Location: Kissimmee
Keyword(s): West Side
Keyword(s) Middle School: West Side
Do Not Show Listings
3164 TAMARIND CIR, KISSIMMEE, FL 34747
$280,00087 Days on yellowkey MLS ID: S5141972
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1992Monthly Fee: $370 Tax: $2,551 (2025)Community: Vlgs At Mango Key Ph 1A TheTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,551
Elementary School: Island Village Elementary School
High School: Celebration High
Tax Year: 2025
Middle School: West Side
Remarks: Well-maintained 2 Bedroom 2-bathroom Townhome in the small and cozy Mango KEY Community in Kissimmee west, strategically located near the Parks and shops, restaurants, and more. Fully furnished and ready to make your home away from home.*** Don't wait too much !! Make your appointment today ***
Listing is courtesy of: URBAN SQUARE REALTY INC (407-574-4388)
Listing Agent: Corandi Contreras (407-932-8077)
3061 WHITE ORCHID RD, KISSIMMEE, FL 34747
$295,000204 Days on yellowkey MLS ID: O6346459
2 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1470 Built: 2013Monthly Fee: $470 Tax: $3,999 (2024)Community: Encantada Ph 2Townhouse
Taxes:$3,999
Elementary School: Westside Elem
Tax Year: 2024
Remarks: Under contract-accepting backup offers. CORNER UNIT !!!MAKE THIS HOME YOUR'S! GREAT LOCATION FOR SHORT TERM RENT! Welcome to this beautifully maintained home. move-in ready, and ready for bookings—an ideal opportunity for investors looking for a turnkey short-term rental property. Amazing location in Kissimmee FL! Perfectly located just minutes from Walt Disney World, shopping, dining, and major highways, this property offers both comfort and strong short-term rental potential. Step inside to find a bright open floor plan, beautiful kitchen cabinets with granite countertops, stainless steel appliances, and a modern backsplash that make the kitchen both stylish and functional. The living areas are spacious and inviting, while the bedrooms provide privacy and comfort, including a master suite with its own retreat feel. Spectacular clubhouse with am amazinh view for you and your family relax and enjoy the Florida weather. Enjoy Florida living with your private screened patio and hot tub, perfect for relaxing after a long day at the parks. Schedule your private showing today!
Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)
Listing Agent: Ayrys Torres (407-227-5046)
8900 PRAGUE WAY, KISSIMMEE, FL 34747
$590,000264 Days on yellowkey MLS ID: O6329265
Bed: 7 Bath: 5.5 Liv Area Sq Ft: 3314 Built: 2019Monthly Fee: $587 Tax: $9,677 (2024)Community: Windsor At Westside Ph 3Single Family
Taxes:$9,677
Elementary School: Westside K-8
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)
8704 KNIGHTSBRIDGE CT #B, KISSIMMEE, FL 34747
$295,00028 Days on yellowkey MLS ID: O6391236
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1616 Built: 2001 Tax: $3,687 (2025)Community: Villas At Island Club Ph 2 Bldg UCondo
Taxes:$3,687
Remarks: Discover the perfect blend of comfort, convenience, and investment potential with this beautifully appointed 4-bed, 3-bath, first-floor corner condo at the Villas at Island Club. Situated just a short drive to Walt Disney World, Universal Studios, SeaWorld Orlando, and other major theme parks and convenient to major highways like US-192 and FL-429, this property offers easy access to shopping centers, dining, and entertainment venues making travel to and from the property straightforward. It is a DESIREABLE LOCATION for vacationers and residents alike. FULLY FURNISHED and move-in ready with tasteful furnishings and décor. Equipped with HIGH-END APPLIANCES including an Induction Cook Top Range, Convection Oven w/Timer, and a Microwave/Convection Oven w/Timer that can be accessed remotely which provides a contemporary living experience. Ceramic tile in the kitchen, hall, and bathrooms; engineered hardwood flooring in the living room and bedrooms. This CORNER UNIT design allows for abundant NATURAL LIGHTING throughout. Enjoy a PRIVATE COVERED PATIO that backs onto a serene, wooded area, providing a peaceful retreat. There are TWO PRIMARY SUITES with en-suite bathrooms and patio access, plus 2 additional bedrooms to accommodate guests. INVESTMENT OPPORTUNITY: Ideal for both LONG-TERM and SHORT-TERM rentals, offering flexibility for investors. Residents and guests of Villas at Island Club have access to a range of RESORT STYLE AMMENITIES, including. Two heated pools for relaxation and recreation. Hot Tubs: Soothing spas to unwind after a day of activities. Fitness Center: Stay active with on-site exercise facilities. Sports Courts, Playground, Clubhouse, Picnic Area with outdoor grills and seating for meals and gatherings. TURNKEY PROPERTY: Fully furnished and equipped, minimizing initial setup costs for investors. Experience the charm and convenience of this exceptional property firsthand. Contact us today to schedule a private tour and explore the possibilities that await at Villas at Island Club.
Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)
Listing Agent: Jennifer Van Loon (407-924-5680)
3228 TRANQUIL TRL, KISSIMMEE, FL 34747
$335,00080 Days on yellowkey MLS ID: O6376639
2 Days Off yellowkey (back on 2/28/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1372 Built: 2023Monthly Fee: $282 Tax: $4,832 (2025)Community: Hub At WestsideTownhouse
Taxes:$4,832
Remarks: Under contract-accepting backup offers. Welcome home to 3228 Tranquil Trail — where comfort, convenience, and resort-style living meet in the heart of Kissimmee! Seller providing up to $5K for closing concessions to the buyer. Prime location in a sought-after community just minutes from world-class attractions, this beautifully maintained home offers the perfect blend of tranquility and accessibility. Step inside to discover an open, light-filled layout designed for both everyday living and effortless entertaining. Spacious living areas flow seamlessly into a well-appointed kitchen, ideal for hosting family and friends or enjoying quiet nights at home. The primary suite provides a private retreat, featuring generous space, ample closet storage, and a relaxing en-suite bath. Additional bedrooms are thoughtfully designed for comfort, flexibility, and functionality—perfect for guests, a home office, or growing families. Enjoy Florida living year-round with access to community amenities and nearby shopping, dining, golf courses, and top entertainment. Located just a short drive from Disney, major highways, and Orlando International Airport, this home is ideal as a primary residence, vacation getaway, or investment opportunity. ? Prime location. Peaceful setting. Endless possibilities. Don’t miss your chance to own a slice of paradise on Tranquil Trail—schedule your private showing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Earl King, Jr (321-316-9488)
2382 ZABALLINA PL, KISSIMMEE, FL 34747
$620,000167 Days on yellowkey MLS ID: O6356513
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: “Own a vacation home minutes from Disney—generate income while you’re away. "Opportunity knocks in one of Central Florida’s most sought-after zip codes. Welcome to 2382 Zaballina Pl, Kissimmee, FL 34747 — a rare chance to own a Kissimmee FL home near Disney that offers the perfect blend of affordability, lifestyle, and income potential in the heart of the Orlando area. “Fully furnished investment opportunity with a private pool." Located just minutes from Walt Disney World and the world-famous attractions that make this corridor one of the strongest short-term rental markets in the country, this 34747 property places you at the center of year-round tourism demand. Whether you’re a first-time buyer looking to enter the market, a budget-conscious shopper wanting maximum value, or an investor seeking consistent vacation rental income, this home checks every box. The 34747 zip code is highly desirable for its proximity to Disney, ChampionsGate, Margaritaville, world-class golf, shopping, dining, and easy access to I-4 connecting you to Downtown Orlando and Orlando International Airport. Imagine living just minutes from theme parks, golf courses, water parks, shopping centers, and resort-style amenities — while still enjoying the comfort of your own private home. Spend weekends at the parks, entertain guests from around the world, or generate rental income when you’re not using it.
