Winter Garden Homes with Whispering Oak Elem Elementary school

Winter Garden Homes with Whispering Oak Elem Elementary school

Welcome to Winter Garden, Florida—a charming city nestled in the heart of Orange County that beautifully marries small-town charm with modern conveniences. Known for its picturesque landscapes and vibrant community, Winter Garden boasts a rich history, evident in its well-preserved downtown area filled with boutique shops, delightful eateries, and a thriving farmer’s market. Residents enjoy an active lifestyle, with numerous parks, scenic trails, and the stunning West Orange Trail, perfect for walking, biking, or simply soaking in the Florida sunshine.

For families looking to settle in this idyllic locale, the homes near Whispering Oak Elementary School offer a unique blend of quality living and educational excellence. Whispering Oak Elementary is renowned for its dedicated staff and engaging curriculum, ensuring that young learners receive a strong foundation in their formative years. Living in proximity to this esteemed school not only provides convenience but also fosters a sense of community, where neighbors come together to support local events and initiatives.

The real estate options in Winter Garden are diverse, ranging from charming single-family homes to modern townhouses, catering to various lifestyles and budgets. Many properties feature spacious yards, perfect for family gatherings, while others offer low-maintenance living for those on the go. With a warm climate, friendly atmosphere, and a commitment to quality education, Winter Garden is a wonderful place to call home. Discover your dream home in this enchanting city and enjoy all that Winter Garden has to offer!

Newest Winter Garden Homes with Whispering Oak Elem Elementary school

13728 Fox Glove Street, Winter Garden
$649,900
5 Beds ⋅ 4 Baths ⋅ Stoneybrook West Ut 04 48 48 SubDv. ⋅ 34787 Zip Code
Spacious 5-bedroom, 3.5-bath home with 3,391 square feet overlooking the 14th hole of the golf course in Stoneybrook West. The main floor features a primary suite, a second bedroom with its own en-suite bathroom, and a separate powder room. Upstairs are three additional bedrooms and a full bathroom. The home features high ceilings, an open floor plan, plenty of natural light, and a 2-car garage. Sliding glass doors open to a large covered patio and screened-in private pool with golf course views. Recent improvements include a new roof (2025), upstairs AC (2025), and downstairs AC (2022). Stoneybrook West is a 24-hour guard-gated community with a clubhouse, fitness center, community pool, tennis courts, playground, and access to Black Lake with a private boat ramp. Conveniently located near Winter Garden Village, downtown Winter Garden, and SR-429.

13728 Fox Glove Street, Winter Garden
15928 Citrus Knoll Drive, Winter Garden
$1,549,000
6 Beds ⋅ 6 Baths ⋅ Hickory Hammock Ph 1d SubDv. ⋅ 34787 Zip Code
Virtually Staged. LUXURY LAKEFRONT LIVING AT ITS FINEST! Welcome to 15928 Citrus Knoll Drive, Winter Garden, FL 34787, an exceptional lakefront residence offering an impressive combination of elegance, space, and an extraordinary natural setting. Situated along the shores of Lake Burnett, a private conservation lake surrounded by majestic old oak trees draped in beautiful Spanish moss, this remarkable property offers a peaceful and picturesque backdrop for luxury living. Featuring 6 spacious bedrooms, and 5 1/2 bathrooms, this expansive home is thoughtfully designed for entertaining and comfortable everyday living. The interior showcases ceramic tile flooring throughout the entire first floor, elegant crown molding, and freshly painted walls in a neutral palette. The chef-inspired kitchen is sure to impress, featuring GE stainless steel appliances, a double oven, vent hood, and expansive counter space and storage, ideal for preparing meals and entertaining. Formal living and dining spaces provide an elegant setting for special occasions, while an additional butler's bar offers even more room to entertain. The luxurious primary suite offers a private retreat, complete with a screened-in balcony overlooking the majestic oak trees and serene waters of Lake Burnett. Enjoy your morning coffee or unwind in the evening while taking in the beautiful natural surroundings. The spacious primary bath features dual vanities, a large walk-in shower, and a relaxing soaking tub. The thoughtfully designed bedroom layout offers exceptional flexibility, including a convenient first-floor guest bedroom with en-suite bathroom access, ideal for visitors or multigenerational living. Two additional bedrooms feature private en-suite bathrooms and walk-in closets, providing comfort and privacy for family members and guests alike. The expansive bonus room, complete with its own bar area, creates the ultimate entertainment destination and offers endless possibilities as a game or media room. Beyond the home, enjoy an exceptional gated community lifestyle which Hickory Hammock offers, with amenities including a community fishing dock, tennis courts, clubhouse, and fitness center. The crown jewel of this property is undoubtedly its setting on Lake Burnett, where mature oak trees, graceful Spanish moss, and the peaceful conservation lake create a truly special Florida lifestyle. A rare opportunity to experience elegant lakefront living, generous entertaining spaces, and exceptional community amenities in desirable Winter Garden. This is more than a home—it's a lifestyle! (Roof 2015, A/C 2015/2025, Water Heaters 2023).

