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$765,000
3 Beds ⋅ 3 Baths
Welcome to 104 Cottage Road - a beautifully designed 2020 build offering modern comforts, flexible living space, and stunning views of Highland Lake. This 3-bedroom, 3-bath home sits on a spacious double lot, fully fenced with both an invisible fence and a classic white fence for added charm. The open-concept layout is bright and inviting, perfect for entertaining or simply enjoying the serene surroundings. The first floor features a versatile bonus/in-law space, ideal for extended family, guests, or a private home office. Upstairs, the primary living areas capture beautiful lake views, making every day feel like a retreat. Outdoor living is made easy with two rights-of-way to Highland Lake, just steps from your door—perfect for swimming, boating, or relaxing by the water. The yard is beautifully maintained with an irrigation system, and practical upgrades include a whole-house Generac generator for peace of mind and the opportunity to take over the existing solar panel lease for energy efficiency. A two-car garage completes this move-in-ready package. Whether you're looking for year-round living or a seasonal getaway, this home blends style, functionality, and location in one incredible property. Don't miss your chance to enjoy lakeside living in Windham!

104 Cottage Rd, Windham

Listing courtesy of Keller Williams Realty.

Selling Office: Coldwell Banker Realty.

$752,000
4 Beds ⋅ 3 Baths
Well-maintained 4-bedroom, 2.5-bath home located on just under 2 acres in desirable Windham. Situated at the end of a private way and surrounded by trees, the property offers a quiet, natural setting with frequent wildlife sightings. Built in 2023, the home has been carefully maintained by the current owners and features tasteful finishes throughout. Offering a balance of rural living and commuter convenience, the location provides privacy while still allowing easy access to local amenities and major routes. Additional features include an RV hookup, an attached 2-car garage with direct entry into the home, and a spacious primary suite located above the garage, providing a comfortable and functional layout.

19 Treasure Ln, Windham

Listing courtesy of EXP Realty.

Selling Office: Better Homes and Gardens Real Estate/The Masiello Group.

$750,000
3 Beds ⋅ 3 Baths
Value! Value! Value! Listed below recent (2025) appraised value, this 2003 colonial home is 'neat as a pin' and a 'must see' on the list!...This custom built, well maintained, home has been enjoyed, and lovingly cared for, by the same couple since it was built! Located in a pastoral, residential, neighborhood setting this home is in close proximity to shopping, schools & services in Windham & greater Portland. 20mins to turnpike access in either Westbrook or Gray or hop onto nearby USrt302 to head to points west! Step into the mudroom area (with its' 1/2bath & coat closet) from exterior, or through the attached garage, onto tile flooring. Entering the kitchen you're greeted by gleaming oak hardwood flooring, modern appliances, a large, granite-topped, island. There's ample cabinetry, a large pantry & a casual eat-in area in the kitchen w/a view to the deck & backyard through sliding glass doors. The hardwood flooring extends through the, well lit, front-to-back living room, past the (gas) fireplace & front entry foyer and complete the main level in the formal dining room. The 2nd floor boasts a 'front-to-back' primary bedroom with walk-in closet and ensuite bath including jacuzzi style tub, 2 other ample sized bedrooms, a smaller room used as an office, a laundry closet with storage area and a huge finished room over the attached garage. The additional 3-bay garage to the rear of the home (w/rear 'baker' shed roof & large storage area above) is perfect If you've got ''toys'', a tractor or antique/classic cars to keep stored under cover. This building might also offer rental income for storage of a boat or antique auto or may become an ADU. The lot is screened from the roadway by trees, offering some privacy, and the backyard can be enjoyed from the deck or it's covered screened room or by sitting around the fire-pit. The lot has direct access to the PNG pipeline snowmobile trail from the backyard! Home Warranty available! Inventory is low...schedule a viewing to

99 Land Of Nod Rd, Windham

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

Selling Office: Haggerty Realty.

