Location: Kissimmee
Keyword(s): Kissimmee Middle
Keyword(s) Middle School: Kissimmee Middle
Do Not Show Listings
2720 ROADSTER, KISSIMMEE, FL 34746
$340,0003 Days on yellowkey MLS ID: O6398687
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2007Monthly Fee: $435 Tax: $3,967 (2025)Community: Regal Oaks At Old TownSpa: YesTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,967
Elementary School: Kissimmee Elem
High School: Celebration High
Tax Year: 2025
Middle School: Kissimmee Middle
Remarks: Turnkey, fully furnished 4-bedroom, 3-bathroom vacation townhome in the highly sought-after Regal Oaks Resort—one of the closest short-term rental communities to Walt Disney World Resort! Located in the heart of Kissimmee near Orlando’s top attractions, this income-producing property is ideal for Airbnb, VRBO, or personal use. Designed with both guests and owners in mind, this home features an open-concept layout with durable wood-look flooring, a bright kitchen with granite countertops, and a spacious living and dining area perfect for entertaining. The layout comfortably accommodates larger groups, making it highly desirable for vacation rentals in the Disney/Orlando market. A standout feature of this property is its professionally themed, Disney-inspired interior, creating a memorable guest experience that drives strong reviews and repeat bookings. The main level includes a bedroom and full bathroom, offering convenience and flexibility for multi-generational guests. Upstairs, the private primary suite provides a relaxing retreat, while additional themed bedrooms continue to elevate the home’s rental appeal in a competitive short-term rental market. Step outside to your private screened-in patio with hot tub, a premium amenity that enhances guest satisfaction and booking potential year-round. Located just minutes from Old Town Kissimmee and a short drive to Universal Orlando Resort and SeaWorld Orlando, this property offers unbeatable access to Central Florida’s most visited destinations, shopping, dining, and Orlando International Airport. Regal Oaks Resort amenities include a gated entrance, lakefront pool with water slides, fitness center, tennis courts, and on-site dining—making this one of the most desirable vacation rental communities in Kissimmee near Disney. Fully turnkey and has DOZENS OF BOOKINGS ALREADY IN PLACE THROUGHOUT 2026 AND BEYOND!—this is a rare opportunity to own a high-demand short-term rental in the Disney area with proven guest appeal.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Shawn Mccormick (321-439-4277)
2508 SHANTI DR, KISSIMMEE, FL 34746
$1,350,0003 Days on yellowkey MLS ID: O6391420
Bed: 12 Bath: 11.5 Gar: 2 Liv Area Sq Ft: 4831 Built: 2022Monthly Fee: $397 Tax: $804 (2026)Community: Veranda Palms Ph 2B2-2CSpa: YesSingle Family
Taxes:$804
Elementary School: Floral Ridge Elementary
Tax Year: 2026
Remarks: This 2022-built residence offers a rare scale of 12 bedrooms and 11.5 bathrooms , spanning 4,831 square feet of heated living space. Located in a gated community with short-term rental eligibility , the property features a pond-view lot with a private heated gunite pool and integrated spa.The interior is sold fully furnished, featuring a professional design package with high-capacity themed suites, designer lighting, and custom accent walls. The floor plan is optimized for high-occupancy hospitality, featuring a primary suite on the main floor , a dedicated theater room in the loft , and a climate-controlled garage converted into a high-end game room. Technical specifications include stone countertops, high ceilings, and an outdoor grill station. No annual CDD fees. This asset is positioned as a turn-key solution for investors seeking a high-performance property in the Disney corridor.
