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14501 Grove Resort Avenue Unit 2119, Winter Garden
$185,000
3 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo Ii SubDv. ⋅ 34787 Zip Code
**PERFECT FOR SNOWBIRDS!! Stay here all winter and let the onsite management company rent out your unit the rest of the year!! Beautiful 3-bedroom/2-bathroom Jasmine floorplan available for sale at The Grove Resort and Water Park! This first floor apartment is fully-furnished and has everything you need for a wonderful vacation condo! This spacious unit has 14-FOOR CEILINGS in the main living space, giving a light, airy feel, and opens to an enclosed balcony where you can enjoy views of GARDENS AND POND. Full kitchen has everything you need for cooking breakfasts, to family dinners, with a full washer and dryer in a room just off the kitchen. The living room also has a sleeper sofa for extra guests if needed. A short stroll brings you to either the central front desk area where you will find The Marketplace, the well-stocked convenience store, and the gift shop and concierge desk, or to the SPRINGS POOLS area where you can choose from three beautiful pools and the HOT TUB! The VALENCIA RESTAURANT, with additional outside seating, is open for breakfast, lunch, and dinner, 7 days a week, and is next to the 24/7 gym. Take a walk down to Lake Austin and try some fishing, or paddle a swan boat! From there you can visit the SURFARI WATER PARK with its LARGE POOL, LAZY RIVER, WATER SLIDES, and SPLASH AREA! Try out the FLOWRIDER surfing experience, or just watch while enjoying food and drinks from the Longboard Bar and Grill! Flip Flops is the 6000sf GAMES ARCADE with glow-in-the-dark mini golf, so don't miss that! Free daily shuttles to the Disney parks are available for all owners and guests! This truly is a great place to own a vacation condo while the onsite management company rent out your unit when you are not there! Call for more details!!**

14501 Grove Resort Avenue Unit 2119, Winter Garden
14501 Grove Resort Avenue Unit 3406, Winter Garden
$169,000
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
**PERFECT FOR SNOWBIRDS!! Stay here all winter and let the onsite management company rent out your unit the rest of the year!! Beautiful Palm model 2-bedroom/2-bathroom condo for sale at The Grove Resort and Water Park! This fully-furnished unit has a lovely view over the central fountain and is bright and airy. This floorplan has the desirable two double beds in the second bedroom, providing extra sleeping accommodation for owners and guests. A sleeper sofa in the living room gives extra sleeping space if required. A full kitchen provides all you need for cooking a quick breakfast, or family dinner, and a laundry room is also conveniently situated just off the kitchen. The dining area and living room give plenty of seating for guests, or enjoy a quiet coffee out on the screened balcony. The unit is central to the resort, so all amenities are just a few minutes stroll away. You can enjoy the SURFARI WATER PARK with its LARGE POOL, LAZY RIVER, WATER SLIDES, and SPLASH ZONE! The Longboard Bar and Grill are also inside the water park, along with the FLOWRIDER surfing experience!! Don't forget to visit Flip Flops, the 6000sf GAMES ARCADE, with glow-in-the-dark MINI GOLF, or go down to the Springs Pools where you have your choice of THREE FURTHER POOLS, or relax in the HOT TUB! You can enjoy a meal at the VALENCIA RESTAURANT, or at the outdoor bar, or walk down to Lake Austin and try your hand at fishing, kayaking, or paddling a swan boat! The Front Desk is where you will find the Marketplace convenience store and gift shop, and the concierge for all your theme park tickets or excursions! The Grove Resort also provides FREE daily transportation to the Disney theme parks. Don't miss out on owning a wonderful vacation condo at The Grove, where you can enjoy your vacations, then let the onsite management company rent out your unit for income when you are not using it. Call for more details!!**

14501 Grove Resort Avenue Unit 3406, Winter Garden
93 Windtree Lane Unit 102, Winter Garden
$188,000
2 Beds ⋅ 2 Baths ⋅ Windtree Gardens SubDv. ⋅ 34787 Zip Code
Virtually Staged. BACK ON THE MARKET WITH BRAND NEW CARPET & FRESH PAINT! Welcome to this beautifully refreshed first-floor condo in the heart of Winter Garden! Offering 2 bedrooms and 2 bathrooms, this home presents an excellent opportunity for homeowners, first time buyers, or investors looking for convenience and value. Enjoy the ease of ground floor living with a private screened-in patio, perfect for sipping your morning coffee, enjoying the Florida weather, or relaxing at the end of the day. Inside, the functional layout has been refreshed with brand new carpet and fresh interior paint, giving the home a clean, move-in ready feel while providing the perfect opportunity to make it your own. The condo also includes a washer and dryer, making everyday living even more convenient. Two designated parking spaces are included, adding to the ease of ownership. Residents can take advantage of a variety of community amenities, including a swimming pool, basketball court, clubhouse, and community mailbox. Conveniently located near shopping, dining, entertainment, and major roadways, this condo combines affordability, comfort, and convenience in a desirable Winter Garden location. Whether you're looking for a place to call home or a smart investment opportunity, this one is ready for its next owner!

