Location: Kissimmee , 34746
Do Not Show Listings
2943 PENELOPE LOOP, KISSIMMEE, FL 34746
$479,00083 Days on yellowkey MLS ID: O6388453
0 Days Off yellowkey (back on 5/26/2026)
REDUCED by $35,000 (6.8%) on 05/21/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1914 Built: 2022Monthly Fee: $264 Tax: $7,636 (2025)Community: Storey LakeTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,636
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One of the highest-INCOME-generating townhomes in Storey Lake, with over $50,000 in confirmed bookings for 2025. Welcome to an extraordinary opportunity for a short-term rental or a luxurious stay-n-play home, perfectly situated near all the parks and shopping destinations! Discover the magnificence of this 4-bedroom, 3-bathroom townhome, complete with a private pool and ample space to accommodate all your guests. Step into the welcoming open floorplan, thoughtfully designed to create a seamless flow throughout the home. The kitchen takes center stage, boasting a large quartz island that effortlessly connects the spacious dining and living areas. Immerse yourself in a space that effortlessly blends functionality with elegance. On the first floor, a well-appointed bedroom and a bathroom await, providing a comfortable retreat for guests or loved ones. Ascend to the second floor, where the primary bedroom, two additional bedrooms, a bathroom, and a convenient laundry room offer privacy and tranquility, ensuring a peaceful haven for everyone. Relish in the joys of outdoor living as you step through the sliding doors onto your private lanai. Here, a heated pool awaits, inviting you to enjoy refreshing swims and create lasting memories with your loved ones. The lanai also offers ample space for entertaining and relaxation, allowing you to savor the blissful Florida weather. This remarkable retreat comes fully furnished, embracing you with exquisite decor and thoughtful amenities. From versatile sleeper sofas to cozy bunk beds, every detail has been carefully curated to provide comfort and flexibility for all your guests. Venture beyond the townhome itself and discover the wonders of the community clubhouse. Indulge in a wealth of recreational facilities that rival those of a resort. Take a dip in the inviting resort-style pool, embark on a leisurely journey along the lazy river, or engage in friendly competition at the mini-golf course. For the thrill-seekers, water slides and a splash park await, while the canoeing dock offers an opportunity for serene adventures. And when it's time to stay active, the state-of-the-art fitness center provides the ideal space to exercise and rejuvenate. Experience a lifestyle of luxury and leisure, where every moment is filled with joy and relaxation. This exceptional townhome is not just a place to stay but a destination that promises an unforgettable experience.
Listing is courtesy of: ORLANDO BROTHERS BUSINESS LLC (407-453-6663)
Listing Agent: Igor Alves (407-453-6663)
3120 PARADOX CIR #308, KISSIMMEE, FL 34746
$389,900230 Days on yellowkey MLS ID: S5136428
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1329 Built: 2019Monthly Fee: $259 Tax: $5,947 (2024)Community: Storey LakeSpa: YesCondo
Taxes:$5,947
Tax Year: 2024
Remarks: TOP FLOOR***CORNER UNIT, *** STUNNING POOL VIEW! 3BR/2BA Resort Style Property near Disney with tons of ammenities like LAZY RIVER, Pool, Lake, Fitness Center and more. We welcome you to your dream vacation escape! This beautifully furnished 3-bedroom, 2-bathroom condo is perfectly situated on the top floor (3rd) with breathtaking views and unforgettable sunsets. Whether you are planning a family trip to Disney, a shopping getaway, or a relaxing retreat, this home offers the perfect combination of comfort, convenience, and resort-style luxury. Step into a spacious, light-filled interior with tasteful, modern décor and all the comforts of home. The open-concept living and dining area is perfect for gathering with family or friends, with large windows showcasing the peaceful and relaxing views outside. This beautiful property features: In the Living Room Comfortable seating, smart TV, and access to a private balcony with stunning views, the Kitchen: Fully equipped with stainless steel appliances, cookware, and everything you need to prepare meals or snacks, all Bedrooms are spacious, the Primary Suite with a king bed and private en-suite bathroom, the Second bedroom with a queen bed and a tween (bunker bed), the Third bedroom with twin beds perfect for kids or extra guests, Two Large full bathrooms, including a spacious master bath with double sinks and a shower/tub combo. Step outside and enjoy full access to an incredible range of community features that make every day feel like a resort vacation: Lazy River; Float the day away in the relaxing, winding river, Waterslide (Toboggan). A hit with kids and the young at heart!, Resort Pool, Spacious and inviting, with loungers and shaded areas. Hot Tub, Fitness Center, Playground, and more depending on the community offerings. Prime Location! Located just 10 to 15 minutes from Walt Disney World, you are close enough to be at the parks early, yet far enough to enjoy peaceful evenings away from the crowds. Also nearby: Universal Studios: ~25 minutes Orlando Premium Outlets: 10 minutes, Restaurants, cafes & grocery stores: 5 to 10 minutes and Orlando International Airport (MCO): ~25 minutes. Whether you are planning park-hopping adventures or days lounging by the pool, this condo is your perfect home base. This property will go Fast! CALL TODAY!
Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)
Listing Agent: Claudia Valero (407-701-5502)
3171 PARADOX CIR #104, KISSIMMEE, FL 34746
$295,00059 Days on yellowkey MLS ID: O6391280
REDUCED by $45,000 (13.2%) on 05/26/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1126 Built: 2021Monthly Fee: $264 Tax: $5,531 (2025)Community: Storey Lake Condo 3 Ph 11Condo
Taxes:$5,531
Remarks: Excellent income-producing property in a prime location. Ground-floor 2-bedroom, 2-bathroom condo located in the beautiful Storey Lake vacation community — one of the most sought-after short-term rental resorts in Kissimmee. This first-floor unit offers the comfort and convenience of a home, making it highly attractive and accessible for vacation guests. Modern open-concept floor plan, excellent layout, and built in 2021. Prime location just minutes from Disney and Orlando’s top attractions, with easy access to restaurants, outlets, shopping, and major highways. Storey Lake is a top-performing short-term rental community featuring resort-style amenities including pools, lazy river, water slides, clubhouse, fitness center, and multiple recreational areas — creating strong demand and excellent income potential.
Listing is courtesy of: DELUX MIAMI GROUP, LLC. (305-481-0730)
Listing Agent: Denise Simoes (305-481-0730)
2797 BOOKMARK DR, KISSIMMEE, FL 34746
$690,000118 Days on yellowkey MLS ID: O6379115
5 Days Off yellowkey (back on 5/26/2026)
Bed: 5 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 2996 Built: 2020Monthly Fee: $401 Tax: $10,344 (2025)Community: Cove At Storey Lake IiSingle Family
Taxes:$10,344
Remarks: LOCATION, LOCATION! OPPORTUNITY! Amazing home at STOREY LAKE, with 5 bedrooms and 5 bathrooms, FULLY FURNISHED, with screen covered pool and heated spa. With an investment of $2500, the garage has been transformed in an amazing game room. This house stays 15 minutes from Disney's Parks, 10 minutes from Walmart, close to many restaurants, Outlets, and 30 min from the airport. INVESTORS, it has already many bookings for the next two months!
Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)
Listing Agent: Glauco Pochine (407-600-8766)
4421 REAVES RD, KISSIMMEE, FL 34746
$2,120,000224 Days on yellowkey MLS ID: O6353783
REDUCED by $30,000 (1.4%) on 05/26/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5044 Built: 1999 Tax: $9,075 (2024)Community: Bobbie Jean AcresSpa: YesSingle Family
Taxes:$9,075
Remarks: BACK TO MARKET! MUST SELL! Palatial Estate on 35 Acres w/ Massive Warehouse & Development Approval! A once-in-a-lifetime offering! This is not just land; it's a magnificent 5-bedroom, 5.5-bathroom mansion situated on a massive 35 acre compound, complete with a commercial warehouse. Experience unparalleled luxury, privacy, and limitless potential. The Luxurious Residence: Boasting a commanding 5,044 sq ft under air, this home is designed for grand-scale living and entertaining. With 5 bedrooms and 5.5 bathrooms, it offers ample space for family and guests. Modern Comfort & Style: While details are to be discovered, homes of this caliber often feature gourmet kitchens, expansive living areas, home theaters, game rooms, and resort-style pools—all possible in this incredible setting. Ultimate Privacy & Legacy Living: Enjoy the rare combination of a luxurious, move-in ready estate with the privacy and scale of your own 35-acre kingdom. The Income & Development. Assets: Colossal Commercial Warehouse (~8,000 sq ft): A business owner's dream. This clear-span facility with high ceilings, phase power is perfect for any enterprise, storage, or as a world-class private workshop. Generate significant income or pursue your passion project. Unrivaled Scale & Flexibility: With 35 acres, the options are endless. Keep it as a legendary private compound, develop a portion, or build a mixed-use legacy project. Short-term rentals are approved for future builds. Prime Location & No HOA: Total freedom just minutes from Disney, major highways, and all Kissimmee amenities. The property is paved, fenced, and has multiple access points. This is more than a property; it's a legacy. A statement. A universe of possibilities. Contact us for a private showing of the estate and full development portfolio. Confidentiality assured. Currently use as Airbnb, all furnitures are included. Please schedule a showing with listing agent.
Listing is courtesy of: U KEY REALTY (407-937-8888)
Listing Agent: Yukey Hoo (407-937-8888)
2631 CAPTAINS CT, KISSIMMEE, FL 34746
$549,00080 Days on yellowkey MLS ID: S5145229
1 Days Off yellowkey (back on 5/26/2026)
REDUCED by $20,000 (3.5%) on 05/06/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3590 Built: 2005Monthly Fee: $364 Tax: $5,128 (2025)Community: Bellalago Ph 3MSingle Family
Taxes:$5,128
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Seller relocating—bring your offers! Welcome to 2631 Captains Ct, a beautifully maintained 4-bedroom, 3.5-bath waterfront home tucked away on a quiet cul-de-sac in the highly desirable gated community of Bellalago. With a brand new tile roof (2023), private boat dock (2021), and sweeping lake views, this home is a standout for anyone seeking true Florida waterfront living. Step inside through updated double glass entry doors (2022) and you’re greeted by a bright, open layout that effortlessly blends formal and casual living spaces—perfect for both entertaining and everyday comfort. The chef’s kitchen features Samsung stainless steel appliances, quartz countertops, a large island with bar seating, a walk-in pantry, and ample cabinetry. The first-floor primary suite offers a private retreat with dual walk-in closets and a spa-like bathroom complete with double vanities, a soaking tub, and a tiled shower. A secondary bedroom with its own en-suite bath on the main level is ideal for guests or multi-generational living. Upstairs, you’ll find a spacious bonus/media room, two additional bedrooms, a full bath, and a convenient laundry chute—giving you flexibility for work, play, or hosting. Enjoy peaceful mornings and relaxing evenings on the covered, screened lanai overlooking the water. Additional updates include two new A/C units and a full exterior repaint (2025). The 3-car garage with built-in storage, extended paver driveway, and manicured landscaping add to the home’s strong curb appeal. Living in Bellalago means enjoying a true resort-style lifestyle along the shores of Lake Tohopekaliga, just about 21 miles from Walt Disney World. Residents have access to three pools, scenic walking trails, two fitness centers, a fishing pier, and an on-site restaurant, Flip Flops Restaurant. The community also features pickleball, tennis, basketball, beach volleyball, a kids’ water park, dog park, and picnic areas. Boating enthusiasts will appreciate the private boat launch and lift, offering direct access to Lake Toho. This is your opportunity to enjoy peaceful waterfront living with luxury amenities and everyday convenience. Schedule your private showing today and see why Bellalago continues to be one of Central Florida’s most sought-after communities.
