Location: Kissimmee , 34747
Do Not Show Listings
8829 GRAND PALMS CIR #A, KISSIMMEE, FL 34747
$219,00034 Days on yellowkey MLS ID: S5149646
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1222 Built: 2003Monthly Fee: $309 Tax: $3,197 (2025)Community: Grand Palms Condo 4 Ph 4Spa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,197
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: This 3 bedroom 2 bathroom ground floor condo is move in ready and priced to sell. This unit will not last long so please come view and fall in love. The unit is freshly painted and ready for your personal touches to make it your own. Come relax on the rear screened porch and enjoy the peace and serenity while being minutes away from all the local attractions. The community offers a pool, gym, picnic areas, grilling stations and a play yard. Surrounded by a pleather of shopping, dining, entertainment and theme parks you can both enjoy and embrace everything the area has.
Listing is courtesy of: HAMILTON REALTY (407-344-2011)
Listing Agent: Natalie Brooks (407-931-6559)
3162 YELLOW LANTANA LN, KISSIMMEE, FL 34747
$419,90034 Days on yellowkey MLS ID: S5149639
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1636 Built: 2006Monthly Fee: $594 Tax: $4,171 (2024)Community: EncantadaTownhouse
Taxes:$4,171
Tax Year: 2024
Remarks: Welcome to this beautifully fully renovated 4-bedroom, 3-bathroom townhome located in the highly sought-after gated community of Encantada Resort. Sold fully furnished and move-in ready, this property is the perfect opportunity for a vacation home, short-term rental investment, or full-time Florida retreat. Ideally positioned just steps from the clubhouse and resort-style amenities, this home offers one of the best locations within the community. Relax in your private screened-in pool area while enjoying peaceful water views and easy access to the resort pools and recreation areas. The home has been thoughtfully updated throughout, combining comfort, style, and functionality for both personal use and guest experiences. Encantada Resort features outstanding amenities including multiple community pools, fitness center, playground, game room, clubhouse, and scenic walking areas around the lake. Conveniently located near Disney, major attractions, restaurants, shopping, and entertainment, this property offers everything Central Florida living and investing should be. Whether you’re looking to generate strong rental income or create unforgettable vacation memories, this exceptional home is ready to deliver both.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Thiago Fowler (925-914-1916)
2976 ON THE ROCKS PT, KISSIMMEE, FL 34747
$380,000974 Days on yellowkey MLS ID: O6149641
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1545 Built: 2022Monthly Fee: $600 Tax: $8,868 (2022)Community: Rolling Oaks Ph 7Townhouse
Taxes:$8,868
Tax Year: 2022
Remarks: Welcome to Paradise. Margaritaville Orlando 3 Bedroom 3 Bath Villa Turnkey Ready for your Personal Vacation Home or Short Term Rental investment property. The Villa showcases an MRO approved City Furniture/Housewares Package ($35K Included), ceiling fans, upgraded appliances, sleek QUARTZ countertops, and beautiful 'wood 'ceramic tile flooring. A high-capacity washer and dryer conveniently located on the second floor. Resort features multiple pools, a state-of-the-art gym, H2O on-site water park, Sunset Walk Restaurants, bars, live music, retail, and more! Terrific location just minutes from DISNEY with free shuttle to the Disney, Universal and Sea World Parks. Furniture/Housewares Package included in list price. Don't Delay !
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Brian Webber (407-399-1408)
8061 VACATION AVE #114, KISSIMMEE, FL 34747
$570,00034 Days on yellowkey MLS ID: O6406992
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1181 Built: 2024Monthly Fee: $894 Tax: $8,383 (2025)Community: Sunset Walk Hotel Condo Ph 2-5Condo
Taxes:$8,383
Remarks: Beautiful 2-Bedroom Condo-Hotel Near Disney! Welcome to 8061 Vacation Ave #114, a stunning corner-unit condo-hotel located in the heart of Kissimmee, just minutes from Walt Disney World Resort, premier shopping, dining, and entertainment. This beautifully furnished 2-bedroom, 2-bathroom unit features a spacious open-concept layout with a modern kitchen, comfortable living and dining areas, and two generously sized bedrooms—each with its own private full bathroom for added comfort and privacy. Perfect as a personal vacation retreat or a short-term rental investment, this property offers the ideal blend of comfort, convenience, and income potential. Residents and guests enjoy access to exceptional resort-style amenities, including a sparkling swimming pool, fitness center, and professional on-site management designed to provide a seamless and relaxing experience. Conveniently located near major highways, this condo offers easy access to Orlando’s world-famous attractions, championship golf courses, outlet shopping, and entertainment destinations. Whether you are searching for a vacation getaway, second home, or income-producing property, this condo-hotel presents an outstanding opportunity in one of Central Florida’s most sought-after locations. Schedule your private showing today! ?????
