Kissimmee Homes For Sale & Real Estate - 3299 homes

Remarks: Short Sale. Welcome to 511 Kilimanjaro Drive, a 3-bedroom, 2-bath home located in the heart of Poinciana, Florida. This charming single-family residence features an open-concept living area perfect for both entertaining and everyday comfort. The kitchen boasts modern appliances and sleek cabinetry, while the spacious great room offers seamless views of the private, in-ground pool. The home sits on an 8,625 sq. ft. lot with a fenced yard, ideal for outdoor gatherings. Built in 1991, this well-maintained property features a brand-new roof, ensuring peace of mind for future homeowners. Located within 20 miles of Orlando, residents enjoy easy access to world-famous theme parks, shopping centers, and dining options. The area is home to quality schools, parks, golf courses, and recreational facilities, catering to a variety of interests. This move-in-ready home offers the perfect blend of style, comfort, and convenience for Florida living.

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

Listing Agent: Jacinto Romero (321-939-3748)

Remarks: AS -IS exceptional investment opportunity in the heart of Kissimmee! This well-maintained 4-plex offers four spacious 2-bedroom, 2-bathroom units, each designed for comfortable living and strong rental appeal. Every unit includes two dedicated parking spaces, providing added convenience for tenants and increasing property value. The property has been maintained with care, offering investors a solid, income-producing asset with strong occupancy potential. Located in a high-demand rental area close to shopping, dining, schools, major highways, Central Florida attractions, and just a short drive to Lake Nona Medical City and Lake Nona Hospital, this property is ideal for investors seeking steady cash flow and long-term appreciation. The thoughtfully designed floor plans ,functional kitchens, and private living spaces that attract quality tenants. Whether you are looking to expand your real estate portfolio, generate consistent monthly income, or secure a multifamily property with long-term appreciation potential, this 4-plex presents an outstanding opportunity. Multifamily properties in this growing area continue to be in high demand, making this an ideal investment for both seasoned investors and first-time buyers entering the income-property market. Don’t miss the chance to own a versatile and profitable 4-unit property in one of Central Florida’s most desirable and rapidly growing rental locations.

Listing is courtesy of: 365 REALTY, INC. (407-944-1365)

Listing Agent: Vanessa Rivera Laboy (407-766-8093)

Remarks: Completely renovated and move-in ready, this beautifully updated home at 4722 Flagler Beach Way offers modern style, comfort, and exceptional value in the heart of Kissimmee. Over $60,000 was invested in high-quality renovations, transforming the property with contemporary finishes and thoughtful upgrades throughout. The home features a bright and open floor plan with updated flooring, modern lighting, fresh interior finishes, and a fully remodeled kitchen with upgraded cabinetry, premium countertops, stylish backsplash, and stainless steel appliances. The bathrooms have also been tastefully renovated with elegant finishes and spa-inspired details. Perfect as a primary residence, vacation home, or investment property, this home offers a true turnkey opportunity. Conveniently located near major highways, shopping, dining, entertainment, and Central Florida attractions. A rare opportunity to own a completely updated home in a highly desirable Kissimmee location.

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

Listing Agent: Jorge Da Cunha Felix (689-346-4334)

Remarks: NEW ROOF 2025 !!!NEW WATER HEATER !!!NEW AC !!!!Don't miss this opportunity to own this beautiful home. It is an ideal home for 1st time buyers, vacation home or investment home. This beautiful homes features 3 bedrooms, inside laundry room and finish porch. The a/c is new to keep you cool during the summer months. Association includes lawn maintenance, community pool, tennis court, basketball court, bocce court, and clubhouse. This is an amazing hidden gem community, located in Kissimmee, FL. Property is close to major attractions, schools, shopping, and dining. Come see it today !!!