$747,000
4 Beds ⋅ 4 Baths
Resort-like living in Sebago Heights! This beautifully maintained custom home, offers a rare blend of style, comfort, and functionality across four levels of living space. With over an acre of land at the end of a quiet cul-de-sac, it's perfectly positioned for privacy, yet just minutes from town, sandy beaches, marinas, and all that Sebago Lake has to offer. The open-concept main level is ideal for entertaining, featuring 10-foot ceilings, a bright and spacious living area, and a well-appointed kitchen with a full island, stainless steel appliances, and a built-in trash compactor. Step outside to tiered decks that overlook the professionally landscaped backyard and stunning custom gunite saltwater pool with beach entry, built-in benches, six fountains, and a self-cleaning system for low maintenance luxury. Upstairs offers three generous bedrooms plus a massive third-floor bonus room and the finished basement includes an apartment space/extra bedroom with full bath and direct access to the pool—perfect for guests,extended living or a possible in-law or Airbnb. The flexible layout also features a home office/fitness/zen space and a two-person infrared sauna for the ultimate in relaxation. Additional highlights include a first-floor laundry, full-property underground fence for dogs, raised garden beds, a storage shed, and cherished blueberry bushes. The home backs up to a tranquil pond—ideal for winter skating and fishing creating an idyllic natural setting. Don't miss this rare opportunity to own one of the most private and picturesque properties in the Sebago Heights neighborhood!

57 Thrush Ter, Windham

Listing courtesy of Townsend Real Estate.

Selling Office: Tim Dunham Realty.

$735,000
3 Beds ⋅ 2 Baths
OH Saturday the 20th from 11-1:30! Stunning custom contemporary ranch offering the perfect blend of luxury, privacy, and convenience on a beautiful, wooded lot just minutes from Portland. Designed for premium single-floor living with incredible bonus space, this home boasts over 1,900 square feet on the main level and a full home automatic stand by generator system. A classic front porch welcomes you into a bright, open-concept layout accentuated by gorgeous hardwood floors throughout. The gourmet chef's kitchen features elegant granite countertops, a center island with wet sink, premium high-end appliances, and a sleek undermount double sink. Flowing seamlessly from the kitchen, the inviting living room centers around a cozy gas fireplace, while the adjacent dining room opens directly to a back deck perfect for outdoor entertaining. The main level also hosts a spacious primary bedroom suite with a full bath, custom motion lighting, two more bedrooms and a convenient first-floor laundry. Enjoy year-round comfort and peace of mind with upgraded mechanical systems, service plans, including a newer high-efficiency furnace and a mini-split system for zonal heating and cooling in all first floor living spaces. The expansive, finished daylight walkout basement significantly extends your living options--ideal for a family room or media center--and includes additional unfinished space with great potential for a future ADU (subject to town approval). Complete this home with a large beautifully landscaped yard and a fully sheet rocked attached 2-car garage featuring a spacious upper level for seasonal storage or future expansion. This turn-key home has more many more wonderful features so please come take a look soon!

155 Highland Cliff Rd, Windham

Listing courtesy of Pine Tree Realty of Maine.

Selling Office: Redfin Corporation.

$725,000
3 Beds ⋅ 4 Baths
''BEST OF EVERYTHING!'' This property is everything you've been looking for and more with an ideal combination of home, lot, location & value!! This magnificent property boasts a meticulously maintained custom Cape Cod style home ideally situated on a spectacular sun drenched well manicured 2.38 acre lot that is conveniently located near everything with a uniquely private & picturesque setting! You won't believe your eyes when you see all of the features of this amazing home including a breathtaking great room with a full 2 story cathedral ceiling, extremely versatile custom open plan, gorgeous kitchen with oversized island & built in gas range, beautiful cherry cabinets & floors, granite counters & stainless appliances, big pantry, awesome bright & spacious living room with corner gas fireplace, 3 nice bedrooms, 1st floor master bedroom suite with a newly renovated luxurious marble tiled bathroom & shower, dual large walk-in closets with built-ins, expansive room over the garage could be utilized for lots of needs or make an exceptional bedroom, huge finished basement area including a spacious half bath that is perfect for an exercise room/office/family room/den/bonus room, slider to rear deck overlooking the scenic & tranquil grounds along with the impressive in-ground pool with glistening water, patio, decks, wrap around farmer's porch, sheds, oversized garage, new efficient gas boiler, room for an ADU, and is the ultimate Windham lot & location! SEEING IS BELIEVING, SO SCHEDULE YOUR PRIVATE SHOWING TODAY!!

