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$1,080,000
4 Beds 5 Baths Twinwaters SubDv. 34787 Zip Code
Welcome home to this beautifully maintained 4-bedroom, 3 full bath, residence in sought-after Twinwaters. Featuring a designer kitchen with full-extension soft-close drawers and cabinets, 10-foot ceilings on the main level, 9-foot ceilings upstairs, crown molding, and central vacuum, this home offers both comfort and thoughtful upgrades throughout. Enjoy peaceful views of the expansive conservation area from your backyard with no rear neighbors, creating a private and relaxing setting. Professionally designed landscaping provides year-round color and fragrance, while local songbirds add to the natural charm. On clear evenings, catch a glimpse of Disney fireworks from home. Conveniently located just minutes from historic Downtown Winter Garden, shopping, dining, and premier golf destinations including Orange County National. Complete with a spacious 2-car garage, this warm and inviting home is ready for its next owner. Schedule your private showing today!

1651 Amsel Falls Park Terrace, Winter Garden

$844,000
4 Beds 4 Baths Northlake At Ovation SubDv. 34787 Zip Code
Under Construction. Welcome to the Eliot plan, a luxurious new home offering a perfect blend of elegance, comfort, and functionality with 4 spacious bedrooms, 3.5 bathrooms, and an expansive loft and home office area. This home features a stunning exterior design and is designed to enhance both style and livability, showcasing a covered front porch and a covered backyard lanai - perfect for outdoor relaxation and entertaining. Step into the extended entryway, which leads to a versatile home office area, offering the perfect space for productivity or leisure. The heart of this home is the chef-inspired kitchen, complete with a large island and premium stainless-steel appliances, including an electric cooktop, built-in oven/microwave combo, dishwasher, and vent hood. The luxurious primary suite is located on the first floor for ultimate convenience and privacy. Upstairs boasts an extended loft that provides an excellent space for lounging as well as three secondary bedrooms - one with its own ensuite! Additional features include an 8-foot front door and 8' doors on the 1st floor, upgraded flooring throughout, ample storage closets, and a new home warranty for peace of mind. Call today to schedule a tour!

17434 Honeybell Tangelo Court, Winter Garden

$399,000
3 Beds 3 Baths Orchard Hills Ph 4 SubDv. 34787 Zip Code
Investor opportunity in the highly desirable Orchard Hills community of Winter Garden. This well-maintained two-story townhome offers 3 bedrooms, 2.5 bathrooms, and approximately 1,712 square feet of living space with an open-concept layout, spacious family room, and private balcony overlooking peaceful tree and wooded views. The kitchen is equipped with modern appliances including built-in oven, cooktop, microwave, dishwasher, disposal, refrigerator, and electric water heater. Residents enjoy access to resort-style community amenities including a pool, fitness center, playground, park, sidewalks, and beautifully maintained common areas. Conveniently located near Winter Garden Village, Hamlin shopping and dining, top-rated schools, and quick access to SR-429, this property offers a combination of location, lifestyle, and investment potential in one of Central Florida’s most sought-after communities. The property is currently tenant-occupied. Current tenant is paying: $2325 per month until 2/28/27.

5686 Cypress Hill Road, Winter Garden

$539,900
4 Beds 4 Baths Waterleigh Ph 1b SubDv. 34787 Zip Code
Virtually Staged. **SELLER IS CONTRIBUTING $6000 TOWARD BUYER'S CLOSING COSTS ON A FULL PRICE CONTRACT. Welcome home, to the highly sought-after Waterleigh community in Winter Garden! This spacious 4-bedroom, 3.5-bathroom Cleardon model offers 2,477 square feet of thoughtfully designed living space and is perfectly located just 10 minutes from Walt Disney World. Step inside to an open-concept floor plan ideal for entertaining, featuring a large granite kitchen island, modern NEW stainless-steel appliances, abundant cabinetry, and a walk-in pantry. The first floor includes a private bedroom and full bath, making it perfect for guests, multigenerational living, or a home office. Upstairs, you’ll find a versatile loft, convenient laundry room with NEW washer and dryer, two secondary bedrooms with a shared bath, and a spacious primary suite complete with dual vanities, a walk-in shower, separate water closet, linen storage, and a generous walk-in closet. Recent updates include a NEW HVAC system, NEW appliances, NEW carpet and fresh interior & exterior paint. Enjoy resort-style living with access to community pools, walking trails, dog parks, miniature golf, beach volleyball, fitness center, and a vibrant calendar of neighborhood events. The HOA covers lawn care, sprinkler maintenance, and mulch replacement, making homeownership even easier. Don’t miss this incredible opportunity to own in one of Winter Garden’s most desirable communities. Schedule a showing, today!