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

Listing Agent: Elmar Clarisse (407-548-7532)

Remarks: Virtually Staged. Seller will contribute up to $5,000 toward the buyer’s closing costs or interest rate buy-down! Welcome to this beautifully updated home located at 2490 Shelby Circle in the desirable Lakeside community! This well-maintained 3-bedroom, 2-bath residence perfectly combines style, functionality, and the Florida lifestyle. From the moment you enter, you’ll appreciate the inviting layout featuring formal living and dining areas, a spacious open-concept family room, and a beautifully remodeled kitchen designed for both everyday living and entertaining. The upgraded kitchen features elegant quartz countertops, stainless steel appliances, decorative backsplash, recessed lighting, and ample cabinet and counter space. Beautiful ceramic tile flooring installed throughout the home in 2018 adds durability and modern appeal. The spacious primary suite offers a fully remodeled bathroom with dual sinks, an oversized shower with glass enclosure, and updated finishes creating a relaxing retreat. Both bathrooms have been tastefully remodeled. Enjoy outdoor living year-round in the covered lanai and paved patio area, perfect for gatherings and entertaining, all overlooking the newly fenced backyard for added privacy. Additional major upgrades include new windows and sliding glass doors replaced in 2024. Residents of Lakeside enjoy fantastic community amenities including tennis courts, basketball courts, playgrounds, and scenic outdoor spaces. Conveniently located just minutes from the Florida Turnpike and SR-417, providing easy access to Orlando, Lake Nona Medical City, Orlando International Airport, world-famous attractions, shopping, dining, golf courses, parks, sports complexes, and entertainment. Roof 2018, Water heater 2022. Low HOA fee of only $300 annually! Whether you’re a first-time homebuyer, growing family, or investor, this exceptional property offers the perfect blend of comfort, convenience, and location. Don’t miss the opportunity to make this beautiful home yours!

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Betsy Breton-Garcia, Pa (407-580-5350)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom townhome located in the desirable Compass Bay community, just minutes from Walt Disney World, shopping, dining, and major highways. Built in 2018, this spacious residence offers a functional open floor plan with a modern kitchen featuring cabinetry, granite countertops, and stainless steel appliances, seamlessly connecting to the living and dining areas, perfect for entertaining or everyday living. The property features a private patio area, ideal for relaxing after a long day, and generous bedroom sizes, including a comfortable primary suite. Compass Bay is a sought-after community that allows both short-term and long-term rentals, making this home an excellent opportunity for investors, vacation home buyers, or primary residents. PS: The property is being offered fully furnished Residents enjoy access to community amenities including a pool, playground, and well-maintained common areas. With low HOA fees and a prime location in the heart of Kissimmee’s tourism corridor, this property offers both convenience and flexibility. Don’t miss this opportunity to own in a highly desirable short-term rental–friendly community. Schedule your private showing today.

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

Listing Agent: Ana Gazzara (321-682-9775)

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: Location! Location! Location! This highly desirable storvey lake in a prime location, conveniently close to ALL theme parks and shopping. Offering 8 bedrooms and 5 FULL bathrooms, this spacious and thoughtfully designed home is perfectly suited for large families, multi generational stays, or great for investors seeking a strong short term rental opportunity in Orlando! The first floor welcomes you with inviting foyer and full bedroom! Kitchen has a large breakfast bar, and a generous pantry, all opening seamlessly to the dining area and great room. Sliding glass doors lead to a covered patio and screened in private pool and spa with a quiet back yard! creating a true indoor outdoor living experience. The main level Has TWO bedrooms, and a large themed game room for your family. Upstairs, a spacious loft media area provides additional themed space, and a laundry area. The second level features the remaining bedrooms and bathrooms, offering plenty of room and privacy for guests. The layout is well balanced, functional, and designed to accommodate large groups comfortably. Storey Lake Resort is known for its outstanding amenities, including a resort style clubhouse, fitness center, water park with slides and lazy river, sports courts, playgrounds, and more. Located just minutes from Walt Disney World, Universal Studios, SeaWorld, shopping, dining, and entertainment, this home delivers both lifestyle and location. This is a turn key vacation home or a Great rental history! Price for sell!!!

