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Apartments for Rent in Tucker Oaks, Winter Garden, FL

Average rent

$2,154
decreased by4%

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Social life
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1570 Scarlet Oak Loop #66C - Photo 1 of 1

5d+ ago

Tucker Oaks townhouse for rent in Winter Garden

3 beds

2.5 baths

$2,400

House for rent

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

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. Provided by re

1009 Westside Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1009 Westside Dr, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Ceiling fan

3 beds

2 baths

$2,050

House for rent

Description

Property Status: Active AVAILABLE NOW! Beautiful 3-bedroom, 2-bath townhome available for rent in the heart of Winter Garden! This 1,180 sq. ft. home features brand-new windows, a new microwave, a brand new AC, new roof, a new sliding glass door, an updated electrical panel, offering comfort, efficiency, and peace of mind. FIRST FLOOR BEDROOM with ensuite bathroom, then remaining 2 bedrooms upstairs. The interior boasts bright, open living spaces with a functional layout ideal for everyday living and entertaining. Screen room is tiled with artificial turf in the fenced bac

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Outdoor Space

Dishwasher

Swimming Pool

Garage Parking

Listings within 5 miles
376 Douglas Way #73 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

Condominium - WINTER GARDEN, FL

376 Douglas Way #73, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Ceiling fan

3 beds

2 baths

$1,650

Condo for rent

Description

Property Status: Pending Available to rent in the heart of Winter Garden! This 3-bedroom, 2-bathroom condo is located in the Townhomes of Winter Garden community that features a community pool, quick access to major roadways, minutes from the charm and dining of Downtown Winter Garden and the scenic West Orange Trail, perfect for biking, walking, and outdoor recreation. Office Phone: (407) 876-5575 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently veri

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

$2,395

$2,250

Price drop

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. Rent this home by May 14, 2026 and receive $500 Interested in this home? You clearly have exceptional taste. This charming 3-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and connected. Homes like this don’t stay on the market for long—don’t miss your chance to make it yours. Apply today! The Homeowners Associati

314 Daniels Pointe Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

314 Daniels Pointe Dr Winter Garden, FL 34787

314 Daniels Pointe Dr, Winter Garden, FL 34787

Garage parking | Walk-in closets

3 beds

2 baths

$2,265

House for rent

Available May 8

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 $2409.90. That covers your base rent, $2265.00 + 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

27 Oakland Pointe Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

27 Oakland Pointe Cir Oakland, FL 34760

27 Oakland Pointe Cir, Oakland, FL 34760

Fireplace

3 beds

2 baths

$2,715

House for rent

Available May 8

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 $2859.90. That covers your base rent, $2715.00 + 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

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3h ago

7.9

Very good

Lake Apopka Place

Lake Apopka Blvd, Winter Garden, FL 34787

Studio–2 beds

1 bath

$650–$900

Apartment for rent

Description

This 2-bedroom, 1-bathroom unit is located in an older, no-frills lakeside complex right on the edge of Lake Apopka. The building shows its age, but the unit offers a functional layout and a budget-friendly option for those looking to live near the water. Enjoy the peaceful lake views and convenient access to nature trails nearby. Located just a few minutes from Costco, shopping, and main highways, this spot offers solid value for the price. Simple living in a scenic location – schedule a viewing today.

Nearby rental good for eco-living

Nearby rental good for pet owners

13349 Harbor Shore Ln #1 - Photo 1 of 1

3d ago

Townhouse for rent in Winter Garden

13349 Harbor Shore Ln #1, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

2 beds

2.5 baths

$2,159

House for rent

Available May 8

Description

Welcome to this charming 2-bedroom, 2.5-bath townhome in the gated Daniels Landing community of Winter Garden! Both bedrooms feature private en-suite bathrooms and walk-in closets. Enjoy a private courtyard, attached two car garage, and all major appliances included. Community amenities include a pool, clubhouse, playground, and walking trails. Basic internet and cable are included in the rent! Located minutes from Historic Downtown Winter Garden, Highway 50, Sr-429, and the Florida Turnpike, with easy access to top-rated Orange County schools. Shopping, dining, and entert

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709 Garden West Ter - Photo 1 of 1

3d ago

House for rent in Winter Garden

5 beds

3.5 baths

$5,500

House for rent

Description

Luxury Living Meets Historic Charm: Brand New Custom Home Steps from Downtown Winter Garden. Experience the perfect blend of modern luxury and small-town enchantment in this brand-new, custom-built masterpiece. Located just a half-mile stroll from the vibrant heart of historic downtown Winter Garden, this 5-bedroom, 3.5-bathroom home offers an unparalleled lifestyle in one of Florida’s most sought-after neighborhoods. The Space: Every inch of this home features a meticulously thought-out floor plan designed for both high-end entertaining and quiet relaxation. Chef’s Dream

