Winter Garden/Oakland Homes with Sprinkler Metered Exterior Features

Winter Garden/Oakland Homes with Sprinkler Metered Exterior Features

Welcome to Winter Garden and Oakland, two charming communities nestled in the heart of Orange County, Florida. Known for their picturesque landscapes and vibrant atmosphere, these areas offer a perfect blend of suburban tranquility and urban convenience. Surrounded by lush greenery and scenic lakes, Winter Garden is a haven for outdoor enthusiasts, with numerous parks, walking trails, and recreational facilities just waiting to be explored.

Winter Garden boasts a rich history, evident in its beautifully preserved downtown area, which features delightful shops, cafes, and a weekly farmers' market. The community is also home to the renowned Plant Street Market, a bustling hub that showcases local artisans and farmers, offering fresh produce and unique crafts. Just a short drive away, Oakland complements Winter Garden with its quaint charm and tight-knit community feel, making it an ideal place for families and retirees alike.

One of the standout features of homes in this region is the availability of properties equipped with sprinkler metered exterior features. These homes not only enhance the aesthetic appeal of your property but also promote water conservation, ensuring that your garden remains lush and vibrant while being mindful of the environment. With the warm Florida sun shining down, having an efficient irrigation system is a must for maintaining the beauty of your outdoor spaces.

Whether you're looking to settle down in a cozy bungalow or a spacious family home, Winter Garden and Oakland offer a variety of real estate options that cater to diverse lifestyles. Experience the charm of these delightful communities and discover your dream home today!

Newest Winter Garden/Oakland Homes with Sprinkler Metered Exterior Features

3 Beds ⋅ 2 Baths ⋅ Tuscany SubDv. ⋅ 34787 Zip Code

**GOLF CART COMMUNITY** Welcome to this charming home located at 1631 Charlemagne Ct in Winter Garden, FL. This beautiful house features three spacious bedrooms, a dedicated office, 2 full bathrooms, living room, dining room (currently using as a second office) laundry room and a two car garage, providing ample space for comfortable living. A beautifully maintained and thoughtfully upgraded home tucked away on a quiet cul-de-sac in one of Winter Garden's most desirable residential neighborhoods. Sitting on a large, fully fenced lot, this property delivers privacy, peace, and timeless appeal, with mature Oak trees providing lots of shade for outdoor entertaining. With a generous living area of 2,035 square feet, this home accords an inviting layout appropriate for relaxation and entertaining. Step inside and you're immediately greeted by cathedral ceilings in the living room and kitchen, creating an open, airy atmosphere filled with natural light. Tile flooring throughout the entire home adds a clean, cohesive look while offering durability and easy maintenance. The chef-inspired kitchen is the heart of the home, showcasing upgraded custom cabinetry, and granite countertops. The kitchen features abundant cabinet space and a large pantry offering exceptionally storage for all your kitchen essentials. Included are Bosch appliances and a charming nook overlooking the beautiful mature landscaping. The primary bedroom suite is a truly spacious sanctuary, complete with elegant plantation shutters, a Jacuzzi tub, dual sinks and his-and-her walk-in closets. Two additional bedrooms and a full bath provide comfort and flexibility for family or guests. The laundry room has built-in cabinetry, countertop and additional overhead shelf for added storage. A hall linen closet has extra-large storage providing plenty of space for additional household essentials. Major upgrades bring peace of mind and value including a new roof (2021), exterior freshly painted (2021), Brand-new AC (2024), Newly planted sod in back yard (2026) and upgraded Irrigation Control Panel (2026). Hop on your golf cart just minutes to historic downtown Winter Garden and enjoy your favorite restaurants, events and farmers market. Or take a relaxing nature walk or bike ride on the West Orange trial. This home is move in ready!

