Kissimmee Single Family Homes For Sale - 2064 homes

Remarks: Welcome to 2831 Oconnell Dr, Kissimmee, FL 34741- a single-story home located just 7 minutes from The Loop’s shopping, dining, and movie theaters, and under 25 minutes from Orlando International Airport (MCO). With quick access to John Young Pkwy and Osceola Pkwy, commuting is easy whether you’re heading into Downtown Orlando or out toward the theme parks. This charming 4-bedroom, 2-bathroom home located in the desirables neighborhood of Cypress Reserve PH2. Excellent schools near this area.

Listing is courtesy of: R&J REALTY AND PROPERTY MANAGEMENT LLC (407-729-3280)

Listing Agent: Edward Tejada (347-249-0579)

Remarks: Price reduction!!. Beautiful move-in ready in award-winning Solivita community. Welcome to this beautifully maintained 'Salina Model' 2-bedroom, 2-bath home located in the highly sought-after Solivita 55+ gated community. Built in 2024, this nearly new residence offers 1,364 square feet of thoughtfully designed living space with a desirable open-concept layout. The spacious kitchen seamlessly flows into the dining and great room, making it perfect for both everyday living and entertaining. Features include modern appliances, ample cabinetry, and elegant finishes throughout. The primary suite offers comfort and privacy with a well-appointed en-suite bath, while the second bedroom is ideal for guests or a home office. Enjoy Florida living at its finest with a covered lanai overlooking a peaceful water view—perfect for morning coffee or evening relaxation. Additional highlights include a 2-car garage, interior laundry room, tile flooring, and energy-efficient construction. Located within the award-winning Solivita community, residents enjoy resort-style amenities including pools, fitness centers, golf courses, walking trails, and a vibrant social lifestyle. Don’t miss this opportunity to own a move-in ready home in one of Central Florida’s premier active adult communities!

Listing is courtesy of: SOGO REAL ESTATE SERVICES LLC (407-730-3100)

Listing Agent: Christine Kim (407-257-7856)

Remarks: Under Construction. Kindred presents the Allex. This all concrete block constructed, one-story layout optimizes living space with an open concept. As you go down the hallway and enter a spacious kitchen featuring stainless steel appliances with ample counter space and a walk-in pantry for extra storage. The living room is complete with a view to the covered lanai outside. Bedroom one, located at the back of the home for privacy, has an en suite bathroom that features a double vanity sink with a walk-in closet. Two additional guest bedrooms and one bath are tucked away down the hall from the dining room. The laundry room is located at the front of home near the two-car garage. Like all homes in Kindred, the Allex 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: Priced to sell! Exceptional Investment Opportunity! This stunning, fully furnished and professionally themed vacation home in the sought-after Veranda Palms community generated over $150,000 in gross rental income last year—with future bookings already in place that can seamlessly transfer to the new owner if continuing with the current management company. The seller has invested close to $300,000 in luxury designer furnishings, high-end upgrades, and custom décor, making this property truly one-of-a-kind within the community. Boasting 12 bedrooms and 11.5 bathrooms, including two spacious master suites (one on each floor), this home is built for comfort, functionality, and a true resort-style experience. The gourmet kitchen is equipped with two microwaves, two refrigerators, two dishwashers, dual sinks, and upgraded tile finishes on both the backsplash and island. The open-concept living area has been thoughtfully expanded by enclosing the California room, and the home is loaded with upscale features including: Custom LED lighting, Accent walls and large format tile downstairs, Wood flooring upstairs, Designer light fixtures throughout, Six bathrooms upgraded with sleek, glass-enclosed showers and custom wallpaper, Hidden LED mood lighting integrated into baseboards across common areas on both floors. Entertainment is elevated with a private theater room, complete with a 120” screen, HD projector, starry ceiling, and reclining theater seating—ideal for unforgettable movie nights. Step outside to your private backyard retreat, featuring a heated pool, spa, and lounge area. With no rear neighbors and privacy film on the pool screen, this outdoor space is perfect for quiet relaxation or entertaining guests. Located just minutes from Disney parks, premium outlets, and top community amenities, and with low HOA fees and no CDD, this beautifully upgraded, turnkey income-producing property is the ideal short-term rental investment.

