Cypress Woods
Cypress Woods is a private, bundled golf community of 787 homes and condos in North Naples off Immokalee Road. Thinking of selling or buying? Call the #1 team in Southwest Florida since 2012, McGreevy and Comisar.
Cypress Woods is a private, bundled golf community of 787 homes and condos in North Naples off Immokalee Road. Thinking of selling or buying? Call the #1 team in Southwest Florida since 2012, McGreevy and Comisar.
Updated October 2026 · Jesse McGreevy and Marc Comisar, Domain Realty
If you own a home in Cypress Woods and are thinking about selling, or you want a North Naples golf community where the membership comes with the house, Jesse McGreevy and Marc Comisar wrote this page for you. McGreevy and Comisar are the #5 real estate team in Florida in the 2026 RealTrends rankings, Top 1% Real Estate Agents Nationally Since 2008, with over $900 million in personal sales, and Jesse has worked Southwest Florida real estate since 2004. Cypress Woods Golf & Country Club is a private, bundled golf community of 787 homes in 23 associations in North Naples, “just east of I-75 and north of Immokalee Road” at 3525 Northbrooke Drive, ZIP 34119, around a Gordon Lewis course that opened in 1999 (Cypress Woods, Real Estate; Cypress Woods, Golf). Every owner is a golf and social member; there is no initiation fee, but each purchase carries a $10,000 resale capital contribution under the master association’s 2026 fee sheet.
McGreevy and Comisar are the best realtor for Cypress Woods in Naples because they pair career-scale results, the #5 real estate team in Florida in the 2026 RealTrends rankings and over $900 million in personal sales, with a neighborhood-by-neighborhood read of Cypress Woods itself: its four product types, its bundled club fees, its 23 associations and its 49 MLS closings.
If you’re searching for the best realtor for Cypress Woods, whether you’re ready to sell your Cypress Woods home or buy your next one, McGreevy and Comisar is the team that delivers. We lead Domain Realty Group, the #1 real estate team in Southwest Florida since 2012, Top 1% Real Estate Agents Nationally Since 2008, with over $2.5 billion sold as a team and $900 million in personal sales between Jesse and Marc. McGreevy and Comisar are the #5 real estate team in Florida in the 2026 RealTrends rankings, and the team has worked together since 2008.
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.
The Cypress Woods market, last 12 months: We tracked 49 Cypress Woods closings in the Southwest Florida MLS, $19,176,624 in volume, at a $365,000 median and a range of $200,000 to $820,000 (closed sales Aug 11, 2025 to Aug 11, 2026). The median days on market was 34 (48 of 49 sales reporting) and the median sale-to-list ratio 95.5 percent.
That median blends four products. Cypress Trace condominiums closed at a $230,000 median; Bradford Lakes single-family homes at $700,000. A Cypress Woods seller who prices off the community median leaves money on the table or sits. We price a home against its own neighborhood and view, show buyers the full bundled cost, club dues, reserve dues, cable, food minimum and the neighborhood fee, before they write an offer, and market the club to the golfers and pickleball players who pay for it. Sellers across the city compare the best real estate agents in Naples before they sign a listing agreement, and our Naples golf communities guide compares Cypress Woods with 60 other clubs. You can read more about McGreevy and Comisar and how the team works.
For Cypress Woods sellers: professional photography, video and drone of the course and lakes, a qualified-buyer database built over two decades, and quiet, off-market options when you want discretion. In a bundled club, the fee sheet is part of the marketing, and we have it ready before the first showing.
Honors and recognition:
McGreevy and Comisar is a top-reviewed Cypress Woods realtor, and every quote below is a five-star review on our Google Business Profile.
★★★★★ “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
★★★★★ “Jesse was accommodating and very informative … we can always depend on him if ever we have questions at any time, even Sundays. He is the best realtor we ever dealt with.” Verified Google review
Selling your Cypress Woods home? Get a free Cypress Woods home valuation or Call Jesse direct at (239) 898-6072 (confidential conversations welcome). Our Cypress Woods seller page walks through pricing and preparing a Cypress Woods home, and the Cypress Woods home value page shows what drives the number.
Buying in Cypress Woods? Call Marc at (239) 287-5873 for a personalized buyer consultation, and see how we represent buyers in Naples. Our Cypress Woods buyer page covers buying in Cypress Woods step by step.
Contact McGreevy and Comisar:
Cypress Woods, Naples is a private, bundled golf community of 787 homes in 23 associations north of Immokalee Road, built from 1999. The eight facts below change a Cypress Woods buying or selling decision most, each with its source and date.
