Kissimmee Homes For Sale & Real Estate - 2508 homes

Remarks: SELLER OFFERING $1000 TOWARDS BUYERS CLOSING COSTS! Welcome to your perfect getaway and income-producing opportunity! This beautifully maintained Condo-Hotel features 2 beds, 1 bathroom second-floor condo offers the ideal blend of comfort, convenience, and investment potential. This property is sold TURN KEY which includes all furniture, appliances such as a mini fridge, microwave, & coffee maker, linens & decor. The HOA fee Cover ALL UTILITIES and MORE! Overlooking the sparkling community pool, this unit provides relaxing views and easy access to resort-style amenities. The open-concept layout creates a bright and inviting space, perfect for vacation stays or extended visits. Whether you're enjoying your morning coffee on the balcony or unwinding after a day at the parks, this condo delivers the ultimate Florida lifestyle. Located close to Walt Disney World and all the major Central Florida attractions, this property is highly desirable for short-term rentals. Guests love the unbeatable location—a quick stroll to popular restaurants, shopping, entertainment, and everyday conveniences. Situated in one of the most sought-after vacation corridors near Orlando, this condo is a proven performer for investors looking to capitalize on year-round tourism. Whether you're expanding your portfolio or purchasing your first vacation rental, this opportunity checks every box. Don’t miss your chance to own a high-demand short-term rental in the heart of it all!

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

Listing Agent: Sascha Davis (304-395-9407)

Remarks: Under contract-accepting backup offers. Welcome to this beautiful turn-key 8 bedroom, 6 bathroom home. This home comes fully furnished and qualifies as a SHORT-TERM RENTAL. Inside, the home has been completely remodeled. Each bedroom, the kitchen, family room, and game room are uniquely themed for a fun, immersive experience. The converted garage functions as a custom game room, featuring a full-size commercial air hockey table, slate pool table, foosball, sofa set, toys, TV, and a durable epoxy floor. The updated kitchen features stainless steel appliances, granite countertops, a stylish tile backsplash, and comes fully stocked with dishes, cookware, and small appliances. This incredible home provides equal 4/3, bed/bath accommodations downstairs and upstairs, along with two living areas including a formal front living room and a comfortable family room set towards the rear. The laundry room is equipped with a washer and dryer, plus an additional dryer in the converted garage. Flooring includes travertine downstairs and newly installed vinyl plank upstairs, creating both elegance and durability. The roof was installed in 2017, water heater 2022, pool heater 2021, and pool salt cell 2024. Throughout the home, you'll find WiFi keyless entry, plantation shutters, crown molding, modern lighting, and ceiling fans. Every bedroom is stocked with backup sheets and comforters, and all mattresses and pillows are protected with high-quality covers for added comfort and cleanliness. This exceptional property sits on a spacious .287-acre cul-de-sac lot and is designed for both relaxation and entertainment. The highlight is the massive 20' x 40' screen enclosed private pool paired with an oversized spa. Surrounding the pool, you'll find a generous patio with two dining tables, five lounge chairs for sunbathing, and a covered lanai complete with a TV and refrigerator. The pool has been resurfaced with elegant Pebble Tec finishing, while the patio was recently repainted for a fresh look. Step outside the screen enclosure to enjoy a covered grilling area with picnic table, outdoor ping pong table, cornhole set, and a huge Little Tikes playground all set on low-maintenance artificial turf. The backyard is fully private, enclosed by fencing, hedges, and a rear brick wall, with a charming wrought-iron section offering a picturesque pond and fountain view. Conveniently located in close proximity to I-4 and SR 429, this home is 5-10 minutes from world-class dining, shopping, theme parks, mini golf and Sunset Walk at Margaritaville (bars, shops, movie theater, water park). It is one of the closest communities to Disney. With over $50K in upgrades and an unbeatable location, don't miss this rare opportunity to be the next owner of this immaculate home!

Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)

Listing Agent: Nicholas Giovanetti (321-239-7622)

Remarks: Step into the epitome of Central Florida resort living with this pristine, fully furnished 2-bedroom, 2.5-bathroom townhome, ideally situated in the highly sought-after, gated community of Regal Oaks. Perfect for a hassle-free vacation home or a lucrative short-term rental investment, this property offers immediate guest-readiness. The open-concept living space flows seamlessly to a private, screened-in patio, where you'll find your own above-ground spa—the perfect spot to unwind after a long day at the theme parks. As a resident or investor, you benefit from Regal Oaks' incredible, resort-style amenities, including a spectacular pool complex with dual waterslides, a large hot tub, the Game-On Arcade, a fitness center, tennis and pickleball courts, and two on-site restaurants and a poolside bar. This prime location places you in the heart of the action, just minutes from Central Florida's world-famous attractions, premier dining, and extensive shopping. With its high appeal to vacationers and a proven track record as a rental property, 2663 Roadster Lane presents an outstanding opportunity to own a piece of the thriving Kissimmee market. Don't miss your chance to acquire this beautifully maintained townhome, offering both personal enjoyment and excellent investment potential in a fully managed, amenity-rich community

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: Turnkey townhome in the gated Coral Cay Resort community just minutes from Orlando’s major attractions, offering flexibility as a primary residence, second home, or short-term vacation rental investment including AirB&B. This move-in ready property features a bright open-concept layout with durable luxury vinyl plank flooring throughout the first floor. The renovated kitchen showcases quartz countertops, stainless steel appliances, soft-close cabinetry, a double sink, and a breakfast bar that flows seamlessly into the main living area, creating a comfortable space for everyday living and entertaining. Sliding doors lead to a screened impact patio overlooking the pond and amenity center, providing a relaxing indoor-outdoor living space with direct access to community amenities. The first floor also includes a private bedroom with en-suite bathroom featuring quartz counters, dual sinks, and a tub/shower combination, along with a convenient powder bath and stackable laundry area. Upstairs offers two additional bedrooms with pond and amenity center views. The larger bedroom includes a spacious closet, ceiling fan, and en-suite bath with quartz counters and a tub/shower combination that also provides hallway access. Coral Cay Resort offers a wide range of amenities including a clubhouse with movie theater, fitness center, game room with pool table, and kitchen, along with a heated community pool, spa, kiddie pool, playgrounds, sand volleyball court, picnic areas with grills, and a scenic walking trail with exercise stations surrounding a lake with a lighted fountain. Additional highlights include a paver driveway and close proximity to the resort-style amenity center.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Jackie Isham (407-917-8954)

Remarks: MOVE-IN READY waterfront condo in the gated Villas del Sol community, perfectly situated in the heart of Central Florida real estate and just minutes from world-famous Orlando attractions. Step through the covered entry and into a bright, open living and dining area where neutral ceramic tile flooring and a large window frame relaxing water aviews, creating a calm everyday backdrop for work, rest, or play. The efficient kitchen is just off the main living space and features stainless steel appliances, plenty of cabinet storage, and a practical breakfast bar that keeps the cook connected to guests and conversation. Down the hall, the comfortable bedroom offers soft carpet underfoot, a ceiling fan, and a generous walk-in closet, giving you the storage and privacy you need whether this is your full-time Orlando relocation home or a lock-and-leave retreat. The full bathroom includes a tiled shower/tub combo and a clean, simple vanity, and the in-unit laundry room with washer and dryer keeps day-to-day living convenient and low maintenance.From the living room, step out to your private balcony and take in peaceful views over the community lake, with space for a small bistro set to enjoy morning coffee or unwind at the end of the day while overlooking the water and nearby palm trees. This Kissimmee property sits inside a gated community Orlando buyers appreciate for its amenities, including multiple pools, spa, fitness center, tennis courts, and a shaded playground, giving you resort-style options without leaving home. With a flexible leasing period as short as 1–7 days, this residence works well as a short-term rental investment or vacation base for those searching Near Disney homes or considering a Davenport vacation rental–style setup but wanting closer access to the parks and major roadways. Enjoy being near shopping, dining, and everyday services, with easy access to major highways that connect you quickly to Disney, Universal, and downtown Orlando homes for sale. Contact us today for a private tour or more details on this exceptional opportunity.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Simi Lakhani (407-408-7393)

