Location: Kissimmee
Do Not Show Listings
8801 RHODES ST, KISSIMMEE, FL 34747
$610,000445 Days on yellowkey MLS ID: O6289038
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2016Monthly Fee: $584 Tax: $12,143 (2024)Community: Windsor At Westside Ph 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,143
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Back on the market due to the buyer’s financing falling through. Welcome to this beautiful vacation home located in the highly sought-after Windsor at Westside community. This stunning property has an open floor plan and features 8 spacious bedrooms and 6 bathrooms, offering ample space for families or groups. The home is perfectly situated with easy access to Disney World® theme parks via the nearby toll road 429, making it an ideal choice for those visiting the magical parks. Additionally, there are a variety of dining and shopping options just a short drive away. The Windsor at Westside community itself is a resort-style retreat, with an array of amenities that will enhance your vacation experience. The incredible 10,000 sq. ft. clubhouse is the perfect spot to relax and unwind, while the community’s lake and pier have serene views and outdoor activities. For ultimate relaxation and fun, enjoy the zero-entry resort-style pool, complete with a thrilling waterslide, lazy river, and a water playground. This home is not just a place to stay; it’s a destination in itself, offering both luxury and convenience. Don’t miss the opportunity to make this dream vacation home yours!
Listing is courtesy of: INTOP REALTY LLC (407-233-5453)
Listing Agent: Hanna Zhang (407-601-8668)
1881 CRICKET CRADLE DR, KISSIMMEE, FL 34746
$430,00044 Days on yellowkey MLS ID: O6399511
0 Days Off yellowkey (back on 5/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2109 Built: 2023Monthly Fee: $175 Tax: $7,186 (2025)Community: Storey CreekSingle Family
Taxes:$7,186
Tax Year: 2025
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Offering 1% lender credit. You've been looking for something different. A home that actually works the way your life is right now, not the way homes are "supposed" to be. This Next Gen home delivers exactly that. It features two complete living spaces under one roof, each with its own entrance, kitchenette, full bathroom, and bedroom. The flexibility is built in. The main home offers open-concept living with modern Lennar quality throughout. Quality cabinetry, and generous bedrooms create comfortable spaces for your family. Smart home technology is integrated throughout, keeping you connected and in control. The separate suite works however you need it to. Home office. Guest accommodations. Flex space. Additional living area for extended family. Rental income potential. The independent entrance and full kitchen mean it adapts to your lifestyle. The community offers resort-style amenities including a swimming pool, clubhouse, fitness center, tot lot, basketball, tennis, and volleyball courts, as well as a dog park and trail. Lake Tohopekaliga is nearby, offering fishing, canoeing, kayaking, and bird watching. Shingle Creek Regional Park features scenic creek-side trails rich in natural beauty and Florida wildlife. Storey Creek is strategically located near major roadways including SR-535, I-4, and US-192, close to shops, restaurants, and downtown Kissimmee. Your commute to Central Florida employment centers is straightforward. Schools serve the area well. You're in a neighborhood built for the Florida lifestyle... water, trails, community spaces, and easy access to everything that matters. The HOA handles lawn maintenance, so you spend your time on what you actually want to do. You're not isolated, but you're not in chaos either. This home is built for flexibility, spaces that work for your needs today and adapt as your life changes.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Jessica Macias (321-321-9135)
2776 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744
$794,900171 Days on yellowkey MLS ID: S5139337
REDUCED by $24,100 (2.9%) on 04/17/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3340 Built: 2018Monthly Fee: $190 Tax: $5,827 (2025)Community: Kissimmee Bay Rep 7Single Family
Taxes:$5,827
Remarks: Under contract-accepting backup offers. Price Reduce. Welcome to this stunning 5-bedroom, 4-bath executive pool home located in the Kissimmee Bay Country Club community. Offering over 3,300 sq ft of beautifully designed living space, this residence blends modern comfort with resort-style living in one of Kissimmee’s most desirable neighborhoods. Step inside to an open, light-filled floor plan featuring high ceilings, expansive living areas, and tile flooring throughout the main level. The gourmet kitchen is equipped with 42” cabinetry, stone countertops, a large center island, and ample storage—perfect for both daily living and entertaining. The luxurious primary suite showcases a spa-inspired bathroom with dual vanities and an oversized walk-in shower. Additional bedrooms are generously sized, and multiple flexible living areas with space for an office, media room, or guest accommodations. Step outside to your private Florida oasis! The home features a sparkling screened-in pool, spacious lanai, and a beautifully landscaped backyard—ideal for relaxing or hosting gatherings year-round. Situated on a large 0.27-acre lot, the property provides exceptional outdoor space and privacy. Residents of Kissimmee Bay enjoy a wealth of community amenities, including a championship golf course, marina with lake access, tennis courts, pickleball courts, clubhouse, gated entry, and beautifully maintained grounds with mature landscaping. This community embodies the best of Florida living—peaceful, private, and filled with recreational opportunities. Conveniently located near top-rated schools, dining, shopping, medical facilities, Lake Nona, and major highways, this home offers both luxury and convenience. This exceptional residence delivers the perfect combination of elegance, functionality, and resort-style amenities.
