Location: Kissimmee
Do Not Show Listings
28 BOLTON CT, KISSIMMEE, FL 34758
$279,90044 Days on yellowkey MLS ID: S5149830
1 Days Off yellowkey (back on 6/3/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1647 Built: 2019Monthly Fee: $90 Tax: $4,291 (2025)Community: Poinciana Village 2 Nbhd 3Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,291
Elementary School: Poinciana Elem
High School: Liberty High
Tax Year: 2025
Middle School: Discovery Intermediate
Remarks: Under contract-accepting backup offers. Beautiful 4-bedroom, 2-bath home located in the growing Poinciana area! This well-maintained property features fresh interior paint, a spacious layout, and comfortable living spaces perfect for families or first-time buyers. Enjoy a nice backyard, great natural light, and a welcoming atmosphere throughout. Move-in ready and waiting for its new owners.
Listing is courtesy of: VYLLA HOME (407-377-5900)
Listing Agent: Amanda Lindsey (407-617-0067)
7920 SPECTRUM DR, KISSIMMEE, FL 34747
$349,90098 Days on yellowkey MLS ID: O6392067
REDUCED by $100 (0.0%) on 04/13/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1680 Built: 2025Monthly Fee: $434 Tax: $3,197 (2024)Community: Spectrum At ReunionTownhouse
Taxes:$3,197
Elementary School: Westside K-8
High School: Celebration High
Tax Year: 2024
Middle School: Celebration K-8
Remarks: New Construction, don't miss out on reduce pricing! Exceptional Location across from the Reunion Waterpark inside exclusive Reunion Guard-Gated Community. Beautiful open floorplan with natural light throughout the home. The open floorplan has a spacious living area, kitchen, living and dining areas have porcelain tile and vinyl planking flooring on 2nd floor stairs and hallway. Upstairs, all three bedrooms provide comfort with a conveniently located laundry room. This home is unfurnished. The residents enjoy access to an unparalleled lineup of world-class amenities, including three Championship golf courses, Jack Nicklaus, Arnold Palmer and and Watson, a fitness center, a 5 acre water park, lazy river with 7 swimming pools, a tennis center, mini golf, pickleball courts, and many choices of on-site restaurants. Residents enjoy their private Spectrum Clubhouse and Resort Pool. Just 10 minutes from Disney Parks and 20 minutes from Universal Studios, this home offers an unbeatable central location with easy access to major highways like I-4, 417, and 429. Flexible terms: primary residence, long-term rental, or a short-term vacation rental. Video taken is the model and not same property address. Furniture is not included in this purchase.
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Lauren Arcaro (813-299-0477)
3816 BOWFIN TRL, KISSIMMEE, FL 34746
$655,00073 Days on yellowkey MLS ID: O6386997
REDUCED by $5,000 (0.8%) on 06/03/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3255 Built: 2014Monthly Fee: $159 Tax: $5,589 (2025)Community: Bellalago Ph 4KSpa: YesSingle Family
Taxes:$5,589
Elementary School: Bellalago Charter Academy (K-8)
Middle School: Bellalago Charter Academy (K-8)
Remarks: Welcome to your beautiful nature inspired retreat. Entering through the private gates of Bellalago, you’re immediately transported to another world of peace and tranqulity. Coming up to the home, you’ll notice the detail and craftsmanship that was put into this highly sought after Mediterranean-style home built by Park Square. Once you enter the home, the 10-foot ceilings fill up with natural light and your eyes fall immediately upon the direct pool and conservation views, providing you with a sense of calmness and privacy after a busy day's work. Your open floor plan allows you to move with ease from your kitchen, living room and to your outdoor space suited for indoor and outdoor entertainment. Your gourmet kitchen features granite countertops, tile backsplash, 42-inch cabinets, double oven, glass cooktop, stainless steel appliances, vegetable sink and an enormous island with eat-in seating ideal for family gatherings. Continuing through the home, you come to the primary suite. Your suite features: tray ceilings, enormous walk-in closet with custom organizers, a private exit to your