93 Windtree Lane Unit 102, Winter Garden
14501 Grove Resort Avenue Unit 2703, Winter Garden
$295,000
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo Ii SubDv. ⋅ 34787 Zip Code
NEWEST TOWER | TOP FLOOR | FOUNTAIN VIEW This is resort-style living at its absolute finest. This Fountain View Palm Unit in Tower 2 — the newest and most beautifully appointed tower in the community — offers the perfect blend of luxury, lifestyle, and income-generating opportunity. Step into a world-class destination that rivals the finest resorts anywhere in the world. With stunning superior views, the most updated and designer-curated décor in the entire property, and access to an unparalleled collection of amenities, this is more than a home — it's a five-star experience every single day. When you're not enjoying it yourself, let your investment work for you. This property sits within a prestigious hotel-managed rental program, meaning a professional, on-site operator handles everything — from bookings and guest services to housekeeping and maintenance. Completely hands-off ownership with income flowing in while the resort does all the heavy lifting. Owners enjoy access to resort amenities including pools, restaurants, spa, fitness facilities, and more — all maintained to the highest hospitality standards. Whether you're seeking a personal escape, a vacation retreat, or a smart investment vehicle, this unit checks every box. Newest tower. Most updated finishes. Superior views. World-class amenities. Professionally managed income potential. Financials available. Opportunities like this are rare — and they don't stay on the market long.

14501 Grove Resort Avenue Unit 2703, Winter Garden
6208 Aralia Ivy Lane, Winter Garden
$375,000
3 Beds ⋅ 3 Baths ⋅ Hamilton Gardens SubDv. ⋅ 34787 Zip Code
PRICE IMPROVEMENT!!! Amazing LOCATION and priced to sell! You will love the open floorplan and PRIVATE COURTYARD that is perfect for outdoor gatherings. REAR-ENTRY TWO-CAR GARAGE in the highly desirable Hamilton Gardens community! The bright kitchen features granite countertops, a spacious pantry, and overlooks the dining area and great room, creating a seamless layout. Enjoy peaceful views of mature trees with NO REAR NEIGHBORS. Hamilton Gardens offers RESORT-STYLE POOL, cabana, dog park, and playground. Residents even enjoy NIGHTLY DISNEY FIREWORK VIEWS right from the community! Located in the HEART OF HAMLIN in sought-after HORIZON WEST just minutes from Hamlin Town Center with dining, cafés, entertainment, and a weekly farmers market. Convenient to SR 429, TOP-RATED SCHOOLS, major medical facilities, Winter Garden Village, Historic Downtown Winter Garden, Windermere, and ALL DISNEY ATTRACTIONS. Don't miss this one!

6208 Aralia Ivy Lane, Winter Garden
14501 Grove Resort Avenue Unit 3231, Winter Garden
$190,000
2 Beds ⋅ 2 Baths ⋅ Grove Resort SubDv. ⋅ 34787 Zip Code
TOWER 3 LOCATION CLOSEST TO THE WATERPARK! Exceptional opportunity to own at The Grove Resort & Water Park, one of Central Florida’s premier vacation ownership destinations just minutes from Walt Disney World. This condo is a beautifully furnished Birch Plan residence offering a comfortable, turnkey layout designed for personal enjoyment and income-producing vacation rental use. The open living area, full kitchen, private bedrooms, and resort-style finishes create an inviting retreat for Owners and guests alike. The Grove offers an impressive amenity package including a water park, multiple pools, lazy river, restaurants, bars, spa, fitness center, lake activities, arcade, onsite market, and full-service onsite management. Owners may enjoy generous personal use while the onsite management team handles guest services, reservations, maintenance, and day-to-day rental operations. With its strong location, established resort setting, and continued appeal to Orlando visitors, this Birch Plan condo is a compelling choice for Buyers seeking lifestyle, convenience, and long-term Central Florida vacation ownership.

14501 Grove Resort Avenue Unit 3231, Winter Garden
11275 Silver Trumpet Loop, Winter Garden
$400,000
2 Beds ⋅ 2 Baths ⋅ Esplanade At Mckinnon Groves SubDv. ⋅ 34787 Zip Code
What's Special: Corner Lot | Close to Park | Dedicated Study | Spacious Kitchen. New Construction – Ready Now! Welcome to the Caicos at 11275 Silver Trumpet Loop in Esplanade at McKinnon Groves! This thoughtfully designed home features an open-concept layout that blends the great room, dining area, and spacious kitchen into one inviting living space. The kitchen offers plenty of room for meal preparation and entertaining, while the covered extended lanai creates a seamless connection to outdoor living. Tucked away at the rear of the home, the private primary suite features a well-appointed bath and generous walk-in closet. A secondary bedroom, full bath, and versatile study provide flexible space for guests, hobbies, or a home office. A convenient laundry room and two-car garage add everyday functionality. Additional Highlights Include: double pocket doors at study, extended lanai, garden fence, and extended tile flooring. MLS#O6427248. Esplanade at McKinnon Groves offers resort-style living in a gated Winter Garden community surrounded by natural beauty. Planned amenities include a fitness center, movement studio, resort pool and spa, Bahama Bar, pickleball, tennis, and bocce courts. Residents will also enjoy yoga lawns, a Bark Park, rose garden, scenic trails, concierge services, and year-round events. Zoned for Lake County schools, it blends everyday convenience with an active lifestyle.

