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3101 Shadow Pond Terrace, Winter Garden
$860,000
4 Beds ⋅ 3 Baths ⋅ Sunset Lakes SubDv. ⋅ 34787 Zip Code
Fully PAID OFF $30,000 solar panel system included with this beautiful single-story pool home in the highly desirable Sunset Lakes community in Winter Garden, of which this is currently the only home available and with all new paint on the exterior (painted October 2025)! The electricity bill averages just over $100/month! This 4-bedroom, 3-bathroom, 3-car garage single-story home boasts 2,716 square feet of living space on a generous 0.58-acre corner lot with a low HOA ($60/m). Enjoy modern updates throughout the home, including a completely redone and updated kitchen, updated floors, tons of natural light, a cozy fireplace, and a private screened-in pool perfect for sunny summer days. The 3rd car garage has AC ducts and electrical run to it, and can easily be enclosed into an office or air-conditioned workshop if desired. Check out the 3D virtual tour of the home or schedule your private tour today!

3101 Shadow Pond Terrace, Winter Garden

15916 Citrus Knoll Drive, Winter Garden
$860,000
5 Beds ⋅ 4 Baths ⋅ Hickory Hammock Ph 1d SubDv. ⋅ 34787 Zip Code
If you’ve been waiting for the right moment—lower interest rates and a new $50K price improvement just made this home even easier to say yes to! Your Private Retreat in Winter Garden’s Gated Hickory Hammock awaits! Imagine waking up to wide-open conservation views—two lakes and a pond stretching out with no rear neighbors, just peaceful Florida beauty and quiet wildlife passing by. This home sits on nearly half an acre with a premium 100-foot conservation lot, shaded by live oak trees, and extra space from a 20-foot easement for added privacy. Step inside and discover over 2,8400 square feet of living space designed for both comfort and connection. With 5 bedrooms and 3.5 bathrooms, there’s room for everyone. The chef’s kitchen—with its oversized island, stainless steel appliances, and double ovens—becomes the heart of every gathering, making meals and memories effortless. The screened-in porch is your invitation to slow down: start your mornings with coffee, and end your evenings with your favorite drink and unforgettable sunsets. Every detail adds to the ease of living here. A large driveway welcomes guests, and thoughtful extras—like a 65-inch Samsung Frame TV, outdoor garage refrigerator, and washer/dryer—are already included with your new home. This pet-free, one-owner home has been lovingly maintained and is move-in ready. Your lifestyle extends beyond your front door. Hickory Hammock is more than a gated community—it’s a resort-style experience. Swim in the gradual-entry pool, play tennis, pickleball, or volleyball, stay fit in the gym, or connect with neighbors at the dog park and clubhouse. Golf-cart-friendly streets make it easy to enjoy it all. And when you’re ready to venture out, you couldn’t ask for a better location. Just minutes from charming downtown Winter Garden, you’ll enjoy restaurants, shops, 22 miles of biking trails, and Orlando’s best Saturday Farmers Market. Winter Garden Village, Advent Health, and top-rated schools are all nearby. Disney is 20 minutes away, Universal and downtown Orlando are 25, and Orlando International Airport is just 30 minutes. This is more than a house—it’s a lifestyle. A private retreat where convenience meets peace, and every day feels a little like vacation.

15916 Citrus Knoll Drive, Winter Garden

3198 Sailing Pier Avenue, Winter Garden
$860,000
5 Beds ⋅ 5 Baths ⋅ Estates At Lakeview Preserve SubDv. ⋅ 34787 Zip Code
This beautifully designed custom home is located in the GATED COMMUNITY of Estates at Lakeview Preserve, one of Winter Garden’s most desirable residential communities. Originally built with the builder’s vision of serving as the MODEL HOME, this rare residence showcases extensive HIGH-END UPGRADES and a SPACIOUS LAYOUT that blends luxury, comfort, and privacy. With 5 bedrooms, 5 bathrooms, and one of the largest floor plans in the community, this home offers both functionality and elegance. The MAIN LEVEL features wood-look tile flooring, a bright FLEX ROOM ideal for a spacious office or den, and a PRIVATE GUEST SUITE with a beautifully appointed ensuite bathroom. A full bathroom with backyard access is ideally positioned for a future pool. The GOURMET KITCHEN is fully built-in with quartz countertops, a large island, WALK-IN PANTRY, and a BUTLER’S AREA with wine fridge, all open to the living and dining spaces. Upstairs, the OWNER’S SUITE is a true sanctuary with space for large furniture, a sitting area, and TWO WALK-IN CLOSETS. The spa-inspired bathroom features TWO VANITIES with quartz countertops, a soaking tub, and a step-in shower with designer tile. Additional bedrooms include a Jack-and-Jill layout and another PRIVATE GUEST SUITE. For added convenience, the LAUNDRY AREA is also located upstairs. Additional highlights include a 3-CAR GARAGE with epoxy floors, a covered lanai, and a LARGE backyard ready to customize. Living in the community means being surrounded by nature and elevated comforts, with two private gated entrances and exclusive access to a resort-style pool, modern fitness center, clubhouse, playground, and scenic trails along the lake. Just 6 miles from SR-429, and close to Disney, Winter Garden Village, and top-rated schools, this exceptional residence offers a lifestyle of luxury, comfort, and community.