backyard retreat and direct conservation VIEWS that will surely allow you to start your days feeling refreshed. Your main bath boasts dual sink vanities, a large tub and an expansive walk-in shower with an adjustable shower head system. On the other wing of the home, you have an additional three spacious bedrooms, ideally suited to provide your guest with privacy. Once done inside, it’s time to enjoy the Florida lifestyle. Your backyard retreat features a fully screened-in deck with a massive 28-by-12-foot pool and spa, all while enjoying tranquil wooded and palm tree views, designed with nature in mind. In addition to your private amenities, including state of the art solar panels that increase efficiency. The community of Bellalago offers residence amenities such as boat docks, boat lifts, fishing, recreational and biking areas, a clubhouse, tennis courts, fitness center, a dog park, restaurant, playground and access to the largest lake in Osceola County, Lake Toho. To top it off, you cannot be in a better location, minutes from retail shops, private schools, medical facilities and easy access to major highways. All that’s missing in this nature inspired retreat, is you. Contact your REALTOR® today for a private showing.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Alejandro Quiel, Jr (407-967-2738)
1805 MICHIGAN AVE #D, KISSIMMEE, FL 34744
$129,90025 Days on yellowkey MLS ID: S5150908
REDUCED by $9,100 (6.5%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1973Monthly Fee: $345 Tax: $2,118 (2025)Community: Essex Park Villas CondoCondo
Taxes:$2,118
Elementary School: None
High School: None
Middle School: None
Remarks: This 2-bedroom, 2-bath home offers 1,118 square feet of comfortable living space in a highly convenient location near NeoCity and Valencia College. If you're looking for an investment opportunity, this property presents excellent potential for passive income and long-term equity growth. Inside, you'll find a spacious layout featuring two generously sized bedrooms and durable wood-look vinyl plank flooring throughout the home. The primary bathroom has been tastefully updated, adding modern appeal and functionality. The kitchen is equipped with granite countertops and stainless steel appliances, making it both stylish and practical for everyday living and entertaining. Ideally situated close to shopping, public transportation, and local schools, this home combines comfort, convenience, and value. Enjoy the balcony in the evening hours with friends and family.New shower in 2022, New HVAC in 2022 Don’t miss your chance to own in this desirable area.
Listing is courtesy of: CORCORAN CONNECT LLC (407-953-9118)
Listing Agent: Milinda Knollinger (321-624-7384)
2519 CHATHAM CIR, KISSIMMEE, FL 34746
$365,00032 Days on yellowkey MLS ID: O6410643
0 Days Off yellowkey (back on 6/3/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1874 Built: 1992Monthly Fee: $60 Tax: $5,267 (2025)Community: Chatham Park At SausalitoSpa: YesSingle Family
Taxes:$5,267
Remarks: Under contract-accepting backup offers. Great opportunity to own a pool home in this popular and sought-after community. This spacious two-story home had a NEW ROOF and NEW SIDING installed in May 2025. NEW exterior paint completed October 2025. The primary bedroom suite is located downstairs with a large walk-in closet. Sliding glass doors lead out to the pool deck from the primary suite, the nook, and the family room. A large loft overlooks the family room. It is ideal as a games room, office space, den, or could be turned into a fourth bedroom. No immediate rear neighbors at this home, adding privacy to the pool area. An oversized covered porch overlooks the private and screened pool and spa. Perfect as a primary residence or an investment property for long-term or short-term leasing. This community is zoned for short-term vacation rentals and makes a great vacation destination as it is within easy reach of the attractions. It is very close to local grocery stores, strip malls, big-box stores, restaurants, golf courses, major highways, and so much more! Chatham Park has a community pool, tennis court, basketball court, play area, and park.
Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)
Listing Agent: Simone Wynne (407-908-4596)
2708 PRESTWICK LN, KISSIMMEE, FL 34744
$387,00046 Days on yellowkey MLS ID: S5149647
2 Days Off yellowkey (back on 6/3/2026)
INCREASED by $7,000 (1.8%) on 05/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2513 Built: 2004Monthly Fee: $92 Tax: $7,102 (2025)Community: Remington Prcl M1Single Family
Taxes:$7,102
Elementary School: Partin Settlement Elem
High School: Gateway High School (9 12)
Middle School: Neptune Middle (6-8)
Remarks: Beautiful 4-bedroom, 3.5-bath pool home located in the highly desirable community of Remington. This spacious residence features an open floor plan, vaulted ceilings, formal living and dining areas, and a private screened pool perfect for entertaining and relaxing. The first-floor primary suite offers direct pool access and beautiful water views. Conveniently located near top-rated schools, shopping centers, supermarkets, restaurants, major highways, Orlando International Airport, and just a short drive to Walt Disney World Resort attractions. Enjoy resort-style community amenities including golf, clubhouse, fitness center, tennis courts, playgrounds, walking trails, and gated security. A perfect opportunity for families, vacation living, or investment in Central Florida.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Angel Ramirez (407-967-5368)
170 THORNBURY DR, KISSIMMEE, FL 34744
$370,000126 Days on yellowkey MLS ID: O6383967
0 Days Off yellowkey (back on 5/15/2026)
REDUCED by $15,000 (3.9%) on 05/12/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1766 Built: 2002Monthly Fee: $13 Tax: $3,058 (2025)Community: Remington Prcl H Ph 2Single Family
Taxes:$3,058
Remarks: Under contract-accepting backup offers. Step into comfort and convenience in this BEAUTIFULLY MAINTAINED home, ideally situated within the gated golf community of Remington. Offering four bedrooms, two bathrooms, and a two-car garage, this MOVE-IN-READY residence features an open-concept layout with vaulted ceilings—perfect for both everyday living and entertaining. The kitchen is designed to flow seamlessly into the main living area, creating an ideal space for gathering with family and friends. NEW luxury vinyl plank flooring has been installed throughout the main living areas and all bedrooms, providing both style and durability. The fourth bedroom features French doors and has been thoughtfully converted into a private home office—an ideal setup for remote work or a quiet retreat. Major updates include a new roof (2021), HVAC system (2017), and water heater (2023), providing PEACE OF MIND for years to come. Located just steps from Prairie Lake Park and only minutes from shopping, dining, medical facilities, and the Florida Turnpike, this home offers convenient access to all that Central Florida has to offer. Schedule your private showing today.
Listing is courtesy of: OPTIMA REAL ESTATE (407-366-4500)
Listing Agent: Kristin Mclaughlin (407-340-4841)
2943 CASABELLA DR, KISSIMMEE, FL 34744
$399,900202 Days on yellowkey MLS ID: O6363943
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1895 Built: 2014Monthly Fee: $175 Tax: $7,799 (2024)Community: Villa Sol VillageSpa: NoSingle Family
Taxes:$7,799
Elementary School: East Lake Elem
High School: Tohopekaliga High School
Remarks: 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.
Listing Agent: Evelyn Malave (407-973-4303)
4742 TERRA ESMERALDA DR, KISSIMMEE, FL 34746
$369,000252 Days on yellowkey MLS ID: O6353562
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1721 Built: 2021Monthly Fee: $360 Tax: $4,807 (2024)Community: Terra Esmeralda TwnhmsTownhouse
Taxes:$4,807
Elementary School: Sunrise Elementary
High School: Poinciana High School
Middle School: Kissimmee Middle
Remarks: Under contract-accepting backup offers. Ideally just 10 minutes from Celebration and Orlando's world-renowned theme parks, this beautifully furnished four-bedroom, 3.5-bath town home offers a blend of privacy, comfort and convenience. In a desirable gated community adjacent to Mater Palms Academy, the home enjoys easy access to excellent schools, shopping, dining and entertainment. The open-concept floor plan features spacious living areas filled with natural light and contemporary finishes throughout. Go outside to a private patio overlooking a tranquil pond, providing a serene and secluded setting. Community amenities include a resort-style pool, clubhouse and soccer field, creating a Florida lifestyle experience. Whether used as a primary residence, vacation retreat or investment opportunity, this exceptional townhome is a rare find in an unbeatable location.
