Kissimmee Condos For Sale - 414 condos

Remarks: This popular 3-bedroom, 2-bathroom condo is a turnkey property located on the ground floor with a great conservation land view from the patio. It has been used as short term rental property for many years and is ready to rent from the get-go, or it can be used as a second home or permanent residence. Exterior building maintenance, including the roof, is performed by the association, and the sellers have kept the inside well-maintained with numerous upgrades over the years. The air conditioning system was replaced in 2022. Windsor Palms is a gated community located within the heart of Orlando's premier tourist attractions and one of the closest short-term rental communities to the Disney theme parks. This luxurious resort-style community features a clubhouse complete with a large community swimming pool, movie theatre, fitness center, games room, tiki bar, sundry shop, basketball, and tennis courts. Windsor Palms is located along Formosa Gardens Blvd, adjacent to US 192 in Kissimmee's tourist corridor. Located just 2 miles from I-4, Windsor Palms is just minutes from Animal Kingdom, Walt Disney World, Downtown Disney, first-class golf courses, and several outlet shopping malls. Both Universal Studios and Epic are just a short card ride away.

Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)

Listing Agent: Iain Robinson (407-334-3804)

Remarks: SHORT-TERM RENTAL APPROVED. FULLY FURNISHED.LOW HOA. Welcome to Club Cortile, a gated resort-style community ideally located in the heart of Kissimmee just minutes from Disney, shopping, dining, entertainment, and major highways. Whether you're searching for a PRIMARY RESIDENCE, VACATION HOME, or INCOME-PRODUCING INVESTMENT PROPERTY, this spacious 3-bedroom, 2-bathroom first-floor condo offers exceptional flexibility and value. Beautifully maintained and recently painted, the home has been meticulously cared for and is move-in ready. The open floor plan provides comfortable living and entertaining space, while the private SCREENED-IN BALCONY with NO REAR NEIGHBORS creates a peaceful setting to relax and unwind. Additional updates include a NEW HVAC SYSTEM installed in 2024, providing added peace of mind for years to come. The property is being sold FULLY FURNISHED, making it ideal for immediate occupancy or rental use. Residents and guests of Club Cortile enjoy access to RESORT-STYLE AMENITIES including a COMMUNITY POOL, CLUBHOUSE, FITNESS CENTER, TENNIS COURTS, PLAYGROUND, and beautifully maintained grounds. Opportunities to own a well-maintained 3-bedroom condo in a gated community with SHORT-TERM RENTAL FLEXIBILITY, LOW HOA FEES, and such a prime location near Orlando's world-famous attractions are becoming increasingly difficult to find. Schedule your private showing today.

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

Listing Agent: Wilfred Sierra Sosa, Pa (863-588-8303)

Remarks: HUGE PRICE IMPROVEMENT - ESTATE SALE - Property Must Go! PROPERTY TO BE RE-ROOFED IN NEAR FUTURE AT NO EXPENSE TO BUYER. Great investment opportunity, snowbird retreat, or primary residence! Prime Location! PRISTINE CONDITION! This fully furnished 3-bedroom, 2-bath condo in Shadow Bay is perfectly located in the heart of Kissimmee. Enjoy peace of mind with a new HVAC (2025) and brand-new carpet throughout. The spacious primary suite is conveniently located on the first floor and features an ensuite bath with dual access from both the bedroom and main living area, plus an additional vanity and sink for added convenience. The living and dining areas feel bright and open with vaulted ceilings and a large sliding glass door leading to your private paved patio—ideal for relaxing or entertaining. The kitchen offers a charming bay window, all appliances, and plenty of storage. Upstairs, you’ll find two generous bedrooms—one with a walk-in closet—each with private access to the shared full bath. Indoor laundry includes a washer and dryer. This one-owner home comes fully furnished, has been lovingly maintained, and is ready for new owners to enjoy! Great location – close to The Loop in Kissimmee with tons of restaurants and shopping. Convenient to major roadways, all Central Florida attractions, Orlando International Airport, and nearby schools.

