Homes For Sale in Kissimmee 34747 - 894 homes

Remarks: Welcome to 7755 Grassendale Street! This TURNKEY, well-maintained 4-bedroom, 4-bath home is move-in ready and ideal as a primary residence or short-term vacation rental. The open-concept layout features a large foyer, spacious dining area, family room, and a well-appointed kitchen with stainless steel appliances, granite countertops, breakfast bar, and nook. All bedrooms feature luxury vinyl plank flooring and are tastefully themed, while the main living areas are tile. The converted 2-car garage (2021) is air-conditioned and serves as an entertainment space with a home theater, gaming consoles, and a sit-down arcade game. Step outside to the covered lanai and enjoy the refurbished (2022) pool and spa—perfect for relaxing in the Florida sun. The community offers a 24-hour guard-gated entrance and resort-style amenities, including a 10,000 sq. ft. clubhouse, lagoon-style pool with water slides, fitness center, movie theater, sports courts, playground, and walking trail. Conveniently located minutes from Disney, with dining, shopping, and everyday essentials nearby. This truly is a MUST SEE home!

Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)

Listing Agent: Greg Lowe (407-256-7035)

Remarks: Welcome to this beautifully maintained 5-bedroom, 5-bath pool home located just 5 miles from Walt Disney World® in the highly desirable Windsor Hills Resort. Situated on a premium corner lot with a west-facing front and unobstructed conservation views, this property offers privacy, strong rental appeal, and an ideal layout for both personal use and short-term rental investment. The open floor plan features a spacious central living area with multiple dining options including a formal 8-seat dining table, breakfast nook, and kitchen bar seating. The fully equipped kitchen overlooks the main living space, creating an ideal setup for entertaining. The converted garage has been transformed into a game room complete with a pool table and gaming area, perfect for those days lounging around. The first floor includes a primary suite with private ensuite bath, along with two additional guest bedrooms—each with their own bathroom. Upstairs you’ll find two themed bedrooms, both with private baths. Upgraded vinyl flooring (2022) enhances all bedrooms. Head outside to your private pool area, enjoy Florida living in the screened-in lanai for added tranquility. Recent updates include new vinyl flooring (2022), new second-floor AC unit (2022), and new pool pump (2024) The HOA fee includes lawn service, irrigation maintenance, daily valet trash pickup, internet, basic cable and a 24/7 manned guard gate. Community amenities include a large clubhouse, tropical setting community pool with water park slide, zero entry pool, open air lounge center, convenience store, fitness center, movie theater, billiards/game Room, table tennis, lighted basketball & tennis courts, sand volleyball court, putting green, RV/Boat parking area, two kiddie park/playgrounds. Located just minutes from Disney parks, major attractions, dining, shopping, championship golf courses, major airports, and Florida’s famous beaches, this is an exceptional opportunity to own a turn-key home in one of Central Florida’s most desirable resort communities. This home is sold fully furnished and ready for you to move in and make it your own. 2026 upcoming bookings may convey to the new owner if the current property manager is retained. Excellent opportunity for a primary residence, vacation home, or income-producing property. Schedule a Viewing today, don't miss out on this opportunity!

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Katie Bray (407-779-6677)

Remarks: Beautiful Townhome for Sale! Welcome to this Pristine 3-bedroom, 2.5-bathroom townhome featuring a spacious layout and thoughtful design. The first floor boasts elegant ceramic tile flooring, while the second floor offers cozy carpeting throughout. An attached 1-car garage provides added convenience. Upstairs, you’ll find the laundry area for easy access and functionality. Located in a desirable community close to shopping centers, hospitals, restaurants, Disney World, and a variety of outdoor activities. Enjoy quick access to major roadways including US-192, I-4, Highway 27, and SR-429. The Orlando International Airport is also just a short drive away. No CDD Fees! Don't miss out on this fantastic opportunity—schedule your showing today!

Listing is courtesy of: REILE REALTY CORP (321-299-5123)

Listing Agent: Reina Mendez (321-299-5123)

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: 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: NEW LOWER PRICE — POOL HOME MINUTES FROM DISNEY A 4-bedroom, 2-bath home with 1,770 sq. ft. of living space, a big pool, and a covered lanai — set in the established Indian Ridge community just minutes from Disney, Universal, and the I-4 / 192 corridors. The home has been refreshed with fresh paint inside and out and all-new bathroom fixtures. Major systems are already handled: roof (2020), high-efficiency AC (2019), tankless water heater, and a gas line in place. A few things worth knowing: No mandatory HOA — flexibility for short-term rental use or personal getaway Big pool + covered lanai — the centerpiece of the backyard, built for Florida living Prime Kissimmee location — quick access to the parks, dining, and highways Private backyard — room to relax, grill, or entertain after a day out Whether you're looking for a vacation home, a rental property, or a primary residence close to the action, this one's worth a look.

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

Listing Agent: Ryan Sager (407-342-6367)

Remarks: Turnkey 4BR/3BA townhome in Margaritaville Resort Orlando! Fully furnished and thoughtfully designed with an open-concept layout, modern coastal finishes, and spacious living areas. Private outdoor space perfect for relaxing. Conveniently located just minutes from Walt Disney World and within close proximity to Sunset Walk for dining, shopping, and entertainment. Situated in Margaritaville Resort Orlando, a highly sought-after vacation destination with strong rental demand. Ideal as a primary residence, second home, or investment property. Seller will credit buyer 6 months of HOA Fees at closing! HOA & The Fins Up Club covers Cable, Internet, Trash, Landscaping, resort shuttle, theme park shuttle, resort pool and Gym. This property also includes a Home Warranty that covers all appliances, HVAC, plumbing, and electrical.

