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27 Windtree Lane Unit 102, Winter Garden
$205,000
2 Beds ⋅ 2 Baths ⋅ G5116462 MLS ⋅ 27 - D BLDG.
Welcome home to this bright, beautifully maintained and thoughtfully updated first-floor condo in the heart of Winter Garden. This 2-bedroom, 2-bath residence offers 918 square feet of comfortable living space with tasteful improvements and smart use of space throughout. Step inside to an inviting, open living and dining area featuring wood-look luxury vinyl flooring throughout, recessed lighting and an abundance of natural light. Recently replaced windows are an especially valuable improvement, enhancing the home’s fresh, updated feel while offering an upgrade buyers will appreciate for years to come. The kitchen has been tastefully refreshed with granite countertops, a stylish tile backsplash, breakfast bar and thoughtful cabinetry updates, creating a functional space that opens naturally to the dining and living areas. A standout feature is the custom reconfigured laundry and pantry area, thoughtfully redesigned to make the most of the available space. The stackable washer and dryer provides convenient laundry access while allowing for additional organized pantry and cabinet storage—an incredibly functional upgrade that you won’t find in every unit. Both bedrooms are comfortably sized, and the continuous wood-look flooring creates a clean, cohesive feel throughout the home. Additional improvements include a tankless water heater, updated lighting and numerous thoughtful touches throughout. Enjoy your own large covered and screened front porch, offering additional space to relax and enjoy the Florida weather. Combined with convenient first-floor living and a well-maintained community setting, this home offers an easy, comfortable lifestyle in a desirable Winter Garden location. Bright, clean, thoughtfully updated and truly move-in ready—this is a condo that stands out from the rest.

27 Windtree Lane Unit 102, Winter Garden

10169 Shallow Water Drive, Winter Garden
$750,000
4 Beds ⋅ 4 Baths ⋅ O6427771 MLS
Welcome to this beautifully RENOVATED home, Boasting over $100,000 in QUALITY UPGRADES.The price includes all the new furnitures.The SEA CLIFF model -One of the largest floorplans in the Waterleigh community.where modern elegance meets comfortable living. The home has been extensively updated with a sophisticated neutral palette, designer lighting, luxury vinyl plank flooring, custom-style cabinetry, quartz countertops, and upgraded fixtures throughout. . This beautiful 2 story home features 4 bedrooms & 3.5 full baths,as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. The show-stopping kitchen is the heart of the home, featuring a large waterfall-edge island, abundant cabinetry, statement backsplash, upgraded appliances, and beautiful accent lighting. The open-concept design seamlessly connects the kitchen, dining, and living spaces, creating an ideal setting for both everyday living and entertaining. bathrooms have been stylishly renovated with contemporary vanities, quartz countertops, modern black fixtures, designer mirrors, and beautiful tile finishes. Additional highlights include custom wall paneling, upgraded trim, elegant lighting, and carefully curated finishes throughout. within walking distance of the community clubhouse and amenities This amazing home is in the highly desirable community “Waterleigh.” Located just off the 429 west of Disney, This community amenities include a huge resort style pool, fitness gym, club house, dog park, huge sports fields, playground, beach volleyball, Tennis, lake view BBQ/picnic area, with sidewalks that wind around the scenic lakes, nature, and community for a relaxing and enjoyable lifestyle with periodic fitness stops if you choose. Fast and easy access anywhere. Hospitals, restaurants and shopping are all nearby. Great schools; Water Spring Elementary, Water Spring Middle, and Horizon Highschool

10169 Shallow Water Drive, Winter Garden

706 Strihal Loop, Winter Garden
$548,000
5 Beds ⋅ 4 Baths ⋅ O6426152 MLS
Virtually Staged. BRAND NEW ROOF! This five-bedroom, three-and-a-half-bathroom residence sits in a gated community with a new roof and architectural shingles, offering security and peace of mind. The property combines thoughtful interior finishes with direct access to some of the area's most desirable outdoor recreation opportunities. Inside, the kitchen features stainless steel appliances and a custom tile backsplash above stone countertops, with a breakfast nook for casual dining. The primary suite includes a picture window and rich wood flooring, complemented by crown molding throughout the residence. The great room flows across ceramic tile and polished wood surfaces, while the formal dining room showcases gleaming wood floors. An upstairs loft with natural wood planks provides flexible space for an office, playroom, or media area. The laundry room features ceramic tile for easy maintenance and durability. A smart thermostat manages climate control efficiently throughout all living areas. The covered front porch creates an inviting entrance, and mature landscaping frames the property with established trees and plantings that provide natural privacy and curb appeal. The location offers exceptional convenience and recreation. You're minutes from Downtown Winter Garden, with easy connectivity to the Florida Turnpike for broader travel throughout Central Florida. The West Orange Trail is nearby for outdoor enthusiasts seeking biking and nearby paths, and the community boat ramp provides direct waterfront entry to John's Lake for boating and fishing. The Oakland Nature Preserve is close by, offering natural spaces to explore with nearby trails and wildlife viewing opportunities. Whether you're seeking waterfront recreation, trail connectivity, or proximity to local commerce and dining, this address delivers on multiple fronts. Schedule a showing today to experience this property and its neighborhood firsthand.

