256 Countryside DR, Naples, FL, 34104 | $659,900

Live the Dream in Countryside Golf & Country Club! One of Naples’ premier gated communities with a rare blend of privacy, luxury, and convenient coastal living. This property features one of Countryside's largest pool/lanai entertaining areas (over 1, 400 sq. ft. ) with plenty of privacy thanks to lush vegetation surrounding the pool cage. The rear of this property is adjacent to the golf course, so no worries about a neighboring home backing up to your pool/entertainment area. This property also includes a private, enclosed, pool shower. The home has been lovingly cared for, with attention to detail evident in every corner. Over the past few years, the club has undergone a sweeping transformation: the 18-hole Arthur Hills / Kipp Schulties course was thoughtfully renovated, and the 21, 000-square-foot clubhouse was fully refurbished both inside and out. The revamped amenities include indoor and alfresco dining, bars both inside and on the terrace, a resort-style pool with outdoor tiki dining, wellness center and full social calendar. There is no food minimum requirement at the clubhouse, a rare find in country-club living. Countryside is a bundled golf community. The dues structure is known to be among the most affordable in Southwest Florida. And then there’s Naples itself; a city beloved for its sugar-sand beaches, world-class dining, art galleries, championship golf, and vibrant cultural scene. Imagine beach afternoons, strolling elegant Fifth Avenue (just minutes away), and returning home to this private haven. This home is ideally located for proximity to Downtown 5th Avenue, grocery stores, pharmacies, high-end dining and entertainment. You won’t compromise on convenience: you’re just a short drive from the Gulf, I-75, Marco Island, and all the best of Collier County while enjoying a retreat-like residence behind the gates. This is more than just a home - it’s a lifestyle. A place where privacy, elegance, and the very best of Naples converge.

Features

  • Amenities: Bocce Court,Clubhouse,Community Pool,Community Spa/Hot tub,Fitness Center Attended,Golf Course,Internet Access,Pickleball,Private Membership,Putting Green,Restaurant,Sauna,Sidewalk,Tennis Court,Underground Utility
  • Bedrooms: 3
  • Baths: 2 full
  • Style: 1 Story/Ranch
  • Development: COUNTRYSIDE
  • Year Built: 1990
  • Garage: 2-car Attached
  • Heating: Central Electric
  • Cooling: Central Electric
  • Approx Sq. Feet: 1,812
  • Acreage: 0.17
  • Est. Taxes: $3,317
  • HOA Fee: $87 Annually
  • Master HOA Fee: $7,417
  • Lot Desc: Regular
  • View: None/Other
  • Community Type: Gated,Golf Course
  • Elem. School: CALUSA PARK ELEMENTARY
  • Middle School: EAST NAPLES MIDDLE SCHOOL
  • High School: LELY HIGH SCHOOL
  • Private Pool: Yes
  • Pet Policy: Limits
  • MLS#: 226006931
  • Website: https://www.raveis.com
    /prop/226006931/256countrysidedr_naples_fl?source=qrflyer
Copyright © 2026  The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations Copyright Southwest Florida MLS organizations. All rights reserved.
Courtesy of Hamro & Associates LLC

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Melissa CohnRVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 16953

917.838.7300

Melissa.Cohn@raveis.com

Our Executive Mortgage Banker:

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Our Insurance Division:

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256 Countryside DR, Naples, FL, 34104

$659,900

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Melissa Cohn

RVP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 917.838.7300

Melissa.Cohn@raveis.com

NMLS Mortgage Loan Originator ID 16953

5/6 (30 Yr)
Adjustable Rate Conforming*
30 Year
Fixed-Rate Conforming
15 Year
Fixed-Rate Conforming
Loan Amount $527,920 $527,920 $527,920
Term 360 months 360 months 180 months
Initial Interest Rate** 5.875% 6.375% 5.490%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.301% 6.500% 5.691%
Monthly Tax Payment $276 $276 $276
H/O Insurance Payment $92 $92 $92
Initial Principal & Interest Pmt $3,123 $3,294 $4,311
Total Monthly Payment $3,491 $3,662 $4,679

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.  The Total Monthly Payment does not include the estimated HOA/Common Charge payment.