Stoneandcompassrealty.com Search Results

$4,200,000

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

7 Beds ⋅ 5 Baths

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

15 Sleepy Hollow Rd, Windham

Listing courtesy of Coldwell Banker Team Real Estate.

$3,750,000

3-4 Mallison Falls Rd, Windham

Listing courtesy of Keller Williams Realty.

$2,200,000

This beautifully renovated Federal-style home, known as the historic Peter White House, seamlessly blends 1809 heritage with modern luxury. Redesigned by renowned architect John Calvin Stevens in the early 20th century, this landmark estate sits on 11+ pastoral acres in prestigious Windham Hill offering endless possibilities. The recent renovation honors the home's storied past while delivering a sophisticated modern interior. The show stopping kitchen features top-of-the-line Subzero, Fisher Paykel & Wolf appliances with white leathered Brazilian countertops. Maple and pine floors, abundant natural light, and a crisp white palette create an airy, palatial farmhouse ambiance throughout. This complete lifestyle property offers a 5 bedroom, 2 full bath plus 2 powder room home with living and family rooms, library/office, loft, dining room, mudroom, screened porch and partially finished basement, plus a newly renovated studio apartment with full bath and kitchenette in the carriage house that's perfect for guests or income generation. The expansive grounds include open fields, small animal barn, fruit trees, old sugar shack turned wood storage, charming playhouse, and private sauna fitted with a cold-plunge clawfoot tub overlooking a magnificent field that was formerly an airstrip. There's even a spacious garage to house at least 4 vehicles or your small farm equipment. Surrounded by towering pines and maples, this private sanctuary provides rural tranquility while remaining convenient to Portland and in-town amenities and schools. Experience Maine's magic in every season with spring blossoms, summer serenity, brilliant autumn foliage, and winter wonderland snowscapes. Perfect for those seeking the complete New England estate experience. whether a multi-generational family, entrepreneur, or anyone drawn to distinctive historic properties with exceptional land and modern sophistication.

5 Beds ⋅ 5 Baths

This beautifully renovated Federal-style home, known as the historic Peter White House, seamlessly blends 1809 heritage with modern luxury. Redesigned by renowned architect John Calvin Stevens in the early 20th century, this landmark estate sits on 11+ pastoral acres in prestigious Windham Hill offering endless possibilities. The recent renovation honors the home's storied past while delivering a sophisticated modern interior. The show stopping kitchen features top-of-the-line Subzero, Fisher Paykel & Wolf appliances with white leathered Brazilian countertops. Maple and pine floors, abundant natural light, and a crisp white palette create an airy, palatial farmhouse ambiance throughout. This complete lifestyle property offers a 5 bedroom, 2 full bath plus 2 powder room home with living and family rooms, library/office, loft, dining room, mudroom, screened porch and partially finished basement, plus a newly renovated studio apartment with full bath and kitchenette in the carriage house that's perfect for guests or income generation. The expansive grounds include open fields, small animal barn, fruit trees, old sugar shack turned wood storage, charming playhouse, and private sauna fitted with a cold-plunge clawfoot tub overlooking a magnificent field that was formerly an airstrip. There's even a spacious garage to house at least 4 vehicles or your small farm equipment. Surrounded by towering pines and maples, this private sanctuary provides rural tranquility while remaining convenient to Portland and in-town amenities and schools. Experience Maine's magic in every season with spring blossoms, summer serenity, brilliant autumn foliage, and winter wonderland snowscapes. Perfect for those seeking the complete New England estate experience. whether a multi-generational family, entrepreneur, or anyone drawn to distinctive historic properties with exceptional land and modern sophistication.

274 Pope Rd, Windham

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,995,000

•Approved State and Town for a 9,018± SF commercial building, including DEP, DOT, and Portland Water District •DEP & DOT permits approved in 2023 for the 2 building concept •Commercial District 1 Zoning suitable for a variety of uses •Rare parcel of land in one of Maine's fastest growing communities •Easy access to I-95 and other major corridors •Growing community with strong demand for commercial services, making this site well-positioned for both local businesses and regional operators •Situated in a growing commercial area of Windham, just minutes from Windham's busy Route 302 corridor with retail, dining, and service amenities •Great accessibility from nearby major routes, including Windham's busy Route 302 corridor, which serves as the commercial hub for the Lakes Region

Turning Leaf Dr, Windham

Listing courtesy of Malone Commercial Brokers, Inc..

$1,955,000

A carefully curated and renovated mid-century modern home with full attention to details......this home has both waterfront privacy with a .56-acre yard and beautiful appointments! The builder purchased 3 lots and lined each side with now mature trees/ hedges to create a rare oasis on a spring fed clear cove, with easy access to 7 miles of lake! Enjoy partial sunsets, sunrises and abundant wildlife viewings! The flat level entrance to a solid SANDY bottom of 152 feet of waterfront is perfect for swimming, fishing and best of all, no steps, weeds or boulder rocks! An expansive addition of 800 square feet was added in 2023, then in 2026, the owner worked with an experienced architect, removing walls to give a seamless flow to the first floor. The hardwood floors, exterior cedar shakes, floor to ceiling windows, open cable railings are stunning!! TWO primary suites/bathrooms. A large deck makes outdoor dining and entertaining a pleasure! Three sets of double glass sliders bring in gorgeous views, a bar sink plus plumbing for an additional outdoor sink/prep area with hot/cold water make cooking outside a breeze. A sunny downstairs daylight walk out basement with full lake views has a small kitchenette, an office/bedroom and a 640 square foot family room. The owner has used this space for weekly rentals for 11 years. A camp shower and bathroom and full laundry plus a modern gas fireplace and a SEPARATE entry are in place for you to enjoy or continue to rent. T The kitchen and sitting area were added in 2023 upstairs with Viking/sub zero appliances. The modern vaulted ceiling with beams and, a second gas fireplace, double pantries ......and a 9-foot quartz island are stunning. Established perennials, irrigation lines, whole house generator, dock, and two hot water heaters. Little Sebago Lake is one of Maine's finest, stocked with trout annually! A haven to create a lifetime of lake memories!! Two hours to Boston, 30 minutes to Portland

