Winter Garden/Oakland Homes with Stucco Exterior Construction

Winter Garden/Oakland Homes with Stucco Exterior Construction

Welcome to Winter Garden and Oakland, two charming communities nestled in the heart of Central Florida. Known for their picturesque landscapes and vibrant atmosphere, these areas offer a delightful blend of suburban tranquility and urban convenience. Just a short drive from Orlando, Winter Garden is famed for its historic downtown, complete with delightful shops, restaurants, and a bustling farmers’ market. Meanwhile, the nearby Oakland is a hidden gem, featuring beautiful parks and scenic views of Lake Apopka, perfect for outdoor enthusiasts and nature lovers alike.

In this inviting region, you’ll find a variety of homes that cater to diverse lifestyles, with a notable emphasis on properties boasting stunning stucco exterior construction. These homes not only exude a timeless elegance but also provide exceptional durability and low maintenance, making them a popular choice among homeowners. The smooth, textured finish of stucco adds a touch of sophistication while allowing for creative design elements that can enhance the overall aesthetic of your property.

Whether you're seeking a cozy family home or a luxurious retreat, the Winter Garden and Oakland area has something for everyone. The warm Florida sun shines brightly on these communities, creating an ideal environment for outdoor gatherings and family activities. With top-rated schools, a strong sense of community, and an array of recreational opportunities, it’s no wonder that Winter Garden and Oakland are becoming increasingly sought after. Explore the charm of this region and discover your dream home today!

Newest Winter Garden/Oakland Homes with Stucco Exterior Construction

$438,000
3 Beds ⋅ 2 Baths ⋅ Stoneybrook West Unit 3 Rep SubDv. ⋅ 34787 Zip Code
Located in the highly desirable Stoneybrook West community of Winter Garden, this 3-bedroom, 2-bath home offers over 1,600 square feet of living space in a 24-hour manned, Guard-Gated Golf community. The home features vaulted ceilings, a built-in closet system in the primary bedroom, and a spacious covered and screened-in back patio overlooking a fully fenced backyard with lush landscaping. Recent updates include an A/C replaced in December 2024, a 2023 water heater, and a NEW roof scheduled to be installed in approximately two weeks. The combination of these major updates provides added peace of mind for the next owner. Stoneybrook West offers an incredible array of amenities, including a resort-style Olympic-sized pool, children's splash area, clubhouse, fitness center, tennis, pickleball, basketball and volleyball courts, playground, fishing pier, private boat ramp and access to Black Lake, along with numerous community activities. The community also features 24-hour guarded security, and the low HOA fee includes cable and internet. Zoned for highly desirable Whispering Oak Elementary, SunRidge Middle School and West Orange High School, this home is conveniently located near Winter Garden Village, Fowler's Grove, Historic Plant Street and downtown Winter Garden, offering an abundance of shopping, dining and entertainment. Easy access to major roadways including State Road 429 makes commuting throughout Central Florida convenient. A great opportunity to own a well-maintained home with valuable updates in one of Winter Garden's most sought-after gated golf communities!

2250 Oakington Street, Winter Garden
$840,000
4 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 4 SubDv. ⋅ 34787 Zip Code
Welcome to one of Storey Grove's most exceptional homes! Perfectly positioned on a premium waterfront homesite with no rear neighbors, this stunning 2023 residence offers breathtaking water views, exceptional privacy, and over $45,000 in premium upgrades. From the moment you step inside, you'll be captivated by the dramatic two-story foyer with soaring ceilings, creating a grand first impression and filling the home with abundant natural light. This is the only home in the community featuring this exclusive floor plan, offering a unique opportunity for buyers seeking a truly distinctive residence. Designed for both everyday living and entertaining, this spacious home features 4 bedrooms with walk-in closets, 3 full bathrooms, a large loft, 3072 square feet of thoughtfully designed living space. The open-concept layout seamlessly connects the spacious kitchen, dining area, and family room, allowing everyone to enjoy the beautiful lake views from the home's main living areas. The chef's kitchen showcases stainless steel appliances, an oversized center island, abundant cabinetry, and generous counter space, making it the heart of the home. Premium finishes throughout include wood-look tile flooring on the main level, luxury vinyl flooring upstairs, designer lighting, upgraded fixtures, and a completely carpet-free interior. Step outside into your own private Florida oasis. The covered and screened lanai, extended brick paver patio, pergola, fully fenced backyard, and panoramic water views create the perfect setting for relaxing, entertaining, or enjoying spectacular sunsets—all with the added privacy of having no rear neighbors. Located in the highly desirable Storey Grove at Horizon West, residents enjoy resort-style amenities including a clubhouse, fitness center, resort-style swimming pool, tennis courts, basketball courts, playgrounds, dog parks, and scenic walking trails. Families will appreciate being zoned for highly rated public elementary, middle, and high schools, making this home an outstanding choice for those seeking both an exceptional lifestyle and excellent educational opportunities. Conveniently located just minutes from Disney World, Flamingo Crossings, Hamlin Town Center, shopping, dining, major highways (SR-429), and the exciting growth of Horizon West, this home truly offers the perfect combination of luxury, comfort, location, and lifestyle. Rarely does a home offer this combination of premium lot and exclusive floor plan, premium waterfront lot, luxury upgrades, soaring ceilings, and unmatched privacy. Move-in ready and meticulously maintained, this is a unique opportunity to own one of Storey Grove's finest homes.

