Location: Kissimmee
Do Not Show Listings
2074 FLORA PASS PL, KISSIMMEE, FL 34747
$599,000216 Days on yellowkey MLS ID: O6356199
REDUCED by $6,000 (1.0%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2130 Built: 2021Monthly Fee: $407 Tax: $9,816 (2025)Community: Four Seasons At Orlando Ph 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,816
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Just Lowered Price $6,000! Welcome to resort-style living in the Four Seasons at Orlando 55+ community. This highly upgraded St. Lucia model blends coastal elegance with a relaxed tropical lifestyle. Step inside to an open and inviting living space featuring wood-look tile flooring, 8-foot doors, tray ceilings, designer lighting, and ceiling fans throughout. The split-bedroom floor plan offers excellent privacy for guests. The expanded great room is a builder upgrade, and complete with a dry bar, creates the perfect space for entertaining friends and family. The gourmet kitchen is designed for both style and function, featuring a granite island, soft-close cabinetry, GE Profile appliances, gas cooktop, and vented hood. The primary suite overlooks the golf course and includes a tray ceiling, spa-inspired bath with dual-head shower, double vanity, and walk-in closet. Relax and enjoy Cape Canaveral rocket launches from the front porch and breathtaking sunsets from the covered rear lanai and fenced yard. There is room to add a private pool if a buyer wants one. The HOA includes lawn care and irrigation, allowing you to enjoy a low-maintenance lifestyle. Community amenities feature clubhouses, resort pools, spa, tennis, pickleball, fitness center, and a full-time activities director. Ideally located near Disney, Universal Studios, shopping, dining, and with convenient access to Orlando & Tampa airports and both coast beaches. Seller is a licensed Florida Realtor.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Vinnie Warren (407-516-9612)
1670 TAYLOR RIDGE LOOP, KISSIMMEE, FL 34744
$633,500247 Days on yellowkey MLS ID: S5135712
REDUCED by $3,500 (0.5%) on 05/31/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2359 Built: 2004Monthly Fee: $150 Tax: $4,749 (2025)Community: Taylor RidgeSpa: YesSingle Family
Taxes:$4,749
Remarks: One or more photo(s) has been virtually staged. Spacious 4-bedroom, 3-bath pool home situated in the highly desirable, gated community of Taylor Ridge. Once you pass through the front gate, take a look around...you'll notice a well-kept, private neighborhood filled with numerous custom homes. As you approach 1670 Taylor Ridge, you'll be welcomed by a residence that has been freshly painted both inside and out, featuring a neutral color scheme, while the landscaping has been enhanced with an abundance of stones that give the home an elegant appearance. Upon entering through the front door, in addition to the fresh paint, you'll discover 10-foot ceilings, bamboo wood flooring throughout, and vinyl flooring in most of the bedrooms. The home is designed for privacy, boasting a formal living room and dining room that provide ample space for family gatherings. The kitchen is equipped with stone countertops and 42-inch cabinets that have been meticulously cared for, along with a breakfast area perfect for a quick meal. The kitchen flows into the family room, where you can enjoy movie nights by the electric fireplace, creating a cozy atmosphere during the winter months. From the family room, sliding doors lead to the screened-in, beautiful pool and lanai, which features a large, top-of-the-line jacuzzi, as well as an outdoor shower with both hot and cold water access. Guests and family will love spending time by the pool, as the backyard resembles a private oasis, complete with just the right amount of trees for privacy. In addition to the secluded yard, you must see the oversized 3-car garage. This incredible space can accommodate three vehicles or be shared between cars and a man cave/game room, complete with a kitchenette equipped with a full size refrigerator, a sink, a large ice maker, and a window unit AC. Currently, the garage is set up as a game room for the whole family to enjoy, featuring a ping pong table, pool table, heavy bag, table and chairs, stools, and fun lighting to create a great ambiance. The possibilities for this space are endless. The home also includes several unique features, including a saltwater softener system that services the entire home, a water filtration system located under the kitchen sink, newly installed toilets, a new hot water heater, an energy-efficient radiant barrier/thermal blanket for the roof, and the home has an energy-efficient insulated block exterior. For animal enthusiasts, you will appreciate the presence of a 360 Invisible Fence that has already been installed. The home in close to NeoCity, Downtown Kissimmee, The Lakefront, and you are not far from shopping, restaurants, major highways, the airport and Mickey. This homes is a must see and will not disappoint!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Aimee Cruz (407-421-3673)
