Winter Garden, FL Homes for Rent in a Gated Community

Luxury lease opportunity in the gated community of Canopy Oaks, offering an exceptional combination of space, privacy, and convenience in one of Winter Garden's most desirable locations. Ideally situated near major healthcare facilities, business centers, Downtown Winter Garden, Winter Garden Village, and Orlando's attractions and entertainment destinations, this A.R. Bailey Homes Delray model is

Lisa Rutkowski PREMIER SOTHEBY'S INTL. REALTY

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

Neyla Alvarez EXP REALTY LLC

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.

Maria Lloret HOMESMART

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

Lauren Foley JULIAN PROPERTIES, INC.

Great location in Winter Garden near Target, Ross, Marshall's/Home Goods plaza! Easy access to 429 and Florida's Turnpike. Two story Townhouse. ALL BEDROOMS ARE UPSTAIRS, with tile flooring on the 1st floor, with NEW LVP flooring on the 2nd floor, screened porch and single car garage. Freshly painted, recent remodel of the master shower, clean & crisp ready for immediate occupancy. Gated

Linda Jaramillo DON ASHER & ASSOCIATES, INC.

THE WAIT IS ALMOST OVER... Showings begin MONDAY, AUGUST 31st! A Stoneybrook West Home you won't want to miss!!*THE SPACE:— 5 total bedrooms: 4 upstairs + 1 downstairs — Updated in-law suite + full bath.— No carpet, ceramic tile throughout— Modernized kitchen— Smart-home features— Lawn care + high-speed internet + Spectrum basic TV ... all included.*THE VIEW:—

Zaira Mejia SPACES & STYLES GROUP

Discover this exceptional 5-bedroom, 3-bathroom home located in the desirable Storey Grove community in Horizon West. Situated on a premium private conservation lot with no rear neighbors, this beautiful residence offers the perfect combination of privacy, luxury, and location. Enjoy stunning sunset views and nightly Disney fireworks from your own backyard, complete with a sparkling saltwater

Tatiana Mayer FLORIDA CONNEXION PROPERTIES

Welcome to 16570 Barbours Creek Way in Winter Garden, located in the highly desirable Waterleigh community. This spacious Ibis townhome offers 3 bedrooms, 2.5 bathrooms, and a one-car garage, combining modern finishes with a comfortable, open-concept design.Step inside through the welcoming foyer and into a bright, open living space where the kitchen, dining area, and living room flow

Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO

Welcome to this beautifully maintained 2-bedroom, 2-bath condominium offering 1,276 square feet of comfortable living space in a gated, resort-style community. The open-concept floor plan features spacious living areas, granite countertops, abundant natural light, and a versatile den—perfect for a home office, study, reading room, or additional flex space.Enjoy low-maintenance living with

Nicole Howell FANNIE HILLMAN & ASSOCIATES

Hurry, this desirable Winter Garden condo will not last.... What a wonderful place to call home. The largest two bedroom with bonus room, two bath end unit with a private entry is a dream come true! This unit comes with a 1 car garage which is rare!! As you look from your second floor out the green space area that is footsteps to the community pool and clubhouse, expect to be impressed. If sand

Sharon O'malley MBA REALTY GROUP, INC

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

Elizabeth Rodriguez Bello La Rosa Realty Llc

Nestled within the prestigious gated enclave of Bay Isle, this distinguished Toll Brothers home offers a rare combination of sophisticated design, thoughtful craftsmanship, and resort-caliber amenities — all within walking distance of Winter Garden Village and AdventHealth. A soaring two-story foyer and grand living room welcome you with an abundance of natural light streaming through an

Julie Bettosini STOCKWORTH REALTY GROUP

Stunning second floor 2B/2B located on the beautiful Southern Pines , This Unit is in move in ready conditions, featuring Laminate Flooring throughout all living area and Tile on wet areas such as Kitchen and Bathrooms, near major shopping areas and major roadways.

Alejandro Hernandez HP PROPERTY SOLUTIONS, LLC

Beautiful 1 bedroom 1 bath condo on second floor in gated community of Southern Pines. Features additional office/solarium room. Open floor plan concept with carpeted living areas and tiled wet areas. Kitchen and bathroom both have granite counter tops. Master bedroom with walk in closet. Community features pool, tennis, basketball, fitness room, playground and more. Great location close to

Nicholas Horton BANNER INT'L REAL ESTATE

**Welcome to the highly desirable GATED community of Tucker Oaks**. This is a rare opportunity to rent this single-family townhome 3 Beds and 2.5 baths. This home is located on a PREMIUM lot backing to a beautiful conservation area with no rear neighbors. All appliances, washer, dryer and one Murphy bed already attached in one upstairs bedroom. The open concept living and dining area flows

Arturo Castillo PREFERRED REAL ESTATE BROKERS

Fully FURNISHED pristine custom home nestled in the sought-after gated community of Lake Cove Pointe! this stunning 4-bed, 3-bath house is a masterpiece of comfort and style. Located in the heart of the Winter Garden Golf Cart District, this residence offers a unique blend of luxury, convenience, and tranquility.Property Features: • Spacious 4 bedrooms with ample natural light; The

Sherry Wang KELLER WILLIAMS CLASSIC

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

Dan Thompson OPTIMA ONE REALTY, INC.

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

Juliana Boselli-Neves NEWKEY REAL ESTATE LLC

Move-in ready one-bedroom, one bath corner unit with an attached one-car garage in a private setting. Offering 738 sq ft. of comfortable living space. This unique home is situated above the garage, with no shared Living room, bedroom, kitchen, or bathroom walls with neighbors. Features include an in-unit Laundy closet, water, cable, and internet. Available for immediate occupancy once approved by

Maria Lloret HOMESMART

New upgrades at move in:- All carpets to be replaced with LVP. Refer to sample picture that shows how the new floors will look.- All appliances to be upgraded to new Stainless Steel- Bathroom faucet to be replacedAmazing opportunity in the resort-style Southern Pines Condos in Winter Garden! Freshly painted 1-bedroom, 1-bath condo, ready for move-in. All new LVP flooring

Seyed Azimi AFT PROPERTY LLC

Welcome to 16576 Barbours Creek Way in Winter Garden, located in the highly desirable Waterleigh community. This spacious Ibis townhome offers 3 bedrooms, 2.5 bathrooms, and a one-car garage, combining modern finishes with a comfortable, open-concept design.Step inside through the welcoming foyer and into a bright, open living space where the kitchen, dining area, and living room flow

Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO

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

Vicky Ramos ALL COUNTY CFL PROPERTY MGMT

Awesome opportunity to live in a 3 bedroom 2 bath, 2nd floor unit in Southern Pines. Close to the Winter Garden Village and major highways. Condominium has a community pool, tennis court, racquetball court, fitness center, hot tub, computer room, clubhouse, basketball court, volleyball court, bar-b-que area, and playground. Lease period must be for 12 months no exceptions. New A/C and Water

Francisco Orchilles LAKESIDE REALTY WINDERMERE INC

Welcome to 1061 Portmoor Way, a single-story 4-bedroom, 2-bathroom home located in the highly desirable Stoneybrook West community. Stainless steel appliances, modernized kitchen and bathrooms, tiled floor in kitchen, bathrooms and laundry room. This home features inviting modern living spaces that flow seamlessly to a fully fenced backyard with a patio, creating the perfect setting for outdoor

Lisa Reed ELITE EVOLUTION PROPERTIES