
If you are in the market for an extremely exclusive Siesta Key Community, Point Crisp is certainly a neighborhood that should be on your short list. The development sits on a small peninsula that extends into Little Sarasota Bay just south of the Stickney Point Bridge.
There are only a few homes found in this neighborhood that can only be located if you are quick to spot the small sign posted at the entrance to the community.
Point Crisp is a very historical part of Siesta Key and Sarasota’s literary history. This spit of land was named after a robber-barron named Crisp who was rumored to have won the land in a poker game. John D. MacDonald, A famous mystery writer built a house near the point that still remains to this day.
In the parlor of John D’s home Ernest Hemingway once played chess with the mystery writer, and a slew of famous friends came and visited with John D while he resided at that residence. John D MacDonald was a brilliant writer who authored the Travis McGee series. He is attributed to writing 500 short stories and 78 books in his lifetime, many of them from his home on Point Crisp.

Casey Key winter resident, Stephen King, called John D. MacDonald “….the great entertainer of our age, and a mesmerizing storyteller.”
Though most of the original homes on Point Crisp have been raised, the homes that have replaced them are noting short of stunning. Once you turn off Midnight Pass Road onto Point Crisp you will think you are in a dense jungle of lush tropical foliage inter-mixed with some huge tropical and native white oak trees.
Home sizes range from 2000 square feet to more than 7000 and are priced between $600,000 and $6 million.
Point Crisp Real Estate for Sale
Below are all of the current real estate listings available for sale in Point Crisp as of 6AM this morning.
Please contact me if you would like to schedule a tour of any of the listed properties.
MLS# A3968767 View Property Details Add to Favorites View Map
- 1450 POINT CRISP RD
- Price: $2,150,000
- Zip Code: 34242
- 0.3564 Acres
- Miles of bay view!! Build your dream home on this fabulous Point Crisp lot. Point Crisp is a unique enclave of exclusive homes tucked away on the south end of Siesta Key. As you wind down Point Crisp Road to its end you arrive at this amazing waterfr ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3966790 View Property Details Add to Favorites View Map
- 1321 POINT CRISP RD
- Price: $4,450,000
- Zip Code: 34242
- 6572 Square Feet
- Subdivision: POINT CRISP
- Bedrooms: 5 Baths: 6+
- Escape to Casa Del Rey, idyllically located on the southern end of world famous Siesta Key and boasting stunning bay views from nearly every room. Architectural elements blend classic Mediterranean design with large squared windows and a brilliantly ... Read More
- Listing courtesy of: PREMIER SOTHEBY'S INTL. REALTY
MLS# A3949975 View Property Details Add to Favorites View Map
- 1456 POINT CRISP RD
- Price: $5,875,000
- Zip Code: 34242
- 4680 Square Feet
- Subdivision: POINT CRISP 2ND ADD
- Bedrooms: 4 Baths: 5+
- SRQ MAGAZINE HOUSE OF THE YEAR, LEED Gold category over $2.0 million.......Majestically set on the point of Siesta Key's most exclusive water front lot, this masterfully crafted peninsula home beckons like a private oasis enveloped by the beauty and ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY


