Location: Kissimmee
Do Not Show Listings
7390 GATHERING CT, KISSIMMEE, FL 34747
$1,750,00086 Days on yellowkey MLS ID: O6400833
REDUCED by $25,000 (1.4%) on 05/30/2026
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4615 Built: 2008Monthly Fee: $207 Tax: $19,087 (2025)Community: Reunion Ph 1 Prcl 1 Unit 3Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$19,087
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: *ACTIVE MEMBERSHIP AVAILABLE*** MUST SEE HOME!!! Located at the end of a quiet cul-de-sac backing up to the tee box of the 7th hole of the Watson designed course in the one of a kind Reunion Resort & Golf Club. Architecturally designed to impress, and accentuated with HIGH-END finishes throughout such as, upgraded light fixtures, soaring ceilings, Cambria Quartz countertops throughout and large windows throughout enhancing the natural light. The Great room opens up into the expansive Lanai area, boasting a large pool & Sauna all WEST FACING WITH SPECTACULAR SUNSET & GOLF COURSE VIEWS! This home has been used only as a personal rental home and has never been rented. It has been meticulously maintained by the current and original owners, it has been equipped with all the upgrades to make it a top rental performer. The current owner has converted the garage to be the ultimate themed game room with all the fan favorites such as the multiple game arcade machine, the Golden Tee, side by side immersive racing machines , Skee Ball, and Basketball Shoot game. Able to occupy 15 guests, and suited for both families or adult groups. It features a Mickey themed bunk room as well as a Encanto themed room. The downstairs billiard room is equipped with a professional style pool table and leads into the oversized dining room table and separate gathering area, perfect for entertaining. The two large upstairs en- suites, with king sized beds, both have private access to the oversized balcony and sensational views, with one featuring a small office area for those who must bring their work with them. The first floor oversized Master Bedroom features a stand alone tub and sliding doors that open up to the lanai. All rooms beside the Encanto themed room are en-suites. This home went through an extensive renovation by previous owners in 2022 with the following upgrades: All new flooring throughout the entire home, repainted ceilings, walls, & trim throughout the home, complete remodel of both master bathrooms with BRAND NEW custom showers in three bathrooms. Stand-alone tubs and designer champagne bronze tub fillers added in both master baths, nearly every window in the home has been replaced, and updated every light fixture in the home. BRAND NEW LED can lights both inside and outside of the homer. Custom linen draperies, shutters and blinds from Cameron Designs in Orlando, All new Cambria Quartz countertops throughout -- kitchen, baths, laundry room, upstairs bar area and dining room buffet. Removed the upstairs laundry room, moved walls, and added an additional bedroom. Additional HVAC venting and electrical added for the new room. Flat screen TV's, double front-load washer and dryer to laundry room. Added a second vent and electrical for additional units, and more! No expense was spared during the renovations of this truly TURN KEY property! Located in a luxury Reunion Resort, one of the kind in the World, the 3 World Class Championship GOLF COURSES and so much more to enjoy! Make this home your primary residence, second home, or income producing rental home! Start making lifelong family memories today!! Dream home, dream views, dream location for family who loves elegance! Schedule your showing today!
Listing is courtesy of: LANDMARK REALTY GROUP OF CENTRAL FLORIDA (321-283-1420)
Listing Agent: Richard Kneeland (407-694-2028)
8900 PRAGUE WAY, KISSIMMEE, FL 34747
$579,000357 Days on yellowkey MLS ID: O6329265
REDUCED by $11,000 (1.9%) on 05/20/2026
Bed: 7 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3314 Built: 2019Monthly Fee: $587 Tax: $9,677 (2024)Community: Windsor At Westside Ph 3Spa: YesSingle Family
Taxes:$9,677
Elementary School: Westside K-8
High School: Celebration High
Tax Year: 2024
Middle School: West Side
Remarks: Welcome to this stunning 7-bedroom, 5-bathroom pool home situated on a spacious corner lot in the highly sought-after Windsor at Westside Resort. Ideal for large families, multi-generational living, or short-term rental investment, this beautifully maintained home combines comfort, style, and resort-style amenities in a gated community just minutes from Disney and major attractions. The main floor features two generously sized bedrooms, including a primary suite with direct access to the private pool. Upstairs, you'll find five additional themed bedrooms—Harry Potter, Frozen, and Star Wars—plus a large loft that has been transformed into a movie room, perfect for family entertainment. Step outside to enjoy your own screened-in private pool and spa, complete with a child safety fence, offering the ideal setting for relaxation and fun. Residents and guests enjoy full access to world-class amenities, including a lazy river, splash pad, resort-style pools, tennis courts, fitness center, arcade, on-site restaurant, and a clubhouse—all secured with 24-hour gated entry. Conveniently located off US Hwy 192 and Toll Road 429, Windsor at Westside offers quick access to shopping, dining, and the “secret” west entrance to Disney via Western Way. Whether you're searching for a vacation retreat, or a high-performing investment property, this home is move-in ready and offers exceptional value in one of Central Florida’s premier resort communities. Don’t miss your opportunity to own a piece of the magic!
Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)
Listing Agent: Veronica Li (407-674-0460)
2726 OXYMORON WAY, KISSIMMEE, FL 34746
$968,000237 Days on yellowkey MLS ID: O6361612
Bed: 8 Bath: 5.0 Liv Area Sq Ft: 4289 Built: 2022Monthly Fee: $259 Tax: $13,735 (2025)Community: Cove At Storey Lake 4Spa: YesSingle Family
Taxes:$13,735
Elementary School: Floral Ridge Elementary
Middle School: Kissimmee Middle
Remarks: Welcome to this extraordinary 8-bedroom luxury home located in the highly sought-after Storey Lake Resort in Kissimmee. Fully furnished and professionally themed throughout, this residence delivers a true turnkey experience for vacation rental investors and families seeking an exceptional second home just minutes from Walt Disney World. The main floor centers around an expansive open-concept layout with a beautifully appointed living room, spacious dining area for large groups, and a gourmet kitchen featuring quartz countertops, stainless steel appliances, 42-inch cabinetry, and an oversized island with seating for six. One elegant king bedrooms are conveniently located on the first level, offering comfort and privacy for multi-generational groups. Sliding doors open to a private screened outdoor oasis complete with a heated pool, spa, covered patio, outdoor dining, and sun loungers — the perfect place to enjoy Florida living. The upper level elevates the guest experience with an impressive Avengers-style entertainment loft and multiple themed bedrooms thoughtfully designed to delight every age group, including Frozen, Star Wars, Harry Potter, Minecraft, and more. Additional king bedrooms and tastefully decorated suites ensure ample space and comfort for large parties. Every room boasts coordinated décor, premium bedding, and smart TVs. The home also features a full Avengers-themed game room equipped with pool table, air hockey, gaming area, and vibrant mural work. This residence has been meticulously maintained and curated to maximize guest enjoyment and convenience, offering a seamless transition for short-term rental use or immediate personal enjoyment. Storey Lake is one of Central Florida’s most desirable resort communities, offering gated access and world-class amenities including multiple pools, lazy river, water slides, splash park, fitness center, tiki bar, sports courts, and mini-golf. Ideally located minutes from Disney, Universal, shopping, dining, and major highways. A rare opportunity to acquire a fully turnkey 8-bedroom resort home in a premier community with outstanding rental appeal and no setup required.
2766 OXYMORON WAY, KISSIMMEE, FL 34746
$895,000240 Days on yellowkey MLS ID: O6361628
Bed: 8 Bath: 5.0 Liv Area Sq Ft: 4289 Built: 2021Monthly Fee: $259 Tax: $12,985 (2024)Community: Cove At Storey Lake IiiSpa: YesSingle Family
Taxes:$12,985
Remarks: Discover this extraordinary, designer-furnished home in the world-class Storey Lake Resort in Kissimmee. Just an 8-minute walk to The Bronson Club, this 2021-built property offers a picturesque backyard overlooking a serene lake—providing beautiful, open views rarely found in the community. Fully turnkey and professionally styled, this luxury home boasts an exceptional interior design portfolio, making it ideal as a high-performing short-term rental or a premium vacation retreat just minutes from Walt Disney World. Step inside to an open-concept living space filled with modern décor, elegant accent walls, and abundant natural light. The chef’s kitchen features quartz countertops, stainless steel appliances, 42-inch cabinets, and a spacious island with seating for six, seamlessly flowing into a large dining area perfect for gatherings. Entertainment is elevated on every level. The multifunction room on the first floor has been transformed into an immersive Super Mario–themed game room featuring a pool table, air hockey, gaming station, and lounge seating. Upstairs, a superhero-themed media loft delivers the ultimate movie and gaming experience, perfect for guests of all ages. Themed bedrooms create a standout guest experience and boost booking appeal, showcasing beautifully designed Frozen, Harry Potter, Star Wars, and Minecraft rooms. Multiple king suites and tastefully decorated bedrooms provide premium bedding, coordinated furnishings, smart TVs, and warm, welcoming color palettes. The outdoor area provides the quintessential Florida lifestyle, featuring a private screened-in pool and spa, covered lanai, outdoor dining area, and sun deck. Located in one of Central Florida’s premier vacation destinations, this home includes access to world-class amenities: resort-style pools, lazy river, water slides, splash park, fitness center, tiki bar, sand volleyball, mini golf, kayak rentals, and more. Minutes from Disney, major highways, shopping, and dining.
