Windham, ME Homes for Sale under $600,000

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  /82

  $499,900

  • 2 Beds
  • 2 Baths
  • 1,255 Sq Ft

  22 Montgomery Rd, Windham, ME 04062

  A year-round brook, your own private waterfalls, and a true Maine homestead on over 2 magical acres -- just 30 minutes to Portland.Some properties you tour. This one you fall for. Set on over two private acres along year-round Colley Wright Brook -- with over 300 feet of owned water frontage and your very own waterfalls -- this is the rare retreat where the land itself tells the story. Gather

  

  Jennifer Whitehead

  Dream Home Realty LLC

  

  22 Montgomery Rd, Windham, ME 04062
• Explore Windham

• 

  

  /2

  $450,000

  • Land
  • 29,185 Sq Ft
  • $671,642 per Acre

  1 Derringer Dr, Windham, ME 04062

  This is an incredible opportunity for a multitude of business uses. The C-1 Zoning allows for many commercial uses. High visibility and directly located in front of a 30 unit residential townhouse development with an adjacent 24 occupied residential units. Lot 2 is also available. Lot((s) are available for sale, for ground lease, or, Seller will consider a build to suit.

  

  Michael Jacobson

  Kre Brokerage Group

  

  1 Derringer Dr, Windham, ME 04062
• 

  

  

  /30

  $495,000

  • 1 Bed
  • 1 Bath
  • 544 Sq Ft

  12 Gate Way, Windham, ME 04062

  If you've been searching for a true, easy-living Maine camp feel with modern comfort, you've found it!12 Getaway Road in Windham checks every box. Nestled right on the quiet Little Duck Pond, this charming, updated cottage offers peaceful waterfront living with the unbeatable convenience of an easy-access Windham location.Inside, the fresh space centers around the amazing views

  

  Patricia Gallant

  Dream Home Realty LLC

  

  12 Gate Way, Windham, ME 04062
• 

  

  /2

  $350,000

  • Land
  • 20,473 Sq Ft
  • $744,681 per Acre

  2 Vintage Dr, Windham, ME 04062

  This is an incredible opportunity for a multitude of business uses. The C-1 Zoning allows for many commercial uses. High visibility and directly located in front of a 30 unit residential townhouse development with an adjacent 24 occupied residential units. Lot 1 is also available. Lot((s) are available for sale, for ground lease, or, Seller will consider a build to suit.

  

  Michael Jacobson

  Kre Brokerage Group

  

  2 Vintage Dr, Windham, ME 04062
• 

  

  

  /50

  $529,000

  $20K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,428 Sq Ft

  1 Morgan Ln, Windham, ME 04062

  Welcome to 1 Morgan Ln, a charming 3-bedroom, 2-bath home set on nearly 2 private acres in Windham. The home is thoughtfully laid out for convenient first-floor living, offering ease and functionality for everyday life. Enjoy the space and privacy of a generous lot while still being conveniently located for an easy commute to Portland and surrounding areas. A wonderful opportunity to enjoy

  

  Jonathan Larssen

  Tim Dunham Realty

  

  1 Morgan Ln, Windham, ME 04062
• 

  

  /55

  $415,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,466 Sq Ft

  409 Pope Rd, Windham, ME 04062

  Move right into this beautifully remodeled home offering the perfect combination of modern updates, comfortable living space, and a convenient location just minutes from shopping, dining, everyday amenities, and Maine's beautiful Lakes Region. Whether you're searching for extra space, room to entertain, or a home that's ready to enjoy from day one, this property has so much to offer.Featuring

  Bill Bergeron Fontaine Family-The Real Estate Leader

  

  409 Pope Rd, Windham, ME 04062
• 

  

  /27

  $479,000

  $5K PRICE INCREASE

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

  6 Dolley Farm Rd Unit 3, Windham, ME 04062

  New model completed and available for sale! Come see why so may have chosen Dolley Farm Condominiums for their new home! Windham's NEWEST condominium community offering modern design in a peaceful, thoughtfully planned setting. The Sunrise 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

