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Open House: Saturday, August 29, 9-11 AM Come see this desirable, light-drenched, close to town 2-3 bedroom ranch, offering modern, low-maintenance single-floor living with a fenced-in backyard and a giant two-car garage! The updated kitchen features stainless steel appliances and granite countertops, and the home is filled with natural light. A newly tiled and painted sunroom leads out to your private, fenced backyard, where mature perennial gardens bloom through the spring and summer months. The basement adds a full bathroom, laundry room, built-in bar, family room, and storage space ready for your vision. (The neighbors, whose house is the same layout, converted their basement to an apartment last year -- could that be a plan for you?) The oversized garage includes an extra bay for tools or the lawn mower, or perhaps a craft shed! Only 10 minutes to Portland, 5 minutes to the Turnpike, and 15 minutest to the JetPort, This home has neighborhood feel with big city features! New to Westbrook? Here's what's nearby: Rock Row -- a 100-acre hub anchored by Market Basket and REI, with Starbucks, Crumbl Cookies, and more retail & dining on the way. The Westbrook Riverwalk -- a scenic mile along the Presumpscot River, connecting Riverbank Park and Westbrook Common. Local Brewery & Restaurants -- Mast Landing Brewing Company plus dozens of locally-owned restaurants. Westbrook World Markets -- Istanbul Restaurant & Bakery and Medeo European Food & Deli bring genuine international flavor downtown. Move-in ready, room to expand, and close to it all -- come see 255 Park Road, Westbrook, for yourself!

255 Park Rd, Westbrook

Listing courtesy of Dream Home Realty LLC.

Welcome to 27 Garfield Street, Westbrook! This sweet and charming home is tucked into a quiet neighborhood and offers the perfect blend of in-town convenience and space to enjoy the outdoors. The fully fenced yard features established veggie gardens and fruit trees, plenty of room for pets and relaxing, plus a large garden shed with ample space for kayaks, bikes, and other outdoor equipment. Inside, the home is full of character with many thoughtful updates, including heat pumps for energy efficency. This home is just a short walk across the footbridge to downtown Westbrook, while the nearby kayaking dock provides easy access to the Presumpscot River.

$445,000

Welcome to 27 Garfield Street, Westbrook! This sweet and charming home is tucked into a quiet neighborhood and offers the perfect blend of in-town convenience and space to enjoy the outdoors. The fully fenced yard features established veggie gardens and fruit trees, plenty of room for pets and relaxing, plus a large garden shed with ample space for kayaks, bikes, and other outdoor equipment. Inside, the home is full of character with many thoughtful updates, including heat pumps for energy efficency. This home is just a short walk across the footbridge to downtown Westbrook, while the nearby kayaking dock provides easy access to the Presumpscot River.

27 Garfield St, Westbrook

Listing courtesy of Portside Real Estate Group.

A great investment opportunity here. Solid two family with first floor unit featuring kitchen, Livingroom, 2 bedrooms and 1 bath and second floor unit featuring kitchen, Livingroom, 3 bedrooms and 1 bath. Recently updated 1st floor bath and two 3yr old gas boilers. Deep back yard for expanded parking or recreation. Convenient to downtown Westbrook, Portland and the lakes region. Property appraised higher than asking price.

$445,000

2 Baths

A great investment opportunity here. Solid two family with first floor unit featuring kitchen, Livingroom, 2 bedrooms and 1 bath and second floor unit featuring kitchen, Livingroom, 3 bedrooms and 1 bath. Recently updated 1st floor bath and two 3yr old gas boilers. Deep back yard for expanded parking or recreation. Convenient to downtown Westbrook, Portland and the lakes region. Property appraised higher than asking price.

132 North St, Westbrook

Listing courtesy of The Flaherty Group.

Selling Office: Elevate Maine Realty.

$440,000

Offer deadline: Monday, 9/14 at Noon. Seller reserves the right to accept an offer at any time. Welcome to 350 Duck Pond Road, a spacious Westbrook split-level with room to spread out, entertain, and make it your own. Offering 1,634 square feet, 3 bedrooms, and a flexible layout, this home has the kind of space that works for real life. The main level feels bright and comfortable, while the lower level adds valuable bonus space for a second living area, home office, gym, game room, or whatever fits your lifestyle. Outside, the property keeps delivering with a deck, manageable half-acre lot, 2-car garage, and an oversized driveway with an impressive amount of off-street parking. Whether you're hosting friends, storing the toys, working on a project, or simply want some breathing room, there's plenty of space to do it here. And then there's the location. You get the quieter feel of Duck Pond Road while staying close to everything that makes Westbrook and Greater Portland so convenient: shopping, restaurants, entertainment, commuter routes, and Portland are all within easy reach. Space, location, parking, and potential all in one package; 350 Duck Pond Road is ready for someone to come in and make it theirs!

