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148 Chute Rd, Windham
$280,000
1 Beds ⋅ 1 Baths
Enjoy the simplicity this charming 1-bedroom, 1-bath home set on a private 5-acre lot in desirable Windham. This property offers a comfortable layout, a 1-car attached garage, and a screened-in porch perfect for relaxing while enjoying the peaceful surroundings. A handicap-accessible ramp provides easy access to the home. Whether you're downsizing, or searching for a weekend retreat, this property offers plenty of room to enjoy the outdoors with five acres of land to explore, garden, or simply appreciate the privacy and natural setting. Conveniently located just minutes from local amenities while offering the tranquility of rural Maine living. Don't miss this unique opportunity to own an affordable slice of Windham with acreage, and convenience.

148 Chute Rd, Windham

Listing courtesy of Maine Real Estate Experts.

32 Mill Pond Dr, Windham
$525,000
3 Beds ⋅ 2 Baths
Hand-hewn beams overhead, a sunny four-season room, and a sandy beach just across the street—there's much to love about 32 Mill Pond Drive. The house was moved to its present location in the early 1970s and placed on a poured concrete foundation. Built in 1875, this three-bedroom, two-bath home pairs historic character with thoughtful improvements. Wood floors, built-in cupboards and shelving, and exposed timbers bring warmth and personality to approximately 2,003 square feet of living space. The granite-countered kitchen connects easily to everyday living, while a gas parlor stove makes the living room an inviting place to settle in. Enjoy morning coffee in the four-season sunroom, open the doors to the deck for outdoor dining, or head across the street to Mill Pond's sandy beach, reached by a deeded right-of-way. Almost half an acre on a dead-end street provides room to garden, play and unwind, with a separate fenced area behind the garage. Significant investments include a whole-house weatherization project, replacement windows, a five-zone System 2000 boiler, vinyl siding and gutters installed in 2015, and a complete roof replacement with underlayment in 2020. First-floor laundry hookups and a two-car garage with electricity and upper-level storage add practical convenience. With its distinctive architecture, welcoming spaces and beach access, this is a home with a story—and room for your next chapter. Beach association dues are just $50 per year.

32 Mill Pond Dr, Windham

Listing courtesy of PO-GO REALTY.

87 Cotton Dr, Windham
$375,000
2 Beds ⋅ 1 Baths
Welcome to 87 Cotton Drive in Windham, Maine, where waterfront living on Collins Pond offers a peaceful setting to enjoy throughout the year. This charming 2-bedroom, 1-bath home features 646 square feet of living space, a heat pump for year-round comfort, and southwest-facing waterfront with a beach area. Spend your days swimming, paddleboarding, kayaking, or simply relaxing by the water. The southwest exposure provides afternoon sunshine and beautiful sunset views across the pond, creating an inviting setting to enjoy Maine's changing seasons. Whether you're looking for a year-round residence or a waterfront getaway, this property offers an opportunity to enjoy the simplicity of life on the water without sacrificing convenience. Located close to Gray and North Windham, with shopping, restaurants, and everyday amenities nearby. Portland and the Portland International Jetport are also within easy reach, making this an appealing location for both year-round living and weekend escapes. Enjoy the beauty of Collins Pond and the ease of waterfront living at 87 Cotton Drive.

87 Cotton Dr, Windham

Listing courtesy of Gibson Sotheby's International Realty.

6 Mill Pond Dr, Windham
$449,900
4 Beds ⋅ 2 Baths
Enjoy room to spread out, exceptional garage space, and shared access to Mill Pond at 6 Mill Pond Road in Windham. A welcoming mudroom offers the perfect place to shed snowy boots and winter gear during Maine winters, while the open first-floor layout creates an easy flow for everyday living and entertaining. The detached two-car garage offers enough depth to accommodate up to four vehicles parked tandem, providing ample space for cars, recreational equipment, or hobbies. A large back deck extends your living space outdoors, overlooking a spacious backyard with plenty of room for games, gatherings, and relaxing evenings. The finished basement adds flexibility with a large family room and additional finished space offering potential for a fourth bedroom, home office, or guest space. Whether you need room to entertain, work from home, or unwind, this lower level offers options to suit your needs. Enjoy access to Mill Pond through 200 feet of shared frontage, with opportunities for swimming and boating throughout the summer. Conveniently located near downtown Windham's shopping, dining, and everyday amenities, with the area's many lakes nearby, this property brings together indoor flexibility, outdoor enjoyment, and a convenient Lakes Region location.