Listing is courtesy of: GPS PROPERTY GROUP INC. (407-439-2527)
Listing Agent: Abel Jimenez (407-452-4119)
7616 BROOKHURST LN, KISSIMMEE, FL 34747
$1,059,000142 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
Elementary School: Westside K-8
High School: Poinciana High School
Middle School: West Side
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 is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Erin Underkofler Kilpatrick, Pa (407-987-0980)
1969 MICHIGAN DR, KISSIMMEE, FL 34759
$374,990108 Days on yellowkey MLS ID: O6381663
REDUCED by $2,000 (0.5%) on 05/14/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2601 Built: 2025Monthly Fee: $82 Tax: $624 (2025)Community: Poinciana Nbrhd 05 Village 07Spa: NoSingle Family
Taxes:$624
Remarks: The Hayden is an amazing all concrete block construction single-family home features 5 bedrooms and 3 bathrooms optimizing living space with an open concept layout. The kitchen overlooks the dining area and great room, while having a view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the living area. The well-appointed kitchen features an island with bar seating, beautiful quartz countertops and stainless-steel appliances, making entertaining a breeze. The first floor also features a flex room that provides an area for work or play, a bedroom, and full bathroom. As we head up to the second floor, we are greeted with bedroom one that features an en suite bathroom as well as three additional bedrooms that surround a second living area, a full bathroom, and a laundry area. The Hayden includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
3129 RIACHUELO LN, KISSIMMEE, FL 34744
$475,00015 Days on yellowkey MLS ID: O6408363
2 Days Off yellowkey (back on 5/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2338 Built: 2003Monthly Fee: $175 Tax: $8,678 (2025)Community: Villa Sol Ph 1 Village 5Single Family
Taxes:$8,678
Remarks: Under contract-accepting backup offers. Tile roof. Direct lakefront. Screened pool. Behind the gates at Villa Sol. The home sits on the water side of an interior street, with a tropical front yard layered in palms and ferns. Double glass doors open into a volume-ceiling great room where arched passageways and a wall of glass pull your eye straight back to the lake. The layout is built around the view. A formal living room with French doors opens to the lanai. The dining room sits beside it with its own water sightline. The kitchen flows into a second living area anchored by a stacked-stone corner fireplace and bay windows over the breakfast nook. Granite counters, stone tile backsplash, stainless appliances including an inductive stove, rich wood cabinetry, and a large peninsula with a breakfast bar. The primary suite occupies its own wing at the back of the home. Vaulted ceiling, hardwood floors, French doors to the pool, two walk-in closets built out with custom shelving. The ensuite has a soaking tub set into a bay window, frameless glass walk-in shower, dual sinks, and a separate vanity station. Three secondary bedrooms sit on the opposite side, one positioned directly on the water. Outside is where this property earns its keep. The spacious covered lanai overlooks the screened in pool and water views beyond. The perfect place to relax. No rear neighbors. Just sky, water, and trees. Villa Sol is a gated Mediterranean community on East Lake Toho with a resort clubhouse, fitness center, community pool, tennis and basketball courts, walking trails, and a private lake boat ramp. HOA includes cable, internet, and lawn care. 30 minutes from Disney, close to Lake Nona and Medical City, under 15 to OIA, with quick access to the Turnpike and 417.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Brad Young (407-897-5400)
508 FLORAL DR, KISSIMMEE, FL 34743
$344,90067 Days on yellowkey MLS ID: O6390067
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1404 Built: 1988 Tax: $4,812 (2025)Community: Bvl Unit 3Single Family
Taxes:$4,812
Elementary School: Boggy Creek Elem (K 5)
High School: Tohopekaliga High School
Middle School: Parkway Middle
Remarks: Under contract-accepting backup offers. Welcome to this move-in-ready, three-bedroom, two-bathroom home located in the desirable Buenaventura Lakes Unit 03 community. The residence features an inviting layout highlighted by tall ceilings in the living room, creating a bright and airy atmosphere that flows seamlessly through the main living areas. The kitchen is beautifully updated with sleek granite countertops and stainless steel appliances, serving as the functional and stylish heart of the home. Designed for comfort, the primary bedroom includes a large walk-in closet providing ample storage. Conveniently located near a variety of shopping, dining, and entertainment options, this property provides easy access to major highways and everything Kissimmee has to offer. Schedule your private showing today!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