706 Strihal Loop, Winter Garden

17792 Porter Road, Winter Garden
$462,125
3 Beds ⋅ 3 Baths ⋅ G5114971 MLS ⋅ 23 BLDG.
Virtually Staged. Pre-Construction. To be built. Sample Image The Sage floor plan offers a smartly designed two-story townhome that balances convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Sage floor plan offers modern living tailored to meet everyday needs with style and functionality.

17792 Porter Road, Winter Garden

8750 Bayview Crossing Drive, Winter Garden
$1,500,000
5 Beds ⋅ 6 Baths ⋅ O6416046 MLS
Virtually Staged. BEST PRICED HIGH QUALITY LAKEFRONT HOME in Winter Garden! Spectacular Views with 99 Feet of Shoreline- perfect spot to build a DOCK!! Start Enjoying LIFE ON THE LAKE in this Special Home built with the HIGHEST LEVEL OF UPGRADES! Enjoy Boating, Fishing, Kayaking or try the WATER SKI COURSE on 420 Acre Lake Hickorynut just minutes from Disney! Enter this 4,641 sq ft Home with 5 Bedroom Suites and 6 Full Baths through a PRIVATE COURTYARD. Double Doors with Leaded Glass Welcome you to a life of LUXURY! First Floor has Soaring 12 Foot Ceilings, Tray Ceilings, 7 ¼” Baseboards and four Ten Foot Tall Sliders that open to the nearly HALF ACRE Premium Lot with Wide Open Lake Views! Outstanding Features include: Premium Lot that is over 200 Feet Deep, a true GOURMET Kitchen with all WOLF Appliances: Sub-Zero 36” SS Refrigerator, Sub-Zero 36” SS Freezer, Wolf E Series Wall Oven, Convection Steam Oven, Warming Drawer and Wolf Induction Cooktop. The DOUBLE Stacked Raised Panel Cabinetry features a HIDDEN Pantry with CUSTOM Shelving! The Great Room has a Custom Built-In and a Butler Pantry was added near the Dining Room. Oversized Covered Patio is enhanced with Electronic RETRACTABLE Screens, and the Pool Bath is just steps away. Impressive FIRST FLOOR PRIMARY SUITE with Hickory Flooring opens to Spa Bath with DOUBLE Vanities, FREESTANDING TUB, Spacious Shower and Large WALK-IN CUSTOM Closet PLUS a LAUNDRY ROOM with Sink and a STORAGE Closet! Private Suite 2 has Lake Views, Custom Built-In Shelving, Large Bath and Custom Closet. Private Suite 5 overlooks the Courtyard. The CUSTOM Staircase with Oak treads leads upstairs to 2 more Bedroom Suites with 10’ ceilings and Custom Closets, a LARGE Bonus Space wired for SURROUND SOUND is an Ideal THEATER ROOM and a large Covered Balcony with Electronic Screens that is a perfect spot for Relaxing while Enjoying the Sunset over the Lake! Upstairs Laundry Room with original plumbing has been converted to Mini Kitchen – great opportunity for a Mother-In-Law Suite! Outstanding Upgrades Include Engineered Hickory Flooring in entire 2nd Floor and Bedrooms, WATER FILTRATION system, Gutters, Drop Zone with Cabinetry, SOLID CORE Doors throughout home and UV Light in AC Units. Property is very ENERGY EFFICIENT with Double Pane Lo E Windows, Radiant Barrier and Extra Insulation in the Concrete Block. Waterleigh is a Lifestyle Community with 4 Community Pools, 3 Clubhouses with Fitness Centers, Tennis, Pickleball, Mini Golf, Parks, Playgrounds, Community Fishing Dock and MORE! HOA Does all Yard Maintenance. Schools Include Panther Lake Elementary, Water Spring Middle and NEW Horizon High School. Close to Shopping, Dining, NEW Publix, DISNEY and convenient to 429, 1-4 and 417!

