Kissimmee Homes For Sale & Real Estate - 3291 homes

Remarks: Under contract-accepting backup offers. Opportunity knocks at 498 Prestwick Place! This home is priced to sell and ready for your personal touch—perfect for buyers looking to create value or secure an affordable entry into homeownership. With solid bones and a functional layout, a little TLC can go a long way. Whether you're an investor or a savvy buyer, this is your chance to transform potential into profit. Don’t miss out—opportunities like this move fast!

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

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

Remarks: Welcome to tastefully designed 5/bed 4/bath home with private pool facing conservation area in the prestige Community Windsor at Westside, zoned for short term vacation rental. The open floor plan seamlessly connects the living, dining, and kitchen areas, perfect for everyday living and entertaining. There is a master bedroom on the first floor and upstairs you’ll find another spacious master bedroom and additional bedrooms for privacy and comfort. Residents can enjoy world-class resort amenities, including an 8,000 sq. ft. clubhouse, heated pool, lazy river, spa, volleyball and basketball courts, and on-site restaurant and bar. The home is just minutes from Disney Parks and other Orlando attractions.

Listing is courtesy of: TOPSKY REALTY INC (407-476-6189)

Listing Agent: Eileen Li (407-765-2589)

Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. “Sold As-Is and now offered at an improved price, presenting an exceptional opportunity to own this move-in ready home.” Price recently reduced! Move-in ready and beautifully maintained 4-bedroom, 2-bath home located in a beautiful neighborhood. This inviting residence has been freshly painted and features updated bathroom cabinetry, creating a clean and modern feel throughout the home. The thoughtfully designed floor plan offers comfortable living spaces that are perfect for both everyday living and entertaining. The property has been well cared for and is ready for its next owners to make it their own. Residents enjoy access to wonderful community amenities including a clubhouse, swimming pool, and sports areas—perfect for an active and social lifestyle. Conveniently located near shopping, dining, schools, and everyday conveniences, this home offers both comfort and accessibility. This property is being sold as-is and presents a fantastic opportunity at a newly reduced price. Schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Rana Al Jallad (321-999-4937)

Remarks: Price reduced! Seller motivated. Spacious 5 bedroom 3 bath home located in The Oaks. Features a freshly painted exterior and a functional layout ideal for everyday living. Located near shopping center, dining and major roadways. Easy access to local amenities.

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

Listing Agent: Katya Rivera Torres (407-967-8823)

Remarks: Don't miss the opportunity to acquire this solid revenue producing tri-plex with three separate units! Each unit has two bedrooms and one bathroom. Units are consistently leased by tenants. Roof replacement and exterior re-paint completed in the last few years. The property has a small exterior storage room to store supplies or materials. Professional property management services are already in place which would provide for a smooth transition in operations for new ownership. One of the three units in this building was just renovated! No CDD or HOA fees! This unit is being sold in unison with parcel# 15-25-29-1570-0001-0380. Don't miss the chance to add these well established investment properties to your portfolio!

Listing is courtesy of: VALIANT REALTY GROUP LLC (407-654-0041)

Listing Agent: Lorenzo Clark (407-968-3180)

Remarks: Don't miss the opportunity to acquire this solid revenue producing tri-plex with three separate units! Each unit has two bedrooms and one bathroom. Units are consistently leased by tenants. Roof replacement and exterior re-paint completed in the last few years. The property has a small exterior storage room to store supplies or materials. Professional property management services are already in place which would provide for a smooth transition in operations for new ownership. No CDD or HOA fees! This unit is being sold in unison with parcel# 15-25-29-1570-0001-0355. Don't miss the chance to add these well established investment properties to your portfolio!

