Windham ME Real Estate & Homes for Sale

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Beds:
2
Baths:
1.00
Sq.Ft.:
810
Status:
NEW LISTING
MLS#:
1627848
Type:
Single Family
Subdivision:
North Vista Dr Road Association
Lot size:
0.88 Acres
Year built:
1950
A broker reciprocity listing Courtesy: King + Miller Real Estate 207-805-3716
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ADDITIONAL INFORMATION

A brook running through your privately positioned property. Deeded right-of-way to Highland Lake a short dash down the road. This cute 2-bedroom, 1-bath Windham ranch will have you loving life through every season! The open layout lends nicely to seamless socializing, making chats while cooking in the kitchen & catching the latest entertainment in the living room a breeze. Staying cool in the summer and warm in winter is easy thanks to the heat pump and cozy wood stove. Cheerful accommodations await among the two bedrooms. Working from home? The office/multi-use room is ready to serve. A full bathroom rounds out the main floor. Below deck, the basement offers space for your stuff as well as a washer/dryer for daily chores. Outside, the deck, firepit, and yard tucked into the trees feel like a personal sanctuary. Toys, tools & firewood all have a home in the outbuilding + woodshed. Highland Lake adventures await just a quick stroll down the street. With Windham and Falmouth's endless amenities nearby and a short drive to Portland, you'll always have everything you need. This home is ready to light up your life!

Beds:
2
Baths:
2.00
Sq.Ft.:
952
Status:
NEW LISTING
MLS#:
1627662
Type:
Other
Year built:
1987
A broker reciprocity listing Courtesy: Dan Anderson Real Estate, Inc. 207-878-3206
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ADDITIONAL INFORMATION

Are you ready to live in a quiet (over 55) park that is walking distance to Windham shops, and close to the Lakes region and Portland too? Don't miss this updated Mobile home on a sunny corner lot....with very low lot fees too! The kitchen updates include newer countertops, and a new sink. During those colder nights, sit in the living room by cozy fireplace. Two full baths add to the convenience, along with a sun-filled deck and nice lawn. You won't find a great value like this in Cumberland County. A must-see.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,118
Status:
NEW LISTING
MLS#:
1626930
Type:
Single Family
Subdivision:
Anglers Road
Lot size:
2.7 Acres
Year built:
1990
A broker reciprocity listing Courtesy: Five Star Realty 207-939-6971
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ADDITIONAL INFORMATION

Privacy galore, perfect for entertaining, and just a few minutes from everything in Windham. This custom crafted home has been meticulously maintained and continually updated. The open concept kitchen has plenty of seating and opens through a newly finished sunroom to the large decks and patio with a gazebo, granite high-top bar, extra covered canopy seating, and stone patio with a built in fire pit. The large master suite has it's own balcony for relaxing with your morning coffee watching the deer pass through. 3 bedrooms, 2 baths, and an additional finished room/space in the basement. The oversized 2-story garage has plenty of room for all your toys. Extra storage for motorcycles and could easily hold 4 cars. There is also deeded access just around the corner to Pettingill Pond. Direct access to the snowmobile/ATV trail systems. Continue down Anglers Road just a short distance to Little Sebago Lake's public boat launch. This is a must see property to truly appreciate all it has to offer.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,874
Status:
NEW LISTING
MLS#:
1627641
Type:
Single Family
Lot size:
1.3 Acres
Year built:
2001
A broker reciprocity listing Courtesy: Pine Tree Realty of Maine 207-893-8006
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ADDITIONAL INFORMATION

Well maintained home both inside and out. Open concept Kitchen / Living room making for a great entertainment area. Granite counters and tons of cabinets, Sun drenched home make it a cheery atmosphere. Off the kichen is a slider leading to a private deck and back yard. Have your coffee and listen to che chicadees sing. 2 bedrooms on the first floor. The basement can be used for several purposes. Completely finished efficiciency unit in basement for overflow. Less than 3 minutes to shopping/ Restaurants/ Highway/ Golf/ Pleasant mountain/ Lakes region and endless recreational activities the Lakes Region has tyo offer. Don't miss out on this, move-in ready home Please use showing time to set up showings

Beds:
5
Baths:
2.00
Sq.Ft.:
2,093
Status:
NEW LISTING
MLS#:
1626946
Type:
Single Family
Lot size:
0.66 Acres
Year built:
1950
A broker reciprocity listing Courtesy: Coldwell Banker Realty 207-282-5988
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ADDITIONAL INFORMATION

