Location: Kissimmee
Do Not Show Listings
2345 SOUTHBURY, KISSIMMEE, FL 34744
$369,000Listed 06/12/2026 12:31PM MLS ID: S5151680
Bed: 3 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 1553 Built: 2025Monthly Fee: $127 Tax: $2,000 (2025)Community: Tohoqua Phase 1Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,000
Elementary School: Neptune Elementary
High School: Gateway High School (9 12)
Tax Year: 2025
Middle School: Neptune Middle (6-8)
Remarks: Welcome to this beautiful townhome located in the highly desirable Tohoqua community in Kissimmee. This well-maintained residence features 3 bedrooms, 2 full bathrooms, and 1 half bathroom, offering a spacious open-concept layout perfect for everyday living and entertaining. The modern kitchen overlooks the main living area and includes ample cabinet space and contemporary finishes. The primary suite features a walk-in closet and private bath. Enjoy resort-style community amenities including a pool, fitness center, playground, walking trails, and more. Conveniently located near Lake Nona, Medical City, major highways, shopping, dining, and top-rated schools. Don’t miss this opportunity to own a home in one of Central Florida’s fastest-growing communities.
Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)
Listing Agent: Luis Nieto (305-873-9552)
665 REGENCY WAY, KISSIMMEE, FL 34758
$374,9902 Days on yellowkey MLS ID: O6415683
Bed: 6 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2417 Built: 1995Monthly Fee: $100 Tax: $1,214 (2025)Community: Poinciana Village 1 Nbhd 3 WestSingle Family
Taxes:$1,214
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. Beautifully updated home featuring an open floor plan with brand-new flooring throughout and all-new appliances. The spacious layout offers comfortable living and entertaining areas filled with natural light. A separate 2-bedroom, 1-bath in-law suite with its own private entrance provides excellent flexibility for extended family, guests, or rental potential. Additional features include a double-car garage, dedicated laundry room, and modern finishes throughout. Move-in ready and designed for convenience, comfort, and versatility. Don't miss this incredible opportunity!
Listing is courtesy of: VOLKE REAL ESTATE LLC (407-502-2383)
Listing Agent: Gabriela Lauria (407-724-1407)
2968 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747
$299,000Listed 06/12/2026 12:28PM MLS ID: O6416435
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1394 Built: 2022Monthly Fee: $468 Tax: $7,689 (2025)Community: Rolling Oaks Ph 7Spa: NoTownhouse
Taxes:$7,689
Elementary School: Westside K-8
High School: Celebration High
Middle School: Kissimmee Middle
Remarks: TURNKEY and ready for move in or rent out ! Welcome to 2968 Caribbean Soul Drive in Margaritaville Resort Orlando, one of Central Florida's most sought-after vacation home and short-term rental communities. This fully furnished, turnkey 2-bedroom, 2.5-bath townhome with a versatile loft offers an exceptional opportunity for investors, vacation home buyers, and those seeking a low-maintenance Florida lifestyle. Zoned for short-term rentals and located just minutes from Walt Disney World, this property is perfectly positioned to capitalize on the thriving Orlando vacation rental market. Step inside to discover an open-concept floor plan featuring ceramic tile flooring, soaring ceilings, solid surface countertops, designer finishes, and a modern kitchen that flows seamlessly into the living and dining areas. Upstairs, the spacious primary suite offers a walk-in closet and private bath, while the additional bedroom and loft provide flexible accommodations for guests and families. What truly sets this property apart is its incredible income-producing potential. Whether listed on Airbnb, VRBO, Booking.com, or other vacation rental platforms, guests are drawn to Margaritaville's world-famous resort atmosphere and unbeatable location near Orlando's top attractions. The home is offered fully furnished, allowing for immediate occupancy or rental activation. Residents and guests enjoy access to resort-style amenities including multiple lagoon-style pools, fitness center, restaurants, bars, shopping, walking trails, entertainment venues, trolley service, and 24-hour gated security. HOA services include exterior maintenance, cable, internet, and community amenities, creating a truly hassle-free ownership experience. Located in the heart of Kissimmee's tourism corridor, this home places visitors within minutes of: Walt Disney World Resort Disney's Animal Kingdom EPCOT Disney Springs Universal Orlando Resort SeaWorld Orlando Margaritaville Promenade at Sunset Walk Island H2O Water Park ESPN Wide World of Sports Championship golf courses Shopping, dining, and entertainment throughout Central Florida Whether you are searching for a high-performing vacation rental, a Disney-area investment property, a second home, or a full-time residence, this exceptional Margaritaville Resort Orlando townhome offers location, lifestyle, and investment potential all in one.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Cassie Lamoureux (407-432-9180)
