Location: Kissimmee , 34741
Do Not Show Listings
1218 BERMUDA LAKES LN #201, KISSIMMEE, FL 34741
$137,90099 Days on yellowkey MLS ID: O6373128
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 733 Built: 1993 Tax: $2,155 (2025)Community: Gables At Lakeside CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,155
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this well located unit in the desirable Gables Lakes community of Kissimmee, Florida. This property offers a comfortable and functional layout, ideal for those seeking convenience, accessibility, and a welcoming residential atmosphere. Situated in a gated community, the home provides a peaceful setting while being just minutes from major highways, shopping centers, dining, and entertainment. Residents enjoy close proximity to The Loop, schools, medical facilities, and popular attractions, making it an excellent choice for homeowners or renters alike. The community features well maintained grounds and amenities that enhance everyday living, offering both comfort and security. Whether you’re looking for a primary residence or an investment opportunity, this property delivers location, value, and lifestyle appeal.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Xiomara Pichardo (401-837-0460)
2639 LIBERTY BLVD, KISSIMMEE, FL 34741
$269,900102 Days on yellowkey MLS ID: O6373100
0 Days Off yellowkey (back on 4/23/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1680 Built: 1997 Tax: $1,620 (2025)Community: Tropical Park Unit 2Manufactured Home
Taxes:$1,620
Remarks: Buyer financing fell through. NO HOA!! This 3/2 manufactured home is located on a 0.33 acre corner lot in the heart of Kissimmee. The ample sized yard is completely fenced and includes a large driveway for parking any type of vehicle, there is also water and electric hook up for an RV with plenty of parking space. This home boasts an extra large front porch and back deck. All bedrooms have walk in closets and the entire home has ceramic tile floors. The primary bathroom features a garden tub, dual sinks, and linen closet. The owner has replaced all toilets and hot water heater. Conveniently located with easy access to major roads for travel throughout central Florida and beyond. Schedule an appointment today.
Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)
Listing Agent: Marie A Collins Pa (407-791-8232)
1002 GEORGE ST, KISSIMMEE, FL 34741
$240,0005 Days on yellowkey MLS ID: S5148387
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1062 Built: 1956 Tax: $588 (2025)Community: Orange Gardens Sec 01Single Family
Taxes:$588
Remarks: Concrete block 2-bedroom, 1-bathroom home, offering one of the best value opportunities in the market under $240,000. Situated on a corner lot, this property presents excellent potential for expansion or renovation. The home requires updates, including general clean-up, making it ideal for investors or buyers looking to customize. No HOA or CDD fees. Conveniently located near major roadways, shopping centers, grocery stores, and dining options. Sold AS-IS. Showings are recommended prior to submitting an offerting. Room dimensions are approximate and should be independently verified. Sale is contingent upon the sellers successfully closing on their replacement property.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Elimar Placido (407-235-5185)
3195 WHOOPING CRANE RUN, KISSIMMEE, FL 34741
$399,0005 Days on yellowkey MLS ID: O6400981
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1579 Built: 1999Monthly Fee: $58 Tax: $3,881 (2025)Community: Cranes Cove Ph 02Spa: NoSingle Family
Taxes:$3,881
Elementary School: Central Avenue Elem
High School: Osceola High School
Middle School: Kissimmee Middle
Remarks: Welcome to this well-maintained 3-bedroom, 2-bathroom home offering the perfect blend of comfort, functionality, and location. Inside, you’ll find multiple living spaces including a formal living room, dining room, and a spacious family room—ideal for both everyday living and entertaining. The kitchen flows seamlessly into the main living areas, creating a warm and inviting atmosphere. The primary suite features a large bathroom complete with a soaking tub and separate walk-in shower, providing a relaxing retreat. Step outside to your private backyard oasis with a screened-in pool and fully fenced PVC yard—perfect for enjoying Florida living year-round. Additional updates include a newer AC system installed in 2023 for added peace of mind. Located in the desirable Cranes Cove community, residents enjoy low HOA fees and access to a community pool. Just minutes from The Loop shopping center, you’ll have convenient access to restaurants, movie theaters, shopping, and more. Plus, you’re a short drive to Disney and all that Central Florida has to offer. Whether you’re looking for a primary residence, investment property, or vacation home, this one truly checks all the boxes.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Dominick Florio (321-377-4045)
