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Welcome to 27 Oriole Street, where classic ranch-style living meets thoughtful modern updates. This beautifully renovated home has been refreshed, blending timeless charm with today's finishes. Step inside to discover a bright, inviting interior featuring fresh paint throughout, refinished hardwood floors, new luxury vinyl plank flooring, and updated light fixtures in every room. The stunning new kitchen is sure to impress with brand-new cabinetry, quartz countertops, and a full suite of new appliances--making it as functional as it is beautiful. The bathroom has been tastefully updated with a new vanity, while additional improvements--including a boiler professionally serviced and tuned in July 2026 and a renovated shed with a new metal roof--add lasting value and peace of mind. Outside, you'll find a generously sized backyard that's perfect for summer barbecues, family gatherings, gardening, or simply relaxing. With plenty of open space, the lot also offers excellent potential for a future garage (subject to local approvals), giving you room to expand as your needs evolve. Whether you're looking for your first home, a place to downsize, or a low-maintenance property that's truly move-in ready, this charming ranch checks all the boxes. Conveniently located in Westbrook, you'll enjoy easy access to shopping, restaurants, and Portland while coming home to a property where the hard work has already been done. Move right in, unpack, and start enjoying the quality, comfort, and convenience of this beautifully renovated home.

27 Oriole St, Westbrook

Listing courtesy of Maine Source Realty.

Selling Office: Berkshire Hathaway HomeServices Verani Realty.

$423,000

Small in size, BIG on personality--this fully renovated Westbrook gem is proof that great things come in efficient packages! With just under 800 square feet, every inch of this home has been thoughtfully redesigned from the inside out to feel fresh, functional, and totally move-in ready. Need flexibility? You've got it. Set it up as 3 cozy bedrooms or go with 2 bedrooms plus a perfect work-from-home office or creative space. The brand-new kitchen shines with all stainless-steel appliances, and yes--the washer and dryer are included too, because convenience matters. A one-car garage comes with a bonus second floor--ideal for extra gear, seasonal items, or a well-organized storage area. Plus, there's a full basement offering even more room to keep things organized or expand your space. Energy-efficient upgrades throughout mean lower bills and a lighter footprint, all wrapped up in a stylish, low-maintenance home. And the location? You're in a great Westbrook spot with easy access to Portland, Falmouth, and Windham--putting dining, shopping, and outdoor recreation just minutes away. Efficient, adorable, and packed with perks--this one is anything but ordinary!

Small in size, BIG on personality--this fully renovated Westbrook gem is proof that great things come in efficient packages! With just under 800 square feet, every inch of this home has been thoughtfully redesigned from the inside out to feel fresh, functional, and totally move-in ready. Need flexibility? You've got it. Set it up as 3 cozy bedrooms or go with 2 bedrooms plus a perfect work-from-home office or creative space. The brand-new kitchen shines with all stainless-steel appliances, and yes--the washer and dryer are included too, because convenience matters. A one-car garage comes with a bonus second floor--ideal for extra gear, seasonal items, or a well-organized storage area. Plus, there's a full basement offering even more room to keep things organized or expand your space. Energy-efficient upgrades throughout mean lower bills and a lighter footprint, all wrapped up in a stylish, low-maintenance home. And the location? You're in a great Westbrook spot with easy access to Portland, Falmouth, and Windham--putting dining, shopping, and outdoor recreation just minutes away. Efficient, adorable, and packed with perks--this one is anything but ordinary!

555 Brook St, Westbrook

Listing courtesy of Dream Home Realty LLC.

Selling Office: Meservier & Associates.

$417,000

Welcome to 37 Pineview Road, a warm and inviting home nestled in a peaceful and well established Westbrook neighborhood. With comfortable one level living and an easy, welcoming floor plan, this charming property offers a wonderful place to begin a new chapter, simplify your lifestyle, or settle into a home that simply feels good. Inside, the beautiful hardwood floors bring a natural warmth and character to the bright, cheerful living spaces. Dependable cast iron baseboard heat provides steady, cozy comfort during the colder months, creating the kind of atmosphere that makes you want to settle in, relax, and stay awhile. Since you're settling in... the warmth of the fireplace adds another welcoming touch, creating a natural gathering place where you can enjoy a quiet evening, warm up after a winter day, or spend meaningful time with family and friends. Imagine celebrating the holidays here, with loved ones gathered around the table or the living room, with seasonal decorations filling your home, and new and old treasured traditions taking shape year after year. When Halloween arrives, the neighborhood comes alive with excited trick or treaters, glowing porch lights, and the welcoming sense of community that makes a house feel like home. The large, open backyard is a wonderful extension of the living space, offering plenty of room for summer cookouts, outdoor dining, lawn games, gardening, pets, or quiet afternoons in the sunshine. It is an ideal setting for entertaining friends, watching children play, or simply enjoying the changing seasons. Conveniently located near shopping, restaurants, schools, and commuter routes, this is more than just a place to live. It is a comfortable and welcoming home where everyday moments can become lasting memories.

