Location: Kissimmee
Do Not Show Listings
3222 WHOOPING CRANE RUN, KISSIMMEE, FL 34741
$379,00024 Days on yellowkey MLS ID: O6405406
REDUCED by $10,000 (2.6%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 1999Monthly Fee: $57 Tax: $5,680 (2025)Community: Cranes Cove Ph 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,680
Elementary School: Central Avenue Elem
High School: Osceola High School
Tax Year: 2025
Middle School: Kissimmee Middle
Remarks: Welcome to this beautifully updated home on a desirable corner lot in the heart of Kissimmee! From the moment you arrive, you’ll notice the fresh exterior paint, inviting curb appeal, and pride of ownership throughout. Step inside to discover a bright and spacious layout featuring a stunning updated kitchen designed to impress, complete with gorgeous quartz countertops, modern finishes, and the perfect setup for both everyday living and entertaining. The open flow of the home creates a warm and welcoming atmosphere ideal for gathering with family and friends. The primary suite offers a refreshed vanity area with stylish updates, creating a relaxing private retreat. Outside, the corner lot provides added space, privacy, and curb appeal that’s hard to find. Located in an incredibly convenient and highly sought-after Kissimmee location, you’re just minutes from The Loop, shopping, dining, Orlando International Airport, major highways, theme parks, Lake Nona, and all that Central Florida has to offer. Whether you’re looking for a primary residence or a vacation home, this move-in-ready property offers the perfect combination of location, updates, and value. Homes with upgrades like this in such a prime location do not last - schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Patrizia Harrington (908-329-0392)
158 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746
$500,00081 Days on yellowkey MLS ID: O6392103
REDUCED by $15,000 (2.9%) on 06/03/2026
Bed: 8 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2834 Built: 2004Monthly Fee: $100 Tax: $7,019 (2024)Community: Terra VerdeSpa: NoSingle Family
Taxes:$7,019
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Virtually Staged. Welcome to 158 Barefoot Beach Way, a spacious 8-bedroom home in the renowned Terra Verde Resort, where comfort, relaxation, and convenience come together. This large home offers a perfect blend of open space, natural light, and modern amenities, creating an inviting atmosphere for both everyday living and entertaining. The bright, airy design begins with the stunning kitchen island, perfect for preparing meals and gathering with loved ones. Elegant wood flooring enhances the upstairs living areas, while each of the eight bedrooms provides ample space for family, guests, or even home offices. The recent updates, including a 2021 water heater and new pool equipment, ensure this home is move-in ready and well-equipped for comfortable living. Step outside to your private oasis, where the heated and screened-in pool awaits. Whether you're relaxing by the water or hosting a poolside gathering, you'll enjoy the open space and tropical setting. The Terra Verde Resort offers additional resort-style amenities, including a heated zero-entry pool, hot tub, mini golf, sand volleyball, tennis courts, and much more, providing something for everyone. The 6,000-square-foot clubhouse offers a movie theater, fitness center, game room, and concierge services, adding even more value to this already exceptional home. Terra Verde Resort is nestled among palm trees and tropical plants, providing a peaceful retreat while still being just a short drive from Central Florida's world-class attractions, including Walt Disney World, Universal Studios, SeaWorld, and the Atlantic and Gulf coasts. Restaurants, pharmacies, and essential shopping are all within minutes, offering unparalleled convenience. Whether you are looking for a primary residence or a vacation getaway, this home in Terra Verde Resort offers everything you need to enjoy the Florida lifestyle. To learn more about this incredible home and all it has to offer, contact us to schedule a showing today.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Stacey Vazquez (407-874-5751)
4445 SHIVA LOOP, KISSIMMEE, FL 34746
$630,00086 Days on yellowkey MLS ID: O6392356
REDUCED by $20,000 (3.1%) on 05/14/2026
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3565 Built: 2017Monthly Fee: $250 Tax: $6,410 (2025)Community: Veranda Palms Ph 2ASingle Family
Taxes:$6,410
