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What’s Your Cypress Woods Home Worth?

What’s Your Cypress Woods Home Worth?

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

Sell Your Cypress Woods Home With the #1 Team in Southwest Florida Since 2012

To sell a Cypress Woods home in Naples for top dollar, price it against its own neighborhood and view, not the community median, show buyers the full bundled cost on day one, the $10,502 master fees, the $600 food minimum, the neighborhood fee and the $10,000 capital contribution, and market the club to the golfers and pickleball players who pay for it. McGreevy and Comisar do all of that for Cypress Woods sellers.

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 in ZIP 34119 (Cypress Woods, Real Estate). Our full Cypress Woods community guide covers the sections, the fees and the flood file. This page is for owners who want to sell. If you want a number first, start with our Cypress Woods home valuation, or Call Jesse direct at (239) 898-6072. If you are selling to buy elsewhere in the city, our guide to selling a home in Naples covers the citywide steps, and our Cypress Woods buyer guide shows what your buyer will be reading.

Why List Your Cypress Woods Home With McGreevy and Comisar

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; Jesse has sold Southwest Florida real estate since 2004 and the team has worked together since 2008. We lead Domain Realty Group, the #1 team in Southwest Florida since 2012, which has sold over $2.5 billion in real estate. Sellers comparing the best real estate agents in Naples can see the full comparison there, and more about McGreevy and Comisar on our team page.

The Credentials Behind Your Listing

  • 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.

Who Does the Work on Your Listing

Jesse McGreevy and Marc Comisar price, negotiate and manage every listing personally, with the Domain Realty Group team handling photography, video, scheduling and the document file. You talk to a partner, not a call center. Jesse leads pricing and the seller side; Marc leads buyer outreach and showing feedback.

What a Cypress Woods Seller Is Actually Selling

A Cypress Woods buyer is buying a full club with the house: an 18-hole Gordon Lewis course, eight lighted pickleball courts, a 24/7 fitness center, a heated pool and member dining, without an equity initiation. They are also buying a known yearly cost and a capital contribution at closing, plus, on many single-family streets, a shallow-flood Zone AH. We put the fee math and the flood file on one sheet before the first showing.

What Makes Selling in Cypress Woods, Naples Different?

Selling in Cypress Woods, Naples is different because the club is bundled, so every buyer is also buying a membership with a published annual cost and a capital contribution; four product types trade in separate bands; the course is mid-renovation; and 23 associations mean your own neighborhood’s estoppel matters as much as the master’s.

The Bundled Cost Is Part of the Price

Every owner is “a golf and social member of the Club” (Cypress Woods, Live Here). In 2026 that is $10,502 a year plus a $600 food minimum (master association 2026 fee sheet).

Four Product Bands

Cypress Trace condominiums at a $230,000 median, Laurel Greens at $400,000, Grand Cypress near $420,000 and the single-family homes near $700,000 (Southwest Florida MLS).

The Capital Contribution

Buyers pay a $10,000 resale capital contribution and a $300 transfer fee (2026 fee sheet). We put it in the buyer’s numbers early.

A Course Mid-Renovation

The club reports a re-greening and irrigation renovation underway; buyers ask, and we answer with the club’s own updates.

The Flood File by Street

Forty-one of 60 tested addresses are Zone X, 16 Zone AH and 3 Zone AE (FEMA NFHL).

Key Takeaways for a Cypress Woods Seller

The Cypress Woods seller’s numbers and records in one place, each with its source and date, for owners deciding when and how to list.

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

  • Cypress Trace: 26 sales at $230,000 (same).

  • Single-family: Bradford Lakes $700,000, Jasmine Lakes $715,000 (same).

  • Busiest quarter: 16 closings in January to March 2026 (same).

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

  • At closing: $10,000 capital contribution and $300 transfer fee, customarily the buyer’s (fee sheet; contract controls).

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

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

Table of Contents

What Record Stands Behind a McGreevy and Comisar Cypress Woods Listing?

