Location: Kissimmee , 34744
Do Not Show Listings
1595 SHADY OAK DR, KISSIMMEE, FL 34744
$450,000107 Days on yellowkey MLS ID: S5144261
REDUCED by $7,000 (1.5%) on 04/30/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2116 Built: 1981 Tax: $4,757 (2025)Community: Regal Oak Shores Unit 6Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,757
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: **** BRING THE BOAT! - Seller to pay $5000 credit to Buyer's closing costs with a Full Price Offer. No HOA! **** Such a Cute Charming Country-style home with 4 Bedrooms, 3 Full Bathrooms, a large yard and oversized circular driveway offering plenty of room for up to 7 vehicles and all of your Recreational Toys! – Boat, Jet skis, trailers and RV **** From the moment you enter the Home, you’re greeted by soaring Vaulted Ceilings with Exposed Wood Beams, a wooden Staircase & Catwalk Railing, and a traditional Brick Wood-Burning Fireplace that creates a warm, welcoming feel to YOUR NEW HOME! Waterproof laminate wood flooring flows seamlessly throughout the entire first floor, continues up the staircase, and into the Second Primary Bedroom, creating a cohesive and stylish look. **** The Open Floorplan is designed for both everyday living and entertaining. The Kitchen is truly the Heart of the Home featuring the 98”x50” Butcher-block Island, Granite Countertops, Stainless Steel Appliances and large windows overlooking the Lanai & Backyard. Dark blue Ship-lap lines the walls in the Dining Area surrounding the Sliding glass doors that lead to the expansive screened lanai measuring 11’7” x 29’7”. Outside of the lanai is the oversized back yard, blending indoor and outdoor living beautifully, allowing you to enjoy the oversized backyard complete with a storage shed and plenty of room for a cookout, gardening, kickball or game of catch. **** The Primary Suite is a stylish retreat featuring decorative wall trim, ceiling fan and a sliding Barn Door that leads to the beautifully designed ensuite bathroom with unique tile flooring, a dual-sink vanity, Walk-in Closet and a grand tiled walk-in shower enhanced by a skylight for natural light. **** Adding to this home’s charm, the Living Room has a delightful, little window alcove, perfect for enjoying your morning coffee or curling up with a good book in the middle of the afternoon. Marble windowsills adorn the other windows in the home. You will also find on the first floor a second Bedroom and renovated Hall bathroom with a walk-in tiled shower and a door providing convenient access to the lanai. Upstairs, a second Primary Bedroom features a vaulted ceiling with Wood Beams as well as its own modernized Ensuite Bathroom complete with decorative beadboard, a stylish Vanity, and a Skylight—an ideal private space for In laws or Guests. **** The air-conditioned Garage (with its own split A/C) adds versatility for a Workshop, Gym, or climate-controlled Storage. To add to your peace of mind, the Roof(approx. 2021), A/C(2017) were replaced. The Shed in the backyard is included **** The Fish Camp is less than a mile and Kissimmee’s Lakefront Marina and Boat Ramp on Lake Toho, is just 5 miles down the road. For those that love to play Tourist - it is short drive to Disney, Universal’s Epic Universe, Sea World, the Orlando Area Attractions and the East Coast Beaches.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Tricia Jenkins (407-791-8679)
1710 WOODSIDE CT, KISSIMMEE, FL 34744
$550,000172 Days on yellowkey MLS ID: O6369122
REDUCED by $50,000 (8.3%) on 05/26/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2369 Built: 1980Monthly Fee: $17 Tax: $2,230 (2024)Community: Harbour Oaks Unit 1Single Family
Taxes:$2,230
Elementary School: Partin Settlement Elem
High School: Osceola High School
Tax Year: 2024
