Location: Kissimmee
Keyword(s): West Side
Keyword(s) Middle School: West Side
Do Not Show Listings
1122 SEASIDE MIST TRL, KISSIMMEE, FL 34747
$299,0001 Day on yellowkey MLS ID: O6415418
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1704 Built: 2023Monthly Fee: $250 Tax: $6,025 (2025)Community: Soleil At WestsideTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,025
Elementary School: Westside K-8
High School: Celebration High
Tax Year: 2025
Middle School: West Side
Remarks: Short Sale. Soleil at Westside pulls off something most Florida neighborhoods can't. You get the location every vacationer wants, but the community bans short-term rentals, so the people next door are actual neighbors, not a rotating cast of strangers wheeling suitcases past your door. Built in 2024, this end unit still lives like new. Walk into an open concept living where the living room flows straight into an inviting kitchen with a large breakfast bar, stone counters, and stainless steel appliances. Head upstairs and everything you want close stays close: the laundry, and all three bedrooms. Your primary suite hands you two walk-in closets and a private ensuite. Down the hall, two more bedrooms share a second bath. Outside your door: a pool, a playground, a fitness circuit. The HOA covers the landscaping and the roof, so your Saturdays belong to you. You're in the location everyone drives in for, and the quiet they have to drive home from. All of the access, none of the noise.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Chad Vaughan (561-635-7174)
8974 AMELIA DOWNS TRL, KISSIMMEE, FL 34747
$460,0001 Day on yellowkey MLS ID: O6415120
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2294 Built: 2020Monthly Fee: $660 Tax: $6,849 (2025)Community: Solara Resort Vacation Villas RepTownhouse
Taxes:$6,849
Remarks: Experience the perfect blend of luxury, comfort, and investment potential in this beautifully furnished 5-bedroom, 4.5-bathroom end-unit townhome located in the highly sought-after Solara Resort. Positioned at the end of the building, this desirable residence offers added privacy, enhanced natural light, and a more open feel than interior units. Designed to accommodate families and guests with ease, the thoughtfully planned floor layout features a spacious primary suite conveniently located on the first floor, complete with a large walk-in closet and private en-suite bathroom. Upstairs, two additional bedrooms also enjoy the privacy of their own en-suite bathrooms, while the remaining bedrooms provide ample space and comfort for family members and guests alike. The bright, open-concept living area creates the perfect gathering space, seamlessly connecting the living room, dining area, and fully equipped kitchen. Featuring stainless steel appliances and generous counter space, the kitchen is ideal for entertaining or enjoying relaxed evenings at home. Step outside to your private screened-in pool, where you'll find comfortable lounge seating, BBQ grill, and a child safety pool fence for added peace of mind. Whether soaking up the Florida sunshine or unwinding after a day at the parks, this outdoor retreat is designed for year-round enjoyment. One of the standout features of this property is the exceptional level of care it has received. Unlike many vacation homes managed remotely by third-party property management companies, this home has been personally maintained by its owners, who live nearby and have consistently ensured that the property remains in outstanding condition. Their hands-on attention is evident throughout the home. Perfectly positioned for convenience and entertainment, the property is located just 8 miles from Walt Disney World, 16 miles from SeaWorld Orlando, and 20 miles from Universal Orlando, offering quick access to Central Florida's most popular attractions while still providing a peaceful resort setting. As a homeowner and guest at Solara Resort, you'll enjoy access to an impressive collection of resort-style amenities, including a grand pool, poolside cabanas, fitness center, playground, soccer field, sand volleyball courts, full-size basketball court, on-site restaurant and bars, and a secure gated entrance. Whether you're searching for a vacation home, or a high-performing short-term rental investment, this exceptional end-unit townhome delivers the ideal combination of location, comfort, quality, and lifestyle in one of Central Florida's most desirable resort communities.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Gustavo Nappi (352-638-4831)
1845 SAWYER PALM PL, KISSIMMEE, FL 34747
$619,0001 Day on yellowkey MLS ID: O6411244
Bed: 7 Bath: 6.5 Liv Area Sq Ft: 3533 Built: 2018Monthly Fee: $720 Tax: $9,317 (2025)Community: Solara ResortSpa: YesSingle Family
Taxes:$9,317
Remarks: Fully furnished, turnkey 7-bedroom, 6.5-bath vacation home in Solara Resort, one of Kissimmee's most sought-after gated short-term rental communities. Priced to compete with zero furnishing costs or setup delays, this property is positioned for immediate rental income from day one after closing. The home delivers 3,533 sqft of heated living space on a durable block construction foundation, designed with the STR investor and vacation-home buyer in mind. The first-floor primary suite offers privacy and convenience, while six spacious upstairs bedrooms include custom-themed rooms that guests specifically search for and book in advance. The open-concept kitchen features granite countertops, a large island with bar seating, stainless steel appliances, and a seamless flow into the main living area. Upstairs, the expansive game loft with pool table and foosball table adds an entertainment layer that keeps guests on-property and drives five-star reviews. Step outside to a screened private pool, heated spa, and brick paver deck, one of the most requested features by Central Florida vacation rental guests and a proven driver of higher nightly rates and occupancy. Solara Resort delivers a resort-caliber amenity package that competing communities simply cannot match: 24-hour gated security, a stunning Grand Pool, the signature FlowRider® Surf Simulator, Bar & Grill, Coffee Bar, fitness center, basketball and volleyball courts, full-size soccer field, playground, teen and tween lounge, game room, poolside cabanas, and workstations. Cable and internet are included in the HOA, a direct benefit to both owner and guest. Ideally located minutes from Walt Disney World, Universal Orlando, SeaWorld, Disney Springs, International Drive, world-class shopping, dining, and all major Central Florida highways. Flood Zone X. Block construction. Built 2018. Vacant and easy to show. Submit all offers with POF or pre-approval.