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Rubens Aranha (407-308-9094)
2945 FABLE ST, KISSIMMEE, FL 34746
$878,00078 Days on yellowkey MLS ID: O6378575
Bed: 6 Bath: 6.0 Liv Area Sq Ft: 3760 Built: 2018Monthly Fee: $259 Tax: $12,483 (2025)Community: Storey Lake Ph 3Spa: YesSingle Family
Taxes:$12,483
Remarks: A truly rare offering on Fable Street, Storey Lake’s most limited collection of single-family homes. Set within Phase 3, this location is defined by its scale and setting, offering larger homesites, open water views, and a level of privacy rarely available within the resort. Situated on a 0.17-acre lot—among the largest in the community—this 6-bedroom, 6-bath residence stands out for its condition, layout, and setting. The property has already been professionally inspected by the owner and is presented in pristine condition. The floor plan offers open living and dining areas, a spacious game room, and an electric fireplace that enhances the main living space. Positioned on a 0.17-acre lot—among the largest in the community—this 6-bedroom, 6-bath residence stands out for its condition, thoughtful upgrades, and overall presentation. The property has already been professionally inspected by the owner and is maintained in pristine condition. The floor plan includes open living and dining areas, a spacious game room, and an electric fireplace that enhances the main living space. The home features a fully equipped kitchen, designed for both owner use and short-term rental efficiency, along with an EV charger, adding convenience and long-term value. All bedrooms are finished with custom wallpaper, creating a cohesive, elevated design throughout the home, while every closet has been custom built, offering optimized storage and a level of finish rarely found in comparable properties. A key highlight is the fully custom-built summer kitchen, designed as a true extension of the living and entertaining areas. With built-in grill and prep stations, premium finishes, and direct access to the private pool, this outdoor space significantly elevates the guest experience and clearly distinguishes the property from standard offerings within the community. Fable Street benefits from private access through a 24-hour manned gate and convenient proximity to Storey Lake’s main clubhouse and resort amenities, including a lazy river, water slides, tiki bar, fitness center, mini-golf, splash park, and multiple sports courts. Located just minutes from Disney and a short drive to Orlando’s major attractions, dining, and shopping.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jenny Mahet, Pa (973-722-2894)
2780 AVIAN LOOP, KISSIMMEE, FL 34741
$476,99082 Days on yellowkey MLS ID: S5142594
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2176 Built: 2018Monthly Fee: $196 Tax: $8,545 (2025)Community: TapestrySingle Family
Taxes:$8,545
High School: Osceola High School
Remarks: Location, location! Don't miss this opportunity to live in Tapestry community First time buyers ,investors Spectacular 4/3 with a beautiful landscaping exclusively designed for the property, it is located in one of the best areas of Kissimmee, with good access to I4, Osceola pkwy, 417, 528 and turnpike, access to everything you need for your daily living. It is a 24 hour guarded gate community with excellent amenities In addition, the house has a covered and completely fenced patio to generate privacy in your patio and your parties. Don't miss out on this opportunity.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Juan Oberto (407-810-3694)
2442 SWEETWATER CLUB CIR #41, KISSIMMEE, FL 34746
$214,990193 Days on yellowkey MLS ID: O6350120
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1220 Built: 1992Monthly Fee: $450 Tax: $1,495 (2024)Community: Sweetwater Club CondoCondo
Taxes:$1,495
High School: Poinciana High School
Tax Year: 2024
Remarks: Welcome to this beautifully renovated downstairs condo located in the highly sought-after Sweetwater Club subdivision. This move-in-ready home has been completely updated from top to bottom, offering modern finishes and thoughtful upgrades throughout. Step inside to find gorgeous laminate flooring flowing through the entire unit. No carpet anywhere! The spacious living room is perfect for entertaining, while the elegant dining area sets the tone for memorable gatherings. The stunning kitchen features sleek countertops, stylish cabinetry, and updated appliances, making it both functional and eye-catching. Retreat to the luxurious master suite, complete with a spa-inspired shower and an oversized walk-in closet. A dedicated laundry closet with a washer, dryer, and built-in shelving adds convenience to your daily routine. Enjoy all the amenities Sweetwater Club has to offer, including a clubhouse, sparkling community pool, fitness center, tennis courts, basketball and volleyball courts, and a picnic area. This impeccably maintained home is a fantastic opportunity for both homeowners and investors alike. Don't miss your chance to make this property part of your portfolio. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jacob Rodriguez (407-745-8455)
