Winter Garden Homes with Street Lights Community Features

Winter Garden Homes with Street Lights Community Features

Welcome to Winter Garden, Florida—a charming city that beautifully blends small-town warmth with modern conveniences. Nestled in Orange County, this picturesque locale is known for its vibrant downtown area, lush parks, and a rich history that dates back to the late 1800s. With its scenic landscapes and friendly atmosphere, Winter Garden offers an idyllic setting for families, retirees, and everyone in between.

One of the standout features of Winter Garden is its commitment to community and connectivity. The Homes with Street Lights community exemplifies this spirit, providing residents with a safe and inviting environment. The presence of street lights not only enhances the aesthetic appeal of the neighborhood but also ensures that evening strolls and late-night outings are safe and enjoyable. Picture yourself walking along well-lit streets, greeting neighbors, and soaking in the peaceful ambiance that this community offers.

Beyond the homes, Winter Garden is brimming with amenities. Enjoy a leisurely day at the West Orange Trail, a 22-mile long path perfect for biking, walking, or jogging. The historic downtown area is a delightful mix of boutique shops, restaurants, and local events, making it a hub for social gatherings and community activities.

Whether you’re looking for a cozy family home or a vibrant community to call your own, Winter Garden, with its charming streets and welcoming spirit, is the perfect place to plant your roots. Come experience the warmth of Winter Garden, where every day feels like a celebration of life!

Newest Winter Garden Homes with Street Lights Community Features

11815 Shine View Lane, Winter Garden
$853,626
5 Beds ⋅ 5 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
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.*

11815 Shine View Lane, Winter Garden
11079 Sound Shore Drive, Winter Garden
$825,000
5 Beds ⋅ 5 Baths ⋅ Waterleigh Ph 4b & 4c SubDv. ⋅ 34787 Zip Code
Welcome to your dream home that checks ALL the boxes! This 2023 built block on block construction popular Torrey floor plan has everything you will need with 5 bedrooms, 4 and a half baths, SOLAR panels included in sale price, a formal dining room, DOWNSTAIRS guest room with attached full bathroom, large lanai, bonus room to create a second living area or playroom, gourmet kitchen, and fenced in yard with no direct rear neighbor. This home is perfect for entertaining, having an open concept layout with a kitchen/living open space, while also boasting classic charm with a formal dining room off the kitchen. The stunning kitchen features a built in wall oven and microwave, cooktop with matching stainless steel hood, and large butler’s pantry. The formal dining room could be used for it’s intended purpose or it can easily be closed in with French doors to create a home office, playroom, formal sitting room, or exercise room! Upstairs you will find the remaining 4 bedrooms, 3 full bathrooms, and huge bonus room. The master retreat is true luxury with a soaking tub and fireworks view from the master bedroom! Currently, the downstairs guest room is being used as a dual purpose room with a desk to be used as an office but also has a custom, built in murphy bed that can be used when you have guests in town. This home features a huge 28x10 covered lanai perfect for dining a la fresca and enjoying the peaceful dry retention pond that this home backs up to that is fleeting with wildlife including many different bird species, hawks, and sand cranes. The spacious, fenced in yard is perfect for your furry friends or children. Located in the sought after Horizon West area zoned for “A” schools including Atwater Bay Elementary, Water Spring Middle School, and Horizon West High. Along with its amazing location, the Waterleigh community also offers a beautiful clubhouse with resort style pool, miniature golf course, beach volleyball, grills, picnic areas, fishing pier on the lake, biking trails, walking trails, tennis courts, pickleball, and "bark parks" for your furry friends; making it a perfect place for the family lifestyle. The clubhouse has a robust calendar of events for all ages such as Mahjong classes, exercise classes, kids dance lessons, beer tasting events, and many more! Living in the gorgeous Waterleigh community surrounded by ponds and lakes is all about nature and outdoor living! Love the outdoors but don't like mowing the lawn and weeding the shrubs? No problem, the HOA takes care of that for you here. Love the Florida golf cart life? You can take your street legal golf to the community pool, and join the neighbors for lots of fun, holiday golf cart parades!! Within minutes you have loads of shopping and activities including Hamlin center, Flamingo Crossings shopping center, and Disney parks and resorts! All you have to do is move in and start enjoying the lifestyle Waterleigh has to offer! Lastly, this well loved house has all the upgrades including: solar panels (sellers will pay off the remaining loan balance at closing), telsa EV charger, motorized blinds in all 4 bedrooms upstairs, (2) alarm.com security systems, 3 ring cameras, 2 garage ceiling storage racks, and built in attachments in the garage for a kids ninja warrior style obstacle course. Green aspects: solar panels and reclaimed water for watering the grass.

