Location: Kissimmee
Do Not Show Listings
4943 ROYAL POINT AVE, KISSIMMEE, FL 34746
$451,50095 Days on yellowkey MLS ID: W7884068
REDUCED by $1,000 (0.2%) on 06/22/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2660 Built: 2021Monthly Fee: $124 Tax: $6,234 (2025)Community: Cypress Hammock Ph 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,234
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this spacious and move-in ready 5-bedroom, 3-bathroom home in Kissimmee! Featuring a versatile layout with a loft, 2-car garage, and a screened, covered lanai, this home is designed for both comfort and entertaining. The open-concept kitchen seamlessly flows into the café and gathering room and showcases a large center island, pantry, stainless steel Whirlpool appliances, espresso cabinetry, granite countertops, and a light gray subway tile backsplash. Just beyond, the covered lanai provides the perfect space to enjoy indoor-outdoor living year-round. A bedroom and full bathroom on the main level offer flexibility for guests or a home office. Upstairs, you’ll find a spacious loft, convenient laundry room, three additional bedrooms, a full bath, and a generous primary suite featuring a large walk-in closet and an en suite bath with dual sinks, granite countertops, linen storage, and a walk-in shower. Additional highlights include tile flooring throughout the main living areas, bathrooms, and laundry room, soft stain-resistant carpeting in the bedrooms and second floor, and included appliances such as washer, dryer, refrigerator, and window blinds. Enjoy peaceful water or conservation views and take advantage of the community’s resort-style amenities, including a pool with splash pad, playground, sports court, walking trails, and more—perfect for relaxing and entertaining with family and friends.
Listing is courtesy of: 1% LISTS CENTRAL FLORIDA (727-967-9779)
Listing Agent: Ryan Diaz (727-656-3788)
2721 BOOKMARK DR, KISSIMMEE, FL 34746
$790,00047 Days on yellowkey MLS ID: O6405337
Bed: 8 Bath: 5.0 Liv Area Sq Ft: 4289 Built: 2019Monthly Fee: $304 Tax: $10,015 (2025)Community: Cove At Storey Lake IiSpa: YesSingle Family
Taxes:$10,015
Elementary School: Floral Ridge Elementary
High School: Celebration High
Middle School: Kissimmee Middle
Remarks: Welcome to 2721 Bookmark Drive, a spectacular fully furnished 8-bedroom home in the highly sought-after Storey Lake Resort. This home gives one of the most desirable settings in the community, with peaceful pond and conservation views and no rear neighbors. Designed for both luxury living and unforgettable guest experiences, this home delivers the perfect blend of comfort, entertainment, and income potential. From the moment you walk in, the property feels like a true resort-style retreat, with spacious gathering areas, stylish furnishings, and multiple themed bedrooms created to delight guests of all ages. The home features a private movie theater, a dedicated game room, and a unique Virtual Reality machine that adds an extra layer of fun and creates a standout experience for vacationing guests. Whether hosting large families, groups, or visitors looking for the ultimate Orlando getaway, this home is built to impress. The outdoor space is just as special, with a private pool area overlooking the water and conservation backdrop, providing privacy, peaceful views, and a rare sense of separation from neighboring homes. Located just minutes from Disney, Universal, shopping, dining, and Orlando’s world-famous attractions, Storey Lake continues to be one of the area’s most popular short-term rental communities. With its premium location, rare conservation-facing lot, thoughtful entertainment spaces, and turnkey furnishings, 2721 Bookmark Drive is an exceptional opportunity to own a standout vacation home in the heart of Kissimmee’s resort corridor.
Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)
Listing Agent: Andre Kressler (407-864-2184)
2093 WALNUT CREEK DR, KISSIMMEE, FL 34744
$398,990107 Days on yellowkey MLS ID: O6389078
2 Days Off yellowkey (back on 6/16/2026)
REDUCED by $3,000 (0.7%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1614 Built: 2025Monthly Fee: $11 Tax: $3,684 (2025)Community: Kindred Ph 3B 3C & 3DSpa: NoSingle Family
Taxes:$3,684
Remarks: Under Construction. Explore the Jemison floorplan, offering a 3-bedroom, 2-bathroom layout with 1,614 sq ft. The home features an open kitchen, spacious great room, and covered lanai. The kitchen includes an island, walk-in pantry, and stainless-steel appliances. Bedroom one has an ensuite bathroom and walk-in closet. A second bedroom and bath are located at the front of the home. Just off the kitchen the versatile third bedroom, perfect to meet your needs. This all concrete block construction home also includes smart home technology for control via smart devices. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
2004 VIEWFINDER STREET, KISSIMMEE, FL 34758
$229,990230 Days on yellowkey MLS ID: S5138089
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1255 Built: 2023Monthly Fee: $229 Tax: $4,051 (2024)Community: Weshiew Pod A Ph 1ATownhouse
Taxes:$4,051
Tax Year: 2024
Remarks: Excellent investment opportunity with tenant in place through February 28, 2027, currently paying $1,500 monthly. This is a rare chance to acquire a former builder’s model corner/end-unit townhome in a quiet and well-maintained Kissimmee community, offering immediate rental income and long-term upside for an investor buyer. As the original model home, this property stands out with additional windows that fill the interior with abundant natural light, creating a bright and airy atmosphere throughout. The home features 2 bedrooms and 2 bathrooms with a comfortable and functional layout designed for everyday living. The main living area flows seamlessly into the dining space and kitchen, creating an open-concept feel that enhances both livability and overall appeal. The bedrooms are well-sized and great storage, while both bathrooms are in excellent condition, providing comfort and privacy. Residents enjoy access to community amenities including a swimming pool, playground, and dog park, adding to the property’s desirability and rental appeal. Conveniently located near shopping centers, supermarkets, restaurants, schools, and major roadways, this home offers easy access to daily essentials and commuter routes. With a lease already in place, strong natural light, corner/end-unit positioning, and an attractive community setting, this property presents an outstanding opportunity for investors seeking a stable, income-producing asset in Kissimmee.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Ernesto Pineda (321-440-6283)
9042 SUNSHINE RIDGE LOOP, KISSIMMEE, FL 34747
$734,90077 Days on yellowkey MLS ID: O6396881
Bed: 9 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4363 Built: 2018Monthly Fee: $726 Tax: $11,275 (2025)Community: Solara ResortSingle Family
Taxes:$11,275
Elementary School: Westside K-8
Remarks: Welcome to 9042 Sunshine Ridge Loop, Kissimmee, FL 34747, a 9-bedroom, 6.5-bathroom luxury pool and spa home in Solara Resort, just minutes from Orlando’s world-famous theme parks, dining, and entertainment. Built in 2018, professionally designed and decorated and fully furnished, this 4,363 sqft turnkey home comfortably accommodates up to 21 guests, offering a seamless opportunity for a primary residence, second home, or high-performing short-term rental. Designed for comfort, connection, and fun, the home features a bright, airy layout with high-end finishes throughout. Multiple living spaces provide room for relaxation and entertainment, including a fully equipped kitchen, dining area, and game spaces that are perfect for gatherings or hosting guests. The current owner has invested extensively in furnishings and finishes, making this a move-in-ready property with no additional work required. Sleeping arrangements include a mix of king suites, twin bedrooms, and a fun themed bunk room, ensuring everyone has a comfortable space to recharge. Kids will delight in the themed bedrooms that bring their favorite characters to life. Step outside to your private outdoor oasis featuring a pool, hot tub, and shaded al fresco dining area—ideal for enjoying Florida’s year-round sunshine and hosting BBQs or poolside fun. Located in one of Central Florida’s most sought-after resort communities, this home combines turnkey convenience, flexible living, and strong rental potential in the heart of Kissimmee. Schedule your private showing today and experience the perfect blend of luxury, lifestyle, and income potential in Solara Resort.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matt Dixon (407-965-8906)