Welcome to 5 Emerald Way - a recently updated 5-bedroom, 2-bathroom ranch tucked away on a quiet dead-end private road, yet right off Route 302 and minutes from Sebago Lake. On the main floor, the home features - a front tiled mudroom, semi-open kitchen & living space, an updated main floor bath (2023), 3 bedrooms and plentiful closet space. Downstairs you will find 2 bedrooms, laundry area, full bathroom, and a large storage room w/ built in utility room. The home has had many recent updates including interior painting, new vinyl flooring and a generator hook up to name a few... Enjoy outdoor living with a front patio and a private back deck - perfect for entertaining or relaxing in peace. Located just 5 minutes to North Windham's shopping centers, restaurants, schools and only 25 minutes to downtown Portland... This home strikes the perfect balance of comfort and convenience.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,152
Status:
NEW LISTING
MLS#:
1627499
Type:
Single Family
Lot size:
0.97 Acres
Year built:
1967
A broker reciprocity listing Courtesy: Pine Tree Realty of Maine 207-893-8006
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ADDITIONAL INFORMATION

Nestled on nearly an acre of land, this 1,152 sq ft ranch offers the perfect blend of opportunity and potential. Located in a desirable Windham neighborhood, the home features three comfortable bedrooms and a functional layout, just waiting for your personal touch.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,584
Status:
NEW LISTING
MLS#:
1627425
Type:
Condo
Subdivision:
Sebago Lake Condominium Association
Lot size:
0.15 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Allied Real Estate 207-892-2214
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ADDITIONAL INFORMATION

Large end unit with 33' of the unit facing the water. (Most units have 14'). Every room has water views and there is a full-length deck, with awning, overlooking the lake. The two bedrooms are very large and each has a full bath. There is a 300' sand beach with a dock plus a full tennis court for residents.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,632
Status:
NEW LISTING
MLS#:
1627172
Type:
Condo
Lot size:
0.3 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Keller Williams Realty 207-879-9800
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ADDITIONAL INFORMATION

Welcome to your brand-new, stand alone, colonial-style condo, where thoughtful design & quality craftsmanship come together. This spacious 3-bedroom, 2.5-bathroom home features an open-concept 1st floor with a bright, flowing layout—ideal for both everyday living & entertaining. Upstairs, the primary suite serves as a relaxing retreat, complete with an en-suite bathroom, while two additional bedrooms & a full bath provide ample space for guests, family, or home office. Enjoy the added bonus of efficient heat pumps providing both heating & air conditioning for year-round comfort and energy savings as well as the convenience of a direct-entry, attached 1-car garage. Nestled alongside a tranquil brook, this home offers opportunities for recreational water play & fishing just steps from your backyard. Step outside to your private patio & unwind to the soothing sounds of nature. Perfectly located—just 25 min to Portland, 10 min to Windham's shops and restaurants, and on your way to beautiful Sebago Lake—this condo offers low-maintenance living in a scenic, convenient location. Don't miss the opportunity to make this move-in-ready, newly built condo your own!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,418
Status:
NEW LISTING
MLS#:
1626727
Type:
Condo
Lot size:
0.43 Acres
Year built:
2021
A broker reciprocity listing Courtesy: Keller Williams Realty 207-879-9800
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ADDITIONAL INFORMATION

Perfect Blend of Style, Comfort and Convenience! Welcome to 13 Junco Drive where HOA covers exterior maintenance- You just sit back and relax! Situated in a sought-after area with direct access to Walking, Hiking, & Skiing Trails-Perfect for Nature Lovers-this elegant condo boasts a well laid out living space with 3 bedrooms, 2.5 bath, 1 car garage and a full, unfinished basement for extra storage or future room! First floor balances functional spaces with room to relax and features an open porch, living room, eat-in kitchen with premium finishes and ample storage space, powder room, and serene backyard deck- A fabulous flow for everyday living and entertaining! Primary Bedroom is located on the second floor and features walk-in closets, an en suite bathroom and abundance of natural light. Second floor completes with 2 additional bedrooms, 2nd full bathroom and a laundry room. You will love the updates including 2 heat pumps, storm door, serene backyard deck, blinds (on all windows and the sliding door from kitchen to the deck), & security system. Enjoy the close proximity to the Lake Sebago, Shopping Centers, Restaurants, Portland, Portland Jetport (about 10 miles), Portland Transportation Center(about 10 miles), South Portland, Maine Medical Center(about 12 miles), Westbrook, Gorham and much more! Come and experience luxury living at its best!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,176
Status:
NEW LISTING
MLS#:
1626969
Type:
Single Family
Lot size:
0.55 Acres
Year built:
2017
A broker reciprocity listing Courtesy: Your Home Sold Guaranteed Realty 207-629-9211
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ADDITIONAL INFORMATION

