Kissimmee Homes For Sale & Real Estate - 2548 homes

Remarks: Beautiful 9-bedroom,6-bathroom water-front pool home in the highly sought-after Windsor at Westside resort community. Situated on a premium lot with stunning water view, this fully furnished property is perfect as a luxury vacation retreat or a high-performing short-term rental investment. The spacious open-concept layout offers expansive living and dining areas, a gourmet kitchen with granite countertops and stainless steel appliances, and two master suites, one on each floor. Enjoy the Florida lifestyle with your private screened-in pool and hot tub overlooking the pond. This home has been thoughtfully upgraded to enhance the guest experience, including newly installed: *Luxury vinyl plank flooring throughout (no carpet)*, all bedrooms are tastefully decorated with quality furnishings and stylish accents to appeal to a wide range of guests! Resort-style amenities include a 10,000 sq. ft. clubhouse, resort pool with lazy river and splash pad, fitness center, arcade, sports courts, playground, and more. HOA includes cable, internet, lawn care, and valet trash service. Conveniently located just minutes from Disney, shopping, dining, and major highways. This turn-key property is move-in or rental ready—an opportunity you don’t want to miss!

Listing is courtesy of: YOUR DREAM HOUSE REALTY (440-477-7276)

Listing Agent: Selina Li (440-477-7276)

Remarks: Discover the perfect blend of space, comfort, and nature in this beautifully maintained 5-bedroom, 2-bathroom home, featuring a fully independent mother-in-law suite complete with its own kitchen, bathroom, and private entrance — ideal for guests, extended family, or rental income. Nestled on over 2 peaceful acres surrounded by nature, this property offers serenity and privacy while being just minutes from schools, hospitals, grocery stores, malls, and everyday conveniences. Equipped for multi-use living, the property features four RV hookups, two wells, and two septic systems, providing flexibility for additional income streams or multi-generational living. Outdoor amenities include a pool, covered patio, fenced areas, and space for horses, along with a riding arena and barn structure. The layout and land make it suitable for equestrian use, homesteading, or investment purposes. Recent upgrades include a new roof and A/C system, both completed in 2023. This property offers a rare combination of residential comfort and income-producing potential, conveniently located while maintaining privacy and usable land. This home offers the perfect balance of country tranquility and city convenience — schedule your private showing today!

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

Listing Agent: Luzmar Diaz Clavijo (407-724-9421)

Remarks: Don't miss the opportunity to preview this single-family home located in the established Kissimmee neighborhood of Orange Gardens. This three bedrooms, 2 bath offers an oversized 2 car garage. It's always great to have extra space! You will enjoy the wood burning fireplace in the family room providing a perfect way to take the chill off during the cooler nights of Florida's winter. Enjoy a cup of coffee in the privacy of your screened back porch or just relax in the large backyard. What a perfect place for all of your gatherings! Plumbing and water heater replaced in 2023. ***** NEW IN 2025 - Roof, A/C, Electrical Panel, and Carpet***** Over $35,000 in Upgrades and Improvements. See it Today!

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

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

Remarks: A RARE FIND THAT TRULY CHECKS EVERY BOX [X] Welcome to this beautifully upgraded single-story, one-family home offering the space of a two-story home—without the stairs, located in the highly desirable Doral Pointe community. Featuring 5 bedrooms and 3 full bathrooms with upgraded finishes throughout, this residence is perfectly positioned across the street from a park and just a 1-minute walk to the beautiful community pool—making this home every parent and child’s dream while enjoying the Florida sunshine and lifestyle. The home boasts a fully upgraded kitchen with stainless steel appliances, granite countertops and modern finishes, ideal for entertaining and everyday living. The spacious primary suite is a true retreat, showcasing an enormous stand-up shower and a generous layout. A second bedroom features a private ensuite, ideal for guests or multi-generational living. A versatile bonus room adds even more flexibility—perfect as a home office, man cave, or woman cave—with the option to also utilize the garage as additional functional space. All bedrooms and the garage are beautifully tiled with modern tile flooring, creating a sleek, cohesive look throughout. The tiled garage is equipped with wall-to-wall storage and overhead ceiling storage, maximizing organization and functionality. Enjoy relaxing or entertaining in the screened lanai, and benefit from added convenience with new two-way traffic access coming soon. This rare single-story home truly delivers the size, layout, and lifestyle buyers want—all on one level—in one of Kissimmee’s most sought-after communities. Schedule your appointment asap, this amazing home will not last!

