Portland Homes for Sale

Newest Listings

$795,000
2 Beds 2 Baths
Experience the charm and energy of Munjoy Hill from this beautifully appointed first-floor condominium at Hadley Commons. With two bedrooms, one-and-a-half baths, two dedicated parking spaces, and low condominium fees, this stylish residence combines character, comfort, and an exceptional Portland location. An enclosed mudroom creates a welcoming and practical entry before opening into a sun-filled interior with rich mahogany floors. The spacious living area features custom built-ins that add both architectural interest and functional storage. Designed for cooking and gathering, the kitchen is equipped with Viking appliances, soapstone countertops, original tin-ceiling and a layout that flows into the main living space. The thoughtful floor plan also includes two comfortable bedrooms, Travertine tile, a generous laundry room, and a porch for enjoying the neighborhood surroundings. Converted into a two-unit condo building in 2009, the home blends distinctive finishes with the convenience of single-level living. Leave the car behind and explore everything that makes this neighborhood so special. The Eastern Promenade, local cafés, neighborhood markets, waterfront trails, and the Old Port are all within easy reach. Whether you are heading out for a morning walk by the waterfront, meeting friends for dinner, or enjoying a quiet evening at home, this Munjoy Hill residence puts the best of Portland right outside your door.

75 St Lawrence St Unit 1, Portland

Listing courtesy of Portside Real Estate Group.

$725,000
4 Beds 3 Baths
Welcome to 30 Alba Street, a charming New Englander located in one of Portland's most cherished neighborhoods. A friendly front porch invites you to come and sit while neighbors walk or ride bikes on the sidewalks lining both sides of the street. The current owners have honored the historic character of this home by embarking on well planned updates over the years. A modern, custom designed kitchen opens to a dining area and deck overlooking the spacious back yard, with lovely gardens, a patio and room to play and entertain. The living room features large windows, original woodwork and hardwood floors, while a convenient half bath adds a modern amenity to the main level. The second level features 3 bedrooms with hardwood floors and a full bath. There's more! The third level offers a spacious private suite, complete with separate sitting and sleeping areas and a full bath. Here, large skylights brighten the rooms throughout the day, making the space a pleasure to work or relax in. Another truly unique feature of this home is the effort taken by the sellers to have the original windows restored by a professional historic contractor, thereby preserving their original features, an effort and expense rarely undertaken. Located in Deering Center, a vibrant neighborhood with its own micro-downtown featuring small, independent shops, some new, some long established. An award winning bakery, coffee shop, a market, 3 public schools and a university line the main street of the neighborhood. Playing fields, a library, community gardens, walking and off leash dog trails are nearby. If community, walkable streets, parks and close proximity to downtown Portland are what you are looking for, you have found it at 30 Alba Street. Welcome Home!

30 Alba St, Portland

Listing courtesy of RE/MAX Shoreline.

$630,000
1 Beds 1 Baths
A corner one-bedroom of 956 square feet on the third floor of Verdante at Lincoln Park, the 29-unit building NewHeight Group completed in 2021 at the corner of Franklin and Federal. The India Street location is as central as Portland gets: five minutes on foot to the Old Port, a short walk to Congress Street and the restaurants along inner Washington Avenue, and close enough to the Casco Bay Lines terminal for a spontaneous day on the islands. Ten-foot ceilings and oversized windows on two exposures carry light through the day, with a view of Casco Bay and the historic rooflines along Federal Street. The open living, dining, and kitchen area includes quartz countertops, full-access cabinetry, and Bosch appliances, with a gas fireplace and a French balcony off the living space. One bedroom and one full bath sit on a single level with elevator access, and the building's triple-glazed windows and sound attenuation keep a downtown address quiet. The sale includes a space in the enclosed onsite garage and a storage cage on the first floor, two things that are genuinely hard to find downtown. Residents share a rooftop deck overlooking Casco Bay and Munjoy Hill, a fitness room, a guest suite for visitors, and a green roof, and the association fee covers high-speed internet, cable, and hot water. For a remote professional who wants the city on foot, or a homeowner trading a larger house for a low-maintenance base in Portland, Verdante is built to a standard downtown condos rarely reach.

99 Federal St Unit 301, Portland

Listing courtesy of Real Broker. 207-756-2442

$725,000
2 Beds 2 Baths
A rare opportunity to enjoy life on the quieter side of Portland's coveted East End, directly across from the iconic 63-acre Eastern Promenade. Designed by the renowned Olmsted firm, this extraordinary waterfront park offers sweeping lawns descending toward Casco Bay, a beach and boat launch, walking and biking trails, community gardens, tennis and pickleball courts, basketball courts, ball fields, and playgrounds—all just outside your door.The association offers an impressive collection of amenities, including an in-ground pool, grilling patio with fire pit, fitness room, bike storage, library, spacious meeting room, beautifully appointed lobby, elevators, individual storage, ample guest parking, and assigned/deeded owner parking. Remarkably ,monthly dues include internet and cable. What truly distinguishes this residence is something only a select few units enjoy: a private, ground-level entrance directly into the home, conveniently located beside its designated covered parking space and garage. Arrive home and step directly inside—an especially welcome luxury when unloading groceries during a Maine rainstorm or winter snowfall.The expansive covered balcony is another exceptional feature, feeling more like an outdoor room than a traditional balcony. Overlooking the Promenade, it provides a wonderful setting for morning coffee, evening cocktails, spectacular sunrises and moonrises, or simply relaxing and taking in the surroundings.Offering more than 1,300 square feet, this two-bedroom, one-and-a-half-bath residence lives more like a home than a condominium. From the private entrance, a convenient mudroom leads into the generous living and dining areas, with direct access to the covered balcony. Just beyond the dining area is an updated, well-appointed galley kitchen.A welcoming foyer connects the home's private spaces, including a storage and utility area, half bath, two comfortable bedrooms, an updated full bath with custom shower, and a dedicated laundry room

