Kissimmee Homes For Sale & Real Estate - 3327 homes

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: 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: 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: 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: Beautifully End-Unit Townhome in Windsor Hills! In a premier 24-hour guard-gated community! Perfect for year-round living, a vacation retreat, or a profitable short-term rental. Step inside to a bright, open-concept main floor, a kitchen with, breakfast bar, and premium appliances. The open living and dining area opens through sliding glass doors to your private screened-in pool, ideal for relaxing or entertaining. A main-level bedroom and full bath supply comfort and convenience for guests. Upstairs, the primary suite provides a walk-in closet and an en-suite bath. An additional bedroom, full hall bath, and in-unit laundry complete the second floor. Enjoy resort-style living with Windsor Hills with unmatched amenities: a community pool and hot tub, water park, fitness center, tennis, basketball, and volleyball courts, game room, movie theatre, tot lot & recreation park, plus an on-site marketplace and grill. Just minutes from Disney World and area attractions - this is the lifestyle you’ve been dreaming of. Schedule your private showing today!

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Heather Werner (973-461-9914)

Remarks: Experience luxury and comfort in this stunning 6-bedroom, 4-bathroom vacation home located in the sought-after Bella Vida Resort, with no CDD fees! This spacious property features an inviting living and dining room combination upon entry, and a gourmet kitchen equipped with two refrigerators, granite countertops, a large island with a sink, and plenty of space—perfect for accommodating large families. Step outside to enjoy your private pool, ideal for relaxation or entertaining. Situated in a gated community with 24/7 security, Bella Vida Resort boasts resort-style amenities, including a pool, jacuzzi spa, playground, fitness center, game room, movie room, and basketball court. Located just minutes from Disney, Universal Studios, and SeaWorld, as well as dining, shopping, major highways, and hospitals, this property is perfect as a personal vacation retreat or a short-term rental investment. Don’t wait—schedule your private showing today!

Listing is courtesy of: BLUE CHIP INTERNATIONAL REALTY LLC (407-988-6543)

Listing Agent: Xiao Pang (407-988-6543)

Remarks: Under contract-accepting backup offers. Welcome to this charming 4-bedroom, 3-bathroom pool home that beautifully combines comfort and energy efficiency. With high cathedral ceilings, the open layout is bright and inviting, perfect for everyday living and entertaining. The spacious living area flows seamlessly into the kitchen, which features stunning granite countertops, a generous breakfast bar, stainless steel appliances, and ample counter space for all your cooking needs. Just off the kitchen, the dining area offers a cozy spot for enjoying meals together. The primary suite is a true retreat, boasting a luxurious Jacuzzi soaker tub, a walk-in closet in a well-appointed en-suite bathroom. One of the guest bedrooms also includes its own en-suite bath, providing added privacy for visitors. Three additional bedrooms offer flexibility for family, guests, or a home office, with each of the three bathrooms designed for practicality. Step outside to your private backyard oasis, where a refreshing screened pool and deck area awaits for sunny days. The patio area is ideal for lounging or entertaining, and its' plumbed for an outdoor kitchen, complete with a sink and counter already in place-perfect for those summer cookouts. Enjoy the peaceful view of the nearby pond as you relax. This home comes equipped with leased solar panels, which provide energy efficiency with a monthly payment of only $154. Recent updates include a new roof (2019), HVAC system (2015), and a brand-new water heater (2023), giving you peace of mind. The washer and dryer are also included with the home. Ideally located near shopping, dining, schools, parks and major roadways, this home offers convenience and easy access to Kissimmee, Orlando and area attractions. Don’t miss your chance to make this delightful pool home your own

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: David Small (407-601-8351)

Remarks: When it comes to finding the perfect home, the Verona is sure to be the home that ends your search. The covered porch welcomes you to see the beauty that awaits inside. From the foyer to the family room, dining room, and open kitchen, get togethers are a breeze in this spacious layout. Family and friends gathering in the open-concept kitchen can overlook the breakfast bar to a view of the back patio, where even more space to gather can take place. No matter what the occasion calls for, hosting in the Verona is made simple. A master bedroom on the first floor serves as an extra level of privacy for homeowners. Here, the spacious retreat hosts its own full bathroom with double sinks and a sizable walk-in closet with plenty of storage space. Homeowners will appreciate the amount of space offered in each bedroom, including the secondary bedrooms located on the second floor. With four secondary bedrooms, one of which has its own walk-in closet, and two full bathrooms on the second floor, growing families have all the space they could need or want, plus more. Best of all, the bonus loft on the second story can be used as a game room, home office or anything you wish! Highlights of these upgrades include all new Whirlpool® appliances in the kitchen, quartz countertops and a USB outlet with charging capabilities in the heart of the home. Recessed lighting, a Wi-Fi-enabled garage door opener and beautiful front yard landscaping are other notable features that homebuyers can look forward to.

Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)

Listing Agent: Gayle Van Wagenen (904-449-3938)

Remarks: Just 7 miles from Disney, this fully furnished corner-lot home in the guard-gated Terra Verde Resort offers the perfect blend of vacation living and strong investment performance. Rented most of the year, the property delivers POSITIVE CASH FLOW with proven rental demand. Featuring 5 bedrooms and 4 full baths, the home is professionally themed throughout, including a remarkable fluorescent game room that comes alive at night — a major guest favorite. The screened-in private heated pool and spa create the ideal Florida retreat, while recent upgrades such as a HIGH-EFFICIENCY HVAC SYSTEM, NEW ROOF, AND NEW WATER HEATER ensure comfort and lower operating costs. Located in one of Central Florida’s most sought-after short-term rental communities, Terra Verde offers resort-style amenities including a clubhouse, lagoon-style pool, tiki bar, fitness center, movie theater, arcade, and sports courts. Whether you’re seeking a high-performing investment or a personal vacation escape close to the magic, this property checks every box. CLICK ON TOUR LINKS ABOVE FOR VR FLY-THROUGH TOUR AND MATTERPORT WALK THROUGH.

Listing is courtesy of: IRON VALLEY REAL ESTATE CENTRAL FLORIDA (407-203-9595)

Listing Agent: Vivian Hilmer (407-304-0098)

Remarks: Virtually Staged. Beautifully updated home featuring an open floor plan with brand-new flooring throughout and all-new appliances. The spacious layout offers comfortable living and entertaining areas filled with natural light. A separate 2-bedroom, 1-bath in-law suite with its own private entrance provides excellent flexibility for extended family, guests, or rental potential. Additional features include a double-car garage, dedicated laundry room, and modern finishes throughout. Move-in ready and designed for convenience, comfort, and versatility. Don't miss this incredible opportunity!

Listing is courtesy of: VOLKE REAL ESTATE LLC (407-502-2383)

Listing Agent: Gabriela Lauria (407-724-1407)

Remarks: Welcome to this beautifully updated pool home in the heart of Kissimmee, offering the perfect blend of comfort, convenience, and investment potential. Located in a rapidly growing area just minutes from Walt Disney World, major attractions, shopping, dining, and entertainment, this property is ideal as a primary residence, first home, vacation home, or investment opportunity. Inside, you’ll find a bright and modern interior featuring fresh paint, recessed lighting throughout, updated fixtures, an updated kitchen, renovated bathrooms, and updated closet doors. The thoughtful upgrades create a move-in-ready home that combines style and functionality. Step outside and enjoy your own private backyard retreat. The resurfaced pool, freshly painted pool deck, and updated pool pump make it easy to enjoy Florida living year-round, whether you’re relaxing with family or entertaining guests. Recent improvements include updated landscaping, fresh interior paint, recessed lighting throughout, updated fixtures, an updated kitchen, updated bathrooms, updated closet doors, a resurfaced pool, freshly painted pool deck, updated pool pump, and many additional enhancements throughout the home. Don’t miss this opportunity to own a beautifully updated property in one of Central Florida’s most desirable and growing locations.

Listing is courtesy of: TBRO REALTY LLC (407-403-4322)

Listing Agent: Jorge Perez Gonzalez (321-525-0204)

Remarks: You'll fall in love with this comfortable four-bedroom home featuring a fully equipped kitchen, separate laundry room, a spacious master bedroom with a closet, and a screened-in porch. The home also features a wide driveway with a two-car garage and a beautiful garden. The community is very well located, just minutes from major supermarkets and shopping, making it very convenient. The gated community features a dog park, playground, community pool, and fitness center. HOA dues are affordable and include cable and internet. *Basic service. Contact us today for a showing. We look forward to working with you!

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

Listing Agent: Edwin Nieves (407-340-0537)

Remarks: Short Sale. SHORTSALE Cypress Cay is a beautiful new townhome community offering spacious residences with modern, open-concept designs. This home features 3 bedrooms, 2.5 bathrooms, and a private back patio. The expansive first floor provides the perfect layout for entertaining. Built with energy efficiency in mind, it also includes integrated Smart Home Technology for added convenience.** The HOA offers fantastic amenities such as a pool and cabana, playground, half-court basketball court, dog park, walking trails, and a fiber-optic network delivering up to 1 Gigabit internet speed. The community is ideally located near major highways, including I-4, 417, Osceola Parkway, and 192, providing easy access to International Drive, Disney, and more. Grocery stores, restaurants, and everyday conveniences are just minutes away.

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

Listing Agent: Andrea Munoz (407-989-2021)

Remarks: This beautifully maintained first-floor three-bedroom, two-bathroom condo in Kissimmee offers an exceptional opportunity for homeowners and investors alike. Conveniently located near major shopping centers, restaurants, and entertainment, and just minutes from Walt Disney World Resort, this property combines comfort, convenience, and lifestyle. Situated within a secure gated community, residents enjoy peace of mind along with amenities designed for relaxation and enjoyment. The community features elevator access to all floors and a beautifully designed resort-style pool overlooking the lake, creating the perfect setting to unwind. Located on the first floor for added convenience and easy access, this condo is ideal for families, professionals, or investors seeking strong rental potential in one of Central Florida’s most desirable areas.

Listing is courtesy of: ALTIS REALTY (407-401-7447)

Listing Agent: Reynaldo Izaguirre, Pa (407-683-0998)