Displaying: For Sale
Location: Kissimmee
Property Type(s): Single Family
Price: $400,000 to $499,000
Do Not Show Listings
Kissimmee - 465 properties found
3837 CARRICK BEND DR, KISSIMMEE, FL 34746
$486,000224 Days on yellowkey MLS ID: O6360013
REDUCED by $10,000 (2.0%) on 05/15/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2420 Built: 2020Monthly Fee: $159 Tax: $4,193 (2024)Community: Bellalago Ph 5JSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,193
Elementary School: Bellalago Charter Academy (K-8)
High School: Liberty High
Tax Year: 2024
Middle School: Bellalago Charter Academy (K-8)
Remarks: Price reduction – seller motivated! Prime location and resort-style living. Discover the perfect blend of luxury, comfort, and convenience with this beautifully upgraded home located in the heart of Orlando. Just minutes from world-famous attractions such as Disney World, Disney Springs, and premier shopping destinations, this property offers the ultimate Florida lifestyle. This home features over $75,000 in upgrades and sits on an oversized premium lot, offering numerous luxury finishes, smart technology, and thoughtful improvements throughout. The home includes an LG Smart French door refrigerator with dual freezer, water, and ice dispenser, along with a Samsung Smart front-load washer and dryer with steam and multi-sensor technology. The interior showcases upgraded porcelain tile flooring throughout the main living areas, including the kitchen, dining room, family room, flex room, foyer, pantry, hallways, laundry room, linen closet, and bathrooms. The bedrooms feature upgraded carpet with Guardian padding. The kitchen offers upgraded cabinets, granite countertops with a dual undermount sink, recessed lighting with pendant lights, an upgraded vent hood/microwave vented to the exterior, and upgraded Butler pantry cabinets. The luxury primary bathroom features porcelain wall tile throughout the shower and tub area, upgraded shower tile flooring, a quartz dual-sink vanity countertop, upgraded vanity cabinets and lighting, upgraded faucets, and a pocket sliding raised-panel door. Bathrooms 2 and 3 include upgraded vanity cabinets, Corian countertops, upgraded wall tiles, upgraded faucets, and upgraded vanity lighting. Additional interior upgrades include upgraded interior wall paint throughout the home, upgraded light switches, chandeliers in the dining room and hallway, and ceiling fans throughout the home and lanai, with remote-control access in the primary bedroom and family room. The home is also equipped with pre-wired interior security ceiling access, pre-wired window sensors, a personalized home technology unit located in the laundry room, exterior surveillance cameras, and a doorbell camera. Windows throughout the home include upgraded privacy windows, custom blinds, and custom vertical blinds for the triple sliding glass door, along with all curtain rods and curtains included. Outdoor living is enhanced by an upgraded lanai with three cordless UV sunlight-blocking, fade-resistant roller shades, exterior screen enclosures for the lanai and front entrance, and wide gutters installed around the home. The property also includes exterior hurricane shutters for all windows and vertical hurricane shutters for the triple sliding glass door. The 2-car garage has been upgraded with insulation and hurricane impact reinforcement, a smart quiet garage door opener with exterior keyless entry pad, epoxy garage flooring, and attic access stairs. The exterior also features a durable aluminum metal fence surrounding the yard, providing both privacy and security. This home combines modern smart-home convenience, upgraded finishes, and outdoor enhancements, making it a truly move-in-ready. Residents enjoy access to resort-style amenities such as pools with waterslides and splash zones, tennis and basketball courts, fitness centers with classes, and a vibrant calendar of community events, including Hawaiian luaus, holiday celebrations, themed dinners, and family gatherings.
