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Houses for Rent in Tucker Oaks, Winter Garden, FL

Average rent

$2,450

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1472 Scarlet Oak Loop - Photo 1 of 1

5d+ ago

Tucker Oaks townhouse for rent in Winter Garden

1472 Scarlet Oak Loop, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$2,500

House for rent

15667 Boggy Oak Cir #B - Photo 1 of 1

5d+ ago

Tucker Oaks townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15667 Boggy Oak Cir #B, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$2,000

House for rent

1532 Broken Oak Dr #22B - Photo 1 of 1

5d+ ago

Tucker Oaks townhouse for rent in Winter Garden

1532 Broken Oak Dr #22B, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$2,250

House for rent

1369 Broken Oak Dr #46A - Photo 1 of 1

5d+ ago

Tucker Oaks townhouse for rent in Winter Garden

2 beds

2 baths

$1,950

House for rent

1520 Scarlet Oak Loop #C - Photo 1 of 1

5d+ ago

Tucker Oaks townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1520 Scarlet Oak Loop #C, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$1,995

House for rent

1166 Westside Dr - Photo 1 of 1
3D tour

5d+ ago

Townhouse for rent in Winter Garden

1166 Westside Dr, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Swimming pool

3 beds

2 baths

$1,800

$1,695

Price drop

House for rent

Available Oct 17

Description

*ESTIMATED TOTAL MONTHLY LEASING PRICE: $1,799.95 Base Rent: $1,695.00 Filter Delivery: $5.00 Renters Insurance: $10.95 $1M Identify Protection, Credit Building, Resident Rewards, Move-In Concierge: $34.00 High-speed Internet up to 1 Gig: $55.00 *The estimated total monthly leasing price does not include utilities or optional/conditional fees, such as: pet, utility service, and security deposit waiver fees. Our Resident Benefits Package includes required Renters Insurance, Utility Service Set-Up, Identity Theft Protection, Resident Rewards, HVAC air filter delivery (whe

Nearby rental good for eco-living

Nearby rental good for pet owners

15216 Johns Lake Pointe Blvd - Photo 1 of 1

4d ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

15216 Johns Lake Pointe Blvd, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Storage

6 beds

4 baths

$5,900

House for rent

Description

Property Status: Active Located in the highly desirable Johns Lake Pointe on a conservation lot. 6 bedroom, 4.5 baths with downstairs office, and spacious media room. Upon entering you are greeted with vaulted ceilings, custom detail, and tile flooring throughout. The gourmet kitchen offers upgraded appliances, double oven, upper custom cabinets, walk-in pantry, granite counters, and island overlooking the living area. Sliding glass doors lead to the massive screened in paver lanai area, covered turf area perfect for relaxing with friends and family. Dynasty Spa, lounge, a

Listings within 5 miles
1350 Winter Green Way - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1350 Winter Green Way, Winter Garden, FL 34787

In-unit laundry | Ceiling fan | Dishwasher

2 beds

1 bath

$2,000

House for rent

Description

Property Status: Active Welcome to 1350 Winter Green Way—a beautifully updated 2-bedroom, 1.5-bathroom townhome located in one of Central Florida’s most desirable communities. This property checks all the boxes. Step inside to discover a well-maintained interior with thoughtful upgrades throughout, complemented by a brand-new roof for added peace of mind. The open layout offers comfort and functionality, making it easy to settle in and feel right at home. Situated just minutes from shopping, dining, major attractions, and Orlando International Airport, this home offers u

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604 Bending Oak Trl - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

604 Bending Oak Trl, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Storage

4 beds

2 baths

$2,549

House for rent

Available Jun 23

Description

Welcome to this beautiful single-story home located in the heart of Winter Garden. Featuring 4 spacious bedrooms, 2 bathrooms, and 1,660 square feet of thoughtfully designed living space, this home offers comfort, style, and functionality. The kitchen is a chef’s dream, boasting granite countertops, a large center island, stainless steel appliances, espresso cabinetry, and a walk-in pantry—perfect for everyday cooking or entertaining. Enjoy a scenic front view, and appreciate the seamless flow of tile and luxury vinyl flooring throughout the home, along with window blinds

Find sweet deals near Tucker Oaks

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

1323 Planted Pine St - Photo 1 of 1

5d+ ago

Townhouse for rent in Oakland

3 bed 2.5 bath townhome 2 car garage

1323 Planted Pine St, Oakland, FL 34787

In-unit laundry | Outdoor space | Garage parking

3 beds

3 baths

$2,450

House for rent

Description

Corner unit located at Longleaf a great community in Winter Garden/Oakland area, 2 master suites upstairs and a 3d bedroom downstairs, 3 full baths, 2 car garage, Washer and dryer included, private patio.

