Location: Kissimmee
Do Not Show Listings
8553 BAY LILLY LOOP, KISSIMMEE, FL 34747
$278,8901 Day on yellowkey MLS ID: O6412829
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1295 Built: 2006Monthly Fee: $594 Tax: $3,671 (2025)Community: Encantada Ph 01Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,671
Elementary School: Westside K-8
High School: Celebration High
Tax Year: 2025
Middle School: Kissimmee Middle
Remarks: Fully furnished and with a private pool — this 3-bedroom, 2.5-bath townhome in Encantada Resort, Kissimmee, FL is a turnkey opportunity ready to rent from day one. Located at 8553 Bay Lilly Loop, the property offers approximately 1,295 sq ft across a practical two-level layout designed for buyers seeking a vacation home, short-term rental opportunity, second residence, or low-maintenance resort-style property in one of Kissimmee's most searched vacation corridors. The main level connects the living, dining, and kitchen areas for an easy guest-friendly flow, with a convenient half bath downstairs. Upstairs, the bedrooms are positioned away from the main living spaces, including a primary suite with ensuite bath. The rear outdoor area includes a screened patio and private splash pool — additional space for relaxing after time at nearby attractions. Encantada Resort amenities are reported to include a clubhouse, community pools, spas, fitness center, playground, game room, cyber café, walking areas, and resort-style gathering spaces. The location provides direct access to US-192, SR-429, I-4, and Osceola Parkway, with Margaritaville Resort Orlando, Sunset Walk, Island H2O Water Park, golf, grocery stores, restaurants, and Central Florida attractions minutes away. This property is especially appealing for buyers searching for a furnished Kissimmee vacation rental near Disney, an Orlando-area investment property, a Central Florida townhome with resort amenities, or a short-term rental option near shopping, dining, water parks, golf, and major road access. The two-level floor plan, furnished setup, private pool, and proximity to major tourism anchors support strong search visibility for buyers comparing homes near Disney, townhomes in Encantada Resort, and properties along the US-192 corridor. Schedule your private showing today and explore the furnished resort-style location, rental potential, and Central Florida access this Kissimmee townhome offers.
Listing is courtesy of: DREAM FINDERS REALTY GROUP CORP (407-873-8379)
Listing Agent: Angela Rodriguez (407-873-8379)
1601 MOHEGAN BLVD, KISSIMMEE, FL 34744
$365,0001 Day on yellowkey MLS ID: O6413325
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2167 Built: 2014Monthly Fee: $164 Tax: $3,207 (2025)Community: Heritage RunSingle Family
Taxes:$3,207
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome home to 1601 Mohegan Blvd, a stunning, well-maintained townhouse located in the highly desirable gated community of Heritage Run. This rare corner unit offers an expansive 2,167 square feet of livable space, combined with the privacy of a larger-than-average lot.Step inside to an inviting first floor featuring an open-concept living and dining area with seamless tile flooring, perfect for family time or entertaining guests. The kitchen boasts functional solid wood cabinets, looking directly into the primary living spaces. Sliding doors open out from the main level to bring in abundant natural light.Upstairs, you will find all three bedrooms plus a flexible loft space that can serve as a home office, playroom, or media center. The oversized primary suite includes a spacious 14x14 bedroom and a large walk-in closet. Two additional comfortable bedrooms and a dedicated 35 sq. ft. laundry room complete the second level.Living in Heritage Run grants you access to premium community amenities including a resort-style pool, private sidewalks, and a secure gated entrance. This prime Kissimmee location provides swift access to major roadways like US-192, making your commute to downtown Kissimmee, Orlando, and world-class theme parks a breeze. Schedule your private showing today!
