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
Rainbow Ave233$497,0002,942 Sq.Ft.6/13/2016Randall St652$726,8332,277 Sq.Ft.11/20/2020Red Oak Dr2N/AN/AN/AN/AN/AReynolds St1532$539,3331,529 Sq.Ft.3/21/2025Rhode Island Ave1132$532,0911,621 Sq.Ft.9/10/2024Richards St843$979,1252,676 Sq.Ft.5/15/2024Richland St7332$591,1571,378 Sq.Ft.5/29/2025Ridgeland Ave4932$502,4223,817 Sq.Ft.5/14/2025Rigby Rd832N/A3,480 Sq.Ft.N/ARiverplace Dr1121$641,6671,181 Sq.Ft.5/12/2025Robert Mills Rd1631$426,500952 Sq.Ft.12/19/2023Roberts St232$524,5001,314 Sq.Ft.11/2/2018Robinson St832$635,1431,650 Sq.Ft.10/19/2022Roger Rd531$635,6001,333 Sq.Ft.11/30/2020Romano Rd4432$483,4191,192 Sq.Ft.3/24/2025Roosevelt St742$694,0001,858 Sq.Ft.10/12/2022Rosewood Ave232$706,0001,469 Sq.Ft.9/25/2019Rossetti Ave532$447,0001,290 Sq.Ft.12/29/2021Rothay Ave622$396,833928 Sq.Ft.5/22/2019Rumery St2432$605,5713,103 Sq.Ft.10/25/2018Running Hill Rd13928N/A59,235 Sq.Ft.9/30/2022Runway Rd1N/AN/AN/AN/AN/ASable Oaks Dr1432N/A40,429 Sq.Ft.7/15/2016Sand Pebble Way1032$909,9001,612 Sq.Ft.12/13/2024Sandy Hill Rd5032$507,8981,198 Sq.Ft.9/9/2024Sawyer Brook Cir732$699,2861,435 Sq.Ft.9/1/2023Sawyer St24532$673,1761,974 Sq.Ft.5/29/2025Scamman St3932$648,4361,785 Sq.Ft.1/25/2024School St4832$601,6441,542 Sq.Ft.5/16/2025Schooner Rd633$766,0001,849 Sq.Ft.2/7/2023Scott Rd2832$531,7601,387 Sq.Ft.5/24/2024Second St532$591,3332,418 Sq.Ft.10/30/2024Settler Rd5032$504,2401,292 Sq.Ft.8/8/2024Shelby Ln742$708,1431,957 Sq.Ft.7/20/2021Ship Channel Rd1243$1,354,5003,001 Sq.Ft.8/19/2022Simmons Rd2732$607,8461,487 Sq.Ft.5/26/2022Simonton St932$1,044,7781,569 Sq.Ft.9/15/2023Skillings St4432$476,0231,227 Sq.Ft.10/11/2023Skyline Rd332$743,6671,640 Sq.Ft.11/29/2018Smith St3332$729,6251,572 Sq.Ft.12/11/2024Smokehouse Cir442$706,2501,830 Sq.Ft.7/13/2022Snowberry Dr2542$730,6522,219 Sq.Ft.4/30/2025Sokokis St532$493,4001,281 Sq.Ft.1/22/2021Solar Way1N/AN/AN/AN/AN/ASomerset St1032$631,3001,382 Sq.Ft.8/22/2013Soule St123N/A66,579 Sq.Ft.N/ASouthborough Dr8721N/A46,955 Sq.Ft.9/23/2015Southeast Rd1332$624,5451,697 Sq.Ft.8/30/2019Southwell Ave1031$535,6001,485 Sq.Ft.2/9/2023Spear Ave1332$705,8461,714 Sq.Ft.9/9/2022Sprague St1231$627,0831,355 Sq.Ft.8/9/2024Spring Point Dr322N/A9,930 Sq.Ft.N/ASpring St1232$627,9002,788 Sq.Ft.3/28/2022Springwood Rd2032$500,9501,227 Sq.Ft.7/30/2024Spurwink Ave1322$534,1001,103 Sq.Ft.2/14/2025Stanford St4342$636,1431,736 Sq.Ft.8/13/2024Stanley St1532$627,3331,595 Sq.Ft.11/6/2023Sterling Ave1131$602,5451,222 Sq.Ft.2/3/2021Stillman St1932$703,6672,037 Sq.Ft.2/9/2024Stone Dr2032$684,6321,345 Sq.Ft.8/14/2024Strathmore Rd2032$667,1001,486 Sq.Ft.1/22/2025Strout St3331$448,9061,248 Sq.Ft.4/22/2025Summerglen Rd531$555,4001,274 Sq.Ft.11/13/2019Summer Ln433$691,2501,682 Sq.Ft.9/22/2023Summit St3732$735,8111,594 Sq.Ft.4/25/2025Summit Ter3N/AN/AN/AN/A7/22/2022Sunset Ave5832$583,5681,466 Sq.Ft.5/8/2025Surfsite Rd1233$823,5832,188 Sq.Ft.10/23/2024Sylvan Rd2032$642,7501,524 Sq.Ft.3/12/2025Talbot Way522$699,2001,615 Sq.Ft.3/9/2018Tamarack Dr1532$645,4001,632 Sq.Ft.4/10/2025Tanner St721$510,5711,097 Sq.Ft.3/17/2021Taylor St732$659,8571,244 Sq.Ft.10/9/2024Tewksbury Ln232$463,5001,032 Sq.Ft.5/15/2025Thadeus St3431$519,3532,524 Sq.Ft.4/20/2023Third St232$464,0002,563 Sq.Ft.3/9/2022Thirlmere Ave2732$536,9261,476 Sq.Ft.12/12/2024Thomas St242N/A1,226 Sq.Ft.12/6/2024Thompson St3232$727,0002,360 