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Opportunity awaits for the new owner of this two unit home located in a quiet neighborhood. The first floor owners unit is vacant and ready for the new buyer with an updated kitchen and bath. The second floor rental unit is occupied. There is a large yard and off street parking.

244 Forest St, Westbrook

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

$560,000

Welcome to Winslow Green, where the convenience of single-level living meets the comfort and space of a beautifully maintained home. This move-in-ready condo offers two bedrooms, three bathrooms, first-floor laundry, and an attached one-car garage. The bright, open living space flows naturally into a thoughtfully designed kitchen featuring stainless steel appliances, a center island, and plenty of room to gather. The primary suite offers a private bathroom with a custom tile shower and a walk-in closet designed by California Closets. A second bedroom with a custom Murphy bed and full bathroom provide flexibility for guests, a home office, or whatever best fits your needs. Just off the main living area, the private three-season room overlooks a peaceful, wooded setting, offering a wonderful place to enjoy your morning coffee or unwind at the end of the day. The partially finished basement adds even more versatility, with additional living space, a third bathroom, and plenty of room for storage. Whether you're looking for a home office, fitness area, hobby space, or simply a little extra room to spread out, this lower level offers plenty of possibilities. The attached garage offer even more storage to this already well-appointed home. What makes this property especially appealing is the combination of easy condo living without sacrificing the space, storage, and functionality you'd expect from a traditional home.

2 Beds ⋅ 3 Baths

Welcome to Winslow Green, where the convenience of single-level living meets the comfort and space of a beautifully maintained home. This move-in-ready condo offers two bedrooms, three bathrooms, first-floor laundry, and an attached one-car garage. The bright, open living space flows naturally into a thoughtfully designed kitchen featuring stainless steel appliances, a center island, and plenty of room to gather. The primary suite offers a private bathroom with a custom tile shower and a walk-in closet designed by California Closets. A second bedroom with a custom Murphy bed and full bathroom provide flexibility for guests, a home office, or whatever best fits your needs. Just off the main living area, the private three-season room overlooks a peaceful, wooded setting, offering a wonderful place to enjoy your morning coffee or unwind at the end of the day. The partially finished basement adds even more versatility, with additional living space, a third bathroom, and plenty of room for storage. Whether you're looking for a home office, fitness area, hobby space, or simply a little extra room to spread out, this lower level offers plenty of possibilities. The attached garage offer even more storage to this already well-appointed home. What makes this property especially appealing is the combination of easy condo living without sacrificing the space, storage, and functionality you'd expect from a traditional home.

375 Pride St Unit 29, Westbrook

Listing courtesy of Town & Shore Real Estate.

$625,000

Great Investment or Owner-Occupied Opportunity in Westbrook! This solid three-unit property offers two 2-bedroom units and one 3-bedroom unit, providing excellent flexibility for investors or owner-occupants alike. Two of the three units have been updated, offering a great head start for the next owner. Conveniently located near the Maine Turnpike, downtown Westbrook, and its exciting ongoing development, this property offers easy access to shopping, dining, and surrounding communities. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the others, this well-located multi-unit property is an opportunity you won't want to miss!

3 Baths

Great Investment or Owner-Occupied Opportunity in Westbrook! This solid three-unit property offers two 2-bedroom units and one 3-bedroom unit, providing excellent flexibility for investors or owner-occupants alike. Two of the three units have been updated, offering a great head start for the next owner. Conveniently located near the Maine Turnpike, downtown Westbrook, and its exciting ongoing development, this property offers easy access to shopping, dining, and surrounding communities. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the others, this well-located multi-unit property is an opportunity you won't want to miss!

204 W Valentine St, Westbrook

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

$674,000

Built by Robie Builders, 67 Elmaple brings together custom detail, bright spaces and a wooded backdrop with an exclusive sense of privacy. Set on a corner lot at the back of the subdivision, this home feels tucked away while keeping IDEXX, downtown Westbrook, major routes and Portland International Jetport just minutes away. A custom stone walkway leads to the covered front porch. Inside, large windows bring natural light throughout, and durable LVP flooring creates a cohesive, easy-care finish. The year-round sunroom is a custom-added space, with windows on every side and views toward the woods. Step from the sunroom onto the large back deck and enjoy the quiet, wooded backdrop with stairs to the back lawn. The kitchen is finished with hand-selected granite countertops and tile backsplash, a farmhouse sink and a gas range crowned by a custom ordered oven hood. Just beyond, the custom pantry adds built-in storage with butcher-block counters —a useful extension of the kitchen for meal prep, small appliances and everyday essentials. Upstairs, the primary suite offers a walk-in closet and a walk-in tiled shower, while the second-floor laundry room keeps a daily chore close to the bedrooms. Two additional bedrooms complete the level. A walkout basement provides outdoor access and room for hobbies, projects or additional storage. In addition, a double-door shed offers even more space for tools, seasonal gear and outdoor equipment. Don't miss out on this custom-built home, the ease of storage and laundry, and outdoor spaces that make the most of the setting. Whether you're enjoying a quiet morning in the sunroom, hosting friends on the deck or appreciating the wooded outlook after work, this home offers a setting to enjoy in every season. The corner-lot location gives you breathing room outdoors, while nearby conveniences make daily errands and commuting simple—all within easy reach of Westbrook and Portland.

