575

Olde Cypress Homes

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  • /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
  • /12

    $14,750 per month

    • 3 Beds
    • 2 Baths
    • 1,809 Sq Ft
    • House for Rent

    7319 Lantana Cir, Naples, FL 34119

    Now available for winter 2026 season is this beautiful, freshly updated 3bed, 2bath home with a lovely, private pool and spa area. This stunning residence is located in the prestigious gated golf community of Olde Cypress. Fabulous designer furnishings and accessories in light, earthy color tones, luxurious linens, upscale kitchen appliances and outdoor furniture are all included. Olde Cypress

    Lijana Stepankevicius Self Realty

    7319 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
    • /29

      Est $929,378 Not Listed For Sale

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

      7383 Lantana Cir, Naples, FL 34119

      7383 Lantana Cir, Naples, FL 34119
  • /25

    $1,950,000

    • 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
  • /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
  • /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 $2,187,756 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
  • /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
  • /21

    $15,500 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
  • /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
    • /48

      Est $1,542,493 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
  • /5

    $2,150,000

    • 3 Beds
    • 3.5 Baths
    • 3,481 Sq Ft

    3023 Mona Lisa Blvd, Naples, FL 34119

    FULL GOLF MEMBERSHIPS AVAILABLE NOW.A Captivating welcome and EXPANSIVE LAKE VIEWS with Panoramic lanai Cage extend from the entry of thismeticulously maintained DaVinci estate home. Tranquility abounds with the wide, privategrounds and plenty of sun on the pool and spa; while affording ample under cover space for yourentertaining needs. This home has been enjoyed intermittently since its custom

    Deidre McClain John R Wood Properties

    3023 Mona Lisa Blvd, 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
  • /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
    • /19

      Est $1,030,996 Not Listed For Sale

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

      7363 Lantana Cir, Naples, FL 34119

      7363 Lantana Cir, Naples, FL 34119
  • /29

    $1,550,000

    • 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
  • /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
    • /35

      Est $1,658,122 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
  • /25

    $2,150,000 Pending

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

    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
  • /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
    • /35

      Est $987,918 Not Listed For Sale

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

      7411 Lantana Cir, Naples, FL 34119

      7411 Lantana Cir, Naples, FL 34119
  • /35

    $1,550,000 Pending

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

    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

    $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
    • /35

      Est $977,975 Not Listed For Sale

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

      7375 Lantana Cir, Naples, FL 34119

      7375 Lantana Cir, Naples, FL 34119
  • /30

    $1,775,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,446 Sq Ft

    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
  • /39

    $950,000 Sold Apr 11, 2025

    • 2,858 Sq Ft
    • $332/SF
    • 103 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2003

    3133 Terramar Dr, Naples, FL 34119

    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 exposure on your private pool. The best of both worlds with privacy and golf views. This three bedroom en suite home has newer HVAC units and a newer roof for your comfort and peace of mind. THREE

    Deidre McClain John R Wood Properties

    3133 Terramar Dr, Naples, FL 34119
    • /18

      Est $1,285,922 Not Listed For Sale

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

      7442 Lantana Cir, Naples, FL 34119

      7442 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
  • /50

    $2,150,000 Sold Mar 28, 2025

    • 4,806 Sq Ft
    • $447/SF
    • 11 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2006

    3040 Mona Lisa Blvd, Naples, FL 34119

    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, featuring a brand-new roof and a newly remodeled kitchen designed for both entertaining and everyday living. Step inside to soaring ceilings, an open-concept layout, and

    Brittany Skotak Douglas Elliman Florida,LLC

    3040 Mona Lisa Blvd, Naples, FL 34119
    • /40

      Est $2,184,204 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

    $1,150,000

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

    2874 Lone Pine Ln, Naples, FL 34119

    Welcome to 2874 Lone Pine Lane, 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

    Olena Avlas Premiere Plus Realty Company

    2874 Lone Pine Ln, Naples, FL 34119
  • /38

    $1,199,000 Sold Mar 19, 2025

    • 2,046 Sq Ft
    • $586/SF
    • 41 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2013

    7307 Lantana Cir, Naples, FL 34119

    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 bath and one guest bath. Additionally, the home has a PAID solar system...NOT for the pool, but for the home WITH solar storage to energize key elements in a power outage. Some of the

    Deidre McClain John R Wood Properties

    7307 Lantana Cir, Naples, FL 34119
    • /18

      Est $1,194,999 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
  • /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
  • /34

    $850,000 Sold Feb 27, 2025

    • 2,314 Sq Ft
    • $367/SF
    • 316 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 2003

    3145 Terramar Dr, Naples, FL 34119

    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 a private pool. The open floor plan of the home features elegant granite countertops, a kitchen island, and ample storage space. The

    John Bartis Premiere Plus Realty Company

    3145 Terramar Dr, Naples, FL 34119
    • /49

      Est $1,436,701 Not Listed For Sale

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

      3101 Terramar Dr, Naples, FL 34119

      3101 Terramar Dr, Naples, FL 34119
  • /38

    $1,100,000

    • 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
  • /32

    $1,037,000 Sold Jan 27, 2025

    • 2,024 Sq Ft
    • $512/SF
    • 21 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2016

    7379 Lantana Cir, Naples, FL 34119

    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 lighting, fixtures, and an open floor plan, 3 Bedrooms and 3 full Baths. Den currently serves as a fourth bedroom. Furniture is negotiable. Large 2 car garage,

    Deidre McClain John R Wood Properties

    7379 Lantana Cir, Naples, FL 34119
    • /18

      Est $2,345,288 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

Showing Results 1 - 40, Page 1 of 15

Home Trends in Olde Cypress, FL

Home Trends

Median Price (12 Mo)
$1,650,000
Median Single Family Price
$1,555,000
Average Price Per Sq Ft
$526
Number of Homes for Sale
10
Last 12 months Home Sales
46
Months of Supply
2.60
Median List Price
$1,790,000
Median Discount From 1st List Price
9%
Median Home Sale Price YoY Change
21%
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