4442 HOLLYBROOK WAY, Sarasota, FL 34233

• 4 beds |
• 2 baths |
• 2,310 sqft

Property Description

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.

Listing Status:

Active

Date Added:

May 18, 2026

Data Last Updated:

May 25, 2026 at 12:21PM

Listing Office:

COLDWELL BANKER REALTY : 941-383-6411

Listing Agent:

Heather Gehan : 941-893-0213

MLS ID:

A4694025

Interior

• General: Ceiling Fans(s)Eat-in KitchenOpen FloorplanPrimary Bedroom Main FloorSolid Surface CountersSolid Wood CabinetsThermostatWindow Treatments
• Appliances: DishwasherDryerElectric Water HeaterFreezerIce MakerMicrowaveRangeRefrigeratorWasher
• Laundry: Laundry Room
• Flooring: Luxury Vinyl
• A/C: Central Air
• Heating: CentralElectric
• Fireplace: Wood BurningFireplace

Exterior

• General: LightingOutdoor ShowerPrivate MailboxPrivate Yard
• Pool: In Ground

Construction

• Roofing: Shingle
• General: BlockOneSlab

Location

• Road/Access: Asphalt
• HOA Amenities: 960.0Annually
• Originating MLS: Stellar MLS
• County: Sarasota

Lot

• Zoning: RSF2LOT 73 GREENFIELD0069080055

Utilities

• Utilities: Cable ConnectedElectricity ConnectedPublicSewer ConnectedWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple