Kissimmee Homes For Sale & Real Estate - 3298 homes

Remarks: Welcome to 1950 Ancestry Trail in Kissimmee—a charming and well-maintained 3-bedroom, 2-bath home offering 1,260 square feet of comfortable living space. This home delivers both functionality and value in a prime Central Florida location. Step inside to a bright and inviting layout with an open-concept living area, ideal for everyday living and entertaining. The kitchen offers ample cabinet and counter space, making meal prep easy and efficient. The primary suite provides a private retreat with an en-suite bathroom, while the additional bedrooms can be used for guests, or a home office. Enjoy outdoor living with an oversized backyard ready for relaxing, grilling, or creating your own personal oasis. Conveniently located near shopping, dining, major highways, and just a short drive to Orlando’s world-renowned attractions, this home offers the perfect blend of comfort and convenience. Whether you're looking for a primary residence, vacation getaway, or income-producing property, this is an opportunity you don’t want to miss. Schedule your private showing today!

Listing is courtesy of: THE SHOP REAL ESTATE CO. (727-593-7777)

Listing Agent: William Wiard (727-692-0628)

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: PRICED TO SELL!! Stunningly Upgraded Home on a large fenced lot. Don't miss this rare opportunity to own a home that is truly a step above the rest. Meticulously updated and priced for quick sale, this property offers a perfect blend of space, comfort, and luxury that you won't find elsewhere at this value. This home boasts a wonderful open floor plan with spacious rooms perfect for both daily living and entertaining. The kitchen, which opens directly to the family rooms, serves as the heart of the home, creating a central hub for family and guests. But what truly sets this home apart are the extensive, high- quality upgrades. The entire home, across both the first and second floors, features beautiful, durable porcelain tile- no carpet anywhere! It feels fresh, modern, and is ready for you to move in without lifting a finger. Key features that make this home an exceptional find include: *Full porcelain tile flooring: A significant and costly upgrade covering both the downstairs living areas and all upstairs bedrooms and hallways. *Upgraded Modern baseboards have been installed throughout the home, complementing the new floors perfectly. *Freshly Painted interior: The entire home has been professionally painted with a clean, neutral palette, creating a bright and welcoming atmosphere. *Finished Epoxy garage floor, offering a clean, finished look that's easy to maintain. *Spacious 0.27- Acre fenced lot: Enjoy privacy and ample space on this large, fully fenced-in lot perfect for family, pets, and entertaining. *Enhanced curb appeal: The front yard has been professionally landscaped, creating a beautiful and inviting first impression. This home represents fantastic value for a buyer who appreciates quality and style. The sellers have prepared this home for a seamless transition to its next owner. Schedule your showing today- a home this well-appointed at this price will not last long.

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

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

Remarks: Short Sale. Looking for a move-in ready step up without stretching the budget? This well-maintained home offers the space, features, and upgrades today’s buyers are looking for—without new-construction costs or delays. The home features four bedrooms and two bathrooms with a spacious open floor plan and high ceilings that create a bright, welcoming flow throughout the living areas. Ceramic tile flooring runs through the main living spaces, complemented by quality finishes that have stood the test of time. Both bathrooms are appointed with granite countertops and upgraded tile extending to the shower walls, while the primary bathroom includes adult-height cabinetry and a relaxing garden tub. The kitchen remains a standout, offering 36" upper cabinets, recessed lighting, granite countertops, and a full suite of stainless steel appliances, all opening seamlessly to the living and dining areas for easy entertaining. Additional highlights include an interior laundry room, double-door entry with an oversized foyer, 5¼" baseboards, and energy-efficient double-pane insulated Low-E windows and sliding glass doors. Step outside to enjoy the generous quarter-acre lot, designed for both relaxation and entertaining. The fully usable backyard features an above-ground pool, a pergola ideal for outdoor gatherings, and a storage shed for added convenience. Conveniently located near schools, shopping, and major access roads, this home delivers lasting value, thoughtful design, and everyday comfort in a well-established neighborhood.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Stacey Vazquez (407-874-5751)

