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What’s Your Cypress Woods Home Worth?

What’s Your Cypress Woods Home Worth?

Your Home Valuation

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

What Is My Cypress Woods Naples Home Worth?

What your Cypress Woods home in Naples is worth depends first on its neighborhood, then on view, size, pool and updates: in the twelve months to August 11, 2026, 49 Cypress Woods homes closed from $200,000 to $820,000 at a $365,000 median, with Cypress Trace near $230,000 and the single-family homes near $700,000.

Cypress Woods is covered in full in our Cypress Woods community guide. When you are ready to list, our Cypress Woods seller guide covers pricing, marketing and closing, and our Naples seller guide the citywide steps. Call Jesse direct at (239) 898-6072 for a confidential conversation.

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.

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.

Why One Cypress Woods Number Cannot Describe Your Home

The $365,000 median sits between the bands: Cypress Trace condominiums near $230,000 and single-family homes near $700,000. Price against your own neighborhood and view.

What We Use Instead of an Automated Estimate

We start with sales of your product on comparable streets, then adjust for size, frontage, renovation and flood zone. An automated model cannot see which product you own or what has been updated.

Get Your Free Cypress Woods Home Valuation in 60 Seconds

Your free Cypress Woods home valuation takes about 60 seconds to request: tell us the address, the product and a few details, and a partner, not a model, prices your home against sales of the same product in Cypress Woods and sends you a range with the reasoning.

What Is Your Cypress Woods Home Worth? Get a Free Valuation in 60 Seconds.

Start at our Cypress Woods home valuation page, or Call Jesse direct at (239) 898-6072, text or call. Confidential conversations welcome.

What the Form Asks

Your address, the product, bedrooms and baths, updates, and your timing.

What Comes Back

  • A price range built from your product’s closings

  • The sales we used and why

  • The flood and fee facts a buyer will weigh

  • A suggested list price and launch timing

If You Would Rather Talk First

We are Top 1% Real Estate Agents Nationally Since 2008. Call Jesse direct at (239) 898-6072; we can walk the home with you before we write a number.

Why Should McGreevy and Comisar Value Your Cypress Woods Home?

McGreevy and Comisar should value your Cypress Woods home because they are Top 1% Real Estate Agents Nationally Since 2008 and the #5 real estate team in Florida in the 2026 RealTrends rankings, with over $900 million in personal sales, and they price Cypress Woods by product, street and record rather than by a neighborhood average.

The Record Behind Every Valuation We Write

  • 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. Sellers comparing the best real estate agents in Naples can see the full comparison, and more about McGreevy and Comisar.

Who Actually Writes Your Valuation

Jesse McGreevy or Marc Comisar, Top 1% Real Estate Agents Nationally Since 2008, writes it personally. Jesse has sold Southwest Florida real estate since 2004; the team has worked together since 2008.

The Three Pages That Work Together for a Cypress Woods Seller

This valuation page, our Cypress Woods seller guide and our Cypress Woods buyer guide, which shows what your buyer reads before they tour.

Why Does Our Valuation Beat an Online Automated Estimate?

Our valuation beats an online automated estimate in Cypress Woods because a model averages different products under several MLS names, cannot see your renovation, frontage or flood certificate, and does not know the association, utility and storm facts a buyer will weigh before an offer.

What an Automated Model Cannot See in Cypress Woods

  • Which of the four product types and 23 associations you own in

  • Golf, lake or preserve view and a private pool

  • Updates since 1999 to 2005 construction

  • The bundled fees and capital contribution a buyer weighs

  • Your flood zone and elevation certificate

Where a Model and a Person Disagree Most

At the ends of the range, where product, frontage and condition drive the price.

What a McGreevy and Comisar Valuation Adds

The sales we used, the adjustments we made and the facts a buyer will ask about, in writing.

Key Takeaways on Cypress Woods Home Values

The Cypress Woods value numbers in one place, each with its source and date, for owners deciding what their home is worth today.

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

  • Cypress Trace: $230,000 median (same).

  • Bradford Lakes: $700,000; Jasmine Lakes: $715,000 (same).

  • Top sale: $820,000, January 2026 (same).

  • Bands: 19 under $300,000; 10 at $500,000 or more (same).

  • Volume: $19,176,624 (same).

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

  • Fees: $10,502 master fees for 2026 (fee sheet).

Table of Contents

How Do We Value Cypress Woods Homes?

We value Cypress Woods homes in Naples step by step: identify the product and street, set size and plan, price the frontage and the updates, weigh build year and storm hardening, read the flood file and the fees, then test the number against the closings for that product.

Step One: Identify the Neighborhood

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

Step Two: Set Size and Plan

Bedrooms, baths, square feet, garage. Cypress Woods homes closed at a median $238 per square foot of MLS living area, Cypress Trace condominiums at $188 and single-family homes at $344.

Step Three: Price the View and Pool

Golf, lake, preserve; private pool.

