Winter Garden/Oakland Homes with Lighting Exterior Features

Winter Garden/Oakland Homes with Lighting Exterior Features

Welcome to Winter Garden and Oakland, two charming communities nestled in the heart of Orange County, Florida. Known for their picturesque landscapes, rich history, and vibrant culture, these areas offer a delightful blend of suburban tranquility and urban convenience. Winter Garden boasts a thriving downtown filled with eclectic shops, cozy cafes, and weekly farmers' markets, making it a perfect spot for families and individuals alike. Just a stone's throw away, Oakland provides a serene escape with its lush parks and scenic views, ideal for outdoor enthusiasts and nature lovers.

One of the standout features of homes in this region is their stunning exterior lighting. Many properties showcase beautifully designed lighting features that not only enhance the architectural beauty of the homes but also create a warm and inviting atmosphere. Whether it’s elegant lanterns lining the pathways, soft uplighting accentuating the landscaping, or twinkling string lights adorning patios, these thoughtful touches transform outdoor spaces into enchanting retreats.

Living in Winter Garden and Oakland means embracing a lifestyle that values both aesthetics and functionality. The homes here, equipped with exquisite lighting exterior features, provide the perfect backdrop for evening gatherings with friends or peaceful nights spent stargazing. With easy access to major highways and proximity to Orlando’s attractions, residents enjoy the best of both worlds: a serene suburban lifestyle with the excitement of city living just a short drive away. Discover your dream home in Winter Garden or Oakland, where charm meets modern living!

Newest Winter Garden/Oakland Homes with Lighting Exterior Features

$2,249,000
5 Beds ⋅ 6 Baths ⋅ Lakeshore Preserve Ph 4 SubDv. ⋅ 34787 Zip Code
Welcome to a rare 2020-built lakefront opportunity - the 'Estates Collection' Maranello model by Toll Brothers - in one of Winter Garden's premier communities, Lakeshore Preserve. This stunning two-story Mediterranean estate spans 5 bedrooms, 4 full and 2 half bathrooms, and 4,253 square feet of intentionally designed living space, commanding one of the most coveted settings in the neighborhood - a premium 0.335-acre waterfront homesite with sweeping, unobstructed lake views and no rear neighbors, where a custom travertine-paved patio and freeform pebble-finish pool with a natural stone waterfall spill toward the water's edge for the ultimate Florida indoor-outdoor lifestyle. The privileged positioning continues out front, where you'll enjoy no front neighbors and a serene wooded and golf-course view - Hole 14, nick-named "The Long Man", of Orange County National's Panther Lake course - a rare double-exposure setting that bookends the home with natural beauty and supreme privacy. From the moment you arrive, the home's timeless curb appeal makes a statement: authentic tile roof, warm stucco-and-stone elevation, mature landscaping framed by manicured hedges and boulder accents, and a grand paver motor court leading to the dual garages and double iron-and-glass entry doors. Step inside to a soaring foyer anchored by a sweeping wrought-iron staircase, rich hardwood flooring, elegant crown molding, and designer light fixtures that carry throughout the home. The heart of the home is a gourmet kitchen appointed with an oversized granite island with ample seating, custom raised-panel cabinetry, a full stainless appliance suite with a built-in oven, a tasteful tile backsplash, walk-in pantry, and three statement pendant lights - all opening seamlessly to the family and dining spaces for effortless entertaining. Retreat to the luxurious primary en-suite, a spacious sanctuary featuring a custom walk-in closet system, automated blinds, tranquil lake views, and a spa-inspired bath with dual vanities, quartz counters, an oversized walk-in shower, and refined tile detailing. Generously sized secondary bedrooms, thoughtfully designed living and gathering areas, a second-story loft, and abundant natural light throughout complete the interior. Off of the loft, enjoy stunning lake views, sunrises, sunsets, and Walt Disney World's Magic Kingdom fireworks from the screened balcony. This home has been meticulously enhanced with an impressive list of premium upgrades, including a Tesla level-2 charger, a fully screened lanai with a motorized screen system, an outdoor summer kitchen with stone backsplash and exhaust hood, a whole-house water softener, a utility sink in the garage, UV lights in all 3 HVAC systems, an upgraded outdoor lighting package, stone landscape curbing, decorative boulders, a backyard fence, and premium ceiling fans throughout the interior, lanai, and balcony. Every detail has been curated for comfort, efficiency, and elevated Florida living. Community amenities include a resort-style pool, fitness center, clubhouse, park, and community dock offering unparalleled views of Magic Kingdom fireworks. Ideally situated with easy access to top-rated Horizon West schools, world-class shopping and dining, major roadways, theme parks, and everything Central Florida has to offer, this is the kind of one-of-a-kind lakefront estate that simply doesn't come along often. Contact us to schedule your private tour today!