8220 Bayview Crossing Drive, Winter Garden

$875,000
5 Beds 5 Baths Osprey Ranch-Ph 1 SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to one of the most beautifully designed homes in Horizon West, nearly 3700 square feet of luxury living space, and only 4 minutes from Disney World, Firework views nightly. This house is a MUST SEE. The open-concept floor plan includes an expansive great room that flows seamlessly to the covered lanai and spacious backyard. Perfectly positioned to capture breathtaking sunset views over open farmland. There is plenty of room to build your dream pool, and there are no rear neighbors! Built less than 2 years ago, this exceptional 5-bedroom, 4.5-bath residence offers spacious rooms, stunning modern farmhouse finishes throughout, and ample storage (a premium in Florida). From the moment you step inside, the home delivers an unforgettable WOW factor. Anchored by an oversized island and a designer gourmet kitchen with a gas range for any chef’s delight. The stellar floor plan features premium cabinetry, quartz countertops, and fixtures. There are three ensuite bedrooms, including a spacious primary suite, plus two secondary ensuite spaces. One of these ensuite spaces is conveniently located downstairs, making it ideal for guests or multigenerational living. Community amenities include: Pool, Splash Pad, Playground, Hiking & Biking Trails. Perfectly situated in the heart of Horizon West, this home is within walking distance of Flamingo Crossings shopping and dining, and the brand-new Ovation Elementary School, opening in August 2026. Convenient access to Hamlin, downtown Winter Garden, MCO, major roadways, shopping, dining, and entertainment make this location truly hard to beat. A rare combination of design, quality, functionality, views, and proximity to Disney. This is Central Florida luxury living at its best!

15652 Gentle Rain Drive, Winter Garden

$669,500
4 Beds 3 Baths Waterleigh Ph 2a SubDv. 34787 Zip Code
Welcome to the home you've been waiting for! This stunning 4-bedroom, 3-bathroom residence offers the perfect combination of modern design, thoughtful upgrades, and everyday comfort. From the moment you arrive, you'll appreciate the charming front patio and inviting curb appeal that make this home stand out from the rest. Step inside and be greeted by gorgeous custom wainscoting in the entryway, creating an elegant first impression and setting the tone for the stylish finishes found throughout the home. The open-concept floor plan is designed for effortless entertaining and everyday living, offering a bright and spacious atmosphere that immediately feels like home. At the heart of the home is an impressive kitchen featuring stainless steel appliances, a large walk-in pantry, abundant cabinetry, and a stunning designer island with a contrasting cabinet color that adds character, sophistication, and a custom-built feel. The kitchen seamlessly overlooks the dining and living areas, creating the perfect space for gathering with family and friends. The private owner's suite is thoughtfully situated at the rear of the home, providing a peaceful retreat. The spacious ensuite bathroom features dual vanities, a large walk-in shower, and an oversized walk-in closet designed to accommodate all your storage needs. The additional bedrooms and bathrooms offer flexibility for family, guests, or a home office, while the professionally converted garage flex space, complete with flooring and air conditioning, provides endless possibilities as a gym, game room, media room, office, homeschool room, or bonus living area. Designer touches continue throughout the home, including a beautiful modern accent wall in the dining room and upgraded lighting fixtures above both the dining area and kitchen island, adding warmth, style, and elegance throughout. Step outside to your enclosed lanai and FULLY FENCED IN backyard, perfect for entertaining, pets, playtime, or simply relaxing and enjoying Florida's beautiful weather. As an added bonus, the HOA includes landscaping, allowing for truly low-maintenance living. Beyond the home itself, you'll fall in love with the incredible resort-style amenities this sought-after community has to offer, including multiple pools, fitness centers, tennis courts, sand volleyball courts, playgrounds, scenic walking trails, and a vibrant calendar of community events throughout the year. Everyday conveniences are just a golf cart ride away, including Publix, Jersey Mike's, a nail salon, Kiddie Academy, and the soon-to-open Fifth Third Bank. This golf cart-friendly community was designed to make life easy, fun, and connected. Located in the highly desirable Horizon West area and zoned for Atwater Bay Elementary, you'll be just minutes from shopping, dining, entertainment, and outdoor recreation. Enjoy the charm of historic Downtown Winter Garden, the scenic West Orange Trail, and easy access to Orlando's world-famous attractions and theme parks. This home offers more than just beautiful living spaces, it offers a lifestyle. Why wait to build when you can move right into a home filled with upgrades and start enjoying everything Horizon West has to offer today? Schedule your private showing before this incredible opportunity is gone!

9717 Waterway Passage Drive, Winter Garden

$639,990
3 Beds 2 Baths Encore At Ovation SubDv. 34787 Zip Code
Virtually Staged. Some homes just feel different the moment you arrive; this one delivers before you ever step inside. Tucked into the sought-after community of Encore at Ovation, this single-story, 3-bedroom, 2-bath home - the Ashford model by M/I Homes - sits on a premium lot with no front neighbors and no rear neighbors – just open conservation & pond views in front, and the same stunning views out back. It offers the kind of privacy that's genuinely rare at this price point. Inside, the layout is as smart as it is beautiful. An open-concept design connects the chef's kitchen – complete with a gas range, oversized farmhouse sink, and large center island – to the dining area, family room, and extended covered lanai. Every inch of this space was designed to pull your eye toward the serene water view, whether you're winding down at night or starting the day with your morning coffee. Elegant wood-look porcelain tile flooring runs throughout, keeping things bright, clean, aesthetically appealing, and easy to maintain. The split floor-plan keeps the owner's suite tucked away for true privacy. It features dual vanities, a soaking tub, a walk-in glass-enclosed shower, and a walk-in closet that actually impresses. The two secondary bedrooms sit on the opposite side of the home – a layout that works wonderfully for guests, family, or for a dedicated home office space. An oversized laundry room with a utility sink and additional smart home features – fiber-optic internet, security system, and exterior cameras – round out a home that's as functional as it is well-appointed. With this home, location is simply an added bonus. Encore at Ovation sits less than 10 minutes from Walt Disney World, putting you at the center of everything Central Florida has to offer – world-class dining, entertainment, major employment corridors, and easy access to highways – while still coming home to a quiet, residential community with resort-style amenities including a clubhouse, fitness center, and resort-style pool. Lawn maintenance is included, so weekends are yours to actually enjoy. Move-in ready. Premium lot. Unbeatable location. This one checks the boxes most buyers spend months looking for. Contact us to schedule your private viewing today!

