Welcome to 4454 Hollybrook Way in Greenfield, one of Sarasotas most desirable and well kept communities surrounded by beautiful landscaping, tropical settings, ponds, and natural preserves. This beautifully updated 3 bedroom, 2.5 bath plus Den residence offers 2,180 sq. ft. of living space with a highly functional split floor plan. The spacious primary suite is a true retreat with dual walk in closets, an oversized ensuite bath featuring dual sinks, a soaking tub, and a separate shower, plus private access to the screened lanai. Two additional bedrooms share a full bath on the opposite side of the home, providing comfort and privacy for family or guests. The heart of the home is the open kitchen with a breakfast bar, island, and pantry overlooking the family room, creating an ideal space for both everyday living and entertaining. A formal living room and dining area add flexibility for gatherings and special occasions. Notable updates include a new HVAC system (2023/2024), new luxury vinyl plank flooring (2023), and a new pool and spa (2022). The kitchen appliances have also been refreshed with a new refrigerator (2022) along with a washer and dryer (2021). Additional improvements include new carpeting in 2021, a new Electric Panel (2021), Metal Roof (2018), and fresh exterior paint completed in 2019. These thoughtful updates provide peace of mind and modern convenience for the next owner. The covered and screened lanai with the newly added pool and spa offers a private outdoor oasis perfect for relaxing or entertaining, all set against the backdrop of lush tropical landscaping. Greenfield residents enjoy low HOA fees, no CDD, and an excellent location near A rated schools, Urfer Family Park, downtown Sarasota, University Town Center, and only 8 miles to world famous Siesta Key Beach. Best of all, this home is located outside the flood zone. Dont miss the opportunity to own this stunning residence in one of Sarasotas hidden gems! Be sure to experience the 3D Matterport Interactive Walkthrough and schedule your private viewing today!