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Serenity and space aplenty await at this classic colonial. Perched on 2.5 acres in well-loved Windham and offering 1,908 square feet of living space (plus an attached 2-car garage!), this property will always have you hustling home. Opportunity abounds inside, with 3 bedrooms, 2.5 bathrooms, lofty ceilings, and windows galore. Whipping up tasty treats is easy thanks to the kitchen's counter & cabinet space; the seamlessly situated sunroom is a perfect place for curling up with a book. The dining room invites you to linger over lovely meals. Quality time with your favorite people & pets is easy in the dual living rooms. A mudroom and a bathroom with a washer & dryer round out the main floor. You'll love retreating upstairs to the primary suite. Two additional bedrooms and a full bathroom mean there's plenty of space for sleepyheads. The basement has you covered when it comes to storing your stuff, and with some finishing can easily be your go-to for home gym, workshop or office endeavors. Wildlife watchers & garden growers will adore this peaceful property's large front & back yards, two decks, mature hydrangeas, and more. A shed stands at the ready for your toys & tools. Windham's close-knit community and endless amenities mean you can either borrow sugar from your neighbor or be at a store to buy some in a snap. Easy access to highways and every imaginable convenience is yours for the taking in this sweet spot. You won't be left wanting for a thing in this happy home!

577 Gray Rd, Windham

Listing courtesy of King + Miller Real Estate. info@kingmillerrealestate.com

Selling Office: Coldwell Banker Realty.

$565,000

Set on a private 2.23 acre lot and tucked back from the road, this spacious 5 Bedroom 2 bath multi-level home is freshly updated and move in ready. The upper level features a mudroom entry, four large bedrooms and a full bath. Walk down the stairs to the lower level which has a new kitchen, family room, living/dining area, second full bath, fifth bedroom or home office, and laundry room. Step outside to a spacious patio overlooking a large in-ground pool, yard and woods. The seller is offering funds toward updating the pool or having it filled in, giving buyers the option. A large two-car detached garage with an attached covered area for storing yard tools and equipment, keeping the main garage space clear to park your cars or use as workshop. This property is conveniently located less than 20 minutes from downtown Portland and 10 minutes from North Windham.

5 Beds ⋅ 2 Baths

Set on a private 2.23 acre lot and tucked back from the road, this spacious 5 Bedroom 2 bath multi-level home is freshly updated and move in ready. The upper level features a mudroom entry, four large bedrooms and a full bath. Walk down the stairs to the lower level which has a new kitchen, family room, living/dining area, second full bath, fifth bedroom or home office, and laundry room. Step outside to a spacious patio overlooking a large in-ground pool, yard and woods. The seller is offering funds toward updating the pool or having it filled in, giving buyers the option. A large two-car detached garage with an attached covered area for storing yard tools and equipment, keeping the main garage space clear to park your cars or use as workshop. This property is conveniently located less than 20 minutes from downtown Portland and 10 minutes from North Windham.

64 Pope Rd, Windham

Listing courtesy of The Real Estate Store.

Selling Office: Real Broker.

Welcome to this charming 3-bedroom, 2-bath Cape offering a bright, open-concept layout designed for comfortable living and effortless entertaining. Features include a convenient first-floor bedroom, hardwood floors, a daylight basement with expansion potential, an office/bonus/bedroom and a stunning oversized new deck--perfect for hosting family and friends or simply relaxing outdoors. Located in Sebago Heights, one of Windham's most desirable neighborhoods, this home is just minutes from Tassel Top Park and its private beach access on beautiful Sebago Lake and a short drive to the shops of North Windham. Enjoy the perfect balance of neighborhood living and convenience, with the city of Portland, the Maine Turnpike, and the beauty of the lakes region all within a 20-minute drive. Don't miss this exceptional opportunity to own a home in one of Windham's most sought-after locations. Schedule your private showing today before it's gone!

Welcome to this charming 3-bedroom, 2-bath Cape offering a bright, open-concept layout designed for comfortable living and effortless entertaining. Features include a convenient first-floor bedroom, hardwood floors, a daylight basement with expansion potential, an office/bonus/bedroom and a stunning oversized new deck--perfect for hosting family and friends or simply relaxing outdoors. Located in Sebago Heights, one of Windham's most desirable neighborhoods, this home is just minutes from Tassel Top Park and its private beach access on beautiful Sebago Lake and a short drive to the shops of North Windham. Enjoy the perfect balance of neighborhood living and convenience, with the city of Portland, the Maine Turnpike, and the beauty of the lakes region all within a 20-minute drive. Don't miss this exceptional opportunity to own a home in one of Windham's most sought-after locations. Schedule your private showing today before it's gone!

115 Harvest Hill Rd, Windham

Listing courtesy of Landmark Realty.

Selling Office: Getty Real Estate Services, LLC.

