The community of Olde Cypress is located in Naples. Ideally located for access to all of the Naples area amenities and conveniences has to offer.

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Active
226015132
  • 4Bedrooms
  • 5538Sq Ft
  • 2005Year Built
$3,390,000

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to an amazing opportunity in Da Vinci Estates at Olde Cypress—an exclusive DOUBLE-GATED community known for estate-sized homes and unparalleled privacy. This property has LAKE VIEWS, a RARE FIVE-CAR GARAGE and a GUEST HOUSE. Major 2025 upgrades include: NEW ROOF, GUTTERS,…

Pending
226014154
  • 4Bedrooms
  • 2340Sq Ft
  • 2002Year Built
$0

Stunning completely remodeled 4Br/3Ba modern home. Meticulously maintained, endless upgrades throughout. All New: Porcelain tile wood floors throughout the entire home, baseboards, freshly painted walls/ceilings, interior/exterior doors, ceiling fans, Lutron LED + dimmer switches, 12 new shut off valves throughout home, AC serviced w/ sensors replaced controlled by Ecobee Smart Thermostat Premium including…

Pending
226013812
  • 4Bedrooms
  • 2327Sq Ft
  • 2013Year Built
$0

From the moment you arrive, this home feels like a private retreat—quietly tucked within the gates of Olde Cypress, with a lovely direct fountain view and a sense of calm that’s hard to find. Designed for effortless indoor-outdoor living, this residence opens up to a stunning lanai where the water becomes part of your everyday backdrop.…

Pending
226012285
  • 3Bedrooms
  • 2904Sq Ft
  • 2003Year Built
$0

One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. Golf memberships are available at Olde Cypress, offering access to the community’s championship golf experience and all the great amenities the club has to offer, including a new $15 million…

Pending
226008255
  • 4Bedrooms
  • 2875Sq Ft
  • 2015Year Built
$0

Welcome to 7509 Lantana Circle, ideally situated within the prestigious Lantana subdivision of Olde Cypress—one of Naples’ most sought-after communities. This meticulously maintained home effortlessly blends timeless elegance with modern sophistication, offering an expansive open-concept floor plan designed for both upscale entertainment and everyday living. Step inside to a light-filled great room highlighted by soaring ceilings,…

Closed
225076556
  • 3Bedrooms
  • 2543Sq Ft
  • 2001Year Built
$0

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…

Closed
226001892
  • 3Bedrooms
  • 2007Sq Ft
  • 2005Year Built
$0

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…

Active
226008782
  • 4Bedrooms
  • 2587Sq Ft
  • 2013Year Built
$1,549,900

Beautifully updated and privately positioned within the gates of Olde Cypress, this 4 bedroom, 2.5 bath residence offers refined Florida living in one of North Naples’ most desirable communities. The newly renovated kitchen features quartz countertops, a designer tile backsplash, a gas 5-burner Wolf cooktop with decorative custom vent hood, a built-in refrigerator, and a…

Pending
226006558
  • 3Bedrooms
  • 1809Sq Ft
  • 2013Year Built
$0

Welcome to this light, bright, and beautifully finished 3-bedroom, 2-bath residence in the highly sought-after Lantana enclave of Olde Cypress. Thoughtfully designed, the home features soaring ceilings and elegant architectural details that enhance its open, airy feel. The kitchen is perfect for entertaining, with rich dark cabinetry, a generously sized breakfast-bar island, and an effortless flow…

Closed
225078282
  • 3Bedrooms
  • 2320Sq Ft
  • 2003Year Built
$0

2874 LONE PINE LN, a beautifully upgraded and meticulously maintained home that offers the perfect blend of luxury, comfort, and functionality. Situated in a serene lot, backing into the PRESERVE, where the wildlife plays freely, this residence has undergone EXTENSIVE IMPROVEMENTS, ensuring it is ready to meet the needs of the most demanding Buyer. The…

Active
226003848
  • 4Bedrooms
  • 2621Sq Ft
  • 2014Year Built
$1,630,000

Welcome to effortless Florida living in the prestigious Olde Cypress community, home to a celebrated P.B.Dye–designed golf course. This beautifully appointed fully turnkey Ruffino II residence allows you to simply arrive, unwind, and begin enjoying the lifestyle you’ve been waiting for—just bring your suitcase. Designed with both elegance and peace of mind, the light-filled interior features…

Closed
225080915
  • 4Bedrooms
  • 3153Sq Ft
  • 2015Year Built
$0

Pristine Orchid II at Latana at Olde Cypress, largest floor plan built with Four Bedrooms, Den and 3.5 baths is now available. Impeccable upgrades and impact resistant protection (not all Lantana homes have this upgrade) makes for peaceful and quiet enjoyment. Upgrades to kitchen and trim work selections. Primary suite has TWO walk-in closets, one…

