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6230 Sunny Time Avenue, Winter Garden
$467,690
3 Beds ⋅ 3 Baths ⋅ O6410861 MLS ⋅ 22 BLDG.
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 Julep Exterior unit townhome, a new construction home that seamlessly combines luxury and convenience. This modern townhome features 3 bedrooms, 2 full bathrooms, a powder room, a loft, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, white cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, and powder room, is finished with elegant tile flooring. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Three additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. In the bathrooms and laundry room, you’ll also find beautiful tile. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Julep townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

6230 Sunny Time Avenue, Winter Garden

9652 Amber Chestnut Way, Winter Garden
$415,000
4 Beds ⋅ 3 Baths ⋅ O6409704 MLS ⋅ Watermark BLDG.
No Carpet, Resort-Style Amenities, and One of Horizon West's Most Desirable Communities! Located in the sought-after WaterMark community, this move-in-ready 4-bedroom, 2.5-bath townhome offers the perfect blend of style, functionality, and convenience. The open-concept floor plan features tile flooring throughout the main level, luxury vinyl flooring upstairs, abundant natural light, and a flexible downstairs bedroom ideal for guests, a home office, or playroom. The upgraded kitchen showcases granite countertops, an extended tile backsplash, stainless steel appliances, rich cabinetry, and a walk-in pantry. Upstairs, the spacious primary suite features tray ceilings, dual closets, and a large ensuite bath with dual vanities and an oversized walk-in shower. Enjoy outdoor living in the private screened courtyard, along with a refreshed paver driveway and recent interior paint updates. Residents of WaterMark enjoy resort-style amenities including pools, fitness centers, walking trails, playgrounds, dog parks, and a clubhouse. Just minutes from Hamlin Town Center, top-rated schools, Disney, shopping, dining, and major highways, this is Horizon West living at its best.

9652 Amber Chestnut Way, Winter Garden

15031 Purple Martin Street, Winter Garden
$775,000
5 Beds ⋅ 3 Baths ⋅ O6404626 MLS
Horizon West is one of Central Florida's most exciting places to call home, located just 8 miles from Walt Disney World and close to everything Orlando has to offer! This spacious 5-bedroom, 3-bath, 3-car tandem garage residence, is ideally situated on an oversized corner lot, offering the perfect blend of space and functionality. Plenty of room for your dream pool and outdoor kitchen. Inside, this 3318 SqFt floorplan offers an abundance of room for living and entertaining. BONUS...there is also a designated office, guest room and full bath downstairs, and a spacious upstairs loft. Recent improvements include brand new kitchen cabinets, new office cabinetry, a new dishwasher, and a new oven installed 2025. The spacious layout, combined with the oversized lot, provides endless potential both inside and out. Residents enjoy access to a variety of community amenities, including a community pool, scenic dock, beautiful lakes throughout the neighborhood, basketball courts, tennis courts, and a large community park/playground. Located within a top-rated school district and just a couple blocks from Summerlake Elementary School, this home is also minutes from some of Horizon West's most popular attractions including PopStroke, Urban Air Adventure Park, Cinepolis Cinemas, along with shopping, dining, entertainment, fitness centers, and everyday conveniences. With its unbeatable location near Walt Disney, and spacious layout, this home is a fantastic opportunity in Horizon West!

15031 Purple Martin Street, Winter Garden

980 Stucki Terrace, Winter Garden
$225,000
3 Beds ⋅ 2 Baths ⋅ O6406121 MLS ⋅ 980 BLDG.
Here is your opportunity to own this affordable corner unit townhome. Charming 3 bedroom, 2 bathroom in Winter Garden with low HOA. Make this your home or add this to your rental investment portfolio. One level townhome with master bedroom with ensuite bathroom at the front of the unit. The two other bedrooms are located at rear of the unit. Bathroom was recently remodeled with floor to ceiling tile stand-up walk-in shower. New lower kitchen cabinets with beautiful countertop. Property is tile throughout. This town home is a corner unit, which gives you additional side yard space and a covered screen in lanai at the back of the unit. Community offers a large swimming pool and clubhouse. Located directly off Hwy 50, close to the Historic downtown Winter Garden and Winter Garden Village with lots of restaurants, boutiques, shopping, farmers market/activities. You also have access to major highways 429/turnpike,408. Schedule your showing today.

