Winter Garden/Oakland Homes with Stucco Exterior Construction

Winter Garden/Oakland Homes with Stucco Exterior Construction

**Discover the Charm of Winter Garden and Oakland, Florida**

Nestled in the heart of Central Florida, the vibrant communities of Winter Garden and Oakland offer a delightful blend of small-town charm and modern conveniences. Known for their rich history, picturesque landscapes, and a strong sense of community, these areas are perfect for those looking to settle in a welcoming environment.

Winter Garden boasts a historic downtown area filled with quaint shops, delightful eateries, and a thriving farmers market that draws locals and visitors alike. Just a stone's throw away, Oakland enchants with its scenic beauty, featuring lush parks and serene waterfront views along the shores of Lake Apopka. Both communities provide easy access to the greater Orlando area, making it an ideal location for families and professionals who appreciate the balance of suburban tranquility and urban excitement.

One of the standout features of homes in this region is their stunning stucco exterior construction. Known for its durability and aesthetic appeal, stucco is a popular choice among homeowners in Winter Garden and Oakland. These homes not only exude a timeless elegance but also offer excellent insulation, keeping them cool in the summer and cozy in the winter. With a variety of styles ranging from Mediterranean-inspired designs to contemporary masterpieces, you’ll find the perfect stucco home that fits your lifestyle.

Whether you’re drawn to the historic charm of Winter Garden or the scenic beauty of Oakland, this region promises a fulfilling lifestyle enriched by community spirit and beautiful homes. Come explore the possibilities and discover your dream home today!

Newest Winter Garden/Oakland Homes with Stucco Exterior Construction

$514,900
4 Beds ⋅ 3 Baths ⋅ Summerlake Grvs SubDv. ⋅ 34787 Zip Code
Virtually Staged. ~Seller may consider buyer concessions if made in an offer~Perfectly situated in sought-after Summerlake Groves of Winter Garden, this BEAUTIFULLY MAINTAINED 4-bedroom, 2.5-bath two-story home offers a light and bright OPEN CONCEPT floor plan, over 2,000 SQUARE FEET of living space, a convenient rear-entry garage and the peace of mind that comes with a home built in 2018. MOVE-IN READY and thoughtfully designed for comfortable family living, this home combines everyday functionality with the lifestyle that makes Winter Garden such a desirable place to call HOME. Step inside to find easy-care CERAMIC TILE FLOORS throughout the main living areas and an inviting flow from the spacious Living Room into the Kitchen and Dining area. An abundance of windows fills the Living Room with NATURAL LIGHT, while the open sight lines make gathering with family or entertaining friends effortless. At the heart of the home, the Kitchen overlooks the living space and features GRANITE COUNTERTOPS, stainless steel appliances, a closet pantry and a generous ISLAND with BREAKFAST BAR SEATING and room for counter-height stools. Just beyond, the bright Dining area offers sliding glass door access to the COVERED BRICK-PAVER PATIO, creating an easy transition for morning coffee, weekend cookouts or relaxing outdoors. Upstairs, the PLUSH CARPETED BEDROOMS provide a comfortable retreat away from the main living spaces. The spacious Primary Suite features a decorative TRAY CEILING, DUAL WALK-IN CLOSETS and a private en-suite bath with dual sinks, STEP-IN SHOWER and private WATER CLOSET. Three additional Bedrooms offer plenty of room for family, guests, a home office or hobbies, with some Bedrooms featuring their own WALK-IN CLOSETS. A second Full Bath has been recently retiled, and the conveniently located second-floor Laundry Room comes with a UTILITY TUB and includes the WASHER and DRYER. Outside, the BRICK-PAVER DRIVEWAY and REAR-ENTRY GARAGE add curb appeal while keeping the front of the home welcoming and attractive. Summerlake Groves offers a wonderful FAMILY-FRIENDLY atmosphere with a LOW HOA and amenities designed for enjoying the Florida lifestyle, including a clubhouse, RESORT-STYLE POOL, playground, dog park and TENNIS COURTS. Community events and SEASONAL FESTIVITIES create even more opportunities to get to know your neighbors and enjoy where you live.The Winter Garden location is hard to beat, with DISNEY WORLD just minutes away and HAMLIN TOWN CENTER nearby for shopping, dining and everyday conveniences. Spend the weekend exploring local parks, enjoying the WEST ORANGE TRAIL, grabbing dinner in Hamlin or heading to the nearby attractions. Zoned for EXCELLENT SCHOOLS and surrounded by the shopping, dining, recreation and entertainment that make Winter Garden so popular, this home provides the ideal combination of comfort, community and convenience. Well maintained, MOVE-IN READY, NEWER CONSTRUCTION and perfectly positioned in one of Winter Garden’s most sought-after areas — this is the one you’ve been waiting for! Call today to schedule your private showing and make Summerlake Groves your next HOME.