Built by Robie Builders, 67 Elmaple brings together custom detail, bright spaces and a wooded backdrop with an exclusive sense of privacy. Set on a corner lot at the back of the subdivision, this home feels tucked away while keeping IDEXX, downtown Westbrook, major routes and Portland International Jetport just minutes away. A custom stone walkway leads to the covered front porch. Inside, large windows bring natural light throughout, and durable LVP flooring creates a cohesive, easy-care finish. The year-round sunroom is a custom-added space, with windows on every side and views toward the woods. Step from the sunroom onto the large back deck and enjoy the quiet, wooded backdrop with stairs to the back lawn. The kitchen is finished with hand-selected granite countertops and tile backsplash, a farmhouse sink and a gas range crowned by a custom ordered oven hood. Just beyond, the custom pantry adds built-in storage with butcher-block counters —a useful extension of the kitchen for meal prep, small appliances and everyday essentials. Upstairs, the primary suite offers a walk-in closet and a walk-in tiled shower, while the second-floor laundry room keeps a daily chore close to the bedrooms. Two additional bedrooms complete the level. A walkout basement provides outdoor access and room for hobbies, projects or additional storage. In addition, a double-door shed offers even more space for tools, seasonal gear and outdoor equipment. Don't miss out on this custom-built home, the ease of storage and laundry, and outdoor spaces that make the most of the setting. Whether you're enjoying a quiet morning in the sunroom, hosting friends on the deck or appreciating the wooded outlook after work, this home offers a setting to enjoy in every season. The corner-lot location gives you breathing room outdoors, while nearby conveniences make daily errands and commuting simple—all within easy reach of Westbrook and Portland.

67 Elmaple Dr, Westbrook

Listing courtesy of Listings Direct.

$679,000

Welcome home to refined, move-in-ready living! Bypassing the construction wait, this freshly completed masterpiece in the sought-after Phase 5 of Brooks Edge Farm offers the perfect blend of modern craftsmanship and private tranquility. From the moment you step onto the charming covered front porch, you are greeted by light-filled, thoughtfully designed interiors. A dedicated hardwood mudroom provides seamless transitions from the attached two-car garage, keeping everyday organization effortless. At the heart of the home, an expansive open-concept layout seamlessly connects the chef-inspired kitchen, dining room, and living areas—crafted for both memorable entertaining and intimate family gatherings. Step through to the large rear deck to unwind against a peaceful backdrop of lush, wooded views. Designed for main-level convenience, the primary suite serves as your personal sanctuary, complete with a generous walk-in closet, granite vanity, and a spa-inspired shower. Upstairs, discover two spacious guest bedrooms, a full bath, a dedicated laundry room, and a versatile den perfect for a home office, quiet library, or media lounge. Need room to grow? The expansive unfinished basement offers endless future possibilities and abundant storage. Don't miss the rare opportunity to own new construction without the wait in one of the area's most desirable communities!

Welcome home to refined, move-in-ready living! Bypassing the construction wait, this freshly completed masterpiece in the sought-after Phase 5 of Brooks Edge Farm offers the perfect blend of modern craftsmanship and private tranquility. From the moment you step onto the charming covered front porch, you are greeted by light-filled, thoughtfully designed interiors. A dedicated hardwood mudroom provides seamless transitions from the attached two-car garage, keeping everyday organization effortless. At the heart of the home, an expansive open-concept layout seamlessly connects the chef-inspired kitchen, dining room, and living areas—crafted for both memorable entertaining and intimate family gatherings. Step through to the large rear deck to unwind against a peaceful backdrop of lush, wooded views. Designed for main-level convenience, the primary suite serves as your personal sanctuary, complete with a generous walk-in closet, granite vanity, and a spa-inspired shower. Upstairs, discover two spacious guest bedrooms, a full bath, a dedicated laundry room, and a versatile den perfect for a home office, quiet library, or media lounge. Need room to grow? The expansive unfinished basement offers endless future possibilities and abundant storage. Don't miss the rare opportunity to own new construction without the wait in one of the area's most desirable communities!

133 Winterberry Dr Unit 41, Westbrook

Listing courtesy of Signature Homes Real Estate Group, LLC.

$697,500

Room to spread out in a fantastic Westbrook location! This four-bedroom, three-and-a-half-bath home offers generous living space, heat pumps for year-round comfort, and a flexible layout with plenty of possibilities. A bedroom and additional living space above the oversized garage provide added versatility, while bonus rooms in the basement offer space for hobbies, work, or storage. Enjoy a great backyard with room to relax, play, and gather, plus a spacious garage for vehicles, projects, and more.

4 Beds ⋅ 4 Baths

Room to spread out in a fantastic Westbrook location! This four-bedroom, three-and-a-half-bath home offers generous living space, heat pumps for year-round comfort, and a flexible layout with plenty of possibilities. A bedroom and additional living space above the oversized garage provide added versatility, while bonus rooms in the basement offer space for hobbies, work, or storage. Enjoy a great backyard with room to relax, play, and gather, plus a spacious garage for vehicles, projects, and more.

66 Constitution Dr, Westbrook

Listing courtesy of Dream Home Realty LLC.

