Olde Cypress

Olde Cypress

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.

Clubhouse & Amenities

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.

Membership

Every home purchase includes a social membership with no initiation fee. Golf membership is optional and highly sought after.

Location & Convenience

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.

Quick Facts

Location
North Naples
Lifestyle
Private club with golf, racquet sports & social calendar
Golf
18-hole P.B. Dye championship course
Memberships
Multiple membership opportunities available

Properties for Sale

Market Snapshot

The median price per square foot in Olde Cypress, North Naples was not available in September 2026, according to NABOR MLS data through September 2026. This metric was $426 in September 2025, which itself was a decline from $569 in September 2024. The median closed price was also not available in September 2026. The most recent median closed price available was $1,350,000 in August 2026, which was up from $1,500,000 in July 2025, based on a small sample of transactions. Total sales activity in Olde Cypress showed no closed sales in September 2026, which was consistent with September 2025. This figure was also zero in June 2026, July 2026, and August 2026. The highest number of total sales in the past year occurred in March 2026 with 4 closed sales. Pending sales were 1 in September 2026, down from 0 in August 2026 and July 2026. Inventory and supply metrics indicate a months supply of homes for sale of 2.1 in September 2026, an increase from 1.8 months in August 2026. This is consistent with the 2.1 months supply recorded in September 2025. Homes for sale in Olde Cypress were 5 in September 2026, which is an increase from 4 homes for sale in August 2026 and an increase from 5 homes for sale in September 2025. These figures reflect a relatively limited market.

October 2026 · Last updated Oct 2, 2026

Pricing

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.

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$701K$1.7M$2.6MApr 2023Jun 2024Jul 2025Aug 2026
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MonthMedian 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.

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$327$506$685Apr 2023Jun 2024Jul 2025Aug 2026
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MonthMedian 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.

Inventory

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

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

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51117Oct 2023Oct 2024Sep 2025Sep 2026
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MonthHomes For Sale
October 20256
November 20258
December 20257
January 20269
February 202611
March 20266
April 20265
May 20266
June 20265
July 20265
August 20264
September 20265

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

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

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1.66.310.9Oct 2023Oct 2024Sep 2025Sep 2026
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MonthMonths Supply
October 20252.6
November 20253.4
December 20252.7
January 20263.4
February 20263.9
March 20262
April 20262
May 20262.5
June 20262
July 20262
August 20261.8
September 20262.1

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 Olde Cypress. Pending and closed sales reflect the pace of buyer demand and overall market momentum.

Pending Sales

1 as of September 2026.

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036Oct 2023Oct 2024Sep 2025Sep 2026
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MonthPending Sales
October 20253
November 20255
December 20252
January 20262
February 20263
March 20265
April 20263
May 20260
June 20260
July 20260
August 20260
September 20261

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

0 as of September 2026, down 100.0% year-over-year.

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048Oct 2023Oct 2024Sep 2025Sep 2026
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MonthTotal Sales
October 20251
November 20252
December 20254
January 20263
February 20263
March 20264
April 20262
May 20263
June 20260
July 20261
August 20261
September 20260

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

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