1631 Charlemagne Court, Winter Garden

4 Beds ⋅ 2 Baths ⋅ Orchard Pk/Stillwater Xing Ph SubDv. ⋅ 34787 Zip Code

WELCOME TO 3019 CHERRY ORCHARD LANE, A BEAUTIFULLY REMODELED HOME IN THE HEART OF WINTER GARDEN! This stunning residence has just undergone an impressive transformation, offering a fresh, modern, move-in-ready interior that truly stands out in the neighborhood. The home features NEW INTERIOR AND EXTERIOR PAINT (2026), a COMPLETELY RENOVATED KITCHEN, and BEAUTIFULLY UPDATED BATHROOMS, all thoughtfully redesigned with contemporary finishes and attention to detail. Custom-designed office with built-in cabinetry and a Murphy bed seamlessly integrated into the cabinetry. Every improvement was carefully selected to create a bright, stylish, and welcoming atmosphere throughout the home. This is a rare opportunity to own a beautifully renovated property offering a level of updates and finishes that is difficult to find in the surrounding area. Ideally located in desirable Winter Garden, with convenient access to shopping, dining, entertainment, parks, major roadways, and everything this highly sought-after area. MOVE-IN READY and beautifully refreshed from the inside out, schedule your private showing and come see what makes this home truly special!

3019 Cherry Orchard Lane, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Hamlin Meadows SubDv. ⋅ 34787 Zip Code

Virtually Staged. Under Construction. The Harbor floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Harbor floor plan offers modern living tailored to meet everyday needs with style and functionality. Sample Image

17732 Porter Road, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Hamlin Meadows SubDv. ⋅ 34787 Zip Code

Virtually Staged. Under Construction. The Porter floorplan is an inviting two-story townhome designed with thoughtful spaces throughout. Featuring three bedrooms and two full bathrooms, the layout offers a smooth flow between living spaces. The first floor boasts a bright great room that opens into the dining area and lanai, perfect for entertaining or relaxation. Upstairs, all three bedrooms are thoughtfully arranged alongside a versatile loft, providing additional living space or an ideal work-from-home area. With a two-car garage and laundry room conveniently located on the second floor, the Porter combines functionality with comfort, making it a standout home choice. Sample Image!!

17728 Porter Road, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code

MOVE-IN READY! BRAND-NEW CONSTRUCTION, NEVER LIVED IN! Located in the highly desirable Waterleigh community in Winter Garden, this beautiful Ibis townhome offers 3 bedrooms, 2.5 bathrooms, a one-car garage, and a long driveway providing additional parking space. With modern finishes and a bright, open-concept design, this home is ready for its first owner! Step inside through the welcoming foyer and into an open living space where the kitchen, dining area, and living room flow seamlessly together. The kitchen features upgraded stainless steel appliances, quartz countertops, ample cabinetry, and convenient bar seating, making it ideal for everyday living and entertaining. The living area overlooks a covered patio, offering additional space to relax and enjoy the Florida lifestyle. A powder room and rear-entry garage complete the first floor. Upstairs, you’ll find all three bedrooms, two full bathrooms, and a conveniently located laundry room. The spacious primary suite features a walk-in closet, double-sink vanity, and generously sized shower. Two additional bedrooms and a full guest bathroom provide flexibility for family, guests, or a home office. The home also includes a Smart Home technology package, allowing convenient control of compatible home features from your smart device whether you’re home or away. Located in Waterleigh, one of Horizon West’s sought-after master-planned communities, residents enjoy an exceptional lifestyle with resort-style amenities and convenient access to shopping, dining, entertainment, and major Central Florida destinations. SR-429 is nearby, providing easy connectivity throughout the Orlando area. With attractive curb appeal, modern finishes, newer construction, and a low-maintenance townhome lifestyle, this Ibis offers an excellent opportunity to own a move-in-ready home in Winter Garden. Schedule your private showing today!

