Kissimmee Homes For Sale & Real Estate - 3396 homes

Remarks: Excellent investment opportunity. Located in the exclusive gated community of Compass Bay, one of the few communities in Kissimmee that permits short-term rentals (Airbnb/VRBO). The property is currently tenant-occupied, providing immediate rental income from day one. This well-maintained residence features 3 bedrooms, 2.5 bathrooms, and 1,882 square feet of living space, along with high-quality upgrades, including Luxury Vinyl Plank (LVP) flooring throughout with no carpet. The garage has been professionally converted into a fourth bedroom, complete with its own independent air-conditioning unit and upgraded flooring, offering a versatile space that can be used as a bedroom, home office, gym, or game room, while still retaining the option to function as a garage. Its prime location makes this property an outstanding investment, situated approximately 7–10 minutes from Walt Disney World, 15 minutes from SeaWorld Orlando, 18–22 minutes from Universal Orlando Resort, 8 minutes from The Loop Shopping Center, and 20–25 minutes from Orlando International Airport (MCO). It also offers convenient access to US-192, Osceola Parkway, and SR-417, providing easy connectivity to Central Florida's major attractions, shopping, dining, and entertainment. An ideal opportunity for investors seeking immediate cash flow, a property in a high-demand location for both tourists and residents, and the flexibility to continue as a long-term rental or potentially transition to the vacation rental market in the future, subject to community regulations and the terms of the existing lease

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Marjorie Mojica Paz (407-272-0179)

Remarks: Located in the gated community of Cumbrian Lakes, close to shops restaurants and all Central Florida attractions, this house is in exceptional condition and has only been used exclusively as a vacation home by its owners from new. Upon entering through the double front doors, you'll be greeted by a bright and airy open-plan design, perfectly complemented by the TWO expansive patio doors that lead out to a spacious pool and deck with spa and pool bath, boasting one of the community's most coveted views. The split-bedroom layout provides added privacy; the generous master bedroom with pool access features an en-suite with dual vanities, a soaking tub and separate shower along with a walk in closet. Three additional bedrooms provide plenty of space for family, guests, or a home office. Recent upgrades include a new roof (October 2022), resurfaced pool, complete re-screen and deck painted (2023), as well as the replacement of the refrigerator and dishwasher within the last two years. The property also features a remote 5.1 surround sound system, extending onto the pool deck. Offered fully furnished, this turn-key property is ideal for short-term rental investment opportunities or as a luxurious retreat to call home. Don't miss this incredible opportunity and schedule your showing today.

Listing is courtesy of: SOUTH ORANGE PROPERTY & REAL ESTATE SERVICES INC (407-851-7002)

Listing Agent: Deborah Mansell (407-668-7918)

Remarks: Under contract-accepting backup offers. Property to be sold AS-Is only. Owner motivated.

Listing is courtesy of: KELLY RIGHT REAL ESTATE (813-321-2282)

Listing Agent: Mara Rodriguez (407-556-4315)

Remarks: Welcome to your perfect Florida retreat! This attractively priced, two-bedroom, two-bathroom corner-unit condominium offers exceptional value and flexibility in a beautifully maintained gated community. Whether you're searching for a primary residence, a vacation getaway, or an investment opportunity, this property checks all the boxes. The community allows both short-term and long-term rentals, making it ideal for homeowners and investors alike. Step inside and discover a comfortable, inviting space designed to feel like a true home away from home. The desirable corner-unit location provides added privacy, abundant natural light, and a spacious feel throughout. For added convenience, the existing furnishings are negotiable, offering the potential for a seamless move-in or turnkey rental opportunity. Beyond your front door, you'll enjoy an impressive selection of community amenities, including a clubhouse, tennis courts, a sparkling community pool, and additional recreational features for residents and guests to enjoy. From the moment you enter this charming gated community, you'll be pleasantly surprised by its welcoming atmosphere, attractive surroundings, and resort-style appeal. Conveniently located near shopping, dining, golf courses, and Central Florida attractions, this condo offers the perfect combination of comfort, convenience, and investment potential. Don't miss this opportunity to own an affordable piece of paradise in one of Kissimmee's hidden gems. Schedule your private showing today and experience all that this wonderful community has to show!

