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
Cajun Ct422$479,0001,363 Sq.Ft.8/21/2020Calla Way1N/AN/AN/AN/AN/ACameron Ln722$621,6671,624 Sq.Ft.9/24/2024Camp Dr221$422,000858 Sq.Ft.3/20/2017Canada Hill Rd1132$503,3001,530 Sq.Ft.4/28/2023Canal Ct243$1,384,5002,864 Sq.Ft.11/29/2018Candlewyck Rd1221$445,2001,276 Sq.Ft.12/1/2022Canterbury Ln232$474,5001,272 Sq.Ft.6/14/2021Canyon Way233$681,0002,269 Sq.Ft.N/ACape View Dr232$2,091,0002,112 Sq.Ft.2/3/2021Captain Thomas Dr332$553,5001,470 Sq.Ft.2/18/2020Cardinal Ln1032$521,9001,729 Sq.Ft.7/8/2024Carignan Dr632$430,8001,263 Sq.Ft.11/1/2024Carmichael Ln933$676,2501,862 Sq.Ft.3/7/2023Carol Dr432$588,0001,972 Sq.Ft.11/21/2022Carpenters Way332$410,6671,295 Sq.Ft.N/ACarriage Hill Dr1842$602,1672,275 Sq.Ft.11/8/2019Cartland Rd842$571,2862,226 Sq.Ft.10/4/2022Castoro Dr333$689,0003,557 Sq.Ft.6/3/2022Caterina Woods111$369,000676 Sq.Ft.N/ACattle Dr222$473,0001,294 Sq.Ft.N/ACedar Ln1431$452,0001,314 Sq.Ft.5/20/2024Center Brook Dr433$628,7502,539 Sq.Ft.9/30/2016Cessna Ln1N/AN/AN/AN/AN/AChaffin Pond Preserve1N/AN/AN/AN/AN/AChallenge Dr222$528,0001,777 Sq.Ft.7/31/2012Chamberlain Dr3N/AN/AN/AN/AN/ACharlan Ln832$523,2861,505 Sq.Ft.4/12/2023Chelsa Ln531$401,0001,279 Sq.Ft.N/ACherry Ln3N/AN/AN/A6,200 Sq.Ft.5/17/2024Chestnut Ave731$402,5711,139 Sq.Ft.4/22/2021Chickadee Ln222$548,0001,275 Sq.Ft.N/AChimera Hill Rd932$525,6251,681 Sq.Ft.5/23/2024Chipmunk Dr431$398,5001,006 Sq.Ft.6/3/2013Chloe Dr233$482,0001,722 Sq.Ft.11/25/2019Christmas Tree Way242$569,0001,980 Sq.Ft.6/13/2023Chute Rd7232$562,1041,595 Sq.Ft.12/4/2024Cider Mill Ln433$670,0002,575 Sq.Ft.9/30/2022Clairmont Rd1731$676,1761,399 Sq.Ft.11/26/2024Claman Dr832$613,5001,324 Sq.Ft.7/17/2024Clark Dr432$386,0001,022 Sq.Ft.10/14/2022Clay Hill Dr242$577,0002,170 Sq.Ft.4/12/2018Clearwater Cv145$3,182,0006,452 Sq.Ft.8/14/2020Cliff Dr733$628,7142,352 Sq.Ft.1/31/2025Cloutier Ln442$524,7501,455 Sq.Ft.3/30/2016Clover Ln423$770,0001,455 Sq.Ft.8/16/2019Cobalt Ct632$600,0001,925 Sq.Ft.7/21/2021Cobb Farm Rd233$632,5001,895 Sq.Ft.4/9/2025Coffee Way242$637,0001,980 Sq.Ft.4/12/2006Colby Dr1132$571,7001,675 Sq.Ft.11/20/2024Cold Bear Dr632$560,4001,785 Sq.Ft.3/24/2022Cole Rd432$528,0001,353 Sq.Ft.1/8/2019Colley Brook Dr732$490,4291,716 Sq.Ft.1/27/2025Collins Pond Rd1732$415,7331,887 Sq.Ft.9/30/2022Collinwood Cir2532$427,0831,331 Sq.Ft.2/14/2025Colonial Park Dr842$512,3751,653 Sq.Ft.2/23/2024Commons Ave13N/AN/AN/A6,157 Sq.Ft.N/AConant Dr332$452,0001,467 Sq.Ft.5/23/2024Concord Dr143$701,0002,630 Sq.Ft.9/24/2018Conifer Dr4422$399,114954 Sq.Ft.4/30/2025Connemara Crk532$562,0001,609 Sq.Ft.3/21/2025Conrad Dr832$512,6252,090 Sq.Ft.1/17/2018Cook Rd2032$562,7781,768 Sq.Ft.8/23/2024Cooper Rdg532$471,2501,634 Sq.Ft.10/23/2020Cornerbrook Cir1532$455,0771,705 Sq.Ft.10/28/2024Cornfield Vw132$485,0001,896 Sq.Ft.11/18/2020Corsettis Way233$589,5001,993 Sq.Ft.10/29/2014Cosmic Way621$238,167833 Sq.Ft.4/12/2024Cottage Rd10232$524,8371,344 Sq.Ft.6/3/2025Cotton Dr921$402,444884 Sq.Ft.8/31/2023Country Ln621$432,6671,605 Sq.Ft.2/23/2017Cove Rd332$587,3331,344 Sq.Ft.11/13/2017Covered Bridge Rd1222$527,7501,417 Sq.Ft.6/2/2023Coyote Ct222$450,5001,572 Sq.Ft.12/14/2015Crabapple Rd532$492,2501,511 Sq.Ft.8/12/2016Craig Rd722$593,6671,833 Sq.Ft.2/1/2023Creamery Way1N/AN/AN/AN/A8/20/2014Crescent Ave2632$1,080,2691,755 Sq.Ft.8/23/2024Cresthaven Rd532$629,4001,458 Sq.Ft.11/4/2024Crimson Dr2N/A1N/A4,424 Sq.Ft.4/14/2008Critter Dr1032$398,6001,235 Sq.Ft.5/17/2024Crockett Rd732$724,2861,290 Sq.Ft.2/10/2023Crossridge