Homes for Sale near Windham High School

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  /41

  $924,900

  • 3 Beds
  • 3 Baths
  • 2,368 Sq Ft

  109 Spring Valley Rd, Raymond, ME 04071

  Rare Raymond Pond Waterfront Retreat!Enjoy the best of Maine lakefront living with an incredible +/-400 feet of sandy-bottom frontage on beautiful Raymond Pond! Setting on +/- 2.29 private acres, this exceptional 3-bedroom, 3-bath contemporary home offers breathtaking water views, unforgettable sunsets, and plenty of room to relax and entertain.The open, inviting layout is designed to

  

  Anne Plummer-Legere

  Maine Real Estate Choice

  

  109 Spring Valley Rd, Raymond, ME 04071
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  Explore Windham High School

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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
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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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  /60

  $975,000

  • 2 Beds
  • 1 Bath
  • 2,212 Sq Ft

  1254 Roosevelt Trail Unit A,B,C, Raymond, ME 04071

  Positioned along the highly desirable Route 302 corridor in the heart of Raymond's Lakes Region, 1254 Roosevelt Trail offers a unique opportunity for both residential enjoyment and investment potential. Set on approximately 0.60 acres, this property enjoys excellent visibility and accessibility while remaining close to the area's most sought-after natural amenities.The property features four

  

  Matthew Martino

  Elevate Maine Realty

  

  1254 Roosevelt Trail Unit A,B,C, Raymond, ME 04071
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  /35

  $589,000

  $10K PRICE DROP

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

  36 Belvedere Dr Unit 1654398, Windham, ME 04062

  Welcome to this beautifully maintained custom Colonial in the desirable Belvedere Estates, offering the feel of a nearly brand-new home with a bright, open-concept design perfect for modern living and entertaining. Gleaming hardwood floors run throughout the home, featuring a stunning kitchen with a large center island, granite countertops, and stainless steel appliances. The kitchen opens

  Megan McShane Redfin Corporation

  

  36 Belvedere Dr Unit 1654398, Windham, ME 04062
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  /56

  $419,900

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

  409 Pope Rd, Windham, ME 04062

  Open House Thursday August 13th from 4:30pm-6pm and Saturday August 15th from 10am-11:30am. 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

  Bill Bergeron Fontaine Family-The Real Estate Leader

  

  409 Pope 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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  /16

  $359,000

  $16K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,878 Sq Ft

  10 Pine Ln, Raymond, ME 04071

  This 3-bedroom, 1-bath home sits on a level, open lot with a storage shed, providing plenty of outdoor space for recreation, gardening, or entertaining. The main level features a kitchen, dining area, comfortable living room, full bathroom, and spacious primary bedroom. The lower level includes two additional bedrooms and a versatile bonus room that's perfect for a family room, home office,

  Amy Lavoie Landing Real Estate

  

  10 Pine Ln, Raymond, ME 04071
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  /38

  $475,000

  • 4 Beds
  • 3 Baths
  • 3,820 Sq Ft

  23 Raymond Hill Rd, Raymond, ME 04071

  Duncan Smith EXP Realty

  

  23 Raymond Hill Rd, Raymond, ME 04071
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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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  /54

  $330,000

  • 3 Beds
  • 1 Bath
  • 1,604 Sq Ft

  11 Oak Ln, Windham, ME 04062

  ESTATE SALE! The property is being sold AS IS. 3-bedroom split-level home situated on a nicely treed lot in an established Windham neighborhood. Great location just steps from Windham's shopping district, restaurants and everyday amenities, while also being very close to Little Sebago Lake and area recreation. The main level features hardwood floors, an open kitchen and dining area, living room,

  Steve Levine American Real Estate

  

  11 Oak Ln, 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
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  /24

  $499,000

  $10K 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 move on

  Ronald Cote Real Estate 2000 ME/NH

  

  14 Family Cir Unit 2, Windham, ME 04062
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  /16

  $575,000

  • 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
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  /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
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  /70