Listing is courtesy of: RC GROUP REALTY LLC (407-492-6778)

Listing Agent: Erika Gao (407-808-6966)

Remarks: Beautiful 4 bedrooms 2 story excellent condition. Wood burning brick fire place close to shopping..traveling.. new roof 2023.. new air condition 2024 , plenty of space for everyday living and entertaining. This inviting residence features spacious living areas, attractive flooring throughout, and thoughtful details that create a warm and welcoming atmosphere. The kitchen offers ample cabinet and counter space along with essential appliances, making meal preparation easy and functional. Generous bedrooms provide comfort for family and guests, while ceiling fans throughout the home add to the overall comfort. Enjoy additional living space you can build a pool .enclose room or just enjoy the fruit trees —perfect space for relaxing, entertaining, the property features a private fenced backyard ideal for gatherings, pets, or enjoying the Florida sunshine. A spacious driveway and attached garage provide plenty of parking and storage options. Conveniently located near major highways, shopping, restaurants, schools, medical facilities, Orlando International Airport, and world-famous attractions, this home combines location, functionality, and value in one exceptional opportunity.er softener many fruit trees..

Listing is courtesy of: FLORIDA BUYERS REALTY, LLC (407-285-2831)

Listing Agent: Juliet Thelwell-Romney (407-285-2831)

Remarks: Fully furnished home in a prime Orlando location, perfect for vacation rentals. Located just steps from the pool and community amenities, this property features ceiling fans, window treatments, TVs in every room, granite countertops in both bathrooms, upgraded kitchen cabinets, stainless steel oven and microwave, bar seating, and granite countertops in the kitchen. Relax on the screened-in rear patio. Community amenities include a lazy river, multiple pools including the Oasis Pool, hot and warm spas, fountains, fitness center, game room, splash pad, interactive water features, sports courts (volleyball, tennis, basketball, bocce), ping pong, pool tables, batting cages, playground, business center, owner services, EV chargers, poolside cabanas, charcoal grills, and more.

Listing is courtesy of: JUPITER PROPERTIES, INC (386-547-6161)

Listing Agent: Nancy Conde (407-486-6611)

Remarks: Welcome to this beautifully updated 3 bed/3bth condo, offering both comfort and modern style. This Spacious Condo offers stunning wood flooring throughout, creating a warm and cohesive living space. The kitchen has been thoughtfully updated, Making it perfect for both everyday living and entertaining. All bathrooms have also been tastefully renovated providing a fresh and modern feel. With a well-designed layout, generous living areas, and stylish upgrades throughout, this condo is truly move-in- ready. Whether you are looking for a primary residence or an investment opportunity, this home offers exceptional value and convenience. The Images community includes great amenities such as tennis courts, playground, clubhouse with fitness room, and community pool to keep you entertained. This community is conveniently located close to the theme parks, Disney Springs, and the Premium Outlet, and easy access to I-4, Osceola Pkwy, and 417 toward the Orlando International airport! Schedule your showing today!

Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)

Listing Agent: Faneeza Mohamed (321-438-7843)

Remarks: Rare Opportunity remodeled Block Home with Superior Efficiency. Major Upgrades: New roof (2020), High-efficiency AC (2022) with 10-year warranty, and Energy Star appliances. Real wood cabinets, Brazilian granite, and brand-new fixtures. LifeProof vinyl plank flooring, fresh paint, and designer LED lighting throughout. Location: Rapidly growing area with low property taxes. Move-in ready with every detail thoughtfully upgraded for luxury and efficiency.

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

Listing Agent: Anthony Medina (863-242-9847)