8016 Sweet Orange Avenue, Winter Garden
$2,600,000
6 Beds ⋅ 6 Baths ⋅ Summerlake Pd Ph 3a SubDv. ⋅ 34787 Zip Code
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 7693 Green Mountain Way in Winter Garden, an impressive two-story lakefront home offering 6 bedrooms, 6 bathrooms, dual primary suites, a spacious loft, balcony, and multiple indoor and outdoor living areas. Designed to accommodate both everyday living and large-scale entertaining, this expansive residence combines flexible living spaces with standout waterfront amenities and scenic lake views. The interior provides an abundance of space across two levels, highlighted by two primary bedrooms that offer added flexibility for multigenerational households, extended guests, or those who simply prefer multiple private retreats. Four additional bedrooms and six full bathrooms provide generous accommodations throughout the home. A large loft adds another dedicated living area that can easily function as a media room, game room, secondary family room, or entertainment space. The balcony extends the living area outdoors and provides another inviting place to unwind while taking in the surrounding views. Multiple gathering areas throughout the home allow plenty of room for entertaining while still providing separation and privacy when desired. The outdoor spaces are designed to make the most of the home's scenic lakefront setting. A welcoming front porch adds curb appeal, while the rear of the home opens to a covered patio, spacious deck, and outdoor kitchen, creating a well-equipped setting for dining, grilling, and entertaining. The centerpiece is the in-ground infinity pool and spa overlooking the lake, where the water's edge blends beautifully with the waterfront backdrop. With dedicated areas for cooking, lounging, swimming, and gathering, the combination of the outdoor kitchen, covered patio, deck, infinity pool, spa, and expansive lake views creates a resort-inspired outdoor retreat ideal for both everyday relaxation and entertaining. Situated in Winter Garden, the property offers access to a vibrant Central Florida community known for its parks, recreational opportunities, shopping, dining, and convenient connections to major roadways and Orlando-area destinations. With six bedrooms, dual primary suites, six bathrooms, a loft, balcony, expansive outdoor living areas, and a lakefront infinity pool and spa, 7693 Green Mountain Way delivers exceptional space, flexibility, and waterfront living in one impressive property

7693 Green Mountain 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
$849,988
4 Beds ⋅ 3 Baths ⋅ Lake Cove Pointe 46/58 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this beautifully maintained custom home located in the gated community of Lake Cove Pointe, within the Winter Garden Golf Cart District. Conveniently located just minutes from Historic Downtown Winter Garden, this home offers easy access to dining, shopping, theater, entertainment, and local avente. A paver driveway and path lead to the charming front porch and welcoming entry. Inside, this nearly 2, 400-square-foot home features 4 bedrooms, 3 full baths, and a spacious three-way split floor plan designed for comfort and privacy. The main living areas feature attractive wood-look ceramic tile, with carpet in the family room and bedrooms. The well-appointed kitchen offers white cabinetry, beautiful countertops, and glass-pane display cabinets for added character and storage. The spacious Owner's Suite includes custom closets, a comfortable sitting area, and French doors leading to the screened-in patio. The Owner's Bath features a large shower and freestanding soaking tub. Enjoy Florida outdoor living from the screened-in patio, complete with a convenient wet bar and sink, making it an ideal space for entertaining or relaxing. The property also offers an immaculate two-car garage with new epoxy flooring, plus a separate third golf cart garage/workshop combination, providing excellent flexibility for golf cart storage, hobbies, or additional workspace. Recent updates include a 2019 roof, 2019 A/C, a Rheem 60-gallon hybrid water heater installed approximately nine months ago, and lifetime garage door springs! installed last summer. Located in a desirable gated community and close to Historic Downtown Winter Garden, this well-maintained home combines a thoughtful floor plan, attractive updates, excellent garage space, and convenient access to all that Winter Garden has to offer.