Seller to review offers Wednesday 6/25/25 at 5PM, and respond to offers by Thursday 6/26/25 5PM. Wonderfully Maintained Ranch In A Desirable Windham Neighborhood. Open concept kitchen/living/dining area, great backyard, primary bedroom suite with attached full bath. Spacious kitchen with cathedral ceilings, center island, and sharp black Whirlpool appliances. Wood and tile flooring, back deck overlooks a great backyard. Gas fireplace in the living room. Full basement sets up well to be finished to add more living space. Many financing options available including no down payment loans and low down payment loans for qualified buyers.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,287
Status:
NEW LISTING
MLS#:
1626802
Type:
Condo
Subdivision:
Mineral Spring Condominium Association
Lot size:
0.34 Acres
Year built:
2024
A broker reciprocity listing Courtesy: Keller Williams Realty 207-879-9800
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ADDITIONAL INFORMATION

This newly built Sebago Lake property is set in a one of the area's most sought-after neighborhoods. Ideally situated, it provides easy access to shopping, restaurants, skiing, and a wide range of water sports and outdoor recreation. The main floor features high ceilings, expansive windows and white oak hardwood flooring throughout. A spacious living room with a gas fireplace offers partial water views and opens to a glass-enclosed balcony—perfect for morning coffee or watching sunsets. The kitchen is equipped with a large granite island, stainless steel appliances including a 36'' gas stove, custom cabinetry, pantry, and a built-in desk for organization. Tailor-designed closets are thoughtfully integrated throughout the home for efficient and stylish storage. Just off the kitchen, the formal dining room features double doors leading out to granite steps and a private backyard area—ideal for entertaining. Upstairs, two bedrooms, a full bath, and a laundry area sit beneath large windows that fill the space with natural light. The lake-facing primary suite includes an en-suite bathroom, and custom designed closets. Additional features include a dedicated home fitness area off the mudroom, a garage with built-in cabinetry for organization and efficient storage, and a whole-house generator. Smart home technology enhances the 'lock and leave' lifestyle with smart lighting, thermostats, locks, and a video-equipped smart garage system. Enjoy three different access points to Sebago Lake, including one just across the street that offers a sandy beach, dock access, and the option for your own boat mooring. A large common waterfront area, along with designated storage for your boat and trailer year round.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,195
Status:
NEW LISTING
MLS#:
1626901
Type:
Single Family
Lot size:
1.84 Acres
Year built:
2015
A broker reciprocity listing Courtesy: Landing Real Estate 207-775-7653
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ADDITIONAL INFORMATION

Beautifully maintained Colonial on a spacious and private lot offers the perfect blend of comfort, style, and convenience. Inviting open-concept layout filled with natural light. First-floor primary bedroom features a full en-suite bath, offering convenience and privacy, while the second-floor laundry adds everyday practicality. Enjoy outdoor living at its finest with a spacious backyard complete with a relaxing hot tub, fire pit, and plenty of room for entertaining. Oversized, detached two-car garage provides ample storage and workspace. Ideally located just 20 minutes from Greater Portland and close to local shops, restaurants, and amenities.

Beds:
5
Baths:
5.00
Sq.Ft.:
4,463
Status:
NEW LISTING
MLS#:
1626801
Type:
Single Family
Subdivision:
Windemere
Lot size:
1.51 Acres
Year built:
1989
A broker reciprocity listing Courtesy: Waypoint Brokers Collective 207-804-2012
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ADDITIONAL INFORMATION