4 Beds ⋅ 4 Baths

A carefully curated and renovated mid-century modern home with full attention to details......this home has both waterfront privacy with a .56-acre yard and beautiful appointments! The builder purchased 3 lots and lined each side with now mature trees/ hedges to create a rare oasis on a spring fed clear cove, with easy access to 7 miles of lake! Enjoy partial sunsets, sunrises and abundant wildlife viewings! The flat level entrance to a solid SANDY bottom of 152 feet of waterfront is perfect for swimming, fishing and best of all, no steps, weeds or boulder rocks! An expansive addition of 800 square feet was added in 2023, then in 2026, the owner worked with an experienced architect, removing walls to give a seamless flow to the first floor. The hardwood floors, exterior cedar shakes, floor to ceiling windows, open cable railings are stunning!! TWO primary suites/bathrooms. A large deck makes outdoor dining and entertaining a pleasure! Three sets of double glass sliders bring in gorgeous views, a bar sink plus plumbing for an additional outdoor sink/prep area with hot/cold water make cooking outside a breeze. A sunny downstairs daylight walk out basement with full lake views has a small kitchenette, an office/bedroom and a 640 square foot family room. The owner has used this space for weekly rentals for 11 years. A camp shower and bathroom and full laundry plus a modern gas fireplace and a SEPARATE entry are in place for you to enjoy or continue to rent. T The kitchen and sitting area were added in 2023 upstairs with Viking/sub zero appliances. The modern vaulted ceiling with beams and, a second gas fireplace, double pantries ......and a 9-foot quartz island are stunning. Established perennials, irrigation lines, whole house generator, dock, and two hot water heaters. Little Sebago Lake is one of Maine's finest, stocked with trout annually! A haven to create a lifetime of lake memories!! Two hours to Boston, 30 minutes to Portland

233 Smith Rd, Windham

Listing courtesy of Judy George Realty.

$1,800,000

Developable site. Three lots totaling over 16 acres, being sold together, on highly traveled Roosevelt Trail (Route 302). This prime location offers excellent visibility and accessibility just minutes from the Lakes Regionâ€'ideal for capturing both local and seasonal traffic. Zoned C-3, the land allows for a wide range of light commercial and mixed-use development including retail, office, contractor services, and residential options. Mostly level with strong road frontage, this is a rare opportunity to invest in a high-growth area with flexibility and scale.

30, 32, 34 Roosevelt, Windham

Listing courtesy of Keller Williams Realty.

$1,595,000

New construction on Little Sebago Lake is a once-in-a-decade event. And this is that event. A sun drenched contemporary three-story residence modeled after a Maine Home + Design award winning home and sited on a private dead-end road shared by just six year-round properties. This home faces DUE WEST, so that every room on the waterside catches the full arc of sunset through the floor-to-ceiling glass. The colors were selected to blend in the surrounding woods and is custom shingled in cedar. Rare public water from the Portland Water District from May-October plus a drilled well for winter months. The 38-foot-deep garage serves for convenient storage and is 10 feet tall. There is opportunity to finish part ! Plumbing is in the garage with a mechanical room, plus parking for 3 cars. An EV charging was added. Inside, new hardwood floors run throughout. The kitchen anchors the open-concept main level with a ten-foot quartz island with double waterfall features. Subzero fridge and Viking induction range plus a double pantry. Central HVAC and a propane fireplace keep the home comfortable year-round. Two decks extend the living space toward the water -- one for morning, one for the long western light. The primary suite has a private door leading to the 3rd floor deck, where you may relax and soak in the views and sounds of the lake. At the water's edge, an original boathouse and a second storage screened structure remain from the property's earlier life, and both can make wonderful bunk or playhouses, fishing shacks or storage for all the recreational needs. For a individual who values waterfront access and flexibility, these buildings represent options that would NOT be permitted today. Water is 8 ft. deep at the dock! Little Sebago is one of southern Maine's finest lakes with over 6 miles of water to explore and enjoy. 30 minutes to the Portland Jetport/Amtrak station, 2 hours to Logan Airport. less than 1 hour to local ski mountains create end

3 Beds ⋅ 3 Baths

New construction on Little Sebago Lake is a once-in-a-decade event. And this is that event. A sun drenched contemporary three-story residence modeled after a Maine Home + Design award winning home and sited on a private dead-end road shared by just six year-round properties. This home faces DUE WEST, so that every room on the waterside catches the full arc of sunset through the floor-to-ceiling glass. The colors were selected to blend in the surrounding woods and is custom shingled in cedar. Rare public water from the Portland Water District from May-October plus a drilled well for winter months. The 38-foot-deep garage serves for convenient storage and is 10 feet tall. There is opportunity to finish part ! Plumbing is in the garage with a mechanical room, plus parking for 3 cars. An EV charging was added. Inside, new hardwood floors run throughout. The kitchen anchors the open-concept main level with a ten-foot quartz island with double waterfall features. Subzero fridge and Viking induction range plus a double pantry. Central HVAC and a propane fireplace keep the home comfortable year-round. Two decks extend the living space toward the water -- one for morning, one for the long western light. The primary suite has a private door leading to the 3rd floor deck, where you may relax and soak in the views and sounds of the lake. At the water's edge, an original boathouse and a second storage screened structure remain from the property's earlier life, and both can make wonderful bunk or playhouses, fishing shacks or storage for all the recreational needs. For a individual who values waterfront access and flexibility, these buildings represent options that would NOT be permitted today. Water is 8 ft. deep at the dock! Little Sebago is one of southern Maine's finest lakes with over 6 miles of water to explore and enjoy. 30 minutes to the Portland Jetport/Amtrak station, 2 hours to Logan Airport. less than 1 hour to local ski mountains create end

20 Ladyslipper Dr, Windham

Listing courtesy of Judy George Realty.

$1,375,000

Sebago Lake Lifestyle with 700' of gated private beach frontage and an exceptional estate located at the end of a quiet cul-de-sac. Refined design, extensive recent renovations, new roof, 5 bay garage & exclusive access to Maine's premier Sebago Lake - one of New England's top freshwater destinations for boating, recreation, and year-round beauty. Offering 4,602 square feet of finished living space, this estate features 4 bedrooms including a primary bedroom suite of over 1,000 sq ft gross living area, 2.5 baths, a 5-bay garage, set on over 2 acres providing privacy in every direction. The first-floor renovation creates an open-concept layout designed for effortless entertaining and everyday living. A stunning custom kitchen appointed with premium fixtures, Calacatta Brazil true white quartzite paired with contrasting black quartzite countertops, and waterfall-edge detailing that creates a sleek modern look. New flooring, recessed lighting, and an integrated sound system elevate the entire main living area. Additional recent improvements include a new 7,000+ sq ft roof, remodeled and updated baths, 15-zone irrigation system, new hot water heater, and a freshly resealed driveway. Multiple outdoor living spaces include a raised stone porch seating area, a large porch with a wooden trellis which is directly accessed from the first floor of the home, and a charming foot bridge overlooking a cascading stone fountain. A perfect way to let the world fade away as you relax in your own private backyard oasis after a day on the lake. Windemere Estates residents enjoy private Sebago Lake frontage with three beach areas, tennis courts, beach volleyball, gazebo, private boat launch, and a residents-only dock (boat slips available by tenure). Additionally, this estate is among a select few in the community to include its own mooring. Privacy, modern sophistication, and Maine lake living all come together at this must-see property. Shown by appointment only.