$669,000

Beautifully renovated and thoughtfully updated, this sun-filled two-family home in Westbrook, Maine, offers the rare opportunity to enjoy a truly turnkey property with all the major work already done. Extensively renovated in 2021-2022, some of the improvements include brand-new siding, a new roof, maple flooring, two new well-appointed kitchens featuring maple cabinetry, quartz countertops (unit 1), and stainless steel appliances, new bathrooms in both units, updated electrical, new windows, and fresh paint. A new heating system was installed in 2024, along with new water heaters. Both units feature 2 bedrooms and in-unit laundry. The first-floor unit offers convenient single-level living, while the second unit spans the second and third floors and includes a bonus room ideal for a home office, hobby room, or flexible living space. Outside, enjoy a large backyard with plenty of room for gardening, entertaining, or relaxing, along with a freshly repaved driveway and ample parking. Scenic river views and a public boat launch directly across the street add to the appeal. Blending original character, modern updates, and a fantastic location, this move-in-ready property is an excellent opportunity for owner-occupants or investors alike!

Beautifully renovated and thoughtfully updated, this sun-filled two-family home in Westbrook, Maine, offers the rare opportunity to enjoy a truly turnkey property with all the major work already done. Extensively renovated in 2021-2022, some of the improvements include brand-new siding, a new roof, maple flooring, two new well-appointed kitchens featuring maple cabinetry, quartz countertops (unit 1), and stainless steel appliances, new bathrooms in both units, updated electrical, new windows, and fresh paint. A new heating system was installed in 2024, along with new water heaters. Both units feature 2 bedrooms and in-unit laundry. The first-floor unit offers convenient single-level living, while the second unit spans the second and third floors and includes a bonus room ideal for a home office, hobby room, or flexible living space. Outside, enjoy a large backyard with plenty of room for gardening, entertaining, or relaxing, along with a freshly repaved driveway and ample parking. Scenic river views and a public boat launch directly across the street add to the appeal. Blending original character, modern updates, and a fantastic location, this move-in-ready property is an excellent opportunity for owner-occupants or investors alike!

55 Brown St, Westbrook

Listing courtesy of Beacon Realty.

$425,000

Welcome to 10 Snow Goose Lane! This move-in-ready townhouse offers a desirable combination of comfort, functionality, and convenience. Featuring 3 bedrooms, 2.5 bathrooms, an attached one-car garage, and a full unfinished basement, this home offers plenty of space and versatility. The first floor features hardwood flooring and granite countertops, creating an inviting living space with plenty of room to host and entertain. Mini-split systems provide energy-efficient heating and cooling for year-round comfort. Upstairs, the primary suite offers a private ensuite bathroom and walk-in closet, complemented by two additional bedrooms and a full guest bathroom. Enjoy outdoor living with both a welcoming front porch and a private deck. Situated in a walkable community with convenient access to shopping, restaurants, and everyday amenities, this property offers an excellent opportunity to enjoy low-maintenance living in a convenient location.

Welcome to 10 Snow Goose Lane! This move-in-ready townhouse offers a desirable combination of comfort, functionality, and convenience. Featuring 3 bedrooms, 2.5 bathrooms, an attached one-car garage, and a full unfinished basement, this home offers plenty of space and versatility. The first floor features hardwood flooring and granite countertops, creating an inviting living space with plenty of room to host and entertain. Mini-split systems provide energy-efficient heating and cooling for year-round comfort. Upstairs, the primary suite offers a private ensuite bathroom and walk-in closet, complemented by two additional bedrooms and a full guest bathroom. Enjoy outdoor living with both a welcoming front porch and a private deck. Situated in a walkable community with convenient access to shopping, restaurants, and everyday amenities, this property offers an excellent opportunity to enjoy low-maintenance living in a convenient location.

10 Snow Goose Ln Unit 10, Westbrook

Listing courtesy of Signature Homes Real Estate Group, LLC.

$649,900

Solidly built and full of potential, this charming two-family home is ideally situated on a peaceful dead-end street with views of the Presumpscot River. Built in 1900, the property offers a total of 11 rooms, four bedrooms, and two full bathrooms, along with fully applianced kitchens in each apartment. Both units feature their own washer and dryer and dedicated electrical panel. Private decks on each floor provide outdoor living space, while a ground-level patio offers access to a third, basement-level living area (not a legal apartment.) A walk-up attic on the third floor presents additional potential for expanded living space or convenient storage. Just a three-minute walk to the downtown area, this property is conveniently located near restaurants, schools, shopping, and other services, yet is tucked away on a quiet street with only a handful of neighboring homes. The second-floor tenant is currently on a month-to-month lease. The basement tenant has served as the building caretaker and would like to remain for a minimum of six months. The basement apartment is NOT a legal apartment. Both tenants are related to the seller. The annual income includes only the 2nd floor monthly rents. Seller Concessions Available. For a video walk-thru go to YouTube and enter the property address.