6 Mill Pond Dr, Windham

Listing courtesy of Willis Real Estate.

90 Forbes Ln, Windham
$469,900
3 Beds ⋅ 1 Baths
Completely renovated inside and out, this move-in-ready home is ready for its next chapter! A new roof, siding, and windows deliver fresh curb appeal, while the interior welcomes you with a brand-new kitchen featuring granite countertops, a newly renovated bath, and new flooring throughout, including new carpeting in the bedrooms. Fresh paint and new light fixtures bring a polished, inviting feel to every room. Enjoy a sunny corner lot in an established, walkable neighborhood, with a storage shed for your outdoor essentials and a chicken coop that adds a touch of backyard charm. With extensive renovations already complete, you can skip the projects and get straight to enjoying your new home. Unpack, settle in, and make it yours!

90 Forbes Ln, Windham

Listing courtesy of Your Real Estate Company.

126 Main St, Windham
$419,000
2 Beds ⋅ 1 Baths
Welcome home to 126 Main Street in Windham! Step outside to a spacious backyard with a private deck, ideal for summer cookouts, morning coffee, or quiet evenings. Inside, the kitchen fills with sunshine every afternoon, making it a bright and cheerful place to cook and gather. Upstairs, many of the light fixtures have been updated for a fresh, modern feel. The family room in the basement offers extra space for movie nights, a playroom, or a home gym. A new furnace installed in 2018 adds peace of mind. With less than 30 minutes to Portland and the Sebago Lakes Region just down the road, you get the best of both worlds: room to breathe, easy access to city life, and many lakes to explore. Come see it today!

126 Main St, Windham

Listing courtesy of Homestead Realty.

3 Pine Dr, Windham
$300,000
3 Beds ⋅ 1 Baths
Opportunities like this do not come around very often! Located on the Falmouth/Windham town line, with deeded access to Highland Lake and a private beach, this cozy three-bedroom, one-bathroom single-family home is the perfect opportunity to bring your vision to life. Situated on a 0.83-acre lot in a Farm Residential zoning district, your dream of having backyard chickens could now become a reality! Just 20 minutes from Portland and 10 minutes from North Windham, 3 Pine Dr. is surrounded by land preserves, walking trails, and endless water activities making it the perfect balance of city amenities and outdoor recreation.

3 Pine Dr, Windham

Listing courtesy of Elevate Maine Realty.

55 Evergreen Ln, Windham
$710,000
4 Beds ⋅ 4 Baths
Welcome to 55 Evergreen Lane, a classic New England Colonial nestled in Windham's desirable Hillcrest neighborhood. Set on just over 1 acre corner lot amid towering pines, mature hardwoods, and beautifully established landscaping, this inviting property offers a wonderful combination of timeless architecture, comfortable living spaces, and a peaceful neighborhood setting. The traditional Colonial design features a welcoming central entrance, classic proportions, and an attached two-car garage. Inside, four bedrooms plus a dedicated office provide flexibility for today's lifestyles, whether working from home, accommodating guests, or simply enjoying room to spread out across 2,500 square feet. A fireplace and pellet stove add warmth and character, while a breakfast nook in the kitchen and mudroom built-ins off the garage door offer practical organization for everyday living. Outside, an expansive front lawn, mature trees, and a rear deck create opportunities to enjoy Maine's changing seasons. From the brilliant colors of autumn to long summer evenings surrounded by greenery, the property's established landscape provides an inviting backdrop for outdoor living.

55 Evergreen Ln, Windham

Listing courtesy of Legacy Properties Sotheby's International Realty.

89 Falmouth Rd, Windham
$515,000
3 Beds ⋅ 2 Baths
Nestled on a private wooded 2 acre lot, this beautiful well maintained Colonial, offers the perfect blend of comfort, privacy and modern convenience. Home features 1,560 sqft of living space, 3 large bedrooms, 1.5 baths. The fully equipped kitchen with high end appliances, center island which provides excellent storage, workspace for cooking and a convenient area for casual dining. The spacious dining room provides plenty of room for gatherings and features a sliding glass door leading to the large L shaped back deck, perfect for enjoyment and outdoor entertaining. With the spacious sun-filled living room provides a bright and inviting atmosphere for relaxing after a long day. The 2nd floor laundry closet includes washer & dryer adds to the homes everyday convenience. The walk out basement and oversized storage shed provide abundant storage space for all your belongings.