2131 TRIPOLI CT, KISSIMMEE, FL 34747
$599,900680 Days on yellowkey MLS ID: S5104927
4 Days Off yellowkey (back on 3/30/2026)
Bed: 8 Bath: 6.0 Liv Area Sq Ft: 4041 Built: 2015Monthly Fee: $552 Tax: $10,908 (2023)Community: Windsor/WestsideSingle Family
Taxes:$10,908
Tax Year: 2023
Remarks: Huge price reduction. This amazing fully furnished vacation rental home features 8 bedrooms, 6 bathrooms. Among them, there are three master bedrooms, spacious and sunny. Very good rental history. With beautiful, heated, large swimming pool and spa. It is definitely great investment opportunity at the one of the most popular Disney short-term rental vacation homes, Windsor Westside! This home has been always booked full and received high level reviews. It is fully furnished with all high end furniture! Beautiful granite counter tops in the kitchen and dining room area, custom themed rooms and interior paint, beautiful, screened pool area with paver deck, covered lanai. The community features luxury clubhouse, including resort style heated pool and spa, water park, wireless internet on the pool deck, lazy river, state of the art fitness center, poolside cabana, on site store, playground, basketball, game room, restaurant, bar, relaxing lounge area with TVs and much more. This community is located minutes from Walt Disney World. Existing bookings are available upon request. Schedule your showing today! Or click the Virtual Tour link to view a video Tour.
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: James Song (407-405-3140)
9013 EGRET MILLS TER, KISSIMMEE, FL 34747
$700,00036 Days on yellowkey MLS ID: O6385765
Bed: 7 Bath: 6.5 Liv Area Sq Ft: 3533 Built: 2018Monthly Fee: $717 Tax: $8,236 (2025)Community: Solara ResortSingle Family
Taxes:$8,236
Remarks: Stunning 7-bedroom, 6-bathroom plus 1 half-bath home beautifully decorated and meticulously maintained. Situated on a corner lot just steps from the Club House, this residence features a private pool, spacious living areas, and a versatile floorplan perfect for family, guests, or short-term rental investment. Enjoy the Florida lifestyle in this highly desirable community — bright, open rooms and premium amenities make this home truly exceptional!
Listing is courtesy of: POINTON REALTY INC (407-395-2860)
Listing Agent: Andrea Pointon (407-446-4414)
7525 BLISS WAY, KISSIMMEE, FL 34747
$319,900208 Days on yellowkey MLS ID: O6345659
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1808 Built: 2007 Tax: $4,544 (2024)Community: Oakwater Condo Ph 2-6Townhouse
Taxes:$4,544
Elementary School: None
Remarks: PRICE IMPROVEMENT! SELLER MOTIVATED! *** Back on the market with recent upgrades *** Beautiful fully furnished 3-bedroom townhouse in a prime Kissimmee location, just 10 minutes from Disney. This well-maintained property features 2 full bathrooms plus a convenient half bath, offering comfort and functionality for residents and guests. Move-in ready and ideal for a primary residence, vacation home, or income-producing property with short-term or long-term rental potential. The home includes all furnishings with numerous recent upgrades: brand-new bedding throughout, new living room sofa, new area rug, new dining table and chairs, new kitchen breakfast table, and new light fixtures. The living room TV and the master suite TV are also brand new. The property is exceptionally clean and well cared for, with professionally cleaned carpet and inviting, comfortable living spaces. Excellent location with convenient pedestrian access to Walmart via the same sidewalk and close proximity to restaurants, shopping, and major attractions.Turnkey opportunity in one of Kissimmee’s most desirable areas
Listing is courtesy of: IDEAL REALTY GLOBAL (407-775-1799)
Listing Agent: Roseli Pereira (407-793-7345)
7939 SEA PEARL CIR, KISSIMMEE, FL 34747
$699,00050 Days on yellowkey MLS ID: TB8479112
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3676 Built: 2003Monthly Fee: $121 Tax: $9,630 (2025)Community: Formosa Gardens Unit 2Single Family
Taxes:$9,630
