Location: Kissimmee
Do Not Show Listings
1350 GREENFIELD LOOP, KISSIMMEE, FL 34747
$450,00096 Days on yellowkey MLS ID: A4683415
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1497 Built: 2023Monthly Fee: $137 Tax: $8,471 (2025)Community: Reunion Village Ph 4 & 5Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,471
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Waterfront • Professionally Decorated & Fully Furnished • Move-In Ready • Guarded Gated Community • Resort-Style Living Welcome to 1350 Greenfield Loop, a beautifully appointed 3-bedroom, 2-bath home built in 2023 and perfectly situated on a premium waterfront lot in the highly desirable Reunion Village community. This fully furnished, move-in ready home has been professionally designed with a light, airy style that creates a comfortable and relaxing, vacation-like atmosphere from the moment you enter. The open-concept layout features inviting living spaces, a modern kitchen, and thoughtfully curated finishes throughout. The covered patio overlooks peaceful water views, offering the perfect space to relax, entertain, or enjoy quiet mornings outdoors. Located within a guarded gated community, residents enjoy exceptional resort amenities, including a private waterpark, multiple pools, fitness center, and recreational areas, all just minutes from world- famous theme parks, shopping, dining, and major highways. Ideal as a primary residence, vacation home, or turnkey investment property, this waterfront, fully furnished home offers effortless Florida living — everything is ready for you from day one.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
2606 ROYAL FERN PL, KISSIMMEE, FL 34758
$550,00064 Days on yellowkey MLS ID: O6391472
Bed: 6 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2658 Built: 1999 Tax: $4,627 (2025)Community: Crescent LakesSingle Family
Taxes:$4,627
Elementary School: Reedy Creek Elem (K 5)
High School: Poinciana High School
Middle School: Horizon Middle
Remarks: Welcome to this updated 6-bedroom, 3-bathroom home located in the highly sought-after Crescent Lakes community in Kissimmee. Tucked away on a quiet cul-de-sac in Dahlia Reserve, this property offers the perfect blend of space, privacy, and modern upgrades—ideal for families or anyone looking to enjoy the Florida lifestyle. From the moment you arrive, you’ll notice the care and attention poured into this home. Step inside to discover gorgeous tile flooring throughout the main level, creating a clean, modern look that’s both stylish and easy to maintain. Designed with functionality in mind, this home offers multiple living areas to suit your needs. In addition to the main living room, the owners have added a separate TV room, perfect for movie nights. Upstairs, a spacious loft area is ideal for a home office or second lounge. Bedrooms are generously sized, providing plenty of room for relaxation. With three full bathrooms, this home is well-equipped to accommodate family and guests with ease. Step outside to your fully fenced backyard retreat. The large lot backs directly onto a peaceful conservation area, offering no rear neighbors and serene, natural views. The outdoor space has been thoughtfully enhanced with new landscaping and tile, along with a gazebo that creates the perfect setting for relaxing or entertaining. Mature fruit trees, including papaya and mango, add both charm and functionality to your backyard oasis. Crescent Lakes is known for its family-friendly atmosphere and abundance of amenities. •Multiple playgrounds, including one with adult exercise equipment •Tennis and basketball courts •Scenic walking paths surrounded by ponds and palm trees •A peaceful, well-maintained neighborhood setting Conveniently located near schools, shopping, dining, and Central Florida attractions, this home offers both tranquility and accessibility.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Roo Klaers (407-493-5615)
3226 BREWSTER DR, KISSIMMEE, FL 34743
$475,000131 Days on yellowkey MLS ID: R4910553
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1839 Built: 1994Monthly Fee: $31 Tax: $5,435 (2025)Community: Quail Ridge Phase 1 Pb 7 Pgs 161-162Spa: NoSingle Family
Taxes:$5,435
Elementary School: East Lake Elem
High School: Tohopekaliga High School
Middle School: Narcoossee Middle
Remarks: BRIGHT & CHEERFUL is the perfect description of this immaculate, fully furnished vacation rental home that has a beautiful pond view! Located in a short-term rental community, you have the option to reside in the home as a permanent resident, or to use it as your own vacation home, & rent it to others when you are not using it. New roof & new hot water heater just replaced in March 2026, the kitchen was remodeled in 2023 and has Quartz countertops, A/C was replaced in 2019, new pool pump & skimmer and the Lanai roof replaced in 2024. The location is perfect with easy access to all the theme parks, fine dining, shopping and only 8 miles from Orlando Int'l Airport. What more could you ask for!
