Windham, ME Homes

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  /29

  $499,000

  • 3 Beds
  • 1 Bath
  • 1,304 Sq Ft

  18 Cook Rd, Windham, ME 04062

  Move in ready at its finest! Set on a private lot, in a great location, this home is ready for new owners. With an efficient layout, this home will be low maintenance for years to come. Schedule your showing today!

  Malachi Winslow Keller Williams Realty

  

  18 Cook Rd, Windham, ME 04062
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  /34

  $425,000 Sold Sep 02, 2025

  165 Main St, Windham, ME 04062

  • 3 Beds
  • 1.5 Baths
  • 1,398 Sq Ft
  • Built 1946

  Last Sold Summary

  • 8% Above List Price
  • $304/SF
  • 4 Days On Market

  Current Estimated Value $413,744

  Last Listing Agent Peter Molloy Town & Shore Real Estate

  

  165 Main St, Windham, ME 04062
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  /75

  Est $917,671 Not Listed For Sale

  • 6 Beds
  • 2.5 Baths
  • 4,436 Sq Ft

  153 Windham Center Rd, Windham, ME 04062

  

  153 Windham Center Rd, Windham, ME 04062
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  /57

  $485,000

  • 1 Bed
  • 1.5 Baths
  • 1,229 Sq Ft

  8 Emerson Dr, Windham, ME 04062

  Discover 100 feet of private water frontage on Collins Pond with this beautifully remodeled single-level living home. Featuring a spacious one-bedroom 1.5 bath layout, seamlessly integrating the kitchen, living room, and dining area into an open concept design. Step into the stunning new kitchen, complete with sleek granite countertops, new cabinets, new appliances, and updated flooring that

  Brittney Barr Landing Real Estate

  

  8 Emerson Dr, Windham, ME 04062
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  /15

  $249,000 Sold Nov 21, 2025

  138 Anglers Rd, Windham, ME 04062

  • 1 Bed
  • 1 Bath
  • 512 Sq Ft
  • Built 1935

  Last Sold Summary

  • $486/SF
  • 0 Days On Market

  Last Listing Agent David Lyon The Real Estate Store

  

  138 Anglers Rd, Windham, ME 04062
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  /72

  Est $663,697 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,235 Sq Ft

  16 Kings Ln, Windham, ME 04062

  

  16 Kings Ln, Windham, ME 04062
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  /26

  $149,900

  • Land
  • 1.26 Acres
  • $118,968 per Acre

  53 Johnson Rd, Windham, ME 04062

  This fairly level well wooded 1.23ac lot is full of character and ready for you to call it home. Close to Portland, North Windham and Westbrook. Road end Highland Lake waterfrontage just a short distance. Boat rack down there seems to be community use.

  Stephen Welsh Maine Real Estate Experts

  

  53 Johnson Rd, Windham, ME 04062
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  /47

  $575,000 Sold Aug 04, 2025

  13 Percy Hawkes Rd, Windham, ME 04062

  • 3 Beds
  • 2 Baths
  • 2,188 Sq Ft
  • Built 1998

  Last Sold Summary

  • $263/SF
  • 6 Days On Market

  Current Estimated Value $583,651

  Last Listing Agent John Fitzsimons Portside Real Estate Group

  

  13 Percy Hawkes Rd, Windham, ME 04062
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  /56

  Est $590,397 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,743 Sq Ft

  5 Hidden Pines Dr, Windham, ME 04062

  

  5 Hidden Pines Dr, Windham, ME 04062
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  /21

  $1,200,000

  • 2 Beds
  • 1 Bath
  • 1,158 Sq Ft

  34 Many Oaks Ln, Windham, ME 04062

  Charming year-round waterfront cottage bungalow on Little Sebago Lake available for the first time in over twenty years. Enjoy classic Maine lakeside living in this inviting 2 bedroom cottage bungalow offering 1,158 square feet of comfortable space in a truly special setting. Situated on a generous .88-acre lot with 100 feet of frontage on Little Sebago Lake, this property delivers the perfect

