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Property Description
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.
Full Property Details
Full Property Details for 256 Countryside Dr
General
- Price: $674,900
- HOA FEE: $7/month
- HOA FEE FREQ.: Annually
- Taxes: (2025)
- Status: Active
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 226006931
- Updated: 2/16/2026
- Added to Site: 5 day(s) ago
Rental Information
- Lease/Rent Term: 30
- Min. Lease (Days): 30
Interior
- Interior Features: Split Bedrooms, Guest Bath, Guest Room, Built-In Cabinets, Wired for Data, Multiple Phone Lines
- Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Furnishings: Negotiable
- Flooring: Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Primary Bathroom: Dual Sinks, Separate Tub And Shower
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Dining Room: Formal
- Laundry: Inside
Additional Information
- Shared Amenities: Golf Bundled, Bocce Court, Clubhouse, Pool, Community Spa/Hot tub, Fitness Center Attended, Golf, Internet Access, Pickleball, Private Membership, Putting Green, Restaurant, Sauna, Sidewalks, Tennis Court(s), Gated, Golf Course
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground, Concrete, Electric Heat
- Tennis: Yes
- Security/Safety: Smoke Detector(s), Smoke Detectors
Exterior
- Exterior Features: Outdoor Shower
- Porch/Patio/Deck: Screened Lanai/Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Garage Door Opener, Attached
Location
- Area: NA17 - N/O Davis Blvd
- County: Collier
- Subdivision: COUNTRYSIDE
- Building Name: COUNTRYSIDE
- Direction Faces: West
School Information
- Elementary School: CALUSA PARK ELEMENTARY
- Middle School: EAST NAPLES MIDDLE SCHOOL
- High School: LELY HIGH SCHOOL
Community
- Association: Yes
- Assoc. Fees Include: Cable TV, Golf Course, Insurance, Internet, Maintenance Grounds, Legal/Accounting, Manager, Reserve, Street Lights
- Units Assoc/Comm: 1133
- Pets Allowed: Yes
- Management Type: Professional
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Central Electric
- Heating Type: Central Electric
Utilities
- Sewer: Central
- Water: Central
- Cable Available: Yes
- Utility Description: Underground Utilities, Cable Available
Structural Information
- Description/Design: Single Family Residence
- Exterior Const.: Concrete Block, Stucco
- Roof: Tile
- Windows: Single Hung
- Entry Floor Number: 1
- Stories/Levels: 1
- Stories in Building: 1
- Square Feet: 1,812
- Sq. Ft. Source: Property Appraiser Office
- Living Area: 1,812 Sq. Ft.
- Year Built: 1990
Lot Features
- Property View: None/Other
- Lot Size (Acres): 0.17
- Lot Size (Sq. Ft.): 7,405
- Lot Size Source: Property Appraiser Office
- Irrigation System: Central
- Lot Features: Regular
- Lot Description: Regular
Water Features
- Water Front Desc.: None
- Canal Width: None
Financial Considerations
- Association Fee: $87
- Assoc Fee Freq.: Annually
- Other Assoc Fees: $7,417
- Application Fee: $50
- Other Fee Freq.: Annually
- Tax Year: 2025
- Terms: Buyer Finance/Cash
Disclosures and Reports
- Ownership: Single Family
- Legal Description: COUNTRYSIDE AT BERKSHIRE LAKES SEC 3 BLK F LOT 5
- Property ID: 28536320003
- Section: 5
- Block: F
- Lot Number: 5
Listed by Hamro & Associates LLC
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Schools
Schools serving 256 Countryside Dr
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Calusa Park Elementary School 4600 Santa Barbara Boulevard, Naples, FL 34104 | K-5 | 0.7 mi |
East Naples Middle School 4100 Estey Avenue, Naples, FL 34104 | 6-8 | 2.2 mi |
Lely High School 1 Lely High School Boulevard, Naples, FL 34113 | 9-12 | 4.3 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 256 Countryside Dr
Date
Details
Price
Change
Source
2/14/2026
Listed
$674,900
221.38%
MLS
9/09/1998
Sold
$210,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 256 Countryside Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,317
7%
$328,486
3%
2024
$3,101
—
$319,228
3%
2021
$3,113
—
$309,930
3%
2021
$3,113
—
$300,903
3%
2021
$3,113
10%
$292,139
1%
2020
$2,818
-6%
$288,106
2%
2019
$2,983
2%
$281,629
2%
2018
$2,936
2%
$276,378
2%
2017
$2,887
2%
$270,693
2%
2016
$2,818
-2%
$265,125
1%
2015
$2,877
7%
$263,282
1%
2014
$2,697
1%
$261,192
2%
2013
$2,682
—
$257,332
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 256 Countryside Dr
256 Countryside Dr, Naples, FL 34104 (MLS# 226006931) is a Single Family property with 3 bedrooms and 2 full bathrooms. 256 Countryside Dr is currently listed for $674,900 and was received on February 14, 2026. Want to learn more about 256 Countryside Dr? Do you have questions about finding other Single Family real estate for sale in Naples? You can browse all Naples real estate or contact a Coldwell Banker agent to request more information.

