Start Your Countryside Buyer Consultation
Contact Details

Jesse McGreevy

[email protected]

(239) 898-6072

24031 S Tamiami Trl #101

Bonita Springs, FL 34134

Marc Comisar

(239) 287-5873

Mon to Fri, 9 am to 6 pm

Weekends by appointment

McGreevy and Comisar, Brokered by Domain Realty

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

Buying in Countryside Golf and Country Club means choosing a neighborhood and, with it, a golf or social membership that stays with the home, inside a 1,133-home gated club that finished a roughly $15 million rebuild of its clubhouse, pool and pickleball courts in late 2025. Marc Comisar and Jesse McGreevy represent Countryside buyers from the first tour through closing. Countryside is off Santa Barbara Boulevard in Naples, Florida, ZIP 34104 (Countryside Golf and Country Club), and our full guide is the Countryside Golf and Country Club community guide.

Call Marc at (239) 287-5873 to start, and read how we represent buyers in Naples. Owners thinking of selling should see our Countryside seller page and the Countryside home valuation page, or Call Jesse direct at (239) 898-6072.

Buy a Home in Countryside Golf and Country Club With McGreevy and Comisar

Buying a home in Countryside Golf and Country Club with McGreevy and Comisar, Top 1% Real Estate Agents Nationally Since 2008, means a buyer’s agent who knows which neighborhoods carry golf or social memberships, what the master and local associations charge, and the 43 closings we tracked in the last 12 months at a $440,000 median (Southwest Florida MLS, Aug 11, 2025 to Aug 11, 2026).

Why Buyers Work With Us

McGreevy and Comisar are the #5 real estate team in Florida in the 2026 RealTrends rankings and the #1 Team in Southwest Florida since 2012. Jesse has worked Southwest Florida real estate since 2004; the team has sold together since 2008. Compare teams on our guide to the best real estate agents in Naples, and read about McGreevy and Comisar.

  • 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.

Table of Contents

What Does a Countryside Golf and Country Club Home Cost?

A Countryside Golf and Country Club home cost a median $440,000 across the 43 closings we tracked in the 12 months to August 11, 2026, from $217,000 to $875,000, with single-family homes at a $699,000 median and condominiums from a $236,000 median in Country Glen to $475,000 in Countryside Verandas (Southwest Florida MLS).

Data updated: August 2026

Neighborhood (MLS name)ClosingsMedianRange
Single-family (COUNTRYSIDE)13$699,000$550,000 to $875,000
Country Hollow7$460,000$418,000 to $560,000
Country Glen6$236,000$230,000 to $320,000
Countryside Verandas5$475,000$400,000 to $530,000
Country Haven4$258,000$250,000 to $275,000
Country Manor4$305,000$217,000 to $315,000
Countryside Condos4$339,500$315,000 to $365,000
Active listings21 active, Oct 22, 2026$299,000 list$210,000 to $749,000 list

Source: Southwest Florida MLS, closed sales Aug 11, 2025 to Aug 11, 2026; active listings as of Oct 22, 2026. Thin samples: read four to seven sales as a guide.

The Yearly Club Bill

Line, 2025 to 2026Golf homeSocial home
Annual dues$7,417.00$4,828.00
Cable and WiFi, 4 x $221.47$885.88$885.88
Countryside 2.0 assessment, 4 x $293.85 (until Jan 1, 2033)$1,175.40$1,175.40
Food minimum FY2025-26$0.00$0.00
Master total before the local fee$9,478.28$6,889.28

Our arithmetic on the Countryside buyer packet, 2025. Add your local association’s quarterly fee, which varies by neighborhood and is not published centrally (membership page).

What You Pay at Closing

“All buyers pay a one-time Resale Capital Contribution fee in the amount of $12,000” (Countryside buyer packet, 2025); the buyer also pays the estoppel fee and any remaining food minimum, and reimburses the seller’s prepaid dues and condominium fees (membership page). In Collier County the buyer customarily pays for the owner’s title policy.

Ready to Tour Countryside?

Selling a home first? Call Jesse direct at (239) 898-6072 or get a free Countryside home valuation. Buying? Call Marc at (239) 287-5873 and see how we represent buyers in Naples; our Naples buyer guide covers financing and contracts.

Golf or Social: Which Countryside Golf and Country Club Membership Fits You?

