Location: Kissimmee
Do Not Show Listings
2260 RAPOLLO DR, KISSIMMEE, FL 34741
$519,9901 Day 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,801
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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)
237 CITRUS DR, KISSIMMEE, FL 34743
$190,0001 Day on yellowkey MLS ID: O6415868
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1380 Built: 1979 Tax: $1,285 (2025)Community: Bvl Unit 2Spa: NoSingle Family
Taxes:$1,285
Elementary School: Ventura Elem
High School: Tohopekaliga High School
Middle School: Parkway Middle
Remarks: HANDYMAN SPECIAL – RARE OPPORTUNITY IN BUENAVENTURA LAKES (BVL)! Calling all investors, flippers, and savvy buyers looking for their next project! This 2-bedroom, 2-bathroom home offers incredible potential and can easily be converted into a 3-bedroom residence, creating added value and increased market appeal. Situated in the established community of Buenaventura Lakes (BVL), this property is a true handyman special ready for renovation and your creative vision. Whether you're looking for your next flip, rental investment, or affordable home renovation project, the possibilities are endless. The functional layout, spacious living areas, and flexible floor plan provide a solid foundation for improvements and future equity growth. Properties with this much upside are becoming harder to find, making this a rare opportunity for investors and contractors alike. Bring your tools, imagination, and vision—this property is priced for potential and won't last long. Investor special, flip opportunity, and handyman special all in one!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kevin Kendrick (407-271-1854)
8675 LA ISLA DR, KISSIMMEE, FL 34747
$589,0001 Day on yellowkey MLS ID: O6415825
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2827 Built: 2005Monthly Fee: $367 Tax: $6,240 (2026)Community: Emerald IslandSpa: YesSingle Family
Taxes:$6,240
Elementary School: Island Village Elementary School
High School: Celebration High
Tax Year: 2026
Middle School: Kissimmee Middle
Remarks: Turnkey, fully furnished, and beautifully themed 6-bedroom, 4.5-bath pool home located in the highly sought-after gated resort community of Emerald Island. Zoned for short-term rentals and less than 15 minutes from Walt Disney World, this property offers an exceptional opportunity as a vacation home, investment property, or personal retreat. The spacious floor plan features a first-floor primary suite, formal living and dining rooms, a large family room overlooking the pool, an updated kitchen with modern finishes, a half bath, and a laundry room. Upstairs, you'll find additional bedrooms, multiple en-suite accommodations, and a versatile loft area ideal for guests, gaming, or workspace. Designed with the vacation rental market in mind, the home showcases upgraded interiors, beautifully remodeled themed bedrooms, and well-maintained furnishings that create a memorable guest experience. Recent improvements include fresh interior paint, new laminate flooring upstairs, a 2023 roof, and a 2020 HVAC system. Emerald Island Resort offers 24-hour gated security, a resort-style pool and spa, clubhouse, tiki bar, fitness center, sauna, tennis courts, playgrounds, and walking trails. HOA services include landscaping, pest control, valet trash service, and complimentary internet and Wi-Fi. Conveniently located near Disney, shopping, dining, water parks, Orlando International Airport, and major highways, this move-in-ready home is perfectly positioned for both enjoyment and income potential. Equal Opportunity Housing.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
1255 SEASONS BLVD, KISSIMMEE, FL 34746
$459,9501 Day on yellowkey MLS ID: O6415764
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1940 Built: 2005Monthly Fee: $225 Tax: $5,386 (2025)Community: SeasonsSpa: NoSingle Family
Taxes:$5,386
Remarks: Welcome to your own piece of Florida paradise in the highly sought-after Seasons community! Located just 10 minutes from Walt Disney World, this beautifully maintained 4-bedroom, 3-bath pool home offers the perfect blend of comfort, convenience, and flexibility. Step inside to discover a spacious split-bedroom floor plan featuring formal living and dining areas, a bright and open family room with soaring vaulted ceilings, and a well-appointed kitchen designed for gathering and entertaining. Large sliding glass doors open to your private screened lanai and heated swimming pool, perfectly positioned with desirable southern exposure for sunshine-filled days all year long. Offered fully furnished and beautifully appointed right down to the last teaspoon, this truly is a turnkey opportunity. Simply bring your suitcase and start enjoying the Florida lifestyle from day one. Whether you're searching for a primary residence, a second home, or a vacation retreat, this home is ready to welcome you. For investors, the property is zoned for short-term rentals and is ideally located within one of Kissimmee's most popular vacation rental communities, just minutes from world-class attractions, golf, shopping, dining, and entertainment. With its exceptional location, versatile floor plan, private pool, and move-in-ready furnishings, this home offers endless possibilities. Live in it full-time, enjoy it as your personal Florida getaway, or continue its success as a vacation rental property—the choice is yours.