Listing is courtesy of: VALIANT REALTY GROUP LLC (407-654-0041)

Listing Agent: Lorenzo Clark (407-968-3180)

Remarks: Welcome to this charming 4-bedroom, 2-bath home offering 1,874 square feet of comfortable living space. Designed with both relaxation and entertaining in mind, this home features an open-concept layout that seamlessly connects the kitchen, dining, and living areas. Natural light fills the space, creating a warm and inviting atmosphere throughout. Situated on a spacious lot with a peaceful pond view, you’ll enjoy a serene backdrop right from your backyard. The primary suite includes a walk-in closet and a private en-suite bathroom, providing a perfect retreat at the end of the day. Blending functionality with a touch of nature, this home is ideal for everyday living and ready for its next owner to move right in.

Listing is courtesy of: CENTRIC REALTY SERVICES LLC (407-421-9391)

Listing Agent: Jean Julme (321-280-0658)

Remarks: Experience Storey Lake Resort!!! Model perfect!!! "Move In Ready" FURNISHED large open concept floor plan townhome, (over 2,000 sq.' of living space), with 4 large bedrooms and 3.5 baths located in the gated community of Reflections at Storey Lake. This property has been barely lived in, is located on an "oversized corner lot, and is beautifully furnished. The gorgeous kitchen has 42" solid wood cabinetry, quartz counter tops, and stainless appliances.. There is a Primary bedroom suite and a Junior suite. Scroll through ALL the pictures to see ALL the wonderful amenities at Storey Lake. Resort amenities: Lazy River, swimming pool, clubhouse, fitness center, canoeing, Miniature golf, water slide, basketball, volley ball, tiki bar, outdoor dining. Storey Lake is located near the Loop outdoor mall, restaurants, medical facilities, Disney is located just down the road and Storey Lake is located next to Hunters Creek!

Listing is courtesy of: FLORIDA REALTY MARKETPLACE (863-877-1915)

Listing Agent: Robert Anarumo (863-877-1915)

Remarks: Under contract-accepting backup offers. Welcome to this fabulously positioned 4-bedroom, 2-bathroom pool home in the highly sought-after Lake Berkley Resort. This beautiful home offers 1,960 sq ft of living space, which combines comfort, location, and investment potential , all in one fantastic opportunity. This home is being sold fully furnished, and showcases stylish, modern décor with a neutral color palette, creating a bright, airy, and inviting space that appeals to both homeowners and vacation guests alike and allows for a seamless, turnkey transition for short-term rental or personal use. From the moment you step inside, you are drawn to the stunning water views. The kitchen and main living areas are designed to maximize natural light and flow seamlessly out to the pool deck, while bedrooms also enjoy views of the pool and lake beyond—creating a bright, open, and relaxing atmosphere throughout the home. Step outside to your private pool and spa, the perfect place to unwind at the end of the day—whether you're enjoying your morning coffee, soaking in the spa at sunset, or simply watching wildlife play across the water. This home truly captures the Florida lifestyle, blending indoor-outdoor living with peaceful lakefront scenery. Located within a 24-hour guard-gated community, Lake Berkley is one of Central Florida’s most popular short-term rental destinations. Its prime location places you just minutes from world-famous attractions, Disney, shopping, dining, and entertainment, making it highly desirable for vacationers year-round. Residents and guests enjoy a wide range of resort-style amenities, including a clubhouse with fitness center, community pool, playgrounds, tennis and basketball courts, and scenic walking trails around the lake. Whether you’re looking for a primary residence, second home, or a high-performing short-term rental investment, this property offers incredible versatility in a proven vacation hotspot. Must be seen to appreciate!!! PRICED TO SELL!

