Location: Kissimmee
Keyword(s): Kissimmee Middle
Keyword(s) Middle School: Kissimmee Middle
Do Not Show Listings
2902 PERSHING ST, KISSIMMEE, FL 34741
$167,000Listed 04/14/2026 12:32PM MLS ID: S5147272
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 882 Built: 1958 Tax: $2,476 (2025)Community: Gilbert ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,476
Elementary School: Pleasant Hill Elem
High School: Osceola High School
Tax Year: 2025
Middle School: Kissimmee Middle
Remarks: Best value in the city of Kissimmee! This upgraded 3-bedroom, 1-bath home is one of the most affordable properties in the entire zip code—an incredible opportunity you don’t want to miss. Move-in ready with recent improvements, this property offers the added benefit of NO HOA, providing freedom and flexibility for homeowners and investors alike. Ideally located in Kissimmee, just approximately 20 minutes from Orlando International Airport and 25 minutes from Walt Disney World. Enjoy easy access to major roadways including US-192, John Young Parkway, Osceola Parkway, and Florida’s Turnpike, making commuting a breeze. Conveniently close to shopping, dining, and schools. Perfect for first-time buyers or investors looking for strong value in a high-demand area!
Listing is courtesy of: FLORIDA LAKES REALTY (407-593-9087)
Listing Agent: Tatiana Diaz (407-593-9087)
2979 WHITE CEDAR CIR, KISSIMMEE, FL 34741
$410,0005 Days on yellowkey MLS ID: O6397695
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1942 Built: 2004Monthly Fee: $80 Tax: $4,235 (2025)Community: Windsor Point Ph 2Single Family
Taxes:$4,235
Elementary School: Floral Ridge Elementary
Remarks: Welcome to this 3 bedroom, 2 bathroom home located in a gated community in the heart of Kissimmee, Florida, just minutes from The Loop, a popular shopping, dining, and entertainment destination. Enjoy convenient access to Walt Disney World (approximately 25 minutes) as well as Universal Orlando and Central Florida’s world-famous theme parks, placing you close to everything the Orlando area has to offer. This move-in ready home features a desirable split floor plan with spacious living areas and thoughtful updates throughout. Recent improvements include a 2025 roof, newer AC (2017), and a water softener system providing added peace of mind. Inside, you'll find fresh interior paint, new baseboards, and a refreshed front door that give the home a clean and welcoming feel. The layout offers generously sized bedrooms, along with a kitchen and family room combination that creates a comfortable space for gathering and entertaining. A formal living and dining area provides additional flexibility and can easily function as a home office, flex space, additional living area, or hobby room. Other Residents of this gated Kissimmee community enjoy access to neighborhood amenities including a community pool, playground, and clubhouse, adding to the convenience and lifestyle this location offers. With easy access to shopping, dining, major roadways, and Central Florida attractions, this Kissimmee home offers comfort, convenience, and the opportunity to make it your own. Call to schedule your private showing! SELLER WILL PROVIDE $5000 CREDIT TOWARD NEW FLOORING.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Suzette Berkhalter (407-864-6206)
2365 RAPOLLO DR, KISSIMMEE, FL 34741
$514,90021 Days on yellowkey MLS ID: O6379468
REDUCED by $15,000 (2.8%) on 04/14/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2391 Built: 2018Monthly Fee: $167 Tax: $8,804 (2025)Community: Tapestry Ph 4Single Family
Taxes:$8,804
Remarks: One or more photo(s) has been virtually staged. Welcome to 2365 Rapollo Drive, located in the highly sought-after gated community of Tapestry in Kissimmee! This beautifully maintained residence offers the perfect blend of comfort, style, and convenience. Featuring a spacious open-concept floor plan, this home is ideal for both everyday living and entertaining. The chef-inspired kitchen boasts modern cabinetry, granite countertops, stainless steel appliances, and a large center island overlooking the living and dining areas. Natural light fills the home, highlighting the thoughtfully designed layout and generous living spaces. The primary suite offers a with a walk-in closet and an ensuite bath complete with dual vanities and a spacious shower. Additional bedrooms provide flexibility for guests, a home office, or growing needs. Step outside to the fenced backyard space perfect for relaxing evenings or weekend gatherings. Residents of Tapestry enjoy resort style amenities including a clubhouse, sparkling pool, fitness center, and 24hr gated/guarded security. Conveniently located near The Loop shopping center, major highways, dining, and just minutes from world-famous attractions and Orlando International Airport. Don’t miss this opportunity to own in one of Kissimmee’s premier communities. Call to schedule your private showing today! Virtual tour available (English): https://youtu.be/g8VTYhJaErk . Virtual tour available (Spanish): https://youtu.be/MxjL10fnLpE