Listing is courtesy of: VACAY & CO REAL ESTATE (321-284-3600)
Listing Agent: Michelle Baydemir (321-333-1338)
1687 PARK SIDE AVE, KISSIMMEE, FL 34744
$437,0001 Day on yellowkey MLS ID: S5151674
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2022Monthly Fee: $11 Tax: $7,143 (2025)Community: Kindred Ph 2C & 2DSingle Family
Taxes:$7,143
Elementary School: Neptune Elementary
High School: Gateway High School (9 12)
Middle School: Neptune Middle (6-8)
Remarks: Welcome to 1687 Park Side Avenue, Kissimmee, FL 34744 a place where comfort, convenience, and Florida living come together perfectly. From the moment you arrive, you'll appreciate the inviting atmosphere and thoughtful layout designed for both everyday living and memorable gatherings. The open-concept design seamlessly connects the living room, dining area, and kitchen, creating a bright and welcoming space filled with natural light and ideal for entertaining family and friends. Step outside and discover one of this home's most desirable features: a spacious backyard with endless possibilities. Whether you dream of building a custom pool, creating an outdoor kitchen, designing a playground, or simply enjoying peaceful Florida evenings under the stars, this outdoor space offers the flexibility to make it your own. Location is everything, and this home delivers. Conveniently situated in the heart of Kissimmee, you'll enjoy easy access to major highways including Florida's Turnpike, US-192, Osceola Parkway, and SR-417, making commuting to Orlando, Lake Nona, Orlando International Airport, Medical City, and Central Florida's world-famous attractions simple and convenient. Enjoy being just minutes from shopping, dining, entertainment, and recreation. Nearby destinations include The Loop Shopping Center, featuring popular retail stores, restaurants, and a movie theater. Outdoor enthusiasts will appreciate the proximity to Kissimmee Lakefront Park, Lake Tohopekaliga, sports complexes, walking trails, playgrounds, and recreational facilities throughout the area. The location also provides convenient access to schools, healthcare facilities, and everyday necessities. Whether you're a first-time homebuyer, growing family, investor, or simply searching for a home that offers space, comfort, and exceptional value, this property presents an outstanding opportunity. Homes in this area continue to attract strong buyer interest thanks to their combination of location, lifestyle, and convenience. Don't miss your chance to own a beautiful home in one of Central Florida's most desirable and rapidly growing communities. Schedule your private showing today and discover why 1687 Park Side Avenue could be the perfect place to call home.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Lisbeth Diaz De Rico (407-724-7383)
665 REGENCY WAY, KISSIMMEE, FL 34758
$374,9901 Day 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
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)
1802 BLISSFUL DR, KISSIMMEE, FL 34744
$639,9001 Day on yellowkey MLS ID: O6415660
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3407 Built: 2021Monthly Fee: $7 Tax: $10,565 (2025)Community: Tohoqua Ph 1BSpa: NoSingle Family
Taxes:$10,565
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1802 Blissful Drive in Kissimmee, a spacious 2-story home offering 5 bedrooms, 4 bathrooms, an open floorplan, and flexible living space designed for everyday comfort. With generous room throughout, this home provides a practical layout for residents, guests, work-from-home needs, or multigenerational living. As an added benefit, the home features paid-off solar panels, helping provide long-term energy savings and efficiency. Inside, the open floorplan connects the main living, dining, and kitchen areas, creating an easy flow for daily routines and entertaining. The 5-bedroom, 4-bath layout offers flexibility and privacy, while the upstairs loft adds valuable secondary living space that can be used as a media room, playroom, home office, study area, or additional lounge. Outdoor living is a major highlight, with a covered patio overlooking the screened in-ground pool. The fully fenced backyard offers both privacy and functionality while showcasing peaceful pond views that create a relaxing backdrop for everyday living. This inviting outdoor space is ideal for dining, entertaining, relaxing by the pool, enjoying the scenery, or providing room for pets, recreation, gardening, and future personalization. Located in Kissimmee, the home offers access to shopping, dining, schools, parks, major roadways, and everyday conveniences. The area provides convenient connections to Lake Nona, Orlando, St. Cloud, and Central Florida attractions, making it a practical location for buyers looking for space, comfort, and accessibility.