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

Olde Cypress is a private, guard-gated golf community set across 540 acres in North Naples, where more than 200 acres of native pine and cypress preserves create a lush, low-density setting for approximately 550 single-family homes and villas. The Club at Olde Cypress has positioned itself as one of North Naples most vibrant private clubs, anchored by P.B. The 18-hole championship course has a challenging layout known for its undulating fairways, pot bunkers, and elevated greens.
The community recently completed a $17M clubhouse renovation, expanding the 34,000-square-foot facility by an additional 10,000 square feet of indoor and outdoor space. The expanded club features a wraparound bar, wine and private dining room, covered outdoor dining with fire pits, and a new first-floor kitchen. Beyond golf, members enjoy Har-Tru tennis courts, pickleball, bocce, a resort-style pool and spa, a fitness center, and a packed social calendar.
Every home purchase includes a social membership with no initiation fee. Golf membership is optional and highly sought after.
Located just off Immokalee Road with direct I-75 access, Olde Cypress is minutes from Logan Landings, Founders Square, Seed to Table, and Mercato, with Delnor-Wiggins Pass State Park roughly seven miles west.
The median sales price in Olde Cypress, North Naples, was $1,350,000 in August 2026, down 7.2% from $1,455,000 a year earlier, according to NABOR MLS data through August 2026. The median price per square foot was $580 in August 2026, compared to $561 in August 2025. In July 2026, the median sales price was $860,000, and the median price per square foot was $475. Sales activity in Olde Cypress showed a decline in the most recent month. Total sales were 1 in August 2026, a decrease from 3 sales in August 2025. In July 2026, there was 1 sale. The number of pending sales for all property types was 0 in August 2026, down from 2 in August 2025. There were also 0 pending sales in July 2026. Inventory levels remained low in August 2026, with 4 homes for sale, down from 7 homes for sale in August 2025. This translates to a months supply of 1.8 in August 2026, a slight decrease from 3.0 months supply in August 2025, indicating a continued sellers' market based on a small number of transactions. There were 5 homes for sale in July 2026, with a months supply of 2.0.
September 2026 · Last updated Sep 10, 2026
Track how home values are trending in Olde Cypress. Median sale prices and price-per-square-foot data help buyers and sellers gauge current market positioning.
Median Closed Price
$1,350,000 as of August 2026, down 7.2% year-over-year.
| Month | Median Closed Price |
|---|---|
| August 2025 | $1,455,000 |
| September 2025 | $1,175,000 |
| October 2025 | $630,000 |
| November 2025 | $1,012,500 |
| December 2025 | $1,293,750 |
| January 2026 | $1,400,000 |
| February 2026 | $1,099,000 |
| March 2026 | $1,365,000 |
| April 2026 | $1,432,500 |
| May 2026 | $1,100,000 |
| July 2026 | $860,000 |
| August 2026 | $1,350,000 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through August 2026. Data deemed reliable but not guaranteed.
Median Prices per Sq ft
$580 as of August 2026, up 3.4% year-over-year.
| Month | Median Prices per Sq ft |
|---|---|
| August 2025 | $561 |
| September 2025 | $426 |
| October 2025 | $313 |
| November 2025 | $405 |
| December 2025 | $467 |
| January 2026 | $541 |
| February 2026 | $436 |
| March 2026 | $538 |
| April 2026 | $483 |
| May 2026 | $470 |
| July 2026 | $475 |
| August 2026 | $580 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through August 2026. Data deemed reliable but not guaranteed.
Median Closed Price
$1,350,000 as of August 2026, down 7.2% year-over-year.
| Month | Median Closed Price |
|---|---|
| August 2025 | $1,455,000 |
| September 2025 | $1,175,000 |
| October 2025 | $630,000 |
| November 2025 | $1,012,500 |
| December 2025 | $1,293,750 |
| January 2026 | $1,400,000 |
| February 2026 | $1,099,000 |
| March 2026 | $1,365,000 |
| April 2026 | $1,432,500 |
| May 2026 | $1,100,000 |
| July 2026 | $860,000 |
| August 2026 | $1,350,000 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through August 2026. Data deemed reliable but not guaranteed.
$580 as of August 2026, up 3.4% year-over-year.
| Month | Median Prices per Sq ft |
|---|---|
| August 2025 | $561 |
| September 2025 | $426 |
| October 2025 | $313 |
| November 2025 | $405 |
| December 2025 | $467 |
| January 2026 | $541 |
| February 2026 | $436 |
| March 2026 | $538 |
| April 2026 | $483 |
| May 2026 | $470 |
| July 2026 | $475 |
| August 2026 | $580 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through August 2026. Data deemed reliable but not guaranteed.
See how many homes are available in Olde Cypress and how quickly inventory is moving. Months of supply indicates whether conditions favor buyers or sellers.
