Kissimmee Homes For Sale & Real Estate - 3299 homes

Remarks: Welcome to your ideal vacation home and income-producing property in the highly sought-after Windsor at Westside Resort! This beautifully appointed 4-bedroom, 3.5-bathroom townhome is fully furnished and turnkey, making it perfect for short-term rentals or a personal getaway. Step inside to find stylish décor throughout and an open-concept floor plan designed for comfort and entertaining. The modern kitchen features granite countertops, ample cabinetry, and everything needed for effortless hosting. The spacious living and dining areas flow seamlessly to your private screened-in pool—perfect for relaxing after a day of fun. Upstairs and downstairs sleeping arrangements provide flexibility for guests, while the thoughtfully designed layout ensures privacy and convenience. Enjoy resort-style living with world-class amenities including a stunning clubhouse, resort pool with lazy river, fitness center, tennis courts, playground, and on-site Tiki bar. There’s something for everyone to enjoy! Ideally located just minutes from Central Florida’s top attractions, as well as shopping, dining, and entertainment, this property offers both an exceptional guest experience and strong rental potential. Don’t miss this opportunity to own a slice of paradise in one of the area’s premier vacation communities!

Listing is courtesy of: PROVIDENCE REALTY AND PROPERTY MANAGEMENT LLC (863-512-5238)

Listing Agent: Debbie Bendall (407-922-3035)

Remarks: Step into a world of magic and unforgettable experiences with this fully furnished 6-bedroom vacation home, ideally located just minutes from Walt Disney World. Designed to accommodate large families and groups, this property offers the perfect combination of comfort, entertainment, and strong short-term rental potential. The open-concept floor plan features a bright and spacious living area, a fully equipped modern kitchen, and a dining space ideal for gatherings. The garage has been converted into a private game room, while the upstairs loft functions as a home theater, providing multiple entertainment areas for guests. This home stands out with its professionally designed themed bedrooms, including immersive concepts inspired by popular fantasy and adventure stories—highly attractive for short-term rental guests and maximizing occupancy rates. Step outside to your private lanai featuring a resort-style pool and spa, surrounded by a spacious paver deck and lounge area—perfect for enjoying Florida’s sunshine and outdoor living. Located in a sought-after community near Orlando’s top attractions, including Disney, Universal Studios, and SeaWorld, this property offers convenience, lifestyle, and excellent income-producing potential. Whether you're looking for a vacation home, investment property, or both, this is a turnkey opportunity in one of Central Florida’s most desirable short-term rental markets.

Listing is courtesy of: ALLUX REAL ESTATE LLC (407-802-7310)

Listing Agent: Denise Batista (407-802-7310)

Remarks: One or more photo(s) has been virtually staged. Discover this stunning 4-bedroom, 3-bathroom Next Gen home in the desirable community of Storey Creek, featuring a private Mother-In-Law Suite with a separate entrance, bedroom, bathroom, kitchenette, and living area—ideal for multigenerational living or rental income. Built in 2024, this home boasts a modern, open-concept design, abundant natural light, brand-new tile flooring, and a kitchen equipped with stainless steel appliances, upgraded cabinets, and luxury countertops. The master suite includes a spacious private bathroom and a large walk-in closet. Just steps from the clubhouse and pool, Storey Creek offers luxury amenities such as a fully-equipped fitness center, tennis courts, and a playground, along with a prime location near SR 535, I-4, and US 192, providing easy access to shopping, dining, and entertainment. Investor Opportunity! Currently rented, this property is perfect for generating immediate income. Don’t miss out on this incredible opportunity!

Listing is courtesy of: NORTHGROUP REAL ESTATE, INC (561-222-1850)

Listing Agent: Yadibelt Lopez Larroque (832-274-5834)

Remarks: Stunning 2 bedroom, 2 bathroom POOL COTTAGE located in the heart of Margaritaville Resort! This immaculately kept, highly sought after floorplan, rents extremely well and is just moments away from the theme parks. Fully furnished with Margaritaville's signature furniture package and decor, this cottage offers two primary bedrooms, one downstairs and one upstairs, private balcony off of the upstairs bedroom, BOSE IN CEILING SURROUND SOUND, high end wood look tile throughout, upgraded quartz countertops, wooden stairs, oversized private owners closet, high ceilings, and so much more. Step out onto the spacious FULLY FENCED backyard to soak up the sun in your private, heated pool, or head upstairs to the balcony to watch the beautiful Florida sunsets with a glimpse of the Disney fireworks. This property can be used as a full time residence, second home, short term or long term rental property. This resort style community features two large swimming pools, multiple restaurants and bars, fitness center, full service spa, lush and tranquil walking trails to all ends of the community, as well as a moments walk to all of the restaurants, bars, shops and entertainment that Sunset Walk has to offer! Low maintenance resort living includes fully maintained grounds, home exterior, lawn care, and 24/7 roaming and manned gated security entrance.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Jenna Palmero (407-697-8727)

