Kissimmee Homes For Sale & Real Estate - 2645 homes

Remarks: Turnkey 8-bedroom, 6-bath fully furnished pool home located in the highly desirable Windsor at Westside Resort. This well-maintained property offers over 4,000 sq ft of living space with a functional and spacious layout ideal for short-term rental use. The home features an open-concept main floor with a large kitchen, breakfast bar, formal dining area, and expansive living room. A first-floor bedroom and full bath provide convenience, along with a rear primary suite offering direct pool access and functioning as a pool bath. The covered lanai overlooks a private setting with no rear neighbors and a pond to the side. Upstairs includes a large loft/game area with projector and gaming stations. The second floor consists of 6 bedrooms and 4 bathrooms, including multiple themed rooms, a Jack-and-Jill bathroom with dual vanities, and additional ensuite configurations. In total, the property offers 3 ensuite bedrooms. The garage has been converted into a game room, enhancing rental appeal. Located just minutes from major theme parks, shopping, and dining. Windsor at Westside offers resort-style amenities including a 10,000 sq ft clubhouse, pool, lazy river, restaurant/bar, fitness center, sports courts, and more. HOA includes gated access, lawn care, daily valet trash service, cable, internet, and full access to amenities. Property has strong rental potential and is being sold fully furnished and ready for immediate use or income production.

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

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

Remarks: 4BR/3.5BA pool home in the gated Veranda Palms community—minutes to Walt Disney World and convenient to SR-417, Florida Turnpike, I-4, and Osceola Pkwy. This move-in ready residence offers an open-concept layout with a spacious living area, airy bedrooms, and a well-appointed kitchen featuring a breakfast nook, granite countertops, and 42" cabinets. Step outside to your private, screen-enclosed sparkling pool with heated spa, backing to a tranquil conservation/treed view—perfect for relaxing or entertaining. Community features include recreation areas, courts, and an amenity center. HOA includes grounds maintenance. Zoned for short-term rentals with income potential (bookings may convey) and an optional property management setup—ideal as a primary home, vacation getaway, or investment.

Listing is courtesy of: THE PROPERTY SOURCE (407-301-9787)

Listing Agent: Omar Echeverri (407-301-9787)

Remarks: Welcome to this beautifully maintained and fully furnished home in the desirable Poinciana area! This spacious property offers the perfect blend of comfort and flexibility ideal as a primary residence or investment opportunity. Step inside to an inviting open concept layout featuring a bright and airy living space, a well-appointed kitchen with stainless steel appliances and ample cabinetry, and a seamless flow into the dining area perfect for entertaining family and guests. The home features all tile flooring throughout for durability and easy maintenance, along with generously sized bedrooms including a relaxing primary suite. With 2.5 bathrooms, the layout offers added convenience for both residents and guests. Enjoy Florida living at its finest with a large backyard and a screened-in lanai, offering the perfect space to relax, entertain, and enjoy the outdoors year round without the hassle of insects. Whether you're hosting gatherings or enjoying quiet evenings, this home delivers the ideal setting. Conveniently located near shopping, dining, schools, parks, and major roadways, with easy access to Central Florida attractions, this property offers both lifestyle and location. Don’t miss this opportunity to own a move-in-ready home in a growing and vibrant community!

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

Listing Agent: Kenny Medina (407-412-4190)

Remarks: Excellent opportunity to own a 2-bedroom, 2-bath condominium in the heart of Kissimmee. This property offers approximately 1,118 square feet of living space with a functional layout that includes a combined living and dining area, kitchen, and well-sized bedrooms with natural light throughout.Located within an established community with convenient access to the Florida Turnpike and major roadways, and just minutes from shopping centers, restaurants, supermarkets, and essential services. Additionally, the property is a short driving distance to Orlando’s major theme parks and the Orlando International Airport, making it an ideal option for both primary residence and investment. Seller is open to considering offers. Don’t miss this opportunity.

