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4 Beds
6 Baths
8,456 sqft

$1,556,000

1050 Highland Avenue, South Portland ME, 04106

Built in1990
Property size8,456 sqft
Property typeResidential
Courtesy of Waypoint Brokers Collective

Overview

Active

Listed Oct 26, 2026

Updated 3h ago

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.

$10,352/mo

Est. mortgage payment based on a $1,556,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
1685758

Interior Features

Bedrooms
4
Bathrooms
6
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
1.76 Acres

Other Property Details

Taxes
$20,837
Tax Frequency
Annually
Garage
Yes
View
Yes
Pool
Yes
MLS provider logo

Listing Contact: 207-650-7233

Listed by Mary DiPietro with Waypoint Brokers Collective 207-650-7233

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. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal. Neither listing broker(s) nor Sandy Johnson shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

©2026 Maine Real Estate Information System, Inc. All rights reserved. 

Data is refreshed every 3 hours. Listing last updated at 10:58 PM UTC, 10/27/2026

 

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