Kissimmee Homes For Sale & Real Estate - 2370 homes

Remarks: Under contract-accepting backup offers. Beautiful 4-bedroom, 3-bathroom home located in the desirable Windsor resort community, just minutes from Disney. This spacious property features an open floor plan, a private pool, and comfortable living areas perfect for family living or short-term rentals. The home offers a fully equipped kitchen, generous bedrooms, and a relaxing outdoor space ideal for enjoying the Florida lifestyle. Windsor community amenities include a clubhouse, resort-style pool, fitness center, and more.

Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)

Listing Agent: Lisbey Tamayo Pa (786-514-9356)

Remarks: Excellent investment opportunity in a condo-hotel located in a highly desirable area of Kissimmee. Fully furnished unit and ready for operation. The property is part of a professionally managed complex offering on-site management and convenient access to major attractions, shopping centers, dining, and main roadways. The community features ample common areas, available parking, and services designed for the comfort of guests and owners. Ideal for investors seeking passive income in Central Florida’s strong tourism market. Buyer to verify all rental and usage policies with the association. HOA information is estimated and has not been verified. Buyer and buyer’s agent must independently verify all HOA fees, restrictions, and property management details directly with the association or management company.

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

Listing Agent: Gisell De Sousa (407-600-7933)

Remarks: Charm + Immediate Income Imagine opening the door to a home that not only inspires emotion but also starts working for you from day one. This spectacular fully furnished and equipped residence in the amazing Solara Resort in Kissimmee is more than a property — it’s an income-generating opportunity ready to go. Featuring 4 bedrooms, 4.5 bathrooms, and approximately 2,145 sq. ft. of space designed for short-term rental success, this home offers everything today’s investors are looking for. The open floor plan connects a stylish kitchen with granite countertops and stainless-steel appliances to the bright dining and living areas — all flowing seamlessly into a private oasis with a pool, BBQ area, and lounge space under the Florida sun. Professionally designed themed bedrooms make this home perfect for both families on vacation and travelers seeking an elevated experience. Prime location just minutes from world-renowned theme parks — guaranteeing consistent short-term rental demand. Resort-style community with top-tier amenities: 24-hour security, fitness center, clubhouse, resort pool, sports courts, cable/internet, and full maintenance included. Fully furnished and equipped for immediate income — start generating cash flow the day you close. Versatile investment: use it as a personal vacation home, an Airbnb/STR property, or both. Built in 2022 — modern design, minimal maintenance, and contemporary appeal.

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

Listing Agent: Leidy Marroquin Bello (321-408-1934)

Remarks: Turn-key and fully furnished home in a desirable gated resort community in Kissimmee! This property features new laminated flooring in all bedrooms, a screened-in pool, and tranquil lake views. NEW ROOF installed in March 2026. Located next to a preserved conservation area, this home offers added privacy and a peaceful setting. Professionally decorated and set up for short-term rentals, with strong management already in place, making it ideal for investors or as a primary residence. Residents enjoy access to a stunning resort-style clubhouse with pool, fitness center, movie theater, game room, sand volleyball court, and more. A perfect blend of comfort, lifestyle, and income potential. Must see!!

Listing is courtesy of: AGENT PLUS REALTY (954-605-2954)

Listing Agent: Mauricio Doche (954-304-1534)

