Kissimmee Homes For Sale & Real Estate - 2577 homes

Remarks: Discover comfort and convenience in this beautifully updated 4-bedroom, 3-bath home located in the sought-after Emerald Island Resort, just minutes from Disney. This turnkey property comes fully furnished with tasteful décor and features a bright open layout, modern finishes, and spacious bedrooms, including multiple en-suites. Enjoy your private screened-in pool and covered lanai, ideal for relaxation or guest entertainment. Currently operating as a successful short-term rental, this property offers strong occupancy and income potential across multiple platforms. Emerald Island is a premium gated community offering resort-style amenities including a clubhouse, fitness center, community pool and spa, walking trails, sports courts, and 24/7 security. Perfect as a vacation home, investment property, or primary residence. Appointment only.

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

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

Remarks: Experience the ultimate vacation lifestyle in this beautifully furnished 5bedroom, 3bath pool home located in the highly sought after Windsor Resort, just minutes from the theme parks! This turnkey property is actively operating as a successful short-term rental, offering strong income potential for investors. Featuring an open concept layout, a modern kitchen with stainless steel appliances, and stylish finishes throughout. Enjoy the private screened-in pool and covered lanai erfect for entertaining or relaxing after a day at the parks. Resort amenities include a clubhouse, fitness center, community pool, and more, making it ideal for guests and families alike.

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

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

Remarks: Experience refined resort-style living in this fully remodeled six-bedroom, four-bath luxury pool home located within the exclusive gated community of Windsor Resort. This exceptional residence features a new roof, modern contemporary design, high-end finishes, spacious open interiors, and brand-new premium appliances throughout. Offered fully furnished, this property provides a true turnkey opportunity. Currently operating as a successful short-term rental across multiple platforms, it offers outstanding income potential with no rental restrictions. Ideally situated just 2.5 miles from Walt Disney World and minutes from world-class dining, shopping, and entertainment. Perfect for use as a primary residence, vacation retreat, or investment property.

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

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

Remarks: Under contract-accepting backup offers. Discover the perfect blend of comfort, style, and location in this beautifully decorated corner-unit townhouse with a private pool, located in the highly desirable Storey Lake Resort community, just minutes from Disney and Central Florida’s world-famous attractions. This meticulously maintained home features 5 spacious bedrooms and 4 full bathrooms, offering a versatile and functional layout ideal for both full-time living and vacation use. The property has never been used as a short-term rental and has been exclusively owner-occupied, reflecting outstanding care and attention to detail throughout. Professionally styled and tastefully decorated, the home showcases a warm, modern design that creates an inviting atmosphere from the moment you walk in. The thoughtfully designed floor plan includes one bedroom and a full bathroom on the first floor, perfect for guests or multigenerational living, while the remaining bedrooms upstairs provide privacy and additional comfort. As a corner unit, the property benefits from enhanced natural light, added privacy, and a more open feel compared to interior units. Step outside to your private screened pool, the perfect space to relax, entertain, or enjoy Florida’s beautiful weather year-round. Residents of Storey Lake enjoy resort-style amenities, including a clubhouse, fitness center, resort-style pools, water slides, sports courts, and walking trails, along with convenient access to premier shopping, dining, and entertainment. Whether you are searching for a primary residence, vacation home, or investment opportunity, this exceptional property offers the lifestyle, comfort, and location you’ve been looking for.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Camila Mcgettrick (727-580-1148)