Listing is courtesy of: CENTURY 21 ALL HOMES & PROPERT (407-343-1300)

Listing Agent: Kish Munjal (407-922-2100)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully FULLY FURNISHED 5-bedroom, 4 full bathroom, and 1 half bathroom townhouse located in the highly sought-after SOLARA RESORT. Designed with both comfort and style in mind, this spacious home features an open floor plan with a modern kitchen complete with a large island, stainless steel appliances, and seamless flow into the living and dining areas—perfect for entertaining. One of the most unique and desirable features of this property is its UNBEATABLE LOCATION DIRECTLY NEXT TO THE CLUB HOUSE—just steps away and significantly closer than most other units in the community, offering unmatched convenience for you and your guests. This highly desirable proximity is a major advantage for guest convenience and booking appeal, giving vacationers quick and easy access to all resort amenities without the need to drive or walk long distances—making it an exceptional choice for maximizing short-term rental demand and occupancy. The home is filled with natural light thanks to large sliding glass doors that lead to your PRIAVTE HEATED POOL, enclosed within a screened lanai for year-round enjoyment. The first-floor primary suite provides privacy and convenience, while upstairs you'll find a versatile loft area ideal for relaxation or additional entertainment space. Each bedroom is thoughtfully designed, including a fun and immersive Harry Potter–themed room and a charming Mickey Mouse–themed room, making this home especially appealing for vacation guests. The remaining bedrooms are tastefully and elegantly decorated, and the property is being sold fully furnished and turnkey. Located just minutes from Walt Disney World and other world-famous attractions, Solara Resort is a guard-gated, resort-style community offering exceptional amenities, including a grand clubhouse with a resort-style pool, FlowRider® SURF SIMULATOR, splash park, fitness center, poolside bar, retail options, and recreational courts for volleyball and basketball. With strong rental history and high occupancy potential, this property presents an outstanding opportunity for short-term rental investors or those seeking a vacation home with excellent income potential. Don’t miss your chance to own a prime-location property in one of Central Florida’s premier resort communities.

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

Listing Agent: Hector Leon (407-227-4568)

Remarks: *NEW ROOF INSTALLED*Great location with convenient access to the Florida Turnpike, SR-417, and major roadways, and approximately 20 minutes from Disney and other popular attractions — all with NO HOA. This 3-bedroom, 2-bath home offers an open-concept living area plus an all-weather Florida room for flexible extra space. One bedroom features a private entrance and bathroom, ideal for guests or extended living arrangements. Enjoy a large fenced backyard with plenty of room for RV or boat parking. Major updates within the past two years include windows, HVAC system, ductwork, and plumbing. Move-in ready and seller motivated — a great opportunity in a highly convenient area.

Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)

Listing Agent: Neerupa Sahai (352-978-9165)

Remarks: Under contract-accepting backup offers. Turnkey, fully furnished 3-bedroom, 2.5-bathroom end-unit townhome in the gated Regal Oaks Resort community just minutes from Disney. This two-story property features an open-concept living and dining area on the first floor, with all bedrooms located upstairs. Tile and laminate flooring run throughout the entire home. The spacious primary suite offers a private ensuite bathroom and balcony. Enjoy relaxing water views from the screened private lanai. Regal Oaks offers resort-style amenities including a large community pool, water slide, clubhouse, game room, restaurant, and tiki bar. Conveniently located near Walt Disney World, major attractions, shopping, dining, and within walk distance to the popular Old Town entertainment district. Zoned for both short-term and long-term rentals, making it an excellent vacation home, income-producing investment property, or primary residence. Some furniture may have been updated. Room measurements are approximate. The buyer or buyer agent are responsible to verify dimensions, measurements, and Contact HOA to verify HOA fees, restrictions, access and all other information. The home is currently under contract but accept backup offer.