Listing is courtesy of: GLOBAL SAPPHIRE REALTY LLC (321-638-7738)
Listing Agent: Yvonne Vickers (954-687-8189)
5022 WORCHESTER DR, KISSIMMEE, FL 34746
$401,75628 Days on yellowkey MLS ID: O6411269
2 Days Off yellowkey (back on 6/1/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1936 Built: 2026Monthly Fee: $88Community: Knightsbridge 50SSingle Family
Taxes:$0
Elementary School: Reedy Creek Elem (K 5)
High School: Poinciana High School
Tax Year: 2025
Middle School: Horizon Middle
Remarks: Open flow sets the tone for the upscale Hartford floorplan. This exceptional home is complete with 4 bedrooms and 2 bathrooms. The kitchen has a lovely center island that overlooks an open café with a large family room, which is perfect for entertaining. The owner suite features a over-sized bedroom connected to a spa-inspired bathroom with his and her sinks and a fabulous walk-in closet. Lennar has reimagined the homebuying experience by including the most desired home features at no extra cost to you. All features and products can vary by community and homesite. Knightsbridge residents enjoy access to outdoor amenities including a swimming pool & cabana, playground, volleyball court and walking trail. Enjoy local dining and shopping from downtown Kissimmee. Close to Lake Toho if you like to boat or walk the lakefront. Conveniently located near Walt Disney World and major Osceola County attractions.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
1994 SPRING SHOWER CIR, KISSIMMEE, FL 34744
$440,000119 Days on yellowkey MLS ID: S5144463
REDUCED by $15,000 (3.3%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2056 Built: 2022Monthly Fee: $128 Tax: $7,519 (2025)Community: Tohoqua ReserveSingle Family
Taxes:$7,519
Elementary School: None
High School: None
Middle School: None
Remarks: THIS IS MORE THAN A HOME — IT’S A LIFESTYLE. Experience elevated living in this exceptional builder’s model home, located in the highly sought-after 55+ gated community of Tohoqua Reserve, now completely sold out. Built in 2022 and showcasing the builder’s highest level of upgrades, this residence offers a perfect blend of elegance, comfort, and modern Florida living. The heart of the home features a stunning open-concept kitchen designed to seamlessly connect with the living and dining areas, creating an ideal space for both everyday living and entertaining. Two expansive sliding glass doors fill the home with natural light and open to the fully screened lanai, creating a seamless indoor-outdoor lifestyle experience. Step outside to your private, fully fenced backyard overlooking a peaceful lake, where you’ll enjoy breathtaking sunsets and serene water views. The extended screened enclosure covers the entire patio area, enhanced by a custom outdoor KitchenAid built-in grill and cabinet, creating the ultimate outdoor entertaining space. The thoughtfully designed floor plan includes 3 spacious bedrooms, 2 full bathrooms, and a private flex room with elegant double doors, ideal for a home office, guest room, or creative space. The 2-car garage features a premium epoxy-coated floor, delivering both durability and a clean, luxury finish. As a resident, enjoy exclusive access to the private Tohoqua Reserve clubhouse, featuring: * Resort-style pool * State-of-the-art fitness center * Pickleball and bocce courts * Private social lounge Plus full access to the Tohoqua Master Amenity Center, including resort pools, tennis courts, fitness center, playground, and entertainment areas. Model home. Lakefront setting. Premium upgrades. Screened outdoor living. Sold-out community.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Carlos Nolte (407-450-8995)
950 MARCELLO BLVD, KISSIMMEE, FL 34746
$455,000142 Days on yellowkey MLS ID: O6376634
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1647 Built: 2007Monthly Fee: $444 Tax: $5,886 (2025)Community: Bellavida Ph 1Spa: YesSingle Family
Taxes:$5,886
Remarks: INVESTOR ALERT! Established, turnkey vacation rental investment in the highly sought-after Bella Vida Resort. This fully furnished home is income-producing from day one, with a proven rental history and existing future bookings already in place with the current management company. New Pool Heater installed in November 2025 Sold fully furnished and equipped, this property is truly move-in or rent-ready, allowing a seamless transition for the next owner. The home has performed well as a short-term rental and continues to generate strong demand thanks to its location, resort amenities, and proximity to Central Florida attractions. Bella Vida Resort is a gated community known for its resort-style amenities, including a clubhouse, fitness center, community pool, walking trails, playgrounds, and scenic conservation areas. Conveniently located near major highways, shopping, dining, and world-class theme parks, Bella Vida remains a top choice for vacation guests. Whether you’re expanding your short-term rental portfolio or looking for a vacation home that helps pay for itself, 950 Marcello Blvd offers the ideal blend of investment, convenience, and lifestyle.
Listing is courtesy of: PMI METRO LAKES (407-289-0010)
Listing Agent: Charlie Bantos (469-715-7526)
1598 WHITEWOOD CT, KISSIMMEE, FL 34747
$450,00028 Days on yellowkey MLS ID: O6411171
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2066 Built: 2022Monthly Fee: $407 Tax: $10,169 (2025)Community: Four Seasons At Orlando Pb 3B & 4ASingle Family
Taxes:$10,169
Remarks: K. HOVNANIAN'S 55+ COMMUNITY. This is a "ST. LUCIA" style home featuring a welcoming front porch, extended primary bedroom with a full bath and walk-in-closet, two additional bedrooms with a full bath, open concept kitchen, dining room and living room. There are French doors leading to the screened in Lanai. All flooring is luxury vinyl planking. Attached two car garage with plenting of parking in the long driveway. You will love living at "THE FOUR SEASONS OF ORLANDO IN KISSIMMEE'S" private gated community with a 24 hour guard. The "Calypso" clubhouse features a large ballroom, meeting rooms, full kitchen for cooking demos, welcoming foyer and front desk, game room for cards and arts, pool table room, gym and showers and an exercise room, two large heated pools and hot tub. There are outdoor grills for your use and pickle ball courts, tennis courts and shuffle board courts. There are so many activities to join in on and everyone loves Bingo nights. Come visit us and remember to enter only from Formosa Garden Blvd.
