Courtesy: The Real Estate Store
207-883-4327
Set on a private 2.23 acre lot and tucked back from the road, this spacious 5 Bedroom 2 bath multi-level home is freshly updated and move in ready. The upper level features a mudroom entry, four large bedrooms and a full bath. Walk down the stairs to the lower level which has a new kitchen, family room, living/dining area, second full bath, fifth bedroom or home office, and laundry room. Step outside to a spacious patio overlooking a large in-ground pool, yard and woods. The seller is offering funds toward updating the pool or having it filled in, giving buyers the option. A large two-car detached garage with an attached covered area for storing yard tools and equipment, keeping the main garage space clear to park your cars or use as workshop. This property is conveniently located less than 20 minutes from downtown Portland and 10 minutes from North Windham.
Courtesy: The Maine Real Estate Group
207-329-4534
Welcome to Collins Pond Cottage -- a private, character-filled year-round waterfront retreat offering 150 feet of frontage on scenic Collins Pond. This charming 2-bedroom, 1,275 sq ft cottage captures the very best of Maine lake living, where mornings begin with coffee on the private dock as eagles soar overhead and evenings are spent gathered around the stunning stone fireplace on the expansive waterside deck. Inside, warm wood finishes and natural light create an inviting atmosphere throughout the open-concept living space. Thoughtfully designed to showcase the beauty of the waterfront setting, the home features a galley-style kitchen with a gas stove and a spacious living room highlighted by a dramatic wall of windows overlooking the pond and a cozy gas fireplace. A newly renovated bathroom with a luxury shower completes the main level. Upstairs, the waterfront primary bedroom offers its own private balcony -- the perfect spot to start or end the day surrounded by peaceful water views. A second bedroom/den provides flexible space for guests, a home office, or quiet retreat. Outdoor enthusiasts will love the endless four-season recreation right from the property, including kayaking, canoeing, sailing, paddleboarding, fishing, ice fishing, and skating. Hiking, biking, and skiing are all nearby, making this an ideal getaway or full-time residence year-round. Conveniently located just 5 minutes from North Windham, you'll enjoy easy access to shopping, restaurants, and local attractions, while vibrant Portland is only 30 minutes away with its renowned dining scene, local breweries, arts, shopping, Casco Bay access, and iconic working waterfront. The property has also been enjoyed as a successful Airbnb with a strong rental history and 98- 5-star reviews, offering exceptional investment potential alongside unforgettable personal enjoyment. Open House Saturday, May 9th, 12-2pm
Courtesy: Berkshire Hathaway HomeServices Verani Realty
888-723-0306
Welcome to The Cove at Highland Lake! The first of its kind Gated 55+ Lakefront Community nestled on the pristine shores of Highland Lake. Framing is complete at 25 Daybreak Lane! Truly our most decades long and spaciously flexible option, the WINDHAM homes provide both first and second floor primary suite options. Multi-generational, Companion, and Guest-Friendly, owners of these units can opt for stacked or side-by-side laundry on one or both floors of living. This inner unit features two full baths, a functionality first open concept kitchen, a front porch and back deck for sipping in the scenic surrounds, 18ft cathedral ceilings, and not one but two bonus spaces, fit for an office, spare bed, hobbying, or entertaining! This unit also has the option to finish its full-daylight walkout basement for an additional 500 SF of living area. Community Amenities to Include: tennis & pickleball courts, two-level clubhouse with fitness center, full kitchen and function space, plus private access to the over 50 acre parcel with over 6000 feet of nature trails, more than 500 feet of manicured lake front to carry in kayaks, canoes and paddleboards, plus a community maintained dock. Located just 10 miles from downtown Portland, residents will enjoy unbeatable proximity to top rated health care and hospitals, as well as Maine's finest dining and entertainment options. Boating, skiing, golf, shopping, dining, sports & activity clubs... The way 55+ life should be, and you can have it all in The Cove at Highland Lake! Reserve now & for a limited time you may customize your home's finishes!
