The community of Olde Cypress is situated in Naples. Superbly located for access to all of the Naples region amenities and advantages available.

Hide Map
New Search Refine Search Save Search
51 listings match your search criteria.
Search Options
  • 10 per page
  • 25 per page
  • 50 per page
  • 100 per page
  • View All
  • Sort by
  • Lower Price
  • Higher Price
  • Fewest Beds
  • Most Beds
  • Fewest Baths
  • Most Baths
  • Smaller Area
  • Larger Area
  • Newer Built
  • Older Built
Active
225004565
  • 3Bedrooms
  • 3580Sq Ft
  • 2003Year Built
$2,250,000

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 tile throughout * state-of-the-art sound system…

Active
225000339
  • 4Bedrooms
  • 3738Sq Ft
  • 2002Year Built
$2,250,000

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…

Active
224101607
  • 4Bedrooms
  • 4027Sq Ft
  • 2006Year Built
$2,899,000

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
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…

Active
224098449
  • 3Bedrooms
  • 2858Sq Ft
  • 2003Year Built
$1,295,000

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
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…

Active
224089105
  • 3Bedrooms
  • 3481Sq Ft
  • 2005Year Built
$2,230,000

FULL GOLF MEMBERSHIPS AVAILABLE NOW. A Captivating welcome and EXPANSIVE LAKE VIEWS with Panoramic lanai Cage extend from the entry of this meticulously maintained DaVinci estate home. Tranquility abounds with the wide, private grounds and plenty of sun on the pool and spa; while affording ample under cover space for your entertaining needs. This home has been enjoyed intermittently…

Active
224016265
  • 2Bedrooms
  • 2314Sq Ft
  • 2003Year Built
$975,000

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…

Active
224028449
  • 3Bedrooms
  • 2146Sq Ft
  • 2004Year Built
$729,900

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…

Active
224085734
  • 4Bedrooms
  • 3158Sq Ft
  • 2013Year Built
$1,750,000

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…

Active
224079561
  • 4Bedrooms
  • 3158Sq Ft
  • 2015Year Built
$1,795,000

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
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…

Active
224081786
  • 4Bedrooms
  • 3446Sq Ft
  • 2007Year Built
$2,295,000

Golf Membership Available with a very short wait list (approx.4-6 mo). 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…

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…

Active
224040978
  • 3Bedrooms
  • 2062Sq Ft
  • 2015Year Built
$1,188,000

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
224022214
  • 4Bedrooms
  • 4338Sq Ft
  • 2006Year Built
$0

Step into your dream home & discover the allure of this exquisite residence within Olde Cypress community in Naples. Housing four bedrooms, a den, and five bathrooms (including the guest cabana, which was an addition in 2020), this home has been meticulously designed to meet your every need. Imagine preparing meals in the…

Closed
224018905
  • 3Bedrooms
  • 2949Sq Ft
  • 2002Year Built
$0

Nestled within the prestigious confines of the highly sought-after Olde Cypress Golf Community, lies this meticulously maintained single-family home that epitomizes the pinnacle of opulent living with Lake and Golf Course views. Emanating an aura of grandeur, the expansive living quarters exude sophistication complemented by the beautiful lanai area and pool. Adorned with resplendent tray…

Closed
224033276
  • 4Bedrooms
  • 3404Sq Ft
  • 2006Year Built
$0

FULL GOLF MEMBERSHIP is available with this DESIRED Calais floorplan. LAKE VIEW with fountain AND Golf course views with his meticulously cared for home that is being sold by the original owners. Much sought-after four bedrooms and a den, and four full baths, including a full pool bath that is adjacent to the den. HIGHLY…

Closed
224025074
  • 3Bedrooms
  • 3047Sq Ft
  • 2005Year Built
$0

GOLF MEMBERSHIP Available for you to jump the line at this desirable PB Dye premier golf community of The Club at Olde Cypress. Nestled on a large lot at the end of a quiet cul-de-sac in the desired DaVinci Estates at Olde Cypress, this open concept floor plan had been conceptualized before its time with…

Closed
224014414
  • 3Bedrooms
  • 2946Sq Ft
  • 2006Year Built
$0

Lake and Golf Course Views overlooking the 18th Fairway, located in Olde Cypress. Furnished 3+Den (Optional 4th Bdr.) 3 Baths, great room floor plan. Kitchen: Granite counter tops, center island w/ an additional sink, stainless appliances, 5 burner electric cooktop, wall oven, breakfast bar, and separate formal dining room. Master retreat w/ separate…

