Displaying: For Rent
Location: Winter Garden
Property Type(s): Single Family
Price: $3,500 to $4,999
Do Not Show Listings
Winter Garden - 32 properties found
16324 SILVER GROVE BLVD, WINTER GARDEN, FL 34787
$4,700229 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Hamlin Elementary
High School: Horizon High School
Tax Year:
Middle School: Hamlin Middle
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)
205 S WOODLAND ST, WINTER GARDEN, FL 34787
$3,75029 Days on yellowkey MLS ID: G5112038
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2502 Built: 1961Community: Annie L Berry SubSingle Family
Elementary School: Dillard Street Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: One or more photo(s) has been virtually staged. Available June 1st. One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3-bedroom, 2-bathroom, 2500 sq ft ranch-style home, ideally located within a 5-minute walk to historic downtown Winter Garden in the heart of the Golf Cart District. Situated on a spacious corner lot, this home blends classic charm, thoughtful upgrades, and everyday functionality—perfect for families, snowbirds, or anyone seeking a relaxed yet connected lifestyle. Step inside to an open and airy floor plan featuring wood flooring in the main living areas and tile in the kitchen and bathrooms. The generously sized kitchen serves as the heart of the home, offering abundant counter space, ample storage, and natural light—ideal for cooking, entertaining, or casual dining. The fully fenced backyard provides privacy and space for outdoor living, pets, or play. A rare find, the 2-car garage includes a pass-through rear door that opens to an additional parking pad—perfect for a trailer, golf cart, or extra vehicle. You’ll also find a small air-conditioned room inside the garage, ideal for a home office, workout space, hobby room, or climate-controlled storage. Located in one of Winter Garden’s most desirable areas, you’re just a quick walk from local shops, yoga studios, restaurants, the farmers market, and community events. With no HOA and a layout built for both comfort and convenience, this home offers a unique opportunity to enjoy both peace and a vibrant, walkable lifestyle. Flexible Lease Term. Perfect if you are Building a home in Winter Garden. Yard care included.
Listing is courtesy of: LISA REALTY PARTNERS (407-500-5472)
Listing Agent: Lisa Pownall (407-927-1698)
15367 GILLIGAN CT, WINTER GARDEN, FL 34787
$3,50078 Days on yellowkey MLS ID: O6397119
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2156 Built: 2020Community: Winding Bay Ph 1BSingle Family
Elementary School: Water Spring Elementary
Middle School: Bridgewater Middle
Remarks: Your Dream Home Awaits! Welcome to this beautifully designed two-story single-family residence, built in 2020, where modern elegance meets everyday comfort. This exceptional home features 4 spacious bedrooms, 2 full bathrooms, and a convenient half bath, offering the perfect layout for both relaxation and entertaining. Step inside to discover an open-concept floor plan filled with natural light, contemporary finishes, and thoughtfully designed living spaces ideal for today’s lifestyle. Enjoy the unique flexibility of leasing this home either fully furnished or unfurnished, allowing you to tailor the space to your personal style and needs. Ideally located in a desirable area, this home offers both convenience and tranquility. Move-in ready starting June 1st—don’t miss the opportunity to make this stunning property your next home and create unforgettable memories, List Agent is Owner. Tenant Occupied until end of May, available to move in on June 1st. Requirements: 2 months of security deposit plus 1st month of rent. Pet deposit non refundable. Rent includes electricity. Near to hospital and public transportation, tenant is not responsible for HOA fees.
