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
Summer Ave332$464,3331,379 Sq.Ft.6/3/2025Summit Rd242$547,0002,226 Sq.Ft.11/14/2022Sundowner Hill Rd443$709,0002,172 Sq.Ft.12/27/2016Sunnyside Dr432$842,5001,435 Sq.Ft.8/27/2021Sunset Ln321$397,667855 Sq.Ft.1/12/2017Susans Way832$537,4291,567 Sq.Ft.12/16/2020Swallow Dr432$475,5001,771 Sq.Ft.3/8/2012Swampscott Ln432$608,6671,885 Sq.Ft.8/6/2021Swan Rd1131$483,4551,299 Sq.Ft.5/2/2025Swett Rd3732$509,8531,745 Sq.Ft.9/27/2022Sylvan Ave931$441,3331,188 Sq.Ft.11/12/2021Symonds Dr233$557,0001,228 Sq.Ft.11/4/2016Tamarack Ln1031$408,4001,111 Sq.Ft.7/9/2021Tammy Ln532$528,4001,822 Sq.Ft.9/13/2019Tandberg Trl13132$442,8892,012 Sq.Ft.5/9/2025Tanglewood Ln232$535,0002,235 Sq.Ft.5/7/2021Tanguay Ln122$454,0001,380 Sq.Ft.N/ATarkill Way1021$384,600767 Sq.Ft.6/30/2022Tate Ln1432$530,0711,857 Sq.Ft.5/5/2022Tavern Hl1432$605,3642,373 Sq.Ft.4/29/2020Taylor Ln432$393,2501,563 Sq.Ft.1/26/2018Teddy Ln232$412,0001,218 Sq.Ft.3/1/2024Terrace Dr532$558,8001,531 Sq.Ft.8/2/2018Tesla Dr232$540,0001,092 Sq.Ft.10/30/2023Theodore Ln242$482,0001,536 Sq.Ft.11/9/2011Thirteenth Dr332$588,6671,662 Sq.Ft.4/15/2024Thompson Ln332$552,0001,744 Sq.Ft.9/27/2024Thornbury Way1332$630,0002,040 Sq.Ft.11/16/2021Thrush Ter1832$601,5001,964 Sq.Ft.10/31/2024Thunder Rd333$897,3331,794 Sq.Ft.8/8/2024Timberhill Rd1332$570,0002,091 Sq.Ft.9/20/2018Tohma Dr243$661,5002,031 Sq.Ft.6/26/2017Tower Rd342$448,0001,806 Sq.Ft.9/8/2014Town Farm Rd1432$487,2311,649 Sq.Ft.3/31/2025Tracy Way332$506,6671,268 Sq.Ft.10/2/2020Tradition Dr431$503,6671,151 Sq.Ft.5/5/2023Trails End Rd1432$549,9001,729 Sq.Ft.5/14/2021Treasure Ln543$712,6002,015 Sq.Ft.9/13/2024Trestle Way333$508,0001,150 Sq.Ft.N/ATrickle Creek Dr242$567,0001,446 Sq.Ft.11/29/2021Trigs Way721$821,8571,194 Sq.Ft.9/19/2019Tucker Dr932$448,0001,267 Sq.Ft.6/3/2021Turkey Trl1522$342,5331,091 Sq.Ft.1/2/2025Turning Leaf Dr3N/AN/AN/A6,481 Sq.Ft.11/7/2024Turtle Ridge Dr532$596,6671,866 Sq.Ft.3/31/2011Twilight Ln132$433,0001,344 Sq.Ft.N/ATwin Oaks Dr232$620,0002,243 Sq.Ft.10/31/2017Twoey Dr2732$526,8851,243 Sq.Ft.5/28/2025Underwood Way2042$502,6001,727 Sq.Ft.5/23/2025Unity Ln622$397,500964 Sq.Ft.10/3/2024Upland Rd1242$489,9171,877 Sq.Ft.8/9/2024Upper Basin Rd233$941,0001,250 Sq.Ft.10/18/2019Ursula Ave243$952,0004,379 Sq.Ft.3/26/2020Utopia Way332$488,5001,681 Sq.Ft.12/2/2009Vacation Ln921$658,4291,199 Sq.Ft.6/1/2018Vagabond Way132$580,0001,768 Sq.Ft.6/1/2010Valente Dr232$413,5001,392 Sq.Ft.10/13/2005Valley View Rd332$498,6671,243 Sq.Ft.9/16/2022Vance Dr1042$452,2501,750 Sq.Ft.8/15/2024Vanessa Dr632$537,1671,509 Sq.Ft.4/19/2019Van Tassel Dr532$441,6001,298 Sq.Ft.8/9/2021Varney Mill Rd13132$457,9671,486 Sq.Ft.4/30/2025Verrill Ln232$467,000978 Sq.Ft.N/AVeterans Way2N/A2N/A2,190 Sq.Ft.8/22/2023Victoria Ln1443$724,3082,717 Sq.Ft.9/28/2023Village Rd231$415,5001,151 Sq.Ft.N/AVincenzo Dr332$395,6671,109 Sq.Ft.5/18/2015Vintage Dr132N/A1,315 Sq.Ft.N/AViola Ln1033$639,7002,173 Sq.Ft.12/2/2020Virginia Way132$463,0001,366 Sq.Ft.8/21/2020Vista Dr6222$428,7121,087 Sq.Ft.4/25/2025Voyager Ln221$1,092,000912 Sq.Ft.4/15/2025Wagon Wheel Way233$642,0001,808 Sq.Ft.3/21/2016Wallace Way231$395,5001,096 Sq.Ft.6/17/2016Walnut Dr1321$344,692942 Sq.Ft.10/25/2024Walter Partridge Rd2932$488,0341,729 Sq.Ft.5/13/2024Wanderers Way233$636,0002,581 Sq.Ft.7/17/2015Ward Rd4532$489,2951,579 Sq.Ft.6/11/2024Washout Way332$446,6671,357 Sq.Ft.3/22/2024Waterside Ln143$971,0003,713 Sq.Ft.7/11/2022Watson Farm Rd421$299,000884 Sq.Ft.7/16/2019Weathervane Dr232$607,0002,328 Sq.Ft.N/AWebb Rd3332$532,7931,758 Sq.Ft.7/1/2024Webster Ave131$361,0001,248 Sq.Ft.N/AWedgewood Dr422$442,7501,137 Sq.Ft.7/5/2023Weeks Ln122$657,0002,028 Sq.Ft.N/AWelch Rd332$424,0001,701 Sq.Ft.3/24/2023Wellhouse