Listing is courtesy of: AGG REALTY & MANAGEMENT LLC (407-267-7926)
Listing Agent: Amar Guemraoui (407-267-7926)
2879 OCONNELL DR, KISSIMMEE, FL 34741
$435,00033 Days on yellowkey MLS ID: O6390445
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2245 Built: 2005Monthly Fee: $100 Tax: $2,760 (2025)Community: Cypress ReserveSingle Family
Taxes:$2,760
Remarks: Brand New Interior Paint--Move in Ready! Welcome to the beautifully maintained 3 Bedroom 2-Bathroom home located in the desirable gated community of Cypress Reserve! Featuring an open concept layout with wood flooring throughout, crown molding and window treatments! This home offers both style and comfort on a gorgeous, oversized lot! The kitchen is fully equipped with a refrigerator, dishwasher, oven and microwave and showcases Corian countertops, tiled backsplash, maple cabinetry, and a closet pantry. An eat-in area just off of the family room creates the perfect space for casual dining and everyday living. The spacious primary suite and secondary bedrooms offer a functional split floor plan. A 2023 AC and 2018 ROOF provides a peace of mind. Washer and dryer convey with the sale. Step outside and enjoy a large, enclosed lanai overlooking an expansive backyard--ideal for entertaining or relaxing year-round. Move in ready and conveniently located near shopping (The Loop), dining, and major roadways. Come and see this home today!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Catherine Lambert Pa (407-908-2525)
3028 PARKWAY BLVD #208, KISSIMMEE, FL 34747
$189,0001 Day on yellowkey MLS ID: S5147723
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 937 Built: 1990Monthly Fee: $593 Tax: $2,397 (2025)Community: Blossom Park Villas CondoCondo
Taxes:$2,397
Elementary School: Reedy Creek Elem (K 5)
High School: Celebration High
Remarks: One or more photo(s) has been virtually staged. Renovated 2BR/2BA condo with NEW HVAC (2025) in a prime location, just across Hwy 192 from Celebration Hospital. This move-in ready home features fresh paint (2026), NO carpet, updated bathrooms with quartz countertops, new vanities, and porcelain tile showers. The kitchen has been fully updated with quartz countertops, new cabinetry, and stainless steel appliances. Spacious laundry room with washer and dryer included. Enjoy peaceful water and pool views from your front balcony. Community amenities include a pool, hot tub, fitness center, clubhouse, and on-site management. Ideally located near Disney, Celebration, outlet malls, dining, Old Town, and golf. Everything you need just minutes away.
Listing Agent: Deborah Roldan (407-952-0214)
3228 RUNNING BEAR WAY, KISSIMMEE, FL 34746
$389,000199 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
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)
3191 PARADOX CIR #405, KISSIMMEE, FL 34746
$367,76024 Days on yellowkey MLS ID: S5146311
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1196 Built: 2022Monthly Fee: $859 Tax: $5,717 (2025)Community: The Terraces At Storey Lake Condo 3 Ph 12Spa: YesCondo
Taxes:$5,717
Remarks: Turn-key opportunity in the highly sought-after Storey Lake Resort! This fully furnished and beautifully equipped 2-bedroom, 2-bathroom condo is rental-ready and well-suited for short-term rental use or as a vacation home. A standout feature of this unit is its Disney-themed bedrooms, featuring Star Wars and Mickey Mouse designs that create a fun and memorable experience for guests of all ages. The themed décor adds a unique touch that is highly appealing in the short-term rental market. This unit has also been a consistently rented property within the current property management program. The thoughtfully designed open-concept layout offers a bright and welcoming space. The modern kitchen comes fully equipped with appliances, cookware, and utensils. A versatile nook with an additional sofa bed provides flexibility for use and accommodations, while a dedicated desk area is ideal for remote work or extended stays. Step out onto the private balcony and enjoy the lake views, a perfect setting for relaxing after a day out. Located on the top floor, this unit offers added privacy with no upstairs neighbors. Conveniently located just minutes from Walt Disney World, Disney Springs, shopping, dining, and Orlando’s main attractions, Storey Lake Resort is a popular destination for visitors. The community offers a variety of amenities including a resort-style pool, lazy river, water slides, splash pad, fitness center, sports courts, and more. Whether you are looking for a vacation home or a property suitable for short-term rental use, this condo offers a great combination of location, features, and convenience.
