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Gated Community Homes for Sale in Winter Garden, FL

Welcome to your dedicated resource for gated community homes for sale in Winter Garden, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Winter Garden, FL agent, The Nest Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the gated community properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Gated Community Homes for Sale in Winter Garden, FL

$330,000
2 Beds 2 Baths Grove Resort And Spa Hotel Condominium SubDv. 34787 Zip Code
floorplans you can own, " The Palm" is located in Building 3 on the 2nd, Floor it has 2 Bedrooms, a King size bed in the Master bedroom, and two queen size beds in the other bedroom, 2 full bathrooms, a Sleeper sofa in the Livingroom, Stackable Full Size Laundry closet, Living, Dining and Fully Stocked Kitchen, a screened balcony, that has beautiful views of Palm Trees, garden, lake, Pool, Water Park, Lazy River, the unit is also closely located to the game/arcade center, and the garage enters is just a short walk, that makes this unit very desirable. You and your guests will have access to the Amenities such as Heated Pools, Caban's, Lazy Rive, Surfari Water Park where you can Learn how to surf with the dual FlowRider® surf simulator , three slides, water spouts, and wading pool, SPA, Flip Flops Arcade, GYM walking paths, convention center restaurants Valencia, Springs Bar & Grill, Longboard Bar & Grill, Alfresco Market Place, Pizza is made here for your conveniences, and much more. There is daily shuttle transportation to Walt Disney World Theme Parks, Universal Orlando, Hollywood Studios & SeaWorld! The Resort also has an Event Planning with exciting activities planned throughout the day to make your stay even more fun like Karaoke, Fishing Tournaments on Lake Austin, Slime Time, Scavenger Hunts, and much more. Any Repairs and Replacements are included & the onsite hotel management handles all the check-in and check-out, cleaning, accounting, advertising, and everything else! as an owner you are able to vacation here too. The Grove Resort is a great Family Vacation Destination in the Orlando Florida area with a great location near Walt Disney World Theme Parks, SeaWorld, Universal Studios, the Premium Outlets, many Restaurants, Golfing, etc. Call us to own a piece of paradise in Florida where you can Own, Enjoy, Cover expenses at a World Class Vacation Condo-Hotel!! Book your appointment today!

14501 Grove Resort Avenue Unit 3222, Winter Garden

$245,000
2 Beds 2 Baths Grove Resort SubDv. 34787 Zip Code
Seller is offering $5,000 toward the buyer’s closing costs, making this fully furnished condo at The Grove Resort & Water Park Orlando an even better opportunity for a vacation home, Airbnb-style investment, or personal getaway. Just minutes from Walt Disney World Resort and close to Universal Orlando Resort and SeaWorld Orlando, this 4th-floor condo-hotel unit offers peaceful fountain and rotunda views inside one of Central Florida’s most popular resort destinations. Whether you use it for your own vacations or let the on-site management company handle rentals, this is a true turnkey investment with serious vacation vibes. The resort itself is packed with amenities that keep guests coming back year after year. Spend your days floating through the lazy river, riding the water slides, surfing the FlowRider, relaxing in a private cabana, or grabbing drinks and food without ever leaving the property. There’s also a full-service spa, multiple restaurants and bars, resort pools, aquatic splash areas, and access to Lake Austin for kayaking and paddle boating. Inside the condo, you’ll find a modern, comfortable space designed for easy stays. The full kitchen, spacious living area, private balcony, and in-unit washer and dryer make it feel more like a stylish apartment than a hotel room. Large bedrooms and thoughtful finishes make it ideal for both personal use and guest satisfaction. Owning at The Grove gives you the flexibility of a fully managed investment property while still having your own Orlando escape whenever you want it. With nonstop tourism demand and resort amenities guests actually want to use, this is one of the easiest ways to own a low-maintenance vacation property near Disney.

14501 Grove Resort Avenue Unit 1440, Winter Garden

$345,000
1 Beds 1 Baths Grove Res & Spa Hotel Condo Iv SubDv. 34787 Zip Code
Experience Orlando from a fresh perspective in this refined one-bedroom, one-bath condominium suite set inside, The Terraces at The Grove Resort & Waterpark, just minutes from Walt Disney World®. Nestled on a quiet rise above shimmering Lake Austin, the residence blends boutique-hotel with the comforts of a private retreat. Wake each morning to calming waterfront views, then step into interiors styled with crisp lines, contemporary finishes, and floor-to-ceiling glass that invites the Florida sunshine in. Owners enjoy full privileges at The Grove, including the thrilling Surfing Water Park with its wave pool and surf simulator, yet The Terraces preserves an upscale, adult-oriented ambiance all its own. Exclusive resident perks include: Secluded infinity pool reserved for Terraces guests only, Poolside bar for craft cocktails and light bites, State-of-the-art fitness studio that keeps wellness on track, Byte market for convenient grab-and-go meals and lounge, an intimate space to unwind with friends after a day of adventure Beyond the resort gates, world-class shopping, dining, and Orlando’s famed theme parks are a quick drive away placing endless entertainment at your doorstep while safeguarding the serenity of home. Whether you’re seeking a wonderful vacation rental or a personal escape from everyday routine, this condominium delivers a rare blend of luxury, location, and lifestyle. Secure your slice of paradise before someone else claims the view.

