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Winter Garden, FL Condos for Rent

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  • 1223 E Plant St Unit SI ID1511057P, Winter Garden, FL 34787
    1223 E Plant St Unit SI ID1511057P, Winter Garden, FL 34787
    1223 E Plant St Unit SI ID1511057P, Winter Garden, FL 34787
    /20

    $5,187

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 12,916 Sq Ft
    • Condo for Rent

    1223 E Plant St Unit SI ID1511057P, Winter Garden, FL 34787

    The advertised rate of $5,187/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 17, 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 be

    (321) 379-5353

    1223 E Plant St Unit SI ID1511057P, Winter Garden, FL 34787
  • 14200 Avalon Rd Unit SI ID1244728P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244728P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244728P, Winter Garden, FL 34787
    /20

    $2,856

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,722 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1244728P, Winter Garden, FL 34787

    The advertised rate of $2,856/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 18, 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 be

    (321) 613-6671

    14200 Avalon Rd Unit SI ID1244728P, Winter Garden, FL 34787
  • 14200 Avalon Rd Unit SI ID1244738P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244738P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244738P, Winter Garden, FL 34787
    /20

    $2,866

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1244738P, Winter Garden, FL 34787

    The advertised rate of $2,866/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 17, 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 be

    (689) 263-6852

    14200 Avalon Rd Unit SI ID1244738P, Winter Garden, FL 34787
  • 126 Windtree Ln, Winter Garden, FL 34787
    126 Windtree Ln, Winter Garden, FL 34787
    126 Windtree Ln, Winter Garden, FL 34787
    /13

    $1,550 Per Month

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

    126 Windtree Ln, Winter Garden, FL 34787

    Property Id: 424660Remodeled Condo in the heart of Winter Garden just minutes to the quaint, downtown area or the Winter Garden Villages. This condo is perfectly situated in a peaceful setting with a gorgeous view! The gentle color palette will suite every renters design. Split bedroom floorplan. Master suite with walk-in closet and private bath Brand new Stainless Steel Appliances,

    (516) 518-5937

    126 Windtree Ln, Winter Garden, FL 34787
  • 1223 E Plant St Unit SI ID1511054P, Winter Garden, FL 34787
    1223 E Plant St Unit SI ID1511054P, Winter Garden, FL 34787
    1223 E Plant St Unit SI ID1511054P, Winter Garden, FL 34787
    /20

    $7,834

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    1223 E Plant St Unit SI ID1511054P, Winter Garden, FL 34787

    The advertised rate of $7,834/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 17, 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 be

    (321) 599-4185

    1223 E Plant St Unit SI ID1511054P, Winter Garden, FL 34787
  • 203 N Dillard St Unit 4, Winter Garden, FL 34787
    203 N Dillard St Unit 4, Winter Garden, FL 34787
    203 N Dillard St Unit 4, Winter Garden, FL 34787
    /6

    $1,495 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    203 N Dillard St Unit 4, Winter Garden, FL 34787

    Property Id: 1347362Welcome to your bright and happy 1 bed, 1 bath apartment in Winter Garden, FL! This unit features a fully equipped kitchen with an oven and refrigerator, hardwood flooring, and a designated parking space. Rent includes the convenience of water, garbage, and sewage.. One block from the restaurants , Park Ave and West Orange Trail. Unit is wired for internet, perfect

    (689) 407-8490

    203 N Dillard St Unit 4, Winter Garden, FL 34787
  • 122 Windtree Ln Unit 122 - O, Winter Garden, FL 34787
    122 Windtree Ln Unit 122 - O, Winter Garden, FL 34787
    122 Windtree Ln Unit 122 - O, Winter Garden, FL 34787
    /6

    $1,750

    Total Monthly Price

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

    122 Windtree Ln Unit 122 - O, Winter Garden, FL 34787

    2026 newly renovated condo, 2bd / 2ba, $1750./mo. in Winter Garden available today for a 1 year lease. Brand new kitchen appliances and w/d, 2 reserved parking spots, pool, bb courts and extra storage space. Farmhouse style, 20 minutes to the Magic Kingdom and 5 min to historical downtown and bike trails. No pets. Disney cast member special includes 1/2 deposit with Disney ID. Call or text PJ