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

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

Remarks: Attention Investor, and First-Time Buyer!! Condominium in the Desirable location, just minutes away from DISNEY WOLD PARK ATTRACTIONS!!! 2 BEDROOMS AND 2 BATHS. This home offers LAMINATE FLOORINGS AND TILES throughout all common living and wet areas, split floor plan with living and dining room combination. Spacious kitchen, and all appliances. Master suite with walk-in closets, and the second bedroom is separated from the master bedroom. Inside laundry. The Community features Subdivision BLOSSOM PAKS VILLAS a clubhouse, FITNESS CENTER, SWIMMING POOL, PICNIC area, and PLAYGROUD for your family or friends to enjoy. It has easy access to all the best CENTRAL FLORIDA, including I-4 Highway, DISNEY WORLD, DOWNTOWN DISNEY, UNIVERSAL STUDIOS, SEA WORLD, the Convention Center, and INTERNATIONAL AIRPORT, and if you want to go out eat, you have restaurants close and for recreate Old Town, Malls, and so much more. Ready, just pack your bags and move in. Schedule a viewing today and step into a world where modern living meets the enchantment of Disney in Orlando, FL. Live, Work and, Play!!

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

Listing Agent: Jacky Montes Mays (321-746-2608)

Remarks: Turnkey short term rental, fully furnished, fully themed, and already booked. Walk in, take over the calendar, keep the income going. Four bedrooms, four and a half baths, every room pulled into one wizarding world. Cathedral window murals, house banners, potion shelves, and details guests will photograph from the second they walk in. This is not a townhome with theming, it is an experience guests book specifically to stay in. The main level is built for groups. Open kitchen with a large center island, bar seating for six, a dining table that handles the whole party, and a living room that flows straight into the outdoor space. Out back, a private paver patio with a full outdoor kitchen, grill, and dining setup under a shade tree. This is where the five star reviews come from. Rare for a townhome, the main floor primary suite is a booking magnet for groups that need single level access; the kind of detail guests filter for. A half bath off the main living area keeps the bedrooms private. Upstairs, every bedroom has its own dedicated bath. No one is negotiating over showers, no one is waiting in line. Summerville Resort is gated, zoned for short term rental, and loaded with amenities guests expect. Resort style pool and spa, fitness center, clubhouse, and a game room with foosball. Minutes to the theme parks, shopping, dining, and easy access to the highway. HOA covers cable, internet, trash, pool, grounds, and exterior maintenance, so the operating side stays clean. Sold fully furnished with existing bookings in place. Turnkey, producing, ready for the next owner to step in.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Brad Young (407-897-5400)

Remarks: Tucked nicely in the established Enclave community in Kissimmee, this charming ground floor single story villa/townhouse features 2 bedrooms, 2 bathrooms and a loft space. At 854 square feet, the home is thoughtfully designed. Enjoy the primary ensuite bed with bathroom and walk in closet; a secondary bedroom with direct bathroom access and walk in closet. The front and rear entrances and lots of big windows provide great natural airflow and lighting (and yes the unit has central heat and air). Pair all of this with vaulted ceilings and the unit really feels spacious. The interior has been freshly painted, has one consistent tile flooring throughout, and a roomy kitchen with oak cabinets and brand new, neutral yet elegant, solid surface counters. There is also a breakfast bar in the kitchen and indoor full size laundry closet. Another stand out feature of this unit is the loft area and attic storage. Rood replaced in 2021. This low maintenance home with community POOL, parking, and much of the exterior upkeep included in the low HOA fee of $180 makes it ideal for homeowners or investors seeking simplicity without sacrificing convenience.

