| 1 Red Cottages, Middle Road, Tiptoe, Lymington | Freehold | 106 m² | £500,000 (2021) |
| 2 Red Cottages, Middle Road, Tiptoe, Lymington | Freehold | 72 m² | £241,000 (2009) |
| Appletree Cottage, Middle Road, Tiptoe, Lymington | Freehold | 188 m² | £338,000 (1998) |
| Arnewood Rise, Middle Road, Tiptoe, Tiptoe | - | 330 m² | - |
| Ashdown House, Middle Road, Tiptoe, Lymington | Freehold | 160 m² | £676,225 (2021) |
| Beam Ends, Middle Road, Tiptoe, Lymington | Freehold | 97 m² | £305,000 (2005) |
| Brambles, Middle Road, Tiptoe, Lymington | Freehold | 55 m² | £300,000 (2009) |
| Brinkley, Middle Road, Tiptoe, Lymington | - | 281 m² | - |
| Candleford House, Middle Road, Tiptoe, Lymington | Freehold | 168 m² | £955,000 (2022) |
| Chacara Floresta, Middle Road, Tiptoe, Lymington | Freehold | 114 m² | £490,000 (2019) |
| Cherry Cottage, Middle Road, Tiptoe, Lymington | Freehold | 102 m² | £438,000 (2015) |
| Dean House, Middle Road, Tiptoe, Lymington | Freehold | 207 m² | £1,210,000 (2025) |
| Field Gate, Middle Road, Tiptoe, Lymington | Freehold | 125 m² | £645,000 (2017) |
| Glenealy, Middle Road, Tiptoe, Lymington | - | 108 m² | - |
| Lavenders, Middle Road, Tiptoe | Freehold | 139 m² | £690,000 (2021) |
| Myrtle Cottage, Middle Road, Tiptoe, Lymington | Freehold | 149 m² | £440,000 (2009) |
| Northlea, Middle Road, Tiptoe, Lymington | Freehold | 72 m² | £365,000 (2017) |
| Orchard House, Middle Road, Tiptoe, Lymington | - | 108 m² | - |
| Tenby, Middle Road, Lymington | Freehold | 155 m² | £360,000 (2015) |
| The Annex Arnewood Rise, Middle Road, Tiptoe | - | 83 m² | - |
| The Chestnuts, Middle Road, Lymington | - | 153 m² | - |
| Tiptoe Lodge Farm, Middle Road, Lymington | - | 157 m² | - |
| Turvey Cottage, Middle Road, Tiptoe, Lymington | - | 113 m² | - |