923 S PARK CT, KISSIMMEE, FL 34741
$268,0005 Days on yellowkey MLS ID: O6400815
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1391 Built: 1971 Tax: $1,926 (2025)Community: South ParkSingle Family
Taxes:$1,926
Elementary School: Thacker Avenue Elem (K 5)
Remarks: One or more photo(s) has been virtually staged. Welcome to 923 S. Park Ct., Kissimmee, FL 34741 - a charming single family home situated in an established Osceola County neighborhood. This residence features three bedrooms and one full bathroom, offering a comfortable and functional layout with plenty of potential. The home features tile flooring throughout, making for easy maintenance. Step outside to enjoy a fully fenced front and back yard, providing space to relax. The backyard also includes a shed for additional storage and a driveway offers convenient off-street parking. The roof was completed in 2021. Ideally positioned near downtown Kissimmee, this home provides convenient access to a variety of shopping, dining and local amenities. This is a wonderful opportunity to own a single family home in a prime Kissimmee location. Schedule your showing today!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
3051 GREYSTONE LOOP #302, KISSIMMEE, FL 34741
$240,0007 Days on yellowkey MLS ID: O6400559
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1634 Built: 2006Monthly Fee: $390 Tax: $2,534 (2025)Community: Flora Ridge Condo Ph 2 Bldg 5Condo
Taxes:$2,534
Elementary School: Floral Ridge Elementary
High School: Osceola County School for Arts
Remarks: One of the largest floorplans in Flora Ridge, offering over 1,600 sq ft of flexible living space in a gated community just minutes from The Loop, Osceola Parkway, and under 10 miles to Disney. This 3-bedroom, 2-bath condo is ideally positioned on the 3rd floor with elevator access and features a versatile bonus space off the primary suite—perfect for a home office, nursery, or potential 4th bedroom. The split floorplan creates privacy while still feeling open and functional. Inside, the home has been thoughtfully upgraded with modern finishes throughout. The kitchen stands out with upgraded cabinetry, stone countertops, recessed lighting, and a custom Ambrosia Maple butcher block. Additional upgrades include a remodeled walk-in pantry, laminate flooring throughout, Alexa-enabled smart lighting and thermostat, USB outlets, and a sleek floating entertainment system in the living room. Custom Elfa closet systems and built-in dining banquette seating add both style and storage. Updated with high-performance vinyl replacement windows, featuring durable double-pane glass for improved energy efficiency, insulation, and noise reduction. Standard double-hung design allows for easy operation and maintenance. Step outside to a screened-in balcony, ideal for enjoying fresh air year-round. The unit also includes a ventless washer and dryer, allowing flexibility in placement, along with ceiling fans in every room. The exterior of this community was recently renovated with new balcony, paint and screens added. Additional highlights include a newer AC and water heater, a covered parking space, and ample guest parking. Offsite security guard access.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Meagan Waddell (321-945-0008)
610 BUCKLEY DR, KISSIMMEE, FL 34741
$1,200,000439 Days on yellowkey MLS ID: S5120472
Bed: 3 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 1420 Built: 1940 Tax: $527 (2023)Community: Acreage & UnrecSpa: NoSingle Family
Taxes:$527
Tax Year: 2023
Remarks: Prime 2.16 Airport Industial Development Site-Build-Ready for Logistics, Distribution, or Warehouse. Right on Hoagland Blvd, near 17/192 and Kissimmee Airport. This property has been serving the transportation industry for medium and heavy trucks, but it could easily be use for a warehouse business. This sale includes two lots with a total of 2.16 acres, high and dry (PID 19 25 29 0000 0290 0000 & PID 19 25 29 00U0 0160 0000) Land improved. The house features 3 bed/1 bath with 1,420 sq ft. and also provide two side entrance to the rear parking truck which is currently fence for your privacy convenience. No HOA, NO Flood-Zone & No Wetlands and Facing East with a total front exposure of 253'. This is the one you've been looking for. Contact me for details.
