Kissimmee Condos For Sale - 412 condos

Remarks: MOTIVATED SELLER! HUGE PRICE REDUCTION FOR A QUICK SALE! Don't miss this incredible opportunity to own a proven, income-producing vacation home in the highly sought-after Windsor Hills Resort. This beautifully maintained, fully furnished 3-bedroom, 2-bath condo offers 1,450 square feet of living space and is completely turnkey, ready to continue generating income from day one. With 2025 gross Airbnb income of $33,625, this property is an outstanding investment or the perfect personal vacation retreat. Ideally located just minutes from Walt Disney World, Universal Studios, and SeaWorld Orlando, this condo is perfectly positioned in one of Central Florida's most desirable vacation rental markets, with easy access to championship golf courses, water parks, shopping, dining, and entertainment. Owners and guests enjoy world-class Windsor Hills Resort amenities including a spectacular lagoon-style pool, water park, fitness center, movie theater, playgrounds, sports courts, game room, and more. The monthly condo fee includes water, cable TV, and high-speed internet, providing exceptional value and convenience. Whether you're looking to expand your investment portfolio or own a vacation home that pays for itself, this property checks every box. With a substantial price improvement, a motivated seller, and strong rental history, this is one of the best values currently available near Disney. Schedule your private showing today before this exceptional opportunity is gone!

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Betsy Breton-Garcia, Pa (407-580-5350)

Remarks: MOVE IN TODAY - Honesty Home Builders presents brand-new 2-bedroom, 2-bathroom villas in Tuscany Preserve, a private gated community. These modern quadplex villas boast Spanish-style Tiled roofs, adding timeless charm to the community’s exterior. These modern quadplex villas feature ceramic tile throughout, 42” cabinets, granite countertops, and state-of-the-art stainless steel appliances. Tuscany Preserve provides exclusive amenities including a private gym, clubhouse, pool, tennis and basketball courts. Each home owner has high-speed internet and hundreds of TV channels covered by the association, life here is effortless! All financing options accepted: FHA, VA, and Conventional. Ask about the builder's preferred lender and closing cost incentives. Short-term rentals and Airbnbs are allowed!

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

Listing Agent: Amer Lababidi (407-800-3631)

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)

Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo located in the highly sought-after Windsor Hills community in Kissimmee. This spacious unit offers a well-designed floor plan with comfortable living and dining areas, perfect for both relaxing and entertaining. The condo features a functional kitchen with ample cabinet space and a breakfast bar that opens to the main living area, creating a bright and inviting atmosphere. Both bedrooms are generously sized, with the primary suite offering a private ensuite bathroom for added convenience. Whether you're looking for a vacation home, short-term rental opportunity, or a primary residence, this property offers incredible flexibility. While the unit has not been updated, it provides a clean and well-kept canvas ready for your personal touch or future enhancements. Windsor Hills is a gated resort-style community known for its outstanding amenities, including a resort pool with water park features, fitness center, clubhouse, tennis courts, playgrounds, and more—all just minutes from Walt Disney World, shopping, dining, and major attractions. Don’t miss this opportunity to own in one of Central Florida’s most popular communities!

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

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

Remarks: Handicap Accessible!! INCOME PRODUCING PROPERTY!!! Beautiful luxury condo in a great location! This condo offers 3 bedroom and 2 bathroom, with tile floors throughout the entire unit and covered lanai. Spacious chefs kitchen with quartz countertops, GE slate appliance package, beautiful backsplash and washer and dryer. Throughout the condo you'll find gorgeous custom accent walls. In the master suite you will find beautiful tray ceilings and plenty of space. The master bathroom features his and hers vanities and a large walk in shower.Location is everything with this home, 5 miles away from Disney World, Lake Buena Vista and Disney Springs, the famous Loop is just 2.5 miles East and the Orlando International Airport is just 15 miles away. Resort style amenities including: Fitness center, resort style pool, hot tub, water slides, splash pad & lazy river with miniature golf course, poolside food and beverage service, canoe and kayak rentals, daily fun activities for everyone, sport courts with Beach Volley Ball and Basketball. Don't miss out on this one, schedule your showing today!

