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Houses for Rent in Tucker Oaks, Winter Garden, FL

Average rent

$2,340

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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

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 | Outdoor space | Air conditioning

3 beds

2 baths

$2,100

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

Listings within 5 miles
457 Regal Downs Cir - Photo 1 of 1

2d ago

Our team has verified this company

Verified

457 Regal Downs Cir, Winter Garden, FL 34787

Outdoor space | Garage parking | High ceilings

3 beds

2 baths

$2,495

$2,385

Price drop

House for rent

Available Mar 9

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. Interested in this home? You clearly have exceptional taste. This charming 3.0-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 Association (HOA) for this home may have a separate appl

326 Daniels Pointe Dr - Photo 1 of 1

1d ago

Our team has verified this company

Verified

326 Daniels Pointe Dr, Winter Garden, FL 34787

Deck | Garage parking | Walk-in closets

3 beds

2 baths

$2,380

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. 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 Association (HOA) for this home may have a separate applic

619 E Plant St - Photo 1 of 1

1d 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: Active 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 be

Nearby rental good for eco-living

Nearby rental good for pet owners

750 Home Grove Dr #1 - Photo 1 of 1

1d ago

House for rent in Winter Garden

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 | Outdoor space | Storage

2 beds

2.5 baths

$2,300

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 | Outdoor space | 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.

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149 S Park Ave - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

149 S Park Ave, Winter Garden, FL 34787

In-unit laundry | Garage parking | High ceilings

3 beds

2.5 baths

$5,200

House for rent

Description

Property Status: Active Unbeatable location in the heart of historic Downtown Winter Garden! This bright and airy luxury 3 bedroom townhome features an open concept design and high end upgrades throughout. Beautiful dark wood floors span the main living areas, and main level of home features a gourmet kitchen with custom inlay ceilings, granite countertops, glass front cabinetry, stainless steel appliances, a gas range, and an oversized center island with an open dining area. The kitchen flows seamlessly into a spacious family room featuring large glass doors with plantati

530 Setting Sun Dr #NA - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Beautiful Home in a Gated Community

530 Setting Sun Dr #NA, Winter Garden, FL 34787

Outdoor space | Garage parking | Air conditioning

3 beds

2 baths

$3,450

House for rent

Available Apr 15

Description

Beautiful house in the sought-after gated community of Black Lake Park, where every day feels like a retreat. This bright and spacious, move-in-ready home offers 3 bedrooms, 2 bathrooms, a 3-car garage, and a covered lanai perfect for Florida living. The open layout features tile flooring throughout and a newly remodeled kitchen that truly captures the heart of the home. Overlooking the family room, the kitchen showcases quartz countertops, custom cabinetry, a large center island, and stainless-steel appliances ideal for both entertaining and everyday living. The primary s

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530 Setting Sun Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

530 Setting Sun Dr, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$3,450

House for rent

Description

Property Status: Active Welcome home to this beautiful residence in the sought-after gated community of Black Lake Park, where every day feels like a retreat. This bright and spacious, move-in-ready home offers 3 bedrooms, 2 bathrooms, a 3-car garage, and a covered lanai perfect for Florida living. The open layout features tile flooring throughout and a newly remodeled kitchen that truly captures the heart of the home. Overlooking the family room, the kitchen showcases quartz countertops, custom cabinetry, a large center island, and stainless-steel appliances ideal for bot

455 Winter Grove Blvd - Photo 1 of 1
New construction

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

455 Winter Grove Blvd, Winter Garden, FL 34787

In-unit laundry | Garage parking | Dishwasher

5 beds

3.5 baths

$5,800

$5,490

Price drop

House for rent

Description

Property Status: Active Welcome to this stunning new construction home (2026) located in the desirable city of Winter Garden. This beautifully designed residence offers 5 bedrooms, 3 full bathrooms, and 1 half bath, providing ample space for comfortable living and entertaining. The home features a spacious open floor plan, modern finishes, and abundant natural light throughout. The kitchen flows seamlessly into the living and dining areas, creating the perfect setting for gatherings. Situated within a gated community, residents enjoy added privacy and a peaceful environmen

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 | Outdoor space | Storage

3 beds

2 baths

$2,850

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

13344 Harbor Shore Ln - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

13344 Harbor Shore Ln, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

2 beds

2.5 baths

$2,250

House for rent

Description

Property Status: Active Great location in Winter Garden. Beautiful and charming townhouse, well-maintain 2 bedrooms, 2.5 bath with 1234 sq ft. Step inside to a cozy living room, modern kitchen with granite countertop, stainless-steel appliances, nice dining room, patio and 1car garage. In second level we have all hardwood floors, 2 spacious bedrooms each with its own bath, and walk in closets. Laundry room located in the second floor. Internet and Cable are included. Gated community offers a playground, pool, gym, club house, walking and biking trail. Conveniently located

