Olde Cypress Homes

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  /33

  $1,199,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,543 Sq Ft

  2839 Lone Pine Ln, Naples, FL 34119

  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.

  2839 Lone Pine Ln, Naples, FL 34119
• Explore Olde Cypress

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  /27

  $11,000 per month

  • 4 Beds
  • 4 Baths
  • 3,543 Sq Ft
  • House for Rent

  2721 Olde Cypress Dr, Naples, FL 34119

  Welcome to your private slice of Naples paradise at 2721 Olde Cypress Drive a home that feels less like a house andmore like a private retreat sculpted around the quintessential Florida lifestyle.This isn't just a living space, it's a story in architecture and atmosphere. Nestled in the gated Olde Cypress community, the address sits like a quiet crown jewel along a shimmering waterway and

  Ivana Mladenovska Realty One Group MVP

  2721 Olde Cypress Dr, Naples, FL 34119
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  /38

  $1,199,000 Sold Mar 19, 2025

  7307 Lantana Cir, Naples, FL 34119

  • 3 Beds
  • 3 Baths
  • 2,046 Sq Ft
  • Built 2013

  Last Sold Summary

  • $586/SF
  • 41 Days On Market

  Current Estimated Value $1,115,244

  Last Listing Agent Deidre McClain John R Wood Properties

  7307 Lantana Cir, Naples, FL 34119
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  /32

  Est $1,006,131 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,024 Sq Ft

  7379 Lantana Cir, Naples, FL 34119

  7379 Lantana Cir, Naples, FL 34119
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  /50

  $1,900,000

  • 3 Beds
  • 3 Baths
  • 2,858 Sq Ft

  3133 Terramar Dr, Naples, FL 34119

  Fully Redone from top to bottom is this Luxury Estate with Private & separate Casita in Sought-After Olde Cypress. In absolute Move-In Ready condition. Golf is Optional in Olde Cypress. Full Golf & Associate 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

  John Salkowski Real Broker, LLC

  3133 Terramar Dr, Naples, FL 34119
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  /31

  $13,500 per month

  • 3 Beds
  • 3 Baths
  • 2,990 Sq Ft
  • House for Rent

  3126 Terramar Ct, Naples, FL 34119

  Luxury 3-bedroom + den, 3-bath home featuring high ceilings and a bright open-concept floor plan with upscale finishes throughout. The well-appointed kitchen offers premium appliances, quality cabinetry, and ample counter space, seamlessly connecting to the main living and dining areas. The primary suite includes a private en-suite bathroom and walk-in closet, creating a relaxing owner’s retreat.

  Judy Aeschliman John R Wood Properties

  3126 Terramar Ct, Naples, FL 34119
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  /48

  $1,775,000 Sold Apr 14, 2025

  2815 Wild Orchid Ct, Naples, FL 34119

  • 4 Beds
  • 5 Baths
  • 3,738 Sq Ft
  • Built 2002

  Last Sold Summary

  • 21% Below List Price
  • $475/SF
  • 58 Days On Market

  Current Estimated Value $1,798,628

  Last Listing Agent Maria Lafontaine Premier Sotheby's Int'l Realty

  2815 Wild Orchid Ct, Naples, FL 34119
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  /29

  Est $868,443 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,796 Sq Ft

  7383 Lantana Cir, Naples, FL 34119

  7383 Lantana Cir, Naples, FL 34119
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  /20

  $1,099,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,007 Sq Ft

  3068 Terramar Dr, Naples, FL 34119

  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.

  3068 Terramar Dr, Naples, FL 34119
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  /44

  $1,900,000 Sold Apr 14, 2025

  3092 Terramar Dr, Naples, FL 34119

  • 4 Beds
  • 4 Baths
  • 3,025 Sq Ft
  • Built 2002

  Last Sold Summary

  • 13% Below List Price
  • $628/SF
  • 31 Days On Market

  Current Estimated Value $1,799,515

  Last Listing Agent Daniel Jackson MDM Naples Real Estate LLC

  3092 Terramar Dr, Naples, FL 34119
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  /48

  Est $1,396,409 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,889 Sq Ft

  7304 Lantana Cir, Naples, FL 34119

  7304 Lantana Cir, Naples, FL 34119
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  /50

  $1,775,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,876 Sq Ft

  7255 Lantana Cir, Naples, FL 34119

  “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, 3.5 baths, a study or 4th bedroom, tray ceilings with recessed lighting in some rooms, and a