Living in Cypress Woods, Naples means a private club at your door: an 18-hole Gordon Lewis course, eight lighted pickleball courts, bocce, tennis, a 24/7 fitness center, a heated resort pool and member-only dining, all bundled with the home, about 11 free-flow minutes from NCH North Naples Hospital.
The club calls Cypress Woods “a private, bundled golf community in the heart of North Naples” that “blends casual elegance with resort-style living” (Cypress Woods). It “encompasses more than 110 acres of lakes, beautiful flowering fairways and wooded nature preserves” (Cypress Woods, Real Estate).
If you are just starting, our guide to buying a home in Naples covers the steps from pre-approval to closing, and our Naples seller guide covers listing.
Golfers and pickleball players who want a full club without an equity initiation, seasonal owners, and buyers who want a North Naples address with a choice from $200,000 condominiums to $820,000 single-family homes.
There is “an annual food minimum applicable to each Living Unit,” and the board “adopts the Club’s annual budget each November” with the assessment due in January (Cypress Woods, Live Here).
Cypress Trace, the largest neighborhood, has North and South entrance gates maintained by its recreation association (Cypress Trace Recreation Association). The club office opens at 8:30 a.m. (Cypress Woods, Contact).
Selling a Cypress Woods home? Start with a free Cypress Woods home valuation, or Call Jesse direct at (239) 898-6072. Buying in Cypress Woods? Call Marc at (239) 287-5873, and read how we represent buyers in Naples before you tour.
The Cypress Woods market in Naples ran 49 closed sales in the twelve months to August 11, 2026 at a $365,000 median and a $200,000 to $820,000 range, with Cypress Trace condominiums the busiest at 26 sales and a $230,000 median and the Bradford Lakes and Jasmine Lake single-family homes at the top near $700,000.
Data updated: August 2026
Neighborhood (MLS name) | Closed sales | Median sold | Low | High |
|---|---|---|---|---|
Cypress Trace | 26 | $230,000 | $200,000 | $428,500 |
Bradford Lakes | 6 | $700,000 | $564,625 | $820,000 |
Laurel Greens | 5 | $400,000 | $390,000 | $425,000 |
Jasmine Lakes | 4 | $715,000 | $630,000 | $799,999 |
Grand Cypress I, II and III | 7 | about $420,000 | $415,000 | $428,500 |
Cypress Woods Golf + Country Club | 1 | $250,000 | $250,000 | $250,000 |
All Cypress Woods | 49 | $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. Median days on market was 34 (48 of 49 sales reporting) and the median sold price per square foot $238 (MLS living area); 18 homes were active on October 22, 2026, about 4.4 months of supply.
Price band | Closings |
|---|---|
Under $300,000 | 19 |
$300,000 to $399,999 | 8 |
$400,000 to $499,999 | 12 |
$500,000 and up | 10 |
Source: the same 49 closings.
Quarter | Closings |
|---|---|
August 11 to September 30, 2025 | 2 |
October to December 2025 | 15 |
January to March 2026 | 16 |
April to June 2026 | 13 |
July 1 to August 11, 2026 | 3 |
A buyer comparing a $230,000 Cypress Trace condominium with a non-golf condo elsewhere should add the $10,502 master fees and the $600 food minimum, then the condominium’s own fee (master association 2026 fee sheet). We show that math on every listing.
Price against your own neighborhood and view; put the fee sheet and estoppels in the buyer’s hands early. A free Cypress Woods home valuation starts from your own street; Call Jesse direct at (239) 898-6072.
Cypress Woods came to be in 1999, when the club was established and the Gordon Lewis course opened north of Immokalee Road; condominiums followed in two waves, 1999 and 2003 to 2005, and the course was redesigned in 2012 to widen fairways and clear brush, with a re-greening and irrigation renovation now underway.
“Established in 1999, Cypress Woods has grown to be a top choice for bundled communities in the Southwest Florida area” (Cypress Woods, Live Here). The course “designed by Gordon Lewis, first opened in 1999” (Cypress Woods, Golf).
Cypress Trace I and II, Grand Cypress I and Laurel Greens I were recorded in 1999; the Cypress Trace Gardens, Terrace and Veranda condominiums, Grand Cypress II and III and Laurel Greens II to V from 2003 to 2005 (DBPR).
“The fairways were widened and much of the brush and palmettos were removed to make recovery shots from the rough possible” (Cypress Woods, Golf).
The county’s PUD layer carries the community as Cypress Woods G & C Club, petition PUD-97-8, active (Collier PUD layer). The county counts 828 address points across its 22 subdivision codes (Collier address points).
Cypress Woods Estates, a separate older neighborhood on Cypress Woods Drive in central Naples, and Olde Cypress, a different club about a mile away (our Olde Cypress page), are not part of Cypress Woods.