8750 Bayview Crossing Drive, Winter Garden

9103 Morgana Court, Winter Garden
$1,300,000
5 Beds ⋅ 5 Baths ⋅ O6409652 MLS
Nestled within one of Central Florida's most exclusive neighborhoods this stunning home offers the perfect blend of luxury, comfort, and effortless entertaining. Located on a quiet cul-de-sac street boasting 5 bedrooms, 4.5 baths, a large loft and open floor plan this home is designed for everyday living and seamless hosting! Step outside to your private resort style salt water pool and enjoy nightly views of the Disney fireworks lighting up the sky! The upgraded "picture frame" pool screen design offers an uninterrupted view of the serene pond and the diverse wildlife that visits it! On the main level you will find the PRIMARY SUITE COMPLETE WITH A LUXURIOUS SPA LIKE BATH AND HUGE walk-in closet, a guest bedroom with its own full bath, the glass enclosed wine room and a convenient half bath for guests. The GOURMET KITCHEN flows to the expansive great room where 4 large sliders can open to the covered patio for the "outside inside" living!! Upstairs, in addition to the large loft are 2 bedrooms that share a full bath and another private en-suite bedroom. Recent upgrades include beams on the main level ceiling, beautiful built-in wall unit in the loft, outdoor kitchen and outdoor lighting. Located just minutes from Walt Disney World, premier shopping, dining, and everyday conveniences, and approximately 30 minutes to Orlando International Airport, this beautiful home is perfect for that unbeatable central Florida lifestyle!

9103 Morgana Court, Winter Garden

6212 Aralia Ivy Lane, Winter Garden
$400,000
3 Beds ⋅ 3 Baths ⋅ O6394386 MLS ⋅ Hamilton Gardens BLDG.
LOCATION! LOCATION! LOCATION! This beautifully refreshed two-story townhome offers the perfect blend of comfort, privacy, and convenience in the highly desirable Hamilton Gardens community. The home is truly move-in ready, featuring a freshly painted interior, professionally deep-cleaned carpet and tile, and a brand-new ceiling fan in the living room—creating a crisp, welcoming atmosphere from the moment you walk in. The open-concept floor plan includes a bright kitchen with granite countertops, a spacious pantry, and clear sightlines to the dining area and great room, making it ideal for both everyday living and entertaining. Large windows with blinds fill the home with natural light, enhancing the airy, open feel throughout. A private outdoor courtyard leads to the rear-entry two-car detached garage, offering both convenience and privacy. Storage is abundant with a large pantry, under-stairs closet, and an oversized walk-in closet in the owner’s suite. Upstairs, you’ll find three generous bedrooms, two full bathrooms, and a convenient second-floor laundry room. The owner’s suite overlooks beautiful mature trees and features an exceptionally large walk-in closet. With no rear neighbors, the home provides a peaceful and private setting rarely found in this area. Hamilton Gardens offers resort-style amenities including a beach-entry pool, cabana, dog park, sports lawn, playgrounds, and scenic garden pathways. Residents also enjoy nightly views of the Disney fireworks right from the community—an unforgettable perk of living here. Located just moments from Hamlin Town Center, you’ll have restaurants, cafés, entertainment, and a weekly farmers market less than a mile away. Convenient access to SR-429, A-rated schools, top medical facilities, Winter Garden Village, Historic Downtown Winter Garden, and Windermere makes this an unbeatable location. A truly move-in-ready home offering privacy, convenience, and resort-style living—come see it today!

6212 Aralia Ivy Lane, Winter Garden

14780 Field Daisy Drive, Winter Garden
$643,000
4 Beds ⋅ 5 Baths ⋅ O6391463 MLS ⋅ Taylor Morrison BLDG.
Under Construction. What's Special: Close to Amenities | North Facing Lot | Premium Location | Game Room. New Construction - Ready Now! Welcome to the Baldwin at 14780 Field Daisy Drive in Harvest at Ovation! Enter the charming oasis within this bungalow floor plan that offers 2,441 sq. ft. of inviting living space. Just past the foyer and formal dining room, the great room opens to the designer kitchen for an easy flow that is perfect for entertaining and relaxation. A first-floor bedroom with a full bath is in place of the flex room, creating a convenient option for guests or work-from-home needs. At the back of the home, the covered extended lanai provides a sunny space for outdoor revitalization. Upstairs, the primary suite features a dual-sink vanity and walk-in shower, with the laundry room and secondary bedrooms nearby. The game room over the garage includes its own full bath and wet bar, creating an ideal space for casual gatherings. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: first floor bedroom with full bath in place of flex room, covered extended lanai, 8' interior doors throughout. Photos are for representative purposes only. MLS#O6391463

