Jackson Massey Real Estate Agent - RE/MAX Island Realty

239 Beach City Rd Unit 3331, Hilton Head Island, SC For Sale $305,000 - listed by Jackson Massey — For Sale $305,000

Jackson Massey listing agent for 131 Northlake Blvd, Okatie, SC - sold for $650,000 — Sold $650,000

156 Dillon Rd Unit 225, Hilton Head Island, SC Under Contract $204,900 - listed by Jackson Massey — Under Contract $204,900

Jackson Massey buyer's agent for 803 Wiregrass Way, Hardeeville, SC - sold for $450,000 — Sold $450,000

34 S Forest Beach Dr Unit C14, Hilton Head Island, SC For Sale $325,000 - listed by Jackson Massey — For Sale $325,000

Jackson Massey

Hilton Head Island SC

RE/MAX Island Realty

34 Closed Sales

$20.9M Total Value

$150K - $3.8M Price Range

$615.7K Average Price

Prior 5 years

About Jackson

Originally from Fort Mill, SC, Jackson moved to Lowcountry to earn his business degree at USC Beaufort. This knowledge help provide him with valuable skills he uses daily in real estate negotiations, educating home buyers & sellers, and effectively marketing his listings. Jackson has been in the Lowcountry since 2015 and is an accredited Seller Representative and Resort/Second Home Specialist.

Jackson has created a custom-fit real estate experience for each of his clients. He works tirelessly to ensure the highest satisfaction. When working with Jackson, expect a trustworthy, energetic, and knowledgeable professional. He will be an unwavering advocate that will negotiate with your best interests in mind. He strives to make the home buying & selling process a stress-free and pleasant one for you. You will be treated like the king/queen of your castle!

Trust is the foundation upon which his business model runs; your voice will be heard. All your questions & concerns will be addressed by Jackson to ensure you are both comfortable and educated throughout the entire process. In any relationship, communication is key; you can expect extraordinary communication throughout your experience.

We look forward to making your dreams come true!

Cheers!

Home Types: Condo, House, Townhouse, Lot/Land, Mobile Homes

Years of Experience: 7

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	4
Total Value	$4,940,000
Average Sale Price	$1,235,000
Price Range	$205K - $3.8M

Buyer Deals
Total Deals	4
Total Value	$1,575,000
Average Sale Price	$393,750
Price Range	$230K - $580K

Seller Deals
Total Deals	9
Total Value	$6,905,000
Average Sale Price	$767,222
Price Range	$205K - $3.8M

Buyer Deals
Total Deals	7
Total Value	$7,156,490
Average Sale Price	$1,022,356
Price Range	$230K - $3.6M

Seller Deals
Total Deals	24
Total Value	$12,576,500
Average Sale Price	$524,021
Price Range	$150K - $3.8M

Buyer Deals
Total Deals	10
Total Value	$8,357,490
Average Sale Price	$835,749
Price Range	$230K - $3.6M

5 Year View

Areas Jackson is Experienced In

Jackson's Listings and Deals

Jackson's Active Listings

$305,000
- 2 Beds
- 2 Baths
- 917 Sq Ft
239 Beach City Rd

Unit 3331

Hilton Head Island, SC
Fully renovated 2BR/2BA villa at The Spa on Port Royal Sound with close proimity to Hilton Head Island's most distinctive natural beach along the Sound and excellent flexibility as a second home, full-time residence, or short-term rental. The updated interior features an open kitchen with center island, stainless appliances, wine fridge, glass tile backsplash, modern bathrooms with tiled shower

Jackson Massey RE/MAX Island Realty Inc.

$325,000
- 1 Bed
- 1 Bath
- 625 Sq Ft
34 S Forest Beach Dr

Unit C14

Hilton Head Island, SC
Top-floor renovated villa with strong rental potential just a short walk to South Forest Beach and Coligny Plaza. This 1 bed, 1 bath unit in Xanadu Villas offers 625 sq ft, elevator access, and no one above. Updated with LVP flooring, smooth ceilings, fresh paint, and furnishings for a turnkey setup. Open living area, full kitchen, and private balcony overlooking landscaped grounds and pool.

Jackson Massey RE/MAX Island Realty Inc.

$270,000
- 1 Bed
- 1 Bath
- 592 Sq Ft
40 Folly Field Rd

Unit 344

Hilton Head Island, SC
Hilton Head Beach & Tennis #344B is a third-floor villa with a fantastic ocean view and a more open feel than most, thanks to its position next to the stairwell, offering added separation and natural light. Being on the top floor also means no one above and a better vantage point. The villa has been updated with HVAC, appliances, furnishings, and a wall-mounted electric fireplace, creating a

Jackson Massey RE/MAX Island Realty Inc.

