Location: Kissimmee
Do Not Show Listings
187 PINEWOOD CIR, KISSIMMEE, FL 34743
$450,00016 Days on yellowkey MLS ID: O6411284
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1916 Built: 1988 Tax: $5,422 (2025)Community: Bvl Briarwood Village Tr 3Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,422
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Spacious two-story home featuring 4 bedrooms and 2.5 bathrooms with tile and wood flooring throughout most of the house. Enjoy relaxing and entertaining in your private screened-enclosed pool with jacuzzi, perfect for gatherings with family and friends. The oversized patio with gate to the street, offers plenty of space to park your boat or RV. Major updates include an A/C system and water heater that are just a little over 1 year old. Close to Orlando International Airport, mayor highways and Theme Parks. May qualify for a 203K FHA Loan.
Listing is courtesy of: HORIZON WEST REALTY (407-966-7653)
Listing Agent: Adrian Santiago, Sr (321-239-3628)
105 HARNESS LN, KISSIMMEE, FL 34743
$445,00018 Days on yellowkey MLS ID: A4694450
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1730 Built: 1985 Tax: $5,443 (2025)Community: Bvl Unit 11 2Nd AddSpa: NoSingle Family
Taxes:$5,443
Remarks: New roof in 2023, pool resurfaced in 2025, new pool heater in 2024, fully furnished turnkey, no HOA, no CDD fees, and located in Flood Zone X — 105 Harness Lane checks the boxes buyers care about most. This renovated 4-bedroom, 2-bath pool home offers 1,730 square feet of comfortable living space in Kissimmee’s established Buenaventura Lakes area, combining major updates, low ownership costs, and true move-in-ready convenience. Inside, the home features a bright open layout, waterproof laminate flooring, updated lighting, and a modern kitchen with quartz countertops and two-tone soft-close cabinetry. The outdoor area is built for Florida living, with a private backyard pool that was resurfaced in 2025 and upgraded with a new pool heater in 2024, creating an inviting space for relaxing, entertaining, or hosting guests year-round. Additional improvements include new insulation in 2024, refreshed interior/exterior paint, a two-car garage, and a long driveway for added parking convenience. Offered fully furnished and turnkey, this home is ready for immediate enjoyment as a primary residence, seasonal getaway, or investment opportunity. The location provides easy access to shopping, dining, schools, major roadways, Orlando International Airport, Lake Nona, theme parks, and Central Florida attractions, with Walt Disney World and other Orlando-area destinations within convenient driving distance.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (239-231-3380)
Listing Agent: Felipe Miranda, Pa (239-994-9807)
216 MAGICAL WAY, KISSIMMEE, FL 34744
$359,00057 Days on yellowkey MLS ID: O6396457
3 Days Off yellowkey (back on 5/24/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1832 Built: 2005Monthly Fee: $127 Tax: $4,782 (2025)Community: Magic LandingsSingle Family
Taxes:$4,782
Elementary School: Mill Creek Elem (K 5)
High School: Osceola High School
Middle School: Denn John Middle
Remarks: Under contract-accepting backup offers. Discover an incredible opportunity. NEW ROOF 2022 it has 4 bedrooms with 2 masters suite, 3 bathroom home with 2 car garage in the sought-after Magical Landings community in Kissimmee! This well-maintained home offers exceptional value with just a few minor cosmetic touches needed to make it truly shine. This property is perfect for families, multi-generational living, or even a vacation home. The open-concept layout flows beautifully into a large great room, creating an inviting space ideal for entertaining and everyday living. Step outside to your own private oasis, an enclosed, screened, and heated in-ground pool, perfect for enjoying Florida living year-round in total privacy. Major upgrades include a new roof, giving peace of mind to the next owner. The home is also ideally located just minutes from the Florida Turnpike, providing easy access to everything Central Florida has to offer, including world-famous attractions like Walt Disney World. Situated in a gated community, close to schools, shopping, dining, and major roadways, this home truly combines convenience, comfort, and value. Priced to sell—this opportunity will not last! Schedule your private tour today and submit your offer before it’s gone.
