Location: Kissimmee
Do Not Show Listings
1881 CRICKET CRADLE DR, KISSIMMEE, FL 34746
$430,000Listed 04/16/2026 10:08AM MLS ID: O6399511
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2109 Built: 2023Monthly Fee: $175 Tax: $7,186 (2025)Community: Storey CreekSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,186
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: 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. Stainless appliances, 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 Disney's Golden Oak Real Estate. Lake Tohopekaliga is nearby, offering fishing, canoeing, kayaking, and bird watching Disney's Golden Oak Real Estate. Shingle Creek Regional Park features scenic creek-side trails rich in natural beauty and Florida wildlife Disney's Golden Oak Real Estate. Storey Creek is strategically located near major roadways including SR-535, I-4, and US-192, close to shops, restaurants, and downtown Kissimmee Disney's Golden Oak Real Estate. 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)
203 CELEBRATION BLVD, KISSIMMEE, FL 34747
$1,249,000Listed 04/16/2026 9:30AM MLS ID: O6399333
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2770 Built: 1999Monthly Fee: $148 Tax: $13,717 (2025)Community: Celebration North Village Unit 3Spa: YesSingle Family
Taxes:$13,717
Elementary School: Celebration K-8
High School: Celebration High
Middle School: Celebration K-8
Remarks: Welcome to this beautifully maintained residence offering an elevated blend of comfort, style, and refined living in the highly sought after community of Celebration, just minutes from shopping, dining, major roadways, and under 20 minutes to Walt Disney World. From the moment you arrive, the expansive and inviting front porch creates a striking first impression, complemented by lush, updated landscaping and a meticulously cared for exterior that reflects true pride of ownership. Inside, you are welcomed by a light filled, thoughtfully designed interior featuring new flooring throughout, plantation shutters, and modern designer light fixtures that add a touch of sophistication. The open concept layout flows effortlessly, with a well-appointed kitchen offering abundant cabinetry, newer appliances, and an ideal setting for both everyday living and entertaining. Large windows frame the living spaces with natural light, enhancing the home’s clean lines and polished finishes. The home continues to impress with a highly functional layout, including a spacious and efficient laundry room and comfortable living areas designed with both style and practicality in mind. Step outside to your private outdoor retreat featuring a brand-new enclosed pool and spa, perfect for relaxing or entertaining in a serene setting. The wide second story balcony provides an additional space to unwind and enjoy the surroundings. Complete with a three-car garage and presented in move in ready condition, this home offers a seamless combination of elegance and everyday livability in one of Central Florida’s most desirable communities.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Vanessa Scotland, Pa (407-217-4580)
309 CORNWALLIS CT, KISSIMMEE, FL 34758
$235,0004 Days on yellowkey MLS ID: O6397141
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1008 Built: 1985Monthly Fee: $90 Tax: $2,969 (2025)Community: Poinciana Village 1 Nbhd 1 NorthSingle Family
Taxes:$2,969
Remarks: Charming single-family home located in a quiet residential area of Kissimmee. The property features 2 bedrooms and 2 bathrooms, with approximately 1,008 square feet of living space. It offers a functional layout, tile flooring throughout, central air conditioning, and a spacious lot of approximately 7,800 square feet. The kitchen has been updated with newer appliances, providing a comfortable space for everyday living. The primary bedroom includes a walk-in closet. This beautiful property is conveniently located near schools, parks, and everyday amenities, with easy access to major roads. An excellent opportunity for a primary residence or investment.
Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)
Listing Agent: Tania Rodriguez (321-443-0238)
2505 CORAL AVE, KISSIMMEE, FL 34741
$250,000115 Days on yellowkey MLS ID: O6369113
REDUCED by $5,000 (2.0%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1074 Built: 1982 Tax: $452 (2024)Community: Coral EstatesSingle Family
Taxes:$452
Tax Year: 2024
Remarks: Great opportunity to own a 2-bedroom, 2-bath home in the desirable Kissimmee area! This property offers solid potential for first-time buyers, investors, or anyone looking to add their personal touch. The home has been freshly painted and features a functional layout with comfortable living spaces. While it does need some TLC, updates are minimal—items include a new dishwasher and replacement of shower handles—making this a manageable fixer-upper with plenty of upside. Conveniently located close to schools, shopping, dining, and major roadways, this home combines location and value. Whether you’re searching for a starter home or an investment opportunity, this property is full of possibilities. Bring your vision and make it your own! Sold As-Is. All Dimensions Approximate.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Tom Phillips (407-580-8757)
2719 STAR GRASS CIR, KISSIMMEE, FL 34746
$480,00030 Days on yellowkey MLS ID: O6390877
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2794 Built: 2005Monthly Fee: $13 Tax: $5,012 (2025)Community: Brighton Lakes Ph 2 Prcl ISingle Family
Taxes:$5,012
Remarks: Welcome to this beautifully maintained 5-bedroom, 3-bathroom pool home located in the desirable Brighton Lakes community. This residence offers a perfect blend of comfort, functionality, and Florida living at its finest. Step inside to find a bright and open floor plan featuring spacious living areas with abundant natural light and elegant finishes throughout. The updated kitchen showcases modern cabinetry, sleek countertops, stainless steel appliances, and a stylish backsplash, creating an inviting space for both everyday living and entertaining. The adjoining dining area overlooks the backyard, enhancing the home’s airy feel. The primary suite offers a private retreat with a generously sized layout and an en-suite bathroom featuring dual vanities, a soaking tub, and a separate glass-enclosed shower. Additional bedrooms are well-appointed, providing flexibility for guests, family, or a home office. Enjoy year-round outdoor living in the screened-in lanai with a private pool, perfect for relaxing or hosting gatherings while enjoying serene views and added privacy. The covered patio area provides ample space for outdoor dining and lounging. Situated in a gated community with convenient access to shopping, dining, major highways, and Central Florida attractions, this home presents an exceptional opportunity for both primary residence and investment.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Franklin Mateo (407-476-3660)
3810 VIA MAZZINI CT, KISSIMMEE, FL 34759
$725,00084 Days on yellowkey MLS ID: O6374733
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3064 Built: 2023Monthly Fee: $276 Tax: $6,930 (2025)Community: Solivita-Phase 5H-Un 3Spa: YesSingle Family
Taxes:$6,930
Remarks: *** $35,000 PRICE IMPROVEMENT!!! *** Welcome to this Pristine Extensively UPGRADED LUXURY PALLAZIO model, featuring 3 Bedrooms, 3 Bathrooms PLUS Flex Room with French Doors, located in the Sought after VERSILIA subdivision in Solivita's premier GATED active, 55+ community, where thoughtful design, exceptional upgrades, and resort-style living come together. From the moment you arrive, you’ll appreciate the EXPANDED DRIVEWAY and striking curb appeal. Inside, the OPEN-CONCEPT layout showcases a STUNNING chef’s kitchen with quartz countertops, ADDITIONAL Upgraded Cabinetry with PULLOUT Shelving, designer hardware, stainless steel appliances, modern lighting, TRAY CEILINGS, and CROWN MOLDING throughout. The OVERSIZED Center Island is