Location: Kissimmee
Do Not Show Listings
2201 CHAPPELL CT, KISSIMMEE, FL 34746
$359,000124 Days on yellowkey MLS ID: S5143726
REDUCED by $5,900 (1.6%) on 06/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1424 Built: 1992Monthly Fee: $25 Tax: $2,883 (2025)Community: Windward Cay Unit 02Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,883
Elementary School: Floral Ridge Elementary
High School: Celebration High
Tax Year: 2025
Middle School: Kissimmee Middle
Remarks: Updated 3-bedroom, 2-bath home in Windward Cay offering flexibility for a variety of uses. Recent improvements include a 2021 roof, hurricane-impact windows and sliding glass door (2021), A/C (2023), water heater (2023), gutters (2024), and new vinyl flooring (2025). Solar panels installed in 2023 (to be paid off at closing). The remodeled kitchen features granite countertops, wood cabinetry, and stainless steel appliances. Additional features include a fireplace, smart lock system, Ring doorbell, security cameras, and MyQ garage door opener. Located near I-4, Reunion, Champions Gate, shopping, dining, and less than 7 miles from Walt Disney World. Community permits short-term rentals, offering added flexibility. Schedule your showing today.
Listing is courtesy of: RADIUS REALTY GROUP LLC (407-541-0779)
Listing Agent: Geoffrey Lopez, Ii (407-873-5870)
202 WOODSON CT, KISSIMMEE, FL 34744
$623,0008 Days on yellowkey MLS ID: O6414003
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3744 Built: 2000Monthly Fee: $92 Tax: $4,485 (2025)Community: Remington Ph 01 Tr CSingle Family
Taxes:$4,485
Elementary School: Partin Settlement Elem
High School: Gateway High School (9 12)
Middle School: Neptune Middle (6-8)
Remarks: Welcome to this stunning 3,744 square foot residence located on a quiet cul de sac within the highly desirable gated Remington Golf Community. Built in 2000 and surrounded by mature landscaping with an irrigation system, this impressive home offers the perfect blend of space, comfort, and convenience in one of Kissimmee’s most sought after neighborhoods.From the moment you enter, you are greeted by soaring ceilings, luxury plank flooring, and a dramatic two story foyer with dual staircase access from both the formal living area and the kitchen side of the home. The thoughtful floor plan is designed for both entertaining and everyday living.The spacious first floor features formal living and dining areas, a large family room with a cozy fireplace, and an open kitchen designed for gathering. Home chefs will appreciate the prep island, extensive granite countertops, 42 inch cabinets, abundant storage, and a bright breakfast nook overlooking the backyard. A convenient half bath is also located on the main level. Upstairs, the home offers exceptional flexibility with two oversized bonus living areas that can serve as game rooms, media rooms, home offices, fitness spaces, or potential additional bedrooms. Elegant Romeo and Juliet balconies overlook the foyer below, enhancing the home's open and airy design. The expansive primary suite serves as a private retreat, featuring a tray ceiling and direct access to a spectacular second story balcony that spans nearly the entire width of the home. The luxurious en suite bathroom includes a garden jacuzzi tub, separate shower, dual vanities, and generous space for relaxation. Outdoor living is equally impressive with covered front and rear patios, a spacious backyard, and an oversized balcony perfect for enjoying Florida sunsets. The three car garage provides ample space for vehicles, storage, and hobbies. Residents of Remington enjoy a warm community atmosphere and outstanding amenities including a championship golf course, clubhouse, community pool, tennis courts, fitness facilities, walking trails, playgrounds, and beautifully maintained green spaces. A primary school is conveniently located within the community, along with a convenience store and business center. Security is enhanced with gated access and overnight guard service from 7PM to 7AM. Conveniently located near the Florida Turnpike, this home offers easy access to Orlando International Airport, area hospitals, shopping centers, restaurants, and Central Florida attractions. Walt Disney World, Universal Orlando Resort, SeaWorld, and other world famous destinations are just a short drive away. If you are searching for a spacious home in a golf club community with exceptional amenities, flexible living spaces, and an unbeatable location, 202 Woodson Court delivers an incredible opportunity to experience the very best of Central Florida living. Schedule your private showing today and experience everything that makes Remington one of Central Florida's premier places to call home.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Juan Jose Jr Sanchez, Pa (407-234-6525)
4121 CANNON CT, KISSIMMEE, FL 34746
$319,90012 Days on yellowkey MLS ID: O6411696
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1436 Built: 1998Monthly Fee: $33 Tax: $4,195 (2025)Community: Wilderness Ph 3 TheSingle Family
Taxes:$4,195
Elementary School: Chestnut Elem
High School: Liberty High
Middle School: Discovery Intermediate
