Displaying: For Sale
Location: Kissimmee
Property Type(s): Condos
Price: $300,000 to $399,000
Do Not Show Listings
Kissimmee - 63 properties found
2711 OAKWATER DR #116, KISSIMMEE, FL 34747
$318,00078 Days on yellowkey MLS ID: O6397075
REDUCED by $1,000 (0.3%) on 04/29/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1255 Built: 2007Monthly Fee: $495 Tax: $3,550 (2025)Community: Oakwater Condo Ph 15-19Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,550
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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)
3180 PARADOX CIR #402, KISSIMMEE, FL 34746
$330,00058 Days on yellowkey MLS ID: O6401403
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1196 Built: 2020Monthly Fee: $259 Tax: $4,076 (2025)Community: Storey LakeCondo
Taxes:$4,076
Remarks: Welcome to this exceptional top-floor condo at 3180 Paradox Circle #402 in the highly sought-after Storey Lake community in Kissimmee, Florida. This beautifully maintained, turn-key property is sold fully furnished and is ready for immediate use as a primary residence, vacation home, or high-performing short-term rental.Designed to maximize occupancy and income, this condo comfortably sleeps up to 8 guests thanks to the addition of a third sleeping space—setting it apart from typical 2-bedroom units in the community. This advantage translates into strong performance, generating nearly double the gross rental income of the average 2-bedroom in the resort, with just under $50,000 in bookings for 2025. The home also boasts a 5-star Airbnb rating with over 100 glowing reviews, reflecting its consistent guest satisfaction and proven track record.Enjoy peaceful top-floor views overlooking the Terraces Pool, offering both privacy and a relaxing setting for guests and owners alike. The condo is just a short walk to the Hideaway Club, Storey Lake’s premier amenity center featuring resort-style pools, waterslides, a lazy river, mini-golf, tiki bar, fitness center, and more.Ideally located less than 3 miles from Lake Buena Vista’s world-famous theme parks, as well as premier shopping, dining, and entertainment, this property offers unmatched convenience for vacationers. Whether you're seeking a high-performing investment or your own Central Florida getaway, this condo delivers the perfect blend of location, lifestyle, and income potential.
Listing is courtesy of: HOLIDAY REALTY LLC (321-278-5486)
Listing Agent: Bryan Rogers (321-278-5486)
4741 CLOCK TOWER DR #108, KISSIMMEE, FL 34746
$385,000273 Days on yellowkey MLS ID: O6347188
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1329 Built: 2018 Tax: $6,229 (2023)Community: The Terraces At Storey Lake Condo 1 Ph 3Condo
Taxes:$6,229
Tax Year: 2023
Remarks: Beautiful Fully furnished condo in Storey Lake Resort, You will fall in love with this modern floorplan perfect for short term rentals or to have as a vacation home, featuring 3 bedrooms and 2 bathrooms, The kitchen overlooks the dining room and the spacious great room, There is also a laundry room and a covered lanai, perfect for enjoying the scenic community. Central Florida's major attractions are just minutes away. Walt Disney World is located just 5 miles West, Lake Buena Vista and Disney Springs are just 3 miles North, the Loop is just 2.5 miles East and the Orlando International Airport is just 15 miles away.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Paola Velez Gonzalez (786-343-0368)
2821 ALMATON LOOP #203, KISSIMMEE, FL 34747
$349,90069 Days on yellowkey MLS ID: S5147977
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1246 Built: 2005Monthly Fee: $354 Tax: $4,000 (2025)Community: Windsor Hills, Ventura At Windsor HillsCondo
Taxes:$4,000
Remarks: Welcome to your dream vacation retreat or high-performing investment property at 2821 Almaton Loop, Unit 203. Just a few steps from the Club House and Pool area. This meticulously maintained 3-bedroom, 2-bathroom condo comes fully furnished with new HVAC system and new appliances, offering a seamless turnkey experience for those looking to enter the short-term rental market or secure a private getaway. Situated on the second floor, the home features a bright, open floor plan that flows effortlessly to a private screened balcony—the perfect spot to enjoy your morning coffee or evening cocktails in the Florida breeze. Located in the prestigious, 24-hour guard-gated Windsor Hills Resort, this property places you and your guests in the heart of the action, just minutes from Walt Disney World, premier dining, and world-class shopping. The resort itself is a destination, boasting a massive zero-entry heated lagoon pool, the Sir Windsor AquaVenture Water Park, a state-of-the-art fitness center, a 48-seat high-definition movie theater, and a lively games room. Residents also enjoy lighted tennis, basketball, and pickleball courts, sand volleyball, and a putting green. With its unbeatable proximity to Central Florida's top attractions and a robust suite of amenities, this condo represents a premier opportunity for discerning buyers seeking both luxury and location.
