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$525,000
1 Beds 1 Baths
Tucked into the heart of Munjoy Hill, this bright and thoughtfully designed one-bedroom condo offers easy, single-level living in one of Portland's most beloved neighborhoods. The open-concept layout is filled with warm natural light and offers a comfortable flow for everyday living. The kitchen features quartz countertops and modern finishes, opening seamlessly into the living space -- perfect for both quiet mornings and easy entertaining. A bio-ethanol fireplace adds a cozy touch, while details like custom California Closets, a sliding barn door, and radiant heat in the bathroom bring both style and function. Designed for simplicity and convenience, this home also offers in-unit laundry, efficient heat pump heating and cooling, and a rare, generous basement storage area -- ideal for keeping things organized without sacrificing space. Additional highlights include off-street parking, a pet-friendly association, and low HOA fees, all adding to an easy, flexible lifestyle. Step outside and enjoy everything the East End has to offer -- from neighborhood favorites like Double Great Coffee, and The Front Room to the Eastern Promenade just a couple of blocks away -- all while being tucked on a quieter street, so you get the best of both worlds. Comfortable, efficient, and incredibly well-located, this is a wonderful opportunity to enjoy everything that makes Portland so special.

30 Merrill St Unit 1, Portland

Listing courtesy of Portside Real Estate Group.

$860,000
3 Baths
This three-unit property near USM offers opportunity and flexibility. A detached single-family home and a duplex on one lot, create a range of possibilities for investors, owner-occupants, and multi-generational living arrangements alike. Each of the three units offers a three-bedroom layout, providing comfortable living spaces that continue to attract strong tenant demand. The property is currently fully occupied with a proven rental history, offering immediate income for investors while presenting future opportunities for an owner-occupant seeking to offset housing costs with rental revenue. Off-street parking adds significant value and convenience, while the highly walkable location places residents just minutes from USM, Hadlock Field, The Expo, Deering Oaks Park, downtown Portland, local restaurants, shopping, and public transportation. Well maintained over the years, the property offers a solid foundation with potential for future value enhancement through cosmetic exterior improvements. Whether you're looking to grow your investment portfolio, establish a foothold in Portland's competitive housing market, or enjoy the benefits of owner-occupied multi-family living, 438-440 St. John Street presents a rare opportunity in a sought-after location.

438-440 St John St, Portland

Listing courtesy of Coldwell Banker Realty. 207-282-5988

$479,900
3 Beds 2 Baths
Beautifully Renovated Home in the Heart of East Deering! Welcome to 566 Washington Ave, a completely remodeled home where classic Portland character meets modern design and comfort. This property has been thoughtfully updated from top to bottom, offering a new owner the rare opportunity to move right into a home where everything is brand new. Inside, you'll find a bright, open layout with new flooring, fresh finishes, and an updated kitchen featuring new cabinetry, countertops, and appliances. The bathrooms have been fully renovated with modern fixtures and clean, timeless style. New systems, windows, and mechanicals provide peace of mind and efficiency for years to come. Located in Portland's desirable East Deering neighborhood, this home offers the perfect balance of convenience and community. Just minutes from downtown Portland, Back Cove, local shops, restaurants, and easy access to I 295, the location makes everyday living simple and connected while still feeling residential. Whether it's your first home, you are a downsizer, or someone looking for a low maintenance home in a strong neighborhood, this property delivers modern living without the wait or hassle of renovations. A turnkey home in a well established Portland neighborhood is a rare find. This one is ready for you.

566 Washington Ave, Portland

Listing courtesy of Spectrum Real Estate.

