Location: Kissimmee
Do Not Show Listings
5017 LAGUNA BAY CIR #97, KISSIMMEE, FL 34746
$242,00022 Days on yellowkey MLS ID: S5151093
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1220 Built: 1991Monthly Fee: $499 Tax: $2,964 (2025)Community: Villas At Laguna Bay CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,964
Elementary School: Sunrise Elementary
High School: Poinciana High School
Tax Year: 2025
Middle School: Horizon Middle
Remarks: Fully furnished!!!3BR/2BA first-floor condo. Completely renovated in April 2026 with luxury vinyl flooring throughout. All windows have been replaced with new windows. Special assessment for window replacement ends in September; seller will pay. HOA fee includes water. Short-term rentals permitted. Excellent opportunity for primary residence, vacation home, or investment property. Resort-style community amenities include pool, hot tub, fitness center, sauna, tennis courts, playground, clubhouse, picnic areas, and walking paths. Conveniently located near major attractions, shopping, dining, and highways. Move-in or rental ready.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Veronica Martinez (954-918-8108)
455 PRESTWICK PL #455, KISSIMMEE, FL 34759
$179,90044 Days on yellowkey MLS ID: P4938710
0 Days Off yellowkey (back on 6/3/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1104 Built: 1987 Tax: $1,828 (2025)Community: Golf Villas Ii/PoincianaCondo
Taxes:$1,828
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Discover the perfect blend of comfort, style, and convenience at 455 Prestwick, a beautifully maintained home nestled in a desirable community close to everything Central Florida has to offer. This inviting property features spacious living areas, abundant natural light, and thoughtfully designed spaces ideal for both everyday living and entertaining. Enjoy easy access to nearby golf courses, lakes, shopping, dining, parks, and top local attractions, while still enjoying the peace and privacy of a well-established neighborhood. Whether you’re relaxing at home, hosting family and friends, or exploring the vibrant surrounding area, this property offers the ideal Florida lifestyle with exceptional convenience and charm.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Malak Hassani Benbachir (863-624-7266)
8927 LEGACY CT #302, KISSIMMEE, FL 34747
$135,00049 Days on yellowkey MLS ID: OM724293
1 Days Off yellowkey (back on 5/14/2026)
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 636 Built: 2000Monthly Fee: $323 Tax: $2,167 (2025)Community: Legacy Dunes CondoCondo
Taxes:$2,167
Elementary School: Westside K-8
High School: Celebration High
Middle School: West Side
Remarks: Exceptional investment opportunity in the heart of Kissimmee! This versatile property is approved for short-term rentals, making it the perfect option for Airbnb, vacation rental income, or a primary residence with outstanding earning potential offering flexibility for both investors and future end users. Ideally situated just minutes from Orlando’s world-famous attractions, including approximately 18 minutes to Walt Disney World Resort and Disney's Animal Kingdom, while also providing quick access to US-192. Enjoy being surrounded by endless dining, shopping, entertainment, and area attractions that make this location highly desirable for visitors and residents alike. Whether you’re looking to expand your investment portfolio or secure a property in one of Central Florida’s most sought-after rental markets, this opportunity delivers the perfect blend of location, convenience, and income potential. Don’t miss your chance to own in the thriving Kissimmee vacation corridor!
Listing is courtesy of: TCT REALTY GROUP LLC (352-895-9044)
Listing Agent: Romel Camacho (352-229-2986)
1709 MICHIGAN AVE #C, KISSIMMEE, FL 34744
$119,90066 Days on yellowkey MLS ID: S5148282
REDUCED by $10,000 (7.7%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1973Monthly Fee: $298 Tax: $2,400 (2025)Community: Essex Park VillasCondo
Taxes:$2,400
Elementary School: Deerwood Elem (Osceola Cty)
High School: Gateway High School (9 12)
Middle School: Denn John Middle
Remarks: Excellent opportunity to own a 2-bedroom, 2-bath condominium in the heart of Kissimmee. This property offers approximately 1,118 square feet of living space with a functional layout that includes a combined living and dining area, kitchen, and well-sized bedrooms with natural light throughout.Located within an established community with convenient access to the Florida Turnpike and major roadways, and just minutes from shopping centers, restaurants, supermarkets, and essential services. Additionally, the property is a short driving distance to Orlando’s major theme parks and the Orlando International Airport, making it an ideal option for both primary residence and investment. Seller is open to considering offers. Don’t miss this opportunity.
