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26 Whites Bridge Rd Unit 26, Windham
$284,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully maintained and inviting three-bedroom condo, ideally located in the heart of Windham. Enjoy the convenience of being just minutes from shopping, restaurants, and everyday amenities while tucked away in a peaceful setting. The first floor features an open-concept layout with a spacious living room, kitchen, and dining area--perfect for both everyday living and entertaining. Just off the dining area, step onto the newer deck, an ideal spot to enjoy your morning coffee, dine outdoors, or unwind after a long day. Upstairs, you'll find two generously sized bedrooms with cathedral ceilings that create a bright and airy feel, along with a full bathroom. The finished walk-out basement offers valuable additional living space that can easily serve as a third bedroom, home office, fitness room, or family room, with direct access to the private backyard. Conveniently located near Sebago Lake and just a short drive to Portland, this move-in-ready condo offers the perfect blend of comfort, functionality, and location. Don't miss your opportunity to make this wonderful property your new home!

26 Whites Bridge Rd Unit 26, Windham

Listing courtesy of Signature Homes Real Estate Group.

137 Harpswell Rd, Brunswick
$279,900
1 Beds ⋅ 1 Baths
Opportunity Knocks in Brunswick! Whether you're an investor, contractor, or aspiring homeowner ready to build equity, this 0.83-acre property in Brunswick's GR5 Growth Residential District offers exciting possibilities! The existing 624-square-foot, one-bedroom home has seen several improvements, including spray foam insulation, new luxury vinyl plank flooring, updated cabinetry, and fresh paint. The property also features an attached garage and a detached shed. While the home still needs some additional work, it offers an opportunity to build sweat equity and make it your own. Thinking bigger? Consider the possibilities of removing the existing home and exploring the potential for future residential development, including a duplex, subject to town approvals, zoning requirements, and site feasibility. With a generous lot in a desirable Brunswick location, this property offers an opportunity to look beyond what exists today and envision what could come next. Tired of renting? Start investing in your future! This could be your opportunity to own property, build equity, and create a foundation for long-term financial growth rather than putting money toward someone else's mortgage. Conveniently located just minutes from Bowdoin College, downtown Brunswick's Maine Street, local restaurants, shopping, and outdoor recreation, this property combines location, land, and potential in one compelling package. Bring your vision, explore the possibilities, and make your investment in Brunswick!

137 Harpswell Rd, Brunswick

Listing courtesy of Home At Last Realty.

1 Firefly St Unit 202, Portland
$279,581
2 Beds ⋅ 1 Baths
Step into home ownership at Stroudwater Commons, Portland's newest condo community offering attractive living at attainable prices. With sunny spaces, timeless finishes, and modern efficiency, this 2BR/1BA home is designed for comfort and convenience. Each condo features open layouts, modern kitchens, stylish baths, in-unit laundry, efficient heat pumps for year-round comfort, and elevator access to all levels. Parking is available for purchase starting at $5,000 Residents also enjoy access to community amenities including a fitness center, co-working lounge, bike storage, EV charging provisions, and direct Portland Trails access. 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. Income-Qualified Workforce Homes provide a unique opportunity to transition from renting to owning. To qualify, the household must not earn more than 80% of Area Median Income ($85,450). Now available for reservations. Estimated occupancy: Spring 2027. Taxes to be assessed; HOA fee is estimated. Photos depict a projected look; finishes and specifications are subject to change. Visit the Stroudwater Commons website for more information.

1 Firefly St Unit 202, Portland

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

23 Oakwood Ter Unit 23, Brunswick
$277,500
2 Beds ⋅ 2 Baths
Enjoy the ease of condo living in the heart of Brunswick, where everyday convenience meets the best of Maine's Midcoast lifestyle. Well-maintained, vacant, and ready for its next owner, 23 Oakwood Terrace offers a wonderful opportunity to move right in. The first floor features an open floor plan with a convenient half bath, while the second floor offers a primary bedroom, a second bedroom, and a full bathroom. A full, unfinished basement provides an abundance of additional space and endless possibilities. Whether you envision a home gym, office, creative studio, workshop, or simply need room for storage, there is plenty of opportunity to tailor the space to your dreams. Beyond your front door, downtown Brunswick is just minutes away, offering local dining, shopping, galleries, museums, farmers' markets, community events, and the Maine State Music Theatre. Nearby walking trails and parks provide plenty of opportunities to enjoy the outdoors, while Maine's beautiful coastline is just a short drive away. Spend an afternoon exploring Portland, approximately 30 minutes away, or adventure to Augusta, Maine's capital city, in about 40 minutes. With its convenient location, low-maintenance lifestyle, and flexible living space, 23 Oakwood Terrace offers an opportunity to enjoy all that Brunswick and the greater Midcoast have to offer. Come see the possibilities and make this well-kept condo your own.

