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
Provost Dr3332$435,8711,550 Sq.Ft.5/8/2025Purlin Dr342$493,6671,896 Sq.Ft.3/7/2024Quail Dr231N/A1,232 Sq.Ft.N/AQuartz Cir1222$427,6671,326 Sq.Ft.12/1/2021Quinn Rd443$572,2501,927 Sq.Ft.1/18/2024Rainbow Dr632$453,1671,542 Sq.Ft.1/8/2020Rangeley Rd541$464,7501,343 Sq.Ft.10/21/2024Raspberry Way521$364,600893 Sq.Ft.9/6/2022Read Rd732$539,0001,562 Sq.Ft.4/23/2025Reagan Rd232$528,5001,724 Sq.Ft.4/17/2020Reba Ln731$408,5711,119 Sq.Ft.3/4/2024Red Hawk Dr632$465,6671,308 Sq.Ft.4/9/2018Red Wood Dr121$397,000864 Sq.Ft.7/6/2018Retriever Dr122$548,0001,785 Sq.Ft.9/20/2006Revolution Dr2332$708,9552,201 Sq.Ft.12/13/2024Richards Rd1132$461,7001,444 Sq.Ft.12/10/2021Ridge Dr532$451,0001,149 Sq.Ft.2/8/2024Riley Dr532$579,8002,166 Sq.Ft.6/21/2018Rio Dr333$634,3332,317 Sq.Ft.9/13/2022Riparian Trl144$2,515,0004,124 Sq.Ft.7/9/2019River Rd31632$470,0721,711 Sq.Ft.5/7/2025Riverside Rdg1532$592,0711,685 Sq.Ft.3/21/2025Roberts Dr321$521,0001,088 Sq.Ft.N/ARobin Ln1921$110,895897 Sq.Ft.5/9/2014Rocklinn Dr2833$727,9632,415 Sq.Ft.5/9/2025Rogers Dr332$544,0001,803 Sq.Ft.12/21/2018Rolfe Rd2022$481,4741,351 Sq.Ft.1/25/2021Rolling Hill Dr232$697,5002,527 Sq.Ft.10/28/2020Romans Way233$540,0001,524 Sq.Ft.10/31/2024Roosevelt Trl48032$469,2003,481 Sq.Ft.5/29/2025Rooster Rdg532$402,0001,162 Sq.Ft.N/ARosewood Ave442$537,0002,013 Sq.Ft.2/24/2025Rousseau Rd2532$477,8701,429 Sq.Ft.9/30/2024Royal Way233$535,5001,588 Sq.Ft.4/6/2023Ru Bee Ridge Rd433$675,5002,647 Sq.Ft.5/16/2014Rumney Way622$455,5001,454 Sq.Ft.10/30/2020Running Brook Rd3731$423,0001,225 Sq.Ft.11/17/2023Rural Hl643$823,4002,827 Sq.Ft.3/31/2022Rustic Way332$559,3331,762 Sq.Ft.6/19/2020Sabatino Dr131$465,0001,851 Sq.Ft.2/24/2022Sabatus Ln2932$583,0361,714 Sq.Ft.6/17/2024Sabbady Point Rd4132$771,7891,630 Sq.Ft.5/28/2025Sandbar Rd9032$601,3751,638 Sq.Ft.5/12/2025Sandy Toes Ln821$469,5001,105 Sq.Ft.1/10/2024Sasha Ln232$458,5001,598 Sq.Ft.6/17/2015Sawmill Ln132$541,000936 Sq.Ft.N/ASawyer Hill Rd331$453,6671,035 Sq.Ft.N/AScantic Way622$420,6671,287 Sq.Ft.10/8/2024School Rd435N/A10,078 Sq.Ft.11/14/2018Scottland Rd532$580,2001,828 Sq.Ft.5/30/2024Scout Ln234$726,0002,757 Sq.Ft.1/25/2024Searsport Way622$440,0001,454 Sq.Ft.7/22/2019Sebago Wood Trl1032$515,7001,444 Sq.Ft.11/26/2024Secluded Dr222$511,0001,832 Sq.Ft.12/26/2007Secret Cove Rd242$524,5001,104 Sq.Ft.8/29/2014Sentry Dr5N/AN/A$360,667N/AN/ASerenity Ln832$508,8751,770 Sq.Ft.6/15/2023Settlers Ct1221$291,333868 Sq.Ft.5/13/2022Shady Ln332$460,0001,422 Sq.Ft.10/16/2023Shamrock