72 Hall Rd, Windham

Listing courtesy of Maine Realty 2000.

Selling Office: Harborview Properties, Inc..

$715,000
4 Beds ⋅ 3 Baths
Beautiful 4BR, 3BA Colonial on a quiet dead-end street in a desirable neighborhood! This well-maintained home features hardwood floors, a cozy fireplace, first-floor office, and a spacious bonus room above the attached 2-car garage. The convenient second-floor laundry adds to the home's functional layout. The walk-out basement offers excellent storage and potential for future expansion. Outside, enjoy a beautifully landscaped yard and a fully fenced backyard, perfect for entertaining, pets, or play. Ideally located less than 2 miles from the middle and high schools, with easy access to local amenities. Don't miss this move-in-ready home offering space, comfort, and a fantastic location!

10 Charlan Ln, Windham

Listing courtesy of Landing Real Estate. 2077562418

Selling Office: Duston Leddy Real Estate.

$715,000
3 Beds ⋅ 3 Baths
A striking expression of contemporary design, this exceptional residence commands attention with its bold architectural presence and unmistakable curb appeal. Designed for effortless entertaining and everyday luxury, the expansive open-concept interior seamlessly unites the kitchen, dining area, and living room into one breathtaking gathering space. Whether hosting an intimate dinner party or a lively celebration, the home's thoughtful flow invites connection at every turn. A spacious walk-in pantry adds both elegance and practicality. Three generously sized bedrooms provide comfort, privacy, and versatility, creating space for family, guests, or a dedicated home office. Extending the living experience outdoors, the sleek contemporary deck provides the perfect setting for quiet mornings, sunset cocktails, or dining under the open sky. Beyond its striking design, this home is crafted with modern efficiency in mind. High-performance heat pumps paired with an on-demand wall-mounted boiler provide exceptional year-round comfort while enhancing energy efficiency. A spacious two-car garage offers abundant room for vehicles, recreational equipment, and storage. What truly sets this property apart is its extraordinary connection to the outdoors. With direct access to the Mountain Division Trail System, adventure begins at your doorstep. Explore miles of scenic multi-use trails ideal for hiking, cycling, trail running, snowmobiling, cross-country skiing, and year-round recreation, all while returning home to the comfort of refined modern living. This is more than a home--it is a destination. A place where bold architecture meets effortless elegance, where contemporary comfort embraces the natural landscape, and where every day offers the opportunity to live beautifully, entertain graciously, and explore endlessly.

9 Gunpowder Mill Rd, Windham

Listing courtesy of Maine Real Estate Experts. 207-632-6025

Selling Office: Better Homes and Gardens Real Estate/The Masiello Group.

$705,000
3 Beds ⋅ 3 Baths
This well-maintained ranch-style home offers a perfect combination of comfort, space, and thoughtful design. Featuring 3 bedrooms and 2.5 bathrooms, the layout includes a desirable first-floor primary suite, providing convenient and private single-level living.The open-concept living, dining, and kitchen area creates an inviting space for both everyday living and entertaining, while a private den offers flexibility for a home office, study, or quiet retreat. A spacious mudroom just off the attached two-car garage adds functionality and ease to daily life. The finished lower level expands the home's versatility with a bonus room and two additional large rooms--ideal for guests, hobbies, or recreation.Recent updates include heat pumps for efficient year-round comfort and a pellet stove in the basement for supplemental warmth during cooler months. Step outside to enjoy the above-ground pool, surrounded by a beautiful deck--perfect for relaxing or hosting during the summer season. Conveniently located just minutes from North Windham and less than 20 minutes to Portland, this home offers both accessibility and a peaceful setting. Positioned across from a land trust, you'll enjoy lasting scenic views and a sense of tranquility. Offer Deadline- Tuesday, June 2nd at noon.

81 Swett Rd, Windham

Listing courtesy of Signature Homes Real Estate Group.

Selling Office: Tim Dunham Realty.

