
TOBIN BOSSOLA
In 2006 I left a salaried management position to begin my career in the Jacksonville real estate industry. With over 18 years of experience, I can help you accomplish whatever your real estate needs/goals are! A real estate professional’s success in this industry is forged by their diligence and perseverance during market slumps. Having weathered the downturn in real estate that came right after beginning my career, I have come out on the other side focused, stronger and more experienced. With an emphasis on new construction and a strong foundation in foreclosure sales, I have developed a well-rounded understanding of the real estate business. This knowledge is a welcomed resource for customers looking to buy or sell. I’m eager to assist you in finding your ideal home during what can be a tumultuous time without the right advocate in your corner. By utilizing my past experiences and my access to various marketing resources, it is my goal to make your process as fluid and stress-free as possible.
FIND YOUR HOME
16 Active Listings
Recent Sales

Sold Date: 2025-03-14
85 DEBARRY Avenue, Orange Park, FL 32073
2 Bedrooms | 2 Bathrooms | 1 Half Bath
1050 sq ft
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 2046211
SOLD $117,600

Sold Date: 2025-02-28
2199 ASTOR Street, Orange Park, FL 32073
3 Bedrooms | 2 Bathrooms | 0 Half Bath
1600 sq ft
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 2035499
SOLD $279,000

Sold Date: 2025-02-12
1315 INGLESIDE Avenue, Jacksonville, FL 32205
3 Bedrooms | 2 Bathrooms | 0 Half Bath
1573 sq ft
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 2016513
SOLD $319,000

Sold Date: 2025-02-12
2632 GIFFORD Avenue, Orange Park, FL 32065
2 Bedrooms | 1 Bathrooms | 0 Half Bath
896 sq ft
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 2054424
SOLD $140,000

Sold Date: 2025-02-05
14552 LONGVIEW Drive S, Jacksonville, FL 32223
3 Bedrooms | 2 Bathrooms | 1 Half Bath
3179 sq ft
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 2060101
SOLD $1,300,000

Sold Date: 2024-12-27
7161 PALM RESERVE Lane, Jacksonville, FL 32222
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 2052739
SOLD $145,000

Sold Date: 2024-12-12
11806 BEARDGRASS Way, Jacksonville, FL 32258
3 Bedrooms | 2 Bathrooms | 1 Half Bath
1368 sq ft
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 2046215
SOLD $0

Sold Date: 2024-09-20
9380 LOCKHEED Lane, Jacksonville, FL 32221
4 Bedrooms | 2 Bathrooms | 0 Half Bath
1973 sq ft
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 2022355
SOLD $0

Sold Date: 2024-07-31
2199 ASTOR Street, Orange Park, FL 32073
3 Bedrooms | 3 Bathrooms | 1 Half Bath
2150 sq ft
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 2006759
SOLD $686,000

Sold Date: 2024-06-13
6638 WHISPER GLEN Drive E, Jacksonville, FL 32222
4 Bedrooms | 2 Bathrooms | 0 Half Bath
2420 sq ft
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 2019609
SOLD $369,500

Sold Date: 2024-05-07
2626 GIFFORD Avenue, Orange Park, FL 32065
2 Bedrooms | 1 Bathrooms | 0 Half Bath
792 sq ft
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 2011137
SOLD $150,000

Sold Date: 2024-04-18
10872 CABBAGE POND Court, Jacksonville, FL 32257
2 Bedrooms | 2 Bathrooms | 1 Half Bath
1920 sq ft
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 2006195
SOLD $317,500

Sold Date: 2024-03-04
2160 WALKERS GLEN Lane, Jacksonville, FL 32246
3 Bedrooms | 2 Bathrooms | 0 Half Bath
2381 sq ft
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 2006623
SOLD $550,000

Sold Date: 2024-02-20
65 BEACON MILL Lane, Palm Coast, FL 32137
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 1258375
SOLD $69,500

Sold Date: 2024-01-31
7849 MERCHANTS Way, Jacksonville, FL 32222
3 Bedrooms | 2 Bathrooms | 1 Half Bath
1627 sq ft
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 1259688
SOLD $285,000

Sold Date: 2024-01-03
3670 BRENTWOOD Boulevard, Jacksonville, FL 32206
3 Bedrooms | 2 Bathrooms | 0 Half Bath
1094 sq ft
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 1257169
SOLD $170,000

Sold Date: 2023-12-28
0 SPRINGHILL Road, Fernandina Beach, FL 32034
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 1260384
SOLD $155,000

Sold Date: 2023-11-30
5120 WESTCHASE Court, JACKSONVILLE, FL 32210
2 Bedrooms | 1 Bathrooms | 0 Half Bath
811 sq ft
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 1253820
SOLD $900

Sold Date: 2023-10-29
7456 CANAVERAL Road, JACKSONVILLE, FL 32210
3 Bedrooms | 2 Bathrooms | 0 Half Bath
1292 sq ft
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 1251560
SOLD $1,600

Sold Date: 2023-10-26
4851 LAMBING Road, Jacksonville, FL 32210
4 Bedrooms | 2 Bathrooms | 0 Half Bath
1775 sq ft
Listing Office: COLDWELL BANKER VANGUARD REALTY
MLS # 1247272
SOLD $240,000