Remarks: Seller may consider buyer concessions if made in an offer ~ Freshly painted in 2026, this beautiful TURN-KEY ~ POOL HOME in Calabria at Westside offers the perfect opportunity for a primary residence or second home in the heart of Central Florida! A new pool heater installed in 2025, newer A/C units (4 total) for efficient comfort, and a FULLY FURNISHED interior make this impressive property truly MOVE-IN READY. Positioned on an oversized .32 ACRE ~ CORNER LOT with excellent curb appeal and a TILE ROOF, this FORMER MODEL HOME offers over 3,000 square feet of well-designed living space surrounded by mature trees and peaceful natural scenery. This charming enclave tucked away near Old Lake Davenport, delivers a quiet setting while still being just minutes from Disney, world-class attractions, shopping, dining, golf, and resort areas. Step inside to soaring ceilings and an abundance of natural light as the TWO STORY LIVING ROOM and FAMILY ROOM create a dramatic first impression. Arched doorways, crown molding, and architectural details add character throughout, while the versatile layout provides both formal and casual spaces perfect for everyday living and entertaining. The formal dining room is enhanced with crown molding, while the kitchen offers a second casual dining space overlooking the family room. At the center of the home, the well-equipped kitchen delivers ample cabinet and counter space, a separate prep island, breakfast bar seating, STAINLESS STEEL APPLIANCES, a complementary backsplash, and pantry storage – making it ideal for gathering with family and friends. The flexible floor plan offers TWO POTENTIAL PRIMARY SUITES, including a main-floor retreat with a decorative tray ceiling, large 11x8 WALK-IN CLOSET, and a private en-suite bath. Its location provides added privacy and direct access to the covered lanai and pool area. An additional main-floor bedroom with a full bath offers convenience for guests, while upstairs bedrooms share a Jack-and-Jill bath and provide plenty of space for everyone. Outdoor living shines with a SCREENED HEATED POOL & SPA, a COVERED LANAI, and an extended PAVER PATIO overlooking the spacious backyard framed by mature trees – perfect for relaxing evenings or entertaining guests. The SPLIT GARAGES have been converted into a GAME ROOM & THEATER ROOM, creating a fun and versatile entertainment space for family and visitors alike. The HOA includes LAWN MAINTENANCE, CABLE, and INTERNET, making ownership easy and convenient. While SHORT TERM RENTALS are permitted, this home truly shines as a primary residence or second home thanks to its generous lot size, spacious layout, and peaceful setting. Centrally located with easy access to US Hwy 27 and W Irlo Bronson Memorial Highway, you are just minutes from Disney, theme parks, golf, shopping, dining, and everything Central Florida has to offer. Move right in and start enjoying the Florida lifestyle – let Calabria at Westside become your new HOME SWEET HOME!

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

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

Remarks: This home sits in one of the best spots in Kissimmee! Located just minutes from world-famous theme parks, the airport, major highways, shopping, and tons of great restaurants, 2863 Boating Boulevard puts you right where you want to be. Welcome to this beautiful 2-story home offering 2,585 square feet of comfortable living space. Step inside and you'll immediately notice the open floor plan with high ceilings that make everything feel bright and airy. Hard flooring runs through the entire home, giving it a clean and modern look from top to bottom. The kitchen is a real standout with sleek quartz countertops, stainless steel appliances, and a generous eat-in space that's perfect for casual meals or morning coffee. The modern features throughout the home give it a fresh and updated vibe that you're going to love. All four bedrooms are located on the second floor, keeping the main level open for living and entertaining. The primary bedroom is your own private retreat, and with 2.5 bathrooms total, everyone in the house has plenty of space to get ready without the morning rush. Out back, you'll find a screened-in porch that's ideal for relaxing on warm Florida evenings without dealing with bugs. The fenced-in yard gives you plenty of room for kids, pets, or just enjoying the outdoors in privacy. Whether you're looking for a forever home or a smart investment in a prime Central Florida location, this property checks all the boxes. The convenience factor alone is hard to beat with everything you need just a short drive away. Don't wait on this one — schedule your showing today and come see it for yourself!

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

Listing Agent: Elisha Foxx (407-494-1006)

Remarks: ****HUGE PRICE REDUCTION**** Upon entering this house you will be walking on laminated hall way floors.There are four bedrooms with three baths on the first floor including the Master Bedroom.UPstairs is the Bonus Room fits to accomodate any needs arises.The kitchen has it's quartz counter top Refrigerator,Range Microwave and Garbage disposal.The kitchen and all berooms are tiled.There is a large enclosed patio to entertain family and friends.The shed conveys with the house.You must see this house,Make your Appointment today.Please note that this house carries a Flag Lot behind Which is 195 Aurelia Ct.Anyone that purchase the home at Listing Price can have the Lot for their own.

Listing is courtesy of: TRANSCEND REALTY (407-518-7653)

Listing Agent: Ron Newell (407-518-7653)

Remarks: This elegant 4 bedroom, 3 bathroom townhouse is ideally located in Osceola County within the highly sought after Terra Verde Resort, just minutes from Disney World and conveniently close to major highways, shopping, dining, and Central Florida’s top entertainment destinations, making it an excellent option for a primary residence, second home, or investment property. The community is gated with 24 hour security and offers a true resort style lifestyle with outstanding amenities including a heated swimming pool and hot tub, fully equipped fitness center, movie theater, poolside tiki bar, tennis courts, basketball and sand volleyball courts, a children’s playground, and multiple recreational areas designed for enjoyment and relaxation, all within walking distance from the home. Situated on a premium corner lot, this well maintained townhouse offers 1,636 square feet of heated living space with a bright and functional layout, featuring one bedroom conveniently located on the first floor with a full bathroom, ideal for owners or guests. The property also boasts an extra large screened paver patio with a private jacuzzi, perfect for cozy afternoons, relaxing evenings, or simply enjoying your morning coffee. The AC unit was just replace in 2025. The home is being sold fully furnished, allowing for a seamless and immediate transition for the new owner while delivering the perfect balance of comfort, location, and resort style living in one of Central Florida’s most desirable communities. This home was exclusively used as the family second residence!

Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)

Listing Agent: Maria Santacruz (407-552-8213)

Remarks: Step into timeless elegance with this remarkable 4-bedroom, 3-bathroom Colonial home offering 3,492 square feet of living space. As you enter, you’re greeted by a striking checkered-floor foyer with a grand staircase that sets the tone for the home’s classic charm. The first floor boasts a formal living room filled with natural light, a spacious dining room perfect for gatherings, a large kitchen ready for culinary adventures, and a versatile bonus room ideal for an office or study. Upstairs, you’ll find all four bedrooms, including a generous primary suite, two full bathrooms, additional office space, and a large balcony overlooking the front of the home perfect for enjoying your morning coffee or evening sunsets. Sitting on over half an acre, this property offers endless opportunities for outdoor living. The expansive backyard features a huge in-ground pool, a large patio for entertaining, and a detached three-car garage. A charming carriage house adds even more potential, easily convertible into a private guesthouse or in-law suite. Located just minutes from Lakefront Park, restaurants, shopping, entertainment, and hospitals, this home blends historic character with modern convenience.

Listing is courtesy of: ROYAL REALTY REAL ESTATE, LLC (407-892-0123)

Listing Agent: Ian Rinehart (321-443-6730)

Remarks: AMAZING AND HUGE List Price reduction!! Welcome to this WELL MAINTAINED Magnolia Model in the popular community called STEPPING STONE. This bright and spacious home was built in 2023 but shows as a NEW HOME!! Notice the well groomed LANDSCAPING. This MOVE-IN ready home highlights 2,106 square feet of living space which includes FOUR bedrooms, THREE bathrooms, a kitchen, dining area, great room, two car GARAGE, and perfect for a FAMILY. The EXTENDED entertaining corridor includes the dining area, kitchen, and great room, with sliders opening to the back patio. There is 18X18 inch beautiful CERAMIC TILE throughout except the bedrooms have CARPET. The KITCHEN features a huge BAR/ISLAND, ample counter space, Corian Counters, Stainless Steel APPLIANCES, and a spacious PANTRY. The Primary BEDROOM which is tucked quietly into the back of the home has carpet, blinds on the window, and a spacious WALK-IN Closet. Enjoy the large shower enclosure in the PRIMARY Bathroom. The three other BEDROOMS boast Carpet, Window Shades, and a Closet. The HALLWAY also has a closet. The LAUNDRY ROOM has a Washer and Dryer which are included in the sale. A two car garage is another feature of this WONDERFUL home. This home is perfect for a growing family or entertaining guests. Conveniently located near schools, and stores. **See the FULL LENGTH VIDEO on Tour Link 1.** MAKE THIS HOME YOURS TODAY

Listing is courtesy of: BORCHINI REALTY (407-791-1789)

Listing Agent: Dale Pautz (863-669-7559)

Remarks: Welcome to this stunning 8-bedroom, 3 full bathroom and 1 half-bath home located in the highly desirable Kindred community! Great for a first-time home buyer or an investor offering the Disney venue simply minutes away, along with all other major Theme Parks...This newer construction offers 3,350 square feet of thoughtfully designed living space with a spacious open-concept floor plan. The first-floor features a private bedroom along with the primary suite, which showcases elegant finishes, a generous en-suite bathroom, and a large custom walk-in closet designed for ultimate comfort. Upstairs, you’ll find six additional spacious bedrooms, providing plenty of room for family, guests, or a home office setup. The modern kitchen is bright, expansive, and ideal for entertaining. Step outside to enjoy true indoor-outdoor living with a beautifully fenced backyard—perfect for relaxing evenings or hosting gatherings. Located in a family-friendly community, this home offers convenience, comfort, and charm. Residents enjoy access to resort-style amenities including Tennis, Basketball courts, Volleyball, 3 Pools and 3 fitness centers, Picnic area's and so much more! Conveniently close to top-rated schools, shopping, dining, and major highways; this home truly has it all. Schedule your private showing today and experience everything the Kindred lifestyle has to provide! Home is Ready and Freshly Painted inside.