Listing is courtesy of: ATRIUM REALTY, LLC (833-919-1190)
Listing Agent: Ernani Sena (774-258-0635)
8901 RHODES ST, KISSIMMEE, FL 34747
$550,000361 Days on yellowkey MLS ID: O6319078
REDUCED by $15,000 (2.7%) on 05/08/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2016Monthly Fee: $553 Tax: $6,382 (2024)Community: Windsor At Westside Ph 1Single Family
Taxes:$6,382
Tax Year: 2024
Remarks: Welcome to your dream Oasis at Windsor at Westside! This professionally decorated, fully furnished 6-bedroom, 4 1/2-bathroom retreat is located just steps from the resort’s clubhouse, placing world-class amenities right at your doorstep. Designed with luxury and comfort in mind, this home boasts two spacious primary suites—one on the main floor and another upstairs—offering ultimate flexibility for guests. You'll love the the open floor plan, upscale furniture, no carpet throughout the home (ideal for easy maintenance and higher booking potential), and a converted garage arcade room for endless family fun. Upstairs, the versatile loft space serves as a movie theater, game room, or a relaxing lounge area. Step outside to your private heated pool and spa, perfect for soaking up the Florida sun year-round. Windsor at Westside offers resort-style living with a 10,000 sq. ft. clubhouse, state-of-the-art fitness center, lazy river, splash area, Tiki Bar, Tu Casa Bar & Lounge, market and deli, arcade, sand volleyball, multipurpose courts, and a playground—everything your guests need for a memorable stay. Location is unbeatable—just minutes from Walt Disney World, 25 minutes away from Epic Universe theme park, and close to shopping, dining, grocery stores, and entertainment. Whether you’re looking for a top-performing short-term rental or a private vacation escape, this home has it all! Call us now for a private tour.
Listing is courtesy of: RIVA REALTY GROUP LLC (407-845-1003)
Listing Agent: Camila Riva (407-765-3656)
8839 GENEVE COURT, KISSIMMEE, FL 34747
$404,000142 Days on yellowkey MLS ID: TB8467307
REDUCED by $5,000 (1.2%) on 06/01/2026
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2102 Built: 2018Monthly Fee: $605 Tax: $7,587 (2025)Community: Windsor At WestsideSpa: YesTownhouse
Taxes:$7,587
Remarks: Just minutes from Disney, this upgraded and fully furnished 4-bedroom, 3.5-bath townhome is the kind of property buyers and investors have been waiting for. Inside, you’ll find newer luxury vinyl flooring throughout, replacing all carpet for a fresh, modern, and easy-to-maintain living space. The home offers a private indoor pool for year-round enjoyment, plus a convenient half bath just outside the pool area, perfect for guests and entertaining. A spacious open loft adds valuable flexibility and can be used as a game room, second living area, or additional guest space. The layout includes a primary suite and Jack-and-Jill bedrooms, making it ideal for personal use, vacation stays, or short-term rental guests. Bright, stylish, and sold fully furnished, this property is ready for immediate enjoyment or rental income potential. Located in a desirable community with great amenities and only minutes from Disney, restaurants, shopping, and Orlando’s top attractions, this home offers location, function, and value all in one.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Sharon Wang (813-951-3122)
4741 CLOCK TOWER DR #208, KISSIMMEE, FL 34746
$348,000205 Days on yellowkey MLS ID: O6362235
INCREASED by $2,100 (0.6%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1329 Built: 2018Monthly Fee: $259 Tax: $4,904 (2025)Community: Storey Lake ResortCondo
Taxes:$4,904
