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Olde Cypress Homes for Sale

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  • /36

    $1,195,000

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

    3105 Terramar Dr, Naples, FL 34119

    Scenic golf course and lake setting with no homes in view from this spacious 2,800 sqft home offering three bedrooms, private study and three full baths. Features include soaring 12-14 ft ceilings, solid core wood 8 ft doors, gas fireplace, plantation shutters, hurricane shutters and NEW ROOF in 2021. Enjoy having your own golf cart for easy access from the oversize garage with a dedicated

    Dave Renner Premier Sotheby's Int'l Realty

    3105 Terramar Dr, Naples, FL 34119
  • /50

    $1,050,000 Open Sun 1PM - 4PM

    • 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
  • /50

    $2,175,000

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

    3133 Terramar Dr, Naples, FL 34119

    Live the luxury golf course lifestyle you’ve been dreaming of at Olde Cypress. Welcome to 3133 Terramar Dr, a fully renovated masterpiece in one of North Naples’ most prestigious private gated golf communities, Olde Cypress. Designed for discerning buyers, this home features 3 bedrooms + den/office, with the third bedroom privately situated in its own luxurious casita with full bath, perfect for

    John Salkowski Real Broker, LLC

    3133 Terramar Dr, Naples, FL 34119
  • /33

    $1,279,000 Open Sun 1:30PM - 4PM

    • 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
  • /40

    $674,900

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

    3126 Santorini Ct, Naples, FL 34119

    Experience luxurious golf course living and views at its finest. Nestled within the prestigious Olde Cypress private Golf Club, one of North Naples’ most sought-after gated and manned communities. This move-in ready luxury villa offers 3 bedrooms + den/dining area, 2 baths, and an open, light-filled layout designed for effortless living and entertaining. Positioned on the only unobstructed view

    John Salkowski Real Broker, LLC

    3126 Santorini Ct, 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
  • /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
  • /46

    $829,900 Open Sun 1PM - 3PM

    • 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

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.

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 $1,298,000. If you put a 20% down payment of $259,600 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $6,370 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $273K 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 34119, 34104, 34120, 34110 and 34109.
What are the most popular neighborhoods near Olde Cypress, Naples, FL?
The most popular neighborhoods near Olde Cypress, Naples, FL are Longshore Lake, Arrowhead-Island Walk, Riverstone, Quail Creek and Esplanade Golf and Country Club.
Are home prices dropping in Olde Cypress?
Yes, home prices in Olde Cypress are down 22% in the last 12 months.

Home Trends in Olde Cypress, FL

Housing Trends

Median Sale Price
$1,305,000
Median Single Family Sale Price
$1,279,000
Median 2 Bedroom Sale Price
$630,000
Average Price Per Sq Ft
$482
Number of Homes for Sale
7
Last 12 months Home Sales
56
Months of Supply
1.50
Median List Price
$1,298,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
-35%
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