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345 E Maple Street, Winter Garden
$295,000
2 Beds ⋅ 1 Baths ⋅ J W Jones Add SubDv. ⋅ 34787 Zip Code
VALUE IS IN THE LAND AND LOCATION! Discover the possibilities in an established Golf Cart Winter Garden neighborhood, conveniently located near historic Downtown Winter Garden, with its charming shops, restaurants, farmers market, and community events. Enjoy proximity to Plant Street and the city's planned East Winter Garden revitalization improvements. An existing tenant-occupied residence is situated on the property, with a roof approximately three years old (2023). Whether considering the existing residence or exploring future possibilities, this property offers an opportunity in a growing Central Florida community. Buyer to independently verify zoning, permitted uses, and highest and best use with the City of Winter Garden.

345 E Maple Street, Winter Garden
159 9th Street, Winter Garden
$369,900
3 Beds ⋅ 2 Baths ⋅ Loveless J S Add 01 SubDv. ⋅ 34787 Zip Code
Built in 2024, this well-kept 3-bedroom, 2-bath home in the heart of Winter Garden gives you modern construction without the new-build wait. The open-concept layout connects the kitchen, with its stainless appliances, to the living and dining areas. The owner’s suite has a private en-suite bath, and two more bedrooms work well for guests or a home office. An attached garage and a newer roof and systems mean low-maintenance living from day one. You’re minutes from Plant Street’s dining, the Saturday Farmers Market and the West Orange Trail, with easy access to SR-429 and the Turnpike. Schedule your showing today!

159 9th Street, Winter Garden
14501 Grove Resort Avenue Unit 3631, Winter Garden
$164,900
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
This stunning 2-bedroom, 2-bathroom condo-hotel in Orlando, Florida, offers the perfect blend of luxury, comfort, and convenience. Located just minutes from the world-famous theme parks, this fully furnished unit is an excellent choice for both personal use and investment. The condo features a spacious open floor plan with modern finishes, a fully equipped kitchen with stainless steel appliances, and a private balcony with breathtaking views. The master suite boasts a luxurious en-suite bathroom, while the second bedroom and bath provide ample space for guests. Enjoy resort-style amenities, including a sparkling swimming pool, fitness center, full-service spa, on-site dining, concierge services, and a shuttle to major attractions. With its prime location near shopping, dining, and entertainment, this condo-hotel is an exceptional opportunity for those looking to experience the best of Orlando!

14501 Grove Resort Avenue Unit 3631, Winter Garden
16773 Wingspread Loop, Winter Garden
$950,000
5 Beds ⋅ 4 Baths ⋅ Hawksmoor Ph 4 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this impressive 5-bedroom, 4-bath home with a 3-car garage in the highly desirable Hawksmoor community of Horizon West. Built in 2021, this beautifully designed two-story home offers an exceptionally flexible floor plan, generous indoor and outdoor living spaces, peaceful water and natural views, plus an outstanding energy feature a Tesla whole-home backup power system with solar.One of the home's most valuable upgrades is its Tesla backup battery and solar system designed to provide whole-home backup power. The sellers currently enjoy an electric bill of approximately $34 per month, and the entire solar and battery system will transfer to the new buyer at no additional cost, providing an exceptional combination of energy efficiency, backup power and long-term value.From the moment you arrive, the home makes a great first impression with attractive architectural details, mature landscaping, a paver driveway and three-car garage. Step inside to a welcoming foyer and a dedicated private office, providing an ideal space for working or studying from home.The heart of the home is the expansive open-concept living area, where the kitchen, dining and family rooms flow seamlessly together. The spacious kitchen features an oversized center island with abundant seating, extensive cabinetry and counter space, gas cooktop, built-in oven and microwave, stainless steel appliances and a separate walk-in pantry. Large sliding glass doors fill the living area with natural light and create a wonderful connection to the outdoor living space.The first floor also features a bedroom and full bath, offering excellent flexibility for overnight guests, extended family or multigenerational living.Upstairs, the oversized primary suite provides a relaxing retreat with a tray ceiling, multiple windows and beautiful views. The spacious primary bath features dual vanities, a soaking tub and separate walk-in shower. Additional bedrooms and baths provide plenty of room, while the conveniently located upstairs laundry room makes everyday living easier.An expansive upstairs loft/family room provides an entirely separate living area with endless possibilities as a media room, game room, playroom, fitness area or second family room.Outdoor living is another standout feature. Large sliding doors open to an extended covered lanai overlooking the spacious fenced backyard, water and natural green space beyond. Whether enjoying your morning coffee, entertaining friends or relaxing at the end of the day, this peaceful setting provides an inviting extension of the home with plenty of usable yard space.Beyond the property, Hawksmoor offers an amenity-rich lifestyle with a resort-style community pool, clubhouse, fitness center, playground and outdoor recreation. Located in Horizon West, the community provides convenient access to shopping, dining and entertainment at Hamlin, area parks and trails, SR-429, Walt Disney World and the many attractions of Central Florida. Historic Downtown Winter Garden, with its restaurants, shops, farmers market and West Orange Trail, is also within easy reach.