Courtesy: Berkshire Hathaway HomeServices Verani Realty
888-723-0306
Welcome to The Cove at Highland Lake! The first of its kind Gated 55+ Lakefront Community nestled on the pristine shores of Highland Lake. The PORTLAND is the perfect blend of one-level-living meets plenty of room for guests and storage. At 1958 SF +/-, this 2 Bedroom 2.5 Bathroom attached condo with generous finished basement is an excellent option for those looking to ''rightsize'' into retirement. The Portland offers cathedral ceilings in the main living area, primary bedroom with spacious en suite double vanity bathroom and oversized walk-in closet, plus a guest bathroom with main level laundry. Living on one level is easy to achieve with this model, but if more space is needed, you'll enjoy an additional bedroom and bathroom in the finished basement boasting 9ft tall ceiling height. With endless custom finish options and upgrades, owners can select natural stone or quartz countertops, soft-close cabinetry, Age-in-Place safety features, LVP or hardwood flooring, gas or electric fireplace, and energy efficient LED lighting. Community Amenities Include: tennis & pickleball courts, two-level clubhouse with fitness center, full kitchen and function space, plus private access to the 50 acre parcel with over 6000 feet of nature trails, 500+ feet of manicured lake front to carry in kayaks, canoes and paddleboards, plus a community-maintained dock. Located just 10 miles from downtown Portland, residents will enjoy unbeatable proximity to top rated health care and hospitals, as well as Maine's finest dining and entertainment options. Boating, skiing, golf, shopping, dining, sports & activity clubs... The way 55+ life should be, and you can have it all in The Cove at Highland Lake! Reserve now & for a limited time you may choose your home's finishes!
Courtesy: The Maine Real Estate Experience
207-345-2207
Welcome to your opportunity to build a stunning modern farmhouse in the heart of Windham. This thoughtfully designed new construction package blends timeless charm with clean, modern finishes, offering both style and functionality across 2,600 square feet of beautifully crafted living space. This farmhouse style home features 4 spacious bedrooms, 2.5 bathrooms, and a2 car garage, designed with today's lifestyle in mind. From the moment you step inside, you'll appreciate the open-concept layout, highlighted by quality craftsmanship and carefully selected finishes throughout. The complete build package includes everything needed to bring your home to life, from foundation to final finishes. Enjoy peace of mind with a full construction scope including framing, roofing, siding, windows, doors, electrical, plumbing, and a high-efficiency wall-hung combi boiler heating system. Inside, you'll find durable and stylish LVP flooring, beautifully tiled bathrooms, granite countertops, hardwood cabinetry, and a full appliance package including stove, hood, refrigerator, dishwasher, washer, and dryer. Attention to detail continues with 6' baseboards and clean-lined trim, recessed lighting in the kitchen, pendant lighting over the island and dining area, and standard fixtures throughout. Outdoor features include a garage, decks, excavation around the home, tree cutting, well and septic installation, and a finished yard with loam and seed--creating a solid foundation for your future outdoor vision.
Courtesy: Salt Real Estate Co
207-712-9689
Paved driveway along with more photos coming soon! Tucked between Varney Mill Road and Acorn Lane, this lovely new Windham property offers the perfect blend of privacy, comfort, and convenience. With 3 bedrooms and 3 bathrooms, the layout is thoughtfully designed for everyday living, featuring oak floors and tasteful, modern finishes throughout. The home has a spacious primary suite along with a versatile bonus room upstairs, ideal for work, play and guests. Lights fills each room as it's set on a generous yard with plenty of space to enjoy from inside out. Find the peacefulness of Maine living while still being incredibly connected. Just minutes to the center of Windham for shopping, dining, daily essentials and a short drive to Freeport and Portland for expanded amenities, restaurants, and the coast. For those who love the outdoors, you're surrounded by some of Maine's best nearby hikes and lakes. This is a move that will feel as good as it looks!
Courtesy: RE/MAX By The Bay
207-773-2345
Some properties sell a house. This one sells a lifestyle. Set on the shores of Sebago Lake with your own boat mooring, sandy beach access, and sweeping views of the water and mountains beyond, this condominium offers four seasons of the good life -- boating and swimming in summer, ice fishing and snowshoeing in winter, and quiet lakefront mornings year-round. Inside, hardwood floors and lake views set the tone in the living room, while the kitchen impresses with bright white beadboard cabinets, granite countertops, and full-sized appliances. Two comfortable bedrooms offer flexible living with a primary suite and a spacious second bedroom with plenty of room for bunks, perfect for guests or a full crew of weekend visitors. Community amenities include tennis, basketball, and pickleball courts and a shared dock, all managed by a rock-solid association that covers nearly everything and hasn't assessed in over ten years. Portland, Windham, and Point Sebago Golf Resort are all minutes away, but once you're here, you won't want to leave.
Courtesy: Coldwell Banker Team Real Estate
207-892-1600
Perched on a knoll on one of the prettiest lots in this upscale neighborhood. The backyard is a private oasis with a heated pool, playhouse, gazebo and hot tub. Not your cookie cutter colonial. Architecturally sensational inside! The finest of finishes and appointments in one of Windham's nicest neighborhoods. Well landscaped, huge corner lot and two attached garages with 4 bays. Many upgrades over the past few years. Not far from public access to lakes and streams and a great Portland commute.
