Winter Garden Single Family Homes For Sale - 608 homes

Remarks: OFFERED with a 2021 LOWE PONTOON BOAT! Lakefront Luxury in Waterleigh with Private Dock and Fireworks Views. Welcome to the perfect blend of comfort, function, and lakeside living in the highly sought-after Waterleigh community. This spacious home sits on a fully fenced 1/3-acre lot with over 100' fronting the lake in the back and 90'+ of open green space to the side; featuring a private dock with low-maintenance composite boards, a pontoon boat lift, and a peaceful sitting area—offering a front-row seat to nightly Disney fireworks from your dock or living room. Inside, no detail has been overlooked. The home boasts durable wood-look tile downstairs and luxury vinyl plank flooring upstairs—no carpet in sight. The open-concept layout seamlessly connects the kitchen, dining, and family rooms, all with stunning lake views. The kitchen is a chef’s dream, complete with 42” cabinets, a 4-seat island, 5-burner stove, double convection oven, butler’s pantry, walk-in pantry, and built-in wine rack. The extra-large primary suite is located on the first floor and showcases crown molding, tray ceiling, huge walk-in closet and serene lake views. The primary bathroom is a dream with quartz counters, dual vanities, a makeup counter, and a walk-in double shower. Upstairs, a versatile loft offers the ideal space for a game room, media room, or second living area. All bedrooms are generously sized with walk-in closets, and there’s no shortage of storage with additional closets throughout. Work from home in the dedicated office, enjoy surround sound in the family room (pre-wired for 5.1), and take advantage of the spacious laundry room with built-in cabinetry and counter space. The 3-car garage features epoxy flooring, and the home is pre-wired for a pool if you wish to expand your outdoor living. Waterleigh offers unmatched amenities including resort-style pools, playgrounds, sports fields, fitness centers, and even a Publix right at the entrance. Lawn, landscape and irrigation maintenance are included with the HOA dues, and you're just minutes from the 429, Disney, shopping, dining, and top-rated schools. This is Florida living at its best.

Listing is courtesy of: REVEL REALTY LLC (407-876-6448)

Listing Agent: Chris Sapp (407-574-1002)

Remarks: Pre-Construction. To be built. This Custom Single-Story Modern Farmhouse by Lionshead Homes is a showstopper! Set on a serene 5-acre private oasis. Plenty of space for farm animals or just enjoy the open space and tranquil surroundings. Lionshead Homes has recently built custom homes near this property. So Buyers may view a recently completed home to get an idea of fit and finish and our quality craftmanship. Located in the Avalon Rural Settlement, you'll enjoy the country lifestyle without sacrificing proximity to shopping, entertainment and the suburban lifestyle of Hamlin and Winter Garden. Call for more information or to schedule a viewing appointment.

Listing is courtesy of: HAMLIN REALTY (321-299-4279)

Listing Agent: Edward Guerrette Llc (321-299-4279)

Remarks: Positioned on a premium homesite with an expansive manicured common area along one side, this property offers added privacy and open space, along with sweeping views of John’s Lake from the front of the home. Inside, the home opens to a formal dining area accented by wood beam ceilings, while custom wall details in the foyer and along the staircase add a refined, designer touch. The main living area features soaring ceilings, abundant natural light, wood beam ceiling accents, and a striking floor-to-ceiling accent wall, creating a dramatic yet inviting focal point that flows seamlessly into the dinette and open kitchen. Designed for both everyday living and entertaining, the kitchen includes a large island with seating, sleek cabinetry, stainless steel appliances, a gas cooktop, built-in oven, and generous pantry space. Just off the pantry, a connecting space between the kitchen and dining room offers the perfect opportunity for a coffee station or butler’s pantry. The main level also offers a spacious primary suite with a well-appointed bath and a custom walk-in closet featuring built-in drawers, cabinetry, and shelving, along with a secondary bedroom and full bath, ideal for guests or multigenerational living. Upstairs, you will find three additional bedrooms, including one with a private bath, while the remaining two share a full bath, plus a generous loft overlooking the living area that provides flexible space for a secondary living area, home office, or play space. The outdoor living space is designed for true Florida living, featuring a saltwater pool and spa added in 2021 with full automation, expansive Travertine tile decking, and a lanai with a motorized screen that extends your living space year-round. The patio is also pre-plumbed for a future outdoor kitchen, offering even more potential for entertaining. Additional highlights include a split three car garage configuration with a separate side entry one car bay and a 2 car garage equipped with an EV charging outlet. Waterside on John’s Landing offers a clubhouse, fitness center, resort-style pool, playground, covered dock, and pavilion on John’s Lake, all conveniently located near Horizon West, Hamlin, shopping, dining, and major roadways.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Alex Vastardis (407-947-6264)