  Laura Farr Legacy Properties Sotheby's International Realty

  

  34 Many Oaks Ln, Windham, ME 04062
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  /31

  $435,000 Sold Dec 22, 2025

  1 Chipmunk Dr, Windham, ME 04062

  • 3 Beds
  • 1 Bath
  • 1,861 Sq Ft
  • Built 1971

  Last Sold Summary

  • 9% Above List Price
  • $234/SF
  • 11 Days On Market

  Last Listing Agent Krista Nadeau Coldwell Banker Team Real Estate

  

  1 Chipmunk Dr, Windham, ME 04062
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  /11

  Est $341,881 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 512 Sq Ft

  15 Albion Rd, Windham, ME 04062

  

  15 Albion Rd, Windham, ME 04062
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  /9

  $199,000

  • Land
  • 10.19 Acres
  • $19,529 per Acre

  Lot 14 Aerie Dr, Windham, ME 04062

  This exceptional estate lot is privately situated at the end of the development, offering peace, privacy, and over 10 acres of land to design your ideal retreat. Enjoy the perfect blend of neighborhood living and natural surroundings—ample space for outdoor living, gardens, custom home you've been envisioning. A rare opportunity to secure a premium lot in a highly sought-after Gray location!

  Sydney Harrison Town & Shore Real Estate

  

  Lot 14 Aerie Dr, Windham, ME 04062
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  /40

  $640,000 Sold Apr 30, 2025

  10 Gunpowder Mill Rd, Windham, ME 04062

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft
  • Built 2023

  Last Sold Summary

  • 2% Above List Price
  • $359/SF
  • 4 Days On Market

  Current Estimated Value $653,000

  Last Listing Agent Craig Miller Portside Real Estate Group

  

  10 Gunpowder Mill Rd, Windham, ME 04062
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  /21

  Est $539,238 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,547 Sq Ft

  6 Morrell Dr, Windham, ME 04062

  

  6 Morrell Dr, Windham, ME 04062
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  /28

  $289,900

  • 1 Bed
  • 1 Bath
  • 2,674 Sq Ft

  66 James Way, Windham, ME 04062

  Versatile Quonset Hut-Style Building - Live & Work Opportunity. Discover a unique chance to combine home and business under one roof! This 2,000 sq. ft. Quonset hut-style building offers the perfect setup for contractors, landscapers, machine shops, manufacturing, grow operations, or countless other uses. The building features radiant floor heat, excellent insulation, and bright lighting

  Fred Andrews Spectrum Real Estate

  

  66 James Way, Windham, ME 04062
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  /28

  $432,500 Sold Apr 01, 2025

  20 Finley Rd, Windham, ME 04062

  • 4 Beds
  • 1 Bath
  • 1,520 Sq Ft
  • Built 1975

  Last Sold Summary

  • 8% Above List Price
  • $285/SF
  • 39 Days On Market

  Current Estimated Value $423,690

  Last Listing Agent Joe Flynn The Atlantic Real Estate Network

  

  20 Finley Rd, Windham, ME 04062
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  /50

  Est $660,085 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,447 Sq Ft

  5 Morrell Dr, Windham, ME 04062

  

  5 Morrell Dr, Windham, ME 04062
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  /5

  $679,000 Open Sun 10AM - 12PM

  • 4 Beds
  • 2 Baths
  • 2,050 Sq Ft

  2 Aerie Dr, Windham, ME 04062

  Welcome to Aerie Estates, Grays premier new subdivision featuring a modern ranch situated on a large private lot. Home features a great open concept layout with custom/elevated features throughout. First floor features a custom kitchen with quartz countertops and white oak engineered hardwood floors throughout. Property features mini splits for convenient and efficient heating and cooling. (Newly

  Sydney Harrison Town & Shore Real Estate

  

