Crestwynd Bay Real Estate

Crestwynd Bay Real Estate

Welcome to Crestwynd Bay, a charming subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This delightful community offers the perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between.

Crestwynd Bay is known for its inviting atmosphere and beautifully designed homes, which range from cozy single-family residences to spacious modern layouts. With well-maintained streets and lush landscaping, the neighborhood exudes a warm and welcoming vibe. Residents can enjoy a variety of amenities, including a community pool, playground, and walking trails, perfect for leisurely strolls or active afternoons with loved ones.

One of the standout features of Crestwynd Bay is its strategic location. Just a short drive away, you’ll find the world-renowned attractions of Orlando, including Walt Disney World, Universal Studios, and SeaWorld. For those who prefer a quieter day out, the nearby Lake Tohopekaliga offers fishing, boating, and picturesque picnic spots.

In addition to its recreational offerings, Crestwynd Bay boasts easy access to essential services, top-rated schools, and shopping centers, ensuring that all your needs are met within close proximity. The community’s friendly atmosphere and strong sense of belonging make it a perfect place to call home.

Whether you’re looking for a peaceful retreat or an active lifestyle, Crestwynd Bay in Kissimmee is a neighborhood that truly has it all. Come and experience the magic of Crestwynd Bay—your dream home awaits!

Newest Listings in Crestwynd Bay

$265,000
3 Beds ⋅ 3 Baths ⋅ Crestwynd Bay SubDv. ⋅ 34747 Zip Code
Short Sale. Turnkey 3-bedroom, 3-bath townhome in a gated Kissimmee community, ideal as a short-term rental investment or low-maintenance second home. Sold fully furnished and move-in ready. One bedroom is located on the main floor, offering flexible single-level access, with two additional bedrooms upstairs. Three full bathrooms accommodate multiple guests or family groups comfortably. Community amenities include a shared pool. Minutes from Orlando’s theme parks and major attractions, making this a strong candidate for STR income or a hassle-free vacation home. Furnishings convey with the sale — schedule your showing today.

2685 Andros Lane, Kissimmee
$265,000
3 Beds ⋅ 3 Baths ⋅ Crestwynd Bay SubDv. ⋅ 34747 Zip Code
Welcome to 2691 Andros Lane, Kissimmee, FL 34747, a beautifully maintained two-story townhouse offering 3 bedrooms and 2.5 bathrooms in a desirable resort-style community. Thoughtfully designed with a functional layout, this home provides bright and inviting living spaces that are perfect for comfortable everyday living and entertaining. Inside, the main level features spacious living and dining areas that flow seamlessly into the kitchen, creating a welcoming atmosphere for family and guests. All three bedrooms are located upstairs, providing added privacy, including a comfortable primary suite with an en-suite bathroom, while the additional bedrooms offer flexibility for family, guests, or a home office. Step outside to enjoy the welcoming front porch or relax on the open paver patio, an ideal space for outdoor dining, grilling, or unwinding. The low-maintenance outdoor area offers the perfect setting to personalize and enjoy Florida's year-round sunshine. Residents enjoy access to excellent community amenities, including a swimming pool, playground, park, and a variety of recreational facilities designed for an active and enjoyable lifestyle. Located in the sought-after Kissimmee area, this home is just minutes from Walt Disney World, Margaritaville Resort Orlando, Sunset Walk, shopping, dining, golf courses, and other popular Central Florida attractions. With convenient access to US-192, SR 429, and I-4, commuting throughout the Orlando area is easy while still enjoying the charm and convenience of this vibrant neighborhood.

2691 Andros Lane, Kissimmee
$235,000
3 Beds ⋅ 3 Baths ⋅ Crestwynd Bay SubDv. ⋅ 34747 Zip Code
Beautifully and updated fully furnished and equipped  3-bedroom, 3 full-bath townhome located in the gated community of Crestwynd Bay in KissimmeeFully Furnished townhome equipped with smart locks and thermostat with alarm system, corian counters with 42 inches cabinets. One bedroom with Full bathroom located on the first floor. All  bedrooms and living room  equipped with smart TV. Residents of Crestwynd Bay can enjoy resort-style amenities, including a community pool,  playground, Clubhouse. The HOA includes exterior maintenance, internet, cable, and trash service. The property is Approved for short-term and long-term rentals, making it a great option for a primary residence, vacation home, or investment property.

