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$449,900
3 Beds ⋅ 3 Baths
Like new without the new price, this three-year-old condo has just been freshly painted and professionally cleaned. Move in ready and affordable. Spacious open floor plan with high-end cabinets/ Granite counters and an oversized deck make this a wonderful place to call home. This small (6 total units) association will keep condo fees low and allow for input on association rules. Three large bedroom, big closets and full basement make this home perfect for so many living situations including work from home. If you are looking for a comfortable and affordable place to call home, you have found it. Special financing maybe available for qualified buyers. Open House 9/13 10-12

12 Voyager Ln Unit 12, Windham

Listing courtesy of Maine Values Real Estate.

$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.

$585,000
3 Beds ⋅ 3 Baths
This home feels tucked away from it all without being far from anything. Set off a private road with mature trees, classic stone walls, and thoughtfully landscaped grounds, it offers a sense of privacy that can be hard to find. Inside, the layout is open, bright, and easy to live in, with a first-floor kitchen, dining, and living area that feels connected and comfortable. A mudroom and separate office or playroom add flexibility, while the daylight walkout basement offers even more space and future potential. Upstairs, the primary suite features its own bath and walk-in closet, complemented by two additional bedrooms, a second full bath, and a separate laundry space. Outside, the large front porch, back deck, and fire pit area make it easy to relax. Peaceful and private, yet still close to town and the turnpike, this home offers a rare balance of seclusion and convenience.

74 Tavern Hl, Windham

Listing courtesy of A Team Realty.

$450,000
3 Beds ⋅ 1 Baths
Tucked away just one block from the shores of Highland Lake sits 2 Abbadaba, a home reimagined from the studs up with an unwavering commitment to quality and longevity. Though its structure carries decades of history, a total 2023 rebuild effectively gave this residence a brand-new life. Every wall was opened and major systems replaced, including brand-new wiring, plumbing, insulation, windows, doors, and heating. Stepping inside through the mudroom entry, high-end touches shine—from custom tongue-and-groove pine on the ceiling to durable LVP flooring throughout. The main level flows naturally from a bright living area into a kitchen featuring white shaker cabinets, solid granite countertops, and modern appliances. A full custom bathroom and a flexible spare room complete the ground floor. Upstairs, three cozy bedrooms make clever use of the classic sloped roofline. Outdoors, a detached two-car garage provides abundant storage for lake gear. Walk just down the street to public access on Highland Lake, a 640-acre haven for boating and fishing. Perfect as a year-round home, summer retreat, or short-term rental, this total rebuild offers modern peace of mind in a prime location. Do not wait! Open House Saturday 09-12-2026 from 11am - 12:30pm.

2 Abbadaba Rd, Windham

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty. (207)749-4699
$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.

$545,000
3 Beds ⋅ 2 Baths
Seller financing incentive available! With an acceptable offer, seller is willing to contribute up to two points toward a buyer's interest rate buydown. Set on 2.5 acres in a peaceful Windham setting, this three-bedroom, two-full-bath home offers privacy, space, and everyday convenience while remaining close to everything the area has to offer. Built in 2006, the home features a comfortable and functional layout with an open-concept kitchen and dining area flowing into the living room, creating an easy space for everyday living and gathering. A welcoming sitting room provides an additional place to relax, while first-floor laundry adds to the home's practical layout. Outside, there's plenty of space to enjoy the property throughout Maine's seasons. Spend summer days by the pool and cooler evenings relaxing in the hot tub, which conveys with the property. Keep chickens in the existing coop, or take advantage of the additional outbuilding for storage, hobbies, equipment, or projects. Mature raspberry and blackberry bushes offer seasonal berries right from the yard, while a beautiful magnolia tree, lilacs, and an Oriental apple tree add established character and seasonal color to the property. With 2.5 acres and only two neighboring homes along the road, the property offers a sense of privacy without feeling isolated. Located just off Falmouth Road, the home strikes a great balance between a quieter setting and convenient access to town. Windham's shopping, restaurants, and everyday amenities are just a short drive away, while Portland is also within easy reach. With acreage, privacy, a pool, hot tub, useful outbuildings, and a convenient location, this property offers plenty of opportunity to make it your own.

7 Mancini Rd, Windham

Listing courtesy of Landing Real Estate.

