Kissimmee Single Family Homes For Sale - 2132 homes

Remarks: Short Sale. BACK ON THE MARKET — MOTIVATED SELLER — LENDER-APPROVED SHORT SALE AT $227,000! Don't miss this rare opportunity to own in the sought-after, gated Tuscany Preserve community in Poinciana, FL. This is a true short sale with the heavy lifting already done — the price is lender-approved at $227,000 and the majority of the lender negotiation is complete, so this won't be the typical 3-month waiting game. Move quickly and close with confidence. The home needs only basic updating, giving you instant equity potential and the chance to add your own touches while buying well below market. Set in a beautifully maintained, quiet gated community, you'll enjoy the security and amenities of an established neighborhood. HOA dues are $316/month (Tuscany Preserve) plus a $100/month Master Association fee.Take advantage. Schedule your showing today! SITE UNSEEN OFFERS ARE REJECTED.

Listing is courtesy of: LA REALTY SERVICES LLC (407-870-3519)

Listing Agent: Charles Maligaya (407-870-3519)

Remarks: One or more photo(s) has been virtually staged. Short Sale. Welcome to your new home in Ponciana Villages! This lovely four-bedroom, three-bathroom house is located in a highly desirable community. As you enter, you’ll appreciate the open-concept layout that connects the living spaces, making it perfect for both relaxation and entertaining. The split bedroom design offers privacy for family members, while the formal dining room is great for meals together. The flexible formal living room can serve as an office or flex family area, depending on your needs. The spacious kitchen features a central island and breakfast bar, along with stainless steel appliances that make cooking a pleasure. The large primary bedroom includes an en suite bathroom with a tiled shower and garden tub, plus a large walk-in closet and private water closet for added convenience. The entire home has beautiful tile flooring, with cozy laminate in the bedrooms, and large windows throughout let in plenty of natural light. Step outside through the sliding glass doors to a expansive concrete porch, perfect for enjoying your morning coffee or evening relaxation. The backyard also has a handy storage shed for all your outdoor tools. Living in Ponciana Villages means you’ll have access to great amenities like a clubhouse, fitness center, playground, park, pool, recreational ball court, and tennis courts, so there’s always something to do. Plus, you’ll be close to major highways, schools, shopping, and local attractions. Don’t miss your chance to make this wonderful home your own—schedule a viewing today!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: David Small (407-601-8351)

Remarks: Under Construction. The Morrow checks all your boxes! This new two-story luxurious retreat has a first-floor owner’s suite, featuring a spacious bedroom, en-suite bathroom and walk-in closet. The open-concept floorplan combines the kitchen, living and dining areas for streamlined everyday living. Three additional bedroom suites can be found on the second level, along with a versatile loft that provides a convenient shared living area and additional entertainment space. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: This amazing house is completely furnished, 9 bedrooms with 5 baths plus a beautiful game room Brand new, never rented Excellent location at the new phase at Storey Lake with amazing views of the preserves!!! This Santiago model home is the largest and most popular model, the highest revenue and occupancy rates. The home includes Enclosed Pool, Game Room, Themed rooms, and is fully equipped. Storey Lake resort includes a Water Park, Lazy River, Full Gym, Tiki bar, Basketball/Volleyball/Tennis Courts, and so much more. Located only 4 miles from Disney and other popular attractions.

Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)

Listing Agent: Katia Souza (407-766-0744)

Remarks: Welcome to your dream vacation and stunning fully furnished 5 bedroom, 4 bathroom pool home located on a corner lot in the highly sought after Windsor at Westside Resort. Perfectly designed for indoor/outdoor entertaining and is excellent income producing short-term rental or a fantastic personal retreat. Designed with lots of space in mind this two story layout and open floor plan is the perfect getaway. The home sleeps up to 14 comfortably and features large living areas with plenty of space for relaxing. The first floor master bedroom offers privacy and space, the kitchen has granite countertops and stainless steel appliances with a nice island opening to the dining room and living space. Enjoy the gated resort style amenities with the zero entry point pool, water slide, lazy river, and water playground. It boasts a clubhouse, a lake with a pier, fitness center, volleyball courts, sundry shop and video arcade. This is an ideal location as it offers easy access to Disney World attractions and many other theme parks in the area. Welcoming any and all offers.