3198 Sailing Pier Avenue, Winter Garden

7594 Lake Hancock Boulevard, Winter Garden
$858,000
4 Beds ⋅ 3 Baths ⋅ Summerlake Pd Ph 3b SubDv. ⋅ 34787 Zip Code
RARE FIND! ** Experience resort-style living in this exceptional home on a rare OVERSIZED 0.15-acre homesite, ideally located JUST MINUTES from the vibrant HAMLIN Town Center in one of Winter Garden's most desirable areas. Featuring a stunning nearly **NEW HEATED SALTWATER PRIVATE POOL, premium summer kitchen, expansive covered lanai, elegant travertine patio, and a fully fenced backyard, this property offers the Florida lifestyle today's buyers are looking for. Offering 2,990 square feet, 4 spacious bedrooms, and 2.5 bathrooms, this home perfectly blends luxury, comfort, energy efficiency, and everyday functionality. Designed with flexibility in mind, it also features a versatile flex room with the potential to serve as a future fifth bedroom, home office, or study, as well as a spacious upstairs bonus room ideal for a media room, playroom, or additional family living space. The primary suite is complemented by an oversized walk-in closet. Beyond its outdoor living spaces, this home also delivers a remarkable financial advantage. The FULLY PAID-OFF SOLAR PANEL SYSTEM, valued at over $30,000, means no lease or loan to assume and helps keep the average monthly electric bill at approximately $80, even during Florida's summer months. That's hundreds of dollars in energy savings every month, providing exceptional long-term value and sustainability for the next homeowner. The fully fenced backyard is a true private retreat designed for entertaining and relaxing year-round. The nearly new heated saltwater pool was built with all required permits, offering the confidence and peace of mind that come with a recently constructed, modern pool system. Outdoor living is completed by the covered lanai and travertine deck, a premium summer kitchen, and low-maintenance artificial turf. A convenient first-floor half bathroom with direct access to the backyard makes entertaining even more enjoyable. Beyond its outdoor living spaces, this home also delivers a remarkable financial advantage. Additional upgrades include a beautifully remodeled upstairs bathroom with a frameless glass shower enclosure, custom closet systems, two independent HVAC systems for enhanced comfort and efficiency, professionally installed gutters, an epoxy-coated garage floor, and overhead garage storage racks. The location adds even more value: just minutes from Hamlin Town Center, with convenient access to top-rated schools (Summerlake Elementary, Hamlin Midle School, Horizon High School), Publix, Walmart, restaurants, cafés, boutique shopping, Cinépolis Luxury Cinemas, PopStroke, Urban Air Adventure Park, and SR-429. As a resident of the highly desirable Summerlake community, you'll enjoy standout amenities, including a clubhouse, fitness center, community pool, tennis courts, playgrounds, walking trails, and lawn maintenance included through the HOA. Move-in ready and thoughtfully upgraded throughout, this home offers a rare combination of outdoor living, energy efficiency, and prime Winter Garden location. Schedule your private showing today! All information, including room dimensions, square footage, HOA fees, community amenities, and restrictions, is deemed reliable but not guaranteed and should be independently verified by the buyer and buyer’s agent.

7594 Lake Hancock Boulevard, Winter Garden

2131 Tall Oak Drive, Winter Garden
$858,000
5 Beds ⋅ 3 Baths ⋅ Wintermere Pointe SubDv. ⋅ 34787 Zip Code
Welcome to Wintermere Pointe, one of Winter Garden’s most established gated communities, and to a residence defined by scale, light, and thoughtful renovation. The home’s symmetrical facade and covered entry create a strong architectural presence, leading into a dramatic double-height foyer framed by expansive arched windows. Natural light reflects across Italian porcelain flooring, while a striking split-face stone accent wall extends vertically alongside the staircase, adding texture and depth to the open space. The fully renovated kitchen is both refined and functional, featuring waterfall quartz countertops, custom solid-wood cabinetry, marble designer backsplash, integrated wine storage, stainless steel appliances, under-cabinet lighting, and a contrasting island that anchors the room. The open layout connects seamlessly to the family room, where oversized windows overlook the fenced backyard and fill the space with natural light. Upstairs, luxury vinyl plank flooring replaces carpet entirely, creating continuity and durability throughout. According to public records, the home offers 5 bedrooms and 3 bathrooms, plus an additional bathroom added by the current owner. The primary suite combines comfort and modern elegance, offering tray ceilings, direct access to the backyard, and a spa-inspired bathroom finished with large-format marble-look tile, a walk-in shower, and a dedicated vanity area. A dedicated cinema room delivers a true theater experience, the perfect setting for movie nights and gatherings. It’s an exceptional feature for entertaining or quiet evenings at home. Situated on a .28-acre fenced lot with mature landscaping, the property includes a 3-car garage and an extended driveway accommodating up to six vehicles. Major improvements include the roof (2018), A/C unit (2025), and septic system (2020). Located minutes from SR-429 and Winter Garden Village, the home offers convenient access to shopping, dining, and everyday amenities while preserving the privacy of gated living.

2131 Tall Oak Drive, Winter Garden

5123 Citrus Leaf Boulevard, Winter Garden
$856,990
4 Beds ⋅ 4 Baths ⋅ Silverleaf Reserve At Hamlin SubDv. ⋅ 34787 Zip Code
Brand new, never lived in home located in the desirable Silverleaf Reserve at Hamlin community. The Thoreau model by Meritage Homes offers 3,075 sq ft of living space with 4 bedrooms, 3 full bathrooms, 1 half bath, and a 2-car garage. This modern floor plan features an open-concept layout with a spacious Great Room, a kitchen with a center island, and abundant natural light. The first floor also includes a living room, dining area, and a den/home office, ideal for today’s lifestyle. All bedrooms are located on the second floor, including a generous primary suite with a walk-in closet and a private bathroom. The community offers resort-style amenities, including a clubhouse, swimming pool, fitness center, playground, and walking trails. Conveniently located near schools, shopping, dining, and major roadways. A perfect opportunity to own a new construction home with space, comfort, and quality design.

5123 Citrus Leaf Boulevard, Winter Garden

11277 Hollow Bay Drive, Winter Garden
$855,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Waterleigh presents the Seacliff. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11277 Hollow Bay Drive, Winter Garden

1689 Cranleigh Dr, Winter Garden
$855,000
4 Beds ⋅ 4 Baths ⋅ Sanctuary / Twin Waters SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this beautifully designed 4-bedroom, 4-bath home in the sought-after Twin waters sanctuary community of Winter Garden. With a thoughtful layout, spacious living areas, and quality finishes throughout, this home offers comfort, flexibility, and the kind of space that truly fits real life. The open-concept design creates an easy flow between the kitchen and main living areas, making it perfect for both everyday living and entertaining. The kitchen features a large island, natural gas stovetop, ample counter space, and plenty of room to gather. A separate formal dining room provides a dedicated space for holidays, celebrations, or intimate dinners at home. The main floor offers open concept convenient primary living spaces, while upstairs you'll find a private en-suite bedroom and a generous loft-ideal for guests, a home office, playroom, or second living area. Go outside to your spacious backyard retreat, complete with a large private pool with fountain and plenty of room to relax, entertain, and enjoy Florida's year-round sunshine. Location is prime with everything Winter Garden is known for ... Historic Downtown Winter Garden, Plant Street Market, the West Orange Trail, Hamlin Town Center, premier shopping and dining, major highways including SR-429 and Florida's Turnpike, and world-renowned attractions just minutes away. This home combines practical design with a welcoming atmosphere in one of central Florida's most desirable areas. come and see - the lifestyle you are desiring is here!!