980 Stucki Terrace, Winter Garden

11271 Hollow Bay Drive, Winter Garden
$825,000
5 Beds ⋅ 4 Baths ⋅ O6403252 MLS
Waterleigh presents the Cresswell. This two-story all concrete block construction single-family home features 5 bedrooms and 4 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 5th bedroom along with a full bathroom. The well-appointed kitchen overlooking the great 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. As we 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 Cresswell 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.*

11271 Hollow Bay Drive, Winter Garden

14187 Jomatt Loop, Winter Garden
$940,000
6 Beds ⋅ 4 Baths ⋅ O6393373 MLS
Rare opportunity to own a 6-bedroom, 4,181 sq ft home with water views in Winter Garden's Cypress Reserve community. Built in 2019, this spacious residence sits on a premium homesite with expanded distance from neighboring properties, providing privacy rarely found in newer construction neighborhoods. The home features a gourmet kitchen with two oversized islands, ideal for entertaining and everyday living. The open-concept layout flows seamlessly into large living and dining spaces filled with natural light and scenic water views. With six bedrooms and 3.5 bathrooms, this home offers exceptional flexibility for multigenerational living, guest accommodations, or dedicated work-from-home spaces. Located just minutes from Downtown Winter Garden, residents enjoy easy access to award-winning restaurants, boutique shopping, the popular Winter Garden Farmers Market, and miles of outdoor recreation along the West Orange Trail. The property is also near the highly anticipated Tucker Ranch Park development, which will bring new green spaces, trails, and community amenities to the area. Homes offering over 4,000 square feet with water views in Winter Garden are rarely available, making this an exceptional opportunity in one of Central Florida’s most desirable communities.

14187 Jomatt Loop, Winter Garden

6221 Argent Wood Drive, Winter Garden
$915,000
5 Beds ⋅ 5 Baths ⋅ O6388355 MLS
Experience luxury living in this pristine, brand-new 2025 construction located in the highly desirable Winter Garden area. This stunning Pulte home boasts over 3,800 sq. ft. of meticulously designed space, featuring 5 bedrooms, 4.5 bathrooms, a dedicated home office, and a versatile loft. Wake up to serene, unobstructed water views from your backyard—the perfect backdrop for relaxation. Loaded with high-end upgrades and premium finishes throughout, this residence sets a new standard for elegance. Residents will soon enjoy exclusive community amenities, including a resort-style pool, fitness center, and clubhouse. Perfectly situated near top-rated schools, dining, and shopping in Hamlin. Your dream home awaits!

6221 Argent Wood Drive, Winter Garden

15162 Canopy Cover Drive, Winter Garden
$830,000
2 Beds ⋅ 2 Baths ⋅ S5139203 MLS
$20K FOR CLOSING COSTS!! REDUCED PRICE TAKE ADVANTAGE!! HEATED SALT WATER POOL IN A CONSERVATION LOT! This exceptional Mystique model by Pulte showcases one of the most impressive outdoor living spaces within Del Webb Oasis, a boutique 55+ resort-style community just minutes from Orlando’s top attractions. Situated on a premium conservation lot, this home offers privacy, tranquility, and unobstructed natural views—an ideal setting for those seeking an elevated and peaceful living experience. With more than $100k in upgrades. At the heart of the property is a remarkable outdoor retreat. Enjoy a custom heated saltwater pool, spa with App-controlled pool features for temperature and lighting and an extended covered lanai featuring a fully equipped outdoor kitchen in this Peaceful conservation backdrop with no rear neighbors. Designed for year-round enjoyment, this space is perfect for entertaining, relaxing, and embracing Florida living at its finest. Sliding glass doors seamlessly connects the indoor living areas to the lanai, enhancing the home’s expansive and open feel. The exterior also includes gutters for added protection and maintenance ease. Inside, this single-story residence features 2 bedrooms, a flex room, perfect for an office, hobby space, or guest accommodations 2 bathrooms, and a 3-car tandem garage. The open-concept layout offers tall ceilings, abundant natural light, and a spacious gathering room. The gourmet kitchen is equipped with built-in Whirlpool appliances, 42” white soft-close cabinetry, Quartz countertops, decorative tile backsplas. The kitchen boasts exquisite, luxurious finishes that elevate the confort and elegance of this wonderful home. The owner’s suite includes a luxury frameless glass walk-in shower, dual quartz vanities, a linen closet, and elegant finishes.. Additional interior upgrades include designer tile flooring throughout, crown molding, 8’ interior doors, comfort-height toilets, and brushed nickel hardware. The laundry room features Whirlpool washer and dryer, quartz countertop, a utility sink, and upgraded cabinetry. This home offers multiple automated features for effortless living: • Electric curtains in the living room and owner’s suite – Controlled via mobile app or Alexa • Smart security camera system, fully app-managed • App-controlled pool system • Watershield Gold softener system included Del Webb Oasis is a natural-gas 55+ community offering resort-style amenities such as a zero-entry pool with sun shelf and lap lanes, private cabanas, spa, fire pits with fireworks views, fitness center, tennis and pickleball courts, walking trails with fitness stations, and a robust calendar of activities organized by a full-time Lifestyle Director. Combining a premier conservation lot, a standout outdoor living area, and high-end interior upgrades, this residence stands out as one of the most desirable homes available in Del Webb Oasis’s 55+ collection. At last, the property you've been waiting for is here - A refined, luxurious retreat just for you.