Listing is courtesy of: CORNERSTONE INTERNATIONAL PROPERTY GROUP LLC (407-334-7497)

Listing Agent: Helen Lei (407-371-1225)

Remarks: Under contract-accepting backup offers. Fully renovated 2-bedroom, 2-bathroom investment opportunity in the heart of Kissimmee with short-term rentals and Airbnb allowed. Prime location offering immediate income potential for investors, second-home buyers, or owner occupants seeking flexibility. This move-in-ready property features a brand new 2025 roof, updated flooring, a fully remodeled white designer kitchen with granite countertops, accent walls, contemporary lighting throughout the entire property, and beautifully updated bathrooms including a modern walk-in shower. Enjoy the enclosed screened porch along with a privately fenced and freshly paved backyard area, creating the perfect space for relaxing or entertaining guests. For those who choose to participate in the optional HOA, enjoy community amenities including a resort-style pool, tennis courts, basketball courts, and a playground. Conveniently located near Walt Disney World, SeaWorld, Universal Studios, ICON Park, the Orange County Convention Center, premium outlets, restaurants, shopping, and major highways, this prime location supports strong rental demand and long-term value. Whether you are expanding your investment portfolio or searching for a turnkey Florida vacation property near Orlando’s top attractions, this home checks all the boxes.

Listing is courtesy of: RE/MAX DOWNTOWN (407-770-2050)

Listing Agent: Jessie Nemeh (407-739-3661)

Remarks: Welcome to this beautifully renovated first-floor condo located in the desirable gated community of Kissimmee! This move-in ready unit features brand-new flooring throughout, fresh modern paint, and a bright open layout perfect for comfortable Florida living. Enjoy the convenience of a first-floor location with a private patio ideal for relaxing mornings or entertaining guests. The community offers a secure gated entrance and a great location close to shopping, dining, major highways, attractions, and everything Central Florida has to offer. Whether you are looking for a primary residence, vacation home, or investment opportunity, this condo is ready for its new family to call it home!

Listing is courtesy of: REAL ESTATE COMPASS, LLC (407-402-0232)

Listing Agent: Marilia Neri (407-952-7551)

Remarks: Under contract-accepting backup offers. Exquisite Lakefront Luxury Estate in Formosa Gardens on Star Lake Welcome to an extraordinary, turnkey Mediterranean estate perfectly positioned on the shores of Star Lake in the Formosa Gardens community. Just minutes from Walt Disney World, Universal Studios Florida, and SeaWorld Orlando, this remarkable residence offers the ultimate blend of luxury, comfort, and convenience. This custom-built, high performance vacation rental has been the center showcase for many stunning weddings and corporate retreats, is lavishly furnished home features 9 spacious bedrooms and 10 bathrooms, each bedroom designed as a private suite with its own beautifully appointed bath. From the moment you enter, you are greeted by a grand staircase and elegant architectural details that set the tone for this impressive estate—perfectly suited for luxury living, corporate retreats, or large family gatherings. At the heart of the home is a chef-inspired gourmet kitchen complete with a gas stove, granite countertops, and custom cabinetry, seamlessly flowing into expansive living and entertaining spaces. The home is thoughtfully equipped with high-end amenities including a baby grand piano, upgraded smart TVs, a private fitness area, arcade game, slate pool table, projection theater setup, and a dedicated wine room. Step outside to your private resort-style oasis where an infinity-edge pool appears to merge into the tranquil waters of Star Lake. The screened lanai and second-floor deck provide breathtaking, unobstructed views—perfect for enjoying Florida sunsets and even Disney fireworks in the distance. Outdoor living is elevated with a fully equipped summer kitchen, gas grill, bar area, and lounge spaces designed for entertaining day or night. With its unmatched location, exceptional design, and extensive amenities, this one-of-a-kind lakefront estate offers a rare opportunity to own a true Central Florida luxury retreat. Experience it in person—this is a home that must be seen to be fully appreciated

Listing is courtesy of: FLORIDA IN MOTION REALTY INC (407-947-2757)

Listing Agent: Eugene Petriella (321-299-8766)

