Location: Kissimmee
Keyword(s): Kissimmee Middle
Keyword(s) Middle School: Kissimmee Middle
Do Not Show Listings
709 S DILLINGHAM AVE, KISSIMMEE, FL 34741
$529,900112 Days on yellowkey MLS ID: S5143373
Bed: 6 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2902 Built: 1983 Tax: $6,589 (2025)Community: E B Waters AddSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,589
Elementary School: Thacker Avenue Elem (K 5)
High School: Osceola High School
Tax Year: 2025
Middle School: Kissimmee Middle
Remarks: INVESTORS OPPORTUNITY !!!! TENANT OCCUPIED. Fully remodeled, this inviting single-family home at 709 S Dillingham Ave in Kissimmee is designed for comfort and flexibility. The thoughtfully updated interior offers modern finishes throughout, creating a fresh and welcoming feel from the moment you arrive. Ideal for multi-generational living, the home includes a private mother-in-law suite with 2 bedrooms and 1 bathroom, perfect for extended family or guests while still maintaining privacy. Centrally located near downtown Kissimmee, shopping, dining, schools, and major roadways. Enjoy peace of mind with a beautifully updated home ready for its next chapter. A wonderful opportunity to settle into a space where everyone feels at home. Buyer to verify all measurements and information.
Listing is courtesy of: GPS PROPERTY GROUP INC. (407-439-2527)
Listing Agent: Abel Jimenez (407-452-4119)
2201 SAN VITORINO CIR #108, KISSIMMEE, FL 34741
$257,900199 Days on yellowkey MLS ID: O6359745
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1470 Built: 2004Monthly Fee: $500 Tax: $3,865 (2025)Community: Venetian Bay Vlg Condo Ph 2Townhouse
Taxes:$3,865
Elementary School: Kissimmee Elem
Remarks: Dream townhome alert! This gorgeous 4BR/3BA (including 2 ensuites) unit in San Vitorino Cir, Kissimmee offers 1,470 sq ft of bright, open living space perfect for entertaining and relaxing. With a recently remodeled owner's suite and a recently replaced AC unit and boiler. Enjoy your morning coffee on the small patio / varanda, and experience the comfort of move-in ready Florida living. The community features 3 sparkling pools, a full clubhouse, and plenty of amenities for fun and fitness. Prime location near highways, shopping, dining, and schools— don’t wait, your new home awaits!
Listing is courtesy of: DEBRASSI REALTY LLC (407-446-1343)
Listing Agent: Marcela Andrade Drummond (407-752-2323)
2591 SWOOP CIR, KISSIMMEE, FL 34741
$639,990103 Days on yellowkey MLS ID: O6382854
REDUCED by $9,990 (1.5%) on 05/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2368 Built: 2010Monthly Fee: $215 Tax: $8,767 (2024)Community: AvillaSpa: YesSingle Family
Taxes:$8,767
Elementary School: Floral Ridge Elementary
Tax Year: 2024
Remarks: SELLER MOTIVATED - PRICE TO SELL - GREAT OPPORTUNITY STUNNING FULLY RENOVATED 3 BEDROOM POOL HOME – PRIME LOCATION IN KISSIMMEE Welcome to this beautifully upgraded 3-bedroom, 1 bonus room, 2-bathroom home located and a spot available with possibility to build a one more bathroom. This property has been completely renovated with high-end finishes throughout and offers the perfect blend of elegance, comfort, and Florida lifestyle living. Fully renovated interior. Premium, first-line flooring throughout. Sophisticated wood panel accent walls. Designer-decorated bedrooms. Completely remodeled kitchen with modern finishes. Updated bathrooms with contemporary style. Extended driveway for additional parking Private heated pool with spa. Outdoor gourmet area perfect for entertaining. Beautiful pond water view with a colonial-style architectural details. Gated community for added security. The open floor plan creates a bright and welcoming atmosphere, ideal for both primary residence, vacation home, or investment property. The backyard is a true retreat, featuring a heated pool and spa overlooking a peaceful pond view — perfect for relaxing evenings or entertaining guests. This home shows pride of ownership and attention to detail in every corner. The bedroom furniture has been removed; the summer kitchen needs to be finished, and the refrigerator was removed because it was broken. Seller is highly motivated and priced to sell. Excellent opportunity in one of Kissimmee’s most sought-after areas, close to major highways, shopping, dining, and attractions.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Francisco Tatagiba Junior (386-517-3488)
2215 SAN VITTORINO CIR #102, KISSIMMEE, FL 34741
$265,00072 Days on yellowkey MLS ID: O6390623
REDUCED by $10,000 (3.6%) on 05/03/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1470 Built: 2004 Tax: $4,031 (2025)Community: Venetian Bay Village Condo Ph 2Spa: NoCondo
Taxes:$4,031