340 Eastern Promenade Unit 218, Portland

Listing courtesy of RE/MAX Realty One. (207)252-1775

$1,395,000
3 Beds 2 Baths
A gracious original entry, framed by carved decorative panels, opens to a private hall illuminated by a spectacular starburst stained-glass door and two geometric stained-glass windows. Throughout the main living floor, original architectural details—including an ornate mantel and distinctive tilework—provide a rich counterpoint to contemporary cabinetry, lighting, and finishes. The open living and dining spaces are filled with natural light from generous windows, creating an inviting setting for both everyday living and entertaining. The thoughtfully designed kitchen offers abundant storage, a pantry, and access to the rear stairwell, where additional storage is tucked discreetly away. A bay-windowed office, full bath with soaking tub, and two bedrooms complete this level, including one particularly charming bedroom with its own bay window. The third floor offers an entirely different experience: a private retreat nestled among the treetops. A door opens to a secluded deck with panoramic views across the surrounding neighborhood, while a comfortable sitting room—equally suited to music, reading, or quiet conversation—leads to the expansive primary suite. Generously proportioned and serene, the suite includes space for a reading area, oversized open closets, and a spa-like bath. A dedicated laundry area adds to the ease of everyday living. Additional storage is located in the basement, while the property's two-car garage is exclusively deeded to this unit. With its architectural pedigree, beautifully preserved original details, generous scale, and sophisticated updates, this is a rare opportunity to own a significant piece of Portland's architectural history in one of the city's most enduring neighborhoods.

187 Vaughan St Unit 2, Portland

Listing courtesy of Keller Williams Realty. 207-650-6176

$865,000
4 Beds 2 Baths
Tucked into Deering Highlands, one of Portland's most beloved and architecturally rich neighborhoods, 157 Beacon Street is the kind of home that reminds you why people romanticize old houses. Built in 1895 and lovingly restored by its current owner, it offers the period character you hope for, with the level of care you rarely find. Inside, the home carries the warmth and detail of its era. Original craftsmanship, classic proportions, and time-earned charm give each space a sense of history, while thoughtful restoration work allows the home to feel cared for rather than frozen in time. It is polished without being precious, elegant without feeling untouchable, and full of the kind of details that rarely get replicated in modern construction. Out back, the covered porch adds another layer of everyday livability. It is easy to picture slow mornings, quiet evenings, and a little protected breathing room while overlooking the gardens. And the gardens themselves are a story worth telling, with mature plantings and a sense of intention that make the exterior feel every bit as special as the home. The neighborhood does plenty of heavy lifting as well. Deering Highlands offers that rare mix of beauty, walkability, and community that makes daily life feel a little more connected. Tree-lined streets, distinctive homes, and easy access to nearby parks, shops, restaurants, and neighborhood staples all help explain why this pocket of Portland remains so consistently sought after. Restored with care, rich with character, and set in a neighborhood with real staying power, this is a home that feels less like a quick stop and more like the kind of place you settle into for a while.

157 Beacon St, Portland

Listing courtesy of Waypoint Brokers Collective. jeremy@waypointbrokers.com

$399,000
2 Beds 1 Baths
Experience the best of Portland living in the heart of the coveted West End. Ideally positioned within the charming Williamsburg Building, this beautifully appointed condominium offers an exceptional blend of timeless style, modern comfort, and effortless city living. From the moment you arrive, the appeal of this distinctive residence is evident. The meticulously maintained grounds, inviting community courtyard, and heated underground parking create a welcoming sense of arrival, while the building's established character complements the sophisticated feel of the home. Inside, thoughtfully curated updates create an elegant yet comfortable atmosphere. The open-concept living and dining area provides an inviting setting for entertaining or relaxing and flows beautifully into the refined galley kitchen, featuring stainless-steel appliances, a tasteful tile backsplash, granite counter tops and contemporary finishes. Two generously sized bedrooms offer exceptional comfort and options. Additional amenities include private storage and conveniently located laundry facilities in the lower garage level, adding to the ease and functionality of everyday living. Beyond your doorstep, the very best of Portland awaits. Enjoy acclaimed restaurants and inviting cafés, explore the galleries and cultural offerings of the Arts District, or take an evening walk along the Western Promenade and watch the Sun set over the City. This is a rare opportunity to enjoy the comfort and character of an established West End neighborhood while remaining just moments from the energy and sophistication that make Portland such a special place to call home.

175 Pine St Unit 1J, Portland

Listing courtesy of Keller Williams Realty.

$1,195,000
7 Beds 6 Baths
A Rare Opportunity to own a beautifully renovated, zoned multi-use property currently operating as the Mercury Inn. Lovingly owned and operated by the same owners for nearly 13 years, this reimagined 1890s Victorian mansion on Portland's peninsula is truly a gem. Fully renovated in 2019, this turnkey inn seamlessly blends historic character, thoughtful modern design, and exceptional flexibility. The second and third floors feature four spacious living room/bedroom guest suites, each with its own private bathroom and living room on each floor. Winding, turn-of-the-century staircases add to the property's distinctive historic charm. Guests also enjoy a shared kitchenette and a private reading nook on the second floor, creating inviting spaces to relax and unwind. The first floor offers a large, separate owner's apartment with soaring 10-foot ceilings, original period details, beautiful built-ins, and an abundance of historic charm. The apartment includes two bedrooms, two bathrooms, a full kitchen, and gorgeous formal dining and living rooms. The space could serve as comfortable owner's quarters or be reimagined as an additional income-producing unit, providing even more flexibility for the next owner. Outside, the property offers a private backyard and ample parking, making it especially well suited for an owner-occupied innkeeper or an investor seeking a flexible hospitality property. Whether you are an experienced investor, aspiring innkeeper, or entrepreneur looking to continue the legacy of this well-loved property, the Mercury Inn presents an exceptional opportunity to own a unique piece of Portland's thriving hospitality landscape. Ideally located this property is within easy walking distance of museums, acclaimed restaurants, shops, and the many attractions that make both the West End and downtown Portland so desirable. Historic charm. Modern convenience. Flexible zoning. Prime Portland location. A truly special opportunity.

