Winter Garden Homes with Gated Community - No Guard Community Features

Winter Garden Homes with Gated Community - No Guard Community Features

Winter Garden, located in the state of Florida, is a charming city that offers a delightful mix of small-town charm and modern amenities. Known for its picturesque landscapes and vibrant community, Winter Garden is a popular destination for families and individuals looking for a peaceful yet convenient place to call home.

One of the standout features of Winter Garden is its homes with gated communities that boast the added security and privacy that many homeowners desire. These gated communities offer a sense of exclusivity and peace of mind, ensuring that residents can enjoy their homes without worrying about unauthorized access.

Unlike some gated communities that have a guard on duty, Winter Garden's gated communities are known for their no guard community features. This means that residents can enjoy the benefits of a gated community without the added cost of having a security guard stationed at the entrance. However, rest assured that these communities still maintain the security measures necessary to provide a safe and tranquil living environment.

Living in a gated community in Winter Garden not only offers security but also provides access to various amenities. Many of these communities feature resort-style swimming pools, fitness centers, walking trails, and beautifully landscaped common areas. Additionally, residents can enjoy a tight-knit community atmosphere, with opportunities to socialize and build lasting friendships with neighbors.

In conclusion, Winter Garden, FL, offers the perfect blend of a serene environment and modern conveniences. With its homes in gated communities featuring no guard community features, residents can enjoy the benefits of added security and privacy without compromising on their lifestyle. Whether you're looking for a family-friendly neighborhood or a peaceful retreat, Winter Garden has something to offer for everyone.

Newest Winter Garden Homes with Gated Community - No Guard Community Features

$435,000
3 Beds ⋅ 3 Baths ⋅ Hickory Hammock Phase 2b SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained end-unit townhome in the highly sought-after Hickory Hammock at Johns Lake! Filled with natural light from additional windows and offering extra green space rarely found with townhome living, this move-in-ready home combines comfort, style, and an unbeatable Winter Garden location. The open-concept floor plan features a spacious great room, dining area, and a well-appointed kitchen with granite countertops, stainless steel appliances, and abundant cabinet space—perfect for everyday living and entertaining. Upstairs, the private primary suite provides a relaxing retreat, while two additional bedrooms and an upstairs laundry room offer comfort and convenience for family and guests. Enjoy peaceful mornings or relaxing evenings on the covered patio overlooking lush green space. Hickory Hammock is a gated, virtual guard community surrounded by Johns Lake, Lake Burnett, and Lake Claire, offering resort-style amenities including a community pool, clubhouse, fitness center, tennis courts, sand volleyball, dog park, playgrounds, parks, and a community fishing pier. Ideally located just minutes from Historic Downtown Winter Garden, Winter Garden Village, SR-429, the Florida Turnpike, top-rated schools, shopping, dining, and Central Florida's world-famous attractions, this home offers the perfect blend of convenience and lifestyle. Don't miss this exceptional opportunity—schedule your private showing today!