ideal for both everyday living and entertaining. DOUBLE POCKET GLASS SLIDING DOORS open seamlessly to the OVER EXTENDED and ENCLOSED LANAI creating a true indoor-outdoor living experience with tranquil CONSERVATION VIEWS and SPECTACULAR SUNSETS. The Lanai is already Plumbed for an OUTDOOR KITCHEN and includes exterior lighting along with a relaxing HOT TUB featuring dedicated electric and a built in ASTROTURF AREA ideal for furry friends or to use as a practice Putting Green, ideal for the avid Golfer! Interior highlights continue with a SPACIOUS PRIMARY SUITE offering a large Walk-in closet and Walk-in SHOWER with built-in benches, UPGRADED BATHS and LAUNDRY ROOM with CUSTOM TILE FLOORING and extra cabinets for storage, custom built-ins, ceiling fans, window treatments, FRENCH DOORS added to the Office/Flex room (the only home of this model with this feature), an OVERSIZED GARAGE with EPOXY-FINISHED Floors. Mechanical and Functional Enhancements include a WHOLE-HOUSE WATER FILTRATION SYSTEM and REVERSE OSMOSIS SYSTEM plumbed to the refrigerator line, WHOLE-HOUSE SURGE PROTECTION, additional electrical and outlets, GUTTERS AND DOWNSPOUTS, and EXTENSIVE DRAINAGE improvements. With over $100,000 in Documented UPGRADES, this home delivers exceptional quality, comfort, and long-term value. Solivita offers an UNMATCHED LIFESTYLE featuring two state-of-the-art amenity centers with upgraded fitness equipment, a yoga studio, meeting and lifestyle rooms, billiards room and life size chess board. It even has it's own ON-SITE PHARMACY for your convenience! Residents enjoy 36 holes of CHAMPIONSHIP GOLF with the option to join Stonegate Golf Club or pay-as-you-play, 3 on-site restaurants, 14 heated pools, INDOOR TRACK and POOL, 17 pickleball courts, 9 tennis courts, bocce ball courts, shuffleboard courts, 3 horseshoe pits, cornhole, a dog park, playground, COMMUNITY GARDEN, softball field and diamond, FARMERS MARKET every Monday and Friday and over 250 Resident Clubs for endless enjoyment year round. The HOA Fee provides PEACE OF MIND Living including LANDSCAPING, IRRIGATION and ROAD maintenance, Guard Gated SECURITY and Polk County Sheriff Mobile Patrols, AUTOMATED GATE ACCESS for Residents via license plate readers, and Fiber Optic Internet & TV service, too! With the BRAND NEW POINCIANA LAKES PLAZA right across from the entrance and Ideally Located within 45 minutes from Disney World and Orlando International Airport, Solivita offers RESORT-STYLE LIVING at its finest. Designed for comfort, functionality, and elevated lifestyle, this home truly STANDS OUT within the Solivita community! Schedule your Showing Today!
Listing is courtesy of: REAL ESTATE HOUSE FL INC (407-484-0005)
Listing Agent: Michele Vantuyl (407-305-5527)
1103 MARYGON ST, KISSIMMEE, FL 34744
$320,00020 Days on yellowkey MLS ID: O6394276
0 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1192 Built: 1971 Tax: $635 (2025)Community: Johnston Park RepSingle Family
Taxes:$635
Remarks: Under contract-accepting backup offers. Welcome to 1103 Marygon Street, a beautifully maintained 3-bedroom, 2-bathroom home offering comfort, functionality, and peace of mind. With major updates already completed, including a new roof (2022), A/C system (2021), electrical panel (2021), and water heater (2019), this home is truly move-in ready. Inside, you’ll find a bright and inviting layout with great natural light and flexible living spaces to fit your lifestyle. The kitchen features granite countertops and stainless steel appliances, providing both style and everyday convenience. The home offers a practical layout ideal for both daily living. Located in a prime Kissimmee area, you’ll enjoy easy access to major highways, shopping, dining, and schools, making commuting and everyday living simple and convenient. The outdoor space provides room to relax, entertain, and enjoy the Florida lifestyle. A must see. Schedule your private showing today.