Remarks: Welcome to this well-maintained Eastham II floor plan located in the gated community of Storey Lake. This 4-bedroom residence offers a functional split-bedroom layout with spacious living areas and multiple full bathrooms designed for privacy and convenience. The main living area features an open-concept kitchen, dining, and living room combination with abundant natural light. The kitchen includes professionally painted cabinetry with soft-close upgrades, stainless steel appliances, a custom pantry, granite countertops, and a large quartz center island with seating for up to 4 individuals. The adjacent dining area offers flexible use as a formal dining space, home office, or additional living area. The primary suite is privately positioned toward the rear of the home and features luxury vinyl flooring, a tray ceiling, walk-in closet, and an en-suite bathroom with dual vanities, garden tub, and separate walk-in shower. A secondary access point to the laundry room adds practical functionality. Outdoor features include a covered patio area overlooking a fenced backyard with no rear neighbors. The extended brick paver patio includes a motorized retractable awning and vertical screen, providing additional usable outdoor living space. Please note, there is no screened patio/enclosure. Additional features include a 2-car garage with ceiling-mounted storage, whole-house water filtration system, and HVAC updates, with the interior unit replaced in 2023 and exterior unit replaced in 2020. Storey Lake offers gated access and community amenities including a pool, fitness center, parks, and recreational areas. The property is conveniently located near major highways, shopping, dining, and Central Florida attractions.

Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)

Listing Agent: Jose Santana Feliciano (407-760-9090)

Remarks: Welcome to 1229 Bermuda Lakes Lane, Unit 208, a spacious 2-bedroom, 2-bathroom condominium offering 1,103 square feet of comfortable living in the highly desirable Gables at Lakeside community. Whether you're searching for your first home, a seasonal retreat, or an excellent investment opportunity, this property offers the perfect combination of comfort, convenience, and value. Step inside to discover a bright, open floor plan with generous living and dining spaces designed for both everyday living and entertaining. The split-bedroom layout provides added privacy, while the spacious primary suite features its own private bathroom and ample closet space. A private balcony offers the perfect place to enjoy your morning coffee or unwind after a long day. Residents of The Gables at Lakeside enjoy an impressive selection of resort-style amenities, including a community pool, fitness center, clubhouse, tennis courts, basketball court, playground, walking paths, picnic and grilling areas, and beautifully maintained grounds. Ideally located in the heart of Kissimmee, you'll be just minutes from The Loop shopping district, restaurants, entertainment, major highways, Orlando International Airport, and Central Florida's world-famous attractions. Whether you're looking for a place to call home or a property with excellent rental potential, this condo checks all the boxes. Don't miss your opportunity to own in one of Kissimmee's most sought-after condominium communities—schedule your private showing today!

Listing is courtesy of: FLORIDA REAL ESTATE CENTER LLC (352-241-7000)

Listing Agent: Dj Wilson, Jr. (352-241-7000)

Remarks: Welcome to the Caladesi floor plan in the beautiful community of Poinciana, just minutes from the Orlando area This single-story home offers the perfect mix of modern style and everyday comfort with an open-concept layout that’s ideal for entertaining and relaxing. The kitchen is truly the heart of the home, featuring a stunning granite island, 36” upper cabinets with crown molding, brushed nickel hardware, USB outlets, and a full set of stainless steel Whirlpool appliances all included. The split-bedroom design gives you the privacy you need, with a spacious master suite that includes a large walk-in closet and private bathroom. Plus, you have two additional bedrooms and a second full bathroom, perfect for family, guests, or even a home office You’ll also love the added value with a landscaped front yard, WiFi-enabled garage door opener, and a spacious two-car garage. This home is move-in ready and comes with a structural warranty for peace of mind. Living in Poinciana means enjoying amazing amenities like a pool, sports courts, dog park, playground, and scenic walking trails With low to no down payment options, builder will assist closing costs, this is an incredible opportunity you don’t want to miss. Schedule your private tour today!

Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)

Listing Agent: Kennia Lozada Rivera (407-259-9096)

Remarks: Welcome to resort-style living in the highly sought-after gated community of Emerald Island Resort! This beautifully maintained fully furnished, move in ready townhome offers just under 1,300 square feet of comfortable living space with an open floor concept perfect for entertaining and everyday living. Just minutes from Disney, world-famous attractions, shopping, dining, and entertainment, this property is ideal as a vacation home, investment property, short-term rental, or personal residence. Enjoy spacious living and dining areas, a functional kitchen layout, and comfortable bedrooms designed for relaxation after a day at the parks. Emerald Island Resort offers incredible amenities including a clubhouse, community pool, fitness center, walking trails, and more, creating the ultimate Central Florida lifestyle experience. whether you're looking to expand your investment portfolio or find your own piece of paradise near Disney, this townhome is a must-see!

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Erica Diaz (407-897-5400)

Remarks: Welcome to your dream Florida oasis at 2648 DAULBY ST, nestled in the highly sought-after, guard-gated Windsor Hills Resort. This fully furnished 6-bedroom, 3.5-bathroom home offers the ultimate turnkey opportunity, making it a perfect fit as a high-yield investment property, an unforgettable vacation home, or a spacious primary residence. Move-in ready and meticulously updated, the property features a new roof, new flooring, a new water heater, and stunning new countertops throughout. Step out back to your private, screened-in oasis with a pristine pool and spa, or head inside to the converted garage-turned-game room for endless indoor entertainment. Beyond the front door, owners and guests have access to Windsor Hills’ world-class, five-star amenities, including a massive double-waterslide water park, a zero-entry lagoon pool, a 10,000 sq. ft. clubhouse with an HD movie theater, a state-of-the-art fitness center, a marketplace/grill, and lighted tennis, basketball, and sand volleyball courts. Location is everything, and this property delivers, sitting just minutes from Walt Disney World and Central Florida’s premier dining, shopping, and major entertainment attractions. Whether you are looking to maximize short-term rental revenue or enjoy the resort lifestyle every day, this exceptional property is an opportunity you don’t want to miss.

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

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

Remarks: Welcome to resort-style living at its finest! Nestled in the highly sought-after, guard-gated community of Villas at Seven Dwarfs Lane, this fully furnished 4-bedroom, 3-bathroom condo is located in Building 16 (2611 GALA RD N APT 108). Offering a spacious, beautifully appointed layout, this property is perfectly designed to serve as a dreamy primary residence or a lucrative short-term rental investment. The community itself boasts a wealth of premium amenities, including a massive heated resort pool with a sun deck and hot tub, a lively poolside Tiki bar, a children’s splash pad and playground, a state-of-the-art fitness center, a game room with a video arcade, and lighted courts for tennis, basketball, and sand volleyball. Location is everything, and this condo positions you just minutes from the magic of Walt Disney World and other premier Central Florida attractions. Residents and guests will love the unmatched convenience to world-class dining, endless shopping options, major highways, and entertainment hotspots. Whether you are a home buyer searching for a vibrant, low-maintenance lifestyle or an investor looking to capitalize on Orlando's booming tourism market with a property zoned for short-term rental

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

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

Remarks: Under contract-accepting backup offers. NEW ROOF - Welcome to your Florida dream retreat located in the guard-gated Terra Verde Resort. This fully furnished, turnkey 7-bedroom, 4.5-bath pool home offers 2,834 square feet of well-designed living space and is ideal for personal use, short-term rental income, or both. Positioned on a rare oversized lot with no rear neighbors, the home backs to peaceful conservation, creating a private setting that immediately feels calm and inviting. Inside, the open-concept layout is bright and spacious, designed for effortless entertaining. The updated kitchen features quartz countertops, a center island, and an oversized breakfast bar, making it the natural hub of the home. The first floor features a single en-suite bedroom, ideal for guests who prefer privacy and convenience. Upstairs, you will find six additional bedrooms, including one en-suite, offering excellent flexibility for large families or rental groups while maintaining comfort and flow throughout the home. Step outside to your screened, heated in-ground pool and take in the serene conservation views, perfect for relaxing mornings and laid-back evenings. The home includes a new roof, multiple living and dining areas, and is truly a move-in ready, fully furnished opportunity. Terra Verde Resort offers an exceptional lineup of amenities, including a resort-style pool with tiki bar, clubhouse, fitness center, spa, movie theater, arcade, sports courts, and mini golf. The HOA covers internet, cable, lawn care, and full access to resort amenities. Ideally located just minutes from Disney, Highway 192, Celebration, and major attractions, and zoned for short-term rentals, this home delivers a rare combination of lifestyle, location, and income potential. Opportunities like this do not come along often. Schedule your private showing today and experience firsthand why this home stands out from the moment you arrive.

