Orchard Hills Homes 

Orchard Hills is a highly sought-after community located in Winter Garden, FL, offering a range of exceptional real estate options for homebuyers. The neighborhood features beautiful homes with modern designs and well-thought-out floor plans, catering to various needs and preferences. From spacious single-family residences to luxurious estates, Orchard Hills provides an array of choices for those looking to settle in the area.

Residents of Orchard Hills enjoy an abundance of amenities that enhance their daily lives. The community offers a clubhouse, serving as a social hub for gatherings and events. There are also resort-style swimming pools where residents can relax and unwind. Fitness enthusiasts can take advantage of the well-equipped fitness center. The neighborhood's walking trails offer a scenic and peaceful setting for outdoor activities and leisurely strolls.

In addition to its outstanding real estate and amenities, Orchard Hills benefits from its prime location in Winter Garden, FL. The city itself is known for its charming atmosphere and vibrant downtown area filled with shops, restaurants, and entertainment options. Nature enthusiasts can explore the nearby West Orange Trail, providing a scenic path for outdoor recreation. Orchard Hills also provides convenient access to major highways, allowing for easy commuting to Orlando and its renowned attractions, including theme parks and shopping destinations.

Available Orchard Hills Homes For Sale

$1,199,000
5 Beds ⋅ 4 Baths ⋅ O6430207 MLS
Under contract-accepting backup offers. HAVE YOU BEEN SEARCHING FOR A 5-BEDROOM HOME with a DEDICATED OFFICE, PRIVATE THEATER/MEDIA ROOM, TWO BONUS SPACES, and nearly 5,000 SQUARE FEET—but it just hasn’t been there? NOW IT IS! This stunning 5-bedroom, 4-bath home offers an exceptional combination of SPACE, LUXURY, PRIVACY & FUNCTIONALITY, beautifully situated on a FENCED CONSERVATION LOT with NO REAR NEIGHBORS and FRESH SOD in the backyard. STORAGE GALORE! With GENEROUS CLOSETS, WALK-IN STORAGE, AN OVERSIZED WALK-IN PANTRY, and thoughtful storage throughout, this home truly has it all. METICULOUSLY MAINTAINED AND USED AS A VACATION HOME, the property has been kept in PRISTINE CONDITION. The OPEN-CONCEPT FLOOR PLAN features WOOD-LOOK TILE THROUGHOUT THE MAIN LEVEL, TRAY & COFFERED CEILINGS, CUSTOM BUILT-INS, NEW FIXTURES, and abundant natural light. The GOURMET KITCHEN offers 42-INCH CABINETRY, GRANITE COUNTERTOPS, DOUBLE WALL OVENS, COOKTOP, STAINLESS-STEEL APPLIANCES, LARGE ISLAND, and an OVERSIZED WALK-IN PANTRY with abundant cabinet and counter space, all overlooking the spacious family room. The FIRST-FLOOR PRIMARY SUITE is a true retreat with a SITTING AREA, DUAL WALK-IN CLOSETS, and SPA-INSPIRED PRIMARY BATH featuring a double-sink granite vanity, garden tub, and separate shower. The primary closet is CUSTOM DESIGNED BY CALIFORNIA CLOSETS for exceptional organization. Upstairs features FOUR ADDITIONAL SPACIOUS BEDROOMS, EACH WITH A WALK-IN CLOSET, plus a LOFT/ GAME ROOM, DEDICATED MEDIA/THEATER ROOM, and multiple bonus spaces perfect for a HOME OFFICE, MOVIE NIGHTS, GAME DAYS, OR GUESTS. A JACK-AND-JILL BATHROOM WITH SEPARATE VANITIES adds convenience. Step outside to your PRIVATE BACKYARD OASIS featuring a BEAUTIFUL HEATED SALTWATER POOL & SPA, COMPLETED IN 2025, creating the perfect setting for relaxing and entertaining. The POOL PUMP and HVAC WERE UPGRADED IN 2025 to a variable-speed, high-efficiency system for enhanced performance and energy efficiency. INTEGRATED POOL LIGHTING within the screen enclosure creates the perfect evening ambiance. The SCREEN-ENCLOSED REAR PATIO WITH BRICK PAVERS overlooks the peaceful conservation area, providing exceptional privacy. Additional highlights include STONE ELEVATION, COVERED FRONT PORCH, FRESHLY EPOXIED TANDEM 3-CAR GARAGE FLOOR, TESLA CHARGER STATION, ALARM SYSTEM, POOL SAFETY GATE, and NO DIRECT REAR NEIGHBORS. WATER FILTRATION & EXTRAS INCLUDED! The CULLIGAN WATER SYSTEM, WHOLE-HOUSE FILTRATION SYSTEM, WATER SOFTENER, AND REVERSE OSMOSIS DRINKING WATER SYSTEM all stay with the home. Plus, the POOL TABLE IS INCLUDED with the purchase. Enjoy RESORT-STYLE COMMUNITY AMENITIES, including a clubhouse with fitness center and monthly activities, RESORT-STYLE POOL, PLAYGROUNDS & DOG PARK, with MONTHLY HOA FEE INCLUDING LAWN CARE. Ideally located minutes from HORIZON WEST RESTAURANTS & SHOPPING, CINÉPOLIS LUXURY DINE-IN MOVIE THEATERS, CRAFT & FARMERS MARKETS, WINTER GARDEN VILLAGE & DISNEY, with easy access to SR 429, FLORIDA’S TURNPIKE, SR 408 & DOWNTOWN ORLANDO. TOP-RATED SCHOOLS add even more appeal to this incredible location.

