Westbrook Real Estate

Welcome to Westbrook, Maine – a charming city nestled in the heart of Cumberland County, where the beauty of New England meets vibrant community spirit! Just a stone's throw away from Portland, Westbrook offers residents the perfect blend of suburban tranquility and urban convenience.

With a rich history dating back to the early 18th century, Westbrook has evolved into a thriving city that boasts a diverse array of amenities and attractions. The scenic Presumpscot River runs through the heart of the city, providing picturesque views and ample opportunities for outdoor recreation. Residents and visitors alike can enjoy hiking, biking, and kayaking in the surrounding natural landscapes, making it an ideal spot for nature enthusiasts.

Westbrook is known for its welcoming community and strong sense of belonging. The city hosts a variety of events throughout the year, including the popular Westbrook Together Days, which celebrates local culture with food, music, and fun for all ages. The downtown area is bustling with charming shops, delicious eateries, and a vibrant arts scene, ensuring that there’s always something new to explore.

Families will appreciate Westbrook's excellent schools and safe neighborhoods, making it a great place to raise children. With a range of housing options, from historic homes to modern developments, there’s a perfect fit for everyone looking to call this delightful city home.

Whether you’re seeking adventure, community, or a peaceful place to settle down, Westbrook, Maine, is a hidden gem waiting to be discovered. Come and experience the warmth and charm of this wonderful city!

Newest Listings in Westbrook

$325,000

3 Beds ⋅ 1 Baths

This 3-bedroom, single-level home offers a great opportunity for buyers looking for a home with solid bones and many of the major improvements already completed. Hardwood floors run throughout the living room and bedrooms, while the updated bathroom and fresh interior paint provide a great starting point. The living room features a heat pump, and the laundry is conveniently located in the utility room. The good-sized primary bedroom offers great closet space and includes pull-down attic access, while ample closet space can be found throughout the home. Over the years, the home has benefited from several important updates, including a newer roof and added insulation, allowing the next owner to focus on making the space their own. Outside, you'll find a good-sized backyard with two storage sheds, offering plenty of room for lawn equipment, tools, or hobbies. Located on a quiet road close to shopping, restaurants, schools, and other everyday amenities, this home combines a convenient location with excellent potential. With many of the big-ticket items already taken care of, all that's left is to bring your vision and make it your own.

45 Lyman St, Westbrook

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

$569,000

3 Baths

Three story 3-unit in Prides Corner area of Westbrook. Fully rented, plenty of parking (2 driveways), minimal lot maintenance, separate electrical meters, propane and oil tanks. Property includes two 1-brs, and one spacious 3-br. Building's history as a Masonic Hall is evidenced in the high ceilings and open living area of the 3-br unit. Two units have private decks, one is brand new. Bonus area in rear (Unit D) can be used as storage, studio, guest or office space, but not as a 4th unit (per City). Public water, private sewer, new deck (2025), new roof (2024), vinyl siding in good shape. Large 3 BR Unit completely painted and refreshed.

20 Elmwood Ave, Westbrook

Listing courtesy of Beacon Realty.

$379,000

2 Beds ⋅ 1 Baths

236 Longfellow Street, Westbrook -- A Cozy One-Floor Home That Loves You Back Some houses just take care of you -- this is one of them. Single-level living at its finest, this 2-bedroom, 1-bath Westbrook home is anchored by a spacious walk-in closet and topped with a brand-new roof, so the big stuff is already handled. Efficient heat pumps keep energy costs low year-round, while the dedicated laundry room adds everyday convenience. A one-car garage and shed round out the practical, easy layout -- the kind of home that just works. And the location can't be beat. You're walkable to Main Street Westbrook, where summer evenings mean concerts on the Common and down at Vallée Square, a pint at Mast Landing Brewery, and a stroll along the Presumpscot River Riverwalk. Come June, the whole town turns out for Westbrook Together Days and the Memorial Day Parade. Add quick access to downtown Portland, I-95, the Portland Jetport, and Maine Medical Center, and you're perfectly positioned for both everyday life and easy escapes.

236 Longfellow St, Westbrook

Listing courtesy of Real Broker.

