Displaying: For Sale
Location: Kissimmee
Property Type(s): Single Family
Living Area Square Feet: 3500+
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Kissimmee - 236 properties found
3826 GOLDEN FEATHER WAY, KISSIMMEE, FL 34746
$649,90032 Days on yellowkey MLS ID: L4962124
0 Days Off yellowkey (back on 6/8/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3651 Built: 2006Monthly Fee: $205 Tax: $6,936 (2025)Community: Bellalago Ph 4PSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,936
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to luxury living at its finest in this stunning 5-bedroom, 4.5-bathroom home designed with both comfort and entertaining in mind. Featuring two private primary suites — one conveniently located downstairs and another upstairs — this spacious layout is perfect for multi-generational living, guests, or an ideal in-law suite setup. Step inside to discover brand new luxury flooring throughout the home and a beautifully remodeled kitchen that opens seamlessly into the expansive living and entertaining spaces. The open-concept design creates the perfect atmosphere for hosting gatherings while still offering warm, inviting spaces for everyday living. The backyard is truly a private resort-style retreat. Enjoy Florida living year-round with a heated saltwater in-ground pool built in 2023, complete with a heated jacuzzi/spa and an expansive paver patio surrounding the entire entertainment area. A covered seating space provides the perfect place to relax, dine, or entertain outdoors in style. Upstairs, you’ll find a loft area offering an added spot to sit relax and enjoy a good book. Two generously sized bedrooms and a full bath accompany the upstairs primary suite, which features a luxurious en suite bathroom with a spa-like hydro massage tub designed for ultimate relaxation. Located within a gorgeous gated community with 24-hour guard access, residents enjoy an incredible lifestyle with resort-style amenities for the entire family. Community features include beautifully maintained amenity centers, sparkling pools, tennis and basketball courts, playgrounds, a dog park, private boat lift access, and a canal leading directly to Lake Toho for endless boating and waterfront adventures. This exceptional home offers the perfect blend of elegance, functionality, privacy, and resort-style living — all thoughtfully designed for modern living and unforgettable entertaining.
Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)
Listing Agent: Michele Collins (863-661-8167)
1384 E LAKE SHORE BLVD, KISSIMMEE, FL 34744
$939,900495 Days on yellowkey MLS ID: O6278826
3 Days Off yellowkey (back on 6/8/2026)
REDUCED by $15,100 (1.6%) on 04/23/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3606 Built: 2008 Tax: $4,881 (2023)Community: East Lake ShoresSingle Family
Taxes:$4,881
Elementary School: Partin Settlement Elem
High School: Gateway High School (9 12)
Tax Year: 2023
Middle School: Neptune Middle (6-8)
Remarks: Under contract-accepting backup offers. Experience resort-style living at its finest in this elegant 4-bedroom, 4-bath, 3,606 sq ft single-level home nestled on nearly half an acre in Tohopekaliga’s exclusive East Lake Shores. Behind custom wrought iron doors, you’ll find a refined interior with high-end finishes, soaring vaulted ceilings, and seamless indoor-outdoor flow. The chef’s kitchen is a showstopper with dual sinks, stainless steel appliances, waterfall-edged quartz countertops, and a built-in convection/microwave tower. A spacious family room centers around a striking stone-accented water-vapor fireplace and opens through oversized sliders to a screened, heated, saltwater pool—self-cleaning and lit for evening ambiance. The primary suite is a luxurious retreat, featuring private patio access, an additional electric fireplace, and a spa-like bath with dual vanities, a walk-in shower, and a custom closet with a central makeup station. Three additional bedrooms include ensuite baths, built-ins, and even a private entrance with a fenced yard. Bonus spaces include a stylish playroom with drop ceiling detail, a loft with fireplace and built-in TV, and a formal dining room crowned with Swarovski chandeliers. Thoughtful smart features like motorized “zero-iron” blinds, maintenance-free windows, and designer accents elevate every corner of this remarkable home | Seller is motivated and open - Seller may offer concessions |
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Hiram Camacho (407-433-2221)
2627 CLEAR NIGHT AVENUE, KISSIMMEE, FL 34744
$646,11025 Days on yellowkey MLS ID: O6412075
INCREASED by $19,000 (3.0%) on 06/08/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3598 Built: 2026Monthly Fee: $42 Tax: $1,329 (2025)Community: TohoquaSpa: NoSingle Family
Taxes:$1,329
Elementary School: Neptune Elementary
