Winter Garden Condos For Sale - 73 condos

Remarks: Welcome to 22 Windtree Ln #203, Winter Garden, FL 34787, an incredible opportunity to own the most affordable home in Winter Garden, located in one of Central Florida’s most desirable and fast-growing communities. This residence offers the perfect blend of historic charm, modern convenience, and everyday comfort, all while placing you just minutes from vibrant downtown Winter Garden. Here, you’ll enjoy a lively yet welcoming atmosphere filled with tree-lined streets, boutique shops, local restaurants, farmers markets, and year-round community events that create a true small-town feel with modern energy. Living in Winter Garden means being close to the heart of it all, including popular destinations like Plant Street Market and Crooked Can Brewing Company, where dining, entertainment, and social gatherings are part of everyday life. Outdoor living is a major highlight, with immediate access to the scenic West Orange Trail, perfect for biking, jogging, or walking while connecting through neighboring communities. Nearby Lake Apopka offers stunning natural views, wildlife, and unforgettable sunsets, adding to the area’s outdoor appeal. Residents also enjoy easy access to cultural and entertainment experiences at the historic Garden Theatre, along with convenient shopping, dining, and everyday essentials at Winter Garden Village at Fowler Groves. To top it all off, world-class attractions such as Walt Disney World and Universal Orlando Resort are just a short drive away, making weekends and entertainment options truly limitless. This home delivers an unbeatable combination of affordability, location, and lifestyle, offering buyers the chance to live in a thriving community with charm, convenience, and access to some of Central Florida’s best attractions, all at the most competitive price point in Winter Garden. Schedule your private showing today and see it in person.

Listing is courtesy of: EXP REALTY LLC (407-706-5000)

Listing Agent: Daniel Betancourt (407-375-9142)

Remarks: Located in the gated community of Tucker Oaks in sought after Winter Garden, this beautifully upgraded townhome offers a bright open-concept layout along with 3 bedrooms and 2.5 bathrooms.This stunning corner-unit townhome offers the perfect blend of modern upgrades and serene privacy. As one of the few units backing directly onto a lush conservation lot, you’ll enjoy peaceful, wooded views and extra natural light that only a corner position can provide. Relax on your back patio with no rear neighbors and a private forest backdrop. The community offers a pool, walking paths, basketball courts, BBQ area, playground, not to mention, minutes from the West Orange Trail and downtown Winter Garden’s charm. You Deserve this home.

Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)

Listing Agent: Ali Mazahaem Flores (407-485-4177)

Remarks: AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. Perfect as a family getaway or a high-performing investment property, this beautifully designed fully furnished 3-bedroom, 2-bath condo is located in the luxurious Grove Resort & Water Park in Winter Garden, FL. Thoughtfully outfitted with every comfort, this turn-key home welcomes you with style and convenience. Enjoy resort-style living with world-class amenities including a thrilling water park with slides, a lazy river, surf simulator, multiple pools, a full-service spa, fitness center, on-site dining, and 24-hour concierge service. The Grove also offers a hassle-free rental program, making ownership seamless and profitable. Situated just minutes from Walt Disney World and Orlando’s premier attractions, this is a rare opportunity to own a slice of paradise in a prime location. Don’t miss out—schedule your private tour today! Offers may be entered ONLINE through Friday, May 8, 2026 at 4:00 pm. AT SELLER'S DISCRETION, A SUBMISSION MAY BE ACCEPTED AT ANY TIME.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Rick Brown (407-393-5901)

