Homes For Sale in Kissimmee 34747 - 851 homes

Remarks: Located in the popular gated community of Windsor Hills Resort, this condo offers resort-style living with access to fantastic amenities including a clubhouse with a movie theater and fitness center, a lagoon-style pool with water slides, sports courts, and scenic walking paths. The community is family-friendly and highly sought after for both residents and vacation rentals. Just minutes from Walt Disney World and close to Universal Studios and SeaWorld, the location provides easy access to Orlando’s top attractions. Nearby, you’ll find entertainment and shopping hubs like Old Town Kissimmee, The Loop outdoor mall, and charming Kissimmee Historic District. Outdoor lovers will enjoy nearby Kissimmee Lakefront Park and Lake Kissimmee State Park, perfect for relaxation and recreation. This blend of vibrant community amenities and proximity to world-class attractions makes it a great choice for living or investment.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Kay Bingham (407-207-2220)

Remarks: Well-maintained 1-bedroom, 1-bath condo featuring ceramic tile throughout and an open floor plan. Spacious bedroom with walk-in closet Kitchen equipped and utility room. Community offers pool, fitness center, tennis/basketball courts, playground, and clubhouse. near shopping, dining, major highways, theme parks, and Celebration. Investor opportunity – leased through March 2027, income-producing property.

Listing is courtesy of: VS INTERNATIONAL PROPERTIES (407-513-4722)

Listing Agent: Vanessa Serrano (407-513-4722)

Remarks: The Winona is an exceptional two-story home designed for family living with a large, open family room that seamlessly connects to the adjoining kitchen and dining room, creating the perfect space for entertaining. The master retreat, located on the first floor, offers a spacious peaceful escape with and an en-suite bathroom for ultimate relaxation. Upstairs, you'll find three spacious bedrooms, making this home a perfect fit for a growing family. Included as part of our CompleteHome Plus™ package, premium features come at no additional cost to you with the Winona! The chef-ready kitchen is equipped with top-of-the-line stainless steel Whirlpool® appliances, gorgeous quartz countertops, and beautiful white cabinets, making it the perfect place to cook and gather. Modern conveniences like a Wi-Fi-enabled garage door opener and lush landscaping complete this brand-new home, making it the ultimate place to live and enjoy.

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

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

Remarks: The Crescent at Reunion Village is the perfect floor plan for residents seeking comfort and style in the place they call home! Three bedrooms, two bathrooms, great entertainment space and convenient access to resort amenities are what make this home a must-see. All who enter will fall in love with the eye-catching details found in this dream home. As part of our CompleteHome Plus™ package, included features come with the home at no extra cost to you! Stainless steel Whirlpool® appliances, including the refrigerator, stove, microwave and dishwasher come installed and are ready for immediate use in the chef-ready kitchen. Beautiful quartz countertops, a walk-in pantry and tall, white cabinets elevate the heart of the home even further. A covered back patio and front porch, along with a Wi-Fi-enabled garage door opener and lush front yard landscaping add the final touch to this brand-new home.

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

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

Remarks: Exceptional 2 story townhome with private screened in pool and water view. This 5-bedroom 4-bathroom end unit home in located in the highly sought after guard gated resort community of Paradise Palms Resort. The property with 2 bedrooms on the first floor and 3 bedrooms upstairs comes FULLY FURNISHED allowing for vacations, short term rental, rental investment and even calling it HOME. You and your guests can enjoy the amazing resort amenities which are numerous. A clubhouse with over 9000 square feet, free movie theatre, arcade center, TIKI Bar and Grille, and fitness center. A large resort style swimming pool complete with cascading waterfall, slides and spa. A sundries shop, tennis, basketball, volleyball courts and a playground. HOA fee includes 24-hour manned security gate, exterior home maintenance, cable tv, internet, community pool, lawncare, private road and trash removal. Located just off Westside Blvd just south of highway 192 this property is close to major roads with lots of shopping and restaurants. Minutes from Disney World and close to other attractions, theme parks, and water parks.

