Olde Cypress Homes

• 

  

  

  /41

  $1,850,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,786 Sq Ft

  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

  (239) 456-3041

  2722 Olde Cypress Dr, Naples, FL 34119
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• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /29

  Est $922,349 Not Listed For Sale

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

  7383 Lantana Cir, Naples, FL 34119

  7383 Lantana Cir, Naples, FL 34119
• 

  

  

  /33

  $1,325,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,706 Sq Ft

  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
• 

  

  /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 winter home away from home! 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 fabulous

  Lijana Stepankevicius Self Realty

  3124 Strada Bella 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
• 

  

  /35

  Est $2,319,329 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
• 

  

  /21

  $1,599,000

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

  7488 Treeline Dr, Naples, FL 34119

  IMMEDIATE GOLF MEMBERSHIP AVAILABLE! 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

  Adrienne Osinski Berkshire Hathaway FL Realty

  7488 Treeline Dr, 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
• 

  

  /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 $1,478,638 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
• 

  

  /48

  $2,025,000

  • 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 exceptional 3,000 sq. ft. pool home. Offering 4 bedrooms, 4 1/2 baths, and a private casita for guests, this property provides an unrivaled setting overlooking a serene pond and 10th green. Its western exposure ensures spectacular sunset views, making it an ideal location for unwinding with cocktails after a round of golf. Fourteen foot

  Dawn Riefolo Preziosi John R Wood Properties

  7398 Monteverde Way, 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 walk-in

  Agnes Zak Compass Florida LLC

  7469 Lantana Cir, Naples, FL 34119
• 

  

  /19

  Est $1,038,880 Not Listed For Sale

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

  7363 Lantana Cir, Naples, FL 34119

  7363 Lantana Cir, Naples, FL 34119
• 

  

  /25

  $1,850,000

  • 3 Beds
  • 3.5 Baths
  • 3,108 Sq Ft

  7432 Treeline Dr, Naples, FL 34119

  Stunning sought after Southern Exposure Custom Built Home with many unique features and captivating vistas from the entrance through to the pool, lake and 11th fairway. New roof (7years), Special inviting see-through double Brazilian hard wood front doors opening to spacious bright interior, including Great Room, lovely dining room, kitchen with nook for table and chairs, a large bay window for

  Marie Walton Premiere Plus Realty Company

  7432 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
• 

  

  /35

  Est $1,600,355 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
• 

  

  /42

  $1,555,000

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

  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
• 

  

  /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
• 

  

  /35

  Est $996,372 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,809 Sq Ft

  7411 Lantana Cir, Naples, FL 34119

  7411 Lantana Cir, Naples, FL 34119
• 

  

  /29

  $1,499,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,158 Sq Ft

  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
• 

  

  /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
• 

  

  /35

  Est $970,284 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft

  7375 Lantana Cir, Naples, FL 34119

  7375 Lantana Cir, Naples, FL 34119
• 

  

  /48

  $1,150,000

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

  2862 Lone Pine Ln, Naples, FL 34119

  Welcome to 2862 Lone Pine Lane, an exquisite residence in Olde Cypress. Set within a gated neighborhood with 24-hour staffed guard gate, this home offers exclusivity, peace of mind and effortless luxury. This beautiful completely refashioned four-bedroom, three-bath home features an open floor plan, newer tile roof, Chef’s kitchen finished with custom cabinetry, Thermador appliances, level 5

  Jennifer DeFrancesco Coldwell Banker Realty

  2862 Lone Pine Ln, 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
• 

  

  /40

  Est $2,283,581 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
• 

  

  /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
• 

  

  /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
• 

  

  /18

  Est $1,151,339 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
• 

  

  /50

  $1,150,000

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

  2874 Lone Pine Ln, Naples, FL 34119

  Welcome to 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.As you enter, you'll be greeted by the

  Olena Avlas Premiere Plus Realty Company

  2874 Lone Pine Ln, Naples, FL 34119
• 

  

  /50

  $1,650,000 Sold Apr 21, 2025

  • 3,158 Sq Ft
  • $522/SF
  • 114 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2013

  7529 Lantana Cir, Naples, FL 34119

  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 four bedrooms plus a den,

  Willie Miranda Premiere Plus Realty Company

  7529 Lantana Cir, Naples, FL 34119
• 

  

  /49

  Est $1,368,295 Not Listed For Sale

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

  3101 Terramar Dr, Naples, FL 34119

  3101 Terramar Dr, Naples, FL 34119
• 

  

  /36

  $895,000

  • 3 Beds
  • 2 Baths
  • 1,809 Sq Ft

  7347 Lantana Cir, Naples, FL 34119

  San Remo III floor plan with upgraded at build sliders and windows. Western exposure home with three bedrooms and two full bath home and two car garage. Lightly lived in. Great space on right yard. Walk to the clubhouse from this home, or take your private golf cart out for rounds. Olde Cypress is undergoing a $15m renovation and expansion this year with NO assessment to the residents or golf

  Deidre McClain John R Wood Properties

  7347 Lantana Cir, Naples, FL 34119
• 

  

  /44

  $1,900,000 Sold Apr 14, 2025

  • 3,025 Sq Ft
  • $628/SF
  • 31 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2002

  3092 Terramar Dr, Naples, FL 34119

  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 out. This move-in-ready masterpiece offers seamless indoor-outdoor living, with a private courtyard, resort-style pool, and breathtaking lake-to-golf

  Daniel Jackson MDM Naples Real Estate LLC

  3092 Terramar Dr, Naples, FL 34119
• 

  

  /18

  Est $2,310,623 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,637 Sq Ft

  2947 Mona Lisa Blvd, Naples, FL 34119

  2947 Mona Lisa Blvd, Naples, FL 34119
• 

  

  /38

  $950,000

  • 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
• 

  

  /48

  $1,775,000 Sold Apr 14, 2025

  • 3,738 Sq Ft
  • $475/SF
  • 58 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2002

  2815 Wild Orchid Ct, Naples, FL 34119

  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 for accommodating out-of-town guests. The gourmet

  Maria Lafontaine Premier Sotheby's Int'l Realty

  2815 Wild Orchid Ct, Naples, FL 34119
• 

  

  /48

  Est $2,634,285 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
• 

  

  /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

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