15162 Canopy Cover Drive, Winter Garden

557 W Plant Street, Winter Garden
$1,000,000
O6356390 MLS
Situated just off the lively Plant Street corridor, this renovated professional office building at 557 W. Plant Street offers high visibility and steady daily traffic from both Plant Street and the West Orange Trail, which runs directly behind the property. The location places you within a short walk to Crooked Can, Plant Street Market, City Hall, coffee shops, restaurants, and the weekly downtown market, allowing your business to be part of the everyday rhythm of Winter Garden. The building has been thoughtfully updated with a new roof, new mechanical systems, and new electrical work, providing peace of mind for long-term use. Inside, the layout is warm and functional, offering five private offices, a conference room, a training room, three restrooms, and a kitchen/breakroom, making it well-suited for a variety of professional uses. This is a move-in-ready opportunity to establish your business in one of Winter Garden’s most walkable and desirable locations, surrounded by community activity and local charm.

557 W Plant Street, Winter Garden

6334 Wild Persimmon Way, Winter Garden
$913,313
6 Beds ⋅ 5 Baths ⋅ G5113852 MLS
Virtually Staged. Under Construction. Welcome to this beautifully designed Tidewater Bonus new-construction home in the highly sought-after Avalon Woods community of Winter Garden! Built in 2026, this spacious residence offers modern finishes, an open-concept layout, and a prime location just minutes from Hamlin Town Center, shopping, dining, top-rated schools, and major highways. Inside, you’ll find a bright and inviting floor plan featuring a large kitchen with upgraded cabinetry, stainless steel appliances, stone countertops, and an oversized island overlooking the main living and dining areas — perfect for entertaining. The spacious primary suite offers a private retreat with a walk-in closet and a well-appointed bathroom with dual vanities and a large walk-in shower.

6334 Wild Persimmon Way, Winter Garden

9124 Merlon Drive, Winter Garden
$960,000
5 Beds ⋅ 5 Baths ⋅ O6415804 MLS
Welcome to a spacious and beautifully appointed lakeview home in the desirable Latham Park South community of Winter Garden. Offering 5 bedrooms, 4 full bathrooms, 1 half bath, and approximately 3,777 square feet, this impressive residence blends comfort, functionality, and elegant everyday living. The open-concept layout is designed for modern living, featuring a bright main living area, a stylish kitchen with a large center island, stainless steel appliances, and a walk-in pantry. The kitchen flows seamlessly into the dining and family spaces, creating an ideal setting for entertaining or relaxing at home. Enjoy serene lake views from the home and take advantage of Latham Park South’s sought-after Winter Garden location, with access to community amenities and close proximity to Hamlin Town Center, shopping, dining, top-rated area schools, and SR-429. 9124 Merlon Drive is a beautiful opportunity to enjoy space, style, and location in one of Winter Garden’s most desirable areas.

9124 Merlon Drive, Winter Garden

279 Doe Run Drive, Winter Garden
$599,000
3 Beds ⋅ 3 Baths ⋅ TB8513595 MLS
Virtually Staged. Discover your dream home in the heart of vibrant Winter Garden! This charming 3/2.5 with spacious loft offers modern upgrades galore—brand-new roof & carpet (2026), stunning 2025 kitchen remodel, fresh downstairs flooring, new water heater, epoxy garage with ceiling-mounted storage rack, elegant crown molding, 6” baseboards, wooden trim/chairail moldings, wainscoting picture frames, widened driveway, new exterior paint, and huge walk-in master closet. Enjoy a fully fenced backyard oasis with expansive 24x24 pavers on a generous 6,048 sq ft lot (Flood Zone X). Low HOA in this neighborhood. Minutes to downtown, shops, dining & highways—your perfect Central Florida lifestyle awaits! Some photos are virtually staged.