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

Listing Agent: Aimee Brierley (407-717-0592)

Remarks: Experience the ultimate vacation retreat and investment opportunity at 1576 Nassau Point Trail in the highly sought-after Solara Resort! This stunning 9-bedroom, 6.5-bath fully furnished pool home generated over $100,000 in rental income from Jan 2025–Jan 2026 and is completely turn-key and rental ready. Built in 2019, the home features an upgraded luxury furniture package, private movie theater, spacious game room loft, custom bar area, themed bedrooms, and expansive open-concept living spaces designed for unforgettable guest experiences. Step outside to your private screened-in oasis featuring a sparkling pool, spa, and extended sun deck — perfect for relaxing after a day at the parks. Located just minutes from Walt Disney World and Orlando’s top attractions, this property offers both luxury and convenience. Owners and guests enjoy access to Solara Resort’s incredible world-class amenities including the FlowRider® surf simulator, resort-style heated pool, splash pad, fitness center, sports courts, on-site dining, and 24/7 gated security. Whether you're looking for a high-performing short-term rental investment or a dream vacation home, this exceptional property checks every box!

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

Listing Agent: Bryan Rogers (321-278-5486)

Remarks: Welcome to Compass Bay, one of the most desirable short term rental communities near Disney! This fully furnished and turnkey 3-bedroom, 3-bathroom Town Home offers the perfect combination of comfort, location, and investment potential. Currently operating as a successful Airbnb, the property generated over $35,000 in gross rental income in the last 12 months. Featuring an open-concept layout, tile flooring throughout the main living areas, a first-floor bedroom with full bath, upgraded light fixtures, and a beautifully designed kitchen perfect for entertaining. The tile roof adds great curb appeal, while the resort-style community amenities create the ultimate Florida vacation experience. Located just minutes from Disney, shopping, restaurants, and Orlando attractions. Whether you are looking for a vacation home, primary residence, or income-producing property, this opportunity checks all the boxes. Fully furnished and ready to start generating income immediately.

Listing is courtesy of: BRAZA HOMES (352-978-6993)

Listing Agent: Lucas Barbosa Santos (352-978-6993)

Remarks: Welcome to an extraordinary luxury vacation residence in the highly sought-after Sonoma Resort at Tapestry, where sophisticated modern design meets exceptional short-term rental potential. Perfectly positioned with tranquil water views at the front, this professionally curated home delivers a true resort-style experience just minutes from Disney, world-class dining, shopping, and Orlando’s premier attractions. Designed for both elegance and functionality, the home showcases expansive open-concept living spaces enhanced by sleek tile flooring throughout all common areas — completely free of carpet in the main living spaces for a refined aesthetic and easy maintenance. The chef-inspired kitchen seamlessly flows into the oversized dining and gathering areas, creating the ideal setting for entertaining large groups and luxury vacation stays. Every detail of this residence has been thoughtfully elevated, from the designer lighting and upscale finishes to the spectacular themed entertainment spaces that set this property apart from the competition. Multiple immersive themed bedrooms create unforgettable guest experiences, while the custom game rooms and private theater-style entertainment areas offer resort-level amenities rarely found in comparable properties. The beautifully designed themed suites provide both visual impact and strong guest appeal, making this home exceptionally attractive for high-performing vacation rental income. Step outside to your private screened pool and outdoor living area, offering the perfect Florida retreat for relaxation and entertaining year-round. Whether utilized as a primary residence, second home, or income-producing investment property, this exceptional home combines luxury, location, and proven vacation-rental desirability in one of Central Florida’s premier resort communities.

Listing is courtesy of: INTEREALTY SERVICE (626-328-8535)

Listing Agent: Emma Yue (626-328-8535)

Remarks: Excellent investment opportunity in the gated resort-style community of Regal Oaks. This fully furnished 2-bedroom, 2.5-bath townhome is Airbnb-ready and has a strong history of successful short-term rental income. Ideally located near Disney, Old Town, and Fun Spot, this property consistently attracts vacationers looking for comfort, location, and resort amenities. Features include an open-concept floor plan, granite countertops, stainless steel appliances, tile flooring, private screened lanai with hot tub, and two spacious en-suite bedrooms. One of the most desirable locations in the community with peaceful courtyard and garden views. Regal Oaks offers resort-style amenities including a lakefront pool, water slides, hot tubs, tennis courts, fitness center, clubhouse, restaurant, and poolside bar. Turnkey investment with excellent income potential in one of Central Florida’s top vacation rental areas.

