Crestwood Villas Homes with Pool

Crestwood Villas Homes with Pool

Welcome to Crestwood Villas, a charming subdivision nestled in the heart of Central Sarasota, Florida. This delightful community is a hidden gem, offering a serene lifestyle with the perfect blend of comfort and convenience. Crestwood Villas is known for its beautifully designed homes, each boasting unique architectural features that reflect the warm, inviting spirit of Florida living.

One of the standout features of Crestwood Villas is the availability of homes with private pools. Imagine relaxing in your own backyard oasis, soaking up the sun, and enjoying refreshing swims on warm Florida days. These pools provide a perfect setting for family gatherings, weekend barbecues, or simply unwinding after a long day. The outdoor spaces are designed for both relaxation and entertainment, ensuring that every homeowner can create their own personal paradise.

Crestwood Villas is ideally situated near a variety of amenities, including shopping centers, dining options, and recreational parks. Residents can enjoy the vibrant local culture, with art galleries and community events just a short drive away. Additionally, the proximity to stunning Gulf Coast beaches makes it easy to indulge in sun-soaked days by the water.

Whether you’re a first-time homebuyer or looking to downsize, Crestwood Villas offers an array of options that cater to diverse lifestyles. Come discover the charm and tranquility of Crestwood Villas, where your dream home awaits, complete with the luxury of your own pool in sunny Sarasota, Florida. Experience the perfect blend of community, comfort, and convenience in this beautiful subdivision!

Newest Crestwood Villas Homes with Pool

$294,900
3 Beds ⋅ 2 Baths ⋅ A4695569 MLS
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, Central Sarasota
$327,500
2 Beds ⋅ 2 Baths ⋅ A4691243 MLS
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, Central Sarasota
$249,900
3 Beds ⋅ 2 Baths ⋅ A4683736 MLS
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, and it was completely replaced in April, 2026, just 5 months ago, for $28,000. 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 spacious home today.

5478 Kelly Drive Unit 7, Central Sarasota
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