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$525,000
2 Beds ⋅ 2 Baths
Welcome home to this inviting two-bedroom, 1.5-bath condo that perfectly blends character, convenience, and city living. Nestled in an intimate three-unit association, this condo combines the warmth and charm of a classic Portland property while placing you just a short walk from the award-winning restaurants, breweries, boutiques, and waterfront that make downtown Portland one of New England's most sought-after destinations. Sunlight fills the spacious interior, highlighting beautiful hardwood floors, oversized windows, and versatile living spaces that can accommodate everything from a home office to a fitness area or creative studio. The generously sized kitchen features abundant cabinetry, a large pantry, and plenty of room to prepare meals and gather with family and friends. A dedicated parking space eliminates the hassle of city parking, while the secure basement storage provides the perfect place for bicycles, seasonal items, and outdoor gear. Whether you're searching for your first home, a low-maintenance city residence, or an investment in one of Maine's most desirable locations, this condo combines location, lifestyle, and value in one exceptional package. Walking distance to downtown Portland, USM, Back Cove, Sea Dogs Stadium and Portland Expo.

11 William St Unit 1, Portland

Listing courtesy of Keller Williams Realty.

$419,900
2 Beds ⋅ 1 Baths
Thoughtfully updated and full of character, this classic North Deering Cape offers the perfect combination of warmth, charm, and convenience. Beautifully refinished hardwood floors, abundant natural light, and flexible living spaces create a home that feels both comfortable and timeless. With a bedroom and full bath on the first floor, this home offers the convenience and flexibility of one-floor living, while the finished second level provides additional space for a second bedroom, home office, guest retreat, or creative studio. Outside, the spacious, fenced backyard is a true highlight, shaded by mature trees and offering endless possibilities for entertaining, gardening, relaxing around a fire pit, or simply enjoying your own private outdoor oasis. A detached one-car garage provides additional storage and functionality. Recent improvements include freshly refinished hardwood floors, updated interior paint, and a new oil tank, giving buyers peace of mind while preserving the home's classic character. Ideally located with bus service nearby and just minutes from shopping, restaurants, schools, trails, downtown Portland, and easy access to I-95, this home combines neighborhood charm with exceptional convenience.

341 Auburn St, Portland

Listing courtesy of Keller Williams Realty.

$639,000
3 Beds ⋅ 2 Baths
You will be amazed at the original detail when you enter this sun filled condominium. The living room ceiling and plaster work went through a painstaking restoration that will impress even the most discerning eye. Having a flexible floorplan, this condominium offers 2 to 3 bedrooms as well as a office/den or current use as a music room. This condominium also offers a large private deck for your outdoor enjoyment. This condominium is 2 condominiums that have been combined. There is storage in the basement.

143 Pine St Unit 1&2, Portland

Listing courtesy of Keller Williams Realty.

$525,000
2 Beds ⋅ 2 Baths
Welcome to the iconic Portland House Condominiums. Sitting prominently atop of Munjoy Hill it serves as a landmark to Portland's famous Eastern Promenade. From the private balcony, this spacious 2 bedroom, 4th floor unit offers views of Back Cove and Casco Bay in the distance and a close up view of the vibrant activity in one of Portland's most desirable neighborhoods, loved by locals and visitors alike. This unit offers a spacious living/dining area, a primary bedroom with private bath, plus a second bedroom and full guest bath. The efficient galley kitchen works well as is or could be reconfigured to your personal taste. You will also enjoy a staffed front entry desk and added amenities such as heat, hot water, cable, internet, a common outdoor patio with grilling area, a common, beautifully furnished community room and a workout room, all bundled into the monthly HOA fee. Parking is a breeze with garage parking and direct elevator access to the building. Just outside is Eastern Prom Park offering walking trails, a public beach, a playground, tennis courts, food trucks and much more! Here, local residents and visitors assemble for picnics, sports and enjoying the spectacular views and ocean breezes. The very same view you will cherish day in and day out from your own balcony! Nearby restaurants invite you to experience the cuisine of some of North America's best award winning chefs and bakers just minutes from your front door. Don't miss this opportunity to live at one of Portlands most desirable locations!

45 Eastern Promenade Unit 4J, Portland

Listing courtesy of RE/MAX Shoreline.