279 Doe Run Drive, Winter Garden

638 English Lake Drive, Winter Garden
$925,000
5 Beds ⋅ 4 Baths ⋅ O6409735 MLS
WELCOME HOME to this beautiful move-in ready 5 bedroom, 3.5 bath saltwater POOL home nestled in the sought after Westfield Lakes community! Perfectly blending comfort, style, and the very best of Florida living. From the moment you enter, you’ll appreciate the spacious and thoughtfully designed floorplan featuring a private home office, formal living room, formal dining room, and an expansive main living area enhanced by rich wood flooring and an abundance of natural light throughout. The heart of the home is the stunning gourmet kitchen, complete with granite countertops, 42-inch cabinetry with crown molding, a walk-in pantry, oversized center island, stainless steel appliances, breakfast bar, and plenty of prep space. The kitchen flows seamlessly into the main living area with French doors opening directly to the expansive screened lanai, creating the ultimate indoor outdoor lifestyle. Step outside to your own private outdoor oasis featuring sparkling heated saltwater pool overlooking a tranquil pond and conservation area with no rear neighbors. Upstairs, you’ll find a large loft area and 4 additional bedrooms. The primary suite serves as a true retreat, featuring a tray ceiling, dual walk-in closets, and a ensuite bath complete with dual vanities, soaking tub, and a separate walk-in shower. Enjoy peace of mind with a NEW ROOF (2022) and a fully updated saltwater pool system featuring a new pump, salt cell, and filter housing. Residents of Westfield Lakes enjoy outstanding community amenities including two playgrounds, tennis courts, and fishing docks on scenic Lake Beulah. Conveniently located just minutes from top-rated schools, shopping, dining, major highways, biking and walking trails, and everything that makes Central Florida living so desirable. Schedule your private showing today!

638 English Lake Drive, Winter Garden

16746 Turtle Hatch Drive, Winter Garden
$1,265,000
6 Beds ⋅ 5 Baths ⋅ O6406556 MLS
Behind the gates of the Waterside community in Winter Garden, this exceptional residence offers a rare blend of luxury, thoughtful design, and modern functionality. Built in 2018, this beautifully upgraded 6 bedroom, 4.5 bathroom home spans 4,451 square feet and includes a spacious 3 car garage, all positioned within one of Winter Garden’s most desirable gated communities. From the moment you enter through the charming front courtyard entrance, the home showcases refined finishes, expansive living spaces, and an open concept layout designed for both everyday comfort and upscale entertaining. A dramatic two story entry and soaring two story great room create an impressive first impression, while abundant natural light pours throughout the home enhancing the warm yet elegant atmosphere. Additional architectural details including crown molding, tray ceilings, and elegant rod iron stair railings further elevate the design. The gourmet kitchen serves as the centerpiece of the home featuring quartz countertops, a designer tile backsplash, vent hood, gas range, double convection ovens, oversized island, abundant cabinetry, built-in desk area, and an expansive eat in kitchen area ideal for both casual dining and entertaining family and guests. The thoughtfully designed first floor features a spacious primary suite highlighted by tray ceilings, ceiling fan, dual walk in closets, and a spa inspired ensuite bathroom complete with dual sinks, granite countertops, garden tub, and a luxurious walk-through shower with dual shower heads. A private guest suite with its own ensuite bath and tile glass enclosed walk in shower offers the perfect setup for visitors or multi generational living. A dedicated office with double door entry, elegant formal dining room with tray ceiling, expansive great room, convenient half bath, and exceptional storage throughout further enhance both the functionality and sophistication of the home. Upstairs, the second floor features four additional bedrooms, two additional bathrooms, and a spacious bonus room with double door entry complete with a private balcony overlooking the backyard, creating the perfect retreat for entertaining, relaxing, or family gatherings. Outdoor living is equally impressive with a covered rear patio featuring pavers and ceiling fan, offering the perfect place to relax or entertain while enjoying the privacy of having no rear neighbors. The property also offers ample space to create your dream pool and outdoor entertaining area. Additional highlights include a tankless water heater, window blinds throughout, crown molding, and the home is prewired for a future outdoor kitchen. Neighborhood amenities include a community pool, recreational facilities, and playground. Located within gated Waterside, residents enjoy a private and exclusive atmosphere while remaining just minutes from top rated schools, shopping, dining, Disney, downtown Winter Garden, and major roadways including the 429, Turnpike, and 408. This is more than a home, it is a lifestyle defined by space, craftsmanship, privacy, and location in one of Central Florida’s premier communities