4 Beds ⋅ 3 Baths

Sebago Lake Lifestyle with 700' of gated private beach frontage and an exceptional estate located at the end of a quiet cul-de-sac. Refined design, extensive recent renovations, new roof, 5 bay garage & exclusive access to Maine's premier Sebago Lake - one of New England's top freshwater destinations for boating, recreation, and year-round beauty. Offering 4,602 square feet of finished living space, this estate features 4 bedrooms including a primary bedroom suite of over 1,000 sq ft gross living area, 2.5 baths, a 5-bay garage, set on over 2 acres providing privacy in every direction. The first-floor renovation creates an open-concept layout designed for effortless entertaining and everyday living. A stunning custom kitchen appointed with premium fixtures, Calacatta Brazil true white quartzite paired with contrasting black quartzite countertops, and waterfall-edge detailing that creates a sleek modern look. New flooring, recessed lighting, and an integrated sound system elevate the entire main living area. Additional recent improvements include a new 7,000+ sq ft roof, remodeled and updated baths, 15-zone irrigation system, new hot water heater, and a freshly resealed driveway. Multiple outdoor living spaces include a raised stone porch seating area, a large porch with a wooden trellis which is directly accessed from the first floor of the home, and a charming foot bridge overlooking a cascading stone fountain. A perfect way to let the world fade away as you relax in your own private backyard oasis after a day on the lake. Windemere Estates residents enjoy private Sebago Lake frontage with three beach areas, tennis courts, beach volleyball, gazebo, private boat launch, and a residents-only dock (boat slips available by tenure). Additionally, this estate is among a select few in the community to include its own mooring. Privacy, modern sophistication, and Maine lake living all come together at this must-see property. Shown by appointment only.

20 Freeman Ct, Windham

Listing courtesy of Holt Realty.

$1,199,000

The lake house, elevated. Discover a striking new construction opportunity just one lot back from Highland Lake in Windham with rights of way to the lake. Shared water access to Highland Lake, The exact location, extent, and amount of shared water frontage are currently being confirmed by the attorney. This thoughtfully designed and town-approved 3,036-square-foot residence offers 3 bedrooms, 4.5 baths, a dedicated office, three levels of living and a secluded 800+ square-foot rooftop deck designed to bring a fresh perspective to Maine lake life. Contemporary architecture meets warm, natural design with clean lines, expansive windows and thoughtfully planned spaces for everyday living and entertaining. Inside, the proposed home features bright, open living areas, a sophisticated kitchen and a warm neutral palette complemented by natural wood tones and dramatic black-framed windows. Architectural renderings showcase the vision for a home that feels modern and refined without sacrificing comfort. The showstopper awaits on the third floor. Designed as an entertainer's dream, this level extends the living experience outdoors with an expansive rooftop retreat. Conceptual renderings envision covered and open-air spaces for dining, lounging and entertaining, creating an incredible destination for hosting friends, relaxing after a day on the lake or simply enjoying Maine's changing seasons. Located in the Highland Lake community, the property offers the opportunity to enjoy lake-area recreation while remaining convenient to Windham's shopping, dining and amenities and within easy reach of Greater Portland. With construction yet to begin, buyers may have the opportunity to participate in certain selections and finishes, subject to builder specifications, allowances and construction timelines. 3,036 SF. 3 bedrooms. 4.5 baths. Home office. An extraordinary third-floor entertaining space. One incredible opportunity to create your new home near Highland Lake.

3 Beds ⋅ 5 Baths

The lake house, elevated. Discover a striking new construction opportunity just one lot back from Highland Lake in Windham with rights of way to the lake. Shared water access to Highland Lake, The exact location, extent, and amount of shared water frontage are currently being confirmed by the attorney. This thoughtfully designed and town-approved 3,036-square-foot residence offers 3 bedrooms, 4.5 baths, a dedicated office, three levels of living and a secluded 800+ square-foot rooftop deck designed to bring a fresh perspective to Maine lake life. Contemporary architecture meets warm, natural design with clean lines, expansive windows and thoughtfully planned spaces for everyday living and entertaining. Inside, the proposed home features bright, open living areas, a sophisticated kitchen and a warm neutral palette complemented by natural wood tones and dramatic black-framed windows. Architectural renderings showcase the vision for a home that feels modern and refined without sacrificing comfort. The showstopper awaits on the third floor. Designed as an entertainer's dream, this level extends the living experience outdoors with an expansive rooftop retreat. Conceptual renderings envision covered and open-air spaces for dining, lounging and entertaining, creating an incredible destination for hosting friends, relaxing after a day on the lake or simply enjoying Maine's changing seasons. Located in the Highland Lake community, the property offers the opportunity to enjoy lake-area recreation while remaining convenient to Windham's shopping, dining and amenities and within easy reach of Greater Portland. With construction yet to begin, buyers may have the opportunity to participate in certain selections and finishes, subject to builder specifications, allowances and construction timelines. 3,036 SF. 3 bedrooms. 4.5 baths. Home office. An extraordinary third-floor entertaining space. One incredible opportunity to create your new home near Highland Lake.

58 Lower Beach Rd, Windham

Listing courtesy of Keller Williams Realty.