Listing is courtesy of: VIVA ORLANDO REALTY INC. (407-861-0000)
Listing Agent: Susan Rinaldi (201-952-9500)
3400 MT VERNON WAY, KISSIMMEE, FL 34741
$435,000399 Days on yellowkey MLS ID: S5127303
3 Days Off yellowkey (back on 5/31/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1964 Built: 2014Monthly Fee: $90 Tax: $4,426 (2024)Community: Preserve At Tapestry Ph 1Single Family
Taxes:$4,426
Elementary School: Floral Ridge Elementary
High School: Osceola High School
Middle School: Kissimmee Middle
Remarks: Welcome to this beautifully appointed two-story corner-lot home nestled in the heart of Kissimmee. Featuring exceptional curb appeal with a brick-paved driveway, stone-accented façade, and meticulously maintained landscaping, this residence exudes elegance from the moment you arrive. The seller will pay off the remaining balance of the solar panels at closing. Step inside to an open-concept layout filled with natural light, where contemporary design meets comfort. The main living area includes elegant tile flooring, modern light fixtures, and custom wall details that add a touch of sophistication. The gourmet kitchen serves as a centerpiece, complete with granite countertops, an oversized island, and stainless steel appliances, all seamlessly connected to the dining and living spaces—ideal for both everyday living and entertaining. Upstairs, spacious bedrooms provide abundant natural light, while the primary suite serves as a private retreat, showcasing a spa-like ensuite with dual vanities, a soaking tub, and a walk-in shower. Situated on a desirable corner lot, the home also includes a fully fenced backyard perfect for relaxing or hosting gatherings. Conveniently located near major highways, premier shopping, dining, and top-rated schools, this home combines style, function, and location in one exceptional listing. The property includes solar panels, which significantly reduce electricity costs. The system will be paid off by the seller at closing, ensuring the new owner benefits from the energy savings without any remaining balance or financial obligation.
Listing is courtesy of: ALTIS REALTY (407-401-7447)
Listing Agent: Vicente Virgilio (407-401-7447)
8110 FAN PALM WAY, KISSIMMEE, FL 34747
$489,00085 Days on yellowkey MLS ID: O6395292
REDUCED by $10,000 (2.0%) on 05/28/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2255 Built: 2001Monthly Fee: $250 Tax: $6,261 (2024)Community: Windsor HillsSpa: YesSingle Family
Taxes:$6,261
Remarks: Motivated Seller!! Don’t wait any longer! Beautifully and professionally decorated 5 Bedroom / 4 Bath luxury vacation home in one of the most sought-after and secluded short-term rental communities—Windsor Palms, very well managed, low maintenance fees and manned-gate community. This fully furnished single-family pool home is turnkey-ready, ideal as a primary residence, second home, or an income-producing Airbnb vacation property. The home offers 2 spacious master suites downstairs plus 1 additional bedroom, along with 2 more bedrooms upstairs. Both upstairs bedrooms include large walk-in closets, king-size beds, and en-suite bathrooms, with one featuring a Jack-and-Jill layout. A Disney Castle-themed twin bedroom adds a magical touch for families. Recent upgrades include a new AC unit (2021), new carpets (2022), rescreened pool (2024) and a new pool filter (2024). The open living room, kitchen, and dining room combination provides the perfect space for family gatherings and entertaining. The home is also equipped with a smart electronic door lock system with internet and app control, allowing up to 30 unique codes, plus a Nest-style smart thermostat. Windsor Palms Resort is one of the premier vacation destinations in Kissimmee—just 2.5 miles (4 km) from Walt Disney World. Residents and guests enjoy a huge resort-style pool with a clubhouse and tiki bar, a comfortable lounge, a private 58-seat movie theater with regular showings, a gaming arcade, internet café, and fitness center. There’s also a coffee shop and convenience store on-site. Outdoor activities include tennis, basketball, and volleyball courts. Call today to schedule your private showing!
