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Apartments for Rent in Tucker Oaks, Winter Garden, FL

Average rent

$2,097
decreased by4%

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Great for

Pet owners
Social life
Wellness

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1535 Broken Oak Dr #37B - Photo 1 of 1

5d+ ago

Tucker Oaks townhouse for rent in Winter Garden

Tucker Oaks

1535 Broken Oak Dr #37B, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Garage parking

3 beds

3 baths

$2,195

$2,095

Price drop

House for rent

Available Jun 20

15603 Boggy Oak Cir - Photo 1 of 1

5d+ ago

Tucker Oaks apartment for rent in Winter Garden

15603 Boggy Oak Cir, Winter Garden, FL 34787

In-unit laundry | Garage parking | Balcony

3 beds

2.5 baths

$2,500

Apartment for rent

Available Jul 15

1516 Scarlet Oak Loop #B - Photo 1 of 1

5d+ ago

Tucker Oaks condo for rent in Winter Garden

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

Swimming pool | Controlled access | Outdoor space

3 beds

2.5 baths

$2,100

Condo for rent

1066 Dolphin Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1066 Dolphin Dr, Winter Garden, FL 34787

In-unit laundry | On-site laundry | Ceiling fan

3 beds

2 baths

$1,700

House for rent

Description

Property Status: Pending Westside Townhomes 3BR 2BA over 1400 sq/ft. One bedroom and full bath downstairs. Spacious kitchen with ample counter space, combination living room/dining room. Upstairs are 2 bedrooms, a full bath and laundry room. Walk-n closet in upstairs front bedroom!! Washer and Dryer included "as-is" and to be maintained by tenant at tenant's expense. Screened in covered patio in back and FENCED YARD. Owner will consider one small pet, with increase in security deposit (no aggressive breeds). HOA maintains front yard and tenant maintains the back yard. Loca

15992 W Colonial Dr #M03 - Photo 1 of 1

5d+ ago

Apartment for rent in Oakland

15992 W Colonial Dr #M03, Oakland, FL 34787

Studio

1 bath

$800

Apartment for rent

Available Jun 22

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 apprec

273 Avalon Rd - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

273 Avalon Rd, Winter Garden, FL 34787

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

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

Find rentals with popular amenities

Outdoor Space

Garage Parking

In-Unit Laundry

Swimming Pool

1309 Cardinal Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

1309 Cardinal Ln, Winter Garden, FL 34787

In-unit laundry | Ceiling fan | Dishwasher

3 beds

2 baths

$1,800

House for rent

Description

Property Status: Pending One story unit 3 bedroom 2 full bath in West side Townhomes. Fenced in backyard area. READY JUNE 1ST. Close to downtown Winter Garden within minutes to shopping, hospital, YMCA, and Winter Garden Village. Office Phone: (407) 408-6662 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.

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

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1000 Dolphin Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1000 Dolphin Dr, Winter Garden, FL 34787

In-unit laundry | Dishwasher | Outdoor space

3 beds

2 baths

$2,100

House for rent

Description

Property Status: Active 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 Stellar MLS. All rights

Nearby rental good for eco-living

Nearby rental good for pet owners

Listings within 5 miles
1257 Winter Green Way - Photo 1 of 1

1d ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1257 Winter Green Way, Winter Garden, FL 34787

In-unit laundry | Swimming pool | Dishwasher

2 beds

1.5 baths

$1,850

House for rent

Description

Property Status: Active 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 downstai

266 Regal Downs Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

266 Regal Downs Cir, Winter Garden, FL 34787

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

4 beds

2 baths

$2,730

$2,560

Price drop

House for rent

Available Jul 16

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

221 Timbercreek Pines Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

221 Timbercreek Pines Cir, Winter Garden, FL 34787

Garage parking | Walk-in closets | Ceiling fan

4 beds

2.5 baths

$2,840

$2,705

Price drop

House for rent

Available Aug 10

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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934 Home Grove Dr - Photo 1 of 1

4d ago

Our team has verified this company

Verified

934 Home Grove Dr Winter Garden, FL 34787

934 Home Grove Dr, Winter Garden, FL 34787

Garage parking | Outdoor space

4 beds

3 baths

$3,445

House for rent

Available Jun 26

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 $3589.90. That covers your base rent, $3445.00 + 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. Loving where you live is easy when you

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

$2,405

House for rent

Available Aug 4

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 is available to pre-lease! Reserve it by paying a r

Find sweet deals near Tucker Oaks

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

146 Lakeview Reserve Blvd - Photo 1 of 1

3d ago

Our team has verified this company

Verified

146 Lakeview Reserve Blvd Winter Garden, FL 34787

146 Lakeview Reserve Blvd, Winter Garden, FL 34787

Garage parking | Swimming pool | Outdoor space

4 beds

2.5 baths

$3,330

House for rent

Available Jun 3

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 $3594.90. That covers your base rent, $3330.00 + 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. Who said

Experience Modern Luxury at Smith & Main: Premier Living in Downtown Winter Garden - Photo 1 of 1

2d ago

8.1

Very good

1–2 beds

1–2 baths

$1,995–$2,695

Price drop

Apartment for rent

Description

LIMITED SPECIAL: Lease by 7/1/2026 and get half of your first full month RENT FREE! Limited time ONLY Discover Smith & Main, a stunning addition to the sought-after Downtown Winter Garden district. Built in 2023, this exclusive community features striking Mediterranean-style architecture that blends historic charm with contemporary comfort. Modern Interiors Step inside to premium luxury finishes. Each residence boasts open layouts anchored by sleek granite countertops and stainless steel appliances. Durable, stylish LVP flooring runs throughout. Select units feature pri

