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$591,599
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. Open House Saturday July 25th from 11:30am-1pm.

64 Presumpscot St, Portland

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

$499,000
1 Beds ⋅ 1 Baths
OPEN HOUSE SATURDAY 7/11/26 - 11am-1pm Experience the best of Portland's East End neighborhood in this spacious and inviting one-bedroom condo featuring breathtaking views of the Atlantic Ocean and unforgettable sunrises. Nestled in a quiet, well maintained building on a corner lot, this rare offering combines comfort, convenience, and investment potential in one of Portland's most sought-after neighborhoods. Inside, you'll find an expansive open layout featuring beautiful wood floors throughout, a generously sized bedroom, and a large living room. The well appointed kitchen flows seamlessly in to a cozy dining space, sitting area and office nook, designed to maximize both space and natural light. Enjoy your morning coffee while watching the sun rise over the water, then take advantage of the property's shared outdoor patio and garden amenity. A short stroll to neighborhood coffee shops, acclaimed restaurants, and Portland's vibrant Old Port District, there is plenty to explore just steps from the door. Whether you're seeking a primary residence, a second home, or an investment property, this condo offers exceptional flexibility with an HOA that allows rentals. Additional highlights include an efficient gas heating system with a recently updated boiler, updated appliances, in-unit laundry, and ample storage space. Don't miss this rare opportunity to own a piece of Portland's coveted East End lifestyle.

16-18 Cumberland Ave Unit 4, Portland

Listing courtesy of Keller Williams Realty.

$525,000
2 Beds ⋅ 3 Baths
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.

$2,200,000
3 Beds ⋅ 3 Baths
Stunning 6th floor condo with three bedrooms, three full bathrooms and sparkling water views, located in the heart of the historic Portland waterfront. This rare and pristine 2,064sf unit offers numerous sophisticated upgrades including high end appliances, thoughtfully curated built-ins throughout, gorgeous floor to ceiling stonework surrounding the gas fireplace, a custom bar, designer lighting, deeded garage parking for two cars, private storage unit. Amenity-laden building includes a concierge, spacious community room with full kitchen and balcony, mailroom, fitness room, reservable guest suite, shared work/study space, dog wash, and 2 large landscaped courtyards. Just steps away, enjoy award-winning dining, boutique shopping, museums, art galleries, theater, boat tours to the islands and beyond. Don't miss this extraordinary offering!

383 Commercial St Unit 603, Portland

Listing courtesy of Town & Shore Real Estate. 207-773-0262
$1,100,000
3 Beds ⋅ 3 Baths
A breath of fresh air, a step above, one of a kind, welcome to 4 Oramel. Set on nearly an acre and a half and surrounded by protected land abutting parks and trails it is hard to believe you are just moments away from downtown Portland. Thoughtfully developed to match the natural landscape, the home seamlessly blends modern farmhouse with mid-century modern design throughout. Frenking Building Company is a design-forward building company specializing in high end finish carpentry with an approach rooted in simplicity. This 3 bedroom, 2.5 bathroom home surrounded by a gorgeous natural backdrop offers clean lines, natural materials and pallets, and a floor-plan that flows effortlessly inside and out. Stepping inside you will immediately be taken with the attention to detail in every aspect of the design and finish. Custom built cabinetry, simple yet sophisticated tile choices, natural woods throughout, incredible windows and doors, venetian plaster detail, and the incredible wrap around porch. If you have been searching for a truly special property with privacy that doesn't sacrifice convenience, where spaces are soaked in natural light, and where you can be close to nature, you will find it here.

4 Oramel Ave, Portland

Listing courtesy of Portside Real Estate Group.