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Jason Ni (407-922-1538)
112 HARWOOD CIR, KISSIMMEE, FL 34744
$498,9002 Days on yellowkey MLS ID: S5151002
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2868 Built: 1998Monthly Fee: $38 Tax: $7,523 (2025)Community: Remington Ph 1 Tr DSpa: NoSingle Family
Taxes:$7,523
Remarks: Golf Course Frontage | Pond Views | Pool Home | 4 Bedrooms | 3 Full Baths Enjoy breathtaking golf course and pond views from this beautifully maintained 4-bedroom, 3-bath home nestled among majestic oak trees in one of Kissimmee's most desirable golf communities. From the moment you arrive, you'll appreciate the tranquil setting and exceptional outdoor living spaces designed to take full advantage of the picturesque surroundings. Step outside to your private screened-in pool overlooking the golf course and peaceful pond, or relax on the expansive screened second-floor balcony where you can enjoy your morning coffee while watching local wildlife and taking in the serene views. Inside, the home offers an inviting floor plan featuring a formal living room and elegant formal dining room, perfect for entertaining family and friends. The spacious kitchen includes an island, ceramic tile backsplash, ample cabinet space, and all appliances are included. A sunny breakfast area overlooks the backyard, creating the perfect place to start your day. Lets not forget the Family Room where everyone gathers to relax and enjoy the views from outside. This home also features a large bonus room ideal for a theater room, game room, home office, or flex space to suit your lifestyle. The spacious primary suite provides direct access to the screened balcony and offers a luxurious ensuite bath complete with a garden tub, separate shower, and dual vanities also generous-sized secondary bedrooms, abundant with natural light
Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)
Listing Agent: Laurie Varner (407-908-5476)
1255 WISPY CYPRESS DR, KISSIMMEE, FL 34746
$375,0002 Days on yellowkey MLS ID: V4948931
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1918 Built: 2022Monthly Fee: $355 Tax: $4,397 (2025)Community: Cypress Hammock Ph 1Townhouse
Taxes:$4,397
Remarks: Welcome to 1255 Wispy Cypress Drive, a beautifully maintained 4 bedroom, 2.5 bathroom townhome with a 2-car garage located in the desirable Cypress Hammock community of Kissimmee. Built by Hanover Family Builders, this Allendale floor plan offers 1,918 square feet of living space with an open first-floor layout, spacious great room, dining area, covered rear lanai, and all bedrooms conveniently located upstairs. The kitchen features warm-tone finishes, quartz countertops, stainless steel appliances, a large island, and additional floor-to-ceiling cabinetry added in 2025 for extra storage and functionality. The home also includes thoughtful upgrades such as Hunter ceiling fans with LED lighting and remote controls in each bedroom and the living area, Ring security cameras at the entrance and patio, a remote-controlled garage door opener with digital keypad, Samsung refrigerator, Samsung washer and dryer, and blinds throughout the home. Cypress Hammock offers resort-style amenities including a community pool, playground, recreation areas, and wetland preserve views, while the location provides easy access to shopping, dining, major commuter routes, and Central Florida attractions including Disney Springs, Animal Kingdom, Hollywood Studios, EPCOT, and Magic Kingdom. With a spacious layout, modern finishes, added storage, community amenities, and a prime Kissimmee location, this townhome is move-in ready and offers the convenience of low-maintenance Florida living.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Charlie Peterson (386-259-0744)
4871 FELLS COVE AVE, KISSIMMEE, FL 34744
$435,0002 Days on yellowkey MLS ID: A4695870
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2603 Built: 2005Monthly Fee: $53 Tax: $6,313 (2025)Community: Fells Cove Units 3-4 Ph 2Single Family
Taxes:$6,313
Remarks: Just minutes from the lively Lake Nona area, 4871 FELLS COVE AVE puts top-rated schools, premier attractions, Orlando International Airport, and Medical City all within easy reach. This 4-bedroom, 3-bathroom home sits in the sought-after Fells Cove community, where generous spacing between properties means real privacy. Inside, the single-story layout centers on a spacious master suite with its own private bath. Add in a low HOA, and it's a rare find. Schedule your viewing today and see it for yourself.
Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)
Listing Agent: Scott Fader (248-294-7850)
5588 DENNERY BAY RD, KISSIMMEE, FL 34758
$386,7802 Days on yellowkey MLS ID: O6413445
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2175 Built: 2026Monthly Fee: $125Community: Westview 50S GcSingle Family
Taxes:$0
Remarks: Under Construction. This new four-bedroom Hendrix showcases convenient single-story living. Three secondary bedrooms are located near the front of the home off the foyer, near a versatile flex space ready to be used as an office or studio. An open-concept floorplan blends the kitchen, living and dining areas with easy access to a covered patio, while a luxe owner’s suite is nestled into a private rear corner, providing direct access to a full bathroom with dual sinks and a walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
121 S ROMA WAY, KISSIMMEE, FL 34746
$350,0002 Days on yellowkey MLS ID: R4911375
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1740 Built: 2001Monthly Fee: $5 Tax: $5,082 (2025)Community: Indian Point Ph 7Single Family
Taxes:$5,082
Elementary School: Central Avenue Elem
High School: Poinciana High School
Remarks: Welcome to your Florida dream home! This beautifully maintained 4-bedroom, 2-bathroom residence offers the perfect combination of comfort, investment potential, and resort-style living. Whether you're a snowbird searching for a second home, an investor looking to capitalize on Airbnb or VRBO opportunities (short-term rentals are permitted), or a first-time homebuyer, this property is an exceptional opportunity. Step inside to discover a spacious open-concept floor plan filled with natural light, creating an inviting atmosphere ideal for entertaining family and guests. The home comes partially furnished, making it move-in or rental-ready from day one. Your private backyard oasis features a large, heated pool and spa, perfect for year-round enjoyment and maximizing rental appeal. Recent updates provide added peace of mind, including a brand-new roof installed in 2025. Residents enjoy access to outstanding community amenities, including a playground, tennis courts, community pool, and cabana, all with an incredibly low HOA fee. Conveniently located just minutes from Disney, major highways, shopping, dining, and entertainment, this home offers the ideal balance of lifestyle, location, and income-producing potential. Don't miss this rare opportunity—schedule your private showing today!
Listing is courtesy of: INTERNATIONAL EXECUTIVE REALTY (689-343-3583)
Listing Agent: Maritza Lopez (407-219-8914)
5441 CROWN POINT RD, KISSIMMEE, FL 34758
$362,8292 Days on yellowkey MLS ID: O6413061
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2271 Built: 2026Monthly Fee: $75Community: WestviewSingle Family
Elementary School: Koa Elementary
High School: Liberty High
Middle School: Discovery Intermediate
Remarks: Under Construction. What's Special: Extended Lot | Larger Backyard | Water View | Oversized Patio | Loft | Popular Plan. New Construction - July Completion! Built by America's Most Trusted Home Builder. Welcome to the Eagle at 5441 Crown Point Road in Westview! This spacious two-story floor plan offers a well-balanced layout designed for both comfort and functionality. The main level features an inviting foyer that leads into an open great room flowing seamlessly into the dining area and kitchen, complete with a central island and easy access to the patio—perfect for everyday living and entertaining. Upstairs, a versatile loft provides additional living space, while the private primary suite includes a generous bath and walk-in closet. Three secondary bedrooms, a full bath, and a conveniently located laundry room complete the second floor. Welcome to Westview! Here, you can wake up to fresh morning air and the natural sounds of the outdoors in a thoughtfully planned community. You are surrounded by protected wetlands, forested uplands, ponds, open space, and miles of trails that invite you to explore right outside your door. Westview is ideally located near Poinciana Parkway in Kissimmee, Florida, placing you close to Lake Toho, Kissimmee Lakefront Park, Old Town, Walt Disney World, and more. This is a neighborhood where nature, convenience, and everyday adventure come together. Additional Highlights Include: washer, dryer, refrigerator, whole house blinds. Photos are for representative purposes only. MLS#O6413061
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
156 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746
$425,0002 Days on yellowkey MLS ID: O6412507
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1549 Built: 2004Monthly Fee: $100 Tax: $5,728 (2025)Community: Terra Verde Ph 02Spa: NoSingle Family
Taxes:$5,728
Elementary School: Knights Point
Remarks: Welcome to this stunning fully furnished 4-bedroom, 3-bathroom home located in the highly sought-after Terra Verde Resort gated community. Whether you're searching for a primary residence, a vacation home, or an income-producing short-term rental property, this home delivers exceptional value and versatility. Featuring two spacious master suites, this well-maintained home provides comfort and privacy for owners and guests alike. One of the bathrooms has been fully renovated, adding a fresh, modern touch. The interior and exterior were professionally painted just one month ago, creating a clean, move-in-ready feel. Step outside to your private south-facing heated pool with an extended deck — perfect for outdoor dining, BBQ, and year-round entertaining. The home is also equipped with solar panels installed two years ago and a tankless water heater for added energy efficiency. Inside, the spacious living area features a one-year-old leather sectional with four built-in recliners. Property Features: 4 Bedrooms | 3 Bathrooms | Two Master Suites One Fully Renovated Bathroom Fully Furnished and Turnkey Private South-Facing Heated Pool with Extended Deck Solar Panels | Tankless Water Heater Recently Painted Interior and Exterior Leather Sectional with Four Recliners Two-Car Garage | Owner's Closet Located within Terra Verde Resort, residents enjoy 24-hour security and resort-style amenities, just minutes from world-famous theme parks, shopping, and dining. Schedule your private showing today!
Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)
Listing Agent: Leandro Kiss Dos Santos (689-317-9036)
5017 LAGUNA BAY CIR #97, KISSIMMEE, FL 34746
$242,0002 Days on yellowkey MLS ID: S5151093
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1220 Built: 1991Monthly Fee: $499 Tax: $2,964 (2025)Community: Villas At Laguna Bay CondoCondo
Taxes:$2,964
Elementary School: Sunrise Elementary
Middle School: Horizon Middle
Remarks: Fully furnished!!!3BR/2BA first-floor condo. Completely renovated in April 2026 with luxury vinyl flooring throughout. All windows have been replaced with new windows. Special assessment for window replacement ends in September; seller will pay. HOA fee includes water. Short-term rentals permitted. Excellent opportunity for primary residence, vacation home, or investment property. Resort-style community amenities include pool, hot tub, fitness center, sauna, tennis courts, playground, clubhouse, picnic areas, and walking paths. Conveniently located near major attractions, shopping, dining, and highways. Move-in or rental ready.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Veronica Martinez (954-918-8108)
7674 OTTERSPOOL ST, KISSIMMEE, FL 34747
$425,0002 Days on yellowkey MLS ID: O6413246
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2005Monthly Fee: $169 Tax: $4,614 (2025)Community: Windsor Hills Ph 2Townhouse
Taxes:$4,614
Remarks: Welcome to this beautifully maintained and upgraded 3-bedroom, 3-bathroom pool townhome located in the highly sought-after Windsor Hills Resort, just minutes from Walt Disney World. Offered fully furnished, this turnkey property is ideal as a primary residence, vacation home, or income-producing short-term rental investment. This exceptional home stands out within the community thanks to its numerous quality upgrades and thoughtful enhancements. The updated kitchen features upgraded cabinetry, granite countertops, and stainless-steel appliances, creating a stylish and functional space for owners and guests alike. Luxury vinyl flooring extends throughout the entire home, providing durability, easy maintenance, and a modern look with no carpet anywhere. A major improvement includes a NEW AC system installed in June 2020, offering peace of mind and energy efficiency. Upstairs, guests will love the tastefully themed Disney bedroom, while each bedroom has been thoughtfully designed to create a magical and memorable Disney vacation experience. Step outside to your private screened-in pool, perfect for relaxing after a day at the theme parks. Whether you're seeking a high-performing vacation rental or a personal getaway near Disney, this home checks all the boxes. Located within the gated Windsor Hills Resort community, residents and guests enjoy world-class amenities including a lagoon-style resort pool, water park, thrilling water slides, movie theater, fitness center, game room, sports courts, onsite convenience store, bar and grill, playgrounds, and more. Just minutes from Walt Disney World, Universal Orlando Resort, shopping, dining, and entertainment, this property offers the perfect combination of location, comfort, and investment potential. Don't miss this opportunity to own your own piece of the magic—schedule your private showing today!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Mike Chen, P.A (503-888-8070)
2905 SUMMER GREEN TRL, KISSIMMEE, FL 34744
$469,9002 Days on yellowkey MLS ID: O6413243
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2344 Built: 2021Monthly Fee: $93 Tax: $4,418 (2025)Community: Marbella Ph 2Single Family
Taxes:$4,418
Remarks: Discover this beautiful new updated listing. This spacious home offers four comfortable bedrooms, three stylish bathrooms, and an open floor plan that blends functionality with modern charm. The sleek kitchen features granite countertops and stainless-steel appliances, while elegant light fixtures comfort and character. The second-floor, primary suite offers privacy and comfort, complete with an ensuite bath featuring double sinks, a soaking tub. The primary suite with an extended walk-in closet for ample storage. Ideally located near parks, shopping, and major highways, this move-in-ready home combines convenience, comfort, and a vibrant lifestyle—making it the perfect place to start your next chapter. Don’t miss your chance to make it yours
Listing is courtesy of: NIZZ REALTY INC (954-526-5105)
Listing Agent: Eric Senate (407-729-6998)
2579 SKYLINE LOOP, KISSIMMEE, FL 34758
$270,72029 Days on yellowkey MLS ID: O6405670
1 Days Off yellowkey (back on 5/18/2026)
REDUCED by $5,000 (1.8%) on 05/12/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1834 Built: 2026Monthly Fee: $230Community: Westview 22 ThTownhouse
Remarks: Under Construction. This new Minori two-story home opens to an inviting dining room with shared access to a well-equipped kitchen and an expansive Great Room ideal for modern entertainment. Through glass-sliders is a breezy lanai. On the second level are two secondary bedrooms arranged near a full-sized bathroom, while down the hall is the private owner’s suite. The spacious owner’s suite includes a spa inspired bathroom and fabulous walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.
