Possible Clues:

• First house
• Foothold in the housing market
• First quarters?
• 36-Down's place of humble beginnings?
• The rearmost in resort, one's first property?
• Major purchase for some newlyweds, and a hint to the starred answers
• Race official in modest accommodation
• Fixer-upper, often
• First base?
• Fixer-upper, perhaps, and a hint to the answers to starred clues