Kissimmee Homes For Sale & Real Estate - 3299 homes

Remarks: Step into a world of high-yield luxury and Disney-area magic with this premier top-floor, 3-bedroom, 2-bathroom sanctuary at the legendary Windsor Hills Resort! Fully furnished and reimagined at the start of 2026, this gem offers a turnkey experience for modern buyers. Standout features added this year include new quartz kitchen countertops, new appliances (stove & fridge), and new bathroom counters, vanity sinks, and faucets, complemented by newly resurfaced bathtubs, shower stalls, and surrounding tiles. The interior shines with luxury vinyl flooring in all bedrooms, new ceiling fans in the living room and master, and a complete furniture refresh featuring a new sofa, coffee table, and a 55" Samsung Smart TV in the living area. Each bedroom is optimized for comfort, from the master’s new desk and 50" Samsung TV to the second bedroom’s queen-size bed and the third bedroom’s new twin-over-double bunk bed. For the savvy investor, this property is a certified powerhouse, boasting a 2025 gross Airbnb income of $43,300. Managed with ease via a Schlage smart lock and Nest thermostat, the condo sits within a resort offering a lagoon-style pool, water park, fitness center, and cinema, all just minutes from Central Florida’s world-class attractions, dining, and shopping. Don’t just buy any property; own a proven, high-performance vacation home!

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: Welcome to 8951 Amelia Downs, a beautifully appointed and spacious home featuring 7 bedrooms, 6 bathrooms, and 3,533 square feet of well-designed living space. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating the perfect setting for entertaining and hosting guests. Step outside to your private heated pool, ideal for year-round enjoyment and a standout feature for short-term rental potential such as Airbnb. Each bedroom is generously sized, with multiple en-suites giving added privacy and flexibility. Ideally located just minutes from world-renowned attractions including Walt Disney World, Universal Studios, and SeaWorld, as well as premier shopping and dining destinations, this property provides unbeatable convenience. Residents and guests can also enjoy nearby golf courses, outlet malls, and easy access to major highways for seamless travel. Whether you're seeking a primary residence, vacation home, or income-producing investment, this home delivers the perfect blend of comfort, location, and opportunity.

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

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

Remarks: HUGE PRICE REDUCTION: NEW ROOF INSTALLED IN 2023! Welcome to 130 Westmoreland Circle, nestled within the highly sought-after golf and resort-style community of Remington in Osceola County. Remington is one of the area’s most established and desirable neighborhoods, offering a vibrant lifestyle paired with exceptional amenities. Home to more than 1,700 residences, the community features a picturesque clubhouse, an 18-hole golf course with practice ranges, a bar and grill serving comfort favorites, a community pool, recreation center, baseball and soccer fields, basketball and tennis courts, a sand volleyball court, and scenic walking and fitness trails. Situated on an expansive corner lot, this beautiful two-story home offers 4 bedrooms, 3.5 bathrooms, a spacious loft, and a 2-car garage. The thoughtfully designed layout includes a first-floor primary suite, complete with an oversized ensuite bath featuring dual vanities, a garden tub, separate shower, private water closet, and a large walk-in closet. Abundant natural light fills the home, creating a warm and inviting atmosphere throughout. Step through the double front doors into an elegant formal living and dining area. The open-concept kitchen flows seamlessly into the spacious family room, where sliding glass doors lead to the enclosed pool and deck area. A covered patio provides the perfect setting for outdoor dining, entertaining, or simply relaxing in the shade. The first floor also includes a convenient half bath and laundry room. Upstairs, you’ll find a generous loft space ideal for a home office, media room, or play area, with the potential to easily convert into a fifth bedroom. Three additional bedrooms and 2 full bathrooms WITH BEDROOM 2 having their own private full bath, complete the second level. Conveniently located near the Florida Turnpike, US-192, East Lakeshore Boulevard, Orlando International Airport, as well as shopping and dining destinations, this home offers both comfort and accessibility. Schedule your private showing today and discover everything this exceptional home has for you!

Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAG (352-240-1133)

Listing Agent: Carolyn Mahoney (407-404-3871)

Remarks: Townhome available and ready to move in, featuring 3 bedrooms, 2.5 bathrooms, and a one-car garage, located in the gated community of Flora Ridge, conveniently near the Loop. The welcoming entry opens to a well-appointed kitchen with breakfast bar, seamlessly flowing into the open-concept living room and dining area—perfect for everyday living and entertaining. Upstairs, you’ll find three spacious bedrooms, two full bathrooms, and a built-in workstation ideal for remote work or study. Enjoy close proximity to Shopping, Schools, Dining, and more. Schedule your private showing today!