Solidly built and full of potential, this charming two-family home is ideally situated on a peaceful dead-end street with views of the Presumpscot River. Built in 1900, the property offers a total of 11 rooms, four bedrooms, and two full bathrooms, along with fully applianced kitchens in each apartment. Both units feature their own washer and dryer and dedicated electrical panel. Private decks on each floor provide outdoor living space, while a ground-level patio offers access to a third, basement-level living area (not a legal apartment.) A walk-up attic on the third floor presents additional potential for expanded living space or convenient storage. Just a three-minute walk to the downtown area, this property is conveniently located near restaurants, schools, shopping, and other services, yet is tucked away on a quiet street with only a handful of neighboring homes. The second-floor tenant is currently on a month-to-month lease. The basement tenant has served as the building caretaker and would like to remain for a minimum of six months. The basement apartment is NOT a legal apartment. Both tenants are related to the seller. The annual income includes only the 2nd floor monthly rents. Seller Concessions Available. For a video walk-thru go to YouTube and enter the property address.

49 Dana Ct, Westbrook

Listing courtesy of Keller Williams Realty. 207-232-6127

$615,000

Set on a quiet cul-de-sac in an established neighborhood, this 3-bedroom, 2.5-bath home has the space and layout that just make sense. The kitchen, dining, and living areas flow together, while recent updates—including new appliances and updated lighting throughout—give the home a fresh feel. The primary suite has a custom built-in closet, and there's plenty of practical space with a tiled mudroom, attached two-car garage, large deck, and outdoor shower. Out back, enjoy a quiet, private yard that backs up to beautiful woods—perfect for relaxing or entertaining. The unfinished daylight basement offers plenty of potential for additional living space, a home office, gym, or workshop. Pride Preserve is just .2 miles away, with Mill Brook Preserve Trailhead right up the road. Add in easy access to downtown Westbrook and Portland, and you've got a home that's easy to enjoy and easy to love. OPEN HOUSE Saturday 10/10/26 from 12pm-2pm

Set on a quiet cul-de-sac in an established neighborhood, this 3-bedroom, 2.5-bath home has the space and layout that just make sense. The kitchen, dining, and living areas flow together, while recent updates—including new appliances and updated lighting throughout—give the home a fresh feel. The primary suite has a custom built-in closet, and there's plenty of practical space with a tiled mudroom, attached two-car garage, large deck, and outdoor shower. Out back, enjoy a quiet, private yard that backs up to beautiful woods—perfect for relaxing or entertaining. The unfinished daylight basement offers plenty of potential for additional living space, a home office, gym, or workshop. Pride Preserve is just .2 miles away, with Mill Brook Preserve Trailhead right up the road. Add in easy access to downtown Westbrook and Portland, and you've got a home that's easy to enjoy and easy to love. OPEN HOUSE Saturday 10/10/26 from 12pm-2pm

22 Stonewall Way, Westbrook

Listing courtesy of Waypoint Brokers Collective. callan@waypointbrokers.com

$669,900

Great opportunity for investors or owner-occupants in Westbrook! This updated 3-unit offers immediate income with two units currently occupied and a third unit vacant—move right in and let the rental income help offset your mortgage, or select your own tenant and add to the rent roll. Each unit has seen numerous updates and features separate utilities, making this an easy property to operate and manage. Two detached garages provide additional storage and added value. Enjoy the flexibility of a multi-unit investment in Westbrook without Portland rent control regulations. Whether you're looking to expand your portfolio or make your first move into owner-occupied investing, 120 Central Street is ready to go.

3 Baths

Great opportunity for investors or owner-occupants in Westbrook! This updated 3-unit offers immediate income with two units currently occupied and a third unit vacant—move right in and let the rental income help offset your mortgage, or select your own tenant and add to the rent roll. Each unit has seen numerous updates and features separate utilities, making this an easy property to operate and manage. Two detached garages provide additional storage and added value. Enjoy the flexibility of a multi-unit investment in Westbrook without Portland rent control regulations. Whether you're looking to expand your portfolio or make your first move into owner-occupied investing, 120 Central Street is ready to go.

120 Central St, Westbrook

Listing courtesy of Maine Community Real Estate.

$529,900

A HOME WITH OPTIONS! This spacious 1,584 sq. ft. ranch offers 3 bedrooms and 2 baths in an attractive neighborhood setting with an open, fenced-in lot perfect for pets, gardening, entertaining, and outdoor enjoyment. A standout feature is the additional space with its own bathroom and separate private entrance, offering excellent potential for an ADU, in-law apartment, guest suite, home office, or additional rental income. The private entrance and bath provide added independence and flexibility for extended family or guests. There's even more! Approximately 400 sq. ft. of partially finished below-grade space offers additional possibilities for a family room, recreation room, exercise area, hobby room, or storage. With single-level living, flexible bonus space, multigenerational possibilities, and potential supplemental income, this property offers versatility that's hard to find. Bring your vision and make this home work for you!

4 Beds ⋅ 2 Baths

A HOME WITH OPTIONS! This spacious 1,584 sq. ft. ranch offers 3 bedrooms and 2 baths in an attractive neighborhood setting with an open, fenced-in lot perfect for pets, gardening, entertaining, and outdoor enjoyment. A standout feature is the additional space with its own bathroom and separate private entrance, offering excellent potential for an ADU, in-law apartment, guest suite, home office, or additional rental income. The private entrance and bath provide added independence and flexibility for extended family or guests. There's even more! Approximately 400 sq. ft. of partially finished below-grade space offers additional possibilities for a family room, recreation room, exercise area, hobby room, or storage. With single-level living, flexible bonus space, multigenerational possibilities, and potential supplemental income, this property offers versatility that's hard to find. Bring your vision and make this home work for you!

