Winter Garden Homes with Street Lights Community Features

Winter Garden Homes with Street Lights Community Features

Welcome to Winter Garden, Florida, a charming city nestled in the heart of Orange County. Known for its picturesque landscapes and vibrant community spirit, Winter Garden is a hidden gem that seamlessly blends small-town charm with modern conveniences. With its rich history and a commitment to preserving its heritage, this city offers a delightful mix of old and new, making it an ideal place to call home.

One of the standout features of Winter Garden is its stunning downtown area, where you'll find a variety of local shops, delightful eateries, and the historic Garden Theatre, which hosts an array of cultural events year-round. The scenic West Orange Trail, perfect for walking, biking, or jogging, winds through the city, providing residents with beautiful views and an active lifestyle.

For those seeking a welcoming community, the Homes with Street Lights neighborhood is a fantastic choice. This community is designed with safety and comfort in mind, featuring well-lit streets that invite evening strolls and foster a sense of security. Residents can enjoy the benefits of a close-knit atmosphere, where neighbors become friends and families thrive. With parks and recreational areas nearby, there’s always something to do, whether it's enjoying a weekend picnic or engaging in community events.

In Winter Garden, you’ll find not just a place to live, but a vibrant lifestyle waiting to be embraced. Discover your dream home in this enchanting city, where every day feels like a celebration of community and connection.

Newest Winter Garden Homes with Street Lights Community Features

$690,000
3 Beds ⋅ 3 Baths ⋅ Esplanade At Mckinnon Groves SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Close to Amenities | Close to Park | Covered Lanai. New Construction - November Completion! Welcome to the Sereno at 11232 Carding Mill Lane in Esplanade at McKinnon Groves! This thoughtfully designed single-story home offers the perfect balance of comfort and connection, with an open-concept gourmet kitchen, dining area, and great room that create a bright and inviting gathering space. The spacious primary suite is tucked away for added privacy and features a luxurious bath and generous walk-in closet. Two secondary bedrooms are located near a full bath, making it easy to host guests or create a home office. A covered lanai and private courtyard extend your living space outdoors, while the convenient laundry room, powder bath, and two-car garage add everyday functionality. This home is designed for effortless living with stylish spaces that feel welcoming from the moment you arrive. Additional Highlights Include: 8' doors, blinds, and Cafe Advantage appliances. Photos are for representative purposes only. MLS#O6445005 Esplanade at McKinnon Groves offers resort-style living in a gated Winter Garden community surrounded by natural beauty. Planned amenities include a fitness center, movement studio, resort pool and spa, Bahama Bar, pickleball, tennis, and bocce courts. Residents will also enjoy yoga lawns, a Bark Park, rose garden, scenic trails, concierge services, and year-round events. Zoned for Lake County schools, it blends everyday convenience with an active lifestyle.

11232 Carding Mill Lane, Winter Garden

$840,000
4 Beds ⋅ 4 Baths ⋅ Esplanade At Mckinnon Groves SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Covered Lanai | 3-Car Garage. New Construction - November Completion! Welcome to the Bainbridge at 11397 Bourbon Rose Circle in Esplanade at McKinnon! This thoughtfully designed single-story home offers four bedrooms, three-and-a-half bathrooms, a dedicated study, and a spacious open-concept layout. At the heart of the home, the gourmet kitchen features a large island overlooking the dining area and great room, creating the perfect space for entertaining. The private primary suite is tucked away at the rear of the home and includes a spa-inspired bathroom and expansive walk-in closet. Two secondary bedrooms share a bath near the front of the home, while a private bedroom suite offers added flexibility for guests. Elegant tray ceilings, crown molding, and 8-foot interior doors enhance the home's appeal, while the covered lanai extends the living space outdoors. Additional Highlights Include: powder bath in place of storage. Photos are for representative purposes only. MLS#O6444985 Esplanade at McKinnon Groves offers resort-style living in a gated Winter Garden community surrounded by natural beauty. Planned amenities include a fitness center, movement studio, resort pool and spa, Bahama Bar, pickleball, tennis, and bocce courts. Residents will also enjoy yoga lawns, a Bark Park, rose garden, scenic trails, concierge services, and year-round events. Zoned for Lake County schools, it blends everyday convenience with an active lifestyle.

11397 Bourbon Rose Circle, Winter Garden

$956,826
5 Beds ⋅ 5 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a den with French doors perfect for work or play and a powder room. Customize this area to meet your needs with an optional bedroom and full bathroom. As we head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11839 Shine View Lane, Winter Garden

$902,116
5 Beds ⋅ 5 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a den with French doors perfect for work or play and a powder room. Customize this area to meet your needs with an optional bedroom and full bathroom. As we head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11875 Shine View Lane, Winter Garden

