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$489,500
3 Beds ⋅ 1 Baths
Welcome to 47 Running Brook Road, a beautifully renovated three-bedroom ranch offering move-in-ready comfort, an oversized wooded lot, and deeded access to approximately 1,500 feet of shared Collins Pond shoreline and park area. Inside, the main level has been thoughtfully transformed with an open and inviting layout, refinished hardwood floors, fresh paint, new doors and trim, and updated lighting throughout. The completely remodeled kitchen features new cabinetry, granite countertops, a farmhouse sink, tile backsplash, stainless appliances, and modern black hardware. The renovated full bath includes a tiled shower, double vanity, new fixtures, and updated plumbing. All three bedrooms are generously sized, and the spacious living room offers plenty of room to relax around the woodstove. The finished lower-level recreation room provides additional flexible living space, while the unfinished portion of the basement offers excellent storage and utility space. Major improvements completed since 2025 include Anderson windows, new exterior doors, a new oil boiler, a new heat pump water heater, a new chimney liner and cap, updated outlets and switches, new flooring, refreshed landscaping, fencing, and extensive tree clearing. Outside, enjoy a private backyard setting with multiple deck areas, a gazebo, storage shed, and a gorgeous, wooded section of the lot. Deeded rights provide access to the shared Collins Pond park area, where residents can enjoy kayaking, paddleboarding, fishing, swimming, and the lake lifestyle without the cost and maintenance of direct waterfront ownership. With extensive renovations, updated systems, flexible living space, and deeded pond access, this home offers a rare combination of comfort, recreation, and peace of mind.

47 Running Brook Rd, Windham

Listing courtesy of Keller Williams Realty.

$949,900
3 Beds ⋅ 3 Baths
Nestled on an extraordinary 16-acre estate in the heart of Windham, this one-of-a-kind farmhouse masterfully blends timeless New England charm with exceptional modern amenities. Surrounded by breathtaking stone walls, spectacular perennial gardens, and stunning custom hardscaping, the property offers an unparalleled setting of beauty, privacy, and tranquility. At the heart of the home is a dream chef's kitchen, thoughtfully designed for both everyday living and entertaining. Featuring gleaming granite countertops, stainless steel appliances, and a coveted Wolf gas range, this impressive space is as functional as it is beautiful. The home offers three spacious bedrooms and two-and-a-half baths, with inviting living spaces that embrace the surrounding landscape. Relax year-round in the passive solar sunroom, unwind on the spacious screened porch, or entertain on the deck before soaking in the hot tub beneath the stars. Additional highlights include a three-car garage, a garden shed, and an expansive third-floor attic with incredible potential to create additional finished living space, whether you envision a home office, studio, guest suite, or recreation room. Every inch of this remarkable property reflects thoughtful craftsmanship and pride of ownership. From the magnificent gardens to the picturesque stonework and peaceful acreage, this is a rare opportunity to own a truly exceptional country estate--offering the perfect balance of elegance, comfort, and natural beauty, just minutes from all that Windham has to offer. This home has even been pre-inspected for the buyer's convenience. Seller Concessions Available. For a video walk-thru go to YouTube and enter the property address.

605 River Rd, Windham

Listing courtesy of Keller Williams Realty.

$499,000
3 Beds ⋅ 2 Baths
Tucked away on a peaceful, wooded lot, 8 Environmental Way has had many thoughtful updates including a new roof and whole house generator! This home has the perfect balance of privacy and convenience, just about 30 minutes from downtown Portland. Wake up to birdsong, watch deer wander through the yard, and enjoy the feeling of your own nature retreat, all while being just minutes from shopping, restaurants, schools, and Sebago Lake recreation. Inside, the thoughtful three level layout offers the best of both worlds. The main living spaces flow seamlessly together with an open kitchen, dining, and family room with a propane stove and natural landscape outside drawing nature in. Separate levels provide privacy when it's time to unwind. Upstairs, you'll find three bedrooms, including a spacious primary suite with its own en suite bathroom, plus a second full shared bathroom off the hallway. The finished lower level adds valuable flex space and is currently set up as a gaming room, making it perfect for a media room, home office, gym, or bonus space. For added peace of mind, a pre-listing home inspection has already been completed, and a water test report will be provided to interested buyers.

