Windham, ME Homes for Sale with Acreage

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  /50

  $549,000

  • 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
• Explore Windham

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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
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  /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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  /95

  $4,450,000

  $300K PRICE DROP

  • 7 Beds
  • 4.5 Baths
  • 4,872 Sq Ft

  15 Sleepy Hollow Rd, Windham, ME 04062

  This is a rare opportunity to experience luxury lakefront living in this extraordinary, furnished waterfront residence on pristine Sebago Lake. Take in spectacular Mt. Washington views, breathtaking sunsets, abundant natural light and 113 feet of private shoreline.This area of Sebago's Jordan Bay is closest to the airport, the arts, world class restaurants and the ocean. Also just five minutes

  Karen Tufts Coldwell Banker Team Real Estate

  

  15 Sleepy Hollow Rd, Windham, ME 04062
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  /73

  $649,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,960 Sq Ft

  3 Lieutenants Dr, Windham, ME 04062

  Built in 2019 and thoughtfully designed for today's lifestyle, this move-in ready Colonial offers the perfect balance of modern comfort, privacy, and convenience. Situated on a private 1.17-acre lot in the desirable Riverside Ridge neighborhood, this home provides a peaceful setting while remaining just minutes from shopping, restaurants, schools, the Maine Turnpike, and a short drive to the

  Matthew Tifft Meservier & Associates

  

  3 Lieutenants Dr, Windham, ME 04062
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  /47

  $1,485,000

  $305K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 4,602 Sq Ft

  20 Freeman Ct, Windham, ME 04062

  Enjoy 700' of gated private Sebago Lake frontage with this exceptional estate located at the end of a quiet cul-de-sac. Refined design, extensive recent renovations, and exclusive access to the crystal-clear waters of Maine's premier Sebago Lake -- widely regarded as one of New England's top freshwater destinations for boating, recreation, and year-round beauty. Offering 4,602 square feet of

  Corinne Holt Holt Realty

  

  20 Freeman Ct, Windham, ME 04062
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  /100

  $1,199,000

  $51K PRICE DROP

  • 6 Beds
  • 5 Baths
  • 4,580 Sq Ft

  44 Johnson Rd, Windham, ME 04062

  Luxury, Serenity, and Versatility Near Highland Lake Immerse yourself in a masterfully executed, 'down-to-the-studs' remodel (completed 2023) marrying organic warmth with modern sophistication. Infused with rich wood tones, textured accent walls, and a curated, boho-chic palette, this striking 6BR/5BA estate feels less like a house and more like a private sanctuary. Designed for seamless

  Laura Burden Beacon Realty

  

  44 Johnson Rd, Windham, ME 04062
• 

  

  /19

  $180,000

  • Land
  • 1.6 Acres
  • $112,500 per Acre

  68 Sky Dr, Windham, ME 04062

  The perfect spot to build your dream home in Windham! This 1.6-acre parcel offers a spacious, open lot with a peaceful pond. Sky Drive is a quiet, private road where you'll enjoy privacy and tranquility while still being just minutes from downtown North Windham and the Maine Turnpike. Enjoy the best of Maine living with nearby Sebago Lake and Little Sebago Lake, known for exceptional boating,

  Hannah Richard Locations Real Estate Group LLC

  

  68 Sky Dr, Windham, ME 04062
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  /98

  $1,099,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,862 Sq Ft

  15 Worcester Dr, Raymond, ME 04071

  Whole log home on one of Little Sebago's largest and most private lots. Soaring vaulted ceilings with hand hewn logs, skylights and an open floor plan. Woodstove for those chilly fall or winter nights. Huge covered farmers porch and a large fenced in back yard for your furry friends. Over 200 feet of desirable sandy frontage on Little Sebago Lake.

  Karen Tufts Coldwell Banker Team Real Estate

  

  15 Worcester Dr, Raymond, ME 04071
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  /14

  $1,995,000

  $255K PRICE DROP

  • Land
  • 5.91 Acres
  • $337,563 per Acre

  0 Turning Leaf Dr Unit 1640377, Windham, ME 04062

  •Approved State and Town for a 9,018± SF commercial building, including DEP, DOT, and Portland Water District•DEP & DOT permits approved in 2023 for the 2 building concept•Commercial District 1 Zoning suitable for a variety of uses•Rare parcel of land in one of Maine's fastest growing communities•Easy access to I-95 and other major corridors•Growing community with strong

  Michael Anderson Malone Commercial Brokers, Inc.