$729,000
3 Beds ⋅ 3 Baths
Welcome to 495 Allen Avenue - a rare opportunity to own a versatile move-in-ready property in Portland's convenient North Deering neighborhood. This 2,200 sqft property includes the 2BD/2BA main house and a 1BD/1BA Accessory Dwelling Unit (ADU). The ADU offers multigenerational living, guest quarters, and potential for rental income. Outside, enjoy a spacious backyard ideal for entertaining, gardening, and relaxing during Maine summers, plus ample off-street parking. Conveniently located just minutes from Shaw's, Northgate Plaza, restaurants, coffee shops, and local favorite Lib's Dairy Treats, with downtown Portland and Falmouth only about 15 minutes away. Whether you're looking for extra space, income potential, or a smart investment in a prime Portland location, 495 Allen Avenue delivers opportunity and convenience.

495 Allen Ave, Portland

Listing courtesy of Elevate Maine Realty.

$574,900
3 Beds ⋅ 3 Baths
Thoughtfully designed with simple living in mind, this 3 bedroom, 2.5 bathroom home features an open-concept layout that blends comfort, style, and functionality. The kitchen is the heart of the home, complete with granite countertops, stainless steel appliances, sleek cabinetry, pantry and a large center island perfect for gathering and entertaining. Upstairs, you'll find a large primary suite with a beautifully finished en-suite bath, along with two additional bedrooms, a full guest bathroom, and convenient second-floor laundry. Situated just minutes from Westbrook's vibrant downtown, local parks, schools, and a quick drive to Portland, this home offers the perfect combination of suburban comfort and city convenience. Don't miss the opportunity to own a brand-new home in one of Southern Maine's most growing communities!

15 Lane Ave, Portland

Listing courtesy of Dan Anderson Real Estate, Inc..

$459,000
3 Beds ⋅ 1 Baths
Welcome to 29 Brook Road, a charming 3-4 bedroom Cape tucked into Portland's desirable North Deering neighborhood. Full of warmth and everyday comfort, this inviting home offers a flexible layout that can easily adapt to a variety of needs. Inside, you'll find hardwood, tile, and carpeted flooring, a bright, sun-filled living room, and a spacious eat-in kitchen with ample cabinet storage. The floor plan includes a first-floor bedroom, a full bath, and an additional room that can serve as a playroom, home office, formal dining room, or fourth bedroom. A back mudroom with windows overlooking the partially fenced backyard adds both charm and function, while the layout also offers the convenience of single-level living if desired. Upstairs, two bedrooms with newer windows provide cozy, private spaces for family or guests. Notable updates include a Buderus boiler installed in 2015, a roof replaced in 2016, and rebuilt back stairs. Built in 1941, the home also features a full basement with room for storage, hobbies, or future finished space, a covered patio for outdoor relaxation, and a one-car garage with electricity and a remote door opener. Set on a manageable lot with a paved driveway, this property is conveniently located near schools, shopping, restaurants, trails, and downtown Portland. A wonderful opportunity to create a home filled with comfort, connection, and your own personal touch.

29 Brook Rd, Portland

Listing courtesy of Gardner Real Estate Group.

$650,000
3 Beds ⋅ 3 Baths
Exceptional value with this Munjoy Hill condo! 1,640 sq.ft. of living space, 3 bedrooms, 3 bathrooms and gorgeous views of Casco Bay! Hardwood and tile floors throughout, 2 primary suites with private baths, updated appliances and a lot of in unit storage. The Portland House offers unprecedented amenities including heated garage parking, concierge, onsite gym, most utilities are included (cable/internet services, heat, hot water, water/sewer) and onsite maintenance. All this next to Portlands most beautiful city park on the Eastern Prom with over 70 acres of public space stretching around Casco Bay. Don't miss this opportunity!

45 Eastern Promenade Unit 2H, Portland

Listing courtesy of Gardner Real Estate Group.

