Location: Kissimmee
Do Not Show Listings
1336 E LAKE SHORE BLVD, KISSIMMEE, FL 34744
$354,99983 Days on yellowkey MLS ID: A4691089
0 Days Off yellowkey (back on 7/13/2026)
REDUCED by $5,000 (1.4%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1450 Built: 1963 Tax: $2,633 (2025)Community: Ocean Gulf Estates Sec 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,633
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: This 3 bed/2 bath home offers 1,400 sq ft of practical living space on a spacious 0.34-acre lot, directly across the street from Lake Toho for added lifestyle appeal. The main living areas feature durable LVT flooring, while the kitchen includes wooden cabinetry, laminated countertops, stainless steel appliances, and a granite top breakfast bar for everyday convenience. Bedrooms also feature LVT flooring and built-in double door cabinets, with both bathrooms offering tile flooring, under sink storage, and medicine cabinets. A dedicated laundry room adds functionality. Outside, the property includes a 2-car garage, front patio, and a wide, fenced backyard ideal for gardening or gatherings. Enjoy a covered swimming pool with lanai for year-round use, plus a storage shed for additional space. A well-rounded property offering solid features, outdoor space, and a prime location.
Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)
Listing Agent: Scott Fader (248-294-7850)
1556 HEATHER WAY, KISSIMMEE, FL 34744
$320,00075 Days on yellowkey MLS ID: O6404040
REDUCED by $20,000 (5.9%) on 05/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1577 Built: 1976 Tax: $3,121 (2025)Community: Heather OaksSpa: NoSingle Family
Taxes:$3,121
Elementary School: Mill Creek Elem (K 5)
High School: Gateway High School (9 12)
Middle School: Denn John Middle
Remarks: Welcome to you Kissimmee home located in Heather Oaks, this spacious 3-bedroom, 2-bath home offers great potential for the right buyer. Enjoy a private in-ground pool, perfect for Florida living, along with recent upgrades including a new roof and recent garage door with opener. The home features a functional layout with plenty of space throughout. The Kitchen is the center of this home that will make family time a delight. Conveniently situated near schools, shopping, dining, and major roadways. While it could use some updating, the price reflects the opportunity to customize and add value. The back yard is huge; it is fenced and will definitely be great for summer BBQ cookouts and pool parties. Make your appointment to see this home today and get ready to customize it to your taste.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Veronica Davis-Lee (407-571-3615)
2613 SPRING HILL DR, KISSIMMEE, FL 34743
$399,90044 Days on yellowkey MLS ID: FC318949
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1886 Built: 1996Monthly Fee: $31 Tax: $5,519 (2025)Community: Quail Ridge Ph 2Single Family
Taxes:$5,519
Remarks: Welcome to this gorgeous 4-bedroom, 2.5-bath pool home located in the desirable Quail Ridge community of Kissimmee. Tucked away in a quiet HOA neighborhood, this beautifully maintained residence offers the perfect blend of space, comfort, and convenience. Step inside to discover a spacious floor plan designed for both everyday living and entertaining. Outside, enjoy your own private backyard oasis featuring a fully enclosed screened pool, perfect for relaxing year-round in the Florida sunshine. Ideally situated just minutes from Osceola Parkway and approximately 15 minutes from Orlando International Airport, this home offers easy access to world-class attractions, shopping, dining, major highways, and everything Central Florida stands for. Whether you’re looking for a primary residence, vacation retreat, or investment opportunity, this exceptional property checks all the boxes. Schedule your private showing today and experience the best of Kissimmee living!
