Location: Kissimmee
Do Not Show Listings
2720 ROADSTER, KISSIMMEE, FL 34746
$340,0002 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,967
Elementary School: Kissimmee Elem
High School: Celebration High
Tax Year: 2025
Middle School: Kissimmee Middle
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)
2695 HOLIDAY WOODS DR, KISSIMMEE, FL 34744
$299,5002 Days on yellowkey MLS ID: S5147602
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1981 Tax: $1,429 (2025)Community: Holiday WoodsSingle Family
Taxes:$1,429
Elementary School: None
High School: None
Middle School: None
Remarks: If you’ve been searching for charm, character, and convenience, this is it. This fully updated bungalow exudes a cozy cottage feel with modern finishes throughout, creating the perfect blend of comfort and style. As soon as you walk in, you’ll notice how open and airy the space feels, making it perfect for both everyday living and entertaining. This home truly has all the upgrades you can think of, including Corian countertops, a durable metal roof, a beautiful electric fireplace, a whole-home water filtration system, a well, and a septic tank that was flushed just two months ago. The windows have been upgraded to double pane windows. The roof and windows were replaced in 2019, and the A/C was replaced in 2026, offering added peace of mind. Situated on a quiet, established street, it provides a peaceful retreat while still being just minutes from Lake Nona, St. Cloud, Orlando International Airport, major highways, and the area’s top attractions, plus it's conveniently located near Austin-Tindall Sports Complex. From the moment you pull into the paver driveway, you’ll feel right at home.
Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)
Listing Agent: Cassandra Kelly (407-433-2000)
8707 KNIGHTSBRIDGE CT #B, KISSIMMEE, FL 34747
$279,9002 Days on yellowkey MLS ID: O6397982
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1616 Built: 2001Monthly Fee: $357 Tax: $3,551 (2025)Community: Villas At Island ClubCondo
Taxes:$3,551
Remarks: Location, Location, Location! This RARE 4 bed 3 bath condo is FULLY FURNISHED, TURN-KEY and sits in the highly desired and GATED community, Villas at Island Club. There are TWO PRIMARY SUITES, two additional large sized bedrooms , 3 FULL BATHROOMS, inside LAUNDRY and Large Living/Kitchen and Dining area. Located within 10 minutes to DISNEY and literally around the corner from tons of Shopping, Dining and GOLF you could not ask for a better location! The community is also Short Term Rental Approved so this is your chance to own your own Air BnB and vacation home and rent it out while you're not using it! Prefer to use it as your primary residence? No problem, you can do that too! Perfectly situated as a first floor end unit you also have NO REAR or SIDE NEIGHBORS and are literally steps from the **POOL** and amenities. You are also in the most popular part of the community and have your own PRIVATE GATE. Peaceful and quiet, living here is like being at a resort full time! Enjoy Swimming, the Fitness Room, Tennis, Club house and tot lot. The floor plan offers an open concept with tons of windows allowing lots of natural light. In addition there is a Fully equipped kitchen, large Living Room, Dining Room and Full size Washer and Dryer. The unit was used for the seller’s personal vacation purposes only so it has been gently used and in fantastic condition. There are also 2 storage closets, one inside and one outside. You can use these as lock-out closets for your belongings so all you have to do is come with your toothbrush! Thoughtfully maintained and kept in amazing condition it has literally everything you need. Call today for a private or virtual tour!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Terri Schon (407-625-2670)
2508 SHANTI DR, KISSIMMEE, FL 34746
$1,350,0002 Days on yellowkey MLS ID: O6391420
Bed: 12 Bath: 11.5 Gar: 2 Liv Area Sq Ft: 4831 Built: 2022Monthly Fee: $397 Tax: $804 (2026)Community: Veranda Palms Ph 2B2-2CSpa: YesSingle Family
Taxes:$804
Elementary School: Floral Ridge Elementary
Tax Year: 2026
Remarks: This 2022-built residence offers a rare scale of 12 bedrooms and 11.5 bathrooms , spanning 4,831 square feet of heated living space. Located in a gated community with short-term rental eligibility , the property features a pond-view lot with a private heated gunite pool and integrated spa.The interior is sold fully furnished, featuring a professional design package with high-capacity themed suites, designer lighting, and custom accent walls. The floor plan is optimized for high-occupancy hospitality, featuring a primary suite on the main floor , a dedicated theater room in the loft , and a climate-controlled garage converted into a high-end game room. Technical specifications include stone countertops, high ceilings, and an outdoor grill station. No annual CDD fees. This asset is positioned as a turn-key solution for investors seeking a high-performance property in the Disney corridor.
