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27 Finch St, Westbrook
$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.

3 Collins Pl Unit 3, Westbrook
$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.

2 Carlson St, Westbrook
$425,000
3 Beds ⋅ 2 Baths
Location, location, location! Enjoy the Portland lifestyle without the Portland taxes at 2 Carlson Street in Westbrook. Situated just seconds from Portland and only minutes from downtown Westbrook, this thoughtfully updated ranch offers comfortable single level living in an incredibly convenient location. Renovated in 2012 and continually improved over the years, the home features a modern kitchen with granite countertops, convenient first floor laundry, and a functional, easy flow layout. Major recent upgrades include two new heat pumps and a new roof, both installed in 2024. Outside, the spacious fenced in yard offers privacy and plenty of room to relax, entertain, garden, or play. A newly built storage shed adds even more functionality, while the generous in town lot provides flexibility for future possibilities. Move in ready with many of the major updates already completed, 2 Carlson Street combines single level convenience, generous outdoor space, and an ideal location close to everything Westbrook and Portland have to offer.

2 Carlson St, Westbrook

Listing courtesy of Real Broker.

108 Longfellow St, Westbrook
$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.

57 Wilson Dr, Westbrook
$625,000
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.

57 Wilson Dr, Westbrook
$625,000
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.

373 Bridge St, Westbrook
$499,000
3 Beds ⋅ 1 Baths
Welcome to this meticulously maintained 3-bedroom ranch nestled on an oversized lot in the heart of Westbrook. This bright and inviting home features an open-concept layout with an abundance of natural light, enhanced by sun tunnels throughout the home. Step inside to a spacious living room with gorgeous fireplace that flows seamlessly into the kitchen and dining area, along with an additional room that offers flexibility as an office, den, playroom, or whatever best suits your needs. Down the hall, you'll find three generously sized bedrooms and a beautiful full bathroom featuring a brand-new shower. The full basement provides plenty of storage and room to expand, with potential for additional finished living space and is already plumbed for a bathroom. Outside, enjoy beautifully landscaped grounds, a large covered deck perfect for morning coffee or relaxing with a good book, and an expansive lot with plenty of possibilities. Additional land is included in the sale, lot 18 is located behind the home and may provide potential for future building opportunities, subject to review and approval by Westbrook Code Enforcement (see attached tax map). Acreage noted on this listing includes both lots. Recent updates include a new heating system, updated electrical, newer roof and fresh interior and exterior paint. This wonderful home provides space, flexibility, and a fantastic location--don't miss your opportunity to see this amazing property! Open house Saturday, October 10th from 12:00 - 1:30!

373 Bridge St, Westbrook

Listing courtesy of Signature Homes Real Estate Group.

39 Blue Spruce Farm Rd, Westbrook
$749,000
5 Beds ⋅ 4 Baths
One-owner 5-bedroom, 3½-bath home built in 2016, offering approximately 2,525 square feet of thoughtfully designed living space in one of Westbrook's most desirable neighborhoods. Beautiful hardwood floors, an open and inviting layout, and flexible living spaces make this home perfect for everyone, entertaining, and working from home. The spacious primary suite features a private bath and walk-in closet, while the bonus room over the attached two-car garage--with custom built-in desks and storage--can serve as a bedroom, office, or playroom. A convenient second-floor laundry room adds everyday functionality. The finished basement expands your living space with a large family room featuring a cozy pellet stove, a fifth bedroom, and a three-quarter bath--ideal for guests, extended kin, or a private retreat. This home is loaded with energy-efficient upgrades, including owned solar panels, a Level 2 EV charger, natural gas boiler, heat pumps for efficient heating and central air conditioning, and a high-efficiency heat pump water heater--helping provide year-round comfort and lower utility costs. Outside, enjoy a fully fenced backyard with a patio and fire pit, irrigation system, storage shed, and raised garden bed with established raspberry plants. An oversized driveway and attached two-car garage provide plenty of parking and storage. Located on a 0.22-acre lot just minutes from downtown Westbrook, Portland, shopping, restaurants, schools, and major commuter routes, this move-in-ready home offers the perfect balance of neighborhood living and convenience. Lovingly maintained by its original owners. This exceptional home is ready to welcome its next chapter.

39 Blue Spruce Farm Rd, Westbrook

Listing courtesy of homecoin.com.

171 Brook St Unit 59, Westbrook
$579,000
2 Beds ⋅ 2 Baths
Phases 2, 3 and 5 are SOLD OUT - Call for Phase 4 Availability. The Winslow design is a spacious two-bedroom ranch that greets you with a large, covered porch; Perfect for enjoying all of Maine's seasons. A decorative front door invites you into the cozy foyer with direct access to the large two car garage. One bedroom and common bath are located at the front of the home, along with the oversized laundry room, creating a desirable separation from the remainder of the living space. The primary suite is in the rear of the home and comes standard with a walk-in closet, tray ceiling, double vanity, and large shower. The kitchens come standard with an island, granite countertops and stainless appliances. All selections are allowance based. The dining area and living room fill the rear of the house under a vaulted ceiling in this large open floor plan. All units have direct access to a private deck located at the rear! Most Winslow style units at Brooks Edge Farm come standard with a full-sized unfinished basement for storage/utilities.

171 Brook St Unit 59, Westbrook

Listing courtesy of Signature Homes Real Estate Group, LLC.

171 Brook St Unit 58, Westbrook
$659,000
3 Beds ⋅ 3 Baths
Phase 4 - To Be Built. - The Pride design is a spacious two-story cottage that greets you with a large covered front porch, leading into a mudroom with access to the two car garage. The kitchen, dining area, and living room all share the same inclusive floor plan that opens to a large deck at the rear; enjoying views of the rolling landscape Brooks Edge Farm offers. The primary suite is located on the first floor and comes standard with a walk-in closet, granite countertop vanity, and large shower. A balcony staircase brings you from the first floor living space up to a common hallway and den. The additional full bathroom, a laundry room, linen closets, as well as two bedrooms are all located on the second floor. Customize this floor plan to your own needs with optional additions such as a first floor washer/dryer hookup, a second floor enclosed office, or seasonal bonus room off the living space, plus more! Most Pride style units at Brooks Edge Farm come standard with a full sized unfinished basement for storage/utilities and some daylight units will have expansion potential.

171 Brook St Unit 58, Westbrook

Listing courtesy of Signature Homes Real Estate Group, LLC.

51 Anderson Ave, Westbrook
$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

69 Brooks Edge Farm Rd Unit 90, Westbrook
$549,900
2 Beds ⋅ 2 Baths
New Construction....One year new - Condo low HOA's. Turn key, just move right in. One floor easy living with hardwood throughout the hallway, kitchen and living room areas. First floor tiled laundry room. Spacious primary bedroom with walk-in closet and private full bath with double vanity. Second bedroom offers plenty of space and large closet. Sunny and bright kitchen with granite counters and high-end appliances await an open concept dining area into the living room. Sliding door opens to large deck for entertaining or relaxing. The full basement awaits for your expansion or storage....along with a 2 car garage with plenty of storage as well. Come join this growing community conveniently location to all that Westbrook/Falmouth and Portland have to offer.

69 Brooks Edge Farm Rd Unit 90, Westbrook

Listing courtesy of Greater Portland Realty.

106 Deer Hill Cir, Westbrook
$749,000
3 Beds ⋅ 2 Baths
Welcome to Deer Hill Circle... Westbrook living with space to live and room to grow. A natural extension of one of Westbrook's established and well-loved neighborhoods, this to-be-built, single story home sits on a large corner lot and offers the ease of one level living with thoughtful design throughout. 106 Deer Hill Circle features 3 bedrooms, including a private primary suite with an attached bath and walk-in closet, along with a second full bathroom, and a 2-car garage. The open-concept layout is centered around a gas fireplace and brings together the kitchen, living area, and dining nook in a way that makes the home feel bright, comfortable, and larger than the square footage suggests. The full basement offers incredible flexibility with the potential to easily finish over 1,500 additional square feet of living space, ideal for a family room, home gym, office, guest space, or all of the above. Built by Nelson Company, more homes are coming soon to this thoughtfully planned neighborhood.

106 Deer Hill Cir, Westbrook

Listing courtesy of Portside Real Estate Group.