Listing is courtesy of: REALTY ONE GROUP ENGAGE (772-678-2099)
Listing Agent: Debra Parker (772-678-2099)
3470 BEAU RD, KISSIMMEE, FL 34746
$284,00079 Days on yellowkey MLS ID: O6402599
5 Days Off yellowkey (back on 7/8/2026)
REDUCED by $5,000 (1.7%) on 06/18/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2035 Built: 2019Monthly Fee: $270 Tax: $4,587 (2025)Community: Bella ParcTownhouse
Taxes:$4,587
High School: Liberty High
Middle School: Bellalago Charter Academy (K-8)
Remarks: Welcome to modern living in the sought-after Bella Parc community in Kissimmee! This beautifully designed 4-bedroom, 3-bathroom contemporary townhome offers the perfect blend of style, comfort, and convenience. Step inside to find tile flooring throughout the first floor, creating a clean and cohesive living space ideal for both everyday living and entertaining. The heart of the home is the spacious kitchen, featuring a large center island, sleek stainless steel appliances, and a layout that flows seamlessly into the living and dining areas. Upstairs, retreat to a generously sized primary bedroom that offers plenty of space to relax and unwind. With well-appointed secondary bedrooms and three full bathrooms, this home provides flexibility for families, guests, or a home office setup. Enjoy the added convenience of a 2-car garage and a contemporary elevation that enhances curb appeal. Bella Parc is a gated community offering residents access to a refreshing community pool, perfect for enjoying Florida living year-round. Ideally located just minutes from shopping, dining, and everyday essentials, and situated directly behind Valencia College Osceola Campus, this home delivers both accessibility and lifestyle.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Gea Gomez (877-366-2213)
2126 BLACKSTONE LANDING DR, KISSIMMEE, FL 34758
$384,90088 Days on yellowkey MLS ID: O6399765
4 Days Off yellowkey (back on 6/18/2026)
REDUCED by $10,100 (2.6%) on 06/04/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2200 Built: 2004Monthly Fee: $42 Tax: $4,117 (2025)Community: Blackstone Landing Ph 1Single Family
Taxes:$4,117
Remarks: Welcome to this beautifully updated 4-bedroom, 2.5-bath home located in the desirable Blackstone Landing community in Kissimmee! This move-in-ready property has been thoughtfully upgraded throughout, offering peace of mind and modern style. Enjoy a brand new roof (2025), newly renovated kitchen (2025) featuring contemporary finishes, and new flooring upstairs (2025) that adds a fresh, clean feel to the home. The first floor showcases sleek epoxy flooring (2025), combining durability with a modern aesthetic. A newer A/C system ensures year-round comfort. The spacious layout provides plenty of room for both everyday living and entertaining, with well-sized bedrooms and functional living spaces designed for today’s lifestyle. Located in a well-established community, this home offers convenience at its best—just minutes from major highways, shopping centers, dining, and everyday essentials, making commuting and daily errands a breeze. Don’t miss the opportunity to own a fully upgraded home in one of Kissimmee’s most convenient locations—schedule your private showing today!
4286 ST THOMAS WAY, KISSIMMEE, FL 34758
$226,99029 Days on yellowkey MLS ID: O6417415
REDUCED by $5,000 (2.2%) on 06/19/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1562 Built: 2026Monthly Fee: $429Community: Westview 27 VillasTownhouse
Taxes:$0
Remarks: Under Construction. This new duplex-style Ventura offers convenient single-floor living for simple entertaining and multitasking. An inviting open-concept floorplan maximizes space and features direct access to the lanai for outdoor entertainment and leisure. A secluded study shares a hallway with a bedroom and full bathroom, and the lavish owner’s suite is tucked into a private rear corner, complete with an en-suite bathroom and walk-in closet. Lennar at Esplanade is a master-planned community in Poinciana, FL. This is an amenity-rich, safe gated community. Amenities include resort style swimming pool, dog park, clubhouse, pickle ball, bocce ball. 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)
3151 SUNSET WALK DR #502, KISSIMMEE, FL 34747
$434,999166 Days on yellowkey MLS ID: O6378552
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 829 Built: 2023Monthly Fee: $681 Tax: $6,327 (2025)Community: Sunset Walk Hotel Condo Ph 1Spa: YesCondo
Taxes:$6,327
Remarks: Turnkey investment opportunity in a fully operational condo-hotel located in the heart of Kissimmee’s most vibrant resort corridor. Unit #502 at 3151 Sunset Walk Dr offers the ideal combination of short-term rental income, professional management, and resort-style living, just minutes from Walt Disney World and Central Florida’s top attractions. This fully furnished unit is designed specifically for high-occupancy short-term rentals, featuring a modern open layout, granite countertops, quality finishes, and hotel-style interiors that appeal to vacationers year-round. Ownership allows for personal use while maximizing income through established rental programs. The community delivers full resort amenities, including: Resort-style pool & lounge areas Fitness center & spa services On-site restaurants, bars, and entertainment venues Concierge & guest services Retail shops & walkable promenade High-demand tourist location with constant foot traffic Located within Sunset Walk, one of the most dynamic entertainment districts in Central Florida, this property benefits from strong rental demand, proximity to theme parks, dining, shopping, and major highways — making it a high-performing asset for investors seeking cash flow and long-term appreciation. Ideal for investors looking for a hands-off, professionally managed short-term rental, a vacation property that pays for itself, or a diversified real estate portfolio addition in a proven tourism market. Low-maintenance. High demand. Strong income potential. Opportunities like this do not last.