Have you been patiently waiting for a home in Sebago's Mineral Spring Neighborhood to come on the market? The home at 136 Mineral Spring has been in the same family for 25 Years & is ready for a new owner to enjoy! This 3 bedroom,1 1/2 bath home sits on an elevated lot w/breathtaking Westerly views of Sebago lake & Mount Washington in the distance.The property comes w/2 deeded accesses to the lake, one being across the street where you can enjoy the private beach,shed to store your belongings & your own private boat mooring! On another large sandy deeded beach you can even have family functions at the lake!Storage for your boat & trailer isn't an issue either as there is a spot available for both! The home is perfect for entertaining with 2 living room--one on each floor and the second floor living room offers cathedral ceilings with knotty pine ceilings, beautiful hardwood floors and an open concept kitchen, living room, and dining area allowing all your guests to be in one area.The home offers an abundance of natural light coming into the home from the many large windows where you will be captivated by the sunsets nightly over the lake.The home offers 2 bedrooms on the top floor with cathedral ceilings &1 bedroom on the lower level.There are 2 fireplace hearths-one w/brick & 1 w/natural rock & there is 1 wood stove (1st floor),1 propane stove (second floor living room) & 2 Rinaai Propane Heaters! The home offers a large deck off the back of the home looking out into the private backyard. There are 2 sheds on the property and a great fire pit area and lots of lawn space which is rare around the lakes.There is a wrap around driveway and parking for 4 cars in front of the home.This home is conveniently located within 45 minutes to Skiing, 45 minutes to Oxford Casino &30 minutes to the vibrant city of Portland!Sought after Windham offers tons of restaurants and shopping only minutes from the lake! Come take a peek at this year round home, you won't be disappointed

Have you been patiently waiting for a home in Sebago's Mineral Spring Neighborhood to come on the market? The home at 136 Mineral Spring has been in the same family for 25 Years & is ready for a new owner to enjoy! This 3 bedroom,1 1/2 bath home sits on an elevated lot w/breathtaking Westerly views of Sebago lake & Mount Washington in the distance.The property comes w/2 deeded accesses to the lake, one being across the street where you can enjoy the private beach,shed to store your belongings & your own private boat mooring! On another large sandy deeded beach you can even have family functions at the lake!Storage for your boat & trailer isn't an issue either as there is a spot available for both! The home is perfect for entertaining with 2 living room--one on each floor and the second floor living room offers cathedral ceilings with knotty pine ceilings, beautiful hardwood floors and an open concept kitchen, living room, and dining area allowing all your guests to be in one area.The home offers an abundance of natural light coming into the home from the many large windows where you will be captivated by the sunsets nightly over the lake.The home offers 2 bedrooms on the top floor with cathedral ceilings &1 bedroom on the lower level.There are 2 fireplace hearths-one w/brick & 1 w/natural rock & there is 1 wood stove (1st floor),1 propane stove (second floor living room) & 2 Rinaai Propane Heaters! The home offers a large deck off the back of the home looking out into the private backyard. There are 2 sheds on the property and a great fire pit area and lots of lawn space which is rare around the lakes.There is a wrap around driveway and parking for 4 cars in front of the home.This home is conveniently located within 45 minutes to Skiing, 45 minutes to Oxford Casino &30 minutes to the vibrant city of Portland!Sought after Windham offers tons of restaurants and shopping only minutes from the lake! Come take a peek at this year round home, you won't be disappointed

136 Mineral Spring Rd, Windham

Listing courtesy of Moody Maxon Real Estate.

Selling Office: Redfin Corporation.

Welcome to 52 Harvest Hill Road in Windham, a three-bedroom, three-bath home set on a private 1.04-acre lot in a quiet, established neighborhood. The main level includes the primary living space, anchored by a beautiful fireplace, along with a full bathroom. Upstairs includes all three bedrooms and another full bath. The finished basement provides additional usable living space, including a bonus room and a third full bathroom, making it a flexible option for a home office, guest space, or separate living area. Outside, the property features an ideal mix of privacy and usable yard space. The above-ground pool is a nice addition for the summer months, and the one-car garage adds everyday convenience and storage. This well-rounded property is perfect for buyers looking for space, a flexible layout, and a private setting in Windham while remaining convenient to town amenities.

Welcome to 52 Harvest Hill Road in Windham, a three-bedroom, three-bath home set on a private 1.04-acre lot in a quiet, established neighborhood. The main level includes the primary living space, anchored by a beautiful fireplace, along with a full bathroom. Upstairs includes all three bedrooms and another full bath. The finished basement provides additional usable living space, including a bonus room and a third full bathroom, making it a flexible option for a home office, guest space, or separate living area. Outside, the property features an ideal mix of privacy and usable yard space. The above-ground pool is a nice addition for the summer months, and the one-car garage adds everyday convenience and storage. This well-rounded property is perfect for buyers looking for space, a flexible layout, and a private setting in Windham while remaining convenient to town amenities.

52 Harvest Hill Rd, Windham

Listing courtesy of Maine Real Estate Experts.

Selling Office: EXP Realty.