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Rubens Aranha (407-308-9094)
612 ESTRADA LN, KISSIMMEE, FL 34758
$295,9992 Days on yellowkey MLS ID: S5146487
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1484 Built: 1988Monthly Fee: $100 Tax: $7,149 (2025)Community: Poinciana Village 01 Neighborhood 03 WestSingle Family
Taxes:$7,149
Remarks: Investment opportunity with established tenants in place—612 Estrada Lane is in a strong, high-demand Kissimmee rental market. Featuring a functional layout, spacious bedrooms, and a generous backyard that enhances tenant appeal. Conveniently located near shopping, dining, schools, and major highways, supporting long-term rental stability and appreciation potential. Ideal for investors seeking a performing asset with consistent income from day one.
Listing is courtesy of: GPS PROPERTY GROUP INC. (407-439-2527)
Listing Agent: Harelyn Rodriguez (321-682-1529)
4086 GOOSEBERRY TRL, KISSIMMEE, FL 34746
$459,99964 Days on yellowkey MLS ID: S5143863
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2109 Built: 2024Monthly Fee: $168 Tax: $3,524 (2024)Community: Storey Creek Ph 3B & 4Single Family
Taxes:$3,524
Elementary School: Pleasant Hill Elem
High School: Poinciana High School
Tax Year: 2024
Middle School: Horizon Middle
Remarks: One or more photo(s) has been virtually staged. Discover this stunning 4-bedroom, 3-bathroom Next Gen home in the desirable community of Storey Creek, featuring a private Mother-In-Law Suite with a separate entrance, bedroom, bathroom, kitchenette, and living area—ideal for multigenerational living or rental income. Built in 2024, this home boasts a modern, open-concept design, abundant natural light, brand-new tile flooring, and a kitchen equipped with stainless steel appliances, upgraded cabinets, and luxury countertops. The master suite includes a spacious private bathroom and a large walk-in closet. Just steps from the clubhouse and pool, Storey Creek offers luxury amenities such as a fully-equipped fitness center, tennis courts, and a playground, along with a prime location near SR 535, I-4, and US 192, providing easy access to shopping, dining, and entertainment. Investor Opportunity! Currently rented, this property is perfect for generating immediate income. Don’t miss out on this incredible opportunity!
Listing is courtesy of: NORTHGROUP REAL ESTATE, INC (561-222-1850)
Listing Agent: Yadibelt Lopez Larroque (832-274-5834)
605 TAMARIN LN, KISSIMMEE, FL 34759
$252,100207 Days on yellowkey MLS ID: TB8429363
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1075 Built: 1993Monthly Fee: $85 Tax: $2,822 (2024)Community: Poinciana Nbrhd 03 Village 03Spa: NoSingle Family
Taxes:$2,822
Elementary School: Palmetto Elementary
High School: Haines City Senior High
Middle School: Lake Marion Creek Middle
Remarks: This beautifully remodeled home is move-in ready and waiting for its new owner! Step inside to find a modern open floor plan with fresh finishes throughout. The kitchen has been fully updated with new cabinetry, sleek countertops, and stainless steel appliances. , a brand-new air conditioning system installed in 2025. The roof, replaced in 2010, has an estimated remaining life of approximately 14 years, providing peace of mind for the new owner. The entire home shines with new flooring, fresh paint, upgraded lighting, and finishes that bring comfort and style together. A spacious primary suite and comfortable secondary bedrooms provide room for everyone. Enjoy outdoor living in the private backyard, perfect for gatherings or quiet evenings. Conveniently located near schools, shopping, dining, and major highways, this property offers quick access to Orlando attractions and local amenities. Don’t miss this opportunity to own a fully updated home in a prime Kissimmee location—schedule your showing today!
