Kissimmee Homes For Sale & Real Estate - 3388 homes

Remarks: Welcome to your next lucrative investment or dream vacation getaway at 276 Southfield St, nestled within the highly sought-after, guard-gated community of Encore at Reunion. This fully furnished 4-bedroom, 3-bathroom home is thoughtfully designed for effortless short-term rentals or high-end seasonal living. Step inside to find a welcoming, meticulously maintained interior featuring new plush carpeting and a stylish new living room couch perfect for relaxing after a day at the parks. The garage has been expertly transformed into an action-packed gaming area, promising endless entertainment for guests of all ages. Outside, your private tropical oasis awaits, complete with a pristine pool and spa. Best of all, you can buy with ultimate peace of mind, backed by a brand-new pool heater with a 3-year warranty. Location and resort lifestyle are everything in the Central Florida market, and this property delivers on both fronts. Encore at Reunion boasts world-class luxury resort amenities, including a spectacular 10-acre water park with thrilling water slides, a massive community pool with private cabanas, a state-of-the-art fitness center, tennis and basketball courts, and on-site dining options like Finns Restaurant and the Shark Lounge. Positioned just minutes from Walt Disney World, Universal Orlando, and SeaWorld, this property offers complimentary resort shuttle service to the major theme parks, plus seamless access to premier dining, championship golf, and endless shopping. Whether you are looking to generate rental income as a savvy investor or claim your own magical piece of Florida sunshine, this property is completely ready to perform from day one.

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

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

Remarks: LIKE NEW – in Pristine Condition! Welcome to this beautifully designed open-concept townhome where the living, dining, and kitchen spaces flow seamlessly—perfect for everyday living and entertaining. The chef-inspired kitchen features quartz countertops, 42” upper cabinets, and sleek stainless-steel appliances. Enjoy the upgraded first floor with elegant laminate flooring and soaring 9-foot ceilings throughout. The spacious primary suite offers the ultimate retreat with a dual vanity en suite, quartz countertops, and a generous walk-in closet. A thoughtful split-bedroom layout ensures privacy and convenience for family or guests. Step outside to your covered lanai with direct access to the community pool—perfect for year-round Florida living! Community Highlights: Low HOA & No CDD Fees Just 4 miles to Medical City & Boxi Park 9 miles to Orlando International Airport 22 miles to Disney Parks This move-in-ready home combines modern style, efficiency, and unbeatable location. Don’t wait—schedule your private showing today!

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

Listing Agent: Elias Kilci (407-970-8124)

Remarks: Welcome to this exceptional 7-bedroom, 5-bathroom vacation home located in the highly desirable Windsor at Westside Resort. This fully furnished property is turn-key and revenue-ready, offering a spacious and well-designed floor plan ideal for large families and short-term rental guests. The home features an open-concept main living area, a generous upstairs loft, a 2-car garage, and a private screened-in pool with heated spa for year-round enjoyment. The kitchen offers stainless steel appliances, stone countertops, and a large island with seating, flowing seamlessly into the dining and living spaces. With ample bedrooms—including multiple suites—and thoughtfully designed themed rooms, this residence provides comfort and functionality for owners and guests alike. Located within one of Orlando’s top short-term rental communities, Windsor at Westside offers outstanding resort amenities such as a full-service clubhouse, resort-style pool with lazy river, fitness center, tennis and basketball courts, sand volleyball, arcade, restaurant, and 24-hour gated security. Just minutes from Disney and Central Florida’s world-class attractions, this property is an excellent opportunity for investors or buyers seeking a high-performing vacation retreat.

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Rubens Aranha (407-308-9094)

