Winchester June Median Tops $1.4 Million as Upper-Tier Sales Dominate the Market

WINCHESTER -- A sale at 12 Salisbury St. led Winchester's June residential market, recording at $3.1 million and standing as the period's highest disclosed transaction. Ten of 17 recorded deeds carried disclosed prices, producing a median of $1,445,075 across a range of $701,000 to $3.1 million.

• MARKET OVERVIEW
• Seventeen deeds were recorded in Winchester between May 31 and June 29, 2026, with prices disclosed on 10 of those transfers. The disclosed sales span $701,000 to $3,100,000, with a median of $1,445,075. Seven transfers carried no consideration amount and are reported as price not disclosed; those transactions are reflected in the total count but excluded from price calculations. The volume of 17 recorded deeds in a single month represents a notable level of activity for a town of Winchester's size.
• TOP SALES
• 12 Salisbury St. topped the period at $3,100,000. Mary W. Siciliano sold the property to John P. and Janet Riley, with the deed recorded June 1.

15 Wildwood St. changed hands for $2,100,000 on June 9. The Kilmer S. McCully Revocable Trust, represented by trustee Martha E. McCully, sold to Rory J. and Sarah M. Petteys.

A Winchester property listed without a street address in the deed record sold for $1,610,000 on June 5, with Jonathan and Stephanie Lang as sellers and Nan Liu as buyer.

6 Oakland Cir. sold for $1,607,000 on June 1. The Ali Family Nominee Trust conveyed the property to Robert James Murphy and Kate Sherman Murphy, both as trustees.

65 High St. recorded at $1,440,150 on June 1. Jon Paul Trudeau and Jeong Suk Lee sold to Di Liang and Chen Ji.

• NEIGHBORHOOD BREAKDOWN
• High Street accounted for two recorded transactions. 65 High St. sold for $1,440,150; 158 High St. transferred with no price disclosed in a transaction in which the sellers conveyed to themselves as trustees, a pattern consistent with estate planning.

200 Swanton St. produced three recorded deeds, Units L39, 718, and 224, all at no disclosed price and all reflecting transfers in which grantors conveyed to themselves or a related trust. No arm's-length sale price is available for any Swanton St. unit this period.

Among disclosed arm's-length sales, three properties came in above $1.5 million (12 Salisbury St., 15 Wildwood St., and the incomplete-address Lang-to-Liu transfer), four fell between $1 million and $1.5 million (6 Oakland Cir. at $1,607,000; 34 Robinhood Rd. at $1,450,000; 65 High St. at $1,440,150; and 368 S. Border Rd. at $1,300,000), one sold between $500,000 and $1 million (62 Richardson St. at $1,060,000 and 9 Governors Ave. Unit 2 at $888,000), and one fell below $800,000 (40 Lake St. Unit 1 at $701,000).

• MARKET NOTES
• Of the 10 transfers with disclosed prices, the majority, seven, recorded at or above $1.3 million, indicating the period's activity was concentrated in the upper price tiers. The single sub-$800,000 sale, a condominium unit at 40 Lake St., was the only transaction below the seven-figure threshold among disclosed prices. At least five of the 17 recorded deeds appear to be intra-family or trust reorganization transfers based on grantor-grantee name overlap; those transactions do not reflect open-market sales and carry no disclosed consideration. Square footage data is unavailable from deed records; price-per-square-foot analysis cannot be performed.