$1,175,000

~ OPEN HOUSE SUNDAY ~ 8/23/26! 10:30-12pm ~ Immerse yourself in a masterfully executed, 'down-to-the-studs' remodel (completed 2023) marrying organic warmth with modern sophistication. Infused with rich wood tones, textured accent walls, and a curated, boho-chic palette, this striking 6BR/5BA estate feels less like a house and more like a private sanctuary. Designed for seamless entertaining, the open layout boasts bespoke details at every turn. The chef's kitchen features Brazilian quartzite, handmade custom cabinetry, and designer fixtures. Gathering spaces are abundant, with two distinct living areas inviting you to cozy up by a wood stove or a new propane fireplace. The main residence offers rare dual first-floor primary suites--one flanking each side of the home. Luxury details include custom tile showers, built-in nightstands, and powered blinds regulating the sun-drenched rooms. For hosting, a speakeasy-style bar serves as the perfect retreat, while 3 separate laundry locations offer ultimate convenience. Flexible Guest Wing / Income Suite: Accessed via an indoor breezeway or a private outdoor entrance, the space above the 3-car garage features 2 bedrooms, 2 bathrooms, and a full second kitchen. This brilliant layout is perfect for multi-generational living, or entirely closed off as a premium rental income suite. Outdoor Oasis & Lifestyle: Sited on a generous, tranquil lot, the property echoes the privacy of the wooded road leading to it. Step onto multiple 'treehouse' decks to take in the canopy, or explore the greenhouse shed and cedar spa awaiting your creative touches. Additional interior flex rooms easily accommodate a fitness studio, remote offices, a theater, or a playroom. Best of all, this private retreat includes deeded right-of-way access down the road to beautiful Highland Lake for swimming, kayaking, and summer recreation. Photos are beautiful, but the texture, scale, and soul of this remarkable home must be seen.

6 Beds ⋅ 5 Baths

~ OPEN HOUSE SUNDAY ~ 8/23/26! 10:30-12pm ~ Immerse yourself in a masterfully executed, 'down-to-the-studs' remodel (completed 2023) marrying organic warmth with modern sophistication. Infused with rich wood tones, textured accent walls, and a curated, boho-chic palette, this striking 6BR/5BA estate feels less like a house and more like a private sanctuary. Designed for seamless entertaining, the open layout boasts bespoke details at every turn. The chef's kitchen features Brazilian quartzite, handmade custom cabinetry, and designer fixtures. Gathering spaces are abundant, with two distinct living areas inviting you to cozy up by a wood stove or a new propane fireplace. The main residence offers rare dual first-floor primary suites--one flanking each side of the home. Luxury details include custom tile showers, built-in nightstands, and powered blinds regulating the sun-drenched rooms. For hosting, a speakeasy-style bar serves as the perfect retreat, while 3 separate laundry locations offer ultimate convenience. Flexible Guest Wing / Income Suite: Accessed via an indoor breezeway or a private outdoor entrance, the space above the 3-car garage features 2 bedrooms, 2 bathrooms, and a full second kitchen. This brilliant layout is perfect for multi-generational living, or entirely closed off as a premium rental income suite. Outdoor Oasis & Lifestyle: Sited on a generous, tranquil lot, the property echoes the privacy of the wooded road leading to it. Step onto multiple 'treehouse' decks to take in the canopy, or explore the greenhouse shed and cedar spa awaiting your creative touches. Additional interior flex rooms easily accommodate a fitness studio, remote offices, a theater, or a playroom. Best of all, this private retreat includes deeded right-of-way access down the road to beautiful Highland Lake for swimming, kayaking, and summer recreation. Photos are beautiful, but the texture, scale, and soul of this remarkable home must be seen.

44 Johnson Rd, Windham

Listing courtesy of Beacon Realty.

$1,175,000

Luxury, Serenity, and Versatility Near Highland Lake Immerse yourself in a masterfully executed, 'down-to-the-studs' remodel (completed 2023) marrying organic warmth with modern sophistication. Infused with rich wood tones, textured accent walls, and a curated, boho-chic palette, this striking 6BR/5BA estate feels less like a house and more like a private sanctuary. Designed for seamless entertaining, the open layout boasts bespoke details at every turn. The chef's kitchen features Brazilian quartzite, handmade custom cabinetry, and designer fixtures. Gathering spaces are abundant, with two distinct living areas inviting you to cozy up by a wood stove or a new propane fireplace. The main residence offers rare dual first-floor primary suites--one flanking each side of the home. Luxury details include custom tile showers, built-in nightstands, and powered blinds regulating the sun-drenched rooms. For hosting, a speakeasy-style bar serves as the perfect retreat, while 3 separate laundry locations offer ultimate convenience. Flexible Guest Wing / Income Suite: Accessed via an indoor breezeway or a private outdoor entrance, the space above the 3-car garage features 2 bedrooms, 2 bathrooms, and a full second kitchen. This brilliant layout is perfect for multi-generational living, or entirely closed off as a premium rental income suite. Outdoor Oasis & Lifestyle: Sited on a generous, tranquil lot, the property echoes the privacy of the wooded road leading to it. Step onto multiple 'treehouse' decks to take in the canopy, or explore the greenhouse shed and cedar spa awaiting your creative touches. Additional interior flex rooms easily accommodate a fitness studio, remote offices, a theater, or a playroom. Best of all, this private retreat includes deeded right-of-way access down the road to beautiful Highland Lake for swimming, kayaking, and summer recreation. Photos are beautiful, but the texture, scale, and soul of this remarkable home must be seen.

5 Baths

Luxury, Serenity, and Versatility Near Highland Lake Immerse yourself in a masterfully executed, 'down-to-the-studs' remodel (completed 2023) marrying organic warmth with modern sophistication. Infused with rich wood tones, textured accent walls, and a curated, boho-chic palette, this striking 6BR/5BA estate feels less like a house and more like a private sanctuary. Designed for seamless entertaining, the open layout boasts bespoke details at every turn. The chef's kitchen features Brazilian quartzite, handmade custom cabinetry, and designer fixtures. Gathering spaces are abundant, with two distinct living areas inviting you to cozy up by a wood stove or a new propane fireplace. The main residence offers rare dual first-floor primary suites--one flanking each side of the home. Luxury details include custom tile showers, built-in nightstands, and powered blinds regulating the sun-drenched rooms. For hosting, a speakeasy-style bar serves as the perfect retreat, while 3 separate laundry locations offer ultimate convenience. Flexible Guest Wing / Income Suite: Accessed via an indoor breezeway or a private outdoor entrance, the space above the 3-car garage features 2 bedrooms, 2 bathrooms, and a full second kitchen. This brilliant layout is perfect for multi-generational living, or entirely closed off as a premium rental income suite. Outdoor Oasis & Lifestyle: Sited on a generous, tranquil lot, the property echoes the privacy of the wooded road leading to it. Step onto multiple 'treehouse' decks to take in the canopy, or explore the greenhouse shed and cedar spa awaiting your creative touches. Additional interior flex rooms easily accommodate a fitness studio, remote offices, a theater, or a playroom. Best of all, this private retreat includes deeded right-of-way access down the road to beautiful Highland Lake for swimming, kayaking, and summer recreation. Photos are beautiful, but the texture, scale, and soul of this remarkable home must be seen.