Listing is courtesy of: PM ELITE REALTY LLC (407-749-3075)
Listing Agent: Jonathan Casique (407-734-8376)
4504 ALBERTO CIR, KISSIMMEE, FL 34746
$299,999447 Days on yellowkey MLS ID: O6300872
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1295 Built: 2007Monthly Fee: $385 Tax: $4,592 (2024)Community: Bellavida Ph 1Townhouse
Taxes:$4,592
Tax Year: 2024
Remarks: Get $2,000 toward closing costs when you finance with our preferred lender. Act now and move in faster! Townhome with Private Pool in BellaVida Resort – Ideal for Airbnb or Personal Use! Welcome to 4504 Alberto Circle – a beautifully furnished 3-bedroom, 2.5-bathroom townhome located in the community BellaVida Resort, one of Kissimmee’s most desirable short-term rental communities, in Central Florida. Whether you're looking to generate income through vacation rentals or enjoy it as your personal getaway, this home is a perfect fit. This spacious and well-maintained property features a comfortable open layout, a private outdoor patio area, and modern finishes throughout. The home is turnkey ready, offering everything your guests need to feel at home from day one. BellaVida is a gated community that offers resort-style amenities, including a clubhouse, fitness center, pool, spa, playground, and more — all just minutes from Walt Disney World, Universal Studios, restaurants, shopping centers, and walking distance to Walmart and Medieval Times. Don't miss this chance to own in one of the most popular vacation rental zones in Kissimmee! Schedule your showing today and start generating income tomorrow!
7549 SUNFLOWER CIR, KISSIMMEE, FL 34747
$419,9007 Days on yellowkey MLS ID: O6423503
1 Days Off yellowkey (back on 7/13/2026)
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 2044 Built: 2024Monthly Fee: $525 Tax: $5,459 (2025)Community: Summerville ResortTownhouse
Taxes:$5,459
Elementary School: VOYAGER K-8
High School: Celebration High
Middle School: West Side
Remarks: Under contract-accepting backup offers. Priced below the owner's purchase price, this home offers an incredible opportunity to gain instant value while owning a turnkey, income-producing property in one of Central Florida's most desirable resort communities. Welcome to this beautiful 2024-built townhouse in the highly desirable Summerville Resort! Offering 5 bedrooms and 5 full bathrooms, this move-in-ready home features an open-concept floor plan that's perfect for entertaining. Every bedroom has its own private bathroom, making it ideal for guests and maximizing rental potential. Built in 2024, the home includes all-new HVAC, commercial-grade tankless water heater, roof, plumbing, and electrical, along with quartz countertops, stainless steel appliances, a washer and dryer, fresh interior paint, and a spacious rear patio. Zoned for short-term rentals, this is an excellent Airbnb/income-producing opportunity just minutes from Walt Disney World, shopping, dining, and major attractions. Summerville Resort offers a pool, jacuzzi, fitness center, and clubhouse, making it the perfect vacation destination for owners and guests alike.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Jeffrey Osborn, Jr (407-221-7134)
2662 MAYAGUANA ST, KISSIMMEE, FL 34747
$249,990429 Days on yellowkey MLS ID: O6308205
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1187 Built: 2006Monthly Fee: $327 Tax: $3,751 (2024)Community: Crestwynd BayTownhouse
Taxes:$3,751
Middle School: Celebration K-8
Remarks: JUST REDUCED!!! Centrally located 3BD/3BTH townhome in a gated Kissimmee community just minutes from Disney and Orlando’s top attractions. Smart, flexible layout featuring a first floor bedroom and full bath, plus 2 upstairs bedrooms including a private primary suite. Enjoy a private patio with **no rear neighbors** for added privacy and outdoor relaxation. HOA covers lawn care, exterior maintenance, and roof for added convenience. Community amenities include pool, clubhouse, and playground. Ideal for investors seeking strong rental potential in a high demand location.