1689 Cranleigh Dr, Winter Garden

16630 Broadwater Avenue, Winter Garden
$855,000
4 Beds ⋅ 3 Baths ⋅ Twinwaters SubDv. ⋅ 34787 Zip Code
Welcome to Twinwaters—an elegant one-story residence just minutes from Winter Garden Village and historic Downtown Winter Garden. Thoughtfully upgraded and designed for effortless living, this 4-bedroom + private office/den home greets you with a double-door study off the foyer, a convenient guest bedroom and full bath up front, and an inviting formal living/dining space featuring tile flooring throughout the main living areas. At the heart of the home, the open kitchen, dining room and family room make entertaining a breeze. The chef’s kitchen boasts upgraded cabinetry, stainless appliances, a large electric cooktop with tiled backsplash and double oven and microwave, butler’s pantry with wine cabinets and more, walk-in pantry, and not only do you get 2 islands, one of them is an oversized island with generous seating. Under the sink reverse osmosis (RO) system included. Fresh neutral colors, high ceilings, and large-format light tile continue into in the main living area. The primary suite is tucked at the rear by the kitchen for maximum privacy. The spa-style bath offers separate granite vanities, soaking tub, walk-in shower, private water closet, and an expansive built-in walk-in closet. Extra-large closets are found throughout, with two additional bedrooms set on the opposite side of the home for a true split plan. Everyday convenience shines in the laundry room with cabinetry and utility sink and the 3-car garage with upper/overhead storage for added convenience. Set on an oversized lot, the outdoor living is exceptional: a screen-enclosed paver lanai with a full outdoor kitchen, —grill, sink and mini-fridge included—perfect for year-round gatherings. New additions: Top of the Line whole house Water Filtation system and goreous light fixtures in the dining and kitchen area. About a block behind the home you’ll find Twinwaters’ large community pool and playground. The neighborhood borders the shores of Johns Lake and is ideally situated near shopping, dining, attractions, and all major roadways. Twinwaters is a sought-after enclave with recent $1M+ closings—enjoy the luxury lifestyle near Johns Lake. Nature & water lovers: Scrub Point Preserve sits across Johns Lake—a ~93-acre protected peninsula managed by the Lake County Water Authority—typically accessed by boat or kayak and known for its rare/native species and occasional guided outings. A great perk for paddlers, birders, and outdoor enthusiasts who will love living this close to the water. Beautiful upgrades, fixtures, a smart private layout, and resort-style outdoor living—this is the one your looking for. Call for a private showing.

16630 Broadwater Avenue, Winter Garden

17314 Bal Harbour Drive, Winter Garden
$850,000
5 Beds ⋅ 3 Baths ⋅ Waterside SubDv. ⋅ 34787 Zip Code
Welcome to 17314 Bal Harbour Drive, a beautifully upgraded pool home in the sought-after Waterside community in Winter Garden, where luxury finishes, smart-home technology, and breathtaking water views come together in one exceptional property. From the moment you arrive, the home’s elegant curb appeal, fully fenced backyard, and impressive architectural details set the tone for what awaits inside. Step through the front entry into a bright and inviting foyer featuring ceramic tile plank flooring, tray ceilings throughout, and thoughtfully designed living spaces filled with upscale finishes. At the front of the home, Bedroom 2 offers a custom California walk-in closet, making it ideal for guests or multigenerational living. Nearby, Bathroom 2 features a stylish stand-alone shower, tile backsplash, and upgraded vanity. The flex room is perfect for a home office, media room, or playroom and showcases decorative shiplap accents, double-pane windows, custom-made glass double doors, and window treatments that complement the space. Continue into the heart of the home, where the gourmet kitchen is designed to impress with quartz countertops, stainless steel appliances, under-cabinet lighting, a convection oven, spacious pantry, pendant lighting with dimmers, and two coffee bars. The adjacent formal dining room is ideal for entertaining and includes designer lighting, shades, and curtains that convey with the home. The expansive great room is perfect for everyday living and gatherings, featuring built-in surround sound and beautiful views of the outdoor living area. Privately situated on the main floor, the primary suite offers tray ceilings, can lighting, a decorative light fixture, and elegant window treatments. The spa-inspired primary bathroom includes dual quartz vanities, a tiled walk-in shower with twin shower heads, a water closet, linen closet, and an oversized California walk-in closet. Upstairs, engineered hardwood stairs lead to a spacious loft area and Bedrooms 3, 4, and 5. Bedroom 3 features French closet doors, Bedroom 4 includes a walk-in closet and ceiling fan, and Bedroom 5 offers French doors, making it ideal as a bedroom, office, or hobby room. Bathroom 3 is appointed with dual sinks, granite countertops, and a tub/shower combination. Step outside to your private backyard retreat. The covered lanai overlooks a stunning saltwater pool with a 5-foot deep end, sundeck, and serene views of Avalon Lake. Entertain with ease using the outdoor kitchen featuring a gas grill, sink, and mini fridge while enjoying the Florida lifestyle. Additional upgrades include Ecobee smart thermostats, a Lutron lighting system with dimmers, Alexa voice-controlled lighting, motion-activated closet lights, reverse osmosis system, water softener, washer and dryer, and Simply Safe doorbell and security cameras. For added peace of mind, the home also features a brand-new AC system with a 10-year warranty. Residents of Waterside enjoy resort-style amenities including a community pool, fitness center, clubhouse, playground, dock, and pavilion. Don’t miss this opportunity to own a move-in-ready luxury home with premium upgrades, exceptional outdoor living, and stunning water views in one of Winter Garden’s most desirable communities.

17314 Bal Harbour Drive, Winter Garden

403 Winter Grove Boulevard, Winter Garden
$850,000
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 former model 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 Quill 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 an outdoor kitchen that enhances indoor-outdoor living. Beyond the covered lanai, the backyard offers a relaxing fireplace with a waterfall feature on either side, 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 (in a built-in closet system) 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 rain gutters, matte black plumbing fixtures and hardware, built-in drop zone, comfort height toilets, Whirlpool washer and dryer, and wood-look luxury vinyl plank treads and risers at the staircase. This home is equipped with a smart thermostat, video doorbell, LED down lights, digital IP camera pre-wire, surround sound pre-wire, smart irrigation control, and smart door lock and garage door opener 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!

403 Winter Grove Boulevard, Winter Garden

505 E Gulley Avenue, Oakland
$850,000
4 Beds ⋅ 4 Baths ⋅ Winters Lndg Ph 01 A D F & G SubDv. ⋅ 34787 Zip Code
Virtually Staged. **$10,000 towards closing costs**Welcome to this truly exceptional home offering space,flexibility & an unbeatable location!This beautiful,expansive residence features 4 spacious bedrooms,3.5 bathrooms,plus a versatile upstairs BONUS ROOM that can easily serve as a 5th bedrm—complete with closet & half bath already pre-plumbed for a full bathroom conversion.Enjoy breathtaking sunset views right from this elevated retreat.This home features a rare & highly desirable MOTHER-IN-LAW SUITE,complete with KITCHENETTE & ADA-compliant BATHROOM—ideal for multi-generational living or guest privacy.The 2nd bedrm conveniently connects to the kitchenette,enhancing the suite’s functionality.A 3rd bedrm,currently used as a home office,located near an adjacent bathroom that also provides direct access to the pool area.SPACIOUS PRIMARY suite serves as a private retreat,featuring an ensuite bathroom with dual sinks,a relaxing soaking tub& large walk-in closet.At the front of the home,a formal living & dining area offers versatile space that can easily serve as a den,library, or flex rm to suit your needs.The kitchen has 42" SOLID WOOD cabinets,granite counter tops & is equipped with NEW APPLIANCES 2025,including induction cooktop heats water in 3 minutes,convection oven & the rare convenience of 2 dishwashers—one being a quiet Bosch,ideal for large families or entertaining.The great rm features a cozy WOOD BURNING FIREPLACE & opens to your own private Florida oasis.Step outside to a HEATED,screen-enclosed POOL & SPA(pool heater installed in 2025,screen enclosure 2020),creating the perfect setting for year-round enjoyment.The expansive pool deck extends your living space outdoors,ideal for relaxing or entertaining.Beyond the pool,the private,partially fenced backyard offers additional space to unwind,accented by tranquil bamboo that sways in the breeze creating a peaceful atmosphere.The home backs to a State of Florida wildlife ravine,providing serene views of native birds,lush greenery& natural surroundings—your own quiet retreat right at home!The home boasts 2 AC zones for superior energy conservation:Both AC units are new in the last 5 years & maintained twice a year.NEW,OVERSIZED DOUBLE PANE WINDOWS throughout lower level are only a few months old,allowing for gorgeous VIEWS.NEW ROOF 2022.NEW,LARGE HYBRID WATER HEATER installed 2024,water Softener included.Complete with a 3 CAR GARAGE.LOCATION,LOCATION truly sets this home apart. Situated in a GOLF CART- FRIENDLY community,you’ll have direct access to the vibrant charm of DOWNTOWN WINTER GARDEN,just 2 miles away. Enjoy the award-winning Winter Garden Farmers Market,along with popular dining,shopping & year-round events.Outdoor enthusiasts will love being just steps from the scenic 22-mile West Orange Trail,perfect for biking, jogging or leisurely strolls.Nearby,the quaint&historic charm of Downtown Oakland,the scenic waterfront dock on Tubb Street & nearby Oakland Nature Preserve,offer even more to explore.Publix,Aldi,Winter Garden Village Mall,MAJOR ROADWAYS & highways are all nearby.The Turnpike is minutes away.EASY ACCESS to Theme parks, 20 minutes to Downtown Orlando & Orlando Intl Airport 30 minutes away.With only 58 homes,this quiet street offers a true sense of community.Residents enjoy friendly neighbors,regular patrols from the nearby police department & proximity to the fire station & Oakland Charter School(priority enrollment for Oakland residents).This is more than a home—it’s a lifestyle!

505 E Gulley Avenue, Oakland

12529 Dallington Terrace, Winter Garden
$850,000
5 Beds ⋅ 4 Baths ⋅ Foxcrest A-N & P SubDv. ⋅ 34787 Zip Code
Welcome to 12529 Dallington Terrace, a beautifully upgraded 5 bedroom, 3.5 bathroom POOL HOME offering over 3,500 square feet of thoughtfully designed living space and the perfect blend of comfort, functionality, and RESORT-STYLE OUTDOOR LIVING in one of Winter Garden’s most desirable locations. From the moment you arrive, the home makes a strong impression with its manicured landscaping and inviting covered entry. Inside, you’re greeted by a bright, open layout featuring an elegant COFFERED TRAY CEILING, neutral finishes, and a well-designed floor plan that includes a PRIVATE OFFICE, FORMAL LIVING ROOM, and FORMAL DINING ROOM—offering both flexibility and defined spaces for entertaining. The heart of the home is the open-concept kitchen, complete with GRANITE COUNTERTOPS, abundant cabinetry, bar seating, and a dedicated DINETTE area, all flowing seamlessly into the main living space. Large sliding glass doors create a true indoor-outdoor connection, filling the home with natural light and opening to the backyard retreat. PLANTATION SHUTTERS throughout add a timeless, upscale touch, while a WHOLE-HOME AND PATIO SPEAKER SYSTEM enhances both everyday living and entertaining. The primary suite offers a spacious and private retreat, while the additional bedrooms are well-sized and thoughtfully positioned for family or guests. Upstairs, a generous LOFT / BONUS ROOM serves as a dedicated ENTERTAINMENT SPACE and is currently set up as a PRIVATE THEATER ROOM—perfect for movie nights, sports, or gaming. Step outside to what truly sets this home apart—a MASSIVE 57’ x 43’ SCREENED-IN OUTDOOR LIVING AREA designed to feel like your own private resort. The custom pool features a HEATED SPA / JACUZZI, built-in SWIM-UP BAR SEATING, decorative FOUNTAIN WATER FEATURES, and a FULL OUTDOOR KITCHEN AND GRILL AREA WITH GAZEBO, creating the ultimate space for hosting and relaxing. FLORIDA GLASS SCREENING along portions of the enclosure provides added PRIVACY while maintaining natural light. Major updates include a NEWER ROOF (July 2022) and HVAC (2020), offering peace of mind for the next owner. Ideally located just minutes from WINTER GARDEN VILLAGE, DOWNTOWN WINTER GARDEN, and PLANT STREET, with easy access to TOP-RATED RESTAURANTS, COFFEE SHOPS, breweries, retail, community events, farmers markets, major highways, and close proximity to DISNEY and A-RATED SCHOOLS, this home offers both convenience and an exceptional lifestyle. The Foxcrest community offers great lifestyle amenities as well, such as the community pool, park/playground, tennis courts, and clubhouse! This property delivers a rare combination of SPACIOUS INTERIOR DESIGN, MULTIPLE ENTERTAINMENT AREAS, and a TRUE BACKYARD SHOWPIECE—an exceptional opportunity in this community.