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: David Hartigan (407-955-1156)
4315 LAKE AVE, KISSIMMEE, FL 34746
$197,888370 Days on yellowkey MLS ID: S5127634
INCREASED by $17,888 (9.9%) on 03/31/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1012 Built: 1970 Tax: $2,125 (2024)Community: Campbell HeightsSingle Family
Taxes:$2,125
Remarks: Property to be sold AS-Is only. Owner motivated.
Listing is courtesy of: KELLY RIGHT REAL ESTATE (813-321-2282)
Listing Agent: Mara Rodriguez (407-556-4315)
2909 THEME ST, KISSIMMEE, FL 34746
$339,66089 Days on yellowkey MLS ID: S5144980
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1869 Built: 2018Monthly Fee: $443 Tax: $5,804 (2024)Community: Storey Lake 25ThTownhouse
Taxes:$5,804
Elementary School: Floral Ridge Elementary
High School: Celebration High
Middle School: Kissimmee Middle
Remarks: Prime location in the heart of Kissimmee’s tourist corridor. This property at 2909 Theme St, located in Reflections at Storey Lake, is just minutes from US-192, Disney, and Orlando’s top attractions, with immediate access to restaurants, shopping centers, supermarkets, and entertainment. This is one of the most desirable areas for both homeowners and long-term rental investors due to its high and consistent demand. The townhome is practically like new. Featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage, it offers a modern open-concept design and has been exceptionally well maintained, making it truly move-in ready with no renovations needed. Enjoy resort-style community amenities, and as an added bonus, the HOA covers Spectrum Internet and TV. Furniture is negotiable, making this an ideal opportunity whether you’re looking for a primary residence or a turnkey investment property ready to generate income. Prime location + like-new condition + strong rental demand = a smart investment. ?? Schedule your private showing today.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Esther Atencio (321-314-9374)
2624 LODI CIR #12-105, KISSIMMEE, FL 34746
$230,000118 Days on yellowkey MLS ID: O6379110
REDUCED by $5,000 (2.1%) on 05/01/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1286 Built: 2006Monthly Fee: $601 Tax: $3,287 (2025)Community: Villas At Seven Dwarfs Lane CondoCondo
Taxes:$3,287
Remarks: PRICE IMPROVEMENT! LOCATION LOCATION LOCATION!! Top Orlando attractions! Stay close to Disney, Universal Parks, Outlets, I-Drive. TURNKEY INVESTMENT OPPORTUNITY! Welcome to this high demand SEVEN DWARFS CONDO 24-7 GUARD GATED COMMUNITY offers RESORT STYLE amenities, included: tennis and basketball courts, beach-tennis, large community pool and spa, playground, club house, game room, fitness center, Tiki Bar, picinic areas, paddle-boats, scenic walking areas, car wash, and lots of spaces to relaxing. This beautiful and well maintained townhouse included a living and dining combo area, fully equipped modern kitchen, washer and dryer combo, 3 spacious bedrooms (PRIMARY BEDROOM DOWNSTAIRS) and 2 full bath. NEW A/C, NEW dryer and washer, NEW fridge, NEW stove. Community is zoned for SHORT-TERM vacation rentals, LONG-TERM rentals, or even as your PRIMARY residence. STRESS FREE: HOA FEE COVERS master building insurance, exterior painting and maintenance, cable, internet, pest control, roof, and common areas. THAT IS THE HOUSE YOU ARE LOOKING FOR! Available FULLY FURNISHED! Start generating income immediately! Schedule your visit today!