Listing is courtesy of: VOLKE REAL ESTATE LLC (407-502-2383)
Listing Agent: Mauricio Penha (561-866-1917)
7626 WHITEMARSH WAY, KISSIMMEE, FL 34747
$1,499,7005 Days on yellowkey MLS ID: O6413954
Bed: 9 Bath: 9.0 Liv Area Sq Ft: 5154 Built: 2023Monthly Fee: $750 Tax: $3,512 (2025)Community: Whitemarsh CoveSpa: YesSingle Family
Taxes:$3,512
Remarks: Virtually Staged. LUXURY REUNION RESORT INVESTMENT ESTATE | 9 En Suite BEDROOMS | PRIVATE POOL & SPA | THEMED VACATION RENTAL OPPORTUNITY Welcome to 7626 Whitemarsh Way, an exceptional luxury vacation home located within the exclusive gated enclave of Whitemarsh Cove in Reunion Resort, the only community in Reunion with the option to purchase a very exclusive, very hard to obtain Golf Membership. Designed for both luxury living and high-performing short-term rental potential, this expansive 9-bedroom, 10-bathroom estate offers over-the-top accommodations for large families, corporate retreats, golf groups, and Disney vacationers seeking an elevated resort experience just minutes from Walt Disney World. Inside, guests are welcomed by a bright open-concept floor plan featuring expansive gathering spaces, a chef-inspired kitchen with oversized island, multiple entertainment areas, themed bunk rooms, and a dedicated game room designed to maximize guest enjoyment and rental appeal. With sleeping accommodations for 20+ guests, this property is ideally positioned to capitalize on Orlando's thriving vacation rental market. Step outside to your private resort-style oasis featuring a heated pool, spa, spacious lanai, and outdoor entertaining areas overlooking one of Florida's premier golf resort communities. Just moments away, enjoy access to Reunion Resort's world-class amenities and championship golf experiences. Spanning more than 2,300 acres, Reunion Resort offers an unmatched luxury lifestyle featuring three signature golf courses designed by Arnold Palmer, Jack Nicklaus, and Tom Watson, along with a water park, lazy river, waterslides, tennis courts, pickleball, fitness center, multiple dining venues, and year-round resort activities. Located just minutes from Walt Disney World, Universal Orlando, world-class shopping, dining, and entertainment, this property offers the perfect combination of luxury ownership, lifestyle, and investment opportunity. Guests and owners alike enjoy convenient access to Orlando's top attractions, including shuttle service to Disney. Whether you're seeking a luxury second home, a themed Airbnb investment property, a golf retreat, or a high-income-producing vacation rental, this exceptional Reunion Resort estate delivers the ultimate Central Florida resort lifestyle. Schedule your private showing today and discover why Reunion Resort continues to be one of Orlando's premier destinations for luxury living and vacation home investment. Home will come with an option to buy a Reunion Resort Membership. ** FOUNDERS CLUB Pricing subject to change, please inquire. **
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Omar Andreasen (407-883-2989)
8128 YELLOW CRANE DR, KISSIMMEE, FL 34747
$365,00046 Days on yellowkey MLS ID: O6402487
0 Days Off yellowkey (back on 6/11/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2707 Built: 2002Monthly Fee: $86 Tax: $6,704 (2025)Community: Oak Island CoveSingle Family
Taxes:$6,704
Remarks: This expansive five-bedroom, four-bath residence offers over 2,700 square feet of living space and is perfectly positioned in a highly desirable location. Brimming with potential, this property presents a rare opportunity with vision to transform it into a truly exceptional home. With generous room sizes, a versatile layout, and strong structural footprint, this home is ideal for a complete renovation tailored to your personal style or investment goals. Properties of this size in such a prime area are increasingly hard to come by, making this a unique chance to create significant value. Whether you’re looking to design your dream home or secure a promising investment in a sought-after neighborhood, this property is a canvas ready for its next chapter