Remarks: Owner Motivated – Largest 2-Bedroom Floor Plan at The Grove Resort Orlando This exceptional 5th-floor condo offers rare convenience with high ceilings, spacious bedrooms, and immediate access to parking. The primary suite includes a generous sitting area, while the second bedroom features two full beds — an ideal layout for families, groups, or high-occupancy rentals. Positioned on the quieter side of the resort, this unit enjoys a peaceful setting with minimal noise from the amenities, making it a comfortable retreat for owners and guests alike. Fully furnished and turnkey, this condo is ready for immediate personal use or income generation. Just steps away are The Grove's signature amenities: three resort pools, a full waterpark, fitness center, on-site restaurants and bars, game room, glow-in-the-dark mini golf, a boat dock, and water activities on Lake Austin. Located only 15 minutes from Walt Disney World®, owners and guests enjoy the convenience of a daily resort shuttle. Universal's Epic Universe — the most significant theme park expansion in Orlando in decades — opened in 2025, further strengthening the area's appeal and rental revenue potential for years to come. Ownership is completely hands-free. The on-site professional hotel operator manages all marketing, bookings, guest services, repairs, and maintenance. Owners may use their condo anytime and earn income when not in residence. Don't miss this opportunity to own a premium, income-producing resort residence in one of Orlando's most sought-after vacation destinations.

Listing is courtesy of: MBI REALTY LLC (407-821-5036)

Listing Agent: Bill Traback (407-821-5036)

Remarks: Spacious 2-Bedroom Condo – Fully Furnished & Turnkey at The Grove Resort! Step into the popular Palm plan, a roomy 2-bedroom condo with modern decor, quartz countertops, and everything you need for a comfortable stay. Fully furnished and ready to enjoy, this condo offers effortless vacation home ownership — simply relax while the resort’s management team handles advertising, guest services, and income generation when you’re not using it. The Grove Resort & Waterpark is a private Florida enclave designed for family fun and unforgettable memories. Enjoy astounding onsite activities, resort-style amenities, and spacious accommodations, all just 3 miles from the Western Way entrance to Walt Disney World® Resort. With easy access to Orlando’s world-famous theme parks and attractions, The Grove is truly “an escape within an escape” — a perfect getaway for families and a smart investment for owners.

Listing is courtesy of: MBI REALTY LLC (407-821-5036)

Listing Agent: Bill Traback (407-821-5036)

Remarks: 6th Floor Water View – Fully Furnished, Modern Condo at The Grove Resort! Experience the best of Orlando vacation living in this fully furnished 2-bedroom, 2-bath condo in the newest tower at The Grove Resort. This rare layout features two beds in the second bedroom, perfect for families or groups. Enjoy convenient access to the resort’s restaurants, lounge, coffee bar, fitness center, business center, and market — all just an elevator ride away. Hotel pools, parking, and lakefront activities on Lake Austin are within easy reach, making this condo a quiet yet vibrant location for both personal use and guests. Vacation home ownership here is effortless: the hotel operator handles advertising, guest services, repairs, and maintenance, ensuring a turnkey income-producing property. Located just 4 miles from Walt Disney World® and near the new Universal theme parks, The Grove Resort offers a world-famous destination with high rental potential. Financials are available for serious buyers. Interior photos are from a similar unit; new photos will be posted soon.

Listing is courtesy of: MBI REALTY LLC (407-821-5036)

Listing Agent: Bill Traback (407-821-5036)

Remarks: Penthouse-level Jasmine floor plan at The Grove Resort and Waterpark. This spacious 3 bedroom, 2 bath condo features a large great room and a split-bedroom layout designed for privacy and comfort. Fully furnished and move-in ready. Owners may use the condo anytime, and when not in use, the on-site resort operator manages all marketing, guest services, and maintenance, generating revenue with no owner involvement required. The Grove offers one of the strongest amenity packages in Central Florida. Three resort pools, a full-service spa, fitness center, game room, activity centers, on-site concierge, three restaurants and bars, and extensive water activities on Lake Austin. Daily shuttle service to Walt Disney World. Located approximately 15 minutes from Disney and close to all Orlando attractions, dining, and shopping. This property appeals to both owners seeking a personal vacation retreat and investors looking for a professionally managed, income-producing resort property. Fully furnished, well maintained, and located in one of the world’s most popular vacation destinations.