3154 YELLOW LANTANA LN, KISSIMMEE, FL 34747
$300,00052 Days on yellowkey MLS ID: O6385223
REDUCED by $5,000 (1.6%) on 04/08/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1295 Built: 2006Monthly Fee: $564 Tax: $3,932 (2025)Community: Encantada Ph 1Spa: NoTownhouse
Taxes:$3,932
Elementary School: Westside K-8
Remarks: Seller may consider buyer concessions if made in an offer**Welcome to this BEAUTIFULLY FURNISHED 3-bedroom, 2.5-bath DISNEY-THEMED townhome in the highly sought-after, GUARD-GATED RESORT COMMUNITY of Encantada in Kissimmee, where comfort, style, and INVESTMENT POTENTIAL come together seamlessly. With SHORT-TERM RENTALS allowed and a proven vacation appeal, this property offers an excellent opportunity as a primary residence, vacation home, or INCOME-PRODUCING INVESTMENT. Step inside to discover a bright, OPEN-CONCEPT LAYOUT where the Kitchen, Dining area, and Living Room blend effortlessly, creating an INVITING SPACE perfect for relaxing or entertaining. The Kitchen is both stylish and functional, featuring solid wood cabinetry, GRANITE COUNTERTOPS, a sleek tile backsplash, and a convenient breakfast bar for casual dining. The generous Dining area and Living Room are filled with NATURAL LIGHT, thanks to sliding glass doors that lead to your own PRIVATE OUTDOOR RETREAT. CERAMIC TILE FLOORING throughout the main living areas adds durability and a clean, modern look. Step outside to the paver patio and your PRIVATE HEATED PLUNGE POOL, all enclosed within a screened lanai, offering a peaceful and private setting—perfect for unwinding after a day at the parks or hosting guests. A CONVENIENT HALF BATH completes the main floor. Upstairs, the spacious Primary Suite features a large EN SUITE BATH, creating a comfortable and relaxing retreat. Two additional bedrooms, each with fun DISNEY-INSPIRED THEMING, share a generous full bath, making this home especially appealing for vacation guests. A Laundry Room complete with washer and dryer is also located upstairs for added convenience. Encantada is known for its RESORT-STYLE AMENITIES, including a clubhouse with a bar, MULTIPLE SPARKLING POOLS, a fully equipped fitness center, game room, playground, and an on-site restaurant, along with a lakefront walking path and fishing pier. The community also offers an IN-HOUSE RENTAL MANAGEMENT PROGRAM, making ownership effortless for investors. IDEALLY LOCATED just minutes from Walt Disney World Resort, as well as close to Universal Orlando Resort and SeaWorld Orlando, this home places you at the center of Central Florida’s WORLD-RENOWNED ATTRACTIONS. Shopping, dining, and entertainment are nearby along US-192, while major roadways like Interstate 4 and State Road 429 provide EASY ACCESS throughout the region. And for those seeking a day by the water, Florida’s BEAUTIFUL COASTAL BEACHES are just about an hour away. With its prime location, resort amenities, private pool, and TURNKEY FURNISHED APPEAL, this Encantada townhome is the perfect combination of VACATION LIFESTYLE and INVESTMENT OPPORTUNITY. Now is the time—don't miss your chance to call this home!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
2202 KEY WEST CT #633, KISSIMMEE, FL 34741
$174,900373 Days on yellowkey MLS ID: O6298878
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1026 Built: 1999Monthly Fee: $348 Tax: $3,201 (2024)Community: Villas Del Sol At Kissimmee CondoCondo
Taxes:$3,201
Remarks: High-Demand Rental Investment – Immediate Cash Flow Turnkey condo in a prime rental corridor of Kissimmee, just minutes from major highways, shopping, and employment hubs. Currently generating $1,750/month with lease in place through July 31, 2026—income from day one. Located in an area with strong and consistent rental demand, plus short-term rental potential (buyer to verify with HOA) for added upside. Tenant in place—no vacancy, no delays. Ideal for investors seeking immediate return in a proven rental market.