Listing is courtesy of: INTERINVESTMENTS REALTY, INC. (305-220-1101)
Listing Agent: Emilio Cardenal, Jr. (305-220-1101)
4561 CABELLO LOOP, KISSIMMEE, FL 34746
$659,000394 Days on yellowkey MLS ID: O6290247
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3042 Built: 2015Monthly Fee: $346 Tax: $8,463 (2024)Community: Bellavida Ph 2BSingle Family
Taxes:$8,463
Elementary School: Central Avenue Elem
High School: Poinciana High School
Tax Year: 2024
Remarks: 5-Bed, 5-Bath Home in Bellavida Resort with Private Screened Pool – Minutes from Disney! Located in the sought-after Bellavida Resort, this spacious and beautifully maintained 5-bedroom, 5-bathroom home offers the perfect blend of comfort, style, and prime location—just minutes from Disney, shopping, dining, and top Orlando attractions. Ideal as a primary residence, vacation retreat, or short-term rental, this move-in-ready home is packed with value. Inside, you'll find a thoughtfully designed floor plan with the master suite and three additional bedrooms upstairs, and one convenient bedroom on the first floor—perfect for guests or multigenerational living. Each bedroom is generously sized, and the five full bathrooms ensure comfort and convenience for all. At the heart of the home is an open-concept living area with a modern kitchen, dining space, and family room that flow together seamlessly. Step outside to your private screened-in pool, offering the ultimate space for relaxing or entertaining in true Florida style. As part of the resort-style Bellavida community, you’ll enjoy access to: A resort-style pool and spa Fitness center & clubhouse Walking trails, volleyball court, and playground 24/7 gated security Whether you’re looking to generate rental income or settle into your own Florida oasis, this home offers flexibility, location, and lifestyle. Don’t miss this opportunity—schedule your private showing today and experience the best of Bellavida living!
Listing is courtesy of: AMERICAN HORIZONS REALTY (407-466-0256)
Listing Agent: Martonio Pinto (407-466-0256)
3150 PARADOX CIR #302, KISSIMMEE, FL 34746
$295,000116 Days on yellowkey MLS ID: O6368790
INCREASED by $10,000 (3.5%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1186 Built: 2020 Tax: $5,733 (2025)Community: The Terraces At Storey Lake Condo 3 Ph 12Condo
Taxes:$5,733
Remarks: Attention Investors & Vacation Home Buyers! Welcome to resort-style living with exceptional income potential at the highly sought-after Storey Lake Resort in Kissimmee—just minutes from Orlando’s world-famous attractions. This beautifully upgraded, fully furnished 2-bedroom, 2-bath luxury condominium offers 1,287 sq. ft. of thoughtfully designed space and is completely turnkey and Airbnb-ready. Located on the third floor with elevator access, this inviting residence features elegant tile flooring throughout the main living areas and plush carpeting in the bedrooms, creating the perfect blend of comfort and sophistication. The modern, open kitchen showcases granite countertops, crisp white cabinetry, and premium black and stainless-steel appliances, ideal for entertaining guests or hosting vacation renters. An additional storage unit adds valuable convenience. Prime Location That Drives Demand Only 10 minutes from Walt Disney World Easy access to Osceola Parkway, Florida Turnpike, and I-4 Strategically positioned to avoid heavy traffic corridors Outstanding Investment Opportunity Short-term rentals allowed (1–7-day minimum) Perfect as a vacation home, second residence, or income-producing Airbnb Resort units are consistently in high demand and frequently booked World-Class Resort Amenities Enjoy access to Storey Lake’s renowned amenities, including Spectacular clubhouse Resort-style pool & lazy river, Splash pad & water park, Full-service tiki bar with food & beverages, Kayaking Lake Miniature golf and more. This is a great opportunity to own a turnkey property in one of Kissimmee’s most popular and profitable resort communities. Please contact us at least 24 hours in advance to schedule a showing and confirm availability. Appointment Only. Selling As-Is with the right to inspect. All measurements, room sizes, and HOA info are approximate and not guaranteed; any information contained herein critical to the buyer's decision to purchase must be verified by the buyer. The seller has multiple reservations on Airbnb and Vrbo, and the new buyer must honor those reservations until September 2026.
