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
Ledgefield Cir1332$662,0771,830 Sq.Ft.2/11/2025Ledge Rd1044$1,572,8753,370 Sq.Ft.12/7/2022Lee Ave421$407,250798 Sq.Ft.12/20/2022Lemont Ave732$501,7141,399 Sq.Ft.11/24/2021Lighthouse Cir2N/AN/AN/AN/AN/ALincoln St4932$468,7192,710 Sq.Ft.1/31/2025Lincoln Street Ext322$407,0006,432 Sq.Ft.4/25/2022Linton St3121$442,2141,043 Sq.Ft.7/29/2024Lombard St632$607,2003,080 Sq.Ft.5/15/2019Long Creek Dr1132N/A4,213 Sq.Ft.12/10/2021Loveitts Field Rd2333$1,405,5452,450 Sq.Ft.7/8/2024Loveitt St1132$887,8181,591 Sq.Ft.9/30/2024Lowell St4032$714,7751,334 Sq.Ft.4/28/2025Lubec St1632$498,0631,288 Sq.Ft.5/12/2025Lucille Ave742N/A1,163 Sq.Ft.N/ALydia Ln235N/A27,386 Sq.Ft.N/AMacarthur Cir4442$538,9522,143 Sq.Ft.6/5/2013Madison St3N/A2N/A25,956 Sq.Ft.11/9/2018Maine Mall1N/AN/A$423,000N/AN/AMaine Mall Rd5266N/A30,864 Sq.Ft.2/13/2025Main St27632$359,3432,519 Sq.Ft.5/1/2025Maple St443$792,7502,618 Sq.Ft.6/2/2025Maplewood Ave542$477,5001,423 Sq.Ft.8/20/2021Marcelle Ave2332$506,6821,285 Sq.Ft.4/16/2025Mardale Ave442$463,5001,383 Sq.Ft.6/29/2015Margaret St4843$805,4352,027 Sq.Ft.11/27/2023Market St732N/A6,738 Sq.Ft.4/5/2021Marriner St4132$644,3951,394 Sq.Ft.5/22/2025Marsh Rd642$698,5001,644 Sq.Ft.12/11/2015Massachusetts Ave3931$493,3681,261 Sq.Ft.7/31/2024Mast Ln432$759,5001,749 Sq.Ft.5/27/2025Mayberry St632$574,5001,387 Sq.Ft.8/14/2024Mckinley St5332$480,9621,210 Sq.Ft.10/17/2024Mclaughlin Way141$443,0001,224 Sq.Ft.N/AMclean St1732$470,8241,352 Sq.Ft.1/28/2025Meadow Way1232$502,6671,163 Sq.Ft.2/27/2024Mechanic St731$480,0002,083 Sq.Ft.3/8/2021Memory Ln2822$429,3571,018 Sq.Ft.11/21/2023Mildred St2032$549,0001,583 Sq.Ft.12/4/2023Minott St3821$304,026817 Sq.Ft.4/12/2024Mitchell Rd2932$750,1791,888 Sq.Ft.4/23/2025Morse St1632$516,5001,216 Sq.Ft.11/25/2024Mosher St1032$771,6672,258 Sq.Ft.8/9/2024Mount Vernon St832$679,6671,679 Sq.Ft.12/27/2021Mussey St12032$573,4601,368 Sq.Ft.5/30/2025Myrtle Ave2432$1,205,5222,154 Sq.Ft.5/29/2025Myrtle Ln432$874,5001,361 Sq.Ft.1/10/2025Nelson Rd2N/AN/AN/A25,925 Sq.Ft.N/ANew York Ave5031$477,8001,159 Sq.Ft.2/28/2025Nks Ln233$593,0001,792 Sq.Ft.N/ANorman St632$603,3331,344 Sq.Ft.1/2/2019Northeast Ln732$488,7141,072 Sq.Ft.5/29/2025Noyes St1131$397,2501,028 Sq.Ft.10/9/2024Nutter Rd732$535,0001,447 Sq.Ft.9/7/2022Oakdale Ave932$543,3331,344 Sq.Ft.6/7/2019Oak St2142$770,2142,073 Sq.Ft.6/19/2020Oakwood Dr843$713,1252,361 Sq.Ft.2/24/2025Ocean House Rd521$557,2001,319 Sq.Ft.10/7/2024Ocean St27132$546,8512,205 Sq.Ft.5/9/2025Ocean View Ave2832$744,2861,536 Sq.Ft.10/5/2022Old Bog Rd933$591,2501,539 Sq.Ft.8/31/2023Old Farm Rd542$649,4001,708 Sq.Ft.3/27/2018Olive Rd832$697,3751,510 Sq.Ft.7/15/2020Oneil St2132$648,1881,529 Sq.Ft.3/25/2025Orchard St232$742,0001,313 Sq.Ft.5/16/2017Orlando St1931$444,6111,014 Sq.Ft.7/11/2024Osborne Ave3631$500,6671,107 Sq.Ft.8/30/2024Paddock Pl932$482,7501,036 Sq.Ft.10/30/2024Palmer St942$606,3331,659 Sq.Ft.9/18/2023Pamela Dr632$437,5001,394 Sq.Ft.11/2/2016Park Ave632$572,5003,871 Sq.Ft.1/15/2019Parkside Ter822$586,2001,340 Sq.Ft.2/7/2025Parrott St3132$654,1001,595 Sq.Ft.5/14/2025Pearl St3432$504,6671,470 Sq.Ft.4/9/2024Peary