Winter Garden Homes with Lobby Key Required Amenities

Winter Garden Homes with Lobby Key Required Amenities

Welcome to Winter Garden, Florida, a charming city nestled in the heart of Orange County, known for its picturesque landscapes, vibrant community, and rich history. Just a stone's throw from the bustling city of Orlando, Winter Garden offers a perfect blend of small-town charm and modern convenience, making it an ideal place to call home.

The city is renowned for its beautiful historic downtown area, where you can stroll along brick-paved streets lined with unique shops, delightful cafes, and local eateries. The West Orange Trail, a scenic 22-mile path, invites outdoor enthusiasts to explore the natural beauty of the region, perfect for walking, biking, or jogging. With a calendar full of community events, including farmers' markets and seasonal festivals, Winter Garden fosters a warm, welcoming atmosphere that brings residents together.

For those seeking homes with exclusive amenities, Winter Garden boasts a selection of properties that require a lobby key for access, ensuring privacy and security for residents. These homes often feature luxurious finishes, spacious layouts, and resort-style amenities such as swimming pools, fitness centers, and beautifully landscaped common areas. Living in one of these exclusive communities means enjoying a lifestyle of comfort and convenience, with all the perks of modern living at your fingertips.

Whether you're drawn to the historical charm, the vibrant community spirit, or the luxurious amenities, Winter Garden is a place where you can truly feel at home. Discover your dream property in this enchanting city and experience the best that Florida has to offer!

Newest Winter Garden Homes with Lobby Key Required Amenities

14825 Porter Road, Winter Garden
$609,998
3 Beds ⋅ 3 Baths ⋅ Summerlake Pd Phase 2a And 2b SubDv. ⋅ 34787 Zip Code
Virtually Staged. With 2,732 square feet, a spacious upstairs loft and a downstairs room ready to serve as a fourth bedroom, this Summerlake home gives you room to arrange life as you please. Three bedrooms and 2.5 baths. The open main floor has tile underfoot, plantation shutters and a stone accent wall in the living room. The kitchen offers a granite island with seating, dark wood cabinetry, tile backsplash, gas range and pendant lighting, and opens to the dining area. Sliders lead to a covered paver patio and a fenced backyard with a fire pit. Upstairs, the primary suite has a custom-fitted walk-in closet, double vanity, soaking tub and glass-enclosed shower. Stone-trimmed covered front porch, & a rear-entry garage. Summerlake amenities include a resort-style pool with splash pad, lakefront clubhouse, fitness center, tennis and basketball courts, playgrounds, dog park, fishing pier and walking trails. This home is conveniently located close to the amenities. Close to Hamlin Town Center, SR 429 and a short drive to the Parks.

14825 Porter Road, Winter Garden
8836 Lakeshore Pointe Drive, Winter Garden
$1,175,000
4 Beds ⋅ 4 Baths ⋅ Lakeshore Preserve Ph 1 SubDv. ⋅ 34787 Zip Code
Turnkey, Toll Brothers model home in Winter Garden. This property occupies one of Lakeshore Preserve’s most open and airy homesites next to expansive open green space inside Lakeshore Preserve. Expansive open green space extends along the entire south side of the home, creating a valuable advantage. No next-door neighbor on the home’s south side—the dining room, great room, kitchen and outdoor living areas face open green space, offering green views, abundant natural light and added privacy. Additional green space behind the property extends the sense of openness. A dramatic two-story foyer upon entering. Key design and home features: Smart home technology, shiplap wall detailing, rich wood-beam ceilings. Plantation shutters throughout. The kitchen features a massive center island, farmhouse sink, abundant cabinetry to include deep drawers. Triple sliding glass doors connect the great room to an expansive screened lanai with a fully equipped outdoor summer kitchen. Outdoor dining and lounge spaces. Motorized retractable screens. Backyard features: outdoor putting green and a built-in stone fireplace with modern glass-rock insert. This home is the ideal Florida seasonal residence or second home. With a resort-style community pool and all grounds maintained by the HOA, this turnkey home is ready for easy seasonal living. First floor primary suite is positioned at the rear of the home. Includes a new walk-in closet, a striking primary bath with opposing vanities, a private water closet and a dramatic walk-in shower. Custom tile extends from the floor up the shower walls, with opposing shower systems, multiple shower heads and built-in bench seating. The second floor features a true second living room, three furnished bedrooms and two full baths. One bedroom includes an ensuite bath and full closet, while the other two share a hall bath. When not occupied by guests, the second living room serves as a private lounge, media room, or office space. Turnkey includes: all living area furniture, décor, artwork, rugs, kitchen equipment, dinnerware, glassware and utensils. Utility features to this home: Tankless water heater, in-wall pest system. Lakeshore Preserve amenities include a clubhouse, fitness center, resort-style pool, playgrounds, sand volleyball court. Cable, one-gig internet and ground maintenance are included in the HOA fee. This executive collection home sits on one of the most unique homesites within Lakeshore Preserve. Privacy and sun-drenched light, Toll Brothers coveted upgrades, and this transitional design style fully finished by an interior designer for this model home.

