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Grassy Point Estates Homes for Sale in Port Charlotte, Florida

Local market trends: View our Port Charlotte Market Report for regional home prices, supply, pending sales and months of inventory. These wider market trends are not specific to this community.

About Grassy Point Estates

Grassy Point Estates is a residential neighborhood in Port Charlotte, Charlotte County. Buyers considering properties here should review the individual listing for waterfront features, lot characteristics, deed restrictions, and any applicable association rules or fees. These details can vary by property.

Find Grassy Point Estates Real Estate

Browse the MLS listings below for available properties in Grassy Point Estates. For questions about a particular home or its ownership costs, contact Jason Ester at 941-376-6626.

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Grassy Point Estates Properties for Sale

21361 Harborside Boulevard, Port Charlotte image
21361 Harborside Boulevard, Port Charlotte $89,000 ▼

Price improved—take a look at the possibilities this lot offers in Grassy Point Estates. Build your dream home in an exclusive gated and deed-restricted waterfront commun...

  • Grassy Point Estates SubDv.
  • 33952 Zip Code
4661 Grassy Point Boulevard, Port Charlotte image
4661 Grassy Point Boulevard, Port Charlotte $95,000 ▼

Welcome to Grassy Point Estates — Port Charlotte’s premier gated waterfront enclave, where privacy and luxury meet the best of Florida coastal living. This exceptional ho...

  • Grassy Point Estates SubDv.
  • 33952 Zip Code
21421 Harborside Boulevard, Port Charlotte image
21421 Harborside Boulevard, Port Charlotte $139,000

Welcome to Grassy Point with its beautiful oversized estate lots, private gated entrance, and exclusive marina. This unique community is located directly on Charlotte Har...

  • Grassy Point Estates SubDv.
  • 33952 Zip Code
4800 Harbor Point Court, Port Charlotte image
4800 Harbor Point Court, Port Charlotte $199,000 ▲

Grassy Point Estates almost 3/4 of an Acre Lot to build your new dream home in this Premier Gated Community. This most private setting is nestled in a neighborhood of stu...

  • Grassy Point Estates SubDv.
  • 33952 Zip Code
21370 Harborside Boulevard, Port Charlotte image
21370 Harborside Boulevard, Port Charlotte $799,000 ▼

Stunning home with 3 Bedrooms, 3 Bathrooms, office/den and 3 Car Garage located in the upscale WATERFRONT gated community of GRASSY POINT. This home has a DEEDED DOCK in...

  • 3 Beds
  • 3 Baths
  • Grassy Point Estates SubDv.
  • 33952 Zip Code
4790 Harbor Point Court, Port Charlotte image
4790 Harbor Point Court, Port Charlotte $2,300,000

Private Grassy Point Yacht Club estate with deeded marina access, no bridges to open water, 24-hour gated security, resort-style new pool and spa, 4-car garage, theater, ...

  • 4 Beds
  • 6 Baths
  • Grassy Point Estates SubDv.
  • 33952 Zip Code
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North Port

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Englewood

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Jason Ester
RE/MAX Alliance Group

14850 Tamiami Trail
North Port, FL 34287

941-376-6626
Email Jason

© 2026 Jason Ester. RE/MAX Alliance Group.
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