4894 OLD TAMPA HWY, KISSIMMEE, FL 34758
$399,9007 Days on yellowkey MLS ID: O6414471
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1616 Built: 1979 Tax: $4,704 (2025)Community: Cherub HomesSpa: YesSingle Family
Taxes:$4,704
High School: Poinciana High School
Remarks: Welcome to this beautifully updated pool home in the heart of Kissimmee, offering the perfect blend of comfort, convenience, and investment potential. Located in a rapidly growing area just minutes from Walt Disney World, major attractions, shopping, dining, and entertainment, this property is ideal as a primary residence, first home, vacation home, or investment opportunity. Inside, you’ll find a bright and modern interior featuring fresh paint, recessed lighting throughout, updated fixtures, an updated kitchen, renovated bathrooms, and updated closet doors. The thoughtful upgrades create a move-in-ready home that combines style and functionality. Step outside and enjoy your own private backyard retreat. The resurfaced pool, freshly painted pool deck, and updated pool pump make it easy to enjoy Florida living year-round, whether you’re relaxing with family or entertaining guests. Recent improvements include updated landscaping, fresh interior paint, recessed lighting throughout, updated fixtures, an updated kitchen, updated bathrooms, updated closet doors, a resurfaced pool, freshly painted pool deck, updated pool pump, and many additional enhancements throughout the home. Don’t miss this opportunity to own a beautifully updated property in one of Central Florida’s most desirable and growing locations.
Listing is courtesy of: TBRO REALTY LLC (407-403-4322)
Listing Agent: Jorge Perez Gonzalez (321-525-0204)
4687 FAIRY TALE CIR, KISSIMMEE, FL 34746
$550,000446 Days on yellowkey MLS ID: O6292839
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2166 Built: 2017Monthly Fee: $239 Tax: $7,233 (2024)Community: Storey LakeSingle Family
Taxes:$7,233
Tax Year: 2024
Remarks: You'll fall in love with this comfortable four-bedroom home featuring a fully equipped kitchen, separate laundry room, a spacious master bedroom with a closet, and a screened-in porch. The home also features a wide driveway with a two-car garage and a beautiful garden. The community is very well located, just minutes from major supermarkets and shopping, making it very convenient. The gated community features a dog park, playground, community pool, and fitness center. HOA dues are affordable and include cable and internet. *Basic service. Contact us today for a showing. We look forward to working with you!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Edwin Nieves (407-340-0537)
4617 SPARKLING SHELL AVE, KISSIMMEE, FL 34746
$275,000192 Days on yellowkey MLS ID: S5139636
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1683 Built: 2023Monthly Fee: $300 Tax: $4,144 (2024)Community: Cypress Cay Ph 1Townhouse
Taxes:$4,144
Remarks: Short Sale. SHORTSALE Cypress Cay is a beautiful new townhome community offering spacious residences with modern, open-concept designs. This home features 3 bedrooms, 2.5 bathrooms, and a private back patio. The expansive first floor provides the perfect layout for entertaining. Built with energy efficiency in mind, it also includes integrated Smart Home Technology for added convenience.** The HOA offers fantastic amenities such as a pool and cabana, playground, half-court basketball court, dog park, walking trails, and a fiber-optic network delivering up to 1 Gigabit internet speed. The community is ideally located near major highways, including I-4, 417, Osceola Parkway, and 192, providing easy access to International Drive, Disney, and more. Grocery stores, restaurants, and everyday conveniences are just minutes away.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Andrea Munoz (407-989-2021)
8060 DREAMSICLE DR, KISSIMMEE, FL 34747
$590,0001 Day on yellowkey MLS ID: W7886608
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1564 Built: 2019Monthly Fee: $665 Tax: $10,015 (2025)Community: Rolling Oaks Ph 5Spa: YesSingle Family
Taxes:$10,015
Remarks: Welcome to 8060 Dreamsicle Drive, where every day feels like a vacation and every stay creates an opportunity. Located within the world-renowned Margaritaville Resort Orlando, this beautifully FULLY FURNISHED and income-producing cottage offers the perfect combination of luxury resort living, investment potential, and unforgettable Florida lifestyle experiences, all just minutes from Walt Disney World. Whether you're searching for a high-performing vacation rental, a second home in paradise, or a personal retreat that generates income when you're away, this turnkey property delivers on every level. From the moment you arrive, the charming Key West-inspired architecture, tropical landscaping, and colorful coastal design create an atmosphere that instantly transports you into vacation mode. Inside, you'll discover a thoughtfully designed open-concept floor plan featuring soaring