Start Your Cypress Woods Buyer Consultation
Contact Details

Jesse McGreevy

[email protected]

(239) 898-6072

24031 S Tamiami Trl #101

Bonita Springs, FL 34134

Marc Comisar

(239) 287-5873

Mon to Fri, 9 am to 6 pm

Weekends by appointment

McGreevy and Comisar, Brokered by Domain Realty

Updated October 2026 · Jesse McGreevy and Marc Comisar, Domain Realty

What Does It Take to Buy a Home in Cypress Woods?

Buying a home in Cypress Woods, Naples takes three decisions: which neighborhood and product, from a Cypress Trace condominium to a Bradford Lakes pool home, whether the bundled club fits your budget at $10,502 a year in master fees plus your neighborhood fee, and how you will insure a home in Zone X, AH or AE; then the club and association approvals are routine.

Cypress Woods Golf & Country Club is a private, bundled golf community of 787 homes in 23 associations east of I-75 and north of Immokalee Road, ZIP 34119 (Cypress Woods, Real Estate). Our Cypress Woods community guide covers every section, fee and flood fact. This page is for buyers. Call Marc at (239) 287-5873 to tour, read how we represent buyers in Naples, or start with our citywide guide to buying a home in Naples. Selling first? Call Jesse direct at (239) 898-6072.

The Decisions That Shape a Cypress Woods Purchase

  1. Neighborhood: Cypress Trace, Laurel Greens, Grand Cypress, Bradford Lakes or Jasmine Lake.

  2. Budget: price plus $10,502 master fees, $600 food minimum, neighborhood fee and the $10,000 capital contribution.

  3. Flood zone: X, AH or AE by street.

  4. Club use: golf, pickleball, fitness and dining are all included.

Who Cypress Woods Suits

Golfers and pickleball players who want a full club without an equity initiation, seasonal owners, and buyers who want a North Naples address east of I-75. The club describes “casual elegance with resort-style living” (Cypress Woods).

Why Do Cypress Woods Buyers Work With McGreevy and Comisar?

Cypress Woods buyers work with McGreevy and Comisar because the team reads Cypress Woods’s records for them before an offer, the association and county documents, the FEMA panel and the sales for the product they want, and because they are Top 1% Real Estate Agents Nationally Since 2008 and the #5 real estate team in Florida in the 2026 RealTrends rankings.

  • Top 1% Real Estate Agents Nationally Since 2008
  • 5 Star Award for Customer Satisfaction for 21 Straight Years. Only 5 out of 21k+ Licensees (Gulfshore Life Magazine)
  • #1 Team in Southwest Florida since 2012
  • McGreevy and Comisar and their Domain Realty Group team have sold over $2.5 Billion in Real Estate
  • McGreevy and Comisar alone have over $900 million in Sales
  • Nationally Recognized Top Producing Realtors
  • Platinum Sales Production Award Winners

Domain Realty, our brokerage, closed 658 transaction sides in Naples in the 60 months to October 5, 2026, $521.5 million in volume counted by side, per the Southwest Florida MLS pulled that day. Compare the best real estate agents in Naples, and read more about McGreevy and Comisar. Jesse has sold Southwest Florida real estate since 2004 and the team has worked together since 2008.

McGreevy and Comisar is a top-reviewed Cypress Woods realtor, and every quote below is a five-star review on our Google Business Profile.

★★★★★ “Working with Jesse and his team was truly an amazing experience. From the very beginning, they were professional, attentive, and incredibly knowledgeable. They guided us through every step of the process with patience and clarity, always making sure we felt comfortable and informed with every decision.” Verified Google review

★★★★★ “If you’re looking for a Realtor in Naples (or nearby areas), Jesse is your guy. I referred a friend to him for a winter home search. He has great connections, sharp negotiating, and he found them an off-market brand new build. Highly recommend!” Verified Google review

What We Do Before You Tour

We pull the recent sales for the product you want, the flood zone for each address you like, the association’s documents where one exists, so your first tour is informed. Call Marc at (239) 287-5873.

Key Takeaways for a Cypress Woods Buyer

The Cypress Woods buyer’s numbers and records in one place, each with its source and date, for buyers deciding whether and where to buy.

  • Market: we tracked 49 closings at a $365,000 median, $200,000 to $820,000 (Southwest Florida MLS, closed sales Aug 11, 2025 to Aug 11, 2026).

  • Bundled: every owner is a golf and social member (Cypress Woods, Live Here).