Dr1033$801,4442,774 Sq.Ft.5/14/2025Crown Pt234$1,339,5004,858 Sq.Ft.3/14/2022Crystal Ln543$686,0002,816 Sq.Ft.7/1/2019Cunningham Dr132$486,0001,428 Sq.Ft.11/19/2024Curtis Dr1421$441,1001,230 Sq.Ft.5/22/2020Cutting Corners Ln232$445,0001,688 Sq.Ft.4/25/2025Cyprus Hill Dr522$497,5001,227 Sq.Ft.5/26/2023Dads Way332$484,6671,152 Sq.Ft.5/7/2021Daigle Dr1N/AN/AN/AN/AN/ADakota Dr1531$442,6671,238 Sq.Ft.9/16/2021Dale Ln731$397,2861,061 Sq.Ft.3/5/2018Dallas Dr263$1,207,0001,248 Sq.Ft.12/14/2023Dalten Pines Rd1521$269,667902 Sq.Ft.12/30/2024Damien Dr632$536,6671,874 Sq.Ft.4/29/2024Danielle Dr712N/A9,522 Sq.Ft.9/20/2019Dartmouth Pl932$613,0001,911 Sq.Ft.6/6/2024Davidson Dr122$533,0001,186 Sq.Ft.3/21/2013Davis Ave632$482,0001,496 Sq.Ft.9/2/2022855 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
115 Mast RdWestbrook, ME 04092
Estimated Value $556,000
Living Area 1,998 SqFt
Beds 3
Baths 2.5
Year Built 2021
Property Type Single Family
Ownership Type Related
APN WSBR M:023 L:048-A
Municipality WESTBROOK
School District Westbrook
21 Revolution DrWindham, ME 04062
Estimated Value $748,000
Living Area 2,953 SqFt
Beds 3
Baths 2.5
Year Built 2021
Property Type Single Family
Ownership Type Related
APN WINM M:6 B:63 L:13 U:19
Municipality WINDHAM
School District Regional School Unit 14
13 Ridge RdWestbrook, ME 04092
Estimated Value $594,000
Living Area 2,072 SqFt
Beds 6
Baths 2
Year Built 1983
Property Type Single Family
Ownership Type Individual
APN WSBR M:020-A L:016
Municipality WESTBROOK
School District Westbrook
81 Huston RdGorham, ME 04038
Estimated Value $708,000
Living Area 2,419 SqFt
Beds 3
Baths 2
Year Built 2009
Property Type Single Family
Ownership Type Related
APN GRHM M:051 B:004 L:001
Municipality GORHAM
60 Huston RdGorham, ME 04038
Estimated Value $508,000
Living Area 1,134 SqFt
Beds 2
Baths 1.5
Year Built 1965
Property Type Single Family
Ownership Type Multiple
APN GRHM M:068 B:008 L:000
Municipality GORHAM
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
172 Mast RdWestbrook, ME 04092
Estimated Value $490,000
Living Area 1,404 SqFt
Beds 3
Baths 1.5
Year Built 1925
Property Type Single Family
Ownership Type Individual
APN WSBR M:023 L:036
Municipality WESTBROOK
School District Westbrook
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
907 Duck Pond RdWestbrook, ME 04092
Estimated Value $830,000
Living Area 3,425 SqFt
Beds 4
Baths 4
Year Built 1800
Property Type Duplex 2 Units
Ownership Type Related
APN WSBR M:023 L:027
Municipality WESTBROOK
School District Westbrook
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
4 Cotton DrGorham, ME 04038
Estimated Value $659,000
Living Area 2,125 SqFt
Beds 3
Baths 2.5
Year Built 2017
Property Type Single Family
Ownership Type Related
APN GRHM M:057 B:010 L:205
Subdivision Cotton Farm Ests
215 Gray RdGorham, ME 04038
Estimated Value $406,000
Living Area 1,488 SqFt
Beds 3
Baths 1
Year Built 1985
Property Type Single Family
Ownership Type Related
APN GRHM M:048 B:020 L:000
Municipality GORHAM
9 Aspen LnGorham, ME 04038
Estimated Value $596,000
Living Area 1,792 SqFt
Beds 3
Baths 2.5
Year Built 1993
Property Type Single Family
Ownership Type Related
APN GRHM M:050 B:008 L:009
Subdivision Rivers Xing Amd Sub
5 Vagabond WayWindham, ME 04062
Estimated Value $636,000
Living Area 1,768 SqFt
Beds 3
Baths 2
Year Built 2010
Property Type Single Family
Ownership Type Individual
APN WINM M:7 B:14 L:2
Municipality WINDHAM
School District Regional School Unit 14
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