Step inside this beautifully maintained and updated split-level home featuring a separate ADU apartment. The main residence offers four bedrooms and two full bathrooms, an updated kitchen with new flooring, cabinets, and countertops, a one-car garage, and a wraparound deck that is partially covered. Additional highlights include generous attic storage and two large sheds. The first-floor bedroom has its own private entrance, making it ideal for a home office or flexible living space. The ADU apartment, added in 2015, includes a spacious bedroom, an open-concept kitchen and living area, a full bathroom, a laundry closet, a separate electrical panel, and a private entrance. Conveniently located in the heart of Windham, this property offers easy access to amenities while still providing a private and cozy setting. Don't miss this opportunity to own a four-bedroom, two-bath home with the added benefit of potential rental income from the one-bedroom ADU. Also, Listed MLS# 1649576 - OPEN HOUSE SATURDAY MARCH 7TH FROM 11-1

3 Baths

Step inside this beautifully maintained and updated split-level home featuring a separate ADU apartment. The main residence offers four bedrooms and two full bathrooms, an updated kitchen with new flooring, cabinets, and countertops, a one-car garage, and a wraparound deck that is partially covered. Additional highlights include generous attic storage and two large sheds. The first-floor bedroom has its own private entrance, making it ideal for a home office or flexible living space. The ADU apartment, added in 2015, includes a spacious bedroom, an open-concept kitchen and living area, a full bathroom, a laundry closet, a separate electrical panel, and a private entrance. Conveniently located in the heart of Windham, this property offers easy access to amenities while still providing a private and cozy setting. Don't miss this opportunity to own a four-bedroom, two-bath home with the added benefit of potential rental income from the one-bedroom ADU. Also, Listed MLS# 1649576 - OPEN HOUSE SATURDAY MARCH 7TH FROM 11-1

5 Sandbar Rd, Windham

Listing courtesy of Signature Homes Real Estate Group.

Selling Office: Signature Homes Real Estate Group.

$559,000

Set on a private 2 acre lot in Windham, 5 Athens Drive offers comfort, efficiency, and room to spread out. This 3 bedroom, 2 bathroom ranch features a kitchen with granite counters, plus a 2010 addition with a light filled living room, vaulted ceilings, wrap around windows, and access to the new back deck. The main level includes 3 bedrooms, with the primary suite set apart from the two guest rooms for added privacy. Outside, a large fenced-in area provides space for pets, play, or gardening. Heat pumps ensure year round comfort, and the home offers both an attached 2 car garage and a detached oversized garage with solar panels. Don't miss the chance to own this well-maintained, one-owner home that combines space and privacy.

Set on a private 2 acre lot in Windham, 5 Athens Drive offers comfort, efficiency, and room to spread out. This 3 bedroom, 2 bathroom ranch features a kitchen with granite counters, plus a 2010 addition with a light filled living room, vaulted ceilings, wrap around windows, and access to the new back deck. The main level includes 3 bedrooms, with the primary suite set apart from the two guest rooms for added privacy. Outside, a large fenced-in area provides space for pets, play, or gardening. Heat pumps ensure year round comfort, and the home offers both an attached 2 car garage and a detached oversized garage with solar panels. Don't miss the chance to own this well-maintained, one-owner home that combines space and privacy.

5 Athens Dr, Windham

Listing courtesy of RE/MAX By The Bay.

Welcome to The Cove at Highland Lake! The first of its kind Gated 55+ Lakefront Community nestled on the pristine shores of Highland Lake. Site work has officially begun with the first homes being delivered as early as late fall 2024! The PORTLAND is economically sized, but maximal in function! At 1058 SF +/-, this 1 Bedroom 1.5 Bathroom single level attached condo is an excellent option for those looking to ''rightsize'' into retirement. The Portland offers cathedral ceilings in the main living area, primary bedroom with spacious en suite double vanity bathroom and oversized walk in closet, plus a guest bathroom with main level laundry. With endless finish options and upgrades, owners can enjoy natural stone or quartz countertops, soft-close cabinetry, Age-in-Place safety features, hardwood flooring, gas fireplace, and energy efficient LED lighting. The Portland model also offers the option to finish the basement with an additional bedroom and bathroom for guests or open living space for hobbyists! Community Amenities to Include: tennis & pickleball courts, two-level clubhouse with fitness center, full kitchen and function space, plus private access to the 50 acre parcel with over 6000 feet of nature trails, 500 feet of manicured lake front to carry in kayaks, canoes and paddleboards, plus a community maintained dock and 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. 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! Reserve now & for a limited time you may choose your homes finishes!

$555,000

1 Beds ⋅ 2 Baths

Welcome to The Cove at Highland Lake! The first of its kind Gated 55+ Lakefront Community nestled on the pristine shores of Highland Lake. Site work has officially begun with the first homes being delivered as early as late fall 2024! The PORTLAND is economically sized, but maximal in function! At 1058 SF +/-, this 1 Bedroom 1.5 Bathroom single level attached condo is an excellent option for those looking to ''rightsize'' into retirement. The Portland offers cathedral ceilings in the main living area, primary bedroom with spacious en suite double vanity bathroom and oversized walk in closet, plus a guest bathroom with main level laundry. With endless finish options and upgrades, owners can enjoy natural stone or quartz countertops, soft-close cabinetry, Age-in-Place safety features, hardwood flooring, gas fireplace, and energy efficient LED lighting. The Portland model also offers the option to finish the basement with an additional bedroom and bathroom for guests or open living space for hobbyists! Community Amenities to Include: tennis & pickleball courts, two-level clubhouse with fitness center, full kitchen and function space, plus private access to the 50 acre parcel with over 6000 feet of nature trails, 500 feet of manicured lake front to carry in kayaks, canoes and paddleboards, plus a community maintained dock and 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. 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! Reserve now & for a limited time you may choose your homes finishes!

