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100 Highland Ave, Portland
$499,000
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.

58 Portland St Unit 5, Portland
$300,000
2 Beds ⋅ 1 Baths
Perched above-it-all in Bayside, this freshly painted penthouse condo has city views, including the iconic Time and Temp Building. Occupying the entire third floor, this quiet, light-filled two-bedroom home feels like a private treetop retreat--yet it's just moments from everything on the Portland peninsula. Enjoy the convenience of a reserved on-site parking space located directly in front of the entrance. A welcoming entry to the unit begins with lovely hardwood stair treads, leading to a thoughtfully designed landing complete with a custom, extra-large wooden storage chest. Inside, warm wood flooring enhances the natural light throughout the living spaces. The kitchen was fully renovated in 2019 and features tall cabinetry, quartz countertops, cast iron apron-front sink, stainless steel appliances, modern lighting, and clever shelving solutions. Both bedrooms are spacious and bright, each offering generous closet space. Efficient and easy to heat, the unit is equipped with a Rinnai natural gas direct-vent system, supplemented by electric baseboard heating. Additional updates include a high-efficiency water heater installed in 2020. A convenient coin-operated laundry is located in the association's adjacent building on Parris Street. The association completed a major basement structural overhaul in 2022, reinforcing the long-term integrity of the building. This home represents exceptional value on the peninsula--whether you're seeking a pied-à-terre, looking to build equity, or embracing an accessible urban lifestyle. Experience the vibrant energy of historic Bayside, a neighborhood undergoing exciting residential and commercial revitalization.

58 Portland St Unit 5, Portland

Listing courtesy of Coldwell Banker Realty. 207-773-1990
238 Brackett Ave, Portland
$589,000
3 Beds ⋅ 3 Baths
Nestled on a spacious private lot, this distinctive contemporary home offers an exceptional blend of privacy, flexibility, and character. Beautifully landscaped grounds feature mature plantings, attractive stonework, multiple outbuildings, expansive outdoor living areas, and a hot tub that conveys in as-is condition--creating a peaceful setting for relaxing or entertaining. Operational solar panels help improve energy efficiency, while a generator hookup adds convenience and peace of mind. Inside, the open-concept first floor is warm and inviting, showcasing wood flooring throughout the living room, dining area, and spacious kitchen. A first-floor bedroom, full bath with shower, and laundry area provide the convenience of one-level living. The second floor offers a versatile layout with two flexible bonus spaces ideal for a home office, sitting room, hobby area, or guest accommodations. A spacious bathroom features a soaking tub, and one of the bedrooms opens directly onto a private deck, offering a quiet place to unwind. The third floor is home to a bright, airy bedroom surrounded by windows that fill the space with natural light, along with a convenient half bath. With its unique contemporary design, adaptable floor plan, energy-efficient features, and exceptional outdoor amenities, this one-of-a-kind property presents a rare opportunity to enjoy the privacy and natural beauty of Maine living.

238 Brackett Ave, Portland

Listing courtesy of Keller Williams Realty.

15 Jarita Court, Unit 15, Portland
$485,000
3 Beds ⋅ 3 Baths
Beautifully maintained three-bedroom, two-and-a half-bath townhouse condo tucked away in a peaceful Portland neighborhood.. The main level offers an open-concept layout with a comfortable living area, kitchen with pantry, dining space, and sliding doors leading to a sunny patio. Upstairs, you'll find three spacious bedrooms and two full bathrooms, including a primary suite with a walk-in closet and private en suite bath. Thoughtful upgrades include heat pumps, new appliances, surround sound, EV mitigation system and a ADT security system. Enjoy a quiet, tucked-away setting while still being just minutes from downtown Portland, shopping, dining and the turnpike. A move-in-ready gem in an incredibly convenient location. OPEN HOUSE SATURDAY JULY 18 10-12

15 Jarita Court, Unit 15, Portland

Listing courtesy of Plowman Realty Group.

46 Jarita Court, Unit 46, Portland
$499,999
3 Beds ⋅ 3 Baths
This house comes with a REDUCED RATE as of 9/25/2026 through List & Lock™. Terms apply, see disclosures for more information. Spacious condo on cul du sac. Totally professionally painted! All new flooring just installed! Seller providing an interest rate buy down!! New berber carpet in bedrooms and living room. Laminate in dining room. Large bedrooms, primary bedroom w/ bath and walk in closet. Newly renovated kitchen w/ newer cabinetry. This is the last unit in the complex. Private back yard with large deck plus a patio. Easy access to shopping, Riverside Golf course and down town Portland.

