Kissimmee Homes For Sale & Real Estate - 3374 homes

Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bathroom single-story pool home located in the heart of Kissimmee—ideal as a primary residence, vacation home, or income-producing short-term rental. Perfectly positioned with tranquil lake view, this home offers the best of Florida living. Step inside to a bright, open floor plan designed for comfort and easy entertaining. The living spaces flow seamlessly to the outdoor area with both family room and primary bedroom sliders opening directly to the pool area, where you’ll find a private screened-in pool with covered lanai overlooking the water—an inviting setting for relaxing or hosting guests year-round. The home features three well-sized bedrooms, including a comfortable primary with en suite bathroom, and a further full bathroom. The single-story layout adds convenience and broad appeal for both homeowners and guests. Located in a community, this property offers flexibility and strong potential for short-term rental use, making it an attractive opportunity for investors seeking income in the high-demand Central Florida vacation market. Families will also appreciate the nearby schools, including Central Avenue Elementary, Kissimmee Middle School, and Poinciana High School, all within a short drive. Conveniently situated near shopping, dining, major highways, and world-famous attractions, this home combines peaceful waterfront living with easy access to everything Kissimmee and the surrounding areas have available. Whether you’re looking to generate rental income or settle into a relaxing lakeside home, this property is a fantastic opportunity.

Listing is courtesy of: EXCLUSIVE VILLAS FLORIDA (863-438-7458)

Listing Agent: Darren Coxon (863-438-7458)

Remarks: LOCATION! CONVENIENCE! SECURITY! Move-in ready and updated 4-bedroom, 3-bath townhouse in Venetian Bay Villages is ideal as a primary home, vacation retreat, or income-producing investment. The spacious layout features a first-floor master suite with a jetted tub, updated kitchen and baths, and a 2018 roof. Enjoy 24/7 guard-gated security and resort-style amenities, including 4 pools, fitness center, spa, clubhouse, theater, game room, playgrounds, tennis, basketball, volleyball, and BBQ areas. Perfectly located just minutes from Disney, Universal, shopping, dining, and major highways, this turnkey property offers unmatched comfort, convenience, and value. Property is being sold fully furnished. Zoned for short-term rental, perfect as an Airbnb investment or primary residence.

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

Listing Agent: Evelyn Lopez Correa (787-475-2292)

Remarks: Wake up to serene lake views from your own private oasis within the Tapestry gated community. This 4-bedroom, 2.5-bath home combines modern elegance with the spacious outdoor living you've been dreaming about—an oversized lot provides room to entertain, expand, or simply breathe. Inside, discover a stunning loft for a home office, creative studio, or retreat space. Step onto your screened patio and unwind overlooking the lake—your personal sanctuary in the Florida sun. Master bedroom with two walk-in closets as well as a beautiful lake view. Minutes from world-class dining, premium shopping, and theme parks, yet tucked away in a peaceful neighborhood that feels like an escape.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: A rare no-HOA opportunity just minutes from Disney — this beautifully furnished 4-bedroom, 2-bathroom pool home delivers one of the most impressive outdoor living setups you'll find in this price range. With no HOA restrictions, a turnkey furnished interior, and tens of thousands of dollars in recent upgrades, this property is ready to live in, rent out, or enjoy as a Central Florida getaway from day one. Maintained by its original owner since 1991, the home shows true pride of ownership throughout. A welcoming foyer opens into a bright, vaulted dining room that flows into the kitchen, with tile flooring throughout the main living spaces. The split-bedroom layout offers excellent privacy — the spacious primary suite sits on its own side of the home and features French doors leading directly to the pool deck, a walk-in closet, and an updated ensuite bathroom with a brand-new shower and double sinks. Three additional bedrooms on the opposite side share a tastefully refreshed second bathroom with new sinks and updated shower tile, offering flexibility for guests, a home office, or hobby space. The outdoor space is where this property truly stands out. The screened enclosure measures roughly 42 feet wide by nearly 38 feet deep — an enormous footprint anchored by a free-form pool with solar heating and an extended sundeck. The covered lanai is generously sized and ready for outdoor dining, lounging, or entertaining, with opaque privacy panels along the screen enclosure adding a welcome sense of seclusion. Mature trees beyond the pool cage complete the peaceful setting. The list of recent upgrades is genuinely impressive. A new roof was installed in 2024 ($29,000), along with new solar pool heating panels ($7,500). All windows have been replaced with energy-efficient double-glazed units and exterior doors have been upgraded — including French doors in place of standard sliders — for a combined investment of over $17,000. Add fresh exterior paint, all-new interior blinds, all-new toilets, newer appliances, a Nest smart thermostat, Whirlpool washer and dryer, Rainbird irrigation, and a pool cover, and the costly behind-the-scenes work is already done. The home comes fully furnished and turnkey — ideal for a short-term rental, vacation home, or move-in-ready primary residence. The location is hard to beat: roughly 10 minutes to Walt Disney World, 5 minutes to US-192 shopping and dining, 5 minutes to I-4, 20 minutes to Universal Studios, and 30 minutes to Orlando International Airport. Florida's east coast beaches are about 90 minutes away, with Gulf coast beaches around two hours. With no HOA restrictions, a standout outdoor setup, extensive upgrades, and a fully furnished interior in a high-demand Kissimmee location, 2948 Pembridge Street is a rare opportunity offering true freedom of ownership and exceptional flexibility.

