To schedule a showing of 4442 Hollybrook Way, Sarasota, Florida, Call David Shippey at 863-521-4517 TODAY!

$663,000 Reduced -$22,000
4442 Hollybrook Way
Sarasota, FL 34233
  • 4Beds
  • 2.00Total Baths
  • 2 Full, 0 HalfBaths
  • 2,310SqFt
  • 1994Year Built
  • 0.24Acres
  • MLS# A4694025
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market25 days
  • Area34233 - Sarasota
  • CountySarasota
  • Subdivision Greenfield

Overview

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, youll 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.



Agriculture / Farm

Association Fees / Info

Pets Allowed:  Yes

Hoa Frequency Rate:  960

Association:  Yes

Hoa Fees Frequency:  Annually

Bathroom Info

Total Baths:  2.00

Fullbaths:  2

Building Info

Window Features:  WindowTreatments

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Pool Features:  InGround

Pool Private:  Yes

Exterior Features:  Lighting, OutdoorShower, PrivateYard

Fees / Restrictions

Financial

Original Price:  $685,000

Garage / Parking

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Fireplace Desc:  WoodBurning

Fireplace:  Yes

Floors:  LuxuryVinyl

Levels:  One

Laundry Features:  LaundryRoom

Interior Features:  BuiltInFeatures, CeilingFans, EatInKitchen, MainLevelPrimary, OpenFloorplan, SolidSurfaceCounters, WoodCabinets, WindowTreatments

Appliances:  Dryer, Dishwasher, ElectricWaterHeater, Freezer, IceMaker, Microwave, Range, Refrigerator, Washer

Lot Info

Direction Remarks:  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.

Lot Size Units:  Acres

Lot Size Acres:  0.24

Lot Sqft:  10,400

Misc

Other

Special Conditions:  None

Other Rooms Info

Property Info

Section:  02

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Block

Stories:  1

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  3

Sqft Info

Sqft:  2,310

Bulding Area Sqft:  3,090

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,025

Tax Lot:  73

Tax Legal Description:  LOT 73 GREENFIELD

Tax Block:  2

Tax Annual Amount:  4542

Tax Book Number:  35-44

Unit Info

Utilities / Hvac

Heating:  Central, Electric

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableConnected, ElectricityConnected, MunicipalUtilities, SewerConnected, WaterConnected

Waterfront / Water

Schools

Elem:  Ashton Elementary

Middle:  Sarasota Middle

High:  Sarasota High

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.

This listing courtesy of Coldwell Banker Realty 

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Price & Status History (on davidshippey.com since Mon, May 18th 2026)
  • Original Price: $685,000
  • Current Price: $663,000
  • Price Reduced: $22,000
Date ChangedFromTo
06/08/2026$685,000 $663,000 Reduced by $22,000

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If you have any questions on 4442 Hollybrook Way, Sarasota, Florida, please call David Shippey at 863-521-4517.


MLS# A4694025 located at 4442 Hollybrook Way, Sarasota, Florida is brought to you by David Shippey REALTOR®

4442 Hollybrook Way, Sarasota, Florida has 4 Beds, 2 Full Bath, and 0 Half Bath.
The MLS Number for 4442 Hollybrook Way, Sarasota, Florida is A4694025.
The price for 4442 Hollybrook Way, Sarasota, Florida is $663,000.
The status of 4442 Hollybrook Way, Sarasota, Florida is Active.
The subdivision of 4442 Hollybrook Way, Sarasota, Florida is Greenfield.
The home located at 4442 Hollybrook Way, Sarasota, Florida was built in 2026.