As the gateway to the Sebago Lakes Region, Windham is a magnet for seasonal visitors. The town benefits from being just 30 minutes from Portland. This gives residents easy access to employment hubs while also letting them enjoy a quieter suburban lifestyle. Residents find employment at various businesses including Maine Medical Center, Idexx Laboratories, and Hannaford Supermarkets.
Neighborhoods in Windham offer different investment strategies. North Windham is the town's commercial and residential heart and has a mix of affordable homes and rental properties. The areas near Sebago Lake and Highland Lake offer gorgeous waterfront properties and vacation rentals, creating high seasonal demand and excellent long-term appreciation potential. And for people who gravitate toward rural charm, South Windham has larger lots and a peaceful atmosphere.
The town's appeal extends to Sebago Lake State Park, while the nearby Presumpscot River provides a variety of outdoor activities. The Windham Rail Trail connects residents to the area's natural beauty. Windham's vibrant community hosts seasonal farmers' markets, local festivals, and family-oriented events. The town's consistent growth and lifestyle appeal make it an optimistic market for both rental income and property appreciation.
Popular Streets in Windham, Maine
Falmouth Rd19032$450,1691,462 Sq.Ft.5/28/2025Gray Rd20632$476,0631,896 Sq.Ft.4/15/2025Highland Cliff Rd12932$561,4141,783 Sq.Ft.9/17/2024Main St10432$468,3452,007 Sq.Ft.4/17/2025Pope Rd18432$505,8401,645 Sq.Ft.1/3/2025River Rd31632$470,0721,711 Sq.Ft.5/7/2025Roosevelt Trl48032$469,2003,481 Sq.Ft.5/29/2025Tandberg Trl13132$442,8892,012 Sq.Ft.5/9/2025Varney Mill Rd13132$457,9671,486 Sq.Ft.4/30/2025Windham Center Rd12932$524,6892,032 Sq.Ft.5/12/2025All Streets in Windham, Maine
Winchester Dr633$773,1672,544 Sq.Ft.2/28/2020Windham Center Rd12932$524,6892,032 Sq.Ft.5/12/2025Winslow Dr632$505,8331,564 Sq.Ft.5/21/2019Wintergreen Cir932$1,152,7501,584 Sq.Ft.10/29/2013Woldbrook Dr2543$922,1202,945 Sq.Ft.1/23/2025Wolf Creek Dr432$554,7501,720 Sq.Ft.10/29/2021Woodland Rd3132$443,1381,391 Sq.Ft.5/23/2025Wright Rd531$371,4001,118 Sq.Ft.3/12/2021Wymans Way422$406,0001,812 Sq.Ft.8/3/2015Yankee Dr332$653,0002,135 Sq.Ft.8/13/2024Yellowbird Ln342$600,0002,556 Sq.Ft.5/25/2022Youngs Farm Rd431$448,5001,413 Sq.Ft.9/10/2021Zippers Way231$367,5001,008 Sq.Ft.7/18/2017Zulu Rd133$646,0002,112 Sq.Ft.N/AZylar Dr111$3,069,000861 Sq.Ft.N/A26 Stillwater DrWestbrook, ME 04092
Estimated Value $480,000
Living Area 1,728 SqFt
Beds 3
Baths 2.5
Year Built 2017
Property Type Condominium
Ownership Type Multiple
APN WSBR M:010 B:026 L:006
Municipality WESTBROOK
School District Westbrook
49 Gordon Farms RdGorham, ME 04038
Estimated Value $812,000
Living Area 2,424 SqFt
Beds 5
Baths 2.5
Year Built 2007
Property Type Single Family
Ownership Type Related
APN GRHM M:045 B:023 L:417
Subdivision Gordon Farms Sub Ph 2
6 Hidden Brook DrGorham, ME 04038
Estimated Value $813,000
Living Area 1,872 SqFt
Beds 3
Baths 2.5
Year Built 2015
Property Type Single Family