Remarks: Investor Special: Welcome to 4445 Shiva Loop, Kissimmee, FL 34746 — an exceptional 8-bedroom, 6-bathroom pool home located in one of Central Florida’s most sought-after short-term rental communities! This stunning property is a prime Airbnb investment opportunity, fully designed to accommodate large groups and maximize rental income. Featuring a spacious open floor plan, multiple living and dining areas, and a beautifully appointed kitchen, this home is perfect for entertaining and guest comfort. Step outside to your private screened-in pool and spa, creating the ultimate vacation retreat where guests can relax and unwind after a day at the parks. Investment Highlights: ? High-income producing short-term rental potential,? Sleeps large groups comfortably ? Turnkey opportunity for Airbnb/VRBO investors. Resort-Style Amenities: Enjoy access to an amazing amenity center featuring a clubhouse, resort-style pool, fitness center, sports courts, and more—delivering a true vacation experience for guests. Conveniently located just minutes from world-famous attractions like Walt Disney World, shopping, dining, and major highways, making it highly desirable for vacationers year-round. Whether you’re looking to expand your investment portfolio or own a luxury vacation home, this property checks all the boxes!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Syed Shah (754-265-9514)
2963 SERA BELLA WAY, KISSIMMEE, FL 34744
$500,00097 Days on yellowkey MLS ID: S5144389
REDUCED by $15,000 (2.9%) on 06/05/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2416 Built: 2016Monthly Fee: $120 Tax: $5,072 (2025)Community: Sera BellaSingle Family
Taxes:$5,072
Elementary School: Ventura Elem
High School: Tohopekaliga High School
Middle School: Parkway Middle
Remarks: Welcome home to 2963 Sera Bella Way, a fully upgraded, two-story stunner offering the perfect blend of elegance, comfort, and incredible versatility! Boasting 2,416 sq. ft. of beautifully designed living space, this 3-bedroom, 2.5-bathroom home truly has it all—including a phenomenal location that puts convenience at your fingertips. From the moment you pull into the gorgeous brick paver driveway, the curb appeal draws you in. Step inside to find a bright and spacious open floor plan featuring a formal dining area and a large, welcoming family room. The heart of the home is the breathtaking upgraded kitchen! It is fully equipped with high-end dark wood cabinetry, gleaming granite countertops, modern stainless steel appliances, and a massive center island with pendant lighting—perfect for meal prep, entertaining, or your morning coffee. Head upstairs to discover an additional flexible loft space, ideal for a home office, playroom, or cozy media area! Step out onto your extensive screened-in covered patio and take in the tranquil, unobstructed water views featuring a beautiful pond with fountains. With vinyl fencing perfectly framing the sides of the yard, you get privacy without sacrificing the serene scenery. Situated in the highly desirable 34744 zip code, offering quick access to major highways, shopping, dining, and world-class entertainment and Orlando International Airport.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: John Gomez (321-557-5652)
2824 NOBLE CROW DR, KISSIMMEE, FL 34744
$556,00038 Days on yellowkey MLS ID: S5149494
REDUCED by $24,000 (4.1%) on 06/14/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2676 Built: 2020Monthly Fee: $93 Tax: $6,717 (2025)Community: Marbella Ph 1Single Family
Taxes:$6,717
Elementary School: East Lake Elem
Middle School: Neptune Middle (6-8)
Remarks: Located in the heart of Kissimmee, 2824 Noble Crow Drive offers the space, comfort, and lifestyle today’s buyers are looking for. With 4 bedrooms, 3 full bathrooms, and over 2,600 square feet of living space, this home delivers a functional layout with room for everyone.The first-floor owner’s suite creates a private retreat separate from the additional bedrooms upstairs, while the oversized loft provides endless possibilities from a second living area or game room to a home office or fitness space. Designed for comfortable everyday living, the home has been meticulously maintained and includes valuable upgrades such as a whole-house alkaline water filtration system, reverse osmosis in the kitchen, and energy-saving solar panels already in place. Residents of this low-HOA community enjoy amenities including a community pool, neighborhood park, and scenic lakefront walking trail perfect for relaxing walks or outdoor activities.Conveniently located just minutes from shopping, dining, major roadways, and highly rated schools, with Orlando International Airport less than 20 minutes away, this property offers the perfect combination of convenience, value, and Florida living.
