Crestwynd Bay Real Estate

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Crestwynd_Bay and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Listings in Crestwynd Bay

$265,000

3 Beds ⋅ 3 Baths ⋅ O6432636 MLS ⋅ 2685 BLDG.

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

Listing courtesy of REAL BROKER, LLC. 855-450-0442

$280,000

3 Beds ⋅ 3 Baths ⋅ O6428930 MLS ⋅ 2691 BLDG.

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

Listing courtesy of KELLER WILLIAMS REALTY AT THE PARKS. 407-629-4420

$245,000

3 Beds ⋅ 3 Baths ⋅ S5153454 MLS ⋅ 7646 BLDG.

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

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122

$299,000

3 Beds ⋅ 3 Baths ⋅ S5152952 MLS ⋅ 7601 BLDG.

UNBEATABLE CORNER-UNIT TOWNHOME IN GATED CRESTWYND BAY! Whether you are a first time home buyer or ready to expand your portfolio as an investor with this highly desirable, extra-spacious 3BR/2.5BA townhome offering 1,595 sq ft of flexible living space. This home has one of the community's largest layouts, featuring a large living/dining combo and a spacious eat-in kitchen with solid wood cabinetry. Corner-Unit Perks: Extra privacy, beautiful natural light, and a private rear patio. Durable ceramic tile and laminate flooring throughout—no carpet stress! Gated community with a neighborhood pool, playground, and walking paths. HOA covers exterior structure maintenance, grounds, trash, and pool care. Moments from I-4 and US-192, putting Disney World, premium shopping, and elite dining right at your doorstep. Opportunities in this gated corridor don't stay on the market long. Call today to schedule your private tour.

7601 Acklins Road, Kissimmee

Listing courtesy of LPT REALTY, LLC. 877-366-2213

$255,000

3 Beds ⋅ 3 Baths ⋅ O6418351 MLS ⋅ 76331 BLDG.

Click the Virtual Tour link to view the 3D walkthrough. Welcome to this inviting townhouse featuring a functional and well-designed floor plan. The first floor offers a comfortable living area that flows seamlessly into the kitchen and dining space, creating an ideal setting for everyday living and entertaining. A convenient first-floor bedroom is located adjacent to a full bathroom, providing flexibility for guests, a home office, or multi-generational living. Upstairs, you'll find the spacious primary suite complete with a private full bathroom, along with an additional secondary bedroom. With its versatile layout and comfortable living spaces, this townhouse is ready for its next owner. Don't miss the opportunity to make it yours! Discounted rate options and no lender fee future refinancing may be available for qualified buyers of this home.

7631 Long Island Dr, Kissimmee

Listing courtesy of ORCHARD BROKERAGE, LLC. 844-515-9880

$272,500

3 Beds ⋅ 3 Baths ⋅ S5144966 MLS ⋅ 2680 BLDG.

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

Listing courtesy of LPT REALTY, LLC. 877-366-2213

$290,000

3 Beds ⋅ 3 Baths ⋅ O6383878 MLS ⋅ 2682 BLDG.

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

Listing courtesy of FLORIDA HOMES REALTY & MORTGAGE. 904-996-9115

$246,000

3 Beds ⋅ 3 Baths ⋅ S5137340 MLS ⋅ 2626 BLDG.

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

Listing courtesy of TURNKEY HOMES REAL ESTATE CORP. 347-223-2883

Start Your Search

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MLS Now and updated as of . Real estate listings held by brokerage firms other than Coldwell Banker Realty are marked with the Internet Data Exchange logo and detailed information about them includes the name of the listing broker(s).
IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
All information provided is deemed reliable but is not guaranteed and should be independently verified. © 2026 MLS Now. All Rights Reserved.