Cumberland, ME Homes

• 

  

  

  /22

  Est $490,829 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  8 Starlit Way, Windham, ME 04062

  

  8 Starlit Way, Windham, ME 04062
• 

  

  

  /29

  $399,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  9 Long Lane Rd, Windham, ME 04062

  Come discover this beautifully maintained, open-concept raised ranch with deeded right-of-way access to scenic Highland Lake! Offering 1,200 square feet of finished living space, this home features an attached two-car garage located beneath the main floor, providing direct and convenient access to the interior.Nestled on a peaceful, tree-lined lot, the spacious yard offers privacy and

  Amanda Salovitch Dream Home Realty LLC

  

  9 Long Lane Rd, Windham, ME 04062
• 

  

  

  /29

  $635,000 Sold May 07, 2025

  • 1,394 Sq Ft
  • $456/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2005

  5 Loon Ln, Windham, ME 04062

  5 Loon Lane is your perfect lakeside retreat on Little Sebago Lake. Looking for a slice of paradise on Little Sebago Lake? Look no further than 5 Loon Lane! This delightful lakeside cape boasts approximately 120 feet of waterfront (with 20 feet shared) and two private docks, perfect for enjoying all the water activities you love.Inside, this 3-bedroom, 2-bathroom home offers an open and inviting

  Belinda Desmond Keller Williams Realty

  

  5 Loon Ln, Windham, ME 04062
• 

  

  

  /38

  Est $463,963 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,582 Sq Ft

  14 Sabatus Ln, Windham, ME 04062

  

  14 Sabatus Ln, Windham, ME 04062
• 

  

  

  /42

  $525,000 Pending

  • 2 Baths
  • 1,960 Sq Ft

  290 Gray Rd, Windham, ME 04062

  Two mirror image 3 bedroom units, just renovated, with separate entrances, this one could be the one for you. Rent both units, or live in one and offset your mortgage with rent from the other! Close to everything, this is a phenomenal opportunity. Schedule your showing today! Both units are vacant, so showings are easy to schedule!

  Malachi Winslow Keller Williams Realty

  

  290 Gray Rd, Windham, ME 04062
• 

  

  /78

  $367,000 Sold May 06, 2025

  • 1,719 Sq Ft
  • $213/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1855

  87 Albion Rd, Windham, ME 04062

  All offers due by 5pm Sunday, April 6th. Set on a spacious 2.4-acre lot in a prime Windham location, this property offers space, privacy, and incredible convenience. Just 5 minutes to in-town Windham and about 20 minutes to Portland, commuting and daily errands are easy. Outdoor lovers will appreciate being only 2.5 miles from the East Windham Conservation Area, featuring miles of scenic trails

  Jaime Clark-Richardson Maine Real Estate Experts

  

  87 Albion Rd, Windham, ME 04062
• 

  

  /21

  Est $437,817 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  84 Albion Rd, Windham, ME 04062

  

  84 Albion Rd, Windham, ME 04062
• 

  

  /25

  $735,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft

  139 Vista Dr, Windham, ME 04062

  Very well appointed and cared for home. Waterfront lot included.

  Tom Noonan Allied Real Estate

  

  139 Vista Dr, Windham, ME 04062
• 

  

  /55

  $480,000 Sold May 02, 2025

  • 1,254 Sq Ft
  • $383/SF
  • 6 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 2011

  43 Swan Rd, Windham, ME 04062

  Here's a great opportunity to live the Maine outdoor recreational lifestyle you've always wanted in the highly sought-after Highland Lake community! This beautifully maintained split-level home features 3 bedrooms and 1 bathroom and is designed to bring in an abundance of natural sunlight, with grand front windows stretching to the peak of the cathedral ceilings, illuminating the open and

  Tony Duong Landing Real Estate

  

  43 Swan Rd, Windham, ME 04062
• 

  

  /26

  Est $414,962 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,158 Sq Ft

  116 Albion Rd, Windham, ME 04062

  

  116 Albion Rd, Windham, ME 04062
• 

  

  /48

  $425,000 Pending

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  46 Anglers Rd, Windham, ME 04062

  Charming Waterfront Cottage with 58' of frontage on beautiful Pettingill Pond! Enjoy stunning west-facing sunsets from your private deck & dock — the perfect setting for swimming, kayaking, canoeing, and fishing. Pettingill Pond's boat ramp is just two lots down the road. Cozy up in your cottage during the winter months after a day of skiing or ice fishing. This adorable 2-bedroom, 3/4

  Yvonne Myer Maine Real Estate Experts

  