Remarks: Tres chic is the only way to describe this luxurious two-story, 5 bed 4 bath pool home that sits on a large lot in the sought-after executive gated neighborhood of Formosa Gardens. This location is awesome ~ close to Disney, shops and restaurants! This delightful home boasts plenty of natural light and room to grow in this well laid out floor plan. Whether it is cooking or entertaining in the open-concept kitchen that features an island, plenty of storage space, a breakfast bar and a breakfast nook, or gathering in the living room or lounging by the pool, this home has it all. This elegant home has the option of being sold fully furnished as it is current being used as successful vacation rental. The primary bedroom is on the first floor and has delightful French doors opening up on to the heated pool and spa for an early morning dip. The primary bathroom features a luxurious jetted soaking tub and a walk-in shower with dual sinks. A second oversized primary bedroom shares the same modern aesthetics and is located upstairs with an ensuite bathroom with a walk-in shower. This primary upstairs bedroom has an added bonus parent's retreat that can be uses as; a private seating area, office or nursery. There are 3 additional bedrooms downstairs and 2 more bathrooms, one of the bathrooms is an ensuite. There is plenty of natural light and room to entertain with the formal dining room and living room opening up onto the screened patio, heated pool and spa for seamless indoor/outdoor living. The large private backyard and side yards provide plenty of space for games, sports or picnics. The garage has been converted to a carpeted game room and has a separate split system A/C (2025), a pool table, and a foosball table. However, if you prefer a standard garage you can easily remove the items and bring it back to its original purpose. This move in ready home has a new roof (2025). Live the Florida lifestyle and feel like you are on vacation every day in this quintessential Florida home.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Marina Kloppel, Pa (858-382-7499)
631 LASSO DR, KISSIMMEE, FL 34747
$989,00059 Days on yellowkey MLS ID: O6382195
Bed: 10 Bath: 10.0 Liv Area Sq Ft: 4724 Built: 2016Monthly Fee: $697 Tax: $13,956 (2025)Community: Encore At Reunion, Reunion WestSingle Family
Taxes:$13,956
High School: Poinciana High School
Remarks: DESIGNED TO IMPRESS. POSITIONED TO PERFORM. Welcome to this exceptional 10-bedroom, 10-bath luxury retreat in the highly sought-after Encore at Reunion - just minutes from Orlando’s world-renowned theme parks and projected to generate $120,000 in annual income. Sold FULLY FURNISHED and completely TURNKEY, this 4,730 sq ft residence is crafted for elevated group travel and consistent rental demand. Featuring 9 private ENSUITE bedrooms, including FOUR PRIMARY SUITES (two downstairs and two upstairs), the layout delivers privacy, flexibility, and comfort at scale. Every closet includes custom built-in shelving, adding thoughtful organization throughout. What truly sets this home apart is its IMMERSIVE “WORLD SHOWCASE INSPIRED - AROUND THE WORLD” design concept; each bedroom carefully curated to transport guests across iconic destinations. From the historic charm of Philadelphia to the timeless sophistication of London, the skyline energy of Manhattan, the Mickey Inspired Orlando suite, the bold glamour of Vegas, the icy enchantment of Arendelle, and the romance of Paris - every space is layered with custom murals, curated décor, and thoughtful design elements that create a stay guests remember long after checkout. This intentional theming enhances booking appeal, guest experience, and repeat revenue. The OPEN-CONCEPT living space invites connection, flowing into a gourmet kitchen built for entertaining with granite counters, 42” shaker cabinetry, dual stainless steel refrigerators, dual dishwashers, and a dedicated coffee bar. Upstairs and downstairs laundry suites plus two Owner’s Closets provide seamless management and owner convenience. Entertainment is effortless. The interactive STAR WARS INSPIRED GAME ROOM features ping pong, air hockey, and foosball, while the private THEATER ROOM sets the stage for cozy movie nights after a day at the parks. A dedicated WORK-FROM-HOME-STATION accommodates extended stays with ease. Outside, your private resort oasis awaits, complete with a HEATED POOL AND SPA, expansive paver lanai, fenced tropical backyard, and a NEW high-rated insurance-compliant pool safety fence with self-closing, self-latching gate for added peace of mind. Major value-enhancing upgrades include a NEW ROOF (2025), FRESH INTERIOR PAINT (2026), two newer refrigerators (2024 & 2025), new upstairs washer (2024), tankless water heaters, and dual A/C systems - providing durability, efficiency, and insurance advantages. Curb appeal shines with a stone façade, paver driveway, and epoxied garage floor. Encore at Reunion delivers premier resort living with access to a 10-acre waterpark with exhilarating slides, splash pad, poolside cabanas, fitness center, courts for tennis, volleyball and basketball, a full soccer field, casual on-site dining and bar, a concierge desk, and shuttle transportation to the parks - all within walking distance. HOA includes gated security, internet, cable, landscaping, irrigation, daily valet trash, pest control, and community maintenance - supporting simplified ownership. This is more than a vacation home - it’s a powerful blend of LIFESTYLE and INCOME. With tourism growth and major park expansions continuing to fuel demand, this property is positioned to perform and provide the opportunity to create cherished moments with loved ones while paying for itself. Schedule your private showing today and secure your position in one of Central Florida’s most desirable vacation rental communities!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Erin Underkofler Kilpatrick, Pa (407-987-0980)
