Location: Kissimmee
Do Not Show Listings
7951 HAVERHILL WAY, KISSIMMEE, FL 34747
$494,000381 Days on yellowkey MLS ID: O6314798
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2280 Built: 2022Monthly Fee: $455 Tax: $9,068 (2024)Community: Reunion Village Ph 3 Replat Pb 29 Pgs 17Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,068
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Experience Resort-Style Living at Reunion! Whether choosing to use this as your own home, vacation home, or investment property, the opportunity is there! This versatile Verona floor plan is fully furnished and move-in ready. This stunning home offers 5-bedrooms, 3.5-baths. It features an open-concept layout with 9-ft ceilings, the home includes a first-floor primary suite, a spacious bonus loft, and a versatile entertainment room. The kitchen boasts quartz countertops, 42” upper-wood cabinets, and stainless steel Whirlpool® appliances. Upstairs, you’ll find four additional bedrooms, two full bathrooms, and a generous loft area that’s perfect as a second living space—a great spot for kids to hang out, play games, or enjoy movie nights. Additional highlights include a covered front porch and patio, Wi-Fi-enabled garage, and professional front landscaping. Located in Reunion Village near Champions Gate, enjoy exclusive access to Encore Resort amenities: a 10-acre water park, fitness center, arcade, courts, playgrounds, pools, and on-site dining. HOA perks include lawn care, irrigation, pest and termite control, pressure washing, high-speed internet, and cable. Just minutes from theme parks, dining, and shopping. Schedule your private tour today!!!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
8143 COCONUT PL, KISSIMMEE, FL 34747
$369,000248 Days on yellowkey MLS ID: O6352034
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1380 Built: 2023Monthly Fee: $583 Tax: $9,136 (2024)Community: MargaritavilleSpa: NoTownhouse
Taxes:$9,136
Remarks: CURRENTLY LEASED FOR $3,000 PER MONTH THROUGH 5/10/27. LEASE CAN BE TRANSFERRED TO NEW BUYER! SPECTACULARLY FURNISHED VILLA AVAILABLE FOR SALE AT MARGARITAVILLE RESORT ORLANDO! This Home Features 2 BEDROOM, 2.5 BATH and a BONUS BEDROOM! Kitchen with Quartz Countertops, Island with Seating, Stainless Steel Appliances, Washer and Dryer and Abundant Natural Light, Each of the Bedrooms has Ceiling Fans. One Bathroom has a Shower/Tub Combo. The Door from the Kitchen Leads you to a Beautiful Patio, Lounge Chairs and Tropical Landscaping, Palm Trees, and Tropical Foliage. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Great Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Suzanne Docobo (954-304-4932)
8044 LOST SHAKER LN, KISSIMMEE, FL 34747
$579,000258 Days on yellowkey MLS ID: O6345811
REDUCED by $20,000 (3.3%) on 05/26/2026
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2066 Built: 2019Monthly Fee: $467 Tax: $12,023 (2024)Community: MargaritavilleSpa: NoSingle Family
Taxes:$12,023
Remarks: CURRENTLY LEASED WITH GREAT TENANTS FOR $3,900 PER MONTH THROUGH 12/4/26! LEASE CAN BE ASSIGNED TO NEW BUYER! GORGEOUS 1990-A Model 3-Story Cottage For Sale at Margaritaville Resort Orlando with Convenient Central Resort Location! Home Features 4 Bedrooms and 4.5 Bathrooms. All Bedrooms Feature En-Suite Bathrooms. Kitchen has QUARTZ Countertops and Door Leading to Large Paved Patio with Shell Pathways, Palm Trees and Tropical Foliage. Home also Features Ceiling Fans, Upgraded Appliances, High Ceilings, 'WOOD' Tile Flooring Throughout, Built-in Closet Shelving, TANKLESS WATER HEATER, FULL SIZE W/D and Half Bathroom on First Floor. First Floor has Spacious Living Room Area and Kitchen. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES Furniture/Housewares with Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!