Listing is courtesy of: BEACHES WITHIN REACHES REALTY (386-864-3154)

Listing Agent: Abby Baker (386-864-3154)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Short Sale. **Discover PEACEFUL LIVING in this move-in-ready 3-bedroom, 2-bathroom single-story home, offering over 1,800 SQUARE FEET of comfortable space in a QUIET, RURAL setting away from the hustle and bustle. Set in a safe, serene neighborhood with a LOW HOA, this home features a welcoming front LANAI-STYLE PORCH that opens to a light-filled foyer with VAULTED CEILINGS. Inside, you'll find a thoughtful layout that includes both a separate Living Room and Dining Room, offering FLEXIBLE SPACES for entertaining, relaxing, or hosting special gatherings. The split floor plan ensures privacy, with the Primary Suite on one side of the home, boasting a WALK-IN CLOSET and an en suite bath with dual sinks, a GARDEN TUB, and a separate shower. On the opposite side, two additional bedrooms share a full bath, ideal for family or guests.The heart of the home is a SPACIOUS KITCHEN with vaulted ceilings, wood cabinetry, stone countertops, a breakfast bar, and a generous pantry, all flowing seamlessly into the open Family Room. WOOD-LOOK LAMINATE flooring enhances the main living areas and Primary Suite, combining durability with style. Step through sliding glass doors to the screened back porch, where a HOT TUB invites relaxation as you take in the peaceful surroundings. The 2-car garage adds convenience, and the community offers desirable AMENITIES including a pool, community center, fitness facility, parks, and year-round events.While this home offers a QUIET ESCAPE, you’re still close to everything you need—local shopping, schools, dining, and recreation. For nature enthusiasts, you're less than 5 minutes from hiking trails at BELLINI PRESERVE, or enjoy an easy 30-minute drive to DISNEY parks, and QUICK ACCESS to other major Central Florida attractions and highways, making this the perfect blend of tranquility and convenience. Don’t miss the opportunity to make this Florida retreat your own!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: Fully furnished, beautifully decorated, 6Bed/4.5Bath vacation home with brand new roof, quartz countertops, new luxury plank flooring, themed rooms, and screened in pool. Perfectly situated in the coveted vacation community of Crystal Cove Resort; with excellent amenities including clubhouse, gym, community pool, and playground. Ideal for any investor looking for a family vacation residence or short-term rental investment. All while, easy access to major highways, theme parks, shopping, dining, and the Orlando International Airport.

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

Listing Agent: Victor Nguyen (407-721-1032)

Remarks: Welcome to this beautifully maintained single-story home featuring 4 bedrooms and 2 bathrooms. Step inside to an open living area with vaulted ceilings and plenty of natural light. The updated kitchen boasts dark cabinetry, granite countertops, and ample storage space. Enjoy Florida living with a screened-in pool and fenced backyard, ideal for relaxing or hosting friends. Close to schools, shopping, and dining. Easy to show!

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: William Figueroa (305-662-1502)

Remarks: Welcome home to this spacious and beautifully maintained 4-bedroom, 3-bathroom two-story pool home located in the heart of growing Kissimmee! Offering the perfect blend of comfort, functionality, and lifestyle, this impressive home features an open and versatile floorplan with gorgeous hardwood flooring and tile throughout the main living areas on the first floor for both elegance and easy maintenance. The oversized primary suite is truly a retreat, featuring double walk-in closets, a large soaking tub, and an additional bonus room perfect for a private home office, nursery, fitness space, reading lounge, or craft room. Upstairs, the open loft provides even more flexible living space and could easily serve as a media room, game room, playroom, second living area, or study space. Step outside and enjoy your own Florida oasis with a screened-in pool patio, ideal for entertaining, relaxing, or enjoying year-round outdoor living. Major updates include a BRAND NEW ROOF and complete replumbing completed in May 2026, offering buyers valuable peace of mind for years to come. Conveniently located in the vibrant Poinciana area, residents enjoy easy access to parks, playgrounds, sports fields, fitness trails, shopping, dining, schools, and recreation centers. Commuters will appreciate the proximity to Cypress Parkway, John Young Parkway, US-17/92, Florida’s Turnpike, and Central Florida attractions. Whether you are looking for space to grow, work-from-home flexibility, or the ultimate Florida pool lifestyle, this home checks all the boxes. This one is expected to go fast!