  • 2026 fees: $10,502 master plus $600 food minimum (fee sheet).

  • At closing: $10,000 capital contribution and $300 transfer fee (fee sheet).

  • Pickleball: eight lighted courts (Pickleball).

  • Flood: Zone X at 41 of 60 tested addresses; Zone E evacuation (FEMA NFHL).

  • Schools: Veterans Memorial Elementary, North Naples Middle, Aubrey Rogers High (CCPS).

  • Title custom: in Collier County the buyer customarily pays the owner’s title insurance policy; the contract controls.

Table of Contents

What Is the Cypress Woods Market Like for Buyers Right Now?

The Cypress Woods market for buyers ran 49 closings in the twelve months to August 11, 2026 at a $365,000 median and a $200,000 to $820,000 range, with Cypress Trace the busiest neighborhood at 26 sales and the single-family homes at the top, so buyers can choose a product band before they choose a home.

Data updated: August 2026

The 49 Closings by Neighborhood

Neighborhood (MLS name)ClosingsMedianLowHigh
Cypress Trace26$230,000$200,000$428,500
Bradford Lakes6$700,000$564,625$820,000
Laurel Greens5$400,000$390,000$425,000
Jasmine Lakes4$715,000$630,000$799,999
Grand Cypress I, II and III7about $420,000$415,000$428,500
Cypress Woods Golf + Country Club1$250,000$250,000$250,000
All Cypress Woods49$365,000$200,000$820,000

Source: Southwest Florida MLS (Matrix), closed sales 08/11/2025 to 08/11/2026, pulled August 11, 2026. One sale carried a special-circumstance flag; it counts in the totals. By MLS building design, 37 low-rise condominium sales closed at a $320,000 median and 10 single-family sales at $707,500; one mid-rise and one attached-villa sale make up the rest.

Where the Closings Landed by Price

Price bandClosings
Under $300,00019
$300,000 to $399,9998
$400,000 to $499,99912
$500,000 and up10

Cypress Woods Sales by Quarter

QuarterClosings
August 11 to September 30, 20252
October to December 202515
January to March 202616
April to June 202613
July 1 to August 11, 20263

Source: the same 49 closings by close date.

Ready to Buy in Cypress Woods? Talk to Marc First

Call Marc at (239) 287-5873 for a personalized consultation, read how we represent buyers in Naples, or, if you have a home to sell first, Call Jesse direct at (239) 898-6072.

Which Cypress Woods Neighborhood Should You Buy In?

Which Cypress Woods neighborhood you should buy in depends on budget and lifestyle: Cypress Trace condominiums near $230,000 behind their own gates with three pools, Laurel Greens and Grand Cypress coach homes from $390,000 to $428,500, and Bradford Lakes and Jasmine Lake single-family homes near $700,000, many with private pools.

Cypress Trace

Thirteen condominiums, North and South gates, three pools (Cypress Trace Recreation Association).

Grand Cypress and Laurel Greens

Coach homes and low-rise condominiums with two- and three-bedroom plans (Cypress Woods, Real Estate).

Bradford Lakes and Jasmine Lake

130 single-family homes averaging 2,000 to 2,400 square feet (same).

The Neighborhood Fee

Each of the 23 associations sets its own quarterly fee; ask the property manager for it before you write.

What Should You Ask for in the First Week of a Cypress Woods Contract?

In the first week of a Cypress Woods contract, ask for the master and neighborhood estoppels, the 2026 fee sheet, the neighborhood budget and reserves, the elevation certificate if the home is in Zone AH or AE, and a wind mitigation report for a single-family home, then get insurance quotes before the inspection period ends.

Insurance Quotes Early

Florida’s insurer of last resort expected its policies to fall to 385,000 by the end of 2025 (Citizens).

What Will It Cost to Own a Cypress Woods Home Each Year?

Owning a Cypress Woods home each year costs the $10,502 master fees and the $600 food minimum for 2026, your neighborhood association’s quarterly fee, property taxes, insurance and flood coverage in Zone AH or AE; there is no CDD, and golf, pickleball, fitness and the pool are included.

CostAmountSource
Master annual fees (2026)$10,502master association 2026 fee sheet
Food minimum$600 a yearsame
Resale capital contribution$10,000 each purchasesame
Transfer fee$300same
Neighborhood feevariesproperty manager
CDDnoneCollier CDD layer

What Is Being Built Around Cypress Woods?