ceilings, abundant natural light, designer finishes, and the highly sought-after "Son of a Sailor" interior package. The beautifully appointed kitchen features quartz countertops, upgraded cabinetry, stainless steel appliances, and ample space for gathering with family and friends after a day of enjoying everything Orlando has to offer. The spacious living and dining areas flow seamlessly together, creating the perfect environment for entertaining, relaxing, and making lasting memories. This home is a 3 bedroom with a bonus room. One of the most desirable features of this home is the rare dual-primary-suite layout, with (2) PRIVATE OWNER'S SUITES located on both the first and second floors, providing exceptional comfort and flexibility for owners and guests alike. Step outside to your private tropical oasis where a beautifully paved patio, lush landscaping, and above-ground hot tub create the perfect setting to unwind under the Florida sunshine or enjoy peaceful evenings after visiting the nearby theme parks. This home is being offered fully furnished and turnkey, including furniture, televisions, artwork, décor, linens, kitchen essentials, window treatments, housewares, and more, allowing the next owner to immediately begin enjoying the property or continue operating it as a successful vacation rental. Beyond the home itself lies one of Central Florida's most exciting resort destinations. Margaritaville Resort Orlando offers a truly unmatched lifestyle experience featuring multiple resort-style pools, fitness center, on-site water park, entertainment venues, concierge services, and access to the vibrant Sunset Walk district featuring restaurants, bars, live music, shopping, nightlife, family attractions, and year-round events. Located just minutes from Disney Parks, Universal Studios, Epic Universe, championship golf courses, Orlando International Airport, shopping, dining, and major highways, this prime location continues to attract vacationers and investors from around the world. Opportunities like this are becoming increasingly rare. Whether your goal is generating rental income, owning a luxury vacation home, building a real estate investment portfolio, or simply embracing the Margaritaville lifestyle. Paradise isn't just a destination, it can be your next address. Schedule your private showing TODAY!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)
Listing Agent: Dj Arrazcaeta Jr, Llc (727-808-6066)
4704 RUBY RED LN, KISSIMMEE, FL 34746
$450,00072 Days on yellowkey MLS ID: O6395863
2 Days Off yellowkey (back on 5/13/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1978 Built: 2013Monthly Fee: $205 Tax: $5,799 (2025)Community: Crystal Cove ResortSingle Family
Taxes:$5,799
Elementary School: Island Village Elementary School
Middle School: Harmony Middle
Remarks: Exceptional opportunity to own a beautiful 4-bedroom, 2-bath home with a private pool in a prime Kissimmee location, perfect for living, investing, or generating income through short-term rentals. This well-maintained, lightly used home features a spacious primary suite with a large walk-in closet, a functional layout, and bright living areas. Enjoy a screened-in pool area with peaceful water views, ideal for relaxing or entertaining. The community offers great amenities, including a pool, parks, and a clubhouse with a gym. Recent updates provide peace of mind, including a roof installed in November 2024 and an A/C system replaced in 2021. Whether you are looking for a primary residence, vacation home, or income-producing property, this home offers the flexibility to enjoy your time in Orlando while renting it out when not in use, making it a smart and versatile investment in a high-demand area close to shopping, dining, and major attractions.
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: Gabby Lara (786-757-3852)
3331 WHITESTONE CIR #101, KISSIMMEE, FL 34741
$231,00032 Days on yellowkey MLS ID: S5148826
REDUCED by $8,000 (3.3%) on 06/12/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1495 Built: 2006Monthly Fee: $392 Tax: $4,316 (2025)Community: Flora Ridge Condo Ph 7 Bldg 12Condo
Taxes:$4,316
Elementary School: Floral Ridge Elementary
High School: Osceola High School
Remarks: This beautifully maintained first-floor three-bedroom, two-bathroom condo in Kissimmee offers an exceptional opportunity for homeowners and investors alike. Conveniently located near major shopping centers, restaurants, and entertainment, and just minutes from Walt Disney World Resort, this property combines comfort, convenience, and lifestyle. Situated within a secure gated community, residents enjoy peace of mind along with amenities designed for relaxation and enjoyment. The community features elevator access to all floors and a beautifully designed resort-style pool overlooking the lake, creating the perfect setting to unwind. Located on the first floor for added convenience and easy access, this condo is ideal for families, professionals, or investors seeking strong rental potential in one of Central Florida’s most desirable areas.
