$1,855 Per Month
1198 Maxey Dr, Winter Garden, FL 34787
Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. This home is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist today.
$2,513
Total Monthly Price
14200 Avalon Rd Unit SI ID1584095P, Winter Garden, FL 34787
The advertised rate of $2,513/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 26, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
$2,852
Total Monthly Price
14200 Avalon Rd Unit SI ID1244709P, Winter Garden, FL 34787
The advertised rate of $2,853/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 20, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
$2,409 Per Month
1708 Portcastle Cir, Winter Garden, FL 34787
This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.5 bathrooms, and approximately 1,606 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your rental
$2,490
Total Monthly Price
15333 Harrowgate Way, Winter Garden, FL 34787
Now offering 18-month leases. Sign today and lock in today’s low rate for the next 18 months! Offer valid for new applicants who sign an 18-month lease and move-in by September 18, 2026. Base rent will remain at the 12-month lease rate for the duration of the 18-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This
$2,945 Per Month
1544 Loch Avich Rd, Winter Garden, FL 34787
This home is move-in ready. Schedule your tour now or start your application today.Bright living spaces and a functional two-story layout make this 4-bedroom, 2.5-bathroom home in Orlando, FL an inviting place to call home.An attached two-car garage and spacious driveway create a welcoming first impression. Inside, tile flooring extends throughout the main living areas, while
$2,635
Total Monthly Price
109 Zachary Wade St, Winter Garden, FL 34787
Now offering 18-month leases. Sign today and lock in today’s low rate for the next 18 months! Offer valid for new applicants who sign an 18-month lease and move-in by September 18, 2026. Base rent will remain at the 12-month lease rate for the duration of the 18-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This
$1,000
Total Monthly Price
15043 Evergreen Oak Loop, Winter Garden, FL 34787
Looking for a tenant to share this big house. (1) Exclusive usage of a very spacious Master Bedroom Suite with a joint family lounge on the 2nd floor: queen size bed set, round nightstand, hardwood rectangular table and chair, two-drawer metal file cabinet, 2 storage cabinet, hardwood full size bookshelf, full bathroom facilities (bathtub and shower, toilet, dual-sink vanity cabinet, mirrored
$1,800
Total Monthly Price
1345 Winter Green Way, Winter Garden, FL 34787
$2,850 Per Month
273 Avalon Rd, Winter Garden, FL 34787
Welcome home to 273 Avalon Road, a stunningly beautiful 4 Bedroom, 2 Bath home with 2,459 sqft of living space on almost a 1/2 acre lot !!! Just minutes from Down Town Winter Garden, this is a one of a kind property that was remodeled giving a modern flair to a farmhouse style property. The kitchen has a large center Island, with granite counter tops, stainless steel appliances, custom cabinets,
Sarah Gholami THE FLORIDA PROPERTY SHOP SALE
$2,900 Per Month
16594 Barbours Crk Way, Winter Garden, FL 34787
BRAND NEW! Be the VERY first to live here in this CORNER UNIT! Gorgeous landscaping welcomes you home, step inside to your OPEN CONCEPT living/dining room combo with all brand new appliances in the kitchen. Kitchen Island perfect for creating meals together! Upstairs you'll see a loft big enough to use as a flexible space where you may set up an art studio, study or office, All bedrooms are
$2,600 Per Month
13193 Calming Breeze Way, Winter Garden, FL 34787
Experience modern living in the HARBOR end-unit townhome at Serenade at Ovation! This beautifully designed 3-bedroom, 2.5-bath home features a spacious open-concept layout ideal for everyday living and entertaining, with designer finishes already included. Located in the desirable Horizon West area, residents enjoy convenient access to top-rated schools, Downtown Winter Garden, major business
Sheyla Fernandez Cardenas MELIN REALTY LLC
$2,850 Per Month
10672 Words Dr, Winter Garden, FL 34787
Welcome home in the master planned community of Storey Grove! Minutes from Downtown WINTER GARDEN, this stunning 3-Bedroom, 2 1/2 Bath, 2 car garage Townhome property is situated just minutes from world class theme parks and attractions. Enjoying local restaurants and shopping just a short drive away. Love the outdoors? Slow down the pace and explore nearby parks and farmer's markets. Your home
$2,850 Per Month
14537 Golden Harbor Ln, Winter Garden, FL 34787
Experience the ideal blend of comfort and convenience in this charming 2-story home located in Winter Garden, one of Central Florida's most desirable communities, and just minutes from Orlando's famous theme parks and only steps away from Top rated schools in Hamlin. Featuring 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed open floor plan, this property offers modern living at its finest.