Listing Agent: Keyna Andino (407-600-7497)
3012 SECRET LAKE DR, KISSIMMEE, FL 34747
$310,00069 Days on yellowkey MLS ID: O6395642
REDUCED by $19,000 (5.8%) on 04/29/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1470 Built: 2011Monthly Fee: $594 Tax: $4,208 (2025)Community: Encantada Ph 2Spa: YesTownhouse
Taxes:$4,208
Elementary School: Westside K-8
High School: Celebration High
Middle School: West Side
Remarks: This beautifully furnished 3-bedroom, 2.5-bath townhome in the GATE GUARDED Encantada Resort offers a rare combination of immediate rental readiness, flexible zoning, and prime location near Walt Disney World—making it an ideal addition to any real estate portfolio. ZONED FOR SHORT TERM RENTAL and LONG TERM RENTAL, this property gives investors maximum flexibility to optimize rental strategy and cash flow. Whether you’re targeting vacation renters, seasonal guests, or long-term tenants, this home is positioned to perform. What truly sets this property apart is its CUSTOM MURAL ARTWORK by a local Orlando artist, transforming each bedroom into a one-of-a-kind themed experience. From vibrant, immersive designs inspired by favorites like Encantada, Mulan, Star Wars and Spider-Man, every room offers a unique, memorable stay that stands out in the competitive short-term rental market—helping drive higher bookings, repeat guests, and premium nightly rates.The interior features a spacious open-concept floor plan designed for guest comfort and functionality, with durable ceramic tile flooring on the main level and granite countertops in the kitchen for a modern, low-maintenance finish. A first-floor laundry room and guest bathroom add convenience for both owners and renters. The home comes FULLY FURNISHED, allowing for a seamless transition to immediate occupancy or rental income from day one. Step outside to a private patio space with a hot tub, perfect for relaxing after a day at the parks—an attractive feature for short-term guests seeking a resort-style experience. Encantada Resort is a high-demand vacation community known for its robust amenities, which significantly enhance rental appeal, including: Multiple resort-style pools and spa, Clubhouse with on-site restaurant and bar, Fitness center, Scenic walking trails and lake with fishing dock, Playgrounds and family-friendly recreation areas and 24-hour guard-gated security. Strategically located in the heart of Central Florida’s tourism corridor, the property is just minutes from Walt Disney World Resort, with easy access to major highways, shopping centers, dining, and Orlando’s world-renowned attractions—ensuring consistent rental demand year-round. This is a true turnkey investment with strong potential for short-term rental income, appreciation, and personal use flexibility. Opportunities like this in established resort communities are limited—secure your foothold in one of Orlando’s most desirable vacation rental markets.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Sandra Velasquez (407-718-6244)
2411 DUBAI ST, KISSIMMEE, FL 34747
$415,00064 Days on yellowkey MLS ID: O6398120
0 Days Off yellowkey (back on 4/23/2026)
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2020Monthly Fee: $579 Tax: $6,787 (2025)Community: Windsor At Westside Ph 3Townhouse
Taxes:$6,787
Remarks: Under contract-accepting backup offers. Lowest-Priced Fully furnished with high-end designer finishes. 5-Bedroom with Private Pool in Windsor at Westside! Welcome to this well-maintained 5-bedroom, 4.5-bathroom townhome built in 2020, located in the highly desirable Windsor at Westside resort community. This property stands out with a private screened-in pool and no rear neighbors, offering added privacy—an important feature for both homeowners and short-term rental guests. The first floor features a bedroom with full bath, ideal for guests or flexible use. The open-concept layout connects the kitchen, dining, and living areas, with sliding doors leading directly to the pool area. Upstairs includes a spacious loft and four additional bedrooms, including a primary suite and an ensuite bedroom, providing functional separation and comfort. Windsor at Westside offers resort-style amenities, including a clubhouse, lazy river, pool, fitness center, restaurant, sports courts, and more. Conveniently located near Disney, major highways, shopping, and dining, this home is well-suited for short-term rental investment, vacation use, or primary residence. Priced to sell and currently one of the best values in the community.
