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$1,100,000
4 Beds 4 Baths
Welcome to the final opportunity to own a brand-new home in Edgewood Estates, one of Windham's most sought-after communities. More than a neighborhood, Edgewood Estates is a thoughtfully crafted enclave where timeless architecture, generous homesites, and Maine's natural beauty come together to create a place where life's next chapter begins. One of the most exceptional advantages of purchasing during the construction process is the opportunity to work alongside your own dedicated Design & Construction Liaison. Rather than simply selecting from a standard list of finishes, you'll have the ability to thoughtfully personalize your home to reflect your vision, style, and the way you live. From design selections and scheduling to ongoing communication and coordination, your Design & Construction Liaison serves as your trusted guide throughout the building journey, creating a seamless, organized, and enjoyable experience from contract to completion. Crafted with an unwavering commitment to quality, timeless design, and enduring craftsmanship, this exceptional home offers an effortless blend of elegance, comfort, and modern living. Thoughtfully designed for the way you live today and the memories you'll create for years to come, its open, inviting spaces are made for gathering, celebrating, and enjoying the moments that matter most. Perfectly positioned just minutes from Windham's vibrant town center, Sebago Lake, shopping, dining, exceptional schools, and year-round recreation, Edgewood Estates offers the rare balance of peaceful surroundings and everyday convenience. When this home is complete, Edgewood Estates will be complete. This is more than the final home to be built and it is the final opportunity to become part of a community that will never be offered again.

Lot 2 Betty, Windham

Listing courtesy of Keller Williams Realty.

$319,000
2 Beds 1 Baths
Well-maintained 2-bedroom, 1-bath ranch offering single-level living on a wooded 0.78-acre lot with 100 feet of deeded Pleasant River frontage. Convenient Southern Maine location close to shopping, restaurants, and major commuter routes, with easy access to Gorham and the Greater Portland area. Interior features include an updated kitchen, comfortable living room, two bedrooms, and a full bath. A full basement provides additional storage space. Exterior features include a fenced-in backyard and a natural wooded setting. A path through the woods leads to the Pleasant River, where the deeded frontage offers recreational opportunities and a quiet connection to nature. Suitable for first-time buyers, downsizers, or those seeking manageable one-level living in Windham.

543 River Rd, Windham

Listing courtesy of Keller Williams Realty.

$500,000
3 Beds 2 Baths
Welcome to easy living in Windham! Built in 2014 and set on just over 2 acres, this move in ready home offers the space, privacy and extras you've been looking for. With 3 bedrooms and 1.5 bathrooms, the home has a comfortable and functional layout with hardwood floors and plenty of natural light. Downstairs, the basement gives you even more room to spread out and is currently set up as an in home gym space. Outside, the covered front porch is the perfect spot for your morning coffee while the spacious yard offers plenty of room to enjoy the oversized lot. Two sheds provide tons of additional storage, including one oversized shed with plenty of space for a workshop, hobbies, equipment or whatever else you need room for. A paved driveway and Kohler 14kW whole house generator add even more functionality and peace of mind. The seller has also paid to have the future public water line stubbed to the road, giving the next owner the option to connect once available. Turnkey, well cared for and ready for its next chapter, 176 Chute Road is one you'll want to see!

176 Chute Rd, Windham

Listing courtesy of Waypoint Brokers Collective.

$399,000
3 Beds 1 Baths
Access to Highland Lake sets the stage for the lifestyle you've been looking for at 27 Beach Road in Windham. Tucked away on a dead-end street, (with the sweetest path over a creek to the Lake) this move-in-ready home offers the perfect opportunity to enjoy lake life without the upkeep of direct waterfront ownership. Spend summer days swimming, paddling, fishing, or simply relaxing by the water, then come home to a wonderful backyard with plenty of room to gather, garden, play, or unwind. The setting offers a welcome sense of retreat while keeping you close to Windham's restaurants, shopping, recreation (Lowell Preserve is just at the end of the road near fire station), and everyday conveniences. Comfortable and ready to enjoy from day one, the property offers wonderful versatility as a year-round residence, Maine getaway, or potential rental investment. Whether you're looking for a place to call home or an opportunity to enjoy everything the Lakes Region has to offer, 27 Beach Road delivers an appealing combination of location, lifestyle, and flexibility. Move in, head to the lake, and make the most of Maine living.