Middle School: Neptune Middle (6-8)
Remarks: ** Back on the market with the Backyard renovation buyers asked for, you won’t want to miss this. Completely transformed back yard oasis, this entire oversized .44 acre lots trees have been completely removed, grinded down and complimented with fresh Sod. We’ve maintained a Privacy border and a Brand New Double Gate Fence, a Brand New Deck/Pergola for entertaining along with a complete pool resurface, 2026 Pool Screen, 2025 roof, 2026 garage door, 2024 AC all with the beautifully remodeled interior, its truly a dream home! Tucked away in the highly sought-after Cross roads of Kings Highway and Neptune, The CDD free and a low HOA community of Harbour Oaks. This fully renovated 4-bedroom, 2-bath residence redefines everyday living with its blend of sophistication and serenity. Step inside to discover 2,369 sq. ft. of open-concept design where every finish has been thoughtfully curated. Featuring a full sized Laundry/Utility room, Wide-plank luxury vinyl floors, a Statement fireplace is the heart of the home, many closets through out. The chef-inspired kitchen featuring 36” soft-close solid wood cabinetry, stylish quartz countertops, and top-of-the-line Energy Star stainless steel appliances. Whether preparing a quiet breakfast or entertaining friends, this space is both functional and breathtaking. Retreat to the spa-inspired marble floor bathrooms, your serene fully screened in pool/patio or to your oversized two car garage that includes screened in sliders for your comfort. LOCATION LOCATION LOCATION, you can’t beat it as is considering its proximity to downtown Kissimmee, 30 mins from downtown Orlando, direct access to 1-4 & turnpike, state road 192, shopping, restaurants, lakes, parks and more and its soon to come developments (including Osceola community park, Osceola Metro Lagoon , Ovation Development and a lot more) within a couple miles this home makes it truly a forever home
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Rene Droz, Iii (407-484-8786)
1979 CACUTTA WAY, KISSIMMEE, FL 34744
$409,900148 Days on yellowkey MLS ID: O6374518
REDUCED by $5,100 (1.2%) on 06/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1672 Built: 2022Monthly Fee: $11 Tax: $6,900 (2025)Community: KindredSpa: NoSingle Family
Taxes:$6,900
Remarks: Resort-style living awaits in Kindred! This move-in-ready 3-bedroom, 2-bath one-story block home delivers standout curb appeal with an oversized paver driveway accented by LED landscape lighting, creating a stunning evening approach and a warm, welcoming look from the street. Inside, enjoy a bright, open layout with tile flooring throughout the main living areas and a spacious kitchen featuring granite countertops, stainless steel appliances, white cabinetry, and a large center island—ideal for everyday living and entertaining. The split-bedroom design offers privacy and functionality, and the guest bath is upgraded with a granite double-sink vanity. Garage equipped with a supercharger for an electric car. Step outside to the covered rear lanai and a fully fenced backyard, perfect for pets, play, or relaxing at sunset. Additional highlights include a 2-car garage and a Smart Home “Home Connected” system with Z-Wave technology, including controls for the porch light switch, door lock, doorbell, thermostat, and touchscreen hub. Enjoy energy savings with 15-SEER A/C, dual-pane Low-E windows, and builder warranty coverage (buyer to verify remaining term). Kindred’s outstanding amenities include a beach-entry pool, splash pad, clubhouse, fitness center, walking trails, playgrounds/tot lots, soccer field, tennis courts, and more. Conveniently located near US-192 and Florida’s Turnpike, with easy access to downtown Kissimmee, NeoCity, Lake Nona/Medical City, and Orlando International Airport.