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Vania Machado (321-333-9290)
1172 S BEACH CIR, KISSIMMEE, FL 34746
$299,950108 Days on yellowkey MLS ID: O6382044
REDUCED by $20,050 (6.3%) on 05/26/2026
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 1642 Built: 2006Monthly Fee: $295 Tax: $4,592 (2025)Community: Fiesta KeyTownhouse
Taxes:$4,592
Elementary School: Island Village Elementary School
High School: Poinciana High School
Middle School: Horizon Middle
Remarks: One or more photo(s) has been virtually staged. SELLER MOTIVATED. Special Financing Available! Includes a seller-paid rate buy down incentive with an estimated 5.25% fixed interest rate (6.57% APR) for qualified buyers. Flexible Living or Investment Opportunity in Kissimmee. Whether you’re looking for a profitable short-term rental, a reliable long-term investment, or a beautiful place to call your own, this property gives you the flexibility to choose. It’s not just a house… it’s an opportunity. Featuring 4 spacious bedrooms and 3.5 bathrooms, including two master suites with walking closets, this home is perfectly designed for comfort, privacy, and versatility, ideal for personal use, vacation guests, or tenants. Seller have spend over $70k in renovations over the last 4 years including New Euro cabinets and vanities, Quartz counters throughout. Custom Tiled showers and backsplashes, LVP throughout, all new lighting and fixtures, furniture IS INCLUDED. Enjoy a large patio, perfect for gathering with family and friends, and take advantage of the community amenities, including a Community pool, open an available space for a bigger gathering and, a Gym. Located in the desirable Fiesta Key community in Kissimmee, just under 10 miles from the theme parks, you’ll experience resort-style living with access to a beautiful clubhouse that enhances your lifestyle and adds incredible value. Whether you live here or rent it out. This is the perfect blend of comfort, location, and investment potential. Don’t miss this incredible opportunity!
Listing is courtesy of: LUXE HUNTER REAL ESTATE (407-984-4888)
Listing Agent: Yeidy Frias Medina (321-732-2455)
4827 DEDICATION ST, KISSIMMEE, FL 34746
$479,00045 Days on yellowkey MLS ID: S5147725
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1914 Built: 2019Monthly Fee: $276 Tax: $8,019 (2025)Community: Storey Lake Ph 3Townhouse
Taxes:$8,019
Remarks: Exceptional opportunity in Storey Lake! This well-maintained 4-bedroom, 3-bathroom home features a private pool and a highly desirable open-concept layout, ideal for both personal use and investment purposes. The property offers themed bedrooms, adding strong appeal for short-term rental potential in a prime vacation community. The spacious living and dining areas flow seamlessly into a fully equipped kitchen, creating a functional and inviting environment. The floor plan includes a first-floor queen bedroom, an upstairs king-size primary suite, and additional bedrooms designed to maximize occupancy. Located just minutes from major attractions, shopping, and dining, Storey Lake is a sought-after resort-style community known for its amenities and strong rental demand. This property presents an excellent opportunity for buyers seeking a primary residence, vacation home, or income-producing asset.
Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)
Listing Agent: Barbara Cunha De Freitas (617-458-0838)
2424 DUCK HAWK ST, KISSIMMEE, FL 34746
$399,99061 Days on yellowkey MLS ID: TB8492580
REDUCED by $97,000 (19.5%) on 05/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1906 Built: 2025Monthly Fee: $60 Tax: $1,296 (2025)Community: Ham Brown Reserve Ph 1ASingle Family
Taxes:$1,296
Remarks: MODEL HOME! Welcome to Hawks Run, a quiet St. Cloud community featuring a beautifully designed home inspired by the Noir Collection. This residence offers a covered patio, creating the perfect backdrop for relaxing mornings and evenings. Inside, the open-concept layout showcases quartz countertops, 42" kitchen cabinets, and luxury vinyl plank flooring throughout the main living areas, blending style with everyday functionality. Thoughtful finishes and natural light enhance the home’s warm, inviting feel. Conveniently located just 37 minutes from Orlando International Airport, 33 minutes from world-famous theme parks, and 30 minutes from Celebration, Hawks Run provides easy access to top destinations while remaining tucked away in a serene community served by great schools. This home delivers the ideal balance of comfort, convenience, and tranquil Florida living.
Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)
Listing Agent: Reed Williams (813-918-4491)
1448 FLAMINGO DR, KISSIMMEE, FL 34746
$375,00017 Days on yellowkey MLS ID: S5149905
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1475 Built: 1984 Tax: $6,242 (2025)Community: Kissimmee Isles Unit 1 RepSingle Family
Taxes:$6,242
Remarks: Positioned on a canal-front lot in Kissimmee, this 3-bedroom, 2-bathroom home blends modern updates and waterfront living into one impressive package. From the moment you step inside, you’ll notice the abundance of natural light and open-concept layout designed for both everyday living and entertaining. The spacious living room centers around a stunning fireplace feature wall and flows seamlessly into the dining area and beautifully updated kitchen. The kitchen showcases white shaker cabinetry, stone countertops, stainless steel appliances, sleek modern fixtures, tile backsplash, and a wraparound bar-style counter with seating and built-in microwave storage. Oversized windows and glass doors throughout the home frame peaceful water views and create a bright, airy atmosphere. The primary suite offers spacious proportions and an updated ensuite bathroom featuring dual vanities, stone counters, and a large glass-enclosed walk-in shower. Additional bedrooms are generously sized and continue the home’s clean, modern aesthetic with consistent tile flooring throughout. Stepping outside, you’ll appreciate the oversized screened-in patio overlooking the backyard and canal — the perfect setup for relaxing, entertaining, or enjoying Florida outdoor living year-round. The property also features direct canal access with a private boat dock structure, offering endless potential for waterfront enjoyment. Situated on nearly a quarter-acre lot with mature trees and a 2-car garage, this property combines privacy, functionality, and location just minutes from shopping, dining, major roadways, golf, and Central Florida attractions including Disney. No HOA.
Listing is courtesy of: EXP REALTY LLC (407-846-0940)
Listing Agent: Steve Pugh (407-846-0940)
2135 WATER MANIA CT, KISSIMMEE, FL 34746
$250,0006 Days on yellowkey MLS ID: O6410366
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1052 Built: 1984Monthly Fee: $997 Tax: $2,525 (2025)Community: Fantasyworld Club Villas Unit 2Townhouse
Taxes:$2,525
Elementary School: Reedy Creek Elem (K 5)
Remarks: Welcome to 2135 Water Mania Ct, a beautifully maintained fully furnished 2-bedroom, 2-bath townhouse located in the highly desirable Fantasy World Resort. This spacious two-story villa offers an open-concept layout with comfortable living and dining areas, a fully equipped kitchen, living room with sofa-bed and a screened patio perfect for relaxing after a day at the parks. The home features stylish furnishings, washer and dryer, ample parking, and resort-style living just minutes from Walt Disney World, shopping, dining, and major attractions. Ideal as a primary residence, second home, vacation home, or short-term rental investment, the community offers exceptional amenities including a lazy river, water slides, resort-style pools, splash pad, fitness center, tennis courts, mini golf, playground, and 24-hour security. Enjoy the perfect combination of comfort, convenience, and income-producing potential in the heart of Kissimmee.
