Listing Provided Courtesy of Hamro & Associates LLC
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.
Property Details
Price:
$659,900
MLS #:
226006931
Status:
Pending
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
COUNTRYSIDE
Neighborhood:
countryside
Listed Date:
Feb 14, 2026
Finished Sq Ft:
1,812
Total Sq Ft:
2,616
Lot Size:
7,405 sqft / 0.17 acres (approx)
Year Built:
1990
See this Listing
Schools
Elementary School:
CALUSA PARK ELEMENTARY
Middle School:
EAST NAPLES MIDDLE SCHOOL
High School:
LELY HIGH SCHOOL
Interior
Appliances
Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Electric
Flooring
Tile
Heating
Central Electric
Interior Features
Built-In Cabinets, Multi Phone Lines, Smoke Detectors
Laundry Features
Laundry in Residence
Levels
1
Exterior
Architectural Style
Ranch, Single Family
Association Amenities
Bocce Court, Clubhouse, Pool, Spa/Hot Tub, Fitness Center, Golf Course, Internet Access, Pickleball, Private Membership, Putting Green, Restaurant, Sauna, Sidewalk, Tennis Court(s), Underground Utility
Attached Garage YN
1
Building Features
DSL/Cable Available
Community Features
Clubhouse, Pool, Fitness Center, Golf, Putting Green, Restaurant, Sidewalks, Tennis Court(s), Gated
Construction Materials
Concrete Block, Stucco
Covered Spaces
2
Exterior Features
Screened Lanai/Porch, Outdoor Shower
Garage Spaces
2
Lot Features
Regular
Other Structures
Tennis Court(s)
Parking Features
Attached
Parking Spots
2
Parking Total
2
Roof
Tile
Security Features
Smoke Detector(s), Gated Community
Spa Features
Community
Waterfront Features
None
Financial
HOA Fee
$9,564
Tax Year
2025
Taxes
$3,317
Map
Community
- Address256 Countryside DR NAPLES FL
- SubdivisionCOUNTRYSIDE
- CityNAPLES
- CountyCollier
- Zip Code34104
Subdivisions in NAPLES
- 291675 – ESPLANADE BY THE ISL PH2
- ACREAGE HEADER
- ARBORETUM A CONDO
- AVERSANA AT HAMMOCK BAY
- BAYVIEW ESTATES
- BRITTANY, THE A CONDO
- FAIRWAYS AT PRCL FOUR-ONE
- FOREST PARK
- FURSE LAKES CLUB
- GLADES COUNTRY CLUB APTS 2,THE
- GOLDEN GATE CITY
- GOLDEN GATE EST UNIT 76
- GOLDEN GATE ESTATE UNIT 1
- GOLDEN GATE ESTATE UNIT 10
- GOLDEN GATE ESTATE UNIT 23
- GOLDEN GATE ESTATE UNIT 26
- GOLDEN GATE ESTATE UNIT 37
- GOLDEN GATE ESTATE UNIT 39
- GOLDEN GATE ESTATE UNIT 40
- GOLDEN GATE ESTATE UNIT 43
- GOLDEN GATE ESTATE UNIT 46
- GOLDEN GATE ESTATE UNIT 59
- GOLDEN GATE ESTATE UNIT 64
- GOLDEN GATE ESTATE UNIT 67
- GOLDEN GATE ESTATE UNIT 70
- GOLDEN GATE ESTATE UNIT 76
- GOLDEN GATE ESTATE UNIT 78
- GOLDEN GATE ESTATE UNIT 79
- GOLDEN GATE ESTATE UNIT 83
- GOLDEN GATE ESTATE UNIT 84
- GOLDEN GATE ESTATE UNIT 86
- GOLDEN GATE ESTATE UNIT 87
- GOLDEN GATE ESTATE UNIT 88
- GOLDEN GATE ESTATE UNIT 89
- GOLDEN GATE ESTATE UNIT 9
- GOLDEN GATE ESTATE UNIT 91
- GOLDEN GATE ESTATE UNIT 92
- GOLDEN GATE ESTATE UNIT 96
- GOLDEN GATE ESTATES
- GOLF COTTAGES WYNDEMERE PH 1&2
- GOODLAND ISLES
- GULF HARBOR
- HUNTINGTON LAKES SIX
- ISLES OF CAPRI UNIT 2
- ISLES/COLLIER PRESERVE PH 17
- KEY ROYAL CONDO
- LAKE PARK
- MARIPOSA AT WHIPPOORWILL
- MILLBROOK FIDDLERS CREEK REPL
- N G & T C L F UNIT 2
- NAPLES MIMOSA CLUB
- NAPLES SANDPIPER BAY CLUB
- NAPLES WINTERPARK NORTH
- ORANGE BLOSSOM RANCH PH 1A
- PALM RIVER ESTATE UNIT 1
- PALM RIVER ESTATE UNIT 5
- PINE RIDGE
- PRESERVE AT THE SHORES
- REGENCY RESERVE A CONDO
- REGENCY WOODS CONDO
- REGENT PARK REP
- ROYAL PALM GOLF ESTATE UNIT 1
- SATURNIA LAKES 1
- STRATFORD PLACE
- TRAIL ACRES
- VALENCIA GOLF & CC PH 2
- VENTURA PH 2
- VILLAGE WALK PH 4
- WILDERNESS COUNTRY CLUB VII
- WILSHIRE LAKES PH 2
- WINDSTAR CONDO SEC
Market Summary
Current real estate data for Single Family in NAPLES as of Jun 11, 2026
2,791
Single Family Listed
145
Avg DOM
691
Avg $ / SqFt
$2,514,311
Avg List Price
Property Summary
- Located in the COUNTRYSIDE subdivision, 256 Countryside DR NAPLES FL is a Single Family for sale in NAPLES, FL, 34104. It is listed for $659,900 and features 3 beds, 2 baths, and has approximately 1,812 square feet of living space, and was originally constructed in 1990. The current price per square foot is $364. The average price per square foot for Single Family listings in NAPLES is $691. The average listing price for Single Family in NAPLES is $2,514,311. To schedule a showing of MLS#226006931 at 256 Countryside DR in NAPLES, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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