4325 LAKE AVE, KISSIMMEE, FL 34746
$294,90046 Days on yellowkey MLS ID: S5147757
1 Days Off yellowkey (back on 5/19/2026)
REDUCED by $5,000 (1.7%) on 04/28/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1715 Built: 1982 Tax: $1,772 (2025)Community: Campbell HeightsSingle Family
Taxes:$1,772
Remarks: Under contract-accepting backup offers. 4 bed, 2 bath home with NO HOA! Includes a private in-law suite/studio with separate entrance—perfect for guests or rental income. Roof replaced in 2021, providing peace of mind for years to come. Spacious yard with endless possibilities for entertaining, expansion, or storing your toys. Conveniently located near shopping, dining, major roads, and near Central Florida’s world-famous attractions. A rare opportunity offering flexibility, space, and income potential!
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Kenia Aliaga Gorrin (786-484-3593)
4479 MAGNOLIA RIDGE CT, KISSIMMEE, FL 34746
$375,000241 Days on yellowkey MLS ID: S5135363
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1843 Built: 2021Monthly Fee: $168 Tax: $2,831 (2024)Community: Storey Creek Ph 1Single Family
Taxes:$2,831
Elementary School: Sunrise Elementary
Middle School: Horizon Middle
Remarks: Discover exceptional value in Storey Creek! This nearly-new 4-bedroom, 2-bath home (1,843 sq ft), built in 2021, offers modern upgrades, a spacious open layout, and an outstanding investment opportunity in one of Kissimmee’s fastest-growing communities. The kitchen features stainless-steel appliances, while the primary suite includes a walk-in closet for everyday convenience. This property is currently tenant-occupied with a lease in place through 3/31/2027, making it an excellent opportunity for investors seeking immediate rental income and long-term potential. Step outside to a comfortable patio ideal for relaxing or entertaining, along with a generous two-car garage and low-maintenance yard. With a monthly HOA of only $168, residents enjoy resort-style amenities including a clubhouse, swimming pool, fitness center, playground, and sports courts. Conveniently located near shopping, dining, top-rated schools, major highways, and Central Florida attractions. Seller motivated — flexible on closing date and buyer incentive available. Don’t miss this income-producing opportunity in sought-after Storey Creek.
Listing Agent: Edgar Otero (407-780-9317)
4445 SHIVA LOOP, KISSIMMEE, FL 34746
$630,00071 Days on yellowkey MLS ID: O6392356
REDUCED by $20,000 (3.1%) on 05/14/2026
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3565 Built: 2017Monthly Fee: $250 Tax: $6,410 (2025)Community: Veranda Palms Ph 2ASingle Family
Taxes:$6,410
Remarks: Investor Special: Welcome to 4445 Shiva Loop, Kissimmee, FL 34746 — an exceptional 8-bedroom, 6-bathroom pool home located in one of Central Florida’s most sought-after short-term rental communities! This stunning property is a prime Airbnb investment opportunity, fully designed to accommodate large groups and maximize rental income. Featuring a spacious open floor plan, multiple living and dining areas, and a beautifully appointed kitchen, this home is perfect for entertaining and guest comfort. Step outside to your private screened-in pool and spa, creating the ultimate vacation retreat where guests can relax and unwind after a day at the parks. Investment Highlights: ? High-income producing short-term rental potential,? Sleeps large groups comfortably ? Turnkey opportunity for Airbnb/VRBO investors. Resort-Style Amenities: Enjoy access to an amazing amenity center featuring a clubhouse, resort-style pool, fitness center, sports courts, and more—delivering a true vacation experience for guests. Conveniently located just minutes from world-famous attractions like Walt Disney World, shopping, dining, and major highways, making it highly desirable for vacationers year-round. Whether you’re looking to expand your investment portfolio or own a luxury vacation home, this property checks all the boxes!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Syed Shah (754-265-9514)
7788 BASNETT CIR, KISSIMMEE, FL 34747
$654,000140 Days on yellowkey MLS ID: O6371195
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 2342 Built: 2005Monthly Fee: $171 Tax: $7,177 (2025)Community: Windsor Hills Ph 3Single Family
Taxes:$7,177