$700,000
2 Beds ⋅ 3 Baths
Enchanting river front home with exquisite water views. Includes a dock and beach area for easy access to swim or kayak. One level living with a guest bedroom on 2nd floor. Cherry flooring in kitchen and living room.Hardy plank siding, geothermal heating and cooling system, whole house generator. All on a private setting. DEADLINE IS WEDNESDAY AT 12:00. RESPONSE BY 7 PM.

38 Maynard Rd, Windham

Listing courtesy of RE/MAX Shoreline.

Selling Office: U&R Real Estate.

$700,000
3 Beds ⋅ 3 Baths
Meticulously maintained colonial minutes from the Presumpscot River! 3-bedroom, 2.5-bath and nestled on 1.26 acres. Inside, you'll find a warm and inviting layout with spacious, bright living areas and thoughtful details throughout. The kitchen flows seamlessly into the dining and living spaces, perfect for everyday living or entertaining. Step outside and enjoy the spacious patio and stone fire pit, perfect for enjoying the cozy autumn evenings! This house offers the perfect blend of privacy and convenience. Just minutes from Dundee Park, and a short drive to North Windham's shops, restaurants, and amenities. Under 40 minutes to Portland, it's an ideal location for both work and play. Don't miss your chance to call this place home!

52 Sabatus Ln, Windham

Listing courtesy of Locations Real Estate Group LLC.

Selling Office: Fontaine Family-The Real Estate Leader.

$699,900
3 Beds ⋅ 3 Baths
A HOME FOR ALL REASONS AND ALL SEASONS! This beautifully maintained, one-owner home on 1.17 acres blends comfort, functionality, and year-round adventure. With 3 bedrooms, 2 1/2 baths, and a versatile layout, it's move-in ready and thoughtfully designed for modern living. The second floor offers three spacious bedrooms, including a primary suite with an updated bath and a tiled walk-in shower. A large bonus room over the garage provides flexible space for an office, studio, or gym. On the main level, the updated kitchen flows into a welcoming dining room and cozy living room, complemented by a mudroom and oversized laundry room. The partially finished lower level, warmed by a pellet stove, offers a perfect retreat for a recreation room, media space, or hobby area. An attached two-car garage provides plenty of storage and convenience. Outdoor living shines with a private lot and backyard patio. The property also has a right of way leading to the Pleasant River for year-round activities like snowmobiling, canoeing, snowshoeing, and cross-country skiing, plus with access to Route 202 and 302, you can get most anywhere from here! Located on the most desirable side of Windham in the Harding Heights Subdivision , the home offers excellent proximity to schools, shopping, and local amenities. Whether you're seeking a peaceful retreat or an active lifestyle, this Windham property delivers! Open House Saturday September 27th 11:00 to 12:30

15 Harding Dr, Windham

Listing courtesy of The Flaherty Group.

Selling Office: Keller Williams Realty.

$699,000
3 Beds ⋅ 3 Baths
Welcome to 1 Friendly Way, a gorgeous newly built modern bungalow that beautifully combines peaceful country living with everyday convenience! Situated in a sweet, quiet setting, this home features 2,100+ sq. ft. of living space, a bright open-concept layout with real oak hardwood floors, a cozy gas fireplace, and a designer kitchen complete with Quartz countertops, stained cabinetry, and a gas cookstove. The main-level primary suite serves as your private oasis, complete with a walk-in closet, custom-tiled shower, and a handy first-floor laundry area. Upstairs, you'll find two more spacious bedrooms and a full bath, while the large deck and full walk-out daylight basement offer endless potential for entertaining and storage. Complete with premium upgrades like a high-efficiency Viessmann boiler, on-demand hot water, and underground electric, this gem sits just five minutes from the Highland Lake boat launch and under 20 minutes from Portland. For GPS navigation, use 21 Land of Nod Road.

1 Friendly On Land Of Nod Rd Way, Windham

Listing courtesy of Coldwell Banker Realty. 207-773-1990

Selling Office: Portside Real Estate Group.

