Kissimmee Homes with Maintenance Free Community Extras

Kissimmee Homes with Maintenance Free Community Extras

Kissimmee, located in the state of Florida, is a vibrant city that offers a perfect blend of natural beauty and modern amenities. Known for its warm climate and close proximity to world-class theme parks like Walt Disney World Resort and Universal Orlando Resort, Kissimmee is a popular destination for tourists and residents alike.

One of the key attractions of Kissimmee is its homes with maintenance-free community extras. True to their name, these properties offer a hassle-free living experience where residents can enjoy a range of amenities without the burden of maintenance tasks. From beautifully landscaped grounds to sparkling swimming pools, these communities provide a luxurious and convenient lifestyle.

In addition to the maintenance-free lifestyle, Kissimmee offers a wide range of recreational activities and attractions. Residents can explore the city's numerous parks and nature reserves, go boating or fishing on the area's pristine lakes, or enjoy a round of golf at one of the many championship golf courses.

Kissimmee also boasts a thriving arts and cultural scene, with galleries, theaters, and museums showcasing local talent and history. The city is home to a diverse culinary scene, offering a variety of cuisines to cater to every palate.

With its prime location, abundant amenities, and vibrant community, Kissimmee is an ideal place to call home. Whether you're looking for a vacation property or a permanent residence, the homes with maintenance-free community extras in Kissimmee provide the perfect blend of comfort and convenience.

Newest Kissimmee Homes with Maintenance Free Community Extras

4 Beds ⋅ 3 Baths ⋅ Cypress Hammock Ph 2 SubDv. ⋅ 34746 Zip Code

Welcome to 5317 Royal Point Ave, a beautifully designed 4-bedroom, 3-bath home situated on a desirable corner lot in the Cypress Hammock community. This spacious home offers approximately 2,207 square feet of living space with an open-concept floor plan ideal for everyday living and entertaining. The kitchen features quartz countertops, white cabinetry, stainless steel appliances, a center island, pantry, and ceramic tile backsplash, opening seamlessly to the main living and dining areas. A bedroom and full bathroom on the first floor provide added flexibility for guests, a home office, or multigenerational living. Upstairs, you'll find a versatile loft along with the primary suite featuring a walk-in closet, dual sinks, and walk-in shower. Enjoy Florida living from the covered lanai, plus the convenience of a two-car garage. Cypress Hammock offers resort-style amenities including a community pool, clubhouse, covered playground, walking trails, and sidewalks. Conveniently located near shopping, dining, entertainment, and major roadways with easy access to everything Central Florida has to offer. Whether you're looking for a primary residence or investment property, this home offers space, flexibility, and a great location. Schedule your private showing today!

5317 Royal Point Avenue, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Preserve At Tapestry Ph 3 & 4 SubDv. ⋅ 34741 Zip Code

Welcome to 2815 Monticello Way—where comfortable living, entertaining space, and a convenient Kissimmee location come together! This 4-bedroom, 2.5-bath two-story home in the Preserve at Tapestry offers 2,328 square feet of living space, a two-car garage, and a large backyard designed for enjoying the outdoors. (*Listing includes some labeled virtually staged photographs.) Inside, the main level is made for gathering. The great room creates an easy flow between the spacious kitchen, large center island, dining area, and living room—giving everyone room to spread out while staying connected. Laminate flooring runs throughout the lower level, creating a clean and practical foundation for everyday living. Upstairs, the private primary suite offers a comfortable retreat with its own ensuite bath, while three additional bedrooms and a guest bath provide flexibility for family, guests, an office, or hobbies. Step outside and the living space continues! The large backyard features a screened porch, patio area, and garden space, creating multiple spots to relax, entertain, enjoy your morning coffee, or simply unwind at the end of the day. The generous yard also provides plenty of room to enjoy the outdoors and make the space your own. Recent updates include: Dishwasher — approximately 6 months old Range — approximately 1.5 years old Washing machine — approximately 1.5 years old Dryer — approximately 3 years old Life in Preserve at Tapestry includes access to community amenities such as a resort-style pool, clubhouse, playground, and trails, all included with the monthly HOA. Scenic ponds, tree-lined streets, and established landscaping contribute to the neighborhood's inviting setting. And then there’s the location! The Loop, shopping and dining along US-192 are just minutes away, while nearby Osceola Parkway provides convenient access toward Walt Disney World, Lake Nona, the Florida Turnpike, and SR 417. Orlando International Airport and Kissimmee Gateway Airport, Disney Springs, the major theme park corridor, Lake Tohopekaliga, and historic Downtown Kissimmee are also within easy reach. Come see 2815 Monticello Way and discover a home that offers space to gather, room to relax, and a Central Florida location that keeps you close to it all!