8 Environmental Way, Windham

Listing courtesy of Waypoint Brokers Collective. monica@waypointbrokers.com
$599,000
3 Beds ⋅ 3 Baths
This beautiful 3-bedroom, 2.5-bath home will have you celebrating your good luck! Life in this serenely situated Windham neighborhood strikes a perfect balance of comfort, convenience & idyllic charm. Inside, a seamless layout, hardwood floors, lofty ceilings, and mood-boosting natural light await. The kitchen's granite countertops, stainless steel appliances, gas stove, island with storage + seating, and large pantry will inspire every home chef. Open access to the dining area makes for easy chatting while cooking. Beautiful windows and a gas fireplace preside over the living room. A half bath with laundry rounds out the main floor. You'll love retreating to the primary suite upstairs, where peaceful nature views and a private bath create the perfect place to unwind. Two additional second-floor bedrooms and a full bath mean there's room for everyone. Opportunity abounds for entertainment, work, or play in the finished basement. Nature lovers & wildlife watchers will adore this tranquil, tree-lined spot, be it from the front porch, back deck, or around a campfire in the backyard. Evening strolls & bike rides are a breeze in the welcoming, walkable neighborhood. The attached 2-car garage adds everyday ease. North Windham's endless amenities mean you need not leave the bounds of town for a thing. Sebago Lake's public beach is a mere 5-minute drive away. This home will have you singing the praises of a life well-lived - a must-see! Showings begin Friday 7/31 OPEN HOUSE Sunday Aug 2nd 11-1

77 Harvest Hill Rd, Windham

Listing courtesy of King + Miller Real Estate. info@kingmillerrealestate.com
$1,179,900
4 Beds ⋅ 3 Baths
Luxury meets timeless craftsmanship in this exceptional new construction home, privately nestled on 1.84 wooded acres. Offering 4 bedrooms and 2.5 baths, every space has been thoughtfully designed with elevated finishes, abundant natural light, and a seamless blend of elegance and comfort. The heart of the home is a stunning gourmet kitchen featuring custom cabinetry, premium finishes, an expansive walk-in pantry, and an inviting layout perfect for everyday living or entertaining. The spacious living area is anchored by a beautiful gas fireplace, while oversized windows frame the natural surroundings and flood the home with light. Throughout the home, you'll find gorgeous white oak radiant-heated floors, custom tile, and meticulous craftsmanship at every turn. An extended garage provides generous room for vehicles, storage, or a workshop. Outside, the welcoming farmer's porch and stone walkway create timeless curb appeal, while the wooded setting offers exceptional privacy and a peaceful retreat. Combining sophisticated design, modern efficiency with heat pumps, and high-end custom finishes throughout, this is a rare opportunity to own a truly stunning home where quality is evident in every detail.

108 Highland Cliff Rd, Windham

Listing courtesy of Landmark Realty.

$75,000
3 Beds ⋅ 2 Baths
One-level living in a well-kept 55+ community! This single wide provides an easy layout with the kitchen open to the dining area, great for everyday living or having people over. The primary suite comes with its own half bath, and you've got a dedicated laundry room and mudroom for all the stuff that usually ends up piled by the door. Outside, the yard is landscaped and there's a shed for extra storage. Just a short drive to everything Windham has to provide, shopping, restaurants, the lake. Additionally, this home has all new appliances, that are only about a year old! Low-maintenance, move-in ready, and priced to sell.

42 Robin Ln, Windham

Listing courtesy of Keller Williams Realty.

$474,000
3 Beds ⋅ 3 Baths
New model completed and available for sale! Come see why so may have chosen Dolley Farm Condominiums for their new home! Windham's NEWEST condominium community offering modern design in a peaceful, thoughtfully planned setting. The Sunrise style townhouse features a well-designed open floor plan ideal for today's lifestyle. The spacious kitchen includes a center island and pantry and flows seamlessly into the dining and living areas--perfect for everyday living and entertaining. A rear patio extends your living space outdoors, ideal for summer meals, grilling, or relaxing with a good book. Upstairs, the primary suite offers a private retreat with an ensuite bath. Two additional bedrooms and a second full bath provide flexibility for guests or family. A second-floor flex space creates the perfect spot for a desk, reading nook, or study area, and the second-level laundry room adds everyday convenience. The full unfinished basement offers generous storage and the opportunity to create additional finished space for a future family room, gym, or flex area. Dolley Farm offers two distinct floor plans -- the Harvest and the Sunrise -- allowing buyers to choose the layout that best fits their needs. With completed units available, you can settle in and enjoy the season right away. Ideally located with easy access to Windham Center, Westbrook, and Portland, Dolley Farm combines neighborhood living with everyday convenience in one of Southern Maine's most desirable communities. Several other units to choose from. Common area pavilion and playground, and a short distance to Shaw Park and the Sebago to Sea trail. Pet friendly!