15190 Sunrise Grove Ct, Winter Garden
$730,000
4 Beds ⋅ 3 Baths ⋅ Amberleigh 47/7 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully updated 4-bedroom, 2.5-bath pool home nestled within the highly sought-after gated community of Lake Amberleigh in the heart of Winter Garden. Offering 2,762 square feet of thoughtfully designed living space, this meticulously maintained residence combines timeless elegance with modern updates, making it the perfect place to call home. From the moment you arrive, you'll be captivated by the home's charming curb appeal, lush landscaping, and the peaceful ambiance that defines this desirable neighborhood. Inside, soaring vaulted ceilings and oversized windows fill the open-concept living areas with abundant natural light, creating a warm and inviting atmosphere ideal for both everyday living and entertaining. The spacious kitchen serves as the heart of the home, featuring modern appliances, abundant cabinetry, and generous prep space, all flowing seamlessly into the dining and living areas. Just beyond, the cozy family room offers a wood-burning fireplace, creating the perfect gathering spot for relaxing evenings with family and friends. The first-floor primary suite provides a private retreat with a spacious walk-in closet and a beautifully remodeled en-suite bathroom featuring a soaking tub and separate shower. Upstairs, three additional bedrooms offer plenty of space for family, guests, or a home office. All bathrooms throughout the home have been tastefully remodeled, and new luxury vinyl plank flooring adds style, durability, and a fresh contemporary feel. Step outside to your own private Florida oasis. The enclosed, solar-heated pool invites year-round enjoyment, while the expansive side yard overlooking the pond provides exceptional outdoor living space. A fenced garden area and beautifully landscaped grounds complete this tranquil backyard retreat. Major updates provide peace of mind for years to come, including a new roof (2022), a new pool screen enclosure (2021), and numerous additional improvements that enhance both comfort and value. Ideally located in the heart of Winter Garden, Lake Amberleigh offers convenient access to charming downtown shops and restaurants, top-rated schools, major highways, Orlando International Airport, and world-famous Walt Disney World and other Central Florida attractions. This exceptional home truly offers the perfect blend of comfort, style, and location. Don't miss your opportunity to own this incredible property. Call today to schedule your private showing!

353 Lake Amberleigh Drive, Winter Garden
$465,000
3 Beds ⋅ 3 Baths ⋅ Emerald Ridge SubDv. ⋅ 34787 Zip Code
*Walkthrough Video Available* Welcome to the gated Emerald Ridge neighborhood that is conveniently located near the 429, Turnpike, shopping and restaurants in Winter Garden, Horizon West and Windermere as well as the charming downtown Winter Garden Plant Street and all of the local activities it brings. Cool off in the COMMUNITY POOL and enjoy staying active on the sidewalks that run throughout the neighborhood. This home has an OPEN FLOOR PLAN that greets you as soon as you enter. The spacious living room has nice natural lighting and opens to the eat-in kitchen which was recently remodeled. You’ll find NEW CABINETRY with soft-close doors, a TILE BACKSPLASH and STAINLESS STEEL appliances. The WALK-IN PANTRY is a dream as it gives storage space for kitchen wares and laundry needs. Sliding doors open to the SCREENED PATIO so you can enjoy the evening breeze. There’s a SPACIOUS LOFT upstairs which makes for a fantastic 2nd living room, home office, play space, or home gym. The primary suite in this model is extra large giving room for a sitting area! The WALK-IN CLOSET offers plenty of space to keep your wardrobe organized and the en-suite bathroom has a garden tub and separate shower. The secondary bedrooms share a hall bathroom. The ROOF, AC, AND WATER HEATER WERE REPLACED IN 2018. Additional upgrades include CROWN MOLDING and canned lighting throughout the home.

1830 Morning Sky Drive, Winter Garden
$599,000
5 Beds ⋅ 4 Baths ⋅ Johns Landing Ph 01 44/47 SubDv. ⋅ 34787 Zip Code
Virtually Staged. BRAND NEW ROOF! This five-bedroom, three-and-a-half-bathroom residence sits in a gated community with a new roof and architectural shingles, offering security and peace of mind. The property combines thoughtful interior finishes with direct access to some of the area's most desirable outdoor recreation opportunities. Inside, the kitchen features stainless steel appliances and a custom tile backsplash above stone countertops, with a breakfast nook for casual dining. The primary suite includes a picture window and rich wood flooring, complemented by crown molding throughout the residence. The great room flows across ceramic tile and polished wood surfaces, while the formal dining room showcases gleaming wood floors. An upstairs loft with natural wood planks provides flexible space for an office, playroom, or media area. The laundry room features ceramic tile for easy maintenance and durability. A smart thermostat manages climate control efficiently throughout all living areas. The covered front porch creates an inviting entrance, and mature landscaping frames the property with established trees and plantings that provide natural privacy and curb appeal. The location offers exceptional convenience and recreation. You're minutes from Downtown Winter Garden, with easy connectivity to the Florida Turnpike for broader travel throughout Central Florida. The West Orange Trail is nearby for outdoor enthusiasts seeking biking and nearby paths, and the community boat ramp provides direct waterfront entry to John's Lake for boating and fishing. The Oakland Nature Preserve is close by, offering natural spaces to explore with nearby trails and wildlife viewing opportunities. Whether you're seeking waterfront recreation, trail connectivity, or proximity to local commerce and dining, this address delivers on multiple fronts. Schedule a showing today to experience this property and its neighborhood firsthand.

