Cypress Woods Golf & Country Club

Cypress Woods Golf & Country Club

View properties

Cypress Woods Golf & Country Club is a private, bundled golf community in the heart of North Naples. The club blends casual elegance with resort-style living, offering residents full golf privileges and access to club amenities included with homeownership.

As a bundled community, membership is tied to owning a home in Cypress Woods, so neighbors you meet on the golf course, courts, or trails are also your fellow owners. The setting and lifestyle are designed for people who want to play, connect, and enjoy North Naples year-round.

Play here

Golf anchors the club experience, with members enjoying full golf privileges as part of their ownership. Beyond golf, the community offers pickleball, tennis, fitness facilities, swimming, bocce, and trails, plus special interest groups that bring residents together around shared hobbies and activities.

Resort-style club life

Club life at Cypress Woods includes dining, celebrations, and a range of membership events. Casual, welcoming spaces and a focus on community make it easy for residents to get involved and feel at home, whether they are enjoying a meal at the club, attending a celebration, or joining a group on the courts or trails.

For buyers seeking a private bundled golf community in North Naples with a strong amenity package and a relaxed, social atmosphere, Cypress Woods offers an appealing blend of play, club life, and convenience.

Quick Facts

Costs
Home Prices
~$275k – $850k+
Monthly Fees
Club golf dues currently ≈$780/mo; total carrying costs vary by neighborhood and HOA.
Initiation Fee
Bundled with ownership (no separate club initiation fee; other one-time/HOA fees vary by neighborhood).
Community
Residences
Approx. 750 bundled units
Location
North Naples, Florida
Established
2001
Lifestyle
Private bundled golf community with resort-style living
Golf
18-hole Gordon Lewis course with lakes, marshes & preserves

Properties for Sale

View all listings in Cypress Woods Golf & Country Club

Market Snapshot

The median closed price in Cypress Woods Golf & Country Club, North Naples, was $207,500 in August 2026, down 47.8% from $397,500 a year earlier, according to NABOR MLS data through August 2026. This median price is based on a small sample of 2 condo sales in August 2026 and 1 single-family sale in July 2026. Sales activity in Cypress Woods Golf & Country Club shows 2 total sales in August 2026, consistent with the 2 total sales in July 2026. There were no single-family home sales in August 2026, while condo sales registered 2 transactions. Looking back, June 2026 saw 5 total sales (1 single-family, 4 condos), while May 2026 had 1 total sale (1 condo). Pending sales in Cypress Woods Golf & Country Club also saw a slight increase, with 3 total pending sales in August 2026 (1 single-family, 2 condos), up from 3 total pending sales in July 2026 (1 single-family, 2 condos). Inventory in August 2026 stood at 20 homes for sale (1 single-family, 19 condos), which is a decrease from 22 homes for sale in August 2025. Months supply of inventory for all property types was 4.8 months in August 2026, compared to 5.2 months in August 2025, suggesting a tighter market compared to the previous year.

September 2026 · Last updated Sep 2, 2026

Pricing

Track how home values are trending in Cypress Woods Golf & Country Club. Median sale prices and price-per-square-foot data help buyers and sellers gauge current market positioning.

Median Closed Price

$220,000 as of August 2026.

Tap the chart to see monthly values
$241K$510K$779KJun 2023Jun 2024Jul 2025Aug 2026
View monthly data
MonthMedian Closed Price
September 2025$420,000
October 2025$312,500
November 2025$220,000
December 2025$320,250
January 2026$535,000
February 2026$417,500
March 2026$290,000
April 2026$345,000
May 2026$340,000
June 2026$415,000
July 2026$224,000
August 2026$220,000

Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through August 2026. Data deemed reliable but not guaranteed.

$184 as of August 2026.

Tap the chart to see monthly values
$185$266$346Jun 2023Jun 2024Jul 2025Aug 2026
View monthly data
MonthMedian Prices per Sq ft
September 2025$257
October 2025$219
November 2025$179
December 2025$216
January 2026$298
February 2026$243
March 2026$225
April 2026$233
May 2026$240
June 2026$238
July 2026$179
August 2026$184

Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through August 2026. Data deemed reliable but not guaranteed.

Inventory

See how many homes are available in Cypress Woods Golf & Country Club and how quickly inventory is moving. Months of supply indicates whether conditions favor buyers or sellers.

Homes For Sale

19 as of August 2026, up 0.0% year-over-year.

Tap the chart to see monthly values
82032Sep 2023Sep 2024Aug 2025Aug 2026
View monthly data
MonthHomes For Sale
September 202522
October 202518
November 202524
December 202522
January 202625
February 202623
March 202629
April 202626
May 202625
June 202619
July 202617
August 202619

Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through August 2026. Data deemed reliable but not guaranteed.

4.5 as of August 2026, down 13.5% year-over-year.

Tap the chart to see monthly values
2.15.18.1Sep 2023Sep 2024Aug 2025Aug 2026
View monthly data
MonthMonths Supply
September 20256
October 20254.8
November 20256.5
December 20255.7
January 20266.8
February 20266.2
March 20266.9
April 20266.2
May 20266.3
June 20264.4
July 20263.9
August 20264.5

Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through August 2026. Data deemed reliable but not guaranteed.

Activity

Monitor real estate transaction volume in Cypress Woods Golf & Country Club. Pending and closed sales reflect the pace of buyer demand and overall market momentum.

Pending Sales

4 as of August 2026, up 300.0% year-over-year.

Tap the chart to see monthly values
159Sep 2023Sep 2024Aug 2025Aug 2026
View monthly data
MonthPending Sales
September 20253
October 20257
November 20254
December 20252
January 20268
February 20269
March 20262
April 20268
May 20261
June 20265
July 20263
August 20264

Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through August 2026. Data deemed reliable but not guaranteed.

3 as of August 2026.

Tap the chart to see monthly values
0510Sep 2023Sep 2024Aug 2025Aug 2026
View monthly data
MonthTotal Sales
September 20252
October 20254
November 20252
December 20258
January 20262
February 20264
March 202610
April 20267
May 20261
June 20265
July 20263
August 20263

Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through August 2026. Data deemed reliable but not guaranteed.

Similar Communities

Vanderbilt Country ClubBundled Golf
Naples • North Naples

Vanderbilt Country Club

Bundled golf community in North Naples with 18-hole golf, fitness & spa, resort-style pool, and active club lifestyle.

Gated~$350k – $1.4M+
Bcommunity
Naples • North Naples

Bay Colony Golf Club

Exclusive private golf club in Naples featuring a Robert von Hagge championship course and sophisticated dining.

Esplanade Golf and Country Clubcommunity
Naples • North Naples

Esplanade Golf and Country Club

Newer, private bundled golf community in North Naples with resort-style amenities, natural preserves, and an 18-hole championship course.

~$475k – $3.0M+

Nearby

Napleslocation

Naples

World-class beaches, golf, and coastal lifestyle in Southwest Florida.

Old Naplesarea
Naples

Old Naples

Historic charm near the beach and 5th Avenue South.

Marco Islandlocation

Marco Island

Island living with white-sand beaches and boating lifestyle.