Listing is courtesy of: XCELLENCE REALTY INC. (866-595-6025)

Listing Agent: Myrna Contreras (954-681-7706)

Remarks: 4 bedrooms, 2 full baths with a 1/2 bath just off the large family room. Walking in the front door you are welcomed by a separate formal living and dining room. The Kitchen features a large breakfast nook and bar counter which combines with the family room and downstairs features tile flooring throughout, and a large laundry room. Upstairs features all 4 bedrooms, oversized master bedroom. The master bathroom boasts dual vanity, separate shower and garden tub. Make your appointment today to see.

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-870-8388)

Listing Agent: Diego Francisco (216-407-6788)

Remarks: Fabulous condo for sale fully furnished! 3 beds and 2 baths condo located just a few minutes from theme parks, shopping restaurants, golf and so much more! Huge picture windows and soaring ceilings combine to give this unit a bright and airy feel. Tiled floors and carpet. Central air and heating. Private storage. Laguna Bay is one of the area's most desirable communities because of it's proximity to everything. Owners and guests benefit from a large clubhouse with fitness room and sauna, heated pool, spa, tennis courts, playground and BBQ. Special zoning allows this unit to be used in a variety of ways including primary residence or income-generating rental. These tend to go quickly, don't put off seeing it.

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

Listing Agent: Francisco Lara, Pa (407-319-4505)

Remarks: Welcome to the gated community of Cumbrian Lakes, where comfort, flexibility, and income potential come together in one exceptional property. This spacious 5-bedroom, short-term rental approved home is the perfect fit for a primary residence, vacation retreat, or high-performing investment opportunity—and it’s offered fully furnished for a true turnkey experience.Step inside to an expansive and light-filled layout designed for both everyday living and entertaining. The first floor features a generous living and dining area, complemented by a soaring vaulted family room that captures stunning views of the private pool and tranquil water beyond. Two bedrooms on the main level provide convenience and flexibility for guests or multi-generational living, along with a full bath, powder room, and dedicated laundry room.Upstairs, a versatile bonus loft offers the ideal space for a home office, media room, or play area. The oversized primary suite is a true retreat, complete with dual vanities, a soaking garden tub, separate shower, and ample closet space. Step out onto your private balcony and unwind with peaceful water views—your own slice of Florida serenity. Two additional bedrooms and a full bath complete the second floor.Outside, enjoy your screened-in pool with a new heater, perfect for year-round enjoyment while overlooking the water for added privacy and ambiance.Located just minutes from world-class dining, shopping, and Orlando’s renowned theme parks, this home delivers the ultimate blend of lifestyle and location. Whether you’re looking to generate income or create unforgettable memories, this property checks every box.Don’t miss this opportunity—schedule your private showing today.

Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)

Listing Agent: Corey Smallman (407-744-2765)

Remarks: Welcome to this beautiful St. Lucia home located at the Four Seasons of Orlando in Kissimmee. Orlando's most desirable 55+ Community. Four Seasons has a 24/7 manned guard gate and resort style amenities. This home has a water view in the front and hole #2 of the golf course in the back. Enjoy views of the heated pool and golf course from your enclosed entended Lanai. The gourmet kitchen has a large island with a breakfast bar, quartz counters, 42" cabinets, under cabinet lighting, stainless steel appliances including a built-in oven, microwave and gas cooktop. The dining room, living room and primary bedroom feature tray ceilings, all leading out to the extended screened lanai and heated pool and spa. You can also enter the lanai from the primary suite, sit by your fire pit and enjoy the scenery relaxing by your heated pool. This home comes with four security cameras on the exterior. You will also enjoy the whole house Britta water filtration system. The Four Seasons is entwined within Mystic Dunes Golf Course. Residents can enjoy dinner and drinks at the Mystic Dunes Club with a discount. The Four Seasons community has a large clubhouse (12,000 sq. ft) with a fitness center, kitchen, craft room game room, bar and coffee area. There is so much to do at the Four Seasons at Orlando's 55+ Community.