706 Strihal Loop, Winter Garden
$540,000
4 Beds ⋅ 3 Baths ⋅ Johns Landing Ph 2 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this spacious two-story home located in the highly desirable gated community of John's Landing in beautiful Oakland. Offering 4 bedrooms, 2.5 bathrooms, and over 2486 square feet of living space, this home combines generous room sizes, a functional layout, and an exceptional location to create the perfect place to call home. Step inside to discover multiple living and gathering spaces designed for everyday living as well as entertaining family and friends. The well-designed floor plan offers an inviting flow between the main living areas, while all four bedrooms are thoughtfully situated upstairs, creating a comfortable separation between living and private spaces. The expansive primary suite provides the perfect retreat at the end of the day, with plenty of room to relax and unwind. Outside, you'll appreciate the oversized backyard offering plenty of room for outdoor entertaining, play, gardening, or simply enjoying Florida's beautiful weather. With nearly a third of an acre, there is space that's increasingly difficult to find in today's market. Residents of John's Landing enjoy the security of a gated entrance along with outstanding community amenities including a lakefront dock, tennis courts, and playground. Ideally located just minutes from historic downtown Winter Garden, the West Orange Trail, the Florida Turnpike, shopping, dining, and everyday conveniences, this home offers the perfect combination of privacy, recreation, and accessibility. If you've been searching for a spacious home on a large homesite in one of West Orange County's most desirable communities, this is an opportunity you won't want to miss. Schedule your private showing today and experience everything this exceptional property has to offer!

223 Largovista Dr., Oakland
$900,000
5 Beds ⋅ 4 Baths ⋅ Lake Forest Sec 10a SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully designed 5-bedroom, 4-bath home located in a gated Winter Garden community, offering an exceptional blend of elegant finishes, functional living spaces, and resort-style outdoor living. With soaring ceilings and an inviting open entry, this home is filled with architectural details including crown molding, coffered and tray ceilings that add character throughout. Designed for both everyday living and entertaining, the thoughtfully crafted floor plan offers formal living and dining areas while maintaining an open flow between the kitchen and family room. Tile flooring extends through the main living areas and luxury vinyl in the primary suite and entire upstairs, providing both style and durability. The spacious kitchen serves as the heart of the home with granite countertops, abundant cabinetry, generous counter space, bar seating, a separate dinette, and seamless views into the family room. Expansive pocket sliding glass doors create a true indoor-outdoor living experience, opening the family room to the covered lanai and pool area—perfect for entertaining family and friends. The first-floor primary suite is a private retreat featuring abundant natural light, direct access to the lanai, dual walk-in closets, separate vanities, a walk-in shower, and a relaxing soaking tub. A dedicated office with built-in shelving and closet space provides an ideal work-from-home setup. Two additional bedrooms and bathrooms are also located downstairs, including a private en-suite with direct access to the pool. Upstairs offers exceptional flexibility with a spacious loft that can serve as a second living area, game room, or playroom, along with a fourth bedroom and full bath. A fifth bedroom is currently configured as a media room with surround sound and projector hookups, making it ready for movie nights or easily converted back to a bedroom. Step outside to your own backyard retreat featuring a sparkling pool with a natural rock waterfall, a unique swim-up table, and a spacious covered lanai. The fully fenced backyard provides both privacy and room to relax, play, or entertain. Additional highlights include a three-car garage and an ideal location just minutes from Winter Garden Village, offering shopping, grocery stores, restaurants, and healthcare. With convenient access to SR-429 and Historic Downtown Winter Garden, this home combines the comfort of a gated community with easy access to everything Central Florida has to offer.