13841 Daniels Landing Cir - Photo 1 of 1

4d ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

13841 Daniels Landing Cir, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,250

House for rent

Description

Property Status: Active Nicely maintained, 3 bedroom 2.5 bathroom upgraded townhome in the excellent location of Daniels Landing in Winter Garden. This Community is beautiful, pool, fitness center, playground, clubhouse and gated. Located within a minutes walk or car ride to Fowlers Grove shopping, Hospital, Dr's offices and Downtown Winter Garden with its famous Farmers Market, West Orange Trail, Cafe's, Resturant's and Boutiques. Spacious living area with all three bedrooms having en-suite bathroom access. Grainte and hardwood cabinets, Laminite flooring downstairs and a

13800 Golden Russet Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

13800 Golden Russet Dr, Winter Garden, FL 34787

Garage parking | Swimming pool | Storage

4 beds

2.5 baths

$2,450

House for rent

Available Jul 31

Description

Welcome home to this beautifully upgraded 4-bedroom, 2.5-bath townhome nestled in the exclusive gated community of The Orchard—where comfort, style, and convenience come together in perfect harmony. Available for move-in July 1st!!! This rare rental opportunity won’t last long! Step inside and be wowed by the spacious open-concept layout, perfect for hosting guests or enjoying cozy family nights. The sunlit living and dining areas flow effortlessly, creating a warm and welcoming atmosphere from the moment you walk in. Upstairs, you’ll find generously sized bedrooms, abun

705 Largovista Dr - Photo 1 of 1

5d+ ago

House for rent in Oakland

705 Largovista Dr, Oakland, FL 34787

In-unit laundry | Garage parking | Storage

4 beds

4 baths

$6,000

House for rent

Available Jun 20

Description

Come view this newly built 4 bed/4 bath two-story home in the gated community of John's Landing! Inside, you'll find a bright and airy open layout featuring an impressive vaulted ceiling, large windows, and elegant flooring throughout. The stunning kitchen includes custom built-in Thermador appliances and solid wood cabinetry. The primary suite features vaulted ceilings, a spa-style bath with a free-standing tub, a frameless glass shower, his-and-hers vanities with backlit mirrors, and a large walk-in closet. The main level also includes a bedroom with an en-suite bath and

2501 Sky Stone Ct - Photo 1 of 1

5d+ ago

House for rent in Oakland

Single Family Residence - OAKLAND, FL

2501 Sky Stone Ct, Oakland, FL 34787

In-unit laundry | Garage parking | Swimming pool

4 beds

2.5 baths

$3,900

House for rent

Description

Property Status: Active Beautifully maintained home in the desirable Oakland Trails community, ideally located on a quiet dead-end street with peaceful preserve views and no rear neighbors. The open layout features natural light, a spacious living area, a modern kitchen, and large, comfortable bedrooms. Enjoy community amenities, including a pool, playground, and walking paths, with direct access to the West Orange Trail. Just minutes from Downtown Wintergarden, Clermont, and major highways, including the Turnpike, 408, 429, and I-4. Move-in ready and easy to show Office P

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330 Southern Pecan Cir - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

2 beds

2 baths

$1,900

Condo for rent

Description

LARGEST 2 BEDROOM CONDO WITH A SOLARIUM IN SOUTHERN PINES!!UPGRADED WITH GRANITE COUNTER TOPS, 9' CEILINGS, CROWN MOLDING & DECORATOR PAINT IN NEUTRAL COLOR. Amenities galore include pool/spa, tennis, volleyball, picnic area, car wash area, indoor racquetball, basketball, fitness & play area for the kids plus a clubhouse with a theater room, billiards and computer. Rent includes water/sewer and trash. HOA has an application fee of $100 per single adult or married couple.

417 Southern Pecan Cir #207 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

Condominium - WINTER GARDEN, FL

417 Southern Pecan Cir #207, Winter Garden, FL 34787

In-unit laundry | Ceiling fan | Dishwasher

1 bed

1 bath

$1,750

Condo for rent

Description

Property Status: Active 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. Office Phone: (407) 476-0461 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.

304 Southern Pecan Cir #208 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Garden

Condominium - WINTER GARDEN, FL

304 Southern Pecan Cir #208, Winter Garden, FL 34787

In-unit laundry | Fitness center | Dishwasher

2 beds

2 baths

$2,000

Condo for rent

Description

Property Status: Active 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. Office Phone: (407) 476-0461 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.

5d+ ago

House for rent in Winter Garden

On-site management

3 beds

2 baths

$2,150

$2,050

Price drop

House for rent

Available Jun 1

Description

Fresh out of rehab and ready to be your home!! For applications or to schedule a viewing, please visit our website: www keystone-brokers com By submitting your information on this page you consent to being contacted by the Property Manager and RentEngine via SMS, phone, or email.

Showing 1 - 24 of 24 results
Home > Apartments in Winter Garden > Tucker Oaks Apartments For Rent
Updated: June 27, 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 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 rentals24
💰Best rent deal15992 W Colonial Dr #M03
Popular amenities, ,
🍽With dishwasher
🏠With photos