$1,000,000
2 Beds 3 Baths
Welcome to Hammond Heights! Located on the peninsula in East Bayside, this charming newer residence offers an unparalleled blend of comfort, convenience, and elegance. 34 Hammond St, Unit C - your gateway to an urban lifestyle. This meticulously designed unit boasts a seamless fusion of modern aesthetics and timeless charm. Located on the top 2 floors, you will feel like you are in a free-standing home! With 2 bedrooms and 2.5 bathrooms, there is ample space for both relaxation and entertainment. The open-concept layout creates a welcoming atmosphere, allowing natural light to flow through the space effortlessly. A Chef's Dream Kitchen crafted with Bosch appliances, sleek countertops, and ample storage space. it's the perfect canvas for culinary creations. Whether you're hosting a dinner party or preparing a quiet meal for yourself, this kitchen will meet all your needs. The bedrooms here are tranquil havens designed for ultimate relaxation. Unwind after a long day in your own private sanctuary. Room for an office upstairs. Views for miles! Looking over Back Bay with glimpses of the White Mountains beyond. Yes, that is Mount Washington! Prime Location situated in a sought-after neighborhood, you'll be just moments away from the vibrant cultural scene, local shops, and nearby parks, etc., all within easy reach! Pets welcome. Don't miss the chance to experience the allure of this special condominium home in person.

34 Hammond St Unit C, Portland

Listing courtesy of Keller Williams Realty.

$3,000,000
This rare four-parcel, .262-acre assemblage at the corner of Oxford and Cedar Street offers a unique opportunity in Portland's rapidly evolving Bayside district. The site currently includes existing residential structures and surface parking, providing immediate utility and flexibility while a buyer evaluates long-term plans. Surrounded by ongoing investment and redevelopment throughout Bayside, the property sits in an area well positioned for future growth. With its scale, configuration, and walkable downtown location, the highest and best use of this assemblage is a mixed-use or commercial development, subject to buyer due diligence and city approvals. The parcels offer strong potential for increased density, modern infill construction, and a project that aligns with the neighborhood's continued transformation. This is an exceptional opportunity for developers or investors seeking a strategically located footprint in one of Portland's most active growth corridors.

198 21 Oxford Cedar St, Portland

Listing courtesy of Keller Williams Realty.

$1,016,502
3 Beds 2 Baths
Stevens Square Re-Imagined! Building 3, Stevens Square at Baxter Woods! This growing new neighborhood is on its way to be one of the most exciting places to live in Portland Maine! Stevens Square represents Portland's first 55+ condominium community adjacent to hundreds of acres of woods and walking trails. Complete with convenient dog washes, crackling fire pits, and available community center with saltwater pool and gym, this 3rd floor park facing corner unit has it all. Nicely balanced living spaces focused with designer chosen appointments, including an ensuite primary bedroom, private deck and lots of wonderful light. Enjoy the large gathering room and sky deck at your fingertips. Covered parking and storage also included. A well-rounded life begins at the Square!

75 Mcauley Way Unit 302, Portland

Listing courtesy of Gardner Real Estate Group.

$750,000
This rare four-parcel, .262-acre assemblage at the corner of Oxford and Cedar Street offers a unique opportunity in Portland's rapidly evolving Bayside district. The site currently includes existing residential structures and surface parking, providing immediate utility and flexibility while a buyer evaluates long-term plans. Surrounded by ongoing investment and redevelopment throughout Bayside, the property sits in an area well positioned for future growth. With its scale, configuration, and walkable downtown location, the highest and best use of this assemblage is a mixed-use or commercial development, subject to buyer due diligence and city approvals. The parcels offer strong potential for increased density, modern infill construction, and a project that aligns with the neighborhood's continued transformation. This is an exceptional opportunity for developers or investors seeking a strategically located footprint in one of Portland's most active growth corridors.

198 Oxford St, Portland

Listing courtesy of Keller Williams Realty.

$241,153
1 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 1BR/1BA home is designed for comfort and convenience. Each residence features an open layout, modern kitchen, stylish bath, in-unit laundry, efficient heat pump for year-round comfort, and elevator access to all levels. Parking is available for purchase starting at $5,000. Residents enjoy access to community amenities including a fitness center, co-working lounge, bike storage, EV charging provisions, and direct access to Portland Trails. 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 ($74,800). Now available for reservations with estimated occupancy in Fall 2026. 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 201, Portland

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

$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.