  Marie Flaherty The Flaherty Group

  

  6 Dolley Farm Rd Unit 3, Windham, ME 04062
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  /24

  $450,000

  $59K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,135 Sq Ft

  14 Family Cir Unit 2, Windham, ME 04062

  Don't miss this opportunity to own a year-round, two-bedroom cottage on beautiful Sebago Lake! Located in a five-member association, this property includes its own deep-water boat slip, making it ideal for boating enthusiasts.The renovation has already begun, as shown in the photos, giving the next owner a head start on creating their perfect lakeside retreat. The seller has decided to

  Ronald Cote Real Estate 2000 ME/NH

  

  14 Family Cir Unit 2, Windham, ME 04062
• 

  

  /56

  $485,000

  • 3 Beds
  • 2 Baths
  • 2,332 Sq Ft

  129 Forbes Ln, Windham, ME 04062

  Welcome to 129 Forbes Lane! Set on nearly half an acre in an established Windham neighborhood, this classic and alluring Cape offers 3 second level bedrooms, and a 1st floor bonus room which was designed as a primary bedroom! 2 full bathrooms that have been recently renovated, and approximately 1,888 square feet of living space. A full bathroom on both the first and second levels provides added

  Joel Turgo Elevate Maine Realty

  

  129 Forbes Ln, Windham, ME 04062
• 

  

  /16

  $570,000

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,962 Sq Ft

  36 Belvedere Dr Unit 1673848, Windham, ME 04062

  Move-in ready and thoughtfully designed, this exceptional Colonial in sought-after Belvedere Estates offers the perfect blend of style, comfort, and efficiency. From the moment you enter, you'll appreciate the bright, open floor plan, quality craftsmanship, and beautiful hardwood flooring that flows throughout both levels of the home.At the heart of the home is an inviting kitchen

  Tammy Richard Keller Williams Realty

  

  36 Belvedere Dr Unit 1673848, Windham, ME 04062
• 

  

  /26

  $525,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,706 Sq Ft

  2 Shepherd Ln Unit 1, Windham, ME 04062

  This brand new Cottonwood Colonial home offers a blend of thoughtfully designed living spaces set in a peaceful neighborhood just minutes from local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a functional mudroom and a great back deck. Upstairs includes a primary suite

  David Banks RE/MAX By The Bay

  

  2 Shepherd Ln Unit 1, Windham, ME 04062
• 

  

  /10

  $475,000

  • 3 Beds
  • 1 Bath
  • 1,215 Sq Ft

  439 Falmouth Rd, Windham, ME 04062

  Enjoy the best of both worlds with this charming 3-bedroom ranch featuring a 1-car garage, nestled in a peaceful rural setting in Windham while remaining just minutes from shopping, restaurants, and local businesses.The open-concept layout offers a spacious feel, highlighted by hardwood floors and a large front-to-back living room that's perfect for relaxing or entertaining. The primary

  Amanda Salovitch Dream Home Realty LLC

  

  439 Falmouth Rd, Windham, ME 04062
• 

  

  /81

  $599,000

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft

  5 Cliff Dr, Windham, ME 04062

  Opportunity meets versatility at 5 Cliff Drive in Windham. Set on a spacious 1.84-acre lot, in The C3 Zone, this property offers more than 2,000 square feet of living space, a flexible floor plan, and is set up with an ADU (check with the town for specifics) with a tenant already in place.The upper level offers generous living spaces and plenty of opportunity for a new owner to make it their

  AmyBeth Brochu-Krikken Rockstar Real Estate

  

  5 Cliff Dr, Windham, ME 04062
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  /66

  $469,900

  $30K PRICE DROP

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

  14 Emerson Dr, Windham, ME 04062

  Your Maine waterfront opportunity is knocking. This 2005 built Contemporary located on Collins Pond with over 200 feet of water frontage was just pulled from Auction and has been reduced. Boasting a Single Family home with attached apartment and over 3,000 square feet of previous finished space the possibilities are endless. Images in this listing have been virtually staged.