12410 Encore At Ovation Way, Winter Garden

$535,000
4 Beds 4 Baths Storey Grove Ph 1b SubDv. 34787 Zip Code
Located in the heart of Horizon West, 17167 Writing Aly offers the space, flexibility, and location buyers are looking for in Winter Garden. Just minutes from Hamlin Town Center, the 429, Disney, and Downtown Winter Garden, this home is positioned in one of Central Florida’s fastest-growing areas while still offering a true neighborhood feel with community green spaces, walking paths, and resort-style amenities nearby. Inside, the freshly repainted interior feels bright, clean, and move-in ready. The open-concept main living area flows seamlessly into the kitchen and dining spaces, creating a layout that works well for both everyday living and entertaining. One of the standout features of this floorplan is the rare dual primary suite setup, with one primary bedroom conveniently located downstairs and a second oversized primary suite upstairs, giving flexibility for multi-generational living, guests, or added privacy. Step outside to your private outdoor courtyard, perfect for grilling, relaxing, or creating an inviting entertaining space between the home and detached two-car garage. With thoughtful layout options, fresh interior updates, and a location close to everything Horizon West has to offer, this home checks boxes that are hard to find at this price point.

17167 Writing Alley, Winter Garden

$539,000
4 Beds 3 Baths Westhaven At Ovation SubDv. 34787 Zip Code
Under Construction. Toll Brothers New Construction. Our beautiful Rinker Corner unit townhome offers 2,031 square-feet, 4 bedrooms and 3 bathrooms plus loft. Upon entering the inviting foyer, you will find a spacious downstairs bedroom perfect for guests or office space. Leading to a bright kitchen and great room. The stunning kitchen is highlighted by a designer backsplash, modern cabinets, and upgraded countertops. With free-flowing space between the kitchen, great room and the casual dining area this townhomes offers the perfect open-concept living space. Secluded on the second floor is the primary bedroom, complete with a large walk-in closet, loft perfect for a second TV space and two additional secondary bedrooms that share a full bathroom. Additional highlights include a rear courtyard area, and a detached 2-car garage. The future resort-style amenities in this community will make your family feel they're on vacation year-round. Schedule an appointment today to see it for yourself! Closing cost assistance available.

13861 Easdale Alley, Winter Garden

$495,000
4 Beds 3 Baths Westhaven At Ovation SubDv. 34787 Zip Code
Under Construction. Toll Brothers New Construction. Our beautiful Autumn townhome offers 1,897 square-feet, 4 bedrooms and 3 bathrooms. Upon entering the inviting foyer, you will find a spacious downstairs bedroom perfect for guests or office space. Leading to a bright kitchen and great room. The stunning kitchen is highlighted by a designer backsplash, modern cabinets, and upgraded countertops. With free-flowing space between the kitchen, great room and the casual dining area this townhomes offers the perfect open-concept living space. Secluded on the second floor is the primary bedroom, complete with a large walk-in closet and two additional secondary bedrooms that share a full bathroom. Additional highlights include a rear courtyard area, and a detached 2-car garage. The resort-style amenities in this community will make your family feel they're on vacation year-round. There's still time to personalize this home with your preferred design upgrades.

12808 Sunset Walk Drive, Winter Garden

$935,000
5 Beds 5 Baths Westhaven At Ovation SubDv. 34787 Zip Code
This beautifully maintained Toll Brothers Delray floor plan is 2 years new and sits on one of the community’s most desirable lots, directly overlooking the scenic community park. With excellent curb appeal, a covered front porch, and a long brick paver driveway, the home welcomes you from the moment you arrive. Step inside the dramatic two-story foyer and discover an open, light-filled floor plan with thoughtfully chosen upgrades, neutral colors, and high-end finishes throughout. The heart of the home is the expansive kitchen featuring a large prep island, built-in ovens, vented cooktop, walk-in pantry, and abundant cabinetry for all your storage needs. A convenient downstairs bedroom with a full bath offers ideal space for guests or multigenerational living. Upstairs, a spacious bonus room provides flexible living options, while the impressive primary suite steals the show with two walk-in closets, a luxurious garden bath, oversized shower, and dual vanities. Every bedroom is generously sized, giving family members their own private retreats. Just around the corner, the brand-new community clubhouse with its modern contemporary design is scheduled to open in July, bringing a state-of-the-art fitness center and sparkling community pool within easy walking distance. Perfectly located just minutes from Disney, major highways, top-rated shopping, and dining, this home is also zoned for highly sought-after K-12 schools. Why wait to build when you can move into this like-new Delray now and settle in before the new school year begins? A rare opportunity to own an upgraded Toll Brothers home in an unbeatable location.