2518 Monticello Way, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code

Escape to one of the most desirable resort community with this beautifully maintained 3-bedroom, 2.5-bath townhome, and a private screened lanai with jacuzzi, creating the perfect setting to relax after a day of enjoying Central Florida's world-famous attractions. Step inside to discover a bright, open-concept floor plan designed for comfort and entertaining. The spacious kitchen flows seamlessly into the living and dining areas, while large windows invite natural light. Upstairs, the primary suite serves as a private retreat with balcony, featuring an en-suite bath with a generous walk-in shower. Whether you're seeking a vacation home, short-term rental investment, or full-time residence, this property offers the flexibility for the want of today's buyers. Located within the gated Regal Oaks Resort, owners and guests enjoy exceptional amenities including a resort-style pool with exciting water slides, clubhouse, restaurant, fitness center, tennis courts, and more. Imagine starting your mornings with peaceful setting and ending your evenings soaking in your private jacuzzi under the screened lanai. All of this just minutes from Disney, premier shopping, dining, and entertainment. Highlights: Tile roof... Private screened lanai with jacuzzi spa... Corner unit... 3 Bedrooms 2.5 Bathrooms... Open concept living and entertaining spaces... Inside laundry... Gated and guarded resort community with top-tier amenities... Ideal as a vacation home, investment property, or primary residence... Minutes from Disney, dining, shopping, and attractions. Don't miss your opportunity to own the community's best-valued townhome.

2715 Coupe Street, Kissimmee

8 Beds ⋅ 11 Baths ⋅ Reunion West Vlgs North SubDv. ⋅ 34747 Zip Code

Ideally located within the award-winning REUNION RESORT and sitting on a DOUBLE CORNER LOT, this beautifully presented FULLY FURNISHED 8-bedroom, 9 full / 2 half bathroom CUSTOM BUILT home showcases panoramic GOLF AND WATER VIEWS of the 16th hole of Traditions golf course. PROFESSIONALLY DESIGNED AND DECORATED with high end finishes and stunning built-in features abound, this luxurious TURNKEY ESTATE HOME has a meticulously thought thru’ floor plan and is perfect for entertaining on a large scale with its gourmet open plan kitchen, formal dining room (with seating for 12), home theater/media room, multiple lounge seating areas and fun arcade room. There is also a flex room with dedicated private balcony which can function as an office or a gym. The impressive foyer with DOUBLE HEIGHT entryway and sweeping double staircase adorned with an elaborate chandelier lighting fixture is simply breathtaking! There are TWO PRIMARY SUITES (one on each floor), 5 further spacious bedrooms as well as a bedroom consisting of two-double bunks, all are ensuite and have an abundance of closet and storage space. With a SUNNY SOUTH FACING ASPECT, the resort style outdoor area features a stunning INFINITY EDGE POOL WITH CASCADING FOUNTAIN, heated in-pool spa, WATERSLIDE and in-pool loungers all enhanced by an expansive PATIO/SUNDECK area with open as well as covered LANAI seating areas. Enjoy Florida outdoor living and lifestyle at its finest cooking on the grill in the OUTDOOR KITCHEN watching the early morning sunrise or evening setting sunset creating memories to last a lifetime. This residence can accommodate and provides ample parking space on its turnaround private driveway in addition to a functioning car garage which is a rare commodity within the community. With the added benefit of VERSATILITY OF USAGE, this stunning property is an ideal primary residence, second and/or vacation home and/or short term/long term rental and/or investment property! An ACTIVE TRANSFERRABLE MEMBERSHIP grants access to the many amenities of the Reunion Resort with its three world class golf courses (designed by Arnold Palmer, Tom Watson and Jack Nicklaus), a golf academy, Clubhouse at The Bear’s Den, six onsite restaurants, twelve community swimming pools, a multimillion-dollar water park with lazy river, six Har-True tennis courts, pickleball, bocce ball, volleyball, crazy golf, fitness center, a playground, and full-service salon and spa. Reunion has a variety of on-site dining options and is only a couple of miles away from Walt Disney World Resort, Seaworld and Universal Studios. 3D tour available. DON’T MISS OUT on this opportunity and schedule your private showing today!