273 State St, Portland

Listing courtesy of Portside Real Estate Group.

$505,000
3 Beds 4 Baths
Just Listed! A rare opportunity in Portland's sought-after Ledgewood Condominiums! This tastefully renovated 3-bedroom, 3.5-bath townhouse offers a flexible floor plan with two en-suite bedrooms, including one on the first floor, allowing for single level living. The open-concept main level centers around a cozy living room with wood-burning fireplace and heat pump, dining area, and renovated kitchen featuring new cabinetry, quartz countertops, and breakfast bar. A slider opens to a private rear deck, extending the living space outdoors. The first-floor ensuite bedroom features a stylish tiled walk-in shower and double vanity, offering excellent flexibility for guests or one-level living. An additional half bath completes the first floor. Up the newly carpeted stairs, the second floor ensuite bedroom features a tiled walk-in shower, two closets, and sliders to its own private deck. The third bedroom offers two closets plus a small adjoining den, providing additional flexibility for an office, sitting room, or storage. The updated hall bath features tile and granite. A second-floor laundry room with newer washer and dryer is located near the bedrooms. Additional highlights include a parking space conveniently located next to the front door, a detached one-car garage directly across from the unit, and several newer windows, including egress windows. Ledgewood is a well-managed community in a peaceful, wooded setting with an impressive collection of amenities, including an in-ground pool, gated clubhouse, tennis and pickleball courts, and walking trails. Pets and long-term rentals are permitted. Tucked away on a tree-lined cul-de-sac yet just minutes from Back Cove, trails, easy access to I-295, this is a wonderful opportunity to enjoy comfortable, low-maintenance living in one of Portland's desirable communities. Book your showing today!

3 Ashlar Ct Unit 3, Portland

Listing courtesy of Portside Real Estate Group.

$575,000
3 Beds 3 Baths
New construction in Portland is hard to come by, especially in an established neighborhood like this. This brand-new 3 bedroom, 2.5 bath home offers the opportunity to enjoy everything you love about new construction while still having the neighborhood feel and convenient location that make Portland such a desirable place to call home. Inside, a bright and inviting floor plan offers plenty of space for both everyday living and entertaining. The kitchen flows seamlessly into the main living areas, creating an open and comfortable space to gather, while brand-new finishes throughout mean you can move in and enjoy the home from day one. The kitchen features plenty of cabinetry, a center island with seating, granite countertops, stainless steel appliances, and a pantry. Just off the kitchen, the dining space opens to the back deck overlooking the level backyard. Upstairs, you'll find three bedrooms, including a spacious primary suite with its own private bathroom, along with an additional full bathroom with a laundry hookup. The unfinished dry basement offers plenty of room for storage with easy access to the outdoors, or finish it in the future for even more living space. With two heat pumps, one on each level, a thoughtful layout, and everything completely new from the ground up, this home offers the ease and peace of mind that comes with new construction. Located in an established Portland neighborhood with easy access to everything the city has to offer, this is a rare opportunity to own a brand-new home without sacrificing location.

71 Epping St, Portland

Listing courtesy of Portside Real Estate Group.

$595,000
3 Beds 2 Baths
Charming Colonial in Portland's desirable Rosemont neighborhood offering character, space, and exceptional potential. This 3-bedroom, 1.5-bath home features a thoughtful circular floor plan, a large flat city yard, and an expansive third floor ready to become additional living space. For buyers seeking the Rosemont lifestyle with room to grow, this property offers a rare opportunity. Enter through the welcoming mudroom, which helps keep the home cozy on chilly Maine days. The main level features a comfortable living room with an adjoining flexible space ideal for an office, library, or potential larger bath. A convenient half bath with French doors is located just off this space. The dining room flows into the kitchen, which offers generous storage and access to the back deck. Outside, enjoy a notably large, level backyard—an uncommon feature for the neighborhood—with plenty of room for entertaining, gardening, play, or creating your own outdoor retreat. Upstairs are three bedrooms and a full bath. The expansive third floor is a standout feature, with high ceilings and drywall already in place, providing an excellent opportunity to add substantial finished living space. Envision a spacious primary suite, additional bedrooms, family room, studio, office, or flexible living area. The property also includes a grandfathered one-car garage, with potential to explore a new garage with living space or an ADU above, subject to approvals. Enjoy Rosemont's neighborhood charm with convenient access to Stevens Avenue shops, downtown Portland, Thompson's Point, breweries, ice skating, the Children's Museum, and nearby green space and Portland Trails, including Jewell Falls. A unique opportunity to create a spacious and personalized home in one of Portland's most sought-after neighborhoods.

172 Bradley St, Portland

Listing courtesy of Portside Real Estate Group.

$335,000
2 Beds 1 Baths
Vintage charm meets in-town convenience at 260 Park Avenue, Unit 4. This second floor 2 bedroom, 1 bath Portland condo is full of character, with beautiful hardwood floors, stained glass windows, and the kind of original details that give a home warmth and personality. The outdoor deck is a major bonus, offering your own spot for morning coffee, dinner outside, or simply enjoying some fresh air at home. The location puts some of Portland's best amenities close by, with Hadlock Field, Fitzpatrick Stadium, Deering Oaks Park (hello, Portland Farmer's Market!), Maine Medical Center, and all of the restaurants and neighborhood spots of the West End all nearby. Head a little farther into the city and you're minutes from the Arts District, Old Port, waterfront, Thompson's Point, breweries, coffee shops, music venues, and some of Portland's best dining. With easy access to I-295, getting around Greater Portland or heading out of town is convenient, too. The association is pet friendly, there is laundry in the basement, and the unit includes off-street parking for one car! Three especially nice perks for city living. If you've been looking for a Portland home with genuine vintage character, outdoor space, dedicated parking, and a location that keeps you connected to everything the city has to offer, this one deserves a closer look. Come see the charm of Unit 4 and imagine making it your own. To view a full video walk through, head over to YouTube and search the property address. Open house Saturday the 12th from 1-3pm.

