Location: Kissimmee
Keyword(s): West Side
Keyword(s) Middle School: West Side
Do Not Show Listings
7803 BASNETT CIR, KISSIMMEE, FL 34747
$699,00026 Days on yellowkey MLS ID: O6397158
0 Days Off yellowkey (back on 5/22/2026)
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2005Monthly Fee: $171 Tax: $7,362 (2025)Community: Windsor HillsSpa: YesVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,362
Elementary School: Westside K-8
High School: Celebration High
Tax Year: 2025
Middle School: West Side
Remarks: Under contract-accepting backup offers. Welcome to 7803 Basnett Circle, one of the most desirable vacation homes in the heart of Windsor Hills Resort — Orlando's premier gated short-term rental community, just minutes from Walt Disney World. This stunning 6-bedroom, 4-bathroom pool home offers 2,812 sq ft of beautifully appointed living space, thoughtfully designed to sleep large groups in comfort and style. The open-concept main floor features a spacious living and dining area perfect for entertaining, a fully equipped kitchen with breakfast nook, a first-floor bedroom with full bath — ideal for guests who prefer single-level living — and a dedicated laundry room for added convenience. Step outside and discover what truly sets this home apart: a private screened pool with an integrated spa, surrounded by a generous covered patio and deck that opens to a wide, unobstructed green view — no rear neighbors, no walls, just open space and natural light. The home's premium lot orientation maximizes sunlight throughout the day, making every afternoon by the pool feel like a resort experience. Upstairs, five additional bedrooms include two master suites, offering the privacy and comfort that today's vacation rental guests expect and remember. Windsor Hills Resort amenities include a clubhouse, resort-style community pool, waterpark, fitness center, game room, tennis courts, and 24-hour gated security — everything your guests need without ever leaving the community. Whether you're looking for a turn-key investment property with proven vacation rental appeal or a private family retreat steps from the magic of Orlando, 7803 Basnett Circle delivers on every level. Offered fully furnished and ready to generate income from day one.
Listing is courtesy of: FLORIDA 360 REALTY LLC (954-325-2625)
Listing Agent: Cristobal Murature Reggiardo (407-433-1933)
308 SOUTHFIELD ST, KISSIMMEE, FL 34747
$1,350,000112 Days on yellowkey MLS ID: O6380091
Bed: 13 Bath: 12.5 Gar: 4 Liv Area Sq Ft: 6351 Built: 2020Monthly Fee: $697 Tax: $14,776 (2025)Community: Reunion West Ph 4Spa: YesSingle Family
Taxes:$14,776
Remarks: Welcome to 308 Southfield Street, a standout luxury vacation estate home in the exclusive Encore Resort at Reunion—one of Central Florida’s premier short-term rental communities. Built in 2020, this fully furnished 13 bedroom, 12.5 bathroom home spans 6,351 sq ft and comfortably accommodates up to 32 guests, making it an exceptional opportunity for both personal use and high-performing rental income. Offered fully furnished and turnkey, this is a true income-producing asset. The current owner has invested over $250,000 in upgrades, including new furnishings, cosmetic enhancements, and key improvements—allowing the next owner to step seamlessly into a proven operation. Designed for large groups, the open-concept living, dining, and kitchen space is bright, modern, and built to impress. The chef’s kitchen features dual refrigerators, dual dishwashers, premium appliances, and ample prep space. An 86-inch TV anchors the spacious living area, while the oversized dining space is perfect for gathering and entertaining. Entertainment is a highlight throughout. Both garages have been converted into fully equipped game rooms, while the upstairs loft features a unique spaceship-themed experience. A private movie theater adds another layer of luxury for guests to enjoy. The home offers two primary suites (one on each level), multiple themed bedrooms with bunk layouts, and a wheelchair-accessible first-floor suite—making it ideal for multi-generational stays and maximizing rental appeal. Step outside to a private resort-style pool and spa with a covered lanai, outdoor seating, and TV—perfect for year-round indoor-outdoor living. Encore Resort delivers a true resort lifestyle with a clubhouse, restaurants, water park, fitness center, sports courts, and concierge services—all just minutes from Disney, dining, shopping, and entertainment. A rare opportunity to own a fully upgraded, high-capacity vacation home in a prime location—priced to sell.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matt Dixon (407-965-8906)
8841 CANDY PALM RD, KISSIMMEE, FL 34747
$394,90066 Days on yellowkey MLS ID: O6391123
REDUCED by $5,100 (1.3%) on 05/21/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1902 Built: 2013Monthly Fee: $737 Tax: $5,192 (2025)Community: Paradise Palms Resort Ph 2Townhouse
Taxes:$5,192
Remarks: Great investment opportunity. This property is currently leased for $2,500 per month through March 3, 2027, providing immediate rental income for the new owner. Own a one-of-a-kind 4-bedroom townhouse located in one of the most well-known resort communities in the Disney area of Orlando. The home features one large bedroom on the ground floor and three bedrooms upstairs, including the primary suite. It offers tile flooring throughout the main living areas, granite countertops, stainless steel appliances, and a spacious private pool area—perfect for entertaining and family gatherings. Residents and guests enjoy access to resort-style amenities, including a large pool with a slide, two jacuzzi tubs, a children’s splash area, bar, restaurant, movie theater, and game room. Do not miss this opportunity to invest in a high-demand vacation and rental community.