3171 PARADOX CIR #104, KISSIMMEE, FL 34746
$295,00079 Days on yellowkey MLS ID: O6391280
REDUCED by $45,000 (13.2%) on 05/26/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1126 Built: 2021Monthly Fee: $264 Tax: $5,531 (2025)Community: Storey Lake Condo 3 Ph 11Condo
Taxes:$5,531
Tax Year: 2025
Remarks: Excellent income-producing property in a prime location. Ground-floor 2-bedroom, 2-bathroom condo located in the beautiful Storey Lake vacation community — one of the most sought-after short-term rental resorts in Kissimmee. This first-floor unit offers the comfort and convenience of a home, making it highly attractive and accessible for vacation guests. Modern open-concept floor plan, excellent layout, and built in 2021. Prime location just minutes from Disney and Orlando’s top attractions, with easy access to restaurants, outlets, shopping, and major highways. Storey Lake is a top-performing short-term rental community featuring resort-style amenities including pools, lazy river, water slides, clubhouse, fitness center, and multiple recreational areas — creating strong demand and excellent income potential.
Listing is courtesy of: DELUX MIAMI GROUP, LLC. (305-481-0730)
Listing Agent: Denise Simoes (305-481-0730)
2797 BOOKMARK DR, KISSIMMEE, FL 34746
$690,000138 Days on yellowkey MLS ID: O6379115
5 Days Off yellowkey (back on 5/26/2026)
Bed: 5 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 2996 Built: 2020Monthly Fee: $401 Tax: $10,344 (2025)Community: Cove At Storey Lake IiSingle Family
Taxes:$10,344
Remarks: LOCATION, LOCATION! OPPORTUNITY! Amazing home at STOREY LAKE, with 5 bedrooms and 5 bathrooms, FULLY FURNISHED, with screen covered pool and heated spa. With an investment of $2500, the garage has been transformed in an amazing game room. This house stays 15 minutes from Disney's Parks, 10 minutes from Walmart, close to many restaurants, Outlets, and 30 min from the airport. INVESTORS, it has already many bookings for the next two months!
Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)
Listing Agent: Glauco Pochine (407-600-8766)
248 CHESHIRE CT, KISSIMMEE, FL 34758
$304,500411 Days on yellowkey MLS ID: S5126291
REDUCED by $3,000 (1.0%) on 05/04/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1695 Built: 2022Monthly Fee: $8 Tax: $4,038 (2024)Community: Poinciana Village 02 Neighborhood 01Single Family
Taxes:$4,038
Remarks: One or more photo(s) has been virtually staged. Spacious 4-Bedroom Retreat on a Quiet Cul-de-Sac – Your Kissimmee Dream Home Awaits! Welcome to 248 Cheshire Court, a beautifully maintained home nestled on a peaceful cul-de-sac in the heart of Kissimmee. This charming 4-bedroom, 2-bathroom property offers a spacious open layout with plenty of natural light, perfect for comfortable family living and entertaining. Enjoy a modern kitchen with ample cabinetry, a generous master suite with a private bath, and a large backyard — ideal for outdoor relaxation or weekend BBQs. Conveniently located near schools, shopping, dining, and major roadways for an easy commute to Orlando and nearby attractions. Don’t miss your chance to own this move-in-ready gem — schedule your private tour today! Photos are of a model home that is very similar. Not actual home.