16570 Barbours Creek Way, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code

Amazing, 4 bedroom, 3.5 bath 3327sqft, WATERFRONT home in highly desirable Waterleigh west of Disney. This luxurious home has a large covered and paved front porch to watch the morning rise and day go by and a large covered back paved patio to enjoy those peaceful, colorful, sunsets over the water with about 50 feet of frontage. The foyer and front formal dining room have elegant arched hallways and coffered ceilings. Walk into the main living area through the main hall or through the Butlers pantry to the Gourmet kitchen. Next to the Butlers pantry is a large walk-in closet pantry for extra storage. The Gourmet kitchen has light, tiered, cabinets with crown molding, all stainless steel appliances, and accented by gorgeous Quartz counters. glass cooktop with separate built in microwave and oven. (French door fridge with bottom freezer will be installed.) The large sink island features the sink and breakfast bar overlooking the family and cafe area with plenty of windows and door for great neutral light and amazing views of the water and large back yard . The home has tall ceilings and tiled with wood plank type tile throughout the first floor except for the first floor Master bedroom. The Master also faces West overlooking the pond for great sunset views. Very large with coffered ceilings and lots of light. The cute double doors lead into the spacious master-bath with large separate vanities, double sinks, separate shower stall, separate toilet room, garden tub, linen closet, and Massive clothes closet. Back in the main great room is a hall filled with more cabinet storage space, leading to the large laundry room, garage, and stairs. The beautiful wood stairs and iron rail leads up to a spacious 20x18 loft/game room. All of the bedrooms have walk-in closets. One has a separate private bath, and the other two split bedrooms share a hall bath split with dual sinks and separate room for baths and toilet for maximum use. The home has modern decor styled raised panel doors throughout and plenty of storage space. This home has Smart technology for easy use and remote functionality. This amazing home is in the highly desirable community “Waterleigh.” Located just off the 429 west of Disney, This community amenities include a huge resort style pool, fitness gym, club house, dog park, huge sports fields, playground, beach volleyball, Tennis, lake view BBQ/picnic area, with sidewalks that wind around the scenic lakes, nature, and community for a relaxing and enjoyable lifestyle with periodic fitness stops if you choose. Fast and easy access anywhere. New Florida Hospital, restaurants and shopping are all close and many more are being built nearby. Great schools; Water Spring Elementary, Water Spring Middle, and Horizon Highschool.

8819 Sonoma Coast Drive, Winter Garden

4 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code

Virtually Staged. Welcome to Waterleigh! This beautiful 2023-built, 4-bedroom, 3-bath home sits on a spacious lot with a peaceful natural lake view from the backyard. Featuring an open-concept layout, modern kitchen, versatile loft, and private owner’s suite. Enjoy resort-style pools, clubhouses, fitness centers, tennis courts, trails, and playgrounds. Publix is conveniently located at the community entrance, with schools, shopping, dining, SR-429, and Walt Disney World nearby. Enjoy space, views, convenience, and the best of the Horizon West lifestyle

17882 Adrift Road, Winter Garden

4 Beds ⋅ 3 Baths ⋅ Westhaven/Ovation SubDv. ⋅ 34787 Zip Code

Almost New & Move-In Ready! Built in 2024, this beautifully maintained corner-unit townhome offers the perfect combination of modern style, comfort, and functionality. Featuring 4 full bedrooms and 3 full bathrooms, the thoughtfully designed floor plan includes a convenient first-floor bedroom, ideal for a home office, guest suite, or private bedroom. The home showcases upgraded tile flooring throughout the main living areas and stylish granite countertops, creating a clean and contemporary feel. The spacious kitchen comes fully equipped with stainless steel appliances, including refrigerator, microwave, and dishwasher, plus a washer and dryer for added convenience. Enjoy Florida living from the screened-in back porch, perfect for relaxing or entertaining while enjoying the outdoors. A private 2-car garage located at the rear of the home provides secure parking and additional storage. Residents enjoy an impressive selection of community amenities, including a resort-style pool, fitness center, gathering area, playground, and community mailbox. With its desirable corner-unit location, modern finishes, flexible first-floor bedroom, and excellent amenities, this almost-new townhome is an exceptional opportunity for both homeowners and investors. Come see why this beautiful 2024 townhome is the perfect place to call home!

14075 Lochend Way, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Mezzano Townhomes SubDv. ⋅ 34787 Zip Code

Welcome to this modern two-story townhome in Winter Garden. 2,024 square feet of interior living space, this home features 3 bedrooms and 3 full bathrooms, including a primary suite on the upper level and a full bedroom with a full bathroom conveniently located on the main level. The open-concept layout seamlessly connects the kitchen, dining, and gathering areas, creating an inviting space for daily living and entertaining. The kitchen is outfitted with quartz countertops, 42-inch cabinetry with crown molding, and a multi-functional center island. Additional highlights include an upper-level loft, a dedicated laundry room, smart home technology, and a private paver courtyard connecting the residence to a detached two-car garage equipped with an electric vehicle charging outlet. Residents enjoy access to community amenities, including a swimming pool and playground, with convenient proximity to local shopping, dining, and major thoroughfares.