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Neal Lovell (407-466-1529)
2619 SUMMER CREEK DR, KISSIMMEE, FL 34747
$499,000131 Days on yellowkey MLS ID: O6378525
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2136 Built: 2000 Tax: $7,282 (2025)Community: Indian Creek Ph 02Spa: YesSingle Family
Taxes:$7,282
Remarks: **BACK ON THE MARKET!!! Contract fell through for reasons unrelated to the property.**WELL-BOOKED SHORT TERM RENTAL PROPERTY! This TURNKEY, FULLY FURNISHED 5-bedroom, 4-bath pool home is a high-performing short-term rental located in the sought-after NO HOA / NO CDD community of Indian Creek. Professionally decorated and designed for guest appeal, the home features a flexible, semi-open floor plan with durable tile flooring throughout and modern finishes—ideal for low-maintenance ownership. The layout is perfectly suited for rental success, offering multiple bedroom suites and excellent privacy. A front guest bedroom and nearby full bath provide convenience for early arrivals, while two additional bedrooms share a full bath on one wing of the home. A private en-suite bedroom with direct pool access adds strong guest appeal, and the spacious primary suite—separate from other bedrooms—features dual vanities, a soaking tub, glass-enclosed shower, two walk-in closets, and private access to the pool. The kitchen is fully equipped with modern cabinetry, granite countertops, stainless steel appliances, a breakfast bar, and dinette, flowing seamlessly into the dining and main living areas filled with natural light—perfect for hosting larger groups. Sliding doors open to a screened-in pool and lanai, set within a fully fenced backyard, creating a resort-style outdoor space guests love. Located just minutes from Disney and major theme parks, shopping, dining, and entertainment, this home benefits from consistent demand and easy access to major roadways. With no rental restrictions, no HOA fees, and no CDD, this property is an exceptional opportunity for investors seeking a ready-to-go Airbnb or short-term rental with STRONG INCOME POTENTIAL in the heart of Central Florida. ROOF 2020, Gas Hot Water Heater 2026. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
2006 MAJORCA DR, KISSIMMEE, FL 34747
$439,000126 Days on yellowkey MLS ID: O6380751
1 Days Off yellowkey (back on 5/1/2026)
Bed: 5 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2265 Built: 2015Monthly Fee: $579 Tax: $7,966 (2025)Community: Windsor At Westside Ph 1Spa: NoTownhouse
Taxes:$7,966
Remarks: Under contract-accepting backup offers. Welcome to this exceptional 5-bedroom, 4.5-bathroom vacation retreat featuring a private heated pool and outdoor kitchen with gas grill, thoughtfully designed for both refined relaxation and entertaining. This bright corner-unit home is filled with natural light and offers a spacious open-concept layout with ceramic tile throughout. The modern kitchen features stainless steel appliances and overlooks the main living and dining areas. The first floor includes a private bedroom with a full bathroom, ideal for guests or multi-generational living. Upstairs, the expansive primary suite offers an en-suite bathroom, along with a second en-suite bedroom, two additional bedrooms, and a shared full bath. Enjoy Florida living outdoors with a heated pool, pool-area half bath, and outdoor kitchen. A detached garage has been converted into a game room for added entertainment. Located just minutes from world-famous theme parks, this gated resort community offers exceptional amenities, including a resort-style pool with cabanas, lazy river, clubhouse with fitness center, on-site dining, sports courts, playground, and 24/7 security. Conveniently close to golf, shopping, dining, and major attractions. Perfect for families, groups, and vacationers looking for space, comfort, and resort-style fun close to all the action!