Listing is courtesy of: LANDCRAFT REALTY GROUP, LLC (727-643-2146)

Listing Agent: Breeze Mcintee (727-643-2146)

Remarks: One or more photo(s) has been virtually staged. One or more photos have been virtually staged. Discover this beautifully renovated home in the heart of Kissimmee. Situated on a spacious corner lot with a fully fenced yard, the property offers both privacy and ample outdoor space. Inside, you’ll find a bright, open layout with generously sized bedrooms, abundant storage, and modern finishes throughout. The home features brand new appliances, including a new water heater and A/C system, along with a newly installed roof and fresh exterior paint. Whether you’re seeking a primary residence or an income producing investment, this property is well suited for short-term rentals and is conveniently located just minutes from Walt Disney World, world class shopping, dining, and major highways. Located in the sought-after Montego Bay community, residents enjoy resort style amenities including a sparkling pool, tennis and basketball courts, walking and biking trails, and a community park. This is a rare opportunity to own a move in ready home in one of Kissimmee’s most desirable neighborhoods.

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

Listing Agent: Lizette Rodriguez (407-403-4103)

Remarks: Welcome to this stunning 4-bedroom, 3-bathroom home in the highly sought-after, gated community of Brighton Lakes! Featuring a spacious 3-car garage and a desirable 3-way split floor plan, this home offers the perfect blend of comfort, style, and privacy. From the moment you walk in, you’ll be impressed by the elegant formal living and dining areas—perfect for hosting and entertaining. The heart of the home is the oversized kitchen, complete with a large island, expansive breakfast bar, and all appliances included—ideal for gatherings, family meals, and making memories. The thoughtfully designed layout includes a convenient Jack & Jill bathroom, spacious bedrooms, and beautiful tiled flooring throughout the main living areas. Every detail has been designed with both functionality and lifestyle in mind. Step outside and imagine the possibilities—plenty of space to relax, entertain, and enjoy Florida living at its best! Centrally located near shopping, dining, medical facilities, and so much more, this home offers not just a place to live, but a lifestyle you’ll love. Don’t miss your opportunity to own this incredible home—schedule your showing today! Roof replaced 2025 and A/C replaced 2024.

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

Listing Agent: Mary Clevenger (407-870-8388)

Remarks: Welcome to 4322 Sunny Creek Pl, a residence recently enhanced with fresh interior paint and partial flooring replacement. The kitchen features a functional island and includes stainless steel appliances. The primary bedroom contains a convenient walk in closet. This updated property provides modern comfort and essential functionality. Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: One or more photo(s) has been virtually staged. Don’t Miss This Upgraded Waterview Gem with Rare Golf Cart Garage! This beautifully appointed 2023 Allora model offers 2 bedrooms, 2 bathrooms, plus a versatile flex room. Perfect for a home office, den, or guest space, along with a 2-car garage and a highly sought-after golf cart garage, a premium feature not found in all homes. Ideally located near the Village Center, this home showcases serene water views, high ceilings, and taller interior doors that enhance the spacious, airy feel throughout. Inside, you’ll find a bright open-concept layout with a spacious dining area and no carpet throughout, featuring ceramic wood-look tile for style and easy maintenance. The upgraded kitchen is designed to impress with a custom pantry, tile backsplash, breakfast bar, and pull-out double-level cabinetry, making everyday living and entertaining seamless. The expansive great room opens to a screened, covered lanai overlooking the tranquil water, creating the perfect indoor-outdoor space. The primary suite also enjoys peaceful water views and features a spa-like en-suite bath with dual sinks, a large walk-in shower with built-in seating, and a custom-designed oversized walk-in closet. The split-bedroom layout ensures privacy for guests, while the flex room adds valuable functionality to suit your lifestyle needs. Additional upgrades include built-in closets, gutters, and enhanced storage throughout, plus a laundry room with sink and cabinetry. Step outside to an extended, fenced paver patio featuring pet-friendly artificial turf, a shaded Sunshade awning, and a dedicated pet area ideal for relaxing or entertaining. Built in 2023, this home offers peace of mind with ROOF, HVAC, WATER HEATER, and APPLIANCES all 2023. Located in the award-winning 55+ community of Solivita, residents enjoy access to world-class amenities including 14 heated pools, championship golf courses, pickleball and tennis courts, fitness centers, dining, and endless social opportunities. This is more than a home, it’s a lifestyle. Schedule your private showing today!

