Olde Cypress

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.

Hide Map
New Search Refine Search Save Search
47 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

      2874 Lone Pine Naples

      Closed 2874 Lone Pine Ln Naples
      7 photos

      $990,000

      Single Family Residence

      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,…

      2764 3 3 2003
      Courtesy of Premiere Plus Realty Company

      7352 Lantana Naples

      Active 7352 Lantana Way Naples
      48 photos

      $1,650,000

      Single Family Residence

      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…

      3217 3 3 2014
      Courtesy of Coldwell Banker Realty

      7450 Lantana Naples

      Closed 7450 Lantana Cir Naples
      36 photos

      $1,735,000

      Single Family Residence

      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)…

      3847 4 4 2015
      Courtesy of John R Wood Properties

      3126 Santorini Naples

      Closed 3126 Santorini Ct Naples
      40 photos

      $655,000

      Villa Attached

      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,…

      2212 3 2 2005
      Courtesy of Real Broker, LLC

      3155 Santorini Naples

      Active 3155 Santorini Ct Naples
      36 photos

      $929,000

      Single Family Residence

      IMMEDIATE GOLF MEMBERSHIP AVAILABLE! Exquisite 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…

      4812 3 2 2004
      Courtesy of William Raveis Real Estate

      3162 Santorini Naples

      Active 3162 Santorini Ct Naples
      25 photos

      $649,900

      Villa Attached

      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…

      2566 3 2 2005
      Courtesy of Downing Frye Realty Inc.

      7291 Lantana Naples

      Closed 7291 Lantana Cir Naples
      26 photos

      $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,…

      3223 3 3 2013
      Courtesy of Downing Frye Realty Inc.

      2917 Lone Pine Naples

      Active 2917 Lone Pine Ln Naples
      39 photos

      $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 2+Den home with 2.5 baths freshly painted inside and out for a coastal ambiance. Golf course…

      2869 2 3 2004
      Courtesy of John R Wood Properties

      2878 Lone Pine Naples

      Closed 2878 Lone Pine Ln Naples
      46 photos

      $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…

      2848 3 3 2005
      Courtesy of Waterfront Realty Group Inc

      7315 Lantana Naples

      Active 7315 Lantana Cir Naples
      20 photos

      $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…

      2312 2 2 2014
      Courtesy of Downing Frye Realty Inc.

      3105 Terramar Naples

      Closed 3105 Terramar Dr Naples
      36 photos

      $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…

      4925 3 3 2003
      Courtesy of Premier Sotheby's Int'l Realty

      7398 Monteverde Naples

      Closed 7398 Monteverde Way Naples
      36 photos

      $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…

      3326 4 5 2001
      Courtesy of John R Wood Properties

      7395 Monteverde Naples

      Closed 7395 Monteverde Way Naples
      45 photos

      $1,575,000

      Single Family Residence

      Completely Renovated Golf & Lake View Pool Home | Luxury Living in a Premier Naples Golf CommunityExperience the best of Naples luxury living in this fully updated golf course home offering panoramic lake and fairway…

      3374 3 4 2001
      Courtesy of MDM Naples Real Estate LLC

      3033 Olde Cove Naples

      Active 3033 Olde Cove Way Naples
      49 photos

      $829,900

      Single Family Residence

      Experience Luxury Golf Course Living in Sought-After Olde Cypress. Golf is Optional in Olde Cypress. Full & Associate Golf Memberships Available. Welcome to 3033 Olde Cove Way, an exceptional opportunity to own a beautifully updated…

      2740 2 3 2001
      Courtesy of Real Broker, LLC

      3134 Santorini Naples

      Active 3134 Santorini Ct Naples
      21 photos

      $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…

      2160 2 2 2002
      Courtesy of DomainRealty.com LLC

      3083 Santorini Naples

      Closed 3083 Santorini Ct Naples
      50 photos

      $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…

      2493 3 2 2002
      Courtesy of Coastal Intl Properties LLC

      7488 Treeline Naples

      Closed 7488 Treeline Dr Naples
      22 photos

      $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…

      3973 4 4 2004
      Courtesy of Berkshire Hathaway FL Realty

      3178 Santorini Naples

      Closed 3178 Santorini Ct Naples
      30 photos

      $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…

      2888 2 2 2001
      Courtesy of Downing Frye Realty Inc.