Sq.Ft.9/29/2023Thornton Ave2531$446,9581,109 Sq.Ft.6/28/2024Todd Ln532$701,4001,406 Sq.Ft.12/22/2023Topaz Dr2622$338,8081,204 Sq.Ft.N/ATremont St1142$539,9091,918 Sq.Ft.12/29/2021Union St932$507,2501,716 Sq.Ft.6/21/2024Valley St2821$342,893914 Sq.Ft.11/15/2024Victory Ave1432$719,7141,432 Sq.Ft.7/17/2024Villa Rd622$426,0001,071 Sq.Ft.8/4/2023Vincent St2832$744,7601,741 Sq.Ft.5/9/2025Virginia Ave732$671,2861,435 Sq.Ft.8/25/2023Vista Dr853$1,017,5003,326 Sq.Ft.11/1/2024Vivian St1131$641,0001,303 Sq.Ft.12/23/2020Wainwright Cir6742$531,0301,760 Sq.Ft.N/AWalker St321$540,3331,154 Sq.Ft.1/12/2021Wallace Ave13N/A2N/A51,566 Sq.Ft.3/22/2023Walnut St7032$665,4561,588 Sq.Ft.5/29/2025Washington Ave3331$479,6361,245 Sq.Ft.5/15/2025Waterman Dr1632N/A12,252 Sq.Ft.3/3/2025Webster Ct133$793,0002,205 Sq.Ft.N/AWermuth Rd3042$544,2671,738 Sq.Ft.N/AWescott Rd3032$495,9209,036 Sq.Ft.6/28/202435 Providence AveSouth Portland, ME 04106
Estimated Value $498,000
Living Area 1,854 SqFt
Beds 4
Baths 1
Year Built 1924
Property Type Single Family
Ownership Type Individual
APN SPOR M:013 L:069
Neighborhood Meetinghouse Hill
School District South Portland
258 Spring StPortland, ME 04102
Estimated Value $969,000
Living Area 3,119 SqFt
Beds 5
Baths 3
Year Built 1875
Property Type Triplex 3 Units
Ownership Type Multiple
APN PTLD M:057 B:C001001
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
18 Karynel DrSouth Portland, ME 04106
Estimated Value $492,000
Living Area 1,622 SqFt
Beds 2
Baths 2
Year Built 1984
Property Type Condominium
Ownership Type Mixed
APN SPOR M:024-A B:H18 L:009
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
42 State St #2Portland, ME 04101
Estimated Value $691,000
Living Area 1,421 SqFt
Beds 2
Baths 2
Year Built 1860
Property Type Condominium
Ownership Type Related
APN PTLD M:044 B:C016002
Neighborhood West End
120 Hill StSouth Portland, ME 04106
Estimated Value $734,000
Living Area 1,680 SqFt
Beds 4
Baths 2
Year Built 2006
Property Type Duplex 2 Units
Ownership Type Multiple
APN SPOR M:034 L:004-B
Neighborhood Pleasantdale
School District South Portland
46 Cushman St #1Portland, ME 04102
Estimated Value $683,000
Living Area 1,110 SqFt
Beds 2
Baths 2
Year Built 1900
Property Type Condominium
Ownership Type Related
APN PTLD M:056 B:D002001
Neighborhood West End
184 Elm StSouth Portland, ME 04106
Estimated Value $798,000
Living Area 3,104 SqFt
Beds 6
Baths 4
Year Built 1892
Property Type Quadruplex 4 Units
Ownership Type Corporate
APN SPOR M:025 L:140
Neighborhood Pleasantdale
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
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
258 Danforth St #2Portland, ME 04102
Estimated Value $620,000
Living Area 1,240 SqFt
Beds 2
Baths 2
Year Built 1912
Property Type Condominium
Ownership Type Individual
APN PTLD M:057 B:G001002
Neighborhood West End
254 Spring StPortland, ME 04102
Estimated Value $920,000
Living Area 3,774 SqFt
Beds 8
Baths 4
Year Built 1900
Property Type Quadruplex 4 Units
Ownership Type Corporate
APN PTLD M:057 B:C002001
Neighborhood West End
72 Ocean St #306South Portland, ME 04106
Estimated Value $732,000
Living Area 1,488 SqFt
Beds 2
Baths 2
Year Built 2009
Property Type Condominium
Ownership Type Related
APN SPOR M:015 B:306 L:113
Neighborhood Wrightville
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
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