4341 CREEKSIDE BLVD, KISSIMMEE, FL 34746
$349,95081 Days on yellowkey MLS ID: O6401786
2 Days Off yellowkey (back on 5/30/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1243 Built: 1994Monthly Fee: $29 Tax: $4,951 (2025)Community: Creekside Ph 2Single Family
Taxes:$4,951
Elementary School: Central Avenue Elem
High School: Poinciana High School
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bathroom single-story pool home located in the heart of Kissimmee—ideal as a primary residence, vacation home, or income-producing short-term rental. Perfectly positioned with tranquil lake view, this home offers the best of Florida living. Step inside to a bright, open floor plan designed for comfort and easy entertaining. The living spaces flow seamlessly to the outdoor area with both family room and primary bedroom sliders opening directly to the pool area, where you’ll find a private screened-in pool with covered lanai overlooking the water—an inviting setting for relaxing or hosting guests year-round. The home features three well-sized bedrooms, including a comfortable primary with en suite bathroom, and a further full bathroom. The single-story layout adds convenience and broad appeal for both homeowners and guests. Located in a community, this property offers flexibility and strong potential for short-term rental use, making it an attractive opportunity for investors seeking income in the high-demand Central Florida vacation market. Families will also appreciate the nearby schools, including Central Avenue Elementary, Kissimmee Middle School, and Poinciana High School, all within a short drive. Conveniently situated near shopping, dining, major highways, and world-famous attractions, this home combines peaceful waterfront living with easy access to everything Kissimmee and the surrounding areas have available. Whether you’re looking to generate rental income or settle into a relaxing lakeside home, this property is a fantastic opportunity.
Listing is courtesy of: EXCLUSIVE VILLAS FLORIDA (863-438-7458)
Listing Agent: Darren Coxon (863-438-7458)
2515 FONTAINE DR, KISSIMMEE, FL 34741
$594,900125 Days on yellowkey MLS ID: O6390540
INCREASED by $20,000 (3.5%) on 05/30/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2962 Built: 2017Monthly Fee: $288 Tax: $5,165 (2025)Community: TapestrySingle Family
Taxes:$5,165
Remarks: Wake up to serene lake views from your own private oasis within the Tapestry gated community. This 4-bedroom, 2.5-bath home combines modern elegance with the spacious outdoor living you've been dreaming about—an oversized lot provides room to entertain, expand, or simply breathe. Inside, discover a stunning loft for a home office, creative studio, or retreat space. Step onto your screened patio and unwind overlooking the lake—your personal sanctuary in the Florida sun. Master bedroom with two walk-in closets as well as a beautiful lake view. Minutes from world-class dining, premium shopping, and theme parks, yet tucked away in a peaceful neighborhood that feels like an escape.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
2948 PEMBRIDGE ST, KISSIMMEE, FL 34747
$480,00079 Days on yellowkey MLS ID: S5148845
REDUCED by $20,000 (4.0%) on 05/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1778 Built: 1991 Tax: $5,527 (2025)Community: Lindfields Unit 3Spa: NoSingle Family
Taxes:$5,527
Elementary School: Westside Elem
Remarks: A rare no-HOA opportunity just minutes from Disney — this beautifully furnished 4-bedroom, 2-bathroom pool home delivers one of the most impressive outdoor living setups you'll find in this price range. With no HOA restrictions, a turnkey furnished interior, and tens of thousands of dollars in recent upgrades, this property is ready to live in, rent out, or enjoy as a Central Florida getaway from day one. Maintained by its original owner since 1991, the home shows true pride of ownership throughout. A welcoming foyer opens into a bright, vaulted dining room that flows into the kitchen, with tile flooring throughout the main living spaces. The split-bedroom layout offers excellent privacy — the spacious primary suite sits on its own side of the home and features French doors leading directly to the pool deck, a walk-in closet, and an updated ensuite bathroom with a brand-new shower and double sinks. Three additional bedrooms on the opposite side share a tastefully refreshed second bathroom with new sinks and updated shower tile, offering flexibility for guests, a home office, or hobby space. The outdoor space is where this property truly stands out. The screened enclosure measures roughly 42 feet wide by nearly 38 feet deep — an enormous footprint anchored by a free-form pool with solar