11275 Silver Trumpet Loop, Winter Garden
14501 Grove Resort Avenue Unit 1728, Winter Garden
$260,000
3 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condominium SubDv. ⋅ 34787 Zip Code
** WOW** A rare opportunity to purchase a 7th (top) floor condo at the beautiful Grove Resort and Water Park! This 3-bedroom, 2-bathroom, with sleeper sofa, comes fully furnished and ready to go! Perfect for SNOWBIRDS!! Stay here all winter and let the onsite management company rent out your unit the rest of the year!! Onsite management does all the work for you by obtaining bookings through major websites and travel companies, and whenever you want to stay just let them know and you can stay in your unit for up to 179 nights per year. Everything you need is in the unit, full kitchen, washer and dryer, dishes, linens, TV's in all rooms, screened-in balcony, and gorgeous view over the pond and Lake Austin! The Grove Resort has three pools located at The Springs Pools area, where the large hot tub is also situated! Nearby is the full service Valencia restaurant, and the 24/7 gym. A short walk down to Lake Austin brings you to a fishing dock, and you can also rent a swan paddle boat, or kayak!! The Surfari Water Park is a must for owners and guests! A large pool is central to the amenity, and there is a lazy river, water slides, a splash zone, the Flowrider surfing experience, and you can enjoy a meal or beverage at the Longboard Bar and Grill! For added fun pay a visit to Flip Flops games arcade which has over 6000 sf of games and a black light mini golf course!! If you need snacks or quick essentials, the Marketplace has food, drinks, Starbucks, and gifts!! The concierge located at the front desk area sells all park tickets and can arrange transportation to all the theme parks!!! The Grove Resort is a Disney Good Neighbor Hotel, so transportation is FREE every day to the Disney theme parks also!! Don't miss this one!!****

14501 Grove Resort Avenue Unit 1728, Winter Garden
14501 Grove Resort Avenue Unit 2135, Winter Garden
$244,900
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo Ii SubDv. ⋅ 34787 Zip Code
Discover a high-value investment opportunity at The Grove Resort & Water Park, one of Orlando’s most successful condo-hotel destinations just minutes from Walt Disney World. This fully furnished 2-bedroom, 2-bath unit offers a spacious layout, modern finishes, and a private balcony that enhances guest appeal and repeat bookings. Designed for both personal enjoyment and strong rental performance, this property delivers year-round demand driven by Orlando’s booming tourism market and The Grove’s exceptional amenities. Guests enjoy multiple pools, private cabanas, a full water park with surf simulator and lazy river, onsite restaurants, spa, fitness center, arcade, lake activities, and daily entertainment—premium features that consistently boost occupancy and revenue. Investors benefit from a turnkey, professionally managed short-term rental program, ensuring seamless operations, high visibility, and stable returns. The resort’s reputation, location, and amenity package create a powerful combination of passive income potential and long-term appreciation. Whether expanding your portfolio or securing a reliable income-producing asset, this unit offers a strategic opportunity in one of Central Florida’s strongest hospitality markets.

14501 Grove Resort Avenue Unit 2135, Winter Garden
200 Southern Pecan Circle Unit 104, Winter Garden
$290,000
3 Beds ⋅ 2 Baths ⋅ Southern Pines SubDv. ⋅ 34787 Zip Code
**Click the Virtual Tour Link for 3-D walk-through tour** Welcome home to this well maintained FIRST FLOOR 3-bedroom, 2-bath condominium in Winter Garden, ideally located near shopping, dining, and with easy access to major roadways for trips to the airport and theme parks. This corner unit condo offers convenience to parking and features an open floor plan with spacious living room plus a den - perfect for a home office or flex space. The kitchen includes a breakfast bar, pantry, and convenient laundry room just through the kitchen. The split floor plan provides privacy to the primary suite with walk-in closet, linen closet, and en-suite bathroom. Additional bedrooms also feature walk-in closets and the hallway bathroom has an extended vanity for extra space and storage. Residents of Southern Pines Condos enjoy an exceptional array of amenities such as a pool and spa, outdoor kitchen, clubhouse with theater, office space and billiards, indoor basketball and racquetball courts, fitness center, playroom, covered outdoor playground, tennis and beach volleyball courts, and a car wash station. The gated community's HOA fee includes cable, internet, water, sewer, trash, and exterior maintenance, making for a truly low-maintenance lifestyle. Call for a showing today!

