Kissimmee Homes For Sale & Real Estate - 2502 homes

Remarks: Come take a look at this well maintained townhouse near "The Loop" This 2 story townhouse features three bedrooms and two and a half Bathroom which offers 1747 square feet of living space. The kitchen is equipped with 42" cabinets and stainless steel appliances. First floor has ceramic tiles throughout. All bedrooms are upstairs, the master bathroom offers a walk-in shower and double sinks. All bedrooms have carpet and the laundry is on the second floor. This home is located in Cypress Ridge Community at the north of Kissimmee, the community features resort style swimming pool, playground, cabana and walking trail. The Location is very convenient. Easy access to SR417 and Turnpike. Walt Disney World is just a short drive away, " the Loop" Shopping and Entertainment Complex is just 2 miles north and the Orlando International Airport is just 20 minutes away.

Listing is courtesy of: HONEST REAL ESTATE COMPANY (407-417-1314)

Listing Agent: Kevin Song (407-234-8430)

Remarks: One or more photo(s) has been virtually staged. NEW 40k Roof Just installed 4-16-26, This home sits on a Premium lot in the prestigious gated Kissimmee Bay Country Club Golf Course. Features 3 killer private views over looking EAST LAKE TOHO to the right, the 16th tee box & fairway to the left, with direct private wooded green space directly behind. This custom built home features 3376 sq. ft. and highlights a perfect second floor in-law quarters with full bath, game room, or your 5th bedroom for a young adult for some extra privacy. A perfect split bedroom planned home, formal dinning room ,living room and a large family room that opens up with family room / kitchen entertaining in mind. The custom designed kitchen has been updated with newer cabinetry, pull out shelves, granite counters & peninsula island for extra bar stool seating. The primary suite leaves you in awe, large enough for a sitting area, crown moldings, his and hers closets, both his and hers granite vanities, and a large walk in tiled shower. This home has 12 ft. ceilings which makes it look and feel even larger, 5.5 inch base boards and custom built tray ceilings with lights in the living and dining room. Split HVAC systems and 2 water heaters for conserving your air and hot water when not using a particular part of the home. A rare longer brick paver drive way, with side entry 3 car extended garage for your cars and toys. A smart buy home at this offered 177 a sq. ft. price leaves plenty of dollars for remodeling, updates that you desire, and still in line with other homes in the community. Live your best life here at Kissimmee Bay County Club, this resort style community features private dry dock boat storage, with private boat launch into EAST LAKE TOHO. Clay tennis courts, gated entry, a a semi private professionally designed golf course by Lloyd Clifton designed course, a top golf designer in the world. You can belong or pay as you play. Take your golf cart to the club house for cocktails and meet the neighbors, or have dinner specials offered for the community in the restaurant. If you have an RV - not to worry, KB has storage for that as well. Besides all the amenities offered ,The HOA also includes wireless internet and cable included in your HOA. You can take your boat with family skiing on the lake, then pull up after a day of fun & dock it at the St. Cloud water front marina for lunch or dinner. If you enjoy mingling , this community is Special, with events at times throughout the year for the neighbors and holiday parties as well in the club house, or at the community park building for outside parties. Call with questions, Im always here to help. You will love living here.

Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)

Listing Agent: William Sirigas (407-973-0329)

Remarks: Experience the ultimate turnkey investment or vacation getaway with this stunning, fully furnished 2-bedroom, 1-bathroom condo located on the top floor of building 18 in the highly sought-after Legacy Dunes resort. This unit has been meticulously renovated to meet the highest standards, featuring luxury vinyl flooring throughout and a modern kitchen boasting new cabinets, quartz countertops, ceramic floor tiles and backsplash, and kitchen lights were upgraded to pot lights. The property features new appliances including a stove, fridge, microwave, and dishwasher, complemented by a fully redesigned bathroom featuring a new bathtub, anti-fog vanity mirror, and sleek ceramic surrounds. With premium furniture from Rooms To Go, Samsung Smart TVs (50" in bedrooms, 55" in living room), and a rare dual-storage setup (including a newly added lockable maid’s closet plus the exterior owner's closet), this home is perfectly optimized for short-term rental success. Beyond the front door, relax on your private screened-in patio with a peaceful forest view, far from the hustle and bustle. Legacy Dunes offers world-class amenities including a sparkling resort-style pool, fitness center, clubhouse, and sports courts, all while being just minutes from Disney World, Universal Studios, premier dining, and shopping. To ensure your success, the sellers are offering a unique "soft transition" package, including 3-6 months of co-hosting and specialized training on a pricing structure designed to outperform standard property managers. Whether you are looking for a personal tropical retreat or a high-performing asset, this condo is a rare find in the heart of Central Florida.