8416 BLUE LAGOON DR, KISSIMMEE, FL 34747
$374,000230 Days on yellowkey MLS ID: TB8421540
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 1645 Built: 2003Monthly Fee: $625 Tax: $4,231 (2024)Community: Emerald Island Resort Ph 2Townhouse
Taxes:$4,231
Remarks: Fully Furnished Short-Term Rental Town home in Orlando’s Tourist Hub! Discover this turnkey, fully furnished 4-bedroom, 3.5-bath town home, perfectly positioned in the heart of Orlando’s tourist district, just minutes from Disney Parks and Disney Springs. Ideal for vacationers, second home or primary living, this property is ready for immediate bookings! Property Highlights: Flexible Layout - Use as a spacious 4-bedroom town home with two master suites or configure as a 3-bedroom home with a separate studio suite for independent bookings, Dual Entries -Main door access plus a private entrance to the downstairs master suite, designed like a hotel room with a coffeemaker, mini fridge, TV, and essentials, Modern Kitchen - Open-concept design with stainless steel appliances, sleek cabinets, and quartz countertops. Upstairs Layout - Three bedrooms, including a master suite with a private balcony and en suite bathroom, plus an additional full bath, Downstairs Features - Master suite with en suite bath and a convenient half bath, all updated with stylish, modern vanities and decor, Resort-Style Amenities -Guests enjoy access to a luxurious clubhouse with a state-of-the-art pool, hot tub, full-service bar, arcade, cyber café, fitness center, and more! Perfect for investors or hosts seeking a high-demand rental in Orlando’s vibrant tourist market!
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
1570 CAREY PALM CIR, KISSIMMEE, FL 34747
$519,99018 Days on yellowkey MLS ID: O6394236
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2294 Built: 2018Monthly Fee: $662 Tax: $6,822 (2025)Community: Solara ResortTownhouse
Taxes:$6,822
Remarks: Welcome to this beautifully FULLY FURNISHED 5-bedroom, 4 full bathroom, and 1 half bathroom townhouse located in the highly sought-after SOLARA RESORT. Designed with both comfort and style in mind, this spacious home features an open floor plan with a modern kitchen complete with a large island, stainless steel appliances, and seamless flow into the living and dining areas—perfect for entertaining. One of the most unique and desirable features of this property is its UNBEATABLE LOCATION DIRECTLY NEXT TO THE CLUB HOUSE—just steps away and significantly closer than most other units in the community, offering unmatched convenience for you and your guests. This highly desirable proximity is a major advantage for guest convenience and booking appeal, giving vacationers quick and easy access to all resort amenities without the need to drive or walk long distances—making it an exceptional choice for maximizing short-term rental demand and occupancy. The home is filled with natural light thanks to large sliding glass doors that lead to your PRIAVTE HEATED POOL, enclosed within a screened lanai for year-round enjoyment. The first-floor primary suite provides privacy and convenience, while upstairs you'll find a versatile loft area ideal for relaxation or additional entertainment space. Each bedroom is thoughtfully designed, including a fun and immersive Harry Potter–themed room and a charming Mickey Mouse–themed room, making this home especially appealing for vacation guests. The remaining bedrooms are tastefully and elegantly decorated, and the property is being sold fully furnished and turnkey. Located just minutes from Walt Disney World and other world-famous attractions, Solara Resort is a guard-gated, resort-style community offering exceptional amenities, including a grand clubhouse with a resort-style pool, FlowRider® SURF SIMULATOR, splash park, fitness center, poolside bar, retail options, and recreational courts for volleyball and basketball. With strong rental history and high occupancy potential, this property presents an outstanding opportunity for short-term rental investors or those seeking a vacation home with excellent income potential. Don’t miss your chance to own a prime-location property in one of Central Florida’s premier resort communities.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Hector Leon (407-227-4568)