Listing is courtesy of: FLORIDA PRESTIGIOUS HOMES INC (754-246-2070)
Listing Agent: Ian Trumbach (754-246-2070)
1009 CHALCEDONY ST, KISSIMMEE, FL 34744
$325,0007 Days on yellowkey MLS ID: O6412394
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1683 Built: 2010Monthly Fee: $170 Tax: $3,128 (2025)Community: Amber PointeSpa: NoTownhouse
Taxes:$3,128
Remarks: One or more photo(s) has been virtually staged. This beautifully updated, move-in-ready Kissimmee townhome has been EXTENSIVELY RENOVATED over the last five years and is ready for its next owner. The entire interior has been freshly painted a neutral white, providing a clean canvas, and features brand-new flooring throughout with absolutely no carpet. A major interior highlight is the master bedroom, which features a very large walk-in closet complete with installed shelving. The kitchen boasts refurbished soft-close cabinets, granite countertops, a modern backsplash, and a completely new suite of appliances. Practical UPDATES extend throughout the home, including matching lighting and ceiling fans, updated bathroom vanities and faucets, three new toilets, and a NEW garage door opener and springs. Fresh exterior paint adds to the home's great curb appeal. Situated in a secure, gated community with video surveillance, residents enjoy their lawn being maintained by the HOA, access to a community playground and a waterfront in-ground pool. The neighborhood is pet-friendly, complete with convenient pet waste stations. Location is a major highlight: you are located within one mile of the Florida Turnpike and a Publix grocery store, and less than five miles from the vibrant Kissimmee Lakefront Park. Schedule your showing today to see this low-maintenance gem in person. Roof is 2022, A/C 2010, Water Heater 2010
Listing Agent: Jacob Zampella (321-945-2273)
1743 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744
$469,00040 Days on yellowkey MLS ID: O6403890
REDUCED by $30,999 (6.2%) on 05/28/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2133 Built: 2022Monthly Fee: $7 Tax: $8,696 (2025)Community: Tohoqua Ph 2Single Family
Taxes:$8,696
Remarks: One or more photo(s) has been virtually staged. Experience elevated single-story living in this thoughtfully designed Next Gen® residence, where privacy, versatility, and modern comfort come together seamlessly. Perfectly suited for multigenerational living, this home features a*** true private in-law suite with its own front entrance, separate living area, kitchenette, bedroom, and full bath—offering independence without sacrificing connection.*** The main living area showcases an open-concept design, effortlessly blending the kitchen, dining, and family room for both everyday living and entertaining. The well-appointed kitchen features stainless steel appliances, abundant cabinetry, and expansive counter space. Privately positioned at the rear, the owner’s suite serves as a quiet retreat, while additional bedrooms provide flexibility for guests, a home office, or hobbies. Step outfront to a tranquil conservation area with a gorgeous lake view.This is a rare opportunity to own a home that delivers both functional design and refined living—ideal for today’s evolving lifestyles.
1489 TWIN VALLEY TER, KISSIMMEE, FL 34744
$539,90080 Days on yellowkey MLS ID: O6390966
0 Days Off yellowkey (back on 6/6/2026)
REDUCED by $5,000 (0.9%) on 05/23/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2674 Built: 2017Monthly Fee: $11 Tax: $7,067 (2025)Community: Kindred Ph 1A & 1BSpa: NoSingle Family
Taxes:$7,067
Remarks: Under contract-accepting backup offers. PRICE REDUCED AND BETTER THAN NEW CONSTRUCTION! Why wait to build when every major, high-ticket upgrade has already been completed for you? Located in the highly sought-after Kindred community, this expansive 5-bedroom, 3-bathroom residence sits on a rare, oversized premium lot and offers ultimate peace of mind. THE MAJOR UPGRADES: A brand-new roof will be installed prior to closing. The solar panels will be FULLY PAID OFF at closing, offering low utility bills from day one. Enjoy a brand-new HVAC and all-new air ducts (installed Feb/March 2026), a newer pool pump (2024), brand-new water brook vinyl plank flooring downstairs, and plush brand-new carpet upstairs. THE HOME AND YARD: The open main floor features a versatile flex room beautifully upgraded with custom French doors, sidelights, and a transom window, while the upstairs opens into a massive loft. The primary suite is a true retreat, boasting a stunning, brand-new custom walk-in shower. Step outside to your private Florida oasis featuring a screened-in saltwater pool, spacious covered lanai, and an extended, fully fenced yard with updated landscaping—a rare find for the neighborhood. THE LOCATION VALUE: The location of this property is booming! This home is situated within easy walking distance to a brand-new shopping center currently under construction and is zoned for the brand-new Cross Prairie K-8 school. Live like you are on vacation with community access to resort-style pools, fitness centers, tennis courts, and scenic trails. Schedule your tour today!