Remarks: Welcome to 4121 Cannon Court in Kissimmee, Florida. Situated on a desirable corner lot of more than one-quarter acre, this 3-bedroom, 2-bathroom home offers 1,436 square feet of thoughtfully designed living space. The split bedroom floor plan creates privacy between the primary suite and secondary bedrooms, making the home ideal for a variety of lifestyles. The spacious primary bedroom features an ensuite bathroom complete with dual vanity sinks and walk-in closet space. Bedrooms two and three are positioned near the second full bathroom, which also provides convenient access to the private fenced backyard. Inside, you'll find a versatile layout with a formal living room, a separate family room, and a designated dining room, providing multiple options for entertaining, relaxing, or everyday living. The kitchen is equipped with stainless steel appliances and a large bar-top counter that serves as a breakfast bar and gathering space for family and guests. Ceramic tile and laminate flooring throughout the home offer durability and easy maintenance. Step outside and enjoy the benefits of a fully fenced backyard on an oversized lot, offering ample room for outdoor entertaining, gardening, pets, play equipment, or future additions. With over a quarter acre of land, you'll appreciate the added space and privacy that are increasingly difficult to find. The secondary bathroom's direct access to the backyard adds convenience for outdoor activities and gatherings. Located in Kissimmee, this home offers convenient access to shopping, dining, entertainment, parks, and major commuter routes throughout Central Florida. 3-bed home in Kissimmee, FL buyers seeking a functional floor plan, generous outdoor space, and multiple living areas will appreciate everything 4121 Cannon Court has to offer. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
2604 SERENITY GARDEN DRIVE, KISSIMMEE, FL 34744
$498,12019 Days on yellowkey MLS ID: O6411675
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1850 Built: 2025Monthly Fee: $20 Tax: $1,329 (2025)Community: TohoquaSpa: NoSingle Family
Taxes:$1,329
Elementary School: Neptune Elementary
Remarks: Tohoqua is the kind of neighborhood you've been looking for, with a family-friendly amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Welcome to your dream home – the Highgate. This stunning new construction home features 4 spacious bedrooms, 2 luxurious bathrooms, and a 2-car garage. With its open-concept design, the kitchen, café, and gathering room seamlessly flow together, leading to a serene, covered lanai, perfect for entertaining or relaxing. The chef-inspired kitchen is equipped with Built-In Whirlpool stainless steel appliances (including a refrigerator and built-in cooktop), a convenient walk-in pantry, and a large center island ideal for meal prep and socializing. It’s complemented by elegant 42” soft-close cabinetry, quartz countertops, decorative tile backsplash, a single-bowl stainless steel sink, upgraded faucet, and pendant lighting pre-wiring for added luxury. The private Owner’s Suite includes a large walk-in closet and a spa-like en suite bathroom featuring dual sinks set on a quartz-topped vanity, a private water closet, and a spacious frameless glass enclosed shower. Three additional bedrooms, a second bathroom, and a well-appointed laundry room are thoughtfully positioned at the front of the home, ensuring ample privacy and space for the whole family. This Highgate home is filled with professionally curated design selections, including a tray ceiling at gathering room, 2” faux wood blinds, Sherwin Williams City Loft interior paint, 8’ interior doors, matte black hardware, and Whirlpool washer and dryer. Enjoy wood-look luxury vinyl plank flooring throughout the entire home, except for in the bathrooms and laundry spaces, which are outfitted with tile, adding style and convenience to your everyday life. For added convenience and peace of mind, the Highgate includes a video doorbell, smart thermostat, and LED down lights. This brand-new home offers the perfect balance of comfort, style, and functionality – schedule your tour today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
2739 N POINCIANA BLVD #71, KISSIMMEE, FL 34746
$175,00027 Days on yellowkey MLS ID: O6409625
REDUCED by $10,000 (5.4%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1287 Built: 1990Monthly Fee: $545 Tax: $2,856 (2025)Community: Villas At Somerset TheCondo
Taxes:$2,856
Elementary School: Westside Elem
Middle School: None
Remarks: Turnkey investment opportunity in the heart of Kissimmee! NEAR DISNEY! This fully furnished 3-bedroom, 2-bathroom first-floor corner-unit condo is approved for short-term rentals, making it an excellent option for investors, vacation homeowners, or those seeking flexible rental income potential. Enjoy added privacy with no rear neighbors, creating a more peaceful and desirable setting for owners and guests alike. This well maintained property features a renovated kitchen with modern finishes, brand new appliances, a 2 year old A/C system, brand new roof, fresh exterior paint, and a new paved walkway, offering both style and peace of mind. The spacious layout is completely move-in or rental ready, with all furniture included in the sale for a seamless transition. Ideally located just minutes from major attractions, shopping, dining, entertainment, and major highways, this property is perfectly positioned for both personal enjoyment and strong income producing potential. Don’t miss this opportunity to own a fully equipped vacation rental in one of Central Florida’s most desirable tourist corridors!