Remarks: Price Improvement! Welcome to this beautifully maintained 5-bedroom, 3-bathroom single-family home located in the highly desirable Story Grove community in Winter Garden. Offering approximately 3,300 sq ft of living space, this home features a functional open-concept layout ideal for both everyday living and entertaining. Situated on a premium lot with conservation and water views, the property provides added privacy with no rear neighbors. The first floor includes a spacious living area filled with natural light, a well-appointed kitchen with 42-inch cabinets, ample counter space, and a large pantry, along with a guest bedroom and full bathroom—perfect for visitors or multigenerational living. A versatile flex room on the main level can be used as a formal dining room, office, or playroom. Upstairs features a generous loft space suitable for a secondary living area or media room. The primary suite includes dual sinks, a walk-in shower, a garden tub, and ample storage. Additional bedrooms are well-sized with convenient access to full bathrooms. Exterior features include a screened-in patio with an outdoor sink, ideal for outdoor enjoyment. The home is equipped with a whole-house water filtration system. HOA includes lawn maintenance. Conveniently located approximately 10 minutes from Walt Disney World, with easy access to major roadways, shopping, and dining. Community offers parks, green spaces, and is zoned for top-rated schools, with elementary and middle schools located within the neighborhood. Schedule your showing today.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Anna Shi (407-216-1215)

Remarks: Under contract-accepting backup offers. This move-in ready lake view home offers 5 bedrooms, 3 full bathrooms. The main level features four bedrooms, two full bathrooms, and an open concept kitchen, dining and living area, along with an extended two-car garage. Designed for both comfort and functionality, this home includes tile throughout the main living areas, new carpet in all bedrooms, tray ceilings in the living room and primary suite, and quartz countertops in the kitchen and bathrooms. Upstairs, a generously sized secondary suite with full-bathroom and two closets offers flexibility as a bonus room, home office, media or game room. Additional highlights include ample storage throughout and an interior laundry room with cabinetry and utility sink. Enjoy outdoor living from your covered front porch, fully fenced backyard, and screened-in patio overlooking John’s Lake. Located in Lakeview Preserve, this gated community offers a clubhouse, resort-style pool with zero-entry, playground, splash pad, fitness center, centralized mailboxes, and a community dock and kayak launch on John’s Lake, creating the perfect combination to enjoy Florida living.

Listing is courtesy of: LISA REALTY PARTNERS (407-500-5472)

Listing Agent: Chelsea Eckert (407-455-2785)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria floorplan is a thoughtfully designed one-story home featuring four bedrooms and two and a half bathrooms, perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage, all contributing to the 2,235 square feet of carefully utilized living space. Sample Image

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model by Dream Finders Homes. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 15' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: Under Construction. What's Special: Dedicated Study | Gourmet Kitchen | Covered Lanai | Close to Park. New Construction – August Completion! Built by America's Most Trusted Home Builder. Welcome to the Marino at 11235 Carding Mill Lane in Esplanade at McKinnon Groves! This beautifully designed new single-story home offers an open, airy layout that blends comfort and functionality. The great room flows effortlessly into the dining area and a gourmet kitchen featuring a large island and a walk-in pantry, perfect for everyday living and entertaining. The private primary suite provides a relaxing retreat with a spacious bath and a walk-in closet that offers direct access to the laundry room for added convenience. Two secondary bedrooms, one with an en-suite bath, an additional full bath, and a dedicated study create flexible space for guests or hobbies. Enjoy Florida living with a covered lanai, plus a welcoming courtyard, and 2-car garage to complete the home. Additional Highlights Include: tray ceiling pkg, 10' ceilings, pavers at lanai, 8' interior doors, pre-plumb water softener loop, and extended tile flooring to primary suite. Photos are for representative purposes only. MLS#O6407112 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!

Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)

Listing Agent: Michelle Campbell (407-756-5025)

Remarks: Spacious and beautifully upgraded two-story home in the heart of the sought-after Summerlake community at Horizon West in Winter Garden. HOA includes lawncare. Prime corner lot offers privacy and space with a fenced backyard and a large screened patio — perfect for outdoor entertaining and relaxation. This 3,391 sqft home features 4 bedrooms, 3.5 bathrooms, 1 versatile den/office on the first floor, 2 spacious loft/retreat upstairs, and 2 car garage. Newly updates include fresh interior paint, brand new luxury vinyl plank flooring throughout the entire first floor and stairs, and brand new carpeting upstairs. The open-concept floor plan is filled with natural light and flows effortlessly into the upgraded gourmet kitchen. Highlights include 42-inch wood cabinets with crown molding, expansive granite countertops, a generous breakfast bar, and a large walk-in pantry. On the first floor, the flexible multi-purpose den/office can easily serve as a home office, playroom, family room or even fifth bedroom. Upstairs, the sizable primary suite offers a garden tub with a separate shower and double vanity. Two additional bedrooms share a convenient Jack-and-Jill bathroom, while the large loft provides excellent TWO bonus space for a home theater, game room, or second living area. Enjoy Summerlake’s fantastic amenities: resort-style pool, clubhouse with lake views, fitness center, playground, sports fields, zipline, basketball, tennis, and dog park. Only 3 mins to Orange County National Golf Center. 5 minutes to the Hamlin Town Shopping center, Walmart, Publix, Gas Station, Restaurants, Banks, Cinema, etc. Only short drive to Disney World. Easy/close to access SR429, 535, 545. Schedule a showing TODAY!

Listing is courtesy of: YORK MILLS REALTY LLC (626-328-8535)

Listing Agent: Jacky Liu (407-921-5670)

Remarks: Nestled beneath a canopy of mature trees and perfectly positioned across from a PARK, this charming home welcomes you with a spacious covered front porch where you can relax and enjoy nature and the peaceful surroundings. Thoughtfully designed with warmth and character throughout, the home features rich WOOD flooring, beautiful custom ACCENT WALLS, and a stunning staircase that adds style and sophistication to the inviting interior. Offering 3 bedrooms, 2.5 baths, a dedicated formal dining space, and a small bonus area upstairs suitable for an OFFICE—-a functional yet elegant layout, this home was designed with the homeowner in mind. The kitchen is beautifully appointed with stone countertops, tile backsplash, abundant cabinetry, and a built-in desk area that adds both charm and convenience. A dedicated COFFEE BAR creates the perfect morning retreat, while the walk-in pantry and additional secondary pantry provide exceptional storage space. The downstairs spacious laundry room is equally impressive, featuring a utility sink and extensive counter space ideal for organization and everyday functionality. The living room is embraced with natural light from an abundance of windows overlooking the backyard, while extended FRENCH DOORS create a seamless connection to the covered outdoor living space, enhancing the home’s warm and welcoming atmosphere. A convenient half bath and entry door are located adjacent to the covered porch, offering seamless indoor-outdoor living. The outdoor space is already enhanced with pavers, creating a polished and low-maintenance setting ideal for entertaining, relaxing, or future customization. With ample room to design and build a POOL, the backyard offers endless possibilities to create your dream oasis. The upstairs PRIMARY SUITE offers a relaxing retreat complete with dual sinks, an oversized walk-in shower, linen closet, a separate private water closet, and a generously sized walk-in closet. Two additional bedrooms and one full bath are located upstairs. Blending comfort, charm, and thoughtful design, this beautifully customized home offers an exceptional opportunity to enjoy cozy living spaces, stunning outdoor potential, and timeless character in a picturesque PARK setting. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Ashley Boyd (321-209-5540)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 15' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: Under contract-accepting backup offers. Welcome to Your Florida Retreat! Step into a bright and breezy lifestyle in this seldom-offered home that captures the essence of Florida living year-round. Built in 2023, this well-maintained, energy-conscious single-family residence offers 3 bedrooms, 3 bathrooms, and approximately 1,668 sq ft of thoughtful living space on a 7,468 sq ft lot. Inside, enjoy a generous open-concept floor plan designed for comfort and ease — perfect for morning coffees, island-style dinners, or casual gatherings. The home features new lighting and energy-efficient windows to let in Florida sunshine while helping with energy savings. All bedrooms are upstairs, offering privacy and quiet; the attached garage adds convenience for everyday living. Outside, the property sits in a community that embodies that laid-back, sunny Florida vibe. Located in Winter Garden, FL, you’re just minutes from vibrant shopping, dining and entertainment options — from the historic charm of downtown Winter Garden and its weekend farmers’ market, boutiques, cafés, and arts scene to larger retail centers around Daniels Road and SR-429. For families or anyone valuing convenience, this home is within the public school zone of Water Spring Elementary School (PK-5), Water Spring Middle School-0482 (6-8), and Horizon High School (9-12) — all within a few miles of the home. Whether you’re relocating from out of state and seeking a home that offers easy maintenance, comfort, and solid investment value, or you’re a local buyer drawn to Winter Garden’s charm and amenities — this property combines practicality, modern updates, and that unmistakable Florida lifestyle.

Listing is courtesy of: POWERHOUSE REAL ESTATE NETWORK (305-409-6835)

Listing Agent: Luciana Figueiredo (781-635-2712)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Carter, a thoughtfully designed bungalow that combines style, comfort, and modern functionality. This brand-new home offers 4 bedrooms, 3.5 bathrooms, and 2,520 sq. ft. of living space. The inviting front porch creates charming curb appeal, while inside, abundant natural light enhances the open-concept layout. The first floor features a bedroom with private bath, perfect for guests or multi-generational living, while the upstairs showcases spacious secondary bedrooms and a well-appointed primary suite. Outdoor living shines with a covered breezeway and private courtyard, ideal for gatherings, dining, or quiet relaxation. Located in Avalon Woods, residents will enjoy proximity to top-rated schools, Hamlin Town Center, Hwy 429, and Disney, all just minutes away.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria w/ Bonus, an award-winning open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, ample counter space, and an open layout that connects directly to the living areas, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. Upstairs, a spacious loft provides versatile space for a media room, play area, or home office. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: SELLER MOTIVATED AND PRICE IS INCLUDING TRANSFERRABLE SOLAR PANELS PAID BY THE SELLER! This amazing single family home located in most desirable prime location in winter garden has it all, from privacy with no back up neighborhood to the front porch facing beautiful landscaping view just few steps from the Elementary school and all the resort amenities The home has solar panel for extra energy saving and the seller will take care of remaining balance. All concrete block construction on both first and second floor 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’ll find the first bedroom complete with ensuite bathroom and a powder room across the hall. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features granite countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and additional three 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 sinks and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. This home features a two car garage located at the rear of the home with drop zone as you enter the first floor. Waterleigh community is well know for prime location with a lot of lifestyles amenities such Playgrounds & Sports Fields, Indoor Fitness Centers, Scenic Lakes and Ponds, Community Garden Mini-Golf, Walking & Nature Trails, Beach Volleyball & Hammock Beach This beautiful 4 bedrooms 3 bathrooms and 1 half bathroom is built with All Concrete Block Construction, Smart Home Technology, Quartz Counters, Professional Lawn Maintenance Included, Publix Grocery in Community, Local Shops, Restaurants & Cinema Nearby Located just minutes from downtown Winter Garden. This prime location with this particular meticulous home is great spot that leads you to enjoy easy access to a vibrant array of shops, restaurants, and entertainment options. The historic downtown area offers charming boutiques and family-owned eateries, while the nearby Winter Garden Village provides a more modern shopping experience with over 100 retailers.

Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)

Listing Agent: Khadija Webber (407-592-2166)

Remarks: A Rare Owner-Occupied Opportunity Just 3.9 Miles from Disney — Fireworks Views Included Located in the highly sought-after Winding Bay community of Winter Garden, this pristine single-story 3-bedroom, 3.5-bath residence offers a lifestyle few homes can match: proximity to Disney without the noise, crowds, or short-term rental turnover. This home is ideal for owner-occupants, Disney professionals, or second-home buyers seeking a quiet, stable community with low HOA fees and thoughtfully designed amenities. Short-term rentals are not permitted, creating a neighborhood atmosphere centered on consistency, pride of ownership, and long-term value. From the moment you arrive, the home impresses with its brick-paved driveway, stone-accented façade, and welcoming curb appeal, leading into a bright, open layout designed for modern living. Inside, you’ll find a spacious and functional floor plan featuring a dedicated built-in desk area, an oversized mudroom with adjacent laundry and custom cabinetry, and generously sized guest suites ideal for visiting family and friends. The heart of the home is the chef-inspired eat-in kitchen, showcasing: 42” soft-close cabinetry Quartz countertops and designer backsplash Vented range hood and built-in microwave Massive walk-in pantry Oversized island with seating for up to eight, perfect for entertaining The open dining and family room are flooded with natural light and flow seamlessly to the custom-designed backyard, where you can unwind and enjoy direct views of Disney fireworks from your own home — a truly rare and magical feature. Winding Bay residents enjoy: Community pool Dog park Low HOA of just $102/month Proximity to top-rated schools, dining, and shopping This home is move-in ready, meticulously maintained, and positioned for buyers who value location, lifestyle, and long-term enjoyment over transient use. This is not a short-term rental opportunity. It is a rare chance to own a refined, owner-occupied home minutes from Disney in one of Winter Garden’s most desirable communities. Private showings available by appointment.

Listing is courtesy of: NEXTHOME CASA BELLA ELITE (813-726-5646)

Listing Agent: Loren Rosenthal (813-726-5646)

Remarks: Experience refined Florida living in the heart of Winter Garden, where timeless architecture, thoughtful design, & an unbeatable location come together in this exceptional custom-built residence. Situated on an expansive corner lot (~1/4 of an acre) overlooking one of the community’s most beloved PARKS, this four-bedroom (w/ room for a 5th & office), four-bath luxury HEATED POOL home offers privacy, space, & picturesque views. You’re moments from stunning sunsets, a walk by the LAKE, multiple parks & playgrounds, the community clubhouse, & direct access to the scenic WEST ORANGE TRAIL— a 22-mile paved trail ideal for biking, jogging, & casual strolls. From the moment you arrive, the stunning brick-accented front porch sets the tone, offering a welcoming space to relax while enjoying tranquil park views. Inside, rich wood flooring flows throughout the main living areas, complementing the home’s elevated finishes, such as crown molding, wainscoting, trim work, & custom built-ins. At the heart of the home, the chef’s kitchen is a true showpiece. Outfitted with premium Thermador & JennAir appliances, QUARTZITE counters, custom cabinetry, designer fixtures, a walk-in pantry, & spacious gathering space, this kitchen was designed for both everyday living & elegant entertaining. The adjacent dining & living areas are bathed in natural light, enhanced by multiple French doors that frame panoramic views of the pool and backyard retreat. The indoor-outdoor connection is simply spectacular. Step outside to your private oasis featuring a sparkling resort-style pool (runs with an ozonator) with travertine decking, generous covered lanai, & an outdoor kitchen equipped with a mini fridge & 48 inch griddle. Each of the four bedrooms is generously sized, offering comfort & versatility for family & guests. One generously sized bedroom is downstairs, which has access to the pool & park through French doors. The primary suite serves as a luxurious retreat with a spa-like bath & dual closets, while all four baths (three en-suite) are thoughtfully designed with quality finishes (marble upstairs, quartzite downstairs). Need an elevator? There's space for the addition! A well-appointed MUDROOM adds everyday convenience & organization, seamlessly blending practicality with style. Additional FEATURES: whole house water filtration system, in-ceiling speakers in the living room, the lanai by the pool, & front porch, tankless water heaters, hard wired cameras inside/out, ample storage, landscape lighting, Cat 6 wiring w/ WiFi access points, & an OVERSIZED garage (~2 1/2). Just a short GOLF CART ride away, you’ll find the charm & vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, community connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks. Custom built POOL homes are RARE to market in Oakland Park. Make this DREAM home your reality today!

