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
Mimi Ln433$588,6671,962 Sq.Ft.3/28/2024Mineral Spring Rd4032$821,2291,978 Sq.Ft.11/1/2024Minotts Way342$490,0001,769 Sq.Ft.8/20/2018Misty Dr2231$409,9051,231 Sq.Ft.9/27/2024Mockingbird Ln153$647,0001,872 Sq.Ft.N/AMoe Rd121$273,000720 Sq.Ft.N/AMonarch Dr342$512,0002,035 Sq.Ft.4/22/2016Monique Dr532$519,7501,645 Sq.Ft.10/26/2020Montgomery Rd2232$528,0451,591 Sq.Ft.10/27/2023Moonlit Dr232$594,5002,240 Sq.Ft.11/15/2021Moores Dr631$404,0001,311 Sq.Ft.9/27/2024Moose Point Rd232$699,0001,174 Sq.Ft.9/17/2021Moravian Farm Rd633$917,6672,799 Sq.Ft.9/28/2021Morgan Ln632$656,5002,019 Sq.Ft.12/21/2022Morrell Dr232$558,0001,997 Sq.Ft.10/25/2024Moses Little Dr2643$730,8002,828 Sq.Ft.12/10/2024Moss Rd342$452,6671,363 Sq.Ft.1/29/2025Motorcycle Dr832$573,2862,045 Sq.Ft.2/4/2025Mount Hunger Shore Rd8632$671,0711,264 Sq.Ft.12/18/2023Mourning Dove Ln633$758,4002,336 Sq.Ft.12/19/2019Moxie Ln222$374,0001,362 Sq.Ft.10/20/2023Mt View St222$470,5001,284 Sq.Ft.4/10/2020Mud Pond Rd722$499,4291,481 Sq.Ft.10/21/2021Mulberry Ter332$623,6672,089 Sq.Ft.6/6/2017Murray Way232$460,5001,368 Sq.Ft.8/1/2019Mystikal Way343$673,3333,276 Sq.Ft.4/3/2023Nantucket Ln135$2,126,0003,306 Sq.Ft.9/12/2023Narrows Lndg321$860,333980 Sq.Ft.5/31/2019Nash Rd7632$507,7011,585 Sq.Ft.4/23/2025Natalie Ln432$605,5002,317 Sq.Ft.7/27/2023Naumburg Way622$442,1671,454 Sq.Ft.6/16/2014Nautical Way142$1,063,0001,792 Sq.Ft.8/16/2023Neal Rd1122$350,0911,093 Sq.Ft.2/24/2025Neighborly Way321$417,6671,074 Sq.Ft.2/3/2015Nelson Ln532$817,0001,738 Sq.Ft.6/30/2023Newbury Rdg442$630,2502,084 Sq.Ft.11/19/2021Newhall Rd2131$429,1901,287 Sq.Ft.8/26/2022Nicholas Dr232$536,5001,850 Sq.Ft.4/13/2017Noble Ln532$609,0001,919 Sq.Ft.4/8/2024Noel Dr132$501,0001,872 Sq.Ft.1/4/2016Nordic Dr233$817,0002,834 Sq.Ft.10/7/2021Northwood Dr2432$441,3911,362 Sq.Ft.12/6/2024Oak Ln1731$413,1881,239 Sq.Ft.6/25/2024Off Road Dr132$500,0001,488 Sq.Ft.N/AOld County Rd1932$479,2781,604 Sq.Ft.9/6/2024Orchard Rd921$358,222826 Sq.Ft.2/26/2021Orion Way1432$639,9291,916 Sq.Ft.9/23/2021Otter Dr433$656,7502,219 Sq.Ft.4/27/2022Outlet Cove Rd2232$832,7731,831 Sq.Ft.4/24/2020Outpost Dr333$940,0002,746 Sq.Ft.12/11/2020Overlook Rd4432$529,3411,561 Sq.Ft.8/12/2024Owls Head832$391,5001,783 Sq.Ft.7/31/2020Oxford Rd333$852,5003,232 Sq.Ft.3/16/2015Page Rd2932$480,7141,794 Sq.Ft.11/18/2024Pamela Dr242$650,5002,560 Sq.Ft.2/12/2024Paradise Way233$543,0001,444 Sq.Ft.7/16/2018Park Rd4132$556,7251,880 Sq.Ft.9/13/2024Passby Point Rd133$1,183,0001,984 Sq.Ft.5/20/2016Pasture View Rd232$490,5001,664 Sq.Ft.7/19/2022Patience Dr132$592,0001,664 Sq.Ft.7/11/2019Patriot Dr232$493,0001,481 Sq.Ft.12/21/2020Paul Ave433$549,5001,700 Sq.Ft.4/18/2024Paxton Way622$419,8331,287 Sq.Ft.11/12/2021Peaceful Way221$453,5001,012 Sq.Ft.10/21/2021Pear Tree Ln342$631,3332,031 Sq.Ft.8/17/2022Peavey Ave3731$414,9191,187 Sq.Ft.5/10/2024Pebblestone Ln232$558,0002,165 Sq.Ft.N/APemberly Dr942$555,6671,958 Sq.Ft.4/20/2022Pendleton Ash Way331$412,0001,041 Sq.Ft.5/21/2021Pennywhistle Dr2333$921,4552,867 Sq.Ft.5/20/2025Percy Hawkes Rd1932$531,7501,560 Sq.Ft.1/23/2023Perennial Way231$439,0001,208 Sq.Ft.8/10/2021Perks Peak Rd932$482,5561,461 Sq.Ft.1/24/2024Persian