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

Listing Agent: Joel Albert (407-435-7478)

Remarks: Under contract-accepting backup offers. RARE AND UNIQUE 1306-C CORNER LOT Cottage with 2 Bedrooms, 2.5 Bathrooms and a HOT TUB in MARGARITAVILLE RESORT ORLANDO! PREMIUM PHASE 1 LOCATION Just Steps Away From All the Resort Amenities! This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! You Cannot Get any Closer than This! High-End ETHAN ALLEN Furnishings and Housewares INCLUDED IN LIST PRICE (Original Cost $48k)! This Amazing Home Features Both En Suite Bedrooms with King Beds Upstairs, One with Balcony Access. Upgraded "IN PARADISE" Wood Tile Floors, QUARTZ Countertops with Breakfast Bar in Kitchen! Large Backyard with Beautiful Shell Pathways and Palm Trees! Furniture/Houseware Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

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

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: Amazing Townhouse at, just minutes away from DISNEY WOLD PARK ATTRACTIONS, GATED COMMUNITY, NESTLED IN A PREMIUM LOCATION! 3 BEDROOMS AND 2 BATHS. This home offers LAMINATE FLOORINGS throughout all common living and wet areas and MASTER SUITE on main level, for privacy and accessibility. The KITCHEN is equipped with 32" UPPER CABINETRY, GREY GRANITE COUNTERTOPS and STAINLESS-STEEL APPLIANCES such as side-by-side refrigerator, range, microwave and dishwasher. The MASTER SUITE features spacious BATHROOM with granite counters, double vanity and walk-in closet. Upstairs, BEDROOMS 2 and 3 share the 2nd BATHROOM and it is where the LAUNDRY is conveniently located. The community offers a CLUBHOUSE equipped with FITNESS ROOM, BUSINESS CENTER, CONVENIENCE STORE, PLAYROOM with flat screen TVs and games, community pool with spa. The external maintenance, landscaping, INTERNET and CABLE TV are INCLUDED. Walking distance from US192, close to shops, restaurants, groceries and attractions. Don't miss the chance to make this magical haven yours. Schedule a viewing today and step into a world where modern living meets the enchantment of Disney in Kissimmee, FL. **Call today to schedule a showing*. Ready quick move-in!

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

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

Remarks: Beautiful 3-bedroom, 2.5-bathroom townhouse located in a quiet, well-maintained community just 15 minutes from Disney. This two-story home features an open-concept layout, spacious bedrooms, private patio, in-unit laundry, and all appliances included. Sold as-is and exactly as shown in photos, making it a true turnkey opportunity. Community amenities include a pool, green spaces, and ample parking. Conveniently located near shopping, dining, and major highways. Lowest-priced property in the area — ideal as a primary residence, vacation home, or investment opportunity.

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

Listing Agent: Silvia Beltran Martinez, Llc (407-773-9991)

Remarks: INCOME-PRODUCING OPPORTUNITY in Windsor at Westside, one of Kissimmee’s most sought-after short-term rental communities near Orlando’s world-famous theme parks. Unlike many investment properties in the area, this FULLY FURNISHED and TURNKEY 4-bedroom, 3.5-bath townhome has been primarily owner-used and exceptionally maintained, offering investors and second-home buyers a rare combination of rental potential and pride of ownership. Designed for both guest appeal and long-term durability, the home features a highly functional layout with a private first-floor king suite and full bathroom, ideal for multigenerational stays and vacation guests seeking convenience and privacy. The open-concept living space showcases a modern kitchen with granite countertops, stainless steel appliances, and an oversized island that seamlessly connects to the spacious family room overlooking the private pool area. The covered lanai, complete with a convenient half bath, creates an ideal indoor-outdoor entertainment setting highly desirable in the vacation rental market. Upstairs, a versatile loft provides additional gathering space, complemented by three well-appointed bedrooms and two full bathrooms. This unit offers a one car garage, heated private pool with a pool bathroom and a florida room, and is located within a walking distance from a resort style club house. Whether you are seeking a proven income-producing asset, a second home with rental flexibility, or a well-maintained investment property in a high-demand tourism market, this residence offers exceptional value, location, and long-term potential.

Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)

Listing Agent: Laura Teixeira, Pa (941-962-2413)

Remarks: Price Reduction! Located in the gated Reunion community, this fully furnished and beautifully themed single-family home is the perfect addition to any short-term rental portfolio. Designed with both comfort and profitability in mind, every bedroom features its own attached full bathroom, maximizing guest privacy and appeal for larger rental groups. The open-concept kitchen comes equipped with granite countertops, stainless steel appliances, and flows seamlessly into the living and dining area—an ideal setup for entertaining and group gatherings. Step outside to the private pool and spa, complete with a covered lanai and no rear neighbors, offering an attractive outdoor experience for guests. Upstairs, the loft serves as an entertainment center, while the converted garage provides an additional family room for more usable living space. Full-size washer and dryer sets on both floors add extra convenience for turnovers and extended stays. Owners and guests also enjoy access to the Encore Resort at Reunion, featuring a clubhouse, water park, fitness center, playground, volleyball and basketball courts, community grills, and on-site restaurant—all of which enhance rental demand and guest satisfaction. Situated close to major theme parks, multiple golf courses, and a variety of restaurants and shops, this home has plenty to offer. With its turnkey setup, and resort-style amenities, this property is ready for investors looking for short-term rental potential or families looking for a resort-style retreat.

Listing is courtesy of: REAL BROKER, LLC (407-922-8986)

Listing Agent: Nicholas Taylor (407-810-9680)

Remarks: Under contract-accepting backup offers. Welcome to 2979 Latitude Lane, a fully furnished 2-bedroom, 2-bathroom home in the heart of Margaritaville Resort Orlando, where lifestyle and investment opportunity come together. Designed for easy living, the home features an inviting open living space, a well-equipped kitchen, and comfortable bedrooms that provide a quiet retreat after a day of enjoying the resort. Owners and guests alike can take advantage of multiple pools, water attractions, and the relaxing St. Somewhere Spa, all just steps away. With close proximity to world-class dining, shopping, and Central Florida’s major attractions, this property is perfectly positioned as a personal getaway or a high-demand short-term rental.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Chase Tate, Pllc (217-899-2619)

Remarks: Beautifully maintained 4-bedroom, 3-bath townhome located in the highly desirable, gated Paradise Palms Resort community. Built in 2012, this spacious two-story residence offers approximately 1,902 square feet of well-designed living space with an open-concept layout ideal for full-time living, vacation use, or investment. The home features ceramic tile and carpet flooring, a bright and airy living area, and a fully equipped kitchen with built-in oven, cooktop, dishwasher, microwave, refrigerator, washer, and dryer. The primary suite includes a built-in closet and private bath, while additional bedrooms are thoughtfully laid out to maximize comfort and flexibility. Interior highlights include central air, ceiling fans, public water and sewer, and fiber optic connectivity. Enjoy resort-style living with access to both private and community pools, including an in-ground pool with screened enclosure. Community amenities include a clubhouse, fitness center, playground, basketball courts, tennis courts, restaurant, walking paths, and 24-hour guard-gated security. HOA includes cable TV, internet, grounds maintenance, sewer, and access to all community amenities. Short-term rentals are allowed with a minimum lease period of 1–7 days, making this an excellent income-producing opportunity. Pets are allowed. Centrally located near major highways, shopping, dining, entertainment, and area attractions. Professionally managed community enhances the ownership experience.

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

Listing Agent: James Oxendine Ii (407-269-0808)

Remarks: Welcome to this beautifully maintained 6-bedroom, 4-bathroom pool home located in the highly sought-after Windsor Hills Resort. Ideally located approximately 0.4 miles from the clubhouse, just a short walk away, and featuring no rear neighbors, this home offers exceptional privacy—an increasingly rare find in the community. Significant upgrades include a brand-new roof (2022), two new HVAC systems (2022), and luxury vinyl plank flooring throughout (2022). The private pool was professionally resurfaced in 2017, and the home underwent a full remodel the same year, ensuring modern comfort, style, and long-term durability. This property has been meticulously cared for and is ideal as a second home, or high-performing short-term rental investment. The main level features a bedroom with a full bathroom, perfect for guests or multi-generational living. Upstairs offers two spacious suites and three themed guest bedrooms. The garage has been converted into a fun game room, adding even more entertainment space. The HOA fee includes lawn service, irrigation maintenance, daily valet trash pickup, internet, and basic cable. Community amenities include 24/7 manned gated entry, a resort-style clubhouse, community pool, sports courts, and putting green. Located just minutes from Disney parks, major attractions, dining, shopping, championship golf courses, major airports, and Florida’s famous beaches, this is an exceptional opportunity to own a turn-key home in one of Central Florida’s most desirable resort communities.

