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Apartments for Rent in Tucker Oaks, Winter Garden, FL

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1642 Scarlet Oak Loop - Photo 1 of 1

33m ago

Tucker Oaks house for rent in Winter Garden

House for rent

Description

You will enjoy the community pool, basketball courts, BBQ area, playground and a pet park in this amenity-rich gated community. Unit is centrally located quick access to the 408 & 417 and 429; The Winter Garden Village is just minutes away. 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. All residents are enrolled in the Resident Benefi

1432 Broken Oak Dr #31A - Photo 1 of 1

5d+ ago

Tucker Oaks condo for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

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

In-unit laundry | Garage parking | Swimming pool

2 beds

2 baths

$1,900

Condo for rent

Description

Property Status: Active 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 ensuite bathroom and walk in closet. Tucker Oaks is a well maintained and managed gated community with great amenities like a beautiful community pool and cabana

1337 Brandy Lake View Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1337 Brandy Lake View Cir, Winter Garden, FL 34787

Garage parking | Ceiling fan | Deck

4 beds

2 baths

$3,520

$2,605

Price drop

House for rent

Available Sep 14

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 is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist today. Interested in this home? You clearly have exceptional taste. This charming 4.0-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make every

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

3d ago

8.5

Very good

LAKE JOHNS APARTMENTS & RV PARK LLC

15992 W Colonial Dr, Oakland, FL 34787

Studio

1 bath

$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

21 Brock St #NA - Photo 1 of 1

5d+ ago

House for rent in Oakland

$2550- 2 Bedroom 2 Bathroom House In Oakland With Great Amenities

21 Brock St #NA, Oakland, FL 34760

Air conditioning | On-site laundry | Assigned parking

2 beds

2 baths

$2,550

House for rent

Available Sep 1

Description

Historic 2 bedroom, 2 bathroom house in Oakland. Large living room and family room. Corner lot very close to the trail and to downtown Winter Garden. Amenities included: central air, central heat, dishwasher, hardwood floors, stainless steel appliance, storage, laundry in building, and yard. Utilities included: water, yard. Pet friendly. Note: Some pictures have been virtually staged. Date Available: Sep 1st 2026. $2,550/month rent. Please submit the form on this page or contact Maria Gomez at 407-766-7333 to learn more. This property is managed by a responsible landlord u

273 Avalon Rd - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

273 Avalon Rd, Winter Garden, FL 34787

Walk-in closets | Ceiling fan | Storage

4 beds

2 baths

$2,850

House for rent

Description

Property Status: Active Welcome home to 273 Avalon Road, a stunningly beautiful 4 Bedroom, 2 Bath home with 2,459 sqft of living space on almost a 1/2 acre lot !!! Just minutes from Down Town Winter Garden, this is a one of a kind property that was remodeled giving a modern flair to a farmhouse style property. The kitchen has a large center Island, with granite counter tops, stainless steel appliances, custom cabinets, with plenty of bar stool seating. The kitchen flows into a dining/living room space, with lots of windows to let in natural light, a further step down leads

Find rentals with popular amenities

Swimming Pool

Outdoor Space

Dishwasher

Garage Parking

968 Stucki Ter - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

3 beds

2 baths

$2,000

$1,900

Price drop

House for rent

Description

Welcome to this beautifully updated 3 bedroom, 2 bathroom, one story Winter Garden townhome featuring durable plank and tile flooring throughout. This move-in ready home offers a stylish remodeled kitchen with granite countertops, stainless steel appliances, upgraded fixtures, and elegant 6 inch crown molding. Step outside to enjoy the screened-in porch overlooking a private, fenced backyard—perfect for relaxing and entertaining. Ideally located with quick access to **SR 429** and the **Florida Turnpike**, this home offers an easy commute to Downtown Orlando while being