Remarks: Welcome to your ultimate vacation getaway—fully renovated in 2025 and featuring a brand-new roof (2025), all on a prime corner lot just 5 miles from Walt Disney World. This beautifully upgraded 5-bedroom pool and spa home is designed for comfort, fun, and strong short-term rental appeal, complete with an impressive converted garage game room for unforgettable guest experiences. Recent upgrades include two new water heaters (2025), exterior painting (2025) updated kitchen and all five bathroom vanities (2025), granite countertops in every bathroom, and new commercial-grade carpet installed in 2025, new furniture, and many more—making this home truly move-in ready. ACs were replaced in 2024 and 2022. Themed living takes center stage with 7 immersive themes throughout the home. The two primary suites feature How to Train Your Dragon and Avengers themes. The main-level bedroom is Star Wars, while the upstairs bedrooms are Toy Story and Mickey Mouse. Sleeping arrangements include 3 king beds and 4 twin beds. The garage is transformed into a Harry Potter–themed game room with foosball, air hockey, and a pool table, while the dining room brings the fun with a Super Nintendo World theme. Located in the highly sought-after, guard-gated Windsor Hills community, owners and guests enjoy top-tier resort amenities including a lagoon-style pool, water park with slides, fitness center, movie theater, arcade, bar, convenience store, playgrounds, and sports courts—all just minutes from Central Florida’s world-class attractions. Selller is a licensed real estate agent.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Mike Chen, P.A (503-888-8070)
2821 SCENIC LN, KISSIMMEE, FL 34744
$499,900116 Days on yellowkey MLS ID: O6379416
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2538 Built: 2009Monthly Fee: $169 Tax: $6,468 (2025)Community: North Shore VillageSingle Family
Taxes:$6,468
Elementary School: East Lake Elem
Middle School: Narcoossee Middle
Remarks: Elegant Lake Nona area retreat in the Landings at North Shore. Discover refined living in this beautifully appointed 4 bedroom, 2.5 bath residence set within the exclusive gated community of The Landings at North Shore. The open gourmet kitchen with breakfast bar flows effortlessly into a spacious family room, leading to a covered patio with serene pool views - an ideal backdrop for upscale entertaining. The private first floor primary suite offers a spa-inspired bath with dual vanities, a garden tub, and a separate shower. Formal living and dining spaces elevate the home's sophistication, while a loft and three additional bedrooms upstairs provide comfort and versatility. Residents enjoy premium amenities including a resort style pool and playground, all just minutes from Lake Nona Medical City, top rated schools, Orlando International Airport, shopping and dining. Owner will be replacing all the carpet and installing a new stove in the kitchen.
Listing is courtesy of: PINELOCH INVESTMENTS, INC (407-850-9707)
Listing Agent: Bertrand Bouchenot (407-850-9707)
3814 SHORESIDE DR, KISSIMMEE, FL 34746
$650,00043 Days on yellowkey MLS ID: O6399579
REDUCED by $49,000 (7.0%) on 05/19/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3972 Built: 2016Monthly Fee: $364 Tax: $9,123 (2025)Community: Bellalago Ph 4KSingle Family
Taxes:$9,123
Remarks: Welcome to 3814 Shoreside Drive, an exceptional FULLY FURNISHED, 5-bedroom, 4-bathroom home offering 3,972 square feet of beautifully designed living space in the highly desirable Bellalago community of Kissimmee. This spacious residence features a thoughtfully designed open-concept layout with a massive kitchen showcasing granite countertops, stainless steel appliances, and ample space for entertaining. The home includes a formal dining room, a dedicated home office, and a large laundry room for added convenience. Upstairs, you’ll find an extra-large loft perfect for the whole family, along with a bedroom and full bath on the second floor—ideal for guests or multi-generational living. Bedroom number two features its own private ensuite bath, providing added comfort and privacy. The very large primary suite offers a luxurious retreat with a bathroom that includes a garden tub and an oversized walk-in shower. Additional highlights include crown molding, high ceilings, and 8-foot doors throughout, enhancing the home’s elegant feel. Step outside to a massive screened-in lanai, perfect for enjoying Florida living year-round. A 3-car garage completes this incredible home, combining space, style, and functionality. Living in Bellalago means embracing a true resort-style lifestyle within a 24-hour guard-gated community set along the shores of Lake Tohopekaliga. Residents enjoy access to multiple clubhouses, state-of-the-art fitness centers, junior Olympic-sized pools, scenic walking and biking trails, as well as tennis, basketball, pickleball, and volleyball courts. The community also features a lakeside boardwalk with a boat ramp and fishing pier, along with an active fishing club that brings neighbors together. Conveniently, shopping and dining options are located just outside the Bellalago gates, offering easy access to everyday essentials while still enjoying the privacy and beauty of this premier waterfront community.
