255 2nd AVE N, NAPLES
Single Family Residence
$43,500/mo
6
Beds
7
Baths
4,351
Sqft
Discover the ultimate family beach retreat, located just seven doors from the pristine white sands of Old Naples! Perfectly designed for multi-generational gatherings or groups of friends, this unique property features two beautifully updated homes—the main house and a guest house—each offering modern comforts with a touch of historic charm. Recently renovated, both homes are connected by a screened-in pool lanai, creating an inviting space for family fun and relaxation. With separate entrances, a circular front drive, and a rear alley drive, this property provides the perfect balance of privacy, flexibility, and comfort. Surrounded by mature trees and lush landscaping, the serene setting is enhanced by soft lighting that complements the tranquil neighborhood. Enjoy being steps from the beach and a short walk from the vibrant dining and shopping of 5th Avenue South. Additionally, world-class golf, tennis, museums, theaters, and the Naples Botanical Gardens are all just minutes away. Whether you’re working remotely or enjoying leisure time, this home has it all. The guest house includes a dedicated office space, and the property is stocked with six bicycles, beach chairs, umbrellas, and towels—everything you need for an unforgettable stay. This is your chance to experience luxurious and convenient living in the heart of Old Naples.
322 days on market · Listing updated December 20, 2025
Location
Facts & Features
- Interior Features:
- Split Bedrooms, Den - Study, Built-In Cabinets, Wired for Data, Volume Ceiling
- Appliances:
- Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Refrigerator, Washer, Wine Cooler
- Flooring:
- Tile, Wood
- Laundry:
- Sink
- Heating:
- Central Electric
- Cooling:
- Ceiling Fan(s), Central Electric
- Utilities:
- Cable Available
- Security:
- Smoke Detectors
- Exterior Features:
- Balcony
- Architectural Style:
- See Remarks
- Patio / Porch:
- Screened Lanai/Porch
- View:
- Landscaped Area, None/Other
- Waterfront:
- None
- Direction Faces:
- South
- Parking:
- Garage Door Opener, Attached, Attached Carport
- Garage Spaces:
- 2
- Carport Spaces:
- 2
- Pool:
- In Ground
- Community Features:
- Beach Access, Bike Storage, Non-Gated
- Subdivision:
- OLDE NAPLES
- Pets Allowed:
- With Approval
- Furnished:
- Turnkey
Price History
| Date | Event | Price |
|---|---|---|
| Dec 14, 2025 | Original list price | $43,500 |
Reflects listing data on file, not a complete transaction history.
Listed by Monica Simon, William Raveis Real Estate
The data relating to real estate for sale displayed on this Website comes in part from the Multiple Listing Service of the Bonita Springs-Estero Association of REALTORS®, Inc., under License No. BK3468074. Properties displayed on this Website include properties listed with brokerage firms other than Sands Real Estate & Property Management. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service, or contained in the database compilation of the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service.