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6 Strout Brook Dr, Standish
$450,000
3 Beds ⋅ 3 Baths
Move right In! Set in a quiet neighborhood off of the main road on over an acre with mature landscaping and garden beds this home features so many things you have been looking for! The two-car garage features a seasonal finished bonus space set up for your snowbird guests and friends with a small kitchenette and bath. The main House features central air, a maple kitchen and open living space with tile and fresh paint and newly refinished maple floors in the bedrooms and on the stairs. Downstairs features three rooms with all plank flooring, daylight windows, and a brand-new bath and laundry area. Outdoor space galore on the freshly pressure washed oversize deck overlooking a very private back yard.

6 Strout Brook Dr, Standish

Listing courtesy of RE/MAX Coastal.

29 Riverside Rdg, Windham
$450,000
3 Beds ⋅ 2 Baths
Welcome to this well-maintained 3-bedroom, 1.5-bath home nestled on over 2 acres in a quiet Windham neighborhood, yet conveniently located close to all that the area has to provide. The home features a spacious two-car garage beneath the two-story residence. Step inside to a generous open-concept living, kitchen, and dining area, creating a comfortable space for everyday living and entertaining. Just off the main living area are a full bathroom, separate laundry area, and first-floor bedroom. From the kitchen, step out onto the large back deck and enjoy the peaceful natural setting and surrounding woods. Upstairs, you'll find two generously sized bedrooms and a convenient half bath. Outside, enjoy the privacy of over 2 acres, with quiet roads for leisurely walks and trails throughout the property. A wonderful location just minutes from in-town Windham and approximately 20 minutes to Westbrook. Don't miss the opportunity to make this peaceful property your new home!

29 Riverside Rdg, Windham

Listing courtesy of Signature Homes Real Estate Group.

174 Bruce Hill Rd, Cumberland
$450,000
3 Beds ⋅ 2 Baths
Charming 1880s Farmhouse in Desirable Cumberland. Discover the perfect blend of historic character and modern comfort in this beautifully updated 1880s farmhouse, just over 2 miles from the heart of Cumberland. Set on a level, half-acre corner lot, the property offers plenty of room to add a garage, pool, or outdoor entertaining space. Updated siding repair and exterior painting completed in 2022 add curb appeal. Inside, the spacious living room is filled with natural light and centered around a new high-efficiency wood stove (2018), while an additional den/family room (new flooring, 2025) add flexible living space. Interior painting was refreshed in 2026, with updated plumbing throughout the crawlspace, kitchen, and showers. Major systems have been modernized: natural gas boiler and on-demand hot water heater (2017), new well pump and whole-house water filtration, spray foam and crawlspace encapsulation, and chimneys lined, capped, and repointed (2016). The roof is partially replaced, and the kitchen features a new gas stove (2020), dishwasher, refrigerator, and washing machine. This well-maintained home offers 3 bedrooms and 2 full baths, blending historic character with move-in-ready comfort. Cumberland ranks among Maine's top school districts, known for its welcoming community and strong curriculum. Add in tree-lined streets and easy access to Portland — schedule your showing today!

174 Bruce Hill Rd, Cumberland

Listing courtesy of Redfin Corporation.

160 Conant St, Westbrook
$450,000
Rare development opportunity in Westbrook's City Center District with a Planning Board-approved subdivision plan that has been recorded with the Registry of Deeds. This approximately half acre parcel received final Site Plan/Subdivision approval from the Westbrook Planning Board for an 8 unit residential development consisting of 4 duplex structures, subject to the conditions contained in the City's Notice of Decision. Significant planning and engineering work has already been completed, offering a prospective developer the opportunity to take over a project that has progressed well beyond the typical undeveloped parcel. Located within Westbrook's City Center District, the property offers flexible zoning and excellent potential for an in-town residential development. Public water and sewer are available in the area. Conveniently located near downtown Westbrook, Rock Row, Portland and major commuter routes, this property combines location, development potential and meaningful municipal approvals in an increasingly difficult-to-find Greater Portland infill opportunity.

160 Conant St, Westbrook

Listing courtesy of RE/MAX Realty One.

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.

