Sands REPM

255 2nd AVE N photos

View of front of house with a garage
Living room with crown molding, french doors, and light wood-type flooring
Living room with ornate columns, ornamental molding, and light hardwood / wood-style floors
Living room with french doors, ornamental molding, and light hardwood / wood-style flooring
Kitchen featuring pendant lighting, kitchen peninsula, an inviting chandelier, appliances with stainless steel finishes, and white cabinets
Kitchen with white cabinetry, kitchen peninsula, appliances with stainless steel finishes, ornamental molding, and sink
Kitchen with appliances with stainless steel finishes, white cabinetry, dark stone counters, and sink
Dining room with french doors, beamed ceiling, wood walls, and a chandelier
Dining space with beam ceiling, an inviting chandelier, light hardwood / wood-style flooring, ornamental molding, and french doors
Hallway featuring crown molding and light hardwood / wood-style flooring
Living room with wood-type flooring, plenty of natural light, and ornamental molding
Bar featuring french doors, ornamental molding, vaulted ceiling, and wood-type flooring
Bedroom with wood-type flooring, a tray ceiling, access to outside, and french doors
Bathroom with toilet, vanity, and a shower with door
Bedroom with ceiling fan, ornamental molding, and hardwood / wood-style floors
Bathroom featuring a tub, vanity, ornamental molding, and tile patterned flooring
Bedroom featuring beam ceiling, light hardwood / wood-style flooring, and high vaulted ceiling
Bathroom with hardwood / wood-style flooring, a bathtub, vanity, and crown molding
Bedroom featuring ceiling fan, crown molding, light hardwood / wood-style flooring, and a closet
Bathroom with toilet, hardwood / wood-style floors, walk in shower, crown molding, and sink
Living room featuring light wood-type flooring and ornamental molding
Kitchen with a healthy amount of sunlight, sink, crown molding, and stainless steel appliances
Bathroom featuring crown molding, hardwood / wood-style flooring, and sink
Bedroom with ceiling fan, ornamental molding, and light hardwood / wood-style flooring
Bathroom featuring tile walls, tiled shower, vanity, and toilet
Bedroom with ceiling fan, wood-type flooring, and crown molding
Bathroom featuring independent shower and bath, ornamental molding, tile patterned floors, and vanity
Office area featuring crown molding and light hardwood / wood-style flooring
View of patio with glass enclosure, ceiling fan, and grilling area
View of swimming pool featuring an in ground hot tub, glass enclosure, french doors, and a patio
View of swimming pool with french doors and a patio
View of swimming pool featuring an in ground hot tub, a lanai, french doors, and a patio
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255 2nd AVE N, NAPLES

Single Family Residence

For RentActive

$43,500/mo

6

Beds

7

Baths

4,351

Sqft

Home Type: Single Family ResidenceYear Built: 1989Sqft: 4,351Price/Sqft: $10Lot Size: 0.26 acres

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.

264 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

DateEventPrice
Dec 14, 2025Original list price$43,500

Reflects listing data on file, not a complete transaction history.

Listed by Monica Simon, William Raveis Real Estate

$43,500/mo

255 2nd AVE N, NAPLES

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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.