Remarks: **Turnkey Resort Townhome – Active Short-Term Rental Opportunity** Welcome to this beautifully maintained 4-bedroom, 3-bath fully furnished townhome located in the highly desirable guard-gated resort community of Venetian Bay Villages. This turnkey property is currently operating as an active short-term rental, making it an excellent opportunity for investors, vacation home buyers, or full-time residents. The home features a spacious open living and dining area, a fully equipped kitchen, and a private porch just off the living room—perfect for relaxing after a day enjoying Central Florida’s attractions. The primary bedroom with en-suite bath is conveniently located on the first floor, while the second level offers additional bedrooms, including one bedroom with its own en-suite bathroom, providing comfort and privacy for guests and family. Residents and guests enjoy resort-style amenities, including multiple swimming pools, tennis courts, basketball courts, volleyball courts, a large clubhouse and recreation center, fitness center, game room, and playground. Ideally situated just minutes from Walt Disney World, The Loop, and Lake Tohopekaliga, with convenient access to shopping, restaurants, International Drive, and world-famous theme parks. Fully furnished and move-in or rental ready. Whether you’re looking for a vacation getaway, investment property, or primary residence, this home offers flexibility, location, and resort-style living all in one.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
2620 SANTOSH CV, KISSIMMEE, FL 34746
$459,00085 Days on yellowkey MLS ID: O6387887
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2038 Built: 2012Monthly Fee: $345 Tax: $5,872 (2025)Community: Veranda Palms Ph 1CSpa: NoSingle Family
Taxes:$5,872
High School: Poinciana High School
Remarks: Welcome to 2620 Santosh Cove, a beautifully maintained and fully furnished 4-bedroom, 3.5-bath pool home located in the highly desirable gated community of Veranda Palms. Whether you're searching for a primary residence, vacation retreat, or income-producing investment property, this home checks every box. Approved for both short-term and long-term rentals, this property offers exceptional flexibility for homeowners and investors alike. The home has demonstrated consistent guest demand, making it a strong opportunity for those seeking rental income in one of Central Florida’s most popular vacation corridors. Inside, you'll find a thoughtfully designed layout with a fully equipped kitchen, spacious living areas, and turnkey furnishings — everything conveys, making this a true move-in or rent-ready opportunity. Step outside to your private screened pool with no rear neighbors, offering added privacy and relaxation. The garage is currently converted into a game room for added entertainment value, but can easily be reverted back to a traditional garage if preferred. Beyond the home itself, location is everything. Just minutes away you’ll find major grocery stores, restaurants, outlet malls, and everyday conveniences — including a nearby Sam’s Club — making extended stays and guest turnovers seamless and convenient. All of this is located just a short drive to Disney, Orlando’s world-class attractions, and major roadways. Residents of Veranda Palms enjoy resort-style amenities including a clubhouse, pool with water slide, fitness center, splash park, and more — all within a secure gated community. This is a rare opportunity to own a versatile property in a prime location that offers lifestyle, convenience, and income potential all in one.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Tai Phan (877-366-2213)
1026 N PLANTATION DR #B14, KISSIMMEE, FL 34741
$135,000102 Days on yellowkey MLS ID: O6381666
0 Days Off yellowkey (back on 5/2/2026)
REDUCED by $15,000 (10.0%) on 04/29/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 872 Built: 1970 Tax: $2,635 (2025)Community: Terra CondoCondo
Taxes:$2,635
Remarks: Under contract-accepting backup offers. Opportunity is knocking at Terra Condo’s in Kissimmee! This FIRST FLOOR ~ END-UNIT condo is being sold FURNISHED, and is priced so you can bring your vision and make it your own. Whether you are ready to modernize with fresh finishes or lean into a bit of its vintage charm, the possibilities are wide open here. With just a little TLC, this light and bright space can truly shine! A covered front entry welcomes you inside to a nice layout featuring dedicated living and dining spaces that feel open yet defined. Natural light pours in thanks to the end-unit location, giving the home an airy feel throughout. The galley-style kitchen offers a generous amount of cabinet and counter space, providing a functional layout that is ready for your personal touch. Off the dining area, sliding