110 Oak Hill Rd, Standish
$450,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully renovated white farmhouse, where classic New England charm meets modern comfort. Set on a picturesque lot with exceptional privacy, this inviting home offers spacious living areas and room for everyone to spread out. The detached barn and garage provide an abundance of storage for vehicles, recreational equipment, hobbies, or workshop space. Dreaming of your own gentleman's farm? The charming chicken coop conveys with the property, making it easy to enjoy fresh eggs and embrace country living. The oversized backyard offers endless possibilities for gardening, play, or entertaining, while the back deck is the perfect place to grill, relax, and take in the peaceful surroundings. A circular driveway adds convenience and enhances the home's welcoming curb appeal. If you've been searching for a move-in ready farmhouse with character, privacy, ample storage, and the perfect blend of indoor and outdoor living, this property is one you won't want to miss.

110 Oak Hill Rd, Standish

Listing courtesy of The Maine Real Estate Group.

23-F Smally Way, Bridgton
$449,999
3 Beds ⋅ 2 Baths
Discover the perfect opportunity to build your dream ranch-style home on this spacious 3.28-acre lot, the largest and final parcel available in a desirable subdivision. This property offers a fantastic canvas for a custom-built residence featuring 3 bedrooms, 2 full bathrooms, a welcoming front porch, and a large rear deck, ideal for relaxing and entertaining. Located close to everything Bridgton and the Lakes Region have to enjoy, this land provides unparalleled convenience. Enjoy easy access to downtown Bridgton, Bridgton Hospital, Hannaford grocery store, and the popular Pleasant Mountain Ski Resort. Whether you choose from a variety of pre-designed plans or prefer to bring your own builder, this generous lot is perfect for creating a beautiful, functional ranch home with granite counters and modern amenities. Embrace the peace and privacy of this scenic setting while being just minutes from outdoor adventures, charming shops, and all the amenities you need. Don't miss your chance to own the last remaining lot in this sought-after community, your ideal home site awaits!

23-F Smally Way, Bridgton

Listing courtesy of Maine Values Real Estate.

1 Firefly St Unit 403, Portland
$449,999
3 Beds ⋅ 1 Baths
Welcome to Stroudwater Commons - Portland's newest condo community, where modern design meets attainable luxury. With bright, open spaces, timeless finishes, and exceptional efficiency, these 3BR/1BA homes are thoughtfully crafted for both comfort and convenience. Each residence offers a spacious layout, sleek modern kitchen, stylish bath, in-unit laundry, and efficient heat pumps for year-round comfort, complemented by elevator access to all levels. Parking is available for purchase starting at $5,000. Residents also enjoy access to curated community amenities including a fitness center, co-working lounge, bike storage, EV charging provisions, and direct access to Portland Trails. For added flexibility, buyers have the unique opportunity to purchase a detached ADU - a fully independent studio apartment ideal for short-term (Airbnb) or long-term rental income, a guest suite, or multigenerational living. The convenient Congress Street location keeps you close to everything: downtown Portland, I-295, I-95, Stroudwater Park, Fore River, USM, Rock Row, and the Jetport are all within easy reach. These homes present a rare opportunity to own brand-new construction in one of Portland's most connected neighborhoods. Now available for reservations. Estimated occupancy: Spring 2027. HOA fee is estimated. Photos depict a projected look; finishes and specifications are subject to change. Taxes are estimated using the mill rate at the time of listing, based on the listing price. Final taxes will be assessed after completion and are provided for budgeting purposes only. Visit the Stroudwater Commons website for more information.

1 Firefly St Unit 403, Portland

Listing courtesy of Keller Williams Realty. (207) 232-8877

6 Mill Pond Dr, Windham
$449,900
4 Beds ⋅ 2 Baths
Enjoy room to spread out, exceptional garage space, and shared access to Mill Pond at 6 Mill Pond Road in Windham. A welcoming mudroom offers the perfect place to shed snowy boots and winter gear during Maine winters, while the open first-floor layout creates an easy flow for everyday living and entertaining. The detached two-car garage offers enough depth to accommodate up to four vehicles parked tandem, providing ample space for cars, recreational equipment, or hobbies. A large back deck extends your living space outdoors, overlooking a spacious backyard with plenty of room for games, gatherings, and relaxing evenings. The finished basement adds flexibility with a large family room and additional finished space offering potential for a fourth bedroom, home office, or guest space. Whether you need room to entertain, work from home, or unwind, this lower level offers options to suit your needs. Enjoy access to Mill Pond through 200 feet of shared frontage, with opportunities for swimming and boating throughout the summer. Conveniently located near downtown Windham's shopping, dining, and everyday amenities, with the area's many lakes nearby, this property brings together indoor flexibility, outdoor enjoyment, and a convenient Lakes Region location.