Listing is courtesy of: VIVA ORLANDO REALTY INC. (407-861-0000)
Listing Agent: Cassius De Moura (407-989-0007)
2657 ONEIDA LOOP, KISSIMMEE, FL 34747
$479,00071 Days on yellowkey MLS ID: S5147106
REDUCED by $10,000 (2.0%) on 06/11/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1791 Built: 2001 Tax: $6,677 (2025)Community: Indian Creek Ph 4Spa: NoSingle Family
Taxes:$6,677
Remarks: Welcome to this beautifully maintained, fully furnished 4-bedroom, 3-bath pool home located in the highly desirable Indian Creek community. Rarely do you find a property that offers NO HOA, NO CDD, short-term rental zoning, and a prime location just minutes from Walt Disney World and Central Florida's top attractions. Whether you are searching for a primary residence, second home, vacation retreat, or income-producing property, this move-in ready home offers exceptional flexibility to fit your lifestyle. The spacious open floor plan features generous living and dining areas with direct access to the private screened pool and fully fenced backyard, creating the perfect setting for relaxing, entertaining, and enjoying Florida living year-round. The split-bedroom layout provides privacy for owners and guests, while the outdoor living space delivers the resort-style atmosphere buyers are looking for. Being sold fully furnished, this home is truly turnkey and ready for immediate enjoyment. Major updates have already been completed for peace of mind, including a NEW ROOF (June 2026), HVAC system (2023), pool pump and heater (2023), interior paint (2025), tile flooring (2022), updated bathroom vanities (2022), and a renovated guest bathroom (2026). Conveniently located near Disney, shopping, dining, golf courses, and major highways, this property combines location, flexibility, and value. The short-term rental zoning allows owners the option to use the home as a full-time residence, seasonal getaway, vacation home, or income-producing rental. If you've been searching for a fully furnished pool home with all the major updates already completed, this is one you won't want to miss.
Listing is courtesy of: CRISTALDI REALTY LLC (863-420-6777)
Listing Agent: Terri Cristaldi (407-340-3522)
9033 FLAMINGO KEY WAY, KISSIMMEE, FL 34747
$574,000457 Days on yellowkey MLS ID: O6289623
REDUCED by $1,000 (0.2%) on 06/11/2026
Bed: 6 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2987 Built: 2018Monthly Fee: $550 Tax: $7,658 (2023)Community: Solara ResortSingle Family
Taxes:$7,658
Tax Year: 2023
Remarks: Step into the magic of Solara Resort and discover this exquisitely themed 6-bedroom, 4.5-bath vacation home—perfectly designed for short-term rentals ! Fully TURN-KEY and SHORT-TERM RENTAL APPROVED, this luxurious villa comes with an expertly curated furniture package, ensuring maximum rental income potential from day one. FULLY FURNISHED. This spacious retreat features themed bedrooms, a cozy upstairs family lounge, and plenty of room for guests to relax and unwind. Outside, enjoy your private screened pool and hot tub, ideal for family barbecues or a refreshing dip after a day at the parks. Located just minutes from world-renowned attractions like Walt Disney World, Universal Studios, SeaWorld, and Disney Springs, this home is perfectly positioned for vacationers. Florida’s famous beaches and I-Drive are also a short drive away. As part of Solara Resort, guests have access to top-tier amenities, including: Heated grand pool, FlowRider® Surf Simulator , On-site bar & grill and coffee bar , Fitness center , Sand volleyball, soccer field, and basketball court ,Indoor/outdoor lounges & workstations Playground and hangout center, Poolside cabanas & sundries store This themed villa is not only a show-stopper in design but also a prime investment opportunity. Whether you're seeking a vacation retreat or an income-producing short-term rental, this is the ultimate property to own in Solara Resort. Opportunities like this don’t last—make this income-generating vacation home yours today!
Listing is courtesy of: GLOBAL SAPPHIRE REALTY LLC (862-276-4143)
Listing Agent: Dennesha Leachman (321-638-7738)
8545 LA ISLA DR, KISSIMMEE, FL 34747
$699,00051 Days on yellowkey MLS ID: S5148460
Bed: 7 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3599 Built: 2004Monthly Fee: $115 Tax: $7,734 (2025)Community: EmeraldSpa: YesSingle Family
Taxes:$7,734
Remarks: Welcome to Emerald Island Resort just minutes from the Disney parks. This is a must see furnished home. (Roof replaced in 2023.) With four primary bedrooms with their own bathrooms, one Jack and Jill bedroom set and a bedroom on the first floor next to a full bathroom. The first floor has a large open living room, kitchen, dining room, kitchen nook, bedroom, bathroom and spare room you can use as an office, movie room, another sitting room or another bedroom. This property is ready to use as a family vacation home, primary home, second home or income producing short term rental home. This is a fully furnished home featuring, granite countertops and hardwood flooring in the bedrooms. This executive villa has seven bedrooms, six bathrooms and 3,599 square feet of usable space under A/C. This furnished home is just 4 miles to Disney, and is equipped with TVs. The pool area faces south west giving you all day sunshine with views of spectacular sunsets. The back yard conservation view has privacy from the pool deck with pool and hot tub and full width lanai (no rear neighbors). The home has a game room, upgraded granite worktops (bathrooms and kitchen), tile flooring all downstairs living areas and a large open plan living area. This is a gated resort-style community called Emerald Island Resort. The clubhouse has a pool, hot tub, sauna, fitness room / gym, 24-hour gate guard security. There is even a food and bar with inside and outside seating and pool side. Many playgrounds, a sand volleyball court, tennis courts, basket ball, miniature golf, and a nature trail.