2027 BALBOA WAY, KISSIMMEE, FL 34741
$259,90037 Days on yellowkey MLS ID: S5148847
2 Days Off yellowkey (back on 6/1/2026)
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1418 Built: 1986Monthly Fee: $160 Tax: $2,071 (2025)Community: Royale Bermuda TwnhsTownhouse
Taxes:$2,071
High School: Osceola High School
Middle School: Denn John Middle
Remarks: Under contract-accepting backup offers. Seize the chance to explore this inviting townhome, ready for you to move in and make it your own. Featuring two spacious bedrooms and a versatile loft, this area can easily be transformed into a third bedroom, a productive home office, or a cozy family room—tailored to fit your lifestyle. Recent upgrades, including a brand-new roof finished in January 2025 and plush carpeting installed in November, offer peace of mind and comfort. Situated in an ideal location, you’ll find yourself just moments away from bustling shopping centers and The Loop, a lively hub filled with popular restaurants and major retailers like BJ's, JC Penney, Ross, Rooms To Go, and Hobby Lobby. Beyond the conveniences of daily living, the townhome’s proximity to Orlando’s renowned attractions—such as Disney World, SeaWorld, Universal Studios, and Orlando International Airport—ensures endless entertainment and travel possibilities right at your doorstep. Be sure to put this exceptional home at the top of your viewing list—it’s an opportunity you won’t want to miss!
Listing is courtesy of: FLORIDA PROPERTY HOMES (407-728-4650)
Listing Agent: Luis Cabrera (407-728-4650)
1776 LEYLAND CIR, KISSIMMEE, FL 34746
$339,99064 Days on yellowkey MLS ID: O6395809
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1614 Built: 2025Monthly Fee: $132 Tax: $346 (2025)Community: Evergreen ParkSpa: NoTownhouse
Taxes:$346
Remarks: Under Construction. The Sterling townhome in Evergreen offers 1614 sq ft, 3 bedrooms, 2.5 baths, a two garage, and concrete construction. Features include an open concept layout with a modern kitchen, smart home technology, and a tranquil community setting. Perfect for comfort and convenience. *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)
7958 HAVERHILL WAY, KISSIMMEE, FL 34747
$429,900251 Days on yellowkey MLS ID: S5135480
REDUCED by $6,100 (1.4%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1570 Built: 2022Monthly Fee: $449 Tax: $8,703 (2024)Community: Reunion Village Ph 3 RepSingle Family
Taxes:$8,703
Elementary School: Reedy Creek Elem (K 5)
Tax Year: 2024
Remarks: ***$5,000 seller credit available toward buyer’s closing costs or rate buy-down with an acceptable full-price purchase contract!*** What if your Disney trips paid for themselves? This 2022-built, fully furnished home in Reunion Village offers a rare opportunity to own a modern vacation property that’s already set up and operating as a short-term rental — with no management contract in place. Inside, you’ll find an open-concept layout designed for comfort and connection. The kitchen features granite countertops, stainless steel appliances, and a large island ideal for gathering after a day at the parks. The home is completely furnished and move-in ready, including themed bedrooms that create a memorable experience for guests and family alike. The converted garage game room — complete with pool table and air hockey — adds an extra layer of entertainment that today’s vacation renters look for. Currently operating as a short-term rental, this property gives you options: • Continue generating rental income • Use it as your personal vacation home • Do both — enjoy it and offset expenses No existing management contract means you’re in full control from day one. • Built in 2022 — newer systems, lower maintenance • Fully furnished — skip the setup time and expense • Active short-term rental use • Game room for added guest appeal • Located in a golf cart-friendly resort community Enjoy access to: • Private water park • Resort-style pools • Fitness center • Sports courts • 24-hour gated security Minutes from Walt Disney World®, Universal Orlando, and Central Florida’s top attractions — making this an ideal location for both personal use and guest demand. Whether you’re looking for a vacation home, a second property, or a way to combine lifestyle and income potential, this home offers a turnkey opportunity in one of Central Florida’s most recognized resort communities.