Remarks: Tohoqua is the kind of neighborhood you've been looking for, with an exciting amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Welcome to this stunning two-story new construction “AllGen” home featuring 5 bedrooms, 3.5 bathrooms, and a 3-car tandem garage, thoughtfully designed for flexible living. A standout feature is the private first-floor suite complete with its own separate living area, kitchenette, bedroom, walk-in closet, and full bathroom with a linen closet and walk-in shower with a built-in bench. As you continue through the home, you’ll find a versatile flex room, perfect for a home office, hobby space, or formal sitting area. The layout then opens into a spacious open-concept gathering room, gourmet kitchen, and cafe dining area, creating the perfect setting for both everyday living and entertaining. The chef-inspired kitchen showcases soft-close cabinetry, quartz countertops, a decorative tile backsplash, and Whirlpool stainless steel appliances, including a refrigerator and built-in cooktop. Seamlessly connected to the cafe dining area, sliding glass doors lead to the covered lanai, extending the living space outdoors and providing an ideal setting for gatherings. The first floor is completed by a convenient powder room, thoughtfully positioned for guests. Upstairs, the luxurious owner’s suite serves as a private retreat, featuring a spacious walk-in closet and a spa-inspired en suite bathroom with dual quartz-topped vanities and a frameless glass-enclosed shower. A versatile loft provides additional living space, perfect for relaxing, working, or gathering with family. Three additional bedrooms and a well-appointed secondary bathroom complete the upper level, offering plenty of space for everyone. Designed with both style and functionality in mind, this home showcases premium finishes throughout. Beautiful tile flooring extends across the entire first floor, bathrooms, and laundry room, while plush, stain-resistant Shaw carpeting adds comfort to the upstairs bedrooms and loft. Additional designer touches include oil-rubbed bronze hardware and plumbing fixtures, 2-inch faux wood blinds, and elegant 8-foot Cheyenne-style interior doors. For added convenience, the home comes complete with a Whirlpool washer and dryer. Modern smart-home features include LED downlights, a video doorbell, smart thermostat, and security system pre-wire, offering enhanced comfort, efficiency, and piece of mind. With its AllGen suite, spacious open-concept design, and impressive designer upgrades, this home is truly one of a kind. Schedule your tour today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
840 SPINNAKER WAY, KISSIMMEE, FL 34746
$1,399,999130 Days on yellowkey MLS ID: O6381828
REDUCED by $50,000 (3.4%) on 06/08/2026
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 5428 Built: 2017Monthly Fee: $159 Tax: $9,509 (2025)Community: BellalagoSpa: YesSingle Family
Taxes:$9,509
Elementary School: Bellalago Charter Academy (K-8)
High School: Liberty High
Middle School: Bellalago Charter Academy (K-8)
Remarks: Welcome to one of the exceptional waterfront offerings available in the exclusive gated community of Bellalago. Built in 2017 and extensively transformed with over $600,000 in curated renovations, this sophisticated Spanish Mediterranean estate represents a rare blend of architectural presence, refined craftsmanship and elevated lakefront living. On one of the community’s most desirable and private lots, the residence captures tranquil water views leading to Lake Toho while delivering the level of privacy, scale and exclusivity sought by today’s discerning luxury buyer. Designed for those who value elegance and livability, the home offers more than 5,400 square feet of thoughtfully curated interiors featuring soaring 20-foot entrance ceilings, 8-foot doors, bamboo flooring, five-inch baseboards, tinted windows for enhanced privacy and a dramatic winding staircase that immediately establishes the home’s grand architectural character. Expansive telescoping sliding doors create a seamless connection between the interior living spaces and the resort-inspired outdoor retreat, allowing the home to live beautifully for intimate evenings and large-scale entertaining. The residence was intentionally designed to accommodate a LUXURY multi-generational lifestyle, featuring dual primary suites on both levels, two laundry rooms, an expansive upstairs loft, and a private balcony overlooking the pool, lake and lush natural surroundings. The primary suite is complemented by an enormous walk-in shower and an extraordinary floor-to-ceiling custom-designed closet system, creating a boutique-style dressing experience rarely found within the community. At the heart of the home, the gourmet kitchen delivers sophistication and functionality with an oversized entertaining island, granite countertops, 42-inch cabinetry, walk-in pantry, and effortless flow into the home’s formal and casual gathering spaces, ideally suited for elevated entertaining and everyday comfort alike. Outdoors, the estate transforms into a private resort-caliber sanctuary. The meticulously designed backyard oasis showcases expansive travertine decking, a stunning 15-by-35-foot heated saltwater pool, outdoor summer kitchen, panoramic two-story screened enclosure and an exclusive 34-foot deeded teak boat dock with direct access to Lake Toho, offering an unparalleled boating and waterfront lifestyle directly from your backyard. Adding to the home’s exclusivity, the property is being offered with top-of-the-line curated furnishings, creating a turnkey luxury experience for buyers seeking immediate enjoyment without compromise. Bellalago is renowned for its tranquil atmosphere, private boating lifestyle and resort-style amenities, including recreational trails, fishing clubs, clubhouse, fitness centers, resort pools, tennis courts, restaurant, playgrounds and 24-hour manned gated security, all less than 30 minutes from Walt Disney World Resort and moments from premier shopping, dining and major expressways. A statement residence designed for buyers who expect privacy, sophistication and one of the finest waterfront lifestyles available in Central Florida.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Alejandro Quiel, Jr (407-967-2738)