  46 Anglers Rd, Windham, ME 04062
• 

  

  /33

  $550,000 Sold Apr 30, 2025

  • 1,736 Sq Ft
  • $317/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2020

  3 Belvedere Dr, Windham, ME 04062

  Nestled in a peaceful and family-friendly neighborhood in Windham, this inviting 3-bedroom, 2.5-bathroom home build in 2020 offers the perfect balance of comfort, convenience, and style. With its spacious layout, modern amenities, and beautiful outdoor space, this home is ideal for those seeking both tranquility and easy access to local conveniences.As you enter the home, you're greeted by a warm

  Adam Parent Maine Real Estate Co

  

  3 Belvedere Dr, Windham, ME 04062
• 

  

  /36

  Est $436,829 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,236 Sq Ft

  24 Maplewood Ave, Windham, ME 04062

  

  24 Maplewood Ave, Windham, ME 04062
• 

  

  /16

  $749,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft

  16 Daybreak Ln Unit 16, 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. Site work has officially begun with the first homes being delivered as early as late fall 2024! The FREEPORT is a thoughtfully designed 1,340SF +/- 2 Bed 2 Bath single level attached condo. This floorplan offers cathedral ceilings in the main living area,

  Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

  

  16 Daybreak Ln Unit 16, Windham, ME 04062
• 

  

  /67

  $585,000 Sold Apr 30, 2025

  • 1,848 Sq Ft
  • $317/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2020

  25 Meredith Dr, Windham, ME 04062

  Here it is! First time on the Market!! Welcome to 25 Meredith Drive an Amazingly Designed 2020 Tri Level Contemporary Home with Private Screened in Sun Porch with Large Back Deck and Above Ground Pool!! The Home is Set in the Mystic Woods Subdivision (with Sidewalks) and Centrally Located with Quick Access to Gorham, Westbrook, Portland and All the Shopping and Recreation that The Windham ME

  Robert Metayer Client First Realty Maine

  

  25 Meredith Dr, Windham, ME 04062
• 

  

  /40

  Est $497,898 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,013 Sq Ft

  28 Maplewood Ave, Windham, ME 04062

  

  28 Maplewood Ave, Windham, ME 04062
• 

  /2

  $799,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,376 Sq Ft

  11 Aerie Dr, Windham, ME 04062

  Welcome to Aerie Estates, Grays premier new subdivision featuring an executive ranch situated on a large private lot. Home features a great open concept layout with custom/elevated features throughout. The one-level living space features a modern fireplace, custom kitchen with quartz countertops, 1st floor laundry and a generously sized primary with custom tiled ensuite and walk in closet.

  Sydney Harrison Town & Shore Real Estate

  

  11 Aerie Dr, Windham, ME 04062
• 

  

  /40

  $640,000 Sold Apr 30, 2025

  • 1,784 Sq Ft
  • $359/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2023

  10 Gunpowder Mill Rd, Windham, ME 04062

  Conveniently located in one of Windham's newest neighborhoods, this almost new home is the perfect mix for quiet enjoyment and active lifestyles. Located on a dead-end street with direct access to the Mountain Division Trail there are plenty of places to walk or bike. The open concept first floor is perfect for entertaining with a gas fireplace in the living room and a large island in the

  Craig Miller Portside Real Estate Group

  

  10 Gunpowder Mill Rd, Windham, ME 04062
• 

  

  /29

  Est $405,917 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,360 Sq Ft

  19 Maplewood Ave, Windham, ME 04062

  

  19 Maplewood Ave, Windham, ME 04062
• 

  /2

  $79,900 Pending

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  34 Robin Ln, Windham, ME 04062

  Adult 55 plus mobile home park located near many services in the heart of the Sebago Lakes region. Immediate occupancy! Not, park approval required. The unit has open floor plan and large lot. Includes outdoor shed and some furniture. Easy to show!

  Ed Getty Getty Real Estate Services, LLC

  

  34 Robin Ln, Windham, ME 04062
• 

  

  /22

  $380,000 Sold Apr 30, 2025

  • 1,248 Sq Ft
  • $304/SF
  • 21 Days On Market

  • 2 Baths
  • Built 1983

  2 Limestone Ln, Windham, ME 04062

  In the heart of North Windham and the door to the Lakes Region is a cute ranch with front and back decks for either owner occupied living or an investment. This duplex has side by side twin units with 1bdrm, 1ba and a very large spacious basement for storage. Included in the sale is the back lot that offers ADU opportunities if property is owner occupied only. Surrounded by shopping and

  Suzanne Roberge Allied Real Estate

  

