Kissimmee Homes For Sale & Real Estate - 2496 homes

Remarks: This popular 3-bedroom, 2-bathroom condo is a turnkey property located on the second floor of the building. 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. 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: MAJOR PRICE REDUCTION — Beautifully updated 4-bedroom, 2-bath home in a gated community with NO CDD and an oversized bonus room. ALSO AVAILABLE FOR RENT! Move-in ready with updated flooring, modern finishes, and a spacious layout ideal for everyday living and entertaining. The upgraded kitchen features granite countertops, ample cabinetry, breakfast bar, and a bright breakfast nook, all flowing seamlessly into the main living areas. The living room is highlighted by an electric fireplace and architectural details throughout. Split floor plan offers privacy, with a spacious primary suite featuring dual vanities, soaking tub, and separate shower. Versatile bonus room provides flexible space for a game room, office, or additional living area. Enjoy the screened porch and fenced backyard—perfect for outdoor living. Conveniently located near shopping, dining, and major highways including SR-417 and the Florida Turnpike. Ask about flexible occupancy options, including the opportunity to lease prior to purchase. Schedule your private showing today.

Listing is courtesy of: UPTOWN REAL ESTATE FIRM (407-873-7400)

Listing Agent: Waddy Matos-Rogers (407-873-7400)

Remarks: BEAUTIFUL HOME LOCATED WITHIN PARADISE PALMS RESORT! VERY WELL PRICED!!! THIS IS YOUR CHANCE TO INVEST IN A FULLY FURNISHED 5 BEDROOM 5 BATH VACATION HOME.This 5 bedrooms / 5 full bathroom house features a downstairs bedroom and more upstairs bedrooms including the Master suite a second living room plus loft upstairs. The property is situation on a premium lot with a fantastic screened in pool and a deck with ample room for grilling and privacy screening. This spacious home features an open floor plan with high ceilings, granite countertops, 42" cabinets and private pool. Sliders and large windows provide plenty of natural sunlight, open kitchen overlooking living room/dining room combo, two bedrooms located downstairs and the three of the rooms are upstairs. Community is zoned for short-term rental and is only 10 minutes from Disney World. Perfect for a luxury vacation home or investment rental property. The fees include all resort services, cable TV, internet, local phone service, exterior landscaping, and biweekly trash removal. Resort clubhouse features include movie theater, sauna, game room, internet lounge, basketball and volleyball courts, lighted tennis courts, state-of-the-art fitness center, resort style swimming pool with waterfall, grotto, spa, slide, and much more. Not to mention the Paradise Palms Resort which itself boasts guard gated entry, a zero-entry tropical waterfall pool, outdoor Tiki bar, playground, sand volleyball, tennis, fitness center, arcade, and even a movie theater! Easy access to Orlando's US 192, I-4, SR 417, SR 429 and Route 27, minutes away from the Walt Disney World Resort, Universal Orlando Resort and Sea World Orlando.

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

Listing Agent: Andrea Guerrero (727-296-1593)

Remarks: One or more photo(s) has been virtually staged. Under Construction. Introducing the new and exciting Sentosa! This elegant four-bedroom home provides convenient single-story living. An open-concept floorplan maximizes interior space and encourages seamless transitions between a modern kitchen, elegant dining room and comfortable family room. Three secondary bedrooms are tucked away to the side of the home, while a luxurious owner’s suite is nestled into a private rear corner, complete with a full bathroom and walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Welcome home to 143 Mante Dr, Kissimmee, FL 34743 — a charming gem centrally located in the heart of Buenaventura Lakes with NO HOA, offering endless flexibility for homeowners and investors alike!! This solid Block Construction home features a 1-Car Garage, Vaulted Ceilings with exposed beams, and an abundance of natural light that creates an open, inviting feel throughout. Enjoy Ceramic Tile flooring in the main living areas and Laminate flooring in all bedrooms — NO carpet anywhere — plus Ceiling Fans throughout for year-round comfort. The upgraded eat-in kitchen is a true highlight, boasting spacious Granite countertops, a stylish Tiled Backsplash, and Stainless Steel appliances. The kitchen sink window overlooks the backyard, while Sliding Glass Doors lead directly to the open patio and deck, making indoor-outdoor living effortless. Step outside to a spacious, fully Fenced Backyard, perfect for entertaining, pets, gardening, or future additions. The primary suite is generously sized and includes an updated en-suite bathroom with a beautifully tiled, freestanding shower. Two additional guest bedrooms share a full guest bathroom, and an indoor laundry room with newer water heater adds everyday convenience. Location is everything, and this home delivers! Nestled in the desirable family-friendly community of Buenaventura Lakes, residents enjoy access to nearby parks, soccer fields, playgrounds, basketball/tennis/pickleball courts, baseball fields with batting cages, picnic areas, and a local library. Schools are close by, and you’re just minutes from major theme parks like Disney, major shopping, dining, hospitals, Orlando International Airport, nearby lakes (like Lake Tohopekaliga) for fishing, boating, and outdoor fun, and easy access to major highways, Osceola Pkwy, Turnpike, and SR-417. Whether you’re looking for a primary residence, rental property, or investment opportunity, this NO HOA property checks all the boxes. Don’t miss your chance to own a versatile home in a prime Central Florida location — schedule your private showing Today!!

