For Sale
New
3D Tour3D Tour
Single family home for sale at 2066 Hillwood Dr, Clearwater, FL 33763 | MLS# TB8565178 | Listing updated on 2026-11-06
Photo 1 of Single family home for sale at 2066 Hillwood Dr, Clearwater, FL 33763 | MLS# TB8565178 | Listing updated on 2026-11-06
Photo 2 of Single family home for sale at 2066 Hillwood Dr, Clearwater, FL 33763 | MLS# TB8565178 | Listing updated on 2026-11-06
Photo 3 of Single family home for sale at 2066 Hillwood Dr, Clearwater, FL 33763 | MLS# TB8565178 | Listing updated on 2026-11-06
Photo 4 of Single family home for sale at 2066 Hillwood Dr, Clearwater, FL 33763 | MLS# TB8565178 | Listing updated on 2026-11-06
60+
Beds Icon

Virtual Tour

Beds Icon

Street View

$439,000

Monthly Est:$2,185

  • Beds Icon2 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,204sqft

2066 Hillwood Dr, Clearwater, FL 33763

$2,185/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1972

  • $22.58/mo HOA

  • 6,085 sqft lot

  • $365/sq.ft

Description

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 fl
oors 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.

  • Houzeo last checked: 5 minutes ago
  • Listing updated: November 6, 2026 at 11:48 am
  • Listing Provided by: Vivian Resnick (813) 410-2890 | DALTON WADE INC (888) 668-8283
  • Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: TB8565178 Stellar MLS-FL as distributed by MLS GRID

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Pinellas County

  • City

    Clearwater

  • Neighborhood

    --

  • Year Built

    1972

  • HOA Fees

    $22.58/mo

  • Finished Area

    1,204 sqft

  • Lot Size

    6,085 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    TB8565178

  • MLS Status

    Active

  • Days on Market

    4

  • Cumulative Days on Market

    1

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Location

HOA Management

Jessica Lakins

HOA Fees

$271/ Annually

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Club House Club House

Pool Pool

Gym Gym

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 2

    Bathrooms: 2

  • Foyer

    Level: First

    Area: 48.10 Square Feet

    Dimensions: 7.4x6.5

  • Living Room

    Level: First

    Area: 244.26 Square Feet

    Dimensions: 20.7x11.8

  • Florida Room

    Level: First

    Area: 205.80 Square Feet

    Dimensions: 21x9.8

  • Kitchen

    Level: First

    Area: 113.28 Square Feet

    Dimensions: 11.8x9.6

  • Primary Bedroom

    Level: First

    Area: 161.66 Square Feet

    Dimensions: 13.7x11.8

  • Bedroom 2

    Level: First

    Area: 113.22 Square Feet

    Dimensions: 11.1x10.2

  • Bathroom 1

    Level: First

    Area: 61.06 Square Feet

    Dimensions: 8.6x7.1

  • Bathroom 2

    Level: First

    Area: 18.36 Square Feet

    Dimensions: 5.1x3.6

  • Balcony/Porch/Lanai

    Level: First

    Area: 246.00 Square Feet

    Dimensions: 24.6x10

Interior

  • Flooring

    Terrazzo, Vinyl

  • Heating

    Central

  • Cooling

    Central Air

  • Sewer

    Public Sewer

  • Appliances

    Dishwasher, Disposal, Dryer, Microwave, Other, Range, Refrigerator, Washer

  • Exterior Features

    Private Yard, Rain Gutters

  • Interior Features

    Ceiling Fans(s)

Construction

  • Year Built

    Year Built: 1972

  • Home type

    Single Family Residence

  • Roof

    Shingle

  • Foundation Details

    Slab

  • Construction Materials

    Block, Stucco

Utilities & Energy

  • Parking Features

    Bath In Garage

  • Security Features

    Smoke Detector(s)

  • Laundry Features

    In Garage, Sink

  • Association Amenities

    Clubhouse, Fitness Center, Pool

  • Utilities

    Bb/hs Internet Available, Cable Available, Cable Connected, Electricity Connected, Phone Available, Public, Sewer Connected, Sprinkler Meter, Water Connected

  • Pool Features

    In Ground

  • Water Source

    Public

Other Features

  • Subdivision Name

    Greenbriar

  • Patio And Porch Features

    Rear Porch

  • Community Features

    Clubhouse, Fitness Center, Pool

  • Vegetation

    Mature Landscaping, Trees/landscaped

Price History

DateEventPrice

11/05/2026

Source: mls_logoStellar MLS-FL #MFRTB8565178

Listed for Sale

$439,000 +131.05%

$365/sqft

10/17/2017

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRU7824188

Price Decreased

$190,000 -4.95%

$158/sqft

10/17/2017

Source: mls_logoStellar MLS-FL #MFRU7824188

Sold

$199,900

$166/sqft

Nearby Homes

Based on information from Stellar MLS® through Nov 10, 2026, 08:30AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

Advertising Broker: Fred McGill | Simple Showing, Inc

Skip to Main Content