$694,000
3 Beds ⋅ 3 Baths
Welcome to 6 Deluca Drive in Windham, Maine -- a beautifully crafted new construction home offering the perfect blend of modern design, comfort, and functionality. This thoughtfully designed 3-bedroom, 2.5-bath home features an open-concept layout ideal for both everyday living and entertaining. The heart of the home is the spacious kitchen and living area, complete with quality finishes, abundant natural light, and seamless flow throughout the main level. Upstairs, you'll find three generously sized bedrooms including a private primary suite with en-suite bath and ample closet space. A dedicated second-floor office provides the perfect work-from-home setup, study area, or flex space to fit your lifestyle. Additional highlights include a convenient second-floor laundry area, attached 2-car garage, energy-efficient systems, and quality craftsmanship throughout. Situated in a desirable Windham location close to shopping, restaurants, schools, and outdoor recreation, this brand-new home offers modern living in one of Southern Maine's most sought-after communities. New construction. Move-in ready. Schedule your private showing today.

6 Deluca Dr, Windham

Listing courtesy of Maine Real Estate Experts.

Selling Office: Century 21 North East.

$690,000
4 Beds ⋅ 3 Baths
This spacious Windham Cape sits on 1.84 acres of the most desireable area in Windham! This distinct home has beautiful dark hardwood floors from the kitchen to the dining room and tied to an earthy tiled floor giving it a modern and warm feel! The living room is where you'll relax and chill with large windows and ample wall space for your art and photos. Step out to your 1st level deck that has a hot tub and a welcoming back yard and fire pit! The central air conditioning provides cooling relief from the hot summer days! The kitchen has a granite center island and countertops, a Subzero refrigerator, a Wolf induction cook top and a Miele oven! Modern overhead light fixtures with lots of natural light make the kitchen the perfect place to wake, gather, converse and entertain! The sprawling primary is a perfect space to unwind and call it a day! The primary boasts 2 walk-in closets, en-suite bath with a jet tub and double sinks, plus a private balcony! The attached 2 garage has direct access to a sizeable mudroom and the entry level also offers a massive bonus (great) room with a gas fireplace! Upstairs you'll find a long hardwood floor hallway with 4 well appointed bedrooms and a separate laundry room! BONUS UPDATE: The detached garage has been RECENTLY CONVERTED to multi gerational flexible living space with full amenities! The 1st level provides room for 2 cars on the left side and on the right side a private cozy entertainment and guest sleeping quarters! The second floor has a large open concept living room, dining room and a beautfully built kitchen with modern cabinetry and stainless steel appliances, a has its own private bedroom and the bathroom is gorgeous and modern! Lot's to love here! Conveniently located to Falmouth Crossing, Windham Center, I95 and 295, Sebago Lakes Region and Portland is a only a 1/2 hour drive away!

142 Falmouth Rd, Windham

Listing courtesy of Elevate Maine Realty.

Selling Office: Blue Lobster Real Estate.

$690,000
4 Beds ⋅ 2 Baths
OPEN HOUSE Sat 5/23 10 AM-11:30 AM! Welcome to 127 Pope Road in beautiful Windham, a stunning, completely updated property offering the perfect blend of privacy, comfort, and modern style, all while being conveniently located just minutes from the lakes region and within an easy commute to Portland. Tucked away in a peaceful setting, this meticulously maintained home has been thoughtfully improved inside and out. Featuring three bedrooms, 1.5 baths and a great oversized garage with plenty of room for any hobby. Above the garage you'll find a bonus space for lounging & extra room for office or workout equipment. From the moment you arrive, you'll appreciate the care and attention that has gone into every detail of this property. The property has seen extensive updates including a beautifully finished porch completed in 2024, redesigned gardens and landscaping reworked between 2023-2025, and newly paved lower driveway space completed in 2024. The private outdoor setting creates the ideal atmosphere for relaxing, entertaining, or simply enjoying Maine's natural beauty. Inside, the home feels fresh, stylish, and inviting with every room painted since 2022 and numerous tasteful upgrades throughout. Updated recessed lighting and modern fixtures add warmth and sophistication, while the beautifully improved main bathroom features updated lighting, mirrors, beadboard accents, and new faucets. The staircase was upgraded with gorgeous oak treads in 2025, adding timeless character and craftsmanship to the interior. The kitchen and living spaces have been carefully enhanced for both function and style, including the addition of a coffee bar backsplash and a stove installed in 2024. This is truly the epitome of home ownership & care. The full daylight walkout basement offers additional space to create or store items. With room to expand, and a fresh design for a second full bath ready to go and available for the next owner, do not miss this propert

127 Pope Rd, Windham

Listing courtesy of Portside Real Estate Group.

