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 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

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

4 as of August 2026, down 42.9% year-over-year.

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51117Sep 2023Sep 2024Aug 2025Aug 2026
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MonthHomes For Sale
September 20255
October 20256
November 20258
December 20257
January 20269
February 202611
March 20266
April 20265
May 20266
June 20265
July 20265
August 20264

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.

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1.66.310.9Sep 2023Sep 2024Aug 2025Aug 2026
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MonthMonths Supply
September 20252.1
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

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

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

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036Aug 2023Aug 2024Jul 2025Jul 2026
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MonthPending Sales
August 20252
September 20250
October 20253
November 20255
December 20252
January 20262
February 20263
March 20265
April 20263
May 20260
June 20260
July 20260

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.

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

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

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