11079 Sound Shore Drive, Winter Garden
14031 Zephermoor Lane, Winter Garden
$800,000
5 Beds ⋅ 3 Baths ⋅ Windward Cay 48 125 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Beautifully renovated 5-bedroom, 3-bath pool home located in gated Windward Cay! This move-in-ready 3,007 sq. ft. home has been thoughtfully updated with high-end finishes throughout, including a renovated kitchen and bathrooms and new luxury vinyl flooring. All major mechanicals have been updated, including the roof (2023), both AC units (2024 and 2026), and water heater (2025). When you enter the home, you are greeted by a gorgeous open space with views straight to the pool through a wall of oversized glass sliding doors. To the left and right, you have bonus spaces that can be used as an office, gaming area, or hangout space. To the right is a large dining room, flooded with natural light. At the foot of the staircase, there is a large storage space that is currently being used as a fun play area to spark imagination. Beyond the dining room is the open family room and renovated kitchen, featuring new hardwood cabinets, quartz countertops, plenty of storage, and a large island that keeps you connected to your guests while you watch the big game! Just beyond the family room, you'll find a large bedroom with a Murphy bed and great storage, next to a full bath, giving guests their own private space and access to the pool area! Upstairs, we have the remaining four bedrooms. The carpet, hallways, and stair spindles are all brand new. The spacious primary suite features a spa-like ensuite with a soaking tub and luxurious walk-in shower, along with two large closets and luxury vinyl flooring. Oversized windows bring in excellent natural light, while the high ceilings, crown molding, and tray ceilings add to the home's open and inviting feel. The other bedrooms are spacious and bright, with a large renovated bathroom featuring dual sinks and new finishes. Outside, enjoy the Florida lifestyle with a screened-in heated salt water pool and spa, perfect for relaxing or entertaining. The home also offers a 3-car garage and sits on approximately a quarter-acre lot. This home also features a water softener and central vacuum. Located in the gated community of Windward Cay, this home is close to Winter Garden's shopping, dining, entertainment, and major roadways

14031 Zephermoor Lane, Winter Garden
1316 Southern Sun Drive, Oakland
$1,050,000
5 Beds ⋅ 4 Baths ⋅ Hull Island SubDv. ⋅ 34787 Zip Code
A private screened porch off the primary bedroom, views of the natural surroundings and thoughtfully enhanced outdoor spaces define the appeal of this Hull Island at Oakland residence. Built in 2022, the five-bedroom, four-full-bath home offers 3,658 square feet of living area according to current public records, with two levels designed for both gathering and retreat. The open kitchen and family-room layout connects everyday living with entertaining, complemented by solid-surface counters, a range and range hood. Upstairs, a versatile loft provides space for a media lounge, reading area or workspace. The primary bedroom opens to its own screened porch overlooking nature—an inviting setting for morning coffee or a quiet evening. Custom closet built-ins add a tailored touch and practical organization. A full bathroom on the first floor adds convenience. Outside, the rear patio features pavers, a screen enclosure and a covering that protects from rain, creating another comfortable place to unwind or host. A front porch and attached garage complete the home’s practical appeal. The Oakland setting adds an outdoor dimension to daily life, with area destinations including the West Orange Trail and Oakland Nature Preserve, where trails and a boardwalk showcase the Lake Apopka landscape. Experience a home that balances generous interior spaces, personal retreats and a connection to the outdoors. Arrange a private showing to appreciate the setting and layout in person. Included with the sale: washer, dryer, range, microwave, refrigerator, security cameras, smart door lock and window blinds.

1316 Southern Sun Drive, Oakland
14501 Grove Resort Avenue Unit 2539, Winter Garden
$163,000
2 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condominium 1 SubDv. ⋅ 34787 Zip Code
BEST-PRICED UNIT CURRENTLY AVAILABLE AT THE GROVE RESORT! This 5th-floor Birch residence is located in desirable Tower 2, the newest tower at The Grove and featuring the resort's most updated décor and finishes. Enjoy a peaceful garden view from this fully furnished resort residence just minutes from Walt Disney World. The Grove Resort & Water Park offers an exceptional combination of vacation ownership and resort amenities, including Surfari Water Park, multiple pools, restaurants and bars, fitness center, spa, arcade, Lake Austin activities, market and coffee shop, and on-site resort management. An outstanding opportunity for buyers looking for an entry point into one of Orlando's most established condo-hotel resorts at the best price currently offered. Financial information and ownership details available upon request.