971 Golden Bear Drive, Reunion

2 Beds ⋅ 2 Baths ⋅ Solivita Ph 03b SubDv. ⋅ 34759 Zip Code

Virtually Staged. NEW ROOF 3/2026 & NEW HVAC IN 8/2026! Welcome to this beautifully upgraded, stress-free, move-in-ready home with a serene wooded conservation view. This meticulously maintained residence offers 1,507 square feet of living space, 2 bedrooms, 2 bathrooms, a private study, and a 2-car garage—and truly shows like a model home. Step inside to a bright, open-concept floor plan where the kitchen, dining area, and gathering room flow seamlessly together while taking full advantage of the peaceful wooded views. The stunning kitchen has been thoughtfully upgraded with high-end quartz countertops, new sinks and fixtures, a tile backsplash, and stainless-steel appliances. Luxury Vinyl flooring extends throughout the home, complemented by additional recessed lighting and upgraded baseboards for a sophisticated, finished look. The comfortable secondary bedroom and full guest bathroom provide an inviting space for visitors, while the spacious primary suite is privately positioned at the rear of the home, creating a peaceful retreat with beautiful views. Step outside to the screened-in lanai, the perfect place to enjoy your morning coffee, relax with a good book, or take in the tranquil conservation setting without rear neighbors. With a new roof and HVAC in 2026, extensive interior upgrades, a peaceful view, and a true move-in-ready condition, this home offers the ideal combination of comfort, style, and peace of mind. Furniture and golf cart are available for purchase separately and outside of contract. And then there is the Solivita lifestyle! Residents enjoy an incredible array of resort-style amenities, including state-of-the-art fitness facilities, workout rooms, dance and aerobics studios, a business center, 14 heated swimming pools, 2 heated spas, tennis, pickleball, shuffleboard, bocce ball, billiards, an art gallery, 2 restaurants, and 2 championship 18-hole golf courses with a driving range and putting course. With an active social calendar, clubs, activities, and events, there is always something new to experience and enjoy. Conveniently located near shopping, dining, medical facilities, and healthcare, this home offers the perfect balance of luxury, privacy, convenience, and an active 55+ lifestyle. If you have been waiting for a special waterfront pool home in Portofino, this custom-designed Venetian deserves to be at the top of your list. Come discover the first-class lifestyle that awaits you in Solivita!

884 Grand Canal Drive, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Villa Sol Twnhms Village 6 SubDv. ⋅ 34744 Zip Code

Welcome to this beautiful townhome in the Villa Sol Townhomes Gated Community. This spacious two story home features 3 bedrooms, 2.5 bathrooms and 1,584 sq ft of comfortable living space. The open concept main level features beautiful luxury vinyl wood flooring seemlessly connects the kitchen, dining, and living areas, creating an inviting space for everyday living and entertaining. The kitchen offers granite countertops and includes a 2024 Bespoke refrigerator, Bespoke dishwasher, range and microwave (2018). Additional features includes a water softener and a kitchen water filtration system with reverse osmosis. Step through the french doors to enjoy your private open air courtyard with a brick paver patio, an ideal outdoor retreat for relaxing, dining or gathering with family and friends. Convenient access to the garage adds even more functionality to the home. Upstairs, all bedrooms provide comfortable private retreats, while the upstairs laundry provides everyday convenience. Located close to shopping, dining, major attractions and everything Kissimmee has to offer, this townhome combines comfort, and functionality and a convenient location. HOA includes cable and internet through Spectrum.

