Displaying: For Sale
Location: Kissimmee
Property Type(s): Single Family
Living Area Square Feet: 3000 to 3499
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Kissimmee - 165 properties found
2540 WINNERS CIR, KISSIMMEE, FL 34744
$689,000124 Days on yellowkey MLS ID: O6382446
REDUCED by $10,000 (1.4%) on 06/23/2026
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 3246 Built: 2000 Tax: $3,688 (2025)Community: Winners ParkSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,688
Elementary School: East Lake Elem
High School: Tohopekaliga High School
Tax Year: 2025
Middle School: Neptune Middle (6-8)
Remarks: 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)
8985 CUBAN PALM RD. RD, KISSIMMEE, FL 34747
$475,000Listed 06/23/2026 11:54AM MLS ID: C7527654
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3015 Built: 2012Monthly Fee: $682 Tax: $6,960 (2025)Community: Paradise Palms Resort Ph 2Spa: NoSingle Family
Taxes:$6,960
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to your own piece of paradise in the highly sought-after Paradise Palms Resort! This beautifully maintained 5-bedroom, 5-bath pool home offers over 3,000 square feet of spacious living, featuring an open-concept floor plan, soaring ceilings, and two luxurious primary suites—perfect for family living, vacationing, or investment opportunities. Fully furnished and move-in ready, the home boasts a gourmet kitchen with granite countertops and stainless-steel appliances, a private heated splash pool, and generous space for entertaining. Located just minutes from Disney and Orlando's world-famous attractions, residents and guests enjoy access to resort-style amenities including a clubhouse, lagoon-style pool with waterfalls and slides, fitness center, movie theater, tennis courts, volleyball, playground, and 24-hour gated security. Whether you're looking for a primary residence, vacation retreat, or income-producing short-term rental, this exceptional property offers the ultimate Florida lifestyle."Furniture is negotiable and may be included with an acceptable offer, providing a turnkey opportunity for buyers seeking a primary residence, vacation home, or income-producing rental property."
Listing is courtesy of: SELLSTATE EXCELSIOR REALTY (239-471-0963)
Listing Agent: Rick Pitts (239-471-0963)
2936 PROTAGONIST ST, KISSIMMEE, FL 34746
$619,900417 Days on yellowkey MLS ID: O6305442
REDUCED by $69,100 (10.0%) on 06/23/2026
Bed: 6 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 3343 Built: 2021Monthly Fee: $304 Tax: $10,768 (2024)Community: Cove At Storey Lake 4Spa: YesSingle Family
Taxes:$10,768
Elementary School: Floral Ridge Elementary
High School: Celebration High
Tax Year: 2024
Middle School: Kissimmee Middle
Remarks: Welcome to this exceptional 6-bedroom, 5-bathroom luxury villa located in the highly desirable Storey Lake Resort community, just 7 miles from Walt Disney World. Perfectly designed for both personal enjoyment and as a high-performing vacation rental, this fully furnished home offers a blend of elegance, comfort, and family-friendly entertainment. The property features beautifully themed bedrooms—including Frozen, Harry Potter, and Star Wars—as well as spacious king suites and versatile bunk/twin layouts to accommodate guests of all ages. The open-concept ground floor includes a state-of-the-art kitchen, an elegant dining area that seats eight, a stylish living room with Smart TVs, and access to a screened-in private pool and spa with a covered patio—perfect for enjoying Florida’s year-round sunshine. Upstairs, a large loft offers a second living area, ideal for relaxing or entertaining. With five modern bathrooms, luxurious furnishings, and lightning-fast Wi-Fi throughout, every detail has been thoughtfully curated for a high-end experience. Storey Lake Resort offers world-class amenities including a resort-style pool, lazy river, water park, fitness center, Tiki Bar, arcade, and more—all within a secure, gated community close to Orlando’s top attractions, shopping, and dining. This turn-key property presents a rare opportunity to own a premier vacation home in one of Central Florida’s top-performing short-term rental communities. Contact us today to schedule your private showing and experience the exceptional lifestyle this home has to offer!