Listing Agent: Alex Minato (954-348-1726)
4461 INDIGO SKY LN, KISSIMMEE, FL 34744
$524,00024 Days on yellowkey MLS ID: S5151142
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1941 Built: 2013Monthly Fee: $111 Tax: $3,837 (2025)Community: North Point Ph 1BSpa: NoSingle Family
Taxes:$3,837
Elementary School: East Lake Elementary-OS
Middle School: Narcoossee Middle
Remarks: Welcome to this stunning, well-cared-for home located in the highly sought-after North Pointe community of Kissimmee. This residence offers the perfect combination of comfort, quality upgrades, and resort-style outdoor living. Step inside to discover tile flooring throughout the entire home, creating a seamless, low-maintenance living space. Beautiful plantation shutters add timeless charm and refined character in every room. The home also includes a RainSoft salt-water purification system, providing clean, soft water throughout. The kitchen comes fully equipped with all major appliances, including washer, dryer, refrigerator, stove, microwave, and dishwasher — making this home truly move-in ready. Outdoors, your private oasis awaits with a screened and enclosed salt-water Black Diamond pool, perfect for entertaining, relaxing, and enjoying Florida’s sunshine year-round. Additional practical upgrades include overhead garage storage racks and storm panels with clips for enhanced storage and storm protection. For added peace of mind, the roof was replaced approximately five years ago. Furniture is available for purchase through a separate bill of sale, offering flexibility for buyers seeking a turnkey option. Prime Location & Nearby Convenience This home offers exceptional access to everyday conveniences and popular destinations: Lake Nona (medical city, dining, shopping, and entertainment) - approx. 6 miles Orlando International Airport (MCO) - approx. 7 miles Downtown St. Cloud, with local dining, shopping, and lakefront recreation - approx. 12 miles The Loop - approx. 12 miles Downtown Kissimmee - approx. 12 miles Walt Disney World - approx. 20 miles Easy access to major highways, parks, schools, medical facilities, and daily necessities This home delivers quality construction, thoughtful upgrades, and a prime Central Florida location — making it ideal for full-time residents, seasonal homeowners, or investors.
Listing is courtesy of: FN REALTY GROUP LLC (407-567-8751)
Listing Agent: Cariann Vazquez (407-567-8057)
1829 GOBI DR, KISSIMMEE, FL 34747
$629,00024 Days on yellowkey MLS ID: O6412821
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2017 Tax: $11,676 (2025)Community: Windsor At Westside Ph 2ASpa: YesSingle Family
Taxes:$11,676
Remarks: Welcome to this exceptional 8-bedroom, 6-bathroom resort home in the highly desirable Windsor at Westside community, where stunning pond views, privacy, and resort-style amenities come together to create the ultimate Central Florida retreat. Offered fully furnished and professionally equipped for short-term rentals, this turnkey property is ready for immediate enjoyment or income generation. Designed to accommodate large families and vacation groups, the spacious floor plan features expansive gathering areas, a modern kitchen with granite countertops and stainless-steel appliances, and two primary suites conveniently located on separate floors. Thoughtfully decorated and well-maintained, the home provides a comfortable and inviting atmosphere for owners and guests alike. Step outside to your private screened pool and spa overlooking a serene pond. With no rear neighbors and unobstructed water views, this outdoor oasis offers the perfect setting for relaxing after a day at the attractions. Adding to the home's value and efficiency, solar panels have been installed to help offset electricity costs. The buyer will assume the existing solar lease, which is currently approximately $358/month. Windsor at Westside is one of the area's premier vacation resort communities, featuring a spectacular clubhouse, resort-style pool, lazy river, splash zone, fitness center, arcade, sports courts, playground, and more. HOA dues include cable, internet, lawn maintenance, and valet trash service for added convenience. Ideally located just minutes from Walt Disney World, shopping, dining, golf, and major roadways, this property offers the perfect combination of lifestyle, location, and investment potential. Whether you're searching for a vacation getaway, full-time residence, or income-producing property, this remarkable home is ready to exceed expectations.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Mike Chen, P.A (503-888-8070)