Remarks: Welcome to this exceptional, fully furnished vacation home located in the highly sought-after resort community of Storey Lake Resort in Kissimmee, Florida. Situated at 2876 Simile Street, this spacious 8-bedroom, 5-bathroom luxury home offers over 4,300 square feet of beautifully designed living space, making it the perfect short-term rental investment, vacation retreat, or second home opportunity just minutes from Orlando’s world-famous attractions. Built in 2022, this modern home features an open-concept floor plan designed for entertaining large groups and maximizing vacation rental income potential. The expansive living and dining areas flow seamlessly into a stylish gourmet kitchen with oversized island seating, ample cabinetry, and plenty of space for guests and family gatherings. The home also features a dedicated first-floor game room along with a spacious upstairs loft media and entertainment area, creating multiple spaces for relaxation and fun for guests of all ages. One of the standout features of this property is the beautiful water view backyard with no rear neighbors, offering added privacy and a peaceful resort-style setting. Step outside to enjoy your own private screened-in pool and patio area — the perfect place to unwind after a day at Disney or enjoy Florida’s year-round sunshine. The home showcases beautifully themed bedrooms with classic custom designs that create a memorable vacation experience and elevate the property’s appeal in the short-term rental market. Every detail has been thoughtfully designed to provide both luxury and comfort, making this property highly attractive for vacation guests and large family gatherings. Located within Storey Lake Resort, owners and guests enjoy access to world-class resort amenities, including a resort-style swimming pool, lazy river, water slides, splash pad, fitness center, clubhouse, mini golf, sports courts, kayak rentals, tiki bar, and multiple recreational areas. Storey Lake remains one of Central Florida’s premier vacation resort communities due to its prime location and outstanding amenities. The location is unbeatable — only minutes from Walt Disney World, Disney Springs, Universal Studios, SeaWorld, premium outlet shopping, golf courses, restaurants, and Orlando International Airport. With strong year-round tourism demand and one of the best resort locations in Central Florida, this property offers incredible investment potential and lifestyle value. Whether you are looking for a high-performing income-producing property or a luxury vacation getaway for your family and guests, 2876 Simile Street offers the perfect combination of location, privacy, resort amenities, and vacation home luxury in the heart of Central Florida.

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

Listing Agent: Anna Shi (407-216-1215)

Remarks: Own a turnkey, fully furnished vacation home in the highly sought-after, short-term rental approved Storey Lake Resort community, just minutes from Disney and Orlando’s top attractions. This beautifully decorated 4-bedroom, 3-bathroom townhome is filled with natural light and offers the perfect blend of luxury, comfort, and investment potential. The open-concept layout features a modern kitchen with 42” wood cabinets, stainless steel appliances, granite countertops, and a spacious breakfast bar ideal for entertaining. Enjoy your own private heated pool with screened enclosure and covered patio, creating the perfect space to relax after a day at the parks. The first floor includes a spacious bedroom and full bath, while upstairs features the primary suite with dual vanities plus two additional bedrooms and a full bathroom. Convenient second-floor laundry included. Located near Walt Disney World Resort, Universal Orlando Resort, SeaWorld Orlando, shopping, dining, and Orlando International Airport, this home offers exceptional convenience for owners and guests alike. Storey Lake Resort amenities include resort-style pools, lazy river, water slides, mini golf, fitness center, tiki bar, and more. Due to strong guest demand and frequent bookings, opportunities to tour this home have been limited, making this a rare opportunity to own one of the community’s most desirable vacation properties. Properties like this rarely become available. Schedule your private showing today!

Listing is courtesy of: FLORIDA SCANDI REALTY LLC (407-982-7224)

Listing Agent: Brandy Rogers Mcdonald (407-383-6525)

Remarks: Under contract-accepting backup offers. Short Sale. Enjoy resort living in this 4-bedroom, 3-bath townhome in the heart of Margaritaville. The open layout brings the living, dining, and kitchen together for easy hosting. The first floor includes a bedroom and full bath with a large walk-in shower and quartz vanity. Upstairs, the primary suite offers a walk-in closet and a spacious bathroom with dual sinks and a walk-in shower. Two more bedrooms and an additional full bath provide room for family or guests. Relax on your private patio with views of the tropical landscaping and a short walk to the community pool. Margaritaville offers three pools, a hot tub, fitness center, spa, dining, live entertainment, and complimentary shuttles. The location gives you quick access to theme parks, golf, dining, shopping, and major highways. Ideal as a primary home or investment. Furniture is available. Book your tour today.

Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)

Listing Agent: Rodrigo Marsal (407-431-8503)

Remarks: Escape to your own slice of paradise with this beautiful corner unit at Margaritaville Resort Orlando. Fully furnished and move-in ready, this home blends modern comfort with a laid-back tropical vibe. Just 10 minutes from Disney, you’ll enjoy the perfect mix of convenience and tranquility. Inside, the open layout is ideal for both relaxing getaways and hosting friends, while the spacious, contemporary kitchen makes cooking and gathering a true pleasure. As part of this sought-after resort community, you’ll have access to incredible amenities including a full-service spa, multiple resort-style pools, on-site dining, and the lively atmosphere that makes Margaritaville so special. Whether you’re searching for a smart investment, a vacation retreat, or a full-time residence, this property offers it all—right in the heart of the magic. Don’t miss the chance to call this tropical haven your own!