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Daniels Landing Cir #13939 - Photo 1 of 1

3d ago

Our team has verified this company

Verified

$2,250 3 Bedroom 2.5 bathroom Townhouse In Winter Garden With Great Amenities

Daniels Landing Cir #13939, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$2,250

House for rent

Available Nov 17

Description

Welcome to this beautiful corner lot townhouse located in the highly desirable Winter Garden. This home 3 bedroom, 2.5 bathroom, and a bright open floor plan with plenty of natural light. Enjoy the peaceful lake view from the side of the house and modern community including fitness, swimmIng pool, clubhouse and children’s playground. Located near top rated school, near downtown Winter Garden, shopping center and restaurant. Only 30 minutes to Disney world and etc Perfect for family or professional looking for a quite, safe a comfortable place close to everything center Flo

1317 S Park Ave - Photo 1 of 1

2d ago

Our team has verified this company

Verified

3 beds

2 baths

$2,980

$2,125

Price drop

House for rent

Available Nov 12

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

1320 Beulah Rd - Photo 1 of 1

18h ago

House for rent in Winter Garden

In-unit laundry | Outdoor space | Air conditioning

2 beds

1 bath

$1,850

House for rent

Description

Step inside this beautifully renovated 2BR/1BA home just minutes from Downtown Winter Garden. Enjoy a modern interior with new flooring, updated kitchen, fresh paint, and stylish finishes throughout. Includes: • Bright open layout • Renovated kitchen & bathroom • Washer/dryer hookups • Private driveway Conveniently located near Plant Street Market, Crooked Can Brewery, and major highways (429, Turnpike, SR-50). Rent: $1,850/month Deposit: One month’s rent Application Fee: $75 per adult (non-refundable)

13145 Moro Ct - Photo 1 of 1

4d ago

House for rent in Winter Garden

13145 Moro Ct, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

5 beds

3 baths

$3,950

$3,800

Price drop

House for rent

Description

Property Status: Active *Offering carpet allowance. Wear and tear will NOT be deducted from security deposit Welcome to your new home in Winter Garden! This spacious 5-bedroom, 3-bath home is designed for comfort and convenience. With a versatile layout that includes two living rooms, a formal dining room, and a large upstairs loft, there’s plenty of room for everyone to spread out. The kitchen and main living areas feature tile flooring, while the bedrooms and loft have plush carpet for a cozy feel. One bedroom and full bath are located downstairs—perfect for guests—

1339 Daniels Cove Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Outdoor space | Swimming pool | Package service

3 beds

2 baths

$2,495

House for rent

Description

Charming 3-Bedroom Single Story Home with Pond View Near Downtown Winter Garden!Welcome to this beautifully maintained 3-bedroom, 2-bath single-story home, perfectly situated on a desirable corner lot just 2 miles from historic Downtown Winter Garden! Recently freshly painted, this home combines comfort, style, and convenience in one inviting package. Enjoy serene pond views, and take advantage of energy savings with energy-efficient windows.Inside, you’ll find updated bathrooms, a stylish new kitchen backsplash, and a spacious open layout that’s perfect for both relaxing

611 First Cape Coral Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

611 First Cape Coral Dr, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

4 beds

2 baths

$3,000

House for rent

Description

Property Status: Active LOCATION!! Welcome to your next home in the Heart of Winter Garden! This spacious 4-bedroom, 2.5-bath residence in the popular Black Lake Park combines modern finishes with an unbeatable location, offering comfort, convenience, and community amenities that are second to none. Step inside to find the Polished Ceramic Tile downstairs and Luxury Vinyl Plank flooring upstairs, creating a sleek yet warm atmosphere. The chef’s kitchen is a true centerpiece, featuring a Massive island, Stainless Steel appliances, and plenty of space for entertaining. A con

669 Groves End Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

669 Groves End Ln, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Storage

4 beds

2 baths

$2,995

House for rent

Description

Property Status: Active Welcome home to this beautiful move in ready two story house located in wonderful Regency Oaks . This 4 bed/ 2.5 bath home features a crystal clear blue pool and a large 2 car garage. Formal living room, dining room and laundry are all centrally located on the first floor. Laundry room comes complete with washer, dryer, sink and storage cabinet. Cook up delicious meals in this gorgeous dream kitchen that has large Cherrywood cabinets and includes stainless steel appliances with an island. Step right outside to your own private oasis with the screene

739 Cascading Creek Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

739 Cascading Creek Ln, Winter Garden, FL 34787

Outdoor space | Garage parking | Swimming pool

5 beds

3 baths

$3,750

House for rent

Description

Property Status: Active AVAILABLE NOW...Fantastic, gated community with pool, playground, sports field, and community boat ramp/dock. This beautiful home is immaculate and offers 5 bedrooms and 3 full baths. The kitchen is nestled in the back, with an expansive breakfast bar overlooking the family room & boasts features such as 42" cabinets, all appliances. Sliding doors lead to the back yard. The master bedroom is a retreat of its own and the suite offers enormous space, two large walk-in closets, and a stunning master bath. You'll enjoy a garden tub, separate walk-in

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760 Walkers Grove Ln - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

