Discover Oak Bluffs homes for sale with a private pool, from Copeland District cottages to newer builds near Farm Neck.
Oak Bluffs is the island’s most walkable town, and a private pool adds a resort feel just minutes from the ferry, the Camp Ground, and Inkwell Beach. Homes here span colorful gingerbread cottages, mid-island contemporaries, and larger properties near the Farm Neck golf course where a pool fits naturally into the landscape. A pool is a genuine rarity in this dense village, so listings tend to move quickly once they appear. See nearby Chilmark pool homes or explore all Oak Bluffs listings for the full picture.
Based on information submitted to LINKMV as of August 21, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or LINKMV. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.