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Vanessa Scotland, Pa (407-217-4580)

Remarks: Investment opportunity

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

Listing Agent: Jasmin Iglesias (321-439-7537)

Remarks: Short Sale. Lender Approved ** An exceptional opportunity to own a beautifully pond-view residence in one of Kissimmee’s desirable communities. This lender-approved short sale offers remarkable value without compromising elegance or location. Designed for comfortable Florida living, the home provides inviting spaces ideal for both refined entertaining and everyday relaxation. Whether you're first-time homebuyer or investor, this is your chance to secure a home at an approved short sale Conveniently located near premier shopping, dining, major highways, and world-renowned attractions, this property blends accessibility with lifestyle appeal. With lender approval already secured, this is a rare opportunity to acquire a distinguished home at an attractive price point. Schedule your private showing today and experience the potential this residence has to offer.

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

Listing Agent: Maria Baez (407-288-5036)

Remarks: Under contract-accepting backup offers. Exquisite 5-Bedroom Corner Townhome in Storey Lake Resort – Fully Furnished & Designer-DecoratedStep into this elegantly curated corner-unit townhome in the highly sought-after Storey Lake Resort, a top-tier vacation and short-term rental community in Kissimmee. With 5 spacious bedrooms, 4 full bathrooms, and a professionally designed interior, this home is truly turnkey—perfectly blending luxury, style, and rental income potential.Why this home stands out:Premium Corner Location: Enjoy enhanced privacy, abundant natural light, and a bright, open-concept floor plan.Modern Gourmet Kitchen: Featuring granite countertops, stainless steel appliances, and a large island designed for entertaining.Private Screened Splash Pool: Seamlessly connected to the living and dining area for the ultimate indoor-outdoor Florida lifestyle.Two En-Suite Bedrooms: Providing flexible accommodations for guests and owners alike.Stylish Themed Bedrooms: Each room is thoughtfully designed to captivate guests and maximize rental appeal.Resort-Style Amenities at Your Doorstep:Enjoy access to Storey Lake’s world-class amenities, including a water park, clubhouse, lazy river, fitness center, tiki bar, and more.Unbeatable Location:Located just minutes from Disney World, Universal Studios, Orlando International Airport, and premier shopping and dining.Whether you’re seeking a high-performing investment property or a luxurious vacation retreat, this residence offers unmatched value, location, and lifestyle.

Listing is courtesy of: LIPPI REALTY LLC (321-972-6823)

Listing Agent: Vivian Lippi (407-951-1390)

Remarks: Spacious 8-bedroom, 6-bathroom single-family home located in the gated community Windsor at Westside Resort. This two-story home offers a functional layout with an open-concept living and dining area, as well as a well-appointed kitchen featuring granite countertops, stainless steel appliances, and a large island for additional workspace. The main floor includes two bedrooms—one of which is an en-suite with direct access to the pool area—along with an additional full bathroom for convenience.Upstairs, you’ll find a true standout feature: your very own cinema room, designed for movie nights and unforgettable moments. A spacious loft offers even more room to relax and enjoy, along with additional bedrooms including a second and a third en-suite and fun themed rooms. The exterior of the home includes a private pool and spa, covered lanai, and patio area with outdoor seating. The pool area provides ample space for relaxation and recreation. Fully furnished and turn key ready. The Windsor at Westside Resort is a Gated Community with a great Clubhouse for vacationers, and features amenities including a lazy river, splash pool, bar, gym, game room and more. This is a great vacation home, very close to other area attractions. Schedule your visit NOW. Stunning Home.

Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)

Listing Agent: Gabriel Silva Andrada (321-666-0301)

Remarks: This stunning, modern, fully furnished 2-bedroom, 2-bathroom condo is situated in the highly sought-after Melia Orlando Suite Hotel in Celebration. It has a lovely 'boutique' feel to it. Inside, the condo includes a comfortable living room and a kitchen equipped with elegant stainless steel appliances, designed for both style and functionality. The kitchen is nicely equipped with a cooktop, dishwasher, full-size microwave and refrigerator, stone countertops, and tile flooring. Fall in love with this charming and contemporary condo-hotel. The primary bedroom is inviting and includes a bathroom with both a tub and a separate glass shower stall. The living area has a small dining table, sofa sleeper and sliding glass doors leading to the balcony. At the heart of the Melia is the most amazing pool with a 360-degree vanishing edge. The Melia offers an impressive array of amenities, including a community resort pool a poolside restaurant and bar, a gift shop, and executive conference rooms. Additional features include a checking desk for convenience, a dog walking park, a beach volleyball court, a mini soccer/ football pitch, and a picnic area. Located just minutes away from major theme parks such as Disney, Universal Studios, and Sea World, this property offers an ideal location. The Melia provides private transportation to the theme parks, and guests can also request a complimentary day pass to the Celebration Health gym and spa, which is conveniently located across the street. The condo features a spacious, modern floor plan, complete with two private balconies that spectacular views of Celebration and the surrounding areas. This condo is a must-see for those looking to combine personal enjoyment with the benefits of hotel management. The hotel is renowned for its excellent customer service and maintenance standards. All info is intended to be accurate; it is the buyer and the buyer's agent responsibility to verify all details within the resort.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Sean Flatley (609-208-8204)