Listing is courtesy of: MBI REALTY LLC (407-821-5036)

Listing Agent: Bill Traback (407-821-5036)

Remarks: Penthouse-level Jasmine floor plan at The Grove Resort and Waterpark. This spacious 3 bedroom, 2 bath condo features a large great room and a split-bedroom layout designed for privacy and comfort. Fully furnished and move-in ready. Owners may use the condo anytime, and when not in use, the on-site resort operator manages all marketing, guest services, and maintenance, generating revenue with no owner involvement required. The Grove offers one of the strongest amenity packages in Central Florida. Three resort pools, a full-service spa, fitness center, game room, activity centers, on-site concierge, three restaurants and bars, and extensive water activities on Lake Austin. Daily shuttle service to Walt Disney World is available. Located approximately 15 minutes from Disney and close to all Orlando attractions, dining, and shopping. This property appeals to both owners seeking a personal vacation retreat and investors looking for a professionally managed, income-producing resort property. Fully furnished, well maintained, and located in one of the world’s most popular vacation destinations.

Listing is courtesy of: MBI REALTY LLC (407-821-5036)

Listing Agent: Bill Traback (407-821-5036)

Remarks: Waterpark View Enjoy sweeping waterpark views from this spacious Sable floor plan, the largest 3-bedroom, 3-bath condominium available at The Grove Resort Orlando. Fully furnished and professionally outfitted, this expansive condo-hotel residence offers the perfect blend of vacation comfort and investment potential just 15 minutes from Walt Disney World®. Located in the amenity tower, this residence places you steps from the resort’s most popular attractions—saving time and maximizing convenience for both owners and guests. The impressive Sable layout features a luxurious primary suite with a private sitting area and ensuite bath, along with two additional bedrooms and a hall bath, providing ample space for families or groups. A full interior laundry room with full-size washer and dryer adds the everyday convenience expected in a premium resort residence. Ownership is effortless. The onsite professional hotel operator manages marketing, reservations, guest services, housekeeping, and maintenance, allowing owners to enjoy their condo whenever they choose while generating income when not in use. Own a spacious waterpark-view residence in one of Orlando’s premier vacation resorts, where world-class amenities and proximity to the theme parks create lasting appeal for visitors from around the globe.

Listing is courtesy of: MBI REALTY LLC (407-821-5036)

Listing Agent: Bill Traback (407-821-5036)

Remarks: Skip the Elevator. Start the Vacation. First-floor units in Tower 1 at The Grove Resort don't come up often — and when they do, they don't last. Guests love them. No elevator wait, instant access to the pools and waterpark, and the kind of easy resort flow that earns five-star reviews and repeat bookings. This fully furnished 2-bedroom split-plan features soaring ceilings and generous room sizes — and sits at the most convenient location in the resort. Step outside and you're poolside in under a minute. No long corridors. No hauling luggage to an elevator. Just flip-flops on, and you're there. When you're not using it? The onsite professional hotel operator handles everything — bookings, housekeeping, check-in, maintenance, accounting, all of it. You own it. They run it. You collect the benefits of a luxury Orlando vacation property without lifting a finger. Located minutes from Walt Disney World®, The Grove draws family travelers year-round. First-floor units like this rarely stay available. Come see why.

Listing is courtesy of: MBI REALTY LLC (407-821-5036)

Listing Agent: Bill Traback (407-821-5036)

Remarks: BEST VIEW IN THE ENTIRE RESORT! This is the largest condo offered at The Grove Resort & Waterpark, featuring a spacious 3-bedroom, 3-bath split floor plan designed for privacy and comfort, accommodating up to eight guests. Fully furnished and turnkey, this residence is ready for immediate personal use (Up to 179 Days Per Year), and rental income when you're not using it. The Grove Resort is a secluded private Florida enclave and one of Orlando’s premier vacation destinations, offering expansive accommodations and an exceptional array of onsite amenities and activities for all ages. Ideally located just three miles from the Western Way entrance to Walt Disney World® Resort, the property provides quick access to world-famous attractions while maintaining a peaceful resort atmosphere. Often described as “an escape within an escape,” The Grove serves as a gateway to the Disney experience and is conveniently close to all major Orlando theme parks and family attractions. Ownership is truly hands-free. The professional onsite management team handles all reservations, guest services, and maintenance, allowing owners to enjoy their condo at their convenience while generating income when not in use.