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
2901 AGOSTINO TER, KISSIMMEE, FL 34746
$675,0001 Day on yellowkey MLS ID: O6415623
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4232 Built: 2022Monthly Fee: $205 Tax: $6,627 (2025)Community: Bellalago Ph B-2Spa: NoSingle Family
Taxes:$6,627
Remarks: Virtually Staged. Welcome to elevated Florida living in the sought-after guard-gated community of Bellalago, where luxury, comfort, and resort-style amenities come together in one extraordinary home. Built in 2022 and loaded with thoughtful upgrades, this better-than-new 5-bedroom, 3.5-bath residence offers the perfect blend of elegance, functionality, and multi-generational flexibility. From the moment you step through the grand foyer, you’ll be captivated by the modern design and inviting spaces, including a formal dining room and a versatile flex room ideal for a home office, library, or playroom. The expansive great room, highlighted by soaring ceilings and a stunning designer accent wall, creates the perfect gathering space and flows seamlessly into a chef-inspired kitchen designed to impress even the most discerning home chef. Featuring upgraded wood cabinetry, gleaming quartz countertops, two oversized prep islands—including one with a farmhouse sink—a spacious walk-in pantry, and a convenient butler’s pantry connecting to the dining room, this kitchen was made for effortless entertaining and everyday living. One of this home’s most exceptional features is its two luxurious primary suites—one on each level—creating the ideal arrangement for multi-generational living, extended family, long-term guests, or added privacy. Each private retreat offers a spa-inspired en suite complete with dual vanities, a soaking garden tub, an oversized tiled shower, and a separate water closet. Upstairs, three additional bedrooms provide plenty of room for family and guests, complemented by another spacious full bath, an expansive loft perfect for a second living area or playroom, and a dedicated media room perfect for movie nights, game days, or binge-worthy weekend marathons. Step outside through the triple pocket sliding doors to a covered patio. With no rear neighbors and plenty of room to create your dream outdoor oasis, the backyard offers a blank canvas for a custom pool, summer kitchen, or the ultimate entertaining space. Completing the package is a three-car tandem garage with an exterior service door, providing abundant storage and everyday convenience. Life in Bellalago extends far beyond your front door. Residents enjoy an impressive collection of resort-style amenities, including sparkling pools, tennis courts, playgrounds, a state-of-the-art fitness center, a dog park, and an on-site restaurant. Outdoor enthusiasts will especially appreciate the community’s direct access to the 18,810-acre Lake Tohopekaliga and the renowned Kissimmee Chain of Lakes. Launch your power boat with ease using the community lift accommodating vessels up to 26 feet, or spend the afternoon exploring the marina’s boat slips, fishing pier, covered gathering areas, and scenic 1,300-foot boardwalk. Conveniently located near Publix, Lowe’s, Walgreens, shopping, dining, and everyday essentials, this remarkable residence delivers an unmatched combination of luxury, flexibility, and lifestyle. Whether you’re hosting unforgettable gatherings, enjoying peaceful evenings overlooking the conservation area, or setting out for a day on the water, every moment here feels like a getaway. This is more than just a home—it’s your opportunity to start living the Florida dream.