Listing is courtesy of: ALPHA LEADER REALTY LLC (407-704-3252)

Listing Agent: Jamil Swaid, Jr (407-575-1475)

Remarks: Experience the best of Central Florida living in this beautifully maintained and fully furnished 3-bedroom, 2-bath condominium located within the highly sought-after Windsor Hills Resort. Situated on the 4th floor with convenient elevator access, this spacious residence offers the perfect blend of comfort, convenience, and investment potential. From the moment you step inside, you'll appreciate the bright and inviting layout designed for relaxation and enjoyment. Whether you're looking for a primary residence, a vacation retreat, or a short-term rental property, this turnkey condo is ready for immediate enjoyment. Lovingly cared for by the original owner and never used as a rental, the pride of ownership is evident throughout. The well-appointed furnishings and thoughtful décor create a welcoming atmosphere that makes you feel at home from day one. Located just minutes from Walt Disney World, Universal Studios, championship golf, shopping, dining, and entertainment, Windsor Hills continues to be one of the most desirable resort communities in the Orlando area. Residents and guests enjoy an incredible selection of amenities, including a lagoon-style resort pool, water park with thrilling slides, fitness center, movie theater, game room, sports courts, onsite convenience store, and 24-hour gated security. Opportunities to own a fully furnished, meticulously maintained condo in Windsor Hills are becoming increasingly rare. Whether your goal is creating unforgettable family vacations, generating rental income, or enjoying the Florida lifestyle year-round, this exceptional property offers it all in one of Central Florida's premier resort destinations.

Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)

Listing Agent: Corey Smallman (407-744-2765)

Remarks: Excellent investment opportunity in Runaway Beach Club, one of Kissimmee’s most attractive resort-style communities. This 2-bedroom, 2-bathroom. This unit is well-positioned for buyers seeking a vacation rental property, second home, or income-producing asset near Orlando’s world-famous attractions. The bright open layout features crown molding, chair rail accents, built-in details, in-unit laundry for added guest comfort. Both bedrooms with walk-in closets, and the split functionality of the floor plan enhances its appeal for short-term stays and family travel. This gated, pet-friendly community delivers the resort experience today’s travelers look for, including tropical pools, spa, fitness center, indoor basketball court, picnic and BBQ areas, and a scenic lagoon dock. Guests also enjoy access to Calypso Cay Castaway Cove Adventure Park amenities, including heated pools, water slides, mini golf, zip line, rope course, basketball, sand volleyball, grilling areas, and cabanas. With easy access to Disney, Osceola Parkway, and Hwy 192, this is a smart opportunity to own in a high-demand location with strong appeal for personal enjoyment and rental income potential. Schedule your private showing today.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Jose Aguilar Colina (407-508-6692)

Remarks: Super-cute first-floor corner unit condo located just minutes from Walt Disney World, I-4, and SR-429 in the welcoming community of Palm Villas. This spacious unit is currently configured as a 4-bedroom, 2-bath home (buyer to verify room use, dimensions, and permitting) and offers great potential as a primary residence, vacation home, or short-term rental investment. The home features wood flooring throughout the living areas, an updated HVAC system, and an open living and dining space that leads to a screened back patio with no rear neighbors, providing a private and relaxing setting. The galley-style kitchen offers ample cabinet space, while the primary suite includes patio access and a full bath. Additional bedrooms are located near the second full bath, including an oversized 11’ x 19’ room with its own owner’s closet. Residents enjoy access to a community pool, tennis courts, assigned parking, and guest parking. A great opportunity in a prime Central Florida location. The galley-style kitchen offers ample cabinet storage and workspace, while the primary suite, located just off the main living area, includes direct patio access and peaceful backyard views. The primary bathroom features a full tub/shower and a convenient owner’s closet. Additional bedrooms are located near the second full bath, including an oversized 11 x 19 room with its own owner’s closet. Both bathrooms and the kitchen include upgraded laminate flooring with stylish grout accents. Residents enjoy access to a community pool and tennis courts, and each unit includes an assigned parking space with additional guest parking available.