44 Johnson Rd, Windham

Listing courtesy of Beacon Realty.

$998,900

Discover a rare opportunity to own 35.97± acres of private, wooded land ideally positioned near the Windham, Falmouth, and Cumberland lines. Tucked into one of Southern Maine's most desirable and rapidly growing areas, this unique parcel offers exceptional privacy, natural beauty, and proximity to Portland, I-95, and surrounding higher-end communities. The land features mature woods, natural stream corridors, existing trails, and a peaceful setting surrounded by conservation land and outdoor recreation opportunities. A 10-acre town-owned parcel located within the surrounding boundaries creates a unique natural buffer and enhances the sense of privacy and seclusion. This property may appeal to buyers seeking a private estate setting, recreational retreat, long-term land investment, or future strategic opportunity. Survey recently completed reflecting 35.97± acres. Access is currently under review and buyers are encouraged to perform their own due diligence regarding access rights, insurability, intended use, development potential, and municipal approvals. Shown by appointment only.

Lot #10 Goose Pond, Windham

Listing courtesy of Keller Williams Realty.

$949,900

Welcome to 15 Alpine Drive, Windham--where modern living, incredible amenities, and exceptional garage space come together in one impressive property. Thoughtfully designed for everyday comfort and entertaining, this home is filled with the upgrades and little details you've been looking for.The kitchen features quartz countertops, glass tile backsplash, custom soft-close hickory cabinetry, Kohler cast-iron farmhouse sink, and hand-blown glass island lighting. Enjoy on-demand hot water, Daikin heat pump cooling, dimmable LED lighting, whole-house fire sprinklers, and extensive smart-home technology. Ethernet is wired throughout, along with integrated Sonos audio in multiple rooms, garage, deck, and pavilion.Outside is your own private retreat! The approximately 150'x100' fenced backyard features a 16'x37' heated inground pool with Roman end and LED lighting, 6-person Vita Spa hot tub, and 28' custom pavilion with power and lighting. Hunter WiFi-controlled multi-zone irrigation and rear gate access toward neighborhood ATV/snowmobile trails add even more convenience.Car enthusiasts, hobbyists, and anyone needing serious space will love the HEATED 32'x40' garage with 12' ceilings, three 10' doors, 9,000-lb Rotary automotive lift, sink, extensive overhead lighting, generator wiring, Ethernet, and multiple 120V/240V receptacles.Pool, pavilion, hot tub, smart-home features, privacy, trails, and an incredible heated garage--all the little things you've been looking for are already here. Why build when your dream home is right here? Windhams private community crossridge is waiting!

3 Beds ⋅ 3 Baths

Welcome to 15 Alpine Drive, Windham--where modern living, incredible amenities, and exceptional garage space come together in one impressive property. Thoughtfully designed for everyday comfort and entertaining, this home is filled with the upgrades and little details you've been looking for.The kitchen features quartz countertops, glass tile backsplash, custom soft-close hickory cabinetry, Kohler cast-iron farmhouse sink, and hand-blown glass island lighting. Enjoy on-demand hot water, Daikin heat pump cooling, dimmable LED lighting, whole-house fire sprinklers, and extensive smart-home technology. Ethernet is wired throughout, along with integrated Sonos audio in multiple rooms, garage, deck, and pavilion.Outside is your own private retreat! The approximately 150'x100' fenced backyard features a 16'x37' heated inground pool with Roman end and LED lighting, 6-person Vita Spa hot tub, and 28' custom pavilion with power and lighting. Hunter WiFi-controlled multi-zone irrigation and rear gate access toward neighborhood ATV/snowmobile trails add even more convenience.Car enthusiasts, hobbyists, and anyone needing serious space will love the HEATED 32'x40' garage with 12' ceilings, three 10' doors, 9,000-lb Rotary automotive lift, sink, extensive overhead lighting, generator wiring, Ethernet, and multiple 120V/240V receptacles.Pool, pavilion, hot tub, smart-home features, privacy, trails, and an incredible heated garage--all the little things you've been looking for are already here. Why build when your dream home is right here? Windhams private community crossridge is waiting!

15 Alpine Dr, Windham

Listing courtesy of Elevate Maine Realty.

$869,000

This soon to be completed contemporary colonial home sits back from the road on a sunny southern facing lot, with peaceful views and a private wooded surrounding. The beautiful new kitchen features oak cabinetry, quartz countertops, a walk-in pantry, and an island that invites gathering. Entertain guests in style in the stunning open concept dining and living room, windows on three sides bathing the space in natural light, and a cozy gas fireplace to gather around on chilly evenings. The flexible floor plan of this home offers versatility to suit your lifestyle. Upstairs, the spacious primary suite awaits, offering a serene haven with dual walk-in closets and a luxurious bathroom featuring a tiled shower. Three additional bedrooms, a full bath, and a convenient laundry room complete the second level. A daylight, walk-out basement is finished as a large family room, with space to workout, work from home, or indulge in hobbies. Additional features include an attached garage and an enviable mudroom to keep things organized. Surrounded by nature but minutes to Windham shopping, amenities, and a short drive to lakes and mountains. Move in before the holidays and indulge in a magnificent new lifestyle!

4 Beds ⋅ 3 Baths

This soon to be completed contemporary colonial home sits back from the road on a sunny southern facing lot, with peaceful views and a private wooded surrounding. The beautiful new kitchen features oak cabinetry, quartz countertops, a walk-in pantry, and an island that invites gathering. Entertain guests in style in the stunning open concept dining and living room, windows on three sides bathing the space in natural light, and a cozy gas fireplace to gather around on chilly evenings. The flexible floor plan of this home offers versatility to suit your lifestyle. Upstairs, the spacious primary suite awaits, offering a serene haven with dual walk-in closets and a luxurious bathroom featuring a tiled shower. Three additional bedrooms, a full bath, and a convenient laundry room complete the second level. A daylight, walk-out basement is finished as a large family room, with space to workout, work from home, or indulge in hobbies. Additional features include an attached garage and an enviable mudroom to keep things organized. Surrounded by nature but minutes to Windham shopping, amenities, and a short drive to lakes and mountains. Move in before the holidays and indulge in a magnificent new lifestyle!