What is being built around Cypress Woods is a road program: a Livingston Road flyover over Immokalee Road, the I-75 and Immokalee Road diverging-diamond interchange starting in early 2027, and intersection improvements at Northbrooke Drive, the Cypress Woods entrance road, over roughly the next six years.

Source: Gulfshore Business, July 2026.

Cypress Woods vs Olde Cypress: Which Should You Buy Into?

Cypress Woods vs Olde Cypress is a choice between a bundled club with condominiums from $200,000 and a gated P.B. Dye club with a $1,105,000 median a mile away; both are North Naples golf communities, but they serve very different budgets.

See our Olde Cypress page and our Naples golf communities guide.

Is Cypress Woods the Right Place for You to Buy?

Cypress Woods is the right place to buy if you will use the club, golf, pickleball, fitness and dining, and want a known yearly cost without an equity initiation, in North Naples east of I-75, from a condominium near $200,000 to a single-family home at up to $820,000.

Choose Cypress Woods If

  • You play golf or pickleball several times a week

  • You want a full club without an equity initiation

  • You want a choice of product inside one club

Look Elsewhere If

  • You will not use a club but would still pay its fees

  • You want Gulf access or a coastal address

  • You want no capital contribution at purchase

How Do We Find You the Right Home in Cypress Woods?

We find you the right home in Cypress Woods by matching product, street, frontage and flood zone to your budget, checking the association and insurance fit before you tour, and watching for new listings and quiet sales in the sections you want.

Ready to Tour Cypress Woods? Talk to Marc

Call Marc at (239) 287-5873 or see how we represent buyers in Naples. We schedule tours around the season. Selling a home here instead? Call Jesse direct at (239) 898-6072.

Off-Market Opportunities

Some owners sell quietly; we hear about them through our database built since 2004. We are Top 1% Real Estate Agents Nationally Since 2008, and owners call us first. Owners thinking of selling can Call Jesse direct at (239) 898-6072.

How Do We Negotiate for You in Cypress Woods?

We negotiate for you in Cypress Woods by pricing from same-product sales, writing the inspection, insurance and any association-approval timeline into the contract, and reading the estoppel for any special assessment before you close, so the price you agree to is the price you pay.

Price From the Product

We compare the home with sales of the same product on comparable streets. As Top 1% Real Estate Agents Nationally Since 2008, we negotiate every offer personally.

Inspection and Insurance Contingencies

We keep the inspection and insurance periods long enough to get real quotes.

Get Your Personalized Cypress Woods Buyer Consultation

Your personalized Cypress Woods buyer consultation with Marc Comisar covers your budget and product, the streets and flood zones that fit, the association and insurance questions and the closing timeline, in one conversation before you tour, so you can write a confident offer when the right home appears.

Call Marc at (239) 287-5873, or read how we represent buyers in Naples. McGreevy and Comisar are Top 1% Real Estate Agents Nationally Since 2008.

Selling Your Current Home to Buy in Cypress Woods?

If you are selling a Naples home to buy in Cypress Woods, we can coordinate both closings so your sale and your purchase line up; start with our Naples seller guide or Call Jesse direct at (239) 898-6072 for a confidential conversation about timing, price and the steps between.

See our Cypress Woods seller guide and Cypress Woods home valuation.

Frequently Asked Questions, Buyer Edition (Cypress Woods)

These buyer answers for Cypress Woods draw on association and county records, FEMA, the school district and the Southwest Florida MLS.

Where is Cypress Woods in Naples?

East of I-75 and north of Immokalee Road at 3525 Northbrooke Drive, ZIP 34119 (Cypress Woods, Real Estate).

How many homes are in Cypress Woods?

Seven hundred eighty-seven, in 23 associations (club; 2026 fee sheet).

When was Cypress Woods built?

The club was established in 1999; condominiums were recorded from 1999 to 2005 (Cypress Woods, Live Here; DBPR).

Is Cypress Woods a bundled golf community?

Yes. “Every homeowner in the community is a golf and social member of the Club” (Cypress Woods, Live Here).

Is there an initiation fee?

No large upfront initiation; owners pay an annual assessment, and each purchase carries a $10,000 resale capital contribution (2026 fee sheet).

What are the Cypress Woods dues?

$10,502 for 2026: $7,650 operational, $1,794 reserve and $1,058 cable and internet, paid by December 31, plus your neighborhood association fee (2026 fee sheet).

Is there a food minimum?

Yes, $600 a year, food and soft drinks only, not prepaid (2026 fee sheet).

What does golf cost per round?

A member cart fee of $26.50 per person (2026 fee sheet).