14501 Grove Resort Avenue Unit 2539, Winter Garden
14791 Field Daisy Drive, Winter Garden
$531,055
3 Beds ⋅ 3 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Dedicated Study | Close to Amenities | Flat Lot. New Construction - January Completion! Welcome to the Ashwood at 14791 Field Daisy Drive in Harvest at Ovation! This beautiful new home blends open-concept living with flexible spaces for today’s lifestyle. The inviting foyer leads to a private study, while the spacious great room flows seamlessly into the kitchen featuring a large island and walk-in pantry. Enjoy indoor-outdoor living with the covered lanai just off the main living area. Upstairs, the private primary suite offers a relaxing retreat with a generous bathroom and walk-in closet, while two secondary bedrooms sharing a full bathroom, and a laundry room are nearby. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: 8' interior doors, single exterior door at kitchen, oak treads and painted risers, sink at laundry room, and whole house blinds. Photos are for representative purposes only. MLS# O6447800

14791 Field Daisy Drive, Winter Garden
17332 Wild Daisy Drive, Winter Garden
$814,359
4 Beds ⋅ 3 Baths ⋅ Hamlin Meadows At Hamlin SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. The BISCAYNE floorplan offers a spacious two-story design that perfectly balances functionality and flexibility, ideal for growing families. With three bedrooms and two and a half bathrooms, this layout provides ample space for everyday living and special moments alike. On the first floor, you'll find a flex room that can serve as a home office, gym, or an optional guest bedroom, depending on your needs. The open-concept design flows seamlessly from the dining room into the expansive great room, making it perfect for entertaining. A covered patio extends your living space outdoors, ideal for relaxing or hosting gatherings. The second floor offers all four bedrooms, including an extended primary suite with a walk-in closet and private bath, ensuring a peaceful retreat. An extended bonus room on this level provides additional versatility, perfect for a playroom or media space. Laundry is conveniently located upstairs to make daily chores easier. This floorplan is designed to accommodate diverse lifestyles, giving you the perfect combination of open spaces and private retreats. With options to add an additional bedroom.

17332 Wild Daisy Drive, Winter Garden
Winter Garden
$722,222
4 Beds ⋅ 3 Baths ⋅ Hamlin Meadows At Hamlin SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. The Anna Maria floor plan is a beautifully designed one-story home offering four bedrooms and three bathrooms, thoughtfully arranged for comfortable everyday living. The open-concept layout features a spacious great room that flows effortlessly into the kitchen and dining area, creating an inviting space for entertaining or relaxing at home. The private primary suite includes a well-appointed ensuite bath and a generous walk-in closet. A covered patio extends the living space outdoors, while the two-car garage adds convenience and functionality. With 2,235 square feet of well-designed living space, the Anna Maria delivers both style and practicality in a layout that truly works for today’s lifestyle.

Winter Garden
24 W Garden Avenue, Winter Garden
$698,800
4 Beds ⋅ 4 Baths ⋅ Winter Garden Shores Rep SubDv. ⋅ 34787 Zip Code
Pro pics coming soon.RARE OPPORTUNITY IN THE HEART OF WINTER GARDEN’S HIGHLY SOUGHT-AFTER GOLF CART DISTRICT! Completely remodeled and move-in ready, this impressive 4-bedroom, 4-bath, single-story home sits on an oversized lot directly across from Tanner Hall, Newton Park and the public boat ramp to Lake Apopka—and best of all, there is NO HOA! Extensive renovations have transformed this home with a beautiful new kitchen ( NATURAL GAS RANGE! ), remodeled bathrooms, new flooring, fresh interior and exterior paint, and updated windows, creating a fresh, modern feel throughout. The roof was replaced in 2017 and the water heater in 2013. The spacious open great room floor plan is ideal for both everyday living and entertaining, while the oversized owner’s suite provides a private retreat. Two additional bedrooms feature true ensuite baths, offering exceptional flexibility for family, guests, multigenerational living or a private home office. Step outside to the huge covered and screened rear patio overlooking the expansive backyard with plenty of room to relax, entertain and enjoy the Florida lifestyle. The location is truly hard to beat. Walk across the street to Newton Park, Tanner Hall, the Lake Apopka fishing pier and public boat launch, or hop in your golf cart for a short ride to historic Downtown Winter Garden and everything Plant Street has to offer. Enjoy an incredible collection of restaurants, breweries, coffee shops, boutiques and entertainment, along with year-round festivals, community events and the famous Saturday Winter Garden Farmers Market. Outdoor enthusiasts will love being just a quick bike ride from the popular West Orange Trail and minutes from Lake Apopka. Located in a sought-after K-12 school district with convenient access to SR 429, this location provides an outstanding combination of small-town charm, recreation and accessibility to the greater Orlando area. With four bedrooms, four full baths, extensive renovations, an oversized lot, NO HOA and an exceptional location in the Downtown Winter Garden golf cart district, opportunities like this are increasingly difficult to find. Exceptional value, incredible lifestyle and truly move-in ready—this one is PRICED TO SELL!