$970,000
5 Beds ⋅ 4 Baths
Nestled in the heart of Portland's highly sought-after West End, this exceptional property is sure to charm investors and those seeking multi-generational living in a city setting. Currently operating as a highly successful Airbnb, the next owner could continue to make income from one or both of the living spaces, or owner occupy and utilize the first floor unit as an in-law suite. The spacious primary home features 4 bedrooms plus an office and 3 full bathrooms across three floors. Thoughtfully updated, the main home features a custom kitchen and inviting living spaces where soaring cathedral ceilings, exposed wood beams, and skylights create an airy yet cozy atmosphere, filling the kitchen and living room with beautiful natural light and architectural charm. Other standout features include a custom antique bar, wainscoting along the main staircase with a beautifully preserved original banister, and a private deck with low maintenance composite decking. The first floor bedroom is currently used as a home studio office with its own full bathroom. The secondary one bedroom, one bath unit is an easy one level living set up, all on the first floor. The full basement is available for storage. Built in 1874 and offering 2,634 square feet of living space, this West End gem is made even more special by amenities rarely found in the city: a private courtyard perfect for relaxing or entertaining, space for a city garden, and coveted off-street parking. Just moments from Portland's renowned restaurants, shops, hospitals, and waterfront, this is a rare opportunity to own a piece of Portland history.

75 Carleton St, Portland

Listing courtesy of Maine Real Estate Co.

$970,000
4 Baths
Nestled in the heart of Portland's highly sought-after West End, this exceptional property has charm, comfort, and outstanding income potential. Currently operating as a highly successful Airbnb, this versatile two unit property offers endless possibilities for investors, owner-occupants, or those seeking multi-generational living in a city setting. The spacious primary living space features 4 bedrooms plus an office and 3 full bathrooms across three floors. Thoughtfully updated, the main home features a custom kitchen and inviting living spaces where soaring cathedral ceilings, exposed wood beams, and skylights create an airy yet cozy atmosphere, filling the kitchen and living room with beautiful natural light and architectural charm. Other standout features include a custom antique bar, wainscoting along the main staircase with a beautifully preserved original banister, and a private deck with low maintenance composite decking. The first floor bedroom is currently used as a home studio office with its own full bathroom. The secondary unit includes an oversized 1-bedroom, 1-bath layout, ideal for guests, rental income, or extended stays. The one bedroom is an easy one level living set up, all on the first floor. The full basement is available for storage. Built in 1874 and offering 2,634 square feet of living space, this West End gem is made even more special by amenities rarely found in the city: a private courtyard perfect for relaxing or entertaining, space for a city garden, and coveted off-street parking. Just moments from Portland's renowned restaurants, shops, hospitals, and waterfront, this is a rare opportunity to own a piece of Portland history with proven income performance and an inviting feel that keeps guests coming back.

75 Carleton St, Portland

Listing courtesy of Maine Real Estate Co.

$549,000
3 Beds ⋅ 1 Baths
Welcome to 199 Vaughan Street #4, a classic Portland West End condominium full of charm, character, and timeless appeal. Situated in a beautifully maintained historic brick building, this spacious 3 bedroom condo offers the perfect blend of original architectural details and comfortable everyday living. Inside, you'll find hardwood floors, high ceilings, oversized windows bringing in natural sunlight, and a warm fireplace that anchors the living space. The layout offers flexibility for working from home, hosting guests, or simply enjoying city living with room to spread out. A private deck, generous storage space, and coveted off street parking add to the convenience. Located just steps from the Western Promenade, Maine Medical Center, local coffee shops, restaurants, and everything Portland has to provide, this home places you right in the heart of one of the city's most desirable neighborhoods. Historic charm, walkability, and easy peninsula living all come together at 199 Vaughan Street #4.

199 Vaughan St Unit 4, Portland

Listing courtesy of Benchmark Real Estate.

$832,283
2 Beds ⋅ 2 Baths
Life 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 4th floor south facing unit has it all. Nicely balanced living spaces focused with designer chosen appointments, including ensuite bedrooms, private deck and lots of wonderful light. This unit faces the beautiful and protected Baxter Woods. 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 305, Portland

Listing courtesy of Gardner Real Estate Group.

