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$469,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,732 Sq. Ft.
  • Updated 1 day ago
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Virtually Staged. PRICE REDUCED - Charming brick home in Highland Lakes (55+) with LOW HOA. This 3-bed, 2-bath residence offers 1,732 sq ft of bright, open living with vaulted ceilings and flexible expanded space that enhances flow and functionality. The kitchen features solid maple cabinets, granite countertops, pantry storage, and an easy entertaining layout; both baths are updated with granite vanities. Major systems updated: hurricane-impact windows, 2023 A/C, 2022 water heater, and 200-amp electric. Enjoy rare backyard privacy with mature landscaping, a paver patio, and a motorized awning - plus an enclosed A/C lanai for extra living space. Additional highlights: 2-car garage with attic access and storage, irrigation well, security system, ceiling fans throughout, and all appliances included. Highland Lakes amenities: three golf courses, tennis and pickleball, heated Olympic pool, clubhouse and fitness programs, lake access, boat/RV storage, and an active social calendar. Great updates, awesome layout, desirable location - ready to move in.

Full Property Details for 999 Gillespie Dr

General

  • Price: $469,000
  • HOA FEE: $164/month
  • Taxes: $6,871 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: TB8516714
  • Updated: 6/12/2026
  • Added to Site: 5 day(s) ago

Rental Information

  • Min. Lease: 3 Months

Interior

  • Number of Rooms: 7
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, Living Room/Dining Room Combo, Open Floorplan, Solid Wood Cabinets, Stone Counters, Thermostat, Vaulted Ceiling(s)
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer, Water Softener
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile, Engineered Hardwood, Laminate, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: In Garage

Additional Information

  • Shared Amenities: Clubhouse, Golf Course, Pickleball Court(s), Pool, Recreation Facilities, Shuffleboard Court, Tennis Court(s)

Exterior

  • Exterior Features: Awning(s), Irrigation System, Sliding Doors

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34684 - Palm Harbor
  • County: Pinellas
  • Development Name: 34684 - Palm Harbor
  • Subdivision: HIGHLAND LAKES UNIT FIFTEEN PH 1
  • Driving Directions: From the intersection of US-19 and Tampa Road in Palm Harbor, head west on Tampa Road, then turn right onto Lake St. George Drive. Continue straight and turn left onto Gillespie Drive—follow the road to 999 Gillespie Drive, which will be on your right.
  • Direction Faces: West

Community

  • Community Name: 34684 - Palm Harbor
  • Community Features: Dock, Fishing, Lake, Water Access, Buyer Approval Required, Clubhouse, Golf Carts OK, Golf, Pool, Sidewalks, Tennis Court(s)
  • Optional Amenities: Clubhouse, Golf Course, Pickleball Court(s), Pool, Recreation Facilities, Shuffleboard Court, Tennis Court
  • Association: Yes
  • Assoc. Name: Highland Lakes HOA
  • Adult Community: Yes

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water District: LAKE TARPON
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Sewer Connected, Water Connected

Structural Information

  • Exterior Const.: Block, Brick
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,732
  • Sq. Ft. Source: Public Records
  • Year Built: 1983

Lot Features

  • Lot Size (Acres): 0.18
  • Lot Size (Sq. Ft.): 7,658
  • Lot Size: 7658
  • Lot Dimensions: 71 x 110
  • Street/Road Desc.: Paved

Water Features

  • Water Access: Yes
  • Water Access Desc: Lake
  • Water Extras: Yes
  • Water Front Name: LAKE TARPON
  • Water Front Desc.: Lake

Financial Considerations

  • Association Fee: $164
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $6,871.54
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: HIGHLAND LAKES UNIT FIFTEEN PHASE 1 LOT 45
  • Flood Zone Info: X
  • APN: 52816389080000450
  • Property ID: 52816389080000450
  • Block/Lot/Section: 920

Listed by Charles Rutenberg Realty Inc

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Listing agent

— 999 Gillespie Dr —

  • Charles Rutenberg Realty Inc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 999 Gillespie Dr

School District:Pinellas County School District
NameGradesDistance
Highland Lakes Elementary School
1230 Highlands Boulevard, Palm Harbor, FL 34684
PK-50.2 mi
Joseph L. Carwise Middle School
3301 Bentley Drive, Palm Harbor, FL 34684
6-80.9 mi
Palm Harbor University High School
1900 Omaha Street, Palm Harbor, FL 34683
9-122.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 999 Gillespie Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/08/2026
Listed
$469,000
23.42%
MLS
12/27/2021
Sold
$380,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 999 Gillespie Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,872
6%
$371,100
1%
2024
$6,473
9%
$366,752
14%
2023
$5,930
63%
$320,873
42%
2021
$3,633
-36%
$226,139
-26%
2022
$5,682
56%
$305,429
37%
2021
$3,633
2%
$223,017
2%
2019
$3,561
1%
$218,003
2%
2018
$3,511
2%
$213,938
2%
2017
$3,428
60%
$209,538
50%
2016
$2,137
-2%
$140,133
1%
2015
$2,170
1%
$139,159
1%
2014
$2,157
1%
$138,055
1%
2013
$2,138
—
$136,015
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Charles Rutenberg Realty Inc

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999 Gillespie Drive, Palm Harbor, FL 34684 (MLS# TB8516714) is a Single Family property with 3 bedrooms and 2 full bathrooms. 999 Gillespie Drive is currently listed for $469,000 and was received on June 08, 2026. Want to learn more about 999 Gillespie Drive? Do you have questions about finding other Single Family real estate for sale in Palm Harbor? You can browse all Palm Harbor real estate or contact a Coldwell Banker agent to request more information.

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