Listing is courtesy of: LANTES REAL ESTATE LLC (813-408-0980)
Listing Agent: Yanelis Aleman (813-562-8629)
3308 TRANQUIL TRL, KISSIMMEE, FL 34747
$370,000310 Days on yellowkey MLS ID: O6317867
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1365 Built: 2023Monthly Fee: $198 Tax: $3,705 (2025)Community: Hub At WestsideTownhouse
Taxes:$3,705
Elementary School: Westside K-8
Middle School: West Side
Remarks: FURNISHED TURNKEY UNIT - Welcome to 3308 Tranquil Trail, Kissimmee, FL 34787 — a fully furnished, newer construction home that’s the perfect turn-key short term rental investment or primary residence. Ideally located just minutes from Orlando International Airport (MCO), Walt Disney World, Universal Studios, and International Drive, this property offers unbeatable access to Central Florida’s top attractions. With modern finishes and an open-concept layout, this home is move-in ready and offers flexibility for short-term rentals, long-term leasing, or full-time living. Whether you’re looking to invest or settle down, this property is ready to meet your needs!
Listing is courtesy of: PREMIER BROKERS INTERNATIONAL (561-855-6179)
Listing Agent: Gabriela Santiago (515-554-8713)
432 BEL AIR WAY, KISSIMMEE, FL 34759
$589,00097 Days on yellowkey MLS ID: S5141469
0 Days Off yellowkey (back on 4/17/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2427 Built: 2016Monthly Fee: $276 Tax: $6,832 (2025)Community: Solivita Ph 7G Un 2Single Family
Taxes:$6,832
Remarks: **PRICE ADJUSTMENT ALERT**Exquisite WATERVIEW AND HEATED POOL, SPA HOME**SIENA** with a LIMOUSINE GOLF CART(2023) INCLUDED in Solivita. This breathtaking, ONE-OF-A-KIND residence. is meticulously crafted to impress and intentionally designed to deliver that coveted “WOW” factor that will leave every guest speechless. Built in 2016, this MASTERPIECE DREAM HOME blends modern sophistication with true peace of mind. Its OPEN-CONCEPT DESIGN highlights UPSCALE finishes and thoughtful UPGRADES throughout. Step through the door and unveil 2,427 sq. ft. of luxurious interior living (3,382 sq. ft. total area)Featuring THREE spacious bedrooms, TWO full bathrooms, a powder room, and a FLEX ROOM perfectly suited for a home office, craft room, or private GYM. Striking EXTERIOR STONE ACCENTS deliver an instant feeling of exclusivity. Beautifully UPGRADED LANDSCAPING, complete with a vibrant FLOWER BED and elegant CURBING AROUND THE HOUSE, enhances the home’s appeal. An expanded TWO-CAR GARAGE plus a dedicated GOLF CART BAY. A grand hallway featuring a TRAY CEILING and striking leaded glass door establishes an atmosphere of elevated living. The CUSTOM ENTRY CABINET adds both beauty and convenience, serving as a perfect drop zone. Additional EXTERIOR LIGHTING enhances both curb appeal and nighttime visibility. The GOURMET KITCHEN highlights an OPEN LAYOUT with a BREAKFAST BAR, SOFT-CLOSE CABINETRY, UNDER-CABINET LIGHTING, stylish PENDANT LIGHTS, An Insta-Hot system newly installed, and a spacious WALK-IN PANTRY with newly designed and installed PANTRY CABINETS. Versatile BREAKFAST NOOK offers the perfect spot for a wine bar or workspace. Premium STAINLESS-STEEL appliances elevate the space, complemented by a NEW BOSCH DISHWASHER, GE CAFE Profile refrigerator, TOP OF THE LINE GE microwave, and 2024 INDUCTION COOKTOP. A beautifully added BACKSPLASH enhances both the kitchen and