Olde Cypress
The community of Olde Cypress is situated in Naples. Superbly located for access to all of the Naples region amenities and advantages available.
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7255 Lantana Naples
$1,825,000
Single Family Residence
“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…
3068 Terramar Naples
$1,099,000
Single Family Residence
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. …
7291 Lantana Naples
$1,499,000
Single Family Residence
Meticulously maintained upgraded 3+Den/2.5 Ba. (Den optional 4th bedroom w/ walk-in closet). New custom kitchen layout w/Quartz countertops, tile backsplash, gas 5 burner Wolf cooktop with decorative custom vented hood, Monogram appliances (Convection Microwave,…
2917 Lone Pine Naples
$1,045,000
Single Family Residence
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…
3162 Santorini Naples
$649,900
Villa Attached
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.…
2878 Lone Pine Naples
$829,900
Single Family Residence
Enjoy the casual life living in this well-maintained SF home located on a terrific lot in the Lone Pine neighborhood. Seller invested $22K for a NEW Generac whole house generator installed in 2023, also a…
7315 Lantana Naples
$879,900
Single Family Residence
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…
3133 Terramar Naples
$1,900,000
Single Family Residence
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…
3105 Terramar Naples
$1,195,000
Single Family Residence
Scenic golf course and lake setting with no homes in view from this spacious 2,800-square-foot home offering three bedrooms, private study and three full baths. Features include soaring 12-14-foot ceilings, 9-foot sliders, solid core wood…
7398 Monteverde Naples
$1,625,000
Single Family Residence
Experience one of the finest views in Olde Cypress with this elegant and meticulously updated pool home. Featuring 4 bedrooms, 4.5 baths, and a coveted private guest casita, the residence overlooks a serene pond and…
7395 Monteverde Naples
$1,575,000
Single Family Residence
Completely Renovated Golf & Lake View Pool Home | Luxury Living in a Premier Naples Golf Community Experience the best of Naples luxury living in this fully updated golf course home offering panoramic lake and fairway…
3033 Olde Cove Naples
$849,900
Single Family Residence
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…
2839 Lone Pine Naples
$1,229,000
Single Family Residence
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…
3134 Santorini Naples
$630,000
Villa Attached
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…
3083 Santorini Naples
$830,000
Villa Attached
The most modern home on the street — fully remodeled just 4 months ago with meticulous attention to detail — this former model showcases the sought-after Napoli floor plan and includes a Social Membership. Offering…
7488 Treeline Naples
$1,499,000
Single Family Residence
This meticulously maintained home offers the perfect blend of luxury, comfort, and functionality. This home offers an expansive yard and an exclusive screened in pool with beautiful summer kitchen, creating a serene retreat in one…
3027 Mona Lisa Naples
$3,495,000
Single Family Residence
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…
3178 Santorini Naples
$639,900
Villa Attached
Spectacular Golf Course View, furnished 2+Den (optional third bedroom) pool villa overlooking the 5th green in Olde Cypress. Great room floor plan with sliding glass doors to lanai, coffered ceilings with crown molding, separate…
3130 Terramar Naples
$1,225,000
Single Family Residence
EXPANSIVE LANAI and outdoor living with exquisite privacy. WHOLE HOME GENERATOR (2022) and 500 gallon buried propane tank. Nearly 2,800 square feet of living with three bedrooms and den and three full baths. The SEPARATE…
7336 Lantana Naples
$1,555,000
Single Family Residence
NOW OFFERED TURNKEY--This exceptional offering on an OVERSIZED corner Lot and newer home (2015 build) in Lantana at Olde Cypress has been upgraded and updated for the most discerning buyer looking to enjoy all that…
7329 Lantana Naples
$1,499,000
Single Family Residence
Exquisite luxury custom home meticulously crafted by the esteemed Stock Development! Located on an expansive lot this stunning 4-bedroom plus den, 3.5-bathroom executive residence features exceptional details throughout. Highlights include elegant double crown molding, a…
2828 Wild Orchid Naples
$3,000,000
Single Family Residence
Imagine coming home to this perfectly appointed residence in the prestigious Olde Cypress Golf and Tennis community in North Naples. From the moment you step inside, you’re captivated by expansive views of the meticulously manicured…
7516 Treeline Naples
$1,325,000
Single Family Residence
Remarkably UPDATED home on a quiet and private lot that has fabulous backyard depth from the lanai to the preserve. This three bedroom and 3 bath home has a desirable floorplan such that the bedrooms…
2722 Olde Cypress Naples
$1,850,000
Single Family Residence
Be well addressed at 2722 Olde Cypress Drive—an exquisite, modernized 3+den gem with highly desired, over sized 3 car garage, ideally situated within the prestigious, award-winning golf community of Olde Cypress in North Naples. …
2743 Olde Cypress Naples
$2,150,000
Single Family Residence
Seller says bring all reasonable offers! Exceptional quality and detail in this estate home * Empire Veranda model. Formal dining room * living room with a beautiful view of P.B. Dye course *spacious family room…
2944 Mona Lisa Naples
$1,775,000
Single Family Residence
Golf Membership Available Immediately. This large estate home with newly completed upgrades in situated in the exclusive Da Vinci Estates of Olde Cypress. The kitchen is a chef's dream, featuring a large island prep area,…
7247 Lantana Naples
$1,550,000
Single Family Residence
