Refine Search
Map
Sort by
$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

$949,999
5 Beds ⋅ 4 Baths ⋅ G5114391 MLS
Virtually Staged. Beautifully maintained 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

$375,000
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
4 Beds ⋅ 3 Baths ⋅ G5114001 MLS
Under contract-accepting backup offers. Stunning Upgraded 4-Bedroom Home in Desirable Winter Garden! Welcome to 5091 Palmetto Park Drive, where quality upgrades, thoughtful design, and Florida living come together! Situated on an oversized 50’ x 135’ homesite, this beautifully maintained home offers exceptional features inside and out, making it truly move-in ready. From the moment you arrive, you’ll appreciate the custom details including an elegant custom glass front door, crown molding throughout the home, and beautiful tile flooring throughout—no carpet! The chef-inspired kitchen has been tastefully updated with: * New granite countertops * Designer backsplash * KitchenAid refrigerator (transferable warranty to 2030) * Whirlpool oven * KitchenAid dishwasher (transferable warranty to 2030). The spacious primary suite features a custom walk-in closet and an upgraded en-suite bath with a large walk-in shower. Throughout the home you’ll find custom closets, handcrafted built-in cabinetry including a beautiful custom queen Murphy bed/office wall unit with built in desk, decorative wall niches, and a built-in ironing board in the utility room. Additional upgrades include: * Fully PAID-OFF SOLAR PANELS (current homeowner pays approximately $33/month electric bill for the entire home) * Whole-house water filtration system * Vivint smart security system with sensors and 4 cameras (subscription transferable) * Comfort height toilets * New A/C evaporator coil * Garage epoxy flooring * Custom garage storage shelving * Garage utility sink * Additional garage storage * Exterior painted with premium lifetime acrylic paint. Step outside to enjoy your expansive 40’ x 20’ travertine lanai, featuring both covered and uncovered entertaining areas with plenty of room to add a pool. Outdoor furniture is negotiable. Additional highlights: * Oversized lot * Custom glass shower in guest bathroom with niche * Two decorative interior wall niches, comfort height toilets * TVs and select furniture may be available separately. Orchard Hills has community swimming pool, fitness centre, dog park and community organised events. The HOA fee covers lawns mowed, blown and edged and best of all NO CDD fee for the community. Prime Winter Garden Location Enjoy living in one of Central Florida’s most sought-after communities! * Minutes to Historic Downtown Winter Garden with award-winning restaurants, boutiques, breweries, and the popular Farmers Market. * Easy access to the West Orange Trail. * Approximately 20–25 minutes to Downtown Orlando. * Around 25–30 minutes to Walt Disney World Resort. * Approximately 35–45 minutes to Orlando International Airport. * Roughly 75–90 minutes to Florida’s East Coast beaches, including Cocoa Beach and New Smyrna Beach. * Convenient access to SR-429, Florida’s Turnpike, and major shopping, dining, and medical facilities. Highly Rated Schools Located within the Orange County Public Schools district, with easy and quick access to highly regarded area private schools. This meticulously maintained home offers energy efficiency, premium upgrades, exceptional outdoor living, and an unbeatable Winter Garden location. Schedule your private showing today—this one won’t last!

5091 Palmetto Park Drive, Winter Garden

Courtesy of FLORIDA PLUS REALTY, LLC

$805,000
4 Beds ⋅ 4 Baths ⋅ O6414749 MLS
Welcome to this beautifully upgraded home in the heart of Winter Garden. Featuring luxury vinyl flooring throughout with no carpet, this home offers a clean, modern feel and a functional layout designed for everyday living and entertaining. The main living area showcases custom millwork and built-in details, while the elegant powder room adds a touch of sophistication. With over $150,000 in improvements, this home showcases a level of quality rarely found at this price point. Designed and improved by an owner who planned to live in the home long-term, no expense was spared in creating a space that is both beautiful and highly functional. The gourmet kitchen serves as the heart of the home, offering ample space for cooking and gathering. Step outside to a fully equipped outdoor living area featuring a complete summer kitchen with sink, cooktop, refrigerator, built-in grill, and a traditional parrilla grill. With no rear neighbors, the backyard provides added privacy and the perfect setting for relaxing or entertaining guests. Additional improvements include a whole-home water softener system and numerous thoughtful enhancements throughout the property. Located just steps from the community clubhouse, residents enjoy access to resort-style amenities including a swimming pool, fitness center, social hall with event kitchen, playground, sports courts, walking and biking trails, dog park, community green spaces, and parks. Conveniently located near shopping, dining, and major roadways, and zoned for highly rated A-rated schools, this home offers an exceptional opportunity to enjoy the best of Winter Garden living. PROPERTY FEATURES LEASED SOLAR PANELS. THE SOLAR LEASE MUST BE ASSUMED BY THE NEW BUYER PRIOR TO CLOSING. THE CURRENT OWNER’S MONTHLY SOLAR PAYMENT IS $145, PROVIDING SOLAR ENERGY THAT HELPS OFFSET ELECTRICITY USAGE AND REDUCE TRADITIONAL UTILITY COSTS.