Listing is courtesy of: ANTS REALTY LLC (689-800-8851)
Listing Agent: Wenyu Wang (407-505-9864)
640 LASSO DR, KISSIMMEE, FL 34747
$770,0001 Day on yellowkey MLS ID: O6418592
Bed: 8 Bath: 7.0 Liv Area Sq Ft: 3412 Built: 2016Monthly Fee: $825 Tax: $12,582 (2025)Community: Reunion West Ph 1 West & Ament Ctr RpltSingle Family
Taxes:$12,582
Remarks: Welcome to this exceptional 8-bedroom, 7-bathroom fully furnished vacation home located in the highly sought-after resort community of Storey Lake. Currently operating as a successful short-term rental, this spacious property offers the perfect blend of luxury, comfort, and income-producing potential. Designed to accommodate large families and groups, the home features an open-concept floor plan, multiple gathering spaces, a gourmet kitchen with granite countertops and stainless-steel appliances, and beautifully appointed bedrooms throughout. The private pool and spa provide the perfect place to relax after a day of enjoying Orlando’s world-famous attractions. Ideally located just minutes from Walt Disney World, Universal Orlando, shopping, dining, golf, and major highways, this property is perfectly positioned for year-round vacation rental demand. Whether you’re looking for a turnkey investment property, a second home, or a primary residence with plenty of room for family and guests, this home offers endless possibilities. Residents and guests enjoy access to resort-style amenities, including a clubhouse, fitness center, resort pool, lazy river, water slides, sports courts, and more. Existing future bookings may provide immediate income opportunity for the new owner. Don’t miss this rare opportunity to own a high-performing vacation home in one of Central Florida’s premier resort destinations.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Roxy Graves, Pa (305-407-4670)
7564 MARKER AVE, KISSIMMEE, FL 34747
$759,00038 Days on yellowkey MLS ID: A4693714
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3328 Built: 2016Monthly Fee: $845 Tax: $11,986 (2025)Community: Reunion West Ph 1 EastSingle Family
Taxes:$11,986
Remarks: Welcome to 7564 Marker Avenue, an outstanding turnkey investment and lifestyle opportunity in the highly desirable gated resort community of Encore at Reunion, just minutes from Walt Disney World and Orlando’s world-class attractions. This fully furnished, professionally themed 5-bedroom, 5.5-bath luxury home offers over 3,300 square feet of thoughtfully designed living space, blending comfort, style, and strong short-term rental potential. The open-concept main level features a spacious family room, dining area, and modern kitchen, with the primary suite conveniently located on the first floor for added privacy and functionality. Upstairs, guests will find additional themed bedrooms and a versatile bonus/game room, creating an immersive vacation experience that consistently appeals to short-term rental guests. The home is designed for maximum occupancy appeal while still offering a warm and inviting feel for personal use. Step outside to your private resort-style pool and spa, complete with outdoor lounging space ideal for relaxing or entertaining after a day at the parks. All furnishings are included, making this a true turnkey purchase opportunity ready for immediate enjoyment or rental income. Located within Encore at Reunion, residents and guests enjoy world-class amenities including a water park, clubhouse, fitness center, tennis courts, and 24-hour gated security. With its prime location, strong vacation rental demand, and resort-style features, this property represents an exceptional opportunity for both personal enjoyment and income-producing investment.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Kymberly Mccreary (859-248-1142)
8860 CANDY PALM RD, KISSIMMEE, FL 34747
$525,000608 Days on yellowkey MLS ID: S5114396
Bed: 6 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 3291 Built: 2012Monthly Fee: $623 Tax: $7,778 (2023)Community: Paradise Palms Resort Ph 2Single Family
Taxes:$7,778
Tax Year: 2023
Remarks: Homes for sale in Kissimmee FL near Disney don’t get better than this fully furnished 6-bedroom, 5-bathroom pool home in the highly sought-after Paradise Palms Resort, a gated short-term rental community just minutes from Walt Disney World Resort. This turnkey vacation home features a private screened-in pool and lanai overlooking a peaceful conservation view, creating the perfect setting for relaxing after a day at the parks. The open-concept floor plan offers spacious living and dining areas ideal for entertaining guests or maximizing rental income. The upgraded kitchen includes stainless steel appliances, granite countertops, and ample cabinet space perfect for hosting and everyday convenience. Located in Kissimmee near the Disney area and major attractions throughout Central Florida, this property is positioned for both lifestyle and investment success. Paradise Palms Resort offers resort-style amenities including a clubhouse, fitness center, tiki bar, community pool, tennis courts, and more delivering a true vacation experience for residents and guests alike. Whether you’re searching for a vacation home near Disney, a short-term rental investment property in Orlando, or a fully furnished income-producing property, this home checks every box. Don’t miss this opportunity to own a high demand Airbnb-friendly property in one of Kissimmee’s premier resort communities schedule your private showing today!