Listing is courtesy of: RE/MAX DOWNTOWN (407-770-2050)
Listing Agent: Eric Ortiz, P.A (407-758-0005)
3191 PARADOX CIR #108, KISSIMMEE, FL 34746
$374,00092 Days on yellowkey MLS ID: O6368427
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1329 Built: 2022Monthly Fee: $214 Tax: $6,419 (2024)Community: The Terraces At Storey Lake Condo 3 Ph 12Condo
Taxes:$6,419
Remarks: Warning: this is not a typical condo it offers the three must-haves for a successful vacation rental: prime location, first-floor convenience, and stunning lake views. This fully furnished 3BD/2BA corner unit in the award-winning Storey Lake Resort is completely turnkey and short-term-rental ready, featuring an open-concept layout, modern finishes, making it a favorite among guests for both comfort and easy maintenance. Owners and visitors enjoy world-class resort amenities including a lazy river, waterslides, resort-style pool, hot tub, fitness center, clubhouse, playground, sports courts, and even kayaking on the lake, all designed to drive high occupancy and premium nightly rates. Perfectly located minutes from Walt Disney World, Universal Studios, the Orlando Convention Center, Target and major shopping and dining, and Orlando International Airport (MCO), this condo is ideal for STR investors, second-home buyers, or anyone seeking a vacation home that pays for itself. Lake-view, first-floor, furnished corner units in Storey Lake are extremely rare.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Cristina Perez Rodriguez (407-724-3684)
4378 RHYME ST, KISSIMMEE, FL 34746
$635,00090 Days on yellowkey MLS ID: O6373825
1 Days Off yellowkey (back on 3/25/2026)
Bed: 5 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 2996 Built: 2022Monthly Fee: $305 Tax: $10,870 (2025)Community: Cove At Storey Lake 5Spa: YesSingle Family
Taxes:$10,870
Remarks: Under contract-accepting backup offers. Immediate income opportunity: Fully turnkey short-term rental property featuring a pool and spa. Property is completely furnished, equipped, and ready for guests. Discover the perfect blend of luxury and resort-style living at The Cove at Storey Lake Resort. This stunning 5-bedroom, 5-bathroom home is offered fully furnished and professionally designed, featuring two owner’s suites, a generous loft, and an open-concept floor plan that opens effortlessly to a covered lanai with a private pool and spa. The chef-inspired kitchen and spa-like bathrooms showcase elegant stone countertops, while a one-car garage adds convenience. Every detail has been carefully curated, creating a home that is both stylish and inviting. Storey Lake Resort delivers exceptional amenities designed to rival top luxury destinations. Enjoy two expansive clubhouses complete with lazy rivers, dual water slides, splash zones, tiki bars with food and beverage service, resort-style pools, fitness centers, and sports courts for basketball, tennis, volleyball, and mini golf. Additional highlights include playgrounds, cabanas, a community dock with kayaks, picnic areas, fire pits, and 24-hour gated security. Perfectly positioned just minutes from Disney, Universal, SeaWorld, and premier shopping, dining, and entertainment, this property is ideal as a luxury vacation retreat or a high-performing short-term rental. Offered fully turnkey, this exceptional home is ready for immediate enjoyment or income production from day one.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Veronica Figueroa (407-519-3980)
