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$270,000
3 Beds ⋅ 3 Baths ⋅ Dimora Park Condo SubDv. ⋅ 34741 Zip Code
Welcome to 2124 Penny Ln, your new home in the heart of Kissimmee! This beautifully designed 4-bedroom, 2.5-bathroom residence offers the perfect combination of comfort, style, and convenience. The home showcases a modern kitchen with granite countertops, spacious living areas, and durable vinyl flooring balanced with cozy carpet in the bedrooms. The HOA provides WiFi, cable, pest control, and HVAC filter service, giving you added value and peace of mind. Nestled in the sought-after Dimora Park gated community, you’ll enjoy access to a sparkling pool, manicured green spaces, and secure entry. With easy access to John Parkway, Osceola Parkway, and major highways, you’re just minutes from shopping, dining, schools, and Orlando’s world-class attractions. Publix is a short walk away for everyday convenience. Highlights: 4 Bedrooms | 2.5 Bathrooms Granite countertops & modern finishes HOA includes WiFi, cable, pest control & HVAC filters Community pool & green spaces Maximum of 2 vehicles (strictly enforced) Prime Kissimmee location near shopping, dining & theme parks ? Don’t miss the opportunity to own this incredible home — or expand your investment with a portfolio of 11 properties in Dimora Park available for $3.3MM.

2124 Penny Lane, Kissimmee
$1,100,000
Palm Park SubDv. ⋅ 34741 Zip Code
**COMMERCIAL LAND WITH BONUS INCOME PRODUCING PROPERTIES** IF YOUR'RE LOOKING FOR LAND THAT HAS **9 BONUS INCOME PRODUCING PROPERTIES** ON IT, LOOK NO FURTHER! THIS COMMERCIAL/MULTIFAMILY PARCLE CONTAINS 5 LOTS WITH SEVERAL PROPERTIES ON IT. IF YOU HAVE A VISION AND WANT TO INVEST IN THIS HIGHLY SOUGHT OUT AREA ON JOHN YOUNG PARKWAY , THIS DIAMOND IN THE ROUGH HAS ENDLESS POTENTIAL AND COULD MAKE YOU MORE THAN DOUBLE THE INCOME CURRENTLY COLLECTED WITH SOME TLC. LOCATED ON OVER 1 ACRE OF LAND ZONED FOR COMMERCIAL DEVELOPMENT/REDEVELOPMENT. CALL TODAY FOR MORE INFORMATION ON HOW YOU CAN OWN THIS ENTIRE PARCLE AND BECOME A LANDLORD AND FOR A BREAKDOWN OF THE INCOME.

809 N John Young Parkway, Kissimmee
$1,480,000
15 Beds ⋅ 16 Baths ⋅ Sonoma Resort At Tapestry Ph 2a SubDv. ⋅ 34741 Zip Code
Stunning 15-Bedroom Luxury Vacation Home Near Disney – Perfect for Large Groups & Investors! Welcome to this exquisite 15-bedroom, 16-bathroom vacation home, ideally located in the heart of Kissimmee’s premier tourist district—just minutes from Walt Disney World, Universal Studios, and top attractions! Key Features: - 6,249 sq. ft. of Luxury Living Space – Spacious single-family home built in 2023 – Modern finishes, high-end furnishings, and resort-style amenities - Private Swimming Pool & Heated Spa – Perfect for relaxation after a day at the parks - 15 Bedrooms – Each with en-suite bathrooms, ensuring comfort & privacy for large groups - Prime Rental Investment – High demand in Orlando’s vacation rental market with strong ROI potential - Close to Attractions – Disney, Universal, shopping, dining, and entertainment just minutes away This turnkey vacation home is ideal for investors seeking a high-income rental property or families looking for a luxurious retreat. Don’t miss this rare opportunity! Fully Furnished & Move-In Ready – Ideal for short-term rentals Gaming/Theater Room – Added appeal for family vacations Resort-Style Backyard – Pool, spa, outdoor seating, and BBQ area Zoned for Short-Term Rentals.

