Location: Kissimmee
Do Not Show Listings
2515 FONTAINE DR, KISSIMMEE, FL 34741
$574,90076 Days on yellowkey MLS ID: O6390540
REDUCED by $4,100 (0.7%) on 05/26/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2962 Built: 2017Monthly Fee: $288 Tax: $5,165 (2025)Community: TapestrySingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,165
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Wake up to serene lake views from your own private oasis within the Tapestry gated community. This 4-bedroom, 2.5-bath home combines modern elegance with the spacious outdoor living you've been dreaming about—an oversized lot provides room to entertain, expand, or simply breathe. Inside, discover a stunning loft for a home office, creative studio, or retreat space. Step onto your screened patio and unwind overlooking the lake—your personal sanctuary in the Florida sun. Master bedroom with two walk-in closets as well as a beautiful lake view. Minutes from world-class dining, premium shopping, and theme parks, yet tucked away in a peaceful neighborhood that feels like an escape.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
1172 S BEACH CIR, KISSIMMEE, FL 34746
$299,950105 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
High School: Poinciana High School
Middle School: Horizon Middle
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)
4827 DEDICATION ST, KISSIMMEE, FL 34746
$479,00042 Days on yellowkey MLS ID: S5147725
0 Days Off yellowkey (back on 5/26/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1914 Built: 2019Monthly Fee: $276 Tax: $8,019 (2025)Community: Storey Lake Ph 3Townhouse
Taxes:$8,019
Elementary School: Floral Ridge Elementary
High School: Celebration High
Middle School: Kissimmee Middle
Remarks: Exceptional opportunity in Storey Lake! This well-maintained 4-bedroom, 3-bathroom home features a private pool and a highly desirable open-concept layout, ideal for both personal use and investment purposes. The property offers themed bedrooms, adding strong appeal for short-term rental potential in a prime vacation community. The spacious living and dining areas flow seamlessly into a fully equipped kitchen, creating a functional and inviting environment. The floor plan includes a first-floor queen bedroom, an upstairs king-size primary suite, and additional bedrooms designed to maximize occupancy. Located just minutes from major attractions, shopping, and dining, Storey Lake is a sought-after resort-style community known for its amenities and strong rental demand. This property presents an excellent opportunity for buyers seeking a primary residence, vacation home, or income-producing asset.
Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)
Listing Agent: Barbara Cunha De Freitas (617-458-0838)
8836 DUNES CT #208, KISSIMMEE, FL 34747
$279,000255 Days on yellowkey MLS ID: O6344221
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1377 Built: 2000Monthly Fee: $640 Tax: $3,428 (2024)Community: Legacy Dunes CondoCondo
Taxes:$3,428
Elementary School: Westside K-8
Tax Year: 2024
Middle School: West Side
Remarks: Stunning Fully Renovated 4-Bedroom Condo – Prime Location, Fully Furnished & Airbnb-Ready Welcome to your dream investment or future home! This beautifully renovated 4-bedroom, 2 full bathroom condo offers a perfect blend of comfort, style, and functionality. Every inch of this property has been thoughtfully updated to meet the needs of modern living, making it move-in ready for homeowners, long-term renters, or short-term guests. Step inside to an open floor plan that seamlessly connects a spacious living room and an elegant dining area, both ideal for entertaining or relaxing with family. The kitchen comes fully equipped with included appliances and plenty of cabinet space, perfect for home cooking or hosting. All four bedrooms are generously sized, offering ample space and privacy. One of the bedrooms