89 Falmouth Rd, Windham

Listing courtesy of EXP Realty.

324 Pope Rd, Windham
$399,000
3 Beds ⋅ 2 Baths
Welcome to 324 Pope Road in Windham! Located in a desirable neighborhood, this well-maintained home offers comfort, charm, and convenient access to local amenities. Freshly painted and featuring a recently updated kitchen with granite countertops and stainless steel appliances, this home is move-in ready. Hardwood floors add warmth and character, while a newer pellet stove provides an inviting touch during Maine's colder months. The home offers a finished basement with a spacious great room, full bath and walk-in closet, providing additional flexible living space. Outside, enjoy the yard, a shed with electricity, and seasonal views of Mount Washington. A wonderful opportunity to own a well-cared-for home in a sought-after Windham location! The 3rd bedroom in the basement is not considered a legal bedroom, the home has a 2 bedroom septic design.

324 Pope Rd, Windham

Listing courtesy of A Team Realty.

23 Fall Ridge Rd, Windham
$784,900
3 Beds ⋅ 2 Baths
Looking for single-level living without giving up space or privacy? This 2020-built ranch offers three bedrooms, two full baths and over 2,000 square feet on approximately two acres in Windham. Vaulted ceilings and wood floors carry through the open kitchen, dining and living area, with a fireplace that anchors the space. The kitchen features white cabinets, stainless steel appliances and a large island with seating, giving you room to cook, gather and entertain without being separated from the conversation. Just off the dining area, a bright sunroom overlooks the backyard and surrounding trees. The primary bedroom includes its own full bathroom, and first-floor laundry means your everyday living stays on one level. Two additional bedrooms and a second full bath provide room for guests or a home office. Enjoy your morning coffee on the covered front porch, spend time in the spacious yard, and appreciate the convenience of an attached two-car garage and paved driveway. A full unfinished basement adds plenty of storage. If a newer ranch with an open layout and room around you is on your list, this one deserves a look.

23 Fall Ridge Rd, Windham

Listing courtesy of Plowman Realty Group.

1 Marigold Ln, Windham
$375,000
6 Beds ⋅ 2 Baths
UNIQUE OPPORTUNITY in Windham Center. Seller financing is now available at 1 Marigold Lane, a classic New England home with three bedrooms. Original hardwood floors, exposed beams, fireplaces, and built-ins add warmth and historic character throughout. Multiple living and dining areas offer room to spread out, with flexibility for a home office, a quiet reading room, or a longer table for gatherings. The updated kitchen complements the home's traditional character with a generous island, new appliances, and ample cabinetry. Period details carry through the rooms, giving each space its own personality. Recent improvements include all new windows, updated electrical, freshly paved driveway and new leach field, providing peace of mind while preserving the home's historic appeal. An attached two-car garage and a .46-acre corner lot round out the property, with Windham's shops, restaurants, and outdoor recreation close by.

1 Marigold Ln, Windham

Listing courtesy of RE/MAX By The Bay.

67 Overlook Rd, Windham
$559,000
3 Beds ⋅ 2 Baths
Welcome to 67 Overlook Road, a thoughtfully designed home built in 2020, with right-of-way access to Highland Lake. Enjoy kayaking, paddleboarding, and peaceful lakeside living just steps from home. The flexible floor plan features 3 bedrooms, 2 full baths, and a bright, open-concept design. The kitchen features granite countertops, stainless steel appliances, a spacious walk-in pantry, and scenic views. Outside, the custom rear patio with a sunken fire pit creates an inviting space for relaxing or entertaining. A 2-car garage, well-designed closets, LED lighting with Lutron controls, and generous insulation add convenience, storage, and energy efficiency. Combining modern comfort, thoughtful functionality, and easy access to lake recreation, this home offers an appealing lakeside lifestyle.