206 TARANTO WAY, KISSIMMEE, FL 34758
$418,50067 Days on yellowkey MLS ID: S5146771
REDUCED by $500 (0.1%) on 05/29/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2844 Built: 2002Monthly Fee: $100 Tax: $5,577 (2025)Community: Poinciana Village 1 Nbhd 2Spa: YesSingle Family
Taxes:$5,577
Elementary School: Koa Elementary
High School: Liberty High
Middle School: Discovery Intermediate
Remarks: Welcome to this exceptional opportunity in the heart of Kissimmee! Up to $13k in SELLER CREDIT /HELP AVAILABLE! Nestled on a quiet cul-de-sac with no direct rear neighbors, this spacious 4-beds, 2.5-bath home offers 2,844 sq ft of well-designed living space perfect for everyday living and entertaining. The first floor features a versatile den, ideal for a home office or flex space! Along with a formal dining area and an expansive living room that flows seamlessly into the kitchen. Freshly painted downstairs with no carpet on the main level adds a clean, modern touch. Upstairs, all bedrooms are privately located, including a massive primary suite with a spacious ensuite featuring dual sinks, soaking tub, separate shower, and two closets. A large loft provides additional living space perfect for a media room, playroom, or lounge. Enjoy Florida living in your private backyard featuring a screened-in pool enclosure, perfect for year-round enjoyment with added comfort and protection. With no direct rear neighbors, you’ll love the extra privacy. A storage shed in the backyard also conveys, providing additional space for tools, equipment, or hobbies. Major updates include a NEW 2024 Roof and a recently serviced pool pump with updated components for enhanced efficiency. All APPLIANCES are INCLUDED , making this home truly move-in ready. Conveniently located less than 5 minutes from the new State Road toll entrance, offering quick access to Orlando, Lake Nona, and major attractions. Extremely low HOA and NO CDD. MOVE -IN READY and priced to sell! This home offers the opportunity for a quick closing and is ready for its next owner today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Karla Price (407-761-7764)
5004 LAGUNA BAY CIR #54, KISSIMMEE, FL 34746
$235,000452 Days on yellowkey MLS ID: S5122305
REDUCED by $3,000 (1.3%) on 05/31/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1220 Built: 1991Monthly Fee: $499 Tax: $3,424 (2024)Community: Villas At Laguna Bay CondoCondo
Taxes:$3,424
Tax Year: 2024
Remarks: Fabulous condo for sale fully furnished! 3 beds and 2 baths condo located just a few minutes from theme parks, shopping restaurants, golf and so much more! Huge picture windows and soaring ceilings combine to give this unit a bright and airy feel. Tiled floors and carpet. Central air and heating. Private storage. Laguna Bay is one of the area's most desirable communities because of it's proximity to everything. Owners and guests benefit from a large clubhouse with fitness room and sauna, heated pool, spa, tennis courts, playground and BBQ. Special zoning allows this unit to be used in a variety of ways including primary residence or income-generating rental. These tend to go quickly, don't put off seeing it.
Listing Agent: Francisco Lara, Pa (407-319-4505)
2922 FAIRWEATHER WAY, KISSIMMEE, FL 34758
$329,00036 Days on yellowkey MLS ID: O6402157
REDUCED by $6,000 (1.8%) on 05/15/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1656 Built: 2004Monthly Fee: $100 Tax: $4,108 (2025)Community: Poinciana Estates Sec BSingle Family
Taxes:$4,108
Remarks: No CDD, Flood Zone X, fenced yard, screened lanai, and 4 bedrooms under $350K in Kissimmee! Welcome to 2922 Fairweather Way, a move-in ready 4-bedroom, 2-bath single-story home tucked inside the established Poinciana Estates community. Offering 1,656 heated sq ft, this home features a comfortable open-concept layout, stainless steel kitchen appliances, tile and laminate flooring, and a spacious primary suite with private en-suite bath. Enjoy Florida living outdoors with a covered screened lanai and fully fenced backyard, ideal for relaxing, pets, play, or entertaining. Complete with an attached 2-car garage and convenient access to US-17/92, Poinciana, ChampionsGate, The Loop, and Walt Disney World, this home offers everyday comfort, practical savings, and a great Central Florida location.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Vincent Cumberbatch (213-249-3148)