200 Southern Pecan Circle Unit 104, Winter Garden
359 Douglas Way Unit 54, Winter Garden
$214,000
2 Beds ⋅ 2 Baths ⋅ Townhomes Winter Garden SubDv. ⋅ 34787 Zip Code
Short Sale. Don't miss this beautifully updated 2-bedroom, 2-bathroom townhouse offering the perfect blend of comfort, convenience, and unbeatable location. Tucked away in a quiet community, this home is just minutes from all the charm and excitement of downtown Winter Garden, known for its boutique shopping, top-rated restaurants, farmers market, splash pad, and the scenic West Orange Trail. Inside, you'll find a thoughtfully updated interior offering easy, low-maintenance living. Perfect for first-time buyers, downsizers, or investors looking for a move-in ready property in one of Central Florida's most sought-after towns. With its prime location close to shopping, dining, parks, and major roadways, this townhouse offers an unbeatable opportunity to enjoy the best of downtown Winter Garden living without the downtown price tag. Schedule your showing today!

359 Douglas Way Unit 54, Winter Garden
Winter Garden
$212,000
1 Beds ⋅ 1 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
Beautiful 1BR/1BA condo with a bright open floor plan, spacious solarium/flex space, granite countertops, walk-in closet, and interior laundry. Located in the gated Southern Pines community featuring a resort-style pool, fitness center, indoor basketball and racquetball courts, tennis courts, playground, and clubhouse. Conveniently located near Downtown Winter Garden, Winter Garden Village, major highways, shopping, dining, and entertainment. Northeast-facing unit with abundant natural light and excellent community amenities.

Winter Garden
13349 Harbor Shore Lane, Winter Garden
$307,000
2 Beds ⋅ 3 Baths ⋅ Daniels Landing SubDv. ⋅ 34787 Zip Code
Discover the charm of Daniel’s Landing, a highly desired gated Winter Garden community where convenience meets comfort. Inside, this beautifully upgraded townhome offers two generous primary bedrooms, each with its own bathroom and walk-in closet, ideal for privacy and comfort. The open main floor layout along with a convenient half bath creates a welcoming space for gathering, while the modern kitchen shines with granite counters and stainless-steel appliances. Step outside to your fenced private patio, perfect for relaxing or entertaining. The home also includes a garage with a private driveway. Smart home features like a Ring doorbell and Nest thermostat adds convenience. The HOA covers cable and internet! Spend your days enjoying the incredible amenities such as clubhouse, park, fitness center, peaceful walking trail, and refreshing pool. You’ll also be just moments from the Winter Garden Village and the vibrant downtown area filled with local shops, restaurants, and the beloved farmer's market. Commuting is easy with quick access to 429, the Florida Turnpike, and major attractions including Disney and Universal. ***Licensee Disclosure: Seller is a real estate licensee.*** Buyer or buyer's agent to verify all room dimensions and HOA information.

13349 Harbor Shore Lane, Winter Garden
13158 Bounty Avenue, Winter Garden
$389,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 4a SubDv. ⋅ 34787 Zip Code
Welcome to the highly sought-after Waterleigh community in Winter Garden, where resort-style living meets everyday convenience! This beautiful Dr. Horton Ibis Model offers 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed two-story layout in a desirable middle-unit townhome. Step inside to an open-concept floor plan featuring a spacious kitchen with granite countertops, ample cabinetry, and all appliances included—making this home truly move-in ready. The washer and dryer are conveniently located on the second floor alongside all three bedrooms, adding ease to your daily routine. Enjoy peace of mind with an air conditioning system and hot water heater that are only 1.5 years old. Outside, a paver driveway leads to the attached one-car garage, providing both curb appeal and functionality. Living in Waterleigh means enjoying exceptional community amenities, including three resort-style pools, a state-of-the-art fitness center, tennis courts, sand volleyball, scenic walking trails, playgrounds, and beautifully maintained green spaces. The HOA takes care of lawn maintenance and mulch, allowing you to spend more time enjoying everything this incredible community. Ideally located near top-rated schools, shopping, dining, major highways, and all that Winter Garden has to enjoy, this home is the perfect combination of comfort, convenience, and Florida living. Don't miss your opportunity to own in one of Central Florida's most desirable master-planned communities!

13158 Bounty Avenue, Winter Garden
14501 Grove Resort Avenue Unit 3303, Winter Garden
$215,000
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
Experience the ultimate vacation lifestyle and investment opportunity at Grove Resort & Spa Orlando! This beautifully appointed 2-bedroom, 2-bath condo-hotel offers approximately 1,265 square feet of thoughtfully designed living space with an open-concept layout, stone countertops, stainless steel appliances, walk-in closet, in-unit laundry, private balcony, and elevator access. Fully furnished and turnkey, this residence is ideal as a personal vacation retreat or income-producing property within one of Central Florida's premier resort destinations. Owners and guests enjoy world-class amenities including Surfari Water Park with FlowRider® surf simulator, lazy river, multiple resort pools, private cabanas, waterslides, fitness center, full-service spa, lake activities on Lake Austin, on-site restaurants and bars, arcade, concierge services, 24-hour gated security, and complimentary transportation to Walt Disney World®. Located just minutes from Disney, Flamingo Crossings, shopping, dining, golf, and Orlando's world-famous attractions, this exceptional resort property delivers the perfect blend of luxury, convenience, and unforgettable Florida living.

