Kissimmee Homes For Sale & Real Estate - 2583 homes

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)

Remarks: Under Construction. The Stratford townhome in Evergreen offers 1,614 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, quartz 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: Completely renovated and move-in ready! This home showcases stunning polished porcelain ceramic floors 24' x 48' throughout, an open floor plan with a fully remodeled kitchen equipped with all-new stainless steel appliances, modern cabinetry, and countertops. Bright, bright floorplan and contemporary finishes for effortless, low-maintenance living. Upgraded fixtures and thoughtful design deliver modern comfort and style. Home features an above-ground pool with a deck, ideal for outdoor entertaining and relaxation. Great potential for gatherings and enjoying the Florida lifestyle, and easy to maintain. Ideal for buyers seeking a turnkey condition in a convenient neighborhood.

Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)

Listing Agent: Miguel Osorio (321-240-5554)

Remarks: Welcome to 1673 Barberry Lane, a beautifully upgraded Cali model located in the heart of Kissimmee, FL, offering over $80,000 in thoughtful upgrades and designed for both comfortable living and income-producing potential. This home stands out from the moment you arrive, combining modern enhancements, functional design, and premium features throughout. Whether you’re looking for a primary residence, second home, or Airbnb opportunity, this property checks all the boxes. Step inside to a well-maintained and inviting interior featuring ceiling fans in every room with independent controls, upgraded chandelier lighting in the kitchen and dining areas, and an expanded pantry with added shelving for extra storage and convenience. The kitchen is equipped with a newer dishwasher that includes a transferable warranty, adding peace of mind for the next owner. One of the most unique features of this home is the upgraded garage space, which has been transformed into a versatile and functional area. It includes its own independently controlled HVAC system (2024), epoxy-coated flooring, added storage shelving, and a custom sliding privacy screen—perfect for a home gym, workspace, or additional flex space. The home’s HVAC system has been recently serviced (March 2026) and includes an extended transferable warranty with approximately 7 years remaining, along with a built-in UV air purification system designed to help reduce bacteria, mold, and airborne contaminants—an incredible value and added comfort feature. Step outside to your private outdoor retreat, where attention to detail continues. The property features a fully fenced yard, a complete gutter system, and a full concrete walkway surrounding the home. The highlight is the extended screened-in lanai with pavers (16’ x 20’), completed in 2024, featuring an insulated covered roof, ceiling fans, motion-detection lighting, and a dedicated outlet for outdoor cooking or entertaining. A translucent Florida glass enclosure adds additional weather protection while still allowing natural light to flow through. Located in a growing area of Kissimmee with convenient access to shopping, dining, schools, and major roadways, this home offers both lifestyle and long-term value. If you’re looking for a move-in-ready property with extensive upgrades, flexible living space, and strong potential, 1673 Barberry Lane is a must-see. Schedule your private showing today and experience the difference for yourself.

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

Listing Agent: Rafael Ortiz Pena (407-371-8773)

Remarks: A rare opportunity to own a fully furnished turnkey pool home in one of Orlando’s most desirable resort communities, perfectly positioned for personal use, vacation living, or exceptional short-term rental income. This beautifully appointed 5-bedroom, 5-bathroom home offers the ideal blend of comfort, style, and versatility. The spacious open-concept layout features a modern kitchen, elegant finishes, and inviting living and dining areas designed for both entertaining and everyday enjoyment. Each bedroom is tastefully furnished to provide a comfortable and relaxing retreat for owners and guests alike. Step outside to your own private screened-in pool, perfect for enjoying the Florida sunshine after a day at the parks or hosting family and friends. Located in a short-term rental approved resort-style community, residents and guests enjoy access to outstanding amenities and a prime Central Florida location just 21 minutes from Walt Disney World and only 30 minutes from Universal Studios. Whether you are seeking a primary residence, vacation getaway, or turnkey income-producing investment, this property is ready to impress. Offered fully furnished and move-in/rent-ready, it presents an exceptional opportunity in one of Orlando’s strongest and most sought-after vacation rental markets.

