Drew Josephson

Naples FL

William Raveis Real Estate

146 Closed Sales

$210.3M Total Value

$24.9K - $32M Price Range

$1.4M Average Price

Prior five years

About Drew

Born and raised in Naples, Florida, Drew Josephson has become an aficionado of the area maintains a wealth of knowledge for anyone hoping to relocate here. After receiving his degree from Florida State University in Business Management in 2006, he moved to the Naples area and started a family with his wife, Chanel. Upon returning, Drew and his family discovered Naples is their forever home, they became actively involved in their community. Drew started his career at a local company, Arthrex, and received his MBA from a local university, as well. Drew has always loved and supported the community of Naples. He quickly realized that he has a passion for helping others who are moving the area fall love with it, too.

Drew is not just a realtor - he is a trusted relocation expert for Naples. Drew specializes helping clients through every step of their Naples journey. If you’re looking, then his own first-hand experiences with the community will ensure that your new forever home or winter retreat is an investment that pays off for your family in every possible way even after you unpack all of your boxes from the moving van begin settle, he will be there help you acclimate navigate your new life in paradise. From the best activities in Naples or a fun weekend with the kids (or for a much needed date-night the town) to the top handyman to fix your leaky faucet, Drew is only a phone call away to guide you to the best Naples has to offer. If you're ready to make the move to one of America's happiest cities, Drew is the realtor and relocation expert for you.

Home Types: Condo, House, Lot/Land, MultiFamily, Townhouse, Manufactured

Years of Experience: 7

Education: Florida State University

Transaction History

1 Year
2 Year
5 Year

Seller Deals

Total Deals

Total Value

$34,121,000

Average Sale Price

$2,437,214

Price Range

$377K - $15.3M

Buyer Deals

Total Deals

Total Value

$19,000,000

Average Sale Price

$1,357,143

Price Range

$500K - $5.8M

1 Year View by Quarter

Seller Deals

Total Deals

Total Value

$77,566,000

Average Sale Price

$3,102,640

Price Range

$293K - $32M

Buyer Deals

Total Deals

Total Value

$51,426,000

Average Sale Price

$1,773,310

Price Range

$419K - $13.5M

2 Year View by Quarter

Seller Deals

Total Deals

Total Value

$116,809,499

Average Sale Price

$1,692,891

Price Range

$105K - $32M

Buyer Deals

Total Deals

Total Value

$93,449,600

Average Sale Price

$1,213,631

Price Range

$25K - $13.5M

5 Year View

Neighborhoods Drew is Experienced In

Drew's Open Houses

$1,995,000 Open Sun 12PM - 3PM
- 4 Beds
- 3 Baths
- 2,229 Sq Ft
558 100th Ave N

Naples, FL
Exciting opportunity for new construction in Naples Park in an X flood zone! MR Square Construction, Inc. presents this spectacular southern exposure, four bedroom, three bathroom, pool home residence that was just completed. This gorgeous home will showcase high-end finishes and upgrades throughout an open concept floor plan; smart home automation, Lutron Caseta lighting system, GE profile

Drew Josephson William Raveis Real Estate

Drew's Recent Active Listings

$535,000
- 1 Bed
- 1 Bath
- 658 Sq Ft
940 3rd St S

Unit 204

Naples, FL
Best value in 34102! This beautifully updated condo features a brand-new kitchen with quartz countertops, all new flooring throughout, and updated mechanicals for worry-free living. Enjoy the ultimate Olde Naples lifestyle—just a short stroll to the beach, 5th Avenue, and 3rd Street’s renowned shops and restaurants.CHATELAINE is a charming 10-unit enclave offering an intimate setting in the

Drew Josephson William Raveis Real Estate

$299,000
- 3 Beds
- 2 Baths
- 1,239 Sq Ft
13010 Positano Cir

Unit 108

Naples, FL
Discover the perfect blend of comfort and convenience in this beautifully appointed 3-bedroom, 2-bath first-floor condo with stunning lakefront views. Enjoy tranquil mornings and peaceful evenings overlooking the water right from your private residence. This home is being sold with an oversized 1.5-car garage, offering ample room for your vehicle plus additional storage space. Inside, the open