  

  0 Turning Leaf Dr Unit 1640377, Windham, ME 04062
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  /106

  $1,180,000

  $215K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,856 Sq Ft

  108 Highland Cliff Rd, Windham, ME 04062

  Welcome to this newly constructed masterpiece in Windham, Maine. Situated on a private, wooded lot, this home blends timeless craftsmanship with modern luxury. Wrapped in durable, low-maintenance LP SmartSide siding, this home is built to withstand Maine's changing seasons while maintaining a stunning aesthetic. The home features premium hydronic radiant heat underfoot, supplemented by

  Shawn Boulet Meservier & Associates

  

  108 Highland Cliff Rd, Windham, ME 04062
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  /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
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  /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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  /9

  $499,999

  • Land
  • 2 Acres
  • $250,000 per Acre

  Lot 44 -A, Windham, ME 04062

  Attention builders, developers, and investors this is the kind of opportunity that rarely hits the market in Windham. Located in an area seeing continued residential growth and new construction activity, this 2-acre wooded parcel offers incredible potential in one of Southern Maine's most in-demand communities. Surrounded by established homes and ongoing development, the location speaks for

  Carissa Morneault Realty of Maine

  

  Lot 44 -A, Windham, ME 04062
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  /66

  $499,900

  • 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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  /6

  $314,900

  Open House 8/22

  • 1 Bed
  • 1 Bath
  • 766 Sq Ft

  10 Stillwater Dr Unit 1128, Windham, ME 04092

  **Builder Incentives Available**.Stop paying rent! Own for $2200 per month*! The Highland offers a peaceful retreat designed for simple, modern living. With 766 square feet of thoughtfully designed space, this one-bedroom, one-bathroom residence blends comfort, style, and convenience in a layout that feels both open and inviting.Inside, contemporary finishes meet everyday functionality with

  Amy Foley Signature Homes Real Estate Group, LLC

  

  10 Stillwater Dr Unit 1128, Windham, ME 04092
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  /6

  $299,900

  • 1 Bed
  • 1 Bath
  • 766 Sq Ft

  12 Stillwater Dr Unit 1137, Windham, ME 04062

  **Builder Incentives Available**.Stop paying rent! Own for $2200 per month*! The Highland offers a peaceful retreat designed for simple, modern living. With 766 square feet of thoughtfully designed space, this one-bedroom, one-bathroom residence blends comfort, style, and convenience in a layout that feels both open and inviting. Inside, contemporary finishes meet everyday functionality with

  Amy Foley Signature Homes Real Estate Group, LLC

  

  12 Stillwater Dr Unit 1137, Windham, ME 04062
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  /32

  $442,000

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,388 Sq Ft

  106 Highland Cliff Rd, Windham, ME 04062

  Tucked on a quiet 1.9-acre lot, this 3-bedroom, 1-bath split-entry home has room to spread out. The main level features an open kitchen that flows into the living room, with hardwood flooring, along with two bedrooms and a full bath. Downstairs, you'll find a third bedroom and a finished bonus room that can easily serve as a home office, gym, playroom, or guest space. A partial wrap-around deck

  Alicia Frechette Ramsey Pulkkinen A Team Realty

  

  106 Highland Cliff Rd, Windham, ME 04062
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  /2

  $165,000

  • Land
  • 2.09 Acres
  • $78,947 per Acre

  182 Sand Bar Rd, Windham, ME 04062

  Beautiful 2.09-acre parcel in a desirable Windham location near Sebago Lake! This property offers a wonderful opportunity to own land in one of Southern Maine's most sought-after areas, with easy access to the recreational opportunities of Sebago Lake. Located on Sandbar Road in Windham and situated in the Farm District, this property offers potential for a future home or investment.

  Kim Carignan EXP Realty

  

  182 Sand Bar Rd, Windham, ME 04062
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  /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
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  /7

  $85,000

  $35K PRICE DROP

  • Land
  • 1.97 Acres
  • $43,147 per Acre

  8 Beaulieu Dr, Windham, ME 04062

  Buildable lot in great location-- surveyed and town approved. Great location that is close to everything. Beaulieu Drive must be improved to build upon this lot. Road plans and an estimate are in the disclosures.

  Liam McCusker NextHome NorthEast Realty

  

  8 Beaulieu Dr, Windham, ME 04062
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  /57

  $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.

