On 23 Jun 1735 when Richard was 24, he first married Mary Chatfield, daughter of George Chatfield (18 Aug 1668-2 May 1735) & Esther Hull (4 Aug 1672-31 Jan 1715/6), in Killingworth, CT. Born on 14 Jan 1715 in Killingworth, CT. Mary died in 1750.

Children of Richard and Mary (Chatfield) Redfield, born at Killingworth:
    i. Eliphalet Redfield, b. 24 Jul 1736, d. 3 Dec 1812 at Clinton, m. at Killingworth 15 Jun 1767 Anna Stannard (b. 19 Mar 1746/7 at Saybrook, dau. of Elijah & Martha (Bushnell) Stannard);
    ii. Priscilla Redfield, b. 12 Mar 1738/9, d. 1767 at Clinton, m. at Killingworth 10 Oct 1759 Rufus Handy (b. 6 Aug 1736, son of Richard & Ann (Parmelee) Handy);
    iii. Reuben Redfield, b. 21 Jun 1742, d. young; and
    iv. Abigail Redfield, b. 21 Sep 1743, d. 25 Dec 1779, m. William Pendleton (b. 3 Feb 1749 at Westerly, RI, d. 25 Mar 1796 at Stratford, CT, son of Edmund & Susannah (King) Pendleton).

On 9 Dec 1765 when Richard was 54, he second married Lydia Ward, daughter of Ira Ward & Lydia Parmelee, in Clinton, CT. Born on 7 Sep 1727 in Killingworth, CT.

Children of Richard and Lydia (Ward) Redfield, born at Killingworth:
    i. Reuben Redfield, b. 8 Jan 1766, m. at Castleton, VT, Elizabeth Jocelyn; and
    ii. Richard Redfield, b. 6 Apr 1768, m. Phebe Loper.