7 Daybreak Ln Unit 3, Windham

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

Selling Office: RE/MAX Shoreline.

$555,000

The seller is offering a generous credit for a brand-new roof and fresh carpet, allowing the next owner to enjoy peace of mind and the opportunity to personalize these upgrades to their own taste. Seller is willing to give concessions to buyer at closing. 8 Livrite Way is a spacious custom colonial set on 1.8 private acres in one of Windham's most peaceful wooded neighborhoods. This home offers the best of both worlds, quiet rural living and beautiful landscape, yet only 15 minutes from downtown Portland. The main level features an open layout with hardwood floors, abundant natural light, and a covered front porch entry. Upstairs you'll find four large bedrooms with custom closet systems, a convenient second-floor laundry, and two versatile bonus rooms ideal for offices, guest rooms, or hobbies. A full open basement offers abundant storage or finishing potential, while an attached garage and generous driveway add convenience. Recent upgrades include a new boiler and water heater for long-term efficiency. Outside, enjoy mature trees, rock features, and slate-edged gardens. The fenced backyard includes an above-ground pool and expansive wraparound deck with hot tub hook ups.

4 Beds ⋅ 3 Baths

The seller is offering a generous credit for a brand-new roof and fresh carpet, allowing the next owner to enjoy peace of mind and the opportunity to personalize these upgrades to their own taste. Seller is willing to give concessions to buyer at closing. 8 Livrite Way is a spacious custom colonial set on 1.8 private acres in one of Windham's most peaceful wooded neighborhoods. This home offers the best of both worlds, quiet rural living and beautiful landscape, yet only 15 minutes from downtown Portland. The main level features an open layout with hardwood floors, abundant natural light, and a covered front porch entry. Upstairs you'll find four large bedrooms with custom closet systems, a convenient second-floor laundry, and two versatile bonus rooms ideal for offices, guest rooms, or hobbies. A full open basement offers abundant storage or finishing potential, while an attached garage and generous driveway add convenience. Recent upgrades include a new boiler and water heater for long-term efficiency. Outside, enjoy mature trees, rock features, and slate-edged gardens. The fenced backyard includes an above-ground pool and expansive wraparound deck with hot tub hook ups.

8 Livrite Way, Windham

Listing courtesy of www.HomeZu.com. 877-249-5478

Perched just minutes from Highland Lake and Windham's endless offerings, this duplex delivers double the opportunity! Whether you're an investor eyeing reliable income or a homeowner looking to live comfortably while renting the other unit, this property is full of promise. Each unit boasts two bedrooms, one full bath, heat pumps, washer/dryer hookups, and separate driveways with private entries. Outside, the generous front + back yards are perfect for playtime, planting, or your future firepit gatherings. Windham has it all: easy access to lakes & mountains, as well as every imaginable amenity. Gorham, Westbrook & Portland are a short drive away when adventure calls. Opportunity is knocking - will you answer?

$551,000

2 Baths

Perched just minutes from Highland Lake and Windham's endless offerings, this duplex delivers double the opportunity! Whether you're an investor eyeing reliable income or a homeowner looking to live comfortably while renting the other unit, this property is full of promise. Each unit boasts two bedrooms, one full bath, heat pumps, washer/dryer hookups, and separate driveways with private entries. Outside, the generous front + back yards are perfect for playtime, planting, or your future firepit gatherings. Windham has it all: easy access to lakes & mountains, as well as every imaginable amenity. Gorham, Westbrook & Portland are a short drive away when adventure calls. Opportunity is knocking - will you answer?

10 Land Of Nod Rd, Windham

Listing courtesy of King + Miller Real Estate. info@kingmillerrealestate.com

Poised on 1.11 acres with quiet Collins Pond views, this classic New England Colonial marries timeless character with thoughtful, turnkey upgrades. A window-lined mudroom frames the rear grounds and sets a calm arrival. A gentle step leads to the renewed kitchen and dining room, where crisp cabinetry, stone counters, an apron sink, and an intuitive island support both weekday rhythm and weekend gathering. Newer stainless appliances, a tasteful backsplash, under-cabinet lighting, food pantry, and upgraded fixtures add to the design. The main level continues to a generous front-to-back living room anchored by a propane fireplace, while sunlight carries through refreshed windows to a new composite deck - a natural perch for morning coffee and effortless entertaining. A discreet powder room serves this floor, and hardwood floors lend continuity throughout. Upstairs, two additional light-filled bedrooms accompany a tranquil primary with walk-in closet and direct access to a refined Jack-and-Jill bath appointed with a tiled shower, new frameless glass door, and built-in shelving. Outside, a separate cabin facing the water offers charming flex space. The property is commercially zoned with frontage on Route 302, enhancing long-term versatility. An attached three-car garage and full unfinished basement provide excellent storage. Additional features include a new Buderus boiler, new central-air condenser, PB30 generator plug, extensive window replacements, new roof, new water heater, and an air radon mitigation system - with additional tasteful cosmetic updates completed over the years. Moments to Windham's amenities, lakes, and trails, and within an uncomplicated Portland commute. Make this polished, year-round retreat yours today!

