Oakwater Condos For Sale in Kissimmee - 10 condos

Remarks: TURNKEY INVESTMENT OPPORTUNITY JUST 5 MINUTES FROM DISNEY! Welcome to this exceptional 3-bedroom, 2-bathroom, fully furnished condo complete with a converted 1-car garage in the highly desirable, gated community of Oakwater Resort. Positioned an incredible 5 minutes from the gates of Walt Disney World, this premier property serves as a proven cash-flowing asset, having generated an impressive $34,000 in short-term rental revenue in the last 12 months. Backed by pristine guest experiences, this listing has earned the highly coveted Airbnb "Guest Favorite" designation and has maintained consecutive "Superhost" status for the last 3 years! Beyond its powerful vacation rental performance, the property’s unbeatable location offers incredible versatility for long-term equity or primary residency providing a short, convenient commute less than 2.5 miles from the top-rated Celebration High School. Step inside to find an immaculate, light-filled open floor plan built for seamless modern living and upgraded with a NEW A/C system for ultimate efficiency. The layout features an intelligent split-bedroom configuration to maximize privacy. The entire home features soaring ceilings, low-maintenance solid surface flooring (absolutely NO CARPET anywhere), and premium quartz countertops throughout both the kitchen and bathrooms. The modern kitchen stands out with solid wood cabinetry, stainless steel appliances, a custom tile backsplash, and a breakfast bar perfect for casual dining. The generous great room flows beautifully out to your private, screened-in balcony, which serves as your own private outdoor oasis. When night falls, you can walk right down to the community lakefront trail to watch the magical Disney fireworks light up the night sky! For ultimate convenience, the unit also includes a dedicated, full-size interior laundry closet. Adding incredible value to the floor plan, the attached garage has been professionally converted into a fully equipped, high-energy games room a massive hit for vacationing families that drastically drives up occupancy rates. The resort-style amenities at Oakwater are unmatched, boasting a 4,000 sq ft luxury clubhouse, a lagoon-style heated pool, a hot tub, a splash pad, a state-of-the-art fitness center, tennis and basketball courts, and a scenic lakefront walking path. Peace of mind is provided via a secure gated entrance paired with patrolling night security. Best of all, the association dues fully cover high-speed internet, cable TV, water, trash, and full exterior building maintenance (including the roof), making this a truly hands-off, worry-free turnkey asset. Within short distance to local dining and shopping, and minutes from the Promenade at Sunset Walk and major highways. Whether you are searching for a high performing vacation rental, a magical second home, or a primary residence NEAR TOP AREA SCHOOLS, this property delivers it all. Schedule your private showing today!

Listing is courtesy of: REALTY HUB (407-900-1001)

Listing Agent: Ana Pelaez De Los Rios (786-818-8940)

Remarks: One or more photo(s) has been virtually staged. Beautiful single-story first-floor condo at 7519 Bliss Way, just 1.5 miles from the entrance to Disney property! This charming and well-maintained unit features no stairs, offering easy, accessible living with three bedrooms and two bathrooms, including a comfortable master suite with his and hers walk-in closets and a private en-suite bath. The open-concept floor plan flows from the kitchen—featuring granite countertops—to the dining and living areas, leading to a screened-in patio with peaceful views of the lush green conservation area. Recent upgrades include luxury vinyl flooring throughout, ceiling fans in the living room, master bedroom, and one additional bedroom, and a storage cabinet in the guest bathroom. Additional features include a one-car garage with direct access to the unit, private parking space, and ample guest parking. The unit is sold unfurnished, but furniture can be negotiated separately, giving you flexibility for personal use or rental. Oakwater Resort offers gated entrance and beautifully landscaped grounds, heated pool and spa, clubhouse with fitness center and game room, tennis, basketball and pickleball courts, catch-and-release fishing lake, and lush tropical landscaping throughout. Conveniently located minutes from Walt Disney World, major highways, restaurants, and shopping—including Walmart right next door—this condo is ideal as a primary residence, vacation retreat, or investment. This is also an excellent opportunity for short-term rental investors—first-floor units like this one are highly sought after for their convenience and accessibility. Schedule your private showing today and make this beautiful home yours!

