Drew Josephson

Naples FL

William Raveis Real Estate

129 Closed Sales

$217.1M Total Value

$215K - $32M Price Range

$1.7M Average Price

Prior 5 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: House, MultiFamily, Condo, Townhouse, Lot/Land

Years of Experience: 8

Education: Florida State University

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	11
Total Value	$42,802,000
Average Sale Price	$3,891,091
Price Range	$625K - $15.3M

Buyer Deals
Total Deals	14
Total Value	$23,445,000
Average Sale Price	$1,674,643
Price Range	$500K - $5.8M

1 Year View by Quarter

Seller Deals
Total Deals	22
Total Value	$83,693,000
Average Sale Price	$3,804,227
Price Range	$377K - $32M

Buyer Deals
Total Deals	26
Total Value	$52,512,000
Average Sale Price	$2,019,692
Price Range	$419K - $13.5M

2 Year View by Quarter

Seller Deals
Total Deals	62
Total Value	$124,830,499
Average Sale Price	$2,013,395
Price Range	$215K - $32M

Buyer Deals
Total Deals	67
Total Value	$92,298,000
Average Sale Price	$1,377,582
Price Range	$275K - $13.5M

5 Year View

Neighborhoods Drew is Experienced In

Drew's Open Houses

Co-Listing Agent

$10,500,000

Open Sun 12PM - 3PM
- 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

$2,795,000

Open Sun 12PM - 3PM
- 4 Beds
- 3.5 Baths
- 3,145 Sq Ft
207 Monterey Dr

Naples, FL
Welcome to 207 Monterey Drive, a completely renovated residence offering the perfect blend of modern luxury and timeless design in one of Naples’ most desirable locations. Situated on an oversized lot with a stunning long water view, this home delivers both privacy and picturesque surroundings. Every detail has been thoughtfully upgraded, including all new mechanical systems—AC, plumbing, and

Drew Josephson William Raveis Real Estate

Co-Listing Agent

$2,895,000

Open Sun 12PM - 3PM
- 4 Beds
- 4.5 Baths
- 3,017 Sq Ft
766 95th Ave N

Naples, FL
Exciting opportunity for new construction on a rare lot and a half in Naples Park! This spectacular 4 bedroom + den, 4.5 bath residence designed by South Florida Architecture showcases exceptional craftsmanship and elevated design throughout. The open-concept floor plan features wide plank wood flooring, hurricane-impact windows and doors, and Lutron smart lighting throughout. Each bedroom offers

Drew Josephson William Raveis Real Estate

Drew's Recent Active Listings

$1,395,000
- 2 Beds
- 2.5 Baths
- 1,921 Sq Ft
4030 Crayton Rd

Unit C2

Naples, FL
Located in the highly desirable Park Shore area, this spacious villa offers an exceptional opportunity to enjoy the Naples lifestyle just moments from the beach and Venetian Village. Featuring over 1,900 square feet of living space, this well-maintained residence offers 2 bedrooms, 2.5 bathrooms, southern exposure, and an attached 2-car garage with a 240V fast electric car charging outlet. The

Drew Josephson William Raveis Real Estate

$2,150,000
- 4 Beds
- 3.5 Baths
- 3,035 Sq Ft
519 97th Ave N

Naples, FL
Are you dreaming of living in beautiful Naples and just a short walk from the beach? This exceptional custom-built home offers luxury living just a short walk from the beach in one of Naples’ most desirable locations. Built by the owner in 2019 with quality craftsmanship and thoughtful design throughout, this beautifully constructed home blends elegance, comfort, and functionality across

Drew Josephson William Raveis Real Estate

$315,000
- 3 Beds
- 2.5 Baths
- 1,200 Sq Ft
9076 Gervais Cir

Unit 410

Naples, FL
Welcome to this beautifully updated 3-bedroom, 2.5-bath townhome located in The Vistas at Heritage Bay. Offering approximately 1,200 sq. ft. of thoughtfully designed living space, this townhouse combines modern finishes with comfortable, low-maintenance living. The light and bright kitchen features white cabinetry, sleek quartz countertops, and black appliances, complemented by a breakfast bar

Drew Josephson William Raveis Real Estate

$2,790,000
- 4 Beds
- 3.5 Baths
- 3,301 Sq Ft
7657 Ponte Verde Way

Naples, FL
Welcome to your retreat in Monterey. Ideally situated on a quiet cul-de-sac within this guard gated community, this beautifully updated home offers serene lake views throughout and western exposure for stunning sunsets. The open-concept floor plan features sun-filled interiors, high ceilings, and wide plank Provenza wood flooring. The updated kitchen and spacious living areas flow seamlessly to