$1,850,000
6 Beds ⋅ 5 Baths
One of Portland's most historic homes, the Samuel Spring House, was designed by noted architect Charles A. Alexander in 1855 and is currently featured in Portland Magazine's Summer 2026 Guide in the monthly ''Talking Walls'' article. Owned by the same family since 1965, it offers over 6,000 square feet of living space and is ready to be restored to its original splendor. Touring the mansion reveals untouched original details throughout, from staircases, plaster moldings and medallions, to wood floors, doorknobs, mantels, and gas chandeliers converted to electric. The grand staircase greets you upon entry, with formal parlors on either side of the main hall, the left leading to a back parlor. A large formal dining room features a walk-in china closet and remarkable corner sink, while the rear holds a butler's pantry and kitchen complete with the original call bells. The second floor offers five generous bedrooms, a large flex room, and two baths, while the third floor includes a bedroom, bath, attic space, and a spiral staircase leading to the widow's walk with views of the Fore River and glimpses of Casco Bay. Set on a corner lot with an impressive granite and iron spindle fence, this home is steeped in Portland history and waiting to be cherished once again. Portland Magazine article in attachments.

300 Danforth St, Portland

Listing courtesy of Keller Williams Realty.

$1,100,000
6 Baths
- Great opportunity to acquire a well-located six-unit multifamily property in Portland's highly desirable West End, just off Congress Street and adjacent from Maine Medical Center. - 5,766± SF multi-family offering a variety of 1-3 bedrooms with significant value-add potential through rental upside and future unit improvements. - Sale Price: $1,100,000

16 Gilman St, Portland

Listing courtesy of Porta & Company.

$923,000
4 Baths
An incredible investment property in one of Maine's most-loved locales! Four fully updated units steps away from Portland's endless amenities make this a true turnkey treasure. An amazing opportunity for an owner-occupied scenario, the building features two 2-bedroom, 1-bath (with one currently vacant) and two 1-bedroom, 1-bath apartments. Dependable tenants and a strong rental history highlight the potential of this special spot. Lofty 9-foot ceilings, wood & tile floors, huge windows, seamless layouts, abundant space, and full basements with storage are just some of the perks of the 2-bedroom units. Main-level entry, an in-unit washer/dryer, and practical storage closets make everyday living easy in each dwelling. Updated boilers & water heaters with leak detectors, a well-maintained roof, and a parking spot for each unit provide peace of mind for years to come. Step outside onto the tree-lined street and take a stroll to get groceries at La Bodega or Rosemont Market; enjoy fresh air and entertainment at Deering Oaks Park, Hadlock Field, and the Portland Expo & ice arena. Smell the scent of Holy Donut making their daily treats, and grab a bite to eat from any number of amazing Portland restaurants. A building in exceptional condition in an unbeatable location, with the flexibility of owner-occupancy; a rare gem that will be your pride and joy!

161 Grant St, Portland

Listing courtesy of King + Miller Real Estate. info@kingmillerrealestate.com
$699,000
2 Beds ⋅ 2 Baths
If you've been searching for a condo in Portland, you already know opportunities like this are rare. Intentionally priced to generate immediate interest, this represents one of Portland's strongest values. Perfectly positioned at the gateway to the Old Port and the Arts District, 25 High Street boasts an exceptional Walk Score of 94, placing nationally recognized restaurants, cafés, galleries, the working waterfront, shopping, recreation and everyday conveniences just steps from your front door. Perched on the waterside upper level, Unit 410 is filled with natural light and enjoys glimpses of Inner Casco Bay and Portland's iconic working waterfront. Nearly 1,200± SF offers an open-concept design where the beautifully appointed kitchen flows seamlessly into spacious living and dining areas. Two generous bedrooms, two full baths, in-unit laundry and quality finishes throughout deliver the comfort, style and functionality discerning buyers expect. The professionally managed, pet-friendly association welcomes both dogs and cats with no size or breed restrictions and features a fitness center, elevator, secure entry and on-site storage. Even more impressive, the remarkably affordable $395/month condominium fee is roughly half that of many competing Portland condominium communities. Whether you're looking for a full-time residence, a sophisticated in-town retreat or a true lock-and-leave lifestyle, this move-in-ready home delivers exceptional quality, outstanding value and one of Portland's most desirable urban locations. Upper-floor, waterside residences with this combination of location, light, amenities, affordability and value simply don't come along often.