Listing is courtesy of: PALM CIRCLE REALTY (352-988-4975)
Listing Agent: Kasey Hilyard, Pllc (407-488-9879)
155 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746
$419,9991 Day on yellowkey MLS ID: O6415529
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1940 Built: 2004Monthly Fee: $100 Tax: $5,856 (2025)Community: Terra Verde Ph 2Single Family
Taxes:$5,856
Remarks: Step into the ultimate family getaway at 155 Barefoot Beach Way, nestled in this beautiful, guard-gated Terra Verde Resort in Kissimmee, FL. This fully furnished 4-bedroom, 2-bathroom villa is a short-term rental gem, designed to delight guests of all ages with its playful themed bedrooms, a dedicated game room, and a private screened-in pool complete with BBQ, loungers, outdoor lighting, and furniture perfect for both sun-soaked afternoons and magical evenings under the stars. The spacious layout includes a bright family room, formal living and dining areas, and a fully equipped kitchen that opens to the pool area, ideal for entertaining or relaxing after a day at the parks. The primary suite offers serene pool views, a luxurious garden tub, separate walk-in shower, and a walk-in closet. Built in 2004 and thoughtfully maintained, the property features a brand-new roof installed in 2018 and a modern A/C unit added in 2022 ensuring comfort and peace of mind for guests year-round.
Listing is courtesy of: EPIQUE REALTY INC. (888-893-3537)
Listing Agent: Manish Verma (775-770-8479)
7743 COMROW ST, KISSIMMEE, FL 34747
$615,0001 Day on yellowkey MLS ID: S5151580
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 1824 Built: 2004Monthly Fee: $1,512 Tax: $6,439 (2025)Community: Windsor Hills Ph 1Spa: YesSingle Family
Taxes:$6,439
Remarks: Welcome to this exceptional turnkey vacation rental opportunity in the highly sought-after Windsor Hills Resort! This fully furnished 4 bedroom, 4 bath home is designed to entertain guests of all ages with custom themed bedrooms, a game room, private screened pool and spa, and an inviting open-concept floor plan perfect for any gatherings. The spacious kitchen and a large breakfast bar overlook the main living area. Guests will love the professionally themed Disney-inspired bedrooms, while the converted garage game room provides endless entertainment. Located just 5 minutes from Disney and minutes from Universal Studios, SeaWorld, Legoland, Shopping, Dining, and more, this property offers both an incredible vacation experience and strong income-producing potential. Windsor Hills Resort features many amenities including a clubhouse, fitness center, movie theater, arcade, resort-style pool with waterslides, sports courts, playgrounds, and gated security. Whether you're looking for a personal retreat, investment property, or both, this home is ready to impress. Schedule your private showing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Heather Werner (973-461-9914)
4930 HAROLD STANLEY DR, KISSIMMEE, FL 34758
$334,9001 Day on yellowkey MLS ID: O6415160
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1703 Built: 2017Monthly Fee: $272 Tax: $3,082 (2025)Community: Trafalgar Village Ph 3Spa: NoSingle Family
Taxes:$3,082
Elementary School: Reedy Creek Elem (K 5)
High School: Poinciana High School
Middle School: Horizon Middle
Remarks: Welcome to one of the most desirable homesites in Trafalgar Village - Perfectly positioned on an oversized corner lot with conservation views behind, green space beside, and no direct front neighbors. This home offers a rare combination of privacy, open views, and natural beauty that is hard to find in today’s market. Built in 2017. This move-in ready 3-bedroom, 2-bath home features an open-concept layout with over 1,700 square feet of living space, soaring ceilings, abundant natural light, and a desirable split-bedroom floor plan designed for both comfort and functionality. The spacious kitchen opens seamlessly to the living and dining areas, making it ideal for entertaining or everyday living, while the screened rear lanai provides a wonderful place to relax and enjoy the peaceful conservation setting. The home includes a transferable solar lease — buyers benefit from reduced energy costs with no equipment purchase required. Residents enjoy access to Trafalgar Village’s resort-style amenities, including a clubhouse, pool and spa, fitness center, movie theater, game room, business center, sand volleyball court, playground, and beautifully maintained grounds. Whether you’re searching for a primary residence, vacation home, or investment opportunity, this property delivers the lifestyle, location, and setting buyers are looking for.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Chase Mckeel (407-538-1094)