Remarks: Well-maintained duplex offering nearly 3,000 total square feet (approximately 1,443 sq ft per side) with a brand-new roof, making it an excellent opportunity for both investors and owner-occupants. Each unit features 3 bedrooms and 2 bathrooms, a split floorplan, and an open kitchen-to-living room layout that creates a spacious and functional living environment. Both sides include private laundry areas, providing convenience and privacy for tenants. One unit also features a screened patio, perfect for relaxing outdoors. The property sits on a spacious lot with a shed in the backyard for additional storage. The duplex is currently occupied by great long-term tenants who take pride in the property and treat it like their own, offering immediate rental income and stability for the next owner. A rare opportunity to own a large, income-producing duplex with strong tenant history and thoughtful layouts designed for comfortable living.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: John Cunningham (407-801-4141)

Remarks: Luxury pool home less than 10 miles from Walt Disney World. Make this your new fulltime residence, or earn money on short-term vacation rentals. Top features include a heated pool and spa for year-round enjoyment, private water and conservation view from the pool deck/lanai, 4 full bathrooms with convenient bathroom access from the pool deck, single-story construction, all tile floors, modern open floor plan and split bedroom plan, and low HOA fee. Located within the high-demand Disney "Golden Triangle" resort area, this home is less than 15 minutes door-to-door to the Magic Kingdom and convenient to the extensive amenities right outside the Disney resort without the high resort fees at other properties. Five bedrooms and four bathrooms easily accommodate 10 people. The home works as a vacation rental or as a fulltime residence within easy reach of tens of thousands of Disney and tourism jobs.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Barbara Liston (407-739-7182)

Remarks: Prime POOL-FRONT Townhome... Turnkey, Fully Furnished 4-bedroom, 4.5-bath vacation home in the heart of Summerville Resort, perfectly positioned directly in front of the resort pool with serene pool views & next to the clubhouse and fitness center, an ideal setup for top-rated guest reviews and strong rental demand. This beautifully decorated residence features a spacious open-concept floor plan, seamlessly blending the kitchen, dining, and living areas—perfect for entertaining vacation guests or enjoying time with family. The kitchen is outfitted with modern appliances and stylish finishes throughout. Every detail has been thoughtfully curated, making this home move-in or rental ready. Enjoy Florida living at its best with a private patio, ideal for relaxing evenings and grilling out. Located minutes from theme parks, world-class attractions, shopping, and dining, this property offers exceptional convenience for owners and guests alike. Whether you’re seeking a high-performing short-term rental, long-term investment, or a personal vacation retreat, this pool-front townhome delivers location, lifestyle, and income potential. Opportunities like this are rare so schedule your private showing today.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Donna Calhoun (407-329-6253)

Remarks: Do not waste time to see this 3 bedroom 2 bath home, located in the lovely neighborhood of Renee Terrace. It is Close to the Loop shopping center, Turnpike, about 20 minutes to Orlando International Airport. Advent Health Hospital and ORMC are very close. It is located about 25 minutes to Walt Disney World and 30 minutes to Universal Studio and SeaWorld. The Roof is just 3 year old. It has new kitchen, ceiling fan, and the property is fully fenced. It has a huge back yard available for your needs. This home is ready for you to move in. Don't miss this opportunity.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Frisnel Senevil (407-272-3174)