The Countryside Golf and Country Club membership that fits you depends on how often you play: a golf membership gives year-round course access for $7,417 in 2025 to 2026 dues, while a social membership gives the clubhouse, pool and Wellness Center year round and the course on a space-available basis in season, October to April, and freely in summer, for $4,828 (Countryside buyer packet, 2025).

The Membership Is Fixed by the Home

“Memberships are deeded with the property purchased and are non-transferrable,” and a social home cannot be converted to golf (membership page). The declaration caps full golf memberships at 850 (2025 Certificate of Amendment).

Which Neighborhoods Are Which

The 2025 buyer packet lists single-family homes, Coventry Court (Country Manor) and Country Hollow among golf properties, and St. Ives Way (Country Haven) and Glenmoor Lane (Country Glen) as social (Countryside buyer packet, 2025). For the Verandas and Province Way buildings, we confirm the membership on the estoppel before you offer.

The Golf Itself

An 18-hole par 70 originally designed by Arthur Hills and redesigned by Kipp Schulties in 2019, with a practice range, short-game area, two putting greens and summer reciprocal play at select local clubs (Countryside golf; membership page).

Which Countryside Golf and Country Club Neighborhood Fits You?

The Countryside Golf and Country Club neighborhood that fits you depends on product, membership and budget: single-family homes on Countryside Drive and Saint James Way, golf condominiums in Country Hollow and Country Manor, the Verandas and Province Way condominiums (membership confirmed on the estoppel), or social condominiums in Country Glen and Country Haven at the lowest medians (DBPR condominium extract; Southwest Florida MLS).

NeighborhoodStreetRecordedUnitsMedian, 12 months
Single-family homesCountryside Dr, Saint James Way, Granville Ctplatted sectionsabout 221$699,000 (13 sales)
Country HollowCountry Hollow Ct1989106$460,000 (7)
Countryside VerandasVeranda Way1987 to 1988212 (state rows)$475,000 (5)
Countryside CondosProvince Way198790 (state rows)$339,500 (4)
Country ManorCoventry Ct1988 to 1992240$305,000 (4)
Country HavenSaint Ives Way1987 to 1989150$258,000 (4)
Country GlenGlenmoor Ln1989 to 1991114$236,000 (6)

Sources: DBPR condominium extract; Collier County address points; Southwest Florida MLS, Aug 11, 2025 to Aug 11, 2026.

Two Associations, Two Rule Books

Every home belongs to the master and to one of 34 local associations (Countryside welcome page); leasing minimums, pet limits and parking are set locally, so we pull the local declaration for every home you consider.

What Comes With a Countryside Golf and Country Club Home?

A Countryside Golf and Country Club home comes with the rebuilt clubhouse and its three dining rooms, an 80,000-gallon resort pool with beach entry and lap lanes, four lighted pickleball courts, lighted Har-Tru tennis, two Har-Tru bocce courts and a Wellness Center with locker rooms, plus the golf course under your membership (Florida Weekly; membership page).

Dining

The Lakeview Lounge seats 156 around an oval bar, and the Main Dining Room and Four Seasons Room seat 168 (Florida Weekly). The food minimum is $0 for FY2025-26 (Countryside buyer packet, 2025).

Clubs and Classes

Bridge, mah jongg, book clubs, art, bocce, a women’s bowling league and fitness classes from Zumba to yoga (activities page; Countryside home page).

Tennis

Lighted Har-Tru courts with in-season clinics included in the $25 Tennis Association season membership (activities page).

What Should a Countryside Golf and Country Club Buyer Know About Flood and Insurance?

A Countryside Golf and Country Club buyer should know that 58 of 60 sampled addresses are FEMA Zone X on the map effective February 8, 2024, the community is in evacuation Zone C outside the Coastal High Hazard Area, and homes date from 1987 to 1992, so roof, window and system age drive the insurance quote more than the flood map does (FEMA NFHL).

Flood Insurance in Zone X

In Zone X a federally backed lender generally does not require flood insurance, though many owners buy it; Collier’s CRS Class 5 rating lowers NFIP premiums (Collier floodplain management). The two sampled AE points sit on single-family plat codes, and the preliminary map moves two Davis Boulevard points into AE (FEMA Preliminary NFHL); check the exact address.