4306 BISCAYNE COVE CT, KISSIMMEE, FL 34744
$700,000168 Days on yellowkey MLS ID: O6370990
REDUCED by $25,000 (3.4%) on 04/21/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3828 Built: 2015Monthly Fee: $108 Tax: $5,600 (2025)Community: North Point Ph 2B-2CSingle Family
Taxes:$5,600
Remarks: This move-in ready pool home offers a level of privacy and space that is rarely found in a gated, No CDD community. Set on an oversized lot with a tree farm directly behind the property, the setting creates a natural buffer that’s difficult to replicate. While the address carries a Kissimmee zip code, the location places you just minutes from the amenities, dining, and conveniences of Lake Nona. The home features a 5-bedroom, 3 full bathroom layout designed for both everyday living and hosting. An upstairs bonus room adds flexibility for a media room, game space, or additional living area depending on your needs. The outdoor space is a defining element of the property. A covered patio opens to a resort-style PebbleTec pool complete with hydrotherapy jets, a tanning ledge, and waterfall features, all finished with travertine decking. The design allows for a true indoor-outdoor living experience, supported by two sliding glass doors that connect seamlessly to the main living areas. Inside, the open-concept layout includes a combination of living room, family room, dining area, and bar-top seating, all centered around the kitchen to create a natural flow throughout the home. The primary suite is designed with both function and comfort in mind, offering dual walk-in closets with custom built-ins and additional space suitable for a sitting area or workspace. Additional features include a 3-car garage, extended paver driveway, and convenient access to major routes, nearby amenities, and highly regarded schools. A well-balanced combination of privacy, location, and livability, now available again for those who recognize the difference.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Clinton Luke (321-610-1069)
7666 FAIRFAX DR, KISSIMMEE, FL 34747
$1,195,000135 Days on yellowkey MLS ID: O6380550
Bed: 11 Bath: 11.5 Gar: 2 Liv Area Sq Ft: 5496 Built: 2018Monthly Fee: $697 Tax: $16,811 (2025)Community: Reunion West Ph 2B WestSingle Family
Taxes:$16,811
Remarks: Discover the ultimate in luxury living and investment at this fully furnished 11-bedroom, 10.5-bathroom vacation home located in the amazing Encore at Reunion Resort, just minutes from Walt Disney World. This stunning residence features a gourmet kitchen with premium appliances, spacious open-concept living areas, beautifully designed themed bedrooms, and a private home theater, creating the perfect setting for unforgettable stays. Step outside to your private pool and spa, complete with a covered lanai and outdoor entertainment space—ideal for relaxing after a day at the parks. Owners and guests enjoy access to world-class resort amenities including a water park, clubhouse, fitness center, sports courts, restaurant, bar, concierge services, and shuttle transportation to the parks. Whether you are searching for a personal vacation retreat or a high-performing short-term rental investment, this exceptional property offers comfort, style, and outstanding income potential in one of Central Florida’s most desirable resort communities. This is more than a home — it’s a lifestyle and an opportunity.
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Naiara Alves (470-861-4207)
2850 SPRING BREEZE WAY, KISSIMMEE, FL 34744
$775,00057 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
Elementary School: East Lake Elem
High School: Tohopekaliga High School
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)
2564 CHAPALA DR, KISSIMMEE, FL 34746
$550,000206 Days on yellowkey MLS ID: O6363818
REDUCED by $19,000 (3.3%) on 04/17/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4198 Built: 2003Monthly Fee: $13 Tax: $10,990 (2024)Community: Brighton Lakes Ph ISingle Family
Taxes:$10,990
Tax Year: 2024
Remarks: Located just 25 minutes from Disney!!! This beautiful Mediterranean-style 4 Bedroom, 3.5 Bath home in the gated Brighton Lakes community offers 4,198 sq ft of living space. This rare property includes a multi-generational living area and three full kitchens with all appliances—ideal for extended family or flexible use. Interior features include imported Mahogany hardwood floors, an open floor plan, and a spacious master suite with double walk-in closets and a spa-style bath with a jacuzzi tub. The covered lanai provides a peaceful water view, perfect for relaxing or entertaining. Conveniently located near shopping, dining, and major conveniences. Lender credit available with seller’s preferred lender.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Virginia Doherty (321-374-0213)