7025 Twilight Bay Drive, Winter Garden

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 led by a full-time Lifestyle Director, 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

4 Beds ⋅ 3 Baths ⋅ Alexander Ridge SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully maintained and thoughtfully decorated 4-bedroom, 3-bathroom, single-story family home in the quiet and highly sought-after Alexander Ridge neighborhood of Winter Garden. From the moment you enter, you’ll appreciate the warm, welcoming atmosphere and the open, bright and spacious floor plan, featuring a desirable three-way split bedroom layout that offers privacy and flexibility for family and guests. The home features numerous upgrades, including ceramic tile flooring, laminate flooring in all bedrooms, crown molding, a paved lanai and a fully fenced backyard. Major recent improvements include a NEW AC and a NEW ROOF in 2024, while the water heater is approximately four years old. The beautifully upgraded kitchen features recessed lighting, 42-inch maple espresso cabinetry, quartz countertops, stainless steel appliances and a convenient island with seating—perfect for casual breakfasts or entertaining. The spacious primary suite offers his-and-hers fitted closets and a private en-suite bathroom. A second bedroom also enjoys its own en-suite bathroom, while the remaining two bedrooms share a well-appointed hall bathroom, making this an ideal layout for families or visiting guests. The family room opens through sliding glass doors onto a paved, screened lanai overlooking the private, fully fenced backyard with no rear neighbors. It’s the perfect setting to enjoy your morning coffee, unwind after a long day or entertain friends and family while enjoying the Florida lifestyle. Alexander Ridge offers wonderful community amenities, including a community pool and playground, with LAWN CARE INCLUDED IN THE HOA. The location is equally impressive, with convenient access to major highways, shopping, dining and all that desirable Winter Garden has to offer. Don’t miss this fantastic opportunity to own a move-in-ready Florida home in a wonderful community and an unbeatable location!

2204 Romanum Drive, Winter Garden

5 Beds ⋅ 5 Baths ⋅ Waterleigh Phases 4b And 4c SubDv. ⋅ 34787 Zip Code

Virtually Staged. 2024 CONSTRUCTION • Seller is offering a $10,000 CREDIT toward buyer's CLOSING COSTS for any fully executed contract on or before September 30, 2026. FIRST-FLOOR BEDROOM & FULL BATH • NO CARPET • SCHOOLS APPROXIMATELY 0.2 MILES AWAY • MINUTES FROM DISNEY• WHOLE HOUSE WATER SOFTENER•TESLA CHARGER•REVERSE OSMOSIS IN THE KITCHEN.Welcome to this beautifully designed Torrey floor plan in the sought-after Waterleigh community! This two-story, all-concrete-block-construction home offers 5 bedrooms and 4.5 baths across an open-concept layout built for everyday living and entertaining. A welcoming front porch leads into a foyer flanked by a formal dining room and butler's pantry. The gourmet kitchen features a large island with built-in sink and dishwasher, a walk-in pantry, stainless steel appliances, and a reverse osmosis water filtration system, and overlooks the casual dining area, family room, and outdoor lanai. Hard flooring run throughout the entire first level. Also on the first floor is a bedroom with a full bath — perfect for guests or multigenerational living — plus a convenient powder bath. A whole-house water softener keeps water quality consistent throughout the home, and the garage features a Tesla charger installed by licensed professionals. Upstairs, a loft area connects all four additional bedrooms, including a spacious primary suite with a walk-in closet and ensuite bath featuring a double vanity and separate toilet area. The second-floor laundry room adds everyday convenience, and a Smart Home technology package offers remote and in-home control. Waterleigh's HOA covers professional lawn maintenance and full landscaping care, so residents can truly enjoy a low-maintenance lifestyle. Amenities include two clubhouses with fitness centers, four resort-style pools, a 6-hole mini golf course, tennis/pickleball courts, dog parks, a community garden, walking trails, and an observation pier on Hickory Nut Lake — plus a lifestyle director coordinating community events. Schedule your private showing today!

12728 Charmed Drive, Winter Garden

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