Homes For Sale in Kissimmee 34744 - 290 homes

Remarks: BACK ON MARKET! BUYER FINANCING FAILED! Situated in the desirable gated community of Magic Landings, this spacious 4-bedroom, 3-bathroom home offers a thoughtful layout and resort-style features. Two generously sized primary suites each include large walk-in closets and private en-suite bathrooms, with one featuring a relaxing garden tub. Both suites open directly to the screened pool deck, creating seamless indoor-outdoor living. The heart of the home features an open and airy living and dining space, perfect for entertaining or everyday comfort. The well-appointed kitchen offers abundant cabinetry and ample counter space, ideal for home cooks and hosting guests. Step outside to enjoy the heated, screened pool and spa, providing a private retreat year-round. Magic Landings is conveniently located between Kissimmee and St. Cloud, with quick access to Lake Nona’s Medical City, major highways including the Florida Turnpike, shopping, dining, Osceola Heritage Park, and Orlando International Airport. Theme parks are just about 20 minutes away, adding to the home’s strong appeal.

Listing is courtesy of: EXP REALTY LLC (407-846-0940)

Listing Agent: Steve Pugh (407-846-0940)

Remarks: One or more photo(s) has been virtually staged. Spacious 4-bedroom, 3-bath pool home situated in the highly desirable, gated community of Taylor Ridge. Once you pass through the front gate, take a look around...you'll notice a well-kept, private neighborhood filled with numerous custom homes. As you approach 1670 Taylor Ridge, you'll be welcomed by a residence that has been freshly painted both inside and out, featuring a neutral color scheme, while the landscaping has been enhanced with an abundance of stones that give the home an elegant appearance. Upon entering through the front door, in addition to the fresh paint, you'll discover 10-foot ceilings, bamboo wood flooring throughout, and vinyl flooring in most of the bedrooms. The home is designed for privacy, boasting a formal living room and dining room that provide ample space for family gatherings. The kitchen is equipped with stone countertops and 42-inch cabinets that have been meticulously cared for, along with a breakfast area perfect for a quick meal. The kitchen flows into the family room, where you can enjoy movie nights by the electric fireplace, creating a cozy atmosphere during the winter months. From the family room, sliding doors lead to the screened-in, beautiful pool and lanai, which features a large, top-of-the-line jacuzzi, as well as an outdoor shower with both hot and cold water access. Guests and family will love spending time by the pool, as the backyard resembles a private oasis, complete with just the right amount of trees for privacy. In addition to the secluded yard, you must see the oversized 3-car garage. This incredible space can accommodate three vehicles or be shared between cars and a man cave/game room, complete with a kitchenette equipped with a full size refrigerator, a sink, a large ice maker, and a window unit AC. Currently, the garage is set up as a game room for the whole family to enjoy, featuring a ping pong table, pool table, heavy bag, table and chairs, stools, and fun lighting to create a great ambiance. The possibilities for this space are endless. The home also includes several unique features, including a saltwater softener system that services the entire home, a water filtration system located under the kitchen sink, newly installed toilets, a new hot water heater, an energy-efficient radiant barrier/thermal blanket for the roof, and the home has an energy-efficient insulated block exterior. For animal enthusiasts, you will appreciate the presence of a 360 Invisible Fence that has already been installed. The home in close to NeoCity, Downtown Kissimmee, The Lakefront, and you are not far from shopping, restaurants, major highways, the airport and Mickey. This homes is a must see and will not disappoint!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Aimee Cruz (407-421-3673)