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

Listing Agent: Rich Canelon (407-341-4035)

Remarks: Under contract-accepting backup offers. Great opportunity to own a beautifully maintained vacation home located in the highly desirable Windsor Hills Resort! This spacious and well-designed property offers an open floor plan ideal for both relaxation and entertaining. The home features themed bedrooms that enhance the vacation experience, along with a private screened-in pool area perfect for enjoying the Florida lifestyle. Laminate flooring throughout provides a modern look with easy maintenance. Just minutes from Walt Disney World and major Orlando attractions, this property is perfectly positioned for short-term rentals or personal use. Windsor Hills Resort is a gated community offering resort-style amenities, including a clubhouse, resort pool with water slide, fitness center, movie theater, playground, and more. Currently operating as a short-term rental. Schedule your showing today and don’t miss this incredible investment opportunity!

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Danilo Aquino (689-243-6300)

Remarks: Stunning Fully Furnished Corner Townhouse in Prime Kissimmee Location Discover this beautiful two-story townhouse located in the heart of Kissimmee, offering the perfect blend of comfort, style, and convenience. This fully furnished home is move-in ready, making it an ideal opportunity for homeowners or investors alike. Featuring 5 spacious bedrooms, the primary suite stands out with its generous walk-in closet, while the additional bedrooms are equipped with built-in closets, providing ample storage throughout. With 4 full bathrooms, this home ensures comfort and privacy for family members and guests. The open floor plan creates a seamless flow between the expansive living room and dining area, perfect for entertaining or relaxing in style. The kitchen is both elegant and functional, showcasing solid wood cabinets, beautiful stone countertops, and included appliances, making it ready for everyday living or hosting gatherings. As a desirable corner unit, this townhouse offers enhanced privacy and additional natural light, setting it apart from the rest. Its prime location places you near major roads for easy commuting and close to highly rated schools, adding even more value to this exceptional property. This is a rare opportunity to own a fully furnished, spacious corner townhouse in one of Kissimmee’s most convenient and sought-after areas.

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

Listing Agent: Vanessa Albuquerque (407-936-4881)

Remarks: Stunning Fully Renovated 2BR/2BA Fantasy World Club Villas – A Rare Find Just Minutes From Disney! Step into one of the finest villas in all of Fantasy World Resort! This beautifully renovated and fully furnished 2-bedroom, 2-bath villa offers an elevated vacation-home experience with high-end finishes, an open-concept layout, and incredible income potential. Whether you're looking for a top-performing short-term rental or a stylish getaway for your family, this is the opportunity buyers wait for. This upgraded villa features stainless steel appliances, elegant stone countertops, modern décor, and a spacious feel rarely found in comparable units. The seller removed the lowered ceiling and opened the wall between the kitchen and living room, creating a bright, seamless layout that truly sets this villa apart from the rest. With strong rental performance—capable of producing up to $50,000 per year—this property is both a lifestyle upgrade and an excellent investment. Buyers also have the option to purchase a second, similarly upgraded villa for a powerful package deal. Located just 10 minutes from Walt Disney World, this resort is one of the highest-performing communities in the Kissimmee/Orlando market. Enjoy world-class amenities including a huge lazy river, water slides, multiple pools and hot tubs, mini golf, tennis and pickleball courts, arcade, dog-friendly areas, EV charging, and more—making it a vacation favorite year-round. Opportunities like this don’t come often. If you’ve been waiting for a truly renovated, income-producing villa near the parks, this is the one. ?? Contact your Realtor today to schedule a private showing — and feel free to reach out to listing agent Jose Hooker directly for more details and access.

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

Listing Agent: Jose Hooker-Gomez (407-272-6986)

Remarks: Stunning Fully Renovated 2BR/2BA Fantasy World Club Villas – A Rare Find Just Minutes From Disney! Step into one of the finest villas in all of Fantasy World Resort! This beautifully renovated and fully furnished 2-bedroom, 2-bath villa offers an elevated vacation-home experience with high-end finishes, an open-concept layout, and incredible income potential. Whether you're looking for a top-performing short-term rental or a stylish getaway for your family, this is the opportunity buyers wait for. This upgraded villa features stainless steel appliances, elegant stone countertops, modern décor, and a spacious feel rarely found in comparable units. The seller removed the lowered ceiling and opened the wall between the kitchen and living room, creating a bright, seamless layout that truly sets this villa apart from the rest. With strong rental performance—capable of producing up to $50,000 per year—this property is both a lifestyle upgrade and an excellent investment. Buyers also have the option to purchase a second, similarly upgraded villa for a powerful package deal. Located just 10 minutes from Walt Disney World, this resort is one of the highest-performing communities in the Kissimmee/Orlando market. Enjoy world-class amenities including a huge lazy river, water slides, multiple pools and hot tubs, mini golf, tennis and pickleball courts, arcade, dog-friendly areas, EV charging, and more—making it a vacation favorite year-round. Opportunities like this don’t come often. If you’ve been waiting for a truly renovated, income-producing villa near the parks, this is the one. ?? Contact your Realtor today to schedule a private showing — and feel free to reach out to listing agent Jose Hooker directly for more details and access.

