
Get to know James Littlefield
REALTOR® (MD|DE)
With a focus on clarity, strategy and achieving optimal results, James Littlefield expertly guides buyers and sellers alike, providing informed insight, tactical guidance, and curated opportunities across the real estate market. Drawing on 15+ years of experience in the industry, James combines analytical rigor, relentless negotiation, and a forward-thinking strategy to manage client risk and maximize outcomes.
Licensed in both Maryland and Del...
James Littlefield's listings & sales (78)
For Sale (5)
Address | Bed/Bath | Listing price |
|---|---|---|
![]() 14 Whispering Woods Dr Georgetown, DE 19947
| 4 Bed, 3 Bath | $675,000 |
![]() 39050 Briny Ln #11902 Fenwick Island, DE 19944
| 2 Bed, 1 Bath | $125,000 |
![]() 39046 Briny Ln #7275 Fenwick Island, DE 19944
| 2 Bed, 1 Bath | $75,000 |
![]() 32000 Janice Rd #42942 Lewes, DE 19958
| 3 Bed, 1 Bath | $70,000 |
![]() 204 6th St Pocomoke City, MD 21851
| 5 Bed, 2 Bath | $144,900 |
Sold (73)
Address | Sold date | Closing price | Represented | Flag Sale |
|---|---|---|---|---|
| 11/14/2025 | $975,000 | Seller | ||
| 11/14/2025 | $410,000 | Seller | ||
| 11/10/2025 | $380,000 | Seller | ||
| 9/30/2025 | $155,000 | Seller | ||
| 9/22/2025 | $500,000 | Seller |
James Littlefield's reviews (21)
Write a review- Highly likely to recommend||5.05.0
5/29/2025 - hgromm5
Sold a home in 2025.Local knowledgeProcess expertiseResponsivenessNegotiation skillsJames was a wonderful agent. Our house was on the market for one year before we met James. We discussed what he would do to help us sell the house. Everything was exactly as he said it would be. The photos were top notch, the listings were perfec... - Highly likely to recommend||5.05.0
3/3/2025 - JessaMike21
Bought a Single Family home in 2023 in Princess anne, MD.Local knowledgeProcess expertiseResponsivenessNegotiation skillsJames was very knowledgeable with the areas we were looking in. He was very helpful regarding our loan, and what worked for us. Being first time home buyers was intimidating, but James was patient and there to help us with any questions or concerns. ... - Highly likely to recommend||5.05.0
3/2/2025 - Michelle Kerns
Bought a Vacant Land home in 2024 in Salisbury, MD.Local knowledgeProcess expertiseResponsivenessNegotiation skillsI had the pleasure of working with James Littlefield to purchase both a property and business, and I couldn't be more impressed with his professionalism and expertise. From helping me navigate market conditions and multiple lendors, James was always ... - Highly likely to recommend||5.05.0
2/24/2025 - daveyharris17
Bought a Single Family home in 2025 in Salisbury, MD.Local knowledgeProcess expertiseResponsivenessNegotiation skillsJames was very helpful as we went through the buying process. He showed us many houses and got us in to see the ones we liked, sometimes multiple viewings. When we found the one, James was quick and efficient on helping us with the offer. - Highly likely to recommend||5.05.0
2/24/2025 - Richard Allen
Sold a Single Family home in 2024 in Salisbury, MD.Local knowledgeProcess expertiseResponsivenessNegotiation skillsJames was great! He handled everything for us starting with the listing of the house right through the closing of the property. And even after the sale, he went above and beyond in dealing with things related to the sale. He was very knowledgable...















