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Apartments for Rent in Tucker Oaks, Winter Garden, FL

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

5d+ ago

Tucker Oaks condo for rent in Winter Garden

CONDOS - 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

$2,595

Price drop

House for rent

Available Sep 7

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

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

1d 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

5d+ ago

House for rent in Winter Garden

SINGLE_FAMILY - WINTER GARDEN, FL

273 Avalon Rd, Winter Garden, FL 34787

Walk-in closets | Ceiling fan | Storage

4 beds

2 baths

$2,995

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

302 Avalon Rd #302 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

302 Avalon Rd #302, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

2 beds

2 baths

$1,750

Condo for rent

Available May 20

Description

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 stand-up shower, and a separate soaking bathtub, creating a true retreat within your home. The second bedroom is equally impressive with its own private bathroom and closet, making it ideal f

1000 Dolphin Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

1000 Dolphin Dr, Winter Garden, FL 34787

Outdoor space

3 beds

2 baths

$2,000

House for rent

Description

Property Status: Pending Enjoy living in this beautiful 3-bedroom, 2-bath home featuring a spacious fenced backyard and situated on a desirable corner lot. The modern kitchen offers elegant quartz countertops, perfect for cooking and entertaining. Conveniently located just 5 minutes from Downtown Winter Garden, you'll love being close to great schools, restaurants, shopping, farmers markets, and plenty of activities around town. If you haven't experienced Downtown Winter Garden yet, you definitely should! Office Phone: (407) 930-3530 Copyright © 2026 My State MLS. All righ

Find rentals with popular amenities

Walk-In Closets

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
407 Douglas Way #66 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

CONDOS - WINTER GARDEN, FL

407 Douglas Way #66, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Ceiling fan

2 beds

2 baths

$1,995

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

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407 Douglas Way - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

407 Douglas Way, Winter Garden, FL 34787

In-unit laundry | Dishwasher | Outdoor space

2 beds

2 baths

$2,100

$1,995

Price drop

House for rent

Description

Minimum Deposit $1,995. Monthly Rent $1,995. Available now! Contact Polina at (407) 897-5400 or email **** to schedule your private showing. Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been established. 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 commu

Nearby rental good for social life

Nearby rental good for pet owners

1257 Winter Green Way - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

TOWNHOME - WINTER GARDEN, FL

1257 Winter Green Way, Winter Garden, FL 34787

Swimming pool | Dishwasher | Outdoor space

2 beds

1.5 baths

$1,850

House for rent

Description

Property Status: Pending Welcome to this extremely spacious 2-bedroom, 1 full-bathroom and 1 half-bath townhome, offering modern updates and a peaceful retreat in a quiet community. Step inside to find a bright and open floor plan with stylish finishes throughout. The fully updated kitchen features new cabinetry, sleek countertops, and stainless-steel appliances, making it a dream for cooking and entertaining. Enjoy the comfort and privacy of generously sized bedrooms, each having their own vanity the main bathroom upstairs, plus an additional half bath for guest's downsta

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430 Sand Lime Rd - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

House for rent

Description

4 Bedroom 2 Bath Townhome For Rent at 430 Sand Lime Road Winter Garden, Fl. 34787. This Home has a Range, Refrigerator, Central Heat and A/C. Call to schedule showing. For additional information, or to arrange a showing, please call our office at 407-298-9777 or for after hours call Cristina Burgos at 407-361-7193 or Rick Sein at 407-716-0459. Application Instructions: RealSource Property Management only accepts online applications@ www 4rentorlando com that include your full application fee payment and 2 most recent paystubs or proof of income uploaded to your applicati

559 Grand Royal Cir - Photo 1 of 1

1d ago

Our team has verified this company

Verified

559 Grand Royal Cir, Winter Garden, FL 34787

Garage parking | Outdoor space

3 beds

2 baths

$2,215

House for rent

Available Oct 13

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

1030 Maxey Dr - Photo 1 of 1

5d+ 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

$2,185

$1,780

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

397 Regal Downs Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

397 Regal Downs Cir Winter Garden, FL 34787

397 Regal Downs Cir, Winter Garden, FL 34787

Garage parking | Walk-in closets

3 beds

2 baths

$2,495

House for rent

Available Jul 2

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 $2639.90. That covers your base rent, $2495.00 + 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. Get a $500 gift card on select homes.

Find sweet deals near Tucker Oaks

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

419 Home Grove Dr - Photo 1 of 1

5d+ 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

$3,265

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 $3529.90. That covers your base rent, $3265.00 + 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

1301 Eastern Pecan Pl #208 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

APARTMENT - WINTER GARDEN, FL

1301 Eastern Pecan Pl #208, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,950

Condo for rent

Description

Property Status: Active Welcome to this beautifully maintained 2-bedroom, 2-bath condominium located in the highly desirable gated community of Southern Pines in Winter Garden. This spacious second-floor unit offers 1,264 square feet of comfortable living space with an open-concept layout that seamlessly connects the living, dining, and kitchen areas, creating the perfect space for everyday living and entertaining. The kitchen comes fully equipped with stainless steel appliances, including a refrigerator, range, microwave, dishwasher, washer, and dryer, making this home tr

181 Zachary Wade St #NA - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

$3,200 - 5 Bedroom 3 Bathroom House In Winter Garden With Great Amenities close to downtown winter garden

181 Zachary Wade St #NA, Winter Garden, FL 34787

Air conditioning | Garage parking | Assigned parking

5 beds

3 baths

$3,200

House for rent

Available Aug 1

Description

Walk to both elementary and middle schools. Beautiful gated community in recently updated house. Ride your golf cart to downtown winter or ride your bike on west orange trail. Take fishing pole to dock on lake Apopka.