Ter1132$555,6002,674 Sq.Ft.10/30/2020Pennsylvania Ave4731$496,7021,244 Sq.Ft.8/30/2024Pepperbush Cir632$685,3331,691 Sq.Ft.8/6/2018Philbrook Ave9N/A2N/A28,357 Sq.Ft.11/16/2021Phillips Rd732$749,1431,712 Sq.Ft.6/12/2019Pierce St942$697,1671,701 Sq.Ft.9/19/2022Pilgrim Rd2643$875,0402,420 Sq.Ft.1/8/2025Pillsbury St3342$776,8061,875 Sq.Ft.7/9/2024Pine Haven Ter1232$455,0001,130 Sq.Ft.9/5/2023Pine St10632$714,7751,643 Sq.Ft.10/14/2024Pitt St1631$570,0001,094 Sq.Ft.11/30/2022Pleasant Ave3131$477,6674,468 Sq.Ft.12/20/2022Plover Way20N/AN/A$791,556N/AN/APlymouth Rd1932$569,0531,337 Sq.Ft.5/24/2024Pond Rd732$1,004,1431,848 Sq.Ft.11/22/2019Pope Ave231N/A1,037 Sq.Ft.N/APortland St4N/A2N/A2,781 Sq.Ft.N/APostal Service Way642N/A24,227 Sq.Ft.N/APowers Rd1542$539,3331,731 Sq.Ft.N/APreble St15032$802,2032,535 Sq.Ft.4/4/2025Preservation Ln1732$583,7651,539 Sq.Ft.5/31/2024Presidents Way331$471,0001,118 Sq.Ft.8/16/2005Pride Rd343$610,5002,112 Sq.Ft.3/12/2021Providence Ave5232$586,7501,308 Sq.Ft.12/3/2024Puffin Ln4N/AN/A$789,000N/AN/AQ St4N/A2N/A2,081 Sq.Ft.N/A18 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
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
103 Gray StPortland, ME 04102
Estimated Value $602,000
Living Area 1,432 SqFt
Beds 3
Baths 1.5
Year Built 1973
Property Type Single Family
Ownership Type Corporate
APN PTLD M:057 B:D020001
Neighborhood West End
60 Churchill RdSouth Portland, ME 04106
Estimated Value $520,000
Living Area 1,131 SqFt
Beds 2
Baths 1.5
Year Built 1952
Property Type Single Family
Ownership Type Individual
APN SPOR M:019 L:034
Neighborhood Ocean Street
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
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
49 Bonnybriar RdSouth Portland, ME 04106
Estimated Value $607,000
Living Area 1,514 SqFt
Beds 3
Baths 1.5
Year Built 2019
Property Type Single Family
Ownership Type Individual
APN SPOR M:034 L:061
Neighborhood Stanwood Park
School District South Portland
39 Strout StSouth Portland, ME 04106
Estimated Value $489,000
Living Area 1,280 SqFt
Beds 3
Baths 2
Year Built 2004
Property Type Single Family
Ownership Type Individual
APN SPOR M:040 L:129-B
Neighborhood Cash Corner
School District South Portland
45 Bonnybank TerSouth Portland, ME 04106
Estimated Value $427,000
Living Area 675 SqFt
Beds 2
Baths 1.5
Year Built 1955
Property Type Single Family
Ownership Type Individual
APN SPOR M:034 L:099
Neighborhood Stanwood Park
School District South Portland
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
33 Storer StPortland, ME 04102
Estimated Value $1,583,000
Living Area 3,412 SqFt
Beds 5
Baths 2.5
Year Built 1887
Property Type Single Family
Ownership Type Multiple
APN PTLD M:061 B:G001001
Neighborhood West End
87 Pine StPortland, ME 04102
Estimated Value $1,069,000
Living Area 2,934 SqFt
Beds 4
Baths 3.5
Year Built 1865
Property Type Duplex 2 Units
Ownership Type Corporate
APN PTLD M:055 B:A018001
Neighborhood West End
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
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
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
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