Remarks: Seller is motivated and willing to provide a credit toward a new roof, offering a valuable opportunity for the buyer to complete improvements while securing ownership as we approach the busy spring market. Located within the gated community of Cumbrian Lakes, this fully furnished home offers flexibility for use as a primary residence, second home, or short-term rental (buyer to verify all rental restrictions, licensing, and HOA requirements). The community is known for its well-maintained streets, mature landscaping, tranquil ponds, and gated access. Upon arrival, the home welcomes you with attractive curb appeal, mature trees, and a private driveway setting. Inside, a bright foyer opens to an expansive great room filled with natural light from large windows and sliding glass doors. Tile and laminate flooring extend throughout the main living areas, providing durability and easy maintenance suited for Florida living and rental use. The open floor plan connects the great room, dining area, and kitchen—ideal for entertaining or accommodating guests. The centrally located kitchen features ample cabinetry, modern appliances, and a breakfast bar overlooking the living space. The adjacent dining area flows seamlessly to the lanai and pool area, offering private conservation views that enhance everyday living and guest appeal. Sliding glass doors lead to a screened lanai and private pool within a fully fenced backyard. Beyond the fence, a lush conservation buffer provides added privacy and a peaceful backdrop—perfect for outdoor relaxation. The primary suite offers a quiet retreat with a large walk-in closet and an en-suite bath featuring dual sinks, a soaking tub, and a separate shower. Three additional bedrooms are generously sized and adaptable for guest accommodations, home office space, or flexible living arrangements. Indoor laundry and ample storage contribute to the home’s functional layout. Recent improvements include a new air condenser (approximately 2 years old), hot water heater (approximately 1 month old), and pool pump (approximately 2 months old), reflecting ongoing maintenance and reduced near-term capital needs. Community amenities include walking paths, lakes, playground areas, and the added security of gated entry. Conveniently located near major highways, shopping, dining, golf courses, and world-famous Central Florida attractions—including Walt Disney World—this property presents a strong opportunity for homeowners and investors alike.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Simi Lakhani (407-408-7393)

Remarks: Short-term rental investment property in Storey Lake. It has an exceptional view of the pool and is located on the ground floor, which makes easy access with no elevator use required. This gated community defines luxury, comfort, and adventure. With its stunning design and outstanding amenities, Storey Lake is undoubtedly the ideal destination for a vacation. Stands out as one of Florida's most desirable destinations. With Florida's abundant sunshine, warm weather, and breathtaking scenery, it is perfectly suited for those seeking a vibrant lifestyle. The property's proximity to world-renowned attractions, such as Disney World, Universal Studios, and SeaWorld, makes it an unbeatable choice for families. Storey Lake features a wealth of amenities, including a spectacular resort-style pool, an exhilarating lazy river, a cutting-edge fitness center, and a welcoming clubhouse. There’s no shortage of options here—whether you want to relax by the pool, hit the golf course, or enjoy a family movie night, Storey Lake delivers everything you need for an extraordinary living experience.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Karina Cepeda (321-310-4649)

Remarks: LOCATION! LOCATION! Turnkey 4-Bed, 4-Bath Home in Windsor Hills Resort – Minutes from Disney! Step into this fully furnished, move-in ready home featuring 1,878 sq ft of open-concept living space. The spacious layout flows seamlessly from the bright living areas to a private screened-in pool and spa—perfect for relaxing or entertaining. The chef’s kitchen, plush bedrooms, and tile flooring throughout common areas provide both comfort and style. Recent upgrade includes new water heater (2025), and the roof will be replaced with an accepted offer, giving you peace of mind for years to come. Enjoy resort-style amenities just steps from your door: a clubhouse with movie theater, fitness center, sundry shop, and arcade game room; a water park with zero-entry pool, slides, and hot tub; plus, tennis, basketball, volleyball courts, putting green, and a playground. Whether you’re looking for a vacation home, short-term rental, or full-time residence, this property combines luxury, convenience, and value in one of Kissimmee’s most desirable communities. Schedule your private tour today!

