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Olde Cypress’ stunning beauty envelops those who purchase their sanctuary in the gated community. Olde Cypress is unique in that the neighborhoods are exclusively single family residences. An inviting selection of attached, detached and courtyard villas along with a pleasing array of custom single-family homes are offered by twelve of Naples’ finest builders. Pricing from the $500’s to over $2 million.



The twin villa takes a dramatic step forward with the introduction of Santorini Villas at Olde Cypress. These luxurious residences, built by Stock Construction, exemplify architectural design and detail reminiscent of a seaside villa in the Mediterranean. Nestled along the northern perimeter of Olde Cypress, this neighborhood offers a serene setting for golf course or preserve residences. Two-bedroom plus den, two car garage homes with four innovative floor plans are available for your selection. This neighborhood is sold out.



Value and luxury come together in Ibis Landing, a neighborhood surrounded by lush preserve and golf course views. Titan Custom Homes offers a variety of unique floor plans in this neighborhood of detached villas. Ibis Landing is sold out.



Vita Tuscana is an exciting new offering at Olde Cypress. This 150 home neighborhood of fifty and sixty foot wide home sites is being developed by Empire Builders (and Westfield Homes). These detached luxury villa homes will be nestled amid sparkling lakes and large nature preserves.




This charming neighborhood of 18-detached villas by A.R.B.C. Arthur Rutenberg Homes quickly sold out as one of the first neighborhoods introduced into the Olde Cypress community.



Tucked along the manicured fairways of the Olde Cypress Golf Course bordering holes # 2, 3,4 and 7 are 55 unique courtyard and villa homes, each totally private and free-standing.
Influenced by an Old Spanish theme, these luxury single-family homes are offered by Sussex Homes and Titan Custom Homes. Visit Terramar to see courtyard living at its best. This neighborhood is sold out.


Santa Rosa is an enclave of 27 luxury villas situated on a private peninsula, with unobstructed water views looking to the 10th and 18th holes of the Olde Cypress golf course. This island-like setting offers a choice of southern, northern or northwestern exposures, and is a short cart ride to the driving range and clubhouse. This stunning neighborhood of homes by Florida Bay is available with your choice of several different floor plans. These single-family homes are priced from $1 million. Florida Bay will ensure owners receive the quality home they have envisioned.







This pristine single-family neighborhood meanders through the heart of exquisite Olde Cypress. Nestled between the beautiful lakes and The Championship golf course homes, including, the home sites, are priced from $1.3 million.




A private enclave of 18 home sites featuring Empire Homes selection of custom single-family homes and southern golf course views. This neighborhood is sold out.



Defined by just eight home sites with spectacular water or golf views, Biscayne Place is a luxury custom single-family home neighborhood. Featuring several innovative floor plans and offering a selection of expansive three- and four-bedroom homesFlorida Bay captures the magic of Florida living. Homes, including home sites are priced from from $1.5 million.



Behind the stately gates of da Vinci is a magnificent Masterpiece setting of serene lakes and forest fringed fairways . da Vinci Estates is an exclusive gated enclave offering custom estate-style living in the heart of the P.B. Dye championship golf course at Olde Cypress. da Vinci Estates consists of 60 luxury home sites, offering panoramic views of lakes, preserves or fairways. Choose from eight of the finest luxury home builders that Naples has to offer including: A.R.B.C. Arthur Rutenberg Homes, Breakwater Custom Homes, Country Club Homes, Distinctive Communities, Empire Builders, Vision Builders, Stein Builders and Phoenix Homes. Estate homes, with home sites start at $1.4 million.