Listing is courtesy of: ORLANDO BROTHERS BUSINESS LLC (407-453-6663)
Listing Agent: Igor Alves (407-453-6663)
7978 MAGNOLIA BEND CT, KISSIMMEE, FL 34747
$540,000100 Days on yellowkey MLS ID: O6383258
0 Days Off yellowkey (back on 5/21/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2857 Built: 1999Monthly Fee: $54 Tax: $7,089 (2025)Community: Rolling Hills Estates Unit 2 At Formosa GardensSpa: YesSingle Family
Taxes:$7,089
Remarks: Luxury pool home less than 10 miles from Walt Disney World. Make this your new fulltime residence, or earn money on short-term vacation rentals. Top features include a heated pool and spa for year-round enjoyment, private water and conservation view from the pool deck/lanai, 4 full bathrooms with convenient bathroom access from the pool deck, single-story construction, all tile floors, modern open floor plan and split bedroom plan, and low HOA fee. Located within the high-demand Disney "Golden Triangle" resort area, this home is less than 15 minutes door-to-door to the Magic Kingdom and convenient to the extensive amenities right outside the Disney resort without the high resort fees at other properties. Five bedrooms and four bathrooms easily accommodate 10 people. The home works as a vacation rental or as a fulltime residence within easy reach of tens of thousands of Disney and tourism jobs.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Barbara Liston (407-739-7182)
2477 THACKER TRL, KISSIMMEE, FL 34747
$990,00056 Days on yellowkey MLS ID: O6395094
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2554 Built: 2003Monthly Fee: $52 Tax: $5,350 (2025)Community: Happy Trails Unit 3 UnrecSingle Family
Taxes:$5,350
Remarks: Peaceful living at its finest in Happy Trails, a gated community, minutes from the Disney Resort! Renovated 4/3 main house with separate 927 sf in law quarters and office/studio with 483 sf. This property is ideal for extended and multi generational families. Brand new kitchen with solid wood cabinets, butler's pantry, quartz countertops and stainless steel appliances. All 3 bathrooms remodeled in 2025 with quartz countertops, wood cabinets and high end fixtures. Brand new engineered wood flooring with wide baseboards installed throughout and interior freshly painted. Ugrades include new hot water heater 2025, Metal roof 10/21, 2 zone ac 6/21 and new window treatments throughout. Bring your horses, this property is Equestrian ready with room in barn for horse stalls or large storage area & fenced paddock. Property includes 6.2 acres. There are 2 separate adjacent lots also available for sale.
Listing is courtesy of: UNITED REALTY GROUP INC. (407-250-4852)
Listing Agent: Mirta Sucena (786-367-7307)
2619 ANDROS LN, KISSIMMEE, FL 34747
$269,000307 Days on yellowkey MLS ID: S5131372
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1362 Built: 2007Monthly Fee: $327 Tax: $3,350 (2024)Community: Crestwynd BayTownhouse
Taxes:$3,350
Tax Year: 2024
Remarks: Welcome to this fully furnished 3-bedroom, 3-bathroom townhome nestled in the gated community of Crestwynd Bay. This move-in-ready home offers a durable tile roof, a private concrete patio, and the rare bonus of no rear neighbors—just peaceful green conservation views for added privacy and tranquility. Inside, you'll find a spacious layout perfect for personal use or short-term rental. The HOA includes exterior maintenance, basic cable, internet, trash service, and access to community amenities like a pool and playground. Ideally located just minutes from Walmart, Disney World, and major resorts, with quick access to I-4, Osceola Parkway, Highway 192, and the 429 toll road, this home offers both comfort and convenience. Whether you're seeking a primary residence, vacation retreat, or investment property, this townhome delivers value and location in one.
Listing is courtesy of: THE FIRM RE (407-227-3345)
Listing Agent: Naf Zaman (407-580-5483)
2440 TANGIER DR, KISSIMMEE, FL 34747
$525,000119 Days on yellowkey MLS ID: O6378202
0 Days Off yellowkey (back on 3/3/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2492 Built: 2019Monthly Fee: $587 Tax: $7,877 (2024)Community: Windsor At WestsideSpa: NoSingle Family
Taxes:$7,877
Remarks: Under contract-accepting backup offers. Located within the highly sought-after Windsor at Westside gated resort community, this fully furnished home offers flexibility as a primary residence, vacation getaway, or income-producing short-term rental. The property is already set up for Airbnb use and is being sold turnkey, allowing for immediate occupancy or continued rental operations. The home offers five bedrooms and four bathrooms, along with a game room and an open, airy floor plan designed for both comfort and functionality. The layout easily accommodates large groups, with multiple spaces to gather or unwind throughout the home. A private first-floor suite provides a quiet retreat, while the kitchen features modern finishes including granite counters and stainless steel appliances. Outdoors, a private pool to create the perfect place to relax at any time of day. Owners and guests enjoy access to a wide range of resort amenities, including a full-service clubhouse, lake and pier, expansive zero-entry pool, water slide, lazy river, splash area, fitness center, sports courts, arcade, and on-site convenience shop. Conveniently positioned near Disney and major attractions, this home combines location, lifestyle, and investment potential in one exceptional opportunity.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Caitlin De Oliveira (407-267-7196)
8900 PRAGUE WAY, KISSIMMEE, FL 34747
$579,000308 Days on yellowkey MLS ID: O6329265
REDUCED by $11,000 (1.9%) on 05/20/2026
Bed: 7 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3314 Built: 2019Monthly Fee: $587 Tax: $9,677 (2024)Community: Windsor At Westside Ph 3Spa: YesSingle Family
Taxes:$9,677
Remarks: Welcome to this stunning 7-bedroom, 5-bathroom pool home situated on a spacious corner lot in the highly sought-after Windsor at Westside Resort. Ideal for large families, multi-generational living, or short-term rental investment, this beautifully maintained home combines comfort, style, and resort-style amenities in a gated community just minutes from Disney and major attractions. The main floor features two generously sized bedrooms, including a primary suite with direct access to the private pool. Upstairs, you'll find five additional themed bedrooms—Harry Potter, Frozen, and Star Wars—plus a large loft that has been transformed into a movie room, perfect for family entertainment. Step outside to enjoy your own screened-in private pool and spa, complete with a child safety fence, offering the ideal setting for relaxation and fun. Residents and guests enjoy full access to world-class amenities, including a lazy river, splash pad, resort-style pools, tennis courts, fitness center, arcade, on-site restaurant, and a clubhouse—all secured with 24-hour gated entry. Conveniently located off US Hwy 192 and Toll Road 429, Windsor at Westside offers quick access to shopping, dining, and the “secret” west entrance to Disney via Western Way. Whether you're searching for a vacation retreat, or a high-performing investment property, this home is move-in ready and offers exceptional value in one of Central Florida’s premier resort communities. Don’t miss your opportunity to own a piece of the magic!
Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)
Listing Agent: Veronica Li (407-674-0460)
9039 ALBA LN, KISSIMMEE, FL 34747
$330,00050 Days on yellowkey MLS ID: S5147223
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1530 Built: 2019Monthly Fee: $129 Tax: $4,399 (2025)Community: Murano At WestsideTownhouse
Taxes:$4,399
Remarks: Beautiful 3-bedroom, 2.5-bathroom townhouse located in a quiet, well-maintained community just 15 minutes from Disney. This two-story home features an open-concept layout, spacious bedrooms, private patio, in-unit laundry, and all appliances included. Sold as-is and exactly as shown in photos, making it a true turnkey opportunity. Community amenities include a pool, green spaces, and ample parking. Conveniently located near shopping, dining, and major highways. Lowest-priced property in the area — ideal as a primary residence, vacation home, or investment opportunity.