2207 PORTRAIT STREET, KISSIMMEE, FL 34758
$269,990230 Days on yellowkey MLS ID: S5138093
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1407 Built: 2023Monthly Fee: $210 Tax: $4,220 (2024)Community: Westview Pod A Ph 1ATownhouse
Taxes:$4,220
Remarks: Exceptional turnkey investment opportunity with tenant in place through March 31, 2027, currently paying $1,700 monthly. This is a rare chance to acquire a brand-new former model townhome in a quiet and established Kissimmee community, offering immediate rental income and strong long-term appeal for an investor buyer. The home is listed as a 3-bedroom, 2.5-bath townhouse with 1,407 square feet, built in 2023. As the community’s model home, this property stands out with an attractive layout, quality finishes, and a bright, welcoming interior. The modern kitchen opens to a spacious open-concept living and dining area, creating an ideal setting for everyday living and long-term tenant appeal. The bedrooms are generously sized, and the bathrooms are in excellent, like-new condition. Additional features include an attached garage and driveway parking, offering convenience and practicality for residents. The community also features amenities such as a swimming pool, playground, and green spaces, enhancing the overall lifestyle appeal. Conveniently located near shopping, supermarkets, schools, restaurants, and major roadways, this property combines stable income, desirable location, and low-maintenance appeal. An outstanding opportunity for investors seeking a leased, income-producing asset in Kissimmee.
2737 LIDO KEY DR, KISSIMMEE, FL 34747
$525,00056 Days on yellowkey MLS ID: O6403325
3 Days Off yellowkey (back on 6/22/2026)
REDUCED by $10,000 (1.9%) on 05/14/2026
Bed: 7 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 2925 Built: 2005Monthly Fee: $347 Tax: $6,996 (2025)Community: Emerald Island Resort Ph 5BSpa: YesSingle Family
Taxes:$6,996
Remarks: Under contract-accepting backup offers. Welcome to your next dream vacation home, family residence, or investment in the heart of Kissimmee! This spacious 7-bedroom, 5.5-bath home offers nearly 3,000 square feet of living space, perfectly designed for both comfortable living or a high performing short term rental. Located just 12 minutes from Walt Disney World, this property sits in one of the most desirable areas for vacation rentals, making it an ideal fro producing extra income or a personal getaway. Step inside to find no carpet in majority of the home, offering a modern, low maintenance lifestyle that guests and homeowners alike will appreciate, and make your way into the garage where you will find all kinds of games and activities to pass the time. With multiple bedrooms and expansive living areas, this home is perfect for hosting large families or maximizing rental occupancy. Enjoy peace of mind with the roof being installed in 2023, adding long term value and assurance of no big expenses in the near future . The home’s layout and size make it highly versatile, whether you're looking to live in it full-time, use it as a second home, or capitalize on the booming short-term rental market near Disney. Situated on a generous lot in a sought-after community, this property combines location, size, and investment potential all in one. Don’t miss your chance to own an amazing opportunity this close to the parks!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Devin Quintana (407-668-7700)
1917 ESTANCIA CIR, KISSIMMEE, FL 34741
$239,00044 Days on yellowkey MLS ID: S5147983
REDUCED by $10,900 (4.4%) on 06/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1705 Built: 2006Monthly Fee: $337 Tax: $3,842 (2025)Community: Villas At Estancia CondoTownhouse
Taxes:$3,842
Remarks: Welcome to this property located at 1917 Estancia Cir in the heart of Kissimmee! This well-maintained home offers a perfect blend of comfort and convenience, ideal for homeowners and investors alike. Featuring spacious living areas, abundant natural light, and a functional layout designed for modern living. Enjoy a prime location just minutes from shopping centers, dining, major highways, and world-renowned attractions. Whether you're looking for a primary residence or an investment opportunity, this property offers incredible potential. Don’t miss your chance to own a home in one of Kissimmee’s most desirable and centrally located communities!
