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Property for sale at 2066 HILLWOOD DRIVE, CLEARWATER, FL, 33763
Property for sale at 2066 HILLWOOD DRIVE, CLEARWATER, FL, 33763
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2066 Hillwood DriveClearwater, FL, 33763

2beds
2baths
1,204sqft
Single Family Residence
Built in 1972
$271 Annually HOA Fee
$439,000
For sale
Price per sqft
$365
Days on market
2
Listed
Nov 5
MLS #TB8565178Updated Nov 6, 2026

About this property

A sparkling saltwater pool completed in 2025, a beautifully tiled patio, gleaming polished terrazzo floors, and a remodeled kitchen make this Greenbriar home anything but ordinary. Lovingly remodeled and maintained, this home has so many thoughtful details to appreciate. The tropical front landscaping sets a relaxed Florida tone, while the fully fenced backyard is absolute perfection—a private, low-maintenance retreat designed for enjoying the sunshine instead of spending every weekend on yardwork.

Inside, the welcoming open floor plan features two bedrooms, one full bathroom, and a finished Florida room that provides additional flexible space. The original terrazzo floors have been professionally refinished and polished, and vinyl plank flooring complements the Florida room. The kitchen has been remodeled, and the main bathroom was remodeled in 2017, including associated plumbing updates.

The attached one-car garage includes a remodeled bathroom with a toilet and shower, as well as a utility sink.

The backyard is the showstopper. Completed in February 2025, the saltwater pool features a pebble-style finish and mother-of-pearl-style accent tile along the steps and pool edge. The tiled pool deck and patio provide plenty of room for lounging and entertaining, while artificial turf keeps maintenance simple. The yard also includes a new shed, a backyard sprinkler system installed in 2025, irrigation for the garden area, and pool equipment. The pool is not heated or screened, and its warranty is not transferable.

Important improvements include a roof replaced in September 2019, HVAC replaced in April 2019, complete ductwork replacement in October 2026, a water heater replaced in March 2018, and exterior paint completed in 2020. The well and front-yard sprinkler system were installed in 2022, with the backyard sprinkler system added in 2025.

Greenbriar offers a heated community pool, fitness room, clubhouse, and community activities with affordable annual fees. The home is in Flood Zone X and is convenient to Countryside Mall, shopping and dining along US 19 and State Road 580, downtown Dunedin, Clearwater Beach, and Gulf Coast recreation. Baseball fans can also enjoy spring training in Clearwater and Dunedin.

There are so many details to appreciate in this beautifully maintained home, and the backyard truly must be experienced in person. Schedule your showing and come see the pool, patio, polished terrazzo floors, and inviting Florida lifestyle for yourself.

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Property details

Property type
Single Family Residence
Street address
2066 Hillwood Drive
City
Clearwater
State
FL
ZIP code
33763
Year built
1972
New construction
No
Faces
South
Rooms
9
Living area
1,204 sqft
Total building area
1,560 sqft
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at November 7, 2026 at 4:48 PM EST

Price & sale history

EventPrice
Listed for saleMLS #TB8565178$439,000
SoldMLS #U7824188$190,000
Listed for saleMLS #U7824188$199,900
History may be incomplete.
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Property for sale at 2066 HILLWOOD DRIVE, CLEARWATER, FL, 33763
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