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: Fully furnished 3-bedroom, 3.5-bath luxury townhome just minutes from Walt Disney World®—an ideal private vacation retreat or high-performing short-term rental investment. Located within the exclusive gated community of Magic Village, this contemporary residence combines refined design with effortless ownership flexibility, allowing self-management or access to professional on-site rental services. The main living area showcases an open-concept layout filled with natural light, dramatic two-story ceilings, and expansive windows that enhance the sense of space. The modern chef’s kitchen features stainless-steel appliances, a five-burner gas range, generous cabinetry, and an oversized island with breakfast bar—perfect for entertaining. Sliding glass doors open to a covered lanai complete with built-in summer kitchen, tiled flooring, and no rear neighbors—creating a private outdoor setting ideal for dining and relaxation. Upstairs, the spacious primary suite offers a custom walk-in closet and a spa-style bath with floating dual vanities and a frameless glass shower. The second suite includes its own private balcony and en-suite bath, while the third bedroom also features a walk-in closet and private bathroom—providing comfort and privacy for guests. Additional highlights include a private elevator, main-level laundry, and a convenient guest powder room. Magic Village owners enjoy resort-style amenities including a pool, fitness center, clubhouse, on-site restaurant and bar, multilingual concierge services, daily curbside trash pickup, housekeeping options, complimentary Wi-Fi, and ample parking—all within a secure gated environment. Ideally positioned near Disney, world-class dining, premium outlets, and major highways, this turnkey property delivers luxury, convenience, and strong income potential in one of Orlando’s most sought-after vacation communities.

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

Listing Agent: Braner De Lima Dantas (407-683-2878)

Remarks: Active Club Membership! Located in Reunion Resort, this 5-bedroom, 3 full and 2 half bathroom home offers 2,477 square feet of heated living space and is being sold fully furnished and turnkey. The main living area features high ceilings and an open layout that connects the kitchen, dining, and living spaces with direct access to the outdoor area. The screened-in pool and spa are heated and accompanied by a covered lanai and a convenient exterior-access half bathroom. The primary bedroom suite is located on the first floor and includes a walk-in closet, dual vanities, a soaking tub, and a separate shower. Also on the first floor are the laundry room and an additional powder room for guests. Upstairs, there are four additional bedrooms along with two full bathrooms, providing a functional layout for guests or larger households. A detached two-car garage is located at the rear of the property, completing a setup well-suited for use as a primary residence, second home, or short-term rental investment. Spanning 2,300 acres just 7 miles south of Walt Disney World, Reunion Resort is the only destination in the world featuring 3 signature golf courses designed by Jack Nicklaus, Arnold Palmer and Tom Watson. Reunion is also home to the Leadbetter Golf Academy. Onsite dining options include Eleven, 7593 Chophouse, Traditions, Grande Lobby Sushi Bar, the Clubhouse, the Cove, and Drifters at the waterpark. The water park features a lazy river, slides, outdoor games, and an aquatic playground. The gift shop in the Grande offers sundries and Starbucks coffee. Complimentary shuttles to the Disney transportation and ticket center leave from the Grande daily. Additional amenities include Camp Reunion, the tennis and pickle ball center, bocce ball, miniature golf, foot golf, fitness center, playgrounds, dog park, various community pools including a roof top pool on the 11th floor of the Grande, and more. Zoning for short term rentals allows homeowners to rent their property by the night providing a great opportunity for investors. Reunion also works great as a primary residence or a private vacation retreat. The resort offers three separate 24 hour guard gated entries and one owner/resident only entry.