203 S Main St - Photo 1 of 1

4d ago

House for rent in Winter Garden

203 S Main St, Winter Garden, FL 34787

On-site management | Package service | Business center

2 beds

2 baths

$2,699

House for rent

Available Jul 15

Description

Available: July 15, 2026 Pets: Ok, Small- Under 24lbs (Dangerous Pets are not permitted, Pit Bulls, etc.) ***EASY To View At A Convenient TIME*** https www rentengine io listings 60909 ***EASY To Apply*** Once All Adults have Viewed this property, go here: https orlandorealestatepropertymanagement findigs com apply unitid=2fff4e60-da70-429b-89fc-010406dcbdf2 SAVE Money On The Application Fees: We recommend that you not fill out an application if any of the following apply to you: Evictions, Unpaid balances due to landlords, a Credit score below 500, insufficient inco

5d+ ago

Apartment for rent in Oakland

17517 Cottage Ct #2, Oakland, FL 34787

Studio

1 bath

$650

Apartment for rent

Available May 1

Description

This 2-bedroom, 1-bathroom unit is located in an older, no-frills lakeside complex right on the edge of Lake Apopka. The building shows its age, but the unit offers a functional layout and a budget-friendly option for those looking to live near the water. Enjoy the peaceful lake views and convenient access to nature trails nearby. Located just a few minutes from Costco, shopping, and main highways, this spot offers solid value for the price. Simple living in a scenic location – schedule a viewing today.

5d+ ago

Apartment for rent in Winter Garden

17517 Cottage Ct #1, Winter Garden, FL 34787

2 beds

1 bath

$650

Apartment for rent

Available May 1

Description

This 2-bedroom, 1-bathroom unit is located in an older, no-frills lakeside complex right on the edge of Lake Apopka. The building shows its age, but the unit offers a functional layout and a budget-friendly option for those looking to live near the water. Enjoy the peaceful lake views and convenient access to nature trails nearby. Located just a few minutes from Costco, shopping, and main highways, this spot offers solid value for the price. Simple living in a scenic location – schedule a viewing today.

Find sweet deals near Tucker Oaks

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

1010 Stationside Dr - Photo 1 of 1

5d+ ago

House for rent in Oakland

Single Family Residence - OAKLAND, FL

1010 Stationside Dr, Oakland, FL 34787

In-unit laundry | Garage parking | Walk-in closets

3 beds

2 baths

$2,600

House for rent

Description

Property Status: Active Charming 3 bedroom, 2 bath home located in Historic Oakland, just minutes from the Florida Turnpike, West Orange Bike Trail, and Downtown Winter Garden. A split-plan layout includes a formal dining room, formal living room or den that's also perfect for an office space and an open kitchen and dinette that flows seamlessly into a spacious family room, perfect for entertaining. The master bedroom includes an ensuite bathroom with dual sinks and shower. The home boasts newly installed luxury vinyl flooring and carpeting in two bedrooms. Completely move

417 Southern Pecan Cir #202 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

1 bed 1 bath condo w/DEN in Winter Garden

417 Southern Pecan Cir #202, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Swimming pool

1 bed

1 bath

$1,475

Condo for rent

Description

1 Bed 1 Bath Condo w/DEN in Southern Pines. Located on second floor; Gated community with pool and GYM. Water and internet included in rent.

143 Southern Pecan Cir #201 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

Condominium - WINTER GARDEN, FL

143 Southern Pecan Cir #201, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Swimming pool

3 beds

2 baths

$2,400

Condo for rent

Description

Property Status: Active 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, volleyball court, bar-b-que area, and playground. Lease period must be for 12 months no exceptions. New A/C and Water heater installed in 2020. Association approval

13527 Daniels Landing Cir - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

13527 Daniels Landing Cir, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,300

House for rent

Description

Property Status: Active 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, clubhouse with fitness center, recreation facility, scenic walking trails, and a playground. Ideally located just minutes from Winter Garden Village, AdventH

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88 Windtree Ln Bldg K - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

88 Windtree Ln Bldg K, Winter Garden, FL 34787

Air conditioning | Assigned parking | Swimming pool

2 beds

2 baths

$1,590

Condo for rent

Description

Great location! 2nd floor condo in Winter Garden offers 918 square feet of living space, split floor plan, screened in patio, and two assigned parking spaces. Lessee(s) are required to provide proof of liability insurance in the amount of $100,000, prior to occupancy. Real Property Management South Orlando can provide the required coverage for an additional charge of $13.00 per month or you can purchase coverage from your preferred provider. To see all of our available properties check our primary site at www rpmsouthorlando com All residents are enrolled in the Residen