$550,000

Poised on 1.11 acres with quiet Collins Pond views, this classic New England Colonial marries timeless character with thoughtful, turnkey upgrades. A window-lined mudroom frames the rear grounds and sets a calm arrival. A gentle step leads to the renewed kitchen and dining room, where crisp cabinetry, stone counters, an apron sink, and an intuitive island support both weekday rhythm and weekend gathering. Newer stainless appliances, a tasteful backsplash, under-cabinet lighting, food pantry, and upgraded fixtures add to the design. The main level continues to a generous front-to-back living room anchored by a propane fireplace, while sunlight carries through refreshed windows to a new composite deck - a natural perch for morning coffee and effortless entertaining. A discreet powder room serves this floor, and hardwood floors lend continuity throughout. Upstairs, two additional light-filled bedrooms accompany a tranquil primary with walk-in closet and direct access to a refined Jack-and-Jill bath appointed with a tiled shower, new frameless glass door, and built-in shelving. Outside, a separate cabin facing the water offers charming flex space. The property is commercially zoned with frontage on Route 302, enhancing long-term versatility. An attached three-car garage and full unfinished basement provide excellent storage. Additional features include a new Buderus boiler, new central-air condenser, PB30 generator plug, extensive window replacements, new roof, new water heater, and an air radon mitigation system - with additional tasteful cosmetic updates completed over the years. Moments to Windham's amenities, lakes, and trails, and within an uncomplicated Portland commute. Make this polished, year-round retreat yours today!

4 Varney Mill Rd, Windham

Listing courtesy of Portside Real Estate Group.

Do not miss out on this this beautifully maintained home with an open floor plan, three bedrooms in the main house, and a one-bedroom ADU. The roomy entry/mud room leads to the backyard, perfect for outdoor entertaining with a firepit. The bright, open living area is filled with natural light from large windows. Just a few steps up to the second level, you'll find three bedrooms, including a primary suite with a private bath. The lower level offers a flexible space for an office, workout area, or crafts, plus a laundry room and storage. The ADU also features an open layout with living, dining, kitchen, one bedroom, and a bath, along with a private entrance and access to the main house. Sitting on over two acres of level land, the property offers open and level spacious front and back yards as well as some wooded land,, and a garage with room for one full-size vehicle and plenty of storage.

$549,000

4 Beds ⋅ 3 Baths

Do not miss out on this this beautifully maintained home with an open floor plan, three bedrooms in the main house, and a one-bedroom ADU. The roomy entry/mud room leads to the backyard, perfect for outdoor entertaining with a firepit. The bright, open living area is filled with natural light from large windows. Just a few steps up to the second level, you'll find three bedrooms, including a primary suite with a private bath. The lower level offers a flexible space for an office, workout area, or crafts, plus a laundry room and storage. The ADU also features an open layout with living, dining, kitchen, one bedroom, and a bath, along with a private entrance and access to the main house. Sitting on over two acres of level land, the property offers open and level spacious front and back yards as well as some wooded land,, and a garage with room for one full-size vehicle and plenty of storage.

43 Fall Ridge Rd, Windham

Listing courtesy of Keller Williams Realty.

Selling Office: New Space Real Estate, LLC.

$548,000

Framing has been completed on this Maple colonial, featuring 3 bedrooms, 2.5 bathrooms, and an open-concept kitchen, dining, and living area. The first floor includes a half bath, a mudroom, and a separate room ideal for an office or playroom. Upstairs, there are three bedrooms, including a primary suite with a walk-in closet and an ensuite bathroom, as well as two guest bedrooms, a full guest bathroom, and a laundry room. Welcome to Shepherd Lane, Windham's newest subdivision! Located off Falmouth Road, Shepherd Lane offers convenient access to Portland and all that the Lakes Region has to offer. All 13 homes on Shepherd Lane will have city water and will feature luxury vinyl flooring and tile on the first floor, quartz or granite countertops in the kitchen, and full basements. Four plans are available to suit your budget and needs. *All photos may show available upgrades. **22 Acres includes house lots and common areas for the subdivision. ***All interior photos showing finished builds are of previous similar builds. Photos will be updated as construction advances.

Framing has been completed on this Maple colonial, featuring 3 bedrooms, 2.5 bathrooms, and an open-concept kitchen, dining, and living area. The first floor includes a half bath, a mudroom, and a separate room ideal for an office or playroom. Upstairs, there are three bedrooms, including a primary suite with a walk-in closet and an ensuite bathroom, as well as two guest bedrooms, a full guest bathroom, and a laundry room. Welcome to Shepherd Lane, Windham's newest subdivision! Located off Falmouth Road, Shepherd Lane offers convenient access to Portland and all that the Lakes Region has to offer. All 13 homes on Shepherd Lane will have city water and will feature luxury vinyl flooring and tile on the first floor, quartz or granite countertops in the kitchen, and full basements. Four plans are available to suit your budget and needs. *All photos may show available upgrades. **22 Acres includes house lots and common areas for the subdivision. ***All interior photos showing finished builds are of previous similar builds. Photos will be updated as construction advances.