3113 Via Otero Drive, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Club Cortile Condo Ph 11 SubDv. ⋅ 34746 Zip Code

OUR FLORIDA GETAWAY AWAITS! Enjoy the best of Central Florida living in a resort-style community offering a pool, hot tub, fitness center, clubhouse, and tennis courts. Conveniently located near Walt Disney World, Orlando International Airport, shopping, dining, entertainment, and major Central Florida attractions, this property puts everything you need within easy reach. Whether you’re searching for a vacation home, second home, or income-producing rental opportunity, this location and community offer the perfect combination of convenience and resort-style living.

2718 Club Cortile Circle Unit B, Kissimmee

6 Beds ⋅ 5 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code

Welcome to 9033 Flamingo Key Way, a beautifully furnished 6-bedroom, 4.5-bathroom pool home located in the highly desirable Solara Resort community of Kissimmee! Offering nearly 3,000 square feet of living space, this spacious home is ideally suited as a primary residence, vacation retreat, or investment property with short-term rental potential. Designed with both comfort and entertainment in mind, the home features an open and inviting floor plan, multiple gathering spaces, themed bedrooms, and an upstairs loft/family lounge. The spacious kitchen opens to the main living and dining areas, providing plenty of room for family gatherings and entertaining. Step outside to your own private screened-in pool and spa, where guests can relax, dine outdoors, and enjoy the Florida sunshine year-round. The home is offered fully furnished, providing an excellent turn-key opportunity for buyers looking for a vacation home or investment property. Located within the gated Solara Resort, owners and guests can enjoy an impressive selection of resort-style amenities, including a grand community pool, clubhouse, fitness center, FlowRider® surf simulator, sports courts and fields, playground, on-site dining, poolside cabanas, and additional recreation areas. The location provides convenient access to Walt Disney World and Central Florida's world-famous attractions, along with nearby shopping, dining, entertainment, and major roadways. Whether you're searching for a Florida vacation home, an income-producing short-term rental opportunity, or a spacious residence near the attractions, 9033 Flamingo Key Way offers an exceptional combination of location, space, amenities, and resort-style living. Schedule your private showing today!

9033 Flamingo Key Way, Kissimmee

6 Beds ⋅ 5 Baths ⋅ Bellalago Ph 4p SubDv. ⋅ 34746 Zip Code

FURNISHED 6-BEDROOM BELLALAGO RETREAT WITH CONSERVATION VIEW & NEW EXTENDED SCREENED PATIO! Imagine coming home to a spacious Florida retreat where six fully furnished bedrooms, a peaceful conservation view and a newly extended screened-in patio create the perfect setting for family vacations, entertaining and relaxed Florida living. This impressive 6-bedroom, 5-bathroom home offers approximately 3,915 sq. ft. and is designed to comfortably accommodate large families and guests. Recently refreshed with major 2024 renovations, the home features new flooring throughout and a renovated kitchen that provides an inviting gathering space for family and friends. Step outside to the extended and renovated screened-in back patio, where the tranquil conservation backdrop provides a private-feeling setting for morning coffee, outdoor dining or unwinding after a day at Orlando's world-famous attractions. The home is offered fully furnished, including all six bedrooms, providing an exceptional turnkey opportunity. Whether you're looking for a vacation home, second residence, or furnished investment property, this home offers the space and flexibility to make the most of Central Florida living. The 3-car garage provides generous parking and storage, adding valuable convenience to this already spacious home. The expansive floor plan offers plenty of room for everyone to spread out, relax and enjoy time together. Located in the desirable Bellalago community in Kissimmee, the property is conveniently positioned for enjoying Central Florida's premier attractions, with easy access to Walt Disney World, Universal Orlando, SeaWorld, shopping, restaurants and entertainment. 6 bedrooms. 5 bathrooms. Nearly 3,915 sq. ft. Fully furnished. Conservation view. Renovated kitchen. New flooring. Extended screened-in patio. 3-car garage. Everything you need for a memorable Florida getaway or a comfortable full-time residence is right here. Come see why this spacious Bellalago home could be your next Florida retreat!