2519 AMATI DR, KISSIMMEE, FL 34741
$460,0001 Day on yellowkey MLS ID: S5151384
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2358 Built: 2016Monthly Fee: $173 Tax: $5,153 (2025)Community: TapestrySpa: NoSingle Family
Taxes:$5,153
Remarks: Well maintained, move in ready 4 bed, 2.5 bath, PLUS formal den AND additional loft, & 2-car garage. Fresh paint interior and exterior. High ceilings, tall interior & exterior doors. Large kitchen with big island for prep, entertaining ,and additional space to eat. Large dining space can accommodate a large table. Tall cabinets for extra storage. Large living room with feature wall with custom lighting and prewired for an electric fireplace insert All bedrooms are nice size and have great closet space. Large laundry room near the bedrooms. Loft living area makes a great recreational space or flexible use area. Additional second floor balcony to enjoy the outdoors. Manicured front yard, paver drivewa. Fantastic back yard with huge screened & covered patio, open pavered patio and additional lawn space all fenced. Beautiful, picturesque Tapestry Community with tons of green space, lakes and ponds, walking trails, recreation building, gym, resort style pool, playgrounds, community mail box center and much more. 24 Hour secure guarded gate. Close to Turnpike and major roads, tons of restaurants & shopping, medical, schools, etc. Check out the virtual tour and dollhouse floor plan in link. Make your life easy and buy this home today!
Listing is courtesy of: LANDCRAFT REALTY GROUP, LLC (727-643-2146)
Listing Agent: Breeze Mcintee (727-643-2146)
KISSIMMEE, FL 34747
$610,0001 Day on yellowkey MLS ID: O6413930
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 2297 Built: 2006Monthly Fee: $572 Tax: $6,546 (2025)Community: Windsor Hills Ph 3Spa: YesSingle Family
Taxes:$6,546
Middle School: Celebration K-8
Remarks: SELLER'S MORTGAGE IS ASSUMABLE WITH LENDER APPROVAL! The interest rate is fixed at 4.5% with an approximate principal balance of $250,000, and there is a small fee to take advantage of the assumption. This beautifully maintained 5-bedroom, 5-bath home in the 5-Star Windsor Hills Resort is a proven, income-producing short-term vacation rental located just minutes from Walt Disney World. Highly sought after for its open floorplan, this property features the resort’s most desirable 5-bedroom layout, offering exceptional flow and comfort for large families and vacationing groups. The home immediately stands out thanks to extensive mechanical and interior upgrades, including a 2022 roof with 30-year architectural shingles, a 2023 saltwater pool system that is both low-cost and low-maintenance, a 2023/2024 WiFi-controlled pool heater, a brand-new 2026 water heater with WiFi capability, new toilets added in 2026, and dual HVAC systems with major components replaced in 2016 and newer coils added within the last two years. Nest thermostats enhance efficiency, while upgraded bath vanities with solid-surface counters and wood-laminate hickory flooring in all bedrooms elevate the home’s interior appeal, durability, and rental desirability. For investors, the seller is willing to transfer any future bookings, allowing for immediate income continuity. Inside, the open main level features a spacious main dining area, a separate breakfast room, kitchen bar seating, granite countertops, stainless steel appliances, and a large living area ideal for gathering. Two first-floor ensuite bedrooms and an additional queen bedroom with adjacent bath provide convenient main-level living, while the second floor offers two Disney-themed junior suites, each with its own bathroom—an instant favorite among vacationing families. The converted garage game room with air hockey and pool tables adds to the home’s strong guest appeal. Outside, the screened lanai features a private heated saltwater pool and spa surrounded by privacy screening and a mature hedge, creating a secluded retreat perfect for relaxing after a day at the parks. Windsor Hills remains one of Central Florida’s most desirable vacation rental communities, offering a lagoon-style pool with waterpark, fitness center, movie theater, game room, sports courts, playgrounds, putting greens, marketplace and grill, and 24-hour guarded security. With its desirable floorplan, extensive updates, upgraded finishes, turnkey furnishings, transferable bookings, and assumable low-rate mortgage, this home is an exceptional opportunity for buyers seeking a reliable, well-maintained, income-generating vacation property.
