Windham Homes with Scenic View(s)

Welcome to Windham, Maine – a picturesque town nestled in the heart of Cumberland County, where the beauty of nature meets the warmth of community. Known for its stunning landscapes and serene atmosphere, Windham offers an idyllic setting for those seeking a tranquil lifestyle without sacrificing modern conveniences.

Windham is not just a place to live; it’s a place to thrive. With its charming downtown area, residents enjoy a delightful mix of local shops, restaurants, and recreational activities. The town is dotted with beautiful parks and lakes, making it a haven for outdoor enthusiasts. Whether you’re hiking the scenic trails of the nearby Sebago Lake State Park or enjoying a peaceful afternoon fishing on one of Windham’s many lakes, you’ll find that nature is always just a stone's throw away.

One of the most alluring aspects of Windham is its homes with breathtaking scenic views. Imagine waking up each morning to panoramic vistas of rolling hills, tranquil lakes, and lush woodlands right from your window. These homes not only offer comfort and style but also a front-row seat to the stunning natural beauty that defines this charming town.

For families, Windham boasts excellent schools and a tight-knit community that fosters a sense of belonging. With easy access to Portland and its vibrant cultural scene, Windham provides the perfect balance of rural charm and urban convenience.

Discover the magic of Windham, where every day feels like a retreat, and your dream home with a scenic view awaits!

Newest Windham Homes with Scenic View(s)

$1,425,000

5 Beds ⋅ 3 Baths

Set on more than 100 feet of private sandy beach frontage on Little Sebago Lake, this completely renovated lake house offers a turn-key opportunity that rarely comes to market. The main home features five bedrooms and three full bathrooms, including a primary suite on the first floor. The stunning living room boasts cathedral ceilings with exposed beams, solar powered skylights, a floor-to-ceiling stone fireplace, and unobstructed views of the lake. Inside the kitchen you'll find all new stainless steel appliances including a gas range with a chef's hood, expansive cabinetry, and oversized windows. Outside, the 24x36 two car garage contains a work area and even more finished space above with a private deck overlooking the water. Entertaining here is effortless- the private dock and float provide boat, paddleboard, and swimming access just steps from the house, and sunsets can be enjoyed from the sprawling stone firepit. No detail was overlooked in this tasteful renovation; a new waterproof basement, drilled well, heat pumps, electrical, and roof are just some of the upgrades that make this home so special. This lakefront sanctuary is your opportunity to create memories in one of Maine's most exceptional settings.

112 Sabbady Point Rd, Windham

Listing courtesy of Legacy Properties Sotheby's International Realty.

$475,000

3 Beds ⋅ 2 Baths

Welcome to this well-cared-for Cape in a park-like setting, with year-round water views of Highland Lake from the front deck. Enjoy your morning coffee watching the local bald eagles and listening for the loons, and in the evening gather around the fire pit in the flat back yard surrounded by hardwoods that show their colors in the fall. An extensive trail system starts right at the back property line so you can walk, snowshoe, or cross-country ski from your own yard. Inside you will find a spacious mudroom, a kitchen with granite counters, a breakfast nook, and updated appliances, and sun-filled dining and living rooms. A dedicated first-floor office is ready for remote work. Upstairs are three bedrooms and a second-floor laundry, with fresh paint and new carpet throughout. the big-ticket items have already been taken care of: new roof, new attic insulation installed by an Efficiency Maine certified vendor, a new high-efficiency propane boiler and a hybrid electric/heat pump water heater all keeping your heating and hot water costs down. Highland Lake is minutes away for kayaking, paddle boarding, ice skating and ice fishing, and the oversized shed is perfect to store all of those toys. This property offers privacy and plenty of open yard to garden, entertain, and play. Just 3.1 miles to shopping in Windham Center and an easy commute to Portland. Don't miss this one! Open Houses Saturday 9/12 10:00am-12:noon. Sunday 9/13 1:30-3:00pm.

96 Percy Hawkes Rd, Windham

Listing courtesy of RE/MAX Shoreline.

$415,000

3 Beds ⋅ 2 Baths

Indoor and outdoor living at it's best! Come see this great little cottage with water access on the shores of Pettingill Pond. This 3 bedroom 2 bath year round home has been thoughtfully updated and remodeled for ease of living. It features a thoughtfully designed new kitchen with modern features and artistic touches which leads to a giant deck perfect for entertaining. The 2 updated bathrooms and unique layout provides for separate and cozy spaces perfect for when guests arrive or house sharing. Every space feels fresh and ready for its new owner. Major improvements including a new roof and exterior stain have been completed recently so you can just bring your kayak and paddle and get on the water without the worry.

5 Shore Rd, Windham

Listing courtesy of RE/MAX Coastal.

$579,000

4 Beds ⋅ 3 Baths

Historic circa-1900 farmhouse on 4 acres of fields and forest in a desirable rural Windham location, adjacent to Bumbleroot Organic Farm and minutes to Westbrook and Gorham. Filled with vintage character and potential, the home features abundant custom cabinetry in the kitchen, dining, and office spaces; a separate bedroom suite with soaking tub and walk-in closet; and a sunroom overlooking a fenced garden, open field, and woods. A 1,200-square-foot post-and-beam barn provides outstanding possibilities for a workshop, studio, storage, animals, or hobby use. A rare chance to restore, reimagine, and make this remarkable property your own.