760 Walkers Grove Ln, Winter Garden, FL 34787

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

3 beds

2 baths

$2,700

House for rent

Description

Property Status: Active WELCOME HOME to this immaculately maintained 3-bedroom, 2.5-bath townhome with a 2-car garage in the Walkers Grove community, Resort Style Living at its finest. Located just a stone's throw from Historic Winter Garden Downtown, the West Orange Trail, farmer's market, restaurants, theater, and Crooked Can Brewery, all within easy reach. The home greets you with a warm front entry, leading to an open and brightly painted living area, and a stunning kitchen that's sure to impress. The chef's kitchen boasts granite countertops, a backsplash, an undermou

14281 Lagoon Cove Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

14281 Lagoon Cove Ln, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

4 beds

2 baths

$3,075

House for rent

Description

Property Status: Active AVAILABLE NOW for quick move-in! Located in the highly desirable gated community of BlackLake. Spacious 4 bedroom home with a large loft and living area. Open floor plan with no rear neighbors. New vinyl flooring throughout the upstairs. Rent includes lawn care and washer/dryer. Kitchen features granite counters, cook top, built in oven, and island. Community features pool, playground, trails, gazebo, sports courts, dock and more! Located minutes from Winter Garden village, 429 and other major highways, dining, attractions and more! Schedule a priva

228 Deepcove Rd - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

House for rent

Description

BONUS DISCOUNTED RENT! Qualified Renter must sign a new one-year lease prior to November 1st and receive a ONE HUNDRED DOLLAR ($100.00) DISCOUNT FOR FIVE MONTHS!!! (FIRST 5 MONTHS $1,895) Impeccable end unit Townhome offers lots of light and a side yard. All tile downstairs & Decorator Paint throughout. Washer & Dryer included. Community amenities include clubhouse, pool & fitness center. 1 1/2 car over-sized garage with plenty of storage. Brick paver patio. This much sought after Gated Community in Winter Garden with easy access to all major highways. Less than one mi

40 W Smith St - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

40 W Smith St, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Garage parking

4 beds

2 baths

$3,000

House for rent

Description

Property Status: Active Charming Craftsman Bungalow in the Heart of Downtown Winter Garden! Welcome to 40 West Smith Street, the perfect home in the perfect location! This beautiful and classic 3-bedroom, 2-bath Craftsman bungalow offers 2,225 square feet of bright, spacious, and inviting living space right in the heart of historic downtown Winter Garden. Step inside and fall in love with the home's timeless charm, featuring abundant natural light, generously sized bedrooms, and a functional mudroom that flows seamlessly from the kitchen perfect for everyday convenie

1501 Stone Arrow Ct - Photo 1 of 1

5d+ ago

House for rent in Oakland

1501 Stone Arrow Ct, Oakland, FL 34787

In-unit laundry | Outdoor space | Swimming pool

4 beds

2 baths

$2,850

House for rent

Description

Oakland Trails is a community conveniently located next to the Turnpike and Hwy 50, with the usually community amenities. Killarney Station is close by so you and your family can enjoy leisurely bike rides and walks on the West Orange Trail. Costco and Clermont shops / restaurants are just. a few minutes away. Winter Garden Village is less than 6 miles away and also offers a host of shopping & dining This spacious 4 bedroom home, has formal dining area, open kitchen / family room, and powder room to complete the first floor. The master bedroom suite is located on the seco

2435 Standing Rock Cir - Photo 1 of 1

5d+ ago

House for rent in Oakland

Single Family Residence - OAKLAND, FL

2435 Standing Rock Cir, Oakland, FL 34787

In-unit laundry | Storage | Garage parking

4 beds

2 baths

$2,950

House for rent

Description

Property Status: Active Last call to the best deal in Winter Garden region ! PROPERTY WITH STRONG SOLAR SYSTEM FOR ENERGY SUPPORT INCLUDED ! Perfectly situated in Oakland Trails, in a couple of minutes to MONTVERDE ACADEMY. HIGHT QUALITY CONSTRUCTION with 4 bed, 2,5 bath, with luxury 40 thousand upgrades and brand-name appliances. Master suite on second floor in ample and natural light space and dimension with club house’s pool lateral view and privacy preserved. Garage for 2 XL size cars. Laundry in the second floor for all rooms support with ample storage. Less than five

1000 Araminta St - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

1000 Araminta St, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Storage

4 beds

2 baths

$3,000

House for rent

Description

Property Status: Active AVAILABLE NOW!!!! NEW ROOF **** This two story 4 bedrooms 2 1/2 baths home has plenty of room for everyone. Downstairs has a formal living room, dining room and huge family room. The eat-in kitchen has all appliances (stain steal), breakfast bar, large pantry and sunny nook overlooking the back yard. Triple sliding doors lead to the screened in lanai-great for morning coffee or entertaining friends. A half bath & inside laundry room are also down. All bedrooms are upstairs. The generous master suite has a separate sitting area, 2 walk-in closets, h

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Home > House Rentals in Winter Garden > Tucker Oaks Houses For Rent
Updated: October 20, 2025

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🌇Available house rentals25 houses
💰Best rent deal1166 Westside Dr
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