8836 Lakeshore Pointe Drive, Winter Garden
16137 Hampton Crossing Drive, Winter Garden
$600,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 1c SubDv. ⋅ 34787 Zip Code
WHAT IF YOUR FLORIDA HOME FELT A LITTLE LIKE VACATION EVERY DAY? At 16137 Hampton Crossing Drive, it just might. Tucked into WATERLEIGH in HORIZON WEST and only 5.8 MILES FROM WALT DISNEY WORLD, this SINGLE-STORY DR Horton Arbor model offers something increasingly hard to find: 3 BEDROOMS, 3 FULL BATHS, an OVERSIZED 3-CAR TANDEM GARAGE—and your own HEATED SALTWATER POOL AND SPA. Inside, 2,040 square feet are arranged in an open, split-bedroom floor plan designed for comfortable everyday living. HIGH CEILINGS and engineered HARDWOOD FLOORING carry through the main living areas, where the kitchen, dining and family spaces FLOW EASILY TOGETHER. The kitchen gives you plenty of room to gather, with STONE COUNTERS, abundant cabinetry, stainless steel appliances, an oversized island with seating and a FARMHOUSE-STYLE SINK. The PRIMARY SUITE is PRIVATELY POSITIONED with a tray ceiling, walk-in closet and spacious ensuite bath featuring DUAL VANITIES and an oversized walk-in shower. Two additional bedrooms and TWO MORE FULL BATHS create flexibility for family, overnight guests, work-from-home space—or a little of each. But Florida living is supposed to happen outdoors, too. Step through the sliders to a COVERED LANAI and fully SCREENED POOL AREA, where a HEATED SALTWATER POOL AND SPA, generous deck and room to LOUNGE turn the backyard into your own PRIVATE RETREAT. And when you feel like leaving home, WATERLEIGH brings the RESORT LIFESTYLE with a clubhouse, community POOL, fitness center, DOG PARK, playground, sidewalks, and access to LAKE HICKORY NUT with FISHING opportunities and a community pier. BEST OF ALL? YOUR INDIVIDUAL LAWN CARE IS INCLUDED. Less weekend yard work. More pool time. More Disney time. More time to enjoy living in one of Central Florida’s most sought-after newer communities. Shopping, dining, entertainment and major roadways are nearby—and WALT DISNEY WORLD is just 5.8 miles from your front door. PRIVATE POOL. SPA. 3-CAR GARAGE. LAWN CARE INCLUDED. SINGLE-STORY LIVING. THIS is the Florida lifestyle you came for.

16137 Hampton Crossing Drive, Winter Garden
13360 Sunny Retreat Lane, Winter Garden
$595,000
3 Beds ⋅ 2 Baths ⋅ Del Webb Oasis SubDv. ⋅ 34787 Zip Code
Virtually Staged. Virtually Staged. Best value on Wel Webb Oasis . Experience the renowned 55+ lifestyle at Del Webb Oasis, a world-class, resort-style boutique community offering exclusive amenities, a prime Horizon West location, and natural gas single-family homes nestled in wooded conservation. Residents enjoy a full calendar of social events, all centered around a stunning clubhouse. Amenities include a resort-style zero-entry pool with lap lanes and sun shelf, private poolside cabanas, spa, outdoor fire pits with fireworks views, fitness center, tennis and pickleball courts, and a walking trail with exercise stations. Just minutes from Flamingo Crossings, Disney, and major new-construction neighborhoods, Del Webb Oasis is ideally located within one of Central Florida’s fastest-growing master-planned communities, with rising home values throughout the area. Every inch of this thoughtfully designed single-story Palmary floorplan is crafted to make life better, happier, and easier. The home features 3 bedrooms, 2 bathrooms, an open-concept kitchen, café, and gathering room, a covered lanai, and a 2-car garage, offering both comfort and functionality for effortless living and entertaining. Step through the impressive foyer into the heart of the home, where the kitchen, café, and gathering room flow seamlessly to the covered lanai for ideal indoor/outdoor living. The kitchen is appointed with 42” soft-close cabinets, granite countertops, a white center island, built-in stainless-steel appliances, sink and faucet, pendant lighting, and a corner walk-in pantry—perfect for making meals and memories. The private Owner’s Suite features a spacious walk-in closet and a luxurious en suite bathroom with dual-sink granite-topped vanity, private water closet, linen closet, and a luxe super shower. Toward the front of the home, the secondary bedrooms, a full bathroom with shower, and laundry room provide privacy and space for everyone. This home is loaded with functional luxury, including a patio extension, kitchen and owner’s bath, laundry room enhancements, interior doors, electrical upgrades, tile flooring throughout, and professionally designed selections throughout. Located on Sunny Retreat Lane. Get spoiled at Del Webb Oasis—after all, this is your time. Your dream home awaits—schedule your visit today!