28 Constitution Dr, Westbrook

Listing courtesy of Verrill Real Estate, Inc.

$584,990

Don't miss this move in ready, updated home in one of Westbrook's most sought-after associations. Freshly painted and ready for your touches. You will love the open concept that flows from the beautiful kitchen and incorporates the oversized deck overlooking the wooded back yard. Spacious primary suite that is large and features a private bath and walk-in closet. This end unit occupies what could be considered the best location in the association and features a large, lovely side yard. You will love the one-story living that includes main floor washer and dryer. The large den with full closet is perfect for an office, home gym, craft room or guest bedroom. The spacious garage and huge basement provide plenty of storage and flexibility. Don't forget the new appliances. This is the one you have been looking for.

Don't miss this move in ready, updated home in one of Westbrook's most sought-after associations. Freshly painted and ready for your touches. You will love the open concept that flows from the beautiful kitchen and incorporates the oversized deck overlooking the wooded back yard. Spacious primary suite that is large and features a private bath and walk-in closet. This end unit occupies what could be considered the best location in the association and features a large, lovely side yard. You will love the one-story living that includes main floor washer and dryer. The large den with full closet is perfect for an office, home gym, craft room or guest bedroom. The spacious garage and huge basement provide plenty of storage and flexibility. Don't forget the new appliances. This is the one you have been looking for.

43 Grandview Dr Unit 43, Westbrook

Listing courtesy of Maine Values Real Estate.

$339,000

Riverfront Lofts has seen a good deal of activity this summer with a prime location and approachable pricing. Unit 211 offers glorious sunrises, tremendous volume with double height windows and character galore. Exposed brick exterior walls and original hardwood floors convey the building's deep history as a mill and Westbrook's past. Second story loft space allows for flexibility in configuration. A first floor bedroom with upper level den, office, or additional sleeping accommodations are all possible. Current seller using loft as a sleeping space. Common areas include waterfront access to the Presumpscot River, outdoor patio space and dedicated storage units. The building allows pets and offers keypad secured entry and off street parking as well as a kayak launch area onto the river. The Lincoln Street Ice Rink and well maintained Riverwalk Trail add tremendously to the neighborhood. Check out Riverfront Lofts and chat with the neighbors. They love living here and so will you. Open House Saturday October 3, 11:00-1:00

1 Beds ⋅ 1 Baths

Riverfront Lofts has seen a good deal of activity this summer with a prime location and approachable pricing. Unit 211 offers glorious sunrises, tremendous volume with double height windows and character galore. Exposed brick exterior walls and original hardwood floors convey the building's deep history as a mill and Westbrook's past. Second story loft space allows for flexibility in configuration. A first floor bedroom with upper level den, office, or additional sleeping accommodations are all possible. Current seller using loft as a sleeping space. Common areas include waterfront access to the Presumpscot River, outdoor patio space and dedicated storage units. The building allows pets and offers keypad secured entry and off street parking as well as a kayak launch area onto the river. The Lincoln Street Ice Rink and well maintained Riverwalk Trail add tremendously to the neighborhood. Check out Riverfront Lofts and chat with the neighbors. They love living here and so will you. Open House Saturday October 3, 11:00-1:00

30 Lincoln St Unit 211, Westbrook

Listing courtesy of Portside Real Estate Group.

$549,900

Renovated and well maintained two unit on large in-town lot with ample off street parking. Short walk to downtown shops, restaurants and parks.

Renovated and well maintained two unit on large in-town lot with ample off street parking. Short walk to downtown shops, restaurants and parks.

77 Central St, Westbrook

Listing courtesy of The Maine Real Estate Experience.

$839,000

Welcome to this bright and meticulous maintained Colonial 2-Unit, nestled amongst beautifully landscaped grounds and 6.48 acres of woodland. This wonderful property offers a private rural setting but yet conveniently located to Downtown Portland, Windham and Westbrook all just a few minutes away. The Turnpike Spurs in Falmouth or Westbrook are each only about ten minutes away. Both units offer plenty of natural sunlight, hardwood floors, granite counters, quality fixtures and appliances. The kitchen and living room layouts are open to create a casual and friendly space for living and entertaining. The primary bedrooms are spacious with space for office or workstations, a real nice feature. There are plenty of closets and storage space in both units. Step outside to garden, hike in the woods or simply relax on your private shaded deck after a long day. I absolutely love this property and I'm sure you will too!

5 Beds ⋅ 5 Baths

Welcome to this bright and meticulous maintained Colonial 2-Unit, nestled amongst beautifully landscaped grounds and 6.48 acres of woodland. This wonderful property offers a private rural setting but yet conveniently located to Downtown Portland, Windham and Westbrook all just a few minutes away. The Turnpike Spurs in Falmouth or Westbrook are each only about ten minutes away. Both units offer plenty of natural sunlight, hardwood floors, granite counters, quality fixtures and appliances. The kitchen and living room layouts are open to create a casual and friendly space for living and entertaining. The primary bedrooms are spacious with space for office or workstations, a real nice feature. There are plenty of closets and storage space in both units. Step outside to garden, hike in the woods or simply relax on your private shaded deck after a long day. I absolutely love this property and I'm sure you will too!

