Winter Garden Condos For Sale - 39 condos

Remarks: One Photo has been virtually staged with furniture. You found it!! Beauty in Winter Garden! Sought after location near downtown Winter Garden! This Windtree 2/2 condo on the 2nd floor has been totally & BEAUTIFULLY REMODELED in 2026 as follows! BRAND New Wood laminate flooring in living room & bedrooms. Kitchen has BRAND NEW farmhouse porcelain sink with floating butcher block shelves, shaker moss cabinets with brushed gold handles and faucet & exquisite quartz counter tops with marble herringbone backsplash. BRAND NEW Frigidaire stainless steel appliances. 3k in upgrades for recessed lighting. BRAND NEW Frigidaire Stackable washer & dryer with convenient according door being installed as well! Unit has own private storage under stairs (approx. 4X9 perfect for bicycles etc.) Community Pool & basketball court. Easy access to 408,429, FL. Turnpike, Disney, Universal and downtown Orlando.

Listing is courtesy of: WATSON REALTY CORP (407-298-8800)

Listing Agent: Rick Evans, Ii (407-538-9295)

Remarks: Short Sale. MOVE-IN READY and quietly positioned within a well-established Winter Garden community, this updated 2-bedroom, 2-bath condo offers a NEW ROOF, and an easy, comfortable lifestyle in one of Central Florida’s most desirable areas. Approaching the home, you’ll appreciate the tucked-away cul-de-sac location with paved private streets and sidewalks that create a calm, residential feel. Step inside through the front entrance and you’re immediately welcomed into a bright, open living space where natural light enhances the clean layout and efficient use of square footage. The living room feels inviting and functional, offering enough space to relax, entertain, or simply enjoy a quiet evening at home. Continuing through the home, the upgraded kitchen with GRANITE counter tops, anchors the main living area with modern appliances, ample cabinetry, and practical counter space. Its open connection to the living room allows for easy conversation while cooking, hosting, or enjoying everyday routines, making the space feel connected and intentional. The primary bedroom is set apart as a comfortable retreat, featuring brand-new carpeting and a private en-suite bathroom. The bathroom has been thoughtfully renovated with updated finishes that feel fresh and clean without excess. The secondary bedroom is well-sized and flexible, ideal for guests, a home office, or additional living space, with a second fully updated bathroom conveniently nearby. Throughout the condo, the layout flows efficiently from room to room, offering smart storage, comfortable proportions, and a low-maintenance design well suited for full-time living or long-term ownership. Assigned parking adds convenience, while the community’s shared amenities—including a COMMUNITY POOL—enhance the overall lifestyle. Located just minutes from downtown Winter Garden, residents enjoy close proximity to local shops, dining, farmers markets, and the West Orange Trail. Easy access to major highways makes commuting throughout Central Florida simple, whether heading toward downtown Orlando, major employment centers, or nearby attractions. This location is ideal for buyers exploring Orlando homes for sale or those planning an Orlando relocation home in a walkable, community-oriented area. While not intended as a short-term rental investment, this Winter Garden property represents a strong opportunity within the Central Florida real estate market for buyers seeking comfort, location, and value. Contact us today for a private tour or more details on this exceptional opportunity.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Simi Lakhani (407-408-7393)

Remarks: The Jasmine model is the MOST SPACIOUS condo in the sought after Grove Resort & Water Park. The condo 2541 is FULLY FURNISHED, DECORATED and equipped with everything you need and is located in NEWEST STERLING TOWER-II. Featuring an open concept living & dining area with a screened balcony overlooking lush gardens. The modern kitchen has quartz countertops, stainless steel appliances, and attached laundry room with full size washer and dryer. YOUR PERFECT VACATION HOME IS AT THE GROVE RESORT where you will enjoy privacy and convenience, including a concierge, multiple bars, restaurant, convenience store, spa, elaborate game room, stunning water park oasis, breathtaking 22-acre activity lake all professionally managed with turnkey hotel rental programs to help offset costs. The property is JUST 6 MILES FROM WALT DISNEY WORLD and close to all Central Florida’s attractions, shops, restaurants and major highways.

Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)

Listing Agent: Alessandra Grafin Kamensky (407-453-3943)