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

Listing Agent: Irena Aistrop (321-443-7535)

Remarks: Exceptional investment opportunity in the highly sought-after Runaway Beach Club. This beautifully maintained 2-bedroom, 2-bathroom first-floor corner unit offers an ideal blend of comfort, style, and resort-style appeal in one of Kissimmee’s most strategically located communities. Designed to attract today’s vacation traveler, the unit features a bright open layout, crown molding, built-in details, in-unit laundry, a covered patio, and walk-in closets in both bedrooms, creating a functional and inviting space for short-term stays, personal use, or extended visits. Runaway Beach Club offers the lifestyle and amenities that drive guest appeal, including tropical pools and spa, tiki bar, fitness center, indoor basketball court, picnic and BBQ areas, and a scenic dock overlooking the lagoon. As an added value, guests also enjoy access to Calypso Cay Castaway Cove Adventure Park amenities, including heated pools, water slides, mini golf, zip line, rope course, and more. Ideally located just minutes from Disney, Osceola Parkway, and Hwy 192, this property presents a rare opportunity to own in a high-demand area with excellent appeal as a vacation retreat, second home, or income-producing asset. Schedule your private showing today and discover the value of resort-style ownership in the heart of Central Florida.

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

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

Remarks: Price Improvement! Amazing opportunity to own this Like NEW and FULLY FURNISHED single family pool home! The Community has No CDD! Built in 2021, This FULLY FURNISHED 8 bedroom, 5 bathroom home with upgraded POOL & HOT TUB. This floor plan also offers double master bedrooms, two laundry rooms, one downstairs and one upstairs, two fridges and two dish washers. It also has a loft as a bonus room upstairs. This home sits on a great lot, backs up to a park view, no rear neighbor. The home includes many upgrades such as the extend covered lanai, oversized pool and jacuzzi, an outdoor shower, wood plank extended tile all throughout the living room and kitchen. Selling fully furnished with modern high end furniture and decorations. The lot is very close by the model home and walkable distance to the club house. Getting ready for this summer for you and your family's summer vacation here in Orlando staying at your own short term rental property, the property is within 15mins to Disney World. Sam's club, Target, Starbucks and other shopping center such as Publix Plaza and restaurants and gas stations are conveniently located right outside of the community. This beautiful 8-bed 5bath like new home is very well centrally located minutes from Disney, major shopping centers, fine dining, roads, and more. and It is loaded with many upgrades such as the extended covered Lanai, upgrades size pool and jacuzzi, outdoor shower, It offers privacy for the homeowner or guest. Call for a showing today!

Listing is courtesy of: SUNSHINE GROUP USA, INC (321-394-5749)

Listing Agent: Ping Song (407-969-3567)

Remarks: Tenant occupied. Showings by appointment only. Minimum 24-hour notice required. Please do not disturb tenants. Welcome to this well-maintained 2 bedrooms, 2 bathrooms, Pond view, condo located in the desirable gated community of Blossom Park Villas in Kissimmee, just minutes from Disney, shopping, dining, golf courses, major highways, and Orlando’s top attractions. This community offers a convenient and attractive lifestyle with amenities that may include a community pool, fitness center, clubhouse, and beautifully maintained grounds. The spacious unit features an open and functional floor plan with comfortable living and dining areas, perfect for full-time living, vacation use, or investment opportunities. The kitchen offers ample cabinetry and counter space, while the bedrooms provide generous natural light and comfortable accommodations. Enjoy a private balcony/patio area ideal for relaxing after a long day. Whether you are looking for a primary residence, vacation property, or investment opportunity, this condo offers excellent location and value in one of Central Florida’s most convenient areas. Schedule your private showing today!

Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)

Listing Agent: James Song (407-405-3140)

Remarks: One or more photo(s) has been virtually staged. *** PRICE REDUCED!!! **** WELCOME HOME to this beautifully maintained 2-bedroom, 2-bath SECOND-FLOOR condo in the sought-after gated Lake Marion Golf Resort! This spacious unit offers an open and inviting layout with a generous kitchen featuring STAINLESS STEEL APPLIANCES, a bright living and dining room combination, and an interior laundry area for added convenience. The split-bedroom floor plan provides privacy, while the spacious primary suite features an en-suite bath with dual sinks, garden tub, and separate shower. Enjoy Florida living from your private SCREENED LANAI with NO REAR NEIGHBORS, offering a peaceful and private setting to relax and unwind. The community pool, playground, and resort amenities are just a short WALK from the unit, adding everyday convenience and lifestyle appeal. This condo also includes an ASSIGNED PARKING SPACE and additional parking for your guests! Lake Marion Golf Resort offers two heated pools, spa, clubhouse, fitness area, playground, tennis, basketball, and shuffleboard courts. Conveniently located near shopping, dining, hospital, schools, and major roadways. Ideal as a primary residence, vacation home, or investment opportunity. Schedule your private showing today!

Listing is courtesy of: WATSON REALTY CORP (352-624-9300)

Listing Agent: Lalita Neil (407-334-5009)

Remarks: Beautiful 4-bedroom, 3-bathroom home with loft and 2-car garage located in the Pennyroyal community in Kissimmee. This Energy Star Certified home features an open-concept layout with laminate wood flooring in the main living areas. The kitchen overlooks the great room and includes 42” cabinets with crown molding, quartz countertops, stainless steel appliances, and a closet pantry. The first floor offers a convenient secondary bedroom and full bathroom, ideal for guests or a home office. Upstairs, the versatile loft provides additional living space, while the primary suite features dual walk-in closets and a bathroom with dual sinks, quartz counters, and a semi-frameless glass shower. Enjoy serene pond views from the covered lanai with pergola. Pennyroyal residents have access to a community pool with cabana, playground, and dog park. Conveniently located near Florida’s Turnpike, Lake Tohopekaliga, and Downtown Kissimmee.

Listing is courtesy of: PAK HOME REALTY (909-351-5105)

Listing Agent: Ivanna Mendoza Heredia (417-335-1572)

Remarks: Charming 3-Bedroom, 2-Bath Home in Growing Poinciana! Don't miss this beautifully maintained home featuring 3 bedrooms and 2 full bathrooms, perfectly located in one of Poinciana?s fastest-growing communities. Enjoy peace of mind with a brand-new roof (July 2025), newer AC, and newer water heater. Step inside to find tile flooring throughout the entire home, offering durability, easy maintenance. This move-in-ready gem offers a fully fenced backyard, perfect for pets, play, or outdoor entertaining. Conveniently situated just minutes from the new shopping plaza with major retailers, restaurants, and a fitness center, plus close to the library, post office, and other everyday essentials. With Disney and other world-famous theme parks just 40 minutes away, this home is ideal for first-time buyers, investors, or anyone looking for a great Central Florida location. Schedule your private showing today this one won't last

Listing is courtesy of: CENTURY 21 CARIOTI (407-770-0322)

Listing Agent: Sammy Nakhleh (407-360-4435)

Remarks: Stunning 2-bedroom, 2-bath condominium with 1-car garage! This beautifully maintained home offers a bright and airy open-concept design, perfect for both everyday living and entertaining, ideally located next to the community clubhouse, offering easy access to amenities and enhancing your lifestyle. Enjoy two spacious master suites, each featuring its own walk-in closet, providing comfort, privacy, and flexibility. Elegant laminate flooring flows seamlessly throughout the entire home, creating a modern and cohesive feel. The kitchen is equipped with a gas stove, perfect for those who love to cook, and features recent upgrades including a brand-new refrigerator (2025), new microwave (2025), and new garbage disposal (2025). The A/C unit was replaced in 2019. Additional highlights include a convenient inside laundry room and a well-designed layout that maximizes both space and functionality. This move-in ready condo offers the perfect combination of style, comfort, and low-maintenance living—a true must-see!