1577 STARFISH ST, KISSIMMEE, FL 34744
$598,99924 Days on yellowkey MLS ID: O6412641
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1733 Built: 1979 Tax: $4,214 (2025)Community: Neptune Shores 3 AddSingle Family
Taxes:$4,214
High School: Osceola High School
Remarks: Situated on an oversized 0.44-acre cul-de-sac lot, this beautifully reimagined residence offers a seamless blend of modern style, comfort, and functionality. The open concept floor plan is designed for both everyday living and entertaining, highlighted by a stunning custom kitchen featuring integrated cooktop countertops, double wall ovens, and a cohesive design aesthetic carried throughout the home. Additional upgrades include impact resistant aluminum frame windows for enhanced durability and peace of mind, along with a complete home water filtration and softener system for improved water quality. The home also features a custom aluminum garage door, adding both durability and refined curb appeal. Step outside to enjoy your own private tennis court and expansive outdoor space, providing endless opportunities for recreation, relaxation, and enjoying the Florida lifestyle. Conveniently located just minutes from NeoCity, one of Central Florida’s fastest-growing innovation and technology hubs, this home is ideally positioned to benefit from the continued growth and investment shaping the surrounding area. Combining a generous homesite, quality enhancements, and an exceptional location, this property presents a unique opportunity for those seeking both space and convenience. As an added bonus, the home may be offered fully furnished, allowing for a truly seamless move-in experience.
Listing Agent: Jonah Mas (407-750-7095)
2959 BANANA PALM DR, KISSIMMEE, FL 34747
$349,90024 Days on yellowkey MLS ID: G5112991
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1902 Built: 2015Monthly Fee: $805 Tax: $5,100 (2025)Community: Paradise PallmsSpa: NoTownhouse
Taxes:$5,100
Remarks: Welcome to Paradise Palms Resort! This beautifully maintained and fully furnished 4-bedroom, 3-bathroom townhome offers the perfect combination of vacation luxury and investment potential. Featuring an open-concept floor plan, a convenient first-floor bedroom, spacious upstairs suites, and a private screened-in heated pool, this home is ready for immediate enjoyment or short-term rental income. The resort-style gated community offers outstanding amenities including a lagoon-style pool, spa, fitness center, movie theater, arcade, clubhouse, sports courts, concierge services, and 24-hour guarded security. HOA fees include cable, internet, landscaping, and exterior maintenance. Ideally located just minutes from Walt Disney World, shopping, dining, golf, and major attractions. Whether you’re looking for a vacation retreat, investment property, or primary residence, this turnkey home delivers exceptional value in one of Central Florida’s most sought-after resort communities.
Listing is courtesy of: WEICHERT, REALTORS-HALLMARK PR (352-536-9948)
Listing Agent: Elcio Loch (781-504-3895)
2609 MILL RUN BLVD, KISSIMMEE, FL 34744
$394,99024 Days on yellowkey MLS ID: S5150924
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1280 Built: 1986 Tax: $5,034 (2024)Community: Mill Run Unit 5Spa: YesSingle Family
Taxes:$5,034
Elementary School: Michigan Avenue Elem (K 5)
Middle School: Denn John Middle
Remarks: Discover this beautifully renovated 3-bedroom, 2-bathroom home featuring an oversized screened-in pool and an expansive patio complete with a covered outdoor bar — the perfect space for relaxing or entertaining year-round. Inside, you'll find elegant porcelain tile flooring throughout, a fully updated kitchen with smart stainless steel appliances, modern cabinetry, and recessed lighting that creates a bright and inviting atmosphere. The spacious primary suite features customizable color-changing lighting, adding a unique touch of comfort and ambiance. Both bathrooms have been tastefully remodeled with designer tile, contemporary vanities, upgraded showers, and modern fixtures. Additional upgrades include hurricane-impact windows throughout and a state-of-the-art solar panel system designed to maximize energy efficiency and help reduce utility costs. Ideally located just minutes from major highways, top shopping destinations, restaurants, and entertainment, this move-in-ready home offers the perfect combination of style, comfort, and convenience. Don't miss this incredible opportunity — schedule your private showing today!
