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Olde Cypress Homes for Sale

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  • 2722 Olde Cypress Dr, Naples, FL 34119
    2722 Olde Cypress Dr, Naples, FL 34119
    2722 Olde Cypress Dr, Naples, FL 34119
    /41

    $1,850,000

    • 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

    Agent Photo

    Anita Colletti

    John R Wood Properties

    (239) 456-3041

    2722 Olde Cypress Dr, Naples, FL 34119
  • 7488 Treeline Dr, Naples, FL 34119
    7488 Treeline Dr, Naples, FL 34119
    /2

    $1,599,000

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

    7488 Treeline Dr, Naples, FL 34119

    MORE PICTURES COMING SOON! 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

    Adrienne Osinski Berkshire Hathaway FL Realty

    7488 Treeline Dr, Naples, FL 34119
  • 7398 Monteverde Way, Naples, FL 34119
    7398 Monteverde Way, Naples, FL 34119
    7398 Monteverde Way, Naples, FL 34119
    /48

    $2,025,000 Open Sun 12PM - 2PM

    • 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
  • 7432 Treeline Dr, Naples, FL 34119
    7432 Treeline Dr, Naples, FL 34119
    7432 Treeline Dr, 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
  • 7336 Lantana Cir, Naples, FL 34119
    7336 Lantana Cir, Naples, FL 34119
    7336 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
  • 3027 Mona Lisa Blvd, Naples, FL 34119
    3027 Mona Lisa Blvd, Naples, FL 34119
    3027 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
  • 2874 Lone Pine Ln, Naples, FL 34119
    2874 Lone Pine Ln, Naples, FL 34119
    2874 Lone Pine Ln, 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
  • 7347 Lantana Cir, Naples, FL 34119
    7347 Lantana Cir, Naples, FL 34119
    7347 Lantana Cir, 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
  • 3155 Santorini Ct, Naples, FL 34119
    3155 Santorini Ct, Naples, FL 34119
    3155 Santorini Ct, 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
  • 2878 Lone Pine Ln, Naples, FL 34119
    2878 Lone Pine Ln, Naples, FL 34119
    2878 Lone Pine Ln, 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
Florida Naples Olde Cypress

Real Estate & Homes for Sale in Olde Cypress, Naples

Why Live in Olde Cypress

Olde Cypress in Naples is a gated community known for its intimate atmosphere and Mediterranean-style homes. With only 540 homes, the neighborhood fosters a close-knit environment. The community features custom-built houses with tiled roofs, stucco siding, and indoor pools, set amidst wide green lawns and mature palm trees. Residents enjoy access to The Club at Olde Cypress, which includes an 18-hole championship golf course designed by P.B. Dye, a fitness center, pickleball and tennis courts, and a variety of social events. The area is safer than the national average, providing a secure living environment. Olde Cypress is conveniently located less than 10 miles from the Gulf Coast and near several retail hubs along Immokalee Road, offering dining options like Oak & Stone and Straight From New York Bagels, as well as grocery stores such as Target, Publix, and Walmart. For a unique shopping experience, Seed to Table offers farm-fresh produce and live music. The community is served by highly rated schools, including Laurel Oak Elementary School, Gulf Coast High School, and Oakridge Middle, all of which are located nearby. While the beach is a bit further away, Delnor-Wiggins Pass State Park is just seven miles down the road, and the heart of Naples is 15 miles away. Southwest Florida International Airport is 20 miles from the neighborhood, providing convenient travel options.

Learn more about living in Olde Cypress

Frequently Asked Questions

Is Olde Cypress a good place to live?
Olde Cypress is a good place to live. Olde Cypress is considered very car-dependent and somewhat bikeable. Olde Cypress is a suburban neighborhood with a crime score of 2, making it safer than the average neighborhood in the U.S. Olde Cypress has 6 parks for recreational activities. It is sparse in population with 1.5 people per acre and a median age of 44. The average household income is $152,552 which is above the national average. College graduates make up 45% of residents. A majority of residents in Olde Cypress are home owners, with 28% of residents renting and 72% of residents owning their home. A local real estate agent serving Olde Cypress can help you decide if this neighborhood is the right one for you. Learn more on our Olde Cypress neighborhood guide.
Is Olde Cypress, FL a safe neighborhood?
Olde Cypress, FL is safer than the average neighborhood in the United States. It received a crime score of 2 out of 10.
How much do you need to make to afford a house in Olde Cypress?
The median home price in Olde Cypress is $1,599,000. If you put a 20% down payment of $319,800 and had a 30-year fixed mortgage with an interest rate of 6.84%, your estimated principal and interest payment would be $8,370 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $359K a year to afford the median home price in Olde Cypress. The average household income in Olde Cypress is $153K.
What are the best public schools in Olde Cypress?
The best public schools that serve Olde Cypress are:
What are the best private schools in Olde Cypress?
The best private schools that serve Olde Cypress are:
What are the most popular zip codes in Olde Cypress, Naples, FL?
The most popular zip codes in Olde Cypress, Naples, FL include 34120, 33908, 34135, 33974 and 34114.
What are the most popular neighborhoods near Olde Cypress, Naples, FL?
The most popular neighborhoods near Olde Cypress, Naples, FL are Arrowhead-Island Walk, Riverstone, Longshore Lake, Quail Creek and Esplanade Golf and Country Club.
Are home prices dropping in Olde Cypress?
Yes, home prices in Olde Cypress are down 2% in the last 12 months.

Home Trends in Olde Cypress, FL

On average, homes in Olde Cypress, Naples sell after 123 days on the market compared to the national average of 49 days. The median sale price for homes in Olde Cypress, Naples over the last 12 months is $1,450,000, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,450,000
Median Single Family Sale Price
$1,450,000
Average Price Per Sq Ft
$506
Number of Homes for Sale
10
Last 12 months Home Sales
49
Months of Supply
2.40
Median List Price
$1,599,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
4%
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