Remarks: TRANSFERABLE REUNION MEMBERSHIP AVAILABLE! Make sure to check out the Virtual Tours and 3D Videos Come experience this beautifully updated, fully furnished 4-bedroom home located in the highly desirable Patriots Landing neighborhood of Reunion Resort. Professionally decorated with thoughtful details throughout, this property is turn-key and ready for short-term rental, a private vacation retreat, or full-time living. As you approach the home, you'll immediately notice the spacious corner lot and charming wraparound porch, perfect for enjoying the Florida lifestyle. Inside, the main floor features a large bedroom that can serve as a primary suite, making it ideal for guests or anyone who prefers to avoid stairs. The open-concept kitchen overlooks the expansive living and dining area, creating the perfect space for entertaining. The kitchen has been updated with new appliances and is designed for both style and functionality. Upstairs, you’ll find newly updated flooring throughout the second level, along with two guest bedrooms, including one featuring professionally designed beach-themed bunk beds that guests will love. The spacious primary suite is also located on the second floor and includes a private ensuite bathroom with a relaxing soaking tub and a separate large shower. Step outside through the French doors on the main level to your private pool and spa oasis, the perfect place to relax, entertain, and soak up the Florida sunshine. This home has numerous updates throughout and is a must-see in person. Reunion Resort, a prestigious 2,300-acre luxury community, offers an incredible array of amenities for every lifestyle. Residents and guests enjoy three signature golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus, along with the world headquarters of the Leadbetter Golf Academy, making it a true golfer’s paradise. Located just minutes from Walt Disney World and Orlando’s world-famous attractions, and within easy driving distance of Florida’s beautiful beaches, Reunion offers the perfect blend of luxury, entertainment, and relaxation. The resort also features a water park, 12 community pools, two golf pro shops, hydro-grid clay tennis courts, pickleball courts, and miniature golf. Experience the luxury resort lifestyle you’ve been searching for at this exceptional Reunion property. Schedule your private tour today—this opportunity won’t last long!

Listing is courtesy of: EPIC FLORIDA REALTY LLC (407-553-3313)

Listing Agent: Harold Olson (407-738-6600)

Remarks: FIRST FLOOR CORNER UNIT! FIRST UNIT FROM THE SIDE ENTRANCE! Priced to sell! Super Clean & Newly Renovated! Discover the allure of this condo unit in the sought-after Royal Palm Bay community! Consisting of 3 bedrooms and 2 bathrooms, This Turn Key condo offers both Comfort, Convenience and Modernization. As you step inside, natural light floods the living room through large windows, creating a welcoming ambiance. The kitchen features brand-new granite countertops, modern cabinets and a suite of stainless steel appliances, including a range and microwave, beautiful light fixtures. Imagine being just a short drive away from the magic of Disney World! Royal Palm Bay amenities abound, including a heated pool, clubhouse, hot tub, sauna, fitness center, tennis court, basketball court, volleyball, ping-pong, BBQ grills, pool table, shuffleboard, picnic area, and playground. Whether you’re a family seeking a permanent residence or an investor looking to add an asset to your portfolio this condo will accommodate. Don’t miss out—schedule your private showing today and explore the potential of this gem!

Listing is courtesy of: MARCILLO REAL ESTATE LLC (954-297-3636)

Listing Agent: Emanuel Martinez (305-608-6773)

Remarks: Welcome to 8061 Vacation Avenue, Unit #108 in Kissimmee, FL — a beautifully designed 2-bedroom, 2-bathroom condo offering 1,048 sq. ft. of comfort and style, located within Margaritaville Resort Orlando and connected to the Embassy Suites by Hilton at Sunset Walk. This fully furnished, turnkey residence offers exceptional flexibility. The community now allows long-term rentals or owner occupancy as a primary residence, providing even more versatility for buyers. In addition to the optional hotel rental program, owners may self-manage the property or hire their own property management company, giving you full control over how you choose to operate your investment. Inside, you’ll find a bright, open-concept living space, a modern kitchen with quality finishes, and a private balcony perfect for enjoying the Florida sunshine. The spacious primary suite features an en-suite bathroom and ample storage, while the secondary bedroom is ideal for guests or additional rental flexibility. Owners and guests enjoy access to Margaritaville’s impressive resort-style amenities, including lagoon-style pools, a state-of-the-art fitness center, on-site dining, shopping, live entertainment, and a clubhouse. The monthly HOA fee conveniently includes electricity, basic cable, and internet, simplifying ownership and enhancing value. Located just minutes from Walt Disney World, Disney Springs, Island H2O Water Park, and a wide variety of shopping, dining, and entertainment venues, this property offers an unbeatable location in one of Central Florida’s most sought-after destinations. Whether you're seeking a primary residence, a long-term rental, a short-term investment, or a private vacation retreat, this property offers unmatched flexibility and lifestyle appeal.