  Daniel Grkovich Coldwell Banker Realty

  7255 Lantana Cir, Naples, FL 34119
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  /35

  $1,450,000 Sold May 15, 2025

  7247 Lantana Cir, Naples, FL 34119

  • 3 Beds
  • 3 Baths
  • 2,587 Sq Ft
  • Built 2015

  Last Sold Summary

  • 9% Below List Price
  • $560/SF
  • 54 Days On Market

  Current Estimated Value $1,401,171

  Last Listing Agent Kathryn Zangrilli Broker Brothers LLC

  7247 Lantana Cir, Naples, FL 34119
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  /19

  Est $969,061 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,046 Sq Ft

  7363 Lantana Cir, Naples, FL 34119

  7363 Lantana Cir, Naples, FL 34119
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  /48

  $1,650,000

  • 3 Beds
  • 2.5 Baths
  • 2,621 Sq Ft

  7352 Lantana Way, Naples, FL 34119

  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

  Angelo Sottosanti Coldwell Banker Realty

  7352 Lantana Way, Naples, FL 34119
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  /50

  $2,600,000 Sold Aug 18, 2025

  2828 Wild Orchid Ct, Naples, FL 34119

  • 4 Beds
  • 3.5 Baths
  • 3,237 Sq Ft
  • Built 2023

  Last Sold Summary

  • 13% Below List Price
  • $803/SF
  • 19 Days On Market

  Current Estimated Value $2,532,466

  Last Listing Agent Joseph Bartos Premiere Plus Realty Company

  2828 Wild Orchid Ct, Naples, FL 34119
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  /34

  Est $2,093,723 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 5,118 Sq Ft

  2934 Florentine Ct, Naples, FL 34119

  2934 Florentine Ct, Naples, FL 34119
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  /39

  $1,045,000

  • 2 Beds
  • 2.5 Baths
  • 2,217 Sq Ft

  2917 Lone Pine Ln, Naples, FL 34119

  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 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.

  Deidre McClain John R Wood Properties

  2917 Lone Pine Ln, Naples, FL 34119
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  /45

  $1,512,500 Sold Dec 02, 2025

  7395 Monteverde Way, Naples, FL 34119

  • 3 Beds
  • 3.5 Baths
  • 2,551 Sq Ft
  • Built 2001

  Last Sold Summary

  • 4% Below List Price
  • $593/SF
  • 7 Days On Market

  Last Listing Agent Daniel Jackson MDM Naples Real Estate LLC

  7395 Monteverde Way, Naples, FL 34119
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  /40

  Est $2,212,250 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,215 Sq Ft

  3015 Mona Lisa Blvd, Naples, FL 34119

  3015 Mona Lisa Blvd, Naples, FL 34119
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  /49

  $3,250,000

  • 4 Beds
  • 5 Baths
  • 5,538 Sq Ft

  3027 Mona Lisa Blvd, Naples, FL 34119

  Exquisite Estate in Da Vinci Estates at Olde Cypress.FULL GOLF Memberships are Open as of 1/1/2026FIVE CAR GARAGEExperience 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 AND HVAC (2025), and expansive lake views from nearly every

  Deidre McClain John R Wood Properties

  3027 Mona Lisa Blvd, Naples, FL 34119
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  /25

  $1,998,000 Sold Jun 25, 2025

  2743 Olde Cypress Dr, Naples, FL 34119

  • 3 Beds
  • 4 Baths
  • 3,580 Sq Ft
  • Built 2003

  Last Sold Summary

  • 60% Above List Price
  • $558/SF
  • 101 Days On Market

  Current Estimated Value $1,922,543

  Last Listing Agent Jane Jane Bond The Bond Agency Inc

  2743 Olde Cypress Dr, Naples, FL 34119
• 

  

  /18

  Est $1,068,960 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,966 Sq Ft

  3044 Olde Cove Way, Naples, FL 34119

  3044 Olde Cove Way, Naples, FL 34119
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  /36

  $929,000

  • 3 Beds
  • 2 Baths
  • 2,240 Sq Ft

  3155 Santorini Ct, Naples, FL 34119

  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 unique property with a large, one of a kind, .5 acre private backyard. Rare opportunity to make your own private sanctuary with multiple areas for

  Stephanie Meagher William Raveis Real Estate

  3155 Santorini Ct, Naples, FL 34119
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  /30

  $630,000 Sold Oct 08, 2025

  3178 Santorini Ct, Naples, FL 34119

  • 2 Beds
  • 2 Baths
  • 2,016 Sq Ft
  • Built 2001

  Last Sold Summary

  • 9% Below List Price
  • $312/SF
  • 238 Days On Market

  Current Estimated Value $641,613

  Last Listing Agent Pamela Schultz Downing Frye Realty Inc.

