Cypress Woods Golf & Country Club

Cypress Woods Golf & Country Club

$500k – $1M

Cypress Woods Golf & Country Club is 787 homes and a golf course in North Naples. It sits east of I-75 and north of Immokalee Road, with the clubhouse at 3525 Northbrooke Drive. The mix is 656 condominium homes to 131 detached houses, built between 1999 and 2006. The declaration caps the community at 787 units, so nothing further is coming.

Membership in the club isn't optional, and it attaches to the home rather than the person. That's what bundled golf means here, and the bill for it arrives every year. "Annual membership dues are required; every homeowner in the community is a golf and social member of the Club." A one-time capital charge also lands at closing, and that one is the buyer's.

Is Cypress Woods a gated community?

No, and the club explains why. "Additionally, the Club cannot provide a gated access to the Community since there is a county road running through the entire Community. However, each HOA/COA does have gated access to their individual communities. The gated access to the individual communities is the responsibility of that particular HOA/COA." The road is Northbrooke Drive, and Collier County owns the tract it runs on. Gates here belong to the neighborhood associations, and the club provides no outside security service. If you want a single gate around everything, this isn't that.

What does a buyer owe at closing?

A resale capital assessment, which the club charges the transferee in any conveyance. The buyer is the transferee, and the due date is the closing itself. It is collected as an assessment, under a section of the declaration headed "Creation of Lien", so unpaid it attaches to the home as a lien. The sum is substantial and the board can change it by resolution, so get the figure from the club before you sign. Anything a seller leaves unpaid follows the home.

Who bills a homeowner here?

The club does, and the club is the master association: one corporation owns the course, the recreation facilities and the clubhouse. So the master HOA fee on a listing and what the club assesses each year are the same bill. Every owner pays an identical share, on a 1/787th basis: a flat pays what a house pays.

The bill that moves is the neighborhood one: the club counts 23 associations across the community. Cypress Trace and Grand Cypress carry a third body too, a recreation association that owns their gates, roads, pools and landscaping. Get both figures for the exact home, from the club and that neighborhood's manager.

There's a compulsory clubhouse spend too. "There is an annual food minimum applicable to each Living Unit." Whatever goes unspent is invoiced with the annual assessment.

What can you buy here?

"Condominium" covers three products here, and the bands barely overlap:

  • Flats. The Terrace and Cypress Trace Gardens buildings, in Cypress Trace, the largest neighborhood at 470 homes. Sold between the $210,000s and the low $400,000s.
  • Verandas and coach homes. Verandas are two-story, with a screened lanai and a carport or one-car garage. Laurel Greens and Grand Cypress hold two-story coach homes, each with a two-car garage. Sold from around $360,000 to around $475,000.
  • Houses. Bradford Lakes and Jasmine Lake, 131 detached homes between them. Sold from around $600,000, with around $810,000 at the top.

Nothing here stands above three stories, and the seven Terrace buildings are old and tall enough that Florida requires structural inspections of them, with reserves funded for the findings. One has been inspected and the other six fall due between 2033 and 2035. An inspection that turns up structural work is what puts a special assessment on the table, so read the association's minutes.

What is at the club, and who else uses it?

Eighteen holes, par 72, a Gordon Lewis design playing about 6,240 yards from the back tees, with six sets of tees named after the neighborhoods. It opened in 1999 and was redesigned in 2012. Around it: eight lighted pickleball courts, one lighted tennis court, three artificial-turf bocce courts, a fitness center open 24 hours and a pool complex. Pools are a neighborhood matter: Laurel Greens North, Laurel Greens South, Jasmine Lake and Bradford Lakes have none, so those homes use the clubhouse pool.

Owning here isn't what puts everybody on the course. The declaration creates annual and special memberships for people who do not own in the community, golfing privileges included, and the club advertises them. "These non-voting, non-equity memberships are available to those who do not own in Cypress Woods." Full membership and the vote are what ownership carries.

Can you rent it out, and can you keep a dog?

Renting is tightly controlled: the floor is thirty days, and the declaration lets a neighborhood "establish stricter standards" of its own. A lease is capped at twelve months, and every lease and renewal needs club approval. A tenant gets no club access unless the owner delegates the membership, and an owner who delegates it loses their own card and charging privileges until the lease ends.

Two household pets are allowed, a dog or a cat, plus tropical fish, leashed outdoors and never on the golf course, and tenants may not keep pets at all. A building's association can be stricter on both.

The club takes no unaccompanied visitors and runs no tours, so seeing it means arriving with somebody who can bring you in.