Listing is courtesy of: DEAL MAKERS REALTY TEAM CORP (407-288-0260)
Listing Agent: Maria Pagan (407-288-0260)
1864 NICE CT, KISSIMMEE, FL 34747
$695,90077 Days on yellowkey MLS ID: O6396750
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2018Monthly Fee: $607 Tax: $11,733 (2025)Community: Windsor At Westside Ph 2ASpa: YesSingle Family
Taxes:$11,733
Remarks: Welcome to 1864 Nice Ct, Davenport, FL - this 8 bedroom, 6 bath, 4,041 sq ft turnkey vacation home at Windsor at Westside is just 20 minutes from Orlando’s top theme parks. Perfect for large groups, this home comfortably sleeps up to 20 guests, offering the ultimate combination of comfort, space, and Florida-style fun. The open-concept great room brings everyone together with a gourmet kitchen, living, and dining area designed for entertaining or relaxing after a day at the parks. Both the first-floor and second-floor primary suites provide privacy and luxury, while the remaining bedrooms are perfectly set up for groups. Step outside to your fully enclosed pool and spa with lake views, ideal for sun-soaked afternoons, poolside dinners, or evening relaxation. The home is fully furnished and move-in ready, making it an effortless turnkey option for a second home, vacation rental, or short-term rental investment. Upstairs, the family room ensures there’s plenty of room for everyone to spread out comfortably and create memories together. Windsor at Westside Resort offers resort-style amenities that elevate the vacation experience, including a 10,000 sq ft clubhouse, zero-entry pool with waterslide, lazy river, splash park, lake and pier, tiki bar & fireplace lounge, fitness center, volleyball courts, and daily maintenance included in the HOA. This is a rare opportunity to own a fully furnished, move-in-ready, large-group vacation home in one of Orlando’s most sought-after resort communities. Schedule your private showing today and experience the perfect blend of Florida lifestyle, turnkey convenience, and rental income potential!
158 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746
$500,00091 Days on yellowkey MLS ID: O6392103
REDUCED by $15,000 (2.9%) on 06/03/2026
Bed: 8 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2834 Built: 2004Monthly Fee: $100 Tax: $7,019 (2024)Community: Terra VerdeSpa: NoSingle Family
Taxes:$7,019
Remarks: One or more photo(s) has been virtually staged. INSTANT EQUITY OPPORTUNITY! Imagine purchasing a property that may offer over $25,000+ in potential equity while also delivering incredible income-producing potential! This stunning Kissimmee property features 8 bedrooms, 4.5 bathrooms, and over 2,834 square feet of living space. Whether you're searching for a vacation retreat, a high-performing short-term rental, or a spacious Central Florida home, this property offers the flexibility and features today's buyers are looking for. Step outside and enjoy your own private heated screened pool, perfect for relaxing after a day of exploring nearby attractions. Located just minutes from Disney, world-class entertainment, shopping, dining, and major attractions, this home places you in the heart of one of Florida's most desirable vacation destinations. Recent updates add even more peace of mind, including a newer roof, newer water heater, and new pool equipment, helping make this property an even more attractive option for both personal enjoyment and investment purposes. Investors will appreciate that the property is zoned for short-term rentals, creating exciting Airbnb and vacation rental opportunities. Even better, it's located within the highly sought-after Terra Verde Resort, where owners and guests enjoy access to resort-style amenities including a clubhouse, resort pool, fitness center, tennis courts, playground, and gated entry. Property Highlights: Private Heated Screened Pool Located in the Popular Terra Verde Resort Zoned for Short-Term Rental Opportunities Minutes from Disney and Area Attractions Spacious Layout Ideal for Personal Use or Investment Resort-Style Amenities for Owners and Guests Come tour this incredible property and discover why it's one of the most exciting opportunities currently available in the Disney vacation corridor. Contact me today for pricing, rental income potential, or to schedule your private showing!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Stacey Vazquez (407-874-5751)
9015 SUNSHINE RIDGE LOOP, KISSIMMEE, FL 34747
$695,000168 Days on yellowkey MLS ID: O6371288
REDUCED by $10,000 (1.4%) on 06/22/2026
Bed: 9 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4363 Built: 2018Monthly Fee: $726 Tax: $11,239 (2025)Community: Solara ResortSpa: YesSingle Family
Taxes:$11,239
Remarks: GREAT POOL & SPA VACATION HOME!!! This beautiful Vacation home has 9 Bedrooms, 6.5 Baths, located in the sought after RESORT STYLE community of SOLARA!! Home comes FULLY FURNISHED and decorated! Walking distance to the fabulous Clubhouse with a resort style pool, hot tub, poolside cabanas, water slides, splash pad, restaurant, sports such as Flow-rider Surf Simulator, Beach Volley, Soccer, Basketball. Just minutes away from all major attractions, Walt Disney World, and all its attractions, restaurants, shopping centers, outlets and the main highways!!!
