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 proximity to world-famous attractions like Walt Disney World, Universal Studios, and SeaWorld, making it a dream destination for families and adventure seekers alike. However, it’s not just the attractions that make Kissimmee special; its rich cultural heritage, beautiful parks, and diverse dining options offer a delightful lifestyle for residents.

For those seeking a home in this enchanting city, Kissimmee boasts an array of properties equipped with maintenance amenities designed to enhance your living experience. Imagine waking up each day in a beautifully appointed home where your landscaping, pool maintenance, and common area upkeep are all taken care of. These maintenance amenities allow you to spend more time enjoying your surroundings and less time worrying about home upkeep.

Whether you’re looking for a cozy single-family home, a spacious townhouse, or a luxurious condo, Kissimmee has something for everyone. The community is welcoming, and the neighborhoods are well-maintained, offering a sense of security and belonging. With year-round sunshine, outdoor recreation, and a friendly atmosphere, Kissimmee is not just a place to live – it’s a lifestyle.

Explore the charm of Kissimmee, where your dream home awaits, complete with the conveniences of maintenance amenities that let you enjoy the best of Florida living!

Newest Kissimmee Homes with Maintenance Amenities

$195,000
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
$499,000
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
$304,900
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
$388,000
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
$359,000
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
$245,000
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
$349,900
3 Beds ⋅ 3 Baths ⋅ Tapestry Ph 4 SubDv. ⋅ 34741 Zip Code
Modern upgrades and resort-style living come together in this beautifully refreshed 3-bedroom, 2.5-bath townhome, built in 2018 and located within Tapestry’s sought-after 24-hour guard-gated community. Freshly painted throughout, including the front door, the home features recessed daylight LED lighting and stylish vinyl plank flooring extending from the staircase across the entire second floor, creating a clean, cohesive finish with no carpet anywhere. The open-concept main level seamlessly connects the kitchen, dining and living areas for effortless everyday living and entertaining. Stainless steel appliances complement the kitchen, which overlooks the spacious family room, while a convenient half bath completes the first floor. Upstairs, the private primary suite offers its own en-suite bathroom, while two additional bedrooms share a second full bath. The versatile loft provides the perfect setting for a home office, media space or second living area and opens directly onto a spacious balcony where you can unwind while enjoying spectacular sunset skies, along with a peaceful side glimpse of the nearby lake in the distance. Additional highlights include a 2-car garage and access to Tapestry’s impressive amenities: clubhouse, zero-entry resort pool, water slide, splash pad, fitness center, playground, dog park, BBQ areas, event spaces, parks and walking trails. Minutes from The Loop, Publix, Costco, shopping, dining and entertainment, with convenient access to Osceola Parkway, Florida’s Turnpike, SR 417, Orlando International Airport and Central Florida’s world-famous attractions. Contemporary style, thoughtful improvements, flexible living space and an outstanding location make this a Tapestry opportunity you will not want to miss. Schedule your private showing today!

2615 Giardino Loop, Kissimmee
$370,000
5 Beds ⋅ 5 Baths ⋅ Spectrum At Reunion SubDv. ⋅ 34747 Zip Code
Short Sale. SHORT SALE – EXCELLENT OPPORTUNITY Even if it’s hard to believe, opportunities like this don’t come around easily—and this property is offered exactly as you see it, with everything included. Welcome to Spectrum at Reunion Resort! This spacious corner residence features 5 bedrooms, 4.5 bathrooms, and 2,630 sq. ft. of modern living space—ideal as a primary home, vacation retreat, or short-term rental investment. The open layout offers high ceilings, abundant natural light, a large kitchen with Samsung stainless steel appliances, gas range, island, and a generous living area with built-in ceiling speakers. Sliding doors open to a paved patio with views toward the community pool. Additional features include a private elevator, walk-in closets, a laundry closet with stackable Samsung washer and dryer, and contemporary finishes throughout. Spectrum at Reunion provides resort-style amenities: clubhouse, fitness center, pools, playground, tennis courts, golf, dining options, and access to Reunion’s water park with lazy river and slides.

7740 Sandy Ridge Drive Unit 215, Kissimmee
$320,000
3 Beds ⋅ 3 Baths ⋅ Villa Sol Townhomes Village 6 SubDv. ⋅ 34744 Zip Code
Beautifully maintained, move-in-ready 2-story townhome in the gated, resort-style community of Villa Sol! This impeccably kept 3-bedroom, 2.5-bath home offers 1,540 sq ft of living space with a 2-car garage. Gorgeously decorated and sold fully furnished with high-end furnishings throughout, this home is turnkey-ready. Perfect as your primary residence, a second home, or a short-term rental investment opportunity. The level of care, upgraded décor, and furniture package set this home apart from other properties in the community. Step inside to a bright, open floor plan with tile flooring on first floor and hard-wood at second floor. The kitchen features rich wood cabinetry, granite-look countertops, and stainless steel appliances, opening to a spacious dining and living area with sliding glass doors leading to a private screened lanai. Upstairs offers a generous primary suite with a walk-in closet, two additional bedrooms, a full bath, and a convenient laundry room. Villa Sol residents enjoy resort-style amenities including a clubhouse, community pool, fitness center, tennis courts, playground, walking trails, and beautifully maintained grounds. Zoned for East Lake Elementary, Neptune Middle, and Tohopekaliga High. Minutes from major highways, shopping, dining, and Orlando's theme parks. Pride of ownership shows throughout this exceptional home!