67 Overlook Rd, Windham

Listing courtesy of Portside Real Estate Group.

16 Cook Rd, Windham
$1,756,000
4 Beds ⋅ 3 Baths
Every once in a while, a truly special property comes along, one that carries a story of its own and offers an extraordinary opportunity for its next chapter. For the very first time, this remarkable 60.8-acre property is being offered to the market, presenting a rare chance to own a substantial piece of land rich in history, character, and possibility. With approximately 763.9 feet of road frontage, this expansive property offers a wonderful sense of space and an abundance of opportunities for those with the vision to see its full potential. The 2,632-square-foot residence features four bedrooms, two full bathrooms, and one half bath, providing a foundation for whatever the future may hold. Steeped in the traditions of rural living, this property has a long history as a working homestead, where a variety of animals were raised and the land played an important role in everyday life. That heritage remains part of what makes this offering so distinctive. Whether you envision returning the property to its homesteading roots, creating your own private country retreat, or exploring the many possibilities that come with such generous acreage, there is room here for imagination and opportunity. Perhaps one of its most appealing qualities is the balance of country living and convenience. Enjoy the space and privacy of a rural setting while remaining close to town, with shopping, restaurants, and everyday amenities nearby. Even more appealing, Portland is approximately 15 minutes away, offering convenient access to everything the city has to offer. Properties of this size, history, and potential are becoming increasingly difficult to find. Never before offered to the market, this is more than an opportunity to purchase a home and acreage. It is an invitation to become part of a property's continuing story, to appreciate its past, embrace its possibilities, and create something uniquely your own. Please tour this property with a licensed agent.

16 Cook Rd, Windham

Listing courtesy of Coldwell Banker Team Real Estate.

14 Rocklinn Dr, Windham
$875,000
3 Beds ⋅ 3 Baths
Welcome to 14 Rocklinn Drive, a custom-built Colonial in one of Windham's most desirable neighborhoods. Built in 2003 and set on 1.7 acres, this well-maintained home offers just over 3,000 square feet of finished living space, three bedrooms, and 2.5 bathrooms. The bright, open main level features beautiful wide pine-board flooring, large windows, and a freshly painted kitchen with high ceilings, dining space, and a generous pantry. The living room's gas fireplace and large windows create a welcoming place to relax and enjoy opportunities for birdwatching. The first-floor primary suite includes an updated ensuite bath, walk-in closet, and nearby laundry room. A spacious bonus room off the kitchen features new hickory flooring and custom cabinetry. Currently used as an art studio, it could also serve as a home office, gym, hobby room, or recreation space. Upstairs, two generously sized bedrooms, a quiet reading nook, and an updated full bath with new granite countertops and fixtures provide comfortable additional living space. The unfinished basement offers ample storage and a workshop area with custom cabinetry. Outside, enjoy summer gatherings on the large back deck or meals with friends on the screened porch overlooking the yard. A private quarter-mile walking path invites you to explore the peaceful surroundings. Additional features include a whole-house generator and a new septic system installed in 2025. With flexible living spaces, a convenient first-floor primary suite, and inviting outdoor areas, 14 Rocklinn Drive offers plenty of room to gather, relax, and enjoy life at home.

14 Rocklinn Dr, Windham

Listing courtesy of Keller Williams Realty.

11 Jacques Ln, Windham
$360,000
6 Beds ⋅ 3 Baths
Versatile Property with Income Potential, Space to Grow & Endless Possibilities in Windham! Bring your imagination and unlock the potential at 11 Jacques Lane in Windham! Set on a sunny, elevated 3-acre parcel near the Westbrook line, this 2,400-square-foot raised ranch offers 6 bedrooms, 3 bathrooms, and a flexible layout. It currently functions as a 2-unit property generating income. Whether you're looking for a large home, owner-occupied investment, multi-generational living, space for a home business, or a property with room for animals, this home has tons of potential! Zoned Farm District, this property offers a range of permitted uses for buyers with vision. Land Use Ordinance is available upon request. Come take a look and bring your imagination! The main level on the top floor features an open-concept kitchen, dining, and living area designed for everyday living, with a pellet stove adding warmth and ambiance alongside propane heat. The full daylight walkout basement offers a separate 2-bedroom apartment configuration with a covered patio. Outside, enjoy a private backyard, an inground swimming pool for summer fun, an oversized 2-car garage, insulated outbuildings, and a paved driveway. Tucked away on a private dead-end road just off Rt 302, the property offers a peaceful setting with room to spread out while remaining conveniently located near the Westbrook line. Bring your vision, explore the possibilities, and make this versatile Windham property your own!