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Ashley Boyd (321-209-5540)

Remarks: Location! Location! Welcome to this wel maintained 3 beds 2 bath single family home located in the desirable community of Stone Creek in Winter Garden. This home offers a spacious living room, dining area, spacious master bedroom with double sink and walking closet, 2 extra bedrooms and sharing bath, 2 car garage, screened porch and generous fenced back yard. This property is convenient located near shops, restaurants, and the highly rated Elementary School is located inside the community with walking distance. Also, near Winter Garden village Mall, Stonybrook West Golf Club, Tucker Ranch Wellness Park (in construction) And easy acces to the Highway and Airport.

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Maria Howard (410-422-3518)

Remarks: Under contract-accepting backup offers. Built in 2019 and loaded with thoughtful UPGRADES, this spacious 4-bedroom, 3-bath home on a desirable .21 ACRE CORNER LOT in the sought-after Waterleigh community of Winter Garden delivers the perfect combination of space, style, and resort style living! Recent improvements include PERMANENT JELLYFISH HOLIDAY LIGHTING (2025), CUSTOM PRIMARY & GUEST BEDROOM CLOSETS (2020), and LUXURY VINYL PLANK FLOORING along with RAIN GUTTERS completed in (2019). From DISNEY FIREWORKS lighting up the night sky to rocket launch views from the Space Coast, this home offers a uniquely Central Florida backdrop you can enjoy right from your own community. The COVERED FRONT PORCH, paver driveway, and lush landscaping create standout curb appeal, while inside a bright, flowing layout welcomes you home. Stylish WOOD LOOK TILE FLOORING runs throughout the main living areas, complemented by carpet and newer LVP flooring in the bedrooms. A versatile formal living or dining space at the front of the home flows seamlessly into the OPEN CONCEPT kitchen, dining, and family room designed for both entertaining and everyday living. The GOURMET KITCHEN is a true centerpiece featuring rich solid wood cabinetry, sleek stone countertops, BUILT-IN STAINLESS STEEL APPLAINCES, a built-in cooktop, decorative backsplash, pantry storage, and a large ISLAND with pendant lighting and bar seating. The spacious family room is filled with natural light from a wall of windows and opens to a COVERED PAVER LANAI complete with a ceiling fan overlooking the backyard, creating an effortless INDOOR/OUTDOOR lifestyle. Also on the first floor is a convenient mud room/drop zone along with a MAIN FLOOR BEDROOM & FULL BATH, ideal for visitors or multi-generational living. Upstairs, a versatile BONUS/LOFT offers additional living space perfect for a media room, playroom, or home office. Your PRIMARY SUITE serves as a relaxing retreat with elegant tray ceilings, a CUSTOM WALK-IN CLOSET, and a beautifully appointed en-suite bath. Two additional bedrooms upstairs share a third full bath. Residents of Waterleigh enjoy unmatched RESORT STYLE LIVING with access to four COMMUNITY POOLS, clubhouses, a 24-hour fitness center, dog parks, mini golf, pickleball, volleyball courts, playgrounds, and scenic walking trails. Located near TOP-RATED SCHOOLS and just minutes from Hamlin Town Center, Winter Garden Village, Disney, SR-429, and major roadways, this home offers the best of modern lakeside living in one of Winter Garden’s most desirable communities. Call today to schedule a tour and fall in love with your new HOME SWEET HOME!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)