Listing is courtesy of: OFFILER, LUCILLE JANICE (407-396-7650)
Listing Agent: Lucille Offiler (407-396-7650)
202 ACADIA TER, KISSIMMEE, FL 34747
$2,999,000387 Days on yellowkey MLS ID: S5126379
REDUCED by $201,000 (6.3%) on 04/11/2026
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 6560 Built: 2000Monthly Fee: $138 Tax: $19,941 (2024)Community: Celebration North Village Unit 2Spa: YesSingle Family
Taxes:$19,941
Elementary School: Celebration K-8
High School: Celebration High
Tax Year: 2024
Middle School: Celebration K-8
Remarks: This elegant and stunning, custom home was built in 2000 by the award-winning builder, ISSA Homes and recently fully renovated to a modern and luxurious standard. No detail was missed, and no expense spared in this one-of-a-kind home which was originally built for the builder himself. The interior of the estate includes spacious living areas, 6 bedrooms, as well as 6- and one-half baths, two with bidets. The second level West Wing, accessible via an intricately decorated elevator, is complete with a large master suite along with two bedrooms and two full baths. In the lower-level East Wing you will find a gourmet kitchen, living spaces, bedroom with full bath, and large laundry room. An in-law suite with separate entrance has two bedrooms, a full kitchen, bathroom, and laundry space. The storage is abundant in this spacious home. The 3rd floor has been converted to a full cinema room. The property has attached and detached double garage with room for four vehicles. Take a look from the many porches for a view of the beautifully landscaped estate, golf course, and sparkling pond and a one-of-a-kind oversized pool, spa, and waterfall. Enjoy drinks looking over the 13th hole or from the hidden garden under the oak tree. Enjoy outdoor living with a fully equipped outdoor kitchen, with Italian pizza wood burning oven.
Listing is courtesy of: GO FLORIDA REALTY, INC. (407-612-6139)
Listing Agent: Steven Trowsdale (407-520-6929)
2551 ONEIDA LOOP, KISSIMMEE, FL 34747
$499,90058 Days on yellowkey MLS ID: O6395117
3 Days Off yellowkey (back on 5/10/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2136 Built: 2003 Tax: $6,870 (2025)Community: Indian Creek Ph 5Spa: YesSingle Family
Taxes:$6,870
Elementary School: Westside K-8
Middle School: Harmony Middle
Remarks: Under contract-accepting backup offers. Discover the perfect blend of location, comfort, and investment potential with this beautifully maintained single-family home, ideally situated just minutes from Walt Disney World in sought-after Kissimmee, Florida. Set against a serene conservation and water backdrop, this exceptional 5-bedroom, 4-bathroom home offers rare privacy and picturesque views. Featuring two spacious primary suites and a desirable split-bedroom floor plan, the home comes fully furnished and tastefully curated—making it truly move-in or rental ready. Designed for both relaxation and entertaining, the open living space boasts soaring vaulted ceilings and seamless views of the pool area. The well-appointed kitchen includes quartz countertops, tile backsplash, all appliances, and both an eat-in area and formal dining space to accommodate gatherings of any size. Step outside through sliding glass doors to your private oasis: a screened-in, heated pool and spa with a gas heater, overlooking protected conservation. The expansive pool deck and covered lanai create the perfect setting for enjoying sunny Florida afternoons or hosting guests year-round. Additional highlights include: Indoor laundry room with brand-new washer and dryer, Versatile two-car garage currently set up as a game room (easily converted back). Major upgrades: new roof (2024), AC (2022), and exterior repaint (2026). Whether you're seeking a high-performing short-term rental, a winter retreat, or your dream “move-to-Florida” home, this property checks every box. Located near top attractions like Margaritaville Resort Orlando, Sunset Walk, and Island H2O Water Park, plus shopping, dining, golf, and entertainment, this home delivers unmatched convenience and lifestyle appeal. A true reflection of pride of ownership, this property presents outstanding value in one of Central Florida’s most desirable and high-demand locations. Please, click on the 3D Virtual Tour to appreciate the floor plan and home distribution.