15928 Citrus Knoll Drive, Winter Garden
15579 Hamlin Blossom Avenue, Winter Garden
$995,000
5 Beds ⋅ 4 Baths ⋅ Hickory Hammock Ph 2a SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this beautiful two-story residence in Hickory Hammock at Johns Lake, a gated community in Winter Garden offering an exceptional blend of comfort, space, and Florida lifestyle. Featuring 5 bedrooms, 4 full bathrooms, a spacious loft, and a versatile game room, this home offers approximately 3,585 square feet of living space designed to accommodate a variety of needs. The thoughtfully designed interior features an open-concept living area, an oversized kitchen with a large T-shaped island, 42-inch upgraded cabinetry, built-in double wall ovens, a cooktop, and elegant solid-surface countertops. The spacious layout provides multiple areas for entertaining, relaxing, and spending time together. Step outside to enjoy your private pool and spa, creating the perfect setting for outdoor gatherings and year-round Florida enjoyment. The fenced backyard adds privacy and functionality to the outdoor space. Residents of Hickory Hammock enjoy an impressive selection of community amenities, including a resort-style zero-entry pool, clubhouse, fitness center, tennis courts, sand volleyball court, playgrounds, dog park, walking trails, and community access to the beautiful Johns Lake area. Conveniently located near Winter Garden Village, Hamlin Town Center, shopping, dining, entertainment, major roadways, and the attractions of Central Florida, this property offers an excellent opportunity to enjoy the Winter Garden lifestyle. Whether you are looking for a spacious primary residence or an investment opportunity, this home is worth exploring! Schedule your showing today

15579 Hamlin Blossom Avenue, Winter Garden
2020 Portcastle Circle, Winter Garden
$435,000
3 Beds ⋅ 3 Baths ⋅ Stone Crk A-1 & A-2 SubDv. ⋅ 34787 Zip Code
MOVE-IN READY | 2025 ROOF & NEW GUTTERS | NEW FLOORING & FRESH PAINT | NEW STAINLESS REFRIGERATOR & RANGE | SPACIOUS UPSTAIRS LOFT | LOW HOA -- Move-in ready and beautifully updated, this Winter Garden home sits in the Stone Creek community. Updates include a 2025 roof, new gutters, fresh interior and exterior paint, new carpet, and new LVP flooring in the main living areas. The main floor features an open, connected layout. The dining and family rooms flow into the breakfast nook and a bright kitchen equipped with a breakfast bar, an upgraded pantry, and a brand-new stainless refrigerator, range, and range hood. A sliding glass door leads to the patio and a spacious backyard that adapts to how you use it: perfect for entertaining, gardening, or relaxing outdoors. Upstairs, the spacious loft adapts to however you live: a home office, media room, or lounge. The primary suite offers a walk-in closet and an ensuite bath with dual sinks, a vanity, a garden tub, and a private water closet. The secondary bedrooms feature new carpet and ceiling fans, including one with an extended layout for added space. The location offers everyday convenience, in close proximity to Publix and minutes from Winter Garden Village and SR-429. Low HOA. Zoned for Whispering Oak Elementary, SunRidge Middle, and West Orange High School.