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Valeria De Alvarenga Godofredo (689-276-3391)

Remarks: Turnkey 4BD/3BA townhome in The Cove at Storey Lake! Built in 2023 and sold fully furnished, this income-producing property is STR-approved and already set up for vacation rentals. Modern finishes, open layout, and private pool make it ideal for guests. Resort-style amenities include clubhouse, fitness center, lazy river, mini golf, and more. Prime location just minutes from Disney, shopping, and dining. Strong rental potential with proven demand in this community. Perfect for investors seeking immediate cash flow and long-term appreciation.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Amanda Paul, Pa (786-820-8948)

Remarks: Fully Furnished Turnkey Vacation Rental! This 5-bedroom, 4.5-bathroom vacation retreat is built for both relaxation and revenue—comfortably accommodating up to 16 guests and ready for immediate enjoyment or income potential! Ideally located just minutes from major theme parks, this property blends modern luxury with fun-filled amenities. On the main floor, you'll find a private king bedroom and full bathroom—perfect for multi-generational stays. The open-concept heart of the home features a stylish kitchen with granite countertops, stainless steel appliances, and a large island, flowing seamlessly into a bright, airy living room with views of the private heated pool. Step outside to a covered lanai and convenient outdoor half bath—ideal for entertaining. Upstairs, a spacious loft adds bonus living space, alongside four additional bedrooms and three full bathrooms. Two themed rooms—Frozen and Star Wars—feature custom murals and LED lighting, offering a magical experience for younger guests. Recent upgrades include fresh interior paint, a Nest thermostat, digital door locks, new lighting, plush carpeting, and high-end washer/dryer units. The detached garage provides flexible space for parking, storage, or a future game room or theater conversion. The HOA covers cable, internet, trash, lawn care, and access to resort-style amenities including a clubhouse, arcade,

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Scott Cohara (407-398-9554)

Remarks: A phenomenal vacation rental investment opportunity with great income potential! Discover this prime lot in the vibrant Windsor at Westside, perfectly nestled across from the clubhouse with stunning lake view. This impeccably maintained vacation home is fully furnished with upgraded furniture, including three lavish primary suites and fun themed bedrooms, perfect for large vacation groups. The home boasts newly upgraded luxury vinyl flooring in all bedrooms (NO carpet), sleek granite counter tops in the kitchen and bathrooms, premium stainless steel appliances, and stylish tiles. Dive into relaxation with a private screened pool, paver deck, and covered lanai, backing to a natural pond and conservation area. Energy-smart features like two high-efficiency AC units, LOW-E dual-pane windows, and modern appliances keep it eco-friendly and cost-effective. This guard-gated community dazzles with a 10,000-square-foot resort-style clubhouse with arcade game room, a sparkling heated pool and spa, a meandering lazy river, a thrilling mini water park, a cutting-edge fitness center, a lively tiki bar, and all sorts of sports fields. Landscaping, internet, cable, and daily valet garbage collection are included in the HOA fee. Just minutes from Walt Disney World, premier golf courses, vibrant shopping, the airport, and major attractions, this is your chance to own a slice of paradise for investment or 2nd home! Schedule your exclusive private tour today!

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Sherry Wang (484-744-4586)

Remarks: The perfect holiday home awaits you in this FULLY FURNISHED, beautifully appointed 4 bedroom/3 bath property in the secure, gated Paradise Palms resort. Just a short drive to Disney and in a community with a wide array of impressive amenities, you will want to own this property as either a vacation home or as a rental income opportunity. Layout features common living space on the ground floor along with one bedroom suite and remaining bedrooms & baths upstairs. The living room, dining room and kitchen reflect contemporary design trends and are open and spacious - designed to be great gathering spaces. Kitchen boasts granite counters, oversized breakfast/snack bar, and stainless major appliances. Spacious living room provides a great spot for relaxing after a day at the theme parks. Dining area has French door access to the pool deck. Master suite is upstairs and features an ensuite bath. All baths have granite counter vanities, and all bedrooms have TVs. Having a private (heated) pool means extra hours of fun at the property. The poolside is equipped for outdoor dining and relaxing, either under cover or out soaking up some rays. And for days when you want to skip the theme parks, there’s the impressive amenity center with a resort style pool/spa. You’ll be impressed with pool’s special features like beach entry, waterfall, splash pond & waterslide for the younger set, cabanas, and outdoor café. There’s also beach volleyball, a playground, fitness center, tennis, basketball, convenience store, sauna and more! Excellent location – 2 miles to Publix, where you can stock up on your groceries, and only about 7 miles to Disney property. Come see all that makes this home and Paradise Palms so special!