14780 Field Daisy Drive, Winter Garden

15375 Avenue Of The Arbors, Winter Garden
$427,000
3 Beds ⋅ 3 Baths ⋅ O6445895 MLS ⋅ 15375 BLDG.
Virtually Staged. Fresh finishes, room to spread out, and a private outdoor retreat make this 3-bedroom, 2.5-bath end-unit townhome a standout in Winter Garden’s Independence community. With only one adjoining neighbor, the end-unit setting offers added privacy and a more open feel. Freshly painted interiors, stylish accent walls, and a two-car garage bring together personality, comfort, and everyday convenience. Laminate flooring flows throughout the main level, where a dedicated living room and a separate, extended family room give you the flexibility to entertain, unwind, or create distinct spaces for your daily routine. A dedicated dining area provides room for shared meals, while the fully equipped kitchen features matching stainless steel appliances, a beautiful backsplash, and an island with breakfast-bar seating for casual dining and conversation. The freshly painted bedrooms feature brand-new carpeting, giving these personal spaces a crisp, barely-touched feel. Thoughtful wall accents add character, while the primary suite includes a bathroom with a glass-enclosed shower. An included washer and dryer make settling into your new home even easier. Outside, a spacious screened-in lanai invites you to enjoy morning coffee, relaxed evenings, and gatherings in your own private setting. Vinyl fencing surrounds the outdoor retreat, and direct access from the garage adds a convenient connection between parking and your backyard escape. Life in Independence extends well beyond your front door. This welcoming, activity-filled community offers two resort-style pools, two residents clubs with fitness centers, tennis and basketball courts, an arcade and game room, playgrounds, parks, walking and biking trails, and boat ramps serving Lake Hancock and Lake Speer. Seasonal festivals, food truck events, and organized neighborhood activities create plenty of opportunities to connect and enjoy the community. Enjoy access to shopping and dining at Winter Garden Village, the charm of downtown Winter Garden, recreation along the West Orange Trail, and the attractions of Walt Disney World—all within a drive of home. With fresh updates, versatile gathering spaces, and an inviting outdoor retreat, this townhome offers a compelling opportunity to make Independence your next address. Schedule your private showing today.

15375 Avenue Of The Arbors, Winter Garden

15579 Honeybell Drive, Winter Garden
$395,000
3 Beds ⋅ 3 Baths ⋅ O6442127 MLS ⋅ N/A BLDG.
Welcome home to this gorgeous end unit townhome in the heart of Hamlin! With capabilities of fencing in the side yard, this townhome offers potential unlike any other. Step inside and admire the fresh color palette this home boasts. With light wood-plank tile flooring, light countertops, light cabinetry, and lots of windows, this open concept downstairs feels incredibly warm and inviting. Updated lighting and window drapes elevate the space even more. Functionality and convenience were also taken into consideration in this downstairs with a cabinet and counter-lined drop zone upon entry into the home from the garage and patio, a closet pantry, and hallway leading to the half bathroom. Head upstairs where you will find a split bedroom floor plan with the primary suite on one side and the secondary bedrooms and Jack-and-Jill styled bathroom on the other, the space separated even further by the upstairs laundry room. Step out back to the private fenced-in brick-paved patio that separates the house from the two-car garage. The community is situated right in the middle of Hamlin’s shopping, dining, and entertainment offerings, super close to Disney, and right off of Highway 429 to bring you to all of your favorite Central Florida destinations. Inquire today on how to make this gem your own!

15579 Honeybell Drive, Winter Garden

1009 Spring Loop Way, Winter Garden
$475,000
3 Beds ⋅ 2 Baths ⋅ O6434327 MLS
Welcome to a home where the Florida lifestyle takes center stage. Tucked within the established Crown Point Springs community on a spacious corner lot, this is the kind of place where mornings start slowly, weekends are spent outside, and some of Winter Garden’s favorite destinations are just minutes from home. The backyard is truly where this home comes to life. Start your morning with coffee on the lanai overlooking the backyard, pick fresh fruit from your own fruit trees, and spend the afternoon floating in the screened-in pool. The fenced yard adds another layer of privacy and functionality, while the pool enclosure creates a space made for everything from quiet afternoons with a book to weekend barbecues with family and friends. It’s easy to imagine the rhythm of life here—music playing by the pool, dinner on the patio, kids or pets enjoying the fenced yard, and evenings winding down with a drink overlooking the water. Inside, comfortable gathering spaces make everyday living just as enjoyable. The kitchen offers plenty of countertop space, stainless steel appliances, and a tiled backsplash, whether you're making a quick breakfast before heading downtown or preparing dinner for a house full of friends. When cooler Florida evenings arrive, the wood-burning fireplace creates the perfect setting for a cozy night at home. The home has also benefited from a number of improvements over the past several years, including a 2024 roof and HVAC system, 2023 water heater and microwave, 2024 dishwasher, and 2021 pool pump. The pool was also resurfaced in 2022, and the interior was painted in 2021. But what the owners have loved most extends beyond the property itself. Crown Point Springs is a great community with friendly neighbors, a low HOA, and golf-cart accessibility, all while being close to the heart of Downtown Winter Garden. That means weekends don't have to involve much planning. Take the golf cart out for a ride, spend Saturday morning exploring the Downtown Winter Garden Farmers Market, grab brunch or browse the shops along Plant Street, or hop on your bike for a ride along the West Orange Trail. After your nearby activities, head home for an afternoon by your own pool. It's a lifestyle that gives you the best of both worlds—the energy and charm of Winter Garden when you want it and your own private retreat when you're ready to come home. Pool days, golf-cart rides, and Plant Street nights—this is the Winter Garden lifestyle you've been waiting for.

1009 Spring Loop Way, Winter Garden

16510 Barbours Creek Way, Winter Garden
$415,000
3 Beds ⋅ 3 Baths ⋅ O6435580 MLS ⋅ 0658 BLDG.
Waterleigh presents the Ibis. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with an open concept a spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage and powder room at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As you head up to the second floor you are greeted with all 3 bedrooms and 2 bathrooms. The bedroom one suite impresses with double bowl vanity, walk in closet and spacious shower space. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Ibis includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *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.*

16510 Barbours Creek Way, Winter Garden

7773 Minutemen Loop, Winter Garden
$800,000
5 Beds ⋅ 4 Baths ⋅ O6425792 MLS
Welcome to this beautifully maintained 5-bedroom, 3-bath home with a dedicated office, offering the perfect blend of elegance, comfort, and functionality in the highly desirable Overlook at Hamlin community of Winter Garden. Thoughtfully designed for today's lifestyle, this spacious floor plan features a sought-after first-floor primary suite, providing a private retreat with convenience and flexibility. Improvements include: NEW Carpet, 1 NEW Water Heater with warranty, 1 NEW HVAC with warranty and regular service, NEW Interior Paint, Exterior refreshed a couple years ago. Transferrable Termite Bond. From the moment you enter, you'll appreciate the pride of ownership evident throughout. Gorgeous wood flooring flows through the main living areas, complemented by brand-new carpet and fresh interior paint for a truly move-in-ready feel. The dedicated office is ideal for working from home, studying, or creating a quiet flex space. The heart of the home is the open-concept living area, where a beautiful gas fireplace creates a warm and inviting focal point. The spacious kitchen overlooks the family room and dining area, making it easy to entertain while staying connected with family and guests. Step outside to one of the home's standout features—an oversized covered lanai and an expansive screened enclosure that extends your living space outdoors. Whether you're enjoying your morning coffee, dining al fresco, or hosting gatherings, this incredible outdoor retreat is designed for year-round Florida living. Upstairs, you'll find generously sized secondary bedrooms that provide plenty of space for family and guests, while the thoughtful layout offers privacy and versatility for every stage of life. Located in the sought-after Hamlin area, residents enjoy exceptional resort-style amenities, including a private community boat ramp with access to Lake Hancock, a lakeside clubhouse, fitness center, community pool, playgrounds, parks, walking trails, and waterfront recreation. Just minutes from Hamlin Town Center, Walt Disney World, shopping, dining, entertainment, top-rated schools, and major highways, this location offers unmatched convenience and an exceptional lifestyle. With fresh interior paint, gorgeous wood floors, new carpet, a first-floor primary suite, dedicated office, gas fireplace, and an incredible screened outdoor living space, this meticulously maintained home is truly move-in ready and offers everything today's buyers are looking for.

7773 Minutemen Loop, Winter Garden

16816 Hobe Sound Court, Winter Garden
$519,997
3 Beds ⋅ 3 Baths ⋅ O6423763 MLS
Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks the family room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one-bathroom impresses with double bowl vanities, toilet room with privacy door, shower/tub space, and spacious walk in closet. As we head up to the second floor, we are greeted with a loft area and two additional bedrooms. The upstairs bedrooms share a bathroom and linen closet for extra storage. This home features a two-car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterleigh, the Cordale includes 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.*