  Justin Robbins Excellence Realty

  

  14 Emerson Dr, Windham, ME 04062
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  /33

  $479,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft

  65 High St, Windham, ME 04062

  Tucked in South Windham, an area experiencing exciting momentum as part of the town's ongoing Little Falls/South Windham Villages revitalization plan, this classic 1900 New Englander has been freshly painted from top to bottom and is ready to welcome its next chapter. Wood floors carry you through a sun-filled first floor, where the kitchen, dining room, and living room flow together with ease --

  Tim Flaherty The Flaherty Group

  

  65 High St, Windham, ME 04062
• 

  

  /48

  $579,000

  • 4 Beds
  • 2.5 Baths
  • 2,667 Sq Ft

  180 Highland Cliff Rd, Windham, ME 04062

  Historic circa-1900 farmhouse on 4 acres of fields and forest in a desirable rural Windham location, adjacent to Bumbleroot Organic Farm and minutes to Westbrook and Gorham. Filled with vintage character and potential, the home features abundant custom cabinetry in the kitchen, dining, and office spaces; a separate bedroom suite with soaking tub and walk-in closet; and a sunroom overlooking a

  Garrett McDonnell A Team Realty

  

  180 Highland Cliff Rd, Windham, ME 04062
• 

  

  /54

  $550,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,664 Sq Ft

  16 Birdsong Ln, Windham, ME 04062

  Brand New Home with ROW access to Highland Lake! Experience Maine living in this move-in-ready custom home set on .47 acres. Offering 1,664 sq. ft., 3 bedrooms, and 2.5 baths. The thoughtfully designed floor plan features a first-floor primary suite with walk-in closet and en-suite bath with tiled shower. The beautifully appointed kitchen showcases an oversized island with quartz countertops,

  Cheryl Roy-Stuteville RE/MAX Coastal

  

  16 Birdsong Ln, Windham, ME 04062
• 

  

  /3

  $399,900

  $29K PRICE DROP

  • Land
  • 3.7 Acres
  • $108,081 per Acre

  99 Enterprise Dr, Windham, ME 04062

  The parcel has water stubbed at the road and a gravel curb cut already installed.Ideal location for manufacturing, private warehousing and high bay boat storage.

  Larry Eliason Butts Commercial Brokers

  

  99 Enterprise Dr, Windham, ME 04062
• 

  

  /32

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  14 Scout Ln, Windham, ME 04062

  Don't miss your chance to own this beautiful new construction home featuring one-floor living, a spacious primary suite, and an inviting open-concept design in Windham at an incredible price! Thoughtfully designed with both comfort and functionality in mind, the main living area features a bright, open-concept kitchen, dining, and living room with stunning cathedral ceilings. The spacious primary

  Tiffany Libby Pamela Starnes Signature Homes Real Estate Group

  

  14 Scout Ln, Windham, ME 04062
• 

  

  /30

  $349,900

  Open Wed 5PM - 7PM

  • 2 Beds
  • 2 Baths
  • 991 Sq Ft

  10 Stillwater Dr Unit 3133, Windham, ME 04092

  *BUILDER INCENTIVES AVAILABLE* Own for $2400 per month*! This third floor unit features 9' ceilings and offers 991 square feet of bright, open-concept living. This thoughtfully designed two-bedroom, two-bathroom residence blends modern style with everyday functionality. The spacious primary suite features a private en-suite bath, creating a peaceful retreat to unwind and recharge. Inside, you'll

  Amy Foley Signature Homes Real Estate Group, LLC

  

  10 Stillwater Dr Unit 3133, Windham, ME 04092
• 

  