2020 Portcastle Circle, Winter Garden
15688 Orange Harvest Loop, Winter Garden
$473,000
3 Beds ⋅ 3 Baths ⋅ Hickory Hammock SubDv. ⋅ 34787 Zip Code
Welcome to your own piece of paradise in the prestigious dual-gated enclave of Hickory Hammock at Johns Lake! This magnificent 3-bedroom, 2.5-bathroom former builder’s model townhome offers the perfect blend of luxury, comfort, and Florida’s natural beauty. Set amidst THREE breathtaking waterways—the 2,500-acre Johns Lake, Lake Burnett, and Lake Claire—this home delivers a serene lifestyle surrounded by lush landscapes and wildlife. Hickory Hammock is filled with resort-style amenities, including a zero-entry community pool, clubhouse, fitness center, tennis and sand volleyball courts, dog park, playgrounds, parks, walking trails, and a community pier perfect for sunset strolls and lakeside relaxation. Step inside to discover a home that feels brand new. The sellers have just replaced the entire carpet, installed an UV lights for HVAC system, freshly painted the interior, updated the exterior pavers, and installed a brand-new lanai screen, giving the home a crisp, move-in-ready feel from the moment you arrive. The light-filled living area features modern finishes and opens seamlessly to the dining space and gourmet kitchen—an entertainer’s dream with its energy-efficient appliances, stylish countertops, and abundant storage. Enjoy peaceful pond views from your living room and kitchen, making everyday moments feel like a retreat. Upstairs, a versatile loft offers the flexibility for a home office, media room, playroom, or additional guest space. The expansive primary suite is your private sanctuary, complete with a luxurious en-suite bathroom featuring a walk-in shower, dual vanities, and abundant natural light. Designed with exceptional energy efficiency, this home includes block foam insulation, high-performance windows and doors, and a high-efficiency HVAC system, all contributing to lower energy bills and year-round comfort. Perfectly situated in the heart of Winter Garden, you’ll be just minutes from Downtown Winter Garden, Winter Garden Village, Highway 429, the Florida Turnpike, top-rated K–12 schools, Foundation Academy, Montverde Academy, and Windermere Prep. And of course—just a few minutes from Walt Disney World and close to all major shopping, dining, and Orlando attractions. Don’t miss your chance to experience this serene, luxury, resort-style lifestyle. Schedule your private tour today and make this beautifully updated retreat your next home!

15688 Orange Harvest Loop, Winter Garden
2036 Portcastle Circle, Winter Garden
$424,900
3 Beds ⋅ 3 Baths ⋅ Stone Crk Un #4 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this charming two-story home in the desirable Stone Creek community of Winter Garden! NEW ROOF just installed, allowing for long term peace of mind. All bedrooms are conveniently located upstairs, offering a functional split from the main living space below. The kitchen boasts stainless steel appliances and a breakfast bar that opens up to the dining area and living room, creating a bright, open-concept layout perfect for everyday living and entertaining. Ideally located near Johns Lake, with easy access to nearby shopping, dining, and parks including the West Orange Trail, this home offers the perfect blend of comfort and convenience in one of Winter Garden's sought-after communities. Don't miss this move-in ready opportunity!

2036 Portcastle Circle, Winter Garden
1118 Maidenmoor Road, Winter Garden
$460,000
4 Beds ⋅ 2 Baths ⋅ Stoneybrook West SubDv. ⋅ 34787 Zip Code
Welcome to the highly sought-after Brentwood model in the guard-gated golf community of Stoneybrook West! This 4-bedroom home offers a flexible floor plan with the option to use the fourth bedroom as a private home office, making it ideal for today’s lifestyle. The spacious kitchen opens to the family room, creating a comfortable gathering space highlighted by a cozy gas fireplace. Recent updates include a NEW HVAC system (2026), water heater (2023), roof (2018), new garbage disposal, gutters, and more. The primary suite features beautiful bay windows and a large walk-in closet. Enjoy Florida living year-round from the added covered and screened patio with tile flooring overlooking the fenced backyard. Additional highlights include attic storage with plywood flooring, providing valuable extra storage space. Located in the desirable Stoneybrook West community, residents enjoy an impressive array of amenities, including golf, clubhouse, pools, fitness facilities, tennis, pickleball, playgrounds, walking trails, and more. The community also offers lake access and boating for residents, including a private community boat launch. All of this is located in Winter Garden, one of Central Florida’s most sought-after and vibrant markets, offering convenient access to shopping, dining, entertainment, top-rated schools, major roadways, and everything the area has to offer. A flexible floor plan, important major-system updates, outdoor living space, and an exceptional guard-gated community make this Brentwood model a home worth seeing!