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)
Listing Agent: Abraham Mendez (631-926-2632)
KISSIMMEE, FL 34746
$549,000218 Days on yellowkey MLS ID: O6354938
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3512 Built: 2012Monthly Fee: $400 Tax: $8,692 (2024)Community: Bellavida Ph 1Spa: YesSingle Family
Taxes:$8,692
Remarks: After a period of strong bookings and consistent guest demand, this exceptional investment opportunity becomes available starting 03/03/2026. Inside one of Orlando's Premier Resort communities, this stunning 6-bedroom, 5.5-bath estate is designed for the family that wants it all, and the investor who knows exactly what that's worth. Walt Disney World, Universal Orlando, and SeaWorld are minutes away. This four en-suite bedrooms mean every guest, every family member, every long-term tenant has their own sanctuary. The open-concept kitchen, granite countertops, stainless steel appliances, seamless flow into the family room and breakfast nook was built for mornings that matter and evenings worth remembering. Step outside. A screened pool and covered lanai create a private outdoor space that works in every season, for every occasion. The converted garage adds dimension, game room, media lounge, creative space, home office. It adapts to whoever walks through the door. Community amenities include a 6,700 sq ft clubhouse, zero-entry pool and spa, cyber café, basketball and volleyball courts. This is not just a property. It is a decision that keeps paying you back in memories, in income, and in freedom.
Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)
Listing Agent: Lorena Hilel (561-409-9408)
7761 TOSTETH ST, KISSIMMEE, FL 34747
$650,000124 Days on yellowkey MLS ID: O6376480
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
High School: Celebration High
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)
2770 SWOOP CIR, KISSIMMEE, FL 34741
$799,99986 Days on yellowkey MLS ID: S5145153
REDUCED by $50,000 (5.9%) on 04/15/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2470 Built: 2007Monthly Fee: $215 Tax: $5,362 (2025)Community: AvillaSpa: YesSingle Family
Taxes:$5,362
Remarks: If you are looking for a home that provides Tranquility and an Oasis outdoor living space this is the home for you. This home is located in the prestige gated community of Avilla. Enter into the formal Living Room and Dinning Room which flows directly into a remodeled kitchen with granite counter tops, stainless steel appliances, a family room with a fireplace and a breakfast nook. The home offers 4 bedrooms and 3 full bathrooms with the spacious Master Bedroom having it's own private access to the pool area. The outdoor living area consist of a pool and spa which is complimented by a screened in lanai with an outdoor kitchen and grill for family gatherings and entertainment. Upgrades include a shed in the back, additional closets in the home, cabinets and sink in the laundry room and LVP flooring. The three car garage is equipped with a pull down ladder for additional storage space. Centrally located near the Loop Shopping Center, restaurants and most of the theme parks. The following items do not convey: Foyer and Dining Room chandeliers, Water Filtration System, ADT Surveillance Cameras and Door Bell, Mini Fridge and Washer and Dryer.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Esmelida Torres (773-882-3033)
2462 DUBAI ST, KISSIMMEE, FL 34747
$499,000274 Days on yellowkey MLS ID: FC312189
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2492 Built: 2019Monthly Fee: $722 Tax: $8,214 (2024)Community: Windsor At Westside Ph 3ASpa: NoSingle Family
Taxes:$8,214
Remarks: Welcome to your dream vacation and stunning fully furnished 5 bedroom, 4 bathroom pool home located on a corner lot in the highly sought after Windsor at Westside Resort. Perfectly designed for indoor/outdoor entertaining and is excellent income producing short-term rental or a fantastic personal retreat. Designed with lots of space in mind this two story layout and open floor plan is the perfect getaway. The home sleeps up to 14 comfortably and features large living areas with plenty of space for relaxing. The first floor master bedroom offers privacy and space, the kitchen has granite countertops and stainless steel appliances with a nice island opening to the dining room and living space. Enjoy the gated resort style amenities with the zero entry point pool, water slide, lazy river, and water playground. It boasts a clubhouse, a lake with a pier, fitness center, volleyball courts, sundry shop and video arcade. This is an ideal location as it offers easy access to Disney World attractions and many other theme parks in the area. Welcoming any and all offers.