Closed
223087752
  • 3Bedrooms
  • 3032Sq Ft
  • 2001Year Built
$0

This stunning estate home is located in one of North Naples finest luxury communities. Featuring 3 spacious bedrooms, 3 bathrooms, plus a den or flex space and a 3-car garage with extra storage room with A/C. The open and bright living room opens up to the expansive lanai with heated pool & spa and stunning…

Closed
224013566
  • 2Bedrooms
  • 2188Sq Ft
  • 2005Year Built
$0

Desirable updated Santorini Villa with extended Southern exposure lanai and golf course views. Newer kitchen and bathrooms, FRONT entrance villa. Santorini Villas are deeded as Single Family homes. Newer roof. Larger floor plan with nearly 2,200 square feet. Abundant light infuses this home. QUIET and far from any Logan or Immokalee road noise. Opportunity to…

Closed
224007025
  • 3Bedrooms
  • 3289Sq Ft
  • 2001Year Built
$0

LONG LAKE and Golf course VIEWS from the expansive lanai gives privacy from golfers and course maintenance crews while giving the home large extending southern exposure from the lanai and home. Three bedroom en suite home with den and full pool bath access directly from pool with convenience to entertaining also. NEWER ROOF, freshly painted…

Closed
223094591
  • 4Bedrooms
  • 3882Sq Ft
  • 2006Year Built
$0

This Stunning residence is nestled in the prestigious DaVinci Estates of Olde Cypress. This luxurious home offers a perfect blend of elegance, modern design, and unparalleled craftsmanship. The spacious open floor plan creates a seamless flow between the living spaces, perfect for both relaxation and entertainment. The foyer welcomes you with its soaring ceilings and…

Closed
223073536
  • 2Bedrooms
  • 2217Sq Ft
  • 2004Year Built
$0

H12094 FULL GOLF MEMBERSHIP now open. Pleasantly updated Arthur Rutenberg home freshly painted inside and out for a coastal ambiance. Offered furnished with decor, including whole house audio video system with integrated cameras and surround sound. Expanded lanai with new panoramic screen cage and professional landscape lighting. Golf course view is a fabulous opportunity, set…

Closed
223043704
  • 3Bedrooms
  • 1796Sq Ft
  • 2014Year Built
$0

"Experience Opulent Living in this San Remo Residence in Lantana at Olde Cypress! Explore this meticulously curated and impeccably maintained San Remo Home, featuring high-end fixtures and stunning tile flooring in every detail. The focal point is the spacious great room, with double sliders opening to a stunning saltwater pool and spa, surrounded by an…

Closed
223042606
  • 3Bedrooms
  • 2786Sq Ft
  • 2001Year Built
$0

BE WELL ADDRESSED ON OLDE CYPRESS DRIVE... ENJOY QUALITY OF LIFE AT THIS MODERNIZED GEM CONVENIENTLY LOCATED AT AN AWARD WINNING GOLF COMMUNITY! BE INSPIRED, ON THE SIGNATURE 16TH HOLE IN YOUR BACKYARD, WHILE RELAXING POOLSIDE AT YOUR NEW PARADISE. RECENTLY REFRESHED IN 2022 WITH CUSTOM KITCHEN AND BATHS, BRAND NEW OVERSIZE ISLAND WITH PERLA…

Closed
223036585
  • 3Bedrooms
  • 3336Sq Ft
  • 2002Year Built
$0

This 3 BR plus den, 4 BA home with a 3-car garage overlooks both a beautiful lake and the 16th fairway of Olde Cypress. Add to that a view framed by the cascading waters of your relaxing pool/spa area. The spacious kitchen features granite countertops, a large island, built-in desk, wine cooler and pantry. Enjoy…

Closed
223036509
  • 3Bedrooms
  • 2265Sq Ft
  • 2002Year Built
$0

H10363A Santorini that has been updated with a newer roof has not come on the market recently, so this is your opportunity. Sought after SOUTHERN exposure with heated pool and spa. Aqualink system. Meticulously cared for throughout. Fresh, bright and updated Preferred floor plan with THREE bedrooms PLUS a large den with French…

Closed
223035021
  • 4Bedrooms
  • 2889Sq Ft
  • 2013Year Built
$0

This is the Jamine II home you've been waiting for! Former model by Stock is the perfect floor plan for entertaining and gracious living inside and out. This three plus den that has a full bath and ample closet and three plus one half bath home features a long lake view, pool and spa, outdoor…