12529 Dallington Terrace, Winter Garden

13043 Sandcastle Drive, Winter Garden
$850,000
3 Beds ⋅ 2 Baths ⋅ Del Webb Oasis SubDv. ⋅ 34787 Zip Code
Experience the perfect blend of luxury and convenience with the Palmary dream home. Formerly a model home, this stunning one-story residence showcases a thoughtfully designed layout with 3 spacious bedrooms, 2 full bathrooms, and a 2-car garage. Enjoy your private outdoor oasis featuring an in-ground pool with a sun shelf and a covered lanai pre-plumbed for an outdoor kitchen. Step inside to the heart of the home, the gourmet kitchen is a standout feature, equipped with 42" Stone Gray cabinetry, quartz countertops, a sophisticated decorative tile backsplash, stainless steel sink, and upgraded faucet. Whirlpool stainless steel appliances, including a refrigerator and natural gas range, complete this culinary haven. The open-concept living area, flooded with natural light from expansive windows and highlighted by tall ceilings and a tray ceiling at the gathering room, creates an airy, welcoming space perfect for relaxing or entertaining. Retreat to the luxurious owner’s suite, a serene sanctuary with a spacious walk-in closet and a spa-like en suite bathroom. Dual vanity sinks, a frameless glass enclosed walk-in shower with a built-in bench, an enclosed toilet, and a linen closet complete the tranquil space. At the front of the home, the two spare bedrooms and bathroom provide ample space for guests or personal use. The practical laundry room, complete with built-in cabinetry, a utility sink trimmed in quartz, and Whirlpool washer and dryer makes everyday tasks a breeze. Designer-curated selections elevate this home with pendant pre-wiring, comfort-height toilets, brushed nickel hardware and plumbing fixtures, Sherwin Williams City Loft interior paint, and wood-look luxury vinyl plank flooring throughout the entire home (except for the bathrooms and laundry rooms which are outfitted with tile). For modern convenience, this home is equipped with a smart thermostat, surround sound pre-wire, security system pre-wire, digital IP camera pre-wire, LED downlights, and additional data ports. Blending luxury, comfort, and cutting-edge connectivity, this home is designed for today’s lifestyle. Schedule an appointment to see it today!

13043 Sandcastle Drive, Winter Garden

327 S Lakeview Avenue, Winter Garden
$850,000
3 Beds ⋅ 3 Baths ⋅ G T Smith Sub 3 SubDv. ⋅ 34787 Zip Code
*Ask about a lender provided credit up to $12,500 on this home!* Welcome to 327 S Lakeview Ave, a rare opportunity in the heart of the golf cart district in Downtown Winter Garden. Built in 2014 and tastefully updated, this move-in ready property offers the perfect blend of character, comfort, and flexibility with no HOA. This unique property features a 2-bedroom, 2-bath main home plus a detached 1-bedroom, 1-bath guest cottage, ideal for buyers seeking a multi-generational home, income-producing property, or a home with an in-law suite. Situated on an oversized, fenced corner lot, the property is enhanced by lush, mature landscaping and a charming mini vineyard with sweet muscadine grapevines perfect for homegrown wine or fresh snacking. Inside, the main residence offers a desirable split floor plan with bright, open living spaces and abundant natural light. The inviting living room features a cozy fireplace perfect for relaxing evenings or entertaining guests. The spacious kitchen flows seamlessly into the main living area and is equipped with a gas range, making it ideal for home chefs. The private primary suite is tucked away, creating a peaceful retreat, while the secondary bedroom offers comfort and privacy for guests or family. The detached guest cottage features its own private entrance, making it ideal for rental income, a home office, or private accommodations for extended family. Step outside to the covered back patio, accessible from both the living area and primary suite perfect for entertaining and relaxing. Pre-plumbed with natural gas you can create your dream summer kitchen. The fully fenced backyard and garden space provide both privacy and room to enjoy Florida outdoor living. Located just blocks from the West Orange Trail, Plant Street Market, and the award-winning Winter Garden Farmers Market, you’ll enjoy walkable access to top-rated restaurants, coffee shops, boutiques, and year-round community events. Whether you're searching for a primary residence with rental income potential, a flexible investment property, or a home with a guest house in Winter Garden, this property offers unmatched versatility in one of Central Florida’s most sought-after locations. Don’t miss your chance to own a home near Downtown Winter Garden with income potential and no HOA, schedule your private showing today.

327 S Lakeview Avenue, Winter Garden

8 Winters Landing Drive, Oakland
$850,000
4 Beds ⋅ 3 Baths ⋅ Winters Lndg Ph 01 A D F & G SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to your own private retreat in one of West Orange County’s most sought-after areas. This completely renovated 4-bedroom, 3-bathroom home offering 2,850 square feet of beautifully updated living space, with a new roof (2025), and drain field (2024), located in the heart of Oakland is just minutes from downtown Winter Garden. From the moment you step inside, you’ll appreciate the thoughtful design and elevated finishes throughout. This spacious home features a dedicated office, formal dining room, and formal living room—perfect for entertaining or creating flexible living spaces to fit your lifestyle. The open-concept layout seamlessly connects the kitchen and family room, complete with a cozy breakfast nook ideal for casual dining. The fully renovated interior showcases wood-look tile throughout the main living areas and plush carpet in all bedrooms. Shiplap accent walls and plantation shutters add warmth, character, and timeless charm. Each of the three bathrooms has been uniquely designed, offering its own distinct style and personality. Step outside to your private, fully fenced backyard that backs to a conservation area—ensuring no rear neighbors, ever. Enjoy peaceful views and added privacy in a serene natural setting. This home is less than a 2-minute walk to Oakland Avenue Charter School and sits within the highly desirable golf cart district of downtown Winter Garden—making it easy to enjoy local shops, dining, and community events. **Some of these photos have been virtually staged**

