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502 Palm Drive, Winter Garden
$699,700
4 Beds ⋅ 3 Baths ⋅ Winter Garden Shores Rep SubDv. ⋅ 34787 Zip Code
Experience the perfect blend of comfort, charm, and functionality in this beautiful Winter Garden home! Featuring 4 bedrooms and 2.5 baths, this spacious residence offers an impressive second-story loft and a versatile fourth bedroom with its own half bath—perfect for guests, a media room, or flexible living space. The thoughtfully designed first floor features a private primary suite with an ensuite bath, two additional bedrooms sharing a full bath, a spacious family room, and a beautifully appointed kitchen that truly serves as the heart of the home. Kitchen features include built-ins and French doors that open to a gorgeous deck, creating an ideal setting for indoor/outdoor entertaining. A formal dining room and separate office with French doors provide additional space and privacy. Step outside to enjoy peaceful outdoor living in the landscaped backyard, complete with a private patio/deck perfect for relaxing or entertaining. A 3-car garage plus a dedicated golf cart garage adds exceptional convenience and storage. Located in highly sought-after Downtown Winter Garden, this home is close to top-rated schools, shopping, parks, West Orange Trail, and popular dining destinations. Enjoy the unique lifestyle of a golf-cart-friendly downtown district while being just minutes from everything you need. ON-SITE Generator for Hurricane season too. Recent updates include a New Roof (2020), New hot water tank, New mini-split, A/C Main (2023), and fresh interior paint (2026). Buyers....Come discover all this wonderful home has to offer and make it yours!

502 Palm Drive, Winter Garden
14501 Grove Resort Avenue Unit 3642, Winter Garden
$290,000
3 Beds ⋅ 3 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
Luxury Condo for Sale at The Grove Resort & Water Park, Just 5 Minutes from Walt Disney World! 3 Bedrooms / 3 Bathrooms | Fully Furnished |Ideal 1031 Exchange Property Discover the height of vacation luxury in Orlando's newest and most exclusive community, The Grove Resort &Water Park. This spacious sixth-floor unit (#3642) features 3 bedrooms and 3 bathrooms, designed for comfort and style, with stunning views ofthe meticulously maintained courtyard and beyond. The property is fully adapted for individuals with disabilities, ensuring accessibility andcomfort for all residents and guests. Key Features: Location: Just 5 minutes from Walt Disney World, one of the world’s top destinations.Accessibility: The condo and common areas are fully accessible for individuals with disabilities, ensuring ease of movement and comfort for all.Amenities: Enjoy multiple swimming pools, a full-service spa, water park, and a breathtaking 20-acre lake ideal for fishing, boating, and relaxing.The resort also offers a modern fitness center, conference rooms, and a wide variety of bars and restaurants. Investment Opportunity: When notin use, place your unit in the professionally managed turnkey hotel rental program to help offset ownership costs and enjoy hassle-free propertymanagement. Perfect for 1031 Exchange: Benefit from Orlando’s booming vacation rental market while owning a personal retreat. This propertyis more than just a vacation home—it’s a lifestyle choice. With the hotel rental program, owners can enjoy privacy, convenience, and the incomepotential of Orlando’s thriving vacation rental market.

14501 Grove Resort Avenue Unit 3642, Winter Garden
14501 Grove Resort Avenue Unit 3231, Winter Garden
$190,000
2 Beds ⋅ 2 Baths ⋅ Grove Resort SubDv. ⋅ 34787 Zip Code
TOWER 3 LOCATION CLOSEST TO THE WATERPARK! Exceptional opportunity to own at The Grove Resort & Water Park, one of Central Florida’s premier vacation ownership destinations just minutes from Walt Disney World. This condo is a beautifully furnished Birch Plan residence offering a comfortable, turnkey layout designed for personal enjoyment and income-producing vacation rental use. The open living area, full kitchen, private bedrooms, and resort-style finishes create an inviting retreat for Owners and guests alike. The Grove offers an impressive amenity package including a water park, multiple pools, lazy river, restaurants, bars, spa, fitness center, lake activities, arcade, onsite market, and full-service onsite management. Owners may enjoy generous personal use while the onsite management team handles guest services, reservations, maintenance, and day-to-day rental operations. With its strong location, established resort setting, and continued appeal to Orlando visitors, this Birch Plan condo is a compelling choice for Buyers seeking lifestyle, convenience, and long-term Central Florida vacation ownership.