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 | Storage | Garage parking

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

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 | Deck | 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

13613 Larsen Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

13613 Larsen Ln, Winter Garden, FL 34787

Outdoor space | Walk-in closets

4 beds

4 baths

$3,500

House for rent

Description

Welcome to the luxury living! Conveniently located in gated Glynwood II/Stone Crest you will find this charming home. Featuring 4 bedrooms, 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 gatherin

233 Deepcove Rd - Photo 1 of 1

1d ago

Townhouse for rent in Winter Garden

233 Deepcove Rd, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Dishwasher

2 beds

2.5 baths

$2,250

House for rent

Description

Two bedroom Townhome located in the subdivision of Daniels Landing. Community is gated with a pool, playground and great walking path. Basic cable, basic internet and lawn care are included in the rent. Home has tile throughout the downstairs, a large eat in kitchen and a half bath. This end unit offers a private patio and garage. Located minutes from Winter Garden Village, the 429 and attractions make this a convenient location. Hurry this one won’t last.

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1331 Daniels Cove Dr #NA - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

$2,525 - 4 Bedroom 2 Bathroom House In Winter Garden With Great Amenities

1331 Daniels Cove Dr #NA, Winter Garden, FL 34787

Outdoor space | Garage parking | Air conditioning

4 beds

2 baths

$2,500

House for rent

Available Aug 1

Description

Amazing and spacious 4 bedroom, 2 bathroom house in family friendly Winter Garden. Right down the street from Winter Garden Village. Amenities included: central air, central heat, dishwasher, and yard. No pets please. Date Available: Aug 1, 2025. $2,500/month rent. $2,500 security deposit required. $50 application fee/adult, no admin fee due at move-in. Tenants are responsible for utilities and renter's insurance. Please contact Catherine Barrington at four zero seven two two seven zero two three nine (call or text) or email cathybarr30 at gmail. com to learn more.

165 Windtree Ln #165WL - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

165 Windtree Lane - 165WL

165 Windtree Ln #165WL, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Air conditioning

2 beds

2 baths

$1,750

House for rent

Available Apr 1

Description

Wonderful Windtree Gardens! Renovated 2 brm 2 bath 1st floor unit with screen enclosed balcony. No carpet in unit. Unit has 2 assigned parking spots, washer /dryer. Close to bus lines, shopping & restaurants. Requirements are 600+ credit score and income 2.5 times rent with no evictions on record. Section 8 OK. Application fee $75 per adult and security deposit = to 1 months rent. Applications can be made online at my zealproperty com rentalapplication

13530 Fountainbleau Dr - Photo 1 of 1

1d ago

Chateau Condominiums At Magnolia Pointe townhouse for rent in Orlando

13530 Fountainbleau Dr, Orlando, FL 34711

In-unit laundry | Outdoor space | Storage

4 beds

2.5 baths

$2,295

House for rent

Description

Gorgeous 4/2.5 Spacious Townhome with a Loft Area and a 2 Car Garage in the Desirable Gated Community of Magnolia Pointe - Clermont! Available Now! Lawn care is included with the HOA. Located in one of the most sought-after neighborhoods in Clermont, Magnolia Pointe is a guard gated community that offers residents great amenities like a refreshing community pool, clubhouse, fitness area, tennis courts, playground, water access with a private boat ramp, fishing pier, parks and recreational facilities. You will always find an activity to entertain your family and guests. Th

13619 Laranja St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

13619 Laranja St, Clermont, FL 34711

On-site laundry | Outdoor space | Garage parking

3 beds

2 baths

$2,335

House for rent

Available Apr 20

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. 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 Association (HOA) for this home may have a separate applic

13501 Laranja St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

13501 Laranja St, Clermont, FL 34711

On-site laundry | Outdoor space | Garage parking

3 beds

2.5 baths

$2,910

House for rent

Available Apr 10

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. Interested in this home? You clearly have exceptional taste. This charming 3.0-bedroom, 2.5-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 Association (HOA) for this home may have a separate appl

Listings within 10 miles
464 Basking Ridge Ct - Photo 1 of 1

2d ago

Our team has verified this company

Verified

464 Basking Ridge Ct, Ocoee, FL 34761

On-site laundry | Outdoor space | Garage parking

4 beds

2 baths

$2,350

House for rent

Available Jun 18

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

119 Parker Cove Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

119 Parker Cove Ct, Ocoee, FL 34761

Outdoor space | Garage parking | Ceiling fan

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

Showing 1 - 25 of 25 results
Home > House Rentals in Winter Garden > Tucker Oaks Houses For Rent
Updated: April 23, 2026

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💰Best rent deal1009 Westside Dr
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