Remarks: Welcome to your fully furnished, turn-key vacation retreat at The Grove Resort & Spa Orlando—a highly sought-after, full-service luxury resort located just minutes from Walt Disney World Resort. As part of the Walt Disney World Good Neighbor Hotel Program, this property offers exceptional appeal for both personal use and income-generating potential. This spacious 2-bedroom, 2-bathroom condo (Cypress/Jasmine model) offers over 1265 square feet of thoughtfully designed living space. Positioned on a high floor as a desirable corner unit, it features an open-concept layout with split bedrooms for enhanced privacy. The oversized primary suite includes a separate sitting area, while the guest bedroom is equipped with two queen beds. Altogether, the unit comfortably accommodates up to 8 guests—ideal for families and vacation renters. The interior showcases modern finishes throughout, including solid wood cabinetry, granite countertops in both the kitchen and bathrooms, stainless steel appliances, and the convenience of in-unit laundry. The condo is fully furnished and professionally decorated, making it truly move-in or rental ready. A screened-in private balcony offers peaceful views, perfect for relaxing after a day at the parks. Residents and guests enjoy access to world-class resort amenities, including a full water park with dual water slides, a FlowRider® double surf simulator, lazy river, multiple pools, splash zones, private cabanas, on-site restaurants and bars, spa, fitness center, arcade game room, mini golf, walking trails, and private access to Lake Austin. The resort also features a convenient marketplace and complimentary shuttle service to Disney parks. This condo operates under a condo-hotel model with an on-site professional rental management program, allowing owners to generate income when not using the property. Owners also benefit from VIP check-in privileges. Notably, all utilities are included in the monthly maintenance fee, simplifying ownership and expense management. Conveniently located just off U.S. Route 192, the property is close to a wide variety of shopping, dining, and entertainment options, and only about 4.3 miles from Margaritaville Resort Orlando. This is resort-style living at its finest—perfect as a vacation home, investment property, or both.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Yunfei Liu (941-928-8573)

Remarks: Beautiful 2-bedroom, 2-bathroom condo just under 1,300 sq ft in one of the most desirable areas of Winter Garden. Both bedrooms feature large walk-in closets, and the layout is exceptionally well designed, making the home feel spacious and comfortable. The unit COMES WITH A 1-CAR GARAGE, a rare and valuable feature. All appliances are BRAND NEW, including refrigerator, microwave, stove, and dishwasher. A washer and dryer are also included. The flooring has been completely renovated to elegant wood flooring throughout. The main living area offers a separate flex space that is PERFECT for a home office or a kids’ play area. Conveniently located next to the community car wash, with resort-style amenities that include an amazing clubhouse, pool area with barbecue grills, fully equipped gym, tennis courts, basketball courts, and more.

Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)

Listing Agent: John Silva (407-420-7908)

Remarks: 2/1 Excellent

Listing is courtesy of: HOMESMART (407-476-0451)

Listing Agent: Maria Lloret (407-929-1994)

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: "Unbeatable Value: PRICE JUST REDUCED" for a quick sale. FULLY EQUIPPED and FULLY FURNISHED LIKE NEW 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. Daily shuttles to Walt Disney World . Enjoy for personal use or daily rentals with a professional onsite hotel operator and management company. HOA monthly fees includes the Condo Operations, shared reserves and shared facilities(utilities also included). Unit is part of the rental program 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: MOTIVATED SELLER... BRING OFFER! Welcome to a beautifully appointed 3-bedroom luxury condo-hotel residence at The Grove Resort & Water Park, offering exceptional views, a spacious layout, and true turnkey ownership just minutes from Disney and the Orlando theme parks. This well-designed unit features a generous open-concept living and dining area, ideal for entertaining or relaxing after a day at the parks. The thoughtfully separated bedroom layout provides comfort and privacy for owners and guests alike, making it especially attractive for short-term rentals. Offered fully equipped for immediate use, this residence is designed to perform as both a personal vacation retreat and an income-producing investment. Beyond the residence, owners and guests enjoy access to one of Central Florida’s most amenity-rich resorts. The Grove Resort & Water Park features a full-scale water park with lazy river and water slides, multiple resort-style pools, a surf simulator, full-service spa, fitness center, on-site shopping, and a variety of restaurants with indoor and outdoor dining. The resort also includes Lake Austin for fishing and paddle boating, conference and event facilities, and complimentary shuttles to Disney. The property is supported by a professional, on-site management team, providing a seamless and hands-off ownership experience while maintaining high guest satisfaction. This unique condo-hotel opportunity allows owners to enjoy personal use while generating rental income when not in residence. A rare combination of space, views, resort amenities, and location, this unit stands out among competing offerings—ideal for buyers seeking flexibility, lifestyle, and long-term value in a premier destination.

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

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

Remarks: MOTIVATED OWNER GIVING LASt CHANCE BEFORE RENTING IT OUT! RARE OPPORTUNITY TO MEET THE 1% MONTHLY INVESTOR RULE IN CENTRAL FLORIDA! This two bed, two bath villa home offers low maintenance living near downtown Winter Garden. Walk into an open concept living area with two large windows giving plenty of natural light. New floors throughout. The kitchen offers solid wood cabinets, granite, and stainless steel appliances. The primary bedroom offers two closets and an ensuite bathroom. A second bathroom is down the hall going to the second bedroom. Exterior Maintainance and landscaping offers low maintenance for this beautiful villa. The community offers a pool to relax in or take your laps. The family can enjoy the pool or the large community yard right outside your doorstep. Just a short distance to Plant Street where you can enjoy the farmer’s market, dining, shops, and access to West Orange Trail downtown has to offer. Just off major highways for commuting anywhere in the Orlando area (Hwy 50, Turnpike, 429, 408, 414). Everything else you could need is right along Colonial Drive. This property qualifies for low down payment programs for primary buyers or a great opportunity to add to your investment portfolio! Aggressively priced to sell, set up your showing for this quaint villa now!