Listing is courtesy of: REAL ESTATE EMPIRE GROUP, INC. (305-592-1588)
Listing Agent: Carrie Castro, Pa (786-338-1050)
2563 ASTER COVE LN, KISSIMMEE, FL 34758
$355,000104 Days on yellowkey MLS ID: S5147077
REDUCED by $10,000 (2.7%) on 07/13/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2084 Built: 2000Monthly Fee: $87 Tax: $6,225 (2025)Community: Aster Cove At Crescent LakesSingle Family
Taxes:$6,225
Remarks: PRICE REDUCED ! Great 4 bedroom 3 bath home in a gated community. Close to the schools. Split floorplan, built-in entertainment center.
Listing is courtesy of: MBT HOMES (407-569-5884)
Listing Agent: Pascale Trosch (407-791-6319)
311 PENDANT CT, KISSIMMEE, FL 34747
$639,999364 Days on yellowkey MLS ID: O6318931
REDUCED by $20,000 (3.0%) on 07/13/2026
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3317 Built: 2016Monthly Fee: $777 Tax: $8,592 (2024)Community: Reunion West Ph 1 EastSingle Family
Taxes:$8,592
Remarks: *** HUGE PRICE IMPROVEMENT *** Welcome to this Luxurious Vacation Home Near Disney with Premium Upgrades. Located in the highly sought-after Reunion West community, just 6 miles from Walt Disney World® and close to Universal Studios, SeaWorld, and championship golf courses by Palmer, Watson, and Nicklaus, this exceptional 6-bedroom, 6.5-bathroom estate, (one bedroom is being used as an office) is the ultimate vacation getaway or investment opportunity. Fully furnished and professionally designed, this home features a spacious, open-concept layout ideal for entertaining or relaxing. The interior boasts upgraded wood-look tile flooring on the main level and in all bathrooms, rich dark laminate wood flooring throughout the rest of the home—no carpet anywhere! Check out the Star Wars-themed home theater with upgraded seating for immersive entertainment. Home to your very own fantasy worlds with two custom-themed bedrooms designed to enchant guests of all ages—one capturing the magic of Frozen, the other bringing the excitement of Oga’s Cantina from Disney’s Star Wars: Galaxy’s Edge to life! Just look at those textured walls!! Functional upgrades include an oversized Samsung Flex washer and dryer, five interior locking owner’s closets for secure storage, additional washer dryer hook ups in owner's suite, and a high-end epoxy finish on the garage floor with practical storage shelving. Green energy and tech-forward features include a free and clear 18KW solar system leading to minimal electric bills, Level 2 EV charger to effortlessly and conveniently charge your electric vehicles, and ARLO security cameras for additional security and peace of mind. Whether its been a thrilling day at the parks, shopping at the outlets or getting in 18 holes of golf - take a well-deserved break in your own private gas heated pool and spa—an ideal retreat to relax and recharge. Whether you're soaking in the spa under the stars or lounging poolside with a cool drink, it's the perfect way to unwind. The extended patio nearly doubles the standard size, with premium Gran Floridian patio furniture. Eastern exposure providing shaded evenings, and NO REAR NEIGHBORS for added privacy. If you're not ready for the fun to end, head over to the RESORT STYLE clubhouse and waterpark, where the little ones can splash and play while adults enjoy a drink or two by the pool. As part of Club Encore at Reunion West, enjoy exclusive access to world-class amenities: a 5-acre water park with lazy river and water slides, three signature golf courses, tennis and pickleball courts, over 10 resort pools, a modern fitness center, on-site dining, daily activities and complimentary shuttle service to Walt Disney World®. Whether you're seeking a short-term rental investment property, a second home, or a luxurious retreat in the heart of Central Florida, this one-of-a-kind property offers unmatched comfort, style, and value. Buy with confidence as ONE YEAR Home Warranty offered by Seller
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: David Gilmore (407-435-0010)
3032 PRELUDE LN, KISSIMMEE, FL 34746
$776,00048 Days on yellowkey MLS ID: S5150542
REDUCED by $16,000 (2.0%) on 06/30/2026
Bed: 6 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3294 Built: 2019Monthly Fee: $249 Tax: $8,126 (2025)Community: Storey Lake Ph I-3BSpa: NoSingle Family
Taxes:$8,126
Elementary School: Floral Ridge Elementary
Middle School: Kissimmee Middle
