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

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

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

$1,100,000 as of May 2026, down 18.5% year-over-year.

$701K$1.7M$2.6MFeb 2023Apr 2024May 2025May 2026
View monthly data
MonthMedian 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.

$327$506$685Feb 2023Apr 2024May 2025May 2026
View monthly data
MonthMedian 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.

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 June 2026, down 54.5% year-over-year.

51117Jul 2023Jul 2024Jun 2025Jun 2026
View monthly data
MonthHomes For Sale
July 20258
August 20257
September 20255
October 20256
November 20258
December 20257
January 20269
February 202611
March 20266
April 20265
May 20266
June 20265

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

2 as of June 2026, down 58.3% year-over-year.

1.66.310.9Jul 2023Jul 2024Jun 2025Jun 2026
View monthly data
MonthMonths Supply
July 20253.5
August 20253
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

Source: Naples Area Board of REALTORS® (NABOR®) MLS, via InfoSparks. Data through June 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 May 2026, down 100.0% year-over-year.

036Jun 2023Jun 2024May 2025May 2026
View monthly data
MonthPending Sales
June 20252
July 20251
August 20252
September 20250
October 20253
November 20255
December 20252
January 20262
February 20263
March 20265
April 20263
May 20260

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

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

048Jul 2023Jul 2024Jun 2025Jun 2026
View monthly data
MonthTotal Sales
July 20252
August 20253
September 20251
October 20251
November 20252
December 20254
January 20263
February 20263
March 20264
April 20262
May 20263
June 20260

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

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The information provided on this page, including market data and statistics, is believed to be accurate but is not guaranteed. Data may contain errors, omissions, or delays. Bonnycastle Realty makes no representations or warranties of any kind regarding the completeness, accuracy, or reliability of this information. Use of this data is at your own risk. Bonnycastle Realty shall not be held liable for any loss or damage arising from reliance on the information presented.

Southwest Florida MLS

The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than Bonnycastle Realty are marked with the listing broker's name. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the M.L.S. of Naples, Inc. BR Program, or contained in the database compilation of the M.L.S. of Naples, Inc.

The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2026 M.L.S. of Naples, Inc. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.

Some properties that appear for sale on this website may no longer be available. For the most current information, contact Bonnycastle Realty at (239) 778-0254 or info@bonnycastlerealty.com.

Page last updated 3/17/2026