23 Oakwood Ter Unit 23, Brunswick

Listing courtesy of Engel & Volkers Casco Bay.

Tba Two Ponds Rd Rd, Bridgton
$275,000
MAJOR PRICE REDUCTION IN TIME FOR FALL RECREATION & HUNTING. Incredible opportunity to own your own slice of Maine with this pristine 14+ acre parcel on tranquil undeveloped Foster Pond in Bridgton Maine. Tucked away on a seasonal road, this property offers privacy, peace and the ideal setting for a camp or retreat. Enjoy waterfrontage that adds to the natural charm, making it easy to relax and take in the sights and sounds of Maine outdoors. Whether you are looking to build a rustic camp or simply escape the hustle & bustle, this exceptional untouched parcel provides a serene and tranquil environment surrounded by nature. Currently enrolled in Tree Growth offering significant tax benefits and making it an excellent investment for both recreation & long term ownership. Located a short drive from local amenities in Bridgton while maintaining a true off-the-grid feel. Fishing (summer & winter), hunting, swimming, hiking trails, snowmobiling and snowshoeing-unlimited year round outdoor recreation. Create your own Maine escape today!

Tba Two Ponds Rd Rd, Bridgton

Listing courtesy of Chalmers Realty.

9 Cole St Unit 1C, South Portland
$275,000
2 Beds ⋅ 1 Baths
Welcome to Cole Street Condominiums! This 2nd floor beautifully remodeled 2-bedroom, 1-bath condo w/ washer + dryer hookup has been thoughtfully updated inside and out, featuring luxury vinyl plank flooring, granite countertops, and quality craftsmanship throughout. Ideally situated along the highly sought-after Greenbelt Trail, this location offers miles of scenic walking and biking paths right outside your door. Enjoy the perfect balance of convenience and recreation, with Portland's vibrant Old Port, restaurants, shops, and waterfront attractions just a short drive away. Whether you're looking for a low-maintenance home, a weekend retreat, or an investment opportunity, this move-in-ready condo is one you won't want to miss.

9 Cole St Unit 1C, South Portland

Listing courtesy of F.O. Bailey Real Estate.

Cook Rd, Windham
$275,000
Rare opportunity to build your dream home/getaway destination or private sanctuary away from it all, yet with conveniences of daily living still nearby. Nestled on a quiet street near the Pleasant River, with sloping hills, mature trees & majestic natural beauty as far as the eye can see, this buildeable Lot of just under 3 Acres, sits in the heart of Town and promises not only the wholesome peace & serenity of rural living, but views of the most breathtaking long sunsets, making it the ideal place to call 'home'. With soil tests, surveys, septic/ house plans & delineations now completed & driveways almost in - Summer in sweet Lakes Region awaits! Driveway for Lot to come off driveway of 37 Cook Rd./not accessible via the private property dirt road located after the stop sign/mailboxes at the end of the paved portion of Cook Road

Cook Rd, Windham

Listing courtesy of Keller Williams Realty.

148 Breakwater Dr Unit 818, South Portland
$275,000
1 Beds ⋅ 1 Baths
Wonderful opportunity to own a waterside property in South Portland's popular Breakwater Condominiums. This 1 Bedroom, 1 Bathroom penthouse condo is among a limited number of units with a bay-style window. The unit's orientation features an expansive view of Portland's lovely & historic city skyline. It even offers peaks across the Fore River of Portland's active harbor. The condo is flooded with natural light, and the deck is the perfect place to watch year-round sunsets in the comfort of your own home. Unit comes with a reserved parking spot (plus plenty of parking for guests) and 24-hour security. A thriving community garden is a rare offering in today's condo market. Breakwater offers incredible walkability and convenience. This prime location is a stone's throw from an array of eateries, shops, SMCC, Willard Beach, Spring Point, lighthouses, a marina, the greenbelt trail, major roads, services, and shopping. Fantastic rental, pied-à-terre, or entry homeownership.

148 Breakwater Dr Unit 818, South Portland

Listing courtesy of Portside Real Estate Group.

21 Clover Ln Unit 104, Westbrook
$269,000
1 Beds ⋅ 1 Baths
Introducing Clover Terraces, modern homes that embody the next generation of Maine architecture! Every line and material was chosen for performance, beauty, and sustainability. These sun-filled homes will be welcoming and incredibly easy to live in. Enjoy your own private patio, designated parking spot (1 per unit) and a focus on comfort are the goals of this building. This first floor 1 BR unit is ideal for someone seeking to streamline their housing without sacrificing the benefits of home ownership. Each unit has triple pane Intus window and an Ephoco system providing all-electric heating, cooling and ventilation with built-in energy recovery. The result is a durable, quiet, and highly energy-efficient building, bringing year-round comfort while significantly reducing environmental impact and long-term operating efficiency. Located in the vibrant downtown area of Westbrook, everything you need is within easy reach. Close to shops, restaurants, library, Sebago Lake and mere minutes to Portland's peninsula, you will be able to effortlessly enjoy all that Southern Maine has to share. Choose your new home early enough to be able to participate in choosing your finishes! These units have no deeded income restrictions! Ask us about special financing options.