14102 Lochend Way, Winter Garden

$647,000
4 Beds 3 Baths Northlake/Ovation Ph 1 SubDv. 34787 Zip Code
Welcome to this stunning, nearly new home, just two years old and thoughtfully designed for modern living. Perfectly positioned directly across from a beautiful conservation area and just steps from the community amenities center, this exceptional residence offers the ideal blend of comfort, convenience, and style. As you enter through the inviting front porch, you'll find a private first-floor bedroom and full bathroom—perfect for guests, in-laws, or a home office. The heart of the home features a gourmet kitchen that seamlessly flows into the spacious open-concept living and dining areas, creating the perfect space for entertaining and everyday living. Step through elegant French doors to enjoy the extended covered lanai and side yard, offering plenty of outdoor living space. The oversized driveway and two-car garage provide ample parking and storage. Upstairs, you'll discover two additional bedrooms, a full bathroom, and an expansive primary suite designed as a true retreat. The luxurious primary bathroom features dual vanities, an oversized walk-in shower, and a spacious walk-in closet. Located within a highly sought-after school district and just minutes from Orlando Health Hospital, Hamlin Town Center, and Flamingo Crossings Town Center, this home offers unparalleled convenience to shopping, dining, entertainment, and major roadways. This move-in-ready gem truly has everything you've been looking for. Schedule your private showing today and experience the lifestyle this exceptional home has to offer!

11165 Green Citron Alley, Winter Garden

$330,000
3 Beds 2 Baths Park Ave Estates SubDv. 34787 Zip Code
Discover this move-in ready 3-bedroom, 2-bathroom CBS construction home in Winter Garden, FL, nestled in the highly sought-after Park Avenue Estates community. Just minutes from downtown Winter Garden, award-winning dining, shopping, and the popular farmers market, this home offers the perfect mix of charm and convenience. Featuring a newer roof, a low HOA, and access to a community pool, you’ll enjoy a relaxed lifestyle in one of Central Florida’s most vibrant neighborhoods. The nearby West Orange Trail is perfect for biking, morning runs, or evening strolls surrounded by Florida’s natural beauty. This move-in ready home places you close to everything, from boutiques and restaurants to top-rated Winter Garden schools. Whether you’re enjoying local amenities or simply relaxing at home, this property provides the ideal opportunity to experience the best of Winter Garden living.

338 Windford Court, Winter Garden

$799,000
Winter Garden Executive Centre SubDv. 34787 Zip Code
Exceptional opportunity to own a professional medical office condominium in the highly desirable Winter Garden Executive Centre. Currently configured as a chiropractic and healthcare practice, this well-appointed suite offers a functional and versatile layout designed to support a wide range of medical, wellness, and professional office uses. The space features a welcoming reception area with front desk and waiting room, a dedicated billing office, two private offices, four treatment rooms, a spacious treatment/gym area, break room, and three in-suite sinks strategically located throughout the office. The efficient floor plan provides flexibility for chiropractors, physical therapists, medical practitioners, wellness providers, and other professional users seeking a move-in-ready office environment. The building is professionally maintained and offers ADA-compliant men’s and women’s restrooms on every floor for the convenience of clients, patients, and staff. Ample parking and elevator access further enhance the property’s appeal. Ideally located in the heart of Winter Garden, just minutes from Historic Downtown Winter Garden, Plant Street, SR-50, Florida’s Turnpike, and SR-429, this prime location provides excellent accessibility and convenience. Surrounded by established medical and professional offices, retail, dining, and rapidly growing residential communities, whether you’re a chiropractor, physician, therapist, wellness provider, attorney, accountant, or other professional seeking a premier office location, this move-in-ready suite presents a rare opportunity to establish or expand your business in one of Central Florida’s most sought-after markets.

213 S Dillard Street Unit 230, Winter Garden

$495,000
2 Beds 2 Baths Del Webb Oasis Ph 3 SubDv. 34787 Zip Code
2 bedrooms plus den, 2 bathroom.. Built in 2024, this like-new home is located on a premium cul-de-sac lot within a sought-after community in Winter Garden. Offering exceptional privacy with no rear neighbors, the backyard provides a peaceful setting to relax and enjoy Florida's outdoor lifestyle. The community is designated as 55+; however, buyers of 25 years old are permitted to purchase within the community. This beautifully maintained residence combines modern construction, energy-efficient features, and a desirable open floor plan with access to outstanding community amenities. Conveniently located near shopping, dining, entertainment, and major roadways, this home offers the perfect blend of comfort, privacy, and convenience.

15806 Gem View St, Winter Garden

$477,000
4 Beds 3 Baths Stone Creek 44/131 SubDv. 34787 Zip Code
Experience luxury living in one of Winter Garden’s most desirable areas. This beautifully upgraded single-family home offers 4 spacious bedrooms and 2.5 elegant bathrooms, blending modern comfort with timeless sophistication. From the moment you step inside, you are welcomed by an open-concept design filled with natural light, enhanced by high-quality porcelain tile flooring throughout, adding elegance, durability, and a sleek modern finish to the entire home. The gourmet-style kitchen, fully renovated in June 2024, showcases contemporary finishes, modern design, and exceptional functionality for even the most discerning buyer. The outdoor space features a spacious covered patio, perfect for extending your living area, ideal for entertaining, enjoying Florida’s year-round weather, or relaxing in privacy. A 2-car garage adds convenience and everyday practicality. Recent upgrades provide lasting value and peace of mind, including a newer roof (2021) and an energy-efficient A/C system (2017), ensuring comfort and reliability for years to come. Located in a highly sought-after Winter Garden community, this home places you just minutes from upscale dining, boutique shopping, parks, and the vibrant lifestyle that makes this area so desirable. A rare opportunity to own a move-in-ready home that perfectly combines luxury, style, and location. Schedule your private showing today and experience elevated living at its finest.

