Oakwater Condos For Sale in Kissimmee - 9 condos

Remarks: TURNKEY & FULLY FURNISHED—JUST BRING YOUR SUITCASE! Welcome to one of the largest condominium floor plans in Oak Water Resort, offering 3 bedrooms, 2.5 bathrooms, and 1,808 square feet of comfortable living space. Short-term rentals are permitted, making this an exceptional opportunity as a vacation home, income-producing investment property, second home, or primary residence. Located in the highly desirable Kissimmee resort corridor, just minutes from Walt Disney World and Central Florida's premier attractions, this property places you in one of the area's most sought-after vacation destinations. Enjoy convenient access to shopping, dining, golf, entertainment, and major highways, making it an ideal choice for both personal enjoyment and excellent rental potential. The open-concept floor plan is designed for comfortable living and entertaining. The kitchen features granite countertops, stainless steel appliances, decorative tile backsplash, a large center island, and a new microwave installed in March 2026. The spacious living, dining, and breakfast areas provide plenty of room to gather with family and guests, while ceramic tile flooring throughout the first floor offers both style and easy maintenance. The upstairs owner's suite includes a walk-in closet and private en-suite bath with a walk-in shower. Two additional fully furnished bedrooms share a second full bathroom, and the conveniently located second-floor laundry room includes a full-size washer and dryer. Recent improvements include a new HVAC system installed in June 2026, updated electronic thermostat, video doorbell, ceiling fans, and an expanded outdoor patio, adding comfort, convenience, and value. Relax on the screened, covered lanai overlooking beautifully landscaped tropical gardens and scenic walking paths throughout the community. Residents and guests enjoy outstanding resort-style amenities within this gated community featuring overnight roving security personnel, including a heated lagoon-style swimming pool, spa, fitness center, clubhouse, game room, tennis and basketball courts, splash pad, playground, sand volleyball court, and beautifully maintained grounds. The monthly condominium fee delivers exceptional value, covering high-speed internet, cable TV, pest control, and access to all community amenities and recreational facilities, including the resort-style pool, fitness center, clubhouse, sports courts, and common area maintenance—making ownership simple, convenient, and cost-effective. Whether you're searching for a Kissimmee vacation home, a Disney-area short-term rental, a Florida investment property, or a low-maintenance primary residence, this exceptional condominium offers the flexibility, location, and lifestyle today's buyers are looking for. Book your private showing today!

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

Listing Agent: Chris Bunnell (321-287-4230)

Remarks: Discover the perfect blend of comfort, convenience, and investment potential in this beautifully maintained 2-bedroom, 2-bathroom condo located in the highly desirable Oakwater Community of Kissimmee. This spacious residence features an open-concept floor plan with abundant natural light, a well-appointed kitchen, and a comfortable living and dining area designed for both everyday living and entertaining. The generous primary suite offers a private retreat with an en-suite bathroom, while the second bedroom and bath provide flexibility for guests, family, or rental opportunities. Enjoy relaxing on your private screened lanai and take advantage of the resort-style amenities Oakwater is known for, including a community pool, fitness center, clubhouse, playground, tennis courts, and more. Ideally situated just minutes from Walt Disney World®, world-class attractions, shopping, dining, and major highways, this property is perfect as a primary residence, vacation home, or short-term rental investment. Experience the best of Central Florida living in one of Kissimmee's most sought-after resort communities. Schedule your private showing today and see why Oakwater continues to be a favorite destination for residents and visitors alike!

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Paul Donovan (407-785-7070)

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: 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: KAZA REAL ESTATE LLC (407-723-8230)

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

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: 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: Imagine owning a vacation home just minutes from Walt Disney World, where unforgettable family memories and investment potential come together in one incredible opportunity. Located in the highly sought-after Oakwater Resort, this fully furnished 3-bedroom, 2-bath condo is turnkey and ready to enjoy from day one. Spend your mornings overlooking the peaceful lake from your private balcony and your afternoons enjoying resort-style amenities including a pool, spa, fitness center, playground, clubhouse, and sports courts. Whether you're looking for a successful short-term rental, vacation retreat, or full-time residence, this property offers exceptional flexibility. The open floor plan, updated flooring, stainless steel appliances, and private garage make ownership easy, while the location places you minutes from Disney, dining, shopping, golf, and entertainment. Oakwater Resort's prime location helps drive strong year-round rental demand, creating an excellent opportunity for consistent monthly income and revenue potential.

Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)

Listing Agent: Jabir Ahmed (407-738-3538)

Remarks: Under contract-accepting backup offers. 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. 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: 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)