South Portland is connected to Portland via the Casco Bay Bridge. This connectivity creates a unique opportunity for investors, as there are a number of desirable neighborhoods and vibrant attractions. Maine Medical Center, Idexx Laboratories, and WEX Inc. are major employers here, fueling a demand for housing in a quieter setting when compared to the larger city to the north.
A number of secure and stable neighborhoods create a target for investment goals. The Willard Beach area is a coastal community known for its charm, walkability, and proximity to the beach, making it perfect for vacation rentals or upscale properties. Combining historic character with modern conveniences, Ferry Village attracts professionals and young families. Neighborhoods near the Maine Mall and Redbank Village offer affordable options with high rental demand because of their central location and access to transportation.
South Portland has its own thriving retail sector centered on the Maine Mall, which is the state's largest shopping destination. Bug Light Park and Mill Creek Park host community events and offer breathtaking views of Casco Bay. The Greenbelt Walkway connects residents to the city's natural beauty. South Portland deserves serious consideration as an investment opportunity.
Popular Streets in South Portland, Maine
Breakwater Dr29721$428,740853 Sq.Ft.4/30/2025Broadway39732$531,0222,486 Sq.Ft.5/30/2025Cottage Rd11932$696,5773,150 Sq.Ft.5/8/2025Highland Ave21832$601,8652,256 Sq.Ft.5/16/2025Main St27632$359,3432,519 Sq.Ft.5/1/2025Mussey St12032$573,4601,368 Sq.Ft.5/30/2025Ocean St27132$546,8512,205 Sq.Ft.5/9/2025Preble St15032$802,2032,535 Sq.Ft.4/4/2025Sawyer St24532$673,1761,974 Sq.Ft.5/29/2025Westbrook St11732$474,0713,391 Sq.Ft.1/29/2025All Streets in South Portland, Maine
Westbrook St11732$474,0713,391 Sq.Ft.1/29/2025Western Ave4332N/A15,491 Sq.Ft.1/24/2025Whispering Pines Dr1133$948,6362,411 Sq.Ft.7/8/2024Whitehall Ave1332$527,8461,519 Sq.Ft.1/6/2025Whitworth Dr1343$764,6152,206 Sq.Ft.3/4/2022Wild Rose Ave1732$680,0591,627 Sq.Ft.9/17/2024Willard Haven Park822$821,0001,498 Sq.Ft.10/10/2017Willard Haven Rd432$807,2501,300 Sq.Ft.10/1/2024Willard St3632$1,021,1141,707 Sq.Ft.1/21/2025Williston Rd831$478,2501,242 Sq.Ft.9/5/2024Willow St2333$956,8641,931 Sq.Ft.2/8/2024Wilson St942$510,8751,665 Sq.Ft.4/18/2025Winding Way3532$675,0291,888 Sq.Ft.10/12/2023Winterberry St932$540,6671,482 Sq.Ft.10/29/2018Wisteria Way1132$476,3641,410 Sq.Ft.5/8/2025Woodbury St1042$988,7002,362 Sq.Ft.1/17/2025Woodmoor Rd1532$677,1331,733 Sq.Ft.10/4/2023Wylie St532$641,0001,129 Sq.Ft.6/30/2023Wythburn Rd4432$479,5951,293 Sq.Ft.5/9/20255 Salem StPortland, ME 04102
Estimated Value $1,038,000
Living Area 2,120 SqFt
Beds 4
Baths 3.5
Year Built 2023
Property Type Duplex 2 Units
Ownership Type Individual
APN PTLD M:057 B:K019001
Neighborhood West End
30 Cash StSouth Portland, ME 04106
Estimated Value $411,000
Living Area 672 SqFt
Beds 2
Baths 1
Year Built 1954
Property Type Single Family
Ownership Type Related
APN SPOR M:041 L:050
Neighborhood Cash Corner
School District South Portland
18 Ocean St #A9South Portland, ME 04106
Estimated Value $373,000
Living Area 1,029 SqFt
Beds 2