Listing is courtesy of: GODWIN REALTY GROUP (407-957-9545)

Listing Agent: Melissa Godwin (407-957-9545)

Remarks: Buy with confidence—this home comes pre-inspected, with the seller taking a proactive approach to maintenance and providing the full inspection report upfront for complete peace of mind. This open-palette, Windsor Hills Resort top-floor end-unit condo offers exceptional privacy on all sides with completely open sunset views that do not face another building. Ideally located just three miles from the Walt Disney World main gate, this two-bedroom, two-bath residence in Building 5 is only a two-minute walk to the lagoon-style pool, hot tub, dual water slides, and clubhouse by way of the convenient shortcut sidewalk along the lake-edge entry gate. It’s a prime location that remains peaceful, with no neighbors above and natural separation from the activity of the pool and clubhouse. Be sure to ask the listing agent for the virtual tour link to explore the home and its excellent location. The screened lanai overlooks wide-open resort vistas, creating the perfect setting for morning coffee or evening relaxation. Inside, the condo features a neutral aesthetic ready for your personal touch. The layout includes a fully equipped kitchen, a dining area with seating for six or more, and a comfortable living room designed for effortless vacation living or full-time enjoyment. The home is thoughtfully outfitted with conveniences that travelers and owners appreciate, including a full-size washer and dryer, ceiling fans, charging stations, and super high-speed fiber-optic Wi-Fi ideal for remote work or streaming. The unit comfortably sleeps six with a king bed in the primary suite and queen and twin beds in the second bedroom, with a rollaway available for additional privacy when desired. Additional highlights include durable and beautiful porcelain marble-style tile throughout the common areas. The community amenities are exceptional, offering pickleball, tennis, volleyball, and basketball courts just steps from this building. Two oversized elevators provide easy access, and the electronic keyless entry system with remote access ensures a seamless arrival experience. The condo has a strong rental history with proven guest appeal and is move-in ready with immediate occupancy available. Located in one of Central Florida’s premier gated vacation communities, this condo offers a blend of convenience, comfort, and investment potential—ideal for personal use, a family getaway, or a high-performing short-term rental. Be sure to view the video tour for an in-depth look at the home and the short paths to the amenities.

Listing is courtesy of: IN TOUCH REAL ESTATE LLC (800-515-0321)

Listing Agent: Mark Breymeier (215-275-0487)

Remarks: BRAND-NEW, designer-ready condo, A RARE OPPORTUNITY to personalize a BRAND-NEW UNIT; in a thriving neighborhood known for its walkability, shopping, dining, and easy access to major highways; just minutes to Disney and major attractions. This condo offers both convenience and lifestyle. Bring your vision to life in this DESIGNER-READY CONDO. Base layout established. Already installed: *rough plumbing and electrical installation * Drywall & insulation installation * Exterior door and windows installation * HVAC. * Sprinkler system. This condo is positioned in an area undergoing major transformation which includes New commercial plazas with restaurants, cafés, and retail. OPPORTUNITY AWAITS!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Emily Cruz (407-729-3086)

Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bathroom first-floor condominium in the heart of Kissimmee. Offering a spacious and functional floor plan, this residence features an open living and dining area that flows seamlessly into the well-appointed kitchen, creating an inviting space for everyday living and entertaining. The generously sized primary suite provides a private retreat, while two additional bedrooms offer flexibility for guests, a home office, or growing households. Enjoy the convenience of first-floor living with easy access . Located within a gated community, residents enjoy access to exceptional amenities including a resort-style swimming pool, tennis courts, and a playground. Ideally situated near shopping, restaurants, major highways, medical facilities, and Central Florida's world-famous attractions. Just minutes from The LOOP, offering an abundance of retail, dining, and entertainment options. Whether you're looking for a primary residence, or investment opportunity, this property combines comfort, convenience, and an outstanding location.