Listing is courtesy of: THE EXPERTS TEAM REALTY INC (407-674-7994)

Listing Agent: Reyna Quezada (407-780-0426)

Remarks: Your Private Oasis Awaits at the fantastic Windsor at Westside Resort community. Step into luxury and leisure of this fully furnished 6-bedroom, 4.5-bathroom retreat nestled in one of Central Florida’s most sought-after vacation communities. Designed for comfort and entertainment, this spacious home features a stunning loft, soaring ceilings, and an open-concept layout that seamlessly blends elegance with functionality. It features a private heated south facing pool and spa for year-round relaxation, an expansive covered lanai with sun loungers and patio seating, a gourmet kitchen with stainless steel appliances and generous counter space and a breakfast bar, dual master suites, one on each floor making it ideal for guests or multi-generational living, a converted garage game room for added fun and entertainment, and stylish finishes throughout, including ceramic tile and plush carpeting. Recent upgrades include a brand-new AC compressor and brand-new dryer. The resort features lots of great amenities including a lazy river, splash pool, clubhouse bar, fitness center, and game room. The community is guard gated and the HOA includes cable, internet, and grounds maintenance. All this and just minutes from world-famous attractions, shopping, and dining, this property offers the perfect blend of convenience and escape. Whether you're seeking a second home, a vacation getaway, or a high-performing short-term rental, this residence delivers exceptional value and unforgettable experiences.

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

Listing Agent: Ping Ma (863-332-0298)

Remarks: Welcome to Windsor at Westside! This stunning 5-bedroom, 4.5-bathroom townhome is beautifully decorated and comes fully furnished with top-of-the-line model home furniture. Zoned for short term rental this fantastic vacation home is the perfect investment property or second home. The home features open floor plan and a fantastic kitchen with granite countertops, 42-inch cabinets and stainless-steel appliances. It boasts spacious living spaces, a lovely covered lanai and screened in private swimming pool. Windsor at Westside Resort provides one of a kind amenities including an 8,000 square foot resort-style clubhouse with a huge heated pool, a spa, and a lazy river as well as a recreation center, poolside cabana, playground, volleyball, tennis, and basketball courts and a game room, restaurant, bar, and relaxing lounge area with indoor/outdoor fireplace! The community is just minutes to Disney World and all the other famous attractions!

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

Listing Agent: Ping Ma (863-332-0298)

Remarks: Check out this beautiful 5-bedroom, 4-bathroom pool home in the highly sought after resort community of Windsor at Westside! This fully furnished home is in great condition and it's just minutes from Disney and Orlando’s iconic attractions. Designed with gatherings in mind, this home boasts an open-concept layout featuring a generous family room and oversized dining area, perfect for entertaining or hosting extended family vacations. The modern kitchen impresses with 42" cabinets, stainless steel appliances, stone countertops, and a breakfast bar ideal for casual meals. Step through the sliding doors to your private outdoor paradise, a west-facing heated pool that basks in afternoon sun, complete with a brick-paver deck and covered lanai for all-weather relaxation. Inside, the home comes tastefully furnished with a stylish, turn-key décor. A converted garage adds a bonus game room to the already expansive layout, ensuring fun and comfort for every guest. Windsor at Westside offers a gated, amenity-rich lifestyle with a resort-style clubhouse, heated pool and spa, lazy river, splash pad, fitness center, arcade, sand volleyball, tennis and basketball courts, and an on-site restaurant and bar.

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

Listing Agent: Ping Ma (863-332-0298)

Remarks: Under contract-accepting backup offers. Welcome to your ideal getaway or investment opportunity in the heart of Kissimmee! This well-appointed condo-tel features two full beds and an updated bathroom, offering a comfortable and inviting retreat for guests or owners alike and provides the perfect blend of convenience and vacation-style living. Ideally located near Kissimmee’s popular dining, entertainment, and shopping destinations, this property offers easy access to everything the area has to offer, including world-famous attractions. The community amenities enhance the experience with a swimming pool, on-site laundry facilities, and shared common areas. Whether you’re seeking a low-maintenance vacation home or a great income-producing investment, this condo-tel is an exceptional opportunity in a prime location.

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

Listing Agent: Veronica Figueroa (407-519-3980)

Remarks: Welcome to this spacious 7-bedroom, 4.5-bathroom pool home located in the highly desirable Emerald Island Resort, one of the most sought-after short-term rental communities in the Orlando area. With nearly 2,900 square feet of living space, this home is ideal as an income-producing vacation rental or a private second home near the attractions. Designed for comfort and entertainment, the home features multiple living areas, themed bedrooms, a theater room, and a game room, offering an unforgettable experience for guests and owners alike. The private screened pool and spa provide the perfect place to relax after a day exploring Orlando. Recent updates include fresh interior and exterior paint and updated furnishings, including new living room furniture and refreshed pool patio furniture. The roof is a 2023, the pool equipment is 2025, and the HVAC units are newer and have been serviced regularly. Emerald Island Resort is a 24-hour guard-gated community offering resort-style amenities including a clubhouse, community pool and spa, fitness center, tennis and basketball courts, playgrounds, and walking trails. Ideally located just 10–15 minutes from Walt Disney World, approximately 20–25 minutes to Universal Orlando Resort and Epic Universe, and around 20 minutes to SeaWorld. Florida’s East Coast beaches such as Cocoa Beach are about an hour away, while the Gulf Coast beaches including Clearwater and St. Pete Beach are roughly 1 hour and 45 minutes away. With its prime location near shopping, dining, and major attractions, this property offers the perfect combination of investment potential and vacation lifestyle in the heart of Central Florida. BOOKING AND INCOME HISTORY AVAILABLE UPON REQUEST.

