Winter Garden/Oakland Homes with Sprinkler Metered Exterior Features

Winter Garden/Oakland Homes with Sprinkler Metered Exterior Features

Welcome to the enchanting region of Winter Garden and Oakland, nestled in the heart of Orange County, Florida. Known for its charming historic downtown, vibrant community spirit, and lush landscapes, this area offers a delightful blend of small-town charm and modern conveniences. With its picturesque lakes and scenic parks, residents can enjoy a plethora of outdoor activities, from hiking and biking to fishing and boating. The scenic West Orange Trail, which winds through the area, is perfect for leisurely strolls or invigorating bike rides.

Winter Garden boasts a rich history, evident in its beautifully preserved downtown area filled with quaint shops, delightful eateries, and a lively farmers market that brings the community together every Saturday. Just a short drive away, Oakland offers a serene atmosphere with its tree-lined streets and a close-knit community feel. Both towns are conveniently located near major highways, making commutes to nearby attractions like Orlando’s theme parks a breeze.

For those considering a home in this idyllic region, many properties come equipped with sprinkler metered exterior features. This is a fantastic perk for homeowners, as it promotes efficient water usage while maintaining lush gardens and landscapes, contributing to the area’s natural beauty. Imagine enjoying your evenings on a patio surrounded by vibrant flowers and greenery, all while knowing you’re being environmentally conscious.

Whether you’re drawn to the charming streets of Winter Garden or the peaceful ambiance of Oakland, this region is not just a place to live; it’s a place to thrive. Come and discover your dream home in this beautiful corner of Florida!

Newest Winter Garden/Oakland Homes with Sprinkler Metered Exterior Features

$475,000
4 Beds ⋅ 3 Baths ⋅ Mezzano SubDv. ⋅ 34787 Zip Code
Welcome to 6982 Twilight Bay Drive, a beautifully maintained two-story townhome located in the Mezzano community of Winter Garden. Completed in late 2023, this newer home offers approximately 1,860 square feet of thoughtfully designed living space featuring 4 bedrooms, 2.5 bathrooms, and a spacious 2-car garage. Step inside to a bright and inviting open-concept floor plan filled with natural light and complemented by stylish accent walls and modern finishes throughout. The kitchen flows seamlessly into the main living and dining areas, creating a functional layout for everyday living and entertaining. A first-floor bedroom adds flexibility for use as a guest room, home office, fitness space, or additional living area. Upstairs, the spacious primary suite provides a comfortable retreat alongside two additional bedrooms and well-appointed living spaces. Smart switches throughout much of the home add convenience, while the rear-entry 2-car garage provides additional storage and is equipped with a 240V outlet for electric vehicle charging. The private outdoor patio offers additional space to enjoy the Florida lifestyle. Residents of Mezzano enjoy access to community amenities including a resort-style pool, cabana, recreation areas, playground, and sidewalks. Location is a standout feature of this Winter Garden property. Enjoy convenient access to the Horizon West area, with Hamlin Town Center approximately 10 minutes away for shopping, dining, entertainment, and everyday conveniences. Walt Disney World Resort is approximately 15–20 minutes away, while Disney Springs, Universal Orlando Resort, SeaWorld Orlando, and ICON Park are all within approximately 20–35 minutes, depending on destination, route, and traffic. Historic Downtown Winter Garden is approximately 20–25 minutes away, offering access to Plant Street, local restaurants, shopping, entertainment, community events, and the West Orange Trail. Outdoor recreation is also nearby, including Tibet-Butler Nature Preserve, Orange County National Golf Center, local parks, trails, lakes, and numerous golf and recreation options throughout Winter Garden and Horizon West. Convenient access to SR-429, Florida's Turnpike, and I-4 makes traveling throughout Central Florida easily accessible. Orlando International Airport is approximately 35–40 minutes away, depending on traffic and route. Looking for a Florida beach day? Central Florida's location provides access to both coasts. Cocoa Beach and the Space Coast are approximately 85–90 minutes away, providing access to the Atlantic Ocean, Cape Canaveral, and nearby Space Coast attractions. Gulf Coast destinations such as Clearwater Beach are approximately 1 hour and 55 minutes to 2 hours away, depending on traffic and route. With newer construction, a flexible four-bedroom floor plan, smart-home features, EV charging capability, community amenities, and convenient access to Central Florida's theme parks, shopping, dining, recreation, airports, beaches, and major roadways, 6982 Twilight Bay Drive offers an excellent opportunity to enjoy the Winter Garden and Horizon West area.