glass doors lead to a SCREENED LANAI complete with a convenient STORAGE closet – perfect for enjoying Florida’s year-round weather. Located in a GATED ACCESS, all owner-occupied community, Terra Condo offers amenities designed for easy living, including a COMMUNITY POOL and clubhouse, with water, sewer, and trash included in the HOA. The location puts you close to shopping, dining, local lakes, area resorts, and world-famous theme parks, making it ideal as a primary residence or seasonal getaway! If you have been looking for an affordable first-floor condo in Kissimmee with room to add value and personalize, this is your chance. Bring your ideas and unlock the potential! **Seller may consider buyer concessions if made in an offer**
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
1329 WINDSOR DR, KISSIMMEE, FL 34741
$180,00028 Days on yellowkey MLS ID: O6403991
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1290 Built: 1982Monthly Fee: $375 Tax: $992 (2025)Community: Windsor Pines 1 CondoCondo
Taxes:$992
Elementary School: Highlands Elem
Remarks: Two stories, two bedrooms, two and a half baths, with the boring expensive stuff already handled. NEW roof overhead, NEW AC, NEW hot water heater, special assessment already paid, NEW living room flooring downstairs, NEW carpet up, and FRESH paint throughout. The first floor opens into a foyer that gives way to a full dining room on one side and a kitchen with breakfast bar seating on the other, both flanking a living room that stretches to back sliders. A second set of sliders off the front leads to a private patio, so you get cross-breeze and two outdoor spots before you even head upstairs. A half bath sits tucked off the kitchen for guests. Upstairs holds two true primary suites, each with its own full bathroom and its own private balcony. One faces the front, one faces the back, both have walk-in closets, and the laundry closet lives upstairs where the laundry actually is. Windsor Pines comes with a community pool and a playground, and the location does the rest of the work. You're a few minutes from The Loop, where the grocery run, the dinner reservation, and the movie all happen in one parking lot. Ten minutes to downtown Kissimmee and the lakefront, straight onto Osceola Parkway or the Turnpike when you need to be elsewhere, and about fifteen minutes from the Disney gates when you don't. Two primaries. Two porches. Two private balconies. One opportunity.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Shawn Layton (321-514-8055)
4817 LULLABY LN, KISSIMMEE, FL 34746
$525,00045 Days on yellowkey MLS ID: O6398591
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1914 Built: 2018Monthly Fee: $480 Tax: $7,482 (2025)Community: Storey Lake Ph 3Spa: NoTownhouse
Taxes:$7,482
High School: Celebration High
Remarks: Don’t miss this incredible opportunity to own a fully furnished luxury vacation home in the highly sought-after Storey Lake Resort! This beautifully maintained 4-bedroom, 3-bathroom property offers a spacious and functional layout, perfect for both short-term rental investment and personal use. Ideally located just minutes from Orlando’s world-renowned attractions, including Disney, Universal Studios, SeaWorld, premium outlets, shopping, and dining, this home provides the perfect combination of convenience and lifestyle. Inside, you’ll find an open-concept floor plan designed for comfort and entertainment. The modern kitchen features spacious countertops, ample cabinetry, and a seamless flow into the dining and living areas. The home is tastefully decorated and fully equipped, making it truly turnkey for immediate rental income or personal enjoyment. The bedrooms are generously sized and thoughtfully designed to accommodate both owners and guests comfortably. The layout offers privacy and flexibility, making it ideal for vacation stays or extended use. Step outside to your private outdoor space, perfect for relaxing or entertaining. Whether enjoying Florida’s sunshine or unwinding after a day at the parks, this home delivers the ultimate vacation experience. Storey Lake Resort offers world-class amenities with two resort-style clubhouses, featuring lazy rivers, resort pools, water slides, splash pads, fitness centers, tiki bars, mini-golf, sports courts, playgrounds, and kayak rentals. The community provides a true resort-style atmosphere and is one of the most desirable vacation destinations in Central Florida. Zoned for short-term rentals, this property is an excellent opportunity for investors seeking strong rental potential in a prime location. Whether you are looking for a strong rental potential property or a vacation retreat, this home checks all the boxes. Schedule your private showing today!