Listing is courtesy of: FLORIDA STATEWIDE REALTY (772-766-3333)
Listing Agent: Olga Fajardo (407-873-1664)
7952 HERITAGE ENTRANCE BLVD, KISSIMMEE, FL 34747
$440,00026 Days on yellowkey MLS ID: O6411852
1 Days Off yellowkey (back on 5/30/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1662 Built: 1998Monthly Fee: $53 Tax: $5,513 (2025)Community: Rolling Hills Estates Unit 1 At Formosa GardensSingle Family
Taxes:$5,513
Remarks: Under contract-accepting backup offers. Welcome to Rolling Hills Estates, one of Kissimmee's most desirable communities located just minutes from Walt Disney World, Margaritaville Resort, shopping, dining, golf, and Central Florida's premier attractions. This beautifully maintained pool home offers the perfect blend of comfort, convenience, and investment potential. Featuring a spacious open-concept floor plan, this home is ideal as a primary residence, vacation retreat, or income-producing short-term rental. The fully screened private pool provides the perfect place to relax and enjoy Florida's sunshine, while the game room and generous living areas create plenty of space for entertaining family and guests. The home may be purchased furnished or unfurnished, offering flexibility to suit your needs. A newer roof installed in 2020 adds additional value and peace of mind. Rolling Hills Estates is known for its prime location near Disney, easy access to major highways, and proximity to endless entertainment, dining, and shopping options. Whether you're looking for your next investment property or a place to create lasting memories, this home offers an exceptional opportunity in one of Central Florida's most sought-after locations.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Ninzy Acevedo (201-321-4098)
1807 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744
$440,00083 Days on yellowkey MLS ID: O6395467
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2151 Built: 2022Monthly Fee: $30 Tax: $1,907 (2025)Community: Tohoqua Ph 2Single Family
Taxes:$1,907
High School: Gateway High School (9 12)
Remarks: Welcome to your next chapter in Tohoqua—where comfort, upgrades, and lifestyle come together seamlessly. This beautifully maintained 4-bedroom, 3-bathroom home offers the perfect blend of space and functionality. Step inside to find a thoughtfully designed layout ideal for both everyday living and entertaining, with generous living areas and a flow that feels both open and inviting. Outside, enjoy a fully fenced backyard, perfect for pets, play, or creating your own private outdoor retreat. The home is equipped with gutters for added protection and maintenance ease, while the garage has been enhanced with a split AC unit and additional insulation, making it an ideal space for a home gym, workshop, or climate-controlled storage. Recent upgrades provide peace of mind and modern convenience, including a brand new water purification system installed in March 2026 ($6000)and a new microwave, ensuring the home is move-in ready with thoughtful improvements already in place. Located in the highly desirable Tohoqua community, known for its amenities, green spaces, and convenient access to Lake Nona, St. Cloud, and Orlando, this home offers not just a place to live—but a lifestyle to love. Spacious, upgraded, and ready for you—this is the one.
Listing Agent: Brittany Pride (888-883-8509)
2823 SAIL BREEZE WAY, KISSIMMEE, FL 34744
$474,999358 Days on yellowkey MLS ID: S5130069
REDUCED by $14,001 (2.9%) on 05/26/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2251 Built: 2012Monthly Fee: $112 Tax: $4,907 (2024)Community: North Point Ph 1ASingle Family
Taxes:$4,907
Elementary School: East Lake Elem
High School: Tohopekaliga High School
Middle School: Narcoossee Middle