6982 Twilight Bay Drive, Winter Garden
$614,999
4 Beds ⋅ 4 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code
**** STUNNING 4 BEDROOM + LOFT | 3.5 BATH HOME IN HARVEST AT OVATION | MODERN LIVING IN WINTER GARDEN **** Welcome to this beautifully maintained 4-bedroom + loft, 3.5-bath single-family home located in the highly sought-after Harvest at Ovation community in Winter Garden. Thoughtfully designed with an open-concept floor plan, stylish finishes, and generous living spaces, this exceptional residence offers the perfect combination of elegance, comfort, and everyday functionality. Step inside to an inviting foyer that leads into a bright and expansive living and dining area, seamlessly connected to the gourmet kitchen—creating the ideal setting for entertaining, family gatherings, or simply enjoying day-to-day living. The versatile flex space on the main level can easily be used as a home office, playroom, fitness room, or additional sitting area to suit your needs. Upstairs, you'll find a spacious loft that serves as the perfect second living room, media room, or workspace. The luxurious primary suite provides a private retreat featuring a spa-inspired ensuite bathroom with dual vanities, an oversized walk-in shower, and generous closet space. Three additional bedrooms and well-appointed bathrooms offer flexibility for family, guests, or multigenerational living. Located in one of Winter Garden's most desirable communities, Harvest at Ovation offers outstanding amenities and an unbeatable location just minutes from SR-429, Walt Disney World, Hamlin Town Center, top-rated schools, shopping, dining, and countless entertainment options. Meticulously cared for and move-in ready, this home provides the opportunity to enjoy the benefits of newer construction without the wait. Whether you're searching for your primary residence or your next Central Florida home, this property offers the perfect balance of location, space, and modern design. Schedule your private showing today and experience everything this exceptional Winter Garden home has to offer!

16319 Honey Harvest Street, Winter Garden
$652,990
4 Beds ⋅ 4 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code
Under Construction. .

12349 Silk Mimosa Alley, Winter Garden
$459,922
3 Beds ⋅ 3 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Welcome to The Kendall II, a beautifully designed home in the highly sought-after Northlake at Ovation community of Winter Garden. This spacious two-story floorplan combines modern design with everyday functionality, offering open-concept living spaces filled with natural light. Featuring the AW Collection Coastal, the stylish kitchen features 42” cabinets, quartz countertops, tiled backsplash and stainless steel appliances, perfect for both entertaining and family gatherings. Upstairs, the private primary suite offers a peaceful retreat with a large walk-in closet and spa-inspired bathroom. The detached two car garage offers a private courtyard space for Florida living. Ideally located just 30 minutes from Orlando International Airport, 20 minutes from Walt Disney World® and other theme parks, and 30 minutes from Celebration, this home places you close to the best of Central Florida. Residents will appreciate access to great schools and the charm of downtown Winter Garden, known for its local shops, dining, and historic character. Community amenities include clubhouse, pool, playground and dog park. *Representation images and renderings are for illustrative purposes. Actual options and design finishes of home may vary.

17392 Sweet Moro Drive, Winter Garden
$487,500
3 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Under Construction. Waterleigh presents the Sandhill. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with powder room, spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As we head upstairs, you are greeted with a loft area. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Sandhill includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *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.*

