Cypress Hollow - Safety Harbor FL Homes For Sale

Below you can begin your search for homes in the neighborhood of Cypress Hollow! Be sure to register for a free account to begin receiving notifications when new Cypress Hollow listings hit the market. Available market listings will automatically come to your inbox!

For additional neighborhood and HOA Fee information, Read More here.

If you have questions or wish to schedule a private or virtual showing please contact us at 727-455-4318. We are standing by ready to assist you.

Cypress Hollow Homes For Sale May 27, 2024
Avg. DOM
Avg. $ / Sq.Ft.
Med. List Price
1 Property

Cypress Hollow - Neighborhood & HOA Fee Information

Located on the northwestern edge of Safety Harbor Florida is the gated neighborhood of Cypress Hollow. This enclave of luxury homes is centrally located and has easy access to downtown “Main Street” in Safety Harbor and all of its many eateries, activities, and places of interest.  Within the community, residents have access to tennis courts and a walking trail surrounding a natural freshwater lake to help maintain a healthy and active lifestyle. The Safety Harbor Spa and Marina is less than 2 miles away and the Westfield Countryside Mall, downtown Dunedin Florida and famed Clearwater Beach all less than 25 minutes away!

  • Close Proximity to Main Street in Safety Harbor FL
  • Safety Harbor Spa - 2 miles away
  • Walking Trail
  • Freshwater Lake
  • Westfield Countryside Mall 9 minutes away
  • Clearwater Beach 30 mins away
  • Great Centralized Pinellas County Location

Cypress Hollow Area Schools

These are the schools that are likely zoned for this neighborhood

Safety HarborElementary School

Safety Harbor Middle School

Countryside High School 

Restaurants Near Cypress Hollow

The Sandwich On Main
308 Main St, Safety Harbor, FL 34695
(727) 773-6234

Coastal Cantina & Grill
519 2nd St S, Safety Harbor, FL 34695
(727) 221-9749

Paul’s Chicago Pizza
1500 North McMullen Booth Rd, Clearwater, FL 33759

(727) 723-9777

Golf Course Near Cypress Hollow

Countryside Country Club
3001 Countryside Blvd, Clearwater, FL 33761
(727) 796-2153

Chi Chi Rodriguez Golf Course 
3030 McMullen Booth Rd, Clearwater, FL 33761
(727) 726-4673

East Lake Woodlands Country Club
1055 E Lake Woodlands Pkwy, Oldsmar, FL 34677
(727) 784-8576


The floor plan size range in this neighborhood ranges from 2,500 - 6,000 square feet.

Estimated HOA Fees
Traditional Single-Family Homes
Avg HOA fees per household =  2,000 Annually
Fees Include:  Common areas, tennis courts

Pet Policy

Pets are allowed in Cypress Hollow
Please obey all 
leash laws and dispose of pet waste properly 

We are standing by to accommodate your private or virtual showing request