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Adriana Lima (407-617-9986)

Remarks: DISNEY DREAM LOCATION! - **LOWEST PRICE AVAILABLE** DISNEY Zip Code 34747. Short Term Rental AirBnb *VERY DESIRBLE UNDER 3 Miles to DISNEY PROPERTY. EVERYTHING NEEDED TO BE an AirBnb "Guest Favorite" Even a Walmart DIRECTLY NEXT DOOR. ALSO Excellent Primary or Second Home. This BEAUTIFUL 2 Bed Condo Unit With SCREENED BALCONY and 1 CAR GARAGE comes *COMPLETELY FURNISHED. Guests will love being able to walk to the nearby Walmart and a variety of restaurants on Irlo Bronson Memorial Highway. The community of Oakwater itself is a major selling point, with resort-style amenities including a sparkling pool, a clubhouse with a gym, a games room, a kids' splash pad, and tennis and pickleball courts—all just steps from your door. With easy access to I-4 for trips to Universal, Orlando, and Tampa, this property is poised to deliver exceptional returns and provide an unforgettable vacation experience.

Listing is courtesy of: TOP AGENCY REALTY INC (407-592-9211)

Listing Agent: John Hill (407-592-9211)

Remarks: Welcome to this spacious 3-bedroom, 2.5-bath townhome located in the highly desirable Oakwater Resort Community in Kissimmee. This home features a bright and open layout designed for comfort and functionality.The main living area includes a large living and dining room, perfect for entertaining or relaxing. The oversized eat-in kitchen comes fully equipped with all appliances and offers ample cabinetry and counter space. A mix of tile and carpet flooring, generous closet space, and a spacious primary suite with an en-suite bath complete the interior. Additional convenience includes a 1-car garage. Situated within a gated resort-style community, residents enjoy access to a lagoon-style pool, playground, state-of-the-art fitness center, tennis courts, and sand volleyball court. Fully furnished and approved for short-term rentals, this property is ideal as a primary residence, vacation home, or investment opportunity.

Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)

Listing Agent: Wilianny Brillante (407-873-9654)

Remarks: SELLER MOTIVATED! Seller may contribute toward 6 months of HOA fees or buyer rate buy-down. Welcome to this 3-bedroom, 2-bathroom condo townhouse. Boasting the largest floor plan available, this spacious two story unit offers over 1,800 square feet of open-concept living space designed for comfort and functionality. Enjoy a bright and airy layout with soaring ceilings, a large living and dining area, and a private screened balcony, perfect for morning coffee or relaxing. The kitchen features ample cabinet space and a breakfast bar. The generous primary suite includes a walk-in closet and en-suite bathroom with dual sink. Two additional bedrooms provide plenty of space for family or guests. Oakwater is a resort-style, short-term rental approved community just minutes from Walt Disney World, shopping, and restaurants. Amenities include a sparkling community pool, clubhouse, fitness center, splash pad, tennis courts, and a game room, making it ideal for vacation rentals, a second home, or full-time Florida living. Schedule your private showing today!

Listing is courtesy of: THE FIRM RE (407-227-3345)

Listing Agent: Maria Zapata Sevilla (954-675-2458)

Remarks: Fully furnished condo near Disney with garage in a gated resort-style community ideal for short-term rental, Airbnb, or primary residence! This beautifully maintained 3-bedroom, 2-bathroom corner less than 10 minutes from Disney offers a spacious open floor plan, private screened patio, and 1-car garage, all just minutes from Walt Disney World Resort and Central Florida’s top attractions. This turnkey condo is being sold fully furnished, making it perfect as a vacation home, income-producing investment property, or full-time residence. Recent 2025 upgrades include a new A/C system, luxury vinyl plank flooring throughout (no carpet), updated ceiling fans, modern smoke detectors, Wi-Fi thermostat, and newer furnishings delivering a move-in-ready, low-maintenance property. The open-concept layout features a bright living and dining area designed for comfort and entertaining, while the screened-in patio provides a relaxing outdoor space to unwind after a day at the parks. The HOA covers cable, high-speed internet, landscaping, and full exterior maintenance, including building painting and tile roof upkeep offering true worry-free ownership for homeowners and investors alike. Enjoy resort-style amenities including a community pool and spa, splash pad, fitness center, clubhouse, game room, playground, waterfront walking trail, pet stations, and courts for tennis, basketball, volleyball, and pickleball. Conveniently located near US-192, with quick access to I-4, 417, and 429, and just minutes from Celebration Town Center, shopping, dining, and entertainment, this property is ideally positioned for strong rental demand and everyday convenience. If you’re searching for a fully furnished condo near Disney, a short-term rental investment in Kissimmee FL, or a move-in-ready vacation property with resort amenities, this is the opportunity you’ve been waiting for. Schedule your showing today!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Kenny Medina (407-412-4190)