$270,000
- 1 Bed
- 1 Bath
- 540 Sq Ft
40 Folly Field Rd

Unit B344

Hilton Head Island, SC
Hilton Head Beach & Tennis #344B is a third-floor villa with a fantastic ocean view and a more open feel than most, thanks to its position next to the stairwell, offering a little more separation and natural light than typical units. Located on the top floor, it also benefits from no one above and a better overall vantage point. The villa has been updated with HVAC, appliances, furnishings, and a

Jackson Massey RE/MAX Island Realty

$235,000
- 2 Beds
- 2 Baths
- 831 Sq Ft
663 William Hilton Pkwy

Unit 4315

Hilton Head Island, SC
Welcome to Hilton Head Resort, where luxury meets leisure in one of the island's most sought-after properties. Enjoy year-round amenities including beach access with private volleyball courts, multiple pools (including indoor options), hot tubs, gym with indoor track, and outdoor tennis courts. Indulge in onsite dining at Coco's beachfront grill or grab a bite at the deli. This 2-bed/2-bath villa

Jackson Massey RE/MAX Island Realty Inc.

$499,000
- 2 Beds
- 2.5 Baths
- 1,285 Sq Ft
31 Anchorage Point

Unit 31

Hilton Head Island, SC
Rare opportunity in Anchorage Point of Broad Creek! This 2BR/2.5BA townhome offers stunning sunset views over Broad Creek and the Intracoastal Waterway. Recent updates include fresh paint, updated piping, and two renovated showers. The main level features a defined kitchen, living area with fireplace and built-ins, plus a private balcony. Upstairs, both bedrooms are spacious, and the primary

Jackson Massey RE/MAX Island Realty Inc.

$204,900

Under Contract
- 2 Beds
- 2.5 Baths
- 1,120 Sq Ft
156 Dillon Rd

Unit 225

Hilton Head Island, SC
Filtered marsh, sunrise, and partial ocean views set this Cotton Hope villa apart on Hilton Head Island's north end. This 2-bedroom, 2.5-bath villa offers approximately 1,120 heated sq. ft. with upstairs bedrooms, fireplace, smooth ceilings, in-unit washer/dryer, balcony, and under-building parking. Prior updates include Cali bamboo waterproof vinyl flooring, refreshed cabinets and vanities,

Jackson Massey RE/MAX Island Realty Inc.

Recently Sold

$650,000

Sold Sep 11, 2026
- 3 Beds
- 3 Baths
- 2,415 Sq Ft
131 Northlake Blvd

Okatie, SC
- 5% Below List
- 9 Days On Market
- $269/SF
- Current Est. Value $618K
Jackson Massey RE/MAX Island Realty

$3,800,000

Sold Mar 24, 2026
- 4 Beds
- 7 Baths
- 3,753 Sq Ft
80 Myrtle View St

Bluffton, SC
- 3% Above List
- 4 Days On Market
- $1,013/SF
- Current Est. Value $4M
Jackson Massey RE/MAX Island Realty Inc.

$205,000

Sold Feb 6, 2026
- 2 Beds
- 2.5 Baths
- 1,120 Sq Ft
155 Dillon Rd

Unit 2122

Hilton Head Island, SC
- 64 Days On Market
- $183/SF
- Current Est. Value $201K
Jackson Massey RE/MAX Island Realty Inc.

$285,000

Sold Nov 19, 2025
- 2 Beds
- 2 Baths
- 917 Sq Ft
239 Beach City Rd

Unit 3106

Hilton Head Island, SC
- 75 Days On Market
- $311/SF
- Current Est. Value $288K
Jackson Massey RE/MAX Island Realty Inc.

$465,000

Sold Apr 14, 2025
- 4 Beds
- 2.5 Baths
- 2,694 Sq Ft
19 Woodland Hills Dr

Bluffton, SC
- 17 Days On Market
- $173/SF
- Current Est. Value $491K
Jackson Massey RE/MAX Island Realty

$215,000

Sold Jan 6, 2025
- 2 Beds
- 2 Baths
- 831 Sq Ft
663 William Hilton Pkwy

Unit 3324

Hilton Head Island, SC
- 4 Days On Market
- $259/SF
- Current Est. Value $266K
Jackson Massey RE/MAX Island Realty

$300,000

Sold Sep 9, 2024
- 3 Beds
- 2.5 Baths
- 1,374 Sq Ft
230 South St

Bluffton, SC
- 48 Days On Market
- $218/SF
- Current Est. Value $295K
Jackson Massey RE/MAX Island Realty Inc.

$570,000

Sold Aug 20, 2024
- 3 Beds
- 2.5 Baths
- 2,051 Sq Ft
1821 Wiregrass Way

Hardeeville, SC
- 63 Days On Market
- $278/SF
- Current Est. Value $569K
Jackson Massey RE/MAX Island Realty Inc.

$415,000

Sold Aug 19, 2024
- 3 Beds
- 2.5 Baths
- 1,952 Sq Ft
11 Webb Way

Beaufort, SC
- 3 Days On Market
- $213/SF
- Current Est. Value $559K
Jackson Massey RE/MAX Island Realty Inc.

Awards and Designations

100% Club
Executive Club
RSPS - Resort & Second-Home Property Specialist
SRS - Seller Representative Specialist

Other Experience

First Time Homebuyers, Investments, Military Families, Veteran's Programs, Senior Communities, Luxury Homes, New Construction, Distressed Properties, Foreclosures

Agent License: South Carolina 112887

Jackson Massey

(803) 991-7510

RE/MAX Island Realty

(803) 991-7510

Nearby Homes

Jackson Massey

About Jackson

Transaction History

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Areas Jackson is Experienced In

Jackson's Listings and Deals

Jackson's Active Listings

Recently Sold

Awards and Designations

Other Experience