Listing is courtesy of: RE/MAX TITANIUM GROUP (352-241-6363)
Listing Agent: Lauren Deem (352-275-7155)
2739 SUMMER RETREAT LN, KISSIMMEE, FL 34744
$324,0008 Days on yellowkey MLS ID: O6412964
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1559 Built: 2023Monthly Fee: $221 Tax: $5,441 (2025)Community: TohoquaSingle Family
Taxes:$5,441
Elementary School: Island Village Elementary School
High School: Gateway High School (9 12)
Middle School: Harmony Middle
Remarks: Welcome to TOHOQUA! Your serene Florida retreat in a premier 55+ GATED COMMUNITY Located at 2739 Summer Retreat Lane in Kissimmee, this beautifully maintained residence offers the perfect blend of comfort, convenience, and active adult living. Step inside to discover a bright and open floor plan designed for easy living and effortless entertaining. The spacious living and dining areas are filled with natural light, creating a warm and inviting atmosphere. The well-appointed kitchen features ample cabinetry, generous counter space, and a cozy breakfast nook—perfect for enjoying your morning coffee. The primary suite serves as a peaceful escape, complete with a large walk-in closet and an en-suite bath designed for relaxation. Additional bedroom and bath provide ideal space for guests or a home office. Enjoy Florida living year-round from your private screened lanai with sliding windows for ease and convenience. Perfect for unwinding in the evenings or hosting friends. The low-maintenance lifestyle allows you to spend more time doing what you love. This sought-after gated 55+ community offers a wealth of amenities, which may include a clubhouse, resort-style pool, fitness center, and a full calendar of social activities—creating a vibrant and welcoming neighborhood atmosphere. Conveniently located near shopping, dining, medical facilities, and major highways, you’ll have easy access to everything Central Florida has to offer, including world-renowned attractions, golf courses, and beautiful natural parks. Whether you’re looking to downsize, retire, or simply enjoy a more relaxed lifestyle, this home is a must-see. Schedule your private showing today and start living the life you deserve!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Noella Tinkler (407-450-5667)
162 HARWOOD CIR, KISSIMMEE, FL 34744
$463,50012 Days on yellowkey MLS ID: O6412762
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2516 Built: 1998Monthly Fee: $14 Tax: $6,859 (2025)Community: Remington Ph 1 Tr DSpa: NoSingle Family
Taxes:$6,859
Remarks: 3 Bedroom, 2.5 bath, 2 story home with a 3 car garage in Remington. Screened in-ground pool and great views of the golf course. Enjoy the double sided wood burning fireplace that can be enjoyed in the living or family room. Quartz counters in the kitchen and Stainless Steel appliances. The laundry room is located inside. Master Suite is located upstairs.
Listing is courtesy of: ORLANDO REO PROF I INC (407-704-6924)
Listing Agent: Ronald Gentile (407-247-0849)
3012 VILLA PRECIOSA DR, KISSIMMEE, FL 34744
$425,000314 Days on yellowkey MLS ID: O6310848
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2074 Built: 2004Monthly Fee: $160 Tax: $4,927 (2024)Community: Villa Sol Ph 1 Village 5Spa: NoSingle Family
Taxes:$4,927
Elementary School: East Lake Elementary-OS
High School: Tohopekaliga High School
Remarks: Welcome to this beautiful and meticulously maintained single-story home located in the highly desirable Villa Sol gated community. With 4 spacious bedrooms, 2 full bathrooms, and over 2,000 sq. ft. of living space, this residence offers comfort, style, and long-term value in one of Kissimmee’s most convenient locations. This property is packed with high-value improvements designed to save you money and provide long-lasting durability: -High-capacity A/C system — engineered for stronger performance and lower energy consumption, helping you save money during Florida’s hottest summer months. -Brand-new tile roof installed in November 2025 — a premium upgrade that offers exceptional durability