Homes For Sale
4 as of August 2026, down 42.9% year-over-year.
| Month | Homes For Sale |
|---|---|
| September 2025 | 5 |
| October 2025 | 6 |
| November 2025 | 8 |
| December 2025 | 7 |
| January 2026 | 9 |
| February 2026 | 11 |
| March 2026 | 6 |
| April 2026 | 5 |
| May 2026 | 6 |
| June 2026 | 5 |
| July 2026 | 5 |
| August 2026 | 4 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through August 2026. Data deemed reliable but not guaranteed.
Months Supply
1.8 as of August 2026, down 40.0% year-over-year.
| Month | Months Supply |
|---|---|
| September 2025 | 2.1 |
| October 2025 | 2.6 |
| November 2025 | 3.4 |
| December 2025 | 2.7 |
| January 2026 | 3.4 |
| February 2026 | 3.9 |
| March 2026 | 2 |
| April 2026 | 2 |
| May 2026 | 2.5 |
| June 2026 | 2 |
| July 2026 | 2 |
| August 2026 | 1.8 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through August 2026. Data deemed reliable but not guaranteed.
Homes For Sale
4 as of August 2026, down 42.9% year-over-year.
| Month | Homes For Sale |
|---|---|
| September 2025 | 5 |
| October 2025 | 6 |
| November 2025 | 8 |
| December 2025 | 7 |
| January 2026 | 9 |
| February 2026 | 11 |
| March 2026 | 6 |
| April 2026 | 5 |
| May 2026 | 6 |
| June 2026 | 5 |
| July 2026 | 5 |
| August 2026 | 4 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through August 2026. Data deemed reliable but not guaranteed.
1.8 as of August 2026, down 40.0% year-over-year.
| Month | Months Supply |
|---|---|
| September 2025 | 2.1 |
| October 2025 | 2.6 |
| November 2025 | 3.4 |
| December 2025 | 2.7 |
| January 2026 | 3.4 |
| February 2026 | 3.9 |
| March 2026 | 2 |
| April 2026 | 2 |
| May 2026 | 2.5 |
| June 2026 | 2 |
| July 2026 | 2 |
| August 2026 | 1.8 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through August 2026. Data deemed reliable but not guaranteed.
Monitor real estate transaction volume in Olde Cypress. Pending and closed sales reflect the pace of buyer demand and overall market momentum.
Pending Sales
0 as of July 2026, down 100.0% year-over-year.
| Month | Pending Sales |
|---|---|
| August 2025 | 2 |
| September 2025 | 0 |
| October 2025 | 3 |
| November 2025 | 5 |
| December 2025 | 2 |
| January 2026 | 2 |
| February 2026 | 3 |
| March 2026 | 5 |
| April 2026 | 3 |
| May 2026 | 0 |
| June 2026 | 0 |
| July 2026 | 0 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through July 2026. Data deemed reliable but not guaranteed.
Total Sales
1 as of August 2026, down 66.7% year-over-year.
| Month | Total Sales |
|---|---|
| September 2025 | 1 |
| October 2025 | 1 |
| November 2025 | 2 |
| December 2025 | 4 |
| January 2026 | 3 |
| February 2026 | 3 |
| March 2026 | 4 |
| April 2026 | 2 |
| May 2026 | 3 |
| June 2026 | 0 |
| July 2026 | 1 |
| August 2026 | 1 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through August 2026. Data deemed reliable but not guaranteed.
Pending Sales
0 as of July 2026, down 100.0% year-over-year.
| Month | Pending Sales |
|---|---|
| August 2025 | 2 |
| September 2025 | 0 |
| October 2025 | 3 |
| November 2025 | 5 |
| December 2025 | 2 |
| January 2026 | 2 |
| February 2026 | 3 |
| March 2026 | 5 |
| April 2026 | 3 |
| May 2026 | 0 |
| June 2026 | 0 |
| July 2026 | 0 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through July 2026. Data deemed reliable but not guaranteed.
1 as of August 2026, down 66.7% year-over-year.
| Month | Total Sales |
|---|---|
| September 2025 | 1 |
| October 2025 | 1 |
| November 2025 | 2 |
| December 2025 | 4 |
| January 2026 | 3 |
| February 2026 | 3 |
| March 2026 | 4 |
| April 2026 | 2 |
| May 2026 | 3 |
| June 2026 | 0 |
| July 2026 | 1 |
| August 2026 | 1 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through August 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.
Exclusive private golf club in Naples featuring a Robert von Hagge championship course and sophisticated dining.
communityNewer, private bundled golf community in North Naples with resort-style amenities, natural preserves, and an 18-hole championship course.
Bundled GolfBundled golf community in North Naples with 18-hole golf, fitness & spa, resort-style pool, and active club lifestyle.
Exclusive private golf club in Naples featuring a Robert von Hagge championship course and sophisticated dining.
communityNewer, private bundled golf community in North Naples with resort-style amenities, natural preserves, and an 18-hole championship course.
locationWorld-class beaches, golf, and coastal lifestyle in Southwest Florida.
area
locationIsland living with white-sand beaches and boating lifestyle.
locationWorld-class beaches, golf, and coastal lifestyle in Southwest Florida.
area
locationIsland living with white-sand beaches and boating lifestyle.