Remarks: Under Construction. The Hayden floorplan in Kindred offers 5 bedrooms, 3 bathrooms, 2,601 sq ft, and a 2-car garage. Features include a flex room, kitchen with island, quartz countertops, stainless steel appliances, and a walk-in pantry. One bedroom is on the first floor for privacy. The second floor has the primary bedroom with en suite, three additional bedrooms, a second living area, and smart home technology. Contact for more details. *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: *PRICE IMPROVEMENT* Don't miss out on this incredible opportunity! Fall in love with this spacious and thoughtfully upgraded 5 bedroom, 3.5 bath home situated on a premium lot in the highly desirable Seasons at Big Sky community in Kissimmee. This low HOA, no CDD neighborhood offers both value and lifestyle. The property provides excellent parking with a three-car garage, oversized driveway, and installed garage storage racks for added organization. The main level features a versatile in-law suite with an upgraded kitchenette and a private en suite bathroom, ideal for extended family, guests, or flexible living arrangements. A convenient half bath with a pedestal sink is also located on the first floor. The open-concept layout flows seamlessly from the upgraded kitchen complete with a center island, 42-inch white cabinetry, and quartz countertops into the dining area and living room, creating an inviting space for everyday living and entertaining. Sliding glass doors bring in abundant natural light and lead directly to the patio. Upstairs, the primary suite offers a private en suite bathroom and an exceptionally large walk-in closet. Additional guest bedrooms share a full bath, and a generous loft provides the perfect space for a home office, den, or bonus living area. Step outside to enjoy the private screened lanai and extended paver patio, ideal for relaxing in the Florida sunshine year-round. Additional features include a Ring doorbell, washer and dryer, and negotiable furniture. Residents of Big Sky enjoy access to a community pool, playgrounds, pickleball court, and walking trails. Conveniently located just minutes from Walt Disney World, major airports, shopping, dining, entertainment, and medical facilities, this home delivers an outstanding combination of comfort, location, and value. Schedule your private showing today as opportunities in this newly built sought after community are limited.

Listing is courtesy of: FLORIDA REALTY MARKETPLACE (863-877-1915)

Listing Agent: Tony Daddio (407-935-1604)

Remarks: Step into comfort and convenience in this BEAUTIFULLY MAINTAINED home, ideally situated within the gated golf community of Remington. Offering four bedrooms, two bathrooms, and a two-car garage, this MOVE-IN-READY residence features an open-concept layout with vaulted ceilings—perfect for both everyday living and entertaining. The kitchen is designed to flow seamlessly into the main living area, creating an ideal space for gathering with family and friends. NEW luxury vinyl plank flooring has been installed throughout the main living areas and all bedrooms, providing both style and durability. The fourth bedroom features French doors and has been thoughtfully converted into a private home office—an ideal setup for remote work or a quiet retreat. Major updates include a new roof (2021), HVAC system (2017), and water heater (2023), providing PEACE OF MIND for years to come. Located just steps from Prairie Lake Park and only minutes from shopping, dining, medical facilities, and the Florida Turnpike, this home offers convenient access to all that Central Florida has to offer. Schedule your private showing today.

Listing is courtesy of: OPTIMA REAL ESTATE (407-366-4500)

Listing Agent: Kristin Mclaughlin (407-340-4841)

Remarks: Experience the perfect combination of comfort, style, and convenience in this stunning, modern-inspired home, ideally located in the coveted Creekside community at Boggy Creek. With four spacious bedrooms, three full bathrooms, an office space, and 2,300 square feet of thoughtfully designed living space, this home offers the lifestyle today's intuitive homeowners seek. Step into an open-concept layout filled with natural light, where daily living blends effortlessly with entertaining. The sleek kitchen is the central hub, complete with stainless steel appliances, upgraded cabinetry, and a walk-in pantry, designed for both casual meals and lively dinner parties. Whether working from home in the dedicated office space or gathering with loved ones in the spacious living room, every corner of this home was designed for connection and comfort. From the lighting to the garage, the upstairs master suite provides a relaxing escape with a walk-in closet and a spa-like bathroom. Meanwhile, the three additional bedrooms provided flexibility, allowing them to be converted into guest rooms, playrooms, or creative studios. The upstairs loft offers ample space for hobbies and more. Enjoy the Florida lifestyle to the fullest with an electric screened patio that adds elegance to this beautiful home, perfect for morning coffee or evening relaxation, an open front porch for neighborly conversations, and a backyard patio ideal for pets, games, and weekend barbecues. Smart home features like a smart thermostat make comfort easy and keep energy costs in check. And it's not just about the home; it's about the location, too. Located just minutes from Lake Nona Medical City, Orlando International Airport, and major freeways like Highway 417 and Florida's Turnpike, this home offers quick access to everything you need. Explore the parks, walking trails, top-rated schools, and vibrant shopping and dining destinations nearby. With low HOA dues and no CDD, this community offers value and peace of mind, featuring a community pool and playground. It's more than a home: it's a lifestyle upgrade. Whether you're moving, starting a new season, or simply looking for a fresh start in a thriving area, this property offers you the space, comfort, and community to live life to the fullest. Schedule your appointment today!