Listing Agent: Lorenzino Salerno (407-452-7940)
3062 YELLOW LANTANA LN, KISSIMMEE, FL 34747
$305,000366 Days on yellowkey MLS ID: S5124920
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1470 Built: 2011Monthly Fee: $564 Tax: $3,532 (2024)Community: Encantada Ph 1Spa: YesTownhouse
Taxes:$3,532
Elementary School: Westside Elem
High School: None
Remarks: Beautifully Furnished 3-Bedroom Townhome with Hot Tub and Stunning Conservation Views! Welcome to this gorgeous end-unit townhome in the sought-after, guard-gated community of Encantada—where style, comfort, and location come together for the perfect Florida retreat or investment property. Boasting 3 bedrooms, 2.5 bathrooms, and a sun-drenched south-facing patio with your own private hot tub, this fully furnished property offers the ideal escape with tranquil views of lush conservation land. Step inside to a spacious open-concept layout, where the living room, dining area, and kitchen flow seamlessly together, creating a bright and airy atmosphere perfect for relaxing or entertaining. The kitchen features sleek black granite countertops, matching black appliances, and plenty of cabinet space. Downstairs also includes ceramic tile flooring, a convenient guest bathroom, and a laundry closet for added functionality. Large sliding glass doors off the living room open to a huge private patio—a true outdoor oasis featuring a patio table, lounge chairs, and a bubbling hot tub. The serene conservation view provides a peaceful backdrop of trees and nature, making this space ideal for morning coffee or evening relaxation. All three bedrooms are located upstairs. The primary suite offers a king-sized bed, ensuite bathroom, large closet, and lovely conservation views. The two additional bedrooms share a full bathroom, making the layout comfortable and practical for guests or extended stays. This property is fully furnished and ready to go, making it perfect for use as a short-term rental, vacation home, or investment property. Best of all, the resort-style clubhouse and amenities are just a short stroll away—including community pools, a lakefront clubhouse, playground, fitness center, and more. Conveniently located near US-192, you’ll have quick access to a variety of shopping, dining, and entertainment options. Plus, you’re only a short drive to Walt Disney World, Universal Studios, and all of Central Florida’s top attractions. Whether you're seeking a peaceful getaway or a smart investment, this beautifully maintained home in Encantada checks all the boxes. Don’t miss your chance to own a slice of Central Florida paradise—schedule your private showing today!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Irena Aistrop (321-443-7535)
2342 BARBADOS CT, KISSIMMEE, FL 34741
$252,00033 Days on yellowkey MLS ID: S5145920
REDUCED by $2,990 (1.2%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 991 Built: 1984Monthly Fee: $251 Tax: $2,956 (2025)Community: Caribbean Villas Condo Ph A-FVilla
Taxes:$2,956
Remarks: Welcome to this beautiful, completely renovated villa. Location, location, location! This area in downtown Kissimmee is situated close to The Loop Shopping Center, featuring all the best shops and restaurants. It also offers access to top-tier medical care, including hospitals, medical specialists, and excellent healthcare services. This villa has been fully renovated and features stainless steel appliances, granite countertops, a washer and dryer, updated bathrooms, and perfectly coordinated wood flooring. Additionally, it includes two parking spaces directly in front of the property. The community also offers a swimming pool and a recreational area.
Listing is courtesy of: FLORIDA FANTASY REAL ESTATE INC (407-397-9039)
Listing Agent: Yolanda Gonzalez (407-535-9722)
225 CELEBRATION PL #401, KISSIMMEE, FL 34747
$189,000333 Days on yellowkey MLS ID: O6303695
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1269 Built: 2008Monthly Fee: $1,408 Tax: $2,256 (2024)Community: Mona Lisa At Celebration Condo HotelCondo
Taxes:$2,256
Elementary School: Celebration K-8
Remarks: This stunning, modern, fully furnished 2-bedroom, 2-bathroom condo is situated in the highly sought-after Melia Orlando Suite Hotel in Celebration. It has a lovely 'boutique' feel to it. Inside, the condo includes a comfortable living room and a kitchen equipped with elegant stainless steel appliances, designed for both style and functionality. The kitchen is nicely equipped with a cooktop, dishwasher, full-size microwave and refrigerator, stone countertops, and tile flooring. Fall in love with this charming and contemporary condo-hotel. The primary bedroom is inviting and includes a bathroom with both a tub and a separate glass shower stall. The living area has a small dining table, sofa sleeper and sliding glass doors leading to the balcony. At the heart of the Melia is the most amazing pool with a 360-degree vanishing edge. The Melia offers an impressive array of amenities, including a community resort pool a poolside restaurant and bar, a gift shop, and executive conference rooms. Additional features include a checking desk for convenience, a dog walking park, a beach volleyball court, a mini soccer/ football pitch, and a picnic area. Located just minutes away from major theme parks such as Disney, Universal Studios, and Sea World, this property offers an ideal location. The Melia provides private transportation to the theme parks, and guests can also request a complimentary day pass to the Celebration Health gym and spa, which is conveniently located across the street. The condo features a spacious, modern floor plan, complete with two private balconies that spectacular views of Celebration and the surrounding areas. This condo is a must-see for those looking to combine personal enjoyment with the benefits of hotel management. The hotel is renowned for its excellent customer service and maintenance standards. All info is intended to be accurate; it is the buyer and the buyer's agent responsibility to verify all details within the resort.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Sean Flatley (609-208-8204)