Listing is courtesy of: RELIABLE PROPERTY MGMT & SALES (407-933-7368)

Listing Agent: Jose De Jesus (407-933-7368)

Remarks: -

Listing is courtesy of: REALTY ONE GROUP ESTATES (954-947-2383)

Listing Agent: Ian Merino (954-806-4349)

Remarks: Under contract-accepting backup offers. This fully furnished, 2BD/2BA, fourth-floor condo in Storey Lake is the definition of a turnkey revenue play. Just 14 minutes from Disney, this unit is already a high-performing Airbnb with strong occupancy and glowing guest reviews — no ramp-up period, no setup costs, no guesswork. Inside, you get a bright, modern, open layout with stylish furnishings, a private balcony, and a full, ready-to-host setup from day one. Whether you’re optimizing for nightly rate, extended stays, or personal use between bookings, this layout and location hit every mark. Storey Lake is a resort powerhouse with everything guests look for: multiple pools, a lazy river, splash pad, full gym, on-site restaurant + bar, and recreation that keeps guests onsite (and rebooking). That’s the kind of amenity package that drives repeat stays and pushes occupancy even in off-peak seasons. Prime location. Proven income. Zero setup. Whether you hold it as a cash-flowing short-term rental, use it as your own vacation landing pad, or both — this one is built to perform.

Listing is courtesy of: EXP REALTY LLC (407-305-4300)

Listing Agent: Tony Ubaldini (407-250-9237)

Remarks: Under contract-accepting backup offers. Fully furnished 3BD/2BA condo in the resort-style community of Windsor Palms, just minutes from Disney. Features include granite counters in kitchen and baths, tile flooring in living areas, fresh interior paint, and newer A/C (2021). Spacious layout sleeps up to 6 with in-unit washer/dryer and a private screened top-floor balcony overlooking a peaceful wooded view. Windsor Palms offers 24-hr gated security, heated saltwater pool & spa, splash pad, fitness center, arcade, movie theater, tiki bar, sports courts, playground, and on-site convenience store. HOA covers cable, internet, water, trash, and pest control. Excellent location near Disney parks, Universal, shopping, and dining.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Amanda Seebadan (540-760-1141)

Remarks: Great Investment Opportunity! This cozy 1-bedroom, 1-bath condo is located just minutes from Disney. Enjoy resort style amenities including a pool, jacuzzi, gym, game room, basketball court, sun decks, and BBQ areas. The HOA covers internet, electricity, water, sewer, trash, cable, and all community and pool maintenance. This property is a perfect choice for generating passive income through vacation rentals in one of Florida’s most popular areas. Owners can manage or hire a management company with no restrictions. Don’t miss out on this great opportunity! Motivated Seller!!

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

Listing Agent: Cristina Alcazar (305-303-1418)

Remarks: Under contract-accepting backup offers. Welcome to 3121 Paradox Circle #301 — a beautifully appointed, fully furnished, turn-key waterfront condo located in the highly sought-after Storey Lake Resort. This spacious 3-bedroom, 2-bath residence offers the perfect blend of comfort, style, and investment potential, ideal as a vacation home or short-term rental.Step inside to find an open-concept layout with modern finishes, a well-equipped kitchen, and a bright living area that flows seamlessly to a private balcony overlooking serene water views. The thoughtfully designed split floor plan provides privacy for guests, while the primary suite features a relaxing retreat with an en-suite bath.Storey Lake Resort is known for its world-class amenities, including a resort-style pool, lazy river, water slides, splash pad, fitness center, clubhouse, tiki bar, mini golf, sports courts, and kayak rentals. Residents and guests enjoy a true vacation lifestyle just steps from their door.Ideally located just minutes from Walt Disney World, Universal Studios, and other major theme parks, as well as premier shopping, dining, and entertainment, this condo offers unbeatable convenience in the heart of Central Florida.Don’t miss this opportunity to own a fully turn-key waterfront property in one of Orlando’s most popular resort communities!