2120 BUNKER VIEW CT, KISSIMMEE, FL 34746
$799,99984 Days on yellowkey MLS ID: O6395237
REDUCED by $12,901 (1.6%) on 06/05/2026
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 4580 Built: 2004Monthly Fee: $23 Tax: $12,581 (2026)Community: Oaks Ph 1 B2Single Family
Taxes:$12,581
Tax Year: 2026
Remarks: Expansive Luxury Home 5/4 with golf course views and inground pool and hot tub with Private In-Law Suite and 1/1 above the 3 car garage Welcome to an architectural gem at 2120 Bunker View Ct, where luxurious living meets exceptional investment opportunity. This sprawling 5-bedroom, 4.5-bathroom estate in Kissimmee, FL, brings an unparalleled lifestyle with stunning golf course and water views. Key Property Features: Luxurious Main Residence: Enjoy an open-concept floor plan, high coffered ceilings, a main-floor master suite, and custom details throughout the approximately 4,580 sq. ft. of living space. tile floors, Split floorplan with multiple sitting area and an architectural dream with columns and coffered ceilings, a laundry room, tile floors, new interior paint, new fans, open concept living, a breakfast nook, 2 pantries, double ovens, new Appliances, Nest Thermostat, new water heater, new salt water cell for the pool, etc. ( This is a well cared for home) ROOF is only 3 yrs old Breathtaking Views: The home is situated on a cul-de-sac with picturesque views from every room of the golf course and water, offering a serene and peaceful environment. A golfers dream and fun for walkers and bikers and there is a playground and a clubhouse to enjoy too. Outdoor Oasis: Relax in the private, in-ground pool and hot tub with beautiful pavers, outdoor fans with a screened covering and a lanai with a unobstructed view of the 14th golf course hole. Also another HIGHLIGHT of this property is the fully renovated 1-bedroom accessory dwelling unit (ADU) situated privately above the 3-car garage, complete with its own kitchen, bathroom, W/D, and a balcony overlooking the lake. This versatile space can be used for multigenerational living, a private home office, or a high-demand rental unit to generate significant passive income. Prime Location: Located just minutes from Publix Grocery store, shopping centers, restaurants, and a short drive to world-famous Disney, Universal, Fun Spot, and other attractions. This is a rare opportunity to own a piece of Central Florida luxury that provides both an elevated lifestyle, custom build, amazing views in a prime location. Will consider selling some of the furniture which matches the style of the home.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
2508 SHANTI DR, KISSIMMEE, FL 34746
$1,350,00068 Days on yellowkey MLS ID: O6391420
0 Days Off yellowkey (back on 6/5/2026)
Bed: 12 Bath: 11.5 Gar: 2 Liv Area Sq Ft: 4831 Built: 2022Monthly Fee: $397 Tax: $804 (2026)Community: Veranda Palms Ph 2B2-2CSpa: YesSingle Family
Taxes:$804
Elementary School: Floral Ridge Elementary
High School: Celebration High
Middle School: Kissimmee Middle
Remarks: This 2022-built residence offers a rare scale of 12 bedrooms and 11.5 bathrooms , spanning 4,831 square feet of heated living space. Located in a gated community with short-term rental eligibility , the property features a pond-view lot with a private heated gunite pool and integrated spa.The interior is sold fully furnished, featuring a professional design package with high-capacity themed suites, designer lighting, and custom accent walls. The floor plan is optimized for high-occupancy hospitality, featuring a primary suite on the main floor , a dedicated theater room in the loft , and a climate-controlled garage converted into a high-end game room. Technical specifications include stone countertops, high ceilings, and an outdoor grill station. No annual CDD fees. This asset is positioned as a turn-key solution for investors seeking a high-performance property in the Disney corridor.
Listing Agent: Rubens Aranha (407-308-9094)
1860 SAWYER PALM PL, KISSIMMEE, FL 34747
$1,000,000105 Days on yellowkey MLS ID: O6385788
Bed: 9 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4363 Built: 2019Monthly Fee: $726 Tax: $9,868 (2025)Community: Solara ResortSpa: YesSingle Family
Taxes:$9,868
Remarks: Absolutely stunning 9-bedroom, 6.5-bath home, recently remodeled and finely decorated by professional designers. Every detail has been thoughtfully updated, from themed bedrooms with modern touches to a spectacular loft featuring a private home theater. The garage has been transformed into an amazing game room, perfect for family fun and entertaining. Situated just steps from the Club House, this home offers spacious living areas, luxurious finishes, and a versatile floorplan ideal for large families, vacation stays, or short-term rental opportunities. Don’t miss the chance to experience this one-of-a-kind property in a prime Kissimmee location!
Listing is courtesy of: POINTON REALTY INC (407-395-2860)
Listing Agent: Andrea Pointon (407-446-4414)
8808 BENGAL CT, KISSIMMEE, FL 34747
$610,00021 Days on yellowkey MLS ID: O6412687
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2019Monthly Fee: $564 Tax: $9,231 (2025)Community: Windsor/Westside-Ph 2B-1Spa: YesSingle Family
Taxes:$9,231
Remarks: Under contract-accepting backup offers. Highly desirable community of Windsor At Westside! NO Carpet ,NO back neighbors ! One of the best lots in the community! PLUS in a very unique CUL-DE-SAC. GREAT OPPORTUNITY TO OWN A VACATION HOME! Short term rental allowed. This house comes PROFESSIONALLY FURNISHED including making it TURNKEY for the short-term rental market. This Gorgeous 8 bedroom 6 bath home including granite counter tops in the kitchen and all bathrooms, stainless steel appliances, tile throughout the main living area and all bathrooms, upgraded lighting fixtures in the kitchen and dining room area, screened pool area with paver deck and covered lanai OVERLOOKING PRESERVE, LOTS OF PRIVACY. Amenities include: 10,000 square foot resort style clubhouse, heated pool and spa, wireless internet on the pool deck, lazy river, state of the art fitness center, poolside cabana's, on site store, playground, volleyball, tennis, basketball, game room, restaurant, bar, relaxing lounge area with indoor/outdoor fireplace, TVs and much more. All homes include: fully maintained landscaping, internet, cable and daily valet garbage disposal. This community is located minutes from Walt Disney World, golf courses, shopping, grocery stores, the airport and all major attraction
Listing is courtesy of: RC GROUP REALTY LLC (407-492-6778)
Listing Agent: Erika Gao (407-808-6966)
8909 BENGAL CT, KISSIMMEE, FL 34747
$629,00063 Days on yellowkey MLS ID: S5148316
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2019Monthly Fee: $607 Tax: $11,657 (2025)Community: Windsor At Westside Ph 2BSingle Family
Taxes:$11,657
Remarks: Back to the Market !!! Best priced fully furnished turnkey investment in Windsor at Westside Resort, one of the most sought-after short-term rental communities near Disney. This spacious 8 bedroom, 6 bathroom vacation home offers strong rental income potential and immediate operation. Features include open concept living area, two owner’s suites on first and second floors, dedicated game room, entertainment loft and private screened pool with spa, ideal for guest satisfaction and high occupancy. Resort amenities include clubhouse, lazy river, heated pool, fitness center, sports courts, restaurant and bar. Prime location near Disney parks, golf, shopping and dining.
Listing is courtesy of: BEKK HOMES LLC (407-342-8012)
Listing Agent: Carlos Selmo (407-342-8012)
2713 FORMOSA BLVD, KISSIMMEE, FL 34747
$2,338,00058 Days on yellowkey MLS ID: S5148635
REDUCED by $200,000 (7.9%) on 05/14/2026
Bed: 9 Bath: 10.0 Liv Area Sq Ft: 8198 Built: 2006Monthly Fee: $100 Tax: $19,240 (2025)Community: Formosa Gardens Unit 01Spa: YesSingle Family
Taxes:$19,240
Remarks: Exquisite Lakefront Luxury Estate in Formosa Gardens on Star Lake Welcome to an extraordinary, turnkey Mediterranean estate perfectly positioned on the shores of Star Lake in the Formosa Gardens community. Just minutes from Walt Disney World, Universal Studios Florida, and SeaWorld Orlando, this remarkable residence offers the ultimate blend of luxury, comfort, and convenience. This custom-built, high performance vacation rental has been the center showcase for many stunning weddings and corporate retreats, is lavishly furnished home features 9 spacious bedrooms and 10 bathrooms, each bedroom designed as a private suite with its own beautifully appointed bath. From the moment you enter, you are greeted by a grand staircase and elegant architectural details that set the tone for this impressive estate—perfectly suited for luxury living, corporate retreats, or large family gatherings. At the heart of the home is a chef-inspired gourmet kitchen complete with a gas stove, granite countertops, and custom cabinetry, seamlessly flowing into expansive living and entertaining spaces. The home is thoughtfully equipped with high-end amenities including a baby grand piano, upgraded smart TVs, a private fitness area, arcade game, slate pool table, projection theater setup, and a dedicated wine room. Step outside to your private resort-style oasis where an infinity-edge pool appears to merge into the tranquil waters of Star Lake. The screened lanai and second-floor deck provide breathtaking, unobstructed views—perfect for enjoying Florida sunsets and even Disney fireworks in the distance. Outdoor living is elevated with a fully equipped summer kitchen, gas grill, bar area, and lounge spaces designed for entertaining day or night. With its unmatched location, exceptional design, and extensive amenities, this one-of-a-kind lakefront estate offers a rare opportunity to own a true Central Florida luxury retreat. Experience it in person—this is a home that must be seen to be fully appreciated