Listing is courtesy of: PAK HOME REALTY (909-351-5105)
Listing Agent: Ivanna Mendoza Heredia (417-335-1572)
11213 PIXIE MANDARIN CT, WINTER GARDEN, FL 34787
$4,80029 Days on yellowkey MLS ID: O6410949
0 Days Off yellowkey (back on 5/26/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3115 Built: 2025Community: Northlake At Ovation Phase 1 109/122 Lot 49Single Family
Elementary School: None
High School: None
Middle School: None
Remarks: Beautiful newer construction home in a prime location! 11213 Pixie Mandarin Ct offers modern finishes, open-concept living, spacious bedrooms, and a thoughtfully designed layout perfect for everyday living and entertaining. Conveniently located near shopping, dining, major highways, and top Orlando attractions.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Any Alves (407-455-0618)
11965 BRACCO ST, WINTER GARDEN, FL 34787
$3,60037 Days on yellowkey MLS ID: O6407048
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2424 Built: 2024Community: Highland RidgeSpa: NoSingle Family
Middle School: Water Spring Middle
Remarks: Step into this stunning and move-in ready home, completed in April 2025 and loaded with modern upgrades and designer touches throughout! Featuring a bright open-concept layout, the chef-inspired kitchen showcases elegant gold fixtures and flows seamlessly into the spacious dining and living areas, perfect for entertaining or enjoying everyday family life. Need extra flexibility? The private study tucked at the back of the home offers the ideal space for a home office, reading room, or guest retreat, while the expansive second-floor loft creates the perfect additional living space for movie nights, a playroom, or family gatherings. Located in the highly desirable Highland Ridge community in Winter Garden, this home offers easy access to top-rated schools, shopping, dining, major employment centers, and all that Central Florida has to offer. Built with smart energy-efficient features, this beautiful home delivers comfort, style, and lower utility costs year-round.
Listing is courtesy of: ALLUX REAL ESTATE LLC (407-802-7310)
Listing Agent: Denise Batista (407-802-7310)
6154 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787
$4,80083 Days on yellowkey MLS ID: O6395397
REDUCED by $200 (4.0%) on 05/21/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3087 Built: 2019Community: Hamlin ReserveSpa: NoSingle Family
Remarks: Beautiful and spacious two-story home for rent in the highly desirable Hamlin area of Winter Garden. This well-designed property features an open-concept layout with a bright great room showcasing double-height ceilings, abundant natural light, and double doors leading to the outdoor area. The modern kitchen offers ample cabinetry and connects seamlessly to the dining area. The first floor also includes a versatile den/office, powder room, and an additional flex space ideal for a wine cellar or extra storage. Upstairs, the home offers a generous primary suite with walk-in closet and en-suite bath, a private guest suite, and two additional bedrooms sharing a full bathroom. There is also a laundry room with utility sink and a small nook perfect for a study area or second office. Enjoy outdoor living with a covered lanai and a large backyard with no rear neighbors. Additional features include a 2-car garage and ample storage throughout. Prime location near shopping, dining, lakefront activities, top-rated schools, major highways, and just minutes from Disney and Winter Garden Village.
6148 WATERSIDE ISLAND LN, WINTER GARDEN, FL 34787
$3,50073 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)
2827 SANCTUARY LN, WINTER GARDEN, FL 34787
$4,50055 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)
17877 PHIL C PETERS RD, WINTER GARDEN, FL 34787
$4,29961 Days on yellowkey MLS ID: O6402176
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2501 Built: 1982Single Family
Remarks: Location, Location, Location! Exceptional opportunity in Winter Garden, just 4 minutes from Hamlin Town Center, in one of the fastest-growing areas in Central Florida. This unique property features approximately 2.5 acres of land, delivering something increasingly rare in today’s market: space, privacy, and flexibility of use. The home includes 3 bedrooms, 2 bathrooms, and a bonus room, with a functional layout and spacious living areas ideal for comfort and versatility. The standout feature is the expansive lot—perfect for hosting family and friends, enjoying gatherings, and making the most of group living without the usual limitations of close neighbors. The property provides ample parking and vehicle circulation space, easily accommodating multiple guests. In addition, this is truly a “country-style setting within the city”—you get the benefits of a rural feel with space, tranquility, and privacy, while remaining just minutes from urban conveniences, including shopping, dining, and everyday services. Located in the Horizon West area, the property is near highly regarded schools such as Hamlin Elementary School, Hamlin Middle School, and West Orange High School, and is surrounded by modern infrastructure and ongoing growth. Whether for personal use, long-term value, or a lifestyle centered on space and freedom, this property stands out in a high-demand, appreciating area. Contact us for more information and to schedule a private showing.