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Marilin Lugo (407-285-6145)

Remarks: Welcome to 107 Dellwood! This Pool home offers 3 bedrooms, 1.5 baths, plus two versatile bonus rooms that can be used as additional bedrooms, a home office, or a gym. The spacious layout provides endless possibilities—ideal for a growing household or an investor looking to rent out individual rooms. The backyard is perfect for entertaining, complete with a pool for those warm summer days. Don’t miss the opportunity to own this flexible and functional property!

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

Listing Agent: Sherley Paul (321-662-4922)

Remarks: DRASTIC PRICE REDUCTION! Charming 3 bedroom, 2 bathroom home located in the desirable Benita Park community with no HOA. This home features LVP flooring throughout and a functional layout perfect for everyday living. The kitchen offers granite countertops and ample workspace. Enjoy outdoor living in the large, fully fenced backyard, ideal for pets, play, or entertaining. A 2-car detached garage provides additional storage and convenience. Great opportunity for homeowners or investors alike. Close to schools, restaurants, shopping and major highways. Call for your private showing today.

Listing is courtesy of: ORLANDO REO PROF I INC (407-704-6924)

Listing Agent: Ronald Gentile (407-247-0849)

Remarks: Under contract-accepting backup offers. WAKE UP. CAST A LINE. REPEAT. CYPRESS SHORES | CANAL-FRONT | PRIVATE BOAT RAMP | LAKE TOHO ACCESS Imagine starting your morning with coffee on your screened lanai and watching the evening sunsets over the water — then grabbing your rod and being on Lake Tohopekaliga within minutes. This is not a vacation. This is your life. Lake Toho is legendary. Consistently ranked among the best bass fishing lakes in the entire United States, it has produced tournament-winning catches that anglers travel from across the country just to chase. Now picture having a private neighborhood boat ramp and canal-front backyard as your personal gateway to all of it — every single day. Nestled in the established Cypress Shores community on an expansive 0.47-acre lot with no HOA, this charming single-story home was built for those who live for the water. Two generous bedrooms, two bathrooms, a screened pool and lanai overlooking the canal, and beautiful Brazilian Cherry hardwood floors create a warm, welcoming retreat you'll never want to leave. Crown molding, ceiling fans in every room, a spacious living room, family room, and an inside laundry add the comfort and ease that matter most — especially if this is the home where you finally slow down and enjoy life the way it was meant to be lived. The pool was resurfaced, retiled, and repainted in 2020. There's a 2-car garage, plenty of extra parking, and a Kinetico water system already in place. Sunsets from the patio? Absolutely unforgettable. And when you do want to venture out, you're just minutes from Kissimmee and St. Cloud, with easy access to the Florida Turnpike, world-class restaurants, shopping, area attractions, and Orlando International Airport. This is your rare chance to own a piece of Old Florida magic — where the bass are biting, the sunsets are stunning, and every day feels like the one you've been working toward. Roof (2014) | Pool Resurfaced (2020) | Kinetico Water System | No HOA | Private Road | Voluntary Canal Maintenance ($350/yr) | Direct access to Lake Toho & Kissimmee Chain of Lakes All measurements are approximate and should be independently verified by buyer. Be sure to view the floor plans, 3D walkthrough, and videos. TAKE TIME TO SEE IT TODAY BEFORE THIS ONE GETS AWAY!!!!

Listing is courtesy of: EAST PARK REALTY LLC (321-624-5780)

Listing Agent: Racquel Schroeder (321-624-5780)

Remarks: Under contract-accepting backup offers. Exceptional Value in Kissimmee – Act Fast! This move-in ready home is now competitively priced for a quick sale and offers an incredible opportunity for both homeowners and investors. Freshly painted with a functional and inviting layout, the property features an additional room with its own private bath — ideal for guests, a home office, or a private retreat. Major updates already completed: new roof (2022), updated plumbing, and A/C maintenance in 2025, providing peace of mind for the next owner. Step into a spacious backyard with a tiny home ready for rental potential — a rare income-producing opportunity with NO HOA restrictions. Plenty of space for entertaining, gardening, or enjoying Florida sunshine. Prime location near 192 and Orange Blossom Trail with easy access to shopping, dining, schools, and entertainment. Best Deal in the Area – Schedule Your Showing Today!