Welcome to 37 Pineview Road, a warm and inviting home nestled in a peaceful and well established Westbrook neighborhood. With comfortable one level living and an easy, welcoming floor plan, this charming property offers a wonderful place to begin a new chapter, simplify your lifestyle, or settle into a home that simply feels good. Inside, the beautiful hardwood floors bring a natural warmth and character to the bright, cheerful living spaces. Dependable cast iron baseboard heat provides steady, cozy comfort during the colder months, creating the kind of atmosphere that makes you want to settle in, relax, and stay awhile. Since you're settling in... the warmth of the fireplace adds another welcoming touch, creating a natural gathering place where you can enjoy a quiet evening, warm up after a winter day, or spend meaningful time with family and friends. Imagine celebrating the holidays here, with loved ones gathered around the table or the living room, with seasonal decorations filling your home, and new and old treasured traditions taking shape year after year. When Halloween arrives, the neighborhood comes alive with excited trick or treaters, glowing porch lights, and the welcoming sense of community that makes a house feel like home. The large, open backyard is a wonderful extension of the living space, offering plenty of room for summer cookouts, outdoor dining, lawn games, gardening, pets, or quiet afternoons in the sunshine. It is an ideal setting for entertaining friends, watching children play, or simply enjoying the changing seasons. Conveniently located near shopping, restaurants, schools, and commuter routes, this is more than just a place to live. It is a comfortable and welcoming home where everyday moments can become lasting memories.

37 Pine View Rd, Westbrook

Listing courtesy of Spectrum Real Estate.

Selling Office: Greater Portland Realty.

Quaint, well kept, 3BR 1 Bath New Englander, with large deck overlooking private fenced in backyard, is in a great Westbrook location. The home offers easy access to Downtown and its restaurants, shops, businesses, Riverbank Park, The Westbrook River Walk and much more. Experience the perfect blend of charm, nature, and walkability in one of Greater Portland's vibrant communities.

Quaint, well kept, 3BR 1 Bath New Englander, with large deck overlooking private fenced in backyard, is in a great Westbrook location. The home offers easy access to Downtown and its restaurants, shops, businesses, Riverbank Park, The Westbrook River Walk and much more. Experience the perfect blend of charm, nature, and walkability in one of Greater Portland's vibrant communities.

282 Forest St, Westbrook

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

Selling Office: Redfin Corporation.

Thoughtfully updated and effortlessly inviting, this charming two-bedroom residence offers the perfect blend of comfort, functionality, and privacy. With a brand-new roof and newer heating system already in place, the home is ready for its next chapter--allowing you to focus on enjoying the lifestyle it offers. Designed with easy living and entertaining in mind, the open-concept layout seamlessly connects the kitchen, dining, and living spaces. The dining area opens to a newly painted deck overlooking an exceptionally private backyard, creating an ideal setting for summer gatherings, quiet mornings, or evenings around the firepit. The versatile second bedroom features custom built-in storage, perfectly suited for a work-from-home office or creative space. Privately situated at the rear of the home, the primary bedroom enjoys peaceful views of the yard and garden areas, where mature landscaping and established perennials create a serene outdoor retreat with ample space for gardening and pets alike. Additional highlights include an oversized detached garage, also with a new roof, offering generous room for storage, hobbies, or workshop space, along with an unfinished basement providing even more potential. A dedicated garden shed and convenient access to downtown Westbrook, Portland, and the Maine Turnpike complete this exceptional offering.

Thoughtfully updated and effortlessly inviting, this charming two-bedroom residence offers the perfect blend of comfort, functionality, and privacy. With a brand-new roof and newer heating system already in place, the home is ready for its next chapter--allowing you to focus on enjoying the lifestyle it offers. Designed with easy living and entertaining in mind, the open-concept layout seamlessly connects the kitchen, dining, and living spaces. The dining area opens to a newly painted deck overlooking an exceptionally private backyard, creating an ideal setting for summer gatherings, quiet mornings, or evenings around the firepit. The versatile second bedroom features custom built-in storage, perfectly suited for a work-from-home office or creative space. Privately situated at the rear of the home, the primary bedroom enjoys peaceful views of the yard and garden areas, where mature landscaping and established perennials create a serene outdoor retreat with ample space for gardening and pets alike. Additional highlights include an oversized detached garage, also with a new roof, offering generous room for storage, hobbies, or workshop space, along with an unfinished basement providing even more potential. A dedicated garden shed and convenient access to downtown Westbrook, Portland, and the Maine Turnpike complete this exceptional offering.

132 Austin St, Westbrook

Listing courtesy of Keller Williams Realty. 207-650-6176

Selling Office: RE/MAX Shoreline.

Spacious Single-Level Living. Enjoy the ease of one-level living in this charming ranch-style home set on a well-landscaped and private 0.52-acre lot. The home features hardwood floors, a generous living room with a cozy fireplace and built-in shelving on either side, a formal dining room, and an eat-in kitchen banquette, perfect for everyday living. Comfort and efficiency are enhanced by a pellet stove and heat pumps, providing supplemental warmth in the winter and cooling during the warmer months. Conveniently located off the oversized two-car garage is a spacious mudroom/entry area, along with a dedicated laundry space adjacent to the kitchen. The flexible floor plan offers three bedrooms plus an office/den, providing plenty of room for work, hobbies, or guests. Adding to its appeal, the original portion of the home was designed by John Calvin Stevens II, blending architectural character with comfortable modern living. This property offers is set on a private 0.52 acre lot and offers a wonderful combination of privacy, space, and convenience.