  3178 Santorini Ct, Naples, FL 34119
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  /49

  Est $1,299,038 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,816 Sq Ft

  3101 Terramar Dr, Naples, FL 34119

  3101 Terramar Dr, Naples, FL 34119
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  /21

  $630,000

  • 2 Beds
  • 2 Baths
  • 1,783 Sq Ft

  3134 Santorini Ct, Naples, FL 34119

  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

  3134 Santorini Ct, Naples, FL 34119
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  /42

  $1,455,000 Sold Aug 28, 2025

  7336 Lantana Cir, Naples, FL 34119

  • 4 Beds
  • 2.5 Baths
  • 2,592 Sq Ft
  • Built 2015

  Last Sold Summary

  • 6% Below List Price
  • $561/SF
  • 148 Days On Market

  Current Estimated Value $1,444,253

  Last Listing Agent Deidre McClain John R Wood Properties

  7336 Lantana Cir, Naples, FL 34119
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  /48

  Est $2,465,081 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,338 Sq Ft

  2814 Wild Orchid Ct, Naples, FL 34119

  2814 Wild Orchid Ct, Naples, FL 34119
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  /49

  $829,900

  • 2 Beds
  • 2.5 Baths
  • 2,268 Sq Ft

  3033 Olde Cove Way, Naples, FL 34119

  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 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

  John Salkowski Real Broker, LLC

  3033 Olde Cove Way, Naples, FL 34119
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  /36

  $1,075,000 Sold Dec 03, 2025

  3105 Terramar Dr, Naples, FL 34119

  • 3 Beds
  • 3 Baths
  • 2,816 Sq Ft
  • Built 2003

  Last Sold Summary

  • 10% Below List Price
  • $382/SF
  • 7 Days On Market

  Last Listing Agent Dave Renner Premier Sotheby's Int'l Realty

  3105 Terramar Dr, Naples, FL 34119
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  /50

  Est $1,911,646 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,722 Sq Ft

  7535 Treeline Dr, Naples, FL 34119

  7535 Treeline Dr, Naples, FL 34119
• 

  

  /25

  $649,900

  • 3 Beds
  • 2 Baths
  • 1,889 Sq Ft

  3162 Santorini Ct, Naples, FL 34119

  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, tile backsplash, and seamless corner window. Primary suite

  Pamela Schultz Downing Frye Realty Inc.

  3162 Santorini Ct, Naples, FL 34119
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  /36

  $1,600,000 Sold Dec 04, 2025

  7398 Monteverde Way, Naples, FL 34119

  • 4 Beds
  • 4.5 Baths
  • 2,898 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Below List Price
  • $552/SF
  • 34 Days On Market

  Last Listing Agent Dawn Riefolo Preziosi John R Wood Properties

  7398 Monteverde Way, Naples, FL 34119
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  /30

  Est $1,071,013 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,340 Sq Ft

  2862 Lone Pine Ln, Naples, FL 34119

  2862 Lone Pine Ln, Naples, FL 34119
• 

  

  /20

  $879,900

  • 2 Beds
  • 2 Baths
  • 1,801 Sq Ft

  7315 Lantana Cir, Naples, FL 34119

  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.

  7315 Lantana Cir, Naples, FL 34119
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  /26

  $1,250,000 Sold May 08, 2025

  7469 Lantana Cir, Naples, FL 34119

  • 3 Beds
  • 2 Baths
  • 2,332 Sq Ft
  • Built 2015

  Last Sold Summary

  • 21% Below List Price
  • $536/SF
  • 58 Days On Market

  Current Estimated Value $1,231,331

  Last Listing Agent Agnes Zak Compass Florida LLC

  7469 Lantana Cir, Naples, FL 34119
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  /36

  Est $1,364,020 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,799 Sq Ft

  3140 Terramar Dr, Naples, FL 34119

  3140 Terramar Dr, Naples, FL 34119
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  /46

  $775,000 Sold Dec 15, 2025

  2878 Lone Pine Ln, Naples, FL 34119

  • 3 Beds
  • 3 Baths
  • 2,407 Sq Ft
  • Built 2005

  Last Sold Summary

  • 30% Below List Price
  • $322/SF
  • 294 Days On Market

  Last Listing Agent Rich Zahaba Waterfront Realty Group Inc

  2878 Lone Pine Ln, Naples, FL 34119
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  /47

  Est $1,642,706 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,986 Sq Ft

  2782 Olde Cypress Dr, Naples, FL 34119

  2782 Olde Cypress Dr, Naples, FL 34119

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