Listing is courtesy of: PRIVILEGE REAL ESTATE & INVESTMENTS INC (407-791-4909)
Listing Agent: Luis Morales Rodriguez (407-791-4909)
2542 NOUVEAU WAY, KISSIMMEE, FL 34741
$529,000114 Days on yellowkey MLS ID: O6379913
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2132 Built: 2018Monthly Fee: $397 Tax: $8,184 (2025)Community: Tapestry Ph 2Single Family
Taxes:$8,184
Elementary School: Floral Ridge Elementary
High School: Osceola High School
Middle School: Kissimmee Middle
Remarks: 2542 Nouveau Way in Kissimmee, FL 34741 is located in a prime Central Florida area close to Disney, Celebration, outlet shopping, and downtown Orlando. The home offers easy access to major attractions, dining, and entertainment. The neighborhood is very family friendly and features a community pool, gym, event spaces, and playgrounds. Residents enjoy a welcoming atmosphere with well-maintained amenities. The area is also known for its great schools. This location is ideal for families or anyone looking to enjoy the best of the Orlando lifestyle.
Listing is courtesy of: 4 RIVERS REALTY LLC (407-967-9616)
Listing Agent: Bernardo Andrade (321-337-6799)
106 BURRELL CIR, KISSIMMEE, FL 34744
$525,00078 Days on yellowkey MLS ID: S5145477
2 Days Off yellowkey (back on 5/10/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3173 Built: 1999Monthly Fee: $14 Tax: $8,142 (2025)Community: Remington Ph 1 Tr CSpa: YesSingle Family
Taxes:$8,142
Remarks: POOL HOME nestled on Tee 8 of the Remington GOLF COURSE.......large and in charge, nearly 3200 sf, ALL BEDROOMS ARE ON THE FIRST FLOOR!! NO SOLAR LIENS......BRAND NEW ROOF 2026, HOA is only $166 a year, the CDD is only $1120 a year. UNIFORM TILE FLOORING in all areas with the bedroom and Bonus Room having carpet. Owner's Suite is OVERSIZED, has a HUGE walk-in closet, a 2nd traditional closet, a private bath, & private access to the pool patio. BUILT-IN SHELVING, CROWN MOLDING, RECESSED LIGHTING, VAULTED CEILINGS, PLANTATION SHUTTERS, BAY WINDOW NOOKS, HURRICANE SHUTTERS, & A 3-CAR GARAGE!! This home has 2 a/c units.....1 upstairs, 1 down. A timer on the water heater adds efficiency, a water softener is in place, both garage doors have openers, a generator outlet is installed, irrigation helps keep the landscaping beautiful, professional curbing adds beauty, and the views from inside are gorgeous!! The 4th bedroom has its own bathroom......which is also accessible from the pool patio for convenience. This bedroom has a built-in desk and could double as a home office. Upstairs is an awesome BONUS ROOM.....equipped with THREE CLOSETS, it could easily suffice as an additional bedroom. There is a living room AND a family room.......BOTH with sliders to the pool patio. The laundry room has extra storage, cabinets, & a utility sink. We have THE Kitchen for entertaining......overlooking the family room, boasting a stunning pool view, wrap-around breakfast bar, TWO closet pantries, and LOTS of counter space. Step outside and relax in a tranquil pool and hot tub panorama.......stacked rock, pebble pool finish, screened-in, retractable awnings, multiple sitting areas, established hedge that offers seclusion from the course, and majestic trees all create the ambiance you expect. Remington offers an attractive GOLF COURSE, a Clubhouse, Community Pool, Basketball Courts, Tennis Courts, Volleyball Beach, & Kiddie Playground. Great proximity to the FL Turnpike, 16+ miles to the OIA, 54+ miles to Melbourne Beach, 25+ miles to Magic Kingdom, 12+ miles to Lake Nona, & 5+ miles to downtown St. Cloud. St. Remington sits on the Kissimmee/St. Cloud line so enjoying the St. Cloud lakes, shopping, local farms, East Lake park & beach, are all very convenient. It's VERY RARE to find a home of this size in Remington.......super for multiple families or multi-generational living. We are ready for you......come take a peek!
Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)
Listing Agent: Jennifer Davis, Pa (407-361-1072)
3215 BRASILIA AVE, KISSIMMEE, FL 34747
$390,000172 Days on yellowkey MLS ID: O6365782
REDUCED by $15,000 (3.7%) on 05/10/2026
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2268 Built: 2019Monthly Fee: $647 Tax: $5,045 (2025)Community: Magic Village RepTownhouse
Taxes:$5,045
Remarks: Price Improvement!!! Now is your time for this Turnkey, fully furnished 3-bedroom, 3.5-bath townhome just minutes from Walt Disney World®—an ideal short-term rental investment with strong income potential. Located in the gated Magic Village resort, this property allows for flexible self-management or on-site professional management, making it well-suited for both hands-on and passive investors. This modern residence features a rare PRIVATE ELEVAOR, a spacious open-concept layout with two-story ceilings, and a highly desirable indoor-outdoor design. The main level includes a bright great room and a fully equipped kitchen with stainless steel appliances, gas range, and oversized breakfast bar—designed to accommodate high guest turnover and extended stays. Sliding doors open to a private covered lanai with summer kitchen and no rear neighbors, enhancing guest appeal and rental value. All three bedrooms feature en-suite baths, including a primary suite with walk-in closet and spa-style bath, plus a secondary suite with private balcony—an attractive layout for vacation renters seeking privacy and comfort. Main-level laundry and a guest powder room add convenience for both owners and guests. Magic Village offers resort-style amenities including a pool, fitness center, clubhouse, on-site restaurant and bar, multilingual front desk, daily trash service, housekeeping options, and ample parking—key features that drive occupancy and guest satisfaction. Prime location near Disney, major attractions, shopping, dining, and highways ensures consistent rental demand. Whether added to an existing portfolio or purchased as a first investment property, this fully operational, income-ready townhome checks all the boxes for short-term rental success.
Listing is courtesy of: METRO CITY REALTY (407-237-3331)
Listing Agent: Beatrice Miranda (407-592-4448)
8956 ZURICH LN, KISSIMMEE, FL 34747
$575,00021 Days on yellowkey MLS ID: O6406521
Bed: 7 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3314 Built: 2019Monthly Fee: $577 Tax: $9,051 (2025)Community: Windsor At Westside Ph 3ASingle Family
Taxes:$9,051
Remarks: Location, location!!!!This fully furnished, turn-key 7-bedroom, 5.5-bathroom home offers 3,314 sq ft at Windsor at Westside a Gated Community. Enjoy an open-concept kitchen with stainless steel appliances and large island, a first-floor primary suite, and a spacious upstairs loft with 6 Bedrooms and 4 bathrooms Step outside to your private pool with brick pavers, covered patio, and screened lanai This beautiful 7-Bedroom 5.5-Bathroom comes fully furnished to make is turnkey for vacation investment property or simply as second home. Windsor at Westside a Gated Community. Located about 10-15 minutes from Disney World. Owners and guests enjoy unmatched amenities including an 8,000+ sq ft clubhouse, fitness center, resort-style pool, waterslide, lazy river, volleyball court, tennis courts, and a full activity-filled play zone. The HOA covers lawn maintenance, internet, cable, daily valet trash service, and access to all resort amenities Come and see it for yourself!