180 Highland Cliff Rd, Windham

Listing courtesy of A Team Realty.

$999,000

3 Beds ⋅ 2 Baths

Beautifully maintained and full of character, this inviting log sided home offers the quintessential Maine lakefront lifestyle on the shores of Little Sebago Lake. The home features three bedrooms and one and a half baths with a warm and welcoming open-concept kitchen/dining area that flows into a living room anchored by an impressive double-sided fireplace. Hardwood flooring throughout many of the rooms add to the home's timeless appeal. Upstairs, you'll find three generous bedrooms, including a primary with its own private screened-in porch—a peaceful place to enjoy your morning coffee while taking in the sights and sounds of the lake. A spacious family room with cathedral ceilings provides additional room to gather, relax, or accommodate guests. Just off the family room, a cozy nook offers the perfect spot for a home office, study, or quiet reading retreat. Beautiful wood detailing in the soaring upstairs ceilings enhances the warmth and craftsmanship of this special home. An attached one car garage provides excellent storage and offers potential for conversion into additional overflow living or recreational space. Outside, the large, level yard features established landscaping and plenty of room to enjoy the outdoors. At the water's edge, two docks provide easy access to Little Sebago Lake for boating, swimming, fishing, kayaking, or simply relaxing by the shore. With miles of water to explore, days here can be spent cruising the lake, enjoying time on the water, and returning home to your own private waterfront retreat. A dual purpose shed provides plenty of room for tools, gardening supplies, lake gear, and recreational toys, while a large woodshed and additional smaller shed provide even more storage. Offering the warmth and character of a classic Maine log style home, generous outdoor space, and direct access to one of the area's most desirable lakes, this property is equally suited for year-round living or a special Maine getaway of your own.

92 Sabbady Point Rd, Windham

Listing courtesy of Real Estate 2000 ME/NH.

$649,999

3 Beds ⋅ 2 Baths

Welcome to 51 Gambo Road in Windham, where peaceful waterfront living meets everyday convenience. Set along 144 feet of privately owned Presumpscot River frontage, this unique property offers a rare opportunity to enjoy nature right outside your door while remaining close to shopping, dining, walking trails, golf, beaches, fishing, kayaking, and canoeing. This 3 bedroom 2 bathroom home offers over 2400 total square feet and has seen numerous thoughtful renovations, including a newly renovated kitchen, bathroom, and basement. Enjoy your mornings on the screened-in front porch, then spend your afternoons by the river before unwinding in the hot tub or sauna. An outdoor patio and fire pit create the perfect setting for evenings with friends and family. Private riverfront, modern updates, endless recreation, and unmatched tranquility. Come experience 51 Gambo Road, and discover a home that feels like a getaway, without giving up the convenience of being close to most everything!

51 Gambo Rd, Windham

Listing courtesy of Landing Real Estate.

$786,000

3 Beds ⋅ 3 Baths

Stunning Private Estate Home with In-Law Suite - 2 Acres of Privacy. Welcome to this exceptional property offering the perfect blend of luxury living and versatile space. Nestled on a generous 2-acre lot, this home features a gourmet kitchen ideal for entertaining, three spacious bedrooms, and a private 1-bedroom in-law apartment/unit completely separate from the main house. 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! Contact us today to schedule your private showing.

6 Barbara Win Ln, Windham

Listing courtesy of EXP Realty.

$415,000

3 Beds ⋅ 1 Baths

Welcome home to this beautifully maintained 3-bedroom, 1-bath home with a two-car garage, ideally located with convenient access to Windham, Gorham, Portland and surrounding areas. Move-in ready and thoughtfully cared for, this home offers a wonderful combination of comfort, extensive improvements and pride of ownership. Major improvements completed in 2025 include new 1/2-inch foam board and 7/16-inch OSB, new vinyl siding, Matthews Brothers Sanford Series double-hung windows, new exterior doors with storm doors, blown-in insulation in the walls and attic, new seamless gutters on both the house and garage, and a new roof featuring ice and water shield. A new large capacity 200 amp electrical panel was also installed, along with a positive drainage system in the basement. Inside, you'll find a warm and inviting home with fresh paint throughout, a spacious living room, three comfortable bedrooms and a nicely appointed kitchen and bath. Step outside and enjoy the beautiful backyard, rear deck and newer 12' x 20' shed, providing plenty of additional storage for lawn equipment, recreational gear and more. One feature that really sets this home apart is the recessed RGB LED Wi-Fi soffit lighting. Customize the exterior lighting for holidays and special occasions, or simply create attractive accent lighting that showcases the home year-round. Additional improvements over the years include kitchen and bathroom renovations, living room flooring, chimney repointing, a replacement oil tank, garage roofing and vinyl siding, and the rear deck. With extensive recent improvements, added insulation, newer windows and doors, updated electrical, a two-car garage, great outdoor space and a convenient location, this is a home where much of the work has already been done. Move in, settle down and simply enjoy being home.