3033 BIRD OF PARADISE LN, KISSIMMEE, FL 34747
$250,00018 Days on yellowkey MLS ID: O6393684
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1161 Built: 2012Monthly Fee: $594 Tax: $3,345 (2025)Community: Encantada Ph 2Townhouse
Taxes:$3,345
Remarks: Turnkey professionally managed short term rental townhome located in the gated community of Encantada Resort, just minutes from Walt Disney World Resort. This established vacation rental is actively operating and has generated substantial gross revenue offering a seamless hands-off investment opportunity from day one. The home features an open concept main level with living/dining combination, open kitchen with granite countertops, powder room and laundry. Sliding doors open to a private outdoor lanai with an elevated view, heated hot tub a highly desirable amenity that drives higher nightly rates and repeat bookings. Upstairs a private ensuite primary bedroom, 1 ensuite guest room that provides privacy and flexibility for short term guests. Encantada Resort is short term rental approved with no rental caps and offers resort amenities including 2 pools, clubhouse, fitness center and gated security. The HOA covers exterior maintenance and amenities supporting consistent occupancy while minimizing owner involvement. Professional short term rental management is already in place and will remain, allowing the next owner to step into a proven operation without disruption. Offered as a true turnkey investment in one of Central Florida's most established vacation rental communities.
Listing is courtesy of: IDILIQ ESTATES USA LLC (407-997-1000)
Listing Agent: Christine Butler (407-908-1923)
1603 LIMA AVE, KISSIMMEE, FL 34747
$699,00045 Days on yellowkey MLS ID: O6384770
Bed: 9 Bath: 6.0 Liv Area Sq Ft: 4391 Built: 2019Monthly Fee: $570 Tax: $12,172 (2025)Community: Windsor At Westside Ph 2BSingle Family
Taxes:$12,172
Remarks: Located in the highly sought-after community of Windsor at Westside, 1603 Lima Avenue presents an exceptional FULLY FURNISHED short-term rental opportunity in one of Central Florida’s premier resort-style neighborhoods. Built in 2019 and offering over 4,300 square feet of thoughtfully designed living space, this 9-bedroom, 6-bathroom home comfortably accommodates 20 + GUESTS and has been meticulously upgraded with intricate, high-end theming that elevates the guest experience and drives strong rental performance. The property has a proven booking history with future reservations already in place that can convey to the new owner, making this a true turnkey investment. From the moment you enter, the home showcases a stylish and cohesive design that blends luxury with fun, immersive spaces. Each bedroom features its own unique theme, creating a memorable stay for guests of all ages. The expansive 675-square-foot upstairs loft functions as an additional entertainment hub, complemented by a private movie theater room that transforms nights in into a cinematic experience. The garage has been professionally converted into a fully outfitted game room. Outdoors, a private screened pool allows guests to relax and unwind after a day at the parks, offering the perfect balance of adventure and retreat. Located within the gated resort community of Windsor at Westside, residents and guests enjoy access to an exceptional collection of resort-style amenities designed to elevate the ownership and vacation experience. The community features a grand clubhouse, state-of-the-art fitness center, expansive resort pool with private cabanas, a lazy river, splash water park, and shaded lounge areas. Outdoor recreation includes tennis courts, pickle ball courts, basketball court, beach volleyball, soccer and multi-purpose fields, playgrounds, walking paths, and picnic areas. With 24-hour guard-gated security, beautifully maintained common areas, and a prime location just minutes from Central Florida’s world-renowned attractions, shopping, and dining, Windsor at Westside offers both lifestyle appeal and strong short-term rental desirability. The HOA includes lawn maintenance and daily trash valet service, helping to streamline operations and protect the overall community aesthetic. Offered fully furnished and professionally managed, this property is positioned for seamless ownership transition. Whether you are looking to expand your short-term rental portfolio or secure a luxury vacation home that generates income while you’re away, 1603 Lima Avenue delivers scale, style, and strong performance potential in one of the area’s most prominent resort communities.