14567 Cedar Hill Drive, Winter Garden

Courtesy of OLYMPUS EXECUTIVE REALTY INC

$450,000
3 Beds ⋅ 3 Baths ⋅ O6438059 MLS
Welcome to 5887 Cypress Hill Rd, a beautifully maintained 3-bedroom, 2.5-bath home located in the highly desirable Orchard Hills community of Winter Garden. Built in 2017, this spacious 1,810-square-foot home offers an inviting open floor plan with high ceilings, modern finishes, and plenty of natural light. The kitchen features granite countertops and opens seamlessly to the main living and dining areas, making it ideal for both everyday living and entertaining. The primary suite offers a comfortable retreat with a walk-in closet, while the additional bedrooms provide plenty of space for family, guests, or a home office. Enjoy the convenience of a 2-car garage, low-maintenance living, and a location just minutes from Winter Garden Village, shopping, dining, entertainment, and major roadways including the 429. Orchard Hills residents enjoy fantastic amenities including a community pool, clubhouse, fitness center, playground, dog park, sidewalks, and lawn maintenance included with the HOA. With its combination of comfort, convenience, and an exceptional Winter Garden location, this home is a must-see!

5887 Cypress Hill Road, Winter Garden

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY

$849,900
4 Beds ⋅ 4 Baths ⋅ O6434178 MLS
Welcome to your Dream home with a private Pool, located in Orchard Hills Community! This stunning residence perfectly blends elegance, comfort, and functionality in Winter Garden's most sought-after neighborhoods. This home offers 4 bedrooms, 3 full bathrooms, and a 1/2 pool bath bath with a bonus /flex room off of the kitchen and thoughtfully designed living spaces ideal for both everyday living and entertaining. A beautifully appointed gourmet kitchen, complete with a large island, elegant granite countertops, and ample cabinetry. The kitchen seamlessly flows into the expansive open-concept living and dining areas, creating the perfect setting for gatherings with family and friends. A charming front porch welcomes you and provides the perfect place to relax. Step through the sliding glass doors and discover your own private outdoor retreat. The backyard features a spectacular covered gourmet outdoor living area and a beautiful private pool, offering the ideal space for entertaining, relaxing, and enjoying year-round outdoor living. Living in Orchard Hills means enjoying an exceptional lifestyle with resort-style amenities, including a clubhouse, fitness center, resort-style swimming pool, dog park, playgrounds, walking trails, and community events throughout the year. Ideally located, this home is just minutes from Hamlin Town Center, Winter Garden Village, top-rated schools, shopping, dining, grocery stores, and major highways, including SR-429 making this Central Florida residence such a desirable place to live.