Spacious Single-Level Living. Enjoy the ease of one-level living in this charming ranch-style home set on a well-landscaped and private 0.52-acre lot. The home features hardwood floors, a generous living room with a cozy fireplace and built-in shelving on either side, a formal dining room, and an eat-in kitchen banquette, perfect for everyday living. Comfort and efficiency are enhanced by a pellet stove and heat pumps, providing supplemental warmth in the winter and cooling during the warmer months. Conveniently located off the oversized two-car garage is a spacious mudroom/entry area, along with a dedicated laundry space adjacent to the kitchen. The flexible floor plan offers three bedrooms plus an office/den, providing plenty of room for work, hobbies, or guests. Adding to its appeal, the original portion of the home was designed by John Calvin Stevens II, blending architectural character with comfortable modern living. This property offers is set on a private 0.52 acre lot and offers a wonderful combination of privacy, space, and convenience.

359 Pride St, Westbrook

Listing courtesy of Keller Williams Realty. 207-838-9366

Selling Office: Berkshire Hathaway HomeServices Verani Realty.

Adorable Ranch style HOME in Westbrook. This well-maintained property features beautiful trees, shrubs and lawns. There is a fenced in back yard, it's a wonderful private setting that is perfect. The location allows for easy access to schools, shopping and major roads. The house has a nice layout and a lot of charm. In addition to the FHW Heating System there is a WHOLE House Central Heating and Cooling System for those hot summer days. The Town of Westbrook has curb side trash pick-up, NO pesky per bag fees, yippee. Come take a look, don't pass on this ONE!

Adorable Ranch style HOME in Westbrook. This well-maintained property features beautiful trees, shrubs and lawns. There is a fenced in back yard, it's a wonderful private setting that is perfect. The location allows for easy access to schools, shopping and major roads. The house has a nice layout and a lot of charm. In addition to the FHW Heating System there is a WHOLE House Central Heating and Cooling System for those hot summer days. The Town of Westbrook has curb side trash pick-up, NO pesky per bag fees, yippee. Come take a look, don't pass on this ONE!

15 Woodland Rd, Westbrook

Listing courtesy of Century 21 North East.

Welcome to effortless living in the heart of Westbrook. Tucked back off the road, this bright, clean, and thoughtfully designed first-floor condo offers comfort, convenience, and exceptional space throughout. The large primary bedroom features a generous walk-in closet, and the spa-like full bath includes a soaking tub and separate shower. An additional bedroom and convenient half bath provide flexibility for guests, a home office, or everyday living. Natural light pours through large picture windows in the inviting living room, creating a warm and airy atmosphere. The eat-in kitchen features a cozy breakfast nook and island counter with ample workspace and seating. Step outside to enjoy your own private, covered back deck, ideal for morning coffee, summer evenings, or relaxing outdoors in peace. Additional highlights include in-unit washer and dryer, central air conditioning, a shared garage providing space for 1 car, and a large temperature-controlled storage/flex space in the basement perfect for workout or hobby area, along with extra storage needs. Ideally located just minutes from everything downtown Westbrook has to offer, including restaurants, shopping, and trails, with easy highway access for commuting to Portland and beyond. Open House Saturday May 30th 11:00 - 1:00

Welcome to effortless living in the heart of Westbrook. Tucked back off the road, this bright, clean, and thoughtfully designed first-floor condo offers comfort, convenience, and exceptional space throughout. The large primary bedroom features a generous walk-in closet, and the spa-like full bath includes a soaking tub and separate shower. An additional bedroom and convenient half bath provide flexibility for guests, a home office, or everyday living. Natural light pours through large picture windows in the inviting living room, creating a warm and airy atmosphere. The eat-in kitchen features a cozy breakfast nook and island counter with ample workspace and seating. Step outside to enjoy your own private, covered back deck, ideal for morning coffee, summer evenings, or relaxing outdoors in peace. Additional highlights include in-unit washer and dryer, central air conditioning, a shared garage providing space for 1 car, and a large temperature-controlled storage/flex space in the basement perfect for workout or hobby area, along with extra storage needs. Ideally located just minutes from everything downtown Westbrook has to offer, including restaurants, shopping, and trails, with easy highway access for commuting to Portland and beyond. Open House Saturday May 30th 11:00 - 1:00

210 Forest St Unit 6, Westbrook

Listing courtesy of Portside Real Estate Group.

This charming New Englander beautifully blends timeless character with the modern updates you'll love. Ideally situated on Beaver Pond and just a short stroll to Westbrook's vibrant downtown shops and restaurants, this home offers the perfect mix of convenience and serenityâ€”all just minutes from I-95 and Portland. Enjoy comfort and efficiency with multiple newer heating systems, including a natural gas Viessmann boiler and three heat pump mini-splits. Additional highlights include a central vacuum system, a foundation extension that's perfect for a workshop or studio, and a spacious new deck overlooking Beaver Pondâ€”ideal for relaxing or entertaining. A truly special and rare opportunity you won't want to miss!