Remarks: Welcome to 2819 Maguire Drive, a beautifully maintained 4-bedroom, 2-bathroom residence located in the desirable gated community of Cypress Reserve in Kissimmee. Offering over 2,000 square feet of thoughtfully designed living space, this single-story home combines comfort, functionality, and an exceptional location. Upon entering, you'll be greeted by soaring vaulted ceilings, an open-concept floor plan, and abundant natural light that creates an inviting and spacious atmosphere. The well-appointed kitchen serves as the heart of the home, featuring a center island, 42-inch cabinetry, Corian countertops, ample pantry storage, and modern appliances, making it ideal for both everyday living and entertaining. The spacious primary suite provides a private retreat with a recently renovated en-suite bathroom highlighted by a large walk-in shower and dual walk-in closets, offering exceptional storage and convenience. Three additional bedrooms provide flexibility for family, guests, a home office, or hobby space. Step outside to the screened lanai and enjoy peaceful water views overlooking the community pond. The backyard offers mature landscaping and fruit trees, creating a relaxing outdoor setting perfect for morning coffee or evening gatherings. Additional highlights include a two-car attached garage, interior laundry room, updated HVAC system 2017, and a roof replacement completed in recent years 2018. Residents of Cypress Reserve enjoy access to outstanding community amenities, including a resort-style swimming pool, tennis courts, playground, park areas, and beautifully maintained common grounds. Ideally situated near The Loop shopping and entertainment district, this home offers convenient access to major highways, Orlando International Airport, world-famous attractions, dining, shopping, and top-rated recreational destinations. Whether you're seeking a primary residence, a second home, or an investment opportunity, 2819 Maguire Drive delivers the perfect blend of location, lifestyle, and value.

Listing is courtesy of: URBANISTA BROKERS (407-619-7272)

Listing Agent: Paul Jimenez (407-276-3516)

Remarks: Under contract-accepting backup offers. TURNKEY INVESTMENT OPPORTUNITY JUST 5 MINUTES FROM DISNEY! Welcome to this exceptional 3-bedroom, 2-bathroom, fully furnished condo complete with a converted 1-car garage in the highly desirable, gated community of Oakwater Resort. Positioned an incredible 5 minutes from the gates of Walt Disney World, this premier property serves as a proven cash-flowing asset, having generated an impressive $34,000 in short-term rental revenue in the last 12 months. Backed by pristine guest experiences, this listing has earned the highly coveted Airbnb "Guest Favorite" designation and has maintained consecutive "Superhost" status for the last 3 years! Beyond its powerful vacation rental performance, the property’s unbeatable location offers incredible versatility for long-term equity or primary residency providing a short, convenient commute less than 2.5 miles from the top-rated Celebration High School. Step inside to find an immaculate, light-filled open floor plan built for seamless modern living and upgraded with a NEW A/C system for ultimate efficiency. The layout features an intelligent split-bedroom configuration to maximize privacy. The entire home features soaring ceilings, low-maintenance solid surface flooring (absolutely NO CARPET anywhere), and premium quartz countertops throughout both the kitchen and bathrooms. The modern kitchen stands out with solid wood cabinetry, stainless steel appliances, a custom tile backsplash, and a breakfast bar perfect for casual dining. The generous great room flows beautifully out to your private, screened-in balcony, which serves as your own private outdoor oasis. When night falls, you can walk right down to the community lakefront trail to watch the magical Disney fireworks light up the night sky! For ultimate convenience, the unit also includes a dedicated, full-size interior laundry closet. Adding incredible value to the floor plan, the attached garage has been professionally converted into a fully equipped, high-energy games room a massive hit for vacationing families that drastically drives up occupancy rates. The resort-style amenities at Oakwater are unmatched, boasting a 4,000 sq ft luxury clubhouse, a lagoon-style heated pool, a hot tub, a splash pad, a state-of-the-art fitness center, tennis and basketball courts, and a scenic lakefront walking path. Peace of mind is provided via a secure gated entrance paired with patrolling night security. Within short distance to local dining and shopping, and minutes from the Promenade at Sunset Walk and major highways. Whether you are searching for a high performing vacation rental, a magical second home, or a primary residence NEAR TOP AREA SCHOOLS, this property delivers it all. Schedule your private showing today!

Listing is courtesy of: REALTY HUB (407-900-1001)

Listing Agent: Ana Pelaez De Los Rios (786-818-8940)

Remarks: Stunning Fully Furnished 4-Bedroom Townhouse with Private Pool – Just Steps from the Clubhouse. Located in one of Orlando’s most desirable resort-style communities, this beautifully maintained 4-bedroom, 3-bathroom townhouse offers the perfect combination of modern living, comfort, and convenience. The home features high-quality, modern furnishings and elegant décor throughout. Residents also have access to world-class amenities including pools, fitness center, sports courts, and more. This is an excellent opportunity for a primary residence, vacation home, or investment property. Don't miss your chance to own in a dream location. CHECK IT OUT!