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Hector Colon (617-653-8300)
1200 WAHNETA DR, KISSIMMEE, FL 34759
$299,99524 Days on yellowkey MLS ID: O6411659
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1445 Built: 2023Monthly Fee: $90 Tax: $2,451 (2025)Community: Poinciana Nbrhd 02 West Village 07Spa: NoSingle Family
Taxes:$2,451
Elementary School: Laurel Elementary
High School: Haines City Senior High
Middle School: Lake Marion Creek Middle
Remarks: One or more photo(s) has been virtually staged. Move-in ready Maronda Homes Oak “E” model located on a premium corner lot in the growing community of Poinciana Villages! This beautiful 3-bedroom, 2-bath single-story home features an open-concept layout with upgraded Azul Platino granite countertops, Chatham Umber cabinetry, stainless steel appliances, center island, ceramic tile in main living areas, and upgraded carpet padding in bedrooms. The spacious primary suite includes dual sinks, large vanity, and walk-in shower. Additional upgrades include cordless blinds, irrigation system, builder-installed security system, extended 10x20 patio slab, oversized driveway, and 2-car garage. The corner-lot location offers added privacy with no front-facing neighbors and extra yard space. Located in a community with low HOA fees, residents enjoy incredible amenities including community pools, fitness center, sports courts, playgrounds, dog park, picnic areas, boating ramps, hiking trails, aquatic center, and event spaces. Conveniently located near shopping, dining, parks, schools, hospitals, and major roadways, with easy access to Orlando attractions and Disney just approximately 30 minutes away. Move-in ready and includes a structural warranty for added peace of mind.
Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)
Listing Agent: Lina Alvarez (321-505-8541)
2422 DUBAI ST, KISSIMMEE, FL 34747
$449,990343 Days on yellowkey MLS ID: O6328333
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2020Monthly Fee: $608 Tax: $6,643 (2024)Community: Windsor At Westside Ph 3Townhouse
Taxes:$6,643
Remarks: This stunning retreat Nestled Townhouse in Windsor at Westside, one of Kissimmee's premier short-term rental communities, this FULLY FURNISHED townhouse is your oasis of luxury and relaxation. With five spacious bedrooms and four and a half bathrooms, offers the perfect blend of comfort and sophistication. As you step inside, you're greeted by an open floor plan that seamlessly integrates the living, dining, and kitchen areas. The kitchen boasts elegant quartz countertops and sleek stainless steel appliances, creating a modern yet inviting atmosphere. The spacious loft upstairs provides an additional living area, perfect for relaxing, entertaining, or even setting up a home office. One of the highlights of this townhouse is the private pool, easily accessible through pool-facing telescopic sliding glass doors. Staying in Windsor at Westside means enjoying world-class amenities. The HOA grants you access to an impressive 8,000 sq ft clubhouse, featuring a lazy river, sports courts, an arcade game room, and more. To make your stay even more effortless, the HOA covers cable, high-speed internet, exterior maintenance, trash pick-up, pest control, and lawn care. Every detail has been thoughtfully curated to ensure your experience is nothing short of extraordinary. This townhouse isn't just a home; it's a lifestyle. Schedule a showing today and take the first step toward making this dream retreat yours.
Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)
Listing Agent: Karla Cintra (407-881-7730)
406 S LATONIA ST, KISSIMMEE, FL 34741
$345,000113 Days on yellowkey MLS ID: O6387083
REDUCED by $5,000 (1.4%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1592 Built: 1995 Tax: $5,317 (2025)Community: Rosewood Unit 2Single Family
Taxes:$5,317
Elementary School: Thacker Avenue Elem (K 5)
Remarks: Under contract-accepting backup offers. 3-bedroom, 2-bathroom home offering 1,592 square feet of comfortable living space in the heart of Kissimmee. This property features a functional layout with spacious living area.The kitchen flows seamlessly into the main living space, making it ideal for both everyday living and entertaining. Situated in a convenient location near shopping, dining, schools, medical facilities, and major roadways including Osceola Parkway, US-192, and Florida’s Turnpike. Easy access to Orlando attractions and employment centers. Major update: Roof installed in 2021, providing peace of mind and long-term value. Whether you're a first-time buyer, downsizing, or seeking an investment opportunity, this property offers solid value in a central location. Schedule your private showing today.