11 Jacques Ln, Windham

Listing courtesy of Maine Real Estate Pros. 207-212-6161
18 Pennywhistle Dr, Windham
$869,000
3 Beds ⋅ 3 Baths
This 3-bedroom, 2.5-bath home features an open-concept kitchen, dining, and living area with hardwood floors, granite countertops, a large pantry, and a bright, sunny interior. A direct-entry garage and first-floor office/den add convenience, while sliders open to a large deck perfectly suited for a dining table and grill. A beautifully crafted stairwell with an accent wall leads to the second floor, where you'll find a primary suite and two secondary bedrooms. A large bonus room rounds out the home. Set on just over an acre in a private setting, the property offers a farmers porch for morning coffee and a backyard hardscape area for relaxing or entertaining.

18 Pennywhistle Dr, Windham

Listing courtesy of Welcome Home Real Estate. kathyweesedyer@gmail.com
24 Hunts Dr, Windham
$439,000
3 Beds ⋅ 2 Baths
This single-level living with a practical layout offers more than meets the eye. Nestled on a tree-lined street in an established neighborhood setting. The location offers easy access to the Portland area or Point North. Entering through the paved driveway and paved walkway to the front door, a flood of daylight welcomes you into an open living room and dining area and a bright, sunny kitchen. The kitchen is fully equipped and has a pantry area, additional counter space, and stools for eating. The Bedrooms are located on separated from the living space. The First floor offers a bath and a half and laundry. This convenient layout gives you everything you need. An updated slider leads to a rear deck, looking out over a spacious backyard. The basement is finished with many possibilities, from a bedroom, Den, or in-home office. Don't forget the 2-car garage for all your needs.

24 Hunts Dr, Windham

Listing courtesy of EXP Realty.

8 Hazel Dr, Windham
$699,900
3 Beds ⋅ 3 Baths
Built in 2019, this beautiful ranch showcases quality craftsmanship by MGM Builders, with thoughtful design and attention to detail to offer both comfort and functionality. The home offers two welcoming entry points, including a covered front porch with direct access to the living area and a convenient mudroom off the garage. The mudroom features closets to neatly store coats, shoes, and other everyday essentials. From the front entry, step into the open-concept kitchen, dining, and living area. The living room features a gas fireplace surrounded by built-in shelving and cabinetry, creating an attractive focal point while providing additional storage and display space. Heat pumps provide efficient heating and cooling for year-round comfort. The spacious eat-in kitchen is designed for both everyday living and entertaining, featuring a large island, quartz countertops, stainless steel appliances, and white cabinetry with under cabinet lighting. A generously sized pantry provides additional storage. Conveniently located just off the kitchen are a half bath and a separate laundry room. The primary suite is tucked away at the back of the home, offering a quiet and private retreat. The full primary bath features double sinks, radiant-heated tile flooring, and a tiled shower. On the opposite end of the home, two additional bedrooms share a second full bath, complete with radiant-heated flooring and a towel warmer. The full basement offers excellent potential for future family room, home gym, or hobby area. Enjoy relaxing evenings on the backyard patio, accessed through the dining area. Additional features include a lawn irrigation system, whole-house generator, and security system. Located in Green Acres, one of Windham's desirable subdivisions, this home offers shared access to the Pleasant River, with +/-1,400 feet of shared river frontage. Conveniently situated near local schools, shopping, restaurants, and the greater Portland area! VIDEO WALK-THROUGH AVAILABLE

8 Hazel Dr, Windham

Listing courtesy of The Maine Real Estate Experience.

56 Webb Rd, Windham
$769,000
3 Beds ⋅ 2 Baths
Imagine coming home to a beautifully crafted custom ranch designed for effortless single-level living. This to-be-built home offers three bedrooms, two bathrooms, and an attached two-car garage. A welcoming covered front porch opens to a defined foyer and a spacious open living area, where cathedral ceilings create a bright, expansive setting in the living room and kitchen. The kitchen will impress with 42-inch upper cabinets, elegant crown molding, and durable quartz countertops. Engineered hardwood flooring will flow seamlessly through the main living spaces and every bedroom. A comfortable primary suite, two additional bedrooms, and thoughtful details throughout make this new-construction home an exceptional place to settle in and enjoy.