3800 Sonoma Boulevard, Kissimmee
$669,900
6 Beds ⋅ 7 Baths ⋅ Sonoma Resort At Tapestry Ph 1 SubDv. ⋅ 34741 Zip Code
Exceptional 6-Bedroom Vacation Home Near Disney Discover the perfect combination of luxury, comfort, and convenience in this stunning 6-suite residence, ideally located just minutes from Walt Disney World, world-class shopping, and top-rated schools. Designed for family and friends, this home features two master suites on the main level and five additional suites upstairs—ensuring privacy and comfort for all. Enjoy resort-style living with your own private pool, a fully equipped game room in the converted garage, and a dedicated home theater room for unforgettable movie nights. The spacious, open-concept floor plan includes a modern kitchen, premium finishes, and multiple indoor and outdoor entertainment spaces. Located in the sought-after Sonoma Resort, residents and guests have access to premium amenities including a luxury clubhouse, cabanas, resort-style pool, waterslide, tennis courts, and playgrounds. No minimum rental period allows for maximum flexibility—perfect as a personal vacation home or high-demand short-term rental investment. Built in 2015 and situated on a low-maintenance lot, this property offers the ultimate Orlando lifestyle—steps from shopping, dining, top schools, and just minutes from the magic of Disney. Schedule your private showing today!

2692 Calistoga Avenue, Kissimmee
$263,900
4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 3 SubDv. ⋅ 34741 Zip Code
Beautiful 2-Story Home in Gated Community – Great for Living, Vacation, or Rental Income This is a wonderful opportunity to own a fully furnished 2-story home located in a quiet, gated community with 24/7 security and great amenities. The home is in excellent condition and is currently being used as a short-term rental with a 5-star rating on Airbnb. It’s located in a very convenient area — just minutes away from Walmart, Disney parks, Highway 192, and Plaza del Sol. Whether you're looking for a permanent home, a vacation spot, or an investment property, this one offers a lot of value and flexibility. The home is already listed and performing well on Airbnb. If the buyer is interested, we’re happy to transfer the current and upcoming Airbnb bookings to make the transition smooth and help you start earning right away. Inside, the home is clean, spacious, and comes fully furnished, so it’s truly turn-key — ready for living or renting without any extra effort. The community offers plenty of amenities for guests and residents, including a swimming pool, clubhouse, gym, and more. It’s a safe, family-friendly neighborhood that’s also appealing to tourists due to its close proximity to major attractions. Whether you plan to live here full-time, use it as a vacation getaway, or continue running it as a short-term rental, this home is a smart choice in a great location.

4004 Santa Maria Drive Unit 101, Kissimmee
$720,000
10 Beds ⋅ 8 Baths ⋅ Sonoma Resort At Tapestry Ph 1 SubDv. ⋅ 34741 Zip Code
Great opportunity for INVESTORS! This is an Amazing Property for Short Term Rentals or for a Second Home. This luxury house with 10 bedrooms, 8 bathrooms, private pool, with a professional decoration. Located near Disney Parks and Disney Springs, SeaWorld, Universal Studios. Near Supermarkets and The Loop Mall (5 minutes) with restaurants, bars, fashion stores.

2613 Calistoga Avenue, Kissimmee
$325,000
3 Beds ⋅ 2 Baths ⋅ Golfside Unit 1 SubDv. ⋅ 34741 Zip Code
Price reduced! Beautiful Renovated Home with 3 Bedroom, 2 bathrooms. Also, there is an extra big room in garage that can be used as 4th Bedroom, family room or game room. Property has a new kitchen with wood cabinet and quartz countertop. This house has been painted in and outside. New cabinet and Mirror in Bathrooms were installed. New blind and more!

1021 Golfside Court, Kissimmee
$200,000
3 Beds ⋅ 2 Baths ⋅ Venetian Bay Village Condo Ph 2 SubDv. ⋅ 34741 Zip Code
Discover this beautifully maintained 3-bedroom, 2-bath townhome in the desirable gated community of Venetian Bay Village, centrally located in Kissimmee. This property offers great flexibility—ideal as a long-term residence or an income-generating short-term vacation rental. The open floor plan features a spacious living area, a convenient downstairs primary suite, and two additional bedrooms upstairs. Enjoy access to resort-style amenities including multiple pools, a clubhouse, fitness center, tennis courts, playgrounds, and more. Just minutes from Disney, shopping, and dining, this home combines comfort, convenience, and investment potential in one great package!