Remarks: Furnished 4-Bedroom Pool Home Ideally located approximately 10 minutes from Disney. This beautifully maintained home offers the perfect opportunity to own your own Florida retreat; whether as a second home, vacation rental, or primary residence. Lovingly cared for and used exclusively as the owners’ private second home since 2022. Positioned on a spacious CORNER LOT in an established, peaceful neighborhood, this property offers a unique sense of privacy with no home directly in front or on the right side. A beautiful mature oak tree provides welcome shade over the driveway, while the SOUTH-FACING POOL area creates the perfect setting to relax after a day enjoying the nearby parks, golf, shopping, or dining. Approximately two years ago, the entire POOL WAS RESURFACED and updated with NEW TILE & LIGHTING. The POOL EQUIPMENT was replaced in 2026. TILE FLOORING runs throughout all living areas, and LUXURY VINYL PLANK FLOORING was installed in all bedrooms just 3 months ago. FRESH INTERIOR PAINT and exterior pressure washing create a clean, move-in ready feel. The kitchen features GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, TILED BACKSPLASH, and a CUSTOM VENTED EXHAUST system, a rare feature in many homes of this style. Additional upgrades include a NEW ROOF (2018), HOT WATER HEATER (2019), ELECTRICAL PANAL (2025), and DISHWASHER (2025). For comfort and efficiency, the home includes both central A/C and an ENERGY-EFFICIENT mini-split system in the living area, helping reduce energy costs. Outdoor living is enhanced by a vinyl PRIVACY FENCE, security cameras and lighting, and an EPOXY FINISHED GARAGE FLOOR. Smart home technology allows you to conveniently control lighting, cameras, and A/C directly from your phone. With a low HOA fee and an ideal location close to Disney, shopping, dining, entertainment, and major roadways, this property offers the best of Florida living, easy to enjoy as your personal getaway while also offering excellent flexibility for future use.

Listing is courtesy of: REALTY HUB (407-900-1001)

Listing Agent: Lynda Cologero (407-346-7231)

Remarks: Under contract-accepting backup offers. Tile roof. Direct lakefront. Screened pool. Behind the gates at Villa Sol. The home sits on the water side of an interior street, with a tropical front yard layered in palms and ferns. Double glass doors open into a volume-ceiling great room where arched passageways and a wall of glass pull your eye straight back to the lake. The layout is built around the view. A formal living room with French doors opens to the lanai. The dining room sits beside it with its own water sightline. The kitchen flows into a second living area anchored by a stacked-stone corner fireplace and bay windows over the breakfast nook. Granite counters, stone tile backsplash, stainless appliances including an inductive stove, rich wood cabinetry, and a large peninsula with a breakfast bar. The primary suite occupies its own wing at the back of the home. Vaulted ceiling, hardwood floors, French doors to the pool, two walk-in closets built out with custom shelving. The ensuite has a soaking tub set into a bay window, frameless glass walk-in shower, dual sinks, and a separate vanity station. Three secondary bedrooms sit on the opposite side, one positioned directly on the water. Outside is where this property earns its keep. The spacious covered lanai overlooks the screened in pool and water views beyond. The perfect place to relax. No rear neighbors. Just sky, water, and trees. Villa Sol is a gated Mediterranean community on East Lake Toho with a resort clubhouse, fitness center, community pool, tennis and basketball courts, walking trails, and a private lake boat ramp. HOA includes cable, internet, and lawn care. 30 minutes from Disney, close to Lake Nona and Medical City, under 15 to OIA, with quick access to the Turnpike and 417.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Brad Young (407-897-5400)

Remarks: ASK ABOUT THE CLOSING COSTS AND DOWN PAYMENT ASSISTENCE THIS PROPERTY QUALIFIES FOR!!!Welcome to 2305 Jessica Ln, Kissimmee, FL 34744 — a beautiful 4-bedroom, 2-bath pool home offering over 1,800 sq. ft. of comfortable living space! Featuring paid-off solar panels, this home combines energy efficiency with everyday comfort. Inside, you’ll find a desirable split floor plan, a formal dining room perfect for entertaining, and a spacious family room designed for relaxing gatherings. The primary bedroom features elegant hardwood floors, adding warmth and character to the space. Step outside and enjoy your private screened-in pool enclosure, perfect for relaxing, entertaining, and enjoying Florida living year-round. Situated on a corner lot, this property offers added privacy and curb appeal. Conveniently located near major travel routes, shopping, dining, and local attractions, this home offers the perfect blend of comfort, convenience, and style. Don’t miss your chance to own this incredible home in the heart of Kissimmee!

