Courtesy: RE/MAX Shoreline
207-553-7500
This beautifully designed sprawling ranch offers a functional and inviting layout. The primary suite is privately situated at one end of the home, featuring dual sinks and separate his-and-her closets for comfort and convenience. At the heart of the home, the kitchen, dining, living room, and a versatile bonus room create an open flow, perfect for both everyday living and entertaining. The opposite end of the house provides three additional bedrooms and a dedicated office, offering plenty of space for family or guests. From the garage, step into a practical mudroom that connects to a separate laundry room and provides basement access. The garage is thoughtfully equipped with a sink offering both hot and cold water and entry to the basement. Outdoors, enjoy summer days in the above-ground pool and take advantage of two sizable storage sheds for added utility. Just 15 minutes to I-95 and 20 min to Portland. Some furnishings optional/negotiable.
Courtesy: Keller Williams Realty
207-879-9800
Welcome to this thoughtfully designed new construction home set on a private 3.89-acre wooded lot, offering the perfect balance of peaceful surroundings and close proximity to town. With 1,582 square feet of living space, this 3-bedroom, 2.5-bath home features a bright, open, and sunny layout ideal for modern living. The main level offers an open-concept living area, a well-appointed kitchen, and the convenience of first-floor laundry. An attached one-car garage and paved driveway provide everyday ease. Upstairs, you'll find three comfortable bedrooms, including a primary suite with its own private bath. The home is nearing completion, loam to be installed in the spring. Enjoy a peaceful, wooded setting that feels private while still being just minutes from Windham's shops, schools, and amenities.
Courtesy: The Flaherty Group
207-221-8585
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 and living areas—perfect for everyday living and entertaining. A rear deck extends your living space outdoors, ideal for summer meals, grilling, or relaxing with a good book. Upstairs, the primary suite offers a private retreat with an en-suite bath. Two additional bedrooms and a second full bath provide flexibility for guests or family. A second-floor flex space creates the perfect spot for a desk, reading nook, or study area, and the second-level laundry room adds everyday convenience. The full unfinished basement offers generous storage and the opportunity to create additional finished space for a future family room, gym, or flex area. Dolley Farm offers two distinct floor plans — the Harvest and the Sunset — allowing buyers to choose the layout that best fits their needs. With early summer occupancy available, you can settle in and enjoy the season right away. Ideally located with easy access to Windham Center, Westbrook, and Portland, Dolley Farm combines neighborhood living with everyday convenience in one of Southern Maine's most desirable communities.
Courtesy: The Flaherty Group
207-221-8585
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 and living areas—perfect for everyday living and entertaining. A rear deck extends your living space outdoors, ideal for summer meals, grilling, or relaxing with a good book. Upstairs, the primary suite offers a private retreat with an en-suite bath. Two additional bedrooms and a second full bath provide flexibility for guests or family. A second-floor flex space creates the perfect spot for a desk, reading nook, or study area, and the second-level laundry room adds everyday convenience. The full unfinished basement offers generous storage and the opportunity to create additional finished space for a future family room, gym, or flex area. Dolley Farm offers two distinct floor plans — the Harvest and the Sunset — allowing buyers to choose the layout that best fits their needs. With early summer occupancy available, you can settle in and enjoy the season right away. Ideally located with easy access to Windham Center, Westbrook, and Portland, Dolley Farm combines neighborhood living with everyday convenience in one of Southern Maine's most desirable communities.
Courtesy: Maine Real Estate Experts
207-642-2100
1974 Single wide. New roof, washer, dryer, shed, windows, water heater, paint job, the list goes on. Move in condition. Call for a showing.
Courtesy: Landing Real Estate
207-775-7653
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 flows throughout the home. The cozy wood stove in the living room adds a touch of warmth and charm, making winter nights by the fire a delight. With a newer furnace and heat pumps, you'll enjoy optimal comfort year-round. An attic space is a bonus to this home offering space to store items or for more living space. The bedroom is equipped with views of the water, a walk in closet, and its own small deck entrance. A sunroom off the living room overlooking the water is perfect for relaxation or entertaining providing views of the water and great sunsets. Enjoy easy access to the water with two new paths leading to your private dock, ideal for fishing, kayaking, and canoeing adventures. Utilize the home for year round living, rental, or a family camp. Experience waterfront living at its finest in this exceptional property, where every detail has been thoughtfully curated for comfort and style. Located just minutes to downtown Windham and just over 30 minutes to Portland. Don't miss the full list of updates to this home. There is an RV on the property that is negotiable.