$1,049,000
2 Beds 2 Baths
Remarks: Experience elevated living at 58 Cumberland Avenue, Portland's newest boutique development. Nestled atop Munjoy Hill in Portland's vibrant East End and blending timeless craftsmanship with modern sophistication, each residence offers 2 to 3 bedrooms, 2 bathrooms, and open-concept layouts ranging from 1,000 to nearly 1,500 SF. Expansive Marvin windows, 9-foot ceilings, and wide-plank hickory floors create light-filled interiors with a refined sense of space. Unit 4 enjoys a private balcony and thoughtfully designed living space ideal for entertaining or unwinding in style. The chef-inspired kitchen showcases exquisite custom cherry cabinetry from Cabico, complemented by Vadara Quartz countertops, an elegant tile backsplash, and high end Cafe Series appliances. Spacious and tranquil bedrooms prioritize comfort and privacy, creating a serene retreat. Luxurious bathrooms boast custom Cabico vanities complete with stylish Kohler fixtures, alongside designer tile showers and flooring sourced from Tilebar creating a truly refined yet functional feel. Each energy-efficient, fully electric unit is equipped with Mitsubishi in-ceiling heat pumps, ERV systems, and premium insulation to ensure year-round comfort. The building also offers heated garage parking with EV charging infrastructure for added convenience. Located just steps from the vibrant Washington Ave corridor and Eastern Promenade, residents enjoy seamless access to top restaurants, local shops, and Portland's picturesque waterfront. Experience luxury, location, and lifestyle redefined at 58 Cumberland. For more information, please visit the development section of Portside's website.

58 Cumberland Ave Unit 4, Portland

Listing courtesy of Portside Real Estate Group.

$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.

$750,000
This rare four-parcel, .262-acre assemblage at the corner of Oxford and Cedar Street offers a unique opportunity in Portland's rapidly evolving Bayside district. The site currently includes existing residential structures and surface parking, providing immediate utility and flexibility while a buyer evaluates long-term plans. Surrounded by ongoing investment and redevelopment throughout Bayside, the property sits in an area well positioned for future growth. With its scale, configuration, and walkable downtown location, the highest and best use of this assemblage is a mixed-use or commercial development, subject to buyer due diligence and city approvals. The parcels offer strong potential for increased density, modern infill construction, and a project that aligns with the neighborhood's continued transformation. This is an exceptional opportunity for developers or investors seeking a strategically located footprint in one of Portland's most active growth corridors.

21 Cedar St, Portland

Listing courtesy of Keller Williams 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

$635,000
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.

$700,000
3 Beds 2 Baths
Welcome to 17 Elizabeth Road on Peaks Island -- a thoughtfully updated and lovingly maintained 3-bedroom, 2-bath coastal retreat just a scenic 17-minute ferry ride from downtown Portland, Maine. Located only a 6-minute walk or quick golf cart ride from the ferry landing, this property offers the perfect blend of peaceful island living and convenient access to Portland's award-winning restaurants, shopping, galleries, and waterfront nightlife. Bring your car on the ferry or embrace the walkable island lifestyle. Filled with charm and character, the home features hardwood floors, abundant natural light, seaglass-inspired interiors, a stunning stained glass window, and a one-of-a-kind staircase crafted with repurposed piano legs. Thoughtful updates include new appliances, fresh landscaping, and interior and exterior painting, creating a move-in ready home with timeless coastal appeal. Enjoy coffee on the inviting front porch and unwind after beach days on the private back porch overlooking a unique backyard oasis. The oversized shed offers endless possibilities as an art studio, bunk house, workshop, gardening space, or storage for beach and boating gear. Just a short walk to Centennial Beach, this home is perfectly positioned to enjoy boating, fishing, kayaking, sailing, pickleball, tennis, scenic bike rides, golf cart cruising, and beautiful coastal walks. Rich in history and known for its vibrant yet relaxed community, Peaks Island offers modern conveniences including a grocery store, restaurants, post office, elementary school, and local shops -- all surrounded by the beauty of Casco Bay. Whether you are searching for a year-round residence, summer getaway, or investment opportunity, 17 Elizabeth captures the magic of Maine island living. Get in before summer and discover why so many people return to Peaks Island year after year.

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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