the island. The adjoining dining room comfortably accommodates a six- to eight-person table. The OWNER’S SUITE offers a spacious private retreat, featuring TWO WALK-IN CLOSETS, an adjoining FLEX ROOM ideal for an office, den, study, or craft space, and an elegant EN-SUITE BATHROOM with DUAL SINKS, a FRAMELESS GLASS WALK-IN SHOWER, and a built-in bench for added comfort. All bedrooms received updated paint, new flooring, and custom closet organizers in 2024, along with updated light fixtures throughout. Every bathroom has been enhanced with newly refreshed cabinetry, creating a modern, unified feel. The resort-style POOL and SPA, set within the EXTENDED, COVERED and SCREENED LANAI with inviting spaces for both relaxation and entertaining, complete with ceiling fans. CENTRAL VACUUM system. The LAUNDRY ROOM shines with BRAND NEW-2024 APPLIANCES and CUSTOM-BUILT CABINETRY. A TOP-TIER LENNOX AIR HANDLER was installed in February 2024, ensuring comfort and efficiency. The property also boasts 16 **PAID-OFF** SOLAR PANELS, two solar tube lights, a NEW 2024 WATER SOFTENER, and a FULL INTERIOR REPAINT completed in 2024. All light switches in the living room, hallway, and kitchen have been upgraded to dimmable switches for enhanced ambiance and control. Both primary bedroom closets were elevated with tile backsplash, upgraded lighting, and elegant chandeliers. The laundry room also features a new tile backsplash for a refined, cohesive look. Additional upgrades include a smart lock at the front entry, a Ring camera, and new gutters and downspouts installed in 2024.
Listing is courtesy of: BELLA VERDE REALTY LLC (407-641-2688)
Listing Agent: Miguel Elvira (407-257-7767)
7664 FAIRFAX DR, KISSIMMEE, FL 34747
$1,330,00066 Days on yellowkey MLS ID: O6379752
3 Days Off yellowkey (back on 4/17/2026)
Bed: 12 Bath: 12.5 Gar: 2 Liv Area Sq Ft: 6351 Built: 2018Monthly Fee: $857 Tax: $17,574 (2025)Community: Reunion West Ph 2B WestSpa: YesSingle Family
Taxes:$17,574
Remarks: Under contract-accepting backup offers. ENCORE AT REUNION | TURNKEY LUXURY VACATION ESTATE WITH PROVEN INCOME — Built in 2018 and zoned for short-term rentals, this exceptional fully furnished 12-bedroom, 12.5-bathroom estate offers over 6,351 square feet of refined living space in one of Central Florida’s most sought-after resort communities and is located just 15 minutes from Walt Disney World, placing world-famous attractions, dining, and entertainment within effortless reach. A grand porte-cochère entry and circular driveway create an impressive arrival, leading into expansive open living and entertaining areas featuring a dramatic great room, formal dining area, and a chef-inspired kitchen with granite countertops, built-in double ovens, convection oven, oversized island with sink, sprawling breakfast bar, and elegant tile flooring—perfectly designed for hosting large groups. Entertainment continues with a private in-home theater and a spacious game room complete with wet bar and wine refrigerator, while the second-floor covered terrace overlooks the private pool and peaceful green space, delivering the ultimate Florida resort lifestyle with seamless indoor-outdoor living. The thoughtfully designed bedroom layout provides comfort, privacy, and flexibility for large gatherings, vacation guests, or multi-generational living, and high-quality furnishings and décor