35 Donalene Way, Westbrook

Listing courtesy of Century 21 North East.

$660,000

Opportunity meets flexibility in this well-cared-for, townhouse-style duplex in a convenient Westbrook location. Perfect to live in one side and rent out the other or as a strict investment. Each unit offers 2 bedrooms, 1 full bath and open concept first floor with comfortable living and dining spaces - plus each unit has its own full unfinished basement, providing excellent storage and separation between the two residences. Separately metered utilities make the property especially practical for owner occupancy, investment, or a combination of both. The current owners occupy Unit 2 while utilizing Unit 1 as a short-term rental, illustrating just one of the many ways this versatile property can work for its next owner. Set on approximately 0.46 acres, the property also features a paved driveway, ample parking, and a spacious backyard. Enjoy easy access to downtown Westbrook's restaurants, shops, and Riverbank Park, along with nearby shopping, interstate access, Portland International Jetport, and an especially convenient location for IDEXX where you can also pick up the metro. Whether you're looking to live in one unit while generating income from the other or add a well-located duplex to your investment portfolio, 100 Eisenhower Drive offers options today and flexibility for the future.

Opportunity meets flexibility in this well-cared-for, townhouse-style duplex in a convenient Westbrook location. Perfect to live in one side and rent out the other or as a strict investment. Each unit offers 2 bedrooms, 1 full bath and open concept first floor with comfortable living and dining spaces - plus each unit has its own full unfinished basement, providing excellent storage and separation between the two residences. Separately metered utilities make the property especially practical for owner occupancy, investment, or a combination of both. The current owners occupy Unit 2 while utilizing Unit 1 as a short-term rental, illustrating just one of the many ways this versatile property can work for its next owner. Set on approximately 0.46 acres, the property also features a paved driveway, ample parking, and a spacious backyard. Enjoy easy access to downtown Westbrook's restaurants, shops, and Riverbank Park, along with nearby shopping, interstate access, Portland International Jetport, and an especially convenient location for IDEXX where you can also pick up the metro. Whether you're looking to live in one unit while generating income from the other or add a well-located duplex to your investment portfolio, 100 Eisenhower Drive offers options today and flexibility for the future.

100 Eisenhower Dr, Westbrook

Listing courtesy of Demetria Real Estate.

$384,900

Wonderful ranch on a quiet dead-end street, just steps from the Mill Brook Trailhead and easy commute to Portland and more. Major systems have been thoughtfully updated, including a brand-new septic system and new gutters. 4 season sun porch is just lovely, absolutely move-in ready!

2 Beds ⋅ 1 Baths

Wonderful ranch on a quiet dead-end street, just steps from the Mill Brook Trailhead and easy commute to Portland and more. Major systems have been thoughtfully updated, including a brand-new septic system and new gutters. 4 season sun porch is just lovely, absolutely move-in ready!

22 Willow Dr, Westbrook

Listing courtesy of Breakwater Realty Group, LLC.

$660,000

Welcome home to Brydon Farms. This stunning, meticulously maintained, 3 bed, 3 bath condo offers the perfect blend of easy, one-floor living and expansive space for all your needs. The open-concept layout feels bright and airy, anchored by a cozy gas fireplace that sets the tone for relaxed evenings. The primary bedroom suite with access to the back deck, providing a true retreat right where you need it. Downstairs, you'll find an incredible surprise: a massive, finished basement complete with an additional private bedroom, offering plenty of flexibility for a home office, gym, or guest space. If you love being outside, the oversized back deck provides amazing outdoor oasis. It's the ideal spot for morning coffee or hosting friends for a summer BBQ. This beautiful neighborhood is set so private and beautiful, yet so close to everything that you would need. The location couldn't be better—you're just minutes away from the best of Portland and Windham, with quick access to local shops, dining, and major routes. Rare finds like this don't stay on the market long; come see why this should be your next move.

Welcome home to Brydon Farms. This stunning, meticulously maintained, 3 bed, 3 bath condo offers the perfect blend of easy, one-floor living and expansive space for all your needs. The open-concept layout feels bright and airy, anchored by a cozy gas fireplace that sets the tone for relaxed evenings. The primary bedroom suite with access to the back deck, providing a true retreat right where you need it. Downstairs, you'll find an incredible surprise: a massive, finished basement complete with an additional private bedroom, offering plenty of flexibility for a home office, gym, or guest space. If you love being outside, the oversized back deck provides amazing outdoor oasis. It's the ideal spot for morning coffee or hosting friends for a summer BBQ. This beautiful neighborhood is set so private and beautiful, yet so close to everything that you would need. The location couldn't be better—you're just minutes away from the best of Portland and Windham, with quick access to local shops, dining, and major routes. Rare finds like this don't stay on the market long; come see why this should be your next move.

61 Grandview Dr, Westbrook

Listing courtesy of Compass Real Estate.