Listing is courtesy of: ALTIS REALTY (407-401-7447)
Listing Agent: Reynaldo Izaguirre, Pa (407-683-0998)
2743 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744
$649,900101 Days on yellowkey MLS ID: O6386876
REDUCED by $15,100 (2.3%) on 06/11/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2856 Built: 2005Monthly Fee: $195 Tax: $7,062 (2025)Community: Kissimmee BaySpa: YesSingle Family
Taxes:$7,062
Elementary School: Partin Settlement Elem
Remarks: FOR SALE! Exceptional property in Kissimmee Bay, a true hidden gem in Central Florida. Now featuring stunning twilight photos that bring this home to life after sunset. Schedule your private showing today. Discover Kissimmee Bay, where outdoor living and indoor comfort come together in perfect balance. This meticulously maintained, single-level, four-bedroom, three-bath pool home is nestled along the golf course and preserves of Kissimmee Bay Country Club, making a superb first impression and reflecting true pride of ownership. The front elevation features a tile roof, arched windows, and stone accents. The expansive paver driveway provides ample space for parking and adds to the home’s impressive presence. This home has been tastefully upgraded throughout with quality finishes, desirable features, and has an expertly designed floor plan. This home, filled with natural light, high ceilings and triple sliding glass doors, offers a formal dining room, a living room overlooking the pool and golf course-preserve view, a flex room perfect for a home office, and an open concept kitchen with a family room that seamlessly connects to the outdoor pool lanai. The fabulous, updated kitchen is bright, open and inviting. Features include a large island and quartz countertops, a tile backsplash, electric cooktop, an LG refrigerator, an oven and microwave combo, glass cabinet accents with lighting, and a beautiful neutral light color palette. The primary suite is spacious with a coffered ceiling, two walk-in closets, and a new spa-inspired primary bathroom featuring a modern, seamless epoxy floor, a beautiful open shower and custom cabinetry. The home layout also includes a Jack & Jill bedroom and a separate guest suite with direct access to a pool bath providing privacy. Additional features include a laundry room with sink, a two car garage and attic storage space. Enjoy an additional 900 sq. ft. of outdoor living with an extended screened-in lanai, heated pool and waterfall spa, a SunSetter electric awning, and covered patio offering privacy for entertaining. The view from the lanai is tranquil and picturesque, framed by mature trees and overlooking the golf course in the distance. This established community of Kissimmee Bay Country Club offers exceptional value and an active lifestyle. HOA fees include high-speed internet and cable TV, and free irrigation to maintain lush landscaping year-round. Residents appreciate the strong sense of community with regular social events and recreational amenities of golf, tennis, basketball, pickleball and strolling along well shaded sidewalks. Just outside the community entrance is a scenic bike path extending 12 miles round-trip to St. Cloud Lakefront Park. The community also offers on-site RV, boat, and jet ski storage (for a nominal annual fee) and direct access to East Lake Toho at the KB marina. Conveniently located approximately 30 minutes from Disney, Universal, and Orlando International Airport, Kissimmee Bay offers an ideal Central Florida location. This exceptional home perfectly embodies the Florida lifestyle!
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)
Listing Agent: Rose Kemp (407-709-1996)
2403 SILVER PALM DR, KISSIMMEE, FL 34747
$280,00043 Days on yellowkey MLS ID: S5149029
REDUCED by $9,900 (3.4%) on 06/09/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2003Monthly Fee: $210 Tax: $2,895 (2025)Community: Windsor Palms Twnhms Ph 3ATownhouse
Taxes:$2,895
Remarks: Beautiful 3-bedroom, 3-bathroom home offering comfort and flexibility in a prime location—less than 3 miles from Walt Disney World! This well-designed layout features one bedroom and a full bathroom on the first floor, perfect for guests or multi-generational living. Enjoy Florida living in your screened-in courtyard—ideal for relaxing or entertaining year-round. Located in a resort-style community with incredible amenities, including a saltwater pool, splash pad, tennis and volleyball courts, clubhouse with gym and movie theater, tiki bar, convenience store, daily valet trash, and 24-hour guard-gated security. HOA includes cable and internet for added value.Perfect as a primary home, vacation getaway, or short-term rental investment with low-maintenance living and endless potential.