Courtesy: Krainin Real Estate
207-655-3811
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 both the first and second floors, office room, hardwood flooring throughout, a gas/wood-burning fireplace, quartz countertops, and both formal living and dining rooms. A private patio overlooks the thoughtfully landscaped backyard with seasonal lake views, creating a perfect setting for relaxing or entertaining. Additional highlights include a new roof installed in 2024 and generous living space ideal for year-round comfort or seasonal enjoyment. Windemere residents enjoy exceptional shared amenities, including a 700-foot sandy beach with breathtaking mountain and sunset views, a gazebo, tennis courts/pickleball, boat slips, boat launch, and canoe/kayak storage--offering effortless access to everything that makes Sebago Lake living so special. Don't miss this opportunity to enjoy lake life this summer and beyond in one of the area's most sought-after neighborhoods. Septic system is designed for 4 bedrooms
Courtesy: Waypoint Brokers Collective
207-804-2012
OPEN HOUSE THIS SUNDAY 10:30-12! This spacious three-bedroom plus an office Cape-style home offers an exceptional layout, highlighted by vaulted, beamed ceilings that bring warmth and character to the dining and living areas. The refreshed kitchen features painted cabinetry and new countertops, creating a clean and inviting space. The first floor includes an updated bathroom and a versatile bedroom, currently used as a playroom. There's a dedicated office space on the first floor as well. Upstairs, two additional bedrooms are complemented by an en suite bathroom ready for your personal touch. A dry basement provides valuable bonus space, ideal for a home gym or additional storage. Set on over two acres, the property features a private pond and expansive grounds that offer both beauty and tranquility. Above the oversized two-car garage, a loft provides excellent storage or potential for future expansion.
Courtesy: Rockstar Real Estate
207-317-1338
Nestled along the peaceful shores of Pettingill Pond, 12 Shore Road in Windham, Maine has the perfect blend of classic lakeside charm and modern comfort. This inviting property boasts stunning water views, direct access to the pond, and a serene setting ideal for both year-round living and seasonal escapes. Inside, you'll find a bright and welcoming layout with large windows that fill the home with natural light and showcase the surrounding beauty. The open-concept living and dining areas create an easy flow for entertaining, while the kitchen provides ample space for preparing meals after a day on the water. Need more space, you will be pleased to find that this property also has a bunkhouse, perfect for overnight guests. Step outside to enjoy your private slice of Maine's natural beauty--whether it's morning coffee overlooking the water, afternoons spent boating or swimming, or evenings around the firepit under the stars. The property offers convenient pond access, making it easy to embrace the full waterfront lifestyle. Located just a short drive from local shops, restaurants, and all of Windhams amenities. This home combines tranquility with accessibility. Whether you're looking for a permanent residence, a vacation getaway, or an investment opportunity, 12 Shore Road is a rare chance to own a piece of Maine's sought-after waterfront living.
Courtesy: Maine Real Estate Experts
207-222-3026
Welcome to 315 River Road in Windham, a well-maintained gambrel-style home offering space, flexibility, and privacy on 4.7 acres. This 3-bedroom, 3-bath home features a true primary suite along with recently updated bathrooms and hardwood flooring. Heat pumps provide efficient heating and cooling, and a whole-house generator offers added peace of mind year-round. The layout offers functional and flexible living space with over 3,000 square feet, including a partially finished basement ideal for a home office, gym, or additional living area. An attached 2-car garage adds convenience and storage. The exterior is equally impressive with a beautifully landscaped and well-maintained yard, open space, and a private setting that still feels accessible. Conveniently located just minutes to North Windham with an easy commute to Westbrook and Portland, this property offers the balance of privacy and proximity that today's buyers are looking for.
Courtesy: EXP Realty
888-439-8743
Well-maintained 4-bedroom, 2.5-bath home located on just under 2 acres in desirable Windham. Situated at the end of a private way and surrounded by trees, the property offers a quiet, natural setting with frequent wildlife sightings. Built in 2023, the home has been carefully maintained by the current owners and features tasteful finishes throughout. Offering a balance of rural living and commuter convenience, the location provides privacy while still allowing easy access to local amenities and major routes. Additional features include an RV hookup, an attached 2-car garage with direct entry into the home, and a spacious primary suite located above the garage, providing a comfortable and functional layout.