Cypress Woods in Naples is laid out around its 18-hole course and lakes off Northbrooke Drive: single-family homes on Grand Cypress Drive and Jasmine Lake Circle, coach homes and condominiums on Grand Cypress Drive and Laurel Greens Lane, and the gated Cypress Trace condominiums on Cypress Trace Circle.
Neighborhood | Product | Units | Main streets |
|---|---|---|---|
Bradford Lakes and Jasmine Lake | single-family | 130 (club) | Grand Cypress Drive and Court; Jasmine Lake Circle and Court |
Grand Cypress I, II and III | two-story coach homes | 84 (DBPR) | Grand Cypress Drive |
Laurel Greens I to V | condominium | 102 (DBPR) | Laurel Greens Lane North and South |
Cypress Trace (13 condominiums) | condominium | 470 (DBPR) | Cypress Trace Circle |
Sources: Cypress Woods, Real Estate; DBPR condominium extract; Collier County Site Address Points, October 2026.
“Together there are 130 Single Family homes” in Bradford Lakes and Jasmine Lakes; “The homes average 2000-2400 square feet,” with two bedrooms plus a den or optional third bedroom, two baths, a screened lanai and a two-car garage, and many have private pools (Cypress Woods, Real Estate).
Grand Cypress offers two-story carriage homes with two- and three-bedroom plans (Cypress Woods, Real Estate); three condominiums recorded 1999 to 2004 hold 84 units (DBPR).
Five condominiums recorded 1999 to 2005 hold 102 units on Laurel Greens Lane (DBPR).
Thirteen condominiums, Terrace I to V, Veranda I to III, Cypress Trace I and II and Cypress Trace Gardens I to III, hold 470 units on one gated loop road (DBPR; Cypress Trace Recreation Association).
Cypress Woods in Naples is run in layers: the master association that owns the club and sets the bundled dues, the Cypress Trace Recreation Association for that neighborhood’s gates, pools and road, and 23 neighborhood and condominium associations served by six property management companies.
“Every homeowner in the community is a golf and social member of the Club”; “The Board adopts the Club’s annual budget each November thereby establishing the next year’s annual assessment” (Cypress Woods, Live Here). The master fee sheet for 2026 says “Cypress Woods has 787 units and 23 associations with 6 property management companies.”
Owners on Cypress Trace Circle are members of “BOTH The Cypress Trace Recreation Association and a COA”; the recreation association maintains “the North and South entrance gates, three pools and restrooms, the Cypress Trace Circle Road and the landscaping” outside the condominiums (Cypress Trace Recreation Association).
Florida’s corporate records list Cypress Woods entities including the inactive original Cypress Woods Golf & Country Club, Inc. (Sunbiz); the master property owners association’s mailing address is 3525 Northbrooke Drive.
A Cypress Trace condominium and a Bradford Lakes pool home do not price off the same sales. Start with a free Cypress Woods home valuation, or Call Jesse direct at (239) 898-6072.
The fee stack in Cypress Woods, Naples is bundled: in 2026 every owner pays $10,502 to the master association for golf, club, reserves and cable and internet, plus a $600 food minimum and their own neighborhood association’s quarterly fee, and each purchase carries a $10,000 resale capital contribution and a $300 transfer fee.
Layer | Amount | Period | Source |
|---|---|---|---|
Master operational dues | $7,650 | per year, by December 31 | master association 2026 fee sheet |
Master reserve dues | $1,794 | per year | same |
Cable and high-speed internet | $1,058 | per year | same |
Master total | $10,502 | per year | same |
Food minimum | $600 | December 1 to November 30 | same |
Neighborhood or condominium association | varies, quarterly | per association | your property manager |
Resale capital contribution | $10,000 | each purchase | same |
Transfer fee | $300 | each purchase | same |
Member cart fee | $26.50 per person | per round | same |
CDD | none | Collier CDD layer, October 2026 |
Source: Cypress Woods master association, “Master Association Fees 2026 (subject to change),” dated December 4, 2025; our Naples golf communities guide compares it with 60 other clubs.
“Only food & soft (non-alcoholic) beverage purchases are applied” to the $600 minimum, which “is not prepaid” (2026 fee sheet). The club calls it “an annual food minimum applicable to each Living Unit” (Cypress Woods, Live Here).
Owners buying a new unit inside Cypress Woods pay the contribution on each purchase; “as a one-time benefit, current owners will pay only 25% of the current fee on their next purchase,” excluding corporations, LLCs and trusts (2026 fee sheet).
Estoppel fees run $299 standard, $418 expedited, $478 delinquent and $597 expedited delinquent (2026 fee sheet).