508 Varsity St - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

Half Duplex - WINTER GARDEN, FL

508 Varsity St, Winter Garden, FL 34787

Fitness center | Outdoor space

2 beds

1 bath

$1,695

Apartment for rent

Description

Property Status: Active Primo location. Hip patio villas situated on a quiet oak lined street featuring polished concrete flooring throughout, updated kitchen, granite counter tops. Huge rear yard with open brick patio & two parking pads. All located within close proximity of the picturesque historic downtown Winter Garden. Wonderful cafes, restaurants, theatre and the new Plant Street market and Crooked Can Brewing Company. AMAZING!! For your fitness needs pick up West Orange Trail from downtown, walk, skate, jog or bike the best Florida has to offer. Walk downtown to the

430 Southern Pecan Cir #101 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

430 Southern Pecan Cir #101, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$2,000

Condo for rent

Description

Property Status: Active Available Now | First-Floor Condo in Gated Winter Garden Community Welcome to 430 Southern Pecan Cir, Unit 101, a bright and well-maintained first-floor condo located in the highly desirable Southern Pines community in Winter Garden. This inviting home features an open-concept layout filled with natural light, creating a comfortable and functional space perfect for both relaxing and entertaining. The kitchen offers ample cabinet storage and flows seamlessly into the living and dining areas, giving the home a spacious feel. Enjoy the convenience o

619 E Plant St - Photo 1 of 1

5d+ ago

Courtlea Oaks townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

619 E Plant St, Winter Garden, FL 34787

In-unit laundry | Garage parking | Ceiling fan

3 beds

2.5 baths

$2,800

House for rent

Description

Property Status: Pending Welcome to this charming and well-located rental in the heart of Winter Garden! Situated on historic Plant Street, this inviting property offers the perfect blend of character, convenience, and lifestyle. This home features a bright and functional layout with comfortable living spaces, ideal for relaxing or entertaining. Large windows bring in plenty of natural light, creating a warm and welcoming atmosphere throughout. The kitchen is thoughtfully designed with ample cabinet space, making everyday living easy and efficient. Step outside and enjoy b

750 Home Grove Dr #1 - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

750 HOMEGROVE DR - 1

750 Home Grove Dr #1, Winter Garden, FL 34787

4 beds

2 baths

$2,800

House for rent

Available May 1

Description

Welcome to the spectacular neighborhood of Regency Oaks in Winter Garden! This home has just been renovated with a quartz countertop, new stainless steel appliances, and beautiful laminate flooring. It is zoned for all A-rated schools and is close to the Groves Shopping Center, great restaurants, and has easy access to the 429. As you enter, the home opens up to a long formal dining room and sitting room combo, with the informal family room to the rear, both separated by the spacious kitchen. The Master Suite is situated on the right side of the home, making this a great s

216 Deepcove Rd - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

216 Deepcove Rd, Winter Garden, FL 34787

In-unit laundry | Garage parking | On-site laundry

2 beds

2.5 baths

$2,300

$2,200

Price drop

House for rent

Description

Property Status: Active Beautifully maintained 2-bedroom, 2.5-bath townhome available for rent in a gated Winter Garden community. This home offers a smart, functional layout with an open-concept living and dining area on the main floor—perfect for everyday living and entertaining. A convenient half bath is located downstairs for guests. Upstairs, both bedrooms feature private en-suite bathrooms and spacious walk-in closets, creating two comfortable and well-appointed suites. The laundry room is also located upstairs and includes a linen closet for added storage and conve

238 N Main St - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Spacious 3 Bed/2 Bath Single Family Home in Winter Garden, FL - Available 4/15 - $3100

238 N Main St, Winter Garden, FL 34787

In-unit laundry | Balcony | Hardwood floor

3 beds

2 baths

$3,100

House for rent

Available Apr 15

Description

Property Id: 2479973 Welcome to your new home at 238 N Main St in Winter Garden, FL! This charming single-family property features 3 bedrooms, 2 bathrooms, and a fenced yard perfect for small dogs and cats. With amenities such as a dishwasher, washer/dryer in unit, and a balcony/deck, you'll love calling this place home. Don't miss out on this opportunity, schedule a viewing today! $3100.00/month, available 04/15/2026.

Showing 1 - 25 of 25 results
Home > Apartments in Winter Garden > Tucker Oaks Apartments For Rent
Updated: May 12, 2026

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

What is the average apartment size in Tucker Oaks, Winter Garden, FL?

Tucker Oaks apartments average around 1,524 sqft across all unit types. Two-bedroom units typically offer around 1,216 sqft, while three-bedroom apartments provide around 1,614 sqft of living space.

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

Tucker Oaks sees about 6 three-bedroom listings available per month, making them the most common rental type in the area. Two-bedroom apartments have about 1 listing per month, while one-bedroom and studio units are not currently available.

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

Two-bedroom apartments have averaged about 1 listing per month in Tucker Oaks. One-bedroom and studio apartments are not currently part of the available rental inventory in this Winter Garden neighborhood.

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.

Looking for apartments in Tucker Oaks, Winter Garden, FL near you?

🔑Available apartment rentals25
💰Best rent deal15992 W Colonial Dr
Popular amenities, ,
🏠With photos