16816 Hobe Sound Court, Winter Garden

16614 Harbor Sail Way, Winter Garden
$1,340,000
6 Beds ⋅ 6 Baths ⋅ O6414639 MLS
An Irreplaceable Gated Estate: Unmatched Scale, Double-Lot Privacy, & Private Oasis Behind the gates of the highly coveted Waterside community, 16614 Harbor Sail Way breaks the mold of standard luxury builds. This is not a high-density, cookie-cutter residence; it is an established, substantial family estate defined by an extraordinary sense of space, meticulous craftsmanship, and structural authority. Positioned beautifully on an expansive, premium lot that nearly doubles the community average, this rare property offers a refined lifestyle designed for those who value space to breathe, long-term permanence, and effortless entertaining. While typical Mansfield floor plans in the neighborhood occupy a standard lot, this home’s visionary owners secured the adjacent parcel, resulting in a commanding 14,973-square-foot footprint. This unique layout introduces a majestic private turning circle with dedicated parking for an additional six vehicles (bringing total driveway capacity to ten)—ideal for hosting executive gatherings or multi-generational families. Beyond the striking courtyard entry, the residence spans an impressive 4,882 square feet of meticulously maintained living space, delivering structural scale that effortlessly handles the demands of modern family life. The heart of the home centers on a dramatic great room bathed in natural light, seamlessly connecting to a gourmet kitchen equipped with premium finishes and gas cooking. Every corner of the main level emphasizes functional luxury, including a private home office, formal dining room, a secluded guest suite, and a magnificent primary sanctuary. Ascending to the second level reveals a sprawling, open flex room suspended over the main living area that opens to a fully enclosed, private balcony, creating an incredible architectural anchor. This level features four additional large bedrooms and media room, offering families the chance to spend time together, or unwind in complete peace. For ultimate daily convenience, a built-in central vacuum system services the ground floor of the home. While neighboring homes may provide "room for a future pool," this estate delivers the ultimate outdoor lifestyle immediately. The west-facing backyard is a private, sun-drenched sanctuary featuring a spectacular custom salt-water pool and integrated spa. Surrounded by extended paver decking and lush, manicured grassed areas made possible by the expanded double-lot footprint, this outdoor space offers complete privacy with no direct rear neighbors—perfect for enjoying vibrant Central Florida sunsets. Living in Waterside means enjoying a resort-style lifestyle with access to a premier clubhouse, fitness center and community pool. You are uniquely positioned just minutes from Horizon West’s top-rated schools (Hamlin Elementary/Middle), West Orange (High), the charm of downtown Winter Garden, major executive corridors (SR-429, Turnpike), and premier dining and shopping. This is more than a home; it is a strategic asset of scarcity, privacy, and generational quality. Schedule your private tour to experience it firsthand.

16614 Harbor Sail Way, Winter Garden

1701 E Bay Street, Winter Garden
$255,000
2 Beds ⋅ 2 Baths ⋅ O6413973 MLS
Welcome to this beautifully renovated 2-bedroom, 2-bath home in the heart of Winter Garden. Blending modern updates with timeless charm, this move-in-ready residence offers stylish finishes, functional living spaces, and a convenient location just minutes from Historic Downtown Winter Garden. Step inside to discover a bright, refreshed interior featuring contemporary flooring, recessed lighting, updated fixtures, and an open, inviting atmosphere. The fully remodeled kitchen showcases elegant white shaker cabinetry, sleek countertops, stainless steel appliances, and modern hardware, creating a clean and sophisticated space for everyday living and entertaining. The renovated bathrooms feature designer-inspired finishes, including a spacious walk-in shower with stunning marble-look tile, upgraded fixtures, and a modern vanity. Thoughtful updates throughout the home provide a fresh, cohesive look while maintaining comfort and functionality. Outside, enjoy a spacious lot shaded by mature trees, offering room for outdoor entertaining, gardening, pets, or future expansion. Fresh exterior improvements and landscaping enhance the home's curb appeal, while the absence of HOA restrictions provides added flexibility and freedom. Conveniently located near shopping, dining, parks, the West Orange Trail, major highways, and all that Downtown Winter Garden has to offer, this turnkey property presents an exceptional opportunity for homeowners and investors alike. Don't miss your chance to own a beautifully updated home in one of Central Florida's most sought-after communities.

1701 E Bay Street, Winter Garden

17124 Beachgrass Alley, Winter Garden
$559,990
3 Beds ⋅ 3 Baths ⋅ O6408024 MLS
Under Construction. Welcome to 17124 Beachgrass Alley, in Winter Garden, Florida: a new construction home built by M/I Homes, offering 1,983 square feet of thoughtfully designed living space. This home features a well-crafted floorplan combining quality design with everyday functionality. This home features 3 bedrooms, 2.5 bathrooms, an open-concept living space perfect for daily living and entertaining, a lanai, and a 2-car rear-load garage This home showcases an open-concept living space that creates a seamless flow between the family room, kitchen, and dining area, making it ideal for both relaxed evenings and hosting guests. The floorplan is designed with intention, ensuring each room serves a clear purpose while maintaining a cohesive feel throughout. Upstairs, the owner's bedroom offers a private retreat, complete with an en-suite bathroom and walk-in closet for added convenience. The overall layout reflects a commitment to quality design, with clean lines and functional spaces that make everyday living comfortable. Situated in a desirable Winter Garden neighborhood, this home benefits from proximity to parks and outdoor recreation areas, providing easy access to green spaces for families and individuals alike. The surrounding neighborhood offers a welcoming atmosphere with well-maintained streets and a sense of connection to the outdoors.

17124 Beachgrass Alley, Winter Garden

7673 Silver Meadow Street, Winter Garden
$780,432
4 Beds ⋅ 3 Baths ⋅ G5108953 MLS
Virtually Staged. Pre-Construction. To be built. The Berkley floorplan by Dream Finders Homes features 2,102 square feet of well-designed living space across two stories. This home includes 3 bedrooms, 3 full bathrooms, and a 2-car garage. The open-concept main floor boasts a spacious family room, dining area, and a modern kitchen with ample counter space—ideal for both daily living and entertaining. The primary suite is located on the first floor for added privacy, with a luxurious bath and walk-in closet. Upstairs, two additional bedrooms and a full bath provide flexible living options for guests or family members. Located near major roadways and just minutes from the shopping, dining, and entertainment options of Hamlin Town Center, Winter Garden Village, and Walt Disney World, Silverleaf offers the perfect balance of connectivity and tranquillity. Orange County schools, including Hamlin Elementary, Hamlin Middle, and Horizon High School, enhance the appeal of this vibrant community.

7673 Silver Meadow Street, Winter Garden

16840 Hobe Sound Court, Winter Garden
$510,000
3 Beds ⋅ 3 Baths ⋅ O6374947 MLS
Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks the family room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one-bathroom impresses with double bowl vanities, toilet room with privacy door, shower/tub space, and spacious walk in closet. As we head up to the second floor, we are greeted with a loft area and two additional bedrooms. The upstairs bedrooms share a bathroom and linen closet for extra storage. This home features a two-car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterleigh, the Cordale 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.*

16840 Hobe Sound Court, Winter Garden

16821 Hobe Sound Court, Winter Garden
$490,000
3 Beds ⋅ 3 Baths ⋅ O6367156 MLS
Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks the family room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one-bathroom impresses with double bowl vanities, toilet room with privacy door, shower/tub space, and spacious walk in closet. As we head up to the second floor, we are greeted with a loft area and two additional bedrooms. The upstairs bedrooms share a bathroom and linen closet for extra storage. This home features a two-car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterlerigh, the Cordale 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.*

16821 Hobe Sound Court, Winter Garden

1286 Winter Green Way, Winter Garden
$219,900
2 Beds ⋅ 2 Baths ⋅ G5104510 MLS ⋅ N/A BLDG.
Motivated sellers!!! Discover this charming 2-bedroom, 1.5-bath townhouse located just 2 miles—about 5 minutes—from downtown Winter Garden. Perfectly positioned for convenience and entertainment, this home offers a lifestyle you'll love. Enjoy being a short walk to Publix, close to abundant shopping and dining, and only 30 minutes from Disney and other world-class theme parks. Commuters will appreciate quick access to the Turnpike and 429, both just 2 miles away. Inside, the home is in excellent condition and features renovated bathrooms along with high ceilings that create a bright, spacious feel. Whether you're seeking a cozy place to call home or a solid investment property, this townhouse checks all the boxes. Lawn care is included in the HOA, making maintenance effortless. Residents also enjoy access to a community pool and park, providing the perfect place to relax, stay active, or spend time with family and friends. Nestled in a vibrant community and offering one of the best locations in Winter Garden, this townhome combines comfort, convenience, and outstanding amenities. Don't miss this incredible opportunity—schedule your showing today and make it yours!

1286 Winter Green Way, Winter Garden

2308 Axel Street, Winter Garden
$577,063
4 Beds ⋅ 3 Baths ⋅ G5118413 MLS
Virtually Staged. Under Construction. Welcome to 6117 Flowering Cherry Bend, a beautifully designed new construction home located in the desirable Avalon Woods community of Winter Garden. The Anna Maria floor plan offers 2,235 square feet of thoughtfully designed single-story living with 4 bedrooms and 3 full bathrooms. Step inside to an inviting open-concept layout featuring a spacious great room that flows seamlessly into the kitchen and dining areas—perfect for both everyday living and entertaining. The private primary suite provides a relaxing retreat with a well-appointed ensuite bath and generous closet space, while three additional bedrooms provide flexibility for family, guests, or a home office. Located in Avalon Woods, residents can enjoy community amenities including a park, playground, and walking trails.