1019 LAKE BERKLEY DR, KISSIMMEE, FL 34746
$299,900119 Days on yellowkey MLS ID: O6367556
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 2001Monthly Fee: $125 Tax: $3,149 (2024)Community: Lake Berkley Resort Ph 2Spa: NoSingle Family
Taxes:$3,149
Elementary School: Central Avenue Elem
Remarks: One or more photo(s) has been virtually staged. AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. One or more photo(s) has been virtually staged. Welcome to 1019 Lake Berkley Drive, a refined residence offering an exceptional blend of comfort, security, and resort-style living within the guard-gated Lake Berkley community. This thoughtfully upgraded home showcases two main bedrooms with ensuite bathrooms, ceramic tile and new laminate flooring that was installed in 2025, creating a fresh and sophisticated interior. The remodeled kitchen (2022) serves as the centerpiece of the home with a great view of the pool and lanai and designed for both everyday living and entertaining. The outdoor living space is ideal for enjoying Florida’s year-round sunshine, enhanced by a stunning pool with new pool pump for effortless maintenance. Notable system upgrades include the second bathroom that features a newer shower, offering modern convenience for residents and guests alike. New insulation in the attic and walls for improved energy efficiency, and a new AC system installed in 2023. A new garage door will be installed after closing, adding both value and curb appeal. The seller may also offer a home warranty for added peace of mind with the right offer. Residents of Lake Berkley enjoy an impressive suite of amenities, including tennis and volleyball courts, a resort-style pool, playground, water park, fitness center, clubhouse, gazebo, beach area, BBQ pit, and scenic lake views with fishing pier. The community also permits short-term rentals, includes lawn care, making this an exceptional opportunity for both luxury homeowners and discerning investors. Combining quality upgrades, a secure setting, and an enviable lifestyle, 1019 Lake Berkley Drive presents a rare opportunity in one of the area’s most desirable communities. Come see today! Offer period extended! Offers may be entered ONLINE through Thursday, April 17, 2026 at 2:00 pm. AT SELLER'S DISCRETION, A SUBMISSION MAY BE ACCEPTED AT ANY TIME.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Christina Rampersad (407-995-6788)
1030 PLANTATION DR #C7, KISSIMMEE, FL 34741
$175,00044 Days on yellowkey MLS ID: O6388527
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 970 Built: 1970 Tax: $316 (2024)Community: Terra CondoCondo
Taxes:$316
Elementary School: Thacker Avenue Elem (K 5)
High School: Osceola County School for Arts
Remarks: Welcome Home to Comfort and Convenience in Terra Condo! Step inside this beautifully updated 2-bedroom, 2-bathroom condo nestled in the gated Terra Condo community, where comfort meets low-maintenance living! From the moment you enter, you’ll love the stylish tile flooring that flows seamlessly throughout, giving the home a clean and modern touch. The charming kitchen features beautiful countertops, stainless steel appliances, and plenty of space to whip up your favorite meals. The spacious primary bedroom offers dual closets—perfect for keeping everything neatly organized. Unwind after a long day on your screened-in porch, ideal for enjoying peaceful evenings or your morning coffee. Additional highlights include a tankless water heater, low HOA fees, and a prime Kissimmee location—just 15 minutes from The Loop, 25 minutes from world-famous theme parks, and 30 minutes from Orlando International Airport. This move-in-ready gem has everything you need for easy Florida living—schedule your showing today before it’s gone!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jessica Collins (386-564-0120)
2812 CELLO LN, KISSIMMEE, FL 34741
$359,0004 Days on yellowkey MLS ID: S5147864
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1590 Built: 2016Monthly Fee: $288 Tax: $4,857 (2025)Community: TapestryTownhouse
Taxes:$4,857
Remarks: Rare Opportunity. Pristine former model home in the Guard-Gated Community of Tapestry. Experience luxury and peace of mind in this meticulously maintained home, designer-upgraded townhouse. As a former model home, this property boasts premium finishes and has been kept in impeccable condition- never used as a rental and ready for its new owners. Open Concept living, the spacious floor plan seamlessly connects the living, dining, and kitchen areas, making it perfect for entertaining. Located in the heart of Kissimmee the Tapestry community offers an active, resort-style lifestyle. Prime location: just minutes away from world class shopping, dining, top rated schools, and the excitement of Disney and Orlando's world-famous theme parks.
