Kissimmee Homes For Sale & Real Estate - 3336 homes

Remarks: This elegant 4 bedroom, 3 bathroom townhouse is ideally located in Osceola County within the highly sought after Terra Verde Resort, just minutes from Disney World and conveniently close to major highways, shopping, dining, and Central Florida’s top entertainment destinations, making it an excellent option for a primary residence, second home, or investment property. The community is gated with 24 hour security and offers a true resort style lifestyle with outstanding amenities including a heated swimming pool and hot tub, fully equipped fitness center, movie theater, poolside tiki bar, tennis courts, basketball and sand volleyball courts, a children’s playground, and multiple recreational areas designed for enjoyment and relaxation, all within walking distance from the home. Situated on a premium corner lot, this well maintained townhouse offers 1,636 square feet of heated living space with a bright and functional layout, featuring one bedroom conveniently located on the first floor with a full bathroom, ideal for owners or guests. The property also boasts an extra large screened paver patio with a private jacuzzi, perfect for cozy afternoons, relaxing evenings, or simply enjoying your morning coffee. The AC unit was just replace in 2025. The home is being sold fully furnished, allowing for a seamless and immediate transition for the new owner while delivering the perfect balance of comfort, location, and resort style living in one of Central Florida’s most desirable communities. This home was exclusively used as the family second residence!

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

Listing Agent: Maria Santacruz (407-552-8213)

Remarks: Turn-Key, Fully Furnished Pool Home in Terra Verde Resort – Approved Short-Term Rental Welcome to 151 Hideaway Way, a true turn-key short-term rental opportunity in the gated Terra Verde Resort—ideal for investors or buyers seeking a low-maintenance Florida getaway with immediate income potential. Situated on a desirable corner lot, this one-story 5-bedroom, 3-bath pool home offers nearly 1,940 square feet of bright, guest-friendly living space. The open interior features tile flooring throughout, updated lighting, curated décor, and upgraded furnishings designed for comfort and durability. Sold fully furnished—including a pool table—this property is ready to rent or enjoy from day one. The flexible layout is well-suited for families and groups, featuring a Jack-and-Jill bathroom and sleeping accommodations of one King, two Queen beds, and four Twins to maximize rental appeal. The kitchen and bathrooms are finished with granite countertops, blending style with practicality for high-use vacation living. A brand-new A/C system installed on May 21, 2025, provides peace of mind and year-round comfort for owners and guests alike. Step outside to your private screened pool and patio—perfect for relaxing after a day at the parks. The corner-lot setting adds extra privacy and space, a sought-after feature in resort communities. Terra Verde Resort offers exceptional amenities, including a resort-style pool and spa, clubhouse, fitness center, recreation room, playground, tennis and basketball courts, and walking trails. The location is hard to beat—approximately 7 miles from Disney and close to US-192, Celebration, Old Town, Disney Springs, outlet shopping, and everyday conveniences like Publix, Super Target, and a 24-hour Walmart within five miles. Whether you’re looking for a proven vacation rental, a second home, or a smart investment in one of Kissimmee’s most popular short-term rental communities, this fully equipped pool home delivers immediate usability and strong guest appeal.

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

Listing Agent: David Dorman (407-948-8295)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Beautiful, move in ready home with many upgrades. Extra large sunroom with beautiful water view. Centrally located near schools, shopping, dining and more.

Listing is courtesy of: CFL REALTY PROS LLC (407-890-8168)

Listing Agent: Danielle Galloway (407-890-8168)

Remarks: Move-in ready 3/2 in the desirable Concorde Estates community! Bright, open spaces, a modern kitchen with granite counters, and a fenced backyard with a covered patio make everyday living a breeze. Perfectly located near schools, shopping, dining, and major roads, it’s an ideal place to call home. Easy to show!