2 Dolley Farm Rd Unit 1, Windham

Listing courtesy of The Flaherty Group.

$347,900
2 Beds ⋅ 2 Baths
Welcome home to Windham Hill Woods, where comfort, convenience, and community come together! This beautifully maintained 2-bedroom, 1.5-bath townhouse offers bright, inviting living spaces and a versatile third-floor loft that's perfect for a home office, guest space, workout room, or cozy retreat. The open layout creates an easy flow for everyday living, while the private back deck provides the ideal spot to unwind and enjoy the peaceful surroundings. The full basement offers plenty of extra storage, giving you all the space you need to stay organized. Best of all, the association takes care of lawn maintenance, snow removal, and exterior upkeep, allowing you to enjoy a truly low-maintenance lifestyle. Windham Hill Woods is known for its outstanding amenities and welcoming community. Spend summer days at the in-ground pool, gather with neighbors in the community garden or gazebo, and enjoy the basketball and pickle ball courts just steps from your door. Conveniently located just minutes from North Windham's shopping, dining, and everyday conveniences, with easy access to the Sebago Lakes Region and only about 25 minutes to Portland, this home offers the perfect balance of recreation, relaxation, and accessibility. Whether you're looking for your first home, a place to simplify your lifestyle, or a move-in-ready property in one of Windham's most desirable communities, this townhouse is one you won't want to miss!

22 Turkey Trail, Unit 22, Windham

Listing courtesy of Dream Home Realty LLC.

$509,000
2 Beds ⋅ 1 Baths
Don't miss this opportunity to own a year-round, two-bedroom cottage on beautiful Sebago Lake! Located in a five-member association, this property includes its own deep-water boat slip, making it ideal for boating enthusiasts. The renovation has already begun, as shown in the photos, giving the next owner a head start on creating their perfect lakeside retreat. The seller has decided to move on before completing the project, creating an excellent opportunity to add your own style and finishing touches. Enjoy the level common waterfront area featuring picnic tables, a fire pit, and plenty of space to relax and gather with family and friends. With a reduced list price, this cottage offers outstanding value and endless potential. Bring your vision and make this Sebago Lake getaway your own!

14 Family Cir Unit 2, Windham

Listing courtesy of Real Estate 2000 ME/NH.

$299,000
2 Beds ⋅ 2 Baths
Welcome to this beautifully maintained and inviting two-bedroom condo, ideally located in the heart of Windham. Enjoy the convenience of being just minutes from shopping, restaurants, and everyday amenities while tucked away in a peaceful setting. The first floor features an open-concept layout with a spacious living room, kitchen, and dining area--perfect for both everyday living and entertaining. Just off the dining area, step onto the newer deck, an ideal spot to enjoy your morning coffee, dine outdoors, or unwind after a long day. Upstairs, you'll find two generously sized bedrooms with cathedral ceilings that create a bright and airy feel, along with a full bathroom. The finished walk-out basement offers valuable additional living space that can easily serve as a third bedroom, home office, fitness room, or family room, with direct access to the private backyard. Conveniently located near Sebago Lake and just a short drive to Portland, this move-in-ready condo offers the perfect blend of comfort, functionality, and location. Don't miss your opportunity to make this wonderful property your new home! Open house Saturday, July 25th from 10-12!

26 Whites Bridge Rd Unit 26, Windham

Listing courtesy of Signature Homes Real Estate Group.