Remarks: Don't miss this opportunity,Location and income Great Opportunity! Only 15 minutes from Disney and 20 minutes from Universal Studios. Fully Furneshed. Discover the perfect short-term rental investment in the highly sought-after Storey Lake Resort! This elegant 3-bedroom, 2-bathroom condo is fully furnished and beautifully decorated, offering a true turnkey solution for investors looking to maximize rental income. Designed with both style and functionality in mind, the modern kitchen features quartz countertops, 42” cabinets, stainless steel appliances, and comes fully equipped with a washer, dryer, and blinds for added convenience. Located in a prime area of Central Florida, this property offers unparalleled access to Disney parks, world-class shopping, fine dining, and top Orlando attractions. Guests will love the resort-style amenities and the unbeatable proximity to everything Orlando has for your family. Don’t miss this remarkable investment opportunity—schedule your showing today!(read showing intruction and for more infor.ation call agent 2)
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Selma White (407-460-9387)
2165 THE OAKS BLVD, KISSIMMEE, FL 34746
$534,500207 Days on yellowkey MLS ID: O6361402
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2720 Built: 2003Monthly Fee: $24 Tax: $6,595 (2024)Community: Oaks Ph 1 B1Single Family
Taxes:$6,595
Remarks: Beautiful fully remodeled home located in a prime area! This stunning property features modern upgrades throughout, including brand-new flooring, contemporary finishes, and a beautifully updated kitchen designed for both style and functionality. The home offers spacious living areas filled with natural light, creating a warm and inviting atmosphere perfect for everyday living and entertaining. Enjoy the convenience of being just minutes from major shopping centers, restaurants, top-rated schools, golf courses, and popular attractions. With easy access to Orlando, Davenport, and nearby entertainment destinations, this home combines comfort, location, and lifestyle all in one. Don’t miss the opportunity to own this move-in ready property in one of Central Florida’s most convenient and desirable areas!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Sheryl Cury, Pa (407-790-5500)
2940 EVANS DR, KISSIMMEE, FL 34758
$339,90029 Days on yellowkey MLS ID: S5149986
1 Days Off yellowkey (back on 6/5/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 2001Monthly Fee: $66 Tax: $4,655 (2025)Community: Poinciana Estate Sec BSpa: NoSingle Family
Taxes:$4,655
Elementary School: Reedy Creek Elem (K 5)
High School: Poinciana High School
Middle School: Horizon Middle
Remarks: Under contract-accepting backup offers. Welcome to 2940 Evans Drive in Kissimmee, this home perfectly blends comfort, functionality and Florida living. Nestled in a quiet, established neighborhood located in the Doral Woods community you'll have access to the community pool and a tennis court. This beautiful 4 bedroom and 2 bath home offers a rare combination of interior space and outdoor freedom. Open the main door into the foyer that leads you past the formal dining room to a spacious kitchen with an island/breakfast bar that overlooks the family room. Great space for entertaining friends and family! The bedrooms provide a peaceful retreat, and versatility to accommodate your lifestyle; whether you are looking for a home office, room to grow, entertain, or simply enjoy a little extra privacy, this home delivers! With just shy of .30 of an acre of outdoor space, enjoy a private fully fenced backyard with plenty of room to create your own outdoor oasis, ideal for weekend barbecues or simply relax after a long day. Recent improvements include: kitchen appliances 2025, fence improved 2021, roof replaced 2019. Conveniently located close to restaurants, shops, parks, schools and major commuter routes. Need access to world class attractions? Your are at reach within 30 minute drive. If you have been searching for space, value, and a place to truly make your own, this is the one, schedule a tour today!
Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)
Listing Agent: Stephanie Morales, Llc (407-399-2055)
3100 PARKWAY BLVD #424, KISSIMMEE, FL 34747
$150,00024 Days on yellowkey MLS ID: O6408669
0 Days Off yellowkey (back on 6/5/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 635 Built: 1990Monthly Fee: $777 Tax: $2,874 (2025)Community: Parkway Palms Resort Maingate CondoSpa: NoCondo
Taxes:$2,874
High School: Celebration High
Middle School: Kissimmee Middle
Remarks: Under contract-accepting backup offers. Furnished. Rental Ready. Minutes from Disney. This 2-bedroom 1-bathroom condo in the resort-style Parkway Palms Resort community in Kissimmee, Florida is move-in ready and waiting for you. Located on the second floor with a relaxing pool view, this unit is ideal as vacation getaway, or income-producing investment property. The open living and dining area is bright, functional, and truly turnkey from day one. Community amenities include a resort-style pool and fitness center. Short-term rental friendly community with strong year-round demand. Perfectly positioned in the heart of Central Florida's tourism corridor, this property is minutes from Walt Disney World, Universal Studios Orlando, Celebration, International Drive, premium outlet shopping, world-class dining, golf courses, and major highways including I-4 and US-192. Whether you are looking for a personal retreat or a cash-flowing rental near Orlando's top attractions, this property delivers the lifestyle and the opportunity. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Jessica Estrada (863-409-1771)
2963 SERA BELLA WAY, KISSIMMEE, FL 34744
$500,00096 Days on yellowkey MLS ID: S5144389
REDUCED by $15,000 (2.9%) on 06/05/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2416 Built: 2016Monthly Fee: $120 Tax: $5,072 (2025)Community: Sera BellaSingle Family
Taxes:$5,072
Elementary School: Ventura Elem
High School: Tohopekaliga High School
Middle School: Parkway Middle
Remarks: Welcome home to 2963 Sera Bella Way, a fully upgraded, two-story stunner offering the perfect blend of elegance, comfort, and incredible versatility! Boasting 2,416 sq. ft. of beautifully designed living space, this 3-bedroom, 2.5-bathroom home truly has it all—including a phenomenal location that puts convenience at your fingertips. From the moment you pull into the gorgeous brick paver driveway, the curb appeal draws you in. Step inside to find a bright and spacious open floor plan featuring a formal dining area and a large, welcoming family room. The heart of the home is the breathtaking upgraded kitchen! It is fully equipped with high-end dark wood cabinetry, gleaming granite countertops, modern stainless steel appliances, and a massive center island with pendant lighting—perfect for meal prep, entertaining, or your morning coffee. Head upstairs to discover an additional flexible loft space, ideal for a home office, playroom, or cozy media area! One of the most unique and valuable features of this home is the PRIVATE BEDROOM WITH ITS OWNEN-SUITE BATHROOM AND PRIVATE ENTRANCE! Whether you want a secluded space for guests, an in-law suite, or a FANTASTIC OPPORTUNITY TO GENERATE RENTAL INCOME, this layout is an absolute game-changer. Ready to unwind? Step out onto your extensive screened-in covered patio and take in the tranquil, unobstructed water views featuring a beautiful pond with fountains. With vinyl fencing perfectly framing the sides of the yard, you get privacy without sacrificing the serene scenery. Situated in the highly desirable 34744 zip code, offering quick access to major highways, shopping, dining, and world-class entertainment and Orlando International Airport.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: John Gomez (321-557-5652)
303 SILK OAK DRIVE, KISSIMMEE, FL 34743
$390,00029 Days on yellowkey MLS ID: O6408237
REDUCED by $10,000 (2.5%) on 06/02/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1612 Built: 1989 Tax: $4,651 (2025)Community: Buenaventura LakeSingle Family
Taxes:$4,651
Remarks: Under contract-accepting backup offers. Fully renovated 4 bedrooms, 2 bathrooms home for sale. This homes features quartz counter tops, stainless steel appliances, luxury finishes, private pool with a spa, 2024 roof, high ceilings, brand new mechanicals, including AC Units, and heater tank. This property is super close to all major highways, restaurants, super market and much more. Please note that this property has already been appraised at $390,000. Appraisal report has been attached to this listing. Should you have any question, do not hesitate to contact me.