Remarks: A beautifully updated and furnished 3-bedroom, 2.5-bathroom townhouse located in the highly sought-after, guard-gated community of Terra Verde Resort. This home is an active short-term rental, offering a fantastic investment opportunity with immediate income potential. Step inside to find a modern and stylish interior, featuring designer furnishings and themed décor that create a welcoming atmosphere for guests and homeowners alike. The gourmet kitchen boasts sleek quartz waterfall edge countertops and stainless-steel appliances, perfect for cooking and entertaining. The spacious living area flows seamlessly to the private outdoor patio, providing a relaxing retreat after a day at the nearby theme parks. Residents and guests can also enjoy the resort’s premium amenities, including a clubhouse, fitness center, sparkling community pool, and more. Conveniently located just minutes from Central Florida’s top attractions, shopping, and dining, this property is ideal for those looking to invest or enjoy a vacation home in one of the area's top resort communities. Don’t miss this incredible opportunity—schedule your showing today.

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

Listing Agent: Alexis Diaz, Pa (407-284-9980)

Remarks: Exceptional, stunning Marco mediterranean model property in celebration island’s village build in 2023, offers 3816 square feet’s of very conformable living, 6 bedrooms 4 baths, a rare combination of features that's rare to find in today's market. The open-concept first floor sets the tone with soaring features, abundant natural light, and a chef's kitchen designed to impress. A waterfall-edge island, LPV flooring throughout the first floor, cabinetry, gas range, stainless hood, farmhouse sink, natural lighting elevates the heart of the home. The primary suite is a true retreat, featuring dual sinks, an oversized shower, dual closets with custom built-ins. A fully equipped garage apartment above the 2-car garage offers exceptional flexibility, whether for guests, multigenerational living, or additional rental income. It includes 1 bedroom, 1 full bathroom, a living area, full kitchen, and in-unit laundry. All of this is tucked inside the world-renowned town of Celebration, walking distance to new shops, restaurants, and a K-8 school, celebration high school, with miles of scenic trails, water lakes, pocket parks, community events, a dog park, and just 10 minutes from Walt Disney World. Homes like this don't come around often, look at the 3D VIDEO and Schedule your private showing today.

Listing is courtesy of: PREMIUM REALTY ADVISORS LLC (407-864-2245)

Listing Agent: Hssina Abdaym (407-361-8105)

Remarks: Experience the ultimate Orlando getaway in this beautifully appointed 7-bedroom, 5.5-bath vacation home located in the highly desirable Windsor at Westside Resort, just minutes from Walt Disney World and Central Florida’s top attractions. Designed for comfort, relaxation, and entertaining, this spacious villa is ideal for large families, vacation groups, or short-term rental investment opportunities. The home features an inviting open-concept layout with generous living spaces on both levels, providing plenty of room for everyone to gather and unwind. The upstairs loft offers an additional entertainment area complete with a large TV, comfortable seating, and ample space for movie nights or game days. Step outside to your private west-facing screened lanai where you can enjoy sunny Florida afternoons by the sparkling pool and spa, lounge poolside, or relax under the covered patio while taking in peaceful views. The equipped kitchen includes a breakfast bar, abundant cabinetry, and things needed for meal preparation. Bedroom accommodations include: First-floor primary suite with king bed and private ensuite bath Additional half bath on the main floor Second-floor king suite with ensuite bath Second-floor queen suite with ensuite bath One queen bedroom Two bedrooms with twin beds One bunk room featuring a twin-over-full bunk bed Shared full bathrooms conveniently located between secondary bedrooms All bedrooms include TVs and generous storage space Residents and guests of Windsor at Westside enjoy access to outstanding resort-style amenities, including a lazy river, water slide, resort pool, tiki bar, clubhouse, fitness center, arcade, sports courts, and hot tubs. Conveniently located near Disney World, Universal Studios, SeaWorld, championship golf courses, shopping outlets, dining, and entertainment. Measurements are approximate and should be independently verified. Some furniture has been updated

Listing is courtesy of: CORNERSTONE INTERNATIONAL PROPERTY GROUP LLC (407-334-7497)

Listing Agent: Helen Lei (407-371-1225)