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Khadija Webber (407-592-2166)
2325 N ROCHELLE AVE, KISSIMMEE, FL 34746
$599,90024 Days on yellowkey MLS ID: O6404473
1 Days Off yellowkey (back on 5/10/2026)
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3476 Built: 1991Monthly Fee: $35 Tax: $4,239 (2025)Community: Wilshire OaksSpa: YesSingle Family
Taxes:$4,239
Elementary School: Sunrise Elementary
Remarks: Under contract-accepting backup offers. Introducing an exceptional and beautifully maintained 5-bedroom, 4 full bath, and 2 half bath residence, ideally situated on a quiet cul-de-sac, offering both privacy and a serene setting. This home seamlessly blends elegance, comfort, and resort-style living. Thoughtfully designed with both functionality and sophistication in mind, this expansive property offers a rare opportunity for multi-generational living with a fully equipped attached in-law suite featuring its own private entrance, full kitchen, washer and dryer, and both a full and half bath. From the moment you enter, you are greeted by soaring ceilings, abundant natural light, and refined architectural details that create a warm yet grand ambiance. The heart of the home is a beautifully appointed gourmet kitchen, complete with a spacious island, sleek marble countertops, stainless steel appliances, and a generous pantry—perfect for both everyday living and upscale entertaining. Upstairs, a versatile loft overlooks the outdoor deck and provides the ideal space for a media room, office, or additional living area, enhanced by custom built-in shelving. The home also features a cozy wood-burning fireplace, adding charm and character to the living space. One of the bedrooms includes a built-in Murphy bed, making it an ideal and flexible space for a home office or guest room. Step outside to your private backyard retreat featuring a sparkling pool and spa with approximately 24,000 gallons of water, complemented by tranquil pond views that create a serene, picturesque setting. A convenient pool bath enhances the outdoor experience, making this home ideal for entertaining. Additional premium features include a roof approximately five years old, multiple newer AC units (including one less than a year old) for optimal efficiency, porcelain tile flooring, two water heaters, and a functional laundry chute for added convenience. The garage offers a dedicated workshop area, perfect for hobbies, storage, or projects. This home is the perfect blend of space, luxury, and thoughtful design—offering an elevated lifestyle in a truly stunning setting
Listing is courtesy of: LAWYERS REAL ESTATE (321-951-7077)
Listing Agent: Jimletta Vareene-Thomas (407-758-2555)
306 AYLESBURY CT, KISSIMMEE, FL 34758
$225,000348 Days on yellowkey MLS ID: O6318976
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1174 Built: 1997Monthly Fee: $90 Tax: $3,062 (2024)Community: Poinciana Village 2 Nbhd 3Single Family
Taxes:$3,062
High School: Liberty High
Middle School: Discovery Intermediate
Remarks: Vacant and motivated to sell! The seller is offering a $3,000 credit to buyer at closing to put toward a kitchen refresh, perfect for updating appliances or adding personal touches for full priced offers. The seller has an assumable FHA mortgage with a low interest rate. This well-maintained 3-bedroom, 2-bath home features vaulted ceilings and a spacious open living area that flows seamlessly into the dining and kitchen spaces. The primary suite includes dual closets and a private bathroom. The fully fenced backyard offers a quiet, low-maintenance outdoor space with room to entertain or unwind. A water softener is already installed, adding to the home’s everyday comfort. The low $90 monthly HOA fee includes Spectrum cable and high-speed internet, providing excellent value and convenience. Located near shopping, dining, and major roads, this home is move-in ready and packed with practical features. Don’t miss your chance to own a great home with strong value and added incentives!
