Santorini Villas at Olde Cypress is the only attached product in the gated Olde Cypress golf community in Naples: 55 fee-simple paired villas on Santorini Court with a $644,000 median over 36 months. Sell or buy with McGreevy and Comisar.
Santorini Villas at Olde Cypress is a neighborhood of attached paired villas inside the master-planned community of Olde Cypress in Naples, Florida. It is the only attached product behind the Olde Cypress gate: 55 fee-simple villas on one street, Santorini Court, built in pairs that share a concrete wall, and the least expensive way to own inside the gate, with 12 Southwest Florida MLS closings in the 36 months to September 26, 2026 at a $644,000 median. McGreevy and Comisar are the team Santorini Villas sellers should call first, and the team its buyers should call when they want the record behind a price. Jesse McGreevy and Marc Comisar lead Domain Realty Group, the #1 real estate team in Southwest Florida since 2012 and Top 1% of agents nationally since 2008.
A word on the name and on the product, because both get blurred. This page covers Santorini Villas Homeowners' Association, Inc., a Chapter 720 homeowners association in ZIP 34119, unincorporated North Naples. Santorini Villas is not a condominium: each owner holds title to a platted lot and the half of the building that stands on it, and no declaration of condominium governs it. It is not the Greek island, not any of the other Florida subdivisions and condominiums that borrow the Santorini name, and not Fairway Preserve at Olde Cypress, the 264-unit condominium off Immokalee Road that carries the Olde Cypress name but sits outside the gate and outside the master association.
If you own on Santorini Court and are weighing a sale, start with the market snapshot and the seller section, then call Jesse. If you are buying, the ownership, maintenance, fee and flood detail below will tell you whether a paired villa fits before you tour, and which of the villas' three floor-plan families fits you.
By Jesse McGreevy and Marc Comisar, McGreevy and Comisar, Domain Realty Group. Updated September 2026.
McGreevy and Comisar are the best realtor for Santorini Villas at Olde Cypress because the case sits on the record: the #1 team in Southwest Florida since 2012, Top 1% nationally since 2008, over $900 million in personal sales, and a market read built from every Santorini MLS closing since 2022 and the recorded villa declaration.
If you're searching for the best realtor for Santorini Villas at Olde Cypress in Olde Cypress, Naples, whether you're ready to sell your Santorini Villas at Olde Cypress 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% Nationally since 2008, with over $2.5 billion sold as a team and $900 million in personal sales between Jesse and Marc.
That matters here because a Santorini villa is priced against two markets at once: against Olde Cypress, where the 12-month MLS median was $1,105,000 and no villa has closed above $800,000 in four years, and against other Naples villas, few of which come with a gated P.B. Dye golf address and a club social membership. Price only one comparison and the villa either leaves money on the table or sits.
Recent Santorini Villas at Olde Cypress track record: In the last 12 months Santorini Villas at Olde Cypress has seen 4 resales in the Southwest Florida MLS Matrix (pulled September 26, 2026, closings September 27, 2025 to September 26, 2026), a small sample, at a median of $638,900 (n = 4, even, so the median is the mean of the middle pair, $634,800 and $643,000). Because four sales is too thin to lead with, this guide leads with the first window holding 10 or more closings: 12 closings in 36 months, a median of $644,000 (n = 12, the mean of $643,000 and $645,000), $8,287,800 in volume, a median sold-to-final-list ratio of 97.72% (median of per-sale ratios) and a median of 43 days on market (n = 10). The highest-priced Santorini sale in that window was $800,000, for a 1,800 square foot three-bedroom villa in November 2025. The Matrix pull does not identify listing offices, so we state no represented-sale count; ask us and we will walk you through all 13 closings one by one.
We tracked every one of the 13 Santorini Villas at Olde Cypress closings in the Southwest Florida MLS since September 2022 and every one of its 149 qualified sales in the Collier County recorded-sales file since 2000 before writing a word of this guide, and each recent one is listed in the market snapshot below.
For Santorini Villas sellers: premium marketing, including cinematic video, drone, professional photography, a qualified-buyer database, and discretion with off-market capability when a sale needs to stay quiet. At Santorini that marketing has to reach buyers who are not in Naples: 24 of the 55 villas (43.6%) carry no homestead exemption on the 2026 preliminary Collier County roll, and 15 owners mail their tax bills outside Florida, one of them outside the United States. We also build the paperwork file before the first showing: the estoppel certificate, the villa declaration and its 2019 amendment, the master documents and the Section 720.401 disclosure summary.
For Santorini Villas buyers: three questions come first: the plan, which in 48 months of closings has meant 1,800 to 2,265 living square feet at $298 to $444 per square foot; the wall you share, since a paired villa's roof and party wall involve a neighbor; and the carrying cost, since neither the association nor the club publishes its fees. Sellers and buyers comparing the best real estate agents in Naples should ask each one to answer those three questions for a specific Santorini Court villa; we answer them below.
Honors and recognition:
Selling your Santorini Villas at Olde Cypress home? Get a free Santorini Villas at Olde Cypress home valuation or call Jesse direct at (239) 898-6072.
Buying a home in Santorini Villas at Olde Cypress? Call Marc at (239) 287-5873 for a personalized buyer consultation, read our Santorini Villas buyer guide, or see how we represent buyers in Southwest Florida.
Living in Santorini Villas at Olde Cypress means a fee-simple villa that shares one concrete wall, a lawn the villa association mows and treats, a mandatory social membership at The Club at Olde Cypress, and a staffed gate, on the smallest lots and at the lowest price point inside the Olde Cypress gate in North Naples.
Santorini holds 55 of Olde Cypress's 548 single-family homes on the 2026 preliminary Collier County roll, which the master association rounds to 550, or 10.0 percent of the community. It is also the least expensive way in: the median 2026 preliminary just value on Santorini Court is $558,186, the lowest of the nine neighborhoods, and the 36-month county median of $640,000 (n = 11) is the lowest recorded median in Olde Cypress (Collier County Property Appraiser, 2026 tax roll and recorded qualified sales file dated August 29, 2026). What follows is what daily life looks like, drawn from the recorded and published documents.
Santorini Villas at Olde Cypress is a platted residential neighborhood governed by Chapter 720 of the Florida Statutes, by its own Amended and Restated Declaration of Covenants, Conditions and Restrictions, and by the master declaration for Olde Cypress. The villa declaration in force was adopted by the owners at a members' meeting on March 26, 2013 and recorded on April 23, 2013 as Instrument 4828656, Official Records Book 4911, Page 1167, 43 pages, as a "substantial amendment of entire declaration" (the Santorini combined governing documents, hosted by the master association). One amendment followed, adopted on January 23, 2019 and recorded on May 8, 2019 at OR 5627 PG 1158 (the 2019 Santorini amendment).
The association is Santorini Villas Homeowners' Association, Inc., Florida not-for-profit corporation N00000002605, filed April 19, 2000, active, and managed in care of Alliant Property Management, the same manager as the master association (Division of Corporations record). On the 2026 preliminary roll it owns the Santorini Court road tract and three common tracts. Above it sits the Olde Cypress Master Property Owners Association, so every owner pays one quarterly invoice that carries both the villa costs and the master share.
Santorini Villas is one street. Every one of the 55 homes has a Santorini Court address, and Santorini Court connects to the rest of Olde Cypress only through Olde Cypress Drive, per Collier County's road centerline layer. There is no through traffic: the only cars on Santorini Court are going to a Santorini villa.
Collier County's 2025 building footprint layer draws the 55 lots under 28 two-lot buildings, which would make 56 homes; how the odd 55th lot is built is a question for the plat, and we do not guess. The declaration states the intent in Section 12.6: "Habitable structures constructed within the Santorini Villas are intended to be duplex units sharing a common party wall constructed of concrete on or in proximity to the boundary line."
The county roll answers this better than any brochure, and it describes ownership, never people. 31 of the 55 villas (56.4%) carry a Florida homestead exemption on the 2026 preliminary roll, the second-lowest share in Olde Cypress after Biscayne Place's 2 of 8; across the 366 homes of the original Olde Cypress planned unit development the share is 68.9 percent, and at Egret Cove it is 88.9 percent. Fourteen owners mail their tax bills to other states and one to another country (Collier County Property Appraiser, 2026 tax roll).
A February morning on Santorini Court might start on a rear lanai facing a fairway, since 36 of the 55 lots border the golf course. The clubhouse at 7165 Treeline Drive reopened after the first phase of its $16 million renovation in early March 2026 and added the Greenside Grille in late April 2026, per Club + Resort Business. What you do not do is mow: the association handles "lawn care of each and every Lot" (Section 5.2). What you do own is the roof, the exterior, the systems and your side of the party wall (Sections 5.3 and 12.6).
In the 36 months to September 26, 2026, Santorini's 12 MLS closings ran from $600,000 to $800,000 at a $644,000 median, against a community-wide 12-month MLS median of $1,105,000 on 26 closings. The next-cheapest product is detached: Egret Cove's last two MLS closings were $1,025,000 and $1,200,000 in 2023, and Lone Pine Lane in Unit Three recorded a 36-month county median of $972,500. A Santorini villa therefore costs roughly $330,000 to $560,000 less than the least expensive detached home behind the same gate, with the same club social membership and the same school assignment.
No condominium structure: you own a lot. No association roof program: the roof and exterior are the owner's (Section 5.3). No large yards: a 6,639 square foot median lot. No tenant pets (Section 8.3). No new construction: every sale is a resale.
Santorini Villas at Olde Cypress closed 12 times in the Southwest Florida MLS in the 36 months to September 26, 2026, at a $644,000 median, 97.72% of final list price and 43 median days on market, and the county records 11 qualified sales in the 36 months to August 29, 2026 at a $640,000 median.
Data updated: September 2026 (Southwest Florida MLS Matrix, retrieved 26 Sep 2026; Collier County Property Appraiser recorded sales file dated 29 Aug 2026)
MLS figures use MLS living area and sold price over final list price; county figures are recorded qualified sales from the Collier County Property Appraiser file, and the two are never mixed. The 12-month MLS window holds only four closings, so every headline figure below leads with the 36-month window, the first with ten or more.
Measure (Southwest Florida MLS Matrix, pulled September 26, 2026) | 12 months | 24 months | 36 months (lead window) | 48 months |
|---|---|---|---|---|
Closings | 4 (small sample) | 8 (small sample) | 12 | 13 |
Dollar volume | $2,707,800 | $5,217,800 | $8,287,800 | $9,005,800 |
Median sold price | $638,900 (mean of $634,800 and $643,000) | $637,400 (mean of $634,800 and $640,000) | $644,000 (mean of $643,000 and $645,000) | $645,000 (observed) |
Median sold $ per living sq ft | $337.69 | $334.07 | $338.04 | $335.69 |
Median sold-to-final-list | 97.68% | 96.65% | 97.72% | 98.36% |
Median days on market | 75 (n = 4) | 56 (n = 8) | 43 (n = 10) | 37 (n = 11) |
Price range | $630,000 to $800,000 | $600,000 to $800,000 | $600,000 to $800,000 | $600,000 to $800,000 |
Closed at or above final list | 0 | 0 | 4 | 4 |
Medians of price per square foot and sold-to-list are medians of the per-sale ratios, not ratios of medians. Two closings in October and November 2023 were entered into the MLS after they closed, so they carry no days on market and are left out of the days-on-market medians; that is why the days-on-market n is smaller than the closing count.
Street only, never a house number. Every one of the 13 is on Santorini Court.
Close date | Plan (beds, baths) | Living sq ft | Final list | Sold | $ per living sq ft | Sold-to-list | Days on market |
|---|---|---|---|---|---|---|---|
May 20, 2026 | 3 bed, 2 bath | 1,889 | $649,900 | $643,000 | $340.39 | 98.94% | 122 |
January 23, 2026 | 3 bed plus den, 2 bath | 1,895 | $655,000 | $634,800 | $334.99 | 96.92% | 87 |
November 19, 2025 | 3 bed, 2 bath | 1,800 | $830,000 | $800,000 | $444.44 | 96.39% | 63 |
October 8, 2025 | 2 bed plus den, 2 bath | 2,016 | $639,900 | $630,000 | $312.50 | 98.45% | 49 |
May 1, 2025 | 3 bed plus den, 2 bath | 2,146 | $699,900 | $640,000 | $298.23 | 91.44% | 278 |
January 14, 2025 | 3 bed, 2 bath | 1,840 | $665,000 | $645,000 | $350.54 | 96.99% | 9 |
December 12, 2024 | 3 bed, 2 bath | 1,876 | $649,000 | $625,000 | $333.16 | 96.30% | 37 |
November 15, 2024 | 3 bed, 2 bath | 1,895 | $649,900 | $600,000 | $316.62 | 92.32% | 37 |
March 15, 2024 | 2 bed plus den, 2 bath | 2,188 | $780,000 | $780,000 | $356.49 | 100.00% | 7 |
January 5, 2024 | 2 bed plus den, 2 bath | 1,806 | $775,000 | $780,000 | $431.89 | 100.65% | 3 |
November 3, 2023 | 3 bed plus den, 2 bath | 2,264 | $760,000 | $760,000 | $335.69 | 100.00% | entered after closing |
October 12, 2023 | 2 bed plus den, 2 bath | 2,188 | $750,000 | $750,000 | $342.78 | 100.00% | entered after closing |
July 12, 2023 | 3 bed plus den, 2 bath | 2,265 | $730,000 | $718,000 | $317.00 | 98.36% | 6 |
Southwest Florida MLS Matrix, Development OLDE CYPRESS, closings September 27, 2022 to September 26, 2026, pulled September 26, 2026; neighborhood assigned by street address against the county roll. The July 2023 closing falls outside the 36-month lead window and inside the 48-month window.
First, the market reset in late 2024. Every closing from July 2023 to March 2024 was $718,000 to $780,000, four at or above list; from November 2024 on, nine of ten were $600,000 to $645,000, none at or above list, with days on market stretching to 278. One villa even closed twice five months apart, at $750,000 in October 2023 and $780,000 in March 2024.
Second, price per square foot rewards condition and view more than size. The two highest ratios, $444.44 and $431.89, belong to two of the smallest villas, 1,800 and 1,806 square feet; the lowest, $298.23, to a 2,146 square foot villa that took 278 days to sell.
Third, the $800,000 closing is an outlier: the two closings after it landed at $634,800 and $643,000.
On September 26, 2026, the Southwest Florida MLS showed 2 active Santorini villas and none pending or contingent:
Status | Plan | Living sq ft | List price | List $ per living sq ft (our arithmetic) | Days on market |
|---|---|---|---|---|---|
Active | 3 bed, 2 bath | 2,240 | $749,900 | $334.78 | 93 |
Active | 2 bed plus den, 2 bath | 1,783 | $630,000 | $353.34 | 283 |
The larger listing asks near the 36-month median per square foot but more in dollars than any closing since the $800,000 outlier; the smaller has been listed for more than nine months.
Two actives against four closings in 12 months is 6.0 months of supply (our arithmetic), and the 36-month pace gives the same figure. All of Olde Cypress sat at about 2.3 months, with 5 actives and 1 pending against 26 closings and a 29-day median days on market (n = 24). Santorini is a slower pocket of a faster community.
County recorded qualified sales are a different record from the MLS, including off-MLS sales and excluding transfers the Property Appraiser does not qualify. The newest recording in the file dated August 29, 2026 is May 22, 2026.
Window to August 29, 2026 (Collier County Property Appraiser qualified sales) | Sales | Median | Range |
|---|---|---|---|
12 months | 3 (small sample) | $643,000 (observed) | $634,800 to $800,000 |
24 months | 8 (small sample) | $629,900 (mean of $625,000 and $634,800) | $475,000 to $800,000 |
36 months | 11 | $640,000 (observed) | $475,000 to $800,000 |
60 months | 18 | $646,500 (mean of $643,000 and $650,000) | $475,000 to $800,000 |
120 months | 41 | $503,800 (observed) | $345,000 to $800,000 |
All history, 2000 to 2026 | 149 | $421,600 (observed) |
Collier County's recorded qualified sales by calendar year trace the whole cycle: 2 sales in 2000 at a $333,350 median, 18 in 2005 at $504,100, 4 in 2006 at $657,500, none in 2007, 7 in 2011 at $342,800, 7 in 2015 at $439,900, 8 in 2018 at $393,750, 4 in 2022 at $684,000, 3 in 2023 at $760,000, 4 in 2024 at $612,500, 3 in 2025 at $640,000 and 2 in 2026 through May 22 at $638,900 (file dated August 29, 2026). Years with one to four sales are small samples.
The villas sold 57 times from 2000 through 2005, roughly once per lot, the pattern of an original sell-out (our reading; the file does not flag builder sales). Values fell from $657,500 in 2006 to $342,800 in 2011, jumped to $760,000 in 2023 and have settled at $612,500 to $640,000 since. Over ten years, 41 sales on 55 villas is a turnover of about 7.5 percent a year (our arithmetic).
The 2026 preliminary Collier County roll puts the median Santorini just value at $558,186 ($472,220 to $694,936) and the median 2026 preliminary total tax at $4,670. Just value is an assessment, not a price; the 36-month county sales median of $640,000 sits about 15 percent above it.
Santorini Villas at Olde Cypress is the only attached product in Olde Cypress, and at 6.0 months of supply against the community's 2.3, a villa priced to its own plan and view sells while one priced to the Olde Cypress median waits. We read all 13 Santorini MLS closings since 2022 and all 149 county-recorded qualified sales before writing this guide. Selling? Start with a free Santorini Villas at Olde Cypress home valuation, or call Jesse direct at (239) 898-6072. Buying? Call Marc at (239) 287-5873, or read how we represent buyers in Southwest Florida.