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Lisa Eaton, Pa (407-279-0317)
1290 SEASONS BLVD, KISSIMMEE, FL 34746
$499,99050 Days on yellowkey MLS ID: O6399764
0 Days Off yellowkey (back on 4/24/2026)
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 2834 Built: 2005Monthly Fee: $225 Tax: $4,437 (2025)Community: SeasonsSpa: YesSingle Family
Taxes:$4,437
Remarks: Under contract-accepting backup offers. PRICED BELOW MARKET for quick sale! Experience the Florida resort lifestyle! This light and bright, superbly maintained home will be your sunshine, and customized retreat. Clean, crisp, bright colors in paint and tile throughout! Whether you're looking for a primary residence with Resort-style living, an exciting vacation home for you & the family, or an income-producing investment property, look no further! From the moment you open the door you are welcomed with water views beyond your private pool! The entertaining style kitchen is adjacent to your family room boasting double height ceilings and a view of the balcony loft on the second floor. It also boasts all SMOKED STAINLESS STEEL APPLIANCES! The breakfast space is situated by the large glass doors to take advantage of the BREEZY POND VIEW, offering the option to open up the doors and dine with a fresh breeze and the view of your private pool and pond. The home boasts multiple upstairs bedrooms, several with their own ensuite bathrooms making it perfect for larger families and very desirable for rental guests. Ascending the staircase, there is a wide loft area splitting walkways to the 5 bedrooms spaced across the second floor. A huge second Master with en suite is located to the right just as you pass 2 smaller bedrooms, (QUEEN/TWIN size) that share a bath with tub and shower. On the left are Two additional Queen rooms, again, each have their own full ensuite, one with a pond view, the other with palm tree views. Sunny and peaceful refuge in both lovely, ample sized rooms. The converted garage area is currently open to be a game room, or home gym or theatre room with plenty of room for comfortable sofa or recliner seating, or a combination of the 3. The standout feature; the east-facing pool area boasts the most stunning sunrises over the beautiful pond and wooded areas offsetting the playground and viewing benches. The lanai is resort-picturesque and has a sprawling covered area with ceiling fans and room for two large dining areas. Additional features: Dual zoned smart NEST thermostats for each floor, an attic cooling fan, split HVAC in the game room/theatre/garage, LED efficient exterior and interior lights throughout, RING alarm system with exterior cameras and DC efficient ceiling fans throughout the interior and the Lanai! Truly a smart home! The home is located in the boutique, resort style community of SEASONS, a favorite return destination of international and domestic vacationing guests, due to its ideal location.(15 minutes to Disney, and dining choices from famous fasst food to 5 star dining.) HOA fees include landscaping and community common area care. This superbly maintained home is priced under market for quick sale and an opportunity you do not want to miss!! Schedule a showing today to view your new home!