Listing Agent: Alexandra Cana (407-346-3578)
4817 LULLABY LN, KISSIMMEE, FL 34746
$525,0005 Days on yellowkey MLS ID: O6398591
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1914 Built: 2018Monthly Fee: $480 Tax: $7,482 (2025)Community: Storey Lake Ph 3Spa: NoTownhouse
Taxes:$7,482
Remarks: Don’t miss this incredible opportunity to own a fully furnished luxury vacation home in the highly sought-after Storey Lake Resort! This beautifully maintained 4-bedroom, 3-bathroom property offers a spacious and functional layout, perfect for both short-term rental investment and personal use. Ideally located just minutes from Orlando’s world-renowned attractions, including Disney, Universal Studios, SeaWorld, premium outlets, shopping, and dining, this home provides the perfect combination of convenience and lifestyle. Inside, you’ll find an open-concept floor plan designed for comfort and entertainment. The modern kitchen features spacious countertops, ample cabinetry, and a seamless flow into the dining and living areas. The home is tastefully decorated and fully equipped, making it truly turnkey for immediate rental income or personal enjoyment. The bedrooms are generously sized and thoughtfully designed to accommodate both owners and guests comfortably. The layout offers privacy and flexibility, making it ideal for vacation stays or extended use. Step outside to your private outdoor space, perfect for relaxing or entertaining. Whether enjoying Florida’s sunshine or unwinding after a day at the parks, this home delivers the ultimate vacation experience. Storey Lake Resort offers world-class amenities with two resort-style clubhouses, featuring lazy rivers, resort pools, water slides, splash pads, fitness centers, tiki bars, mini-golf, sports courts, playgrounds, and kayak rentals. The community provides a true resort-style atmosphere and is one of the most desirable vacation destinations in Central Florida. Zoned for short-term rentals, this property is an excellent opportunity for investors seeking strong rental potential in a prime location. Whether you are looking for a strong rental potential property or a vacation retreat, this home checks all the boxes. Schedule your private showing today!
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Danilo Aquino (689-243-6300)
2477 TOSCOLONA DR, KISSIMMEE, FL 34741
$294,000125 Days on yellowkey MLS ID: O6367342
REDUCED by $5,000 (1.7%) on 04/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1528 Built: 2019Monthly Fee: $304 Tax: $5,407 (2024)Community: Tapestry Ph 4Townhouse
Taxes:$5,407
Remarks: Take a look this furnished townhome in a gated community. The layout includes a 3 bed, 2 and 1/2 bath, a front portico, 1 rear balcony, and a rear entry 2 car garage. Downstairs you'll find the kitchen with granite countertops is also fully tiled and contains a large living space and convenient half bathroom. All of your bedrooms are located upstairs for your privacy and convenience.The master bedroom features walking closet and a large balcony perfect for your morning coffee.Tapestry offers 24 hours private security, a Resort style Club House like no other in the area, beach entry pool with slide and splash pad, grill area , fitness center, walking trails and more! Enjoy this beautiful property located just minutes from Orlando International Airport and the world-famous Disney and Universal theme parks. Schedule your appointment today!