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: William Figueroa (305-662-1502)

Remarks: Experience the ultimate Florida lifestyle at 8550 Sunrise Key Drive, a stunning 7-bedroom, 4.5-bathroom corner-lot residence located in the prestigious, guard-gated Emerald Island Resort. This fully furnished home is a turnkey masterpiece, making it an exceptional find for vacation home buyers or savvy investors looking for a high-occupancy short-term rental. The property boasts a new roof (2022) and has been meticulously maintained with fresh interior and exterior paint (2026) and updated appliances (2024), including a new dishwasher, oven range, and microwave. The interior design blends comfort with durability, featuring elegant tile throughout the first floor and modern vinyl plank flooring (2022) spanning the entire second level. Outdoor living is the heart of this home, centered around a south-facing screened-in pool and spa that enjoys maximum daily sunshine—a top-tier request for vacationers. When the sun goes down, the entertainment continues in the professionally converted gaming area, while the resort itself provides world-class amenities including a clubhouse, fitness center, tennis, pickleball, and basketball courts, sand volleyball, and a tiki bar. Perfectly situated just minutes from Disney World, premier dining, and upscale shopping, this property offers a rare combination of modern updates and a prime location.

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

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

Remarks: PRICE IMPROVEMENT! SELLER MOTIVATED! *** Back on the market with recent upgrades *** Beautiful fully furnished 3-bedroom townhouse in a prime Kissimmee location, just 10 minutes from Disney. This well-maintained property features 2 full bathrooms plus a convenient half bath, offering comfort and functionality for residents and guests. Move-in ready and ideal for a primary residence, vacation home, or income-producing property with short-term or long-term rental potential. The home includes all furnishings with numerous recent upgrades: brand-new bedding throughout, new living room sofa, new area rug, new dining table and chairs, new kitchen breakfast table, and new light fixtures. The living room TV and the master suite TV are also brand new. The property is exceptionally clean and well cared for, with professionally cleaned carpet and inviting, comfortable living spaces. Excellent location with convenient pedestrian access to Walmart via the same sidewalk and close proximity to restaurants, shopping, and major attractions.Turnkey opportunity in one of Kissimmee’s most desirable areas

Listing is courtesy of: IDEAL REALTY GLOBAL (407-775-1799)

Listing Agent: Roseli Pereira (407-793-7345)

Remarks: Beautifully Furnished Vacation Home Located in the Prestigious Solara Resort! This impressive 5-bedroom, 4.5-bathroom home is the perfect retreat for those seeking comfort, style, and convenience. Designed with entertainment in mind, this residence offers spacious living areas that are ideal for hosting family and guests. As you enter through the front door, you're welcomed by a tiled foyer that leads into a bright and open living space featuring a gathering room, modern kitchen, and dining area – all flooded with natural light to enhance the home's inviting atmosphere. The spacious primary suite is located on the first floor, offering privacy and ease of access, while the additional bedrooms are generously sized and ideal for family or guest suites. Step outside to your own covered lanai, complete with a private pool and spa – the ultimate setup for relaxation and outdoor fun. Located in the gated Solara Resort, residents and guests enjoy access to an exceptional array of amenities, including a full-service restaurant, ice cream parlor, coffee bar, fitness center, game room, and multiple outdoor activities such as basketball, beach volleyball, and a soccer field. The resort also features a stunning zero-entry pool with cabanas, a splash pad, and a poolside tiki bar – perfect for water lovers and sun seekers alike. Ideally situated just off Highway 192, this vibrant short-term rental community offers convenient access to I-4, US-27, major theme parks, shopping outlets, restaurants, and grocery stores. Don’t miss this incredible opportunity to own a turn-key vacation home in one of Central Florida’s most sought-after resort communities.