Listing is courtesy of: MBI REALTY LLC (407-821-5036)

Listing Agent: Bill Traback (407-821-5036)

Remarks: Motivated Seller – Spacious 3-Bedroom Condo on the 5th Floor! Step into the popular Jasmine plan, a roomy 3-bedroom condo featuring modern decor, quartz countertops, and full furnishings — everything you need for a perfect vacation. Fully equipped and turnkey, this condo allows for effortless ownership: enjoy it anytime, and let the resort’s professional management team handle guest services and income generation when you’re not using it. The Grove Resort & Waterpark is a private Florida enclave designed for family fun and unforgettable memories. With astounding onsite activities, spacious accommodations, and world-class amenities, it’s just 3 miles from the Western Way entrance to Walt Disney World® Resort and close to all of Orlando’s famous theme parks and attractions. Truly “an escape within an escape,” this resort offers both an incredible lifestyle and strong rental potential.

Listing is courtesy of: MBI REALTY LLC (407-821-5036)

Listing Agent: Bill Traback (407-821-5036)

Remarks: Motivated Owner – Largest 2-Bedroom Condo at The Grove Resort & Waterpark Orlando Experience ground-floor convenience in one of the largest two-bedroom floorplans available at The Grove Resort & Waterpark. This spacious residence features soaring 4-meter ceilings, oversized living areas, and easy access with no elevator wait times. The primary suite includes a comfortable sitting area, while the second bedroom is equipped with two beds, making the layout ideal for families, guests, or vacation groups. Fully furnished and turnkey, this condo is ready for immediate personal use or participation in the resort’s professionally managed rental program. Located just steps from world-class amenities, owners and guests enjoy three resort pools, a full water park, fitness center, boat dock with activities on Lake Austin, on-site restaurants and bars, game room, and glow-in-the-dark mini golf. Daily shuttle service provides convenient transportation to Walt Disney World® Resort, located just minutes away. The Grove Resort & Waterpark offers truly hands-free ownership. The on-site professional hotel operator manages marketing, bookings, guest services, maintenance, and operations, allowing owners to enjoy personal use while generating income when not in residence. With continued growth in Central Florida tourism and major theme park expansions nearby, this property presents an excellent opportunity to own a premium vacation residence with strong lifestyle appeal and income potential.

Listing is courtesy of: MBI REALTY LLC (407-821-5036)

Listing Agent: Bill Traback (407-821-5036)

Remarks: Welcome to Southern Pines in the heart of Winter Garden! This clean and well-maintained 1-bedroom, 1-bath upstairs condo offers bright, open living with a rare combination of features you won’t often find in the community. Positioned on the upper level, the home enjoys enhanced privacy and abundant natural light with windows on both sides of the building, creating an airy and inviting atmosphere throughout the open-concept living and dining area. The kitchen flows seamlessly into the main living space and features granite countertops, ample storage, and all appliances convey with the sale — making this home truly move-in ready. Enjoy peaceful views overlooking the community tennis courts and resort-style pool. Downstairs, the attached 1-car garage and generous under-stair storage closet provide exceptional storage space — a true rarity within the neighborhood. Enjoy maintenance-free living, with HOA fees covering lawn care, cable, internet and water. Spend your weekends exploring Winter Garden Village, just 1.5 miles away, or immerse yourself in the charm of historic Downtown Winter Garden, filled with cozy cafés, boutique shops, farmers markets, and more. Outdoor enthusiasts will appreciate easy access to the West Orange Trail, perfect for biking, jogging, or leisurely strolls. Commuting is effortless with quick connections to the Florida Turnpike, SR 408, and SR 429. The gated Southern Pines community offers impressive amenities, with the pool, hot tub, and clubhouse located across the street. Additional features include a covered playground, movie theater, game room, office space, outdoor kitchen with grills, tennis court, indoor basketball and racquetball courts, sand volleyball, and even a car wash station. Don’t miss your opportunity to own in one of Winter Garden’s most convenient and amenity-rich communities. Schedule your showing today.

Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)

Listing Agent: Anna Gay Hunter (407-446-9878)

Remarks: Under contract-accepting backup offers. THE BEST VALUE for an Orlando Investment Property . FULLY EQUIPPED and FULLY FURNISHED Condo Unit 2/2 at THE GROVE RESORT & WATER PARK. Just few miles from WALT DISNEY WORLD and many other attractions. Unit is locate on the fifth floor of Condominium II, the BEST BUILDING in the Community with access to the Resort Amenities; restaurants, lodge, business center, market, coffee bar and fitness center. Few steps to garage and hotel pools. The unit floor plan is a Palm ( 1,265 sq. ft ) . King size bed in the Master bedroom and the guest room have two queen size beds. Sleeper sofa in the living room. Modern interior with solid wood cabinets and granite countertops in the kitchen and baths, stainless steel appliances, in unit laundry. FREE SHUTTLES TO DISNEY PARKS and the on-site Surfari Water Park with lazy river, pool-side restaurant and bar, and double surf simulator. HOA monthly fees includes the Condo Operations, shared reserves and shared facilities. ALL UTILITIES INCLUDED IN MONTHLY MAINTENANCE! This amazing condo-hotel unit also offers the convenience of an in-house, on-site hotel rental program which allows you rent the property with the on-site management company but owner can stay at the unit or rent it by some periods to calendar year.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Concetta Di Guida (954-226-6437)

Remarks: One or more photo(s) has been virtually staged. BEST DEAL IN WINTER GARDEN - lowest price in Windtree! Experience comfort, style, and convenience in this lovely 2 bed + 2 bath condo located just 5 minutes from popular Plant Street in Winter Garden. This bright, well-maintained unit features a wonderful split floor plan with two spacious bedrooms separated by an open-concept kitchen and living room. The kitchen has quality appliances, including a new dishwasher, an inviting eat-in bar, and neutral finishes that complement any decor. The large great room fills with natural light and opens to a private patio - perfect for morning coffee, a good book, or unwinding at the end of the day. Additional conveniences include two reserved parking spaces, a huge secured storage area, and an in-unit Bosch washer and dryer. The quiet, well-kept community offers fantastic amenities such as a private pool, basketball courts, plenty of green space, and nearby walking trails. Schedule your viewing today!

Listing is courtesy of: ROMAN REALTY GROUP, LLC (407-876-1990)

Listing Agent: Brian Lemay (321-314-5412)

Remarks: Experience resort-style living and income potential at its finest in this fully furnished, turnkey 2-bedroom, 2-bath condo-hotel residence located at The Grove Resort & Spa Orlando. UNIT 2615 features an open-concept floor plan with luxury vinyl plank flooring, a modern kitchen with quartz countertops and stainless-steel appliances, and a private balcony overlooking tranquil conservation and water views. The spacious primary suite offers a true retreat with a spa-inspired ensuite bathroom, while the thoughtfully designed layout comfortably sleeps up to 8 guests, making it ideal for personal use, vacation stays, or investment. Offered fully furnished, this residence is truly move-in or rent-ready. As a 4-star resort and Walt Disney World® Good Neighbor Hotel, the property boasts world-class amenities including three resort pools, two on-site restaurants, a full-service spa, state-of-the-art fitness center, arcade/game room, and private access to Lake Austin. Owners and guests enjoy FREE shuttle service to the theme parks, plus exclusive access to the on-site Surfari Water Park, featuring a lazy river, poolside restaurant and bar, and the exhilarating FLOWRIDER® double surf simulator. Conveniently located less than 5 miles from Walt Disney World® Resort and just 3.9 miles from Flamingo Crossings Town Center with over 40 shops and restaurants, this property delivers unbeatable proximity to Central Florida’s top attractions. This condo- hotel residence also includes access to an on-site, in-house rental management program, providing rental income when not in personal use, along with VIP owner check-in privileges. ALL utilities, cable, and internet are included in the monthly maintenance, offering exceptional convenience and value. An outstanding opportunity for a vacation home, second residence, or income-producing investment in the heart of Orlando’s premier resort corridor

Listing is courtesy of: DECONOVA INTERNATIONAL GROUP (407-574-7804)

Listing Agent: Juan Fernandez (407-288-5978)

