Kissimmee Single Family Homes For Sale - 2087 homes

Remarks: Welcome to a premium turnkey short-term rental investment at 2729 Bookmark Drive, Kissimmee, located within the highly desirable Cove at Story Lake community. This fully furnished vacation home is the perfect blend of luxury, comfort, and income-producing potential in one of Central Florida’s most sought-after resort destinations. Designed for both investors and vacation homeowners, this exceptional property features spacious open-concept living areas, modern finishes, a fully equipped gourmet kitchen, beautifully decorated bedrooms, and a private screened pool area ideal for relaxation and entertainment. Every detail has been carefully curated to maximize guest experience, repeat bookings, and strong rental performance from day one. Residents and guests enjoy access to world-class resort-style amenities including multiple pools, lazy river, waterslides, splash pad, fitness center, mini golf, tiki bar, sports courts, and an impressive clubhouse experience that keeps visitors coming back year after year. Perfectly positioned just minutes from Walt Disney World, Universal Orlando, SeaWorld, premium shopping, dining, and Orlando International Airport, this property unmatched convenience and high demand within the thriving short-term rental market. Whether you are seeking passive income, portfolio expansion, or a luxury second home, this turnkey opportunity delivers exceptional value, prime location, and outstanding ROI potential in the heart of Central Florida.

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

Listing Agent: Paola Castellano (407-452-2732)

Remarks: Under Construction. Kindred presents the Robie. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor includes a well-appointed kitchen with sleek stainless-steel appliances overlooking the living and dining area. Just off the living room you will find bedroom two and a full bathroom. As you move upstairs you are greeted with a nice sized living space to utilize for work or play. Bedroom one is located just off the loft space and includes a spacious walk-in closet and an en suite bathroom with a double vanity. Three additional bedrooms share a second upstairs bathroom and linen closet. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Kindred, the Robie includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: Spacious single family home in quiet community! New Kitchen with granite counter top/Family room Combo, separate living room and formal dining space with ceramic tile, New Metal Roof, New Front Door, generous size backyard with no rear neighbors and close to conservation area. 2 Car attached garage and real walk in closet in master bedroom. Indoor laundry with appliances included

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

Listing Agent: Paola Almonte (407-968-7511)

Remarks: Welcome to 4443 Shiva Loop, Kissimmee, FL 34746, a beautifully designed home offering comfort, style, and strong investment potential. Whether used as a primary residence, vacation home, or short-term rental, this property is a great opportunity in a highly desirable location. The home features an open and bright floor plan with high ceilings, modern finishes, and spacious living areas throughout. It includes well-designed bedrooms, a functional kitchen ideal for entertaining, and seamless indoor-outdoor flow. Conveniently located near shopping, dining, major highways, and Central Florida attractions, including Disney and Orlando International Airport. Buyer must check everything at their own due diligence.

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

Listing Agent: Fernanda Heidtmann Nobre (407-433-4838)

Remarks: CORNER LOT!! PRICE IMPROVEMENT BEAUTIFUL and recently renovated, FULLY FURNISHED Vacation property, with 9 bedrooms, 8.5 bathrooms SLEEPS 16+! Amazing investment opportunity, healthy CAP Rates, and calendar very high occupancy rates at the time. The open-concept living area features a large dining area, plenty of seating, and great pool views The home is built on an oversized lot, with fences and hedges all around. The downstairs master retreat is spacious and offers access to the pool and its private bathroom. The garage has been turned into a game room. Upstairs you will find a loft with a pool table and TV. Seven more bedrooms provide plenty of room for guests. The Encore at Reunion Resort includes a spectacular clubhouse, an award-winning restaurant, a Water Park, a full-service spa, two playgrounds, a state-of-the-art gym, and basketball, volleyball & tennis courts. The HOA fee covers 24-hour gated entrances & roaming security, trash pickup, & an annual exterior house cleaning. A concierge desk is available at the clubhouse to assist with booking tickets, meals, airline check-ins, resort-provided shuttles to parks, & more. Enjoy being minutes away from three golf courses and in the heart of attractions, shopping, dining, and more.