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Hector Pagan, Pa (407-791-4858)
8101 COCONUT PALM WAY #205, KISSIMMEE, FL 34747
$219,90082 Days on yellowkey MLS ID: O6396286
REDUCED by $9,100 (4.0%) on 06/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1268 Built: 2001 Tax: $3,188 (2025)Community: Wyndham Palms Ph 3Condo
Taxes:$3,188
Middle School: West Side
Remarks: SHORT TERM RENTAL *** Located in a guard-gated resort community in Kissimmee, this property offers the perfect blend of convenience, lifestyle, and investment potential. Just minutes from Walt Disney World, approximately 3 miles from Disney's Animal Kingdom, and about a mile from Margaritaville Resort Orlando. The community itself is rich with resort-style amenities, including a saltwater pool, hot tub, kiddie pool, concierge services, a game room with billiards and arcade, a 58-seat movie theater, business center, fitness facility, sports courts, playground, BBQ areas, and scenic walking paths. This second-floor condo features a spacious 1,268 sq. ft. layout with three bedrooms and two full bathrooms, thoughtfully designed with a split-bedroom floor plan that enhances privacy—ideal for full-time living, a vacation getaway, or a short-term rental as permitted by zoning. The home is filled with natural light and includes a fully equipped kitchen with recently updated appliances, along with a screened-in balcony perfect for relaxing. Additional highlights include open parking and a walking path directly behind the building. The community allows short-term rentals, providing excellent income potential when the property is not in personal use. A Master HOA maintains the amenities and common areas, while the condo association covers essentials such as water, high-speed internet, exterior maintenance, roof, and staircases.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
2361 SILVER PALM DR, KISSIMMEE, FL 34747
$334,00035 Days on yellowkey MLS ID: O6410334
4 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2003Monthly Fee: $210 Tax: $3,972 (2025)Community: Windsor Palms Twnhms Ph 3ATownhouse
Taxes:$3,972
Remarks: Under contract-accepting backup offers. Located in the highly desirable Windsor Palms Resort, this fully furnished 3-bedroom, 3-bath pool home is the perfect short-term rental investment or vacation getaway. Featuring an open-concept layout, spacious bedrooms, and a private screened-in pool, this property offers comfort and relaxation for guests and owners alike. Resort-style amenities include a clubhouse, community pool, fitness center, tennis courts, playground, and more. Just minutes from Walt Disney World Resort, shopping, dining, and entertainment. Excellent income-producing opportunity in one of Central Florida’s most popular vacation communities!
Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)
Listing Agent: Lisbey Tamayo Pa (786-514-9356)
2626 CALISTOGA AVE, KISSIMMEE, FL 34741
$849,500480 Days on yellowkey MLS ID: O6285913
Bed: 10 Bath: 8.0 Gar: 2 Liv Area Sq Ft: 4275 Built: 2018Monthly Fee: $517 Tax: $13,038 (2024)Community: Sonoma Resort At Tapestry Ph 1Single Family
Taxes:$13,038
Remarks: Great price for this beautiful furnished 10 bedroom 8 bath vacation home with a private pool at Sonoma Resort Community. Conveniently located close to Disney and all the other attractions in Orlando. The first floor has an open and modern floor plan, bedrooms and a huge kitchen , stainless steel appliances, a big island with plenty of space to entertain your friends and family ! screened in pool , parking with a two car garage and driveway. The second floor has an open space with multiple bedrooms for all of your friends and guests. The property is in the short-term rental zone if you want to use it as a constant active investment. The club house has a resort-style pool, high-speed internet, cable, 24-hour security and weekly landscaping services. This community is very close to 192, I-4, the turnpike, the 528 and ,417 and Airport.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Adriana Murcia (352-217-8200)
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