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$620,000
2 Baths
Stop paying someone else's mortgage and start building your investment portfolio! Great neighborhood in Portland, close to everything. Currently rented, one lease turned month to month. Nice, spacious floor plans and cute yard. Building needs some 'love', and better tenants. Would make a great owner occupied. Reach out and let's get you through! Easy to show!

44 Pleasant Ave, Portland

Listing courtesy of The Maine Real Estate Group.

$1,000,000
4 Baths
MULTI-FAMILY •Three unit multi-family with strong rental history •Value add opportunity with vacant non-conforming fourth unit •Three car garage on a triple lot •Excellent location with limited river views Showing note: Tenants require 48 hour notice

1530 Congress St, Portland

Listing courtesy of Malone Commercial Brokers, Inc..

$344,999
1 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 1BR/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. This home presents a rare opportunity to own brand-new construction in one of Portland's most connected neighborhoods. Now available for reservations. Estimated occupancy: Fall 2026. HOA fee is estimated. 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. Photos depict a projected look; finishes and specifications are subject to change. Visit the Stroudwater Commons website for more information.

1 Firefly St Unit 401, Portland

Listing courtesy of Keller Williams Realty. (207) 232-8877
$1,995,000
4 Beds ⋅ 5 Baths
Discover this extraordinary historic condominium set along Portland's most iconic waterfront boulevard on Munjoy Hill. This one-of-a-kind residence offers the scale, privacy, and architectural richness rarely found in today's modern construction. Featured spaces include an elegant formal dining room, chef's kitchen with Viking appliances, multiple living rooms, spa room with sauna and cold plunge, plus a spacious finished lower level with a full service bar, billiards room, and den. Enjoy a top level wet bar that opens to your roof deck, plus an additional private deck off the kitchen for easy entertaining. Elegant period details define the home, including crown moldings, a unique, magnificent wide hardwood stairway, and spectacular slate fireplaces that anchor both formal and informal rooms. Soaring ceilings and oversized windows enhance the sense of volume and light throughout. Munjoy Hill offers an unbeatable mix of everyday convenience and coastal lifestyle, with a neighborhood coffee shop, dry cleaner/tailor, convenience store, and a vibrant lineup of local bars and restaurants just steps away. Outdoor and waterfront amenities abound, including Fore Points Marina, East End Beach, public tennis and basketball courts, a playground, food trucks, kayak rentals, SailMaine programs, and cultural programming at The Hill Arts Center - all anchored by the iconic Eastern Promenade and Casco Bay views. Set within a distinguished historic building with the ease of condominium ownership, don't miss this rare opportunity to own a true in-town estate in one of Portland's most talked about locations.

22 Eastern Promenade Unit 1, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

$11,000,000
8 Beds ⋅ 7 Baths
Coastal Estate near Portland, Maine. Set on 2.9 private acres along esteemed Foreside Road in Falmouth, this rare waterfront estate offers exceptional privacy, direct ocean frontage, and close proximity to the city. Overlooking Mussell Cove on two sides with sweeping views to Casco Bay, the property enjoys remarkable seclusion with only one neighboring parcel-just 8 minutes from downtown Portland and 20 minutes from Portland International Jetport. The home features 8 bedrooms, 6.5 baths, a fitness gym, wine cellar, light-filled living spaces ideal for both entertaining and quiet retreat. A newly constructed detached carriage house accommodates three cars and serves as a recreation pavilion, complete with a indoor half basketball court and pickle ball court-perfect for multi-generational living and year-round activity, The waterfront setting offers picturesque views, a private dock with direct access to Mussel Cove and Casco Bay, and excellent summer fishing. The grounds feature established English and rose gardens, mature apple trees, and a large raspberry patch, adding charm and a sense of permanence. Modern amenities include whole-house air conditioning, a full house automatic generator ensuring uninterrupted comfort and dual path internet connectivity with satellite failover.This coastal estate has both Colonial and historical farmhouse influences.The original farmhouse dates back to 1888 and remains incorporated into the modern residence today. A rare opportunity to own a coastal estate combining privacy, recreation, and convenience-just minutes from Portland. Seller financing avaiable.