260 Park Ave Unit 4, Portland

Listing courtesy of U&R Real Estate.

$1,195,000
3 Baths
Exceptional opportunity in Portland's desirable Rosemont neighborhood! 14-16 Montrose Avenue offers three spacious residential units, numerous updates, a detached 3-car garage and a location that continues to make this neighborhood one of Portland's most sought-after residential areas. Each of the three units offers generous living space, creating an attractive opportunity for investors as well as an owner-occupant looking to combine comfortable living with rental income. Numerous improvements have been completed throughout the property, while the detached three-car garage provides valuable parking and storage rarely found with Portland multi-units. Adding another interesting dimension, the property's deed describes the premises as two lots within the historic Rosemont subdivision, and City parcel mapping depicts two underlying parcels. The existing 3-unit and detached garage are situated on opposite parcels. This configuration may offer intriguing future possibilities for a buyer willing to explore the property's development potential with the City of Portland. A rare combination of three substantial units, a 3-car garage, desirable neighborhood setting and potential future upside—all just minutes from downtown Portland. Development potential has not been approved or confirmed. Buyers are responsible for independently verifying permitted uses and development potential with the City of Portland.

16 Montrose Ave, Portland

Listing courtesy of Maine Community Real Estate.

$630,000
3 Beds 2 Baths
Charming Portland Bungalow with Character, Updates & a Private Backyard! Welcome to this delightful three-bedroom, two-full-bath Portland bungalow where timeless character meets modern updates! The updated kitchen features granite countertops and blends beautifully with the home's original charm, including warm wood floors, classic moldings, a functional fireplace and architectural details that are increasingly hard to find. Set back nicely from the street and surrounded by mature trees, this home offers a wonderful sense of privacy while still being conveniently located in Portland. The fenced backyard is a true outdoor retreat, with plenty of room for gardening, play, pets, entertaining, or simply relaxing. The expansive deck extends your living space outdoors and offers convenient storage underneath, with direct access to the basement. Looking for a home with personality? The charming three-season porch provides a welcoming transition into the home and creates the perfect spot to enjoy your morning coffee, curl up with a book, or unwind at the end of the day. And for those who love entertaining, the backyard outdoor gazebo sets the stage for memorable gatherings. Important updates, including insulation, roofing, and the furnace, just to name a few, have already been completed, offering peace of mind while allowing you to enjoy the character and craftsmanship of an older home. Book your private showing today!

115 Read St, Portland

Listing courtesy of Keller Williams Realty.

$520,000
2 Beds 1 Baths
Turn-key is an understatement in this beautifully renovated two-bedroom, one-bath condo in Portland's sought-after Old Port. Thoughtfully redesigned and custom-built for the current owner, this unique residence blends elevated modern finishes with the beautiful historic brick, wood, and ironwork of a former factory building. Enter into the spacious kitchen and light-filled living room, featuring sophisticated Italian marble countertops, custom cabinetry, Perrin & Rowe fixtures and hardware, and engineered oak flooring. In the living room, the custom faux fireplace creates a warm and inviting focal point, complete with an aromatic mist feature that can be enhanced with essential oils for a truly unique sensory experience. A vaulted ceiling opens up above the fireplace, highlighting the fabulous glass railed loft of the primary bedroom. Light flows naturally between spaces, pouring in from almost floor to ceiling windows. A clever built-in workspace tucked into the stairway pulls out when needed and disappears seamlessly when not in use. An in-unit washer and dryer add convenience and privacy, uncommon in this building. Residents also enjoy free street parking, an exceptional convenience in the heart of the Old Port. Step outside to Portland's renowned restaurants, galleries, boutiques, and waterfront, all just moments from your door. A rare combination of thoughtful design, luxurious modern finishes, and distinctive character in one of Portland's most desirable locations. Showings begin at the open house Saturday 10-12.

99 Silver St Unit 3-5, Portland

Listing courtesy of Samonas Realty.

$1,290,000
5 Beds 6 Baths
25 Bramhall Street is a classic, John Calvin Stevens shingle-style single family home in Portland's historic West End. With 5+ bedrooms, 3 full and 3 half bathrooms (two are in the basement), a partially finished basement, a detached 2-car garage, and a manicured outdoor space, this 3072 sqft home provides ample space for any lifestyle. The first floor welcomes you with a spacious floor plan, multiple wood-burning fireplaces, and a large, sunny kitchen complete with a breakfast bar and all-new appliances installed in 2024. A grand central staircase, lined with original stained glass windows, leads to the second floor where you'll find a large open hall leading to additional bedrooms and bathrooms. Outside, enjoy the stone courtyard and brick walkways that add to this home's prominence, as well as your private yard made cozy with low-maintenance landscaping. The property has been meticulously maintained, from new siding and roofing to an updated electrical system and more, and a full-house sprinkler system provides additional peace of mind. The West End is the heart of the city's vibrant culture, with countless dining, leisure, and outdoor experiences just outside your door, including the beloved Western Promenade, offering sweeping views from the Fore River all the way to the White Mountains. This is a rare opportunity to own an architectural gem in one of Portland's most desirable neighborhoods - don't miss out!

25 Bramhall St, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

$549,900
1 Beds 2 Baths
SELLER INCENTIVE FOR LAST TWO NEW UNITS 3 months condo fees paid by Seller at closing. What does a sustainable Portland lifestyle look like? It looks like Daymark. Life at Daymark is about balance. With a central location on Peninsula, you won't worry about commute times. Park in the secured attached garage, then forget about the car until you want to explore up the coast. With a 98 Walk Score, no car needed for daily errands. Conveniently, store your bike in the secure ground floor Bike Room. At Daymark you will always feel comfortable and breathe easy with top rated heating/cooling & indoor air filtration system in this Pearl Certified New Construction. The inviting common spaces and Daymark Slack channel create community connection with your neighbors, so you won't feel new in town for long. Located in a vibrant urban setting full of city culture and conveniences like award winning restaurants, the Old Port, the waterfront, breweries, Whole Foods, Traders Joes, co-working and art spaces, community gardens, parks, food trucks, rooftop bars, theaters, shops, and tons of events. When you want nature, that is close by too, from beaches, to mountains, marshes, rivers, woods, lakes, etc. At the end of the day, when you're ready for peace and quiet, head up to your gorgeous 6th floor apartment, tastefully designed with quartz counters, European appliances, white oak floors, oversize windows. From sunrise to sunset & into the night, the views of the city skyline and Back Cove will captivate you. This is sustainable Portland Peninsula living. Come find your balance at Daymark.