46 Jarita Court, Unit 46, Portland

Listing courtesy of RE/MAX Shoreline.

64 Presumpscot St, Portland
$555,000
4 Beds ⋅ 2 Baths
Step into the perfect blend of timeless charm and modern convenience in this beautifully maintained 1919 Gambrel-style home on Presumpscot Street in Portland. Featuring 4 bedrooms and 2 bathrooms, this home features a thoughtfully designed layout with a first-floor bedroom, full bath, and laundry--ideal for single-level living or accommodating guests. The inviting farmer's porch welcomes you home and flows into a cozy living room filled with character and warmth. A designated dining room provides the perfect setting for gatherings, while the kitchen seamlessly combines classic charm with modern functionality. Throughout the home, you'll find a wonderful balance of original details and tasteful updates. Upstairs, three spacious bedrooms and a full bathroom provide comfortable living space for bedrooms, guests, or a home office setup. Enjoy abundant storage with separate full basements under both the original home and the addition. Outside, enjoy a beautifully landscaped, level 0.12-acre lot with open yard space perfect for gardening, entertaining, or simply relaxing. Conveniently located under 10 minutes from Portland's vibrant Old Port and downtown districts, this home offers easy access to local restaurants, shops, and waterfront attractions. Outdoor enthusiasts will appreciate the proximity to the Presumpscot River Preserve, Back Cove Trail, and miles of walking, running, and biking trails, along with nearby parks, golf courses, and recreational opportunities. A rare opportunity to own a piece of Portland history while enjoying the conveniences of modern living in one of Maine's most desirable cities.

64 Presumpscot St, Portland

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

59 Parsons Pond Dr Unit 4205, Portland
$525,000
2 Beds ⋅ 3 Baths
SELLER TO PAY (6) MONTHS OF HOA DUES AT CLOSING!!! A MUST SEE!! THE MONTHLY CONDO DUES INCLUDE ACCESS TO THE BEAUTIFUL NEW POOL AREA. PICKLE BALL AND TENNIS COURTS. EXTRA AMENITIES ARE CABLE, INTERNET AND TRASH REMOVAL - ADDING TREMEDOUS VALUE AND CONVENIENCE. ONE OF THE BEST POND VIEWS IN THE COMMUNITY RIGHT IN YOUR OWN BACK YARD!! Enjoy serene pond views from this sunny and beautifully updated 2-bedroom, 2.5 bath condo in desirable Parsons Pond. Known for its peaceful setting, this home features an updated kitchen, renovated baths and newer flooring throughout. Stay comfortable year-round with efficient heat pumps providing both heating and air conditioning, while the cozy fireplace adds warmth and charm to the living space. The spacious primary bedroom includes its own private bath and the convenience of second-floor laundry adds to the home's functional layout. Enjoy our private deck overlooking the peaceful pond, perfect for relaxing or entertaining. Additional features include a one-car garage a third-floor unfinished loft offering great potential for extra living space, a home office or storage. Residents enjoy access to desirable amenities including a swimming pool, tennis courts and pickleball courts. conveniently located just minutes from Portland's dining, shopping and everyday amenities, this condo offers the perfect blend of comfort, convenience and tranquility. OPEN HOUSE AUGUST 2ND 10AM-12PM

59 Parsons Pond Dr Unit 4205, Portland

Listing courtesy of Greater Portland Realty.

1 Firefly St Unit 402, Portland
$409,999
2 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 2BR/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. With no income restrictions, these homes present a rare opportunity to own brand-new construction in one of Portland's most connected neighborhoods. Now available for reservations. Estimated occupancy: Fall 2026. HOA fee is estimated. Photos depict a projected look; finishes and specifications are subject to change. Taxes are estimated using the mill rate at the time of listing, based on the listing price. Final taxes will be assessed after completion and are provided for budgeting purposes only. Visit the Stroudwater Commons website for more information.

1 Firefly St Unit 402, Portland

Listing courtesy of Keller Williams Realty. (207) 232-8877
2 Firefly St Unit 303, Portland
$386,460
3 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 3BR/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 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 100 percent of Area Median Income (125,190). Now available for reservations with estimated occupancy in 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.

2 Firefly St Unit 303, Portland

Listing courtesy of Keller Williams Realty. (207) 232-8877
58 Portland St Unit 4, Portland
$189,900
1 Beds ⋅ 1 Baths
Bright 1-bedroom second-floor corner condo with open views over Back Bay and the Time & Temperature sign, plus a dedicated parking space right at the entrance. Hardwood floors flow through the sun-filled living room; the primary bedroom offers a private full bath and deep closet. Efficient Rinnai gas direct-vent heat with electric baseboard backup keeps costs low, while coin-op laundry is a short walk away in the association's adjacent building on Parris Street. The HOA completed a major basement structural upgrade in 2022 for long-term peace of mind. Walk to the Old Port, waterfront trails, and Bayside's new cafés and breweries—priced for first-time buyers or investors to claim a foothold in Portland's hottest up-and-coming neighborhood.

58 Portland St Unit 4, Portland

Listing courtesy of Tim Dunham Realty. 207-729-7297
10 Galvin St Unit 1, Portland
$378,000
1 Beds ⋅ 1 Baths
This incredibly designed 1-bedroom, 1-bath residence offers a rare blend of quality craftsmanship and modern comfort in one of Portland's most exciting and evolving neighborhoods. What makes it stand out amongst the rest is the high-end finishes throughout--including quartz countertops, premium bathrooms, and hardwood floors--every detail has been carefully curated to deliver an exceptional property. Located in Portland's East End, just moments from the transformative Roux Institute development, this home is ideally positioned to benefit from the area's continued growth and investment. Outdoor features such as a private gorgeous deck and big yard space plus private storage. Enjoy easy access to the Back Cove Trail, nearby parks, and seamless connectivity to downtown Portland, offering the perfect balance of outdoor lifestyle and urban convenience. Designed by the renowned Amy Dutton and built by Ed Wolfe Homes, this residence stands apart from the typical condominium offering. A welcoming front porch, dedicated parking, and an ample yard create a sense of space and privacy rarely found in condo living--making this a truly distinctive opportunity.

10 Galvin St Unit 1, Portland

Listing courtesy of Engel & Volkers Portsmouth.

11 Parris St Unit 3, Portland
$412,000
2 Beds ⋅ 1 Baths
Welcome to 11 Parris Street -- a bright and sun-filled top-floor condo nestled in a meticulously maintained historic Greek Revival building, just steps from the heart of downtown Portland. This charming 2-bedroom home blends character and comfort with high ceilings, unique architectural details, abundant closet space, shared backyard and a private deck for relaxing or entertaining guests. With a Walk Score of 94, you'll enjoy effortless access to Portland's acclaimed restaurants, boutiques, farmers markets, Back Cove trails, and vibrant waterfront lifestyle. Low condo fees include heat, and the home also features a dedicated off-street parking space plus generous storage in a clean, well-kept basement. A rare opportunity to enjoy historic charm, modern convenience, and one of Portland's most desirable in-town locations.

11 Parris St Unit 3, Portland

Listing courtesy of Marsden Real Estate.

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: 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 202, Portland

Listing courtesy of Keller Williams Realty. (207) 232-8877
605 Washington Ave, Portland
$550,000
2 Baths
Check out this amazing investment opportunity on Portland's Washington Ave offering two spacious 4-bedroom/1-bath units. Each 1,000+ square foot apartment contains large bedrooms, flexible living/dining layouts, and classic period details ready for your finishing touch. A full walk-up attic, served by two existing staircases, presents excellent potential for an additional unit or expanded living space (buyer to verify with the City of Portland). The full basement is perfect for storage and utilities and has blown insulation, two newer natural gas wall hung boilers, and washer/dryer hookups. The garage is in fair condition and currently provides convenient extra storage for tenants or the property owner. Lots of off street parking can be found outside on the nearly completely fenced in lot. This in-town location close to restaurants, coffee, transit, and parks makes for a strong addition to any investors portfolio or a great setup for enjoyable owner occupancy. Tenants will appreciate a convenient bus stop outside of the Washington Avenue entrance. Solid bones, big bedrooms, and an uncommon upside with the attic space. Bring your vision and add value in one of Portland's most convenient corridors.

605 Washington Ave, Portland

Listing courtesy of Maine Real Estate Co.