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

Listing Agent: Veronica Figueroa (407-519-3980)

Remarks: Welcome to this lovely home in the highly sought-after Remington Golf Community, located in the Southampton subdivision and perfectly positioned on a desirable corner lot. Offering 4 bedrooms, 2 bathrooms, a 2-car garage, and 1,994 square feet of thoughtfully designed living space, this home blends comfort, functionality, and Florida lifestyle. From the moment you enter, you are welcomed by formal living and dining areas featuring vaulted ceilings and abundant natural light, creating a bright and airy atmosphere. The spacious kitchen is ideal for both everyday living and entertaining, complete with a breakfast bar that opens to the inviting family room. Sliding glass doors lead to the enclosed, covered, and screened lanai—perfect for enjoying indoor-outdoor living year-round. The private primary suite serves as a relaxing retreat, offering a generous bedroom, walk-in closet, and an en-suite bath with dual sinks, a garden tub, separate shower, and private water closet. Direct access to the lanai enhances the sense of space and tranquility. Additional updates include a roof replaced in 2022, providing added value and peace of mind. Residents of Remington enjoy a beautifully maintained golf course community with resort-style amenities, including a clubhouse, community pool, tennis courts, walking and jogging trails, and a playground. Ideally located just minutes from East Lake Tohopekaliga, Saint Cloud Commons, and the Florida Turnpike, this home offers both convenience and an exceptional lifestyle.

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

Listing Agent: Maribel Frattali (407-288-5835)

Remarks: PRICE REDUCTION. The air conditioner has an intermittent fault and needs to be replaced—quoted price to replace is $4,500 with a 10-year warranty. Rare opportunity to own one of the very few condominiums in Runaway Beach offering an attached private garage, an exceptionally hard-to-find feature in this community. Welcome to 3019 Bonfire Beach Drive, a fully furnished second-floor, two-bedroom, two-bathroom condominium located in the sought-after Key West–style resort community of Runaway Beach, centrally positioned in Kissimmee just minutes from the entrance to Walt Disney World. This light-filled residence features a spacious open-concept kitchen, living, and dining area with high ceilings, a breakfast bar, and a dual-aspect living room that enhances the bright and airy feel throughout. The thoughtful layout includes a generous primary suite with an ensuite bathroom featuring a shower-over-bath, large vanity, and access to a walk-in closet. A second well-sized bedroom also offers a walk-in closet, complemented by an additional full family bathroom and linen closet. A conveniently tucked-away washer and dryer are located within a dedicated interior closet. What truly sets this property apart is the private attached garage with additional storage space, a rare and highly coveted combination in Runaway Beach. Whether used for secure parking, owner storage, or guest convenience, this feature significantly enhances both lifestyle appeal and rental desirability. While the condominium has been well-maintained, it would benefit from some updating and modernization, presenting an excellent opportunity for a new owner to add value and personalize the space to their taste. Runaway Beach Resort is a gated community offering scenic walking trails, a fitness center, two swimming pools, and a relaxing hot tub. Ideally located close to Disney, premium outlet shopping, dining, and major roadways. This versatile condominium may be used as a primary residence, long-term rental, or short-term vacation rental, making it an exceptional opportunity for homeowners and investors alike. The property is currently leased on a month-to-month lease. The tenant would like to renew their lease but will vacate if required.