13624 Larsen Lane, Winter Garden
$759,900
5 Beds ⋅ 3 Baths ⋅ Wintermere Harbor SubDv. ⋅ 34787 Zip Code
Space, privacy, and thoughtful design define this beautifully maintained 5-bedroom, 3-bath residence in the gated community of Wintermere Harbor. With 3,249 square feet of living space, a 0.33-acre lot, private saltwater pool and a three-car garage, this home offers the kind of everyday functionality that's increasingly difficult to find. A grand entry welcomes you into elegant formal living and dining rooms for more formal occasions while the expansive family room and kitchen create a comfortable gathering place at the heart of the home. Whether hosting holiday dinners, celebrating milestones, or enjoying a quiet evening in, the layout adapts effortlessly to every season of life. Positioned on its own side of the home, the primary suite offers a welcome sense of separation from the secondary bedrooms featuring its own private entry/exit to the pool deck. The spacious primary bath is designed for comfort, featuring dual vanities, a relaxing garden tub, a separate shower, and two walk-in closets that provide exceptional storage and organization.The thoughtfully designed layout continues with five generously sized bedrooms and two additional full bathrooms providing flexibility for growing households. Upstairs, a spacious bonus room awaits, adding another layer of possibility as a media lounge, game room, home office, or even a 6th bedroom with the addition of a closet. Beyond the interior, the home's outdoor living space invites you to slow down and stay awhile. A fully fenced backyard offers privacy, room for pets to roam while the screened enclosure surrounds the sparkling saltwater pool, creating a comfortable setting for morning swims, weekend gatherings, or evening entertaining. Located within one of Winter Garden's most established gated communities, Wintermere Harbor offers a peaceful residential setting just minutes from Historic Downtown Winter Garden, Winter Garden Village, SR-429, the Florida Turnpike, shopping, dining, golf, and Orlando's celebrated attractions. Some homes simply offer more square footage. Others offer a floor plan that lives beautifully. Schedule your private showing today and discover everything this exceptional Winter Garden home has to offer!

13163 Lakeshore Grove Drive, Winter Garden
$795,000
4 Beds ⋅ 4 Baths ⋅ Roper Reserve SubDv. ⋅ 34787 Zip Code
Welcome to 443 Wrangler Road, where comfort, flexibility, and an unbeatable Winter Garden location come together. Nestled in a desirable gated community with very low HOA fees, this beautifully maintained two-story pool home offers the perfect blend of functional living spaces and timeless appeal. Designed with convenience in mind, the primary suite is located on the first floor along with all of the additional bedrooms, creating an ideal layout for everyday living. Upstairs, you'll find a spacious private bedroom with its own ensuite bathroom—a versatile space that can easily serve as a guest retreat, oversized playroom, home office, fitness room, or media room. The freshly painted interior provides a bright, move-in-ready feel, the brand new AC with a 10 year warranty guarantees peace of mind, and the 3-car garage offers plenty of room for vehicles, storage, or hobbies. Step outside to your own backyard oasis featuring a sparkling private pool, perfect for relaxing weekends or entertaining family and friends year-round. Location is everything, and this home delivers. You'll be just 5 minutes from Historic Downtown Winter Garden and Plant Street, where you can enjoy award-winning restaurants, boutiques, the Saturday Farmers Market, and the West Orange Trail. Plus, Winter Garden Village is only 5 minutes away, offering endless shopping, dining, and entertainment options. If you've been searching for a home that offers flexible living spaces, a fantastic pool, and one of Winter Garden's most convenient locations, 443 Wrangler Road is ready to welcome you home!