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

Listing Agent: Juan Delgado (407-744-4469)

Remarks: Beautifully Maintained 4-Bedroom Home Near Orlando – Move-In Ready! Experience nearly new living in this beautifully maintained four-bedroom, two-bathroom home, thoughtfully designed with comfort and style in mind. The open-concept layout seamlessly connects the kitchen, dining, and living areas—perfect for everyday living and entertaining. The modern kitchen features granite countertops, 42-inch cabinets, and well-maintained appliances, offering both functionality and elegance. The spacious master suite serves as a true retreat, complete with a luxurious ensuite bathroom featuring a separate soaking tub, walk-in shower, and two generous walk-in closets. Built just a few years ago, this home includes a recently installed roof and HVAC system (within the past three years), providing peace of mind and long-term value. Enjoy all the benefits of new construction—without the cost or the wait. Nestled in a friendly, welcoming community, the home is ideally located: 30–35 minutes to Disney World, 15–20 minutes to I-4, 40–45 minutes to Orlando International Airport. This exceptional property is priced for a swift sale—don’t miss your chance to own a like-new home in a prime Central Florida location!

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Delaindse Leon (407-791-7595)

Remarks: Welcome to this warm and inviting turn key home. This amazing home is less than 2 years old complete with 4 bedrooms and 2 bathrooms, smart home with ring camera, insulated double pane windows and windows treatment. The heart of the home has a center Island with All stainless steel appliances overlooks the dining and family room ideal for entertaining your guest. Laundry room comes with washer and dryer and as a bonus seller is leaving a brand new water softener system just installed. The owner suite features a large bedroom connected to a spa-inspired bathroom with his and her sink and very large walk-in closet, with three additional bedrooms provide ample space for a growing family. Sliding glass door open to a private rear Patio and backyard- perfect for enjoying the Florida lifestyle. This property is situated just minutes away from world famous Disney world parks, sea world and universal studio, This home offers unparalleled convenience and appeal. make this your home today.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Delip Ramgadoo (407-460-4337)

Remarks: Beautifully maintained and fully furnished, this exceptional home features a south-facing, heated private pool with a screen-enclosed lanai and covered outdoor living area—perfect for year-round enjoyment. Located in the highly sought-after Eagle Pointe community, the property offers no rear neighbors, a tranquil conservation view, and low HOA fees. Zoned for both short-term and long-term rentals, this versatile Kennedy model is ideal as a primary residence, vacation getaway, or investment property. The home is tiled throughout and offers a well-designed split floor plan that provides flexibility and privacy. Two dining areas enhance the home’s entertaining appeal, including a formal dining space and a breakfast nook within the spacious kitchen. The primary suite overlooks a peaceful wooded view and features a generous en-suite bathroom with dual vanities, a soaking tub, separate water closet, and a large walk-in closet. A second twin bedroom has a view over the pool area. Two additional bedrooms and a full bathroom are located at the front of the home, offering comfort and privacy for guests or family members. All bedrooms have built in wardrobes. Major updates include a roof replacement in 2016, a new water heater in 2024, and a well-maintained A/C system serviced annually. Conveniently located near Disney and just two miles from the SunRail station, this home offers easy access to Central Florida attractions and effortless commuting to Downtown Orlando and Winter Park. Two schools are within walking distance; Mater Palms Academy & Knights Point K8.

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

Listing Agent: Alexandra Schmidt (407-350-9365)

Remarks: Under contract-accepting backup offers. UPDATE: Seller will replace roof prior to closing. Welcome to this charming 3-bedroom, 2-bathroom home featuring numerous updates and a functional, inviting layout. Enjoy freshly painted interiors, a newly stained driveway, and a refinished concrete garage floor that add to the home’s appeal and value. Inside, you’ll find a separate dining room, a spacious living room, and a cozy family room — perfect for everyday living and entertaining. The kitchen boasts elegant granite marble countertops and abundant cabinetry, offering both style and practicality. Step outside to your PRIVATE screened-in lanai with a beautifully stained patio floor — ideal for relaxing or hosting gatherings with family and friends. Conveniently located near shopping, restaurants, and schools, this home combines comfort, style, and convenience in one great package.