244 LARGO DR, KISSIMMEE, FL 34759
$339,50057 Days on yellowkey MLS ID: O6397640
REDUCED by $10,500 (3.0%) on 05/12/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2057 Built: 2001Monthly Fee: $263 Tax: $3,995 (2025)Community: Solivita Ph 01Single Family
Taxes:$3,995
Elementary School: Palmetto Elementary
High School: Haines City Senior High
Middle School: Lake Marion Creek Middle
Remarks: Welcome to 244 Largo Drive, nestled in the highly sought-after 55+ community of Solivita—where resort-style living meets everyday comfort. This beautifully maintained waterfront Carnegie model offers 2 bedrooms, 2 bathrooms, and a versatile flex space perfect for a home office, den, or bonus room to suit your lifestyle. Step inside to find a thoughtfully upgraded interior featuring modern flooring, elegant stone countertops, and updated appliances—all contributing to a truly move-in ready home. The open and functional layout creates a seamless flow between living spaces, ideal for both relaxing and entertaining. Natural light pours in while offering tranquil water views that enhance the peaceful ambiance of the home. One of the standout features is the expansive screened-in back porch, boasting over 500 square feet of outdoor living space. Whether you're enjoying your morning coffee, hosting friends, or unwinding at sunset, this oversized lanai provides the perfect setting to take in the serene waterfront backdrop. Major system updates provide added peace of mind, including a roof replaced in 2018, HVAC system from 2016, and water heater from 2017. Living in Solivita means embracing an active, vibrant lifestyle. This award-winning, gated community spans over 4,300 acres and offers an unmatched array of amenities designed for active adults. Residents enjoy access to 14 community pools, two championship golf courses, state-of-the-art fitness centers, tennis and pickleball courts, walking trails, and a full-service spa. The community also features over 150,000 square feet of amenity space, including the renowned Riviera Spa & Fitness Center, social clubs, art studios, ballrooms, and countless organized activities and events. With 250+ clubs, entertainment, dining options, and a vibrant village center, there is always something to do and new neighbors to meet. Conveniently located in Central Florida, Solivita offers easy access to world-class attractions, shopping, dining, and healthcare, while still providing a peaceful, nature-filled setting surrounded by lakes, conservation areas, and scenic landscapes. This is more than just a home—it’s a lifestyle. Don’t miss your opportunity to own a waterfront property in one of Central Florida’s premier active adult communities.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Jonathan Cole (407-928-9516)
8110 FAN PALM WAY, KISSIMMEE, FL 34747
$489,00066 Days on yellowkey MLS ID: O6395292
REDUCED by $10,000 (2.0%) on 05/28/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2255 Built: 2001Monthly Fee: $250 Tax: $6,261 (2024)Community: Windsor HillsSpa: YesSingle Family
Taxes:$6,261
Remarks: Motivated Seller!! Don’t wait any longer! Beautifully and professionally decorated 5 Bedroom / 4 Bath luxury vacation home in one of the most sought-after and secluded short-term rental communities—Windsor Palms, very well managed, low maintenance fees and manned-gate community. This fully furnished single-family pool home is turnkey-ready, ideal as a primary residence, second home, or an income-producing Airbnb vacation property. The home offers 2 spacious master suites downstairs plus 1 additional bedroom, along with 2 more bedrooms upstairs. Both upstairs bedrooms include large walk-in closets, king-size beds, and en-suite bathrooms, with one featuring a Jack-and-Jill layout. A Disney Castle-themed twin bedroom adds a magical touch for families. Recent upgrades include a new AC unit (2021), new carpets (2022), rescreened pool (2024) and a new pool filter (2024). The open living room, kitchen, and dining room combination provides the perfect space for family gatherings and entertaining. The home is also equipped with a smart electronic door lock system with internet and app control, allowing up to 30 unique codes, plus a Nest-style smart thermostat. Windsor Palms Resort is one of the premier vacation destinations in Kissimmee—just 2.5 miles (4 km) from Walt Disney World. Residents and guests enjoy a huge resort-style pool with a clubhouse and tiki bar, a comfortable lounge, a private 58-seat movie theater with regular showings, a gaming arcade, internet café, and fitness center. There’s also a coffee shop and convenience store on-site. Outdoor activities include tennis, basketball, and volleyball courts. Call today to schedule your private showing!