The club sells annual non-resident memberships, “non-voting, non-equity,” at $12,500 individual, $13,500 family and $4,000 social for 2025 (Club Membership; 2026 fee sheet).
The neighborhoods inside Cypress Woods in Naples are Bradford Lakes and Jasmine Lake for single-family homes, Grand Cypress for coach homes, Laurel Greens and the 13 Cypress Trace condominiums, each with its own association and price band under one bundled club.
Single-family homes on Grand Cypress Drive and Court; six sales at a $700,000 median, $564,625 to $820,000 (Southwest Florida MLS).
Single-family homes on Jasmine Lake Circle and Court; four sales at a $715,000 median, $630,000 to $799,999.
Coach homes in three condominiums; seven sales from $415,000 to $428,500.
Five condominiums; five sales at a $400,000 median, $390,000 to $425,000.
Thirteen condominiums behind two gates with three pools; 26 sales at a $230,000 median, $200,000 to $428,500, the busiest neighborhood.
Ready to sell in Cypress Woods? Ask for a free Cypress Woods home valuation priced against your own neighborhood, or Call Jesse direct at (239) 898-6072.
Golf at Cypress Woods in Naples is private and bundled: an 18-hole Gordon Lewis course that opened in 1999 and was redesigned in 2012, played by every owner for a $26.50 cart fee, with men’s and ladies’ leagues, a PGA-staffed pro shop and a re-greening and irrigation renovation now underway.
Fact | Detail | Source |
|---|---|---|
Architect | Gordon Lewis | |
Opened | 1999 | |
Redesign | 2012: fairways widened, brush and palmettos removed | |
Current work | “a major re-greening and irrigation renovation project” | |
Course ratings | 71.7 to 62.9 men’s tees; 73.0 to 66.4 women’s | |
Member cart fee | $26.50 per person | master association 2026 fee sheet |
Leagues | Men’s Golf Association (Wednesday Men’s Day); Ladies Golf Association (Tuesdays, $60 a year) |
“The mature character of the golf course is evident from the first tee box, with large cypress, oaks, and pines defining the fairways throughout all 18 holes” (Cypress Woods, Golf).
Annual non-resident golf memberships are offered, so owners share the tee sheet with some non-owner members; ask the pro shop how tee times are allocated in season (Club Membership).
The amenities at Cypress Woods in Naples, beyond golf, are eight lighted pickleball courts, three artificial-turf bocce courts, a renovated tennis court, a 24/7 fitness center, a heated resort-style pool with lap pool and hot tub, and member-only dining in the Grille Room, Main Dining Room and Terrace.
Amenity | Detail | Source |
|---|---|---|
Pickleball | eight dedicated, lighted courts; round-robins weekday mornings and Wednesday evenings; interclub teams | |
Bocce | three artificial-turf courts | |
Tennis | one renovated court, 8:00 a.m. to 10:00 p.m.; $5 guest fee | |
Fitness | open 24/7, cardio and strength equipment | |
Pool | heated year-round; food and beverage service in season | |
Dining | Grille Room with daily Happy Hour; Main Dining Room; Terrace patio on the 18th hole; a cashless club |
The club calls its courts “one of the premier private club pickleball facilities in the area” and fields teams in the Estero Inter-Club League against clubs such as Pelican Landing, Pelican Sound and The Brooks (Pickleball).
Members can “dine outside on the expanded Terrace Patio overlooking the 18th Hole” (Dining); the club runs “themed social nights and outdoor concerts on the courts” (Club Life).
Cypress Woods in Naples sits inland east of I-75 in hurricane evacuation Zone E, late in Collier’s A to F order, outside the Coastal High Hazard Area; its storm questions are wind on 1999 to 2005 buildings and shallow ponding, which is why 16 of 60 addresses we tested are FEMA Zone AH.
All 60 Cypress Woods addresses we tested are in evacuation Zone E (Know Your Zone).
The NWS reported storm flooding along the Cocohatchee River and Palm River areas west of I-75 (NWS report). We found no published account of flooding inside Cypress Woods; ask each seller and association for claims history.
Collier’s wind map puts the community at 160 mph for Risk Category 2 (Collier FBC 8th Edition layers). Cypress Woods drains to the Cocohatchee River Canal Basin, allowable discharge 0.04 cubic feet per second per acre, approved 2001 (Collier basins layer).
FEMA flood zones in Cypress Woods, Naples vary by neighborhood: 41 of the 60 addresses we tested are Zone X, 16 are Zone AH and 3 are Zone AE, with most of the AH points in the single-family streets and Laurel Greens, on FEMA panels 12021C0211H and 0213H, all in evacuation Zone E.
