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

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.
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.
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.
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
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.
| Month | Median 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.
Median Prices per Sq ft
$240 as of May 2026, up 30.4% year-over-year.
| Month | Median 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.
Median Closed Price
$340,000 as of May 2026, up 54.5% year-over-year.
| Month | Median 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.
| Month | Median 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.
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.
| Month | Homes For Sale |
|---|---|
| June 2025 | 20 |
| July 2025 | 20 |
| August 2025 | 19 |
| September 2025 | 22 |
| October 2025 | 18 |
| November 2025 | 24 |
| December 2025 | 22 |
| January 2026 | 25 |
| February 2026 | 23 |
| March 2026 | 29 |
| April 2026 | 26 |
| May 2026 | 25 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through May 2026. Data deemed reliable but not guaranteed.
Months Supply
6.3 as of May 2026, down 6.0% year-over-year.
| Month | Months Supply |
|---|---|
| June 2025 | 5.7 |
| July 2025 | 5.6 |
| August 2025 | 5.2 |
| September 2025 | 6 |
| October 2025 | 4.8 |
| November 2025 | 6.5 |
| December 2025 | 5.7 |
| January 2026 | 6.8 |
| February 2026 | 6.2 |
| March 2026 | 6.9 |
| April 2026 | 6.2 |
| May 2026 | 6.3 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through May 2026. Data deemed reliable but not guaranteed.
Homes For Sale
25 as of May 2026, up 4.2% year-over-year.
| Month | Homes For Sale |
|---|---|
| June 2025 | 20 |
| July 2025 | 20 |
| August 2025 | 19 |
| September 2025 | 22 |
| October 2025 | 18 |
| November 2025 | 24 |
| December 2025 | 22 |
| January 2026 | 25 |
| February 2026 | 23 |
| March 2026 | 29 |
| April 2026 | 26 |
| May 2026 | 25 |
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.
| Month | Months Supply |
|---|---|
| June 2025 | 5.7 |
| July 2025 | 5.6 |
| August 2025 | 5.2 |
| September 2025 | 6 |
| October 2025 | 4.8 |
| November 2025 | 6.5 |
| December 2025 | 5.7 |
| January 2026 | 6.8 |
| February 2026 | 6.2 |
| March 2026 | 6.9 |
| April 2026 | 6.2 |
| May 2026 | 6.3 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through May 2026. Data deemed reliable but not guaranteed.
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.
| Month | Pending Sales |
|---|---|
| June 2025 | 2 |
| July 2025 | 1 |
| August 2025 | 1 |
| September 2025 | 3 |
| October 2025 | 7 |
| November 2025 | 4 |
| December 2025 | 2 |
| January 2026 | 8 |
| February 2026 | 9 |
| March 2026 | 2 |
| April 2026 | 8 |
| May 2026 | 1 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through May 2026. Data deemed reliable but not guaranteed.
Total Sales
1 as of May 2026, down 66.7% year-over-year.
| Month | Total Sales |
|---|---|
| June 2025 | 2 |
| July 2025 | 2 |
| August 2025 | 0 |
| September 2025 | 2 |
| October 2025 | 4 |
| November 2025 | 2 |
| December 2025 | 8 |
| January 2026 | 2 |
| February 2026 | 4 |
| March 2026 | 10 |
| April 2026 | 7 |
| May 2026 | 1 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through May 2026. Data deemed reliable but not guaranteed.
Pending Sales
1 as of May 2026, down 50.0% year-over-year.
| Month | Pending Sales |
|---|---|
| June 2025 | 2 |
| July 2025 | 1 |
| August 2025 | 1 |
| September 2025 | 3 |
| October 2025 | 7 |
| November 2025 | 4 |
| December 2025 | 2 |
| January 2026 | 8 |
| February 2026 | 9 |
| March 2026 | 2 |
| April 2026 | 8 |
| May 2026 | 1 |
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.
| Month | Total Sales |
|---|---|
| June 2025 | 2 |
| July 2025 | 2 |
| August 2025 | 0 |
| September 2025 | 2 |
| October 2025 | 4 |
| November 2025 | 2 |
| December 2025 | 8 |
| January 2026 | 2 |
| February 2026 | 4 |
| March 2026 | 10 |
| April 2026 | 7 |
| May 2026 | 1 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through May 2026. Data deemed reliable but not guaranteed.
Bundled GolfBundled golf community in North Naples with 18-hole golf, fitness & spa, resort-style pool, and active club lifestyle.
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Bundled GolfBundled golf community in North Naples with 18-hole golf, fitness & spa, resort-style pool, and active club lifestyle.
communityPrivate golf community in Naples featuring two Tom Fazio courses, beach club, and new sports center.
Exclusive private golf club in Naples featuring a Robert von Hagge championship course and sophisticated dining.
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locationWorld-class beaches, golf, and coastal lifestyle in Southwest Florida.
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locationIsland living with white-sand beaches and boating lifestyle.