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Danilo Aquino (689-243-6300)
2342 BARBADOS CT, KISSIMMEE, FL 34741
$240,00073 Days on yellowkey MLS ID: S5145920
REDUCED by $12,000 (4.8%) on 05/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 991 Built: 1984Monthly Fee: $251 Tax: $2,956 (2025)Community: Caribbean Villas Condo Ph A-FVilla
Taxes:$2,956
Remarks: Welcome to this beautiful, completely renovated villa. Location, location, location! This area in downtown Kissimmee is situated close to The Loop Shopping Center, featuring all the best shops and restaurants. It also offers access to top-tier medical care, including hospitals, medical specialists, and excellent healthcare services. This villa has been fully renovated and features stainless steel appliances, granite countertops, a washer and dryer, updated bathrooms, and perfectly coordinated wood flooring. Additionally, it includes two parking spaces directly in front of the property. The community also offers a swimming pool and a recreational area.
Listing is courtesy of: FLORIDA FANTASY REAL ESTATE INC (407-397-9039)
Listing Agent: Yolanda Gonzalez (407-535-9722)
7568 SUNFLOWER CIR, KISSIMMEE, FL 34747
$429,00087 Days on yellowkey MLS ID: O6387020
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1530 Built: 2023Monthly Fee: $483 Tax: $4,454 (2024)Community: Summerville ResortTownhouse
Taxes:$4,454
Elementary School: None
Remarks: Welcome to 7568 Sunflower Circle in Summerville Resort—your turnkey opportunity just minutes from Disney and Central Florida’s world-class attractions. This fully furnished 3-bedroom, 3-bath townhome comes with over $40,000 in stylish décor and is rental-ready. The open-concept main floor features a modern kitchen with granite countertops, stainless steel appliances, gas range, and a large island with breakfast bar seating. A convenient first-floor suite offers private en-suite access, while upstairs you’ll find two additional en-suite bedrooms and a versatile loft—perfect for a game room or office. Enjoy movie nights in the spacious living area or step out to the private paver patio for morning coffee or evening relaxation. As a resident or guest, you’ll love resort-style amenities including a pool, fitness center, clubhouse, and playground. Whether as a full-time residence, vacation home, or short-term rental investment, this property delivers the perfect blend of comfort, style, and location.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Sunveer Lally (407-301-3945)
2931 FABLE ST, KISSIMMEE, FL 34746
$945,000120 Days on yellowkey MLS ID: O6374589
Bed: 9 Bath: 5.0 Liv Area Sq Ft: 4289 Built: 2018Monthly Fee: $569 Tax: $13,633 (2025)Community: Storey Lake Ph 3Single Family
Taxes:$13,633
Remarks: PRICE REDUCED TO SELL !!!!! Exceptional 9-bedroom, 5-bathroom home located in the Storey Lake Vacation Community, conveniently close to Disney theme parks, shopping outlets, dining, and major attractions. The property has been recently painted and is well and professionally decorated, offering a clean and functional layout suitable for large groups. A new game room adds additional usable space and increases appeal for short-term rentals. The home includes a private pool with water view and good privacy. Recent improvements include a refrigerator replaced in 2024, a new washer installed in 2025, and a second water heater added in 2024, providing added capacity and reliability. A solid opportunity in a community that allows short-term rentals, with strong demand and consistent investment potential. Do not miss this opportunity.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Silvia Farao Dias Fregni, Llc (321-316-9098)
101 SENECA POINT TRL, KISSIMMEE, FL 34746
$350,00029 Days on yellowkey MLS ID: TB8501158
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1330 Built: 1998Monthly Fee: $8 Tax: $7,876 (2025)Community: Indian Point Ph 4Spa: NoSingle Family
Taxes:$7,876