Listing is courtesy of: EXP REALTY LLC (407-392-1800)
Listing Agent: Corinne Defilippis (941-807-7961)
8503 BAY LILLY LOOP, KISSIMMEE, FL 34747
$287,00090 Days on yellowkey MLS ID: S5141219
0 Days Off yellowkey (back on 3/27/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1295 Built: 2006Monthly Fee: $564 Tax: $3,630 (2025)Community: Encantada Ph 1Townhouse
Taxes:$3,630
Remarks: Your Private Oasis in the Heart of Four Corners! Discover the perfect blend of comfort and resort-style luxury in this stunning two-story townhome. The heart of the home features a cozy kitchen boasting ample storage and a peninsula breakfast bar that overlooks the open-concept living and dining areas. Natural light pours through expansive sliding glass doors, illuminating the interior and leading you to your private outdoor sanctuary: a screen-enclosed patio featuring your very own in-ground pool. Upstairs, you will find three spacious bedrooms and two full bathrooms, offering the choice of a relaxing shower/tub combo or a modern walk-in shower. Located within a premier guard-gated community, you’ll enjoy access to a clubhouse, fitness center, two additional community pools, walking trails, and a playground. Best of all, you are perfectly positioned for work and play with immediate access to US-192, I-4, and US-429. You are just minutes from the magic of Walt Disney World and Universal Studios, as well as the world-class dining and shopping of Celebration and Lake Buena Vista. Whether you're looking for a primary residence or a prime Central Florida retreat, this home puts you in the center of it all!
Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)
Listing Agent: Sue Vasquez (407-922-2444)
7675 COMROW ST #402, KISSIMMEE, FL 34747
$259,00027 Days on yellowkey MLS ID: O6391758
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1081 Built: 2005 Tax: $3,484 (2025)Community: Ventura At Windsor Hills Condo Ph 5Condo
Taxes:$3,484
Remarks: Discover a rare opportunity in the highly sought-after Windsor Hills Resort: This open-palette, top-floor, end-unit condo offers exceptional privacy on all sides, with totally open sunset views not facing another building. Located just three miles from Disney World main gate, this two-bedroom, two-bath residence in building 5, is just a short 2 minute walk to the community lagoon-style pool, hot tub, dual water slides, and clubhouse following the shortcut sidewalk along the lake edge entry gate. This is a convenient location, yet provides a peaceful setting with no neighbors or noise from above plus the separation from the activity of the pool and clubhouse. Be sure to ask the listing agent for the virtual tour link to check out the home and its great location. A key advantage for buyers is the seller’s proactive approach to maintenance. A full home inspection was completed prior to listing and is available to the buyer. This provides added peace of mind and positions the home for a smooth, worry-free transition to its next owner. Step onto the screened lanai and take in uninterrupted vistas of the resort grounds. It is the perfect backdrop for morning coffee or evening drink / dinner relaxation, offering a true sense of openness and tranquility. Inside, the condo features a neutral aesthetic ready for your personal touch. The layout includes a fully equipped kitchen, a dining area with seating for six or more, and a comfortable living room designed for effortless vacation living or full-time enjoyment. The home is thoughtfully outfitted with conveniences that travelers and owners appreciate, including a full-size washer and dryer, ceiling fans, charging stations, and super high-speed fiber optic Wi-Fi ideal for remote work or streaming. The unit comfortably sleeps six with a king bed in the primary suite and queen and twin beds in the second bedroom or a roll away bed for additional separation privacy as desired. Additional highlights include durable and beautiful porcelain marble-style tile throughout all common areas, The community also offers pickleball, tennis, volleyball, and basketball courts, all just steps from your home away from home at this unit location. Two oversized elevators provide easy access, and the electronic keyless entry system with remote access ensures a seamless arrival experience. The condo has a strong rental history with proven guest appeal and is move-in ready with immediate occupancy available. Located in one of Central Florida’s premier gated vacation communities, this condo offers a blend of convenience and investment potential suitable for personal use, a family getaway, or a high-performance short-term rental. Be sure to check out the video tour for an in-depth look at the home and the short paths to the amenities.
Listing is courtesy of: IN TOUCH REAL ESTATE LLC (800-515-0321)
Listing Agent: Mark Breymeier (215-275-0487)
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