Listing is courtesy of: TRANSCEND REALTY (407-518-7653)
Listing Agent: Jacob Hara (407-933-5478)
402 QUARRY ROCK CIR, KISSIMMEE, FL 34758
$405,000347 Days on yellowkey MLS ID: S5130512
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2271 Built: 2020Monthly Fee: $85 Tax: $5,065 (2024)Community: Stepping StoneSingle Family
Taxes:$5,065
Elementary School: Koa Elementary
High School: Liberty High
Middle School: Discovery Intermediate
Remarks: PRICE IMPROVEMENT. Welcome to this beautiful 2-story home in Stepping Stone, where you and your family will enjoy one of the best communities in Kissimmee. This home features 5 spacious bedrooms, 3 bathrooms, and a stunning lake view. This 5-year-new property is perfect for families, investors, or Disney enthusiasts. The first-floor features one bedroom, one bathroom, bonus/ flex room, living area, combined kitchen, and dining. On the second floor are the other four bedrooms, a small loft, laundry room, and two bathrooms. There is a community pool, playground, and walking trails. This home is in close proximity to Disney, shopping, and dining. It is a very peaceful and quiet place. You will feel like you are the only one living there because it's very quiet. This home has it all, plus beautiful views from both upstairs and downstairs of the lake. Home has a bonus- SOLAR PANELS. The only thing missing is YOU! What are you waiting for? Call for a showing today!!
Listing is courtesy of: PREMIUM PROPERTIES REAL ESTATE (407-380-2800)
Listing Agent: Carbeth Golding (407-729-9103)
750 PARK LN, KISSIMMEE, FL 34741
$269,00092 Days on yellowkey MLS ID: S5146239
0 Days Off yellowkey (back on 5/24/2026)
REDUCED by $6,000 (2.2%) on 05/12/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1064 Built: 1967 Tax: $837 (2025)Community: Tropical Park Unit 1Single Family
Taxes:$837
Elementary School: Highlands Elem
High School: Osceola High School
Middle School: Denn John Middle
Remarks: Discover this beautifully renovated home, perfect for living or investing, 2 Bedrooms | 1 Bath, Spacious Living & Dining Room. Brand-new kitchen with granite countertops, Fresh interior & exterior paint. Charming front & Back porch to enjoy your mornings. Elegant pavers! New metal roof! NO HOA! Prime opportunity in Kissimmee? Ideal for first-time buyers or investors. Schedule your private showing today! Wheel Chair Ramp, Dead-End. Community Allow 1 RV at the property!
Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)
Listing Agent: Paola Almonte (407-968-7511)
2419 WILLOW TREE LN, KISSIMMEE, FL 34758
$290,00094 Days on yellowkey MLS ID: S5145985
4 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1386 Built: 2003 Tax: $5,222 (2025)Community: Willow Bend At Crescent LakesSpa: NoSingle Family
Taxes:$5,222
Elementary School: Reedy Creek Elem (K 5)
High School: Poinciana High School
Middle School: Horizon Middle
Remarks: This charming single-family home is in a peaceful neighborhood, perfect for those seeking a comfortable and inviting living space. This well-maintained residence features 3 bedrooms and 2 bathrooms, offering ample space for family and guests. The interior boasts a spacious open floor plan with plenty of natural light, creating a warm and welcoming atmosphere. The living and dining areas flow seamlessly, providing a versatile space for various activities. Outside, the property offers a well-manicured yard with a screened front porch to sit and relax and watch the morning sun rise. Located in Kissimmee, this home is conveniently situated near schools, shopping centers, parks, and other local attractions, providing a perfect blend of suburban tranquility and accessibility to urban amenities. Whether you are a growing family or someone looking to settle in a friendly community, 2419 Willow Tree Ln is a wonderful place to call home.
Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)
Listing Agent: Stephanie Florez (407-810-5874)
120 BONITO WAY, KISSIMMEE, FL 34759
$249,900285 Days on yellowkey MLS ID: O6341622
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1248 Built: 2023Monthly Fee: $90 Tax: $3,338 (2024)Community: Poinciana Nbrhd 04 Village 07Single Family
Taxes:$3,338
Elementary School: Laurel Elementary
High School: Haines City Senior High
Middle School: Lake Marion Creek Middle
Remarks: Turnkey and ready to move in! This 2023 single-family home sits on a quiet cul-de-sac in Poinciana, offering 3 bedrooms, 2 bathrooms, and 1,248 sq ft of living space on a 0.22-acre lot (9,736 sq ft / 905 sq m) with no rear neighbors. The open floor plan features a modern kitchen with stainless steel appliances, spacious living and dining areas, and a split layout for privacy. The primary suite includes a walk-in closet and private bath. Additional highlights include a 2-car garage with storage cabinets and leased solar panels for energy efficiency. The Poinciana HOA is just $90/month and covers Spectrum high-speed internet. Only about 30 minutes from Disney theme parks, with easy access to US-17/92, Poinciana Parkway, and I-4 for a convenient commute to Orlando, Kissimmee, and major attractions.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Alexa Monasterio Flores (786-915-9294)
2909 THEME ST, KISSIMMEE, FL 34746
$339,660109 Days on yellowkey MLS ID: S5144980
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1869 Built: 2018Monthly Fee: $443 Tax: $5,804 (2024)Community: Storey Lake 25ThTownhouse
Taxes:$5,804
Elementary School: Floral Ridge Elementary
High School: Celebration High
Middle School: Kissimmee Middle
Remarks: Prime location in the heart of Kissimmee’s tourist corridor. This property at 2909 Theme St, located in Reflections at Storey Lake, is just minutes from US-192, Disney, and Orlando’s top attractions, with immediate access to restaurants, shopping centers, supermarkets, and entertainment. This is one of the most desirable areas for both homeowners and long-term rental investors due to its high and consistent demand. The townhome is practically like new. Featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage, it offers a modern open-concept design and has been exceptionally well maintained, making it truly move-in ready with no renovations needed. Enjoy resort-style community amenities, and as an added bonus, the HOA covers Spectrum Internet and TV. Furniture is negotiable, making this an ideal opportunity whether you’re looking for a primary residence or a turnkey investment property ready to generate income. Prime location + like-new condition + strong rental demand = a smart investment. ?? Schedule your private showing today.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Esther Atencio (321-314-9374)
112 OCEAN BLUFF DR, KISSIMMEE, FL 34759
$190,000158 Days on yellowkey MLS ID: O6373558
1 Days Off yellowkey (back on 5/26/2026)
REDUCED by $20,000 (9.5%) on 04/18/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1616 Built: 2003Monthly Fee: $360 Tax: $3,271 (2025)Community: Lake Marion Golf Resort Ph 02Townhouse
Taxes:$3,271
Elementary School: Dundee Elem
Remarks: Short Sale. Back to the market. Seller very motivated. Lender needs approval of offer. Welcome to a truly exceptional home nestled in the sought-after 24 hr gated community of Lake Marion. This is a Prime Investment Opportunity in a Resort-Style Community, this beautifully maintained 4-bedroom, 3-bath, pool, with 1,616 Sqft Living space, offers the ideal combination of steady rental potential, low maintenance, and strong long-term value. Residents and guests enjoy resort-style amenities including a sparkling pool, fitness center, clubhouse, playground, and basketball and tennis courts—all impeccably maintained within a gated setting. These amenities help support strong occupancy rates and competitive rental pricing. With its Central Florida location, move-in-ready condition, and year-round demand, this property presents an exceptional opportunity for investors looking to expand their portfolio with a reliable, highly rentable property. Close to Parks, shopping, restaurants and new all the new developments of the area. Easy to show. Bring your buyers!