Offer deadline: Monday, 9/14 at Noon. Seller reserves the right to accept an offer at any time. Welcome to 350 Duck Pond Road, a spacious Westbrook split-level with room to spread out, entertain, and make it your own. Offering 1,634 square feet, 3 bedrooms, and a flexible layout, this home has the kind of space that works for real life. The main level feels bright and comfortable, while the lower level adds valuable bonus space for a second living area, home office, gym, game room, or whatever fits your lifestyle. Outside, the property keeps delivering with a deck, manageable half-acre lot, 2-car garage, and an oversized driveway with an impressive amount of off-street parking. Whether you're hosting friends, storing the toys, working on a project, or simply want some breathing room, there's plenty of space to do it here. And then there's the location. You get the quieter feel of Duck Pond Road while staying close to everything that makes Westbrook and Greater Portland so convenient: shopping, restaurants, entertainment, commuter routes, and Portland are all within easy reach. Space, location, parking, and potential all in one package; 350 Duck Pond Road is ready for someone to come in and make it theirs!

350 Duck Pond Rd, Westbrook

Listing courtesy of Real Broker.

Selling Office: Cottage & Co Real Estate.

$440,000

Welcome to this beautifully maintained detached single-family condominium, offering all the privacy and feel of a traditional home with the convenience of condominium living. This unique 3-bedroom, 1.5-bath bungalow features impressive 10-foot ceilings, beautiful hardwood floors, a built-in china cabinet, multiple living and sitting areas, a mudroom, and first-floor laundry, creating a flexible floor plan that's ideal for everyday living and entertaining. The spacious kitchen offers abundant cabinetry and generous counter space, flowing seamlessly into the adjoining living areas, making it perfect for gathering with family and friends. Relax on the welcoming covered front porch, entertain on the private patio, or enjoy the spacious side yard, which has historically been enjoyed almost exclusively by this home, providing a wonderful sense of privacy and additional outdoor living space. A detached two-car garage and full basement provide excellent storage and added functionality. The condominium association takes care of exterior maintenance, including lawn care, snow removal, and leaf cleanup, allowing you to enjoy a truly low-maintenance lifestyle without sacrificing the space and privacy of a detached home. Conveniently located just minutes from downtown Westbrook, Portland, shopping, restaurants, parks, schools, and major commuter routes, this home offers the perfect combination of convenience, comfort, and lifestyle. Don't miss this rare opportunity to own one of Westbrook's truly unique detached single-family condominiums offering character, privacy, low-maintenance living, and an exceptional location. Pets are allowed

Welcome to this beautifully maintained detached single-family condominium, offering all the privacy and feel of a traditional home with the convenience of condominium living. This unique 3-bedroom, 1.5-bath bungalow features impressive 10-foot ceilings, beautiful hardwood floors, a built-in china cabinet, multiple living and sitting areas, a mudroom, and first-floor laundry, creating a flexible floor plan that's ideal for everyday living and entertaining. The spacious kitchen offers abundant cabinetry and generous counter space, flowing seamlessly into the adjoining living areas, making it perfect for gathering with family and friends. Relax on the welcoming covered front porch, entertain on the private patio, or enjoy the spacious side yard, which has historically been enjoyed almost exclusively by this home, providing a wonderful sense of privacy and additional outdoor living space. A detached two-car garage and full basement provide excellent storage and added functionality. The condominium association takes care of exterior maintenance, including lawn care, snow removal, and leaf cleanup, allowing you to enjoy a truly low-maintenance lifestyle without sacrificing the space and privacy of a detached home. Conveniently located just minutes from downtown Westbrook, Portland, shopping, restaurants, parks, schools, and major commuter routes, this home offers the perfect combination of convenience, comfort, and lifestyle. Don't miss this rare opportunity to own one of Westbrook's truly unique detached single-family condominiums offering character, privacy, low-maintenance living, and an exceptional location. Pets are allowed

247 Spring St Unit 11, Westbrook

Listing courtesy of American Real Estate.