Step Four: Price the Updates

Kitchen, baths, flooring, air handler.

Step Five: Read the Fees and Flood File

Fee sheet, estoppels, FEMA zone and any elevation certificate.

Thinking of Selling in Cypress Woods Before Season?

Request a free Cypress Woods home valuation or Call Jesse direct at (239) 898-6072.

What Have Cypress Woods Homes Sold For Recently?

We tracked Cypress Woods homes selling for $200,000 to $820,000 in the twelve months to August 11, 2026, with 49 closings and $19,176,624 in volume in the Southwest Florida MLS; the highest were Bradford Lakes and Jasmine Lakes single-family sales from $780,000 to $820,000, and 19 closings landed under $300,000.

The Highest and Lowest Cypress Woods Closings

SalePriceMLS nameClosed
Highest$820,000BRADFORD LAKESJanuary 2026
Second$810,000BRADFORD LAKESNovember 2025 (special-circumstance flag)
Third$799,999JASMINE LAKESMarch 2026
Fourth$780,000JASMINE LAKESJune 2026
Lowest$200,000CYPRESS TRACEDecember 2025

Source: Southwest Florida MLS, closed sales Aug 11, 2025 to Aug 11, 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.

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.

What the Sales Tell a Seller

Demand is deepest in Cypress Trace under $300,000 and in the $400,000 to $499,999 coach-home and condominium band; the single-family homes set the top.

How Long Do Cypress Woods Homes Take to Sell, and How Close to Asking?

Cypress Woods homes sold in a median 34 days on market (48 of 49 sales reporting) at a 95.5 percent median sale-to-list ratio; Cypress Trace condominiums took a median 82.5 days and single-family homes 25. What the closings show is the pace by quarter in the table above, which tells a seller when buyers were most active.

What the Speed Numbers Mean for Pricing

If days on market are short for your product, price near the top of its range; if long, price to the middle.

How Do Cypress Woods Values Compare With Nearby Naples Communities?

Cypress Woods’ $365,000 median sits far below the $1,175,000 median at Olde Cypress a mile away and above Palm River’s $260,000 west of I-75 in the same twelve-month window, a comparison that helps a seller explain a bundled club’s value to buyers cross-shopping North Naples.

Community (Southwest Florida MLS, closed sales Aug 11, 2025 to Aug 11, 2026)ClosingsMedian sold
Cypress Woods49$365,000
Olde Cypress29$1,175,000
Palm River68$260,000

Source: Southwest Florida MLS (Matrix) S9 harvest and our live pages, the same window for every row. Our Naples golf communities guide compares 61 clubs on fees.

What the Comparison Means for a Cypress Woods Seller

Cypress Woods competes on full club access at a known yearly cost; our job is to show why your neighborhood, view and updates justify your price inside the club.

What Does It Cost to Sell a Cypress Woods Home, and What Will Your Buyer Price In?

The cost to sell a Cypress Woods home is the agent commission you agree to, documentary stamp tax on the deed at $0.70 per $100, estoppel fees where an association exists, prorations and any payoff; the buyer customarily pays the owner’s title policy in Collier County and prices in dues, insurance and flood.

What a Collier County Seller Customarily Pays

Documentary stamp tax on a $365,000 sale is $2,555. In Collier County the buyer customarily pays for the owner’s title insurance policy; the contract controls.

What Your Buyer Will Carry Every Year

$10,502 master fees and the $600 food minimum (2026), the neighborhood association fee, property taxes and insurance, and flood coverage in Zone AH or AE. No CDD.

What Do Cypress Woods Owners Say About Working With Us?

What Cypress Woods and other Naples owners say about working with McGreevy and Comisar is in their own words on our Google Business Profile: below are verified five-star reviews, quoted exactly, from clients across Southwest Florida.

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

★★★★★ “Jesse is the best Realtor I have used. He found us our dream home even though it took months as we were not the easiest to please.” Verified Google review

★★★★★ “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

Frequently Asked Questions: Seller Edition

These valuation answers for Cypress Woods draw on the Southwest Florida MLS, association and county records and federal flood data. Days on market, sale-to-list and price per square foot come from a second Matrix pull of the same 49 closings.

What is my Cypress Woods home worth?

It depends on neighborhood, view and updates. Request a free Cypress Woods home valuation.

What was the highest Cypress Woods sale?

$820,000 in Bradford Lakes, January 2026.

What was the lowest?

$200,000 in Cypress Trace, December 2025.

Is the valuation free?

Yes, with no obligation to list.

How fast will I get it?

Usually within one business day; call Jesse at (239) 898-6072.

What is my Cypress Woods home worth?

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.

How fast are Cypress Woods homes selling?

Cypress Woods homes sold in a median 34 days on market (48 of 49 sales reporting). We tracked 49 closings in 12 months.

Should I price against other neighborhoods’ sales?

No. Cypress Trace, Laurel Greens, Grand Cypress and the single-family homes trade in different bands.

Do the bundled fees hurt my price?