Listing is courtesy of: AMERICAN IDEAL HOMES, LLC (407-908-8020)
Listing Agent: Bernard Scarpa (407-572-3022)
7675 COMROW ST #402, KISSIMMEE, FL 34747
$259,00087 Days on yellowkey MLS ID: O6391758
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1081 Built: 2005 Tax: $3,484 (2025)Community: Ventura At Windsor Hills Condo Ph 5Condo
Taxes:$3,484
Remarks: SELLER WILL CONSIDER ALL REASONABLE OFFERS AFTER SHOWING! Discover a rare opportunity in the highly sought-after Windsor Hills Resort: This open-palette, top-floor, end-unit condo offers exceptional privacy on all sides, with totally open sunset views not facing another building. Located just three miles from Disney World main gate, this two-bedroom, two-bath residence in building 5, is just a short 2 minute walk to the community lagoon-style pool, hot tub, dual water slides, and clubhouse following the shortcut sidewalk along the lake edge entry gate. This is a convenient location, yet provides a peaceful setting with no neighbors or noise from above plus the separation from the activity of the pool and clubhouse. Be sure to ask the listing agent for the virtual tour link to check out the home and its great location. A key advantage for buyers is the seller’s proactive approach to maintenance. A full home inspection was completed prior to listing and is available to the buyer. This provides added peace of mind and positions the home for a smooth, worry-free transition to its next owner. Step onto the screened lanai and take in uninterrupted vistas of the resort grounds. It is the perfect backdrop for morning coffee or evening drink / dinner relaxation, offering a true sense of openness and tranquility. Inside, the condo features a neutral aesthetic ready for your personal touch. The layout includes a fully equipped kitchen, a dining area with seating for six or more, and a comfortable living room designed for effortless vacation living or full-time enjoyment. The home is thoughtfully outfitted with conveniences that travelers and owners appreciate, including a full-size washer and dryer, ceiling fans, charging stations, and super high-speed fiber optic Wi-Fi ideal for remote work or streaming. The unit comfortably sleeps six with a king bed in the primary suite and queen and twin beds in the second bedroom or a roll away bed for additional separation privacy as desired. Additional highlights include durable and beautiful porcelain marble-style tile throughout all common areas, The community also offers pickleball, tennis, volleyball, and basketball courts, all just steps from your home away from home at this unit location. Two oversized elevators provide easy access, and the electronic keyless entry system with remote access ensures a seamless arrival experience. The condo has a strong rental history with proven guest appeal and is move-in ready with immediate occupancy available. Located in one of Central Florida’s premier gated vacation communities, this condo offers a blend of convenience and investment potential suitable for personal use, a family getaway, or a high-performance short-term rental. Be sure to check out the video tour for an in-depth look at the home and the short paths to the amenities.
Listing is courtesy of: IN TOUCH REAL ESTATE LLC (800-515-0321)
Listing Agent: Mark Breymeier (215-275-0487)
1181 LAKESHORE BREEZE PL, KISSIMMEE, FL 34747
$485,00058 Days on yellowkey MLS ID: O6399978
REDUCED by $25,000 (4.9%) on 05/23/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2580 Built: 2023Monthly Fee: $132 Tax: $7,792 (2025)Community: Soleil At WestsideSingle Family
Taxes:$7,792
Remarks: Virtually Staged. Location, lifestyle, and opportunity all come together at 1181 Lakeshore Breeze Place in Kissimmee! This well-maintained home welcomes you with a bright, open floor plan, abundant natural light, and a spacious layout designed for comfortable everyday living and effortless entertaining. Step outside to a generously sized backyard with endless potential perfect for building a pool, creating an outdoor kitchen, or designing your own private Florida oasis. Whether you're a homeowner ready to personalize your space or an investor seeking value-add potential, this property delivers flexibility and future upside. Set within the desirable Soleil at Westside community, residents enjoy access to resort-style amenities including a modern clubhouse, pool, and recreational areas that enhance the overall living experience. The location is a standout -just minutes from Walt Disney World Resort and with convenient access to major roadways including US-192, State Road 429, and I-4, making travel throughout Central Florida seamless. Surrounded by a growing mix of shopping, dining, and entertainment options such as Sunset Walk, Rolling Oaks Commons, and Posner Park, everything you need is within easy reach. The area continues to expand with new developments, infrastructure improvements, and enhanced connectivity, adding long-term value and convenience. Situated in a beautiful, well-kept neighborhood, this home offers peaceful surroundings, scenic streets, and a true sense of community while keeping you close to all that Central Florida has to offer. Don’t miss your chance to own in one of Kissimmee’s most desirable and fast-growing areas, with room to grow, customize, and maximize value.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Paula Chavez (201-618-7652)