Lakeside luxury meets everyday comfort in this custom-built home designed for living, relaxing, and entertaining—all just a stone's throw (or golf cart ride) from Sebago Lake. Set in one of the area's premier communities, this spacious 5-bedroom, 4.5-bath home offers a perfect blend of elegance and practicality, with a layout that flows beautifully from one inviting space to the next. The grand entry opens to cathedral ceilings, a formal living area with fireplace, and a bright, open kitchen featuring Viking appliances, a wine cooler, and beautiful views of the lake. A cozy den provides the perfect spot to unwind, while the sun-drenched dining area is made for memorable meals with family and friends. The newly renovated primary suite is a true retreat: radiant heated floors, a dual-head walk-in shower, air jet soaking tub, and custom walk-in closet deliver spa-like comfort. The first-floor full bath and laundry/mudroom have also been stylishly renovated for everyday ease. Remote work is a breeze with not one, but two home office options—choose between the elegant rotunda office or a more private lower-level workspace with its own sauna. Downstairs also features a full bar with granite countertops, sink, dishwasher, and keg fridge—plus direct access to a private patio, ideal for game day gatherings or evening cocktails. Additional highlights include mini-splits for efficient heating and cooling, updated lighting throughout, an irrigation system, invisible fence, and race deck flooring in the garage. Step outside onto the expansive composite deck with plexiglass railings—perfect for soaking in the sunshine and lake views. And when you're ready to explore, enjoy three association beaches, tennis courts, a boat launch, and a mooring included with the marina! Only 2 minutes to the town center and Richardson's Marina, 40 minutes to Pleasant Mountain, and a straightforward commute to Portland—this is more than a home, it's a lifestyle by the lake

Beds:
3
Baths:
3.00
Sq.Ft.:
2,628
Status:
Active
MLS#:
1626456
Type:
Single Family
Subdivision:
Sabatus Lane
Lot size:
0.7 Acres
Year built:
2020
A broker reciprocity listing Courtesy: Keller Williams Realty 207-879-9800
View additional info

ADDITIONAL INFORMATION

Introducing 40 Sabatus Lane in Windham—a beautifully built colonial that blends timeless design with modern comfort, set on a private lot just minutes from Sebago Lake. Constructed only four years ago, this move-in-ready home has been thoughtfully upgraded inside and out to elevate everyday living. Inside, a welcoming entryway with built-in coat hooks and shelving sets the tone for a home crafted with both function and style in mind. The main level features an open-concept layout with freshly repainted kitchen cabinetry, a custom pantry, and new recessed lighting with dimmer controls—perfect for relaxed evenings or entertaining guests. Most windows are outfitted with custom blinds, adding warmth and privacy throughout. Upstairs, the primary suite includes custom-lit closets and elegant wall sconces, creating a calm and comfortable retreat. A newly finished bonus room above the garage adds even more flexibility—ideal as a home gym, entertainment center, or fourth bedroom. Additional bedrooms provide versatile space for guests, family, or a home office. Step outside to a newly built 12x12 deck—ideal for summer gatherings or quiet mornings in the sun. Exterior upgrades include front landscaping with granite steps, a paver walkway, and a granite mailbox post. A generator hookup offers added peace of mind, and invisible fencing outlines the yard, ready for pets. The garage has been enhanced with hanging storage to keep things organized year-round. Tucked at the end of a quiet dead-end street and just minutes from Dundee Park, Sebago Lake, and Windham's town center, 40 Sabatus Lane offers the perfect blend of privacy, practicality, and charm.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,528
Status:
Active
MLS#:
1626381
Type:
Single Family
Lot size:
0.37 Acres
Year built:
1930
A broker reciprocity listing Courtesy: EXP Realty 888-439-8743
View additional info

ADDITIONAL INFORMATION

Welcome to 40 Claman Drive, a charming and well-maintained 2-bedroom, 2-bathroom home nestled just one street away from the crystal-clear waters of Sebago Lake. This inviting property offers deeded dock and lake access, making it a dream for boating, swimming, and year-round recreation. Set on a spacious lot, this home provides plenty of room to relax, entertain, or enjoy outdoor activities. Step out back to the large deck, perfect for summer barbecues, morning coffee, or simply unwinding while taking in the peaceful surroundings. Inside, you'll find an open and functional layout with comfortable living spaces, including a bright kitchen, cozy living room, and a full bath on each floor for added convenience. The oversized two-car garage features a full second level with potential to be finished into a bonus room, studio, or guest space—offering plenty of flexibility for your needs. Whether you're looking for a year-round residence, vacation getaway, or investment opportunity, 40 Claman Drive combines location, lifestyle, and potential. Enjoy all the perks of Sebago Lake access and a shared dock—just a short walk away.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,314
Status:
Active
MLS#:
1626361
Type:
Condo
Subdivision:
The Cove at Highland Lake
Lot size:
36 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Verani Realty 888-723-0306
View additional info