14776 Magnolia Ridge Loop, Winter Garden

Courtesy of HOMEVEST REALTY

$779,000
4 Beds ⋅ 4 Baths ⋅ O6436423 MLS
Under contract-accepting backup offers. Best Lot Pound View!!! Pool project approved. Welcome to this beautifully upgraded 4-bedroom, 3.5-bath home in the desirable Orchard Hills community of Winter Garden! Offering 3,061 sq. ft. of living space, this two-story home features luxury vinyl flooring throughout with no carpet, a spacious open floor plan, custom millwork and built-in details, high ceilings, and an elegant powder room. The upgraded kitchen opens to the main living area, creating an ideal space for everyday living and entertaining. Enjoy the private backyard, covered lanai, outdoor kitchen, and attached 2-car garage. The primary suite offers generous space and walk-in closets. Located in a sought-after community with a pool, clubhouse, fitness center, playground, dog park, park, sidewalks, and reclaimed-water irrigation. Conveniently located near major roadways, shopping, dining, and Winter Garden Village. Buyer and buyer's agent to independently verify all room sizes, HOA information, leasing restrictions, and community rules.

5024 Palmetto Park Drive, Winter Garden

Courtesy of WRA BUSINESS & REAL ESTATE

$910,000
5 Beds ⋅ 4 Baths ⋅ O6436319 MLS
LUXURY LIVING IN THE HEART OF WINTER GARDEN! Welcome to an impressive residence offering approximately 3,619 square feet of beautifully designed living space with 5 bedrooms and 4 bathrooms. Built in 2016, this spacious home delivers the exceptional combination of elegance, comfort, and functionality. From the moment you arrive, the home's commanding presence sets the tone for what awaits inside. The expansive floor plan provides generous spaces for both everyday living and entertaining, while five well-proportioned bedrooms and exceptional flexibility for family, guests, a private home office, fitness room, or additional living space. With four bathrooms and multiple gathering areas, the residence is ideally suited for those who appreciate space without sacrificing comfort or privacy. The heart of the home provides an inviting setting where family and friends can gather, while the thoughtful layout creates a natural flow between living, dining, and entertaining areas. The generous interior proportions provide endless possibilities to personalize the residence and create a lifestyle tailored to its next owner. Located in highly desirable Winter Garden, this property combines residential tranquility with convenient access to the area's outstanding shopping, dining, entertainment, recreation, major roadways, and everything Central Florida has available. Enjoy the lifestyle and charm that have made Winter Garden one of the Orlando area's most sought-after destinations. A remarkable opportunity to own a substantial 5-bedroom residence in one of Central Florida's premier communities. Whether enjoying quiet evenings at home, entertaining family and friends, or taking advantage of the exceptional Winter Garden lifestyle, offers the space, location, and presence to truly feel like home. Schedule your private showing and experience this exceptional property for yourself!

5620 Mangrove Cove Avenue, Winter Garden

Courtesy of JCL REALTY INC

$599,900
4 Beds ⋅ 2 Baths ⋅ O6431798 MLS
Welcome to this beautifully maintained 4-bedroom, 2-bath home in the highly desirable Orchard Hills community of Winter Garden. Thoughtfully designed with an open-concept floor plan, this home offers a perfect blend of comfort, style, and functionality. The spacious kitchen is the centerpiece of the home, featuring granite countertops, stainless steel appliances, abundant cabinetry, a large center island, and seamless flow into the living and dining areas—ideal for entertaining or everyday living. Wood-look tile flooring enhances the main living spaces, while large windows fill the home with natural light. Step outside to your private outdoor oasis featuring a screened lanai, an extended paver patio, custom pergola, built-in outdoor bar, and fire pit—creating the perfect space for weekend gatherings or relaxing evenings at home. The spacious primary suite provides a peaceful retreat, while the additional bedrooms offer flexibility for family, guests, or a home office. Residents of Orchard Hills enjoy exceptional resort-style amenities, including a stunning zero-entry pool, clubhouse, fitness center, playgrounds, walking trails, and beautifully maintained green spaces. Ideally located in the heart of Horizon West, you're just minutes from Hamlin Town Center, top-rated schools, shopping, dining, SR-429, Walt Disney World, and all that Winter Garden has to offer. Don't miss your opportunity to own this exceptional home in one of Winter Garden's most sought-after communities.