14501 Grove Resort Avenue Unit 3303, Winter Garden
14031 Picard Alley, Winter Garden
$365,000
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 3 SubDv. ⋅ 34787 Zip Code
Discover refined, low-maintenance living in this impeccably cared-for townhome located in the sought-after Watermark community of Horizon West. Built by Meritage Homes in 2018 with a focus on energy efficiency, this residence combines comfort, style, and everyday functionality. The main level showcases an open-concept layout with elegant tile flooring throughout, leading into a well-appointed kitchen designed for both daily living and entertaining. Highlights include 42-inch cabinetry with crown molding, polished granite countertops, and a spacious walk-in pantry. Step outside to a private brick-paver lanai, along with access to a detached two-car garage. Upstairs, you’ll find all three bedrooms, including a peaceful primary suite featuring dual granite vanities and a generous walk-in closet. The secondary bedrooms are equally well-sized, sharing a full bathroom with granite finishes. An upstairs laundry room—with washer and dryer included—adds extra convenience. This home is complete with all essential appliances. Living in the Watermark community means enjoying an array of resort-style amenities such as a pool, spa, fitness center, tennis courts, splash pad, playground, picnic areas, and a beautifully appointed clubhouse ideal for gatherings. Conveniently located near top-rated schools, Hamlin Town Center, Walt Disney World, and major roadways including 429, 408, 192, and the Turnpike, this home offers a lifestyle. Don’t miss the opportunity to enjoy everything Florida living has to offer in this vibrant and amenity-rich community. Property is tenant occupied. Showings by appointment only. Listing Agent can provide a video tour of the property upon request.

14031 Picard Alley, Winter Garden
14942 Windflower Alley, Winter Garden
$391,000
3 Beds ⋅ 3 Baths ⋅ Osprey Ranch Ph 1 SubDv. ⋅ 34787 Zip Code
Step into this beautifully designed 3-bedroom, 2.5-bath townhome located in the highly desirable Osprey Ranch community in Horizon West. Built recently and featuring 1,536 sq ft, this home offers modern finishes, an open-concept layout, and a bright, spacious living area perfect for entertaining. The kitchen includes elegant cabinetry, quartz countertops, and stainless-steel appliances. Upstairs, the primary suite provides a peaceful retreat with a walk-in closet and a well-appointed bathroom. Enjoy low-maintenance living with a private patio and one-car garage, plus access to top-rated schools, new retail, dining, and all the growth of Winter Garden. Minutes from Hamlin, SR-429, and Disney. A perfect blend of comfort, convenience, and modern living.

14942 Windflower Alley, Winter Garden
8019 Jeremy Joseph Alley, Winter Garden
$389,900
3 Beds ⋅ 3 Baths ⋅ Summerlake Grvs Ph 2 SubDv. ⋅ 34787 Zip Code
Discover this **stunning and meticulously maintained** 3-bedroom, 2.5-bath home, presented in **excellent condition**. The interior has been **freshly painted**, featuring **granite countertops** in both the kitchen and bathrooms. The kitchen is equipped with **stainless steel appliances**, a **spacious island**, a large breakfast bar, and an inviting eat-in area. Enjoy **new flooring throughout the downstairs** in this lovely home. The **generous primary bedroom** is located upstairs and includes an ensuite bath with dual sinks, a roomy shower, and a walk-in closet. The secondary bedrooms are thoughtfully arranged in a **split plan**, ensuring privacy from the primary suite. Convenience continues with a downstairs laundry room featuring hookups. Step outside to a **private, expansive paved lanai**, perfect for entertaining, barbecuing, or relaxing. A large **green space** is just off the front porch. Located just 10 minutes from Disney property, this home is close to all parks, restaurants, shopping, and entertainment. Hamlin Town Center is only a few miles away, and **Orange County National**, the largest golf course in Florida, is nearby. The community offers **resort-style amenities** just steps away, including a pool, two parks, a dog park, pickleball courts, green spaces, and tennis facilities. Enjoy low-maintenance living with the HOA covering exterior upkeep, including roof care, yard maintenance, exterior painting, and lawn care. This home is situated in a **top-rated school district** and boasts a **superb location** with ample parking. Townhomes in this **highly sought-after community** rarely become available. This property is **move-in ready** for its new owners! All info should be verified.