Listing is courtesy of: TRIPLE S REALTY (407-690-4727)

Listing Agent: Shanti Stewart (407-690-4727)

Remarks: Welcome to this well-maintained Eastham II floor plan located in the gated community of Storey Lake. This 4-bedroom residence offers a functional split-bedroom layout with spacious living areas and multiple full bathrooms designed for privacy and convenience. The main living area features an open-concept kitchen, dining, and living room combination with abundant natural light. The kitchen includes professionally painted cabinetry with soft-close upgrades, stainless steel appliances, a custom pantry, granite countertops, and a large quartz center island with seating for up to 4 people. The adjacent dining area offers flexible use as a formal dining space, home office, or additional living area. The primary suite is privately positioned toward the rear of the home and features luxury vinyl flooring, a tray ceiling, walk-in closet, and an en-suite bathroom with dual vanities, garden tub, and separate walk-in shower. A secondary access point to the laundry room adds practical functionality. Outdoor features include a covered patio area overlooking a fenced backyard with no rear neighbors. The extended brick paver patio includes a motorized retractable awning and vertical screen, providing additional usable outdoor living space. Please note, there is no screened patio/enclosure. Additional features include a 2-car garage with ceiling-mounted storage, whole-house water filtration system, and HVAC updates, with the interior unit replaced in 2023 and exterior unit replaced in 2020. Storey Lake offers gated access and community amenities including a pool, fitness center, parks, and recreational areas. The property is conveniently located near major highways, shopping, dining, and Central Florida attractions.

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

Listing Agent: Jose Santana Feliciano (407-760-9090)

Remarks: Welcome to one of the few true pond-view homes in the highly desirable Knightsbridge community in Kissimmee — a rare opportunity to own a premium corner lot with peaceful water views and no rear neighbors. Built for both comfort and lifestyle, this beautifully designed single-story home offers 4 bedrooms, 2 bathrooms, and a bright open-concept layout perfect for everyday living or entertaining. From the moment you enter, you’re welcomed by a spacious hallway leading into an expansive living, dining, and kitchen area filled with natural light and stunning lake views. The modern kitchen features quartz countertops, stainless steel appliances, a large center island, ample cabinetry, and a walk-in pantry — all seamlessly connected to the main living spaces. The owner’s suite is privately positioned at the rear of the home, allowing you to wake up to serene water views every morning. The suite also includes a spacious walk-in closet, dual vanities, and a glass-enclosed shower. One of the biggest highlights of this property is the backyard experience. Enjoy relaxing sunsets overlooking the lake from your covered patio, creating the perfect Florida outdoor lifestyle. Located inside Knightsbridge, residents enjoy a peaceful and secure community atmosphere with amenities including a resort-style pool, cabana, walking trails, volleyball court, playground, and high-speed internet included in the HOA. Another major advantage is the brand-new K-8 school located practically inside the community, bringing exceptional convenience for families and adding long-term value to the neighborhood. Additionally, the highly regarded Mater Palms Academy charter public school is located just minutes away. Conveniently located near shopping, dining, major highways, hospitals, theme parks, and Orlando’s top attractions, this home combines privacy, exclusivity, location, and lifestyle in one exceptional opportunity. Lake-view lots in Knightsbridge are extremely limited — don’t miss the chance to own one of the community’s most desirable locations.

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

Listing Agent: Ciro Noccioli Monteiro Alves (321-442-9680)

Remarks: **PRICE IMPROVEMENT** Welcome to your opportunity to own an immaculate luxury home. It is perfect for use as a primary residence, vacation retreat, or income-producing investment. This open-concept, fully furnished, designer-decorated home is truly move-in ready and ideal for both short- and long-term rentals. The spacious kitchen features 42” cabinetry, granite countertops, an oversized island, and stainless-steel appliances, including a newer refrigerator (December 2023). The kitchen, dining, and family room flow seamlessly together and overlook the covered lanai, expansive pool and spa, and a beautifully landscaped, private fenced backyard. Complete with lighting and plenty of green space. With no front or rear neighbors, enjoy peaceful surroundings and stunning sunset views. Located on a quiet area in the community with convenient access through the rear gate, this home offers both privacy and ease of entry. Seven mounted TVs are included. A first-floor bedroom with adjacent full bath is ideal for guests or multi-generational living. Upstairs, you’ll find four additional bedrooms—two themed rooms (two with balconies!)—and a luxurious primary suite featuring a walk-in closet and spa-like ensuite with double vanities and a dual shower. The second-floor loft provides a game area complete with a mounted console, while a private office is tucked away for quiet productivity. The garage has been converted into a game room, with the option to easily convert it back to a two-car garage. Enjoy low-maintenance living with HOA-included lawn care, pest control, internet, cable, phone, and more. Ownership also includes access to the Encore Clubhouse amenities, featuring a 10-acre water park, beach-entry pool, fitness center, basketball and tennis courts, and on-site dining. Recent upgrades include a newer pool heater (February 2023) and AC compressor (November 2022). All 2026 rental bookings convey to the new owner, along with a proven history of 5-star guest reviews. Located within the premier gated Encore at Reunion West community—roughly 10 minutes from Disney and close to shopping, golf, dining, and major roadways including 192, 429, and I-4—this exceptional home truly offers resort-style living every day. Buyer to verify all information, measurements, and details deemed important.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Chase Mckeel (407-538-1094)