Listing is courtesy of: YORK MILLS REALTY LLC (407-620-8528)
Listing Agent: Leo Shao (407-569-6769)
2300 PAINTER LN, KISSIMMEE, FL 34741
$395,00065 Days on yellowkey MLS ID: O6382119
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1820 Built: 2016Monthly Fee: $304 Tax: $5,420 (2025)Community: Cypress Reserve VillasTownhouse
Taxes:$5,420
Remarks: COMPLETELY REMODELED WITH OVER $50,000 IN UPGRADES. HOME HAS BEEN LEASED
Listing Agent: Lorinda Orozco, Pa (407-562-8757)
138 MADIERA BEACH BLVD, KISSIMMEE, FL 34746
$425,00020 Days on yellowkey MLS ID: S5146755
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1940 Built: 2003Monthly Fee: $100 Tax: $5,399 (2025)Community: Terra VerdeSpa: YesSingle Family
Taxes:$5,399
Elementary School: None
Remarks: A beautifully furnished 4-bedroom, 3-bathroom pool home with two ensuite bedrooms, set within a guard-gated resort community, offering a tranquil wooded view and a highly sought-after south-facing pool deck bathed in sun all day. From the moment you step inside, the home’s open layout, high ceilings, and abundant natural light create an inviting and spacious feel. At the front of the home, a formal living and dining area with decorative shelving provides a welcoming first impression, while the main living space unfolds toward the rear with a seamless flow between the kitchen, casual dining area, and family room—ideal for both relaxing and entertaining. The remodeled kitchen features granite countertops, modern cabinetry, and a counter-height breakfast bar, all designed to connect effortlessly with the main living areas. Large sliding glass doors from the family room open up to the outdoor space, blending indoor and outdoor living. The primary suite is generously sized and positioned to enjoy views of the pool and conservation. It includes a large closet and a remodeled ensuite bathroom with granite counters, a modern rectangular sink, a separate shower, and a spacious corner soaking tub. A second bedroom also offers its own ensuite bathroom, providing flexibility for guests or strong short-term rental appeal. Two additional themed twin bedrooms share a third updated bathroom, also finished with granite counters and contemporary fixtures. Throughout the home, ceramic tile flooring runs through the main living areas, complemented by laminate wood flooring in the bedrooms, offering both style and durability. Step outside to a spacious south-facing pool deck designed for all-day sunshine—an especially desirable feature for short-term rentals. The outdoor area includes multiple seating spaces, lounge chairs, and a private pool with a bubbling hot tub, all overlooking a peaceful wooded conservation backdrop. The setting is both private and relaxing, with ample deck space for enjoying Florida living year-round. This home is fully furnished and turn-key, making it an excellent opportunity for personal use, a second home, or an income-producing vacation rental. Recent updates provide added confidence and peace of mind, including a roof replaced in 2019, an AC system approximately 5 years old, an electric pool heater installed just 2 years ago, and a washer and dryer also replaced within the last 2 years—helping ensure the home is as functional as it is well presented. Located within Terra Verde Resort, a well-established, guard-gated community known for its amenities, residents and guests enjoy access to a lakefront clubhouse, resort-style pool, fitness center, playground, game room, and sports courts, all just 12 houses down from the property. The location offers outstanding convenience—just minutes to US-192 with its wide array of shopping, dining, and entertainment options. Walt Disney World is only 4 miles away, Universal Studios Florida 35 minutes, and Orlando International Airport is just 25 minutes, making travel and day trips effortless. A standout opportunity in a high-demand resort community—fully furnished, ideally positioned, and ready to perform from day one.
1007 BASEBALL AND BOARDWALK CT, KISSIMMEE, FL 34746
$225,000104 Days on yellowkey MLS ID: S5140259
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1052 Built: 1983Monthly Fee: $901 Tax: $2,499 (2025)Community: Fantasyworld Club Villas Unit 1Townhouse
Taxes:$2,499
Elementary School: Reedy Creek Elem (K 5)
Remarks: 1% lender credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred lender. Welcome to this fully furnished, turnkey end-unit villa located in a desirable resort-style community, just minutes from Walt Disney World and major area attractions. This well-maintained two-story villa offers a comfortable and convenient lifestyle with easy access to community amenities, all within a short walking distance. The villa features an open and functional layout filled with natural light, central air conditioning, and an in-unit washer and dryer. Window blinds are installed throughout for added comfort and privacy. The end-unit location enhances light and overall livability. Community amenities include a resort-style pool, lazy river, water slides, lap pool, fitness center, and business center. Additional recreational amenities include tennis, pickleball, and basketball courts, mini golf, batting cage, playground, and arcade. Outdoor common areas offer charcoal and gas grills with picnic tables. A fenced dog park, ample free parking, and electric vehicle charging stations are also available for resident and guest convenience. The homeowners association provides exterior painting, roof maintenance, lawn care, high-speed internet, TV service, and access to community amenities, offering a low-maintenance ownership experience. This property is suitable for a primary residence, second home, or as part of a short-term rental program, subject to association and local regulations. Schedule your private showing today to learn more about this well-appointed property and its community offerings.