This charming New Englander beautifully blends timeless character with the modern updates you'll love. Ideally situated on Beaver Pond and just a short stroll to Westbrook's vibrant downtown shops and restaurants, this home offers the perfect mix of convenience and serenityâ€”all just minutes from I-95 and Portland. Enjoy comfort and efficiency with multiple newer heating systems, including a natural gas Viessmann boiler and three heat pump mini-splits. Additional highlights include a central vacuum system, a foundation extension that's perfect for a workshop or studio, and a spacious new deck overlooking Beaver Pondâ€”ideal for relaxing or entertaining. A truly special and rare opportunity you won't want to miss!

96 Brackett St, Westbrook

Listing courtesy of Advisors Living, LLC.

Selling Office: Legacy Properties Sotheby's International Realty.

$413,000

Tucked away at the end of a quiet dead-end road, 19 Fairlawn Avenue offers the perfect balance of neighborhood convenience and wooded privacy. This charming Cape features warm hardwood floors, an updated kitchen and bathroom, and a comfortable layout filled with character. Set on one of the largest lots on the street, the property feels like your own private slice of the woods, with plenty of space to relax, garden, entertain, or explore. Downtown Westbrook is just minutes away, making local restaurants, shops, parks, and community events easily accessible. A welcoming home in a convenient location, with a backyard setting that feels worlds away. Showings begin Saturday, 7/25.

Tucked away at the end of a quiet dead-end road, 19 Fairlawn Avenue offers the perfect balance of neighborhood convenience and wooded privacy. This charming Cape features warm hardwood floors, an updated kitchen and bathroom, and a comfortable layout filled with character. Set on one of the largest lots on the street, the property feels like your own private slice of the woods, with plenty of space to relax, garden, entertain, or explore. Downtown Westbrook is just minutes away, making local restaurants, shops, parks, and community events easily accessible. A welcoming home in a convenient location, with a backyard setting that feels worlds away. Showings begin Saturday, 7/25.

19 Fairlawn Ave, Westbrook

Listing courtesy of Real Broker. 207-756-2442

Welcome home to this charming 2-bedroom house set on a sunny corner lot in the heart of Westbrook. Natural light pours in throughout the day, and the layout feels easy and intuitive. There's a quiet sense of character here, from the built-in hutch and playful wallpaper to the open kitchen and dining area that naturally becomes the gathering spot for daily life. The home offers 936 square feet of comfortable, single-level living on a .23-acre lot with a surprisingly generous yard. While the home fronts Longfellow, the driveway is tucked onto a dead-end side street, offering a more private and low-traffic feel. You'll also find main-level laundry, an attached one-car garage, and a simple mudroom that makes coming and going a breeze. It's a manageable, flexible space—great whether you're just starting out, downsizing, or looking for a home that simply feels easy to live in. With sidewalks leading right into town, you're close to local shops, restaurants, and everyday conveniences, making this a really accessible and well-situated spot to call home.

$410,000

Welcome home to this charming 2-bedroom house set on a sunny corner lot in the heart of Westbrook. Natural light pours in throughout the day, and the layout feels easy and intuitive. There's a quiet sense of character here, from the built-in hutch and playful wallpaper to the open kitchen and dining area that naturally becomes the gathering spot for daily life. The home offers 936 square feet of comfortable, single-level living on a .23-acre lot with a surprisingly generous yard. While the home fronts Longfellow, the driveway is tucked onto a dead-end side street, offering a more private and low-traffic feel. You'll also find main-level laundry, an attached one-car garage, and a simple mudroom that makes coming and going a breeze. It's a manageable, flexible space—great whether you're just starting out, downsizing, or looking for a home that simply feels easy to live in. With sidewalks leading right into town, you're close to local shops, restaurants, and everyday conveniences, making this a really accessible and well-situated spot to call home.

218 Longfellow St, Westbrook

Listing courtesy of Portside Real Estate Group.

Selling Office: Real Broker.

$409,000

Spacious and well designed raised ranch in the heart of residential Westbrook, convenient to all Westbrook amenities. Large kitchen with plenty of counter space open to expansive living room. Sunroom addition with skylights. Lower level is a separate living space with bedroom, den with brick hearth and bath. Attached 2 car heated garage. Level fenced in yard contains appealing shed with lights and electricity. Wrap around deck. FURNACE IS NEW. This home offers a terrific opportunity for sweat equity (updating) in a desirable neighborhood. DON'T WAIT. PLEASE SUBMIT OFFERS BY 12/29 @ NOON ALLOW UNTIL 12/31 @ NOON FOR RESPONSE. SELLER RESERVES THE RIGHT TO ACCEPT AN OFFER BEFORE DEADLINES

Spacious and well designed raised ranch in the heart of residential Westbrook, convenient to all Westbrook amenities. Large kitchen with plenty of counter space open to expansive living room. Sunroom addition with skylights. Lower level is a separate living space with bedroom, den with brick hearth and bath. Attached 2 car heated garage. Level fenced in yard contains appealing shed with lights and electricity. Wrap around deck. FURNACE IS NEW. This home offers a terrific opportunity for sweat equity (updating) in a desirable neighborhood. DON'T WAIT. PLEASE SUBMIT OFFERS BY 12/29 @ NOON ALLOW UNTIL 12/31 @ NOON FOR RESPONSE. SELLER RESERVES THE RIGHT TO ACCEPT AN OFFER BEFORE DEADLINES

10 Arlington Ave, Westbrook

Listing courtesy of Chalmers Realty.