heating and an extended sundeck. The covered lanai is generously sized and ready for outdoor dining, lounging, or entertaining, with opaque privacy panels along the screen enclosure adding a welcome sense of seclusion. Mature trees beyond the pool cage complete the peaceful setting. The list of recent upgrades is genuinely impressive. A new roof was installed in 2024 ($29,000), along with new solar pool heating panels ($7,500). All windows have been replaced with energy-efficient double-glazed units and exterior doors have been upgraded — including French doors in place of standard sliders — for a combined investment of over $17,000. Add fresh exterior paint, all-new interior blinds, all-new toilets, newer appliances, a Nest smart thermostat, Whirlpool washer and dryer, Rainbird irrigation, and a pool cover, and the costly behind-the-scenes work is already done. The home comes fully furnished and turnkey — ideal for a short-term rental, vacation home, or move-in-ready primary residence. The location is hard to beat: roughly 10 minutes to Walt Disney World, 5 minutes to US-192 shopping and dining, 5 minutes to I-4, 20 minutes to Universal Studios, and 30 minutes to Orlando International Airport. Florida's east coast beaches are about 90 minutes away, with Gulf coast beaches around two hours. With no HOA restrictions, a standout outdoor setup, extensive upgrades, and a fully furnished interior in a high-demand Kissimmee location, 2948 Pembridge Street is a rare opportunity offering true freedom of ownership and exceptional flexibility.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Irena Aistrop (321-443-7535)
2547 SHANTI DR, KISSIMMEE, FL 34746
$685,000182 Days on yellowkey MLS ID: O6373995
REDUCED by $10,000 (1.4%) on 05/29/2026
Bed: 8 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3248 Built: 2021Monthly Fee: $397 Tax: $8,412 (2025)Community: Veranda Palms Ph 2B1Single Family
Taxes:$8,412
Remarks: Price Improvement! Amazing opportunity to own this Like NEW and FULLY FURNISHED single family pool home! The Community has No CDD! Built in 2021, This FULLY FURNISHED 8 bedroom, 5 bathroom home with upgraded POOL & HOT TUB. This floor plan also offers double master bedrooms, two laundry rooms, one downstairs and one upstairs, two fridges and two dish washers. It also has a loft as a bonus room upstairs. This home sits on a great lot, backs up to a park view, no rear neighbor. The home includes many upgrades such as the extend covered lanai, oversized pool and jacuzzi, an outdoor shower, wood plank extended tile all throughout the living room and kitchen. Selling fully furnished with modern high end furniture and decorations. The lot is very close by the model home and walkable distance to the club house. Getting ready for this summer for you and your family's summer vacation here in Orlando staying at your own short term rental property, the property is within 15mins to Disney World. Sam's club, Target, Starbucks and other shopping center such as Publix Plaza and restaurants and gas stations are conveniently located right outside of the community. This beautiful 8-bed 5bath like new home is very well centrally located minutes from Disney, major shopping centers, fine dining, roads, and more. and It is loaded with many upgrades such as the extended covered Lanai, upgrades size pool and jacuzzi, outdoor shower, It offers privacy for the homeowner or guest. Call for a showing today!
Listing is courtesy of: SUNSHINE GROUP USA, INC (321-394-5749)
Listing Agent: Ping Song (407-969-3567)
1545 LEAF LN, KISSIMMEE, FL 34744
$545,000126 Days on yellowkey MLS ID: O6390201
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2456 Built: 2022Monthly Fee: $134 Tax: $6,444 (2025)Community: PennyroyalSingle Family
Taxes:$6,444
Remarks: Beautiful 4-bedroom, 3-bathroom home with loft and 2-car garage located in the Pennyroyal community in Kissimmee. This Energy Star Certified home features an open-concept layout with laminate wood flooring in the main living areas. The kitchen overlooks the great room and includes 42” cabinets with crown molding, quartz countertops, stainless steel appliances, and a closet pantry. The first floor offers a convenient secondary bedroom and full bathroom, ideal for guests or a home office. Upstairs, the versatile loft provides additional living space, while the primary suite features dual walk-in closets and a bathroom with dual sinks, quartz counters, and a semi-frameless glass shower. Enjoy serene pond views from the covered lanai with pergola. Pennyroyal residents have access to a community pool with cabana, playground, and dog park. Conveniently located near Florida’s Turnpike, Lake Tohopekaliga, and Downtown Kissimmee.
Listing is courtesy of: PAK HOME REALTY (909-351-5105)
Listing Agent: Ivanna Mendoza Heredia (417-335-1572)
1040 CANNOCK DR, KISSIMMEE, FL 34758
$235,00079 Days on yellowkey MLS ID: O6402700
REDUCED by $10,000 (4.1%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1161 Built: 2004Monthly Fee: $83 Tax: $3,687 (2025)Community: Poinciana Village 2 Nbhd 1Single Family
Taxes:$3,687
Remarks: Charming 3-Bedroom, 2-Bath Home in Growing Poinciana! Don't miss this beautifully maintained home featuring 3 bedrooms and 2 full bathrooms, perfectly located in one of Poinciana?s fastest-growing communities. Enjoy peace of mind with a brand-new roof (July 2025), newer AC, and newer water heater. Step inside to find tile flooring throughout the entire home, offering durability, easy maintenance. This move-in-ready gem offers a fully fenced backyard, perfect for pets, play, or outdoor entertaining. Conveniently situated just minutes from the new shopping plaza with major retailers, restaurants, and a fitness center, plus close to the library, post office, and other everyday essentials. With Disney and other world-famous theme parks just 40 minutes away, this home is ideal for first-time buyers, investors, or anyone looking for a great Central Florida location. Schedule your private showing today this one won't last
Listing is courtesy of: CENTURY 21 CARIOTI (407-770-0322)
Listing Agent: Sammy Nakhleh (407-360-4435)
8908 PRAGUE WAY, KISSIMMEE, FL 34747
$529,000258 Days on yellowkey MLS ID: O6356954
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2019Monthly Fee: $563 Tax: $8,764 (2025)Community: Windsor At WestsideSpa: YesSingle Family
Taxes:$8,764
Remarks: Your Private Oasis Awaits at the fantastic Windsor at Westside Resort community. Step into luxury and leisure of this fully furnished 6-bedroom, 4.5-bathroom retreat nestled in one of Central Florida’s most sought-after vacation communities. Designed for comfort and entertainment, this spacious home features a stunning loft, soaring ceilings, and an open-concept layout that seamlessly blends elegance with functionality. It features a private heated south facing pool and spa for year-round relaxation, an expansive covered lanai with sun loungers and patio seating, a gourmet kitchen with stainless steel appliances and generous counter space and a breakfast bar, dual master suites, one on each floor making it ideal for guests or multi-generational living, a converted garage game room for added fun and entertainment, and stylish finishes throughout, including ceramic tile and plush carpeting. Recent upgrades include a brand-new AC compressor and brand-new dryer. The resort features lots of great amenities including a lazy river, splash pool, clubhouse bar, fitness center, and game room. The community is guard gated and the HOA includes cable, internet, and grounds maintenance. All this and just minutes from world-famous attractions, shopping, and dining, this property offers the perfect blend of convenience and escape. Whether you're seeking a second home, a vacation getaway, or a high-performing short-term rental, this residence delivers exceptional value and unforgettable experiences.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ping Ma (863-332-0298)
1512 MUMBAI WAY, KISSIMMEE, FL 34747
$495,000341 Days on yellowkey MLS ID: O6334704
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2492 Built: 2019Monthly Fee: $563 Tax: $8,849 (2025)Community: Windsor/Westside-Ph 2BSpa: NoSingle Family
Taxes:$8,849
Remarks: Check out this beautiful 5-bedroom, 4-bathroom pool home in the highly sought after resort community of Windsor at Westside! This fully furnished home is in great condition and it's just minutes from Disney and Orlando’s iconic attractions. Designed with gatherings in mind, this home boasts an open-concept layout featuring a generous family room and oversized dining area, perfect for entertaining or hosting extended family vacations. The modern kitchen impresses with 42" cabinets, stainless steel appliances, stone countertops, and a breakfast bar ideal for casual meals. Step through the sliding doors to your private outdoor paradise, a west-facing heated pool that basks in afternoon sun, complete with a brick-paver deck and covered lanai for all-weather relaxation. Inside, the home comes tastefully furnished with a stylish, turn-key décor. A converted garage adds a bonus game room to the already expansive layout, ensuring fun and comfort for every guest. Windsor at Westside offers a gated, amenity-rich lifestyle with a resort-style clubhouse, heated pool and spa, lazy river, splash pad, fitness center, arcade, sand volleyball, tennis and basketball courts, and an on-site restaurant and bar.