3071 GATSBY ST, KISSIMMEE, FL 34746
$420,000271 Days on yellowkey MLS ID: O6328156
0 Days Off yellowkey (back on 3/31/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1914 Built: 2017Monthly Fee: $276 Tax: $7,241 (2023)Community: Storey Lake Ph 2Townhouse
Taxes:$7,241
Tax Year: 2023
Remarks: Under contract-accepting backup offers. PRIME LOCATION & Fully Furnished with EVERYTHING included BELOW MARKET VALUE!! FRESHLY PAINTED Interior and recently Professionally Deep Cleaned including the upstairs Carpets Steam Cleaned! Welcoming all Investors, Snowbirds, Vacationers, and Disney fanatics! Use it while on vacation and collect high income when you're not using it! Healthy income-producing property generating rental income in one of the best communities in Kissimmee known for Short Term rentals. The sellers will transfer future bookings to the new owner if using as an investment. Welcome to this wildly popular 24 hour GATED Storey Lake resort community to showcase this stunning 4 bedrooms and 3 full bathrooms Townhome with a PRIVATE POOL that is fully screened in for privacy. This gorgeous pool townhome boasts a modern and open layout floor plan with plenty of space and natural lighting throughout. Also equipped with elegant light fixtures and ceiling fans throughout to keep the home nice and cool with the air circulation. Host and entertain your guests and find your inner chef in this upgraded gourmet kitchen providing both class and elegance. The kitchen is equipped with top of the line stainless steel appliances, granite stone countertops, tile backsplash, 42" cabinets, and a huge and inviting island that offers additional seating and counter prep space. The primary bedroom provides plenty of space to provide more comfort, and the guest bedrooms are themed to keep guests entertained and in magical spirits. The master and 2 guest bathrooms all have matching granite stone countertops. Designed for ultimate relaxation and entertainment, step out back for some fresh air and therapy to enjoy your well maintained private screened in-ground pool with nice outdoor furnishings, an outdoor gas grill to barbecue and a shaded lanai area to keep you cozy and out of the Florida sun. The Storey Lake resort-style community has SO much to offer to keep the fun and amenities going, including a resort-style pool and lazy river, an interactive kid zone splash pad park with two waterslides, a Clubhouse featuring a Tiki Bar/Grille, a private sand beach with canoe/kayak rentals, a boardwalk, picnic area with a fire pit, private cabanas, a community dock, tennis/basketball courts, and a sand volleyball court. The fitness center offers state-of-the-art equipment and is open for extended hours, and the community includes 24 hour security. Disney World is just a short 5 miles west, Disney Springs is 3 miles north, the popular shopping mall known as The LOOP is just 2.5 miles east. A short 15 mile distance from the Orlando International Airport, and within 15-20 miles of Universal Studios & Sea World, and many more attractions. Also close to world-class restaurants, shopping, supermarkets, hospitals/pharmacies, major roads and highways. Experience the epitome of luxury living and create cherished priceless memories with family and friends in this exceptional Storey Lake pool townhome resort providing you with the ULTIMATE Vacation Home Ownership Experience near Disney!
