| Lakelands, Ballinastoe, Roundwood | €535,000 | 2016-07-15 |
| Lakepark, Lough Dan Road, Roundwood | €1,950,000 | 2017-04-21 |
| Lakeside Cottage, Mullinaviegue, Roundwood | €250,000 | 2024-05-20 |
| Lakeview Cottage, Roundwood, Togherbeg | €600,000 | 2023-12-12 |
| Lickeen, Moneystown, Roundwood | €145,000 | 2012-05-02 |
| Lisheen, 4 Tocharbeg, Roundwood | €259,000 | 2018-11-22 |
| Lough Dan Rd, Toghermore, Roundwood | €430,000 | 2023-07-21 |
| Lough Dan Road, Toghermore, Roundwood | €220,000 | 2010-06-04 |
| Moneystown North, Roundwood | €70,000 | 2012-09-28 |
| Moneystown South, Roundwood, Wicklow | €160,000 | 2024-12-20 |
| Moneystown, Roundwood, Wicklow | €288,500 | 2023-12-06 |
| Mountain View, Main St, Roundwood | €290,000 | 2014-10-24 |
| Mullinaveigue, Maryville, Roundwood | €520,000 | 2015-11-26 |
| No 19 Bracken Demesne, Roundwood, County Wicklow | €260,207 | 2025-10-17 |
| No 20 Bracken Demesne, Roundwood, County Wicklow | €260,207 | 2025-10-17 |
| No. 8 The Willows, Togher Beg, Roundwood | €392,070 | 2023-07-24 |
| Nordica, Tomdarragh Lane, Roundwood | €865,000 | 2025-12-01 |
| Oakwell Toghermore, Lough Dan Road, Roundwood | €410,000 | 2010-12-16 |
| Old Bridge, Lough Dan, Roundwood | €270,000 | 2013-06-14 |
| Oldbridge, Roundwood, Co Wicklow | €600,000 | 2024-04-04 |
| Oldtown, Roundwood | €285,000 | 2013-07-18 |
| Oldtown, Roundwood, County Wicklow | €620,000 | 2019-10-31 |
| Paircmor, Roundwood, Wicklow | €560,000 | 2022-06-17 |
| Parkmore, Moneystone, Roundwood | €150,000 | 2017-02-23 |
| Parkmore, Moneystown, Roundwood | €125,000 | 2025-12-08 |
| Pine Lodge, Knockfada, Roundwood | €340,000 | 2017-12-08 |
| Prospect House, 10 Tougher Park, Roundwood | €550,000 | 2019-07-10 |
| Rainbow Way, Carrigeenshinnagh, Roundwood | €180,000 | 2022-08-10 |
| Rivere Side House, Ballinacorbeg, Roundwood | €302,000 | 2014-05-09 |
| Robin Hill, Annamoe, Roundwood | €430,000 | 2026-02-04 |
| Roundhill Haven, Moneystown, Roundwood | €630,000 | 2022-03-25 |
| Roundwood House, Roundwood, Wicklow | €1,000,000 | 2015-06-17 |
| Rowan Lodge, Diamond Hill, Roundwood | €455,000 | 2018-01-19 |
| Saimhin So, Togher Beg, Roundwood | €910,000 | 2025-09-19 |
| Sleemane, Roundwood, Wicklow | €425,000 | 2025-04-16 |
| Sondella, Diamond Hill, Roundwood | €400,000 | 2026-05-12 |
| Sraghmore, Roundwood | €420,000 | 2010-02-02 |
| Sraghmore, Roundwood, Co Wicklow | €665,000 | 2026-01-08 |
| Sraghmore, Roundwood, Wicklow | €510,000 | 2017-01-11 |
| St Josephs, Ashtown Lane, Roundwood | €350,000 | 2019-05-30 |
| Stone Cottage, Ballinastoe, Roundwood | €685,000 | 2024-11-18 |
| Stoneybrae, Ballinastow, Roundwood | €330,000 | 2013-06-19 |
| Stoneypass, Ballinastoe, Roundwood | €780,000 | 2018-04-17 |
| Tainchel, Ashtown Lower, Roundwood | €297,500 | 2013-12-10 |
| Tanglewood Lodge, Sraghmore, Roundwood | €150,000 | 2022-10-14 |
| The Bridge, Ashtown, Roundwood | €352,000 | 2022-11-09 |
| The Haven, Ballinrush Estate, Roundwood | €259,000 | 2018-01-19 |
| The Oaks Old Town, Roundwood, Wicklow | €510,000 | 2018-03-26 |
| The Old Schoolhouse, Anna Carter, Roundwood | €470,000 | 2015-03-05 |
| The Parochial House, Roundwood, Wicklow | €1,170,000 | 2026-09-06 |
| The Presbytery, Roundwood, Wicklow | €280,000 | 2014-11-20 |
| The Sally Gardens, Tomdarragh, Roundwood | €393,000 | 2019-05-29 |
| The Stables, Roundwood, Co. Wicklow | €60,000 | 2011-11-23 |
| The Valve Lodge, Diamond Hill, Roundwood | €340,000 | 2025-09-02 |
| Tomdarragh, Roundwood, Wicklow | €410,000 | 2020-04-28 |
| Tomriland, Roundwood, Wicklow | €375,000 | 2025-12-18 |
| Uplands, Annamoe, Roundwood | €1,622,000 | 2026-06-26 |
| Upper Ashtown, Roundwood, Near Bray | €495,000 | 2020-02-28 |
| Upper Ashtown, Roundwood, Wicklow | €515,000 | 2022-12-21 |
| Vartry Springs, Roundwood, Wicklow | €360,000 | 2020-12-15 |
| War Hill, Sraghmore, Roundwood | €550,000 | 2017-05-05 |
| Waterpark, Tomdarragh, Roundwood | €280,500 | 2016-04-13 |
| Wayside, Roundwood, Wicklow | €395,000 | 2022-10-27 |
| White Gables, Tomriland, Roundwood | €550,000 | 2020-05-15 |
| Windywillows, Knockraheen, Roundwood | €650,000 | 2023-12-01 |
| Woodbine Lodge, Trooperstown, Roundwood | €382,500 | 2020-03-20 |
| Woodfield, Trooperstown, Roundwood | €450,000 | 2020-12-04 |
| Woodlands, Oldtown, Roundwood | €200,000 | 2019-05-31 |
| Woodlands, Sleamaine, Roundwood | €545,000 | 2016-04-29 |