75 Chestnut St Unit 609, Portland

Listing courtesy of Waypoint Brokers Collective. tyson@waypointbrokers.com

$699,900
2 Beds 2 Baths
SELLER INCENTIVE FOR LAST TWO NEW UNITS!! Three months condo fees paid at closing. Welcome to your Portland Skyline view. Life at Daymark is about balance, where you truly can have it all. With a central location on Peninsula, you won't worry about commute times. Park in the secured attached garage, then forget about the car until you want to explore up the coast. With a 98 Walk Score, no car needed for daily errands. Conveniently, store your bike in the secure ground floor Bike Room. At Daymark you will always feel comfortable & breathe easy with top rated heating/cooling & indoor air filtration system in this Pearl Certified New Construction. The inviting common spaces & Daymark Slack channel create community connection with your neighbors, so you won't feel new in town for long. Located in a vibrant urban setting full of city culture & conveniences like award winning restaurants, the Old Port, the waterfront, breweries, Whole Foods, Traders Joes, co-working & art spaces, community gardens, parks, food trucks, rooftop bars, theaters, shops, & tons of events. Nature is close by too, from beaches, to mountains, marshes, rivers, woods, lakes, etc. For peace & quiet, head up to this sixth floor oasis overlooking Back Cove with breathtaking sunset views from the private corner balcony. Your personal style will shine in the sleek living space with bright natural light, tall ceilings, clean lines, open kitchen, highly rated Viva cabinets, quartz countertops, European appliances. Daymark gives you sustainable & beautiful Portland living. The perfect balance.

75 Chestnut St Unit 607, Portland

Listing courtesy of Waypoint Brokers Collective. tyson@waypointbrokers.com

$575,000
3 Beds 1 Baths
Your family's summer tradition starts here. There's something special about summers on Peaks Island, the ferry ride over, salty ocean air, bikes leaning against the cottage, days spent exploring the island and evenings together after the crowds have gone home. This charming seasonal cottage offers the opportunity to make the island lifestyle your family's own. Filled with classic Maine cottage character, the home feels comfortable, casual, and wonderfully nostalgic, the kind of place designed for sandy feet, slow mornings, family dinners, card games and generations of summer memories. One of the unique features is the custom designed Murphy bed created specifically for this home by a craftsman featured on Cabin Masters. Thoughtfully incorporated into the cottage, it provides additional sleeping space when family and friends come to visit. Upstairs, three separate bedrooms offer plenty of room and provide cozy retreats for family and guests, to settle in, unwind, and recharge after sun-filled days spent exploring all that Peaks Island has to offer. A gorgeous updated coastal-inspired bathroom brings a fresh, modern touch to the cottage, featuring a beautiful walk in shower that perfectly compliments the setting. Outside, the spacious yard gives kids enough room to play and families plenty of space to gather, relax, and enjoy Maine summers. And on Peaks Island, the adventure extends well beyond your own backyard. The cottage is 5 minutes walking distance to ferry, local shops, waterfront restaurants with amazing sunsets and sunrise.

7 Upper A, Portland

Listing courtesy of Hearth & Key Realty. 2077133144

$700,000
4 Beds 2 Baths
Offered together, 13 and 15 Montrose Avenue pair a 1910 Colonial with the adjoining 5,000 square foot parcel, roughly a fifth of an acre in all on a quiet residential street. In this area of Portland, an available sizable yard, four bedrooms and a two car garage rarely arrive at the same address. For those who wish to see another home be built on the aforementioned lot, potential exists with proper due diligence. One family has lived here for nearly 50 years, and the period character they preserved is breathtaking. Beautiful trim moldings, original doors and knobs, built-ins and wood floors carry through the house. A three window bay and a fireplace anchor the living room, French doors open to a dining room with its built in china cabinet, and the eat in kitchen holds a sizable table. Room here for large gatherings. Sun-drenched through morning and afternoon, the house hands the evening over to the shade of the tree covered brick patio. Take your coffee to the front porch and watch the neighborhood dogs bring their humans out for fresh air along the sidewalks, amid conversation and laughter. Above, a walk-up attic offers 400+/- unfinished square feet for storage or expanded living space. Below, a generous basement with a utility sink, cold storage and walk-out access to the rear yard. Outside, the side yard has long been the place for fun neighborhood baseball games. Priced for a homeowner to bring their own modern updates. Stevens Avenue carries a student from elementary school through high school and on to a college campus, all on one street, alongside businesses that are a beloved part of this community: Rosemont Market, The Knotted Apron, Woodford Food & Beverage, Pat's Meat Market, The Rambler Coffee & Flowers, Norimoto Bakery, The Crooked Mile, The Quality Shop, Tipo, Local Press and a branch of the Portland Public Library. I-295, I-95 exits 46, 47 and 48, and the Portland Jetport are under 10 minutes away. Bring your vision and make this home yours!

13 & 15 Montrose Ave, Portland

Listing courtesy of Elevate Maine Realty.