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: Dan Palmer (407-925-2432)
2774 ALMATON LOOP #105, KISSIMMEE, FL 34747
$379,50093 Days on yellowkey MLS ID: O6392968
REDUCED by $10,490 (2.7%) on 03/31/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1410 Built: 2005Monthly Fee: $354 Tax: $4,196 (2025)Community: Ventura At Windsor Hills Condo Ph 3Spa: NoCondo
Taxes:$4,196
Remarks: This stunning turnkey short term rental is fully furnished, beautifully themed, and ready to enjoy from day one. Located in the highly sought after Windsor Hills Resort, this 3 bed, 2 bath first floor condo blends modern comfort with unbeatable convenience. The inviting open concept layout connects the kitchen, dining, and living areas, ideal for relaxing or entertaining. The fully renovated kitchen features soft close white cabinetry, 42” uppers with under cabinet lighting, granite countertops, stainless steel appliances, a stylish tile backsplash, and an expanded bar area. Both bathrooms have been updated with contemporary finishes, creating fresh, spa like spaces. Major improvements include a new A/C air handler and condenser (2025) and a new water heater (2022). Enjoy your private screened in patio overlooking lush green space and mature landscaping—a peaceful retreat after a day of adventure. Windsor Hills offers world class amenities including a resort style waterpark, playground, basketball, tennis, volleyball, fitness center, and onsite dining. With Target, Walmart, and abundant shopping and dining nearby—and Disney World just minutes away—this location is ideal for full time residents, vacation homeowners, and investors seeking a magical Central Florida experience.
Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)
Listing Agent: Greg Lowe (407-256-7035)
8070 UNWIND WAY #5416, KISSIMMEE, FL 34747
$377,900168 Days on yellowkey MLS ID: S5141228
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1029 Built: 2025Monthly Fee: $1,214 Tax: $2,639 (2025)Community: Sunset Walk Hotel, Embassy SuitesCondo
Taxes:$2,639
Remarks: Own a piece of the magic with this fully furnished 2-bedroom, 2-bathroom condo on the 4th floor of Building 5 at Embassy Suites by Hilton Orlando Sunset Walk. This modern residence is perfectly designed for vacationers and investors, offering the comfort of a private home with the upscale service of a world-renowned hotel brand. Positioned in the heart of one of Central Florida's newest and most popular destinations, this property allows you to tap into a high-demand rental market or enjoy a personal retreat just minutes from Walt Disney World, Universal Orlando, and SeaWorld. Residents and guests at this premier resort enjoy access to an array of on-site luxury amenities, including a massive resort-style pool area with a hot tub, a state-of-the-art fitness center, and a convenient on-site restaurant and bar. The lifestyle continues just steps away at the Promenade at Sunset Walk, a vibrant district filled with diverse dining, unique boutiques, and daily live entertainment. With additional perks like theme park transportation and proximity to major shopping centers, this location ensures a seamless and exciting vacation experience for every visitor.