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

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

Remarks: Step into your own private retreat featuring a sparkling private pool, ideal for relaxing days in the sun or entertaining guests year-round. Located just minutes from Disney, world-class attractions, and premier golf courses, this home sits in one of the most desirable and in-demand areas for both homeowners and vacation renters alike. This property is being sold fully furnished and completely move-in ready—thoughtfully designed and equipped to immediately start generating income or provide effortless enjoyment from day one. Even better, with active vacation rental bookings on the calendar, offering a seamless transition for the next owner. No setup. No downtime. Just turn the key and start earning revenue—or start relaxing. Opportunities like this are rare: a turnkey investment property and personal retreat all in one.

Listing is courtesy of: ALIGN REAL ESTATE LLC (305-389-2922)

Listing Agent: Aarohi Shah (407-399-6496)

Remarks: Experience the perfect blend of luxury, convenience, and investment potential at 2841 Oakwater Drive. This fully furnished 3-bedroom, 2-bathroom condo is nestled within the highly desirable, gated Oakwater community. Step inside to find a beautifully appointed living space defined by modern updates. The heart of the home features a full kitchen renovation from 2022, boasting new cabinets, countertops, and appliances. This attention to detail extends to both bathrooms, which were also completely revitalized in 2022 with new floor and wall tiling, fresh fixtures, and updated bathing enclosures. Beyond the main living areas, you will find a gaming area in the converted garage. The true highlight, however, is the tranquil escape provided by your screened-in balcony overlooking a picturesque water view—the ideal spot for relaxation. As an owner here, you or your guests will enjoy resort-style amenities including a swimming pool, hot tub, a clubhouse with a fitness center and game room, as well as tennis, basketball, and beach volleyball courts. Whether you're seeking a lucrative vacation rental investment, a stress-free primary home, or a convenient seasonal retreat, this location is unbeatable. The Oakwater community is mere minutes from Central Florida's world-famous theme parks like Walt Disney World, Universal Orlando Resort, and SeaWorld. Plus, you’ll have easy access to premier dining, vast shopping centers, and all the entertainment the Orlando area has to offer. Don't miss this opportunity to own a piece of the Florida dream!

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

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

Remarks: Under contract-accepting backup offers. Welcome to 407 Eagle Drive, where Florida living meets smart efficiency. This beautifully maintained home features a private swimming pool and fully paid-off solar panels, delivering comfort, style, and long-term energy savings from day one. Step outside to your screened pool and lanai, perfect for weekend gatherings, relaxing evenings, or soaking up the Florida sunshine year-round. Inside, the home offers a functional layout filled with natural light, ideal for both everyday living and entertaining. The paid-in-full solar system is a major value add—significantly reducing monthly utility costs while offering eco-friendly living without ongoing payments or leases. Roof will be replaced prior to closing

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Angel Ayala (407-443-3026)