8 Winters Landing Drive, Oakland

13214 Dendy Way, Winter Garden
$850,000
5 Beds ⋅ 5 Baths ⋅ Horizon Isles SubDv. ⋅ 34787 Zip Code
Refined Design Meets The Premier Homesite: Experience the pinnacle of comfort and intelligent design in this meticulously upgraded 5/4.5 residence. As the builder's Model Home, this property is sold fully furnished and features impeccable interior design décor. The centerpiece of the residence is the expansive open-concept kitchen, equipped with top-tier integrated appliances and high-end stone countertops. The ground level offers a convenient full guest suite alongside an exclusive executive study. A vast multi-purpose loft area on the second floor. The expansive covered lanai features decorative brick flooring and a built-in fire pit, all enclosed by full perimeter fencing. The oversized plot offers a separate, dedicated space ideal for building your custom summer kitchen and a small plunge pool/SPA. This residence represents the definitive, turnkey alternative to new construction.

13214 Dendy Way, Winter Garden

1016 Huntspoint Street, Winter Garden
$850,000
3 Beds ⋅ 3 Baths ⋅ Oakland Parka SubDv. ⋅ 34787 Zip Code
Stunning upgraded model home with an oversized kitchen in highly desirable Oakland Park. The Sunset Model—a neighborhood favorite known for its award-winning design—is no longer available to build, making this a rare opportunity to own a customized, seldom-available gem! This home features 3 bedrooms + an additional flex room with French doors, 2.5 baths, a fenced yard, oversized quartz island with granite kitchen counters, custom lighting, wood flooring, gas stove, tile backsplash, a loft, inviting front porch, and a fully finished backyard complete with a fire pit, pavers, and bistro lights—perfect for entertaining. The yard also has room for a pool should a future owner wish to remove the pavers. Upon entering, you'll find a storage closet to the left, a beautifully designed half bath, and to the right, a versatile room with French doors ideal for an office, guest suite, or hobby space. The kitchen, living, and dining areas are open, bright, and seamlessly connected. This kitchen is one of the largest production-built kitchens in the community, offering extended counters, abundant cabinetry, and a walk-in pantry. Additional storage can be found under the stairs—ideal for seasonal décor and toys. Upstairs features 3 bedrooms, 2 full baths, a loft, and the laundry room. The primary suite is generously sized, easily accommodating a king bed, nightstands, dressers, and a cozy sitting area. The ensuite bath includes dual sinks, an oversized shower with rain-shower head, and a spacious walk-in closet. The oversized 2.5 car garage provides ample space for 2 cars plus a golf cart, and the extended driveway allows for extra parking. Take your golf cart into historic Downtown Winter Garden to enjoy the Crooked Can Brewery, theater, rooftop and outdoor dining, boutique shopping, splash pad, Farmer’s Market, and more. For outdoor enthusiasts, the 22-mile West Orange Trail connects directly to the community. Oakland Park is known for its vibrant lifestyle, offering golf cart parades, 5Ks, book club gatherings, poker nights, and neighborhood events throughout the year. This waterfront, golf-cart-approved community features parks, playgrounds, lakes, two pools (including a resort-style option), clubhouse, dog park, walking trails, and breathtaking sunset views. Conveniently located near major highways, restaurants, shops, golf courses, and theme parks. Don’t miss this rare opportunity to own the Sunset Model—available once again, but only for a moment.

1016 Huntspoint Street, Winter Garden

501 E Oakland Avenue, Oakland
$850,000
4 Beds ⋅ 4 Baths ⋅ Winters Lndg Ph 01 A D F & G SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to your private retreat in the heart of Oakland! This stunning 4-bedroom, 3.5-bathroom home offers 3,448 sq. ft. of beautifully designed living space on an oversized 0.34-acre lot with no rear neighbors, providing peace and privacy in a serene setting. Enjoy the best of both worlds with a quiet neighborhood just steps from Oakland Avenue Charter School and minutes from Historic Downtown Winter Garden, where you can explore boutique shops, award-winning restaurants, and the scenic West Orange Trail. Inside, the thoughtfully designed layout features primary suites on both the first and second floors, offering flexible living arrangements perfect for multigenerational families or guests. The open floor plan and spacious living areas create a comfortable flow throughout, ideal for everyday living and entertaining alike. Step outside to your own backyard oasis, complete with a sparkling pool and spa surrounded by lush landscaping—perfect for relaxing weekends or hosting gatherings. Additional highlights include a brand-new roof installed in September 2025, offering long-term peace of mind and value. With its ideal location, privacy, and resort-style outdoor living, this home perfectly captures the essence of Florida living!

501 E Oakland Avenue, Oakland

9182 Holliston Creek Place, Winter Garden
$850,000
4 Beds ⋅ 4 Baths ⋅ Watermark Ph 2b SubDv. ⋅ 34787 Zip Code
Discover Your New Home in Winter Garden! Are you searching for the perfect home for your family? This is your opportunity! We present a stunning residence located in the charming Watermark community, combining elegance, convenience, and security in one place. This house is a rare gem! It's strategically situated just steps away from a charming shopping center, Panther Lake Elementary School and Horizon High School. The location provides you and your family with the peace of mind knowing you are just minutes away from renowned schools while you enjoy a wide range of amenities at your doorstep. This property offers everything you could wish for! With 4 bedrooms, 3 full bathrooms, and an upstairs laundry room, every detail has been carefully planned. The kitchen is a chef's dream, with an island that accommodates the whole family. High-end appliances and cabinets, along with the concept of total integration between the dining room, living room, and TV, make this space perfect for entertaining and creating unforgettable memories. But what truly makes this home special is its outdoor space. The pool and heated jacuzzi accommodate up to 6, creating an oasis of relaxation. The remotely controlled lanai is perfect for enjoying the outdoors, and summer has never been more exciting with a phenomenal outdoor kitchen. Professional landscaping and synthetic grass make maintenance a breeze, allowing you to enjoy your leisure time to the fullest. Additionally, the water purification system ensures extremely clean and healthy water for the entire family. Don't miss the opportunity to make this house your new home! Contact us now to schedule a visit and experience the comfort and elegance it offers firsthand. Call to your agent and take the first step toward a more luxurious and convenient life in Winter Garden. This is the home of your dreams waiting for you!

