Cypress Woods Golf & Country Club

Cypress Woods Golf & Country Club

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

Market Snapshot

Here's the latest snapshot of the real estate market in Cypress Woods Golf & Country Club in North Naples, with data up to April 2026. The median sales price for all property types in April 2026 was $340,000. This figure reflects sales of both single-family homes and condos within the community. Inventory levels in Cypress Woods Golf & Country Club show a total of 26 homes for sale in April 2026, with 3 single-family homes and 23 condos available. The months' supply of homes for sale in April 2026 was 6.5 for all property types. This represents a slight decrease compared to March 2026, when the months' supply was 6.9. Recent sales activity in Cypress Woods Golf & Country Club has fluctuated. Total sales in April 2026 amounted to 5 properties, including 1 single-family home and 4 condos. The median price per square foot for all property types in April 2026 was $205, a decrease from $225 in March 2026. Pending sales in Cypress Woods Golf & Country Club totaled 7 in April 2026, all of which were condos. This is down from March 2026, which saw a total of 2 pending sales.

May 2026 · Last updated May 1, 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

$340,000 as of May 2026, up 54.5% year-over-year.

$241K$510K$779KMar 2023Mar 2024Apr 2025May 2026
View monthly data
MonthMedian Closed Price
May 2025$220,000
June 2025$238,500
July 2025$352,500
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

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

$240 as of May 2026, up 30.4% year-over-year.

$185$266$346Mar 2023Mar 2024Apr 2025May 2026
View monthly data
MonthMedian Prices per Sq ft
May 2025$184
June 2025$196
July 2025$212
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

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

25 as of May 2026, up 4.2% year-over-year.

82032Jun 2023Jun 2024May 2025May 2026
View monthly data
MonthHomes For Sale
June 202520
July 202520
August 202519
September 202522
October 202518
November 202524
December 202522
January 202625
February 202623
March 202629
April 202626
May 202625

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

6.3 as of May 2026, down 6.0% year-over-year.

2.15.18.1Jun 2023Jun 2024May 2025May 2026
View monthly data
MonthMonths Supply
June 20255.7
July 20255.6
August 20255.2
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

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

1 as of May 2026, down 50.0% year-over-year.

059Jun 2023Jun 2024May 2025May 2026
View monthly data
MonthPending Sales
June 20252
July 20251
August 20251
September 20253
October 20257
November 20254
December 20252
January 20268
February 20269
March 20262
April 20268
May 20261

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

1 as of May 2026, down 66.7% year-over-year.

0510Jun 2023Jun 2024May 2025May 2026
View monthly data
MonthTotal Sales
June 20252
July 20252
August 20250
September 20252
October 20254
November 20252
December 20258
January 20262
February 20264
March 202610
April 20267
May 20261

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

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The information provided on this page, including market data and statistics, is believed to be accurate but is not guaranteed. Data may contain errors, omissions, or delays. Bonnycastle Realty makes no representations or warranties of any kind regarding the completeness, accuracy, or reliability of this information. Use of this data is at your own risk. Bonnycastle Realty shall not be held liable for any loss or damage arising from reliance on the information presented.

Southwest Florida MLS

The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than Bonnycastle Realty are marked with the listing broker's name. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the M.L.S. of Naples, Inc. BR Program, or contained in the database compilation of the M.L.S. of Naples, Inc.

The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2026 M.L.S. of Naples, Inc. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.

Some properties that appear for sale on this website may no longer be available. For the most current information, contact Bonnycastle Realty at (239) 778-0254 or info@bonnycastlerealty.com.

Page last updated 12/11/2025