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Apartments for Rent in Courtlea Oaks, Winter Garden, FL

Average rent

$2,262

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Eco-living
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216 Jean St - Photo 1 of 1
3D tour

5d+ ago

Courtlea Oaks house for rent in Winter Garden

Residential, Other - Winter Garden, FL

216 Jean St, Winter Garden, FL 34787

In-unit laundry | Garage parking | Ceiling fan

3 beds

2.5 baths

$2,500

House for rent

1223 E Plant St - Photo 1 of 1

6h ago

Our team has verified this company

Verified

1223 E Plant St, Winter Garden, FL 34787

Furnished | Air conditioning | Balcony

2 beds

2 baths

$5,586

Apartment for rent

Description

The advertised rate of $5,586/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 3, 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 higher if billed in multiple payments. Feel at home in this beautifully designed 2-bedroom, 2-bath apartment nestled in the heart of charming Winter Garden, just 20 minutes from Walt Disney

391 Floral Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

391 Floral Dr, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$3,500

House for rent

Description

Property Status: Pending One or more photo(s) has been virtually staged. Available April 10th, 2026, Welcome to 391 Floral Drive, a beautifully remodeled 3-bedroom, 2-bathroom home in the heart of Winter Garden’s highly sought-after Golf Cart District. This stunning 2022 renovation combines modern elegance with cozy charm, offering 1,728 sq. ft. of thoughtfully designed living space. Step inside to discover an open-concept layout featuring luxury vinyl plank flooring, a chef’s kitchen with sleek stainless steel appliances, a spacious island, and stylish new cabinetry—perf

418 Charles St - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

418 Charles St, Winter Garden, FL 34787

In-unit laundry | Garage parking | Storage

5 beds

3 baths

$2,500

House for rent

Description

Property Status: Pending One or more photo(s) has been virtually staged. Nestled in the highly desirable **Golf Cart District**, this charming home offers the perfect blend of character, culture, and convenience in the heart of **Downtown Winter Garden**. This beautifully maintained **5-bedroom, 3-bathroom** residence provides an ideal combination of space, style, and flexibility in one of Central Florida’s most walkable and sought-after communities. Inside, the **open-concept floor plan** creates a seamless flow between the living, dining, and kitchen areas, making the h

427 Tierra Verde Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

427 Tierra Verde Ln, Winter Garden, FL 34787

Furnished | Carpet | Outdoor space

4 beds

2 baths

$3,300

House for rent

Description

A Beautiful FULLY FURNISHED (can also be made available unfurnished) Home in the Gated Community of Lake Cove Pointe, within the Winter Garden Golf Cart District. Just a stone's throw away from the charming Historic Downtown Winter Garden with its cozy atmosphere and various amenities. This home boasts numerous features that might make you want to stay in. Upon arrival, you'll be greeted by the lush, well-maintained oak trees lining the paver drive and walkway leading to the inviting front porch. Inside, the spacious layout of this nearly 2,400 square feet home with 4 bedr

420 E Cypress St - Photo 1 of 1

6h ago

Our team has verified this company

Verified

420 E Cypress St, Winter Garden, FL 34787

In-unit laundry | Furnished | Air conditioning

3 beds

2 baths

$4,460

Apartment for rent

Description

The advertised rate of $4,460/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 23, 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 higher if billed in multiple payments. Welcome to Peace in the Garden, a serene home away from home in beautiful Winter Garden, Florida, where you'll feel at home. Tucked away on a quiet r

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Dishwasher

Outdoor Space

In-Unit Laundry

Garage Parking

Listings within 5 miles
150 Temple Grove Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

150 Temple Grove Dr, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$2,900

House for rent

Description

Property Status: Active Imagine starting your mornings beneath towering oak trees in the heart of the Winter Garden Historic District, where life moves just a little slower and neighbors still wave as they pass by in their golf carts. Tucked away on a quiet dead-end street in the sought-after Winter Garden Golf Cart District, this spectacular rental offers a rare opportunity to live in one of the most beloved pockets of town—on a street where homes seldom become available for rent. Set on a massive lot with an incredible backyard oasis, the property is surrounded by lush