Remarks: Welcome to 2801 Oakwater Dr, Kissimmee, FL 34747 - This 3-bedroom, 2-bathroom end-unit condo with a 1-car garage is located in the gated Oakwater community, just minutes from Walt Disney World, major attractions, shopping, dining, and Central Florida highways. This 1,465 sq ft condo features a split-bedroom floor plan with the primary suite positioned at the rear for added privacy, including water views, dual closets, and an ensuite bath with shower. The kitchen includes granite countertops, breakfast bar seating, ample cabinetry, and all appliances. The open living and dining areas provide access to a private lanai overlooking the lake. Additional features include an interior laundry closet with washer and dryer, attached garage, and exterior storage. The end-unit location provides added natural light and privacy. Oakwater offers resort-style amenities including a clubhouse, fitness center, game room, community pool, tennis courts, and playground. HOA includes cable TV, internet, and exterior maintenance. This property may be suitable as a primary residence, second home, or investment opportunity. Buyers should verify leasing restrictions and HOA guidelines. Schedule your showing today.

Listing is courtesy of: PLATINUM REAL ESTATE (888-974-7253)

Listing Agent: Scot Hartwell (407-791-8466)

Remarks: $27,000 in gross income over the past 6 months (86% occupancy), with April bookings not yet included. Open to view this weekend-4/11,4/12 and 4/13. Active Airbnb with future bookings in place. Seller is currently booking; guests can rebook with you once your account is set up. Running-cost summary attached. Fully furnished ground-floor condo in a gated community just -1.5 miles from Walt Disney World—no I-4 required. Low $495/month HOA includes cable and internet. Surrounded by 10+ championship golf courses. Private attached one-car garage, plus additional driveway and guest parking, and just steps from the clubhouse and resort pool. Appliances replaced -5 years ago. Travertine tile throughout. -1,200 sq ft with an open floor plan, light tones, designer furnishings, fully equipped kitchen, luxury linens, master en-suite, and screened patio. Amenities include a clubhouse, fitness center, resort-style pool, playground, and tennis, pickleball, and basketball courts. Perfect as an income property, vacation home, or primary residence. Ground-floor units with a private garage this close to Disney are rare. Pets allowed for primary residents (breed restrictions apply). Convenient to Orlando International Airport (-25 min), Universal and SeaWorld (-20 min), Sunset Walk (-10 min), and -1 hour to Cocoa Beach and Daytona Beach.

Listing is courtesy of: REALTY HUB (407-900-1001)

Listing Agent: Jane Lafrance (407-436-2130)

Remarks: Experience the perfect blend of luxury, convenience, and investment potential at 2841 Oakwater Drive. This fully furnished 3-bedroom, 2-bathroom condo is nestled within the highly desirable, gated Oakwater community. Step inside to find a beautifully appointed living space defined by modern updates. The heart of the home features a full kitchen renovation from 2022, boasting new cabinets, countertops, and appliances. This attention to detail extends to both bathrooms, which were also completely revitalized in 2022 with new floor and wall tiling, fresh fixtures, and updated bathing enclosures. Beyond the main living areas, you will find a gaming area in the converted garage. The true highlight, however, is the tranquil escape provided by your screened-in balcony overlooking a picturesque water view—the ideal spot for relaxation. As an owner here, you or your guests will enjoy resort-style amenities including a swimming pool, hot tub, a clubhouse with a fitness center and game room, as well as tennis, basketball, and beach volleyball courts. Whether you're seeking a lucrative vacation rental investment, a stress-free primary home, or a convenient seasonal retreat, this location is unbeatable. The Oakwater community is mere minutes from Central Florida's world-famous theme parks like Walt Disney World, Universal Orlando Resort, and SeaWorld. Plus, you’ll have easy access to premier dining, vast shopping centers, and all the entertainment the Orlando area has to offer. Don't miss this opportunity to own a piece of the Florida dream!

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: Back on the Market. Motivated seller. Beautiful and well-maintained condominium. Perfect first floor features an open concept that invites family gatherings, with relaxing views of the water and the conservation area from the kitchen, living room, and back porch, perfect for enjoying the sunrise and sunset with the family. Spacious three bedrooms, master bedroom includes his and hers closet and spacious bathroom, the other two bedrooms are comfy as well, a car garage with a private space parking for each unit. Additional parking for the visitors. This is an attractive resort-style gated community includes a heated pool, heated spa, game room, tennis court, basketball court, clubhouse, and much more. Perfect location just minutes from Disney and major shopping centers. Perfect and fascinating for short-term rentals as an investment, as it is well-suited to foreigners due to the many amenities it offers or ideal for permanent resident. Don't miss this great opportunity!!! Investor has a special deal that you can't miss, call today!!

Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)

Listing Agent: Evagisela Rodriguez (407-566-0555)