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: Available for the first time ever on the market, the original owners are ready to pass this beautifully maintained home on to a new family to create memories of their own. Pride of ownership shines throughout, featuring a newer roof, brand-new A/C system, and upgraded R-18 insulation designed to keep utility costs low while maintaining year-round comfort. Boasting 4 spacious bedrooms, 2.5 bathrooms, and an abundance of living space, this home also sits on one of the largest lots in the neighborhood, offering both privacy and room to grow. Opportunities like this are rare — for perspective, only a handful of homes have hit the market in this community over the last 1,000 days. Perfectly positioned just minutes from The LOOP, Hunter’s Creek, major highways, premier shopping, dining, and entertainment, the location truly cannot be beat. Whether you're looking for space, convenience, or a home that has been lovingly cared for, this one checks every box. Schedule your private tour today before this rare gem is gone.

Listing is courtesy of: EQUITYPRO LLC (407-203-6860)

Listing Agent: Navid Rokh (321-900-5977)

Remarks: Under Construction. What's Special: Covered Lanai | Single Level Living | Extended Lot | Flat Lot. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Goldfinch at 5461 Isla Saona Drive in Westview! This thoughtfully designed new home offers an open and inviting layout perfect for everyday living and entertaining. The foyer leads into a spacious great room that flows seamlessly into the dining area and kitchen, complete with a center island, walk-in pantry and convenient access to the covered lanai for indoor-outdoor living. Tucked away for privacy, the primary suite features a well-appointed primary bath and generous closet space. Three secondary bedrooms sharing a full bath, offer flexibility for guests, a home office, or hobbies. A centrally located laundry room and 2-car garage add everyday convenience to this smart design. Welcome to Westview! Here, you can wake up to fresh morning air and the natural sounds of the outdoors in a thoughtfully planned community. You are surrounded by protected wetlands, forested uplands, ponds, open space, and miles of trails that invite you to explore right outside your door. Westview is ideally located near Poinciana Parkway in Kissimmee, Florida, placing you close to Lake Toho, Kissimmee Lakefront Park, Old Town, Walt Disney World, and more. This is a neighborhood where nature, convenience, and everyday adventure come together. Additional Highlights Include: Refrigerator, washer and dryer, extended LVP flooring, and whole house blinds. MLS#O6409070

Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)

Listing Agent: Michelle Campbell (407-756-5025)

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

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

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

Remarks: GORGEOUS 2-Story Cottage in Margaritaville Resort Orlando! FULLY FURNISHED with MRO Approved City Furniture "CARIBBEAN OASIS". This BEAUTIFUL 1539-C Model Features 3 Bedrooms and 3 Bathrooms and the 'SON OF A SAILOR' INTERIOR UPGRADES. Home Features Primary En Suite Bedroom Located on First Floor, QUARTZ Countertops, Ceiling Fans, Upgraded Appliances, High Ceilings, 'WOOD' Tile Flooring Throughout. Upstairs You Will Find Two More Bedrooms (One En Suite), a BONUS Room With Twin Bed and High Capacity Washer and Dryer. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES ALL Furniture and Housewares, Also Includes Blinds, Drapes, TVs, Artwork, 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 Living or a Great Investment Property 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: Motivated seller! Please submit all offers on an AS-IS contract with proof of funds or pre-approval letter. Spacious four-bedroom plan that offers plenty of room. An extensive main living area connects the open kitchen, casual dining room & gathering room. Just off the leads outside to the patio thru the sliding glass doors. In the upgraded kitchen the oversized walk-in pantry is conveniently located next to the owner’s entrance for easy unloading and a powder room and coat closet is found adjacent to the foyer. Upstairs, a deluxe owner’s retreat includes a well-equipped bath and large walk-in closet. The three secondary bedrooms share a bathroom with dual sinks and vanities plus interior door for added privacy. Structural options added at 397 Citrine Loop include: covered lanai, extended cabinets, appliance package, design signature collection, blinds.

