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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.

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

$250,000

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.

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, 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, Sarasota

$240,000

Priced for quick sale. This Villa is 1803 sq ft with 3 bedrooms and 2 baths. Crestwood Villas is located in the popular Centergate Area close to shopping and many other amenities. Master bath has new cabinets and granite counter tops, Kitchen has ample wood cabinet space with stainless steel appliances. Windows have plantation shutters or blinds. There is an alarm and exterior surveillance camera system which the new owner can have activated. The villa has a new Tile Roof. Outside screened patio is private and spacious for entertaining. Lanai has a remote electric hurricane role down shutter. The clubhouse offers year round social events. Play tennis or Pickleball then cool of int he shimmering pool which is geo thermal heated for those chilly days.

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

Priced for quick sale. This Villa is 1803 sq ft with 3 bedrooms and 2 baths. Crestwood Villas is located in the popular Centergate Area close to shopping and many other amenities. Master bath has new cabinets and granite counter tops, Kitchen has ample wood cabinet space with stainless steel appliances. Windows have plantation shutters or blinds. There is an alarm and exterior surveillance camera system which the new owner can have activated. The villa has a new Tile Roof. Outside screened patio is private and spacious for entertaining. Lanai has a remote electric hurricane role down shutter. The clubhouse offers year round social events. Play tennis or Pickleball then cool of int he shimmering pool which is geo thermal heated for those chilly days.

Sarasota

$239,900

You are Living in Paradise (Sarasota) and you have just found your diamond in the rough. You went to the mall this morning, but this afternoon you're a little tired, but you like to swim, but you don't want to go all the way to the beach. How about this option? Just walk 10' onto your lanai and there it is, your own pool. Get your water workout without leaving home. This great home in Crestwood Villas is a beautiful place to call home, or you can call it your Winter Getaway Spot. The ideal owner of this home wants to put their personal touches into their investment. This is a spacious condo villa with almost 1400 Sft with a central Great Room that is 22 x 14. The primary bedroom is 16 x 14, plus 2 6x4 walk in closets, plus a 12 x 11 en-suite bathroom, that is BIG. The Guest Bedroom is 14 x 11.5, and it is a split plan. The kitchen has eat-in space, an outside window, and stainless appliances. This kitchen is also ideal for the perfect kitchen designer. Crestwood Villas is ideally located on the south side of Sarasota, and 15 to 20 minutes from the downtown scene, the beaches on the barrier islands, and the UTC Mall. Sarasota County is full of parks, baseball, softball, and soccer fields. It has world class medical facilities, plus arts, and social events year round. Take a look at your diamond in the rough and imagine what you can do to make it shine.

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

You are Living in Paradise (Sarasota) and you have just found your diamond in the rough. You went to the mall this morning, but this afternoon you're a little tired, but you like to swim, but you don't want to go all the way to the beach. How about this option? Just walk 10' onto your lanai and there it is, your own pool. Get your water workout without leaving home. This great home in Crestwood Villas is a beautiful place to call home, or you can call it your Winter Getaway Spot. The ideal owner of this home wants to put their personal touches into their investment. This is a spacious condo villa with almost 1400 Sft with a central Great Room that is 22 x 14. The primary bedroom is 16 x 14, plus 2 6x4 walk in closets, plus a 12 x 11 en-suite bathroom, that is BIG. The Guest Bedroom is 14 x 11.5, and it is a split plan. The kitchen has eat-in space, an outside window, and stainless appliances. This kitchen is also ideal for the perfect kitchen designer. Crestwood Villas is ideally located on the south side of Sarasota, and 15 to 20 minutes from the downtown scene, the beaches on the barrier islands, and the UTC Mall. Sarasota County is full of parks, baseball, softball, and soccer fields. It has world class medical facilities, plus arts, and social events year round. Take a look at your diamond in the rough and imagine what you can do to make it shine.

5462 Crestlake Boulevard Unit 159, Sarasota

5355 Crestlake Boulevard Unit 65, Sarasota

$225,000

Imagine a lifestyle where weekends are spent enjoying Sarasota's parks, restaurants, shopping, and nearby beaches instead of worrying about home maintenance. This beautifully updated 2-bedroom, 2-bath residence offers the perfect opportunity for buyers looking to right size without sacrificing comfort, convenience, or quality. Thoughtfully renovated in 2020, the home features impact glass windows and sliding doors, updated HVAC, and a newer garage door, providing peace of mind for years to come. Inside, the functional floor plan includes an interior laundry area, comfortable living spaces, and tranquil water views that create a relaxing backdrop for everyday living. The attached one-car garage adds convenience and security, making this an ideal lock-and-leave residence for seasonal owners, frequent travelers, or anyone seeking a simplified lifestyle. Pet lovers will appreciate the pet-friendly policy allowing one pet up to 40 pounds. Residents enjoy access to the community pool while being just minutes from Sarasota's vibrant dining scene, shopping destinations, golf, medical facilities, and area parks. Whether you're meeting friends for lunch, enjoying a morning walk, or heading to the beach, everything you need is within easy reach. If you're ready to spend less time maintaining a home and more time enjoying the Sarasota lifestyle, this move-in-ready residence is the perfect place to call home.