427 Tierra Verde Lane, Winter Garden
$795,000
5 Beds ⋅ 4 Baths ⋅ Wintermere Pointe SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully renovated residence with an additional den, approximately 3,197 square feet of living space, and a two-car garage. Situated on an oversized 0.29-acre lot in the gated Wintermere Pointe community, this impressive home combines generous living areas with stylish contemporary upgrades. Upon entering, you are welcomed by a bright, open interior featuring fresh neutral colors, crown molding, updated lighting, and attractive flooring throughout the main living areas. The spacious floor plan provides multiple areas for entertaining, dining, working from home, or simply relaxing. The centerpiece of the home is the completely redesigned kitchen. It features extensive shaker-style cabinetry, dramatic stone countertops, a subway-tile backsplash, under-cabinet lighting, stainless-steel appliances, double wall ovens, a contemporary range hood, and an oversized waterfall island offering abundant workspace and storage. A built-in window seat and additional cabinetry add both character and functionality. A separate beverage area with cabinetry, a wine rack, and beverage refrigerators provides an ideal space for entertaining. The kitchen opens naturally to the expansive living and dining areas, creating an inviting atmosphere for everyday living and gatherings. Large windows and sliding glass doors bring in natural light and provide convenient access to the outdoor living area and spacious backyard. The first-floor den offers flexible space that may be used as a home office, study, media room, or guest retreat. The home’s four bedrooms and three bathrooms provide comfortable accommodations, while the thoughtfully designed layout offers both privacy and versatility. Additional highlights include updated stair finishes, recessed lighting, modern ceiling fans, decorative wall accents, generous storage, a long driveway, and an attached two-car garage. The mature landscaping, palm trees, well-maintained lawn, and attractive stucco exterior create excellent curb appeal. Conveniently located near Winter Garden Village, shopping, dining, entertainment, and major roadways—including State Road 429, Florida’s Turnpike, and State Road 408—this move-in-ready home offers space, style, and accessibility in one of Winter Garden’s established gated communities. Schedule your private showing and experience everything this beautifully updated Winter Garden home.

2157 Wintermere Pointe Drive, Winter Garden
$749,000
5 Beds ⋅ 4 Baths ⋅ Bronsons Lndgs F & M SubDv. ⋅ 34787 Zip Code
Welcome to 2027 Rickover Place, located in the highly desirable gated community of Bronson’s Landing in Winter Garden! This beautiful home offers a spacious and versatile floor plan designed for both comfortable everyday living and entertaining. The home features split living spaces, providing flexibility and plenty of room to spread out. Upstairs, you'll find a spacious loft that can easily be transformed into a home office, media room, game room, playroom, or additional living area—the possibilities are endless. A three-car garage provides ample space for vehicles, storage, or hobbies. Bronson’s Landing offers an inviting, well-maintained neighborhood setting with a welcoming community atmosphere, creating a wonderful place to enjoy all that Winter Garden has to offer. Enjoy the convenience of being just minutes from Winter Garden Village, with an abundance of shopping, dining, and entertainment nearby. Easy access to SR-429 makes traveling throughout Central Florida convenient, while the home’s location near area schools adds to its appeal. With its gated community, flexible living spaces, three-car garage, and fantastic Winter Garden location, this home has so much to offer. Schedule your private showing today!