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

Listing Agent: Erik Franco (321-512-5010)

Remarks: Back on the market due to the buyer’s financing falling through. Welcome to this beautiful vacation home located in the highly sought-after Windsor at Westside community. This stunning property has an open floor plan and features 8 spacious bedrooms and 6 bathrooms, offering ample space for families or groups. The home is perfectly situated with easy access to Disney World® theme parks via the nearby toll road 429, making it an ideal choice for those visiting the magical parks. Additionally, there are a variety of dining and shopping options just a short drive away. The Windsor at Westside community itself is a resort-style retreat, with an array of amenities that will enhance your vacation experience. The incredible 10,000 sq. ft. clubhouse is the perfect spot to relax and unwind, while the community’s lake and pier have serene views and outdoor activities. For ultimate relaxation and fun, enjoy the zero-entry resort-style pool, complete with a thrilling waterslide, lazy river, and a water playground. This home is not just a place to stay; it’s a destination in itself, offering both luxury and convenience. Don’t miss the opportunity to make this dream vacation home yours!

Listing is courtesy of: INTOP REALTY LLC (407-233-5453)

Listing Agent: Hanna Zhang (407-601-8668)

Remarks: **MAJOR PRICE IMPROVEMENT - NOW OFFERED AT $1,059,000. THE LOWEST-PRICED LARGE-FORMAT 11-BEDROOM HOME CURRENTLY AVAILABLE IN ENCORE AT REUNION.** This 11-bedroom, 13-bathroom, 5,496 sq ft estate is one of Encore’s largest floor plans and one of the most compelling high-capacity vacation home opportunities in the Disney-area short-term rental market. Whether purchased as a lifestyle vacation home, income-producing rental asset, or cosmetic value-add investment, 7616 Brookhurst offers rare scale, flexibility, and clear upside. Designed to accommodate up to 33 guests, this home offers the ability to enjoy personal use for holidays, group gatherings, and extended stays while also operating as a short-term rental when not in use. Brookhurst offers the scale, bedroom count, amenities, and location needed to support strong rental demand in one of Central Florida’s most established and desirable resort communities. For investors, Brookhurst presents a defined cosmetic value-add opportunity. A professionally curated **Villa Tropicana** redesign concept has already been developed by a vacation rental interior designer, giving the next owner a room-by-room roadmap to elevate guest experience and booking appeal. No major structural work is needed; the opportunity is in design, theming, presentation, and marketing. The concept reimagines the home with a resort-style living room, refreshed chef’s kitchen, Mojito Bar lounge, Miami Vice Theater Lounge, and Nickelodeon Loft with indoor slide. Each of the 11 suites has its own identity, including concepts such as Sunkissed Suite, Champagne Dreams, Roblox Suite, Stitch’s Surf Shack, Alligator Alley, and more. The design creates Instagram-worthy guest experiences throughout the home, helping it stand out in photos, videos, and booking platforms. The home features 10 bedrooms with ensuites, including three primary suites. One primary suite is downstairs with dual walk-in closets, while two upstairs primary suites offer screened balcony access with views of Disney fireworks and Kennedy Space Center launches. The chef’s kitchen is built for large groups with granite countertops, 42-inch cabinetry, bar seating, two refrigerators, two dishwashers, coffee bar, and walk-in pantry. Sold fully furnished and equipped for immediate use, the home also includes a theater room with stadium seating and projection system, upstairs loft with pool table, hardwood flooring upstairs, two laundry rooms, and multiple gathering zones for high-occupancy stays. Outdoor living features a heated pool and spa, paver patio, covered lanai, outdoor grill, and new professional-grade dining set within a private landscaped setting. Located just steps from Encore’s resort amenities, owners and guests enjoy access to a 10-acre waterpark, fitness center, sports courts, dining, concierge services, and transportation to Disney, Universal, and SeaWorld. HOA includes internet, cable, daily valet trash, irrigation, landscaping, pest control, and 24-hour gated security. For high-income buyers exploring short-term rental ownership as part of a broader tax strategy, this property may offer potential depreciation and STR tax benefits, subject to buyer’s circumstances and CPA guidance. Renderings and design concepts are clearly labeled, and the full Villa Tropicana design package is available upon request. **Large-scale lifestyle home. Income-producing potential. Defined value-add path. Schedule your showing today.**