Way422$710,7501,358 Sq.Ft.5/31/2022Westview Rd241$526,5002,223 Sq.Ft.N/AWheeler Way632$491,5001,471 Sq.Ft.5/19/2025Whipporwill Rd831$486,8751,173 Sq.Ft.4/26/2024Whispering Pines Rd443$688,7502,515 Sq.Ft.9/30/2020Whites Bridge Rd4922$405,3081,381 Sq.Ft.7/15/2024Whitmore Dr732$588,5712,024 Sq.Ft.10/15/2021Whitney Way232$556,5002,100 Sq.Ft.2/2/2010Wilderness Way332$649,6672,842 Sq.Ft.2/26/2021Wild Flower Ln543$682,0002,476 Sq.Ft.11/4/2019Wild Iris Rd231$484,0001,075 Sq.Ft.10/31/2012William Knight Rd2632$468,3911,623 Sq.Ft.9/10/2024Willow Dr333$809,3333,504 Sq.Ft.6/6/20149 Pioneer CirGorham, ME 04038
Estimated Value $814,000
Living Area 2,858 SqFt
Beds 3
Baths 2.5
Year Built 1986
Property Type Single Family
Ownership Type Related
APN GRHM M:43A B:017 L:011
Municipality GORHAM
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
1 Spring Water DrWindham, ME 04062
Estimated Value $467,000
Living Area 1,092 SqFt
Beds 2
Baths 2
Year Built 2018
Property Type Single Family
Ownership Type Individual
APN WINM M:39 B:9 L:F
Municipality WINDHAM
School District Regional School Unit 14
208 Ichabod Lane ExtGorham, ME 04038
Estimated Value $690,000
Living Area 2,411 SqFt
Beds 3
Baths 2.5
Year Built 2016
Property Type Single Family
Ownership Type Individual
APN GRHM M:050 B:006 L:026
Subdivision Stonefield Iii
50 Timberland DrWestbrook, ME 04092
Estimated Value $523,000
Living Area 1,344 SqFt
Beds 2
Baths 2.5
Year Built 2012
Property Type Single Family
Ownership Type Individual
APN WSBR M:014 L:006-H
Municipality WESTBROOK
School District Westbrook
84 Gordon Farms RdGorham, ME 04038
Estimated Value $847,000
Living Area 2,016 SqFt
Beds 3
Baths 2.5
Year Built 2012
Property Type Single Family
Ownership Type Individual
APN GRHM M:045 B:023 L:434
Subdivision Gordon Farms Sub Ph 2
141 Sebago Lake RdGorham, ME 04038
Estimated Value $328,000
Living Area 1,050 SqFt
Beds 2
Baths 1
Year Built 1964
Property Type Single Family
Ownership Type Individual
APN GRHM M:071 B:008 L:000
Municipality GORHAM
35 Madison WayGorham, ME 04038
Estimated Value $678,000
Living Area 2,582 SqFt
Beds 4
Baths 2.5
Year Built 2018
Property Type Single Family
Ownership Type Individual
APN GRHM M:047 B:002 L:008
Subdivision Madison Way Sub
3 Garden AveGorham, ME 04038
Estimated Value $517,000
Living Area 1,527 SqFt
Beds 4
Baths 2.5
Year Built 1972
Property Type Single Family
Ownership Type Individual
APN GRHM M:109 B:023 L:000
Municipality GORHAM
36 Meredith DrWindham, ME 04062
Estimated Value $508,000
Living Area 1,646 SqFt
Beds 3
Baths 1.5
Year Built 2018
Property Type Single Family
Ownership Type Related
APN WINM M:6 B:38 L:D23
Subdivision Mystic Woods Sub
School District Regional School Unit 14
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
14 Lawn AveGorham, ME 04038
Estimated Value $375,000
Living Area 1,008 SqFt
Beds 3
Baths 1
Year Built 1960
Property Type Single Family
Ownership Type Related
APN GRHM M:108 B:010 L:000
Subdivision Gorham Gdns Add 1
8 Haven RdWindham, ME 04062
Estimated Value $531,000
Living Area 2,040 SqFt
Beds 2
Baths 2
Year Built 2021
Property Type Single Family
Ownership Type Multiple
APN WINM M:7 B:60 L:M01
Municipality WINDHAM
School District Regional School Unit 14
33 Willow DrWestbrook, ME 04092
Estimated Value $575,000
Living Area 1,872 SqFt
Beds 3
Baths 2.5
Year Built 2014
Property Type Single Family
Ownership Type Multiple
APN WSBR M:021 L:026-H
Subdivision Willow Drive Sub
School District Westbrook
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
40 Settlers WayGorham, ME 04038
Estimated Value $808,000
Living Area 2,950 SqFt
Beds 3
Baths 3.5
Year Built 1987
Property Type Single Family
Ownership Type Multiple
APN GRHM M:43A B:017 L:038
Subdivision Fort Hill Farms