16746 Turtle Hatch Drive, Winter Garden

708 Orange Belt Loop, Winter Garden
$735,000
3 Beds ⋅ 2 Baths ⋅ G5112211 MLS
LOCATED IN THE HIGHLY SOUGHT AFTER GOLF CART DISTRICT OF DOWNTOWN WINTER GARDEN!!! This beautifully maintained and move-in ready, this immaculate 3-bedroom, 2-bath home offers comfort, style, and convenience in one exceptional package. Featuring all tile flooring throughout with no carpet, stunning plantation shutters, the open and spacious floor plan seamlessly connects the kitchen, dining, and family room areas-perfect for both everyday living and entertaining. The oversized primary suite includes a cozy sitting area, while the en-suite bath features dual sinks, a relaxing garden tub, and a walk-in shower. A desirable split-bedroom layout provides privacy, with two additional bedrooms and a full bath located on the opposite side of the home. The chef's kitchen is fully equipped with stainless steel appliances, 42-inch cabinetry, a built-in DOUBLE oven and microwave, gas cooktop, and an extra-large pantry. The inside laundry room offers added convenience with shelving, storage cabinets, and utility sink. The garage also includes overhead storage for additional organization. Step outside to extended screened porch, offering plenty of room to relax and enjoy the peaceful pond view with no immediate rear neighbors. A dog park is an added community perk and adds even more convenience for pet lovers. Located just blocks from downtown Winter Garden, you'll enjoy easy access to holiday events, local restaurants, charming shops, the award-winning farmers market, and the popular golf cart district. This is a home you do NOT want to miss!!! Schedule your private tour today.

708 Orange Belt Loop, Winter Garden

897 Landrum Drive, Winter Garden
$895,000
4 Beds ⋅ 4 Baths ⋅ O6404632 MLS
Welcome to one of Winter Garden's most coveted addresses — nestled in the heart of the Golf Cart District, this beautifully appointed Oakland Park home delivers the Florida lifestyle you've been waiting for. With 4 bedrooms, 3.5 bathrooms, and 3,012 square feet of thoughtfully designed living space, this 2013-built corner lot residence blends everyday comfort with elevated finishes at every turn. Step inside to soaring vaulted ceilings in the family room that create an immediate sense of volume and light. Rich wood flooring flows through the downstairs living areas, complemented by clean ceramic tile and plush carpet in the bedrooms — a seamless combination of warmth and function. The open layout is designed for real living, whether it's a quiet evening in or hosting the people you love most. Outside, brick pavers set the tone for an outdoor living experience that's genuinely special. A large covered back patio creates the perfect setting for morning coffee or evening entertaining, while a classic breezeway connects the home to the garage with both style and practicality. But it's the location that truly sets this home apart. Oakland Park is one of Central Florida's most sought-after communities — complete with two resort-style pools, a beautifully appointed clubhouse, and a dedicated dog park. Step outside your door and hop on your golf cart to access the iconic West Orange Trail, or cruise just minutes into the heart of Downtown Winter Garden, where Plant Street Market, award-winning restaurants, rooftop bars, and a thriving local food scene await. This is the rare home where community, convenience, and character all converge.