16773 Wingspread Loop, Winter Garden
14501 Grove Resort Avenue Unit 2221, Winter Garden
$184,900
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo Li SubDv. ⋅ 34787 Zip Code
This stunning 2-bedroom, 2-bathroom condo-hotel in Orlando, Florida, offers the perfect blend of luxury, comfort, and convenience. Located just minutes from the world-famous theme parks, this fully furnished unit is an excellent choice for both personal use and investment. The condo features a spacious open floor plan with modern finishes, a fully equipped kitchen with stainless steel appliances, and a private balcony with breathtaking views. The master suite boasts a luxurious en-suite bathroom, while the second bedroom and bath provide ample space for guests. Enjoy resort-style amenities, including a sparkling swimming pool, fitness center, full-service spa, on-site dining, concierge services, and a shuttle to major attractions. With its prime location near shopping, dining, and entertainment, this condo-hotel is an exceptional opportunity for those looking to experience the best of Orlando!

14501 Grove Resort Avenue Unit 2221, Winter Garden
1221 Priory Circle, Winter Garden
$380,000
3 Beds ⋅ 3 Baths ⋅ Stoneybrook West I SubDv. ⋅ 34787 Zip Code
Welcome to 1221 Priory Cir in Winter Garden! This beautiful townhome offers an excellent opportunity to own in one of Central Florida’s most desirable and growing areas. Step inside to a bright, inviting interior featuring an updated kitchen with modern cabinetry, stainless steel appliances, open shelving, generous counter space, and contemporary finishes. The functional layout provides comfortable living spaces designed for everyday living and entertaining. A private garage and paver driveway add convenience, while the property’s Winter Garden location puts shopping, dining, entertainment, major roadways, and everything the area within easy reach.

1221 Priory Circle, Winter Garden
14825 Ellingsworth Lane, Winter Garden
$1,050,000
5 Beds ⋅ 5 Baths ⋅ Oxford Chase SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this truly exceptional estate home in the exclusive gated community of Oxford Chase, a residence that blends thoughtful design, upscale finishes, and resort-style living. Nestled on a serene lot, this 5-bedroom and 4.5-bathroom home offers a rare combination of space, privacy, and family-forward features. As you arrive, the three-car garage and manicured frontage set a high end tone. Inside, soaring high ceilings and an expansive open-concept layout create effortless flow with New Hardwood Flooring throughout. A dedicated office supports work-from-home needs, and an attached mother-in-law suite with its own private exterior entrance provides true multigenerational flexibility or guest privacy. Entertainment shines with a theater room, game room, and stylish bar area, ideal for gatherings large or small. Walk-in closets, abundant natural light, and premium finishes underscore quality throughout. This home comes with a New Dog/Pet Room and a Pet Shower. Step outside to your own gorgeous fully fenced backyard oasis featuring a fully equipped summer kitchen, perfect for grilling and gatherings. Situated across the street from SunRidge Elementary and SunRidge Middle Schools, the location is unmatched for families. Oxford Chase is a secure, gated enclave, and a new public park, Tucker Ranch Wellness Park, is under development on the neighborhood corner, bringing additional green space and recreation just steps away. The famous Winter Garden Farmers Market is just a few minutes away driving, making it even more special. Convenient to premier shopping, dining, and major roadways. This home delivers luxury and location in equal measure....Back On The Market - Buyers Could Not Get Loan Approval