Listing is courtesy of: GLOBAL BROKERS RLTY OF FLORIDA (407-512-1270)
Listing Agent: Luis Cancel (407-615-0866)
1172 S BEACH CIR, KISSIMMEE, FL 34746
$299,950128 Days on yellowkey MLS ID: O6382044
REDUCED by $20,050 (6.3%) on 05/26/2026
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 1642 Built: 2006Monthly Fee: $295 Tax: $4,592 (2025)Community: Fiesta KeyTownhouse
Taxes:$4,592
Elementary School: Island Village Elementary School
Remarks: One or more photo(s) has been virtually staged. SELLER MOTIVATED. Special Financing Available! Includes a seller-paid rate buy down incentive with an estimated 5.25% fixed interest rate (6.57% APR) for qualified buyers. Flexible Living or Investment Opportunity in Kissimmee. Whether you’re looking for a profitable short-term rental, a reliable long-term investment, or a beautiful place to call your own, this property gives you the flexibility to choose. It’s not just a house… it’s an opportunity. Featuring 4 spacious bedrooms and 3.5 bathrooms, including two master suites with walking closets, this home is perfectly designed for comfort, privacy, and versatility, ideal for personal use, vacation guests, or tenants. Seller have spend over $70k in renovations over the last 4 years including New Euro cabinets and vanities, Quartz counters throughout. Custom Tiled showers and backsplashes, LVP throughout, all new lighting and fixtures, furniture IS INCLUDED. Enjoy a large patio, perfect for gathering with family and friends, and take advantage of the community amenities, including a Community pool, open an available space for a bigger gathering and, a Gym. Located in the desirable Fiesta Key community in Kissimmee, just under 10 miles from the theme parks, you’ll experience resort-style living with access to a beautiful clubhouse that enhances your lifestyle and adds incredible value. Whether you live here or rent it out. This is the perfect blend of comfort, location, and investment potential. Don’t miss this incredible opportunity!
Listing is courtesy of: LUXE HUNTER REAL ESTATE (407-984-4888)
Listing Agent: Yeidy Frias Medina (321-732-2455)
114 FLORAL DR, KISSIMMEE, FL 34743
$349,900129 Days on yellowkey MLS ID: TB8475184
3 Days Off yellowkey (back on 2/23/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1303 Built: 1975 Tax: $3,423 (2025)Community: Bvl Unit 3Single Family
Taxes:$3,423
Remarks: Under contract-accepting backup offers. Fully remodeled and move-in ready! This beautiful 4 bedroom, 3 bathroom home features a private mother-in-law suite — perfect for extended family, guests, or rental income. The home has been completely updated with brand-new quartz countertops, modern shaker cabinets, and fully renovated bathrooms throughout, offering a fresh and contemporary feel. Enjoy an open and functional layout with stylish finishes, upgraded kitchen, and spacious living areas designed for comfort and convenience. The separate in-law suite provides flexibility and privacy, making this property ideal for multi-generational living or investment opportunities. Conveniently located near major highways, shopping, dining, and just a short drive to world-famous theme parks, Orlando International Airport, and top Central Florida attractions. Don’t miss this beautifully upgraded home in a prime Kissimmee location — schedule your showing today!
Listing is courtesy of: VITA LUXURY REALTY LLC (813-412-9468)
Listing Agent: Annay Hernandez (727-777-4222)
2530 MANESHAW LN, KISSIMMEE, FL 34747
$429,000198 Days on yellowkey MLS ID: O6365049
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2005Monthly Fee: $169 Tax: $4,451 (2024)Community: Windsor HillsSpa: NoTownhouse
Taxes:$4,451
Remarks: Can you say CASH COW?? Unbelievable investment opportunity in the highly sought after WINDSOR HILLS COMMUNITY!! This property has proven rental history well over $50,000 annually!! Why not supplement your income with this PROVEN income producing slice of heaven situated just 5 minutes from Disney? Windsor Hills amenities are hard to beat with their newly updated waterpark including a zero entry pool, splash zone, lazy river, water slides, and cabanas not to mention their game room, theater room, fitness center, and restaurant / grill within the club house and behind a 24 hour manned gate! This 3 bedroom, 3 bathroom pool property has recently been refurbished with all new stone counter tops, all new cabinetry (bathrooms as well as kitchen), new lighting and ceiling fans, new bedding and furniture, new water heater for the pool, new washing machine, all new stainless steel appliances, and professionally painted Disney themed rooms! The best part about this home is that it is located within a 5 minute walk to all of the amenities so there is no need to get back into your car...just take a short stroll to the clubhouse and pool area to relax and enjoy! Home is also available for LONGTERM LEASE PURCHASE!!
Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)
Listing Agent: Kristy Kennedy (407-222-3373)
7890 SOMERSWORTH DR, KISSIMMEE, FL 34747
$445,900108 Days on yellowkey MLS ID: TB8482893
2 Days Off yellowkey (back on 5/26/2026)
REDUCED by $8,000 (1.8%) on 05/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1553 Built: 2026Monthly Fee: $699 Tax: $5,244 (2025)Community: Reunion Village Phase 4Single Family
Taxes:$5,244
Elementary School: Knights Point
Remarks: The Crescent at Reunion Village is the perfect floor plan for residents seeking comfort and style in the place they call home! Three bedrooms, two bathrooms, great entertainment space and convenient access to resort amenities are what make this home a must-see. Continue reading to learn more about the space and features offered in this one-story retreat. The open-concept layout and wide-stretched entertainment space are what make the Crescent unique. Connected to the family room, the spacious kitchen features a walk-in pantry, stunning quartz countertops and a kitchen island. Plenty of natural light enters through the home’s many windows and through the sliding doors that lead to the covered patio, where outdoor entertainment awaits! All who enter will fall in love with the eye-catching details found in this dream home. As part of our CompleteHome Plus™ package, included features come with the home at no extra cost to you! Stainless steel Whirlpool® appliances, including the refrigerator, stove, microwave and dishwasher come installed and are ready for immediate use in the chef-ready kitchen.
Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)
Listing Agent: Gayle Van Wagenen (904-449-3938)
2720 ROADSTER, KISSIMMEE, FL 34746
$340,00065 Days on yellowkey MLS ID: O6398687
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2007Monthly Fee: $435 Tax: $3,967 (2025)Community: Regal Oaks At Old TownSpa: YesTownhouse
Taxes:$3,967
Elementary School: Kissimmee Elem
Remarks: Turnkey, fully furnished 4-bedroom, 3-bathroom vacation townhome in the highly sought-after Regal Oaks Resort—one of the closest short-term rental communities to Walt Disney World Resort! Located in the heart of Kissimmee near Orlando’s top attractions, this income-producing property is ideal for Airbnb, VRBO, or personal use. Designed with both guests and owners in mind, this home features an open-concept layout with durable wood-look flooring, a bright kitchen with granite countertops, and a spacious living and dining area perfect for entertaining. The layout comfortably accommodates larger groups, making it highly desirable for vacation rentals in the Disney/Orlando market. A standout feature of this property is its professionally themed, Disney-inspired interior, creating a memorable guest experience that drives strong reviews and repeat bookings. The main level includes a bedroom and full bathroom, offering convenience and flexibility for multi-generational guests. Upstairs, the private primary suite provides a relaxing retreat, while additional themed bedrooms continue to elevate the home’s rental appeal in a competitive short-term rental market. Step outside to your private screened-in patio with hot tub, a premium amenity that enhances guest satisfaction and booking potential year-round. Located just minutes from Old Town Kissimmee and a short drive to Universal Orlando Resort and SeaWorld Orlando, this property offers unbeatable access to Central Florida’s most visited destinations, shopping, dining, and Orlando International Airport. Regal Oaks Resort amenities include a gated entrance, lakefront pool with water slides, fitness center, tennis courts, and on-site dining—making this one of the most desirable vacation rental communities in Kissimmee near Disney. Fully turnkey and has DOZENS OF BOOKINGS ALREADY IN PLACE THROUGHOUT 2026 AND BEYOND!—this is a rare opportunity to own a high-demand short-term rental in the Disney area with proven guest appeal.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Shawn Mccormick (321-439-4277)
1812 HOWARD MESA DR, KISSIMMEE, FL 34744
$464,99047 Days on yellowkey MLS ID: O6404680
INCREASED by $2,000 (0.4%) on 05/12/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2447 Built: 2025Monthly Fee: $11 Tax: $3,684 (2025)Community: Kindred Ph 3B 3C & 3DSpa: NoSingle Family
Taxes:$3,684