Listings within 5 miles
Winter Green Way - Photo 1 of 1
New construction

4h ago

House for rent in Winter Garden

WG 467 Winter Grove Boulevard

Winter Green Way, Winter Garden, FL 34787

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

5 beds

3.5 baths

$5,200

$4,995

Price drop

House for rent

Available Aug 1

Description

467 Winter Grove Boulevard, Winter Garden, FL 34787Single-Family: 5 Beds. 3.5 Baths. 3 Car garage. 3643 sqft. Home for Rent in Winter Garden – Prime Location & LifestyleWelcome to 467 Winter Grove Boulevard, perfectly located in one of Winter Garden’s most desirable and family-friendly areas. Families will appreciate access to SunRidge Middle School (8/10 GreatSchools) and West Orange High School (7/10).One of the biggest highlights is the location — just 0.5 mile from Winter Garden Village, with Target, Macy’s, Marshalls, Nike Factory Store, Lowe’s, Ross, PetSmart, Ulta B

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407 Douglas Way #66 - Photo 1 of 1

3d ago

Condo for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

407 Douglas Way #66, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Ceiling fan

2 beds

2 baths

$1,995

$1,895

Price drop

Condo for rent

Description

Property Status: Active 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 swimming pool. Conveniently located near shopping, dining, parks, major roadways, and everything that Winter Garden has to offer, this home combines comfort, c

Nearby rental good for wellness

Nearby rental good for wfh

1030 Trailside Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1030 Trailside Ct, Oakland, FL 34787

Garage parking | On-site laundry | Walk-in closets

4 beds

2 baths

$4,020

$2,925

Price drop

House for rent

Available Oct 14

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. 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 reserve this home for a $500 non-refundable holding fee until it's ready for move-in. This fee must be paid within 24 hours of being pre-qualified and will be applied to your first month’s rent if

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427 S Main St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

427 S Main St, Winter Garden, FL 34787

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

3 beds

2 baths

$3,000

House for rent

Available Oct 14

Description

Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 3-bedroom, 2-bathroom rental home in Winter Garden, FL, may be the right place for you. See the pictures to learn more. And apply soon – homes can go fast! This home is available to pre-lease! Reserve it by paying a refundable Hold Fee. (Exceptions apply in Colorado.) Find out more about

1030 Maxey Dr - Photo 1 of 1

13h ago

Our team has verified this company

Verified

1030 Maxey Dr, Winter Garden, FL 34787

On-site laundry | Balcony | Swimming pool

4 beds

1.5 baths

$1,900

$1,550

Price drop

House for rent

Available Jul 27

Description

Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 4-bedroom, 1.5-bathroom rental home in Winter Garden, FL, has a lot to offer; does it check all your boxes? Enjoy outdoor living on the private patio/balcony. See the pictures to learn more. And apply soon – homes can go fast! This home may conveniently feature high-speed internet servi

419 Home Grove Dr - Photo 1 of 1

1d ago

Our team has verified this company

Verified

419 Home Grove Dr Winter Garden, FL 34787

419 Home Grove Dr, Winter Garden, FL 34787

Garage parking | Swimming pool | Fireplace

4 beds

3 baths

$3,180

House for rent

Available Aug 7

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 $3444.90. That covers your base rent, $3180.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet & Media ($85), Pool Maintenance Fee ($120), Smart Home with video doorbell ($40), and Utility Billing Service Fee ($9.95). Base rent varies based on selected lease term. This four

330 Southern Pecan Cir #205 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

3 bed 2 bath condo with DEN

330 Southern Pecan Cir #205, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Swimming pool

3 beds

2 baths

$1,895

Condo for rent

Description

This 3 Bed 2 Bath Condo, located on the second floor includes NEW STAINLESS-STEEL APPLIANCES! Southern Pines is a gated community with access to community pool, GYM and other amenities. INTERNET AND WATER INCLUDED.

Find sweet deals near Tucker Oaks

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

218 Winter Nellis Cir - Photo 1 of 1

3h ago

Townhouse for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

218 Winter Nellis Cir, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

3 beds

2.5 baths

$2,295

House for rent

Description

Property Status: Active AVAILABLE NOW! Beautiful and Spacious Townhouse located between Downtown Winter Garden and Winter Garden Village Mall in gated community of The Orchard. Middle unit, with no rear neighbors, natural wooded view in back with a retention pond. NEW interior paint throughout! Kitchen offers beautiful cherry wood cabinets, Refrigerator, Microwave, Cooktop, Oven, and Dishwasher. Half bathroom located downstairs for your guests. Enjoy a private, two car, attached Garage with independent doors. Master bedroom is located upstairs with Large walk-in closet and

671 E Plant St - Photo 1 of 1

2d ago

Courtlea Oaks townhouse for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

671 E Plant St, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$4,000

House for rent

Description

Property Status: Active Experience the Best of Winter Garden Living! Ideally located just steps from Historic Downtown Winter Garden and the West Orange Trail, this beautiful 3-bedroom, 2.5-bath townhome offers the perfect blend of modern comfort, convenience, and an unbeatable location. This classic Winter Garden style townhome is located just a short walk or bike ride to Historic Downtown Winter Garden, where you'll find charming shops, popular restaurants, breweries, farmers markets, and year-round community events. Inside, you'll find a thoughtfully designed and inviti

353 Lake Amberleigh Dr - Photo 1 of 1

3d ago

House for rent in Winter Garden

353 Lake Amberleigh Dr, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Dishwasher

4 beds

2.5 baths

$6,500

$6,000

Price drop

House for rent

Description

This one checks all the boxes! WATERFRONT POOL HOME, TOTALLY RENOVATED, MODERN FEATURES, SPACIOUS & BRIGHT, GATED COMMUNITY, TOP RATED SCHOOLS! Welcome to this beautifully updated 4-bedroom, 2.5-bath waterfront pool home nestled within the highly sought-after gated community of Lake Amberleigh in the heart of Winter Garden. This meticulously maintained residence combines timeless elegance with modern updates, making it the perfect place to call home. From the moment you arrive, you'll be captivated by the home's soaring ceilings, many windows offering a bright interior, pe

1300 Eastern Pecan Pl #207 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

1300 Eastern Pecan Pl #207, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,950

Condo for rent

Description

Property Status: Active Enjoy resort-style living in this spacious second-floor condominium featuring 2 bedrooms, 2 bathrooms, and 1,276 square feet of living space. Located in the gated Southern Pines community, residents have access to an impressive selection of amenities, including a community pool and heated spa, a fitness center, indoor basketball and racquetball courts, a tennis court, a playground, outdoor grilling areas, and a clubhouse with a movie room, a billiards area, and a business center. Cable, internet, water, sewer, and trash are included in the rent. Con

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13613 Larsen Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

13613 Larsen Ln, Winter Garden, FL 34787

In-unit laundry | Walk-in closets | Ceiling fan

5 beds

4 baths

$3,400

House for rent

Description

Welcome to the luxury living! Conveniently located in gated Glynwood II/Stone Crest you will find this charming home. Featuring 5bedrooms, 4 baths, formal living and dining rooms, office/den, upstairs bedroom and second floor bonus/theatre room. This exquisite residence offers an expansive and open floor plan that effortlessly blends comfort and sophistication. The gourmet kitchen, adorned with solid surface countertops, stainless steel appliances, and a dedicated breakfast nook is the heart of this home. The spacious family room sets the stage for relaxation and gathering

225 Deepcove Rd - Photo 1 of 1

3d ago

Townhouse for rent in Winter Garden

$2,295 - Beautiful Renovated Townhome in Gated Winter Garden Community

225 Deepcove Rd, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

2 beds

2.5 baths

$2,295

House for rent

Available Oct 1

Description

Enjoy maintenance-free living in this beautifully updated 2-bedroom, 2.5-bath townhome located in a desirable gated community just minutes from Downtown Winter Garden, The Grove, SR-429, and the Florida Turnpike. This spacious home features an oversized one-car garage, open living and dining areas, and convenient in-unit laundry. Residents enjoy access to resort-style amenities including a pool, clubhouse, fitness center, and playground. Rent includes high-speed internet, cable TV, water, and alarm monitoring, providing exceptional value and convenience. Located in a highl