8189 SURF ST, KISSIMMEE, FL 34747
$337,90047 Days on yellowkey MLS ID: O6386129
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1394 Built: 2022Monthly Fee: $583 Tax: $7,616 (2025)Community: Rolling Oaks Ph 7Townhouse
Taxes:$7,616
Elementary School: Westside K-8
Remarks: Position your portfolio for success with this premier short-term rental opportunity at 8189 Surf Street in Margaritaville Resort Orlando. Located within one of Central Florida’s most recognized vacation rental destinations, this fully furnished 2-bedroom, 2.5-bath villa offers a true turnkey investment—professionally designed, impeccably maintained, and ready to generate immediate rental income. Thoughtfully designed to maximize guest appeal and occupancy, the villa features a bright open-concept floor plan, soaring ceilings, quartz countertops, upgraded appliances, and premium coastal finishes throughout. The private patio overlooking a tranquil pond creates an inviting outdoor retreat—an amenity highly valued by vacation guests seeking relaxation after a day at the parks. The home is delivered fully furnished with the upgraded Margaritaville Furniture Package, eliminating startup costs and ensuring seamless onboarding into the resort’s rental program. Owners and guests enjoy access to a full suite of resort-style amenities, including multiple pools, on-site restaurants, live entertainment, a fitness center, kids’ club, and the popular Fins Up Beach Club. The resort’s prime location—just minutes from Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando—drives consistent year-round tourism demand, while on-site attractions like Island H2O Live! Water Park further enhance guest experience and booking potential. Nearby, Promenade at Sunset Walk offers walkable dining, retail, and entertainment options that increase guest satisfaction and repeat stays. Backed by the strength of the Margaritaville brand and situated in one of the highest-performing vacation rental corridors in the country, this property represents a compelling opportunity for investors seeking strong occupancy, premium nightly rates, and long-term appreciation potential. Capitalize on a proven short-term rental model in a high-demand market—schedule your private showing today.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Nick Whitehouse (407-902-4639)
3019 BONFIRE BEACH DR #204, KISSIMMEE, FL 34746
$250,00050 Days on yellowkey MLS ID: O6377852
REDUCED by $10,000 (3.8%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1192 Built: 2002Monthly Fee: $625 Tax: $3,210 (2025)Community: Runaway Beach Club CondoCondo
Taxes:$3,210
Elementary School: Island Village Elementary School
Remarks: PRICE REDUCTION. The air conditioner has an intermittent fault and needs to be replaced—quoted price to replace is $4,500 with a 10-year warranty. Rare opportunity to own one of the very few condominiums in Runaway Beach offering an attached private garage, an exceptionally hard-to-find feature in this community. Welcome to 3019 Bonfire Beach Drive, a fully furnished second-floor, two-bedroom, two-bathroom condominium located in the sought-after Key West–style resort community of Runaway Beach, centrally positioned in Kissimmee just minutes from the entrance to Walt Disney World. This light-filled residence features a spacious open-concept kitchen, living, and dining area with high ceilings, a breakfast bar, and a dual-aspect living room that enhances the bright and airy feel throughout. The thoughtful layout includes a generous primary suite with an ensuite bathroom featuring a shower-over-bath, large vanity, and access to a walk-in closet. A second well-sized bedroom also offers a walk-in closet, complemented by an additional full family bathroom and linen closet. A conveniently tucked-away washer and dryer are located within a dedicated interior closet. What truly sets this property apart is the private attached garage with additional storage space, a rare and highly coveted combination in Runaway Beach. Whether used for secure parking, owner storage, or guest convenience, this feature significantly enhances both lifestyle appeal and rental desirability. While the condominium has been well-maintained, it would benefit from some updating and modernization, presenting an excellent opportunity for a new owner to add value and personalize the space to their taste. Runaway Beach Resort is a gated community offering scenic walking trails, a fitness center, two swimming pools, and a relaxing hot tub. Ideally located close to Disney, premium outlet shopping, dining, and major roadways. This versatile condominium may be used as a primary residence, long-term rental, or short-term vacation rental, making it an exceptional opportunity for homeowners and investors alike. The property is currently leased on a month-to-month lease. The tenant would like to renew their lease but will vacate if required.