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

Listing Agent: Jose Hooker-Gomez (407-272-6986)

Remarks: 4 bedroom 2 bath home in a gated community. Living/dining room, large kitchen with eating space. 2 car garage. Pond view from the back of the house and conservation view from in part of the front.

Listing is courtesy of: REALTY SERVICES OF AMERICA (407-319-4113)

Listing Agent: Edgar Gonzalez (407-319-4113)

Remarks: NO HOA – 3BR/2BA with Bonus Room, Large Carport & Detached Garage! Tucked in the established Country Green area, this move-in ready 2005 manufactured home sits on a quarter-acre (approx. 85’ x 132’) lot and features a covered carport 39'8" x 12'1" plus a detached garage—perfect for extra storage, hobbies, or a workshop. Inside you’ll find easy single-level living with tile floors throughout, an open living/dining area, and a kitchen with good prep space. The split layout includes a spacious primary bedroom (14'0" x 13'11") with an en-suite bath, a generous second bedroom (10'6" x 13'11"), and a third room (5'0" x 8'0") ideal for a nursery or home office. A flexible bonus room (11'11" x 12'1") off the carport adds great utility for a gym, studio, or playroom. Outside, enjoy the fully fenced yard, shade trees, and covered porches—perfect for pets, play, and weekend projects. Fantastic location close to restaurants, supermarkets, Downtown Kissimmee, and Kissimmee Gateway Airport with quick access to US-192, John Young Pkwy, and the Turnpike. Public records indicate 3 beds/2 baths and 924 sf; buyer to verify all measurements, room count, and uses shown on the floor plan. Flood Zone X per FEMA (generally outside special flood-hazard areas). Come see it today! all measurements are approximate.

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

Listing Agent: Jose Hooker-Gomez (407-272-6986)

Remarks: Vacant and motivated to sell! The seller is offering a $3,000 credit to buyer at closing to put toward a kitchen refresh, perfect for updating appliances or adding personal touches for full priced offers. The seller has an assumable FHA mortgage with a low interest rate. This well-maintained 3-bedroom, 2-bath home features vaulted ceilings and a spacious open living area that flows seamlessly into the dining and kitchen spaces. The primary suite includes dual closets and a private bathroom. The fully fenced backyard offers a quiet, low-maintenance outdoor space with room to entertain or unwind. A water softener is already installed, adding to the home’s everyday comfort. The low $90 monthly HOA fee includes Spectrum cable and high-speed internet, providing excellent value and convenience. Located near shopping, dining, and major roads, this home is move-in ready and packed with practical features. Don’t miss your chance to own a great home with strong value and added incentives!

Listing is courtesy of: JAMES F. HURST II, BROKER (407-383-4561)

Listing Agent: Evan Fischer (407-928-1562)

Remarks: This impressive 4-bedroom, 3.5-bath home offers over 2,900 sq. ft. of thoughtfully designed living space, including a private junior suite—perfect for guests or multi-generational living. Pass through french style entry door and step inside to find your formal living and dining areas. Continue and it will lead you into a bright, open layout with a generously sized family room and cozy breakfast nook. The kitchen is grand, both functional and stylish, featuring leather-look granite countertops, dual sinks, and a walk-in pantry. A convenient half bath, laundry closet, and a charming under-stair playroom add to the home’s versatility. Upstairs the ginormous owner’s suite is a true retreat with his and hers walk-in closets plus an additional storage closet and a relaxing garden bath. The junior suite offers its own walk-in closet and upgraded bathroom with a walk-in shower, while two additional bedrooms share an updated bath. Both baths has been upgraded (2022 & 2024) to walk in shower with frameless glass enclosure, rain shower heads, and beautiful tiles throughout. The loft is spacious and offers flexibility to be used as an office, game room, or potential 5th bedroom. The backyard is grand and fully fenced (2023), where family can play and enjoy outdoors together. Enjoy peace of mind with major updates already completed: roof and exterior stone veneer (2019), water softener (2023), gutters (2023), two AC units (2024 & 2025) and double-pane windows (2026). Tile and laminate flooring throughout offer easy maintenance. Located in quiet community of Blackstone Landing, this property is zoned for A grade high school, close to shopping, dining, medical offices and major attractions, with Sunrail Station is only 4 minutes drive. Great neighbors and beautiful backyard sunset are included! This home blends space, function, and modern updates. It has been lovingly taken care of and is now ready to housed its next owner.