Selling Office: Maine Real Estate Co.

$409,000

Mid-century Ranch style home located in a quiet neighborhood in the heart of Westbrook, close to all services. The city has this home listed as a 2 bedroom, however there is a bonus room with a closet and privacy doors which can be used as a third bedroom, den, or dining room. All of the rooms have vintage knotty pine wooden walls, and there are replacement windows, an eat in kitchen, hardwood floors in the Living room and hall, and carpeting throughout the bedrooms. There is a sunroom located between the house and single car garage perfect for entertaining during those summer nights. The fenced back yard has an oversized shed, cinder block fire pit, and a patio. Recently the furnace was serviced and the efficiency rating is 87. For a video walk-thru go to YouTube and enter the property address. Seller Concessions Available. Elevation: 34 meters / 112 feet above Sea Level

Mid-century Ranch style home located in a quiet neighborhood in the heart of Westbrook, close to all services. The city has this home listed as a 2 bedroom, however there is a bonus room with a closet and privacy doors which can be used as a third bedroom, den, or dining room. All of the rooms have vintage knotty pine wooden walls, and there are replacement windows, an eat in kitchen, hardwood floors in the Living room and hall, and carpeting throughout the bedrooms. There is a sunroom located between the house and single car garage perfect for entertaining during those summer nights. The fenced back yard has an oversized shed, cinder block fire pit, and a patio. Recently the furnace was serviced and the efficiency rating is 87. For a video walk-thru go to YouTube and enter the property address. Seller Concessions Available. Elevation: 34 meters / 112 feet above Sea Level

42 Lowell St, Westbrook

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

Selling Office: Plowman Realty Group.

$405,000

Welcome to 261 Cumberland Street, a charming 2-bedroom, 1.5-bath ranch with an inviting layout and an incredible backyard. The kitchen is both functional and sweet, with room for a cozy eat-in table, while the oversized living room offers plenty of space to gather around the wood-burning fireplace and classic brick hearth. But the real star of the show is out back: a massive backyard that directly abuts the Westbrook Little League fields, creating an expansive setting with plenty of room to garden, play, entertain, or simply enjoy the open space. A great opportunity to settle into a well-loved Westbrook neighborhood with space inside and out.

Welcome to 261 Cumberland Street, a charming 2-bedroom, 1.5-bath ranch with an inviting layout and an incredible backyard. The kitchen is both functional and sweet, with room for a cozy eat-in table, while the oversized living room offers plenty of space to gather around the wood-burning fireplace and classic brick hearth. But the real star of the show is out back: a massive backyard that directly abuts the Westbrook Little League fields, creating an expansive setting with plenty of room to garden, play, entertain, or simply enjoy the open space. A great opportunity to settle into a well-loved Westbrook neighborhood with space inside and out.

261 Cumberland St, Westbrook

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

Selling Office: Coldwell Banker Realty.

$401,839

Enjoy the perfect blend of modern updates and an unbeatable location with this turnkey 2-bedroom, 1-bath charmer! Location is everything, and this home places you minutes from I-95 for an effortless commute, while putting the vibrant dining scene of Portland and the four-season recreation of Sebago Lake right at your fingertips. Inside, you'll immediately notice the refreshed, polished feel of a home that is entirely move-in ready. The main living space shines with beautifully finished hardwood floors, a tastefully updated bathroom, and a modern kitchen complete with rich butcher block countertops and stainless steel appliances. Need extra room to expand? The property delivers a massive bonus with 580 sq. ft. of finished bonus space in the basement--an ideal setup for a high-productivity home office, private gym, playroom, or media den that seamlessly adapts to your needs. Outdoors, the backyard offers a wonderful space to relax or entertain, featuring a large storage shed and raised garden beds ready for your flowers or fresh vegetables. Best of all, enjoy total peace of mind with a pre-wired generator hook-up to keep you protected through every season. Packed with practical upgrades in an unbeatable commuter-friendly location, this gorgeous property is a rare find-schedule your showing today!

Enjoy the perfect blend of modern updates and an unbeatable location with this turnkey 2-bedroom, 1-bath charmer! Location is everything, and this home places you minutes from I-95 for an effortless commute, while putting the vibrant dining scene of Portland and the four-season recreation of Sebago Lake right at your fingertips. Inside, you'll immediately notice the refreshed, polished feel of a home that is entirely move-in ready. The main living space shines with beautifully finished hardwood floors, a tastefully updated bathroom, and a modern kitchen complete with rich butcher block countertops and stainless steel appliances. Need extra room to expand? The property delivers a massive bonus with 580 sq. ft. of finished bonus space in the basement--an ideal setup for a high-productivity home office, private gym, playroom, or media den that seamlessly adapts to your needs. Outdoors, the backyard offers a wonderful space to relax or entertain, featuring a large storage shed and raised garden beds ready for your flowers or fresh vegetables. Best of all, enjoy total peace of mind with a pre-wired generator hook-up to keep you protected through every season. Packed with practical upgrades in an unbeatable commuter-friendly location, this gorgeous property is a rare find-schedule your showing today!