Angela Camacho LA ROSA REALTY LLC
$2,995 Per Month
1239 Dunbrooke St, Winter Garden, FL 34787
Four Bedroom 2 bath Chapin Station Winter Garden home with NEW LAMINATE FLOORING throughout, VAULTED ceilings, HUGE family room and Lanai! Spacious master suite features a garden tub, and separate shower. Great location near downtown Winter Garden, SR 429, and convenient to Orlando, and the Attractions! Proof of Renters Insurance Required!DISCLAIMER - Information deemed reliable but
$2,599 Per Month
16350 Turning Tide Way, Winter Garden, FL 34787
Beautiful townhome features 3 bedrooms and 2.5 bathrooms, freshly painted, new vinyl flooring within WATERLEIGH community, situated in a picturesque setting of over 1,400 acres with more than a dozen lakes and clear water ponds, surrounded by community gardens, dog parks, mini-golf course, multiple sports fields, playgrounds, and two large resort-style clubhouse amenity centers which provide a
Jaime Hernandez INTOP PROPERTY MANAGEMENT
$1,895 Per Month
407 Douglas Way, Winter Garden, FL 34787
Minimum Deposit $1,895. Monthly Rent $1,895. Available now!Contact Polina at or email to schedule your private showing. Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been established.Welcome home to this beautiful 2-bedroom, 2-bathroom residence in the highly desirable Winter Garden area! This
$1,950 Per Month
1301 Eastern Pecan Place Unit 208, Winter Garden, FL 34787
Welcome to this beautifully maintained 2-bedroom, 2-bath condominium located in the highly desirable gated community of Southern Pines in Winter Garden. This spacious second-floor unit offers 1,264 square feet of comfortable living space with an open-concept layout that seamlessly connects the living, dining, and kitchen areas, creating the perfect space for everyday living and
Neyla Alvarez EXP REALTY LLC
$2,700 Per Month
16333 Hamlin Hills Rd, Winter Garden, FL 34787
Come view this newly built 4-bed, 3-bath 2-storey townhome in the Hamlin Ridge community of Winter Garden! Step inside through the front porch, you'll find a well-designed floor plan with modern finishes, neutral tones, beautiful flooring, and plenty of natural light. The sleek kitchen features top-of-the-line appliances, quartz countertops, subway backsplash, ample cabinetry, and an
$2,550 Per Month
16237 Quiet Vista Dr, Winter Garden, FL 34787
Welcome to your charming townhome located at Waterleigh, in Winter Garden Florida. This beautiful townhome is where comfort, style, and modern convenience come together to create the perfect haven for you and your family. This delightful residence features 1,567 square feet, three spacious bedrooms, 2 1/2 baths, a convenient one-car garage, ample loft space, and cutting-edge smart home
Dan Li EAST PEARL REALTY
$2,800 Per Month
16085 Scarpetta St, Winter Garden, FL 34787
In the Waterleigh Community, this charming one story 3 bedroom 2 bath Laurel floorplan features a beautiful kitchen that opens to a spacious family room. You will love cooking in the well-appointed kitchen with great prep space, stainless steel appliances, walk in pantry and a large island that is great for easy entertaining. Brick Pavers are on your front driveway, front porch and covered lanai.
$1,675 Per Month
508 Varsity St, Winter Garden, FL 34787
Location, location, location! Hip patio villas situated on a quiet oak lined street featuring tile flooring throughout, granite counter tops. Huge rear yard with open brick patio & two parking pads. All located within close proximity of the picturesque historic downtown Winter Garden. Wonderful cafes, restaurants, theatre and the new Plant Street market and Crooked Can Brewing Company. AMAZING!!