Selling Office: Waypoint Brokers Collective.

$685,000
2 Beds ⋅ 2 Baths
Set in a quiet Sebago Basin setting, this fully renovated 2-bedroom, 1.5-bath home blends classic cottage character with thoughtful modern updates. Inside, the home has been extensively improved with updated systems and carefully selected finishes throughout. Bright, inviting living spaces are filled with natural light, while the renovated primary suite features a beautifully finished en-suite bath with a custom marble shower. Efficient mini-splits heating and cooling provide year-round comfort, making the home equally suited for weekend escapes or full-time living. Outside, spacious deck areas provides an ideal setting for entertaining or relaxing in the fresh Maine air. The large yard provides room for gardening, recreation, or evenings around the firepit, while the detached one-car garage adds additional storage and convenience. As part of the association, enjoy access to two beaches -- perfect for swimming, boating, and enjoying Maine summers by the water. Whether you're seeking a year-round residence, where the town plows the roads, a seasonal retreat, or investment opportunity, this move-in-ready property provides a rare combination of cottage charm, modern comfort, and access to one of the area's most desirable lake settings.

86 Basin Rd, Windham

Listing courtesy of Engel & Volkers Portsmouth.

Selling Office: RE/MAX Oceanside.

$680,000
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

Selling Office: EXP Realty.

$680,000
3 Beds ⋅ 2 Baths
Welcome to 12 Granite Ridge Road, a modern contemporary home set on 1.38 private acres in a secluded neighborhood. This 2-3 bedroom, 2 bath property offers an open-concept layout with vaulted ceilings, exposed beams, and beautiful hardwood floors throughout the main level. The spacious living room features a cozy gas fireplace and custom built-in bookshelves, creating the perfect space for relaxing or entertaining. The kitchen is highlighted by rich cherry cabinets, granite countertops, and seamless flow into the main living area. Enjoy radiant heat throughout the basement, main level, and upstairs primary bathroom for year-round comfort. The primary suite offers a true retreat with a large walk-in closet and private deck overlooking the backyard. The basement offers incredible flexibility and is ready to be finished as an additional bedroom, family room, game room, craft room, or the ultimate man cave or she space. Additional highlights include an oversized 2-car garage, peaceful privacy, and a convenient location close to Portland, Westbrook, and Windham. This is a home you won't want to miss.

12 Granite Ridge Rd, Windham

Listing courtesy of Maine Real Estate Experts. 207415-2918

Selling Office: Legacy Properties Sotheby's International Realty.

$679,000
2 Beds ⋅ 3 Baths

9 Daybreak Ln Unit 4, Windham

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty. crystal.chandonnet@verani.com

Selling Office: Berkshire Hathaway HomeServices Verani Realty.

$676,000
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.

Selling Office: Keller Williams Realty.

$675,000
6 Beds ⋅ 3 Baths
Huge Price Drop! Tucked away on a quiet street in Windham, this unique home offers exceptional space and value with an additional apartment. The main home lives like a 5-bedroom, 2-bath layout, anchored by an oversized fireplace that gives chalet-style warmth and character. The updated kitchen overlooks a large, private backyard — perfect for gatherings or quiet evenings. The primary suite is located above the garage, offering privacy and separation from the opposite wing of the home, which features three additional bedrooms and a full bath. The lower level includes a 1-bedroom accessory dwelling unit (ADU) with its own entrance down a set of steps, an oversized office, and dedicated storage — ideal for multi-generational living, guests, or rental income. Major upgrades include a brand-new roof, new septic system, fresh driveway, and new paint throughout. Be sure to review the floor plans — the square footage and layout provide impressive flexibility. Whether you're looking for room to grow or the opportunity to generate income, this home is ready to deliver.

11 Haven Rd, Windham

Listing courtesy of Real Broker. 207-756-2442

Selling Office: Keller Williams Realty.

