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
Aaron Dr2N/AN/A$602,000N/AN/AAbbadaba Rd331$399,333982 Sq.Ft.8/31/2023Abby Rd1632$421,7331,414 Sq.Ft.5/23/2025Abenaki Dr932$581,5001,766 Sq.Ft.6/30/2022Abrams Way244$639,0002,768 Sq.Ft.6/21/2006Academy St142N/A4,438 Sq.Ft.N/AAcorn Ln1032$477,1001,637 Sq.Ft.6/13/2024Adalynn Dr433$671,2502,094 Sq.Ft.11/2/2023Adam Roberts Rd632$624,2502,052 Sq.Ft.6/13/2019Aerie Dr732$464,4001,289 Sq.Ft.4/30/2025Aggregate Ave4N/AN/A$306,000N/A5/14/2007Aimhi Woods Rd943$955,1673,215 Sq.Ft.10/15/2018Alaimo Ln144$676,0002,342 Sq.Ft.N/AAlbion Rd9432$458,6701,385 Sq.Ft.5/6/2025Aldaron Rd432$696,7502,263 Sq.Ft.5/29/2009Alexander Dr332$654,6672,128 Sq.Ft.10/27/2021Allagash Way232$642,0002,072 Sq.Ft.N/AAllen Dr831$456,0001,340 Sq.Ft.9/17/2021Alpine Dr832$827,3752,195 Sq.Ft.10/20/2020Alweber Rd1932$476,3531,621 Sq.Ft.3/11/2024Amato Dr3N/A2N/A9,110 Sq.Ft.N/AAmber Ln921$354,429964 Sq.Ft.10/29/2024Amherst Rd532$527,2501,711 Sq.Ft.3/31/2023Anderson Rd3232$510,7002,424 Sq.Ft.5/12/2023Andrews Field Rd232$546,0001,932 Sq.Ft.12/17/2009Androscoggin St742$403,4291,859 Sq.Ft.9/16/2024Anglers Rd8321$439,0271,007 Sq.Ft.9/3/2024Anna Charles Way222$529,5001,551 Sq.Ft.2/10/2025Anthoine Rd3432$508,2121,493 Sq.Ft.2/23/2024Antler Trl221$395,0001,090 Sq.Ft.5/31/2023Antrim Dr232$515,5002,055 Sq.Ft.11/22/2024Apple Blossom Ln232$536,0002,670 Sq.Ft.N/AAquatic Way522$464,0001,240 Sq.Ft.11/2/2022Arbor Field Rd1N/AN/AN/AN/A11/14/2014Arcadia Dr1031$426,5001,221 Sq.Ft.3/15/2024Architectural Dr9N/AN/AN/A32,200 Sq.Ft.3/7/2019Arlene Ln322$130,667904 Sq.Ft.N/AAroostook Dr632$477,0001,633 Sq.Ft.3/26/2021Arrowhead Pass532$550,8001,833 Sq.Ft.5/10/2022Ash St131$419,0001,216 Sq.Ft.N/AAspen Ln733$646,2003,251 Sq.Ft.6/26/2020Athens Dr232$476,0001,398 Sq.Ft.10/8/2015Atlantic Dr932$531,7501,825 Sq.Ft.11/9/2018Autumn View Dr532$525,8001,912 Sq.Ft.10/9/2020Aviator Way232$628,0001,779 Sq.Ft.12/29/2021Avon Ln243$633,5002,125 Sq.Ft.5/30/2025Axle Way233$544,5001,877 Sq.Ft.N/AAzalea Ln1232$435,7501,535 Sq.Ft.3/14/2025Badger Run2N/AN/AN/A5,859 Sq.Ft.9/1/2006Bailey Dr1033$535,4001,789 Sq.Ft.9/12/2024Baker Mountain Dr633$567,3332,429 Sq.Ft.7/22/2022Balsam Ln722$558,1431,913 Sq.Ft.12/27/2024Barbara Win Ln212$804,000576 Sq.Ft.N/ABarnes Rd2131$464,2501,279 Sq.Ft.7/28/2023Barto Dr221$417,000928 Sq.Ft.1/29/2007Basin Rd4832$620,9111,522 Sq.Ft.10/11/2023Batchelder Rd1132$467,9001,636 Sq.Ft.12/3/2018Bates Ln454$589,2503,059 Sq.Ft.2/28/2022Baxter Woods Trl4922$292,354913 Sq.Ft.5/29/2025Beach Rd921$398,778995 Sq.Ft.11/19/2021Bear Ln232$450,0001,436 Sq.Ft.N/ABeaulieu Dr342$573,0002,298 Sq.Ft.8/20/2019Beckwith Dr232$509,5001,072 Sq.Ft.12/11/2015Bedrock Ter5N/AN/AN/A8,073 Sq.Ft.9/18/2023Belanger Ave1432$502,4622,094 Sq.Ft.12/12/2024Bell Farm Rd123$618,0001,988 Sq.Ft.2/8/2019Belvedere Dr3132$528,6451,654 Sq.Ft.5/3/2025Betty Ln122$1,095,0001,148 Sq.Ft.12/31/2024Billabong Way231$410,0001,550 Sq.Ft.3/31/2005Bimmer Dr232$705,5002,128 Sq.Ft.3/1/2011Birchwood Ave1931$412,4741,191 Sq.Ft.6/28/2024Birdsong Ln1031$343,7001,105 Sq.Ft.11/18/2022Bishop Dr223$549,0001,652 Sq.Ft.N/ABittersweet Way1032$570,8751,724 Sq.Ft.5/2/2025Black Brook Ter232$533,0001,194 