Listing is courtesy of: OUTLET REALTY (407-353-5518)

Listing Agent: Nicolas Rodriguez (407-580-3467)

Remarks: BACK ON THE MARKET! Beautiful 2-bedroom, 2.5-bath townhome located in a gated community in the heart of Kissimmee. This well-maintained home features a spacious and functional layout with an open living and dining area that flows seamlessly into the kitchen, creating a comfortable space for everyday living and entertaining. Both bedrooms are located upstairs and offer generous space and privacy, each with access to its own bathroom.The community allows both short-term and long-term rentals, making this property an excellent opportunity for primary residence, vacation home, or investment property. Community amenities include a pool, cabana, gazebo, playground, walking trails, and picnic areas, offering a relaxed and enjoyable lifestyle. Ideally located just minutes from I-4, US-192, major shopping centers, restaurants, Walmart, and Orlando’s famous attractions, including Walt Disney World. The property is also conveniently close to schools, entertainment, and major roadway. This is a great opportunity to own in a highly convenient location with flexible rental options and desirable community amenities.

Listing is courtesy of: ODRY VARGAS REALTY GROUP (407-413-5892)

Listing Agent: Yolaly Infante (407-492-7482)

Remarks: Welcome to this beautifully maintained and modern townhouse located in the desirable community of Cypress Cay in Kissimmee. Built in 2022, this spacious home offers a thoughtfully designed open-concept layout, perfect for both comfortable living and entertaining. The first floor features a bright and airy living area that seamlessly connects to the kitchen, complete with modern cabinetry, ample counter space, and a functional layout ideal for everyday use. Upstairs, you’ll find generously sized bedrooms including a spacious primary suite with a walk-in closet and private bath. This property offers low-maintenance living with access to community amenities, making it an excellent option for primary residence, second home, or long-term investment opportunity. Conveniently located just minutes from major highways, shopping, dining, and world-renowned attractions including Walt Disney World, this home provides both comfort and accessibility in one of Central Florida’s fastest-growing areas. Don’t miss the opportunity to own a newer construction home in a prime location!

Listing is courtesy of: RESILIENT MIND REALTY GROUP (407-922-4428)

Listing Agent: Lesly Echevarria (407-922-4428)

Remarks: MOVE IN READY- HIGHLY MOTIVATED SELLER. Welcome to your ideal home in a gated community! This immaculate townhouse-style residence features 3 bedrooms, 2 full baths, and 1 half bath, with approximately 1,540 sq ft of living space. Enjoy an open-concept living area filled with natural light, a modern kitchen with ample cabinet space, and a spacious primary suite with a walk-in closet and en-suite bath. Located in a resort-style community, residents enjoy amenities including a swimming pool, fitness center, playground, tennis courts, and basketball courts. Additional highlights include a 2-car garage and private gated entrance, offering comfort and convenience. Ideally situated in Kissimmee 34744, just minutes from major highways, shopping, dining, and entertainment—making it an excellent opportunity for families or investors.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Andreina Maldonado Morocho (321-315-0349)

Remarks: Fully Furnished 3-Bed End Unit in the highly sought after Windsor Palms Resort! Resort-style living at its best and just minutes from Disney World and Margaritaville. This fully furnished, turnkey home features charming decor throughout and is zoned for short-term rental, perfect as a vacation home or investment property, and also ideal for long-term or residential living. The open-concept floor plan seamlessly connects the kitchen and living area, filled with natural light and overlooking the private pool area. A downstairs bedroom with a full bath provides great flexibility for multi-generational living or guests. Upstairs, enjoy the spacious two bedrooms, each with ensuite bathrooms, plus a laundry area with washer and dryer. Updates include fresh interior paint (2021), new exterior paint (2025), new pool heater (2025), and new mattresses (2023). Relax by your private plunge pool or take advantage of resort amenities—clubhouse, pool, movie theater, fitness center, basketball courts and tennis courts - all within a secure, gated community. Don’t miss your chance to own a piece of paradise just minutes from Central Florida’s top attractions! Schedule a showing today!

Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)

Listing Agent: Virginia Bibby (407-749-8148)

Remarks: Well-maintained home located in Poinciana featuring a private pool and a functional open floor plan with combined living and dining areas and ample natural light. The kitchen overlooks the main living space, offering convenience for everyday living. Bedrooms are generously sized, and the primary bedroom includes an en-suite bathroom. The backyard includes a screened-in pool area suitable for outdoor enjoyment. Conveniently situated approximately 22 miles from Walt Disney World, 18 miles from shopping and dining at The Loop, 30 miles from Orlando International Airport, and 35 miles from Downtown Orlando. Easy access to major roadways provides connectivity to surrounding areas.

Listing is courtesy of: DREAM BUILDERS REALTY (407-847-5428)

Listing Agent: Tim Weisheyer (407-847-5428)

Remarks: Resort-Style Living Minutes from Disney - Fully Furnished, Turnkey Airbnb Opportunity - Motivated Owner, Priced to Sell Fast! Discover this impeccable, fully furnished 3BD/3BA townhome in the highly desirable Summerville Resort gated community in Kissimmee, FL. Zoned for short-term rentals like Airbnb, this move-in-ready investment gem or vacation retreat is just minutes from world-famous Disney parks, top attractions, dining, shopping, and all that Central Florida offers. Step into a bright, open-concept layout with stylish ceramic tile flooring in common areas, premium plush carpeting in bedrooms, and a convenient main-floor bedroom suite for ultimate flexibility. The gourmet kitchen shines with modern shaker-style cabinets, gleaming granite countertops, stainless steel appliances including a natural gas stove, tankless water heater, ample pantry space, and a large island with breakfast bar seating, ideal for entertaining or family meals. Each spacious bedroom boasts private en-suite bathrooms for maximum comfort and privacy, with the primary suite featuring a walk-in closet. Relax outside on your private paver patio, perfect for adding a summer kitchen or enjoying serene evenings. As part of this boutique resort-style community, enjoy premium amenities like a sparkling pool, state-of-the-art fitness center, playground, dog park, tennis courts, sidewalks, and more: all maintained by the HOA, which includes cable TV, internet, grounds maintenance, trash, and escrow reserves for hassle-free ownership. Built with contemporary flair, including tray ceilings, solid wood cabinets, and energy-efficient features, this home is fully furnished and ready for immediate occupancy or rental income. Owner motivated! Don't miss this exceptional value in a prime location! Schedule your showing today and make this your slice of Orlando paradise.

Listing is courtesy of: LEGACY PLUS REALTY (407-992-2268)

Listing Agent: Antonio Leuzzi, Llc (305-922-3976)

Remarks: Ready NOW! This perfectly designed residence offers a thoughtful 3-bedroom floor plan that flows beautifully from the foyer into the living spaces. Two bedrooms are located at the front of the home, while the owner's bedroom is situated at the back, featuring a spacious walk-in closet and an ensuite bathroom with a double vanity. The open kitchen is equipped with 42” shaker cabinets and a side-by-side refrigerator, leading seamlessly into the dining nook and great room, creating a welcoming and functional space. The great room is enhanced with 4 additional LED lights for a bright and inviting atmosphere and features a screen door that opens to the extended patio, perfect for outdoor relaxation and entertaining. READY NOW! Throughout the home, you'll find ceramic flooring for easy maintenance and durability, as well as cordless blinds for added convenience and privacy. The home also includes modern smart features, such as a DEAKO Switches, Ring Video Camera Doorbell, Honeywell Smart Thermostats, and a Kwikset Keyless Entry Smart Door Lock, providing enhanced security and comfort. For additional convenience, the home is equipped with 5 Plug-n-Play Dead Smart Switches and a laundry room with washer & dryer. This home is built with architectural shingles for lasting appeal, and for your peace of mind, it is backed by a full builder's warranty, ensuring quality craftsmanship and long-term reliability.