Closed
225072495
  • 3Bedrooms
  • 1895Sq Ft
  • 2005Year Built
$0

Southern Exposure, Preferred Villa Floor Plan, Unobstructed Golf Course Views. Welcome to 3126 Santorini Court, ideally positioned along an unobstructed view of the 5th fairway in Olde Cypress, one of North Naples’ most sought-after private, gated golf communities. This true 3-bedroom plus den/dining room, 2-bath villa offers the community’s most preferred floor plan, prized for…

Active
226003866
  • 3Bedrooms
  • 2240Sq Ft
  • 2004Year Built
$825,000

HUGE PRICE REDUCTION! Best priced single family home in Olde Cypress! Excellent opportunity for an investor. Motivated seller! IMMEDIATE GOLF MEMBERSHIP AVAILABLE! DETACHED SINGLE FAMILY HOME in Prestigious Olde Cypress. Discover the epitome of luxury living in this one-of-a-kind detached villa nestled in the highly coveted Santorini Villas of Olde Cypress. Extremely unique property…

Pending
225079739
  • 3Bedrooms
  • 1889Sq Ft
  • 2005Year Built
$0

NEW ROOF BEING INCLUDED. FULL GOLF MEMBERSHIPS CURRENTLY AVAILABLE. 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,…

Closed
225079740
  • 3Bedrooms
  • 2587Sq Ft
  • 2013Year Built
$0

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, Oven and separate warming tray), pendant & recessed lighting. Great room floor plan w/ sliding hurricane doors to lanai.…

Closed
225010688
  • 3Bedrooms
  • 2407Sq Ft
  • 2005Year Built
$0

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 NEW tile Roof installed OCT 2018, offering years of protection and peace of mind. This home offers a wonderful floor…

Closed
225078814
  • 3Bedrooms
  • 2816Sq Ft
  • 2003Year Built
$0

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 8-foot doors, gas fireplace, plantation shutters, hurricane shutters and new roof in 2021. Enjoy having your golf cart for easy…

Closed
225072651
  • 4Bedrooms
  • 2898Sq Ft
  • 2001Year Built
$0

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 the 10th green, with coveted western exposure providing spectacular sunset views. Inside, soaring 14-foot ceilings with crown moulding throughout create an…

Closed
225076025
  • 3Bedrooms
  • 2551Sq Ft
  • 2001Year Built
$0

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 views surrounded by lush tropical landscaping for the ultimate privacy. This elegant residence showcases a bright, open floor plan with…

Active
225081090
  • 2Bedrooms
  • 1783Sq Ft
  • 2002Year Built
$615,000

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 indoor–outdoor flow. The…

Closed
225066284
  • 3Bedrooms
  • 1800Sq Ft
  • 2002Year Built
$0

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 3 bedrooms, 2 full bathrooms, and a 2-car garage, this home combines style, comfort, and functionality. A true Chef’s kitchen with…

Closed
225053985
  • 4Bedrooms
  • 3350Sq Ft
  • 2004Year Built
$0

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 of the most sought-after neighborhoods in Naples. Designed for effortless elegance, the great room floor plan boasts neutral tile flooring,…

Closed
225015677
  • 2Bedrooms
  • 2016Sq Ft
  • 2001Year Built
$0

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 wet bar with wine cooler & cabinetry, great for entertaining. Spacious eat in kitchen with plenty of cabinetry, recessed lighting,…

Closed
225066831
  • 4Bedrooms
  • 2758Sq Ft
  • 2004Year Built
$0

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 guest cabana with bathroom are perfect for your houseguests or for working from home. Remodeled Cornerstone kitchen brings open living…

Closed
225018679
  • 4Bedrooms
  • 2592Sq Ft
  • 2015Year Built
$0

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 The Club of Olde Cypress offers while enjoying the attributes of a home that has been transformed in the most…

Closed
224079561
  • 4Bedrooms
  • 3158Sq Ft
  • 2015Year Built
$0

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 coffered ceiling, and custom plantation shutters that add a touch of sophistication. Experience immersive sound with built-in indoor and outdoor…

Closed
225031593
  • 4Bedrooms
  • 3237Sq Ft
  • 2023Year Built
$0

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 golf course. This luxurious and well-appointed home, just two years old, is designed for both comfort and sophistication. This four-bedroom, three-and-a-half-bathroom…

Closed
225043117
  • 3Bedrooms
  • 2706Sq Ft
  • 2004Year Built
$0

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 are split and ensuite providing privacy for all. The Den is special too as it is in the back of…

Closed
225050369
  • 3Bedrooms
  • 2786Sq Ft
  • 2001Year Built
$0

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. Perfectly poised on the signature 16th hole of the recently renovated Pete Dye & Son-designed course, this residence offers breathtaking…

Closed
225004565
  • 3Bedrooms
  • 3580Sq Ft
  • 2003Year Built
$0

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 * extended lanai * pool-spa and water feature with fiber optic lighting. Upgraded cabinetry * granite throughout *decorative stone and…

Closed
225036534
  • 4Bedrooms
  • 3446Sq Ft
  • 2007Year Built
$0

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, all new professional grade stainless steel appliances including but not limited to a 48" propane range with double ovens, multiple…