  Justin Robbins Excellence Realty

  

  14 Emerson Dr, Windham, ME 04062
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  /10

  $998,900

  • Land
  • 35.97 Acres
  • $27,770 per Acre

  Lot #10 Goose Pond Rd, Windham, ME 04062

  Discover a rare opportunity to own 35.97± acres of private, wooded land ideally positioned near the Windham, Falmouth, and Cumberland lines. Tucked into one of Southern Maine's most desirable and rapidly growing areas, this unique parcel offers exceptional privacy, natural beauty, and proximity to Portland, I-95, and surrounding higher-end communities. The land features mature woods, natural

  Belinda Desmond Keller Williams Realty

  

  Lot #10 Goose Pond Rd, Windham, ME 04062
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  /6

  $349,900

  Open House 8/22

  • 2 Beds
  • 2 Baths
  • 991 Sq Ft

  10 Stillwater Dr Unit 1126, Windham, ME 04092

  **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 en-suite bath, creating a peaceful retreat to unwind and recharge. Inside, you'll find timeless

  Amy Foley Signature Homes Real Estate Group, LLC

  

  10 Stillwater Dr Unit 1126, Windham, ME 04092
• 

  

  /22

  $135,999

  $23K PRICE DROP

  • Land
  • 1.26 Acres
  • $107,936 per Acre

  53 Johnson Rd, Windham, ME 04062

  Why settle for a small in-town lot when you can enjoy space and privacy just minutes from Portland? This beautiful 1.2-acre parcel in Windham offers the best of both worlds--peaceful surroundings with convenient access to everything you need. The property features a level, wooded setting with mature pine trees, giving it natural character and a serene feel. Even better, it includes lake access,

  Stephen Welsh Plowman Realty Group

  

  53 Johnson Rd, Windham, ME 04062
• 

  /2

  $189,900

  • Land
  • 1.84 Acres
  • $103,207 per Acre

  40 Highland Cliff Rd, Windham, ME 04062

  Back line on a small trout brook with trees, most of the lot is beautiful fields. Nice level loamy lot.

  Reggie Butts Butts Commercial Brokers

  

  40 Highland Cliff Rd, Windham, ME 04062
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  /43

  $1,060,000

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  594 River Rd, Windham, ME 04062

  This large, cherished property has been lovingly preserved by the same family for decades, dating back to its early use by the Girl Scouts for camping and swimming. Encompassing just over 28 acres, the land offers exceptional privacy and includes a rare island in the river where children once camped. One of the property's most distinctive features is the river flowing from Sebago Lake, known for

  Stephen Welsh Plowman Realty Group

  

  594 River Rd, Windham, ME 04062
• 

  

  /6

  $349,900

  Open House 8/22

  • 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
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  /37

  $500,000

  • 3 Beds
  • 1.5 Baths
  • 1,456 Sq Ft

  176 Chute Rd, Windham, ME 04062

  Welcome to easy living in Windham! Built in 2014 and set on just over 2 acres, this move in ready home offers the space, privacy and extras you've been looking for. With 3 bedrooms and 1.5 bathrooms, the home has a comfortable and functional layout with hardwood floors and plenty of natural light. Downstairs, the basement gives you even more room to spread out and is currently set up as an in

  Chelsea Locke Waypoint Brokers Collective

  

  176 Chute Rd, Windham, ME 04062
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  /81

  $949,900

  Open Sun 11:30AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,720 Sq Ft

  605 River Rd, Windham, ME 04062

  Nestled on an extraordinary 16-acre estate in the heart of Windham, this one-of-a-kind farmhouse masterfully blends timeless New England charm with exceptional modern amenities. Surrounded by breathtaking stone walls, spectacular perennial gardens, and stunning custom hardscaping, the property offers an unparalleled setting of beauty, privacy, and tranquility.At the heart of the home is a

  The Marc Gup Keller Williams Realty

  

  605 River Rd, Windham, ME 04062
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  /2

  $275,000

  • Land
  • 2.96 Acres
  • $92,905 per Acre

  0 Cook, Windham, ME 04062

  Rare opportunity to build your dream home/getaway destination or private sanctuary away from it all, yet with conveniences of daily living still nearby. Nestled on a quiet street near the Pleasant River, with sloping hills, mature trees & majestic natural beauty as far as the eye can see, this buildeable Lot of just under 3 Acres, sits in the heart of Town and promises not only the wholesome

  Cristina Eugen Keller Williams Realty

  

  0 Cook, Windham, ME 04062
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  /74

  $839,000

  $80K PRICE DROP

  • 3 Baths
  • 2,746 Sq Ft

  27 Independence Dr, Windham, ME 04062

  4.26 ACRES (potentially sub-dividable) WITH INCOME PRODUCING EFFICIENCY APARTMENT! Built in 2003, the main house offers nearly 2800sqft, 4+ bedrooms, 2.5 baths, a spacious loft with pool table, and a fully finished basement. High-quality Andersen windows fill the home with natural light, while warm wood finishes and generous living spaces create an inviting, comfortable atmosphere. Savor the