$529,000
4 Beds ⋅ 2 Baths
Welcome to this beautifully updated home in one of Windham's most desirable neighborhoods, where timeless charm, quality craftsmanship, and an exceptional location come together. From the moment you arrive, you'll appreciate the meticulously maintained landscaping featuring mature trees and stunning perennial gardens that provide vibrant blooms throughout the growing season, creating incredible curb appeal and a picturesque setting you'll enjoy year after year. Inside, pride of ownership shines throughout. Refinished hardwood floors, new flooring in the upstairs bedrooms, and new basement flooring create a fresh, cohesive feel, while the bright kitchen features a new window and new appliances. New electrical outlets, fixtures, and recessed lighting installed by Simply Electric LLC add a stylish, modern touch. Additional improvements include a beautiful new front porch, board and batten detailing on the garage, select new cedar shakes, and a professionally cleaned and inspected chimney, reflecting the exceptional care this home has received. The private backyard is equally impressive, surrounded by mature landscaping and colorful flower gardens that bloom throughout the seasons, creating the perfect setting to relax, entertain, or simply enjoy Maine's natural beauty. Perfectly situated just minutes from downtown Windham, you'll enjoy convenient access to shopping, local restaurants, entertainment, and everyday amenities. Portland is only 15 minutes away, while Sebago Lake's public boat launch is approximately 10 minutes from your doorstep, making it easy to enjoy boating, fishing, swimming, and all that Southern Maine has to give. Thoughtfully updated and truly move-in ready, this exceptional property offers the perfect blend of elegance, comfort, and convenience in one of Windham's most sought-after communities.

12 Arcadia Dr, Windham

Listing courtesy of Real Broker.

$689,000
Prime commercial opportunity with outstanding exposure and ample parking! This stylish, modern office building offers excellent signage visibility along high-traffic Route 302 and flexible C-1 zoning that allows for a variety of uses. With 14 parking spaces and two separate entrances, the building is well-suited for owner occupancy with tenant income. The first level features a welcoming reception area, conference room with gas fireplace, kitchenette, private office with its own entrance, and an ADA-compliant half bath. The second floor includes five offices and a full bathroom. A full basement with double-door access from the parking lot provides excellent loading, storage, or future expansion potential. Built in 2017, the property features modern systems including central air conditioning, a full security system, and irrigation. The association covers plowing and landscaping, making this an attractive, low-maintenance investment. Don't miss the opportunity to elevate your business in this highly visible, turnkey location.

630 Roosevelt Trl Unit 1, Windham

Listing courtesy of Signature Homes Real Estate Group.

$539,999
4 Beds ⋅ 2 Baths
Welcome to this beautifully maintained, move-in ready home in a highly desirable Windham location. Set back from the road with a spacious driveway, oversized two-car garage, and private backyard, this property combines comfort, privacy, and convenience. The recently renovated kitchen flows seamlessly into the updated living room, creating a bright and inviting space for everyday living and entertaining. Fresh paint throughout enhances the clean, modern feel, while the brand-new laundry room adds both style and functionality. With 3-4 bedrooms and two full bathrooms, the flexible floor plan provides a variety of possibilities, including guest accommodations, a home office, hobby space, or additional living areas. Natural gas and public water add to the convenience of ownership. Outside, enjoy the privacy of the backyard along with a generous driveway providing ample parking for multiple vehicles or recreational equipment. Located just minutes from Sebago Lake, local beaches, boating, hiking trails, shopping, dining, and everything the Windham area and the Lakes Region have to enjoy, this home features thoughtful updates, a functional layout, and an exceptional location. Don't miss the opportunity to make this beautifully updated property your next home.

214 Tandberg Trl, Windham

Listing courtesy of Maine Real Estate Co.

$649,000
3 Beds ⋅ 3 Baths
Built in 2019 and thoughtfully designed for today's lifestyle, this move-in ready Colonial offers the perfect balance of modern comfort, privacy, and convenience. Situated on a private 1.17-acre lot in the desirable Riverside Ridge neighborhood, this home provides a peaceful setting while remaining just minutes from shopping, restaurants, schools, the Maine Turnpike, and a short drive to the recreational opportunities of Sebago Lake. Designed with both everyday living and entertaining in mind, the open-concept main level features an eat-in kitchen with granite countertops, a center island, pantry, and seamless flow into the dining and living areas. In addition to the reported living area, the home features a fully finished and heated bonus room above the attached two-car garage, offering exceptional flexibility as a home office, media room, game room, fitness area, playroom, or guest retreat. Upstairs, the spacious primary suite offers a private bath and walk-in closet, while two additional bedrooms and second-floor laundry add comfort and convenience. Enjoy your morning coffee on the inviting front porch or unwind on the private rear deck overlooking the spacious backyard. Additional highlights include an attached two-car garage with direct entry, generator hookup, on-demand hot water, and an unfinished walk-out basement offering abundant storage or outstanding potential for future finished living space. Whether you're looking for newer construction, modern finishes, flexible living space, low-maintenance ownership, or a convenient location close to both everyday amenities and Maine's lakes region, 3 Lieutenants Drive offers an exceptional opportunity to enjoy the very best of Windham living.