$629,900
3 Beds ⋅ 3 Baths
Large ranch with so much to provide. Over 3200 sq ft of finished living space. Kitchen is open to the living room and dining area, great layout for entertaining. Kitchen Includes new cabinets, granite countertop and appliances. New plumbing fixtures, cabinet and countertop in the first floor bathroom with laundry shoot. Epoxy floor recently installed in basement. Massive 780 sq ft primary suite features jetted tub, separate shower and 2 large walk-in closets. Large laundry room with wrap-around work counter. Relax and enjoy your favorite drink in the comfort of the screened porch. Two large rock walls enhance the beauty of this property located only a few minutes to North Windham's business district. This property sits on nearly 2 acres, plenty of room to savor the outdoors. For those with an entrepreneurial spirit, you can set up your business in the basement with your advertising sign on Rte 302. Property is located in Windham's C-3 zoning (see town ordinance for the types of businesses allowed). The opportunities are extensive. Member of selling LLC holds a Maine Associate Brokers license.

5 Foster Flds, Windham

Listing courtesy of Regency Realty Group.

$325,000
1 Beds ⋅ 1 Baths
Great little cottage in a fantastic location! In the heart of the lakes region in Windham with views and a ROW to Pettingill Pond, across 302 from The Deckhouse Restaurant and Seacoast Adventure and just a 3 minute drive to Richardsons boat yard in Standish. A 20 minute commute to Portland and a 6 minute drive to the Raymond boat launch on Sebago Lake make this the ultimate home base for all things Maine without breaking the bank. Renovated in 2021 down to the studs with new wiring, plumbing, insulation, sheetrock, heat pump, propane Rinnai heater, and granite kitchen countertops, this gem is ready for you to come and enjoy!

8 Pettingill Rd, Windham

Listing courtesy of Meservier & Associates.

$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.

$349,900
2 Beds ⋅ 1 Baths
OPEN HOUSE, Saturday 10AM-12PM! Highland Lake doesn't close for the winter. Swim and paddle in July, skate and ice fish in January! At 15 Orchard Rd the lake is yours by deeded right, a short walk down the road. No launch fees, no hunting for parking, no waterfront tax bill. Just a towel, or a sled, and five minutes. The property was originally three lots, so there's room here most homes in this neighborhood don't have — garden, play, park the boat, spread out. Inside: hardwood floors and a kitchen freshly updated with new counters, backsplash, sink, and faucet. Woodstoves in both the kitchen and living room, plus a fireplace and multiple heat sources, so Maine winters are something to enjoy rather than endure. A first-floor bedroom keeps daily life easy, and several additional rooms flex into an office, hobby space, or a landing spot for guests. Septic is designed for three bedrooms; town records currently list the property as a 2-bedroom. Out back, a large shed handles storage with room left for a workbench. Easy commute to Portland. Four seasons of lake living, and a house that's warm through all of them.

15 Orchard Rd, Windham

Listing courtesy of Dream Home Realty LLC.

$450,000
This is an incredible opportunity for a multitude of business uses. The C-1 Zoning allows for many commercial uses. High visibility and directly located in front of a 30 unit residential townhouse development with an adjacent 24 occupied residential units. Lot 2 is also available. Lot((s) are available for sale, for ground lease, or, Seller will consider a build to suit.

1 Derringer Dr, Windham

Listing courtesy of Kre Brokerage Group.

$350,000
This is an incredible opportunity for a multitude of business uses. The C-1 Zoning allows for many commercial uses. High visibility and directly located in front of a 30 unit residential townhouse development with an adjacent 24 occupied residential units. Lot 1 is also available. Lot((s) are available for sale, for ground lease, or, Seller will consider a build to suit.

2 Vintage Dr, Windham

Listing courtesy of Kre Brokerage Group.

$350,000
This is an incredible opportunity for a multitude of business uses. The C-1 Zoning allows for many commercial uses. High visibility and directly located in front of a 30 unit residential townhouse development with an adjacent 24 occupied residential units. Lot 1 is also available. Lot((s) are available for sale, for ground lease, or, Seller will consider a build to suit.

2 Vintage Dr, Windham

Listing courtesy of Kre Brokerage Group.

$450,000
This is an incredible opportunity for a multitude of business uses. The C-1 Zoning allows for many commercial uses. High visibility and directly located in front of a 30 unit residential townhouse development with an adjacent 24 occupied residential units. Lot 2 is also available. Lot((s) are available for sale, for ground lease, or, Seller will consider a build to suit.

1 Derringer Dr, Windham

Listing courtesy of Kre Brokerage Group.