Closed
221003626
  • 5Bedrooms
  • 5347Sq Ft
  • 2007Year Built
$0

Spacious and gracious well-maintained 5-bedroom + den custom-designed home by Distinctive Builders. Live comfortably on the first level with a lovely master bedroom with sitting area and sunny spa bath. The second & third bedrooms with en-suite baths are on the opposite side of the house. The formal dining room, living room, great room, breakfast…

Closed
221003473
  • 4Bedrooms
  • 3776Sq Ft
  • 2001Year Built
$0

Truly one of the most beautiful homes in Olde Cypress with a view of the 15th fairway through the 2020 panoramic screen. 85' wide lot. Welcoming and updated with 2020 roof, pool cage, interior & exterior paint. High ceilings fill the home with lots of natural light. There is a luxurious office/den retreat with a…

Closed
220080600
  • 3Bedrooms
  • 2327Sq Ft
  • 2013Year Built
$0

Beautifully Furnished, built by Stock Development, former Model in Olde Cypess! Great room floor plan w/ dry bar and wine cooler. Beautiful kitchen, Kitchen Craft Wood Cabinetry w/crown molding, GE Profile stainless appliances, granite counters, dinette for casual dining, and a separate formal dining area. French doors to study which can be…

Closed
220079691
  • 4Bedrooms
  • 3158Sq Ft
  • 2014Year Built
$0

Spectacular Olde Cypress home built in 2014. 4-bedroom, office/den, 3.5-bath & a 3-car garage - the Orchid II floor plan. Beautiful private screened lanai. Impact-resistant windows and doors. Travertine tile throughout with wood in the den. Sparkling pool with spa and sun ledge. Fantastic open layout with split design offers privacy for both you and…

Closed
220075036
  • 4Bedrooms
  • 3512Sq Ft
  • 2008Year Built
$0

This upgraded 4 bedroom plus office/den home is move in ready! Kitchen features Bosch built-in appliances (gas stove top, convection double oven, microwave & dishwasher) including a built-in Thermador refrigerator/freezer. Granite countertops w/breakfast counter, soft close drawer cabinets, large island w/built-in wine refrigerator, plus walk-in pantry completes this space. The laundry room has a…

Closed
220064497
  • 2Bedrooms
  • 2178Sq Ft
  • 2000Year Built
$0

THIS VILLA IS BEING OFFERED WITH A FULL GOLF MEMBERSHIP FOR THE NEW OWNERS. You must take a look at this charming and cared for 2,100 sq. ft. +++ end unit Villa. A spacious 2 Bedroom plus Den plus Library/Dining area offers many options for its use. A beautiful park like setting…

Closed
222053405
  • 3Bedrooms
  • 2327Sq Ft
  • 2013Year Built
$0

Spectacular Turnkey Furnished Montesssa II home built by Stock Development, 3+Den, 2Ba Great Room floor plan. Beautiful kitchen with Kitchen Craft Expresso Wood Cabinetry w/ crown molding, granite counters, stainless appliances, tile backsplash, dinette for casual dining, and a separate formal dining area. French doors to study with closet & new Porcelain tile flooring.…

Closed
222045352
  • 3Bedrooms
  • 2808Sq Ft
  • 2005Year Built
$0

IT'S ALL ABOUT THE VIEW! Located in the upscale gated community of Olde Cypress, this spacious property is nestled on a quaint cul-de-sac street and offers picturesque long lake, golf course, and preserve views with no other homes in sight! This grand floorplan includes 3 bedrooms+den, 3 full baths, oversized 2 car garage (23'x24'), and…

Closed
222027215
  • 4Bedrooms
  • 3637Sq Ft
  • 2004Year Built
$0

H5494 Spectacular home showcasing a sensational golf course and sunset views. You will live within the exclusive Da Vinci estates of Olde Cypress and enjoy a selection of world-class amenities. There are four bedrooms and 4.5 bathrooms including your decadent master with dual walk-in California closets and a master bath with dual vanities, a walk-in…

Closed
223082482
  • 2Bedrooms
  • 1806Sq Ft
  • 2001Year Built
$0

V12595Transformed Santorini Villa with newer roof and completely updated kitchen and baths with fabulous and peaceful views and southern exposure in the quietest section of Olde Cypress. This is a rare opportunity to be in the well regarded community of Olde Cypress in an updated home at this price. Ask for the video 360 tour…

Closed
223017962
  • 4Bedrooms
  • 3704Sq Ft
  • 2002Year Built
$0

Opportunity knocks as this custom pool home is ready to be re-imagined by its next owner or investor. Location is prime: southern exposure, golf course & added privacy with adjacent preserve. 4 bedroom with added study & closet, 3 ½ baths, and for the chef in your life, yes a GAS kitchen!! Soaring ceilings and…