5 Frontier Dr, Windham

Listing courtesy of RE/MAX By The Bay.

$849,900

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

3 Beds ⋅ 3 Baths

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

605 River Rd, Windham

Listing courtesy of Keller Williams Realty.

$849,000

NEW CONSTRUCTION CONDO NOW AVAILABLE FOR 2026 OCCUPANCY - MUST SEE ONE OF A KIND DEVELOPMENT! Welcome to The Cove at Highland Lake: where low maintenance lake-life meets Portland-proximate convenience! The Freeport floorplan, our largest single level 2 Bed/2 Bath floor plan comes standard with 1340+/- sq ft, a large open concept living area with a spacious kitchen, soft-close cabinetry, Energy Efficient LED Lighting & Appliances. 22 Daybreak features a floor to ceiling Gas Fireplace feature, Upgraded Cafe Appliance Package, Light & Bright Granite and Quartz Countertops, Finished Basement with an additional bed and full bath, and 9Ft ceiling height! Custom tiled showers, spa like bath fixtures, and cathedral ceilings ensure your condo is well appointed and beaming with natural light. 18 x 12 (approximate) Primary Suite with double vanity bath and a walk-in closet. The Freeport also boasts a large front porch and an oversized single stall attached garage with extra room for storage. Community Amenities to Include: Tennis & Pickle Ball court, two-level clubhouse with fitness center, full kitchen and function/meeting space, private access to the 53 acre parcel 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. Located JUST 10 MILES from Downtown Portland, residents will enjoy UNBEATABLE proximity to top rated health care and hospitals, Maine's finest dining and endless entertainment options. Have you ever imagined a life immersed in nature 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!

3 Beds ⋅ 3 Baths

NEW CONSTRUCTION CONDO NOW AVAILABLE FOR 2026 OCCUPANCY - MUST SEE ONE OF A KIND DEVELOPMENT! Welcome to The Cove at Highland Lake: where low maintenance lake-life meets Portland-proximate convenience! The Freeport floorplan, our largest single level 2 Bed/2 Bath floor plan comes standard with 1340+/- sq ft, a large open concept living area with a spacious kitchen, soft-close cabinetry, Energy Efficient LED Lighting & Appliances. 22 Daybreak features a floor to ceiling Gas Fireplace feature, Upgraded Cafe Appliance Package, Light & Bright Granite and Quartz Countertops, Finished Basement with an additional bed and full bath, and 9Ft ceiling height! Custom tiled showers, spa like bath fixtures, and cathedral ceilings ensure your condo is well appointed and beaming with natural light. 18 x 12 (approximate) Primary Suite with double vanity bath and a walk-in closet. The Freeport also boasts a large front porch and an oversized single stall attached garage with extra room for storage. Community Amenities to Include: Tennis & Pickle Ball court, two-level clubhouse with fitness center, full kitchen and function/meeting space, private access to the 53 acre parcel 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. Located JUST 10 MILES from Downtown Portland, residents will enjoy UNBEATABLE proximity to top rated health care and hospitals, Maine's finest dining and endless entertainment options. Have you ever imagined a life immersed in nature 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!

22 Daybreak Ln Unit 11, Windham

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

$799,950

Rare 4-season Highland Lake offering—a newly built, turnkey 4-bedroom waterfront home with 3 full baths and beautiful lake views. Live year-round with exceptional energy efficiency/performance, a solar system and low-maintenance exterior for stress-free living. Skylights, tongue and groove pine accents and exposed beams add character to the interior. The lake becomes part of everyday life, whether you're cooking breakfast, reading on the covered porch, or waking up to the sparkle of the water from your bedroom. From the excitement of your own waterfrontage, go for a swim, paddle, boat ride or ice fish. Cozy up by the wood stove on cool fall nights. A gradual sandy entry leads to 43 feet of privately owned waterfront with space for a dock and boat, plus an additional 40 feet of shared sandy waterfront access—all just 15 minutes from Portland. Open House Sunday, 9/27, 1-3 PM.

4 Beds ⋅ 3 Baths

Rare 4-season Highland Lake offering—a newly built, turnkey 4-bedroom waterfront home with 3 full baths and beautiful lake views. Live year-round with exceptional energy efficiency/performance, a solar system and low-maintenance exterior for stress-free living. Skylights, tongue and groove pine accents and exposed beams add character to the interior. The lake becomes part of everyday life, whether you're cooking breakfast, reading on the covered porch, or waking up to the sparkle of the water from your bedroom. From the excitement of your own waterfrontage, go for a swim, paddle, boat ride or ice fish. Cozy up by the wood stove on cool fall nights. A gradual sandy entry leads to 43 feet of privately owned waterfront with space for a dock and boat, plus an additional 40 feet of shared sandy waterfront access—all just 15 minutes from Portland. Open House Sunday, 9/27, 1-3 PM.

98 Vista Dr, Windham

Listing courtesy of Keller Williams Realty.

$799,000

Enjoy the perfect balance of a quiet lifestyle, access to Maine recreational living, local grocery stores, with an effortless commute. Located on a peaceful street just 15 mins to downtown Portland and minutes to Westbrook and quick access to the turnpike. The open main level features a propane fireplace, chef's kitchen with quartz counters and gas range, and a dining area opening to a grilling deck. A custom brick-floored drop station adds high-end utility. A flexible 1st-floor room is perfect for a home office, while the massive finished bonus room above the garage features a sleek wet bar built for entertaining. Retreat to the luxury primary suite featuring a walk-in closet & spa bath with dual separate vanities. Complete with premium finishes, a full-house automatic generator, and a low-maintenance yard, this turn-key, versatile home is ideal.

4 Beds ⋅ 3 Baths

Enjoy the perfect balance of a quiet lifestyle, access to Maine recreational living, local grocery stores, with an effortless commute. Located on a peaceful street just 15 mins to downtown Portland and minutes to Westbrook and quick access to the turnpike. The open main level features a propane fireplace, chef's kitchen with quartz counters and gas range, and a dining area opening to a grilling deck. A custom brick-floored drop station adds high-end utility. A flexible 1st-floor room is perfect for a home office, while the massive finished bonus room above the garage features a sleek wet bar built for entertaining. Retreat to the luxury primary suite featuring a walk-in closet & spa bath with dual separate vanities. Complete with premium finishes, a full-house automatic generator, and a low-maintenance yard, this turn-key, versatile home is ideal.