Behind a McGreevy and Comisar Cypress Woods listing stand two partners who are Top 1% Real Estate Agents Nationally Since 2008, the #5 real estate team in Florida in the 2026 RealTrends rankings, over $900 million in personal sales and a brokerage that closed 658 Naples transaction sides in five years, applied to a product-by-product read of the Cypress Woods market.

The Team Behind the Numbers

Jesse McGreevy has sold Southwest Florida real estate since 2004; he and Marc Comisar have worked together since 2008 and lead Domain Realty Group, the #1 team in Southwest Florida since 2012.

Domain Realty’s Naples Record

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 12-Month Cypress Woods Market We Tracked

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.

How We Measure a Cypress Woods Listing

We judge a listing by three things: the price achieved against the same product’s recent sales, the time to a contract, and how cleanly the sale closes through the estoppels, the buyer’s insurance quote and the appraisal. We report all three to you every week.

Is Now a Good Time to Sell in Cypress Woods?

Whether now is a good time to sell in Cypress Woods depends on your neighborhood: in the twelve months to August 2026, 49 Cypress Woods homes closed at a $365,000 median, closings ran 15 to 16 a quarter from October 2025 through March 2026, and prices ran from $200,000 to $820,000.

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.

What Is for Sale Today

On October 22, 2026, 18 Cypress Woods homes were active, 13 of them in Cypress Trace, listed from $219,000 to $845,000, about 4.4 months of supply. Call Jesse direct at (239) 898-6072 for today’s competition on your street.

What the Median Hides

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.

How Do We Price a Cypress Woods Home?

We price a Cypress Woods home in Naples from the bottom up: start with sales in the same neighborhood, adjust for size, golf, lake or preserve view and updates, account for the bundled fees and capital contribution a buyer carries, and test the result against what is for sale in the club today.

Start With Your Neighborhood

Cypress Trace, Laurel Greens, Grand Cypress and the single-family streets trade separately (Southwest Florida MLS).

View and Pool

Golf, lake and preserve views and private pools on the single-family streets drive the spread.

Updates

Kitchens, baths and flooring in 1999 to 2005 homes are the usual value levers.

The Fees as a Pricing Fact

Buyers compare the full yearly cost; we show the $10,502 master fees, food minimum and your neighborhood fee together.

Thinking of Selling in Cypress Woods This Season?

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

Why Automated Estimates Miss in Cypress Woods

An automated model sees one neighborhood and averages different products. It cannot read your renovation, your frontage or your flood certificate. Ours does.

How Do We Market a Cypress Woods Home?

We market a Cypress Woods home in Naples to golf-community buyers in Naples and out of state with photography, video and drone of the course and lakes, the fee sheet and club calendar up front, and outreach to golfers and pickleball players who value a bundled club.

Photography, Video and Drone

Drone shows the setting and the frontage; interiors show the renovation. Both matter because views and lots vary street by street.

The Document Package Buyers Ask For

  • The master association 2026 fee sheet

  • Master and neighborhood estoppel certificates

  • Your neighborhood budget and, for a condominium, the reserve study

  • Your elevation certificate and flood policy if in Zone AH or AE

  • A wind mitigation report for a single-family home

Showings and Open Houses

We schedule around your routine and the season.

Reaching Seasonal and Out-of-State Buyers

We reach buyers in our database built since 2004 and promote the listing to out-of-state buyers looking at Naples.

Off-Market and Private Sales

If you want discretion, we can market quietly to qualified buyers first.

What We Report During the Listing

Showing counts, feedback and competing listings in your product, every week.

How Do We Negotiate a Cypress Woods Sale?

We negotiate a Cypress Woods sale in Naples partner to partner: we hold price with same-product comparables, handle inspection and insurance items with documents rather than concessions, settle any association special assessment in the contract, and manage a low appraisal with the sales that support your price.

Partner-Level Negotiation

Jesse or Marc negotiates every offer personally.

Inspection and Insurance Items

Roofs on single-family homes, air handlers, water heaters and plumbing supply lines come up most in 1999 to 2005 homes.

Buyer Compensation After the NAR Settlement

Buyer-agent compensation is negotiable and set in writing; we explain your options before listing.

Special Assessments in the Contract

If your association has an open special assessment, the estoppel shows it and the contract decides who pays.

