Kissimmee Homes For Sale & Real Estate - 3189 homes

Remarks: Perfect as a primary residence, vacation home, or investment opportunity in the gated community of Club Cortile! This well-maintained first-floor 3-bedroom, 2-bathroom condo offers comfort, convenience, and strong rental potential in one of Kissimmee’s desirable resort-style communities. Enjoy a private screened-in balcony with no rear neighbors, creating a peaceful outdoor space to relax and unwind. The unit has been well cared for and features a new AC system installed in 2024, providing added value and peace of mind for future owners. The property is being sold furnished, making it move-in ready or ideal for immediate rental. Club Cortile offers a range of amenities including a community pool, clubhouse, fitness center, playground, and tennis court. Ideally located just minutes from major highways, shopping, dining, and Orlando’s world-famous theme parks, this property offers flexibility for full-time living, a vacation getaway, or an income-producing investment, with both short-term and long-term rental potential. Schedule your private showing today and take advantage of this great opportunity.

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

Listing Agent: Martha L Camargo (321-525-9159)

Remarks: Short Sale. Incredible value on this 4/2.5 with screen enclosure and balcony in guard gated Tapestry. Bedrooms all on the 2nd floor with additional loft space adds to the incredibly spacious home. Stone counters and cabinetry are just some of the custom options.

Listing is courtesy of: YOU HAVE REALTY LLC (407-707-9557)

Listing Agent: Viv Lehman (407-733-4700)

Remarks: One or more photo(s) has been virtually staged. Welcome to 133 Violet Ct in the heart of Kissimmee—a beautifully maintained home built in 2020, offering comfort, functionality, and a highly convenient location. Step inside to an open-concept main floor where the kitchen, dining, and living room seamlessly connect. This spacious layout is perfect for entertaining guests, hosting family gatherings, or simply enjoying everyday life with ease. Natural light fills the space, creating a warm and welcoming atmosphere throughout the first floor. Upstairs, you’ll find all three bedrooms along with a versatile loft area—perfect for a second living room, home office, playroom, or study space. The layout provides both privacy and flexibility to fit a variety of lifestyles and needs. This home also offers valuable peace of mind with a NEWER ROOF AND A/C SYSTEM, giving buyers confidence in the major systems. Even better, the solar panels loan can be assumed or be PAID IN FULL at closing—adding long-term energy efficiency and savings. The LOW HOA also includes internet and cable, helping provide even more monthly savings and convenience. Outside, enjoy a spacious backyard with plenty of room to relax, play, or entertain—an ideal setting for gatherings, pets, or future outdoor upgrades. Located just minutes from dining, shopping, and major attractions, this home combines comfort with convenience, making everyday errands and entertainment easily accessible. Call for your own private tour today!

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

Listing Agent: Nancy Moran (973-495-5535)