Listing is courtesy of: MOFFATT (407-988-2991)

Listing Agent: Marcus Moffatt (304-290-4020)

Remarks: Freshly painted 1-bedroom, 1 bath. Ready to move-in. Laminate floors in the dining area, living room, and bedroom. Kitchen and Bath have ceramic tiles. Southern Pines has many amenities, like in door basketball court, a Racketball court, tennis, Volleyball, a car wash, a dog park, playground. Fully equipped Gym and theatre, Pool table in the clubhouse, BBQ Grills and a kitchen area with only a small refrigerator and sink, Great counter space with tables and chairs for small parties. Owner financing available, call for details.

Listing is courtesy of: HOMESMART (407-476-0451)

Listing Agent: Maria Lloret (407-929-1994)

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, April 10, 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: One or more photo(s) has been virtually staged. 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: Welcome to Southern Pines in the heart of Winter Garden. This well-maintained 1-bedroom, 1-bath upper-level condo offers a bright and functional layout with abundant natural light. The kitchen features granite countertops, ample cabinetry, and a practical layout that connects to the living and dining areas, creating a comfortable flow for everyday living. The open layout and high ceilings help maximize the space and give the unit an airy feel. The bedroom is comfortable and well-sized, offering a quiet and private retreat. This unit also includes an attached 1-car garage and additional storage, a valuable feature within the community. Southern Pines is a gated community with resort-style amenities including a pool, fitness center, tennis courts, basketball, racquetball, sand volleyball, playground, and clubhouse. The HOA covers lawn care, water, cable, and internet for added convenience. Ideally located near Winter Garden Village, Historic Downtown Winter Garden, and the West Orange Trail, with easy access to SR-429, Florida Turnpike, SR-408, and SR-50. Daily conveniences are just minutes away, including Publix (approx. 3 minutes) and Costco (approx. 8 minutes). Make this property your home today.

Listing is courtesy of: EC REAL ESTATE INVEST.& RENTAL (954-775-4221)

Listing Agent: Elsy Camacho (954-775-4221)

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)

Remarks: Beautiful views, 2 bedrooms, 2 bathroom renovated condo. This spacious unit has all the comforts of home and a relaxing view of the community pool. When sitting on the large balcony you get a direct view of the pool and custom landscaping. The fully equipped kitchen is completed with solid wood cabinets and custom granite. Enjoy a swim in the outdoor pool (open year round), enjoy walks around the scenic pond, where you can take in fresh air and unwind in a beautiful natural setting or for a little bit more action, head over to the on-site basketball court, perfect for a quick game, staying active, or having fun with friends and family. A master bedroom to accommodate a king size bed with an immaculate bathroom with custom shower plus walk-in closet. This is not all, this unit includes a storage just steps from your home! easy and convenient! Some images in this listing have been virtually staged to help illustrate the potential of the space. Furniture, décor, and layouts are for visualization purposes only. The property is being sold unfurnished, and actual conditions may differ from what is shown in the staged images.

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

Listing Agent: Bernardo Carrasquel (407-920-4973)

Remarks: Welcome to unit 2504 at The Grove Resort - a fully furnished, income-producing 2-bedroom, 2-bathroom unit already enrolled in the resort’s rental program. Whether you’re looking for a vacation retreat, short-term rental investment, or both, this residence offers just that. As part of The Grove, you and your guests enjoy full access to surf simulator, lazy river, multiple pools, water park, fitness, dining, lakefront amenities, and more. Strategically located just west of Orlando and under 10 minutes from Walt Disney World, the resort offers complimentary transportation to Disney. For buyers seeking a hassle-free, revenue-producing resort unit in a high-demand location, 14501 Grove Resort Ave 2504 checks every box. ** Transfers will be subject to reporting when buyers use entities or trusts to take title to residential real estate, when the transaction is all-cash, privately financed or HELOC.

Listing is courtesy of: PROFESSIONAL REAL ESTATE TEAM (407-483-4964)

Listing Agent: Jany Perez (407-483-4964)

Remarks: NEW PRICE. CONVENIENT 1 STORY CORNER 2/2 TOWNHOME, WITH 2 ASSIGNED PARKING SPACES, NEARBY THE HIGHWAY 50 AND THE WINTER GARDEN VILLAGE MALL WITH SUPERMARKET, LOWES, RESTAURANTS, BANKS, SHOPPING, ETC.

Listing is courtesy of: WINDERMERE REALTY GROUP (407-383-3147)

Listing Agent: Ramon Rosquete (352-207-4238)

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: **BACK ON MARKET: Owner Paused listing to fully remodel the home!** This 2-bedroom, 2-bath second-floor condo in the sought after community of Windtree Gardens is truly a must see now! Featuring New kitchen cabinets, New quartz countertops, New appliances, New luxury vinyl-plank flooring throughout, New bathroom vanities, New fans and fixtures, and fresh interior paint. Conveniently located walking distance to Starbucks, less than 2 miles to the 429, and just minutes from dining and shopping! Come see this home today, before it goes!!!

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Erik Mcginnis (407-948-6518)