13993 Title Way, 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
$858,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2c-1 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully RENOVATED home, The SEA CLIFF model -One of the largest floorplans in the Waterleigh community.where modern elegance meets comfortable living. The home has been extensively updated with a sophisticated neutral palette, designer lighting, luxury vinyl plank flooring, custom-style cabinetry, quartz countertops, and upgraded fixtures throughout. . This beautiful 2 story home features 4 bedrooms & 3.5 full baths,as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. The show-stopping kitchen is the heart of the home, featuring a large waterfall-edge island, abundant cabinetry, statement backsplash, upgraded appliances, and beautiful accent lighting. The open-concept design seamlessly connects the kitchen, dining, and living spaces, creating an ideal setting for both everyday living and entertaining. bathrooms have been stylishly renovated with contemporary vanities, quartz countertops, modern black fixtures, designer mirrors, and beautiful tile finishes. Additional highlights include custom wall paneling, upgraded trim, elegant lighting, and carefully curated finishes throughout. within walking distance of the community clubhouse and amenities 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. Hospitals, restaurants and shopping are all nearby. Great schools; Water Spring Elementary, Water Spring Middle, and Horizon Highschool

10169 Shallow Water Drive, 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
$599,000
4 Beds ⋅ 2 Baths ⋅ Orchard Hills Phase 2 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained 4-bedroom, 2-bath home in the highly desirable Orchard Hills community of Winter Garden. Thoughtfully designed with an open-concept floor plan, this home offers a perfect blend of comfort, style, and functionality. The spacious kitchen is the centerpiece of the home, featuring granite countertops, stainless steel appliances, abundant cabinetry, a large center island, and seamless flow into the living and dining areas—ideal for entertaining or everyday living. Wood-look tile flooring enhances the main living spaces, while large windows fill the home with natural light. Step outside to your private outdoor oasis featuring a screened lanai, an extended paver patio, custom pergola, built-in outdoor bar, and fire pit—creating the perfect space for weekend gatherings or relaxing evenings at home. The spacious primary suite provides a peaceful retreat, while the additional bedrooms offer flexibility for family, guests, or a home office. Residents of Orchard Hills enjoy exceptional resort-style amenities, including a stunning zero-entry pool, clubhouse, fitness center, playgrounds, walking trails, and beautifully maintained green spaces. Ideally located in the heart of Horizon West, you're just minutes from Hamlin Town Center, top-rated schools, shopping, dining, SR-429, Walt Disney World, and all that Winter Garden has to offer. Don't miss your opportunity to own this exceptional home in one of Winter Garden's most sought-after communities.

4855 Palmetto Park 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
$2,985,000
6 Beds ⋅ 8 Baths ⋅ Shorefront Cove At Horizon West SubDv. ⋅ 34787 Zip Code
SPECTACULAR LAKE FRONT BRAND NEW CUSTOM HOME BUILDING COMPLETED IN JULY 2026. EXPERIANCE THE BREATH TAKING LAKE VIEW FROM THE ENTIRE LIVING AREA. CUSTOM DESIGNED FOR BOTH LUXURY AND COMFORT, HIGH END FINISHES THRU OUT. OVERSIZED CHEF'S KITCHEN WITH EXTRA LARGE 12X6 QUARTZ ISLAND COUNTERTOP. EXTRA LARGE REFRIGERATOR with Built in ice maker. Matching cabinetry, 6 Burner GAS STOVE with natural gas. 6 Bedrooms + Huge entertainment room. 7th Bedroom can be theater room/office. 2 MASTER BEDROOMS. One down and one upstairs. Master bedroom and guest bedroom downstairs. Master Bedroom first floor has HIS & HERS CLOSETS. Family Room and Kitchen have great LAKEVIEWS! This house has 4 SIDE ENTRY GARAGE WITH ADDITIONAL TILED PARKING SPACE FOR MANY CARS. 54X12 Extra-large porch great for entertaining. SEA WALL, FENCED BACK YARD. Seller will give Builder’s Warranty. Boat dock and gazebo in progress to get permit and will give credit to buyer at time of closing. Conveniently located near schools, shopping, dining, Disney World, EPCOT, and major highways. Nice quiet neighborhood with Community pool, cabana, 2 dog parks and Playground.

14168 Larkspur Lake Drive, Winter Garden
$899,760
4 Beds ⋅ 4 Baths ⋅ Lakeview Village Estates SubDv. ⋅ 34787 Zip Code
Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates, an exclusive new community by award- winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Maple floor plan, offering 4 bedrooms, 3.5 bathrooms, and a beautifully designed open- concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.

611 Sigler Drive, Winter Garden
$611,610
3 Beds ⋅ 3 Baths ⋅ Lakeview Village Estates SubDv. ⋅ 34787 Zip Code
Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates — an exclusive new community by award- winning Davila Homes, featuring just 40 homes that seamlessly blend timeless architecture, superior construction, and the quiet elegance of true exclusivity. Sophistication is built into Lakeview’s DNA. From the carefully selected finishes to the premium appliances that elevate every kitchen, each detail was chosen to enhance comfort, durability, and aesthetic excellence. The Gardenia floor plan, offering 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept layout. This residence showcases upgrades, including engineered hardwood flooring throughout, Calacatta countertops, and a chef’s kitchen designed for both functionality and style. Location is everything — and Lakeview Village Estates delivers. Perfectly situated in the heart of the Golf Cart District, you’re just steps from Plant Street, the Farmers Market, Crooked Can Brewery, and more. From vibrant farmers’ markets and celebrated dining to community parks and cultural centers — this is where quality of life effortlessly thrives. *All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. Land, Site, and Tax Infor

636 Sigler Drive, Winter Garden
$1,137,150
4 Beds ⋅ 4 Baths ⋅ Lakeview Village Estates SubDv. ⋅ 34787 Zip Code
Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Palmetto floor plan, offering 4 bedrooms, 3 bathrooms, and a beautifully designed open-concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.

642 Medora Way, 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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