Listing is courtesy of: ICON REALTY ASSOCIATES INC (321-303-5851)
Listing Agent: Nilda Juncos (321-624-2487)
9013 SUNSHINE RIDGE LOOP, KISSIMMEE, FL 34747
$695,000166 Days on yellowkey MLS ID: O6371287
Bed: 9 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4363 Built: 2018Monthly Fee: $726 Tax: $11,252 (2025)Community: Solara ResortSpa: YesSingle Family
Taxes:$11,252
3356 COMPOSITION ST, KISSIMMEE, FL 34758
$244,0005 Days on yellowkey MLS ID: S5152129
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1275 Built: 2024Monthly Fee: $224 Tax: $3,785 (2025)Community: The Townhomes At WestviewTownhouse
Taxes:$3,785
Remarks: Excellent investment opportunity in one of Kissimmee’s fastest-growing areas. Built in 2023, this modern 2-bedroom, 2.5-bathroom townhome is already producing income with a tenant in place and a lease secured through May 2027, providing immediate cash flow from day one for the new owner. The property features an open-concept floor plan, spacious and functional living areas, and a kitchen that seamlessly connects to the main living spaces. All appliances are included: refrigerator, range, microwave, dishwasher, washer, and dryer. Located within the Westview community, residents enjoy access to community amenities, including a swimming pool, while benefiting from convenient access to major highways, shopping, dining, schools, and everyday services. Its strategic location places you approximately: * 20 minutes from Celebration * 25 minutes from Walt Disney World * 30 minutes from ChampionsGate * 35 minutes from Orlando International Airport This property is ideal for investors seeking a newer construction home with an established tenant, immediate rental income, and long-term appreciation potential in one of Central Florida’s most active growth corridors. The owner is willing to consider reasonable offers, creating an excellent opportunity for buyers looking to maximize value and return on investment. Property is tenant occupied. Showings are by appointment only and require advance notice.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Alicia Graterol Roa (407-485-7902)
340 CHIQUITA CT, KISSIMMEE, FL 34758
$265,00023 Days on yellowkey MLS ID: O6411794
REDUCED by $15,000 (5.4%) on 06/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1053 Built: 1988Monthly Fee: $8 Tax: $3,304 (2025)Community: Poinciana Village 1 Nbhd 1 NorthSingle Family
Taxes:$3,304
Remarks: PRICED TO SELL! NEW ROOF! ONLY 29 MINUTES FROM DISNEY! Welcome to this charming 3-bedroom, 2-bath home in Kissimmee, offering the perfect blend of Florida lifestyle, comfort, and convenience. Priced to sell and featuring a brand-new roof, this move-in-ready home is an exceptional opportunity for homeowners, vacation home buyers, and investors alike. Step inside to discover a bright and inviting open-concept layout filled with natural light, a spacious living area, and a functional kitchen with ample workspace—perfect for everyday living and entertaining. The private primary suite includes its own bath, while two additional bedrooms provide flexibility for guests, a home office, or rental potential. Outside, enjoy a fenced backyard and covered patio, creating the ideal setting for relaxing, entertaining, and embracing Florida’s year-round outdoor lifestyle. The new roof adds value, durability, and peace of mind for years to come. Conveniently located near shopping, dining, schools, parks, and major roadways, this home offers easy access to the very best of Central Florida living. Best of all, you're just 29 minutes from the magic of Walt Disney World Resort, giving you quick access to world-class attractions, entertainment, dining, and recreation. Whether you're looking for a primary residence, a vacation retreat, or an investment opportunity, this home checks all the boxes. Some photos have been virtually staged to illustrate the home's potential. Schedule your private showing today and see why this Kissimmee gem is PRICED TO SELL!