14501 Grove Resort Avenue Unit 3231, Winter Garden
12632 Clear Sapphire Drive, Winter Garden
$563,000
4 Beds ⋅ 3 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code
BEST PRICE IN FLAMINGO CROSSING AREA IN WINTER GARDEN, THE SELLER WILL CONTRIBUTE UP TO $ 4000 TOWARD CLOSING COST OR BUYER RATE ON FINANCING. This is an amazing Bungalow style house with 4 bedrooms and 3 bathrooms, on second floor there are 3 bedrooms, two bathrooms and area that maybe use has work-office place or Tv place, on main floor there are a guest suite, bathroom and amazing open concept Kitchen, walking closet and spacious dining and living area that face a nice open space area with a lanai completely fenced...this house is located on the very beautiful Osprey Ranch Community and few feet away from the Community Pool and social areas..

12632 Clear Sapphire Drive, Winter Garden
16004 Ollivett Street, Winter Garden
$799,999
7 Beds ⋅ 4 Baths ⋅ Verde Park Ph 1 SubDv. ⋅ 34787 Zip Code
Welcome to 16004 Ollivet, an exceptional residence where thoughtful design, high-end upgrades, and everyday functionality come together in one of Winter Garden's most desirable communities. Meticulously maintained and beautifully appointed, this move-in-ready home offers the perfect balance of elegant living, modern convenience, and timeless style. From the moment you enter, you'll appreciate the bright, open floor plan, soaring ceilings, and abundance of natural light that create an inviting and spacious atmosphere. Designed for both entertaining and everyday living, the expansive main living area flows seamlessly into the dining space and gourmet kitchen, making it easy to host family gatherings or enjoy quiet evenings at home. The chef-inspired kitchen is the heart of the home, featuring abundant cabinetry, generous countertop space, a large center island, quality appliances, and ample storage. Whether you're preparing a weeknight dinner or entertaining guests, this space offers both beauty and functionality. The spacious primary suite serves as a private retreat, offering a relaxing escape at the end of the day. One of its standout features is the professionally designed custom walk-in closet, providing exceptional organization, premium built-ins, and a luxurious boutique-style feel. The en-suite bathroom complements the space with modern finishes. A versatile flex room adds even more value to the home and has been enhanced with custom built-in cabinetry, making it an ideal home office, executive workspace, library, study, craft room, or media room. The custom storage solutions maximize functionality while adding a design element that sets this home apart. The additional bedrooms are generously sized and thoughtfully positioned to provide comfort and privacy for family members or guests. Every room reflects the pride of ownership found throughout the home. One of the home's rare and highly desirable features is the four-car tandem garage, offering exceptional flexibility and abundant space for multiple vehicles, a golf cart, recreational equipment, a workshop, fitness area, or additional storage. The tandem configuration provides even more usable garage space while maintaining a clean and organized feel. Step outside to the covered lanai, where you can enjoy your morning coffee, unwind after a long day, or entertain family and friends while overlooking the backyard. The outdoor living space provides the perfect extension of the home's interior. Conveniently located near Historic Downtown Winter Garden, Horizon West, shopping, dining, entertainment, parks, walking trails, major highways, and Central Florida's world-famous attractions, this home offers both convenience and an exceptional lifestyle. With its designer upgrades, custom built-in features, spacious open floor plan, rare four-car tandem garage, and outstanding location, this home truly stands out. Every detail has been thoughtfully curated to create a residence that is as functional as it is beautiful. Schedule your private showing today and experience everything this remarkable property has.

16004 Ollivett Street, Winter Garden
14123 Frasier Street, Winter Garden
$530,000
4 Beds ⋅ 3 Baths ⋅ Highland Rdg Ph 2 SubDv. ⋅ 34787 Zip Code
SPECIAL FINANCING AVAILABLE! The seller is offering a promotional 3.875 interest rate through a rate buy-down program, plus ALL closing costs paid when using the preferred lender—creating an incredible opportunity for qualified buyers to significantly reduce their monthly payment and cash needed at closing. Welcome to this stunning newer construction home located in the highly desirable Horizon West area of Winter Garden! Nestled in one of Central Florida’s most sought-after communities, this beautiful two-story residence offers spacious open-concept living, soaring ceilings, and an abundance of natural light throughout. Designed for modern living, the home features expansive living and dining areas, generously sized bedrooms, and a functional floor plan perfect for entertaining or everyday comfort. Enjoy outdoor living with a semi-private fenced backyard, providing the perfect balance of privacy and open space. Ideally situated just minutes from Flamingo Crossings, Walt Disney World, shopping, dining, entertainment, and major highways, this location offers unmatched convenience and lifestyle. Residents also benefit from access to highly rated A+ schools, making this an excellent choice for families. Don’t miss this incredible opportunity to own a beautiful home in one of Winter Garden’s fastest-growing and most desirable neighborhoods. Schedule your private showing today!

