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Naples Florida Vanderbilt Beach Regatta Condos for Sale

Naples Florida Real Estate

Vanderbilt Beach Naples Real Estate

Homes For Sale40$1.9M - $14M
Condos For Sale83$235K - $7.3M
Land For Sale21$2M - $7.5M
Sold ( Past 6 Months )46$385K - $21M
Last updated at 8:53pm 12/15/2025

$1,415,000
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MLS# 225082907 NEW

400 Flagship Dr # 305, Naples, FL 34108

Condos - 1,760 ft² / 2,000 ft² - 1 Car Garage

3 Bed / 3 Baths

Built 2000

Experience the best of coastal living in this beautifully updated 3BR, 3BA Regatta residence, ideally situated on the bay and offering the perfect blend of Naples luxury and effortless outdoor living. A true rarity in condominium living, this home showcases its own private outdoor sanctuary—an impressive 500-square-foot open-air terrace where you can unwind at sundown, dine alfresco, garden, entertain, or simply bask in the sun in total privacy. With nearly 1,800 square feet indoors, the condo features three generous bedrooms, three full baths, and covered under-building parking. The hallmark of this home is its exceptional indoor-outdoor flow: a 200-square-foot screened lanai opens onto the expansive sunset terrace, creating a stunning coastal retreat overlooking the pool and bay. A private staircase from the terrace leads directly to the resort-style pool, making relaxation and hosting effortless. Inside, an open kitchen and inviting living spaces frame picture-perfect water views, ensuring every moment feels connected to the bay. The residence is thoughtfully decorated in soothing neutral tones with vibrant accents, complemented by new, comfortable furnishings, stylish décor, and high-quality bedding and linens. Regatta is one of Naples’ few pet-friendly communities and offers outstanding rental flexibility with 30-day minimum rentals up to 12 times per year. Community amenities include a 55-slip marina with quick Gulf access, a waterfall resort pool, lap pool, spa, and a fully equipped fitness center. Just a short walk to world-renowned Vanderbilt Beach, you’re minutes from soft sand, turquoise water, and unforgettable sunsets. Tennis and future pickleball courts are nearby at Pelican Bay Community Park, and you’re close to premier dining and shopping at The Ritz-Carlton, LaPlaya, Turtle Club, Mercato, Waterside Shops and 5th Avenue South.

PROPERTY DETAILS:

Community Name: Vanderbilt Beach
Community Type: Boating, Gated
Subdivision: Regatta
Amenities: Barbecue, Bike Storage, Clubhouse, Pool, Spa/Hot Tub, Fitness Center, Storage, Internet Access, Trash Chute
Building Design: High Rise (8+)
Living Area: 1,760 ft²
Total Area: 2,000 ft²
View: Bay, Landscaped Area, Mangroves, Pool/Club
Waterfront Desc: Bay
Unit Floor: 3
Total Floors: 1
Parking: 1 Assigned, Paved, Under Bldg Open, Attached
Garage Spaces: 1
Construction: Concrete Block, Stucco
Exterior Features: Screened Lanai/Porch
Roof: Shingle, Tile
Private Pool: Community
Private Spa: Community
Floor Description: Laminate, Tile
Interior Features: Built-In Cabinets, Foyer, Laundry Tub, Volume Ceiling, Walk-In Closet(s), Window Coverings
Pets: Yes
Units in Building: 80
On Site Since: 12/14/2025
Irrigation: Central
Water: Central
Equipment: Cooktop - Electric, Dishwasher, Dryer, Microwave, Range, Refrigerator/Icemaker, Self Cleaning Oven, Washer
Floor Plan Type: Split Bedrooms
Furnished Desc: Turnkey
Maintenance: Cable, Insurance, Internet/WiFi Access, Irrigation Water, Lawn/Land Maintenance, Legal/Accounting, Manager, Pest Control Exterior, Pest Control Interior, Repairs, Reserve, Security, Trash Removal, Water
Min Days of Lease: 30
Leases Per Year: 12
Rear Exposure: NW
Restrictions: Architectural, Deeded, No Commercial, No Corporate Buyer, No Motorcycles, No RV
Lot Desc: Zero Lot Line
Condo Fee: $4,621 Quarterly
Total Annual Recurring Fees: $18,484
Taxes: $10,852
Tax Year: 2024
Gulf Access Type: Bridge(s)/Water Indirect

THIS PROPERTY IS COURTESY OF:

William Raveis Real Estate

IMAGES:

LOCATION:

AREA SPECIALIST:


Oleg Mikhailov
Oleg Mikhailov

Area Specialist, REALTOR®
Broker Associate
GRI - Graduate Realtor Institute

Luxury of Naples Group at Premiere Plus Realty

Phone: (239) 280-1237

Websitehttps://www.realtyofnaples.com

Bio

Oleg Mikhailov has been a Naples resident since 1999 and is deeply familiar with the neighborhoods of Naples, Bonita Springs, and Marco Island. His extensive local knowledge allows him to expertly assist you in finding the perfect home for your family’s unique needs. With Oleg as your Real Estate Broker, you can trust that his dedication and expertise will make your experience seamless and enjoyable.

In addition to his real estate career, Oleg is an experienced engineer. This technical expertise enhances his ability to evaluate properties, providing valuable insights into a home’s structure and potential. His engineering background, combined with his work as a financial consultant for global real estate projects and business development programs, equips him with a rare skill set that ensures you’re getting the best advice and support in every transaction.

Outside of his professional career, Oleg was part of a professional auto racing team and has earned several international sports awards. His racing experience has honed his attention to detail and focus, qualities that translate directly to his work in real estate. His stress-free approach, paired with his guiding principle—a happy client is the most important thing—ensures that you’ll have a positive and rewarding experience.

Whether you’re buying or selling, Oleg Mikhailov is committed to making your real estate journey smooth, successful, and satisfying.

CONTACT / REQUEST APPOINTMENT:


In order to better assist our clients, we need to know as much as possible relating to: you, your situation, your needs, what you are looking for, and how we can best assist you. Please be as detailed as possible, for if you are vague, we may miss something - thus, not providing the best service possible. Your satisfaction is our top priority. By providing your phone number, you consent to receive communications, including but not limited to text messages and phone calls, from Luxury Of Naples Group regarding your inquiries, appointments, updates, or other services. Message and data rates may apply. You can opt-out at any time by replying STOP to any text message or contacting us.
Thank you! We look forward to the opportunity to earn your trust and your business.








Broker Reciprocity LogoThis property is courtesy of William Raveis Real Estate.

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