15475 Shorebird Lane, Winter Garden
$659,310
4 Beds ⋅ 4 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code
Under Construction. .

12325 Silk Mimosa Alley, Winter Garden
$750,000
4 Beds ⋅ 4 Baths ⋅ Watermark Ph 2b SubDv. ⋅ 34787 Zip Code
Stunning Winter Garden Home for Sale – Modern Comfort, Resort-Style Amenities & Solar Energy! Welcome to this beautiful Winter Garden home, offering the perfect combination of comfort, style, functionality, and modern living. Featuring a spacious open floor plan, this home is designed for easy living and entertaining, with abundant natural light flowing throughout the main living areas. The spacious primary suite provides a private retreat, complete with an en-suite bathroom featuring modern cabinetry and quality finishes. The gourmet kitchen is the heart of the home, featuring modern appliances, ample cabinetry, and a large center island—perfect for preparing meals while entertaining family and friends. Large windows bring in plenty of natural light and create a bright, welcoming atmosphere throughout the home. Step outside to enjoy the outdoor living area and take advantage of Florida's beautiful weather. The home is equipped with solar panels, and the seller will pay off the solar system in full at closing, providing the new owner with the benefit of solar energy without assuming the existing solar financing. Located in a desirable Winter Garden community, residents enjoy access to excellent amenities, including a resort-style pool, fully equipped fitness center, and a multi-purpose sports court. The community provides an ideal setting for an active and enjoyable lifestyle. Conveniently located near restaurants, shopping, major roads, entertainment, and everything Winter Garden and the surrounding area have to offer, this home is an excellent opportunity for those seeking comfort, convenience, and modern Florida living. Don't miss this opportunity! Schedule your private showing today and experience all that this beautiful home has in store.

14739 Glade Hill Park Way, Winter Garden
$2,050,000
5 Beds ⋅ 5 Baths ⋅ Avalon Cove SubDv. ⋅ 34787 Zip Code
Welcome to 9056 Morgana Ct, perfectly positioned on one of the most desirable lakefront homesites in the community, offering expansive water views and an exceptional setting on Hickorynut Lake. Designed to take full advantage of its waterfront location, the home features expansive windows and open living spaces that frame the lake from the moment you step inside. The views continue outdoors, where a resort-style pool and spa, covered outdoor living, and summer kitchen create a seamless connection between the home and the water. Beyond the pool, the backyard leads to a private covered dock with boat and jet ski lifts, making days on the lake effortless. Whether enjoying quiet mornings by the water, entertaining poolside, or watching the sunset over the lake, this is Florida waterfront living at its finest. Inside, soaring ceilings, abundant natural light, sophisticated finishes, and generously sized living spaces create a luxurious yet inviting atmosphere. With its remarkable lake views, private waterfront setting, and resort-style outdoor living, this is truly one of the premier lakefront opportunities in the community.

