Kissimmee Homes with Maintenance Amenities

Kissimmee Homes with Maintenance Amenities

Welcome to Kissimmee, Florida – a vibrant city nestled in the heart of Osceola County, just a stone's throw away from the enchanting attractions of Orlando. Known for its rich cultural heritage and diverse community, Kissimmee offers a delightful blend of small-town charm and urban convenience. With its picturesque landscapes, stunning lakes, and an abundance of recreational opportunities, it’s no wonder that Kissimmee is a sought-after destination for families, retirees, and everyone in between.

One of the standout features of homes in Kissimmee is the availability of properties that come with maintenance amenities. These homes are designed to provide a hassle-free living experience, allowing residents to focus on what truly matters – enjoying life. Imagine waking up in a beautifully landscaped community where lawn care, pool maintenance, and general upkeep are taken care of by dedicated professionals. This means more time for family gatherings, weekend adventures, or simply relaxing by the poolside.

Kissimmee’s neighborhoods are brimming with options, from charming single-family homes to modern townhouses, all equipped with maintenance amenities that cater to a carefree lifestyle. Whether you’re looking for a vacation home, a permanent residence, or an investment property, Kissimmee has something to offer everyone.

Explore the vibrant local culture, indulge in delectable dining experiences, and take advantage of the nearby world-renowned attractions. With its warm climate and welcoming atmosphere, Kissimmee is not just a place to live; it’s a place to thrive. Come discover your dream home in this enchanting city!

Newest Kissimmee Homes with Maintenance Amenities

$225,000
2 Beds ⋅ 2 Baths ⋅ Las Palmas Villas SubDv. ⋅ 34743 Zip Code
Discover this well-maintained 2-bedroom, 2-bathdroom block-construction villa offering 960 sq ft of bright, single-level living on a 0.04acre corner lot with a BRAND-NEW roof just installed in 2026! Enjoy a private covered & enclosed rear porch perfect for morning coffee, sliding doors to the patio, and low maintenance living with community pool and sidewalks. With paved asphalt streets and assigned parking, and a prime Kissimmee location minutes to shopping, dining, schools & 192, this move -in ready home is perfect for first time buyers, investors, or those seeking Florida convenience. . Don't miss this incredible opportunity schedule your private showing today!

26 Las Palmas Way Unit 1, Kissimmee
$444,000
5 Beds ⋅ 4 Baths ⋅ Kindred Ph 1e SubDv. ⋅ 34744 Zip Code
Stunning Corner Lot Home with Exceptional Value! Don’t miss this incredible opportunity to own this spacious 5-bedroom, 3.5-bathroom home, priced below appraised value and offering up to $15,000 toward the buyer’s closing costs or rate buy-down. Designed with both comfort and functionality in mind, this beautiful home features a first-floor primary suite, providing privacy and convenience. The main level also includes a versatile flex room/den, perfect for a home office, playroom, study, or guest space. Upstairs, you’ll find a generous loft, ideal as a second living area, media room, game room, or entertainment space giving everyone room to relax and enjoy. Situated on a desirable corner lot, the property boasts a huge, fully fenced backyard with durable vinyl fencing, offering plenty of space for outdoor entertaining, pets, family gatherings, or even a future pool. With its spacious layout, premium corner location, oversized backyard, and outstanding buyer incentives, this home is an exceptional value that you won’t want to miss. Ask about available lender incentives toward buyer closing costs through select loan programs. Subject to lender approval and borrower qualification. Schedule your private showing today!

1876 Cassidy Knoll Drive, Kissimmee
$440,000
4 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully designed 4-bedroom, 3-bath home in sought-after Tohoqua community in Kissimmee. This spacious two-story floor plan offers 2,044 square feet of living space with upgraded tile flooring on the first floor and wet areas with plush carpeting in all bedrooms. The open kitchen features sleek Quartz countertops, a Island with pendant lighting, a full suite of appliances including Refrigerator, Dishwasher, Range, Microwave and Washer and Dryer. Generous cabinet space, and a built in pantry. The open floor plans allows for a seamless flow into the living and dining areas. Also on the first floor you’ll find a private bedroom and full bath, ideal for guests or a home office. Upstairs the owner’s suite is a true retreat with a private en-suite , dual sinks, a glass-enclosed shower, and ample closet space. A versatile loft just outside the Owner suite has a built in desk. The Laundry room and two additional bedrooms with a full bath (Jack & Jill) can also be found upstairs. Downstairs just inside the back entry, a mudroom with another built-in desk adds everyday function. Step out to a covered, screened-in patio with brick pavers that connect to a detached 2-car garage. The fully fenced backyard adds privacy and low-maintenance artificial turf on both sides keep things tidy year-round. Out front, enjoy peaceful park-like green space. Community amenities shine with a resort pool, splash pad, tennis courts, picnic pavilions and playgrounds all set between Lake Toho and East Lake Toho. Minutes from the Florida Turnpike, The Loop, and Lakefront Park, this home keeps you close to Gatorland and all the dining, shopping, and recreation in Kissimmee and St. Cloud. Modern comfort, smart design, and prime location, all in one place. (Stay tuned Pictures are being done the week of July27.)