6 Mill Pond Dr, Windham

Listing courtesy of Willis Real Estate.

81 Highland Rd, Standish
$449,900
3 Beds ⋅ 1 Baths
OPEN HOUSE, SATURDAY, 10/24 11AM-1PM! Privacy like this is hard to find. 81 Highland is tucked along a quiet no-through road and backs up to many acres of wooded land owned by Saint Joseph's College. The well-landscaped yard and lawn give way to a backdrop of woods, best enjoyed from the back deck. Inside, it's warm and updated: a brand-new kitchen with granite, new cabinetry and stainless steel, a fully redone bath, and a living room where the newer pellet stove keeps things toasty all winter long. Three bedrooms plus two flex rooms give you space to work from home, take up a hobby or host guests. There's also a laundry room and a finished lower level. The 24x30 garage is big enough for trucks, kayaks and a workbench. And with Sebago Lake just minutes away, you're never far from boating, swimming and everything the lake has to offer. It's an easy commute to Portland, but you'll feel miles away. Come see why this one feels like home the moment you pull in!

81 Highland Rd, Standish

Listing courtesy of Dream Home Realty LLC.

566 Washington Ave, Portland
$449,900
3 Beds ⋅ 2 Baths
A completely renovated Portland single-family home at a price increasingly difficult to find. 566 Washington Avenue combines move-in-ready condition with a surprisingly functional three-bedroom layout, including a first-floor bedroom, first-floor laundry and 1½ baths. The bright, open interior features new flooring and finishes, a beautifully updated kitchen with new cabinetry, countertops and appliances, and fully renovated bathrooms with clean, timeless styling. Updated windows, systems, mechanicals and zoned heat pumps provide year-round comfort, efficiency and peace of mind. Additional advantages include public water and sewer, a full basement, off-street parking and the freedom of single-family ownership without a condominium fee. Located in Portland's desirable East Deering neighborhood, the home is convenient to Back Cove, downtown Portland, neighborhood shops and restaurants, and I-295. The expensive work has already been completed--simply move in and enjoy a thoughtfully renovated Portland home with modern comfort, manageable living space and an exceptionally convenient location.

566 Washington Ave, Portland

Listing courtesy of Spectrum Real Estate.

20 Twig Cir, Harrison
$449,900
3 Beds ⋅ 2 Baths
Seller offering credit towards closing! Ask for details. New construction in the heart of Maine's Western Mountains & Lakes Region! Set on a level 1 acre lot, this thoughtfully designed 3bedroom, 2 bath home with huge bonus room that can be used as an office, tv room or game room offers the perfect blend of modern comfort and year-round recreation. Enjoy outdoor living at its best with an oversized deck and covered porch ideal for relaxing, entertaining, or taking in the natural surroundings in any season. The property includes shared frontage on the scenic Crooked River perfect for casting a line, kayaking, or simply unwinding by the water. Just minutes away, you'll find Long Lake, Crystal Lake, and Lake Pennesseewassee, all offering public beaches, boat launches, and endless summer activities. No boat? No problem rentals areconveniently available at a nearby marina. When winter arrives, the adventure continues with Pleasant Mountain skiing, access to snowmobile trails, and abundantoutdoor recreation close to home. Whether you're searching for a full-time residence, a weekend escape, or a smart investment in a highly desirable recreational area,this home puts you right in the middle of it all. Builder can add a garage for additional cost.

20 Twig Cir, Harrison

Listing courtesy of Badger Peabody & Smith Realty.