$599,000

Spacious and spa like first floor en suite primary bedroom with custom bath and first floor laundry hook up. This unique condominium floor plan lives like a single family home without all the exterior maintenance. Over 2100 square feet of living space featuring 3 bedrooms and full bath upstairs, as well as kitchen pantry, custom tiled primary bath and electric fireplace on the first floor. Proximity to walking trails, public access to the kayak/canoe boat launch on Lincoln Street and an easy walk downtown to your favorite coffee spot makes this location perfect for those wanting quick access to amenities and to all the great outdoors has to offer. If you haven't considered a townhome in Westbrook, it's time to take a closer look. Value. Convenience. Location.

4 Beds ⋅ 3 Baths

Spacious and spa like first floor en suite primary bedroom with custom bath and first floor laundry hook up. This unique condominium floor plan lives like a single family home without all the exterior maintenance. Over 2100 square feet of living space featuring 3 bedrooms and full bath upstairs, as well as kitchen pantry, custom tiled primary bath and electric fireplace on the first floor. Proximity to walking trails, public access to the kayak/canoe boat launch on Lincoln Street and an easy walk downtown to your favorite coffee spot makes this location perfect for those wanting quick access to amenities and to all the great outdoors has to offer. If you haven't considered a townhome in Westbrook, it's time to take a closer look. Value. Convenience. Location.

6 Hogan Cir Unit 34, Westbrook

Listing courtesy of Portside Real Estate Group.

$560,000

Enjoy the ease of one-floor living in this meticulously cared for, move in ready condo at Winslow Green. Thoughtfully designed for comfort and modern convenience, this inviting home offers 2 BRs, 2 full BAs, main-level laundry, and an attached 1-car garage. The primary bedroom features an ensuite bath with a custom tile shower and a walk-in closet with a custom California Closet design. A second bedroom and full bath offer flexibility for guests, a home office, or additional space to suit your needs. The open, light-filled main living area includes a well-appointed kitchen with stainless steel appliances and a center island. Step outside to the deck, where the quiet, natural landscape of the backyard creates a peaceful setting for morning coffee, outdoor dining, or relaxing at the end of the day. The attached garage with EV hookup adds modern convenience, while the unfinished basement provides generous storage, room for a workshop, fitness or hobby area, and is already plumbed for an optional additional bath. Beautifully maintained and ready to enjoy from day one, Unit 18 pairs the simplicity of condo ownership with the space and functionality of a traditional home. With pet and rental-friendly association policies, this Westbrook property offers even greater flexibility for its next owner.

Enjoy the ease of one-floor living in this meticulously cared for, move in ready condo at Winslow Green. Thoughtfully designed for comfort and modern convenience, this inviting home offers 2 BRs, 2 full BAs, main-level laundry, and an attached 1-car garage. The primary bedroom features an ensuite bath with a custom tile shower and a walk-in closet with a custom California Closet design. A second bedroom and full bath offer flexibility for guests, a home office, or additional space to suit your needs. The open, light-filled main living area includes a well-appointed kitchen with stainless steel appliances and a center island. Step outside to the deck, where the quiet, natural landscape of the backyard creates a peaceful setting for morning coffee, outdoor dining, or relaxing at the end of the day. The attached garage with EV hookup adds modern convenience, while the unfinished basement provides generous storage, room for a workshop, fitness or hobby area, and is already plumbed for an optional additional bath. Beautifully maintained and ready to enjoy from day one, Unit 18 pairs the simplicity of condo ownership with the space and functionality of a traditional home. With pet and rental-friendly association policies, this Westbrook property offers even greater flexibility for its next owner.

375 Pride St Unit 18, Westbrook

Listing courtesy of Engel & Volkers Casco Bay.

$894,000

Your Dream Home Awaits You In Westbrook!! Welcome To 176 Mason Street!! You don't want to miss out on this Beautiful 1910 Victorian!! This very well kept and cared for home offers all of the beauty, and charm of the time period, while giving the craftsmanship, and amenities that you just don't see in modern homes any more. The huge 3,922 +/- square foot layout offers plenty of room for updates, and more modern amenities. The best of both worlds!! The first floor offers, huge rooms, lots of windows for plenty of natural light, a sunroom, 2 fireplaces, a half bath, big kitchen, laundry, hardwood and tile throughout, crown moldings, and wainscoting round out this floor!! This leads us up (2 different stairwells) to the 2nd floor, and more of the same qualities! Hard wood and tile throughout, 4 bedrooms including a Primary Bedroom Suite, 2 full baths, and another large bonus room!! This takes us to the 3rd floor and more of the same, bonus square footage, family rooms, great room, and even unfinished attic space for storage and/or future updating! The enormous full basement has a Modine heater and a finished room, also has plumbing stubbed for a possible future bath. The detached 2 car garage and spacious driveway offer plenty of parking, and plenty of storage in the unfinished second floor. The lot offers a big private yard perfect for cookouts, entertaining, and relaxing! The perfect home to grow with!! The location is amazing, close to everything, the town. shopping, and the Maine Turnpike!! The corner lot gives plenty of road frontage to make this property very versatile in its possible usages. Some commercial, rental, business and multifamily options are definitely available making this home perfect for everyone from the growing family residence to the savviest investors alike!! This Home Is A Must See!!!