Listing is courtesy of: VYLLA HOME (813-947-7996)
Listing Agent: Tammi Campbell (718-908-0127)
2220 EMPEROR DR, KISSIMMEE, FL 34744
$624,90045 Days on yellowkey MLS ID: S5148275
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2502 Built: 1991 Tax: $3,970 (2025)Community: Cane Brake Ph 2Spa: NoSingle Family
Taxes:$3,970
Remarks: Welcome to Paradise. This beautifully upgraded solid brick residence offers over $100,000 in premium improvements and the rare luxury of NO HOA, with conservation-area privacy and no rear neighbors. Enjoy a marble foyer and open layout, plus French doors with internal tilt blinds that open to a finished 24’ x 13’ climate controlled addition. The oversized 26’ x 16’ great room is ideal for entertaining. The expansive primary suite includes a dedicated office area, and all three bedrooms are generously sized and can fit king beds. Major updates include new windows and doors, a 2022 roof, and a 2017 A/C serviced annually. Step outside to a private 15’ x 30’ pool with a newly rescreened enclosure featuring 36" privacy kick plates, updated outdoor lighting, and a repainted pool deck, plus low-maintenance stone landscaping. The large backyard is perfect for gatherings and pets, with room for volleyball, wiffle ball, tossing a football, or hosting a barbecue or pool party. The backyard also includes a new 25’ x 30’ concrete pad and a 10’ x 20’ custom shed. Additional upgrades include new carpeting, Levolor blinds, new vinyl plank flooring in master bathroom, tinted windows, hurricane shutters, a hurricane-rated garage door, custom-color seamless gutters, and underground drainage. In the peaceful Cane Brake community, known for its quiet one-entrance design and long-term residents, this home offers exceptional comfort, privacy, and a serene atmosphere that feels like a private retreat. Schedule your showing today.
Listing Agent: Todd Krentzel (407-279-9899)
3849 CARRICK BEND DR, KISSIMMEE, FL 34746
$410,0004 Days on yellowkey MLS ID: O6412400
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2050 Built: 2020Monthly Fee: $165 Tax: $5,709 (2025)Community: Bellalago Ph 5JSingle Family
Taxes:$5,709
Remarks: Priced to sell........Extremely clean and move-in ready!!! Come and see luxury, modern and charm all in one home behind the 24-hours guarded gated resort style community of Bellelago. Property showcase expansive master suite with dual walk-in closets, Standing Shower and sock Tub and vaulted ceilings. Gourmet kitchen with granite countertops, sophisticated cabinetry, stainless-steel appliances, built-in double oven, breakfast island. All appliances will convey (fridge, stove, dishwasher, microwave, built-in double oven and washer / dryer). Luxurious upgraded blinds (some are remote operated), sophisticated upgraded light fixtures throughout. You will notice a sizeable screened in lanai that overlooks the oversized backyard with no rare neighbor as you look into the conservation. Epoxy flooring in the oversized two (2) car garage. Bellalago residents HOA dues includes complimentary High Speed Internet, Cable, multiple pools, two (2) onsite restaurants, boat ramp, picnic areas, parks, entertainment center, fitness center, dog park, clubhouse, water park, fishing piers, is a gated community with 24-hour security and offers resort-style amenities including two swimming pools, two restaurants, a fitness center, clubhouse, boat ramp, entertainment center, parks, walking trails, on-demand yoga and fitness instructor, and picnic areas. Property can be sold furnished or unfurnished. Schedule your appointment today!
Listing is courtesy of: KEY CLASSIC REALTY LLC (407-608-0961)
Listing Agent: Allison James-Ellis (954-856-4339)
381 ALDERSHOT CT, KISSIMMEE, FL 34758
$295,00040 Days on yellowkey MLS ID: O6402323
REDUCED by $50,000 (14.5%) on 06/04/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2763 Built: 2002Monthly Fee: $100 Tax: $5,085 (2025)Community: Poinciana Village 2 Nbhd 3Single Family
Taxes:$5,085
Elementary School: Deerwood Elem (Osceola Cty)
Remarks: Great opportunity to add value to this property with strong upside potential 4 bedrooms 3.5 baths. The home is structurally sound, with much of the major living areas in good condition, but it is ready for updates to the kitchen and bathrooms. Ideal for investors, flippers, or buyers looking to renovate and build equity. Located in an established neighborhood with convenient access to shopping, dining, schools, and major roadways. Property is being sold As-Is. Bring your vision and transform this home into a standout investment!
Listing is courtesy of: GLOBAL SAPPHIRE REALTY LLC (321-478-6135)
Listing Agent: Yvonne Vickers (954-687-8189)
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