24 W Garden Avenue, Winter Garden
8649 Flagship Alley, Winter Garden
$495,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful one-story home located in the highly desirable Waterleigh community of Winter Garden! This charming 3-bedroom, 2-bath home offers a thoughtfully designed, open and inviting floor plan. The spacious kitchen features stone countertops, solid wood cabinetry, stainless steel appliances, a walk-in pantry, and a large center island overlooking the family room—perfect for everyday living and entertaining. The split-bedroom layout provides added privacy, while the primary suite features a walk-in closet and comfortable ensuite bath. Enjoy Florida living from the covered lanai and the added privacy of a corner lot. A two-car attached garage provides plenty of parking and storage. Waterleigh offers an exceptional resort-style lifestyle with community pools, clubhouses, fitness centers, tennis courts, playgrounds, parks, and more. Conveniently located in the sought-after Horizon West area of Winter Garden, near shopping, dining, entertainment, and Central Florida attractions. Don’t miss the opportunity to make this wonderful home yours!

8649 Flagship Alley, Winter Garden
6403 Argent Wood Drive, Winter Garden
$495,090
4 Beds ⋅ 3 Baths ⋅ Silverleaf Oaks SubDv. ⋅ 34787 Zip Code
Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! The spacious Trailwood Interior-unit townhome is a perfect blend of luxury and practicality, featuring 4 bedrooms, 3 bathrooms, a 2-car rear-load garage, and a private courtyard—ideal for both relaxation and entertaining. The open-concept first floor is a true highlight, with an expansive gathering room seamlessly flowing into the beautifully appointed kitchen. This chef-inspired space features Tilden White cabinetry, stunning Lyra quartz countertops, and a decorative Bright Glaze tile backsplash. Stainless-steel Whirlpool appliances, including a refrigerator, a sleek stainless-steel single-bowl sink with an upgraded faucet, and pendant lighting pre-wiring, enhance both the functionality and style of the kitchen. Step outside through the gathering room to your private courtyard, an inviting outdoor space perfect for enjoying the fresh air in a tranquil setting. Also located on the first floor is a convenient bedroom and full bathroom, complete with an enclosed shower with a glass door, ensuring comfort and privacy for guests. For ultimate relaxation, the owner's suite is located on the second floor, offering ample natural light, a spacious walk-in closet, and a spa-inspired en suite bathroom. The owner’s bathroom is a serene escape, featuring quartz-topped dual vanity sinks, a frameless glass door shower, a linen closet, and a private enclosed toilet. The second floor also includes two additional bedrooms, a full bathroom, and a laundry room, offering thoughtful separation for privacy and convenience. Wood-look luxury vinyl plank flooring spans the first-floor living areas, providing both style and durability, while porcelain tile in the laundry room and bathrooms adds a sleek, modern touch. Plush, stain-resistant Ornamental Gate carpet completes the bedrooms, loft, and staircase for added comfort. Experience the luxury and convenience of the popular Trailwood Interior-unit townhome. Don’t miss your chance to make this stunning home yours!

6403 Argent Wood Drive, Winter Garden
923 Colie Alley, Winter Garden
$610,000
3 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
Short Sale. ~ IT IS WORTH THE WAIT! Discover the opportunity to own a nearly new David Weekley home in the highly desirable Oakland Park community of Winter Garden. Built in 2022, this SUMMERTON MODEL in McKinnon Square offers the style, space and location buyers are looking for — all within a community known for its beautiful streetscapes and exceptional amenities. The charming FRONT PORCH gives the home a welcoming personality, while inside, soaring ceilings, generous windows and an open layout create an easy sense of space. The kitchen serves as the natural gathering point, with a well-appointed design that connects seamlessly to the dining and living areas — a comfortable setup for both everyday life and entertaining. Upstairs, all of the bedrooms are conveniently grouped together, along with a FLEXIBLE LOFT AREA that can evolve with your needs. Use it as a home office, media room, play space, reading area or simply enjoy the extra room to spread out. Life here extends well beyond the home itself. OAKLAND PARK IS A GOLF-CART-FRIENDLY COMMUNITY with pools, clubhouse facilities, parks, playgrounds, a dog park and plenty of opportunities to enjoy the outdoors. The WEST ORANGE TRAIL AND LAKE APOPKA are nearby, while Historic Downtown Winter Garden is just a golf-cart ride away, putting restaurants, local shops, breweries, coffee spots, entertainment and the popular Farmers Market within easy reach. Location is another standout. Schools are conveniently nearby, including the elementary school approximately .5 miles away, middle school 1.1 miles and high school 3 miles. Orlando Health Hospital is approximately 1.8 miles away, while Hamlin Town Center, SR-429, SR-50 and Florida’s Turnpike provide easy access throughout Central Florida — including Disney and the area’s major attractions. NEARLY NEW, MOVE-IN READY AND SET IN ONE OF WINTER GARDEN’S MOST SOUGHT-AFTER COMMUNITIES, this short-sale opportunity is one you’ll want to see before it’s gone! Buyer and buyer agent to verify all data and measurements.

923 Colie Alley, Winter Garden
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