Listing is courtesy of: JAMES F. HURST II, BROKER (407-383-4561)
Listing Agent: Evan Fischer (407-928-1562)
2648 DINVILLE ST, KISSIMMEE, FL 34747
$645,00064 Days on yellowkey MLS ID: O6394288
REDUCED by $30,000 (4.4%) on 05/09/2026
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 2297 Built: 2006Monthly Fee: $171 Tax: $6,390 (2025)Community: Windsor Hills Ph 3Single Family
Taxes:$6,390
Remarks: Welcome to this beautifully updated beach-themed oasis, a fully renovated and furnished STR home located in the heart of Kissimmee. This property underwent a complete renovation in 2022, featuring a modernized kitchen with updated cabinetry, countertops, and appliances, along with new flooring and fresh interior paint throughout. Major capital improvements include a new roof (2022) and a recently resurfaced private pool (2025), offering peace of mind and long-term value. Designed for both comfort and functionality, each bedroom features its own dedicated full bathroom, providing privacy and convenience for guests—an setup for STR and multi-family use. The home also includes a converted garage game room equipped with ping pong, foosball, and arcade games, creating a fun and engaging entertainment space that enhances guest experience and rental appeal. The open-concept layout flows seamlessly to a screened-in lanai and private pool area, delivering the indoor-outdoor living experience for entertaining or relaxing after a day at nearby attractions. Located just minutes from Walt Disney World, shopping, dining, and major highways, this home is perfectly positioned for both strong STR income potential and long-term appreciation. The HOA provides exceptional value, including lawn service, irrigation maintenance, daily valet trash pickup, internet, basic cable, and a 24/7 manned guard gate for added security and convenience. Residents and guests enjoy access to a resort-style amenity package, including a large clubhouse, tropical community pool with water park slide and zero-entry access, open-air lounge, convenience store, fitness center, movie theater, billiards/game room, table tennis, lighted basketball and tennis courts, sand volleyball court, putting green, RV/boat parking area, and multiple playgrounds.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
2058 ROME DR, KISSIMMEE, FL 34747
$435,00094 Days on yellowkey MLS ID: O6385195
REDUCED by $15,000 (3.3%) on 05/09/2026
Bed: 5 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2263 Built: 2015Monthly Fee: $580 Tax: $7,931 (2025)Community: Windsor At Westside Ph 1Spa: NoTownhouse
Taxes:$7,931
Remarks: Seller may consider buyer concessions if made in an offer ~ Welcome to opportunity in the GUARD GATED ~ RESORT COMMUNITY of Windsor at Westside – a FULLY FURNISHED ~ TURN KEY 5-bedroom, 4.5-bath PRIVATE POOL townhome that books well as a short-term rental and is ready to generate income from day one! Thoughtfully designed and tastefully decorated, this home feels light, bright, fresh, and truly move-in ready. TILE FLOORS flow throughout the main living areas, complemented by crown molding that elevates the OPEN CONCEPT living and dining spaces. The modern kitchen is both functional and stylish, featuring STAINLESS STEEL APPLIANCES, a tiled backsplash, ample cabinet and counter space, recessed lighting, pantry storage, and a large ISLAND with bar seating under pendant lighting – perfectly positioned to overlook the living and dining areas, making staying connected and entertaining effortless. A built-in drop zone at the foyer adds convenience for guests arriving and departing, while the covered front entry enhances curb appeal. The flexible floor plan includes a MAIN FLOOR BEDROOM & FULL BATH – ideal for multi-generational stays or guests who prefer first-floor accommodations. Upstairs, you will find the generous PRIMARY SUITE, a secondary en-suite bedroom with its own private bath, and additional well-appointed bedrooms and bathrooms designed with comfort and functionality in mind. Step outside to your COVERED PAVER LANAI and PRIVATE SCREENED POOL – a must-have for today’s vacation rental guests – complete with a convenient poolside half bath. Whether guests are soaking up the Florida sunshine poolside or floating the lazy river at the clubhouse, this property delivers the FULL RESORT EXPERIENCE. In addition to your private pool, Windsor at Westside offers a stunning community pool, clubhouse, fitness center, restaurant, game room, and one of the area’s most sought-after lazy rivers – amenities that consistently attract repeat bookings. The 1-car garage adds storage and owner convenience, while the LOW MAINTENANCE townhome lifestyle makes this an easy choice for investors or vacation home/second-home buyers alike. Located just minutes from world-famous theme parks, championship golf courses, premier shopping and dining, and with easy access to US-27 and 192, Windsor at Westside remains one of Kissimmee’s sought-after short-term rental communities. If you have been searching for a well-performing, fully furnished, income-producing vacation home in a true resort-style community – this is the one! Call today for more information and schedule a tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
2861 SIMILE ST, KISSIMMEE, FL 34746
$459,80022 Days on yellowkey MLS ID: O6405965
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1914 Built: 2021Monthly Fee: $286 Tax: $7,579 (2025)Community: Cove At Storey Lake IiiTownhouse
Taxes:$7,579
Remarks: OPPORTUNITY! AMAZING TOWNHOME IN STOREY LAKE, with PRIVATE POOL, fully FURNISHED, very well located, near the new Club in the Cove area. Storey Lake is a very complete community with a great location, close to Disney`s Parks, and close to restaurants, shops, Outlet and 30 minutes from the Airport. (Some new pictures will be posted soon)
Listing is courtesy of: AMG INTERNATIONAL REALTY (305-761-2655)
Listing Agent: Maria Luiza Ferreira Drummond (305-988-0100)
2930 POLYNESIAN ISLES BLVD #233, KISSIMMEE, FL 34746
$64,99036 Days on yellowkey MLS ID: O6401754
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 300 Built: 1984 Tax: $1,107 (2025)Community: Maingate HotelCondo
Taxes:$1,107
Remarks: "Exceptional investment opportunity! Unique condo-hotel unit, beautifully furnished and located in a prime area, approved for short-term rentals. Perfect for investors seeking strong returns or buyers looking for a vacation property with income potential."