create a cohesive, upscale experience throughout the residence. Beyond its beauty, this property is a powerful income-producing investment, generating nearly $125,000 in short-term rental revenue in 2025 with approximately $95,000 in secured future bookings already in place for 2026, providing immediate cash flow from day one and flexible use as a vacation rental, long-term rental, or spacious primary or secondary residence. Located within the Encore Club at Reunion, residents and guests enjoy world-class resort amenities including a clubhouse, concierge service, fitness center, basketball courts, marketplace, lounge, resort shuttle transportation, on-site dining, and an incredible community water park featuring thrilling slides, splash zones, cabanas, and resort-style pools, all complemented by proximity to championship golf courses, premium outlets, and Orlando International Airport for convenient travel access. All furniture, electronics, kitchenware, décor, art, linens, and household items convey, making this a rare, fully operational, and truly turnkey luxury investment opportunity ideally positioned for both immediate enjoyment and long-term appreciation in one of Central Florida’s premier vacation destinations. Book your showing today to secure this opportunity!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Alice Adkins (407-710-7770)
405 FOUNTAINHEAD CIR #246, KISSIMMEE, FL 34741
$200,00025 Days on yellowkey MLS ID: O6393382
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1246 Built: 1988Monthly Fee: $437 Tax: $2,760 (2024)Community: Bella Vista CondoCondo
Taxes:$2,760
Elementary School: Central Avenue Elem
High School: Osceola High School
Middle School: Denn John Middle
Remarks: Welcome to this well-maintained 3-bedroom, 2-bathroom condo villa located in the gated community of Bella Vista Condominiums in Kissimmee. Offering 1,246 sq.ft. of heated living space, this property features a functional two-story layout with the kitchen, living area, and primary bedroom on the first floor, and bedrooms 2 and 3 on the second floor. The unit provides comfortable living spaces with good natural light throughout. Residents enjoy access to community amenities including a swimming pool, fitness center, and recreational areas. Conveniently located near shopping, dining, schools, and major roadways, with easy access to local attractions and Orlando. Schedule your showing today!
Listing is courtesy of: PM ELITE REALTY LLC (407-749-3075)
Listing Agent: Douglas Casique (689-251-0612)
409 FOUNTAINHEAD CIR #236, KISSIMMEE, FL 34741
$165,000128 Days on yellowkey MLS ID: O6366787
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 932 Built: 1988Monthly Fee: $324 Tax: $2,127 (2024)Community: Bella Vista CondoCondo
Taxes:$2,127
Remarks: Fantastic Opportunity in Kissimmee! Welcome to this well-maintained 2-bedroom, 2-bathroom condo offering 933 sq.ft. of functional living space in the desirable gated community of Bella Vista Condominiums. This unit features an efficient layout with comfortable living areas and ample natural light. Residents enjoy access to excellent community amenities, including a swimming pool, fitness center, and recreational areas. Conveniently located near shopping, dining, schools, and major roadways, this property provides easy access to everything Kissimmee has to offer. SCHEDULE YOUR TOUR TODAY!