Listing is courtesy of: FLORIDA IN MOTION REALTY INC (407-947-2757)
Listing Agent: Eugene Petriella (321-299-8766)
3052 PARROT HEAD PL, KISSIMMEE, FL 34747
$1,399,000133 Days on yellowkey MLS ID: S5143539
Bed: 8 Bath: 9.0 Liv Area Sq Ft: 4815 Built: 2019Monthly Fee: $603 Tax: $19,435 (2025)Community: MargaritavilleSingle Family
Taxes:$19,435
Remarks: Kick back and embrace the laid-back island rhythm at this breezy lakefront retreat in Margaritaville Resort Orlando, perfectly positioned on Parrot Head Place. Wrapped in carefree Key West charm, this home delivers sun-splashed interiors, coastal hues, and a relaxed, barefoot-friendly layout that makes every day feel like vacation. Out back, your private pool and spa overlook tranquil water views, creating the ultimate setting for lazy mornings, afternoon floats, and sunset cocktails with a soundtrack of good vibes (NEW POOL HEATER FEB 2026). The open living spaces flow effortlessly for easy entertaining, while spacious bedrooms provide a calm, salt-air escape after long days of fun and sun. Perfectly located just minutes from Walt Disney World, Universal Orlando Resort, including the highly anticipated Universal Epic Universe, and SeaWorld Orlando, this home offers the best of both worlds—action-packed adventures by day and laid-back island living by night. Whether you’re chasing thrills, fireworks, or unforgettable family memories, you’ll love coming home to your own private oasis where the pace slows, the music softens, and relaxation takes center stage. Designed for both personal enjoyment and short-term rental success, this home captures the essence of island living with a splash of luxury. Just steps from resort amenities, dining, and entertainment, it’s a place where worries drift away, flip-flops are the dress code, and life moves at a perfectly unhurried pace. Multiple tropical pools with cabanas, lounging areas, and full food & beverage service. Island-inspired restaurants, poolside bars, and casual spots all within walking distance. The St. Somewhere Spa offers massages, facials, body treatments, and salon services. Find your latitude, adjust your attitude, and come home to a true five-o’clock-somewhere lifestyle—complete with lake views, poolside living, and pure Margaritaville Magic! Sale is contingent upon Buyer entering into a property management agreement with Vstays Property Management and assuming and honoring all existing future reservations/bookings.
Listing Agent: Susan Koptieff (407-334-7770)
3850 OAKVILLE AVE, KISSIMMEE, FL 34741
$696,000544 Days on yellowkey MLS ID: S5117582
REDUCED by $1,000 (0.1%) on 06/05/2026
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3701 Built: 2015Monthly Fee: $517 Tax: $10,309 (2023)Community: Sonoma Resort At Tapestry Ph 1Single Family
Taxes:$10,309
Remarks: MOTIVATE SELLER! Beautiful luxury home located in the exclusive Sonoma Resort at Tapestry! This spacious property features 6 bedrooms and 6.5 bathrooms ( ALL bedrooms are ensuite) with an open-concept living, dining, and kitchen area perfect for entertaining. Enjoy your own private pool and access to resort-style amenities including a clubhouse, fitness center, and tennis courts. Used only as a personal vacation home. Zoned for short-term rentals, making it a perfect vacation home or investment opportunity. Sold semi-furnished. Schedule your visit today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Aria Pedroso (321-284-9197)
4496 MONADO DR, KISSIMMEE, FL 34746
$775,000111 Days on yellowkey MLS ID: O6387375
3 Days Off yellowkey (back on 6/5/2026)
REDUCED by $20,000 (2.5%) on 05/23/2026
Bed: 12 Bath: 11.5 Gar: 2 Liv Area Sq Ft: 4762 Built: 2023Monthly Fee: $400 Tax: $13,686 (2025)Community: Bellavida Ph 2CSingle Family
Taxes:$13,686
Remarks: Exceptional opportunity to own a 12-bedroom luxury vacation home with lake views in the highly sought-after BellaVida Resort in Kissimmee. Motivated sellers make this one of the best large vacation home values in the community. This impressive two-story pool home features 12 bedrooms and 11.5 bathrooms and was designed to comfortably host large groups and multi-family gatherings while maximizing short-term rental potential. Located in the 24-hour guard-gated BellaVida Resort, the property combines space, luxury, and resort-style amenities just minutes from Orlando’s world-famous attractions, shopping, dining, and entertainment. Inside, the home offers an expansive open-concept layout with high ceilings, recessed lighting, and nearly floor-to-ceiling sliding glass doors that fill the living space with natural light while showcasing views of the private heated pool, spa, and peaceful lake behind the home. The chef-inspired kitchen is the centerpiece of the home and perfect for entertaining large vacation groups. It features: • Modern white solid wood cabinetry • White quartz countertops • Stainless steel appliances • Two refrigerators, two dishwashers, and two microwaves • Abundant cabinetry and prep space • A large center island with pendant lighting The kitchen flows seamlessly into the spacious family room and dining areas, all overlooking the pool and the large covered lanai with spillover spa, creating a perfect indoor-outdoor entertainment space. First Floor Layout • 4 bedrooms including a luxurious master suite • Private en-suite bathroom with dual sink vanity, oversized mirror, walk-in closet, and separate water closet • Easy access to the pool area and entertainment spaces Second Floor Layout • 8 additional bedrooms including • A second master suite • Five junior suites with private bathrooms • Two additional bedrooms sharing a full bathroom that also connects to the upstairs loft area Several of the bedrooms have been virtually staged with creative vacation themes to inspire buyers with design possibilities—showcasing ideas such as adventure travel rooms, kids’ themed spaces, and a nursery concept. The home does not come furnished, giving the new owner a perfect blank canvas to design and customize a dream vacation rental or family retreat. BellaVida Resort offers outstanding resort-style amenities, including: • 24-hour guard-gated security • Luxury clubhouse • Two resort-style pools • Fitness center • Game room and movie room • Playground • Basketball court • Sand volleyball court • Walking areas and green space • New splash pad currently under construction • On-site café and gathering areas High-speed internet is available throughout the home, making it ideal for today’s travelers. Whether you're seeking a high-performing short-term rental investment or a spacious vacation retreat near Orlando’s attractions, this property offers size, flexibility, lake views, and incredible value. With motivated sellers — this is a rare opportunity in BellaVida Resort. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Ozzie Quiroz (407-687-9136)
2576 SHANTI DR, KISSIMMEE, FL 34746
$988,93961 Days on yellowkey MLS ID: O6401148
REDUCED by $8,900,900 (90.0%) on 06/05/2026
Bed: 10 Bath: 8.0 Gar: 2 Liv Area Sq Ft: 4275 Built: 2020Monthly Fee: $345 Tax: $10,029 (2025)Community: Veranda Palms Ph 2B1Spa: NoSingle Family
Taxes:$10,029
Remarks: 10 Bedrooms. 8 Bathrooms. A Lake View. And It's Already Making Money. This isn't just a house. It's a business with a pool. Fully furnished, turnkey, and actively managed — this 10-bedroom, 8-bathroom Orlando vacation villa is generating income right now. And every confirmed future booking? It transfers to you at closing. You don't inherit a vacant property. You inherit a revenue stream. Sleeping up to 23 guests, this home was built for groups. Two living rooms. Two full laundry setups. A game room in the converted garage. A gourmet kitchen with granite countertops, stainless steel appliances, and an oversized island that becomes the center of every gathering. There's even a crib and high chair for the families traveling with little ones — the kind of thoughtful detail that drives five-star reviews and repeat bookings. Step outside and you've got a private screened pool overlooking a peaceful lake. No neighbors staring back at you. Just water, sky, and Florida sunshine. The location is the unfair advantage. You're 8 miles from Walt Disney World, 14 miles to Universal Studios, 10 miles to SeaWorld, and 19 miles to Orlando International Airport. The Space Coast and Atlantic beaches are just about an hour east. This is the address that guests search for — and book on repeat. Use it as a pure investment. Or make it your primary home and rent it when you travel. The flexibility here is real. The current property management company handles everything, and the entire operation — bookings, systems, and brand — conveys with the sale. You can be completely hands-off from day one. Opportunities like this don't sit on the market. A fully operational short-term rental in one of the most visited zip codes on the planet, with income in place and a private lake-view pool waiting for you. Schedule your showing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Abiel Sanchez (305-345-4195)
7657 WILMINGTON LOOP, KISSIMMEE, FL 34747
$949,00019 Days on yellowkey MLS ID: O6412755
Bed: 11 Bath: 10.0 Gar: 2 Liv Area Sq Ft: 4723 Built: 2015Monthly Fee: $697 Tax: $11,855 (2025)Community: Reunion West Ph 1 West & Ament Ctr RpltSpa: YesSingle Family
Taxes:$11,855
Elementary School: Westside K-8
High School: Poinciana High School
Middle School: West Side