33 Prospect St, Portland
$399,000
4 Baths
Attention contractors and investors--this two-unit property offers a prime opportunity to bring new life to a solid structure. While the home has experienced a period of neglect and requires significant renovation, the underlying bones are worth the effort. The front unit features a fireplace, adding character and future appeal once restored. Ideally located with convenient access to shopping, major roadways, and just minutes to downtown Portland, as well as UNE on Stevens Ave and USM on Forest Ave, this property sits in a highly desirable and accessible area. Positioned adjacent to railroad tracks, the setting may appeal to buyers seeking value and upside potential. Property is being sold as-is and is subject to short sale approval. Seller has no funds available for repairs or to contribute toward buyer closing costs or other concessions. Bring your vision and unlock the possibilities--this is a project with strong investment potential in a sought-after location.

33 Prospect St, Portland

Listing courtesy of Coldwell Banker Realty. 207-773-1990
10 Galvin St Unit 2, Portland
$478,000
1 Beds ⋅ 1 Baths
This incredibly designed 1-bedroom, 1-bath residence offers a rare blend of quality craftsmanship and modern comfort in one of Portland's most exciting and evolving neighborhoods. With brand-new appliances and high end finishes throughout--including quartz countertops, premium bathrooms, and hardwood floors--every detail has been carefully curated to deliver a luxurious living experience that feels both stylish and inviting. Located in Portland's East End, just moments from the transformative Roux Institute development, this home is ideally positioned to benefit from the area's continued growth and investment. Outdoor features such as a private gorgeous porch and big yard space plus private storage. Enjoy easy access to the Back Cove Trail, nearby parks, and seamless connectivity to downtown Portland, offering the perfect balance of outdoor lifestyle and urban convenience. Designed by the renowned Amy Dutton and built by Ed Wolfe Homes, this residence stands apart from the typical condominium offering.

10 Galvin St Unit 2, Portland

Listing courtesy of Engel & Volkers Portsmouth.

1 Firefly St Unit 302, Portland
$340,207
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 100 percent of Area Median Income ($111,280). Now available for reservations. Please reach out for more information. 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 302, Portland

Listing courtesy of Keller Williams Realty. (207) 232-8877
15 Rudman Rd, Portland
$479,000
3 Beds ⋅ 2 Baths
Great value for this well maintained shingle-style Dutch Colonial, owned and loved by the same family since it was built nearly a century ago, It is ready to create new memories for the next stewards. Owner spent over $25,000 this spring and summer improving the property as indicated in the improvements list. It's a keeper with an enclosed backyard on a dead-end street in Libbytown. Hint: hardwood floors are in great condition under the first floor carpet.

15 Rudman Rd, Portland

Listing courtesy of EXP Realty.

1 Firefly St Unit 301, Portland
$294,307
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 condo features open layouts, quartz 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 100 percent of Area Median Income (97,370). Now available for reservations. Please reach out for more information. Estimated occupancy: Spring 2027. Taxes to be assessed; HOA fee is estimated. Photos depict a projected look; finishes and specifications are subject to change.

1 Firefly St Unit 301, Portland

Listing courtesy of Keller Williams Realty. (207) 232-8877
1435 Forest Ave, Portland
$505,000
1 Baths
Excellent opportunity to own a mixed used building with high visibility in downtown Portland! Whether you're an owner-user ready to launch your business, or an investor seeking turnkey cash flow with upside this property checks every box! Ground floor store front, with 3 bed apartment above. Includes an additional finished space for storage or break room.

1435 Forest Ave, Portland

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. 2072813837
1 Firefly St Unit 403, Portland
$449,999
3 Beds ⋅ 1 Baths
Welcome to Stroudwater Commons - Portland's newest condo community, where modern design meets attainable luxury. With bright, open spaces, timeless finishes, and exceptional efficiency, these 3BR/1BA homes are thoughtfully crafted for both comfort and convenience. Each residence offers a spacious layout, sleek modern kitchen, stylish bath, in-unit laundry, and efficient heat pumps for year-round comfort, complemented by elevator access to all levels. Parking is available for purchase starting at $5,000. Residents also enjoy access to curated community amenities including a fitness center, co-working lounge, bike storage, EV charging provisions, and direct access to Portland Trails. For added flexibility, buyers have the unique opportunity to purchase a detached ADU - a fully independent studio apartment ideal for short-term (Airbnb) or long-term rental income, a guest suite, or multigenerational living. The convenient Congress Street location keeps you close to everything: downtown Portland, I-295, I-95, Stroudwater Park, Fore River, USM, Rock Row, and the Jetport are all within easy reach. These homes present a rare opportunity to own brand-new construction in one of Portland's most connected neighborhoods. Now available for reservations. Estimated occupancy: Fall 2026. HOA fee is estimated. Photos depict a projected look; finishes and specifications are subject to change. Taxes are estimated using the mill rate at the time of listing, based on the listing price. Final taxes will be assessed after completion and are provided for budgeting purposes only. Visit the Stroudwater Commons website for more information.

1 Firefly St Unit 403, Portland

Listing courtesy of Keller Williams Realty. (207) 232-8877
40 Webb St, Portland
$389,000
1 Beds ⋅ 1 Baths
A rare find in the heart of Portland, this classic New Englander is set on a private lot that feels like a world of its own. Tucked away from the hustle and bustle yet conveniently located to enjoy the very best of Portland, this one-bedroom home is a true urban oasis -- and for the outdoor enthusiast, it doesn't get much better than this. Located near Portland's beloved trail systems and just steps from the trailhead to Jewel Falls, adventure is always close at hand. Outside, the property is nothing short of magical. A beautiful orchard bursting with plum, apple, pear, and cherry trees transforms the lot into a serene retreat. Blackberry, blueberry, raspberry, and strawberry bushes add to the abundance. A refreshed deck provides the perfect spot to relax and soak it all in. Inside, the home carries the timeless character you'd expect from a classic New Englander. The open kitchen with eat-in dining creates a warm and inviting heart of the home, while the four-season porch extends your living space and brings the beauty of the outdoors in, no matter the time of year. Upstairs, you'll find a comfortable bedroom, a flexible office nook, and a full bathroom. Efficient heat pumps provide year-round comfort with ease. Whether you're planting roots for the first time, simplifying your lifestyle, or simply seeking a private green sanctuary in the city, this property is a truly special opportunity. Homes like this don't come along often -- don't let it pass you by. Open House Sunday 7/19 from 12:00-1:00.

40 Webb St, Portland

Listing courtesy of Portside Real Estate Group.

10 Exchange St Unit 409, Portland
$499,000
2 Beds ⋅ 1 Baths
Price reduced & back on the market at no fault of the condo, their loss is your opportunity! Experience the best of Portland's Old Port from this stylish 2-bedroom condo with a flexible loft space, perfect for guests, work, or additional sleeping. Set within a beautifully converted historic building, the unit blends charm and modern comfort with soaring ceilings, oversized windows and an open, airy feel. A newly added heat pump ensures year-round efficiency and comfort. Step outside to cobblestone streets lined with award -winning restaurants, boutique shops, and the working waterfront just moments away. Weather you're seeking a vibrant in-town residence or a proven income property, this unit delivers, boasting a strong, established short-term rental history in a desirable association. Live, invest, or escape, right in the heart of Portland's most iconic neighborhood.

10 Exchange St Unit 409, Portland

Listing courtesy of Portside Real Estate Group.

138 Pine St Unit 4, Portland
$400,000
1 Beds ⋅ 1 Baths
New Price! Located in Portland's coveted West End on a quiet, tree-lined street, this beautifully renovated one-bedroom home 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. This unit includes two off-street parking spaces, a highly desirable feature in the West End. The condo fee covers heat and hot water, supporting low-maintenance, predictable ownership. 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. Lower interest rates programs available - Ask for details.

138 Pine St Unit 4, Portland

Listing courtesy of Marsden Real Estate.

1 Firefly St Unit 303, Portland
$319,104
3 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 3BR/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 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 ($96,150). 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 303, Portland

Listing courtesy of Keller Williams Realty. (207) 232-8877
1 Firefly St Unit 201, Portland
$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 percent of Area Median Income (74,800). Now available for reservations with estimated occupancy in 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 201, Portland

Listing courtesy of Keller Williams Realty. (207) 232-8877
44 Pleasant Ave, Portland
$600,000
2 Baths
LOCATION! Stop paying someone else's mortgage and start building your investment portfolio! Great neighborhood in Portland, close to everything. Would make a perfect owner occupied that is handy and bring this beautiful home back to it's heart. Currently rented, 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 Firefly St Unit 401, Portland
$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
75 Chestnut St Unit 307, Portland
$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.

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