Listing is courtesy of: GPS PROPERTY GROUP INC. (407-439-2527)
Listing Agent: Abel Jimenez (407-452-4119)
1805 MICHIGAN AVE #D, KISSIMMEE, FL 34744
$129,90024 Days on yellowkey MLS ID: S5150908
REDUCED by $9,100 (6.5%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1973Monthly Fee: $345 Tax: $2,118 (2025)Community: Essex Park Villas CondoCondo
Taxes:$2,118
Remarks: This 2-bedroom, 2-bath home offers 1,118 square feet of comfortable living space in a highly convenient location near NeoCity and Valencia College. If you're looking for an investment opportunity, this property presents excellent potential for passive income and long-term equity growth. Inside, you'll find a spacious layout featuring two generously sized bedrooms and durable wood-look vinyl plank flooring throughout the home. The primary bathroom has been tastefully updated, adding modern appeal and functionality. The kitchen is equipped with granite countertops and stainless steel appliances, making it both stylish and practical for everyday living and entertaining. Ideally situated close to shopping, public transportation, and local schools, this home combines comfort, convenience, and value. Enjoy the balcony in the evening hours with friends and family.New shower in 2022, New HVAC in 2022 Don’t miss your chance to own in this desirable area.
Listing is courtesy of: CORCORAN CONNECT LLC (407-953-9118)
Listing Agent: Milinda Knollinger (321-624-7384)
8101 COCONUT PALM WAY #205, KISSIMMEE, FL 34747
$219,90081 Days on yellowkey MLS ID: O6396286
REDUCED by $9,100 (4.0%) on 06/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1268 Built: 2001 Tax: $3,188 (2025)Community: Wyndham Palms Ph 3Condo
Taxes:$3,188
Remarks: SHORT TERM RENTAL *** Located in a guard-gated resort community in Kissimmee, this property offers the perfect blend of convenience, lifestyle, and investment potential. Just minutes from Walt Disney World, approximately 3 miles from Disney's Animal Kingdom, and about a mile from Margaritaville Resort Orlando. The community itself is rich with resort-style amenities, including a saltwater pool, hot tub, kiddie pool, concierge services, a game room with billiards and arcade, a 58-seat movie theater, business center, fitness facility, sports courts, playground, BBQ areas, and scenic walking paths. This second-floor condo features a spacious 1,268 sq. ft. layout with three bedrooms and two full bathrooms, thoughtfully designed with a split-bedroom floor plan that enhances privacy—ideal for full-time living, a vacation getaway, or a short-term rental as permitted by zoning. The home is filled with natural light and includes a fully equipped kitchen with recently updated appliances, along with a screened-in balcony perfect for relaxing. Additional highlights include open parking and a walking path directly behind the building. The community allows short-term rentals, providing excellent income potential when the property is not in personal use. A Master HOA maintains the amenities and common areas, while the condo association covers essentials such as water, high-speed internet, exterior maintenance, roof, and staircases.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
1808 FOXHALL CIR #1808, KISSIMMEE, FL 34741
$229,900152 Days on yellowkey MLS ID: S5142422
REDUCED by $3,099 (1.3%) on 06/02/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1074 Built: 1985Monthly Fee: $360 Tax: $2,681 (2025)Community: Foxhall Condoph 4Condo
Taxes:$2,681
Remarks: Fall in love with this beautiful, completely remodeled 2-bedroom, 1.5-bathroom townhome with lake views, designed for comfort and warmth. Located in the heart of Kissimmee, this inviting home features two bedrooms and a full bathroom upstairs, plus a convenient half-bathroom downstairs, a porch on the ground floor, and a balcony on the upper level. The open-concept living area is the heart of the home, complete with a cozy fireplace, perfect for relaxing on cool evenings. It boasts modern finishes and updated kitchen and bathrooms. With an excellent location close to shops, restaurants, schools, major highways, and popular attractions, this home offers the perfect blend of comfort, charm, convenience, and a safe community. Whether you're looking for your first home or a smart investment, this property will make you feel right at home from the moment you step inside.