Remarks: Expansive Luxury Home 5/4 with golf course views and inground pool and hot tub with Private In-Law Suite and 1/1 above the 3 car garage Welcome to an architectural gem at 2120 Bunker View Ct, where luxurious living meets exceptional investment opportunity. This sprawling 5-bedroom, 4.5-bathroom estate in Kissimmee, FL, brings an unparalleled lifestyle with stunning golf course and water views. Key Property Features: Luxurious Main Residence: Enjoy an open-concept floor plan, high coffered ceilings, a main-floor master suite, and custom details throughout the approximately 4,580 sq. ft. of living space. tile floors, Split floorplan with multiple sitting area and an architectural dream with columns and coffered ceilings, a laundry room, tile floors, new interior paint, new fans, open concept living, a breakfast nook, 2 pantries, double ovens, new Appliances, Nest Thermostat, new water heater, new salt water cell for the pool, etc. ( This is a well cared for home) ROOF is only 3 yrs old Breathtaking Views: The home is situated on a cul-de-sac with picturesque views from every room of the golf course and water, offering a serene and peaceful environment. A golfers dream and fun for walkers and bikers and there is a playground and a clubhouse to enjoy too. Outdoor Oasis: Relax in the private, in-ground pool and hot tub with beautiful pavers, outdoor fans with a screened covering and a lanai with a unobstructed view of the 14th golf course hole. Also another HIGHLIGHT of this property is the fully renovated 1-bedroom accessory dwelling unit (ADU) situated privately above the 3-car garage, complete with its own kitchen, bathroom, W/D, and a balcony overlooking the lake. This versatile space can be used for multigenerational living, a private home office, or a high-demand rental unit to generate significant passive income. Prime Location: Located just minutes from Publix Grocery store, shopping centers, restaurants, and a short drive to world-famous Disney, Universal, Fun Spot, and other attractions. This is a rare opportunity to own a piece of Central Florida luxury that provides both an elevated lifestyle, custom build, amazing views in a prime location. Will consider selling some of the furniture which matches the style of the home.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Under contract-accepting backup offers. Welcome to this stunning 6-bedroom, 4.5-bathroom pool home located in the sought-after Windsor at Westside Resort. Fully furnished and move-in ready, this home offers a luxurious and comfortable retreat for vacationers or permanent residents alike. As you arrive, you'll be greeted by mature landscaping, a brick-paver driveway, and impressive curb appeal. Inside, the home features a spacious open floor plan with a modern kitchen boasting cappuccino cabinets, granite countertops, stainless steel appliances, and ample counter space. The downstairs primary suite offers a peaceful escape with a large walk-in closet and a luxurious bathroom complete with a garden tub, walk-in glass shower, dual vanities, and granite countertops. Custom drapes flow throughout the home, and the main living area is enhanced by large sliding glass doors that lead out to the covered lanai, screened pool and spa, all with no rear neighbors for added privacy. Upstairs, you'll find a spacious loft complete with a pool table and additional seating area—perfect for entertaining. There are two large bedrooms at the rear that share a Jack-and-Jill style bathroom with double sinks and a tub/shower combo. An additional pair of bedrooms share a bathroom with a glass walk-in shower. The upstairs primary suite features a generous closet and its own ensuite bathroom with walk-in shower and dual vanities. Additional highlights include a 2-car garage for extra storage or parking and a covered lanai ideal for outdoor dining and lounging by the pool. Windsor at Westside is a premier resort-style community offering a 10,000 sq. ft. clubhouse, lake and pier, zero-entry resort-style pool with waterslide, lazy river, and a kids' splash zone. Enjoy dining at the Tu Casa Tiki Bar, unwind by the outdoor fireplace lounge, or stay active with the fitness center, volleyball courts, and more. A sundry shop and video arcade add to the fun for all ages. Conveniently located near major roads with easy access to Disney World® via toll road 429, this home is perfect as a vacation home, or short-term rental investment.

Listing is courtesy of: PROVIDENCE REALTY AND PROPERTY MANAGEMENT LLC (863-512-5238)

Listing Agent: Jenny Miller (863-512-5238)

Remarks: Best value in the city of Kissimmee! This upgraded 3-bedroom, 1-bath home is one of the most affordable properties in the entire zip code—an incredible opportunity you don’t want to miss. Move-in ready with recent improvements, this property offers the added benefit of NO HOA, providing freedom and flexibility for homeowners and investors alike. Ideally located in Kissimmee, just approximately 20 minutes from Orlando International Airport and 25 minutes from Walt Disney World. Enjoy easy access to major roadways including US-192, John Young Parkway, Osceola Parkway, and Florida’s Turnpike, making commuting a breeze. Conveniently close to shopping, dining, and schools. Perfect for first-time buyers or investors looking for strong value in a high-demand area!