$268,800
1 Beds ⋅ 1 Baths
Be the first to live in this brand-new, zero-energy-ready 1BR condo at Dougherty Commons by Maine Cooperative Development Partners. Move-in ready now. This stylish first-floor home features a private no-step entrance, high ceilings, large windows, wide doorways, a step-in shower, and roll-under kitchen counters -- thoughtfully designed for easy, comfortable living. Enjoy a modern kitchen with new stainless-steel appliances, a bright open layout, and in-unit washer/dryer hookups. Energy-efficient and low-maintenance, this home is perfect for a first-time buyer, downsizer, or anyone wanting a beautifully designed space close to everything Portland offers. Located next to Dougherty Fields (playground, outdoor pool, skate park, sports fields, basketball court). The #1, #4, #5, #7 & #9 Metro & Breez bus lines, Amtrak Downeaster, and Concord Coach are within .5 mile. Income-qualified: up to $90,900/year for one person, or $103,850 for two -- only the buyer on the deed needs to meet the income limit. Deed-restricted to keep this home permanently affordable for future buyers, too.

65 Dougherty Ct Unit 101, Portland

Listing courtesy of www.HomeZu.com. 877-249-5478
$435,000
2 Beds ⋅ 1 Baths
New price. Well-located 2-bedroom, 1-bath Portland condominium in the sought-after Deering/Rosemont area. This first-floor unit features hardwood floors, a recently renovated bathroom, private washer/dryer, private storage, a private shed, and two dedicated off-street parking spaces. A ducted heat pump system provides efficient heating and cooling with vents to multiple rooms, with boiler back-up for added comfort. Enjoy a large fenced backyard with a patio, fire pit, grill area, and plenty of space for relaxing, gardening, or entertaining. Pet-friendly association. Conveniently located near Deering High School, UNE, USM, Rosemont Market, local restaurants, Maine Medical Center, and Northern Light Mercy Hospital. Outdoor enthusiasts will appreciate nearby Evergreen Woods, offering approximately 4 miles of trails. An appealing opportunity to own a first-floor Portland condo with two-car parking, private outdoor space, hardwood floors, and pet-friendly living in a highly desirable location. Seller is willing to give concessions to Buyer at closing

280 Concord St W Unit 1, Portland

Listing courtesy of www.HomeZu.com. 877-249-5478
$799,000
1 Beds ⋅ 2 Baths
Perched just steps from the ferry landing, the iconic Webber Store building is a rare offering on Peaks Island- where coastal charm, investment potential, and an elevated island lifestyle converge. Set within the island's business district, this distinctive two-story property presents a unique live/work opportunity. The first floor (Unit 1) features an inviting, flexible commercial space with three separate rooms, each with its own entrance--most recently a thriving thrift store and equally well-suited for a boutique office, creative studio, or gallery. Above, the second-floor residence (Unit 2) is a light-filled retreat, where an open-concept living space flows effortlessly onto a private deck overlooking Casco Bay and the Portland skyline. Here, sunset gatherings are framed by ever-changing ocean views. The one-bedroom layout is enhanced by a charming loft, ideal for guests or an inspiring workspace, along with a spacious closet. Both units feature private outdoor spaces and their own dedicated off-street parking spot, all just moments from the ferry, beaches, and the best of island living. A property of this caliber- rich in history, unmatched in location, and defined by its sweeping water views- offers an extraordinary chance to live, work, and unwind in one of Maine's most treasured coastal communities.

14 Welch St Unit 1 and 2, Portland

Listing courtesy of Peninsula Real Estate LLC.

$949,000
4 Baths
Positioned in Portland's desirable Parkside Neighborhood, 142 Sherman Street is a fully occupied four-unit investment property offering stable in-place income in one of the city's most sought-after residential neighborhoods. The property benefits from a walkable location just minutes from downtown, the Peninsula, and major commuter routes. The building features a functional unit mix with consistent occupancy, supported by strong rental demand in the surrounding area. The property has been well maintained and improved over time, with a series of updates to both unit interiors and key building systems, contributing to overall efficiency, condition, and long-term reliability. Tenants enjoy convenient access to local shops, restaurants, and services, supporting strong retention and continued demand.

142 Sherman St, Portland

Listing courtesy of The Dunham Group.

$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
$2,000,000
3 Baths
Developers Take Notice! This oversized lot is approved for development of 7 condo units. Stunning views overlooking the ocean and located in the highly-desirable Munjoy Hill neighborhood on a quiet street. This lot is just waiting for the right developer to bring their vision and be part of the booming development of Portland Maine!

104 Monument St, Portland

Listing courtesy of Real Broker. 2073461623
$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% of Area Median Income ($125,190). 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.

2 Firefly St Unit 303, Portland

Listing courtesy of Keller Williams Realty. (207) 232-8877
$1,099,000
3 Beds ⋅ 1 Baths
Perched along the scenic backshore of Peaks Island, this elevated, seaside cottage captures premium ocean views. The bright, year-round home has a single-level, open-concept floorplan with a spacious living room, dining area and kitchen - all oriented toward the water. The kitchen features a peninsula for barstool seating and a wood-burning stove for ambiance and extra warmth. Also facing the water is a vaulted, window-lined sun room/bonus room with French doors, skylights, and sliders that open to the sunny deck. Outside you'll enjoy ample wrap-around decking with stunning, unobstructed views, a private stone patio, lovely perennials / shrubs, and a grassy yard that's surrounded by nature. Enjoy the serenity of a sunrise, ocean breezes, birdsong, and the swishing tide - or venture out and explore the island on foot or bicycle. With Portland's Old Port just a 15-minute ferry ride away, endless dining options, shopping and entertainment await. This well-maintained island cottage is furnished so its new owner can unpack the groceries and stroll just a few steps to the water's edge. The heated, unfinished lower level offers valuable storage and potential living space.

252 Seashore Ave, Portland

Listing courtesy of Portside Real Estate Group.

$999,900
2 Beds ⋅ 1 Baths
Here's your opportunity of a lifetime! This spectacular property is a truly rare offering with approximately 220 feet of ocean frontage overlooking Diamond Pass. Set well back from the road and perched along the shoreline, it captures sweeping, serene water views, sandy beach frontage (a rarity on the island), and a sense of peace and privacy that is increasingly hard to find. Whether it's mornings watching boats pass through the channel or quiet evenings at the water's edge, this is a setting that invites you to slow down and stay awhile. The existing home is ready for your vision--whether restoration, expansion, or reimagining. Whatever you choose, here's your opportunity to create something special in an extraordinary setting. Located near the island clubhouse and just steps from the water, there's potential for a mooring and possibly a dock (please verify). You're encouraged to perform your own due diligence regarding dock feasibility and accessory dwelling unit opportunities. It's rare to find this level of frontage, sandy beach access, and panoramic views in one property! Rarer still to have the opportunity to make it your own.

494 Island Ave, Portland

Listing courtesy of Locations Real Estate Group LLC.