12086 Shine View Lane, Winter Garden
$824,900
5 Beds ⋅ 4 Baths ⋅ Carriage Pointe A-I & L SubDv. ⋅ 34787 Zip Code
Welcome to a home where thoughtful design, elevated finishes, and effortless Florida living come together. This exceptional 5-bedroom, 3.5-bath residence offers an impressive blend of space, functionality, and custom detail, complete with a bonus room, private office, formal dining room, spacious living room, and a stunning great room that truly serves as the heart of the home. Primary bedroom is located on the first floor offering a split floor plan and privacy. This is a smoke free, pet free home. Interior laundry room with utility sink. The great room seamlessly opens to the expansive kitchen, featuring generous cabinetry, abundant storage, and a comfortable eat-in space designed for everyday gatherings. Custom built-ins, an electric fireplace surrounded by beautiful stone, and ceiling speakers create an inviting atmosphere for both relaxing and entertaining. Throughout the home, Pottery Barn curtain rods, crown molding, upgraded lighting, and an abundance of closet and storage space showcase the attention to detail. Fresh interior paint adds a crisp, move-in-ready feel, while the custom-built office provides an ideal space for working from home. Upstairs, an upgraded wrought-iron staircase creates a striking architectural focal point while adding a sophisticated touch to the home's aesthetic. The versatile bonus room offers additional space for a media room, playroom, fitness area, or second living space—the possibilities are endless. Step outside through the double-sided sliders to your own private retreat. The screened and covered lanai overlooks a sparkling saltwater pool with a sheer-fall water feature, creating the perfect setting for Florida afternoons and beautiful sunsets to top off the evening entertaining possibilities. The outdoor living area is thoughtfully pre-wired for television and equipped for speaker connectivity, making it easy to create the ultimate outdoor entertainment space. The home also delivers an impressive list of functional upgrades, including a kitchen faucet reverse osmosis system, water softener, whole-house surge protector, newer water heater (2024) ,new exterior paint (2026) new windows (2022-23), and a new HVAC (1/26) system with a damper system and remote-control capability thermostat. A spacious 3-car garage and elegant paver driveway provide both convenience and curb appeal. A transferable termite bond (Massey) adds another layer of confidence for the next homeowner. Located within a gated community, residents enjoy added peace of mind along with an outstanding selection of amenities, including a playground, tennis and pickleball courts, soccer field, and picnic area. Beyond the community, Winter Garden offers an exceptional lifestyle with an abundance of dining, shopping, entertainment, and recreation options. Convenient access to 429, the Florida Turnpike, OIA 33 miles, and 535 makes commuting throughout Central Florida a breeze.

2202 Redmark Lane, Winter Garden
$1,085,669
5 Beds ⋅ 4 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code
Under Construction. .

12528 Gold Honeysuckle Street, Winter Garden
$447,500
3 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Under Construction. Waterleigh presents the Ibis. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with an open concept a spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage and powder room at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As you head up to the second floor you are greeted with all 3 bedrooms and 2 bathrooms. The bedroom one suite impresses with double bowl vanity, walk in closet and spacious shower space. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Ibis includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *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.*

16510 Barbours Creek Way, Winter Garden
$699,000
4 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 1a SubDv. ⋅ 34787 Zip Code
Experience refined Florida living in this impeccably maintained single-story 4BD/3BA residence set on an oversized corner lot in the prestigious Waterleigh community. Thoughtfully designed interiors blend elegance with comfort, highlighted by rich finishes, abundant natural light, and a seamless open layout. The gourmet kitchen showcases espresso cabinetry, granite surfaces, a striking center island, modern lighting, stylish backsplash, and a spacious pantry — all appliances included. The primary suite offers a serene retreat with luxury vinyl plank flooring, tray ceiling, quartz dual vanities, a soaking tub, glass-enclosed shower, and an expansive walk-in closet. Step outside to a private oasis featuring a covered screened lanai, brick patio, and a fully fenced yard ideal for quiet relaxation or elevated entertaining. Additional enhancements include a Ring security system, upgraded blinds, garage storage systems, and specialty garage flooring. Just a short stroll from a resident-exclusive clubhouse with a zero-entry pool, fishing pier, lake views, and sand volleyball. Waterleigh’s resort-style amenities elevate daily living with three pools, two fitness centers, tennis and basketball courts, mini golf, splash pad, dog parks, and scenic trails. HOA includes lawn care, irrigation, and tree maintenance. Located near top-rated schools, a nearby fire station, golf, and evening Disney fireworks views, this smoke-free, pet-free home delivers luxury, convenience, and lifestyle in one of Winter Garden’s most coveted communities.

8711 Eden Cove Drive, Winter Garden
$959,990
5 Beds ⋅ 4 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code
Under Construction. .

12534 Gold Honeysuckle Street, Winter Garden
$909,990
5 Beds ⋅ 4 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code
Under Construction. .

12529 Gold Honeysuckle Street, Winter Garden
$834,990
4 Beds ⋅ 3 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code
Under Construction. .

12523 Gold Honeysuckle Street, Winter Garden
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