Westbrook Real Estate

Welcome to Westbrook, Maine – a charming city nestled in the heart of Cumberland County. With its rich history, vibrant community, and picturesque landscapes, Westbrook offers a unique blend of suburban tranquility and urban convenience. Located just a stone's throw from Portland, this delightful city boasts a welcoming atmosphere that makes it an ideal place to call home.

Westbrook is known for its stunning natural beauty, with the Presumpscot River winding through the city, offering ample opportunities for outdoor recreation. Residents and visitors alike can enjoy hiking, biking, and fishing along the scenic trails that line the riverbanks. The city's parks, such as Riverbank Park and the expansive Westbrook Community Center, provide perfect spaces for family gatherings, picnics, and community events.

The city’s thriving downtown area features a mix of local boutiques, cafés, and restaurants, showcasing the best of Maine's culinary scene. From farm-to-table dining to cozy coffee shops, there’s something to satisfy every palate. Westbrook is also home to a variety of cultural events and festivals throughout the year, fostering a strong sense of community and connection among residents.

Education is a cornerstone of Westbrook, with a commitment to providing quality schooling options for families. The city's schools are dedicated to nurturing young minds and preparing them for future success.

Whether you’re looking for a peaceful place to raise a family or an active community with endless opportunities, Westbrook, ME, is the perfect place to settle down. Come explore the charm and character of this delightful city, and discover why so many are proud to call Westbrook home!

Newest Listings in Westbrook

$550,000

4 Baths

This well-maintained two-unit property offers a fantastic opportunity for investors or owner-occupants seeking flexibility, income potential, and valuable updates already in place. With separate heat and electric for each unit, and a layout designed to accommodate a variety of living arrangements, this property is well-positioned for both immediate use and long-term value. Significant improvements help make ownership easier, including a new roof installed in 2019, freshly painted exterior in 2026, heat pumps for efficient heating and cooling, a new sump pump, and a one-car garage remodeled in 2021. The covered front porch, added in 2013, provides a welcoming outdoor space, while a shared basement offers additional storage. Three private parking spaces add everyday convenience for residents. Unit 1 features three bedrooms, two bathrooms (one on each floor), and the convenience of first-floor laundry. Unit 2 offers two bedrooms, a full bath upstairs and a half bath downstairs and has been refreshed with fresh paint, new carpets, a new refrigerator, and a new dishwasher, making it move-in ready for its next occupant. Whether you're adding to your investment portfolio or living in one unit while renting the other, this property provides flexibility and lasting appeal. Located in a convenient Westbrook neighborhood, you'll enjoy easy access to some of the area's favorite local restaurants, including Casa Novello, Roots Café, and BreaLu Café. Outdoor recreation is close by at Riverbank Park and the Westbrook Dog Park, while Rock Row offers shopping, dining, and entertainment just minutes away. With nearby access to I-95 and convenient proximity to local schools and everyday amenities, this location makes commuting and daily errands simple while keeping you connected to everything Westbrook has to offer.

5 Stevens Ave, Westbrook

Listing courtesy of Keller Williams Realty. scottandsunny@kw.com

$395,000

2 Beds ⋅ 1 Baths

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.

$650,000

3 Beds ⋅ 3 Baths

Welcome to Collins Place! This spacious three-bedroom, two-and-a-half-bath townhouse offers a thoughtfully designed floor plan with wide hallways, abundant storage and an oversized one-car garage. The first floor features an eat-in kitchen with an upgraded kitchen package, top-of-the-line appliances, engineered hardwood floors, an open living area and a convenient first-floor bedroom with a private bath. Upstairs, you'll find two additional bedrooms, a full bath and an impressive cathedral-ceiling bonus room over the garage with an electric fireplace. Enjoy a welcoming front porch, with a rear patio available as an additional upgrade. Four of the eight homes are currently framed, with only two of those four still available. These homes can be completed in approximately 60 days, allowing buyers the opportunity to make certain finish selections. Conveniently located near shopping, the community center, Little League fields, the Maine Turnpike and I-295, Collins Place combines new-construction comfort with an exceptionally convenient location.

4 Collins Pl, Westbrook

Listing courtesy of F.O. Bailey Real Estate.

$420,000

2 Beds ⋅ 2 Baths

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.

$750,000

4 Beds ⋅ 3 Baths

Welcome to 67 Chase Hill Drive! Nestled in the sought after Quarry Hill Estates, this beautifully maintained Colonial offers the perfect combination of privacy, outdoor adventure, and thoughtful updates. Set on a generous 1.19 acre lot, the property abuts over 250 acres of trails for hiking, biking, cross country skiing, snowmobiling, and even a haven of wild blueberries. Inside, you'll find ample living space with 4 bedrooms, 2.5 bathrooms, a spacious primary suite, a finished basement, and an inviting layout designed for everyday living and entertaining. The updated kitchen opens to generous living spaces while fresh interior paint creates a bright, move in ready feel. Some recent improvements include a newly installed heat pump in the bonus room above the garage and a professionally excavated, leveled and hydroseeded backyard. The oversized two car garage, additional carport, and long paved driveway provide plenty of space for vehicles, recreational equipment, and hobbies. Located in an established neighborhood with sidewalks, underground utilities, and easy access to Portland, the Turnpike, shopping, and local amenities, this home offers the perfect balance of convenience and peaceful Maine living.

67 Chase Hill Dr, Westbrook

Listing courtesy of Waypoint Brokers Collective.

$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

OPEN HOUSE: Sunday 8/2 10:30-12. Please join us! Private Showings of entire building can begin after this date, if requested. 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.

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