  /66

  $545,000

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

  7 Mancini Rd, Windham, ME 04062

  Seller financing incentive available! With an acceptable offer, seller is willing to contribute up to two points toward a buyer's interest rate buydown. Set on 2.5 acres in a peaceful Windham setting, this three-bedroom, two-full-bath home offers privacy, space, and everyday convenience while remaining close to everything the area has to offer. Built in 2006, the home features a comfortable and

  Julia Leighton Landing Real Estate

  

  7 Mancini Rd, Windham, ME 04062
• 

  

  /63

  $415,000

  $30K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,248 Sq Ft

  25 Abby Rd, Windham, ME 04062

  Located in one of Windham Center's established neighborhoods, this 4-bedroom, 2-bath Cape offers comfortable living in a location that's hard to beat. The classic floor plan includes a convenient breezeway connecting the home to the attached two-car garage, while the private 0.35-acre lot provides space to relax, garden, or entertain outdoors.Enjoy being just minutes from North Windham's

  Rodney Charest Meservier & Associates

  

  25 Abby Rd, Windham, ME 04062
• 

  

  /53

  $429,000

  • 2 Beds
  • 2 Baths
  • 1,880 Sq Ft

  54 Provost Dr Unit 54, Windham, ME 04062

  Welcome Home! This meticulously maintained townhouse offers an open floor plan with numerous amenities and upgrades including a freshly painted interior, custom design kitchen with granite counter tops and stainless appliances. Plus recently added modern comforts like the high efficiency heat pumps for climate control and a standby generator hook up. The high ceilings and large windows flood the

  Teri Ouellette Keller Williams Realty

  

  54 Provost Dr Unit 54, Windham, ME 04062
• 

  

  /26

  $335,000

  Open Wed 5PM - 7PM

  • 2 Beds
  • 2 Baths
  • 991 Sq Ft

  10 Stillwater Dr Unit 2129, Windham, ME 04092

  Take advantage of this limited time 'Fall Special' at $335,000 (regularly $349,900) for one unit only PLUS Builder Incentives Available. Stop paying rent! Own for $2400 per month*! Offering 991 square feet of bright, open-concept living, this thoughtfully designed two-bedroom, two-bathroom residence blends modern style with everyday functionality. The spacious primary suite features a private

  Amy Foley Signature Homes Real Estate Group, LLC

  

  10 Stillwater Dr Unit 2129, Windham, ME 04092
• 

  

  /29

  $489,000

  $36K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,560 Sq Ft

  1 Marzilli Way, Windham, ME 04062

  Full of classic New England charm, this 3-bedroom home offers generous living space and a flexible floor plan on a .46 acre corner lot. The updated kitchen features a large center island, new appliances, ample cabinet space, and an inviting layout for everyday living. Original hardwood floors, fireplaces, built-ins, exposed beams, and other period details add warmth and character throughout.

  David Banks RE/MAX By The Bay

  

  1 Marzilli Way, Windham, ME 04062
• 

  

  /30

  $329,900

  $19K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 798 Sq Ft

  549 Roosevelt Trail, Windham, ME 04062

  Brand New Price! Investor, builder, developers, home buyers! Whu buy a condo? Exceptional opportunity on highly popular Roosevelt Trail with flexible Residential (RM) zoning, offering potential for limited business use, a home occupation, or multi-unit development. This neat, clean, and sun-drenched property sits on a spacious 0.56-acre lot with 137 feet of prime road frontage. An asset for

  Todd Harvey Pine Tree Realty of Maine

  

  549 Roosevelt Trail, Windham, ME 04062
• 

  

  /40

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,356 Sq Ft

  4 Misty Dr, Gray, ME 04039

  Fresh air, scenic surroundings, and a privately positioned property, paired with easy access to life's conveniences. This cute, structurally solid 2-bedroom, 2-bath ranch is a creative canvas primed for a present-day glow-up! Cozy character & nature views abound inside. You'll adore chatting while cooking in the kitchen & dining area. Seamlessly situated with a lofty ceiling and abundant natural