21 Clover Ln Unit 104, Westbrook

Listing courtesy of Gardner Real Estate Group.

18 Easy Way Unit 6, Windham
$265,000
2 Beds ⋅ 1 Baths
Comfortable, affordable, and easy to own. This recently updated 2-bedroom, 1-bath condo at 18 Easy Way offers 833 square feet of well-laid-out living in Windham, with low HOA fees and heating bills that keep your monthly expenses well below what you'd expect. The kitchen features stone countertops, and the updates throughout make this a move-in-ready home. Two bedrooms give you flexibility for guests, a home office, and the efficient layout means no wasted space. Outside is where this condo really stands out. The shared outdoor space is set up for barbecues, evenings around the fire pit, and long summer nights. A storage shed keeps your gear, tools, and seasonal items out of the way. Private parking is included, and coin-op laundry is available on site. The HOA welcomes pets which means your four-legged family members are welcome too. Windham offers Southern Maine convenience with a small-town feel, including Sebago Lake, local trails, and shopping and dining along Route 302 close by. It's a smart fit for first-time buyers, downsizers, or anyone who wants affordable, low-maintenance living with room to entertain. Showings begin Friday 10/23. Open House Sunday 10/25 from 11am-12:30.

18 Easy Way Unit 6, Windham

Listing courtesy of Maine Community Real Estate.

192 King Hill Rd, Naples
$265,000
1 Beds ⋅ 1 Baths
Sometimes, small spaces offer big possibilities—and 192 King Hill is a perfect example. Tucked well back from the road on a private .97-acre lot, this unique Maine cabin offers a peaceful setting while keeping you close to year-round recreation. Located approximately 8 minutes from the Naples Causeway and 25 minutes from Pleasant Mountain, you'll have easy access to boating, hiking, skiing, dining, and more. A beautiful covered porch welcomes you into the home and faces the back of the property, positioned to allow the most amount of natural light, and overlooking the fire pit. Inside, the thoughtfully designed layout makes excellent use of the available space without sacrificing the amenities you want. The well-appointed kitchen features granite countertops, soft-close cabinetry, a full-size oven and microwave, stainless steel refrigerator, and dishwasher. The full bathroom with standup shower includes a stackable washer and dryer, while a heat pump in the living area provides both heating and cooling. The main level also offers a bedroom just off the living room, while the loft provides additional sleeping space or flexible storage. A drilled well and 2-bedroom septic system provide the essential infrastructure, while the crawl space with a poured concrete floor and the exterior shed offer additional storage options. Cozy, private, and thoughtfully designed, 192 King Hill is a unique Maine retreat ready for its next owner or investor.

192 King Hill Rd, Naples

Listing courtesy of Maine Real Estate Co.

42 Little Fawn Ln, Brunswick
$265,000
Welcome to Douglas Ridge and this pristine five-acre sanctuary in Brunswick designed for those who value privacy, architectural integrity, and a deep connection to nature. Bordered by a protected 280-acre conservation easement held by the Town of Brunswick, this exceptional parcel offers peaceful surroundings that will remain preserved for generations. The property provides an ideal setting for a custom, high-performance, eco-conscious home. Perfect for professionals seeking a sophisticated remote-work retreat or homeowners ready to embrace a quiet, low-maintenance lifestyle, Douglas Ridge offers a rare blend of seclusion, sustainability, and convenience. Rolling topography, mature timber, flowing streams, and an abutting beaver pond create a thriving wildlife corridor with multiple scenic and sheltered build sites ideal for energy-efficient architecture. This thoughtfully designed eco-conscious community emphasizes sustainability and mindful land stewardship, while a resident-managed HOA provides road maintenance, snow removal, and trash service for effortless year-round living. Buyers may work with the on-site specialist in sustainable, high-performance homes or collaborate with an approved builder of their choice. The property also includes engineering plans for a low-impact culvert crossing and a conceptual subdivision plan offering additional flexibility for future planning or investment.Though it feels worlds away, Douglas Ridge is just minutes from downtown Brunswick's boutiques, farm-to-table dining, and the cultural energy of Bowdoin College. Convenient access to I-295 places Portland, Lewiston/Auburn, Augusta, Freeport, Yarmouth, Topsham, and Bath all within easy reach. Properties of this scale, privacy, and ecological significance are exceptionally rare in the Midcoast market. Experience the quiet beauty and refined simplicity of Douglas Ridge. Schedule your private tour today.