Listing is courtesy of: FLORIDA STATEWIDE REALTY (772-766-3333)
Listing Agent: Olga Fajardo (407-873-1664)
1489 TWIN VALLEY TER, KISSIMMEE, FL 34744
$539,90072 Days on yellowkey MLS ID: O6390966
REDUCED by $5,000 (0.9%) on 05/23/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2674 Built: 2017Monthly Fee: $11 Tax: $7,067 (2025)Community: Kindred Ph 1A & 1BSpa: NoSingle Family
Taxes:$7,067
Remarks: PRICE REDUCED AND BETTER THAN NEW CONSTRUCTION! Why wait to build when every major, high-ticket upgrade has already been completed for you? Located in the highly sought-after Kindred community, this expansive 5-bedroom, 3-bathroom residence sits on a rare, oversized premium lot and offers ultimate peace of mind. THE MAJOR UPGRADES: A brand-new roof will be installed prior to closing. The solar panels will be FULLY PAID OFF at closing, offering low utility bills from day one. Enjoy a brand-new HVAC and all-new air ducts (installed Feb/March 2026), a newer pool pump (2024), brand-new water brook vinyl plank flooring downstairs, and plush brand-new carpet upstairs. THE HOME AND YARD: The open main floor features a versatile flex room beautifully upgraded with custom French doors, sidelights, and a transom window, while the upstairs opens into a massive loft. The primary suite is a true retreat, boasting a stunning, brand-new custom walk-in shower. Step outside to your private Florida oasis featuring a screened-in saltwater pool, spacious covered lanai, and an extended, fully fenced yard with updated landscaping—a rare find for the neighborhood. THE LOCATION VALUE: The location of this property is booming! This home is situated within easy walking distance to a brand-new shopping center currently under construction and is zoned for the brand-new Cross Prairie K-8 school. Live like you are on vacation with community access to resort-style pools, fitness centers, tennis courts, and scenic trails. Schedule your tour today!
Listing is courtesy of: RE/MAX TITANIUM GROUP (352-241-6363)
Listing Agent: Lauren Deem (352-275-7155)
5596 SYCAMORE CANYON DR, KISSIMMEE, FL 34758
$399,99986 Days on yellowkey MLS ID: O6389633
REDUCED by $1 (0.0%) on 05/21/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2514 Built: 2010Monthly Fee: $41 Tax: $3,759 (2025)Community: Blackstone Landing Ph 3Single Family
Taxes:$3,759
Elementary School: Reedy Creek Elem (K 5)
High School: Poinciana High School
Middle School: Horizon Middle
Remarks: Back on the market - Seller's are OFFERING $4,000 TOWARDS THE BUYER'S CLOSING COSTS for a full price offer. Stunning WATER VIEW HOME on a big lot with a great CURB appeal originally made by Maronda Homes. This home qualifies for a 100% financed USDA loan! NEW ROOF 2024, AC 2021, New FLOORS 2024, NEW BATHROOM 2024, NEWER WATER HEATER 2020. Enjoy the comfort in your OVERSIZED MASTER BEDROOM that is complete with a PRIVATE BONUS ROOM that could be used as an office, home gym, library, or perhaps another walk-in closet. The kitchen is large and ready to host some guests or you can bring guests outside onto the large patio deck for some evening time fun. FLEX BONUS ROOM downstairs that has so much potential or could be a 5th bedroom. The Sunrail train station is about a mile down the street from the neighborhood. One or more photos have been digitally staged.
Listing is courtesy of: REAL LIVING R E SOLUTIONS (407-253-1377)
Listing Agent: Steven Tsukamoto (407-625-1027)
591 HIGHLANDS HAMMOCK DRIVE, KISSIMMEE, FL 34759
$379,900181 Days on yellowkey MLS ID: S5139546
REDUCED by $4,600 (1.2%) on 05/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2078 Built: 2004Monthly Fee: $276 Tax: $3,501 (2025)Community: SolivitaSingle Family
Taxes:$3,501
Remarks: Price IMPROVEMENT! Welcome to your slice of paradise in the highly sought-after, award winning Solivita community! This beautifully maintained 2-BED, 2-BATH home offers serene, GOLF COURSE VIEW and the peaceful CONSERVATION area beyond, perfect for golfers and nature lovers alike. Step through the leaded glass door to discover an open, light-filled floor plan highlighted by elegant crown molding throughout. The heart of the home is the gorgeous CUSTOM-updated kitchen featuring gleaming QUARTZ countertops, abundant cabinetry, and a cozy breakfast nook, ideal for morning coffee while watching the sunrise over the fairway. UPDATED FLOORING in the living room and dining room. Relax or entertain in style with both a bright Florida room and an