Olde Cypress Homes for Sale in Naples, Florida

^{Discover Luxury Living in a Premier Gated Golf Community in North Naples}

Olde Cypress, Naples, Florida

Olde Cypress is an exclusive gated golf community in North Naples, Florida, offering an exceptional blend of luxury homes, championship golf, and resort-style amenities. Surrounded by beautifully landscaped lakes, nature preserves, and an award-winning golf course, the community features elegant single-family homes and custom estate residences designed for comfortable Florida living.

Residents enjoy access to a renovated clubhouse, fitness center, tennis and pickleball courts, resort-style swimming pool, fine and casual dining, and a vibrant calendar of social events. Conveniently located near Gulf beaches, Mercato, Founders Square, top-rated shopping, dining, healthcare, and Southwest Florida International Airport, Olde Cypress provides both tranquility and accessibility.

Real Estate Statistics

Average Price	$555K
Lowest Price	$1.9K
Highest Price	$5.2M
Total Listings	152
Avg. Days On Market	182
Avg. Price/SQFT	$358

Property Types (active listings)

Olde Cypress Homes for Sale in Naples, FL

• All Listings

Olde Cypress Homes for Sale in Naples, Florida | Luxury Golf Community Guide

Discover Olde Cypress homes for sale in Naples, Florida. Explore home styles, amenities, golf memberships, lifestyle, pricing, and buying tips.

Olde Cypress Homes for Sale in Naples, Florida

If you're searching for Olde Cypress homes for sale in Naples, Florida, you'll find one of North Naples' most established gated golf communities. Known for its lush landscaping, scenic lakes, and championship golf course, Olde Cypress combines luxury living with a relaxed Southwest Florida lifestyle.

Whether you're relocating, buying a seasonal residence, or investing in a luxury home, Olde Cypress offers a variety of elegant homes and resort-style amenities that appeal to buyers seeking both comfort and convenience.

Why Buy a Home in Olde Cypress?

Olde Cypress is a private gated community in North Naples featuring approximately 550 single-family homes surrounded by lakes, preserves, and a P.B. Dye-designed championship golf course. The community is centered around a private country club with a renovated clubhouse and a full calendar of social activities. 

Residents appreciate:

• Gated entrance with privacy

• Beautiful mature landscaping

• Championship golf course

• Resort-style clubhouse

• Tennis and pickleball courts

• Fitness center

• Fine and casual dining

• Active social events

• Walking and biking throughout the community

The neighborhood offers a balance between luxury, recreation, and peaceful residential living.

Prime North Naples Location

Olde Cypress enjoys a desirable location just east of Interstate 75 near Immokalee Road, making it convenient to many of Naples' top destinations.

Nearby attractions include:

• Gulf Coast beaches

• Mercato shopping and dining

• Waterside Shops

• Downtown Fifth Avenue South

• Seed to Table

• Naples Botanical Garden

• Southwest Florida International Airport

Residents also benefit from nearby healthcare facilities, grocery stores, restaurants, parks, and everyday conveniences.

Types of Homes Available

Buyers can choose from several styles of luxury homes, including:

Single-Family Homes

These homes typically feature:

• Open floor plans

• Three to five bedrooms

• Private pools

• Outdoor kitchens

• Lake or golf course views

• Spacious garages

• Modern kitchens

• High ceilings

Estate Homes

Luxury estate residences may include:

• Custom architecture

• Expansive floor plans

• Premium golf course frontage

• Guest suites

• Large lanais

• Designer finishes

• Smart home technology

• Premium outdoor entertaining spaces

Several neighborhoods within Olde Cypress feature distinct home styles and price points. 

Resort-Style Amenities

One of Olde Cypress' biggest attractions is its lifestyle.

Residents enjoy access to:

• Resort swimming pool

• Clubhouse

• Fitness center

• Yoga and wellness programs

• Tennis courts

• Pickleball courts

• Bocce

• Dining venues

• Social clubs

• Community events

These amenities create an active community atmosphere for both seasonal and year-round residents.

Championship Golf

Golf is a major highlight of Olde Cypress.

The community features a championship course designed by renowned architect P.B. Dye, offering challenging play surrounded by lakes, preserves, and native Florida landscaping. Golf memberships are generally optional, while homeowners are typically required to hold a social membership that provides access to club amenities. 

Golf enthusiasts appreciate:

• Practice facilities

• Professional instruction

• Golf tournaments

• Men's and women's leagues

• Club events

Olde Cypress Home Prices

Home prices vary depending on:

• Square footage

• Lot location

• Golf course views

• Lake frontage

• Renovations

• Home age

• Luxury upgrades

Current listings generally range from the upper hundreds of thousands of dollars for select villas to well over $3 million for larger luxury estates, depending on the property and market conditions. Inventory changes frequently, so buyers should review current listings for the latest availability. 

Lifestyle in Olde Cypress

Many homeowners choose Olde Cypress because it offers more than beautiful homes.

Residents often enjoy:

• Year-round outdoor living

• Club dining

• Fitness classes

• Holiday celebrations

• Social gatherings

• Golf events

• Tennis leagues

• Scenic walking paths

The community appeals to retirees, professionals, second-home buyers, and families looking for a luxury lifestyle in North Naples.

Nearby Schools

Families considering Olde Cypress should research current school zoning through the local school district, as attendance boundaries may change over time.

Several public and private schools are located within a short drive of the community.

Shopping and Dining

Living in Olde Cypress places residents near many popular Naples destinations, including:

• Mercato

• Founders Square

• Seed to Table

• Waterside Shops

• Logan Landings

Residents also enjoy easy access to grocery stores, coffee shops, healthcare providers, and entertainment venues.

Why Buyers Choose Olde Cypress

Homebuyers are often attracted to Olde Cypress because of its:

• Gated security

• Luxury homes

• Beautiful landscaping

• Active social scene

• Championship golf

• Resort amenities

• Convenient North Naples location

• Strong community atmosphere

For buyers seeking an upscale golf community without sacrificing convenience, Olde Cypress remains one of the area's most desirable neighborhoods.

Frequently Asked Questions

Are there homes for sale in Olde Cypress year-round?

Inventory changes throughout the year. While homes are often available, the number of active listings varies with market conditions.

Is Olde Cypress a gated community?

Yes. Olde Cypress is a private gated residential community in North Naples. (Olde Cypress)

Is golf membership required?

Golf membership is generally optional, while homeowners typically have a mandatory social membership that provides access to many club amenities. Buyers should confirm current membership requirements before purchasing.

What amenities are included?

Residents enjoy a clubhouse, fitness center, dining, tennis, pickleball, swimming pool, and numerous social activities through the club. 

What types of homes are available?

Olde Cypress offers villas, single-family homes, and luxury estate residences with a variety of floor plans and lot sizes. 

Is Olde Cypress close to Naples beaches?

Yes. Gulf beaches, shopping, restaurants, and entertainment are all within a reasonable drive from the community.

Conclusion

Olde Cypress continues to be one of North Naples' premier luxury communities, offering elegant homes, a championship golf course, resort-style amenities, and a convenient location. Whether you're searching for a seasonal retreat or a full-time residence, Olde Cypress provides an appealing combination of upscale living, recreational opportunities, and a welcoming community atmosphere. Because inventory and pricing change regularly, reviewing current listings and consulting a local real estate professional can help you identify the best opportunities.