4855 Palmetto Park Drive, Winter Garden

Courtesy of COLDWELL BANKER REALTY

$598,000
3 Beds ⋅ 3 Baths ⋅ O6430180 MLS
Virtually Staged. *** ORCHARD HILLS WINTER GARDEN MOVE-IN HOME * PERFECT LOCATION * TOP GRADE SCHOOLS * LOW HOA INCLUDES LAWNCARE * 3 FULL BATHS * DOWNSTAIRS DEN/OFFICE CONVERTIBLE BEDROOM * EXTRACT-LONG DRIVEWAY *** Welcome to this well-maintained home in the highly desirable Orchard Hills community of Horizon West. Enjoy NO CDD fee, a LOW HOA that includes lawn care, and an A-rated school zone. Built in 2017, this thoughtfully designed house offers approximately 2500 sqft with 3 bedrooms + 1 downstairs den/office(convertible to a 4th bedroom) + 1 upstairs loft/retreat + 3 full bathrooms. The modern bright, open floor plan is perfect for both everyday living and entertaining. Upgrades include gorgeous wood-look tile flooring throughout the main living areas and the primary bedroom, plus an upgraded kitchen featuring 42" cabinets and beautiful quartz countertops. For ultimate flexibility, the main level downstairs hosts a full bathroom adjacent to a private office/den which easily serves as a 4th bedroom or guest suite. Upstairs, the expansive primary bedroom boasts a walk-in closet, dual sinks, separate tub and shower, and a private wraparound balcony. Additional highlights include a multi-functional Loft upstairs, a 2.5-car garage and an extra-long driveway that provides plenty of parking. Only 4 mins to Keene's Crossing Elementary and middle school, around 12 mins to Windermere High School and Windermere Preparatory School. Orchard Hills is an amazing community features clubhouse, resort-style pool, state-of-the-art fitness, recreation room, playground, dog park, walking/biking trails, playgrounds, sports field, and a picnic area with grills. Only a few mins to shopping centers, including Hamlin Shopping Center, Stoneybrook West Village, Winter Garden Village, Winter Garden Hospital. 10 mins to Orange County National Golf Center and Lodge. Short drive to Disney World, downtown Winter Garden, Windermere and Orlando. Schedule a showing Today!

14699 Magnolia Ridge Loop, Winter Garden

Courtesy of YORK MILLS REALTY LLC

$930,000
5 Beds ⋅ 4 Baths ⋅ G5114492 MLS
Welcome to this beautifully maintained 5-bedroom, 3.5-bath home with a spacious 3-car garage, offering the perfect blend of comfort, style, energy efficiency, and location. From the moment you step inside, you’ll appreciate the soaring ceilings, open living spaces, and thoughtful upgrades throughout. The custom stone fireplace, bring an inviting ambiance to those cozy evenings or when entertaining guests year round. At the heart of the home is the gourmet kitchen, featuring granite countertops, built-in appliances, abundant cabinetry, and plenty of space for cooking and entertaining. The adjoining living area is highlighted by a built-in fireplace, creating a warm and inviting focal point for family gatherings. One of the home’s standout features is the fully owned solar system, helping keep monthly electric costs exceptionally low—averaging approximately $33 per month. The exterior has been recently painted, adding fresh curb appeal. Step outside to the expansive backyard designed with possibilities in mind. The generous outdoor space offers ample room to add a pool whilst still leaving plenty of space for a dedicated grilling and outdoor dining area. Whether you're hosting summer barbecues, family gatherings or relaxing with friends, the spacious yard provides the ideal setting for creating your own private outdoor retreat. The modern floor plan offers five bedrooms and 3.5 bathrooms, providing flexibility for families, guests, or a home office, along with a generous 3-car garage for vehicles and additional storage. Ideally located in one of Winter Garden’s most desirable communities, this home is zoned for highly rated schools and offers convenient access to Walt Disney World, SR-429, downtown Orlando, and Orlando International Airport (MCO), making commuting, travel, shopping, dining, and entertainment easily accessible. If you’re looking for a move-in-ready home with premium features, exceptional energy savings, generous living space, and an outstanding location, this home is ready to welcome you.

