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
Fessenden Ave3631$624,8821,290 Sq.Ft.4/29/2024Fickett St2532$684,4211,914 Sq.Ft.4/18/2025Fillmore Ave1432$527,5711,386 Sq.Ft.5/13/2022Filmike Way3N/AN/AN/A14,000 Sq.Ft.N/AFisherman Ln1132$924,3751,509 Sq.Ft.5/13/2025Florence St2532$571,8331,153 Sq.Ft.12/19/2023Foden Rd942N/A18,412 Sq.Ft.5/13/2021Forest Ave1232$519,5561,638 Sq.Ft.11/26/2024Fort Rd2822$823,2922,554 Sq.Ft.5/6/2025Franklin Ter1332$1,138,8461,970 Sq.Ft.8/5/2022Frederick Rd232$801,5001,621 Sq.Ft.9/20/2012Free St1232$540,4551,586 Sq.Ft.3/31/2025Front St2442$696,2223,197 Sq.Ft.11/9/2018Froswick Ave1732$504,5881,542 Sq.Ft.12/6/2024F St532$792,0001,593 Sq.Ft.6/30/2009Gannett Dr23N/A2N/A34,603 Sq.Ft.4/29/2021Garden Ln243$874,0001,471 Sq.Ft.1/9/2018Garfield Cir1031$466,1001,141 Sq.Ft.12/12/2022Garnet Dr3222$329,6881,221 Sq.Ft.N/AGary L Maietta Pkwy10522$406,8241,193 Sq.Ft.3/28/2025Gately St422$586,0002,547 Sq.Ft.2/9/2024George St3231$455,677945 Sq.Ft.12/11/2024Gerry Ave1831$489,3891,437 Sq.Ft.11/18/2022Glendale Rd432$606,3331,645 Sq.Ft.12/22/2021Glen Way421$436,750948 Sq.Ft.2/17/2021Gooseberry Cir732$714,2861,986 Sq.Ft.10/16/2017Gorham Rd2532N/A18,182 Sq.Ft.1/5/2022Goudy St3132$786,2581,662 Sq.Ft.7/26/2024Gould Rd533$1,123,8002,522 Sq.Ft.3/14/2007Graffam Rd1832$1,169,9411,687 Sq.Ft.1/22/2025Granby Rd2931$487,2071,148 Sq.Ft.12/4/2024Grand St3232$742,0971,734 Sq.Ft.10/27/2022Grandview Ave3032$467,9311,428 Sq.Ft.2/28/2025Greeley St732$596,1431,346 Sq.Ft.12/3/2024Greenbriar Way932$485,6671,367 Sq.Ft.6/7/2024Grove Ave1031$511,3001,374 Sq.Ft.3/8/2023Hall St3631$460,7881,097 Sq.Ft.5/22/2024Hamilton St2732$664,6301,850 Sq.Ft.3/21/2024Harborview Ave2631$521,3331,213 Sq.Ft.5/29/2025Harding St322$361,0003,005 Sq.Ft.2/24/2022Harford Ct332$678,0001,929 Sq.Ft.N/AHarriet St6832$671,0311,526 Sq.Ft.5/2/2025Haskell Ave1031$512,8891,352 Sq.Ft.8/12/2024Haven Rd2032$651,8501,327 Sq.Ft.4/18/2025Hawthorne Ln2043$1,130,4213,611 Sq.Ft.8/9/2024Hayes Ave132$461,0001,194 Sq.Ft.N/AHeather Rd1132$565,2001,316 Sq.Ft.6/6/2023Hemco Rd3N/A2N/A28,286 Sq.Ft.5/31/2016Henley St1333$698,6921,726 Sq.Ft.3/31/2025Henry St932$877,0001,485 Sq.Ft.5/20/2021Herford Ave1731$504,4711,448 Sq.Ft.10/25/2023Heron Cove Dr1022$449,1001,164 Sq.Ft.7/19/2021Higgins Ln1143$904,7272,574 Sq.Ft.11/22/2024Highland Ave21832$601,8652,256 Sq.Ft.5/16/2025High St6733$776,4763,373 Sq.Ft.11/4/2024Hillcrest Ave1331$482,1671,217 Sq.Ft.12/3/2024Hillside Ave4632$699,2331,487 Sq.Ft.9/19/2024Hill St1732$654,6672,321 Sq.Ft.12/4/2024Hinckley Dr3N/A2N/A2,616 Sq.Ft.N/AHobart St3631$399,9391,068 Sq.Ft.8/31/2023Holden St1632$534,8461,502 Sq.Ft.10/23/2023Homestead