Location: Kissimmee
Only Show: Short Sale
Do Not Show Listings
2958 CASTAWAY LN, KISSIMMEE, FL 34747
$379,000215 Days on yellowkey MLS ID: O6366361
0 Days Off yellowkey (back on 5/18/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1712 Built: 2023Monthly Fee: $474 Tax: $9,813 (2024)Community: Rolling Oaks Ph 7Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,813
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Short Sale. Enjoy resort living in this 4-bedroom, 3-bath townhome in the heart of Margaritaville. The open layout brings the living, dining, and kitchen together for easy hosting. The first floor includes a bedroom and full bath with a large walk-in shower and quartz vanity. Upstairs, the primary suite offers a walk-in closet and a spacious bathroom with dual sinks and a walk-in shower. Two more bedrooms and an additional full bath provide room for family or guests. Relax on your private patio with views of the tropical landscaping and a short walk to the community pool. Margaritaville offers three pools, a hot tub, fitness center, spa, dining, live entertainment, and complimentary shuttles. The location gives you quick access to theme parks, golf, dining, shopping, and major highways. Ideal as a primary home or investment. Furniture is available. Book your tour today.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Rodrigo Marsal (407-431-8503)
165 CITRINE LOOP, KISSIMMEE, FL 34758
$324,000425 Days on yellowkey MLS ID: S5126819
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1510 Built: 2023Monthly Fee: $85 Tax: $4,597 (2024)Community: Stepping Stone Pod A Ph 2Single Family
Taxes:$4,597
Remarks: Short Sale. Lender Approved ** An exceptional opportunity to own a beautifully pond-view residence in one of Kissimmee’s desirable communities. This lender-approved short sale offers remarkable value without compromising elegance or location. Designed for comfortable Florida living, the home provides inviting spaces ideal for both refined entertaining and everyday relaxation. Whether you're first-time homebuyer or investor, this is your chance to secure a home at an approved short sale Conveniently located near premier shopping, dining, major highways, and world-renowned attractions, this property blends accessibility with lifestyle appeal. With lender approval already secured, this is a rare opportunity to acquire a distinguished home at an attractive price point. Schedule your private showing today and experience the potential this residence has to offer.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Maria Baez (407-288-5036)
2773 WOODSTREAM CIR, KISSIMMEE, FL 34743
$337,500385 Days on yellowkey MLS ID: S5129493
0 Days Off yellowkey (back on 1/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1549 Built: 1992Monthly Fee: $38 Tax: $4,232 (2024)Community: Pebble Pointe Unit 1Single Family
Taxes:$4,232
Elementary School: Ventura Elem
High School: Tohopekaliga High School
Middle School: Parkway Middle
Remarks: Short Sale. Short sale in process Price Adjustment! This well maintained, move in ready home in an established community features three inviting bedrooms, two bathrooms, and a versatile bonus room or office space. The kitchen is ideal for cooking enthusiasts, while the generous living and dining areas provide plenty of space for entertaining or relaxing with family. Nestled on a large lot perfect for unwinding, this home also offers peace of mind with a roof replaced in 2023. While the home could use a bit of TLC, it presents an excellent opportunity for buyers to personalize and add value. Conveniently located near major highways, employment hubs, and everyday amenities, this property blends comfort with accessibility. Purchase price is firm.