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

Listing Agent: Rebecca Readus (423-414-5019)

Remarks: Welcome to this spacious two-story home perfectly positioned on a desirable corner lot! This inviting 3-bedroom, 2.5-bath residence offers plenty of potential for a growing family seeking comfort, privacy, and convenience. The first floor showcases an open-concept layout with tile flooring throughout, creating a practical and functional flow. Upstairs, you’ll find cozy carpeted bedrooms offering a comfortable retreat for rest and relaxation. Enjoy year-round outdoor living with your own private, screened-in pool complete with a fenced backyard for added privacy. Inside, the home features a convenient laundry room, ample natural light, and generous storage space throughout. Perfectly located, this home is literally just minutes from Florida’s Turnpike, providing quick access to the 417 Central Florida Greenway and Orlando International Airport. You’ll also be a short drive from world-famous attractions such as Walt Disney World, Universal Studios, SeaWorld, and Lake Nona’s Medical City. Close to shopping, dining, and excellent schools, this property offers outstanding potential and a great opportunity to own a pool home in one of Kissimmee’s most convenient locations!

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Junior Montero (407-234-2334)

Remarks: Welcome to this beautiful fully furnished 5 bedroom, 5 bathroom pool home located in a highly desirable gated resort community in Kissimmee. Whether you are looking for a vacation getaway, primary residence, or investment opportunity, this property offers the perfect combination of comfort, style, and convenience. Step inside to an inviting open concept layout filled with natural light, high ceilings, and a spacious living and dining area designed for relaxing and entertaining. The modern kitchen features granite countertops and ample cabinetry, making it ideal for hosting family and guests. All bedrooms are generously sized, providing privacy and comfort for everyone. Enjoy the Florida lifestyle year round in your private screened pool and lanai, perfect for morning coffee or evening gatherings.Ideally located just minutes from Walt Disney World Resort, Universal Orlando Resort, Disney Springs, as well as shopping, dining, and major highways, this home offers unbeatable access to everything Central Florida has to enjoy. The community features resort style amenities including a clubhouse, pool, fitness center, movie theater, game room, and more. Move in ready and full of potential, this is a rare opportunity to own in one of the most sought after areas in Kissimmee. Schedule your private showing today.

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

Listing Agent: Antonio Nouer (407-837-6981)

Remarks: Welcome to resort-style living and effortless ownership in this fully furnished end-unit townhome, ideally located just a short 3-minute walk from the community's premier amenities. Whether you're searching for a vacation retreat, short-term rental investment, or a combination of both, this property offers the flexibility and convenience today's buyers are looking for. Inside, durable wood-look luxury vinyl flooring provides a stylish, low-maintenance space designed to accommodate guests with ease. Outside your door, enjoy peace of mind with 24-hour manned gate security and access to an impressive lineup of resort amenities. Residents and guests can take advantage of a sprawling clubhouse, resort-style pool, lazy river, hot tub, tennis and volleyball courts, a fully equipped fitness center, and an arcade, creating an unforgettable vacation experience year-round. Perfectly positioned for personal enjoyment or income-producing potential, this turnkey property offers the opportunity to own a piece of Central Florida's thriving vacation market while enjoying all the benefits of a world-class resort community.

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Liam Glover Pa (954-804-7579)

Remarks: Located in the sought-after Tapestry community, this beautiful 3-bedroom, 2.5-bath townhome offers a spacious and inviting layout with numerous upgrades throughout. The open-concept design features a large kitchen with granite countertops, stainless steel appliances, and ample cabinetry, seamlessly connected to the dining and living areas—ideal for entertaining and everyday living. High ceilings enhance the natural light and create an airy feel throughout the home. All bedrooms are located upstairs, including the primary suite, along with two additional bedrooms and a conveniently positioned laundry room. The bedrooms are generously sized and offer plenty of storage space and large windows. All appliances are included. Conveniently situated near major roads, shopping, dining, and everyday conveniences. A great opportunity to own in one of the area’s most desirable communities!

Listing is courtesy of: ORLANDO BROTHERS REAL ESTATE LLC (407-925-2221)

Listing Agent: Iluska Kruse (407-925-2221)