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

Listing Agent: Debbie Apanah (917-375-3838)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.

Listing is courtesy of: UBIICA LLC (305-807-0931)

Listing Agent: Alejandro Salazar (689-223-6642)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. 2 Bedroom + Den. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.

Listing is courtesy of: UBIICA LLC (305-807-0931)

Listing Agent: Alejandro Salazar (689-223-6642)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.

Listing is courtesy of: UBIICA LLC (305-807-0931)

Listing Agent: Alejandro Salazar (689-223-6642)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. 1 Bedroom + Den. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.

Listing is courtesy of: UBIICA LLC (305-807-0931)

Listing Agent: Alejandro Salazar (689-223-6642)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.

Listing is courtesy of: UBIICA LLC (305-807-0931)

Listing Agent: Alejandro Salazar (689-223-6642)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the AMBAR Orlando Residences – Apartments by Marriott Bonvoy, a premier condo-hotel development located in the heart of Kissimmee, just moments away from the world-renowned Orlando theme parks. This exclusive project offers a unique blend of luxury condominium living with the convenience and amenities of a top-tier hotel experience backed by Marriott’s trusted hospitality. Each residence is thoughtfully designed to provide a elegant, comfortable retreat, complete with modern finishes and access to resort-style features. Owners and guests alike enjoy full-service amenities, including a sparkling pool, fitness center, concierge services, and on-site dining options. It’s an ideal choice for those seeking a vacation home with the added benefit of a seamless rental program managed by a world-class brand.

Listing is courtesy of: UBIICA LLC (305-807-0931)

Listing Agent: Alejandro Salazar (689-223-6642)

Remarks: Welcome to 2738 Bookmark Dr in the highly sought after Storey Lake Resort, one of Central Florida’s premier short term rental approved communities just minutes from Walt Disney World. This beautifully furnished 5 bedroom, 5 bathroom single family home offers the ideal combination of personal enjoyment and strong investment potential. With 2 bedrooms conveniently located on the first floor, the layout is perfect for multigenerational stays or guest flexibility. The open concept living and dining space flows seamlessly into a fully equipped kitchen designed for entertaining, making it ideal for vacation guests and owners alike. Step outside to your private screened pool area, creating the perfect setting for relaxing afternoons after a day at the parks. Inside, the garage has been converted into a fun game room, adding another layer of entertainment that today’s short term rental guests actively look for when booking. The home is newly furnished and thoughtfully decorated, offering a turnkey opportunity for buyers seeking a move in ready vacation home or income producing property. Washer and dryer are included, along with internet and cable access, making ownership seamless from day 1. Located just off Osceola Parkway near I 4, the property provides quick access to Disney, Disney Springs, major shopping centers, dining, and Orlando’s top attractions. Storey Lake’s resort clubhouse features impressive amenities including multiple resort style pools, a lazy river, fitness center, restaurant, business center, and more. These amenities significantly enhance rental demand and guest experience. Whether you are looking for a personal vacation retreat, a high performing short term rental, or both, this Storey Lake home offers location, layout, and lifestyle all in one.

Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)

Listing Agent: Andre Kressler (407-864-2184)

Remarks: Bella Vista Condos, is a stabilized 12-unit condominium portfolio located at 409 Fountainhead Circle, Kissimmee, Florida 34741. Units are located in separate buildings inside the apartment complex. Located just 10 miles from Walt Disney World Resort (about a 15 minute drive). This close proximity positions the property to attract a steady rental base from the region’s thriving workforce tied to the tourism, hospitality, and service industries. Additionally, residents benefit from easy access to world-class entertainment, shopping, and dining that make the Kissimmee/Disney corridor one of the most dynamic residential markets in Florida. Built in 1988, Bella Vista Condos consists of 12 individually owned condo units across a larger mid-rise development, totaling 10,652 rentable square feet. The portfolio features a balanced unit mix of 1, 2, and 3-bedroom units. All units are outfitted with central AC and screened-in patios or balconies. Tenants are responsible for electric (separately metered), while water and trash service are included in HOA Fees. Landlord recovers costs via a utility recovery fee. The property sits on a sizable 16.6-acre community, providing residents with open space and shared amenities including a tennis court, swimming pool, playground, and more. The property is also minutes from Downtown Kissimmee, The Loop Shopping Center, and major commuter routes like US-192 and the Florida Turnpike, enhancing convenience for working professionals.