2219 San Vittorino Circle Unit 106, Kissimmee
$1,750,000
15 Beds ⋅ 17 Baths ⋅ Sonoma Resort At Tapestry Ph 2a SubDv. ⋅ 34741 Zip Code
Stunning 15-Bedroom Luxury Vacation Home Near Disney – Perfect for Large Groups & Investors! Welcome to this exquisite 15-bedroom, 16-bathroom vacation home, ideally located in the heart of Kissimmee’s premier tourist district—just minutes from Walt Disney World, Universal Studios, and top attractions! Key Features: - 6,249 sq. ft. of Luxury Living Space – Spacious single-family home built in 2023 on an 8,276 sq. ft. lot - Fully Renovated ($200,000+ in Upgrades!) – Modern finishes, high-end furnishings, and resort-style amenities - Private Swimming Pool & Heated Spa – Perfect for relaxation after a day at the parks - 15 Themed Bedrooms – Each with en-suite bathrooms, ensuring comfort & privacy for large groups - Prime Rental Investment – High demand in Orlando’s vacation rental market with strong ROI potential - Close to Attractions – Disney, Universal, shopping, dining, and entertainment just minutes away This turnkey vacation home is ideal for investors seeking a high-income rental property or families looking for a luxurious retreat. Don’t miss this rare opportunity! Fully Furnished & Move-In Ready – Ideal for short-term rentals Gaming/Theater Room – Added appeal for family vacations Resort-Style Backyard – Pool, spa, outdoor seating, and BBQ area Zoned for Short-Term Rentals – No restrictions on vacation rentals

3880 Sonoma Boulevard, Kissimmee
$3,500,000
Acreage & Unrec SubDv. ⋅ 34741 Zip Code
Lucrative Investment Opportunity – Turnkey 49-Room Motel in Kissimmee, FL Introducing an exceptional income-generating asset with Absentee Ownership – a recently renovated 49-room motel ideally located at 4121 W Vine St, Kissimmee, FL 34744. Every room has been updated since 2022, offering guests modern amenities and a fresh, contemporary feel. Property has consistently high occupancy rates year-round. Key Investment Highlights: Strong returns and healthy cash flow Prime Accessibility – Easy access from W Vine St Stable Income – Proven performance with minimal oversight This is a rare opportunity to acquire a well-positioned, turnkey hospitality asset in a high-demand market. Whether you're expanding your portfolio or entering the Florida lodging sector, this property is poised for continued success. Ideally positioned in the vibrant core of Kissimmee, this property offers exceptional access to Central Florida’s most popular destinations and amenities: Just 20 minutes drive from Disney World 30 minutes drive to Orlando International Airport Retail & Shopping Destinations: Plaza Del Sol – 5 minutes drive, featuring popular retail stores and dining options. Orlando Vineland Premium Outlets – 20 minutes drive, known for high-end brands and great deals. Strategically located with high visibility and an Annual Average Daily Traffic (AADT) of 50,509 vehicles, this property benefits from constant exposure and accessibility. With a proven track record of strong financial performance and recent renovations, this is a standout investment opportunity in one of Central Florida’s most dynamic and growing markets.

4121 W Vine Street, Kissimmee
$192,900
2 Beds ⋅ 2 Baths ⋅ Villas Del Sol At Kissimmee Condo SubDv. ⋅ 34741 Zip Code
Excellent CASH FLOW potential in one of Central Florida’s most desirable vacation rental areas!THE ONLY CONDO WITH A PRIVATE COVERED GARAGE IN A GATED COMMUNITY AVAILABLE ON THE MARKET RIGHT NOW! THIS IS THE ONLY 2 bedroom, 2 bath condo IN THIS AREA THAT comes with a 1 CAR GARAGE- adding $10,000 or more value, and CONVENIENTLY located on the 1st Floor! AIRBNB and SHORT TERM RENTAL ALLOWED!! OPEN FLOOR PLAN WITH LAUNDRY ROOM AND WALKIN CLOSETS. PRIME LOCATION, CONVENIENTLY LOCATED JUST MINUETS FROM DISNEY, THE LOOP WITH NUMBER OF RESTAURANTS, SHOPPING AND CINEMA. 2 POOLS, 2 HOT TUBS, FITNESS CENTER, CLUB HOUSE, PLAYGROUNDS AND TENNIS COURTS TO ENJOY AND MUCH , MUCH MORE !!! Tenant in place, excellent for immediate cash flow right from the start!!!