and gives you the peace of mind of having a roof that will last for decades. -Water heater installed in 2024 — efficient, reliable, and ready for years of worry-free use. -Covered rear porch with new screen enclosure — perfect for relaxing outdoors without bugs or debris. -Garage upgraded with tile flooring — cleaner, more attractive, and ideal for storage, hobbies, or an enhanced workspace. Open-concept layout with formal living and dining rooms -Kitchen with wood cabinetry, closet pantry, and breakfast bar overlooking the family room -Ceramic tile, laminate, and carpet flooring throughout -Spacious owner’s suite with walk-in closet, garden tub, and separate shower -Inside laundry room and attached 2-car garage -Mature landscaping on a 6,534 sq. ft. lot Resort-Style Community Amenities Sparkling pool Clubhouse Fitness center Walking trails and playgrounds Low HOA fees A Home That Lets You Focus on Living With a new roof, newer water heater, high-efficiency A/C, and upgraded outdoor and garage spaces, this home offers true peace of mind. Everything is ready for you — just move in and start enjoying the comfort and lifestyle Villa Sol is known for.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Yadira Bello (407-739-1768)
3044 CAMINO REAL DR S, KISSIMMEE, FL 34744
$479,00037 Days on yellowkey MLS ID: O6406104
REDUCED by $10,000 (2.0%) on 05/31/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2264 Built: 2005Monthly Fee: $160 Tax: $5,505 (2025)Community: Villa Sol Ph 2 Village 3Spa: NoSingle Family
Taxes:$5,505
Elementary School: Cypress Elem (K 6)
Middle School: Parkway Middle
Remarks: Price Improvement!!! This spacious 5-bedroom, 3 full bath home in the sought-after gated community of Villa Sol offers the perfect combination of energy efficiency, flexible living space, and convenience. Gated resort-style living just minutes from Lake Nona, Medical City, and Orlando International Airport. A rare opportunity at an exceptional value, this beautifully maintained 2,264 sq ft residence includes a FULLY PAID-OFF SOLAR PANEL SYSTEM. Energy-efficient home with 36 Solar panels — a major added value that can save homeowners up to approximately $350 to $500 monthly on utility costs, with electric bills averaging around only $90/month. Enjoy energy efficiency, lower monthly expenses, and peace of mind from day one. The low HOA fee adds even more value by including ground maintenance, cable TV, and high-speed internet, making this home as cost-effective as it is beautiful. Inside, you’ll find a thoughtfully upgraded interior with modern finishes and an open-concept layout designed for today’s lifestyle. The chef-inspired kitchen is the heart of the home, featuring elegant Quartz countertops, stainless steel appliances, 42” soft-close cabinetry, and abundant space for entertaining. High ceilings and natural light create a bright and welcoming atmosphere throughout. A convenient first-floor bedroom and full bath provide ideal flexibility for guests, multigenerational living, or a home office. Upstairs, the spacious primary suite serves as a private retreat with beautifully updated bathrooms designed with comfort and style in mind. Residents enjoy access to resort-style amenities, a clubhouse, sparkling swimming pool, fitness center, playgrounds, basketball and tennis courts, scenic walking and biking trails, and direct water access to East Lake Tohopekaliga. Perfectly located with easy access to Orlando International Airport, world-famous theme parks, premier shopping, dining, and entertainment, this home is ideal as a primary residence, vacation property, or investment opportunity. Unbeatable location, new expanding roadways, and incredible monthly savings — this exceptional home truly has it all. Floor plan available. If you’ve been searching for space, efficiency, and location in one of Central Florida’s most convenient gated communities, this home is a must-see. Short-term rentals are allowed. "Perfect 1031 exchange Opportunity for investors - Fully Paid Solar panels- Turnkey."