127 Foreside Rd, Falmouth

Listing courtesy of Engel & Volkers Casco Bay.

$875,000
3 Baths
Mixed-use property offering both residential and commercial income potential in a highly visible Forest Ave location. Property includes a ground-level retail space with established tenant and a spacious, renovated two-level 5-bedroom residential unit. The residential unit offers strong rental potential, making this an attractive opportunity for investors or owner-occupants. Off-street parking and flexible layout add to the property's appeal. The building is equipped with natural gas heating, updated hot water heater, and a commercial-grade fire alarm and sprinkler system. Ideal for those seeking rental income, a live/work setup, or long-term investment in a prime Portland location. Also listed as Commercial MLS #1655962

777 Forest Ave, Portland

Listing courtesy of F.O. Bailey Real Estate.

$429,000
3 Beds ⋅ 1 Baths
Take a tour of Tanglewood Farm- this is a unique farmhouse with Modern Comforts. Step into the warmth and character of this beautifully restored farmhouse. This exceptional property blends classic New England charm with thoughtful modern updates, offering a perfect setting for comfortable country living. At the heart of the home is a spacious 47' X 40' attached barn, ideal for a studio, event space, storage., and there is a workshop all set up. The residence features 11 generously sized rooms providing ample space for family life, entertaining or even a home business. Updated include a renovated kitchen and bathroom, a heat pump in the cozy den, a pellet stove hook-up in the living room, a new furnace, standby generator, and a new roof 2015. September 2020, TC Hafford Basement System was installed, featuring a sub-floor drainage system. Designed with flexibility in mind, the layout supports first floor living, making it ideal for multi-generational household or ageing in place. Outside enjoy the tranquility of rural Maine. Tanglewood Farm is more than a home-it's a lifestyle.. This home is close to the village, skiing and swimming.

133 Hio Ridge Rd, Bridgton

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

$291,000
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. Private deck, designated parking spot (1 per unit) and a focus on comfort are the goals of this building. This 2nd floor 1 BR unit is perfect for someone seeking to streamline their housing without sacrificing the benefits of home ownership. The building is designed as high-performing and energy-efficient. 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, offering residents year-round comfort while significantly reducing environmental impact and long-term operating costs. Located in the vibrant downtown area of Westbrook, everything you need is within easy reach. Close to restaurants and shops, Sebago Lake and mere minutes to Portland's peninsula, you will be able to effortlessly enjoy all that Southern Maine has to offer. Choose yours early enough to be able to participate in choosing your finishes. Occupancy expected in spring 2027. No deeded income restrictions! Ask about special financing options.

21 Clover Ln Unit 209, Westbrook

Listing courtesy of Gardner Real Estate Group.

$385,000
1 Beds ⋅ 1 Baths
Nestled along the peaceful shores of Pettingill Pond, 12 Shore Road in Windham, Maine has the perfect blend of classic lakeside charm and modern comfort. This inviting property boasts stunning water views, direct access to the pond, and a serene setting ideal for both year-round living and seasonal escapes. Inside, you'll find a bright and welcoming layout with large windows that fill the home with natural light and showcase the surrounding beauty. The open-concept living and dining areas create an easy flow for entertaining, while the kitchen provides ample space for preparing meals after a day on the water. Need more space, you will be pleased to find that this property also has a bunkhouse, perfect for overnight guests. Step outside to enjoy your private slice of Maine's natural beauty--whether it's morning coffee overlooking the water, afternoons spent boating or swimming, or evenings around the firepit under the stars. The property offers convenient pond access, making it easy to embrace the full waterfront lifestyle. Located just a short drive from local shops, restaurants, and all of Windhams amenities. This home combines tranquility with accessibility. Whether you're looking for a permanent residence, a vacation getaway, or an investment opportunity, 12 Shore Road is a rare chance to own a piece of Maine's sought-after waterfront living.