3 Lieutenants Dr, Windham

Listing courtesy of Meservier & Associates.

$475,000
3 Beds ⋅ 1 Baths
Enjoy the best of both worlds with this charming 3-bedroom ranch featuring a 1-car garage, nestled in a peaceful rural setting in Windham while remaining just minutes from shopping, restaurants, and local businesses. The open-concept layout offers a spacious feel, highlighted by hardwood floors and a large front-to-back living room that's perfect for relaxing or entertaining. The primary bedroom provides a comfortable retreat, while city water and a spacious deck add to the home's convenience and appeal. Outside, you'll find two driveways, offering plenty of parking and flexibility. The property also presents future potential, with the town indicating it may be eligible for conversion to a duplex. Buyers are encouraged to perform their own due diligence to verify all zoning and conversion possibilities. Whether you're looking for a comfortable single-family home or an investment opportunity with expansion potential, this property is worth a look!

439 Falmouth Rd, Windham

Listing courtesy of Dream Home Realty LLC.

$499,900
4 Beds ⋅ 2 Baths
Your Maine waterfront opportunity is knocking. This 2005 built Contemporary located on Collins Pond with over 200 feet of water frontage was just pulled from Auction and has been reduced. Boasting a Single Family home with attached apartment and over 3,000 square feet of previous finished space the possibilities are endless.

14 Emerson Dr, Windham

Listing courtesy of Excellence Realty.

$625,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully private and tucked-away retreat, gracefully situated on 1.29 acres of peaceful countryside. Offering 3 spacious bedrooms, 1.5 bathrooms, and a 1-car garage, this charming home provides the perfect blend of comfort, privacy, and convenience. Surrounded by the beauty of a serene rural setting, you can enjoy the tranquility of nature while remaining just moments from public beaches, boat launches, shopping centers, and local restaurants, all while being only 25 minutes from Portland. Outside, you'll find a lovely area ready for your dream garden, along with an existing chicken coop awaiting its next flock, creating the perfect opportunity to embrace a simple and rewarding homestead lifestyle. Whether you're spending a day on the water, enjoying nearby amenities, gathering fresh eggs in the morning, or simply relaxing in your own private oasis, this exceptional property offers the lifestyle you've been searching for.

7 Hall Rd, Windham

Listing courtesy of Coldwell Banker Team Real Estate.

$2,100,000
2 Beds ⋅ 6 Baths
Set on a beautifully maintained peninsula in Outlet Cove, 68 Outlet Cove Road presents an exceptional Little Sebago Lake setting with expansive waterfront, a private sandy beach, dock, and sweeping sunset views. The level lawn extends naturally to the shoreline, creating an inviting setting for swimming, boating, entertaining, or quiet mornings by the water. Every element reflects years of thoughtful care. Mature plantings, manicured gardens, stone retaining walls, and extensive hardscaping frame the home and lake views. A spacious paver patio and screened porch provide comfortable outdoor gathering spaces, while the sandy beach and dock make it easy to enjoy the lake throughout the day. Multiple outbuildings and garage spaces provide exceptional storage for boats, recreational equipment, tools, and seasonal belongings, while creating an ideal setting for entertaining. Inside, a sun-filled living room with a fireplace and wall of glass captures dramatic water views and flows into the dining area, kitchen, and lakeside deck. The primary suite includes a generous bath, laundry, and beautiful lake views. The walkout lower level features a second living room with a fireplace, an office, and a full bath, providing flexibility for guests or extended stays. Above the attached garage is an additional bedroom and loft area. A separate detached garage includes a heated room above, ideal for a studio, workshop, gym, home office, or additional storage. Recent improvements include a newer high-efficiency oil boiler, whole-home standby generator, drilled well, buried propane, and a septic system designed for four bedrooms. A pre-listing inspection and professionally measured floor plan are available for review. From the manicured grounds and carefully maintained outbuildings to the sandy shoreline and beautifully cared-for interior, this is a rare opportunity to enjoy Little Sebago Lake at its finest.

68 Outlet Cove Rd, Windham

Listing courtesy of Legacy Properties Sotheby's International Realty.