Listing is courtesy of: REALTY 100 (954-859-2100)

Listing Agent: Janelle Castillo (646-641-3591)

Remarks: Currently leased through January @ $2000 a month. Note NEW price on this Amazing TOP Floor condo in desirable Legacy Dunes that can be used as a Short Term Rental, Vacation Home, long term rental or Primary Residence! You decide! Featuring 2 bedrooms, 2 baths, vaulted ceilings, tile floors, and it is updated inc. NEW Appliances, NEW HVAC * NEW ROOF 2025... ***The Seller will consider selling it with furniture. Currently occupied by a tenant. The monthly Fee includes being gated, use of Community pools, fitness center, courts, playground, clubhouse with game room and the community is gated for private access. Conveniently located to attractions, Restaurants, Shopping, Medical and a short drive to the best beaches in FL!

Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)

Listing Agent: Suzanne Swyers (407-222-2926)

Remarks: Welcome to an exceptional opportunity in the highly sought-after Windsor Hills Resort, one of Central Florida's premier vacation destinations. Perfectly positioned just minutes from Walt Disney World, this beautifully renovated 3-bedroom, 2-bath condominium at 2778 Almaton Loop #303 offers the ideal blend of luxury, comfort, and investment potential. Offered fully furnished with stylish, updated décor and furnishings, this turnkey residence is ready for immediate enjoyment as a personal retreat, vacation home, or income-producing short-term rental. The thoughtfully designed floor plan features spacious living areas, abundant natural light, and effortless single-level living. At the heart of the home, the open-concept living and dining area creates an inviting space for entertaining family and guests. The upgraded kitchen showcases modern cabinetry, generous counter space, and seamless connectivity to the main living areas. The private owner's suite serves as a relaxing sanctuary with an ensuite bath and ample closet space, while two additional bedrooms provide comfortable accommodations for guests, family members, or flexible workspace options. Beyond the residence, Windsor Hills delivers an unparalleled resort lifestyle. Residents and guests enjoy world-class amenities including a lagoon-style pool with water slide, fitness center, clubhouse, movie theater, game room, sports courts, playgrounds, and 24-hour gated security. Every day feels like a luxury vacation. Located less than two miles from Disney and moments from Orlando's renowned attractions, championship golf courses, upscale shopping, and dining destinations, this property offers both convenience and exceptional value. Whether you're seeking a highly desirable vacation rental investment, a second home, or your own Florida getaway, this move-in-ready residence presents a rare opportunity to own within one of the area's most successful and recognized resort communities. Experience the best of resort-style living and schedule your private showing today.

Listing is courtesy of: REALTY OF AMERICA (321-732-5369)

Listing Agent: Yair Burac Rodriguez (407-666-8235)

Remarks: Under contract-accepting backup offers. MAJOR DEAL ALERT, Lowest Price Available!! Property has future bookings already in place with the preferred property management. So it is turnkey!! Act fast, it won't last long! Perfect for investors, if you want to move in, or just have it to do long term rentals. Do anything you like, no restrictions! A little about this luxury home: FULLY FURNISHED, ground-floor 3-bedroom, 3-bathroom condo. Just 7 miles from Disney World, your new home offers a spacious open layout, a modern newly built kitchen with premium appliances, and a comfortable living area. Enjoy all the resort-style amenities EXCLUSIVE to Spectrum Resort guests, including a pool with cabanas, fitness center, grab-and-go area, bar, game room, and attentive guest services. Live where everyone vacations! Engage in outdoor activities like biking, golfing, tennis, pickleball, and family fun at the playground with a dog park. INCLUDED MEMBERSHIP grants access to 3 championship golf courses, 11 swimming pools, and a waterpark. The list goes on with Spectrum's free shuttle service from the parking lot to your home and Reunion's shuttles to the parks, along with close proximity to numerous restaurants, groceries, and entertainment to add to the convenience. Available for both LONG-TERM and SHORT-TERM rentals, this exceptional condo is a fantastic investment opportunity. Don’t miss your chance to make this luxurious property and dream lifestyle your new home! It won't last long!