29 Lowell St, Westbrook

Listing courtesy of Portside Real Estate Group.

Updated 3-Bedroom Home in a Convenient Location Welcome to this beautifully refreshed 3-bedroom, 1-bath home, offering comfortable living in a convenient location. The property has received a full refresh, including a new roof, giving you peace of mind while adding to the home's overall appeal. Outside, enjoy a nice fenced-in backyard, providing a great space for children to play, dogs to roam, or simply relaxing and entertaining outdoors. Location is another major highlight! The home is conveniently located near local schools and the community center, while also being just a short distance from downtown, putting shopping, dining, recreation, and everyday conveniences close by.

$400,000

Updated 3-Bedroom Home in a Convenient Location Welcome to this beautifully refreshed 3-bedroom, 1-bath home, offering comfortable living in a convenient location. The property has received a full refresh, including a new roof, giving you peace of mind while adding to the home's overall appeal. Outside, enjoy a nice fenced-in backyard, providing a great space for children to play, dogs to roam, or simply relaxing and entertaining outdoors. Location is another major highlight! The home is conveniently located near local schools and the community center, while also being just a short distance from downtown, putting shopping, dining, recreation, and everyday conveniences close by.

365 Cumberland St, Westbrook

Listing courtesy of Dream Home Realty LLC.

Selling Office: Signature Homes Real Estate Group, LLC.

$400,000

Welcome to 184 Central Street a perfect bungalow offering the ideal blend of timeless charm and thoughtful updates. This inviting home can be just the place to make memories! The main level offers comfortable single-floor living, with one bedroom & including a cozy living room, eat-in kitchen and sunroom! On the second floor is two other bedrooms & full bathroom! Outside, enjoy a private backyard with space for relaxing, gardening, or entertaining. The property also features a convenient driveway for off-street parking plus a garage. Located close to downtown Westbrook's shops and restaurants, this home offers both comfort and convenience — all at an exceptional value. Come experience the charm and simplicity of bungalow living at 184 Central Street.

Welcome to 184 Central Street a perfect bungalow offering the ideal blend of timeless charm and thoughtful updates. This inviting home can be just the place to make memories! The main level offers comfortable single-floor living, with one bedroom & including a cozy living room, eat-in kitchen and sunroom! On the second floor is two other bedrooms & full bathroom! Outside, enjoy a private backyard with space for relaxing, gardening, or entertaining. The property also features a convenient driveway for off-street parking plus a garage. Located close to downtown Westbrook's shops and restaurants, this home offers both comfort and convenience — all at an exceptional value. Come experience the charm and simplicity of bungalow living at 184 Central Street.

184 Central St, Westbrook

Listing courtesy of Maine Real Estate Co.

Selling Office: Berkshire Hathaway HomeServices Verani Realty.

$400,000

Welcome to 150 Prospect Street in Westbrook--a charming and well-maintained home offering comfort, flexibility, and convenience. This property features a bright and inviting layout Situated in a desirable location close to local amenities, shopping, and just minutes from downtown Westbrook and Portland, this home offers the perfect balance of quiet living and accessibility. This home also has a private back yard. 150 Prospect Street is a must-se

Welcome to 150 Prospect Street in Westbrook--a charming and well-maintained home offering comfort, flexibility, and convenience. This property features a bright and inviting layout Situated in a desirable location close to local amenities, shopping, and just minutes from downtown Westbrook and Portland, this home offers the perfect balance of quiet living and accessibility. This home also has a private back yard. 150 Prospect Street is a must-se

150 Prospect St, Westbrook

Listing courtesy of Plowman Realty Group.

Selling Office: Plowman Realty Group.

$399,000

108 Mechanic St, Westbrook

Listing courtesy of F.O. Bailey Real Estate.

This spacious 6-bedroom, 1.5-bath home offers a rare combination of size, flexibility, and location in a quiet neighborhood with convenient access to downtown Westbrook, Portland, and the Maine Turnpike. The expansive layout provides versatile living options, whether for a large single-family residence or an investment opportunity, with a fenced-in yard, built-in drawers and abundant cabinetry adding both character and functionality throughout.

$399,000

6 Beds ⋅ 2 Baths

This spacious 6-bedroom, 1.5-bath home offers a rare combination of size, flexibility, and location in a quiet neighborhood with convenient access to downtown Westbrook, Portland, and the Maine Turnpike. The expansive layout provides versatile living options, whether for a large single-family residence or an investment opportunity, with a fenced-in yard, built-in drawers and abundant cabinetry adding both character and functionality throughout.

99 Haskell St, Westbrook

Listing courtesy of Keller Williams Realty.

This is easy, low-maintenance living in a townhouse-style condominium! Leading in from the charming front porch, you'll find a like-new interior featuring a spacious eat-in-kitchen with stainless steal appliances, plenty of cabinet space, and room to gather. The main level also offers a dining area and a bright, comfortable living room with a sliding glass door leading to the back dec - perfect for enjoying your morning coffee or relaxing outdoors. Upstairs, you'll find two generously sized bedrooms with ample closet space, two full bathrooms, and the convenient second floor laundry. The full basement offers excellent storage and exciting potential for future expansion, with partial daylight windows and room to finish additional living space. The attached 1 car garage adds even more storage space. If you're looking for a move-in ready home that combines comfort, convenience, and value, this condo is it!