Listing is courtesy of: FLORIDA LAKES REALTY (407-593-9087)

Listing Agent: Tatiana Diaz (407-593-9087)

Remarks: PRICE REDUCED!! Don’t miss this exceptional opportunity to own a prime investment or vacation property just minutes from Disney, world-class attractions, shopping, and dining. Located in a short-term rental–approved community allowing Airbnb and VRBO, this FULLY FURNISHED 2-bedroom, 2-bath residence offers excellent flexibility with daily, weekly, monthly, or long-term rental options. The current owner has completed several recent upgrades, including a new A/C system (November 2024), updated window treatments, new carpet, a new guest bathroom vanity, and upgraded stainless steel appliances—microwave, dishwasher, stove, refrigerator, and dryer. Both bedrooms feature spacious walk-in closets, while the living area includes two queen pull-out sofas, comfortably accommodating additional guests. Enjoy your morning coffee or unwind after a day at the parks on the private covered porch. With NO CDD fees, Runaway Beach offers desirable resort-style amenities such as a large swimming pool, fitness center, BBQ area, high-speed internet, and more. Whether you’re seeking a turnkey investment or a personal vacation retreat, this property checks all the boxes. Room sizes are approximate and should be verified by buyer.

Listing is courtesy of: CENTERGATE REALTY LLC (407-228-9711)

Listing Agent: Nancy Dipasqua, Pll (321-266-7993)

Remarks: WELCOME HOME TO YOUR OWN PARADISE - Experience the art of refined living in this elegant pool home nestled in the community of The Oaks. Thoughtfully designed for both comfort and style, this residence offers 3 spacious bedrooms, 3 full baths, a private den, and beautifully appointed living areas filled with natural light. The open-concept great room flows effortlessly into the formal dining area and breakfast nook, creating the perfect setting for both intimate gatherings and entertainment. The gourmet kitchen blends functionality and elegance, while the owner’s suite provides a serene retreat with a luxurious spa-style bath and generous walk-in closets. A private ensuite guest room offers added versatility for visiting family or friends. Step outside to your own private sanctuary — a sparkling screened pool, covered lanai, and tranquil outdoor space ideal for dining al fresco or relaxing in the Florida sunshine. This home is being sold as is and is offered partially furnished, flooring has been updated since photos were taken, making it move-in ready for the discerning buyer. Set within one of the area’s most desirable communities, this residence combines sophistication, comfort, and the lifestyle for which you’ve been dreaming. Minutes to attractions, schools, shopping, restaurants, medical facilities, airport, convenience to the Sunrail Station, Kissimmee Lakefront Park/Lake Toho (championship bass fishing), airport & much more. This little bit of heaven offers you the GOOD life - Come Discover YOUR new home - It is sure to WOW even the pickiest of buyers – So RUN, don’t walk.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Sandee Goldenberg (407-973-6311)

Remarks: MASSIVE $17,000 PRICE REDUCTION! Rare opportunity alert! Own this stunning 6-bedroom, 5-bathroom masterpiece in the exclusive Paradise Palms Resort for an incredible new price. This 3,291 sq. ft. sanctuary is fully furnished and features the ultimate Kissimmee luxury: NO REAR NEIGHBORS. While others are cramped, you’ll enjoy total privacy just minutes from Disney. From the lagoon-style grotto pool and Tiki Bar to the private cinema, this is the ultimate turn-key investment or dream getaway. At this new price point, it won’t last. VIEWING WINDOW: APRIL 22ND–24TH ONLY.