14825 Ellingsworth Lane, Winter Garden
15604 Granlund Street, Winter Garden
$775,000
4 Beds ⋅ 4 Baths ⋅ Carriage Pointe A-I & L SubDv. ⋅ 34787 Zip Code
Some homes are simply updated. This one has a personality all its own. Welcome to this one-of-a-kind 4-bedroom, 4-bath home in the gated community of Carriage Pointe, where artistic design, modern renovations, and exceptional indoor-outdoor living come together to create a truly unforgettable home. This oversized 0.34-acre corner lot sits on a quiet dead-end street with no neighbors to the left or rear. Mature privacy hedges surround the fenced backyard, creating a peaceful retreat, while two gated community entrances provide convenient access to shopping, dining, and major roadways. From the moment you arrive, the home impresses with its stacked stone façade, paver driveway, oversized 3-car garage, and professionally landscaped grounds featuring majestic oak trees, palms, agave, and decorative rock landscape beds. Inside, every detail has been thoughtfully designed. Updated flooring, beautifully renovated bathrooms, plantation shutters, and brand-new Reece impact-rated windows provide modern comfort, while artistic finishes add a distinctive character rarely found in residential homes. The welcoming foyer and formal living and dining spaces feature custom faux brick and textured wall finishes created by an artist who contributed to the Wizarding World attractions at Universal Orlando. The beautifully renovated kitchen is designed for everyday living and entertaining with dramatic black-and-white quartz countertops, a full-height matching backsplash, a stunning waterfall-edge island, abundant cabinetry, breakfast bar seating, and a sunny breakfast nook overlooking the spacious family room. The spacious primary suite offers a private retreat with a custom designer accent wall, dual walk-in closets, and a luxurious bath featuring dual vanities, a soaking tub, and a large frameless glass shower. Two secondary bedrooms share a convenient Jack-and-Jill bath, while the fourth bedroom and additional full bath provide flexibility for family, guests, or a home office. A standout feature is the private upstairs bonus room with its own full bath. Professionally soundproofed and currently used as a DJ studio, this versatile space can easily become a recording studio, podcast room, theater, gaming lounge, fitness space, office, or private guest suite. Enjoy Florida living year-round in the enclosed sunroom with insulated ceiling, creating a comfortable extension of the home's living space. Beyond awaits an incredible backyard retreat featuring a beautifully designed raised paver gathering space anchored by a grand wood-burning fireplace, creating the perfect outdoor setting for entertaining, relaxing, and enjoying evenings under the stars. Professional landscape lighting and mature privacy landscaping complete this special outdoor escape, with plenty of room to play, garden, or add a future pool. If you've been searching for a home that feels anything but ordinary, you've found it. With its creative design, thoughtful updates, versatile spaces, and unforgettable backyard, this is more than a home - it’s a place where memories are made.

15604 Granlund Street, Winter Garden
15031 Guava Bay Drive, Winter Garden
$890,000
5 Beds ⋅ 5 Baths ⋅ Watermark Ph 4a SubDv. ⋅ 34787 Zip Code
Built by Meritage Homes, this beautifully designed two story home offers the perfect blend of style, functionality, and energy efficiency with solar panels. Step inside and you’re welcomed by a versatile flex room just off the foyer, currently serving as a home office but easily adaptable to fit your lifestyle. The first floor also features a full bedroom and full bathroom, providing added flexibility for guests, multi-generational living, or a private workspace. Continue into the heart of the home where the open concept floor plan features tile flooring throughout the main living areas, a spacious kitchen with a large center island overlooking the living room, and a custom stone entertainment wall with built in shelving that creates a striking focal point. Upstairs, you’ll find a generous loft offering additional living space, along with a spacious primary suite featuring a custom designed walk in closet. The thoughtfully upgraded laundry room includes built in cabinetry and countertop workspace for added convenience. The remaining bedrooms are also located on the second floor, two of the secondary bedrooms are connected by a convenient Jack and Jill bathroom, offering a functional layout that provides privacy while maintaining easy access for family or guests. Step outside to a screened lanai overlooking an expansive backyard that provides exceptional space for future enhancements, including a custom pool, outdoor kitchen, or extended entertaining area. Residents enjoy exceptional community amenities, including a resort style pool with water slides and splash features, a clubhouse, fitness center, playground, tennis courts, and pickleball courts offering something for everyone to enjoy.