Remarks: One or more photo(s) have been virtually staged.Welcome to your move-in ready home with a serene pond view, located in a fully gated community of North Pointe! This beautifully maintained 3-bedroom, 2.5-bathroom home also features a versatile flex room—perfect for a home office, playroom, or guest space. As you enter, you’re greeted by high ceilings and a bright, open layout with convenient access to two bedrooms, a full bathroom, and the flex room. The spacious formal living and dining areas provide the ideal setting for family gatherings and entertaining guests.The open-concept kitchen is a true highlight, complete with a breakfast nook and breakfast bar—perfect for casual meals and morning coffee. The primary suite offers a relaxing retreat, featuring two walk-in closets and a private en-suite bath with dual vanities, a soaking tub, and a walk-in shower.Enjoy peaceful pond views from multiple areas of the home—whether you’re relaxing in bed, unwinding in the living room, or dining in the breakfast nook. Step outside to the fully screened-in lanai and fenced backyard, where you can take in the tranquil water views in comfort. Recent updates provide added peace of mind, including: • New roof (2022) • New air conditioning system (2025) • New flooring in bedrooms and flex room (2025) • Freshly painted exterior (2026) This home is conveniently located near the community pool and playground, and just minutes from major destinations: • 5 miles to Lake Nona • 8 miles to Orlando International Airport • 18 miles to Disney Don’t miss this opportunity—schedule your showing today and come experience this beautiful home for yourself!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Jeremy Stout (407-655-7168)
3781 VIA MAZZINI CT, KISSIMMEE, FL 34759
$488,500117 Days on yellowkey MLS ID: S5144462
REDUCED by $10,400 (2.1%) on 05/09/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2406 Built: 2022Monthly Fee: $405 Tax: $5,777 (2025)Community: Solivita-Ph 5H-Un 1Spa: NoSingle Family
Taxes:$5,777
Remarks: Sought after subdivision of VERSILIA, walking distance to the VILLAGE CENTER with it's 3 Restaurants, Pharmacy, Clubhouse, Indoor & Outdoor POOLS & Fitness Center. ENTER this Lovely home from a Covered Screened porch & you'll be greeted by an elegant LEADED GLASS Front Door which opens onto a large FOYER with TRAY CEILINGS. There is porcelain TILE flooring, throughout most of the home, plush carpeted bedrooms & vinyl plank in the Study/Den. This uniquely designed LETIZIA model, offers 3 separate sleeping areas, each wing with its own bathroom for privacy & convenience. The front wing offers 2 BEDROOMS,1 BATHROOM with a Shower, the STUDY/DEN with double doors located opposite the foyer has VINYL PLANK flooring. Down the hall off the garage you'll find BEDROOM 3 with easy access to a hall BATHROOM with a Tub & large vanity with a single sink. The LAUNDRY room has a good amount of cabinetry with a utility sink for quick cleanups. Located off the Great room is the PRIMARY MASTER SUITE, with its oversized windows which offer a lovely view of the POND, the ENSUITE BATHROOM affords DUAL SINKS, WALK-IN Shower and a large Walk-in CLOSET for two with CUSTOM CAIBENITRY with BUILT-IN Drawers. This NEWER home BUILT in 2022 affords many upgrades, from it's professional FRONT landscaping to the rear EXTENDED SCREENED LANAI overlooking the POND, and there's an OPEN Brick paved BBQ area for grilling & the rear yard is fenced for privacy. Enjoy the breeze from the POND while watching TV from your Lanai & appreciate having NO rear neighbors. This OPEN-CONCEPT Kitchen with its large island, QUARTZ COUNTERS, MOSAIC TILED BACKSPLASH, STAINLESS STEELAPPLIANCES & a large Walk-in PANTRY. The GREAT room area affords 3 Sliding glass doors which open onto the LANAI & is great for entertaining family & friends. Throughout the home you will find, TRAY CEILINGS, custom window treatments, CROWN MOLDING, CEILING FANS, decorative accent wall in the Primary suite & the entire home affords a neutral palette. The Two Car Garage has EPOXY floor covering & OVERHEAD Metal Storage Racks. Don't miss this exceptional home, call to come view it today. The HOA maintains LANDSCAPING & IRRIGATION throughout the community & for individual homesites, it also maintains the roads in the community (being repaved). This is a GATED community with manned guard gates & mobile patrol including POLK County Sheriff patrol. The GATES are AUTOMATED for residents which allows easy access via license plate readers. Your maintenance Fees also include fiber optic internet & Cable. SOLIVITA offers TWO Championship GOLF COURSES, 3 restaurants, SOFTBALL field, PICKLEBALL, TENNIS Courts, SHUFFLEBOARD, 14 HEATED POOLS, TOT Lots, 2 DOG parks & much much more.... Directly across Cypress Parkway at Solivita's main gate, you'll find a HOSPITAL & the newly built Poinciana Lakes Plaza shopping center complete with a grocery store, restaurants (casual & fast food), Banks, Walgreens & more to come.