Listing Agent: Mario Villamizar (689-285-9279)
1991 KEY BAY TRL, KISSIMMEE, FL 34747
$296,901277 Days on yellowkey MLS ID: TB8421378
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1437 Built: 2023Monthly Fee: $456 Tax: $8,564 (2024)Community: Four Seasons At Orlando Ph 4BVilla
Taxes:$8,564
Elementary School: Celebration K-8
Middle School: Celebration K-8
Remarks: One or more photo(s) has been virtually staged. Experience easy, low-maintenance living in this 2023-built villa located within a guard-gated 55+ resort-style community. Designed for comfort and simplicity, the open layout creates a natural flow between the kitchen and main living areas, extending to a covered back porch for relaxed indoor-outdoor living. The true highlight is the lifestyle, with access to a 12,000 square foot clubhouse featuring a heated pool, fitness center, tennis, pickleball, and bocce courts, along with a full calendar of social activities. HOA coverage includes exterior maintenance, roof, and landscaping, offering a convenient lock-and-leave option. A great opportunity to own a newer home in a community designed for connection, ease, and everyday enjoyment.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Matthew Blanco (305-484-4081)
2988 MARBELLA DR, KISSIMMEE, FL 34744
$475,00051 Days on yellowkey MLS ID: S5148494
REDUCED by $10,000 (2.1%) on 05/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2160 Built: 2004Monthly Fee: $167 Tax: $5,357 (2025)Community: Villa Sol Ph 2 Village 3Spa: YesSingle Family
Taxes:$5,357
Remarks: PRICE IMPROVEMENT! Modern finishes throughout, a fully renovated kitchen, and a resort-style pool and outdoor grill area. Located in the gated Villa Sol community and situated on over a ¼-acre lot, this beautifully maintained 4-bedroom, 2-bath home offers the perfect combination of comfort, style, and outdoor living. From the moment you arrive, you’ll appreciate the attractive landscaping, modern exterior design, and elegant double front doors with decorative glass inserts that create a warm and welcoming first impression. Step inside to a stunning dining room highlighted by gorgeous architectural columns and a striking stone accent wall that adds character and sophistication to the space. Just off the dining room, the kitchen is thoughtfully positioned for both convenience and functionality while still maintaining separation from the main entertaining areas. Designed for everyday living and hosting alike, the kitchen features all appliances included, extensive cabinet and counter space, stone countertops, tile backsplash, and a massive center island with seating—perfect for casual meals, gathering with guests, or entertaining. The living room flows seamlessly from the kitchen and is filled with natural light from oversized windows and double sliding glass doors leading directly to the pool deck, creating ideal indoor-outdoor living. Privately positioned near the front of the home, the spacious primary suite is separated from the guest bedrooms and serves as a relaxing retreat. The bedroom features abundant natural lighting, private sliding glass door access to the patio, and an en-suite bathroom complete with dual vanities, a large walk-in shower, and a garden tub perfect for unwinding at the end of the day. Additional guest bedrooms are located down a separate hallway just off the living room and offer similar layouts, comfortable sizing, and plenty of natural light throughout. Step outside to your own private backyard oasis. The oversized screened pool deck is designed for relaxation and entertaining, featuring a large in-ground pool, a separate brick paver bar area with seating, and a cozy brick fireplace accented by beautiful palm trees that create a true Florida resort-style atmosphere. The fully screened enclosure helps keep out bugs and debris while still allowing you to enjoy the sunshine and outdoor living year-round. Conveniently located near major roads, highways, shopping, dining, and attractions, residents of Villa Sol also enjoy fantastic community amenities including a clubhouse, community pool, playground, fitness center, and more—all within a private gated setting.