25 High St Unit 410, Portland

Listing courtesy of Benchmark Real Estate.

$425,000
2 Beds ⋅ 2 Baths
Classic 1930s Gambrel brimming with charm, character, and opportunity in a convenient Portland location! This property is being offered for the first time since 1988. This inviting two-story home offers approximately1,384 square feet of living space with 2 bedrooms and 2 full bathrooms on a manageable 0.13-acre lot. Hardwood, tile, and vinyl flooring complement the functional layout, creating comfortable spaces for everyday living while preserving the timeless appeal of this classic home. The very private, fully fenced backyard is a true retreat, offering the perfect space for pets, gardening, outdoor entertaining, or simply relaxing in your own secluded oasis. Conveniently located just minutes from Portland's shopping, restaurants, parks, trails, schools, and major commuter routes, you'll enjoy easy access to everything the city has to offer. While some updating will allow you to add your own style and finishes, this home offers solid bones, lasting character, and tremendous potential to build equity. Whether you're a first-time homebuyer, looking to downsize, or searching for your next investment opportunity, 705 Riverside Street is ready for your vision. Bring your ideas and make this charming Gambrel your own!

705 Riverside St, Portland

Listing courtesy of Excellence Realty.

$595,000
1 Beds ⋅ 1 Baths
If you choose to live in Portland, the Eastern Promenade is the place to be! Here is your chance to gaze out of your big bank of windows and see all of the harbor traffic that you can take in. Step into this top floor condominium unit and feel energized by the vaulted ceilings and tons of natural light all day long. This open concept offers an open floor plan perfect for you to set up just exactly how you want to live. The kitchen allows you to eat in and converse with guests while preparing your next meal. Just off the kitchen is your own large private deck with ocean views, perfect for entertaining. The bedroom is extra-large with sky lights, and the beautiful full bath includes a smartly tiled shower. There is in unit laundry as well as one dedicated parking space that comes with this unit along with basement storage. Just across the street, enjoy 66 acres of gentle sloping grass to enjoy the panoramic Casco Bay Views. The East End Beach is nearby and so is Portland's Old Port where you can experience the best cuisine, coffee shops, galleries and so much more!

38 Eastern Promenade Unit C, Portland

Listing courtesy of Gardner Real Estate Group.

$479,000
2 Baths
Opportunity awaits at this two-unit on a large lot at the end of an undeveloped, tree-lined street in North Deering. Build equity while living in one unit and renting the other! There's even finished bonus space in the converted garage (not included in square footage). Enjoy living in a peaceful, rural setting while remaining just minutes from amenities at Northgate, the Maine Turnpike for commuting, and everything the City of Portland has to offer.

36 Coolidge Ave, Portland

Listing courtesy of Portside Real Estate Group.

$495,000
3 Beds ⋅ 4 Baths
Opportunity awaits in Portland's vibrant East Bayside neighborhood! Potential redevelopment. This charming 3-bedroom home is full of character and ready for its next chapter. Featuring a spacious eat-in kitchen, an open and inviting first-floor layout, and a combination of hardwood and tile floors, the home offers a solid foundation with plenty of opportunity to add your own personal style and updates. Enjoy the changing seasons from the enclosed front porch on the first floor, or relax on the open second-floor porch overlooking the neighborhood. Outside, you'll discover a backyard that's as productive as it is beautiful. Established perennial gardens, raised planting beds, and an abundance of edible landscaping--including black raspberries, elderberries, grapevines, and a mature apple tree--create a private urban oasis for gardening enthusiasts and nature lovers alike. Additional highlights include a newer natural gas heating system for efficient comfort and a highly desirable location just minutes from Portland's renowned restaurants, breweries, coffee shops, waterfront, and downtown attractions. Whether you're looking for a primary residence, an investment opportunity, or a home with room to build equity, this East Bayside gem offers incredible potential in one of Portland's most exciting and sought-after neighborhoods.

23 Mayo St, Portland

Listing courtesy of Portside Real Estate Group.