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

Listing Agent: Jason Burke (352-267-7349)

Remarks: Under contract-accepting backup offers. Welcome to your dream vacation retreat or high-performing investment opportunity in Summerville Resort, a sought-after gated townhome community located just minutes from the entrance of Walt Disney World Resort. Zoned for short-term rentals, this property offers exceptional income potential while delivering the perfect personal getaway in the heart of Central Florida. Enjoy unbeatable convenience with premier dining, shopping, and major highways just moments away. Whether you're searching for a cash-flowing short-term rental or a Disney vacation home this property delivers location, lifestyle, and investment potential all in one. Enjoy your own private patio retreat, complete with a BBQ grill, summer kitchen, and relaxing hot tub — the perfect space for entertaining guests or unwinding after a day at the parks. The home is in impeccable condition and already operating as a successful short-term rental, with multiple upcoming bookings secured — offering immediate income potential for the next owner. The summer kitchen and hot tub are included, making this property truly turnkey and guest-ready from day one.

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

Listing Agent: Leandro Teixeira (407-758-2072)

Remarks: Opportunity knocks with***THE BEST PRICE IN THE ENTIRE COMMUNITY***don’t miss your chance to schedule a visit and secure your future home.1-Year Home Warranty Included! Take advantage of this NEW Valentine's Price, is a fantastic opportunity to save and move in with peace of mind! This 2-bedroom, 2-bathroom home offers 1,365 sq. ft. of inviting space and is move-in ready with a NEW ROOF (2023) and NEW A/C (2024), providing comfort, efficiency, and confidence for years to come. Enjoy a spacious primary suite with a walk-in closet, dual sinks, and a walk-in shower with built-in seating. The split-bedroom layout ensures ideal privacy for guests, while the bright kitchen features generous storage and prep space perfect for everyday living or entertaining. Relax or dine outdoors in the extended lanai overlooking serene landscape views. Additional highlights include a large laundry room, 2-car garage, and a charming open-concept living/dining area ready for your personal touch. Experience the lifestyle you deserve! Solivita offers resort-style amenities including 14 pools, 17 pickleball courts, golf, fitness centers, walking trails, over 200 clubs, restaurants, dog parks, and more, all within a beautifully maintained, golf cart-friendly, gated community. HOA includes lawn care, irrigation, basic cable, and 24/7 security. Enjoy low-maintenance living in one of Central Florida’s most vibrant and active 55+ communities!Whether you’re looking for your first home, a second home, or an investment property, this is a fantastic opportunity you don’t want to miss.

Listing is courtesy of: WATSON REALTY CORP (407-298-8800)

Listing Agent: Maritza Jimenez (407-579-8972)

Remarks: 3 Bedroom, 2 Bathroom home offering 1,563 heated sq ft on a 6,490 sq ft lot in Kissimmee. Major updates include a 2025 A/C system and a full roof replacement in 2020. The home features a spacious main living area with high ceilings, large tile flooring, and abundant natural light, plus a in ground private pool. The kitchen includes stainless steel appliances , ample cabinetry, and a breakfast nook space. Sliding doors lead to a cute outside patio, creating a comfortable outdoor space to enjoy your morning coffee or tea. Conveniently located near shopping, dining, schools, and major roadways like I-4 and The Turnpike. Immediate, same-day showing available!

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

Listing Agent: Monique Bowden (305-879-5839)