Listing is courtesy of: EXP REALTY LLC (407-846-0940)
Listing Agent: Steve Pugh (407-846-0940)
5455 ISLA SAONA DR, KISSIMMEE, FL 34758
$378,7849 Days on yellowkey MLS ID: O6413719
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2075 Built: 2026Monthly Fee: $50Community: WestviewSingle Family
Taxes:$0
Elementary School: Koa Elementary
High School: Liberty High
Middle School: Discovery Intermediate
Remarks: Under Construction. What's Special: Preserve View | Extended Lot | Covered Patio. New Construction - July Completion! Built by America's Most Trusted Home Builder. Welcome to the Hummingbird at 5455 Isla Saona Drive in Westview! This bright single story home invites you in with a charming porch and a welcoming foyer that opens to a spacious great room, creating a warm and connected setting for everyday living. The kitchen and dining area flow seamlessly together and feature a generous island, a walk-in pantry, and easy access to the covered lanai for relaxed indoor-outdoor living. The private primary suite is thoughtfully tucked away and offers a peaceful retreat with a well-appointed bath and ample closet space. Three additional bedrooms and nearby bathrooms provide comfort and flexibility for guests, hobbies, or a home office, while a convenient laundry room and two car garage add everyday ease. Welcome to Westview! Here, you can wake up to fresh morning air and the natural sounds of the outdoors in a thoughtfully planned community. You are surrounded by protected wetlands, forested uplands, ponds, open space, and miles of trails that invite you to explore right outside your door. Westview is ideally located near Poinciana Parkway in Kissimmee, Florida, placing you close to Lake Toho, Kissimmee Lakefront Park, Old Town, Walt Disney World, and more. This is a neighborhood where nature, convenience, and everyday adventure come together. Additional Highlights Include: 2" faux blinds. Photos are for representative purposes only. MLS#O6413719
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
310 E MAGNOLIA ST, KISSIMMEE, FL 34744
$250,000128 Days on yellowkey MLS ID: O6379567
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1312 Built: 1940 Tax: $3,382 (2025)Community: Robert Bass AddSingle Family
Taxes:$3,382
Remarks: Under contract-accepting backup offers. Back on Market! Brand new kitchen cabinets and countertops are in the processing of being installed, and there is a Transferable Termite Bond!! Welcome home to 310 E Magnolia St, Kissimmee, FL 34744 — a rare opportunity just steps from the heart of historic Downtown Kissimmee with NO HOA, endless flexibility, and serious upside! This charming property sits on a nearly Quarter-Acre, Fully Fenced lot with a huge Extended Driveway that easily fits multiple vehicles meaning bring your boat, trailer, or work trucks with no restrictions. Whether you’re a primary homeowner craving space or an investor looking for income potential, or BOTH — this one checks all the boxes. The main home welcomes you with a cute front deck, perfect for morning coffee or evening sunsets. Inside, you’ll find 3 bedrooms and 1.5 bathrooms, including a full bathroom with an updated Tiled freestanding shower. The layout offers an open living and dining room combo, plenty of natural light, laminate and tile flooring throughout (no carpet), a kitchen equipped with all essential appliances, and an indoor laundry room with washer/dryer connections. Toward the rear of the home, a bonus flex room near the half bath provides the perfect space for a home office, gym, or playroom. The true standout? A Detached Garage converted into a Studio Apartment featuring a full bedroom AND full bathroom—ideal for guest accommodations, multigenerational living, or immediate rental income to boost your cash flow. Location is everything, and this one is unbeatable. Just a few blocks from Downtown Kissimmee, you’re minutes from Lake Tohopekaliga’s scenic waterfront, Kissimmee Lakefront Park, vibrant restaurants, boutique and antique shops, artisan stores, the Kissimmee Valley Farmers Market, year-round community events, seasonal festivities, and SunRail access for easy commuting. Add in proximity to schools, Disney, major roads and highways, the Turnpike, Orlando International Airport, and hospitals, and you’ve got prime convenience wrapped in small-town charm. With the city’s continued growth and revitalization, owning here isn’t just buying a home- it’s investing in the future. Opportunities like this in Downtown Kissimmee don’t come around often. Schedule your private showing Today before it’s gone!