Listing is courtesy of: KELLY RIGHT REAL ESTATE (813-321-2282)
Listing Agent: Mara Rodriguez (407-556-4315)
3001 LAUREL PARK LN #207, KISSIMMEE, FL 34741
$269,90041 Days on yellowkey MLS ID: O6391281
REDUCED by $9,600 (3.4%) on 04/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1779 Built: 2006Monthly Fee: $399 Tax: $4,750 (2025)Community: Flora Ridge Condo Ph 10 Bldg 4Condo
Taxes:$4,750
Remarks: One or more photo(s) has been virtually staged. This lovely, spacious condo in Kissimmee's gated Flora Ridge community offers the perfect combination of comfort and convenience. Located on the second floor with an elevator, this 1,779-square-foot apartment has an open layout that flows seamlessly between the kitchen and living room. There is also freshly painted interior throughout the unit, a recently replaced refrigerator, air conditioning and water heater, a master bedroom with double sinks and walk in closet, and a screened porch. Homeowners get two dedicated parking spots, one with a covered carport and one without. There is a community pool with amazing water view, and walking trail. It is situated just minutes from The Loop, a premier shopping and dining destination, making it easy to access the Florida Turnpike, Osceola Parkway, and world-famous theme parks. Along with the regular assigned schools, there is Renaissance Charter School with an A rating available from Kindergaden to 12th grade.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Brigitte Elzarki (321-231-4999)
3108 WINDOVER AVE, KISSIMMEE, FL 34741
$195,00087 Days on yellowkey MLS ID: S5142837
3 Days Off yellowkey (back on 4/22/2026)
REDUCED by $3,000 (1.5%) on 04/16/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 992 Built: 1983Monthly Fee: $125 Tax: $2,617 (2025)Community: Chelsea Square 1Townhouse
Taxes:$2,617
Remarks: Under contract-accepting backup offers. Welcome to this charming 2-bedroom, 1.5-bath townhome in a strategic Kissimmee location, just minutes from The Loop. Enjoy low HOA and NO CDD, keeping monthly costs more manageable. Inside, you’ll find a bright living area, a fully equipped kitchen with modern appliances, and a stylish blend of flooring, including modern laminate flooring in the bedrooms. Step outside to your private rear porch—perfect for morning coffee or relaxing evenings. Conveniently close to shopping, dining, and entertainment, with Disney approx. 17 miles away and Universal approx. 19 miles. Schedule your showing today—this one won’t last!
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Jose Aguilar Colina (407-508-6692)
2120 W MARTIN ST, KISSIMMEE, FL 34741
$220,0008 Days on yellowkey MLS ID: O6400557
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1986 Tax: $2,537 (2025)Community: Glen Jac OaksTownhouse
Taxes:$2,537
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath townhouse located in Kissimmee! This move-in ready home combines modern upgrades with comfort and convenience, making it perfect for homeowners or investors alike. NO HOA Fee's! Step inside to find a spacious layout featuring ceramic tile throughout the main living areas and durable luxury vinyl flooring in the kitchen. The fully renovated kitchen is a standout, showcasing sleek granite countertops, stainless steel appliances, and a smooth cooktop—perfect for everyday living and entertaining. Both bathrooms have been tastefully updated, offering a fresh, modern feel. Major improvements have already been taken care of, including a new roof and a newer A/C system, giving you peace of mind for years to come. Ideally situated in Kissimmee, this home offers easy access to shopping, dining, major roadways, and Central Florida attractions. Whether you’re looking for a primary residence, vacation home, or investment property, this one checks all the boxes.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P (407-730-8737)
Listing Agent: Mike Allende (407-595-5462)
1017 PATRICK ST, KISSIMMEE, FL 34741
$329,90086 Days on yellowkey MLS ID: S5142866
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1296 Built: 2008 Tax: $680 (2025)Community: Randolph & PatrickSingle Family
Taxes:$680
Middle School: Denn John Middle
Remarks: CHARMING DOWNTOWN KISSIMMEE HOME WITH MODERN UPDATES,FRESH INTERIOR PAINT & CLASSIC CURB APPEAL WELCOME TO THIS BEAUTIFULLY MAINTAINED 3-BEDROOM, 2-BATHROOM HOME IDEALLY LOCATED IN THE HEART OF DOWNTOWN KISSIMMEE, JUST MINUTES FROM SHOPPING, RESTAURANTS, AND PUBLIC TRANSPORTATION. INSIDE, YOU’LL FIND A SPACIOUS GREAT ROOM, WELL APPOINTED KITCHEN AND BATHROOMS. OFFERING MODERN COMFORT WITH TIMELESS STYLE. THE LARGE KITCHEN AND DINETTE AREA ARE PERFECT FOR EVERYDAY LIVING AND ENTERTAINING, COMPLETE WITH A LARGE PANTRY AND A CONVENIENT INSIDE LAUNDRY ROOM. STEP OUTSIDE AND ENJOY THE HOME’S CLASSIC CHARM WITH A COVERED FRONT PORCH WITH RAILING OVERLOOKS A LOVELY PICKET FENCE, CREATING A WARM AND WELCOMING FIRST IMPRESSION. ADDITIONAL FEATURES INCLUDE A 2-CAR CARPORT AND A 10X12 STORAGE SHED WITH ELECTRIC, IDEAL FOR TOOLS, HOBBIES, OR EXTRA STORAGE. MAJOR UPDATES INCLUDE A BRAND-NEW ROOF (2025), GIVING PEACE OF MIND TO THE NEXT OWNER. THIS MOVE-IN-READY HOME BLENDS LOCATION, SPACE, AND CHARACTER. WHAT AN EXCELLENT OPPORTUNITY TO OWN A WELL MAINTAINED PROPERTY RIGHT IN DOWNTOWN KISSIMMEE.