Hurricane Record

Ian produced 6 to 9 feet of maximum inundation in coastal Naples (NHC Ian report); Countryside lies inland on Zone X ground. Ask for the seller’s disclosure and claims history.

Inspections

Order a general inspection, a four-point and a wind mitigation report; for a condominium, ask the local association for its roof date and insurance certificate.

Where Is Countryside Golf and Country Club, and What Is Nearby?

Countryside Golf and Country Club is off Santa Barbara Boulevard between Davis Boulevard and Radio Road, about 9 free-flow minutes from I-75, 12 from Fifth Avenue South and 45 from RSW, zoned for Calusa Park Elementary, East Naples Middle and Lely High, with a Whole Foods-anchored center planned 0.67 miles away (OSRM, Oct 2026; CCPS 2026 Accountability Brief; Naples Press).

DestinationRoad milesFree-flow minutes
I-75 Exit 1013.29
Fifth Avenue South5.512
Physicians Regional, Collier Blvd5.513
NCH Baker Hospital Downtown6.415
Naples Pier6.715
Coastland Center7.316
Mercato11.924
Tigertail Beach, Marco Island18.337
RSW airport33.145

Source: OSRM routing from the community centroid, Oct 2026; season traffic adds time.

Compare Before You Choose

Berkshire Lakes, from the same original planned development, has no golf and a $690 master fee for 2026 (BLMA 2026 Budget); Glen Eagle is the other bundled club next door; Kings Lake is a no-golf option off Davis Boulevard.

What Does It Cost to Own a Countryside Golf and Country Club Home Each Year?

The yearly cost to own a Countryside Golf and Country Club home is the master bill ($9,478.28 for golf or $6,889.28 for social at 2025 to 2026 rates, our arithmetic), your local association fee, property tax, your insurance and what you spend at the club; there is no CDD (Countryside buyer packet, 2025; Collier CDD layer query).

The Ownership Checklist

CostWho bills itWhere to find the number
Master dues, cable, 2.0 assessmentCountryside Master AssociationBuyer packet and master estoppel
Local association feeYour local associationLocal estoppel
Property taxCollier County Tax CollectorThe home’s tax bill
InsuranceYour insurerQuote in the inspection period
DiningThe club, pay as you goFood minimum $0 for FY2025-26

When the Bills Come

Dues are billed in July and due October 1; cable and the assessment quarterly (Countryside buyer packet, 2025). Seasonal owners should plan for the July bill.

How Do We Represent a Countryside Golf and Country Club Buyer?

We represent a Countryside Golf and Country Club buyer by matching your play and budget to the right membership and neighborhood, pulling neighborhood sales before you offer, reading the local association’s rules, ordering inspections and insurance quotes early, and making sure the master opens your membership account right after closing (membership page).

Before You Offer

We confirm the membership and both fees on the estoppel requests and check the home’s roof and systems.

After Closing

The master needs the deed and closing check to open your account; then you receive a vehicle decal and a FOB (same source).

If you own a home to sell first, Call Jesse direct at (239) 898-6072. To buy, Call Marc at (239) 287-5873 and see how we represent buyers in Naples. McGreevy and Comisar, Top 1% Real Estate Agents Nationally Since 2008, can walk you through a typical Countryside week before you commit.

What Do Buyers Say About McGreevy and Comisar?

Buyers can read what clients say about McGreevy and Comisar, Top 1% Real Estate Agents Nationally Since 2008, in their own words; every quote below is a verbatim five-star review on our Google Business Profile, unedited, and we tracked the Countryside market figures on this page from the Southwest Florida MLS.

McGreevy and Comisar is a top-reviewed Countryside 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

Frequently Asked Questions: Buying in Countryside Golf and Country Club

These are the questions buyers ask most about buying in Countryside Golf and Country Club, answered from the club’s documents, FEMA, the school district and the Southwest Florida MLS record for the 12 months to August 11, 2026.

What is the median price in Countryside?

$440,000 across 43 closings (Southwest Florida MLS).

What do single-family homes cost?

A $699,000 median on 13 sales, $550,000 to $875,000 (same).

What is the least expensive neighborhood?

Country Glen, a social neighborhood, at a $236,000 median on six sales (same).

Is golf included?

Golf homes include year-round golf; social homes include the course on a space-available basis in season and freely in summer (Countryside buyer packet, 2025).

Can I buy a golf membership for a social home?