ADDITIONAL INFORMATION

NEW CONSTRUCTION CONDO NOW AVAILABLE FOR SUMMER OCCUPANCY - MUST SEE ONE OF A KIND DEVELOPMENT! Welcome to The Cove at Highland Lake: where low maintenance lake-life meets Portland-proximate convenience! The Freeport floorplan, our largest single level 2 Bed/2 Bath floor plan comes standard with 1340+/- sq ft, a large open concept living area with a spacious kitchen, soft-close cabinetry, Energy Efficient LED Lighting & Appliances. 22 Daybreak features a floor to ceiling Gas Fireplace feature, Upgraded Cafe Appliance Package, Light & Bright Granite and Quartz Countertops, Finished Basement with an additional bed and full bath, and 9Ft ceiling height! Custom tiled showers, spa like bath fixtures, and cathedral ceilings ensure your condo is well appointed and beaming with natural light. 18 x 12 (approximate) Primary Suite with double vanity bath and a walk-in closet. The Freeport also boasts a large front porch and an oversized single stall attached garage with extra room for storage. Community Amenities to Include: Tennis & Pickle Ball court, two-level clubhouse with fitness center, full kitchen and function/meeting space, private access to the 53 acre parcel with over 6000 feet of nature trails, 585 feet of lake front to carry in kayaks, canoes and paddle boards, plus a community maintained dock. Located JUST 10 MILES from Downtown Portland, residents will enjoy UNBEATABLE proximity to top rated health care and hospitals, Maine's finest dining and endless entertainment options. Have you ever imagined a life immersed in nature full of boating, skiing, golf, shopping, dining, sports & activity clubs, and LOW MAINTENANCE? The way 55+ life should be can be found here in The Cove at Highland Lake!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,692
Status:
Active
MLS#:
1626314
Type:
Single Family
Subdivision:
Majestic Woods
Lot size:
0.69 Acres
Year built:
2020
A broker reciprocity listing Courtesy: Locations Real Estate Group LLC 207-805-1811
View additional info

ADDITIONAL INFORMATION

Welcome to 7 Revolution Drive! A Turn-Key property nestled in the highly sought after and coveted Majestic Woods community. Step into this beautifully maintained Brush & Hammer home, offering 3 bedrooms, 2.5 baths, and over 2,500 square feet of thoughtfully designed living space. This 2020-built residence offers the rare combination of community charm with enhanced privacy - with only one direct neighbor and serene wooded views behind. The moment you enter you will be welcomed by 9-foot ceilings, and a sun-drenched open-concept layout. The main floor features oak-toned engineered hardwood flooring and a chef-inspired kitchen, equipped with floor-to-ceiling soft close cabinetry, quartz countertops, stainless steel appliances, a gas range, wine/beer fridge, and under cabinet lighting. The adjacent living room is anchored by a gas fireplace, perfect for cozy New England winters. Upstairs, the primary suite provides a tranquil retreat with a walk-in closet and private en-suite bath. Two additional spacious bedrooms, a second full bathroom, and convenient laundry room complete the upper level. Each room is outfitted with custom pull-down blinds, blending function and style. The finished lower level offers versatile space ideal for a home office, den, gym, or playroom - tailored to your lifestyle needs! Step outside to enjoy the expansive front lawn, large back deck, and picturesque backdrop of mature pine trees and solar powered lighting along the railing, offering a peaceful and private setting for outdoor living and entertaining. Additional features include: 12kW standby whole house Kohler generator, regularly serviced and maintained water filtration system, and three efficient heating sources: Viessmann boiler, mini-split heat pumps, and gas fireplace. This home is in impeccable better-than-new condition. Experience luxury and efficiency. Schedule your private showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,331
Status:
Active
MLS#:
1626199
Type:
Single Family
Lot size:
2.6 Acres
Year built:
2007
A broker reciprocity listing Courtesy: Allied Real Estate 207-892-2214
View additional info

ADDITIONAL INFORMATION

An actual ''House of Seven Gables'' is now for sale in Windham. This home shows very well and has 1,000 SF on the second floor of the garage that could be finished for an ADU or many other living spaces. The lot is mostly lawn and there is an above ground pool, a large deck and a pond down by the brook.