Listing is courtesy of: P4L REALTY LLC (407-845-9189)

Listing Agent: Michelle Fernandez (407-724-5033)

Remarks: PRICE IMPROVEMENT! Positioned on the second floor in Terraces at Storey Lake, this 2-bedroom, 2-bath condo offers a bright, open layout designed for both everyday living and easy entertaining. The kitchen, dining, and living areas flow seamlessly together, all filled with natural light from the double sliding glass doors that lead out to your private balcony. The kitchen stands out with bright white cabinetry topped with crown molding, matching stainless steel appliances, stone countertops, a tile backsplash, and a large center island with wrap-around bar seating—perfect for casual meals or serving guests. The primary suite is a light-filled retreat featuring a spacious walk-in closet and an attached bath with dual sink vanity and a large tiled walk-in shower. The guest bedroom is well-sized with great natural lighting, offering comfort and flexibility for visitors or a home office. Step outside to the covered and shaded balcony—an ideal space to relax, stay out of the direct sun, and take in peaceful community views. Located in a well-maintained community with a variety of amenities and a welcoming atmosphere, this condo also offers convenient access to major roads, highways, shopping, dining, and everything Kissimmee has to offer.

Listing is courtesy of: EXP REALTY LLC (407-846-0940)

Listing Agent: Steve Pugh (407-846-0940)

Remarks: INVESTOR ALERT - 1 bedroom/1 bath condominium located just 1.5 miles from Walt Disney World at The Parkway Palms Resort. Located across from Celebration and minutes from numerous dining, shopping and entertainment establishments with easy access to major highways. This 1st floor unit offers 2 queen beds along with a sofa sleeper to accommodate 6 guests comfortably with a prime location in Building 4 offering access to pool and parking. The turn-key unit is has been renovated and tastefully decorated. The COA fee includes electric, cable, internet, water, exterior building, roof and maintenance of all common areas. AIRBNB currently as it is a perfect rental investment along with relaxing and enjoying your unit while on vacation in the Orlando area. Guests will enjoy the pool, jacuzzi, gazebo with grills, fitness center, basketball, sun deck and laundry facilities.

Listing is courtesy of: NABE REALTY (800-808-4870)

Listing Agent: Janine Venturella (724-252-5561)

Remarks: INVESTOR ALERT - 1 bedroom/1 bath condominium located just 1.5 miles from Walt Disney World at The Parkway Palms Resort. Located across from Celebration and minutes from numerous dining, shopping and entertainment establishments with easy access to major highways. This oversized 2nd floor unit offers a separate kitchen area including pantry, decorative fireplace in living room with a sofa sleeper, king size bedroom with closet all at a prime location in Building 5 offering access to pool and parking. The turn-key unit is has been renovated and tastefully decorated. The COA fee includes electric, cable, internet, water, exterior building, roof and maintenance of all common areas. AIRBNB currently as it is a perfect rental investment along with relaxing and enjoying your unit while on vacation in the Orlando area. Guests will enjoy the pool, jacuzzi, gazebo with grills, fitness center, basketball, sun deck and laundry facilities.

Listing is courtesy of: NABE REALTY (800-808-4870)

Listing Agent: Janine Venturella (724-252-5561)

Remarks: This 3 bedroom 2 bathroom ground floor condo is move in ready and priced to sell. This unit will not last long so please come view and fall in love. The unit is freshly painted and ready for your personal touches to make it your own. Come relax on the rear screened porch and enjoy the peace and serenity while being minutes away from all the local attractions. The community offers a pool, gym, picnic areas, grilling stations and a play yard. Surrounded by a pleather of shopping, dining, entertainment and theme parks you can both enjoy and embrace everything the area has.

Listing is courtesy of: HAMILTON REALTY (407-344-2011)

Listing Agent: Natalie Brooks (407-931-6559)

Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bath condo located in the sought-after Windsor Palms resort community in Kissimmee. Situated on the third floor, this inviting residence features an open living and dining area, a fully equipped kitchen, in-unit washer and dryer, and a screened balcony with relaxing resort views. The spacious primary suite includes a king bed, en-suite bathroom, and peaceful views of the community. Two additional bedrooms provide flexible space for family, guests, or a home office. Tasteful furnishings and thoughtful updates throughout create a comfortable, move-in-ready feel. Windsor Palms offers an impressive selection of resort-style amenities, including a clubhouse, pool, splash pad, fitness center, tennis and basketball courts, arcade, movie theater, Tiki Bar, and sundry shop. Conveniently located just minutes from Walt Disney World, Universal Orlando, SeaWorld, Disney Springs, shopping, dining, and Orlando International Airport, this property is ideal as a primary residence, vacation home, or investment opportunity. Short-term rentals are permitted in the community, and this property is currently being operated as a successful vacation rental. The home has delivered strong performance over the past two years, with rental income numbers available upon request. Enjoy the perfect combination of comfort, location, resort-style living, and income-producing potential in one of Central Florida’s most popular vacation communities.