224 W Cypress St #NA - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

$1,875 - 3 Bedroom 2 Bathroom House In Near Down Town Winter Garden

224 W Cypress St #NA, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Assigned parking

3 beds

2 baths

$1,875

House for rent

Available Apr 1

Description

Amazing 3 bedroom, 2 bathroom house in Winter Garden. Amenities included: central air, central heat, deck, hardwood floors, and washer dryer. The 3rd room is smaller than other 2 rooms. It's perfect for home office or studio. No Utilities included. Is not pet friendly. Date Available: Jan 16th 2026. $1,975/month rent. $1,975 security deposit required. Applicant must have at least 650 credit score and no eviction record. Please submit the form on this page or contact KMC Investments at 321-217-5359 to learn more. This property is managed by a responsible landlord using Avai

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Arya at Windermere 55+ - Photo 1 of 1
Age restricted
Rent special

1d ago

9.7

Excellent

Our team has verified this company

Verified

Arya at Windermere 55+

1231 Arya Way, Ocoee, FL 34761

On-site laundry | Balcony | Swimming pool

1–2 beds

1–2 baths

$1,945–$2,895

Apartment for rent

Description

B3 Slate 2 BD, 2 BA

Call

Park Place at Maguire Apartments - Photo 1 of 1
Highly rated

3d ago

9.9

Excellent

Our team has verified this company

Verified

Park Place at Maguire Apartments

100 Maguire Park St, Ocoee, FL 34761

In-unit laundry | Air conditioning | Garage parking

1–3 beds

1–2 baths

$1,527–$2,606

Price drop

Apartment for rent

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326 Daniels Pointe Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

326 Daniels Pointe Dr, Winter Garden, FL 34787

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$2,275

House for rent

Available Mar 24

Description

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected. This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at rentprogress com smarthome Want to tour on your own? Click the “Self Tour” button on this home’s RentProgress. com listing or call (407) 848-1919 to register for a self-guided showing at a time that works best for you. Interested in thi

119 Parker Cove Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

119 Parker Cove Ct, Ocoee, FL 34761

Garage parking | Ceiling fan | Outdoor space

3 beds

2 baths

$2,260

House for rent

Available May 11

Description

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at rentprogress com smarthome Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and res

607 E Oakland Ave - Photo 1 of 1

3d ago

Our team has verified this company

Verified

607 E Oakland Ave, Oakland, FL 34787

Garage parking | Swimming pool | Fireplace

4 beds

3.5 baths

$4,600

House for rent

Available Mar 30

Description

A generously scaled layout and a thoughtfully articulated outdoor setting distinguish this 4-bedroom, 3.5-bath Oakland home. Its living area is anchored by a fireplace with a detailed surround, positioned beneath a wall-mounted display. Broad windows fitted with plantation shutters introduce controlled natural light, while the open configuration maintains visual continuity into adjacent spaces. In the kitchen, extensive cabinetry lines the perimeter, complemented by stainless steel appliances and a central island with integrated sink. A long breakfast bar accommodates mul

308 Forrest Crest Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

308 Forrest Crest Ct, Ocoee, FL 34761

On-site laundry | Swimming pool | On-site management

5 beds

3 baths

$3,780

House for rent

Available May 27

Description

We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home is currently occupied and coming soon; please respect the current resident’s privacy and do not disturb. Please note that the advertised price may exclude additional fees. These in

611 Palomas Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

611 Palomas Ave Ocoee, FL 34761

611 Palomas Ave, Ocoee, FL 34761

Garage parking | Outdoor space

4 beds

2 baths

$2,660

House for rent

Available Mar 20

Description

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2804.90. That covers your base rent, $2660.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet & Media ($85), Smart Home with video doorbell ($40), and Utility Billing Service Fee ($9.95). Base rent varies based on selected lease term. You deserve a quality home that you ca

Advenir at The Oaks - Photo 1 of 1
Highly rated
3D tour

13m ago

8.8

Very good

Advenir at The Oaks

3100 Old Winter Garden Rd, Ocoee, FL 34761

In-unit laundry | Air conditioning | Balcony

1–3 beds

1–2 baths

$1,295–$2,214

Apartment for rent

Available Mar 31

Description

Dogwood Renovated

Find sweet deals near Courtlea Oaks

These rentals are 10%-30% cheaper than the local average price for similar rentals.

