Kissimmee Homes For Sale & Real Estate - 2451 homes

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: Immaculate, fully furnished pool home with no rear neighbors, offering privacy and serene conservation views. This spacious home features an open floor plan with a formal dining room, a large primary suite with a garden tub and separate shower, a second primary bedroom with its own en-suite bath, plus two additional bedrooms and another full bathroom—perfect for family or guests. Enjoy relaxing outdoors in the screened-in private pool and hot tub with a covered lanai overlooking conservation. Recent updates include a new roof (2024) and a resurfaced pool with a freshly painted pool deck. Ideally located near world-famous attractions including Walt Disney World, Universal Orlando Resort, and SeaWorld Orlando. The community offers excellent amenities such as a playground, tennis court, and basketball court. Currently operating as a successful short-term rental generating approximately $25,000–$30,000/year in rental revenue.

Listing is courtesy of: WAYPOINT REAL ESTATE GROUP INC (407-566-8265)

Listing Agent: James Tate (407-566-8265)

Remarks: Welcome to this spacious and well-maintained 3-bedroom, 2.5-bath townhome located in the gated Cypress Lakes community in Kissimmee. Offering over 1,800 square feet of living space, this home features a functional and comfortable layout with updated flooring, neutral tones, and plenty of natural light throughout. The kitchen is equipped with stainless steel appliances, ample cabinet space, and a convenient breakfast bar that opens to the living and dining areas, making it perfect for both everyday living and entertaining. One of the highlights of this home is the primary bedroom and bathroom conveniently located on the first floor, providing privacy and easy access. Upstairs you will find two additional bedrooms, a full bathroom, and a spacious loft area that works perfectly as a second living room, entertainment space, home office, or play area. This property also includes a garage and assigned parking, and residents enjoy the benefits of living in a gated community with access to a community pool and well-maintained grounds. Ideally located near shopping, restaurants, schools, major highways, and just a short drive to Disney and other Central Florida attractions, this home offers comfort, security, and convenience.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Jose Hooker-Gomez (407-272-6986)

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: Under contract-accepting backup offers. Bright, open living defines this beautifully designed Moseley floor plan at 2613 Broadwing Street in the Hawks Run community by Ashton Woods. Designed for modern living, this home offers a bright open-concept kitchen, dining, and living area that serves as the heart of the home. The living room is open to the second floor, creating a dramatic sense of height while allowing natural light to flow throughout the space for a bright and airy feel. The stylish Milan Collection design package brings contemporary finishes, sleek cabinetry, and a clean, modern aesthetic throughout the kitchen and living areas. Thoughtful architectural details, including 8-foot interior and exterior doors on the first floor, add height and elegance while enhancing the home’s open design. Upstairs, the layout includes a versatile loft space, perfect for a second living area, home office, playroom, or media space. Residents of Hawks Run will soon enjoy a planned amenity center with a community pool, dog park, playground, and sports field, creating an active and welcoming community environment.

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

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

Remarks: Location, Location, Location! This RARE 4 bed 3 bath condo is FULLY FURNISHED, TURN-KEY and sits in the highly desired and GATED community, Villas at Island Club. There are TWO PRIMARY SUITES, two additional large sized bedrooms , 3 FULL BATHROOMS, inside LAUNDRY and Large Living/Kitchen and Dining area. Located within 10 minutes to DISNEY and literally around the corner from tons of Shopping, Dining and GOLF you could not ask for a better location! The community is also Short Term Rental Approved so this is your chance to own your own Air BnB and vacation home and rent it out while you're not using it! Prefer to use it as your primary residence? No problem, you can do that too! Perfectly situated as a first floor end unit you also have NO REAR or SIDE NEIGHBORS and are literally steps from the **POOL** and amenities. You are also in the most popular part of the community and have your own PRIVATE GATE. Peaceful and quiet, living here is like being at a resort full time! Enjoy Swimming, the Fitness Room, Tennis, Club house and tot lot. The floor plan offers an open concept with tons of windows allowing lots of natural light. In addition there is a Fully equipped kitchen, large Living Room, Dining Room and Full size Washer and Dryer. The unit was used for the seller’s personal vacation purposes only so it has been gently used and in fantastic condition. There are also 2 storage closets, one inside and one outside. You can use these as lock-out closets for your belongings so all you have to do is come with your toothbrush! Thoughtfully maintained and kept in amazing condition it has literally everything you need. Call today for a private or virtual tour!

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Terri Schon (407-625-2670)

Remarks: Charming single-family home located in a quiet residential area of Kissimmee. The property features 2 bedrooms and 2 bathrooms, with approximately 1,008 square feet of living space. It offers a functional layout, tile flooring throughout, central air conditioning, and a spacious lot of approximately 7,800 square feet. The kitchen has been updated with newer appliances, providing a comfortable space for everyday living. The primary bedroom includes a walk-in closet. This beautiful property is conveniently located near schools, parks, and everyday amenities, with easy access to major roads. An excellent opportunity for a primary residence or investment.

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

Listing Agent: Tania Rodriguez (321-443-0238)

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: Welcome to this beautifully maintained 'Salina Model' 2-bedroom, 2-bath home located in the highly sought-after Solivita 55+ gated community. Built in 2024, this nearly new residence offers 1,364 square feet of thoughtfully designed living space with a desirable open-concept layout. The spacious kitchen seamlessly flows into the dining and great room, making it perfect for both everyday living and entertaining. Features include modern appliances, ample cabinetry, and elegant finishes throughout. The primary suite offers comfort and privacy with a well-appointed en-suite bath, while the second bedroom is ideal for guests or a home office. Enjoy Florida living at its finest with a covered lanai overlooking a peaceful water view—perfect for morning coffee or evening relaxation. Additional highlights include a 2-car garage, interior laundry room, tile flooring, and energy-efficient construction. Located within the award-winning Solivita community, residents enjoy resort-style amenities including pools, fitness centers, golf courses, walking trails, and a vibrant social lifestyle. Don’t miss this opportunity to own a move-in ready home in one of Central Florida’s premier active adult communities!

Listing is courtesy of: SOGO REAL ESTATE SERVICES LLC (407-730-3100)

Listing Agent: Christine Kim (407-257-7856)

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)

Remarks: Corner Lot Pool Home – No HOA / No CDD – STR Friendly Near Disney, Walmart, Restaurants etc ? Welcome to this spacious 4-bedroom, 3-bathroom pool home located on a desirable corner lot in a short-term and long-term rental-friendly community just minutes from Disney and major attractions. This well-designed residence features an open and inviting floor plan with high ceilings and skylights, allowing for abundant natural light and an airy, expansive feel throughout the main living areas. The combined living and dining space is ideal for entertaining guests or maximizing rental appeal. The home offers a large kitchen with plenty of counter space and storage, along with generously sized bedrooms and three full bathrooms, providing comfort and functionality for both personal use and vacation stays. Enjoy Florida living in your private screened pool area, perfect for relaxing or hosting. Additional value includes a roof replaced just 2 years ago and a gas-powered system for efficiency and reliability. This property is a strong opportunity for investors or end users looking for flexibility, as it is suitable for short-term rental, long-term rental, or primary residence use in a highly desirable location. ?? Bonus: Most furniture and appliances convey (excluding washer and dryer), making this a strong turnkey rental opportunity with minimal setup required. ?? Value-add opportunity: Minor cosmetic updates such as interior paint and flooring replacement allow for immediate equity upside and customization potential.

Listing is courtesy of: RE/MAX REALTEC GROUP (407-818-1100)

Listing Agent: Ada Molina (407-301-4841)