Listing is courtesy of: HOLIDAY REALTY LLC (321-278-5486)

Listing Agent: Bryan Rogers (321-278-5486)

Remarks: Two stories, two bedrooms, two and a half baths, with the boring expensive stuff already handled. NEW roof overhead, NEW AC, NEW hot water heater, special assessment already paid, NEW living room flooring downstairs, NEW carpet up, and FRESH paint throughout. The first floor opens into a foyer that gives way to a full dining room on one side and a kitchen with breakfast bar seating on the other, both flanking a living room that stretches to back sliders. A second set of sliders off the front leads to a private patio, so you get cross-breeze and two outdoor spots before you even head upstairs. A half bath sits tucked off the kitchen for guests. Upstairs holds two true primary suites, each with its own full bathroom and its own private balcony. One faces the front, one faces the back, both have walk-in closets, and the laundry closet lives upstairs where the laundry actually is. Windsor Pines comes with a community pool and a playground, and the location does the rest of the work. You're a few minutes from The Loop, where the grocery run, the dinner reservation, and the movie all happen in one parking lot. Ten minutes to downtown Kissimmee and the lakefront, straight onto Osceola Parkway or the Turnpike when you need to be elsewhere, and about fifteen minutes from the Disney gates when you don't. Two primaries. Two porches. Two private balconies. One opportunity.

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Shawn Layton (321-514-8055)

Remarks: Beautifully Renovated Ground-Floor Condo in Royal Palm Bay! Welcome to Unit 59 at Royal Palm Bay, a beautifully updated 3-bedroom, 2-bathroom ground-floor condominium offering style, comfort, and convenience just minutes from Disney, shopping, dining, and major attractions. Step inside to discover a bright and spacious open-concept floor plan highlighted by stunning large-format porcelain tile flooring throughout, creating a clean, modern look that's both elegant and easy to maintain. The renovated kitchen features contemporary cabinetry, sleek countertops, updated fixtures, and ample workspace, flowing seamlessly into the expansive living and dining areas. The generously sized primary suite includes an updated en-suite bath with modern finishes, while two additional bedrooms provide flexibility for family, guests, or a home office. Large windows and sliding glass doors fill the home with natural light with peaceful views of the surrounding greenery. Enjoy the convenience of ground-floor living with easy access and a private covered patio area perfect for morning coffee or relaxing after a day of exploring Central Florida. Residents of Royal Palm Bay enjoy a variety of community amenities, including a resort-style swimming pool, fitness center, clubhouse, and beautifully maintained grounds. Whether you're looking for a primary residence, vacation home, or investment opportunity, this move-in-ready condo offers exceptional value in a highly desirable location.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Matthew Wein (407-615-9570)

Remarks: Excellent CASH FLOW potential in one of Central Florida’s most desirable vacation rental areas!THE ONLY CONDO WITH A PRIVATE COVERED GARAGE IN A GATED COMMUNITY AVAILABLE ON THE MARKET RIGHT NOW! THIS IS THE ONLY 2 bedroom, 2 bath condo IN THIS AREA THAT comes with a 1 CAR GARAGE- adding $10,000 or more value, and CONVENIENTLY located on the 1st Floor! AIRBNB and SHORT TERM RENTAL ALLOWED!! OPEN FLOOR PLAN WITH LAUNDRY ROOM AND WALKIN CLOSETS. PRIME LOCATION, CONVENIENTLY LOCATED JUST MINUETS FROM DISNEY, THE LOOP WITH NUMBER OF RESTAURANTS, SHOPPING AND CINEMA. 2 POOLS, 2 HOT TUBS, FITNESS CENTER, CLUB HOUSE, PLAYGROUNDS AND TENNIS COURTS TO ENJOY AND MUCH , MUCH MORE !!! Tenant in place, excellent for immediate cash flow right from the start!!!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Silvia Stamenova (321-946-4392)

