576

Olde Cypress Homes

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  • /41

    $689,900

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

    3126 Santorini Ct, Naples, FL 34119

    Experience pristine, turn-key luxury living in the highly sought-after Olde Cypress Gated Golf Course Community with this immaculate southern-exposure true 3-bedroom, 2-bath villa plus dining/den area in Santorini Villas. Cared for and maintained like no other. This residence offers the only unobstructed view of the 5th green fairway making it one of the most coveted locations both in the

    John Salkowski Real Broker, LLC

    3126 Santorini Ct, Naples, FL 34119
  • /22

    $16,000 per month

    • 4 Beds
    • 6 Baths
    • 5,118 Sq Ft
    • House for Rent

    2934 Florentine Ct, Naples, FL 34119

    This beautifully furnished turnkey rental is ready to welcome you! Featuring 4 bedrooms, a den, and 6 full bathrooms, this home offers plenty of space and comfort. The owner’s suite is conveniently located on the first floor, and a theatre room adds the perfect touch for relaxing movie nights. The home is carpet-free and includes a 3-stall garage. Step outside to your private oasis—a large

    Willie Miranda Premiere Plus Realty Company

    2934 Florentine Ct, Naples, FL 34119
  • /40

    $1,225,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,758 Sq Ft

    3130 Terramar Ct, Naples, FL 34119

    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 to the family room, dining room and

    Deidre McClain John R Wood Properties

    3130 Terramar Ct, Naples, FL 34119
    • /29

      Est $885,852 Not Listed For Sale

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

      7383 Lantana Cir, Naples, FL 34119

      7383 Lantana Cir, Naples, FL 34119
  • /36

    $1,625,000 Open Sun 1PM - 3PM

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

    7398 Monteverde Way, Naples, FL 34119

    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 open, sophisticated

    Dawn Riefolo Preziosi John R Wood Properties

    7398 Monteverde Way, Naples, FL 34119
  • /21

    $13,500 per month

    • 3 Beds
    • 3 Baths
    • 2,974 Sq Ft
    • House for Rent

    3124 Strada Bella Ct, Naples, FL 34119

    What an impressive estate on a picturesque golf course available as your Naples home away from home for next winter! Located on a private, peaceful cul de sac in Strada Bella subdivision, this beautiful retreat welcomes with 3 spacious bedrooms and 3 full bathrooms, each in separate wings of the home. Featuring a truly inviting and airy great room with living, dining and bar areas, as well as a

    Lijana Stepankevicius Self Realty

    3124 Strada Bella Ct, Naples, FL 34119
  • /42

    $1,455,000 Sold Aug 28, 2025

    • 2,592 Sq Ft
    • $561/SF
    • 148 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2015

    7336 Lantana Cir, Naples, FL 34119

    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 exquisitely refined choices such as: New front entrance and lanai surface,

    Deidre McClain John R Wood Properties

    7336 Lantana Cir, Naples, FL 34119
    • /35

      Est $2,031,343 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,437 Sq Ft

      7548 Treeline Dr, Naples, FL 34119

      7548 Treeline Dr, Naples, FL 34119
  • /50

    $830,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    3083 Santorini Ct, Naples, FL 34119

    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 beautiful shaker-style custom cabinetry, high-end

    Dina Covato Coastal Intl Properties LLC

    3083 Santorini Ct, Naples, FL 34119
  • /25

    $19,900 per month

    • 3 Beds
    • 2.5 Baths
    • 2,621 Sq Ft
    • House for Rent

    7352 Lantana Way, Naples, FL 34119

    Turnkey Ruffino II model. This 3BR 2.5BA plus Den Lakefront Southern Exposure Pool home has it all. Spacious floor plan with high end fixtures accent the custom designed ceilings with dramatic double crown molding encased within the double coffered ceilings. Upgraded Kitchen Cabinetry with Granite Countertops, and Stainless steel appliances, and impact windows throughout the home. High end