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)
Listing Agent: Silvia Beltran Martinez, Llc (407-773-9991)
1987 MAJORCA DR, KISSIMMEE, FL 34747
$416,99913 Days on yellowkey MLS ID: O6397361
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2263 Built: 2016Monthly Fee: $665 Tax: $7,682 (2025)Community: Windsor At Westside Ph 1Spa: NoTownhouse
Taxes:$7,682
Remarks: INCOME-PRODUCING OPPORTUNITY in Windsor at Westside, one of Kissimmee’s most sought-after short-term rental communities near Orlando’s world-famous theme parks. Unlike many investment properties in the area, this FULLY FURNISHED and TURNKEY 4-bedroom, 3.5-bath townhome has been primarily owner-used and exceptionally maintained, offering investors and second-home buyers a rare combination of rental potential and pride of ownership. Designed for both guest appeal and long-term durability, the home features a highly functional layout with a private first-floor king suite and full bathroom, ideal for multigenerational stays and vacation guests seeking convenience and privacy. The open-concept living space showcases a modern kitchen with granite countertops, stainless steel appliances, and an oversized island that seamlessly connects to the spacious family room overlooking the private pool area. The covered lanai, complete with a convenient half bath, creates an ideal indoor-outdoor entertainment setting highly desirable in the vacation rental market. Upstairs, a versatile loft provides additional gathering space, complemented by three well-appointed bedrooms and two full bathrooms. This unit offers a one car garage, heated private pool with a pool bathroom and a florida room, and is located within a walking distance from a resort style club house. Whether you are seeking a proven income-producing asset, a second home with rental flexibility, or a well-maintained investment property in a high-demand tourism market, this residence offers exceptional value, location, and long-term potential.
Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)
Listing Agent: Laura Teixeira, Pa (941-962-2413)
7412 DEVEREAUX ST, KISSIMMEE, FL 34747
$645,00056 Days on yellowkey MLS ID: O6394953
REDUCED by $30,000 (4.4%) on 05/20/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2477 Built: 2005Monthly Fee: $620 Tax: $10,245 (2025)Community: Reunion ResortSpa: YesSingle Family
Taxes:$10,245
Elementary School: Westside Elem
High School: Poinciana High School
Remarks: Active Club Membership! Located in Reunion Resort, this 5-bedroom, 3 full and 2 half bathroom home offers 2,477 square feet of heated living space and is being sold fully furnished and turnkey. The main living area features high ceilings and an open layout that connects the kitchen, dining, and living spaces with direct access to the outdoor area. The screened-in pool and spa are heated and accompanied by a covered lanai and a convenient exterior-access half bathroom. The primary bedroom suite is located on the first floor and includes a walk-in closet, dual vanities, a soaking tub, and a separate shower. Also on the first floor are the laundry room and an additional powder room for guests. Upstairs, there are four additional bedrooms along with two full bathrooms, providing a functional layout for guests or larger households. A detached two-car garage is located at the rear of the property, completing a setup well-suited for use as a primary residence, second home, or short-term rental investment. Spanning 2,300 acres just 7 miles south of Walt Disney World, Reunion Resort is the only destination in the world featuring 3 signature golf courses designed by Jack Nicklaus, Arnold Palmer and Tom Watson. Reunion is also home to the Leadbetter Golf Academy. Onsite dining options include Eleven, 7593 Chophouse, Traditions, Grande Lobby Sushi Bar, the Clubhouse, the Cove, and Drifters at the waterpark. The water park features a lazy river, slides, outdoor games, and an aquatic playground. The gift shop in the Grande offers sundries and Starbucks coffee. Complimentary shuttles to the Disney transportation and ticket center leave from the Grande daily. Additional amenities include Camp Reunion, the tennis and pickle ball center, bocce ball, miniature golf, foot golf, fitness center, playgrounds, dog park, various community pools including a roof top pool on the 11th floor of the Grande, and more. Zoning for short term rentals allows homeowners to rent their property by the night providing a great opportunity for investors. Reunion also works great as a primary residence or a private vacation retreat. The resort offers three separate 24 hour guard gated entries and one owner/resident only entry.