Listing is courtesy of: LIST-A-HOUSE REALTY, LLC (954-292-4012)

Listing Agent: Andrea Mark (954-644-2575)

Remarks: Beautiful vacation home, fully furnished, ready to start your rental business. Kissimmee's most desirable resort communities. Near Disney parks, major roads, restaurants and shops. Clubhouse with resort-style pool, lazy river, gym, bar, sports courts & more. Property is actively used as a short-term rental. Future bookings may convey with the sale. Buyer must honor all existing reservations currently in place after closing. All bookings and rental agreements will be transferred to the new owner.

Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)

Listing Agent: Andreza Machado (407-988-6639)

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: GORGEOUS VILLA with WATER VIEW in Margaritaville Resort Orlando. This AMAZING Two-Floor Home features an Open Concept Living and Dining Room with Ceiling Fan, "WOOD" Tile Floors, an Island Kitchen with QUARTZ Countertop, Stainless Steel Appliances, Washer and Dryer and Abundant Natural Light, Each of the Three Bedrooms has Ceiling Fans. One Bathroom has a Shower/Tub Combo. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Tropical Landscaping, Palm Trees and Tropical Foliage with a Serene Water Views. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price Includes Furniture/Housewares. Also Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! 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: Welcome to Paradise! This Beautifully Furnished WATERFRONT VILLA in Margaritaville Resort has 3 Bedrooms, 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances. Kitchen has Island with Seating, Stainless Steel Appliances, Large Counter Space and Windows with Lots of Natural Light. Master Bedroom Located Upstairs has En Suite Bathroom. Each Bedroom has Ceiling Fans and One Bathroom Includes a Shower/Tub Combo. Backyard has a Beautiful Paved Patio with Tropical Foliage! High Capacity Washer and Dryer. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES Furniture/Housewares with Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! 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: STUNNING FULLY FURNISHED 4 BEDROOM, 4.5 BATH COTTAGE WITH PRIVATE HEATED POOL & SPA AT MARGARITAVILLE RESORT ORLANDO! This exceptional home offers FRONT BALCONIES ON BOTH THE SECOND AND THIRD FLOORS. Step inside to a bright, open-concept living space designed for comfort and entertaining. The spacious living room flows seamlessly into the kitchen, showcasing QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, ample cabinetry, and generous prep space. "WOOD" TILE FLOORING and CEILING FANS throughout. The first floor includes a HALF BATH and HIGH-CAPACITY WASHER AND DRYER. Upstairs, each bedroom is thoughtfully designed with its own bathroom. Enjoy true indoor-outdoor living with direct access to the PAVED PATIO, where your PRIVATE HEATED POOL AND SPA. MRO Approved furniture and housewares INCLUDED in the list price. That means high-end furnishings, blinds, drapes, TVs, artwork, kitchen essentials, dishware, linens, and more. Enjoy access to a one-of-a-kind resort lifestyle with multiple pools, restaurants, bars, live music, fitness center, on-site water park, retail shops, and more. And the location? Just minutes from Walt Disney World and Central Florida’s world-famous attractions.

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

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: GORGEOUS VILLA in Margaritaville Resort Orlando. This AMAZING Two-Floor Home features an Open Concept Living and Dining Room with Ceiling Fan, "WOOD" Tile Floors, an Island Kitchen with QUARTZ Countertop, Stainless Steel Appliances, Washer and Dryer and Abundant Natural Light, Each of the Three Bedrooms has Ceiling Fans. One Bathroom has a Shower/Tub Combo. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Tropical Landscaping, Palm Trees and Tropical Foliage. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price Includes Furniture/Housewares. Also Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! 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: 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: Welcome to 7564 Marker Avenue, an outstanding turnkey investment and lifestyle opportunity in the highly desirable gated resort community of Encore at Reunion, just minutes from Walt Disney World and Orlando’s world-class attractions. This fully furnished, professionally themed 5-bedroom, 5.5-bath luxury home offers over 3,300 square feet of thoughtfully designed living space, blending comfort, style, and strong short-term rental potential. The open-concept main level features a spacious family room, dining area, and modern kitchen, with the primary suite conveniently located on the first floor for added privacy and functionality. Upstairs, guests will find additional themed bedrooms and a versatile bonus/game room, creating an immersive vacation experience that consistently appeals to short-term rental guests. The home is designed for maximum occupancy appeal while still offering a warm and inviting feel for personal use. Step outside to your private resort-style pool and spa, complete with outdoor lounging space ideal for relaxing or entertaining after a day at the parks. All furnishings are included, making this a true turnkey purchase opportunity ready for immediate enjoyment or rental income. Located within Encore at Reunion, residents and guests enjoy world-class amenities including a water park, clubhouse, fitness center, tennis courts, and 24-hour gated security. With its prime location, strong vacation rental demand, and resort-style features, this property represents an exceptional opportunity for both personal enjoyment and income-producing investment.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Kymberly Mccreary (859-248-1142)

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: Under contract-accepting backup offers. Fully furnished 3BD/2BA condo in the resort-style community of Windsor Palms, just minutes from Disney. Features include granite counters in kitchen and baths, tile flooring in living areas, fresh interior paint, and newer A/C (2021). Spacious layout sleeps up to 6 with in-unit washer/dryer and a private screened top-floor balcony overlooking a peaceful wooded view. Windsor Palms offers 24-hr gated security, heated saltwater pool & spa, splash pad, fitness center, arcade, movie theater, tiki bar, sports courts, playground, and on-site convenience store. HOA covers cable, internet, water, trash, and pest control. Excellent location near Disney parks, Universal, shopping, and dining.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Amanda Seebadan (540-760-1141)

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)