7646 Long Island Drive, Kissimmee
$298,999
3 Beds ⋅ 3 Baths ⋅ Crestwynd Bay SubDv. ⋅ 34747 Zip Code
LIVE IN IT OR KEEP IT PRODUCING INCOME — THE CHOICE IS YOURS! Welcome to this spacious corner-unit townhome in the gated community of Crestwynd Bay, offering an attractive opportunity for both future homeowners and investors. This 3-bedroom, 2.5-bathroom townhome with 1,595 sq. ft. is currently tenant-occupied and generating rental income, making it especially appealing to investors looking for a property with an established tenant. The tenant has expressed interest in renewing the lease should the new owner wish to continue using the property as a rental. Prefer to make it your own home? Owner occupancy is also an option. The current tenancy provides for up to a 60-day period for the tenant to vacate following acceptance of an offer, allowing the property to be delivered vacant and in the required condition for an owner-occupant buyer. Buyers and agents should verify all lease terms, notice requirements, dates and occupancy conditions during due diligence. As a corner unit, the home offers additional privacy, abundant natural light and a spacious, flexible layout. Inside you’ll find generous living and dining areas, an eat-in kitchen with solid wood cabinetry, ceramic tile and laminate flooring throughout, plus a private rear patio. The gated community offers a pool, playground and walking paths, while the HOA includes exterior structure maintenance, grounds, trash and pool care—an added convenience whether you choose to live here or hold it as an investment. Conveniently located near I-4 and US-192, with easy access to Walt Disney World, shopping, dining and many of Central Florida’s most popular destinations. One property. Two possibilities: make it your home or keep it producing income. Schedule your private showing today.

7601 Acklins Road, Kissimmee
$239,000
3 Beds ⋅ 3 Baths ⋅ Crestwynd Bay SubDv. ⋅ 34747 Zip Code
Virtually Staged. Click the Virtual Tour link to explore the 3D walkthrough of this inviting townhouse, offering a flexible and thoughtfully designed floor plan with comfortable living spaces throughout. The main level features a spacious living area that flows naturally into the kitchen and dining space, creating an open and functional setting for everyday living and entertaining. Also located on the first floor is a private bedroom adjacent to a full bathroom—ideal for overnight guests, a home office, or multi-generational living. Upstairs, the primary suite provides a comfortable retreat with its own private full bathroom. An additional secondary bedroom offers even more flexibility for family, guests, or workspace needs. With its versatile layout, multiple bedrooms and bathrooms, and well-planned living areas, this townhouse offers plenty of possibilities for its next owner. Schedule your showing today and see everything this home has to offer. Qualified buyers may also have access to discounted interest-rate options and future refinancing with no lender fee, subject to lender terms and eligibility requirements.

7631 Long Island Dr, Kissimmee
$272,500
3 Beds ⋅ 3 Baths ⋅ Crestwynd Bay SubDv. ⋅ 34747 Zip Code
Welcome home to Maintenance Free Living in Crestwynd Bay! This 3 bedroom 3 full bathroom townhome is ready for its new owner. Featuring a modern, carpet-free interior with high-quality laminate flooring and ceramic tile, this home offers a contemporary feel from the moment you walk in. The flexible floor plan includes a bedroom and full bathroom on the main level, with two additional bedrooms and bathroom upstairs. Enjoy peace of mind knowing HOA handles the exterior structure, roof, and lawn care. HOA includes your cable and internet services! Relax at the community pool or take a stroll through the gated neighborhood. To help you settle in, SELLER IS OFFERING A CREDIT toward the buyers closing cost or a rate buy down.. Ideally located less than 2 miles from Disney, with easy access to I-4 and 429. Schedule your showing today!

2680 Mayaguana Street, Kissimmee
$290,000
3 Beds ⋅ 3 Baths ⋅ Crestwynd Bay SubDv. ⋅ 34747 Zip Code
Beautiful end-unit Townhome located in a gated Community just 2.5 miles from Walt Disney World, and minutes from major highways I4 and Hwy 192 offering easy access to shopping, dining, attractions, resorts, and Walmart. This is the largest 3 bedroom 2 bath townhome in Crestwynd Bay that was offered by KB Homes. Perfect for both primary homeowners or investors. This unit is zoned for A rated Celebration School and can be used for primary, long term, or short term rental, which makes this the ideal place to call home or your home away from home. The flooring consists of tile in the wet areas and laminate first floor while the second floor carpet throughout. The kitchen offers 42 inch cabinets including hardware and crown molding. Marble kitchen countertops with matching color appliances. The open-concept living room flows seamlessly into the kitchen, creating an ideal space for entertaining. All bedrooms are located on the second floor a spacious primary suite with jacuzzi tub and shower combo. Community amenities include a pool and playground. schedule your private showing now. the seller will give credit to the buyer for the closing cost.

2682 Mayaguana Street, Kissimmee
$246,000
3 Beds ⋅ 3 Baths ⋅ Crestwynd Bay SubDv. ⋅ 34747 Zip Code
Short Sale. Fantastic Opportunity to Own a 3-Bedroom, 3-Bathroom Townhouse! Located in the desirable gated community of Crestwynd Bay, this stunning townhouse has an open-concept downstairs which includes the living room, kitchen, one bedroom and a full bath on the first floor. The primary bedroom on the second floor has a full ensuite bathroom. The second floor offers a third bedroom and a third full bathroom. Enjoy the peace and privacy of a gated community with a pool and playground. The HOA fee includes internet and cable. Additionally, it’s conveniently situated near a variety of shopping, dining, and entertainment options including Walt Disney World, Universal Studios, SeaWorld ensuring that guests or future tenants have everything they need. Whether you’re looking for a tranquil home, a vacation home, a long-term rental investment, or a short-term rental investment, this property has all the possibilities.

2626 Andros Lane, Kissimmee
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