Neighborhood | Points tested | Zone X | Zone AH | Zone AE |
|---|---|---|---|---|
Bradford Lakes and Jasmine Lake (single-family) | 13 | 3 | 8 | 2 |
Grand Cypress | 9 | 7 | 2 | 0 |
Laurel Greens | 12 | 8 | 4 | 0 |
Cypress Trace | 26 | 23 | 2 | 1 |
All tested | 60 | 41 | 16 | 3 |
Source: FEMA National Flood Hazard Layer, queried by address October 2026.
Address | Neighborhood | Effective zone |
|---|---|---|
Terrace IV at Cypress Trace | X | |
Veranda III at Cypress Trace | X | |
Bradford Lakes | AH | |
Laurel Greens I | X | |
Cypress Trace Gardens II | X | |
Terrace III at Cypress Trace | X | |
Veranda II at Cypress Trace | X | |
Laurel Greens III | X | |
Laurel Greens V | AH | |
Laurel Greens II | X | |
Cypress Trace II | X | |
Jasmine Lake | X | |
Grand Cypress I | X | |
Grand Cypress III | AH | |
Bradford Lakes | AH | |
Veranda III at Cypress Trace | X |
Source: FEMA NFHL point queries, October 2026.
On FEMA’s preliminary layer, all 60 points read Zone X (FEMA Preliminary NFHL); Collier opened the appeal period on August 19, 2026 (Collier County). Until final maps take effect, the current zones govern insurance.
Collier’s library returns 8 elevation certificates in the Cypress Woods envelope (Collier elevation certificates).
Insurance in Cypress Woods, Naples depends on product and zone: single-family owners insure their homes and, in Zone AH or AE, carry flood coverage with a mortgage; condominium and coach-home owners carry walls-in coverage under their association’s master policy, and newer construction from 1999 to 2005 usually insures more easily than 1970s stock.
Ten of 13 single-family points we tested are AH or AE, so most Bradford Lakes and Jasmine Lake homes with a mortgage carry flood insurance (FEMA NFHL). A wind mitigation report helps price the policy. Florida’s insurer of last resort expected its policy count to fall to 385,000 by the end of 2025 (Citizens).
Ask each association for its master policy and reserve study; structural integrity reserve studies follow section 718.112, and milestone inspections apply to buildings three stories or more (553.899). Collier is a CRS Class 5 community (Collier floodplain management).
The schools that serve Cypress Woods in Naples are Veterans Memorial Elementary, North Naples Middle and Aubrey Rogers High at the addresses we checked for 2026 to 2027; the elementary and middle schools have earned an A five years running and Aubrey Rogers an A in every graded year.
School | Grades SY22 to SY26 |
|---|---|
Veterans Memorial Elementary School | A, A, A, A, A |
North Naples Middle School | A, A, A, A, A |
Aubrey Rogers High School | not graded, not graded, A, A, A |
Sources: Collier County Public Schools lookup; 2026 Accountability Brief.
Zoning lines can change. Confirm with the district before you rely on an assignment.
Healthcare near Cypress Woods, Naples starts 4.3 road miles away at NCH North Naples Hospital, about 11 free-flow minutes, with Physicians Regional Medical Center on Pine Ridge Road 6.3 miles away and NCH Baker Hospital Downtown about 24 minutes south.
Destination | Road miles | Minutes |
|---|---|---|
4.3 | 11 | |
6.3 | 12 | |
13.7 | 24 |
Source: OSRM free-flow routing, October 2026.
Cypress Woods in Naples is about 6.9 road miles and 15 free-flow minutes from Mercato, 9.1 miles from Waterside Shops, 14.1 miles from Fifth Avenue South and 24.0 miles from Southwest Florida International Airport, from a North Naples location east of I-75 off Immokalee Road and Northbrooke Drive.
Destination | Road miles | Minutes |
|---|---|---|
6.9 | 15 | |
9.1 | 18 | |
12.3 | 21 | |
14.1 | 24 | |
15.3 | 27 | |
24.0 | 33 |
Source: OSRM free-flow routing from the community centroid, October 2026. The club itself describes the drive as about 6 miles to the Gulf beaches (Contact).
What is being built near Cypress Woods in Naples is mostly road work: Collier County has hired a designer for a four-lane Livingston Road flyover over Immokalee Road, the I-75 and Immokalee Road diverging-diamond interchange is expected to start in early 2027, and intersection improvements are planned at Northbrooke Drive, the Cypress Woods entrance road.
Collier “awarded a nearly $7.6 million contract” to design a Livingston Road flyover above Immokalee Road; construction follows the I-75 diverging-diamond interchange, “expected to begin in early 2027,” with completion “about five and a half, maybe six years” out (Gulfshore Business, July 2026).