897 Landrum Drive, Winter Garden

14255 Hampshire Bay Circle, Winter Garden
$1,125,200
4 Beds ⋅ 5 Baths ⋅ O6395612 MLS
Virtually Staged. NEW ROOF (2025) ~ TWO NEW A/C UNITS (2024) ~ and a NEW WATER HEATER (2024) headline this exceptional LAKEFRONT ESTATE on Black Lake, where recent RENOVATIONS and thoughtful design have transformed the home into a must-see retreat designed to impress. Bring your MOTORIZED BOATS and embrace the ultimate waterfront lifestyle from your own private slice of paradise! Ideally situated behind the gates of Bay Isle in Winter Garden, this remarkable home is the cherry on top of 6.44 ACRES surrounded by lush mature trees and sweeping LAKE VIEWS, creating a peaceful personal oasis just minutes from everything. A paver driveway and COURTYARD ENTRANCE invite you into the residence, complemented by a split 3-car garage and beautiful architectural details that set the tone for what awaits inside. Spanning OVER 4,000 SQ FT of curated living space, the home blends timeless craftsmanship with a fresh, modern edge. Sleek PORCELAIN TILE and rich WOOD FLOORS flow throughout, while intricate DESIGN WORK and CUSTOM BUILT-INS add character and sophistication from floor to ceiling. Designed with both everyday living and entertaining in mind, the layout offers MULTIPLE LIVING AREAS & FLEX SPACES, and formal living and dining rooms, all positioned to maximize NATURAL LIGHT and capture the home’s breathtaking water views. Walls of windows pull the outdoors in, creating a light-filled atmosphere that highlights the beauty of the surrounding landscape! At the heart of the home, the GOURMET KITCHEN delivers everything a home chef could want and more. Outfitted with a gas range, gas oven, waterfall island, dual pantries for abundant storage, and a rare Doyon Etuve Proofer, the space is as functional as it is impressive, easily supporting everything from quiet dinners to large gatherings. Your MAIN FLOOR OWNER’S SUITE is a true retreat with tranquil views of Black Lake, a sitting area, a dedicated dressing space, and a beautifully designed modern en-suite bath that feels straight out of a home magazine. Throughout the rest of the home, additional bedrooms and flexible spaces offer endless possibilities for guests, offices, hobbies, or creative pursuits. Step outside and the lake lifestyle truly comes to life. MULTIPLE OUTDOOR LIVING SPACES invite you to relax, entertain, or simply take in the scenery, while the PRIVATE DOCK on Black Lake makes it easy to bring your boat and enjoy everything lakefront living has to offer. Despite the sense of seclusion, this home remains incredibly convenient to daily life. Shopping, dining, and major roadways including SR-429 are just minutes away, placing you close to Winter Garden’s vibrant charm, area attractions, and world-famous theme parks. Elegance personified, this extraordinary home delivers the privacy, style, and space you have been searching for. Bring your boat, embrace the lake life, and discover the lifestyle waiting for you in Bay Isle!

14255 Hampshire Bay Circle, Winter Garden

1019 Portmoor Way, Winter Garden
$580,000
3 Beds ⋅ 3 Baths ⋅ O6414940 MLS
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1019 Portmoor Way in Winter Garden, a 2-story home offering 3 bedrooms, 3 bathrooms, a balcony, and a layout designed for comfortable everyday living. All bedrooms are located on the upper floor, creating separation between the main living areas and private spaces. Inside, the home offers a functional floorplan with room for relaxing, dining, and entertaining. The primary suite features upgraded walk-in closet space and French doors added in 2022, while the guest half bath was fully upgraded in 2022. Additional improvements include a new garbage disposal in 2024, new upstairs windows installed in 2020 by the previous owner, a new boiler in 2025, and a new HVAC system in 2026. Outdoor living is a standout feature, with a covered patio overlooking the screened in-ground pool. The pool was installed in 2020 by the previous owner, with a new pool pump added in 2024 and a new motor in 2026. The balcony adds another outdoor space to enjoy fresh air, while the covered patio and screened pool area provide a comfortable setting for lounging, dining, and entertaining. The exterior has also been thoughtfully maintained, with the home sealed and painted in 2026, new landscaping completed in 2026, and a roof installed in 2018 by the previous owner. These updates add to the home’s overall appeal and help support a move-in-ready feel. The community offers a strong amenity package, including a pool, park, clubhouse, fitness center, and restaurant, giving residents convenient options for recreation, gathering, dining, and everyday enjoyment close to home. Located in Winter Garden, the home is set in one of Central Florida’s most desirable areas, known for shopping, dining, parks, trails, community events, and access to major roadways. The location provides convenient connections to Horizon West, Hamlin, Windermere, Walt Disney World, and the greater Orlando area while maintaining a residential neighborhood setting. Be sure to ask about the assumable VA loan opportunity with a low interest rate, offering potential savings and added value for qualified buyers.

