter Garden. This spacious residence offers a perfect combination of elegance, comfort, and modern living. Featuring a thoughtfully designed floor plan, the home boasts expansive living areas filled with natural light—ideal for both everyday living and entertaining. The kitchen is well-appointed with ample cabinetry and counter space, seamlessly connecting to the dining and family areas for a true open-concept feel. The generously sized bedrooms provide comfort and privacy, including a luxurious primary suite with a private bathroom and ample closet space. With four full bathrooms, this home is perfect for larger households or hosting guests. Enjoy outdoor living with a private backyard space, ideal for relaxing or entertaining. Conveniently located near top-rated schools, shopping, dining, and major highways, this home offers easy access to everything the greater Orlando area has to gives. Don’t miss this incredible opportunity—schedule your private showing today! ??
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Sheyla Fernandez Cardenas (407-675-0355)
233 SOUTHERN PECAN CIR #101, WINTER GARDEN, FL 34787
$1,795150 Days on yellowkey MLS ID: S5142016
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 966 Built: 2005Community: Southern Pines CondoSpa: YesCondo
Elementary School: Richmond Heights Elem
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, indoor 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)
2827 SANCTUARY LN, WINTER GARDEN, FL 34787
$4,50048 Days on yellowkey MLS ID: O6403747
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2178 Built: 1987Community: Lake Avalon GrovesSpa: NoSingle Family
Remarks: s a beautiful 3 bedroom, 3 bathroom home offering the perfect blend of space and comfort. With a thoughtfully designed layout and inviting living areas, this home is ideal for both everyday living and entertaining. Nestled in a peaceful, well maintained community and just minutes from top-rated schools, shopping, and dining, it delivers both convenience and a relaxed Florida lifestyle.
Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)
Listing Agent: Elaine Garcia (407-920-3616)
502 S HIGHLAND AVE, WINTER GARDEN, FL 34787
$2,80048 Days on yellowkey MLS ID: O6403053
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 2102 Built: 1951Community: Replat Pt Pleasant Park SubSingle Family
Remarks: AVAILABLE NOW! Location, location, location*HISTORIC WINTER GARDEN. 3br/1bath mid-century single family home. Short walk or golf-cart ride to Plant Street. Completely remodeled.
Listing is courtesy of: NEW SOLUTIONS REALTY INC (407-451-5473)
Listing Agent: Arletis Delarm (407-451-5473)
9158 SONOMA COAST DR, WINTER GARDEN, FL 34787
$3,49550 Days on yellowkey MLS ID: TB8502828
0 Days Off yellowkey (back on 4/30/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2021Community: Waterleigh Ph 3B 3C & 3DSpa: NoSingle Family
Remarks: Welcome to this beautiful 4 bedroom, 3 bathroom home with 2 car garage. The kitchen features quartz countertops, stainless steel appliances, a large island with bar seating (three chairs included), making it perfect for cooking and entertaining. This spacious single family home also offers a screened lanai and covered furnished patio along with a fully fenced backyard. From the backyard you can enjoy beautiful lake view and stunning Florida sunsets. Located in one of the most desirable communities in Winter Garden, the resort style neighborhood offers multiple pools, fitness centers, playgrounds, a clubhouse, and plenty of walking paths and nature trails. Waterleigh is conveniently located near Downtown Winter Garden, Winter Garden Village, Hamlin Town Center, and Florida State Road 429.
Listing is courtesy of: 7 BLUE LLC (813-842-1000)
Listing Agent: Giovanni Caballero (813-842-1000)
5301 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787
$6,000156 Days on yellowkey MLS ID: O6372658
0 Days Off yellowkey (back on 4/7/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3871 Built: 2025Community: Silverleaf ReserveSpa: NoSingle Family
Remarks: *****Brand-New Home with Premium Upgrades and Lake View in Silverleaf – Be the First Resident! ***** . Welcome to this stunning brand-new residence and be the first resident on the main streets of the highly desirable Silverleaf community. This exceptional home offers modern design, premium upgrades, and a prime location, making it the perfect choice for those seeking comfort, style, and quality living. The upgraded first floor features custom wood paneling, decorative LED light panels, designer chandeliers, decorative mirrors, and a built-in wine refrigerator, creating elegant living spaces. The open-concept layout provides seamless flow between areas and abundant natural light, enhancing the home’s modern and inviting atmosphere. Also on the first floor, you’ll find a customized and modern suite, ideal for use as a home office, guest accommodation, or a comfortable space for individuals with mobility needs—adding versatility and functionality to the home. The primary suite is a private retreat, offering comfort and privacy, with a beautifully designed en-suite bathroom perfect for relaxation and everyday convenience. Step outside to a backyard with direct lake views, offering a peaceful and scenic outdoor setting. ***For added privacy and comfort, a Fence and Screening will be installed in the backyard. As a unique bonus, you can enjoy Disney fireworks views right from the comfort of your home.*** A rare opportunity to live in a brand-new home with premium upgrades, lake views, and an exceptional location. Schedule your showing today! *Note: Renters insurance is required. Grounds care fee is additional.
Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)
Listing Agent: Eduardo Pavone (407-232-1241)
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