$625,000
3 Beds ⋅ 3 Baths
Beautiful contemporary cape with 1st floor primary suite! At the end of a cul-de-sac, in a quiet neighborhood, with the 5-acre community common space along the backside of the property, 14 Abenaki Drive is a peaceful retreat. Everyday conveniences and four-season recreation are close at hand. North Windham's shops, groceries, restaurants, and attractions like Seacoast Adventure are a short drive away, while Dundee Park's river beach, Lippman Park's trails and playground, and the Mountain Division Trail invite easy walks, bikes, and paddles. Sebago Lake and Little Sebago are nearby for swimming and boating, and Portland is only about twenty minutes down the road. North and South travel are at your doorstep! Enjoy small-town Maine charm and city access, gorgeous mornings and star filled nights from the deck off the dining room, or sweet summer days in the private back yard. If you are cozy to home, or delight in travel, this solidly built home will become your paradise. Check out the unique, 10 ft ceilings in the daylight walk-out basement. Find plenty of storage space. This house has it all. See it soon! OPEN HOUSE Sunday 9/6/2026 from 11:00 am - 1:00 pm

14 Abenaki Dr, Windham

Listing courtesy of EXP 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.

$389,000
3 Beds ⋅ 1 Baths
Welcome to 229 Tandberg Trail, where comfort, convenience, and opportunity come together in Maine's beautiful Lakes Region. This inviting ranch-style home offers easy one-level living in a desirable neighborhood, just minutes from shopping, restaurants, schools, lakes, parks, walking trails, and other everyday conveniences. Inside, you'll be greeted by a spacious open-concept living room, dining area, and kitchen, highlighted by soaring cathedral ceilings that create a bright and welcoming atmosphere. The layout is comfortable, functional, and move in ready! Outside, the generous yard offers plenty of room to relax, entertain, garden, or simply enjoy the outdoors. Adding a privacy fence could further enhance the backyard, creating an even more secluded outdoor retreat. Whether you're searching for your first home, looking to simplify your lifestyle, or seeking a property in one of Southern Maine's most sought-after areas, this home offers an excellent opportunity to make it your own. Some of the photos for this listing have been virtually staged. This home features a new heating system,hot water heater & 200-amp breaker panel-all new August 2026! The property card identifies the home as a 1.5- bath property. The toilet in the half bath was removed by the seller; however,the existing plumbing remains in place, allowing for a toilet to be reinstalled. Showings begin Saturday September 5th 2026. Open house on Sunday Sept 6th 11am-2pm.

229 Tandberg Trl, Windham

Listing courtesy of Plowman Realty Group.

$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.

$550,000
3 Beds ⋅ 3 Baths
Brand New Home with ROW access to Highland Lake! Experience Maine living in this move-in-ready custom home set on .47 acres. Offering 1,664 sq. ft., 3 bedrooms, and 2.5 baths. The thoughtfully designed floor plan features a first-floor primary suite with walk-in closet and en-suite bath with tiled shower. The beautifully appointed kitchen showcases an oversized island with quartz countertops, while first-floor laundry adds everyday convenience. All three Bedrooms have walk-in closets for plenty of storage. Step outside to an extra-large deck, perfect for entertaining, summer gatherings, and relaxing while enjoying the Maine outdoors. Modern craftsmanship, refined finishes, and easy access to Highland Lake create the perfect setting for elevated four-season lake living. Taxes shown are land only, TBD, call town of Windham. **Directions are tricky with GPS- Be sure to come down Albion Rd to Swan Rd, Vista Dr, to Birdsong- other routes will take you on rough roads ****Be sure to see interior tour video!- https://youtu.be/T_KmdYtGVFM

16 Birdsong Ln, Windham

Listing courtesy of RE/MAX Coastal.

$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.

$579,000
2 Baths
Two Family building situated on a 0.69 acre lot. Sewer to be connected at Towns expense in the near future. Many development options for this site.

705 Roosevelt Trl, Windham

Listing courtesy of Allied Real Estate.

$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.

$425,000
2 Beds ⋅ 1 Baths

12 Birchwood Ave, Windham

Listing courtesy of Century 21 North East.

$799,000
4 Beds ⋅ 3 Baths
Welcome to this beautifully maintained Colonial nestled in a family-friendly neighborhood! From the moment you arrive, you'll appreciate the inviting curb appeal, well-landscaped grounds, freshly painted exterior, Trex front porch, and stamped concrete walkway. The open-concept main level offers an ideal layout for everyday living and entertaining. The living room features a cozy fireplace with Brazilian teak hardwood floors and flows seamlessly into the dining area and spacious kitchen, complete with plenty of workspace. A charming coffee bar adds an extra touch of convenience. The large mudroom provides excellent storage and space. Upstairs, the primary suite offers hardwood flooring and a private bath, while additional bedrooms provide plenty of space for family and guests. Step outside to enjoy the newer deck, overlooking a wonderfully private backyard--perfect for relaxing, entertaining, or enjoying your morning coffee. Thoughtfully cared for and move-in ready, this home offers the space, comfort, and privacy you've been looking for in a desirable Windham location. A must-see!

