4442 HOLLYBROOK WAY Sarasota, FL $ 685,000
4442 HOLLYBROOK WAY
$ 685,000
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4442 HOLLYBROOK WAY

Sarasota, FL, 34233
$ 685,000
Bedrooms4 Baths2.0 Sq 2,310

Monthly Estimate*

$ 4,218

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Single Family Home for sale in Sarasota, FL

for $685,000 with 4 bedrooms and 2 full baths. This 2,310 square foot home was built in 1994 on a lot size of 0.24.

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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Single Family Active

Price

$ 685,000

Bedrooms

4

Full Bath

2

Property Type

Single Family

Taxes

$ 4,542

Style

Single Family Residence

Lot Size

0.24

Year Built

1994

Town/City

Sarasota

County/Region

Sarasota

MLS | Web ID

A4694025

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities Cable Connected Electricity Connected Public Sewer Connected Water Connected
Roof Shingle
Appliances Dishwasher Dryer Electric Water Heater Freezer Ice Maker Microwave Range Refrigerator Washer
Zoning RSF2
HOA Fee 960
Garage Spaces 2
Pool Features In Ground
Construction Materials Block
Pets Allowed Yes
Year Built 1994
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Assoc Fee Paid Per Annually
County Sarasota
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name GREENFIELD
Facing Direction Southeast
Garage Y/N true
Total Rooms 3
Full Baths 2
Status Active
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.
High School Sarasota High
City SARASOTA
Association Name Lorna Fleenor
Senior Community Y/N false
MLS Area 34233 - Sarasota
Lot Size Units Square Feet
Lot Size Square Feet 10400
Carport Y/N false
Elementary School Ashton Elementary
Land Lease Y/N false
Tax Annual Amount 4542
Middle/Junior High School Sarasota Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/A4694025 https://listings.gulfcoastrealtymedia.com/4442-Hollybrook-Way-Sarasota-FL-34233-USA?mls=
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 73
Legal Description LOT 73 GREENFIELD
Minimum Lease 1-2 Years
Water Access Y/N false
Monthly HOA Amount 80
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Ceiling Fan(s) Eating Space In Kitchen Open Floorplan Primary Bedroom Main Floor Solid Surface Counters Solid Wood Cabinets Thermostat Window Treatments
Flooring Luxury Vinyl
Furnished Y/N Unfurnished
Fireplace Features Wood Burning
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 0
Laundry Features Laundry Room
Total Bedrooms 4
Total Baths 2
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Exterior
Exterior Amenities Lighting Outdoor Shower Private Mailbox Private Yard
Water Source Public
Lot Size Area 10400
Foundation Details Slab
Spa false
Building Area Total 3090
Lot Size Acres 0.24
Road Surface Type Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
Coldwell Banker Realty

Broker

Heather.Gehan@cbrealty.com

Email

Affordability Calculator

$4,596
Per Month
92%
8%
0%
Monthly Principal & Interest
$4,218
Monthly Property Taxes
$379
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Sarasota High High School High School
Pricing History
DatePricePrice ChangeDescription
5/18/2026$685,000 Listed Price

Map


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4442 HOLLYBROOK WAY, Sarasota, FL, 34233 is a Single Family Home for sale at $685,000 with 2,310 sqft and a lot size of 0.24. 4442 HOLLYBROOK WAY has 4 bedrooms, 2.0 baths, and was built in 1994. The property's zip code is 34233 which is in Sarasota, FL