Listing is courtesy of: ORANGE SLICE PROPERTIES (863-632-9765)
Listing Agent: Yessenia Cruz (340-226-1690)
716 CARIBOU DR, KISSIMMEE, FL 34759
$170,000268 Days on yellowkey MLS ID: TB8409412
1 Days Off yellowkey (back on 11/5/2025)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1050 Built: 1986Monthly Fee: $90 Tax: $1,675 (2024)Community: Poinciana Nbrhd 03 Village 03Single Family
Taxes:$1,675
Elementary School: Palmetto Elementary
High School: Haines City Senior High
Middle School: Lake Marion Creek Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Short Sale. SHORT SALE:Welcome to 716 Caribou Drive, a bright and spacious 2-bedroom, 2-bathroom home with a flexible additional space that can function as a third bedroom or home office, located in the quiet, family-friendly neighborhood of Poinciana Village 3. This single-family residence features a thoughtful layout with a spacious kitchen and dining area, a brand-new dishwasher (2024), a cozy living room filled with natural light, and a fully enclosed lanai—perfect for relaxing or entertaining with garden views. The property is equipped with hurricane shutters on all windows and doors, providing added peace of mind. The low $90/month HOA includes access to a community pool, fitness center, basketball court, parks, playgrounds, and even cable and internet, offering exceptional value. The home is conveniently located just minutes from Publix, Walmart, Home Depot, Lowe’s, and the Poinciana Medical Center, with easy access to major roadways like Poinciana Parkway, Highway 17-92, and I-4. Major attractions such as Walt Disney World, Universal Studios, and the upcoming Epic Universe theme park are only 35 minutes away. Poinciana is growing rapidly, with new developments bringing national retailers and restaurants to the area. Residents will also benefit from the upcoming retail additions at the SunRail station. Families will enjoy abundant outdoor recreational options within 15 miles, with popular spots like Vance Harmon Park and Poinciana Community Park offering a mix of sports courts, playgrounds, skate parks, and expansive green spaces. For date nights or exploring the local food scene, there’s a wide variety of restaurants offering unique culinary experiences. Fitness enthusiasts will also appreciate the proximity to top-rated gyms. Whether you’re looking for tranquility, convenience, or a well-rounded lifestyle, this home offers comfort and value in a rapidly developing community—perfect for families and professionals alike.
Listing is courtesy of: 10 STARS PROPERTY MANAGEMENT LLC (813-810-7099)
Listing Agent: Chant Karajian (813-810-7099)
KISSIMMEE, FL 34747
$410,50024 Days on yellowkey MLS ID: O6392933
0 Days Off yellowkey (back on 3/23/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1468 Built: 2020Monthly Fee: $603 Tax: $9,905 (2025)Community: Rolling Oaks Ph 6BSingle Family
Taxes:$9,905
Remarks: 2 BEDROOM 2 BATHROOM COTTAGE
Listing is courtesy of: FIRST STEP REALTY GROUP (786-641-6840)
Listing Agent: Kevin Velazquez (786-298-0394)
217 CORALWOOD CT, KISSIMMEE, FL 34743
$335,000182 Days on yellowkey MLS ID: S5136673
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1395 Built: 1997Monthly Fee: $53 Tax: $4,390 (2024)Community: CoralwoodSingle Family
Taxes:$4,390
Remarks: Discover the ideal blend of indoor and outdoor living in this spacious 3 bedroom 2 bathroom corner lot unit, perfectly situated in the desirable Buenaventura Lakes community. The home’s layout was designed for comfortable living, with a dedicated dining room for special occasions and a cozy eat-in kitchen for casual meals. The home offers a mix of practical tile and soft carpet, providing a welcoming retreat. Outside, the fully fenced backyard provides a safe space for recreation, while the screened-in pool promises endless hours of relaxation and entertainment. With an attached one-car garage, this home provides both comfort and ease of access. Its prime location places you just moments away from a variety of shopping and dining options, making errands and date nights equally convenient.
Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)
Listing Agent: Debbie Browning (407-908-9060)
2735 SCARBOROUGH DR, KISSIMMEE, FL 34744
$530,0003 Days on yellowkey MLS ID: S5147642
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2930 Built: 1996Monthly Fee: $13 Tax: $6,439 (2025)Community: Remington Ph 1 Tr ESpa: YesSingle Family
Taxes:$6,439
Elementary School: Partin Settlement Elem
High School: Gateway High School (9 12)
Middle School: Neptune Middle (6-8)
Remarks: Nestled within the beautifully maintained, gated community of Remington Golf Course, this exceptional two-story pool home offers the perfect blend of elegance, comfort, and true Florida luxury living. Featuring 5 spacious bedrooms, 4 full bathrooms, and breathtaking golf course views, this residence stands out as a rare opportunity. From the moment you arrive, the lush landscaping, manicured lawn, and charming front porch create a warm and inviting first impression. Step inside to a bright, open-concept layout filled with natural light, where the living room, dining area, and kitchen flow seamlessly, perfect for both everyday living and entertaining. The chef-inspired kitchen is designed to impress, featuring stainless steel appliances, including a new gas stove—a rare and highly desirable feature in Florida—pristine countertops, a breakfast bar, and abundant cabinetry, perfect for cooking and gathering with family and friends. The primary suite, located on the main floor, offers a private retreat with direct pool access. The en-suite bathroom features dual vanities, a soaking tub, walk-in shower, and a spacious walk-in closet. An additional main-level room provides flexibility as a guest suite, home office, or playroom, with a full bathroom nearby for added convenience. Upstairs, you’ll find a spacious loft, perfect for gatherings or relaxation, along with three additional bedrooms and two full bathrooms, offering plenty of space and privacy for family or guests. Step outside through sliding glass doors to your screened lanai and sparkling private pool with spa, all overlooking the serene Remington Golf Course. Whether entertaining or unwinding, this outdoor space is your personal oasis. Additional highlights include a newer roof (2019), direct golf course access, and a prime location near top-rated schools, shopping, dining, and major roadways. Don’t miss the opportunity to own this stunning golf course home in the heart of Kissimmee, schedule your private showing today.