$398,000

This is easy, low-maintenance living in a townhouse-style condominium! Leading in from the charming front porch, you'll find a like-new interior featuring a spacious eat-in-kitchen with stainless steal appliances, plenty of cabinet space, and room to gather. The main level also offers a dining area and a bright, comfortable living room with a sliding glass door leading to the back dec - perfect for enjoying your morning coffee or relaxing outdoors. Upstairs, you'll find two generously sized bedrooms with ample closet space, two full bathrooms, and the convenient second floor laundry. The full basement offers excellent storage and exciting potential for future expansion, with partial daylight windows and room to finish additional living space. The attached 1 car garage adds even more storage space. If you're looking for a move-in ready home that combines comfort, convenience, and value, this condo is it!

37 Ethel Ave Unit 6, Westbrook

Listing courtesy of Sprague & Curtis Real Estate. tyler@spragueandcurtis.com

More pictures coming soon! Location & convenience truly intersect at this newer and very well maintained home. Features include two bedrooms, one bath with the main bedroom having direct access to the full bathroom where you will find the stacked washer/dryer, luxury vinyl plank flooring, Heat pumps provide consistent year-round comfort. Other features include granite countertops, 1 car attached garages, full unfinished basement awaiting your finishing touches, cozy covered front porch, 12x12 patio. The basement has a dehumidifier and drains beneath the floor ensuring dry comfortable living. Neighborhood is connected to the city sidewalk system for safe and easy walking and transportation access. Homes like this are rare especially at this price. Schedule your showing today!

$395,000

More pictures coming soon! Location & convenience truly intersect at this newer and very well maintained home. Features include two bedrooms, one bath with the main bedroom having direct access to the full bathroom where you will find the stacked washer/dryer, luxury vinyl plank flooring, Heat pumps provide consistent year-round comfort. Other features include granite countertops, 1 car attached garages, full unfinished basement awaiting your finishing touches, cozy covered front porch, 12x12 patio. The basement has a dehumidifier and drains beneath the floor ensuring dry comfortable living. Neighborhood is connected to the city sidewalk system for safe and easy walking and transportation access. Homes like this are rare especially at this price. Schedule your showing today!

16 Viking Ln Unit 6, Westbrook

Listing courtesy of The Real Estate Store.

A terrific opportunity for first-time buyers: this charming ranch at 58 Little Avenue combines affordability with low maintenance updates. Recent investments — new roof (2023), upgraded electrical panel, and a 2021 Wall Hung propane forced hot water furnace — mean major systems are taken care of. Inside, you'll find updated bath tile, durable wood tile flooring throughout, and an open main level that's easy to furnish and maintain. Spend less on utilities with dual heating options: a main level fireplace with a woodstove insert and an additional basement woodstove. The property's level lot, paved driveway, one car garage and two sheds deliver storage and outdoor usability without a steep price. Located near shopping and highway access, this home offers a smart, convenient lifestyle for first-time buyers at an attractive list price.

$390,000

A terrific opportunity for first-time buyers: this charming ranch at 58 Little Avenue combines affordability with low maintenance updates. Recent investments — new roof (2023), upgraded electrical panel, and a 2021 Wall Hung propane forced hot water furnace — mean major systems are taken care of. Inside, you'll find updated bath tile, durable wood tile flooring throughout, and an open main level that's easy to furnish and maintain. Spend less on utilities with dual heating options: a main level fireplace with a woodstove insert and an additional basement woodstove. The property's level lot, paved driveway, one car garage and two sheds deliver storage and outdoor usability without a steep price. Located near shopping and highway access, this home offers a smart, convenient lifestyle for first-time buyers at an attractive list price.

58 Little Ave, Westbrook

Listing courtesy of Client First Realty Maine.

Selling Office: Non MREIS Agency.

$390,000

This adorable 3-bedroom, 1-bath Cape Cod home is nestled in a lovely, quiet residential neighborhood. The interior features hardwood floors and abundant natural light pouring through numerous windows. The exterior boasts vinyl siding and a detached garage, all situated on a desirable corner lot. Complete with a fabulous backyard perfect for relaxing or entertaining, this property is ready to welcome you home.

This adorable 3-bedroom, 1-bath Cape Cod home is nestled in a lovely, quiet residential neighborhood. The interior features hardwood floors and abundant natural light pouring through numerous windows. The exterior boasts vinyl siding and a detached garage, all situated on a desirable corner lot. Complete with a fabulous backyard perfect for relaxing or entertaining, this property is ready to welcome you home.

35 Union St, Westbrook

Listing courtesy of 207 Prime Properties, LLC.

Selling Office: Vitalius Real Estate Group, LLC.

$387,500

Best seat in the house! Enjoy sweeping river views and a vibrant, outdoor lifestyle with kayak rentals right next door, as well as access to a beautifully maintained community walking trail. This stylish, industrial inspired condo offers an open concept layout with flexible living space. Legally a two bedroom, the unit lives comfortably as a one bedroom with a loft or can function as a two bedroom with creative use of space. Outfitted with quality improvements, the home features dimmable lighting, professionally installed oversized remote controlled window shades, and window film designed to reduce glare while maximizing natural light. Additional amenities include shared outdoor space, on-site storage, and deeded parking. Ideally located in a walkable area with easy access to Portland, I-95, and the airport, this property offers both convenience and lifestyle. The river is calling!