$699,900

3 Beds ⋅ 3 Baths

Welcome to 3 Nicklaus Lane in Westbrook's Rivermeadows community. This newly constructed home offers an incredibly designed floor plan with generous living spaces and a modern aesthetic throughout. A welcoming front porch and vaulted foyer create a memorable first impression, opening to a light filled main level with an open concept layout. The living room centers around a gas fireplace, while the dining area and sliding doors to the spacious deck make everyday living and entertaining equally inviting. The kitchen features quartz countertops, a large center island, tiled backsplash, pantry, and a stylish appliance package. The primary suite offers a peaceful getaway with views of mature trees, a spacious bedroom, an ensuite bath with walk-in tiled shower, dual vanity, and private water closet, along with an oversized walk-in closet. Two additional bedrooms, a full bath, dedicated laundry room, and a flexible landing area ideal for a home office, reading corner, or fitness space complete the second level. Located just one mile from downtown Westbrook's restaurants, breweries, shops, and parks, Rivermeadows offers the convenience of nearby amenities while maintaining the feel of a residential neighborhood. Enjoy the ease of low maintenance, new construction living in one of Greater Portland's fastest-growing communities.

3 Nicklaus Ln, Westbrook

Listing courtesy of RE/MAX By The Bay.

$560,000

2 Beds ⋅ 2 Baths

Welcome home to this well-maintained 2-bedroom, 2-bath condo featuring a convenient attached one-car garage located in Winslow Green. Enjoy updated features throughout, offering modern comfort and style. The unfinished basement provides an excellent opportunity to expand your living space with a family room, home office, fitness area, or recreation room--customize it to fit your lifestyle. Located in a quiet, well-maintained community, this condo offers the perfect blend of low-maintenance living, comfort, and future potential. Don't miss the opportunity to make this move-in-ready home your own!

375 Pride St Unit 23, Westbrook

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

$625,000

5 Beds ⋅ 2 Baths

Welcome to 23 Waltham Street, a beautifully maintained Colonial nestled in one of Westbrook's most established and walkable neighborhoods. Blending timeless character with thoughtful updates, this spacious 5-bedroom, 1.5-bath home features nearly 1,900 square feet of inviting living space filled with natural light, hardwood floors, and classic architectural details. The beautifully renovated kitchen is the heart of the home, featuring quartz countertops, quality cabinetry, an induction range, and an open connection to the dining area, creating an ideal space for everyday living and entertaining. Generous living areas provide flexibility for gathering, relaxing, or working from home, while five bedrooms spread across the second and third floors provide room for family, guests, hobbies, or home offices. A detached garage, repaved driveway, and numerous energy efficiency improvements add to the home's comfort and functionality. Outside, the property feels like a private garden sanctuary. Carefully curated perennial gardens create beautiful color from early spring through fall with blooming bulbs, lilacs, peonies, butterfly gardens, fruit trees, berries, and a thriving vegetable garden. Whether enjoying a quiet morning coffee or hosting friends on a summer evening, the outdoor spaces are as inviting as the home itself. Conveniently located just minutes from downtown Westbrook, you'll enjoy easy access to local restaurants, breweries, cafés, shopping, and the Presumpscot River Walk. Portland's renowned dining, waterfront, and vibrant Old Port are just a short drive away, while nearby access to I-95 and I-295 makes commuting throughout Southern Maine simple. Rich in character, thoughtfully updated, and surrounded by beautiful gardens, this is a home you'll look forward to coming back to every day. To view a full video walk through, head to YouTube and search for the property address. Open house Saturday the 25th from 12-2pm.

23 Waltham St, Westbrook

Listing courtesy of U&R Real Estate.

$725,000

4 Baths

GROUP SHOWINGS 12noon-2pm on Fri July 24 and Sat July 25, call/text to schedule, 207-522-2344. Discover this townhouse-style duplex built in 2017 that perfectly balances a peaceful, country-like setting with unbeatable urban convenience. Nestled on a 2.6-acre lot, this property features backyard walking trails, scenic wooded views, and a fire pit making it ideal for entertaining or quiet Maine evenings. Adjacent to Mill Brook Preserve with 130 acres. You are just minutes from vibrant downtown Westbrook and a quick 10-minute drive into Portland. Each of the two spacious units is flooded with natural light and hardwood flooring on the first floor, a bright modern kitchen, and energy-efficient systems. Unit 1 has heat pumps as well. Unit 1 (Owner's Suite Potential): Features a generous 4-bedroom layout, including an expansive master suite with flexible space that easily adapts to your personal lifestyle or changing needs. Also has attached 2 bay garage. Unit 2: Offers a highly desirable 3-bedroom, 2-bath configuration with an excellent history of solid rental income. Both units enjoy the added bonus of full daylight walk-out basements--fully heated and ready for your custom expansion, home gym, or storage needs. Complete with a 2-car attached garage on the Unit 1 side and ample parking on a private road, this rare multi-family gem offers an incredible turnkey investment opportunity or the perfect setting for multi-generational living.