Remarks: Under contract-accepting backup offers. STUNNING UPDATED POOL HOME IN KISSIMMEE BAY GOLF COMMUNITY! Exceptional INDOOR/OUTDOOR LIVING with TWO SETS OF EXTRA-LARGE SLIDERS opening to the SALTWATER POOL & SPA! Enjoy breathtaking SUNSET VIEWS overlooking the 15th hole, creating the perfect backdrop for relaxing evenings. Prepare to be impressed by this beautifully upgraded 3-bedroom + office, 2 full bath and 2 half bath home offering 2,834 heated square feet and nearly 4,000 total square feet of exceptional living space. Located in the highly desirable Kissimmee Bay golf community, this home combines luxury updates, spacious living, and incredible entertaining. From the moment you arrive, the NEW PAVER DRIVEWAY (2024), UPDATED LANDSCAPING (2023), fresh EXTERIOR PAINT (2022), and elegant GLASS FRONT DOOR INLAYS (2024) create beautiful curb appeal. Step inside to discover UPDATED WOOD FLOORING (2022-2023), TRAVERTINE FLOORS in the entry, living room, dining room, and kitchen (2023), fresh INTERIOR PAINT (2026), and custom upgrades throughout. The UPDATED KITCHEN (2023) features GRANITE COUNTERTOPS, WOOD CABINETRY, GE convection oven, ZLINE convection microwave and range top, BOSCH dishwasher, updated sink and aerator, under-sink filtration system, and refrigerator replaced in 2021. Washer and dryer are included. The spacious family room showcases a CUSTOM ENTERTAINMENT CENTER with MAPLE CABINETRY and GRANITE COUNTERTOPS added in 2024. A beautiful Venetian dining room light fixture added in 2024. Step outside to your PRIVATE BACKYARD OASIS featuring a FULLY UPDATED SALTWATER POOL. Major pool upgrades completed in 2022 include pool resurfacing, new pool equipment, gas heater, heat pump, and automated pool control system. The outdoor living space is perfect for entertaining with a spectacular OUTDOOR KITCHEN added in 2024 featuring a sink, griddle, and leather-finish quartzite countertops plus REAR AWNING (2023), updated lanai fans (2023), new lanai screens (2022), and OUTDOOR TV (2024). Additional major updates include: • A/C replaced in 2022 • Roof replaced in 2016 with Presidential shingles • Central vacuum system installed in 2023 • 200-amp electrical service • Generator outlet with exterior pad • Oversized 589 sq ft garage. This meticulously maintained home offers the perfect blend of comfort, style, and functionality in one of Central Florida’s most sought-after golf communities. Discover Kissimmee Bay – A True Hidden Gem Kissimmee Bay offers an exceptional lifestyle with built-in value and a strong sense of community. Residents enjoy complimentary irrigation water to keep lawns lush year-round. HOA assessments include high-speed internet and cable TV. Outdoor enthusiasts will love the recreation opportunities. Just outside the community entrance, a scenic bike path stretches 12 miles round-trip toward St. Cloud. The community offers golf, tennis, basketball, and pickleball, plus an active social calendar. Residents also have access to on-site RV, boat, and jet ski storage (for a nominal annual fee), plus direct access to East Lake Tohopekaliga with a convenient boat launch. Neighbors enjoy regular social events including bi-weekly trivia nights and Friday par-three outings. Above all, Kissimmee Bay is known for its welcoming, friendly neighbors who enjoy walking the community and celebrating events together. It’s where lifestyle, value, and connection come together—a true hidden gem in Central Florida.

Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)

Listing Agent: Janet Mcquagge (407-927-7399)

Remarks: Under contract-accepting backup offers. Discover comfort and convenience at Cascades at Kissimmee with this well-maintained 2-bedroom, 1-bath condominium offering approximately 870 square feet of thoughtfully designed living space. The interior features an open, airy floor plan with abundant natural light, a welcoming living and dining area, and a stylish galley kitchen complete with breakfast bar and updated appliances—ideal for both everyday living and entertaining. The generously sized primary bedroom includes a walk-in closet and private access to the renovated full bath. Recent improvements such as fresh interior paint enhance the home’s clean, modern feel. Enjoy outdoor relaxation on the screened balcony, which also provides additional storage, plus the added convenience of an in-unit washer and dryer. Residents enjoy access to community amenities including a swimming pool within view from the balcony, clubhouse, and tranquil pond views. Centrally positioned near major roadways, shopping, restaurants, and entertainment, with easy drives to The Loop, area attractions, and Orlando International Airport. A great option for owner-occupants or investors alike—ready for immediate occupancy. Schedule your private tour today.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Alex Dallos (407-486-8034)

Remarks: Short Sale. Looking for the perfect pool home this summer to beat the Florida heat? Look no further! This spacious 6-bedroom, 3 full-bath home offers over 2,568 square feet of comfortable living space designed for relaxation and entertaining. Step outside to your own private backyard oasis featuring an in-ground pool with a spa/hot tub — perfect for weekend gatherings, family fun, or simply unwinding after a long day. Inside, you’ll find generous living areas, ample bedroom space, and a layout ideal for large families or multi-generational living. Whether you're hosting guests or enjoying quiet evenings at home, this property offers the space and lifestyle you've been searching for. Don’t miss your chance to own this incredible pool home — schedule your private showing today!

Listing is courtesy of: ERIZIA REALTY INVESTMENTS (407-775-6003)

Listing Agent: Realestatejo Louis (407-967-3532)

Remarks: Welcome to this spacious and well-maintained home located in one of Kissimmee’s most desirable short-term rental friendly communities. This property features 5 bedrooms, 3 bathrooms, a bright and open floor plan with generous living and dining spaces, perfect for entertaining guests or enjoying family time. 1) hard floor in 2017 2) new pool water pump in 2019 3) new range in 2022 4) new dishwasher in 2024 5) new water heater in 2024 6) new refrigerator in 2025 7) new AC in 2020 The kitchen offers ample cabinetry, modern appliances, new fridge, and a functional layout that flows seamlessly into the main living area. The home includes comfortable bedrooms with plenty of natural light, while the primary suite provides a relaxing retreat with a private en-suite bathroom. Step outside to enjoy your own private outdoor space—perfect for relaxing after a day at the parks or hosting gatherings. Many homes in this area also feature private pools or patio areas (verify specific property features). Ideally located just minutes from Walt Disney World Resort, as well as shopping, dining, golf, and entertainment. Easy access to major highways makes commuting to Orlando and surrounding areas a breeze. Whether you're looking for a primary residence, vacation home, or investment property, this home offers excellent potential in a high-demand location. Don’t miss this opportunity—schedule your showing today!

Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)

Listing Agent: James Song (407-405-3140)

Remarks: Short Sale. Welcome to Windsor at Westside — Guard-Gated Resort Living at its Finest! This fully furnished, turn-key 7-bedroom, 5.5-bathroom home offers 3,314 sq ft of beautifully appointed living space, perfect for short-term rental income or a luxury vacation retreat. Enjoy an open-concept kitchen with stainless steel appliances and large island, a first-floor primary suite, and a spacious upstairs loft. Step outside to your private south-facing pool with brick pavers, covered patio, and screened lanai. Premium lot with easy access to resort amenities including waterslide pool, lazy river, Tiki bar, fitness center, arcade, and more — all just minutes from Walt Disney World. Fully furnished | Turn-key | STR-friendly | Don't miss this one!

Listing is courtesy of: EXP REALTY LLC (407-674-7777)

Listing Agent: Walter Parraga (407-764-0245)

Remarks: Welcome to this beautifully upgraded home featuring custom shiplap accents, granite countertops, Whirlpool appliances, and a walk in pantry in the kitchen. The cabinetry is finished with custom pulls, and the home includes updated door hardware and custom baseboards throughout for a clean, modern look. This smart home enabled property also offers a hurricane impact garage door for added peace of mind. The primary bedroom includes an electric fireplace, while the primary bathroom features a double vanity and a step-in shower. Additional highlights include an attic with plywood installed for easy access and storage, plus a well-designed split-floor plan that blends comfort and functionality. The community offers excellent amenities, including a clubhouse, pool, playground, and dog park, providing a complete lifestyle experience.

Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)

Listing Agent: Carla Miro (786-897-4081)

Remarks: One or more photo(s) has been virtually staged. Well maintained and MOVE-IN READY, this single-story villa in the Country Cove Villas community of Kissimmee delivers LOW MAINTENANCE LIVING in a convenient location! Major updates have already been taken care of – this home features a NEWER ROOF (2024), UPDATED A/C (2022), and PLUMBING (2022), for added peace of mind from day one. The interior delivers TILE & WOOD LAMINATE FLOORING throughout for easy upkeep and a clean, cohesive look. The OPEN LIVING & DINING areas create a comfortable flow for everyday living and entertaining, while the kitchen offers ample cabinet and counter space, upgraded QUARTZ COUNTERTOPS, and a functional layout that keeps everything within reach. A washer and dryer are also included for added convenience. The PRIMARY SUITE is positioned for privacy and overlooks the backyard, complete with a sliding barn door entry into the en-suite bath. The second bedroom is also spacious and has access to a full hall bath, making it ideal for guests, a home office, or flexible living needs. Enjoy Florida living year-round in the large ENCLOSED LANAI – perfect for relaxing, entertaining, or creating additional living space. This villa also includes two ASSIGNED PARKING spaces for ease and convenience. Residents of Country Cove Villas enjoy access to a COMMUNITY POOL with water views, adding to the appeal of this well-kept neighborhood. Located just off Buenaventura Blvd, you will have quick access to Simpson Rd, Florida Parkway, Osceola Parkway and the Florida Turnpike, with shopping, dining, area lakes, theme parks, and resort attractions all within easy reach. Whether you are a first-time buyer, downsizing, or looking for an investment opportunity, this well-maintained Kissimmee villa is ready and waiting for you to make it yours. Call today to schedule a tour!

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

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

Remarks: A must see!!! Great location!!! No HOA!!! Beautifully maintained property with 3 bedrooms 2 baths with ample room for the growing family, fenced in backyard. Located in a nice established neighborhood near schools, commerce and area recreation. Do not miss the opportunity to own a beautiful home without the rules and regulations of an association. Scheduled your viewing today.