2 Victoria Ln, Windham

Listing courtesy of Signature Homes Real Estate Group, LLC.

$460,000
3 Beds ⋅ 2 Baths
Welcome to 8 Port Drive, Unit 8, a well-maintained Windham condo offering a comfortable layout, thoughtful updates, and access to Collins Pond. Tucked into a quiet, secluded setting with little traffic, this home provides a peaceful atmosphere while keeping you close to the shops, restaurants, and conveniences of downtown North Windham. The main level offers the ease of single-floor living, with inviting living spaces and a kitchen enhanced by an updated backsplash and shelving. Fresh paint on walls and doors, updated lever-style door handles, new blinds and curtains throughout, and two new storm doors add to the move-in-ready feel. Upstairs, a flexible bonus room provides additional space for a den, workout room, home office, or other needs. Outside, enjoy the impressive Trex deck completed in November 2025, a fenced area, and a setting that offers a great extension of the home's living space. Additional improvements include a new roof in 2024, new washer and dryer in 2025, garage door opener with remote, Ring doorbell, furnace igniter, and approximately $15,000 in 2026 additions. The attached garage adds everyday convenience and storage. As part of a small condominium association, owners enjoy weekly trash removal, while the association handles exterior maintenance and septic. With Collins Pond access, a private-feeling setting, flexible living space, and numerous recent improvements, this property offers a unique opportunity to enjoy low-maintenance condo living without giving up the outdoor features and comfortable feel of a home. Conveniently located near the heart of North Windham, 8 Port Drive, Unit 8 is ready for its next owner to settle in and enjoy all that this property and location have to offer. Whether relaxing on the spacious deck, enjoying the fenced outdoor area, or heading to Collins Pond, there is plenty to appreciate inside and out. Natural gas heat and practical utility costs further complement the easy-living design. Come experience this home!!

8 Port Dr Unit 8, Windham

Listing courtesy of Real Broker.

$609,900
3 Beds ⋅ 2 Baths
If you've been searching for a prime location and space to entertain, you've found it! Welcome to your own backyard oasis in one of Windham's most desirable areas. Designed for hosting and everyday living, this 3-bedroom, 2-bathroom home features an above ground pool, hot tub, tiki bar, and expansive fenced in outdoor space ready for gatherings all year long. The large concrete pad currently used for grilling, is easily converted to a basketball court providing plenty of room for recreation. A second outbuilding has been transformed into an insulated, heated home gym giving you a dedicated workout space just steps from the house. Inside, you'll find floor to ceiling updates including a large kitchen, oversized living room with sliding glass doors to the backyard, spacious bedrooms, and the private primary bedroom with en-suite bath. The finished lower level adds even more living and entertainment space with your own movie theater, and two bonus rooms currently used for air hockey and poker nights. The spacious two-car garage gives you ample room for vehicles, gear, and storage, and provides direct entry to the living area, and the bar and hot tub. Whether you're enjoying summer by the pool, working out from home, movie nights, football Sundays, or simply looking for more space without sacrificing location, this property delivers a lifestyle that's surely hard to find. Conveniently located for easy access to Portland, Sebago, and the Lakes Region, it's an ideal investment or year-round home for work, play, and everything in between.

483 Falmouth Rd, Windham

Listing courtesy of EXP 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
$619,900
3 Beds ⋅ 3 Baths
Spacious, private, and beautifully updated, this unique home offers the perfect blend of character, comfort, and convenience. Located just 15 minutes from Portland and approximately one mile from Windham schools, the property is tucked into a thoughtfully landscaped setting with plenty of space for gardening, entertaining on the patio, and enjoying the yard. The home's passive solar design, vaulted ceilings, exposed beams, and abundant natural light create a warm and inviting atmosphere. The recently updated kitchen, new flooring, and new heat pumps add modern comfort while complementing the home's distinctive architectural character. The remodeled primary suite is a true retreat, featuring a kitchenette, stacking washer/dryer, full bath, spacious walk-in closet, and private porch. A first-floor office offers flexibility and could easily serve as a bedroom, depending on your needs. Well cared for and with many updates, this special property offers privacy and space while keeping you close to schools, shopping, recreation, and all that Portland has to offer. Come see all this unique Windham home has to offer!

107 Pope Rd, Windham

Listing courtesy of Redfin Corporation.

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