Selling Office: Tim Dunham Realty.

$435,000

Welcome home to this beautifully maintained 3BR/2BA home tucked into one of Westbrook's well-established neighborhoods, where classic character meets smart, worry-free ownership. Some of the biggest-ticket items are already checked off the list—the roof, boiler, and kitchen appliances have all been replaced within the past six years, and a remarkably clean pre-inspection report offers even more confidence. Inside, sun-filled spaces, solid construction, and a comfortable layout create an inviting canvas ready for your own style and cosmetic touches. Outside, the generous, level backyard offers plenty of room for gardening, entertaining, play, or simply relaxing. The partially finished basement adds valuable bonus space for a home office, gym, workshop, playroom, or whatever life calls for. And the location? Hard to beat—walk to downtown Westbrook, the riverfront, restaurants, shops, parks, and neighborhood schools, while still enjoying the peace and comfort of an established residential setting. At $485,000, this is an opportunity to own a well-cared-for home with the major investments already made and plenty of room to make it truly yours! This home has been pre-inspected for the buyer's convenience. Seller Concessions Available.

Welcome home to this beautifully maintained 3BR/2BA home tucked into one of Westbrook's well-established neighborhoods, where classic character meets smart, worry-free ownership. Some of the biggest-ticket items are already checked off the list—the roof, boiler, and kitchen appliances have all been replaced within the past six years, and a remarkably clean pre-inspection report offers even more confidence. Inside, sun-filled spaces, solid construction, and a comfortable layout create an inviting canvas ready for your own style and cosmetic touches. Outside, the generous, level backyard offers plenty of room for gardening, entertaining, play, or simply relaxing. The partially finished basement adds valuable bonus space for a home office, gym, workshop, playroom, or whatever life calls for. And the location? Hard to beat—walk to downtown Westbrook, the riverfront, restaurants, shops, parks, and neighborhood schools, while still enjoying the peace and comfort of an established residential setting. At $485,000, this is an opportunity to own a well-cared-for home with the major investments already made and plenty of room to make it truly yours! This home has been pre-inspected for the buyer's convenience. Seller Concessions Available.

109 Monroe Ave, Westbrook

Listing courtesy of Keller Williams Realty.

This 1932 Cape Style home with Gleaming Hardwood floors, Fireplaced Living room, Formal Dining Room, and updated Kitchen is freshly painted and ready for a new chapter. Upstairs are two good sized bedrooms and bath featuring a family room with 1/2 bath in the basement. Economical oil heat plus an oversized 2 car garage make this a perfect starter or forever home. located close to all Westbrook amenities. Come check it out.

$435,000

This 1932 Cape Style home with Gleaming Hardwood floors, Fireplaced Living room, Formal Dining Room, and updated Kitchen is freshly painted and ready for a new chapter. Upstairs are two good sized bedrooms and bath featuring a family room with 1/2 bath in the basement. Economical oil heat plus an oversized 2 car garage make this a perfect starter or forever home. located close to all Westbrook amenities. Come check it out.

71 Stroudwater St, Westbrook

Listing courtesy of RE/MAX Shoreline.

Selling Office: Townsend Real Estate.

$435,000

Location! Location Location! This adorable 4-bedroom, 1 bath home is ready for a new owner. You will love the glassed in 3 season room. Its the perfect spot to entertain or just relax with a good book. This home is conveniently located within walking distance to town, 10 minutes to turnpike and shopping.

4 Beds ⋅ 1 Baths

Location! Location Location! This adorable 4-bedroom, 1 bath home is ready for a new owner. You will love the glassed in 3 season room. Its the perfect spot to entertain or just relax with a good book. This home is conveniently located within walking distance to town, 10 minutes to turnpike and shopping.

40 E Valentine St, Westbrook

Listing courtesy of Maine Real Estate Experts. 207-415-5466

Selling Office: Dream Home Realty LLC.

$431,000

Enjoy easy one-level living on a grassy, level lot, with additional space to spread out in the basement family room. The updated kitchen features a window overlooking the backyard, while a bay window fills the living room with natural light. Outside, the fenced yard and tree buffer offer privacy and plenty of room for pets, playing ball, quiet evenings by the fire pit, or morning coffee on the deck. Newer roof shingles and a generator hookup add peace of mind. The oversized garage provides abundant storage above, around the workbenches, and beneath the rear overhang—ideal for recreational gear and equipment. Conveniently located near Portland trails, a Metro stop, gym, movie theater, Maine Turnpike and downtown Westbrook. Showings begin immediately and the Open House is Sat., 9/12, 1-3 PM.