Open House:

Friday, 6/27 3:00-5:00PM

More Open House Info >

Beds:
3
Baths:
2.00
Sq.Ft.:
1,920
Status:
Active
MLS#:
1626188
Type:
Condo
Lot size:
0.95 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Duston Leddy Real Estate 207-289-2291
View additional info

ADDITIONAL INFORMATION

Welcome to this spacious 3-bedroom, 2-bath condo nestled in a desirable Windham neighborhood. As an end unit, it offers added privacy and a unique layout featuring a front-to-back living room and a separate dining room. Inside, you'll find hardwood floors, a cozy wood-burning fireplace in the living room, and a warm, inviting flow that makes the space feel like home. Enjoy outdoor living with a private deck overlooking a large backyard—perfect for relaxing or entertaining. The attached one-car garage adds convenience year-round. A great blend of comfort, space, and location, this home is ready to welcome its next owners. Open House Sunday, 6/15 11am-1pm.

Beds:
2
Baths:
2.00
Sq.Ft.:
964
Status:
Active
MLS#:
1626062
Type:
Condo
Subdivision:
Woodside Condominium Retirement Community
Lot size:
11.44 Acres
Year built:
2021
A broker reciprocity listing Courtesy: A Team Realty 207-894-8484
View additional info

ADDITIONAL INFORMATION

Discover the perfect blend of comfort, convenience, and carefree living in this stunning 2-bedroom, 2-bath condo, ideally situated in Windham's premier 55+ association. Skip the hassles of new construction—this beautifully maintained, like-new unit offers an efficient open floor plan designed for easy, maintenance-free living. Step inside to find a bright and sunny kitchen featuring a spacious center island, stainless steel appliances, large pantry and cathedral ceilings. The inviting living room opens directly to the rear deck—perfect for relaxing or entertaining. The primary suite has a generous walk-in closet, while the second bedroom offers flexibility as a guest room, den, or home office. The unfinished basement area provides ample storage or potential for additional living space. Plus, there is a handy 1-car attached garage with direct entry for ease. Modern upgrades include an efficient heat pump for year-round comfort, plantation shutters, storm doors, tile kitchen backsplash, exterior gutters, upgraded lighting and plumbing fixtures as well as thoughtful additional touches throughout. You'll love the easy access to lakes, recreation, and all the amenities of the Lakes Region.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,903
Status:
Active
MLS#:
1625948
Type:
Single Family
Lot size:
0.94 Acres
Year built:
2006
A broker reciprocity listing Courtesy: F.O. Bailey Real Estate 207-781-1111
View additional info

ADDITIONAL INFORMATION

Charming Lakefront Living at 44 Brentwood Road, Windham, ME Discover the perfect blend of comfort, style, and convenience in this beautifully maintained and newly renovated single-family home nestled on the serene shores of Highland Lake. Built in 2006, 44 Brentwood Road offers 1,903 square feet of thoughtfully designed living space, featuring 2-3 spacious bedrooms and 2.5 bathrooms. There is one room currently used as a sitting area/office that could be a 3rd bedroom. The septic system is designed for 3 bedrooms... Situated on a generous 0.94-acre lot, the property provides exceptional privacy and outdoor enjoyment with over 50 feet of direct lake frontage—perfect for swimming, kayaking, fishing, and year-round recreation. Enjoy the peaceful setting of lakefront living while being just minutes from Windham's vibrant town center, offering shopping, dining, and entertainment options. Inside, you'll find a bright, open-concept main living area with large windows that capture picturesque water views, complemented by high-quality finishes throughout. Whether you're seeking a full-time residence or a seasonal escape, this home offers the ideal balance of relaxation and convenience. IF GARDENING IS YOUR PASSION THEN LOOK NO MORE!!! This property has incredible landscaping, a wide variety of fruit trees, gardens capable of growing any vegetable of flower you desire!!! Highland Lake is a true hidden gem—approximately 2.5 miles long and perfect for boating, fishing, water skiing, or simply enjoying nature. Located just minutes from downtown Portland and the Portland International Jetport, this home combines lakeside tranquility with city accessibility. Don't miss this rare opportunity to own a slice of one of Windham's most desirable and peaceful lakefront communities. Schedule your private showing today and experience the very best of Maine lakeside living!