Listing is courtesy of: SUNDIAL REAL ESTATE LLC (407-601-2200)

Listing Agent: Nicole Van Treese (407-462-9050)

Remarks: One or more photo(s) has been virtually staged. Experience elegant resort-style living in this stunning Venetian Model located in the award-winning 55+ community of Solivita’s highly sought-after Bella Viana neighborhood. This beautifully designed 3-bedroom, 3.5-bath residence offers an exceptional blend of comfort, space, and sophistication with soaring vaulted ceilings, tray ceilings, a desirable split floor plan, and a versatile bonus room perfect for a home office, den, craft room, or additional flex space.Designed for both entertaining and everyday living, the gourmet kitchen features Corian countertops, double ovens, a glass-top range, microwave, double-door refrigerator, and an inviting breakfast nook overlooking the tranquil pond views. The formal dining area with elegant pendant lighting creates the perfect setting for gatherings with family and friends. Step through the glass doors onto the spacious lanai and enjoy peaceful mornings with coffee while taking in the serene waterfront setting and Florida wildlife.The expansive primary suite serves as a private retreat with two walk-in closets, dual vanities, linen storage, and a luxurious garden tub with separate shower. Spacious guest bedrooms, with their own bathrooms, provide comfort and privacy for visitors, while the well-equipped laundry room with built-in cabinetry and utility sink leads to the oversized 3-car garage.Beyond the home itself, Solivita offers an unmatched lifestyle filled with world-class amenities and endless opportunities for recreation and connection. Residents enjoy 14 resort-style pools, two championship 18-hole golf courses at Stonegate Golf Club, tennis and pickleball courts, softball fields, bocce ball, fitness centers, spas, walking trails, restaurants, art studios, social clubs, dog parks, community gardens, and over 200 clubs and activities. The gated, golf-cart-friendly community is guarded 24 hours a day and ideally located near Orlando’s premier shopping, dining, entertainment, and attractions including Disney, SeaWorld, and more.This is more than just a home — it’s a lifestyle. Schedule your private showing today!

Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)

Listing Agent: Corey Smallman (407-744-2765)

Remarks: Welcome to your next lucrative investment or dream vacation getaway at 276 Southfield St, nestled within the highly sought-after, guard-gated community of Encore at Reunion. This fully furnished 4-bedroom, 3-bathroom home is thoughtfully designed for effortless short-term rentals or high-end seasonal living. Step inside to find a welcoming, meticulously maintained interior featuring new plush carpeting and a stylish new living room couch perfect for relaxing after a day at the parks. The garage has been expertly transformed into an action-packed gaming area, promising endless entertainment for guests of all ages. Outside, your private tropical oasis awaits, complete with a pristine pool and spa. Best of all, you can buy with ultimate peace of mind, backed by a brand-new pool heater with a 3-year warranty. Location and resort lifestyle are everything in the Central Florida market, and this property delivers on both fronts. Encore at Reunion boasts world-class luxury resort amenities, including a spectacular 10-acre water park with thrilling water slides, a massive community pool with private cabanas, a state-of-the-art fitness center, tennis and basketball courts, and on-site dining options like Finns Restaurant and the Shark Lounge. Positioned just minutes from Walt Disney World, Universal Orlando, and SeaWorld, this property offers complimentary resort shuttle service to the major theme parks, plus seamless access to premier dining, championship golf, and endless shopping. Whether you are looking to generate rental income as a savvy investor or claim your own magical piece of Florida sunshine, this property is completely ready to perform from day one.

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

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

Remarks: Welcome to this exceptional 7-bedroom, 5-bathroom vacation home located in the highly desirable Windsor at Westside Resort. This fully furnished property is turn-key and revenue-ready, offering a spacious and well-designed floor plan ideal for large families and short-term rental guests. The home features an open-concept main living area, a generous upstairs loft, a 2-car garage, and a private screened-in pool with heated spa for year-round enjoyment. The kitchen offers stainless steel appliances, stone countertops, and a large island with seating, flowing seamlessly into the dining and living spaces. With ample bedrooms—including multiple suites—and thoughtfully designed themed rooms, this residence provides comfort and functionality for owners and guests alike. Located within one of Orlando’s top short-term rental communities, Windsor at Westside offers outstanding resort amenities such as a full-service clubhouse, resort-style pool with lazy river, fitness center, tennis and basketball courts, sand volleyball, arcade, restaurant, and 24-hour gated security. Just minutes from Disney and Central Florida’s world-class attractions, this property is an excellent opportunity for investors or buyers seeking a high-performing vacation retreat.

