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Naples Florida Countryside Homes Under Contract

Naples Florida Real Estate

Countryside Naples Real Estate

Homes For Sale6$645K - $829K
Condos For Sale12$239K - $480K
Sold ( Past 6 Months )22$242K - $769K
Last updated at 5:57pm 02/06/2026

Pending with Contingencies
$765,000

MLS# 225073717

421 Countryside Dr, Naples, FL 34104

Homes - 1,514 ft² / 2,382 ft² - 2 Car Garage

3 Bed / 2 Baths / Pool

Built 1989

REDUCED & MOTIVATED | GOLF INCLUDED – NO WAITLIST! Step into this completely reimagined, 3-bedroom, 2-bath residence that seamlessly blends Coastal Farmhouse charm with modern luxury. Every detail has been thoughtfully redesigned, from the designer kitchen and spa-inspired baths to new flooring, lighting, and high-end finishes throughout. The brand-new expansive lanai opens effortlessly to a new saltwater pool with sun shelf, surrounded by new paver patio, walkways, and driveway, along with a fully equipped outdoor kitchen—creating a seamless indoor-outdoor living experience ideal for entertaining or relaxing in true Florida style. Additional upgrades include all-new hurricane-rated windows and sliding retractable doors, providing comfort, efficiency, and peace of mind. Located in Countryside Golf & Country Club, widely regarded as Naples’ best value in bundled golf, residents enjoy an exceptional resort lifestyle enhanced by a recent must see (2025) $14 million clubhouse renovation. A new (2025) Court Sports Complex includes Pickleball, Tennis and Bocce- all with organized or causal play and a state-of-the-art wellness center. The club offers five-star fine, casual, and poolside dining and a vibrant social calendar. Enjoy unmatched convenience—walk to the clubhouse or step out the back gate for a five-minute stroll to Starbucks, Publix, Walgreens, banks, and restaurants. Just minutes to Naples’ sugar-sand beaches, I-75, Marco Island, and the world-class shopping and dining of Downtown Naples.

PROPERTY DETAILS:

Community Name: Countryside
Community Type: Gated, Golf Course
Amenities: Bocce Court, Clubhouse, Pool, Community Room, Spa/Hot Tub, Golf Course, Internet Access, Pickleball, Putting Green, Restaurant, Sauna, Sidewalk, Streetlight
Building Design: Ranch, Single Family
Building Desc: 1 Story/Ranch
Living Area: 1,514 ft²
Total Area: 2,382 ft²
View: Preserve
Unit Floor: 1
Total Floors: 1
Parking: Driveway Paved, Attached
Garage Spaces: 2
Construction: Concrete Block, Stucco
Exterior Features: Open Porch/Lanai, Outdoor Kitchen
Roof: Tile
Private Pool: Community, Concrete, Electric Heat, Salt Water
Private Spa: Community
Floor Description: Tile
Interior Features: Vaulted Ceiling(s)
Pets: Yes
On Site Since: 10/06/2025
Irrigation: Central
Water: Central
Equipment: Auto Garage Door, Cooktop - Electric, Dishwasher, Disposal, Dryer, Grill - Gas, Microwave, Refrigerator/Freezer, Washer
Floor Plan Type: Great Room, Split Bedrooms
Furnished Desc: Unfurnished
Maintenance: Cable, Golf Course, Internet/WiFi Access, Manager, Security
Mandatory Club Fee: $221 Quarterly
Min Days of Lease: 30
Leases Per Year: 4
Rear Exposure: W
Restrictions: Architectural, No RV
Acres: 0.2
Lot Desc: Irregular Lot
Lot Left: 132
Lot Right: 143
Lot Back: 70
Lot Frontage: 59
HOA Fees: $76 Annually
Master HOA Fee: $7,417 Annually
Total Annual Recurring Fees: $9,553
Taxes: $3,253
Tax Year: 2024
Golf Type: Golf Bundled

THIS PROPERTY IS COURTESY OF:

Coldwell Banker Realty

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AREA SPECIALIST:


Helen Mikhailova
2025 Five Star Real Estate Agent

Certified Luxury Home Marketing Specialist
Helen Mikhailova

AREA Specialist, REALTOR®
Broker Associate
GRI - Graduate Realtor Institute
CLHMS - Certified Luxury Home Marketing Specialist
Million Dollar GUILD
SRS - Seller Representative Specialist
Residential Interior Designer Certification
Five Star Real Estate Agent 2020-2025 Award

Luxury of Naples Group at Premiere Plus Realty

Phone: (239) 217-6283

Websitehttps://www.realtyofnaples.com

Bio

Helen Mikhailova is a highly accomplished Real Estate Broker with a Graduate Real Estate Institute (GRI) designation, a Luxury Home Marketing Specialist certification, and a newly earned Residential Interior Designer Certification. Fluent in English, Ukrainian, and Russian, Helen's multilingual abilities, business acumen, and global travel experience make her an exceptional choice for clients from diverse backgrounds.

Since 2005, Helen has called Naples home and has been helping clients navigate the real estate market since 2011. Her 14+ years of experience in real estate have equipped her with the expertise and insight to guide clients through every stage of the buying or selling process.

With a Master’s Degree in Mathematics, Helen brings a unique analytical perspective to real estate, ensuring clients receive informed, data-driven guidance. Her dedication to excellence has earned her recognition as a 5-star Agent from 2020 to 2023, and again in 2025, a testament to her commitment to client satisfaction and outstanding results.

"I love working with people and seeing their joy when a deal closes. Real estate allows me to connect with individuals, build meaningful relationships, and help them achieve their goals. Every day is different, exciting, and rewarding—it’s why I love what I do."

Helen’s deep knowledge of Naples and its unique communities comes from nearly two decades of living in the area. Her extensive travels enable her to confidently compare Naples to some of the world’s finest destinations. "Naples is one of the most sophisticated, attractive, and relaxing towns I’ve ever experienced. I am proud to call it my home and to help others do the same."

Helen specializes in creating stress-free, enjoyable real estate experiences for her clients. Whether working with locals or newcomers to sunny Florida, she excels at making the process seamless and satisfying.

"Through clear communication and a personalized approach, I help my clients turn their vision of living in beautiful, sunny Naples into reality."

Broker Reciprocity LogoThis property is courtesy of Coldwell Banker Realty.

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