    Mixy Zaitlik Coldwell Banker Realty

    7352 Lantana Way, Naples, FL 34119
  • /29

    $1,400,000 Sold Aug 19, 2025

    • 3,158 Sq Ft
    • $443/SF
    • 236 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2015

    7329 Lantana Way, Naples, FL 34119

    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

    Dante DiSabato William Raveis Real Estate

    7329 Lantana Way, Naples, FL 34119
    • /48

      Est $1,383,914 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
  • /22

    $1,499,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 4 Baths
    • 3,350 Sq Ft

    7488 Treeline Dr, Naples, FL 34119

    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, an inviting living area, and

    Adrienne Osinski Berkshire Hathaway FL Realty

    7488 Treeline Dr, Naples, FL 34119
  • /50

    $2,600,000 Sold Aug 18, 2025

    • 3,237 Sq Ft
    • $803/SF
    • 19 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2023

    2828 Wild Orchid Ct, Naples, FL 34119

    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,

    Joseph Bartos Premiere Plus Realty Company

    2828 Wild Orchid Ct, Naples, FL 34119
    • /19

      Est $986,440 Not Listed For Sale

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

      7363 Lantana Cir, Naples, FL 34119

      7363 Lantana Cir, Naples, FL 34119
  • /49

    $3,495,000

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

    3027 Mona Lisa Blvd, Naples, FL 34119

    This exquisite estate in Da Vinci Estates at Olde Cypress boasts a new roof and gutters, a fabulous and rare FIVE CAR garage (set up as 3 and 2 on the courtyard), and ample space for family enjoyment. This home is a creation for making lasting family memories for multi-generations. Recently painted, the home features an impressive second floor with a movie theater, billiard room with bar, and

    Deidre McClain John R Wood Properties

    3027 Mona Lisa Blvd, Naples, FL 34119
  • /33

    $1,285,000 Sold Jul 24, 2025

    • 2,706 Sq Ft
    • $475/SF
    • 27 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2004

    7516 Treeline Dr, Naples, FL 34119

    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 the home with Zero degree sliders that open out onto the UPDATED lanai, one may not be able to

    Deidre McClain John R Wood Properties

    7516 Treeline Dr, Naples, FL 34119
    • /35

      Est $1,463,006 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,895 Sq Ft

      7485 Lantana Cir, Naples, FL 34119

      7485 Lantana Cir, Naples, FL 34119
  • /38

    $925,000

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

    3155 Santorini Ct, Naples, FL 34119

    IMMEDIATE GOLF MEMBERSHIP AVAILABLE! Exquisite Detached Villa 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. Perfectly situated on a private corner lot, this home offers an expansive yard and an exclusive private pool, creating a serene retreat in one of the most sought-after

    Stephanie Meagher John R Wood Properties

    3155 Santorini Ct, Naples, FL 34119
  • /41

    $1,715,000 Sold Jul 16, 2025

    • 2,786 Sq Ft
    • $616/SF
    • 20 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2001

    2722 Olde Cypress Dr, Naples, FL 34119

    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 golf and water views right from

    Anita Colletti John R Wood Properties

    2722 Olde Cypress Dr, Naples, FL 34119
    • /40

      Est $2,165,290 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
  • /46

    $890,000

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

    2878 Lone Pine Ln, Naples, FL 34119

    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 Dec 2023, also a NEW tile Roof installed OCT 2018, offering years of protection and peace of mind. This home offers a wonderful floor plan, as you enter with double entry glass doors that open up to a spacious

    Rich Zahaba Waterfront Realty Group Inc

    2878 Lone Pine Ln, Naples, FL 34119
  • /25

    $1,998,000 Sold Jun 25, 2025

    • 3,580 Sq Ft
    • $558/SF
    • 101 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 2003

    2743 Olde Cypress Dr, Naples, FL 34119

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

    Jane Jane Bond The Bond Agency Inc

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

      Est $1,097,155 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
  • /30

    $639,900 Pending

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

    3178 Santorini Ct, Naples, FL 34119

    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, kitchen bar, pantry, stainless

    Pamela Schultz Downing Frye Realty Inc.