Who designed the course?

Gordon Lewis; it opened in 1999 and was redesigned in 2012 (Cypress Woods, Golf).

Is the course being renovated?

The club reports “a major re-greening and irrigation renovation project” underway.

How many pickleball courts are there?

Eight dedicated, lighted courts (Pickleball).

Is there tennis?

One renovated court.

Is there bocce?

Three artificial-turf courts (Recreation Booklet).

Is the pool heated?

Yes, year-round, with a lap pool and hot tub.

Is the fitness center open 24/7?

Yes (Recreation Booklet).

Can non-residents join the club?

Yes: annual non-resident golf, family and social memberships (Club Membership).

Is Cypress Woods gated?

Cypress Trace has North and South entrance gates maintained by its recreation association (Cypress Trace Recreation Association); confirm the entry for other neighborhoods.

What kinds of homes are there?

Single-family homes in Bradford Lakes and Jasmine Lake, Grand Cypress coach homes, Laurel Greens and Cypress Trace condominiums.

How big are the single-family homes?

They “average 2000-2400 square feet” (Cypress Woods, Real Estate).

What does a Cypress Woods home cost?

We tracked 49 sales at a $365,000 median, $200,000 to $820,000 (Southwest Florida MLS, closed sales Aug 11, 2025 to Aug 11, 2026).

What do Cypress Trace condos cost?

Twenty-six sales at a $230,000 median.

Can I rent my Cypress Woods home?

Leases of one to twelve months carry a $500 membership transfer fee, a $350 lease application and a $100 background check; terms are set by each association.

Is there a CDD?

No CDD at the community centroid.

Is Cypress Woods in a flood zone?

Partly: 41 of 60 tested addresses are Zone X, 16 Zone AH and 3 Zone AE (FEMA NFHL).

What evacuation zone is Cypress Woods?

Zone E.

What schools serve Cypress Woods?

Veterans Memorial Elementary, North Naples Middle and Aubrey Rogers High.

How far is NCH North Naples Hospital?

About 4.3 road miles, 11 minutes (OSRM).

How far is the airport?

About 24.0 road miles, 33 minutes, to RSW (OSRM).

Is Cypress Woods the same as Cypress Woods Estates?

No. Cypress Woods Estates is a separate older neighborhood on Cypress Woods Drive in central Naples.

Is Cypress Woods near Olde Cypress?

About a mile apart, but a different club; see our Olde Cypress page.

What road work is coming?

A Livingston Road flyover over Immokalee Road and intersection improvements at Northbrooke Drive, after I-75 interchange work that starts in early 2027 (Gulfshore Business).

Is Cypress Woods a good place to live?

For golfers and pickleball players who want a full club at a known yearly cost in North Naples, it fits well. Budget the fees, and check the flood zone of the street.

Downloadable Documents

DocumentWhat it isOfficial link
Cypress Woods, Live Herebundled membership, dues, food minimumclub page
Cypress Woods, Real Estate787 homes, neighborhoods, sizesclub page
Cypress Woods, Golfcourse history and ratingsclub page
Winter 2026 Recreation Bookletcourts, pool, fitness, policiesclub booklet
Cypress Trace Recreation Associationgates, pools, 13 COAsclub page
Florida condominium list (DBPR)Cypress Woods condominium rowsDBPR condominium extract
Sunbiz name searchCypress Woods entitiesFlorida Division of Corporations
FEMA National Flood Hazard Layereffective flood zonesFEMA NFHL
Collier elevation certificatescertificate libraryCollier County

Your Local Real Estate Experts

Your local real estate experts for buying in Cypress Woods are Jesse McGreevy and Marc Comisar of Domain Realty, Top 1% Real Estate Agents Nationally Since 2008, working together since 2008, with Jesse leading listings and Marc leading buyers, both reachable directly by phone for a confidential conversation.

Cypress Woods sellers: free Cypress Woods home valuation or Call Jesse direct at (239) 898-6072. Cypress Woods buyers: Call Marc at (239) 287-5873 or read how we represent buyers in Naples. Learn more about the wider team at Domain Realty Group.

  • Jesse McGreevy: (239) 898-6072 · [email protected]

  • Marc Comisar: (239) 287-5873

  • Office: 24031 S Tamiami Trl #101, Bonita Springs, FL 34134

Jesse McGreevy (Sales Associate) and Marc Comisar (Broker Associate) are licensed Florida REALTORS® with Domain Realty; Florida real estate licensure is regulated by the Florida Real Estate Commission (FREC).