$875,000
4 Beds ⋅ 2 Baths
Welcome home to 27 Norwood Street! Sit on the porch swing and smell the roses -- or simply listen to the birds from your private backyard, surrounded by the beauty of a mature perennial garden. This is the lifestyle that awaits you here, nestled in one of Portland's most beloved neighborhoods, where tree-lined streets connect you to award-winning restaurants, bakeries, and coffee houses, all within easy walking distance. Top-rated public schools -- elementary through high -- are just steps away, and the serene trails of Baxter Woods, Evergreen Cemetery, and Back Cove are practically at your doorstep. This classic Queen Anne shingled Victorian is crowned by a steep gabled roof and features a grand wraparound front porch with classic columns. Lovingly maintained with original woodwork, hardwood floors, and stained glass, this 4 bedroom, 2-bath home is a natural gathering space for family and friends. A light-filled living room flows naturally to a formal dining room, and a warm kitchen features a gas heat stove and custom cabinetry. A full bath and convenient main-floor laundry add everyday ease. Upstairs, three spacious bedrooms, a dedicated office, and a second full bath offer flexibility for family, guests, or remote work. The third floor tucks two additional bedrooms under cozy eaves, perfect for guests, creative pursuits, or play. Outside, a private back deck and patio are framed by mature trees and flowering shrubs -- an ideal setting for entertaining or quiet retreat. The sun-drenched side yard is a gardener's dream, and a stamped concrete driveway adds a polished finishing touch. Recent energy-saving updates and modern systems ensure year-round comfort. 27 Norwood is more than a home. It's a Portland lifestyle, offered for the first time in 25 years.

27 Norwood St, Portland

Listing courtesy of The Flaherty Group.

$1,004,483
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 2nd floor park facing corner unit has it all. Nicely balanced living spaces focused with designer chosen appointments, including an en suite 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 202, Portland

Listing courtesy of Gardner Real Estate Group.

$625,000
3 Beds ⋅ 3 Baths
Enjoy exceptional privacy on one of Ocean Ridge's most secluded backyard patios, then take a short stroll to nearby Portland Trails access with miles of scenic hiking and nature trails to explore. This immaculate, beautifully updated home features a vaulted-ceiling primary suite with a spa-inspired bath and relaxing soaking tub. Thoughtful upgrades throughout include stone countertops, a propane fireplace, and refined finishes that create a warm, elegant feel. Four walk-in closets offer abundant storage and boutique-style organization, while the convenient second-floor laundry and spacious full bath enhance everyday comfort. Peaceful and private, yet just minutes from the vibrant City of Portland, this exceptional home offers the perfect balance of tranquility and convenience.

178 Ridge Road Unit 26, Portland

Listing courtesy of Portside Real Estate Group.

$1,265,000
3 Beds ⋅ 2 Baths
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 3 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 3, Portland

Listing courtesy of Portside Real Estate Group.

$725,000
2 Baths
Open House Sat 8/1 from 11:00 to 12:30! New price on this c. 1900 New Englander two-unit now available for immediate occupancy! Offering classic charm and sitting on a generous 12,000± sq ft lot in Portland's convenient Nason's Corner neighborhood, it is Ideally located close to everything. It is within walking distance to Portland Trails, local schools, The Sinful Kitchen, Applebee's, a neighborhood corner store, the Lowe's shopping center, and is within biking distance to New England College, Capisic Pond Park, and Rosemont Market. Owned by the same family for decades, the property is being offered as-is with seller concessions and presents excellent potential. It is the perfect multi-generational home with room for a nanny or in-laws. The small first floor unit with its own entrance was once used as a third unit and with City approval might be able to be used again as an ADU or as in in-law or guest suite. It would add two bedrooms and a full bath giving the first floor 4 bedrooms. Another possible use for the addition, also with City permission, is an in-home occupation such as a hair salon or office. The first-floor apartment features two bedrooms, an eat-in kitchen, a living room, and a full bath as well as basement access. It is heated by oil, with the tenant responsible for oil and electricity. The second-floor apartment, which includes the third floor, offers two or three bedrooms, a living room, dining room, and kitchen, along with basement access. This unit is heated by a propane monitor, with the tenant paying for propane and electricity. Additional highlights include ample off-street parking and a two-car garage, making this a great opportunity for owner occupancy or investment. The property is looking for some love and updating but this property has great potential. Opportunity knocks - and the owner may help with closing costs . Portland rent control does not apply to owner/occupants. Stop by after brunch at the Sinful Kitchen!

14 Devon St, Portland

Listing courtesy of HarborCity Realty.