Improvements are scheduled east of the flyover, including “across from Juliet Boulevard at Northbrooke Drive, which serves Huntington Lakes, Cypress Woods Golf & Country Club, Mason Classical Academy High School and the planned STARability campus” (Gulfshore Business).
The flyover grew out of the county’s Immokalee Road corridor congestion study, which focused on “a two-mile stretch between Livingston Road and Logan Boulevard” (Naples Daily News, 2021; WINK News). The county’s transportation engineering list includes the final phase of Collier Boulevard widening and other North Naples intersection work (Collier County).
Nearby planned developments include Huntington (built out), Quail II (Quail Creek Village), Carlton Lakes, Pelican Strand, Northbrooke Plaza (commercial) and Longshore Lake, all within about two-thirds of a mile (Collier PUD layer).
The rules in Cypress Woods, Naples come from the master association and club and from each of 23 neighborhood and condominium associations: rentals of one to twelve months carry a $500 membership transfer fee, a $350 lease application and a $100 background check, and court, guest and dress rules are set by the club.
The 2026 fee sheet lists rental fees for leases of one to twelve months: a $500 membership transfer fee (plus $150 if submitted with less than 30 days’ notice), a $350 lease application and a $100 background check. Minimum lease terms are in each association’s documents.
Tennis courts are open 8:00 a.m. to 10:00 p.m., guests must be registered and accompanied, and member households may bring up to three court guests a day (Tennis).
The Cypress Trace Recreation Association keeps its documents, budgets and minutes on an owners’ portal (Cypress Trace Recreation Association).
Cypress Woods vs Olde Cypress is a North Naples cross-shop a mile apart: both are private golf communities, but Cypress Woods bundles golf with 787 homes from $200,000 condominiums to $820,000 single-family homes, while Olde Cypress is a gated club of 548 homes around a P.B. Dye course at a much higher median.
Factor | Cypress Woods | |
|---|---|---|
Homes | 787 in 23 associations | 548 in nine neighborhoods |
Golf | bundled, Gordon Lewis, 1999 | P.B. Dye course |
Gate | Cypress Trace gated; confirm others | gated |
Median sold (12 months to Aug 11, 2026) | $365,000 (49) | $1,175,000 (29) |
Annual master fees | $10,502 (2026 fee sheet) | see our Olde Cypress page |
Sources: Cypress Woods as cited on this page; Olde Cypress from our Olde Cypress page. For more clubs on one table, see our Naples golf communities guide; for a non-golf-fee North Naples alternative, see Palm River.
Choose Cypress Woods for full club access at a known annual cost, a condominium entry point near $200,000, eight pickleball courts and a North Naples location near I-75.
Choose Olde Cypress for a higher price band and a gated P.B. Dye club.
The pros and cons of Cypress Woods in Naples come down to a full bundled club at a published annual cost and a wide price range against mandatory dues every owner pays whether they golf or not, a capital contribution on each purchase, and shallow-flood Zone AH on many single-family streets.
Pros | Cons |
|---|---|
Bundled golf and club, no initiation | $10,502 master fees a year plus the neighborhood fee, golfer or not |
Eight lighted pickleball courts, bocce, pool, 24/7 fitness | $10,000 resale capital contribution each purchase |
Condominiums from $200,000; single-family to $820,000 | AH or AE at 10 of 13 tested single-family addresses |
A-rated zoned schools | Course renovation underway |
Evacuation Zone E, inland | Immokalee Road construction ahead |
Neighborhoods inside Cypress Woods, Naples that will get their own pages are the two whose product and governance differ most: the Cypress Trace condominiums, with their own gates, pools and recreation association, and the Bradford Lakes and Jasmine Lake single-family homes.
If you’re searching for the best Cypress Woods listing agent, or thinking, ‘I need to sell my house in Cypress Woods’, McGreevy and Comisar price your home against its own neighborhood and view, show buyers the full bundled cost on day one, and market the club to the golfers and pickleball players who value it.
Cypress Woods, last 12 months: we tracked 49 closings at a $365,000 median, from $200,000 to $820,000, $19,176,624 in volume (Southwest Florida MLS, closed sales Aug 11, 2025 to Aug 11, 2026). Cypress Trace carried 26 of them. The median days on market was 34 and the median sale-to-list ratio 95.5 percent.
McGreevy and Comisar is a top-reviewed Cypress Woods realtor, and every quote below is a five-star review on our Google Business Profile.
★★★★★ “He met us within 20 minutes to see it and we loved it. We worked with him on the offer and the transaction was seamless!” Verified Google review
★★★★★ “Marc’s attention to detail and deep understanding of the Southwest Florida market gave us so much confidence.” Verified Google review
Start with a free Cypress Woods home valuation. We compare your home with sales in its own neighborhood, not the community median, and account for golf, lake or preserve view and updates.