Drew Josephson William Raveis Real Estate

$2,250,000
- 5 Beds
- 3 Baths
- 2,945 Sq Ft
9833 Clear Lake Cir

Naples, FL
Some homes are renovated. Others are reimagined. Tucked behind the gates of Wilshire Lakes, this designer-curated residence was transformed with a singular vision: to create a home that feels less like a traditional Naples property and more like a private coastal retreat. From the moment you enter, the difference is unmistakable. Custom millwork, architectural detailing, curated lighting, layered

Drew Josephson William Raveis Real Estate

$259,000
- 2 Beds
- 2 Baths
- 1,194 Sq Ft
43985 Boardwalk Loop

Unit 2115

Punta Gorda, FL
Located in the highly sought-after Babcock National Golf & Country Club within Babcock Ranch, this furnished, turnkey first-floor condominium offers serene golf course and lake views. The residence features 2 bedrooms and 2 bathrooms with a bright, open-concept layout ideal for both everyday living and entertaining. The main living area includes a well-appointed kitchen, a dedicated dining space,

Drew Josephson William Raveis Real Estate

$450,000
- 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

$1,759,000
- 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

$699,000
- 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

Recently Sold

$6,800,000

Sold May 18, 2026
- 5 Beds
- 5.5 Baths
- 4,610 Sq Ft
655 Starboard Dr

Naples, FL
- 7% Below List
- $1,475/SF
- 116 Days On Market
- Current Est. Value $7M
Drew Josephson William Raveis Real Estate

$625,000

Sold Nov 6, 2025
- 3 Beds
- 2 Baths
- 1,765 Sq Ft
7867 Gardner Dr

Naples, FL
- 8% Below List
- $354/SF
- 28 Days On Market
- Current Est. Value $668K
Drew Josephson William Raveis Real Estate

$3,377,000

Sold Oct 10, 2025
- 4 Beds
- 4.5 Baths
- 3,414 Sq Ft
541 106th Ave N

Naples, FL
- 10% Below List
- $989/SF
- 267 Days On Market
- Current Est. Value $3M
Drew Josephson William Raveis Real Estate

$2,055,000

Sold Aug 27, 2025
- 4 Beds
- 3 Baths
- 2,348 Sq Ft
7658 Ponte Verde Way

Naples, FL
- 2% Below List
- $875/SF
- 71 Days On Market
- Current Est. Value $2M
Drew Josephson William Raveis Real Estate

$630,000

Sold Aug 22, 2025
- 3 Beds
- 2 Baths
- 1,932 Sq Ft
14579 Manchester Dr

Naples, FL
- 19% Below List
- $326/SF
- 199 Days On Market
- Current Est. Value $637K
Drew Josephson William Raveis Real Estate

$617,000

Sold Mar 19, 2025
- 3 Beds
- 2 Baths
- 1,676 Sq Ft
2473 Poinciana St

Naples, FL
- 11% Below List
- $368/SF
- 144 Days On Market
- Current Est. Value $590K
Drew Josephson William Raveis Real Estate

$670,000

Sold Nov 15, 2024
- 3 Beds
- 2.5 Baths
- 2,611 Sq Ft
26100 Grand Prix Dr

Bonita Springs, FL
- 2% Below List
- $257/SF
- 19 Days On Market
- Current Est. Value $645K
Drew Josephson William Raveis Real Estate

$390,000

Sold Oct 2, 2024
- 2 Beds
- 2.5 Baths
- 1,528 Sq Ft
27770 Hacienda Blvd E

Unit 207B

Bonita Springs, FL
- 6% Below List
- $255/SF
- 45 Days On Market
Drew Josephson William Raveis Real Estate

$1,950,000

Sold Sep 20, 2024
- 4 Beds
- 3 Baths
- 2,229 Sq Ft
678 107th Ave N

Naples, FL
- 2% Below List
- $875/SF
- 87 Days On Market
- Current Est. Value $2M
Drew Josephson William Raveis Real Estate

Awards and Designations

NAR - National Association of Realtors

Agent License: Florida NAPLES-249525097

Drew Josephson

(239) 529-4951

Homes for Sale by City

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

Recently Sold

Awards and Designations