When the Appraisal Comes in Low

We provide the appraiser with the same-product comparables we priced from.

What Does It Cost to Sell a Home in Cypress Woods?

The cost to sell a home in Cypress Woods, Naples is the agent commission you agree to, Florida documentary stamp tax on the deed at $0.70 per $100 of price, estoppel fees where an association exists, prorated taxes and dues, and any mortgage payoff; in Collier County the buyer customarily pays for the owner’s title insurance policy, and the contract controls.

Who Customarily Pays What in a Collier County Closing

ItemCustomarily paid byNote
Owner’s title insurance policyBuyerCollier County custom; contract controls
Documentary stamp tax on the deedSeller$0.70 per $100 of price
Estoppel certificatesper contract and statutewhere an association exists
Prorated dues and property taxesboth, by dateadjusted at closing
Agent commissionas agreed in writingnegotiable

The Documentary Stamp Tax, Worked

On a sale at the $365,000 Cypress Woods median, documentary stamp tax on the deed is $365,000 divided by 100, times $0.70, or $2,555. On a $700,000 Bradford Lakes sale it is $4,900.

Flood Disclosure

Give buyers your flood zone, any elevation certificate and your flood policy (FEMA NFHL).

Commission and Net Proceeds

We show you a net sheet before you list: price, minus commission, documentary stamps, prorations and payoff.

Get Your Free Cypress Woods Home Valuation

Your free Cypress Woods home valuation from McGreevy and Comisar prices your home against sales of the same product on comparable streets, adjusted for size, frontage and renovation, checked against the flood and fee facts a buyer will weigh, and delivered by a partner, not an automated model.

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 You Receive

  • A price range from your product’s sales

  • The flood and fee facts a buyer will weigh

  • A net sheet and a launch plan

What Do Cypress Woods Sellers Say About McGreevy and Comisar?

What Cypress Woods and other Naples sellers say about 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.

★★★★★ “Their professionalism, communication, and dedication to their clients truly stand out. They have a deep caring and true concern for all their client needs.” Verified Google review

★★★★★ “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

Talk to McGreevy and Comisar Before You List

Call Jesse direct at (239) 898-6072 for a confidential conversation about your Cypress Woods home.

What Should a Cypress Woods Seller Know About the Community?

A Cypress Woods seller should know how the community is governed, what fees and rules a buyer inherits, and how flood, schools and drive times read to a buyer, because those are the questions every Cypress Woods buyer asks before an offer.

Who Governs Cypress Woods

A master association and club, the Cypress Trace Recreation Association, and 23 neighborhood and condominium associations (Cypress Trace Recreation Association; DBPR).

The Fee Stack a Buyer Inherits

$10,502 master fees and $600 food minimum for 2026, the neighborhood fee, and a $10,000 capital contribution at closing (fee sheet).

What Is Being Built

A Livingston Road flyover over Immokalee Road and Northbrooke Drive improvements after the I-75 interchange work from early 2027 (Gulfshore Business).

Flood, Schools and Drive Times

Zone X at 41 of 60 tested addresses; Veterans Memorial Elementary, North Naples Middle and Aubrey Rogers High; NCH North Naples 4.3 road miles (OSRM).

Frequently Asked Questions: Seller Edition

These seller 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.

How do I sell my home in Cypress Woods?

Call Jesse direct at (239) 898-6072 or start with a free Cypress Woods home valuation. We price against your product, assemble the flood, wind and association documents, market the home with photography, video and drone, and negotiate every offer personally.

What did Cypress Woods homes sell for in the 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).

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 selling 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

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  2. Cypress Woods, Live Here, retrieved October 2026

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

  9. Florida Division of Corporations, retrieved October 2026

  10. Collier County, retrieved October 2026

  11. Cypress Woods, retrieved October 2026

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  15. club Facebook, retrieved October 2026

  16. Cypress Woods: Golf Leagues, retrieved October 2026

  17. Cypress Woods: Pickleball, retrieved October 2026

  18. Cypress Woods: Tennis, retrieved October 2026

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  20. Cypress Woods: Club Life, retrieved October 2026

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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  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

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