Ln523$515,6001,346 Sq.Ft.12/13/2016Shanes Way332$558,3331,501 Sq.Ft.6/5/2018Shelby Dr332$459,3331,272 Sq.Ft.10/16/2020Sheldrake Point Rd332$857,3331,130 Sq.Ft.N/ASherbrook Ln233$607,5001,701 Sq.Ft.3/19/2018Shore Rd3821$468,3781,210 Sq.Ft.5/20/2025Sienna Ln522$494,2001,253 Sq.Ft.3/20/2025Silver Rdg463$626,5002,808 Sq.Ft.7/12/2022Simeon Dr254$643,0002,916 Sq.Ft.7/27/2023Skampa Dr443$571,3332,496 Sq.Ft.8/1/2024Sky Dr932$755,4442,211 Sq.Ft.5/17/2024Sleepy Hollow Rd453$1,330,7503,191 Sq.Ft.12/28/2015Sloan Dr932$532,1251,810 Sq.Ft.3/20/2019Smith Rd8832$661,0621,471 Sq.Ft.5/30/2025Snowy Ridge Rd832$440,1251,313 Sq.Ft.6/6/2022Soccer Dr2N/AN/AN/AN/AN/ASokokis Point Rd1732$1,003,0591,744 Sq.Ft.9/9/2022Solomon Dr232$487,5001,428 Sq.Ft.3/29/2019Southside Dr932$433,6671,021 Sq.Ft.6/25/2021Sparrow Dr1N/AN/AN/AN/A6/30/2023Spear Ave232$508,0001,448 Sq.Ft.5/16/2023Spirit Meadow Ln243$503,5001,864 Sq.Ft.8/26/2024Sposedo Rd1732$378,2141,537 Sq.Ft.5/31/2019Spring Water Dr632$465,8331,282 Sq.Ft.11/29/2021Sprucewood Dr331$422,3331,241 Sq.Ft.6/25/2013Stagecoach Ln1732$455,5291,443 Sq.Ft.8/22/2022St Anns Way241$362,500912 Sq.Ft.8/17/2020Staples Ln432$527,7501,339 Sq.Ft.2/15/2022Starlit Way1132$522,2731,680 Sq.Ft.3/5/2025Station Ln1N/AN/AN/AN/AN/ASterling Dr144$852,0002,052 Sq.Ft.4/26/2017Stevens Rd132$699,0002,028 Sq.Ft.N/AStiles Way233$586,5002,050 Sq.Ft.11/7/2011Stockyard Dr1N/AN/AN/AN/AN/AStone Brook Rd1432$673,9232,356 Sq.Ft.2/29/2024Storm Dr9N/A1N/A2,021 Sq.Ft.5/8/2024Strawberry Ln933$745,8892,533 Sq.Ft.5/1/2024Streamview Dr232$481,0001,088 Sq.Ft.1/25/2016Studio Dr822$475,7141,700 Sq.Ft.9/30/2008Sturgis Rd432$500,0001,947 Sq.Ft.9/21/2018Sulky Way832$635,5711,852 Sq.Ft.12/1/20219 Ru Bee Ridge RdWindham, ME 04062
Estimated Value $606,000
Living Area 2,735 SqFt
Beds 3
Baths 2.5
Year Built 2003
Property Type Single Family
Ownership Type Related
APN WINM M:10 B:77 L:2
Municipality WINDHAM
School District Regional School Unit 14
12 Androscoggin StWindham, ME 04062
Estimated Value $512,000
Living Area 1,915 SqFt
Beds 5
Baths 3
Year Built 1910
Property Type Single Family
Ownership Type Multiple
APN WINM M:37 B:12
Municipality WINDHAM
School District Regional School Unit 14
220 Hardy RdWestbrook, ME 04092
Estimated Value $353,000
Living Area 1,004 SqFt
Beds 2
Baths 1
Year Built 1948
Property Type Single Family
Ownership Type Individual
APN WSBR M:020 L:007
Municipality WESTBROOK
School District Westbrook
67 Highland Cliff RdWindham, ME 04062
Estimated Value $655,000
Living Area 2,500 SqFt
Beds 3
Baths 2.5
