Montego Bay Real Estate

Montego Bay Real Estate

Welcome to Montego Bay, a charming subdivision nestled in the heart of Kissimmee, Florida, within beautiful Osceola County. This idyllic community offers the perfect blend of tranquility and convenience, making it an ideal choice for families, retirees, and anyone seeking a peaceful yet vibrant lifestyle.

Montego Bay is characterized by its picturesque streets, lined with lush greenery and well-maintained homes that reflect a variety of architectural styles. As you stroll through the neighborhood, you’ll be greeted by friendly neighbors and a welcoming atmosphere that fosters a true sense of community. The subdivision boasts a range of amenities designed to enhance your living experience, including a sparkling community pool, playgrounds for the little ones, and walking trails that invite you to explore the natural beauty of the area.

Located just minutes from the bustling attractions of Orlando, Montego Bay offers easy access to world-famous theme parks, shopping centers, and dining options. Whether you’re looking to spend a day at Walt Disney World, enjoy a shopping spree at The Mall at Millenia, or savor delicious cuisine at local eateries, everything is within reach.

For outdoor enthusiasts, the nearby Lake Tohopekaliga provides opportunities for fishing, boating, and picnicking, while the surrounding parks offer trails for hiking and biking. With its prime location, family-friendly environment, and a wealth of recreational activities, Montego Bay is more than just a place to live; it’s a lifestyle waiting to be embraced. Come discover the charm of Montego Bay, where your dream home awaits!

Newest Listings in Montego Bay

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
4805 Kingston Cir, Kissimmee
$350,000
3 Beds ⋅ 2 Baths ⋅ Montego Bay SubDv. ⋅ 34746 Zip Code
One or more photo(s) has been virtually staged. SELLER IS OFFERING $2,500 TOWARDS BUYER'S CLOSING COSTS! Beautiful Kissimmee Home Perfect as a Residence, Vacation Retreat, or Short-Term Rental! Welcome to this beautifully remodeled, three-bedroom, two-bathroom home, located in the Montego Bay neighborhood of Kissimmee. This spacious residence features an open floor plan filled with natural light, a thoughtfully designed kitchen with stainless steel appliances included, and plenty of storage space. Additionally, generously sized bedrooms and bathrooms, with modern finishes and lots of space for family or guests. The main highlight of the home is the screened-in private pool and spa and outside space, which is the perfect setting for relaxation and outdoor enjoyment. Whether you’re seeking a primary residence or an income producing investment, this property is well suited for short-term rentals and is conveniently located only minutes from Walt Disney World, Universal Studios, SeaWorld, world class shopping, dining, and major highways. Located in the sought-after Montego Bay community, residents enjoy resort style amenities including a sparkling pool, tennis and basketball courts, walking and biking trails, and a community park. This is a rare opportunity to own a move in ready home in one of Kissimmee’s most desirable neighborhoods. ROOF 2019. Take advantage of this fantastic opportunity by making an appointment for a showing right away!

4805 Kingston Cir, Kissimmee
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