1704 Friendship Row, Kissimmee
$439,995
4 Beds ⋅ 2 Baths ⋅ Villa Sol Ph 02 Village 03 SubDv. ⋅ 34744 Zip Code
WELCOME TO 3028 CAMINO REAL DR S – YOUR PRIVATE POOL HOME IN THE UPSCALE GATED COMMUNITY OF VILLA SOL! Welcome to this beautiful pool home offering the perfect blend of comfort, privacy, and resort-style living in one of Kissimmee's most desirable communities. Whether you're searching for your primary residence, a vacation home, or an investment opportunity, this move-in-ready property checks all the boxes. Step inside to a spacious, open-concept floor plan filled with natural light, featuring generous living and dining areas that are perfect for everyday living and entertaining. The well-appointed kitchen offers ample cabinet and counter space and overlooks the main living area, making it ideal for gatherings. The spacious primary suite serves as a private retreat with a walk-in closet and en-suite bathroom, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to your private screened-in pool, where you can relax, entertain, or enjoy Florida's year-round sunshine in your own backyard oasis. Located in the highly sought-after Villa Sol gated community, residents enjoy resort-style amenities including a clubhouse, community pool, fitness center, tennis courts, playground, walking trails, and beautifully maintained grounds. Conveniently located just minutes from Lake Nona Medical City, Orlando International Airport, SR-417, Florida's Turnpike, shopping, dining, golf courses, and world-famous attractions including Walt Disney World, Universal Orlando, and SeaWorld. Don't miss this incredible opportunity to own a private pool home in an unbeatable location. Schedule your private showing today before it's gone!

3028 Camino Real Drive S, Kissimmee
$249,000
2 Beds ⋅ 2 Baths ⋅ Villas Of Emerald Lake Condo Ph 4 SubDv. ⋅ 34744 Zip Code
Virtually Staged. Welcome to Villas of Emerald Lake, where peaceful waterfront living meets everyday convenience. This beautifully updated first floor condo offers 2 bedrooms, 2 bathrooms, 1,240 square feet of comfortable living space, and a setting that's hard to find. Inside, you'll love the remodeled kitchen featuring quartz countertops, updated lighting, and wood-look tile throughout the main living areas. A wet bar, inside laundry closet, and detached one-car garage with an automatic opener add everyday convenience. The living room opens to a screened patio overlooking Fish Lake and your private dock, creating the perfect place to enjoy your morning coffee or unwind at the end of the day. The spacious primary suite features a walk-in closet with a window overlooking the lake and an en suite bathroom with a relaxing garden tub. Residents also enjoy a community pool, mature oak trees, and beautifully maintained grounds. Tucked away on a quiet street just off Highway 192, this hidden gem is ideally located on the border of St. Cloud and Kissimmee, less than five minutes from shopping, dining, medical facilities, and the Florida Turnpike. You'll also enjoy easy access to Downtown St. Cloud, Downtown Kissimmee, Orlando International Airport, and the Brightline station. If you've been looking for a move-in-ready home that offers low-maintenance living, peaceful water views, and an unbeatable location, this is one you won't want to miss.

2705 Emerald Lake Ct Unit 2705, Kissimmee
$410,000
4 Beds ⋅ 2 Baths ⋅ Lago Buendia Ph 2a SubDv. ⋅ 34744 Zip Code
Beautiful HOME for sale in the heart of the City of Kissimmee. Welcome to Lago Buendía, a gated community in Kissimmee known for its prime location, privacy, and lifestyle convenience—just 20 minutes from Orlando International Airport, minutes to Lake Nona Medical City, and with easy access to the Florida Turnpike for effortless commuting. The open-concept layout is anchored by a bright, inviting kitchen featuring granite countertops, stainless steel appliances, abundant cabinetry, and a breakfast bar that flows seamlessly into the main living and dining areas—perfect for entertaining, family gatherings, or relaxed everyday living. The split floor plan delivers privacy and flexibility, with two secondary bedrooms offering private baths—ideal for guests or multigenerational living. The spacious primary suite serves as a private retreat with a walk-in closet, dual vanities, and a walk-in shower. Tile flooring throughout the main living areas ensures easy maintenance and durability. Step outside to a generous backyard designed for outdoor entertaining, pets, or peaceful evenings under the Florida sky. Residents enjoy community amenities including a pool, park, and playground, all within a secure, gated setting. Located just minutes from top-rated dining, shopping, schools, and recreation, and a short drive to Lake Nona, major employment hubs, and Orlando’s world-class attractions, this home offers the perfect balance of lifestyle, accessibility, and long-term value. One of the outstanding features of this community is the private access to Partin Settlement Elementary School, allowing you to walk to school. We would like to mention, one more time the amenities: playground, a pond surrounded by common picnic areas, and an enclosed community pool with bathrooms and an outdoor shower. If you enjoy outdoor walks, the community has trails and green areas. Buyer is to verify room measurements. Buyer is also to verify lease restrictions and pet restrictions with HOA.