Listing is courtesy of: GOODWIN REALTY & ASSOCIATES, INC (407-846-2787)
Listing Agent: Linda Goodwin-Nichols (407-908-0320)
2420 PAINTER LN, KISSIMMEE, FL 34741
$345,000137 Days on yellowkey MLS ID: O6365818
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1900 Built: 2007Monthly Fee: $389 Tax: $5,557 (2024)Community: Cypress Reserve VillasTownhouse
Taxes:$5,557
Tax Year: 2024
Remarks: Welcome to this beautifully maintained single-story end-unit villa, offering effortless living in a peaceful community setting. This 3-bedroom, 2-bath home features a desirable split floor plan, providing privacy and comfort for every member of the household. Abundant natural light fills the open-concept living and dining areas, creating a warm and inviting space ideal for everyday living or entertaining. The functional kitchen is equipped with stainless steel appliances, ample cabinetry, and a practical layout perfect for cooking and hosting. The spacious primary suite includes a private bath and generous closet space, while the additional bedrooms are well-appointed for guests, family, or a home office. Tile flooring in the main areas and luxury vinyl plank flooring in key spaces ensure both durability and style, and the washer and dryer are included for added convenience. Relax outdoors in the screened-in lanai overlooking a surprisingly spacious backyard, offering room for gardening, play, pets, or peaceful relaxation. Enjoy low-maintenance living with access to community amenities including a sparkling pool and playground. Located just minutes from The Loop, you’ll enjoy close proximity to premium shopping, dining, entertainment, and major highways, making commuting and daily errands a breeze. This villa offers the perfect blend of comfort, convenience, and low-stress living—ready for you to move right in.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Charisse Elliott (321-461-5055)
4001 SAN SEBASTIAN DR #108, KISSIMMEE, FL 34741
$278,000283 Days on yellowkey MLS ID: G5099757
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1470 Built: 2005Monthly Fee: $496 Tax: $3,815 (2024)Community: Venetian Bay VillagesSpa: YesTownhouse
Taxes:$3,815
Remarks: Tucked away in the desirable Venetian Bay Villages community, this spacious 4-bedroom, 3-bath townhome offers comfort, style, and convenience—whether you're looking for a primary residence, vacation home, or investment opportunity. The open floor plan invites natural light into the main living areas, creating a warm and welcoming space ideal for relaxing or entertaining. The home is being sold fully furnished, making it move-in ready from day one. The kitchen opens seamlessly to the living and dining areas, while all bedrooms offer generous space and no carpet in sight—perfect for easy maintenance and a clean, modern feel. Located just steps from community amenities including pools, fitness center, clubhouse, and walking trails, this property blends resort-style living with everyday functionality. Experience the charm of Venetian Bay and the ease of low-maintenance living in the heart of Central Florida.