3839 GOLDEN FEATHER WAY, KISSIMMEE, FL 34746
$524,90032 Days on yellowkey MLS ID: O6387485
REDUCED by $20,000 (3.7%) on 04/16/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3032 Built: 2006Monthly Fee: $324 Tax: $6,251 (2025)Community: Bellalago Ph 4PSingle Family
Taxes:$6,251
Elementary School: Bellalago Charter Academy (K-8)
High School: Liberty High
Middle School: Bellalago Charter Academy (K-8)
Remarks: Welcome to resort-style living in the highly sought-after gated community of Bellalago! This beautifully maintained lakefront home offers the perfect blend of comfort, privacy, and Florida lifestyle. This spacious home features generous living areas filled with natural light, a well-appointed kitchen perfect for entertaining, and well-sized bedrooms throughout. Upstairs Bonus Room with Walk-In Closet and Full Bathroom — ideal as a private 5th Bedroom, guest suite, in-law space, or media room. The Den has been converted into a HUGE custom Walk-In Closet, providing exceptional storage and organization. Enjoy peaceful water views from your backyard, with rights to build your own private boat dock — and the pavers to the dock area are already installed for you! This is a truly Move-In Ready Home! Bellalago offers 24-hour guard-gated security, resort-style pools, fitness center, tennis courts, walking trails, and private lake access to Lake Tohopekaliga. Conveniently located near shopping, dining, and major highways.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Giselle Crestani Dimitratos (718-350-0350)
2101 CELEBRATION BLVD, KISSIMMEE, FL 34747
$625,000205 Days on yellowkey MLS ID: O6347244
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1845 Built: 2021Monthly Fee: $310 Tax: $7,954 (2024)Community: Celebration Island Village Ph 1ATownhouse
Taxes:$7,954
Elementary School: Celebration K-8
Middle School: Celebration K-8
Remarks: One or more photo(s) has been virtually staged. EXPERIENCE THE CELEBRATION LIFESTYLE Live the lifestyle everyone is looking for in Celebration. This beautifully maintained 3-bedroom, 2.5-bath town home, built in 2021, offers the perfect blend of modern comfort, style, and an unbeatable location—just minutes from Disney and within one of the most charming and walkable communities in Central Florida. Step into a bright, open-concept living space designed for both everyday living and entertaining. The kitchen is the heart of the home, featuring quartz countertops, stainless steel appliances, a gas stove, and elegant cabinetry, all seamlessly connected to the living and dining areas. Upstairs, you’ll find spacious bedrooms, including a serene primary suite, along with the convenience of an upstairs laundry room. Enjoy your private paved patio—perfect for relaxing evenings or hosting guests—and the added benefit of a 2-car garage. Located in the highly desirable Island Village, residents enjoy resort-style amenities including a pool, fitness center, scenic walking trails, and beautifully designed green spaces. - Walkable community with restaurants, shops, and parks - Minutes from Walt Disney World - Move-in ready and low-maintenance living This is more than just a home—it’s a lifestyle. Schedule your private showing today.
Listing is courtesy of: BRIGHT TRUST REALTY LLC (407-914-0227)
Listing Agent: Antonio Spagnolo (407-914-0227)
8096 KNEE DEEP RD, KISSIMMEE, FL 34747
$475,00061 Days on yellowkey MLS ID: O6383023
REDUCED by $10,000 (2.1%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1188 Built: 2020Monthly Fee: $527 Tax: $9,345 (2025)Community: Rolling Oaks Ph 6BSpa: NoSingle Family
Taxes:$9,345
Remarks: Beautiful 2 bedroom 2 bathroom POOL COTTAGE with FULLY FENCED YARD located at Margaritaville Resort. Just moments away from Walt Disney World, and FULLY FURNISHED with Margaritaville's signature furniture package and decor, this cottage offers two primary bedrooms, one downstairs and one upstairs, private balcony off of the upstairs bedroom, high end wood look tile throughout, upgraded quartz countertops, wooden stairs, oversized private owners closet, high ceilings, and so much more. Step out onto the spacious metal fenced backyard to soak up the sun in your private, heated pool, or head upstairs to the balcony to watch the beautiful Florida sunsets with a glimpse of the Disney fireworks. This property can be used as a full time residence, second home, short term or long term rental property. This resort style community features two large swimming pools, multiple restaurants and bars, fitness center, full service spa, lush and tranquil walking trails to all ends of the community, as well as a moments walk to all of the restaurants, bars, shops and entertainment that Sunset Walk has to offer! Low maintenance resort living includes fully maintained grounds, home exterior, lawn care, and 24/7 roaming and manned gated security entrance.