626 Methodist Rd, Westbrook

Listing courtesy of Blue Lobster Real Estate.

$479,900

3 Beds ⋅ 2 Baths

Welcome to 103 Mast Road in Westbrook--a charming and well-maintained home offering the perfect blend of comfort, space, and convenience. Set on a beautiful, level lot, this property provides a peaceful country feel while being just minutes from downtown Westbrook, Portland, and everyday amenities. Inside, you'll find over 1,500 square feet of living space featuring a mix of classic hardwood floors and updated laminate flooring. The kitchen flows seamlessly into the front dining room, creating a functional and inviting space for everyday living and entertaining. A sizeable living room offers plenty of room to relax, while two first-floor bedrooms, a dedicated den or office, a full bathroom, and an additional powder room provide flexible one-level living options. Upstairs, a spacious 12x23 bedroom offers a private retreat--ideal for a primary suite, guest space, or bonus room. Comfort and efficiency are top of mind with heat pumps providing year-round heating and cooling, along with the added peace of mind of an on-demand propane generator. The attached two-car garage adds convenience and storage. Step outside to enjoy the 10x20 rear deck overlooking a gorgeous 200x200 flat, usable yard--perfect for gardening, recreation, or simply enjoying the outdoors. A storage shed plus a woodshop offers additional space for tools, equipment, or hobbies. If you're looking for a property that offers space, flexibility, and a desirable location with easy access to everything, this is one you won't want to miss.

103 Mast Rd, Westbrook

Listing courtesy of PO-GO REALTY.

$385,000

2 Beds ⋅ 1 Baths

Move-in ready and full of charm, this inviting home offers a thoughtful layout and numerous updates. The spacious primary suite occupies the second floor and features a beautifully renovated bathroom. A first-floor bedroom provides direct access to the backyard, offering flexibility for guests, a home office, or additional living space. A bright office nook with soaring ceilings creates an ideal work-from-home space. The open kitchen flows seamlessly into the dining area, where abundant natural light enhances the home's warm and welcoming atmosphere. Original maple hardwood floors add timeless character throughout. The walk-out basement includes extensive built-in shelving for exceptional storage and organization, with convenient access to the driveway, which accommodates up to four vehicles. Step outside to enjoy a private backyard patio, fenced yard, established garden beds, and a storage shed for tools and outdoor equipment. Ideally located approximately one mile from Hannaford Supermarket and just 2.5 miles from Trader Joe's, this home also offers easy access to the vibrant downtown Westbrook district. Enjoy an exciting mix of locally owned restaurants, breweries, cafés, specialty shops, seasonal farmers markets, live music, community events, and the scenic Presumpscot River. Stroll or bike along the River Walk, explore nearby parks and trails, or take advantage of the city's growing arts and entertainment scene. Just minutes from Portland, Westbrook offers the perfect blend of small-town charm, outdoor recreation, and urban convenience. This is an exceptional opportunity to enjoy one of Southern Maine's most desirable and rapidly growing communities.

51 Anderson Ave, Westbrook

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

$115,000

2 Beds ⋅ 2 Baths

Intown convenience for this property you can call 'home'. It has 2 comfortable bedrooms, 2 bathrooms with 924 square ft of living space. Very airy and spacious with plenty of updates. Full kitchen remodeled including kitchen covers, 17 windows and 5 doors replaced, new flooring, ceiling lights, both bathrooms have new vanity, new paint and skirt replaced. It has tool shed for your garden tools and a deck/porch for outside relaxation.

665 Saco Street St Unit 242B, Westbrook

Listing courtesy of Keller Williams Realty.

$439,000

3 Beds ⋅ 2 Baths

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.

$565,000

3 Beds ⋅ 2 Baths

*** BEING BUILT NOW *** This brand new three bedroom, one and a half bath colonial, close to downtown Westbrook will be your new home for the holidays! Still time to make small choices. Home offers an easy, open layout with laundry on the second floor. Hardwood and tile throughout adds an added warmth to this sunlit home.

20 Louise St, Westbrook

Listing courtesy of Duston Leddy Real Estate.

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