Listing is courtesy of: VIVA ORLANDO REALTY INC. (407-861-0000)

Listing Agent: Susan Rinaldi (201-952-9500)

Remarks: Welcome to your own private retreat! Seller is offering $5000 towards buyers closing fees. This beautifully updated 4-bedroom, 2.5-bath pool home sits on a spacious corner lot and offers the perfect blend of comfort, style, and outdoor living. The fully fenced backyard is a tropical paradise with two large mango trees, banana, avocado, Key lime, and Jamaican cherry trees. Entertain with ease under the large gazebo, relax by the heated saltwater pool, or cook in the fully equipped outdoor kitchen featuring a sink, grill, and two propane tanks. An oversized powered shed provides excellent storage, while fully paid-off solar panels keep electric bills under $50 a month. Inside, you’ll find new laminate flooring in the living, family, and kitchen areas, Brazilian granite kitchen countertops, and fully upgraded bathrooms. The garage has been thoughtfully converted for extra living space and storage, and the entire home benefits from a whole-house water softening system. Additional peace of mind comes with a roof replaced in 2017, city water and sewer, plus a private well for irrigation. Located in a vibrant community, you’ll also enjoy access to a pool, fitness center, park, and playground. This home truly has it all — modern updates, energy efficiency, and a backyard built for entertaining.

Listing is courtesy of: BUYER REBATES REALTY (407-629-2300)

Listing Agent: Sean Popat (407-399-1669)

Remarks: ** LOCATION * LOCATION ** Recently updated 3-bedroom, 2-bath property located in a desirable guard-gated resort-style community in Kissimmee. This well-maintained property features new laminate flooring throughout, ceramic tile in the bathrooms, new kitchen cabinets and countertops, and fresh interior paint throughout, creating a clean and move-in ready interior. Additional recent improvements include a new A/C system and new water heater, providing added value and peace of mind for the next owner. The functional layout includes comfortable living spaces, well-sized bedrooms, and a bright interior that works well as a primary residence, vacation property, or investment property. The community enjoys a strategic location with convenient access to Disney area attractions, Osceola Parkway, US-192, shopping, dining, and entertainment, making daily living and commuting simple while keeping Central Florida’s top destinations within easy reach. Residents and guests also enjoy resort-style amenities including a pool, fitness center, clubhouse, playground, sports courts, and 24-hour guard-gated entry. Recently updated, well-located, and ready for its next owner—schedule your private showing today and see why this property stands out in the Kissimmee market.

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

Listing Agent: Jose Aguilar Colina (407-508-6692)

Remarks: Beautiful 4-bedroom, 2-bath home located in a desirable gated community, offering comfort and privacy. This property features a private screened pool, perfect for entertaining or relaxing year-round. The functional layout provides ample living space with great natural light throughout. Enjoy the convenience of a secure community while being close to shopping, dining, and major roadways. A great opportunity to own a pool home in a sought-after neighborhood—schedule your showing today.

Listing is courtesy of: MILA REALTY (407-569-8899)

Listing Agent: Steven Tavarez (407-509-0447)

Remarks: This lakefront pool home at 2602 Birchwood Avenue offers direct water views, conservation space for added privacy and sunset views from the screened pool area. On a 0.23-acre oversized lot in Kissimmee, this four-bedroom, two-bath single-family residence combines outdoor living, energy efficiency and flexible ownership with no homeowner's association and no leasing restrictions. The home features ceramic tile and laminate flooring throughout. The renovated kitchen includes solid surface and stone countertops and stainless-steel appliances. All baths have been updated and include walk-in showers. The primary bedroom is on the first floor. The attached two-car garage provides additional storage and functionality. Outdoor living centers around the screened private pool overlooking the lake, with conservation space between the home and water enhancing privacy. The fenced backyard and garden area create usable outdoor space for recreation or entertaining. This property provides convenient access to Mill Creek Elementary School, Denn John Middle School and Gateway High School.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-480-5014)

Listing Agent: Ana Martins Jorge (508-858-9652)

Remarks: Townhome located at a Gated Resort Style Community near the theme parks!. This beautiful townhome has 2 bedrooms/2.5 bathrooms and a private spa. Clubhouse with a Business Center, 2 outdoor pools, hot tubs, fitness center, restaurant/ lounge & playground. There is a 24-hour security patrol. Internet & Cable included. Located minutes from all major roadways, including 192, I-4, and 429. Situated in the heart of the entertainment with minutes to Walt Disney World, Universal Studios, Sea World, Margaritaville, restaurants, and shops.

Listing is courtesy of: TRIMARCHI REALTY CORP (407-709-3426)

Listing Agent: Constantino Trimarchi (407-709-3426)