15031 Guava Bay Drive, Winter Garden
14501 Grove Resort Avenue Unit 3630, Winter Garden
$284,500
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
Experience the perfect blend of investment opportunity and resort lifestyle at 14501 Grove Resort Ave., Unit 3630 in the highly sought-after Grove Resort & Water Park Orlando. This fully furnished 2-bedroom, 2-bath condo-hotel residence is turnkey and ready to generate income or serve as your personal vacation retreat. Step inside to a spacious, open-concept layout designed for comfort and functionality, featuring a fully equipped kitchen, generous living area, and private balcony—ideal for relaxing after a day of enjoying everything Orlando has to offer. Each bedroom is thoughtfully designed to accommodate guests with ease, making this unit perfectly suited for short-term rental use within this professionally managed resort. Set within a 106-acre tropical oasis, The Grove Resort delivers a true destination experience. Guests and owners enjoy access to a full-scale on-site water park, multiple pools, a lazy river, surf simulator, on-site dining, fitness center, and more. This amazing condo-hotel unit also offers the convenience of an in-house, on-site hotel rental program which provides rental income when not in your personal use and features a VIP Check-In for condo owners. ALL UTILITIES, CABLE, AND INTERNET INCLUDED IN MONTHLY MAINTENANCE! As a Walt Disney World Good Neighbor Hotel, the resort offers complimentary transportation to Disney, Universal Orlando, and SeaWorld—adding unmatched convenience and appeal for visitors. Located just minutes from Walt Disney World, this property places you at the center of one of the world’s top vacation markets. Whether you're looking to expand your portfolio or own a piece of Orlando’s thriving hospitality-driven real estate, this unit checks all the boxes. Own where the world vacations—schedule your private showing today.

14501 Grove Resort Avenue Unit 3630, Winter Garden
16197 Wind View Lane, Winter Garden
$528,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 1b SubDv. ⋅ 34787 Zip Code
Welcome to the highly desirable Horizon West community of Waterleigh – Marina Bay, where lifestyle, convenience, and a true sense of community come together in one of Central Florida’s most sought-after neighborhoods. This beautifully upgraded south-facing Cordale model is move-in ready and thoughtfully designed, offering a perfect blend of style, comfort, and functionality for modern living. From the moment you arrive, you’ll appreciate the effortless curb appeal with HOA-included landscaping, allowing you to enjoy a pristine exterior year-round without the maintenance. Inside, the home immediately impresses with a clean, modern aesthetic and ZERO carpet throughout. Ceramic tile spans the main living areas, laundry room, and bathrooms, while matching hardboard vinyl plank flooring flows seamlessly through all bedrooms, the upstairs loft, and even the staircase, creating a cohesive and elevated look. Designed with both everyday living and entertaining in mind, the open-concept layout creates a warm and inviting atmosphere. The living room features a stunning modern accent wall that serves as a stylish focal point, while the primary suite offers its own beautifully designed accent wall, creating a private retreat with a touch of luxury. The kitchen is both functional and upgraded, complete with an enhanced stove and custom pantry shelving, while additional custom closet shelving throughout the home provides exceptional organization and storage. Step outside to your screened-in lanai and fully fenced backyard, perfect for relaxing evenings, entertaining guests, or creating a safe and enjoyable space for family and pets. Just outside your front door, a charming park offers a peaceful setting to unwind and even catch nightly fireworks from Walt Disney World, adding a little extra magic to your everyday life. Waterleigh offers an unmatched resort-style lifestyle, with amenities including a community pool, fitness center, scenic trails, clubhouse, dock, volleyball court, community garden, dog park, playground, and more. Residents also enjoy access to additional amenities throughout the greater Waterleigh community, along with a full calendar of events that bring neighbors together year-round. Location is everything, and this home delivers with quick access to FL-429, making commuting a breeze while keeping you close to top-rated dining, shopping, and everyday conveniences. Zoned for highly sought-after A-rated schools, this home is an exceptional opportunity for families looking to combine comfort, style, and community in one perfect place. This is more than just a home, it’s a lifestyle opportunity in one of Horizon West’s most vibrant communities. Don’t miss your chance to own this beautifully upgraded, move-in ready home in Waterleigh. Schedule your private tour today!