    122 Windtree Ln Unit 122 - O, Winter Garden, FL 34787
  • 1300 Eastern Pecan Place Unit 1300 Eastern Pecan Pl #205, Winter Garden, FL 34787
    1300 Eastern Pecan Place Unit 1300 Eastern Pecan Pl #205, Winter Garden, FL 34787
    1300 Eastern Pecan Place Unit 1300 Eastern Pecan Pl #205, Winter Garden, FL 34787
    /10

    $2,250

    Total Monthly Price

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

    1300 Eastern Pecan Place Unit 1300 Eastern Pecan Pl #205, Winter Garden, FL 34787

    THREE BEDROOM TWO BATH CONDO IN GATED SOUTHERN PINES WITH GARAGEThis spacious three bedroom two bathroom condo at gated Southern Pines has a detached one car garage. Southern Pines offers a resort style pool, hot tub, state-of-the-art fitness center, indoor basketball, a great playground and tennis. Close to highways, Winter Garden Village and downtown Winter Garden.This unit features new

    1300 Eastern Pecan Place Unit 1300 Eastern Pecan Pl #205, Winter Garden, FL 34787
  • 1547 Spring Ridge Cir Unit 1, Winter Garden, FL 34787
    1547 Spring Ridge Cir Unit 1, Winter Garden, FL 34787
    1547 Spring Ridge Cir Unit 1, Winter Garden, FL 34787
    /11

    $1,550

    Total Monthly Price

    • 1 Bed
    • 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
  • 80 Windtree Ln Unit J203, Winter Garden, FL 34787
    80 Windtree Ln Unit J203, Winter Garden, FL 34787
    80 Windtree Ln Unit J203, Winter Garden, FL 34787
    /26

    $1,650 Per Month

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

    80 Windtree Ln Unit J203, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. AMAZING LOCATION - GREAT PRICE - VERY NICELY UPDATED UNIT! SCREENED IN BALCONY PATIO! 2 Bedroom + 2 Bath condo just 3 minutes from Plant Street in Winter Garden. Kitchen has been beautifully updated and unit has stylish flooring throughout (no carpet). Wonderful split floor plan: the 2 bedrooms are separated by open concept kitchen/ living room

    Brian Lemay ROMAN REALTY GROUP, LLC

    80 Windtree Ln Unit J203, Winter Garden, FL 34787
  • 1223 E Plant St Unit SI ID1526934P, Winter Garden, FL 34787
    1223 E Plant St Unit SI ID1526934P, Winter Garden, FL 34787
    1223 E Plant St Unit SI ID1526934P, Winter Garden, FL 34787
    /39

    $5,968

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    1223 E Plant St Unit SI ID1526934P, Winter Garden, FL 34787

    The advertised rate of $5,968/month is the lowest available price, based on a 1 month(s) stay with a move-in date of June 19, 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 be

    1223 E Plant St Unit SI ID1526934P, Winter Garden, FL 34787
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /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
  • 14200 Avalon Rd Unit SI ID1244719P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244719P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244719P, Winter Garden, FL 34787
    /25

    $2,936

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1244719P, Winter Garden, FL 34787

    The advertised rate of $2,936/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 16, 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 be

    14200 Avalon Rd Unit SI ID1244719P, Winter Garden, FL 34787
  • 233 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
    233 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
    233 Southern Pecan Cir Unit 101, 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
  • 1231 E Plant St Unit SI ID1511056P, Winter Garden, FL 34787
    1231 E Plant St Unit SI ID1511056P, Winter Garden, FL 34787
    1231 E Plant St Unit SI ID1511056P, Winter Garden, FL 34787
    /25

    $7,776

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 11,840 Sq Ft
    • Condo for Rent

    1231 E Plant St Unit SI ID1511056P, Winter Garden, FL 34787

    The advertised rate of $7,776/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 17, 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 be