14 Shepherd Ln, Windham

Listing courtesy of www.HomeZu.com. 877-249-5478

Selling Office: Landing Real Estate.

$546,500

Still a limited time to pick your finishes in this luxury new construction condo! Welcome to The Cove at Highland Lake! A first of its kind 55+ Lakefront Community nestled on the pristine shores of Highland Lake. Rough mechanicals and drywall are now complete at 25 Driftwood (Unit 20 on Site Map) making this unit perfect for Quick Spring Delivery! The YORK offers true one level, low barrier living with added privacy afforded by its unique split driveway layout. At 1280 SF +/-, this popular 2 Bedroom 2 Bathroom floorplan 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 with 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 fireplace, and energy efficient LED lighting. Community Amenities to 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 and 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. 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!

2 Beds ⋅ 2 Baths

Still a limited time to pick your finishes in this luxury new construction condo! Welcome to The Cove at Highland Lake! A first of its kind 55+ Lakefront Community nestled on the pristine shores of Highland Lake. Rough mechanicals and drywall are now complete at 25 Driftwood (Unit 20 on Site Map) making this unit perfect for Quick Spring Delivery! The YORK offers true one level, low barrier living with added privacy afforded by its unique split driveway layout. At 1280 SF +/-, this popular 2 Bedroom 2 Bathroom floorplan 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 with 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 fireplace, and energy efficient LED lighting. Community Amenities to 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 and 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. 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!

25 Driftwood Ln Unit 20, Windham

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

Selling Office: RE/MAX Shoreline.

$545,000

Easy single-level living awaits in this inviting 3-bedroom, 2-bath home. The open-concept layout creates a comfortable flow for everyday living and entertaining, with direct access to a spacious deck featuring a pergola, perfect for summer BBQs, outdoor dining, or relaxing. The lower level adds even more versatility with an incredible media room, plus additional space ideal for a private home office, gym, or hobby area. Conveniently located with easy access to the Lakes Region and downtown Portland, this home offers the best of comfort, flexibility, and location.

Easy single-level living awaits in this inviting 3-bedroom, 2-bath home. The open-concept layout creates a comfortable flow for everyday living and entertaining, with direct access to a spacious deck featuring a pergola, perfect for summer BBQs, outdoor dining, or relaxing. The lower level adds even more versatility with an incredible media room, plus additional space ideal for a private home office, gym, or hobby area. Conveniently located with easy access to the Lakes Region and downtown Portland, this home offers the best of comfort, flexibility, and location.

11 Twoey Dr, Windham

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

Selling Office: Coldwell Banker Realty.

$545,000

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.

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.

Selling Office: Coldwell Banker Realty.

$545,000

Meticulously maintained 3-bedroom, 2-bath ranch conveniently located just 15 minutes from Downtown Westbrook and North Windham. Built in 2018, this home offers the ease of single-level living with an open-concept layout, cathedral ceilings, and seamless flow between the kitchen, living, and dining areas. The updated kitchen features shaker cabinetry, stainless steel appliances, and granite countertops. A split-bedroom floor plan separates the primary ensuite from the two guest bedrooms. Hardwood flooring runs throughout the main living areas, including primary bedroom. Additional highlights include a heated attached garage, generator hookup with negotiable generator, transferable security system and a full unfinished basement offering excellent expansion potential. Outside, enjoy a composite deck, shed, and a beautifully manicured, private yard.

Meticulously maintained 3-bedroom, 2-bath ranch conveniently located just 15 minutes from Downtown Westbrook and North Windham. Built in 2018, this home offers the ease of single-level living with an open-concept layout, cathedral ceilings, and seamless flow between the kitchen, living, and dining areas. The updated kitchen features shaker cabinetry, stainless steel appliances, and granite countertops. A split-bedroom floor plan separates the primary ensuite from the two guest bedrooms. Hardwood flooring runs throughout the main living areas, including primary bedroom. Additional highlights include a heated attached garage, generator hookup with negotiable generator, transferable security system and a full unfinished basement offering excellent expansion potential. Outside, enjoy a composite deck, shed, and a beautifully manicured, private yard.

33 Meredith Dr, Windham

Listing courtesy of Landing Real Estate. 207-838-9199

Selling Office: Landing Real Estate.

$533,500

This brand new Cottonwood Colonial home offers a blend of thoughtfully designed living spaces set in a peaceful neighborhood just minutes from local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a functional mudroom and a great back deck. Upstairs includes a primary suite with walk-in closet, two additional bedrooms, a second full bathroom, and laundry hook-ups. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Make your dream of owning a brand new home come true!

This brand new Cottonwood Colonial home offers a blend of thoughtfully designed living spaces set in a peaceful neighborhood just minutes from local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a functional mudroom and a great back deck. Upstairs includes a primary suite with walk-in closet, two additional bedrooms, a second full bathroom, and laundry hook-ups. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Make your dream of owning a brand new home come true!

10 Shepherd Ln Unit 5, Windham

Listing courtesy of RE/MAX By The Bay.