$675,000
2 Beds ⋅ 2 Baths
Welcome to The Cove at Highland Lake! A first of its kind 55+ Lakefront Community nestled on the pristine shores of Highland Lake. 29 Daybreak is framed and weather tight making it perfect for mid-2026 delivery! The YORK floor plan offers true one level, low barrier living with unique split driveway layout. At 1280 SF +/-, this popular 2 Bedroom 2 Bathroom home is an excellent option for those looking to continue entertaining into retirement. The York kitchen has over 22.5 feet of customizable cabinet and countertop space, and is complimented by a dedicated dining/breakfast nook, open concept living room, cathedral ceilings, and 8 feet of optional built-ins! The primary bedroom features a spacious walk-in closet and en suite double vanity bathroom with age-in-place safety options. Guest bedroom, full guest bathroom, and main level laundry also come standard. With endless finish options and upgrades, owners can enjoy natural stone or quartz countertops, soft-close cabinetry, LVP or hardwood flooring, gas OR electric fireplace, and energy efficient LED lighting. Community Amenities Include: tennis & pickleball courts, two-level clubhouse with fitness center, full kitchen and function space, plus private access to the more than 50 acres of natural landscape in Windham and Falmouth. With over 6000 feet of nature trails, 585+ feet of lake front to carry in kayaks, canoes and paddleboards, plus a community maintained dock. Located just 10 miles from downtown Portland, residents will enjoy unbeatable proximity to top rated healthcare and hospitals, as well as Maine's finest dining and entertainment options. Boating, skiing, golf, shopping, dining, sports & activity clubs... The way 55+ life should be, and you can have it all in The Cove at Highland Lake!

29 Daybreak Ln Unit 6, Windham

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty. crystal.chandonnet@verani.com

Selling Office: Berkshire Hathaway HomeServices Verani Realty.

$670,000
3 Beds ⋅ 3 Baths
Welcome to 99 Nash Road in Windham - This is the kind of home that just feels right the moment you walk in. A grand foyer welcomes you into a thoughtfully designed layout filled with natural light and beautiful hardwood floors that carry throughout the main living spaces. The living area is warm and inviting with a fireplace, while French doors offer flexible space for a home office, den, or playroom, as well as additional dining area. The kitchen is both functional and inviting, featuring granite countertops, stainless appliances, and a large center island. Just off the kitchen, a spacious composite deck overlooks a peaceful, private backyard, creating an easy flow for everyday living or entertaining. Upstairs, the primary suite offers a true retreat with an ensuite bath complete with a shower, jetted tub, and makeup vanity. Two additional bedrooms and a full bathroom provide comfortable space for family or guests. An oversized two-car garage with ample storage adds convenience, and the hardscaped front walkway enhances the home's curb appeal from the moment you arrive, as the home sits prominently on the 2 acre lot. Pristine and well cared for, this home reflects pride of ownership throughout and is truly move-in ready.

99 Nash Rd, Windham

Listing courtesy of Keller Williams Realty.

Selling Office: The Collective Real Estate Co.

$670,000
3 Beds ⋅ 3 Baths
Welcome to 315 River Road in Windham, a well-maintained gambrel-style home offering space, flexibility, and privacy on 4.7 acres. This 3-bedroom, 3-bath home features a true primary suite along with recently updated bathrooms and hardwood flooring. Heat pumps provide efficient heating and cooling, and a whole-house generator offers added peace of mind year-round. The layout offers functional and flexible living space with over 3,000 square feet, including a partially finished basement ideal for a home office, gym, or additional living area. An attached 2-car garage adds convenience and storage. The exterior is equally impressive with a beautifully landscaped and well-maintained yard, open space, and a private setting that still feels accessible. Conveniently located just minutes to North Windham with an easy commute to Westbrook and Portland, this property offers the balance of privacy and proximity that today's buyers are looking for.

315 River Rd, Windham

Listing courtesy of Maine Real Estate Experts. 207415-2918

Selling Office: Breakwater Realty Group, LLC.