Courtesy: Plowman Realty Group
207-776-2130
This ranch style home is the only stand alone condo presently available in Windham. Built in 2018, it still has that brand new feeling. Aquatic Way is conveniently located just south of the North Windham strip, close to all the shopping and recreational activities offered by the Sebago Lake region, and an easy commute into Greater Portland. This ranch style condo offers single floor living with 1240sqft of comfort, an open floor plan, featuring a fully applianced kitchen with high end finishes, a living room, two large bedrooms, two baths, a laundry and lots of storage space. Large windows provide for a lot of light and wonderful views of the brook and wildlife. (Including two eagles who have made this area their home as well). Not enough?? This condo also has an additional 750sqft finished in the walkout basement. It is presently used as an office and a game room, but ready for your ideas! The condo is heated by clean and efficient natural gas, but also has Heat Pumps for cooling and alternative heat. The home also has an attached garage with direct entry to the living area.
Courtesy: Signature Homes Real Estate Group
207-838-8051
Step inside this beautifully maintained and updated split-level home featuring a separate ADU apartment. The main residence offers four bedrooms and two full bathrooms, an updated kitchen with new flooring, cabinets, and countertops, a one-car garage, and a wraparound deck that is partially covered. Additional highlights include generous attic storage and two large sheds. The first-floor bedroom has its own private entrance, making it ideal for a home office or flexible living space. The ADU apartment, added in 2015, includes a spacious bedroom, an open-concept kitchen and living area, a full bathroom, a laundry closet, a separate electrical panel, and a private entrance. Conveniently located in the heart of Windham, this property offers easy access to amenities while still providing a private and cozy setting. Don't miss this opportunity to own a four-bedroom, two-bath home with the added benefit of potential rental income from the one-bedroom ADU. Also Listed MLS #1649653 OPEN HOUSE Saturday, January 31st from 11-1!!
Courtesy: Maine Real Estate Experts
207-894-5722
This large treasured property has set preserved by a loving family for decades since the girl scouts used it for camping and swimming. This expansive property is just over 28 acres and offers an island out there in the river the kids used to camp on. One special feature of the property is that the river running down from Sebago Lake is sandy gravel and wonderful to wade, swim, boat and more, although the fish might swim up to see what you are. People here say there is about 7 miles of river wilderness up to Dundee Dam in one direction, down under the historic Covered Bridge through North Gorham Pond to Gambo Falls in the other direction and also out the Pleasant River. Heavily wooded with giant century old pines this property is quite unusual these days not to mention the pleasant smell of the pines. There also appears to be the possibility of substantial gravel deposits on the property. The existing 780sf cottage was built in the early 2000s by Woodcrafters of Maine. It offers a smaller living room with a wood stove, kitchen, good size bedroom, and bath on the first floor and a large area on the second floor with closets for a bedroom, loft, office. The home has a dug well and a 2 bedroom septic system. There is a tool garage and a music studio near the home as well. With 844 feet of road front according to Wayne Wood, the property might make a great compound, campground, subdivision or lot for that private spot. Such a convenient location with North Windham, Westbrook, Portland, Gorham and Gray just minutes away for shopping, health care and the interstate access.
Courtesy: Allied Real Estate
207-892-2214
This neat as a pin home has had extensive renovations by the current owners. The hardwood floors have recently been refinished, the bathroom redone and the kitchen has been renovated. There is an enclosed porch off the kitchen that could be easily heated by the existing ductwork. Out back is an attached deck overlooking the level & private back yard. The detached two car garage was rebuilt from the ground up within the last 5 years. This is a wonderful low maintenance home located South of the Shopping District.
Courtesy: Allied Real Estate
207-892-2214
Many uses possible for this home. Second floor of garage would make a great apartment or in-law . also the daylight basement has a separate entrance and could have many uses. Zoning allows for many uses.