Listing is courtesy of: URBAN NEST CLUB INC (407-312-5330)
Listing Agent: Monica Ramirez (407-312-5330)
2470 AUGUSTA WAY, KISSIMMEE, FL 34746
$325,00048 Days on yellowkey MLS ID: S5148695
REDUCED by $10,000 (3.0%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1648 Built: 2001Monthly Fee: $17 Tax: $4,670 (2025)Community: Windmill Point Unit 4ASingle Family
Taxes:$4,670
Elementary School: None
High School: None
Remarks: Beautiful 3-bedroom, 2-bath home ideally located on a quiet cul-de-sac in Kissimmee. This property features a recently updated kitchen, a spacious screened-in oversized patio perfect for entertaining, and a large backyard to enjoy outdoor living. The primary bedroom offers direct access to the backyard—ideal for a future pool installation. With a low HOA, a roof replaced in 2018, and A/C replaced in 2019, this home offers comfort, value, and peace of mind. Sellers are highly motivated, you can't miss this opportunity.
Listing is courtesy of: THE VALENZUELA REAL ESTATE GRO (305-776-4866)
Listing Agent: Diony Cruz Tejada (407-799-0612)
2733 SERENITY MEADOW DRIVE, KISSIMMEE, FL 34744
$392,01077 Days on yellowkey MLS ID: O6395315
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1670 Built: 2025Monthly Fee: $136 Tax: $3,086 (2025)Community: Tohoqua ReserveSpa: NoSingle Family
Taxes:$3,086
Remarks: Under Construction. Get ready for the next best chapter of your life in this highly anticipated 55+ gated neighborhood! Enjoy private indoor and outdoor amenity centers exclusively reserved for Active Adults with a resort-style pool, sports courts, fire pits, dog park, fitness center and more. With miles of outdoor fitness trails, a clubhouse with meeting rooms and for social events, and a Village Center with restaurants, shops, and a farmers' market, this location can't be beaten! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. You’ll also have access to the Tohoqua Masterplan’s non-age-restricted amenities - including numerous parks and playgrounds - perfect for visiting friends and family. Tohoqua Reserve is located within proximity to major roadways, including US-192 and the FL. Turnpike and is within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Hurry in – Tohoqua Reserve is selling quickly! Welcome to the Prosperity by Pulte, where convenience and luxury meet in perfect harmony. This stunning single-story home offers 2 spacious bedrooms, an enclosed flex room, and 2 beautifully appointed bathrooms. The heart of the home is the gourmet built-in kitchen, showcasing elegant Dana White cabinetry paired with Quartz countertops. Thoughtfully designed features like soft-close drawers, easy-reach corner cabinets, double roll-out trays, and a waste basket drawer make the kitchen as functional as it is beautiful. The Whirlpool stainless steel appliances—including a built-in cooktop and a refrigerator—ensure you have everything you need for both everyday meals and special occasions. The open-concept design seamlessly flows into the gathering room, making this space perfect for both cooking and socializing. The spacious kitchen island is ideal for meal prep or casual dining, while the covered lanai just outside invites effortless indoor-outdoor living. The private owner's suite, located at the rear of the home for ultimate privacy, offers a serene escape with an en suite bathroom featuring quartz-topped dual vanity sinks and a glass enclosed shower with a built-in bench. At the front of the home, the spare bedroom, bathroom, and versatile enclosed flex room ensure that everyone has their own space. Shaw wood-look luxury vinyl plank flooring spans the home, providing both style and durability, with tile in the laundry room and bathrooms for a sleek, modern touch. This home also comes equipped with a variety of modern conveniences, including a smart thermostat and video doorbell, and LED downlights. Comfort height toilets, 2” faux wood blinds, matte black lighting and hardware, a Whirlpool washer and dryer, and Sherwin Williams Snowbound interior paint add both style and ease to daily living. With its exceptional design, sophisticated finishes, and smart features, this Prosperity home is the epitome of both comfort and luxury—perfectly tailored to fit your lifestyle.