2308 Axel Street, Winter Garden

15318 Beamleigh Road, Winter Garden
$438,000
3 Beds ⋅ 3 Baths ⋅ S5158128 MLS
Welcome to this beautifully updated 3-bedroom, 2.5-bath home, offering a spacious and functional layout with modern finishes throughout. The main living area features an inviting open-concept design complemented by luxury vinyl plank flooring, creating a seamless flow between the living, dining, and kitchen spaces. The kitchen serves as the centerpiece of the home, featuring upgraded cabinetry, a large center island, and a farmhouse-style sink, with plenty of space for everyday meals and entertaining. Upstairs, the primary bedroom offers a private en-suite bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. An open flex space on the second floor adds even more versatility and can be used as a media area, playroom, office, or additional lounge. Additional improvements include a roof replaced in 2018 and A/C installed in 2019. Conveniently located near schools, shopping, restaurants, and major roadways, this home combines modern updates, flexible living spaces, and everyday convenience.

15318 Beamleigh Road, Winter Garden

17723 Japonica Bloom Drive, Winter Garden
$395,000
3 Beds ⋅ 3 Baths ⋅ O6432610 MLS ⋅ 17723 BLDG.
SELLER OFFERING $10,000 TOWARDS BUYER CLOSING COST WITH AN ACCEPTABLE OFFER!! Why wait for new construction when this move-in-ready Ashton Woods home in Northlake at Ovation is ready for you now? Tucked away among the beautiful conservation areas of Horizon West, this hidden Winter Garden gem offers modern style, fantastic amenities, and an unbeatable location. The award-winning Kendall II floor plan features 3 bedrooms, 2.5 baths, 1,584 sq. ft., a private brick-paver courtyard, and a full-size 2-car garage. The open-concept first floor showcases wood-look ceramic tile and a stylish kitchen with quartz countertops, stainless steel appliances, designer lighting, and modern finishes, flowing seamlessly into the dining and living areas. Upstairs, the spacious Owner’s Suite offers a walk-in closet and private bath with dual vanities and an oversized shower. Two additional bedrooms, a full bath, and a versatile loft/landing provide plenty of room for guests, a home office, or additional living space. Enjoy the Northlake lifestyle with a community clubhouse, resort-style pool, playground, and dog run. Publix, restaurants, shopping, schools, and bike paths are just minutes away, along with convenient access to Disney, SR-429, and I-4. Newer construction without the wait—and priced to MOVE! Schedule your showing today before this Winter Garden opportunity is gone!

17723 Japonica Bloom Drive, Winter Garden

6279 Sunny Time Avenue, Winter Garden
$545,000
3 Beds ⋅ 3 Baths ⋅ O6412141 MLS
Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Haddock bungalow, a brand-new home that combines modern design and ultimate comfort. This home includes 3 spacious bedrooms, 2 full bathrooms, a powder room, a loft, a covered lanai, and a 2-car rear-load detached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. The kitchen boasts a large center island, a convenient storage pantry, and Whirlpool stainless steel appliances—including a vented microwave. Elkins white cabinetry, a decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite and en suite bathroom, two spare bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a glass-enclosed shower, quartz-topped dual vanity, private water closet, and linen closet. Throughout the entire first floor, bathrooms, and laundry room enjoy the beauty and convenience of ceramic tile. Plush, stain-resistant Shaw carpet covers the stairs, loft, and bedrooms, adding comfort and style. Smart home features include a smart thermostat, a smart doorbell, and LED downlights—ensuring your home is as connected as it is stunning. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.

6279 Sunny Time Avenue, Winter Garden

6174 Whispering Glen, Winter Garden
$521,990
3 Beds ⋅ 3 Baths ⋅ O6407807 MLS
Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Benton bungalow by Pulte, a brand-new home that combines modern design and ultimate comfort. Featuring our Coastal exterior and located on a corner homesite, this home includes 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and top-of-the-line Whirlpool stainless steel appliances—including a vented microwave. White cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a frameless glass-enclosed shower, quartz-topped dual vanity, and linen closet. Throughout the first floor, enjoy the beauty of Wood-Look Luxury Vinyl Plank flooring, while tile enhances the laundry room and bathrooms. Plush, stain-resistant Shaw carpet covers the stairs and bedrooms, adding comfort and style. Smart home features include a smart thermostat, a video doorbell, and LED downlights—ensuring your home is as connected as it is stunning. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.

6174 Whispering Glen, Winter Garden

6159 Flowering Cherry Bend, Winter Garden
$679,176
4 Beds ⋅ 3 Baths ⋅ G5111054 MLS
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 Anna Maria, an award-winning single-story, 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. 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.

6159 Flowering Cherry Bend, Winter Garden

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