2027 Rickover Place, Winter Garden
$545,000
3 Beds ⋅ 2 Baths ⋅ Vinings Add Winter Garden SubDv. ⋅ 34787 Zip Code
Discover this beautifully maintained 4-bedroom, 2-bath home nestled in the heart of historic Winter Garden. Featuring a spacious open floor plan with approximately 1,774 square feet of living space, this home offers generous living and dining areas ideal for everyday living and entertaining. The kitchen provides ample cabinet and counter space and opens seamlessly to the main living area. The split-bedroom layout offers privacy for the primary suite, while the additional bedrooms provide flexibility for family, guests, or a home office. Enjoy the convenience of an attached two-car garage, central air conditioning, and a large fenced backyard with plenty of room for outdoor entertaining, gardening, or pets. Located just minutes from Historic Downtown Winter Garden, you'll enjoy easy access to award-winning restaurants, boutique shopping, the West Orange Trail, the Winter Garden Farmers Market, and numerous community events throughout the year. Conveniently located near SR-429, the Florida Turnpike, Downtown Orlando, major employers, and world-renowned theme parks. No HOA makes this an outstanding opportunity for homeowners and investors alike.

300 S Woodland Street, Winter Garden
$194,900
3 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo Il SubDv. ⋅ 34787 Zip Code
Welcome to a turnkey resort ownership opportunity at The Grove Resort & Water Park, one of Central Florida’s most amenity-rich vacation destinations. Designed exclusively for short-term resort use, this fully furnished condo offers a spacious, comfortable layout with an open living and dining area, full kitchen with stainless steel appliances, generous cabinetry and ample counter space. The primary suite features a beautifully appointed bath with dual sinks, soaking tub and separate glass-enclosed shower, while modern finishes, updated flooring and neutral tones create a clean, inviting atmosphere throughout. Beyond the unit, The Grove delivers the kind of resort experience Orlando visitors are looking for. Amenities include Surfari Water Park with a lazy river, water slides, zero-entry pool and FlowRider surf simulator, additional resort pools, Lake Austin recreation, fitness facilities, family activities and multiple on-site dining options. Guests can spend the day enjoying the resort or take advantage of convenient access to Central Florida’s world-famous attractions. With the unit offered fully furnished and positioned within an established vacation resort, this property offers an easy way to own a piece of the Orlando vacation market without the responsibilities of a traditional second home.

14501 Grove Resort Avenue Unit 3438, Winter Garden
$450,000
3 Beds ⋅ 3 Baths ⋅ Winding Bay Preserve SubDv. ⋅ 34787 Zip Code
Move-in ready 3-bedroom, 2.5-bath townhome in Winding Bay Preserve, built in 2020 with 1,868 heated square feet across two stories. Carpet and ceramic tile flooring throughout, and the washer, dryer, range, microwave and refrigerator all convey. A rear-facing two-car garage with alley access adds everyday convenience. Community amenities include a pool, playground, park and dog park. Located in Horizon West, minutes from Winter Garden shopping and dining, with quick access to SR-429, Avalon Road and the Central Florida attractions corridor. A rare find in one of Horizon West’s most convenient locations.

11102 Hanlon Terrace Alley, Winter Garden
$239,000
2 Beds ⋅ 2 Baths ⋅ Townhomes Winter Garden SubDv. ⋅ 34787 Zip Code
Welcome to low-maintenance living in the heart of Winter Garden! This charming 2-bedroom, 2-bathroom condominium offers approximately 840 sq ft of comfortable living space in the established Townhomes of Winter Garden community. Enjoy an open floor plan with a bright living and dining area, functional kitchen, and two well-appointed bedrooms, including a primary suite with its own bathroom. In-unit laundry (washer and dryer) adds everyday convenience. The community features a sparkling pool, exterior maintenance, and landscaping included in the HOA, making this an easy, lock-and-leave lifestyle. Prime location just minutes from Historic Downtown Winter Garden’s shops, restaurants, farmers market, and the West Orange Trail. Quick access to Highway 50, Winter Garden Village (shopping, dining, and more), and major roadways for easy commuting throughout Central Florida. Ideal for first-time buyers, downsizers, or investors seeking a solid rental property in a desirable Winter Garden location. Pets are typically allowed (buyer to verify HOA rules). Schedule your private showing today!