Listing is courtesy of: ALVES AND HOWELL REALTY (407-750-2171)

Listing Agent: Laercio Xavier (321-353-4477)

Remarks: Welcome to this massive two-story pool home situated on a premium corner lot of over a quarter acre in Kissimmee! Boasting over 3,500 square feet of living space, this home offers the perfect blend of comfort, functionality, and entertainment. As you step inside, you're greeted by soaring high ceilings and an open layout, complemented by brand new interior paint (upstairs) and newer flooring throughout the main level. The spacious first-floor primary suite provides convenience and privacy, while the upstairs features an extra-large bonus room and a dedicated theater room, ideal for movie nights, a game room, or additional living space. The heart of the home flows seamlessly into the outdoor oasis, where you'll find a private pool with newly added pavers and an in-ground hot tub, perfect for relaxing or entertaining guests year-round. Additional upgrades include a brand new washer, dryer, and refrigerator, making this home truly move-in ready. The oversized lot offers plenty of outdoor space, while the corner positioning adds both privacy and curb appeal. Conveniently located near shopping, dining, and major roadways, this home checks all the boxes for space, upgrades, and lifestyle.

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

Listing Agent: Naf Zaman (407-580-5483)

Remarks: This well-maintained, fully furnished 3BR/2BA townhouse-style condo features ceramic tile on the first floor. The primary bedroom is located downstairs for major convenience. It is move-in ready for a primary residence or an immediate rental investment. Located in Kissimmee, you are steps from Target and Hwy 192's dining and attractions, and just minutes from Disney, SeaWorld, and Universal. The gated community offers 24-hour security, a clubhouse, pool, spa, fitness center, tennis and basketball courts, and a fishing pier. This property offers maximum flexibility for short-term or long-term use. Contact us today for a private tour!

Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)

Listing Agent: Arelis Ravelo (917-607-4355)

Remarks: Beautiful two-bedroom, two-bathroom apartment, completely remodeled. This unit is on the 3rd floor of The Villas del Sol Condo community.The building and complex have been completely renovated; gated community with resort style amenities, like swimming pools, Playground, fitness center and Tennis courts. The property can be used as long term or short term rental! Located near major highways for easy access to Central Florida attractions.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Carlos Villamil (407-340-0042)

Remarks: 5 Bedroom 4 Bath Vacation Dream home in Indian Creek. A MUST SEE!! Close to the parks and shopping. Can be used for your vacations and also be rented out Short Term. Fully equipped for your Vacation Rentals Home some recent updates Exterior Paint 11/2025, New pool Heater 2/2024, Dishwasher & pool Pump 10/2023, Garbage disposal 7/2022, new roof 1/2022, New AC 11/2019 All furnishings included, Flat screened TV's Stove, Refrigerator, Washer & Dryer and Landscaping. any bookings available will convey!! Be sure to put this on your list to view!

Listing is courtesy of: ROYAL REALTY PROPERTIES (407-595-7306)

Listing Agent: Steve Farah (407-595-7306)

Remarks: Discover the perfect blend of location, comfort, and investment potential with this beautifully maintained single-family home, ideally situated just minutes from Walt Disney World in sought-after Kissimmee, Florida. Set against a serene conservation and water backdrop, this exceptional 5-bedroom, 4-bathroom home offers rare privacy and picturesque views. Featuring two spacious primary suites and a desirable split-bedroom floor plan, the home comes fully furnished and tastefully curated—making it truly move-in or rental ready. Designed for both relaxation and entertaining, the open living space boasts soaring vaulted ceilings and seamless views of the pool area. The well-appointed kitchen includes quartz countertops, tile backsplash, all appliances, and both an eat-in area and formal dining space to accommodate gatherings of any size. Step outside through sliding glass doors to your private oasis: a screened-in, heated pool and spa with a gas heater, overlooking protected conservation. The expansive pool deck and covered lanai create the perfect setting for enjoying sunny Florida afternoons or hosting guests year-round. Additional highlights include: Indoor laundry room with brand-new washer and dryer, Versatile two-car garage currently set up as a game room (easily converted back). Major upgrades: new roof (2024), AC (2022), and exterior repaint (2026). Whether you're seeking a high-performing short-term rental, a winter retreat, or your dream “move-to-Florida” home, this property checks every box. Located near top attractions like Margaritaville Resort Orlando, Sunset Walk, and Island H2O Water Park, plus shopping, dining, golf, and entertainment, this home delivers unmatched convenience and lifestyle appeal. A true reflection of pride of ownership, this property presents outstanding value in one of Central Florida’s most desirable and high-demand locations. Please, click on the 3D Virtual Tour to appreciate the floor plan and home distribution.

Listing is courtesy of: PRIVILEGE REAL ESTATE & INVESTMENTS INC (407-791-4909)

Listing Agent: Luis Morales Rodriguez (407-791-4909)