Olde Cypress Houses for Sale

/50
$839,000
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
3083 Santorini Ct, Naples, FL 34119

The most modern home on the street — fully remodeled just 4 months ago with meticulous attention to detail — this former model showcases the sought-after Napoli floor plan and includes a Social Membership. Offering 3 bedrooms, 2 full bathrooms, and a 2-car garage, this home combines style, comfort, and functionality.A true Chef’s kitchen with beautiful shaker-style custom cabinetry, high-end

Dina Covato Coastal Intl Properties LLC

3083 Santorini Ct, Naples, FL 34119
Explore Olde Cypress
/22
$1,599,000 Open Sun 1PM - 4PM
- 4 Beds
- 4 Baths
- 3,350 Sq Ft
7488 Treeline Dr, Naples, FL 34119

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 plan boasts neutral tile

Adrienne Osinski Berkshire Hathaway FL Realty

7488 Treeline Dr, 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
/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
$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 Collier County Naples Olde Cypress

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

Home Trends in Olde Cypress, FL

On average, homes in Olde Cypress, Naples sell after 124 days on the market compared to the national average of 52 days. The median sale price for homes in Olde Cypress, Naples over the last 12 months is $1,425,000, consistent with the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$1,425,000

Median Single Family Sale Price

$1,400,000

Average Price Per Sq Ft

$495

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

1.10

Median List Price

$1,585,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

How to Buy a Home How to Finance a Home How to Sell a Home

In Olde Cypress, there are currently 5 houses for sale, offering a variety of options for prospective buyers. With houses ranging from $839,000 to $3,495,000, there's something for every budget. As of September, 2025 the median home price in Olde Cypress, Naples is $1,585,000, while the average sale price is $1,485,142, providing insight into local market trends. On average, houses spend 124 days on the market before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options available to suit every lifestyle. Browse properties and houses for sale in Olde Cypress, Naples and find the perfect place to call home.

Olde Cypress Types of Homes for Sale

Olde Cypress Homes for Sale

More About Living in Olde Cypress

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