Listing is courtesy of: BEACHES WITHIN REACHES REALTY (386-864-3154)
Listing Agent: Abby Baker (386-864-3154)
1202 CUMBRIAN LAKES CT., KISSIMMEE, FL 34746
$459,000211 Days on yellowkey MLS ID: O6356985
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2636 Built: 2002Monthly Fee: $175 Tax: $7,162 (2024)Community: Cumbrian Lakes ResortSingle Family
Taxes:$7,162
Middle School: Kissimmee Middle
Remarks: Discover Resort-style living in this spacious 2 story, 5-Bed, 3.5-Bath Pool home on a waterfront lot in the peaceful Cumbrian Lakes Resort community, located on a Cul-De-Sac and just minutes from Walt Disney World, Orlando's theme parks, and world-class shopping. This move-in-ready property features an open-concept layout with high ceilings, wood-look laminate floors, and stunning water views.The kitchen offers white cabinetry and a breakfast bar seating. The main level includes a formal dining room, office/den, and half bath. Upstairs, the primary suite, private balcony overlooking the water, boasts dual closets and an en-suite bath with garden tub and walk-in shower. Four additional bedrooms (two with en-suites) provide flexibility for family or guests.Outside, relax in the covered lanai with a private screened pool and serene water views. Perfect for primary residence or income-producing short- or long-term rental. Schedule your showing today!
Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)
Listing Agent: Damaris Oliva (321-300-6520)
710 BAY ST, KISSIMMEE, FL 34744
$255,00094 Days on yellowkey MLS ID: O6385334
REDUCED by $5,000 (1.9%) on 05/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1935 Tax: $2,687 (2025)Community: Robert Bass AddSpa: NoSingle Family
Taxes:$2,687
Elementary School: Central Avenue Elem
High School: Osceola High School
Middle School: Denn John Middle
Remarks: This single-family home in Kissimmee features 2 bedrooms and 2 bathrooms across 1100 square feet, with an additional room and bathroom providing versatile space ideal for multi-room rental or extended living. Currently operating as a successful rental, the property generates consistent income. Inside, laminate and tile flooring flow throughout the home, while the kitchen offers ample counter and cabinet space with a convenient breakfast bar—perfect for meal prep or casual dining. The covered porch provides a comfortable spot to relax, entertain, or enjoy the outdoors. Located just minutes from major roads and transportation, this home offers easy access to Downtown Orlando, Walt Disney World, Orlando International Airport, and a variety of shopping and dining options. Its combination of flexible living space and prime location makes it a standout choice for both investors and homeowners alike. Mortgage savings may be available for buyers of this listing.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Pablo Cintron, Jr Pa (407-232-1819)
3216 RUNNING DEER PATH, KISSIMMEE, FL 34746
$310,00099 Days on yellowkey MLS ID: O6384354
REDUCED by $10,000 (3.1%) on 04/22/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1244 Built: 1987Monthly Fee: $8 Tax: $5,394 (2025)Community: Indian Wells Unit 3Spa: NoSingle Family
Taxes:$5,394
Remarks: Welcome to 3216 Running Deer Path, a home that exudes modern elegance. The kitchen is a chef's dream, boasting all stainless steel appliances that gleam against the fresh interior paint. Retreat to the primary bedroom, complete with a spacious walk-in closet, perfect for all your storage needs. Step outside to a charming patio, ideal for enjoying a morning coffee or an evening read. The fenced-in backyard provides privacy and a space for outdoor activities. The home also features a new roof, ensuring durability and peace of mind for years to come. Inside, new flooring throughout the home adds a touch of sophistication and style. This home is a perfect blend of comfort and modern living. Don't miss out on this gem!. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
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