Listing is courtesy of: IN TOUCH REAL ESTATE LLC (800-515-0321)
Listing Agent: Mark Breymeier (215-275-0487)
2481 WINCHESTER BLVD, KISSIMMEE, FL 34743
$259,9001 Day on yellowkey MLS ID: O6413677
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1023 Built: 1997Monthly Fee: $28 Tax: $4,605 (2025)Community: Remington PointeSpa: NoSingle Family
Taxes:$4,605
Elementary School: Cypress Elem (K 6)
Middle School: Denn John Middle
Remarks: Attention Investors and Visionaries! Nestled on a quiet, highly desirable cul-de-sac, this 3-bedroom, 2-bathroom home is the ultimate blank canvas. Featuring great bones and a highly functional layout, the interior includes a kitchen with sleek appliances ready for your value-add touches to force instant equity. The attached 2-car garage doubles perfectly as a maker's workshop or project hub. The crown jewel? A fully fenced backyard oasis complete with a private pool—a massive premium for maximizing future ARV, securing top-tier rental income, or hosting ultimate summer gatherings. Bring your blueprints and your toolbelt to unlock this property’s incredible ROI potential!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
1845 SAWYER PALM PL, KISSIMMEE, FL 34747
$619,0001 Day on yellowkey MLS ID: O6411244
Bed: 7 Bath: 6.5 Liv Area Sq Ft: 3533 Built: 2018Monthly Fee: $720 Tax: $9,317 (2025)Community: Solara ResortSpa: YesSingle Family
Taxes:$9,317
Elementary School: Westside K-8
Middle School: West Side
Remarks: Fully furnished, turnkey 7-bedroom, 6.5-bath vacation home in Solara Resort, one of Kissimmee's most sought-after gated short-term rental communities. Priced to compete with zero furnishing costs or setup delays, this property is positioned for immediate rental income from day one after closing. The home delivers 3,533 sqft of heated living space on a durable block construction foundation, designed with the STR investor and vacation-home buyer in mind. The first-floor primary suite offers privacy and convenience, while six spacious upstairs bedrooms include custom-themed rooms that guests specifically search for and book in advance. The open-concept kitchen features granite countertops, a large island with bar seating, stainless steel appliances, and a seamless flow into the main living area. Upstairs, the expansive game loft with pool table and foosball table adds an entertainment layer that keeps guests on-property and drives five-star reviews. Step outside to a screened private pool, heated spa, and brick paver deck, one of the most requested features by Central Florida vacation rental guests and a proven driver of higher nightly rates and occupancy. Solara Resort delivers a resort-caliber amenity package that competing communities simply cannot match: 24-hour gated security, a stunning Grand Pool, the signature FlowRider® Surf Simulator, Bar & Grill, Coffee Bar, fitness center, basketball and volleyball courts, full-size soccer field, playground, teen and tween lounge, game room, poolside cabanas, and workstations. Cable and internet are included in the HOA, a direct benefit to both owner and guest. Ideally located minutes from Walt Disney World, Universal Orlando, SeaWorld, Disney Springs, International Drive, world-class shopping, dining, and all major Central Florida highways. Flood Zone X. Block construction. Built 2018. Vacant and easy to show. Submit all offers with POF or pre-approval.