15695 Grove Resort Avenue Unit 4303, Winter Garden

$265,000
2 Beds 2 Baths Grove Residence & Spa Hotel Condo Ii SubDv. 34787 Zip Code
Turnkey Vacation Investment at The Grove Resort & Water Park Orlando Welcome to one of the best-maintained, fully furnished units available at The Grove Resort & Water Park Orlando. This spacious Palm floor plan offers 1,265 sq. ft. of well-designed living space featuring 2 bedrooms and 2 full bathrooms. The primary suite includes a king-size bed, while the guest bedroom offers two full-size beds—perfect for families or group stays. Thoughtfully upgraded finishes include LVP flooring, granite countertops, stainless steel appliances, large smart TVs in every room, a high-end washer and dryer, and a private screened-in patio. The oversized bathrooms feature a walk-in shower, soaking tub, and generous closet space for added comfort and convenience. Located on the second floor, this unit offers guests a peaceful and more private setting. The Grove Resort amenities include the Surfari Water Park with a dual FlowRider surf simulator, lazy river, and water slides; multiple heated pools with private cabanas; a full-service spa; state-of-the-art fitness center; and scenic walking trails. Family-friendly perks like Flip Flop’s arcade, kids’ splash zones, and the 20-acre Lake Austin with paddle boats, fishing, and nature tours make this a true entertainment haven. Dining is equally convenient with on-site restaurants including Valencia, Springs Bar & Grill, Longboard Bar & Grill, Alfresco Market, and a dedicated in-house pizza outlet. The resort also offers daily shuttle service to Walt Disney World, Universal Studios, and SeaWorld, along with a full calendar of fun-filled events—from karaoke and scavenger hunts to fishing tournaments and more. Owners have the option to join the professionally managed on-site rental program, allowing for effortless passive income when not using the unit personally. The monthly condo fee includes ALL utilities—electricity, water, cable, and internet. Owners may personally enjoy the property for up to 179 days per year. An ideal opportunity for personal use or a high-performing income-producing property. Schedule your private tour today and claim your slice of Central Florida paradise. (The current owner has a second unit available for sale for a buyer interested in multiple properties)

14501 Grove Resort Avenue Unit 2232, Winter Garden

$265,000
2 Beds 2 Baths Grove Resort And Spa Hotel Condominium 1 SubDv. 34787 Zip Code
High-Occupancy Investment Opportunity at The Grove Resort & Water Park Orlando Welcome to a standout turnkey investment at The Grove Resort & Water Park Orlando—fully furnished and located on the prime first floor with Tall Ceilings and stunning fountain views. This spacious floor plan features 2 bedrooms, 2 full bathrooms, and 1,265 sq. ft. of beautifully upgraded living space. The primary suite offers a comfortable king-size bed, while the guest bedroom includes two full-size beds—ideal for families or group vacations. High-end interior finishes include luxury vinyl plank flooring, granite countertops, stainless steel appliances, large smart TVs in every room, a premium washer and dryer, and a private screened-in patio. The oversized bathrooms are equipped with a walk-in shower, soaking tub, and generous closet space for added convenience. Set across 106 acres of lush Florida landscape, Guests can enjoy Surfari Water Park with a dual FlowRider surf simulator, lazy river, and thrilling water slides; multiple heated pools with private cabanas; a full-service spa; a state-of-the-art fitness center; and Flip Flop’s arcade. Kids will love the splash zones, while outdoor enthusiasts can explore 20-acre Lake Austin with paddle boats, a fishing pier, and nature tours. On-site dining options include Valencia Restaurant, Springs Bar & Grill, Longboard Bar & Grill, Alfresco Market, and even an in-house pizza spot. Daily complimentary shuttle service to Walt Disney World®, Universal Orlando, and SeaWorld makes this an attractive destination for travelers. The resort also hosts a variety of family-friendly activities like karaoke nights, scavenger hunts, and fishing tournaments—ensuring every visit is packed with memorable moments. Owners benefit from a professionally managed rental program, allowing you to earn passive income while enjoying up to 179 days of personal use annually. Best of all, the monthly condo fee includes all utilities—electricity, water, cable, and internet—making ownership completely hassle-free. Whether you're looking for a luxury vacation retreat, a top-performing rental, or both, this opportunity checks all the boxes. (The current owner also has a second unit available for buyers interested in multiple properties) Schedule your private showing today and secure your slice of Central Florida paradise.

14501 Grove Resort Avenue Unit 2103, Winter Garden

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