Angela Chapman CAPITAL REALTY GROUP FLORIDA
$1,795 Per Month
53 Windtree Ln, Winter Garden, FL 34787
This 2 bedroom and 2 bath condo is located on the first floor and it comes with tiled flooring throughout, all appliances, and fresh paint. Two assigned parking spaces for your convenience and beautiful amenities like pool, and basketball courts. Located at just minutes from Downtown Winter Garden and close to shopping, public transportation, and restaurants. Clean and ready for a great resident;
$1,690 Per Month
14978 Lebeau Loop, Winter Garden, FL 34787
Apartment for rent: one bedroom, one bathroom, with all utilities included. The apartment is above the property’s garage, fully furnished, and has a separate entrance. Only 6 minutes from Disney
christian dellolio AGENT TRUST REALTY CORPORATION
$2,600 Per Month
5879 Chestnut Chase Rd, Winter Garden, FL 34787
3 bedroom 2.5 bath townhouse on Orchard Hill at Winter Garden , The Brookside Plan at Orchard Hills is a bright and beautiful two-story townhome with three bedrooms, two and a half baths, and a two-car garage. This home offers an open floor plan with living area, dining area, and kitchen with island. The first floor also includes a powder room. The second floor of this plan includes an
$2,650 Per Month
11193 Hanlon Terrace Aly, Winter Garden, FL 34787
Reduced! Welcome to this beautifully maintained, like-new townhome for rent in the highly desirable Winter Garden area! This spacious residence offers an open-concept floor plan designed for both comfortable everyday living and effortless entertaining including a cozy built in fireplace. The chef-inspired kitchen features granite countertops, upgraded cabinetry with crown molding, stainless steel
Shelayna West KELLER WILLIAMS LEGACY REALTY
$1,925 Per Month
1642 Scarlet Oak Loop, Winter Garden, FL 34787
You will enjoy the community pool, basketball courts, BBQ area, playground and a pet park in this amenity-rich gated community. Unit is centrally located quick access to the 408 & 417 and 429; The Winter Garden Village is just minutes away.Lessee(s) are required to provide proof of liability insurance in the amount of $100,000, prior to occupancy. Real Property Management South Orlando
$3,000 Per Month
17740 Porter Rd, Winter Garden, FL 34787
CORNER UNIT • LAKE VIEW • NO FRONT NEIGHBORS • LARGE LANAI • HEART OF HAMLIN.FOR RENT – PRIME HAMLIN LOCATION! Beautiful corner-unit townhome in the heart of Hamlin, one of Winter Garden’s most desirable areas. Enjoy a premium setting with peaceful lake views and no homes directly in front, offering extra privacy and an open, relaxing feel. This home also features a spacious backyard with a large
Maqueli Gewehr WRA BUSINESS & REAL ESTATE
$2,050 Per Month
314 S Boyd St, Winter Garden, FL 34787
Discover this charming 2-bedroom home ideally situated in the heart of Winter Garden. Bright, airy, and spacious, this residence is perfect for families seeking comfort and convenience. The open-concept living and dining areas provide a welcoming space for entertaining and everyday living. Both bedrooms are generously sized, featuring ample closet space to meet your storage needs. The kitchen
$1,650 Per Month
417 Southern Pecan Cir Unit 207, Winter Garden, FL 34787
Ready to move-in One-bedroom, one Jack-n-Jill bath. Fully renovated with fresh paint from top to bottom. Luxury Vinyl floors from stairs thru out the unit. the Bathroom has ceramic tile. The unit features a study/den perfect if you have a home office or need a craft room.
Maria Lloret HOMESMART
$1,850 Per Month
200 Southern Pecan Cir, Winter Garden, FL 34787
Welcome to this beautifully maintained 2-bedroom, 2-bath condominium offering 1,276 square feet of comfortable living space in a gated, resort-style community. The open-concept floor plan features spacious living areas, granite countertops, abundant natural light, and a versatile den—perfect for a home office, study, reading room, or additional flex space.Enjoy low-maintenance living with
$1,950 Per Month
1300 Eastern Pecan Place Unit 207, Winter Garden, FL 34787
Enjoy resort-style living in this spacious second-floor condominium featuring 2 bedrooms, 2 bathrooms, and 1,276 square feet of living space. Located in the gated Southern Pines community, residents have access to an impressive selection of amenities, including a community pool and heated spa, a fitness center, indoor basketball and racquetball courts, a tennis court, a playground, outdoor
Lauren Foley JULIAN PROPERTIES, INC.