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

Imagine a lifestyle where weekends are spent enjoying Sarasota's parks, restaurants, shopping, and nearby beaches instead of worrying about home maintenance. This beautifully updated 2-bedroom, 2-bath residence offers the perfect opportunity for buyers looking to right size without sacrificing comfort, convenience, or quality. Thoughtfully renovated in 2020, the home features impact glass windows and sliding doors, updated HVAC, and a newer garage door, providing peace of mind for years to come. Inside, the functional floor plan includes an interior laundry area, comfortable living spaces, and tranquil water views that create a relaxing backdrop for everyday living. The attached one-car garage adds convenience and security, making this an ideal lock-and-leave residence for seasonal owners, frequent travelers, or anyone seeking a simplified lifestyle. Pet lovers will appreciate the pet-friendly policy allowing one pet up to 40 pounds. Residents enjoy access to the community pool while being just minutes from Sarasota's vibrant dining scene, shopping destinations, golf, medical facilities, and area parks. Whether you're meeting friends for lunch, enjoying a morning walk, or heading to the beach, everything you need is within easy reach. If you're ready to spend less time maintaining a home and more time enjoying the Sarasota lifestyle, this move-in-ready residence is the perfect place to call home.

5355 Crestlake Boulevard Unit 65, Sarasota

$208,500

This 1,379 sq ft Villa (duplex ) is move-in ready, offers 2 bedrooms, 2 full bathrooms, a 1 car garage and driveway for additional parking. Crestwood Villas community is situated in Center Gate area of Sarasota, making it a prime location with substantial potential as a primary residence, vacation/seasonal resort or as an addition to your investment/rental portfolio. Create your next dream project here. Upon entering you are drawn to the expansive open concept floor plan, high vaulted ceilings, and flowing floor plan, you'll see the potential the property offers. The living/dining combo attaches to the family room and then goes to the back of the property with sliders that continue out to the covered patio and screened lanai. The kitchen is considered a "galley" design with plenty of cabinets, counter space and storage on both sides. The washer/dryer, utility closet, pantry and access to the garage are convenient to the kitchen entryway. The primary bedroom easily accommodates a king-sized bed. Notable location & convenience here. The community pool is perfect to entertain groups, enjoy gatherings with family, friends and enjoy community events. Crestwood Villas is located within close proximity to Sarasota & Manatee County's most desirable cultural events, flourishing economic growth/development and the booming vacation destination of travelers, yet tucked away from the crowds. Convenient to major transportation (I75, University Pkwy, Rt 41), nationally rated golf courses, fishing, boating, UTC Mall, Tesla, IMG Academy, Downtown Sarasota, SRQ/TPA, Medical Centers for Specialized and Senior Care, top rated schools, parks and recreation. Brand new HVAC system and carpet installed in 2025!

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

This 1,379 sq ft Villa (duplex ) is move-in ready, offers 2 bedrooms, 2 full bathrooms, a 1 car garage and driveway for additional parking. Crestwood Villas community is situated in Center Gate area of Sarasota, making it a prime location with substantial potential as a primary residence, vacation/seasonal resort or as an addition to your investment/rental portfolio. Create your next dream project here. Upon entering you are drawn to the expansive open concept floor plan, high vaulted ceilings, and flowing floor plan, you'll see the potential the property offers. The living/dining combo attaches to the family room and then goes to the back of the property with sliders that continue out to the covered patio and screened lanai. The kitchen is considered a "galley" design with plenty of cabinets, counter space and storage on both sides. The washer/dryer, utility closet, pantry and access to the garage are convenient to the kitchen entryway. The primary bedroom easily accommodates a king-sized bed. Notable location & convenience here. The community pool is perfect to entertain groups, enjoy gatherings with family, friends and enjoy community events. Crestwood Villas is located within close proximity to Sarasota & Manatee County's most desirable cultural events, flourishing economic growth/development and the booming vacation destination of travelers, yet tucked away from the crowds. Convenient to major transportation (I75, University Pkwy, Rt 41), nationally rated golf courses, fishing, boating, UTC Mall, Tesla, IMG Academy, Downtown Sarasota, SRQ/TPA, Medical Centers for Specialized and Senior Care, top rated schools, parks and recreation. Brand new HVAC system and carpet installed in 2025!

5345 Pamela Wood Way, Sarasota

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