  $1,395,000

  $105K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,390 Sq Ft

  23 Casselton Rd, Raymond, ME 04071

  Nestled in the highly sought after Cathedral Pines community on Sebago Lake, this exceptional property offers the perfect blend of luxury, recreation and year round enjoyment. Set on a beautifully landscaped private lot, this custom built home encompasses 3,300 sq ft and is just a quick minute golf cart ride from 410' of shared sandy beach, a deeded boat slip and a scenic lakeside point where

  Carol Kline Kline Realty Group

  

  23 Casselton Rd, Raymond, ME 04071
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  /16

  $162,000

  $73K PRICE DROP

  • Land
  • 40,075 Sq Ft
  • $176,087 per Acre

  78 Lakeside Dr, Windham, ME 04062

  LAKESIDE LIVING: Bring your dream home to life on this exceptional, buildable lot offering privacy, natural beauty, and two separate deeded access points. Whether you're envisioning a year-round residence or the perfect lakefront getaway, this property is ready for your vision--with a custom building package available to simplify the process from start to finish. Much of the preparation has

  Ciara Sanfino Engel & Volkers Portsmouth

  

  78 Lakeside Dr, Windham, ME 04062
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  /63

  $2,495,000

  • 5 Beds
  • 3.5 Baths
  • 4,311 Sq Ft

  71 Quarry Cove Rd, Raymond, ME 04071

  Set on over two private acres along coveted Jordan Bay of Sebago Lake, this exceptional lakefront retreat offers the perfect blend of luxury, comfort, and classic Maine charm. Tucked into a sheltered cove, the property boasts a rare sandy beach with a gradual entry--ideal for swimming, relaxing, and all-ages enjoyment. The classic post and beam main residence features 4 spacious bedrooms and 2.5

  Amber The Collective Real Estate Co

  

  71 Quarry Cove Rd, Raymond, ME 04071
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  /80

  $689,900

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

  179 Egypt Rd, Raymond, ME 04071

  Beautifully maintained 3-bedroom, 3-bath ranch in Raymond offering the ease of single-level living with thoughtful upgrades throughout with. The open-concept kitchen and living area features cathedral ceilings, creating a bright and inviting space ideal for both everyday living and entertaining.Set on 5.9 acres and abutting conservation land with a pond and brook, this property offers a

  Lisa DiBiase Landing Real Estate

  

  179 Egypt Rd, Raymond, ME 04071
• 

  

  /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

  Hannah Richard Locations Real Estate Group LLC

  

  68 Sky Dr, Windham, ME 04062
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  /10

  $120,000

  • Land
  • 27,878 Sq Ft
  • $187,500 per Acre

  7 Birdsong Ln, Windham, ME 04062

  Build your dream home near the water at 7 Birdsong Lane in Windham! This wooded .64 acre lot includes deeded access to Highland Lake through a shared right of way. Enjoy swimming, paddling, fishing and lake life without the cost of direct waterfront ownership.Much of the preliminary work has already been completed, including a survey, DEP letter of verification and septic design. The property

  Scott Varney Trek Realty LLC

  

  7 Birdsong Ln, Windham, ME 04062
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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
• 

  

  /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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  /31

  $75,000

  • 3 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  42 Robin Ln, Windham, ME 04062

  One-level living in a well-kept 55+ community! This single wide provides an easy layout with the kitchen open to the dining area, great for everyday living or having people over. The primary suite comes with its own half bath, and you've got a dedicated laundry room and mudroom for all the stuff that usually ends up piled by the door. Outside, the yard is landscaped and there's a shed for extra

  Malachi Winslow Keller Williams Realty

  

  42 Robin Ln, 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
• 

  

  /6

  $314,900

  Open Sat 9AM - 12PM

  • 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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  /33

  $499,000

  • 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
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  /46

  $594,900

  $25K PRICE DROP

  • 2 Baths
  • 2,252 Sq Ft

  41 Lotts Dr, Windham, ME 04062

  41 Lotts Dr, Windham, ME - Owner-Occupy Opportunity with Income Potential Live in one unit and let the other help pay your mortgage. This well-maintained 2-unit property offers a spacious 3-bedroom unit that will be delivered vacant at closing, paired with a 2-bedroom apartment currently leased to great tenants at $2,200/month. The 3-bedroom unit features single-level living with an open kitchen,

