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Olde Cypress Homes for Sale

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  • 3033 Olde Cove Way, Naples, FL 34119
    3033 Olde Cove Way, Naples, FL 34119
    3033 Olde Cove Way, Naples, FL 34119
    /47

    $849,900

    • 3 Beds
    • 2.5 Baths
    • 2,268 Sq Ft

    3033 Olde Cove Way, Naples, FL 34119

    Live the luxury golf course lifestyle you’ve been dreaming of at Olde Cypress. Welcome to 3033 Olde Cove Way, a meticulously maintained and beautifully updated 3-bedroom, 2.5-bath residence offering 2,268 sq. ft. of refined elegance in one of North Naples’ most prestigious private gated golf communities. Perfectly positioned on a quiet cul-de-sac with lush privacy backing to the 5th tee box and

    John Salkowski Real Broker, LLC

    3033 Olde Cove Way, Naples, FL 34119
  • 3134 Santorini Ct, Naples, FL 34119
    3134 Santorini Ct, Naples, FL 34119
    3134 Santorini Ct, Naples, FL 34119
    /21

    $630,000

    • 2 Beds
    • 2 Baths
    • 1,783 Sq Ft

    3134 Santorini Ct, Naples, FL 34119

    Welcome to 3134 Santorini Ct, a beautifully maintained single-family villa tucked inside the coveted gated enclave of Santorini at Olde Cypress. This light-filled 2-bedroom + den, 2-bath residence delivers comfort, privacy, and resort-style living in one of North Naples’ most desirable communities. Inside, the open-concept layout features soaring ceilings, neutral tones, and seamless

    Robert DeSiano DomainRealty.com LLC

    3134 Santorini Ct, Naples, FL 34119
  • 7291 Lantana Cir, Naples, FL 34119
    7291 Lantana Cir, Naples, FL 34119
    7291 Lantana Cir, Naples, FL 34119
    /26

    $1,499,000

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

    7291 Lantana Cir, Naples, FL 34119

    Meticulously maintained upgraded 3+Den/2.5 Ba. (Den optional 4th bedroom w/ walk-in closet). New custom kitchen layout w/Quartz countertops, tile backsplash, gas 5 burner Wolf cooktop with decorative custom vented hood, Monogram appliances (Convection Microwave, Oven and separate warming tray), pendant & recessed lighting. Great room floor plan w/ sliding hurricane doors to lanai. Custom window

    Pamela Schultz Downing Frye Realty Inc.

    7291 Lantana Cir, Naples, FL 34119
  • 3162 Santorini Ct, Naples, FL 34119
    3162 Santorini Ct, Naples, FL 34119
    3162 Santorini Ct, Naples, FL 34119
    /25

    $649,900

    • 3 Beds
    • 2 Baths
    • 1,889 Sq Ft

    3162 Santorini Ct, Naples, FL 34119

    Front Entrance !!! Spectacular Golf Course View of the 5th Fairway, with a large side lot for privacy. 3Br/2Ba. pool villa, Great room floor plan with tray ceilings, sliding glass doors to lanai. Kitchen offers extra cabinetry, granite countertops, stainless appliances, tile backsplash, and seamless corner window. Primary suite offers tray ceilings, wood flooring, sliding glass doors w/

    Pamela Schultz Downing Frye Realty Inc.

    3162 Santorini Ct, 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

    $1,050,000

    • 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
  • 3133 Terramar Dr, Naples, FL 34119
    3133 Terramar Dr, Naples, FL 34119
    3133 Terramar Dr, Naples, FL 34119
    /49

    $2,098,900

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

    3133 Terramar Dr, Naples, FL 34119

    Experience the pinnacle of modern luxury overlooking the golf course in Olde Cypress. This fully renovated estate from top to bottom, located at 3133 Terramar Drive blends contemporary design with timeless elegance and high-end craftsmanship throughout. Step inside to discover 3 bedrooms + private den/office, including a detached casita with full bath, perfect for guests or extended family. Every

    John Salkowski Real Broker, LLC

    3133 Terramar Dr, Naples, FL 34119
  • 3126 Santorini Ct, Naples, FL 34119
    3126 Santorini Ct, Naples, FL 34119
    3126 Santorini Ct, Naples, FL 34119
    /42

    $669,900

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

    3126 Santorini Ct, Naples, FL 34119

    Unobstructed, Southern-Exposure Golf Course Views. Welcome home to 3126 Santorini Court, perfectly positioned along the only unobstructed view of the 5th fairway in Olde Cypress, one of North Naples’ most prestigious private golf communities. This true 3-bedroom + den/dining/bedroom, 2-bath home offers an open, bright layout designed for both comfort and entertaining. Every detail has been

    John Salkowski Real Broker, LLC

    3126 Santorini Ct, 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

    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
Florida Collier County 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 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 3 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 $1,412,000. If you put a 20% down payment of $282,400 and had a 30-year fixed mortgage with an interest rate of 6.26%, your estimated principal and interest payment would be $6,960 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $298K a year to afford the median home price in Olde Cypress. Learn how much home you can afford with our Home Affordability Calculator. 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 16% 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 53 days. The median sale price for homes in Olde Cypress, Naples over the last 12 months is $1,285,000, down 11% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,285,000
Median Single Family Sale Price
$1,255,000
Median 2 Bedroom Sale Price
$630,000
Average Price Per Sq Ft
$482
Number of Homes for Sale
7
Last 12 months Home Sales
58
Months of Supply
1.40
Median List Price
$1,412,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
-11%
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