12 Shore Rd, Windham

Listing courtesy of Rockstar Real Estate.

$725,000
3 Beds ⋅ 3 Baths
Introducing a beautifully designed contemporary home, just three months from completion, offering the rare opportunity to secure a brand-new build and still personalize key finishes. This thoughtfully crafted layout showcases true modern living on the first floor, where an open-concept kitchen, dining, and living area is enhanced by vaulted ceilings, exposed beams, and striking architectural windows that fill the space with natural light. Glass doors from the living room open onto a large front deck, creating an effortless indoor/outdoor flow perfect for relaxing or entertaining. Warm wood flooring will span the entire level, adding to the home's aesthetic. An attached two-car garage offers direct entry into a well-planned mudroom that flows into the kitchen, ideal for everyday convenience. The first floor also features the primary bedroom suite, complete with a luxurious full bathroom and a generous walk-in closet. Adding ease to single-level living, a half bath with washer and dryer hookups is conveniently located near the mudroom. Upstairs, two additional bedrooms and a full bath provide comfortable accommodations for family, guests, or a dedicated office space. The daylight basement adds even more potential, offering excellent opportunities for future expansion or customization. Set on just under half an acre, the property provides ample outdoor space while maintaining a sense of privacy and tranquility. With construction nearing completion, now is the perfect time to choose your kitchen finishes and make this stunning home uniquely yours. Virtual renderings may not reflect exact layout please refer to floor plans.

Lot 8 Crossman, Brunswick

Listing courtesy of Landing Real Estate.

$1,595,000
3 Beds ⋅ 3 Baths
New construction on Little Sebago Lake is a once-in-a-decade event. And this is that event. A sun drenched contemporary three-story residence modeled after a Maine Home + Design award winning home and sited on a private dead-end road shared by just six year-round properties. This home faces DUE WEST, so that every room on the waterside catches the full arc of sunset through the floor-to-ceiling glass. The colors were selected to blend in the surrounding woods and is custom shingled in cedar. Rare public water from the Portland Water District from May-October plus a drilled well for winter months. The 38-foot-deep garage serves for convenient storage and is 10 feet tall. There is opportunity to finish part ! Plumbing is in the garage with a mechanical room, plus parking for 3 cars. An EV charging was added. Inside, new hardwood floors run throughout. The kitchen anchors the open-concept main level with a ten-foot quartz island with double waterfall features. Subzero fridge and Viking induction range plus a double pantry. Central HVAC and a propane fireplace keep the home comfortable year-round. Two decks extend the living space toward the water -- one for morning, one for the long western light. The primary suite has a private door leading to the 3rd floor deck, where you may relax and soak in the views and sounds of the lake. At the water's edge, an original boathouse and a second storage screened structure remain from the property's earlier life, and both can make wonderful bunk or playhouses, fishing shacks or storage for all the recreational needs. For a individual who values waterfront access and flexibility, these buildings represent options that would NOT be permitted today. Water is 8 ft. deep at the dock! Little Sebago is one of southern Maine's finest lakes with over 6 miles of water to explore and enjoy. 30 minutes to the Portland Jetport/Amtrak station, 2 hours to Logan Airport. less than 1 hour to local ski mountains create end

20 Ladyslipper Dr, Windham

Listing courtesy of Judy George Realty.

$599,000
2 Beds ⋅ 2 Baths
Discover modern urban living at its finest in this beautifully appointed 2-bedroom, 2-bathroom condo located in the sought-after Daymark building in vibrant East Bayside. Designed for comfort and functionality, featuring custom closets, blackout blinds in the bedrooms, and convenient in-unit laundry. Step outside onto your private deck - the perfect spot to enjoy your morning coffee or unwind after a busy day. The open-concept layout is ideal for both relaxing and entertaining, while having a parking space in the attached garage ensures ease and security year-round. Residents of Daymark enjoy an impressive suite of amenities, including a fully equipped fitness center, pet wash station, stylish club room, maker's space, and a fun game room complete with a golf simulator. Don't miss this opportunity to live in the heart of Portland with easy access to breweries, cafes, the waterfront, and more. Schedule your private showing today and experience the exceptional lifestyle Daymark has to offer.

