11

Winter Garden, FL Homes for Rent in a Gated Community

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  • /27

    $6,500 Per Month

    • 5 Beds
    • 7 Baths
    • 4,019 Sq Ft
    • House for Rent

    706 Canopy Estates Dr, Winter Garden, FL 34787

    Luxury lease opportunity in the gated community of Canopy Oaks, offering an exceptional combination of space, privacy, and convenience in one of Winter Garden's most desirable locations. Ideally situated near major healthcare facilities, business centers, Downtown Winter Garden, Winter Garden Village, and Orlando's attractions and entertainment destinations, this A.R. Bailey Homes Delray model is

    Lisa Rutkowski PREMIER SOTHEBY'S INTL. REALTY

    706 Canopy Estates Dr, Winter Garden, FL 34787
  • /19

    $1,750 Per Month

    • 1 Bed
    • 1 Bath
    • 942 Sq Ft
    • Condo for Rent

    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

    417 Southern Pecan Cir Unit 207, 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
  • /25

    $3,100 Per Month

    • 4 Beds
    • 2 Baths
    • 2,258 Sq Ft
    • House for Rent

    14755 Masthead Landing Cir, Winter Garden, FL 34787

    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!

    Susana Stutsman SUSANA JORDAN STUTSMAN

    14755 Masthead Landing Cir, Winter Garden, FL 34787
  • /13

    $2,000 Per Month

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

    304 Southern Pecan Cir Unit 208, Winter Garden, FL 34787

    For rent: Spacious 2-bedroom, 2-bath, fully renovated corner unit 1264 sq.ft. Featuring fresh paint, modern vinyl flooring, and a peaceful wooded view. Located in a resort-style subdivision with top-notch amenities: indoor basketball and racquet ball courts, a full gym, and a barbecue pavilion. Available now for a quick move-in.

    Maria Lloret HOMESMART

    304 Southern Pecan Cir Unit 208, 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
  • /11

    $1,600 Per Month

    • 1 Bed
    • 1 Bath
    • 942 Sq Ft
    • Condo for Rent

    430 Southern Pecan Cir Unit 203, Winter Garden, FL 34787

    Beautiful 1 bedroom 1 bath condo on second floor in gated community of Southern Pines. Features additional office/solarium room. Open floor plan concept with carpeted living areas and tiled wet areas. Kitchen and bathroom both have granite counter tops. Master bedroom with walk in closet. Community features pool, tennis, basketball, fitness room, playground and more. Great location close to

    Nicholas Horton BANNER INT'L REAL ESTATE

    430 Southern Pecan Cir Unit 203, 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
  • /38

    $2,095 Per Month

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

    1535 Broken Oak Dr Unit 37B, Winter Garden, FL 34787

    STUNNING GATED TOWNHOME IN WINTER GARDEN – AVAILABLE NOW! ? Welcome home to this stylish 2-story, 3-bedroom, 2.5-bathroom townhome featuring an attached 2-car garage. Tucked inside the highly desirable, gated community of Tucker Oaks in the heart of Winter Garden, this home offers 1,544 sq. ft. of bright, open living space designed for easy everyday living and effortless entertaining! HOME

    Vicky Ramos ALL COUNTY CFL PROPERTY MGMT

    1535 Broken Oak Dr Unit 37B, Winter Garden, FL 34787
  • /24

    $2,350 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

Number of Homes for Rent
11
Median Rent
$2,800
Median Single Family Home Rent
$3,000
Median Townhouse Rent
$2,700
Median Condo Rent
$1,990
How to Rent a Home