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$685,000
New Listing

4442 HOLLYBROOK WAY
SARASOTA, FL 34233

For Sale|Single Family Residence|Active
4
Beds
2
Total Baths
2
Full Baths
2,310
SqFt
$297
/SqFt
1994
Built
Subdivision:
GREENFIELD
County:
Sarasota

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4442 HOLLYBROOK WAY4442 HOLLYBROOK WAY4442 HOLLYBROOK WAY4442 HOLLYBROOK WAY
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Mortgage Calculator

Monthly Payment (Est.)

$3,125
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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.

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Listing Snapshot
Price 
$685,000
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
2,310 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.24 Acres
Year Built 
1994
MLS® Number 
A4694025
Status 
Active
Property Tax 
$4,542
HOA/Condo/Coop Fees 
$80 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
8 hours agoListing updated with changes from the MLS®
12 hours agoListing first seen on site
General Features
Acres 
0.24
Attached Garage 
Yes
Direction Faces 
Southeast
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
One
Parking 
Attached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
3090
Utilities 
Cable AvailableCable ConnectedElectricity ConnectedSewer ConnectedWater Connected
Water Source 
Public
Zoning 
RSF2
Interior Features
Appliances 
DishwasherDryerElectric Water HeaterFreezerIce MakerMicrowaveRangeRefrigeratorWasher
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Wood Burning
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
Eat-in KitchenOpen Floorplan
Laundry Features 
Laundry Room
Kitchen 
Level - First
Living Room 
Level - First
Master Bedroom 
Level - First
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Exterior Features
Construction Details 
Block
Exterior 
LightingOutdoor ShowerPrivate Yard
Pool Features 
In GroundPrivate
Private Pool 
Yes
Roof 
Shingle
Community Features
Association Dues 
960
HOA Fee Frequency 
Annually
MLS Area 
34233 - Sarasota
Roads 
Asphalt
Township 
37
Schools
School District
Unknown
Elementary School
Ashton Elementary
Middle School
Sarasota Middle
High School
Sarasota High
Listing courtesy of COLDWELL BANKER REALTY (941) 893-0213



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-05-19 12:26 AM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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