Listing is courtesy of: LA ROSA REALTY PREMIER LLC (407-401-9076)
Listing Agent: Deysi Nunez (856-465-3884)
2310 SILVER PALM DR #104, KISSIMMEE, FL 34747
$234,900223 Days on yellowkey MLS ID: TB8442348
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1022 Built: 2003 Tax: $2,861 (2024)Community: Windsor Palms Condo Ph 10Spa: NoCondo
Taxes:$2,861
Elementary School: Westside Elem
Middle School: Horizon Middle
Remarks: PROFESSIONALLY MANAGED with MANY Short Term Rentals! The Royal Retreat at Windsor Palms: Your sensational Orlando Oasis! Prepare to be captivated by this exceptional, fully furnished, two-bedroom, two-bathroom condo nestled within the highly sought-after, gated, upscale short-term rental community of Windsor Palms Resort! Secured by a 24-hour manned entrance for your peace of mind, this property is truly a turn-key investment or a private paradise ready for immediate enjoyment. Its location is unbeatable, placing you just 3 miles from the enchantment of Walt Disney World! Enjoy effortless access to ALL Disney Parks, Universal Studios, and other world-class attractions, alongside championship Golf Courses, diverse Shopping options, a local Winery, and a plethora of fine dining and casual restaurants. Step into a space that is nicely decorated throughout and designed for immediate occupancy; a phenomenal bonus is that ALL furnishings are INCLUDED with the property purchase, including sleek flat-panel TVs and everything needed for a comfortable stay. This unit is completely turn-key and ready for short-term rental guests from day one. The Windsor Palms community elevates every stay into a true vacation experience, featuring a large communal pool with a tiki bar, a luxurious whirlpool spa, a grand clubhouse with a state-of-the-art fitness room, a fun-filled game room, and a classic movie theater. Active fun is available with tennis, basketball, and volleyball courts, plus a designated playground for younger guests, and an on-site convenience store ensures you never have to go far for necessities. Whether you envision this as a lucrative short-term rental investment, a flexible private vacation home, or a vibrant full-time residence, this property offers unlimited potential and is offered as equal opportunity housing. Equal opportunity housing.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Bill Owens (813-220-8877)
2302 SILVER PALM DR #204, KISSIMMEE, FL 34747
$224,900223 Days on yellowkey MLS ID: TB8442350
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1022 Built: 2002 Tax: $2,609 (2024)Community: Wyndham Palms Condo Ph 7Spa: NoCondo
Taxes:$2,609
Remarks: PROFESSIONALLY MANAGED with MANY Short Term Rentals! Your sensational HARRY POTTER themed Gateway to Magic: Turn-Key Dream Condo! Prepare to be captivated by this sensational, fully furnished, two-bedroom, two-bathroom condo nestled within the highly sought-after, gated, upscale Windsor Palms resort community. Imagine waking up just three miles from the enchantment of Walt Disney World, with a secure, 24-hour manned entrance ensuring peace of mind. This is more than just a home; it's a completely turn-key investment or dream vacation retreat, ready for immediate enjoyment or rental income! The sellers have spared no expense with recent dramatic upgrades, including sleek vinyl flooring replacing the carpet, luxurious granite countertops, stylish new vanities and taps in both bathrooms, and brand-new appliances (dishwasher, microwave, and washing machine). BRAND NEW windows installed in DEC 2025! Every inch is tastefully decorated, featuring modern furniture and flat-panel TVs, making it a beautiful and hassle-free offering. Step outside and immerse yourself in the resort lifestyle: grab a drink at the tiki bar by the large communal pool, relax in the whirlpool spa, stop by the convenient on-site store, or enjoy the massive clubhouse with a fitness center, game room, private movie theater, and multiple sports courts (tennis, basketball, and volleyball). Perfectly positioned close to all Disney Parks, Universal Studios, world-class golf, shopping, and dining, this condo offers the ultimate central Florida experience. Whether you choose to leverage its full short-term rental potential, live here full-time, or use it as your private vacation oasis, everything you see, including ALL furnishings, is yours. This is your chance to own a piece of the magic—don't miss this opportunity! Equal opportunity housing.