Quick Facts

Costs
Home Prices
$500k – $1M
Initiation Fee
Buyer pays a capital assessment at closing
Community
Community Type
Bundled golf community, Club membership required
Gated
No
Residences
787 (656 condominiums, 131 detached houses)
Location
North Naples, east of I-75, north of Immokalee Road
Golf
18 holes, par 72, Gordon Lewis; opened 1999, redesigned 2012
Pet Policy
Pets allowed (per community rules)
Condo sizes
About 1,200–1,850 sq ft
House sizes
About 2,000–2,700 sq ft
Bedrooms
2–4
Membership
Mandatory golf and social, attached to the home
Neighborhoods
23 neighborhood associations
Homes built
1999–2006

Properties for Sale

Market Snapshot

The total sales in Cypress Woods Golf & Country Club, North Naples, was 6 in September 2026, up 200% from 2 a year earlier, according to NABOR MLS data through September 2026. This total included 1 single-family home sale and 5 condo sales in September 2026. In the preceding month, August 2026, there were 3 total sales (0 single-family, 3 condos). The median closed price for all property types in Cypress Woods Golf & Country Club was $392,500 in September 2026. This represents a slight decrease from the $420,000 median in September 2025. For single-family homes, the median closed price was $780,000 in September 2026, which is up from $710,000 in September 2024 (based on 1 closed sale in September 2026 and 1 closed sale in September 2024). The median condo price was $375,000 in September 2026, up from $257,000 in September 2025. The median price per square foot for all property types was $229 in September 2026, compared to $257 in September 2025. Inventory levels remained stable. There were 19 homes for sale in Cypress Woods Golf & Country Club in September 2026, consisting of 1 single-family home and 18 condos. This is the same as the 19 homes for sale in August 2026. Months supply of inventory for all property types was 4.1 months in September 2026, indicating a balanced market, and a decrease from 6.0 months in September 2025. Pending sales for all property types stood at 3 in September 2026, down from 5 pending sales in September 2024.

October 2026 · Last updated Oct 2, 2026

Pricing

Track how home values are trending in Cypress Woods Golf & Country Club. Median sale prices and price-per-square-foot data help buyers and sellers gauge current market positioning.

Median Closed Price

$410,000 as of September 2026, down 2.4% year-over-year.

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$241K$510K$779KJul 2023Jul 2024Sep 2025Sep 2026
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MonthMedian Closed Price
October 2025$312,500
November 2025$220,000
December 2025$320,250
January 2026$535,000
February 2026$417,500
March 2026$290,000
April 2026$345,000
May 2026$340,000
June 2026$415,000
July 2026$224,000
August 2026$220,000
September 2026$410,000

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

$233 as of September 2026, down 9.3% year-over-year.

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$185$266$346Jul 2023Jul 2024Sep 2025Sep 2026
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MonthMedian Prices per Sq ft
October 2025$219
November 2025$179
December 2025$216
January 2026$298
February 2026$243
March 2026$225
April 2026$233
May 2026$240
June 2026$238
July 2026$179
August 2026$184
September 2026$233

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

Inventory

See how many homes are available in Cypress Woods Golf & Country Club and how quickly inventory is moving. Months of supply indicates whether conditions favor buyers or sellers.

Homes For Sale

19 as of September 2026, down 13.6% year-over-year.

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82032Oct 2023Oct 2024Sep 2025Sep 2026
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MonthHomes For Sale
October 202518
November 202524
December 202522
January 202625
February 202623
March 202629
April 202626
May 202625
June 202619
July 202617
August 202619
September 202619

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

4.1 as of September 2026, down 31.7% year-over-year.

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2.15.18.1Oct 2023Oct 2024Sep 2025Sep 2026
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MonthMonths Supply
October 20254.8
November 20256.5
December 20255.7
January 20266.8
February 20266.2
March 20266.9
April 20266.2
May 20266.3
June 20264.4
July 20263.9
August 20264.5
September 20264.1

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 Cypress Woods Golf & Country Club. Pending and closed sales reflect the pace of buyer demand and overall market momentum.

Pending Sales

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

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159Oct 2023Oct 2024Sep 2025Sep 2026
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MonthPending Sales
October 20257
November 20254
December 20252
January 20268
February 20269
March 20262
April 20268
May 20261
June 20265
July 20263
August 20264
September 20263

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

7 as of September 2026, up 250.0% year-over-year.

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0510Oct 2023Oct 2024Sep 2025Sep 2026
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MonthTotal Sales
October 20254
November 20252
December 20258
January 20262
February 20264
March 202610
April 20267
May 20261
June 20265
July 20263
August 20263
September 20267

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

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