2121 AVIAN LOOP, KISSIMMEE, FL 34741
$470,00081 Days on yellowkey MLS ID: S5146340
REDUCED by $15,000 (3.1%) on 06/04/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2176 Built: 2020Monthly Fee: $211 Tax: $8,299 (2025)Community: Tapestry Ph 5Single Family
Taxes:$8,299
Remarks: LOCATION, LOCATION, LOCATION! Welcome to this beautifully maintained 4 spacious bedroom, 2.5 luxurious bathrooms, this single-story home is located in the highly desirable gated Tapestry Community area, this home also features a spacious open floor plan and offers an exquisite blend of modern design and timeless elegance on one level. Upon entering, step into a foyer with two adjacent bedrooms that opens up to a kitchen built for entertaining. The kitchen features a large island complimented by granite counter tops, stainless steel appliances, and a chef-worthy walk-in pantry and spacious cabinetry in a rich dark brown finish that provides both style and ample storage. Just off the gathering room, the master suite features tray ceilings, an oversized walk-in closet, and a spa style master bath with a double sink vanity, ceramic tile in main areas and luxury vinyl flooring in all bedrooms. Large sliding glass doors flood the space with natural light and lead to a beautifully upgraded covered and screened in lanai with tile flooring and a fenced in backyard, perfect for relaxing or entertaining year round, providing a private oasis for relaxation and recreation. The home also includes a washer and dryer for added convenience. A two car garage with an automatic door opener adds even more ease to daily life. This home delivers outstanding value, privacy and modern living without the wait of new construction. This home is equipped with a comprehensive security system, including four exterior cameras (positioned at each corner of the property) , motion sensor security lighting, and a Ring doorbell system for added peace of mind. Conveniently located near The Loop shopping center, major highways, dining, and world class attractions, this home offers the perfect blend of comfort, security and convenience. Community amenities include: guard gated 24/7, resort style pool, a state of the art fitness center, clubhouse, parks, playground, dog park, walking trails, grills, etc. Don't miss this incredible opportunity to own a beautiful home in one of Kissimmee's most sought-after communities! Schedule your private tour today.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Gladys Levy (407-953-9641)
5543 MORANT BAY PATH, KISSIMMEE, FL 34758
$305,89083 Days on yellowkey MLS ID: O6393657
2 Days Off yellowkey (back on 6/10/2026)
REDUCED by $20,000 (6.1%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1580 Built: 2026Monthly Fee: $125Community: Westview 50S GcSingle Family
Taxes:$0
Remarks: Under Construction. This new three-bedroom Frey offers convenient single-story living. Two secondary bedrooms are secluded near the front of the home, leading to an inviting open-concept floorplan that boasts convenient access to a covered patio for seamless indoor-outdoor living. A lavish owner’s suite is nestled into a private rear corner, complete with a full bathroom and walk-in closet. A spacious three-car garage completes the home. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
1839 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744
$470,000333 Days on yellowkey MLS ID: O6328214
REDUCED by $5,000 (1.1%) on 06/13/2026
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2717 Built: 2021Monthly Fee: $10 Tax: $7,387 (2025)Community: Tohoqua Ph 2Single Family
Taxes:$7,387
Remarks: Beautiful Corner Lot Home with Community Amenities Nearby* Welcome to this stunning corner lot home, perfectly situated across from community amenities and just 22 minutes from the airport. Enjoy the convenience of easy access to Florida's Turnpike, making travel a breeze. This spacious home features a spectacular floor plan designed for modern living: - *4 Bedrooms, 4 Bathrooms*: All bedrooms are thoughtfully placed on the first floor for easy accessibility. - *Second Floor Loft*: Includes an additional bathroom and offers the potential for conversion into a fifth bedroom, home office, or playroom. - *Modern Kitchen*: Equipped with luxury finishes and designed for both style and functionality. - *Luxury Features*: Includes electric blinds, a motorized screen porch, and state-of-the-art fixtures throughout. Eco-friendly solar panels are installed, offering significant savings on electricity costs while contributing to a sustainable lifestyle. Ideal for families and professionals alike, this home blends convenience, luxury, and modern amenities to create a perfect living environment. Don't miss out on this exceptional opportunity!