Listing is courtesy of: RIVA REALTY GROUP LLC (407-845-1003)
Listing Agent: Arlete Ritt (407-592-9500)
2525 AMATI DR, KISSIMMEE, FL 34741
$529,999128 Days on yellowkey MLS ID: O6367470
REDUCED by $1 (0.0%) on 04/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2391 Built: 2016Monthly Fee: $173 Tax: $7,811 (2024)Community: TapestrySpa: YesSingle Family
Taxes:$7,811
Remarks: $80,000 price improvement — now offered at $530,000 in the gated Tapestry community, just 15 minutes from Disney. Proudly owned by only one owner, this fully modernized 4-bedroom + office + loft, with 3.5-bath, offers nearly 2,400 sq ft of functional living space. Including a downstairs bonus room and a spacious upstairs loft. The private backyard is a standout feature, designed for comfort and entertainment with artificial turf, paved gathering areas, a jacuzzi, and full fencing for added privacy and low maintenance. Additional highlights include a 2-car garage and fully installed security system. Conveniently located just 0.7 miles from Kissimmee Middle School and minutes from major shopping, dining, and highways. Residents of Tapestry enjoy true resort-style living with a clubhouse, resort pool, water play area, playgrounds, dog park, scenic conservation areas, and a fully equipped fitness center. With this new price adjustment, opportunities like this don’t last — schedule your private tour today.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Gabriella Massaro (689-280-9558)
1023 SPRING MEADOW DR #1023, KISSIMMEE, FL 34741
$189,90049 Days on yellowkey MLS ID: S5145052
REDUCED by $4,700 (2.4%) on 04/22/2026
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1012 Built: 1973Monthly Fee: $324 Tax: $2,603 (2024)Community: Spring Meadow Ph 1Condo
Taxes:$2,603
Remarks: Charming 2-bedroom, 1.5-bath condo perfect for a first-time homebuyer, starter home, or investment opportunity. This inviting home features an updated kitchen with granite countertops, bright white cabinetry, and mix stainless steel appliances, offering a clean and functional space that opens to the main living area. The first floor features tile flooring throughout the living and dining areas, while both bedrooms are privately located upstairs with carpet flooring for added comfort. Enjoy relaxing outdoors on the spacious screened-in porch with a private rear view. Additional highlights include a 1-car garage and a location just steps from the community pool and clubhouse, making it easy to enjoy the neighborhood amenities. Great investment potential with rental rates in the area available. Conveniently located near shopping, dining, and major roadways.
Listing is courtesy of: HELLO SUNSHINE REALTY LLC (407-719-8932)
Listing Agent: Marissa Mcclung (407-719-8932)
2683 AMATI DR, KISSIMMEE, FL 34741
$699,00075 Days on yellowkey MLS ID: O6377846
REDUCED by $50,000 (6.7%) on 04/13/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3105 Built: 2016Monthly Fee: $173 Tax: $9,001 (2025)Community: TapestrySpa: YesSingle Family
Taxes:$9,001
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 2683 Amati Dr in Kissimmee, FL — a beautifully maintained former showroom model home with over $150,000 in upgrades. This spacious 5-bedroom, 4-bathroom residence also features a dedicated office, offering flexibility for today’s lifestyle. Designed for both everyday living and entertaining, the open floor plan is filled with natural light and enhanced by premium finishes and designer details throughout. As a former model home, it showcases upgraded fixtures and thoughtful touches that elevate the entire space. The well-appointed kitchen serves as the heart of the home, featuring ample cabinetry, generous counter space, and seamless flow into the dining and living areas. The primary suite provides a private retreat with a large walk-in closet and an en-suite bath designed for relaxation. A full en-suite bedroom with a walk-in shower offers privacy and comfort for guests or multigenerational living. Three additional bedrooms and bathrooms provide plenty of space for family and visitors. Step outside to the covered rear patio, perfect for outdoor dining or relaxing year-round. The backyard offers room to enjoy the Florida sunshine while still providing comfort and shade. Conveniently located near shopping, dining, schools, and major roadways, this home offers easy access to everything that Kissimmee and the greater Orlando area has to offer, including world class attractions, entertainment, and recreation. Do not miss the opportunity to make this move in ready home your own.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
1903 BROWN ST, KISSIMMEE, FL 34741
$375,00089 Days on yellowkey MLS ID: O6377061
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1892 Built: 1957 Tax: $2,661 (2025)Community: City HeightsSpa: NoSingle Family
Taxes:$2,661
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Located on a quiet street in the heart of Kissimmee, 1903 Brown Street offers a versatile layout and inviting outdoor spaces designed for modern Florida living. This 4-bedroom, 2-bath home features 1,892 heated square feet and an open-concept floor plan that allows the main living areas to flow naturally—ideal for both everyday living and entertaining. In addition to the primary living space, the home includes an oversized garage, a dedicated gym area, and a separate man cave or second living room, providing flexibility for fitness, hobbies, or additional entertaining space. These bonus areas make the home especially well-suited for work-from-home lifestyles, multi-generational living, or those seeking extra functional square footage beyond the bedrooms. Step outside to a private, fully fenced backyard featuring a screened-in pool, perfect for year-round enjoyment, along with a storage shed for added convenience. Centrally located just minutes from shopping, dining, schools, and major roadways, this home offers easy access to Orlando attractions, theme parks, and commuter routes.