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Georgie Ishaq (407-705-4380)
2540 WINNERS CIR, KISSIMMEE, FL 34744
$699,000114 Days on yellowkey MLS ID: O6382446
REDUCED by $26,000 (3.6%) on 05/28/2026
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 3246 Built: 2000 Tax: $3,688 (2025)Community: Winners ParkSpa: NoSingle Family
Taxes:$3,688
Elementary School: East Lake Elem
Remarks: One or more photo(s) has been virtually staged. **WELCOME HOME** NO HOA, HALF AN ACRE of land, a PRIVATE POOL, and a full SEPARATE APARTMENT on the main floor – welcome to your next chapter on Winners Circle in the Winners Park community of Kissimmee! EXTERIOR PAINT (2023), NEW WINDOWS (2022), DETACHED AIR CONDITIONED GARAGE (2022), septic tank serviced (2022) – big-ticket items are already started, giving you confidence and flexibility from day one. Situated on an expansive .50 ACRE LOT, this spacious two-story POOL HOME delivers over 3,000 square feet of living space, mature landscaping, a TILE ROOF, long paver driveway, and standout curb appeal. The SCREENED POOL with PAVER DECK creates a private backyard retreat with room to entertain, garden, or just spread out. Inside, the flexible layout is ideal for large households, multi-generational living, or anyone needing versatile space. The full first-floor apartment includes its own kitchen open to a living area, bedroom, and full bath – perfect for in-laws, guests, extended stays, or even creative work from home options! The main home features comfortable formal and family spaces, a well-equipped kitchen with casual dining, and an expansive FLORIDA ROOM complete with a full bath and cozy office space – offering endless possibilities for hobbies, remote work, or additional entertaining. Upstairs, a BONUS/LOFT anchors the remaining bedrooms, while the generous PRIMARY SUITE provides a peaceful escape with an updated private en-suite bath. Car enthusiasts, hobbyists, or entrepreneurs will appreciate the two-car attached garage plus the like-new detached, air-conditioned garage – currently used as a dojo, but easily transformed into a workshop, craft studio, gym, or business space. Updated yet still offering room to personalize, this home offers the rare combination of space, privacy, flexibility, and location. Perfectly situated just off Simpson Road, you will enjoy easy access to the Florida Turnpike, shopping, dining, area lakes, attractions, and world-famous theme parks – all while coming home to a quiet, established neighborhood with no HOA restrictions. Room to grow inside and out. Versatility for today and tomorrow. Schedule your tour today and be the winner on Winners Circle! **Seller may consider buyer concessions if made in an offer**
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
2754 CALLAWAY LN, KISSIMMEE, FL 34744
$420,000145 Days on yellowkey MLS ID: S5141838
0 Days Off yellowkey (back on 5/7/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2513 Built: 2004Monthly Fee: $78 Tax: $6,917 (2025)Community: Remington Prcl M1Spa: NoSingle Family
Taxes:$6,917
Remarks: Under contract-accepting backup offers. DON'T MISS THIS 4 BEDROMED 3 1/2 BATH ( 2 EN-SUITE ) WITH HEATED POOL.**NEW ROOF APRIL 2024** FULLY FUNISHED HOME ALL READY TO GO, PRICED TO SELL. DON'T MISS IT, CALL FOR A SHOWING TODAY. THIS CLASSIC 2 STOREY HOME IS SITUATED IN WINDSOR PARK AT GATED REMINGTON GOLF AND COUNTRY CLUB. ON ENTERING THE PROPERTY IT IS OBVIOUS IT HAS BEEN DECORATED WITH A GREAT DEAL OF THOUGHT TO DETAIL OF COLOUR CO-ORDINATION. GROUND FLOOR CONSISTS OF LIVING ROOM, DINING AREA, LARGE KITCHEN, FAMILY ROOM AND BREAKFAST NOOK LEADING OUT THROUGH SLIDING PATIO DOORS TO COVERED LANAI MAKING A WELCOME BREAK FROM THE FLORIDA SUN! GROUND FLOOR PRIMARY BEDROOM WITH HUGE EN-SUITE BATHROOM CONSISTING OF DOUBLE VANITY SINKS, CORNER GARDEN BATH, LARGE TILED SHOWER AND SEPERATE TOILET. GREAT STORAGE WITH 2 WALK-IN CLOSETS AND LINEN CLOSET ! OUTSIDE THE SOUTH FACING HEATED SWIMMING POOL AWAITS. 1ST FLOOR BOASTS 3 GOOD SIZED BEDROOMAND 2 BATHROOMS. THE PROPERTY STANDS ON LARGE CORNER LOT AND IS NOT TO BE MISSED. PRICED TO SELL SO BRING YOUR CHEQUE BOOK!!! BUY FOR RENTAL INCOME GENERATION, ( SHORT TERM AND LONG TERM INCOME POSSIBLE) BUY FOR YOUR WINTER OR WEEKEND RETREAT.BUY TO LIVE PERMINANTLY AND TO ENJOY ALL THAT THE ENTERTAINMENT CAPITAL OF THE WORLD HAS TO OFFER. CLOSE TO THE AIRPORT AND FLORIDA TURNPIKE .TOUR TODAY