EXTENDED SCREENED LANAI (14 x 42) that maximizes those breathtaking views. Whether sipping evening cocktails or hosting friends, this outdoor living space feels like a private oasis. Additional standout features: PLANTATION SHUTTERS throughout, spacious EXTENDED GARAGE with attic storage and convenient work sink. POCKET DOOR to laundry room and primary bedroom closets, freeing up space. Tray ceiling in primary bedroom. Ceiling fans keep you cool in the living room, both bedrooms and the Florida room. Pendant lighting over the bar in kitchen. HVAC (2021) ROOF (2022) CDD DEBT FULLY PAID – big savings for the new owner! Low-maintenance Florida living at its finest in a gated golf community with resort-style amenities. Don’t miss this rare opportunity to own a move-in-ready home on one of the best lots in Solivita. Schedule your private showing today – this one is special! **See the 3D VIDEO on Tour Link 1.*****Solivita is an active adult 55+ community located in Kissimmee, Florida. It is approximately 50 minutes from Disney World & the Orlando International Airport. Solivita has a total of 5470 homes. Approximately 10,000 – 11,000 residents live in Solivita during the winter while approximately 7,500 live in Solivita during the summer. Enjoy your active years in this piece of paradise. Solivita’s amenities include: a manicured SOFTBALL Diamond & Field - 36 holes of CHAMPIONSHIP GOLF that can be played by joining the Stonegate Golf Club or paying as you go – 2 STATE of the Art AMENITY centers with updated exercise equipment, yoga studio and meeting rooms – 3 restaurants - 14 HEATED POOLS – 17 PICKLEBALL courts – 9 TENNIS courts -4 BOCCE BALL courts – 4 Corn Hole – Tot Lot PLAYGROUND – COMMUNITY GARDEN – over 250 resident clubs. Pharmacy and Spa in the Village. The HOA: - maintains the LANDSCAPING & IRRIGATION systems in the common areas as well as at individual homesites – maintains the roads throughout the community – provides SECURITY with gate guards and mobile patrols including the Polk County Sheriff – allows AUTOMATED GATE ACCESS for residents via license plate readers – provides residents with Fiber Optic Internet & TV service. ***Poinciana Lakes Plaza is a MAJOR NEW SHOPPING CENTER directly across from the Solivita Main Gate. It features Sprouts Grocery, TJ Maxx, Ross, Burlington, Ulta, Outback, First Watch, 5 Guys, Jersey Mikes, Panda Express, Petco, Urgent Care, Dentist & More!
Listing is courtesy of: BORCHINI REALTY (407-791-1789)
Listing Agent: Heather Hayes (703-282-7753)
216 ELLSWORTH DR, KISSIMMEE, FL 34758
$195,000125 Days on yellowkey MLS ID: S5142782
REDUCED by $4,000 (2.0%) on 05/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 970 Built: 1992Monthly Fee: $63 Tax: $1,960 (2025)Community: BroadmoorSpa: NoManufactured Home
Taxes:$1,960
Remarks: BRAND NEW ROOF INSTALLED 2026!! Welcome to this charming 2-bedroom, 2-bath manufactured home located in the desirable Broadmoor community of Kissimmee. Nestled along oak tree-lined streets with large yards and generous space between neighbors, Broadmoor offers a relaxed lifestyle with fantastic amenities including a community clubhouse, swimming pool, tennis courts, basketball courts, and plenty of opportunities to connect with neighbors. This home has been thoughtfully upgraded with TrafficMaster luxury vinyl plank flooring throughout. As you enter, you’ll love the bright, modern farmhouse feel enhanced by abundant natural light. Glass sliding doors lead to the front porch—an ideal spot to sit back, relax, and enjoy the Florida sunshine. The open floor plan is perfect for entertaining and features an updated kitchen and a charming laundry room complete with washer and dryer, cabinetry, and shelving. The spacious primary bedroom offers an ensuite bathroom with an upgraded vanity, modern light fixtures, and a walk-in shower. The second bedroom is also generously sized with a built-in closet and is conveniently located next to the hall bathroom, which includes an upgraded vanity and shower. Outside, you’ll find a large driveway with carport and a storage shed spacious enough for tools, bikes, and more. The backyard is impressively sized—perfect for summer evenings spent around a fire pit or hosting a BBQ with friends. Ideally located near the SunRail Poinciana station, this home provides easy access to downtown Orlando, Winter Park, and beyond. A wonderful opportunity to enjoy comfort, convenience, and community all in one place.