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Kerlin Torre Wesson (407-686-0130)
5863 LE MARIN WAY, KISSIMMEE, FL 34758
$449,0005 Days on yellowkey MLS ID: S5151584
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2451 Built: 2024Monthly Fee: $125 Tax: $3,467 (2025)Community: Westview Pod B Neighborhood 2A & 2B Ph 1Single Family
Taxes:$3,467
Remarks: This two-story home in the desirable Westview master-planned community in Poinciana shows just like new. A sought-after open floor plan offers natural flow between kitchen and dining area, along with the spacious family room. From there, enjoy access to the sunny patio. A first-floor multipurpose room allows for the flexibility of having a home office or guest space. Upstairs, you'll find a loft you can use for movie nights, homework zone, gaming area, and more. This home's roomy primary suite provides a walk-in closet, as well as a private ensuite bathroom. Three additional spacious bedrooms offer everyone plenty of space to settle in. Don't miss the opportunity to take advantage of the community pool, clubhouse, sports fields, and dog park, all within the neighborhood. Plus: Lake Marion Creek Wildlife Management Area is just a stones throw away, where you can explore well-maintained hiking trails. Shopping, dining, and entertainment options abound in nearby Orlando.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Heather Werner (973-461-9914)
2589 HUNLEY LOOP, KISSIMMEE, FL 34743
$410,0006 Days on yellowkey MLS ID: O6415759
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2148 Built: 2007Monthly Fee: $37 Tax: $5,506 (2025)Community: Eagle Bay Ph 1Spa: NoSingle Family
Taxes:$5,506
Elementary School: Ventura Elem
High School: Tohopekaliga High School
Middle School: Parkway Middle
Remarks: Central Florida, Eagle Bay 4-bedroom 2 Bathroom with a water view, open floor plan. Features a Dream Gourmet Kitchen, with new Refrigerator, new dishwasher, and a new microwave all stainless. Double sinks and double pantry, and extra counter space with an island. Split Bedroom plan. Private Primary retreat and spa-like ensuite with separate shower and tub. All tile flooring throughout. The formal living room and separate family room allows for lots of different activities. Sliding door off family room to screened-in porch that opens up to an oversized fenced yard. Architectural Nitches add a custom feel to this floor plan. LOW HOA $34.00 monthly with community swimming pool and playground , basketball court, and volleyball. Elementary school is just around the corner. Easy access to Florida Turnpike and FL 417, close to Lake Nona VA hospital and Orlando International Airport (MCO)
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: Matine Pawlicki (321-695-9298)
2517 ISABELA TER, KISSIMMEE, FL 34743
$410,00010 Days on yellowkey MLS ID: S5151012
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1677 Built: 2015Monthly Fee: $37 Tax: $3,438 (2025)Community: Eagle Bay Ph 3Single Family
Taxes:$3,438
Remarks: This spacious and well-maintained three-bedroom, two-bathroom home is situated in a highly desirable family-friendly community called Eagle Bay. Constructed in 2015, the home is pristine and move in ready. Upon entering, you will notice tiled flooring throughout, (with the exception of the bedrooms), walls painted in a neutral color, and high ceilings equipped with fans in nearly all rooms. As you continue in the home, you will find a formal living room, ideal for entertaining visitors or, if you work remotely, it can serve as a private office space. The property boasts a split floor plan, featuring two bedrooms, a guest bathroom, and an indoor laundry room on one side, while the other side houses the primary bedroom and bathroom, which includes a double sink and a stand-up shower. Along the corridor leading to the kitchen, you will discover quartz countertops, an abundance of cabinets (42 inches), a spacious pantry, and stainless steel appliances. Additionally, there is a large island that accommodates stools, along with a dining area suitable for a table and chairs. From the family room, you can access glass sliding doors that open to a generous lanai that is covered and has tiles and an area of pavers for the barbeque grill, outdoor toys or just about anything. The yard is sufficiently large for entertaining or simply enjoying a peaceful moment with a book or a cup of coffee. This home includes a two-car garage that can accommodate a large truck (besides a car) and is equipped with solar panels, resulting in minimal to no electric bills. Roof was replaced 2023, home features a water softener system and closets are custom designed to create an organized space. Conveniently located near major highways, schools, hospitals, the Lake Nona VA Medical Center, Orlando International Airport and of course, Mickey Mouse!! This home is truly a must-see!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Aimee Cruz (407-421-3673)