Listing Agent: James Donovan (407-705-2616)
3120 PARADOX CIR #302, KISSIMMEE, FL 34746
$310,00078 Days on yellowkey MLS ID: S5147323
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1186 Built: 2019Monthly Fee: $304 Tax: $5,779 (2024)Community: Storey LakeCondo
Taxes:$5,779
Tax Year: 2024
Remarks: Beautiful fully furnished 2-bedroom, 2-bath condo located on the third floor with a private balcony overlooking the pool, offering both privacy and relaxing views. This turnkey property is ideal as a vacation home or income-producing investment. Located in the highly sought-after Storey Lake Resort, residents and guests enjoy access to resort-style amenities including a luxury clubhouse, multiple swimming pools, lazy river, water slides, splash park, fitness center, mini golf, kayak rentals, sand volleyball, sports courts, tiki bar, and walking trails. Conveniently situated just minutes from world-famous attractions, shopping, dining, and entertainment, this property offers excellent potential for short-term rental income.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Brendy Calderon (407-458-3235)
3251 SECRET LAKE DRIVE #1220, KISSIMMEE, FL 34747
$367,900250 Days on yellowkey MLS ID: O6353261
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 531 Built: 2026Monthly Fee: $439Community: Ambar ResidencesCondo
Taxes:$0
Tax Year: 2026
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.
Listing is courtesy of: UBIICA LLC (305-807-0931)
Listing Agent: Alejandro Salazar (689-223-6642)
2774 ALMATON LOOP #403, KISSIMMEE, FL 34747
$365,000468 Days on yellowkey MLS ID: O6289813
1 Days Off yellowkey (back on 2/13/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1246 Built: 2005 Tax: $3,668 (2024)Community: Ventura At Windsor Hills Condo Ph 3Condo
Taxes:$3,668
Remarks: Experience luxury living at its finest with this top-floor condo in the breathtaking Windsor Hills Resort, boasting the most spectacular view in the community! Recently transformed by its discerning owner, this unit features brand-new flooring, state-of-the-art appliances, and elegant quartz finishes—sparing no expense to elevate its allure. Tastefully furnished and thoughtfully themed, this meticulously maintained condo stands out in the short-term rental market, offering a seamless opportunity for its new owner.
Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)
Listing Agent: Michael Bouchard (407-443-1284)
4849 W IRLO BRONSON HWY #409, KISSIMMEE, FL 34746
$334,0001885 Days on yellowkey MLS ID: O5939966
0 Days Off yellowkey (back on 9/3/2021)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 952 Built: 2021Monthly Fee: $410 Tax: $11,758 (2021)Community: The FlatsCondo
Taxes:$11,758
Tax Year: 2021
Remarks: Pre-Construction. To be built. Welcome to The Flats, a new way to experience Orlando! This 2 bedroom condo/hotel unit comes fully furnished and has a maximum occupancy of 8 with no minimum lease period. Enjoy a relaxing day by the pool or reduce stress in the wellness spa. Experience exhilarating workouts in the fitness center or dine at the exquisite restaurant. After visiting a theme park, using the complimentary transportation, leave feeling relaxed, rejuvenated, and wanting to plan your next stay. Guests indulge in showers diffused with Vitamin C, luxury sheets, and keyless entry. There's something for everyone, make a smart investment now! The unit can be managed by the owner or by the property management company.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Shakyra Cortes Mendez, Pa (321-262-6299)
3151 SUNSET WALK DR #1214, KISSIMMEE, FL 34747
$399,000163 Days on yellowkey MLS ID: S5141552
REDUCED by $50,000 (11.1%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1163 Built: 2023Monthly Fee: $1,214 Tax: $8,296 (2025)Community: Sunset Walk Hotel, Embassy SuitesCondo
Taxes:$8,296
Remarks: Discover the perfect blend of luxury and convenience with this fully furnished 2-bedroom, 2-bathroom condo located on the second floor of Building 1 at Embassy Suites by Hilton Sunset Walk. This residence offers a seamless "lock-and-leave" lifestyle, making it an ideal choice for a sophisticated vacation getaway or a strategic addition to an investment portfolio. Positioned within the heart of a premier resort community, this unit provides the comfort of a private home paired with the upscale services and high-standard hospitality associated with a world-class brand. As part of the vibrant Sunset Walk district, owners and guests have access to a wealth of premium amenities, including a tropical resort-style pool, fitness facilities, and signature dining and social experiences. Its prime location puts you just moments away from Central Florida’s iconic theme parks, world-class shopping, and an array of entertainment venues. Whether you’re looking to capitalize on the area's robust tourism market or seeking a personal retreat in the center of the action, this property offers an effortless ownership experience in one of Orlando's most sought-after destinations.