Remarks: Under Construction. Kindred presents the Robie. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor which includes a well-appointed kitchen with sleek stainless steel appliances overlooking the living and dining area. Just off the living room you will find the singular downstairs bedroom and full bathroom. As you move upstairs you are greeted with a nice sized living/foyer space to utilize for work or play. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Three additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Kindred, the Robie includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
918 BRACK ST, KISSIMMEE, FL 34744
$230,00029 Days on yellowkey MLS ID: S5150267
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1008 Built: 1981 Tax: $380 (2025)Community: R BassSingle Family
Taxes:$380
Elementary School: Central Avenue Elem
Remarks: Under contract-accepting backup offers. A rare opportunity part of historic Downtown Kissimmee with NO HOA. This charming well kept 2 bedroom 2 bath property is on a fully fenced lot with a huge extended Driveway that easily fits multiple vehicles meaning bring your boat, trailer, or work trucks with no restrictions. NO HOA! Great starter home that checks all the boxes. Roof was replaced in 2019 and air conditioning unit was replaced in 2025. Location is everything, and this one is unbeatable. Just a few blocks from Downtown Kissimmee, you’re minutes from Lake Toho's scenic waterfront, Kissimmee Lakefront Park, restaurants, Broadway Pizza, boutiques, the Kissimmee Valley Farmers Market, year-round community events, seasonal festivities, bus depot and Sun Rail access for easy commuting. Easy access to Disney, major roads and highways, the Turnpike and the hospital is just a few block away. Opportunities like this in Downtown Kissimmee don’t come around often so HURRY before it's gone!
Listing Agent: Lucy Rivera (407-922-1953)
8032 ACADIA ESTATES CT, KISSIMMEE, FL 34747
$585,00026 Days on yellowkey MLS ID: S5150553
Bed: 6 Bath: 5.5 Liv Area Sq Ft: 2904 Built: 2004Monthly Fee: $445 Tax: $7,913 (2025)Community: Wyndham PointeSingle Family
Taxes:$7,913
Remarks: WOW! Welcome to luxury living and an incredible investment opportunity in the highly sought-after Acadia Estates. This breathtaking 5-star vacation home offers the perfect blend of elegance, comfort, and resort-style entertainment. Featuring 6 spacious bedrooms, 5.5 bathrooms, and sold fully furnished, this stunning pool home is truly turnkey and ready for short-term rental success or unforgettable family vacations. From the moment you step into the exquisite foyer, you’ll be greeted by style and sophistication around every corner. The expansive great room offers an enormous open-concept layout with impeccable furnishings and plenty of space for gathering and entertaining. The oversized living area flows seamlessly into the spectacular island-style kitchen, complete with all appliances, upgraded stone accents on the breakfast bar, modern backsplash, and a layout designed to bring out the gourmet chef in you. This exceptional home features four elegant private master suites, each with its own luxurious en-suite bathroom and mounted TVs in every room. Two beautifully bedrooms share a convenient Jack-and-Jill bathroom, creating the perfect setup for large families and vacation guests alike. Step outside into your private resort oasis. The oversized screened lanai showcases a sparkling heated pool and spa, outdoor shower, convenient half pool bath, comfortable patio furniture, and a premium integrated sound system throughout the home and pool area — ideal for entertaining and unforgettable gatherings. Additional upgrades and improvements include: New gas water heater (3 years old) Updated pool filtration system Beautiful laminate flooring and upgraded staircase Modernized kitchen with stone finishes and backsplash Integrated surround sound throughout the home and pool area Updated furniture throughout the entire property, from bedrooms to poolside furnishings Converted garage space currently used as an additional bedroom/flex space Lovingly maintained and beautifully upgraded, this home embodies luxury vacation living while offering outstanding income-producing potential. A rare opportunity priced to sell!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Andrea Munoz (407-989-2021)
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