Listing is courtesy of: SIGNATURE INTERNATIONAL REAL E (561-404-7263)
Listing Agent: Lorena Moscoso (954-204-9505)
429 BROOKFIELD DR, KISSIMMEE, FL 34758
$340,00034 Days on yellowkey MLS ID: C7523267
REDUCED by $10,000 (2.9%) on 04/16/2026
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2105 Built: 2021Monthly Fee: $100 Tax: $4,970 (2025)Community: Poinciana Village 02Single Family
Taxes:$4,970
Remarks: Discover this modern 4 bedroom, 2 bathroom home offering 2,105 sq ft of comfortable living space. The newer construction features a bright, open layout with spacious living and dining areas that flow seamlessly into the kitchen, making it ideal for both everyday living and entertaining. The primary suite includes a private bathroom and generous closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a nicely sized yard with room to relax or personalize. Located in a quiet, well-kept neighborhood, this move-in ready home is easy to show and ready for its next owner.
Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)
Listing Agent: Raul Pino (305-662-1502)
1491 AUGUST GRAY DR, KISSIMMEE, FL 34744
$430,0007 Days on yellowkey MLS ID: O6397176
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2070 Built: 2025Monthly Fee: $80 Tax: $1,748 (2025)Community: Seasons At Big Sky Ph 1Single Family
Taxes:$1,748
Remarks: Short Sale. Welcome to Seasons at Big Sky, where modern living meets everyday convenience in one of Kissimmee’s fastest-growing corridors. This beautifully maintained residence at 1491 August Gray Dr offers a fresh, open feel with thoughtfully designed spaces that cater to both comfort and functionality. From the moment you arrive, the clean lines, inviting entry, and well-kept surroundings set the tone for what’s inside. Step into a light-filled interior where the layout flows effortlessly, creating the perfect setting for both relaxed living and entertaining. The living areas feel connected yet defined, giving you flexibility for gatherings, work-from-home needs, or simply unwinding at the end of the day. Positioned for convenience, this home places you just minutes from Lake Nona, Medical City, and the Orlando International Airport, with easy access to major roadways including Florida’s Turnpike and US-192. Daily essentials, dining, and shopping are all within reach, while continued development in the surrounding area is bringing exciting new retail, dining, and lifestyle destinations to the community. Outdoor enthusiasts will appreciate nearby parks, green spaces, and recreational options, offering plenty of ways to enjoy the Florida sunshine year-round. As growth continues throughout Kissimmee and the surrounding areas, this location stands out for its accessibility and long-term appeal. Whether you're looking for your next home or a smart investment in a thriving area, this property offers the perfect balance of style, location, and future potential.