even features a unique themed design, perfect for kids or as a standout feature for Airbnb guests. This condo comes fully furnished, so you or your tenants can settle in with ease. Highlights include brand new vinyl flooring, a brand new roof (2025), and modern finishes throughout. Whether you're looking to live in, rent annually, or start a short-term rental business, this property is a turnkey opportunity. Located in a highly desirable neighborhood, you're just minutes from top-rated schools, shopping centers, restaurants, and all major conveniences. With its location, condition, and flexibility, this condo checks all the boxes for investors and homeowners alike. Don’t miss your chance to own this exceptional, all-renewed property — schedule your private showing today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Fernanda Pizzamiglio (508-364-4606)
114 FLORAL DR, KISSIMMEE, FL 34743
$349,900106 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)
3111 RIO GRANDE TRL #3111, KISSIMMEE, FL 34741
$190,000217 Days on yellowkey MLS ID: S5136849
3 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 1988Monthly Fee: $334 Tax: $2,255 (2024)Community: Villas At Shadow Bay TheSpa: NoCondo
Taxes:$2,255
Remarks: HUGE PRICE IMPROVEMENT - ESTATE SALE - Property Must Go! PROPERTY TO BE RE-ROOFED IN NEAR FUTURE AT NO EXPENSE TO BUYER. Great investment opportunity, snowbird retreat, or primary residence! Prime Location! PRISTINE CONDITION! This fully furnished 3-bedroom, 2-bath condo in Shadow Bay is perfectly located in the heart of Kissimmee. Enjoy peace of mind with a new HVAC (2025) and brand-new carpet throughout. The spacious primary suite is conveniently located on the first floor and features an ensuite bath with dual access from both the bedroom and main living area, plus an additional vanity and sink for added convenience. The living and dining areas feel bright and open with vaulted ceilings and a large sliding glass door leading to your private paved patio—ideal for relaxing or entertaining. The kitchen offers a charming bay window, all appliances, and plenty of storage. Upstairs, you’ll find two generous bedrooms—one with a walk-in closet—each with private access to the shared full bath. Indoor laundry includes a washer and dryer. This one-owner home comes fully furnished, has been lovingly maintained, and is ready for new owners to enjoy! Great location – close to The Loop in Kissimmee with tons of restaurants and shopping. Convenient to major roadways, all Central Florida attractions, Orlando International Airport, and nearby schools.
Listing is courtesy of: GODWIN REALTY GROUP (407-957-9545)
Listing Agent: Melissa Godwin (407-957-9545)
2424 DUCK HAWK ST, KISSIMMEE, FL 34746
$399,99058 Days on yellowkey MLS ID: TB8492580
5 Days Off yellowkey (back on 5/26/2026)
REDUCED by $97,000 (19.5%) on 05/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1906 Built: 2025Monthly Fee: $60 Tax: $1,296 (2025)Community: Ham Brown Reserve Ph 1ASingle Family
Taxes:$1,296
Remarks: MODEL HOME! Welcome to Hawks Run, a quiet St. Cloud community featuring a beautifully designed home inspired by the Noir Collection. This residence offers a covered patio, creating the perfect backdrop for relaxing mornings and evenings. Inside, the open-concept layout showcases quartz countertops, 42" kitchen cabinets, and luxury vinyl plank flooring throughout the main living areas, blending style with everyday functionality. Thoughtful finishes and natural light enhance the home’s warm, inviting feel. Conveniently located just 37 minutes from Orlando International Airport, 33 minutes from world-famous theme parks, and 30 minutes from Celebration, Hawks Run provides easy access to top destinations while remaining tucked away in a serene community served by great schools. This home delivers the ideal balance of comfort, convenience, and tranquil Florida living.
Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)
Listing Agent: Reed Williams (813-918-4491)
1448 FLAMINGO DR, KISSIMMEE, FL 34746
$375,00014 Days on yellowkey MLS ID: S5149905
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1475 Built: 1984 Tax: $6,242 (2025)Community: Kissimmee Isles Unit 1 RepSingle Family
Taxes:$6,242
Remarks: Positioned on a canal-front lot in Kissimmee, this 3-bedroom, 2-bathroom home blends modern updates and waterfront living into one impressive package. From the moment you step inside, you’ll notice the abundance of natural light and open-concept layout designed for both everyday living and entertaining. The spacious living room centers around a stunning fireplace feature wall and flows seamlessly into the dining area and beautifully updated kitchen. The kitchen showcases white shaker cabinetry, stone countertops, stainless steel appliances, sleek modern fixtures, tile backsplash, and a wraparound bar-style counter with seating and built-in microwave storage. Oversized windows and glass doors throughout the home frame peaceful water views and create a bright, airy atmosphere. The primary suite offers spacious proportions and an updated ensuite bathroom featuring dual vanities, stone counters, and a large glass-enclosed walk-in shower. Additional bedrooms are generously sized and continue the home’s clean, modern aesthetic with consistent tile flooring throughout. Stepping outside, you’ll appreciate the oversized screened-in patio overlooking the backyard and canal — the perfect setup for relaxing, entertaining, or enjoying Florida outdoor living year-round. The property also features direct canal access with a private boat dock structure, offering endless potential for waterfront enjoyment. Situated on nearly a quarter-acre lot with mature trees and a 2-car garage, this property combines privacy, functionality, and location just minutes from shopping, dining, major roadways, golf, and Central Florida attractions including Disney. No HOA.
Listing is courtesy of: EXP REALTY LLC (407-846-0940)
Listing Agent: Steve Pugh (407-846-0940)
2926 BOATING BLVD, KISSIMMEE, FL 34746
$440,00020 Days on yellowkey MLS ID: L4961656
REDUCED by $5,000 (1.1%) on 05/26/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3108 Built: 2008Monthly Fee: $21 Tax: $5,080 (2025)Community: The OaksSingle Family
Taxes:$5,080
Elementary School: Pleasant Hill Elem
High School: Liberty High
Remarks: PRICE DROP! Welcome to this beautifully upgraded contemporary home located in the highly sought-after Shingle Creek Reserve at The Oaks, one of Central Florida’s premier boating and golf communities. Backing onto a peaceful conservation area with no rear neighbors, this stunning two-story residence offers the perfect combination of privacy, modern comfort, and outdoor living. From the moment you arrive, you’ll notice the extensive upgrades and attention to detail that make this home truly stand out. Inside, the bright open-concept layout is designed for both everyday living and entertaining, featuring elegant tile flooring throughout the entire main level. All four bedrooms are privately situated upstairs, along with a spacious bonus area that can easily serve as a man cave, media room, playroom, or home office. The beautifully remodeled kitchen showcases white granite countertops, upgraded Samsung stainless steel appliances, custom cabinetry, and modern finishes that create a clean and sophisticated feel. The washer and dryer are also included, making this home completely move-in ready. The primary suite offers a relaxing retreat with a walk-in shower featuring built-in seating and safety grab bars for added comfort and convenience. The home has been thoughtfully updated with a newer 2022 roof, foam insulation for improved energy efficiency, hurricane-impact windows, upgraded front doors, modern light fixtures, ceiling fans, and updated door hardware throughout. Additional features include granite countertops in the secondary bathrooms, exterior security cameras, two updated AC units (September 2021), solar features, and a spacious two-car garage equipped with a Tesla charger and added storage solutions. Beyond the home itself, residents enjoy access to an incredible lifestyle community complete with boating access and a private boat launch to Lake Tohopekaliga, nearby championship golf courses, tennis courts, pickleball courts, basketball courts, scenic walking trails, a clubhouse, lake-view dock, and neighborhood parks. Conveniently located near major highways, shopping, dining, entertainment, and The Loop, this exceptional property perfectly blends luxury living with an active outdoor lifestyle. Whether you’re searching for a peaceful retreat, a beautifully upgraded family home, or a property in a vibrant boating and golf community, this home offers it all. Schedule your private showing today and experience everything this remarkable home has to offer.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