Year Built 1987
Property Type Single Family
Ownership Type Individual
APN WINM M:6 B:7 L:A
Municipality WINDHAM
School District Regional School Unit 14
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
16 Newell StGorham, ME 04038
Estimated Value $474,000
Living Area 1,533 SqFt
Beds 3
Baths 1.5
Year Built 1915
Property Type Single Family
Ownership Type Multiple
APN GRHM M:110 B:020 L:000
Municipality GORHAM
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
26 Stillwater Dr #6Westbrook, ME 04092
Estimated Value $627,000
Living Area 1,930 SqFt
Beds 4
Baths 2.5
Year Built 2014
Property Type Condominium
Ownership Type Related
APN WSBR M:010 B:006 L:005
Municipality WESTBROOK
School District Westbrook
30 Lowell Farm RdFalmouth, ME 04105
Estimated Value $675,000
Living Area 2,010 SqFt
Beds 3
Baths 2
Year Built 1988
Property Type Single Family
Ownership Type Related
APN FMTH M:HL7 B:001
Municipality FALMOUTH
49 Sunset RdFalmouth, ME 04105
Estimated Value $978,000
Living Area 2,553 SqFt
Beds 4
Baths 3
Year Built 2001
Property Type Single Family
Ownership Type Related
APN FMTH M:HL3 B:009
Subdivision Southeast Shore Hlnd Lk
160 Harding Bridge RdGorham, ME 04038
Estimated Value $810,000
Living Area 2,720 SqFt
Beds 4
Baths 2.5
Year Built 2013
Property Type Single Family
Ownership Type Multiple
APN GRHM M:050 B:013 L:020
Subdivision Harding Bridge Farms Ph Ii
43 Nasson AveWestbrook, ME 04092
Estimated Value $379,000
Living Area 685 SqFt
Beds 3
Baths 1
Year Built 1970
Property Type Single Family
Ownership Type Individual
APN WSBR M:043 L:060-B
Municipality WESTBROOK
School District Westbrook
59 Wards Hill RdGorham, ME 04038
Estimated Value $408,000
Living Area 1,232 SqFt
Beds 3
Baths 1
Year Built 1964
Property Type Single Family
Ownership Type Related
APN GRHM M:069 B:008 L:000
Municipality GORHAM
855 Bridgton RdWestbrook, ME 04092
Estimated Value $629,000
Living Area 1,466 SqFt
Beds 3
Baths 2
Year Built 2017
Property Type Single Family
Ownership Type Individual
APN WSBR M:021 L:033
Municipality WESTBROOK
School District Westbrook
214 Ichabod Lane ExtGorham, ME 04038
Estimated Value $641,000
Living Area 1,407 SqFt
Beds 3
Baths 2
Year Built 2013
Property Type Single Family
Ownership Type Related
APN GRHM M:050 B:006 L:025
Subdivision Stonefield Iii
35 Old County RdWindham, ME 04062
Estimated Value $505,000
Living Area 1,425 SqFt
Beds 3
Baths 2
Year Built 1988
Property Type Single Family
Ownership Type Related
APN WINM M:9 B:50 L:C
Municipality WINDHAM
School District Regional School Unit 14