Listing is courtesy of: GOLDEN KEY REAL ESTATE SOLUTIONS LLC (407-801-8283)

Listing Agent: Gleyson Silva (407-575-7332)

Remarks: Charm and curb appeal abound for this Kissimmee home! Step inside into the inviting foyer and into the well-appointed living room, which is positioned at the front of the home. As you move through the home you'll find the family room and the kitchen, which boasts stainless steel appliances, hard surface countertops, and ample storage. The dining room and a home office round out the first floor along with a laundry and bathroom. On the second story you'll find the primary suite, three secondary bedrooms, and a bonus room. Enjoy your private, enclosed backyard all year long! Come and see for yourself the possibilities that this home has to offer!

Listing is courtesy of: EVERYSTATE INC. (501-725-1234)

Listing Agent: Blake Keathley (661-900-9145)

Remarks: Excellent investment opportunity in the highly sought-after Storey Lake Resort! This beautifully furnished 4-bedroom, 3-bathroom townhome offers the perfect blend of comfort, style, and income potential. Enjoy your own private heated pool with screened enclosure, ideal for relaxing after a day at the parks or entertaining guests. Inside, the bright open-concept layout features a modern kitchen with 42” white cabinetry, granite countertops, stainless steel appliances, and a spacious island overlooking the living and dining areas. The first floor includes a convenient guest bedroom and full bathroom, while upstairs you’ll find additional bedrooms including a spacious primary suite with dual vanities and generous closet space. Ideally located just minutes from Walt Disney World, Orlando International Airport, shopping, dining, and Orlando’s top attractions. Residents and guests enjoy world-class resort amenities including multiple pools, lazy river, fitness center, tiki bar, sports courts, mini golf, and more. The HOA includes cable, internet, exterior maintenance, landscaping, and gated security, making ownership easy and hassle-free. Whether you’re looking for a high-performing short-term rental property, vacation getaway, or smart investment in Central Florida, this home is a fantastic opportunity!

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

Listing Agent: Mulcy Tenorio (407-403-8229)

Remarks: Exceptional investment opportunity with immediate income in place. This beautifully maintained 2017-built duplex offers the peace of mind investors seek, featuring modern construction, durable finishes, and major components that are all less than ten years old, including the roof, HVAC systems, plumbing, electrical, and structural elements. Fully leased and generating rental income from day one, this property presents an attractive turnkey addition to any investment portfolio. Each spacious residence offers approximately 1,300 square feet of thoughtfully designed living space with three bedrooms, two bathrooms, and a desirable open-concept layout. Fully tiled throughout for easy maintenance and lasting durability, the interiors provide a clean, modern feel that tenants appreciate. Large kitchens serve as the heart of each home, offering abundant cabinetry, generous counter space, and ample room for dining, while the adjoining living areas create an inviting atmosphere for everyday living and entertaining. In-house laundry rooms add convenience, and the spacious bedrooms provide comfortable accommodations throughout. The primary suites are particularly impressive, featuring double vanities, oversized mirrors, excellent lighting, and beautifully tiled showers and bath areas. Outdoors, residents enjoy a large shared backyard enhanced by a partition fence that offers a sense of privacy while preserving the open green space. The lush lawn creates a pleasant setting for relaxation, recreation, and outdoor enjoyment. Located within the highly sought-after Poinciana Villages community, residents enjoy access to an impressive collection of amenities that elevate the living experience. The community features a modern fitness center overlooking beautiful green spaces, a resort-style swimming pool, playgrounds, parks, community gathering areas, multipurpose event rooms, and a full-sized basketball facility complete with bleachers and scoreboards. Miles of walking paths, recreational opportunities, and year-round community activities contribute to an active and engaging lifestyle. Poinciana continues to attract residents seeking affordability, convenience, and access to Central Florida's most popular destinations. Situated between Orlando and Lakeland, the area offers easy access to major employment centers, shopping, dining, healthcare facilities, and entertainment venues. Residents are within reach of world-famous attractions, beautiful natural preserves, golf courses, lakes, and outdoor recreation while still enjoying the comfort of a well-established residential community. Whether you're looking to expand your investment portfolio or secure a quality income-producing asset in one of Central Florida's growing markets, this fully occupied duplex delivers both immediate returns and long-term potential. Please do not disturb tenants, some of the pictures have been virtually stage. Showings are available by appointment only.