They are part of the buyer’s monthly cost. Golfers see value; non-golfers see a fee. We market to golfers first.

Who pays the capital contribution?

The buyer pays the $10,000 resale capital contribution at closing (2026 fee sheet); confirm in the contract.

Who pays title insurance when I sell in Cypress Woods?

In Collier County the buyer customarily pays for the owner’s title insurance policy; the contract controls.

What estoppel letters will I need?

From the master association and your neighborhood or condominium association; master estoppels run $299 standard to $597 expedited delinquent.

What does it cost to sell?

Commission as agreed, documentary stamp tax at $0.70 per $100 ($2,555 on a $365,000 sale), estoppel fees, prorations and any payoff.

Does a golf view add value?

Usually; we compare your home with sales that share its view.

Does a lake or preserve view add value?

Often, especially on the single-family streets.

Does the course renovation matter?

Buyers ask. A renovated course helps once complete; during work we show the plan and timing.

Should I get an elevation certificate?

If your home is in Zone AH or AE, yes.

Should I get a wind mitigation inspection?

For a single-family home, yes.

Should I renovate before selling?

Fix what inspectors flag first; kitchens and baths in 1999 to 2005 homes are the usual value lever.

When is the best time to list?

October through March, when golfers and seasonal buyers are in town; closings ran 15 to 16 a quarter then.

Can I sell while my home is rented?

Yes, subject to the lease and association rules; the tenant may hold the membership during the lease.

Can you sell my Cypress Woods home off market?

Yes. We can show it privately to qualified buyers first.

How do I sell an inherited Cypress Woods home?

Settle title through probate or trust, then list; the estate keeps paying dues until closing.

Will a buyer’s lender approve a Cypress Woods condo?

Lenders review the condominium association’s budget, reserves and insurance; have them ready.

What if my association has a special assessment?

Disclose it; the estoppel shows it and the contract decides who pays.

Do I owe the food minimum in my sale year?

The minimum runs December 1 to November 30; prorate or settle it in the contract.

What do buyers ask about most?

Fees, the capital contribution, the course renovation, pickleball and flood zone.

How do I prepare for photos?

Clear surfaces, open blinds and show the view and lanai. We bring photography, video and drone.

Should I sell before or after buying?

It depends on your finances and timing. We can coordinate both sides.

Can I sell to an investor?

Yes, within each association’s leasing rules.

What should I fix first?

Roof (single-family), water heater, air handler, plumbing supply lines.

Is now a good time to sell in Cypress Woods?

Cypress Woods ran 49 closings in the 12 months to August 2026. Your timing should follow your plans; we show you the current numbers.

Who buys in Cypress Woods?

Golfers, pickleball players, seasonal owners and retirees, plus local buyers moving up from condominiums.

How do you market a Cypress Woods home?

To golf-community buyers in Naples and out of state, with the fee math, club calendar and course plan up front.

Why list with McGreevy and Comisar in Cypress Woods?

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.

What are McGreevy and Comisar’s credentials?

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.

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 valuing and selling a home 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. FEMA NFHL, retrieved October 2026

  2. Cypress Woods: club page, retrieved October 2026

  3. Cypress Woods: club page, retrieved October 2026

  4. Cypress Woods: club page, retrieved October 2026

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

  6. Cypress Woods: club page, retrieved October 2026

  7. DBPR condominium extract, retrieved October 2026

  8. Florida Division of Corporations, retrieved October 2026

  9. Collier County, retrieved October 2026

  10. Cypress Woods, retrieved October 2026

  11. Cypress Woods, Contact, retrieved October 2026

  12. Collier address points, retrieved October 2026

  13. Cypress Woods: Club Membership, retrieved October 2026

  14. club Facebook, retrieved October 2026

  15. Cypress Woods: Golf Leagues, retrieved October 2026

  16. Cypress Woods: Pickleball, retrieved October 2026

  17. Cypress Woods: Tennis, retrieved October 2026

  18. Cypress Woods: Dining, retrieved October 2026

  19. Cypress Woods: Club Life, retrieved October 2026

  20. Know Your Zone, retrieved October 2026

  21. NWS report, retrieved October 2026

  22. Collier basins layer, retrieved October 2026

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

  39. FEMA Preliminary NFHL, retrieved October 2026

  40. Collier County, retrieved October 2026

  41. Citizens, retrieved October 2026

  42. section 718.112, retrieved October 2026

  43. 553.899, retrieved October 2026

  44. Collier floodplain management, retrieved October 2026

  45. Collier County Public Schools lookup, retrieved October 2026

  46. 2026 Accountability Brief, retrieved October 2026

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

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

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

  50. OSRM route: Mercato, retrieved October 2026

  51. OSRM route: Waterside Shops, retrieved October 2026

  52. OSRM route: Coastland Center, retrieved October 2026

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

  54. OSRM route: Naples Pier, retrieved October 2026

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

  56. Gulfshore Business, July 2026, 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.