9182 Holliston Creek Place, Winter Garden

15504 Sandfield Loop, Winter Garden
$850,000
4 Beds ⋅ 4 Baths ⋅ Reserve/Carriage Point Ph 1 SubDv. ⋅ 34787 Zip Code
BRAND NEW ROOF!!! Welcome to the gated community of Reserve at Carriage Pointe, where luxury living meets everyday comfort on a private wooded lot. With over 4,100 square feet of modern design, this home gives you that perfect mix of elegance, functionality, and Florida lifestyle goals. Walk through the two-story foyer and you’ll find a formal dining room and a home office with French doors that make remote work feel elevated. The great room is the showstopper, with 18-foot ceilings and floor-to-ceiling windows that open up to your resort-style pool surrounded by peaceful trees. The open concept layout is made for hosting, flowing right into your outdoor oasis. The kitchen is a total chef’s dream, featuring an oversized island, granite countertops, walk-in pantry, breakfast bar, 42-inch cabinets, and a gas cooktop for the perfect mix of style and function. Downstairs, the primary suite is your personal sanctuary with tons of natural light, dual walk-in closets, and a spa-inspired bathroom that includes double vanities, a soaking tub, and a walk-in shower that feels straight out of Pinterest. Upstairs, there’s even more to love with a large bonus room and a media or flex space that can be turned into a gaming room, gym, or creative studio. You’ll also find three additional bedrooms and two full baths, giving everyone space to spread out. Outside, your private backyard feels like a vacation with the heated pool, lush landscaping, and wooded views that add privacy and peace. Located just minutes from Highway 429, Winter Garden Village, Hamlin Town Center, Disney, and Downtown Orlando, this home puts you right where you want to be. Zoned for A-rated schools, including Windermere High, it checks every box for convenience, community, and style. If you’ve been searching “luxury home near Disney,” “Winter Garden pool home,” or “move-in ready gated home,” this is the one. Schedule your private tour today before it’s gone.

15504 Sandfield Loop, Winter Garden

13780 Fresh Ivy Street, Winter Garden
$849,000
4 Beds ⋅ 3 Baths ⋅ Del Webb Oasis Ph 3 SubDv. ⋅ 34787 Zip Code
Welcome to this elegant and NEARLY NEW 4-bedroom, 3-bath home in the highly sought-after Del Webb Oasis of Winter Garden, a GUARD-GATED 55+ community where luxury, comfort, and lifestyle come together beautifully. Built in 2025 and offering over 2,800 SQUARE FEET, this residence features the LARGEST FLOOR PLAN in the community and is perfectly situated on one of the MOST EXPANSIVE LOTS providing both space and privacy. From the moment you arrive, the home impresses with its REFINED CURB APPEAL and spacious 2-car garage with an additional TANDEM BAY—ideal for a golf cart or extra storage. Inside, you’ll find a bright, open-concept design enhanced by LUXURY VINYL PLANK FLOORING that flows seamlessly through the Living Room, Dining area, and Kitchen. NATURAL LIGHT pours into the main living spaces through large windows with ELECTRIC BLINDS and dramatic corner sliding glass doors, creating a seamless transition to the outdoor living area. The Kitchen is a TRUE SHOWPIECE, thoughtfully designed with white cabinetry, stone countertops, a stylish tile backsplash, stainless steel appliances, BUILT-IN OVENS, a gas cooktop, a closet pantry, and an oversized breakfast bar that anchors the space beautifully. The Primary Suite, located on the main floor, offers a private retreat with ABUNDANT NATURAL LIGHT and serene backyard views. It features a CUSTOM-DESIGNED WALK-IN CLOSET (2026) and a SPA-INSPIRED EN SUITE BATH with dual sinks, a dedicated makeup area, a walk-in shower with built-in seating, and a private water closet. Also on the main level, you’ll find a secondary bedroom and full bath, along with a FLEXIBLE OFFICE SPACE behind glass French doors that can easily serve as a fourth bedroom. A Mudroom and well-appointed Laundry Room—complete with washer, dryer, cabinetry, and COUNTER SPACE—add everyday convenience. Upstairs, a GENEROUS LOFT AREA offers incredible versatility, currently enhanced with a CUSTOM COFFEE BAR (2025) and large enough to accommodate additional living, entertaining, or even a future bedroom while still maintaining open loft space. An ADDITIONAL BEDROOM AND FULL BATH upstairs provide the perfect setup for guests. Step outside to your EXTENDED COVERED PAVER PATIO, complete with a SUMMER KITCHEN (2025) and set beneath an oversized screened lanai, all enhanced by CUSTOM OUTDOOR LIGHTING (2025). This home has been further enhanced with thoughtful upgrades, including a WATER FILTRATION AND SOFTENER SYSTEM (2026), FENCED BACKYARD (2025), and expanded outdoor living features that elevate both comfort and functionality. Residents of Del Webb Oasis enjoy RESORT-STYLE AMENITIES, including a clubhouse, sparkling pool, fitness center, tennis courts, and social activities, along with included cable and internet, fostering an active and connected lifestyle. IDEALLY LOCATED in Winter Garden, you’re just minutes from the charm of HISTORIC DOWNTOWN WINTER GARDEN, known for its boutique shopping, dining, and weekly farmers market. Enjoy OUTDOOR RECREATION along the West Orange Trail, or take a short drive to WORLD-CLASS ATTRACTIONS like Walt Disney World Resort. Convenient access to major roadways makes exploring all that Central Florida has to offer effortless. This exceptional home offers a RARE OPPORTUNITY to enjoy elevated, low-maintenance living in one of Winter Garden’s premier active adult communities—where every detail has been THOUGHTFULLY DESIGNED for both luxury and ease. Now is the time—don't miss your chance to call this home!