$699,000
3 Beds ⋅ 3 Baths
NEWLY PRICED!! Nature beckons you in the popular Lakes Region! Nestled on 2 acres, this meticulously maintained home offers approximately 2,875 square feet of light-filled living space. A beautiful stone fireplace with woodstove insert takes center stage on the main level featuring hardwood floors, a den/home office and eat-in kitchen area with granite peninsula, stainless steel appliances and maple cabinets! There's easy access to the well built, heavy duty deck overlooking a wooded, private fenced-in yard. Down the hall is a cozy laundry room, full bath and 2 spacious bedrooms. The primary suite tucked in the rear corner, features a tile shower and walk-in closet providing a comfortable and serene environment. The possibilities are endless in the lower-level family room with storage closet, full bath and mudroom. Walk-out access to the custom cedar hot tub provides a luxurious and relaxing experience! The whole-house generator ensures uninterrupted power, and heat pumps on each level provide added comfort throughout each season. A magnificent wildflower garden adds natural beauty and charm to the surroundings of this move-in ready home, minutes from area amenities and bustling North Windham! A home warranty provides peace of mind for this special oasis, just 35 minutes to the Portland Jetport. What are you waiting for?

20 Cross Ridge Dr, Windham

Listing courtesy of Coldwell Banker Realty. 207-773-1990
$499,900
3 Beds ⋅ 2 Baths
Do NOT miss this well maintained colonial style home in Windham on nearly 2-acres! From your recently paved driveway, step inside and find a kitchen that's open to the dining area, and living room around the corner. Kitchen features newer flooring, counters, sink, and stainless steel appliances! Dining area has a sliding door that leads to a rear deck (freshly painted) that over looks your private back yard. First floor also offers wood flooring in the living room, bonus room that could be used as an office, and first floor laundry. Upstairs find another full bathroom and 3-large bedrooms, including a primary with a massive walk-in closet. Basement has great storage and if you need more, there's a shed! Property abuts East Windham Conservation Area land that secures your privacy. Enjoy exploring trails right from your back yard! Only 25-minutes to Portland and minutes to lakes

11 Bruschi Rd, Windham

Listing courtesy of Coldwell Banker Realty. 207-282-5988
$625,000
4 Beds ⋅ 3 Baths
Charming, antique 3 bedroom 1.5 bath New England Farmhouse with an additional 1 level, 1 bedroom, 1 bath In-Law apartment attached. Huge barn, pottery/artist studio, beautifully landscaped, pastoral 3.3 acre lot with gardens, flowers, blueberries, veggies and mature trees offered for the first time in 31 years. This classic home with modern accommodations has integrity and flexibility, it's just waiting for your design. Thoughtful and practical updates and upgrades made throughout the ownership. Lovingly maintained and enjoyed. Enchanting spaces inside and out. The farmhouse boasts a large, eat-in kitchen with a pantry and laundry room adjacent. Beautiful antique cast iron stove. Formal dining room and a 1st floor bedroom with a sizable dressing room/closet. Large, newer French doors lead to a sweet side deck overlooking green trees and fields. New roof on the main home 2024 as well as a heat pump for heating and cooling in 2023. The expansive mudroom separates the In-Law apartment from the farmhouse. In-Law apartment with its own deck was added in 1995. Perfect for personal, family use or for additional income. New roof on the apartment 2023, heat pump in apartment installed 2025. The barn and the back woodstock was used as the owner's pottery studio and wood fired kiln. A stunning piece of structural history, with tons of storage and space for your passions or practical uses. This truly special property offers a solid, warm and practical home on positively cinematic farm land. Tucked away from the hustle and bustle but only minutes away from walking trails and Windham Center for shopping, services, entertainment and dining. Less than 15 minutes to the Maine Turnpike, less than 30 minutes to Portland. Make this historic gem your own bucolic, rural paradise.

305 Windham Center Rd, Windham

Listing courtesy of Portside Real Estate Group.

$419,900
3 Beds ⋅ 2 Baths
Move right into this well-maintained home, perfectly situated on a semi-private lot surrounded by mature greenery. Enjoy deeded right-of-way access to Pettingill Pond for swimming, kayaking, or simply relaxing by the water, all while being just one mile from Windham's shopping, dining, and everyday conveniences. Inside, the daylight basement with a cozy pellet stove offers flexible living space, while the deck just off the kitchen is perfect for grilling, entertaining, or enjoying your morning coffee. A second full bathroom adds extra convenience, making this move-in-ready home an ideal blend of comfort, privacy, and location.

33 Spear Ave, Windham

Listing courtesy of Coastal Pine Real Estate, LLC.

