12

Winter Garden, FL Homes for Rent in a Gated Community

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  • /21

    $2,250 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,544 Sq Ft
    • Townhouse for Rent

    15350 Oak Apple Ct Unit 17B, Winter Garden, FL 34787

    Welcome home to this 3-bedroom and 2.5 bathroom home in the gated community of Tucker Oaks in the heart of Winter Garden. 15350 Oak Apple Ct, Unit 17B offers a bright, open layout with spacious living and dining areas, a well appointed kitchen, and a private screened patio, perfect for relaxing outdoors. There is a half bath on the first level, convenient for guests. All bedrooms are located on

    Sylvia Pletka FLORIDA RENTAL TEAM

    15350 Oak Apple Ct Unit 17B, Winter Garden, FL 34787
  • /25

    $2,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,365 Sq Ft
    • Townhouse for Rent

    13527 Daniels Landing Cir, Winter Garden, FL 34787

    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,

    Mary Clevenger WEICHERT REALTORS HALLMARK PRO

    13527 Daniels Landing Cir, Winter Garden, FL 34787
  • /41

    $9,250 Per Month

    • 5 Beds
    • 4.5 Baths
    • 4,671 Sq Ft
    • House for Rent

    12927 Canopy Woods Way, Winter Garden, FL 34787

    Beautiful Fully Furnished, French Country model Home. This gorgeous pool home features 5 Bedrooms (2 Master Suites 1st and 2nd floor) plus an office/study with 4.5 baths, Cinema (with top of the line equipment and sound system, over $30K) with 3 car garage on a prime location in Winter Garden, nearby shopping, highway, hospital and Disney Parks. Canopy Oaks is a gated community, home of 49

    Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT

    12927 Canopy Woods Way, Winter Garden, FL 34787
  • /41

    $2,400 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,696 Sq Ft
    • Townhouse for Rent

    1570 Scarlet Oak Loop Unit C, Winter Garden, FL 34787

    Beautiful 3 Bedroom, 2.5 Bath Townhouse for Rent in Winter Garden, FL 34787. 2 car garage end unit, a private patio with views of a conservation area and a pond! The large living room/dining room combo is perfect for entertaining, all bedrooms are upstairs. Gated community offers a pool, cabana, basketball court, picnic area with barbecue option and 2 playgrounds areas. .

    Rick Sein REALSOURCE PROPERTY MANGNT LLC

    1570 Scarlet Oak Loop Unit C, Winter Garden, FL 34787
  • /23

    $1,995 Per Month

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Condo for Rent

    Unlisted Address

    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

    Marti Purdy MARTI PURDY PROPERTIES INC

    Unlisted Address
  • /26

    $2,275 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,236 Sq Ft
    • Townhouse for Rent

    13370 Daniels Landing Cir, Winter Garden, FL 34787

    Move-in Ready!! This is a very beautiful and spacious 2-bedroom/2.5-baths townhome with a 1-car garage in the lovely gated community of Daniels Landing. On the 1st Floor, the home features a very spacious living and dining room, a beautiful kitchen with upgraded cabinets, granite countertop, all brand-new Whirlpool stainless steel appliances and closet pantry. Open the rear door and step on to

    Arlene Cowan EATON REALTY SERVICES

    13370 Daniels Landing Cir, Winter Garden, FL 34787
  • /55

    $4,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,368 Sq Ft
    • House for Rent

    427 Tierra Verde Ln, Winter Garden, FL 34787

    Fully FURNISHED pristine custom home nestled in the sought-after gated community of Lake Cove Pointe! this stunning 4-bed, 3-bath house is a masterpiece of comfort and style. Located in the heart of the Winter Garden Golf Cart District, this residence offers a unique blend of luxury, convenience, and tranquility.Property Features: • Spacious 4 bedrooms with ample natural light; The

    Sherry Wang KELLER WILLIAMS CLASSIC

    427 Tierra Verde Ln, Winter Garden, FL 34787
  • /17

    $1,795 Per Month

    • 2 Beds
    • 1 Bath
    • 966 Sq Ft
    • Condo for Rent

    233 Southern Pecan Cir Unit 101, Winter Garden, FL 34787

    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

    Maria Lloret HOMESMART

    233 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
  • /46

    $2,100 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,236 Sq Ft
    • Townhouse for Rent

    216 Deepcove Rd, Winter Garden, FL 34787

    Beautifully maintained 2-bedroom, 2.5-bath townhome available for rent in a gated Winter Garden community. This home offers a smart, functional layout with an open-concept living and dining area on the main floor—perfect for everyday living and entertaining. A convenient half bath is located downstairs for guests. Upstairs, both bedrooms feature private en-suite bathrooms and spacious walk-in

    Olga Recean EMPIRE NETWORK REALTY

    216 Deepcove Rd, Winter Garden, FL 34787
  • /15

    $1,995 Per Month

    • 2 Beds
    • 2 Baths
    • 1,264 Sq Ft
    • Condo for Rent

    417 Southern Pecan Cir Unit 205, Winter Garden, FL 34787

    Beautiful 2-bedroom, 2-bath condo in the desirable Southern Pines community of Winter Garden. This second-floor unit features a bright open floor plan with a spacious living area that flows into a light-filled solarium—ideal for a home office, reading nook, or additional sitting area. The kitchen is centrally located with ample cabinet and counter space, adjacent to a dedicated dining area. The

    Seyed Azimi AFT PROPERTY LLC

    417 Southern Pecan Cir Unit 205, Winter Garden, FL 34787
  • /48

    $1,995 Per Month

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Condo for Rent

    430 Southern Pecan Cir Unit 101, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Welcome to this beautifully renovated 2-bedroom, 2-bath condo in the sought-after Southern Pines community of Winter Garden, where modern upgrades and comfortable living come together effortlessly. Thoughtfully updated with stylish finishes and a bright open floor plan, this home offers an inviting atmosphere perfect for both relaxing evenings and

    Jeremy Porter CANI PROPERTY MANAGEMENT

    430 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
  • /23

    $2,400 Per Month

    • 3 Beds
    • 2 Baths
    • 1,453 Sq Ft
    • Condo for Rent

    143 Southern Pecan Cir Unit 201, Winter Garden, FL 34787

    Awesome opportunity to live in a recently renovated, bottom floor unit in Southern Pines. Granite counter tops, brand new carpeting, new ceiling fans in bedrooms, brand new appliances in the kitchen. Close to the Winter Garden Village and major highways. Condominium has a community pool, tennis court, racquetball court, fitness center, hot tub, computer room, clubhouse, basketball court,

    Francisco Orchilles LAKESIDE REALTY WINDERMERE INC

    143 Southern Pecan Cir Unit 201, Winter Garden, FL 34787

Rental Home Trends in Winter Garden, FL

Rental Home Trends

Number of Homes for Rent
12
Median Rent
$2,800
Median Single Family Home Rent
$3,000
Median Townhouse Rent
$2,695
Median Condo Rent
$1,975
How to Rent a Home