Listing is courtesy of: LA CASA LUXE REALTY (407-978-1088)
Listing Agent: Issanell Valdez Javier (407-978-1088)
7753 BASNETT CIR, KISSIMMEE, FL 34747
$625,000Listed 06/12/2026 12:08PM MLS ID: O6416299
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2005Monthly Fee: $171 Tax: $8,050 (2025)Community: Windsor Hills Ph 3Spa: YesSingle Family
Taxes:$8,050
Remarks: Looking for a turnkey vacation home or investment property with future rental income potential? This beautifully maintained, fully furnished 6-bedroom, 4-bathroom pool home in the highly sought-after Windsor Hills Resort is ready for its next owner. This spacious residence offers 2,812 heated square feet and over 3,500 total square feet of living space. Professionally maintained and move-in ready, it presents an excellent opportunity for both vacation homeowners and investors seeking a proven short-term rental property. The thoughtfully designed floor plan features two primary suites, including a spacious owner's retreat upstairs with dual vanities, a soaking tub, separate shower, and private water closet. A second primary suite on the first floor offers added convenience for guests and multi-generational living. The open-concept living area is perfect for entertaining, featuring multiple gathering spaces, a formal dining room, breakfast nook, and a beautifully upgraded kitchen with stainless steel appliances and granite countertops. The family room opens directly to the outdoor living space, where you'll find a covered lanai, screened-in private pool, raised waterfall spa, and outdoor BBQ area—perfect for enjoying Florida's year-round sunshine. One of the home's most desirable features is the absence of carpet throughout. Instead, you'll find tile and luxury vinyl plank flooring, providing a modern look, easy maintenance, and added durability for vacation rental use. Located within the award-winning Windsor Hills Resort, residents and guests enjoy world-class amenities, including a 24-hour gated and guarded entrance, resort-style water park with lagoon pool, splash features and water slides, tennis courts, playgrounds, sports courts, fitness center, arcade and game rooms, and a 10,000-square-foot clubhouse complete with a state-of-the-art movie theater. Just minutes from Disney and Central Florida's top attractions, this property offers the perfect combination of location, lifestyle, and investment potential. Whether you're looking for a personal vacation retreat, a short-term rental investment, or both, this Windsor Hills gem is ready to deliver.
Listing is courtesy of: ALLIANCE REAL ESTATE GROUP (407-375-8680)
Listing Agent: Long Nguyen (616-304-4754)
2260 RAPOLLO DR, KISSIMMEE, FL 34741
$519,9902 Days on yellowkey MLS ID: OM726419
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2138 Built: 2019Monthly Fee: $208 Tax: $5,801 (2025)Community: Tapestry Ph 4Single Family
Taxes:$5,801
Remarks: Welcome to 2260 Rapollo Drive, a beautifully upgraded Mattamy Homes residence located in the highly sought-after gated community of Tapestry in Kissimmee. Situated on a premium corner lot, this stunning two-story home offers the perfect combination of modern design, comfort, privacy, and convenience. Built in 2019 and meticulously maintained, the property showcases over 2,100 square feet of thoughtfully designed living space featuring 4 spacious bedrooms, 2.5 bathrooms, a flex room, an attached 2-car garage, and exceptional indoor-outdoor living areas. From the moment you arrive, the enhanced curb appeal stands out with its upgraded paver driveway, professional landscaping, perimeter pavers, and desirable corner-lot presence that provides additional natural light and a more open feel. Inside, you’ll find an inviting open-concept layout designed for today’s lifestyle. The gourmet kitchen features premium quartz countertops, stainless steel appliances, abundant cabinetry, and a spacious pantry that seamlessly connects to the dining and great room areas, perfect for entertaining family and friends. One of the home’s most impressive features is the upgraded covered lanai, enhanced with three designer-grade glass sliding doors and remote-controlled awnings, creating a true Florida indoor-outdoor living experience. Whether enjoying your morning coffee or hosting weekend gatherings, this private outdoor retreat offers comfort and versatility year-round. The elegant red oak staircase adds warmth and sophistication, leading to the second floor, where all bedrooms are thoughtfully positioned for privacy. Additional improvements include upgraded flooring throughout the upper level, a beautifully remodeled guest bathroom, ceiling fans in key living areas, a coated garage floor, an irrigation system, PVC privacy fencing, and an installed security camera system. Residents of Tapestry enjoy resort-style amenities including a luxurious clubhouse, fitness center, sparkling pool, walking trails, parks, playgrounds, and 24-hour gated access. Location is everything, and this home delivers. Conveniently located just minutes from The Loop shopping and dining district, major highways including SR-417 and I-4, Orlando International Airport, world-famous attractions, medical facilities, and top everyday conveniences. Whether you’re searching for a primary residence, a seasonal Florida retreat, or a long-term investment property in one of Central Florida’s fastest-growing markets, 2260 Rapollo Drive presents an exceptional opportunity to own a move-in-ready home in one of Kissimmee’s most desirable communities. Schedule your private showing today and experience the lifestyle that makes Tapestry one of Central Florida’s premier gated neighborhoods.