Best seat in the house! Enjoy sweeping river views and a vibrant, outdoor lifestyle with kayak rentals right next door, as well as access to a beautifully maintained community walking trail. This stylish, industrial inspired condo offers an open concept layout with flexible living space. Legally a two bedroom, the unit lives comfortably as a one bedroom with a loft or can function as a two bedroom with creative use of space. Outfitted with quality improvements, the home features dimmable lighting, professionally installed oversized remote controlled window shades, and window film designed to reduce glare while maximizing natural light. Additional amenities include shared outdoor space, on-site storage, and deeded parking. Ideally located in a walkable area with easy access to Portland, I-95, and the airport, this property offers both convenience and lifestyle. The river is calling!

30 Lincoln St Unit 220, Westbrook

Listing courtesy of Legacy Properties Sotheby's International Realty.

Selling Office: Redfin Corporation.

Priced to account for the work needed, this 3BR/1.5 BA mid-century ranch offers convenient one-level living in a sought-after location close to town amenities and schools. With the right vision and sweat equity, this property could become a strong rental investment, a profitable flip, or your next home. Highlights include hardwood floors, updated kitchen and first floor bathroom, sizable backyard with deck access from dining area, and a 1-car garage. This is a probate estate sale and the property is being sold as-is by the Personal Representatives of the estate who have limited knowledge of the property. The property has been professionally pre-inspected and the full report is available for review upon request. Any and all offers due by Saturday 12/6 at 6pm. Please give the estate until Monday 12/8 at 6pm to respond.

Priced to account for the work needed, this 3BR/1.5 BA mid-century ranch offers convenient one-level living in a sought-after location close to town amenities and schools. With the right vision and sweat equity, this property could become a strong rental investment, a profitable flip, or your next home. Highlights include hardwood floors, updated kitchen and first floor bathroom, sizable backyard with deck access from dining area, and a 1-car garage. This is a probate estate sale and the property is being sold as-is by the Personal Representatives of the estate who have limited knowledge of the property. The property has been professionally pre-inspected and the full report is available for review upon request. Any and all offers due by Saturday 12/6 at 6pm. Please give the estate until Monday 12/8 at 6pm to respond.

97 Stroudwater St, Westbrook

Listing courtesy of U&R Real Estate.

Selling Office: Hearth & Key Realty.

This sun-filled, turnkey two-bedroom, one-bath single-level home is the perfect condo alternative, set within walking distance to downtown Westbrook and on the bus line for unmatched convenience. Bathed in natural light, the property lives large with a generous living area and eat-in kitchen, plus gleaming hardwood floors, tile (not vinyl), efficient heat, and an impressive list of updates that reflect true pride of ownership—including a high-end kitchen with sleek black stainless appliances and a refreshed bath. The immaculate basement, with direct backyard access, offers clear potential for finished space or even an ADU. Outside, the expansive, fenced, south-facing yard is a standout: huge deck, fire pit, horseshoe pits, and room for four-season enjoyment, from summer gatherings to cozy winter nights. Low-maintenance, move-in ready, and priced at an exceptional 349K, this is an opportunity that doesn't come around often.

This sun-filled, turnkey two-bedroom, one-bath single-level home is the perfect condo alternative, set within walking distance to downtown Westbrook and on the bus line for unmatched convenience. Bathed in natural light, the property lives large with a generous living area and eat-in kitchen, plus gleaming hardwood floors, tile (not vinyl), efficient heat, and an impressive list of updates that reflect true pride of ownership—including a high-end kitchen with sleek black stainless appliances and a refreshed bath. The immaculate basement, with direct backyard access, offers clear potential for finished space or even an ADU. Outside, the expansive, fenced, south-facing yard is a standout: huge deck, fire pit, horseshoe pits, and room for four-season enjoyment, from summer gatherings to cozy winter nights. Low-maintenance, move-in ready, and priced at an exceptional 349K, this is an opportunity that doesn't come around often.

212 New Gorham Rd, Westbrook

Listing courtesy of Benchmark Real Estate.

Selling Office: Coldwell Banker Realty.

Conveniently located in the heart of Westbrook, this sun-filled end unit townhouse offers 4 bedrooms with unparalleled flexibility at an affordable price. Private off street parking, spacious living accommodations, and low maintenance fees make this home perfect for growing families and professionals alike. Enjoy the close proximity to downtown Westbrook, Rock Row, Westbrook schools and municipal buildings, plus several shops, restaurants, and local businesses!

4 Beds ⋅ 1 Baths

Conveniently located in the heart of Westbrook, this sun-filled end unit townhouse offers 4 bedrooms with unparalleled flexibility at an affordable price. Private off street parking, spacious living accommodations, and low maintenance fees make this home perfect for growing families and professionals alike. Enjoy the close proximity to downtown Westbrook, Rock Row, Westbrook schools and municipal buildings, plus several shops, restaurants, and local businesses!

108 Rochester St Unit 108, Westbrook

Listing courtesy of Signature Homes Real Estate Group, LLC.