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

Listing Agent: Mouna Hilali (267-974-9763)

Remarks: Turnkey investment opportunity in a highly sought-after resort-style community just minutes from Disney World! This fully furnished home is a heavily booked short-term rental with strong income potential and future bookings in place. Designed to stand out, the property features themed rooms including a Frozen-inspired bedroom and a Star Wars-themed room with immersive LED lighting, creating a memorable guest experience that drives repeat bookings. The garage has been professionally converted into a game room, perfect for entertainment and maximizing rental appeal. Recent updates include new vinyl flooring in the loft, adding a fresh, modern touch to the living space. The open layout, spacious bedrooms, and private accommodations make this home ideal for large groups and vacationing families. Located just minutes from world-class attractions, dining, and shopping, this property offers both a fantastic personal getaway and a income-producing asset. Bookings, financials, and rental history available upon request!

Listing is courtesy of: SPECTRUM GLOBAL REALTY, INC (407-770-0067)

Listing Agent: Nisha Mehta (407-462-9297)

Remarks: Beautifully updated and fully furnished 4-bed, 3-bath townhome in the desirable Regal Oaks Resort, just steps from Old Town and minutes from all major Orlando theme parks. This move-in-ready home features updated interior paint, updated carpet, new living and dining room furniture, and new TVs in every bedroom. All bedrooms include new furniture, and the downstairs bedroom has a new mattress. The open living/dining area connects to a modern kitchen with granite countertops and stainless steel appliances. A first-floor bedroom and full bath , while the upstairs primary suite features an en-suite bath with a garden tub and separate shower. The screened patio includes a private jacuzzi—perfect for relaxing after a day at the parks. Regal Oaks offers a resort-style clubhouse with a large pool, waterslides, fitness center, restaurant, tennis courts, and more. Excellent short-term rental opportunity in a prime Orlando location.

Listing is courtesy of: RICARDO MANUEL SANCHEZ (408-218-4088)

Listing Agent: Ricardo Sanchez (408-218-4088)

Remarks: AMAZING FULLY FURNSIHED VILLA AVAILABLE FOR SALE AT MARGARITAVILLE RESORT ORLANDO! This CORNER VILLA has 4 Bedrooms and 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances. Kitchen has Island with Seating, Large Counter Space and Windows with Lots of Natural Light. Master Bedroom Located Upstairs has En Suite Bathroom. Each of the Bedrooms has Ceiling Fans. Backyard has a Beautiful Paved Patio with Tropical Foliage! High Capacity Washer and Dryer. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! Includes Furniture, Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Great Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living!

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

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: Priced to Sell! Motivated Seller! Stunning 6BD/4.5BA villa, professionally designed, truly a gem at this price! Fully furnished and ready to generate attractive short-term rental income. Enjoy a private pool, modern layout, and access to Solara Resort’s top-tier amenities, heated pool, surf simulator, gym, bar & grill, and more. HOA includes internet, landscaping, and full access to resort perks.

Listing is courtesy of: SINGULAR REALTY LLC (407-999-6899)

Listing Agent: Juliana Martins (786-546-6195)

Remarks: Under contract-accepting backup offers. NO HOA... Be prepared to be impressed with the upgrades inside this home located in The Oaks at Mill Run Subdivision. Beautifully upgraded 3-bedroom, 2-bath home with a 2-car garage and a private pool, thoughtfully renovated with over $100,000 in improvements! This property features a complete 2023 upgrade package, offering modern finishes and peace of mind for the next owner. Enjoy elegant porcelain tile flooring throughout, along with new doors and windows that enhance both style and energy efficiency. The home boasts a fully updated interior, including new cabinetry, quartz countertops throughout, and all-new appliances.Additional upgrades include modern light fixtures, a new A/C system, and a new water heater, ensuring comfort and efficiency year-round. Step outside to your private oasis featuring a beautiful resurfaced pool with updated equipment, a covered patio/lanai, and a built-in grill, perfect for entertaining. The extended paver driveway adds both convenience and curb appeal.The home also includes a newer roof with added insulation, fenced backyard, new gutters, and upgraded bathroom and kitchen vents for improved functionality.Bonus opportunity: The seller is offering the option to purchase the home fully furnished, with furniture valued at up to $20,000—making this a perfect move-in ready or turnkey investment opportunity.This property truly combines quality, style, and value, don’t miss your chance to own this exceptional home!