Listing is courtesy of: WINTER GARDEN REAL ESTATE (407-910-1066)
Listing Agent: Anthony O'Reilly Brookes (407-910-1066)
3051 GREYSTONE LOOP #106, KISSIMMEE, FL 34741
$255,90092 Days on yellowkey MLS ID: O6372010
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1433 Built: 2006 Tax: $4,222 (2025)Community: Flora Ridge Condo Ph 2 Bldg 5Condo
Taxes:$4,222
Remarks: WOW! Highly Convenient First-Floor Condo in Prime Kissimmee Location! This exclusive first-floor condominium offers a functional and well-designed layout, perfect for comfortable living or investment. Upon entry, you are welcomed by a bright and inviting living area featuring large windows that fill the space with natural light and open to a private balcony with peaceful green views, ideal for relaxing or enjoying outdoor dining. The fully equipped kitchen boasts stainless steal appliances, spacious cabinetry, Tile in the kitchen, Livingroom, and hardwood style tile flooring in the bedrooms, seamlessly blending style, and functionality “NO CARPET”. Every detail of this home has been thoughtfully designed to support a relaxed and comfortable lifestyle. Community amenities include private parking, 24-hour security, a clubhouse, and a resort-style swimming pool. Enjoy the convenience of an urban lifestyle while maintaining the tranquility of open views and well-maintained surroundings. Strategically located in the heart of Kissimmee, just minutes from US-192, with easy access to shopping, dining, entertainment, and transportation. A short drive to The Loop Mall and close to Central Florida’s best restaurants and attractions. This versatile property is ideal as a primary residence, second home, or investment opportunity. A must-see first-floor unit—schedule your private tour today!
Listing is courtesy of: ATRIUM REALTY, LLC (833-919-1190)
Listing Agent: Ernani Sena (774-258-0635)
658 HUDSON ST, KISSIMMEE, FL 34741
$279,000188 Days on yellowkey MLS ID: S5136343
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1176 Built: 1948 Tax: $1,231 (2024)Community: EurekaSingle Family
Taxes:$1,231
Elementary School: Kissimmee Elem
Remarks: Bring your imagination!!!fixer upper in the best part of city of Kissimmee! Vintage home ready for that buyer that loves a bit of history. room. Great possibilities. Income producer $4,000 a month
Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)
Listing Agent: Paola Almonte (407-968-7511)
4729 WINDWOOD DR, KISSIMMEE, FL 34746
$350,000210 Days on yellowkey MLS ID: S5134904
1 Days Off yellowkey (back on 2/3/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1382 Built: 1992Monthly Fee: $19 Tax: $4,696 (2024)Community: Windward Cay Unit 1Spa: NoSingle Family
Taxes:$4,696
Remarks: Under contract-accepting backup offers. This beautifully furnished 3-bedroom, 2-bathroom home with its own private pool is designed for comfort, convenience, and year-round enjoyment. From the moment you step inside, you’ll notice the open, flowing layout. The living and dining room combination is filled with natural light and opens directly onto the screened pool deck through sliding glass doors—seamlessly blending indoor and outdoor living. The kitchen is bright and functional, featuring crisp white cabinets, a stainless steel stove and dishwasher, and a breakfast nook wrapped in windows where you can enjoy the morning light. The spacious primary bedroom feels like a retreat with its picture window overlooking the pool, two sets of built-in closets, and an ensuite bathroom with a sink, vanity desk, and separate shower and toilet area. Two additional bedrooms and a second full bath provide plenty of flexibility for guests, work, or hobbies. Wood plank tile flooring throughout the main living areas and baths adds both style and durability. Step outside to your private screened pool, perfectly positioned to capture the morning sun with its east-facing deck. Beyond the screen, a huge extended sundeck offers additional space for lounging, entertaining, or soaking up the Florida sunshine. The fully fenced backyard with white vinyl fencing provides both privacy and a clean, modern finish. Additional features include a two-car garage with washer and dryer, and tasteful furnishings throughout—making the home move-in ready or rental-ready. The location adds incredible value: less than a mile to US-192 for shopping and dining, about 25 minutes to Walt Disney World®, 30 minutes to Universal Studios, and 30 minutes to Orlando International Airport. Even the beaches are within easy reach—just over an hour to the east coast and two hours to the west. Whether you’re searching for a full-time residence, vacation property, or rental investment, this home offers a winning combination of style, functionality, and proximity to everything Central Florida has to offer.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Irena Aistrop (321-443-7535)
3246 RIVER BRANCH CIR #0, KISSIMMEE, FL 34741
$319,99982 Days on yellowkey MLS ID: R4910599
INCREASED by $99 (0.0%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1542 Built: 2000Monthly Fee: $342 Tax: $1,877 (2025)Community: Sterling Park At StonefieldTownhouse
Taxes:$1,877
Remarks: Experience the epitome of resort-style living in this meticulously maintained 2-bedroom, 2-bathroom villa located within the exclusive gated community of Sterling Park at Stonefield. The interior radiates modern elegance with soaring ceilings, crown molding, and premium porcelain tile flooring throughout a bright, open-concept layout. At the heart of the home, the chef-inspired kitchen shines with crisp white cabinetry, granite countertops, and stainless steel appliances, seamlessly flowing into a sun-drenched dining area. Retreat to the spacious primary suite, complete with custom shutters and a spa-like ensuite featuring a dual vanity and a frameless glass walk-in shower. Beyond the glass sliders, your private screened-in lanai offers peaceful, unobstructed views of the community’s lush greenspace—perfect for quiet Florida mornings. With the HOA handling lawn and exterior maintenance, you’re free to enjoy the resort-style pool, fitness center, and tennis courts, all while being minutes away from world-class shopping at The Loop and major Orlando attractions.