Listing Agent: Veronica Figueroa (407-519-3980)
416 JANICE KAY PL, KISSIMMEE, FL 34744
$399,000326 Days on yellowkey MLS ID: O6329548
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1866 Built: 2005Monthly Fee: $13 Tax: $5,874 (2024)Community: Eagles LandingSingle Family
Taxes:$5,874
Remarks: Welcome to this well maintained 3-bedroom, 2-bath home featuring a formal dining room and a spacious family room that flows seamlessly into an oversized kitchen—perfect for entertaining or relaxing. Enjoy peaceful pond views right from your backyard in this quiet neighborhood. Located in a golf community offering great amenities including a community pool, fitness center, tennis courts, playground, and more. Just a short drive to world-famous attractions, hospitals, and shopping centers This property is also eligible for leasing—making it an excellent home or investment opportunity! Schedule a viewing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Monica Perlas (407-446-8086)
8063 KNEE DEEP RD, KISSIMMEE, FL 34747
$398,500297 Days on yellowkey MLS ID: O6334138
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1188 Built: 2019Monthly Fee: $398 Tax: $9,876 (2024)Community: Rolling Oaks Ph 6Single Family
Taxes:$9,876
Elementary School: Westside Elem
Remarks: ***FABULOUS MARGARITAVILLE RESORT***FANTASTIC RENTAL OR VACATION HOME*** OWN ONE OF THE BEST LEASING FLOORPLANS with a DOWNSTAIRS Bedroom and BATH*** Your opportunity to own a TROPICAL COTTAGE OASIS in Margaritaville Resort Orlando! Enjoy 5 O'clock somewhere everyday!!! The property is perfect as a Primary Residence or use it as an INVESTMENT / VACATION home and be part of the Margaritaville Rental program! The spacious cottage offers 2 Bedrooms/2 Bathrooms and is a short walk or bike ride to all the amenities that Margaritaville Resort has to offer! ALL FURNITURE AND HOUSEWARES INCLUDED IN LIST PRICE! (The furnishings/Housewares are a $15,000 - $20,000 value). Wonderful Key West style furnishings. This Awesome property offers two Primary suites with bathrooms, one on the First Floor with Access to the Outdoor Patio! Second Floor En Suite Bedroom has a King Size Bed, Private Bathroom with a Tub/Shower Combo and a Private Balcony with Seating Area. Upon arriving to the property guests will enjoy the quaint Covered Front Porch, Ceiling Fans, Upgraded Appliances, QUARTZ Countertops and 'Wood' Tile Flooring. Full size Washer and Dryer on First Floor. Backyard has Paved Patio with Table, Chairs. The Turnkey Furniture Package Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishes/Glasses, Linens and SO MUCH MORE! A one of a Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants, Bars, Live Music, Retail and More! MINUTES FROM ALL ORLANDO HAS TO OFFER INCLUDING DISNEY PARKS, UNIVERSAL ORLANDO, SEA WORLD AND THE UP AND COMING EPIC UNIVERSE! Come LIVE, VACATION and INVEST in PARADISE and MARGARITAVILLE!!! If you choose to stay with the same rental company, there are reservations on the books for 2024 and 2025, Or if you want as your primary the bookings can be moved. Schedule a showing today!!
Listing Agent: Randall Gill (407-756-0071)
1529 INDIAN OAKS TRL, KISSIMMEE, FL 34747
$409,50032 Days on yellowkey MLS ID: S5149756
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1536 Built: 1996 Tax: $5,824 (2025)Community: Indian Ridge Villas Ph 2Single Family
Taxes:$5,824
Remarks: Discover your perfect Florida retreat with this beautifully maintained home in the heart of Kissimmee! Nestled in a private, quiet neighborhood, this home is ideal for vacationers or families seeking comfort, convenience, and endless entertainment. Step inside to an open floor plan that seamlessly connects the living, dining, and kitchen areas, accented by carpet and ceramic tile flooring throughout. Natural light floods the space, creating a warm and welcoming atmosphere. Enjoy the ultimate in outdoor living with your private heated pool and covered pool lanai—perfect for relaxing in the shade, entertaining guests, or enjoying Florida’s sunny weather year-round. The vinyl-fenced yard provides both privacy and safety for children or pets, making it ideal for families and vacation rental guests alike. Additional updates include a brand-new roof, giving you peace of mind and added value. Located just minutes from Disney World, top restaurants, shopping, and Orlando’s beautiful beaches, this home offers the perfect mix of tranquility and convenience. Whether you’re hosting vacation guests or making it your own personal paradise, this property is ready to deliver the Florida lifestyle you’ve been dreaming of. Don’t miss this opportunity to own a private home with a heated pool, covered lanai, vinyl-fenced yard, and new roof in a prime Kissimmee location—perfect for vacation rentals or year-round enjoyment!