Listing is courtesy of: BORCHINI REALTY (407-791-1789)
Listing Agent: Cherie Pontes (305-282-0527)
2034 WALNUT CREEK DR, KISSIMMEE, FL 34744
$468,99057 Days on yellowkey MLS ID: O6403013
1 Days Off yellowkey (back on 5/1/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2447 Built: 2025Monthly Fee: $11 Tax: $3,684 (2025)Community: Kindred Ph 3B 3C & 3DSpa: NoSingle Family
Taxes:$3,684
Remarks: Under Construction. Kindred presents the Robie. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor which includes a well-appointed kitchen with sleek stainless steel appliances overlooking the living and dining area. Just off the living room you will find the singular downstairs bedroom and full bathroom. As you move upstairs you are greeted with a nice sized living/foyer space to utilize for work or play. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Three additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Kindred, the Robie includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
8926 ZURICH LN, KISSIMMEE, FL 34747
$485,900398 Days on yellowkey MLS ID: O6311534
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2492 Built: 2019Monthly Fee: $587 Tax: $7,737 (2024)Community: Windsor At Westside Ph 3ASingle Family
Taxes:$7,737
Elementary School: Westside Elem
High School: Celebration High
Middle School: West Side
Remarks: Your Dream Vacation Home—Just Minutes from Disney! Imagine owning a fully furnished 5-bedroom home in one of Kissimmee’s most sought-after resort communities—Windsor at Westside—just minutes from the magic of Disney and the excitement of US-192. Surrounded by restaurants, shops, theme parks, and unforgettable experiences, this could all be yours. The best of both worlds: Enjoy your vacation time with family whenever you want—no more worrying about reservations, availability, or high seasonal rates. Your home will always be ready to create unforgettable memories. And when you're not using it, it becomes a source of income. High returns on Airbnb: Windsor at Westside is a top choice for travelers who value comfort, security, and resort-style amenities. Properties like this offer excellent short-term rental returns, with consistent year-round occupancy thanks to its unbeatable location and full-service infrastructure. Property & community highlights: • 5 spacious bedrooms – perfect for large families or groups • Gated community with 24-hour security • Resort-style clubhouse with pool, lazy river, fitness center, bar, sports courts & more • Fully furnished and move-in ready • Professional vacation rental management available Invest in more than just a home—invest in lifestyle. This property isn’t just real estate. It’s a smart investment, a lifetime of memories, and a source of consistent income. Let’s talk! This might be the opportunity you and your family have been waiting for.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Luciano Real Schroeder (321-304-1550)
2948 PEMBRIDGE ST, KISSIMMEE, FL 34747
$480,00057 Days on yellowkey MLS ID: S5148845
REDUCED by $20,000 (4.0%) on 05/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1778 Built: 1991 Tax: $5,527 (2025)Community: Lindfields Unit 3Spa: NoSingle Family
Taxes:$5,527
Remarks: A rare no-HOA opportunity just minutes from Disney — this beautifully furnished 4-bedroom, 2-bathroom pool home delivers one of the most impressive outdoor living setups you'll find in this price range. With no HOA restrictions, a turnkey furnished interior, and tens of thousands of dollars in recent upgrades, this property is ready to live in, rent out, or enjoy as a Central Florida getaway from day one. Maintained by its original owner since 1991, the home shows true pride of ownership throughout. A welcoming foyer opens into a bright, vaulted dining room that flows into the kitchen, with tile flooring throughout the main living spaces. The split-bedroom layout offers excellent privacy — the spacious primary suite sits on its own side of the home and features French doors leading directly to the pool deck, a walk-in closet, and an updated ensuite bathroom with a brand-new shower and double sinks. Three additional bedrooms on the opposite side share a tastefully refreshed second bathroom with new sinks and updated shower tile, offering flexibility for guests, a home office, or hobby space. The outdoor space is where this property truly stands out. The screened enclosure measures roughly 42 feet wide by nearly 38 feet deep — an enormous footprint anchored by a free-form pool with solar heating and an extended sundeck. The covered lanai is generously sized and ready for outdoor dining, lounging, or entertaining, with opaque privacy panels along the screen enclosure adding a welcome sense of seclusion. Mature trees beyond the pool cage complete the peaceful setting. The list of recent upgrades is genuinely impressive. A new roof was installed in 2024 ($29,000), along with new solar pool heating panels ($7,500). All windows have been replaced with energy-efficient double-glazed units and exterior doors have been upgraded — including French doors in place of standard sliders — for a combined investment of over $17,000. Add fresh exterior paint, all-new interior blinds, all-new toilets, newer