5024 Palmetto Park Drive, Winter Garden

Courtesy of PRISTINE INTERNATIONAL REALTY LLC

$399,000
3 Beds ⋅ 3 Baths ⋅ O6410760 MLS ⋅ N/A BLDG.
Investor opportunity in the highly desirable Orchard Hills community of Winter Garden. This well-maintained two-story townhome offers 3 bedrooms, 2.5 bathrooms, and approximately 1,712 square feet of living space with an open-concept layout, spacious family room, and private balcony overlooking peaceful tree and wooded views. The kitchen is equipped with modern appliances including built-in oven, cooktop, microwave, dishwasher, disposal, refrigerator, and electric water heater. Residents enjoy access to resort-style community amenities including a pool, fitness center, playground, park, sidewalks, and beautifully maintained common areas. Conveniently located near Winter Garden Village, Hamlin shopping and dining, top-rated schools, and quick access to SR-429, this property offers a combination of location, lifestyle, and investment potential in one of Central Florida’s most sought-after communities. The property is currently tenant-occupied. Current tenant is paying: $2325 per month until 2/28/27.

5686 Cypress Hill Road, Winter Garden

Courtesy of CONDO METROPOLIS, LLC

$680,000
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

$455,000
3 Beds ⋅ 3 Baths ⋅ O6404161 MLS ⋅ 5755 BLDG.
Welcome to this beautifully maintained corner townhouse in the sought-after Orchard Hills community of Winter Garden, offering 3 bedrooms, 2.5 baths, a 2-car garage, and abundant natural light throughout. As you enter the home, you are welcomed into the dining area which then flows seamlessly into the spacious living room and kitchen, creating an inviting layout perfect for everyday living and entertaining. Tile flooring extends throughout the downstairs living areas, kitchen, and wet areas for style and easy maintenance. The kitchen features stunning granite countertops that contrast beautifully with the white cabinetry, along with stainless steel appliances all included. Upstairs, you’ll find all three bedrooms with comfortable carpet flooring, as well as a convenient laundry room complete with washer and dryer. The primary bedroom offers private access to a balcony where you can enjoy peaceful water views and relax in a serene outdoor setting. Residents of Orchard Hills enjoy exceptional amenities including a clubhouse, fitness center, picnic area with grills, dog park, playground, and a vibrant community atmosphere with events and social clubs designed to build lasting relationships.

5755 Cypress Hill Road, Winter Garden

Courtesy of CT HOMES REALTY CORPORATION

$699,000
5 Beds ⋅ 4 Baths ⋅ OM723891 MLS
Located in the highly sought-after Orchard Hills community, this upgraded “Hayes II” residence offers 5 bedrooms, 4 full baths, and a thoughtfully designed open-concept layout. Originally showcased by the builder, the home features curated upgrades and a layout that balances everyday functionality with refined design.A dramatic two-story foyer sets the tone upon entry, leading into a formal dining space ideal for hosting. The kitchen is designed for both form and function, featuring 42-inch cabinetry, granite countertops, stainless steel appliances, double ovens, and a spacious island that flows seamlessly into the breakfast area and main living space. A first-floor bedroom and full bath provide flexibility for guests or a private office. Upstairs, the primary suite offers generous proportions, a custom walk-in closet, and a well-appointed bath with dual vanities, soaking tub, and separate shower. Additional bedrooms are well-sized, with ample closet space, and the laundry room is conveniently located on the second level. Outdoor living is just as inviting, with an oversized screened lanai with plenty of room to add a pool and/or outdoor kitchen. The east-west orientation allows for natural light throughout the day and beautiful sunset views, and the fully fenced yard enhances privacy. Crowned with a timeless Spanish tile roof, the home is further enhanced by a new dual-zoned HVAC system (2024), providing efficient, balanced comfort throughout. Additional highlights include upgraded flooring throughout the upper level, tinted double-pane windows, a finished garage with overhead storage, and a larger homesite within the community. Residents of Orchard Hills enjoy an amenity-rich lifestyle, including a pool, clubhouse, fitness center, playgrounds, dog park, grilling area, and frequent events. The HOA covers exterior maintenance, lawn care, landscaping, and outdoor pest prevention - making life truly low-maintenance. Just minutes from Disney World, major highways, shopping and dining, this home is a rare opportunity you won't want to miss!

4896 Palmetto Park Drive, Winter Garden

Courtesy of REMAX REALTY ONE

$460,000
3 Beds ⋅ 3 Baths ⋅ O6386620 MLS ⋅ 5706 BLDG.
Welcome to 5706 Cypress Hill Rd, a 3-bedroom, 2.5-bath townhome located in the Orchard Hills community of Winter Garden. With 1,886 sq ft of living space, this home offers an open layout that flows comfortably between the kitchen, dining, and living areas, making it practical for everyday living. Orchard Hills features amenities including a community pool, fitness center, playgrounds, dog park, and green spaces. The location provides convenient access to major roadways, shopping, dining, and area attractions. Excellent investment opportunity

5706 Cypress Hill Road, Winter Garden

Courtesy of WRA BUSINESS & REAL ESTATE

Provided courtesy of The Coastal Carolinas Association of REALTORS®. Information Deemed Reliable but Not Guaranteed. Copyright 2026 of the Coastal Carolinas Association of REALTORS® MLS. All rights reserved. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

board logo

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

The Listings data contained on this website comes from various participants of The Multiple Listing Service of Greenville, SC, Inc. Internet Data Exchange. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The properties displayed may not be all the properties available. All information provided is deemed reliable but is not guaranteed. © 2026 Greater Greenville Association of REALTORS®. All Rights Reserved. Last Updated

“ Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Some IDX listings have been excluded from this website. Properties may or may not be listed by the office/agent presenting the information © 2026 Canopy MLS as distributed by MLS GRID”

Last Updated: board logo

Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.

board logoListings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work, please click here to review our DMCA policy and learn how to submit a takedown request. © 2026 FMLS. Last updated

Equal Housing Opportunity. All information contained herein deemed reliable but not guaranteed. Buyers should personally verify all information. All content Copyright 1998-2026 Great Smoky Mountains Association of Realtors. All rights reserved. Last updated .