3140 Via Otero Drive, Kissimmee
$1,500,000
12 Beds ⋅ 13 Baths ⋅ Reunion West Ph 2b West SubDv. ⋅ 34747 Zip Code
Turnkey Investment Opportunity! 12-Suite Luxury Villa at Encore Resort with Proven Rental Income Property Description: EXCEPTIONAL INVESTMENT OPPORTUNITY AT ENCORE RESORT! Welcome to 7696 Graben St, an extraordinary 12-suite, 12.5-bathroom luxury vacation villa engineered specifically for maximum rental revenue and high occupancy. Located in one of Central Florida’s premier resort communities just minutes from Walt Disney World, this fully furnished turnkey property boasts an outstanding, proven short-term rental history. Designed to accommodate up to 26 guests comfortably, this high-performing asset is a top choice for large group bookings, corporate retreats, and destination travelers. HIGHLIGHTS & INVESTMENT FEATURES: • Proven Rental History: Established track record of high revenue generation in the booming Orlando vacation market. • 12 Ensuite Bedrooms: Offers ultimate comfort and privacy for large groups, including professionally customized themed bedrooms (Avatar, Star Wars, Harry Potter, Jurassic Park, Transformers, Peppa Pig, and Minnie Mouse) that drive premium daily rates. • Private Entertainment Hub: Features a dedicated private movie theater, full game room, arcade games, pool table, air hockey, and multiple gaming setups. • Resort Outdoor Living: Expansive private covered patio, dining area, custom pool, and integrated spa/hot tub. • Gourmet High-Capacity Kitchen: Open-concept layout fully equipped with premium appliances, double coffee stations, and dual dining spaces built for entertaining large parties. • Turnkey Condition: Sold fully furnished and operationally ready for immediate management transition from Day 1. Situated inside the 24/7 guard-gated Encore Resort community with easy access to I-4, Highway 192, world-class golf courses, dining, and Orlando’s major theme parks. Don't miss this rare chance to acquire a top-producing 12-bedroom income property in Central Florida! Schedule your private tour today.

7695 Graben Street, Kissimmee
$309,900
3 Beds ⋅ 3 Baths ⋅ Westview Pod A Ph 1b & 2 SubDv. ⋅ 34758 Zip Code
Beautiful END-UNIT townhome, BUILT IN 2025, located in the desirable Townhomes of Westview community and offering stunning WATER VIEWS! Gorgeous water vistas greet you as you enter this impeccably maintained two-story home featuring 3 bedrooms and 2.5 bathrooms. The modern kitchen is designed for functionality, featuring a large ISLAND, stainless steel appliances, QUARTZ COUNTERTOPS, a HEXAGON TILE BACKSPLASH, upgraded cabinetry, and a convenient CLOSET PANTRY. The OPEN-CONCEPT floor plan flows seamlessly into the spacious living and dining areas, creating the perfect setting for everyday living and entertaining. A conveniently located HALF BATH completes the first floor. Upstairs, the spacious carpeted PRIMARY SUITE offers additional water views, large WALK-IN CLOSET and a private ENSUITE BATHROOM with DUAL SINKS and a walk-in shower. Two additional bedrooms are located at the end of the hallway and share a full bathroom featuring a GLASS-ENCLOSED SHOWER. A separate laundry room INCLUDES a WASHER and DRYER for added convenience. The attached garage features durable EPOXY FLOORING, providing a clean and polished finish. Enjoy easy access to the community pool and playground, conveniently located directly across the street from the home. With its modern finishes, thoughtful open layout, beautiful water views, convenient amenities, and desirable end-unit location, this MOVE-IN READY townhome offers an exceptional combination of comfort, style, and convenience. Enjoy a fantastic location with convenient access to shopping, dining, Disney parks, schools, and major highways. Don't miss the opportunity to make this BETTER-THAN-NEW townhome your own! Schedule your private showing today and experience all this home has to offer.

3507 Mayfair St, Kissimmee
$415,000
4 Beds ⋅ 2 Baths ⋅ Storey Creek Ph 5 SubDv. ⋅ 34746 Zip Code
Welcome Home! this gorgeous and newer built 2023 property is located the beautiful community of Storey Creek in Kissimmee! It has had only one previous owner and is ready for its next chapter. The modern kitchen features stainless steel appliances and a beautiful center island, perfect for everyday living and entertaining. Step outside to an exceptional backyard, with no rear neighbors, backing to a wooded area for more privacy, this home has one of the largest lots in the community offering plenty of room to relax, entertain, build your own pool or create an outdoor retreat. Storey Creek offers an impressive selection of amenities, including a resort-style pool, clubhouse, fitness center, playground, dog park, walking trails, and multiple sports areas. Conveniently located near shopping, dining, major roadways, The Loop, Downtown Kissimmee, and Central Florida’s world-famous attractions, including Walt Disney World Resort. Beautifully maintained and move-in ready. Low HOA that includes amazing amenities. Bring your pickiest buyer, this home will not disappoint!

1924 Turtle Dove Lane, Kissimmee
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