1906 Sherbourne Street, Winter Garden

$875,000
5 Beds 5 Baths Lakeview Preserve Ph 2 SubDv. 34787 Zip Code
Welcome to 3362 Hanging Tide Street, an exceptional residence located in the gated waterfront community of Lakeview Preserve in Winter Garden. Built in 2022 and situated on a premium corner lot, this expansive 5-bedroom, 5-bath home offers 4,495 square feet of thoughtfully designed living space where luxury, comfort, and modern technology seamlessly come together. From the moment you enter, soaring ceilings, abundant recessed lighting, luxury vinyl plank flooring, designer finishes, and an open-concept floor plan create an impressive sense of space and sophistication. The chef's kitchen serves as the heart of the home, featuring quartz countertops, soft-close cabinetry and drawers, under-cabinet lighting, and a custom-designed walk-in pantry. The spacious family room is enhanced by surround sound, creating the perfect setting for both everyday living and entertaining. The first-floor primary suite offers a true retreat with a tray ceiling, oversized custom-built walk-in closet, and a spa-inspired bath featuring dual shower heads and elegant finishes throughout. An additional en-suite bedroom, third guest bedroom, dedicated office with custom built-in cabinetry, full laundry room, and mudroom complete the thoughtfully designed main level. Upstairs, a spacious loft and dedicated media room create the ultimate entertainment retreat, featuring a 120-inch projection screen, projector, surround sound system, and motorized blackout shades. Two additional bedrooms and a full bath provide ample space and privacy for family and guests. Step outside to your private backyard oasis featuring a custom resort-style pool and spa complete with five waterfalls, LED lighting, a sun shelf, and Badu swim jets for endless swimming. The covered lanai is designed for year-round entertaining with surround sound, dual ceiling fans, a full cabana bath, and pre-plumbing for a future outdoor kitchen. Decorative exterior lighting further enhances the home's curb appeal and evening ambiance. No detail has been overlooked. Additional highlights include custom-built closets and cabinetry, upgraded tile finishes, glass sliders opening up to the lanai, whole-house Aquasana water filtration, dual HVAC systems, a hybrid water heater, sealed driveway, polyaspartic garage flooring, fans throughout, integrated Wi-Fi boosters, concealed TV wiring throughout the home, security system with cameras, and extensive smart-home technology allowing remote control of lighting, security, HVAC systems, garage doors, and select door locks directly from your phone. Lakeview Preserve is a gated waterfront community located along the southwestern shores of John's Lake. Residents enjoy low HOA fees and resort-style amenities including a community pool with lounges and tables, splash pad, fitness center, and scenic lakefront surroundings with kayaks. Conveniently located approximately 30 minutes from Walt Disney World and Universal Studios, just 8 miles from Downtown Winter Garden and 6 miles from Winter Garden Village, with access to top-rated Lake County schools. Offering the perfect combination of luxury, technology, and lifestyle, this exceptional residence presents a rare opportunity to own one of the most upgraded homes in Lakeview Preserve.

3362 Hanging Tide Street, Winter Garden

$410,000
3 Beds 2 Baths Overstreet Crate SubDv. 34787 Zip Code
Welcome to this stunning, fully renovated and fully furnished home, perfectly situated on an oversized lot in one of Winter Garden's most exciting and rapidly growing areas. Whether you're looking for a primary residence, a turnkey investment, or a second home, this move-in-ready property offers the perfect blend of comfort, style, and convenience. Inside, you'll find an open-concept floor plan filled with natural light, featuring all-new flooring, recessed lighting throughout, energy-efficient double-pane windows, and a beautifully updated kitchen complete with stainless steel appliances. Major improvements include a new roof and a 3.5-ton AC system, providing peace of mind for years to come. Step outside and enjoy the spacious, fully fenced backyard, offering plenty of room for entertaining, pets, play, or simply relaxing outdoors. Located just one mile from Historic Downtown Winter Garden, you'll enjoy easy access to award-winning dining, shopping, farmers markets, and community events, all while living in a welcoming, family-friendly neighborhood. Fully furnished, beautifully updated, and truly move-in ready, this home offers a rare opportunity to enjoy all that Winter Garden has to offer from day one.