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Diana Ramirez (407-419-4757)
5794 PORTICO PL, KISSIMMEE, FL 34758
$400,000229 Days on yellowkey MLS ID: O6352091
1 Days Off yellowkey (back on 5/9/2026)
REDUCED by $13,514 (3.3%) on 05/04/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1989 Built: 2026Monthly Fee: $50Community: Aden North At WestviewSingle Family
Taxes:$0
Elementary School: Koa Elementary
Remarks: What's Special: Deep Backyard | Covered Patio | High Ceilings. New Construction - Ready Now! Built by America’s Most Trusted Homebuilder. Welcome to the Captiva at 5794 Portico Place in Aden North at Westview! Step through the front porch into an inviting foyer with a half bath and laundry across from the garage entry. Continue to the designer kitchen with pantry and L-shaped counters overlooking the dining area and great room, where soaring two-story ceilings create an airy feel. From here, access the sunny lanai for outdoor dining. The tucked-away primary suite offers a spa-inspired bath and walk-in closet, while upstairs features three bedrooms—one with ensuite—and a shared full bath. At Aden North at Westview, enjoy protected wetlands, forested uplands, and miles of trails. Located near Poinciana Parkway, you’re close to Lake Toho, Kissimmee Lakefront Park, and Walt Disney World. The Hub amenity center offers a fitness studio, rock climbing wall, sports courts, pet park, and resort-style pool. Additional Highlights Include: Bedroom 4 in place of loft, and covered lanai. Photos are for representative purposes only. MLS#O6352091
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
1404 DUSTY STONE LN, KISSIMMEE, FL 34744
$317,00086 Days on yellowkey MLS ID: O6387862
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1624 Built: 2017Monthly Fee: $95 Tax: $5,720 (2025)Community: Kindred Ph 1A & 1BTownhouse
Taxes:$5,720
Elementary School: Neptune Elementary
High School: Gateway High School (9 12)
Middle School: Neptune Middle (6-8)
Remarks: This beautiful townhome offers resort-style living within the Kindred community. The property features new flooring upstairs and has been freshly painted. Upgraded tile covers both the first and second floors, complemented by granite countertops in the kitchen. An oversized driveway and attached single-car garage provide ample parking. Residents of the neighborhood enjoy exceptional amenities, including a beach-entry pool, splash pad, fitness center, tennis court, multiple tot lots, clubhouse, walking trails, and additional features. The home is conveniently located near Route 192 and the Turnpike, minutes from downtown Kissimmee, Neo City, Lake Nona/Medical City, and Orlando International Airport.