Listing is courtesy of: REAL BROKER LLC - OCALA (855-450-0442)
Listing Agent: Anthony Alfarone (352-897-0771)
161 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746
$539,000120 Days on yellowkey MLS ID: O6380471
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2269 Built: 2004Monthly Fee: $100 Tax: $6,370 (2025)Community: Terra Verde Ph 02Spa: YesSingle Family
Taxes:$6,370
Elementary School: Sunrise Elementary
Remarks: Just 7 miles from Disney, this fully furnished corner-lot home in the guard-gated Terra Verde Resort offers the perfect blend of vacation living and strong investment performance. Rented most of the year, the property delivers POSITIVE CASH FLOW with proven rental demand. Featuring 5 bedrooms and 4 full baths, the home is professionally themed throughout, including a remarkable fluorescent game room that comes alive at night — a major guest favorite. The screened-in private heated pool and spa create the ideal Florida retreat, while recent upgrades such as a HIGH-EFFICIENCY HVAC SYSTEM, NEW ROOF, AND NEW WATER HEATER ensure comfort and lower operating costs. Located in one of Central Florida’s most sought-after short-term rental communities, Terra Verde offers resort-style amenities including a clubhouse, lagoon-style pool, tiki bar, fitness center, movie theater, arcade, and sports courts. Whether you’re seeking a high-performing investment or a personal vacation escape close to the magic, this property checks every box. CLICK ON TOUR LINKS ABOVE FOR VR FLY-THROUGH TOUR AND MATTERPORT WALK THROUGH.
Listing is courtesy of: IRON VALLEY REAL ESTATE CENTRAL FLORIDA (407-203-9595)
Listing Agent: Vivian Hilmer (407-304-0098)
2675 HILLIARD CT, KISSIMMEE, FL 34744
$575,0008 Days on yellowkey MLS ID: S5151356
3 Days Off yellowkey (back on 6/12/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2614 Built: 1999 Tax: $3,961 (2025)Community: Hilliard PlaceSingle Family
Taxes:$3,961
Remarks: Situated on a full 1-acre lot in the Hilliard Place community, this 4-bedroom, 3-bath pool home offers the perfect blend of space, privacy, and convenience in a sought-after Kissimmee location. Tucked away on a quiet cul-de-sac, the property welcomes you with an extended driveway, generous outdoor space, and a setting that feels private while still being close to everything Central Florida has to offer. As you enter the home, you're greeted by a formal dining area to the left that connects seamlessly to the kitchen, while an additional flex space to the right provides endless possibilities as a second living area, home office, playroom, or hobby space. The layout then opens into the heart of the home, where natural light fills the main living areas and creates a bright, inviting atmosphere throughout. The spacious kitchen is designed for both everyday living and entertaining, featuring matching built-in appliances, a cooktop, abundant cabinetry, extensive counter space, a center island, and a convenient breakfast bar that overlooks and connects to the main living room, creating the perfect space for casual dining and gathering. The open design makes it easy to stay connected whether you're preparing meals, hosting guests, or enjoying time with family. The thoughtfully designed split-bedroom floor plan provides added privacy, with the primary suite situated on one side of the home and the remaining bedrooms on the opposite side. The spacious primary retreat features a large ensuite bathroom complete with dual vanities, a garden tub, separate shower, and ample storage. The additional bedrooms are generously sized and offer a similar feel and functionality. Step outside to enjoy Florida living at its finest with a screened-in heated saltwater pool reaching approximately 8 feet in depth, perfect for relaxing, entertaining, or cooling off on warm Florida days. One of the secondary bathrooms also serves as a convenient pool bath, making outdoor gatherings even more enjoyable. The covered lanai overlooks a spacious backyard with plenty of room to spread out and enjoy the outdoors. One of the standout features of this property is