Featured Properties

Some or all of the listings below are provided by the Naples 5th Avenue office.
$850,000 (USD)
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Countryside Area Single Family Home

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434 Countryside Drive Naples, FL 34104

3 Bed
4 Baths
2238 sqft
PRICE IMPROVEMENT! Happy New Year in this prestigious membership included Countryside Golf & Country Club home. This stunning furnished, 3-bedroom, 4-bath home offers breathtaking golf course views and a sparkling, oversized pool, screened and paver lanai. Impeccably maintained and move-in ready, this beautiful home needs nothing but you! With spacious living areas, elegant finishes, and the perfect blend of comfort and style, this property is ideal for making unforgettable memories. Newer (2019) roof and updated mechanicals & appliances. CSGCC is nearing completion (May 2025) of a 14 million dollar comprehensive renovation that will debut resort style amenities including indoor and outdoor dining, resort style pool, social and recreation amenities. The club spent $5.5 million in 2016 renovating its Arthur Hills-designed golf course, which included the addition of USGA greens and ranges. Countryside also invested more than $5 million in a new 6,000-square-foot wellness center, to include tennis and a planned (2025) bocce complex. Undoubtedly the most attractive value and club in Naples for a minimal initiation fee and the lowest annual fees in Naples. Walk to the club or walk out the back gate to Starbucks, Publix, Walgreens, Banks and a host of restaurants. Only minutes to our sugar sand beaches, I75 access, Marco Island and the celebrated upscale shops and restaurants of Downtown Naples. This home offers unmatched value with direct access to Countryside’s amenities and golf course without the waitlist, making it the perfect blend of luxury, convenience, and leisure in Naples.
Listing Courtesy of FLORIDA GULF COAST MLS / Coldwell Banker Realty / Jay Stark
$779,000 (USD)
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Countryside Area Single Family Home

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421 Countryside Drive Naples, FL 34104

3 Bed
2 Baths
1514 sqft
MLS# 225073717
REDUCED & MOTIVATED | Golf Included No Waiting list! Step into this completely reimagined, furnished* 3-bedroom, 2-bath home blending Coastal Farmhouse charm with modern luxury. Every inch has been thoughtfully redesigned—from the designer kitchen and spa-inspired baths to upgraded flooring, lighting, and finishes throughout.
The expansive lanai opens to a new saltwater pool with sun shelf, surrounded by a paver patio, walkways, driveway, and a fully equipped outdoor kitchen—creating a seamless indoor-outdoor living experience perfect for entertaining or unwinding. Additional highlights include all-new hurricane-rated windows and doors for comfort and peace of mind. Located in Countryside Golf & Country Club, Naples’ best community value and now enhanced by a recent $14M renovation, Residents enjoy an unmatched lifestyle with- Championship golf • Resort-style clubhouse • Tennis & pickleball • State-of-the-art wellness center • Five-star casual and outdoor poolside dining • Active social calendar. Countryside is by far the best value for Resort Style Gated Country Club living. Walk to the club or out the back gate for a quick 5-minute stroll to Starbucks, Publix, Walgreens, banks, and restaurants. Just minutes to Naples’ sugar-sand beaches, I-75, Marco Island, and the world-class shops and dining of Downtown Naples.
Listing Courtesy of FLORIDA GULF COAST MLS / Coldwell Banker Realty / Jay Stark
$750,000 (USD)
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Countryside Area Single Family Home

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509 Countryside Drive Naples, FL 34104

3 Bed
2 Baths
2210 sqft
Virtual Tour
GOLF INCLUDED at Countryside Golf & Country Club, where resort-style living meets timeless elegance. This three bedroom, two bath pool home debuts with a formal living and combined dining space, eat-in kitchen, spacious den/family space that flows into the Florida room. Professionally decorated and landscaped this home offers the perfect blend of comfort, style and access to one of Naples’ most vibrant private communities. Recently, Countryside completed a $14 million renovation, elevating the club to a resort style experience with spectacular new amenities — from championship Arthur Hills Designed 18 hole golf course tennis, to bocce, pickleball, fitness and a full calendar of social events. This is a rare opportunity with no waiting for golf membership — step right into the active Naples lifestyle without delay. The home is thoughtfully curated both inside and out. Open living spaces flow seamlessly to the screened lanai and sparkling pool. Countryside Golf & Country Club is known for its welcoming atmosphere and exceptional value. Walk out the back gate and stroll 5 minutes to Starbucks, Publix, Walgreens, Banks & Restaurants. Minutes to our sugar sand beaches, I75 , Marco Island and the upscale shops & restaurants of Downtown Naples. Truly an unbeatable location just minutes from Naples’ white-sand beaches and world-class shopping and dining.
Listing Courtesy of FLORIDA GULF COAST MLS / Coldwell Banker Realty / Jay Stark
$675,000 (USD)
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Countryside Area Single Family Home

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241 Saint James Way Naples, FL 34104

2 Bed
2 Baths
1699 sqft
MLS# 225073175
Debuting this GOLF INCLUDED pool home in Countryside Golf and Country Club where Resort Style Amenities meet everyday comfort at the most affordable price in Naples. This TURN KEY 2-bedroom plus den, 2-bath open-concept home showcases a designer kitchen with updated finishes and a seamless flow into the spacious dining and living area, all highlighted by rich Travertine flooring. Step into the enclosed glass Florida room, perfect for relaxing or entertaining year-round, and enjoy tranquil views of the preserve beyond. The outdoor paver-lined lanai with a private screened-in cage offers complete privacy — a peaceful retreat surrounded by lush tropical landscaping. Additional highlights include Split bedroom layout for privacy. Expansive primary suite with walk-in closet. 2-car garage with ample storage Countryside’s newly (2025) reimagined 14 million dollar clubhouse, wellness center, tennis, bocce, pickleball, and championship golf, this move-in-ready home offers no waiting for golf membership — just bring your clubs and start living the Naples lifestyle you deserve. Walk out the back gate and stroll 5 minutes to Starbucks, Publix, Walgreens, Banks & Restaurants. Minutes to our sugar sand beaches, I75 , Marco Island and the upscale shops & restaurants of Downtown Naples Select photos may include virtually enhancements for presentation only.
Listing Courtesy of FLORIDA GULF COAST MLS / Coldwell Banker Realty / Jay Stark