378 BUTTONWOOD DR, KISSIMMEE, FL 34743
$349,90017 Days on yellowkey MLS ID: O6410901
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1486 Built: 1984 Tax: $4,690 (2026)Community: Bvl Unit 7 6Th AddSingle Family
Taxes:$4,690
Elementary School: Boggy Creek Elem (K 5)
Tax Year: 2026
Remarks: Virtually Staged. Welcome to 378 Buttonwood Drive, a charming 3-bedroom, 2-bath home offering comfort, convenience, and easy maintenance. Featuring laminate and ceramic tile flooring throughout, this home has no carpet, making it both stylish and practical for everyday living. The functional floor plan provides comfortable living spaces, while the screened-in porch offers the perfect place to relax and enjoy Florida's beautiful weather year-round. The backyard provides added privacy with no rear neighbors, creating a peaceful setting for outdoor enjoyment, entertaining, or simply unwinding after a long day. Best of all, there is NO HOA, giving you greater flexibility and freedom. Conveniently located near major roadways, shopping centers, restaurants, schools, and everyday conveniences. Enjoy easy access to Orlando International Airport, Walt Disney World, SeaWorld, Universal Studios, and many of Central Florida's most popular attractions. Whether you're looking for a primary residence, vacation home, or investment property, this home offers an excellent opportunity in a desirable location. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Betsy Breton-Garcia, Pa (407-580-5350)
2320 SANTA ANA ST, KISSIMMEE, FL 34743
$344,75039 Days on yellowkey MLS ID: O6406401
REDUCED by $250 (0.1%) on 06/13/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1198 Built: 1994Monthly Fee: $29 Tax: $1,030 (2025)Community: Monterey Village Ph 1 Unit 1Single Family
Taxes:$1,030
Elementary School: Cypress Elem (K 6)
Middle School: Denn John Middle
Remarks: Discover comfort, convenience, and Florida living at its best in this beautifully maintained 3-bedroom, 2-bath home located in the desirable Lakeside community of Kissimmee. Featuring a private in-ground screened pool, this home is perfect for relaxing weekends, entertaining guests, or enjoying the Florida sunshine year-round. One of the biggest highlights of this property is its unbeatable location. Conveniently situated approximately 15–20 minutes from Orlando International Airport (MCO), about 10–15 minutes from the highly sought-after Lake Nona Medical City area, and roughly 30 minutes from Central Florida’s world-famous theme parks including Walt Disney World Resort, this home places you right in the center of it all. Enjoy easy access to major highways including the Florida Turnpike, SR-417, and Osceola Parkway, making commuting throughout Central Florida incredibly convenient. You’ll also love being close to an abundance of shopping, restaurants, entertainment, and everyday conveniences, including The Loop shopping district, supermarkets, fitness centers, and local dining options. With low HOA fees and low property taxes, this property offers exceptional value whether you’re searching for a primary residence, vacation home, or investment opportunity. Don’t miss the opportunity to own a home in one of Kissimmee’s most conveniently located communities!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Olga De Jesus (201-878-5386)
2123 ST MARTEEN CT, KISSIMMEE, FL 34741
$202,000101 Days on yellowkey MLS ID: O6387879
REDUCED by $3,000 (1.5%) on 05/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 991 Built: 1989Monthly Fee: $278 Tax: $312 (2025)Community: Caribbean Villas Condo Ph A-FVilla
Taxes:$312
Elementary School: Kissimmee Elem
High School: Osceola High School
Middle School: Narcoossee Middle
Remarks: Price Improved to $202,000 — Exceptional Value! Welcome to this beautifully updated, fully furnished 2-bedroom, 2-bath villa in the heart of Kissimmee — a true turnkey opportunity for homeowners and investors alike. Price recently reduced, this move-in ready property offers outstanding value in a highly desirable location. Step inside to discover a bright, open-concept layout featuring tile flooring throughout, an updated kitchen, and a spacious living area designed for comfort and easy entertaining. Thoughtfully maintained and tastefully furnished, this home is ready for immediate occupancy or rental income potential from day one. A recently installed new roof adds long-term peace of mind and enhances the home’s overall appeal. Enjoy low-maintenance living in a well-established community with amenities including a sparkling pool and tennis courts. Conveniently located just minutes from shopping, dining, entertainment at The Loop, major highways, and Central Florida attractions, this property offers both lifestyle and convenience. Perfect as a primary residence, vacation getaway, or income-producing investment, this villa truly has it all: • Prime Kissimmee location • Fully furnished and turnkey • Move-in ready condition • Strong investment potential • Newly reduced price for added value Motivated seller — don’t miss this incredible opportunity. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Angie Pereira (407-721-8945)