Call Jesse direct at (239) 898-6072, text or call. Confidential conversations welcome. Our Naples seller guide covers the listing process step by step.
Against your own neighborhood: Cypress Trace at a $230,000 median, Laurel Greens at $400,000, Bradford Lakes at $700,000 (Southwest Florida MLS).
Buyers add $10,502 a year in master fees, the $600 food minimum and your neighborhood fee, and pay the $10,000 capital contribution at closing (2026 fee sheet). We show that math up front.
Master and neighborhood estoppels ($299 standard), the fee sheet, the neighborhood budget and, for a condominium, the reserve study.
In Collier County the buyer customarily pays for the owner’s title insurance policy; the contract controls. Sellers pay their own agent’s commission as agreed, documentary stamp tax on the deed and any payoff.
Cypress Woods closings ran 15 to 16 a quarter from October 2025 through March 2026 (Southwest Florida MLS), when golfers and seasonal buyers are in town.
Document | What it is | Official link |
|---|---|---|
Cypress Woods, Live Here | bundled membership, dues, food minimum | |
Cypress Woods, Real Estate | 787 homes, neighborhoods, sizes | |
Cypress Woods, Golf | course history and ratings | |
Winter 2026 Recreation Booklet | courts, pool, fitness, policies | |
Cypress Trace Recreation Association | gates, pools, 13 COAs | |
Florida condominium list (DBPR) | Cypress Woods condominium rows | |
Sunbiz name search | Cypress Woods entities | |
FEMA National Flood Hazard Layer | effective flood zones | |
Collier elevation certificates | certificate library |
These are the questions buyers ask us most about Cypress Woods in Naples, answered from the club, the master association’s 2026 fee sheet, the Florida condominium list, FEMA, the school district and the Southwest Florida MLS, with each answer short enough to act on and each figure dated.
East of I-75 and north of Immokalee Road at 3525 Northbrooke Drive, ZIP 34119 (Cypress Woods, Real Estate).
Seven hundred eighty-seven, in 23 associations (club; 2026 fee sheet).
The club was established in 1999; condominiums were recorded from 1999 to 2005 (Cypress Woods, Live Here; DBPR).
Yes. “Every homeowner in the community is a golf and social member of the Club” (Cypress Woods, Live Here).
No large upfront initiation; owners pay an annual assessment, and each purchase carries a $10,000 resale capital contribution (2026 fee sheet).
$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).
Yes, $600 a year, food and soft drinks only, not prepaid (2026 fee sheet).
A member cart fee of $26.50 per person (2026 fee sheet).
Gordon Lewis; it opened in 1999 and was redesigned in 2012 (Cypress Woods, Golf).
The club reports “a major re-greening and irrigation renovation project” underway.
Eight dedicated, lighted courts (Pickleball).
One renovated court.
Three artificial-turf courts (Recreation Booklet).
Yes, year-round, with a lap pool and hot tub.
Yes (Recreation Booklet).
Yes: annual non-resident golf, family and social memberships (Club Membership).
Cypress Trace has North and South entrance gates maintained by its recreation association (Cypress Trace Recreation Association); confirm the entry for other neighborhoods.
Single-family homes in Bradford Lakes and Jasmine Lake, Grand Cypress coach homes, Laurel Greens and Cypress Trace condominiums.
They “average 2000-2400 square feet” (Cypress Woods, Real Estate).
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).
Twenty-six sales at a $230,000 median.
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.
No CDD at the community centroid.
Partly: 41 of 60 tested addresses are Zone X, 16 Zone AH and 3 Zone AE (FEMA NFHL).
Zone E.
Veterans Memorial Elementary, North Naples Middle and Aubrey Rogers High.
About 4.3 road miles, 11 minutes (OSRM).
About 24.0 road miles, 33 minutes, to RSW (OSRM).
No. Cypress Woods Estates is a separate older neighborhood on Cypress Woods Drive in central Naples.
About a mile apart, but a different club; see our Olde Cypress page.
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).
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.
These are the questions Cypress Woods sellers ask us most, from pricing by neighborhood to the bundled fees, the capital contribution, estoppels and title costs, answered with the record and the Southwest Florida MLS so you can plan a sale before you call.
It depends on neighborhood, view and updates. Sales ran $200,000 to $820,000 (Southwest Florida MLS). Start with a free Cypress Woods home valuation.
Cypress Woods homes sold in a median 34 days on market (48 of 49 sales reporting). We tracked 49 closings in 12 months.
No. Cypress Trace, Laurel Greens, Grand Cypress and the single-family homes trade in different bands.