14123 Frasier Street, Winter Garden
17372 Glossy Pomelo Way, Winter Garden
$1,580,000
5 Beds ⋅ 6 Baths ⋅ Lake Star/Ovation Ph 1b SubDv. ⋅ 34787 Zip Code
RECENTLY REPOSITIONED | MOVE-IN READY | DIRECT LAKE ACCESS ( NAVEGABLE ) Motivated seller and a great opportunity to make this home your own. The seller welcomes written offers and is prepared to move forward with the right terms. A rare opportunity to own a completed lakefront home with direct access to navigable Lake Star, combining a premium waterfront homesite, extensive upgrades and immediate availability. Completed in 2025, this residence offers approximately 4,977 sq. ft., 5 bedrooms, 5.5 bathrooms and a 4-car garage. The home sits on an oversized lakefront homesite with conservation views, direct water access and exceptional privacy. Originally purchased and upgraded for the owner's personal use, the property includes significant improvements beyond standard builder finishes. Premium flooring, custom interior details, an upgraded kitchen, smart-home features and carefully selected finishes can be found throughout the home. The floor plan provides generous living and entertaining spaces with a strong connection to the outdoors. The owner's suite and extended balcony overlook the lake and conservation area, offering sunset views and Disney fireworks in the distance. The backyard is a major highlight, with ample space for a custom pool, deck and outdoor entertainment area while maintaining the lake view and access. Pool and outdoor-living images shown in the listing are concept renderings only and are intended to illustrate the potential use of the space. For buyers comparing lakefront new construction, this property stands apart: The home is already completed, extensively upgraded and ready for immediate occupancy. No construction timeline and no waiting for future delivery. Lakefront. Navigable water access. Premium homesite. Extensive upgrades. Move-in ready. Schedule a private showing to experience the property and lakefront setting in person.

17372 Glossy Pomelo Way, Winter Garden
14501 Grove Resort Avenue Unit 2623, Winter Garden
$340,000
2 Beds ⋅ 2 Baths ⋅ Grove Resort SubDv. ⋅ 34787 Zip Code
**PRICE IMPROVEMENT! 6th-Floor Water View | Fully Furnished 2-Bedroom Condo at The Grove Resort Orlando** Exceptional opportunity to own a fully furnished, 2-bedroom, 2-bath condominium on the 6th floor of the newest tower at The Grove Resort Orlando. Featuring desirable water views and updated contemporary décor, this residence offers an attractive combination of location, comfort, and turnkey resort ownership. A standout feature is the guest bedroom with **TWO beds**, providing comfortable accommodations for up to six guests—ideal for families and vacationers. Enjoy convenient access to The Grove’s impressive resort amenities, including multiple pools, restaurants, lounge, coffee bar, fitness center, business center, marketplace, and recreational activities on beautiful Lake Austin. Ownership is simplified through the onsite resort management program, which handles reservations, marketing, guest services, housekeeping coordination, and property maintenance. Owners can enjoy their vacation retreat while benefiting from the convenience of professional rental management. Located approximately **4 miles from Walt Disney World®**, with easy access to Orlando’s world-renowned attractions, shopping, dining, and entertainment. **Now offered at an improved price, this beautifully furnished, water-view residence presents an appealing opportunity for buyers seeking a vacation getaway with rental potential.** Rental financial history is available upon request.

14501 Grove Resort Avenue Unit 2623, Winter Garden
9940 Black Bear Lane, Winter Garden
$2,050,000
4 Beds ⋅ 5 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34787 Zip Code
Pre-Construction. To be built. This Custom Single-Story Modern Farmhouse by Lionshead Homes is a showstopper! Set on a serene 5-acre private oasis. Plenty of space for farm animals or just enjoy the open space and tranquil surroundings. Lionshead Homes has recently built custom homes near this property. So Buyers may view a recently completed home to get an idea of fit and finish and our quality craftmanship. Located in the Avalon Rural Settlement, you'll enjoy the country lifestyle without sacrificing proximity to shopping, entertainment and the suburban lifestyle of Hamlin and Winter Garden. Call for more information or to schedule a viewing appointment.

9940 Black Bear Lane, Winter Garden
13377 Lake Butler Boulevard, Winter Garden
$2,500,000
4 Beds ⋅ 5 Baths ⋅ 34787 Zip Code
Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with approximately 844 linear feet of lakefront property on Lake Roper. Home could also be built as a multigen and could be larger if needed with ample room for multiple garage spaces as well. This is a RARE OPPORTUNITY to acquire this much lakefront property and land but be in close proximity to city center, major thoroughfares, restaurants, theme parks, international airports. Value is in the land -- get a free house!

13377 Lake Butler Boulevard, Winter Garden