1050 Highland Ave South Portland, ME 04106
1050 Highland Ave South Portland, ME 04106 | MLS 1685758 Photo 1
1050 Highland Ave South Portland, ME 04106 | MLS 1685758 Photo 2
1050 Highland Ave South Portland, ME 04106 | MLS 1685758 Photo 3
1050 Highland Ave South Portland, ME 04106 | MLS 1685758 Photo 4
1050 Highland Ave South Portland, ME 04106 | MLS 1685758 Photo 5
For more information on this listing, contact us at: (207) 272-2202
Active
$1,556,000

1050 Highland Ave South Portland, ME 04106

Single Family Residence Property Type
4 Beds
4 Full 2 Half Baths
8,456 Sq. Ft.
1990 Year Built
Cumberland County
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Listing Office

Office Waypoint Brokers Collective
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.
MLS # 1685758
Monthly HOA N/A
On Site Not Available
Last Updated 11/5/2026

Location

Contact Agent

Maureen Zemrak

Maureen Zemrak

(207) 272-2202

Property Details

Community Information

Address 1050 Highland Ave, South Portland, ME 04106
County Cumberland
Zip Code 04106

Architecture

Bedrooms 4
Bathrooms 4 Full / 2 Half
Year Built 1990
Style Contemporary
Construction Materials Wood Frame, Stucco
Roof Shingle
Basement Interior Entry, Finished, Full
Garage Spaces 7
Parking Features Paved, 5 - 10 Spaces, On Site, Detached, Inside Entrance
Garages Features 4+ Car, Attached, Detached, Inside Entrance

Features / Amenities

Interior Features Elevator Passenger, Walk-in Closet(s), Primary Bedroom w/Bath
Appliances Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Wall Oven, Washer
Fireplaces Total 2
Flooring Carpet, Tile, Wood
Amenities Elevator Passenger, Hot Tub, Irrigation System, Above Ground, Walk-in Closets, Primary Bedroom w/Bath
Patio And Porch Patio
Pool Above Ground
Cooling Central Air
Heating Oil, Propane, Wood, Baseboard, Forced Air, Hot Water, Zoned
Water Heater Off Heating System, Separate Booster
Total Rooms 10

Square Footage Finished Sq. Ft.

Above Grade 6135

Property Features

Lot Size 1.76 Acres
Lot Features Irrigation System, Near Shopping, Near Turnpike/Interstate, Near Town, Neighborhood, Landscaped, Wooded
View Scenic, Trees/Woods
Roads Paved, Public
Sewer Private Sewer, Septic Tank
Water Public
Electric Circuit Breakers
Gas Bottled
Road Surface Paved
Zoning res
Directions Properties mailbox is unmarked but is a concrete post with box. Driveway entrance is across from the white farmhouse on Highland Avenue.

Tax and Financial Info

Tax Year 2025

Rooms

Level
Primary BedroomSecond
Bedroom 4Second
OfficeFirst
Bedroom 2Second
Media RoomBasement
Great RoomFirst
Bedroom 3Second
Living RoomFirst
Dining RoomFirst
KitchenFirst

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1050 Highland Ave South Portland, ME 04106 | MLS 1685758
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Listing Information Last Updated 11/5/2026

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.  

Mortgage values are calculated by Sierra Interactive and are provided for estimate purposes only. Walking and Transportation data are provided by WalkScore as a guideline and should be independently verified.

1050 Highland Ave South Portland, ME 04106
  • $1,556,000
  • 4 beds
  • 4 full  2 half baths
  • 8,456 Sq. Ft.