Westbrook Homes under $400,000

Welcome to Westbrook, Maine – a charming city nestled in the heart of Cumberland County that perfectly balances suburban tranquility with urban accessibility. Known for its rich history, vibrant community, and beautiful natural surroundings, Westbrook offers an inviting atmosphere for families, young professionals, and retirees alike.

Westbrook is conveniently located just a short drive from Portland, making it an ideal spot for those who wish to enjoy the amenities of a larger city while residing in a more relaxed environment. The city boasts a variety of parks, scenic trails, and the picturesque Presumpscot River, providing ample opportunities for outdoor recreation and relaxation. With a thriving local arts scene, delightful dining options, and a strong sense of community, Westbrook truly has something for everyone.

One of the most appealing aspects of Westbrook is its diverse range of housing options, particularly for homebuyers looking for affordability without compromising on quality. Homes priced under $400,000 are plentiful, making it easier for first-time buyers and families to find their dream home. From charming single-family residences to modern townhouses, Westbrook’s real estate market offers a variety of styles and sizes to fit every lifestyle and budget.

With its welcoming neighborhoods, excellent schools, and a strong community spirit, Westbrook is more than just a place to live; it's a place to thrive. Whether you're looking to settle down or invest, this vibrant city is ready to welcome you home. Explore the possibilities in Westbrook today!

Newest Westbrook Homes under $400,000

$300,000

3 Beds ⋅ 1 Baths

This 3-bedroom, single-level home for just 300k! This house offers a great opportunity for buyers looking to get a home and stop paying rent. Great area of Westbrook and close to shopping, restaurants, schools, and other everyday amenities, this home has a big side yard that could be split off and built on. Buy are encouraged to do there on due diligence if planning to split lot.

160 W Pleasant St, Westbrook

Listing courtesy of Coldwell Banker Team Real Estate.

$269,000

1 Beds ⋅ 1 Baths

Join us at the Open House this Saturday, October 10th, from 1:00-3:00 PM, or schedule your private showing today! Welcome to 174 Brackett Street in Westbrook! Tucked at the end of a quiet neighborhood street, yet just off Main Street, this home gives you peace and privacy with everything close by: Rock Row's shopping, dining and entertainment, downtown Westbrook, the Riverwalk and an easy commute to Portland, all just minutes away. The main level offers 768 sq ft of comfortable living, including a bedroom, and there's more than the numbers suggest. The finished lower level adds another 200 sq ft, for 968 sq ft of total finished space, with bonus rooms ready to use as a home office, guest space, gym, playroom or hobby room. It's flexible space that grows with you. All of this sits on a manageable 0.15-acre lot, with room to relax outside without the upkeep of a big yard. Whether you're a first-time buyer, downsizing or looking for a smart investment, this one checks a lot of boxes at a great price point.

174 Brackett St, Westbrook

Listing courtesy of Realty ONE Group Next Level.

$339,000

1 Beds ⋅ 1 Baths

Riverfront Lofts has seen a good deal of activity this summer with a prime location and approachable pricing. Unit 211 offers glorious sunrises, tremendous volume with double height windows and character galore. Exposed brick exterior walls and original hardwood floors convey the building's deep history as a mill and Westbrook's past. Second story loft space allows for flexibility in configuration. A first floor bedroom with upper level den, office, or additional sleeping accommodations are all possible. Current seller using loft as a sleeping space. Common areas include waterfront access to the Presumpscot River, outdoor patio space and dedicated storage units. The building allows pets and offers keypad secured entry and off street parking as well as a kayak launch area onto the river. The Lincoln Street Ice Rink and well maintained Riverwalk Trail add tremendously to the neighborhood. Check out Riverfront Lofts and chat with the neighbors. They love living here and so will you. Open House Saturday October 3, 11:00-1:00

30 Lincoln St Unit 211, Westbrook

Listing courtesy of Portside Real Estate Group.

$399,900

2 Beds ⋅ 1 Baths

Wonderful ranch on a quiet dead-end street, just steps from the Mill Brook Trailhead and easy commute to Portland and more. Major systems have been thoughtfully updated, including a brand-new septic system and new gutters. 4 season sun porch is just lovely, absolutely move-in ready! - Open house Saturday, October 3rd, 11am to 1pm.

22 Willow Dr, Westbrook

Listing courtesy of Breakwater Realty Group, LLC.

$359,900

2 Beds ⋅ 2 Baths

Welcome to 345 Saco Street, Unit 9, a beautifully maintained two-bedroom condominium offering comfort, privacy, and easy living in a peaceful Westbrook setting. Overlooking the woods, this inviting home provides a serene backdrop from its private balcony—perfect for morning coffee or relaxing at the end of the day. Inside, the move-in-ready unit features warm hardwood floors, elegant crown moldings, and a spacious living area centered around a cozy gas fireplace. The open layout creates a comfortable flow between the living and dining spaces, while the two-bedroom design offers flexibility for guests, a home office, or everyday living. Features include beautiful granite countertops, beautiful kitchen cabinetry and in unit laundry, economical gas heat included in the condo fee and a 1 car detached garage with storage. The association has strong reserves and is professionally managed adding ease of living and decision making. With its peaceful, wooded outlook, attractive interior details, and low-maintenance condominium lifestyle, Unit 9 is a wonderful opportunity to enjoy convenient living in Westbrook. Westbrook offers Rock Row with amazing shopping and close to Portland the Portland Jetport.