$599,000
3 Beds ⋅ 2 Baths
New Price! Opportunity knocks in Portland's desirable Back Cove neighborhood! This classic 3-bed, 1.5-bath colonial offers 1,378 sq ft of immediate livability on an expansive 1/3-acre double lot. Filled with natural light, this home offers hardwood flooring, original built-ins, a fireplace and a sunroom perfect for home office or enjoying coffee while looking out at the large private back yard. Outside, opportunities abound for garden beds, a firepit, a place for a dog or kids to play, or future expansion. Just moments from Baxter Boulevard, Payson Park, and Portland's vibrant downtown. This home has been pre-inspected for the buyer's convenience. A great value!

87 Read St, Portland

Listing courtesy of Town & Shore Real Estate.

$425,000
1 Beds ⋅ 2 Baths
A spacious first-floor condo in Portland's coveted West End that beautifully blends period charm with modern convenience. Soaring ceilings and bay windows fill the home with natural light, creating an inviting space for both everyday living and entertaining. The expansive kitchen is a dream for home chefs, featuring abundant counter space, newer stainless steel appliances, a gas range, and plenty of room to gather with family and friends. Two separate living areas provide exceptional flexibility for relaxing, working from home, or hosting guests. The thoughtfully designed floor plan includes two full bathrooms, including a private ensuite in the primary bedroom. Two separate entrances and a dedicated mudroom offer added privacy, convenience, and valuable storage space. An in-unit washer and dryer eliminate trips to the basement or laundromat, making daily living effortless. Step outside to enjoy a private side deck and a peaceful backyard oasis--perfect for morning coffee, gardening, or unwinding after a day in the city. Additional highlights include one dedicated off-street parking space, conveniently located first in line directly beside the building, along with a private storage unit in the basement. The well-maintained building has seen numerous recent improvements, including a TC Hafford-installed basement vapor barrier and sump pump, two new dehumidifiers (2024), a new chimney vent liner for the hot water heaters, new chimney vent cap, exterior LED lighting, exterior water spigot, refinished hardwood floors, new carpet, freshly painted common areas, and new mailboxes. Ideally located in the heart of Portland's vibrant West End, you'll be just steps from acclaimed restaurants, neighborhood cafés, parks, entertainment venues, and the city's rich arts and cultural scene. Whether you're looking for a walkable urban home, a convenient city retreat, or a strong long-term investment, 27 Pine Street offers timeless character, modern amenities in an unbeatable locatio

27 Pine St Unit 7, Portland

Listing courtesy of Real Broker.

$775,000
4 Baths
Oversized units, strong cash flow, and an unbeatable Portland location--10 Deane Street is the kind of multifamily opportunity that's becoming increasingly difficult to find. Situated in Portland's highly desirable Oakdale neighborhood, this duplex offers exceptional flexibility for both investors and owner-occupants. Unit 1 features 3 bedrooms and 1.5 bathrooms, while the expansive second unit offers 4-5 bedrooms and 2 full bathrooms across two levels--a rare layout that stands out in today's market. Generating over $60,000 in annual Net Operating Income, the property is fully occupied by long-term tenants-at-will, providing immediate income with the flexibility to execute your own long-term strategy. While the units have been well lived in, they present an excellent opportunity to build additional equity through future cosmetic updates as turnover occurs. Just minutes from the University of Southern Maine, Maine Medical Center, Hadlock Field, Fitzpatrick Stadium, Deering Oaks Park, downtown Portland, and countless local restaurants, breweries, and shops, the location continues to support strong long-term rental demand and exceptional quality of life. Whether you're looking to expand your portfolio or offset your mortgage with rental income while living in one of Portland's most sought-after neighborhoods, this is an opportunity you won't want to miss. **Open Houses:** Saturday, July 11 from 11:00 AM-1:00 PM and Sunday, July 12 from 1:00 PM-3:00 PM.

10 Deane St, Portland

Listing courtesy of Elevate Maine Realty.

$948,000
4 Baths
Located in Portland's Deering Center neighborhood, this three-unit property has been thoughtfully renovated and well maintained throughout the current ownership, offering a strong opportunity for both investors and owner-occupants. The building is well prepared for its next owner, featuring three separate electrical panels, a solid rental history, and consistent upkeep. Much of the major work has already been completed, allowing for a smooth transition and straightforward management. Each apartment has unique characteristics while maintaining a consistent level of quality and care. The first-floor unit features hardwood floors, custom trim, and a fully remodeled kitchen. The upper-level unit showcases exposed beams that add warmth and architectural interest, while the remaining spaces have been updated with a focus on both function and aesthetics. Outside, the property provides generous space for gathering, gardening, or exploring the potential for a future accessory dwelling unit, subject to city approvals. Deering Center is known for its quaint neighborhood feel, just moments away from the local shops, restaurants, schools, and everyday amenities that downtown Portland has to offer. Proximity to both 295 and 95 allows for easy travel throughout Greater Portland and beyond.

