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.
Here's the latest real estate market snapshot for Olde Cypress in North Naples, covering data through April 2026. The median sales price for all property types in Olde Cypress is $1,432,500. Reviewing earlier data, the median sales price has fluctuated. The median price per square foot for all property types is $483. Inventory levels in Olde Cypress show a total of 5 homes for sale as of April 2026. This includes both single-family homes and condos. Looking at the months' supply of homes, the data indicates 2 months of supply for all property types. Sales activity in Olde Cypress remains dynamic. Total sales in April 2026 amounted to 2 transactions for single-family homes. Additionally, there was 3 pending sales for all property types in April 2026, with 2 attributed to single-family homes and 1 to condos.
May 2026 · Last updated May 1, 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
$1,100,000 as of May 2026, down 18.5% year-over-year.
| Month | Median Closed Price |
|---|---|
| June 2025 | $1,998,000 |
| July 2025 | $1,500,000 |
| 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 |
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
$470 as of May 2026, down 7.7% year-over-year.
| Month | Median Prices per Sq ft |
|---|---|
| June 2025 | $558 |
| July 2025 | $545 |
| 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 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through May 2026. Data deemed reliable but not guaranteed.
Median Closed Price
$1,100,000 as of May 2026, down 18.5% year-over-year.
| Month | Median Closed Price |
|---|---|
| June 2025 | $1,998,000 |
| July 2025 | $1,500,000 |
| 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 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through May 2026. Data deemed reliable but not guaranteed.
$470 as of May 2026, down 7.7% year-over-year.
| Month | Median Prices per Sq ft |
|---|---|
| June 2025 | $558 |
| July 2025 | $545 |
| 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 |
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 Olde Cypress and how quickly inventory is moving. Months of supply indicates whether conditions favor buyers or sellers.
Homes For Sale
6 as of May 2026, down 45.5% year-over-year.
| Month | Homes For Sale |
|---|---|
| June 2025 | 11 |
| July 2025 | 8 |
| August 2025 | 7 |
| 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 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through May 2026. Data deemed reliable but not guaranteed.
Months Supply
2.5 as of May 2026, down 45.7% year-over-year.
| Month | Months Supply |
|---|---|
| June 2025 | 4.8 |
| July 2025 | 3.5 |
| August 2025 | 3 |
| 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 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through May 2026. Data deemed reliable but not guaranteed.
Homes For Sale
6 as of May 2026, down 45.5% year-over-year.
| Month | Homes For Sale |
|---|---|
| June 2025 | 11 |
| July 2025 | 8 |
| August 2025 | 7 |
| 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 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through May 2026. Data deemed reliable but not guaranteed.
2.5 as of May 2026, down 45.7% year-over-year.
| Month | Months Supply |
|---|---|
| June 2025 | 4.8 |
| July 2025 | 3.5 |
| August 2025 | 3 |
| 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 |
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 Olde Cypress. Pending and closed sales reflect the pace of buyer demand and overall market momentum.
Pending Sales
0 as of May 2026, down 100.0% year-over-year.
| Month | Pending Sales |
|---|---|
| June 2025 | 2 |
| July 2025 | 1 |
| 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 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through May 2026. Data deemed reliable but not guaranteed.
Total Sales
3 as of May 2026, down 25.0% year-over-year.
| Month | Total Sales |
|---|---|
| June 2025 | 1 |
| July 2025 | 2 |
| August 2025 | 3 |
| 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 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through May 2026. Data deemed reliable but not guaranteed.
Pending Sales
0 as of May 2026, down 100.0% year-over-year.
| Month | Pending Sales |
|---|---|
| June 2025 | 2 |
| July 2025 | 1 |
| 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 |
Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through May 2026. Data deemed reliable but not guaranteed.
3 as of May 2026, down 25.0% year-over-year.
| Month | Total Sales |
|---|---|
| June 2025 | 1 |
| July 2025 | 2 |
| August 2025 | 3 |
| 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 |
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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