Listing is courtesy of: ROBERT MICHAEL & COMPANY INC. (407-545-2272)
Listing Agent: Robert Micha Medrano Diaz, Sr (407-545-2272)
2494 SWEETWATER CLUB CIR #52, KISSIMMEE, FL 34746
$225,000109 Days on yellowkey MLS ID: O6370306
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1220 Built: 1992Monthly Fee: $450 Tax: $2,857 (2025)Community: Sweetwater Club; A CondoSpa: YesCondo
Taxes:$2,857
Remarks: Fabulous 3/2 Vacation Villa - Zoned for SHORT TERM Rental, Less than 5 minutes from Disney! This Top Floor, CORNER UNIT features soaring VAULTED CEILINGS and pictures windows all around bringing in plenty of NATURAL LIGHT! Recent upgrades , FRESHLY PAINTED interior, and NEW FIXTURES in every room! Fully stocked kitchen with breakfast bar, closet pantry, and ALL APPLIANCES included! Inside utility room with washer/dryer included! Large master suite with cathedral ceilings, WALK-IN CLOSET, suite bathroom, and your very own PRIVATE BALCONY! Plenty of space to store your personal items with a keyed owner's closet inside and a private STORAGE UNIT on the front patio!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Odair Magalhaes (407-766-7979)
2805 CARTER GROVE LN, KISSIMMEE, FL 34741
$670,000193 Days on yellowkey MLS ID: O6350502
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3233 Built: 2014Monthly Fee: $97 Tax: $7,985 (2024)Community: Preserve At Tapestry Ph 1Single Family
Taxes:$7,985
Remarks: Welcome to this stunning move-in-ready home where thoughtful design, premium upgrades, and energy efficiency come together in perfect harmony. This beautifully maintained home offers the perfect balance of luxury, comfort, and convenience. From first glance, curb appeal impresses with a stone-accented front elevation, well-maintained landscaping, and a striking red brick walkway leading to a covered front porch. Step inside to a bright, airy foyer featuring polished porcelain tile, clean architectural lines, and a sleek glass-panel staircase setting the stage for the refined interior that follows. The open-concept main level is both stylish and highly functional. The family room is anchored by a custom entertainment wall with textured paneling, LED accent lighting, and a floating media console, an ideal setting for relaxed nights or elegant entertaining. Crown molding, recessed lighting, and a soft neutral palette enhance the elegant atmosphere, while wide visibility flow effortlessly into the dining area and kitchen. The kitchen is a true showpiece; a modern, sleek, and designed for both culinary performance and visual impact. High-gloss white cabinetry offers ample storage, white stunning quartz countertops with bold veining wrap around a dramatic waterfall island that doubles as a prep space and social hub. The waterfall island is anchored by a distinctive tile inlay, elevating the kitchen’s designer aesthetic., complemented by a sculptural LED pendant light overhead and ambient LED ceiling lighting throughout. Outfitted with premium stainless-steel appliances, the kitchen includes a Samsung French door smart refrigerator with digital display, double wall ovens, a smooth cooktop with a stylish range hood, and an integrated dishwasher. A continuous marble-look quartz backsplash ties the space together. Adjacent to the kitchen, the dining area is bathed in sunlight from sliding glass doors that lead directly to the backyard. Tucked beneath the staircase is a custom-designed bar nook complete with a stacked stone backsplash, glass shelving, recessed lighting, and a built-in beverage cooler, ideal for relaxing evenings or hosting guests. Nearby, a built-in display wall with individually lit niches offers a refined way to showcase art, collectibles, or personal décor. Upstairs, a spacious loft serves as a second living room or media lounge, featuring a textured accent wall, floating console, and contemporary lighting. Glass-panel railings maintain the home’s open feel while adding a modern edge. The primary suite is located on the first floor, offering privacy and comfort. The ensuite bathroom includes a built-in closet system for efficient storage, along with updated fixtures and finishes for a clean, spa-like feel. Each bedroom features porcelain tile flooring, modern ceiling fans, and ample natural light. Bathrooms are tastefully updated, with three full baths and a convenient half-bath. Step outside to your private backyard retreat. A large, covered patio with wood-beam construction offers shaded comfort, while an expansive paver patio provides plenty of space for outdoor dining, lounging, or entertaining. A curved paver walkway leads past dual HVAC units and the solar energy system. Nestled just minutes from The Loop—a vibrant open-air shopping and entertainment destination, movie theaters, 20 minutes from Orlando’s world-famous theme parks and the Orlando International Airport. Schedule your private showing today!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Carmen Estrella (407-960-0914)
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