Kissimmee Homes with Maintenance Amenities

Kissimmee Homes with Maintenance Amenities

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the magic of theme parks with the charm of small-town living. Nestled just south of Orlando, Kissimmee is renowned for its picturesque landscapes, diverse recreational opportunities, and a welcoming community atmosphere. With its close proximity to world-famous attractions like Walt Disney World, Universal Studios, and SeaWorld, Kissimmee is a dream destination for families and adventure seekers alike.

But Kissimmee is more than just a tourist hotspot; it’s a place where you can truly call home. The city boasts a variety of residential options, including beautiful homes that come with maintenance amenities designed to enhance your living experience. Imagine waking up in a stunning property where the burdens of yard work and exterior upkeep are taken care of for you. With maintenance amenities included, you can spend more time enjoying the local parks, lakes, and vibrant downtown area.

Kissimmee’s real estate market features a range of homes, from cozy single-family residences to luxurious townhouses, all equipped with the latest conveniences. Many communities offer resort-style amenities such as swimming pools, fitness centers, and clubhouse facilities, ensuring that residents can enjoy a lifestyle of leisure and comfort.

Whether you’re looking to invest in a vacation home or seeking a permanent residence, Kissimmee provides an ideal backdrop for a fulfilling life. Embrace the sunshine, explore the rich culture, and discover the endless possibilities that await you in this enchanting Florida city. Your dream home in Kissimmee is waiting!

Newest Kissimmee Homes with Maintenance Amenities

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

5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 2b SubDv. ⋅ 34747 Zip Code

Exceptional Investment Opportunity in Windsor at Westside! Welcome to 8859 Geneve Court, a spacious 5-bedroom, 4.5-bathroom townhome with a private pool, located in the highly desirable Windsor at Westside resort community in Kissimmee. Offering approximately 2,263 square feet of living space, this two-story property combines generous accommodations, an excellent location, and resort-style living—all just minutes from Central Florida's world-famous attractions. The thoughtfully designed floor plan provides plenty of space for family and guests, with comfortable living and dining areas that flow seamlessly together. The kitchen offers ample cabinetry, generous counter space, modern appliances, and an open layout ideal for both everyday living and entertaining. With five spacious bedrooms and four-and-a-half bathrooms, the home provides excellent flexibility and privacy for larger families and guests. The well-planned bedroom configuration makes this property particularly attractive as a vacation home, second residence, or investment opportunity. Step outside to your own private screened-in pool and patio area, creating the perfect setting to relax, entertain, and enjoy Florida's beautiful weather. Located within the sought-after Windsor at Westside community, residents and guests can enjoy a resort-style atmosphere and convenient access to community amenities. The property is ideally situated near US-192, shopping, dining, golf, entertainment, and major roadways, with Walt Disney World just a short drive away. Whether you're searching for a Florida vacation home, investment property, or spacious residence near Orlando's attractions, this property offers an outstanding combination of location, space, private pool, and resort-style community living. Don't miss this opportunity to own a beautiful 5-bedroom pool home in one of Kissimmee's most popular resort communities. Schedule your private showing today!

8859 Geneve Court, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort Ph 3b SubDv. ⋅ 34747 Zip Code

FLEXIBLE PATHS TO OWNERSHIP • OWNER FINANCING • LEASE WITH OPTION TO BUY • PRIVATE POOL • RESORT COMMUNITY 4 Bedrooms | 3 Full Bathrooms | 1,902 Sq. Ft. | Private Splash Pool | Screened Patio | No Homes Directly Behind | Approx. 3-Minute Walk to Clubhouse & Resort Pool | One-Year Home Warranty | Gated Resort Community | Optional Furnishings NOT YOUR TYPICAL HOME PURCHASE — CHOOSE THE PATH THAT WORKS FOR YOU What truly sets this property apart is the flexibility to make it yours. In addition to a traditional purchase, the owner will consider OWNER FINANCING or a LEASE WITH OPTION TO PURCHASE for qualified buyers—creating multiple pathways to ownership THREE WAYS TO MAKE IT YOURS 1-Purchase the property using cash or conventional financing. 2-OWNER FINANCING AVAILABLE Qualified buyers may have the opportunity to finance the purchase directly through the owner. Down payment, interest rate, amortization, maturity/balloon date. 3-LEASE WITH OPTION TO PURCHASE THE HOME Beyond the flexible purchase options, this home offers a combination of privacy, convenience, and resort-style living. Enjoy a peaceful setting with no homes directly behind you, and a short 3-minute walk to the clubhouse and resort pool. At home, enjoy your own private splash pool and screened patio—perfect for relaxing, entertaining, or unwinding after a day enjoying Central Florida. The two-story residence features an open-concept living, dining, and kitchen area designed for comfortable everyday living and entertaining. The kitchen offers bright cabinetry, stainless-steel appliances, and generous counter space, while the living and dining areas open directly to the screened outdoor living space. The four-bedroom layout provides excellent flexibility. One bedroom and a full accessible bathroom with grab bars are conveniently located on the first floor, while the primary suite and two additional bedrooms are upstairs. The spacious primary bedroom includes an en-suite bathroom with a double vanity and tub/shower combination. For additional peace of mind, the sale also includes a one-year home warranty for the buyer. RESORT-STYLE LIVING JUST STEPS AWAY Paradise Palms offers an impressive collection of amenities, including a resort-style community swimming pool, grotto hot tub, splash pad, fitness center, tennis and basketball courts, sand volleyball, arcade, movie theater, marketplace, bar and grill, clubhouse and more. The community also provides convenient access to Walt Disney World, ESPN Wide World of Sports, SeaWorld, Universal Orlando, shopping, dining, and major Central Florida roadways. MORE THAN A HOME — AN OPPORTUNITY TO OWN Whether you're searching for a primary residence, Florida vacation home, investment property, or a flexible way to transition from renting to ownership, 8966 Sugar Palm Road offers something increasingly difficult to find: choices in how you purchase. TRADITIONAL PURCHASE • OWNER FINANCING • LEASE WITH OPTION TO PURCHASE Furniture, décor, and other furnishings currently located in the property do not convey with the real estate unless separately negotiated and specifically included in the written form.

8966 Sugar Palm Road, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Caribe Cove Ph 5 SubDv. ⋅ 34747 Zip Code

Welcome to Caribe Cove, a popular resort community ideally located near Orlando’s world-famous attractions! This spacious 3-bedroom, 2-bathroom third-floor condo is offered fully furnished and move-in or rental ready. Step inside through the open foyer, where you’ll find a convenient in-unit laundry room and a fully equipped kitchen with a pass-through overlooking the dining and living areas. The open layout creates a comfortable gathering space with plenty of room to relax, dine, and entertain. A desirable split-bedroom floor plan provides added privacy, with generously sized bedrooms and spacious bathrooms offering plenty of room for owners and guests alike. One of the condo’s best features is the wonderful screened balcony overlooking a peaceful pond area. Stretching from the living room to the primary bedroom, the balcony offers dual access from both spaces and a private setting that’s perfect for morning coffee, an evening drink, or simply unwinding after a long day at the parks or work. Located just off Highway 192, Caribe Cove puts you close to the theme parks, shopping, restaurants, and everything the Kissimmee/Orlando area has to offer. Whether you’re searching for a short-term rental investment, Florida vacation home, or full-time primary residence, this fully furnished condo offers the space, flexibility, and location to make it your own.

9061 Treasure Trove Lane Unit 303, Kissimmee

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