1118 Maidenmoor Road, Winter Garden
16795 Turtle Hatch Drive, Winter Garden
$1,199,990
5 Beds ⋅ 5 Baths ⋅ Waterside/Johns Lake Ph 1 SubDv. ⋅ 34787 Zip Code
Beyond the gates of Waterside at Johns Lake, where tranquil lakefront living meets the energy of Winter Garden, 16795 Turtle Hatch Drive invites you into a home designed for life at its most memorable. A stately courtyard entrance creates a striking sense of arrival, opening to a grand foyer, soaring ceilings, and sun-filled interiors that feel both impressive and welcoming. This exceptional two-story residence offers 5 bedrooms, 4.5 bathrooms, an expansive bonus room, and an oversized 3-car garage, delivering the space, flexibility, and refined comfort today’s luxury buyer desires. Upgraded tile and hardwood flooring flow through the main living areas, bringing warmth and sophistication to the open-concept great room and dining spaces. Here, quiet mornings transition effortlessly into lively evenings, with generous gathering areas designed for intimate dinners, holiday celebrations, and everything in between. At the heart of the home, the gourmet kitchen is as beautiful as it is functional. Upgraded 42-inch cabinetry, granite countertops, a custom tile backsplash, stainless steel appliances, a gas cooktop, double ovens, and an oversized island with abundant seating create a natural destination for cooking, conversation, and connection. A dedicated workspace with built-in cabinetry and extensive counter space makes working from home, studying, or managing daily life seamless. The main-floor primary suite is a private sanctuary, featuring hardwood flooring, large windows, a custom walk-in closet, and a spa-inspired bath with dual vanities, a soaking tub, and an expansive tiled walk-in shower. Additional bedrooms and baths offer privacy and versatility for guests, extended household members, hobbies, or home offices. Upstairs, the oversized bonus room is a blank canvas for your lifestyle, imagine a cinematic home theater, game lounge, fitness studio, creative space, or secluded guest retreat. Thoughtful details continue in the laundry room with built-in storage, shelving, and a utility sink. Energy-efficient windows, natural gas, and a tankless water heater further enhance everyday comfort and efficiency. And when you step outside you will enjoy your resort-style pool and spa, a private backyard retreat designed to make everyday living feel like a vacation. Beyond the home, Waterside at Johns Lake elevates the experience with gated entry, a lakefront community pool, clubhouse, fitness center, private fishing dock, playground, parks, sidewalks, and scenic walking paths. It is a setting where weekends can begin with a peaceful lakeside walk, continue with an afternoon by the pool, and end beneath a brilliant Florida sunset. The address also places you near the best of Winter Garden and Horizon West, with shopping, acclaimed dining, entertainment, and leading healthcare all within easy reach. Historic Downtown Winter Garden adds timeless charm with boutiques, cafés, restaurants, breweries, the Saturday Farmers Market, Plant Street Market, and Crooked Can Brewing Company. Access to State Road 429, Florida’s Turnpike, and State Road 50 connects you to all things Walt Disney World and Universal Orlando. More than a beautiful residence, 16795 Turtle Hatch Drive is an invitation to live with greater ease, entertain with confidence, and come home to a community that feels worlds away, yet close to everything. Schedule your private tour today! ***Seller is providing up to $5,000 towards mortgage rate incentives when using their Preferred Lender.

16795 Turtle Hatch Drive, Winter Garden
2420 Balforn Tower Way, Winter Garden
$599,900
3 Beds ⋅ 2 Baths ⋅ Stoneybrook West D SubDv. ⋅ 34787 Zip Code
Most evenings, unforgettable sunsets stretch across the pool and lake, casting a breathtaking glow over this premier cul-de-sac homesite. Set on an oversized lot with an expansive side yard, this residence enjoys one of Stoneybrook West’s most coveted vantage points—serene water views paired with sweeping Back 9 sceneries, including uninterrupted sightlines to the 13th green and 14th tee. Welcome home to an immaculate 3-bedroom, 2-bath split-plan retreat that is truly move-in ready. From the moment you step inside, you’ll feel the care, quality, and comfort woven throughout. Thoughtful upgrades include brand-new plantation shutters, a custom built-in kitchen nook with outlet, updated light fixtures and fans, and a new refrigerator. Major systems add peace of mind with a roof, HVAC, hot water heater, and interior paint all less than 3 years old. The open living area impresses with a striking white stone accent wall and durable wood-like tile flooring that flows seamlessly throughout the home. The primary suite features a barn-door entry to the bath and an exceptionally spacious walk-in closet. Step outside to your private oasis: a covered lanai overlooking a stunning saltwater pool with sun shelf and water features, all less than 5 years old. The backdrop is pure magic—tranquil water, golf course views, and sunsets that feel like a nightly masterpiece. The fully fenced yard includes fresh tree trimming and an extra-large side yard, ideal for pets, play, or future enhancements. Perfectly positioned on a quiet cul-de-sac next to the residents’ gate, this home blends privacy with convenience. Community amenities are exceptional: golf course, playgrounds, pickleball, tennis, basketball, hockey court, resort-style pool, gym, and the Stoneybrook restaurant. Zoned for highly rated schools and just minutes from Winter Garden Village with easy access to the 429, the location is unbeatable. Additional highlights include built-in garage storage and shelving, a fenced yard, and standout curb appeal. This home delivers comfort, style, and a lifestyle that’s hard to match. Call today for a private showing!