Remarks: Impressive 6 bedroom upgraded smart home in gated Residential community with pool minutes away from theme parks. This beautiful 3,294-square-foot residence in Reflections Storey Lake sits on a premium corner lot and is just 7 miles from Disney. Your new home includes: scenic backyard views, large pool, three full bathrooms, office space, utility space, and an upstairs laundry room. It features a professionally maintained heated saltwater pool, a large screened patio with a 230V box for a hot tub, professionally landscaped grounds with privacy fencing and wetland preserve views. Upgrades include a paver driveway and porch, smart lighting, climate control, security, garage door automation, upgraded first-floor tile, mini-split in the tandem garage bay, Ox Floor sealed garage bays, upgraded glass walk-in shower, ceiling fans in every bedroom/living area, and laminate flooring with crown molding in the primary bedroom. The low HOA price of $248.78/month includes community gym, pool, playground, internet, garbage/recycling disposal, and dog park. This property is well-suited for long-term rental opportunities given its location to the theme parks, area amenities, and low vacancy rates. Always conduct thorough due diligence prior to making any investment decisions. This can be your next dream home or long term investment property! Selling realtor has personal interest in property.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Glenn Randall (407-760-1009)
8424 CRYSTAL COVE LOOP, KISSIMMEE, FL 34747
$249,90069 Days on yellowkey MLS ID: O6404613
REDUCED by $10,100 (3.9%) on 07/13/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1291 Built: 2003Monthly Fee: $305 Tax: $3,501 (2025)Community: Emerald Island Resort Ph 2Townhouse
Taxes:$3,501
Elementary School: Westside Elem
Remarks: Welcome to 8424 Crystal Cove Loop, a stunning retreat in the heart of Kissimmee, FL, where comfort meets convenience just minutes from world-famous attractions. This beautifully maintained 3-bedroom, 2.5 bathroom home is nestled in the sought-after Emerald Island Resort community, offering an unbeatable combination of style, location, and amenities. Step inside to discover an open and airy floor plan bathed in natural light. The spacious living area flows seamlessly into a well-appointed kitchen featuring newer Whirlpool stainless steel appliances, and plenty of cabinet space—perfect for whipping up family meals or entertaining guests. Also included is an all new LVP flooring throughout, updated Rheem hot water heater, polywood balcony and a Nest Doorbell. The master suite is a true sanctuary, complete with a private en-suite bathroom and walk-in closet, while additional bedrooms provide ample space for family or visitors. The HVAC system is new in 2025, with UV light system and WIFI thermostat. Outside, you’ll find your very own slice of paradise. The lanai and view of the community pool make for the ultimate spot to unwind after a long day, whether you're soaking up the Florida sunshine or enjoying a quiet evening under the stars. The home also comes fully furnished, making it an ideal turn-key opportunity for investors or families seeking a vacation home. As part of Emerald Island Resort, you’ll have access to incredible amenities, including a clubhouse, heated community pool, fitness center, tennis courts, and playgrounds—not to mention 24-hour gated security for peace of mind. Located just a short drive from Disney, shopping, dining, and entertainment, this property truly has it all. Don’t miss your chance to own this gem in one of Central Florida’s premier communities. Schedule your private showing today and start living the Florida dream!
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Jill Kline Royka Kline (330-715-1740)
4736 BLUE DIAMOND ST, KISSIMMEE, FL 34746
$659,900205 Days on yellowkey MLS ID: O6367485
Bed: 8 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3648 Built: 2014Monthly Fee: $204 Tax: $7,180 (2023)Community: Crystal Cove ResortSpa: YesSingle Family
Taxes:$7,180
Tax Year: 2023
Remarks: ully furnished 8-bedroom, 5-bathroom single-family home with 3,648 sqft, located in the desirable Crystal Cove Resort, part of the Terra Verde community in Kissimmee. This spacious property features an open floor plan, private screened pool, generous living and dining areas, and a functional layout ideal for large families or investment use. The home is offered fully furnished and equipped, providing a true turnkey opportunity. Crystal Cove Resort offers excellent amenities including a clubhouse, community pool, playground, and common areas, with easy access to major highways, theme parks, shopping, dining, and Orlando International Airport. Well-positioned within a strong short-term and long-term rental market, this property combines space, comfort, and community lifestyle in one of Kissimmee’s most sought-after resort-style neighborhoods.