Listing is courtesy of: NEW HOME STAR FLORIDA LLC (407-803-4083)

Listing Agent: Charles Pennant (407-305-4317)

Remarks: Under contract-accepting backup offers. This charming 4-bedroom pool home, set in a peaceful and well-maintained neighborhood, has so many wonderful features. The living room showcases lovely bay windows, while the family room features soaring ceilings. The primary suite on the main floor includes a spacious double closet and en-suite bathroom. There is also a convenient half bath off the living room for guests. Sliding doors open to a screened-in pool with a new pump, a generous patio ideal for outdoor gatherings, and sizable fenced yard that ensures privacy on a conservation lot that won’t be developed. The eat-in kitchen with nook and island got updated appliances in 2020. Carpeting throughout the home was replaced in 2019. Upstairs, there are three additional bedrooms with generous closets and a fully renovated bathroom from 2022. Best news yet, the roof was replaced in September 2024! The home also offers an attached two-car garage on side of the house with a tucked-away laundry room in between. Located in Kissimmee's Mill-Run Park neighborhood, this property has no HOA and easy access to the Florida Turnpike and Osceola Parkway.

Listing is courtesy of: IMAGINATION REALTY, INC (321-939-1300)

Listing Agent: Patricia Delaney (407-973-8826)

Remarks: Custom-Built 2024 Private 5-Acre Estate. High & Dry in Gated Happy Trails. Welcome to a rare opportunity to own this exceptional estate situated on 5 pristine high-and-dry acres, one of the highest elevations within the community. Positioned on a desirable corner lot with dual gated entrances, the property offers enhanced accessibility, privacy, and flexibility for a variety of uses. Ideally located just minutes from Celebration, Reunion, and Walt Disney World, this exceptional property offers the perfect balance of luxury, privacy, and convenience with no HOA. A long, elegant private driveway leads to this impressive residence featuring 4 bedrooms, 3.5 bathrooms, an oversized 3-car garage with EV charging outlet, and a thoughtfully designed open-concept modern floor plan with expansive living spaces throughout. Step inside to experience soaring 14-foot ceilings throughout the entire home, enhanced by tray ceilings in the dining room, living room, and primary suite, along with a striking 16-foot cathedral ceiling in the designer kitchen, creating a bright and dramatic architectural presence. The gourmet kitchen is a true centerpiece, showcasing an oversized island with Italian granite, extensive custom cabinetry, a hidden oversized walk-in pantry, and a seamless connection to the main living and dining areas, ideal for both everyday living and entertaining. The elegant dining room features a stunning double glass-door wine display, while a beautifully designed wet bar with wine cooler adds both style and functionality. The spacious living area is anchored by a modern built-in electric fireplace with custom finishes. The breakfast area is framed by oversized picture windows, offering beautiful views of mature oak trees and the natural landscape, creating a serene, park-like setting. The luxurious primary suite offers a spa-inspired bathroom featuring a freestanding soaking tub positioned beneath a large picture window, a walk-in glass shower, and refined finishes that create a true retreat experience. All additional bedrooms are generously sized and designed for comfort and privacy. Outdoor living is equally impressive, featuring a covered lanai with a fully equipped outdoor kitchen, extensive paved areas, and expansive open acreage surrounded by beautiful mature trees. Zoned for horses, the property offers ample room for a barn, workshop, RV storage, or future additions. Additional features include double-glazed energy-efficient windows, premium modern motorized blinds throughout the entire home, large sliding glass doors, a private water well eliminating monthly water costs, and a seven-zone irrigation system.

Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)

Listing Agent: Robert Mcdugald (727-409-3368)

Remarks: This beautifully furnished 3-bed, 2-bath townhouse offers a warm, turnkey living experience inside the gated, resort-style community of Venetian Bay Village. Designed for comfort and convenience, the home features a welcoming open layout, tasteful décor, and all essential furnishings—perfect for long-term living, short-term rental, or a fully equipped second home.Venetian Bay Village is known for its resort-style amenities and peaceful, well-kept grounds, including: Multiple swimming pools, including a heated main pool,Clubhouse, fitness center, and game room,Tennis, volleyball, and basketball courts Playgrounds, picnic areas, 24-hour gated security for peace of mind. The Loop shopping & dining is close by, Disney, Universal, and major attractions