Listing is courtesy of: U S GLORY REALTY (407-222-7801)
Listing Agent: Rui Gao (407-222-7801)
638 BASINGSTOKE CT, KISSIMMEE, FL 34758
$270,00070 Days on yellowkey MLS ID: S5147201
REDUCED by $10,000 (3.6%) on 05/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1332 Built: 1999Monthly Fee: $100 Tax: $1,725 (2025)Community: Poinciana Village 2 Nbhd 3Single Family
Taxes:$1,725
Elementary School: Koa Elementary
High School: Poinciana High School
Middle School: Discovery Intermediate
Remarks: MAJOR PRICE IMPROVEMENT! LOTS of Value, Same Beautiful home! Welcome to this inviting and cozy 3-bedroom, 2-bathroom home nestled in the growing community of Kissimme. This property offers a warm and comfortable layout that makes it easy to feel at home from the moment you walk in. The living spaces are designed for everyday comfort, with a kitchen that opens to the main area—perfect for sharing meals, quiet evenings, or casual gatherings. The primary bedroom features its own en-suite bathroom, while the additional bedrooms provide flexible space for guests, a home office, or hobbies. Step outside to a backyard with room to relax, unwind, or create your own outdoor retreat. Whether enjoying a quiet morning or winding down at the end of the day, this space offers plenty of potential. Leased solar panels are in place and will be assumed by the new owner, offering potential energy efficiency benefits. The HOA includes cable and internet services, and there is no CDD fee. Conveniently located near shopping, dining, parks, and major roadways, this home offers a blend of comfort, practicality, and opportunity in an area that continues to grow.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Cristina Mejias (239-258-9262)
4957 PALL MALL ST E, KISSIMMEE, FL 34758
$420,00018 Days on yellowkey MLS ID: S5150590
Bed: 5 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2000 Built: 2007Monthly Fee: $354 Tax: $4,426 (2025)Community: Trafalgar Village Ph 3Single Family
Taxes:$4,426
Remarks: Virtually Staged. Welcome to this beautifully maintained pool home located in the Trafalgar Village Resort community. This spacious home features two primary suites making it ideal for multi-generational living or a vacation home. The screened enclosed private heated pool area offers the perfect place to relax and entertain year-round and also includes a child safety gate for added peace of mind. Recent updates include a newer roof completed approximately one year ago and a tankless water heater for added efficiency and convenience. The home offers a functional layout with generous living spaces. Trafalgar Village Resort offers an impressive selection of resort style amenities including a clubhouse, fitness center, large community pool with jacuzzi and beach area, basketball court, sand volleyball court, pickleball courts, playground, private cinema room available for reservations, game room, fishing pier with BBQ area, walking trails, and a secure gated entrance with 24 hour guard on duty. HOA fees include gated security, landscaping, pool maintenance, and daily trash pickup. Conveniently located near shopping, dining, major highways, and Central Florida attractions.
Listing Agent: Nicole Fitzsimmons (704-918-3907)
8810 GRAND PALMS CIR #A, KISSIMMEE, FL 34747
$230,00023 Days on yellowkey MLS ID: O6410146
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1245 Built: 2002Monthly Fee: $331 Tax: $3,104 (2025)Community: Grand Palms Condo 4 Ph 1Condo
Taxes:$3,104
Middle School: Celebration K-8
Remarks: Virtually Staged. Walk through the front door and the space opens up — nearly 1,300 square feet of first-floor living that feels larger than the number suggests, with natural light pouring in from every direction and a layout that flows easily from the foyer through the dining and living areas out to the screened porch. The home has all new window treatments and fresh paint throughout. The smart split floor plan keeps the primary suite separate from the secondary bedrooms for added privacy. The updated kitchen features white shaker cabinets, new stainless appliances, and a large pantry with room to actually stock up. The bathrooms have been refreshed, and the screened porch off the living room gives you a spot to settle in with morning coffee or wind down after a day out. Washer and dryer are included. Step outside and you're a few feet from the community pool and the tennis and pickleball court. Zoned for short-term rental, this one is ready to drop straight into an investor's portfolio, or settle into as a primary home or seasonal getaway. Location is the headline here. You're ten minutes from Walt Disney World, eight minutes from Sunset Walk dining and entertainment, seven minutes from H2O Live water park, and twenty-five minutes from Universal Studios. US-192 and I-4 are right there, putting every Central Florida attraction inside an easy drive. For STR investors targeting the Disney crowd, the math here writes itself. The HOA covers exterior maintenance including the roof. Three bedrooms, two baths, pool-and-court views, STR-ready, ten minutes from the Magic. Come see it.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Brad Young (407-897-5400)