$699,000
3 Beds 4 Baths
Exceptional Ocean Ridge townhome perfectly positioned for sweeping easterly views over Casco Bay and its islands. Beautifully upgraded and fashionably reimagined, the Kitchen Cove Design renovation brings on the ''wow'' factor with soft-toned cabinetry and granite, generous center island, comfy banquette dining and premium appliances sparking culinary creativity at every level. The open-concept living space anchored by a cozy gas fireplace in the living room features expansive windows and hardwood floors throughout! Step onto the private sundeck to enjoy gentle ocean breezes, morning coffee or al fresco dining. Organized pantry storage, coat closet and a powder room complete the main floor. The second level boasts two bedrooms with expansive windows drawing your eyes to the water and islands, walk-in closets, hardwood floors and a common full bath - plus a separate laundry area. The private third-floor primary suite features vaulted ceilings, hardwood floors and dramatic views--sunrises to start your day and reflective sunsets to end it. The redesigned spa-inspired bath includes radiant heated flooring, spacious glass/tile step-in shower and generous vanity storage. The fully finished daylight lower level expands your living space with a family room, full bath and direct access to a private patio and well-maintained lawn--ideal for guests, home office, movie night or personal home gym. Enjoy the covered wrap-around porch and the convenience of an attached garage that enters into a tiled mudroom. Major system upgrades include a Heat Pump with 5 Mitsubishi ductless mini-splits for year-round comfort and a Bosch boiler for heat and hot water. This lock-and-leave lifestyle offers low maintenance, high comfort and unbeatable proximity to Portland's vibrant downtown--renowned restaurants, marinas, music and theater venues, professional sports and miles of Portland Trails. A perfect blend of coastal beauty, modern upgrades and effortless living.

50 Ridge Rd Unit 4, Portland

Listing courtesy of Coldwell Banker Realty. 207-773-1990

$785,000
2 Beds 2 Baths
Perched atop Munjoy Hill, offering glimpses of Casco Bay, this updated condo is brimming with bonuses: Roof rights! A garage! Two gorgeous full baths! An airy deck that catches the sea breeze all summer long! This exceptional condo also enjoys in-unit laundry, heat pump heating and cooling, an enormous storage room, plus basement storage. The updated kitchen features an harmonious palette of maple cabinets and golden granite, along with stainless steel appliances. The efficient layout incorporates a breakfast bar. An adjoining dining room makes for easy entertaining, and grants access to a big, tree-top deck. (Grilling is permitted on the deck!) On the south side of the home, a large living room enjoys bright sun all year long. The original dining room adds flex space for a den, playroom, or office. (This home was built as a three-bedroom flat; sellers converted the bedroom nearest the kitchen to a dining room.) A pair of bedrooms offer glimpses of Casco Bay. Two full bathrooms, with custom tile finishes, deliver a level of luxury almost never found in condos with this level of antique character. Off the rear stairway, you'll find another rarity. A very large storage room that could be... Pantry? Palatial walk-in closet? Office or workout space? And then, those deeded roof rights: What will you create up there, with panoramic views of Casco Bay and the city skyline? The grounds include off-street parking, plus the garage, and a modest lawn. Two blocks northeast is the magnificent Eastern Promenade, with its stunning vistas, food trucks, concerts, ball courts, and Portland's extensive trail system. A few minutes' walk west delivers you to the booming Washington Avenue, where restaurants, coffee shops, boutiques, and specialty markets are creating a brand new village center. A 20 minute walk brings you to the Old Port; a 15 minute drive takes you to the airport. The condo association is non-smoking, responsibly operated, and pets are welcome! Pre-inspection available.

61 Montreal St Unit 3, Portland

Listing courtesy of Cottage & Co Real Estate.

$339,900
2 Beds 1 Baths
Welcome to 67 Belfort Street, a 2 bedroom home offering 1,008 square feet of opportunity on a spacious corner lot just minutes from everything Portland has to offer. This is a property for the buyer who sees possibility: a solid home ready for someone to bring their vision (and some sweat equity) to life. Inside, the home is ready for a refresh. New flooring throughout and updated interior finishes will transform the space into something truly your own. Outside, the siding is due for a fresh coat of paint, and the roof will need replacing, giving you the chance to choose finishes that reflect your style from the ground up. What really sets this property apart is the lot. Corner lots like this one are hard to come by, offering extra light, privacy, and flexibility. Wandering through the yard, you'll find the remnants of what was clearly once a carefully curated perennial garden. With a little attention, those beds could bloom again, giving this home a garden worthy of its setting. Location is everything, and 67 Belfort Street delivers. You're just a short drive (or bike ride) from the Old Port, where cobblestone streets lead to some of the best restaurants and breweries in New England. Enjoy easy access to Back Cove for morning runs with water views, the shops and eateries along Congress Street, and quick connections to I-295 for commuters. Portland consistently ranks as one of the best small cities in America for food, arts, and quality of life, and this home puts you right in the middle of it. Whether you're a first time buyer ready to make a home your own, an investor looking for a solid project, or someone who's always wanted a garden of their own, 67 Belfort Street offers a rare chance to put down roots in one of Maine's most beloved cities. Financing must be Cash, Conventional, or a Rehab.

67 Belfort St, Portland

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

$695,000
3 Beds 2 Baths
There's something special about living in Back Cove, and this bright and welcoming three-bedroom, two-bathroom condo makes it easy to see why. Occupying the entire third floor of the building, the condo offers a wonderful sense of privacy along with plenty of space to settle in and make your own. Natural light fills the unit, creating a warm and airy feeling throughout, while beautiful bamboo floors add warmth and continuity from room to room. The open kitchen, dining, and living area is designed for easy everyday living, with direct access to the balcony just beyond. Surrounded by trees, the condo has a peaceful, treehouse-like feeling that continues from the interior out onto the balcony. Step outside to enjoy your private balcony, an inviting spot for morning coffee, unwinding at the end of the day, or simply taking in the quiet. And then there's the location. Start your morning with a walk along the nearby Back Cove Trail, grab a coffee, pick up groceries, meet friends for dinner at Tipo right next door, or head downtown to enjoy all that Portland has to offer, just minutes away. So much of what you need is right around the corner, while the city remains within easy reach. With in-unit laundry, garage parking, an additional outdoor parking space, and private storage, this condo offers a rare combination of space, privacy, and convenience so close to downtown. If you're looking for a home that feels peaceful and tucked away while keeping you connected to everything that makes Portland such a special place to live, this one is worth a look. Come see for yourself and imagine slow mornings on the balcony, walks around the Cove, and coming home to your own little retreat in the city.