Listing is courtesy of: PARADISE REAL ESTATE INTL (561-203-6200)

Listing Agent: Kenneth Oxsalida (863-272-2396)

Remarks: Live the lifestyle at Shingle Creek Reserve at the Oaks. Shingle Creek Reserve is a gated community with beautiful scenery and lake access through the water way at Shingle Creek. The gated community of Shingle Creek at the Oaks has a community dock, Tennis, playground, and is a GOLF community. This gorgeous homes exterior has lots of stone accents. This well kept homes interior boasts of a European style kitchen, granite countertops and and nice cabinetry, large bedrooms. Lawn care, gate, and pest control are included in the HOA dues. IF YOU LIKE BOATING, GOLF, TENNIS, AND LIVING IN A GATED COMMUNITY THIS HOME IS FOR YOU!!!!

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

Listing Agent: Robert Anarumo (863-877-1915)

Remarks: A BEAUTIFUL AND SPACIOUS HOME IN A PRIVILEGED LOCATION! Welcome to this spacious 3 bedrooms, 2.5 bathrooms residence, featuring a functional layout, abundant natural light, and comfortable living spaces for the entire family. The home boasts an open, renovated kitchen that flows harmoniously into the dining and living areas, creating the perfect setting for both daily living and entertaining guests. The flooring has been updated throughout the home, and there is no carpeting in any room, making for easy maintenance and providing a clean, cohesive aesthetic. The home's thoughtfully designed layout places all three bedrooms on the second floor, offering enhanced privacy and separation from the main social areas. The comfortable master bedroom stands out with its decorative balcony-style railing, which allows for an abundance of natural light to enter, lending a sense of spaciousness and airiness to the room. Whether relaxing at home or hosting family and friends, you will appreciate the welcoming atmosphere and the practical use of space. Conveniently located near hospitals, schools, supermarkets, pharmacies, restaurants, shopping centers, and major thoroughfares, this property offers easy access to everything you need. This is a wonderful opportunity to acquire a comfortable, move-in-ready home situated in a practical and highly sought-after location. "Additional HOA fee:$90/ month includes TV and internet".

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

Listing Agent: Martha Santamaria (407-579-5852)

Remarks: Six Bedroom upgraded smart home in gated community with pool minutes away from theme parks. This beautiful 3,294-square-foot home in Reflections Storey Lake sits on a premium corner lot and is just 7 miles from Disney. Your new home includes: scenic backyard views, large pool, three full bathrooms, office space, utility space, and an upstairs laundry room. It features a professionally maintained heated saltwater pool, a large screened patio with a 230V box for a hot tub, professionally landscaped grounds with privacy fencing and wetland preserve views. Upgrades include a paver driveway and porch, smart lighting, climate control, security, garage door automation, upgraded first-floor tile, mini-split in the tandem garage bay, Ox Floor sealed garage bays, upgraded glass walk-in shower, ceiling fans in every bedroom/living area, and laminate flooring with crown molding in the primary bedroom. The low HOA price of $248.78/month includes community gym, pool, playground, internet, garbage/recycling disposal, and dog park. This property is well-suited for long-term rental opportunities given its location to the theme parks, area amenities, and low vacancy rates. Always conduct thorough due diligence prior to making any investment decisions. This can be your next dream home or long term investment property! Selling realtor has personal interest in property.

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

Listing Agent: Glenn Randall (407-760-1009)

Remarks: Excellent CASH FLOW potential in one of Central Florida’s most desirable vacation rental areas!THE ONLY CONDO WITH A PRIVATE COVERED GARAGE IN A GATED COMMUNITY AVAILABLE ON THE MARKET RIGHT NOW! THIS IS THE ONLY 2 bedroom, 2 bath condo IN THIS AREA THAT comes with a 1 CAR GARAGE- adding $10,000 or more value, and COVENIENTLY located on the 1st Floor! AIRBNB and SHORT TERM RENTAL ALLOWED!! OPEN FLOOR PLAN WITH LAUNDRY ROOM AND WALKIN CLOSETS. PRIME LOCATION, CONVENIENTLY LOCATED JUST MINUETS FROM DISNEY, THE LOOP WITH NUMBER OF RESTAURANTS, SHOPPING AND CINEMA. 2 POOLS, 2 HOT TUBS, FITNESS CENTER, CLUB HOUSE, PLAYGROUNDS AND TENNIS COURTS TO ENJOY AND MUCH , MUCH MORE !!! Tenant in place, excellent for un immediate cash flow right from the start!!!

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

Listing Agent: Silvia Stamenova (321-946-4392)

Remarks: Bright and meticulously maintained apartments in the sought-after Storey Lake community. This sunlit unit includes in-unit laundry, a modern kitchen with a spacious island. Enjoy resort-style amenities and a scenic lake right within the neighborhood, perfect for a relaxed and convenient lifestyle. Everyone is welcome—call today to schedule your showing and experience this beautiful community!