56 Webb Rd, Windham

Listing courtesy of www.HomeZu.com. 877-249-5478
8 Forbes Ln, Windham
$485,000
2 Beds ⋅ 2 Baths
Welcome to 8 Forbes Lane in Windham! This versatile split-level home offers incredible flexibility, space, and opportunity to suit a variety of needs. The house is equipped with a brand new boiler! The upper level features two bedrooms, a full bathroom, a full kitchen, a dining area, and a cozy living room. The primary bedroom has been expanded and includes a brand new walk-in closet, adding both comfort and functionality. Connected to the primary portion of the home, the lower level includes a separate den, perfect for a home office, library, or quiet retreat, along with a utility and laundry room. Through a private interior door in the lower level, you'll find an additional living space with its own exterior entrance, featuring an open concept living area, a kitchenette, and a full bathroom. Whether you're envisioning multigenerational living, guest accommodations, or a private space for a variety of other uses, this unique layout offers exceptional versatility and endless possibilities. Outside, discover an oversized garage complete with a half bath and additional storage space above. This is a dream setup for hobbyists, car enthusiasts, contractors, or anyone looking for extra room to work, create, or store their gear. The fenced-in backyard offers additional outdoor space, while two storage sheds provide even more room for tools, equipment, and seasonal items. Located in a wonderful Windham neighborhood, this property is just minutes from shopping and approximately 30 minutes from Portland. With its flexible living arrangements, abundant storage, and impressive garage space, 8 Forbes Lane presents a unique opportunity to make the most of everything this property has to offer. Come explore the possibilities!

8 Forbes Ln, Windham

Listing courtesy of Down To Earth Real Estate.

90 Basin Rd, Windham
$1,395,000
3 Beds ⋅ 2 Baths
Stunning Year-Round Sebago Lake View Home with Dual Beach Access & Mooring. 3BR/2BA, 2,514 SF on a rare double lot (~0.6-0.7 acres) bordered by woods on a quiet, year-round plowed dead-end street. Located in a secluded community along Sebago Basin in Windham, this move-in ready home features beautiful year-round lake views and an expansive screened porch perfect for watching the sunset. Designed for entertaining, the comfortable layout includes a spacious kitchen with abundant cabinetry, a premium Wolf gas range, and a seamless flow into the adjoining dining and living areas. The flexible 3-bedroom, 2-bath floor plan features a primary suite with a custom walk-in closet, a radiant heat zone, and a new furnace. The two oversized upstairs bedrooms are incredibly versatile, each easily accommodating two queen beds plus a private sitting area. Premium amenities support hobbies and wellness right at home, including a private gym, a sauna, a full workshop, and underground pet fencing. Parking is a breeze with a detached 2-car garage, a 1-car under-house garage (3 total bays), and a double-width driveway that holds up to 10 vehicles. Enjoy an exceptional lake lifestyle with deeded rights to two sandy Basin Road beaches and a private deeded mooring on Sebago Basin. A golf cart is included to make shore runs easy, complete with a dedicated golf cart path and parking by the fire pit. Direct neighborhood access to the Rails-to-Trails (ATS Trail) and fishing near the local dam offers endless four-season outdoor recreation. The private yard serves as a natural sanctuary, frequently attracting local deer, turkeys, and songbirds. Located just minutes from North Windham shops, restaurants, and Lakes Region amenities. Experience the ultimate Maine lake lifestyle!