Listing is courtesy of: ZOOM REALTY GROUP LLC (321-610-8899)

Listing Agent: Dany Vallee (954-639-6666)

Remarks: Welcome to paradise! Nestled in the highly sought-after, 24-hour gated resort community of Villas at Seven Dwarfs Lane, this ground-floor, fully furnished, 3-bedroom, 2-bathroom condo (4560 Yellowgold Rd E, Apt 103) is located in Building 27. Perfect as a primary residence, a vacation getaway, or a lucrative investment property, this versatile home offers a bright, open floor plan and effortless low-maintenance living. Residents and guests alike will enjoy access to a spectacular lineup of resort-style amenities, including a massive heated swimming pool with a tiki bar, a relaxing hot tub, a children's splash pad and playground, a state-of-the-art fitness center, a clubhouse game room with a video arcade, a catch-and-release fishing pier, and multiple sports courts for tennis, basketball, and sand volleyball. Location is everything, and this property delivers unparalleled convenience. Situated just minutes from Central Florida’s world-renowned theme parks—including Walt Disney World, Universal Studios, and SeaWorld—you are truly in the heart of the magic. Beyond the attractions, the community sits just off Highway 192, putting a vibrant array of dining, premier outlet shopping, supermarkets, and entertainment right at your fingertips. For investors looking for an income-generating short-term rental property, or homebuyers seeking an active, resort-style lifestyle, this turn-key condo is an opportunity you don't want to miss!

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

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

Remarks: Welcome to a one-of-a-kind vacation retreat in the heart of Storey Lake Resort, located less than 5 miles from the gates of Disney. This Turnkey property averages over $100,000 in gross annual income. Professionally decorated 6-bedroom pool home combines luxury style with unforgettable themed entertainment, featuring immersive Star Wars, Toy Story, Disney, and Avatar-inspired rooms designed to create an incredible guest experience. Beautifully updated with modern furnishings, custom accent walls, designer lighting, and high-end décor, this home shows like a model and has been meticulously maintained in pristine condition. The spacious open-concept layout, incredible themed game room, and private screened pool make it perfect for entertaining families and large groups. Completely turnkey and rental-ready, this property allows the next owner to skip the expense and hassle of furnishing or updating anything. Storey Lake Resort offers top-tier amenities including resort pools, lazy river, water slides, splash pad, tiki bar, mini golf, fitness center, sports courts, and clubhouse entertainment — making this the perfect luxury vacation home or high-performing short-term rental investment.

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

Listing Agent: Brad Rogers (407-617-6757)

Remarks: Discover the perfect blend of resort-style luxury and incredible investment potential at 2714 Bushman Dr, a stunning 4-bedroom, 3.5-bathroom townhome nestled in the highly sought-after gated community of Regal Oaks. Designed with the modern vacationer and savvy investor in mind, this spacious property features a lovely patio area—ideal for unwinding and soaking up the beautiful Florida sunshine after a thrilling day at the parks. Whether you are looking for a high-performing short-term rental asset or a personal sun-drenched second home, this property is primed to deliver an effortless, turnkey lifestyle. Beyond the doorstep, you and your guests will have full access to the premium amenities that make Regal Oaks a premier vacation destination. The vibrant community clubhouse serves as the hub for entertainment, boasting a fitness center, on-site dining at the restaurant and bar, a convenience market, and a spectacular resort-style pool complex complete with dual waterslides, zero-entry access, and a poolside bar. Location is everything, and this townhome shines just minutes from world-class Central Florida attractions like Walt Disney World®, Universal Orlando Resort™, and the historic Old Town entertainment district. Surrounded by top-tier dining, endless shopping options, and local championship golf courses, this property is an unbeatable real estate opportunity in the heart of Florida's booming tourism corridor.

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

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