Listing is courtesy of: ALPHA HOMES & INVESTMENT, INC. (407-508-1880)
Listing Agent: Nelson Benavides (407-334-4330)
17 TROTTERS CIR, KISSIMMEE, FL 34743
$230,00067 Days on yellowkey MLS ID: S5149373
0 Days Off yellowkey (back on 5/8/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1120 Built: 1984 Tax: $4,313 (2025)Community: Bvl Unit 11 1St AddSingle Family
Taxes:$4,313
Elementary School: Boggy Creek Elem (K 5)
Tax Year: 2025
Remarks: Short Sale. Welcome to a charming home in a well-established neighborhood in Kissimmee, Florida. This inviting property offers a comfortable layout designed for everyday living. Bright natural light fills the interior and creates a warm, welcoming feel throughout. The main living areas provide a flexible space for relaxing or entertaining guests. The kitchen offers plenty of room for preparing meals and gathering with family and friends. The bedrooms are thoughtfully positioned to provide comfort and privacy. The home sits on a generously sized lot with room to enjoy the outdoors. The backyard provides space for weekend barbecues, gardening, or simply unwinding after a long day. Mature surroundings add to the sense of tranquility and charm. Convenient access to shopping, dining, and daily essentials makes errands simple. Commuters will appreciate the proximity to major roadways connecting the area. The location offers an easy drive to the attractions and employment centers of Orlando, Florida. Nearby parks and recreation options provide opportunities to enjoy the Florida lifestyle year-round. Whether you're looking for a primary residence or an investment opportunity, this home is full of potential. Schedule your private showing and discover everything this property has to offer.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Cesar Estrada, Pa (321-209-4782)
3058 PIRATE WAY, KISSIMMEE, FL 34747
$375,000103 Days on yellowkey MLS ID: O6394128
0 Days Off yellowkey (back on 5/5/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1305 Built: 2018Monthly Fee: $468 Tax: $9,460 (2025)Community: Rolling Oaks Ph 5Spa: YesSingle Family
Taxes:$9,460
Elementary School: Westside K-8
High School: Celebration High
Middle School: West Side
Remarks: Short Sale. Welcome to “Bikinis & Martinis,” a unique and beautifully maintained cottage in the highly sought-after Margaritaville Resort Orlando, ideally located just steps from premier resort amenities. This 2-bedroom, 2.5-bathroom, two-story home offers a spacious and functional floor plan, making it perfect as a primary residence, second home, or vacation rental investment. Designed with inviting coastal architecture and filled with natural light, the home features an open-concept living and dining area with modern finishes throughout. The well-appointed kitchen includes quartz countertops, stainless steel appliances, abundant cabinetry, and a breakfast bar with seating—ideal for entertaining or everyday living. A large-capacity washer and dryer, ceiling fans, and thoughtful upgrades further enhance comfort and convenience. Step outside from the kitchen to your private tropical oasis, complete with a patio, lounge chairs, hot tub, lush landscaping, palm trees, and charming shell pathways—perfect for relaxing or hosting guests. Upstairs, both bedrooms offer privacy and feature en-suite bathrooms with glass-enclosed shower stalls. This home includes the Margaritaville Resort Orlando-approved “Sail Away” Ethan Allen furniture and housewares package, valued at over $25,000. Everything conveys with the sale, including blinds, drapes, TVs, artwork, kitchen essentials, dishware, linens, and more—making this property truly turnkey. Located within one of Central Florida’s most desirable resort communities, residents and guests enjoy world-class amenities, including multiple resort-style pools, a fitness center, spa services, and an on-site water park. Just a short walk away is the vibrant Sunset Walk entertainment district, featuring popular restaurants, bars, live music, retail, and family-friendly attractions. Conveniently located just minutes from Walt Disney World Resort, as well as Universal Orlando and SeaWorld, this property offers unmatched access to the best of Central Florida. Shopping, dining, and major travel routes—including Orlando International Airport—are all within easy reach. Whether you’re seeking a full-time residence, vacation getaway, or income-producing property, this exceptional cottage offers the perfect blend of location, lifestyle, and investment potential—where every day feels like a vacation.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
426 CARDINAL CT, KISSIMMEE, FL 34759
$247,000118 Days on yellowkey MLS ID: S5145991
1 Days Off yellowkey (back on 5/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1534 Built: 2001Monthly Fee: $100 Tax: $4,023 (2025)Community: Poinciana Nbrhd 05 North Village 03Single Family
Taxes:$4,023
Remarks: Under contract-accepting backup offers. Short Sale. Short Sale. Welcome to your charming Florida retreat! Nestled in a peaceful neighborhood in Central Florida, this beautifully maintained family home offers the perfect blend of comfort, style, and convenience. Featuring three bedrooms and two bathrooms, the layout is thoughtfully designed for both everyday living and entertaining. Enjoy a bright and airy interior with warm finishes, updated features, and plenty of natural light. Home is ideal for family gatherings. Step outside to a your backyard , perfect for relaxing evenings or weekend BBQs. Whether you’re starting a new chapter or looking for your forever home, this lovely property checks all the boxes.
