Montego Bay Homes for Sale

Montego Bay Homes for Sale

Welcome to Montego Bay, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. Known for its serene surroundings and friendly community, Montego Bay is the perfect place to call home for families, retirees, and everyone in between. This enchanting neighborhood offers a unique blend of tranquility and convenience, making it an ideal choice for those seeking a peaceful lifestyle without sacrificing access to urban amenities.

The homes for sale in Montego Bay are as diverse as the residents who inhabit them. Ranging from charming single-family residences to modern townhouses, each property boasts a unique character and a welcoming atmosphere. Many homes feature spacious layouts, well-appointed kitchens, and inviting outdoor spaces perfect for entertaining or enjoying a quiet evening under the stars. With a variety of styles and sizes, there’s something to suit every taste and budget.

Living in Montego Bay means enjoying the best of both worlds: a close-knit community feel and proximity to the excitement of Kissimmee. Residents can take advantage of nearby parks, shopping centers, and dining options, ensuring that everything you need is just a stone’s throw away. Plus, with the magical attractions of Orlando just a short drive away, you’ll have endless entertainment opportunities at your fingertips.

If you’re ready to discover your dream home in this charming subdivision, explore the current listings in Montego Bay today. Your perfect oasis awaits!

Newest Montego Bay Homes for Sale

no property photo
$339,900
3 Beds ⋅ 2 Baths ⋅ Montego Bay SubDv. ⋅ 34746 Zip Code
Sold AS-IS. Vacant property. *HOA fee/home sq./ft. and lot sizes should be independently verified. Your Dream Home or Next Great Investment Awaits in Montego Bay, Kissimmee! Discover an incredible opportunity to own a beautiful property in the sought-after Montego Bay community! Whether you're searching for your dream home, a vacation getaway, or a profitable investment property, this home offers the perfect combination of comfort, convenience, and income potential. Property Highlights: 3 spacious bedrooms and 2 full bathrooms Attached 2-car garage Private swimming pool — perfect for relaxing and entertaining Option to purchase fully furnished (negotiable) Short-term rental-friendly zoning for Airbnb and VRBO opportunities Low HOA fee. Enjoy being just minutes from the magic of Disney parks and the charming town of Celebration. You'll also appreciate the convenience of nearby shopping at Target, Walmart, and Sam's Club, plus easy access to outdoor recreation and family adventures at Shingle Creek Regional Park. Why Wait? With its desirable location, private pool, flexible living options, and short-term rental potential, this property is an opportunity you won't want to miss! Whether you're investing in your future or finding the perfect place to call home, this Montego Bay gem deserves your attention.

2544 Montego Bay Boulevard, Kissimmee
4858 Kingston Circle, Kissimmee
$359,000
3 Beds ⋅ 2 Baths ⋅ Montego Bay SubDv. ⋅ 34746 Zip Code
An excellent opportunity for an investment property or primary residence in the desirable Montego Bay community in Kissimmee! This attractive home features 3 bedrooms, 2 bathrooms, a 2-car garage, a refreshing private pool, and the option to be sold fully furnished (negotiable). Situated in an area zoned for short-term rentals (Airbnb/VRBO) with an HOA fee of only $455 per year, it offers exceptional return potential and low maintenance costs. Its prime location places it just 5 minutes from Celebration and the Disney parks, close to major retailers like Target, Walmart, and Sam's, and steps away from Shingle Creek Regional Park for outdoor activities and family outings. Schedule your appointment today and don't miss out on this great opportunity!

4858 Kingston Circle, Kissimmee
2504 Kingston Court, Kissimmee
$359,900
3 Beds ⋅ 2 Baths ⋅ Montego Bay SubDv. ⋅ 34746 Zip Code
Welcome to **2504 Kingston Court**, located on a cul-de-sac in the Montego Bay community of Kissimmee! This **3-bedroom, 2-bath pool home offers 1,565 heated square feet** with comfortable living spaces and plenty of outdoor features to enjoy the Florida lifestyle. Step outside to your own backyard retreat featuring an **in-ground swimming pool**, plus an additional open patio with gazebo—perfect for relaxing, entertaining, grilling, or enjoying time with family and friends. The property also features an assortment of established **fruit trees, including mango, avocado, pineapple, and banana**, along with solar and electrical lighting throughout the outdoor areas. Inside, the kitchen has been updated with **additional cabinetry for extra storage and workspace**. The refrigerator, stove, and dishwasher remain with the home. Additional features include central air conditioning and ceiling fans in the living room and primary bedroom. Located in the **Montego Bay neighborhood**, this property offers another attractive opportunity:as **short-term rentals are permitted**, making it worth considering for investors as well as buyers looking for a primary residence to enjoy.  With its **cul-de-sac location, private pool, inviting outdoor living areas, tropical fruit trees, and investment potential**, 2504 Kingston Court has so much to offer. **Schedule your private showing and come see the possibilities!**

2504 Kingston Court, Kissimmee
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