Listing is courtesy of: LATIN CONNECTION REALTY GROUP (407-344-5510)

Listing Agent: Claudia Martinez (407-729-8027)

Remarks: Secure generational wealth with this turnkey Duplex nestled in the heart of booming Poinciana! This two sided matching 3- Bed/2-Bath Duplex with stainless steel appliances, all-tile floors, back yard, wide double driveways and modern open layout with built in low-maintenance design, makes this property ideal for investors and home owners alike. Whether you live in one side and/or rent the other or rent both sides, each unit is equipped with separate utility meters (water, electricity and sewer) and includes Internet and Trash disposal. Residents also have access to all the amenities included with the Association of Poinciana Villages such as an Aquatic Center, Fitness Center, Activity Center, Basketball courts, playgrounds and more). Not to mention the plethora of super markets, restaurants, entertainment, schools (Charter, Private and Public K-12), shopping centers and healthcare facilities (Walmart, Publix, Ulta, Petco, Outback, First Watch, and a brand-new state-of-the-art hospital) just 10-15 minutes away. Poinciana is Central Florida's best kept secret so don't miss the opportunity to lock in the ultimate smart-money move before it's too late! Don't miss out! Realtors please see REALTOR REMARKS.

Listing is courtesy of: MARTZ REALTY LLC (407-433-4965)

Listing Agent: Roxanne Martinez (407-861-1623)

Remarks: Beautiful fully furnished vacation home located in the highly desirable Windsor at Westside Resort. This property offers an open floor plan, private screened pool and spa, and access to world-class community amenities including clubhouse, resort-style pool, fitness center, playground, and sports courts. Zoned for short-term rental, making it ideal for investors or as a second home. Conveniently located near major highways, shopping, dining, and Orlando’s top attractions. HOA includes cable, internet, lawn care, and resort amenities. Buyer to verify all information, including rental restrictions and HOA requirements.

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

Listing Agent: Paula Maestrini (407-728-2666)

Remarks: This is the kind of home multigenerational buyers wait for. Tucked at the end of a quiet cul-de-sac shared with just one other home, 1980 Summer Ct sits on over half an acre and offers a rare setup designed for living together without giving up privacy, comfort, or independence. With two full kitchens, two laundry areas, two separate two-car garages, and three full baths, this property functions beautifully for extended families, in-laws, adult children, long-term guests, or anyone needing flexible living under one roof. A spacious shared living room creates a natural central gathering space, while the home splits into two distinct wings. One side features two bedrooms, two full baths, a full kitchen, its own family room, and access to the oversized screened lanai and fully fenced backyard. The other side offers a spacious primary suite with ensuite bath, a separate family room, a second full kitchen with pantry, and its own attached two-car garage. A paid-off solar system adds even more value from day one, helping keep electric costs down. With no HOA, plenty of room to spread out, and a location near East Lake Toho, Kissimmee Lakefront Park, Shingle Creek Regional Park, Downtown Kissimmee, St. Cloud, and the theme parks, this is a rare opportunity for buyers who need space, flexibility, and a home that truly supports the way modern families live.

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

Listing Agent: Shawn Layton (321-514-8055)

Remarks: Under contract-accepting backup offers. Welcome to 7803 Basnett Circle, one of the most desirable vacation homes in the heart of Windsor Hills Resort — Orlando's premier gated short-term rental community, just minutes from Walt Disney World. This stunning 6-bedroom, 4-bathroom pool home offers 2,812 sq ft of beautifully appointed living space, thoughtfully designed to sleep large groups in comfort and style. The open-concept main floor features a spacious living and dining area perfect for entertaining, a fully equipped kitchen with breakfast nook, a first-floor bedroom with full bath — ideal for guests who prefer single-level living — and a dedicated laundry room for added convenience. Step outside and discover what truly sets this home apart: a private screened pool with an integrated spa, surrounded by a generous covered patio and deck that opens to a wide, unobstructed green view — no rear neighbors, no walls, just open space and natural light. The home's premium lot orientation maximizes sunlight throughout the day, making every afternoon by the pool feel like a resort experience. Upstairs, five additional bedrooms include two master suites, offering the privacy and comfort that today's vacation rental guests expect and remember. Windsor Hills Resort amenities include a clubhouse, resort-style community pool, waterpark, fitness center, game room, tennis courts, and 24-hour gated security — everything your guests need without ever leaving the community. Whether you're looking for a turn-key investment property with proven vacation rental appeal or a private family retreat steps from the magic of Orlando, 7803 Basnett Circle delivers on every level. Offered fully furnished and ready to generate income from day one.

