Cypress Woods Golf & Country Club

Cypress Woods Golf & Country Club

~$275k – $850k+

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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 total sales in Cypress Woods Golf & Country Club, North Naples, was 6 in September 2026, up 200% from 2 a year earlier, according to NABOR MLS data through September 2026. This total included 1 single-family home sale and 5 condo sales in September 2026. In the preceding month, August 2026, there were 3 total sales (0 single-family, 3 condos). The median closed price for all property types in Cypress Woods Golf & Country Club was $392,500 in September 2026. This represents a slight decrease from the $420,000 median in September 2025. For single-family homes, the median closed price was $780,000 in September 2026, which is up from $710,000 in September 2024 (based on 1 closed sale in September 2026 and 1 closed sale in September 2024). The median condo price was $375,000 in September 2026, up from $257,000 in September 2025. The median price per square foot for all property types was $229 in September 2026, compared to $257 in September 2025. Inventory levels remained stable. There were 19 homes for sale in Cypress Woods Golf & Country Club in September 2026, consisting of 1 single-family home and 18 condos. This is the same as the 19 homes for sale in August 2026. Months supply of inventory for all property types was 4.1 months in September 2026, indicating a balanced market, and a decrease from 6.0 months in September 2025. Pending sales for all property types stood at 3 in September 2026, down from 5 pending sales in September 2024.

October 2026 · Last updated Oct 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

$410,000 as of September 2026, down 2.4% year-over-year.

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$241K$510K$779KJul 2023Jul 2024Sep 2025Sep 2026
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MonthMedian Closed Price
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
September 2026$410,000

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

$233 as of September 2026, down 9.3% year-over-year.

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$185$266$346Jul 2023Jul 2024Sep 2025Sep 2026
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MonthMedian Prices per Sq ft
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
September 2026$233

Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through September 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 September 2026, down 13.6% year-over-year.

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82032Oct 2023Oct 2024Sep 2025Sep 2026
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MonthHomes For Sale
October 202518
November 202524
December 202522
January 202625
February 202623
March 202629
April 202626
May 202625
June 202619
July 202617
August 202619
September 202619

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

4.1 as of September 2026, down 31.7% year-over-year.

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2.15.18.1Oct 2023Oct 2024Sep 2025Sep 2026
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MonthMonths Supply
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
September 20264.1

Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through September 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

3 as of September 2026, up 0.0% year-over-year.

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159Oct 2023Oct 2024Sep 2025Sep 2026
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MonthPending Sales
October 20257
November 20254
December 20252
January 20268
February 20269
March 20262
April 20268
May 20261
June 20265
July 20263
August 20264
September 20263

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

7 as of September 2026, up 250.0% year-over-year.

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0510Oct 2023Oct 2024Sep 2025Sep 2026
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MonthTotal Sales
October 20254
November 20252
December 20258
January 20262
February 20264
March 202610
April 20267
May 20261
June 20265
July 20263
August 20263
September 20267

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

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