Listing is courtesy of: RE/MAX SELECT GROUP (321-939-3004)
Listing Agent: Ivette Rico, Pll (407-558-9636)
2720 ROADSTER, KISSIMMEE, FL 34746
$340,00045 Days on yellowkey MLS ID: O6398687
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2007Monthly Fee: $435 Tax: $3,967 (2025)Community: Regal Oaks At Old TownSpa: YesTownhouse
Taxes:$3,967
Elementary School: Kissimmee Elem
Remarks: Turnkey, fully furnished 4-bedroom, 3-bathroom vacation townhome in the highly sought-after Regal Oaks Resort—one of the closest short-term rental communities to Walt Disney World Resort! Located in the heart of Kissimmee near Orlando’s top attractions, this income-producing property is ideal for Airbnb, VRBO, or personal use. Designed with both guests and owners in mind, this home features an open-concept layout with durable wood-look flooring, a bright kitchen with granite countertops, and a spacious living and dining area perfect for entertaining. The layout comfortably accommodates larger groups, making it highly desirable for vacation rentals in the Disney/Orlando market. A standout feature of this property is its professionally themed, Disney-inspired interior, creating a memorable guest experience that drives strong reviews and repeat bookings. The main level includes a bedroom and full bathroom, offering convenience and flexibility for multi-generational guests. Upstairs, the private primary suite provides a relaxing retreat, while additional themed bedrooms continue to elevate the home’s rental appeal in a competitive short-term rental market. Step outside to your private screened-in patio with hot tub, a premium amenity that enhances guest satisfaction and booking potential year-round. Located just minutes from Old Town Kissimmee and a short drive to Universal Orlando Resort and SeaWorld Orlando, this property offers unbeatable access to Central Florida’s most visited destinations, shopping, dining, and Orlando International Airport. Regal Oaks Resort amenities include a gated entrance, lakefront pool with water slides, fitness center, tennis courts, and on-site dining—making this one of the most desirable vacation rental communities in Kissimmee near Disney. Fully turnkey and has DOZENS OF BOOKINGS ALREADY IN PLACE THROUGHOUT 2026 AND BEYOND!—this is a rare opportunity to own a high-demand short-term rental in the Disney area with proven guest appeal.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Shawn Mccormick (321-439-4277)
5221 WORCHESTER DR, KISSIMMEE, FL 34746
$461,82018 Days on yellowkey MLS ID: O6407437
INCREASED by $500 (0.1%) on 05/26/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2584 Built: 2026Monthly Fee: $88Community: Knightsbridge 50SSingle Family
Taxes:$0
Remarks: Under Construction. The Providence is a palatial two-story home with four bedrooms and two and a half bathrooms. The first floor features a family room for shared moments, a dining room for memorable meals, a kitchen for adventurous cooks, a flex room for versatile uses and a patio for outdoor living. There is a spacious loft upstairs that adds shared living space, in addition there are four bedrooms. The Owner Suite features a large walk-in shower, dual vanity, and spacious walk-in closet. Lennar has reimagined the homebuying experience by including the most desired home features at no extra cost to you. All features and products can vary by community and homesite. Knightsbridge residents enjoy access to outdoor amenities including a swimming pool & cabana, playground, volleyball court and walking trail. Enjoy local dining and shopping from downtown Kissimmee. Close to Lake Toho if you like to boat or walk the lakefront. Conveniently located near Walt Disney World and major Osceola County attractions.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
2519 CHATHAM CIR, KISSIMMEE, FL 34746
$365,0006 Days on yellowkey MLS ID: O6410643
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1874 Built: 1992Monthly Fee: $60 Tax: $5,267 (2025)Community: Chatham Park At SausalitoSpa: YesSingle Family
Taxes:$5,267
Remarks: Great opportunity to own a pool home in this popular and sought-after community. This spacious two-story home had a NEW ROOF and NEW SIDING installed in May 2025. NEW exterior paint completed October 2025. The primary bedroom suite is located downstairs with a large walk-in closet. Sliding glass doors lead out to the pool deck from the primary suite, the nook, and the family room. A large loft overlooks the family room. It is ideal as a games room, office space, den, or could be turned into a fourth bedroom. No immediate rear neighbors at this home, adding privacy to the pool area. An oversized covered porch overlooks the private and screened pool and spa. Perfect as a primary residence or an investment property for long-term or short-term leasing. This community is zoned for short-term vacation rentals and makes a great vacation destination as it is within easy reach of the attractions. It is very close to local grocery stores, strip malls, big-box stores, restaurants, golf courses, major highways, and so much more! Chatham Park has a community pool, tennis court, basketball court, play area, and park.