2216 Grand Cayman Court Unit 1415, Kissimmee
$693,000
6 Beds ⋅ 7 Baths ⋅ Sonoma Resort At Tapestry Ph 1 SubDv. ⋅ 34741 Zip Code
MOTIVATE SELLER! Beautiful luxury home located in the exclusive Sonoma Resort at Tapestry! This spacious property features 6 bedrooms and 6.5 bathrooms ( ALL bedrooms are ensuite) with an open-concept living, dining, and kitchen area perfect for entertaining. Enjoy your own private pool and access to resort-style amenities including a clubhouse, fitness center, and tennis courts. Used only as a personal vacation home. Zoned for short-term rentals, making it a perfect vacation home or investment opportunity. Sold semi-furnished. Schedule your visit today!

3850 Oakville Avenue, Kissimmee
$669,900
5 Beds ⋅ 4 Baths ⋅ Cypress Reserve Ph 02 SubDv. ⋅ 34741 Zip Code
This impressive 5-bedroom, 3.5-bathroom property is located in a prime location, offering both comfort and style. Upon entering, you are greeted by a spacious and bright layout with an open-concept design connecting the living room, dining area, and kitchen, perfect for family gatherings and entertaining. The kitchen is equipped with stainless steel appliances and expansive granite countertops, ideal for cooking enthusiasts. Additionally, the property features a fenced backyard, perfect for enjoying outdoor moments with total privacy. Located just minutes from parks, shops, restaurants, and major highways, this home provides quick access to everything the city. Whether you're looking for a new family residence or a real estate investment, this is the perfect opportunity for you!

2321 Hinsdale Drive, Kissimmee
$310,000
4 Beds ⋅ 3 Baths ⋅ Venetian Bay SubDv. ⋅ 34741 Zip Code
Looking for a comfortable townhome-style condominium in the Venetian Bay community for your next vacation home, short-term rental or primary residence? Look no further than this fantastic and well-maintained property! This gated community provides the perfect setting for your relaxation and enjoyment. With four spacious bedrooms and three bathrooms, this fully furnished unit offers ample living space for you and your family. The first floor is designed with an open floor plan concept, perfect for hosting guests or spending quality time with loved ones. The Master bedroom is on the first floor, while the other bedrooms are on the second floor. The community pool, tennis courts, and playground are just a few steps from your doorstep. You will also have access to excellent amenities such as pools, tennis and basketball courts, playgrounds, a clubhouse complete with a gym, a fishing pier, a vehicle care area, plus grilling and picnic areas. This property is conveniently located just minutes from major attractions such as Disney World, Universal Studios, Disney Springs, shopping malls and Orlando International Airport. Don't wait; this property won't last long on the market!

2200 San Zanobi Drive Unit 108, Kissimmee
$699,000
Sequoia Homes SubDv. ⋅ 34741 Zip Code
Located in the heart of Kissimmee's renowned Medical District in downtown Kissimmee, this exceptional commercial property presents a rare redevelopment opportunity within the third-largest concentration of medical businesses in Central Florida. The existing structure sustained severe fire damage, and the owners are evaluating demolition to provide a cleared site ready for new construction. Situated on two combined parcels totaling approximately 0.86 acres, the property offers ample space for parking and the flexibility to design and construct a facility tailored to your specific needs. Surrounded by established healthcare providers and medical offices, this premier location is ideally suited for a medical practice, professional office, owner-user, or investor seeking to develop in one of the area's most desirable healthcare corridors. With outstanding visibility, convenient access, and a strong network of neighboring medical professionals, this is an exceptional opportunity to create a custom facility in one of Kissimmee's most sought-after commercial locations.

420 W Cherry Street, Kissimmee