| 2 Portland Drive, Skegness | Freehold | 70 m² | £72,000 (2002) |
| 3, Portland Drive, Skegness | - | 110 m² | - |
| 5 Portland Drive, Skegness, Skegness | Freehold | 66 m² | £220,000 (2025) |
| 8, Portland Drive, Skegness | Freehold | 66 m² | £55,000 (1999) |
| 9 Portland Drive, Skegness | Freehold | 80 m² | £132,000 (2004) |
| 10, Portland Drive, Skegness | Freehold | 65 m² | £180,000 (2020) |
| 11 Portland Drive, Skegness | Freehold | 90 m² | £50,000 (1999) |
| 12, Portland Drive, Skegness | Freehold | 69 m² | £143,000 (2019) |
| 14 Portland Drive, Skegness | Freehold | 63 m² | £197,500 (2025) |
| 15, Portland Drive, Skegness | - | 119 m² | - |
| 16 Portland Drive, Skegness | Freehold | 65 m² | £167,000 (2025) |
| 17, Portland Drive, Skegness | Freehold | 115 m² | £134,000 (2013) |
| 18, Portland Drive, Skegness | Freehold | 66 m² | £151,000 (2020) |
| 20 Portland Drive, Skegness | Freehold | 68 m² | £44,000 (1998) |
| 22, Portland Drive, Skegness | Freehold | 81 m² | £127,000 (2003) |
| 24, Portland Drive, Skegness | Freehold | 68 m² | £124,000 (2006) |
| 26, Portland Drive, Skegness | - | 70 m² | - |
| 28, Portland Drive, Skegness | - | 88 m² | - |
| 30, Portland Drive, Skegness | Freehold | 66 m² | £134,000 (2016) |
| 32 Portland Drive, Skegness | Freehold | 70 m² | £165,000 (2024) |
| 36 Portland Drive, Skegness | Freehold | 64 m² | £228,000 (2022) |
| 38 Portland Drive, Skegness, Skegness | Freehold | 64 m² | £210,000 (2024) |
| 40, Portland Drive, Skegness | Freehold | 79 m² | £200,000 (2019) |