$499,900
3 Beds ⋅ 3 Baths ⋅ Longleaf/Oakland SubDv. ⋅ 34787 Zip Code
A rare opportunity to own a beautifully maintained home in the heart of Oakland, offered at an exceptional value under $500,000. Located in the sought-after Longleaf at Oakland community, this 3-bedroom, 2.5-bath home offers a thoughtful layout, beautiful outdoor space, and a prime location—all at a price point that is increasingly hard to find in this desirable area. Set on a quiet cul-de-sac, the home welcomes you with a modern and functional layout designed for both everyday living and entertaining. Inside, luxury vinyl plank flooring, recessed lighting throughout, and a bright, comfortable feel create a welcoming atmosphere. The kitchen features granite countertops and custom shelving, while additional custom shelving in the laundry room adds both style and practical storage. Spacious bedrooms, a versatile upstairs loft perfect for a home office, media room, or additional living space, and a comfortable family room provide flexibility for everyday living. A water softener system adds another thoughtful touch to the home. Step outside to a fully fenced backyard offering privacy and flexibility for pets, play, gardening, or simply enjoying your own outdoor space. The peaceful setting and cul-de-sac location create an inviting sense of privacy while still keeping you close to everything Oakland and Winter Garden have to offer. The location is hard to beat. Take a quick walk to the West Orange Trail or enjoy easy access to the Oakland Nature Preserve. Downtown Winter Garden's shops, restaurants, farmers market, and charming atmosphere are just minutes away, while the Florida Turnpike provides convenient access throughout Central Florida. Orlando's world-class theme parks are approximately 20 minutes away. Beautifully cared for, ideally located, and thoughtfully priced, 1184 Bobcat Chase Blvd offers an exceptional opportunity to enjoy the best of Oakland living with comfort, convenience, and a price point that makes this home stand out.

1184 Bobcat Chase Boulevard, Oakland

$450,000
4 Beds ⋅ 3 Baths ⋅ Highland Rdg SubDv. ⋅ 34787 Zip Code
Virtually Staged. Short Sale. Built in 2023 and offering just under 2,000 SQUARE FEET of beautifully designed living space, this 4-BEDROOM, 2.5-BATH two-story home in Highland Ridge feels fresh, modern and MOVE-IN READY from the moment you arrive. Located in the desirable Winter Garden area, this home offers an excellent combination of NEWER CONSTRUCTION, thoughtful living spaces and a GREAT LOCATION, close to Disney and all that Horizon West and Winter Garden have to offer. A BRICK PAVER WALKWAY leads to the welcoming front porch and modern 4-LITE ENTRY DOOR. The home's rear-facing TWO-CAR GARAGE provides secure parking and storage while maintaining the attractive streetscape from the front of the home. Step inside to an OPEN FLOOR PLAN filled with NATURAL LIGHT, where the Living Room, Dining Area and Kitchen flow seamlessly together. LUXURY VINYL PLANK FLOORING runs throughout the main living areas, creating a stylish and cohesive look while offering easy everyday maintenance. The Kitchen is designed for both everyday living and entertaining, featuring STAINLESS STEEL APPLIANCES, QUARTZ COUNTERTOPS, a SLEEK BACKSPLASH, a spacious island with BREAKFAST BAR SEATING and a convenient WALK-IN PANTRY CLOSET. With the Kitchen opening directly to the Dining and Living areas, it's easy to stay connected whether you're preparing a meal, enjoying a casual breakfast or gathering with friends and family. A versatile FLEX SPACE on the main floor provides even more living options and could easily serve as a HOME OFFICE, STUDY OR FORMAL LIVING ROOM, and a nearby half bath is also conveniently located downstairs for guests. At the top of the stairs, the carpeted Loft creates an additional FLEXIBLE LIVING SPACE that could be used as a playroom, media area, homework zone or second gathering space. The spacious PRIMARY SUITE features a beautiful TRAY CEILING, a generous WALK-IN CLOSET and a private en-suite bath. The Primary Bath offers DUAL SINKS, A STEP-IN SHOWER, and a PRIVATE WATER CLOSET. Three additional Bedrooms provide plenty of room for family, guests or hobbies and share a second full bath, while the UPSTAIRS LAUNDRY ROOM adds everyday convenience, with the WASHER AND DRYER INCLUDED. Highland Ridge offers a LOW HOA and desirable community amenities, including a RESORT-STYLE POOL, PLAYGROUND, PICKLEBALL COURT AND BASKETBALL COURT. With it's GREAT LOCATION, you'll have convenient access throughout Winter Garden and the greater Orlando area. Disney is just MINUTES AWAY, while FLAMINGO CROSSINGS TOWN CENTER offers shopping, restaurants and everyday conveniences nearby. WINTER GARDEN VILLAGE boasts more than 80 retailers and restaurants, and HISTORIC DOWNTOWN WINTER GARDEN is a favorite for locally owned shops, restaurants, the Garden Theatre, Plant Street Market and the West Orange Trail. With its 2023 CONSTRUCTION, modern finishes, and LOW HOA with EXCELLENT AMENITIES, this Highland Ridge home offers the best of newer WINTER GARDEN LIVING in a location that's hard to beat. Schedule a tour today to come see this beautiful home and experience all it has to offer!