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)

Listing Agent: Melissa Ramirez (813-956-1071)

Remarks: Discover your perfect Florida getaway or high-potential investment at 3100 Parkway Blvd #123, located in the heart of the Parkway Palms Resort. This fully furnished 2-bedroom, 1-bathroom condo is ideally situated on the second floor of Building One, offering a peaceful "top floor" feel with no neighbors above you. Designed for a turnkey experience, this unit is move-in or rental-ready, making it an incredible opportunity for vacation home buyers or savvy investors looking to capitalize on the thriving Central Florida market. The monthly COA fee provides a truly hassle-free ownership experience, covering utilities, power, etc. The resort lifestyle is at your fingertips with a variety of on-site recreation facilities designed for relaxation and fun, including a resort-style pool area and fitness amenities. Whether you're looking to lounge by the water or stay active between park visits, the community offers a range of leisure spaces to suit every mood. Location is everything, and this property delivers; you are just minutes away from the gates of Walt Disney World, the charm of Celebration, and the excitement of Universal Studios. With world-class dining, premium outlet shopping, and major attractions right around the corner, this condo is a premier choice for those seeking the ultimate Orlando-area experience.

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

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

Remarks: MOVE IN TODAY! ASK ABOUT BUILDER INCENTIVES FOR CLOSING COSTS OR RATE BUY-DOWN! Welcome to The Willow, the newest floor plan by Honesty Homes—where quality craftsmanship meets modern elegance. This thoughtfully designed 4-bedroom, 2-bathroom residence offers 1,964 sq ft of open-concept living space (2,580 sq ft total), all situated on a spacious quarter-acre lot. Step into the expansive layout and you'll immediately notice the seamless flow from the high-end kitchen—complete with 42" cabinets, granite countertops, stainless steel appliances, and a central island—into the living and dining areas, perfect for entertaining. The primary suite is truly a retreat, featuring an oversized walk-in closet and a luxurious en-suite bath with his-and-hers sinks, granite surfaces, a soaking tub, and a separate tiled shower. Enjoy Florida living year-round in the enclosed patio, ideal for relaxing or hosting guests. With over 100 homes built in Poinciana, Honesty Homes stands behind its product with a 2/10 builder warranty, giving you peace of mind and proven quality.

Listing is courtesy of: THE FIRM RE (407-227-3345)

Listing Agent: Amer Lababidi (407-800-3631)

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: VENTURE HOME REALTY (407-587-0076)

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

Remarks: Charming and beautifully positioned 3 bedrooms, 2 bathrooms ground floor unit with peaceful garden view and resort style living at your doorstep. Just steps away from the sparkling community pool and gazebo, this home offers the perfect blend of comfort and convenience. Enjoy a bright, open layout filled with lots of light, a cozy back patio ideal for relaxing mornings, entertaining or unwinding evenings. A well kept home, with a lot of upgrades and all stainless steel appliances. Nestled in a prime location close to shopping, dining and major roadways. This is an exceptional opportunity for homeowners or investors seeking the Florida lifestyle at its best.

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

Listing Agent: Claudette Banton Dennis (347-876-1091)

Remarks: Welcome to this well-maintained 3-bedroom, 2-bath home perfectly situated on a desirable corner lot in a quiet cul-de-sac. This flexible floor plan features a spacious living room and dining area, which can also be used as a home office, flex space, or additional sitting area to fit your lifestyle. Enjoy the open family room and kitchen combo, ideal for everyday living and entertaining. The home features ceramic tile throughout the main living areas and like-new carpet in the bedrooms, offering both durability and comfort. You'll appreciate the ample closet space, oversized pantry, and conveniently located washer and dryer. The roof was replaced in 2018, providing added peace of mind. Seller is offering credit toward installation of a new primary bathroom shower giving you the opportunity customize the space to your taste.