Brass Ring Apartments - Photo 1 of 1

19h ago

8

Very good

Brass Ring Apartments

722 S Woodland St, Winter Garden, FL 34787

Outdoor space | Oven

1 bed

1 bath

$1,050

Apartment for rent

Description

Experience modern affordability in the Heart of Winter Garden - Newly Renovated 1-Bedroom, 1-Bath Apartment! Welcome to your sanctuary in Winter Garden, where style, comfort, and affordability converge! Unveiling our newly renovated 1-bedroom, 1-bath apartment, this contemporary living space is designed to elevate your lifestyle. Key Features: Stylish Interiors: Step into a thoughtfully designed space adorned with chic finishes and a modern aesthetic. The open layout maximizes space, creating an inviting ambiance that feels both spacious and cozy. Efficient Kitchen Des

LAKE JOHNS APARTMENTS & RV PARK LLC - Photo 1 of 1

2d ago

8

Very good

LAKE JOHNS APARTMENTS & RV PARK LLC

15992 W Colonial Dr, Oakland, FL 34787

Studio–1 bed

1 bath

$750–$800

Apartment for rent

Description

If you're looking for a no-frills, budget-friendly place to stay in beautiful Winter Garden, this studio RV might be just what you need. It's an older model with some character, but it's clean, functional, and has everything you need for a simple, comfortable stay. Located just minutes from historic downtown Winter Garden, you'll have easy access to local shops, restaurants, bike trails, and parks. It's also a great home base for visiting nearby Orlando attractions without the high price tag. It's not luxury—but it's private, peaceful, and perfect for travelers who appreci

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600 N Lakewood Ave - Photo 1 of 1
New construction

3d ago

House for rent in Ocoee

Single Family Residence - OCOEE, FL

600 N Lakewood Ave, Ocoee, FL 34761

In-unit laundry | Ceiling fan | High ceilings

3 beds

2 baths

$2,500

House for rent

Description

Property Status: Active Stunning new built home available for immediate occupancy. Come and step inside into its luxurious interior, featuring marble style tile floors, chef kitchen with white soft close cabinets, Quartz stone countertops, and stainless steel appliances. 3 bed / 2 bath on the first floor. Upstairs enjoy a spacious loft media entertaining space. Enjoy a private fenced yard. All new paver driveway. Located near the heart of Downtown Ocoee, minutes to Starke Lake, shopping, 429, and schools. Hurry now and schedule your appointment today. Office Phone: (407)

1008 Armada Ct - Photo 1 of 1

5d+ ago

House for rent in Ocoee

3 Bedroom Pet-Friendly Home in Ocoee, FL with Main Street Renewal

1008 Armada Ct, Ocoee, FL 34761

Swimming pool

3 beds

1 bath

$1,975

House for rent

Description

Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply. We do not advertise on or ask for payments via check, cash, wire transfer, or cash apps. Contact us to schedule a showing.

80 Windtree Ln #203 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

Condominium - WINTER GARDEN, FL

80 Windtree Ln #203, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Ceiling fan

2 beds

2 baths

$1,750

Condo for rent

Description

Property Status: Active Very nice 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 combo and each has their own bathroom. Enjoy your morning coffee or a good book from your private screened in front porch. Community has private pool area, basketball courts, and plenty of green space for outdoor activities. Application process and fees apply. Call today for your pri