Enjoy easy one-level living on a grassy, level lot, with additional space to spread out in the basement family room. The updated kitchen features a window overlooking the backyard, while a bay window fills the living room with natural light. Outside, the fenced yard and tree buffer offer privacy and plenty of room for pets, playing ball, quiet evenings by the fire pit, or morning coffee on the deck. Newer roof shingles and a generator hookup add peace of mind. The oversized garage provides abundant storage above, around the workbenches, and beneath the rear overhang—ideal for recreational gear and equipment. Conveniently located near Portland trails, a Metro stop, gym, movie theater, Maine Turnpike and downtown Westbrook. Showings begin immediately and the Open House is Sat., 9/12, 1-3 PM.

27 Finch St, Westbrook

Listing courtesy of Keller Williams Realty.

Selling Office: Locations Real Estate Group LLC.

$430,000

Welcome to Westfields, one of Westbrook's most sought-after and affordable neighborhoods. Quiet and peaceful, this established community of 55 homes surrounds a spacious association-owned open field, offering a wonderful sense of openness while keeping you close to everything.It's an ideal setting for gathering with loved ones and creating lasting memories across generations. This inviting blue ranch offers a comfortable and flexible layout with two bedrooms and a full bath on the main level. The open-concept kitchen, dining, and living areas make everyday living and entertaining easy, and a sliding glass door leads to a new private deck overlooking natural surroundings. The kitchen features stainless steel appliances and a new granite countertop. The fully finished daylight lower level adds valuable living space, including an additional bedroom, a second full bathroom with laundry, and an expansive family room--perfect for a media area, home office, homework nook, fitness space, or hobbies. Recent improvements include a new boiler, new deck, new granite countertop, and new blue vinyl siding. The garage provides welcome protection during Maine winters and convenient storage for tools, outdoor equipment, and recreational gear. Enjoy a peaceful neighborhood setting just five minutes from downtown Westbrook and the Portland city line, approximately 15 minutes from downtown Portland, and only minutes from I-95 for easy travel toward Lewiston/Auburn or Saco/Biddeford. Homes in Westfields rarely become available--this is a wonderful opportunity to enjoy space, convenience, and community in one welcoming location.

Welcome to Westfields, one of Westbrook's most sought-after and affordable neighborhoods. Quiet and peaceful, this established community of 55 homes surrounds a spacious association-owned open field, offering a wonderful sense of openness while keeping you close to everything.It's an ideal setting for gathering with loved ones and creating lasting memories across generations. This inviting blue ranch offers a comfortable and flexible layout with two bedrooms and a full bath on the main level. The open-concept kitchen, dining, and living areas make everyday living and entertaining easy, and a sliding glass door leads to a new private deck overlooking natural surroundings. The kitchen features stainless steel appliances and a new granite countertop. The fully finished daylight lower level adds valuable living space, including an additional bedroom, a second full bathroom with laundry, and an expansive family room--perfect for a media area, home office, homework nook, fitness space, or hobbies. Recent improvements include a new boiler, new deck, new granite countertop, and new blue vinyl siding. The garage provides welcome protection during Maine winters and convenient storage for tools, outdoor equipment, and recreational gear. Enjoy a peaceful neighborhood setting just five minutes from downtown Westbrook and the Portland city line, approximately 15 minutes from downtown Portland, and only minutes from I-95 for easy travel toward Lewiston/Auburn or Saco/Biddeford. Homes in Westfields rarely become available--this is a wonderful opportunity to enjoy space, convenience, and community in one welcoming location.

5 Summit Cir, Westbrook

Listing courtesy of Portside Real Estate Group.

Open Houses: Saturday Sept 12 AND Sunday, September 13, 9-11am

$427,500

Open Houses: Saturday Sept 12 AND Sunday, September 13, 9-11am

184 Bridgton Rd, Westbrook

Listing courtesy of Dream Home Realty LLC.

Selling Office: Real Broker.

$425,000

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.

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.

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.

$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.

19 Fairlawn Ave, Westbrook

Listing courtesy of Real Broker. 207-756-2442

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.

$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.

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 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.