15

Winter Garden, FL Condos for Rent under $2,000

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    $2,000

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    1547 Spring Ridge Cir Unit 1, Winter Garden, FL 34787

    Welcome to your new home in the heart of Winter Garden! This charming apartment offers all the amenities you need for comfortable living and is perfectly situated in a wonderful neighborhood. You’ll also enjoy a shared, fully-fenced yard where you can pick fresh fruit or let your dog out to roam free!Located in a beautiful and friendly neighborhood, this apartment is in the golf cart

    1547 Spring Ridge Cir Unit 1, Winter Garden, FL 34787
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    $1,950 Per Month

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

    405 Southern Pecan Cir Unit 108, Winter Garden, FL 34787

    Virtually Staged. Move-in ready 2-bedroom, 2-bath first-floor condo in the gated Southern Pines community of Winter Garden. The open floor plan features luxury vinyl and tile flooring, crown molding, ceiling fans, and a dining area with a chandelier. The kitchen offers white cabinetry, granite counters, a breakfast bar, and a full appliance package: refrigerator, range, microwave, and dishwasher.

    Francisco Orchilles LAKESIDE REALTY WINDERMERE INC

    405 Southern Pecan Cir Unit 108, Winter Garden, FL 34787
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    $1,450 Per Month

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft
    • Condo for Rent

    36 Windtree Ln Unit 202, 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

    36 Windtree Ln Unit 202, Winter Garden, FL 34787
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    $1,825 Per Month

    • 2 Beds
    • 2 Baths
    • 1,276 Sq Ft
    • Condo for Rent

    200 Southern Pecan Cir Unit 206, 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

    Nicole Howell FANNIE HILLMAN & ASSOCIATES

    200 Southern Pecan Cir Unit 206, Winter Garden, FL 34787
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    $1,950 Per Month

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

    405 Southern Pecan Cir, Winter Garden, FL 34787

    Move-in ready 2-bedroom, 2-bath first-floor condo in the gated Southern Pines community of Winter Garden. The open floor plan features luxury vinyl and tile flooring, crown molding, ceiling fans, and a dining area with a chandelier. The kitchen offers white cabinetry, granite counters, a breakfast bar, and a full appliance package: refrigerator, range, microwave, and dishwasher. The primary

    405 Southern Pecan Cir, Winter Garden, FL 34787
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    $1,830 Per Month

    • 2 Beds
    • 2 Baths
    • 1,276 Sq Ft
    • Condo for Rent

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

    Welcome home to this bright and spacious 2-bedroom, 2-bath condominium in the desirable gated Southern Pines community. This second-floor residence offers approximately 1,276 square feet of comfortable living space with an open-concept floor plan, abundant natural light, and a functional split-bedroom layout that provides added privacy.The well-appointed kitchen features granite

    Hans Tank FLORIDA SCANDI REALTY LLC

    200 Southern Pecan Cir Unit 203, Winter Garden, FL 34787
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    $1,800 Per Month

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

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

    Your lifestyle deserves the right address!! and this one puts you in the heart of WINTER GARDEN. If you're a busy professional looking for a home that combines privacy, convenience, comfort, and location. This inviting one-bedroom apartment offers the kind of low-maintenance lifestyle that makes coming home easy, with the added convenience of your own private garage-a valuable feature for

    Elizabeth Rodriguez Bello La Rosa Realty Llc

    341 Southern Pecan Cir Unit 201, Winter Garden, FL 34787
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    $1,950 Per Month

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

    417 Southern Pecan Cir Unit 204, Winter Garden, FL 34787

    Stunning second floor 2B/2B located on the beautiful Southern Pines , This Unit is in move in ready conditions, featuring Laminate Flooring throughout all living area and Tile on wet areas such as Kitchen and Bathrooms, near major shopping areas and major roadways.