90 Basin Rd, Windham

Listing courtesy of www.HomeZu.com. 877-249-5478
279 Highland Cliff Rd, Windham
$625,000
3 Beds ⋅ 3 Baths
Beautifully maintained and thoughtfully designed, this three-bedroom, two-and-a-half-bath home offers an ideal combination of modern finishes, generous living spaces, and a desirable neighborhood setting. Situated on just over an acre, the property features an open-concept layout with hardwood floors, abundant natural light, and a spacious kitchen complete with granite countertops, stainless steel appliances, and a large island overlooking the dining and living areas. A gas fireplace with custom built-ins adds warmth and character to the living room, creating an inviting space for everyday living and entertaining. Upstairs, the primary suite features an en suite bathroom with double vanities and a tiled shower, complemented by two additional bedrooms and a full bathroom. Built in 2018, the home also offers a two-car attached garage, a full basement with ample storage, and a spacious yard. Located in an established neighborhood just 10 minutes from Highland Lake, this property offers a wonderful balance of comfort, privacy, and convenience.

279 Highland Cliff Rd, Windham

Listing courtesy of Maine Real Estate Co.

84 Varney Mill Rd, Windham
$340,000
2 Beds ⋅ 1 Baths
Welcome to 84 Varney Mill Road! Nestled on approximately 0.46 acres, this charming two-bedroom ranch offers the comfort and simplicity of single-level living in a convenient Windham location. Inside, you'll find a welcoming living area with hardwood floors, a cozy eat-in kitchen, and a thoughtfully arranged layout that makes the most of the home's space. A full basement provides plenty of room for storage, while the outdoor shed offers additional space for tools and equipment. Step outside and enjoy the spacious, level yard, perfect for gardening, outdoor gatherings, or simply relaxing and enjoying your own little piece of Maine. With Windham's shops, restaurants, and everyday conveniences just a short drive away, you'll appreciate the balance of a peaceful residential setting and easy access to everything the area has to offer, including Portland and surrounding communities. With Windham continuing to be a sought-after community, opportunities like this are worth a closer look! Whether you're starting a new chapter, looking to simplify, or searching for a place to call your own, 84 Varney Mill Road is ready to welcome you home. Don't miss your chance to see it for yourself!

84 Varney Mill Rd, Windham

Listing courtesy of Parker Point Realty.

967 River Rd, Windham
$355,000
3 Beds ⋅ 1 Baths
Value-add opportunity at 967 River Road in Windham! Bring your vision and unlock the potential of this ranch-style home, currently undergoing renovations and ready for its next chapter. Whether you're an investor, renovator, or buyer looking to customize a property, this home presents an exciting opportunity to build equity and bring your ideas to life. The main level features a kitchen, dining area, spacious living room, and full bathroom. The partially finished basement includes two additional rooms, providing flexibility for future use and improvements. A detached one-car garage adds convenience and additional storage space. With construction already underway, much of the potential lies in completing the renovations and making the property your own. Situated in the growing Windham community, this location provides convenient access to shopping, dining, and outdoor recreation. Explore the scenic Mountain Division Trail, enjoy a day at Dundee Park, or take advantage of the nearby Sebago Lakes Region for boating, fishing, and year-round recreation. Enjoy local dining favorites such as Bob's Seafood, Chute's Family Restaurant, and Yolked Farm to Table, along with numerous shopping and entertainment options throughout the area. With its renovation potential, flexible layout, and convenient Southern Maine location, 967 River Road is ready for its next transformation. Bring your creativity and discover the possibilities!

967 River Rd, Windham

Listing courtesy of JC North East Real Estate.

10 Flintlock Dr, Windham
$1,150,000
3 Beds ⋅ 3 Baths
Welcome to this gorgeous new home that is almost completed, located in the desirable and sought after Cross Ridge Community. The large lot offers a quiet setting surrounded by natural beauty. As soon as you enter the home you will be impressed by the thoughtful design and elevated quality. There is a space conveniently located to the right of the foyer that can be a den, work-at-home office or a space you design for your needs. The living room is anchored by a gas fireplace with built in shelves on both sides. The unique space in the living room will provide ease of entertaining your family and friends. From the living room you seamlessly enter into the dining area and beautiful gourmet kitchen with an open concept design. The kitchen has a gas stove with a pot filler, large island to entertain while you cook and quartz counters that go up the wall for backsplash. There is a lovely walk-in pantry with matching cabinets and counters to provide extra storage or prep space. The white oak hardwood floors throughout the home provide a feeling of luxury. The second floor has a space at the top of the staircase ready for you to design. The primary suite is a true retreat, featuring a walk-in closet, spa inspired shower and a double vanity. There are also two great size bedrooms and a full bath for family and guests. The laundry room with cabinets and shelving is conveniently located on the second floor. There is a large bonus room over the garage ready for you to create your special space. The daylight basement presents future opportunity to enhance your lifestyle whether for recreation, wellness or extended living space. The three car garage offers space for all your vehicles or create a workshop. Your possibilities with this beautiful home are endless. Central Air and a generator provide comfort and reliability for your home. This is an opportunity to own a truly stunning home where quality is evident in every detail. Some pictures are Ai generated.