Listing is courtesy of: LPT REALTY (877-366-2213)
Listing Agent: Kenny Medina (407-412-4190)
4253 PROLOGUE WAY, KISSIMMEE, FL 34746
$634,990273 Days on yellowkey MLS ID: O6346620
3 Days Off yellowkey (back on 6/22/2026)
Bed: 6 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3275 Built: 2022Monthly Fee: $159 Tax: $11,350 (2024)Community: Cove At Storey Lake 4Spa: YesSingle Family
Taxes:$11,350
Remarks: Turn Key!!! Welcome to the most popular vacation resort STOREY LAKE!!! This fully furnished 6 Bedroom corner lot vacation/ airbnb home located at well-known short term rental community Storey Lake Resort , with only 7 minutes driving distance to the Disney, the Storey Lake Resort amazing amenities include Tiki Bar/Grille, Canoe/Kayak Rental, Lazy River, Fitness Center, Miniature Golf, Quiet Pool, Splash Pad, Volleyball court & Sports court, The convenience location make the highest occupancy rate for the booking, minutes to the Disney Theme Parks, 24 hours Walmart, The Loop(variety restaurants and shops), Premium Outlet Mall and 20 minutes away from the International airport and Conventional Center. The 6 bedrooms villa offers an open plan, 9'4 ceiling on first and second floor, crown molding on the first floor. two master suites, stainless steel appliance, etc. This is a definitely a well income property, get ready to enjoy the seasonal cash flow! Call to schedule a showing today.
Listing is courtesy of: U KEY REALTY (407-937-8888)
Listing Agent: Yukey Hoo (407-937-8888)
4111 FOXTAIL CT, KISSIMMEE, FL 34746
$830,000103 Days on yellowkey MLS ID: S5145731
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3441 Built: 1997 Tax: $8,193 (2025)Community: SteeplechaseSpa: YesSingle Family
Taxes:$8,193
Remarks: Welcome to a rare opportunity in Kissimmee where space, privacy, and versatility come together on an extraordinary 3-acre property. Located on a quiet cul-de-sac, this impressive residence features comfort, open space, and a convenient location in the heart of Central Florida. As you arrive, a long driveway welcomes you to a beautiful home surrounded by natural scenery and expansive land, creating a peaceful and private setting while still being close to Orlando’s world-famous attractions, shopping, dining, and major highways. Inside, the home features spacious living areas, a functional layout, and plenty of room designed for comfortable everyday living and entertaining guests. Step outside and discover one of the property's most attractive features, your own private outdoor oasis. The pool and generous outdoor space create the perfect environment to relax, enjoy Florida’s sunshine, and host gatherings. The property is currently used as a vacation rental, providing flexibility of use within a highly visited Central Florida destination. The expansive 3-acre lot is a rare find with many possibilities. The large outdoor space allows room for recreational vehicles, boats, outdoor entertainment areas, gardens, or simply enjoying the privacy and freedom that comes with acreage. Properties that combine acreage, a pool, and privacy are uncommon in Kissimmee. Experience the space, tranquility, and possibilities this unique property presents.
Listing is courtesy of: STAR PLATINUM REALTY GROUP INC (561-440-8997)
Listing Agent: David Cepeda (561-450-9339)
8912 RHODES ST, KISSIMMEE, FL 34747
$510,00062 Days on yellowkey MLS ID: S5148044
REDUCED by $10,000 (1.9%) on 06/22/2026
Bed: 7 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3314 Built: 2016Monthly Fee: $607 Tax: $10,299 (2025)Community: Windsor At Westside Ph 1Single Family
Taxes:$10,299
Remarks: Short Sale. Welcome to Windsor at Westside — Guard-Gated Resort Living at its Finest! This fully furnished, turn-key 7-bedroom, 5.5-bathroom home offers 3,314 sq ft of beautifully appointed living space, perfect for short-term rental income or a luxury vacation retreat. Enjoy an open-concept kitchen with stainless steel appliances and large island, a first-floor primary suite, and a spacious upstairs loft. Step outside to your private south-facing pool with brick pavers, covered patio, and screened lanai. Premium lot with easy access to resort amenities including waterslide pool, lazy river, Tiki bar, fitness center, arcade, and more — all just minutes from Walt Disney World. Fully furnished | Turn-key | STR-friendly | Don't miss this one!