Listing is courtesy of: BRIGHT TRUST REALTY LLC (407-914-0227)

Listing Agent: Richie O'Dea (407-925-8013)

Remarks: Welcome to 1466 Woodmont Blvd, a beautifully maintained home located in the heart of Kissimmee! This spacious residence offers the perfect blend of comfort, functionality, and convenience. Featuring an open and inviting floor plan, the home is designed for both everyday living and entertaining. The kitchen provides ample cabinetry and workspace, flowing seamlessly into the main living areas filled with natural light. Generously sized bedrooms offer comfort and flexibility, while the primary suite provides a private retreat. Step outside to enjoy the backyard space perfect for relaxing, hosting gatherings, or creating your own outdoor oasis. Conveniently located near shopping, dining, schools, major highways, theme parks, and Central Florida attractions, this home presents an incredible opportunity to enjoy the best of Florida living. Schedule your private showing today!

Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)

Listing Agent: Norkis Fernandez-Valdez (407-506-7070)

Remarks: Discover the pinnacle of Florida living in this stunning, fully furnished 5-bedroom, 4.5-bathroom townhome, nestled within the highly sought-after Windsor at Westside resort community. Turnkey and professionally designed, this property is thoughtfully appointed to host large groups in style and comfort—an exceptional opportunity for investors seeking a high-performing short-term rental, or for buyers searching for the ultimate vacation retreat. A standout feature you won't find in most resort homes? Your own private garage—a rare and valuable bonus that offers added convenience, secure storage, and an extra layer of everyday practicality that sets this property apart from the competition. For out-of-state owners and short-term rental investors, this home delivers true peace of mind: a whole-home leak defense system actively monitors for water issues and helps prevent costly damage when you're miles away, while a brand-new washer and dryer mean one less major appliance to worry about replacing down the road. Even better, the home is just steps from the clubhouse, resort pool, and full lineup of community amenities—putting the very best of Windsor at Westside right at your doorstep. And when you're ready for quieter moments, step outside to your own private, screened-in pool—a tranquil escape where you can unwind in complete privacy after a day of adventure. As an owner at Windsor at Westside, you and your guests enjoy access to a world-class amenity collection, including a resort-style main pool with children's splash pad, relaxing hot tub, lazy river, fully equipped fitness center, arcade, kids' activity room, and basketball and volleyball courts. Ideally situated just minutes from Walt Disney World, Universal Studios, and SeaWorld, the home also places you near premier dining, championship golf, and upscale shopping at The Florida Mall and nearby outlet centers. Don't miss your chance to own a slice of paradise in one of Central Florida's most prestigious gated communities—where magical memories and smart investment go hand in hand.

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

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

Remarks: Now is the time to own this 3-bedroom, 2-bath ground-floor condo in one of the most desirable areas of Kissimmee. Condo is minutes from Downtown Disney, Margaritaville Resort-Orlando, world-class theme parks, shopping, golfing, dining, other major entertainment and main highways. Condo offers a functional and spacious layout, with carpet and laminate flooring throughout the main living areas and bedrooms, making it both practical and easy to maintain. The primary bedroom is thoughtfully positioned for privacy, featuring its own full bathroom and ample closet space. The two additional bedrooms are versatile and can comfortably serve as guest rooms, family bedrooms, or a home office—depending on your needs. The community itself is a big plus. Just steps from the unit, you will find a tennis court a community pool, along with a playground, creating a great balance between relaxation and an active lifestyle. Whether you’re looking for a primary residence, a vacation property, or a high-demand rental investment, this condo is the one. Its location alone drives strong year-round rental demand, making it an excellent option for investors seeking consistency and long-term value in Central Florida.

Listing is courtesy of: REALTY PROS ASSURED (386-677-7653)

Listing Agent: Jesenia Gonzalez Uhlig (407-535-1717)