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

Listing Agent: Herny Mendez (407-595-1041)

Remarks: From the moment you step into this beautifully maintained home, you will be captivated by the warm ambiance created by the arched architectural accents allowing the natural Florida sunshine to filter throughout. Gleaming ceramic tile flows seamlessly throughout the entire home, setting the tone for effortless style and easy maintenance. To your right, a dedicated dining room offers an elegant space for hosted meals and gatherings. To your left, a formal living room provides a refined setting to welcome guests or unwind in quiet comfort. Continue forward into the heart of the home — the kitchen, opens directly into the family room with generous space for everyday living, creating a warm, connected flow between cooking and gathering. The eat-in kitchen is designed for both daily meals and casual conversations, making it the natural hub of the home. A sliding glass door extends the living space into the covered, screened-in lanai offering easy access to a backyard perfect for recreation, grilling, or simply soaking in the Florida sunshine. Walk past the kitchen and the spacious primary bedroom awaits on your right. This private retreat is thoughtfully separated from the secondary bedrooms in a desirable split floor plan. Inside, you will find an ample walk-in closet and an en suite bathroom designed for everyday convenience. Three additional bedrooms situated on the opposite side of the family room are perfectly positioned for privacy. Each bedroom is equipped with a ceiling fan and generous closet space, providing excellent versatility for family, guests, or a dedicated home office. With a layout designed for practicality, this home delivers the ideal blend of comfort and convenience. The attached two car garage provides easy, covered access, rain or shine. Located close to shopping, dining, schools, hospitals, medical offices, parks, recreational facilities, and major roadways, it provides seamless access to everything Central Florida has to offer. A must-see for buyers seeking move-in-ready primary home, vacation home, or investment property with spacious bedrooms, modern essentials, and inviting indoor-outdoor living.

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

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

Remarks: RESORT AMENITIES !! PRIVATE POOL !! WATER VIEWS !! FULLY RENOVATED !! Welcome to Paradise Palms – where it’s paradise every day! This HIGH-PRODUCING SHORT TERM RENTAL is the complete package, offering 12+ MONTHS OF VERIFIED OWNER STATEMENTS with real income data already in place – no speculation, just proven performance! FULLY FURNISHED, thoughtfully designed, and completely TURN-KEY, this 4-bedroom, 3-full bath townhome is ready to continue generating income from day one, while also offering incredible flexibility as a primary residence, second home, or vacation getaway in the heart of Central Florida. The fresh and modern interior delivers an OPEN CONCEPT layout designed for both every day living and entertaining, featuring durable NEW LUXURY VINYL PLANK FLOORING throughout, a bright and inviting living and dining area, and a well appointed kitchen overlooking it all with easy access to the outdoor living space. Sliding glass doors open to your PRIVATE SCREENED POOL, extended patio, and peaceful POND VIEWS – the ideal setup for indoor/outdoor Florida living guests love. The MAIN FLOOR BEDROOM and FULL BATH add convenience and flexibility, while upstairs you will find the spacious primary suite along with two fully themed bedrooms that create an unforgettable guest experience and keep visitors coming back year after year. A convenient laundry closet and UPDATED A/C (2024) add even more value and peace of mind. Located inside the GUARD-GATED RESORT COMMUNITY of Paradise Palms, owners and guests enjoy access to incredible amenities including a clubhouse, resort-style pool, fitness center, restaurant, sand volleyball court, scenic trails, and so much more. The HOA also includes cable, internet, phone, and valet trash for added convenience. Just under 10 miles from Disney Parks and minutes from world-famous attractions, shopping, dining, golf, lakes, and area resorts, this property also offers easy access to I-4, US-192, Hwy 27, and SR-429 for seamless travel throughout Central Florida. Whether you are looking to expand your investment portfolio or own a vacation retreat close to everything Orlando has to offer, this exceptional property delivers EVERYTHING YOU COULD WANT in an income-producing property in one of the area’s most sought-after resort communities. Call today to schedule a tour! **Seller may consider buyer concessions if made in an offer**

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: Under contract-accepting backup offers. Brand New Interior Paint--Move in Ready! Welcome to the beautifully maintained 3 Bedroom 2-Bathroom home located in the desirable gated community of Cypress Reserve! Featuring an open concept layout with wood flooring throughout, crown molding and window treatments! This home offers both style and comfort on a gorgeous, oversized lot! The kitchen is fully equipped with a refrigerator, dishwasher, oven and microwave and showcases Corian countertops, tiled backsplash, maple cabinetry, and a closet pantry. An eat-in area just off of the family room creates the perfect space for casual dining and everyday living. The spacious primary suite and secondary bedrooms offer a functional split floor plan. A 2023 AC and 2018 ROOF provides a peace of mind. Washer and dryer convey with the sale. Step outside and enjoy a large, enclosed lanai overlooking an expansive backyard--ideal for entertaining or relaxing year-round. Move in ready and conveniently located near shopping (The Loop), dining, and major roadways. Come and see this home today!

