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

$525,000

2 Baths

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

92 Cottage St, Westbrook

Listing courtesy of Keller Williams Realty.

$519,000

2 Beds ⋅ 2 Baths

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

49 E Valentine St, Westbrook

Listing courtesy of The Maine Real Estate Experience.

$594,900

3 Beds ⋅ 2 Baths

Construction is underway with an anticipated early fall completion. This thoughtfully designed ranch style home by MGM Builders offers 1,825 square feet of finished living space with quality finishes and energy efficient construction throughout. The design features an open concept with vaulted ceilings. The spacious kitchen features quartz countertops, shaker-style cabinetry, stainless steel appliances, and a walk-in pantry. The living room is highlighted by a built-in electric fireplace, creating a warm and inviting gathering space. The primary suite is conveniently located on the main level and includes a walk-in closet and bath with a custom tile shower and double vanity. The finished daylight walk-out lower level provides two additional spacious bedrooms, a full bathroom. Energy-Efficient Features Include: Comprehensive air-sealing package Energy Recovery Ventilation (ERV) system GE Smart Hybrid Heat Pump water heater High-performance construction for year-round comfort and efficiency Conveniently located with quick access to I-95 and I-295, offering an easy commute while enjoying the benefits of a new, low-maintenance home. Expected completion: Early Fall 2026

20 Haddie Ln Unit 5, Westbrook

Listing courtesy of Locations Real Estate Group LLC.

$389,999

3 Beds ⋅ 1 Baths

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 and replacement windows, 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.

$549,000

3 Beds ⋅ 3 Baths

Incredible, new construction home ready for immediate occupancy. This custom built 3-bedroom, 2.5 bath craftsman style colonial includes a 1-car attached garage. Large first floor open layout. Primary bedroom suite with master bath with double vanity and huge walk-in closet. An additional 2-bedrooms, full bath and 2nd floor laundry complete the upstairs. Leathered Granite countertops in kitchen and bathrooms. High-efficiency Samsung heat pumps provide heat and air conditioning throughout. Finished 1-car garage also features an additional interior basement access. Large, unfinished basement provides for storage or future finished space expansion potential. Beautiful corner lot, off-street parking with large driveway, and awesome private deck and side yard.

18 Green St, Westbrook

Listing courtesy of J T Leahy Real Estate.

$989,000

5 Baths

Welcome to this bright and meticulously maintained Colonial 2-Unit, nestled amongst beautifully landscaped grounds and 6.48 acres of woodland. This wonderful property offers a private, rural setting but yet conveniently located to Downtown Portland, Windham and Westbrook all just a few minutes away. The Turnpike Spurs in Falmouth or Westbrook are each only about 10 minutes away. Both units offer plenty of natural sunlight, hardwood floors, granite counters, quality fixtures and appliances. The kitchen and living room layouts are open to create a casual and friendly space for living and entertaining. The primary bedrooms are spacious with space for office or workstations, a real nice feature. There are plenty of closets and storage space in both units. Step outside to garden, hike in the woods or simply relax on your private shaded deck after a long day. I absolutely love this property and I'm sure you will too!!

35 Donalene Way, Westbrook

Listing courtesy of Century 21 North East.

$449,000

2 Beds ⋅ 2 Baths

Comfort, flexibility, and value come together in this inviting 2 bedroom, 2 bathroom home with 1,560 square feet of thoughtfully designed living space and a connected one car garage. From the moment you step inside, the beautiful cathedral ceilings create an open, spacious, and welcoming first impression. The main level offers a comfortable living environment with an easy flow that makes the home feel larger than its footprint. Head downstairs and discover a recently finished lower level that adds exceptional versatility to the home. Complete with a private bedroom and full bathroom, this space provides the perfect retreat for guests, extended living arrangements, a home office, or anyone looking for additional privacy and separation. With a bedroom and full bathroom on each level, the floor plan adapts beautifully to a variety of lifestyles. Outside, enjoy your own private space to unwind or entertain. The deck and fire pit area offer a cozy setting for enjoying quiet summer evenings, relaxing after a long day, or gathering with friends around the fire. Set in a quiet and welcoming neighborhood, 40 Summit Circle offers the best of both worlds. Peaceful residential living with convenient access to shopping, dining, recreation, major roadways, and everything Westbrook and the greater Portland area have to offer. A versatile layout, finished lower level, outdoor entertaining space, garage, and convenient location make this an excellent opportunity to enjoy all that Westbrook has to offer without the premium price tag. Come see why 40 Summit Circle could be the perfect place to call home

40 Summit Cir, Westbrook

Listing courtesy of Landing Real Estate.

$415,000

3 Beds ⋅ 1 Baths

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

184 Bridgton Rd, Westbrook

Listing courtesy of Dream Home Realty LLC.

$442,000

2 Beds ⋅ 1 Baths

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.

$485,000

3 Beds ⋅ 2 Baths

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.

$350,000

Westbrook development lot — 1.1 acres, minutes to Portland. Survey shows up to 9 units; many configurations possible. Public water, sewer, and natural gas at the street. Available on its own or together with the larger parcel (MLS #1678414). All subject to town approvals; buyer to perform due diligence. Survey available.

108 Longfellow St Unit LOT 3, Westbrook

Listing courtesy of Dream Home Realty LLC.

$100,000

Affordable single-family building lot in a great Westbrook location. This .2-acre lot offers public water and sewer at the street, taking two of the biggest site costs off the table. Minutes to downtown Westbrook, Portland, and major commuter routes, with shopping, dining, and everyday amenities close by. Buildable lot subject to town approvals; buyer responsible for obtaining all permits and approvals. Buyer and buyer's agent to perform due diligence with the Town of Westbrook regarding zoning, setbacks, and buildability. A rare chance to build in Greater Portland at an approachable price — bring your builder and your plans.

108 Longfellow St Unit LOT 1, Westbrook

Listing courtesy of Dream Home Realty LLC.

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