Listing is courtesy of: PROVIDENCE REALTY AND PROPERTY MANAGEMENT LLC (863-512-5238)
Listing Agent: Jenny Miller (863-512-5238)
1620 MARINA LAKE DR, KISSIMMEE, FL 34744
$790,00016 Days on yellowkey MLS ID: S5150329
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3643 Built: 2000Monthly Fee: $75 Tax: $5,686 (2025)Community: Ashley Cove Unit 1Spa: YesSingle Family
Taxes:$5,686
Elementary School: Partin Settlement Elem
Middle School: Neptune Middle (6-8)
Remarks: Tucked inside the gated community of Ashley Cove, this one-owner home offers the kind of space, privacy, and lifestyle that's becoming increasingly difficult to find in Central Florida. Situated on over half an acre (.53 acres) in a community of approximately 100 homes, this 5-bedroom, 4-bathroom property was designed for both everyday living and unforgettable gatherings. The flexible floor plan features the primary suite plus an additional bedroom and full bathroom on the first floor, creating an ideal setup for multigenerational living, guests, or a home office. Upstairs, spacious secondary bedrooms and a large loft/game room provide room to spread out, work, play, and entertain. Inside, soaring ceilings, a grand staircase, and expansive living spaces create a welcoming atmosphere. Outside, the screened saltwater pool, resurfaced in 2019, outdoor kitchen with new grill (2025), oversized 10x40 covered lanai, and spacious backyard offer the perfect backdrop for relaxing or entertaining year-round. Car enthusiasts, hobbyists, and those needing additional storage will appreciate the oversized 3-car garage, extended paver driveway with side parking, and rare detached 20x20 workshop complete with electric, water, workbench, and double garage door opener. Major improvements provide peace of mind, including a 2018 roof, HVAC systems replaced in 2020 and 2022, and numerous additional upgrades throughout the property. As an added bonus, the pool table and game table will convey with the home. Conveniently located near NeoCity, SunRail, Orlando International Airport, Lake Nona Medical City, theme parks, and the Kissimmee Chain of Lakes, this property offers the perfect balance of peaceful gated-community living and easy access to everything Central Florida has to offer. Low HOA of just $900 annually. Rarely does a property combine this much indoor living space, outdoor enjoyment, workshop functionality, and move-in-ready confidence in one package.
Listing is courtesy of: KEYSTONE RESIDENTIAL GROUP LLC (407-556-3249)
Listing Agent: Lisa Bertossa (407-709-1447)
7759 TOSTETH ST, KISSIMMEE, FL 34747
$639,00052 Days on yellowkey MLS ID: O6398878
REDUCED by $10,000 (1.5%) on 05/31/2026
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2005Monthly Fee: $171 Tax: $7,348 (2025)Community: Windsor Hills Ph 3Spa: NoSingle Family
Taxes:$7,348
Elementary School: Island Village Elementary School
High School: Celebration High
Remarks: Welcome to this beautifully maintained 6-bedroom, 4-bathroom fully furnished home located in the highly sought-after Windsor Hills Resort in Kissimmee. Designed for comfort and convenience, this spacious property is ideal as a primary residence, vacation retreat, or income-producing short-term rental. Step inside to an open and inviting floor plan featuring generous living spaces perfect for gatherings. The home comes turn-key furnished, allowing for a seamless move-in or immediate rental potential. Guests of all ages will enjoy the dedicated game room, offering endless entertainment. Outdoors, unwind in your private screened pool, an ideal spot to relax after a day at the parks or soak up Florida sunshine in complete privacy. With six well-appointed bedrooms and four full bathrooms, there’s ample space for family and guests alike. Situated just minutes from world-class attractions, shopping, dining, and entertainment, Windsor Hills also offers resort-style amenities including a clubhouse, water park, fitness center, and more—all within a secure, gated community. This exceptional home truly offers the best of Florida resort living. Schedule your private showing today.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Paul Donovan (407-785-7070)
3104 STONEHURST CIR, KISSIMMEE, FL 34741
$389,90060 Days on yellowkey MLS ID: S5146773
REDUCED by $10,000 (2.5%) on 05/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1650 Built: 2001Monthly Fee: $223 Tax: $2,041 (2025)Community: StonefieldSingle Family
Taxes:$2,041
Elementary School: Central Avenue Elem
High School: Osceola High School
Middle School: Kissimmee Middle
Remarks: This beautiful 3-bedroom, 2-bathroom home with a spacious 2-car garage is located in the highly sought-after gated community of Stonefield in Kissimmee. Designed for both comfort and convenience, this well-maintained property offers a bright and open floor plan, perfect for modern living. The home features generous living spaces with tile, a functional kitchen ideal for entertaining, and a private primary suite with ample closet space. The additional bedrooms are perfect for family, guests, or a home office. Residents of Stonefield enjoy access to a variety of resort-style amenities, including a sparkling community pool, fully equipped fitness center, tennis courts, and a playground. The gated entrance provides added peace of mind, while the community’s prime location offers easy access to theme parks, major highways, airport and walking distance to the Loop shopping plaza. Whether you're looking for a primary residence or an investment opportunity, this home offers the perfect blend of comfort, style, and community living. New Roof 2018. HOA includes lawn maintenance. Schedule your showing today. The home may be sold furnished.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Blanca Hernandez, Llc (407-493-9895)