Listing is courtesy of: THE RENTAL & SALES GALLERY LLC (407-709-5569)
Listing Agent: Xenia Calero (561-317-0175)
2742 OAKWATER DR #104, KISSIMMEE, FL 34747
$315,000139 Days on yellowkey MLS ID: O6380137
REDUCED by $12,000 (3.7%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1427 Built: 2007Monthly Fee: $499 Tax: $3,375 (2024)Community: Oakwater Condo Ph 11-14Condo
Taxes:$3,375
Elementary School: Celebration K-8
Tax Year: 2024
Middle School: Celebration K-8
Remarks: Welcome to this spacious 3-bedroom, 2.5-bath townhome located in the highly desirable Oakwater Resort Community in Kissimmee. This home features a bright and open layout designed for comfort and functionality.The main living area includes a large living and dining room, perfect for entertaining or relaxing. The oversized eat-in kitchen comes fully equipped with all appliances and offers ample cabinetry and counter space. A mix of tile and carpet flooring, generous closet space, and a spacious primary suite with an en-suite bath complete the interior. Additional convenience includes a 1-car garage. Situated within a gated resort-style community, residents enjoy access to a lagoon-style pool, playground, state-of-the-art fitness center, tennis courts, and sand volleyball court. Fully furnished and approved for short-term rentals, this property is ideal as a primary residence, vacation home, or investment opportunity.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Wilianny Brillante (407-873-9654)
3038 PARKWAY BLVD #305, KISSIMMEE, FL 34747
$195,000295 Days on yellowkey MLS ID: O6339606
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 937 Built: 1990 Tax: $2,630 (2024)Community: Blossom Park Villas CondoCondo
Taxes:$2,630
Remarks: MOTIVATED SELLER! Fantastic Location, Minutes from Disney! This beautifully renovated 2-bedroom, 2-bath split floor plan condo is just minutes from Walt Disney World, Celebration, Universal Studios, and Orlando International Airport. Enjoy quick access to I-4, 417, Downtown Orlando, shopping, and dining, making it the perfect hub for all that Central Florida has to offer. Inside, the upgraded unit showcases quartz countertops, stainless steel appliances, sleek cabinetry, modern finishes, and brand-new windows. Both bathrooms have been thoughtfully updated with stylish tilework and fixtures. For added convenience, all appliances, including washer and dryer, are included. Blossom Park Villas provides resort-style amenities, featuring a clubhouse, fitness center, swimming pool and spa, sports courts, playground, and walking paths. This home is truly move-in ready and perfect for embracing the Florida lifestyle. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Carlos German (888-883-8509)
8824 DUNES COURT CT #103, KISSIMMEE, FL 34747
$199,90077 Days on yellowkey MLS ID: O6396954
REDUCED by $10,100 (4.8%) on 06/02/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 901 Built: 2000Monthly Fee: $540 Tax: $2,717 (2025)Community: Legacy Dunes CondoSpa: YesCondo
Taxes:$2,717
Remarks: Investor opportunity!! Short term rental approved!! Welcome to this stunning, nearly new condo in the heart of Kissimmee! Designed with luxury finishes and meticulous attention to detail, this 2-bedroom, 1-bathroom residence is the perfect blend of modern elegance and comfort. From the sleek, open-concept kitchen with premium countertops and stainless-steel appliances to the stylish flooring and designer lighting, every inch of this space radiates sophistication. Guests will enjoy the convenience of a tranquil on-site park, ideal for relaxing strolls or outdoor leisure. Situated just minutes from Orlando's top attractions, this condo is an incredible Airbnb opportunity, offering a prime location, unmatched style, and an unforgettable experience for every visitor. This property can be sold furnished or unfurnished.
Listing Agent: Viviana Arias (760-313-9240)
4012 SANTA MARIA DR #102, KISSIMMEE, FL 34741
$220,000149 Days on yellowkey MLS ID: S5142432
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1470 Built: 2005Monthly Fee: $497 Tax: $4,082 (2025)Community: Venetian Bay Village Condo Ph 3Condo
Taxes:$4,082
Remarks: Beautiful 4-bedroom, 3-bath corner townhome- located in the guard-gated community of Venetian Bay Villages. Conveniently situated near major attractions, Orlando International Airport, The Loop shopping center, and main roadways. The community offers 3 pools, including a main heated pool open until late daily, as well as a fitness room and theater next to the clubhouse. Additional amenities include a beach volleyball court, basketball and tennis courts, and 2 satellite pools with play areas throughout the neighborhood. This property offers a great location within a resort-style setting. Short term rentals are allowed. Schedule your showing today! This home qualifies for rent to own program, please contact for more info.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Michael Danganan (321-230-4500)
3019 BONFIRE BEACH DR #205, KISSIMMEE, FL 34746
$185,00053 Days on yellowkey MLS ID: S5148966
REDUCED by $10,000 (5.1%) on 06/02/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 677 Built: 2002 Tax: $2,658 (2025)Community: Runaway Beach Club CondoCondo
Taxes:$2,658