Listing Agent: Gilberto Figueroa (407-860-5627)
718 TOULON DR, KISSIMMEE, FL 34759
$335,000Listed 04/16/2026 11:03AM MLS ID: O6399344
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1652 Built: 1998Monthly Fee: $100 Tax: $4,162 (2025)Community: Poinciana Village 5 Nbhd 1Spa: YesSingle Family
Taxes:$4,162
Elementary School: Chestnut Elem
High School: Liberty High
Middle School: Discovery Intermediate
Remarks: STOP — Welcome Home! This is the pool home you’ve been searching for—offering privacy, upgrades, and exceptional value all in one. With no rear neighbors and a beautifully designed outdoor space, you can enjoy your own private retreat featuring a screened-in pool, expansive deck, and covered lanai with a built-in bar—perfect for entertaining or relaxing weekends at home. Inside, you’re welcomed by an open floor plan with vaulted ceilings and abundant natural light pouring in through double sliding glass doors, creating seamless indoor-outdoor living and offering stunning pool views from multiple areas. This turn-key 4-bedroom, 2-bath home has been thoughtfully updated with waterproof laminate flooring, modern lighting, and a fully renovated kitchen featuring granite countertops, a cooking island, new cabinetry, and a 2023 dishwasher. The split-bedroom layout provides ideal privacy, with the spacious owner’s suite tucked away on one side, complete with a walk-in closet and an upgraded en-suite bath featuring dual vanities, a walk-in shower, and a relaxing Jacuzzi tub. On the opposite side, three additional bedrooms—all with ceiling fans—share a beautifully updated second bathroom. Additional improvements bring peace of mind and efficiency, including a 2022 AC handler, a 9-year-old roof, solar panels, and a water filtration system. The home also features vinyl fencing for added privacy, a large interior laundry room, and a metal shed for extra storage, helping keep your garage space clear and organized. Location adds even more value—just minutes (approximately 7 minutes) from shopping, dining, and medical facilities. The community enhances your lifestyle with amenities such as a pool, fitness center, park, cable TV, and internet, while Poinciana residents also enjoy access to a hospital and medical center, YMCA, parks, walking trails, and convenient toll road access toward I-4 and Reunion. This home truly checks every box—privacy, upgrades, location, and lifestyle.
Listing is courtesy of: RESIDENTIAL MATCHMAKERS LLC (407-286-1698)
Listing Agent: Swanise Brown (954-479-4711)
2695 HOLIDAY WOODS DR, KISSIMMEE, FL 34744
$299,500Listed 04/16/2026 9:44AM MLS ID: S5147602
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1981 Tax: $1,429 (2025)Community: Holiday WoodsSingle Family
Taxes:$1,429
Remarks: If you’ve been searching for charm, character, and convenience, this is it. This fully updated bungalow exudes a cozy cottage feel with modern finishes throughout, creating the perfect blend of comfort and style. As soon as you walk in, you’ll notice how open and airy the space feels, making it perfect for both everyday living and entertaining. This home truly has all the upgrades you can think of, including Corian countertops, a durable metal roof, a beautiful electric fireplace, a whole-home water filtration system, a well, and a septic tank that was flushed just two months ago. The windows have been upgraded to double pane windows. The roof and windows were replaced in 2019, and the A/C was replaced in 2026, offering added peace of mind. Situated on a quiet, established street, it provides a peaceful retreat while still being just minutes from Lake Nona, St. Cloud, Orlando International Airport, major highways, and the area’s top attractions, plus it's conveniently located near Austin-Tindall Sports Complex. From the moment you pull into the paver driveway, you’ll feel right at home.
Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)
Listing Agent: Cassandra Kelly (407-433-2000)
2563 ASTER COVE LN, KISSIMMEE, FL 34758
$375,00014 Days on yellowkey MLS ID: S5147077
REDUCED by $10,000 (2.6%) on 04/16/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2084 Built: 2000Monthly Fee: $87 Tax: $6,225 (2025)Community: Aster Cove At Crescent LakesSingle Family
Taxes:$6,225
Remarks: Great 4 bedroom 3 bath home in a gated community. lose to the schools. Split floorplan, built-in entertainment center.