Remarks: Completely Remodeled Split Tri-Level Home with Income Potential – No HOA | No CDD – Prime Kissimmee Location This beautifully remodeled split tri-level home in Kissimmee offers exceptional versatility, modern upgrades, and strong income potential with no HOA and no CDD. The property includes a private mother-in-law suite plus an additional independent 1-bedroom, 1-bath unit with its own private entrance, making it ideal for owner-occupants or investors seeking rental income. The home has been extensively updated, including a new roof (2021), A/C unit approximately 3 years old, water heater approximately 3 years old, new plumbing (2022), and an updated electrical system with new panels and underground wiring installed approximately 3 years ago, offering peace of mind for years to come. The main home features 3 bedrooms, 3 full bathrooms, and an additional bonus room, providing plenty of space for family or home office.Interior features include porcelain tile throughout, a fully remodeled kitchen and bathrooms, and a luxury kitchen equipped with modern appliances. Each in-law unit features its own full bathroom and kitchen, providing privacy and comfort for tenants or extended family. Relax on the front balcony with open views, or enjoy the water view from the backyard balcony. The location is exceptional, with major commercial development directly across the street and a new commercial plaza currently under construction. Shopping centers, restaurants, movie theaters, and entertainment are just minutes away. This is a rare opportunity to live in the main home while generating additional income, all in a high-demand Kissimmee location without HOA or CDD restrictions

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

Listing Agent: Yanira Suarez (407-751-4043)

Remarks: TURN KEY RENTAL HOME!! Feast your eyes on this beautiful 10-bedroom THEMED mansion in beautiful SOLARA resort!! Tastefully decorated and well maintained by current owners! This home has proven rental history and has already been fully optimized to standout in the rental market with multiple THEMED ROOMS including an incredible WRECK-IT RALPH ARCADE THEMED GARAGE conversion complete with a mini split AC unit so the garage can be used even in the hotter times of the year!! In addition to the garage arcade, this home has multiple themed rooms including HARRY POTTER, MICKEY MOUSE, STAR WARS, FROZEN, & MINIONS! It’s no surprise that this home is already a TOP PRODUCER from a rental standpoint! This fully furnished home is ready for a new owner. SOLARA RESORT checks every box from an amenity standpoint with a zero-entry pool, Flow Rider surf simulator, water slides, poolside cabanas, bar and grill, on-site café, state-of-the-art fitness center, yoga lawn, splash zone, playground, marketplace, basketball court, soccer field, and volleyball! Location is excellent being less than 15 minutes from Walt Disney World and with easy access to I-4, US-192, and US-27, the home offers unmatched convenience to Orlando’s top attractions, restaurants, and shopping destinations. This fully furnished home is truly TURNKEY as the association takes care of all the general maintenance of the exterior. This home has been geared up to standout in the short-term rental market and will hit the ground running for the new owner! Don't miss your chance and start making memories that will last a lifetime!! Make this you primary, second home, or investment property as this home comes with future bookings as well!

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

Listing Agent: Brandon Ramirez (407-489-0159)

Remarks: Spacious - UPDATED 3-bedroom, 2-bathroom home with freshly painted interior and exterior. The home boasts new luxury vinyl flooring in all bedrooms, dining room, and living room, complemented by ceramic tile throughout the remaining areas. The primary suite offers a large walk-in closet plus a secondary closet for added storage. Its ensuite bathroom features a jetted jacuzzi tub, dual sinks, and a separate walk-in shower. A generous family room flows seamlessly into the large kitchen, perfect for entertaining. Step outside to a large back porch overlooking an oversized yard. Conveniently located near new shopping centers with Sprouts, Crunch Fitness, TJ Maxx, Ross, Walmart, restaurants, and more. Easy access to a major highway just a few miles away.