27 Beach Rd, Windham

Listing courtesy of Rockstar Real Estate.

$419,900
3 Beds 2 Baths
Open House Thursday August 13th from 4:30pm-6pm and Saturday August 15th from 10am-11:30am. Move right into this beautifully remodeled home offering the perfect combination of modern updates, comfortable living space, and a convenient location just minutes from shopping, dining, everyday amenities, and Maine's beautiful Lakes Region. Whether you're searching for extra space, room to entertain, or a home that's ready to enjoy from day one, this property has so much to offer. Featuring 3 bedrooms and 2 full bathrooms, this thoughtfully designed home offers a flexible layout for today's lifestyle. The updated kitchen showcases granite countertops, stainless steel appliances, and ample cabinetry, creating a stylish and functional space for everyday living. The spacious primary bedroom includes a private en suite bath, while an additional bonus room provides excellent flexibility as a home office, recreation room, fitness area, hobby space, media room, or additional living area. The finished basement adds even more usable living space with a decorative fireplace and bar, creating the perfect setting for entertaining, relaxing, or gathering with friends and family. Outside, enjoy a large fenced backyard with plenty of room for outdoor activities, gardening, or pets. The deck and patio provide inviting spaces for grilling, outdoor dining, and enjoying Maine's changing seasons. An attached one-car garage offers convenient parking and additional storage. Numerous improvements add value and peace of mind, including a newer septic system, siding, electrical service, water heater, flooring, cabinetry, lighting, and a backup heating source capable of operating during a power outage. With so many major updates already completed, all that's left to do is move in and make it your own. Don't miss the opportunity to own this move-in-ready home offering modern updates, flexible living space, and a convenient location close to everything you need. Schedule your private showing to

409 Pope Rd, Windham

Listing courtesy of Fontaine Family-The Real Estate Leader. 207-784-3800

$299,900
1 Beds 1 Baths
**Builder Incentives Available**.Stop paying rent! Own for $2200 per month*! The Highland offers a peaceful retreat designed for simple, modern living. With 766 square feet of thoughtfully designed space, this one-bedroom, one-bathroom residence blends comfort, style, and convenience in a layout that feels both open and inviting. Inside, contemporary finishes meet everyday functionality with granite countertops, stainless steel appliances, and an in-unit washer and dryer. Large windows allow natural light to pour throughout the home, creating a bright and welcoming atmosphere perfect for relaxing or entertaining. Shared amenities include, a gym, co-working space, community room, dog wash, storage lockers and more! Builder incentives available! *Estimated Principal, Interest, Est taxes & PMI; 5 year fixed, 30 year term, 3% down, 6.830% APR, subject to approval.

12 Stillwater Dr Unit 1137, Windham

Listing courtesy of Signature Homes Real Estate Group, LLC.

$599,000
4 Beds 2 Baths
Opportunity meets versatility at 5 Cliff Drive in Windham. Set on a spacious 1.84-acre lot, in The C3 Zone, this property offers more than 2,000 square feet of living space, a flexible floor plan, and is set up with an ADU (check with the town for specifics) with a tenant already in place. The upper level offers generous living spaces and plenty of opportunity for a new owner to make it their own. While ready for some updating and personal touches, the property's layout, setting, and additional spaces provide an excellent foundation for creating something truly special. A standout feature is the walkout lower-level with a kitchenette and its own bathroom and entrance coupled with separation from the main living areas, this space offers tremendous flexibility for future possibilities; multigenerational living, extended-stay guests, or supplemental income. There's even more potential to explore. Above the attached garage is additional unfinished space that may offer an opportunity for future expansion--perhaps a home office, studio, bonus room, or additional finished space, subject to necessary approvals. For folks looking for a property they can improve and grow into over time, the possibilities here are particularly appealing. Outside, nearly two acres provide room to enjoy the Maine seasons, complemented by established outdoor spaces, stonework, a large deck and patio areas. The attached heated garage and additional outbuilding add valuable storage and functionality. Conveniently located near Windham's shopping, dining, recreation, and everyday amenities, 5 Cliff Drive presents an exciting opportunity for a buyer who sees the possibilities. With acreage, flexible living space, expansion potential, Commercial possibilities, and room to add value, this is a property ready for its new owner!