Beds:
4
Baths:
4.00
Sq.Ft.:
3,556
Status:
Active
MLS#:
1625785
Type:
Single Family
Lot size:
0.56 Acres
Year built:
1960
A broker reciprocity listing Courtesy: Judy George Realty 207-319-2445
View additional info

ADDITIONAL INFORMATION

Timeless elegance meets contemporary luxury in this exceptional mid-century modern lakeside retreat, meticulously expanded and renovated in 2023. 3 separate parcels were thoughtfully merged to create this extraordinary .56-acre estate. Mature privacy trees envelop the property and a protected 9-acre conservation parcel across the road ensures long term tranquility. Ideally positioned at the entrance of Little Sebago Lake's serene Banjo Cove, the property boasts 152 ft of pristine, private waterfront, flat beach , personal dock, and convenient boat access to the entire 7 mile lake! Banjo Cove is renowned for it's sandy bottom and crystal-clear waters, perfect for swimming, fishing and relaxing! The extensive renovation in 2023 introduced 940 sq ft of curated living space, featuring a vaulted gourmet kitchen and adjoining keeping room. Culinary enthusiasts will delight in premium Viking appliances, an expansive eight-foot island, and a gas fireplace. The bathrooms exude luxury with marble finishes, glass-enclosed showers and a soaking tub. 3 sets of elegant double-glass sliding doors seamlessly connect the kitchen and dining areas to the spacious outdoor deck—ideal for entertaining large groups and reveling in breathtaking lake vistas. The walk-out lower level provides versatile living space, featuring a family and billiard room, kitchenette, 4th bedroom, laundry, full bath, and ample storage. This area, with private entrance, can also be employed as a separate guest suite or income-generating Airbnb rental. Modern conveniences include a Generac whole-house generator and 3 efficient heat pumps, ensuring year-round comfort and dependability. This home is conveniently situated just 10 minutes from I-95, 30 minutes from Portland Jetport, and 2 hours from Boston. Outdoor enthusiasts will enjoy endless recreational opportunities, from hiking and biking to skiing and snowmobiling. A rare opportunity to begin lakefront memories of a lifetime

Beds:
3
Baths:
2.00
Sq.Ft.:
2,001
Status:
Active
MLS#:
1625272
Type:
Single Family
Subdivision:
Riverside Ridge Road
Lot size:
1.15 Acres
Year built:
2017
A broker reciprocity listing Courtesy: Landing Real Estate 207-775-7653
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ADDITIONAL INFORMATION

OPEN HOUSE - Saturday, 6/7, 11am-1pm. Don't miss this beautifully maintained home nestled on a spacious and attractively landscaped lot in a highly convenient location. This property offers a perfect blend of comfort, functionality, and outdoor enjoyment. Large, open-concept kitchen and living room ideal for entertaining and everyday living. The kitchen features oversized island with granite countertops. Hardwood and tile flooring throughout the main living areas. Primary bedroom has a private full bathroom. Finished space in the lower level for additional living areas. Large back deck perfect for gatherings, and an above-ground pool for summer fun. Attached 1-car garage and additional detached 2-car garage with a walk-up second floor, offering plenty of room for storage, a workshop, or a future studio space. Move-in ready, efficient home combines comfort, style, and practicality—all in a location that makes everyday errands and commuting a breeze.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,656
Status:
Active
MLS#:
1625031
Type:
Single Family
Lot size:
2.4 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Landing Real Estate 207-775-7653
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ADDITIONAL INFORMATION

Showcasing exceptional craftsmanship throughout, this home is a true testament to quality and detail. Blending classic charm with modern updates, this thoughtfully restored home is a rare find-located just minutes from the heart of Windham. Step inside to discover a bright and airy open-concept living area that seamlessly flows to the kitchen and dining areas, perfect for both relaxing and entertaining. The newly updated kitchen features stylish cabinetry, contrasting a subtle pop of color, brand new stainless steel appliances, and generous amount of counter space. Just off the kitchen, a conveniently located laundry area adds ease to your daily routine. Filled with custom built-ins and inviting nooks, this home radiates warmth and character in every sun filled room. The spacious primary suite offers a peaceful retreat with it's own private bathroom, while two additional bedrooms provide flexibility for guests, a home office, or a growing family. Out back, you'll find a spacious yard that's ready for your personal touch. Just imagine the possibilities—this expansive and private outdoor space, set on a generous lot, offers the perfect canvas to bring your vision to life. Whether you dream of creating lush garden beds, adding a patio or fire pit for entertaining, a play area by the swing in the trees, or simply designing your own peaceful outdoor sanctuary, there's plenty of room to make it your own. This home also comes equipped with two inviting porches—perfect for quiet mornings, evening unwinding, and everything in between. All within just minutes from the schools, lakes, and local dining, this Windham gem combines comfort, convenience, and timeless appeal. Don't miss your chance to make this special and unique home your own! ***Showings to begin after the Open House on 6/7***