42 Little Fawn Ln, Brunswick

Listing courtesy of Portside Real Estate Group.

162 Roosevelt Trl Unit 1, Casco
$264,900
2 Beds ⋅ 1 Baths
Easy living in the heart of Maine's Lakes Region. Located in a small four-unit condominium complex, this 2-bedroom, 1-bath condo at 162 Roosevelt Trail offers 1,008 square feet of comfortable, manageable living space in a convenient Casco location. Built in 2001, the condo offers an easy-to-maintain alternative to a traditional single-family home. The association takes care of mowing, plowing and the exterior of the building, leaving you more time to enjoy your home and everything the Lakes Region has to offer. Each unit has its own propane meter, allowing owners to control their individual heat usage. Looking for flexibility? Rentals and animals are allowed, making this an option for year-round living, a Maine getaway or an investment property. Mature trees provide a nice buffer from Roosevelt Trail, offering privacy and screening while keeping you within easy reach of area lakes, recreation and amenities. Whether you're looking to simplify, invest or have your own place in the Lakes Region, this condo offers flexibility without all the exterior upkeep of a traditional home.

162 Roosevelt Trl Unit 1, Casco

Listing courtesy of Meservier & Associates.

39 Main St, Standish
$255,000
5 Beds ⋅ 1 Baths
Rich with character and brimming with potential, this property presents a rare opportunity to restore, renovate, or thoughtfully modernize a home with exceptional space and timeless appeal. Whether you're looking to preserve its historic charm or create your dream home, the possibilities here are truly endless. Inside, you'll find five generously sized bedrooms, expansive living spaces, and an abundance of original character. Beautiful wide-plank wood floors, gracefully curved walls, and large windows that flood the home with natural light create bright, inviting rooms filled with warmth and charm. Storage is plentiful throughout, while the expansive, open yard abuts Tucker Brook, creating a picturesque backdrop with space to garden, entertain, play, or simply relax and enjoy the peaceful setting. Completing the home is an untapped third floor - a remarkable space ready to become additional living space, a luxurious primary suite, home office, studio, recreation room, or whatever best suits your vision. With its generous proportions, architectural character, and incredible potential, this is a home ready for its next chapter, offering the perfect canvas to create something truly special.

39 Main St, Standish

Listing courtesy of Locations Real Estate Group LLC.

58 Lower Beach Rd, Windham
$250,000
Imagine building the home you've always wanted just steps from Highland Lake. Tucked into Windham's sought-after Highland Lake community, 58 Lower Beach Road offers a rare opportunity to create something entirely your own in a setting where lake life becomes part of everyday life. Located just one lot back from the water with points of access to Highland Lake, this is your chance to build near one of southern Maine's treasured lakes without settling for someone else's vision of what a lake home should be. Picture summer mornings heading to the lake, afternoons spent swimming, paddling and boating, and quiet Maine evenings returning home from the water. Here, the dream isn't simply owning a house, it's creating a lifestyle around the place you want to be. And the location makes it even better. Enjoy the natural beauty and recreation of Highland Lake while remaining close to everything Windham has to offer and within easy reach of Greater Portland. It's the kind of setting that lets you feel away from it all without actually being far away. Bring your own vision and builder or explore the property's separately offered build package for an opportunity to take much of the guesswork out of creating your new home. 58 Lower Beach Road isn't simply a piece of land. It's an opportunity to finally build the lake lifestyle you've been imagining. Shared water access to Highland Lake. The exact location, extent, and amount of shared water frontage are currently being confirmed by the attorney. **Also offered as a to-be-built home package -- see MLS #1676599 for additional details. **

58 Lower Beach Rd, Windham

Listing courtesy of Keller Williams Realty.

Lot29A Lot29a Portland Rd, Bridgton
$250,000
Positioned along highly traveled Route 302 in the heart of Bridgton, this exceptional development opportunity offers approximately 5 acres with an impressive 250'± of road frontage in one of Maine's fastest-growing Lakes Region markets. Part of a larger 354-acre undeveloped tract, the seller is offering flexibility in acreage and parcel configuration to help accommodate a variety of development visions. Located within Bridgton's desirable Outer Corridor zoning district, the property presents extensive potential for commercial, residential, mixed-use, or investment-driven projects. Excellent visibility, strong traffic counts, and favorable sight lines create ideal conditions for multiple access points and future development. Surrounded by four-season recreation, lakes/mountains, and continued regional growth, this is a rare chance to secure a large-scale parcel with significant frontage on one of Western Maine's primary travel corridors.

Lot29A Lot29a Portland Rd, Bridgton

Listing courtesy of Oberg Insurance & Real Estate Agency, Inc..

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