$450,000
3 Beds ⋅ 2 Baths
Welcome to 14 Pope Road in Windham--a place that just feels like home the moment you pull in. Set on 1.7 acres, there's plenty of room to spread out, with a bright, sunny backyard that's perfect for summer nights, backyard games, or letting pets roam free in the fully fenced yard. The barn and shed give you all the extra space you need for storage, hobbies, or projects you've been meaning to start. Bring your ideas to make it yours! Inside, you'll find 3 bedrooms and 1.5 bathrooms with a layout that's easy to live in and make your own. A charming covered porch off two of the bedrooms is the perfect spot to curl up with a book. A two car attached garage opens directly into a hallway to stow away shoes and coats. Sellers installed a new well and a new furnace in 2025. You'll love the location--close to Portland for an easy commute, but tucked into a great area of Windham. Property is being sold AS IS. Sellers are motivated to move on to their next chapter!

14 Pope Rd, Windham

Listing courtesy of Maine Real Estate Experts.

$649,000
2 Beds ⋅ 3 Baths
Timeless charm meets lakeside living at this beautifully restored 1920 bungalow just steps from Big Sebago Lake. Rich in character and thoughtfully updated, this 2-bedroom, 2.5-bath home offers nearly 2,000 square feet of inviting living space with original details blended seamlessly with modern comfort. The warm and welcoming interior features a classic wood-burning fireplace, two comfortable living areas, a charming period-style kitchen, and two bedrooms with additional living space that's perfect for family and guests. Step outside to the spacious, west-facing deck where you'll enjoy breathtaking sunsets over Big Sebago Lake. Spend your days taking advantage of deeded access to the lake through the shared right of way directly across the road, offering an ideal setting for swimming, boating, and making lasting summer memories. Tucked away on a quiet dead-end private road, this well-landscaped property also features a new roof installed in 2025, adding peace of mind for years to come. Conveniently located near shopping, golf, and all the amenities of the Lakes Region, this exceptional home is equally suited as a year-round residence or a quintessential Maine getaway.

25 Lake Ave, Windham

Listing courtesy of Keller Williams Realty.

$599,000
3 Beds ⋅ 2 Baths
Beautiful lot at end of private road. Big back and front yards. Open concept ranch with wooden accent walls, beautiful hardwood floors throughout. Granite countertops.

14 Scout Ln, Windham

Listing courtesy of OwnerEntry.com.

$589,000
3 Beds ⋅ 2 Baths
Nestled on a beautifully maintained 2.4-acre lot in Windham, Maine, this charming Cape-style home, built in 2006, features 1,547 square feet of comfortable living space with 3 bedrooms and 2 full bathrooms. The property combines country charm with modern conveniences in a peaceful setting surrounded by nature. Enter through the attached garage into a welcoming mudroom finished with warm knotty pine, creating a functional and inviting transition into the home. An oil-fired forced hot water boiler provides efficient, dependable heat throughout the seasons. The outdoor space is thoughtfully designed for gardening, recreation, and relaxation. Beautiful landscaping includes established blueberry, raspberry, and blackberry bushes, a large vegetable garden, and colorful sunflower plantings. A private nature trail leads to Baker Brook, creating a serene backdrop for enjoying the outdoors. Spend summer days by the above-ground swimming pool, unwind in the hot tub, or gather around the fire pit on cool Maine evenings. A chicken coop and an additional outbuilding provide excellent space for hobby farming, storage, or workshop use. Conveniently located near Windham's shopping, dining, schools, lakes, and recreational amenities, this well-maintained property combines the privacy of country living with easy access to everyday conveniences.

7 Mancini Rd, Windham

Listing courtesy of Landing Real Estate.

$589,000
3 Beds ⋅ 3 Baths
There's something refreshing about being the first person to call a house home. This newly constructed home offers a floor plan that balances open gathering spaces with the privacy everyone needs. The kitchen sits at the center of the main living area, making it easy to stay connected whether you're preparing dinner, hosting friends, or keeping an eye on homework at the dining table. The kitchen features a center island, granite counters, tile backsplash and a large pantry. A dedicated office/flex space on the first floor gives you flexibility for working from home, a playroom, guest space, or whatever fits your lifestyle best. Upstairs, you'll find all three bedrooms, including a primary suite with its own bathroom and two walk-in closets. Two additional bedrooms share a full bath, while the second-floor laundry room makes everyday routines just a little easier. Every room has been designed with comfort and practicality in mind, creating spaces that are easy to furnish and enjoy. The attached one car garage offers room for your vehicle, outdoor gear, and extra storage, while the low maintenance exterior lets you spend more time enjoying your home and less time keeping up with it. Need more space? The full unfinished basement allows for extra storage and easy access to the outside with a doghouse entrance. Located in a neighborhood with access to Pettingill Pond, you'll have the opportunity to enjoy kayaking, paddle boarding, fishing, or simply spending time by the water without the upkeep or cost of direct waterfront ownership. Whether you're looking for your first home, your next home, or a place to enjoy for years to come, this property offers the advantages of new construction in a setting that encourages you to get outside and enjoy everything Maine has to offer.

