Windham Real Estate

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 clean walk out basement and oversized storage shed provide abundant storage space for all your belongings.

89 Falmouth Rd, Windham

Listing courtesy of EXP Realty.

$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.

$799,900

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.

$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.

$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 finished 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.

$1,756,000

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.

16 Cook Rd, Windham

Listing courtesy of Coldwell Banker Team Real Estate.

$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.

$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.

$265,000

2 Beds ⋅ 1 Baths

Comfortable, affordable, and easy to own. This recently updated 2-bedroom, 1-bath condo at 18 Easy Way offers 833 square feet of well-laid-out living in Windham, with low HOA fees and heating bills that keep your monthly expenses well below what you'd expect. The kitchen features stone countertops, and the updates throughout make this a move-in-ready home. Two bedrooms give you flexibility for guests, a home office, and the efficient layout means no wasted space. Outside is where this condo really stands out. The shared outdoor space is set up for barbecues, evenings around the fire pit, and long summer nights. A storage shed keeps your gear, tools, and seasonal items out of the way. Private parking is included, and coin-op laundry is available on site. The HOA welcomes pets which means your four-legged family members are welcome too. Windham offers Southern Maine convenience with a small-town feel, including Sebago Lake, local trails, and shopping and dining along Route 302 close by. It's a smart fit for first-time buyers, downsizers, or anyone who wants affordable, low-maintenance living with room to entertain. Showings begin Friday 10/23. Open House Sunday 10/25 from 11am-12:30.

18 Easy Way Unit 6, Windham

Listing courtesy of Maine Community Real Estate.

$786,000

3 Baths

Highlights: Master Suite - Expansive primary bedroom with full private bath and a spacious walk-in closet Gourmet Kitchen - Designed for the home chef and perfect for gatherings Separate 1-Bedroom In-Law Unit / Apartment - Ideal for guests, multigenerational living, or rental income Daylight Finished Basement - Bright, usable living space with natural light Two 2-Car Garages (one attached) - Both fully heated one with radiant floor heat and the other has a Modine heating system for year-round comfort Backyard Patio - Perfect for outdoor entertaining and relaxation 2 Acres - Private setting with room to enjoy nature and outdoor activities This rare offering combines comfort, functionality, and privacy in one outstanding package. The separate in-law unit, dual heated garages, and finished daylight basement provide flexibility few homes can match. Don't miss this unique opportunity. Schedule your private showing today, don't delay.

6 Barbara Win Ln, Windham

Listing courtesy of EXP Realty.

$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

$360,000

3 Baths

This two-unit offers a reported annual net operating income of $30,725, making it an appealing option for buyers seeking an income-producing investment or a future owner-occupied property with rental income to help offset expenses. Set on a sunny, elevated 3-acre parcel near the Westbrook line, the property combines liberal outdoor space with an oversized two-car garage, insulated outbuilding, an inground pool, a paved driveway, and ample parking. Unit 1 rents for $1,400 per month plus half of the electric and propane costs and features 2 bedrooms, 1 bath, a kitchen, a family room, and a covered patio. Unit 2 rents for $1,800 per month plus half of the electric and propane costs, with the tenant responsible for mowing and driveway clearing. This spacious upper-level unit offers 4 bedrooms, 2 baths, and a generous living area with a bonus room. Propane heat, a pellet stove, recently updated windows, and a private yard add to its appeal, while cosmetic updates offer an opportunity to refresh the space and build value. Farm District zoning has many permitted uses for Investors with a vision. With strong numbers, versatile uses, and room for capital appreciation, this property is an attractive investment today with greater potential tomorrow! Schedule showings under MLS # 1685309

11 Jacques Ln, Windham

Listing courtesy of Maine Real Estate Pros. 207-212-6161

Windham Real Estate

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