345 Saco St Unit 9, Westbrook

Listing courtesy of Maine Home Connection. 207.517.3100

$399,000

3 Beds ⋅ 1 Baths

108 Mechanic St, Westbrook

Listing courtesy of F.O. Bailey Real Estate.

$199,900

3 Beds ⋅ 2 Baths

Affordable living has never looked this good! This beautifully renovated double-wide offers the space, style and comfort you have been searching for. Step inside to find three generous bedrooms, two bathrooms and a bright, welcoming interior featuring beautiful new flooring and fresh paint throughout. The updated kitchen offers new countertops, brand-new appliances and plenty of cupboard space, while an abundance of storage throughout the home keeps everything organized and within reach. A washer and dryer are also included. Outside, enjoy multiple decks and an exceptionally spacious corner location encompassing two park lots, offering added room and privacy. Conveniently situated within The Hamlet, close to shopping, restaurants, the Maine Turnpike and everything Greater Portland has to offer. Beautifully updated and ready for its next owner—just move in and enjoy! as a added bous the home is equipped with a whole-house generator, providing piece of mind for back up power year round.

243 Bond St, Westbrook

Listing courtesy of Your Real Estate Company.

$389,900

2 Beds ⋅ 2 Baths

Fresh Price Adjustment! Built in 2024, this 2-bedroom, 1.5-bath townhouse-style condo has a spacious contemporary layout and resides on an acre and half of open grounds. The first floor features an open-concept design with a kitchen featuring granite countertops and stainless steel appliances, a living and dining room area along with a half bath and walk-out access to the rear deck. Upstairs are two bedrooms with ample closet space, a full bathroom, hall closet, and second-floor laundry. The home is equipped with a high-efficiency, wall-hung boiler system for heating and hot water. The property also includes a full basement with walk-up access, providing convenient interior and exterior entry and plenty of storage space. Outside, you'll find a covered front porch overlooking the horse pastures across the street, a private rear deck with wooded views, and two designated parking spaces. Kasseys Way is located approximately 2 miles from downtown Westbrook and Rock Row, with easy access to nearby nature trails, including Mill Brook and the Sebago to the Sea Trail. Just minutes from Portland, the location also puts you close to everything around Greater Portland, including restaurants, shopping, entertainment, parks, and more. A great opportunity to own a 2024-built home in a convenient Westbrook location.

15 Kasseys Way Unit 2, Westbrook

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

$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, 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.

$299,000

2 Beds ⋅ 1 Baths

Tucked into a well-kept community just off Route 302, this meticulously maintained 2-bedroom, 1-bath condo is the kind of home that's ready for you to simply move in and enjoy. Upstairs, a newly remodeled bathroom brings a fresh, modern touch, while large windows in the living room flood the space with natural light throughout the day. The eat-in kitchen is perfect for entertaining, whether it's a quiet weeknight dinner or hosting friends for the weekend. Downstairs, a bonus room in the basement adds flexible living space -- use it as a family room, home office, or workout area, flexibly for whatever fits your lifestyle best! Schedule your showing today!

3 Villa Rd Unit -, Westbrook

Listing courtesy of Real Broker.

$305,000

2 Beds ⋅ 1 Baths

Welcome Home! This open-concept 2 bed, 1 bath sun-filled condo is move-in ready for you and your pets! You will enjoy a quiet 8 unit association with moderate monthly dues of 325.00. Features include a private deck, 2 parking spaces, 2 private entrances, a private exterior storage shed and additional interior storage. Home is conveniently located to all of Westbrook amenities and just a short drive to down-town Gorham.

221 Longfellow St Unit 4, Westbrook

Listing courtesy of Maine Real Estate Experts. 2073297411

$350,000

2 Beds ⋅ 1 Baths

Back on the market with NEW PRICE , NEW ROOF , NEW BASEMENT DRAIN SYSTEM AND SUMP PUMP installed September 2026. Sewer line updates be completed prior to closing. The flexible floor plan offers a spacious second-floor primary bedroom conveniently located next to a beautifully renovated bathroom, plus a first-floor bedroom with direct backyard access. A bright office nook with soaring ceilings provides an inspiring space to work from home or create a cozy reading area. The open kitchen and dining area are filled with natural light and feature beautiful original maple hardwood floors. Outside, enjoy a walk-out basement with generous storage, parking for up to four vehicles, a private patio, fenced backyard, garden beds, and a storage shed. Walking distance to Westbrook Voc Tec, Westbrook High School, and Canal Elementary School. Conveniently located near downtown Westbrook, shopping, restaurants, parks, and trails, with easy access to Portland. Move-in ready and full of charm, this thoughtfully updated home combines character, flexibility, a charming home with meaningful updates and versatile living spaces—ready for its next chapter.

51 Anderson Ave, Westbrook

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

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