8512 SUNRISE KEY DR, KISSIMMEE, FL 34747
$560,000111 Days on yellowkey MLS ID: O6388410
Bed: 7 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2881 Built: 2004Monthly Fee: $115 Tax: $6,949 (2025)Community: Emerald Island Resort Ph 4Single Family
Taxes:$6,949
Remarks: Welcome to this spacious 7-bedroom, 4.5-bathroom pool home located in the highly desirable Emerald Island Resort, one of the most sought-after short-term rental communities in the Orlando area. With nearly 2,900 square feet of living space, this home is ideal as an income-producing vacation rental or a private second home near the attractions. Designed for comfort and entertainment, the home features multiple living areas, themed bedrooms, a theater room, and a game room, offering an unforgettable experience for guests and owners alike. The private screened pool and spa provide the perfect place to relax after a day exploring Orlando. Recent updates include fresh interior and exterior paint and updated furnishings, including new living room furniture and refreshed pool patio furniture. The roof is a 2023, the pool equipment is 2025, and the HVAC units are newer and have been serviced regularly. Emerald Island Resort is a 24-hour guard-gated community offering resort-style amenities including a clubhouse, community pool and spa, fitness center, tennis and basketball courts, playgrounds, and walking trails. Ideally located just 10–15 minutes from Walt Disney World, approximately 20–25 minutes to Universal Orlando Resort and Epic Universe, and around 20 minutes to SeaWorld. Florida’s East Coast beaches such as Cocoa Beach are about an hour away, while the Gulf Coast beaches including Clearwater and St. Pete Beach are roughly 1 hour and 45 minutes away. With its prime location near shopping, dining, and major attractions, this property offers the perfect combination of investment potential and vacation lifestyle in the heart of Central Florida. BOOKING AND INCOME HISTORY AVAILABLE UPON REQUEST.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Rebecca Readus (423-414-5019)
100 WINDY DUNE CT, KISSIMMEE, FL 34743
$400,000256 Days on yellowkey MLS ID: O6357320
REDUCED by $20,000 (4.8%) on 05/29/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1454 Built: 1998Monthly Fee: $39 Tax: $2,841 (2024)Community: CoralwoodSingle Family
Taxes:$2,841
Remarks: Welcome to this spacious two-story home perfectly positioned on a desirable corner lot! This inviting 3-bedroom, 2.5-bath residence offers plenty of potential for a growing family seeking comfort, privacy, and convenience. The first floor showcases an open-concept layout with tile flooring throughout, creating a practical and functional flow. Upstairs, you’ll find cozy carpeted bedrooms offering a comfortable retreat for rest and relaxation. Enjoy year-round outdoor living with your own private, screened-in pool complete with a fenced backyard for added privacy. Inside, the home features a convenient laundry room, ample natural light, and generous storage space throughout. Perfectly located, this home is literally just minutes from Florida’s Turnpike, providing quick access to the 417 Central Florida Greenway and Orlando International Airport. You’ll also be a short drive from world-famous attractions such as Walt Disney World, Universal Studios, SeaWorld, and Lake Nona’s Medical City. Close to shopping, dining, and excellent schools, this property offers outstanding potential and a great opportunity to own a pool home in one of Kissimmee’s most convenient locations!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Junior Montero (407-234-2334)
8958 SUGAR PALM RD, KISSIMMEE, FL 34747
$459,90072 Days on yellowkey MLS ID: S5149166
REDUCED by $9,800 (2.1%) on 05/29/2026
Bed: 5 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 3081 Built: 2014Monthly Fee: $682 Tax: $6,821 (2025)Community: Paradise Palms Resort Ph 3BSpa: NoSingle Family
Taxes:$6,821
Remarks: Welcome to this beautiful fully furnished 5 bedroom, 5 bathroom pool home located in a highly desirable gated resort community in Kissimmee. Whether you are looking for a vacation getaway, primary residence, or investment opportunity, this property offers the perfect combination of comfort, style, and convenience. Step inside to an inviting open concept layout filled with natural light, high ceilings, and a spacious living and dining area designed for relaxing and entertaining. The modern kitchen features granite countertops and ample cabinetry, making it ideal for hosting family and guests. All bedrooms are generously sized, providing privacy and comfort for everyone. Enjoy the Florida lifestyle year round in your private screened pool and lanai, perfect for morning coffee or evening gatherings.Ideally located just minutes from Walt Disney World Resort, Universal Orlando Resort, Disney Springs, as well as shopping, dining, and major highways, this home offers unbeatable access to everything Central Florida has to enjoy. The community features resort style amenities including a clubhouse, pool, fitness center, movie theater, game room, and more. Move in ready and full of potential, this is a rare opportunity to own in one of the most sought after areas in Kissimmee. Schedule your private showing today.