420 E Cypress Street, Winter Garden

$485,000
3 Beds 2 Baths Waterside/Johns Lake Ph 2a SubDv. 34787 Zip Code
Motivated sellers! Welcome to this highly sought-after home in the infamous Waterside Johns Lake. This adorable 3-bedroom, 2-bath home is truly a gem! This freshly painted home has delightful curb appeal, featuring an oasis of flowers and shrubs and a charming porch, perfect for sitting out and savoring life as it passes. This open floor plan is enhanced by modern high-end finishes throughout. The kitchen boasts of like-new cabinets, quartz countertops, stainless steel appliances, a walk-in pantry, and an oversized kitchen island that overlooks the family room, with the dining area conveniently located just off the kitchen, great for entertaining! The ceramic tile runs throughout with luxury Vinal plank fitted floors in two of the bedrooms. The living areas flow seamlessly together, creating an inviting space for everyday use. The primary suite offers both comfort and convenience, complete with a generous walk-in closet, dual vanities, quartz counters, and a walk-in shower. The laundry room is spacious and comes with a separate washer and dryer. The garage is located next to the laundry room, providing direct access into your home. Sliding doors open onto your own screened-in patio, perfect for enjoying the evenings or grilling out. This home has a newer roof 2025, a new tankless water heater 2026. Waterside at Johns Lake offers resort-style amenities, including a fully equipped gym, large well maintained swimming pool and a club house, this is all located just over the street for your convenience. There is easy access to all major highways including 429 and Florida's Turnpike for seamless access to downtown Orlando, area theme parks, and Orlando International Airport. Schedule your showing today! This won't last long.

17035 Harbor Oak Parkway, Winter Garden

$1,300,000
4 Beds 4 Baths Watermark Ph 1b SubDv. 34787 Zip Code
Welcome to an exceptional residence where luxury, lifestyle, and location converge in one of Winter Garden’s most desirable communities. Situated on a hard to find oversized premium corner lot, this stunning 4-bedroom, 4-full bath home offers 3,424 square feet of thoughtfully designed living space, perfectly positioned to capture serene park views in the front and tranquil pond vistas in the rear. From the moment you arrive, the home’s elevated presence and expansive setting set the tone. Inside, you are greeted by a light-filled, open-concept layout designed for both elegant entertaining and everyday comfort. The spacious floor plan flows seamlessly, enhanced by refined finishes and generous living areas. At the heart of the home, the kitchen and great room spaces connect effortlessly to the outdoors, where your private resort-style retreat awaits, outdoor living at its finest! Step outside to your private POOL (built in 2022)—a true showpiece designed for relaxation and entertaining. The fully fenced backyard with a sleek metallic fence offers both privacy and unobstructed views, creating the perfect balance of security and openness. Whether hosting gatherings or enjoying a quiet evening, the backdrop of the pond and open skies delivers an unparalleled sense of tranquility. And as the sun sets, prepare for a truly magical experience—nightly views of the MAGIC KINGDOM FIREWORKS right from your backyard create a one-of-a-kind ambiance that elevates everyday living into something extraordinary. INTERIOR HIGHLIGHTS: 4 Bedrooms | 4 Full Bathrooms. A spacious DEN located in the first floor is currently set as a guest room, with the convenience of a full bathroom in the first floor with access to the pool. A spacious BONUS ROOM located on the second floor– ideal for a media room, office, or playroom. Expansive GREAT ROOM and entertaining areas including a STUDY SPACE off of the kitchen and a DINETTE SPACE. A thoughtfully designed layout with functional flow! Recent Update:A/C UNIT REPLACED in late 2025, offering peace of mind and energy efficiency for years to come. Park views from the front – providing openness and privacy. Pond views from the rear – creating a serene and picturesque backdrop. Oversized corner lot enhances curb appeal and outdoor space. This is more than just a home—it’s a lifestyle property that blends natural beauty, luxury amenities, and a prime location. From quiet mornings overlooking the pond to evenings watching Disney fireworks, every day here feels elevated.

9189 Busaco Park Way, Winter Garden

$719,900
5 Beds 4 Baths Signature Lakes Ph 3b-4, 3b-5 & SubDv. 34787 Zip Code
Welcome to 5973 Cypress Hill Road, an exceptional 5-bedroom, 3.5-bathroom home offering nearly 3,500 square feet of thoughtfully designed living space in the highly sought-after Independence community of Winter Garden. Located in the heart of Horizon West, one of Central Florida's fastest-growing and most desirable areas, this move-in-ready home combines spacious living, resort-style amenities, top-rated schools, and unbeatable convenience. Seller is willing to help with buyers closing costs Step inside and discover a versatile floor plan designed for today's lifestyle. Multiple living spaces, including a formal living room, family room, and great room, provide the flexibility needed for entertaining, working from home, multigenerational living, or simply enjoying time with family. The spacious first-floor primary suite offers a private retreat away from the secondary bedrooms, while each of the five bedrooms features its own walk-in closet, abundant natural light, and comfortable carpeting. With room for everyone and everything, this home delivers the space buyers are searching for. At the heart of the home, the kitchen features stainless steel appliances, ample cabinetry, tile flooring, and generous workspace for meal preparation and entertaining. The washer, dryer, and all kitchen appliances convey with the sale, making your transition seamless. Step outside to the screened lanai and enjoy Florida living year-round. Whether you're enjoying your morning coffee, hosting weekend barbecues, or unwinding after a long day, this outdoor living space provides the perfect setting. Additional highlights include a newer HVAC system, a two-car garage, ceramic tile flooring in the main living areas, and abundant storage throughout the home. Residents of Independence enjoy access to an impressive collection of community amenities, including resort-style swimming pools, a fitness center, parks, playgrounds, walking trails, sports courts, and year-round community events. The location places you just minutes from Hamlin Town Center, downtown Winter Garden, shopping, dining, entertainment, major highways, and world-renowned attractions including Walt Disney World. Families will appreciate the home's location within the highly regarded school zones for Independence Elementary, Bridgewater Middle School, and Windermere High School. If you've been searching for a spacious Winter Garden home for sale with a downstairs primary suite, walk-in closets in every bedroom, resort-style community amenities, and convenient access to everything Central Florida has to offer, 5973 Cypress Hill Road deserves a spot at the top of your list. Schedule your private showing today and experience the Independence lifestyle for yourself. All information provided is deemed reliable but not guaranteed. All buyers should verify all information provided