Listing is courtesy of: EXP REALTY LLC (407-674-7777)
Listing Agent: Walter Parraga (407-764-0245)
7419 MARKER AVE, KISSIMMEE, FL 34747
$640,000299 Days on yellowkey MLS ID: O6339861
4 Days Off yellowkey (back on 6/22/2026)
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3317 Built: 2017Monthly Fee: $1,068 Tax: $12,179 (2024)Community: Reunion West Ph 2 EastSpa: YesSingle Family
Taxes:$12,179
Remarks: Turnkey 6-Bedroom Vacation Rental – Steps from Disney, Current and Future Bookings in Place & Income-Producing! Welcome to 7419 Marker Ave, a stunning 6 bedroom, 6.5 bathroom, 3,317 sq. ft. home located in one of Kissimmee’s most sought-after resort communities. This property is fully furnished, professionally decorated, and operating as a successful short-term rental with active bookings in place—providing immediate, guaranteed cash flow for the new owner. Perfectly designed for large families and vacation groups, this home features: Spacious floor plan with open living areas and modern finishes throughout. A fully equipped gourmet kitchen with stainless steel appliances, stone counters, and oversized island. Private screened pool & covered lanai, ideal for Florida entertaining. Themed bedrooms and multiple ensuite bathrooms, maximizing guest appeal and rental demand. Game room / loft area, perfect for additional guest entertainment. Located just minutes from Walt Disney World, Universal Studios, shopping, dining, and world-class golf, this property sits at the heart of Orlando’s vacation rental corridor. ?? Investor Highlights: Proven short-term rental performer with strong occupancy (bookings already secured for future dates). Professionally managed and marketed—smooth transition for any investor. Resort-style amenities available for guests, ensuring premium nightly rates. Turnkey and income-ready from day one. Whether you’re looking for a profitable investment property or a luxury vacation home for your family that pays for itself, this residence offers the perfect blend of lifestyle and income. Don’t miss this rare opportunity to own a cash-flowing, turnkey STR property near Disney. Schedule your private showing today! NOTE: ALL INFORMATION RECORDED IN THIS MLS IS INTENDED TO BE ACCURATE FROM THE PUBLIC RECORD, HOWEVER ALL THE SQUARE FEET, LOT SIZE, ROOM DIMEMSIONS, SCHOOLS AND TAXES SHOULD BE VERIFIED BY BUYER/BUYER'S AGENT.
Listing is courtesy of: PROPERTIO (888-817-3383)
Listing Agent: Alin Zdroba (888-817-3383)
3860 ROSE MALLOW DR, KISSIMMEE, FL 34746
$499,930140 Days on yellowkey MLS ID: O6379370
REDUCED by $26,315 (5.0%) on 06/22/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3436 Built: 2022Monthly Fee: $330 Tax: $7,872 (2025)Community: Bellalago Ph 5J Sec 3Single Family
Taxes:$7,872
Remarks: Short Sale. Located in the highly desirable Bellalago community, this stunning 2022-built home offers 5 bedrooms and 4 full bathrooms with a spacious, functional layout. The first floor features a formal dining room, a flexible office/den/game room, and an open kitchen, dining, family room combo perfect for entertaining, plus a convenient downstairs bedroom and full bath. The kitchen is equipped with stainless steel appliances, quartz countertops, and 42" cabinets. Upstairs, enjoy an open loft area, laundry room, three additional bedrooms, and a luxurious primary suite with a private balcony, walk-in shower, soaking tub, dual sinks, and an oversized walk-in closet. The fully fenced backyard offers added privacy with no rear neighbors. In addition to this luxurious home, Bellalago is a resort style guard gate community with unparalleled amenities and stunning natural surroundings. You'll have a breathtaking pool, water slide, water park, fitness center, clubhouse, walking and bike trails, dog park, volleyball, tennis and basketball courts, a fishing pear and water access to Lake Tohopekaliga via boat ramps and boat lifts. All this minutes from restaurants and shops.
Listing is courtesy of: CENTURY 21 CARIOTI (407-770-0322)
Listing Agent: Kavita Uttamchandani (239-691-2289)
3816 EAGLE ISLE CIR, KISSIMMEE, FL 34746
$519,000371 Days on yellowkey MLS ID: O6319108
2 Days Off yellowkey (back on 3/8/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3032 Built: 2006Monthly Fee: $170 Tax: $5,901 (2024)Community: Bellalago Ph 4PSpa: YesSingle Family
Taxes:$5,901
Remarks: Under contract-accepting backup offers. Short Sale. Over $25,000 in completed renovations including roof, glass shower door, landscaping, concrete sealing, touch up paint. Welcome to your dream home - where every day feels like a vacation. This stunning five-bedroom, four-bath pool home is located in the sought-after, resort-style boating community of Bellalago. Recently renovated, the home features luxurious upgrades throughout, including marble tile backsplashes and premium hardware in all four bathrooms. The kitchen is a chef’s delight, fully updated with modern finishes and stainless steel appliances. Step outside through one of three access points to a beautifully extended patio, upgraded with elegant pavers, and enjoy your own private pool and jacuzzi spa—perfect for relaxing or entertaining. Beyond your own backyard oasis, you'll enjoy the unmatched amenities of this 24/7 guarded and gated community. As a resident of Bellalago, you also gain access to the neighboring Isles of Bellalago, expanding your options for leisure and recreation. Amenities include a Jr. Olympic-size pool, a zero-entry pool, splash pad, playgrounds, tennis and basketball courts, two fully equipped fitness centers, and much more. A full-time lifestyle director coordinates year-round events, fitness classes, and community activities, while an on-site restaurant adds to the resort-like living experience. Located just 30 minutes from Disney World and other major attractions, and offering access to Lake Toho via a community boat lift and dock, this home is truly a rare opportunity. Schedule your tour today and start living the vacation lifestyle every day!
Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)
Listing Agent: Blake Blahut (407-748-0484)
1861 NICE CT, KISSIMMEE, FL 34747
$572,000205 Days on yellowkey MLS ID: O6363676
REDUCED by $1,000 (0.2%) on 06/22/2026
Bed: 7 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3281 Built: 2018Monthly Fee: $563 Tax: $7,850 (2025)Community: Windsor At WestsideSingle Family
Taxes:$7,850
Remarks: Price Reduction! Turnkey 7-Bedroom Vacation Home in Windsor at Westside – Active Short-Term Rental! Welcome to 1861 Nice Court, a beautifully furnished and actively producing 7-bedroom, 5-bathroom short-term rental located in the sought-after Windsor at Westside Resort. With 3,281 sq ft of living space, this stunning home is designed to impress guests and maximize occupancy—making it the perfect investment property or vacation retreat near the magic of Disney. Step inside to a bright, open-concept layout featuring a spacious living area, modern kitchen with stainless steel appliances, and generous dining space ideal for large families and groups. This home offers multiple ensuite bedrooms and themed guest rooms that delight visitors of all ages and keep bookings strong year-round. The private screened-in pool and patio provide the perfect place to unwind after a day at the parks, offering your guests the relaxation and resort-style experience they’re searching for. Located in the gated, 24-hour resort community of Windsor at Westside, owners and guests enjoy unmatched amenities including an 8,000+ sq ft clubhouse, fitness center, resort-style pool, waterslide, lazy river, volleyball court, tennis courts, and a full activity-filled play zone. The HOA covers lawn maintenance, internet, cable, daily valet trash service, and access to all resort amenities—making ownership truly hassle-free. Just minutes from Walt Disney World, Margaritaville, Sunset Walk, shopping, dining, and major attractions, this property offers strong rental history, excellent future booking potential, and a turnkey setup ready for its next owner. Whether you're looking to expand your STR portfolio or secure a high-performing vacation home, 1861 Nice Court is an exceptional opportunity in one of Central Florida’s premier resort communities.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Michael Steward (386-243-9585)
2425 MARACAIBO DR, KISSIMMEE, FL 34746
$539,90038 Days on yellowkey MLS ID: S5149767
REDUCED by $10,100 (1.8%) on 06/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3079 Built: 2004Monthly Fee: $16 Tax: $8,154 (2025)Community: Brighton Lakes Ph 1 Parcels A & GSpa: NoSingle Family
Taxes:$8,154
Elementary School: Sunrise Elementary
High School: Poinciana High School
Middle School: Horizon Middle
Remarks: Virtually Staged. Step into this beautifully updated residence at 2425 Maracaibo Dr, Kissimmee, FL 34746, where privacy, luxury, and functionality come together in one exceptional property. Backing to tranquil conservation with no rear neighbors and protected views that will never be built on, this home offers the peaceful Florida lifestyle you’ve been searching for. Completely remodeled in the main areas of this beautiful home, this standout home showcases modern upgrades throughout, including fresh interior and exterior paint, beautifully renovated living spaces, updated bathrooms, and a redesigned primary suite bath that delivers a true spa-like experience. From the moment you walk in, you’ll notice the pride of ownership and attention to detail that make this property feel truly move-in ready. Offering expansive square footage and a spacious 3-car garage, this home is designed for both comfort and convenience. Enjoy Florida living at its finest with a stunning private pool and recently resurfaced pool area (2022), perfect for entertaining guests or relaxing while overlooking the serene conservation views from your backyard porch. Major high-ticket improvements provide peace of mind for years to come, including:New roof (less than 1 year old)Water heater replaced in 2022 One A/C unit replaced in 2020 Second A/C unit professionally rebuilt Pool resurfaced in 2022. A versatile office space featuring a built-in Murphy bed adds incredible flexibility—ideal for a guest suite, home office, media room, gym, or multi-purpose flex space tailored to your lifestyle. Located within the