4442 Hollybrook Way Sarasota, FL 34233
Pending MLS# A4694025
4 beds 2 baths 2,310 sq ft Single Family
Details for 4442 Hollybrook Way
MLS# A4694025
Description for 4442 Hollybrook Way, Sarasota, FL, 34233
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 Information
Property Type: Residential, Single Family Residence
Status: Pending
Bedrooms: 4
Bathrooms: 2
Lot Size: 0.24 Acres
Square Feet: 2,310 sq ft
Year Built: 1994
Garage: Yes
Stories: 1 Story
Construction: Block
Subdivision: Greenfield
Foundation: Slab
County: Sarasota
School Information
Elementary: Ashton Elementary
Middle: Sarasota Middle
High: Sarasota High
Room Information
Main Floor
Living Room:
Primary Bedroom:
Kitchen:
Bathrooms
Full Baths: 2
Additonal Room Information
Laundry: Laundry Room
Interior Features
Appliances: Ice Maker, Dishwasher, Dryer, Freezer, Microwave, Range, Refrigerator, Washer, Electric Water Heater
Flooring: Luxury Vinyl
Doors/Windows: Window Treatments
Fireplaces: Wood Burning
Additional Interior Features: Eat-In Kitchen, Window Treatments, Ceiling Fan(s), Built-in Features, Open Floorplan, Solid Surface Counters, Wood Cabinets, Main Level Primary
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Cable Connected,Electricity Connected,Municipal Utilities,Sewer Connected,Water Connected
Cooling: Ceiling Fan(s), Central Air
Heating: Central, Electric
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 2
Roof: Shingle
Pool: In Ground
Additional Exterior/Lot Features: Private Yard, Outdoor Shower, Lighting
Community Features
Homeowners Association: Yes
HOA Dues: $960 / Annually
Driving Directions
From I-75 exit at Bend Ridge Rd. Make a left on Honore Ave. Make a left on Wilkinson Rd. Make a left on Greenfield Ave. Make a left on Sunnyvale Cir N, make a right on Hollybrook Way and home is one right.
Financial Considerations
Tax/Property ID: 0069080055
Tax Amount: 4542
Tax Year: 2025
A broker reciprocity listing courtesy: COLDWELL BANKER REALTY
Based on information provided by Stellar MLS as distributed by the MLS GRID. Information from the Internet Data Exchange is provided exclusively for consumers’ personal, non-commercial use, and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This data is deemed reliable but is not guaranteed to be accurate by Edina Realty, Inc., or by the MLS. Edina Realty, Inc., is not a multiple listing service (MLS), nor does it offer MLS access.
Copyright 2026 Stellar MLS as distributed by the MLS GRID. All Rights Reserved.
Sales History & Tax Summary for 4442 Hollybrook Way
Sales History
| Date | Price | |
|---|---|---|
| Currently not available. | ||
Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
|---|---|---|
| Currently not available. | ||
Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 4442 Hollybrook Way
| Schools in attendance boundaries | Grades | Distance | Rating |
|---|---|---|---|
| Loading... | |||
| Schools nearby | Grades | Distance | Rating |
|---|---|---|---|
| Loading... | |||
Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
Coming soon properties will soon be on the market, but are not yet available for showings.