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$675,000
3 Beds 3 Baths
Welcome home to Brydon Farms. This stunning, meticulously maintained, 3 bed, 3 bath condo offers the perfect blend of easy, one-floor living and expansive space for all your needs. The open-concept layout feels bright and airy, anchored by a cozy gas fireplace that sets the tone for relaxed evenings. The primary bedroom suite with access to the back deck, providing a true retreat right where you need it. Downstairs, you'll find an incredible surprise: a massive, finished basement complete with an additional private bedroom, offering plenty of flexibility for a home office, gym, or guest space. If you love being outside, the oversized back deck provides amazing outdoor oasis. It's the ideal spot for morning coffee or hosting friends for a summer BBQ. This beautiful neighborhood is set so private and beautiful, yet so close to everything that you would need. The location couldn't be better—you're just minutes away from the best of Portland and Windham, with quick access to local shops, dining, and major routes. Rare finds like this don't stay on the market long; come see why this should be your next move.

61 Grandview Dr, Westbrook

Listing courtesy of Compass Real Estate.

$599,000
4 Beds 3 Baths
Welcome to the newly built townhome condominium at Hogan Circle! Enjoy first floor en suite primary bedroom with custom bath and first floor laundry hook up. This unique condominium floor plan lives like a single family home without all the exterior maintenance. Over 2100 square feet of living space featuring 3 bedrooms and full bath upstairs, as well as kitchen pantry, custom tiled primary bath and electric fireplace on the first floor. Proximity to walking trails, public access to the kayak/canoe boat launch on Lincoln Street and an easy walk downtown to your favorite coffee spot makes this location perfect for those wanting quick access to amenities and to all the great outdoors has to offer. If you haven't considered a townhome in Westbrook, it's time to take a closer look. Value. Convenience. Location.

6 Hogan Cir Unit 34, Westbrook

Listing courtesy of Portside Real Estate Group.

$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

$560,000
2 Beds 2 Baths
Enjoy the ease of one-floor living in this meticulously cared for, move in ready condo at Winslow Green. Thoughtfully designed for comfort and modern convenience, this inviting home offers 2 BRs, 2 full BAs, main-level laundry, and an attached 1-car garage. The primary bedroom features an ensuite bath with a custom tile shower and a walk-in closet with a custom California Closet design. A second bedroom and full bath offer flexibility for guests, a home office, or additional space to suit your needs. The open, light-filled main living area includes a well-appointed kitchen with stainless steel appliances and a center island. Step outside to the deck, where the quiet, natural landscape of the backyard creates a peaceful setting for morning coffee, outdoor dining, or relaxing at the end of the day. The attached garage with EV hookup adds modern convenience, while the unfinished basement provides generous storage, room for a workshop, fitness or hobby area, and is already plumbed for an optional additional bath. Beautifully maintained and ready to enjoy from day one, Unit 18 pairs the simplicity of condo ownership with the space and functionality of a traditional home. With pet and rental-friendly association policies, this Westbrook property offers even greater flexibility for its next owner.

375 Pride St Unit 18, Westbrook

Listing courtesy of Engel & Volkers Casco Bay.

$289,000
2 Beds 1 Baths
Welcome to 56 Webster Avenue, a charming 907-square-foot Cape tucked away on a quiet dead-end street right off Brighton Avenue. Situated on a private 0.2-acre lot with mature trees and no cut-through traffic, this home blends peaceful residential living with an unbeatable commuter location. The main floor offers a sunlit living room, a full bath, and an eat-in kitchen with classic hardwood floors and sliding glass doors that open to the back deck. Upstairs, two cozy bedrooms feature quintessential Cape rooflines and built-in storage. With off-street parking and effortless access straight into Portland and downtown Westbrook, this property presents an incredible opportunity for first-time buyers, downsizers, or investors ready to bring cosmetic updates and build instant equity.

56 Webster Ave, Westbrook

Listing courtesy of Realty ONE Group Next Level.

$899,000
4 Beds 3 Baths
Your Dream Home Awaits You In Westbrook!! Welcome To 176 Mason Street!! You don't want to miss out on this Beautiful 1910 Victorian!! This very well kept and cared for home offers all of the beauty, and charm of the time period, while giving the craftsmanship, and amenities that you just don't see in modern homes any more. The huge 3,922 +/- square foot layout offers plenty of room for updates, and more modern amenities. The best of both worlds!! The first floor offers, huge rooms, lots of windows for plenty of natural light, a sunroom, 2 fireplaces, a half bath, big kitchen, laundry, hardwood and tile throughout, crown moldings, and wainscoting round out this floor!! This leads us up (2 different stairwells) to the 2nd floor, and more of the same qualities! Hard wood and tile throughout, 4 bedrooms including a Primary Bedroom Suite, 2 full baths, and another large bonus room!! This takes us to the 3rd floor and more of the same, bonus square footage, family rooms, great room, and even unfinished attic space for storage and/or future updating! The enormous full basement has a Modine heater and a finished room, also has plumbing stubbed for a possible future bath. The detached 2 car garage and spacious driveway offer plenty of parking, and plenty of storage in the unfinished second floor. The lot offers a big private yard perfect for cookouts, entertaining, and relaxing! The perfect home to grow with!! The location is amazing, close to everything, the town. shopping, and the Maine Turnpike!! The corner lot gives plenty of road frontage to make this property very versatile in its possible usages. Some commercial, rental, business and multifamily options are definitely available making this home perfect for everyone from the growing family residence to the savviest investors alike!! This Home Is A Must See!!!

176 Mason St, Westbrook

Listing courtesy of Getty Real Estate Services, LLC.

$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

$499,000
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.

$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.

$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.

$650,000
3 Beds 3 Baths
Welcome to Collins Place! This spacious three-bedroom, two-and-a-half-bath condominium features an open-concept living room, dining area, and kitchen, ideal for both everyday living and entertaining. The beautifully appointed kitchen offers quartz countertops, abundant cabinetry, and upgraded appliances. The thoughtfully designed floor plan includes the option of first- or second-floor laundry, wide hallways, generously sized rooms, and engineered hardwood flooring. Additional highlights include a huge bonus room over the garage featuring an electric fireplace, an oversized one-car garage, a large front porch, and a private backyard. Conveniently located near I-295 and I-95, with easy access to downtown Portland, shopping, schools, and other local amenities.

3 Collins Pl Unit 3, Westbrook

Listing courtesy of F.O. Bailey Real Estate.

$440,000
4 Beds 2 Baths
Welcome to 2 Carlson Street, a thoughtfully updated ranch offering comfortable single-level living in Westbrook. Just minutes from Portland and downtown Westbrook, this inviting home was renovated in 2012 and has continued to see improvements over the years. Inside, you'll find a modern kitchen with granite countertops, convenient first-floor laundry, and an easy, functional layout. Major recent updates include two new heat pumps and a new roof installed in 2024. Outside, enjoy a spacious fenced-in yard offering privacy and plenty of room to relax, entertain, garden, or play, along with a newly built storage shed. Move-in ready with major updates already completed, 2 Carlson Street combines single-level convenience, generous outdoor space, a large in-town lot, and room for future possibilities—all in a location convenient to everything Westbrook has to offer.

2 Carlson St, Westbrook

Listing courtesy of Real Broker.

$899,000
3 Baths
108 Longfellow Street, Westbrook — a fully renovated three-unit multifamily, offered on its own. Each of the three units is a spacious, sun-filled 2 bedroom, 1 bath with its own heat and separately metered electricity, keeping operating costs clean. Renovations were done thoughtfully throughout, so this is a turnkey building, not a project. Unit 3 comes with an unfinished third floor — room to grow into additional living space or potentially a fourth unit, subject to Town of Westbrook approval. Located in a walkable Westbrook neighborhood minutes to downtown, Portland, and major commuter routes, with schools, amenities, and transportation close by. Want more? The adjoining land is available separately — a single-family building lot and a 1.1-acre parcel surveyed for up to nine units — or purchase everything together under MLS #1678416. Buy the building for income today, or take the whole site and control the next phase.

108 Longfellow St, Westbrook

Listing courtesy of Dream Home Realty LLC.

$672,000
3 Beds 3 Baths
Beautifully maintained and filled with timeless character, this Federal-style home offers more than 2,000 square feet of living space in an established neighborhood just minutes from Portland and the Jetport. From the moment you step inside, the home's architectural details stand out, including beautiful hardwood floors, classic 15-pane glass doors, and thoughtfully preserved features throughout. The spacious floor plan offers plenty of room to spread out, highlighted by a massive family room and a comfortable primary suite. The finished basement provides even more versatile living space and features a fireplace, creating the perfect spot for a media room, home office, game room, or cozy retreat. Outside, enjoy a private, fenced-in backyard with a deck and screened porch--ideal for summer evenings, entertaining, pets, or simply relaxing at home. A spacious attached two-car garage adds convenience and plenty of room for vehicles and storage. Meticulously cared for inside and out, this home offers a wonderful combination of classic New England character, generous living space, privacy, and an incredibly convenient location close to Portland, the airport, shopping, dining, and major commuter routes.

15 Walton St, Westbrook

Listing courtesy of Landing Real Estate.

$640,000
3 Baths
Welcome to 57 Wilson Drive, a well-maintained multi-family property offering the opportunity for dual rental income in a convenient Westbrook location. The main level features an open and functional floor plan with a kitchen, living room, and dining area, along with a primary suite, two additional bedrooms, full bathroom, and first-floor laundry. A back deck overlooks the spacious backyard and provides additional outdoor space. The daylight basement offers a separate and spacious living area featuring a large kitchen, full bathroom, expansive living and dining areas, and three bedrooms. With two distinct living spaces, this property offers an excellent opportunity for rental income and investment potential. Set on approximately 1.37 acres at the end of a dead-end street, the property provides ample outdoor space while remaining conveniently located near Westbrook's shopping, dining, amenities, and major roadways. With two well-appointed living spaces, generous bedrooms, outdoor space, and a desirable location, 57 Wilson Drive presents an excellent opportunity to add a versatile multi-family property to your investment portfolio.

57 Wilson Dr, Westbrook

Listing courtesy of Signature Homes Real Estate Group, LLC.

$640,000
6 Beds 3 Baths
Welcome to 57 Wilson Drive, a well-maintained property offering flexible living space and the potential for rental income. The main level features an open and inviting floor plan with a kitchen, living room, and dining area that flow seamlessly together. The primary suite is complemented by two additional bedrooms, a full bathroom, and the convenience of first-floor laundry. A back deck overlooks the spacious backyard, providing an enjoyable outdoor setting. The daylight basement offers an additional living space with a large kitchen, full bathroom, expansive living and dining areas, and three bedrooms. This versatile lower level provides numerous possibilities for additional living space, guest accommodations, home office use, or rental potential. Situated on approximately 1.37 acres at the end of a dead-end street, the property offers a private setting while remaining conveniently located in Westbrook with easy access to local amenities, shopping, dining, and major roadways. Whether you're looking for flexible space to accommodate your needs or an opportunity to generate additional rental income, 57 Wilson Drive is a property worth exploring.

57 Wilson Dr, Westbrook

Listing courtesy of Signature Homes Real Estate Group, LLC.

$399,000
2 Beds 2 Baths
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.

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