305 CHELMSFORD CT, KISSIMMEE, FL 34758
$275,000189 Days on yellowkey MLS ID: O6367634
1 Days Off yellowkey (back on 6/22/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1808 Built: 2017Monthly Fee: $90 Tax: $3,916 (2024)Community: Poinciana Village 2 Nbhd 1Single Family
Taxes:$3,916
Remarks: Under contract-accepting backup offers. Short Sale. Looking for a move-in ready step up without stretching the budget? This well-maintained home offers the space, features, and upgrades today’s buyers are looking for—without new-construction costs or delays. The home features four bedrooms and two bathrooms with a spacious open floor plan and high ceilings that create a bright, welcoming flow throughout the living areas. Ceramic tile flooring runs through the main living spaces, complemented by quality finishes that have stood the test of time. Both bathrooms are appointed with granite countertops and upgraded tile extending to the shower walls, while the primary bathroom includes adult-height cabinetry and a relaxing garden tub. The kitchen remains a standout, offering 36" upper cabinets, recessed lighting, granite countertops, and a full suite of stainless steel appliances, all opening seamlessly to the living and dining areas for easy entertaining. Additional highlights include an interior laundry room, double-door entry with an oversized foyer, 5¼" baseboards, and energy-efficient double-pane insulated Low-E windows and sliding glass doors. Step outside to enjoy the generous quarter-acre lot, designed for both relaxation and entertaining. The fully usable backyard features an above-ground pool, a pergola ideal for outdoor gatherings, and a storage shed for added convenience. Conveniently located near schools, shopping, and major access roads, this home delivers lasting value, thoughtful design, and everyday comfort in a well-established neighborhood.
2326 SILVER PALM DR, KISSIMMEE, FL 34747
$329,000429 Days on yellowkey MLS ID: TB8376589
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2002Monthly Fee: $200 Tax: $3,617 (2024)Community: Windsor Palms Twnhms Ph 3ASpa: NoTownhouse
Taxes:$3,617
Remarks: PRICE ENHANCEMENT! PROFESSIONALLY MANAGED with MANY Short Term Rentals! Discover the sensational Orlando lifestyle in this sensational, fully furnished 3-bedroom, 3-bathroom townhome, perfectly located within the upscale, 24-hour guard-gated Windsor Palms resort community. Just a short 3-mile drive from Walt Disney World, this property is a perfect base for exploring all the magic Orlando has to provide. This turn-key townhome is not only beautifully decorated and ready for guests, but it also features a range of valuable updates for worry-free ownership. The new roof (2020), resurfaced pool (2024), and new pool heater (March 2025) ensure a low-maintenance and enjoyable experience. The AC system and appliances have also been recently replaced, adding to the property's value and appeal. Step outside to your own private oasis: a screened-in patio with a sparkling pool, perfect for relaxing after a day at the parks. All furnishings, including flat-panel TVs, are included, making this a truly effortless move-in or rental property. As an owner or guest, you'll have full access to Windsor Palms' world-class amenities. The community's impressive clubhouse features a massive communal pool with a tiki bar, a whirlpool spa, a fitness center, a game room, and a 58-seat movie theater. Outdoor activities abound with tennis, basketball, and volleyball courts, as well as a playground. An on-site convenience store and cafe make it easy to grab essentials. This property offers the flexibility to be a full-time residence, a private vacation home, or a highly sought-after short-term rental. Its central location provides easy access to all Disney and Universal Studios parks, top-tier golf courses, and a wide variety of shopping and dining. Equal opportunity housing.