1019 Portmoor Way, Winter Garden

13878 Peach Orchard Way, Winter Garden
$569,900
4 Beds ⋅ 3 Baths ⋅ O6413152 MLS
Welcome Home to this beautifully maintained 4-bedroom, 3-bathroom property located in the highly sought-after Orchard Park community in Winter Garden. Offering over 2,100 square feet of thoughtfully designed living space, this spacious single-story residence features an open-concept floor plan that seamlessly connects the kitchen, dining, and living areas, creating the perfect setting for both everyday living and entertaining. Recent updates completed in May 2026 include a freshly repainted interior, brand new sod, AC system serviced and cleaned, and new carpet in the primary bedroom, providing peace of mind and a truly move-in ready experience. The well-appointed gourmet kitchen showcases granite countertops, a built-in oven and cooktop, abundant cabinetry, a spacious pantry, and overlooks the main living areas enhanced by luxury vinyl flooring throughout. Plantation shutters are on the windows along the rear of the home, adding both style and functionality while enhancing the home's natural light and views of the backyard. The private primary suite serves as a relaxing retreat with a walk-in closet and en-suite bathroom, while three additional bedrooms and two full bathrooms offer flexibility for family, guests, or a home office. Additional interior highlights include abundant natural light, a spacious laundry room, and ample storage throughout. Step outside to your own backyard oasis where an expansive covered lanai overlooks a fully fenced yard featuring an extended paver patio, custom fire pit, and outdoor grill, creating the ideal setting for entertaining, outdoor dining, or simply enjoying Florida evenings at home. Ideally situated just minutes from Hamlin Town Center, shopping, dining, entertainment, top-rated schools, and convenient access to SR-429, this home offers the perfect balance of location and lifestyle. Residents enjoy access to community amenities including a resort-style pool, playground, dog park, and scenic sidewalks throughout the neighborhood. HOA fees includes your Lawncare! Combining comfortable indoor living, impressive outdoor entertaining space, recent updates, and an unbeatable Winter Garden location, this exceptional home is ready to welcome its next owners. Schedule your showing today!

13878 Peach Orchard Way, Winter Garden

503 First Cape Coral Drive, Winter Garden
$540,000
4 Beds ⋅ 2 Baths ⋅ O6381166 MLS
PRICE IMPROVEMENT!! Set within a gated community, Black Lake Park, just moments from Winter Garden Village - This beautifully maintained corner-lot residence offers a rare blend of everyday convenience and true lake-life access. A standout feature of the community is the PRIVATE BOAT RAMP and dedicated boat parking, providing direct entry to Black Lake — an exceptional amenity seldom found so close to town. The home itself has been thoughtfully cared for and updated, featuring a 2022 roof, fully fenced backyard, and an open, airy floor plan designed for both comfort and entertaining. High ceilings enhance the sense of space, while the primary suite serves as a private retreat with two walk-in closets and generous proportions throughout. Ideally located near top local restaurants, shopping, and entertainment, this home is just a five-minute drive to historic Plant Street in downtown Winter Garden and offers easy access to major highways for a seamless commute. Whether enjoying waterfront weekends, dining out nearby, or relaxing at home, this property delivers a lifestyle that is as convenient as it is distinctive.

503 First Cape Coral Drive, Winter Garden

6530 Pasturelands Place, Winter Garden
$470,000
3 Beds ⋅ 3 Baths ⋅ O6390459 MLS ⋅ N/A BLDG.
DOWN PAYMENT ASSISTANCE AVAILABLE Welcome to your New Home with Brand New Inverter AC unit in a tranquil setting with a water view of a beautiful pond and conservation area. This well maintained townhome in the highly desirable Independence community of Horizon West. Over 2,000 sq ft, this home blends comfort, style, and convenience. Step inside the open floor plan, the spacious living and dining areas flow into the kitchen, complete with granite countertops and solid wood cabinets, creating a bright and functional layout, with additional flex-space at entry, perfect for home office or more. Upstairs, the primary suite offers a private retreat with walk-in closet and an en-suite bath with separate shower and garden tub. Two additional bedrooms overlook the beautiful pond. Enjoy outdoor living with private enclosed lanai and a detached two-car garage. 2-year roof. Independence offers resort-style amenities: pools, walking trails, sport courts, fitness facilities, parks, community boat dock and events. The HOA includes Spectrum 1GB high-speed internet, cable, premium streaming services, lawn maintenance and pest control. Close to shopping, dining and Walt Disney World!

