Josh Benson

Marco Island FL

Re/Max Alliance Group

67 Closed Sales

$36.4M Total Value

$65K - $2.5M Price Range

$543K Average Price

Prior five years

About Josh

Josh Benson - Naples Native & Golf Community Expert RE/MAX Affinity Plus | Benson Boutique Realty Team At RE/MAX Affinity Plus, I work with my wife, Sue "Pinky" Benson, as part of the Benson Boutique Realty Team. Together, we help buyers and sellers in Naples, Marco Island, and across Southwest Florida. Whether you’re searching for a luxury beachfront property, a stylish condo, or the perfect home nestled within a country club community, we are here to guide you every step of the way. As a Naples native and avid golfer, I have firsthand knowledge of the area’s neighborhoods and golf communities. Having played nearly all the golf courses in SWFL, I understand the unique offerings of each community, helping clients find a home and lifestyle tailored to their needs. With over a decade of experience in real estate and a background in banking and investments with Merrill Lynch, I bring a strategic approach to every transaction. My wife and I focus on personalized service, getting to know each client to ensure we find the right property for their goals, whether it’s a primary residence, seasonal retreat, or investment opportunity. For sellers, we utilize proven marketing strategies, including high-quality photos and videos, to create a compelling visual experience for buyers. Our approach includes aggressive advertising and leveraging social media, where Pinky shines as an award-winning video and social media influencer. We’re proud to call Naples home, raising our family in this paradise while helping others find their own slice of it. Reach out today for a personalized real estate consultation—we’d love to help you make your dream home a reality.

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

Years of Experience: 13

Education: Florida Southern College

Transaction History

1 Year
2 Year
5 Year

Seller Deals

Total Deals

Total Value

$3,348,500

Average Sale Price

$334,850

Price Range

$65K - $590K

Buyer Deals

Total Deals

Total Value

$1,244,900

Average Sale Price

$622,450

Price Range

$610K - $635K

1 Year View by Quarter

Seller Deals

Total Deals

Total Value

$12,301,000

Average Sale Price

$455,593

Price Range

$17K - $2.5M

Buyer Deals

Total Deals

Total Value

$5,721,350

Average Sale Price

$953,558

Price Range

$555K - $2.4M

2 Year View by Quarter

Seller Deals

Total Deals

Total Value

$26,964,601

Average Sale Price

$481,511

Price Range

$12K - $2.5M

Buyer Deals

Total Deals

Total Value

$9,416,350

Average Sale Price

$856,032

Price Range

$368K - $2.4M

5 Year View

Neighborhoods Josh is Experienced In

Josh's Active Listings

$125,000
- 1 Bed
- 1 Bath
- 701 Sq Ft
12515 Mcgregor Blvd

Unit 104A

Fort Myers, FL
Great opportunity for an investor or owner-occupant! This ground-floor one-bedroom, one-bath condo is easy to maintain with tile flooring throughout. The kitchen offers granite countertops and stainless steel appliances. The spacious bedroom offers plenty of closet space. Laundry is located inside the unit to offer convenience. The Western facing screened patio area offers views of the community

Josh Benson Re/Max Alliance Group

$59,000
- Land
- 0.26 Acre
- $226,923 per Acre
3929 NW 39th St

Cape Coral, FL
Situated in desirable NW Cape Coral on a freshwater canal. This oversized lot offers great views of the intersecting canals from the back of the property. Come build the home of your dreams conveniently located off Burnt Store Rd. Easy access to Cape Coral and Punta Gorda/Port Charlotte to the North.

Josh Benson Re/Max Alliance Group

Co-Listing Agent

$149,900
- 2 Beds
- 2 Baths
- 1,071 Sq Ft
5419 Rattlesnake Hamm Rd

Unit F-203

Naples, FL
True fixer-upper opportunity in Naples. This 2-bedroom, 2-bath condo is being offered AS IS and is priced to reflect its condition. The interior is original and in need of a full cosmetic renovation, including kitchen, bathrooms, and flooring. This is not a lightly updated unit—buyers should expect a project and plan accordingly. Located in a 55+ community, this second-floor residence offers

Josh Benson Re/Max Alliance Group

Co-Listing Agent

$1,200,000
- 4 Beds
- 3 Baths
- 3,564 Sq Ft
2274 Queens Way

Naples, FL
Tucked along a quiet lake in Kings Lake, this inviting residence is a rare opportunity to own one of the largest homes currently available in the community. Thoughtfully designed and beautifully maintained, the home blends warmth, functionality, and a subtle Mediterranean influence in a peaceful lakefront setting ideal for multigenerational living. Vaulted ceilings and abundant natural light

Josh Benson Re/Max Alliance Group

Co-Listing Agent

$485,000
- 2 Beds
- 2 Baths
- 1,406 Sq Ft
25232 Pelican Creek Cir

Unit 102

Bonita Springs, FL
Step into this bright and inviting first-floor coach home in Creekside Crossing at Pelican Landing—where effortless Florida living meets style and comfort. This turnkey furnished residence offers an open and welcoming layout with a private one-car garage and a screened lanai that invites the gentle trade-winds and lush surroundings with views of the golf course. Enjoy relaxed elegance with

Josh Benson Re/Max Alliance Group

Co-Listing Agent

$499,999
- 2 Beds
- 2 Baths
- 1,563 Sq Ft
764 Willowbrook Dr

Unit 1106

Naples, FL
NEW PRICE, SELLER SAYS BRING AN OFFER LET'S DISCUSS: Looking for move-in ready? This isn’t it.If you’re hoping to unpack, pour a margarita, and start living your best Naples life on day one — keep scrolling. But... if you’ve been waiting for a chance to get into Pelican Bay and turn potential into equity, this could be the one. This spacious 2-bedroom, 2-bath second-floor condo in Willow

Josh Benson Re/Max Alliance Group

Awards and Designations

100% Club
Platinum Club
ABR - Accredited Buyer Representative
AHWD - At Home with Diversity
RSPS - Resort & Second-Home Property Specialist
SRES - SRES®, Seniors Real Estate Specialist
SRS - Seller Representative Specialist

Other Experience

First Time Home Buyers, Investments, Luxury Homes, New Construction, Senior Communities

Josh Benson

(239) 572-9845

Homes for Sale by City

Josh Benson

About Josh

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 Josh is Experienced In

Josh's Listings and Deals

Josh's Active Listings

Awards and Designations

Other Experience