Courtesy: A Team Realty
207-894-8484
Tucked away in desirable Sebago Heights, this beautifully designed home offers the perfect balance of privacy, space, and convenience—just minutes to Sebago Lake and an easy commute to Portland. Inside, you'll find 3 spacious bedrooms plus a finished attic that offers incredible flexibility and could easily be converted into a 4th bedroom, home office, or bonus space. The main living area features hardwood floors, soaring ceilings, an open layout, and abundant natural light, creating a warm and inviting atmosphere ideal for both everyday living and entertaining. Thoughtful design provides plenty of storage throughout. The fully finished walkout basement expands your living space even further—perfect for a family room, gym, or guest area. Step outside to enjoy a private yard on over an acre, offering room to relax, play, or entertain in a peaceful setting. A rare find in this sought-after location, this home truly checks all the boxes for space, functionality, and lifestyle.
Courtesy: Portland's Choice Realty, LLC
207-878-3035
OPEN SUNDAY JANUARY 11, 11:00 AM - 1:00 PM. Welcome to this beautifully maintained, recently built 3-bedroom, 2.5-bath contemporary Colonial with an attached two-car garage on just over an acre on land, plus a ROW to Highland Lake. The open kitchen, dining, and living area opens to a rear deck and front porch, perfect for morning coffee or evening gatherings. The primary suite features a private bath, tiled shower, and two large closets. The finished daylight basement offers a bright, flexible space for a home office, den, or additional living area, making it ideal for work, hobbies, or extra space to unwind. All with a short commute to the Greater Portland area or the Lakes Region. Schedule a visit today and see all this home has to offer!
Courtesy: Dream Home Realty LLC
207-300-4663
A Little Cape with Big Possibilities! Fall in love with this storybook 2-bedroom, 1-bath Cape in the heart of Windham — where small-town charm meets everyday convenience! Just a short stroll to shopping and local eats (yes, coffee runs just got easier!) and only 20 minutes to all the fun and flavor of Portland. Inside, you'll find gleaming hardwood floors, fresh new tile, and a completely new kitchen and bath — no updates needed, just move right in and enjoy! The full basement offers plenty of storage and space to grow, while the unfinished second floor is bursting with potential — think extra bedrooms, another bath, or your dreamy primary suite. Out back, a big sunny yard invites gardens, games, or gatherings, and the detached two-car garage keeps cars and gear cozy year-round. And here's the bonus — this property is located in a commercial zone, opening the door to endless possibilities! Live, work, or create your ideal home-based business right where you are. Close to Windham's many lakes and ponds, this charming Cape offers comfort, flexibility, and opportunity all in one — your Maine dream, with a dash of imagination!
Courtesy: Atienza Commercial & Residential Real Estate Brokers LLC
207-449-1511
Nestled in the sought after town of Windham, this charming 1,364 square foot ranch offers the perfect blend of location, comfort, and a peaceful setting. With three spacious bedrooms, 1 bathroom, sizeable kitchen, large windows providing abundant natural light, sunroom, and pellet stove. A new heating system was installed in 2024. This home features a well-designed floor plan ideal for daily living and entertaining. The kitchen overlooks the backyard, offering a sunny spot to enjoy your morning coffee. Inside, you'll find hardwood floors in the living room, a full basement for storage, washer/dryer and a potential 3rd bedroom and or a workshop. This home is secure with a full home alarm and camera security system and two home safes for your valubles. The detached two-car garage boasts plenty of space with a back office. Entertain family and friends with cookouts on your large back deck patio as well roasting marshmellows over the fire pit in your sizable secluded back yard surrounded by trees and an abundance of wildlife. You may even find yourself feeding deer and watching them graze from time to time. Another of many factors that makes this home truly special is its location. Enjoy the convenience of being close to in-town shops, dining, and community events, yet still tucked into a neighborhood that feels calm and welcoming. If you are looking to get-away, you're just: 10 minutes to Sebago Lake for boating, swimming, and summer fun. 15 minutes to Windham's shopping and dining district. 25 minutes to Portland for world-class restaurants, culture, and the Old Port. 45 minutes to skiing at Pleasant Mountain for winter adventure. Whether you're seeking a first home, a right-sized downsize, or a place with room to grow, this property offers the perfect balance of Maine lifestyle and everyday convenience.