9056 Morgana Court, Winter Garden
$999,270
4 Beds ⋅ 4 Baths ⋅ Winter Grove SubDv. ⋅ 34787 Zip Code
Under Construction. Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Discover the perfect blend of luxury, comfort, and convenience in this stunning Mahogany Grand home. Thoughtfully designed for both everyday living and entertaining, this exceptional two-story residence offers 4 bedrooms, 3 full bathrooms, a convenient first-floor powder room, an enclosed flex room, and a spacious 3-car garage. The open-concept living area seamlessly connects the gourmet kitchen, café, and gathering room, creating an expansive and inviting space. Soaring ceilings and an elegant tray ceiling enhance the sense of openness, while a large pocket sliding glass door extends the living space onto the covered lanai, filling the home with natural light and creating the perfect blend of indoor and outdoor living. At the heart of the home, the gourmet kitchen showcases stacked soft-close cabinetry, quartz countertops, a decorative tile backsplash, farmhouse sink, and built-in Whirlpool stainless steel appliances, including a natural gas cooktop, range hood, and 48-inch side-by-side refrigerator. Whether preparing everyday meals or hosting special gatherings, this kitchen is designed to impress. Privately situated in the back corner of the home, the spacious owner's suite offers a peaceful retreat and features an owner's suite extension, providing additional space for a sitting area, fitness nook, workspace, or whatever best suits your lifestyle. The spa-inspired en suite bath includes a walk-in closet, linen closet, walk-in shower with a rain shower head, and a private enclosed water closet. The enclosed flex room at the front of the home adds valuable versatility and can easily function as a home office, fitness room, playroom, or creative studio. Two additional first-floor bedrooms located in the opposite back corner of the owner’s suite provide comfort and privacy for everyone. A conveniently located powder room further enhances the home's thoughtful design. Upstairs, enjoy an additional 884 square feet of flexible living space, complete with a generous loft, private fourth bedroom, and full bathroom, making it ideal for a media room, guest suite, home office, or multigenerational living. Completing the home is a spacious 3-car garage with ample room for vehicles, storage, and hobbies. Don't miss the opportunity to tour this exceptional home and experience everything it has to offer.

289 Crystal Wood Drive, Winter Garden
$399,999
3 Beds ⋅ 3 Baths ⋅ Northlake At Ovation Phase 1 SubDv. ⋅ 34787 Zip Code
BACK ON THE MARKET AND PRICED TO SELL!! Why wait for new construction when this move-in-ready Ashton Woods home in Northlake at Ovation is ready for you now? Tucked away among the beautiful conservation areas of Horizon West, this hidden Winter Garden gem offers modern style, fantastic amenities, and an unbeatable location. The award-winning Kendall II floor plan features 3 bedrooms, 2.5 baths, 1,584 sq. ft., a private brick-paver courtyard, and a full-size 2-car garage. The open-concept first floor showcases wood-look ceramic tile and a stylish kitchen with quartz countertops, stainless steel appliances, designer lighting, and modern finishes, flowing seamlessly into the dining and living areas. Upstairs, the spacious Owner’s Suite offers a walk-in closet and private bath with dual vanities and an oversized shower. Two additional bedrooms, a full bath, and a versatile loft/landing provide plenty of room for guests, a home office, or additional living space. Enjoy the Northlake lifestyle with a community clubhouse, resort-style pool, playground, and dog run. Publix, restaurants, shopping, schools, and bike paths are just minutes away, along with convenient access to Disney, SR-429, and I-4. Newer construction without the wait—and priced to MOVE! Schedule your showing today before this Winter Garden opportunity is gone!

17723 Japonica Bloom Drive, Winter Garden
$239,000
3 Beds ⋅ 3 Baths ⋅ Grove Resort & Spa SubDv. ⋅ 34787 Zip Code
Exceptional opportunity to own a spacious top-floor 3-bedroom, 3-bathroom condo at The Grove Resort & Water Park, just minutes from Walt Disney World! This fully furnished 1,544 sq. ft. “Sable” floor plan offers an ideal combination of personal vacation use and income-producing potential through The Grove’s professionally managed hotel rental program. Located on the 7th and top floor of Building 1, the condo features a spacious split-bedroom layout, three full bathrooms, a well-equipped kitchen with granite countertops, comfortable living and dining areas, and a screened balcony with elevated views. The Grove delivers the complete Orlando resort experience with Surfari Water Park featuring water slides, a lazy river, splash areas and private cabanas, multiple onsite dining options, a full-service spa, fitness center, arcade, and a 20-acre activity lake offering fishing and water activities. When you're not enjoying the condo yourself, the turnkey rental program provides professional management for vacation rentals. Whether you're looking for your own Orlando getaway or a furnished vacation rental investment near Disney, this top-floor 3-bedroom residence offers an outstanding opportunity at one of Central Florida's most amenity-rich resort destinations.

