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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

$194,950
2 Beds 2 Baths Grove Resort And Spa Hotel Condominium SubDv. 34787 Zip Code
Experience the ultimate Orlando resort lifestyle and investment opportunity at The Grove Resort & Water Park, one of Central Florida’s premier vacation destinations located just minutes from Disney World and close to Universal Studios, SeaWorld, Margaritaville Resort, shopping, dining, and Orlando International Airport. This fully furnished, turnkey condominium offers a spacious open-concept layout with a beautifully designed kitchen, bright great room, oversized windows, and a private balcony with sought after peaceful WATER AND POOL VIEW —perfect for enjoying Florida’s sunshine and serene surroundings. Designed for both comfort and flexibility, this condo features 2 bedrooms with a split layout for added privacy, spacious living areas, and 2 spa-inspired bathrooms with features such as garden tubs, tiled showers, and dual vanities. Large-screen televisions, modern finishes, and stylish furnishings create a welcoming retreat for owners and guests alike. The living room also has a sleeper sofa so it comfortably sleeps 6 guests. This is a comfortable place to unwind after a day of fun. The Grove Resort is a world-class, family-friendly destination offering exceptional amenities and a true “escape within an escape.” The highlight is the spectacular Surfari Water Park, featuring a FlowRider® surf simulator, dueling water slides, lazy river, splash park, activity pool, zero-entry pool, and private cabanas with food and beverage service. Guests also enjoy access to multiple resort pools, hot tubs, and a 20-acre activity lake with a private dock ideal for fishing or relaxing by the water. Additional amenities include Longboard Bar & Grill, Valencia Restaurant, Element Bar & Lounge, Alfresco Market, Byte grab-and-go market, Flip Flop’s Family Fun Center, arcade, game room, and on-site dining and entertainment. Relax and recharge at the full-service spa and modern fitness center, or enjoy the convenience of daily shuttle transportation to Disney World, Universal Studios, and SeaWorld. Ownership is truly hassle-free, with professional on-site hotel management handling bookings, guest services, and maintenance, making this an ideal hands-off income-producing investment property or personal vacation retreat. With its unbeatable location, incredible amenities, and strong rental potential, The Grove Resort offers the perfect combination of luxury, lifestyle, and investment value in the heart of Orlando’s world-famous attractions.

14501 Grove Resort Ave Unit 3621, Winter Garden

$275,000
2 Beds 2 Baths Grove Residence & Spa Hotel Condo Ii SubDv. 34787 Zip Code
***Beautiful and spacious fully-furnished fifth floor 2-bedroom condo located in The Grove Resort and Water Park! This condo easily sleeps six, with a screened in balcony for enjoying those evening sunsets! A full washer and dryer is located off the fully equipped kitchen, and overlooks the family room with dining area. Every unit has a sleeper sofa for extra sleeping also! The primary bedroom has a king bed, and a large en-suite bathroom with separate tub and shower! The second bedroom has two double beds, with a door directly into the second full bathroom, giving you the choice of also making this room an en-suite! The condo is located in The Grove Resort, with its fantastic amenities, including the Surfari Water Park, with large pool, lazy river, water slides, splash area, and the Flowrider surf simulator! Enjoy delicious food and drinks from the Longboard Bar and Grill, with optional poolside service! In addition, there are three more pools and a hot tub located near beautiful Lake Austin, at the Springs Pools! The tropical landscaping around truly makes you feel on vacation! The 24/7 gym is located next to the Springs Pools, along with the Valencia full service restaurant, where you can eat indoors, or outdoors!! The Grove Resort provides free daily transportation to and from Disney, although it is only a short car ride away! Call now for more information!!***

14501 Grove Resort Avenue Unit 2532, Winter Garden

$275,000
2 Beds 2 Baths Grove Resort And Spa Hotel Condomimium Building 2 SubDv. 34787 Zip Code
***Beautiful 2-bedroom Palm model condo located on the fifth floor at The Grove Resort and Water Park. This fully-furnished condo is professionally managed by the onsite property rental team, and owners can use it themselves for up to 179 nights per year! This spacious condo offers a full kitchen, with separate room with full washer and dryer, and is open to the large living room with screened-in balcony where you can enjoy the sunsets every night! The large primary bedroom has a king bed, and an en-suite with dual sinks, and separate tub and shower. The second bedroom has two double beds, and has direct access to the second full bathroom. Owners can enjoy the many amenities at The Grove, including the Surfari Water Park, with large pool, lazy river, water slides, splash area, and the Flowrider Surf Simulator! If you are hungry or thirsty there is the Longboard Bar and Grill ready to serve up your favorites! In addition, there are three more pools and a hot tub located near Lake Austin at The Springs Pools! Also next to the pools are the 24/7 gym, and Valencia restaurant, where you can enjoy eating indoors, or outdoors! The Grove Resort provides a free daily shuttle to and from Disney, which is also just a short car ride away. Have the best of both worlds, and make an income, while enjoying the property that you own with friends and family! Call now for more details!!***