442 Home Grove Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

3 BR / 2 BA Home In Winter Garden

442 Home Grove Dr, Winter Garden, FL 34787

High ceilings | Outdoor space

3 beds

2 baths

$2,795

House for rent

Description

AVAILABLE NOW! Please call or text 407.269.8268 to schedule a showing. This 3 bedroom 2 bath home is located in the Regency Oaks community near local shops, dining, and schools with quick access to West Colonial, 429, the Turnpike, the 408, and the Winter Garden Village. This home features vaulted ceilings, a spacious living/dining combo, a beautiful kitchen with breakfast bar, an updated primary suite including a walk-in shower, garden tub, and dual vanity sink, as well as two other large bedrooms. Additional features include a patio, big backyard, and a 2 car garage. Sor

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8 E Cypress St - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

SINGLE_FAMILY - WINTER GARDEN, FL

8 E Cypress St, Winter Garden, FL 34787

In-unit laundry | On-site laundry | Walk-in closets

2 beds

2 baths

$2,200

House for rent

Description

Property Status: Pending Available NOW for quick move-in. Fully renovated 2 bedroom, 2 bath home located in the Golf Cart District of Downtown Winter Garden. Stunning kitchen with top of the line Bosch appliances and luxury vinyl flooring throughout. Master bedroom features a slider leading to patio, fully renovated bathroom, and walk-in closet. Laundry room with washer and dryer. Spacious fenced in backyard with plenty of room for relaxing and entertaining. Steps away from Downtown Winter Garden, farmers market, shopping, local dining, West Orange Trail, local parks, and

123 Pennsylvania Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

SINGLE_FAMILY - WINTER GARDEN, FL

123 Pennsylvania Ave, Winter Garden, FL 34787

In-unit laundry | Ceiling fan | Carpet

2 beds

1 bath

$1,650

House for rent

Description

Property Status: Pending Cozy single family house with big lot to park your toys. Great location! Minutes to downtown Winter Garden, Plant street area. Spacious 2/1 with living/ dining and additional bonus room. Move in ready. Pet friendly. Application fee and approval required. Office Phone: (407) 970-8833 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 verified.

53 Windtree Ln #102 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

CONDOS - WINTER GARDEN, FL

53 Windtree Ln #102, Winter Garden, FL 34787

In-unit laundry | Assigned parking | Swimming pool

2 beds

2 baths

$1,895

$1,795

Price drop

Condo for rent

Description

Property Status: Active Virtually Staged. This 2 bedroom and 2 bath condo is located on the FIRST FLOOR and it comes with tiled flooring throughout, all appliances, and fresh paint. Two assigned parking spaces for your convenience and beautiful amenities like pool, and basketball courts. Located at closed proximity to Downtown Winter Garden, shopping, public transportation, and restaurants. Clean and ready for you! There is a two vehicle max per HOA Rules and Regs. Two parking spots are assigned and residents are only permitted to park in their assigned spots. **RESIDENTS

806 Lost Grove Cir #1 - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

806 Lost Grove Circle (GROVE PARK AT STONE CREST) - 1

806 Lost Grove Cir #1, Winter Garden, FL 34787

5 beds

3 baths

$3,695

$3,495

Price drop

House for rent

Available Jul 20

Description

Enjoy over 3,400 square feet of living space in one of Winter Garden's most desirable communities! This spacious home features 5 bedrooms, 3 bathrooms, a rare three-car garage, an oversized loft, and a flexible floor plan ideal for comfortable family living or working from home. The first floor features new laminate flooring throughout most of the downstairs, along with a formal dining room, spacious family room, separate sitting room, and a well-appointed kitchen with granite countertops, ample cabinetry, and a breakfast nook. A full bedroom and bathroom downstairs provi

632 Dharma Cir - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

SINGLE_FAMILY - Winter Garden, FL

632 Dharma Cir, Winter Garden, FL 34787

Swimming pool | Walk-in closets | Outdoor space

3 beds

2 baths

$2,900

House for rent

Description

Property Status: Active Welcome to this beautiful 3-bedroom, 2-bathroom home for rent in Winter Garden! This well-maintained home features an open-concept floor plan that is perfect for entertaining or relaxing with family and friends. The modern kitchen is equipped with stainless steel appliances and overlooks the spacious living and dining areas. Step outside to your private screened-in patio and enjoy the refreshing saltwater pool, creating the perfect space for year-round outdoor living. Conveniently located just 5 minutes from Highway 429 and Highway 50, this home off

130 Southern Pecan Cir #107 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

2 bedroom 2 bathroom condo ONE CAR GARAGE

130 Southern Pecan Cir #107, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

2 beds

2 baths

$1,850

Condo for rent

Description

Great 2 bedroom 2 bathroom condo on the 1st floor, with all appliances and a 1 car garage. WATER & INTERNET included. Gated community Southern Pines, access to GYM and community pool.

405 Southern Pecan Cir #107 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

1 bedroom 1 bathroom condo w/DEN

405 Southern Pecan Cir #107, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Fitness center

1 bed

1 bath

$1,480

Condo for rent

Description

1 Bed 1 Bath Condo located in Southern Pines gated community in Winter Garden. All appliances included access to GYM, community pool and amenities

Average rent

The average rent in Tucker Oaks, Winter Garden, as of August 2026, is down 6.11% compared to last month but up 3.94% year-over-year.
$2,050
increased by4%

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Great for

Social life
Wellness
Eco-living
Showing 1 - 25 of 25 results
Home > Apartments in Winter Garden > Tucker Oaks Apartments For Rent
Updated: August 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?

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?

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