Courtesy: Coldwell Banker Realty
207-773-1990
Welcome to the Parson Smith Homestead, a historically preserved 1764 home located on 124 acres of hayfields, forest, and river frontage. Formerly a house museum, it is a textbook example of colonial architecture. Featuring an interior finished in stages that depicts 4 distinct architectural periods; Georgian, Federal, Greek Revival, and Victorian. The grand staircase is flanked by formal parlors and the original hearth kitchen. Walking the wide-planked flooring, you step through the generations to sit by the fireplaces that warmed the prominent family who worked the original farm. The attic and basement are equally impressive, displaying hand hewn timbers and arched brickwork. Modern comforts have been added over the years, including the modern kitchen, baths, electrical, and forced hot water boiler. In addition to the carriage house, there is a detached 1810-1820 barn, salvaged from another historic Windham site, it was thoughtfully labeled, disassembled, moved to the property, and lovingly re-erected. The property consists of three open fields, presently managed and hayed by a local dairy farm. At the field's edge, amongst Maple trees tapped for syrup, a local beekeeper is cultivating queens in colorful hive boxes. The forest is held in tree-growth protection. On the river-side of the property, the land stretches down to water frontage on the Presumpscot River and surrounds the historic Smith-Anderson cemetery which is owned by the town of Windham and accessed by deeded easement. Complimenting the existing private trails, the Mountain Division Trail system is slated to expand along the existing railbed. The house is set amongst other grand homes on what is known as Windham's Historic Corridor along River Road, the thoroughfare offering an easy commute to Lakes Region recreation and the nearby cities of Westbrook and Portland. Come visit, explore, and fall in love with your new home!
Courtesy: Excellence Realty
207-200-4703
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.
Courtesy: Keller Williams Realty
207-879-9800
Charming one-level living ranch setback on 2.58 acres with beautiful sunsets from your porch. This spacious 3-4 bedroom home with 2.5-baths was built in 2009 and offers 1456 sq. ft. of main-level living space with hardwood and tile flooring throughout, custom built maple cabinetry with granite countertops and stainless steal appliances. Primary bedroom with full bath and 2 additional bedrooms. You'll enjoy grilling off the private back deck accessible from the glass sliders off the dining area. A washer & dryer room is just off the kitchen. It also includes an additional 1,017 sq. ft. of finished basement currently used as a family entertaining room, gym and guest bedroom with half bath plus just under 500 sq. ft. of storage area. This conveinent location combines private country living with easy access to downtown Windham (2.5 miles) and 11 miles to Portland, along with walking distance to the new Windham middle school. Please call today to schedule a private showing!
Courtesy: Swan Real Estate
207-879-6327
Beautiful Big Sebago Lake Sunsets from the comfort of your end unit condo in the sought after Whites Bridge Association. Enjoy access to private sandy beaches, tennis courts, and a boat slip. The condo itself offers wonderful views of the basin. The condo has 2 bedrooms and 2 bathrooms on the second floor. The first floor offers a half bathroom, living room, dining room and kitchen. The daylight basement offers another full bathroom and two more rooms. There is is private patio overlooking the lake also! All this is located minutes from Windham shops and restaurants and a short drive to Portland.
Courtesy: Keller Williams Realty
207-879-9800
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!
Courtesy: Keller Williams Realty
207-879-9800
Price improvement! Welcome to 1 Matinicus Way — a charming, low-maintenance single level condo offering comfort, and convenience. This 2-bedroom, 1.5-bath unit features 767 square feet of thoughtfully designed living space, an attached one-car garage, and a bonus enclosed 3-season sunroom perfect for enjoying your morning coffee or unwinding in the evening. The open-concept layout connects the kitchen, dining, and living areas seamlessly, creating a cozy and functional flow for everyday ease. Tucked in a quiet 55+ Windham association just minutes from shopping, dining, trails, and lakes. This condo is a peaceful retreat with quick access to all that the Lakes Region and Greater Portland features. Schedule your showing today and discover the lifestyle this welcoming condo has to offer!