  Bridget King Jason Miller King + Miller Real Estate

  

  4 Misty Dr, Gray, ME 04039
• 

  

  /40

  $339,900

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft

  23 Meagans Way Unit 12, Windham, ME 04062

  Welcome to Windham Hill Woods, a well-established and desirable condominium community offering an exceptional combination of convenience, amenities and value. Ideally located on the south side of downtown Windham, this townhouse-style condo provides easy access to shopping, dining and area amenities while helping you avoid much of the traffic congestion found farther north. Inside, the

  Peter Mason PO-GO REALTY

  

  23 Meagans Way Unit 12, Windham, ME 04062
• 

  

  /23

  $572,000

  $53K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,363 Sq Ft

  7 Hall Rd, Windham, ME 04062

  Welcome to this beautifully private and tucked-away retreat, gracefully situated on 1.29 acres of peaceful countryside. Offering 3 spacious bedrooms, 1.5 bathrooms, and a 1-car garage, this charming home provides the perfect blend of comfort, privacy, and convenience. Surrounded by the beauty of a serene rural setting, you can enjoy the tranquility of nature while remaining just moments from

  Kristal Fecteau Coldwell Banker Team Real Estate

  

  7 Hall Rd, Windham, ME 04062
• 

  

  /20

  $520,000

  • 3 Beds
  • 1.5 Baths
  • 1,164 Sq Ft

  104 Harvest Hill Rd, Windham, ME 04062

  Welcome to this adorable Colonial offering 3 bedrooms, 1.5 baths and a bright, open concept with 9' high ceilings. Recent updates include all new windows and doors, flooring on 1st level and 2nd floor hallway and a Vermont Casting woodstove for an additional source of heat. Enjoy the seasonal views of the Western Mountains and amazing sunsets from your front windows or sitting outside in your

  Jason Saphire www.HomeZu.com

  

  104 Harvest Hill Rd, Windham, ME 04062
• 

  

  /37

  $523,999

  $16K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,052 Sq Ft

  214 Tandberg Trail, Windham, ME 04062

  Welcome to this beautifully maintained, move-in ready home in a highly desirable Windham location. Set back from the road with a spacious driveway, oversized two-car garage, and private backyard, this property combines comfort, privacy, and convenience.The recently renovated kitchen flows seamlessly into the updated living room, creating a bright and inviting space for everyday living and

  Jhon Florez Gracia Maine Real Estate Co

  

  214 Tandberg Trail, Windham, ME 04062
• 

  

  /31

  $389,000

  • 3 Beds
  • 1 Bath
  • 1,168 Sq Ft

  229 Tandberg Trail, Windham, ME 04062

  Welcome to 229 Tandberg Trail, where comfort, convenience, and opportunity come together in Maine's beautiful Lakes Region. This inviting ranch-style home offers easy one-level living in a desirable neighborhood, just minutes from shopping, restaurants, schools, lakes, parks, walking trails, and other everyday conveniences. Inside, you'll be greeted by a spacious open-concept living room, dining

  Daniel McLellan Plowman Realty Group

  

  229 Tandberg Trail, Windham, ME 04062
• 

  

  /64

  $349,900

  Coming Soon

  • 2 Beds
  • 1 Bath
  • 1,357 Sq Ft

  15 Orchard Rd, Windham, ME 04062

  Highland Lake doesn't close for the winter. Swim and paddle in July, skate and ice fish in January! At 15 Orchard Rd the lake is yours by deeded right, a short walk down the road. No launch fees, no hunting for parking, no waterfront tax bill. Just a towel, or a sled, and five minutes. The property was originally three lots, so there's room here most homes in this neighborhood don't have —

  Jennifer Whitehead Dream Home Realty LLC

  

  15 Orchard Rd, Windham, ME 04062
• 

  