sought-after Brighton Lakes community, residents enjoy low HOA fees and resort-style amenities including a clubhouse, community pool, fitness center, basketball courts, tennis courts, playgrounds, and more. Perfectly positioned in the heart of Kissimmee, this home offers convenient access to major highways, Orlando International Airport, and Central Florida’s world-famous attractions including Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando, along with endless shopping, dining, and entertainment options. This is a rare opportunity to own a private, fully upgraded home with conservation views, flexible living spaces, and unbeatable access to everything Kissimmee and Orlando have. A truly special property ready to elevate your next chapter.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Nelson Valdez Rodriguez (407-837-2742)
220 PENDANT CT, KISSIMMEE, FL 34747
$585,0006 Days on yellowkey MLS ID: O6416405
0 Days Off yellowkey (back on 6/21/2026)
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3317 Built: 2017Monthly Fee: $731 Tax: $11,254 (2024)Community: Encore At ReunionSpa: YesSingle Family
Taxes:$11,254
Elementary School: Celebration K-8
Middle School: Celebration K-8
Remarks: MOTIVATED SELLER*** SELLER WILING TO ASSIST WITH CLOSING COSTS WITH AN ACCEPTED OFFER*** Welcome to this exceptional, fully furnished 6-bedroom, 6.5-bathroom, the entire home freshly painted and has new furniture within the last couple of months. This lovely home is nestled within the prestigious, 24-hour guard-gated resort community of Encore at Reunion West, located just 6 miles from Walt Disney World. Designed for both luxury and high-capacity entertaining, the home features an expansive open-concept layout that flows seamlessly from the beautifully appointed kitchen to a generous open lanai, alongside a desirable first-floor primary suite for added privacy. Outside, a private, fully fenced backyard oasis awaits, boasting a heated pool, a relaxing hot tub, and an oversized green space area that offers far more space for recreation than standard resort lots. Beyond its stunning design, this property offers an incredibly lucrative opportunity for short-term rentals, having already been successfully operated as a high-yielding Airbnb. Its immense guest appeal is driven by Encore’s world-class amenities, which include a spectacular on-site Aqua Park with three massive water slides, a splash playground, multiple restaurants, and a complimentary shuttle service to nearby theme parks. Best of all, ownership is entirely hands-off and low-maintenance; the comprehensive monthly HOA dues eliminate the stress of property management by fully covering high-speed internet, cable, phone services, daily trash removal, full lawn care, and annual exterior pressure washing. Whether you are looking for a turnkey investment, a vacation retreat, or a luxurious primary residence, this estate delivers the ultimate Florida lifestyle.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Lori Joy (407-455-1103)
9001 PAOLOS PL, KISSIMMEE, FL 34747
$550,00082 Days on yellowkey MLS ID: O6394845
0 Days Off yellowkey (back on 6/20/2026)
REDUCED by $25,000 (4.3%) on 06/06/2026
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3395 Built: 2007Monthly Fee: $330 Tax: $10,178 (2025)Community: Westside Prcl D CalabriaSpa: YesSingle Family
Taxes:$10,178
Elementary School: Westside K-8
Remarks: Under contract-accepting backup offers. BACK ON MARKET DUE TO BUYERS FINANCING FALLING THROUGH. BRING YOUR OFFERS! Seller may consider buyer concessions if made in an offer ~ Freshly painted in 2026, this beautiful TURN-KEY ~ POOL HOME in Calabria at Westside offers the perfect opportunity for a primary residence or second home in the heart of Central Florida! A new pool heater installed in 2025, newer A/C units (4 total) for efficient comfort, and a FULLY FURNISHED interior make this impressive property truly MOVE-IN READY. Positioned on an oversized .32 ACRE ~ CORNER LOT with excellent curb appeal and a TILE ROOF, this FORMER MODEL HOME offers over 3,000 square feet of well-designed living space surrounded by mature trees and peaceful natural scenery. This charming enclave tucked away near Old Lake Davenport, delivers a quiet setting while still being just minutes from Disney, world-class