Olde Cypress Homes for Sale

One of the best views in Olde Cypress with Southern Exposure. Overlooking the 4th fairway and two ponds beyond. Enter thru a beautifully landscaped private courtyard and into a most inviting space. The open floor plan features coffered 12' ceilings with beautiful finishes and molding thruout adding to gradeur feel of the home. Both Dining and living area expand out through pocketing doors onto a

Pamela Schultz Downing Frye Realty Inc.

“Live the Naples Lifestyle” in this awesome Stock-built home featuring the popular sought-after Jasmine II floor plan. Welcome to effortless luxury in Olde Cypress Golf & Country Club, one of North Naples’ most respected gated communities. This beautifully crafted turn key residence offers 3 bedrooms plus a private study, 3.5 baths, tray ceilings with recessed lighting in some rooms, and a 3-car

Daniel Grkovich Coldwell Banker Realty

FULL GOLF MEMBERSHIP now open. Pleasantly updated with expanded lanai, updated lanai surface and panoramic screen cage. Arthur Rutenberg home freshly painted inside and out for a coastal ambiance. Golf course view is a fabulous opportunity, set on a lot that provides views of the back tees on #6 of this PB Dye golf course with woods beyond, no homes visible across the way. Updated lighting. Newer

Deidre McClain John R Wood Properties

Spectacular 2+Den (Optional Third Bedroom) great room floor plan. Kitchen offers granite countertops, ceramic tile backsplash, custom cabinetry w/ crown molding, walk-in pantry with wood shelving, stainless appliances, under counter & recessed lighting, and large kitchen dining area overlooking the pool. Great room offers coffered ceilings w/ crown molding, transom windows, and sliding doors to

Pamela Schultz Downing Frye Realty Inc.

Experience Luxury Golf Course Living in Prestigious Olde Cypress. Full Golf Memberships Available. Welcome to 3033 Olde Cove Way, an exceptional opportunity to own a beautifully updated single family residence in Olde Cypress, one of North Naples’ most exclusive private, gated golf communities of just 550 homes. Perfectly positioned on a quiet cul-de-sac and backing the 5th tee box and fairway,

John Salkowski Real Broker, LLC

Welcome to 3134 Santorini Ct, a beautifully maintained single-family villa tucked inside the coveted gated enclave of Santorini at Olde Cypress. This light-filled 2-bedroom + den, 2-bath residence delivers comfort, privacy, and resort-style living in one of North Naples’ most desirable communities. Inside, the open-concept layout features soaring ceilings, neutral tones, and seamless

Robert DeSiano DomainRealty.com LLC

Front Entrance !!! Spectacular Golf Course View of the 5th Fairway, with a large side lot for privacy. 3Br/2Ba. pool villa, Great room floor plan with tray ceilings, sliding glass doors to lanai. Kitchen offers extra cabinetry, granite countertops, stainless appliances, tile backsplash, and seamless corner window. Primary suite offers tray ceilings, wood flooring, sliding glass doors w/

Pamela Schultz Downing Frye Realty Inc.

Fully Reimagined Luxury Estate with Private Casita in Olde Cypress, Move-In Ready. Full Golf Memberships Available. Welcome to 3133 Terramar Drive, a fully renovated luxury estate where modern sophistication meets timeless elegance in one of North Naples’ most coveted private, gated golf communities. Reinvented from top to bottom, this exceptional residence showcases refined craftsmanship,

John Salkowski Real Broker, LLC

Meticulously maintained former Arthur Rutenberg Model featuring extensive upgrades throughout the home! 3+Den, 2 1/2 baths. New custom Cornerstone kitchen with soft close cabinetry, stainless appliances, center island, quartz countertops w/ glass tile backsplash, recessed lighting and plenty of storage, with a separate formal dining area w/ recessed lighting and tray ceilings, as well a kitchen

Pamela Schultz Downing Frye Realty Inc.

Exquisite Estate in Da Vinci Estates at Olde Cypress.FULL GOLF Memberships are Open as of 1/1/2026 Experience luxury living in Da Vinci Estates at Olde Cypress, a gated Naples golf community featuring the renowned PB Dye championship course. This 5-bedroom (or 4 + den) estate home offers a new roof and gutters (2025), five-car garage, and expansive lake views from nearly every room.

Deidre McClain John R Wood Properties