8019 Jeremy Joseph Alley, Winter Garden
721 S Woodland Street, Winter Garden
$400,000
2 Beds ⋅ 1 Baths ⋅ Borders & Woosley Sub SubDv. ⋅ 34787 Zip Code
Located within Winter Garden’s golf cart district and just minutes from Plant Street, this property offers a distinctive combination of current residential use, C-2 General Commercial zoning, and no HOA. The single-story, concrete-block home includes 2 bedrooms, 1 bathroom, 1,034 square feet of heated living space, an enclosed porch that provides additional flexible space, and a roof replaced in 2023. The interior is ready for renovation, allowing the next owner to update the property according to their intended use and vision. Situated on an approximately 0.19-acre homesite, the property also features mature shade trees, a concrete driveway, and fenced sections of the yard. Its central Winter Garden location provides convenient access to the restaurants, shops, farmers market, community events, and West Orange Trail surrounding downtown and Plant Street, while nearby golf-cart-friendly roadways offer another way to explore the area. Whether considered for continued residential use, a renovation project, or a future business opportunity, this property presents a range of possibilities in a well-connected location. Buyers should independently verify all intended uses, permitting requirements, and zoning regulations with the City of Winter Garden.

721 S Woodland Street, Winter Garden
397 Eron Way Unit 42, Winter Garden
$199,999
3 Beds ⋅ 2 Baths ⋅ Townhomes Winter Garden SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to one of the cutest townhomes in the heart of Downtown Winter Garden! This charming 3 Bedroom, 2 bath home offers the perfect blend of comfort, covenience and one of Central Florida's most sought-after lifestyles. Whether you're a first-time homebuyer, looking to downsize or searching for a fantastic investment opportunity, this home checks all the boxes. Inside, you'll find a functional floor plan with comfortable living spaces, spacious bedrooms and low-maintenance living so you can spend more time enjoying everything the area has to offer. Location is everything, and this one is hard to beat! Just minutes from the award-winning Historic Downtown Winter Garden, you'll love spending weekends exploring the nationally recognized Winter Garden Farmers Market, browsing unique boutiques, enjoying locally owned restaurants, coffee shops, breweries and year-round community events. Living here means embracing the famous Golf Cart District lifestyle. Hop in your golf cart and head downtown for dinner, live music, festivals or an evening stroll along Plant Street. Outdoor enthusiasts will appreciate easy access to the scenic West Orange Trail, offering miles of paved paths for walking, running and biking. Winter Garden continues to be one of Central Florida's most desirable communities thanks to its small-town charm, top-rated amenities, vibrant downtown, and convenient access to major highways, Orlando, world-famous attractions, shopping, dining and entertainment. Whether you're looking for a place to call home or an income-producing property in a highly desirable location, this adorable townhome offers incredible value and endless potential. Don't miss your opportunity to own a piece of the Downtown Winter Garden lifestyle! Schedule your private showing today and discover why so many people are proud to call Winter Garden home.

397 Eron Way Unit 42, Winter Garden
5863 Cypress Hill Road, Winter Garden
$355,000
2 Beds ⋅ 3 Baths ⋅ Orchard Hills Ph 4 SubDv. ⋅ 34787 Zip Code
Welcome to Cypress Hill Road, featuring a beautifully maintained townhome located in the highly desirable Horizon West area of Winter Garden. Built in 2018, this move-in-ready residence offers approximately 1,594 square feet of thoughtfully designed living space featuring 2 spacious bedrooms, 2.5 bathrooms, and a rear-entry two-car garage. Step inside to discover an open-concept floor plan that seamlessly blends the living, dining, and kitchen areas, creating the perfect space for both everyday living and entertaining. Pride of ownership is evident throughout, with the home having been exceptionally maintained and cared for. Upstairs, you'll find two generously sized bedroom suites, each designed for comfort and privacy. The spacious secondary bedroom is a standout feature, offering its own private en-suite bathroom and a large walk-in close, making it ideal for guests, roommates, or a growing family. The primary suite provides a relaxing retreat with ample space and storage. Outside, enjoy the low-maintenance lifestyle that townhome living provides while taking advantage of the incredible community amenities nearby. Residents enjoy access to resort-style amenities, including community pools, playgrounds, walking trails, parks, sports courts, and beautifully maintained common areas that make this one of Winter Garden's most sought-after communities. Conveniently located near shopping, dining, entertainment, major roadways, and top-rated schools, this home places you in the heart of everything Horizon West and Winter Garden has to explore. Don't miss your opportunity to own this meticulously maintained townhome in one of Central Florida's most desirable locations. Schedule your private showing today!

5863 Cypress Hill Road, Winter Garden
14501 Grove Resort Avenue Unit 1527, Winter Garden
$170,000
2 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condominium SubDv. ⋅ 34787 Zip Code
Calling ALL Snowbirds & Anyone Looking For A Florida Experience! * This Condo Is An INCREDIBLE VALUE For A Resort Style Stay For Up To Half The Year! Then Turn It Into Your Orlando Investment Dream For The Other Half Of the Year! * Imagine Waking Up To This Nature View From Up On This 5th Floor. Enjoy Your Morning Coffee Or * FIREWORKS * View At Night! Unit 1527 Is Located Immediately Next To The Condo Walkway, Which Overlooks Out Into Nature And Water View. Upon Entering This 2 Bedrooms/2 Bathrooms Condo, Be Greeted With A View Of The Balcony! The Condo Has A Grand Kitchen That Is Fully Stocked With Cooking Utensils & Coffee Machine. * Kitchen Has Stainless Steel Appliances And Long Granite Countertops With Tons Of Storage Space. *Living Room And *Dining Room Combo Has A Great Entertaining Space. Kickback & Watch A Movie While Peering Out Through The Window To See Disney's Nightly Fireworks! That's Incredible! *Bedrooms Are Fully Furnished With A Full Bathrooms And Massive Walk-In Closet. * Water Heater 2008 * HVAC 2021 * Condo Amenities Are Included! Water Parks, Gym, Water/Electricity, And MUCH More. Conveniently Located ~ 7 Miles To Walt Disney World, ~ 4 Miles To Flamingo Crossings Town Center, ~ 20 Miles From Winter Garden Village At Fowlers Grove & West Orange Trail, And ~10 Miles To Interstate 4 (I-4)! This Fully Furnished Condo Won’t Last! * Priced To Sell! * Book Your Showing Today!

14501 Grove Resort Avenue Unit 1527, Winter Garden
13232 Daniels Landing Circle, Winter Garden
$325,000
2 Beds ⋅ 3 Baths ⋅ Daniels Lndg A-J SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained unfurnished 2-story townhouse located in the gated community of Daniels Landing. Surrounded by attractive landscaping, this charming 2-bedroom, 3-bath home offers a spacious and functional layout designed for comfortable living. Step inside to find a freshly repainted interior, high ceilings, laminate flooring, and an open-concept floor plan that seamlessly connects the combined living and dining areas, creating an inviting space for both relaxing and entertaining. The kitchen is equipped with stainless steel appliances and offers ample cabinet and counter space for everyday convenience. Upstairs, the spacious primary suite features a private ensuite bath, providing a peaceful retreat at the end of the day. Additional highlights include a 2-car garage and a private enclosed courtyard with vinyl fencing—perfect for outdoor dining, entertaining, or enjoying your own quiet outdoor space. Located in the desirable gated community of Daniels Landing, this home combines comfort, style, and convenience in one exceptional property.

13232 Daniels Landing Circle, Winter Garden
200 Southern Pecan Circle Unit 206, Winter Garden
$239,000
2 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. SELLER OFFERING 6 MONTHS OF HOA FEES PAID AT CLOSING. HOA fee includes cable, internet, water, sewer, trash, pool and exterior maintenance. Welcome to this well maintained 2-bedroom, 2-bath condominium offering 1,276 square feet of comfortable living space in a gated, resort-style community. The open-concept floor plan is perfect for everyday living and entertaining, featuring granite countertops, spacious living areas, abundant natural light throughout, fresh paint, and a versatile den that is ideal for a home office, reading space, or additional flex area. The community features an outstanding selection of amenities, including a serene pool and spa, fitness center, indoor basketball court, racquetball court, playground, outdoor grilling areas, and a beautifully appointed clubhouse complete with a movie room, pool table, business workspace, and a children's play area for added convenience while working out. Ideally located just minutes from Winter Garden Village, Historic Downtown Winter Garden, and major highways, this condo offers the perfect combination of comfort, convenience, and easy access to everything the area has to offer. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this condo is a must-see!

200 Southern Pecan Circle Unit 206, Winter Garden
338 Windford Court, Winter Garden
$325,000
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
420 E Cypress Street, Winter Garden
$400,000
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
14200 Avalon Road Unit 409, Winter Garden
$185,000
2 Beds ⋅ 2 Baths ⋅ Palisades SubDv. ⋅ 34787 Zip Code
Fully renovated, beautifully furnished, and offered at $185,000! Welcome to The Palisades Condominium, conveniently located approximately 15 minutes from Walt Disney World. This spacious TOP-FLOOR, 2-bedroom, 2-bath residence offers 1,253 square feet of updated living space with the flexibility to enjoy as a full-time residence, seasonal retreat, or investment property. Unlike traditional condo-hotels in the Disney area, Palisades permits full-time residential occupancy, long-term leasing, and short-term rentals without requiring owners to use a designated rental management company. This flexibility sets the community apart from many nearby resort properties. Built in 2008, this smaller condominium community offers COVERED PARKING and elevator access from the renovated lobby directly to the residential floors. No exterior staircases or long walks carrying groceries or luggage, plus the privacy of a top-floor residence with no neighbors above. Inside, the condo has been professionally renovated, decorated, and furnished for a turnkey experience. Luxury vinyl plank flooring, crown molding, upgraded lighting, and modern finishes complement the kitchen with 42-inch white cabinetry and stainless steel appliances. A full-size washer and dryer are also included. The split-bedroom floor plan provides privacy and comfort. The spacious primary suite features a king bed, walk-in closet, Samsung TV, and en suite bathroom with garden tub. The second bedroom offers two queen beds, a Samsung TV, and convenient access to the second full bathroom. The open living and dining area extends to an oversized screened-in balcony accessible from both bedrooms and the living room, providing additional space to relax and enjoy the Florida weather. The $695 monthly condominium association fee includes water, internet, cable, exterior maintenance, community amenities, and other services, with electricity being the primary separately billed utility. Community amenities include a resort-style pool and hot tub, fitness center, theater room, covered parking, and elevator access. With its combination of space, thoughtful renovations, comprehensive association services, and flexible ownership options, this fully furnished condominium presents an attractive opportunity in Central Florida. Schedule your private showing today!