Listing is courtesy of: CENTURY 21 BE3 (727-596-1811)

Listing Agent: Crystal Washington Booth (865-296-2726)

Remarks: Under Construction. Kindred presents the Robie. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor which includes a well-appointed kitchen with sleek stainless steel appliances overlooking the living and dining area. Just off the living room you will find the singular downstairs bedroom and full bathroom. As you move upstairs you are greeted with a nice sized living/foyer space to utilize for work or play. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Three additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Kindred, the Robie includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: ***2023 roof, high growth area, great for investors, location, location & location*** Prime Income-Producing Triplex in the Heart of Kissimmee! This well-maintained multifamily property offers a versatile unit mix totaling over 3,700 square feet of living space, making it an excellent opportunity for both investors and owner-occupants. Built in 1985 and situated on a generous oversized lot, the property features solid construction, ample parking, and a functional layout ideal for long-term or short-term rental potential. The property includes one 2-bedroom, 2-bath unit; one two-story unit featuring 2 bedrooms, 1 full bath, and an additional half bath; and one spacious 3-bedroom, 2-bath unit that also includes a separate studio with its own 1-bedroom, 1-bath layout, complete with kitchen and living area—perfect for additional rental income or guest accommodations. All units are currently occupied, generating approximately $5,900 in monthly rental income, with potential for future increases. Each unit provides comfortable living areas with strong rental appeal in a high-demand location just minutes from major roadways, shopping, dining, and world-renowned attractions. With no HOA restrictions, owners enjoy flexibility in management and use. Public water and sewer connections ensure convenience and reliability. Whether you’re looking to expand your portfolio or secure a steady cash-flowing asset in a growing market, this property delivers on location, size, and income potential. Don’t miss this rare opportunity in one of Central Florida’s most active rental corridors.

Listing is courtesy of: GEEK REALTY (407-885-3850)

Listing Agent: Mr.Geek Meah (407-885-3850)

Remarks: 4BR/3BA townhome in gated Club Cortile, just minutes to Disney, Orlando International Airport, shopping, dining, and major attractions! This spacious property features a versatile layout with a main-floor bedroom and full bath, ideal for guests or flexible use. Enjoy a well-designed kitchen, open dining area, and a relaxing lake fountain view that adds to the overall appeal. Upstairs includes a comfortable primary suite with walk-in closet and ensuite bath, along with additional bedrooms to accommodate families or larger groups making it a strong option for personal use or rental potential. Located in a resort-style community, residents and guests enjoy access to a heated pool, hot tub, fitness center, clubhouse, and tennis courts that can easily be enjoyed by pickleball enthusiasts, a growing favorite among vacationers. Positioned in a high-demand area near all major attractions, this property offers the opportunity to furnish to your style and maximize its potential as a vacation home or income-producing rental.

Listing is courtesy of: REMAX SUNSTATE REALTY (416-450-7436)

Listing Agent: Asmaa Filali (407-443-5425)

Remarks: This beautifully maintained and fully furnished 8-bedroom, 6-bath pool home is located in the highly sought-after Windsor at Westside resort community, one of the most popular vacation destinations near Disney. Designed for both comfort and functionality, the home features a spacious open-concept layout with a modern kitchen equipped with solid surface countertops, quality appliances, and ample storage. The dining area flows seamlessly into the inviting family room, offering plenty of space for gathering and entertaining. The primary suite is conveniently located on the first floor and features a large bedroom, generous closet space. An additional bedroom suite on the first floor provides added flexibility for guests. Step outside to your private screened-in pool and spa, along with a covered lanai perfect for outdoor dining and relaxation. Windsor at Westside offers resort-style amenities including a clubhouse, lazy river, resort pool, fitness center, and more. Ideally located just minutes from Disney, shopping, dining, and major attractions, this property is perfect as a vacation home or a high-performing short-term rental investment.

Listing is courtesy of: TOPSKY REALTY INC (407-476-6189)

Listing Agent: Eileen Li (407-765-2589)