the generous distance between neighboring homes, offering a level of privacy that is increasingly difficult to find. The fully usable acre provides endless possibilities for outdoor activities, gardening, future additions, workshops, or simply enjoying the extra space and peaceful surroundings. The property also features an existing chicken coop, adding character and functionality for those who enjoy raising chickens or creating their own backyard homestead. For added peace of mind, the home is equipped with hurricane shutters for every opening, helping provide protection and preparedness during storm season. Located within a small, established community known for its friendly neighbors and welcoming atmosphere, you'll enjoy the perfect balance of privacy and community. Conveniently located near Boggy Creek Road, Lake Nona, Medical City, Orlando International Airport, major highways, shopping, dining, and everyday conveniences, this property offers the opportunity to enjoy peaceful living without sacrificing accessibility. Whether you're looking for room to spread out, a private pool home, or the rare combination of acreage and convenience, this property is one you won't want to miss.
Listing is courtesy of: EXP REALTY LLC (407-846-0940)
Listing Agent: Steve Pugh (407-846-0940)
2356 ROYALE OAKS BLVD, KISSIMMEE, FL 34744
$425,0003 Days on yellowkey MLS ID: S5151604
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1714 Built: 1989 Tax: $4,158 (2025)Community: Royale Oaks Ph 1Single Family
Taxes:$4,158
Elementary School: Mill Creek Elem (K 5)
Middle School: Denn John Middle
Remarks: Welcome to this beautifully renovated 4-bedroom, 3-bathroom single-family home. The house features a skylight in the living room, perfect for relaxing or entertaining year-round. Situated on an oversized 12,545 sq ft lot, this property offers space, privacy, and endless possibilities—with NO HOA, giving you the freedom to personalize, expand, or invest without restrictions. Ideally located just minutes from Disney, Universal, and SeaWorld, with quick access to the Turnpike, shopping, dining, and only one hour from the beach, this home places you in the heart of Central Florida’s most desirable attractions. Move-in ready and thoughtfully updated, this property is perfect as a primary residence, vacation home, or income-producing investment. Don’t miss this opportunity—schedule your private showing today.
Listing is courtesy of: THE ARROW REALTY TEAM LLC (321-746-2899)
Listing Agent: Bibi Lopez (321-746-2899)
2513 CROWN RIDGE CIR, KISSIMMEE, FL 34744
$379,90036 Days on yellowkey MLS ID: S5149544
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1766 Built: 2001Monthly Fee: $14 Tax: $3,026 (2025)Community: RemingtonSpa: NoSingle Family
Taxes:$3,026
Remarks: LOVE TO GOLF????? - Enjoy your TEE time and experience the ultimate Florida lifestyle in this meticulously maintained residence located in the highly desirable community of Remington. Situated in a golf course community, enjoy the serene views throughout the neighborhood of the manicured greens or simply enjoy your screened-in lanai and vinyl-fenced backyard. The interior features an open-concept layout with high ceilings, elegant crown molding, and a seamless flow of laminate and tile flooring throughout. A chef-inspired kitchen serves as the heart of the home, equipped with solid wood cabinetry, a dedicated wine refrigerator, and a bright dinette area for casual mornings. For those seeking modern functionality, the versatile private office provides a quiet retreat for remote work or creative projects. The spacious primary suite is a true sanctuary, complete with a large walk-in closet and a spa-like ensuite. Major high-value upgrades including a roof replacement (2023) and solid block construction ensure long-term durability and significant peace of mind. Beyond the property, residents enjoy resort-style amenities including the championship golf course, a sparkling community pool, tennis courts, and recreational areas, all while being minutes from the best of Kissimmee shopping and dining.