This is a public-record sale, not one of ours; we walk through it because it is the most recent closed sale on the street. A three-bedroom, two-bath villa of 1,889 living square feet on Santorini Court was listed at a final price of $649,900 and closed on May 20, 2026 at $643,000, 98.94 percent of the final list, after 122 days on market (Southwest Florida MLS Matrix). The deed was recorded on May 18, 2026 at the same $643,000 as a qualified sale (Collier County Property Appraiser recorded sales file dated August 29, 2026).
At $340.39 per living square foot it matched the 36-month median of $338.04, with a small final discount and a long wait, four months against the community's 29-day median. With the two closings before it at $634,800 and $630,000, it marks $630,000 to $645,000 as where today's Santorini buyer writes a contract for a standard villa.
Santorini Villas at Olde Cypress came out of the Stock family's Olde Cypress plan of 1998 and 1999: the master declaration was recorded in April 1999, the villa association was filed with the state on April 19, 2000, the villas were built from 2000 to about 2006, and the owners restated the villa declaration in 2013.
Olde Cypress began as land the Stock family partnership took on in 1998. The master declaration was recorded on April 27, 1999 at OR 2539 PG 2902, the reference the Santorini declaration still cites in Section 7.1. The golf course, the first P.B. Dye design in Collier County, was built in 1999, per Golfweek's 2021 report on the course renovation, and the current zoning is the Olde Cypress planned unit development adopted in Ordinance 2000-37. A 2010 county development summary in the April 26, 2011 Board of County Commissioners packet already listed "Santorini" at 55 homes.
Santorini Villas Homeowners' Association, Inc. was filed with the Florida Division of Corporations on April 19, 2000, eight days before the Terramar association, which makes it one of the earliest neighborhood associations in Olde Cypress. Its original Articles of Incorporation were recorded as an exhibit at OR 2695 PG 2101 and set a board of three directors. State records also carry a separately filed 1999 entity under the Santorini Villas Development name; we found no recorded document tying it to the construction of the villas, and the register of open questions for Olde Cypress lists the Santorini builder as not found, so we name no builder.
The 2026 preliminary roll gives the villas' building years as 2000 to 2005, median 2003; the county's footprint layers show 20 villas by 2002, 15 more by 2004 and the last 20 by 2006. The street went up in three waves, which is why two neighboring buildings can differ in window, roof and finish details even though the declaration requires every repair to "restore the improvements to substantially their original character, design and condition" (Section 9.3).
In 2013 the owners replaced the developer-era declaration with the restated declaration and bylaws recorded at OR 4911 PG 1167. It reads like a document written by owners who had lived with paired villas for a decade: detailed party-wall duties, a lawn-care program, leasing limits, a pet weight limit and a 90-day rule for starting storm repairs.
The one later change is small but it touches every sale. The 2019 amendment rewrote Section 3.11 so that the working capital contribution collected from each buyer at transfer of title, which the 2013 text set at an initial $500, carries an initial amount of $1,000, still "in an amount to be determined by the Board in its sole discretion" (our reading of the recorded OR 5627 PG 1158, which shows the new figure underlined and the old one struck through). The contribution is not an assessment and not a reserve; the current Board-set amount appears on the estoppel certificate.
A Santorini villa at Olde Cypress is one half of a single-story, two-home building on its own platted lot, with two full baths and either two bedrooms plus a den, three bedrooms, or three bedrooms plus a den, in about 1,780 to 2,265 living square feet by MLS measurement, built between 2000 and 2006.
The Southwest Florida MLS records for the 13 closings since September 2022 and the two current listings sort the villas into three plan families. The MLS does not carry builder plan names, and we found none in the recorded documents, so these are described by layout, not by name.
Plan family (MLS) | Closings since Sept 2022 | Living sq ft range | Sold price range | $ per living sq ft range |
|---|---|---|---|---|
2 bedrooms plus den, 2 baths | 4 | 1,806 to 2,188 | $630,000 to $780,000 | $312.50 to $431.89 |
3 bedrooms, 2 baths | 5 | 1,800 to 1,895 | $600,000 to $800,000 | $316.62 to $444.44 |
3 bedrooms plus den, 2 baths | 4 | 1,895 to 2,265 | $634,800 to $760,000 | $298.23 to $335.69 |
Southwest Florida MLS Matrix, pulled September 26, 2026. None of the 15 records shows a half bath; every villa that has come to market in four years has exactly two full baths.
The lots are small by Olde Cypress standards: 5,428 to 15,700 square feet, median 6,639 on the county parcel map, against 9,600 to 18,300 square feet medians in the eight detached neighborhoods. The 2026 preliminary roll gives the same picture in acres, a median of 0.15 acre with a range of 0.13 to 0.50. The median county building footprint inside each lot is about 3,078 square feet, and whole two-home buildings run near 6,000; county footprints include the garage and covered areas, so they are not living area and should never be compared with the MLS square footage above.
Section 8.7 allows "one single family home, and related garage" per lot with "a minimum of 1,850 square feet of air conditioned floor area" for a single-story home. Several MLS records list slightly less; MLS living area is agent-entered and can differ from the declaration's measure, so we read 1,850 as the standard for rebuilt construction, not a finding about any villa. Fences are limited to landscape and pool fencing with approval (Section 8.14).
Section 8.12 requires trash containers to be "kept inside the Owner's garage," and Section 8.7 speaks of each home's "related garage," so the declaration assumes every villa has one; garage size and bays are not in our MLS pull, so confirm them on the listing and at the showing. The declaration also anticipates private pools, allowing the association to charge "Owners with pools or additional landscaping" an extra landscape maintenance assessment (Section 5.2); we did not count pools on the roll. Views are countable: 36 of the 55 lots border the golf course on the county map, and the other 19 face the street's interior, the common tracts or neighboring lots.
Ownership at Santorini Villas at Olde Cypress is fee simple: each buyer receives a deed to a platted lot and the half of the two-home building on it, governed by a Chapter 720 homeowners association and its recorded declaration, with no condominium declaration, no undivided share in common elements and no condominium master insurance policy.
Section 1.14 of the restated declaration defines a Lot as a platted parcel "on which a single dwelling unit has been or is intended to be constructed," and says the word Lot "shall be interpreted as if followed by the words 'and Dwelling Unit constructed thereon.'" You own the land and the structure on it. The association owns the Santorini Court road tract and the three common tracts on the 2026 preliminary roll, and the master association owns the gate, the main roads and the large master preserve.
A condominium in Florida exists only when a declaration of condominium is recorded under Chapter 718, and owners then hold a unit plus an undivided share of common elements. Santorini's recorded documents are a declaration of covenants for a homeowners association, and its own bylaws speak in Chapter 720 terms, for example distinguishing "Board adopted reserve funds," which "are not controlled by Chapter 720," from "Membership adopted reserves," which are (Bylaws Section 6.4). That has concrete consequences for a buyer: Florida's condominium milestone inspection and structural integrity reserve study laws do not apply, the resale disclosure is the Chapter 720 summary rather than the condominium package, and your insurance is a homeowners policy on your own building half, not an HO-6 behind a master policy.
You and your neighbor share a concrete party wall governed by Section 12.6, and a roof replacement on one half is best coordinated with the other. Because each villa is its own parcel in the Santorini Villas at Olde Cypress plat, each carries its own tax bill, homestead status and flood determination, and two halves of one building can differ on all three.
A Santorini Villas home at Olde Cypress comes with association lawn care under Declaration Section 5.2, a private street, a staffed gate on Treeline Drive, and a mandatory social membership at The Club at Olde Cypress that opens the clubhouse, dining, tennis, pickleball, fitness and pool, with golf available as an optional paid membership.
The villa association's amenities are practical: the private street, three common tracts, irrigation, common-area lighting and the water lines to each lot's shut-off valve (Section 5.1). There is no villa pool or clubhouse among its tracts.
Section 14.02 of the 2019 Amended and Restated Declaration for Olde Cypress makes every owner a social member: "By acquisition of a Parcel, each Owner automatically becomes a social member of The Club at Olde Cypress." Santorini's own Section 7.6 repeats it and adds the billing mechanism: social membership dues are "an individual assessment" collected by the master association "from each Owner and remitted" to the club. The club's membership page says social membership "is mandatory for all residents of the Olde Cypress community who do not hold a higher category of membership" and "is only available to those residing within the gates."
Social membership covers the clubhouse and dining, four clay tennis courts, two pickleball courts (tennis and racquets page), the fitness center and the pool, but not golf.
The course is an 18-hole, par 72 P.B. Dye design that opened in 1999 and plays from 6,711 to 4,132 yards, per the club's scorecard. Full Golf and Associate Golf are optional and open to residents and non-residents. The club describes itself as non-equity, charges no member assessments and has no food and beverage minimum, per its About Us page. One golf figure is first-party: members may use their own carts for an annual fee of $1,950, per the club's Club Insider article.
All 548 homes, Santorini's included, sit behind one staffed gatehouse on Treeline Drive, about a quarter mile north of Immokalee Road off Logan Boulevard North; the gatehouse number on the master association's neighborhood site map is (239) 592-5381. The clubhouse, courts, pool and practice range sit west of that gate, outside it, which is why non-residents can join the club without passing the gate. The restated master declaration disclaims any warranty of the gate or security service (Article XIII).
The HOA fees at Santorini Villas at Olde Cypress are one quarterly invoice from the villa association that includes the villa association's costs and the owner's share of the Olde Cypress Master Property Owners Association, plus separate club social dues; neither the association nor the club publishes the dollar amounts outside the resident portal and membership office.
The master association's About page explains the billing: owners receive quarterly invoices from their neighborhood association that "include the neighborhood costs plus the owner's share of the master association," and the fee covers the common grounds, landscaping, streetlights, signage, paving and stormwater "and basic exterior landscaping of each home." Santorini's bylaws match: the regular annual assessment is "paid in quarterly installments, in advance, due on the first day of the quarter" (Bylaws Section 6.5), on a calendar fiscal year (Section 6.11), and every lot pays "an equal share" (Declaration Section 3.3).
Santorini's quarterly amount is not published outside the resident portal as of September 2026, and a listing's typed "HOA fee" may be stale or omit the master share. The reliable figure is on the estoppel certificate, issued under Section 720.30851, Florida Statutes, and the adopted budget, which the bylaws require the board to deliver or make available to every member at no charge (Bylaws Section 6.3).
From the declaration, the villa share pays for the common areas, lawn care of every lot, irrigation, the common water lines, association insurance on common property, management and reserves (Sections 3.2, 5.1, 5.2 and 9.1). It does not pay for your roof, exterior or systems, or for painting unless the association has elected to assume it (Section 5.1).
The bylaws allow reserve accounts and special assessments for "unusual, unexpected, unbudgeted or non-recurring expenses" (Bylaws Sections 6.4 and 6.6). Because the association does not own the roofs, the largest capital item in a condominium budget is not in Santorini's; confirm the reserve balance and ask whether any special assessment is pending.
Olde Cypress has no community development district. Collier County's CDD layer shows none there, the state's dissolved special districts list shows no past one, and no Olde Cypress single-family parcel carries a non-ad valorem district levy on the 2026 roll. There is no bond line on a Santorini tax bill.
Santorini Villas at Olde Cypress owners carry four layers of cost: the quarterly villa invoice with the master share, mandatory club social dues and any optional golf, one-time charges at purchase including the villa's working capital contribution, and property tax, where the 2026 preliminary median bill on Santorini Court is $4,670.
Layer | Amount | When | Source |
|---|---|---|---|
Villa association assessment, including the master share | Not published (resident portal) | Quarterly, in advance | Master association About page; Santorini Bylaws Section 6.5 |
Club social membership | Mandatory; dues not published by the club | Annual, billed through the master association | Master declaration Section 14.02; Santorini Section 7.6 |
Club golf membership | Optional; initiation and dues not published by the club | Initiation plus annual dues | |
Private golf cart fee | $1,950 | Annual, golf members using their own cart | |
Santorini working capital contribution | Initial amount $1,000 under the 2019 amendment; current amount set by the Board | Once, at transfer of title | Santorini Declaration Section 3.11 as amended, OR 5627 PG 1158 |
Master working capital contribution | Board-set; current amount not located | Once, at transfer of title | Master declaration Section 8.13 |
Estoppel certificate | Statutory cap, currently $299 for a current account | Per request | Section 720.30851, Florida Statutes |
Property tax | 2026 preliminary median $4,670 on Santorini Court | Annual, November bill | Collier County Property Appraiser, 2026 tax roll |
Garbage (non-ad valorem) | $261.91 on a 2025 Olde Cypress bill example | Annual, on the tax bill | |
Community development district | None | Not applicable | County CDD layer |
The club does not publish initiation fees or dues; its fact sheet and golf guide sit behind request forms. Figures circulating online for golf initiation conflict widely, from roughly $45,000 to $175,000, and none is club-published, so we repeat none as a price. Get the current social dues, and any golf figures, in writing from the club's membership office at (239) 596-4797.
Two working capital contributions can apply: the villa's under Section 3.11 as amended in 2019 and the master's under Section 8.13, both Board-set. The Santorini text says only that it is "collected by the Association at the time of the transfer of title"; the contract decides who pays, customarily the buyer in Collier County.
Olde Cypress's 2025 millage was 9.5058 mills. The 2026 preliminary median total tax on Santorini Court is $4,670, but a buyer does not inherit it: the assessed value resets to just value the year after a purchase, as Florida's pre-contract property tax disclosure summary warns (Section 689.261, Florida Statutes). As rough arithmetic, 9.5058 mills on the median just value of $558,186 is about $5,306 before any exemption, and on the 36-month median sale price of $644,000 about $6,122; a homestead exemption lowers either figure. Budget on the just value the Property Appraiser sets after your purchase, not on the seller's bill.
A buyer at the $644,000 median should plan for the invoice, the social dues, a reset tax bill, homeowners insurance and possibly a flood policy, and get the two unpublished figures in writing before the inspection period ends. Selling a villa? A seller who hands buyers the estoppel figure and the club dues letter up front removes the questions buyers use to negotiate; call Jesse direct at (239) 898-6072 or request a free Santorini Villas at Olde Cypress home valuation. Buying? Call Marc at (239) 287-5873, and read how we represent buyers in Southwest Florida.
McGreevy and Comisar have been Top 1% Real Estate Agents Nationally Since 2008, and the fee stack above is the one we put in front of every Olde Cypress buyer and seller.
At Santorini Villas at Olde Cypress the owner maintains, repairs and replaces the villa itself, including the roof, exterior, windows, doors and systems, plus their side of the concrete party wall; the villa association maintains the common areas, water lines to each shut-off valve, irrigation and lawn care, and may choose to take on exterior painting.
Item | Who is responsible | Declaration section |
|---|---|---|
Common areas, their landscaping and electrical fixtures | Villa association | 5.1 |
Potable and non-potable water lines up to and including each lot's shut-off valve | Villa association | 5.1 |
Exterior painting of the villas | Owner, unless the association elects to assume it ("may, but shall not be obligated to") | 5.1 |
Lawn care, fertilization, insect and disease treatment on every lot | Villa association (maintenance only, not repair or replacement) | 5.2 |
Irrigation system located on a lot | Villa association | 5.2 |
Replacement of trees, shrubs, sod and other plantings on a lot | Owner | 5.3(E) |
The home and structure, including roof, entry and garage doors, windows, screens and hardware | Owner | 5.3(A) |
Regular cleaning of the roof and exterior "to discourage mold growth" | Owner | 5.3(A) |
The complete interior, walls, floors, ceilings, cabinets and plumbing | Owner | 5.3(B) |
Electrical lines, air conditioning, appliances, cable and sewer serving the lot | Owner | 5.3(C) |
Owner-added decks, pads and other improvements, including their insurance | Owner | 5.3(D) |
The owner's face of the party wall, with its drywall, studs, insulation, wiring and plumbing | Owner | 12.6 |
Front yard lamp (kept lit during darkness) and mailbox | Owner | 8.18 |
From the Santorini combined governing documents, OR 4911 PG 1167. Some lines in the recorded scan are partly illegible; where a word could not be read, the table follows the legible text only.
The declaration puts each roof on its owner, and any change of roof material or exterior color needs architectural approval, first at the villa level, where the Architectural Review Board has 30 days after complete plans to act (Section 6), then at the master level (master Article X). Exterior paint is the owner's unless the association assumes it. Two halves share a ridge line, so ask when each half's roof was replaced and whether both were permitted; a 20-year gap between halves is a pricing and insurance fact.
Under Section 9.3, if a home is damaged by "fire, windstorm, flood, tornado, hurricane or other casualty," the owner must begin repairs "within ninety (90) days" and finish "within nine (9) months thereafter," on "the original foundation." If not, Section 9.4 lets the association step in, take the insurance proceeds and lien the lot for any shortfall. Your own policy funds that repair, so its limits and deductible matter.
Section 12.6 describes "a common party wall constructed of concrete." Each owner maintains the face toward their own lot, an owner who causes structural damage must repair it "to a condition equal to or superior to that existing before said damage," and no owner may modify the wall "from its original construction." A renovation that opens or relocates plumbing on the shared wall is a conversation with the association and the neighbor first.
The Santorini Villas at Olde Cypress rules come from three layers: the 2013 Amended and Restated Declaration and Bylaws recorded at OR 4911 PG 1167 with its 2019 amendment, the 2019 Amended and Restated Declaration for Olde Cypress at OR 5700 PG 1118, and board rules at both levels; where the two declarations differ, the stricter rule controls.
Every owner is a member, and one villa officer casts all Santorini votes at the master level as a block (Sections 2 and 7.3). Assessments are equal shares secured by a lien under Section 720.3085 of the Florida Statutes (Section 3). Each owner holds an easement over any common area crossed by the driveway, and no owner may alter drainage onto a neighbor (Sections 4.6 and 4.7). The covenants run 30 years from the original declaration and renew automatically for 10-year periods, and amendments need a majority of the entire voting interests (Section 11). The board's interpretation of the documents is binding unless wholly unreasonable (Section 12.9).
The 2019 master declaration, recorded November 27, 2019 as Instrument 5796524, governs all nine neighborhoods. For a Santorini owner it adds the mandatory club social membership (Section 14.02), the club's status as private land that "is not a part of the Property" (Section 14.01) with no owner equity or vote (Section 14.03), the 60-day minimum lease and four-leases-a-year cap (Section 9.13), pet rules (Section 9.18), the lake and conservation rules (Sections 9.11 and 11.04), the golf cart rule (Section 9.31), the two-step architectural review (Article X) and the master working capital contribution (Section 8.13). Santorini's Section 8.19 incorporates every master use restriction by reference.
The master association's Realtors Information page governs how a Santorini villa is shown: public open houses on Saturday and Sunday from noon to 5 p.m. only, broker opens on weekdays, open house signs issued only by the guard house against a $20 refundable deposit, and one standardized green wooden For Sale sign. Outside open house hours, a buyer comes with an agent or owner or is phoned in to the guard house by a homeowner, per the master association's community access notice.
The master association's documents library hosts both sets, and the originals are in the Collier County Clerk's Official Records search. Board rules sit on the resident portal; ask the seller for them.
Santorini Villas at Olde Cypress is not a 55+ community. Neither the 2013 Santorini declaration nor the 2019 master declaration for Olde Cypress claims housing-for-older-persons status or restricts ownership or occupancy by age, so the villas are open to buyers of any age, subject to the same rules for everyone.
The single-story, low-maintenance layout often draws the assumption that Santorini is age-restricted. It is not, and nothing in the recorded documents creates an age verification process at sale or lease. Because this is a fair housing question, we describe the property and the documents, never the people who live there. Buying? Call Marc at (239) 287-5873.
Santorini Villas at Olde Cypress homes can be rented, but only as whole homes, in writing, to a natural person, after association approval, no more than four times a year, and for at least 60 days under the Olde Cypress master rule, which is stricter than the villa declaration's own 30-day minimum; short-term vacation rental is not allowed.
Rule | Santorini declaration (Section 10) | Master declaration and 2013 leasing amendment | What controls |
|---|---|---|---|
Minimum term | 30 days | 60 days | 60 days |
Leases per year | No more than 4 per calendar year, counted by first day of occupancy | No more than 4 leasehold interests per parcel per calendar year | 4 |
Approval | Association approval required; copy of the lease before occupancy | Board application with credit and background check; Board acts within 5 business days or the application is deemed denied | Both |
Who may lease | A natural person, not a corporation, partnership or trust | Whole parcel only | Natural person, whole villa |
Subleasing | Not allowed | Not allowed; room rentals, timeshares and home swaps count as leases | Not allowed |
Fees and deposits | Not stated | $100 application fee; $1,000 refundable common area deposit | $100 and $1,000 |
Tenant pets | Not permitted (Section 8.3) | Pets allowed under Section 9.18 | No tenant pets |
Sources: the Santorini combined governing documents and the Olde Cypress leasing amendment recorded at OR 4874 PG 3783.
A January-to-March seasonal tenant fits; nightly or weekly rental does not. Every tenant goes through two approvals, the association may terminate a lease for a rules breach as the owner's agent (Section 10.5), and if the owner falls behind it may collect rent directly from the tenant (Section 10.6). The tenant pet ban narrows the tenant pool.
Santorini Villas at Olde Cypress allows an owner up to two common household pets such as dogs or cats, each no more than 50 pounds at maturity, leashed or carried outdoors; tenants may not keep pets at all, and the board can remove a nuisance pet and limit breeds by rule.
Section 8.3 of the Santorini declaration reads, in part: "No more than two (2) Pets of a normal domesticated household type (such as cats or dogs) may be kept by an Owner and no Pet may exceed fifty (50) pounds at maturity. Tenants shall not be permitted to keep pets in the Association. Pets must be carried under the Owner's arm or leashed at all times when outside the Owner's property." The same section bans reptiles, monkeys, rodents, amphibians, poultry, swine, rabbits, ferrets and livestock, forbids commercial breeding or boarding, and lets the board adopt rules "which limit the breeds of animals which may be permitted."
The master declaration's Section 9.18 is broader, so Santorini's 50-pound limit, two-pet cap and tenant ban control on Santorini Court. A buyer with a large dog should know this before touring.
Federal and Florida fair housing law treat assistance animals differently from pets, and a request for one is a reasonable-accommodation request made to the association. The declaration's pet limits describe pets, not assistance animals.
Santorini Villas at Olde Cypress sits under Chapter 720 of the Florida Statutes, the homeowners association law, not Chapter 718, the condominium law. That means a resale seller owes the buyer the Section 720.401 disclosure summary before the contract is signed, the association issues estoppel certificates under Section 720.30851, and the condominium inspection laws do not apply.
Section 720.401, Florida Statutes requires that a prospective buyer of a parcel in a mandatory homeowners association receive a disclosure summary before signing the contract, stating that membership is mandatory, that recorded covenants govern use, and that assessments are owed and may change. If the summary is not provided before the contract is executed, the contract is voidable by the buyer within the statutory window. On a Santorini resale this is a pre-contract seller duty, and because Santorini is under two associations, the summary should name both the villa association and the master association.
Santorini's declaration says "up to $150.00" (Section 3.10), but state law now controls: Section 720.30851 caps the fee at $299 for a current account, plus $119 for three-day delivery, after CS/CS/HB 979. The certificate states the regular assessment, the paid-through date, any balance, and any capital contribution or transfer fee due at closing. It is valid for 30 days, or 35 if delivered electronically.
Florida's condominium milestone inspection and structural integrity reserve study laws do not apply. That is not "no building risk": each owner carries the structure and roof, so the buyer's own inspection, wind mitigation report and roof history do that work.
Santorini Villas at Olde Cypress carries the heaviest mapped flood exposure in the original Olde Cypress planned unit development on FEMA's effective May 16, 2012 map, with 32 footprints wholly in Zone AH, but FEMA's preliminary March 20, 2025 map places all 55 in Zone X, and eleven FEMA letters have removed individual villas.
Data updated: September 2026 (Southwest Florida MLS Matrix, retrieved 26 Sep 2026; Collier County Property Appraiser recorded sales file dated 29 Aug 2026)
On the effective May 16, 2012 Flood Insurance Rate Map, read through FEMA's National Flood Hazard Layer, 32 of the 55 Santorini footprints fall wholly in Zone AH, FEMA's shallow ponding zone with a base flood elevation, 7 fall partly in it, and 16 fall wholly in Zone X, outside the special flood hazard area. The nearby base flood elevation lines are 13.0 to 13.5 feet NAVD88, the highest of any neighborhood in the original planned unit development. FEMA's letters in the community name the flooding source as "ponding/overland flow," not coastal surge.
FEMA's Map Service Center holds eleven Letters of Map Amendment (LOMA) for Santorini Court structures issued between September 2012 and December 2017, the most of any Olde Cypress neighborhood; two of them each cover both halves of a building, so the letters reach 13 villas. The first, LOMA 12-04-6701A of September 20, 2012, records a lowest adjacent grade of 14.3 feet NAVD88; others include LOMA 13-04-1537A (January 2013, both halves of one building), LOMA 14-04-0475A (November 2013, both halves) and LOMA 18-04-1708A (December 2017). Each letter removes the named structure only, so one half of a building can hold a LOMA while the other does not. McGreevy and Comisar have been Top 1% Real Estate Agents Nationally Since 2008, and the LOMA check is the first flood step we take on any Santorini Court villa.
FEMA's preliminary flood hazard layer, issued March 20, 2025, places all 55 Santorini footprints in Zone X. The preliminary map is not effective: Collier County opened the 90-day appeal period on August 19, 2026 and targets an effective date in summer 2027. Until then, lenders apply the 2012 map and any letter of map change on file.
A lender decides per building. Ask for the villa's elevation certificate if one exists (Collier County holds two for Santorini Court), check the FEMA letters by address, and get a flood quote even where optional; in ZIP 34119 the median single-family NFIP policy costs $1,259 a year (OpenFEMA, September 8, 2026).
Every Olde Cypress home point falls in Collier County Evacuation Zone E on the county's hurricane evacuation zone layer, and sample points across the community fall in the state's Category 4 storm surge zone on the FDEM Collier surge map, meaning modeled surge reaches the area only in a Category 4 or stronger storm. Collier County's Florida Building Code wind load layers give an ultimate design wind speed of 160 mph for ordinary houses (Risk Category II) at every tested Olde Cypress point, above the 140 mph threshold the Florida Building Code uses to define the wind-borne debris region, so replacement windows and doors on a Santorini villa need impact-rated products or approved opening protection.
Hurricane Ian's 2022 surge flooding stayed south and west of US 41 and along the Gordon and Cocohatchee rivers, per the National Weather Service Miami Ian summary; Olde Cypress lies roughly 6.7 miles inland, by our measurement from coordinates. The census block group containing all of Olde Cypress shows only three NFIP claims ever, per OpenFEMA NFIP claims. We found no report naming Santorini Court for storm damage; absence of a report is not proof of none, so ask the seller.
Each owner insures their own building half on a homeowners policy, not an HO-6 behind a master policy; the association insures only common property (Section 9.1). Insurers price a 2000s-era home on roof age, roof-to-wall connections and opening protection, which the Uniform Mitigation Verification Inspection Form records; get a quote before the inspection period ends. Selling? A current wind mitigation report and the villa's LOMA, if it has one, are two documents that shorten a Santorini buyer's insurance search; call Jesse direct at (239) 898-6072 or request a free Santorini Villas at Olde Cypress home valuation. Buying? Call Marc at (239) 287-5873 and see how we represent buyers in Southwest Florida.
Santorini Villas at Olde Cypress is assigned for the 2026-2027 school year to Laurel Oak Elementary, Oakridge Middle and Aubrey Rogers High, per Collier County Public Schools' address lookup, the same assignment as every single-family street in Olde Cypress, and all three schools earned an A in each of the last three state grade releases.
Level | Assigned school (2026-2027) | 2026 state grade | Official site |
|---|---|---|---|
Elementary | Laurel Oak Elementary | A, 85% of points, the top elementary score in Collier | |
Middle | Oakridge Middle | A, 79% of points | |
High | Aubrey Rogers High | A, 75% of points, second among Collier high schools |
Assignments from the Collier County Public Schools address lookup for 2026-2027; every Santorini Court address record returned the same three schools, and the district's 2026-2027 data shows no rezoning against 2025-2026. Grades are the Florida Department of Education's, cited through the Naples Daily News report on 2026 Collier school grades and its school grade database, because the state's own workbook blocks automated download.
One caution on the Olde Cypress name: Fairway Preserve at Olde Cypress, the condominium outside the gate, is zoned to Gulf Coast High, not Aubrey Rogers. School assignments can change year to year, so confirm on the district's attendance zone map for the specific address before relying on it.
Santorini Villas at Olde Cypress permit history lives villa by villa in Collier County's building permit records, and the recorded documents that matter most for a buyer are the elevation certificates, FEMA letters and the two association instruments recorded since 2013; we read the recorded instruments and the county's flood files, not every villa's permit file.
We read the recorded villa and master documents, the eleven FEMA letters on Santorini Court and the county's elevation certificate layer, which holds two Santorini Court certificates among 65 in the community. Collier County's Building Bulletin 21 explains when the county requires a survey and elevation certificate for permitted work.
We did not pull roof, window, air conditioning or remodel permits for individual villas. For a specific villa, the seller's disclosure, the permit history for that address from Collier County Growth Management, and the roof permit date are the three items to put in the buyer's file. On a two-home building, pull both halves: a neighbor's roof permit tells you when your ridge line and flashing were last opened.
Santorini Villas at Olde Cypress sits inside a built-out community, so the changes that matter are around it: an over-capacity Immokalee Road segment, a planned diverging diamond interchange at I-75 Exit 111, a $20.5 million Immokalee Road project programmed for fiscal 2028, and fire district land to the east with no public plan.
Collier County's 2025 Annual Update and Inventory Report grades the Immokalee Road link from Logan Boulevard to Collier Boulevard, along the community's southern edge, at level of service F with an existing deficiency, at 103.4 percent of peak-hour capacity. The county's named relief is a parallel east-west route: Vanderbilt Beach Road Extension Phase I reached substantial completion in June 2026 and opened with a ribbon cutting on July 1, 2026. FDOT's I-75 Golden Gate Parkway to Alico Road project includes rebuilding the Immokalee Road interchange as a diverging diamond; treat 2027 as the earliest realistic construction year. The Collier MPO FY2027 to 2031 Transportation Improvement Program programs $20,498,000 of construction in FY2028 on Immokalee Road from Livingston Road to Logan Boulevard, west of the community.
The North Collier Fire Control and Rescue District owns about 19 acres of agriculturally zoned land immediately east of Olde Cypress, use unknown; any change would need county approvals with public notice. Across Immokalee Road sit a 159-unit apartment community, a planned medical office site and the Laurel Oak Elementary and Gulf Coast High campus.
Santorini Court is a dead-end street off Olde Cypress Drive in the interior of the community, well away from Immokalee Road, so the road work shows up as drive time, not noise. The single Treeline Drive entrance means community streets carry no through traffic, and none of the pipeline projects crosses the gate.
Daily logistics at Santorini Villas at Olde Cypress run through one staffed gate on Treeline Drive at Logan Boulevard North: I-75 Exit 111 is about 1.6 road miles from the gate, Sprouts is about 0.6 mile, Mercato about 7.3 miles, and the beach at Delnor-Wiggins Pass about 7.0 miles, with Santorini Court adding interior distance.
Every visitor, contractor and delivery comes through the Treeline Drive gatehouse, (239) 592-5381, under the master association's community access notice. Open house visitors come only during the Saturday and Sunday noon-to-5 window unless an agent or owner brings them.
Destination | Road miles from the Treeline Drive entrance | Modeled minutes, no traffic |
|---|---|---|
I-75 Exit 111 (Immokalee Road) | 1.6 | About 3 |
Sprouts Farmers Market, Logan Boulevard | 0.6 | Not modeled |
Naples Airport terminal | 11.9 | About 18 |
Southwest Florida International Airport terminal | 21.1 | About 27 |
Downtown Naples, Fifth Avenue South | 14.5 | About 23 |
Mercato | 7.3 | About 14 |
Delnor-Wiggins Pass State Park | 7.0 | About 14 |
Vanderbilt Beach | 8.2 | About 15 |
Routes and free-flow times from the OSRM routing engine on OpenStreetMap roads, run September 23 and 26, 2026, from the Treeline Drive and Logan Boulevard North intersection. Santorini Court is in the northern interior of the community; the far end of Olde Cypress adds up to about 1.4 road miles to any figure, so round up, and round up again in season when Immokalee Road slows.
Plan on the garage: boats, trailers, golf carts and commercial vehicles stay in it (Section 8.9), overnight street parking is barred, and driveways are short. Golf carts may use community streets under master Section 9.31. NCH's Emergency Department Northeast is about 2.4 miles from the entrance.
Santorini Villas at Olde Cypress is the only attached product among the nine Olde Cypress neighborhoods, the one with the smallest lots and lowest just values, and one of only four with ten or more MLS closings in 36 months, alongside Da Vinci Estates, Lantana and the three-unit Olde Cypress association.
Neighborhood | Homes (2026 roll) | Product | MLS closings, 48 months | MLS closings and median sold price, 36 months | County qualified sales and median, 36 months | Median 2026 preliminary just value | Homestead share |
|---|---|---|---|---|---|---|---|
Santorini Villas | 55 | Attached paired villas | 13 | 12, $644,000 | 11, $640,000 | $558,186 | 56.4% |
Units One, Two and Three | 185 | Detached | 31 | 21, $1,285,000 | 20, $1,280,000 | $1,195,234 | 73.5% |
Terramar | 55 | Detached | 11 | 8, $1,137,000 (small sample) | 8, $1,137,000 (small sample) | $965,006 | 65.5% |
Santa Rosa | 27 | Detached | 4 | 3, $1,512,500 (small sample) | 3, $1,512,500 (small sample) | $1,079,324 | 66.7% |
Egret Cove | 18 | Detached | 2 | 1, $1,200,000 (single sale) | 0 | $828,724 | 88.9% |
Strada Bella | 18 | Detached estate | 1 | 1, $1,775,000 (single sale) | 1, $1,775,000 (single sale) | $1,365,158 | 66.7% |
Biscayne Place | 8 | Detached estate | 0 | 0 | 0 | $1,704,810 | 25.0% |
Da Vinci Estates | 60 | Detached estate | 17 | 12, $2,387,500 | 12, $2,387,500 | $1,657,416 | 73.3% |
Lantana | 122 | Detached | 28 | 20, $1,335,000 | 18, $1,285,000 | $1,045,298 | 63.9% |
Southwest Florida MLS Matrix, pulled September 26, 2026 (closings to September 26, 2026, neighborhood assigned by street address); Collier County Property Appraiser recorded qualified sales (file dated August 29, 2026) and 2026 tax roll (preliminary). Even-n medians are the mean of the middle pair; windows under ten sales are small samples.
Santorini's $644,000 36-month MLS median is about half of Units One, Two and Three's and just over a quarter of Da Vinci Estates'. The closest detached comparisons on price are the compact golf homes: Egret Cove at Olde Cypress, 18 homes on one cul-de-sac, and Lone Pine Lane inside the Units One, Two and Three at Olde Cypress association. The closest on age and layout is Terramar at Olde Cypress, built in the same 2000 to 2006 window with every home on the golf course. Buyers stepping up from a villa to newer detached construction usually look next at Lantana at Olde Cypress, built 2013 to 2016.
Santorini's 13 MLS closings in 48 months are the fourth-highest count among the nine neighborhoods, behind only the 185-home Olde Cypress association, 122-home Lantana and 60-home Da Vinci Estates, and ahead of every other neighborhood of 55 homes or fewer. The small estate enclaves, Strada Bella at Olde Cypress, Biscayne Place at Olde Cypress and Santa Rosa at Olde Cypress, can go years without an MLS sale, and Da Vinci Estates at Olde Cypress trades at more than three times Santorini's price. Santorini has a real comparable set.
All nine share the gate, the master association, the club social membership, the 60-day minimum lease, the no-CDD tax bill and the school assignment, all covered in the Olde Cypress community guide. For the community-wide playbooks, see selling a home in Olde Cypress, what an Olde Cypress home is worth and buying a home in Olde Cypress. Selling a villa? Request a free Santorini Villas at Olde Cypress home valuation or call Jesse direct at (239) 898-6072. Comparing neighborhoods as a buyer? Call Marc at (239) 287-5873, or read how we represent buyers in Southwest Florida.
Santorini Villas and Egret Cove at Olde Cypress are the two smallest-lot, lowest-price golf neighborhoods behind the Olde Cypress gate, but they are different products: Santorini is 55 attached paired villas that trade several times a year, Egret Cove is 18 detached homes on one all-golf cul-de-sac that have not recorded a qualified sale since February 2023.
Factor | Santorini Villas at Olde Cypress | Egret Cove at Olde Cypress |
|---|---|---|
Product | Attached paired villas sharing a concrete party wall | Detached single-family homes |
Homes (2026 roll) | 55 | 18 |
Street | Santorini Court | Olde Cove Way |
Association | Santorini Villas Homeowners' Association, Inc. (N00000002605) | Egret Cove of Naples Homeowner's Association, Inc. (N00000000510) |
Year built (2026 roll) | 2000 to 2005, median 2003 | 2000 to 2002, median 2001 |
Median lot | 0.15 acre | 0.255 acre |
Golf-adjacent lots | 36 of 55 | 18 of 18 |
Median 2026 preliminary just value | $558,186 | $828,724 |
Median 2026 preliminary total tax | $4,670 | $4,952 |
Homestead share | 56.4% | 88.9% |
MLS closings, 48 months | 13, median $645,000 | 2, $1,025,000 and $1,200,000 (2023) |
Median sold $ per living sq ft, 48 months | $335.69 (n = 13) | $375.08 (n = 2, small sample) |
Active listings, September 26, 2026 | 2 | 0 |
Effective 2012 flood map, footprints wholly Zone AH / partly / wholly Zone X | 32 / 7 / 16 | 3 / 7 / 8 |
FEMA LOMAs on the street | 11 letters, 13 villas | 2 |
Preliminary March 2025 flood map | All 55 Zone X | All 18 Zone X |
Roof, exterior and structure | Owner, coordinated with the attached neighbor | Owner |
Tenant pets | Not permitted | Per Egret Cove documents |
Southwest Florida MLS Matrix, pulled September 26, 2026; Collier County Property Appraiser, 2026 tax roll (preliminary) and recorded sales file dated August 29, 2026; FEMA National Flood Hazard Layer and Map Service Center; Florida Division of Corporations.
Price first: Egret Cove has not traded below $1,025,000 in the MLS since 2022, and no Santorini villa above $800,000. Then liquidity: Egret Cove's last qualified sale was February 2023. Then flood: Egret Cove's mapped exposure is among the lightest in the original planned unit development, Santorini's the heaviest.
Choose Santorini Villas if you want the lowest entry price to an Olde Cypress address and its club, a single-story home with association lawn care, and a street where villas actually come up for sale, and you are comfortable sharing a wall and coordinating a roof. Choose Egret Cove if a detached home with no shared wall and a fairway behind every house is worth several hundred thousand dollars more to you, and you can wait for one of 18 homes to list. Read the Egret Cove at Olde Cypress guide for its side of the comparison. Selling on Santorini Court? Call Jesse direct at (239) 898-6072 or request a free Santorini Villas at Olde Cypress home valuation. Weighing the two as a buyer? Call Marc at (239) 287-5873, or see how we represent buyers in Southwest Florida.
Owning at Santorini Villas at Olde Cypress trades a lower price and association lawn care for a shared wall, a smaller lot and owner responsibility for the roof and exterior; the flood map, the unpublished fees and a slower recent market are the cons a buyer should price in before writing an offer.
If you're searching for a Santorini Villas at Olde Cypress listing agent, or thinking, 'I need someone to sell my Santorini Villas at Olde Cypress home...' you are selling the only attached product behind the Olde Cypress gate, where plan, view and roof age decide the result. McGreevy and Comisar are Top 1% Real Estate Agents Nationally Since 2008.
In the last 12 months we tracked all 26 Olde Cypress closings in the Southwest Florida MLS, pulled September 26, 2026, and every one of Santorini's four. As the leaders of Domain Realty Group our team has closed over $2.5 billion in real estate, and Jesse McGreevy and Marc Comisar account for over $900 million in personal sales inside that number.
Honors and recognition:
Start with a free Santorini Villas at Olde Cypress home valuation. Jesse follows up with the Santorini sales that fit your villa: the same plan family, golf or interior lot, roof age, finish level and any lease in place. For the full seller playbook, read how we sell homes in Santorini Villas at Olde Cypress.
(239) 898-6072, text or call. Confidential conversations welcome. Buying instead? Read how we represent buyers in Southwest Florida.
For a villa priced to the recent closings, yes: two actives against about four closings a year is 6.0 months of supply, and the winter buyer season starts in the fall. For a villa priced to the 2023 peak, the 87-to-278-day marketing times since 2025 are the likely result.
Against the five three-bedroom MLS closings since 2022, 1,800 to 1,895 square feet at $600,000 to $800,000, and especially the last two at $634,800 and $643,000, adjusted for golf exposure, roof age and finish.
Usually, and it shows in price per square foot more than in total price. Thirty-six of the 55 lots border the course; in the MLS record the highest ratios per living square foot went to smaller villas, which points to view and finish rather than size.
No. The Santorini declaration requires association approval for leases; we found no sale-approval or right-of-first-refusal clause in its legible text. You do need the estoppel certificate and the Section 720.401 disclosure summary.
Yes, subject to the lease. The buyer takes the lease, showings go through the tenant, and the tenant cannot keep a pet on Santorini Court under Section 8.3, which some buyers of tenanted villas ask about.
Santorini Villas at Olde Cypress owners and buyers work directly with Jesse McGreevy and Marc Comisar, who have sold Southwest Florida real estate for more than twenty years, lead Domain Realty Group, and read every recent Santorini sale and recorded document in Olde Cypress before writing this guide.
You can read the longer version of how the team was built on our about the McGreevy and Comisar team page. McGreevy and Comisar are the Domain Realty team behind this Santorini Villas at Olde Cypress guide: Jesse McGreevy, Sales Associate, and Marc Comisar, Broker Associate. Jesse has been in the business since October 2004, the team launched in October 2008, and both work the North Naples gated golf market that Olde Cypress anchors.
McGreevy and Comisar lead Domain Realty Group, a full-service Southwest Florida real estate team. Learn more about our team at DomainRealtyGroup.com.
McGreevy and Comisar are Top 1% Real Estate Agents Nationally Since 2008.
McGreevy and Comisar is a top-reviewed Santorini Villas at Olde Cypress realtor on Google, and the quotes below are genuine five star client reviews reproduced in the reviewer's own words. We publish no aggregate score and no star rating widget. Read the full set on the McGreevy and Comisar Google Business Profile.
★★★★★ “I can only say he is a refreshing and highly motivated professional. No tricks exaggerations nor falsehoods. His way of bringing quality clients is exceptional. He does not bring lookers. He brings buyers!” Dennis Overton, verified Google review
★★★★★ “Their attention to detail communication and dedication was known the moment we spoke. Would highly recommend.” Kaitlyn Heffner, verified Google review
★★★★★ “He did a great job planning and made the most of the time we had together. I would highly recommend reaching out to Marc for any real estate needs.” Mary Tengel, verified Google review
★★★★★ “Marc knows the market, works for his buyer and is attentive to his goals.” Margaret Whalen, verified Google review
Selling a Santorini Villas at Olde Cypress home? Get a free Santorini Villas at Olde Cypress home valuation, or call Jesse direct at (239) 898-6072.
Buying at Santorini Villas at Olde Cypress? Call Marc at (239) 287-5873, read our Santorini Villas buyer guide, or see how we represent buyers in Southwest Florida.
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.
These Santorini Villas at Olde Cypress buyer questions are answered from the recorded villa and master declarations, Collier County, State of Florida and FEMA records, the club's own pages and the Southwest Florida MLS Matrix, pulled September 26, 2026. Where the record stops, the answer says so and names the document that would settle it.