Listing is courtesy of: INNOVATIVE REALTY, LLC (407-772-5555)

Listing Agent: Alberto Nikodimov (305-775-5522)

Remarks: NEW OPPORTUNITY!! Move In Ready Condo in Caribe Cove Resort — Fully Furnished & Renovated! Welcome to 3050 Pirates Retreat Ct, a beautifully renovated 2 bedroom, 2 bathroom condo in the highly desirable Caribe Cove Resort community! This turnkey unit comes fully furnished and ready for immediate occupancy — just bring your suitcase! Perfect for long term rental, short term/vacation rental, or as a primary residence, this versatile property offers incredible flexibility for investors and homeowners alike. Step inside to find a thoughtfully updated interior featuring modern finishes throughout. The open layout offers comfortable living space, while all three bedrooms provide ample room for family, guests, or rental income potential. Caribe Cove Resort is a premier gated community offering resort style amenities, making it a top choice near the Disney area and Central Florida attractions — a major draw for vacationers and an excellent income producing opportunity for investors. Don't miss this rare opportunity to own a fully furnished, renovated unit in one of the area's most sought after rental communities. Schedule your showing today!

Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)

Listing Agent: Rodrigo Marsal (407-431-8503)

Remarks: Luxury Fully Furnished Townhome Near Walt Disney World® Exceptional opportunity to own a beautifully appointed three-story luxury townhome with a private elevator, just minutes from Walt Disney World®. Designed for comfort, flexibility, and income potential, this spacious property features 4 large ensuite bedrooms, making it ideal as a vacation home, primary residence, or short-term rental investment. The home comes fully furnished and equipped, allowing you to start enjoying it or generating rental income immediately when not in personal use. Sleeping accommodations include 2 king-size beds, 4 full-size beds, and a sofa, comfortably hosting family and guests. The living and dining areas are thoughtfully furnished with a dining table and four chairs, two high chairs, a coffee table, and decorative wall art pieces. The well-equipped kitchen includes a refrigerator, range, dishwasher, cookware, pots, pans, silverware, and dinnerware. A washer and dryer are also included for added convenience. Outside, enjoy the private grilling area, perfect for relaxing and entertaining after a day at the parks. Please note: The seller is an avid collector. All Disney and Universal-themed plush toys, collectibles, artwork, and memorabilia are excluded from the sale. Whether you're seeking a luxurious vacation retreat or a property with strong short-term rental potential, this turnkey home offers an unbeatable location and outstanding value just moments from Central Florida's world-famous attractions.

Listing is courtesy of: SOLARE REALTY LLC (407-460-1994)

Listing Agent: Nivea Coutinho (407-948-4481)

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: PRICE IMPROVED! Highly successful vacation rental with strong occupancy history in Windsor Hills Resort. Exceptional opportunity to own a highly successful vacation rental in the premier Windsor Hills Resort, located less than 2 miles from Walt Disney World. This fully furnished, beautifully themed 2-bedroom, 2-bath condominium is truly turnkey and ready for immediate personal use or continued short-term rental operation. This property has been consistently in demand, with strong guest occupancy and repeat bookings, making showings limited due to frequent guest stays—a testament to its rental performance and popularity. Located on the desirable fourth floor with elevator access, the unit offers convenience for guests while providing privacy and peaceful resort views. Recent major improvements include a brand-new A/C system installed in 2025 with a transferable 10-year warranty and a new water heater, giving future owners added confidence and reduced maintenance concerns. Windsor Hills is one of Central Florida's most sought-after short-term rental communities, featuring 24-hour guard-gated security and world-class amenities including a lagoon-style resort pool, water slides, splash park, movie theater, arcade, fitness center, sports courts, playgrounds, and on-site convenience store. Just minutes from Disney, shopping, restaurants, golf courses, and major highways, this property offers the ideal combination of location, lifestyle, and income potential. Whether you're seeking a proven vacation rental investment, a Disney-area second home, or both, this is an opportunity you won't want to miss. Buyer to verify all measurements, HOA information, fees, rental restrictions, and property details.

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

Listing Agent: Lucia Souza (321-239-0287)