Crestwood Villas Real Estate

Crestwood Villas Real Estate

Welcome to Crestwood Villas, a hidden gem nestled in the heart of Central Sarasota, Florida. This charming subdivision offers a delightful blend of tranquility and accessibility, making it the perfect place for families, retirees, and anyone seeking a relaxed lifestyle in sunny Florida.

Crestwood Villas is characterized by its beautifully landscaped streets, lined with mature trees and vibrant gardens that create a warm, inviting atmosphere. The community features a variety of well-maintained homes, each exuding a unique charm and character. With spacious layouts and modern amenities, these residences provide comfort and convenience to suit your lifestyle.

One of the standout features of Crestwood Villas is its prime location. Residents enjoy easy access to nearby shopping, dining, and entertainment options, ensuring that everything you need is just a stone's throw away. The stunning Gulf Coast beaches are only a short drive away, offering endless opportunities for sun-soaked days by the water. For nature enthusiasts, the nearby parks and nature reserves provide picturesque trails for hiking, biking, and enjoying the great outdoors.

Crestwood Villas is not just a place to live; it’s a community where neighbors become friends. With regular events and gatherings, residents can connect and create lasting memories. Whether you’re sipping coffee on your porch or taking a stroll through the neighborhood, you’ll feel the warmth of community spirit that makes Crestwood Villas truly special.

Discover your new home in Crestwood Villas, where comfort meets convenience in the beautiful backdrop of Central Sarasota. Come experience the lifestyle you’ve been dreaming of!

Newest Listings in Crestwood Villas

3 Beds ⋅ 2 Baths ⋅ Crestwood Villas SubDv. ⋅ 34233 Zip Code

Discover the perfect blend of comfort, convenience, and Sarasota lifestyle at 5368 Kelly Drive. This well-maintained home features a brand-new roof with a fully paid assessment and a freshly painted interior, providing peace of mind and a bright, move-in-ready atmosphere. The community clubhouse, swimming pool, and tennis/pickleball court add great entertainment opportunities. Enjoy being just minutes from the world-famous Siesta Key Beach, renowned for its powdery sand, crystal-clear Gulf waters, and spectacular sunsets. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, the location places you close to shopping, dining, entertainment, and outdoor recreation. Inside, the freshly painted interior creates a clean and inviting setting ready for your personal touches. Outside, the new roof adds significant value and long-term durability, making this home an outstanding opportunity in today's market. The 3 bedrooms allows for flexibility for a work from home situation or hosting family and friends. Experience the best of Sarasota living with easy access to downtown Sarasota, parks, restaurants, and everyday conveniences.

5368 Kelly Drive Unit 17, Sarasota

2 Beds ⋅ 2 Baths ⋅ Crestwood Villas SubDv. ⋅ 34233 Zip Code

This beautifully updated villa in the desirable Crestwood Villas community offers the rare combination of tranquil lake views and modern comforts, all just steps from the community pool. The bright, open floor plan features soaring vaulted ceilings that flow seamlessly into a spacious enclosed lanai overlooking the peaceful lake. Tile flooring throughout ensures easy maintenance, while the updated kitchen shines with granite counters, fresh cabinetry and appliances, and a generous granite breakfast bar—perfect for casual meals or entertaining. The primary suite is a true retreat, boasting calming lake views, dual walk-in closets, and a luxurious bath with a tiled shower and ample vanity space. A second updated full bath with tile finishes completes the home. Located near Honore Avenue and Wilkinson Road, this villa provides effortless access to everything Sarasota has to offer—world-class beaches, shopping, dining, and the vibrant arts scene. This is a rare opportunity to own a lakefront villa in a prime location. Ideal for those seeking both relaxation and convenience in one of Sarasota’s most convenient communities.

5371 Crestlake Boulevard Unit 68, Sarasota

3 Beds ⋅ 2 Baths ⋅ Crestwood Villas SubDv. ⋅ 34233 Zip Code

This home is special. Take a peek at this spacious home in Crestwood Villas. It has outstanding features at a reasonable price. This squeaky-clean villa has 3 large bedrooms, 2 full baths, 2 car garage, and 1803 sf of living space. Your screened lanai has a water view right out the back door. Crestwood villas in within 2 miles of several restaurants, shops, Doctor's Hospital, Publix locations, parks, and golf courses. Crestwood also includes a clubhouse, large pool, and tennis court. Exterior and grounds maintenance are included, along with cable, deed restrictions, and full-time management. What is one of the very hot topics in real estate these days? It is your roof. The owner of this outstanding property has already installed your new roof,. The clubhouse is large and hosts many functions. It has a kitchen, restrooms, library, and it is large enough to host several card or board game tables simultaneously. Sarasota's area attractions include the ambiance and recreational shopping in downtown Sarasota, the beautiful beaches of Siesta Key, and the sparkling water of the Gulf. Within a 15–20-minute drive is the UTC Mall, and many more local attractions and outstanding golf courses. Sarasota offers something for everyone in the family who loves sports, education, fine arts, or history. Your pro-active family and friends will love this villa with both a formal dining room and an eat in kitchen. The home also provides a clear view from the kitchen through the great room and the lanai to the water beyond. The primary bedroom has dual walk-in closets and dual vanities in the en-suite bathroom. This property is offered with all the existing furniture and personal property as you see it in the unit. There is also an American Home Shield home warranty. Come and see this great home today.

5478 Kelly Drive Unit 7, Sarasota

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Mikel Chaffee

Mike understands that buying and selling your home is one of, if not the biggest, financial decisions you will make. He knows first-hand the unparalleled value of hard work, dedication and exemplary service. With 13 homes sold in 2025 alone, putting him in the top percentile across the nation. Mike often works with his mom, Debi Chaffee Rose, as a mother-son team. Clients love their collaborative work and combined focus. Mike has a degree in management and operations, and for a number of years held his PGA Golf Certification. This experience gives him an intimate knowledge of many diverse golf and country club communities that make up the Florida lifestyle. 13 Years licensed as a Realtor, he is ready to put his experience to work, for you in any facet. Mike spends his free time with his beautiful wife Meghan, and their 4 Kids here in the town he was raised in, Bradenton Florida. They enjoy going and exploring the sunshine state together as a family.

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