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

Listing Agent: Yessica Rios Rios (407-773-6380)

Remarks: A rare find in Kissimmee. This property offers the perfect blend of modern updates, energy efficiency, and flexible living space with a fully updated 3-bedroom, 2-bathroom main home plus a true 1-bedroom, 1-bathroom apartment complete with its own kitchen. Approximately two years ago, the major components were replaced or renovated, including the roof, drywall, flooring, bathrooms, kitchen, and electrical. Added features like Tesla solar with backup battery and a tankless water heater make this home even more impressive. Properties with this kind of separate living arrangement and extensive recent updates are hard to come by, making 1420 Myrna an exciting opportunity for buyers seeking space, function, and long-term value. Assumable solar terms, ask for details.

Listing is courtesy of: PROPERTY RESOURCE SPECIALISTS LLC (321-287-7646)

Listing Agent: Bernice Bailey (321-287-7646)

Remarks: STOP SCROLLING — THIS IS THE ONE. Welcome to 1665 Barberry Dr, Kissimmee, FL 34744, located in the sought-after Kindred Community! This massive 5-bedroom, 3-bathroom home offers 2,601 SQFT of beautifully designed living space — and here’s the rare bonus: Block construction on BOTH the first AND second floors for superior durability and strength! Open-concept layout perfect for entertaining - Spacious bedrooms for the whole family - Full bathroom & bedroom downstairs – ideal for guests or in-laws - Fully fenced backyard for privacy, pets & gatherings -Located in one of Kissimmee’s fastest-growing communities The Kindred Community offers incredible amenities including resort-style pool, fitness center, clubhouse, playgrounds & walking trails. Space. Strength. Location. Lifestyle. This home has it ALL. ?? Schedule your private showing before it’s gone!

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Kerlin Torre Wesson (407-686-0130)

Remarks: Welcome to 2430 Quail Run Blvd in Kissimmee, FL, a beautifully maintained 3-bedroom, 2-bathroom home located just 30 minutes from the world-renowned Walt Disney World. Nestled in a quiet and desirable neighborhood with no HOA, this home offers the perfect balance of comfort, freedom, and convenience. Step outside to your private, fully fenced backyard featuring a lush passion fruit tree, creating a serene space to relax, entertain, or enjoy your own slice of Florida living. Inside, you will find thoughtful updates including a renovated bathroom, a newer water heater installed in 2022, and a roof replaced in 2018, providing both style and peace of mind. Whether you are looking for a primary residence, vacation home, or investment opportunity, this inviting property checks all the boxes with easy access to shopping, dining, and Central Florida attractions. Schedule your private showing today and experience the warmth and charm of this special home.

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

Listing Agent: Jasmin Calle (407-801-1205)

Remarks: LOCATION! LOCATION! LOCATION! Very close to Saint Cloud and Lake Nona, freeways, and the Orlando International Airport. HOA only $75. No CDD. This spacious and large home can be yours for a large family. Seller is very motivated to sell! We are open to offers.

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

Listing Agent: Patricia Mercado (239-281-9762)

Remarks: Excellent single family. Located in Kissimmee near shopping , schools and hospital. 2 bed rooms 1 full bath porch and much more . Priced to sell. Call to make an appointment .

Listing is courtesy of: KISMET 2 REALTY INC. (786-489-7713)

Listing Agent: Claudia Mejia (407-922-9608)

Remarks: Huge Price Drop! Seller is highly motivated! Welcome to this spacious and well-appointed two-story home located in the sought-after Remington Gold Club Community. Offering 4 bedrooms, 3 full bathrooms, and 2,379 sqft of living space, this property combines comfort, convenience, and style. Key features: -Versatile layout: first floor includes a private bedroom and full bath-perfect for guests or multigenerational living. -Modern upgrades: New A/C (2021) and roof (2022) for peace of mind. The updated kitchen features granite countertops. -Luxurious Master Suite: Upstairs master bedroom boasts a beautifully renovated oversized shower and upgraded flooring throughout the second level. -Outdoor Living: Fully fenced backyard and a 2-car garage provide privacy and functionality. Community Amenities: -Gated golf course community with pool, playground, and on-site daycare. -Easy access to Florida Turnpike, just minutes from Walt Disney World, East Lake Tohopekaliga, and major retail centers including Publix, Home Depot, and nearby hospitals. Don't miss this opportunity! Schedule your private showing today and discover the lifestyle that awaits in Remington!

