587

Olde Cypress Homes

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  • /33

    $1,229,000

    • 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
  • /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 $1,137,760

    Last Listing Agent Deidre McClain John R Wood Properties

    7307 Lantana Cir, Naples, FL 34119
    • /40

      Est $611,590 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,876 Sq Ft

      3123 Santorini Ct, Naples, FL 34119

      3123 Santorini Ct, Naples, FL 34119
  • /50

    $1,997,000

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

    3133 Terramar Dr, Naples, FL 34119

    Modern luxury meets timeless elegance in prestigious Olde Cypress. Welcome to 3133 Terramar Drive, a fully renovated estate blending contemporary design with high-end craftsmanship throughout. This 3-bedroom plus private den/office, including a detached casita with full bath, is ideal for guests or extended family. Every detail has been thoughtfully upgraded: engineered white oak flooring, solid

    John Salkowski Real Broker, LLC

    3133 Terramar Dr, Naples, FL 34119
  • /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 $1,808,764

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

    2815 Wild Orchid Ct, Naples, FL 34119
    • /29

      Est $843,854 Not Listed For Sale

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

      7383 Lantana Cir, Naples, FL 34119

      7383 Lantana Cir, Naples, FL 34119
  • /49

    $3,495,000

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

    3027 Mona Lisa Blvd, Naples, FL 34119

    Exquisite Estate in Da Vinci Estates at Olde Cypress Experience 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 (2025), five-car garage, and expansive lake views from nearly every room. Highlights:Rare five-car garage (3 + 2 courtyard

    Deidre McClain John R Wood Properties

    3027 Mona Lisa Blvd, Naples, FL 34119
  • /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 $1,799,414

    Last Listing Agent Daniel Jackson MDM Naples Real Estate LLC

    3092 Terramar Dr, Naples, FL 34119
    • /48

      Est $1,407,477 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
  • /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
  • /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 $1,402,632

    Last Listing Agent Kathryn Zangrilli Broker Brothers LLC

    7247 Lantana Cir, Naples, FL 34119
    • /19

      Est $979,156 Not Listed For Sale

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

      7363 Lantana Cir, Naples, FL 34119

      7363 Lantana Cir, Naples, FL 34119
  • /36

    $1,735,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,153 Sq Ft

    7450 Lantana Cir, Naples, FL 34119

    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 has owner's closet locks (home was never rented).

    Deidre McClain John R Wood Properties

    7450 Lantana Cir, Naples, FL 34119
  • /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 $2,568,711

    Last Listing Agent Joseph Bartos Premiere Plus Realty Company

    2828 Wild Orchid Ct, Naples, FL 34119
    • /22

      Est $2,157,945 Not Listed For Sale

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

      2934 Florentine Ct, Naples, FL 34119

      2934 Florentine Ct, Naples, FL 34119
  • /26

    $1,499,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,587 Sq Ft

    7291 Lantana Cir, Naples, FL 34119

    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. Custom window

    Pamela Schultz Downing Frye Realty Inc.

    7291 Lantana Cir, Naples, FL 34119
  • /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
    • /40

      Est $2,065,793 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
  • /50

    $990,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,320 Sq Ft

    2874 Lone Pine Ln, Naples, FL 34119

    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 home features a NEVER (2018) ROOF, freshly

    Olena Avlas Premiere Plus Realty Company

    2874 Lone Pine Ln, Naples, FL 34119
  • /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 $1,947,361

    Last Listing Agent Jane Jane Bond The Bond Agency Inc

    2743 Olde Cypress Dr, Naples, FL 34119
    • /18

      Est $1,072,129 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
  • /49

    $849,900

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

    3033 Olde Cove Way, Naples, FL 34119

    Refined luxury, privacy, and golf course living in prestigious Olde Cypress. Welcome to 3033 Olde Cove Way, a meticulously maintained and beautifully updated 3-bedroom, 2.5-bath residence offering 2,268 square feet of elegant living in one of North Naples’ most sought-after private, gated golf communities. Tucked away on a quiet cul-de-sac, this home enjoys lush privacy with scenic views backing

    John Salkowski Real Broker, LLC

    3033 Olde Cove Way, Naples, FL 34119
  • /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

    Last Listing Agent Pamela Schultz Downing Frye Realty Inc.

    3178 Santorini Ct, Naples, FL 34119
    • /49

      Est $1,292,715 Not Listed For Sale

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

      3101 Terramar Dr, Naples, FL 34119

      3101 Terramar Dr, Naples, FL 34119
  • /25

    $649,900

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

    3162 Santorini Ct, Naples, FL 34119

    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 offers tray ceilings, wood flooring, sliding glass doors w/

    Pamela Schultz Downing Frye Realty Inc.

    3162 Santorini Ct, Naples, FL 34119
  • /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 $1,452,850

    Last Listing Agent Deidre McClain John R Wood Properties

    7336 Lantana Cir, Naples, FL 34119
    • /48

      Est $2,281,672 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
  • /41

    $657,900

    • 3 Beds
    • 2 Baths
    • 1,895 Sq Ft

    3126 Santorini Ct, Naples, FL 34119

    Unobstructed southern-exposure golf course views and the most preferred villa floor plan in Olde Cypress. Welcome to 3126 Santorini Court, perfectly positioned along the only unobstructed stretch of the 5th fairway in one of North Naples’ most prestigious private, gated golf communities. This true 3-bedroom plus den, 2-bath villa offers an open, light-filled layout ideal for everyday living and

    John Salkowski Real Broker, LLC

    3126 Santorini Ct, Naples, FL 34119
  • /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
    • /50

      Est $1,867,397 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
  • /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
  • /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
    • /30

      Est $1,071,767 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
  • /42

    $645,000 Sold Jan 14, 2025

    3094 Santorini Ct, Naples, FL 34119

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft
    • Built 2001

    Last Sold Summary

    • 3% Below List Price
    • $351/SF
    • 8 Days On Market

    Current Estimated Value $633,934

    Last Listing Agent Jeff Helm John R Wood Properties

    3094 Santorini Ct, Naples, FL 34119
    • /36

      Est $1,338,048 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
  • /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 $1,238,818

    Last Listing Agent Agnes Zak Compass Florida LLC

    7469 Lantana Cir, Naples, FL 34119
    • /47

      Est $1,633,031 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
  • /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
    • /50

      Est $1,314,906 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,948 Sq Ft

      7476 Treeline Dr, Naples, FL 34119

      7476 Treeline Dr, Naples, FL 34119
  • /40

    $2,600,000 Sold Apr 23, 2025

    2995 Mona Lisa Blvd, Naples, FL 34119

    • 4 Beds
    • 3.5 Baths
    • 4,027 Sq Ft
    • Built 2006

    Last Sold Summary

    • 12% Below List Price
    • $646/SF
    • 69 Days On Market

    Current Estimated Value $2,497,819

    Last Listing Agent Pamela Schultz Downing Frye Realty Inc.

    2995 Mona Lisa Blvd, Naples, FL 34119

Showing Results 1 - 40, Page 1 of 15

Home Trends in Olde Cypress, FL

Housing Trends

Median Sale Price
$1,285,000
Median Single Family Sale Price
$1,227,000
Median 2 Bedroom Sale Price
$630,000
Average Price Per Sq Ft
$479
Number of Homes for Sale
8
Last 12 months Home Sales
62
Months of Supply
1.50
Median List Price
$1,298,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
-11%
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