Listing Agent: Jenna Palmero (407-697-8727)
4955 LONDON CREEK PL, KISSIMMEE, FL 34758
$360,000204 Days on yellowkey MLS ID: TB8430208
2 Days Off yellowkey (back on 4/15/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2116 Built: 2017Monthly Fee: $88 Tax: $3,219 (2024)Community: Waterview Ph 2BSpa: NoSingle Family
Taxes:$3,219
Elementary School: Reedy Creek Elem (K 5)
Remarks: Step into this beautiful home located in the exclusive Waterview Estates community. This spacious residence features 3 bedrooms, 2 full bathrooms, and tile flooring throughout the main living areas. The oversized primary suite is a true retreat, offering a luxurious shower, and a custom walk-in closet with built-in shelving. The heart of the home is the chef's kitchen, boasting a large island, pendant and recessed lighting, and an open layout that flows seamlessly into the living and dining areas, perfect for family gatherings and entertaining. A bonus flex room offers endless possibilities as a 4th bedroom, office, studio, or game room. Step outside the dining room to a screened-in back porch and enjoy peaceful conservation views. Solar panels are paid off in full for a lower electric bill. A must see before it gone!
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Miguel Rivera (716-602-9489)
442 BIG BLACK PL, KISSIMMEE, FL 34759
$256,00033 Days on yellowkey MLS ID: S5145812
REDUCED by $13,000 (4.8%) on 04/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1924 Built: 2022Monthly Fee: $100 Tax: $4,053 (2025)Community: Poinciana Nbrhd 06 Village 07Single Family
Taxes:$4,053
Elementary School: Lake Marion Creek Elementary
Middle School: Dundee Ridge Middle
Remarks: Discover comfort and space at 442 Big Black Place in Kissimmee, a charming 4-bedroom, 2-bath home designed for easy living. This inviting property features a bright open-concept layout that seamlessly connects the kitchen, dining room, and living room, creating the perfect setting for everyday living and entertaining. The spacious bedrooms offer flexibility for family, guests, or a home office, while the functional floor plan provides both comfort and convenience. Whether you're hosting gatherings, enjoying quiet evenings at home, or simply appreciating the flow of an open living space, this home delivers a warm and welcoming atmosphere in a great location. Don’t miss your opportunity—schedule your showing today and see everything this home has to offer! The home is being sold in As Is condition.
Listing is courtesy of: REALTYCITY INC (863-438-6605)
Listing Agent: Jesse Carriedo (863-438-6605)
2945 FABLE ST, KISSIMMEE, FL 34746
$878,00077 Days on yellowkey MLS ID: O6378575
Bed: 6 Bath: 6.0 Liv Area Sq Ft: 3760 Built: 2018Monthly Fee: $259 Tax: $12,483 (2025)Community: Storey Lake Ph 3Spa: YesSingle Family
Taxes:$12,483
Remarks: A truly rare offering on Fable Street, Storey Lake’s most limited collection of single-family homes. Set within Phase 3, this location is defined by its scale and setting, offering larger homesites, open water views, and a level of privacy rarely available within the resort. Situated on a 0.17-acre lot—among the largest in the community—this 6-bedroom, 6-bath residence stands out for its condition, layout, and setting. The property has already been professionally inspected by the owner and is presented in pristine condition. The floor plan offers open living and dining areas, a spacious game room, and an electric fireplace that enhances the main living space. Positioned on a 0.17-acre lot—among the largest in the community—this 6-bedroom, 6-bath residence stands out for its condition, thoughtful upgrades, and overall presentation. The property has already been professionally inspected by the owner and is maintained in pristine condition. The floor plan includes open living and dining areas, a spacious game room, and an electric fireplace that enhances the main living space. The home features a fully equipped kitchen, designed for both owner use and short-term rental efficiency, along with an EV charger, adding convenience and long-term value. All bedrooms are finished with custom wallpaper, creating a cohesive, elevated design throughout the home, while every closet has been custom built, offering