145 THORNBURY DR, KISSIMMEE, FL 34744
$379,9006 Days on yellowkey MLS ID: S5152081
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1766 Built: 2002Monthly Fee: $14 Tax: $4,226 (2025)Community: Remington Prcl H Ph 2Single Family
Taxes:$4,226
Elementary School: Partin Settlement Elem
High School: Gateway High School (9 12)
Middle School: Neptune Middle (6-8)
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bathroom home with a 2-car garage located in the highly desirable gated community of Remington in Kissimmee. This spacious home offers a functional open floor plan with generous living and dining areas, perfect for both everyday living and entertaining. The kitchen features ample cabinet and counter space and overlooks the main living area, creating a warm and inviting atmosphere. The split-bedroom layout provides privacy for the primary suite, which includes a walk-in closet and an en-suite bathroom. The additional bedrooms flexibility for family, guests, or a home office. Recent updates include a NEW ROOF (2019) and fresh interior paint. Enjoy relaxing outdoors in the private backyard with plenty of space for gatherings and recreation. Remington is a sought-after golf community offering gated access, scenic surroundings, parks, playgrounds, walking trails, tennis courts, basketball courts, and community amenities. Conveniently located near major highways, schools, shopping, dining, medical facilities, Orlando International Airport, Lake Nona Medical City, and world-famous attractions. Don't miss this opportunity to own a beautiful home in one of Kissimmee's most established communities. Schedule your private showing today! Photos have been digitally enhanced, and certain images may have been virtually staged for illustrative purposes.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Sajimon Mathew (407-319-2312)
3629 NORTHWOODS DR, KISSIMMEE, FL 34746
$350,00070 Days on yellowkey MLS ID: O6399299
REDUCED by $5,000 (1.4%) on 06/11/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2170 Built: 2005Monthly Fee: $159 Tax: $5,632 (2025)Community: Bellalago Ph 3MSpa: NoSingle Family
Taxes:$5,632
Remarks: Virtually Staged. Welcome to this stunning 4-bedroom, 3-bath home in the highly sought-after, gated community of Bellalago—where luxury, lifestyle, and location come together seamlessly. Step inside to a bright and open floor plan designed for both everyday living and entertaining. The spacious kitchen features a center island, ample cabinetry, and plenty of room to gather with family and friends. The private primary suite offers a relaxing retreat with a spa-like bathroom, complete with a soaking tub and a separate walk-in shower—perfect for unwinding at the end of the day. Additional bedrooms provide flexibility for guests, family, or a home office. Enjoy the convenience of a two-car garage and a layout that blends comfort with functionality. Living in Bellalago means embracing true resort-style living with 24-hour manned gate security and an incredible array of amenities, including a grand clubhouse with fitness center, multiple resort-style pools, a water park and splash zone, tennis and basketball courts, scenic walking and biking trails, and even an on-site restaurant. Residents also enjoy a vibrant social scene with a full calendar of community events. Take advantage of the lakefront lifestyle with access to a private boat ramp leading to Lake Tohopekaliga—perfect for boating, fishing, and enjoying Florida’s natural beauty. With its prime location, impressive amenities, and move-in ready appeal, this home offers an exceptional opportunity to live like you’re on vacation every day. Schedule your private showing today—this Bellalago beauty won’t last long!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
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