4577 CABELLO LOOP, KISSIMMEE, FL 34746
$780,000134 Days on yellowkey MLS ID: O6377814
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3451 Built: 2019Monthly Fee: $431 Tax: $10,844 (2025)Community: Bellavida Ph 2BSingle Family
Taxes:$10,844
Elementary School: Kissimmee Elem
Remarks: Welcome to 4577 Cabello Loop, an exceptional 6 bedroom, 6.5 bathroom property located in the highly desirable Bella Vida Resort in Kissimmee. Built in 2019 and purchased directly from the builder, this home has been lightly and occasionally used by owners who reside abroad, resulting in an immaculate, like-new condition. Designed for both comfort and short-term rental appeal, the home features six spacious en-suite bedrooms, plus a convenient half bathroom on the first floor with access to the pool area. The open-concept living space is enhanced by high ceilings and abundant natural light, creating a bright and welcoming atmosphere. The owners further elevated the property with modern upgrades, including high-gloss marble-style ceramic tile flooring, a large kitchen island with seating, and contemporary finishes throughout. The kitchen flows seamlessly into the dining and living areas, ideal for entertaining large groups. Step outside to your private screened-in pool, complete with BBQ grill and outdoor dining area—perfect for enjoying Florida living year-round. The backyard backs onto a peaceful wooded area, offering privacy with no rear neighbors or foot traffic. All bathrooms feature spacious walk-in glass box showers, a highly desirable feature for guests and extended stays, the primary bedroom ensuite features shower heads on both sides. Bella Vida Resort offers gated security, clubhouse, resort-style amenities, and a prime location just minutes from theme parks, shopping, dining, and major highways. This property is ideal as a high-performing vacation rental, second home, or primary residence. A rare opportunity to own a modern, well-maintained home in one of Kissimmee’s most sought-after resort communities. Schedule your showing today!
Listing is courtesy of: SOLARE REALTY LLC (407-460-1994)
Listing Agent: Yulli Okamura (407-928-1028)
3017 BONFIRE BEACH DR #203, KISSIMMEE, FL 34746
$264,000332 Days on yellowkey MLS ID: O6328165
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1667 Built: 2002Monthly Fee: $875 Tax: $3,783 (2024)Community: Runaway Beach Club CondoCondo
Taxes:$3,783
Remarks: Turn-key investment opportunity in one of Kissimmee’s premier short-term rental approved communities! This fully furnished 3-bedroom, 2-bath condo with a spacious loft (which can easily function as a 4th bedroom) offers 1,667 sq ft of comfortable living space and is currently operating as a successful vacation rental. One of the biggest advantages of this property is that it already has booked reservations through 2026, and those bookings are fully transferable to the new owner—allowing you to start generating income immediately. The property averages about 25 booked nights a month, producing up to $4,000+ a month in short-term rental income. If preferred, the unit can also be rented long-term for $2,000+ a month. Rental financials from August 2021 to present are available for review. The condo is being sold fully furnished, making it a true move-in or rent-ready investment, and it also includes a 2-year condo warranty for added peace of mind. Residents and guests enjoy access to excellent community amenities, including CABLE TV, INTERNET, WATER, TRASH SERVICE, RESORT-STYLE POOLS, FITNESS CENTER, INDOOR BASKETBALL COURT, PLAYGROUNDS, LAWN CARE, DISNEY SHUTTLE SERVICE, AND ACCESS TO CASTAWAY COVE ADVENTURE PARK. Located just minutes from Walt Disney World, Orlando International Airport, shopping, dining, and major attractions. This is an ideal opportunity for investors or second-home buyers looking for a proven income-producing property.