325 Woodford St, Portland

Listing courtesy of CENTURY 21 Advantage.

$595,000
2 Beds ⋅ 3 Baths
Set on a beautiful tree-lined street in Alden's Walk, this charming townhouse-style end-unit condo abuts Portland Trails, offering daily access to one of the city's most loved green corridors. Exceptional natural light fills the home throughout, highlighting a comfortable and flexible floor plan designed for both everyday living and future needs. The welcoming living room features expansive windows, a cozy gas fireplace, and a wall of charming built-ins, while the dining room offers vaulted ceilings and access to a private patio overlooking the peaceful surroundings. A main-level bonus room, paired with the first-floor full bath, provides wonderful versatility as a den, office, guest space, or potential first-floor bedroom--allowing for one-floor living now or in the future. The kitchen includes high-end appliances, farmhouse sink, striking Mahogany and Eucalyptus countertops plus a quaint breakfast nook. Upstairs, two en-suite bedrooms and convenient laundry complete the second level. Outside, the beautifully maintained private yard feels like a garden retreat, framed by tall trees, lush landscaping, and mature plantings. Enjoy a quiet, nature-connected setting just minutes from downtown Portland.

6 Wildwood Cir Unit 6, Portland

Listing courtesy of Tim Dunham Realty. 207-729-7297
$325,000
Rare opportunity to own 1.41 acres on beautiful Peaks Island, Maine. Build your dream home, seasonal getaway, or investment property and enjoy the charm of island living just a short ferry ride from downtown Portland. Surrounded by natural beauty, this spacious parcel offers privacy while remaining close to beaches, walking trails, local shops, and restaurants. Whether you're looking for a peaceful retreat or a place to create your vision, this 1.41-acre level and partially cleared property is a unique opportunity on one of Maine's most desirable islands.

383 Pleasant Ave, Portland

Listing courtesy of Keller Williams Realty.

$1,990,000
4 Beds ⋅ 4 Baths
Architecturally striking and newly custom-built, this extraordinary West End residence exemplifies contemporary luxury living on Portland's Peninsula. Designed to maximize sustainability, natural light and year-round comfort, the home features Therma-Steel insulated panels, Marvin windows, Boral cementitious and wood siding, Azek trim, soaring ceilings, translucent polycarbonate elements and a dramatic two-story light shaft that fills the home with natural light. At the heart of the home is a spectacular custom kitchen completed in 2026. Rift-cut oak cabinetry, integrated storage, a statement island, a paneled refrigerator, black granite countertops and backsplash, and premium Thermador appliances- including a newly added natural gas range- create a space that is as functional as it is stunning. Additional enhancements include an appliance garage and dedicated coffee station, a custom floating dining credenza, motorized blinds, and a newly installed washer and dryer. Spanning three thoughtfully designed levels, the residence offers three bedrooms, two and a half baths, and exceptional flexibility. Crowning the home is a sun-drenched winter garden- a top-floor retreat beneath skylights and a translucent roof system capturing natural light and glimpses of Casco Bay. Additionally, the ground level features a studio apartment with custom kitchen, laundry, full bath, private entrance and outdoor space- ideal for rental income, guests, or a home office/creative studio. Rare outdoor living spaces extend the interiors, offering six covered porches and an enclosed backyard. A climate-controlled garage is a rare Peninsula amenity. Perched in Portland's coveted West End, within walking distance of restaurants, the Old Port and the waterfront, this one-of-a-kind residence offers an extraordinary opportunity to own a modern architectural masterpiece in one of Maine's most desirable locations.

5 Salem St, Portland

Listing courtesy of Peninsula Real Estate LLC.