      3130 Terramar Naples

      Closed 3130 Terramar Ct Naples
      8 photos

      $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…

      3382 4 3 2004
      Courtesy of John R Wood Properties

      7336 Lantana Naples

      Closed 7336 Lantana Cir Naples
      42 photos

      $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…

      3239 4 3 2015
      Courtesy of John R Wood Properties

      7329 Lantana Naples

      Closed 7329 Lantana Way Naples
      29 photos

      $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…

      4357 4 4 2015
      Courtesy of William Raveis Real Estate

      2828 Wild Orchid Naples

      Closed 2828 Wild Orchid Ct Naples
      50 photos

      $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…

      4179 4 4 2023
      Courtesy of Premiere Plus Realty Company

      7516 Treeline Naples

      Closed 7516 Treeline Dr Naples
      33 photos

      $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…

      3281 3 3 2004
      Courtesy of John R Wood Properties

      2722 Olde Cypress Naples

      Closed 2722 Olde Cypress Dr Naples
      41 photos

      $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. …

      3470 3 3 2001
      Courtesy of John R Wood Properties

      2743 Olde Cypress Naples

      Closed 2743 Olde Cypress Dr Naples
      25 photos

      $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…

      5029 3 4 2003
      Courtesy of The Bond Agency Inc

      2944 Mona Lisa Naples

      Closed 2944 Mona Lisa Blvd Naples
      30 photos

      $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,…

      4245 4 4 2007
      Courtesy of William Raveis Real Estate

      7247 Lantana Naples

      Closed 7247 Lantana Cir Naples
      35 photos

      $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…

      3183 3 3 2015
      Courtesy of Broker Brothers LLC

      7469 Lantana Naples

      Closed 7469 Lantana Cir Naples
      26 photos

      $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…

      3015 3 2 2015
      Courtesy of Compass Florida LLC

      3095 Santorini Naples

      Closed 3095 Santorini Ct Naples
      30 photos

      $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.…

      2586 3 2 2004
      Courtesy of Downing Frye Realty Inc.

      3076 Strada Bella Naples

      Closed 3076 Strada Bella Ct Naples
      42 photos

      $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…

      4399 3 4 2006
      Courtesy of John R Wood Properties

      7348 Lantana Naples

      Closed 7348 Lantana Way Naples
      40 photos

      $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…

      3220 3 3 2013
      Courtesy of John R Wood Properties

      2995 Mona Lisa Naples

      Closed 2995 Mona Lisa Blvd Naples
      40 photos

      $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…

      4726 4 4 2006
      Courtesy of Downing Frye Realty Inc.

      7327 Lantana Naples

      Closed 7327 Lantana Cir Naples
      20 photos

      $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…

      3057 3 3 2015
      Courtesy of Serhant-Naples

      7529 Lantana Naples

      Closed 7529 Lantana Cir Naples
      50 photos

      $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…

      4357 4 4 2013
      Courtesy of Miranda R E Group Naples FL

      3092 Terramar Naples

      Closed 3092 Terramar Dr Naples
      44 photos

      $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…

      6185 4 4 2002
      Courtesy of MDM Naples Real Estate LLC

      2815 Wild Orchid Naples

      Closed 2815 Wild Orchid Ct Naples
      48 photos

      $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…

      7364 4 5 2002
      Courtesy of Premier Sotheby's Int'l Realty

      3133 Terramar Naples

      Closed 3133 Terramar Dr Naples
      39 photos

      $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…

      3566 3 3 2003
      Courtesy of John R Wood Properties

      3040 Mona Lisa Naples

      Closed 3040 Mona Lisa Blvd Naples
      50 photos

      $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,…

      8684 6 5 2006
      Courtesy of Douglas Elliman Florida,LLC

      7307 Lantana Naples

      Closed 7307 Lantana Cir Naples
      38 photos

      $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…

      2549 3 3 2013
      Courtesy of John R Wood Properties

      3145 Terramar Naples

      Closed 3145 Terramar Dr Naples
      36 photos

      $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…

      3345 2 3 2003
      Courtesy of Premiere Plus Realty Company

      7379 Lantana Naples

      Closed 7379 Lantana Cir Naples
      32 photos

      $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…

      2581 3 3 2016
      Courtesy of John R Wood Properties

      3094 Santorini Naples

      Closed 3094 Santorini Ct Naples
      42 photos

      $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…

      2175 3 2 2001
      Courtesy of Engel & Volkers 30A Beaches

      3123 Santorini Naples

      Closed 3123 Santorini Ct Naples
      40 photos

      $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…

      2473 3 2 2005
      Courtesy of Premier Sotheby's Int'l Realty

      7476 Treeline Naples

      Closed 7476 Treeline Dr Naples
      50 photos

      $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…

      3506 3 3 2004
      Courtesy of Premier Sotheby's Int'l Realty

      3127 Santorini Naples

      Closed 3127 Santorini Ct Naples
      35 photos

      $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…

      2533 3 2 2005
      Courtesy of Miranda R E Group Naples FL

      3014 Mona Lisa Naples

      Closed 3014 Mona Lisa Blvd Naples
      47 photos

      $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…

      5398 4 5 2006
      Courtesy of Premier Sotheby's Int'l Realty

      2906 Leonardo Naples

      Closed 2906 Leonardo Ave Naples
      50 photos

      $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…

      4313 3 4 2004
      Courtesy of John R Wood Properties

      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