8836 DUNES CT #206, KISSIMMEE, FL 34747
$190,000129 Days on yellowkey MLS ID: O6379558
0 Days Off yellowkey (back on 6/10/2026)
REDUCED by $5,000 (2.6%) on 04/30/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1249 Built: 2000 Tax: $3,147 (2025)Community: Legacy Dunes CondoCondo
Taxes:$3,147
Elementary School: Westside Elem
Remarks: Under contract-accepting backup offers. **Lowest Priced 3 Bedroom unit in this community** Ideal for investors or vacation-home buyers—Legacy Dunes allows both Short-Term and Long-Term Rentals with no minimum lease period. Resort amenities include 2 POOLS, FITNESS CENTER, GAME ROOM, TENNIS & VOLLEYBALL, and walking paths. Live every day like you're on vacation in this 3-bedroom, 2-bath condo with a tranquil pool view, located in the highly sought-after gated community of Legacy Dunes in Kissimmee. This spacious second-floor unit offers 1,249 square feet of open living space with an open floor plan, solid surface counters, and an in-unit washer and dryer. Step out onto your private balcony and enjoy serene views of the resort-style pool surrounded by lush landscaping. Whether you're looking for a full-time residence, a weekend getaway, or a short-term rental investment, this property checks every box Legacy Dunes offers exceptional amenities including a resort-style pool, tennis courts, playground, volleyball court, fitness center, BBQ grills, picnic areas, walking paths, and even a car wash and vacuum station. Located just minutes from Disney, world-class dining, shopping, and entertainment, this pet-friendly community (up to 50 lbs) makes it easy to enjoy the Florida lifestyle to the fullest. Don't miss this opportunity to own a piece of paradise—schedule your showing today!
Listing Agent: Benjamin Berry, Iii (407-706-2684)
7761 TOSTETH ST, KISSIMMEE, FL 34747
$650,000138 Days on yellowkey MLS ID: O6376480
1 Days Off yellowkey (back on 6/10/2026)
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2005Monthly Fee: $512 Tax: $7,208 (2025)Community: Windsor Hills Ph 3Spa: YesSingle Family
Taxes:$7,208
Remarks: Under contract-accepting backup offers. Great opportunity to own a beautifully maintained vacation home located in the highly desirable Windsor Hills Resort! This spacious and well-designed property offers an open floor plan ideal for both relaxation and entertaining. The home features themed bedrooms that enhance the vacation experience, along with a private screened-in pool area perfect for enjoying the Florida lifestyle. Laminate flooring throughout provides a modern look with easy maintenance. Just minutes from Walt Disney World and major Orlando attractions, this property is perfectly positioned for short-term rentals or personal use. Windsor Hills Resort is a gated community offering resort-style amenities, including a clubhouse, resort pool with water slide, fitness center, movie theater, playground, and more. Currently operating as a short-term rental. Schedule your showing today and don’t miss this incredible investment opportunity!
Listing Agent: Danilo Aquino (689-243-6300)
2756 LIDO KEY DR, KISSIMMEE, FL 34747
$460,00033 Days on yellowkey MLS ID: S5148950
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 2005Monthly Fee: $367 Tax: $5,126 (2025)Community: Emerald Island Resort Ph 5BSpa: NoSingle Family
Taxes:$5,126
Remarks: Welcome to this spacious and well-maintained home located in one of Kissimmee’s most desirable short-term rental friendly communities. This property features 5 bedrooms, 3 bathrooms, a bright and open floor plan with generous living and dining spaces, perfect for entertaining guests or enjoying family time. 1) hard floor in 2017 2) new pool water pump in 2019 3) new range in 2022 4) new dishwasher in 2024 5) new water heater in 2024 6) new refrigerator in 2025 7) new AC in 2020 The kitchen offers ample cabinetry, modern appliances, new fridge, and a functional layout that flows seamlessly into the main living area. The home includes comfortable bedrooms with plenty of natural light, while the primary suite provides a relaxing retreat with a private en-suite bathroom. Step outside to enjoy your own private outdoor space—perfect for relaxing after a day at the parks or hosting gatherings. Many homes in this area also feature private pools or patio areas (verify specific property features). Ideally located just minutes from Walt Disney World Resort, as well as shopping, dining, golf, and entertainment. Easy access to major highways makes commuting to Orlando and surrounding areas a breeze. Whether you're looking for a primary residence, vacation home, or investment property, this home offers excellent potential in a high-demand location. Don’t miss this opportunity—schedule your showing today!