Listing is courtesy of: P & C PROPERTIES (407-233-1372)

Listing Agent: Fabian Berastegui (407-233-1372)

Remarks: SELLER OFFERING $1000 TOWARDS BUYERS CLOSING COSTS! Welcome to your perfect getaway and income-producing opportunity! This beautifully maintained Condo-Hotel features 2 beds, 1 bathroom second-floor condo offers the ideal blend of comfort, convenience, and investment potential. This property is sold TURN KEY which includes all furniture, appliances such as a mini fridge, microwave, & coffee maker, linens & decor. The HOA fee Cover ALL UTILITIES and MORE! Overlooking the sparkling community pool, this unit provides relaxing views and easy access to resort-style amenities. The open-concept layout creates a bright and inviting space, perfect for vacation stays or extended visits. Whether you're enjoying your morning coffee on the balcony or unwinding after a day at the parks, this condo delivers the ultimate Florida lifestyle. Located close to Walt Disney World and all the major Central Florida attractions, this property is highly desirable for short-term rentals. Guests love the unbeatable location—a quick stroll to popular restaurants, shopping, entertainment, and everyday conveniences. Situated in one of the most sought-after vacation corridors near Orlando, this condo is a proven performer for investors looking to capitalize on year-round tourism. Whether you're expanding your portfolio or purchasing your first vacation rental, this opportunity checks every box. Don’t miss your chance to own a high-demand short-term rental in the heart of it all!

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

Listing Agent: Sascha Davis (304-395-9407)

Remarks: Under contract-accepting backup offers. Welcome to this beautiful turn-key 8 bedroom, 6 bathroom home. This home comes fully furnished and qualifies as a SHORT-TERM RENTAL. Inside, the home has been completely remodeled. Each bedroom, the kitchen, family room, and game room are uniquely themed for a fun, immersive experience. The converted garage functions as a custom game room, featuring a full-size commercial air hockey table, slate pool table, foosball, sofa set, toys, TV, and a durable epoxy floor. The updated kitchen features stainless steel appliances, granite countertops, a stylish tile backsplash, and comes fully stocked with dishes, cookware, and small appliances. This incredible home provides equal 4/3, bed/bath accommodations downstairs and upstairs, along with two living areas including a formal front living room and a comfortable family room set towards the rear. The laundry room is equipped with a washer and dryer, plus an additional dryer in the converted garage. Flooring includes travertine downstairs and newly installed vinyl plank upstairs, creating both elegance and durability. The roof was installed in 2017, water heater 2022, pool heater 2021, and pool salt cell 2024. Throughout the home, you'll find WiFi keyless entry, plantation shutters, crown molding, modern lighting, and ceiling fans. Every bedroom is stocked with backup sheets and comforters, and all mattresses and pillows are protected with high-quality covers for added comfort and cleanliness. This exceptional property sits on a spacious .287-acre cul-de-sac lot and is designed for both relaxation and entertainment. The highlight is the massive 20' x 40' screen enclosed private pool paired with an oversized spa. Surrounding the pool, you'll find a generous patio with two dining tables, five lounge chairs for sunbathing, and a covered lanai complete with a TV and refrigerator. The pool has been resurfaced with elegant Pebble Tec finishing, while the patio was recently repainted for a fresh look. Step outside the screen enclosure to enjoy a covered grilling area with picnic table, outdoor ping pong table, cornhole set, and a huge Little Tikes playground all set on low-maintenance artificial turf. The backyard is fully private, enclosed by fencing, hedges, and a rear brick wall, with a charming wrought-iron section offering a picturesque pond and fountain view. Conveniently located in close proximity to I-4 and SR 429, this home is 5-10 minutes from world-class dining, shopping, theme parks, mini golf and Sunset Walk at Margaritaville (bars, shops, movie theater, water park). It is one of the closest communities to Disney. With over $50K in upgrades and an unbeatable location, don't miss this rare opportunity to be the next owner of this immaculate home!

Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)

Listing Agent: Nicholas Giovanetti (321-239-7622)

Remarks: Step into the epitome of Central Florida resort living with this pristine, fully furnished 2-bedroom, 2.5-bathroom townhome, ideally situated in the highly sought-after, gated community of Regal Oaks. Perfect for a hassle-free vacation home or a lucrative short-term rental investment, this property offers immediate guest-readiness. The open-concept living space flows seamlessly to a private, screened-in patio, where you'll find your own above-ground spa—the perfect spot to unwind after a long day at the theme parks. As a resident or investor, you benefit from Regal Oaks' incredible, resort-style amenities, including a spectacular pool complex with dual waterslides, a large hot tub, the Game-On Arcade, a fitness center, tennis and pickleball courts, and two on-site restaurants and a poolside bar. This prime location places you in the heart of the action, just minutes from Central Florida's world-famous attractions, premier dining, and extensive shopping. With its high appeal to vacationers and a proven track record as a rental property, 2663 Roadster Lane presents an outstanding opportunity to own a piece of the thriving Kissimmee market. Don't miss your chance to acquire this beautifully maintained townhome, offering both personal enjoyment and excellent investment potential in a fully managed, amenity-rich community

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

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

Remarks: Under contract-accepting backup offers. Fully remodeled and move-in ready! This beautiful 4 bedroom, 3 bathroom home features a private mother-in-law suite — perfect for extended family, guests, or rental income. The home has been completely updated with brand-new quartz countertops, modern shaker cabinets, and fully renovated bathrooms throughout, offering a fresh and contemporary feel. Enjoy an open and functional layout with stylish finishes, upgraded kitchen, and spacious living areas designed for comfort and convenience. The separate in-law suite provides flexibility and privacy, making this property ideal for multi-generational living or investment opportunities. Conveniently located near major highways, shopping, dining, and just a short drive to world-famous theme parks, Orlando International Airport, and top Central Florida attractions. Don’t miss this beautifully upgraded home in a prime Kissimmee location — schedule your showing today!

Listing is courtesy of: VITA LUXURY REALTY LLC (813-412-9468)

Listing Agent: Annay Hernandez (727-777-4222)

Remarks: Under Construction. What's Special: Covered Lanai | North Facing Patio | Convenient 1st Floor Living. New Construction – February Completion! Built by Taylor Morrison, America’s Most Trusted Homebuilder. Welcome to the Ivy at 2932 Skyline Loop in The Townhomes at Westview. This thoughtfully designed new townhome offers maximum living space and stylish finishes throughout. As you enter the foyer, the kitchen greets you at the front of the home, featuring quartz countertops, a large storage pantry, and a convenient half bath nearby. Continue into the dining area and spacious great room, where tile flooring flows throughout the main level for a clean, modern look. Step outside to enjoy the outdoor lanai, perfect for relaxing or entertaining. Upstairs, retreat to the private primary suite complete with a spacious en-suite bath. The second floor also includes a laundry area, an additional bedroom, and a full bathroom for added convenience. Located in a prime area, this community offers easy access to local shopping, dining, and entertainment. Enjoy the perfect blend of comfort and convenience in a neighborhood designed for modern living. Additional Highlights Include: GE refrigerator, washer and dryer, and whole house blinds. Photos are for representative purposes only. MLS#O6365967

Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)

Listing Agent: Michelle Campbell (407-756-5025)