Drew Josephson William Raveis Real Estate

$1,750,000
- 5 Beds
- 3 Baths
- 2,132 Sq Ft
662 105th Ave N

Naples, FL
Exceptional turnkey investment opportunity: a 5-bedroom, 3-bathroom property with a pool and spa. Built in 2023, this home comes fully equipped with existing rental income, making it an ideal choice for investors. The property is designed to attract both short-term vacationers and long-term tenants, featuring a modern open-concept layout with high-end finishes. The chef’s kitchen includes premium

Drew Josephson William Raveis Real Estate

$1,850,000
- 4 Beds
- 3 Baths
- 2,229 Sq Ft
664 100th Ave N

Naples, FL
Exciting opportunity for new construction in Naples Park in an X flood zone! MR Square Construction, Inc. presents this spectacular southern exposure, four bedroom, three bathroom, pool home residence that was just completed. This gorgeous home will showcase high-end finishes and upgrades throughout an open concept floor plan; smart home automation, Lutron Caseta lighting system, GE profile

Drew Josephson William Raveis Real Estate

$750,000
- 3 Beds
- 2 Baths
- 1,954 Sq Ft
18071 Traverse Dr

Alva, FL
Nestled along 175 feet of pristine waterfront in the coveted River Oaks enclave of Alva, this exquisite and rare 3-bedroom, 2-bathroom residence redefines luxury coastal living. Spanning close to 2,000 square feet, this tastefully updated home seamlessly blends modern elegance with the tranquility of riverfront serenity, offering incredible waterfront views in every room. The heart of the home is

Drew Josephson William Raveis Real Estate

Co-Listing Agent

$314,999
- 3 Beds
- 2.5 Baths
- 1,934 Sq Ft
12529 Westhaven Way

Fort Myers, FL
Welcome to 12529 West Haven Way in beautiful Fort Myers — a meticulously maintained end-unit townhome offering modern living, privacy, and exceptional space for the whole family. Built in 2019, this bright and contemporary residence features approximately 1,934 sq. ft. of thoughtfully designed living area, including 3 bedrooms and 2.5 baths. Step inside to an inviting open floorplan with abundant

Drew Josephson William Raveis Real Estate

Co-Listing Agent

$10,500,000
- 5 Beds
- 5.5 Baths
- 5,321 Sq Ft
444 Orchid Dr

Naples, FL
On an oversized half-acre homesite in the coveted Coquina Sands neighborhood, this single-story estate offers over 5,300 square feet of sophisticated living. Crafted by Falcon Design, built by Blue Horizon Construction, and brought to life by the vision of W Design, the home embodies timeless luxury with modern livability. The floorplan features 5 bedrooms plus a den, seamlessly blending open

Drew Josephson William Raveis Real Estate

Co-Listing Agent

$5,999,000
- 4 Beds
- 6 Baths
- 4,144 Sq Ft
1199 12th St N

Naples, FL
Welcome to 1199 12th Street North, an exquisite new construction in the prestigious Lake Park Community, set for completion in December 2025. Designed by the renowned MHK Architecture and W Design, and developed by Blue Horizon Construction, this luxurious two-story residence features four spacious bedrooms, including a ground-level master suite, and four elegantly designed bathrooms, along with

Drew Josephson William Raveis Real Estate

Co-Listing Agent

$299,999
- Land
- 0.16 Acre
- $1,874,994 per Acre
0 Danford St

Unit 225013443

Naples, FL
Prime Vacant Lot in Naples’ Bayview Community – Perfect for Boat Owners and Investors! Seize the opportunity to own a fantastic 50’ x 139’ lot in the highly desirable Bayview community of Naples, FL. Just seconds from Bayview Park, this lot offers unbeatable access to the Gulf – launch your boat and be out on the open water in mere minutes! Whether you're a boat enthusiast seeking easy Gulf

Drew Josephson William Raveis Real Estate

Awards and Designations

NAR - National Association of Realtors

Agent License: Florida NAPLES-249525097

Drew Josephson

(239) 529-4951

Drew Josephson

About Drew

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Drew is Experienced In

Drew's Listings and Deals

Drew's Open Houses

Drew's Recent Active Listings

Awards and Designations