Remarks: Turn-key investment opportunity near Disney. Rare ground-floor fully furnished 3-bedroom 2-bathroom unit with parking just steps from your door, recently fully updated and professionally decorated with a curated designer furniture package to attract short-term renters. Features a bright open concept layout, fresh interior paint, updated fixtures, and a refreshed kitchen with refinished cabinets, plus spacious bedrooms with walk-in closets and convenient access to full bathrooms. Zoned for short-term and long-term rental, ideal for those looking to generate income or enjoy as a personal residence. Roof replaced in 2023. Located in Windsor Palms, a 24-hour guard-gated resort community with amenities including pool, spa, tennis and basketball courts, fitness center, clubhouse, game room, and movie theater, just minutes from Disney and major highways. One of the few ground-floor units available in the community.

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

Listing Agent: Gabby Lara (786-757-3852)

Remarks: Turnkey 1-Bedroom Condo hotel near Disney-Fully furnished with resort Style Amenities.Own a piece of the magic with this beautifully furnished 1 bedroom 1 bathroom condo hotel unit located just minutes from the world famous Disney world resort.This fully equipped unit is move in or rental ready.AIRBNB or VRBO friendly perfect for vacations use or short term rental since day 1 of ownership.Utilities included. optional property management available if new owner needs

Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)

Listing Agent: Luz Arevalo (954-554-0015)

Remarks: NO CARPET throughout the home!! Bathrooms renovated in April 2026. A/C (2025). FULLY FURNISHED & MOVE-IN READY! Discover this magical 4-bedroom, 3-bathroom home on Shine Dr in WEST LUCAYA VILLAGE, perfectly positioned just 10 miles from Magic Kingdom and conveniently LOCATED DIRECTLY ACROSS FROM THE CLUBHOUSE AND LEISURE FACILITIES! This exceptional property comes COMPLETELY FURNISHED and features enchanting Disney and Harry Potter themed bedrooms that will captivate guests and family alike. ZONED FOR SHORT TERM RENTAL - This property is legally approved for vacation rentals, making it an excellent income-producing investment opportunity! enjoy beautiful, easy-to-maintain flooring perfect for Florida living and vacation rental operations. Located in WEST LUCAYA VILLAGE on the highly desirable US-192 corridor in Kissimmee, this home provides unbeatable convenience to all Central Florida attractions while being nestled in a resort-style community. The HOA fee of $575 includes HIGH-SPEED INTERNET and CABLE TV. RESORT-STYLE AMENITIES include a stunning clubhouse with sparkling pool, fully equipped fitness center, and playground - perfect for family entertainment and enhancing rental guest experience. EXCEPTIONAL SHORT TERM RENTAL OPPORTUNITY - The magical themed rooms, prime Disney-area location, and resort amenities make this property ideal for generating strong rental income. Whether you're seeking a primary residence, vacation home, or investment property, this turnkey gem offers immediate enjoyment and proven income potential. Don't miss this chance to own a piece of the magic - schedule your showing today!

Listing is courtesy of: KARDOSH REALTY (407-499-4466)

Listing Agent: Frederico Hexsel (407-745-8841)

Remarks: Welcome to 2801 Oakwater Dr, Kissimmee, FL 34747 - This 3-bedroom, 2-bathroom end-unit condo with a 1-car garage is located in the gated Oakwater community, just minutes from Walt Disney World, major attractions, shopping, dining, and Central Florida highways. This 1,465 sq ft condo features a split-bedroom floor plan with the primary suite positioned at the rear for added privacy, including water views, dual closets, and an ensuite bath with shower. The kitchen includes granite countertops, breakfast bar seating, ample cabinetry, and all appliances. The open living and dining areas provide access to a private lanai overlooking the lake. Additional features include an interior laundry closet with washer and dryer, attached garage, and exterior storage. The end-unit location provides added natural light and privacy. Oakwater offers resort-style amenities including a clubhouse, fitness center, game room, community pool, tennis courts, and playground. HOA includes cable TV, internet, and exterior maintenance. This property may be suitable as a primary residence, second home, or investment opportunity. Buyers should verify leasing restrictions and HOA guidelines. Schedule your showing today.