24 Leonards Way, Windham

Listing courtesy of Portside Real Estate Group.

$775,000

3 Beds ⋅ 3 Baths

32 Pennywhistle Dr, Windham

Listing courtesy of Keller Williams Realty.

$775,000

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

4 Beds ⋅ 3 Baths

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

2 Victoria Ln, Windham

Listing courtesy of Signature Homes Real Estate Group, LLC.

$750,000

This is a quality constructed commercial building that is ideal for anyone on the trades. The front section is configured as offices. The rear section has high bay space with 2 overhead doors along with 2 other rooms; secure storage room and workshop room. Great exposure on Rt. 302 and high traffic count.

989 Roosevelt Trl, Windham

Listing courtesy of Butts Commercial Brokers.

$749,900

Privacy, space, and a great Windham location come together at 7 Flagship Lane! Built in 2015 and completely remodeled in 2023. Set on approximately 4.67 acres, this well maintained Colonial offers 3 bedrooms, 3.5 baths, a finished walkout basement, and a direct entry 2 car garage. The main level features a spacious eat in kitchen with quality cabinetry, solid surface countertops, and upgraded appliances, along with comfortable living space and a large office or bonus room next to a full bath. Upstairs, the primary suite includes two walk in closets and a private bath with custom tile, plus two additional bedrooms, another full bath, and convenient second floor laundry. The finished walkout basement adds approximately 700 square feet of additional living space with a half bath and pellet stove, perfect for a family room, home gym, game room, or entertaining. Outside, enjoy a large rear deck overlooking an expansive and private backyard with plenty of room to relax, entertain, and enjoy the property. Heat pumps, a Viessmann boiler, pellet stove, oversized paved driveway, and easy access to North Windham, Westbrook, and Portland complete the package. If you have been looking for a newer home with acreage, privacy, and plenty of usable living space, 7 Flagship Lane is one you will want to see!

3 Beds ⋅ 4 Baths

Privacy, space, and a great Windham location come together at 7 Flagship Lane! Built in 2015 and completely remodeled in 2023. Set on approximately 4.67 acres, this well maintained Colonial offers 3 bedrooms, 3.5 baths, a finished walkout basement, and a direct entry 2 car garage. The main level features a spacious eat in kitchen with quality cabinetry, solid surface countertops, and upgraded appliances, along with comfortable living space and a large office or bonus room next to a full bath. Upstairs, the primary suite includes two walk in closets and a private bath with custom tile, plus two additional bedrooms, another full bath, and convenient second floor laundry. The finished walkout basement adds approximately 700 square feet of additional living space with a half bath and pellet stove, perfect for a family room, home gym, game room, or entertaining. Outside, enjoy a large rear deck overlooking an expansive and private backyard with plenty of room to relax, entertain, and enjoy the property. Heat pumps, a Viessmann boiler, pellet stove, oversized paved driveway, and easy access to North Windham, Westbrook, and Portland complete the package. If you have been looking for a newer home with acreage, privacy, and plenty of usable living space, 7 Flagship Lane is one you will want to see!

7 Flagship Ln, Windham

Listing courtesy of Regency Realty Group.

$749,900

Build your dream home--or explore the potential for future development--on this exceptional 8.85-acre parcel in desirable Windham. Situated on a paved, town-maintained side street, this expansive property offers a rare combination of privacy, convenience, and natural beauty. With over 400 feet of owned frontage along the scenic Pleasant River, you'll enjoy a picturesque setting perfect for relaxing and enjoying the outdoors. Conveniently located near local schools, popular running and walking trails, shopping, and some of the area's favorite restaurants, this property offers easy access to all that Windham has to offer. The generous acreage may offer subdivision potential, subject to town approvals and applicable ordinances, making it an attractive opportunity for builders, investors, or those looking to create a family compound. Whether you're envisioning a private waterfront retreat or considering future development possibilities, this unique property is full of potential.

Hall Rd, Windham

Listing courtesy of Dream Home Realty LLC.

$719,000

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

3 Beds ⋅ 2 Baths

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

12 Natalie Ln, Windham

Listing courtesy of Portside Real Estate Group.

$699,000

We call it 'The Tree House'--a ranch built bigger and bolder. Set on nearly 10 private acres, this beautifully renovated home is wide, solid, and built to impress: hardwood floors, solid wood doors, statement glass hardware, a true primary suite, and a kitchen with a gas range made for real cooking. This multi-level layout offers a finished lower level, which adds a bonus room and kitchenette, guest suite, in-law space, studio, or office--the choice is yours. Out front, a pollinator garden brings monarch butterflies all summer long. A heated barn rounds things out with its own oil tank, a pro-grade Kellogg air compressor, pull-down loft storage, and a serious workspace. Minutes from Windham Center, area lakes, and an easy Portland commute--with potential for two additional buildable lots behind the home (subject to municipal approval). A transformation, inside and out.

3 Beds ⋅ 3 Baths

We call it 'The Tree House'--a ranch built bigger and bolder. Set on nearly 10 private acres, this beautifully renovated home is wide, solid, and built to impress: hardwood floors, solid wood doors, statement glass hardware, a true primary suite, and a kitchen with a gas range made for real cooking. This multi-level layout offers a finished lower level, which adds a bonus room and kitchenette, guest suite, in-law space, studio, or office--the choice is yours. Out front, a pollinator garden brings monarch butterflies all summer long. A heated barn rounds things out with its own oil tank, a pro-grade Kellogg air compressor, pull-down loft storage, and a serious workspace. Minutes from Windham Center, area lakes, and an easy Portland commute--with potential for two additional buildable lots behind the home (subject to municipal approval). A transformation, inside and out.

21 Land Of Nod Rd, Windham

Listing courtesy of Legacy Properties Sotheby's International Realty.

$699,000

Welcome to The Cove at Highland Lake! The first of its kind Gated 55+ Lakefront Community nestled on the pristine shores of Highland Lake. Framing is complete at 25 Daybreak Lane! Truly our most decades long and spaciously flexible option, the WINDHAM homes provide both first and second floor primary suite options. Multi-generational, Companion, and Guest-Friendly, owners of these units can opt for stacked or side-by-side laundry on one or both floors of living. This inner unit features two full baths, a functionality first open concept kitchen, a front porch and back deck for sipping in the scenic surrounds, 18ft cathedral ceilings, and not one but two bonus spaces, fit for an office, spare bed, hobbying, or entertaining! This unit also has the option to finish its full-daylight walkout basement for an additional 500 SF of living area. Community Amenities to Include: tennis & pickleball courts, two-level clubhouse with fitness center, full kitchen and function space, plus private access to the over 50 acre parcel with over 6000 feet of nature trails, more than 500 feet of manicured 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 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 customize your home's finishes!

2 Beds ⋅ 3 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. Framing is complete at 25 Daybreak Lane! Truly our most decades long and spaciously flexible option, the WINDHAM homes provide both first and second floor primary suite options. Multi-generational, Companion, and Guest-Friendly, owners of these units can opt for stacked or side-by-side laundry on one or both floors of living. This inner unit features two full baths, a functionality first open concept kitchen, a front porch and back deck for sipping in the scenic surrounds, 18ft cathedral ceilings, and not one but two bonus spaces, fit for an office, spare bed, hobbying, or entertaining! This unit also has the option to finish its full-daylight walkout basement for an additional 500 SF of living area. Community Amenities to Include: tennis & pickleball courts, two-level clubhouse with fitness center, full kitchen and function space, plus private access to the over 50 acre parcel with over 6000 feet of nature trails, more than 500 feet of manicured 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 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 customize your home's finishes!

25 Daybreak Ln Unit 8, Windham

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

$689,000

This new Colonial home offers thoughtfully designed living spaces set in a peaceful location just minutes from local amenities, and surrounded by private woods. Enjoy the sunny exposure and spacious open floor plan as you enter. A gas fireplace is the focal point of the large living room. The kitchen features quartz countertops, a center island, pantry, and new appliances. The first floor also offers a functional mudroom entry, and a great back deck. Three bedrooms are located upstairs, including a primary suite with two walk-in closest and full bath. Gaze out at wooded views from the back deck, while the full basement provides great potential for storage, hobbies, or future finishing. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Optional heat pump upgrade for energy efficient cooling.

3 Beds ⋅ 3 Baths

This new Colonial home offers thoughtfully designed living spaces set in a peaceful location just minutes from local amenities, and surrounded by private woods. Enjoy the sunny exposure and spacious open floor plan as you enter. A gas fireplace is the focal point of the large living room. The kitchen features quartz countertops, a center island, pantry, and new appliances. The first floor also offers a functional mudroom entry, and a great back deck. Three bedrooms are located upstairs, including a primary suite with two walk-in closest and full bath. Gaze out at wooded views from the back deck, while the full basement provides great potential for storage, hobbies, or future finishing. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Optional heat pump upgrade for energy efficient cooling.

4 Frontier Dr, Windham

Listing courtesy of RE/MAX By The Bay.

$689,000

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

630 Roosevelt Trl Unit 1, Windham

Listing courtesy of Signature Homes Real Estate Group.

$649,999

Welcome to 51 Gambo Road in Windham, where peaceful waterfront living meets everyday convenience. Set along 144 feet of privately owned Presumpscot River frontage, this unique property offers a rare opportunity to enjoy nature right outside your door while remaining close to shopping, dining, walking trails, golf, beaches, fishing, kayaking, and canoeing. This 3 bedroom 2 bathroom home offers over 2400 total square feet and has seen numerous thoughtful renovations, including a newly renovated kitchen, bathroom, and basement. Enjoy your mornings on the screened-in front porch, then spend your afternoons by the river before unwinding in the hot tub or sauna. An outdoor patio and fire pit create the perfect setting for evenings with friends and family. Private riverfront, modern updates, endless recreation, and unmatched tranquility. Come experience 51 Gambo Road, and discover a home that feels like a getaway, without giving up the convenience of being close to most everything!

3 Beds ⋅ 2 Baths

Welcome to 51 Gambo Road in Windham, where peaceful waterfront living meets everyday convenience. Set along 144 feet of privately owned Presumpscot River frontage, this unique property offers a rare opportunity to enjoy nature right outside your door while remaining close to shopping, dining, walking trails, golf, beaches, fishing, kayaking, and canoeing. This 3 bedroom 2 bathroom home offers over 2400 total square feet and has seen numerous thoughtful renovations, including a newly renovated kitchen, bathroom, and basement. Enjoy your mornings on the screened-in front porch, then spend your afternoons by the river before unwinding in the hot tub or sauna. An outdoor patio and fire pit create the perfect setting for evenings with friends and family. Private riverfront, modern updates, endless recreation, and unmatched tranquility. Come experience 51 Gambo Road, and discover a home that feels like a getaway, without giving up the convenience of being close to most everything!

51 Gambo Rd, Windham

Listing courtesy of Landing Real Estate.

$649,000

14 Daybreak Lane is fully framed and ready for customization. Approximately 8 Weeks from Contract to CO. Welcome to The Cove at Highland Lake! The first of its kind, Gold Cornerstone Award Winning 55+ Lakefront Community nestled on the pristine shores of Highland Lake. The PORTLAND floorplan is the perfect blend of one-level-living with plenty of space for guests and storage. At 1958 SF +/-, this 2 Bedroom 2.5 Bathroom attached condo with generously sized finished basement 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 not one but TWO outdoor composite decks, spacious one level is easy to achieve! But if even more space is needed, you'll enjoy an additional bedroom and bathroom in the finished basement boasting 9ft tall ceiling height. With endless custom finish options and upgrades, owners can select natural stone or quartz countertops, soft-close cabinetry, Age-in-Place safety features, 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 50+ acre parcel with over 6000 feet of nature trails, 500+ 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 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 home's finishes!

2 Beds ⋅ 3 Baths

14 Daybreak Lane is fully framed and ready for customization. Approximately 8 Weeks from Contract to CO. Welcome to The Cove at Highland Lake! The first of its kind, Gold Cornerstone Award Winning 55+ Lakefront Community nestled on the pristine shores of Highland Lake. The PORTLAND floorplan is the perfect blend of one-level-living with plenty of space for guests and storage. At 1958 SF +/-, this 2 Bedroom 2.5 Bathroom attached condo with generously sized finished basement 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 not one but TWO outdoor composite decks, spacious one level is easy to achieve! But if even more space is needed, you'll enjoy an additional bedroom and bathroom in the finished basement boasting 9ft tall ceiling height. With endless custom finish options and upgrades, owners can select natural stone or quartz countertops, soft-close cabinetry, Age-in-Place safety features, 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 50+ acre parcel with over 6000 feet of nature trails, 500+ 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 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 home's finishes!

12 Daybreak Ln Unit 16, Windham

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