127 Main St, Windham

Listing courtesy of LAER.

$1,955,000

4 Beds ⋅ 4 Baths

A carefully curated and renovated mid-century modern home with full attention to details......this home has both waterfront privacy with a .56-acre yard and beautiful appointments! The builder purchased 3 lots and lined each side with now mature trees and hedges to create a rare oasis on Banjo Cove! These 3 lots, facing south, bring sunsets, sunrises and abundant wildlife viewings! The flat level entrance to a solid sandy bottom of 152 feet of waterfront is perfect for swimming, fishing and best of all, no steps, weeds or boulder rocks to content with!!! The original home was built in 1960, but an expansive addition of 800 square feet was added in 2023. In 2026, the owner worked with an experienced architect, removing walls to give a seamless flow to the first floor. The hardwood floors, exterior cedar shakes, floor to ceiling windows, open cable railings are stunning!! Two primary suites/bathrooms. A large deck makes outdoor dining and entertaining a pleasure! Three sets of double glass sliders bring in the gorgeous views, a bar sink and plumbing for an additional outdoor sink/prep area with both hot/cold water make cooking a breeze. A sunny downstairs daylight walk out basement with full lake views has a small kitchenette, an office/bedroom and a 640 square foot family room. The owner has used this space for weekly rentals for 11 years. A camp shower and bathroom and full laundry plus a modern gas fireplace and a separate entry are in place for you to enjoy or continue to rent. The kitchen and sitting area was added in 2023 upstairs with Viking/sub zero appliances. A modern vaulted ceiling with uplighting, a second gas fireplace, double pantries ......and a 9-foot quartz island complete it! Established perennials, irrigation lines, whole house generator, dock, and two hot water heaters. Little Sebago Lake is one of Maine's finest, stocked with trout annually! A haven to create a lifetime of lake memories!! Two hours to Boston, 30 minutes to Portland

233 Smith Rd, Windham

Listing courtesy of Judy George Realty.

$499,000

3 Beds ⋅ 2 Baths

Welcome to this wonderful 3-bedroom, 2-bathroom ranch-style home, offering comfortable living and thoughtful updates throughout. The large, renovated kitchen and open first-level floor plan create a fresh, inviting space for cooking, gathering, and everyday living. A newly built 2-car garage provides plenty of room for vehicles, storage, and more. Step outside onto the updated Trex deck, perfect for relaxing, entertaining, and enjoying the outdoors. The lower level offers flexible additional space that can easily serve as a work-from-home office, playroom, or extra storage. With its combination of modern improvements, versatile living spaces, and easy ranch-style living, this home is ready to welcome you!

3 Tucker Dr, Windham

Listing courtesy of Waypoint Brokers Collective. brandon@waypointbrokers.com

$495,000

1 Beds ⋅ 1 Baths

If you've been searching for a true, easy-living Maine camp feel with modern comfort, you've found it! 12 Getaway Road in Windham checks every box. Nestled right on the quiet Little Duck Pond, this charming, updated cottage offers peaceful waterfront living with the unbeatable convenience of an easy-access Windham location. Inside, the fresh space centers around the amazing views and a beautiful stone fireplace. This cottage has been beautifully updated with a new kitchen, bath, flooring and pine shiplap throughout. Enjoy this private, quaint cottage on a clean 35 +/- acre pond that is home to largemouth bass, perch, pickerel, etc. Kayak, paddle, swim or launch your motorized boat right from your front yard.

12 Getaway Rd, Windham

Listing courtesy of Dream Home Realty LLC.

$275,000

Imagine building the home you've always wanted just steps from Highland Lake. Tucked into Windham's sought-after Highland Lake community, 58 Lower Beach Road offers a rare opportunity to create something entirely your own in a setting where lake life becomes part of everyday life. Located just one lot back from the water with points of access to Highland Lake, this is your chance to build near one of southern Maine's treasured lakes without settling for someone else's vision of what a lake home should be. Picture summer mornings heading to the lake, afternoons spent swimming, paddling and boating, and quiet Maine evenings returning home from the water. Here, the dream isn't simply owning a house, it's creating a lifestyle around the place you want to be. And the location makes it even better. Enjoy the natural beauty and recreation of Highland Lake while remaining close to everything Windham has to offer and within easy reach of Greater Portland. It's the kind of setting that lets you feel away from it all without actually being far away. Bring your own vision and builder or explore the property's separately offered build package for an opportunity to take much of the guesswork out of creating your new home. 58 Lower Beach Road isn't simply a piece of land. It's an opportunity to finally build the lake lifestyle you've been imagining. Shared water access to Highland Lake. The exact location, extent, and amount of shared water frontage are currently being confirmed by the attorney. **Also offered as a to-be-built home package -- see MLS #1676599 for additional details. **

58 Lower Beach Rd, Windham

Listing courtesy of Keller Williams Realty.

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