13360 Sunny Retreat Lane, Winter Garden
14681 Seton Creek Boulevard, Winter Garden
$789,000
3 Beds ⋅ 4 Baths ⋅ Watermark Ph 1b SubDv. ⋅ 34787 Zip Code
WELCOME HOME to this spacious 3 bedroom / 2 full & 2 half bathroom property, located in the desirable Horizon West area of Winter Garden. Conveniently located within the Watermark community, just one mile east of the 429 and a short drive to all major theme parks, shopping and dining. Built in 2016 by Meritage Homes, this Alcott model offers over 2500sqft with a large bonus room / half bath as well as an oversized living room. Expansive backyard that contains a covered outdoor space, complete with summer kitchen and hot tub, under warranty until Feb/2027. Step into the fully fenced backyard onto the private putting green with tropical landscaping. SunPower 2KW 6-Panel solar system that is owned outright. Large 2-car garage with sealed floor, overhead storage and 50 Amp Heavy Duty EV Charging Port. Original owner who has meticulously cared for this low maintenance and energy efficient property. A/C unit replaced in Sept/2024 with 10 Year warranty. Screen enclosure structure and roof under 10 Year warranty. This property is a move-in ready gem, and will not last long. Schedule your showing today!

14681 Seton Creek Boulevard, Winter Garden
14501 Grove Resort Avenue Unit 3737, Winter Garden
$350,000
3 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hote Condominium 3 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Virtually Staged. Turn-Key, Fully Furnished 3-Bedroom Condo at The Grove Resort & Water Park!Welcome to your personal slice of paradise at The Grove Resort & Water Park, one of Orlando’s most sought-after vacation destinations just 10 minutes from Walt Disney World! This beautifully appointed 3-bedroom, 2-bathroom model offers 1,396 sq ft of spacious living, located on a high floor with tranquil views from your private screened balcony—the perfect spot to unwind after a day of adventure.Inside, you’ll find a fully equipped kitchen with quartz countertops and stainless steel appliances, seamlessly connecting to an open-concept living and dining area designed for comfort and entertaining. The primary suite features a king-size bed, luxurious en-suite bathroom with double vanity, soaking tub, and separate glass shower. Two additional bedrooms with queen-size beds and a second full bathroom ensure privacy and comfort for family and guests alike.Indulge in resort-style living with world-class amenities, including Surfari Water Park with dual water slides, a FlowRider® double surf simulator, lazy river, multiple pools, spa, fitness center, arcade, mini golf, and Lake Austin access for fishing, paddle boating, and lakeside relaxation. The resort offers on-site dining, alfresco market, and complimentary shuttle service to Disney,making your vacation effortless and unforgettable.The Grove’s professional management team can handle everything, from maintenance to short-term rentals, ensuring your investment works for you even when you’re away. HOA fees cover all utilities, including electricity, water, cable, and high-speed internet.Whether you're seeking a luxurious vacation home or a high-demand investment property, this turn-key condo offers the ultimate Florida lifestyle.

14501 Grove Resort Avenue Unit 3737, Winter Garden
13412 Fox Glove Street, Winter Garden
$799,900
5 Beds ⋅ 3 Baths ⋅ Stoneybrook West Un 06 SubDv. ⋅ 34787 Zip Code
WOW!!! OVER $90,000 RECENT PRICE REDUCTION!! BRAND NEW AC SYSTEM INSTALLED 7/2/2026 Experience refined Florida living in this beautifully enhanced home located within a highly desirable golf course community. The property offers both style and peace of mind with a roof replaced just five years ago and a recently sealed and painted exterior. Inside, the home is designed for both comfort and entertainment, featuring an immersive surround sound system throughout the main level and an impressive dedicated theater/bonus space. Every detail has been curated to elevate everyday living. Step outside to your own private retreat—an exceptional backyard showcasing a custom pool and spa with a striking grotto feature, creating the perfect setting for relaxing or entertaining guests year-round. Residents enjoy access to an array of resort-style amenities, including a clubhouse with dining, fitness center, tennis and basketball courts, beach volleyball, playgrounds, and an expansive community pool. Ideally situated just minutes from world-renowned attractions like Walt Disney World, with convenient access to major expressways and premier shopping and dining destinations nearby, this home offers the perfect balance of luxury, location, and lifestyle. One or more photo(s) have been virtually staged. PLEASE REMOVE SHOES BEFORE ENTERING THE HOME!

13412 Fox Glove Street, Winter Garden
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