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

Listing Agent: Erin Underkofler Kilpatrick, Pa (407-987-0980)

Remarks: The Hayden is an amazing all concrete block construction single-family home features 5 bedrooms and 3 bathrooms optimizing living space with an open concept layout. The kitchen overlooks the dining area and great room, while having a view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the living area. The well-appointed kitchen features an island with bar seating, beautiful quartz countertops and stainless-steel appliances, making entertaining a breeze. The first floor also features a flex room that provides an area for work or play, a bedroom, and full bathroom. As we head up to the second floor, we are greeted with bedroom one that features an en suite bathroom as well as three additional bedrooms that surround a second living area, a full bathroom, and a laundry area. The Hayden 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: Under contract-accepting backup offers. 4 bed, 2 bath home with NO HOA! Includes a private in-law suite/studio with separate entrance—perfect for guests or rental income. Roof replaced in 2021, providing peace of mind for years to come. Spacious yard with endless possibilities for entertaining, expansion, or storing your toys. Conveniently located near shopping, dining, major roads, and near Central Florida’s world-famous attractions. A rare opportunity offering flexibility, space, and income potential!

Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)

Listing Agent: Kenia Aliaga Gorrin (786-484-3593)

Remarks: Welcome to your ultimate vacation getaway—fully renovated in 2025 and featuring a brand-new roof (2025), all on a prime corner lot just 5 miles from Walt Disney World. This beautifully upgraded 5-bedroom pool and spa home is designed for comfort, fun, and strong short-term rental appeal, complete with an impressive converted garage game room for unforgettable guest experiences. Recent upgrades include two new water heaters (2025), exterior painting (2025) updated kitchen and all five bathroom vanities (2025), granite countertops in every bathroom, and new commercial-grade carpet installed in 2025, new furniture, and many more—making this home truly move-in ready. ACs were replaced in 2024 and 2022. Themed living takes center stage with 7 immersive themes throughout the home. The two primary suites feature How to Train Your Dragon and Avengers themes. The main-level bedroom is Star Wars, while the upstairs bedrooms are Toy Story and Mickey Mouse. Sleeping arrangements include 3 king beds and 4 twin beds. The garage is transformed into a Harry Potter–themed game room with foosball, air hockey, and a pool table, while the dining room brings the fun with a Super Nintendo World theme. Located in the highly sought-after, guard-gated Windsor Hills community, owners and guests enjoy top-tier resort amenities including a lagoon-style pool, water park with slides, fitness center, movie theater, arcade, bar, convenience store, playgrounds, and sports courts—all just minutes from Central Florida’s world-class attractions. Selller is a licensed real estate agent.

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

Listing Agent: Mike Chen, P.A (503-888-8070)

Remarks: Elegant Lake Nona area retreat in the Landings at North Shore. Discover refined living in this beautifully appointed 4 bedroom, 2.5 bath residence set within the exclusive gated community of The Landings at North Shore. The open gourmet kitchen with breakfast bar flows effortlessly into a spacious family room, leading to a covered patio with serene pool views - an ideal backdrop for upscale entertaining. The private first floor primary suite offers a spa-inspired bath with dual vanities, a garden tub, and a separate shower. Formal living and dining spaces elevate the home's sophistication, while a loft and three additional bedrooms upstairs provide comfort and versatility. Residents enjoy premium amenities including a resort style pool and playground, all just minutes from Lake Nona Medical City, top rated schools, Orlando International Airport, shopping and dining. Owner will be replacing all the carpet and installing a new stove in the kitchen.

Listing is courtesy of: PINELOCH INVESTMENTS, INC (407-850-9707)

Listing Agent: Bertrand Bouchenot (407-850-9707)