114 POMPANO BEACH DR, KISSIMMEE, FL 34746
$280,00015 Days on yellowkey MLS ID: O6406893
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1286 Built: 2004Monthly Fee: $149 Tax: $3,697 (2025)Community: Terra Verde Villas Ph 1Spa: YesTownhouse
Taxes:$3,697
Remarks: Terra Verde Resort | Private Screened Courtyard with Hot Tub | Steps to Community Pool & Amenities | Zoned for Short-Term Rental | Welcome to this recently updated, fully furnished three-bedroom, two and a half bath, two-story townhome located in the guard-gated resort community of Terra Verde. Enjoy your own private screened-in courtyard featuring a relaxing hot tub, all within close proximity to the community pool and resort-style amenities. Terra Verde offers, a zero entry pool, spa, fitness center, Tiki bar, tennis, movie theater, miniature golf, beach volley ball, basketball court and a fishing lake. This home is zoned for short-term rental and currently operates as an active Airbnb, offering revenue potential to help offset the cost of vacation-home ownership. Recent updates completed in 2025 include new flooring throughout the home. Additional 2024 improvements include a new hot tub with updated electrical panel, granite countertops in the kitchen and baths, plus a new washer, dryer, and dishwasher. In 2023, the AC unit and all toilets were replaced. Conveniently located just 7.2 miles from the Walt Disney World Resort, the property is close to shopping, restaurants, outlet malls, major attractions, and the airport, making it ideal as a vacation getaway, investment opportunity, or residence.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Michael Prendergast (813-362-4837)
2579 RELAXING LN, KISSIMMEE, FL 34744
$387,99029 Days on yellowkey MLS ID: S5149255
REDUCED by $6,910 (1.7%) on 05/31/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1755 Built: 2023Monthly Fee: $147 Tax: $5,861 (2025)Community: Tohoqua Ph 3Townhouse
Taxes:$5,861
Remarks: This stunning corner end unit townhouse with front view of the pond, is a perfect 3BR/2.5BA, in practically new condition, this is a Lennar Lancaster model. Great room space for formal living, dining room area, high ceilings throughout, lots of natural lights. Continue with a half bathroom with linen closet, move on to the combined family room, kitchn area. The family room spacious enough for a added dinette table, also kitchen counter has space for highchairs, grey cabinets with stainless steel appliances that are included with the property, quartz countertop, pantry closet . Indoor laundry room that leads to you private fenced in patio, one area is covered that also leads to the 2 car garage and other area is open to enjoy the natural air, great space for afternoon relaxation, BBQ, fully paved area, added pavers just added that extends to the fence. The garage is a rear entry with plenty of space for additional cars plus end of street. All the bedrooms on the 2nd floor, large master bedroom with walk in closet, master bathroom with dual sinks, shower. The hall full size bathroom with two other nice size bedrooms. The community of Tohoqua is filled with great amenities, community pool, tennis court, walking trail, pet parks, parks, grass cut, close to everything you need within a short drive, schools very nearby, enjoying everything that Kissimmee/St. Cloud has. Don't miss out on this great property!!
Listing Agent: Lilliam Yambo (407-908-0976)
108 BOOTH LN, KISSIMMEE, FL 34743
$925,0008 Days on yellowkey MLS ID: S5150785
Bed: 8 Bath: 0.0 Liv Area Sq Ft: 3396 Built: 1976 Tax: $10,301 (2025)Community: Buenaventura Lakes Unit 01Apartment
Taxes:$10,301
Remarks: AS -IS exceptional investment opportunity in the heart of Kissimmee! This well-maintained 4-plex offers four spacious 2-bedroom, 2-bathroom units, each designed for comfortable living and strong rental appeal. Every unit includes two dedicated parking spaces, providing added convenience for tenants and increasing property value. The property has been maintained with care, offering investors a solid, income-producing asset with strong occupancy potential. Located in a high-demand rental area close to shopping, dining, schools, major highways, Central Florida attractions, and just a short drive to Lake Nona Medical City and Lake Nona Hospital, this property is ideal for investors seeking steady cash flow and long-term appreciation. The thoughtfully designed floor plans ,functional kitchens, and private living spaces that attract quality tenants. Whether you are looking to expand your real estate portfolio, generate consistent monthly income, or secure a multifamily property with long-term appreciation potential, this 4-plex presents an outstanding opportunity. Multifamily properties in this growing area continue to be in high demand, making this an ideal investment for both seasoned investors and first-time buyers entering the income-property market. Don’t miss the chance to own a versatile and profitable 4-unit property in one of Central Florida’s most desirable and rapidly growing rental locations.