optimized storage and a level of finish rarely found in comparable properties. A key highlight is the fully custom-built summer kitchen, designed as a true extension of the living and entertaining areas. With built-in grill and prep stations, premium finishes, and direct access to the private pool, this outdoor space significantly elevates the guest experience and clearly distinguishes the property from standard offerings within the community. Fable Street benefits from private access through a 24-hour manned gate and convenient proximity to Storey Lake’s main clubhouse and resort amenities, including a lazy river, water slides, tiki bar, fitness center, mini-golf, splash park, and multiple sports courts. Located just minutes from Disney and a short drive to Orlando’s major attractions, dining, and shopping.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jenny Mahet, Pa (973-722-2894)
38 LAKE VILLA WAY, KISSIMMEE, FL 34743
$234,50064 Days on yellowkey MLS ID: O6380755
0 Days Off yellowkey (back on 4/16/2026)
REDUCED by $500 (0.2%) on 03/31/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 992 Built: 1981Monthly Fee: $122 Tax: $3,274 (2025)Community: Bvl Unit 1Villa
Taxes:$3,274
Elementary School: Ventura Elem
High School: Tohopekaliga High School
Middle School: Parkway Middle
Remarks: Under contract-accepting backup offers. Seller willing to contribute $5,000 towards buyers closing costs! FHA buyers welcome. This 3 bedroom, 2 full bathroom, one story townhome is located just 17 miles from the attractions and only 9 miles from the Orlando airport. Situated on one of the best lots in the community, enjoy pond views from the fully screened in and covered back patio. This home futures a newer roof (2021), newer electrical panel (2022), AC (2018) a freshly painted interior (2025) and no carpet (all tile!). The property boasts a fully equipped kitchen and an indoor washer and dryer that covey! What stands out about this property compared to the others in the same community? It's a true 3 bedroom unit. It has TWO designated parking spots. The owner installed a reverse osmosis filtration system in the kitchen, as well as added a dishwasher. And let's not forget that desirable pond view ! Back inside, the primary suite is tucked at the rear of the home, with its own en-suite bathroom that has a handicap accessible shower. The two additional bedrooms share a full bathroom that features a shower/tub combination. This property is the epitome of low maintenance, as the HOA maintains the lawn and exterior, all for a low monthly HOA amount of less than $125/ month. There is a community swimming pool, which is the perfect place to cool off during those hot Florida days. This property is ideal for those seeking a primary residence, or for investors seeking a long term rental near the attractions. Be sure to check this one out before it's too late!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Jennifer Christ (407-474-7823)
995 CUMBERLAND DR, KISSIMMEE, FL 34759
$329,99053 Days on yellowkey MLS ID: O6384765
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1239 Built: 2007Monthly Fee: $100 Tax: $1,488 (2025)Community: Poinciana Nbrhd 06 Village 07Spa: NoSingle Family
Taxes:$1,488
Remarks: Come see this Move-in ready and beautifully maintained home featuring a brand-new roof (replaced April 2025), solar panels, and newer water heater. Ceramic flooring runs throughout the main living areas, with wood flooring in all bedrooms. The kitchen offers solid wood cabinets, granite countertops, and a full suite of new Frigidaire appliances. French doors lead to a private backyard oasis featuring a saltwater pool with jets and vinyl privacy fencing. The garage includes a finished epoxy floor for a clean, polished look. Panels will be paid in full by the sellers at closing and the HVAC system will be replaced with a brand-new unit prior to closing for added peace of mind. Enjoy dramatically reduced electric bills thanks to the solar system. A true turnkey home combining warmth, efficiency, and style.
Listing is courtesy of: STRONG FOUNDATION REALTY LLC (407-272-2067)
Listing Agent: Dave Silva, Jr (407-962-7321)
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