Listing is courtesy of: PLATINUM REAL ESTATE (888-974-7253)

Listing Agent: Scot Hartwell (407-791-8466)

Remarks: Seller motivated. Own and spend your Vacation days relaxing in a 4/3 with deck and private heated pool, NO rear neighbors, very close to clubhouse, Potential return of income B&B / Short Term Rental while you are not in town. Paradise Palms is an exceptional opportunity to own in one of the most popular rental locations in the Disney Orlando area. Paradise Palms located in a private gated resort community and just 10 minutes from Disney! Where Magic Happens. Paradise Palms Resort is zoned for short term rental and has a 24 hour manned security gated entrance. Club House featuring a Tiki Bar & Grill, waterfall resort style pool with a grotto/spa and a pool slide. A separate pool, movie theatre, game room, internet lounge, basketball court, tennis court, state-of-the-art fitness center & sauna, market, deli, beach volleyball and more. HOA fee includes resort amenities & staff, plus townhome cable, internet & phone, townhome's exterior care. Granite countertops in the Kitchen and Bathrooms, stainless steel appliances, maple wood cabinets and 18" tile throughout the first floor.

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

Listing Agent: Nelson Zavarella (407-460-0877)

Remarks: Great investment opportunity. Recently renovated hotel-style unit located just minutes from the world–famous Disney parks. This comfortable unit feature a functional layout, with private bathroom and accessories to hotel amenities. Conveniently located only about 10 minutes from Disney parks, with complimentary shuttle transportation available Disney and Universal Parks. Close to shopping, dining, and entertainment. Ideal for investors looking for rental income or travelers seeking a comfortable stay in one of the most desirable tourist areas.

Listing is courtesy of: LA ROSA REALTY INTERNACIONAL L (407-600-7542)

Listing Agent: María Rivolta (407-353-7308)

Remarks: Welcome Home to 1910 Dolphin Drive, Kissimmee, FL 34759. Don't miss this beautifully maintained 3-bedroom, 2-bath corner lot gem nestled in the sought-after Association of Poinciana Villages! From the moment you step inside, you'll appreciate the thoughtful details and pride of ownership throughout. The open, split floor plan features soaring vaulted ceilings and stunning hardwood and tile flooring in every room, absolutely no carpet! Natural light flows effortlessly through the space, creating a warm and inviting atmosphere from the moment you walk through the door. The spacious primary suite is your personal retreat, complete with a luxurious garden tub perfect for soaking away the stresses of the day. Two additional bedrooms offer flexibility for family, guests, or a home office. Step outside and discover your own private oasis, a fully fenced vinyl backyard on a desirable corner lot, ideal for entertaining, pets, or simply enjoying the Florida sunshine with complete privacy. A well-fed irrigation system keeps your landscaping lush year-round without the added water bill. Peace of mind comes standard here with a brand new roof (installed just 6 months ago), a monitored ADT security system with cameras, and a 2-car garage. This home is truly move-in ready — just unpack and enjoy. All of this in a prime Central Florida location just minutes from world-class attractions, top shopping and dining, and major commuter routes. Priced to sell and ready for its next chapter, schedule your showing today before it's gone!

Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)

Listing Agent: Les Lloyd Moore (863-521-4410)

Remarks: Turnkey professionally managed short term rental townhome located in the gated community of Encantada Resort, just minutes from Walt Disney World Resort. This established vacation rental is actively operating and has generated substantial gross revenue offering a seamless hands-off investment opportunity from day one. The home features an open concept main level with living/dining combination, open kitchen with granite countertops, powder room and laundry. Sliding doors open to a private outdoor lanai with an elevated view, heated hot tub a highly desirable amenity that drives higher nightly rates and repeat bookings. Upstairs a private ensuite primary bedroom, 1 ensuite guest room that provides privacy and flexibility for short term guests. Encantada Resort is short term rental approved with no rental caps and offers resort amenities including 2 pools, clubhouse, fitness center and gated security. The HOA covers exterior maintenance and amenities supporting consistent occupancy while minimizing owner involvement. Professional short term rental management is already in place and will remain, allowing the next owner to step into a proven operation without disruption. Offered as a true turnkey investment in one of Central Florida's most established vacation rental communities.

