1050 Highland Avenue

South Portland, ME 04106

Commanding 1.76 beautifully landscaped acres in South Portland, this striking contemporary estate redefines modern luxury through the lens of endless possibility. Crafted for those who demand more than the ordinary, the residence pairs monumental scale with private, resort-style amenities. Inside, the home unfolds across a highly functional layout featuring 4+ bedrooms, 6 bathrooms, and two complete kitchens perfectly suited for a multi-generational setup or elite catering. An elevator services the home, connecting the primary living areas to a dedicated fitness wing and private cinema room. Beyond the main living quarters lies an expansive indoor pool pavilion, offering year-round wellness and a dramatic backdrop for grand entertaining. For the visionary buyer, this space holds incredible alternative potential to become a private indoor pickleball court or a spectacular multi-use gallery. Just outside, a rare seven-bay garage stands ready to house an extensive automotive collection or specialized hobby equipment. Located moments from historic downtown Portland, local beaches, and fine dining, this estate offers a rare micro-sanctuary of privacy and convenience.

Listing courtesy of Waypoint Brokers Collective



Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.
Last checked 2026-10-28 10:41 AM UTC