Remarks: This updated beautiful corner lot home located at 101 Seneca Point Trl is now officially on the Market!! This 4 bedroom, 2 bathrooms home offers a perfect blend of comfort and style with many upgrades, 2018 roof installation, tiles flooring throughout, A/C 2022, HVAC, water heater, warm wooden cabinets with granite countertops, both bathrooms have been updated with matching countertops. Outside, enjoy your private oasis in the screened-in Pool, fully enclosed by a wht vinyl fence for added privacy. Plus, with solar panels already installed, you'll enjoy significant energy savings while living in comfort and style. Less than one mile from Super Wal-Mart and entertainment.
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Miguel Rivera (716-602-9489)
121 MADIERA BEACH BLVD, KISSIMMEE, FL 34746
$499,000119 Days on yellowkey MLS ID: S5142833
0 Days Off yellowkey (back on 3/2/2026)
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 2834 Built: 2005Monthly Fee: $100 Tax: $7,429 (2025)Community: Terra VerdeSingle Family
Taxes:$7,429
Elementary School: Sunrise Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. This stunning 6-bedroom, 5.5-bathroom vacation home is a waterfront gem with a sparkling pool and spa, conveniently located just four houses away from the clubhouse—perfect for both relaxation and entertainment! Step inside and enjoy the spacious, open floor plan that offers a fantastic flow for both living and entertaining. As you enter the home, you’ll find the formal living and dining rooms at the front, while the back of the home features a large family room, kitchen, and kitchen nook dining area, all offering breathtaking views of the pool and pond. The kitchen is a chef’s delight, boasting a huge closet pantry, a kitchen island, and all-new appliances, perfect for hosting or catering to large gatherings. The primary master bedroom is conveniently located on the ground floor, providing ultimate privacy and easy access to the outdoor oasis. This bedroom offers gorgeous pool and water views, creating a serene retreat. It also features a spacious ensuite bathroom complete with a large countertop, a corner soaking tub, a separate shower, a private toilet room, and a walk-in closet, offering both comfort and luxury. Adjacent to the master is a guest half bathroom and a fully equipped laundry room. The outdoor space is nothing short of spectacular! The humongous, fully screened patio offers both shaded areas and sun-soaked spaces, making it perfect for lounging or dining al fresco. The sparkling, recently refinished pool and spa overlooks the tranquil pond, creating the ultimate vacation retreat feel. Whether you’re soaking in the sun or relaxing in the shade, the views from this patio are simply STUNNING. Upstairs, you’ll find the remaining bedrooms, including three ensuite bedrooms—perfect for large groups or multiple guests. Each bedroom is thoughtfully designed to maximize privacy and comfort, making this home an ideal vacation property or luxurious Airbnb/VRBO rental.This property has been meticulously maintained and updated with fresh paint inside and out, new laminate wood flooring, new blinds, ceiling fans, new electrical outlets and switches, and a brand-new security system. Even the garage has been refreshed with new flooring. The seller has invested significantly in upgrading this home, making it move-in ready or immediately available for short-term rental use. Located in the highly sought-after, guard-gated Terra Verde community, this waterfront home offers unparalleled amenities, including a beautiful clubhouse, beach entry pool, hot tub, pier, shuffleboard court, a children’s playground, basketball courts, a movie room, fitness center, beach volleyball, and mini-golf. All of this is just minutes from US 192, with its array of shopping and dining options, a 5-minute drive to Walmart, and less than 20 minutes to Disney theme parks and Celebration. Plus, with proximity to SeaWorld, Universal Studios, and Orlando International Airport, you’ll enjoy easy access to all that Central Florida has to offer. Looking for a beach getaway? You’re just over an hour to Cocoa Beach and under two hours to the stunning west coast beaches. To showcase the property’s incredible potential as either a luxurious private residence or a high-end vacation rental, some of the listing photos have been virtually staged. Don’t miss your chance to own this waterfront paradise in one of Central Florida’s most desirable resort communities!