Listing Agent: Mauricio Penha (561-866-1917)
7 BOLTON CT, KISSIMMEE, FL 34758
$374,9991 Day on yellowkey MLS ID: S5150473
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2144 Built: 2000Monthly Fee: $90 Tax: $4,211 (2025)Community: Poinciana Village 2 Nbhd 3Spa: NoSingle Family
Taxes:$4,211
Remarks: Located in the growing community of Poinciana, this beautifully maintained home offers the perfect blend of comfort, space, and functionality. Featuring a spacious open layout with multiple living and dining areas, this home is ideal for both everyday living and entertaining. Inside, you’ll find a large living room filled with natural light, a formal dining room perfect for hosting gatherings, and a cozy breakfast nook area ideal for casual dining and morning coffee. The well-appointed kitchen offers ample cabinet and counter space with excellent flow into the main living areas. The oversized primary suite serves as a private retreat and features desirable his-and-her closets along with an en-suite bathroom designed for comfort and convenience. Generously sized secondary bedrooms provide flexibility for family, guests, or a home office setup. Step outside to enjoy a spacious backyard with endless possibilities for outdoor living, entertaining, or future customization. Conveniently located near schools, parks, shopping, dining, medical facilities, and major roadways, this home provides easy access to everything Central Florida has to offer. Special financing incentives may be available for qualified buyers, including paid closing costs and little to no money down when using the seller’s preferred lender. Buyer to verify qualification requirements and available programs directly with lender. Whether you’re a first-time homebuyer, growing family, or investor searching for value in an expanding market, this property is an opportunity you do not want to miss. Schedule your private showing today.
Listing Agent: Malique Roberson (888-883-8509)
8956 ZURICH LN, KISSIMMEE, FL 34747
$575,00035 Days on yellowkey MLS ID: O6406521
Bed: 7 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3314 Built: 2019Monthly Fee: $577 Tax: $9,051 (2025)Community: Windsor At Westside Ph 3ASingle Family
Taxes:$9,051
Remarks: Location, location!!!!This fully furnished, turn-key 7-bedroom, 5.5-bathroom home offers 3,314 sq ft at Windsor at Westside a Gated Community. Enjoy an open-concept kitchen with stainless steel appliances and large island, a first-floor primary suite, and a spacious upstairs loft with 6 Bedrooms and 4 bathrooms Step outside to your private pool with brick pavers, covered patio, and screened lanai This beautiful 7-Bedroom 5.5-Bathroom comes fully furnished to make is turnkey for vacation investment property or simply as second home. Windsor at Westside a Gated Community. Located about 10-15 minutes from Disney World. Owners and guests enjoy unmatched amenities including an 8,000+ sq ft clubhouse, fitness center, resort-style pool, waterslide, lazy river, volleyball court, tennis courts, and a full activity-filled play zone. The HOA covers lawn maintenance, internet, cable, daily valet trash service, and access to all resort amenities Come and see it for yourself!
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Khadija Webber (407-592-2166)
1967 RANKIN ST, KISSIMMEE, FL 34744
$510,00065 Days on yellowkey MLS ID: O6397893
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2142 Built: 2023Monthly Fee: $11Community: KindredSpa: YesSingle Family
Taxes:$0
Remarks: This beautifully upgraded Robinson floorplan, built in 2023, blends modern design with everyday comfort and functionality. Offering 4 bedrooms, 3 full bathrooms, and a spacious 3-car garage, this move-in ready home is thoughtfully enhanced with high-end features inside and out. From the moment you step into the foyer, you’re welcomed by elegant wainscoting molding that sets the tone for the stylish finishes throughout. The open-concept layout creates a seamless flow between the living, dining, and kitchen areas—perfect for both relaxing and entertaining. The well-appointed kitchen overlooks the main living space and outdoor lanai, making it ideal for gatherings. It offers ample cabinetry, generous counter space, and a functional layout that keeps everything within reach while staying connected to the heart of the home. The private primary suite is tucked away at the rear of the home for added privacy. The en-suite bathroom features a garden tub, separate shower, and dual vanities, along with a custom built-in closet system designed for optimal organization and storage. Step outside to your own private retreat. The fully privacy-fenced backyard, screened-in lanai, and hot tub create the perfect setting to unwind or host guests year-round. Additional exterior upgrades include installed gutters and Govee permanent outdoor lighting, enhancing both curb appeal and functionality. The home is also equipped with a water softener system and kitchen water filtration system, providing improved water quality throughout. The 3-car garage offers exceptional versatility with extensive wall-mounted and overhead storage, allowing for maximum organization and efficient use of space. Ideally located just 0.7 miles from the new Cross Prairie K-8 school, this home offers added convenience in a growing and desirable area. With modern construction, thoughtful upgrades, and exceptional indoor-outdoor living, this home truly stands out as a turnkey opportunity you won’t want to miss.