$420,000
3 Beds ⋅ 1 Baths
Well-maintained Cape in one of Portland's convenient neighborhoods. This charming 3-bedroom, 1-bath home combines classic character with extensive updates completed between 2022 and 2025. Major improvements include a 200-amp electrical service, Daikin heat pumps for efficient heating and cooling, a new steam boiler, Bradford White heat pump water heater, new PEX water service with house shutoff, an updated bathroom, and a new dishwasher. Hardwood floors, a flexible first-floor bedroom or home office, and a private backyard complete the package. Conveniently located just minutes from downtown Portland, Back Cove, I-95, shopping, restaurants, and local amenities. A rare opportunity to own a thoughtfully updated home where the major systems have already been addressed.

14 Castine Ave, Portland

Listing courtesy of F.O. Bailey Real Estate.

$499,999
3 Beds ⋅ 1 Baths
Welcome to 106 Beverly Street, a well-maintained ranch-style home set in a quiet, sidewalk-lined Portland neighborhood with convenient access to local amenities, schools, shopping, trails, and commuter routes. This inviting 3-bedroom, 1-bath home offers comfortable single-level living with a functional layout, bright living spaces, a galley-style kitchen, and a dining/breakfast area with sliders leading to a spacious rear deck overlooking the deep backyard. The lower level adds valuable flexible space with a finished room, gas fireplace, ample storage, and walk-out access to the backyard--ideal for a home office, den, gym, playroom, or bonus living area. With its practical floor plan, outdoor space, and desirable Portland location, this home is a great opportunity for buyers seeking comfort, convenience, and room to make it their own.

106 Beverly St, Portland

Listing courtesy of Tidal Realty Group.

$419,000
1 Beds ⋅ 1 Baths
Portland's West End on a quiet, tree-lined street, this beautifully renovated one-bedroom condo blends historic charm with modern updates. The condo showcases elegant turn-of-the-century architectural details that highlight its timeless character, while thoughtful updates provide comfortable contemporary living. The condo fee covers heat and hot water, supporting low-maintenance, predictable ownership. Deeded 1- off-street parking space, a highly desirable feature in the West End. . Additional conveniences include on-site laundry and a pet-friendly association. Ideal as a first home, investment property, or stylish pied-à-terre, this residence offers exceptional walkability to Portland's acclaimed restaurants, boutique shopping, and waterfront attractions, placing you at the center of peninsula living. Call for viewing today!

138 Pine St Unit 2, Portland

Listing courtesy of Marsden Real Estate.

$949,000
3 Baths
This 3 Unit building situated on a double lot is being offered as a package. The units will be unoccupied at time of sale. this property has a great back yard and has development potential.

47 Frederic St, Portland

Listing courtesy of F.O. Bailey Real Estate.

$700,000
3,600� SF INDUSTRIAL CONDO �Newly created condominium association (see Broker for details) �Clear span with mezzanine space �3-phase power �Front end-cap unit

26 Evergreen Dr, Portland

Listing courtesy of Malone Commercial Brokers, Inc..

$475,000
3 Beds ⋅ 2 Baths
Wonderful opportunity to own this spacious 3 bedroom, 2 bath condo nestled in a private spot surrounded by trees. You'll love the private entrance offering plenty of storage and the beautiful hardwood floors throughout the main living area. Kitchen offers stainless steel appliances, granite counter tops and pantry. Primary bedroom has nice walk-in closet and the full walk-up attic offers a ton of storage. New heating system too. Rear deck offers great outdoor space. Easy to show!

401 Brighton Ave Unit 7, Portland

Listing courtesy of Gardner Real Estate Group.

$645,000
1 Beds ⋅ 2 Baths
Portland, Maine living in the heart of the Old Port, Portland's historic waterfront neighborhood is luxury living at it's best! Portland will keep you active with popular restaurants, boutiques, stores, parks, museums, and everyday amenities just a stones throw away. This super clean and modern single level residence at Hobson's Landing showcases luxury customization and finishes throughout. The open-concept living space features a large living room with a gas fireplace and adjoining private deck. Spend time at the welcoming kitchen with top notch finishes and purposeful design. The bright and cozy 1 bedroom, 1.5 bath condominium includes an ensuite primary bedroom with a walk-in closet and bath with double vanities and radiant heated floors. The Laundry closet, connects the walk in wardrobe closet and the primary bedroom perfectly. deeded garage parking. Added amenities include multiple large outdoor courtyards, a club room with a full kitchen, concierge service, fitness center, dog wash facility and media room!

383 Commercial St Unit 413, Portland

Listing courtesy of Elevate Maine Realty.