Closed
225023706
  • 3Bedrooms
  • 2587Sq Ft
  • 2015Year Built
$0

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 plan offers 3 bedrooms, a den, 3 full bathrooms and 3 CAR SIDE ENTRY GARAGE. The custom-designed kitchen is…

Closed
225020338
  • 3Bedrooms
  • 2332Sq Ft
  • 2015Year Built
$0

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 to detail and an open layout, perfect for both entertainment and relaxation. A beautifully appointed kitchen with many cabinets, an…

Closed
224028449
  • 3Bedrooms
  • 2146Sq Ft
  • 2004Year Built
$0

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. New Roof in 2018. The great room features coffered ceiling, a built-in wall unit, sliders opening to the private…

Closed
225021634
  • 3Bedrooms
  • 3627Sq Ft
  • 2006Year Built
$0

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 cage screen to highlight the magnificent views that also experience side lit western sunset colors. This exceptional offering is meticulously…

Closed
225026450
  • 3Bedrooms
  • 2586Sq Ft
  • 2013Year Built
$0

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 is a favored in Lantana. Three car side loading garage and split bedroom design. Kinetco water treatment for home and…

Closed
224101607
  • 4Bedrooms
  • 4027Sq Ft
  • 2006Year Built
$0

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 Room with Gas fireplace, custom cabinetry and double doors out onto the lanai and pool.  Newer roof and A/C. The…

Closed
224040978
  • 3Bedrooms
  • 2062Sq Ft
  • 2015Year Built
$0

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 oversized salt water pool and built-in kitchen for your enjoyment. The home has 3 bedrooms plus a den, 3…

Closed
224085734
  • 4Bedrooms
  • 3158Sq Ft
  • 2013Year Built
$0

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 an 18-hole golf course, tennis, pickleball, fitness center, dining, and a full calendar of social events. This spacious home features…

Closed
225014857
  • 4Bedrooms
  • 3025Sq Ft
  • 2002Year Built
$0

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 out. This move-in-ready masterpiece offers seamless indoor-outdoor living, with a private courtyard, resort-style pool, and breathtaking lake-to-golf course views from…

Closed
225000339
  • 4Bedrooms
  • 3738Sq Ft
  • 2002Year Built
$0

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 expansive lanai. This residence features four generously sized bedrooms, each with its own en-suite bath, including a separate casita ideal…

Closed
224098449
  • 3Bedrooms
  • 2858Sq Ft
  • 2003Year Built
$0

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 exposure on your private pool. The best of both worlds with privacy and golf views. This three bedroom en suite…

Closed
225013213
  • 6Bedrooms
  • 4806Sq Ft
  • 2006Year Built
$0

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, featuring a brand-new roof and a newly remodeled kitchen designed for both entertaining and everyday living. Step inside to soaring…

Closed
225010930
  • 3Bedrooms
  • 2046Sq Ft
  • 2013Year Built
$0

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 bath and one guest bath. Additionally, the home has a PAID solar system...NOT for the pool, but for the home…

Closed
224016265
  • 2Bedrooms
  • 2314Sq Ft
  • 2003Year Built
$0

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 a private pool. The open floor plan of the home features elegant granite countertops, a kitchen island, and ample storage…

Closed
224102048
  • 3Bedrooms
  • 2024Sq Ft
  • 2016Year Built
$0

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 lighting, fixtures, and an open floor plan, 3 Bedrooms and 3 full Baths. Den currently serves as a fourth…

Closed
224091725
  • 3Bedrooms
  • 1840Sq Ft
  • 2001Year Built
$0

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 appointments of tray ceilings, plantation shutters, two walk-in closets in a spacious owner suite, and separate tub from large walk-in…

Closed
224076732
  • 3Bedrooms
  • 1876Sq Ft
  • 2005Year Built
$0

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 spacious primary suite or entertain effortlessly in the kitchen bar area and private lanai. Exquisite touches abound, from custom tray…

Closed
224050272
  • 3Bedrooms
  • 2948Sq Ft
  • 2004Year Built
$0

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 bedrooms, three full baths, a den, dining area, dine-in kitchen space, high ceilings, and a split bedroom floor plan. Finishes…

Closed
224071376
  • 3Bedrooms
  • 1895Sq Ft
  • 2005Year Built
$0

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 on a serene cul-de-sac street and backing onto a beautifully landscaped courtyard. Olde Cypress is renowned for its mature, lush…

Closed
224062246
  • 4Bedrooms
  • 3901Sq Ft
  • 2006Year Built
$0

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 design and unparalleled craftsmanship. New roof in 2022. Timeless millwork, coffered and tray ceilings, crown moldings, plantation shutters and recessed…

Closed
223079256
  • 3Bedrooms
  • 3603Sq Ft
  • 2004Year Built
$0

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 appreciate with quality choices throughout the home and property. New kitchen flooring, Newer Roof and large lanai undercover with outdoor…

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