Listing Agent: Luis German, Pa (407-718-0039)
2429 WHITE POPPY DR, KISSIMMEE, FL 34747
$382,500101 Days on yellowkey MLS ID: O6380779
4 Days Off yellowkey (back on 5/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1672 Built: 2019Monthly Fee: $129 Tax: $3,153 (2025)Community: Murano At WestsideSingle Family
Taxes:$3,153
Remarks: New Improved asking price! Beautifully maintained one-story home featuring the award-winning Aria floor plan in Murano at Westside. This all-concrete block home offers an open-concept layout with a spacious kitchen overlooking the living and dining areas and a covered, screened lanai — perfect for entertaining. Enjoy a large backyard with peaceful pond views and no rear neighbors. The kitchen includes upgraded stainless steel appliances, island with seating, water purification system, and ample cabinetry. The private primary suite features dual vanities and a walk-in shower, while two additional bedrooms share a full bath. Additional highlights include a dedicated laundry room, partially owned solar panels for energy efficiency, and updated flooring in the bedrooms. Community amenities include a pool, playground, and sports court, all just minutes from Walt Disney World, dining, shopping, and major attractions. Schedule your private tour today!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Charles Kohlinger (407-421-9188)
2382 ZABALLINA PL, KISSIMMEE, FL 34747
$599,950211 Days on yellowkey MLS ID: O6356513
REDUCED by $50 (0.0%) on 05/03/2026
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2299 Built: 2024Monthly Fee: $590 Tax: $2,267 (2024)Community: Solara Ph 3 RepTownhouse
Taxes:$2,267
Remarks: Welcome to 2382 Zaballina Place, Kissimmee, FL — an exceptional INVESTMENT OPPORTUNITY just minutes from WALT DISNEY WORLD, world-class attractions, premier shopping, dining, and ORLANDO'S booming TOURISM corridor. Whether you are searching for a high-performing SHORT-TERM RENTAL PROPERTY, VACATION HOME INVESTMENT, or a PRIMARY RESIDENCE with INCOME potential, this property delivers the ideal combination of location, LIFESTYLE, and CASH-FLOW opportunity. Situated in one of Central Florida’s most desirable vacation rental markets, this beautifully maintained home offers the perfect setup for Airbnb, VRBO, and short-term rental success. Guests and homeowners alike will appreciate the spacious open-concept floor plan, modern kitchen, expansive living areas, and seamless indoor-outdoor entertaining space designed for the Florida lifestyle. The private pool area creates the ultimate vacation retreat, making this property highly attractive to tourists visiting Disney, Universal Studios, SeaWorld, and nearby championship golf courses. Investors will love the strong rental demand generated year-round by Orlando tourism, convention traffic, and INTERNATIONAL TRAVELERS. This property is strategically located near major highways including I-4, SR-417, and Osceola Parkway, providing quick access to Orlando International Airport, theme parks, entertainment districts, and major employment centers. Its prime location enhances occupancy potential and long-term appreciation value. Inside, the home features stylish finishes, abundant natural light, generously sized BEDROOMS, and flexible living spaces ideal for large groups and vacation guests. The MODERM KITCHEN offers ample cabinetry, UPGRADED COUNTERTOPS, and an inviting layout perfect for entertaining. The outdoor living area and pool provide the resort-style experience today’s travelers actively search for when booking short-term rentals in the DISNEY market. Located in a highly sought-after Kissimmee community popular among vacation homeowners and investors, this property presents a rare opportunity to own near Disney in one of Florida’s fastest-growing real estate markets. Whether you are expanding your investment portfolio, seeking a PROFITABLE vacation rental, or relocating to sunny Central Florida, 2382 Zaballina Place delivers unmatched potential, convenience, and lifestyle value. Schedule your private showing today and discover why this Disney-area investment opportunity stands out in the competitive Orlando vacation rental market.