Remarks: This beautifully furnished 2-bedroom, 2-bathroom ground-floor condo in the popular Storey Lake Resort is the perfect opportunity for investors or vacation home buyers. Just minutes from Disney, Universal, and Orlando’s top attractions, it’s ideally located for high occupancy and strong rental income. Inside, you'll find an open layout with tile floors throughout (no carpet), a modern kitchen with quartz countertops, stainless steel appliances, and a large center island. The guest bedroom fits multiple beds, and a private patio with no rear neighbors offers added peace and quiet. Enjoy the ease of ground-floor access—no elevator needed and parking just steps away. Storey Lake offers unbeatable resort-style amenities, including pools, lazy river, splash pad, tiki bar, fitness center, clubhouse, restaurants, and 24/7 security. This condo is turnkey and rental-ready, making it a standout in today’s competitive market. Don’t miss your chance to own a high-performing vacation rental or personal retreat in the heart of Central Florida.

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

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

Remarks: This beautifully furnished 2-bedroom, 2-bathroom ground-floor condo in the popular Storey Lake Resort is the perfect opportunity for investors or vacation home buyers. Just minutes from Disney, Universal, and Orlando’s top attractions, it’s ideally located for high occupancy and strong rental income. Inside, you'll find an open layout with tile floors throughout (no carpet), a modern kitchen with quartz countertops, stainless steel appliances, and a large center island. The guest bedroom fits multiple beds, and a private patio with no rear neighbors offers added peace and quiet. Enjoy the ease of ground-floor access—no elevator needed and parking just steps away. Storey Lake offers unbeatable resort-style amenities, including pools, lazy river, splash pad, tiki bar, fitness center, clubhouse, restaurants, and 24/7 security. This condo is turnkey and rental-ready, making it a standout in today’s competitive market. Don’t miss your chance to own a high-performing vacation rental or personal retreat in the heart of Central Florida.

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

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

Remarks: Turn-key investment opportunity in one of Kissimmee’s premier short-term rental approved communities! This fully furnished 3-bedroom, 2-bath condo with a spacious loft (which can easily function as a 4th bedroom) offers 1,667 sq ft of comfortable living space and is currently operating as a successful vacation rental. One of the biggest advantages of this property is that it already has booked reservations through 2026, and those bookings are fully transferable to the new owner—allowing you to start generating income immediately. The property averages about 25 booked nights a month, producing up to $4,000+ a month in short-term rental income. If preferred, the unit can also be rented long-term for $2,000+ a month. Rental financials from August 2021 to present are available for review. The condo is being sold fully furnished, making it a true move-in or rent-ready investment, and it also includes a 2-year condo warranty for added peace of mind. Residents and guests enjoy access to excellent community amenities, including CABLE TV, INTERNET, WATER, TRASH SERVICE, RESORT-STYLE POOLS, FITNESS CENTER, INDOOR BASKETBALL COURT, PLAYGROUNDS, LAWN CARE, DISNEY SHUTTLE SERVICE, AND ACCESS TO CASTAWAY COVE ADVENTURE PARK. Located just minutes from Walt Disney World, Orlando International Airport, shopping, dining, and major attractions. This is an ideal opportunity for investors or second-home buyers looking for a proven income-producing property.

Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)

Listing Agent: Christopher Soto (407-402-1095)