Courtesy: Berkshire Hathaway HomeServices Verani Realty
888-723-0306
Welcome to The Cove at Highland Lake! A first of its kind 55+ Lakefront Community nestled on the pristine shores of Highland Lake. 29 Daybreak is framed and weather tight making it perfect for mid-2026 delivery! The YORK floor plan offers true one level, low barrier living with unique split driveway layout. At 1280 SF +/-, this popular 2 Bedroom 2 Bathroom home is an excellent option for those looking to continue entertaining into retirement. The York kitchen has over 22.5 feet of customizable cabinet and countertop space, and is complimented by a dedicated dining/breakfast nook, open concept living room, cathedral ceilings, and 8 feet of optional built-ins! The primary bedroom features a spacious walk-in closet and en suite double vanity bathroom with age-in-place safety options. Guest bedroom, full guest bathroom, and main level laundry also come standard. With endless finish options and upgrades, owners can enjoy natural stone or quartz countertops, soft-close cabinetry, LVP or hardwood flooring, gas OR electric fireplace, and energy efficient LED lighting. Community Amenities Include: tennis & pickleball courts, two-level clubhouse with fitness center, full kitchen and function space, plus private access to the more than 50 acres of natural landscape in Windham and Falmouth. With over 6000 feet of nature trails, 585+ feet of lake front to carry in kayaks, canoes and paddleboards, plus a community maintained dock. Located just 10 miles from downtown Portland, residents will enjoy unbeatable proximity to top rated healthcare and hospitals, as well as Maine's finest dining and entertainment options. Boating, skiing, golf, shopping, dining, sports & activity clubs... The way 55+ life should be, and you can have it all in The Cove at Highland Lake!
Courtesy: Keller Williams Realty
207-879-9800
Your Maine escape, just under two hours from Boston. Tucked onto a quiet lane with water access to Highland Lake, this fully renovated 3-bedroom, 1.5-bath retreat was made for long weekends, lazy summers, and leaf-peeping getaways without the maintenance headaches that usually come with a second home. Completely modernized from the studs out, the ~1,650 sqft interior offers a bright, open-concept main level with a new Café-appliance kitchen, beautifully remodeled baths, and fresh finishes throughout. Major systems, including the roof, septic, windows, drywall, and flooring were all replaced in 2022, so weekends here are for the lake and the trails, not the to-do list. The newly finished lower level adds serious flexibility: a third bedroom for guests, a mudroom with custom storage for gear, and a bonus room that works as a media room, bunk room, or remote office. Outside, a private back deck and new paver patio set the scene for evening drinks, while the front patio captures water views of Highland Lake, ideal for morning coffee. Outdoor enthusiasts will love the Lowell Preserve and Blackstrap Hill trailheads minutes away, with Highland Lake ready for swimming, kayaking, and paddleboarding. Portland's restaurants, Falmouth's shops, and the Maine coast are a short drive. Sebago Lake and Acadia-bound routes are easy day trips. Low-lot, low-upkeep, high-lifestyle. The kind of Maine second home that actually gets used.
Courtesy: RE/MAX By The Bay
207-773-2345
This brand new home offers a blend of thoughtfully designed living spaces set in a peaceful neighborhood just minutes from local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a functional mudroom and a great back deck. Upstairs includes a primary suite with walk-in closet, two additional bedrooms, a second full bathroom, and laundry hook-ups. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!
Courtesy: RE/MAX By The Bay
207-773-2345
Welcome to 9 Shepherd Lane, a newly completed home offering a blend of classic charm and modern convenience. This sun-drenched Cape-style residence features 3 bedrooms, 2 full baths, and over 1,600 square feet of thoughtfully designed living space, set in a peaceful neighborhood just minutes from local amenities. Step onto the inviting farmer's porch and into a bright, open-concept first floor where the living, dining, and kitchen areas flow seamlessly together. The kitchen features quartz countertops, a center island with excellent drawer storage, and new appliances. The first floor also offers a flexible den or office, a full bath, laundry hookup, and a functional mudroom entry. Upstairs includes three bedrooms, including a spacious primary with a walk-in closet, along with a second full bath. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!
Courtesy: RE/MAX By The Bay
207-773-2345
Welcome to 9 Shepherd Lane, a newly completed home offering a blend of classic charm and modern convenience. This sun-drenched Cape-style residence features 3 bedrooms, 2 full baths, and over 1,600 square feet of thoughtfully designed living space, set in a peaceful neighborhood just minutes from local amenities. Step onto the inviting farmer's porch and into a bright, open-concept first floor where the living, dining, and kitchen areas flow seamlessly together. The kitchen features quartz countertops, a center island with excellent drawer storage, and new appliances. The first floor also offers a flexible den or office, a full bath, laundry hookup, and a functional mudroom entry. Upstairs includes three bedrooms, including a spacious primary with a walk-in closet, along with a second full bath. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!