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Pedro Vieira Neto (407-865-1672)
7524 BLISS WAY #7524, KISSIMMEE, FL 34747
$319,5002 Days on yellowkey MLS ID: O6424508
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1808 Built: 2007 Tax: $3,949 (2025)Community: OakwaterCondo
Taxes:$3,949
Remarks: TURNKEY & FULLY FURNISHED—JUST BRING YOUR SUITCASE! Welcome to one of the largest condominium floor plans in Oak Water Resort, offering 3 bedrooms, 2.5 bathrooms, and 1,808 square feet of comfortable living space. Short-term rentals are permitted, making this an exceptional opportunity as a vacation home, income-producing investment property, second home, or primary residence. Located in the highly desirable Kissimmee resort corridor, just minutes from Walt Disney World and Central Florida's premier attractions, this property places you in one of the area's most sought-after vacation destinations. Enjoy convenient access to shopping, dining, golf, entertainment, and major highways, making it an ideal choice for both personal enjoyment and excellent rental potential. The open-concept floor plan is designed for comfortable living and entertaining. The kitchen features granite countertops, stainless steel appliances, decorative tile backsplash, a large center island, and a new microwave installed in March 2026. The spacious living, dining, and breakfast areas provide plenty of room to gather with family and guests, while ceramic tile flooring throughout the first floor offers both style and easy maintenance. The upstairs owner's suite includes a walk-in closet and private en-suite bath with a walk-in shower. Two additional fully furnished bedrooms share a second full bathroom, and the conveniently located second-floor laundry room includes a full-size washer and dryer. Recent improvements include a new HVAC system installed in June 2026, updated electronic thermostat, video doorbell, ceiling fans, and an expanded outdoor patio, adding comfort, convenience, and value. Relax on the screened, covered lanai overlooking beautifully landscaped tropical gardens and scenic walking paths throughout the community. Residents and guests enjoy outstanding resort-style amenities within this gated community featuring overnight roving security personnel, including a heated lagoon-style swimming pool, spa, fitness center, clubhouse, game room, tennis and basketball courts, splash pad, playground, sand volleyball court, and beautifully maintained grounds. The monthly condominium fee delivers exceptional value, covering high-speed internet, cable TV, pest control, and access to all community amenities and recreational facilities, including the resort-style pool, fitness center, clubhouse, sports courts, and common area maintenance—making ownership simple, convenient, and cost-effective. Whether you're searching for a Kissimmee vacation home, a Disney-area short-term rental, a Florida investment property, or a low-maintenance primary residence, this exceptional condominium offers the flexibility, location, and lifestyle today's buyers are looking for. Book your private showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Chris Bunnell (321-287-4230)
2665 TRIUMPH WAY, KISSIMMEE, FL 34746
$313,00068 Days on yellowkey MLS ID: S5149504
REDUCED by $2,000 (0.6%) on 07/13/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1350 Built: 2014Monthly Fee: $435 Tax: $4,020 (2025)Community: Regal Oaks At Old TownSpa: YesTownhouse
Taxes:$4,020
Remarks: Excellent investment opportunity in the gated resort-style community of Regal Oaks. This fully furnished 2-bedroom, 2.5-bath townhome is Airbnb-ready and has a strong history of successful short-term rental income. Ideally located near Disney, Old Town, and Fun Spot, this property consistently attracts vacationers looking for comfort, location, and resort amenities. Features include an open-concept floor plan, granite countertops, stainless steel appliances, tile flooring, private screened lanai with hot tub, and two spacious en-suite bedrooms. One of the most desirable locations in the community with peaceful courtyard and garden views. Regal Oaks offers resort-style amenities including a lakefront pool, water slides, hot tubs, tennis courts, fitness center, clubhouse, restaurant, and poolside bar. Turnkey investment with excellent income potential in one of Central Florida’s top vacation rental areas.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Mouna Hilali (267-974-9763)
5283 LONESOME DOVE DR, KISSIMMEE, FL 34746
$389,00022 Days on yellowkey MLS ID: O6417737
2 Days Off yellowkey (back on 7/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1377 Built: 1992Monthly Fee: $10 Tax: $2,005 (2025)Community: Indian Wells Unit 8Spa: NoSingle Family