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: James Song (407-405-3140)
7755 WESTLAND DR, KISSIMMEE, FL 34747
$539,00093 Days on yellowkey MLS ID: O6389916
REDUCED by $10,000 (1.8%) on 05/29/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2363 Built: 2020Monthly Fee: $697 Tax: $10,131 (2025)Community: Reunion West Ph 4Spa: YesSingle Family
Taxes:$10,131
High School: Poinciana High School
Remarks: Step into the ultimate Florida lifestyle, a stunning 4-bedroom, 3-bathroom sanctuary where luxury meets high-energy entertainment! Ideally situated on a premium corner-end lot, this home offers rare seclusion with only one neighbor and a peaceful, open view to the rear and side. This meticulously maintained, turnkey masterpiece comes fully loaded and move-in ready — literally just bring your suitcase or start your journey as a vacation rental owner on day one. From the spacious open floor plan to the versatile upstairs loft, every inch of this home screams "vacation vibes." The garage has been professionally transformed into a stylish, custom game room featuring a pool table and foosball, and unique wall-mounted games. Ensuring the fun never stops, head outside to the private open-air pool deck that serves as the perfect sun-drenched escape for soaking up the Florida heat and cooling off after a long day at the parks. Living here means saying goodbye to stress and hello to world-class convenience, as your HOA comprehensively covers cable, fiber internet, landscaping, exterior pest control, trash, and 24/7 guard-gated security. As part of the elite Reunion West community, you are steps away from a state-of-the-art fitness center, multiple sparkling pools, spas, and the lush Linear Park. For those who crave the peak of resort living, a Reunion Resort membership grants you access to an unparalleled playground featuring three world-class signature golf courses, a multimillion-dollar water park, 12 swimming pools, and championship-grade tennis and pickleball courts. Indulge in award-winning dining at six onsite restaurants, utilize the full-service concierge for Disney tickets and shuttles, or pamper yourself at the world-class spa and salon. As Walt Disney once said, "If you can dream it, you can do it," and this remarkable property is the manifestation of that dream. Whether you’re looking for a peaceful primary residence or a promising investment near the magic of the theme parks, this remarkable home is ready for its next chapter.
Listing is courtesy of: EXP REALTY LLC (407-305-4300)
Listing Agent: Tony Ubaldini (407-242-6781)
7939 SEA PEARL CIR, KISSIMMEE, FL 34747
$699,000110 Days on yellowkey MLS ID: TB8479112
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3676 Built: 2003Monthly Fee: $121 Tax: $9,630 (2025)Community: Formosa Gardens Unit 2Spa: YesSingle Family
Taxes:$9,630
Remarks: Tres chic is the only way to describe this luxurious two-story, 5 bed 4 bath pool home that sits on a large lot in the sought-after executive gated neighborhood of Formosa Gardens. This location is awesome ~ close to Disney, shops and restaurants! This delightful home boasts plenty of natural light and room to grow in this well laid out floor plan. Whether it is cooking or entertaining in the open-concept kitchen that features an island, plenty of storage space, a breakfast bar and a breakfast nook, or gathering in the living room or lounging by the pool, this home has it all. This elegant home has the option of being sold fully furnished as it is current being used as successful vacation rental. The primary bedroom is on the first floor and has delightful French doors opening up on to the heated pool and spa for an early morning dip. The primary bathroom features a luxurious jetted soaking tub and a walk-in shower with dual sinks. A second oversized primary bedroom shares the same modern aesthetics and is located upstairs with an ensuite bathroom with a walk-in shower. This primary upstairs bedroom has an added bonus parent's retreat that can be uses as; a private seating area, office or nursery. There are 3 additional bedrooms downstairs and 2 more bathrooms, one of the bathrooms is an ensuite. There is plenty of natural light and room to entertain with the formal dining room and living room opening up onto the screened patio, heated pool and spa for seamless indoor/outdoor living. The large private backyard and side yards provide plenty of space for games, sports or picnics. The garage has been converted to a carpeted game room and has a separate split system A/C (2025), a pool table, and a foosball table. However, if you prefer a standard garage you can easily remove the items and bring it back to its original purpose. This move in ready home has a new roof (2025). Live the Florida lifestyle and feel like you are on vacation every day in this quintessential Florida home.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Marina Kloppel, Pa (858-382-7499)
3305 TRANQUIL TRL, KISSIMMEE, FL 34747
$367,000103 Days on yellowkey MLS ID: O6386555
1 Days Off yellowkey (back on 4/30/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1360 Built: 2023Monthly Fee: $198 Tax: $4,452 (2025)Community: The Hub At WestsideTownhouse