    1231 E Plant St Unit SI ID1511056P, Winter Garden, FL 34787
  • 417 Southern Pecan Cir Unit 205, Winter Garden, FL 34787
    417 Southern Pecan Cir Unit 205, Winter Garden, FL 34787
    417 Southern Pecan Cir Unit 205, 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
  • 14200 Avalon Rd Unit SI ID1244736P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244736P, Winter Garden, FL 34787
    14200 Avalon Rd Unit SI ID1244736P, Winter Garden, FL 34787
    /20

    $3,044

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    14200 Avalon Rd Unit SI ID1244736P, Winter Garden, FL 34787

    The advertised rate of $3,044/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 14, 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 be

    14200 Avalon Rd Unit SI ID1244736P, Winter Garden, FL 34787
  • 143 Southern Pecan Cir Unit 201, Winter Garden, FL 34787
    143 Southern Pecan Cir Unit 201, Winter Garden, FL 34787
    143 Southern Pecan Cir Unit 201, 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
  • 7670 Bowery Dr Unit 7670_BOWERY_DRIVE, Oakland, FL 34787
    7670 Bowery Dr Unit 7670_BOWERY_DRIVE, Oakland, FL 34787
    7670 Bowery Dr Unit 7670_BOWERY_DRIVE, Oakland, FL 34787
    /20

    $2,900 Per Month

    • 4 Beds
    • 3.5 Baths
    • 1,914 Sq Ft
    • 7670_BOWERY_DRIVE

    7670 Bowery Dr Unit 7670_BOWERY_DRIVE, Oakland, FL 34787

    7670 Bowery Dr Unit 7670_BOWERY_DRIVE, Oakland, FL 34787
  • 165 Windtree Ln Unit U, Winter Garden, FL 34787
    165 Windtree Ln Unit U, Winter Garden, FL 34787
    165 Windtree Ln Unit U, Winter Garden, FL 34787
    /17

    $1,750 Per Month

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

    165 Windtree Ln Unit U, Winter Garden, FL 34787

    Wonderful renovated unit in Windtree Gardens. 2 brm 2 bath, 1st floor unit with screen enclosed front porch. No carpet in unit. Unit has 2 assigned parking spots. 1 small pet OK. Requirements are 600+ credit score and income 2.5 times rent with no evictions on record.

    Cheryl Good ZEAL REALTY

    165 Windtree Ln Unit U, Winter Garden, FL 34787
  • 430 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
    430 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
    430 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
    /49

    $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

    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 entertaining guests. Natural light fills the

    430 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
Florida Orange County Winter Garden

Condos for Rent in Winter Garden, FL

Frequently Asked Questions

How much does it cost to rent a condo in Winter Garden, FL?
The median rent for a condo in Winter Garden, FL is $1,993 per month, though prices vary by neighborhood, size, and property type. As of June 2026, condos tend to be the most affordable option while townhouses and single-family homes are currently more expensive.
How much do you need to make to afford rent in Winter Garden, FL?
To comfortably afford the median rent in Winter Garden, FL, a household needs to earn roughly $114,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $2,850 per month in Winter Garden, FL, renters typically need to show $8,550 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Winter Garden, FL?
In Winter Garden, FL, the price-to-rent ratio is 16.8, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Winter Garden, FL are best for renting a condo?
The best neighborhood for renting in Winter Garden, FL depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a condo include West Oaks, MetroWest, Rosemont, Florida Center North and Universal, each with its own character and price range.

Condo Rental Trends in Winter Garden, FL

There are currently 21 condos available for rent in Winter Garden, FL. The median rent is $1,993 per month, with 1-bedroom condos renting at $1,600, 2-bedroom condos at $1,895 and 3-bedroom condos at $2,240.

Rental Home Trends

Number of Condos for Rent
21
Median Condo Rent
$1,993
Median 1 Bedroom Condo Rent
$1,600
Median 2 Bedroom Condo Rent
$1,895
Median 3 Bedroom Condo Rent
$2,240
How to Rent a Home

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