Taxes:$2,005
Elementary School: Island Village Elementary School
Remarks: Under contract-accepting backup offers. WATER VIEW LOT l SCREEN ENCLOSED POOL l FRESH INTERIOR & EXTERIOR PAINT l ROOF 2020 l NEW CARPET IN BEDROOMS l NEW BLINDS THROUGHOUT l NEW GARAGE DOOR l SHORT-TERM RENTALS ALLOWED. Enjoy Florida living in this well-maintained 3-bedroom, 2-bath home featuring a screened pool, peaceful backyard water views and a flexible location near Orlando’s major attractions. Whether you are searching for a primary residence, vacation home, long-term rental or short-term rental opportunity, this property offers comfort, convenience and versatility. Step inside to an open floor plan with the living room at the center of the home, a dining area to the right, and a kitchen with a center island that overlooks the main living spaces. Sliding glass doors from the kitchen lead directly to the screened pool area, creating an easy indoor-outdoor flow for relaxing and entertaining! The primary suite is just off the living room and features private access to the pool area, a spacious walk-in closet, and a double pocket door separating the bedroom from the bathroom for added privacy. Tile flooring runs throughout the living areas and kitchen, while brand-new carpet adds comfort to the bedrooms. Down the hall, two additional bedrooms share a guest bathroom, including one bedroom with an oversized double closet that provides plenty of storage. Outside, the screened pool overlooks the water, offering a peaceful setting. The home has a 2-car garage for parking, storage, and laundry. Optional HOA amenities include a community pool, playground, basketball court, and tennis courts. Conveniently located between SR 535 and Osceola Parkway, you'll be about 8 miles from Disney, 7 miles from SeaWorld, and 12 miles from Universal. Publix and Walmart are 1 mile away, with tons of dining, shopping, and entertainment options nearby. Schedule your private showing today!
Listing is courtesy of: MEP REALTY INVESTMENTS LLC (407-992-9155)
Listing Agent: Mary Walason (321-274-6724)
3321 WHITESTONE CIR #102, KISSIMMEE, FL 34741
$249,00014 Days on yellowkey MLS ID: O6421222
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1495 Built: 2006 Tax: $4,371 (2025)Community: Flora Ridge Condo Ph 6 Bldg 13Condo
Taxes:$4,371
Remarks: Location, Location ,Location !!! Flora Ridge condominium Beautiful Apartment 3 Bedroom 2bathroom 1st floor Unit with convenient Elevator Access community pool ,club house . features Open Floor plan with Modernized Kitchen with breakfast bar, throughout ceramic Flooring .In the main living and dining spaces, ceiling fans ,Screened Balcony for enjoy the sunset with families and friends. all appliances included. Gate community with virtual guard , No short-term rentals. this is good deal for long term, community parking is available with Covered spaces Close to Loop shopping restaurants. Theme parks SELLER MOTIVATED don't wait. Schedule your private showing today.
Listing is courtesy of: CENTRAL REALTY GROUP AND PROPERTIES (407-582-9011)
Listing Agent: Bernardino Castorani (407-582-9011)
7755 GRASSENDALE ST, KISSIMMEE, FL 34747
$599,90083 Days on yellowkey MLS ID: O6396993
REDUCED by $15,100 (2.5%) on 07/13/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 1824 Built: 2007Monthly Fee: $171 Tax: $6,149 (2025)Community: Windsor Hills Ph 6Spa: YesSingle Family
Taxes:$6,149
Remarks: Welcome to 7755 Grassendale Street! This TURNKEY, well-maintained 4-bedroom, 4-bath home is move-in ready and ideal as a primary residence or short-term vacation rental. The open-concept layout features a large foyer, spacious dining area, family room, and a well-appointed kitchen with stainless steel appliances, granite countertops, breakfast bar, and nook. All bedrooms feature luxury vinyl plank flooring and are tastefully themed, while the main living areas are tile. The converted 2-car garage (2021) is air-conditioned and serves as an entertainment space with a home theater, gaming consoles, and a sit-down arcade game. Step outside to the covered lanai and enjoy the refurbished (2022) pool and spa—perfect for relaxing in the Florida sun. The community offers a 24-hour guard-gated entrance and resort-style amenities, including a 10,000 sq. ft. clubhouse, lagoon-style pool with water slides, fitness center, movie theater, sports courts, playground, and walking trail. Conveniently located minutes from Disney, with dining, shopping, and everyday essentials nearby. This truly is a MUST SEE home!
Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)
Listing Agent: Greg Lowe (407-256-7035)
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