Jackson Massey

RE/MAX REMAX Island Realty

Looking to sell your property, buy a new home, or just need some expert real estate advice?

About
Jackson Massey is a full-time real estate agent serving Hilton Head Island, Bluffton, and Beaufort, South Carolina. Since 2019, he has helped buyers and sellers successfully navigate a wide range of transactions, with a strong focus on second homes, vacation properties, and investment real estate.

Working with many out-of-state clients, Jackson understands how to simplify the process and keep everything moving efficiently from start to finish. He provides clear communication, strong market insight, and a straightforward approach that allows clients to make confident decisions.

Whether purchasing a primary residence, second home, or investment property, clients can expect responsiveness, attention to detail, and a high level of service throughout the entire transaction.

Jackson also maintains a strong network of trusted agents nationwide, ensuring clients are well taken care of no matter where their move takes them.
Highlights *
23
Recent sales
$205K - $3.8M
Price range
$449K
Median price
7
Years experience

Recent Listings & Sales

Address Sold Date Sold Price Represented
131 Northlake Blvd
Bluffton, SC 29909
9/11/2026 $650,000 Seller
803 Wiregrass Way
Hardeeville, SC 29927
8/24/2026 $450,000 Buyer
897 Fording Island Rd #2605
Bluffton, SC 29910
7/20/2026 $230,000 Buyer
80 Myrtle View St
Bluffton, SC 29910
3/24/2026 $3,800,000 Seller
4924 Bluffton Pkwy #18-102
Bluffton, SC 29910
2/11/2026 $315,000 Buyer

Transaction History *

Seller Deals

Total Deals
11
Total Value
$7,709,000
Median Sale Price
$409,000
Price Range
$205K - $3.8M

Buyer Deals

Total Deals
12
Total Value
$10,895,517
Median Sale Price
$500,514
Price Range
$230K - $3.6M

Sales Volume Timeline

Jackson Massey’s production volume for the past 3 year period Q4 ’23 Q4 2023 (Nov 1–Dec 31, 2023) — Partial quarter: $285K Q1 ’24 Q1 2024 (Jan 1–Mar 31, 2024): $409K Q2 ’24 Q2 2024 (Apr 1–Jun 30, 2024): $733K Q3 ’24 Q3 2024 (Jul 1–Sep 30, 2024): $3.8M Q4 ’24 Q4 2024 (Oct 1–Dec 31, 2024): $0 Q1 ’25 Q1 2025 (Jan 1–Mar 31, 2025): $4.3M Q2 ’25 Q2 2025 (Apr 1–Jun 30, 2025): $2M Q3 ’25 Q3 2025 (Jul 1–Sep 30, 2025): $0 Q4 ’25 Q4 2025 (Oct 1–Dec 31, 2025): $285K Q1 ’26 Q1 2026 (Jan 1–Mar 31, 2026): $5.5M Q2 ’26 Q2 2026 (Apr 1–Jun 30, 2026): $0 Q3 ’26 Q3 2026 (Jul 1–Sep 30, 2026): $1.3M Q4 ’26 Q4 2026 (Oct 1–Nov 1, 2026) — Partial quarter: $0 Q4 2023 Nov 1–Dec 31, 2023 Partial quarter Total Sales $285K Q1 2024 Total Sales $409K Q2 2024 Total Sales $733K Q3 2024 Total Sales $3.8M Q4 2024 Total Sales $0 Q1 2025 Total Sales $4.3M Q2 2025 Total Sales $2M Q3 2025 Total Sales $0 Q4 2025 Total Sales $285K Q1 2026 Total Sales $5.5M Q2 2026 Total Sales $0 Q3 2026 Total Sales $1.3M Q4 2026 Oct 1–Nov 1, 2026 Partial quarter Total Sales $0

Lighter, dashed segments indicate partial quarters. Totals include only dates within the displayed period.

Ratings & Reviews
5.0 (7)

dweberhhi7
Mar 6, 2022

Thanks to Jackson Massey our vacation rental was sold very quickly. We were able to get above asking price. Jackson was easy to work with and very knowledgeable about the Hilton Head Island area market. We have other property here and if the time comes we will reach out to Jackson again.

Source: Zillow

Brian Cunningham
Feb 3, 2022

We had a wonderful experience with Jackson! We highly recommend him for your real estate deal! He really went above and beyond to help us out. Communication was spot on! Everything went very smoothly and he gave us many great recommendations. We will definitely use him again in the future. He has great knowledge of the area and is overall a super nice guy!

Source: Zillow

jhough42 jh
Dec 29, 2021

Jackson was instrumental in finding a buyer for our condo before it was listed. He was also very diligent in providing us potential properties to buy throughout Beaufort County that fit our needs. We ultimately found a perfect house on Hilton head Island and Jackson was hands-on throughout the entire transaction.

Source: Zillow

user57865445
Feb 23, 2021

Jackson's local knowledge of the area was a big help in our selecting the best property for our needs. Was able to describe the pros and cons of each of the local communities that we looked at.

Source: Zillow

chrisreidrob
Jan 21, 2021

My wife and I bought a home virtually with Jackson Massey. That was a task that I don’t think just any realtor can take on, his knowledge and advice where exceptional. I would recommend him to anyone.

Source: Zillow

Professional Info

Brokerage

RE/MAX REMAX Island Realty
24 New Orleans Rd 210
Hilton Head Island, SC 29928

Licensed

Licensed REALTOR®
SC 112887

Specialties

  • Luxury properties
  • Recreation & Vacation
  • Relocation

Designations

  • RSPS
  • SRS

Education

USC Beaufort
Bachelor’s Degree, Business Management
2015 - 2019

Top Cities *

Bluffton

  • 12 sales past 3 years
  • 84 days on market
  • $449K median price

Hilton Head Island

  • 10 sales past 3 years
  • 68 days on market
  • $215K median price

Hardeeville

  • 3 sales past 3 years
  • 44 days on market
  • $551K median price

*Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.