$2,175,000
3 Beds ⋅ 3 Baths
Step into Verdante and be greeted by a dramatic foyer anchored by a striking living wall--an elegant introduction to the refined lifestyle that awaits. Inside your private home, floor-to-ceiling views of Casco Bay immediately captivate, while soaring 10-foot ceilings and sun-filled interiors create an airy ambiance that's hard to leave behind. The open-concept living and dining area is designed for both effortless entertaining and everyday comfort, seamlessly extending to a private deck where the bay becomes your backdrop. The thoughtfully designed kitchen offers generous space, premium finishes, and all the amenities expected in a home of this caliber. A raised den or office provides a quiet retreat, also enjoying sweeping water views. The residence features three well-appointed bedrooms, including a serene primary suite complete with a walk-in closet and a spa-inspired bath featuring a soaking tub and double vanity. Two additional bedrooms offer ample storage and, like every bedroom in the home, showcase breathtaking views of Casco Bay and its unforgettable sunrises. Additional highlights include a dedicated laundry room, a stylish powder room, two heated garage parking spaces, and additional storage. Verdante elevates everyday living with exceptional amenities, including a rooftop terrace overlooking Casco Bay, a fitness center, and a reservable guest suite for visiting friends and family. Perfectly positioned just steps from the Old Port's renowned dining, boutique shopping, and waterfront energy--and only 15 minutes from Portland International Jetport--this is luxury coastal living at its finest. HOA fees include high-speed internet, cable TV, and hot water. This is a rare opportunity to own a truly exceptional home.

99 Federal St Unit 501, Portland

Listing courtesy of Keller Williams Realty.

$2,276,000
1 Beds ⋅ 2 Baths
LIVE ELEVATED AT 246 EASTERN PROMENADE Only 6 Residences Remain | Completion February 2027. This extraordinary new address in one of Portland's most coveted neighborhoods. Perched above Casco Bay on the grassy sweep of the Eastern Promenade, this limited collection of just 13 architecturally striking condominiums marks the first residential development on this iconic stretch in over 50 years. Each residence has been thoughtfully designed for those who appreciate timeless elegance, elevated craftsmanship, and a connection to place. Floor-to-ceiling windows & private decks capture views of Casco Bay, while open-concept interiors with 9-10 ft ceilings and abundant natural light create an airy, modern atmosphere. Custom interiors feature generous allowances for premium finishes, including custom-built kitchen & bath cabinetry by Pond Cove Millworks--offering a refined and highly tailored living experience and allow owners to create a home that reflects their own sense of style. Nichiha Architectural Fiber Cement Siding, energy-efficient Pella windows, top-tier HVAC systems, garage parking, and private climate-controlled storage room ensure comfort and convenience year-round. Located in the heart of Portland's desirable East End, 246 Eastern Promenade offers a lifestyle that blends serenity with vibrant coastal city living. Enjoy morning walks or cycling along the Eastern Trail, kayak from the East End beach, visit historic landmarks like the Portland Observatory & Allen Park Gazebo, or take in the expansive green space that rolls directly to the shoreline. Just a short stroll away, you'll find world-class restaurants, charming cafés, galleries, and the celebrated Old Port. Construction is well underway with the foundation nearly complete and work progressing steadily. Reach out today for floor plans, detailed specs, and to walk the site.

246 Eastern Promenade Unit 303, Portland

Listing courtesy of The Flaherty Group.

$495,000
1 Beds ⋅ 1 Baths
This thoughtfully 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 elevated finishes throughout--including quartz countertops, premium bathrooms, and hardwood floors--every detail has been carefully curated to deliver a refined 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 gorgeous deck and big yard space plus dedicated parking. 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, private storage, and an ample yard create a sense of space and privacy rarely found in condo living--making this a truly distinctive opportunity that lives more like a single-family home than a traditional condo.

10 Galvin St Unit 1, Portland

Listing courtesy of Engel & Volkers Portsmouth.

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