Listing is courtesy of: IDILIQ ESTATES USA LLC (407-997-1000)

Listing Agent: Christine Butler (407-908-1923)

Remarks: This beautifully located property is part of the highly desirable Margaritaville Resort Orlando, delivering a true resort-style lifestyle just minutes from Walt Disney World, shopping, dining, and entertainment. Enjoy a vibrant community surrounded by tropical landscaping, multiple pools, fitness amenities, and on-site restaurants, all designed for relaxed Florida living. Short-term rentals are permitted, making this an excellent option for personal use or income-producing potential. Convenient access to major highways provides easy travel to Orlando International Airport and Central Florida attractions. Experience island-inspired living where every day feels like a vacation. This property is being sold fully furnished.

Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)

Listing Agent: Yuliana Naim (818-434-9717)

Remarks: Welcome to this like-new, Energy Star Certified Home! North-facing home located in a rapidly growing area of Kissimmee! This stunning property offers the perfect blend of style, comfort, and value — featuring NO CDD fees and a highly desirable layout ideal for today’s lifestyle. Step inside to a bright open-concept floor plan designed for effortless living and entertaining. The spacious living, dining, and kitchen areas flow seamlessly together, creating the perfect space to enjoy with family and friends. The heart of the home is a gourmet-style kitchen, complete with a built-in oven tower, 42-inch cabinets, and plenty of space for cooking and gathering. Step outside to a large backyard with a beautiful lake view and a covered lanai, offering a peaceful setting to relax, entertain, or design your future outdoor oasis. The Pennyroyal is a family friendly community, featuring a community pool with cabana, playground, dog park and trails full of nature and peaceful walks. Ideally located in the highly desirable Kissimmee–Lake Nona corridor, this home offers unmatched convenience and access to top destinations: Minutes from major highways including FL-417, Florida Turnpike, and US-192, providing easy access throughout Central Florida Short drive to Lake Nona Medical City, a major hub for healthcare, education, and employment Close to Orlando International Airport and world-renowned attractions including Walt Disney World and Universal Orlando Resort

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Andrea Dale Gonzalez (407-984-1426)

Remarks: The Newly Storey Lake lakefront resort home on the market - a perfect short term rental investment property or spacious private retreat. This 8 bed / 5 bath villa spans 4,289 sq ft of living space across two floors, offering a bright open living/dining/kitchen area with quartz countertop and designer appliances that open up to the pool and lake-view patio. The home offers high ceilings, multiple entertainment zones including a game room and in-home theatres, en-suite tubs and more. The home is ready for short-term rentals with professionally decorated Disney rooms and fully stocked amenities, offering a magical experience for families. Outside you will find an enclosed heated pool and spa with private tranquil lakefront views, an exclusivity in Storey Lake. Storey Lake resort is a private gated community just minutes away from Disney parks, restaurants, shopping centers, and other key Orlando attractions. Community features 24-hour gated access with multiple resort-style clubhouses, large swimming pools, sports and recreation courts, complimentary shuttles, private cabanas, and more. Don’t miss out on this great opportunity in coveted Storey Lake, contact for a showing.

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

Listing Agent: Jie Liu (646-346-3613)