    Alejandro Hernandez HP PROPERTY SOLUTIONS, LLC

    417 Southern Pecan Cir Unit 204, Winter Garden, FL 34787
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    $1,500 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
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    $1,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,216 Sq Ft
    • Condo for Rent

    1432 Broken Oak Dr Unit 31A, Winter Garden, FL 34787

    Will be available to show on 7/19/2026. Located in the City of Winter Garden, this move in ready, maintenance free 2/2 Condo with attached garage is in the sought after Tucker Oaks neighborhood. Location is key, and living in this West Orange County community puts you near the heart of everything! This 2/2 features a split plan, fridge, microwave, oven, washer, and dryer. Master features an

    Dan Thompson OPTIMA ONE REALTY, INC.

    1432 Broken Oak Dr Unit 31A, Winter Garden, FL 34787
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    $1,650 Per Month

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft
    • Condo for Rent

    92 Windtree Ln Unit L, Winter Garden, FL 34787

    CONDO FOR RENT IN WINTER GARDEN 2/2 SECOND FLOOR, ASSIGN 2 PARKINGS, ALLOW SMALL PETS,ALL APLIANCES INCLUDED, THE COMMUNITY HAVE A SWIMMING POOL AND BASKETBALL COURT, CLOSE TO MAYORS ROADS, SHOPPING CENTRS, HOSPITALS, RESTAURANTS , SCHOOLS AND MUCH MORE. IS AVAILABLE FOR NOVEMBER.

    maria perez ROMAN'S PRO REALTY LLC

    92 Windtree Ln Unit L, Winter Garden, FL 34787
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    $1,575 Per Month

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

    Unlisted Address

    Move-in ready one-bedroom, one bath corner unit with an attached one-car garage in a private setting. Offering 738 sq ft. of comfortable living space.This unique home is situated above the garage, with no shared Living room, bedroom, kitchen, or bathroom walls with neighbors. Features include an in-unit Laundy closet, water, cable, and internet. Available for immediate occupancy once approved

    Maria Lloret HOMESMART

    Unlisted Address
  • /29

    $1,695 Per Month

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

    430 Southern Pecan Cir Unit 106, Winter Garden, FL 34787

    New upgrades at move in:- New LVP floors to be installed. Refer to sample picture that shows how the new floors will look.- New appliances (range, dishwasher, over the range microwave, washer, dryer) to be installed- New bathroom faucet to be installedAmazing opportunity in the resort-style Southern Pines Condos in Winter Garden! Freshly painted 1-bedroom, 1-bath condo,

    Seyed Azimi AFT PROPERTY LLC

    430 Southern Pecan Cir Unit 106, Winter Garden, FL 34787
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    $1,795 Per Month

    • 2 Beds
    • 2 Baths
    • 930 Sq Ft
    • Condo for Rent

    407 Douglas Way Unit 66, Winter Garden, FL 34787

    Welcome home to this beautiful 2-bedroom, 2-bathroom residence in the highly desirable Winter Garden area! This inviting home features a bright and open floor plan, spacious living areas, and comfortable bedrooms designed for easy everyday living. Enjoy a low-maintenance lifestyle with community-maintained exterior and grounds, giving you more time to relax and take advantage of the community

    Justin V LaManna HOMEVEST REALTY

    407 Douglas Way Unit 66, Winter Garden, FL 34787
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    $1,900 Per Month

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

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

    Welcome home to this clean, move-in-ready, second-floor end-unit condo in the gated Southern Pines community! Offering 1,264 square feet, this spacious 2-bedroom, 2-bath residence features a desirable split-bedroom floor plan and a separate office or den with built-in shelving—perfect for working from home or creating a flexible bonus space. The kitchen includes granite countertops, a breakfast

    Lauren Foley JULIAN PROPERTIES, INC.

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

Rental Home Trends

Number of Condos for Rent
15
Median Condo Rent
$1,895
Median 1 Bedroom Condo Rent
$1,600
Median 2 Bedroom Condo Rent
$1,890
Median 3 Bedroom Condo Rent
$2,200
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