Listing is courtesy of: MBT HOMES (407-569-5884)
Listing Agent: Pascale Trosch (407-791-6319)
7714 COMROW ST, KISSIMMEE, FL 34747
$585,0001 Day on yellowkey MLS ID: S5147850
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 1824 Built: 2004Monthly Fee: $171 Tax: $6,331 (2025)Community: Windsor Hills Ph 1Spa: YesSingle Family
Taxes:$6,331
Elementary School: Four Corner Elem
Middle School: West Side
Remarks: Beautiful 4-bedroom, 4-bath Pool Home in Premier Windsor Hills Resort. Income-Producing and Fully Furnished. Don't miss this exceptional opportunity to own a high-performing vacation rental in the highly sought-after Windsor Hills Resort, just minutes from Walt Disney World. This tastefully furnished and meticulously maintained 4-bedroom, 4-bathroom home offers a private screened-in heated pool and spa, with no rear neighbors and serene views of a large pond. Step inside to an open-concept layout with a spacious main living area, perfect for entertaining or relaxing after a day at the parks. Each bedroom features its own private en-suite bathroom, providing comfort and privacy for all guests. The home is being sold fully furnished, including a game room (garage-converted), updated stainless steel appliances, and all new kitchen cabinet doors and drawer fronts recently installed. Other upgrades include: newer roof (December 2024), newer air conditioning system (Sept 2023), ceiling fans in all bedrooms (and 2 on the lanai), new air hockey and foosball table in game room (March 2026). Windsor Hills is a guard-gated resort community with world-class amenities, including a clubhouse with a movie theater, game room, fitness center, on-site market and snack bar. Enjoy the lagoon-style heated pool, water park with kid’s slide, hot tub, multiple playgrounds, sports courts (basketball, tennis, volleyball, pickle ball), putting green, BBQ area, and more. This home is currently an active vacation rental and comes with future bookings already in place, offering an immediate return on investment. Whether you’re looking for a personal getaway or a proven income-generating property, this home has it all. Schedule your private showing today; you have to see it to truly appreciate everything it offers!
Listing is courtesy of: BRIDGE REALTY GROUP (407-966-4700)
Listing Agent: Rem Vonk (407-966-4700)
8832 MACAPA DR, KISSIMMEE, FL 34747
$699,000534 Days on yellowkey MLS ID: O6252445
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2016Monthly Fee: $607 Tax: $10,965 (2023)Community: Windsor At Westside Ph 2ASpa: YesSingle Family
Taxes:$10,965
Elementary School: Westside K-8
Tax Year: 2023
Middle School: Horizon Middle
Remarks: Welcome to the best of Florida resort life! This 8 bedroom 6 bathroom house has all you can ask for and more! Fully furnished, this home is ready for an immediate occupancy, whether you're seeking an ideal AirBNB/Short-Term Rental or a personal vacation/ winter time residence. Airy and bright, the open-concept floor plan connects the living, dining, and kitchen areas, providing the perfect layout. The sliding doors in the family room area lead you directly to the pool patio area, creating a seamless indoor-outdoor living experience. An oversized heated pool with a jacuzzi and large patio space allows for cookouts, pool parties and watching the sunsets. The first-floor primary suite with a private bathroom and direct access to the lanai provides you a great personal space. An additional first-floor bedroom offers flexibility. Upstairs, there are six more spacious bedrooms and a loft space suitable for movie nights or a play area. Located in the luxurious community of Windsor at Westside, you'll have access to a variety of resort-style amenities, including a grand clubhouse, fitness center, lazy river, and more. Theme parks , beaches and shopping are just a short drive away, you'll have endless entertainment options at your fingertips. The HOA covers cable, internet, lawn care, trash, 24 hr security guard for a smooth and worry free life style. Make your appointment today! Equal Opportunity Housing.