Listing Agent: Irena Aistrop (321-443-7535)
3228 RUNNING BEAR WAY, KISSIMMEE, FL 34746
$389,000243 Days on yellowkey MLS ID: O6347986
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1377 Built: 1991 Tax: $1,764 (2025)Community: Indian WellsSingle Family
Taxes:$1,764
Elementary School: Reedy Creek Elem (K 5)
Remarks: Charming and well-kept 3-bedroom, 2-bathroom home in the highly desirable Indian Wells community This home features a spacious split-bedroom, open floor plan with great natural light, a large fully fenced-in yard, and a 2-car garage. Some of the many updates you’ll appreciate at this property are New roof, siding, fascia, gutters, and garage ceiling completed in 2023 and New bathroom renovations and garbage disposal in 2024. Step outside to your own private backyard featuring a sparkling pool perfect for cooling off after a fun-filled day at Disney. The spacious patio is ideal for relaxing in the Florida sunshine or entertaining guests. —Outdoor Living at its Best.. Located on a quiet street, the property offers privacy and comfort while being just minutes from Walt Disney World, world-class outlet shopping, restaurants, major highways, and all the top attractions that make Central Florida famous. The community offers fantastic amenities, including a basketball court, tennis courts, and a playground. This home is perfect whether you're buying your first home, downsizing, or building your rental portfolio.
Listing is courtesy of: LJL REAL ESTATE, INC. (407-355-7889)
Listing Agent: Robert Lynch (407-355-7889)
9008 SHINE DR, KISSIMMEE, FL 34747
$335,000258 Days on yellowkey MLS ID: O6341857
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1694 Built: 2016Monthly Fee: $575 Tax: $3,789 (2024)Community: West Lucaya VillageTownhouse
Taxes:$3,789
Elementary School: Westside K-8
Remarks: NO CARPET throughout the home!! Bathrooms renovated in April 2026. A/C (2025). FULLY FURNISHED & MOVE-IN READY! Discover this magical 4-bedroom, 3-bathroom home on Shine Dr in WEST LUCAYA VILLAGE, perfectly positioned just 10 miles from Magic Kingdom and conveniently LOCATED DIRECTLY ACROSS FROM THE CLUBHOUSE AND LEISURE FACILITIES! This exceptional property comes COMPLETELY FURNISHED and features enchanting Disney and Harry Potter themed bedrooms that will captivate guests and family alike. ZONED FOR SHORT TERM RENTAL - This property is legally approved for vacation rentals, making it an excellent income-producing investment opportunity! enjoy beautiful, easy-to-maintain flooring perfect for Florida living and vacation rental operations. Located in WEST LUCAYA VILLAGE on the highly desirable US-192 corridor in Kissimmee, this home provides unbeatable convenience to all Central Florida attractions while being nestled in a resort-style community. The HOA fee of $575 includes HIGH-SPEED INTERNET and CABLE TV. RESORT-STYLE AMENITIES include a stunning clubhouse with sparkling pool, fully equipped fitness center, and playground - perfect for family entertainment and enhancing rental guest experience. EXCEPTIONAL SHORT TERM RENTAL OPPORTUNITY - The magical themed rooms, prime Disney-area location, and resort amenities make this property ideal for generating strong rental income. Whether you're seeking a primary residence, vacation home, or investment property, this turnkey gem offers immediate enjoyment and proven income potential. Don't miss this chance to own a piece of the magic - schedule your showing today!