appliances, a Nest smart thermostat, Whirlpool washer and dryer, Rainbird irrigation, and a pool cover, and the costly behind-the-scenes work is already done. The home comes fully furnished and turnkey — ideal for a short-term rental, vacation home, or move-in-ready primary residence. The location is hard to beat: roughly 10 minutes to Walt Disney World, 5 minutes to US-192 shopping and dining, 5 minutes to I-4, 20 minutes to Universal Studios, and 30 minutes to Orlando International Airport. Florida's east coast beaches are about 90 minutes away, with Gulf coast beaches around two hours. With no HOA restrictions, a standout outdoor setup, extensive upgrades, and a fully furnished interior in a high-demand Kissimmee location, 2948 Pembridge Street is a rare opportunity offering true freedom of ownership and exceptional flexibility.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Irena Aistrop (321-443-7535)
8616 CAVENDISH, KISSIMMEE, FL 34747
$439,00086 Days on yellowkey MLS ID: S5146648
2 Days Off yellowkey (back on 5/29/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2094 Built: 1995 Tax: $5,760 (2025)Community: LindfieldsSpa: NoSingle Family
Taxes:$5,760
Remarks: Spacious and versatile 4-bedroom, 2-bathroom pool home located in the established Lindfields community, just minutes from Walt Disney World and the shopping, dining, and entertainment along US-192. A new roof was installed in 2020 and the property was just refurbished including interior paint, exterior paint, pool deck painted, luxury vinyl flooring installed throughout the property, new light fittings and a new roof 2020. Positioned toward the rear of the neighborhood, this community benefits from good sized lots and a floor plan offering over 2,000 sq ft of well-designed living space. No HOA—one of the few communities in the area - offers home owners unrivaled flexibility. The home features a bright and open layout filled with lots of natural light, including a large living and dining room with sliding doors leading to the pool deck, a separate family room, and a breakfast nook with sliding patio doors offering additional pool deck access. The spacious kitchen includes a breakfast bar and ample cabinetry, ideal for both everyday living and entertaining. A split floor plan provides privacy, with a generously sized primary suite offering dual sinks, a garden tub, and separate shower. The house bathroom also includes direct pool access for added convenience. Step outside to enjoy a private fenced yard and expansive south facing L-shaped pool deck—perfect for relaxing, entertaining, or enjoying the Florida lifestyle. Zoned for short-term rental, this home is ideal as a primary residence, vacation home, or income-producing investment in a prime Central Florida location.
Listing is courtesy of: RE/MAX HERITAGE (863-424-2309)
Listing Agent: Steven Silcock (407-574-0218)
1512 MUMBAI WAY, KISSIMMEE, FL 34747
$495,000319 Days on yellowkey MLS ID: O6334704
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2492 Built: 2019Monthly Fee: $563 Tax: $8,849 (2025)Community: Windsor/Westside-Ph 2BSpa: NoSingle Family
Taxes:$8,849
Remarks: Check out this beautiful 5-bedroom, 4-bathroom pool home in the highly sought after resort community of Windsor at Westside! This fully furnished home is in great condition and it's just minutes from Disney and Orlando’s iconic attractions. Designed with gatherings in mind, this home boasts an open-concept layout featuring a generous family room and oversized dining area, perfect for entertaining or hosting extended family vacations. The modern kitchen impresses with 42" cabinets, stainless steel appliances, stone countertops, and a breakfast bar ideal for casual meals. Step through the sliding doors to your private outdoor paradise, a west-facing heated pool that basks in afternoon sun, complete with a brick-paver deck and covered lanai for all-weather relaxation. Inside, the home comes tastefully furnished with a stylish, turn-key décor. A converted garage adds a bonus game room to the already expansive layout, ensuring fun and comfort for every guest. Windsor at Westside offers a gated, amenity-rich lifestyle with a resort-style clubhouse, heated pool and spa, lazy river, splash pad, fitness center, arcade, sand volleyball, tennis and basketball courts, and an on-site restaurant and bar.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ping Ma (863-332-0298)
100 WINDY DUNE CT, KISSIMMEE, FL 34743
$400,000234 Days on yellowkey MLS ID: O6357320
REDUCED by $20,000 (4.8%) on 05/29/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1454 Built: 1998Monthly Fee: $39 Tax: $2,841 (2024)Community: CoralwoodSingle Family
Taxes:$2,841