$533,250

107 Harvest Hill Rd, Windham

Listing courtesy of The Maine Real Estate Experience.

Come visit this oversized cape in a lovely part of town! This home offers ample space, a bonus room above the garage with little work to make it complete and beautiful frontage on Pleasant River to toss in a kayak right out your back door. Many desirable features including direct basement access from the garage, a full rear dormer on the second floor, a master suite, a formal dining room and formal living room, as well as a second cozy living room with a propane fireplace which offers an open concept appeal. The list goes on and on! This property has been loved and maintained very well, and it shows!

$530,000

4 Beds ⋅ 3 Baths

Come visit this oversized cape in a lovely part of town! This home offers ample space, a bonus room above the garage with little work to make it complete and beautiful frontage on Pleasant River to toss in a kayak right out your back door. Many desirable features including direct basement access from the garage, a full rear dormer on the second floor, a master suite, a formal dining room and formal living room, as well as a second cozy living room with a propane fireplace which offers an open concept appeal. The list goes on and on! This property has been loved and maintained very well, and it shows!

31 Brand Rd, Windham

Listing courtesy of Dan Anderson Real Estate, Inc..

Selling Office: A Team Realty.

$525,000

Charming 2-unit property full of classic character, ideally located just minutes from Windham schools, shopping, and local amenities. This multi-family offers a strong rental history with reliable income, making it a great opportunity for both investors and owner-occupants. Each unit features original charm with modern touches and plenty of natural light, while the property provides ample parking and a convenient location for tenants. A rare chance to own a solid income-producing property in a great area.

3 Baths

Charming 2-unit property full of classic character, ideally located just minutes from Windham schools, shopping, and local amenities. This multi-family offers a strong rental history with reliable income, making it a great opportunity for both investors and owner-occupants. Each unit features original charm with modern touches and plenty of natural light, while the property provides ample parking and a convenient location for tenants. A rare chance to own a solid income-producing property in a great area.

389 Gray Rd, Windham

Listing courtesy of Portside Real Estate Group.

Selling Office: Landing Real Estate.

$525,000

This brand new Maple Colonial home offers a blend of thoughtfully designed living spaces set in a peaceful neighborhood just minutes from local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a full bathroom, a functional mudroom entry, and a great back deck. Upstairs includes three bedrooms, and a second full bath. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!

This brand new Maple Colonial home offers a blend of thoughtfully designed living spaces set in a peaceful neighborhood just minutes from local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a full bathroom, a functional mudroom entry, and a great back deck. Upstairs includes three bedrooms, and a second full bath. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!

5 Shepherd Ln Unit 11, Windham

Listing courtesy of RE/MAX By The Bay.

Selling Office: Waypoint Brokers Collective.

$523,000

This immaculate, lovingly maintained Cape Cod style home is truly move-in ready. Offered for the first time on the market - original owner. This bright and sunny, modern updated home includes common access to Highland Lake, just a short stroll away. Inside, you'll find a new heat pump, baseboard heat and a modern open-concept kitchen and dining area with beautiful wood flooring, creating a warm and inviting center of the home. The property offers three levels of living space, including a finished basement with two distinct rooms - one currently used as a gym and the other as a versatile bonus room. A pre-inspection has been completed, and the home is in excellent condition, with all recommended punch-list items fully addressed. Conveniently located just 20 minutes from downtown Portland, this home offers easy access to both Portland and Windham amenities. This is the three-bedroom, one-and-a-half-bath home you've been waiting for!

This immaculate, lovingly maintained Cape Cod style home is truly move-in ready. Offered for the first time on the market - original owner. This bright and sunny, modern updated home includes common access to Highland Lake, just a short stroll away. Inside, you'll find a new heat pump, baseboard heat and a modern open-concept kitchen and dining area with beautiful wood flooring, creating a warm and inviting center of the home. The property offers three levels of living space, including a finished basement with two distinct rooms - one currently used as a gym and the other as a versatile bonus room. A pre-inspection has been completed, and the home is in excellent condition, with all recommended punch-list items fully addressed. Conveniently located just 20 minutes from downtown Portland, this home offers easy access to both Portland and Windham amenities. This is the three-bedroom, one-and-a-half-bath home you've been waiting for!

4 Solomon Dr, Windham

Listing courtesy of Keller Williams Realty. 2076507075

This brand new home offers a blend of thoughtfully designed living spaces set in a peaceful neighborhood just minutes from local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a functional mudroom and a great back deck. Upstairs includes a primary suite with walk-in closet, two additional bedrooms, a second full bathroom, and laundry hook-ups. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!

$522,500

This brand new home offers a blend of thoughtfully designed living spaces set in a peaceful neighborhood just minutes from local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a functional mudroom and a great back deck. Upstairs includes a primary suite with walk-in closet, two additional bedrooms, a second full bathroom, and laundry hook-ups. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!

7 Shepherd Ln Unit 12, Windham

Listing courtesy of RE/MAX By The Bay.

Selling Office: RE/MAX Shoreline.

$520,000

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!

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.

Selling Office: Elevate Maine Realty.

$520,000

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

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

Selling Office: Hearth & Key Realty.