Remarks: Under Construction. Get ready for the next best chapter of your life in this highly anticipated 55+ gated neighborhood! Enjoy private indoor and outdoor amenity centers exclusively reserved for Active Adults with a resort-style pool, sports courts, fire pits, dog park, fitness center and more. With miles of outdoor fitness trails, a clubhouse with meeting rooms and for social events, and a Village Center with restaurants, shops, and a farmers' market, this location can't be beaten! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. You’ll also have access to the Tohoqua Masterplan’s non-age-restricted amenities - including numerous parks and playgrounds - perfect for visiting friends and family. Tohoqua Reserve is located within proximity to major roadways, including US-192 and the FL. Turnpike and is within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Hurry in – Tohoqua Reserve is selling quickly! Experience the perfect blend of convenience, luxury, and elegance in this stunning one-story Mainstay home. With 2 bedrooms, an enclosed flex room, 2 bathrooms, and a 2-car garage, this home offers a thoughtfully designed layout to maximize both comfort and style. The open-concept kitchen, café, and gathering room are bathed in natural light, creating a spacious, inviting atmosphere. Tall ceilings, abundant windows, and a sliding glass door leading to the covered lanai seamlessly extend the living space, offering effortless indoor-outdoor living. The kitchen is a true centerpiece, featuring built-in stainless steel Whirlpool appliances (including a refrigerator), 42” white soft-close cabinetry, quartz countertops, decorative tile backsplash, and a spacious walk-in pantry. This kitchen is designed for both functionality and elegance, perfect for preparing meals and entertaining guests. The owner’s suite, located at the rear of the home for maximum privacy, is a luxurious retreat. The en suite bathroom is spa-like, featuring a frameless glass enclosed shower with a built-in bench, enclosed toilet, quartz-topped dual vanity, and a linen closet, creating the ultimate space for relaxation. The secluded secondary bedroom and bathroom provide additional privacy, making this layout ideal for those who value peace and quiet. At the front of the home, the enclosed flex room offers versatility—perfect for a home office, hobby room, or any purpose you desire. Designer curated finishes throughout include pendant pre-wire, chrome lighting and hardware, 2” faux wood blinds, comfort-height toilets, Whirlpool washer and dryer, Shaw luxury vinyl plank flooring in the main living areas, flex room, and bedrooms, and tile in the bathrooms and laundry room elevate the home’s style and comfort. For the tech-savvy, this home is equipped with a smart thermostat, video doorbell, and LED downlights. Practicality and convenience are also prioritized, with ample storage space including two linen closets, storage closet, spacious pantry, and a large walk-in closet in the owner’s suite. This home offers the ultimate combination of elegance, modern convenience, and practicality—move-in ready and designed to make life easier. Don't miss the opportunity to experience luxury living at its finest.

Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)

Listing Agent: Adrienne Escott (407-250-9131)

Remarks: Welcome to this beautifully maintained townhome in the desirable Emerald Lake community! This 3-bedroom, 2-bathroom home features a bright, open floor plan perfect for modern living. The kitchen is a chef's delight, equipped with sleek stainless steel appliances and plenty of counter space. Enjoy your morning coffee on the enclosed screened patio, which also conveniently houses a private laundry room. Each room is thoughtfully designed with ceiling fans for year-round comfort. Best of all, enjoy a low HOA while still having access to fantastic community amenities like a resort-style pool and playground. Located just minutes from shopping, dining, and major Kissimmee thoroughfares, this one won't last!

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

Listing Agent: Ozan Cifci (407-782-4866)

Remarks: Discover elevated vacation living at 481 Lasso Drive, an exceptional 8-bedroom, 7-bathroom residence nestled within the exclusive gated community of Encore at Reunion. Offered fully furnished, this home blends space, comfort, and entertainment in a setting designed for memorable stays. Thoughtfully designed for both relaxation and fun, the property features a private pool and spa along with a garage converted into a vibrant game room, creating the perfect environment for family gatherings and entertaining guests. Ideally located just minutes from Central Florida’s world-renowned theme parks, premier shopping destinations, and outstanding dining options, this home offers unmatched convenience for both visitors and owners. Residents and guests of Encore at Reunion enjoy access to a true resort lifestyle, highlighted by a full-service clubhouse, an exciting water park with thrilling slides and splash zones, poolside cabanas, a modern fitness center, on-site dining, and complimentary transportation to the theme parks. Whether you are seeking a high-performing investment property or a spacious private retreat, this residence offers a rare combination of luxury, entertainment, and opportunity in one of Central Florida’s most sought-after resort communities. More pictures coming soon!!

Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)

Listing Agent: Caroline De Castro Marcellini (561-319-9009)

Remarks: This is a modern 3-bed/2-bath house with a lot of upgrades. The house will come with tile all over the place even in the spacious bedrooms. The kitchen has an island where you can see the granite countertops . The bathrooms also have granite counter tops. This home has a microwave, dishwasher, refrigerator, and range.

Listing is courtesy of: GILLEN & ASSOCIATES (321-947-0912)

Listing Agent: Jean Gillen (321-947-0912)

Remarks: Fully furnished 2-bedroom condo with pullout sofa located in a short-term rental–only community just minutes from Disney, shopping, and major attractions. This first-floor unit offers easy access and a desirable pool view, making it highly appealing for guests and maximizing rental potential. Designed for convenience and low maintenance, the HOA (~$630/month) covers electricity, water, sewer, internet, cable, and exterior maintenance, simplifying ownership and operations. Community features a resort-style pool and well-maintained grounds, ideal for vacation rentals. Whether you’re a first-time investor or expanding your portfolio, this is a true turnkey opportunity ready to generate income from day one.

Listing is courtesy of: REALTY OF AMERICA (321-732-5369)

Listing Agent: Jomar Concepcion (850-238-5747)