  2 Limestone Ln, Windham, ME 04062
• 

  

  /35

  Est $301,002 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 910 Sq Ft

  16 Baxter Woods Trail, Windham, ME 04062

  

  16 Baxter Woods Trail, Windham, ME 04062
• 

  

  /27

  $655,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,624 Sq Ft

  8 Livrite Way, Windham, ME 04062

  Welcome to 8 Livrite Way, a spacious custom colonial tucked away in one of Windham's most peaceful wooded neighborhoods. Set on 1.8 acres, this warm and inviting home offers a rare blend of privacy, flexible space, and thoughtful updates. A covered front porch welcomes you into the open-concept main level, where hardwood floors flow throughout the living and dining areas, complemented by warm

  Jason Saphire www.HomeZu.com

  

  8 Livrite Way, Windham, ME 04062
• 

  

  /6

  $719,000 Sold Apr 30, 2025

  • 2,112 Sq Ft
  • $340/SF
  • 2 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  17 Aerie Dr, Windham, ME 04062

  Welcome to Aerie Estates, Grays premier new subdivision featuring a modern colonial 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. Second floor highlights spacious bedrooms, second floor laundry and a generously

  Sydney Harrison Town & Shore Real Estate

  

  17 Aerie Dr, Windham, ME 04062
• 

  

  /27

  Est $301,763 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 910 Sq Ft

  12 Baxter Woods Trail, Windham, ME 04062

  

  12 Baxter Woods Trail, Windham, ME 04062
• 

  

  /59

  $389,900 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,203 Sq Ft

  46 Highland Cliff Rd, Windham, ME 04062

  This sweet cape offers the best of rural country life near Sebago and Highland Lakes and proximity to Portland - it is only about a 25 minute drive from the Portland Jetport. The backyard offers a large fenced area with firepit, 8x12 shed, a funky shaped deck and some lovely perennials. Inside, you will find a front living room that spans the entire width of the home, a wall of built-ins, an eat

  Ann Cianchette Keller Williams Realty

  

  46 Highland Cliff Rd, Windham, ME 04062
• 

  

  /24

  $410,000 Sold Apr 30, 2025

  • 964 Sq Ft
  • $425/SF
  • 84 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2023

  43 Conifer Dr Unit 43, Windham, ME 04062

  Looking To Simplify Life With Easy Maintenance Free Condo Living? Then Welcome To Woodside Condominium Retirement Community, Windham's Newest 55+ Association. No Need To Deal With All The New Construction Hassles, This 2 Bedroom Unit Is In Like New Condition & Offers An Efficient Open Floor Plan. You Will Love The Bright, Sunny Kitchen With A Nice Center Island, Stainless Steel Appliances,

  Tim Madden Assist-2-Sell Home Team Advantage

  

  43 Conifer Dr Unit 43, Windham, ME 04062
• 

  

  /58

  Est $301,856 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 910 Sq Ft

  6 Baxter Woods Trail, Windham, ME 04062

  

  6 Baxter Woods Trail, Windham, ME 04062
• 

  

  /34

  $395,000 Under Contract

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

  165 Main St, Windham, ME 04062

  A rare opportunity to find a home in this price range offering so many wonderful improvements. Enjoy this 1400sf New England style home offering 3 bedrooms, 1.5 baths on .59 acre lot. The home benefits from newer roof (shingled & metal), new flooring, updated full bath on the 2nd floor, window replacement, 4 heat pumps, interior repainting, stainless appliances, vinyl siding and more. Move in

  Peter Molloy Town & Shore Real Estate

  

  165 Main St, Windham, ME 04062
• 

  

  /34

  $415,000 Sold Apr 29, 2025

  • 954 Sq Ft
  • $435/SF
  • 5 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  31 Brentwood Rd, Windham, ME 04062

  Tucked along the shores of Highland Lake, this charming 2-bedroom, 1-bathroom cottage is the perfect retreat for those who crave simplicity, serenity, and the beauty of lake life. Recently renovated, this cozy home blends modern comfort with classic charm, creating a warm and inviting space to unwind.Wake up to soft sunlight filtering through the trees, sip your morning coffee and take a short

  Scott Townsend Keller Williams Realty

  

  31 Brentwood Rd, Windham, ME 04062
• 

  

  /51

  Est $433,357 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,718 Sq Ft

  1 Maplewood Ave, Windham, ME 04062

  

  1 Maplewood Ave, Windham, ME 04062
• 

  

