1050 Highland Ave
South Portland, ME 04106
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
Listing Office
Office
Waypoint Brokers Collective
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
(207) 272-2202Property Details
Community Information
Address
1050 Highland Ave, South Portland, ME 04106
County
Cumberland
City
South Portland
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 Bedroom | Second |
| Bedroom 4 | Second |
| Office | First |
| Bedroom 2 | Second |
| Media Room | Basement |
| Great Room | First |
| Bedroom 3 | Second |
| Living Room | First |
| Dining Room | First |
| Kitchen | First |
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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.
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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.