Way443$734,0002,253 Sq.Ft.3/9/2021Petes Way122$337,0001,056 Sq.Ft.N/APetronella Dr244$1,608,0002,330 Sq.Ft.5/12/2022Pettingill Rd3022$456,414966 Sq.Ft.9/30/2024Pheasant Ridge Dr1632$620,5332,105 Sq.Ft.7/1/2022Phil Hunt Rd533$1,038,6002,228 Sq.Ft.2/18/2020Phoenix Ln242$392,5001,128 Sq.Ft.9/21/2018Pilgrim Ln532$380,0001,238 Sq.Ft.5/30/2025Pine Dr2132$439,8101,194 Sq.Ft.8/23/2024Pioneer Dr332$451,6671,352 Sq.Ft.8/6/2018Pipeline Rd2232$475,6191,371 Sq.Ft.4/24/2025Plainview Rd542$442,0001,616 Sq.Ft.N/APlaza Dr2N/A2N/A4,400 Sq.Ft.N/APleasant Point Rd252$590,0002,434 Sq.Ft.6/18/2007Plummer Rd1132$480,1821,274 Sq.Ft.6/27/2019Pond Villa2332$519,5881,695 Sq.Ft.7/5/2017Pope Rd18432$505,8401,645 Sq.Ft.1/3/2025Poplar Ridge Ln432$551,0002,119 Sq.Ft.4/11/2017Port Dr422$427,7501,561 Sq.Ft.3/21/2025Pot O Gold Ln332$507,6672,036 Sq.Ft.6/30/2015Pottersville Rd822$360,5001,045 Sq.Ft.1/4/2023Prairie Way231$411,0001,288 Sq.Ft.3/19/2012Presumpscot Rd1531$412,6151,190 Sq.Ft.6/25/2021Pride Ln432$972,5001,210 Sq.Ft.7/26/2022Primer Way331$472,0001,107 Sq.Ft.8/12/2021Prosperity Ln932$947,8751,704 Sq.Ft.6/20/2024Province Dr132$514,0001,416 Sq.Ft.12/9/202017 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
385 Mosher RdGorham, ME 04038
Estimated Value $820,000
Living Area 2,509 SqFt
Beds 5
Baths 3.5
Year Built 2014
Property Type Single Family
Ownership Type Multiple
APN GRHM M:031 B:006 L:202
Subdivision Mosher Road Sub
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
215 Huston RdGorham, ME 04038
Estimated Value $341,000
Living Area 900 SqFt
Beds 2
Baths 1
Year Built 1953
Property Type Single Family
Ownership Type Individual
APN GRHM M:111 B:041 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
78 Main StWindham, ME 04062
Estimated Value $352,000
Living Area 900 SqFt
Beds 2
Baths 2
Year Built 1983
Property Type Single Family
Ownership Type Related
APN WINM M:39 B:3
Municipality WINDHAM
School District Regional School Unit 14
299 Fort Hill RdGorham, ME 04038
Estimated Value $702,000
Living Area 2,313 SqFt
Beds 3
Baths 1.5
Year Built 1920
Property Type Single Family
Ownership Type Related
APN GRHM M:043 B:023 L:000
Municipality GORHAM
48 Sunset RdFalmouth, ME 04105
Estimated Value $600,000
Living Area 1,518 SqFt
Beds 2
Baths 2
Year Built 1920
Property Type Single Family
Ownership Type Multiple
APN FMTH M:HL3 B:008
Subdivision Southeast Shore Hlnd Lk
33 Webb RdWindham, ME 04062
Estimated Value $657,000
Living Area 1,995 SqFt
Beds 4
Baths 2.5
Year Built 2015
Property Type Single Family
Ownership Type Individual
APN WINM M:6 B:51 L:3
Municipality WINDHAM
School District Regional School Unit 14
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
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
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
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
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
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
51 Wilson DrWestbrook, ME 04092
Estimated Value $543,000
Living Area 1,744 SqFt
Beds 3
Baths 2.5
Year Built 2005
Property Type Single Family
Ownership Type Multiple
APN WSBR M:043 L:212
Subdivision Final Plan Wilson Drive Sub
School District Westbrook