Listing Agent: Simone Wynne (407-908-4596)
2631 SANTOSH CV, KISSIMMEE, FL 34746
$455,0006 Days on yellowkey MLS ID: S5150509
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2038 Built: 2013Monthly Fee: $345 Tax: $5,907 (2025)Community: Veranda Palms Ph 1CSpa: NoSingle Family
Taxes:$5,907
Remarks: Beautifully maintained FULLY FURNISHED pool home with stunning WATER VIEWS and no rear neighbors, located within the gated resort community of Veranda Palms. This turnkey property offers an excellent opportunity as a primary residence, second home, or short-term vacation rental investment, and even comes with FUTURE BOOKINGS IN PLACE for added convenience and income potential. The spacious open floor plan provides an abundance of living and entertaining space, featuring 4 generously sized bedrooms and 3 bathrooms, including 2 en-suite bedrooms plus guest half bathroom. The well-appointed kitchen overlooks the main living area and showcases espresso wood shaker cabinets, granite countertops, and a large breakfast bar island, perfect for entertaining family and guests. One of the standout features of this home is the peaceful rear water view, creating a relaxing backdrop for enjoying Florida outdoor living. Step outside to the covered lanai and oversized pool deck area, all screened within a private enclosure, ideal for relaxing in the sun or entertaining guests while enjoying the tranquil setting. The home has been very well cared for, with interior painting completed in 2024 and a new pool heater installed in 2024. Veranda Palms is ideally positioned just minutes from US-192 and approximately 10 minutes from I-4, providing easy access to all of Central Florida’s major attractions and travel routes. Walt Disney World is located just a short drive away, while Universal Studios, SeaWorld, International Drive, shopping, dining, banks, and supermarkets are all within easy reach. Residents and guests of Veranda Palms enjoy access to fantastic resort-style amenities including a clubhouse, fitness center, beach-entry community pool, games room, playground, and covered community gathering areas. Zoned for short-term rental, this property offers flexibility for personal enjoyment and income generation alike.
Listing is courtesy of: HOMES OF AMERICA REALTY GROUP, (407-865-4199)
Listing Agent: Kylie Palazzo (407-716-9234)
3072 SHINGLE CREEK CT, KISSIMMEE, FL 34746
$283,0009 Days on yellowkey MLS ID: S5150296
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1218 Built: 1991Monthly Fee: $190 Tax: $2,291 (2025)Community: Shingle Creek Village TerraceTownhouse
Taxes:$2,291
Elementary School: Pleasant Hill Elem
High School: Liberty High
Remarks: Beautiful townhome in the Shingle Creek Village Terrace community, a small 6 unit total community that resides in a nice, quiet and well established neighborhood. Conveniently located near Publix, banks, shopping, public transportation and Pleasant Hill Elementary School. This is an end unit and a single story unit that has ceramic floor through out, HOA maintenance includes grounds upkeep as well as a community pool, excellent opportunity for first time home buyers or investors with tenants already in place. Currently leased in a month to month basis which gives you a great opportunity to extend/end lease depending on your future plans. Roof replaced 10/2018 and AC replaced 12/2025
Listing is courtesy of: DINA REALTY GROUP, INC. (407-873-4851)
Listing Agent: Jack Alvarez (407-346-1361)
3216 FAIRHAVEN AVE, KISSIMMEE, FL 34746
$315,00027 Days on yellowkey MLS ID: TB8505122
0 Days Off yellowkey (back on 5/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1464 Built: 1999Monthly Fee: $27 Tax: $4,539 (2025)Community: Windmill Point Unit 3BSingle Family
Taxes:$4,539
Remarks: Now Available in WINDMILL POINT! Come see this charming Home consisting of 3 bedrooms, 2 bath, 1,464 (sqft), -clean POOL residence with a spacious layout and great back yard! This is the perfect home for those looking for space and best of it’s move in ready. Property is being sold “as-is” with right to inspect. New Exterior and Interior Paint! It is the buyers and buyer’s agent responsibility to verify all room measurements, utilities info, lot size, schools zoning, building addition permits, building materials, along with all property information in this listing. All room measurements and dimensions are estimates.
Listing is courtesy of: SEFAIR INVESTMENTS INC (800-233-5334)
Listing Agent: Dan Sefair (813-842-5615)
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