attractions, shopping, dining, golf, and resort areas. Step inside to soaring ceilings and an abundance of natural light as the TWO STORY LIVING ROOM and FAMILY ROOM create a dramatic first impression. Arched doorways, crown molding, and architectural details add character throughout, while the versatile layout provides both formal and casual spaces perfect for everyday living and entertaining. The formal dining room is enhanced with crown molding, while the kitchen offers a second casual dining space overlooking the family room. At the center of the home, the well-equipped kitchen delivers ample cabinet and counter space, a separate prep island, breakfast bar seating, STAINLESS STEEL APPLIANCES, a complementary backsplash, and pantry storage – making it ideal for gathering with family and friends. The flexible floor plan offers TWO POTENTIAL PRIMARY SUITES, including a main-floor retreat with a decorative tray ceiling, large 11x8 WALK-IN CLOSET, and a private en-suite bath. Its location provides added privacy and direct access to the covered lanai and pool area. An additional main-floor bedroom with a full bath offers convenience for guests, while upstairs bedrooms share a Jack-and-Jill bath and provide plenty of space for everyone. Outdoor living shines with a SCREENED HEATED POOL & SPA, a COVERED LANAI, and an extended PAVER PATIO overlooking the spacious backyard framed by mature trees – perfect for relaxing evenings or entertaining guests. The SPLIT GARAGES have been converted into a GAME ROOM & THEATER ROOM, creating a fun and versatile entertainment space for family and visitors alike. The HOA includes LAWN MAINTENANCE, CABLE, and INTERNET, making ownership easy and convenient. While SHORT TERM RENTALS are permitted, this home truly shines as a primary residence or second home thanks to its generous lot size, spacious layout, and peaceful setting. Centrally located with easy access to US Hwy 27 and W Irlo Bronson Memorial Highway, you are just minutes from Disney, theme parks, golf, shopping, dining, and everything Central Florida has to offer. Move right in and start enjoying the Florida lifestyle – let Calabria at Westside become your new HOME SWEET HOME!
1002 BELVOIR DR, KISSIMMEE, FL 34744
$525,0005 Days on yellowkey MLS ID: O6417742
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3460 Built: 2005Monthly Fee: $13 Tax: $7,923 (2025)Community: SomersetSingle Family
Taxes:$7,923
Elementary School: Partin Settlement Elem
High School: Gateway High School (9 12)
Middle School: Parkway Middle
Remarks: Welcome to 1002 Belvoir Drive, a spacious FULLY FURNISHED POOL HOME located within the sought-after Remington Golf Community in Kissimmee. Offering 5 bedrooms, 4.5 bathrooms, and over 3,400 square feet of living space, this two-story residence provides the perfect combination of comfort, functionality, and room to grow. Designed with flexibility in mind, the home features multiple living and dining areas, making it ideal for entertaining, multigenerational living, or creating dedicated work and recreation spaces. A good sized first-floor bedroom suite with a private bathroom offers convenience for guests or extended family, while the expansive upstairs layout provides ample room for everyone to enjoy their own space and has a BRAND NEW LUXURY VINYL PLANK throughout. The heart of the home is the UPGRADED KITCHEN with QUARTZ countertops, wood accent walls and brand new STAINLESS STEEL appliances. Step outside to your private screened-in pool, the perfect place to relax, entertain, or enjoy Florida's year-round sunshine and last but not least, a fully irrigated backyard with fruits and veggies. Recent updates include a 2024 ROOF, providing added peace of mind for the next owner. Located within the established Remington community, residents enjoy access to golf, parks, walking trails, playgrounds, tennis courts, and community amenities, all while being conveniently located near shopping, dining, schools, major highways, Orlando International Airport, Medical City, and Central Florida's world-famous attractions. Whether you're looking for a primary residence, a multigenerational home, or are looking for a smart investment, 1002 Belvoir Drive offers an incredible opportunity to own a beautifully sized home in one of Kissimmee's most desirable golf course communities.