15 Walton St Unit 3, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

$560,000
3 Beds 2 Baths
Welcome to this charming three bedroom home in Portland's Riverton neighborhood, featuring a comfortable layout, inviting outdoor spaces, and versatile bonus space. Inside, natural light fills the living and dining areas, highlighting gleaming hardwood floors, wainscoting, and a lovely built in hutch. The well appointed kitchen features granite countertops, a built in breakfast bar and island area, stainless steel appliances, a gas range, double oven, and a glass door providing direct access to the outdoors. The main level is designed for everyday convenience with a first floor bedroom, laundry, and mudroom style entry with sliding glass doors opening to the deck. Upstairs, two spacious bedrooms feature built in drawers and clever storage nooks, while the updated full bathroom features attractive tile finishes and glass shower doors. Step outside to enjoy a generous back deck overlooking the level, fully fenced 0.37 acre yard, framed by mature trees and complete with a garden shed and stone pathway. A detached heated two car garage adds even more flexibility with approximately 480 square feet of finished space above, ideal for a home office, gym, studio, or potential ADU. Multi zone natural gas heating and mini split heat pumps provide flexible year round comfort with heating and cooling options. Located on a desirable street in Riverton, this property combines character, functionality, and abundant space both inside and out.

55 Aldworth St, Portland

Listing courtesy of Redfin Corporation.

$1,325,000
3 Beds 3 Baths
Welcome to the Bay House! Set in one of Portland's most walkable neighborhoods, this 3-bedroom, 2.5-bath condo strikes that rare balance between timeless character and easy modern living. Step inside to an open, light-filled layout built for entertaining - high ceilings, high-end lighting, and custom window shutters throughout give the whole space a polished, pulled-together feel. The kitchen is as functional as it is beautiful, and the primary suite doesn't disappoint: a spacious en-suite bath plus a walk-in California closet you'll actually enjoy using. Two more bedrooms give you flexibility for guests, family, or a home office. You'll also love the private deck overlooking the courtyard - a perfect spot for morning coffee or evening wind-down. Below, a gated courtyard with lush greenspace offers a rare bit of quiet amid the city, ideal for soaking up that coastal breeze. The building's common areas have just been refreshed with new carpet, fresh paint, and artwork, so everything feels current from the moment you walk in. And then there's the parking - two deeded garage spaces which is about as hard to come by as it gets in the Old Port. Owners also have a dedicated storage unit off the garage and space for bike parking and kayak storage. All of this sits steps from the city's best restaurants, boutiques, and waterfront views. Whether you're looking for a full-time home or a luxury coastal escape, this one needs to be seen in person to really understand.

15 Middle St Unit 308, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

$2,000,000
4 Baths
Prime Commercial Opportunity with Additional Multifamily Building & Ample Parking! Discover a versatile commercial property offering two buildings, multiple income possibilities, and a huge paved parking lot—all situated on one completely fenced-in lot. The 1999 commercial building features durable metal siding, metal roofing, and block-face construction, along with two separate 1st floor level of storefront/retail space, providing flexibility for a variety of business uses. A one-car attached garage adds valuable storage or workspace, while the expansive paved lot offers plenty of parking for customers, employees, tenants, or multiple businesses. Also included is a detached three-unit building constructed in 1980, featuring vinyl siding, vinyl trim, and gutters. The building consists of a three-bedroom, two-bath main residence, a one-bedroom first-floor apartment, and a two-bedroom second-floor apartment, along with a one-car garage. This additional building offers excellent potential for rental income, owner occupancy, office space, or future redevelopment opportunities. Both buildings are being sold together, as-is, and as one parcel. The three-unit building will require interior work, providing an opportunity for a new owner to renovate and customize the space to meet their needs. The entire property is completely fenced, providing added security and clearly defined boundaries. With substantial paved parking, multiple commercial spaces, an attached garage, a separate multifamily building, and numerous potential uses, this is an opportunity worth exploring. Commercial, investment, owner-user, and redevelopment potential all in one property!

829 Forest Ave, Portland

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

$325,000
3 Beds 2 Baths
The last available 3-bedroom at Dougherty Commons -- Portland homeownership priced for real budgets. This two-level, 1.5-bath condo offers approx. 1,093 sq ft across two floors: an open kitchen/living/dining level below and three comfortable bedrooms above. Finishes include luxury vinyl plank flooring, Merillat maple cabinetry, GE Energy Star stainless appliances, and high-performance Harvey windows. All-electric systems -- LG heat pumps for heating and cooling plus ERV fresh-air ventilation -- earn DOE Zero Energy Ready certification with a HERS rating of 34-42, keeping monthly electric bills (heat included) remarkably low. Sprinklered throughout; precision modular construction built at the KBS factory in Poland, Maine and finished on site. A modest monthly condo fee covers water/sewer, trash, grounds care, master insurance, and reserves. Free street parking on Douglass and St James Streets; optional lot space available. Steps from Dougherty Fields -- playground, outdoor pool, skate park, and ballfields -- with Metro bus lines 1, 4, 5, 7 and 9 and the Portland Transportation Center (Amtrak Downeaster) a short walk away. This home is income-restricted: total household income must be at or below the Area Median Income limit at purchase, and the program requires a household of three or more members. Owner-occupancy required; no asset limit; the income test applies at time of purchase only. Resale price grows with AMI, so owners build real equity while the home stays affordable for the next family. Buyers may qualify for MaineHousing Advantage and First Generation assistance programs plus FHLB grants -- some past buyers have reached the closing table with very little cash -- and MaineHousing loans are exempt from Maine real estate transfer tax. Nearly all of Phase 2 is already owner-occupied. Eligibility sheet and project lender list available -- come see this rare Portland opportunity.

65 Dougherty Ct Unit 203, Portland

Listing courtesy of Keller Williams Realty.