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Domenica Ara Araguache (352-454-7484)
8060 VACATION AVE #100, KISSIMMEE, FL 34747
$484,90034 Days on yellowkey MLS ID: O6406948
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1020 Built: 2024Monthly Fee: $1,213 Tax: $2,639 (2025)Community: Sunset Walk Hotel Condo Ph 2-5Condo
Taxes:$2,639
Remarks: Discover the perfect blend of comfort, convenience, and investment potential with this beautifully furnished 2-bedroom, 2-bathroom residence Designed with both short-term rental investors and vacation homeowners in mind, this stylish condo delivers the feel of a private retreat while benefiting from the prestige and amenities of a globally recognized hotel brand. Situated in one of the fastest-growing entertainment destinations in Central Florida, this property places you only minutes away from Walt Disney World, Universal Studios, SeaWorld, and Orlando’s top attractions. Its prime location makes it an outstanding option for generating vacation rental income or enjoying unforgettable personal getaways year-round. Residents and guests have access to an impressive selection of resort amenities, including a resort-style swimming pool, hot tub, fitness center, restaurant, bar, and convenient transportation services to nearby theme parks. Just outside the property, the Promenade at Sunset Walk features an energetic mix of restaurants, shopping, entertainment venues, and live music events that create an exciting atmosphere day and night. This exceptional condo presents a rare opportunity to own a property that combines luxury hospitality, entertainment, and strong investment appeal in one of Orlando’s most sought-after vacation destinations.
Listing is courtesy of: BRICKELL REALTY GROUP INTERNATIONAL LLC (305-799-6410)
Listing Agent: Ana Cafaro (305-799-6410)
3231 CUPID PL PL, KISSIMMEE, FL 34747
$299,99975 Days on yellowkey MLS ID: TB8492645
REDUCED by $15,001 (4.8%) on 05/11/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1694 Built: 2018Monthly Fee: $575 Tax: $4,866 (2024)Community: West Lucaya VillageTownhouse
Taxes:$4,866
Remarks: ***PRICED UNDER MARKET VALUE*** Welcome to this well-kept 4-bedroom, 3-bath corner townhome in the highly sought-after West Lucaya Resort in Kissimmee. Built in 2017, this fully furnished home offers just under 1,700 sq ft of comfortable, well-planned living space—perfect as a vacation home, short-term rental, or even a primary residence. The main floor features an open layout that flows easily between the living room, dining area, and kitchen, making it great for both relaxing and entertaining. The kitchen is finished with granite countertops, stainless steel appliances, and a bar-top for extra seating. There’s also a primary bedroom on the first floor, which adds flexibility for owners or guests. Upstairs, you’ll find another spacious suite with its own private bathroom, along with two additional themed bedrooms that are set up to give guests a fun, memorable stay. Being a corner unit, the home gets great natural light and offers a bit more privacy. It’s located in a gated, resort-style community with amenities that include a zero-entry pool and spa, clubhouse, fitness center, game room, business center, playground, and well-maintained grounds. You’re just minutes from Disney, shopping, dining, and major highways—making this an ideal spot for both personal use and rental income. Whether you're looking for a turnkey investment or a place to enjoy Central Florida, this one is ready to go.
Listing is courtesy of: VREELAND REAL ESTATE LLC (904-347-7690)
Listing Agent: Lucas Sadowski (862-823-4063)
3119 ROCKEFELLER WAY, KISSIMMEE, FL 34747
$449,000111 Days on yellowkey MLS ID: O6385107
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2195 Built: 2019Monthly Fee: $550 Tax: $10,858 (2025)Community: Magic Village Resort 2Townhouse
Taxes:$10,858
Remarks: Beautifully appointed 3-bedroom, 3.5-bath, two-story townhome located in the highly sought-after Magic Village Resort. This stunning property is fully furnished and professionally decorated, offering a modern and elegant design throughout. The spacious floor plan features en-suite bedrooms, an open-concept living and dining area, and a fully equipped gourmet kitchen with high-end appliances—perfect for vacation living or short-term rentals. Magic Village Resort offers resort-style amenities including a clubhouse, fitness center, on-site restaurant, concierge services, housekeeping services, and 24-hour gated security. Ideally located just minutes from Walt Disney World, and a short drive to Universal Studios, SeaWorld, premium outlets, shopping, dining, and Orlando International Airport. An exceptional opportunity for investment or personal use in the heart of Central Florida.
Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)
Listing Agent: Leandro Kiss Dos Santos (689-317-9036)
1456 FAIRVIEW CIR, KISSIMMEE, FL 34747
$495,00055 Days on yellowkey MLS ID: O6399702
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2226 Built: 2026Monthly Fee: $589 Tax: $3,793 (2025)Community: Reunion Ph 2 Prcl 3Single Family
Taxes:$3,793
Remarks: Pre-Construction. To be built. New Construction in Reunion Resort. First Floor Master Bedroom. 4 bed 3.5 bath home. Resort Membership Available. This 4-bedroom, 3.5-bathroom home is located in the quiet and desirable Reunion community, Patriots Landing, just a short drive from all the major attractions in Orlando. Inside, the layout is open and functional, with a spacious living and dining area that flows into the kitchen, which is equipped with modern appliances and plenty of storage space. The First Floor master suite includes its own private bathroom. The three additional bedrooms are well-sized and can serve as guest rooms, a home office. Reunion Resort is a gated community with access to golf courses, walking trails, community pools, and other amenities close to Orlando's Attractions: Close to theme parks, shopping, and dining options. This property is located in a community known for its convenient access to major Orlando attractions. Elevation A is being built.
Listing is courtesy of: COMMERCE BROKERAGE LLC (407-566-7171)
Listing Agent: James Bagley
441 LASSO DR, KISSIMMEE, FL 34747
$665,000283 Days on yellowkey MLS ID: O6341809
Bed: 8 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 3401 Built: 2015Monthly Fee: $689 Tax: $12,131 (2024)Community: Reunion West Ph 1 West & Ament Ctr RpltSpa: YesSingle Family
Taxes:$12,131
Elementary School: Westside K-8
High School: Celebration High
Middle School: Horizon Middle
Remarks: DISNEY VACATION HOME FOR SALE | LUXURY FAMILY RETREAT & TURNKEY INVESTMENT OPPORTUNITY MAJOR PRICE IMPROVEMENT – NOW OFFERED AT $665,000! Welcome to your dream FLORIDA VACATION HOME NEAR DISNEY—a beautifully furnished 8-BEDROOM, 7-BATHROOM LUXURY POOL HOME located in the exclusive ENCORE CLUB AT REUNION WEST, One of Central Florida’s premier resort-style communities. Whether you’re searching for the perfect place to create unforgettable family memories or a high-demand short-term rental investment, this home offers the best of both worlds. JUST MINUTES FROM WALT DISNEY WORLD®, UNIVERSAL STUDIOS, SHOPPING, DINING, AND ORLANDO ATTRACTIONS, this spacious retreat was designed for large families, multigenerational vacations, and entertaining. The open-concept layout features soaring ceilings, abundant natural light, a gourmet kitchen with granite countertops and stainless-steel appliances, multiple suites for privacy and comfort, and beautifully themed guest rooms guests will love. Step outside to your own private backyard oasis featuring a HEATED POOL AND SPA, covered lanai, and outdoor kitchen—perfect for relaxing after a day at the parks or hosting family gatherings under the Florida sun. This home is FULLY FURNISHED, PROFESSIONALLY MANAGED, AND COMPLETELY TURNKEY, making it ideal for buyers looking for a vacation home that can help offset ownership costs through short-term rental income when not in personal use. Encore Club offers world-class amenities including a WATER PARK WITH SLIDES, CLUBHOUSE, FITNESS CENTER, SPORTS COURTS, ON-SITE DINING, PLAYGROUNDS, AND 24-HOUR GATED SECURITY. HOA includes cable, internet, landscaping, and full access to resort amenities. Whether you’re an investor looking for a luxury Airbnb-style property or a family dreaming of a second home near Disney that pays for itself, this exceptional property delivers luxury, flexibility, and lifestyle in one of Orlando’s most sought-after resort communities.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Vonteria Williams (407-954-0300)
8922 CUBAN PALM RD, KISSIMMEE, FL 34747
$378,00036 Days on yellowkey MLS ID: O6406215
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2024 Built: 2012Monthly Fee: $761 Tax: $5,284 (2025)Community: Paradise PalmsSpa: NoTownhouse
Taxes:$5,284
Remarks: Turnkey 5BR / 4BA Corner Townhouse in the highly sought after Paradise Palms Resort, just minutes from Walt Disney World and Orlando’s top attractions. This fully furnished vacation home offers 2,024 SF of spacious living and is ideal as a short term rental investment, second home, or vacation retreat. Enjoy a sunny south facing private screened pool with peaceful lake views. The bright open concept layout features a modern kitchen with granite countertops, stainless steel appliances, spacious living and dining areas, Smart TVs throughout. No carpet anywhere, with tile and laminate flooring throughout. The thoughtfully designed floor plan includes two bedrooms downstairs and three upstairs, including two ensuite primary suites. Paradise Palms Resort offers outstanding amenities including a resort style pool with water slide, hot tub, clubhouse, tiki bar, fitness center, arcade, movie theater, sports courts, playground, convenience store, and 24 hour gated security. Excellent location near Disney, shopping, dining, golf, and major highways. Fully furnished and rental ready!