Listing is courtesy of: NEST SEEKERS FLORIDA, LLC (305-907-7555)
Listing Agent: Earl King, Jr (321-316-9488)
7616 BROOKHURST LN, KISSIMMEE, FL 34747
$1,059,000140 Days on yellowkey MLS ID: O6371934
REDUCED by $80,000 (7.0%) on 05/19/2026
Bed: 11 Bath: 12.0 Gar: 2 Liv Area Sq Ft: 5496 Built: 2016Monthly Fee: $697 Tax: $12,767 (2025)Community: Reunion West Ph 1 West & Ament Ctr RpltSpa: YesSingle Family
Taxes:$12,767
Remarks: **MAJOR PRICE IMPROVEMENT - NOW OFFERED AT $1,059,000. THE LOWEST-PRICED LARGE-FORMAT 11-BEDROOM HOME CURRENTLY AVAILABLE IN ENCORE AT REUNION.** This 11-bedroom, 13-bathroom, 5,496 sq ft estate is one of Encore’s largest floor plans and one of the most compelling high-capacity vacation home opportunities in the Disney-area short-term rental market. Whether purchased as a lifestyle vacation home, income-producing rental asset, or cosmetic value-add investment, 7616 Brookhurst offers rare scale, flexibility, and clear upside. Designed to accommodate up to 33 guests, this home offers the ability to enjoy personal use for holidays, group gatherings, and extended stays while also operating as a short-term rental when not in use. Brookhurst offers the scale, bedroom count, amenities, and location needed to support strong rental demand in one of Central Florida’s most established and desirable resort communities. For investors, Brookhurst presents a defined cosmetic value-add opportunity. A professionally curated **Villa Tropicana** redesign concept has already been developed by a vacation rental interior designer, giving the next owner a room-by-room roadmap to elevate guest experience and booking appeal. No major structural work is needed; the opportunity is in design, theming, presentation, and marketing. The concept reimagines the home with a resort-style living room, refreshed chef’s kitchen, Mojito Bar lounge, Miami Vice Theater Lounge, and Nickelodeon Loft with indoor slide. Each of the 11 suites has its own identity, including concepts such as Sunkissed Suite, Champagne Dreams, Roblox Suite, Stitch’s Surf Shack, Alligator Alley, and more. The design creates Instagram-worthy guest experiences throughout the home, helping it stand out in photos, videos, and booking platforms. The home features 10 bedrooms with ensuites, including three primary suites. One primary suite is downstairs with dual walk-in closets, while two upstairs primary suites offer screened balcony access with views of Disney fireworks and Kennedy Space Center launches. The chef’s kitchen is built for large groups with granite countertops, 42-inch cabinetry, bar seating, two refrigerators, two dishwashers, coffee bar, and walk-in pantry. Sold fully furnished and equipped for immediate use, the home also includes a theater room with stadium seating and projection system, upstairs loft with pool table, hardwood flooring upstairs, two laundry rooms, and multiple gathering zones for high-occupancy stays. Outdoor living features a heated pool and spa, paver patio, covered lanai, outdoor grill, and new professional-grade dining set within a private landscaped setting. Located just steps from Encore’s resort amenities, owners and guests enjoy access to a 10-acre waterpark, fitness center, sports courts, dining, concierge services, and transportation to Disney, Universal, and SeaWorld. HOA includes internet, cable, daily valet trash, irrigation, landscaping, pest control, and 24-hour gated security. For high-income buyers exploring short-term rental ownership as part of a broader tax strategy, this property may offer potential depreciation and STR tax benefits, subject to buyer’s circumstances and CPA guidance. Renderings and design concepts are clearly labeled, and the full Villa Tropicana design package is available upon request. **Large-scale lifestyle home. Income-producing potential. Defined value-add path. Schedule your showing today.**
Listing Agent: Erin Underkofler Kilpatrick, Pa (407-987-0980)
7761 TOSTETH ST, KISSIMMEE, FL 34747
$650,000122 Days on yellowkey MLS ID: O6376480
0 Days Off yellowkey (back on 5/19/2026)
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2005Monthly Fee: $512 Tax: $7,208 (2025)Community: Windsor Hills Ph 3Spa: YesSingle Family
Taxes:$7,208
Remarks: Under contract-accepting backup offers. Great opportunity to own a beautifully maintained vacation home located in the highly desirable Windsor Hills Resort! This spacious and well-designed property offers an open floor plan ideal for both relaxation and entertaining. The home features themed bedrooms that enhance the vacation experience, along with a private screened-in pool area perfect for enjoying the Florida lifestyle. Laminate flooring throughout provides a modern look with easy maintenance. Just minutes from Walt Disney World and major Orlando attractions, this property is perfectly positioned for short-term rentals or personal use. Windsor Hills Resort is a gated community offering resort-style amenities, including a clubhouse, resort pool with water slide, fitness center, movie theater, playground, and more. Currently operating as a short-term rental. Schedule your showing today and don’t miss this incredible investment opportunity!