2619 W DORIS ST, KISSIMMEE, FL 34741
$489,90050 Days on yellowkey MLS ID: A4685277
0 Days Off yellowkey (back on 3/15/2026)
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3331 Built: 1958 Tax: $7,662 (2026)Community: Orange GardensSingle Family
Taxes:$7,662
Tax Year: 2026
Remarks: Under contract-accepting backup offers. This Retreat is a Masterpiece of Craftsman Artistry This seller has thought of everything before you can even imagine it! This estate boasts over 3,300 square feet with 3 bedrooms, 3.5 bathrooms and an attached 1 bedroom, 1 bath apartment. It will give you the experience of a life of uncompromised luxury and small-town charm in this spectacular Craftsman estate. Re-imagined with attention to detail and situated on a sprawling half-acre double corner lot, this home isn’t just a residence—it is a sanctuary. Located in the coveted Orange Gardens neighborhood, no HOA, you are mere steps from the vibrant energy of downtown boutiques, artisan dining, and the convenience of commuter and Amtrak rail services. You can also enjoy the near by parks with a short walking or biking distance away. From the curb, the home radiates quality. It has a gable hip roof and concrete block hardi board exterior with seamless gutters. The true magic, however, begins with entering a foyer that takes your breath away. Looking down, the limestone and travertine floor showcases an original clematis design. Above, the octagonal cathedral ceiling features a hand blown glass fixture surrounded by translucent panels, filtering in natural light. Ultimate Retreat & Personal Fortress The primary suite is a masterclass in tranquility. Drift off under a romantic barrel-vaulted trey ceiling with soft cove lighting, or enjoy your morning coffee on the private screened patio. For a peace of mind, the suite features a discreetly integrated storm sanctuary—a custom walk-in closet reinforced with a roll-down door to keep your loved ones safe during any weather. The ensuite is a spa-like escape, boasting a two-person Jacuzzi tub and a floor-to-ceiling double-head shower surrounded by cultured marble, turning every morning into a five-star experience. Built for Connection & Creating Memories The gourmet kitchen and great room are a host’s dream. Imagine holiday gatherings centered around the massive granite island, with cocktails served from the professional-grade wet bar. Diamond Reflections cabinetry with appliance garages to keep your workspace pristine. The great room’s coffered ceilings and filtered sunlight create an atmosphere of warmth and sophistication. Alfresco Potential: Step out onto the patio—engineered with heavy-duty footings—ready to be transformed into the ultimate outdoor kitchen or covered lounge. For versatility, a secondary suite features a Murphy bed system, transforming a high-end home gym or executive office into a luxury guest suite. A third bedroom with an ensuite & patio access is also situated just down the main hall from the primary, giving you more space and privacy for all of your guests. If multi-generational living or a lucrative income stream is of interest, the attached private apartment is fully-equipped, offering its own kitchen, laundry, and separate entrance without sacrificing the main home’s privacy. Behind the beauty lies unparalleled engineering and self sufficiency. Throughout you will see several Velux sun tunnels that provide natural sunlight. A new roof as of 2023 and a whole house water filter and water softener. Across the home is four HVAC zones makes this home as "smart" as it is stunning. ADT hardwired security & privacy hedges ensure your private patio remains private. This is a thoughtfully crafted lifestyle for the buyer who demands excellence in every inch of their surroundings.
Listing is courtesy of: RIVER HILLS PROPERTIES, LLC B (315-896-1009)
Listing Agent: Heather Claridge (941-404-8193)
2365 RAPOLLO DR, KISSIMMEE, FL 34741
$514,90033 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: $173 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)
2920 ASHLAND LN S, KISSIMMEE, FL 34741
$330,0006 Days on yellowkey MLS ID: O6400955
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1957 Built: 2005Monthly Fee: $240 Tax: $4,098 (2025)Community: Townhomes Of Flora RidgeTownhouse
Taxes:$4,098
Remarks: Welcome to this exceptional townhome located in the desirable Townhomes of Flora Ridge community of Kissimmee, Florida. The interior features beautiful tile flooring throughout and is designed for easy, low-maintenance living. The open floor plan is well planned out and feels larger than it is. The first floor includes a spacious kitchen that perfectly blends comfort and style. The primary bedroom is on the second floor, serving as a relaxing retreat highlighted by a spacious bathroom and a walk in closet. For your comfort in any season, the home is equipped with central air conditioning and ceiling fans. The staircase comes with a handicap accessible elevator. Outside, this residence boasts stucco construction and includes a one-car attached garage for added convenience and security. Residents will benefit from the well-maintained nature of the community. The property is near Flora Ridge Elementary, Kissimmee Middle, and the Osceola County School for the Arts. The community has a pool as well as a walking path around a beautiful lake.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Nicholas Feinsod (407-607-7485)
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