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Frederico Hexsel (407-745-8841)
2801 OAKWATER DR #2801, KISSIMMEE, FL 34747
$320,00071 Days on yellowkey MLS ID: O6391169
REDUCED by $5,000 (1.5%) on 04/30/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1255 Built: 2007Monthly Fee: $495 Tax: $3,726 (2025)Community: Oakwater Ph 04Condo
Taxes:$3,726
Elementary School: Westside Elem
Remarks: Welcome to 2801 Oakwater Dr, Kissimmee, FL 34747 - This 3-bedroom, 2-bathroom end-unit condo with a 1-car garage is located in the gated Oakwater community, just minutes from Walt Disney World, major attractions, shopping, dining, and Central Florida highways. This 1,465 sq ft condo features a split-bedroom floor plan with the primary suite positioned at the rear for added privacy, including water views, dual closets, and an ensuite bath with shower. The kitchen includes granite countertops, breakfast bar seating, ample cabinetry, and all appliances. The open living and dining areas provide access to a private lanai overlooking the lake. Additional features include an interior laundry closet with washer and dryer, attached garage, and exterior storage. The end-unit location provides added natural light and privacy. Oakwater offers resort-style amenities including a clubhouse, fitness center, game room, community pool, tennis courts, and playground. HOA includes cable TV, internet, and exterior maintenance. This property may be suitable as a primary residence, second home, or investment opportunity. Buyers should verify leasing restrictions and HOA guidelines. Schedule your showing today.
Listing is courtesy of: PLATINUM REAL ESTATE (888-974-7253)
Listing Agent: Scot Hartwell (407-791-8466)
2853 CLUB CORTILE CIR, KISSIMMEE, FL 34746
$225,00039 Days on yellowkey MLS ID: O6400476
2 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1880 Built: 2006Monthly Fee: $298 Tax: $3,445 (2025)Community: Club CortileTownhouse
Taxes:$3,445
Remarks: Under contract-accepting backup offers. 4BR/3BA townhome in gated Club Cortile, just minutes to Disney, Orlando International Airport, shopping, dining, and major attractions! This spacious property features a versatile layout with a main-floor bedroom and full bath, ideal for guests or flexible use. Enjoy a well-designed kitchen, open dining area, and a relaxing lake fountain view that adds to the overall appeal. Upstairs includes a comfortable primary suite with walk-in closet and ensuite bath, along with additional bedrooms to accommodate families or larger groups making it a strong option for personal use or rental potential. Located in a resort-style community, residents and guests enjoy access to a heated pool, hot tub, fitness center, clubhouse, and tennis courts that can easily be enjoyed by pickleball enthusiasts, a growing favorite among vacationers. Positioned in a high-demand area near all major attractions, this property offers the opportunity to furnish to your style and maximize its potential as a vacation home or income-producing rental.
Listing is courtesy of: REMAX SUNSTATE REALTY (416-450-7436)
Listing Agent: Asmaa Filali (407-443-5425)
4960 WINDERMERE AVE, KISSIMMEE, FL 34746
$445,000112 Days on yellowkey MLS ID: O6379770
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1914 Built: 2018Monthly Fee: $286 Tax: $7,794 (2025)Community: Storey LakeTownhouse
Taxes:$7,794
Remarks: Beautifully appointed and fully furnished, this 4-bedroom, 3-bathroom townhouse is located within the highly desirable gated resort community of Storey Lake. Zoned for short-term rentals, this property offers an exceptional opportunity for both personal use and investment. The home features an open-concept floor plan designed for comfort and functionality. The upgraded kitchen showcases stainless steel appliances, quartz countertops, and a stylish tile backsplash, seamlessly flowing into the spacious living and dining areas — perfect for entertaining or relaxing after a day at the parks. The property is tastefully decorated and turnkey, offering a welcoming and refined atmosphere for owners and guests alike. Step outside to enjoy your private screened-in pool, ideal for relaxing and enjoying Florida’s beautiful weather. Storey Lake Resort offers outstanding resort-style amenities, including a clubhouse with a resort pool, lazy river, water slides, splash park, heated spa, poolside bar and grill, tennis courts, sand volleyball court, basketball courts, cabanas, movie theater, bar/restaurant, and a fully equipped fitness center. Ideally located just minutes from Disney Springs, Walt Disney World Parks, shopping, dining, and major attractions, this property provides both luxury and convenience in one of Central Florida’s most sought-after vacation communities.