Remarks: Welcome to this spacious two-story home perfectly positioned on a desirable corner lot! This inviting 3-bedroom, 2.5-bath residence offers plenty of potential for a growing family seeking comfort, privacy, and convenience. The first floor showcases an open-concept layout with tile flooring throughout, creating a practical and functional flow. Upstairs, you’ll find cozy carpeted bedrooms offering a comfortable retreat for rest and relaxation. Enjoy year-round outdoor living with your own private, screened-in pool complete with a fenced backyard for added privacy. Inside, the home features a convenient laundry room, ample natural light, and generous storage space throughout. Perfectly located, this home is literally just minutes from Florida’s Turnpike, providing quick access to the 417 Central Florida Greenway and Orlando International Airport. You’ll also be a short drive from world-famous attractions such as Walt Disney World, Universal Studios, SeaWorld, and Lake Nona’s Medical City. Close to shopping, dining, and excellent schools, this property offers outstanding potential and a great opportunity to own a pool home in one of Kissimmee’s most convenient locations!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Junior Montero (407-234-2334)
8958 SUGAR PALM RD, KISSIMMEE, FL 34747
$459,90050 Days on yellowkey MLS ID: S5149166
REDUCED by $9,800 (2.1%) on 05/29/2026
Bed: 5 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 3081 Built: 2014Monthly Fee: $682 Tax: $6,821 (2025)Community: Paradise Palms Resort Ph 3BSpa: NoSingle Family
Taxes:$6,821
Elementary School: Westside K-8
Remarks: Welcome to this beautiful fully furnished 5 bedroom, 5 bathroom pool home located in a highly desirable gated resort community in Kissimmee. Whether you are looking for a vacation getaway, primary residence, or investment opportunity, this property offers the perfect combination of comfort, style, and convenience. Step inside to an inviting open concept layout filled with natural light, high ceilings, and a spacious living and dining area designed for relaxing and entertaining. The modern kitchen features granite countertops and ample cabinetry, making it ideal for hosting family and guests. All bedrooms are generously sized, providing privacy and comfort for everyone. Enjoy the Florida lifestyle year round in your private screened pool and lanai, perfect for morning coffee or evening gatherings.Ideally located just minutes from Walt Disney World Resort, Universal Orlando Resort, Disney Springs, as well as shopping, dining, and major highways, this home offers unbeatable access to everything Central Florida has to enjoy. The community features resort style amenities including a clubhouse, pool, fitness center, movie theater, game room, and more. Move in ready and full of potential, this is a rare opportunity to own in one of the most sought after areas in Kissimmee. Schedule your private showing today.
Listing Agent: Antonio Nouer (407-837-6981)
2966 SIESTA VIEW DR, KISSIMMEE, FL 34744
$460,00027 Days on yellowkey MLS ID: R4911121
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1985 Built: 2005Monthly Fee: $160 Tax: $7,804 (2025)Community: Villa Sol Ph 2 Village 3Spa: NoSingle Family
Taxes:$7,804
Remarks: Lovely 3 bedroom 2 bathroom heated and screened pool home. Nice open floorplan with utility room within the property. This gated community offers so much, large clubhouse with Olympic style pool, Fitness Center, Tennis and Basketball Courts. Scenic walking trails along the creek that also offers private community boat ramp. Easy access to all major highways, shopping, attractions and so much more. Community has short term zoning, so rent short term , long term, any term you want. HOA includes cable, internet and lawn care, so only your own private swimming pool to take care of
Listing is courtesy of: ZAINS REALTY, LLC (407-994-3171)
Listing Agent: Phil Dinnis (407-908-0275)
206 HOLLYWOOD CT N, KISSIMMEE, FL 34743
$424,90056 Days on yellowkey MLS ID: O6403171
1 Days Off yellowkey (back on 5/29/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1825 Built: 1988 Tax: $2,021 (2025)Community: Bvl Briarwood Village Tr 3Spa: NoSingle Family
Taxes:$2,021
Elementary School: Ventura Elem
Middle School: Parkway Middle
Remarks: This well-maintained 4-bedroom, 2-bath residence with a Florida Room and a 2-car garage offers a perfect blend of comfort, functionality, and location. Featuring beautiful hardwood and tile flooring throughout, along with crown molding. The kitchen is equipped with solid oak cabinetry, Corian counter tops and includes essential appliances such as stove, refrigerator, and microwave, making it move-in ready. Ceiling fans in every room are also included. A major upgrade includes a 2004 metal roof with a 40-year warranty, providing long-term peace of mind. The home also features a double driveway, offering ample parking space for boat or RV, along with a 2-car garage with plenty of storage cabinets for optimal organization. Enjoy outdoor living with a fully fenced back patio, perfect for privacy, pets, or entertaining. The enclosed Florida room expands your living space, ideal for relaxing or hosting guests. Additionally, a large shed provides excellent space for tools, seasonal items, or hobbies. This property offers a spacious living room and gathering areas—perfect for hosting family and friends. Additional highlights include: Prime location: 13 minutes from Orlando International Airport (OIA), 17 minutes from Disney, easy access to major highways, restaurants, grocery stores, and medical centers.
Listing is courtesy of: HORIZON WEST REALTY (407-966-7653)
Listing Agent: Adrian Santiago, Sr (321-239-3628)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.