Listing is courtesy of: FLORIDA 360 REALTY LLC (954-325-2625)

Listing Agent: Cristobal Murature Reggiardo (407-433-1933)

Remarks: Under contract-accepting backup offers. 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: Move-in ready four-bedroom, 2.5-bathroom home in the quiet Eagle Lake community. This residence features a thoughtfully designed two-story layout that balances formal and casual living. Upon entry, you are greeted by a formal dining room that flows seamlessly into an expansive open-concept kitchen. The kitchen is a standout, boasting elegant granite countertops, stainless-steel appliances, and ample workspace for meal preparation and entertaining. The primary suite is conveniently located on the ground floor, offering a private retreat with an attached ensuite bathroom featuring dual sinks, a large walk-in closet, a separate standing shower, and a relaxing soaking garden tub. Upstairs, you will find the remaining generously sized bedrooms and a versatile flex space at the top of the stairs—an ideal spot for a reading nook. Conveniently located near major roadways, shopping, dining, and everyday amenities Schedule your showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Discover this spacious 3 bedroom, 2 bathroom home offering 2,164 sq ft of comfortable living space. The home features a well-designed layout with generous living and dining areas that flow into the kitchen, creating a great setup for everyday living and entertaining. The primary suite includes a private bathroom and ample closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to enjoy a screened-in patio with a pool—perfect for relaxing or hosting year-round. Located in a quiet residential neighborhood, this move-in ready home is easy to show and ready for its next owner.

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

Listing Agent: Raul Pino (305-662-1502)

Remarks: Cared for by the current owner for the past 11 years, this lovely villa-style townhome is move-in ready! TOUR THE HOUSE WITH THE VIRTUAL TOUR and WALK THRU VIDEO LINKS. Step inside to discover high ceilings, natural light, and tile flooring throughout the house (no carpet). The layout of the house makes it feel larger than you would expect. A split floorplan provides one bedroom at the front of the house and a full bath, and the primary at the rear of the house. A spacious great room will become your place for relaxing and entertaining, with ample room for your living room furniture as well as a dining room table. The family cook will appreciate the elegant granite countertops and Shaker-style wood cabinets with soft-close doors, as well as the open pass-through to the great room. Step out the sliding glass door to the screened patio to enjoy your morning coffee, or unwind at the end of the day. You’ll also find a storage closet off to the side of the patio. Retreat to the spacious primary suite and delight in the custom walk-in closet, large vanity, and private toilet and tiled shower. The house has a new A/C (2022), fresh paint, and the roof is less than 10 years old. Residents of Pine Island Villas enjoy a care-free lifestyle with exterior landscaping and maintenance included with the reasonable $150/month HOA fee, giving you more time to visit with friendly neighbors at the sparkling pool and cabana just steps away. Plus, the location can’t be beat---with nearby shopping, groceries, restaurants, banks, gym, and public transportation options. Just 30 minutes from the world class theme parks, airport, and downtown Orlando!

Listing is courtesy of: BLOOM HOME GROUP REALTY LLC (407-434-9408)

Listing Agent: Chris Winn (407-970-6776)

Remarks: Welcome to Solivita, an award winning 55+ gated community in Central Florida known for its vibrant, resort-style lifestyle. This stunning 2024 Salina model showcases thoughtfully designed living with high end finishes throughout. From the inviting screened in front porch to the bright, open concept layout, this home is perfect for both everyday living and entertaining. The kitchen features beautiful Corian countertops, soft close cabinetry with pull out shelving, and stainless steel appliances. The living and dining areas flow seamlessly to the screened lanai with upgraded tile flooring creating the perfect space to relax and unwind. Enjoy the convenience of no carpet throughout, along with upgrades like under cabinet lighting, electric blinds, a full house water filtration system, and a laundry room with sink and designer backsplash. Ideally located just a short golf cart ride from the Village Center, you’ll have easy access to dining, entertainment, and year round events. Solivita offers an unmatched lifestyle with championship golf courses, multiple indoor and outdoor pools, state of the art fitness centers with classes, and a wide variety of amenities including tennis, pickleball, baseball field, billiards room, and gardening spaces with classes for residents to enjoy. With over 250 clubs, art studios, on site dining, and live entertainment, there’s truly something for everyone! Enjoy beautifully maintained grounds, 24/7 gated security, and HOA covered fiber optic internet and cable. Just outside the community, Poinciana Plaza offers convenient shopping and dining options. Experience low maintenance living in a home that truly has it all - schedule your private showing today!

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

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