14501 Grove Resort Ave Unit 1707, Winter Garden
$895,260
5 Beds ⋅ 4 Baths ⋅ Winter Grove SubDv. ⋅ 34787 Zip Code
Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Step into the Imperial, where luxury and convenience seamlessly combine to create a truly elevated living experience. This remarkable 5-bedroom, 3.5-bathroom home with a 2-car garage situated on a conservation view homesite offers unparalleled craftsmanship and thoughtful design throughout. The open-concept layout flows effortlessly, creating an expansive, airy feel that exudes both sophistication and comfort. On the first floor, discover a private en suite bedroom with a walk-in closet and elegant quartz countertops—a perfect retreat for guests. At the heart of the home, the chef-inspired kitchen is a true masterpiece, featuring Winstead White stacked cabinetry, striking quartz countertops and a decorative tile backsplash. Built-in Whirlpool stainless steel appliances, including a refrigerator and natural gas cooktop, make cooking a pleasure. The kitchen seamlessly connects to the café and gathering room, where a sliding glass door opens to the covered lanai, featuring pre-plumbing for an outdoor kitchen to enhance indoor-outdoor living, all overlooking tranquil conservation views. The first floor also offers a convenient powder room, perfect for guests, as well as a bedroom with an attached bathroom. Upstairs, the luxurious owner’s suite is a private sanctuary, featuring a spacious walk-in closet and a spa-like en suite bathroom with quartz-topped dual vanity sinks and a frameless glass enclosed shower. The loft area provides the perfect space to unwind, while three additional bedrooms and another bathroom complete the upper level. For added convenience, a thoughtfully located upstairs laundry room simplifies everyday tasks. Beautiful wood-look tile flooring is found throughout the first floor, laundry room, and bathrooms, while plush, stain-resistant carpet complements the loft and bedrooms. Designer-curated finishes elevate every corner of this home, including thoughtfully placed brushed nickel plumbing fixtures and hardware, comfort height toilets, Whirlpool washer and dryer, 2” faux wood blinds, and wood treads and risers at the staircase. This home is equipped with a smart thermostat, video doorbell, and LED down lights ensuring your home is as connected as it is beautiful. This home offers the perfect combination of luxury, convenience, and modern design—an ideal place to live and relax. Schedule a tour today!

427 Winter Grove Boulevard, Winter Garden
$989,000
4 Beds ⋅ 4 Baths ⋅ Cypress Reserve Ph 2 SubDv. ⋅ 34787 Zip Code
Welcome to 14038 Jomatt Loop, where impressive curb appeal, spacious living, and exceptional outdoor entertaining come together. This home is located just steps from A rated schools, has fresh exterior paint, and a large driveway with 3 car garage. Inside, the spacious open floor plan creates an inviting flow between the main living areas, offering plenty of room for everyday life and entertaining. A dedicated theater room provides the perfect setting for movie nights, sporting events, and unforgettable gatherings. Step outside and discover your own private retreat. The beautiful pool, surrounded by a freshly screened lanai, creates an ideal space for relaxing, entertaining, and enjoying the Florida lifestyle year-round. A durable metal fence adds both privacy and peace of mind while complementing the beautifully landscaped property. For added convenience, the home is equipped with a state-of-the-art security system. From its attractive exterior and expansive lot to its upgraded outdoor living spaces and versatile interior, this exceptional home offers the perfect blend of comfort, style, privacy, and entertainment. Schedule your private showing today!

14038 Jomatt Loop, Winter Garden
$365,000
3 Beds ⋅ 3 Baths ⋅ Orchard A1-A26 B1 B2 C D1-D4 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this beautifully updated 3-bedroom, 2.5-bath townhome with a 2-CAR GARAGE in the GATED Orchard community of Winter Garden! Recent improvements include FRESH INTERIOR PAINT, UPDATED KITCHEN & BATHS, LUXURY VINYL PLANK FLOORING throughout the main level, BRAND NEW CARPET upstairs, stylish NEW LIGHT FIXTURES, a NEW GARAGE DOOR OPENER, and UPDATED ROOF (2024), creating a home that feels fresh, modern, and truly MOVE IN READY. Inside, the light-filled OPEN CONCEPT floor plan is designed for both everyday living and entertaining. The modern flooring creates a cohesive feel throughout the main living areas, while the kitchen - delivering ample storage and counter space, STAINLESS STEEL APPLIANCES and a breakfast bar - overlooks the spacious living and dining areas, keeping everyone connected. A convenient half bath completes the first floor. Upstairs, the PRIMARY SUITE is ideally situated at the back of the home and offers a generous WALK-IN CLOSET and a private en-suite bath. Bedrooms two and three are positioned at the front of the home, with the third bedroom also featuring its own walk-in closet. The guest bath and second-floor laundry closet are centrally located for added convenience. Step outside to enjoy a rear patio overlooking a sizable green space with NO REAR NEIGHBORS, creating a peaceful setting for relaxing outdoors. Charming curb appeal, a COVERED FRONT PORCH with an arched entry, and well-kept landscaping enhance this home's appeal. The Orchard offers the LOW MAINTENANCE lifestyle you have been looking for, with the HOA covering exterior maintenance while residents enjoy a GATED ENTRANCE, COMMUNITY POOL, playground, and tree-lined streets. Located just minutes from Winter Garden Village, you will love having exceptional shopping, dining, entertainment, TOP-RATED SCHOOLS, and easy access to SR 535, SR 50, the Florida Turnpike, and SR 429, putting everything Central Florida has to offer within easy reach. This is the perfect opportunity to enjoy stylish, low-maintenance living in one of Winter Garden's most desirable communities. Call today to schedule a tour and let Golden Russet Drive welcome you HOME!