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

Listing Agent: Luis German, Pa (407-718-0039)

Remarks: Step into this stunning Poinsett, where every detail is designed to impress. The chef-ready kitchen is the heart of the home, providing plenty of room for family meals and gatherings. The kitchen features amazing counter space, modern appliances, and beautiful kitchen island. With four generously sized bedrooms upstairs, there is enough space for everyone to enjoy their own private retreat. A sizable loft also provides an ideal play area for the kids to unwind and have fun. As part of our CompleteHome Plus™ package, a host of premium features are included at no additional cost to you! The chef-ready kitchen is equipped with stainless steel Whirlpool® appliances, including a refrigerator, stove, microwave, and dishwasher. Gorgeous quartz countertops, a spacious pantry, and tall white cabinetry elevate your home. A Wi-Fi-enabled garage door opener and beautifully landscaped front yard complete the package, making this brand-new home the perfect place to call your own.

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

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

Remarks: This stunning two-story home is designed with both space and luxury in mind! With six bedrooms the Toho offers an abundance of space that ensures everyone has their own room to relax, work, or unwind. Whether you have a large family, frequent guests, or simply need extra room for hobbies, this home provides the perfect amount of space. Each bedroom is generously sized, giving everyone the privacy and comfort. The Toho creates a perfect balance of functionality and comfort for every one.

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

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

Remarks: Seller will contribute towards closing costs for all Active Military, Veterans and First Responders on this low maintenance lifestyle home!! This fantastic location offers short commutes when considering today’s costs of fuel, tolls, drive time compared to other locations. Take advantage of the Seller's current assumable loan rate of 4.875% for qualified buyers! Take in the views, stop paying rent and start building wealth in the heart of this Disney location situated in between picturesque Disney Resorts and Celebration communities. Seller relocation is to your benefit, as the work is done in this beautifully upgraded, immaculately maintained home on the top floor away from neighbors. Peaceful water views from the spacious front lanai allowing you to unwind from the day. Charming open floor plan is ideal for entertaining. Kitchen has a large island, commercial grade sink and faucet and beautifully designed with granite, glass tile back splash. Enjoy the split bedroom plan ensuring individual privacy with their own bathrooms. Primary Ensuite has been completely updated with rain shower doors, new vanity and custom closet for maximum storage. Every room has green tree and water views! You will appreciate the convenience of the separate private laundry room allowing you to close away while laundering duties in your home. For physical activity, take a dunk in the large pool after working out in the fitness center. Participate in a game of tennis or basketball and take tots to the playground and picnics for weekend fun. The clubhouse is very convenient for larger gatherings. Too much to share, schedule a private showing before this special property is gone in this outstanding location close to all Disney facilities, shopping and posh Celebration!

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-394-5900)

Listing Agent: Chanda Mccollom (352-217-1410)

Remarks: Short Sale. Welcome to Reunion Village living at its finest. This beautifully designed two-story home offers the perfect blend of comfort, style, and location. Featuring 4 spacious bedrooms, 2.5 bathrooms, and an open-concept floor plan, this property is ideal for both everyday living and entertaining. The modern kitchen is equipped with sleek finishes, quality appliances, abundant cabinetry, and overlooks the spacious dining and living areas filled with natural light. Upstairs, enjoy a versatile loft space perfect for a home office, media room, or play area, along with a generously sized primary suite featuring a walk-in closet and dual vanity bathroom. Additional highlights include engineered hardwood and vinyl flooring, covered patio, irrigation system, tankless water heater, and a 2-car garage. Located in the highly sought-after Reunion Village community near ChampionsGate, major highways, shopping, dining, golf courses, and Central Florida’s world-famous attractions. Excellent opportunity as a primary residence, vacation home, or investment property. Schedule your private showing today.

Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)

Listing Agent: Naiverh Castelao (404-788-7899)

Remarks: Great 3-Bed, 2-Bath Condo with Serene Tree Views and Resort-Style Living. Nestled in the heart of Orlando, just 3 miles from the magic of Disney World, 1.5 miles from Margaritaville. Plus you can get in on the action at Universal Studios and SeaWorld too! This unit provides a serene retreat for both full-time residents and SHORT TERM vacation. Tenant occupied

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Nora Hazan (786-277-3870)