Listing is courtesy of: FRONTLINE FLORIDA REALTY, INC. (407-832-4888)
Listing Agent: Alan Martin (407-832-4888)
1636 BARBERRY DR, KISSIMMEE, FL 34744
$560,000110 Days on yellowkey MLS ID: S5144068
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2851 Built: 2023Monthly Fee: $11 Tax: $7,432 (2025)Community: Kindred Ph 2C & 2DSingle Family
Taxes:$7,432
Remarks: Welcome home this stunning, nearly-new showcase home built in 2023! Offering a sprawling **2,851 sq. ft. of living space**, this home is perfectly positioned on a premium **corner lot with NO rear neighbors**, giving you the ultimate sense of privacy and peace. Step inside and be wowed by the bright, open-concept floor plan designed for modern living. You'll find gorgeous, easy-to-maintain ceramic tile flowing seamlessly throughout the home. The soaring **high ceilings**, elegant tray details, and a chic custom geometric accent wall give the main living area a true model-home feel. The heart of the home is the spectacular chef’s kitchen, featuring crisp white shaker cabinetry, beautiful granite countertops, stainless steel appliances, modern pendant lighting, and a massive center island that overlooks the expansive living and dining spaces. Ready to take the fun outside? Step through the sliding glass doors to your **covered patio**, the perfect spot for your morning coffee or weekend BBQs! **THE SHOWSTOPPER: A FULL IN-LAW SUITE!** Whether you have extended family, frequent visitors, or want an amazing private guest retreat, this home delivers! The attached in-law suite boasts its own **private entrance, a cozy living room, a fully-equipped kitchen, and a spacious master bedroom**. It’s the perfect NextGen setup! 3-Car Garage Plenty of room for vehicles, a golf cart, or extra storage! Corner lot property, beautiful stone accents, and serene nature views out back. Why just buy a home when you can gain a lifestyle? The highly sought-after Kindred community is an absolute dream, loaded with **THREE incredible amenity centers**. Spend your weekends lounging by the sparkling resort-style pools, watching the kids play at the expansive shaded playgrounds, or staying active on the miles of beautifully paved **walking trails** winding through lush Florida conservation. This rare 2023 build gives you all the perks of new construction without the wait. Don’t miss your chance to own this multi-generational masterpiece in one of Kissimmee's best communities! Schedule your Private Tour Today!!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: John Gomez (321-557-5652)
4424 SILVER CREEK ST, KISSIMMEE, FL 34744
$470,000141 Days on yellowkey MLS ID: L4958851
REDUCED by $9,900 (2.1%) on 05/26/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2370 Built: 2019Monthly Fee: $123 Tax: $6,332 (2025)Community: Creekside At Boggy Creek Ph 1Single Family
Taxes:$6,332
Remarks: PRICE IMPROVEMENT! MOVE-IN READY WITH BONUS OPTIONS! This spacious 5-bedroom home offers flexibility, comfort, and value in a prime Kissimmee location. With multiple living areas and plenty of room to grow, it’s perfect for families or investors alike. Seller willing to include select furniture with the right proposal Recently improved price - one of the best values in the area Convenient to shopping, dining, and major highways Homes like this at this price don’t last schedule your showing today!