Remarks: Ideally located in the main section of the highly sought-after Windsor at Westside, just a short distance from the community’s premier entertainment complex and resort amenities. This exceptional pool home presents an outstanding opportunity as a luxury vacation rental, personal retreat, or high-performing investment property. If you are looking for a completely turnkey property, this is the home for you. In only its first year as an active Airbnb this home is already producing strong revenue numbers primarily due to its location and the tens of thousands spent on recent updates. This IS that extremely turnkey home you’ve been looking for. Projections look fantastic and are expected to continue increasing, this property offers immediate and growing income potential. Even better, all future bookings are transferable if the current management company is retained, allowing for a seamless transition and day-one revenue. Inside, the home showcases tens of thousands of dollars in upgrades and custom theming, designed to maximize guest appeal and long-term durability. Featuring all tile and luxury vinyl plank flooring throughout with absolutely no carpet, this home combines style with easy maintenance. The spacious open-concept floor plan flows beautifully from the main living and dining areas to the private screened lanai with pool and spa, creating the ideal space for entertaining and relaxation. The kitchen is fully upgraded with stainless steel appliances, granite countertops, and a large island with seating, while the first-floor primary suite offers privacy and convenience. Upstairs, a generous media and entertainment space provides the perfect setting for movie nights, gaming, and guest enjoyment. Additional bedrooms include a second primary suite, beautifully appointed guest rooms, and professionally themed bunk rooms that elevate the vacation rental experience. Residents and guests enjoy access to one of Central Florida’s premier resort communities, featuring a 5,000-square-foot clubhouse, resort-style pool, lazy river, water slide, fitness center, tennis, basketball, volleyball, soccer field, kids play area, arcade, on-site restaurant, tiki bar, and shop. The HOA covers landscaping, internet, cable, and daily trash service, making ownership easy and hassle-free. Conveniently located near Walt Disney World, shopping, dining, golf, major highways, and Orlando’s top attractions, this property checks every box for both lifestyle and investment performance. Schedule your private showing today and secure one of the strongest opportunities currently available in Windsor at Westside.

Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)

Listing Agent: Jim Mcquade (407-906-6508)

Remarks: WELCOME HOME to this Immaculate, Upgraded, WATER VIEW home in the desirable, GATED Harbor Shores neighborhood. This home features 3 bedrooms plus a Spacious DEN/ OFFICE or BONUS ROOM with a custom barn door for privacy. Talk about Upgrades: Wood look tile floors throughout; Oversized laundry room with sink, Quartz counters, 42" expresso cabinets and Stainless Steel appliances in the kitchen; Tray Ceiling in the Owner's Suite. There are even HURRICANE SHUTTERS for your piece of mind. Come home and relax on the covered back porch, overlooking the lovely pond view or take a walk around the pond on the community walking trail or head over to the community playground. It's all here for you! This community is located with easy access to major roads, shopping, dining, and Disney. Come see it today before someone else is calling it HOME!

Listing is courtesy of: SELLSTATE INNOVATION REALTY (877-325-2781)

Listing Agent: Tom Longmoore, Llc (407-921-8062)

Remarks: Welcome to this Immaculate, freshly painted home. Energy efficient, modern construction, built in 2022 with Impact windows. Step inside to a bright & open layout designed for both comfort & functionality. The desirable split bedroom floor plan provides added privacy, with the primary suite set apart from the secondary bedrooms, perfect for families, guests, or a home office setup. The home features a modern kitchen layout & spacious living areas ideal for everyday living & entertaining. Natural light fills the space, creating a warm and inviting atmosphere throughout. This home is just a short drive from Amusement Parks & Orlando’s top attractions! Disney World parks, Universal Studios, Water Parks etc. making it perfect for both primary residents & investors. Enjoy easy access to shopping, dining, schools & major highways. Property sitting on an oversized lot. Perfect canvas for designing your outdoor space, pool, backyard... **SEE BROKERS REMARKS

Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)

Listing Agent: Claudia Beron (954-297-8488)

Remarks: Exceptional vacation rental and ownership opportunity in the highly desirable guard-gated Wyndham Palms resort community. This fully furnished 2-bedroom, 2-bath fully furnished, condo nestled within the highly sought-after, upscale short-term rental community, Secured by a 24-hour. this property is truly a turn-key investment or a private paradise ready for immediate enjoyment. Its location is unbeatable, placing you just 3 miles from the enchantment of Walt Disney World! Enjoy effortless access to ALL Disney Parks, Universal Studios, and other world-class attractions, alongside championship Golf Courses, diverse Shopping options, a local Winery, and a plethora of fine dining and casual restaurants.

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Nora Hazan (786-277-3870)

Remarks: TLC IS NEEDED

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

Listing Agent: William Miranda (407-460-0738)