The only attached-home neighborhood inside the gated Olde Cypress golf community in North Naples: 55 fee-simple paired villas on Santorini Court, governed by Santorini Villas Homeowners' Association, Inc. under Chapter 720.
No. Each owner holds a deed to a platted lot and the villa half on it. There is no declaration of condominium, no undivided common-element share and no condominium master insurance policy.
This page covers Santorini Villas at Olde Cypress in ZIP 34119. Other Florida communities use the Santorini name, and Fairway Preserve at Olde Cypress is a separate condominium outside the gate.
On Santorini Court, a dead-end street off Olde Cypress Drive in the community's northern interior, reached only through the staffed gate on Treeline Drive.
Fifty-five on the 2026 preliminary Collier County roll, in 28 two-lot buildings on the county's footprint layer.
Between 2000 and 2006, per the county roll and footprint layers.
About 1,780 to 2,265 living square feet in MLS records since 2022, on lots of 5,428 to 15,700 square feet, median 6,639.
Three plan families appear in MLS records: two bedrooms plus a den, three bedrooms, and three bedrooms plus a den, all with two full baths.
The 36-month MLS median is $644,000 on 12 closings, from $600,000 to $800,000 (Southwest Florida MLS Matrix, September 26, 2026).
A median of $338.04 per living square foot over 36 months (n = 12), with individual sales from $298.23 to $444.44.
Down from the 2023 to early 2024 run of $718,000 to $780,000, and steady since late 2024 at mostly $600,000 to $645,000.
A median 43 days over 36 months (n = 10) and 75 over the last 12 (n = 4, small sample).
On September 26, 2026, two actives and none pending: a 2,240 square foot three-bedroom at $749,900 and a 1,783 square foot two-bedroom-plus-den at $630,000.
One quarterly invoice covering the villa association and master share, plus club social dues; neither is published, so use the estoppel certificate and the club's membership office.
Social membership is mandatory under master declaration Section 14.02 and Santorini Section 7.6. Golf membership is optional and bought separately from the club.
Yes: villa and master working capital contributions, both Board-set (the villa's initial amount is $1,000 under the 2019 amendment), stated on the estoppel.
No. Olde Cypress has no community development district.
The 2026 preliminary median is $4,670, but a buyer's bill resets to the new just value the year after purchase.
The owner, under Section 5.3 of the Santorini declaration.
The villa association, under Section 5.2; replacing plants and sod is the owner's.
Under Section 9.3 you must start repairs within 90 days and finish within nine months, funded by your own homeowners policy.
No. Neither declaration restricts ownership or occupancy by age.
Yes, as a whole home, to a natural person, with association approval, at least 60 days per lease under the master rule, and no more than four leases a year.
No. The 60-day master minimum rules out nightly and weekly rental.
Owners may keep up to two household pets, each no more than 50 pounds at maturity, leashed or carried outdoors. Tenants may not keep pets.
On the effective 2012 FEMA map, 32 footprints are wholly Zone AH, 7 partly and 16 wholly Zone X; the preliminary March 2025 map, not yet effective, shows all 55 in Zone X.
Only if your lender requires it for that building, which depends on its effective zone and any FEMA letter covering it.
Laurel Oak Elementary, Oakridge Middle and Aubrey Rogers High for 2026-2027, all rated A in each of the last three state grade releases.
Santorini is 55 attached villas with 13 MLS closings in 48 months; Egret Cove is 18 detached all-golf homes whose two 2023 closings were $1,025,000 and $1,200,000.
The estoppel figure, club dues in writing, roof age on both halves, flood zone and any LOMA, and a wind mitigation report.
With an agent at any time the gate allows, or at public open houses on Saturdays and Sundays from noon to 5 p.m. Call Marc at (239) 287-5873 to set up a tour.
These Santorini Villas at Olde Cypress seller questions are answered from the same records: the Southwest Florida MLS Matrix pulled September 26, 2026, the county's recorded sales file dated August 29, 2026, the recorded declarations and Florida law. The contract, not this page, controls who pays what at closing.
Start with the last three closings, $630,000 to $643,000, and the 36-month median of $644,000, then adjust for plan, golf exposure, roof age and finish. Request a free Santorini Villas at Olde Cypress home valuation for your villa.
$643,000 in May 2026, $634,800 in January 2026, $800,000 in November 2025 and $630,000 in October 2025 in the MLS.
They struggle here: with four closings a year, one outlier can swing an automated estimate.
It usually does; 36 of 55 lots border the course, and view and finish carry more weight than size.
A current roof, impact openings and updated kitchens show up in price per square foot, which ranged from $298 to $444.
Sales have run about 15 percent above the $558,186 median just value, which is an assessment, not a price.
The 36-month median is 43 days (n = 10), but listings since 2025 have taken 49 to 278 days; pricing to recent closings is what shortens it.
Two actives and none pending on September 26, 2026, which is about 6.0 months of supply at the recent pace.
Late fall through winter, when seasonal buyers are in Naples.
We describe property, not people: 56.4 percent of villas are homesteaded and 15 owners mail tax bills out of state, so marketing must reach both markets.
Ask each candidate to price your villa against the last three Santorini closings. McGreevy and Comisar are Top 1% Real Estate Agents Nationally Since 2008 and tracked every Santorini sale since 2022.
Cinematic video, drone, photography and our qualified-buyer database, with documents ready before the first showing.
Yes, on Saturdays and Sundays from noon to 5 p.m., with signs issued by the guard house against a $20 refundable deposit, per the master association's realtor rules.
One standardized green wooden For Sale sign under the master association's rules; no other sign style is allowed.
Yes. You still owe the Section 720.401 summary, the property tax disclosure summary and known-defect disclosure.
We found no sale-approval clause in the legible Santorini declaration; approval applies to leases.
The Section 720.401 disclosure summary before contract, the Section 689.261 property tax disclosure summary, your known-defect disclosure, and the governing documents and estoppel certificate.
Yes. If the buyer signs before receiving it, the contract is voidable by the buyer under the statute. Deliver it with the listing file.
Usually one, from the villa association, which bills the master share; confirm it covers both.
Up to $299 under Section 720.30851 for a current account, more for rush or delinquent accounts; the contract decides who pays.
The declaration only says it is collected at transfer of title; the contract assigns it, and in Collier County the buyer customarily pays it.
In Collier County the buyer customarily pays for the owner's title policy and chooses the closing agent, so it is not a normal seller cost here; the contract controls.
Deed documentary stamp tax at $0.70 per $100, about $4,508 on $644,000, plus the commission you negotiate, prorations and payoffs.
The quarterly assessment is prorated to the closing date, and property taxes, paid in arrears, are credited from seller to buyer for the seller's share of the year.
Yes, but the estoppel will show it, and the contract should say who pays remaining installments; disclose it early.
Only if 60-day minimum leases, four a year, association approval and a no-pet tenant pool fit your plans.
Yes, subject to the lease; the buyer takes it, and the closing should line up with its end date.
The social membership attaches to ownership, so your buyer becomes a social member automatically; any golf membership is between the buyer and the club.
Not required, but a current report helps buyers get insurance quotes quickly.
Yes. A LOMA removes that structure from the flood zone on the effective map.
Possibly; federal rules and the primary-residence exclusion depend on your facts, so ask your tax adviser before listing.
Two listings in one building compete directly, so price and time yours with that in mind.
Every fact in this Santorini Villas at Olde Cypress guide traces to a primary record below: the recorded villa and master documents, the club, Collier County, the State of Florida, FEMA and federal data, schools and hospitals, and dated trade reporting. All links were retrieved in September 2026. No brokerage, listing portal or IDX feed is cited.
Santorini Villas at Olde Cypress's key documents are published by the master association, the State of Florida, Collier County and the Florida Office of Insurance Regulation; the table links each to its issuing authority. Recorded originals are available through the Collier County Clerk's Official Records search.
Document | Issued by | Date | Link |
|---|---|---|---|
Santorini Villas Amended and Restated Declaration and Bylaws | Santorini Villas Homeowners' Association (recorded OR 4911 PG 1167) | April 23, 2013 | |
Santorini Villas Certificate of Amendment | Santorini Villas Homeowners' Association (recorded OR 5627 PG 1158) | May 8, 2019 | |
Amended and Restated Declaration for Olde Cypress | Olde Cypress Master Property Owners Association (recorded OR 5700 PG 1118) | November 27, 2019 | |
Conditions for renting and leasing in Olde Cypress | Olde Cypress Master Property Owners Association (recorded OR 4874 PG 3783) | 2013 | |
Community access notice | Olde Cypress Master Property Owners Association | November 2024 | |
Floodplain protection newsletter | Collier County | 2026 | |
Uniform Mitigation Verification Inspection Form | Florida Office of Insurance Regulation | rev. January 2012 |
Market data from Southwest Florida MLS, pulled September 2026. McGreevy and Comisar, Best Realtor for Santorini Villas at Olde Cypress. Brokered by Domain Realty. Jesse McGreevy, FL Lic. SL3101296 · Marc Comisar, FL Lic. BK3060671.
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.