13780 Fresh Ivy Street, Winter Garden

10174 Merrymeeting Bay Drive, Winter Garden
$849,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2c-2 & 2c-3 SubDv. ⋅ 34787 Zip Code
*****LAKEFRONT!!!Welcome to 10174 Merrymeeting Bay Dr — a gorgeous 4-bedroom, 3.5-bath home in the heart of Winter Garden that checks all the boxes and then some. Step inside and you'll notice the open floor plan right away. Tile floors run through the main living areas with cozy carpet in the bedrooms. The kitchen is a dream with quartz counters, stainless appliances, wood cabinets, and a walk-in pantry. The primary suite features tray ceilings and a custom feature wall, while the bathroom offers a large shower, double sinks, and a fully built-out walk-in closet. Laundry is conveniently located inside the house too. Now let's talk about the backyard — this is where things get really good. You've got 60 feet of lakefront and a screened lanai with roll-up screens that's an absolute show-stopper. Think full summer kitchen with a fridge, grill, sink, ceiling fans, and a large island. Oh, and you can catch the Disney fireworks right from your front porch. Not bad, right? A transfer switch has been added to accommodate a generator, so you're covered when storms roll through. The community itself is loaded with amenities like a pool, tennis courts, and volleyball. Atwater Bay Elementary is right inside the neighborhood, and Horizon High School is just minutes away. Publix sits right at the front of the community, and Lakeshore Private Park is close by for extra outdoor fun.

10174 Merrymeeting Bay Drive, Winter Garden

624 Hull Island Drive, Oakland
$849,000
4 Beds ⋅ 2 Baths ⋅ Hull Island At Oakland SubDv. ⋅ 34787 Zip Code
Discover a rare opportunity to own a private estate property in one of West Orange County’s most desirable corridors. Situated in Oakland, this 2.55-acre parcel offers space, privacy, and future potential just minutes from the conveniences of West Colonial Drive, Florida Turnpike (Exit 275), Clermont, and the vibrant districts of Oakland and Downtown Winter Garden. Properties like this are increasingly difficult to find. The home sits in an unincorporated area, giving flexibility and freedom while still being close to everything that makes this area so special. Walk or bike to the West Orange Trail, enjoy easy access to local parks, and connect quickly to shopping, dining, and major commuter routes. The residence offers approximately 2,700 square feet of living space and has been thoughtfully maintained in its original 1983 character, making it ideal for buyers seeking land, privacy, and the opportunity to personalize or modernize over time. Inside, you’ll find an open floor plan with soaring vaulted ceilings and large picture windows that fill the home with natural light. A dramatic floor to ceiling stone fireplace anchors the main living area and creates a warm focal point for gatherings or quiet evenings at home. The kitchen is spacious and functional, featuring abundant cabinetry, a large center island, built in appliances, and generous room for entertaining and everyday living. A large enclosed sunroom extends the living space and offers endless possibilities for a game room, fitness studio, home office, or year round relaxation overlooking the backyard. The home includes four generously sized bedrooms and two full bathrooms, all preserving their original charm and offering a strong foundation for updates, renovation, or a curated vintage aesthetic. Step outside and the true value of this property becomes clear. The 2.55 acres provide room for gardens, animals, workshops, RV and boat storage, or the creation of a private retreat. A detached casita adds flexibility for guests, extended family, a home office, or potential future income use. The property operates on a private well and septic system, offering independence, lower utility costs, and a rural lifestyle feel without sacrificing proximity to major roads, downtown Winter Garden, and the growing Oakland corridor. A unique blend of land, location, and opportunity this is a property where you can create, expand, and invest in a lifestyle that is increasingly rare in Central Florida.

624 Hull Island Drive, Oakland

1368 Union Club Drive, Winter Garden
$849,000
3 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
**NEW ROOF 2025**3/2.5 FOLK VICTORIAN HOME WITH OFFICE AND LOFT, AVAILABLE IN OAKLAND PARK. Located in the golf-cart district and only minutes from downtown Winter Garden and the Turnpike. Access to the West Orange Trail right within this waterfront, certified green community. This home sits on a over-sized lot with NO rear neighbors. You can sit on the front porch or balcony and enjoy the view of the park right across the street. Upper and lower front porch redone with TREX DECKING in 2024. As you enter this home you will notice the open and airy floor plan it offers with many oversized windows, providing ample natural light. The large OFFICE/ DEN is immediately to the right of the front door, featuring glass French doors.The kitchen is open to the Great Room and Dining area, featuring 42”cabinets with crown molding, stainless steel appliances, a gas stove, granite countertops, glass and tile backsplash, a closet pantry and an island with breakfast bar seating. Ceramic wood-look tile throughout the downstairs. Crown molding and window accents add a elegance to this home. At the back of the home you will find a mud room with built in cabinets and a half bath. All bedrooms are upstairs with BONUS ROOM leading to the balcony. The detached 2 garage is located in the back of the home with added privacy. The back screened porched and paver fire pit area make the backyard a wonderful place to relax. The Oakland Park community features a clubhouse, two resort style pools, multiple parks, walking trails, playgrounds and greenery area perfect for meeting new neighbors. ONE YEAR HOME WARRANTY INCLUDED.

1368 Union Club Drive, Winter Garden

11117 Hollow Bay Drive, Winter Garden
$847,656
5 Beds ⋅ 5 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious quartz kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community include stainless steel appliances, making cooking a piece of cake. Located off the family room is a bedroom, a full bathroom and a powder room. As you head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11117 Hollow Bay Drive, Winter Garden

16394 Taliesin Street, Winter Garden
$845,000
5 Beds ⋅ 5 Baths ⋅ Hawksmoor Ph 4 SubDv. ⋅ 34787 Zip Code
Stunning two-story house with a permanent lake view. Be enchanted by this magnificent lakefront residence, which combines sophistication, comfort, and a privileged location. It features 5 bedrooms, 4 full bathrooms, and 1 powder room, distributed in a smart and functional layout. The social area impresses with high ceilings in the living room and sliding doors that open onto a large covered veranda, integrated with a heated pool with a safety net, ideal for leisure and entertainment throughout the year. The living room is integrated with the dining room and the spacious and elegant gourmet kitchen, equipped with a generous central island, appliances, and wooden cabinets, perfect for those who enjoy entertaining. The master suite on the ground floor offers complete privacy, as well as relaxing views of the lake and green area, and a full bathroom on the same level. On the second floor, the house also features a versatile loft, ideal for an office, TV room, or social space. The space originally intended for a garage has been carefully adapted into a private gym, and can easily be converted back to suit the new owner's needs. Located in the desirable Hawksmoor community, the property offers complete infrastructure, including a community pool, gym, clubhouse, and walking paths. All this in a strategic location, close to markets, restaurants, shops, a theater, major highways, and Disney parks. A unique opportunity to live or invest. Schedule your visit and be amazed!

16394 Taliesin Street, Winter Garden

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