Listing is courtesy of: DOVER INTERNATIONAL CO., INC. (407-333-0711)

Listing Agent: Armelio Fernandez Aponte, Sr (407-720-1664)

Remarks: Great Investment Opportunity for Short-Term Rentals. Fully Furnished. Turnkey. Income Ready. Welcome to 2705 Prestwick Lane in Kissimmee. This 4 bedroom, 3 bathroom pool home sits on a quiet corner lot in a well-maintained community and is ready to perform from day one. Use it as a primary residence, vacation home, or short-term rental. The home is being sold fully furnished. Start generating income immediately or move in without the added expense and delay of furnishing. The open floor plan offers multiple gathering spaces, generous bedroom sizes, and strong guest appeal. The private screened pool creates the Florida experience renters look for and helps drive higher nightly rates. Location supports consistent demand: • Minutes to shopping, dining, and golf • Easy access to major highways • Close to Central Florida attractions without heavy tourist traffic Property highlights: • 4 bedrooms. 3 full bathrooms • Private screened pool • Corner lot with added privacy • Fully furnished and move-in ready • Ideal for short-term or long-term rental If you are looking for a clean, well-located pool home with proven rental appeal in Kissimmee, this property checks the boxes.

Listing is courtesy of: SHINE VILLAS REALTY LLC (407-709-6176)

Listing Agent: Sally Wallace (407-429-1258)

Remarks: Welcome to your dream oasis! This spacious 4-bedroom, 3-bathroom pool home is perfectly situated on a generous .65-acre lot in a prime location, just minutes from Orlando International Airport and the Veterans Hospital, next to Lake Nona, one of the most desirable neighborhoods in Orlando. Step inside to discover a bright and inviting layout that seamlessly blends comfort and style. The heart of the home features living area that flows effortlessly into the gourmet kitchen, making it ideal for entertaining family and friends. Outside, you'll find your personal paradise with a shimmering pool surrounded by lush landscaping, offering a serene escape from the hustle and bustle of everyday life. Enjoy warm Florida days lounging by the pool or hosting summer barbecues in your expansive backyard. With its ideal location, this property provides easy access to major highways, shopping, dining, and recreational activities, making it perfect for both families and professionals alike. Key Features includes: New Roof installed 2022 with a 25-year warranty for peace of mind, electrical and Plumbing systems updated in 2012, ensuring efficiency and safety, Expansive 6-Car Garage* (1250 sq ft) with sleek epoxy floors and automatic Screen Doors for easy access and ventilation. perfect for car enthusiasts or extra storage, sprinkler system connected to a well, maintaining lush grounds effortlessly, hurricane Shutters for added protection during storm season, elegant crown Molding and rounded corners throughout enhancing the home’s aesthetic appeal, 29 Fully Paid Off Solar Panels installed in 2018 for energy efficiency and savings, city Water available but not connected ($7k to connect) for added convenience, Well Pump replaced in 2020, ensuring reliable water supply, Osmosis System Water Filtration (2018) for clean drinking water, original Septic System* in good standing for hassle-free maintenance, heated Saltwater Pool built in 2012 along with a protective pool cage for year-round enjoyment, stunning custom Kitchen Cabinets with soft close remodeled in 2012, complemented by luxurious granite countertops, tile flooring Throughout for easy upkeep and a modern look, all windows replaced in 2012 and fitted with blinds for privacy and energy efficiency, generator included, ensuring you’re never left without power. This property offers the perfect blend of comfort, style, and practicality. Don’t miss the opportunity to make this exceptional home yours! Schedule your viewing today!

Listing is courtesy of: MUSA REALTY COMPANY INC (305-351-6059)

Listing Agent: Tatiane Aponte Pa (305-804-4366)

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: Spacious and inviting, this 4-bedroom, 3-bath home offers over 2,000 square feet of comfortable living space in a desirable Kissimmee. Situated in the Remington area, the property offers a practical layout for families or anyone needing extra room, with a manageable lot size and easy access to the greater Orlando–Kissimmee area. This home sits in an established neighborhood with steady demand. Location is everything, and this home delivers, Remington is a community that offers a lifestyle among beautifully maintained grounds, 18-hole championship golf course, and a host of amenities including a community pool, tennis courts, playground, basketball court and Clubhouse. Proximity to major highways like the Florida Turnpike and SR 417 (Central FL GreeneWay), commuting to downtown Orlando, the Orlando International Airport (OIA), and public transportation is effortless. Come see it today!

Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)

Listing Agent: Paula Daza (407-244-6911)