2 Pilgrim Rd, Westbrook
$450,000
3 Beds ⋅ 1 Baths
**Bring your vision and unlock the potential of this classic Westbrook home!** Located on a spacious 0.31-acre corner lot in one of Westbrook's most desirable neighborhoods, this 3-bedroom, 1-bath home offers an outstanding opportunity to build equity in a fantastic location. Inside you'll find 1,526 square feet of living space, beautiful hardwood floors throughout most of the home, Corian countertops in the kitchen and bath, an attached two-car garage, and a breezeway connecting the garage to the house. A full basement with bulkhead access leads to the level, fenced backyard with mature trees. Major improvements include a replacement roof (approx. 2006), approximately 17 replacement windows, six exterior doors, and two storm doors. The home is heated by a wall-hung, on-demand natural gas hot water heating system. This property is being sold **AS IS** and will require repairs and updates prior to occupancy, making it an excellent opportunity for buyers looking to renovate and customize a home in a highly sought-after neighborhood. While cosmetic improvements are needed, the hardwood floors remain in excellent condition, and the seller is not aware of any history of roof leaks or basement water intrusion. The sale includes appliances, television, surround sound system, RedZone wireless internet antenna, window treatments, matching floor tile, and furniture if desired, all conveying **AS IS**. Conveniently located just minutes from I-95, the Portland line, Rock Row, schools, shopping, restaurants, parks, riverfront recreation, and miles of walking, hiking, and biking trails, this home is ready for its next chapter. Don't miss the chance to transform this diamond in the rough into something truly special!

2 Pilgrim Rd, Westbrook

Listing courtesy of Epique Realty.

124 Brackett St, Westbrook
$579,000
2 Baths
Exceptional investment opportunity in the heart of Westbrook! This fully leased two-family property offers immediate cash flow with two spacious 3-bedroom, 1-bathroom apartments. Each unit features high ceilings, abundant natural light, generous living spaces, and oversized galley kitchens with room for a formal dining area or home office. Currently generating $5,200 per month in rental income, this property presents strong income potential for both seasoned and first-time investors. Additional highlights include ample off-street parking, shared laundry in the basement, and a convenient location close to shopping, dining, schools, and major commuter routes. Whether you're looking to expand your investment portfolio or secure a turnkey income-producing property, this is an opportunity you won't want to miss!

124 Brackett St, Westbrook

Listing courtesy of Waypoint Brokers Collective. brandon@waypointbrokers.com

8 Haddie Ln Unit 2, Westbrook
$579,900
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

8 Haddie Ln Unit 2, Westbrook

Listing courtesy of Locations Real Estate Group LLC.

33 Haddie Ln Unit 7, Westbrook
$615,000
3 Beds ⋅ 3 Baths
Construction is underway with anticipated completion in early fall. This thoughtfully designed two-story home by MGM Builders offers 1,745 sq. ft. of finished living space with an open-concept layout and energy-efficient features throughout. The kitchen features shaker-style cabinetry, quartz countertops, stainless steel appliances, a center island, pantry, and spacious dining area. The main level also includes a mudroom with built-in storage, a half bath, and a living room with an electric fireplace. Upstairs, you'll find three bedrooms, a full guest bath, and a spacious primary suite featuring a walk-in closet and an en-suite bath with a custom tiled shower and double vanity. Energy-efficient upgrades include comprehensive air sealing, an energy recovery ventilation (ERV) system, a GE Smart Hybrid heat pump water heater, and high-efficiency Samsung Max Heat heat pumps. Additional features include an attached one-car garage and convenient access to I-95 and I-295.

33 Haddie Ln Unit 7, Westbrook

Listing courtesy of Locations Real Estate Group LLC.

19 Alberta Dr, Westbrook
$699,000
4 Beds ⋅ 3 Baths
Tucked away in one of Westbrook's most desirable and private neighborhoods, this beautifully maintained multi level home offers nearly 4,000 total square feet of flexible space just minutes from Portland, the Maine Turnpike, shopping, dining, and everyday conveniences. The main home features 3 bedrooms and 2 full bathrooms, including a private primary suite with its own sitting area and en-suite bath. The lower level offers a private entry studio style suite with a full bath, while a separate office or studio with exterior access adds even more versatility. With two garage areas, multiple outdoor living spaces, and exceptional flexibility, this is a rare opportunity in a sought after location.

19 Alberta Dr, Westbrook

Listing courtesy of Integrity Homes Real Estate Group, PC.