16197 Wind View Lane, Winter Garden
884 Klondike Street, Winter Garden
$372,500
4 Beds ⋅ 2 Baths ⋅ Loveless J S Add 01 SubDv. ⋅ 34787 Zip Code
Welcome to Historic Winter Garden, Florida. NO HOA! Where small-town charm, community, and modern living come together, and you keep more of what's yours with no HOA fees. Built in 2023, this beautifully designed 4-bedroom, 2-bath home with a 1-car garage offers the perfect blend of contemporary comfort and timeless neighborhood character. Start your mornings on the inviting front porch, the ideal spot for coffee, fresh air, and easy neighborhood conversations. Step inside to an open-concept layout that feels bright, spacious, and instantly welcoming, whether you're hosting friends or enjoying a quiet evening in. The modern kitchen impresses with granite countertops, sleek cabinetry, and a generous workspace that flows seamlessly into the main living areas. Laminate flooring throughout the main living spaces adds a clean, low-maintenance finish. Beyond your front door, downtown Winter Garden is just minutes away, a historic district one of Central Florida's most beloved. Spend your weekends at the popular Saturday Farmers Market, dining at local restaurants ranging from cozy cafés to fine-dining establishments, or soaking up the seasonal festivals and community events that give this area its unmistakable energy. Newer construction. Modern finishes. A welcoming, active community. And no HOA. This Winter Garden gem checks every box, so don't miss your chance to make it yours.

884 Klondike Street, Winter Garden
14501 Grove Resort Avenue Unit 2223, Winter Garden
$195,000
2 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Condominium 2 SubDv. ⋅ 34787 Zip Code
GREAT NEW PRICE $195000.00 MOTIVATED SELLER. WELCOME TO THE GROVE RESORT & WATERPARK, A CONDO HOTEL LOCATED CLOSE TO DISNEY AND ALL THE ORLANDO ATTRACTIONS. THIS BEAUTIFUL LUXURY FULLY FURNISHED 2 BEDROOM/2 BATHROOM PALM DESIGN CONDO HAS GREAT WATER VIEWS FROM THE SCREENED BALCONY ON THE 2ND FLOOR. YOU CAN OWN A BEAUTIFUL VACATION CONDO AT THE GROVE RESORT THAT OFFERS PROFESSIONAL ON SITE PROPERTY MANAGEMENT SERVICES TO OWNERS AND THEIR GUESTS. THE GROVE RESORT HAS MANY AMENITIES INCLUDING: WATERPARK, LAZY RIVER, SWIMMING POOLS, WATER SLIDES, SPA, INDOOR & OUTDOOR DINING, FITNESS CENTER, LAKE AUSTIN FOR FISHING AND PADDLE BOATING, SHOPPING AND MUCH MORE.

14501 Grove Resort Avenue Unit 2223, Winter Garden
14501 Grove Resort Avenue Unit 1237, Winter Garden
$210,000
2 Beds ⋅ 2 Baths ⋅ The Grove Resort SubDv. ⋅ 34787 Zip Code
Welcome to The Grove Resort & Water Park, a premier condo-hotel nestled in the vibrant heart of Winter Garden, FL. This beautifully furnished 2-bedroom, 2-bathroom unit is designed for ultimate comfort and convenience, making it an incredible investment opportunity or a perfect vacation retreat. Step inside to find a spacious open floor plan, featuring a stylish kitchen with modern appliances, sleek countertops, and ample storage. The inviting living and dining areas flow effortlessly onto a private screened balcony, where you can unwind and soak in the tranquil surroundings. The primary suite is a true retreat, offering a spa-like en-suite bathroom complete with a soaking tub, separate glass-enclosed shower, and dual vanities. A generously sized second bedroom and full bathroom ensure plenty of space for guests to feel right at home. As a resident or guest at The Grove Resort, you’ll enjoy world-class amenities, including a thrilling water park with slides, a lazy river, surf simulator, multiple pools, a full-service spa, fitness center, and on-site dining options. Plus, with 24-hour concierge service and a hassle-free rental program, this property offers both luxury and convenience. Located just minutes from Walt Disney World and Orlando’s top attractions, this condo presents an unparalleled opportunity to own a slice of paradise. Don’t miss out—schedule your private tour today!

14501 Grove Resort Avenue Unit 1237, Winter Garden