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.12/1/202115 Albion RdWindham, ME 04062
Estimated Value $313,000
Living Area 512 SqFt
Beds 1
Baths 1
Year Built 1950
Property Type Single Family
Ownership Type Multiple
APN WINM M:10 B:78 L:B
Subdivision Walter B Greenlaw
School District Regional School Unit 14
1 Riverbend RdGorham, ME 04038
Estimated Value $779,000
Living Area 4,162 SqFt
Beds 4
Baths 3.5
Year Built 2016
Property Type Single Family
Ownership Type Related
APN GRHM M:43A B:017 L:047
Subdivision Paul & Janet Willis
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
49 Valley View DrGorham, ME 04038
Estimated Value $746,000
Living Area 2,464 SqFt
Beds 3
Baths 3
Year Built 1985
Property Type Single Family
Ownership Type Multiple
APN GRHM M:43A B:017 L:016
Subdivision Fort Hill Farms
60 Sleepy Hollow DrGorham, ME 04038
Estimated Value $705,000
Living Area 1,933 SqFt
Beds 3
Baths 2
Year Built 2002
Property Type Single Family
Ownership Type Related
APN GRHM M:051 B:008 L:012
Municipality GORHAM
126 Main StWindham, ME 04062
Estimated Value $325,000
Living Area 912 SqFt
Beds 2
Baths 1
Year Built 1974
Property Type Single Family
Ownership Type Multiple
APN WINM M:40 B:27 L:A
Municipality WINDHAM
School District Regional School Unit 14
43 Pennywhistle DrWindham, ME 04062
Estimated Value $974,000
Living Area 3,024 SqFt
Beds 4
Baths 2.5
Year Built 2024
Property Type Single Family
Ownership Type Related
APN WINM M:6 B:25 L:10
Municipality WINDHAM
School District Regional School Unit 14
7 Wagner Farm RdGorham, ME 04038
Estimated Value $561,000
Living Area 1,536 SqFt
Beds 3
Baths 2.5
Year Built 2009
Property Type Single Family
Ownership Type Individual
APN GRHM M:030 B:013 L:102
Subdivision Wagner Farm Sub
607 Gray RdGorham, ME 04038
Estimated Value $384,000
Living Area 1,394 SqFt
Beds 3
Baths 1.5
Year Built 1972
Property Type Single Family
Ownership Type Related
APN GRHM M:049 B:041 L:000
Municipality GORHAM
15 Geranium DrGorham, ME 04038
Estimated Value $802,000
Living Area 2,018 SqFt
Beds 3
Baths 2
Year Built 2017
Property Type Single Family
Ownership Type Multiple
APN GRHM M:026 B:007 L:211
Subdivision Allen Acres
9 Wagner Farm RdGorham, ME 04038
Estimated Value $635,000
Living Area 1,536 SqFt
Beds 3
Baths 2.5
Year Built 2009
Property Type Single Family
Ownership Type Related
APN GRHM M:030 B:013 L:103
Subdivision Village Green
33 Shamrock DrGorham, ME 04038
Estimated Value $647,000
Living Area 2,242 SqFt
Beds 3
Baths 2.5
Year Built 2006
Property Type Single Family
Ownership Type Related
APN GRHM M:030 B:007 L:407
Municipality GORHAM
18 Exchange StGorham, ME 04038
Estimated Value $761,000
Living Area 2,128 SqFt
Beds 3
Baths 2.5
Year Built 2002
Property Type Single Family
Ownership Type Corporate
APN GRHM M:048 B:022 L:002
Municipality GORHAM
110 Gordon Farms RdGorham, ME 04038
Estimated Value $762,000
Living Area 2,400 SqFt
Beds 3
Baths 2.5
Year Built 2006
Property Type Single Family
Ownership Type Related
APN GRHM M:045 B:023 L:438
Municipality GORHAM
39 Town CmnGorham, ME 04038
Estimated Value $639,000
Living Area 1,764 SqFt
Beds 3
Baths 2.5
Year Built 2010
Property Type Single Family
Ownership Type Related
APN GRHM M:109 B:010 L:501
Subdivision Village Green
25 Arrowhead PassWindham, ME 04062
Estimated Value $507,000
Living Area 1,120 SqFt
Beds 4
Baths 2
Year Built 2020
Property Type Single Family
Ownership Type Individual
APN WINM M:4 B:23 L:B03
Municipality WINDHAM
School District Regional School Unit 14