2901 PROTAGONIST ST, KISSIMMEE, FL 34746
$920,000102 Days on yellowkey MLS ID: O6388632
REDUCED by $29,900 (3.1%) on 06/07/2026
Bed: 8 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3994 Built: 2022Monthly Fee: $294 Tax: $13,130 (2025)Community: Cove At Storey Lake 4Spa: YesSingle Family
Taxes:$13,130
Remarks: This luxurious CORNER LOT vacation home with amazing WATERVIEW is a premier investment opportunity or multi-generational retreat in the famous Storey Lake community. Fully furnished with high end furnitures and professional designed and decorated, this 9 bed/ 5 bath provide is designed to accommodate large groups or high-occupancy vacation rentals. This beautiful home features open floor plan with spacious kitchen/living room overlooking a private outdoor oasis with natural scenery and waterview. Enjoy the unique living experiences with custom themed rooms, inspired by the Avengers, Star Wars, Frozen, Harry Potter, and Pokémon. The community offers variety of fun amenities, including basketball court and golfing area, full-service state-of-the-art clubhouse with Jacuzzi, lazy river, resort style swimming pools, cabanas, poolside food and beverage service, volleyball court, playgrounds and Splash Park. Schedule a private tour today or check out the matterport 3D Tour on Zillow and MLS...
Listing is courtesy of: KN PREMIER REALTY, INC (407-668-8888)
Listing Agent: Guanhua Zhang (407-668-8888)
KISSIMMEE, FL 34747
$610,0005 Days on yellowkey MLS ID: O6413930
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 2297 Built: 2006Monthly Fee: $572 Tax: $6,546 (2025)Community: Windsor Hills Ph 3Spa: YesSingle Family
Taxes:$6,546
Elementary School: Island Village Elementary School
Middle School: Celebration K-8
Remarks: This beautifully maintained 5-bedroom, 5-bath home in the 5-Star Windsor Hills Resort is an income-producing short-term vacation rental located just minutes from Walt Disney World. Highly sought after for its open floorplan, this property features the resort’s most desirable 5-bedroom layout, offering exceptional flow and comfort for large families and vacationing groups. The home immediately stands out thanks to extensive mechanical and interior upgrades, including a 2022 roof with 30-year architectural shingles, a 2023 saltwater pool system that is both low-cost and low-maintenance, a 2023 WiFi-controlled pool heater, a brand-new 2026 water heater with WiFi capability, new toilets added in 2026, and dual HVAC systems with major components replaced in 2016 and newer coils added within the last two years. Nest thermostats enhance efficiency, while upgraded bath vanities with solid-surface counters and wood-laminate hickory flooring in all bedrooms elevate the home’s interior appeal, durability, and rental desirability. For investors, the seller is willing to transfer any future bookings, allowing for immediate income continuity. Inside, the open main level features a spacious main dining area, a separate breakfast room, kitchen bar seating, granite countertops, stainless steel appliances, and a large living area ideal for gathering. Two first-floor ensuite bedrooms and an additional queen bedroom with adjacent bath provide convenient main-level living, while the second floor offers two Disney-themed junior suites, each with its own bathroom—an instant favorite among vacationing families. The converted garage game room with air hockey and pool tables adds to the home’s strong guest appeal. Outside, the screened lanai features a private heated saltwater pool and spa surrounded by privacy screening and a mature hedge, creating a secluded retreat perfect for relaxing after a day at the parks. Windsor Hills Resort remains one of Central Florida’s most desirable vacation rental communities, offering a clubhouse with lagoon-style pool, tennis courts, racquetball court, basketball court, marketplace, theater, game room, and fitness center, along with playgrounds, putting greens, and 24-hour guarded security. It is a prime vacation location due to its proximity to Disney, making this home an exceptional opportunity for buyers seeking a reliable, well-maintained, income-generating vacation property.