2774 ALMATON LOOP #101, KISSIMMEE, FL 34747
$310,000468 Days on yellowkey MLS ID: O6289129
3 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1246 Built: 2005 Tax: $3,703 (2024)Community: Ventura At Windsor Hills Condo Ph 3Condo
Taxes:$3,703
Remarks: Under contract-accepting backup offers. ***TURNKEY & THEMED CONDO*** AC UNIT REPLACED IN 2024! Come see this TASTEFULLY FURNISHED & THEMED condo in beautiful WINDSOR HILLS RESORT! This condo has been renovated by the current owners to stand out in the short-term rental market and is ready to hit the ground running for the new owner! FULLY FURNISHED & meticulously maintained by the current owner this unit has had upgrades such as newer cabinets & touches of Star Wars themes throughout! This unit has already proven success in the short term rental market and even comes with plenty of bookings if the new owner stays with the current property management company! GROUND FLOOR and conveniently located in one of the closest buildings to the CLUBHOUSE & WATERPARK being just a 1 min walk away! WINDSOR HILLS is known as arguably the best short-term rental resort in the DISNEY CORRIDOR! Location is unbeatable being a short 5 min drive and 2 miles to DISNEY & close to other major attractions such as UNIVERSAL, SEA WORLD, & LEGOLAND. Bookings are practically effortless in this community!! Windsor hills is right around the corner from shopping & restaurants! The clubhouse is full of amenities such as the MOVIE THEATER, ARCADE, SUNDRY SHOP, FITNESS CENTER, WATERSLIDES, OVERSIZED HOT TUB, & OCCASIONAL LIVE MUSIC! The clubhouse is a great place to wrap up a family day at the parks with beautiful sunsets overlooking LAKE REEDY! WINDSOR HILLS is geared towards family fun and has PLAYGROUNDS scattered around the resort for the young ones! Windsor Hills also has a PUTTING GREEN, PLAYGROUNDS, TENNIS COURTS, BEACH VOLLEYBALL, BASKETBALL COURT, & RV PARKING as well! Start making family memories today that will last a lifetime! Schedule you’re showing today before it's too late!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Brandon Ramirez (407-489-0159)
2817 ALMATON LOOP #304, KISSIMMEE, FL 34747
$339,00090 Days on yellowkey MLS ID: TB8490899
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1410 Built: 2005 Tax: $4,115 (2025)Community: Ventura At Windsor Hills Condo Ph 6Condo
Taxes:$4,115
Remarks: A beautiful 3-bedroom, 2-bathroom condo located in the highly sought-after gated community of Windsor Hills Resort in Kissimmee. This turnkey property is not only a fantastic vacation home but also a proven income-producing investment. This property has delivered consistent returns generating approximately $25,000 / year in profit. With a strong rental history and a Premier Listing on Vrbo / HomeAway, this condo is already positioned for continued success. Recent Upgrades: Brand New AC Unit (2025) ($7,900) All New Appliances (2024) ($2800)
Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)
Listing Agent: Douglas Addeo (561-251-3408)
7664 COMROW ST #204, KISSIMMEE, FL 34747
$329,00089 Days on yellowkey MLS ID: S5146681
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 2005Monthly Fee: $354 Tax: $4,286 (2025)Community: Ventura At Windsor Hills Condo Ph 7Condo
Taxes:$4,286
Remarks: Windsor Hills Resort! One of best resort Minutes to Disney, Fully Furnished and updated 3bed 2bath, quiet, gorgeous and space, Located just a few steps to Clubhouse with the lagoon style pool, water park , slides and an array of world-class amenities…. airbnb short rentals with high return…..great opportunity for investment, vacation home or residence….