2530 MANESHAW LN, KISSIMMEE, FL 34747
$429,000175 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)
5596 SYCAMORE CANYON DR, KISSIMMEE, FL 34758
$399,99978 Days on yellowkey MLS ID: O6389633
REDUCED by $1 (0.0%) on 05/21/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2514 Built: 2010Monthly Fee: $41 Tax: $3,759 (2025)Community: Blackstone Landing Ph 3Single Family
Taxes:$3,759
Elementary School: Reedy Creek Elem (K 5)
Remarks: Back on the market - Seller's are OFFERING $4,000 TOWARDS THE BUYER'S CLOSING COSTS for a full price offer. Stunning WATER VIEW HOME on a big lot with a great CURB appeal originally made by Maronda Homes. This home qualifies for a 100% financed USDA loan! NEW ROOF 2024, AC 2021, New FLOORS 2024, NEW BATHROOM 2024, NEWER WATER HEATER 2020. Enjoy the comfort in your OVERSIZED MASTER BEDROOM that is complete with a PRIVATE BONUS ROOM that could be used as an office, home gym, library, or perhaps another walk-in closet. The kitchen is large and ready to host some guests or you can bring guests outside onto the large patio deck for some evening time fun. FLEX BONUS ROOM downstairs that has so much potential or could be a 5th bedroom. The Sunrail train station is about a mile down the street from the neighborhood. One or more photos have been digitally staged.
Listing is courtesy of: REAL LIVING R E SOLUTIONS (407-253-1377)
Listing Agent: Steven Tsukamoto (407-625-1027)
7890 SOMERSWORTH DR, KISSIMMEE, FL 34747
$445,90085 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)
802 DARBY DR, KISSIMMEE, FL 34758
$264,990227 Days on yellowkey MLS ID: S5136545
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1200 Built: 1990Monthly Fee: $90 Tax: $3,308 (2024)Community: Poinciana Village 1 Nbhd 1 NorthSingle Family
Taxes:$3,308
Elementary School: Deerwood Elem (Osceola Cty)
Middle School: Discovery Intermediate
Remarks: $$$$$$ SELLER IS WILLING TO CONTRIBUITE WITH YOUR CLOSING COST $$$$$$$ Discover this beautifully maintained 3-bedroom, 2-bath residence situated on a premium fenced lot with no rear neighbors—the perfect blend of privacy and comfort. Nestled within a peaceful conservation area, this home offers exceptional outdoor space and serene views. Inside, you’ll find an upgraded kitchen with elegant cabinetry, modern flooring, and fresh interior paint that gives the home a move-in-ready appeal. The owner’s suite features a private bathroom and walk-in closet, while the additional bedrooms provide versatile space for family, guests, or a home office. Roof and A/C 2017, ensuring comfort and efficiency for years to come. The spacious two-car garage with its own exterior access and its large driveway adds convenience and functionality. Homes like this—offering space, upgrades, and location—are perfects for a first-time homebuyer or Investor. Don’t miss your chance! Schedule your private showing today before this opportunity is gone!
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Luis Perez (689-465-5870)
2135 WATER MANIA CT, KISSIMMEE, FL 34746
$250,0003 Days on yellowkey MLS ID: O6410366
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1052 Built: 1984Monthly Fee: $997 Tax: $2,525 (2025)Community: Fantasyworld Club Villas Unit 2Townhouse
Taxes:$2,525
Remarks: Welcome to 2135 Water Mania Ct, a beautifully maintained fully furnished 2-bedroom, 2-bath townhouse located in the highly desirable Fantasy World Resort. This spacious two-story villa offers an open-concept layout with comfortable living and dining areas, a fully equipped kitchen, living room with sofa-bed and a screened patio perfect for relaxing after a day at the parks. The home features stylish furnishings, washer and dryer, ample parking, and resort-style living just minutes from Walt Disney World, shopping, dining, and major attractions. Ideal as a primary residence, second home, vacation home, or short-term rental investment, the community offers exceptional amenities including a lazy river, water slides, resort-style pools, splash pad, fitness center, tennis courts, mini golf, playground, and 24-hour security. Enjoy the perfect combination of comfort, convenience, and income-producing potential in the heart of Kissimmee.