Listing is courtesy of: GIPSTAR REALTY LLC (954-678-8416)
Listing Agent: Gipskra Petitfour (954-678-8416)
7772 BASNETT CIR, KISSIMMEE, FL 34747
$699,900177 Days on yellowkey MLS ID: O6368643
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2005Monthly Fee: $543 Tax: $8,114 (2025)Community: Windsor HillsSpa: YesSingle Family
Taxes:$8,114
Elementary School: Westside Elem
Middle School: West Side
Remarks: Great opportunity to own a Renovated Stunning 6-bedroom (2 Master Suites), 4-bathroom vacation home located in Windsor Hills Resort! With its spacious, open layout and luxurious amenities, this home provides the ideal setting for a relaxing and exciting vacation. Enjoy the thrill of an Avengers-themed game room, and immerse yourself in the magic of Mickey, Toy Story, and Star Wars-inspired bedrooms. Step outside to your own private pool area, complete with lounge chairs for soaking up the Florida sun. A summer kitchen and BBQ area make outdoor dining and entertaining a breeze. This beautifully designed home also features easy-to-maintain laminate flooring throughout, creating a stylish and comfortable atmosphere. Just 2 miles from Walt Disney World, you’ll have quick access to Orlando’s most popular attractions, while enjoying the privacy and convenience of a high-end vacation home. Windsor Hills Resort offers top-tier amenities like a resort pool, water slide, fitness center, and movie theater, ensuring everyone in the family has something to enjoy. Don't miss this, schedule your showing now! Currently on short-term rentals.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Danilo Aquino (689-243-6300)
8976 AMELIA DOWNS TRL, KISSIMMEE, FL 34747
$459,90035 Days on yellowkey MLS ID: O6406587
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2090 Built: 2020Monthly Fee: $660 Tax: $6,764 (2025)Community: Solara Resort Vacation Villas RepSpa: NoTownhouse
Taxes:$6,764
Remarks: Welcome to 8976 Amelia Downs — a beautifully maintained 4-bedroom, 4.5-bathroom townhome nestled in the sought-after Solara Resort community. Designed with a modern aesthetic, this spacious home offers a thoughtful layout with one bedroom conveniently located on the main floor and three additional bedrooms upstairs, providing flexibility for families and guests alike. The four full bathrooms are elegantly appointed, while a dedicated half bath in the pool area adds everyday convenience. The heart of the home is a stunning modern kitchen featuring a charming window overlooking the splash pool — the perfect spot to enjoy your morning coffee while watching the little ones play. Whether you’re entertaining or simply unwinding, this home delivers the ideal blend of comfort and resort-style living. Don’t miss your opportunity to own this exceptional property in one of the area’s most desirable resort communities.
Listing is courtesy of: THE JERRY BARKER GROUP LLC (407-756-7296)
Listing Agent: Alyssa Barker (407-756-7296)
7681 BENJI RIDGE TRL, KISSIMMEE, FL 34747
$290,00043 Days on yellowkey MLS ID: O6401767
0 Days Off yellowkey (back on 5/10/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1602 Built: 1988Monthly Fee: $6 Tax: $6,524 (2026)Community: Indian Ridge Unit 1Single Family
Taxes:$6,524
Tax Year: 2026
Remarks: Under contract-accepting backup offers. BEAUTIFUL 4 bed 2 full bath corner lot home in Indian Ridge subdivision, an established community with low HOA dues, community pool, playground, tennis and basketball courts, soccer field, volleyball field and a baseball diamond. This community is also conveniently located by Reunion for you golfers, restaurants, local attractions, This is a perfect home for you.
Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)
Listing Agent: Xiaofeng Liu (407-530-8408)
202 ACADIA TER, KISSIMMEE, FL 34747
$2,999,000402 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
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)
2648 DINVILLE ST, KISSIMMEE, FL 34747
$645,00079 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
$435,000109 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)
8100 PRINCESS PALM LN #201, KISSIMMEE, FL 34747
$259,900188 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)
1869 NICE CT, KISSIMMEE, FL 34747
$455,000117 Days on yellowkey MLS ID: O6383451
REDUCED by $4,000 (0.9%) on 05/09/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2492 Built: 2019Monthly Fee: $697 Tax: $8,805 (2025)Community: Windsor At Westside Ph 2ASingle Family
Taxes:$8,805
Remarks: Welcome to tastefully designed 5/bed 4/bath home with private pool facing conservation area in the prestige Community Windsor at Westside, zoned for short term vacation rental. The open floor plan seamlessly connects the living, dining, and kitchen areas, perfect for everyday living and entertaining. There is a master bedroom on the first floor and upstairs you’ll find another spacious master bedroom and additional bedrooms for privacy and comfort. Residents can enjoy world-class resort amenities, including an 8,000 sq. ft. clubhouse, heated pool, lazy river, spa, volleyball and basketball courts, and on-site restaurant and bar. The home is just minutes from Disney Parks and other Orlando attractions.
Listing is courtesy of: TOPSKY REALTY INC (407-476-6189)
Listing Agent: Eileen Li (407-765-2589)
1576 NASSAU POINT TRL, KISSIMMEE, FL 34747
$729,000284 Days on yellowkey MLS ID: O6340416
Bed: 9 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4363 Built: 2019Monthly Fee: $645 Tax: $10,914 (2024)Community: Solara ResortSpa: YesSingle Family
Taxes:$10,914
Remarks: Experience the ultimate vacation retreat and investment opportunity at 1576 Nassau Point Trail in the highly sought-after Solara Resort! This stunning 9-bedroom, 6.5-bath fully furnished pool home generated over $100,000 in rental income from Jan 2025–Jan 2026 and is completely turn-key and rental ready. Built in 2019, the home features an upgraded luxury furniture package, private movie theater, spacious game room loft, custom bar area, themed bedrooms, and expansive open-concept living spaces designed for unforgettable guest experiences. Step outside to your private screened-in oasis featuring a sparkling pool, spa, and extended sun deck — perfect for relaxing after a day at the parks. Located just minutes from Walt Disney World and Orlando’s top attractions, this property offers both luxury and convenience. Owners and guests enjoy access to Solara Resort’s incredible world-class amenities including the FlowRider® surf simulator, resort-style heated pool, splash pad, fitness center, sports courts, on-site dining, and 24/7 gated security. Whether you're looking for a high-performing short-term rental investment or a dream vacation home, this exceptional property checks every box!
Listing is courtesy of: HOLIDAY REALTY LLC (321-278-5486)
Listing Agent: Bryan Rogers (321-278-5486)
8887 MENTON LOOP, KISSIMMEE, FL 34747
$739,99937 Days on yellowkey MLS ID: O6404659
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2016Monthly Fee: $563 Tax: $8,852 (2025)Community: Windsor/Westside Ph 1Spa: YesSingle Family
Taxes:$8,852
Remarks: Turnkey investment opportunity in a highly sought-after resort-style community just minutes from Disney World! This fully furnished home is a heavily booked short-term rental with strong income potential and future bookings in place. Designed to stand out, the property features themed rooms including a Frozen-inspired bedroom and a Star Wars-themed room with immersive LED lighting, creating a memorable guest experience that drives repeat bookings. The garage has been professionally converted into a game room, perfect for entertainment and maximizing rental appeal. Recent updates include new vinyl flooring in the loft, adding a fresh, modern touch to the living space. The open layout, spacious bedrooms, and private accommodations make this home ideal for large groups and vacationing families. Located just minutes from world-class attractions, dining, and shopping, this property offers both a fantastic personal getaway and a income-producing asset. Bookings, financials, and rental history available upon request!
Listing is courtesy of: SPECTRUM GLOBAL REALTY, INC (407-770-0067)
Listing Agent: Nisha Mehta (407-462-9297)
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