5 Cliff Dr, Windham

Listing courtesy of Rockstar Real Estate.

$525,000
3 Beds 1 Baths
Offered for the first time in over 30 years, this charming 3 bedroom, 1 bathroom home with 1,331 square feet of living space sits on a private 0.41 acre lot tucked away on a quiet dead end road. Surrounded by mature greenery, fruit trees, and flowering shrubs, the setting provides a peaceful retreat with classic curb appeal highlighted by a red cedar shake exterior and a circular style paved driveway offering ample parking. Inside, the bright living area features original hardwood floors, abundant natural light, and a cozy brick fireplace that adds warmth and character. The home extends its living space outdoors with an expansive elevated rear deck spanning the width of the house, ideal for dining and entertaining, along with a covered lower level walkout patio perfect for relaxing in the shade. The finished lower level includes a spacious recreation room with wood paneling, ideal for a game room or home theater, and comes complete with a pool table. A dedicated workshop area offers built in benches, cabinetry, and pegboard storage, making it perfect for hobbies or projects. Enjoy deeded lake access just across the road via a shared right of way, offering easy opportunities for swimming, boating, and enjoying summer days by the water. This estate sale is being sold as is, presenting a wonderful opportunity to make this well loved home your own.

29 Lake Ave, Windham

Listing courtesy of Redfin Corporation.

$499,000
3 Beds 2 Baths
Tucked in South Windham, an area experiencing exciting momentum as part of the town's ongoing Little Falls/South Windham Villages revitalization plan, this classic 1900 New Englander has been freshly painted from top to bottom and is ready to welcome its next chapter. Wood floors carry you through a sun-filled first floor, where the kitchen, dining room, and living room flow together with ease -- the living room anchored by a cozy wood stove for those crisp Maine evenings. Upstairs, three bedrooms -- including a comfortable primary suite -- share a second full bath, while first-floor laundry keeps everyday living simple. With 2 full baths total and thoughtful updates throughout, this home is in truly move-in ready condition. Step outside and the possibilities open up. A level, beautifully landscaped 0.69-acre lot offers a patio and firepit made for gathering, plus a detached 2-car garage for storage and hobbies alike. And for buyers thinking ahead, the property's high-density VC zoning may allow for future expansion, subject to town approval -- a rare bonus as the surrounding village center continues to grow and attract new investment. Rounding out the package: double-pane windows, a storm door, central vacuum, public water and sewer, and an air radon mitigation system already installed -- the practical details taken care of, so you can focus on making it home. Located between Westbrook and the lakes region, and just steps from a village on the rise, 65 High Street offers the character of a century-old home with real upside for the future.

65 High St, Windham

Listing courtesy of The Flaherty Group.

$730,000
3 Beds 2 Baths
Sprawling contemporary ranch home situated on a private 1.8 lush green lot which is impeccably landscaped. Over 2000 sq feet of living space including a sunny living room with gas fireplace and cathedral ceiling. Wonderfully planned out kitchen with pantry, center island and dining area, large flex space room with a wood stove, primary suite with full bath, 2 additional bedrooms and another full bath with laundry area. FHW propane radiant floor heat makes the floors warm in the winter. Solar panels supplement hot water for efficiency. Attached oversized two car garage and detached one car garage. Backyard oasis with covered patio area. The rear yard garden shed offers additional storage. Rarely does a property this private in such a wonderful setting become available. ABSOLUTE MUST SEE!

12 Natalie Ln, Windham

Listing courtesy of Portside Real Estate Group.