Remarks: Under Construction. Introducing the Pearson townhome in Evergreen, offering modern elegance and functionality. The spacious living area, gourmet kitchen, and three bedrooms provide comfort and style. Features include smart home technology and a one-car garage. Perfect for modern living, blending sophistication with everyday convenience. *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: Under Construction. Introducing the Pearson townhome in Evergreen, offering modern elegance and functionality. The spacious living area, gourmet kitchen, and three bedrooms provide comfort and style. Features include smart home technology and a one-car garage. Perfect for modern living, blending sophistication with everyday convenience. *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: Stunning 5-Bedroom, 4-Bath Townhome in a Premier Resort Community! ***$5,000 SELLER CREDIT TOWARD CLOSING CLOSTS*** This beautifully decorated end-unit townhome is located in one of the most sought-after short-term rental resorts. Featuring 5 spacious bedrooms and 4 full bathrooms, the open-concept layout includes a fully equipped kitchen with sleek 42" cabinetry and stainless steel appliances, flowing seamlessly into the inviting living and dining areas. Step through the sliding glass doors to a covered patio and private splash pool—perfect for relaxing and entertaining. The community offers incredible amenities including a resort-style pool, lazy river, water slides, splash park, kayak rentals, mini golf, and sand volleyball courts. Guests also enjoy access to a fully equipped fitness center with extended hours and an outdoor Tiki bar serving drinks, food, and ice cream. Whether you're looking for a full-time residence or a vacation rental investment, this home provides the ultimate Florida retreat—just minutes from Disney, Universal, SeaWorld, shopping, dining, and more. Schedule your private showing today!

Listing is courtesy of: MARKLE MANAGEMENT (954-465-4719)

Listing Agent: Madelynn Markle (954-465-4719)

Remarks: Beautifully furnished home is located on a Coner lot & conservation area in Storey Lake resort. Community offers amenities include Tiki Bar/Grille, Canoe/Kayak Rental, Lazy River, Fitness Center, Miniature Golf, Quiet Pool, Splash Pad, Double Slide, Volleyball Court & Sports Court. Short/term rental

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

Listing Agent: Aria Pedroso (321-284-9197)

Remarks: "LAZY PARROT" is a Charming Cottage at Margaritaville Resort Orlando. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! Located in PREMIUM RESORT LOCATION Just a Short Walk to All the Amenities! MRO Approved City Furniture "SAIL AWAY" Furniture/Housewares Package Included in List Price. Beautiful 1539-C Model, 3 Bedrooms, 3 Bathrooms with BONUSROOM and CUSTOM PARROT DESIGN SHUTTERS. Master Suites on BOTH First and Second Floors. Downstairs Suite has French Doors Leading to Tranquil Backyard with Paved Patio, Beautiful Tropical Foliage and Shell Pathways. All Three Bedrooms have KING BEDS! The Furniture is the Original City Furniture MRO Approved Package and Some Items are No Longer Available to Purchase. Home Features High Capacity Washer and Dryer, "SON OF A SAILOR" Interior Upgrade Package with "WOOD" Tile Flooring, Upgraded Appliances, QUARTZ Countertops, Ceiling Fans and TANKLESS WATER HEATER. There is an Additional Bonus Room Upstairs with a BUILT IN TWIN BED and TV. Furniture/Housewares Package Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishwasher, Linens, and so MUCH MORE! This Unique First of its Kind Resort has Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants, Bars, Live Music, Retail and More! LOCATED MINUTES FROM DISNEY PARKS!, All While Being Conveniently Close To The Best Shopping, Dining, and Entertainment Options In Florida. This Home Is Not Just A Residence; 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: Under Construction. The Stratford townhome in Evergreen offers 1614 sq ft, 3 bedrooms, 2.5 baths, a 2-car garage, and concrete construction. The end unit layout includes an open concept dining area, living room, kitchen with stainless steel appliances, upgraded countertops, and pantry. Upstairs features 3 bedrooms, 2 baths, and a laundry room. Home includes modern details and smart home technology. Contact for more information. *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: Under Construction. The Sterling townhome in Evergreen offers 1614 sq ft, 3 bedrooms, 2.5 baths, a two garage, and concrete construction. Features include an open concept layout with a modern kitchen, smart home technology, and a tranquil community setting. Perfect for comfort and convenience. *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: Under Construction. The Sterling townhome in Evergreen offers 1614 sq ft, 3 bedrooms, 2.5 baths, a two garage, and concrete construction. Features include an open concept layout with a modern kitchen, smart home technology, and a tranquil community setting. Perfect for comfort and convenience. *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)