443 Wrangler Road, Winter Garden
$870,000
4 Beds ⋅ 4 Baths ⋅ Bronsons Lndgs F & M SubDv. ⋅ 34787 Zip Code
Tucked inside a sought-after gated community, this beautifully designed 4-bedroom, 4-bath home offers the perfect blend of comfort, elegance, and everyday livability. From the moment you arrive, you’ll appreciate the sense of privacy, space, and thoughtful design that make this home truly special. With formal living and dining rooms, a private office/study, and a spacious bonus room with a full bath, there is room for everyone to live, work, gather, and unwind. At the heart of the home, the centrally located kitchen brings everything together, opening naturally to the main living areas and creating an ideal setting for both entertaining and daily life. Appointed with granite countertops, a center island, double ovens, and a pantry, it is as functional as it is inviting. Beautiful crown molding, decorative wall details, and tile flooring throughout the main living spaces add warmth and character, while the bedroom spaces offer comfort and privacy. The primary suite is a peaceful retreat, privately positioned and complete with two walk-in closets, dual vanities, a soaking tub, and a separate shower. Secondary bedrooms are thoughtfully arranged, including a Jack-and-Jill bath, while the bonus room provides flexible space for guests, a media room, a playroom, or multi-generational living. Step outside and enjoy your own private Florida oasis. The screened saltwater pool, convenient pool bath, and expansive paver deck with both covered and open-air areas create the perfect backdrop for quiet mornings, weekend gatherings, and year-round outdoor living. Backing to a green area, the setting feels peaceful and private, offering a rare sense of escape while still being close to everything. Located near Winter Garden Village, Highway 429, top-rated schools, shopping, and dining, this exceptional home offers not just a place to live, but a lifestyle to love. Make sure to check out the 3D tour and Virtual tours.

Winter Garden
$295,000
3 Beds ⋅ 2 Baths ⋅ Southern Pines SubDv. ⋅ 34787 Zip Code
**Click the Virtual Tour Link for 3-D walk-through tour** Welcome home to this well maintained FIRST FLOOR 3-bedroom, 2-bath condominium in Winter Garden, ideally located near shopping, dining, and with easy access to major roadways for trips to the airport and theme parks. This corner unit condo offers convenience to parking and features an open floor plan with spacious living room plus a den - perfect for a home office or flex space. The kitchen includes a breakfast bar, pantry, and convenient laundry room just through the kitchen. The split floor plan provides privacy to the primary suite with walk-in closet, linen closet, and en-suite bathroom. Additional bedrooms also feature walk-in closets and the hallway bathroom has an extended vanity for extra space and storage. Residents of Southern Pines Condos enjoy an exceptional array of amenities such as a pool and spa, outdoor kitchen, clubhouse with theater, office space and billiards, indoor basketball and racquetball courts, fitness center, playroom, covered outdoor playground, tennis and beach volleyball courts, and a car wash station. The gated community's HOA fee includes cable, internet, water, sewer, trash, and exterior maintenance, making for a truly low-maintenance lifestyle. Call for a showing today!

