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$475,000
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

$175,000
2 Beds 2 Baths Villas Del Sol At Kissimmee Condo SubDv. 34741 Zip Code
Welcome to your next investment opportunity or Florida getaway in the heart of Kissimmee! Whether you're looking for a vacation home, income-producing property, long-term rental, or primary residence, this beautifully maintained 2-bedroom, 2-bath condominium offers the flexibility and location today's buyers are searching for. Ideally situated just 20 minutes from Walt Disney World and only minutes from shopping, dining, banks, grocery stores, and major roadways, you'll enjoy the convenience of being close to everything Central Florida has to offer. Inside, you'll find a bright and inviting floor plan featuring tile flooring throughout—no carpet—making maintenance and cleaning a breeze. The condo is allowing for a seamless transition whether you're planning to move in, rent it out, or continue generating income immediately. Located within a secure gated community, residents and guests enjoy an impressive array of resort-style amenities, including two sparkling swimming pools, a fitness center, tennis courts, basketball courts, and volleyball courts. The community's attractive amenities and prime location make it highly desirable for both long-term residents and vacation travelers alike. At the same time, its versatile layout and outstanding location make it equally appealing for those looking to enjoy the Florida lifestyle themselves. Opportunities like this don't come along often. Schedule your private showing today and discover why this Kissimmee condo is the perfect blend of location, convenience, lifestyle, and investment potential.

4103 Tropical Isle Blvd Unit 123, Kissimmee

$470,000
4 Beds 3 Baths Preserve At Tapestry Ph 2 SubDv. 34741 Zip Code
Welcome to Preserve at Tapestry, one of Kissimmee’s most sought-after communities, where lifestyle, location, and convenience come together. This beautifully maintained Somerset Model by Beazer Homes (2014) offers 4 bedrooms, 2.5 bathrooms, and 2,338 sq ft of thoughtfully designed living space—perfect for both everyday living and entertaining. From the moment you arrive, you’ll notice the attention to detail with a freshly painted exterior (2026), a newly painted and sealed paver driveway and entryway, and the added peace of mind of a brand-new roof (2026)—a major upgrade that adds both value and longevity. Step inside to an inviting open-concept floor plan featuring tile flooring throughout the entire first level, offering a clean, modern flow. The layout is both functional and versatile, highlighted by a separate formal dining room and a spacious living area that seamlessly connects to the kitchen. The kitchen is designed for both daily living and entertaining, featuring: Granite countertops Stainless steel appliances Ample cabinetry and storage Generous counter space for meal prep Side buffet area Large corner pantry Upstairs, you’ll find luxury plank wood vinyl flooring throughout, enhancing both durability and style. The second floor offers three well-sized secondary bedrooms and a full bath, while the owner’s suite is privately positioned in the corner for added comfort. The owner’s retreat features: Spacious layout Dual sink vanity Garden tub Separate walk-in shower And one of the standout features of this model: a HUGE walk-in closet, among the largest in Beazer’s floor plans Additional upgrades include an extra-large water heater, providing enhanced capacity and efficiency for a growing household. Step outside and start envisioning your future outdoor oasis. The backyard offers endless possibilities: Expand the existing covered lanai Design your own custom pool retreat Enjoy evenings around the existing fire pit Mature fruit trees and bamboo create a private and serene atmosphere Located just minutes from The Loop Shopping District, Walt Disney World, major restaurants and entertainment, as well as convenient access to Osceola Pkwy, SR 417, Florida’s Turnpike, and Orlando International Airport (MCO)—this home offers the perfect blend of accessibility and lifestyle. Residents of Preserve at Tapestry enjoy resort-style amenities, including a clubhouse, pool, walking trails, park and playground. This is a rare opportunity to own a move-in ready home with major upgrades already completed, in one of Kissimmee’s most desirable communities.

2618 San Simeon Way, Kissimmee

$130,000
2 Beds 3 Baths Windsor Pines 1 Condo SubDv. 34741 Zip Code
Two stories, two bedrooms, two and a half baths, with the boring expensive stuff already handled. NEW roof overhead, NEW AC, NEW hot water heater, special assessment already paid, NEW living room flooring downstairs, NEW carpet up, and FRESH paint throughout. The first floor opens into a foyer that gives way to a full dining room on one side and a kitchen with breakfast bar seating on the other, both flanking a living room that stretches to back sliders. A second set of sliders off the front leads to a private patio, so you get cross-breeze and two outdoor spots before you even head upstairs. A half bath sits tucked off the kitchen for guests. Upstairs holds two true primary suites, each with its own full bathroom and its own private balcony. One faces the front, one faces the back, both have walk-in closets, and the laundry closet lives upstairs where the laundry actually is. Windsor Pines comes with a community pool and a playground, and the location does the rest of the work. You're a few minutes from The Loop, where the grocery run, the dinner reservation, and the movie all happen in one parking lot. Ten minutes to downtown Kissimmee and the lakefront, straight onto Osceola Parkway or the Turnpike when you need to be elsewhere, and about fifteen minutes from the Disney gates when you don't. Two primaries. Two porches. Two private balconies. One opportunity.

