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Olde Cypress Homes for Sale

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  • /23

    $749,900

    • 3 Beds
    • 2 Baths
    • 2,240 Sq Ft

    3155 Santorini Ct, Naples, FL 34119

    This charming 3Br/2Ba detached villa offers the perfect blend of comfort and privacy situated on a private corner lot. This home features a spacious open-concept living and dining area. A bright kitchen with Raised panel Cherry cabinets, ample storage, offers granite countertops, tile backsplash, kitchen island w/ cook-top, wall oven & microwave, and breakfast bar. Great room features plantation

    Pamela Schultz Downing Frye Realty Inc.

    3155 Santorini Ct, Naples, FL 34119
  • /29

    $1,995,000

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

    3105 Terramar Dr, Naples, FL 34119

    Set against a picturesque golf course and lake backdrop with no homes in sight, this beautifully upgraded residence offers refined living in the sought-after community of Olde Cypress. Spanning approximately 2,800 square feet, the home features three bedrooms, a private study, and three full baths, thoughtfully designed for both everyday comfort and effortless entertaining. A grand interior

    Gregory Sofranko William Raveis Real Estate

    3105 Terramar Dr, Naples, FL 34119
  • /49

    $3,390,000

    • 4 Beds
    • 5 Baths
    • 5,538 Sq Ft

    3027 Mona Lisa Blvd, Naples, FL 34119

    One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to an amazing opportunity in Da Vinci Estates at Olde Cypress—an exclusive DOUBLE-GATED community known for estate-sized homes and unparalleled privacy. This property has LAKE VIEWS, a RARE FIVE-CAR GARAGE and a GUEST HOUSE. Major 2025 upgrades include: NEW ROOF, GUTTERS, FULL EXTERIOR PAINT, AND HVAC. Designed for

    Dana Price Coldwell Banker Realty

    3027 Mona Lisa Blvd, Naples, FL 34119
  • /20

    $630,000

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

    3134 Santorini Ct, Naples, FL 34119

    FRESHLY UPDATED & READY TO IMPRESS. Welcome to 3134 Santorini Ct, a beautifully refreshed 2-bedroom + den, 2-bath villa with a private screened pool in the gated Santorini enclave of Olde Cypress. Recently transformed with High-End LVP Flooring throughout and a complete interior repaint in Sherwin-Williams Greek Villa, this home now offers the fresh, light and sophisticated feel today’s Naples

    Robert DeSiano DomainRealty.com LLC

    3134 Santorini Ct, Naples, FL 34119

Olde Cypress Home Prices vs. Nearby Naples, FL Neighborhoods

Olde Cypress Vineyards Pelican Marsh Four Seasons
Median Home Price
$1,289,500
$950,000
$1,047,500
$1,450,000
Median Sale Price
$1,175,000
-15% YoY
$875,000
+4% YoY
$910,000
+1% YoY
$1,259,000
+17% YoY
Median Single Family Price
$1,175,000
$1,272,000
$1,500,000
$1,400,000
Total Active Listings
6 listings
145 listings
45 listings
2 listings
Market Conditions
1 Month of Supply
Seller's Market
2 Months of Supply
Seller's Market
1 Month of Supply
Seller's Market
2 Months of Supply
Seller's Market

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 2.0 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 $1,289,500. If you put a 20% down payment of $257,900 and had a 30-year fixed mortgage with an interest rate of 6.67%, your estimated principal and interest payment would be $6,640 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $285K 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, 34120, 34110, 34108 and 34109.
What are the most popular neighborhoods near Olde Cypress, Naples, FL?
The most popular neighborhoods near Olde Cypress, Naples, FL are Riverstone, Longshore Lake, Arrowhead-Island Walk, 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.
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