$520,000

Perfectly situated on a private lot just minutes from Pettingill Pond and a public boat ramp, this brand new 2025 construction is surrounded by the sights and sounds of nature; an ideal setting for the outdoor enthusiast. Inside, the home showcases a generous open-concept floor plan featuring an eat-in kitchen, dining area, and living room that flow seamlessly to a private deck overlooking the backyard. Thoughtful touches include a half bathroom, pantry and laundry room, plus a custom built bench with cubbies conveniently located by the entrance to the two-car garage. Upstairs, the primary suite impresses with a tray ceiling, walk-in closet, and a bath with dual sinks and a custom-tiled shower. The second level also offers two additional bedrooms and another full bathroom. Need more space? The full, unfinished basement provides endless possibilities for customization. Tucked away yet just a short drive to the center of town, this hidden gem combines privacy, convenience, and modern comfort. This is truly a must-see - Come make this house your home!

Perfectly situated on a private lot just minutes from Pettingill Pond and a public boat ramp, this brand new 2025 construction is surrounded by the sights and sounds of nature; an ideal setting for the outdoor enthusiast. Inside, the home showcases a generous open-concept floor plan featuring an eat-in kitchen, dining area, and living room that flow seamlessly to a private deck overlooking the backyard. Thoughtful touches include a half bathroom, pantry and laundry room, plus a custom built bench with cubbies conveniently located by the entrance to the two-car garage. Upstairs, the primary suite impresses with a tray ceiling, walk-in closet, and a bath with dual sinks and a custom-tiled shower. The second level also offers two additional bedrooms and another full bathroom. Need more space? The full, unfinished basement provides endless possibilities for customization. Tucked away yet just a short drive to the center of town, this hidden gem combines privacy, convenience, and modern comfort. This is truly a must-see - Come make this house your home!

34 Woodland Rd, Windham

Listing courtesy of Portside Real Estate Group.

BACK ON THE MARKET BY NO FAULT OF SELLER! Well-maintained and move-in ready, this bright and inviting home is set on a quiet, private lot just minutes from town. Tucked back from the road and surrounded by a natural tree buffer, it offers a great balance of privacy and convenience. Inside, you'll find an open-concept kitchen, living, and dining area, with oversized windows and a clean, updated feel throughout. The second floor features a large primary bedroom with a walk-in closet, plus a second bedroom and full bath. The first floor offers a spacious third bedroom, an additional full bathroom, and convenient laundry. A sliding glass door leads to a large deck, perfect for relaxing or entertaining. The backyard provides plenty of space for outdoor enjoyment, as well as room for expansion with a garage or ADU. Enjoy a peaceful setting while being just minutes from shopping, dining, and the beautiful Lakes Region.

$519,900

BACK ON THE MARKET BY NO FAULT OF SELLER! Well-maintained and move-in ready, this bright and inviting home is set on a quiet, private lot just minutes from town. Tucked back from the road and surrounded by a natural tree buffer, it offers a great balance of privacy and convenience. Inside, you'll find an open-concept kitchen, living, and dining area, with oversized windows and a clean, updated feel throughout. The second floor features a large primary bedroom with a walk-in closet, plus a second bedroom and full bath. The first floor offers a spacious third bedroom, an additional full bathroom, and convenient laundry. A sliding glass door leads to a large deck, perfect for relaxing or entertaining. The backyard provides plenty of space for outdoor enjoyment, as well as room for expansion with a garage or ADU. Enjoy a peaceful setting while being just minutes from shopping, dining, and the beautiful Lakes Region.

516 Falmouth Rd, Windham

Listing courtesy of Maine Real Estate Experts.

Selling Office: A Team Realty.

$517,500

Selling Office: EXP Realty.

18 Shepherd Ln, Windham

Listing courtesy of EXP Realty.

$515,000

Here's the one you have been waiting for! Quiet country living but also close to Portland! Come see this updated cape set on a private yet open lot. Recently renovated with mostly new flooring. This home features an open concept on the first floor with a front to back living room with a slider that leads to the deck! Upstairs features a front to back master bedroom as well as two more bedrooms, a full bath and fairly new carpet. In the walk out basement you will find two recently finished bonus rooms with a heat pump! These could be used for additional bedrooms, his and hers offices, you decide! This home also comes equipped with a generator hook up for those winter storms. All this and just right down the road from Highland Lake! This ideal location is only 20 minutes to downtown Portland and 10 minutes to North Windham and shopping areas. Don't miss this one!

Here's the one you have been waiting for! Quiet country living but also close to Portland! Come see this updated cape set on a private yet open lot. Recently renovated with mostly new flooring. This home features an open concept on the first floor with a front to back living room with a slider that leads to the deck! Upstairs features a front to back master bedroom as well as two more bedrooms, a full bath and fairly new carpet. In the walk out basement you will find two recently finished bonus rooms with a heat pump! These could be used for additional bedrooms, his and hers offices, you decide! This home also comes equipped with a generator hook up for those winter storms. All this and just right down the road from Highland Lake! This ideal location is only 20 minutes to downtown Portland and 10 minutes to North Windham and shopping areas. Don't miss this one!

42 Johnson Rd, Windham

Listing courtesy of EXP Realty.