2420 Balforn Tower Way, Winter Garden
2628 Balforn Tower Way, Winter Garden
$435,000
3 Beds ⋅ 2 Baths ⋅ Stoneybrook West D SubDv. ⋅ 34787 Zip Code
Welcome to Stoneybrook West, a gated golf and recreation community in Winter Garden! This beautiful 3-bedroom, 2-bath home features luxury vinyl flooring, stainless steel appliances, and a washer and dryer. Enjoy resort-style amenities including an 18-hole golf course, swimming pool, fitness center, tennis and pickleball courts, playground, sports fields, boat ramp, fishing/viewing pier, and 24-hour guarded gate access. HOA also includes Spectrum TV and high-speed internet up to 400 Mbps. Conveniently located near shopping, dining, entertainment and major highways.

2628 Balforn Tower Way, Winter Garden
2202 Redmark Lane, Winter Garden
$810,000
5 Beds ⋅ 4 Baths ⋅ Carriage Pointe A-I & L SubDv. ⋅ 34787 Zip Code
Welcome to a home where thoughtful design, custom details, and relaxed Florida living come together. Located in a gated Winter Garden community, this 5-bedroom, 3.5-bath residence offers generous space for everyday living and entertaining, including a private office, formal dining room, spacious living room, great room, and versatile upstairs bonus room. The first-floor primary suite provides privacy and convenience, while an interior laundry room with a utility sink adds everyday functionality. This home has been maintained as a smoke-free, pet-free residence. At the heart of the home, the great room opens seamlessly to an expansive kitchen with generous storage and a welcoming eat-in area. Custom built-ins, a stone-surround electric fireplace, and ceiling speakers make the great room an inviting place to gather or unwind. Crown molding, upgraded lighting, Pottery Barn curtain rods, and plentiful closet space reflect the attention to detail throughout. Fresh interior paint enhances the move-in-ready appeal, while custom office cabinetry creates a beautiful and functional workspace. An upgraded wrought-iron staircase adds architectural character and leads upstairs, where the flexible bonus room offers space for a media room, playroom, fitness area, or additional living room. Sliding glass doors open to a screened outdoor retreat featuring a covered lanai and sparkling saltwater pool with a sheer-fall water feature. Enjoy leisurely Florida afternoons, sunset views, and evenings spent entertaining. The outdoor living area is pre-wired for television and equipped for speaker connectivity, making it easy to personalize your gathering space. Recent updates include a new HVAC system installed in January 2026 with a damper system and remotely controlled thermostat, a water heater installed in 2024, and fresh exterior paint completed in 2026. A spacious three-car garage with an additional storage closet beneath the stairs, an elegant paver driveway, and a transferable Massey termite bond further enhance the home’s appeal. Community amenities include a playground, tennis and pickleball courts, soccer field, and picnic area. Ideally located for enjoying Walt Disney World and other Central Florida attractions, this home also offers access to top-rated schools and Winter Garden’s dining, shopping, entertainment, and recreation. Convenient access to State Road 429, Florida’s Turnpike, and State Road 535 makes traveling throughout Central Florida easy. Orlando International Airport is approximately 33 miles away.

2202 Redmark Lane, Winter Garden
15154 Alder Chase Alley, Winter Garden
$619,000
4 Beds ⋅ 4 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful 2024 Taylor Morrison home in Harvest at Ovation. Offering 4 bedrooms, 3.5 bathrooms, and 2,332 square feet, this residence features a bright open-concept layout and modern finishes throughout. A standout feature is the covered front porch overlooking a beautiful community green space, with no residence directly in front, providing an open view and added privacy. The kitchen offers quartz countertops, a large island, and contemporary cabinetry. A first-floor bedroom with a full bathroom provides flexible space for guests or a home office. Additional highlights include a covered lanai, laundry room, natural gas, and a two-car garage. Residents enjoy a community pool with cabana, butterfly garden, nature play space, dog park, and walking trails. Conveniently located near shopping, dining, SR 429, and Central Florida attractions. The area also features the newly opened Ovation Elementary and the recently built Water Spring Middle campus. Buyers should independently verify school zoning.

15154 Alder Chase Alley, Winter Garden
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