What was Glenwood?

From the National Register of Historic Places Registration Form for the Oakwood – Chimborazo Historic District (PDF):

The Oakwood-Chimborazo Historic District is located on the east side of the City of Richmond. […] The linear district encompasses three neighborhoods–Chimborazo, Oakwood, and Glenwood Park. The grid pattern of the streets, mature trees, concrete sidewalks, and asphalt street paving blocks unify the three communities. The neighborhoods of Oakwood and Chimborazo have merged over the years but Glenwood Park still retains its distinctive character due in part to its park-like setting and curvilinear streets.

Glenwood Park, subdivided in 1927, was one of the last sizeable developments in the area. The infilling of vacant lots and the development of smaller tracts at the edges of the district has been the hallmark of post World War II development in the neighborhoods. Pleasants also owned a large tract of land west of 34th street and south of Leigh, which was owned by his heirs until 1924 when it was later subdivided as part of the Glenwood Park development.

The property of Edwin Pleasants was subdivided in 1924, and in 1927, the Lynbrook Realty Company platted the Glenwood Park development on this land. Glenwood Park was the largest single development in the district. The north-south streets (37th, 38th and 39th) followed the city grid but the east-west-streets (Glenwood Avenue and Crestview Road) meanders diagonally. Land was reserved along the western side of Crestview Road for a park and lots were laid out on the eastern side of North 39th Street but never developed.

By the end of World War II, much of the Oakwood-Chimborazo Historic District had been fully developed so that new construction was relegated to infilling vacant lots. There was some concentrated development in the 800 and 900 blocks of North 37th Street. It was also at this time that the majority of the houses in the Glenwood Park neighborhood were built.