  Scott Richard Coldwell Banker Team Real Estate

  

  27 Independence Dr, Windham, ME 04062
• 

  

  /7

  $155,000

  • Land
  • 1.82 Acres
  • $85,165 per Acre

  132 Roosevelt Trail, Windham, ME 04062

  Ideal Commercial Lot. 1.82 acre lot with many possible uses such as professional office, retail sales, day care, warehousing, wireless tower, medical office, residential, convenience, recreation facility and more.

  Suphi Turker Keller Williams Realty

  

  132 Roosevelt Trail, Windham, ME 04062
• 

  

  /15

  $699,000

  • 2 Beds
  • 2.5 Baths
  • 1,832 Sq Ft

  25 Daybreak Ln Unit 8, Windham, ME 04062

  Welcome to The Cove at Highland Lake! The first of its kind Gated 55+ Lakefront Community nestled on the pristine shores of Highland Lake. Framing is complete at 25 Daybreak Lane! Truly our most decades long and spaciously flexible option, the WINDHAM homes provide both first and second floor primary suite options. Multi-generational, Companion, and Guest-Friendly, owners of these units can opt

  Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

  

  25 Daybreak Ln Unit 8, Windham, ME 04062
• 

  

  /13

  $157,000

  • Land
  • 1.3 Acres
  • $120,769 per Acre

  48 Johnson Rd, Windham, ME 04062

  Minutes from Portland and North Windham sits this great rectangle roomy 1.3 lot to build your new home upon. Just over 140 feet of road frontage. Come home from a busy day and throw the kayak in the lake for awhile. Note right of way surveyed to encompass the whole side of the peninsula. Area of newer homes. Great investment or to build now! SOIL TESTED SURVEYED

  Stephen Welsh Plowman Realty Group

  

  48 Johnson Rd, Windham, ME 04062
• 

  /2

  $474,000

  • 3 Beds
  • 2.5 Baths
  • 1,540 Sq Ft

  2 Dale Ln Unit 1, 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

  

  2 Dale Ln Unit 1, Windham, ME 04062
• 

  

  /7

  $785,000

  $14K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  014-17-J01 Mimi Ln, Windham, ME 04062

  Welcome to your opportunity to build a stunning modern farmhouse in the heart of Windham. This thoughtfully designed new construction package blends timeless charm with clean, modern finishes, offering both style and functionality across 2,600 square feet of beautifully crafted living space. This farmhouse style home features 4 spacious bedrooms, 2.5 bathrooms, and a2 car garage, designed with

  Jennifer Sumrall The Maine Real Estate Experience

  

  014-17-J01 Mimi Ln, Windham, ME 04062
• 

  

  /17

  $162,500

  $10K PRICE DROP

  • Land
  • 1.17 Acres
  • $138,889 per Acre

  014-17-J01 Mimi Ln, Windham, ME 04062

  Tucked away on a quiet dead end road, this beautiful 1.17-acre parcel offers the perfect blend of privacy and convenience in the heart of Windham. With no association fees and situated on a private road, this is your opportunity to create the lifestyle you've been dreaming of, without the restrictions. Enjoy the peaceful setting while being just minutes from shopping, dining, and everyday

  Jennifer Sumrall The Maine Real Estate Experience

  

  014-17-J01 Mimi Ln, Windham, ME 04062
• 

  

  /24

  $575,000

  Open Sun 1PM - 3PM $50K PRICE DROP

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

  7 Hall Rd, Windham, ME 04062

  Open house August 16th 1pm-3pm 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

  Kristal Fecteau Coldwell Banker Team Real Estate

  

  7 Hall Rd, Windham, ME 04062
• 

  

  /42

  $619,000

  $30K PRICE DROP

  • 2 Baths
  • 2,710 Sq Ft

  305 Gray Rd, Windham, ME 04062

  Gorgeous Duplex in Windham Offering Strong Rental Income! This well maintained property features long-term tenants. Rich in character, the home showcases beautiful exposed beams and warm wood features throughout, blending charm with functionality. Recent updates include a new roof, new back deck and stairs, and an oversized shed that conveys with the property for additional storage, currently

  Jennifer Sumrall The Maine Real Estate Experience

  

  305 Gray Rd, Windham, ME 04062

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