Ave442$750,7501,742 Sq.Ft.12/27/2019Hoyt St652$964,8003,439 Sq.Ft.5/29/2019Hudson Rd631$515,6671,340 Sq.Ft.5/30/2024Hunnewell St1N/AN/A$580,000N/AN/AHuntress Ave2232$474,6501,312 Sq.Ft.1/31/2023Hutchinson St832$502,6251,350 Sq.Ft.6/14/2024Industry Rd5N/AN/AN/A6,275 Sq.Ft.9/13/2019Jackson St921$393,4001,130 Sq.Ft.3/21/2025James Baka Dr2N/AN/AN/A10,698 Sq.Ft.N/AJamestown Ct3021$316,733925 Sq.Ft.1/24/2025Jefferson St832$605,7501,565 Sq.Ft.5/18/2023Jennies Ct643$692,8332,320 Sq.Ft.1/21/2021Jessica Ln1832$701,1762,002 Sq.Ft.5/21/2021Jetport Plaza Rd3N/AN/AN/A66,653 Sq.Ft.3/4/2005John Roberts Rd11N/A3N/A46,886 Sq.Ft.8/19/2016Johnson Rd1N/AN/AN/A15,176 Sq.Ft.N/AJordan Ave4231$570,8051,240 Sq.Ft.5/28/2025Julia St242$715,5001,727 Sq.Ft.N/AJuniper Cir243$959,0002,692 Sq.Ft.8/24/2016Kahill Ct643$686,6002,310 Sq.Ft.6/24/2016Kaler Rd2731$507,6301,135 Sq.Ft.1/13/2025Karynel Dr2632$494,0001,680 Sq.Ft.11/15/2024Katana Dr732$591,6672,943 Sq.Ft.12/7/2018Kelley St1831$540,7221,383 Sq.Ft.5/24/2024Kelsey St4242$608,1082,571 Sq.Ft.11/7/2024Kenneth Rd1931$476,7781,113 Sq.Ft.6/24/2024Kent Rd432$652,0001,452 Sq.Ft.6/20/2024Keswick Rd4331$478,9071,282 Sq.Ft.11/15/2024Kincaid St742$605,5001,482 Sq.Ft.10/21/2021Kingston St332$452,0001,194 Sq.Ft.12/4/2024Kirkland Ave732$481,4291,289 Sq.Ft.3/10/2023Kittredge Rd832$741,0001,566 Sq.Ft.11/1/2021Lahave St532$654,2001,266 Sq.Ft.12/16/2019Lake St132$617,0001,771 Sq.Ft.N/ALandry Cir732$502,0006,394 Sq.Ft.7/14/2023Larchwood Rd932$602,8751,456 Sq.Ft.7/1/2020Latham St1831$463,1761,323 Sq.Ft.12/10/2021Lawn Ave1832$467,1761,144 Sq.Ft.12/20/2023Lawrence Lano St421$509,7501,042 Sq.Ft.9/5/2023161 Pine St #1Portland, ME 04102
Estimated Value $529,000
Living Area 1,160 SqFt
Beds 1
Baths 1.5
Year Built 1882
Property Type Condominium
Ownership Type Related
APN PTLD M:063 B:G020001
Neighborhood West End
18 Ashbourne CtSouth Portland, ME 04106
Estimated Value $361,000
Living Area 1,028 SqFt
Beds 2
Baths 1.5
Year Built 1984
Property Type Condominium
Ownership Type Individual
APN SPOR M:036 B:18 L:009
Neighborhood Stanwood Park
School District South Portland
41 Kelley StSouth Portland, ME 04106
Estimated Value $571,000
Living Area 1,289 SqFt
Beds 3
Baths 1.5
Year Built 1910
Property Type Single Family
Ownership Type Multiple
APN SPOR M:025 L:206
Neighborhood Pleasantdale
School District South Portland
25 Chestnut StSouth Portland, ME 04106
Estimated Value $423,000
Living Area 952 SqFt
Beds 2
Baths 1
Year Built 1950
Property Type Single Family
Ownership Type Individual
APN SPOR M:026 L:024
Neighborhood Pleasantdale
School District South Portland
18 Pleasant AveSouth Portland, ME 04106