Listing Agent: Antonio Nouer (407-837-6981)
7950 SEA PEARL CIR, KISSIMMEE, FL 34747
$775,00049 Days on yellowkey MLS ID: S5150770
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3126 Built: 2002Monthly Fee: $125 Tax: $8,286 (2025)Community: Formosa GardensSpa: YesSingle Family
Taxes:$8,286
Remarks: Welcome to 7950 Sea Pearl Circle, a beautifully upgraded 5-bedroom, 4-bath retreat tucked behind the gates of Formosa Gardens — one of Kissimmee's premier gated communities, with the rare flexibility to be enjoyed as a primary residence, second home, or short-term rental. Just minutes from Walt Disney World and set on an oversized half-acre corner lot, this nearly 3,200-square-foot Florida-style home offers space, privacy, and resort living in equal measure. In a market where most vacation-home communities require a car for everything, Formosa Gardens offers the rare luxury of walkable access to dining, shopping, and entertainment — a feature that's nearly impossible to replicate nearby. Major-ticket items are already handled — new roof (2022), new HVAC system (2023), new pool heater (2023), and new carpet throughout (2023). Smart thermostats and exterior security cameras let you monitor and control the home from anywhere via an app. Inside, an open floor plan with soaring ceilings flows from the kitchen and living areas to a primary suite on the main floor, with additional bedrooms upstairs. The standout feature is the fully air-conditioned and heated game room — the year-round entertainment hub guests and families rave about. Step outside to your private heated pool and spa with a screen enclosure, surrounded by deck space built for Florida sunshine. This is a true turnkey opportunity: all furniture, televisions, and games convey — ready to move in, enjoy as your getaway, or book from day one. Formosa Gardens' flexible use policy makes this home equally suited for a family looking for a forever home with resort amenities, a second-home buyer wanting a Disney-area escape, or an investor seeking an income-producing rental. Whatever your vision, 7950 Sea Pearl is move-in ready and waiting for its next chapter.
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
2966 SIESTA VIEW DR, KISSIMMEE, FL 34744
$460,00049 Days on yellowkey MLS ID: R4911121
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1985 Built: 2005Monthly Fee: $160 Tax: $7,804 (2025)Community: Villa Sol Ph 2 Village 3Spa: NoSingle Family
Taxes:$7,804
Remarks: Lovely 3 bedroom 2 bathroom heated and screened pool home. Nice open floorplan with utility room within the property. This gated community offers so much, large clubhouse with Olympic style pool, Fitness Center, Tennis and Basketball Courts. Scenic walking trails along the creek that also offers private community boat ramp. Easy access to all major highways, shopping, attractions and so much more. Community has short term zoning, so rent short term , long term, any term you want. HOA includes cable, internet and lawn care, so only your own private swimming pool to take care of
Listing is courtesy of: ZAINS REALTY, LLC (407-994-3171)
Listing Agent: Phil Dinnis (407-908-0275)
2784 ROCCELLA CT, KISSIMMEE, FL 34747
$529,000237 Days on yellowkey MLS ID: O6360906
REDUCED by $20,000 (3.6%) on 05/29/2026
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 2109 Built: 2013Monthly Fee: $142 Tax: $6,297 (2024)Community: WestsideSpa: YesSingle Family
Taxes:$6,297
Remarks: Located in the highly sought-after community of Tuscany at Westside, this beautifully maintained 5-bedroom, 5-bathroom pool home offers the perfect blend of privacy, convenience, and income potential. Nestled on a cul-de-sac with no rear neighbors and serene conservation views, this fully furnished home features an open floor plan, spacious kitchen with breakfast bar, and a screened-in private pool—ideal for entertaining or relaxing. Zoned for short-term rentals and situated just minutes from Walt Disney World, Margaritaville Resort, and Sunset Walk, the location is ideal for vacationers or year-round residents. Whether you're seeking a primary residence, second home, or an income-producing investment, this move-in-ready home checks every box!