955 La Mirada Court, Kissimmee
$408,000
5 Beds ⋅ 3 Baths ⋅ Kindred Ph 2c & 2d SubDv. ⋅ 34744 Zip Code
Welcome to your dream home in the highly sought-after Kindred community! This beautiful 5-bedroom, 3-bathroom home offers a thoughtful layout with a first-floor bedroom and full bathroom, perfect for guests, multi-generational living, or a private home office. Enjoy the comfort and the elegance of NO CARPET on the first floor. Stroll directly to the clubhouse, pool, and community amenities, or explore the scenic walking trails, sidewalks, and open green spaces throughout the neighborhood. Families will love the convenience of a K-8 school right in Kindred, while commuters will appreciate being just **10 minutes from the Florida Turnpike, 20 minutes to Downtown Kissimmee, and 30 minutes to Disney’s world-famous theme parks**. Life in this vibrant community feels like a year-round vacation. Residents enjoy multiple pools, a brand-new clubhouse, a fitness center, recreational fields, a pet park, beach volleyball courts, walking and biking trails, and playgrounds. Relax under shaded cabanas, gather with friends in open green spaces, or stay active at the outdoor exercise stations, all designed to support a healthy, social, and community-focused lifestyle. This home also offers an UNBEATABLE location with easy access to US-192, SR-417, and Florida’s Turnpike, putting NeoCity, Lake Nona/Medical City, Orlando International Airport, and world-class theme parks just minutes away. Combining comfort, convenience, and lifestyle, this is a home you don’t want to miss!. Schedule your showing today and make it yours!

1591 Barberry Drive, Kissimmee
$369,990
3 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 6 SubDv. ⋅ 34744 Zip Code
Virtually Staged. **Rates in the Mid to Low 5s - A unique incentive is now available on this property** Why wait to build when you can move right into this beautifully maintained, never-lived-in former model home located in the peaceful community of Tohoqua. This like-new two-story townhome perfectly blends comfort, style, and functionality with thoughtfully designed living spaces ideal for modern living. At the front of the home, spacious formal living and dining areas provide the perfect setting for entertaining family and friends. The heart of the home is the chef-inspired kitchen featuring 42” upper cabinets, quartz countertops, stainless steel appliances, a large island with seating, and abundant storage and prep space. Just beyond, the expansive family room creates a warm and inviting atmosphere, ideal for movie nights or gathering to watch the big game. Conveniently located on the first floor are a powder bath and laundry room, with direct access to the covered walkway leading to the detached two-car garage. Step outside to the open lanai, the perfect place to relax, grill, and enjoy the Florida sunshine year-round. Upstairs, the spacious primary suite offers a private retreat complete with a large walk-in closet and an elegant en-suite bath featuring dual vanities, an oversized shower, and a private water closet. Two additional generously sized bedrooms and a full guest bath provide plenty of space for family, guests, or a home office. Ideally located just minutes from Medical City, Tohoqua is a family-friendly community in Kissimmee offering exceptional amenities and convenient access to everything Central Florida has to offer. Residents enjoy a resort-style swimming pool with interactive water features, playgrounds, tot lots, and over five miles of scenic walking trails designed for an active lifestyle. Perfectly positioned between two beautiful lakes with easy access to the Florida Turnpike, commuting to Orlando and surrounding areas is effortless. Outdoor enthusiasts will appreciate nearby attractions including Kissimmee Lakefront Park and Lake Tohopekaliga, where endless opportunities for boating, fishing, and enjoying Florida’s year-round sunshine await.

1692 Tohoqua Boulevard, Kissimmee
$294,999
3 Beds ⋅ 3 Baths ⋅ Cypress Lakes Twnhms Ph 2 Unit 1 SubDv. ⋅ 34743 Zip Code
Welcome to this spacious and well-maintained 3-bedroom, 2.5-bath townhome located in the gated Cypress Lakes community in Kissimmee. Offering over 1,800 square feet of living space, this home features a functional and comfortable layout with updated flooring, neutral tones, and plenty of natural light throughout. The kitchen is equipped with stainless steel appliances, ample cabinet space, and a convenient breakfast bar that opens to the living and dining areas, making it perfect for both everyday living and entertaining. One of the highlights of this home is the primary bedroom and bathroom conveniently located on the first floor, providing privacy and easy access. Upstairs you will find two additional bedrooms, a full bathroom, and a spacious loft area that works perfectly as a second living room, entertainment space, home office, or play area. This property also includes a garage and assigned parking, and residents enjoy the benefits of living in a gated community with access to a community pool and well-maintained grounds. Ideally located near shopping, restaurants, schools, major highways, and just a short drive to Disney and other Central Florida attractions, this home offers comfort, security, and convenience.