Baths 1
Year Built 1930
Property Type Condominium
Ownership Type Individual
APN SPOR M:015 B:A9 L:091-B
Neighborhood Wrightville
103 Brackett St #2Portland, ME 04102
Estimated Value $395,000
Living Area 731 SqFt
Beds 1
Baths 1
Year Built 1850
Property Type Condominium
Ownership Type Multiple
APN PTLD M:045 B:F01702B
Neighborhood West End
35 Oakdale AveSouth Portland, ME 04106
Estimated Value $547,000
Living Area 1,372 SqFt
Beds 3
Baths 2.5
Year Built 2007
Property Type Single Family
Ownership Type Individual
APN SPOR M:019 L:184
Neighborhood Pleasantdale
School District South Portland
23 May StPortland, ME 04102
Estimated Value $1,061,000
Living Area 2,774 SqFt
Beds 6
Baths 3
Year Built 1889
Property Type Triplex 3 Units
Ownership Type Multiple
APN PTLD M:057 B:C011001
Neighborhood West End
58 Bonnybriar RdSouth Portland, ME 04106
Estimated Value $434,000
Living Area 900 SqFt
Beds 2
Baths 1
Year Built 1952
Property Type Single Family
Ownership Type Multiple
APN SPOR M:034 L:079
Neighborhood Stanwood Park
School District South Portland
197 Pine St #6Portland, ME 04102
Estimated Value $401,000
Living Area 677 SqFt
Beds 2
Baths 1
Year Built 1900
Property Type Condominium
Ownership Type Multiple
APN PTLD M:063 B:E006006
Neighborhood West End
18 Ocean St #A6South Portland, ME 04106
Estimated Value $389,000
Living Area 1,215 SqFt
Beds 2
Baths 1
Year Built 1930
Property Type Condominium
Ownership Type Corporate
APN SPOR M:015 B:A6 L:091-B
Neighborhood Wrightville
161 Evans StSouth Portland, ME 04106
Estimated Value $422,000
Living Area 979 SqFt
Beds 2
Baths 2
Year Built 1929
Property Type Single Family
Ownership Type Multiple
APN SPOR M:034 L:231
Neighborhood Stanwood Park
School District South Portland
36 Minott St #B6South Portland, ME 04106
Estimated Value $261,000
Living Area 761 SqFt
Beds 2
Baths 1
Year Built 1972
Property Type Condominium
Ownership Type Individual
APN SPOR M:034 B:B6 L:033-A
Neighborhood Pleasantdale
School District South Portland
15 Brenton StSouth Portland, ME 04106
Estimated Value $471,000
Living Area 986 SqFt
Beds 2
Baths 1.5
Year Built 1940
Property Type Single Family
Ownership Type Individual
APN SPOR M:020 L:094
Neighborhood Ocean Street
School District South Portland
21 Valley St #13South Portland, ME 04106
Estimated Value $330,000
Living Area 924 SqFt
Beds 2
Baths 1.5
Year Built 1986
Property Type Condominium
Ownership Type Individual
APN SPOR M:025 B:13 L:254
Neighborhood Pleasantdale
School District South Portland
14 Burnham StSouth Portland, ME 04106
Estimated Value $448,000
Living Area 910 SqFt
Beds 2
Baths 1
Year Built 1963
Property Type Single Family
Ownership Type Individual
APN SPOR M:033 L:129
Neighborhood Pleasantdale
School District South Portland
19 Scamman StSouth Portland, ME 04106
Estimated Value $454,000
Living Area 1,000 SqFt
Beds 2
Baths 1
Year Built 1951
Property Type Single Family
Ownership Type Multiple
APN SPOR M:019 L:150
Neighborhood Pleasantdale
1000 Sawyer RdCape Elizabeth, ME 04107
Estimated Value $817,000
Living Area 2,064 SqFt
Beds 3
Baths 3
Year Built 1890
Property Type Single Family
Ownership Type Multiple
APN CAPE U47023000000
Municipality CAPE ELIZABETH
School District South Portland