    3178 Santorini Ct, Naples, FL 34119
  • /30

    $1,660,000 Sold May 29, 2025

    • 3,446 Sq Ft
    • $482/SF
    • 1 Day On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2007

    2944 Mona Lisa Blvd, Naples, FL 34119

    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 burners and a griddle, built-in 48"

    Tricia Jenks William Raveis Real Estate

    2944 Mona Lisa Blvd, Naples, FL 34119
    • /49

      Est $1,273,042 Not Listed For Sale

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

      3101 Terramar Dr, Naples, FL 34119

      3101 Terramar Dr, Naples, FL 34119
  • /35

    $1,450,000 Sold May 15, 2025

    • 2,587 Sq Ft
    • $560/SF
    • 54 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2015

    7247 Lantana Cir, Naples, FL 34119

    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 a chef’s delight featuring Silestone countertops, soft-close cabinetry,

    Kathryn Zangrilli Broker Brothers LLC

    7247 Lantana Cir, Naples, FL 34119
    • /48

      Est $2,315,035 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
  • /26

    $1,250,000 Sold May 08, 2025

    • 2,332 Sq Ft
    • $536/SF
    • 58 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2015

    7469 Lantana Cir, Naples, FL 34119

    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 island, a

    Agnes Zak Compass Florida LLC

    7469 Lantana Cir, Naples, FL 34119
    • /50

      Est $1,835,982 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
  • /30

    $640,000 Sold May 01, 2025

    • 2,146 Sq Ft
    • $298/SF
    • 383 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2004

    3095 Santorini Ct, Naples, FL 34119

    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 lanai with heated pool and raised spa. Spacious kitchen offers an oversized

    Pamela Schultz Downing Frye Realty Inc.

    3095 Santorini Ct, Naples, FL 34119
    • /30

      Est $1,124,880 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
  • /40

    $1,225,000 Sold Apr 28, 2025

    • 2,586 Sq Ft
    • $474/SF
    • 21 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2013

    7348 Lantana Way, Naples, FL 34119

    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 RO for kitchen sink and fridge. Walk to the clubhouse! Plantation shutters throughout, ECO

    Deidre McClain John R Wood Properties

    7348 Lantana Way, Naples, FL 34119
    • /36

      Est $1,346,117 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
  • /42

    $1,775,000 Sold Apr 28, 2025

    • 3,627 Sq Ft
    • $489/SF
    • 11 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 2006

    3076 Strada Bella Ct, Naples, FL 34119

    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 maintained 3,600 square feet

    Deidre McClain John R Wood Properties

    3076 Strada Bella Ct, Naples, FL 34119
    • /47

      Est $1,689,801 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
  • /40

    $2,600,000 Sold Apr 23, 2025

    • 4,027 Sq Ft
    • $646/SF
    • 69 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2006

    2995 Mona Lisa Blvd, Naples, FL 34119

    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 family room features a custom Entertainment center with in wall speakers, beams, nest

    Pamela Schultz Downing Frye Realty Inc.

    2995 Mona Lisa Blvd, Naples, FL 34119
    • /49

      Est $1,665,580 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 3,289 Sq Ft

      7414 Treeline Dr, Naples, FL 34119

      7414 Treeline Dr, Naples, FL 34119
  • /20

    $1,050,000 Sold Apr 22, 2025

    • 2,062 Sq Ft
    • $509/SF
    • 304 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2015

    7327 Lantana Cir, Naples, FL 34119

    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 full baths, a walk-in pantry in the kitchen, plenty of seating available around the island and in the

    Gail Defrancesca Serhant-Naples

    7327 Lantana Cir, Naples, FL 34119

Showing Results 1 - 40, Page 1 of 15

Home Trends in Olde Cypress, FL

Housing Trends

Median Sale Price
$1,362,500
Median Single Family Sale Price
$1,325,000
Average Price Per Sq Ft
$487
Number of Homes for Sale
7
Last 12 months Home Sales
56
Months of Supply
1.50
Median List Price
$1,555,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
-5%
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