Remarks: Step into the Disney-area investment opportunity you’ve been waiting for: an 11 BEDROOM, 10 BATHROOM LUXURY VACATION RETREAT in amenity-rich Encore at Reunion, designed to deliver unforgettable guest experiences, room for everyone, and the rental potential investors want. Perfectly located just MINUTES FROM WALT DISNEY WORLD and Orlando’s world-famous theme parks, this frequently booked home is ideal as a personal vacation retreat, large-group rental property, or rare home that can help pay for itself. With a MOTIVATED SELLER and AGGRESSIVE PRICING, this fully furnished investment home offers the scale, features, and location that stand out in Orlando’s vacation rental market. The property has potential for UP TO $120K IN ANNUAL INCOME. Its bedroom count, ensuite-heavy layout, themed entertainment, quality furnishings, and proximity to DISNEY, UNIVERSAL & SEAWORLD, create the kind of large-group appeal that drives bookings. Designed for large groups and multi-generational travel, the home features 11 BEDROOMS, 10 FULL BATHROOMS, 9 BEDROOMS WITH FULL ENSUITES, and THREE PRIMARY SUITES, with two downstairs and one upstairs for flexibility and privacy. The ADDED 11TH BEDROOM further enhances rental capacity, while the spacious layout comfortably accommodates large vacation groups. From the moment you arrive, the home delivers strong curb appeal with a SPANISH TILE ROOF, STONE FACADE, and BRICK PAVER DRIVEWAY. Inside, it is sold FULLY FURNISHED with quality furnishings & COMPLETELY TURNKEY, allowing the next owner to step directly into ownership with minimal setup. The AIR-CONDITIONED STAR WARS THEMED GAME ROOM impresses with immersive murals and professional-level games including TWO NASCAR ARCADE DRIVING GAMES, POP-A-SHOT BASKETBALL, AIR HOCKEY, PING PONG, and FOOSBALL. Additional themed spaces include MICKEY MOUSE AND STAR WARS THEMED BEDROOMS, creating the memorable vacation experience guests want! The large gourmet kitchen is built for high-use vacation rental living w/GRANITE COUNTERS, 42” SHAKER-STYLE CABINETS, a TILED ISLAND FOR DURABILITY, TWO STAINLESS STEEL REFRIGERATORS, TWO STAINLESS STEEL DISHWASHERS, a coffee/wine bar, and fully stocked kitchen. The home also features upgraded bathrooms with GRANITE COUNTERS and GLASS-ENCLOSED SHOWERS, ceiling fans throughout, large storage closets, owner’s storage, TANKLESS WATER HEATERS, and TWO A/C UNITS. Recent upgrades add peace of mind and enhance the guest experience, including a NEW POOL HEATER, NEWER A/C, upgraded lighting, refreshed decor, stylish fixture updates, and the ADDED 11TH BEDROOM. Step outside to a private resort-style backyard with a HEATED POOL, HEATED HOT TUB, large covered lanai, expansive paver outdoor space, fenced backyard, and tropical landscaping. This outdoor space offers the private retreat expected from a luxury Orlando vacation home. Located just a 5-MIN WALK TO ENCORE CLUB AMENITIES, enjoy the Encore waterpark, pools, clubhouse, restaurant and bar, fitness center, game room, courts, soccer fields, and available concierge services, park shuttles. The HOA helps simplify ownership with access to Reunion amenities, security, 24-HOUR MANNED GATED ENTRY, internet, cable, landscaping, irrigation, daily valet trash, pest control, and community grounds maintenance. Whether you are searching for a large Disney-area vacation home or fully turnkey short-term rental this home offers the best of both worlds. Schedule your private showing today before it is gone!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Erin Underkofler Kilpatrick, Pa (407-987-0980)
8811 MACAPA DR, KISSIMMEE, FL 34747
$735,000129 Days on yellowkey MLS ID: O6382041
REDUCED by $5,000 (0.7%) on 06/04/2026
Bed: 9 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4391 Built: 2017Monthly Fee: $563 Tax: $11,694 (2025)Community: Windsor At Westside Ph 2ASpa: YesSingle Family
Taxes:$11,694
Remarks: Beautiful 9-bedroom,6-bathroom water-front pool home in the highly sought-after Windsor at Westside resort community. Situated on a premium lot with stunning water view, this fully furnished property is perfect as a luxury vacation retreat or a high-performing short-term rental investment. The spacious open-concept layout offers expansive living and dining areas, a gourmet kitchen with granite countertops and stainless steel appliances, and two master suites, one on each floor. Enjoy the Florida lifestyle with your private screened-in pool and hot tub overlooking the pond. This home has been thoughtfully upgraded to enhance the guest experience, including newly installed: *Luxury vinyl plank flooring throughout (no carpet)*, all bedrooms are tastefully decorated with quality furnishings and stylish accents to appeal to a wide range of guests! Resort-style amenities include a 10,000 sq. ft. clubhouse, resort pool with lazy river and splash pad, fitness center, arcade, sports courts, playground, and more. HOA includes cable, internet, lawn care, and valet trash service. Conveniently located just minutes from Disney, shopping, dining, and major highways. This turn-key property is move-in or rental ready—an opportunity you don’t want to miss!
Listing is courtesy of: YOUR DREAM HOUSE REALTY (440-477-7276)
Listing Agent: Selina Li (440-477-7276)
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