Listing is courtesy of: BROKER HUB REALTY GROUP LLC (219-730-8364)

Listing Agent: Lina Torres (219-730-8364)

Remarks: FULLY FURNISHED * TURNKEY RESORT HOME * PRIVATE HEATED POOL & SPA * GAME ROOM * UPSTAIRS LOFT / MEDIA AREA * 8 BEDROOMS + 6.5 BATHS * SHORT-TERM RENTAL FRIENDLY * MINUTES FROM DISNEY! Located in the highly desirable ENCORE RESORT AT REUNION, this spacious home offers an open floor plan with bright living and dining areas, a modern kitchen with GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, abundant cabinetry, and a large island with seating. The FIRST FLOOR features the PRIMARY BEDROOM and one additional bedroom on the main level. Upstairs offers a generous LOFT / MEDIA AREA, multiple guest bedrooms, and well-sized suites designed for comfort and privacy. Enjoy Florida living with a PRIVATE HEATED POOL & SPA, covered patio, outdoor dining area, and a private backyard setting. ENCORE RESORT AT REUNION offers a GATED ENTRANCE, clubhouse, water park, resort-style pools, fitness center, sports courts, restaurant, lounge areas, shuttle service, and more. Ideal as a VACATION HOME, SECOND HOME, or SHORT-TERM RENTAL INVESTMENT PROPERTY in one of Central Florida’s most popular resort communities.

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

Listing Agent: Karen Ferrin Bueno (407-300-9120)

Remarks: Amazing location and contemporary architecture! For the first time on the market by its original owners, this residence is exceptionally well maintained, as it has been used exclusively as a family vacation home and has never been rented short term. Beautiful and spacious with an open floor plan, this home offers four bedrooms and four baths, and it’s strategically in the gated community of Magic Village Yards. This turnkey home features an open floor plan with high ceilings, a gourmet kitchen with an oversized island and breakfast nook, and a first floor and another on the second floor, primary bedroom suite. Three additional en-suite bedrooms are upstairs, offering comfort and privacy for all guests. Ideally just minutes away from Disney, top attractions, exceptional dining and shopping, this residence is ideal for a vacation home or a high-performing future short-term rental investment. Short-term rental is allowed. Schedule your showing today.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Carolina Medeiros (305-753-1943)

Remarks: Don't miss this beautiful two-story home in the centrally located gated community of Tapestry. Upon entering you will be welcomed by a modern open floor plan. The combination of the living/dining/kitchen space is ideal for gatherings and entertainment. The chef in the family can cook, enjoy a glass of wine and have guests gather around the kitchen island. You will appreciate all bedrooms on the second level, offering additional privacy. A spacious loft on the second level creates additional flex space for movie night, game room or office. The primary suite offers a walk-in closet and an en-suite bath with walk-in shower and private commode. What a perfect place to unwind at the end of a long day of work or play! You can relax in the comfort of the screened enclosed back porch while enjoying your morning cup of coffee or an evening libation! Tapestry is a 24-hour manned gated community offering high security, but there are plenty of amenities for everyone in the family including a resort-style pool, gym, activity room, playground, dog park, scenic walking trails, and much more. This location will give you easy access to shopping, dining, area major theme parks, and major roads (Osceola Pkwy, 417, FL Turnpike). This property is a must see!!!

Listing is courtesy of: COLDWELL BANKER SOLOMON (407-348-3322)

Listing Agent: Michael Solomon (407-873-1372)

Remarks: Built in 2021, this 4/2 home features an open floor plan with spacious living and dining areas. The kitchen is equipped with stainless steel appliances, granite countertops, and ample cabinet storage. Neutral finishes throughout create a clean, move-in ready feel. Easy to show!

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

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

Remarks: Under contract-accepting backup offers. This beautiful and spacious two-story home features 4 bedrooms on the second level, plus a versatile bonus room on the first floor, ideal for a fifth bedroom, office, or den. From the first floor, you’ll be awed by the approximately 25-foot soaring ceiling, creating an open and airy feel that is not commonly found in many homes in the area. First floor has beautiful Italian ceramic tiles throughout and continues up the staircase, this home also features a formal living room, combined dining and family room, a separate laundry room, and a two-car garage, The master bath features a garden tub, separate shower, and dual sinks. Second floor has brand new carpet in all upstairs bedrooms and loft. This home is designed for comfort and style. Enjoy a private fenced backyard perfect for entertaining. Roof is about a year old. Must see to appreciate.

Listing is courtesy of: ZARZUELA REALTY, LLC (855-577-4549)

Listing Agent: Usladys Zarzuela (863-258-4618)