Sources

  1. Cypress Woods, Real Estate, retrieved October 2026

  2. Cypress Woods, retrieved October 2026

  3. Cypress Woods, Live Here, retrieved October 2026

  4. Cypress Woods: Pickleball, retrieved October 2026

  5. FEMA NFHL, retrieved October 2026

  6. CCPS, retrieved October 2026

  7. Cypress Woods: Cypress Trace Recreation Association, retrieved October 2026

  8. Citizens, retrieved October 2026

  9. Gulfshore Business, July 2026, retrieved October 2026

  10. Cypress Woods, Golf, retrieved October 2026

  11. [Cypress Woods: Recreation Booklet](https://cypresswoodsgolf.com/getmedia/fd326c96-4b71-481f-9aae-4290524d4ba1/WINTER_Recreation_Booklet_2026_(1), retrieved October 2026

  12. Cypress Woods: Club Membership, retrieved October 2026

  13. DBPR condominium extract, retrieved October 2026

  14. Florida Division of Corporations, retrieved October 2026

  15. Collier County, retrieved October 2026

  16. Cypress Woods, Contact, retrieved October 2026

  17. Collier address points, retrieved October 2026

  18. club Facebook, retrieved October 2026

  19. Cypress Woods: Golf Leagues, retrieved October 2026

  20. Cypress Woods: Tennis, retrieved October 2026

  21. Cypress Woods: Dining, retrieved October 2026

  22. Cypress Woods: Club Life, retrieved October 2026

  23. Know Your Zone, retrieved October 2026

  24. NWS report, retrieved October 2026

  25. Collier basins layer, retrieved October 2026

  26. FEMA NFHL query: 2730 Cypress Trace Cir, retrieved October 2026

  27. FEMA NFHL query: 2770 Cypress Trace Cir, retrieved October 2026

  28. FEMA NFHL query: 3500 Grand Cypress Ct, retrieved October 2026

  29. FEMA NFHL query: 3585 Laurel Greens Ln N, retrieved October 2026

  30. FEMA NFHL query: 2845 Cypress Trace Cir, retrieved October 2026

  31. FEMA NFHL query: 2720 Cypress Trace Cir, retrieved October 2026

  32. FEMA NFHL query: 2810 Cypress Trace Cir, retrieved October 2026

  33. FEMA NFHL query: 3415 Laurel Greens Ln S, retrieved October 2026

  34. FEMA NFHL query: 3495 Laurel Greens Ln S, retrieved October 2026

  35. FEMA NFHL query: 3565 Laurel Greens Ln N, retrieved October 2026

  36. FEMA NFHL query: 2880 Cypress Trace Cir, retrieved October 2026

  37. FEMA NFHL query: 3880 Jasmine Lake Cir, retrieved October 2026

  38. FEMA NFHL query: 3315 Grand Cypress Dr, retrieved October 2026

  39. FEMA NFHL query: 3465 Grand Cypress Dr, retrieved October 2026

  40. FEMA NFHL query: 3508 Grand Cypress Ct, retrieved October 2026

  41. FEMA NFHL query: 2780 Cypress Trace Cir, retrieved October 2026

  42. FEMA Preliminary NFHL, retrieved October 2026

  43. Collier County, retrieved October 2026

  44. section 718.112, retrieved October 2026

  45. 553.899, retrieved October 2026

  46. Collier floodplain management, retrieved October 2026

  47. Collier County Public Schools lookup, retrieved October 2026

  48. OSRM route: NCH North Naples Hospital, retrieved October 2026

  49. OSRM route: Physicians Regional Medical Center, Pine Ridge, retrieved October 2026

  50. OSRM route: NCH Baker Hospital Downtown, retrieved October 2026

  51. OSRM route: Mercato, retrieved October 2026

  52. OSRM route: Waterside Shops, retrieved October 2026

  53. OSRM route: Coastland Center, retrieved October 2026

  54. OSRM route: Fifth Avenue South, retrieved October 2026

  55. OSRM route: Naples Pier, retrieved October 2026

  56. OSRM route: Southwest Florida International Airport (RSW), retrieved October 2026

  57. Naples Daily News, 2021, retrieved October 2026

  58. WINK News, retrieved October 2026

  59. Collier County, retrieved October 2026

  60. Collier PUD layer, retrieved October 2026

Market data from Southwest Florida MLS, pulled August 11, 2026 (closed sales Aug 11, 2025 to Aug 11, 2026). Brokered by Domain Realty.