Sq.Ft.5/28/2019Blueberry Ln332$413,6671,249 Sq.Ft.1/3/2023Boardwalk Ave642$840,5003,244 Sq.Ft.11/19/2018Boathouse Beach Ln244$1,199,0002,580 Sq.Ft.4/25/2022Bobs Way332$1,810,0002,480 Sq.Ft.N/ABosox Dr422$421,7501,525 Sq.Ft.N/ABowdens Way643$773,0002,631 Sq.Ft.2/25/2021Brackett Farm Ln932$475,5001,660 Sq.Ft.7/16/2019Brand Rd3832$488,5711,711 Sq.Ft.7/2/2024Brass Ln632$1,115,3331,990 Sq.Ft.7/16/2019Breezy Hill Dr134$781,0003,486 Sq.Ft.8/2/2021Brentwood Rd2322$442,4711,307 Sq.Ft.4/29/2025Brevdon Ln232$505,5001,396 Sq.Ft.10/18/2006Briarwood Ln1232$460,6361,736 Sq.Ft.8/25/2021Brick Hill Rd242$560,0001,906 Sq.Ft.6/12/2013Bridle Path Ln532$553,4001,979 Sq.Ft.11/22/2016Briggs Island Cv632$484,5001,188 Sq.Ft.1/8/2018Bristol Rd433$589,3331,966 Sq.Ft.1/19/2024Brookhaven Dr2832$433,1151,222 Sq.Ft.9/5/2023Brown Cove Rd5432$970,4891,907 Sq.Ft.1/17/2025Bruschi Rd1932$524,0001,860 Sq.Ft.1/2/2025Buckfield Dr633$480,1671,664 Sq.Ft.5/24/2021Bumpa Ln231$341,0001,152 Sq.Ft.4/10/2025Burdean Rd333$655,6672,359 Sq.Ft.12/16/2019Burnham Dr332$612,3331,936 Sq.Ft.9/16/2022Burrill Farm Rd243$705,0002,553 Sq.Ft.N/A160 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
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
844 Duck Pond RdWestbrook, ME 04092
Estimated Value $561,000
Living Area 2,076 SqFt
Beds 4
Baths 2
Year Built 1869
Property Type Duplex 2 Units
Ownership Type Multiple
APN WSBR M:023 L:057
Municipality WESTBROOK
School District Westbrook
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
187 Harding Bridge RdGorham, ME 04038
Estimated Value $584,000
Living Area 2,250 SqFt
Beds 3
Baths 1.5
Year Built 2012
Property Type Single Family
Ownership Type Related
APN GRHM M:050 B:013 L:015
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
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
255 Huston RdGorham, ME 04038
Estimated Value $248,000
Living Area 600 SqFt
Beds 1
Baths 1
Year Built 1920
Property Type Single Family
Ownership Type Multiple
APN GRHM M:111 B:032 L:000
Municipality GORHAM
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
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
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
26 Stillwater Dr #25Westbrook, ME 04092
Estimated Value $592,000
Living Area 1,680 SqFt
Beds 4
Baths 2.5
Year Built 2019
Property Type Condominium
Ownership Type Multiple
APN WSBR M:010 B:025 L:006
Municipality WESTBROOK
School District Westbrook
12 Percy Hawkes RdWindham, ME 04062
Estimated Value $562,000
Living Area 1,715 SqFt
Beds 3
Baths 2
Year Built 1995
Property Type Single Family
Ownership Type Individual
APN WINM M:25 B:18
Municipality WINDHAM
School District Regional School Unit 14
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
11 Ducati DrGorham, ME 04038
Estimated Value $748,000
Living Area 2,405 SqFt
Beds 3
Baths 3
Year Built 1983
Property Type Single Family
Ownership Type Individual
APN GRHM M:064 B:010 L:001
Subdivision Ducati Drive
313 Gray RdGorham, ME 04038
Estimated Value $421,000
Living Area 1,104 SqFt
Beds 2
Baths 1
Year Built 1988
Property Type Single Family
Ownership Type Multiple
APN GRHM M:049 B:054 L:000
Subdivision Portland