Listing Agent: Charity Rose (407-754-5615)
2400 VOLUNTEER AVE, KISSIMMEE, FL 34744
$455,701193 Days on yellowkey MLS ID: O6364319
1 Days Off yellowkey (back on 4/2/2026)
REDUCED by $27,000 (5.6%) on 03/31/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2139 Built: 2025Monthly Fee: $10Community: Tohoqua 50SSingle Family
Tax Year: 2024
Remarks: Why not replace that cluttered & dated home with a modern classic that is built to last. The magnificent Eastham is an open plan dream home with four bedrooms, three bathrooms, and a two-car garage. You will love the welcoming foyer that greets all guests. There is an impressive kitchen that overlooks the spacious dining room and family room. Enjoy your morning coffee on the covered patio. The owner bedroom can be accessed from the family room. The spa-inspired owner bathroom has a separate bathtub and shower as well as double sinks and an expansive walk-in closet. There is a laundry room with washer and dryer. Every home comes with Lennar’s Everything’s Included® promise, which includes all appliances as well as quartz countertops, blinds, and more in the price of your home. There are also home automation features such as keyless door locks and video doorbells in the Connected Home by Lennar®. Tohoqua is one of the most anticipated new communities. At Tohoqua, families can take advantage of the glorious resort-style swimming pool, extravagant clubhouse with a state of the art fitness center, tennis and pickle ball courts along with beautiful walking trails throughout the community. With almost a dozen floorplan options to choose from, Lennar at Tohoqua, has a home to meet the needs of your family. What are you waiting for? Call and make an appt today.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
8937 AMELIA DOWNS TRL, KISSIMMEE, FL 34747
$569,000346 Days on yellowkey MLS ID: S5130108
Bed: 6 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2987 Built: 2020Monthly Fee: $670 Tax: $8,342 (2024)Community: Solara Resort Vacation Villas ReplatSpa: YesSingle Family
Taxes:$8,342
Remarks: Investor Alert! High-Income Producing Property in Premier Vacation Resort! Welcome to this beautifully furnished 6-bedroom, 4.5-bath home located in the exclusive Solara Resort, just minutes from Walt Disney World, Universal Studios, and Orlando’s top destinations. This home is a proven income generator, producing over $62,000 in gross revenue in just 1.5 years, with additional income potential of $66,600 annually at only 60% occupancy (AirDNA data). Whether you're looking to capitalize on short-term rentals or extend into mid-term stays through platforms like Furnished Finder, this home offers a turnkey investment opportunity with reliable returns. Thoughtfully designed to deliver comfort and performance, this home comes fully furnished with a high-end package, making it immediately ready to rent. The layout includes spacious living areas, a large open-concept kitchen, and multiple entertainment zones—ideal for families and groups. Outside, enjoy the heated private pool and hot tub, perfect for relaxing under the Florida sun or hosting BBQs in a serene, fenced-in backyard. Guests will enjoy an unbeatable experience with access to Solara Resort’s resort-style amenities, including a grand clubhouse, heated resort pool, restaurant/bar, coffee lounge, surf simulator, fitness center, sundry shop, playgrounds, full-sized basketball and soccer fields, sand volleyball court, game room with virtual sports simulators, poolside cabanas, and more. The community is gated and secure, offering peace of mind and luxury in one of Orlando’s most desired STR-approved areas. Solara's strategic location also offers easy access to Disney Springs, SeaWorld, International Drive, major highways, shopping, dining, and is within driving distance to Florida’s world-famous beaches—making it highly attractive to domestic and international vacationers. This is more than a vacation home—it’s a smart, income-producing asset in one of Central Florida’s top-performing short-term rental communities. Major Price Improvement – Don’t Miss This Opportunity!Schedule your private showing today and take the next step in growing your investment portfolio.
Listing is courtesy of: GILVAN REALTY CORP. (954-825-5722)
Listing Agent: Gilberto Imery (561-927-5412)
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