2024 Cypress Bay Boulevard, Kissimmee
$240,000
2 Beds ⋅ 2 Baths ⋅ Raintree Park Ph 1 SubDv. ⋅ 34743 Zip Code
One level townhouse Located in the Raintree Park community, 2-bed/2bath home offers simple, stair-free living with thoughtful updates throughout. Inside, you’ll find a fully renovated spacious kitchen with an oversized counter designed with clean, modern finishes and practical layout. The home features updated flooring throughout with no carpet, easy-to-maintain living space. Major components have already been addressed, including a recently replaced HVAC system (less than one year old), providing peace of mind for the next owner. One of the standout features is the professionally enclosed rear porch, which adds valuable additional living space and includes its own AC vent for year-round comfort. If preferred, it can easily be converted back into an open sunroom, giving you flexibility to suit your needs. The location within the community is especially convenient—positioned near the entrance and just a short walk to the community pool. The HOA handles exterior maintenance, helping simplify ownership and keep insurance costs manageable. With its single-story layout, meaningful updates, and low-maintenance setting, this home presents a practical and move-in ready opportunity in a well-established community. Great opportunity for first-time buyer, investment property or someone looking to downsize.

3204 Tidewater Drive, Kissimmee
$399,900
4 Beds ⋅ 2 Baths ⋅ Villa Sol Village SubDv. ⋅ 34744 Zip Code
This stunning four-bedroom, two-bath, single story home is a true gem. The HVAC is 3 years old, inside, you’ll find a spacious open floor plan, brand-new luxury vinyl plank flooring, and 8.5-foot ceilings that create a bright, airy feel. The kitchen is a chef’s delight with 42 inch upper cabinets, a closet pantry, and granite countertops throughout the home. The primary suite is thoughtfully designed for privacy and comfort, featuring a large walk-in shower, double vanities, a private water closet, and two generous walk-in closets. Completing the home is a beautiful and durable terracotta clay tile roof, adding both charm and longevity. This home truly combines luxury, convenience, and resort style living at its finest! Nestled inside a beautifully HOA maintained gated community, this neighborhood offers an unparalleled blend of comfort, recreation, and natural beauty. Residents enjoy a grand clubhouse complete with an elegant event center perfect for weddings, family celebrations, and large gatherings along with multiple private meeting rooms for work or social activities. Step outside and experience amenities designed for every lifestyle: tennis courts, basketball courts, a kiddie playground, and charming picnic areas with BBQ stations set on a spacious lakeside deck overlooking serene Lake Toho. Stroll along the community’s meandering streets and relax on shaded park benches as you take in the peaceful scenery and local birdlife. Conveniently located, this home puts you just 30 minutes from Magic Kingdom and SeaWorld, only minutes from Orlando International Airport, and close to countless navigable lakes for boating and outdoor fun.

2943 Casabella Drive, Kissimmee
$449,777
4 Beds ⋅ 3 Baths ⋅ Turnberry Reserve Unit 1 SubDv. ⋅ 34744 Zip Code
Welcome to this beautiful home featuring 4 bedrooms plus a spacious loft that can easily be converted into a 5th bedroom. Nestled on a large 0.22-acre corner lot with no rear neighbors and serene conservation views, this two-story home offers comfort, space, and a great location. Fresh interior and exterior paint, brand new carpeting, a newer A/C unit, and a newer roof, providing peace of mind for years to come. An inviting entry foyer with soaring ceilings, and a bright, open layout perfect for both everyday living and entertaining. The kitchen boasts quartz countertops, a freestanding island, and an open concept design flowing seamlessly into the family room, ideal for gathering with loved ones. Located in a community with fantastic amenities, residents enjoy access to a sparkling pool, tennis court, basketball court, soccer field, playground, and park. Its prime location places you less than 15 minutes from Olando International Airport, and just a short drive to Lake Nona Medical City, top rated schools, shopping centers, restaurants, amusement parks, Austin-Tindall Sports Complex, and major roads and highways for easy commuting. Don't miss this opportunity! This home is move-in-ready and perfect for any lifestyle whether you're upsizing, starting a family, or looking for a home with incredible community features and a convenient location.

3001 Mandolin Drive, Kissimmee
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