$2,600 Per Month
9428 Woodcrane Dr, Winter Garden, FL 34787
Beautiful 3-Bedroom Home in WaterMark Community | Winter Garden! Welcome to 9428 Woodcrane Drive, a stunning single-family home located in the highly desirable WaterMark community in Winter Garden. This meticulously maintained, energy-efficient residence offers approximately 1,800 square feet of comfortable living space, featuring 3 bedrooms, 2 full bathrooms, and a convenient attached
$2,375 Per Month
13269 Daniels Landing Cir, Winter Garden, FL 34787
Great location in Winter Garden near Target, Ross, Marshall's/Home Goods plaza! Easy access to 429 and Florida's Turnpike. Two story Townhouse. ALL BEDROOMS ARE UPSTAIRS, with tile flooring on the 1st floor, with NEW LVP flooring on the 2nd floor, screened porch and single car garage. Freshly painted, recent remodel of the master shower, clean & crisp ready for immediate occupancy. Gated
Linda Jaramillo DON ASHER & ASSOCIATES, INC.
$1,495 Per Month
502 Dunbar Ave, Winter Garden, FL 34787
SPECIAL $300 OFF THE 1ST MO RENT IF YOU SIGN A LEASE BEFORE 8/31SECTION 8 WELCOME! Remodeled 2 Bed/1 Bath with Modern Touches in Winter Garden! Step into the comfort of this delightful 2-bedroom, 1-bath gem nestled in Winter Garden. This recently remodeled residence now boasts modern elegance and a functional design.As you enter, you are greeted by an inviting separate
$2,695 Per Month
442 Home Grove Dr, Winter Garden, FL 34787
This 3 bedroom 2 bath home is located in the Regency Oaks community near local shops, dining, and schools with quick access to West Colonial, 429, the Turnpike, the 408, and the Winter Garden Village. This home features vaulted ceilings, a spacious living/dining combo, a beautiful kitchen with breakfast bar, an updated primary suite including a walk-in shower, garden tub, and dual vanity sink, as
Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY
$1,495 Per Month
36 Windtree Ln, Winter Garden, FL 34787
Great location! 2nd floor condo in Winter Garden offers 918 square feet of living space, split floor plan, tile, and two assigned parking spaces. Rental application is $75 per lease holder that will run a credit check, criminal background, and a rental history. We also do verify income, so between the lease holders combined together will have to make three times the monthly rent
$1,600 Per Month
16042 Micelli Dr, Winter Garden, FL 34787
Beautiful corner-lot property for rent in Winter Garden!The property features a separate 1-bedroom, 1-bath apartment (approximately 561 sq. ft.), AVAILABLE IMMEDIATELY for $1,600/month. The apartment has a private entrance, designated access, a washer and dryer, and electricity, water, and internet are included in the rent.Schedule your private showing today!
Sheyla Fernandez Cardenas MELIN REALTY LLC
$2,725 Per Month
15609 Water Spring Blvd, Winter Garden, FL 34787
Welcome to your dream home in the highly sought-after, master-planned community of Storey Grove, perfectly located just minutes from Downtown Winter Garden. This beautifully maintained 3-bedroom, 2.5-bath townhome with a 2-car garage offers the ideal blend of comfort, convenience, and resort-style living. Enjoy being close to world-class theme parks, top-rated dining, boutique shopping, local
$2,900 Per Month
16570 Barbours Creek Way, Winter Garden, FL 34787
Welcome to 16570 Barbours Creek Way in Winter Garden, located in the highly desirable Waterleigh community. This spacious Ibis townhome offers 3 bedrooms, 2.5 bathrooms, and a one-car garage, combining modern finishes with a comfortable, open-concept design.Step inside through the welcoming foyer and into a bright, open living space where the kitchen, dining area, and living room flow
Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO
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