  /15

  $450,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft

  69 Webb Rd, Windham, ME 04062

  Peaceful and private home set on 3 1⁄2 acres. This inviting property offers the perfect blend of comfort, functionality, and rural charm—close to Windham schools and amenities.. Inside, you will find a bright and open floor plan featuring hardwood floors, a kitchen with ample cabinetry, and a bright living room with a wood fireplace ideal for relaxing or entertaining. The home includes three

  David Costello Keller Williams Realty

  

  69 Webb Rd, Windham, ME 04062
• 

  

  /49

  $345,000 Sold Apr 28, 2025

  • 1,130 Sq Ft
  • $305/SF
  • 9 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1990

  3 Meagans Way, Windham, ME 04062

  Lovely, ready to move into townhouse style unit in the excellent Windham Hill Woods Condominium association! A private backyard complements the open, beautifully maintained association area. Enjoy the in-ground pool, large gazebo for your gatherings, and the freshly repaved pickleball/basketball/foursquare court. There's a community garden, plus the ability to have a small garden in your

  David Shedd Coldwell Banker Realty

  

  3 Meagans Way, Windham, ME 04062
• 

  

  /32

  Est $429,323 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,330 Sq Ft

  20 Birchwood Ave, Windham, ME 04062

  

  20 Birchwood Ave, Windham, ME 04062
• 

  

  /38

  $399,900 Under Contract

  • 2 Beds
  • 2 Baths
  • 964 Sq Ft

  14 Conifer Dr Unit 7, Windham, ME 04062

  Almost new condo in this popular 55 plus condominium community featuring public water, natural gas on demand heating, heat pump/AC, full daylight foundation, sidewalks, farmer's porch and back deck are just some of the amenities. Enjoy the community Gardens directly across the street with walking trails for your morning and evening strolls. Come sit and relax in this super convenient community 15

  Anne-Marie Mckenzie Keller Williams Realty

  

  14 Conifer Dr Unit 7, Windham, ME 04062
• 

  

  /52

  $505,000 Sold Apr 25, 2025

  • 1,816 Sq Ft
  • $278/SF
  • 31 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2005

  11 Cutting Corners Ln, Windham, ME 04062

  This beautiful 1,800 sq. ft. ranch-style home offers the perfect blend of comfort, space, and serenity. Featuring 3 bedrooms, 2 bathrooms, and an oversized 3-car garage, this property is a rare find!Step inside to discover an open-concept layout with abundant natural light. The inviting living room flows seamlessly into a modern kitchen, complete with stainless steel appliances. The family room

  Andrew Lord Lord Group Real Estate

  

  11 Cutting Corners Ln, Windham, ME 04062
• 

  

  /16

  Est $387,026 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  15 Birchwood Ave, Windham, ME 04062

  

  15 Birchwood Ave, Windham, ME 04062
• 

  

  /63

  $825,000 Under Contract

  • 3 Beds
  • 3.5 Baths
  • 2,526 Sq Ft

  71 Tavern Hill, Windham, ME 04062

  DISCOVER THE CHARM OF THIS CONTEMPORARY HOME NESTLED OFF A PRVATE ROAD, SURROUNDED BY MATURE TREES, PLUSH GARDENS, BABBLING BROOK AND A VIEW OF MT WASHINGTON. THIS SPACIOUS HOME OFFERS THE PERFECT BLEND OF PRIVACY, WOODED TRAILS, CLASSIC STONE WALLS, AND OUTDOOR ENJOYMENT, SET ON 5+ PRIVATE ACRES. WITH OVER 2500 SQUARE FEET OF LIVING SPACE, THIS ENERGY EFFICIENT GEOTHERMAL 3 BEDROOM, 3.5 BATH

  Barbara Lewis Century 21 North East

  

  71 Tavern Hill, Windham, ME 04062
• 

  

  /10

  $799,000 Sold Apr 25, 2025

  • 2,376 Sq Ft
  • $336/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  15 Aerie Dr, Windham, ME 04062

  Welcome to Aerie Estates, Grays premier new subdivision featuring an executive ranch situated on a large private lot. Home features a great open concept layout with custom/elevated features throughout. The one-level living space features a modern fireplace, custom kitchen with quartz countertops, 1st floor laundry and a generously sized primary with custom tiled ensuite and walk in closet.

  Sydney Harrison Town & Shore Real Estate

  

  15 Aerie Dr, Windham, ME 04062
• 

  

  /33

  Est $416,763 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,488 Sq Ft

  7 Birchwood Ave, Windham, ME 04062

  

  7 Birchwood Ave, Windham, ME 04062

Showing Results 281 - 320, Page 8 of 18