Remarks: One or more photo(s) has been virtually staged. 3019 Bonfire Beach Dr #205 is a 1-bedroom, 1-bath condo in a gated community where the HOA covers the essentials you’d typically pay separately: WiFi, roof maintenance, plus access to the Resort Beach Club pool and hotel-style amenities just across the street. The layout is simple and open, offering a clean slate to update and make it your own over time. Flexible use allows for short-term rental, long-term rental, or full-time living. Located just minutes from Walt Disney World, with easy access to International Drive, Universal Studios Florida, SeaWorld Orlando, and Orlando International Airport, this is a low-maintenance option with key expenses already handled in a central location. *Some marketing images have been AI-assisted and virtually staged to illustrate the property’s potential layout, design, use of space, and possible aesthetic enhancements. Certain photos may include digitally enhanced visualization of furnishings, décor, finishes, landscaping, or cosmetic elements for marketing and illustrative purposes only. Actual property conditions, features, finishes, fixtures, and appearance may vary, and buyers are encouraged to independently inspect the property to verify all present conditions.*
Listing is courtesy of: PROFESSIONAL REAL ESTATE TEAM (407-483-4964)
Listing Agent: Jany Perez (407-483-4964)
3838 NAUTICAL WAY #104, KISSIMMEE, FL 34741
$155,99024 Days on yellowkey MLS ID: O6412411
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 910 Built: 1989Monthly Fee: $441 Tax: $2,318 (2025)Community: Arbors Of SenderaCondo
Taxes:$2,318
Remarks: ARBORS OF SENDERA. Ground Floor Corner Unit. 2 Bedrooms and 2 Bathrooms with Screen in Patio with Garden/Green views. Tile Floors in all common areas. Carpet Bedrooms. Fully Equipped Kitchen with Newer Cabinets and Backsplash. Split Bedrooms. Master Bathroom with a Linen Closet. Pantry Closet off the Dining area. Entrance Jacket Closet. New 2inc Blinds. Laundry closet with stackable Washer and Dryer. Bright unit!!!! AVAILABLE NOW!!!
Listing is courtesy of: NEW SOLUTIONS REALTY INC (407-451-5473)
Listing Agent: Irina Kempe (407-219-0496)
401 FOUNTAINHEAD CIR #155, KISSIMMEE, FL 34741
$158,90024 Days on yellowkey MLS ID: S5150963
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 744 Built: 1988Monthly Fee: $254 Tax: $1,918 (2025)Community: Bella Vista CondoCondo
Taxes:$1,918
Remarks: Lovely 1 bedroom 1 bathroom 1st floor Condo, in the much desired gated community of Bella Vista. This property features an inviting open-concept layout, freshly painted, with new wooden cabinets and granite counter tops. Bella Vista offers incredible amenities, including a community pool, tennis courts, playground, grill area, and more. Nestled in the heart of Kissimmee, you’re just minutes away from downtown, shopping, dining, top-rated schools, The Loop, and major attractions like Disney theme parks. Whether you're looking for your next home or a smart investment, this is the perfect place to settle in. Don’t miss out on this amazing opportunity, schedule your showing today!
Listing is courtesy of: CENTURY 21 ALL HOMES & PROPERT (407-343-1300)
Listing Agent: Reshma Munjal (407-343-1300)
8103 COCONUT PALM WAY #205, KISSIMMEE, FL 34747
$210,00045 Days on yellowkey MLS ID: O6406739
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1402 Built: 2001Monthly Fee: $355 Tax: $3,357 (2025)Community: Wyndham Palms Condo Ph 3Condo
Taxes:$3,357
Remarks: Near Disney and Margaritaville, this well-appointed 3-bedroom, 2-bath condo offers an exceptional opportunity for a vacation home, primary residence, or short-term rental investment. Featuring a larger floor plan than many units within the community, the spacious layout includes an oversized living area, generously sized bedrooms, and a private balcony perfect for relaxing or entertaining guests while enjoying the Florida breeze. Ideally positioned just steps from the Wyndham Palms Resort clubhouse, residents and guests enjoy access to an impressive range of resort-style amenities, including a community pool, restaurant, café, mini-market, movie theater, fitness center, video arcade, tennis courts, basketball courts, and a variety of activities for all ages. With its unbeatable location and outstanding amenities, Wyndham Palms continues to be one of the area’s most sought-after resort communities.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Andy Neal (407-619-3517)
2794 CLUB CORTILE CIR #A, KISSIMMEE, FL 34746
$209,90086 Days on yellowkey MLS ID: O6390196
1 Days Off yellowkey (back on 6/1/2026)
REDUCED by $8,000 (3.7%) on 05/21/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 2007Monthly Fee: $360 Tax: $3,088 (2025)Community: Club Cortile Condo Ph 7Condo
Taxes:$3,088
Remarks: Under contract-accepting backup offers. Price Reduction! Remodeled First Floor end unit. Beautiful wood cabinetry in kitchen and baths, granite counters, crown molding and elegant backsplash in kitchen. Stainless appliances in kitchen. New carpet in both secondary bedrooms. Luxury vinyl plank in common areas and kitchen. Ceramic tile in both bathrooms. Laundry closet with washer and dryer included. Screened Patio with new screened door and new ceiling fan. Water Heater is 2024 and HVAC is 2007. March 2026 HVAC service receipt attached to the Listing.