Remarks: Experience resort-style living and income potential at its finest in this fully furnished, turnkey 2-bedroom, 2-bath condo-hotel residence located at The Grove Resort & Spa Orlando. UNIT 3524 features an open-concept floor plan with luxury vinyl plank flooring, a modern kitchen with quartz countertops and stainless-steel appliances, and a private balcony overlooking tranquil conservation and water views. The spacious primary suite offers a true retreat with a spa-inspired ensuite bathroom, while the thoughtfully designed layout comfortably sleeps up to 8 guests, making it ideal for personal use, vacation stays, or investment. Offered fully furnished, this residence is truly move-in or rent-ready. As a 4-star resort and Walt Disney World® Good Neighbor Hotel, the property boasts world-class amenities including three resort pools, two on-site restaurants, a full-service spa, state-of-the-art fitness center, arcade/game room, and private access to Lake Austin. Owners and guests enjoy FREE shuttle service to the theme parks, plus exclusive access to the on-site Surfari Water Park, featuring a lazy river, poolside restaurant and bar, and the exhilarating FLOWRIDER® double surf simulator. Conveniently located less than 5 miles from Walt Disney World® Resort and just 3.9 miles from Flamingo Crossings Town Center with over 40 shops and restaurants, this property delivers unbeatable proximity to Central Florida’s top attractions. This condo- hotel residence also includes access to an on-site, in-house rental management program, providing rental income when not in personal use, along with VIP owner check-in privileges. ALL utilities, cable, and internet are included in the monthly maintenance, offering exceptional convenience and value. An outstanding opportunity for a vacation home, second residence, or income-producing investment in the heart of Orlando’s premier resort corridor

Listing is courtesy of: DECONOVA INTERNATIONAL GROUP (407-574-7804)

Listing Agent: Juan Fernandez (407-288-5978)

Remarks: Discover Exceptional Value at The Grove Resort & Water Park Orlando! This stunning 3-bedroom, 2-bath condo-hotel suite offers unbeatable value in one of Orlando's premier upscale resorts. Spanning a spacious 1,396 sq ft, this fully furnished, modern retreat is turnkey and rental-ready, complete with on-site professional management and a proven income-producing program. Step inside to find contemporary finishes, ample living space, and thoughtful details designed for comfort and convenience. You will appreciate the beautiful and easy to care for luxury vinyl plank flooring. All appliances are included. The modern fully equipped kitchen is ready for quick snacks or preparing a full gourmet meal. The resort's prime location places you just minutes from Walt Disney World®, Universal Orlando, SeaWorld, Margaritaville, movie theaters, and Orlando International Airport. Best of all, enjoy complimentary shuttle service to major theme parks. Resort highlights include the thrilling Surfari Water Park featuring a double FlowRider surf simulator, multiple pools, lazy river, waterslides, and family-friendly splash zones. Dine at on-site restaurants, relax by serene Lake Austin with its private pier—ideal for catch-and-release freshwater fishing (bass, bluegill, and more)—or explore the surrounding nature preserve. Whether you're seeking a dream family vacation spot or a smart investment property in Orlando's booming tourism market, this is your opportunity to own a piece of paradise. Schedule your private tour today and experience the magic of The Grove!

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)

Listing Agent: Laura Block (321-229-6029)

Remarks: Welcome to the lifestyle you deserve in Winter Garden! This beautiful 1-bedroom, 1-bath condo in Southern Pines offers comfort, convenience, and resort-style living in a prime location. Enjoy outstanding community amenities including a spectacular pool, fully equipped fitness center, tennis courts, basketball court, BBQ area, playground, and expansive green spaces—perfect for relaxing or staying active. Ideally located just minutes from Historic Downtown Winter Garden and its popular shops, dining, and local markets, plus easy access to major highways like SR-429, making commuting and daily errands a breeze. With gated entry and a peaceful setting, this is the perfect place to call home—schedule your showing today!

Listing is courtesy of: URBAN-O REAL ESTATE SOLUTIONS (407-822-1063)

Listing Agent: Fernando Villamizar Sarmiento (786-381-7469)