5973 Cypress Hill Road, Winter Garden

$600,000
5 Beds 3 Baths Lakeview Reserve SubDv. 34787 Zip Code
Virtually Staged. Experience elevated living in the gated WATERFRONT community of Lakeview Reserve, ideally situated in the heart of historic downtown Winter Garden in the GOLF CART DISTRICT with LOW HOA. This impressive FIVE-bedroom, THREE-bath residence with dining space and LOFT offers an exceptional combination of space, comfort, and versatility, thoughtfully designed to accommodate both everyday living and grand-scale entertaining. Boasting a generous floor plan with expansive living areas and well-proportioned bedrooms, the home provides ample room for growing families, multigenerational living, or those seeking dedicated spaces for a home office, fitness room, or media retreat. Situated on a premium homesite spanning nearly one-quarter of an acre (.19), the property presents endless possibilities for outdoor enjoyment. Whether you envision creating a private backyard oasis, adding a custom pool, designing an outdoor kitchen, or simply enjoying the abundance of open green space, this oversized lot offers the flexibility to bring your vision to life while still providing plenty of room for recreation and relaxation. Upon entering, you are welcomed by a thoughtfully designed open-concept floor plan enhanced by new flooring and a freshly painted interior (2023-2024), creating a bright and inviting atmosphere throughout. The beautifully appointed and newly UPDATED gourmet kitchen serves as the heart of the home, featuring stainless-steel appliances, quartz countertops, shaker style cabinets, and two pantries. The living area is adjacent to the kitchen and presents a great opportunity to expand into the outdoor space creating an indoor-outdoor vibe. Designed with flexibility and comfort in mind, the main level offers a generously sized guest bedroom and a full bathroom, ideal for visitors, a home office, or multigenerational living. The laundry room and dining space are also located on the main level. Upstairs, the spacious primary suite provides a private retreat, while three additional bedrooms, full bath, and loft offer abundant space for family and guests. The primary suite includes a garden tub with separate shower, vanity, linen closet, and walk-in closet. Enjoy picturesque views of Lake Apopka from multiple vantage points throughout the home, creating a serene backdrop for everyday living. ADDITIONAL UPDATES: roof (2018), water heater (2025), downstairs AC (2024-2025), Just moments away, residents enjoy exclusive access to a private community dock overlooking the lake—an idyllic setting for morning coffee, fishing, or taking in spectacular sunset views. Located within the golf-cart district, this remarkable home places you just minutes from the charming boutiques, acclaimed dining, farmers market, and year-round events that make downtown Winter Garden one of Central Florida’s most sought-after destinations. Convenient access to major highways (Turnpike, 429, East-West Expressway) further enhances the lifestyle, placing world-renowned attractions such as Walt Disney World, Universal, and downtown Orlando within easy reach. You can access the 22 mile long WEST ORANGE Trail just footsteps outside of the community to take in cycling and exercising. Move-in ready, this exceptional residence offers a rare opportunity to enjoy luxury, convenience, and a true sense of community in one of Winter Garden’s sought after gated neighborhoods. Measurements are approximate. Buyer is responsible for verifying information.

181 Zachary Wade Street, Winter Garden

$730,000
5 Beds 4 Baths Osprey Ranch Ph 1 SubDv. 34787 Zip Code
Welcome to this beautifully upgraded home in Winter Garden, where style, comfort, and thoughtful design come together seamlessly. From the moment you step inside, you’re greeted by an open, bright, and airy layout, enhanced by elegant farmhouse-inspired finishes and abundant natural light throughout. The main home features no carpet, creating a clean and modern aesthetic, while stunning custom built-in cabinetry in the kitchen, living room, and bedrooms adds both sophistication and functionality. At the center of the home, the spacious kitchen is designed to impress, featuring a large island perfect for entertaining, elegant finishes, and seamless flow into the living and dining spaces. Every detail has been thoughtfully selected, and with tons of upgrades throughout, this home feels elevated at every turn. One of the standout features is the private studio above the garage, ideal for guests, extended family, a home office. Located in the desirable Osprey Ranch community, this home is just minutes from Walt Disney World and everyday conveniences. Even better, you are just steps from the resort style amenities, including the community pool, splash pad, cabana, and playground, offering the perfect blend of lifestyle, convenience, and community living.

