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
Cedar St632$702,3331,435 Sq.Ft.10/28/2019Central Ave3N/AN/AN/AN/AN/AChambers Ave532$651,6671,090 Sq.Ft.10/22/2024Channel Rd1343$1,420,0772,548 Sq.Ft.4/4/2019Chapel St2342$630,4091,994 Sq.Ft.5/30/2025Charlotte St232$697,5001,516 Sq.Ft.8/20/2015Chase St3442$760,7061,756 Sq.Ft.5/19/2025Checkerberry Cir1143$804,1002,251 Sq.Ft.6/5/2018Chestnut St2142$536,8242,059 Sq.Ft.6/3/2022Christopher Toppi Dr4N/A3N/A6,858 Sq.Ft.3/31/2014Churchill Rd2432$558,5001,430 Sq.Ft.10/5/2023Church St1432$474,286998 Sq.Ft.4/5/2021Clacton Way332$791,0001,830 Sq.Ft.10/31/2023Clarks Pond Pkwy8N/A2N/A63,985 Sq.Ft.5/30/2018Clark St1N/AN/AN/AN/AN/AClemons St2732$675,2591,501 Sq.Ft.5/10/2024Cleveland Cir3932$476,6321,137 Sq.Ft.5/5/2025Cliff Ave532$687,6001,509 Sq.Ft.7/2/2024Clifford St2732$755,4812,055 Sq.Ft.10/1/2024Clinton St2532$737,0001,462 Sq.Ft.8/15/2024Cloyster Rd1443$1,769,5382,847 Sq.Ft.3/21/2025Coach Rd3631$477,2221,201 Sq.Ft.7/21/2023Cobb St232$672,5001,456 Sq.Ft.6/22/2012Colchester Dr2243$944,0482,934 Sq.Ft.11/20/2023Cole St2332$684,5451,575 Sq.Ft.5/21/2025Colin Kelly Rd1442$548,5001,722 Sq.Ft.N/AColonial Ave821$520,2501,185 Sq.Ft.2/14/2024Colony Ln842$597,7141,900 Sq.Ft.9/3/2024Columbus Ave1032$494,0001,365 Sq.Ft.1/23/2025Concord St821$386,500668 Sq.Ft.8/3/2020Coolidge Ave1732$736,2351,259 Sq.Ft.6/12/2024Cooper St731$568,8571,495 Sq.Ft.7/15/2024Cormier Rd431$509,000969 Sq.Ft.4/4/2011Cormorant Pl1722$429,9411,170 Sq.Ft.11/30/2021Cornell St2132$454,2381,172 Sq.Ft.3/7/2025Cottage Rd11932$696,5773,150 Sq.Ft.5/8/2025Country Club Dr442N/A33,446 Sq.Ft.N/ACove Ln1632$951,8751,592 Sq.Ft.4/30/2024Cox St421$412,7501,152 Sq.Ft.10/28/2016Craggmere Ave1632$631,0631,421 Sq.Ft.6/11/2024Cranberry Cir343$847,6672,653 Sq.Ft.12/5/2008Crescent Ave532$648,2001,652 Sq.Ft.7/15/2019Crestview Dr2343$908,7392,745 Sq.Ft.2/26/2021Crossmeadow Rd1632$697,5331,889 Sq.Ft.5/4/2022Cross St421$418,00015,330 Sq.Ft.1/10/2020C St1832$652,2501,587 Sq.Ft.10/1/2021Cumberland Rd4632$502,4571,189 Sq.Ft.2/28/2025Cummings Rd932N/A5,638 Sq.Ft.10/25/2024Curlew Ct1023$771,8002,726 Sq.Ft.5/22/2025Curtis St1432$478,6431,241 Sq.Ft.7/8/2024Cushing Ct2N/AN/AN/A1,040 Sq.Ft.N/ADanforth Rd732$876,5712,182 Sq.Ft.8/20/2018Daniel P Tuell St232$561,0001,144 Sq.Ft.9/20/2022Darling Ave1142N/A18,464 Sq.Ft.4/27/2023Dartmouth St554N/A54,507 Sq.Ft.3/31/2023Davis St3032$717,2001,578 Sq.Ft.6/7/2024Dawson St5531$464,8821,170 Sq.Ft.12/13/2024Day St1032$960,1002,033 Sq.Ft.11/12/2024Daytona St1332$443,0831,030 Sq.Ft.8/21/2023Deake St3032$1,147,2502,029 Sq.Ft.2/2/2024Delaware Ave1332$469,6671,465 Sq.Ft.7/28/2023Derby Rd632$596,8331,150 Sq.Ft.7/14/2022Devereaux Cir3942$550,2051,723 Sq.Ft.N/ADiamond Dr1022$330,6001,326 Sq.Ft.N/ADimar Dr432$700,2501,955 Sq.Ft.8/22/2014Donald B Dean Dr6N/A3N/A11,240 Sq.Ft.10/12/2017Dracut St331$443,000694 Sq.Ft.6/21/2021Dresser Rd521$441,667861 Sq.Ft.N/ADrew Rd1932$1,429,5002,627 Sq.Ft.10/27/2023D St2132$667,1111,749 Sq.Ft.3/21/2024Duck Pond Rd1N/AN/AN/AN/AN/ADunphe Dr343$632,0002,394 Sq.Ft.9/26/2012Dunscombe St242$557,0002,406 Sq.Ft.N/ADyer St1042$656,9002,069 Sq.Ft.12/18/2024Dyke Farm Rd1442$542,2141,646 Sq.Ft.1/26/2024Dyke Farm Road Ext1242$458,3331,263 Sq.Ft.4/23/2025Edgewood Rd1532$697,5331,443 Sq.Ft.10/23/2023Edmund S Muskie St631$596,5001,452 Sq.Ft.6/26/2024Edwards St1121$524,8181,041 Sq.Ft.11/30/2017Edwin St532$477,0001,299 Sq.Ft.10/9/2008Elderberry Dr5543$749,7172,265 Sq.Ft.3/20/2025Eliot St1431$465,0711,077 Sq.Ft.11/8/2024Elizabeth Taylor Ln942$516,6251,383 Sq.Ft.9/22/2022Elm St4442$679,9742,013 Sq.Ft.12/15/2023Elmwood Ave2032$513,7891,403 Sq.Ft.7/18/2024Elsmere Ave4032$700,8251,537 Sq.Ft.8/30/2024Elsmere Cir131$560,0001,243 Sq.Ft.12/14/2016Emerald Dr3322$327,3031,162 Sq.Ft.N/AEmery St132$701,0001,762 Sq.Ft.10/3/2024Essex Way822$684,3751,609 Sq.Ft.3/27/2025E St4522$551,7431,362 Sq.Ft.5/23/2025Evans St6332$501,4041,298 Sq.Ft.11/21/2024Evans Street Ext1142$654,0001,725 Sq.Ft.11/10/2023Everett Ave3832$684,3161,320 Sq.Ft.6/21/2024Evergreen Rd832$521,3751,593 Sq.Ft.1/11/2019Evergreen Road Ext142$507,0001,422 Sq.Ft.12/1/2014Exton Ave242$519,5001,265 Sq.Ft.N/AFairlawn Ave1932$693,5791,693 Sq.Ft.4/21/2023Fellows St5032$508,5631,409 Sq.Ft.4/2/2025Fern Ln732$925,8571,595 Sq.Ft.1/8/2025822 Sawyer StSouth Portland, ME 04106