14501 Grove Resort Avenue Unit 2530, Winter Garden

$299,900
2 Beds 2 Baths Grove Residence & Spa Hotel Condo 2 SubDv. 34787 Zip Code
PREMIUM BUILDING 3 | RARE 14-FOOT CEILINGS | ELEVATOR-FREE ACCESS | ONSITE RENTAL PROGRAM Step into the largest and most unique 2-bedroom footprint available at The Grove Resort & Water Park. Located on the highly coveted 1st floor of Building 3, Unit 3109 boasts massive 14-foot architectural ceilings exclusive to the ground level, delivering an incredible sense of volume, grandeur, and endless natural light that upper-floor standard units simply cannot match. This fully furnished, turnkey property features the sprawling Cypress Floor Plan (1,434 Sq. Ft.), highlighting a spectacular Dual-Zone Primary Suite complete with its own private attached den. This bonus space acts as a quiet sanctuary, media lounge, or infant nursery entirely separate from the main living room. Why Investors Choose Unit 3109: Zero-Friction Resort Living: Enjoy the luxury of walking straight from the main Building 3 lobby directly into your villa. No elevator wait times, no stairs, and immediate walk-out access to the Surfari Water Park and resort dining. Turnkey Paramount Rental Program: This unit is fully equipped and eligible for immediate enrollment in the world-class, onsite rental program managed by Paramount Hospitality Management. Enjoy completely hands-off ownership with on-site booking, guest check-in, marketing, and property maintenance fully handled for you. Building 3 Dominance: Situated in the newer and most popular phase of the resort, making it highly preferred by incoming vacationers. Luxury Suite Positioning: The added square footage and private owner's lounge elevate this unit into a higher-tier booking bracket on vacation platforms, driving premium guest reviews and repeat bookings. Don't miss the lowest-priced opportunity to own premier Building 3 Cypress luxury! Schedule your showing today.

14501 Grove Resort Avenue Unit 3109, Winter Garden

$873,000
5 Beds 3 Baths Winter Grove SubDv. 34787 Zip Code
QUICK MOVE IN!!! NEWLY BUILT Highly Desirable Community and Location!! Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from Historic Downtown Winter Garden. This Gated New Community features single-family homes on large homesites without a CDD. Step into the Coral Grand by Pulte Homes, where Luxury and Convenience seamlessly combine to create a Truly Elevated Living Experience. This Remarkable 4-Bedroom 3-Bathroom 1-Flex Room Home, Offers an Oversized Driveway and Corner Lot. The Chef-Inspired Kitchen Features Upgraded Dana White Cabinetry (Soft Close), Oversized Quarts Countertops, Undercabinet Lighting, and Whirlpool Stainless Steel Appliances with Exhaust Fan Exterior, Making Cooking a True Pleasure. The Kitchen seamlessly connects to the Café and Extended Gathering room, where a Sliding Glass Door opens to the Covered Lanai, Enhancing the flow of Indoor-Outdoor Living. The Loft area provides the perfect space to unwind, with two additional bedrooms and one bathroom complete the upper level. This Elegant Home is Equipped with a Smart Nest Thermostat, Smart Google Doorbell, ensuring your home is as connected as it is Beautiful. This home offers the perfect combination of Luxury, Convenience, and Modern Design—an ideal place to live and relax. This Split Floorplan Design of the Home and Laundry Room maximizes Privacy, Useful Space, and Peace. Residents also enjoy all the proximity to Shopping Plazas, Restaurants, Parks, and Entertainment this area is known for. Call NOW and Schedule a tour today!

276 Summer Pine Street, Winter Garden

$165,000
2 Beds 2 Baths Grove Resort And Spa Hotel Condo Ii SubDv. 34787 Zip Code
Welcome to the 4-Star rated Grove Resort & Spa Orlando! This high floor, Cypress model corner unit offers a spacious, split bedroom, open layout with over 1,400+ SF of living area. This model features an oversized Primary Suite with separate corner sitting area and guest bedroom features 2 queen size beds. This condo sleeps 8! Other features include a modern interior with solid wood cabinets and solid surface countertops in the kitchen and baths, stainless steel appliances, in-unit laundry room, and all furniture & furnishings included and ready for your turn-key vacation resort. The resort features outstanding amenities including 2 on-site restaurants, spa, fitness center, arcade game room, three pools, private access to Lake Austin, FREE SHUTTLES TO DISNEY PARKS and the on-site SURFARI WATER PARK complete with lazy river, pool-side restaurant and bar, and a FLOWRIDER® double surf simulator. This is a Walt Disney World Good Neighbor® Hotel and less than 5 miles from the world famous Walt Disney World® Resort and Theme Parks. Also, just 3.9 miles to the new Flamingo Crossings Town Center with 40+ shops and restaurants. This amazing condo-hotel unit also offers the convenience of an in-house, on-site hotel rental program which provides rental income when not in your personal use and features a VIP Check-In for condo owners. ALL UTILITIES, CABLE, AND INTERNET INCLUDED IN MONTHLY MAINTENANCE!

14501 Grove Resort Avenue Unit 2535, Winter Garden

$179,000
2 Beds 2 Baths Grove Residence & Spa Hotel Condo 1 SubDv. 34787 Zip Code
Pond and Fountain Views | Aggressively Priced | Desirable Ground floor residence featuring 14 foot ceilings exclusive to first floor units, creating an open and spacious main living area. Ideally positioned within the community, the unit offers quick access to nearby resort amenities. Ground level units are often favored for vacation use due to convenient access without stairs or elevators. The screened private lanai overlooks a courtyard with pond and fountain views, framed by lush landscaping and mature palm trees. Interior features include stainless steel appliances, granite countertops, and a full size washer and dryer. The well designed split floor plan includes two bedrooms plus a pull out sofa, accommodating up to six guests. The community is professionally managed as a Condo Hotel, offering owners participation in an on-site rental program to help offset ownership costs when the unit is not in use. HOA fees conveniently covers all utilities as well as pest control, sewer, trash, and common-area insurance. Located within The Grove Resort & Water Park, a Disney World® Good Neighbor Hotel, owners and guests enjoy Surfari Water Park, FlowRider® surf simulator, fitness center, on site dining, walking trails, covered parking, lake access, and shuttle service to the Walt Disney World® Resort. ________________________________________

14501 Grove Resort Avenue Unit 1111, Winter Garden

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