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Christopher Soto (407-402-1095)
1115 PROSPERITY AVE, KISSIMMEE, FL 34744
$474,00086 Days on yellowkey MLS ID: S5146235
REDUCED by $10,900 (2.2%) on 06/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2085 Built: 2003Monthly Fee: $46 Tax: $2,454 (2025)Community: Fortune LakesSpa: YesSingle Family
Taxes:$2,454
Elementary School: Mill Creek Elem (K 5)
Remarks: Welcome to this spacious 4-bedroom, 2-bath single-family home featuring a beautiful saltwater pool, located in the desirable Fortune Lakes community of Kissimmee. Built in 2003, this well-maintained property offers 2,085 sq ft of living space on an 8,233 sq ft lot, providing comfort, privacy, and convenience in a prime Central Florida location. This home features a split floor plan, generous living areas, and a layout ideal for both everyday living and entertaining. Recent upgrades include central A/C (2020), water heater (2024), new kitchen appliances, updated kitchen countertops, new carpet and flooring, and a wireless alarm system on all doors and windows. The home also offers a new roof, recently resurfaced pool and pool deck, an upgraded screened enclosure, and a saltwater pool system with a pool pump replaced approximately 2–3 years ago. Exterior features include a 2-car garage, stucco finish, and composition shingle roofing. Located just minutes from major highways, shopping, dining, schools, and medical facilities, this home provides excellent access to everything Kissimmee and Orlando have it. The Fortune Lakes/Remington area is known for its well-kept surroundings, nearby golf options, and strong community appeal. Original Owners.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Jackie San Pedro (407-346-8922)
1915 ACACIA DR, KISSIMMEE, FL 34758
$548,0002 Days on yellowkey MLS ID: S5151805
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3122 Built: 2007Monthly Fee: $133 Tax: $3,633 (2025)Community: Brighton LandingsSingle Family
Taxes:$3,633
Remarks: Welcome to this spacious and beautifully furnished 5-bedroom, 3.5-bathroom residence offering 3,122 square feet of thoughtfully designed living space where luxury meets everyday comfort. Featuring updated windows that enhance energy efficiency and fill the home with natural light, this move-in-ready property boasts an open-concept floor plan ideal for both entertaining and daily living. The stunning kitchen serves as the heart of the home with an oversized breakfast bar, stylish pendant lighting, stainless steel appliances, abundant cabinetry, and seamless flow into the dining area, which overlooks large windows and provides ample space for gatherings. The expansive great room offers elegant tile flooring, recessed lighting, ceiling fans, neutral tones, and a versatile layout perfect for relaxing or hosting guests. Extending the living space outdoors, the spacious screened Florida room provides a peaceful retreat with comfortable seating areas, ceiling fans, and expansive screened windows that invite refreshing breezes and serene views of the lush surroundings, perfect for enjoying morning coffee, entertaining friends, or unwinding in the evenings. Combining elegance, functionality, and the best of Florida living, this exceptional home is truly a place to call home. All measurements are approximate and should be independently verified.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-870-8388)
Listing Agent: Olga Gil-Serrano (407-914-7585)
305 MEDINA CT, KISSIMMEE, FL 34758
$275,00092 Days on yellowkey MLS ID: S5145744
REDUCED by $5,000 (1.8%) on 05/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1948 Built: 1986Monthly Fee: $100 Tax: $3,738 (2025)Community: Poinciana Village 01 Neighborhood 02Single Family
Taxes:$3,738
High School: Liberty High
Remarks: Welcome home to 305 Medina Court — a well-maintained 3-bedroom, 2-bath single-story gem nestled in the sought-after Poinciana Village community of Kissimmee. At $275,000 with a recent price cut, this is an exceptional opportunity for first-time buyers ready to stop renting and start building equity. The split floor plan offers 1,948 sq ft of thoughtfully designed living space, featuring soaring cathedral ceilings and an oversized 27x14 living room that feels open and airy from the moment you walk in. Tile floors run throughout the main areas, keeping things clean and easy to maintain. The kitchen — complete with all appliances included — opens directly to an impressive 31x9 enclosed screened patio with its own ceiling fan, perfect for morning coffee or weekend entertaining no matter the weather. The primary suite provides a true retreat with a walk-in closet and a private bath, while two additional bedrooms with ceiling fans offer flexible space for guests, a home office, or a nursery. The attached 2-car garage handles both parking and laundry, keeping your living areas clutter-free. Step outside and enjoy one of the largest yards in the neighborhood — a 9,801 sq ft lot giving you room to garden, play, or simply relax. Community amenities include a fitness center, pool, and playground, all covered under a low $100/month HOA that also includes cable TV. Best of all, this home is eligible for FHA, VA, or Conventional financing — making it accessible no matter where you are in your homebuying journey. Move-in ready and priced to sell. Schedule your showing today.
Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)
Listing Agent: James Williams Iii, Pa (321-402-6261)
665 STERLING DR, KISSIMMEE, FL 34758
$270,00040 Days on yellowkey MLS ID: G5111742
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1775 Built: 1994Monthly Fee: $100 Tax: $2,238 (2025)Community: Poinciana Village 01 Neighborhood 03 WestSingle Family
Taxes:$2,238
Remarks: Move-in ready and full of charm, this 3-bedroom, 2-bath home in Poinciana Village is the opportunity buyers have been waiting for. Step inside to a bright, functional layout that feels welcoming from the moment you walk in, offering comfortable everyday living with an easy flow for entertaining. The front of the home features beautiful, established planters that add unique character and are perfect for a buyer who enjoys gardening or simply wants standout curb appeal. Out back, the fully fenced yard provides privacy and plenty of space to relax, play, or host gatherings, truly extending your living area outdoors. Conveniently located near shopping, dining, schools, and everyday essentials, this home is tucked into a residential neighborhood while still keeping you connected to everything Central Florida has to offer. You are approximately 30–40 minutes to Disney and the attractions, about 45 minutes to Orlando International Airport, and roughly an hour to Florida’s beautiful east coast beaches. International Drive, major roadways, and entertainment hubs are all within reach, making this a strong location for both everyday living and long-term value. With summer right around the corner, this is the perfect time to settle in and start enjoying the Florida lifestyle—sunny days, weekend getaways, and evenings in your own backyard. This home qualifies for all types of financing, making it an excellent option for first-time buyers, downsizing, or investment. Homes that are clean, move-in ready, and offer this kind of outdoor space and character do not last. Schedule your private showing today and come see why this one feels like home the moment you arrive.
Listing Agent: Sunshine Callahan (407-353-9931)
KISSIMMEE, FL 34743
$355,00022 Days on yellowkey MLS ID: O6410360
REDUCED by $12,900 (3.5%) on 06/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1132 Built: 2001 Tax: $4,050 (2025)Community: Bvl Unit 3Single Family
Taxes:$4,050
Elementary School: Boggy Creek Elem (K 5)
Remarks: Welcome to this beautifully maintained and modern home located in the heart of Kissimmee! This move-in ready property offers the perfect combination of comfort, style, and convenience. Featuring spacious living areas, an updated and well-kept interior, and a functional layout ideal for everyday living and entertaining. Centrally located just minutes from major highways, shopping centers, restaurants, schools, hospitals, theme parks, and Orlando’s top attractions. Whether you are looking for a primary residence, vacation home, or investment opportunity, this property is a fantastic choice. Enjoy the convenience of living close to everything while still having the comfort of a peaceful residential community. Don’t miss this incredible opportunity!
Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)
Listing Agent: Marcia Huerta (407-714-1638)
1550 REGAL OAK DR, KISSIMMEE, FL 34744
$470,00030 Days on yellowkey MLS ID: S5150034
REDUCED by $10,000 (2.1%) on 06/09/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2312 Built: 1983 Tax: $3,426 (2025)Community: Regal Oak Shores Unit 4Single Family
Taxes:$3,426
Remarks: Welcome to this beautifully maintained 4 bedroom, 2 bathroom pool home located in the established community of Regal Oak Shores in Kissimmee, Florida. Situated on a spacious oversized lot surrounded by mature oak trees, this property offers privacy, tranquility, and the charm that is hard to find in newer developments. The home features a resurfaced saltwater pool completed in 2026 with warranty, solar panels installed in 2018 that will be fully paid off at closing allowing the new homeowners to enjoy extremely low to nearly zero electric bills, a hybrid water heater, two interior brick fireplaces, an updated kitchen perfect for entertaining, and abundant natural light throughout. Major upgrades include a roof replaced in 2016, AC system updated in 2018, water heater replaced in 2019, drain field replaced in 2018, Hardie board siding installed in 2019, brick sealed in 2021, new pool pump installed in 2022, saltwater system added in 2025, garage door opener and springs replaced in 2024, soffit replacement, and tile flooring throughout the home, providing peace of mind for years to come. Ideally located near the Florida Turnpike, shopping, restaurants, hospitals, Orlando International Airport, and Central Florida’s world famous theme parks, this home offers the perfect combination of comfort, convenience, and long term value.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Maria Santacruz (407-552-8213)
3009 SEA PLANE LN, KISSIMMEE, FL 34747
$399,99923 Days on yellowkey MLS ID: S5150143
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1283 Built: 2018Monthly Fee: $197 Tax: $5,223 (2025)Community: Rolling Oaks Ph 5Spa: YesSingle Family
Taxes:$5,223
Elementary School: Westside Elem
Remarks: FULLY FURNISHED!!! This Margaritaville Resort beauty is amazing and has the Ethan Allen Furniture Package. Your back patio has a PERSONAL HOT TUB. With 2-bedrooms, 2.5-baths, it is the perfect blend of luxury, comfort, and unforgettable full-time or vacation living. Inside you'll find an inviting open-concept floor plan with upgrades throughout, including wood-look ceramic tile flooring, over- and under-cabinet lighting, and custom backsplash and island kickplate tiling in the kitchen. The open living area has in-ceiling speakers, a Klipsch soundbar, Samsung Frame TV, and a queen sleeper sofa for extra guests. Each of the two spacious bedrooms has a large flat screen TV and its own private ensuite bathroom, providing comfort and privacy for owners and guests alike. The primary suite has a walk-in closet and its own balcony for morning views and coffee, and the second bedroom also has its very own balcony as well, making it the perfect place to unwind while enjoying breathtaking views. Your back patio is designed for ultimate outdoor living. You can enjoy the tranquil park views or relax in your very own hot tub. Your patio area is ideal for entertaining or relaxing after a day at work or the fun day at the parks with a patio table, chairs and sun loungers, giving you endless possibilities to create your own private oasis. Whether you’re looking for a luxury vacation home, investment property, or a personal retreat, this rare offering delivers the best resort-style living just minutes from world-class attractions, dining, and entertainment. Sunset Walk is located within the resort and is filled with a ton of restaurants, a movie theater, live entertainment, and more. The resort also has H20 Waterpark and a ton of retail which is ALL walkable from this home. HOA and The Fins Up Club cover daily trash removal, internet, cable, phone, pest control, landscaping, free resort shuttle, shuttle to parks, resort pools, and fitness center.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Nikki Felix (916-765-9564)
8838 CORAL PALMS CT #A, KISSIMMEE, FL 34747
$189,90033 Days on yellowkey MLS ID: O6406600
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1168 Built: 1994Monthly Fee: $347 Tax: $2,766 (2025)Community: Palm Villas CondoCondo
Taxes:$2,766
Remarks: Have you visited Orlando so much that you thought it would simply make more sense to have your own condominium here, well you're correct! 8838 Coral Springs is just that: a "lock & leave" style home that gives you full peace of mind when you're not here, and the true convenience of having a home away from home. Located minutes away from Disney World Resort & Parks, Universal Studios & H2O Waterpark, and 45 minutes from each coast....there is no shortage of places to visit. Located on the 1st floor, this fully furnished three-bedroom, two-bathroom unit doesn't have one stitch of carpet, and offers a 3-way split floor-plan, making it the ideal layout for larger families or guests who want privacy, with the primary bedroom positioned in the rear of the house. Neutral colored laminate flooring and tile cover the entire space wall to wall, while there is a separate space for your family room and dining room, both adjacent to your open kitchen. Do you like enjoying a morning cappuccino or an evening cabernet, well imagine doing that on your own private (screened-in) patio with the backdrop of the conservation immediately behind you... tranquility at its finest! Palm Villas is an amenity-rich community with a pool, tennis courts, a picnic area, fitness center and much more. Don't you believe that you finally deserve to own a home in Orlando in 2026?
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Steven Horner (321-226-8499)
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