Listing is courtesy of: EAST PARK REALTY LLC (321-624-5780)
Listing Agent: Racquel Schroeder (321-624-5780)
100 MEDITERRANEAN CT, KISSIMMEE, FL 34758
$344,9901 Day on yellowkey MLS ID: O6416414
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1828 Built: 2025Monthly Fee: $82 Tax: $762 (2025)Community: Poinciana Village 1 Nbhd 2Spa: NoSingle Family
Taxes:$762
Remarks: Under Construction. The Cali is an all-concrete block constructed, one-story layout optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This community has stainless steel appliances, making cooking a piece of cake. Bedroom one, located in the back of the home for privacy, has an en suite bathroom with a double vanity, spacious shower/tub space as well as a spacious walk-in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall you will find a fourth bedroom. This home features a space to fit all your needs. The Cali 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)
1973 SPRING SHOWER CIR, KISSIMMEE, FL 34744
$432,0001 Day on yellowkey MLS ID: O6416082
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1701 Built: 2022Monthly Fee: $136 Tax: $6,439 (2025)Community: Tohoqua Ph 5ASingle Family
Taxes:$6,439
Remarks: EXCELLENCE & STYLE HOME! Embrace the active and resort-style living you've been dreaming of in this beautifully maintained 3-bedroom, 2-bathroom home located in the sought-after gated 55+ community of Tohoqua Reserve. Built in 2022, this thoughtfully designed single-story residence offers the perfect balance of comfort, convenience, and modern living. Enjoy bright, open spaces ideal for gathering with family and friends, while the maintenance-free design gives you more time to take advantage of the community's exceptional amenities and vibrant social atmosphere. Whether you're seeking relaxation, connection, or new adventures, this home provides the ideal setting to enjoy every day to the fullest. The open-concept floor plan features a spacious gathering room that flows seamlessly into the dining area and gourmet kitchen, complete with granite countertops, a super large center island, walk-in pantry, abundant cabinetry with crown molding, and high-class lamps and features throughout the home, perfect for entertaining or casual living. The private master room provides a relaxing retreat with a supersized walk-in closet, dual vanities, and a spacious walk-in shower. Additionally, a desirable split-bedroom layout offers privacy for guests or a home office, while ceramic tile flooring throughout the main living areas adds both elegance and easy maintenance. And more, because outside you will enjoy the covered back-porch and super private landscape, ideal for relaxing and enjoying Florida's year-round sunshine. This excellent home also features a two-car garage and sits on a generously sized home site within a vibrant active-adult community. Residents enjoy exclusive access to resort-style amenities, including a clubhouse, fitness center, swimming pool, sports courts, and social activities, all conveniently located near major highways, shopping, dining, medical facilities, and Orlando's world-famous attractions. The perfect blend of low-maintenance living, modern design, high-end features, and an exceptional lifestyle. EXCELLENCE & STYLE HOME!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Arod Rodriguez-Aponte (407-757-5551)
8810 GRAND PALMS CIR #A, KISSIMMEE, FL 34747
$230,00022 Days on yellowkey MLS ID: O6410146
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1245 Built: 2002Monthly Fee: $331 Tax: $3,104 (2025)Community: Grand Palms Condo 4 Ph 1Condo
Taxes:$3,104
Middle School: Celebration K-8
Remarks: Virtually Staged. Walk through the front door and the space opens up — nearly 1,300 square feet of first-floor living that feels larger than the number suggests, with natural light pouring in from every direction and a layout that flows easily from the foyer through the dining and living areas out to the screened porch. The home has all new window treatments and fresh paint throughout. The smart split floor plan keeps the primary suite separate from the secondary bedrooms for added privacy. The updated kitchen features white shaker cabinets, new stainless appliances, and a large pantry with room to actually stock up. The bathrooms have been refreshed, and the screened porch off the living room gives you a spot to settle in with morning coffee or wind down after a day out. Washer and dryer are included. Step outside and you're a few feet from the community pool and the tennis and pickleball court. Zoned for short-term rental, this one is ready to drop straight into an investor's portfolio, or settle into as a primary home or seasonal getaway. Location is the headline here. You're ten minutes from Walt Disney World, eight minutes from Sunset Walk dining and entertainment, seven minutes from H2O Live water park, and twenty-five minutes from Universal Studios. US-192 and I-4 are right there, putting every Central Florida attraction inside an easy drive. For STR investors targeting the Disney crowd, the math here writes itself. The HOA covers exterior maintenance including the roof. Three bedrooms, two baths, pool-and-court views, STR-ready, ten minutes from the Magic. Come see it.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Brad Young (407-897-5400)
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