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Rubens Aranha (407-308-9094)

Remarks: Welcome to this exceptional, fully furnished vacation home located in the highly sought-after resort community of Storey Lake Resort in Kissimmee, Florida. Situated at 2876 Simile Street, this spacious 8-bedroom, 5-bathroom luxury home offers over 4,300 square feet of beautifully designed living space, making it the perfect short-term rental investment, vacation retreat, or second home opportunity just minutes from Orlando’s world-famous attractions. Built in 2022, this modern home features an open-concept floor plan designed for entertaining large groups and maximizing vacation rental income potential. The expansive living and dining areas flow seamlessly into a stylish gourmet kitchen with oversized island seating, ample cabinetry, and plenty of space for guests and family gatherings. The home also features a dedicated first-floor game room along with a spacious upstairs loft media and entertainment area, creating multiple spaces for relaxation and fun for guests of all ages. One of the standout features of this property is the beautiful water view backyard with no rear neighbors, offering added privacy and a peaceful resort-style setting. Step outside to enjoy your own private screened-in pool and patio area — the perfect place to unwind after a day at Disney or enjoy Florida’s year-round sunshine. The home showcases beautifully themed bedrooms with classic custom designs that create a memorable vacation experience and elevate the property’s appeal in the short-term rental market. Every detail has been thoughtfully designed to provide both luxury and comfort, making this property highly attractive for vacation guests and large family gatherings. Located within Storey Lake Resort, owners and guests enjoy access to world-class resort amenities, including a resort-style swimming pool, lazy river, water slides, splash pad, fitness center, clubhouse, mini golf, sports courts, kayak rentals, tiki bar, and multiple recreational areas. Storey Lake remains one of Central Florida’s premier vacation resort communities due to its prime location and outstanding amenities. The location is unbeatable — only minutes from Walt Disney World, Disney Springs, Universal Studios, SeaWorld, premium outlet shopping, golf courses, restaurants, and Orlando International Airport. With strong year-round tourism demand and one of the best resort locations in Central Florida, this property offers incredible investment potential and lifestyle value. Whether you are looking for a high-performing income-producing property or a luxury vacation getaway for your family and guests, 2876 Simile Street offers the perfect combination of location, privacy, resort amenities, and vacation home luxury in the heart of Central Florida.

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

Listing Agent: Anna Shi (407-216-1215)

Remarks: Escape to your own slice of paradise with this beautiful corner unit at Margaritaville Resort Orlando. Fully furnished and move-in ready, this home blends modern comfort with a laid-back tropical vibe. Just 10 minutes from Disney, you’ll enjoy the perfect mix of convenience and tranquility. Inside, the open layout is ideal for both relaxing getaways and hosting friends, while the spacious, contemporary kitchen makes cooking and gathering a true pleasure. As part of this sought-after resort community, you’ll have access to incredible amenities including a full-service spa, multiple resort-style pools, on-site dining, and the lively atmosphere that makes Margaritaville so special. Whether you’re searching for a smart investment, a vacation retreat, or a full-time residence, this property offers it all—right in the heart of the magic. Don’t miss the chance to call this tropical haven your own!

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Vanessa Scotland, Pa (407-217-4580)

Remarks: Investment opportunity

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

Listing Agent: Jasmin Iglesias (321-439-7537)

Remarks: Short Sale. Lender Approved ** An exceptional opportunity to own a beautifully pond-view residence in one of Kissimmee’s desirable communities. This lender-approved short sale offers remarkable value without compromising elegance or location. Designed for comfortable Florida living, the home provides inviting spaces ideal for both refined entertaining and everyday relaxation. Whether you're first-time homebuyer or investor, this is your chance to secure a home at an approved short sale Conveniently located near premier shopping, dining, major highways, and world-renowned attractions, this property blends accessibility with lifestyle appeal. With lender approval already secured, this is a rare opportunity to acquire a distinguished home at an attractive price point. Schedule your private showing today and experience the potential this residence has to offer.

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Maria Baez (407-288-5036)

Remarks: Spacious 8-bedroom, 6-bathroom single-family home located in the gated community Windsor at Westside Resort. This two-story home offers a functional layout with an open-concept living and dining area, as well as a well-appointed kitchen featuring granite countertops, stainless steel appliances, and a large island for additional workspace. The main floor includes two bedrooms—one of which is an en-suite with direct access to the pool area—along with an additional full bathroom for convenience.Upstairs, you’ll find a true standout feature: your very own cinema room, designed for movie nights and unforgettable moments. A spacious loft offers even more room to relax and enjoy, along with additional bedrooms including a second and a third en-suite and fun themed rooms. The exterior of the home includes a private pool and spa, covered lanai, and patio area with outdoor seating. The pool area provides ample space for relaxation and recreation. Fully furnished and turn key ready. The Windsor at Westside Resort is a Gated Community with a great Clubhouse for vacationers, and features amenities including a lazy river, splash pool, bar, gym, game room and more. This is a great vacation home, very close to other area attractions. Schedule your visit NOW. Stunning Home.

Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)

Listing Agent: Gabriel Silva Andrada (321-666-0301)

Remarks: Exceptional, stunning Marco mediterranean model property in celebration island’s village build in 2023, offers 3816 square feet’s of very conformable living, 6 bedrooms 4 baths, a rare combination of features that's rare to find in today's market. The open-concept first floor sets the tone with soaring features, abundant natural light, and a chef's kitchen designed to impress. A waterfall-edge island, LPV flooring throughout the first floor, cabinetry, gas range, stainless hood, farmhouse sink, natural lighting elevates the heart of the home. The primary suite is a true retreat, featuring dual sinks, an oversized shower, dual closets with custom built-ins. A fully equipped garage apartment above the 2-car garage offers exceptional flexibility, whether for guests, multigenerational living, or additional rental income. It includes 1 bedroom, 1 full bathroom, a living area, full kitchen, and in-unit laundry. All of this is tucked inside the world-renowned town of Celebration, walking distance to new shops, restaurants, and a K-8 school, celebration high school, with miles of scenic trails, water lakes, pocket parks, community events, a dog park, and just 10 minutes from Walt Disney World. Homes like this don't come around often, look at the 3D VIDEO and Schedule your private showing today.

Listing is courtesy of: PREMIUM REALTY ADVISORS LLC (407-864-2245)

Listing Agent: Hssina Abdaym (407-361-8105)

Remarks: Experience the ultimate Orlando getaway in this beautifully appointed 7-bedroom, 5.5-bath vacation home located in the highly desirable Windsor at Westside Resort, just minutes from Walt Disney World and Central Florida’s top attractions. Designed for comfort, relaxation, and entertaining, this spacious villa is ideal for large families, vacation groups, or short-term rental investment opportunities. The home features an inviting open-concept layout with generous living spaces on both levels, providing plenty of room for everyone to gather and unwind. The upstairs loft offers an additional entertainment area complete with a large TV, comfortable seating, and ample space for movie nights or game days. Step outside to your private west-facing screened lanai where you can enjoy sunny Florida afternoons by the sparkling pool and spa, lounge poolside, or relax under the covered patio while taking in peaceful views. The equipped kitchen includes a breakfast bar, abundant cabinetry, and things needed for meal preparation. Bedroom accommodations include: First-floor primary suite with king bed and private ensuite bath Additional half bath on the main floor Second-floor king suite with ensuite bath Second-floor queen suite with ensuite bath One queen bedroom Two bedrooms with twin beds One bunk room featuring a twin-over-full bunk bed Shared full bathrooms conveniently located between secondary bedrooms All bedrooms include TVs and generous storage space Residents and guests of Windsor at Westside enjoy access to outstanding resort-style amenities, including a lazy river, water slide, resort pool, tiki bar, clubhouse, fitness center, arcade, sports courts, and hot tubs. Conveniently located near Disney World, Universal Studios, SeaWorld, championship golf courses, shopping outlets, dining, and entertainment. Measurements are approximate and should be independently verified. Some furniture has been updated

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

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

Remarks: Welcome to 2956 Salted Rim Road, a stunning 2 bedroom, 2 bathroom cottage located in the heart of Margaritaville Resort! This immaculately kept, highly sought after floorplan, rents extremely well and is just moments away from the theme parks. Fully furnished with Margaritaville's signature furniture package and decor, this cottage offers two primary bedrooms, one downstairs and one upstairs, POLLYWOOD balcony furniture off the upstairs bedroom, BOSE IN CEILING SURROUND SOUND, high end wood look tile throughout, upgraded quartz countertops, wooden stairs, oversized private owners closet, high ceilings, and so much more. Step out onto the spacious back patio to relax in your private oasis, or head upstairs to the balcony to watch the beautiful Florida sunsets. This property can be used as a full time residence, second home, short term or long term rental property. This resort style community features two large swimming pools, multiple restaurants and bars, fitness center, full service spa, lush and tranquil walking trails to all ends of the community, as well as a moments walk to all of the restaurants, bars, shops and entertainment that Sunset Walk has to offer! Low maintenance resort living includes fully maintained grounds, home exterior, lawn care, and 24/7 roaming and manned gated security entrance.

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

Listing Agent: Jenna Palmero (407-697-8727)