6530 Pasturelands Place, Winter Garden

18041 Cider Mill Lane, Winter Garden
$813,191
5 Beds ⋅ 5 Baths ⋅ O6382386 MLS
Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 5 bedrooms and 4.5 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 kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a bedroom and a full bathroom. As we head up to the second floor, we are greeted with a loft area and 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.*

18041 Cider Mill Lane, Winter Garden

15620 Espalier Way, Winter Garden
$905,000
O6413631 MLS
Build your dream estate on this rare luxury lakefront homesite in the highly sought-after Independence community on Lake Hancock. Perfectly positioned among stunning multi-million dollar residences, this premium vacant lot offers breathtaking panoramic water views and the ultimate backdrop for refined waterfront living. Enjoy serene sunrises over the lake and magical evenings highlighted by dazzling Disney fireworks lighting up the horizon. This private, navigable lake invites you to fully embrace the lake lifestyle—whether it’s boating, paddleboarding, or simply unwinding by the water. With the ability to build your own private dock, you can design a custom home that seamlessly blends indoor-outdoor living while maximizing this extraordinary setting. Located just minutes from Hamlin’s vibrant shopping, dining, and entertainment, Independence also offers upscale amenities, scenic surroundings, and access to top-rated schools—all while being close to world-class attractions. This is more than just a homesite—it’s a chance to create a one-of-a-kind luxury retreat in one of Central Florida’s most desirable lakefront communities.

15620 Espalier Way, Winter Garden

14001 Country Estate Drive, Winter Garden
$1,000,000
4 Beds ⋅ 4 Baths ⋅ O6403044 MLS
Virtually Staged. RARE Opportunity in Country Lakes Estates! Homes in this sought-after enclave rarely come to market—don’t miss your chance to own this exceptional property situated on a stunning 1-acre lot with access to a private community boat ramp to Lake Tilden and Black Lake. Enjoy a peaceful, country setting while being just minutes from everything, including a short walk to Winter Garden Village for shopping, dining, and AdventHealth. Only 7 minutes to Downtown Winter Garden. This beautiful brick estate home features 4 bedrooms, 4 bathrooms, OVERSIZED 2-car garage, plus a separate workshop, all surrounded by majestic 100-year-old oak trees and a producing avocado tree. A full brick wall along the entire East side of property enhances both privacy and charm, creating a truly serene setting. A true outdoor retreat, the property boasts a massive screened 43,000-gallon pool and a 16' x 14' lanai with a vaulted tongue-and-groove ceiling. A convenient double screen door allows easy access for large outdoor furnishings and entertaining. Inside, the floor plan is designed for both comfort and functionality. The expansive kitchen offers abundant cabinetry and flows seamlessly into the breakfast area and oversized family room, highlighted by a soaring cathedral ceiling and a stunning fireplace. A formal living room with French doors, bay window, and window seat provides the perfect option for a home office. The split-bedroom layout ensures privacy. The oversized primary suite is tucked away and features a spacious bath with two walk-in closets, a sun tunnel for natural light, oversized shower and whirlpool soaking tub. Three additional bedrooms are located on the opposite side of the home with a pocket door creating a private wing—ideal for family or guests. One bedroom includes an en-suite bath, while the others share a hall bath. A full pool bath adds convenience for outdoor living. Custom-built with quality in mind, this home showcases brick brought in from Pennsylvania, solid wood interior doors, and double-pane Pella windows for efficiency. For hobbyists or entrepreneurs, the 24' x 16' workshop with concrete flooring, electricity (220 power as well), air compressor piping, and water access is a standout feature. Additional storage rooms and a chicken coop (ready for restoration) offer even more versatility—imagine enjoying fresh eggs right from your backyard. Updates Include: NEW Roof, gutters & downspouts (Jan 2026) Pool/lanai rescreened (Feb 2026) New variable-speed pool pump, filter & valves (Feb 2026) Well system check (Aug 2025) Septic serviced (Nov 2024) Water heater (July 2023) HVAC systems (2021 & 2018) Well pump & components (2018) Whole-house water filtration system (2015) and serviced annually in Dec. Benefit from well and septic systems, keeping utility costs low. Corner lot offering loads of privacy with one side brick wall. This home is more than a place to live—it’s a lifestyle. Spend your mornings under the oak canopy, stroll to brunch, enjoy community amenities like tennis and gazebo or launch your boat for a day on the water—all from your own neighborhood.

14001 Country Estate Drive, Winter Garden