  Sarah Msuya Dream Home Realty LLC

  

  41 Lotts Dr, Windham, ME 04062
• 

  

  /51

  $1,260,000

  Coming Soon

  • 4 Beds
  • 3 Baths
  • 3,617 Sq Ft

  23 Casselton Rd, Raymond, ME 04071

  Spectacular home in the sought-after Cathedral Pines neighborhood, offering a serene setting with exceptional shared amenities. Enjoy more than 400 feet of Sebago Lake frontage, a large waterfront marina, crescent-shaped sandy beach, neighborhood tennis court, and playground.Set on a private 1.73-acre lot, 23 Casselton Road features four bedrooms (3-bedroom septic), a spacious office suite,

  Alexa Oestreicher Legacy Properties Sotheby's International Realty

  

  23 Casselton Rd, Raymond, ME 04071
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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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  /45

  $345,900

  $33K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  6 Lookout Ln, Raymond, ME 04071

  Set at the end of a quiet road with no through traffic, this 1,300-square-foot contemporary provides privacy and potential on 3.6 wooded acres. The home features three bedrooms and one full bath over three levels of living space.The expansive lot creates opportunities to grow--whether that means future additions, an accessory dwelling unit, or a substantial garage or workshop.Enjoy easy

  Bryce Hamilton Coldwell Banker Realty

  

  6 Lookout Ln, Raymond, ME 04071
• 

  

  /96

  $975,000

  $24K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,555 Sq Ft

  35 Woldbrook Dr, Windham, ME 04062

  Welcome to the highly desirable Windemere neighborhood on Sebago Lake. This beautifully maintained custom Colonial offers over 3,550 sq. ft. of finished living space with a flexible floor plan designed to accommodate today's multi-generational living needs, including the potential for an in-law suite with kitchenette above the garage.The 5 bedroom and 3.5 baths, including primary suites on

  Jackie Griffeth Krainin Real Estate

  

  35 Woldbrook Dr, Windham, ME 04062
• 

  

  /5

  $203,000

  $7K PRICE DROP

  • Land
  • 5.1 Acres
  • $39,804 per Acre

  0 Mountain Rd, Raymond, ME 04071

  Come build your dream home on this beautiful wooded parcel in Raymond Maine! The 5.1 acres will provide privacy with gently rolling terrain and stone walls, ideal for creating gardens or simply enjoying nature at your doorstep. During Autumn, the trees transform into a stunning palette of colors, creating a breathtaking spectacle. Conveniently located near Sebago Lake, Crescent Lake, and Raymond

  Tina White Plowman Realty Group

  

  0 Mountain Rd, Raymond, ME 04071
• 

  

  /47

  $419,900

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft

  33 Spear Ave, Windham, ME 04062

  Move right into this well-maintained home, perfectly situated on a semi-private lot surrounded by mature greenery. Enjoy deeded right-of-way access to Pettingill Pond for swimming, kayaking, or simply relaxing by the water, all while being just one mile from Windham's shopping, dining, and everyday conveniences. Inside, the daylight basement with a cozy pellet stove offers flexible living space,

  Lee Goldberg Coastal Pine Real Estate, LLC

  

  33 Spear Ave, Windham, ME 04062
• 

  

  /8

  $34,000

  $15K PRICE DROP

  • Land
  • 4,791 Sq Ft
  • $309,091 per Acre

  1 Vista Dr, Windham, ME 04062

  AFFORDABLE WATER ACCESS ! This lot is Non Buildable, however can accommodate a camper or single wide trailer. It has an Easement Deed with Consolidated Communications to have a small equipment building on the property. Consolidated Communications pays all annual taxes. The property has ROW access to Highland Lake.

  William Holmes Cumberland County Realty

  

  1 Vista Dr, Windham, ME 04062
• 

  /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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