Listing is courtesy of: LAWHUN ENTERPRISES IV, LLC DBA:FLORIDA REALTY INVESTMENTS IV (407-207-2220)
Listing Agent: Magdalena Danos, Pll (407-760-9286)
9052 PAOLOS PL, KISSIMMEE, FL 34747
$539,90019 Days on yellowkey MLS ID: O6394431
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2891 Built: 2006Monthly Fee: $209 Tax: $8,815 (2025)Community: Westside Prcl D CalabriaSingle Family
Taxes:$8,815
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Some homes check the boxes. This one raises the bar. Nestled in the coveted Westside Calabria community just minutes from Walt Disney World, this stunning pool home has been thoughtfully updated from top to bottom with new flooring, new quartz countertops, fresh interior paint, new appliances, and a new AC, so you can move right in and start living! Inside, you'll find a flowing open floor plan dressed in crown molding, elegant arched doorways, and decorative columns that give the home a timeless, polished feel. The kitchen is anchored by a large center island, gleaming quartz countertops, subway tile backsplash, and stainless steel appliances. Plantation shutters and modern black-framed windows frame every room with style, while a formal living room, dining room, and expansive family room give everyone space to spread out. The primary suite is a true retreat, complete with a spa-like en-suite featuring a soaking tub. Step through the sliding glass doors and into your own backyard oasis, a screened-in pool and spa, serene pond views, and an oversized paver lanai made for morning coffee and sunset gatherings alike. Whether you're searching for a primary residence or a short-term rental investment, Westside Calabria delivers the flexibility you need in one of Central Florida's most desirable corridors. Just minutes to I-4, US-192, world-class dining, shopping, and every attraction the area has to offer.
Listing is courtesy of: ACME REAL ESTATE FLORIDA LLC (407-601-4958)
Listing Agent: Regan Jackson (407-421-1420)
9014 PELICAN COVE TRL, KISSIMMEE, FL 34747
$860,000Listed 04/16/2026 12:28PM MLS ID: O6399359
Bed: 9 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4378 Built: 2018Monthly Fee: $404 Tax: $11,915 (2025)Community: Solara ResortSpa: YesSingle Family
Taxes:$11,915
Remarks: Seller will contribute $10,000 toward buyer’s closing costs or to buy down your interest rate! Turnkey Luxury Investment Home Just Steps from the Clubhouse in Solara Resort – Fully Furnished 9-Bedroom Model with Pool, Spa & Game Room... Now available is a rare opportunity to own a former model home in the exclusive, guard-gated Solara Resort—ideally located just steps from the clubhouse and world-class amenities. This beautifully appointed Naples II floor plan features 9 spacious bedrooms, 6.5 bathrooms, a large loft, a two-car garage, and comes fully furnished, making it a true turnkey investment. Meticulously maintained and still under builder warranty for another year, this home was previously a lease-back to Mattamy Homes and showcases over $100,000 in high-end upgrades. From the moment you walk in, you’ll be impressed by the open-concept layout, soaring ceilings, abundant natural light, and stylish design. The gourmet kitchen is a chef’s dream, featuring 42-inch cabinets, granite countertops, stainless steel appliances, and a large island with breakfast bar—perfect for casual meals and entertaining. The living and dining areas flow seamlessly onto a covered patio overlooking a private heated pool and spa, creating the perfect outdoor retreat for relaxation or hosting guests. The primary suite is conveniently located on the first floor and includes a walk-in closet and spa-like en-suite bath with dual vanities, soaking tub, and separate shower. Upstairs, themed bedrooms and a large loft with multiple big-screen TVs an immersive and fun-filled experience for guests, making this home highly desirable for short-term rentals. The garage has been transformed into a vibrant game room, further enhancing the home’s appeal on platforms like Airbnb and VRBO. With strong booking performance and an option for the seller to share future reservations, this is an investment opportunity you don’t want to miss. Located less than 15 minutes from Walt Disney World and with easy access to I-4, US-192, and US-27, the home offers unmatched convenience to Orlando’s top attractions, restaurants, and shopping destinations. The HOA includes internet, cable, landscaping, and access to one of Central Florida’s most impressive amenity centers. Solara Resort delivers the ultimate resort lifestyle, with a zero-entry pool, FlowRider surf simulator, water slides, poolside cabanas, bar and grill, on-site café, state-of-the-art fitness center, yoga lawn, splash zone, playground, marketplace, and sports courts for basketball, soccer, and volleyball. Whether you’re looking to generate passive income or create a luxurious family getaway, this property checks every box. With limited inventory and high demand in Solara Resort, opportunities like this are extremely rare. The motivated seller is open to offers and welcomes Realtor collaboration.
Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)
Listing Agent: Glauco Pochine (407-600-8766)
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