13765 Golden Russet Drive, Winter Garden
$549,900
3 Beds ⋅ 3 Baths ⋅ Highland Rdg Ph 2 SubDv. ⋅ 34787 Zip Code
Welcome to this bright and inviting 3-bedroom, 2.5-bath home in the Highland Ridge community of Winter Garden. It feels open and comfortable the moment you walk in. The beautiful porcelain title throughout the first floor already gives the perspective of the open floor plan. Right off the entry is a flexible room currently used as a home office — a great spot for work or study that connect to the kitchen. The living room has high ceilings that make the space feel bigger and brighter, and it's by the dining area and kitchen. The gourmet kitchen is a real highlight, with white cabinets, a large island for cooking, cooktop and other stainless steel appliances, and those nice geometric pendant lights. Sliding glass doors open out to the backyard, so the whole main floor feels connected to the outdoors. With extended pavers and a privacy fence in the back, turning the outdoor space into a finished patio area that’s ready for grilling and relaxing and plus a covered area that goes to the 2 car detached garage. Upstairs you’ll find a spacious primary suite bedroom, plus two more comfortable bedrooms, laundry room and loft . Everything feels clean, light, and move-in ready. Highland Ridge has some really nice amenities right in the neighborhood: a pool with a cabana, playground, basketball court, and pickleball. It’s the kind of place where kids can walk over to play and adults can unwind without getting in the car. The location is convenient too. You’re just minutes from Disney World and Flamingo Crossings for shopping and restaurants, with easy access to the 429. Nearby schools include Water Spring Elementary and Middle, and Horizon High. Downtown Winter Garden, with its farmers market and Plant Street shops, is a short drive away. This home offers a good mix of modern comfort, useful living spaces, and a friendly community feel. If you’re looking for something that already feels like home, this one is worth seeing.

14099 Frasier Street, Winter Garden
$520,000
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code
Virtually Staged. LOCATION, LOCATION, LOCATION! Welcome to the highly sought-after Watermark at Horizon West, one of Winter Garden's premier communities. Whether you're searching for your next home or a smart investment opportunity, this beautifully maintained 3-bedroom, 2.5-bath home with a 2-car garage checks all the boxes. Built in 2020, this thoughtfully designed home features an open-concept floor plan with ceramic tile throughout the main living areas, creating the perfect space for everyday living and entertaining. The gourmet kitchen overlooks the spacious living and dining areas, while upstairs you'll find a versatile loft/game room that can easily serve as a home office, media room, or additional living space. Enjoy added peace of mind with the original roof, HVAC system, and water heater, all just a few years old. Watermark is known for its outstanding resort-style amenities, including multiple community pools, tennis and basketball courts, fitness center, playgrounds, parks, walking trails, and beautifully maintained green spaces. Just minutes from Hamlin Town Center, SR-429, Walt Disney World, shopping, dining, entertainment, and top-rated schools, this home offers exceptional convenience in one of Central Florida's fastest-growing communities. Investor opportunity! The home is currently tenant occupied, providing the potential for immediate rental income, making it an excellent addition to an investment portfolio. Buyers looking for future occupancy can also take advantage of owning in one of Winter Garden's most desirable communities.

10301 Austrina Oak Loop, Winter Garden
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