Taxes:$4,452
Remarks: Turnkey Income-Producing Short-Term Rental in The Hub at Westside – Fully Furnished & Operational Investor alert! This professionally operating short-term rental is a fully furnished, revenue-generating property located in the highly desirable Hub at Westside community in Kissimmee. Just minutes from Central Florida’s top attractions, this property is already optimized for short-term rental success with all systems, processes, and guest management in place. This is not just a home — it’s a cash-flowing business. The property is actively operating as a short-term rental with established booking history, streamlined management procedures, and strong guest satisfaction. Highly rated on Airbnb, it offers immediate income potential from day one — no setup delays, no furnishing costs, no trial-and-error phase. Highlights: • Fully furnished and professionally designed for guest appeal • Active short-term rental operation • Highly rated on Airbnb • Proven revenue performance • Turnkey management processes in place • Located in a high-demand vacation rental corridor Perfect for: • Out-of-state investors • International buyers • 1031 exchange buyers • First-time STR investors wanting immediate cash flow • Portfolio expansion buyer • Even as a vacation community, it is also perfect for a full time family living. Whether you’re looking to scale your short-term rental portfolio, acquire a stabilized income-producing asset in a prime tourism market, or a nice place to live with your family, this opportunity checks every box. Income, infrastructure, and reputation — already built for you. • Seller to contribute $2,000 toward buyer's closing costs
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Deisi Oliveira (407-558-9301)
8881 RHODES ST, KISSIMMEE, FL 34747
$525,000155 Days on yellowkey MLS ID: TB8462660
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2016Monthly Fee: $563 Tax: $7,694 (2025)Community: Windsor At Westside Ph 1Spa: YesSingle Family
Taxes:$7,694
Remarks: 100K Dropped! This luxurious vacation home comes fully furnished with a beautiful upgraded custom furniture package including granite counter tops in the kitchen and all bathrooms, stainless steel appliances, tile throughout the main living area and all bathrooms, upgraded lighting fixtures in the kitchen and dining room area, custom themed rooms and interior paint, TVs in all rooms, beautiful screened pool area with paver deck and covered lanai. All appliances are energy efficient along with energy efficient (15 seer) air conditioning units, LOW-E dual pane windows and much more. Amenities include: 8000 square foot resort style clubhouse, resort style heated pool and spa, wireless internet on the pool deck, lazy river, state of the art fitness center, poolside cabana's, on site store, playground, volleyball, tennis, basketball, game room, restaurant, bar, relaxing lounge area with indoor/outdoor fireplace, TVs and much more. The house is an active rental program, very popular with vacationers. All homes at Windsor at Westside include: fully maintained landscaping, internet, cable and daily garbage pick up. This community is located minutes from Walt Disney World, golf courses, shopping, grocery stores, the airport and all major attractions.
Listing is courtesy of: BRIGHT REALTY GROUP LLC (813-240-7744)
Listing Agent: Yongkai Zheng (678-979-6850)
8986 SHINE DR, KISSIMMEE, FL 34747
$315,000134 Days on yellowkey MLS ID: O6377697
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 2017Monthly Fee: $464 Tax: $3,973 (2025)Community: West Lucaya VillageTownhouse
Taxes:$3,973
Remarks: Turnkey and fully furnished short-term rental offering immediate income potential. This move-in-ready investment property features brand-new furniture, new luxury vinyl plank flooring throughout, and new appliances, delivering a modern, low-maintenance living experience. The open-concept floor plan is ideal for vacation rental use, maximizing space, comfort, and functionality for guests. The kitchen is thoughtfully designed with ample cabinetry and counter space, enhanced by a new garbage disposal and updated finishes. Spacious bedrooms and well-appointed bathrooms provide comfort and privacy, making this home ideal for Airbnb, VRBO, or short-term rental income. Conveniently located near the community pool, the home offers added appeal for guests seeking resort-style amenities just steps away. The community features an impressive clubhouse with a fitness room, business center, convenience store, and playroom with flat-screen TVs and games, along with a resort-style community pool and spa. HOA dues include exterior maintenance, landscaping, internet, and cable TV, creating a truly low-maintenance ownership experience. Just minutes from Walt Disney World, major theme parks, shopping, dining, and entertainment, this property offers exceptional vacation rental appeal in Kissimmee, Florida, one of Central Florida’s most desirable short-term rental markets.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Christine Silva (315-420-2964)
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