  /31

  $549,000

  $50K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,216 Sq Ft

  1112 Roosevelt Trail Unit 16, Windham, ME 04062

  Some properties sell a house. This one sells a lifestyle. Set on the shores of Sebago Lake with your own boat mooring, sandy beach access, and sweeping views of the water and mountains beyond, this condominium offers four seasons of the good life -- boating and swimming in summer, ice fishing and snowshoeing in winter, and quiet lakefront mornings year-round. Inside, hardwood floors and lake

  David Banks RE/MAX By The Bay

  

  1112 Roosevelt Trail Unit 16, Windham, ME 04062
• 

  

  /36

  $460,000

  • 3 Beds
  • 1.5 Baths
  • 1,395 Sq Ft

  8 Port Dr, Windham, ME 04062

  Welcome to 8 Port Drive, Unit 8, a well-maintained Windham condo offering a comfortable layout, thoughtful updates, and access to Collins Pond. Tucked into a quiet, secluded setting with little traffic, this home provides a peaceful atmosphere while keeping you close to the shops, restaurants, and conveniences of downtown North Windham. The main level offers the ease of single-floor living, with

  Brandon Robbins Samantha Mckague Real Broker

  

  8 Port Dr, Windham, ME 04062
• 

  

  /21

  $579,000

  • 2 Baths
  • 2,160 Sq Ft

  705 Roosevelt Trail, Windham, ME 04062

  Two Family building situated on a 0.69 acre lot. Sewer to be connected at Towns expense in the near future. Many development options for this site.

  Tom Noonan Allied Real Estate

  

  705 Roosevelt Trail, Windham, ME 04062
• 

  

  /40

  $459,900

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,426 Sq Ft

  14 Voyager Ln Unit 14, Windham, ME 04062

  Move in ready, three years young, 3 bed 2.5 bath home with beautiful kitchen, large deck with nice yard in an incredible convenient location. This home is spotless and freshly painted. Just six units total in the entire association so you get all the upside of condo living without that big association feel.

  Richard Yost NextHome NorthEast Realty

  

  14 Voyager Ln Unit 14, Windham, ME 04062
• 

  

  /13

  $599,000

  $51K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  78 Lakeside Dr, Windham, ME 04062

  NEW CONSTRUCTION TO BE BUILT: Experience the best of lakeside living with this stunning new construction opportunity. This thoughtfully designed 3-bedroom, 2-bath home offers modern finishes, open-concept living, and the rare chance to personalize the home to fit your lifestyle. Nestled in a peaceful, scenic setting, the property includes two deeded access points to the lake, making it easy to

  Ciara Sanfino Engel & Volkers Portsmouth

  

  78 Lakeside Dr, Windham, ME 04062
• 

  

  /14

  $445,000

  $50K PRICE DROP

  • Land
  • 9.4 Acres
  • $47,340 per Acre

  0 Tavern Hill, Windham, ME 04062

  Large 9.4 +/-acre tract with 908' frontage meets the dimensional standards for up to four lots, each requiring minimum 200' frontage and 1.84 acres.Great opportunity for a home builder to construct several homes or a buyer to build his/her home and split off the remainder for multiple lots.Tavern Hill is a private road with a homeowners association.A nearly six acre lot

  Michael Rogers EXP Realty

  

  0 Tavern Hill, Windham, ME 04062
• 

  

  /20

  $350,000

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft

  24 Turkey Trail Unit 26, Windham, ME 04062

  Welcome to Windham Hill Woods, one of Windham's most desirable associations. Complete with underground pool, pickleball court, basketball court, playground, gazebo, community garden and sprawling open spaces for pets and recreation. This 2 bedroom, 1.5 bathroom townhouse is bright, warm, and offers bonus spaces to use as you wish. Equipped with a full unfinished basement and a great back deck and

  Lauren Kane Portside Real Estate Group

  

  24 Turkey Trail Unit 26, Windham, ME 04062

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