Listing is courtesy of: TOWER TEAM REALTY, LLC (786-233-4959)
Listing Agent: Misslady Martinez (305-406-9096)
1433 SARASOTA DR, KISSIMMEE, FL 34759
$229,999300 Days on yellowkey MLS ID: S5134596
1 Days Off yellowkey (back on 1/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1417 Built: 2005Monthly Fee: $90 Tax: $635 (2024)Community: Poinciana Nbrhd 02 West Village 07Single Family
Taxes:$635
Remarks: Under contract-accepting backup offers. Short Sale. SHORT SALE. BACK ON THE MARKET FINANCING FELL THROUGH. Send your highest and best offer. This one won't last long. Come see this incredible home located in the lovely Poinciana community. This gorgeous one-story, home features an open floor plan, 3 bedrooms and 2 baths complete with an array of upgrades such as energy-efficient appliances, countertops, beautiful wood cabinets, and attached 2 cars garage. Spacious Master bedroom and a large family room. Additional features include a covered lanai and front yard landscaping. This is a premier location with easy access to amenity-packed parks, sports courts, conservation areas and so much more. All information submitted on this property is intended to be accurate; however, it can't be guaranteed, buyers are advised to verify.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Oskar Murillo (407-460-3839)
521 BIG BLACK WAY, KISSIMMEE, FL 34759
$265,000311 Days on yellowkey MLS ID: O6340439
1 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1629 Built: 2023Monthly Fee: $90 Tax: $3,769 (2024)Community: Poinciana Nbrhd 06 Village 07Single Family
Taxes:$3,769
Elementary School: Laurel Elementary
High School: Haines City Senior High
Middle School: Lake Marion Creek Middle
Remarks: Short Sale. This short sale opportunity presents a residence brimming with potential for the right buyer willing to add a touch of TLC and vision. From the moment you step into the welcoming foyer, the home’s inviting one-story layout sets the stage for comfort and possibility. At the heart of the residence lies a spacious family room, ideal for creating memories with loved ones or enjoying quiet evenings. The open-concept kitchen, seamlessly connected to the family living area and covered patio, offers the perfect flow for entertaining guests indoors or out. The private master retreat provides a generous haven for rest and relaxation, while two additional bedrooms offer versatile space for family, guests, or even a home office. Thoughtfully designed with the popular Bimini floor plan, this home truly caters to the needs of today’s active lifestyle. Nestled within the vibrant community of Poinciana, residents enjoy an abundance of amenities, including scenic parks, sports courts, playgrounds, conservation areas, and easy access to world-class Orlando attractions. This property is a wonderful canvas, ready for your personal touch to restore its full charm and potential.
Listing is courtesy of: LAWYERS REAL ESTATE (321-951-7077)
Listing Agent: Jimletta Vareene-Thomas (407-758-2555)
2334 ZABALLINA PL #2343, KISSIMMEE, FL 34747
$579,000159 Days on yellowkey MLS ID: O6379944
REDUCED by $10,000 (1.7%) on 04/16/2026
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2299 Built: 2024Monthly Fee: $633 Tax: $8,353 (2025)Community: Solara Ph 3 RepCondo
Taxes:$8,353
Remarks: Short Sale. Investor opportunity! Fully furnished 5-bedroom, 4.5-bath pool home ideal for use as a vacation rental or income-producing property. Designed for short-term or long-term rental potential, this spacious home offers multiple sleeping areas, generous living space, and a private pool perfect for guest enjoyment. The property is turnkey and furnished, allowing for a smooth transition to immediate rental operations or personal vacation use. Its functional layout comfortably accommodates larger groups, maximizing rental appeal and occupancy potential. Priced to sell, this is a rare opportunity for investors seeking a furnished pool home with strong flexibility and income possibilities. Schedule your showing today and secure a property built for returns.
Listing is courtesy of: REALTY ONE GROUP EVOLUTION (786-477-4715)
Listing Agent: Francis Stark, Pa (407-255-3700)
3606 MAYFAIR ST, KISSIMMEE, FL 34758
$249,000111 Days on yellowkey MLS ID: O6393215
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1407 Built: 2024Monthly Fee: $230 Tax: $4,697 (2025)Community: Westview Pod A Ph 1B & 2Townhouse
Taxes:$4,697
Remarks: Short Sale. Short Sale: Brand-New 2024 Townhome in Westview Community This stunning, brand-new 2024 townhome is situated in the sought-after Westview community. The modern residence boasts three bedrooms and two and a half bathrooms, providing approximately 1,373 square feet of comfortable living space. The open layout creates a bright and spacious atmosphere, ideal for everyday living and entertaining family and friends. The seamless flow between the kitchen and living areas facilitates relaxation and entertaining. Residents can take advantage of exceptional community amenities, including a swimming pool, clubhouse, playground, dog park, and sidewalks for walking. Additionally, the home features a private outdoor space, perfect for savoring Florida’s picturesque sunsets and warm climate. Conveniently located in the Kissimmee/Poinciana area, this property is close to schools, shopping centers, restaurants, and major roads, simplifying daily commuting. Brand-new homes like this are highly sought after, and the price is negotiable, presenting an excellent opportunity to make it your new home or investment.
Listing is courtesy of: INVESTOR'S HOME REALTY (407-967-9810)
Listing Agent: Sonia Reyes, Pa (407-733-0249)
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