200 Southern Pecan Circle Unit 104, Winter Garden
$795,000
4 Beds ⋅ 4 Baths ⋅ Carriage Pointe A-I & L SubDv. ⋅ 34787 Zip Code
Some homes are simply updated. This one has a personality all its own. Welcome to this one-of-a-kind 4-bedroom, 4-bath home in the gated community of Carriage Pointe, where artistic design, modern renovations, and exceptional indoor-outdoor living come together to create a truly unforgettable home. This oversized 0.34-acre corner lot sits on a quiet dead-end street with no neighbors to the left or rear. Mature privacy hedges surround the fenced backyard, creating a peaceful retreat, while two gated community entrances provide convenient access to shopping, dining, and major roadways. From the moment you arrive, the home impresses with its stacked stone façade, paver driveway, oversized 3-car garage, and professionally landscaped grounds featuring majestic oak trees, palms, agave, and decorative rock landscape beds. Inside, every detail has been thoughtfully designed. Updated flooring, beautifully renovated bathrooms, plantation shutters, and brand-new Reece impact-rated windows provide modern comfort, while artistic finishes add a distinctive character rarely found in residential homes. The welcoming foyer and formal living and dining spaces feature custom faux brick and textured wall finishes created by an artist who contributed to the Wizarding World attractions at Universal Orlando. The beautifully renovated kitchen is designed for everyday living and entertaining with dramatic black-and-white quartz countertops, a full-height matching backsplash, a stunning waterfall-edge island, abundant cabinetry, breakfast bar seating, and a sunny breakfast nook overlooking the spacious family room. The spacious primary suite offers a private retreat with a custom designer accent wall, dual walk-in closets, and a luxurious bath featuring dual vanities, a soaking tub, and a large frameless glass shower. Two secondary bedrooms share a convenient Jack-and-Jill bath, while the fourth bedroom and additional full bath provide flexibility for family, guests, or a home office. A standout feature is the private upstairs bonus room with its own full bath. Professionally soundproofed and currently used as a DJ studio, this versatile space can easily become a recording studio, podcast room, theater, gaming lounge, fitness space, office, or private guest suite. Enjoy Florida living year-round in the enclosed sunroom with insulated ceiling, creating a comfortable extension of the home's living space. Beyond awaits an incredible backyard retreat featuring a beautifully designed raised paver gathering space anchored by a grand wood-burning fireplace, creating the perfect outdoor setting for entertaining, relaxing, and enjoying evenings under the stars. Professional landscape lighting and mature privacy landscaping complete this special outdoor escape, with plenty of room to play, garden, or add a future pool. If you've been searching for a home that feels anything but ordinary, you've found it. With its creative design, thoughtful updates, versatile spaces, and unforgettable backyard, this is more than a home - it’s a place where memories are made.

15604 Granlund Street, Winter Garden
$1,099,000
4 Beds ⋅ 5 Baths ⋅ Estates At Lakeview Preserve SubDv. ⋅ 34787 Zip Code
New Price! Welcome to this beautifully appointed residence in Estates at Lakeview Preserve. Situated on an oversized homesite within this gated Winter Garden community, this exceptional home showcases over $100,000 in owner-added custom upgrades in addition to premium builder selections. Thoughtfully designed and meticulously maintained, it offers an incredible combination of luxury finishes, modern convenience, and resort-style outdoor living that's ready to be enjoyed from day one. Designed with both everyday living and entertaining in mind, the spacious open floor plan features a first-floor owner's suite, generously sized secondary bedrooms, a private flex room ideal for a home office, an oversized upstairs loft with an additional guest suite and full bath, and a three-car garage with included electric vehicle chargers. The heart of the home is the beautifully designed kitchen, complete with quartz countertops, premium cabinetry, abundant workspace, and an open layout that flows seamlessly into the main living area and covered lanai. Throughout the home you'll find custom built-in cabinetry, professionally designed closet systems, and motorized window treatments that add both style and functionality. The backyard was designed to be enjoyed year-round. Relax by the heated pool, entertain from the fully equipped summer kitchen, enjoy your favorite music through the built-in surround sound system, or take advantage of the convenient cabana bath after a day outdoors. Every space was thoughtfully designed to make Florida living as enjoyable as possible. This home is equally impressive behind the walls, featuring an owned solar panel system, whole-home CAT6 networking, enhanced Wi-Fi, smart TV connections, integrated surround sound, security and camera prewiring, and numerous smart-home features that provide modern convenience and energy efficiency. Living in Estates at Lakeview Preserve means enjoying gated access and outstanding community amenities including a resort-style pool, clubhouse, fitness center, playground, scenic walking trails, and beautiful lake views. Conveniently located just minutes from SR-429, Winter Garden Village, Walt Disney World, shopping, dining, and highly rated schools, the location is just as impressive as the home itself. From the extensive custom upgrades to the exceptional attention to detail, this home has been lovingly maintained and thoughtfully improved throughout. Opportunities to own a property finished to this level are few and far between. Schedule your private showing today.

4708 Weatherbell Road, Winter Garden
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