Estimated Value $451,000
Living Area 1,222 SqFt
Beds 4
Baths 1
Year Built 1958
Property Type Single Family
Ownership Type Related
APN SPOR M:033 L:012-C
Neighborhood Cash Corner
School District South Portland
32 Carter StSouth Portland, ME 04106
Estimated Value $541,000
Living Area 1,260 SqFt
Beds 3
Baths 2
Year Built 1923
Property Type Single Family
Ownership Type Multiple
APN SPOR M:025 L:218
Neighborhood Pleasantdale
School District South Portland
31 Cushman St #2Portland, ME 04102
Estimated Value $763,000
Living Area 2,245 SqFt
Beds 4
Baths 2.5
Year Built 1868
Property Type Condominium
Ownership Type Individual
APN PTLD M:056 B:A015312
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
12 Hamilton StSouth Portland, ME 04106
Estimated Value $559,000
Living Area 1,248 SqFt
Beds 3
Baths 1
Year Built 1920
Property Type Single Family
Ownership Type Multiple
APN SPOR M:024 L:037
Neighborhood Pleasantdale
School District South Portland
43 Plymouth RdSouth Portland, ME 04106
Estimated Value $528,000
Living Area 1,380 SqFt
Beds 2
Baths 1.5
Year Built 1953
Property Type Single Family
Ownership Type Individual
APN SPOR M:019 L:097
Neighborhood Ocean Street
School District South Portland
29 Ashbourne CtSouth Portland, ME 04106
Estimated Value $372,000
Living Area 1,070 SqFt
Beds 2
Baths 1.5
Year Built 1984
Property Type Condominium
Ownership Type Individual
APN SPOR M:036 B:29 L:009
Neighborhood Stanwood Park
School District South Portland
107 Brackett St #4Portland, ME 04102
Estimated Value $357,000
Living Area 686 SqFt
Beds 1
Baths 1
Year Built 1837
Property Type Condominium
Ownership Type Individual
APN PTLD M:045 B:F019004
Neighborhood West End
197 Pine St #43Portland, ME 04102
Estimated Value $422,000
Living Area 788 SqFt
Beds 2
Baths 1
Year Built 1900
Property Type Condominium
Ownership Type Individual
APN PTLD M:063 B:E006043
Neighborhood West End
36 Carter StSouth Portland, ME 04106
Estimated Value $590,000
Living Area 1,640 SqFt
Beds 3
Baths 1.5
Year Built 1920
Property Type Single Family
Ownership Type Individual
APN SPOR M:025 L:220
Neighborhood Pleasantdale
School District South Portland
10 N Richland StSouth Portland, ME 04106
Estimated Value $540,000
Living Area 816 SqFt
Beds 2
Baths 1
Year Built 1935
Property Type Single Family
Ownership Type Individual
APN SPOR M:014 L:091
Neighborhood Meetinghouse Hill
School District South Portland
61 Strout StSouth Portland, ME 04106
Estimated Value $422,000
Living Area 825 SqFt
Beds 2
Baths 1
Year Built 1957
Property Type Single Family
Ownership Type Individual
APN SPOR M:040 L:151
Neighborhood Cash Corner
School District South Portland