They are part of the buyer’s monthly cost. Golfers see value; non-golfers see a fee. We market to golfers first.
The buyer pays the $10,000 resale capital contribution at closing (2026 fee sheet); confirm in the contract.
In Collier County the buyer customarily pays for the owner’s title insurance policy; the contract controls.
From the master association and your neighborhood or condominium association; master estoppels run $299 standard to $597 expedited delinquent.
Commission as agreed, documentary stamp tax at $0.70 per $100 ($2,555 on a $365,000 sale), estoppel fees, prorations and any payoff.
Usually; we compare your home with sales that share its view.
Often, especially on the single-family streets.
Buyers ask. A renovated course helps once complete; during work we show the plan and timing.
If your home is in Zone AH or AE, yes.
For a single-family home, yes.
Fix what inspectors flag first; kitchens and baths in 1999 to 2005 homes are the usual value lever.
October through March, when golfers and seasonal buyers are in town; closings ran 15 to 16 a quarter then.
Yes, subject to the lease and association rules; the tenant may hold the membership during the lease.
Yes. We can show it privately to qualified buyers first.
Settle title through probate or trust, then list; the estate keeps paying dues until closing.
Lenders review the condominium association’s budget, reserves and insurance; have them ready.
Disclose it; the estoppel shows it and the contract decides who pays.
The minimum runs December 1 to November 30; prorate or settle it in the contract.
Fees, the capital contribution, the course renovation, pickleball and flood zone.
Clear surfaces, open blinds and show the view and lanai. We bring photography, video and drone.
It depends on your finances and timing. We can coordinate both sides.
Yes, within each association’s leasing rules.
Roof (single-family), water heater, air handler, plumbing supply lines.
Cypress Woods ran 49 closings in the 12 months to August 2026. Your timing should follow your plans; we show you the current numbers.
Golfers, pickleball players, seasonal owners and retirees, plus local buyers moving up from condominiums.
To golf-community buyers in Naples and out of state, with the fee math, club calendar and course plan up front.
We read Cypress Woods’ records before we price: the fee sheet, the club pages, the DBPR rows, the FEMA panels and the MLS by neighborhood. We are Top 1% Real Estate Agents Nationally Since 2008 with over $900 million in personal sales. Call Jesse direct at (239) 898-6072.
McGreevy and Comisar are the #5 real estate team in Florida in the 2026 RealTrends rankings and Top 1% Real Estate Agents Nationally Since 2008, and with their Domain Realty Group team they have sold over $2.5 billion in real estate. Jesse has been in the business since 2004 and the team since 2008.
Your Cypress Woods real estate experts are Jesse McGreevy and Marc Comisar of Domain Realty, a team that has worked together since 2008 and works Cypress Woods from the Domain Realty office, with Jesse handling sellers and Marc handling buyers, both reachable directly by phone.
Top 1% Real Estate Agents Nationally Since 2008. 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 (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).
Market data from Southwest Florida MLS, pulled August 11, 2026 (closed sales Aug 11, 2025 to Aug 11, 2026). Brokered by Domain Realty.
428 people live in Cypress Woods, where the median age is 64 and the average individual income is $33,731. Data provided by the U.S. Census Bureau.
Total Population
Median Age
Population Density Population Density This is the number of people per square mile in a neighborhood.
Average individual Income
There's plenty to do around Cypress Woods, including shopping, dining, nightlife, parks, and more. Data provided by Walk Score and Yelp.
Explore popular things to do in the area, including Chef David Robbins, and Cypress Woods.
| Name | Category | Distance | Reviews |
Ratings by
Yelp
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|---|---|---|---|---|
| Dining · $$$ | 0.43 miles | 1 review | 1/5 stars | |
| Dining | 0.66 miles | 3 reviews | 2.7/5 stars | |
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Cypress Woods has 253 households, with an average household size of 2. Data provided by the U.S. Census Bureau. Here’s what the people living in Cypress Woods do for work — and how long it takes them to get there. Data provided by the U.S. Census Bureau. 428 people call Cypress Woods home. The population density is 1,103 and the largest age group is Data provided by the U.S. Census Bureau.
Total Population
Population Density Population Density This is the number of people per square mile in a neighborhood.
Median Age
Men vs Women
Population by Age Group
0-9 Years
10-17 Years
18-24 Years
25-64 Years
65-74 Years
75+ Years
Education Level
Total Households
Average Household Size
Average individual Income
Households with Children
With Children:
Without Children:
Marital Status
Blue vs White Collar Workers
Blue Collar:
White Collar:
Thinking about buying or selling in Southwest Florida? Tell us what you are trying to do and we will tell you honestly what it will take. McGreevy and Comisar, Domain Realty Group.