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Christopher Bessette (407-292-5400)

Remarks: Under contract-accepting backup offers. Short Sale. Charming 3-Bedroom Townhome – Ideal for Investment or Primary Residence. No Carpet. This spacious 3-bedroom, 2.5-bathroom townhome presents a fantastic opportunity for homeowners and investors alike. Located in a desirable community, this property offers a functional layout with an open-concept living and dining area, a well-appointed kitchen, and generously sized bedrooms. Perfect for both long-term and short-term rentals. Enjoy the resort-style amenities, including a pool, gym, and playground. Enjoy convenient access to local amenities, shopping, dining, and major highways.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Jorge Martinez, Jr (407-513-2366)

Remarks: Inspired by sophistication and luxury this resort style townhome located in Magic Village is synonymous with elegance, modernity, and quality. This stunning 3 bedroom, 3.5 bath home features a gourmet kitchen with Samsung stainless steel appliances, granite counter tops and all wood cabinetry. This contemporary home features soaring floor to ceiling windows in the large family room with an electric fireplace. Just outside the family room is a nice covered patio with an outdoor summer kitchen and the outdoor dining area. Upstairs are the 3 spacious bedrooms each with their own private A large master retreat that features a separate seating area. The spa like master bathroom has a large shower and dual vanity. The house is fully furnished with a high end decoration designed by a famous Brazilian interior designer. Magic Village is a unique project that perfectly unites sophistication in design and excellence in Hospitality, offering a fantastic opportunity for investors who seek comfort, style and exclusivity in a vacation resort in Orlando. Magic Village provides full support in all stages, from the purchase of your vacation home all the way through its rental offering of five star hotel services.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Marcelo Guimaraes Junqueira (407-748-9796)

Remarks: Under contract-accepting backup offers. Fully remodeled and move-in ready! This beautiful 4 bedroom, 3 bathroom home features a private mother-in-law suite — perfect for extended family, guests, or rental income. The home has been completely updated with brand-new quartz countertops, modern shaker cabinets, and fully renovated bathrooms throughout, offering a fresh and contemporary feel. Enjoy an open and functional layout with stylish finishes, upgraded kitchen, and spacious living areas designed for comfort and convenience. The separate in-law suite provides flexibility and privacy, making this property ideal for multi-generational living or investment opportunities. Conveniently located near major highways, shopping, dining, and just a short drive to world-famous theme parks, Orlando International Airport, and top Central Florida attractions. Don’t miss this beautifully upgraded home in a prime Kissimmee location — schedule your showing today!

Listing is courtesy of: VITA LUXURY REALTY LLC (813-412-9468)

Listing Agent: Annay Hernandez (727-777-4222)

Remarks: Under contract-accepting backup offers. Welcome to 2331 W Oak St in the heart of Kissimmee! This charming 3-bedroom, 1-bath home plus a separate 1/1 unit offers fantastic flexibility—perfect for extended family, guests, or potential rental income. Enjoy peace of mind with impact windows, a 2020 roof, and a whole-home water softener. The updated kitchen features modern finishes and a bright, functional layout. Outside, the property boasts a spacious backyard and covered areas ideal for gatherings, cookouts, and outdoor entertainment. Located just minutes from world-famous Disney parks, major roads, shopping, dining, and all that Central Florida has. Don’t miss this versatile and move-in ready opportunity!

Listing is courtesy of: VITA LUXURY REALTY LLC (813-412-9468)

Listing Agent: Annay Hernandez (727-777-4222)