Listing Agent: Ana Sampaio Pereira Willeman Moura (312-523-7720)
3111 RIVER BRANCH CIR, KISSIMMEE, FL 34741
$325,000228 Days on yellowkey MLS ID: V4945364
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1964 Built: 2000Monthly Fee: $349 Tax: $2,799 (2024)Community: Sterling ParkTownhouse
Taxes:$2,799
Elementary School: Central Avenue Elem
Remarks: Opportunity is knocking with this stunning property nestled within the highly sought-after Stonefield community in Hunter’s Creek. This is a rare chance to own a spacious, updated townhome with an ASSUMABLE FHA LOAN at an incredible 3.375 interest rate, a true game changer in today’s market! But wait that’s not all! This 2-bedroom, 2-bath home with a 1-car garage features three additional flex rooms, offering incredible versatility for your lifestyle. Whether you need a private home office, formal dining room, cozy den, or guest suite, this floor plan easily adapts to your needs. Enjoy the perks of modern living and energy efficiency with a paid off solar energy system providing substantial savings, plus a newer 2021 energy-efficient A/C unit. Inside, you’ll find tile and laminate flooring throughout, appliances and an interior laundry room with washer & dryer included along with built-in cabinetry for convenient storage. The primary suite offers abundant natural light, a spacious walk-in closet, private ensuite bathroom featuring double vanities and an oversized walk-in linen closet. Upstairs, you’ll discover two large bonus rooms perfect for an office, studio, guest quarters or extra storage that many homes lack. The second bedroom is located on the main floor across from the updated second bathroom, which, like the primary, features stone countertops and modern finishes. Stylish lighting fixtures throughout the home add a contemporary touch, making this property truly move-in ready. Residents of Stonefield enjoy a secure gated community with resort-style amenities, including resort style pool, clubhouse, fitness center, tennis courts, fishing dock and walking / biking trails surrounded by exotic landscaping. Located just 15 minutes from Disney, Universal, Orlando’s top attractions, 20 minutes from Orlando International Airport, hospitals, schools, medical offices, markets and steps from The Loop’s dining with plenty of shopping for everyday needs. This home perfectly blends convenience, comfort and lifestyle. Live a life of ease, style and abundance of opportunity.
Listing is courtesy of: LPT REALTY LLC (386-204-6398)
Listing Agent: Scarlett Napolitano (407-808-6757)
2615 CECILE ST, KISSIMMEE, FL 34741
$369,000133 Days on yellowkey MLS ID: S5141774
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1532 Built: 1972 Tax: $3,048 (2025)Community: Orange Gardens Sec 4Single Family
Taxes:$3,048
Remarks: HUGE PRICE REDUCTION! Welcome to this inviting and well-maintained home located in the heart of Kissimmee. Offering a functional layout with spacious living areas, this property blends comfort, convenience, and everyday practicality. Natural light flows through the home, creating a warm and welcoming atmosphere perfect for both relaxing and entertaining. The generous backyard provides endless possibilities — ideal for gatherings, gardening, or creating your own outdoor retreat. With no HOA, you’ll enjoy flexibility and freedom rarely found in today’s market. Centrally located near shopping, dining, schools, and major highways, this home offers easy access to everything Kissimmee has to offer while still providing a sense of privacy and calm. Whether you’re a first-time buyer, growing household, or investor, this property represents a solid opportunity and a place ready to create new memories. Schedule your private showing today — homes like this don’t last.
Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)
Listing Agent: Paola Almonte (407-968-7511)
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