Listing is courtesy of: LIVE FLORIDA REALTY (863-868-8905)
Listing Agent: Shelby Samuel (863-661-5940)
2850 SPRING BREEZE WAY, KISSIMMEE, FL 34744
$775,00047 Days on yellowkey MLS ID: S5147876
REDUCED by $15,000 (1.9%) on 06/06/2026
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3899 Built: 2014Monthly Fee: $100 Tax: $8,635 (2025)Community: North Point Ph 2B-2CSpa: NoSingle Family
Taxes:$8,635
Middle School: Narcoossee Middle
Remarks: PRICE JUST REDUCED! MOVE-IN READY! Check out the VIRTUAL TOUR link for full, interactive 3D Matterport Tour! Welcome to this exceptional 6-bedroom, 4.5-bathroom Lennar “Next Gen” home in the gated North Point community of Kissimmee, conveniently located near the Lake Nona area. Built in 2014 and offering approximately 3,899 heated square feet, this spacious two-story residence features an open floorplan, high ceilings, crown molding, ceiling fans, stone counters, and a large eat-in kitchen with an island and appliances included. A standout feature of the home is the attached private-entry in-law suite, complete with private bedroom and bathroom, living area, kitchenette, refrigerator, microwave, washer and dryer, offering excellent flexibility for multigenerational living, extended guests, or added privacy within the home. The interior has been thoughtfully maintained and improved with owner-reported updates including a complete kitchen remodel, remodeled bathrooms, remodeled closets, new woodwork throughout, new fans throughout the home, new Kohler toilets in all bathrooms, updated first-floor outlets with USB connections, new door handles, utility room cabinetry, and multiple updated appliances. Outdoor living is another major highlight, with a heated private in-ground pool, lighting, screen enclosure, covered and screened rear lanai, cleaned and sealed pool deck, AstroTurf around the pool, deck TV area with new fan, landscape rock along both sides of the home, and outdoor furniture on the deck included with the sale. Additional exterior improvements include updated front lighting and porch lighting, sealed front paver/block driveway areas, installed front-side pavers, stone pad sidewalk area, water softener, irrigation system, rain gutters, vinyl fencing, solar, and a 3-car attached garage with overhead storage shelving. Community amenities include a clubhouse, playground, and community pool. This home offers size, flexibility, updates, and a desirable gated location all in one property.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Tommy Harris (407-785-9100)
1404 DUSTY STONE LN, KISSIMMEE, FL 34744
$316,990100 Days on yellowkey MLS ID: O6387862
REDUCED by $10 (0.0%) on 06/06/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1624 Built: 2017Monthly Fee: $95 Tax: $5,720 (2025)Community: Kindred Ph 1A & 1BTownhouse
Taxes:$5,720
Elementary School: Neptune Elementary
Remarks: SELLER MOTIVATED!! This beautiful townhome offers resort-style living within the Kindred community. The property features new flooring upstairs and has been freshly painted. Upgraded tile covers both the first and second floors, complemented by granite countertops in the kitchen. An oversized driveway and attached single-car garage provide ample parking. Residents of the neighborhood enjoy exceptional amenities, including a beach-entry pool, splash pad, fitness center, tennis court, multiple tot lots, clubhouse, walking trails, and additional features. The home is conveniently located near Route 192 and the Turnpike, minutes from downtown Kissimmee, Neo City, Lake Nona/Medical City, and Orlando International Airport.
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Javier Angulo (407-394-6607)
1451 TAOS AVE, KISSIMMEE, FL 34744
$390,00055 Days on yellowkey MLS ID: S5148136
REDUCED by $30,000 (7.1%) on 06/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2019Monthly Fee: $11 Tax: $6,597 (2025)Community: Kindred Ph 1ESingle Family
Taxes:$6,597
Remarks: ?? PRICE REDUCED — $390,000 | Kindred, Kissimmee Elegant 4BR/2BA single-story home built in 2019. Corner lot, fenced yard, smart-home features, 2-car garage & resort-style amenities. Like-new & turnkey! ? Down Payment Assistance available ?? Rent to Own option available through our approved lender — your path to homeownership starts today! ?? Contact me for details!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Ana Hernandez (407-968-6264)
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)
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)
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
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.
2988 MARBELLA DR, KISSIMMEE, FL 34744
$475,00051 Days on yellowkey MLS ID: S5148494
1 Days Off yellowkey (back on 6/5/2026)
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)
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