14058 Frasier Street, Winter Garden

$569,900
4 Beds ⋅ 4 Baths ⋅ Belle Meade-Ph I B D & G SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful home in the desirable gated community of Belle Meade in Winter Garden. Offering four bedrooms, four full bathrooms, and a spacious upstairs bonus room. This thoughtfully designed floor plan provides plenty of room for family, guests, and entertaining. The main living areas feature beautiful tile flooring and an open, inviting feel. The well-appointed kitchen showcases 42-inch mahogany cabinetry, granite countertops, a double oven, and stainless steel appliances, creating a functional and attractive space for everyday living and entertaining. The split-bedroom layout provides privacy and flexibility. Two bedrooms and a full bathroom are conveniently located just off the family room, while additional bedrooms and a full bath are situated toward the rear of the home. Upstairs, a large bonus room with its own full bathroom offers a versatile space that can be used as a media room, office, playroom, guest area, or private retreat. The spacious primary suite is located on the opposite side of the first floor and features two walk-in closets along with a primary bathroom complete with a garden tub and enclosed shower. Outside, you’ll appreciate the paver driveway, three-car garage, and the added convenience of being directly across from a neighborhood park. Belle Meade is a gated Winter Garden community convenient located near highly rated schools, downtown Winter Garden, Fowler’s Grove shopping, and major highways. Interior pics will be published soon.

1630 Chandelle Lane, Winter Garden

$384,900
3 Beds ⋅ 3 Baths ⋅ Villas/Tucker Oaks SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained and thoughtfully upgraded home in the desirable gated community of Tucker Oaks in Winter Garden. Offering 3 bedrooms, 2.5 baths, and over 1,700 square feet of living space, this home combines modern updates, energy-efficient features, and comfortable Florida living. The kitchen was beautifully updated in 2023 with quartz countertops and backsplash, 42-inch soft-close cabinetry, a Kraus 30-inch single-bowl stainless steel sink, and a newer KitchenAid dishwasher. Porcelain tile flows throughout the first floor, while newer luxury vinyl flooring extends up the stairs and throughout the upstairs hallway and bedrooms, complemented by 6-inch baseboards. Major improvements include a 2025 roof, 2022 Carrier A/C with soft-start technology, 2025 water softener, and a dedicated generator outlet. Solar panels help reduce energy costs, while whole-house Vista Luminance V28 8-mil window film, installed in 2023, helps block up to 65% of total solar energy and rejects 99.9% of harmful UV rays. Both the primary and guest bathrooms have been remodeled and feature comfort-height toilets. The laundry room has also been upgraded with additional cabinetry for convenient storage. Step outside to enjoy the screened lanai overlooking the pond, with pebble-stone flooring installed in 2023 and no-see-um screening added in 2026. The fenced-in yard provides added privacy and creates a wonderful outdoor space for relaxing or entertaining while enjoying the peaceful pond views. The garage offers additional convenience with overhead storage racks and a pull-down ladder providing access to the garage attic. Tucker Oaks is a gated community offering a resort-style pool, clubhouse, playgrounds, basketball courts, dog park, sidewalks, and green spaces. The location is hard to beat, with convenient access to the Florida Turnpike and major roadways, while being just minutes from historic Downtown Winter Garden and the popular Plant Street corridor, where you'll find restaurants, shopping, Plant Street Market, the weekly farmers market, and local entertainment. The West Orange Trail is also nearby for biking, walking, and outdoor recreation. With a long list of recent improvements, energy-efficient features, a fenced yard with peaceful pond views, and an ideal Winter Garden location, this home is truly move-in ready and offers the lifestyle you've been looking for.

1432 Scarlet Oak Loop, Winter Garden

$1,924,999
4 Beds ⋅ 3 Baths ⋅ Oakland Hills SubDv. ⋅ 34787 Zip Code
Custom-built by Justice & Wood Builders, this 4-bedroom, 3-bathroom Modern Farmhouse sits on a rare 0.47-acre lot in Oakland Hills, an intimate community of just 17 homesites minutes from Historic Downtown Winter Garden. Towering, moss-draped oaks frame the property and set a peaceful tone from the moment you arrive. Inside, wide-plank wood floors and abundant natural light flow through an open-concept living space crowned by cathedral ceilings and exposed timber beams. The kitchen goes well beyond standard gourmet, with shaker cabinetry, quartz countertops, a massive blue-gray center island, a deep farmhouse sink, professional stainless steel appliances, and a natural gas range built for serious cooking. The bedrooms are generously sized and well separated. The upstairs bedroom is flexible enough to serve as a home office, gym, media room, or guest suite, and it has air-conditioned storage and a large walk-in attic. The bathrooms feature clean lines, modern fixtures, and custom tilework. The laundry room has extensive cabinetry, quartz counters, and a patterned tile backsplash. The three-car garage includes an EV adapter in the third bay. Out back, the fully fenced yard feels like your own resort, with a pool and spa surrounded by a spacious paver patio and a fire pit area for evenings outside. Downtown Winter Garden's Farmers Market, Plant Street Market, boutiques, and restaurants are minutes away by car or golf cart.

15210 E Oakland Avenue, Winter Garden

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