Listing is courtesy of: WINTER GARDEN REAL ESTATE (407-910-1066)

Listing Agent: Anthony O'Reilly Brookes (407-910-1066)

Remarks: Under Construction. The two-story Durham is the largest plan in this collection and features an open space living room, along with an airy flex space perfect for an office or den. There is a private owner’s suite on the first floor with a spa inspired owner bath and fabulous walk-in closet. Upstairs is a spacious loft for an extra common area, along with four comfortable bedrooms. At the front is flex space for versatile needs and a desirable two-car garage. Lennar has reimagined the homebuying experience by including the most desired home features at no extra cost to you. All features and products can vary by community and homesite. Knightsbridge residents enjoy access to outdoor amenities including a swimming pool & cabana, playground, volleyball court and walking trail. Enjoy local dining and shopping from downtown Kissimmee. Close to Lake Toho if you like to boat or walk the lakefront. Conveniently located near Walt Disney World and major Osceola County attractions.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: One or more photo(s) has been virtually staged. Under Construction. This new single-story Kitson boasts a modern and low-maintenance design ideal for any lifestyle. An open-concept floorplan blends the kitchen, living and dining areas for seamless transitions and everyday multitasking. Two secondary bedrooms are tucked away to the side of the home, with a lavish owner’s suite nestled into a private rear corner, complete with a full bathroom and walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Beautiful 2023-built townhome in Kissimmee! This modern 3-bedroom, 2.5-bath residence features an open-concept design with elegant quartz countertops, contemporary finishes, and bright, comfortable living spaces perfect for today’s lifestyle. Built in 2023, the home offers the feel of new construction while providing the space and functionality families are looking for. Residents can enjoy the community swimming pool, perfect for relaxing and enjoying Florida living. Conveniently located near schools, shopping centers, and restaurants, this property offers the ideal combination of style, comfort, and everyday convenience.

Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)

Listing Agent: Noelvys Hernandez Guillama (407-508-1212)

Remarks: One or more photo(s) has been virtually staged. Under Construction. This new Amalfi two-story townhome has a smart layout that promotes ease of living. A versatile flex space frames the foyer by the front door while down the hall is an open concept living area with direct access to a lanai. Upstairs hosts all three bedrooms, including the spacious owner’s suite with a spa inspired bathroom and fabulous walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Fully furnished 6-bedroom, 6-bathroom home in the sought-after BellaVida resort community offering the perfect blend of luxury and investment potential. With a proven rental history, this turnkey property is ideal as a primary residence, vacation home, or income-producing rental. The spacious layout features open living and dining areas, a well-appointed kitchen with granite countertops and a large island, and generously sized bedrooms with multiple en-suite options. A dedicated theater room adds a unique entertainment experience. Enjoy outdoor living with a private screened-in lanai featuring a pool and spa. BellaVida offers resort-style amenities including a clubhouse, pool, fitness center, playground, and sports courts, all just minutes from shopping, dining, and Central Florida attractions.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Ken Pozek (407-813-2773)

Remarks: WOW! Highly Convenient First-Floor Condo in Prime Kissimmee Location! This exclusive first-floor condominium offers a functional and well-designed layout, perfect for comfortable living or investment. Upon entry, you are welcomed by a bright and inviting living area featuring large windows that fill the space with natural light and open to a private balcony with peaceful green views, ideal for relaxing or enjoying outdoor dining. The fully equipped kitchen boasts stainless steal appliances, spacious cabinetry, Tile in the kitchen, Livingroom, and hardwood style tile flooring in the bedrooms, seamlessly blending style, and functionality “NO CARPET”. Every detail of this home has been thoughtfully designed to support a relaxed and comfortable lifestyle. Community amenities include private parking, 24-hour security, a clubhouse, and a resort-style swimming pool. Enjoy the convenience of an urban lifestyle while maintaining the tranquility of open views and well-maintained surroundings. Strategically located in the heart of Kissimmee, just minutes from US-192, with easy access to shopping, dining, entertainment, and transportation. A short drive to The Loop Mall and close to Central Florida’s best restaurants and attractions. This versatile property is ideal as a primary residence, second home, or investment opportunity. A must-see first-floor unit—schedule your private tour today!