1329 Windsor Drive, Kissimmee

$255,000
4 Beds 3 Baths Venetian Bay Village Condo Ph 3 SubDv. 34741 Zip Code
Short-term rental condo near Disney! Ideal for Airbnb, vacation home, or investment property! Welcome to this beautifully maintained 4-bedroom, 3-bathroom condo in the highly desirable San Sebastian community, located just minutes from Walt Disney World Resort, Universal Studios Florida, and the attractions of Central Florida. This partially furnished condo features a bright open-concept floor plan with abundant natural light, perfect for both personal use and maximizing short-term rental income. The modern kitchen includes stainless steel appliances, a 2024 dishwasher, and ample cabinet space, seamlessly flowing into the spacious living and dining areas ideal for entertaining guests or hosting vacation renters. The home offers four generously sized bedrooms and three well-appointed bathrooms, providing comfort and flexibility for families and guests. Step outside to your private patio space, perfect for relaxing after a day at the parks. Major updates include a 2020 A/C system and water heater, delivering peace of mind for homeowners and investors alike. Located in a resort-style community with amenities and convenient access to International Drive, shopping, dining, and major highways including I-4 and 417, this property is perfectly positioned in one of Orlando’s top vacation rental markets. Short-term rentals and Airbnb are allowed, making this a high-demand, income producing opportunity in the Disney area. If you’re searching for a vacation rental near Disney, an Airbnb investment property in Kissimmee FL, or a move-in-ready condo in Central Florida, this is the one. Schedule your private showing today!

4005 San Sebastian Drive Unit 107, Kissimmee

$275,000
3 Beds 2 Baths Venetian Bay Village P3 SubDv. 34741 Zip Code
Welcome to 2250 San Vital Dr #105 in the highly sought-after Venetian Bay Villages of Kissimmee, Florida. This beautifully maintained 3-bedroom, 2-bath condo offers 1,296 square feet of comfortable living space in a resort-style community built for convenience, flexibility, and lifestyle. Located inside a 24-hour guarded/gated community, this property is ideal for buyers seeking a primary residence, a vacation getaway, or an income-producing opportunity. 3 bed / 2 bath layout, 1,296 square feet, and 2005 build year. What makes this one stand out? Venetian Bay Villages is known for investor appeal and short-term-rental activity, with vacation rental inventory actively marketed in the community across major travel platforms, and community marketing also highlights the 24-hour manned gate/security. Whether your buyer is looking for flexibility, security, or location, this property checks all three boxes. Opportunities like this in Venetian Bay Villages do not sit still for long. Schedule your showing today.

2250 San Vital Drive Unit 105, Kissimmee

$529,950
3 Beds 2 Baths Tapestry Ph 2 SubDv. 34741 Zip Code
2514 NOUVEAU WAY!! AT MATTAMY HOMES AT TAPESTRY COMMUNITY in Kissimmee, Gated Community with 24/7 security presence. A resort-style amenity with clubhouse, fitness center , pool, splash pad and event space. This home has 3 bedroom and 2 full bathroom plus den room , and powder room, large Master Bedroom with separate His and Her closets. A 45ft lot with 2006 Square Ft total Floor area 10ft ceiling with 9ft doors . Lily Model Bungalow style , Contemporary Exterior Elevation and Modern Contemporary Interior Design . Open Concept design large kitchen, dining and family rooms and one den room as a multipurpose room can be converted to office, game room living room, formal dining, 1 large pantry with 9ft frosted door , 2 large linen closets and 2 car garage . Upgraded Quartz counter top on kitchen, island and bathrooms and powder room. Upgraded wood flooring on the whole house, bedroom and bathroom upgraded with carpet and tiles. Lawn maintained with tropical fruits around. Used only as a family vacation home. Never for rental it feels and smells like a brand new-home. Come and see check for yourself. Easy Access to major highway including Osceola Parkway, SR417, and Florida turnpike. Appriximately 20 minutes to Orlando International Airport. Convenient to Disney, Universal, Seaworld, and downtown Orlando

2514 Nouveau Way, Kissimmee

$129,990
2 Beds 2 Baths Arbors Of Sendera Condo SubDv. 34741 Zip Code
MOVE-IN READY | GATED COMMUNITY | PRIME KISSIMMEE LOCATION | PERFECT AS A PRIMARY HOME OR INVESTMENT 2-bedroom, 2-bath condominium located on the second floor of the desirable gated Arbors of Sendera community in the heart of Kissimmee. Perfect as a primary residence, seasonal getaway, or investment opportunity, this beautifully maintained home features an open and functional floor plan with a spacious living and dining room combination filled with natural light, creating the perfect space for relaxing or entertaining. The kitchen offers generous cabinet storage, a closet pantry, and an efficient layout designed for everyday living. The spacious primary suite includes a private en-suite bathroom with a walk-in shower, while the second bedroom and full guest bathroom provide comfort and flexibility for family, guests, or a home office. Step outside to your private screened balcony, an ideal place to enjoy your morning coffee or unwind after a long day. Residents enjoy outstanding community amenities including a swimming pool, fitness center, tennis courts, playground, and beautifully maintained grounds. Location is everything, and this home delivers! Conveniently situated just minutes from US-192, John Young Parkway, Osceola Parkway, Florida's Turnpike, and SR-417, providing quick access throughout Central Florida. Enjoy being close to The Loop shopping district, Publix, Walmart Neighborhood Market, Target, Home Depot, The Florida Mall, countless restaurants, shopping, entertainment, medical offices, and Osceola Regional Medical Center. World-renowned attractions including Walt Disney World, Disney Springs, Universal Orlando Resort, SeaWorld Orlando, and Orlando International Airport are all within an easy drive. Combining comfort, convenience, and an unbeatable location, this move-in-ready condo offers exceptional value in one of Central Florida's most desirable areas. Schedule your private showing today!

3849 Bay Club Circle Unit 204, Kissimmee