300 Eron Way Unit 1, Winter Garden
$910,000
3 Beds ⋅ 3 Baths ⋅ Del Webb Oasis SubDv. ⋅ 34787 Zip Code
Built to Impress. Upgraded to Perfection. Welcome to Del Webb Oasis. From the moment you step through the craftsman-style entry onto hardwood floors that run seamlessly through every living space, it becomes clear that every decision in this home was made with intention — and that intention was excellence. Through French glass doors, a private den with tray ceiling offers the quiet focus space today's buyer genuinely needs. Then the kitchen stops you cold. A dramatic galley-style gourmet space with rich wood cabinetry stacked to the ceiling, quartz countertops, gas cooktop with vented hood, built-in wall oven, stainless appliances and a scalloped tile backsplash that earns its own admiration. It connects directly to the side bar — wine refrigerator, diamond-lattice wine rack, quartz countertops and matching backsplash — making the entertaining potential here truly exceptional. The great room beneath soaring double tray ceilings flows naturally through wall-to-wall sliding glass doors to the screened lanai, where a full summer kitchen with granite countertops, built-in grill, stainless hood, refrigerator and sink overlooks a lush conservation backdrop and an oversized fenced yard that is genuinely rare in this community. The primary suite is a proper sanctuary — tray ceiling, dual closets and a spa-caliber ensuite with a dual-sink charcoal vanity, quartz countertops and a floor-to-ceiling tiled walk-in shower with dual shower heads, built-in bench, decorative accent and mosaic tile floor. Two well-proportioned additional bedrooms, a full bath, a polished powder room and a laundry room with cabinetry, utility sink, and full-size washer and dryer complete the picture. Smart home technology, custom water filtration and just off the garage entry, a custom built-in drop zone with beadboard detail, bench, hooks, and shelving creates the perfect transition from the garage into the home — organized, intentional, and exactly where it should be. Now — the address. Del Webb Oasis is not just a community; it's a destination. A boutique, gated 55+ enclave in the heart of Winter Garden, just 2 miles from Disney — close enough that on some evenings, the fireworks are yours to watch from the neighborhood. The 12,000-square-foot clubhouse features a coffee bar, wine lockers, lounge, fitness center, yoga and aerobics studio, arts and crafts room, billiards room, and an indoor-outdoor bar and tavern. Outside: a zero-entry resort pool with lap lanes, spa, cabanas, pickleball and tennis courts, bocce ball, community garden, fire pit, and walking paths. The HOA covers exterior maintenance,and internet — because the only thing on your schedule here is living well. Winter Garden itself offers award-winning Saturday farmers markets, boutique dining on Plant Street, West Orange Trail access, and a charming downtown that genuinely feels like a small town despite being minutes from every major Central Florida corridor.

15084 Canopy Cover Drive, Winter Garden
$493,500
3 Beds ⋅ 3 Baths ⋅ Encore/Ovation Ph 4b SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful end-unit townhome in the desirable Encore at Ovation community. Conveniently located less than 10 minutes from Disney Property, with quick access to US-192, US-27, and SR-429, you’ll be able to enjoy all Central Florida has to offer. The lot features a backloading two-car garage and a private patio area, perfect for a quiet morning coffee or a cookout with friends. The home is also set between a quaint tree-lined sidewalk to the front and open green space to the back, adding to the feeling of privacy. Inside, enjoy a thoughtfully designed layout that includes an open concept kitchen/living/dining area, ample counter and cabinet space, a dedicated pantry, a large laundry room with plenty of storage, and a separate den for multiple gathering spots. Upstairs, relax in your large primary suite with a walk-in closet and updated ensuite bathroom. You can even catch the Magic Kingdom fireworks from your window! This home is not only immaculately maintained but also upgraded for your convenience. A whole-house water filtration/softener system, kitchen sink reverse osmosis (RO) system, HVAC air ionizer and UV light system have all been recently installed. Additionally, the roof, exterior painting, driveway upkeep, yard maintenance, landscaping, and pest control are all taken care of by the HOA, making this property perfect for those using it as a secondary home, or simply looking for a low-maintenance lifestyle. Reach out to book your private showing today!

15877 Tollington Alley, Winter Garden
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