75 Chestnut St Unit 307, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

$1,195,000
3 Baths
Tucked into Portland's beloved East End, this well-maintained three-unit property offers a rare opportunity for both investors and owner-occupants. Unit 1 is especially charming, filled with warmth and original character, and features direct access from one of the bedrooms to the rear deck, creating an easy connection to the outdoor space. Inside, Unit 1 showcases thoughtful details throughout. Units 2 and 3 enjoy peekaboo water views, while Unit 3 also captures lovely views of Portland's city skyline along with beautiful sunset exposure and potential to further enhance the views. All three units offer convenient two-bedroom layouts, making it easy to attract and retain great tenants in this low-maintenance building. One of the property's true highlights is the inviting backyard. With an apple tree, flower boxes, and established plantings, the space feels like a small, urban garden ideal for relaxing, entertaining, or enjoying a quiet moment outdoors. The property sits on a quiet, primarily owner-occupied block where neighbors take pride in their homes. Perfectly positioned to experience the best of the East End, the property is just minutes from the acclaimed restaurants, coffee shops, and breweries along Washington Avenue, and a short stroll to the Eastern Promenade overlooking Casco Bay. With separate utilities, strong income potential (grossing just over $100,000 annually), and generous driveway parking for 6+ vehicles, this is an exceptional opportunity for both investors and owner-occupants. Properties in this neighborhood rarely come available, especially ones that combine character, income potential, outdoor space, parking and location like this.

103 Monument St, Portland

Listing courtesy of Keller Williams Realty. scurtisrealty@gmail.com
$559,000
6 Beds ⋅ 4 Baths
Rare Investment Opportunity Near Sebago Lake - Multi-Unit Property with Huge Potential or make it your home with an inlaw. Opportunity awaits. This unique property offers incredible potential for investors, contractors, or buyers looking to create value. Located just a short walk to association access on beautiful Sebago Lake, the property features multiple units and flexible living space with the possibility for rental income or multi-generational use. While the property does REQUIRE updates and improvements, the location and potential make it a rare opportunity in the Windham/Sebago Lake area. Enjoy the benefits of lake access while being conveniently located near local amenities, restaurants, and year-round recreation. Whether you're looking for an investment project, seasonal retreat, or property with income potential, this is a chance to bring your vision to life in one of Southern Maine's most desirable lake regions.

96 Mineral Spring Rd, Windham

Listing courtesy of Krainin Real Estate.

$629,000
2 Beds ⋅ 2 Baths
Now available, Unit 310 stands out as one of the most sought-after floor plans in the Daymark Condominiums. This thoughtfully designed 2-bedroom, 2-bathroom residence offers an ideal layout, with a guest bedroom and primary suite separated by the living area. The primary suite features a spacious walk-in closet equipped with an efficient hanging system and a full bath with a beautifully tiled shower. The guest bathroom includes a convenient shower and tub combination, providing versatility and comfort. Fully furnished and currently occupied, Unit 310 provides a real world example of how this well balanced floor plan comfortably accommodates everyday living. Additional highlights include a private balcony with a glimpse of Back Cove, in unit stacked laundry, efficient ductless heat pumps, hardwood flooring, and high end kitchen finishes and appliances. Centrally located in Bayside, Daymark offers a prime on-peninsula setting within walking distance of Portland's shops, restaurants, and nightlife. The building features an exceptional amenity package, including secure garage parking, guest access technology, bike storage and makers space, co working lounge with fireplace, sports lounge with golf simulator, fitness center, pet washing station, secure mail room, and ride share pickup area. Owners also enjoy on site trash and recycling, a dedicated storage unit, and professional property management. Take the opportunity to visit Daymark and discover everything this community has to offer. Unit 310 represents a rare chance to own one of the building's most popular floor plans. Seize this moment to become the next owner and enjoy the benefits of stylish urban living in a high-demand condominium. Seller will provide bonus of 6 months HOA fee cash back at closing with acceptable purchase contract.

