Jamestown

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Jamestown at Pelican Bay – Ultra-Private Gated Estate Homes in Naples FL

Community Overview

Jamestown at Pelican Bay is a private, gated, low density (only 10 homesites), single-family estate home subdivision located on the northern end of Pelican Bay, positioned on the corner of Pelican Bay Boulevard and Oakmont Parkway.  Jamestown Pelican Bay properties were built between 1991 and 2000. Jamestown property owners have lake and Pelican Bay Golf Course views.  Jamestown Pelican Bay lot sizes are at least 1/3rd of an acre and larger with square footages from 4,100 to 6,300 square feet of living space with various custom upgrades including open floor plans, volume ceilings, fireplaces, external screened lanais, heated pools and much more.  Jamestown at Pelican Bay is pet friendly; no HOA approval is needed.   Jamestown Pelican Bay property owners are prohibited from leasing their homes.

Jamestown is an exceptional choice for buyers who want true single-family privacy with the full resort lifestyle Pelican Bay is known for.

Amenities & Lifestyle

Life in Jamestown is peaceful, secure and perfectly connected to Pelican Bay’s signature amenities (click below for details) as well as optional membership at Club Pelican Bay for championship golf, elegant dining and a vibrant social calendar

Click Here For Pelican Bay Resort Style Amenities

Here, you enjoy the privacy of an estate home with the privileges of a world-class coastal resort.

Homes & Residences

Jamestown residences are custom estate homes typically built 1991–2000, set on at least one-third-acre homesites (many larger) with private pools/spas, generous outdoor living and lush tropical landscapes.

  • Approx. living area: ~4,100 to 6,300+ sq ft
  • Typical layouts: 3–6 bedrooms, grand great rooms, formal & casual spaces
  • Garages: many homes offer three-car garages
  • Design features: soaring ceilings, walls of glass to the pool/lanai, chef’s kitchens, spa-inspired primary suites, and custom millwork

Several estates have undergone thoughtful renovations, marrying classic Pelican Bay elegance with today’s coastal-contemporary finishes and smart-home enhancements.

Location & Lifestyle

Positioned near the North Beach tram station and minutes to Waterside Shops, Mercato, The Ritz-Carlton Naples and Vanderbilt Beach, Jamestown delivers the best of North Naples: quiet, low-density living with fast access to culture, dining, shopping and the Gulf. It’s the perfect balance of estate privacy and effortless convenience.

Why Buyers Love Jamestown at Pelican Bay

  • Only 10 estates behind a keypad-gated entry — exceptional privacy
  • Large lots (≥⅓ acre) with lake or golf-course vistas
  • Estate-scale living (~4,100–6,300+ sq ft) with private pools & three-car garages common
  • Full Pelican Bay lifestyle: private beach clubs, tram access, tennis, fitness
  • Optional Club Pelican Bay golf for a complete country-club experience
  • Prime North Naples location near the beach, shopping and fine dining

Based on information submitted to Gulf Coast as of May 20, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or Gulf Coast.  All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.