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

Listing Agent: Tito Urbano Perez (407-907-0350)

Remarks: Villa del Sol Condos, is a stabilized 12-unit condominium portfolio located at 2250 N Hoagland Blvd, Kissimmee, Florida 34741. Located just 8 miles (approximately a 15-minute drive) from Walt Disney World Resort, one of the largest tourist attractions in the world. This prime location creates a strong advantage for investors: the ability to attract steady rental demand from the local workforce in the hospitality and tourism industries, or alternatively, capitalize on the thriving short-term rental market to achieve higher returns. Built in 1999, the portfolio consists of 12 individually owned condo units totaling 12,004 square feet, within a larger 35-acre residential development. Each unit features a 2-bedroom layout, with most offering 2 bathrooms and averaging over 1,000 SF. All units include central AC, modern interiors, and access to shared community amenities. Tenants pay for separately metered electric, water and trash services are included in the HOA fees and landlord recovers cost via a utility recovery fee. The property features resort-style amenities including two swimming pools, tennis courts, and other recreational features that enhance tenant satisfaction and retention. Owning a condo portfolio near Disney provides several advantages: consistent tenant demand from hospitality workers, access to millions of annual visitors creating potential for short-term rental revenue, and strong long-term appreciation supported by Orlando’s thriving tourism economy.

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

Listing Agent: Tito Urbano Perez (407-907-0350)

Remarks: Under contract-accepting backup offers. Short Sale. UNDER-CONTRACT. SHORT SALE - LENDER APPROVAL PENDING. MULTIPLE OFFERS RECEIVED. STRONG BACKUP OFFERS ENCOURAGED. Spacious 3-bedroom, 2-bath home located in a quiet residential neighborhood. This property features an open layout, generous living areas, and a large backyard with plenty of room for outdoor activities or future improvements. Built in 2004, the home offers solid construction and great potential for a new owner to make it their own. Conveniently located near shopping, dining, schools, and major roadways. Property is vacant and easy to show. Short sale subject to lender approval.

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

Listing Agent: Karmy Misseau (321-888-7764)

Remarks: Welcome to 2250 San Vital Dr #105 in the highly sought-after Venetian Bay Villages of Kissimmee, Florida. This beautifully maintained 3-bedroom, 2-bath condo offers 1,296 square feet of comfortable living space in a resort-style community built for convenience, flexibility, and lifestyle. Located inside a 24-hour guarded/gated community, this property is ideal for buyers seeking a primary residence, a vacation getaway, or an income-producing opportunity. 3 bed / 2 bath layout, 1,296 square feet, and 2005 build year. What makes this one stand out? Venetian Bay Villages is known for investor appeal and short-term-rental activity, with vacation rental inventory actively marketed in the community across major travel platforms, and community marketing also highlights the 24-hour manned gate/security. Whether your buyer is looking for flexibility, security, or location, this property checks all three boxes. Opportunities like this in Venetian Bay Villages do not sit still for long. Schedule your showing today.

Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)

Listing Agent: Lauren Fowler (407-242-4120)

Remarks: 4-bedroom, 2.5-bath home with a rare 3-car garage and beautiful water view with fountain. Bright open layout with a kitchen featuring 42” cabinets and quartz countertops. Relax on the patio overlooking the water. Just one block to the community pool. Quiet neighborhood with an easy drive to Disney without using I-4, close to shopping, dining, and Valencia College.