3731 Eagle Isle Circle, Kissimmee

1 Beds ⋅ 1 Baths ⋅ Seven Eagles Condo SubDv. ⋅ 34747 Zip Code

Enjoy SPECTACULAR Panoramic Golf Views from the OVERSIZED lanai of this GROUND FLOOR Condo. As you enter the unit you notice that the living area and bedroom have updated flooring. The spacious living area provides ample room to relax & unwind while entertaining friends & family. The Kitchen is equipped with hardwood cabinets, granite countertops and also includes a gas range. The primary bedroom includes a large soaking tub and also provides access to the lanai. The Primary bathroom also has hardwood cabinets, granite countertops and a walk-in shower. The HVAC has been recently replaced for peace of mind to the next owner. There is a laundry facility is conveniently located on the first floor of the building. The exterior of all buildings were recently painted and roofs replaced. This unit is a short walk to The Cove at Seven Eagles Amenity Complex that includes a large community pool, (2) jacuzzi's, pool bar, and fitness center. This unit is also a short walk to the Reunion Grande and its Restaurants, Clubhouse, Miniature Golf, Tennis and Pickleball Facility. This condo can be a primary residence, second home or vacation rental property. Fantastic location in the heart of Reunion. Reunion Resort is a 2,300 acre Resort and Golf Community with three championship signature golf courses, a multimillion dollar waterpark located just 6 miles from DISNEY and the parks, 20 minutes to the Orlando International Airport and easily accessible to the major highways. REUNION MEMBERSHIP AVAILABLE call for more details.

1323 Seven Eagles Court Unit 102, Reunion

5 Beds ⋅ 4 Baths ⋅ Windsor At Westside Ph 3a SubDv. ⋅ 34747 Zip Code

Welcome to this beautifully furnished 5-bedroom, 4-bathroom pool home in the sought-after Windsor at Westside Resort! SHORT-TERM RENTAL ALLOWED........ Situated on a desirable corner lot, this spacious two-story property offers an open-concept layout designed for comfortable living, entertaining, and relaxing. The home comfortably accommodates up to 14 guests and features generous living spaces throughout. The first-floor primary suite provides a private retreat, while the well-appointed kitchen showcases granite countertops, stainless steel appliances, and a large island overlooking the dining and living areas. Enjoy the ultimate resort lifestyle with access to a zero-entry pool, water slide, lazy river, splash playground, clubhouse, fitness center, volleyball courts, lake and pier, sundry shop, and arcade. Ideally located near Walt Disney World and Orlando’s many popular attractions, this property is an excellent opportunity for a short-term rental investment, vacation getaway, or personal retreat. Bring your offers and make this resort property yours!

2462 Dubai Street, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code

Virtually Staged. Discover the perfect blend of luxury, relaxation, and investment potential at Regal Oaks Resort. Just minutes from Disney and the charming shops and restaurants of Celebration and Old Town, this is a beautifully located 3-bedroom, 2.5-bathroom townhome. Step inside and appreciate the upgraded marble flooring throughout the living and dining areas, complemented by beautifully upgraded stairs that add an elegant touch to the home. Enjoy effortless resort living with an array of amenities at your fingertips, including a stunning resort pool with waterslide, onsite restaurant and bar, spa, fitness center, tennis courts, arcade, and concierge services. Inside, the spacious townhome provides a comfortable and elegant retreat with generous living and dining areas, convenient laundry, and plenty of room to entertain family and friends. Situated in a gated community with short-term rental opportunities, this property offers the flexibility to e your personal luxury getaway, a vacation home, or an income-producing investment. Management options are available for a truly hands-off ownership experience.

2706 Impala Lane Unit 2706, Kissimmee

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