Listing is courtesy of: ATRIUM REALTY, LLC (833-919-1190)

Listing Agent: Ernani Sena (774-258-0635)

Remarks: One or more photo(s) has been virtually staged. Under Construction. This new duplex-style Ventura offers convenient single-floor living for simple entertaining and multitasking. An inviting open-concept floorplan maximizes space and features direct access to the lanai for outdoor entertainment and leisure. A secluded study shares a hallway with a bedroom and full bathroom, and the lavish owner’s suite is tucked into a private rear corner, complete with an en-suite bathroom and walk-in closet. Lennar at Esplanade is a master-planned community in Poinciana, FL. This is an amenity-rich, safe gated community. Amenities include resort style swimming pool, dog park, clubhouse, pickle ball, bocce ball. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: 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: Short Sale. Welcome to your own slice of paradise in Margaritaville Resort Orlando! This unfurnished residence offers the perfect opportunity for a primary home, long-term rental, or investment property. Located just a 5-minute walk to shops, restaurants, grocery stores, and entertainment, convenience is at your doorstep. The home features an open layout with plenty of natural light and a relaxed, tropical feel throughout. Offered at a competitive price, this unit is ready for your personal touches—create your dream retreat in one of Central Florida’s most desirable communities. Enjoy the laid-back lifestyle Margaritaville is known for, with access to resort-style amenities and a location just minutes from Walt Disney World, I-4, and major attractions. Don’t miss this opportunity to invest in a flexible, well-located property where every day feels like a vacation.

Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-293-5100)

Listing Agent: Troy Funk (941-241-3850)

Remarks: Under Construction. Open flow sets the tone for the upscale Hartford floorplan. This exceptional home is complete with 4 bedrooms and 2 bathrooms. The kitchen has a lovely center island that overlooks an open café with a large family room, which is perfect for entertaining. The owner suite features a over-sized bedroom connected to a spa-inspired bathroom with his and her sinks and a fabulous walk-in closet. Lennar has reimagined the homebuying experience by including the most desired home features at no extra cost to you. All features and products can vary by community and homesite. Knightsbridge residents enjoy access to outdoor amenities including a swimming pool & cabana, playground, volleyball court and walking trail. Enjoy local dining and shopping from downtown Kissimmee. Close to Lake Toho if you like to boat or walk the lakefront. Conveniently located near Walt Disney World and major Osceola County attractions.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Under contract-accepting backup offers. Immaculate 4 Bedroom 2 Bathroom, 1,874 sqft residence for sale in the sought after community of Windmill Point - No CDD Tax, unlike many of the neighboring homes for sale in nearby communities. Sits on a large lot 0.35 Acre. Home features new tiles floors throughout, 1 year old A/C System, New architectural roof, new backs-splash in kitchen, Vaulted Ceilings, Plenty of architectural features and recently painted walls. This spacious and open floor-plan is well suited for a family of 4-7. Located minutes away from Disney world, New Valencia Community college, Hospitals, Shopping, Entertainment, Orlando International MCO Airport. Home will sell fast. Call now to book your private showing

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

Listing Agent: Judy Julien, Pa (407-234-4051)

Remarks: One or more photo(s) has been virtually staged. Under Construction. This new Minori two-story home opens to an inviting dining room with shared access to a well-equipped kitchen and an expansive Great Room ideal for modern entertainment. Through glass-sliders is a breezy lanai. On the second level are two secondary bedrooms arranged near a full-sized bathroom, while down the hall is the private owner’s suite. The spacious owner’s suite includes a spa inspired bathroom and fabulous walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Price Adjustment! This well maintained, move in ready home in an established community features three inviting bedrooms, two bathrooms, and a versatile bonus room or office space. The kitchen is ideal for cooking enthusiasts, while the generous living and dining areas provide plenty of space for entertaining or relaxing with family. Nestled on a large lot perfect for unwinding, this home also offers peace of mind with a roof replaced in 2023. While the home could use a bit of TLC, it presents an excellent opportunity for buyers to personalize and add value. Conveniently located near major highways, employment hubs, and everyday amenities, this property blends comfort with accessibility. Purchase price is firm.

Listing is courtesy of: ALPHA HOMES & INVESTMENT, INC. (407-508-1880)

Listing Agent: Nelson Benavides (407-334-4330)