$485,000
3 Beds 2 Baths
Welcome to 129 Forbes Lane! Set on nearly half an acre in an established Windham neighborhood, this classic Cape offers 3 second level bedrooms, and a 1st floor bonus room which was designed as a primary bedroom! 2 full bathrooms that have been recently renovated, and approximately 1,888 square feet of living space. A full bathroom on both the first and second levels provides added convenience and flexibility. Inside, hardwood flooring and a fireplace add warmth and character, while the traditional floor plan offers plenty of room to make the home your own. Additional features include a vaulted ceiling sun room, attached two-car garage, finished basement space, unfinished attic storage, a rear deck, patio, and storage shed. Enjoy a generous yard and a convenient location near Windham's shops, restaurants, schools, and outdoor recreation, with Little Sebago Lake approximately 10 minutes away. This property presents a wonderful opportunity to create a home tailored to your style and needs.

129 Forbes Ln, Windham

Listing courtesy of Elevate Maine Realty.

$375,000
2 Beds 2 Baths
Beautifully updated and well-maintained home in a desirable Windham location! This move-in-ready property offers a thoughtfully improved interior with modern updates throughout, reflecting pride of ownership at every turn. The home features a bright, welcoming layout with comfortable living spaces ideal for both everyday living and entertaining. Recent updates enhance both style and functionality, while ongoing maintenance provides peace of mind for the next owner. Enjoy the meticulously landscaped grounds that create a welcoming outdoor setting and enhance the home's curb appeal. The lower level offers excellent potential and is ready for your personal touch, providing an opportunity to expand the home's finished living space with updated areas for a recreation room, home office, gym, guest space, or additional living area. Set in a quiet neighborhood yet conveniently located near shopping, schools, lakes, and commuter routes, this home offers the perfect blend of comfort, convenience, and value. A wonderful opportunity to own a turnkey Windham home with room to grow--don't miss it! Offer Deadline by 5 p.m. today, August 5th!

60 Forbes Ln, Windham

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

$515,000
3 Beds 2 Baths
Full of classic New England charm, this 3-bedroom home offers generous living space and a flexible floor plan on a .46 acre corner lot. The updated kitchen features a large center island, new appliances, ample cabinet space, and an inviting layout for everyday living. Original hardwood floors, fireplaces, built-ins, exposed beams, and other period details add warmth and character throughout. Recent improvements include all new windows, updated electrical, freshly paved driveway and new leach field, providing peace of mind while preserving the home's historic appeal. Multiple living and dining areas provide room to gather, work, or relax, and the attached two-car garage adds everyday convenience. Located close to shopping, restaurants, and outdoor recreation, this home offers the space, character, and flexibility to suit a variety of lifestyles.

1 Marigold Ln, Windham

Listing courtesy of RE/MAX By The Bay.

$650,000
3 Beds 2 Baths
NEW CONSTRUCTION TO BE BUILT: Experience the best of lakeside living with this stunning new construction opportunity. This thoughtfully designed 3-bedroom, 2-bath home offers modern finishes, open-concept living, and the rare chance to personalize the home to fit your lifestyle. Nestled in a peaceful, scenic setting, the property includes two deeded access points to the lake, making it easy to enjoy swimming, kayaking, fishing, or simply taking in the tranquil waterfront surroundings. Surrounded by nature and nearby trails, this location offers the perfect balance of outdoor recreation and everyday comfort. The home can be customized, with additional options available such as a garage, daylight basement, expanded living space, and other upgrades to create your ideal home. Enjoy the serenity of lake life while remaining just 20 minutes from Portland, offering convenient access to shopping, dining, entertainment, and major commuting routes. Whether you're looking for a year-round residence or a peaceful retreat, this modern new construction home is a unique opportunity to build the lifestyle you've been dreaming of.

78 Lakeside Dr, Windham

Listing courtesy of Engel & Volkers Portsmouth.