5079 Palmetto Park Drive, Winter Garden

Courtesy of FLORIDA PLUS REALTY, LLC

$899,999
5 Beds ⋅ 4 Baths ⋅ G5114391 MLS
Virtually Staged. HUGE PRICE IMPROVEMENT Beautifully maintained FRESHLY PAINTED on the exterior, 5-bedroom, 3.5-bath home with over 4,000 square feet in the highly sought-after Orchard Hills community. Situated on a spacious corner lot, this home offers an ideal floor plan with the primary suite on the first floor and expansive living spaces designed for both everyday living and entertaining. The gourmet kitchen features stainless steel appliances, double wall ovens, an oversized center island, abundant cabinetry, a butler’s pantry, and a large walk-in pantry, all overlooking the open family room and screened lanai. This home is loaded with valuable upgrades, including a SOLAR energy system that helps keep electric costs exceptionally low, with most monthly electric bills averaging around just $33. Additional improvements include a HYBRID energy-efficient water heater, a Pelican whole-house WATER FILTRATION system, and CUSTOM his-and-hers walk-in closets in the primary suite. There is NO CARPET throughout the home, with luxury vinyl plank flooring covering the entire second floor for a modern, low-maintenance finish. The spacious first-floor primary suite offers a private retreat with dual custom walk-in closets and an elegant en-suite bath featuring dual vanities, a makeup station, an oversized walk-in shower, and a soaking tub. Upstairs, you’ll find four additional bedrooms, two full bathrooms, a large loft, and a separate bonus/media room, providing flexible space for family, guests, or working from home. The back yard is fully fenced and plenty of room for a pool. Residents of Orchard Hills enjoy resort-style amenities including a community pool, fitness center, clubhouse, playground, dog park, and walking trails with the pool and clubhouse being a couple of minutes walk. The home is zoned for highly rated schools and is conveniently located just minutes from Walt Disney World, the rapidly growing Hamlin Town Center, shopping, dining, and entertainment. With easy access to SR 429, the Florida Turnpike, and SR 408, commuting is simple, and Orlando International Airport is within easy reach. Combining energy efficiency, extensive upgrades, generous living space, and an exceptional location, this home is truly move-in ready.

14301 White Moss Way, Winter Garden

Courtesy of FLORIDA PLUS REALTY, LLC

$369,900
2 Beds ⋅ 3 Baths ⋅ TB8522840 MLS ⋅ Na BLDG.
Welcome to Cypress Hill Road, featuring a beautifully maintained townhome located in the highly desirable Horizon West area of Winter Garden. Built in 2018, this move-in-ready residence offers approximately 1,594 square feet of thoughtfully designed living space featuring 2 spacious bedrooms, 2.5 bathrooms, and a rear-entry two-car garage. Step inside to discover an open-concept floor plan that seamlessly blends the living, dining, and kitchen areas, creating the perfect space for both everyday living and entertaining. Pride of ownership is evident throughout, with the home having been exceptionally maintained and cared for. Upstairs, you'll find two generously sized bedroom suites, each designed for comfort and privacy. The spacious secondary bedroom is a standout feature, offering its own private en-suite bathroom and a large walk-in close, making it ideal for guests, roommates, or a growing family. The primary suite provides a relaxing retreat with ample space and storage. Outside, enjoy the low-maintenance lifestyle that townhome living provides while taking advantage of the incredible community amenities nearby. Residents enjoy access to resort-style amenities, including community pools, playgrounds, walking trails, parks, sports courts, and beautifully maintained common areas that make this one of Winter Garden's most sought-after communities. Conveniently located near shopping, dining, entertainment, major roadways, and top-rated schools, this home places you in the heart of everything Horizon West and Winter Garden has to explore. Don't miss your opportunity to own this meticulously maintained townhome in one of Central Florida's most desirable locations. Schedule your private showing today!

5863 Cypress Hill Road, Winter Garden

Courtesy of ZENITH REALTY FIRM LLC

$650,000
5 Beds ⋅ 4 Baths ⋅ S5150274 MLS
Located in the highly sought-after community of Orchard Hills, this stunning home offers the epitome of Central Florida living. Orchard Hills is a community that attracts buyers from all walks of life, making it an ideal investment. This spacious, single-story residence boasts 5 bedrooms, 3 full bathrooms, and one half-bath, ready for you to move in. From the moment you step inside, you'll be captivated by the expansive open spaces that flow seamlessly, creating a welcoming and bright ambiance. The well-thought-out design ensures that every corner of the home feels expansive and filled with natural light. The heart of this home is, without a doubt, its gourmet kitchen. Equipped with modern stainless steel appliances, gleaming granite countertops, and a generous center island, this kitchen is a chef's dream. Whether you're preparing a quick meal or hosting a large gathering, you'll have all the space and amenities you need. Adjacent to the kitchen, the ample living area provides the ideal space to relax and enjoy moments with your loved ones. Washer & Dryer do NOT convey. Click Virtual Tour 1 to visit the Property. New Laminated Floors and interior painting, refresh up the living space.

4918 Wildwood Pointe Road, Winter Garden

Courtesy of AROD PARTNERS REALTY

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