Listing is courtesy of: RE/MAX SELECT GROUP (321-939-3004)
Listing Agent: Ivette Rico, Pll (407-558-9636)
2879 OCONNELL DR, KISSIMMEE, FL 34741
$415,00076 Days on yellowkey MLS ID: O6390445
REDUCED by $10,000 (2.4%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2245 Built: 2005Monthly Fee: $100 Tax: $2,760 (2025)Community: Cypress ReserveSingle Family
Taxes:$2,760
High School: Osceola High School
Remarks: Brand New Interior Paint--Move in Ready! Welcome to the beautifully maintained 3 Bedroom 2-Bathroom home located in the desirable gated community of Cypress Reserve! Featuring an open concept layout with wood flooring throughout, crown molding and window treatments! This home offers both style and comfort on a gorgeous, oversized lot! The kitchen is fully equipped with a refrigerator, dishwasher, oven and microwave and showcases Corian countertops, tiled backsplash, maple cabinetry, and a closet pantry. An eat-in area just off of the family room creates the perfect space for casual dining and everyday living. The spacious primary suite and secondary bedrooms offer a functional split floor plan. A 2023 AC and 2018 ROOF provides a peace of mind. Washer and dryer convey with the sale. Step outside and enjoy a large, enclosed lanai overlooking an expansive backyard--ideal for entertaining or relaxing year-round. Move in ready and conveniently located near shopping (The Loop), dining, and major roadways. Come and see this home today!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Catherine Lambert Pa (407-908-2525)
2720 ROADSTER, KISSIMMEE, FL 34746
$340,00042 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
$464,99024 Days on yellowkey MLS ID: O6404680
4 Days Off yellowkey (back on 5/26/2026)
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)
3153 BRITANNIA BLVD #B, KISSIMMEE, FL 34747
$219,00032 Days on yellowkey MLS ID: O6402210
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1357 Built: 1999Monthly Fee: $359 Tax: $3,247 (2025)Community: Villas At Island Club Ph 5Condo
Taxes:$3,247
Remarks: Turnkey 3-bedroom, 2-bath first-floor condo located in the sought-after gated community of Villas at Island Club. Fully furnished and move-in ready, this property is ideal as a vacation home, primary residence, or short-term rental investment. The spacious open-concept layout is filled with natural light, featuring wood-look tile flooring throughout the main living and wet areas. The well-appointed kitchen overlooks the living and dining space and includes bar seating, perfect for entertaining guests. Recent updates include a new vanity and beautifully remodeled tile bathtub and shower. Residents and guests enjoy resort-style amenities including a swimming pool, hot tub, tennis courts, fitness center, clubhouse, and playground. Conveniently located just minutes from Walt Disney World, Sunset Walk and Central Florida’s top shopping, dining, and golf destinations. A fantastic opportunity offering both comfort and income potential.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Alexis Mckenzie (321-438-9670)
918 BRACK ST, KISSIMMEE, FL 34744
$230,0006 Days on yellowkey MLS ID: S5150267
1 Days Off yellowkey (back on 5/26/2026)
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
Middle School: Denn John Middle
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 is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lucy Rivera (407-922-1953)
4633 CORAL HARBOUR RD, KISSIMMEE, FL 34758
$376,78036 Days on yellowkey MLS ID: O6401454
INCREASED by $5,000 (1.3%) on 05/26/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2175 Built: 2026Monthly Fee: $125Community: Westview 50S GcSingle Family
Taxes:$0
Remarks: Under Construction. This new four-bedroom Hendrix showcases convenient single-story living. Three secondary bedrooms are located near the front of the home off the foyer, near a versatile flex space ready to be used as an office or studio. An open-concept floorplan blends the kitchen, living and dining areas with easy access to a covered patio, while a luxe owner’s suite is nestled into a private rear corner, providing direct access to a full bathroom with dual sinks and a walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
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