  2 Aerie Dr, Windham, ME 04062
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  /6

  $719,000 Sold Apr 30, 2025

  17 Aerie Dr, Windham, ME 04062

  • 4 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • Built 2025

  Last Sold Summary

  • $340/SF
  • 2 Days On Market

  Last Listing Agent Sydney Harrison Town & Shore Real Estate

  

  17 Aerie Dr, Windham, ME 04062
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  /49

  Est $614,009 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,980 Sq Ft

  67 Johnson Rd, Windham, ME 04062

  

  67 Johnson Rd, Windham, ME 04062
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  /51

  $765,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  1 Friendly Way (On Land of Nod ), Windham, ME 04062

  Welcome to 1 Friendly Way — South Windham's newly built, luxury modern-style bungalow located on Land of Nod Road, a quiet street just five minutes from Highland Lake and approximately two miles from the public boat launch on the Falmouth side. This 2,016 sq. ft. floor plan offers a first-floor open concept layout with a gas fireplace and real oak hardwood flooring, along with a beautiful

  Sandra Reid Coldwell Banker Realty

  

  1 Friendly Way (On Land of Nod ), Windham, ME 04062
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  /2

  $175,000 Sold Apr 15, 2025

  Lot # William Knight Rd, Windham, ME 04062

  • Land
  • 0.92 Acre
  • $190,217 per Acre

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Pam Bonnvie Partners Realty

  

  Lot # William Knight Rd, Windham, ME 04062
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  /59

  Est $505,908 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  51 Anthoine Rd, Windham, ME 04062

  

  51 Anthoine Rd, Windham, ME 04062
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  /13

  $665,000

  • 4 Beds
  • 2 Baths
  • 3,444 Sq Ft

  14 Emerson Dr, Windham, ME 04062

  Unique opportunity to own this 2005 built Contemporary located on Collins Pond with over 200 feet of water frontage.Boasting a Single Family home with attached apartment and over 3,000 square feet of finished space the possibilities are endless. Property is currently occupied and being sold at auction site with no access. No Trespassing, do not disturb the occupants.

  Justin Robbins Excellence Realty

  

  14 Emerson Dr, Windham, ME 04062
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  /39

  $679,000 Sold Jul 03, 2025

  18 Aerie Dr, Windham, ME 04062

  • 4 Beds
  • 2.5 Baths
  • 2,248 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Below List Price
  • $302/SF
  • 27 Days On Market

  Last Listing Agent Sydney Harrison Town & Shore Real Estate

  

  18 Aerie Dr, Windham, ME 04062
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  /6

  Est $547,031 Not Listed For Sale

  • 5 Beds

  19 Roosevelt Trail, Windham, ME 04062

  

  19 Roosevelt Trail, Windham, ME 04062
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  /37

  $659,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,284 Sq Ft

  4 Daybreak Ln Unit 19, Windham, ME 04062

  Welcome to 4 Daybreak Lane in The Cove at Highland Lake! This model home is officially ready for its new owners and PRICED TO MOVE - INCLUDES all Custom Upgrades and ready for occupancy just in time for the Holidays! The YORK floorplan offers true one level living in a spacious 1,280 SF 2 bed 2 bath layout. NO detail was spared in this home, with quartz countertops, luxury vinyl plank floors,

  Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

  

  4 Daybreak Ln Unit 19, Windham, ME 04062
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  /56

  $509,000 Sold Feb 14, 2025

  15 Gromble Way, Windham, ME 04062

  • 4 Beds
  • 1.5 Baths
  • 2,040 Sq Ft
  • Built 1964

  Last Sold Summary

  • $250/SF
  • 5 Days On Market

  Current Estimated Value $541,923

  Last Listing Agent Rachel Lorraine Maine Real Estate Agency

  

  15 Gromble Way, Windham, ME 04062
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  /31

  Est $369,768 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 908 Sq Ft

  47 Roosevelt Trail, Windham, ME 04062

  