Courtesy: Coldwell Banker Realty
207-773-1990
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 designer kitchen featuring Corian countertops, stained cabinets, quality appliances, and a gas cookstove. The primary suite includes a walk-in closet and a spacious full bath with a custom-tiled shower and laundry area. Just off the living room, a graceful oak staircase with balusters leads to the second floor, where you'll find two spacious bedrooms with oak hardwood floors, walk-in closet, and a full bath with a tub and tiled floor. Additional highlights include abundant closet space, a full walk-out daylight unfinished basement, a gas on-demand water heater, a Viessmann boiler, underground electric, a large deck off the kitchen, and a landscaped entry with a covered front porch. All of this is set on a quiet two-acre lot just minutes from Riding to the Top Farm and under 20 minutes from Portland. GPS use 21 Land of Nod Road (see sign abuts property)
Courtesy: www.HomeZu.com
877-249-5478
This nearly complete Cottonwood Colonial features 3 Bedrooms, 2.5 Bathrooms, and an open-concept first floor. Upstairs, there are three bedrooms, including a primary bedroom with an ensuite bathroom and a walk-in closet, two guest bedrooms, and a full bathroom. All 13 homes on Shepherd Lane will have city water and will be well-appointed with luxury vinyl flooring and tile on the 1st floor, Quartz countertops in the kitchen, and full basements. Welcome to Shepherd Lane, Windham's newest subdivision! Located off Falmouth Road, Shepherd Lane is convenient to Portland and all that the Lakes Region has to offer. Four plans are available that will meet your budget and needs. *All photos may be shown with available upgrades. 22 Acres includes house lots and common space for the subdivision.
Courtesy: Locations Real Estate Group LLC
207-805-1811
Newly completed Windham home is located only minutes to Portland in an established neighborhood with no fees! This beautifully crafted, turnkey Colonial-style home is ready for you to move in and make it your own! Step inside to discover an open and airy main level, featuring a bright, modern kitchen with brand-new stainless steel appliances, and gorgeous granite counters. Enjoy the warmth and efficiency of radiant heat throughout the entire main level with these stunning concrete floors you will fall in love with. The first floor also includes a versatile bonus room with closet, ideal for a home office, or a playroom, along with a full bathroom for added convenience. Upstairs, the spacious primary bedroom suite offers a peaceful retreat with dual vanities, two walk-in closets, and plenty of natural light. Two additional bedrooms share a well-appointed full bathroom, and the second level also features a conveniently located laundry area to make daily chores a breeze. Enjoy your private deck with stairs leading to a huge back yard Ideally located just minutes from the Maine Turnpike and Sebago Lake, this home offers the perfect blend of convenience and tranquility.
Courtesy: Your Home Sold Guaranteed Realty
207-629-9211
Move-in ready and recently remodeled, this low-maintenance Windham split-entry sits on just under a half-acre and offers modern efficiency throughout—all just 25 minutes from Portland and less than an hour to the lakes, beaches, and recreation Southern Maine is known for. Major improvements completed within the last 12 months include new decking, new fencing, exterior doors, new gutters, new garage door system, and a brand-new septic system. Multiple heat pumps provide efficient heating and cooling, complemented by a new heat-pump hot water heater and a heat-pump combo washer/dryer. Inside, enjoy fresh paint, an updated bath, new windows, and a completely redesigned kitchen with stainless steel smart appliances (Samsung Bespoke Line). 4th bedroom option in the lower level with recent addition of egress window (3BR septic). There's truly nothing left to do except move in and enjoy. This Certified Pre-Owned Home has been thoroughly inspected, and you'll receive the detailed building inspection at no cost - no surprises here! Plus, enjoy peace of mind with a 12-month Home Warranty and a 12-month Satisfaction Guarantee: Love this home, or we will sell it for you for free! Conditions Apply. A pre-listing title search was performed to confirm clear title. This property is ready to go!
Windham is located in Maine. Windham, Maine has a population of 18,343. Windham is more family-centric than the surrounding county with 31.21% of the households containing married families with children. The county average for households married with children is 30.7%.
The median household income in Windham, Maine is $86,794. The median household income for the surrounding county is $80,679 compared to the national median of $69,021. The median age of people living in Windham is 40.7 years.
The average high temperature in July is 79.4 degrees, with an average low temperature in January of 10.8 degrees. The average rainfall is approximately 49.3 inches per year, with 74.3 inches of snow per year.