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

Listing Agent: Monique Morgan (321-443-5328)

Remarks: Welcome to an extraordinary opportunity in the highly sought-after Solara Resort in Kissimmee, Florida. This impeccably appointed 5-bedroom, 4.5-bath townhome is a true statement of luxury, offering an exceptional furniture and professionally decorated by an interior decorator curated for both elegance and comfort. Whether as a private retreat or investment property, this townhome delivers an elevated vacation experience. From the moment you step inside, you are greeted by a open-concept layout featuring a designer kitchen with modern finishes, an elegant dining space, and a beautifully styled living room that flows seamlessly for effortless entertaining. Every detail has been thoughtfully selected — from statement lighting to premium finishings — creating a warm yet refined ambiance. The primary ensuite is conveniently located on the main floor, providing privacy and convenience. A stylish half bath with direct access to the private pool area enhances functionality for guests enjoying the outdoor oasis. The covered patio and private pool create the perfect setting for relaxation after a day at the parks. Upstairs, a spacious loft offers a secondary lounge or entertainment space. The upper level features two additional ensuite bedrooms and two more exquisitely themed bedrooms that share a full bath. Each themed room has been professionally designed to captivate all guests, making this home especially desirable for short-term rentals. A dedicated laundry closet completes the second floor for added convenience. Smart Thermostat, Private Pool and much more. Located just moments from the Solara resort clubhouse, residents and guests enjoy access to world-class amenities including a resort-style pool, fitness center, sports courts, dining options, and entertainment areas.

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

Listing Agent: Ana Daviglus (407-463-3311)

Remarks: Welcome to a truly unparalleled luxury estate, nestled on 5 acres of serene privacy. This custom-built masterpiece, completed in 2009, boasts an impressive 11,138 square feet of meticulously designed living space, where every detail has been thoughtfully curated for the discerning homeowner. As you enter through the private gate, you are greeted by a stunning family room featuring a handcrafted stone gas fireplace and soaring ceilings that create an inviting atmosphere. The elegant curving marble staircase, adorned with a magnificent Swarovski crystal chandelier, sets the tone for the opulence that awaits. This estate offers 5 spacious bedrooms, each with large walk-in closets and en-suite bathrooms, ensuring comfort and privacy for family and guests alike. The main living areas are enhanced by exquisite woodwork, including a gorgeous dining room and a living room that seamlessly connects to the outdoor oasis through sliding glass doors that open at the corner, perfect for entertaining. Indulge in the ultimate entertainment experience in the media room, complete with luxurious seating and a stunning chandelier commissioned from Tiffany's in New York. The primary suite is a true retreat, featuring a cozy sitting area and an expansive closet. Additional highlights include a gym with a steam room, an office/study/library, and an upstairs game room that overlooks a spacious covered balcony. The outdoor amenities are equally impressive, featuring a large pool with a spa, ample undercover seating, an outdoor kitchen, and tennis courts, all surrounded by lush landscaping and majestic oak trees. The estate also includes a wine cellar, a wet bar with custom woodwork, and coffered ceilings adorned with unique prints. With a 4-car side garage and an attention to detail that is truly one of a kind, this estate is unlike anything you have ever seen. Experience luxury living at its finest—schedule your private tour today and discover the extraordinary lifestyle that awaits you.

Listing is courtesy of: THE AGENCY FL (407-335-4119)

Listing Agent: Brian Hyser (407-951-2472)