Ownership Type Related
APN GRHM M:030 B:018 L:004
Subdivision Tannery Brook Sub
90 Pope RdWindham, ME 04062
Estimated Value $516,000
Living Area 1,200 SqFt
Beds 2
Baths 1
Year Built 1978
Property Type Manufactured Homes
Ownership Type Related
APN WINM M:9 B:57 L:B
Municipality WINDHAM
School District Regional School Unit 14
263 Huston RdGorham, ME 04038
Estimated Value $457,000
Living Area 1,630 SqFt
Beds 3
Baths 1
Year Built 1940
Property Type Single Family
Ownership Type Individual
APN GRHM M:111 B:029 L:000
Municipality GORHAM
255 Methodist RdWestbrook, ME 04092
Estimated Value $588,000
Living Area 1,866 SqFt
Beds 3
Baths 1
Year Built 1977
Property Type Single Family
Ownership Type Related
APN WSBR M:012 L:006-A
Municipality WESTBROOK
School District Westbrook
11 Revolution DrWindham, ME 04062
Estimated Value $702,000
Living Area 2,230 SqFt
Beds 3
Baths 2.5
Year Built 2020
Property Type Single Family
Ownership Type Related
APN WINM M:6 B:63 L:13 U:21
Municipality WINDHAM
School District Regional School Unit 14
8 Stephen Ward DrGorham, ME 04038
Estimated Value $446,000
Living Area 1,246 SqFt
Beds 2
Baths 2
Year Built 2019
Property Type Condominium
Ownership Type Related
APN GRHM M:108 B:004 L:114
Municipality GORHAM
868 Duck Pond RdWestbrook, ME 04092
Estimated Value $513,000
Living Area 1,608 SqFt
Beds 3
Baths 2
Year Built 2007
Property Type Single Family
Ownership Type Multiple
APN WSBR M:023 L:058-B
Subdivision Royal Grant Sub
School District Westbrook
647 Duck Pond RdWestbrook, ME 04092
Estimated Value $510,000
Living Area 1,460 SqFt
Beds 3
Baths 2
Year Built 1999
Property Type Single Family
Ownership Type Individual
APN WSBR M:024 L:023-B
Municipality WESTBROOK
School District Westbrook
17 Settlers WayGorham, ME 04038
Estimated Value $804,000
Living Area 2,101 SqFt
Beds 3
Baths 2.5
Year Built 1985
Property Type Single Family
Ownership Type Related
APN GRHM M:43A B:017 L:005
Subdivision Fort Hill Farms
404 Main StGorham, ME 04038
Estimated Value $411,000
Living Area 1,813 SqFt
Beds 4
Baths 2
Year Built 1948
Property Type Single Family
Ownership Type Multiple
APN GRHM M:109 B:004 L:000
Municipality GORHAM
28 Joseph DrGorham, ME 04038
Estimated Value $402,000
Living Area 1,250 SqFt
Beds 3
Baths 1.5
Year Built 1999
Property Type Condominium
Ownership Type Individual
APN GRHM M:027 B:004 L:009
Subdivision Meadowland Condo
17 Highland Cliff RdWindham, ME 04062
Estimated Value $469,000
Living Area 919 SqFt
Beds 2
Baths 1
Year Built 1936
Property Type Single Family
Ownership Type Corporate
APN WINM M:7 B:50
Municipality WINDHAM
School District Regional School Unit 14
167 Ichabod Lane ExtGorham, ME 04038
Estimated Value $731,000
Living Area 2,984 SqFt
Beds 3
Baths 1.5
Year Built 2017
Property Type Single Family
Ownership Type Related
APN GRHM M:050 B:006 L:034
Subdivision Stonefield Iii
36 Revolution DrWindham, ME 04062
Estimated Value $774,000
Living Area 2,180 SqFt
Beds 3
Baths 2
Year Built 2020
Property Type Single Family
Ownership Type Related
APN WINM M:6 B:63 L:13 U:12
Municipality WINDHAM
School District Regional School Unit 14