This is an exceptional Stock Development built home in sought after Lantana at Olde Cypress in North Naples. This TURNKEY FURNISHED home boasts breathtaking long lake views and a private setting. The Ruffino II floor…
7469 Lantana Naples
$1,335,000
Single Family Residence
Imagine walking through the front door of your dream Stock-built home at this stunning 3-bedroom and a den/office, 2-bathroom residence thoughtfully sold furnished to make your move seamless. Step inside, and you'll immediately notice the attention…
3095 Santorini Naples
$699,900
Villa Attached
Located in the upscale gated community of Olde Cypress is this special offering. This almost fully furnished Villa in Santorini offers 3 bedrooms, plus a Den/Dining area, a very open and flexible floor plan.…
3076 Strada Bella Naples
$1,775,000
Single Family Residence
FULL GOLF Membership available now, few spots remain. PANORAMIC lake and golf course SOUTHERN exposure VIEWS of the renown Blind Man's PB Dye 3# green. Must see recently refinished (2024) pool and lanai. Picture-window lanai…
7348 Lantana Naples
$1,298,000
Single Family Residence
SOUTHERN lake view with water fountain is yours for the taking at this 3 BEDROOM PLUS DEN (Den has very large closet and could be your fourth bedroom) Stock built home. Great room floor plan…
2995 Mona Lisa Naples
$2,699,000
Single Family Residence
Nothing has been spared in the transition that has taken place in this custom Da Vinci Estates 4 bedroom + Den home. Enter the grand foyer through custom double front doors and into the Living…
7327 Lantana Naples
$1,129,000
Single Family Residence
Welcome to this beautiful home in the Olde Cypress community of Lantana. You will enjoy entertaining in the spacious great room with views of a lush garden. The screened lanai has an…
7529 Lantana Naples
$1,695,000
Single Family Residence
Located in the highly desirable, Lantana at Olde Cypress golf community in North Naples, Florida, this rarely available Orchid II model offers the perfect blend of luxury and functionality. Enjoy access to top-tier amenities, including…
3092 Terramar Naples
$2,075,000
Single Family Residence
GOLF MEMBERSHIP AVAILABLE NOW! Must see this stunning Move-In Ready Home in Olde Cypress – Fully Renovated! Step into timeless elegance with this exquisitely renovated home in Olde Cypress Country Club, featuring luxury upgrades inside and…
2815 Wild Orchid Naples
$2,025,000
Single Family Residence
Discover this exceptional home, offering golf course views and lush landscaping for added privacy. As you step inside, you'll be greeted by a bright and airy open floor plan with stunning views leading to the…
3133 Terramar Naples
$1,220,000
Single Family Residence
FULL GOLF AVAILABLE NOW. EXPANDED CADIZ model home that has larger rooms and large outdoor living with lanai and cage that wraps around the courtyard home to a back lanai with golf course views. WESTERN…
3040 Mona Lisa Naples
$2,395,000
2 Story,Single Family Residence
Discover unparalleled luxury in Da Vinci Estates, an exclusive enclave within Olde Cypress Golf Club in North Naples. This stunning estate has been meticulously updated to offer the perfect blend of elegance and modern comfort,…
7307 Lantana Naples
$1,199,000
Single Family Residence
REMARKABLE Transformation has taken place at this Lantana Tivoli III home in Olde Cypress. While a newer build for the community, the owners have remodeled the home to include an all new kitchen, lanai, primary…
3145 Terramar Naples
$895,000
Ranch,Single Family Residence
Welcome to Olde Cypress Golf Community, a prestigious residential development nestled on the renowned PB DYE Golf Course. This exquisite property boasts a spacious two-bedroom, three-bathroom, plus den residence, complemented by a charming courtyard and…
7379 Lantana Naples
$1,075,000
Single Family Residence
FABULOUS 3/3 PLUS DEN HOME in Lantana of Olde Cypress. WESTERN exposure. Stock Tivoli III model home with all builder upgrades included. Great home for entertaining. Features include a gourmet kitchen, stainless steel appliances, custom…
3094 Santorini Naples
$665,000
Villa Attached
Stunning villa with 2 car garage, Southern exposure on the golf course side of street, newer roof, newer AC, heated pool with fountain feature. You will love this particular villa home for its luxurious…
3123 Santorini Naples
$649,000
Ranch,Villa Attached
Dive into resort-style living at this meticulously maintained three-bedroom, two-bath pool and spa home in the prestigious Olde Cypress golf community. This gem boasts soaring 10-foot ceilings and has been thoughtfully designed. Unwind in the…
7476 Treeline Naples
$1,485,000
Ranch,Single Family Residence
Located in one of Naples' most sought-after private gated golf and tennis communities, this luxurious 2,948-square-foot home offers great living space, privacy and tranquil outdoor space. The floor plan is designed for entertaining with three…
3127 Santorini Naples
$649,900
Ranch,Single Family Residence
Experience the epitome of luxury living in the heart of North Naples with this 3-bedroom, 2-bathroom pool home located in the coveted Santorini Villas within Olde Cypress Golf Community. This home boasts unparalleled privacy, nestled…
3014 Mona Lisa Naples
$2,999,000
Ranch,Single Family Residence
Indulge in this home and step into a realm of sophistication and exclusivity found in DaVinci Estates at Olde Cypress. This meticulously maintained luxurious home by original owner offers the ideal blend of elegance, modern…
2906 Leonardo Naples
$2,249,000
Single Family Residence
Luxurious award-winning Breakwater custom home with stunning, coveted southern exposure lake views in DaVinci at Olde Cypress. You won't see this floor plan elsewhere, a sublime combination of elegance and comfort that discerning buyers will…
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These data up-to-date as of 01/17/26. Some properties that appear for sale on this website may subsequently have sold and may no longer be available. For the most current information, contact RWS demo.