4 Beds ⋅ 3 Baths

Your Dream Home Awaits You In Westbrook!! Welcome To 176 Mason Street!! You don't want to miss out on this Beautiful 1910 Victorian!! This very well kept and cared for home offers all of the beauty, and charm of the time period, while giving the craftsmanship, and amenities that you just don't see in modern homes any more. The huge 3,922 +/- square foot layout offers plenty of room for updates, and more modern amenities. The best of both worlds!! The first floor offers, huge rooms, lots of windows for plenty of natural light, a sunroom, 2 fireplaces, a half bath, big kitchen, laundry, hardwood and tile throughout, crown moldings, and wainscoting round out this floor!! This leads us up (2 different stairwells) to the 2nd floor, and more of the same qualities! Hard wood and tile throughout, 4 bedrooms including a Primary Bedroom Suite, 2 full baths, and another large bonus room!! This takes us to the 3rd floor and more of the same, bonus square footage, family rooms, great room, and even unfinished attic space for storage and/or future updating! The enormous full basement has a Modine heater and a finished room, also has plumbing stubbed for a possible future bath. The detached 2 car garage and spacious driveway offer plenty of parking, and plenty of storage in the unfinished second floor. The lot offers a big private yard perfect for cookouts, entertaining, and relaxing! The perfect home to grow with!! The location is amazing, close to everything, the town. shopping, and the Maine Turnpike!! The corner lot gives plenty of road frontage to make this property very versatile in its possible usages. Some commercial, rental, business and multifamily options are definitely available making this home perfect for everyone from the growing family residence to the savviest investors alike!! This Home Is A Must See!!!

176 Mason St, Westbrook

Listing courtesy of Getty Real Estate Services, LLC.

$379,500

Fresh Price Adjustment! Built in 2024, this 2-bedroom, 1.5-bath townhouse-style condo has a spacious contemporary layout and resides on an acre and half of open grounds. The first floor features an open-concept design with a kitchen featuring granite countertops and stainless steel appliances, a living and dining room area along with a half bath and walk-out access to the rear deck. Upstairs are two bedrooms with ample closet space, a full bathroom, hall closet, and second-floor laundry. The home is equipped with a high-efficiency, wall-hung boiler system for heating and hot water. The property also includes a full basement with walk-up access, providing convenient interior and exterior entry and plenty of storage space. Outside, you'll find a covered front porch overlooking the horse pastures across the street, a private rear deck with wooded views, and two designated parking spaces. Kasseys Way is located approximately 2 miles from downtown Westbrook and Rock Row, with easy access to nearby nature trails, including Mill Brook and the Sebago to the Sea Trail. Just minutes from Portland, the location also puts you close to everything around Greater Portland, including restaurants, shopping, entertainment, parks, and more. A great opportunity to own a 2024-built home in a convenient Westbrook location.

Fresh Price Adjustment! Built in 2024, this 2-bedroom, 1.5-bath townhouse-style condo has a spacious contemporary layout and resides on an acre and half of open grounds. The first floor features an open-concept design with a kitchen featuring granite countertops and stainless steel appliances, a living and dining room area along with a half bath and walk-out access to the rear deck. Upstairs are two bedrooms with ample closet space, a full bathroom, hall closet, and second-floor laundry. The home is equipped with a high-efficiency, wall-hung boiler system for heating and hot water. The property also includes a full basement with walk-up access, providing convenient interior and exterior entry and plenty of storage space. Outside, you'll find a covered front porch overlooking the horse pastures across the street, a private rear deck with wooded views, and two designated parking spaces. Kasseys Way is located approximately 2 miles from downtown Westbrook and Rock Row, with easy access to nearby nature trails, including Mill Brook and the Sebago to the Sea Trail. Just minutes from Portland, the location also puts you close to everything around Greater Portland, including restaurants, shopping, entertainment, parks, and more. A great opportunity to own a 2024-built home in a convenient Westbrook location.

15 Kasseys Way Unit 2, Westbrook

Listing courtesy of Maineland Real Estate. 207-650-3101

$525,000

Two-unit leased at $5,000 per month. Four bedrooms, two baths across two units, 1,260 sq ft, public water and sewer. Roof 2023, Rinnai heat 2021. Owner currently pays gas, electric and water — separate or bill back and the net income moves. Walk to downtown Westbrook, short drive to Portland. Leases, rent roll and utility history available to qualified buyers.

Two-unit leased at $5,000 per month. Four bedrooms, two baths across two units, 1,260 sq ft, public water and sewer. Roof 2023, Rinnai heat 2021. Owner currently pays gas, electric and water — separate or bill back and the net income moves. Walk to downtown Westbrook, short drive to Portland. Leases, rent roll and utility history available to qualified buyers.

92 Cottage St, Westbrook

Listing courtesy of Keller Williams Realty.

$499,000

Welcome to the heart of Westbrook, where this charming two-bedroom, two-bathroom home sits on a spacious double lot with direct water frontage on Beaver Pond. Unwind by the water's edge or entertain on the expansive, private back deck. Step inside to find gleaming hardwood floors and an inviting open-concept kitchen and living area, bathed in abundant natural light throughout the day. A dedicated main-floor office makes working from home effortless. The first-floor primary bedroom is complimented by a generously sized full bath with an expanded vanity, while the private second-floor bedroom occupies the entire upper level. The fully equipped basement offers exceptional bonus space or accessory dwelling unit (ADU) potential, complete with its own dedicated entryway, secondary kitchen area, and full bathroom.