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

Listing Agent: Mark Peters (407-552-1499)

Remarks: Come check out YOUR new home with a NEW METAL ROOF! A charming Home in the HEART of Kissimmee. This three bedroom has so much character and a beautiful fully remodeled kitchen made for gathering. All new laminate flooring in common areas make this modern home look fresh and clean. The enclosed back porch adds square footage as well as any Baker’s dream with a baking area that includes a double oven. The garage features a separate storage room with a washer and dryer. The large backyard provides a lot of space for entertainment and/or privacy. Make your appointment today to come check it out.

Listing is courtesy of: THE PROPERTY PROS REAL ESTATE, INC (407-879-7591)

Listing Agent: Rey Andrade (863-669-8767)

Remarks: Experience Resort-Style Living at Reunion! Whether choosing to use this as your own home, vacation home, or investment property, the opportunity is there! This versatile Verona floor plan is fully furnished and move-in ready. This stunning home offers 5-bedrooms, 3.5-baths. It features an open-concept layout with 9-ft ceilings, the home includes a first-floor primary suite, a spacious bonus loft, and a versatile entertainment room. The kitchen boasts quartz countertops, 42” upper-wood cabinets, and stainless steel Whirlpool® appliances. Upstairs, you’ll find four additional bedrooms, two full bathrooms, and a generous loft area that’s perfect as a second living space—a great spot for kids to hang out, play games, or enjoy movie nights. Additional highlights include a covered front porch and patio, Wi-Fi-enabled garage, and professional front landscaping. Located in Reunion Village near Champions Gate, enjoy exclusive access to Encore Resort amenities: a 10-acre water park, fitness center, arcade, courts, playgrounds, pools, and on-site dining. HOA perks include lawn care, irrigation, pest and termite control, pressure washing, high-speed internet, and cable. Just minutes from theme parks, dining, and shopping. Schedule your private tour today!!!

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

Listing Agent: Erica Diaz (407-897-5400)

Remarks: CURRENTLY LEASED WITH GREAT TENANTS FOR $3,900 PER MONTH THROUGH 12/4/26! LEASE CAN BE ASSIGNED TO NEW BUYER! GORGEOUS 1990-A Model 3-Story Cottage For Sale at Margaritaville Resort Orlando with Convenient Central Resort Location! Home Features 4 Bedrooms and 4.5 Bathrooms. All Bedrooms Feature En-Suite Bathrooms. Kitchen has QUARTZ Countertops and Door Leading to Large Paved Patio with Shell Pathways, Palm Trees and Tropical Foliage. Home also Features Ceiling Fans, Upgraded Appliances, High Ceilings, 'WOOD' Tile Flooring Throughout, Built-in Closet Shelving, TANKLESS WATER HEATER, FULL SIZE W/D and Half Bathroom on First Floor. First Floor has Spacious Living Room Area and Kitchen. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES Furniture/Housewares with 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 Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

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

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

Remarks: LOCATION, LOCATION! OPPORTUNITY! Amazing home at STOREY LAKE, with 5 bedrooms and 5 bathrooms, FULLY FURNISHED, with screen covered pool and heated spa. With an investment of $2500, the garage has been transformed in an amazing game room. This house stays 15 minutes from Disney's Parks, 10 minutes from Walmart, close to many restaurants, Outlets, and 30 min from the airport. INVESTORS, it has already many bookings for the next two months!

Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)

Listing Agent: Glauco Pochine (407-600-8766)

Remarks: One or more photo(s) has been virtually staged. Spacious 4-Bedroom Retreat on a Quiet Cul-de-Sac – Your Kissimmee Dream Home Awaits! Welcome to 248 Cheshire Court, a beautifully maintained home nestled on a peaceful cul-de-sac in the heart of Kissimmee. This charming 4-bedroom, 2-bathroom property offers a spacious open layout with plenty of natural light, perfect for comfortable family living and entertaining. Enjoy a modern kitchen with ample cabinetry, a generous master suite with a private bath, and a large backyard — ideal for outdoor relaxation or weekend BBQs. Conveniently located near schools, shopping, dining, and major roadways for an easy commute to Orlando and nearby attractions. Don’t miss your chance to own this move-in-ready gem — schedule your private tour today! Photos are of a model home that is very similar. Not actual home.

Listing is courtesy of: TRANSCEND REALTY (407-518-7653)

Listing Agent: Jacob Hara (407-933-5478)