75 Chestnut St Unit 310, Portland

Listing courtesy of EXP Realty.

$2,199,000
4 Beds ⋅ 4 Baths
Privately sited on desirable Dingley Island, this extraordinary to-be-built waterfront home offers a rare opportunity to own over 400 feet of waterfront with a picturesque private dock and long serene views. Thoughtfully envisioned to blend coastal elegance with modern luxury, the residence will feature classic architectural details, refined craftsmanship, and high-end materials throughout, Built by John Libby Construction, A trusted local company. Designed for both entertaining and effortless year-round living, the thoughtful four-bedroom floor plan features over 2500 ft if living space with a daylight basement with views, for future expansion. Easy 1st floor living, light-filled spaces, and water views from nearly every room. Two luxurious primary suites provide exceptional comfort and privacy for owners and guests alike. From boating and paddleboarding to swimming and fishing from your own tidal dock, this remarkable property offers a waterfront lifestyle in one of Maine's most exclusive island settings. A rare blend of privacy, serenity, and coastal luxury.

15 Lupine Ln, Harpswell

Listing courtesy of Roxanne York Real Estate.

$523,000
4 Beds ⋅ 1 Baths
Welcome back to nature in beautiful Bridgton Maine! This property is tucked into the mountain starting with a 1500 ft driveway up to a year-round getaway on 5.3 acres with a 5-bedroom septic to accommodate the guest cottage! The main home has 3/4 bedrooms, newly upgraded full bath, 3-season porch off the primary bedroom, living room, kitchen with woodstove, and additional bedroom. There are two stairways to either side of the upstairs bedrooms. The exterior has patios to absorb all of nature. There is a slate firepit for outdoor entertainment, brooks, and a mancave with electric and front deck, tree fort and a guest cottage that needs to be completed for extra guests. The long driveway has several natural spring brooks along with a baby trout brook with bird berries at the bottom of the driveway for crafting or just enjoyment. Close to town for all the amenities including, schools, shopping, hospital, restaurants, lakes, golf and tennis, skiing, hunting, Portland and North Conway

169 S Bridgton Rd, Bridgton

Listing courtesy of EXP Realty.

$650,000
3 Beds ⋅ 2 Baths
HUGE PRICE IMPROVEMENT--DON'T MISS THIS PEAKS ISLAND OPPORTUNITY! Welcome to 17 Elizabeth Road, a thoughtfully updated and lovingly maintained 3-bedroom, 2-bath coastal retreat just a scenic 17-minute ferry ride from downtown Portland. Only a six-minute walk or quick golf-cart ride from the ferry landing, this home offers peaceful island living with easy access to Portland's acclaimed restaurants, shops, galleries, and waterfront. Filled with character, the home features hardwood floors, abundant natural light, sea-glass-inspired interiors, a beautiful stained-glass window, and a one-of-a-kind staircase crafted with repurposed piano legs. Recent improvements include new appliances, fresh landscaping, and interior and exterior paint, making the property move-in ready. Enjoy morning coffee on the welcoming front porch, then unwind after the beach on the private back porch overlooking a charming backyard oasis. The oversized shed offers endless possibilities as an art studio, bunkhouse, workshop, gardening space, or storage for kayaks, bikes, and beach gear. Centennial Beach is just a short walk away, with boating, fishing, kayaking, sailing, pickleball, tennis, cycling, golf-cart cruising, and coastal walks all close at hand. Peaks Island also offers a grocery store, restaurants, shops, a post office, and an elementary school. Whether you're seeking a year-round home, summer getaway, or investment property, 17 Elizabeth Road delivers exceptional character, versatility, and value. Make your move before summer ends and enjoy the magic of Maine island living for generations to come!

17 Elizabeth St, Portland

Listing courtesy of Carey & Giampa, LLC.

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

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