Listing is courtesy of: REIS E SILVA REALTY GROUP LLC (407-274-8510)
Listing Agent: Mara Brasil (407-970-9935)
11163 GREAT ROCK ST, WINTER GARDEN, FL 34787
$4,999204 Days on yellowkey MLS ID: O6364381
0 Days Off yellowkey (back on 2/6/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3393 Built: 2024Community: Storey Grove Ph 5Single Family
Remarks: Furniture not included! Rent with purchase option available. This stunning two-story home, located in the desirable Storey Grove community in Winter Garden, offers the ideal combination of comfort, space, and modern design. With over 307 square meters of built area, this impressive 5-bedroom, 3-bathroom residence sits on a rare 0.13-acre lot, providing exceptional opportunities for both indoor and outdoor living. The open-concept floor plan is perfect for everyday living and entertaining, featuring a contemporary kitchen with stainless steel appliances, spacious living and dining rooms, and ample space for family and friends. The expansive backyard offers a serene environment for relaxing, playing, or hosting gatherings. Located in the heart of Winter Garden—one of Central Florida's most vibrant and rapidly growing areas—residents enjoy easy access to top-tier schools, shopping, restaurants, parks, and major highways. Don't miss this opportunity — schedule your visit today!
Listing is courtesy of: MANAGER PROP (689-240-5055)
Listing Agent: Tiago Ferreira (407-603-3350)
2262 ROMANUM DR, WINTER GARDEN, FL 34787
$3,800146 Days on yellowkey MLS ID: O6378310
0 Days Off yellowkey (back on 4/4/2026)
Bed: 6 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3862 Built: 2014Community: Alexander RidgeSingle Family
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: Welcome to your dream home in the heart of Winter Garden, Florida! This beautifully maintained 6 -bedrooms, 3-bathrooms residence in the Alexander Ridge community offers the perfect blend of comfort, style, and modern living. Step inside to an inviting open-concept floor plan filled with natural light and thoughtful upgrades. The spacious living area. The kitchen is a chef’s dream with stainless steel appliances, granite countertops, a large island, and ample cabinet space. The primary suite provides a peaceful retreat with a walk-in closet and a luxurious in-suite bath complete with dual vanities, a soaking tub, and a separate glass-enclosed shower. Five additional bedrooms offer flexibility for family, guests, or a home office. Enjoy outdoor living with a covered patio, perfect for morning coffee or weekend BBQs. Just steps away, the resort-style community pool offers a great place to cool off and connect with neighbors. Located in a vibrant, family-friendly neighborhood just minutes from historic Downtown Winter Garden, top-rated schools, local shops, dining, and major highways — this home has it all. Don’t miss your chance to live in this beautiful home — schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Claudia Montes (407-484-5261)
16021 TOLLINGTON ALY, WINTER GARDEN, FL 34787
$3,50092 Days on yellowkey MLS ID: O6393427
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2689 Built: 2025Community: Encore/Ovation Ph 1Single Family
Remarks: Beautiful home with a stunning contemporary design, premium upgrades, and an unbeatable location just minutes from Disney Parks, top-rated schools, and premier shopping destinations. Property is featured with 4 bedrooms and 3 bathrooms - In law suite on first floor is , modern open floorplan with high ceilings and abundant natural light. Laundry room fully equipped with washer and dryer and a stand alone sink. The community is a resort-style living, families can enjoy top-tier community amenities including pool, fitness center, playground, and a dog park. The house is currently tenant occupied until April 3rd 2026. The house will be ready to show as of April 4th 2026. Be aware there's road constructions around the area.
Listing is courtesy of: KICANTO REALTY (305-744-2297)
Listing Agent: Cristiane Leon (305-744-2297)
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