Listing is courtesy of: MIAMI TANGO INVESTMENTS REALTY (786-464-8803)

Listing Agent: Moses Nae (407-499-0240)

Remarks: Welcome to luxury resort-style living in the highly desirable Windsor at Westside Resort community. This beautifully furnished two-story corner-unit home which is right next to the club house features a spacious open floor plan designed for both comfort and entertaining. Inside, enjoy professional interior design, quality furnishings, and a well-appointed layout including a large primary suite with a king-size bedroom and private en-suite bath. Additional bedrooms are generously sized, including two queen bedrooms, plus themed bedrooms ideal for family and guests. Step outside to your own private pool, perfect for relaxing under the Florida sun. The home also offers the convenience of a one-car garage. Owners enjoy access to Windsor at Westside’s premier amenities including a resort-style pool with splash area, lazy river, Tiki Bar, fitness center, clubhouse, arcade, sand volleyball, multi-purpose courts, onsite dining options, market/deli, and concierge services. Ideally located just minutes from Orlando-area attractions, dining, and shopping, this home offers the perfect combination of lifestyle and location.

Listing is courtesy of: INNOVATIVE REALTY, LLC (407-772-5555)

Listing Agent: Alberto Nikodimov (305-775-5522)

Remarks: Discover the perfect blend of comfort, resort-style living, and unbeatable location in this beautifully maintained 3-bedroom, 2.5-bath home located in a secure gated community just 15 minutes from Disney. This inviting two-story home features a bright, open layout ideal for relaxing, entertaining, or enjoying the Florida lifestyle year-round. This community truly stands out with a full suite of resort amenities including multiple sparkling pools, a mini-golf course, playgrounds, walk-up tiki bars, on-site mini restaurants, and a fully equipped fitness center. Enjoy the convenience of a clubhouse with social spaces, perfect for gatherings or vacation-style relaxation without ever leaving the neighborhood. Whether you're seeking a primary residence, vacation retreat, or investment opportunity, the location offers unmatched accessibility to theme parks, dining, shopping, golf, and major highways. OWNER IS MOTIVATED Don’t miss this chance to own in one of Central Florida’s most desirable in High Market area and amenity-rich communities.

Listing is courtesy of: REALTY OF AMERICA (321-732-5369)

Listing Agent: Kaylian Ocasio (689-269-4658)

Remarks: Under Construction. Discover the Keele, a spacious 3-bedroom, 2.5-bath home with 1,818 sq. ft. of thoughtfully designed living space. The main floor features a private primary suite with walk-in closet and private bath, plus a bright open layout that blends the kitchen, dining, and family room—perfect for gatherings. A covered patio extends the living space outdoors, while a powder room and laundry add convenience. Upstairs, a versatile loft connects two additional bedrooms, each with walk-in closets and a shared bath. With energy-efficient design, granite counter tops, stainless steel appliances, and a 2-car garage, this home balances comfort and style.

Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)

Listing Agent: Reed Williams (813-918-4491)

Remarks: Under contract-accepting backup offers. Step into this updated home. Featuring brand-new flooring and fresh interior paint, this home offers a clean, move-in-ready feel from the moment you walk through the door. The kitchen is equipped with sleek stainless steel appliances and a new AC in recent year. Major updates provide peace of mind, including a new roof installed in 2023. Ideally located just minutes from the Florida Turnpike, this home offers easy access for commuting while still being close to shopping, dining, and local amenities. Whether you're a first-time buyer or looking to downsize, this home checks all the boxes with style, comfort, and location.

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

Listing Agent: Brittany Pride (888-883-8509)

Remarks: This beautiful single-story single-family home features 4 bedrooms and 2 bathrooms with a thoughtfully designed open-concept layout connecting the family room, kitchen, and breakfast nook. Sliding glass doors lead to a patio, creating the perfect space for outdoor living and entertaining while enjoying peaceful lake views from the backyard. Three secondary bedrooms provide comfortable accommodations for family members or guests, while the privately located owner’s suite offers a spacious walk-in closet and a luxurious en-suite bathroom. Located in the amenity-rich, pet-friendly community of Westview in Poinciana, residents enjoy access to a resort-style swimming pool, clubhouse, dog park, and sports fields. Nearby Lake Marion Creek Wildlife Management Area offers scenic hiking trails, while shopping, dining, and entertainment options are just minutes away in Poinciana. Convenient access to Highway 17 makes commuting to Greater Orlando easy and convenient.

Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)

Listing Agent: Barbara Cunha De Freitas (617-458-0838)