Listing is courtesy of: 3% REAL E$TATE (407-479-0076)
Listing Agent: Ray Guenther (407-479-0076)
5367 W IRLO BRONSON MEMORIAL HWY #3-216, KISSIMMEE, FL 34746
$55,000347 Days on yellowkey MLS ID: R4909614
0 Days Off yellowkey (back on 6/1/2026)
REDUCED by $6,498 (10.6%) on 05/07/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 198 Built: 1985Monthly Fee: $310 Tax: $1,105 (2024)Community: Greenpoint Essential Hotel CondoCondo
Taxes:$1,105
Remarks: Investor opportunity just minutes away from Orlando’s world-famous attractions, including Disney! This newly remodeled studio is perfectly located in the heart of Kissimmee/Orlando, offering convenience, comfort, and excellent investment potential. Ideal for investors seeking a turnkey, rental-ready property to add to their portfolio. Features include updated finishes, a functional open layout, and a prime location only a few miles from the theme parks, shopping, dining, entertainment, and major highways. Whether used as a vacation rental, short-term rental, or long-term investment, this property offers incredible flexibility and income potential. MOTIVATED SELLER — don’t miss this exceptional opportunity in one of Central Florida’s most desirable tourist corridors!
Listing is courtesy of: INTERNATIONAL EXECUTIVE REALTY (407-900-6242)
Listing Agent: Maritza Lopez (407-219-8914)
5367 W IRLO BRONSON MEMORIAL HWY #2-206, KISSIMMEE, FL 34746
$55,000349 Days on yellowkey MLS ID: R4909613
3151 BRITANNIA BLVD #D, KISSIMMEE, FL 34747
$239,000108 Days on yellowkey MLS ID: S5145433
0 Days Off yellowkey (back on 3/28/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1434 Built: 1999Monthly Fee: $350 Tax: $3,242 (2024)Community: Villas At Island Club Ph 5Condo
Taxes:$3,242
Remarks: Welcome to this spacious and exclusive **3-BEDROOM, 3-BATHROOM condominium** located on the second floor of a resort-style community just 10 minutes from Disney! This unique property features two primary bedrooms with private bathrooms, an open-concept layout connecting the living room, dining area, and kitchen, and a private balcony perfect for relaxing or entertaining. It is the only active property for sale with 3 bedrooms and 3 bathrooms at this price, making it an exceptional opportunity for investment, vacation home, or primary residence. The community offers Resort-style amenities, including a pool, fitness center, tennis court, and more. Enjoy a prime location just minutes from well-known restaurants, shopping, and world-class attractions. **Don’t miss this incredible opportunity for location, space, and value!**
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Javier Aparicio (407-346-8319)
2201 SAN VITTORINO CIR #106, KISSIMMEE, FL 34741
$210,00052 Days on yellowkey MLS ID: S5147739
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1296 Built: 2004Monthly Fee: $517 Tax: $3,567 (2025)Community: Venetian Bay Village Condo Ph 2Condo
Taxes:$3,567
Remarks: $5,000 SELLER CREDIT! Experience Resort Living at Venetian Villages – Perfect Home or Investment! Step into your permanent vacation. This stunning 3-bedroom, 2-bathroom two-story condo offers the ultimate blend of comfort and income potential in the highly sought-after Venetian Villages. Modern Living with an airy, open-concept main floor featuring a bright living/dining combo perfect for hosting. Stylishly kitchen with breakfast bar. Enjoy the convenience of a main-floor primary suite with a private ensuite. Two spacious upstairs bedrooms, a full baths. Live like you’re on holiday with access to 4 sparkling pool, plus tennis, basketball, and volleyball courts. Whether you’re looking for a peaceful primary residence or a high-yield short-term rental, this is the opportunity you’ve been waiting for, call today for a viewing of the condo, and a look at the community. You wont regret it!
Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)
Listing Agent: Debbie Browning (407-908-9060)
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