No (membership page).

What are the dues?

$7,417 golf or $4,828 social for 2025 to 2026 (Countryside buyer packet, 2025).

What else does the master bill?

$221.47 a quarter for cable and WiFi and $293.85 a quarter for the Countryside 2.0 assessment until January 1, 2033 (same).

Is there a capital contribution?

Yes, $12,000, paid by every buyer (same).

Is there a food minimum?

$0 for FY2025-26; previously $600 (same).

What are the local association fees?

They vary by neighborhood and appear on the local estoppel (membership page).

Is there a CDD?

No (Collier CDD layer query).

Do I need flood insurance?

In Zone X a federally backed lender generally does not require it; 58 of 60 sampled addresses are X (FEMA NFHL).

What evacuation zone?

Zone C (Florida Know Your Zone).

Can I have a dog?

Pet rules are set by each local association; read its declaration.

Can I rent my home out?

Within your local association’s lease rules; the master may charge tenants a transfer fee and golf fees (2025 Certificate of Amendment).

Is Countryside gated?

Yes; new owners receive a decal and a FOB (membership page).

Is Countryside age-restricted?

No age restriction appears in the master documents read for this page.

What schools serve Countryside?

Calusa Park Elementary, East Naples Middle and Lely High (CCPS 2026 Accountability Brief).

How far is the beach?

About 15 free-flow minutes to the Naples Pier (OSRM, Oct 2026).

How far is the airport?

About 45 minutes to RSW (OSRM, Oct 2026).

Is Countryside part of Berkshire Lakes?

No; it came from the same original planned development but has its own master (BLMA sub-associations).

What was Countryside 2.0?

A roughly $15 million club rebuild finished in late 2025 (Florida Weekly).

Is a Whole Foods coming?

Planned at Vitano, Davis and Santa Barbara, groundbreaking hoped for 2027 (Naples Press).

Who pays the owner’s title policy?

In Collier County the buyer customarily does; the contract controls.

What inspections should I get?

A general inspection, a four-point and a wind mitigation report.

When are dues billed?

July, due October 1 (Countryside buyer packet, 2025).

How do I open my membership account?

The master needs the deed and the closing check (membership page).

Do I need a buyer’s agent?

Not required, but an agent who knows the membership map and two fee layers protects you. Call Marc at (239) 287-5873.

How does Countryside compare with Glen Eagle?

Both are bundled clubs 0.55 miles apart; compare dues, capital contribution and course access line by line (Glen Eagle guide).

Is the golf course irrigated with reclaimed water?

Yes, with treated effluent (2025 Certificate of Amendment).

How do I start?

If you have a home to sell first, Call Jesse direct at (239) 898-6072. To buy, Call Marc at (239) 287-5873 and read how we represent buyers in Naples.

Downloadable Documents

DocumentWhat it isOfficial link
Certificate of Amendment and Restatement (2025)Second Amended and Restated Master Declaration, Bylaws and Articles, adopted March 13, 2025Countryside 2025 amended documents
Prospective Buyer Info 20252025 to 2026 dues, capital contribution, cable, food minimum and Countryside 2.0 assessmentCountryside buyer packet
Membership and closing costsGolf vs social, closing costs, after-closing stepsCountryside membership page
Listing guidelinesOwner listings and estoppel deskCountryside listing guidelines
Florida condominium registerState record of each Countryside condominium, units and recording dateDBPR condominium extract
Ordinance 91-45Berkshire Lakes planned development amendment that produced CountrysideCollier Clerk
Section 718.112, Florida StatutesCondominium bylaws, voting, board educationFlorida Legislature
CCPS 2026 Accountability BriefSchool grades SY22 to SY26Collier County Public Schools

Your Local Real Estate Experts

Your local Countryside Golf and Country Club real estate experts are Jesse McGreevy and Marc Comisar of Domain Realty, Top 1% Real Estate Agents Nationally Since 2008, and Jesse has worked Southwest Florida real estate since 2004. Tell Marc your budget, how often you play and which neighborhood appeals, and we will show you every Countryside home that fits. Selling first? Call Jesse direct at (239) 898-6072.

  • 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

  • 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).

McGreevy and Comisar lead Domain Realty Group, a full-service Southwest Florida real estate team. Learn more about our team at DomainRealtyGroup.com.