Listing is courtesy of: IN TOUCH REAL ESTATE LLC (800-515-0321)
Listing Agent: Mark Breymeier (215-275-0487)
2602 BIRCHWOOD AVE, KISSIMMEE, FL 34744
$400,000116 Days on yellowkey MLS ID: O6383961
0 Days Off yellowkey (back on 5/22/2026)
REDUCED by $35,000 (8.0%) on 05/14/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1393 Built: 1989 Tax: $5,428 (2025)Community: Oak Hollow Ph 4Single Family
Taxes:$5,428
Elementary School: Mill Creek Elem (K 5)
Remarks: Under contract-accepting backup offers. This lakefront pool home at 2602 Birchwood Avenue offers direct water views, conservation space for added privacy and sunset views from the screened pool area. On a 0.23-acre oversized lot in Kissimmee, this four-bedroom, two-bath single-family residence combines outdoor living, energy efficiency and flexible ownership with no homeowner's association and no leasing restrictions. The home features ceramic tile and laminate flooring throughout. The renovated kitchen includes solid surface and stone countertops and stainless-steel appliances. All baths have been updated and include walk-in showers. The primary bedroom is on the first floor. The attached two-car garage provides additional storage and functionality. Outdoor living centers around the screened private pool overlooking the lake, with conservation space between the home and water enhancing privacy. The fenced backyard and garden area create usable outdoor space for recreation or entertaining. This property provides convenient access to Mill Creek Elementary School, Denn John Middle School and Gateway High School.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-480-5014)
Listing Agent: Ana Martins Jorge (508-858-9652)
2632 SUNRISE SHORES DR, KISSIMMEE, FL 34747
$400,00056 Days on yellowkey MLS ID: O6400855
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 1823 Built: 2017Monthly Fee: $525 Tax: $4,970 (2025)Community: Summerville ResortTownhouse
Taxes:$4,970
Remarks: Turnkey short term rental, fully furnished, fully themed, and already booked. Walk in, take over the calendar, keep the income going. Four bedrooms, four and a half baths, every room pulled into one wizarding world. Cathedral window murals, house banners, potion shelves, and details guests will photograph from the second they walk in. This is not a townhome with theming, it is an experience guests book specifically to stay in. The main level is built for groups. Open kitchen with a large center island, bar seating for six, a dining table that handles the whole party, and a living room that flows straight into the outdoor space. Out back, a private paver patio with a full outdoor kitchen, grill, and dining setup under a shade tree. This is where the five star reviews come from. Rare for a townhome, the main floor primary suite is a booking magnet for groups that need single level access; the kind of detail guests filter for. A half bath off the main living area keeps the bedrooms private. Upstairs, every bedroom has its own dedicated bath. No one is negotiating over showers, no one is waiting in line. Summerville Resort is gated, zoned for short term rental, and loaded with amenities guests expect. Resort style pool and spa, fitness center, clubhouse, and a game room with foosball. Minutes to the theme parks, shopping, dining, and easy access to the highway. HOA covers cable, internet, trash, pool, grounds, and exterior maintenance, so the operating side stays clean. Sold fully furnished with existing bookings in place. Turnkey, producing, ready for the next owner to step in.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Brad Young (407-897-5400)
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