Closed
223080963
  • 4Bedrooms
  • 4027Sq Ft
  • 2006Year Built
$0

Spacious home in Da Vinci Estates located in N. Naples in the gated community of Olde Cypress. Gourmet kitchen, gas Thermador 5 burner cook top, spacious family room w/ pocketing sliding glass doors, separate formal living room w/ gas fireplace. Master retreat w/ his/her walk-in closets. Two guest Bedrooms w/ Jack & Jill…

Closed
223071423
  • 3Bedrooms
  • 3138Sq Ft
  • 2001Year Built
$0

H11961Spectacular water and golf course views from this Titan model home with coveted vantage point of watching the action on the PB DYE "Blind Hole" #3 green. Extensive millwork and spacious living is this courtyard home's calling card with split bedroom design, abundant gathering spaces, a Private cabana and generator with 500 gallon propane tank.…

Closed
223051440
  • 4Bedrooms
  • 4215Sq Ft
  • 2006Year Built
$0

Spacious, Pristine, 4+Den, 3 1/2 bath home located in Da Vinci Estates in the North Naples gated community of Olde Cypress. All new interior paint in July (2023), new fans and lighting throughout. 250 gallon buried propane tank that supplies the 5-burner kitchen cook top, lanai outdoor fireplace & grill. Custom Gourmet…

Closed
223035727
  • 3Bedrooms
  • 1796Sq Ft
  • 2014Year Built
$0

This move in ready beautiful home was built by Stock Development and designed and furnished by Clive Daniel. This single family home features 3 Full Bedrooms, 2 full Baths and an oversized wide open floor plan. Cook in your beautiful kitchen overlooking your gorgeous pool and spa, or out at your outdoor kitchen and bar…

Closed
223066088
  • 4Bedrooms
  • 2340Sq Ft
  • 2002Year Built
$0

Pristine Partially Furnished 4Br./3Bath Pool Home! Kitchen has been remodeled w/ Quartzite Countertops & Backsplash, shaker style cabinetry w/ crown molding, undermount sink, stainless Frigidaire Professional Appliances, recessed lighting, which opens up to the informal morning room & family room w/ Pocketing sliding glass doors to the lanai. Formal Dining Room adjoins the…

Closed
223041991
  • 3Bedrooms
  • 2966Sq Ft
  • 2002Year Built
$0

H10596 STORAGE GALORE! PRIMARY SUITE WITH NEW BATH ON FIRST FLOOR WITH SLIDERS TO LANAI. Lowest price/square foot in OC. Completely transformed with new kitchen, new baths, newer roof and resurfaced pool Arthur Rutenberg home. 18-foot-high ceiling in great room~expansive entertaining from the opened kitchen to the dining room. Attached virtual tour "Walk through". Garage…

Closed
223058069
  • 3Bedrooms
  • 2986Sq Ft
  • 2001Year Built
$0

H11386Spectacular long lake and golf course views set the stage for the completely redone pool, lanai and new cage with panoramic screens. Newer Roof, whole home generic generator, and Storm Smart Shutters makes for worry free comfort. Gas stovetop and newer kitchen and a very large A/C storage room/workshop. All bedrooms are ensuite and one…

Closed
223038204
  • 3Bedrooms
  • 2332Sq Ft
  • 2013Year Built
$0

H10394 Naples prime North location, Lantana at Olde Cypress offers it all. Paradise living on the largest lanai with complete privacy. The Lynx Grill completes the outdoor kitchen while enjoying the salt water pool/spa. A few features, open floor plan, impact windows and doors, crown moldings master w/double sinks, separate shower/tub, plantation shutters and tray…

Closed
223046615
  • 3Bedrooms
  • 3722Sq Ft
  • 2003Year Built
$0

H10866 This spectacular home was built by the founder of 41 West, one of Naples finest luxury master builders as their personal residence. Refined selections in millwork and finishing from the extensive ceiling details to the crown moulding and solid chestnut wood doors throughout. Elevated choices for the discerning buyer in the gourmet kitchen such…

No results found

Search Options
  • 10 per page
  • 25 per page
  • 50 per page
  • 100 per page
  • View All
  • Sort by
  • Lower Price
  • Higher Price
  • Fewest Beds
  • Most Beds
  • Fewest Baths
  • Most Baths
  • Smaller Area
  • Larger Area
  • Newer Built
  • Older Built
Wordpress IDX Plugin