Listing is courtesy of: FLORIDA SCANDI REALTY LLC (407-982-7224)
Listing Agent: Joseph Rogers, Llc (407-982-7224)
7977 HANSON BAY PL, KISSIMMEE, FL 34747
$475,000116 Days on yellowkey MLS ID: O6382804
REDUCED by $15,000 (3.1%) on 04/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2130 Built: 2019Monthly Fee: $407 Tax: $7,381 (2025)Community: Four Seasons At Orlando Ph 1Spa: NoSingle Family
Taxes:$7,381
Elementary School: Island Village Elementary School
Remarks: Under contract-accepting backup offers. Welcome to the Four Seasons at Orlando – Where Resort Living Meets Everyday Luxury! FULLY FURNISHED AND MOVE IN READY! Nestled within Orlando’s premier 55+ guard-gated community, this stunning home is situated on the famed Mystic Dunes Golf Club. Built in 2019 and offering just over 2,000 square feet, this exceptional 3-bedroom, 2-bath residence is perfectly positioned on a quiet cul-de-sac with sweeping golf course views. From the moment you arrive, the paved driveway and manicured setting set the tone. Inside, luxury vinyl plank flooring flows through the main living areas, complemented by plush carpeting in the bedrooms. Crown molding, tray ceilings, and designer finishes elevate every space. The wide-open floor plan centers around a stunning bright white kitchen featuring Shaker-style cabinetry, stone countertops, a built-in oven and cooktop, walk-in pantry, and an enormous island designed for gathering. A built-in office/workspace greets you at the entry — ideal for remote work or organization. An extra-wide sliding glass door frames the golf course beyond, filling the home with natural light and seamlessly connecting to the covered, paved back porch. The primary suite is a true retreat, overlooking the course and offering a spa-inspired bath with glass-enclosed shower, double vanity, private water closet, and an oversized walk-in closet. Secondary bedrooms are generously sized, and both bathrooms showcase beautiful tile detail and stone countertops. The laundry/utility room includes, shelving, and a utility tub for added functionality. The backyard features a covered lanai and extended paver patios overlooking serene mature landscaping and a breathtaking golf course view and is also pre-wired for a custom pool. The home is equipped with a whole home water filtration system and EV car charger in Garage. Home can be sold furnished with a few minor exceptions see attachments for exclusions. Located minutes from Walt Disney World, major highways, shopping, and dining — and just a couple hours from Florida’s pristine east and west coast beaches — this home delivers luxury, convenience, and lifestyle in one extraordinary package. This is not just move-in ready. This is a showpiece.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Tyler Labod (407-490-5289)
2564 CHAPALA DR, KISSIMMEE, FL 34746
$550,000196 Days on yellowkey MLS ID: O6363818
REDUCED by $19,000 (3.3%) on 04/17/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4198 Built: 2003Monthly Fee: $13 Tax: $10,990 (2024)Community: Brighton Lakes Ph ISingle Family
Taxes:$10,990
Remarks: Located just 25 minutes from Disney!!! This beautiful Mediterranean-style 4 Bedroom, 3.5 Bath home in the gated Brighton Lakes community offers 4,198 sq ft of living space. This rare property includes a multi-generational living area and three full kitchens with all appliances—ideal for extended family or flexible use. Interior features include imported Mahogany hardwood floors, an open floor plan, and a spacious master suite with double walk-in closets and a spa-style bath with a jacuzzi tub. The covered lanai provides a peaceful water view, perfect for relaxing or entertaining. Conveniently located near shopping, dining, and major conveniences. Lender credit available with seller’s preferred lender.
Listing Agent: Virginia Doherty (321-374-0213)
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