14200 Avalon Road Unit 409, Winter Garden
14501 Grove Resort Avenue Unit 2616, Winter Garden
$180,000
3 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo Ii SubDv. ⋅ 34787 Zip Code
Auction Property. Welcome! Just 15 minutes from Disney, this 3-bedroom, 2-bathroom unit resides on the sixth floor of the acclaimed Grove Resort & Water Park, a guard-gated, vacation-rental community, boasting a truly impressive array of amenities. On-site restaurants, two resort-style pools, and a water park with a lazy river, multiple pools, water slides, and a surf simulator are just the start. Situated at the heart of Orlando's vibrant attractions, the property offers daily transportation to and from the area's top destinations, placing endless activities at your fingertips. Dive into aquatic adventures at Discovery Cove or tee off at some of Orlando's finest golf courses near Disney World. Explore the enchanting Walt Disney World Resort with its four captivating theme parks or seek thrills at Universal Studios' three exciting parks, including their newest addition, Epic Universe. With an on-site management team ready to handle the heavy lifting, this unit is ready for a new owner. Don’t miss your chance and schedule your private tour today.

14501 Grove Resort Avenue Unit 2616, Winter Garden
14501 Grove Resort Avenue Unit 3429, Winter Garden
$298,900
3 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
Turn-Key, Fully Furnished 3-Bedroom Condo at The Grove Resort & Water Park — Steps from the Water Park Positioned on a high floor, this spacious residence offers serene views from a private screened balcony—the ideal setting to relax after a day enjoying the nearby attractions. Inside, the open-concept layout seamlessly connects the living, dining, and kitchen areas, featuring quartz countertops, stainless steel appliances, and a fully equipped setup designed for both comfort and practicality. The primary suite delivers a refined retreat with a king-size bed and an en-suite bathroom complete with double vanity, soaking tub, and glass-enclosed shower. Two additional bedrooms, each with queen-size beds, provide ample space and privacy for guests and family. Living just moments from the Surfari Water Park means you’re only a short walk away from water slides, the FlowRider® surf simulator, lazy river, and resort-style pools—making this unit especially attractive for both personal use and short-term rentals. Beyond the water park, enjoy access to Lake Austin, on-site dining, spa services, fitness center, and a full suite of entertainment amenities. This condo-hotel offers a fully managed, hands-off investment model, with a professional on-site team handling rentals, maintenance, and guest services. HOA fees conveniently include utilities such as electricity, water, cable, and high-speed internet. Whether you're seeking a vacation home with unmatched convenience or a high-performing income property, this residence stands out for one key reason: location within the resort—just steps from the water park, where demand is highest and experiences are unforgettable.

14501 Grove Resort Avenue Unit 3429, Winter Garden
15625 Boggy Oak Circle Unit 108B, Winter Garden
$335,000
3 Beds ⋅ 3 Baths ⋅ Tucker Oaks Ph 8 SubDv. ⋅ 34787 Zip Code
SELLER MOTIVATED! OFFERING CONCESSIONS TOWARDS FLOORING. Beautifully maintained 3-bedroom, 2.5-bath townhome located in the gated Tucker Oaks community in Winter Garden. This home features an open-concept floor plan with abundant natural light, a functional layout, and an attached garage for added convenience. The kitchen offers ample cabinet and counter space and overlooks the living and dining areas. Upstairs, the primary suite includes a private bath and walk-in closet, while the additional bedrooms provide flexibility for guests, work-from-home space, or other uses. Recent updates include a new roof, dishwasher, and garbage disposal installed in August 2024, along with an HVAC system replaced in 2022. Community amenities include a pool, playground, basketball courts, scenic areas, and dog parks — including one conveniently located on the same cul-de-sac as the condo. Conveniently located near Downtown Winter Garden, Winter Garden Village, SR-429, Florida’s Turnpike, shopping, dining, hospitals, and area attractions. This property offers low-maintenance living with convenient access to major commuter routes and Central Florida destinations.

15625 Boggy Oak Circle Unit 108B, Winter Garden

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