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Catherine Lambert Pa (407-908-2525)

Remarks: Under contract-accepting backup offers. Great opportunity to add value to this property with strong upside potential 4 bedrooms 3.5 baths. The home is structurally sound, with much of the major living areas in good condition, but it is ready for updates to the kitchen and bathrooms. Ideal for investors, flippers, or buyers looking to renovate and build equity. Located in an established neighborhood with convenient access to shopping, dining, schools, and major roadways. Property is being sold As-Is. Bring your vision and transform this home into a standout investment!

Listing is courtesy of: GLOBAL SAPPHIRE REALTY LLC (321-478-6135)

Listing Agent: Yvonne Vickers (954-687-8189)

Remarks: Under contract-accepting backup offers. This is the listing with the most value for your money! Compare this home to all other active listings in this zip code and you'll see why. Charming 3-Bed, 2-Bath Home in the Heart of Kissimmee with NO HOA FEES. Beautifully maintained home with 3 bedrooms, 2 bathrooms, and unbeatable solid bones. With a roof, electrical, and plumbing system all updated just 2 years ago, this property is move-in ready and built to last and guaranteed to hit all your checkmarks. Nestled in the heart of Kissimmee (34743), this home offers unparalleled convenience. Located just 2 minutes from the Walmart Supercenter and steps away from the Turnpike North/South exit, you'll enjoy seamless access to major routes. The 417 Expressway is less than 5 minutes away, and Osceola Parkway leads you straight to The Loop shopping plaza, filled with restaurants and retail options. For entertainment lovers, Disney World and other world-class theme parks are just a quick 15-minute drive. Whether you're looking for a family home or an investment property, this gem combines comfort, location, and lifestyle. Don't miss your chance to own this Kissimmee treasure—schedule your showing today! IMPORTANT MESSAGE: NO SITE UNSEEN OFFERS.

Listing is courtesy of: LA REALTY SERVICES LLC (407-870-3519)

Listing Agent: Charles Maligaya (407-870-3519)

Remarks: Under Construction. This new Minori two-story home opens to an inviting dining room with shared access to a well-equipped kitchen and an expansive Great Room ideal for modern entertainment. Through glass-sliders is a breezy lanai. On the second level are two secondary bedrooms arranged near a full-sized bathroom, while down the hall is the private owner’s suite. The spacious owner’s suite includes a spa inspired bathroom and fabulous walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: INVESTORS OPPORTUNITY !!!! TENANT OCCUPIED. Fully remodeled, this inviting single-family home at 709 S Dillingham Ave in Kissimmee is designed for comfort and flexibility. The thoughtfully updated interior offers modern finishes throughout, creating a fresh and welcoming feel from the moment you arrive. Ideal for multi-generational living, the home includes a private mother-in-law suite with 2 bedrooms and 1 bathroom, perfect for extended family or guests while still maintaining privacy or for a great rental income. Centrally located near downtown Kissimmee, shopping, dining, schools, and major roadways. Enjoy peace of mind with a beautifully updated home ready for its next chapter. A wonderful opportunity to settle into a space where everyone feels at home. Buyer to verify all measurements and information.

Listing is courtesy of: GPS PROPERTY GROUP INC. (407-439-2527)

Listing Agent: Abel Jimenez (407-452-4119)

Remarks: "HUGE BACKYARD". Welcome to this beautifully maintained home located on a quiet cul-de-sac in the heart of Poinciana. This spacious property offers a bright, open layout with generous living and dining areas, perfect for both everyday living and entertaining. The kitchen features ample cabinetry and a comfortable eat-in space overlooking the backyard. All bedrooms are well-sized, including a peaceful primary suite with its own private bath. Enjoy a large yard with plenty of room for outdoor living, gardening, or play. Conveniently located near schools, shopping, medical facilities, and the Poinciana Community Park. A wonderful opportunity to own a move-in-ready home in a growing community.

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

Listing Agent: Mimi Noel (407-325-9404)