$949,000
6 Beds 4 Baths
Just a short ~0.3-mile walk or less than a one-minute drive to Windemere's private sandy beach on Sebago Lake, this exceptional custom Colonial offers the perfect blend of luxury, craftsmanship, and the Maine lake lifestyle. Welcome to Windemere, one of Sebago Lake's most sought-after private lakefront communities. Offering 3,555 square feet of beautifully finished living space, this custom-built home features a thoughtfully designed floor plan with six bedrooms and three and a half bathrooms, including spacious primary suites on both the first and second floors, making it ideal for multi-generational living or hosting guests. Hardwood floors, quartz countertops, a gas fireplace, a dedicated home office, and both formal and informal living spaces provide comfort and flexibility for everyday living and entertaining. Above the attached two-car garage, a finished bonus space complete with a kitchenette offers endless possibilities as an in-law suite, guest quarters, recreation room, home office, or private retreat. Outside, relax on the expansive patio overlooking the beautifully landscaped backyard while enjoying seasonal views of Sebago Lake. A new roof installed in 2024 provides added peace of mind. Windemere residents enjoy exclusive access to outstanding amenities, including a private boat launch, boat slips (subject to availability), tennis and pickleball courts, canoe and kayak storage, and beautifully maintained common areas with breathtaking mountain and sunset views. The community's private sandy beach offers the perfect place to swim, relax, or spend the day enjoying everything Sebago Lake has to offer. Just minutes from downtown Windham, this home offers the rare opportunity to enjoy spacious luxury living in one of Southern Maine's premier lake communities. Note that the septic system is designed for four bedrooms.

35 Woldbrook Dr, Windham

Listing courtesy of Portside Real Estate Group.

$575,000
3 Beds 3 Baths
Move-in ready and thoughtfully designed, this exceptional Colonial in sought-after Belvedere Estates offers the perfect blend of style, comfort, and efficiency. From the moment you enter, you'll appreciate the bright, open floor plan, quality craftsmanship, and beautiful hardwood flooring that flows throughout both levels of the home. At the heart of the home is an inviting kitchen featuring granite countertops, a spacious center island, stainless steel appliances, and abundant cabinetry--creating the ideal space for everyday living, meal preparation, and entertaining. The kitchen opens into the welcoming living area highlighted by a custom feature wall with a contemporary fireplace, creating stylish space. Exit through the sliding glass doors to a generous deck overlooking a level backyard, offering plenty of room for summer barbecues, morning coffee, or evenings with family and friends. The second level is designed for comfort, featuring an expansive primary suite complete with 2 walk-in closets and a beautifully finished ensuite bath with granite-topped vanity and tile flooring. Two additional generously sized bedrooms, all with hardwood floors, share a full bath. Also located on the second-floor is the laundry room adding to everyday convenience. The full daylight basement presents outstanding possibilities for future finishing, whether you envision a recreation room, fitness area, home office, or additional living space, while still leaving ample room for storage. An attached two-car garage provides additional space for vehicles, tools, and outdoor equipment. Built with efficiency in mind, this home offers the comfort of natural gas heating. This property is ready for you to make it your home!

36 Belvedere Dr, Windham

Listing courtesy of Keller Williams Realty.

$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
Move right in! Set on a peaceful, wooded lot, 8 Environmental Way offers the perfect balance of privacy and convenience, just 30 minutes from downtown Portland. Thoughtful updates, including a new roof and whole-house generator, provide peace of mind, while deer, birdsong, and surrounding nature create your own private retreat just minutes from shopping, restaurants, schools, and Sebago Lake recreation. Inside, the three-level layout is both functional and inviting. The open kitchen, dining, and family room flow seamlessly together, highlighted by a cozy propane stove and views of the natural landscape. Upstairs are three bedrooms, including a spacious primary suite with two closets and a private bath, plus a second full bathroom. The finished lower level offers flexible space for a media room, home office, gym, or playroom. Storage is abundant with a double-door pantry, generous closets throughout, and a large two-car garage. For added confidence, a pre-listing home inspection has been completed, and a past water test report will be available 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.

$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.

$499,000
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 8/15 & 8/16 from 10am to 11:30pm.

26 Whites Bridge Rd Unit 26, Windham

Listing courtesy of Signature Homes Real Estate Group.

$519,000
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.

$539,999
4 Beds 2 Baths
SELLER CONCESSIONS ARE AVAILABLE WITH ACCEPTABLE TERMS, PRESENTING AN EXCELLENT OPPORTUNITY TO REDUCE UPFRONT EXPENSES AND ENHANCE THE OVERALL VALUE OF THIS EXCEPTIONAL HOME. REACH OUT FOR ADDITIONAL DETAILS. 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.

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