Remarks: Welcome to 2956 Salted Rim Road, a stunning 2 bedroom, 2 bathroom 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, POLLYWOOD balcony furniture off 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 back patio to relax in your private oasis, or head upstairs to the balcony to watch the beautiful Florida sunsets. 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: Beautiful and fully furnished townhome 4 beds 3 baths located directly in front of guest parking in the highly desirable Storey Lake community! This home features modern finishes and is move-in or rental ready. Enjoy resort-style amenities including a clubhouse, fitness center, multiple pools, lazy river, water slides, sports courts, and more. Conveniently situated just 25 minutes from Orlando International Airport, Just minutes from Disney World, Universal Studios, shopping outlets, and top dining options. Whether you're looking for a short-term rental investment or a vacation retreat, this property offers the perfect opportunity in one of Central Florida’s most sought-after locations. Buyer's responsibility to confirm all information is accurate with the HOA.

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

Listing Agent: Carolina Bela (407-533-0035)

Remarks: Dive headfirst into paradise at 2427 Dubai Street, Windsor At Westside! Forget ordinary – this is your resort, a dazzling, delivering a 6.9% Cap rate to the current owner is this fully furnished 5-bedroom, 4.5-bathroom end unit townhome where luxury meets pure, unadulterated fun. Imagine: sun-kissed mornings by your private, screened-in pool, the cool water shimmering like a sapphire. But hold on, the adventure's just beginning! Picture this: lazy river drifts, piña coladas at the tiki bar, adrenaline-pumping workouts in the cutting-edge gym, and legendary sports court showdowns. This isn't just a home; it's a launchpad to Orlando's magic, where theme park thrills, culinary explosions, and retail therapy await, just minutes away! Sensational financials available on request!

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

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

Remarks: SELLER MOTIVATED. OFFERING TO PAY FIRST YEAR OF HOA FEES AT CLOSING -OR- $8,000 TOWARD BUYER’S CLOSING COSTS. FULLY FURNISHED, MOVE-IN-READY. Welcome to this charming, three bedroom, two bath townhome in the RESORT-STYLE community, of West Lucaya Village, located less than 5 miles from DISNEY. Perfectly situated in the heart of Kissimmee, this property offers both convenience and lifestyle. You’ll find yourself close to popular restaurants, shopping and entertainment making every day living and vacation stays effortless. Step inside to a spacious and comfortable layout that blends modern living with low-maintenance ease. Spacious Primary bedroom located on the first floor with a private in-suite bathroom and walk-in closet. Kitchen has GRANITE countertops and STAINLESS STEEL appliances. Beautiful outdoor walkway, with no direct-facing neighbors. Whether you’re looking for your very own retreat near the magic of Disney or an investment opportunity with short-term rental potential, this Home is ready to meet your needs. Amenities include a POOL, SPA, CLUBHOUSE, FITNESS CENTER, PLAYGROUND, BBQ AREA, and a BARBER SHOP on site. Don’t miss your chance to own a slice of Kissimmee’s paradise. Perfect as a vacation home, investment property, or a comfortable place to call your own. SCHEDULE A SHOWING TODAY!

Listing is courtesy of: REALTY ONE GROUP ADVANTAGE (813-909-0909)

Listing Agent: Hope Owens Henry (646-996-8483)

Remarks: Welcome to your new home, a beautifully designed residence with BRAND NEW ROOF, situated within a SECURE GATED COMMUNITY with NO CDD FEES. This exceptional property boasts impressive curb appeal and meticulous attention to detail. Upon entry, you'll notice the high ceilings that create a sense of grandeur and elegance. The spacious family room flows effortlessly into the kitchen, making it an ideal space for entertaining. The kitchen is equipped with ample counter space, 42" raised panel cabinets, and a state-of-the-art security system, catering to the needs of culinary enthusiasts. The home's layout is designed to accommodate social gatherings, featuring a large family room perfect for family and friends to enjoy. The master suite offers a tranquil retreat, complete with a new luxurious shower. In addition to the aforementioned upgrades, the installation of the NEW ROOF was on 02/15/2026. Conveniently located near Lake Nona Medical Center, Orlando International Airport, UCF, VA Hospital, and major highways (417 & 528), this home provides an ideal balance of convenience and community living. The gated community offers a range of amenities, including a community pool, cabana, and play area, making it an excellent choice for families and individuals alike. This property is zoned for top-rated schools, including East Lake Elementary, Narcoossee Middle, and Tohopekaliga High. Don't miss this opportunity to make this stunning residence yours. Schedule your showing today!

Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P (407-730-8737)

Listing Agent: Steve Pascucci (407-709-8895)