Refine Search
Sort by
$725,000
4 Beds 2 Baths Greenfield SubDv. 34233 Zip Code
Fully Impact-Protected | $150K+ in Recent Upgrades | Saltwater Pool Oasis! Luxury, peace of mind, and modern design converge in this spectacular turn-key home! Situated on a prime ¼-acre corner lot bordering dedicated conservation space, this upgraded 4-bedroom, 2-bath pool home offers unmatched privacy and top-of-the-line recent improvements. Enjoy maximum energy efficiency and ultimate storm protection with 100% Category 5 hurricane-rated impact windows, sliders, entry doors, and garage door (2024)—a massive $94k+ upgrade! Gorgeous Chef’s Kitchen features quartz countertops, dual-tone cabinetry, classic farmhouse sink, and a large island built for entertaining. The Primary suite is truly a retreat and showcases a stunning $25k custom bathroom remodel. Enjoy high-end luxury vinyl plank flooring, custom premium window treatments (2024), and LED recessed lighting throughout. Walk through impact sliders to your south-facing outdoor retreat. Features a newly resurfaced polyurethane pool deck (2023), sprawling 39’ x 14’ saltwater lap pool with a new electric heater (2024) for year-round swimming, fresh vinyl fencing (2023), a convenient pool bathroom, and professional landscaping (2025). You'll love the smart layout and thoughtful extras found in the additional 3 bedrooms. Mechanical Peace of Mind includes recent PEX replumbing, fresh exterior paint (2024), and zero projects left on your to-do list. Just unpack and start floating!

5101 Sunnydale Circle N, Sarasota

$656,000
4 Beds 2 Baths Greenfield SubDv. 34233 Zip Code
Beautifully updated and move-in ready 4-bedroom, 2-bath home in the highly desirable community of Greenfield, centrally located within top-rated school districts including Ashton Elementary School, Sarasota Middle School, and Sarasota High School. Greenfield offers low HOA fees and a peaceful setting with plenty of convenient shopping and dining amenities nearby and within short proximity to the white sand beaches of Sarasota. This meticulously maintained home is tucked along a quiet section of the neighborhood on an oversized quarter-acre lot. From the moment you arrive, you’ll appreciate the freshly painted exterior accented by timeless brick details and inviting curb appeal. Inside, the easy-living split floor plan offers 2,310 square feet under air with generous living spaces designed for both comfort and entertaining. This home is loaded with quality upgrades and recent improvements, including impact windows and sliders throughout (2025), luxury vinyl plank flooring, newer HVAC (2022), a fully updated kitchen (2022), recessed LED lighting, new ceiling fans (2026), and an impact-rated garage door (2020). The stunning gourmet kitchen features quartz countertops, stylish white shaker soft-close all-wood cabinetry with rollout drawers, stainless steel appliances, a large single-basin stainless sink, pantry storage, and both countertop seating and a dining area overlooking the pool. Just off the kitchen, the cozy living room centers around a charming wood-burning brick fireplace, creating the perfect gathering space for family and friends. The three guest bedrooms share a bathroom with convenient pool access, while the spacious primary suite offers privacy and comfort. Step outside to the generously sized screened lanai, an ideal outdoor retreat with ample shaded space for dining, relaxing, and grilling. The sparkling pool was resurfaced with a pebble finish in 2022 and features a newer Pentair pool pump, plus an outdoor shower for added convenience.The beautifully landscaped backyard is truly special, showcasing native Florida plants and flowering gardens designed for low-maintenance living. Enjoy Sunshine Mimosa ground cover, Mulberry trees, Elderberry, and a magnificent mature oak tree that provides natural shade and character. Additional exterior features include full irrigation and a new side fence installed in 2026. Every detail of this home reflects thoughtful design, exceptional upkeep, and high-quality craftsmanship, creating a stylish and worry-free property ready to be enjoyed for years to come.

4442 Hollybrook Way, Sarasota

$635,000
4 Beds 2 Baths Greenfield SubDv. 34233 Zip Code
One or more photo(s) has been virtually staged. Welcome to Greenfield, a family friendly community of 103 homes conveniently located to all Sarasota has to offer.  This 2520 sq ft residence sits on a quiet street on a spacious 1/3 acre lot, with pond and preserve views. There are 4 bedrooms, 2 baths, and a flexible bonus room, ideal for an office, exercise room, or nursery. Pocket sliders create a flow from inside the house to the lanai and pool area, while soaring ceilings contribute to the nature of the rooms. The split floor plan provides privacy for family and guests. Less than a mile from Sarasota’s top rated Ashton Elementary and Sarasota Middle schools, they are a safe walk or bike ride away. Updates include newer roof, resurfaced pool and rescreened enclosure, primary bath refurbishment, newer A/C, new kitchen appliances and countertops, and whole home solar panels with a 25-year warranty. Solar panels generate enough energy to keep bills at an average of $50 each month!  Further, you are weather ready with a hurricane garage door, and a whole house package of accordion and acrylic shutters to conveniently protect your home. Greenfield provides both tranquility and convenience to schools, shopping, restaurants, golf courses, I-75 and the beaches. Don’t miss this opportunity to own your piece of paradise with HOA fees less than $1000 PER YEAR!

4449 Greenfield Avenue, Sarasota

$580,000
3 Beds 3 Baths Greenfield SubDv. 34233 Zip Code
Welcome to 4454 Hollybrook Way in Greenfield, one of Sarasota’s 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. Don’t miss the opportunity to own this stunning residence in one of Sarasota’s hidden gems! Be sure to experience the 3D Matterport Interactive Walkthrough and schedule your private viewing today!

4454 Hollybrook Way, Sarasota