  47 Roosevelt Trail, Windham, ME 04062
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  /22

  $469,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,550 Sq Ft

  6 Dolley Farm Rd Unit 6, Windham, ME 04062

  Now Building!! Be in this Spring. Dolley Farm, Windham's NEWEST condominium community offering modern design in a peaceful, thoughtfully planned setting with shared open space and a neighborhood playground. The Harvest style townhouse features a well-designed open floor plan ideal for today's lifestyle. The spacious kitchen includes a center island and pantry and flows seamlessly into the dining

  Marie Flaherty The Flaherty Group

  

  6 Dolley Farm Rd Unit 6, Windham, ME 04062
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  /2

  $65,000 Sold Jun 04, 2025

  0 Highland Cliff Rear Rd, Windham, ME 04062

  • Land
  • 6.5 Acres
  • $10,000 per Acre

  Last Sold Summary

  • 58% Below List Price
  • 286 Days On Market

  Last Listing Agent James Andrews Coldwell Banker Team Real Estate

  

  0 Highland Cliff Rear Rd, Windham, ME 04062
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  /18

  Est $427,565 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,094 Sq Ft

  19 Carignan Dr, Windham, ME 04062

  

  19 Carignan Dr, Windham, ME 04062
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  /5

  $234,900 Under Contract

  • Land
  • 10.48 Acres
  • $22,414 per Acre

  0 Meredith Dr, Windham, ME 04062

  Rare opportunity for a very private 10.48 acre buildable parcel only minutes from schools and town, yet surrounded by non-buildable land. Access to the lot is via existing easement through an newly established subdivision but this lot is not part of the subdivision and has no deed restrictions. Watch the deer and listen to the water flowing from your future back porch as this lot has Black Brook

  Jason Saphire www.HomeZu.com

  

  0 Meredith Dr, Windham, ME 04062
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  $154,500 Sold Jul 15, 2025

  14 Vista Dr, Windham, ME 04062

  • Land
  • 1.43 Acres
  • $108,042 per Acre

  Last Sold Summary

  • 10% Above List Price
  • 21 Days On Market

  Current Estimated Value $153,046

  Last Listing Agent Bryce Hamilton Coldwell Banker Realty

  

  14 Vista Dr, Windham, ME 04062
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  /16

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  6 Haven Rd, Windham, ME 04062

  

  6 Haven Rd, Windham, ME 04062
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  /58

  $449,999

  • 2 Beds
  • 2 Baths
  • 1,630 Sq Ft

  5 Cardinal Ln, Windham, ME 04062

  Welcome to 5 Cardinal Lane! If location is what you're looking for this property has it. Quick and easy to all Portland has available for your enjoyment. This property has a beautiful yard with plenty of room for entertainment! The off-street location allows for lots of play space. This location is easy to the Jetport and the turnpike. The snowmobile trail is accessible right from your driveway!

  Anne Daigle Coldwell Banker Realty

  

  5 Cardinal Ln, Windham, ME 04062
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  /54

  $400,000 Sold Jun 20, 2025

  134 Varney Mill Rd, Windham, ME 04062

  • 3 Beds
  • 2 Baths
  • 2,149 Sq Ft
  • Built 1993

  Last Sold Summary

  • 15% Below List Price
  • $186/SF
  • 17 Days On Market

  Last Listing Agent Andy Lord Landing Real Estate

  

  134 Varney Mill Rd, Windham, ME 04062
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  /35

  Est $541,336 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,212 Sq Ft

  24 Lolo Ln, Windham, ME 04062

  

  24 Lolo Ln, Windham, ME 04062
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  /43

  $325,000

  • 4 Beds
  • 2 Baths
  • 1,586 Sq Ft

  1083 Roosevelt Trail, Windham, ME 04062

  Welcome to this charming 3-bedroom, 1.5-bath home offering comfort, style, and convenience in the heart of the Lakes Region. The first floor features a well-appointed kitchen with quartz countertops, a center island, and a spacious pantry. The inviting living room includes a hearth and chimney, ready for a cozy wood stove, while a dedicated office provides the perfect space for remote work or

  Rachel Davis Pine Tree Realty of Maine

  

  1083 Roosevelt Trail, Windham, ME 04062

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