29

Winter Garden, FL Condos for Rent

Section Image
  • /20

    $2,836

    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 $2,836/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 7, 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 ID1244728P, Winter Garden, FL 34787
  • /20

    $2,860

    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 $2,860/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 7, 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 ID1244738P, Winter Garden, FL 34787
  • /20

    $5,452

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    1223 E Plant St Unit SI FL3-ID1511054P, Winter Garden, FL 34787

    The advertised rate of $5,452/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 22, 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 FL3-ID1511054P, Winter Garden, FL 34787
  • /20

    $5,431

    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 $5,431/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 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 be

    1223 E Plant St Unit SI ID1511057P, 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
  • /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
  • /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
  • /29

    $2,100 Per Month

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

    1516 Scarlet Oak Loop Unit B, Winter Garden, FL 34787

    This well-maintained 3-bedroom, 2.5-bathroom two-story condo is located in the gated Tucker Oaks community of Winter Garden with no rear neighbors.The open-concept main living area features a spacious great room that combines the kitchen, dining, and living spaces, ideal for both everyday living and entertaining.The kitchen offers ample cabinet storage with honey-colored cabinetry,

    Katrina Anarumo RENT A FLORIDA HOME

    1516 Scarlet Oak Loop Unit B, Winter Garden, FL 34787
  • /25

    $2,856

    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 $2,856/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 7, 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
  • /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

    $4,848

    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 $4,848/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
  • /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
  • /27

    $2,871

    Total Monthly Price

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

    14200 Avalon Rd Unit SI ID1244715P, Winter Garden, FL 34787

    The advertised rate of $2,871/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 7, 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 ID1244715P, 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
  • /27

    $2,885

    Total Monthly Price

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

    14200 Avalon Rd Unit SI ID1244724P, Winter Garden, FL 34787

    The advertised rate of $2,885/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 7, 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 ID1244724P, Winter Garden, FL 34787
  • /19

    $1,875 Per Month

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

    143 Southern Pecan Cir Unit 207, Winter Garden, FL 34787

    For Lease – Updated 2 Bedroom, 2 Bathroom Condo in Southern Pines, Winter Garden.Welcome home to this beautifully updated 2-bedroom, 2-bathroom condo in the desirable Southern Pines community of Winter Garden. This move-in-ready residence offers a bright, open floor plan with modern finishes and comfortable living spaces designed for easy Florida living.The primary suite includes a

    Jim Kernohan SOUTHERN HERITAGE REALTY, INC

    143 Southern Pecan Cir Unit 207, 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

    203 N Dillard St Unit 4, 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
  • /25

    $2,937

    Total Monthly Price

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

    14200 Avalon Rd Unit SI ID1244709P, Winter Garden, FL 34787

    The advertised rate of $2,937/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 8, 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 ID1244709P, 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
  • /56

    $3,300 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,769 Sq Ft
    • Luxury Living in Winter Garden – 4-Bedroom and 3.5-Bathrooms Home with Screened Patio & EV Charging

    15387 Gilligan Ct, Winter Garden, FL 34787

    This home offers an exceptionally functional and rare layout, featuring two primary suites—one on each floor—providing maximum comfort and flexibility for multi-generational living. With a large loft ideal for a second living room, office, or play space. Bright, open-concept living and dining areas perfect for entertainingStylish kitchen with a large island and generous storage. A

    15387 Gilligan Ct, Winter Garden, FL 34787
  • /23

    $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
  • /42

    $2,600 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,568 Sq Ft
    • Charming 3-Bed Townhouse Retreat in Winter Garden – Spacious Living with 2.5 Baths!

    10083 Salt Pt Dr, Winter Garden, FL 34787

    Experience refined living in this stunning two-story luxury townhome, perfectly situated in the prestigious Waterleigh Community of Winter Garden. This beautifully designed residence offers 3 spacious bedrooms and 2.5 baths, blending comfort, sophistication.Step inside to an inviting open-concept layout featuring a gourmet kitchen with generous prep space, and a seamless flow into the

    10083 Salt Pt Dr, Winter Garden, FL 34787
  • /17

    $1,700 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
  • /23

    $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
  • /17

    $2,500 Per Month

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

    15603 Boggy Oak Cir, Winter Garden, FL 34787

    Welcome home to this charming and well-maintained property located in the highly desirable Winter Garden area! Nestled in a quiet, tree-lined neighborhood, this home offers the perfect blend of comfort, style, and convenience.Spacious and open floor plan with abundant natural lightWell-appointed kitchen with modern appliances and ample cabinet spacePrimary suite featuring a

    15603 Boggy Oak Cir, Winter Garden, FL 34787
  • /21

    $1,750 Per Month

    • 2 Beds
    • 2 Baths
    • 1,203 Sq Ft
    • Condo for Rent

    302 Avalon Rd Unit 302, Winter Garden, FL 34787

    This generously sized condo offers a perfect blend of comfort, convenience, and resort-style amenities. Featuring two large bedrooms and two full bathrooms, this unit is ideal for those seeking space, privacy, and modern living.The primary suite includes its own private, covered patio, perfect for enjoying quiet mornings or relaxing evenings. Inside, you'll find a walk-in closet, a

    302 Avalon Rd Unit 302, Winter Garden, FL 34787
  • /14

    $1,200 Per Month

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

    1120 Lincoln Terrace Unit A, Winter Garden, FL 34787

    Welcome to this beautiful brand-new 1-bedroom, 1-bathroom home, thoughtfully designed with modern finishes and abundant natural light throughout. Featuring tile flooring throughout the entire home, this property offers both style and easy maintenance.The contemporary kitchen is equipped with elegant quartz countertops, white cabinetry, stainless steel appliances, and a gas stove,

    1120 Lincoln Terrace Unit A, Winter Garden, FL 34787
  • /23

    $2,800 Per Month

    • 3 Beds
    • 3 Baths
    • 1,300 Sq Ft
    • Condo for Rent

    1120 Lincoln Terrace Unit B, Winter Garden, FL 34787

    Welcome to this stunning brand-new 3-bedroom, 3-bathroom home, thoughtfully designed with modern finishes and abundant natural light throughout. Featuring tile flooring throughout the entire home, this property offers both style and easy maintenance.The contemporary kitchen is equipped with elegant quartz countertops, white cabinetry, stainless steel appliances, and a gas stove, creating

    1120 Lincoln Terrace Unit B, Winter Garden, FL 34787

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 $1,963 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 $112,400 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 $2,810 per month in Winter Garden, FL, renters typically need to show $8,430 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 17.1, 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.

Rental Home Trends

Number of Condos for Rent
29
Median Condo Rent
$1,963
Median 1 Bedroom Condo Rent
$1,575
Median 2 Bedroom Condo Rent
$1,875
Median 3 Bedroom Condo Rent
$2,200
How to Rent a Home