10 Flintlock Dr, Windham

Listing courtesy of Maine Real Estate Experts. debcassidy123@gmail.com
33 Belvedere Dr, Windham
$475,000
3 Beds ⋅ 2 Baths
Discover your next home at 33 Belvedere Dr in desirable Windham, Maine! This inviting 3-bedroom, 1.5-bath home offers approximately 1,352 square feet of living space, a functional open-concept floor plan, and a rear deck perfect for relaxing or enjoying time outdoors. Built in 2021, the home features hardwood flooring, granite kitchen countertops, and a full basement offering additional storage or future possibilities. Conveniently located with access to the Greater Portland area and the beautiful Lakes Region, this property offers an opportunity to enjoy comfortable living.

33 Belvedere Dr, Windham

Listing courtesy of The Maine Real Estate Experience.

29 Serenity Ln, Windham
$609,000
4 Beds ⋅ 3 Baths
Welcome to 29 Serenity Lane, a beautifully maintained 4-bedroom, 2.5-bath Colonial nestled in Windham, Maine. With 2,016 square feet of comfortable living space, this home blends classic Colonial charm with thoughtful modern updates. Inside, you'll find fresh new flooring that adds a clean, updated feel throughout the home. Recent improvements also include heat pumps, providing efficient heating and cooling, along with an energy efficiency assessment to help maximize the home's comfort and performance. Enjoy your morning coffee or unwind at the end of the day from the inviting farmers porch, or take advantage of the spacious three-season porch for additional relaxation and entertaining space. The traditional Colonial layout provides plenty of room for everyday living, while four bedrooms offer flexibility for family, guests, a home office, or hobbies. With its combination of desirable updates, versatile living spaces, and classic New England character, 29 Serenity Lane is ready to welcome its next owners. Showings start at Open House on 10/31 at 10am, see you there!

29 Serenity Ln, Windham

Listing courtesy of Coldwell Banker Realty. 207-282-5988
3 Lavender Ln, Windham
$635,000
4 Beds ⋅ 3 Baths
Don't miss out on this property! IN-LAW/ONE BEDROOM APARTMENT and a beautiful 3 bedroom house! You would never know that this house is 7 years old. It is in amazing condition! The open concept home offers 3 bedrooms, two full baths, bright living area and an outdoor deck, on the main floor. At ground level is a heated two car garage and a one bedroom apartment with it's own laundry room. The apartment has a private entrance and can be entered from outside or from the garage. Income potential of $1650 per month. This awesome house and 1.84 acre lot is conveniently located between North Windham business district and Westbrook with an easy commute to Portland.

3 Lavender Ln, Windham

Listing courtesy of Maine Real Estate Experts. 207-232-9108
5 Hidden Pines Dr, Windham
$525,000
3 Beds ⋅ 3 Baths
Enjoy comfortable one-floor living in this nicely maintained Ranch-style home, tucked away on a quiet dead-end road in Windham. Set on 1.94 private acres, this three bedroom, two-and-a-half-bath home offers a welcoming layout with plenty of space to relax and entertain. The open-concept kitchen, dining, and living area flow seamlessly onto a large, private back deck—perfect for outdoor dining and enjoying the peaceful surroundings. The main level includes a primary bedroom, a guest bedroom, and a large full bath. The laundry room and a half bath are conveniently located just inside the direct entry to the garage. The finished lower level provides even more living space, featuring a bonus room with a bar area and pool table, ideal for entertaining. A third bedroom, full bath, and office complete the lower level, offering flexibility for guests, working from home, or additional living needs. Enjoy the best of both privacy and convenience, with easy access to Dundee Park, Sebago Lake, Windham Center, Westbrook, Portland and beyond.

5 Hidden Pines Dr, Windham

Listing courtesy of Portside Real Estate Group.

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