Listing is courtesy of: MILESTONE FAMILY REALTY LLC (689-265-3683)
Listing Agent: Jeff Joachim (689-304-9330)
940 LAKE BERKLEY DR, KISSIMMEE, FL 34746
$436,900214 Days on yellowkey MLS ID: R4909899
Bed: 5 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 2000Monthly Fee: $138 Tax: $3,096 (2024)Community: Lake Berkley ResortSingle Family
Taxes:$3,096
Remarks: A gem of a home overlooking a tranquil water. A 5BR and 2BA Pool Home with 2 Master Suites – Ideal for living or Short-Term Rental! Welcome to this beautifully maintained, located in the highly sought-after Lake Berkley Resort, a 24-hour guard-gated community just minutes from Disney, shopping, and dining. This spacious, move-in-ready home features an open split floor plan, perfect for families, guests, or rental flexibility. The fully equipped kitchen with quality appliances, breakfast bar. The living area opens directly onto a partially covered, screened lanai and private heated pool. Enjoy Lake Berkley Resort’s clubhouse, heated community pool & spa, fitness center, tennis & volleyball courts, basketball court, playground, scenic lake with walking trail and fishing pier. Whether you’re looking for a full-time residence, second home, or income-producing vacation rental, this home has it all. Easy living!
Listing is courtesy of: FREEDOM PROPERTY AGENT LLC (407-530-4600)
Listing Agent: Franc Marrero (321-217-3533)
2720 CLUB CORTILE CIR #A, KISSIMMEE, FL 34746
$249,00020 Days on yellowkey MLS ID: S5146600
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1202 Built: 2007Monthly Fee: $360 Tax: $3,007 (2025)Community: Club CortileCondo
Taxes:$3,007
Remarks: Fully Renovated 3-Bedroom, 2-Bathroom First-Floor Condo with Brand-New Bathrooms in Gated Community – Club Cortile Welcome to this gorgeous 3-bedroom, 2 full bathroom condo located on the first floor in the beautiful gated community of Club Cortile. This is a great opportunity to own a primary residence, second home, or investment property. The entire apartment has been recently remodeled, featuring brand-new bathrooms, upgraded flooring, and a beautiful granite kitchen countertop. The property has been very well maintained by the owner. The layout is highly appealing: upon entering, you’ll find one bedroom on the right and another on the left, along with a shared full bathroom. The kitchen opens to the living room, which leads through sliding glass doors to a screened balcony. The master bedroom, located off the living room, includes a private en-suite bathroom. The gated community offers excellent amenities, including a clubhouse with a fitness center, meeting room, outdoor heated pool, tennis court, and playground—perfect for families and guests of all ages. Conveniently located on US Highway 192, near to shopping and dining, and just minutes from major attractions such as Disney Parks, Universal Studios, and SeaWorld. Easy access to major highways and Orlando International Airport. All appliances, including washer and dryer, are included. Furniture, decorations, and artwork are not included in the sale price. Room measurements are approximate and should be independently verified.
Listing is courtesy of: GILVAN REALTY CORP. (954-825-5722)
Listing Agent: Gilberto Imery (561-927-5412)
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