Beds:
3
Baths:
3.00
Sq.Ft.:
2,580
Status:
Active
MLS#:
1625439
Type:
Single Family
Lot size:
0.42 Acres
Year built:
1974
A broker reciprocity listing Courtesy: Keller Williams Realty 207-879-9800
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ADDITIONAL INFORMATION

Welcome to 27 Lake Avenue, a stunning 3-bedroom, 2.5-bath chalet-style home with 2,580 square feet of beautifully finished living space and deeded right of way to Sebago Lake—complete with shared dock and private boat morring access just across the street. Designed for comfort and lake life, this home features an open-concept kitchen, dining, and living area with cathedral ceilings, a cozy gas fireplace, and a double set of sliders leading to an expansive deck with breathtaking sunset views. The kitchen is a dream for entertaining, featuring granite countertops, stainless steel appliances, and a large center island. The first-floor primary suite offers ease and privacy, while the finished daylight basement adds flexibility with a spacious family/media room, two sizeable bedrooms, and walk-out access to a private patio area. Enjoy seasonal water views, mature landscaping, and outdoor living at its best. Additional highlights include a large two-car garage with storage above, hardwood and tile flooring throughout, and beautifully maintained grounds. Located just 40 minutes from Portland and the Jetport, and close to Seacoast Adventure, shopping, dining, and I-95, this property offers the perfect balance of relaxation and convenience. Whether you're looking for a year-round home or a lakeside getaway, this is your opportunity to own a piece of Maine's most iconic lakefront living.

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Andrea D. Conner, License DB922721, Xome Inc., License AC90602770, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2025 Maine Real Estate Information System, Inc. All Rights Reserved.



Windham Real Estate

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.

Windham Weather

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.

Windham Map

Windham Real Estate Market Conditions

  • Median sales price

    $505,000
    16.2%
    change since last quarter
  • # Active listings

    88
    30-day change

Windham Schools and Demographics

Education near Windham, ME

City County
High School Graduates 97.2 95.67
College Degree - 2 year 13.66 8.86
College Degree - 4 year 38.51 49.81
Graduate Degree 6.71 13.65
Expenditures per Student 17,788 17,788
Students per Teacher 11.4 11.4

Elementary Schools near Windham, ME

Grades Students P/T Ratio ZIP
Congin School PK - 04 425 14.1 04092
Fiddlehead School of Arts & Science PK - 03 79 8.1 04039
Great Falls Elementary School KG - 05 490 14 04038
Mabel I Wilson School KG - 03 537 12.4 04021
Narragansett Elementary School KG - 05 230 12.5 04038
Oxford-Cumberland Canal School KG - 04 316 12.8 04092
Russell School KG - 02 270 12.6 04039
Saccarappa School KG - 04 326 12 04092
Village Elementary School-Gorham KG - 05 440 13.3 04038
Windham Primary School KG - 03 776 14.5 04062

Middle Schools near Windham, ME

Grades Students P/T Ratio ZIP
Gorham Middle School 06 - 08 641 13.4 04038
Gray-New Gloucester Middle School 05 - 08 649 13.1 04039
Greely Middle School 06 - 08 521 10.5 04021
Greely Middle School 4-5 04 - 05 317 12.9 04021
Manchester School 04 - 05 402 14.9 04062
Westbrook Middle School 05 - 08 750 13.6 04092
Windham Middle School 06 - 08 587 13.8 04062

High Schools near Windham, ME

Grades Students P/T Ratio ZIP
Gorham High School 09 - 12 840 13.8 04038
Gray-New Gloucester High School 09 - 12 517 11.8 04039
Greely High School 09 - 12 652 10.7 04021
Westbrook High School 09 - 12 718 12.5 04092
Windham High School 09 - 12 1,023 12.5 04062

Ungraded Schools near Windham, ME

Grades Students P/T Ratio ZIP
Westbrook Regional Technology Center UG - UG 0 0 04092

Demographics near Windham, ME

City County
Neighborhood Type Suburban
Population 18,343 300,776
Population Density 394 360
Median Age 40.7 41.9
People per Household 2.5 2.3
Median Household Income 86,794 80,679
Average Income per Capita 40,662 45,704

Real estate near Windham