$917,500
3 Baths
Exceptional investment opportunity in Portland's highly desirable Deering Center/Rosemont neighborhood. This well-maintained multi-family property features three established units plus fully finished space with strong potential for a fourth unit (buyer to verify approvals and permitted use with city). Owner occupied since 2007, and the units are currently exempt from the rent increase limits imposed by the City of Portland for 3-4 unit buildings. the property offers a rare combination of off-street parking, a garage and a spacious backyard, providing added convenience and outdoor enjoyment for tenants and owners alike. Ideally situated within walking distance to the University of New England (UNE), the University of Southern Maine (USM), Rosemont Market, neighborhood shops, restaurants and everyday amenities. Outdoor enthusiasts will appreciate easy access to Evergreen Woods and its extensive network of approximately four miles on scenic walking and hiking trails. Whether you are an owner-occupant seeking supplemental income or an investor looking to expand your portfolio in one of Portland's most sought-after neighborhoods, this property offers outstanding versatility location and future upside.

268 Concord St W, Portland

Listing courtesy of Greater Portland Realty.

$725,000
2 Beds ⋅ 1 Baths
A One-of-a-Kind Two-Level Penthouse in Portland's Historic West End Relocating Seller | Offering a $5,000 Closing Credit toward buyer financing for written offers accepted within the next 14 days. An expansive, light-filled penthouse offering impressive scale on historic, tree-lined Deering Street in Portland's coveted West End. Occupying two floors of a beautifully restored 1867 Victorian, this residence pairs bold historic architecture with high-performance modern upgrades. Highlights include soaring vaulted ceilings, rich hardwoods, exposed brick details, and a sun-drenched, open upper-level flex loft--ideal for a primary suite, executive office, or creative studio. The Penthouse features 1,426 official finished sq ft with ~2,000 sq ft of total heated floor space, delivering a generous, open footprint bathed in natural light. High-efficiency updates include an on-demand natural gas boiler, maximum R-60 attic insulation, sound-dampening floor underlayment, brand-new safety systems, bonus eave storage, patio and a dedicated basement area. A distinct, sunlit residence just steps from the Western Promenade, local dining, the Arts District, Maine Med, and the waterfront. Resident street parking permitted, with nearby off-street garage options. Historic character. Modern efficiency. Exceptional West End value. Private showings available daily by appointment.

29 Deering St Unit 3, Portland

Listing courtesy of Beacon Realty.

$579,000
3 Beds ⋅ 1 Baths
Classic Maine charm meets rare island privacy in this delightful Peaks Island cottage, tucked away on a peaceful 5.0-acre parcel in the sought-after Tolman Heights neighborhood. With 3.5 acres protected by conservancy, this exceptional property offers an uncommon sense of space, serenity, and natural beauty--a truly rare opportunity on Peaks Island. Spend warm summer evenings on the oversized screened porch, gather around the working fieldstone fireplace in the cozy living room, and enjoy the comfort of three inviting bedrooms. The expansive open front yard provides abundant parking and plenty of room for lawn games, gardening, or entertaining family and friends. Whether you're looking for a seasonal retreat or a year-round island escape, this special property offers the perfect blend of timeless cottage charm, exceptional privacy, and the beauty of Maine's island lifestyle.

100 Highland Ave, Portland

Listing courtesy of Keller Williams Realty.

$959,900
4 Beds ⋅ 3 Baths
Beautifully maintained and ideally located in North Deering, this elegant residence offers exceptional flexibility with a fully appointed in-law suite. The private in-law space includes a kitchen, full bath, bedroom, and a bright year-round sunroom complete with a fireplace--creating a warm and inviting extension of the home that works beautifully for guests, extended living, or multi-generational needs. The main home is thoughtfully designed for everyday comfort, featuring a functional layout and seamless flow throughout. An attached two-car garage provides direct entry into the home for added convenience. Recent updates include a new roof, offering peace of mind for years to come. The property is beautifully maintained and well-landscaped, enhancing its curb appeal and overall sense of care. Tucked away on a quiet cul-de-sac in a well-established residential setting, the home offers convenient access to shopping, dining, and local amenities, as well as major commuter routes. A rare combination of space, flexibility, and a truly desirable location. Pre-inspection available upon request.

43 Alice Ct, Portland

Listing courtesy of Harborview Properties, Inc..

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