Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 2 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 3 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 4 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 5 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 6 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 7 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 8 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 9 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 10 of 62
Foyer - 500 N HIGHLAND AVE, TARPON SPRINGS
Foyer - 500 N HIGHLAND AVE, TARPON SPRINGS
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 13 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 14 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 15 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 16 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 17 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 18 of 62
Main house kitchen - 500 N HIGHLAND AVE, TARPON SPRINGS
Main house kitchen - 500 N HIGHLAND AVE, TARPON SPRINGS
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 21 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 22 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 23 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 24 of 62
Livingroom #2 - 500 N HIGHLAND AVE, TARPON SPRINGS
Livingroom #2 - 500 N HIGHLAND AVE, TARPON SPRINGS
downstairs bar/gameroom - 500 N HIGHLAND AVE, TARPON SPRINGS
downstairs bar/gameroom - 500 N HIGHLAND AVE, TARPON SPRINGS
bar area - 500 N HIGHLAND AVE, TARPON SPRINGS
Bar area - 500 N HIGHLAND AVE, TARPON SPRINGS
bar area - 500 N HIGHLAND AVE, TARPON SPRINGS
bathroom #2 - 500 N HIGHLAND AVE, TARPON SPRINGS
bedroom #2 - 500 N HIGHLAND AVE, TARPON SPRINGS
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 34 of 62
Owners suite - 500 N HIGHLAND AVE, TARPON SPRINGS
Owners suite - 500 N HIGHLAND AVE, TARPON SPRINGS
Owners suite - 500 N HIGHLAND AVE, TARPON SPRINGS
Owners bathroom #1 - 500 N HIGHLAND AVE, TARPON SPRINGS
Owners bathroom #1 - 500 N HIGHLAND AVE, TARPON SPRINGS
Owners bathroom #2 - 500 N HIGHLAND AVE, TARPON SPRINGS
owners bathroom #2 - 500 N HIGHLAND AVE, TARPON SPRINGS
Makeup vanity - 500 N HIGHLAND AVE, TARPON SPRINGS
main house screened in porch - 500 N HIGHLAND AVE, TARPON SPRINGS
main house screened in porch - 500 N HIGHLAND AVE, TARPON SPRINGS
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 45 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 46 of 62
bedroom #3 - 500 N HIGHLAND AVE, TARPON SPRINGS
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 48 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 49 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 50 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 51 of 62
Apartment kitchen - 500 N HIGHLAND AVE, TARPON SPRINGS
Apartment kitchen - 500 N HIGHLAND AVE, TARPON SPRINGS
Apartment bedroom - 500 N HIGHLAND AVE, TARPON SPRINGS
Apartment screened in porch - 500 N HIGHLAND AVE, TARPON SPRINGS
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 56 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 57 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 58 of 62
side yard - 500 N HIGHLAND AVE, TARPON SPRINGS
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 60 of 62
Single Family Residence at 500 N HIGHLAND AVE, TARPON SPRINGS, photo 61 of 62
floor plan - 500 N HIGHLAND AVE, TARPON SPRINGS
62 photos

$1,795,000

500 N HIGHLAND AVE
TARPON SPRINGS, FL 34688
Listed by CeCe Cosgrove · OLYMPIC REALTY SERVICES LLC
Bedrooms
5
Bathrooms
6.5
Living area
6,005 sqft
Year built
1979

About this home

Experience waterfront living at its finest in this stunning custom Mediterranean estate situated on two picturesque acres with breathtaking sunset views. Privately gated and offering the freedom of no HOA, this exceptional property delivers the tranquil lifestyle most only dream about. The expansive residence features five generously sized bedrooms, six-and-a-half bathrooms and beautiful hardwood floors throughout the main level. In addition, a private attached apartment provides flexibility for guests, extended family, or multigenerational living. There is also a 1000 sq.ft. air conditioned art studio/workshop with a two car garage for the boat or car enthusiast. The updated gourmet kitchen is designed for both entertaining and everyday living, featuring level-five granite countertops, dual ovens, solid wood cabinetry with pull out drawers and beautiful gold accent hardware providing an abundant workspace. Step outside to enjoy spectacular water views from nearly every angle. A private dock offers direct waterfront access, while the impressive 42' x 18' in ground pool and spa create the perfect setting for relaxation and entertaining. Additional features include a sprinkler system, outdoor landscape lighting, abundant storage and closet space, and beautifully maintained grounds. Rarely does a property combine privacy, luxury, acreage, and waterfront living so seamlessly. This is a truly exceptional estate offering an unparalleled Florida lifestyle. Appointment only for this listing.

Highlights

WaterfrontPrivate poolFireplace

Property details

MLS #
MFRTB8509185
Property type
Single Family Residence
Subdivision
TAMPA & TARPON SPGS LAND CO
Status
Active
Days on market
18
On market date
July 11, 2026
Stories
N/A
Total bathrooms
6.5
Garage spaces
5
Parking spaces
N/A
Lot size
2 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
TARPON SPRINGS ELEMENTARY SCHOOL
1.35 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
506
Student:teacher ratio
12.3:1
District
PINELLAS
Middle
EAST LAKE MIDDLE SCHOOL ACADEMY OF ENGINEERING
2.62 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
390
Student:teacher ratio
18.6:1
District
PINELLAS
High
EAST LAKE HIGH SCHOOL
2.58 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,326
Student:teacher ratio
21.9:1
District
PINELLAS

Walkability

Blended score for TARPON SPRINGS's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

72
Walkable
out of 100
EPA National Walkability Index
11.3 / 20 -- Above average walkable
Nearby-amenity density
95 / 100
Restaurants & cafes20
Grocery stores3
Parks3
Schools6
Transit stops16
Pharmacies4

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$10,960/mo
$359,000 down
$1,436,000 loan
Principal & interest$9,314
Property tax (est.)$1,496
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated August 5, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.