Listing is courtesy of: MAGICMIND REALTY LLC (407-399-7486)
Listing Agent: Huafeng Fang (407-399-7486)
2821 ALMATON LOOP #205, KISSIMMEE, FL 34747
$329,00089 Days on yellowkey MLS ID: S5146674
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1410 Built: 2005Monthly Fee: $354 Tax: $4,276 (2025)Community: Ventura At Windsor Hills Condo Ph 6Condo
Taxes:$4,276
KISSIMMEE, FL 34746
$325,00097 Days on yellowkey MLS ID: O6392201
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1196 Built: 2019Community: The Terraces At Storey Lake Condo 2 Ph 6Condo
Taxes:
Tax Year:
Remarks: Call agent for showing
Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)
Listing Agent: Lucca Scarabottolo (407-928-0668)
$325,00097 Days on yellowkey MLS ID: O6392194
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1196 Built: 2018Community: The Terraces At Storey Lake Condo 1 Ph 2Condo
3151 SUNSET WALK DR #411, KISSIMMEE, FL 34747
$309,999 MLS ID: S5142031
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 501 Built: 2023Community: Sunset Walk Hotel Condo Ph 1Condo
Remarks: LOCATION!!! LOCATION!!! Fully furnished 1-bedroom, 1-bathroom studio condo at the spectacular Embassy Suites by Hilton Orlando Sunset Walk. This "condo-hotel" residence offers the perfect solution for vacation home buyers or investors seeking a high-demand property. Enjoy a true resort lifestyle within Margaritaville Resort, where owners and guests have access to an exceptional array of amenities, including a state-of-the-art fitness center, lagoon-style pools, live entertainment, clubhouse, on-site dining, and shopping. Ideally located just minutes from Walt Disney World, Universal Orlando, H2O Water Park and other major attractions, this property offers both strong investment potential and an unforgettable vacation experience. This condo-hotel is an amazing opportunity in one of Central Florida’s most desirable beautiful resort destinations. $5,000 for Contribution to the BUYER DUE AT THE CLOSING.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Dayanara Zapata (321-576-3134)
8061 VACATION AVE #510, KISSIMMEE, FL 34747
$345,000 MLS ID: S5144575
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1029 Built: 2024Community: Sunset Walk Hotel, Embassy SuitesCondo
Remarks: Step into refined resort living with this sophisticated 5th-floor condo, located in Building 2 of the prestigious Embassy Suites at Sunset Walk. This fully furnished 2-bedroom, 2-bathroom residence offers a seamless blend of modern luxury and effortless convenience. The open-concept living space extends to a private balcony featuring tranquil pool views, providing the perfect backdrop for morning coffee or an evening retreat after a day of exploration. Designed with the savvy investor and vacation home seeker in mind, this property offers access to an array of world-class amenities within the Embassy Suites complex. Guests and owners alike can enjoy a resort-style pool and sundeck, a state-of-the-art fitness center, and on-site dining and social lounges. Perfectly positioned in the heart of the Sunset Walk district, you are just steps away from premier shopping, diverse dining options, and vibrant entertainment. With its close proximity to Central Florida’s world-famous theme parks, this condo represents a premier opportunity to own a piece of the magic in one of the region’s most sought-after destinations.
7671 COMROW ST #304, KISSIMMEE, FL 34747
$315,000 MLS ID: O6327192
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 2005Community: Ventura At Windsor Hills Condo Ph 5Condo
Remarks: Under contract-accepting backup offers. Welcome to this beautifully decorated and fully furnished 3-bedroom condo, ideally located on the 3rd floor with convenient elevator access in the highly sought-after Windsor Hills Resort community. Just minutes from Walt Disney World, Universal Studios, and other world-class Orlando attractions, this spacious home offers the perfect retreat after a fun-filled day. Step inside to find a bright and airy floor plan with plenty of natural light, tasteful décor, and themed touches throughout. Whether you're looking for a primary residence, a vacation getaway, or an investment property for short-term rentals, this home is ready to go—sold fully furnished and move-in ready! Pride of ownership shines throughout—this condo has been meticulously maintained. Newer AC. Located in the highly desirable gated community of Windsor Hills, it is only minutes from Central Florida's world-renowned Walt Disney World theme parks and Universal Studios. Windsor Hills has everything you’re looking for in a resort with a superb location and world-class amenities, including a lagoon-style community pool, water park, movie theater, bar, onsite convenience store, water slides, fitness center, game room, and much more. Don’t miss this rare opportunity to own a piece of paradise in one of Central Florida’s most desirable vacation communities. Schedule your private showing today before it’s gone!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Mike Chen, P.A (503-888-8070)
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