Courtesy: RE/MAX By The Bay
207-773-2345
This brand new home offers a blend of thoughtfully designed living spaces set in a peaceful neighborhood just minutes from local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a functional mudroom and a great back deck. Upstairs includes a primary suite with walk-in closet, two additional bedrooms, a second full bathroom, and laundry hook-ups. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!
Courtesy: RE/MAX By The Bay
207-773-2345
This brand new home offers a blend of thoughtfully designed living spaces set in a peaceful neighborhood just minutes from local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a functional mudroom and a great back deck. Upstairs includes a primary suite with walk-in closet, two additional bedrooms, a second full bathroom, and laundry hook-ups. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!
Courtesy: RE/MAX By The Bay
207-773-2345
Welcome to 20 Shepherd Lane, a newly completed home offering a blend of classic charm and modern convenience. This sun-drenched Cape-style residence features 3 bedrooms, 2 full baths, and over 1,600 square feet of thoughtfully designed living space, set in a peaceful neighborhood just minutes from local amenities. Step onto the inviting farmer's porch and into a bright, open-concept first floor where the living, dining, and kitchen areas flow seamlessly together. The kitchen features quartz countertops, a center island with excellent drawer storage, and new appliances. The first floor also offers a flexible den or office, a full bath, laundry hookup, and a functional mudroom entry. Upstairs includes three bedrooms, including a spacious primary with a walk-in closet, along with a second full bath. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!
Courtesy: RE/MAX Shoreline
207-553-7500
If you're looking for a cozy Cape-style home, look no further! This charming property offers 2,334 sq. ft. of living space, including 633 sq. ft. in a daylight walk-out basement, perfect for additional living, recreation, or guest space. The home features 3 bedrooms and 1.5 baths, providing a comfortable and functional layout. A detached heated two-car garage includes unfinished space above, offering great potential for future expansion such as a studio, home office or game room, with access via an exterior rear stairway. Enjoy outdoor living with a spacious 20' x 16' deck overlooking the backyard, ideal for entertaining and family gatherings, or relax on the 20' x 8' covered porch, perfect for enjoying the outdoors in any weather. Two additional sheds provide ample storage space for tools, equipment, or seasonal items. Conveniently located just 10 minutes from Westbrook, Gorham, and North Windham, and only 20 minutes to the Portland Jetport, this home offers both comfort and accessibility. Don't miss the opportunity to make this wonderful property your new home!
Courtesy: Keller Williams Realty
207-879-9800
Easy, low-maintenance living in Trailwood Village Condo Association. This 2-bedroom, 2-bath condo offers the ease of single-level living with a functional layout, dedicated laundry area, and additional basement storage to keep things organized. The association covers exterior maintenance, landscaping, and snow removal--making it a practical, low-stress option for those looking to simplify or downsize. Located in Windham, you'll have convenient access to shopping, dining, and outdoor recreation, including Sebago Lake and local trail systems, with an easy commute to Portland and surrounding areas.
Courtesy: RE/MAX Shoreline
207-553-7500
Welcome home to this bright and cheerful 2-bedroom, 1.5-bath townhouse-style condo--an ideal opportunity for first-time buyers looking for comfort, value, and convenience. Move right in and enjoy an updated kitchen with granite countertops and stainless steel appliances, along with fresh finishes throughout that make the space feel modern and inviting. The recently added first-floor half bath is a rare bonus, adding everyday ease for you and your guests. Natural light fills the home, creating a warm and welcoming atmosphere, while on-site laundry and additional storage near parking add practical convenience. Step outside and take advantage of easy access to the Mountain Division Trail--perfect for walking, biking, or simply enjoying the outdoors. With Portland just a short drive away, you'll love having both nature and city amenities within reach. Low-maintenance living, thoughtful updates, and a move-in ready condition make this a smart and stress-free place to start your homeownership journey.
Courtesy: Cameron Prestige LLC
857-331-5127
Well maintained classic Cape on a large lot. 1st floor consists of a nice kitchen area, large living room. 1 bedroom on 1st floor and a full bath for convenience. Second floor has 2 full sized bedrooms and a full bath. Hardwood floors. Great location. Seller willing to buy down the mortgage rate on this home. One Year American Home Shield Warranty included from Seller.
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.