329 Austin St, Westbrook
$579,000
3 Beds ⋅ 3 Baths
Welcome to 329 Austin Street, a standout single-family home with 1,937 square feet of thoughtfully designed living space in one of Westbrook's most desirable neighborhoods. Set on a .35-acre lot, this impressive 3-bedroom, 2.5-bath home has been significantly expanded with a huge NEW two-story addition, creating exceptional flexibility and room to grow. The home features all new electrical and plumbing, along with all new Samsung electric low-temp mini splits for highly efficient year-round heating and cooling. These smart Samsung systems and Samsung Bespoke appliances, can be conveniently controlled from your phone for seamless modern living. The layout provides generous living areas ideal for both everyday comfort and entertaining, with well-proportioned rooms and natural flow throughout. The second floor features two large sized bedrooms, a full bathroom, and a conveniently located laundry area. Upstairs from that you'll find a private third-floor suite complete with its own primary bedroom, mini kitchenette, and full bathroom with walk-in shower. There is a full, unfinished basement that is perfect for extra storage. The spacious yard provides room to relax, garden, or host summer get-togethers, while the paved driveway has ample off-street parking for multiple vehicles. Public water and sewer add everyday convenience. Located in thriving Westbrook, residents enjoy a vibrant downtown filled with popular restaurants, breweries, local shops, and scenic riverfront trails along the Presumpscot River. Outdoor recreation, nearby parks, and quick access to Portland's dining, arts, and waterfront scene make this location especially appealing, while major routes and employment centers are just minutes away. This is an exceptional opportunity to own a spacious, expanded home in a fantastic neighborhood with unbeatable access to everything in the Greater Portland area. Photos may be virtually enhanced.

329 Austin St, Westbrook

Listing courtesy of Lamacchia Realty, Inc..

21 Clover Ln Unit 407, Westbrook
$452,000
2 Beds ⋅ 1 Baths
Welcome to Clover Terraces! These new and exciting condo homes are located in Westbrook's vibrant and active downtown community. Just out your door is everything that you need! These homes are built with the utmost attention to efficiency detail, spatial design and sustainable comfort. Enjoy tall ceilings, large triple pane windows, washer/dryer hookups, your own private terrace or patio, and a designated parking space! Easy living in this 2-bedroom top floor unit. You will have access to the shared guest suite for overnight guests. Located within easy reach of Westbrooks vibrant downtown shops and restaurants, Rock Row, Universities, lakes, mountains as well as downtown Portland and the Maine turnpike. Each unit can be customized with choices that you will love but hurry, this opportunity will not last for too long! No deeded income restrictions! Ask us about special financing options!

21 Clover Ln Unit 407, Westbrook

Listing courtesy of Gardner Real Estate Group.

21 Clover Ln Unit 112, Westbrook
$299,000
1 Beds ⋅ 1 Baths
Welcome to Clover Terraces! These new and exciting condo homes are located in Westbrook's vibrant and active downtown community. Just out your door is everything that you need! These homes are built with the utmost attention to efficiency detail, spatial design and sustainable comfort. Enjoy tall ceilings, large windows, washer/dryer hookups, your own private terrace, and a designated parking space! Easy living in this 1-bedroom 1st floor corner unit. You will have access to the shared guest suite for overnight guests. Located within easy reach of Westbrooks vibrant downtown, shops and restaurants, Rock Row, Universities, lakes, mountains as well as downtown Portland. Each unit can be customized with choices that you will love but hurry, this opportunity will not last for too long! No deeded income restrictions. Ask us about special financing options! Bi-weekly info sessions held at the sales center at 15 Baxter Blvd, Portland.

21 Clover Ln Unit 112, Westbrook

Listing courtesy of Gardner Real Estate Group.

171 Brook St Unit 43, Westbrook
$649,000
3 Beds ⋅ 3 Baths
Phase 5 - To Be Built. - The Pride design is a spacious two-story cottage that greets you with a large covered front porch, leading into a tiled mudroom with access to the two car garage. The kitchen, dining area, and living room all share the same inclusive floor plan that opens to a large deck at the rear; enjoying views of the rolling landscape Brooks Edge Farm offers. A balcony staircase brings you from the first floor living space up to a common hallway and den. The additional full bathroom, a laundry room, linen closet, as well as two bedrooms are all located on the second floor. The primary suite is located on the first floor and comes standard with a walk-in closet, granite countertop vanity, and large shower. Customize this floor plan to your own needs with optional additions such as a first floor washer/dryer hookup, a second floor enclosed office, or seasonal bonus room off the living space, plus more! Most Pride style units at Brooks Edge Farm come standard with a full sized unfinished basement for storage/utilities and some daylight units will have expansion potential.

171 Brook St Unit 43, Westbrook

Listing courtesy of Signature Homes Real Estate Group, LLC.

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