15591 Gentle Rain Drive, Winter Garden

$668,000
4 Beds 5 Baths Harvest/Ovation SubDv. 34787 Zip Code
Discover exceptional comfort, versatility, and privacy in this beautiful home located in the highly sought-after Harvest at Ovation community in Winter Garden. Situated on a premium homesite backing to a scenic conservation area with no direct rear neighbors, this residence offers peaceful natural views and added privacy. Inside, a bright open-concept floor plan features soaring ceilings, abundant natural light, and thoughtfully designed living spaces. The main level includes a private guest bedroom and full bathroom, while the spacious living area flows seamlessly into the well-appointed kitchen featuring quartz countertops, custom cabinetry, stainless steel appliances, and a large center island. Upstairs, the primary suite provides a relaxing retreat with a spacious walk-in closet and well-appointed en-suite bathroom, along with additional bedrooms, a full bathroom, and a conveniently located laundry room. One of the home's most distinctive features is the private suite above the detached garage, complete with its own separate entrance and full bathroom, offering exceptional flexibility for guests, a home office, media room, fitness area, or other lifestyle needs. This versatile space may also present potential income-producing opportunities, subject to buyer verification of all applicable regulations and restrictions. Enjoy outdoor living on the covered lanai overlooking the conservation area. Residents of Harvest at Ovation enjoy access to resort-style amenities including a community pool, clubhouse, fitness center, playgrounds, walking trails, dog park, and beautifully maintained common areas. Conveniently located near Horizon West, Hamlin Town Center, shopping, dining, entertainment, major roadways, and area attractions, this home offers an outstanding combination of location, functionality, and lifestyle. Schedule your private showing today and discover all the exceptional features that make this property truly special.

16277 Honey Harvest Street, Winter Garden

$454,900
3 Beds 3 Baths Oakland Trails SubDv. 34787 Zip Code
Welcome to this exceptional home in the highly sought-after Oakland Trails community! This beautifully designed 3-bedroom, 2.5-bath residence offers approximately 1,838 square feet of thoughtfully designed living space with an open and functional floor plan that truly stands out in the neighborhood. From the moment you arrive, you’ll notice the extended brick paver driveway, providing additional parking and excellent curb appeal. The inviting front porch is perfectly positioned with elevated views overlooking the peaceful walking trails — an ideal spot to enjoy your morning coffee or unwind in the evenings. Inside, the bright and airy layout flows seamlessly, creating an inviting atmosphere for both everyday living and entertaining. High ceilings and tall doorways enhance the spacious feel throughout the home. The open-concept living, dining, and kitchen areas are designed for comfort and functionality. The beautifully upgraded kitchen features polished granite countertops, an expansive breakfast bar island, rich espresso shaker cabinetry with crown molding, stainless steel appliances, recessed lighting, a spacious pantry, and a bright window above the sink — combining style and practicality for modern living. Upstairs, the spacious primary suite offers a private retreat, while two additional bedrooms, a versatile loft area, and a convenient second-floor laundry room provide flexibility for family, guests, or a home office. Built with energy efficiency in mind, this Meritage home includes spray foam insulation to help maintain indoor comfort while reducing utility costs. The home is also equipped with an advanced HVAC system featuring enhanced air purification and fresh-air intake for improved comfort and healthier living. Ideally located approximately 30 minutes from Disney, Universal Studios, and Downtown Orlando, this home offers convenient access to major attractions while maintaining a peaceful residential setting. Oakland Trails is known for its top-rated schools, scenic walking and biking trails, low HOA, and thoughtfully planned amenities, including a community pool, clubhouse, and dog park. Just minutes away, Downtown Winter Garden offers the popular Winter Garden Farmers Market, charming boutiques, restaurants, and cultural attractions in one of Central Florida’s most beloved small-town districts. For commuters, easy access to the Florida Turnpike allows convenient travel throughout Orlando and to the airport. Investors will also appreciate the home’s strong long-term rental potential, supported by modern construction, low-maintenance design, and consistent tenant demand. This home perfectly blends peaceful neighborhood living with outstanding convenience, style, and everyday functionality. Don’t miss your opportunity to own one of Oakland’s standout homes!

2247 White Feather Loop, Oakland

$1,049,000
5 Beds 4 Baths Westhaven At Ovation SubDv. 34787 Zip Code
Located in the highly desirable Westhaven at Ovation, this exceptional five bedroom, four bathroom home sits on one of the largest lots in the community with an impressive 0.28 acres, offering extra privacy, space, and an unbeatable setting. With no front or rear neighbors and peaceful pond views behind the home, this property delivers a rare combination of comfort and tranquility. Designed with both elegance and functionality in mind, the home features a spacious open layout with a large loft, an oversized covered lanai perfect for entertaining, and a charming front porch that creates a warm welcome. The gourmet kitchen is equipped with premium KitchenAid appliances and an LG InstaView Door-in-Door refrigerator, combining luxury and modern convenience. Thoughtful upgrades can be found throughout the home, including elegant open rail stairs with luxury vinyl flooring, floor-to-ceiling tile in the bathrooms, and custom-designed spaces in the primary suite closet, laundry room, and pantry for maximum organization and style. The laundry room also includes a utility sink, adding extra practicality for everyday living. The spacious primary suite and well-distributed floor plan provide comfort for the entire family, while the proximity to the community clubhouse adds even more convenience and lifestyle appeal. With a two car garage, exceptional finishes, and one of the best locations in the neighborhood, this home is truly a standout opportunity in Winter Garden.

13181 Toolcross Way, Winter Garden