Remarks: Welcome to 3814 Shoreside Drive, an exceptional FULLY FURNISHED, 5-bedroom, 4-bathroom home offering 3,972 square feet of beautifully designed living space in the highly desirable Bellalago community of Kissimmee. This spacious residence features a thoughtfully designed open-concept layout with a massive kitchen showcasing granite countertops, stainless steel appliances, and ample space for entertaining. The home includes a formal dining room, a dedicated home office, and a large laundry room for added convenience. Upstairs, you’ll find an extra-large loft perfect for the whole family, along with a bedroom and full bath on the second floor—ideal for guests or multi-generational living. Bedroom number two features its own private ensuite bath, providing added comfort and privacy. The very large primary suite offers a luxurious retreat with a bathroom that includes a garden tub and an oversized walk-in shower. Additional highlights include crown molding, high ceilings, and 8-foot doors throughout, enhancing the home’s elegant feel. Step outside to a massive screened-in lanai, perfect for enjoying Florida living year-round. A 3-car garage completes this incredible home, combining space, style, and functionality. Living in Bellalago means embracing a true resort-style lifestyle within a 24-hour guard-gated community set along the shores of Lake Tohopekaliga. Residents enjoy access to multiple clubhouses, state-of-the-art fitness centers, junior Olympic-sized pools, scenic walking and biking trails, as well as tennis, basketball, pickleball, and volleyball courts. The community also features a lakeside boardwalk with a boat ramp and fishing pier, along with an active fishing club that brings neighbors together. Conveniently, shopping and dining options are located just outside the Bellalago gates, offering easy access to everyday essentials while still enjoying the privacy and beauty of this premier waterfront community.

Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)

Listing Agent: Abraham Mendez (631-926-2632)

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

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

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

Remarks: This single-family home in Kissimmee features 2 bedrooms and 2 bathrooms across 1100 square feet, with an additional room and bathroom providing versatile space ideal for multi-room rental or extended living. Currently operating as a successful rental, the property generates consistent income. Inside, laminate and tile flooring flow throughout the home, while the kitchen offers ample counter and cabinet space with a convenient breakfast bar—perfect for meal prep or casual dining. The covered porch provides a comfortable spot to relax, entertain, or enjoy the outdoors. Located just minutes from major roads and transportation, this home offers easy access to Downtown Orlando, Walt Disney World, Orlando International Airport, and a variety of shopping and dining options. Its combination of flexible living space and prime location makes it a standout choice for both investors and homeowners alike. Mortgage savings may be available for buyers of this listing.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Pablo Cintron, Jr Pa (407-232-1819)

Remarks: Welcome to 3216 Running Deer Path, a home that exudes modern elegance. The kitchen is a chef's dream, boasting all stainless steel appliances that gleam against the fresh interior paint. Retreat to the primary bedroom, complete with a spacious walk-in closet, perfect for all your storage needs. Step outside to a charming patio, ideal for enjoying a morning coffee or an evening read. The fenced-in backyard provides privacy and a space for outdoor activities. The home also features a new roof, ensuring durability and peace of mind for years to come. Inside, new flooring throughout the home adds a touch of sophistication and style. This home is a perfect blend of comfort and modern living. Don't miss out on this gem!. Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: Under contract-accepting backup offers. Step inside this beautifully pool home, featuring gorgeous tile throughout, and enjoy stunning pond views from your own backyard oasis. Located in the highly desirable Crescent Lakes community—zoned for short-term rental or full-time residential living—this well-maintained property offers exceptional flexibility and value. This home features 4 spacious bedrooms and 2 full bathrooms. The screened-in, covered patio overlooks the sparkling pool perfect for relaxation and entertaining. The kitchen is equipped with all major appliances—range, over-the-range microwave, dishwasher, disposal, and refrigerator. A separate utility room with washer and dryer provides convenient access to the attached 2-car garage. Crescent Lakes is known for its peaceful atmosphere, beautifully maintained landscaping, and lighted walking paths perfect for morning jogs or evening strolls. Community amenities include a park, tennis court, two playgrounds, basketball area, picnic spaces, and dedicated 24/7 security patrol. Ideally located near schools, and just minutes from multiple shopping and dining options, restaurants, banks, the post office, and the library. Enjoy quick access—approximately 20 minutes—to major theme parks, golf courses, and local nightlife. Whether you're looking for a primary residence, a long-term rental investment, or a short-term vacation property, this home offers the perfect blend of comfort, convenience, and opportunity. Do not miss out on this opportunity, make the decision to leave that cold weather behind and call me now - let's make that dream of endless sunny days, a reality!

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

Listing Agent: Pedro Ali (407-319-2318)