Listing is courtesy of: TRUVALOR REALTY LLC (407-218-0937)
Listing Agent: Carlos Lima Vieira, Jr (407-952-4134)
1648 MARINA LAKE DR, KISSIMMEE, FL 34744
$699,50059 Days on yellowkey MLS ID: S5150174
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3015 Built: 2001Monthly Fee: $75 Tax: $4,731 (2025)Community: Ashley Cove Unit TwoSpa: YesSingle Family
Taxes:$4,731
Remarks: Tucked Away Gated Estate Near Lake Toho & NeoCity – Luxury, Privacy & Strategic Location!Welcome to your private oasis outside the city limits! Nestled in a quiet, low-traffic enclave in the back of a highly desirable gated community, this stunning 4-bedroom, 3-full-bath estate spans 3,015 sq. ft. of pure luxury. Situated on a rare, oversized lot (approx. 1/3 to 1/2 acre) framed by a majestic canopy of mature oaks, this home offers unparalleled peace and privacy. While you are tucked away adjacent to the pastures and world-class bass fishing of Lake Tohopekaliga, you are strategically located just minutes from the Florida Turnpike entrance for an effortless commute to Orlando, and a short drive to NeoCity, Central Florida’s premier technology and innovation hub.The Interior:Pass through the grand entryway to discover soaring, very high ceilings and an abundance of natural light framed by elegant plantation shutters. The floor plan completely eliminates carpet, showcasing premium ceramic tile and luxury vinyl laminate flooring throughout. The gourmet kitchen and all three full baths feature gorgeous granite countertops. Retreat to the massive master suite, complete with a spa-like bath featuring a deep Jacuzzi soaking tub. Above the 3-car garage (which boasts a professionally finished floor), a versatile bonus room awaits—perfect for a private home office, media room, or guest suite.The Outdoor Oasis:Step through the sliders into your massive, fully screened pool lanai. The custom pool is a true tropical retreat, featuring an integrated spa with dual heating systems: gas heat for rapid spa warming and solar heat for eco-friendly, year-round pool enjoyment. The sprawling backyard offers total seclusion, bordered by a peaceful landscape that feels worlds away from the hustle and bustle.Mechanical Peace of Mind:Forget about hidden costs—this home is fully updated and built for efficiency:Newer RoofNewer HVAC (Still under warranty!)Newer Hot Water HeaterEnjoy the ultimate Central Florida lifestyle in a peaceful, low-traffic neighborhood, combining pastoral tranquility with immediate access to major highways and booming tech hubs. Schedule your private tour today!
Listing is courtesy of: ROYAL REALTY REAL ESTATE, LLC (407-892-0123)
Listing Agent: David Good Ii, X (407-791-0120)
4294 PARAGRAPH DR, KISSIMMEE, FL 34746
$664,99081 Days on yellowkey MLS ID: O6396690
Bed: 5 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 2996 Built: 2022Monthly Fee: $569 Tax: $11,010 (2025)Community: Cove At Storey Lake 4Single Family
Taxes:$11,010
Remarks: Outstanding opportunity in the highly desirable Storey Lake community! This beautifully maintained, fully furnished property is perfectly suited for short-term rental use, offering both an exceptional vacation experience and strong income potential. Featuring a spacious and well-designed layout, the home is turnkey ready—allowing for a seamless transition for immediate rentals or personal use. Located in one of Central Florida’s premier short-term rental communities, Storey Lake is known for its resort-style amenities, including a clubhouse, lazy river, water slides, fitness center, and more. Its prime location provides convenient access to major attractions, shopping, dining, and entertainment. Whether you’re seeking a vacation home or a high-performing investment property, this listing presents an outstanding opportunity in a sought-after rental destination.
Listing is courtesy of: ALLISON JAMES ESTATES & HOMES (941-500-4922)
Listing Agent: Ge Desouza Desouza (857-312-3214)
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