10 Reba Ln, Windham
$449,500
3 Beds ⋅ 1 Baths
Welcome to 10 Reba Lane! This is a centrally located, private home. It's located close to Dundee Park in a quiet, residential part of Windham. This ranch-style home allows for one-floor living while remaining spacious and welcoming. This home offers opportunity for both first-time home buyers, and people looking to "right size" without sacrificing creature comforts and functionality. Plenty of garage space, a convenient layout, and a fantastic location make this a great home for every lifestyle you could dream of. Upon entering the breezeway, you are greeted by the high ceilings, and a sliding glass door inviting you to the backyard. The kitchen has been completely updated, with stainless steel appliances, and newer cabinets and countertops. This home gets lots of natural light, especially through the big windows in the living room and primary bedroom. The partially finished basement means an abundance of room for storage, entertaining, and so much more. A perfect location: it's easy to commute to Portland, Oxford, and to Lewiston/Auburn. Schedule your showing today! The finished area in the basement has been approved by the town, and documentation is publicly available.

10 Reba Ln, Windham

Listing courtesy of Keller Williams Realty.

7 Dolley Farm Rd Unit 18, Windham
$449,000
3 Beds ⋅ 3 Baths
This is a great opportunity to live at Dolley Farm, Windham's finest new Condominium community. Several units are move in ready or choose one that you can customize. The Harvest style townhouse features a well-designed open floor plan ideal for today's lifestyle. The spacious kitchen includes a center island and pantry and flows seamlessly into the dining and living areas, while a rear patio extends your living space outdoors. Upstairs, the primary suite offers a private retreat with an ensuite bath. Two additional bedrooms and a second full bath provide flexibility for guests or family. A second-floor flex space creates the perfect spot for a desk, reading nook, or study area, and the second-level laundry room adds everyday convenience. The full unfinished basement offers generous storage and the opportunity to create additional finished space for a future family room, gym, or flex area. With completed units available, you can settle in and enjoy now! Pet friendly and short walk to Sebago to Sea trail and Shaw Park! Come view this condo and others at the Open House, Saturday, October 24 from 11:30 - 1:00.

7 Dolley Farm Rd Unit 18, Windham

Listing courtesy of The Flaherty Group.

20 Swans Rd, Raymond
$449,000
3 Beds ⋅ 2 Baths
Imagine having Raymond Pond just steps from your door, where peaceful mornings, beautiful water views, and the best of Maine's Lakes Region are part of everyday life. Welcome to 20 Swans Road, a year-round home offering the charm of lakeside living with swimming, kayaking, boating, or simply relaxing by the water. With access shared by just four properties, a dock at the waterfront, and a private association boat launch, enjoying the pond couldn't be easier. Designed for comfortable living and easy entertaining, this three-bedroom, two-bath home features an inviting layout and a wonderful sense of space. The kitchen offers updated countertops and appliances, while the dining and living areas provide a welcoming place to gather. Upstairs, the primary bedroom includes its own private bath, with two additional bedrooms offering flexibility for guests, hobbies, or a home office. The finished walk-out lower level adds another dimension to the home, featuring a spacious family room and bar area that's perfect for movie nights, game days, or hosting friends. Outside, the deck invites you to relax and take in the pond views, while the firepit creates the perfect setting for evenings under the stars. Numerous improvements, including a newer roof, generator, paved driveway, and invisible fencing, add convenience and peace of mind. A storage shed provides additional room for outdoor equipment and seasonal essentials. Set in the heart of the Lakes Region, with easy access to Naples, Windham, and year-round recreation, this property offers an appealing balance of relaxation and convenience. Whether you're enjoying a quiet morning overlooking the pond or gathering with friends after a day on the water, 20 Swans Road is a place to make lasting Maine memories.

20 Swans Rd, Raymond

Listing courtesy of Cottage & Co Real Estate.

55 Huntington Ave, Portland
$449,000
3 Beds ⋅ 2 Baths
Priced to Move in Portland's North Deering Area! Schedule Your Showing Today! Opportunity meets value at 55 Huntington Avenue. This 3 bedroom, 2 bath split-level offers 1,280 square feet of finished living space, a private 0.23-acre fenced yard, and a rare chance to buy in North Deering below Portland's recent median sale price! Step inside to a bright, flexible layout designed for real life. The eat-in kitchen features quartz countertops and opens easily to everyday living, while the finished lower level adds a welcoming family room plus an additional bedroom, ideal for guests, a home office, a suite, or a work-from-home setup. A cozy pellet stove brings warmth and character to Maine's cooler months. The first-floor primary bedroom adds everyday convenience, while two additional bedrooms provide room for family, visitors, or creative space. With 872 square feet above grade and 408 finished below, this home delivers more usable space than its square footage suggests. Outside, enjoy morning coffee on the deck, weekend gatherings in the fully fenced backyard, and a landscaped setting with an outbuilding for storage, tools, or hobbies. Paved parking for up to four vehicles is another practical advantage. Located in sought-after North Deering, you're minutes from shopping, public transportation, and major routes—keeping Portland's restaurants, waterfront and amenities within easy reach. Homes offering this combination of space, yard, flexibility, and location do not wait around. The seller is motivated and ready to review offers, book your private showing now before this one is gone.