Sources

Every figure on this page comes from a primary record: the Southwest Florida MLS for market data, Collier County GIS, FEMA, Florida statutes and agencies, the Florida condominium register, the associations’ own posted documents and dated news reports. No listing portal, brokerage site or agent site is used.

  1. Countryside Golf and Country Club, retrieved October 2026

  2. Countryside buyer packet, 2025, retrieved October 2026

  3. membership page, retrieved October 2026

  4. 2025 Certificate of Amendment, retrieved October 2026

  5. Countryside golf, retrieved October 2026

  6. DBPR condominium extract, retrieved October 2026

  7. Countryside welcome page, retrieved October 2026

  8. Florida Weekly, retrieved October 2026

  9. activities page, retrieved October 2026

  10. FEMA NFHL, retrieved October 2026

  11. Collier floodplain management, retrieved October 2026

  12. FEMA Preliminary NFHL, retrieved October 2026

  13. NHC Ian report, retrieved October 2026

  14. CCPS 2026 Accountability Brief, retrieved October 2026

  15. Naples Press, retrieved October 2026

  16. BLMA 2026 Budget, retrieved October 2026

  17. Collier CDD layer query, retrieved October 2026

  18. Florida Know Your Zone, retrieved October 2026

  19. BLMA sub-associations, retrieved October 2026

  20. Countryside listing guidelines, retrieved October 2026

  21. Ordinance 91-45, Collier Clerk, retrieved October 2026

  22. section 718.112, retrieved October 2026

  23. Collier County address points, retrieved October 2026

  24. Sunbiz, retrieved October 2026

  25. Berkshire Lakes Master Association, retrieved October 2026

  26. Collier PUD layer, retrieved October 2026

  27. Collier fire district query, retrieved October 2026

  28. Collier commission district query, retrieved October 2026

  29. section 553.899, retrieved October 2026

  30. Countryside tenant resources, retrieved October 2026

  31. Collier evacuation layer, retrieved October 2026

  32. Collier CHHA layer, retrieved October 2026

  33. Collier wind layer, Risk Category 2, retrieved October 2026

  34. Collier basins layer, retrieved October 2026

  35. Collier FEMA24 layer, retrieved October 2026

  36. Collier County news release, retrieved October 2026

  37. Collier elevation certificates layer, retrieved October 2026

  38. Citizens release, Dec 10, 2025, retrieved October 2026

  39. Collier County Public Schools address lookup, 7205 Country Lake Cir, retrieved October 2026

  40. Gulfshore Business, retrieved October 2026

  41. Collier County address points, code 237400, retrieved October 2026

  42. Collier County address points, code 237700, retrieved October 2026

  43. Collier County address points, code 238000, retrieved October 2026

  44. Collier County address points, code 238300, retrieved October 2026

  45. Collier County address points, code 238600, retrieved October 2026

  46. Collier County address points, code 238900, retrieved October 2026

  47. Collier County address points, code 239200, retrieved October 2026

  48. Collier County address points, code 239500, retrieved October 2026

  49. Collier County address points, code 239800, retrieved October 2026

  50. Collier County address points, code 240100, retrieved October 2026

  51. Collier County address points, code 240400, retrieved October 2026

  52. Collier County address points, code 240700, retrieved October 2026

  53. Collier County address points, code 241000, retrieved October 2026

  54. Collier County address points, code 241300, retrieved October 2026

  55. Collier County address points, code 241600, retrieved October 2026

  56. Collier County address points, code 241900, retrieved October 2026

  57. Collier County address points, code 242200, retrieved October 2026

  58. Collier County address points, code 242500, retrieved October 2026

  59. Collier County address points, code 242800, retrieved October 2026

  60. Collier County address points, code 243100, retrieved October 2026

  61. Collier County address points, code 243200, retrieved October 2026

  62. Collier County address points, code 243400, retrieved October 2026

  63. Collier County address points, code 243700, retrieved October 2026

  64. Collier County address points, code 244000, retrieved October 2026

  65. Collier County address points, code 244300, retrieved October 2026

  66. Collier County address points, code 244600, retrieved October 2026

  67. Collier County address points, code 244900, retrieved October 2026

  68. Collier County address points, code 244910, retrieved October 2026

  69. Collier County address points, code 245200, retrieved October 2026

  70. Collier County address points, code 245500, retrieved October 2026

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