Listing is courtesy of: 365 REALTY, INC. (407-944-1365)
Listing Agent: Vanessa Rivera Laboy (407-766-8093)
2818 ROCCELLA CT, KISSIMMEE, FL 34747
$470,000103 Days on yellowkey MLS ID: S5143744
REDUCED by $9,900 (2.1%) on 05/31/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2140 Built: 2008Monthly Fee: $118 Tax: $6,775 (2025)Community: Westside Prcl E TuscanySingle Family
Taxes:$6,775
Elementary School: Westside K-8
Remarks: FULLY FURNISHED POOL HOME WITH CONSERVATION VIEWS – SHORT-TERM RENTAL APPROVED! Whether you're looking for a vacation home, income-producing Airbnb, or full-time residence, this move-in-ready 4-bedroom, 2.5-bath home offers exceptional flexibility in the sought-after Westside Tuscany community. Relax in your private screened pool overlooking peaceful conservation land with no rear neighbors, or entertain guests in the converted game room. Located just minutes from Disney, Margaritaville, Sunset Walk, H2O Water Park, championship golf, shopping, and dining, this property is perfectly positioned for vacation rental success. HOA includes lawn care, cable, and high-speed internet, helping keep ownership simple and convenient. Sold fully furnished and rental-ready, this home presents a rare opportunity to start enjoying or generating income immediately.
Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9144)
Listing Agent: Nigina Ikromi, Llc (321-370-9696)
31 CHIP CT, KISSIMMEE, FL 34759
$224,500191 Days on yellowkey MLS ID: O6360275
REDUCED by $10,000 (4.3%) on 05/31/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1218 Built: 1973Monthly Fee: $100 Tax: $964 (2024)Community: Poinciana Village 1 Nbhd 3 SouthSpa: NoSingle Family
Taxes:$964
Elementary School: Chestnut Elem
Remarks: Step inside this charming 3 bedroom 2 bath home situated on a spacious .23-acre corner lot. From the moment you arrive, the oversized 23 x 12 front porch welcomes you with the feel of an outdoor living room - perfect for morning coffee, evening unwinding, or gathering with friends. Inside you will find vaulted ceilings, abundant natural light, and ceiling fans throughout, creating an easy, comfortable flow in every room. The 11 x 12 back porch opens to a fully fenced-in backyard, play or peaceful relaxation. Whether your are hosting a barbecue or enjoying quiet time, this private outdoor space is designed to be enjoyed year-round. This home is also equipped with solar panels with an assumable loan, giving you the incredible benefit of enjoying no electric bill. In fact, you'll actually receive a credit towards your electric usage - a rare and valuable feature that keeps monthly costs low and energy efficiency high. Please reach out with any questions - I'm here to walk you through every step.
Listing is courtesy of: CATHY S. MARINO REALTY, INC. (407-622-5555)
Listing Agent: Cathy Marino (407-622-5555)
2705 BUSHMAN DR, KISSIMMEE, FL 34746
$320,000694 Days on yellowkey MLS ID: T3527166
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2007Monthly Fee: $594 Tax: $3,959 (2023)Community: Regal Oaks At Old TownSpa: NoTownhouse
Taxes:$3,959
Elementary School: Westside Elem
Tax Year: 2023
Remarks: Welcome to this stunning, fully furnished townhouse in desirable Regal Oaks at Old Town, just minutes from major theme parks, shopping, restaurants, and more. SHORT-TERM RENTAL ALLOWED makes it an Exceptional Investment Opportunity. The living area is open concept which is perfect for entertaining. A spacious and charming bedroom with a full bathroom is located on the first floor. Up on the second floor are the primary and secondary bedrooms, with the primary bedroom offering a private balcony for enjoying fresh air. The in-unit laundry room is also located on the second floor. This luxurious townhouse has been recently renovated with high-quality laminate flooring upstairs and tiles throughout downstairs. Enjoy Resort-style amenities including pool with water slide, hot tub, lounge, cabanas, fitness center, pool bar, restaurant, and more. Make your appointment today!
Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)
Listing Agent: Wendy Vo (813-439-4287)
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