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Danilo Aquino (689-243-6300)
3177 FELTRIM PL #104, KISSIMMEE, FL 34747
$195,000561 Days on yellowkey MLS ID: O6257327
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1062 Built: 2008Monthly Fee: $485 Tax: $2,490 (2023)Community: Villas At Secret Lake CondoCondo
Taxes:$2,490
Tax Year: 2023
Remarks: This FULLY FURNISHED, FIRST FLOOR condo is ready for its next owner - for primary living or short and long-term rental! As you walk in, you are greeted by a large OPEN CONCEPT kitchen with tons of cabinets and countertop space, including a large breakfast bar seating area. Continuing through, you have a spacious dining and living area that looks out to your private patio! The primary suite features a WALK-IN CLOSET, oversized vanity, and updated tile WALK-IN SHOWER. The guest bedroom is set apart from the other allowing for added privacy, and also features a large vanity and tiled shower and tub. Stepping out from the living area, you have a serene COVERED PATIO with views of the nearby green space! The Villas at Secret Lake Condo Community features a clubhouse, community pool, fitness center, dog park, walking trails and more! Plus, the HOA fee includes cable, internet, water, trash, sewer, and exterior maintenance allowing for total easy and care-free living! The community is located just off US-192, allowing easy access to Walt Disney World, Margaritaville, I-4 and all of the area's best shopping, dining, and entertainment destinations. Add this home to your investment portfolio before it is gone!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Sophia Gordon, Llc (239-898-1841)
2943 PADDINGTON WAY, KISSIMMEE, FL 34747
$399,90031 Days on yellowkey MLS ID: O6402195
REDUCED by $20,090 (4.8%) on 05/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1840 Built: 1991 Tax: $1,808 (2025)Community: Lindfields Unit 3Single Family
Taxes:$1,808
Remarks: PRICE IMPROVEMENT! Experience the best of Florida living in this beautifully maintained pool home featuring a one-of-a-kind custom pool design, updated 2024 exterior paint, and nearly 1,900 square feet of inviting living space surrounded by a true tropical oasis setting. This move-in-ready gem offers the freedom of No HOA living while being just minutes from world-famous theme parks, shopping, dining, and entertainment. Imagine waking up to your own slice of paradise just 15 minutes from Walt Disney World. Imagine picking fresh pineapples from your garden, enjoying sunny afternoons poolside, and ending each day in the privacy and tranquility of one of the areas most established and desirable neighborhoods. Designed for both comfort and entertaining, this warm and welcoming home offers 1,840 square feet of living space — noticeably larger than many comparable 3- or 4-bedroom homes in the area. Built in 1991, the residence features 3 bedrooms, 2 bathrooms, and a spacious 2-car garage. The oversized primary suite serves as a true retreat, complete with direct access to the pool area and a spacious en-suite bath. Multiple living spaces provide flexibility for everyday living and entertaining, including a formal living and dining great room, family room, and an eat-in kitchen. Thoughtful updates include fresh exterior paint completed in 2024 and newly painted pool patio surfaces in 2026. With NO HOA or CDD, you’ll enjoy the flexibility to make this property your own — whether as a primary residence, vacation getaway, second home, or income-producing Airbnb opportunity. Step outside into your private tropical escape, where a custom designed Africa-like shaped pool creates a stunning focal point for unforgettable gatherings and peaceful evenings under the stars. The expansive painted pool deck, elegant paver walkways, mature landscaping, and multiple outdoor entertaining areas create a setting that feels both relaxing and secluded. Pineapple plants throughout the property add a charming tropical touch that perfectly captures the Florida lifestyle. This home has been lovingly maintained with major updates already completed, including a full roof replacement in 2017 (inspected in 2024), water heater (2020), professionally serviced A/C in September 2025, new pool pump (2024), and brand-new LG refrigerator (2025). More than just a home, this is a place to relax, entertain, invest, and create lasting memories, all while enjoying the comfort, privacy, and convenience of a prime Central Florida location. Some photos have been virtually staged. Furnishings shown are for illustrative purposes only and are not included in the sale.
Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)
Listing Agent: Dianna Desboyaux (407-920-4601)
3133 YELLOW LANTANA LN, KISSIMMEE, FL 34747
$309,500454 Days on yellowkey MLS ID: O6285491
2 Days Off yellowkey (back on 3/2/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1295 Built: 2006Monthly Fee: $594 Tax: $3,853 (2024)Community: Encantada Ph 01Spa: NoTownhouse
Taxes:$3,853
Remarks: Short Sale. Short Sale. Third-party lender approval required. Vacant residential townhome sold as-is. Seller and listing broker make no representations or guarantees regarding lender approval or time frame. Buyer to verify all information and conduct due diligence. Nestled in Kissimmee, Florida, is this 3-bedroom, 2.5-bathroom Airbnb-approved townhome offering beautiful views and access to a community pool. Featuring a spacious open-concept living area, a fully equipped kitchen, full-size washer and dryer in a separate laundry room, plus ample storage, this home is perfect for comfortable living, a vacation retreat, or use as a short-term rental. Enjoy a private patio overlooking the lake with shopping, dining, and parks just minutes away. With a motivated seller and priced to sell, this property presents an incredible opportunity for investors and homeowners alike. Don’t miss the chance to make this versatile townhome yours!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lesly Hijar (321-347-7383)
3167A BRASILIA AVE, KISSIMMEE, FL 34747
$420,00071 Days on yellowkey MLS ID: O6383923
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2181 Built: 2018Monthly Fee: $648 Tax: $5,256 (2025)Community: Magic VillageSpa: YesTownhouse
Taxes:$5,256
Remarks: This beautifully maintained vacation home in the luxurious Magic Village Resort is an excellent opportunity for short-term rentals when not in personal use. Located in a gated community just minutes from major theme parks, shopping, and dining, it offers the perfect setting for enjoying time with family and friends, combining resort-style amenities with the privacy of a home. The property features a gourmet kitchen with stainless steel appliances, granite countertops, and solid wood cabinetry. Just off the family room, you’ll find a patio with an outdoor barbecue area, and dining space—ideal for entertaining. Upstairs, there are three spacious bedrooms and a private balcony, perfect for relaxing and unwinding. The home is fully furnished and professionally decorated, making it truly move-in or rental ready. This is a great opportunity at an attractive price point.
Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)
Listing Agent: Adrian Antunes, Sr (857-343-9065)
1885 GOBI DR, KISSIMMEE, FL 34747
$765,000100 Days on yellowkey MLS ID: O6383464
REDUCED by $5,000 (0.6%) on 05/19/2026
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2016Monthly Fee: $607 Tax: $11,612 (2025)Community: Windsor/Westside, Windsor At WestsideSpa: YesSingle Family
Taxes:$11,612
Remarks: Welcome to the Epic Universe House! Experience a truly immersive vacation lifestyle in this stunning 8-bedroom, 6-bathroom pool home located in the gated community of Windsor at Westside. Fully themed, recently renovated, and professionally designed, this turn-key residence pays tribute to the highly anticipated Epic Universe, featuring an arcade, a Nintendo World gaming room, and immersive themed bedrooms including Harry Potter, How to Train Your Dragon, Legend of Zelda, and more! Spanning over 4,000 sq ft, this spacious retreat perfectly blends modern elegance with family entertainment. The open-concept first floor features ceramic tile flooring, a chef’s kitchen with granite countertops, and an oversized island designed for large gatherings. Step outside to your private outdoor oasis—a screened-in lanai with a sparkling pool and spa overlooking a serene water view. Recent Upgrades: This home is being sold AS-IS and Fully Furnished, featuring high-end furniture and professional decor. It is a proven, high-performing vacation rental with a history of top-tier reviews making it the perfect addition to any investment portfolio. World Class Resort Amenties: Living in Windsor at Westside provides 24/7 gated security and access to a 10,000 sq ft clubhouse including: Resort-Style Pool & Interactive Splash Park, Winding Lazy River & Water Slide, State-of-the-Art Fitness Center, Tu Casa Bar & Lounge / Poolside Tiki Bar, Arcade Game Room, Multi-purpose Sports Courts, & Sand Volleyball, Sundry Shop & Playground Unbeatable Location: Located just minutes from Walt Disney World, Universal Orlando Resort, and the newly opened Epic Universe park, you are at the heart of Central Florida’s top attractions, world-class dining, and premium shopping. Don't miss the chance to own a piece of the magic! Schedule your private showing today and step into a world of epic possibilities.
Listing is courtesy of: PABLA PROPERTIES (407-967-2757)
Listing Agent: Sunny Pabla (407-967-2757)
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