55 Huntington Ave, Portland

Listing courtesy of The Maine Real Estate Experience.

309 Spring St Unit 2, Portland
$449,000
2 Beds ⋅ 3 Baths
There are parts of Portland where the neighborhood is as much a part of the appeal as the home itself, and the West End is one of them. Tree-lined streets, beautiful historic architecture, neighborhood restaurants and coffee shops, and the Western Promenade are all part of daily life here, with the rest of the peninsula easily within reach. Set on the second and third floors of the historic Samuel Gilkey House, 309 Spring Street #2 feels perfectly at home in its surroundings. Inside, hardwood floors, classic built-ins and decorative molding bring the character, while a freshly updated kitchen adds a clean, modern counterpoint with new cabinetry, honed granite countertops and stainless steel appliances. The main living level also includes dedicated laundry and access to a private deck, giving you a little outdoor space of your own in the middle of the city. Upstairs there are two bedrooms, a half bath and additional storage which adds welcome practicality. Two dedicated off-street parking spaces are an especially nice perk in this part of Portland.

309 Spring St Unit 2, Portland

Listing courtesy of Portside Real Estate Group.

12 Eighth St, Portland
$449,000
4 Beds ⋅ 1 Baths
The Portland single-family home you have been waiting for is here. You do not need to drive 30 minutes—or leave the city at all—to find an attainable home with character, outdoor space and a garage. Located on a quiet, tree-lined street in Portland's Riverton neighborhood, 12 Eighth Street offers easy access to restaurants, groceries, schools and the Presumpscot trail network for hiking, trail running, mountain biking and year-round recreation. Built in 1920, this inviting home retains much of its original character while benefiting from a host of thoughtful updates. The main level features a comfortable living room, dining room, eat-in kitchen, mudroom and an enjoyable front porch. Three bedrooms occupy the second floor, while the finished upper level provides valuable overflow space—ideal for an additional bedroom, home office, studio or playroom. Outside, the lovely, surprisingly generous lot provides plenty of room to garden, gather and enjoy the mature trees, shrubs and flowering plantings. The rare detached garage/barn offers far more than parking, with exciting potential for a workshop, craft space, gear storage or creative retreat. Low-maintenance, full of charm and priced as one of Portland's most remarkable values, this is an opportunity we expect the market to receive enthusiastically.

12 Eighth St, Portland

Listing courtesy of Benchmark Real Estate.

257 Allen Ave, Portland
$449,000
4 Beds ⋅ 2 Baths
This Pre-Inspected North Deering home offers space and flexibility with 4 bedrooms, 2 bathrooms, bonus space, a workshop, and a great yard! Inside, the living room flows into the dining room and kitchen, creating a comfortable space for everyday living and entertaining. The first floor also features a bedroom with built-ins, a laundry area, 3/4 bathroom, and a three-season porch perfect for slow mornings, summer evenings, and everything in between. Upstairs at the front of the home you'll find two additional bedrooms and a full bathroom. In the back of the home on the second floor is a spacious fourth bedroom with cathedral ceilings, giving it a private feel and plenty of possibilities. Need room for projects, hobbies, storage, or something more? The former garage has been converted into a generous workshop and adds even more flexibility to the home. Keep it as-is, explore converting it back to garage space, or imagine what else it could become. Outside, the well landscaped 0.25 acre lot is open and surrounded by fencing, with plenty of room for entertaining, gardening, or simply enjoying your own outdoor space. With 4 bedrooms, flexible living space, a workshop, and a fenced yard, 257 Allen Avenue offers plenty of space and possibilities to make it your own. Showings begin Saturday September 26th from 10-12 and Sunday September 27th from 10-12 during Open Houses.

257 Allen Ave, Portland

Listing courtesy of Keller Williams Coastal and Lakes & Mountains Realty.

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