Prosperity Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

3 beds

2.5 baths

$2,400

House for rent

Available Mar 26

Description

Experience modern living in this stunning 3-bedroom, 2.5-bath townhome. Designed for both comfort and functionality, this spacious two-story home features an open-concept living and dining area that flows seamlessly to a private lanai-perfect for relaxing or entertaining. A versatile flex space near the foyer offers the ideal spot for a home office or sitting area. Upstairs, the owner's suite impresses with a private bath and walk-in closet, while two additional bedrooms provide ample space. Don't miss this opportunity-schedule your tour today. Pet Friendly & Office. Provi

461 Daniels Pointe Dr #NA - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

3 Bedroom 2 Bathroom hause In Winter Garden With Great Amenities $2,290 -

461 Daniels Pointe Dr #NA, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$2,290

Apartment for rent

Available Apr 1

Description

PLEASE NOTE: Seeking individual/private tenants only for a traditional residential lease. We do not accept corporate, organizational, or third-party master leases.” Beautiful Home for Rent – Move-In Ready! 📍Winter Garden – Prime Location
💰 $2.290
🛏 3 | 🛁 2 ✨ Bright, open floor plan
✨ Updated kitchen with stainless steel appliances
✨ Spacious fenced yard – perfect for relaxing
✨ Quiet, family-friendly neighborhood
✨ Conveniently located near shopping, dining & major highways 🐾 Pets: one small dog or one cat Non smoking

600 Nicole Blvd #NA - Photo 1 of 1

5d+ ago

House for rent in Ocoee

$2,200 - NO HOA 3 Bedroom 2 Bathroom House In Ocoee With Great Amenities

600 Nicole Blvd #NA, Ocoee, FL 34761

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$2,198

House for rent

Available Apr 1

Description

Amazing 3 bedroom, 2 bathroom house in Ocoee. Amenities included: central air, central heat, dishwasher, stainless steel appliance, updated kitchen, updated bathroom, storage, washer dryer, and large backyard fenced. No Utilities included. Is not pet friendly. Date Available: Apr 1st 2026. $2,200/month rent. $2,000 security deposit required. Please submit the form on this page or contact Strivation Line Co at 407-906-1545 to learn more. This property is managed by a responsible landlord.

1604 Scarlet Oak Loop #63B - Photo 1 of 1

5d+ ago

Tucker Oaks townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1604 Scarlet Oak Loop #63B, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,500

$2,200

Price drop

House for rent

Description

Property Status: Active This updated two-story home in Tucker Oaks has a comfortable, easy layout and a great location. The first floor features tile throughout, making it both practical and easy to maintain. The kitchen offers plenty of cabinet space and opens up nicely to the living area, and there’s also a two-car garage. Upstairs, you’ll find three spacious bedrooms with no carpet, which is a big plus for low-maintenance living. The primary suite includes a walk-in closet and a bathroom with dual sinks, a garden tub, and a nice pond view behind the home. The home sit

Showing 1 - 25 of 25 results
Home > Apartments in Winter Garden > Courtlea Oaks Apartments For Rent
Updated: April 7, 2026

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Learn more about renting in Courtlea Oaks, Winter Garden, FL

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2024 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Courtlea Oaks Apartments for rent FAQ

What is the average size of an apartment in Courtlea Oaks, FL?

The average size of a 3 bedroom apartment rental in Courtlea Oaks is 1026 square feet.

Can I afford an apartment for rent in Courtlea Oaks, FL?

To help you better understand how much rent you can afford, check out Zumper's rent calculator. Our rent calculator can help you learn more about Courtlea Oaks average rent prices.

What type of apartment rental is most common in Courtlea Oaks, Winter Garden, FL?

3 bedroom apartments are the most common type of rentals in Courtlea Oaks, Winter Garden, FL right now.

What type of apartment rental is least common in Courtlea Oaks, Winter Garden, FL?

3 bedroom apartments are the least common type of rentals in Courtlea Oaks, Winter Garden, FL right now.

Looking for an apartment in Courtlea Oaks, Winter Garden, FL?

🔑Available apartment rentals25
💰Best rent deal418 Charles St
Popular amenities, ,
🍽With dishwasher
🏠With photos