37 Shore Rd, Windham

Listing courtesy of Portside Real Estate Group.

$719,000
3 Beds ⋅ 3 Baths
Welcome to ''The Tree House'', where every window frames a view of nature. Set on nearly 10 private acres, this beautifully renovated oversized ranch has been thoughtfully updated throughout with exceptional attention to detail. Designed for easy single-level living, the home features hardwood floors, solid wood doors, high-end glass door knobs, 35-inch hallways and doorways, a spacious primary suite with a private bath, first floor laundry, and a beautifully appointed kitchen with a gas range. The finished lower level includes a bonus room with a kitchenette, offering excellent flexibility for guests, extended family, or additional living space. The heated barn features its own oil tank, a professional-grade Kellogg air compressor, loft storage with a pull-down ladder, and ample workspace. Additional highlights include abundant electrical outlets, an exterior hot and cold water spigot, and the pride of ownership that comes with only one previous owner. Located just minutes from Windham Center, lakes, and an easy commute to Portland, this property offers the perfect blend of privacy and convenience. The nearly 10-acre parcel also offers potential for two buildable lots behind the existing home (subject to municipal approvals), with access possible via a new road or an extension of the existing driveway. A remarkable transformation inside and out, this is a place you will not want to miss.

21 Land Of Nod Rd, Windham

Listing courtesy of Legacy Properties Sotheby's International Realty.

$554,900
4 Beds ⋅ 2 Baths
Beautifully maintained split foyer, just 10 years old, featuring open concept living, dining, kitchen space. Kitchen offers stainless appliances, gas range, and opens to large private elevated rear deck. Three bedrooms and a full bath are also on the upper level. Lower level has primary suite with private bath and two large closets. Direct-entry two-car garage is off mudroom. Excellent neighborhood of similar aged homes.

2 Twoey Dr, Windham

Listing courtesy of Town & Shore Real Estate.

$4,450,000
7 Beds ⋅ 5 Baths
This is a rare opportunity to experience luxury lakefront living in this extraordinary, furnished waterfront residence on pristine Sebago Lake. Take in spectacular Mt. Washington views, breathtaking sunsets, abundant natural light and 113 feet of private shoreline.This area of Sebago's Jordan Bay is closest to the airport, the arts, world class restaurants and the ocean. Also just five minutes from local coffee shops, supermarkets, shopping and local restaurants. Multiple premier ski destinations are within an easy drive making this a true four season gem. Share what you will come to love about the Lakes Region with friends and family. Two attached guest suites/apartments seamlessly expand the home's living space for larger gatherings. Each has its own entrance and parking.The main level features a great room, an expansive kitchen, large island with seating for 6, a private office or formal dining room, and a luxurious primary suite complete with a walk-in closet and laundry. The spa-inspired ensuite bath includes a spacious steam shower with dual shower heads and jetted soaking tub. The fully finished walk-out lower level expands the home's possibilities with a dedicated media/theater room, an additional family room with kitchenette, bedroom and full bath--ideal for guests or extended family. Upstairs, you'll find another comfortable living area, two large bedrooms, a full bath, and an expansive deck where you can relax while enjoying panoramic views.Situated on 2.1 acres, the property features mature landscaping with fruit trees, an expansive lawn, playground, outdoor speakers, and a spacious patio with a fire pit--perfect for entertaining family and friends. Exceptional waterfront amenities include a permanent lakeside deck with seating, storage, and direct swimming access. The deep-water dock features a generous 12 x 20 ft seating area, Jet Ski lift, storage for lake toys, and a boat mooring with room for additional moorings.

15 Sleepy Hollow Rd, Windham

Listing courtesy of Coldwell Banker Team Real Estate.

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