Remarks: Stunning Fully Renovated 4-Bedroom Condo – Prime Location, Fully Furnished & Airbnb-Ready Welcome to your dream investment or future home! This beautifully renovated 4-bedroom, 2 full bathroom condo offers a perfect blend of comfort, style, and functionality. Every inch of this property has been thoughtfully updated to meet the needs of modern living, making it move-in ready for homeowners, long-term renters, or short-term guests. Step inside to an open floor plan that seamlessly connects a spacious living room and an elegant dining area, both ideal for entertaining or relaxing with family. The kitchen comes fully equipped with included appliances and plenty of cabinet space, perfect for home cooking or hosting. All four bedrooms are generously sized, offering ample space and privacy. One of the bedrooms even features a unique themed design, perfect for kids or as a standout feature for Airbnb guests. This condo comes fully furnished, so you or your tenants can settle in with ease. Highlights include brand new vinyl flooring, a brand new roof (2025), and modern finishes throughout. Whether you're looking to live in, rent annually, or start a short-term rental business, this property is a turnkey opportunity. Located in a highly desirable neighborhood, you're just minutes from top-rated schools, shopping centers, restaurants, and all major conveniences. With its location, condition, and flexibility, this condo checks all the boxes for investors and homeowners alike. Don’t miss your chance to own this exceptional, all-renewed property — schedule your private showing today!

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

Listing Agent: Fernanda Pizzamiglio (508-364-4606)

Remarks: Virtually Staged. Are you looking for a fully furnished, short term rental investment? This is a No Brainer!! 3 Bedrooms and 2 Bath Condo including all the appliances! Screened balcony with view of the pond. Pet Free Gated Community and within 15 minutes to Disney! Amenities include a large outdoor pool with hot tub pa, a fitness center, 4000 square foot club house and activity center, internet/computer room, movie theater, basketball and tennis courts, Playground and site manager available during the weekdays. Location is always important in real estate, this Community is centrally located and just walking distance to bus stop, local restaurants and grocery stores, within the proximity of popular shopping malls, and popular brand restaurants. Whether you are searching for a vacation home, short term rental, or primary residence, this is the perfect choice for you. Some photos have been virtually staged

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Natashia Lozano (407-702-0707)

Remarks: Unlock the Magic—A Standout Investment Opportunity Near Walt Disney World. FULLY FURNISHED and turnkey, this 3-bedroom, 2-bathroom top-floor corner unit is located in Windsor Hills Resort, nestled in one of Orlando’s most sought-after gated communities. Offering 1,450 SQ FT of bright, open living space, this exceptional TOP-FLOOR CORNER UNIT features the largest and most desirable floor plan in the community, positioned in a premier location within Windsor Hills. Just minutes from Walt Disney World, this vacation-ready property delivers both elevated living and INCOME POTENTIAL. Whether you're building your investment portfolio, enjoying a seasonal retreat, or creating unforgettable family moments, this residence delivers an exceptional experience. INSIDE THE UNIT. Fully furnished and thoughtfully designed—just bring your suitcase. The spacious open-concept layout is filled with natural light, creating an inviting and comfortable atmosphere. The private primary suite includes an en-suite bath and walk-in closet, while the split floor plan offers added privacy for guests. Strong rental history with proven performance—ready to generate income from day one. ZONED FOR SHORT-TERM RENTALS and currently operating as a successful vacation property, boasting a 4.95-STAR RATING across 171 reviews. BUILDING & COMMUNITY FEATURES. Located in the desirable Ventura building with ELEVATOR ACCESS to every floor, offering convenience for all. Ample parking available, including oversized and RV-friendly options. RESORT-STYLE AMENITIES. Enjoy a lagoon-style pool with water slides and splash pad, a modern clubhouse with fitness center and game room, plus tennis, volleyball, and basketball courts. Additional features include a putting green, playground, and picnic areas. Guard-gated with 24/7 security for peace of mind. The HOA provides exceptional value, covering 24-hour security, cable TV, internet, water, trash service, and exterior pest control. PRIME LOCATION. Unmatched location just minutes from Walt Disney World, Sunset Walk, Margaritaville, and top attractions like Fun Spot America and Old Town—placing entertainment, dining, and adventure right at your doorstep. Easy access to I-4, US-192, and SR-429.Whether you're seeking income, lifestyle, or both—this is a rare opportunity in Windsor Hills. Schedule your private tour today. Visit our 3D TOUR.

Listing is courtesy of: RE/MAX COLLECTIVE (813-438-7841)

Listing Agent: Martha Loss (813-421-0042)