$655,000
3 Beds ⋅ 2 Baths
Enjoy year-round living on the shores of Forest Lake, where the home's elevated setting captures beautiful, tranquil water views. This inviting property features a bright, open-concept layout connecting the kitchen, dining, and living areas--ideal for both everyday living and entertaining. Step outside to a spacious deck, perfect for relaxing or hosting summer BBQs overlooking the water. The main level provides a convenient first-floor bedroom and full bath, providing flexible living options. The assessor lists the home as a three-bedroom; however, one room has traditionally been used as a bonus space and does not have a door, making it well-suited for a den, office, or guest overflow. The walk-out lower level expands your living space with two additional bedrooms and a full bathroom, with direct access to the backyard from one of the bedrooms--ideal for guests or extended stays. A large two-car attached garage provides ample storage and the convenience of keeping vehicles protected from winter weather. Outside, enjoy all that waterfront living has to give with a well-designed docking system and a lakeside platform--perfect for sunbathing, swimming, or taking in peaceful sunset views. Whether you're searching for a full-time residence or a seasonal getaway with potential for occasional rental income, this property delivers the best of both worlds. Conveniently located just minutes from West Cumberland, you'll have easy access to local favorites and quick connections to the highway for an easy commute. A wonderful opportunity to enjoy waterfront living in every season.

42 Forest Ave, Windham

Listing courtesy of Portside Real Estate Group.

Selling Office: Portside Real Estate Group.

$650,000
2 Beds ⋅ 2 Baths
Welcome to 4 Daybreak Lane in The Cove at Highland Lake! This model home is officially ready for its new owners and PRICED TO MOVE - INCLUDES all Custom Upgrades and ready for occupancy just in time for the Holidays! The YORK floorplan offers true one level living in a spacious 1,280 SF 2 bed 2 bath layout. NO detail was spared in this home, with quartz countertops, luxury vinyl plank floors, custom soft close cabinetry with roll-out storage, 6 foot tiled shower double vanity primary bath, energy efficient LED lighting throughout, upgraded Cafe line appliances, and SO MUCH MORE - this new community is a MUST SEE in person. The first of its kind Gated Lakefront Community nestled on the pristine shores of Highland Lake in Windham & Falmouth Maine. The Cove at Highland Lake Amenities Include: Tennis & Pickle Ball courts, two-level clubhouse with fitness center, full kitchen and function/meeting space, plus private access to over 50 acres with over 6000 feet of nature trails, 585+ feet of lake front to carry in kayaks, canoes and paddle boards, plus a community maintained dock and pontoon boat. Located just 10 miles from downtown Portland, residents will enjoy unbeatable proximity to top rated health care and hospitals, as well as Maine's finest dining and entertainment options. Have you ever imagined a life full of boating, skiing, golf, shopping, dining, sports & activity clubs and LOW MAINTENANCE? The way 55+ life should be can be found here in The Cove at Highland Lake!

4 Daybreak Ln Unit 19, Windham

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty. crystal.chandonnet@verani.com

Selling Office: Berkshire Hathaway HomeServices Verani Realty.

$650,000
3 Beds ⋅ 2 Baths
An actual ''House of Seven Gables'' is now for sale in Windham. This home shows very well and has 1,000 SF on the second floor of the garage that could be finished for an ADU or many other living spaces. The lot is mostly lawn and there is an above ground pool, a large deck and a pond down by the brook.

29 Montgomery Rd, Windham

Listing courtesy of Allied Real Estate.

Selling Office: Waypoint Brokers Collective.

$650,000
This 4,000 +/- Sq. Ft. Commercial Building is ideal for Contractors, Landscapers and Small Business Owners looking for neat, clean and well-appointed space. The space offers 1,500 +/- Sq. Ft. of office space with 3 large offices, kitchenette, and ADA bathroom along with a 500 +/- Sq. Ft. workshop/garage bay space and 2,000 +/- Sq. Ft. high bay warehouse space with a 10' X 10' overhead door. The lot offers ample paved parking in the front and yard storge behind the building.

16 Danielle Dr, Windham

Listing courtesy of Butts Commercial Brokers.

Selling Office: Portside Real Estate Group.

$645,000
3 Beds ⋅ 3 Baths
Soon to be completed Colonial with hardwood floors, granite or quartz countertops, a propane fireplace, a two-car garage with extra room for storage, and a stone patio with a fire pit. Good ceiling height in the basement too. Close to schools and an easy commute to Portland.

19 Read Rd, Windham

Listing courtesy of Allied Real Estate.

Selling Office: Coldwell Banker Realty.

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