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Javier Angulo (407-394-6607)
8100 PRINCESS PALM LN #201, KISSIMMEE, FL 34747
$259,900173 Days on yellowkey MLS ID: O6365880
0 Days Off yellowkey (back on 5/9/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1268 Built: 2000 Tax: $3,080 (2024)Community: Wyndham Palms Condo Ph 5Condo
Taxes:$3,080
Remarks: Discover this fully furnished and recently renovated 3-bedroom, 2-bathroom second-floor condo in the gated resort community of Windsor Palms. The home features a beautifully updated kitchen with new cabinets and countertops, luxury vinyl flooring in the main living area, and a functional split floor plan with the primary suite separate from the additional bedrooms. Tasteful décor throughout makes this condo truly turnkey for personal use or short-term rental. Windsor Palms offers a full range of resort amenities, including a swimming pool, hot tub, splash pad, fitness center, movie theater, business center, convenience store, and courts for tennis, basketball, volleyball, and beach volleyball. Additional perks—such as table tennis, BBQ picnic areas, and scenic walking paths—provide endless ways to enjoy the Florida lifestyle. Ideally located just minutes from Disney World and close to major highways, this property ensures quick access to Orlando’s attractions, as well as nearby dining and shopping options. Don’t miss the chance to own a beautifully updated condo in one of the area’s most desirable resort communities. Schedule your showing today.
Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)
Listing Agent: Corey Smallman (407-744-2765)
2415 TIMOTHY LN, KISSIMMEE, FL 34743
$480,00023 Days on yellowkey MLS ID: S5149404
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2331 Built: 1998Monthly Fee: $29 Tax: $7,075 (2025)Community: LakesideSpa: NoSingle Family
Taxes:$7,075
Remarks: This breathtaking, renovated 4-bedroom, 3-bath pool home spans an impressive 2,331 square feet of thoughtfully designed living space. Located on the corner of a quiet cul-de-sac. This pool home perfectly blends elegance, comfort, and functionality. From the moment you enter, you'll be impressed by the spacious foyer that opens to a formal living and dining area that leads into the family room and kitchen. The large modern stylish kitchen showcases a designed to impress and perform. Featuring brand-new cabinetry, sleek quartz countertops, stainless steel appliances, and plenty of space for cooking and entertaining. Discover the expansive primary suite a true sanctuary that offers privacy and stunning views of the pool, lanai, and pond. This beautifully designed space is perfect for unwinding after a long day. Indulge in the luxurious primary bath that delivers a true oasis feel, complete with a freestanding soaking tub, a brand-new Shower for a refreshing experience, stunning quartz countertops paired with modern cabinets. While each bathroom showcases brand-new custom tile showers, modern vanities, and quartz countertops that feel straight out of a design magazine. All four bedrooms offer comfortable, usable space and functionality. The fourth bedroom conveniently located at the rear of the home with its own bath, with an entrance that provides ideal privacy for guests or in-laws. The home includes an indoor laundry room for added convenience. Step into your own private paradise with a large, covered lanai overlooking the newly resurfaced pool and tranquil pond offers the perfect setting for outdoor living and entertaining. The home's location offers convenient access to major highways, shopping, dining, and is minutes from Orlando International Airport. This move-in-ready home combines elegance, practicality, and the best of Florida living.
Listing is courtesy of: LARIMAR REALTY (407-483-1600)
Listing Agent: Betty Pena (407-460-1218)
1112 ROAN CT, KISSIMMEE, FL 34759
$299,00073 Days on yellowkey MLS ID: S5146078
REDUCED by $10,900 (3.5%) on 05/09/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1804 Built: 2000Monthly Fee: $100 Tax: $4,124 (2025)Community: Poinciana Village 5 Nbhd 1Single Family
Taxes:$4,124
Remarks: Welcome to this well-maintained 3-bedroom, 2-bathroom single-family home located in the Poinciana community of Kissimmee. This property features an updated kitchen with modern finishes and ample cabinet space, offering a functional and comfortable space for everyday living. The home includes a flexible bonus room that may be used as an office, den, or guest area (buyer to verify permitted use). The layout provides defined living and dining areas designed for practicality and convenience. Situated on a generously sized lot, the property offers space for outdoor use and future possibilities. Conveniently located near schools, shopping centers, and major roadways. Must see in person Appointment require.
Listing is courtesy of: POPULAR REAL ESTATE (562-753-1950)
Listing Agent: Rick Morales (562-753-1950)
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