Listing Agent: Caroline Vansevenant (407-946-5675)
2926 BOATING BLVD, KISSIMMEE, FL 34746
$440,00046 Days on yellowkey MLS ID: L4961656
REDUCED by $5,000 (1.1%) on 05/26/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3108 Built: 2008Monthly Fee: $21 Tax: $5,080 (2025)Community: The OaksSingle Family
Taxes:$5,080
Elementary School: Pleasant Hill Elem
High School: Liberty High
Remarks: PRICE DROP! Welcome to this beautifully upgraded contemporary home located in the highly sought-after Shingle Creek Reserve at The Oaks, one of Central Florida’s premier boating and golf communities. Backing onto a peaceful conservation area with no rear neighbors, this stunning two-story residence offers the perfect combination of privacy, modern comfort, and outdoor living. From the moment you arrive, you’ll notice the extensive upgrades and attention to detail that make this home truly stand out. Inside, the bright open-concept layout is designed for both everyday living and entertaining, featuring elegant tile flooring throughout the entire main level. All four bedrooms are privately situated upstairs, along with a spacious bonus area that can easily serve as a man cave, media room, playroom, or home office. The beautifully remodeled kitchen showcases white granite countertops, upgraded Samsung stainless steel appliances, custom cabinetry, and modern finishes that create a clean and sophisticated feel. The washer and dryer are also included, making this home completely move-in ready. The primary suite offers a relaxing retreat with a walk-in shower featuring built-in seating and safety grab bars for added comfort and convenience. The home has been thoughtfully updated with a newer 2022 roof, foam insulation for improved energy efficiency, hurricane-impact windows, upgraded front doors, modern light fixtures, ceiling fans, and updated door hardware throughout. Additional features include granite countertops in the secondary bathrooms, exterior security cameras, two updated AC units (September 2021), solar features, and a spacious two-car garage equipped with a Tesla charger and added storage solutions. Beyond the home itself, residents enjoy access to an incredible lifestyle community complete with boating access and a private boat launch to Lake Tohopekaliga, nearby championship golf courses, tennis courts, pickleball courts, basketball courts, scenic walking trails, a clubhouse, lake-view dock, and neighborhood parks. Conveniently located near major highways, shopping, dining, entertainment, and The Loop, this exceptional property perfectly blends luxury living with an active outdoor lifestyle. Whether you’re searching for a peaceful retreat, a beautifully upgraded family home, or a property in a vibrant boating and golf community, this home offers it all. Schedule your private showing today and experience everything this remarkable home has to offer.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
930 SHORE DR, KISSIMMEE, FL 34744
$634,90035 Days on yellowkey MLS ID: TB8510529
REDUCED by $10,000 (1.6%) on 06/20/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3269 Built: 1958 Tax: $3,326 (2025)Community: Cypress Shores RepSingle Family
Taxes:$3,326
Remarks: Welcome Home to this unique Lake Front Ranch Home with more space than you know what to do with. This Home is in located in the most peaceful and serene place in Kissimmee. Upgrades include a Completely New Roof (2026), New Carpet (2026), New Paint(Interior/Exterior)(2026)New Hot Water Heater, (2025), New Air Conditioning Unit (2025) and so much more to offer. The Boat Dock is waiting on a new boat to be parked in it. Look off the Boat Dock towards the house, is one of the best built Seawall that will with stand any rough water days. From the back yard you can experience the most breathtaking Sunsets with colors of the amber sky reflecting off one of the best Bass Lakes in Florida. As a bonus, this home is only 30 minutes to "DISNEY WORLD" / Magic Kingdom and Universal Studios". This is a must see and must purchase home to enjoy the perfect Florida Life.
Listing is courtesy of: WWW.HOMEZU.COM (877-249-5478)
Listing Agent: Jason Saphire (877-249-5478)
3540 VALLEYVIEW DR, KISSIMMEE, FL 34746
$540,0004 Days on yellowkey MLS ID: S5152021
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3037 Built: 2005Monthly Fee: $165 Tax: $7,000 (2025)Community: Bellalago Ph 3MSingle Family
Taxes:$7,000
Elementary School: Bellalago Charter Academy (K-8)
High School: Osceola County School for Arts
Middle School: Bellalago Charter Academy (K-8)
Remarks: Welcome to this stunning, Mediterranean-inspired 5-bed, 4-bath masterpiece in the gated Bellalago community, offering over 3,000 sq. ft. of thoughtfully designed living space in Kissimmee’s premier lifestyle neighborhood. Step inside to an open floorplan with all-tile flooring, fresh interior paint, and designer light fixtures. The chef’s kitchen is well-appointed with modern cabinetry, granite countertops, stainless steel appliances, and custom backsplash, creating a bright, modern heart of the home. The main-level primary suite is a private retreat complete with natural light, walk-in closet, and spa-style bath with garden tub and separate shower. A versatile upstairs flex space with full bath offers endless possibilities — home office, media room, guest suite or play area. Outdoor living is effortless on the screened-in patio overlooking lush preserve, ideal for relaxing or entertaining. Additional highlights include a three-car garage with tile floor, cathedral ceilings, and split bedroom plan. Life in Bellalago means resort-style amenities — two clubhouses, community pools with slides, tennis & pickleball courts, fitness center, walking trails, boardwalk over Lake Toho with fishing piers and boat docks, on-site restaurant, and 24/7 manned gates for peace of mind. Convenient to shopping, dining, schools and major attractions, this home offers a perfect blend of luxury, comfort and community living.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Franklin Baez (347-339-5999)
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