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

Listing Agent: Monica Cuervo (407-701-3095)

Remarks: Beautifully updated condo featuring modern finishes and abundant natural light. This well-maintained residence offers an open and functional layout with elegant dark wood flooring throughout the main living areas. The kitchen showcases stylish cabinetry, stainless steel appliances, contemporary hardware, and striking stone countertops with a large undermount sink and modern faucet. The spacious primary bedroom includes large windows for natural light and a generous walk-in closet with custom shelving. The bathroom has been tastefully updated with marble tile, a frameless glass walk-in shower, and modern fixtures. A versatile den/office with French doors provides additional living space and can easily function as a guest room, home office, or potential second bedroom. Enjoy indoor-outdoor living with French doors leading to a private balcony, perfect for relaxing or entertaining. The community features beautifully maintained grounds with mature trees and attractive architecture, along with resort-style amenities including a swimming pool, fitness center, tennis courts, playgrounds, and scenic walking and biking trails. Located just minutes from Downtown Celebration, a charming town center built around a picturesque lake and offering numerous restaurants, cafés, shops, and year-round community events. The area is known for highly rated schools and offers convenient access to Walt Disney World and the greater Orlando area, making it ideal for both full-time living and investment. HOA/CONDO FEES REDUCTION!!!

Listing is courtesy of: CHOICE ONE REALTY LLC (407-973-5800)

Listing Agent: Mariia Senkovskaya (850-960-2364)

Remarks: Under contract-accepting backup offers. PAY ATTENTION!!!!!!!! Builders & Discerning Investors, Presenting a rare and private 1.25-acre waterfront estate parcel featuring 200 feet of pristine creek frontage with direct access to East Lake Tohopekaliga. Tucked away in a serene setting, this property offers an exceptional blend of seclusion, natural beauty, and convenience. Enjoy refined country-style living while being just minutes from the airport and Lake Nona’s renowned medical and innovation district. With ample space to accommodate RV storage, boats, equestrian use, and hobby farming, this versatile property invites you to design and build a custom luxury residence tailored to your lifestyle. Located in a rapidly appreciating area, this is a premier opportunity to secure land in one of Central Florida’s most desirable growth corridors.

Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)

Listing Agent: Ingrid Reyes (863-838-6863)

Remarks: BEAUTIFUL COMMUNITY - WATERFRONT WITH CHAIN OF LAKES ACCESS | LUXURY FLORIDA LIVING Experience the best of waterfront living in this stunning 5-bedroom, 4-bath custom home built in 2020, located in the guard-gated resort community of Bellalago. With 3,436 sq. ft. of modern living space, this residence perfectly blends comfort, elegance, and security, offering peace of mind with 24-hour staffed gate protection. PRIVATE SOLAR LIGHTED DOCK + MASSIVE LAKE SYSTEM ACCESS Enjoy your own private 35’ solar-lit dock (valued at $30,000) with direct access to Bellalago’s scenic canal system—connecting you to the legendary Lake Tohopekaliga (Lake Toho), part of Central Florida's famous Kissimmee Chain of Lakes. Perfect for boating, fishing, skiing, or sunset cruises, this unparalleled water access defines Florida’s true waterfront lifestyle. COMMUNITY & AMENITIES Bellalago offers resort-style living every day. Residents enjoy: Multiple pools and fitness centers Sports courts, playgrounds, and scenic walking/biking trails Lakeside clubhouse with on-site restaurant and regular community events Boardwalk and fishing pier for enjoying morning sunrises or evening gatherings LOCATION Conveniently situated just outside the secure gates, you’ll find shopping, dining, and essential services along Pleasant Hill Road. Major Orlando attractions and theme parks are only a short drive away, offering both tranquility and accessibility in one perfect address. Live the Florida dream — spacious, secure, and surrounded by the beauty of the water at your doorstep.

Listing is courtesy of: ANCHOR FLORIDA REALTY LLC (813-245-4412)

Listing Agent: Rod Banks (813-245-4412)

Remarks: Single Family home featuring a great designed floor plan, offering 4 Bedrooms, 3 Bathrooms and privately situated in a quiet cul-de-sac in the desirable Remington Golf Club community of Kissimmee! Serene views of the golf course. The home boasts a bright and open floor plan with vaulted ceiling, a spacious kitchen complete with stainless steel appliances and plenty of countertop space. Remington Golf Club means access to resort-style amenities, including a championship golf course, community pool, tennis courts, fitness center, and scenic walking trails—all just minutes from shopping, dining, and major highways.

Listing is courtesy of: BROKERS REAL ESTATE GROUP INC (407-770-1464)

Listing Agent: Julian Quitian (407-310-6585)