Estimated Value $526,000
Living Area 957 SqFt
Beds 2
Baths 1.5
Year Built 1946
Property Type Single Family
Ownership Type Individual
APN SPOR M:021 L:037
Neighborhood Ocean Street
School District South Portland
197 Pine St #17Portland, ME 04102
Estimated Value $410,000
Living Area 677 SqFt
Beds 2
Baths 1
Year Built 1900
Property Type Condominium
Ownership Type Multiple
APN PTLD M:063 B:E006017
Neighborhood West End
441 Ocean StSouth Portland, ME 04106
Estimated Value $552,000
Living Area 1,193 SqFt
Beds 3
Baths 1
Year Built 1950
Property Type Single Family
Ownership Type Related
APN SPOR M:020 L:038
Neighborhood Ocean Street
School District South Portland
133 Alfred StSouth Portland, ME 04106
Estimated Value $626,000
Living Area 1,715 SqFt
Beds 4
Baths 1.5
Year Built 1979
Property Type Single Family
Ownership Type Related
APN SPOR M:039 L:004-E
Neighborhood Stanwood Park
School District South Portland
18 Ocean St #A1South Portland, ME 04106
Estimated Value $420,000
Living Area 1,131 SqFt
Beds 2
Baths 1
Year Built 1930
Property Type Condominium
Ownership Type Multiple
APN SPOR M:015 B:A1 L:091-B
Neighborhood Wrightville
9 Lewis St #1BPortland, ME 04102
Estimated Value $502,000
Living Area 1,239 SqFt
Beds 2
Baths 1
Year Built 1875
Property Type Condominium
Ownership Type Multiple
APN PTLD M:056 B:B01101B
Neighborhood West End
5 Pamela DrSouth Portland, ME 04106
Estimated Value $417,000
Living Area 1,306 SqFt
Beds 4
Baths 2
Year Built 1986
Property Type Condominium
Ownership Type Related
APN SPOR M:038 B:05 L:061
Neighborhood Stanwood Park
School District South Portland
5 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
5 Lawn AveSouth Portland, ME 04106
Estimated Value $484,000
Living Area 1,344 SqFt
Beds 3
Baths 2
Year Built 2008
Property Type Single Family
Ownership Type Individual
APN SPOR M:032 L:097-B
Neighborhood Ligonia
School District South Portland
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
38 Osborne AveSouth Portland, ME 04106
Estimated Value $510,000
Living Area 1,560 SqFt
Beds 3
Baths 1
Year Built 1930
Property Type Single Family
Ownership Type Individual
APN SPOR M:019 L:228
Neighborhood Pleasantdale
School District South Portland
19 Bennett StSouth Portland, ME 04106
Estimated Value $648,000
Living Area 1,456 SqFt
Beds 4
Baths 2
Year Built 2019
Property Type Single Family
Ownership Type Corporate
APN SPOR M:024 L:091-B
Neighborhood Pleasantdale
School District South Portland
107 Pine StPortland, ME 04102
Estimated Value $1,988,000
Living Area 3,582 SqFt
Beds 4
Baths 2.5
Year Built 1868
Property Type Single Family
Ownership Type Related
APN PTLD M:055 B:A009001
Neighborhood West End
90 Neal StPortland, ME 04102
Estimated Value $1,496,000
Living Area 2,523 SqFt
Beds 3
Baths 3.5
Year Built 1897
Property Type Single Family
Ownership Type Multiple
APN PTLD M:063 B:G017001
Neighborhood West End
27 Hutchinson StSouth Portland, ME 04106
Estimated Value $445,000
Living Area 960 SqFt
Beds 3
Baths 1
Year Built 1999
Property Type Single Family
Ownership Type Related
APN SPOR M:032 L:071-B
Neighborhood Ligonia
School District South Portland
1303 BroadwaySouth Portland, ME 04106
Estimated Value $534,000
Living Area 2,024 SqFt
Beds 4
Baths 2.5
Year Built 1910
Property Type Single Family
Ownership Type Individual
APN SPOR M:032 L:171
Neighborhood Ligonia
School District South Portland