2089 White Feather Loop #1 - Photo 1 of 1

5d+ ago

Apartment for rent in Oakland

$1,500 - 1 Bedroom 1 Bathroom Apartment In Oakland With Utilities Included

2089 White Feather Loop #1, Oakland, FL 34787

Furnished | Air conditioning | Swimming pool

1 bed

1 bath

$1,595

$1,500

Price drop

Apartment for rent

Available Aug 20

Description

Amazing 1 bedroom, 1 bathroom apartment in Oakland. Amenities included: furnished, central air, central heat, separate entrance, and quartz countertops. Utilities included: electricity, internet, and water. Is pet friendly. Date Available: Aug 14th 2026. $1,500/month rent. $750 security deposit required. Please submit the form on this page or contact Blue Sage Property Management at 407-408-7616 to learn more. This property is managed by a responsible landlord using Avail landlord software.

531 Clancy St - Photo 1 of 1

10h ago

House for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

531 Clancy St, Winter Garden, FL 34787

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

4 beds

2.5 baths

$2,900

$2,700

Price drop

House for rent

Description

Property Status: Active Welcome to this prime Winter Garden home! This beautifully maintained, 4-bedroom, 2.5-bath two-story home with a 2-car garage is located in the heart of Winter Garden. This home offers two spacious living rooms and a separate dining area! The kitchen is fully equipped with stainless steel appliances, and plenty of storage space. Ceramic tile throughout the first floor, and luxury vinyl flooring throughout the second floor provides both comfort and easy maintenance. Enjoy outdoor living on the screened patio, perfect for relaxing or dining, while the

341 Southern Pecan Cir #201 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

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

In-unit laundry | Garage parking | Dishwasher

1 bed

1 bath

$1,800

Apartment for rent

Description

Property Status: Active 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 professionals who appreciate security, organization, and having their vehicle just steps away. Located within a gated community with amenities and a well-maintaine

508 Varsity St - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

508 Varsity St, Winter Garden, FL 34787

Fitness center | Dishwasher | Outdoor space

2 beds

1 bath

$1,675

Apartment for rent

Description

Property Status: Active Location, location, location! Hip patio villas situated on a quiet oak lined street featuring tile flooring throughout, 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. Walk downtown to the Saturday's Farmers market for your fresh prod

502 Varsity St - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

502 Varsity St, Winter Garden, FL 34787

Fitness center | Dishwasher | Outdoor space

2 beds

1 bath

$1,675

Apartment for rent

Description

Property Status: Active Location, location, location! Hip patio villas situated on a quiet oak lined street featuring tile flooring throughout, 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. Walk downtown to the Saturday's Farmers market for your fresh prod

Showing 1 - 25 of 25 results
Home > Apartments in Winter Garden > Tucker Oaks Apartments For Rent
Updated: August 28, 2026

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Tucker Oaks, Winter Garden, FL apartments for rent

Renting in Tucker Oaks, Winter Garden, FL at a glance

As of today, Tucker Oaks' median rent price is $1,959 per month.

Median rent

$1,959

Rentals, last 30 days

12

Rent by unit type
SizeValueYoY
All bedrooms$1,959N/A
1 bedroom$1,623N/A
2 bedroom$1,979N/A
Not sure what you can afford? Try our rent calculator

Frequently asked questions

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

Based on our current listings, apartments in Tucker Oaks, FL average around 1,546 sqft across all unit types.

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

Based on our current listings, three-bedroom apartments are the most common rental type in Tucker Oaks, Winter Garden, FL, with about 6 listings available monthly.

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

Two-bedroom apartments have averaged about 1 listing per month in Tucker Oaks, Winter Garden, FL, while one-bedrooms and studios currently show no available listings.

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 2026 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?

Tucker Oaks, Winter Garden, FL rental availability
🔑Available apartment rentals25
💰Best rent deal15992 W Colonial Dr
Popular amenities, ,
🍽With dishwasher
🏠With photos