$400,000
3 Beds 1 Baths
Rare B-1 zoning in Portland's East End -- and the hard part is already done. 187 Congress Street is an 1850 brick home on Munjoy Hill taken down to the studs: framing, systems, and the full stone-foundation basement are open and inspectable today, so a contractor can walk the actual structure and price the project up front. The B-1 Neighborhood Business Zone permits what the surrounding residential blocks cannot: two- to four-family and multi-family dwellings, live/work homes, professional offices, child care, retail, cafe/restaurant space, even a bed & breakfast -- with vertical mixed-use (business below, homes above) expressly encouraged. The house sits well back from the street behind an open front yard with an existing curb cut, and B-1's build-to standards invite new construction right at the sidewalk. Better still, the parcel lies outside the Munjoy Hill Historic District -- no Historic Preservation design review; projects proceed through standard permitting. All concepts are subject to City approvals and applicable requirements; verify all details with the City of Portland. Then there is the location: three blocks from the Portland Observatory, an easy stroll to the Eastern Promenade, and steps from the restaurants, groceries, and neighborhood businesses that make the Hill one of Maine's most walkable, sought-after addresses -- while staying convenient to downtown and the entire peninsula. Investor, developer, owner-occupant, or entrepreneur: restore it as a remarkable live/work home, rebuild it as multi-unit housing, or bring a storefront-plus-residences vision to the only parcel on these blocks where that is legal. A Vision Guide detailing six development concepts and the diligence behind each is available upon request. Opportunities with this combination of zoning, condition, and location don't come along every day.

187 Congress St, Portland

Listing courtesy of Keller Williams Realty.

$2,099,000
4 Beds 5 Baths
The final residence in this collection of just four historically inspired townhomes is now available. With the other three units already spoken for, this is your last opportunity to own a thoughtfully designed, low-maintenance home in Portland's coveted West End. South-facing and filled with natural light, this sophisticated new-construction residence pairs timeless architecture with modern efficiency in one of Portland's most historic and walkable neighborhoods. Offering the comfort and functionality of a single-family home without the upkeep, it delivers an exceptional lifestyle that's increasingly difficult to find. The spacious open-concept main level seamlessly connects the kitchen, dining, and living areas, extending to a generous 200-square-foot deck for effortless indoor-outdoor entertaining. The fully finished lower level provides valuable additional living space, ideal for a media room, fitness area, home office, or guest suite. Designed with flexibility in mind, the home offers two potential primary suites, allowing owners to tailor the layout to their lifestyle. Multiple private outdoor spaces--including an upper-level deck perfect for morning coffee and a rooftop deck with panoramic West End views and glimpses of Back Cove--provide inviting places to relax throughout the day. A private two-car garage offers direct access to the home and is paired with elevator-ready construction, providing flexibility for future accessibility and comfortable long-term living. High-performance features, including heat pumps throughout, an ERV fresh-air ventilation system, and EV charger-ready garage parking, provide year-round comfort and energy-efficient living. Move-in ready and beautifully finished, this is the last opportunity to own one of only four newly constructed townhomes in Portland's historic West End--a rare offering in one of the city's most sought-after neighborhoods.

55 Carleton St Unit A, Portland

Listing courtesy of Waypoint Brokers Collective. ali@waypointbrokers.com

$729,000
4 Beds 2 Baths
Welcome to 27 Berkeley Street, a classic Portland home in desirable Deering Center with four bedrooms, thoughtful updates, an attached garage, and a private backyard with an in-ground pool. Inside, hardwood floors and original character are complemented by modern improvements. The main level features a comfortable living room centered around a traditional brick fireplace, a dining area, and an updated kitchen with soft green cabinetry, stainless steel appliances, farmhouse-style sink, open shelving, and contemporary finishes. Upstairs are four bedrooms with hardwood floors and abundant natural light, along with a refreshed full bathroom featuring a new shower, stone-topped vanity, and modern fixtures. A large walk-up attic adds exceptional storage and is one of the home's most distinctive features, with wood flooring, exposed framing, and a central brick chimney. The space may also offer possibilities for future improvements, subject to applicable permits and approvals. Outside, the fenced backyard creates a private retreat with an in-ground swimming pool, patio, and space for entertaining, gardening, or simply enjoying Maine summers. An attached garage and driveway provide additional everyday convenience. Recent improvements include new roof shingles, an updated kitchen, and an updated bathroom. Located in an established Deering Center neighborhood, 27 Berkeley Street is a hard-to-find combination of character, flexible space, outdoor living, and Portland convenience. Private showings available by appointment. Seller is licensed in Maine real estate.

27 Berkeley St, Portland

Listing courtesy of Keller Williams Realty.

$609,000
3 Beds 2 Baths
Welcome to this beautifully updated 3-bedroom, 2-bath, virtually maintenance free home nestled between Portland's Deering and Nason's Corner neighborhoods. Thoughtfully maintained with extensive updates inside and out, this charming property offers the perfect blend of classic character and modern peace of mind, all in a peaceful setting. From the moment you arrive, you'll appreciate the well-landscaped yard, newer driveway (2023), and updated walkway that create outstanding curb appeal. The backyard is private, fully fenced in and the composite deck will keep it maintenance free. Step inside to discover beautifully refinished hardwood floors, an updated first-floor bathroom, and a bright, inviting layout. The enclosed porch features new flooring and new windows, providing the perfect spot to relax. The extensive list of recent improvements means you can move in with confidence. Major updates include a new roof, new gutters with leaf covers, new first-floor windows with newer windows upstairs, all new kitchen appliances, and a high-efficiency Buderus furnace installed in 2024, along with a new hot water heater and oil tank. The professionally sealed, dry basement offers added peace of mind. No moisture concerns here. See disclosures for full list! Every detail has been thoughtfully addressed, making this home truly move-in ready. Conveniently located near local shops, restaurants, parks, schools, and downtown Portland, this exceptional home combines comfort, quality, and convenience, in a quiet, peaceful neighborhood. With so many updates already completed, all that's left to do is move in and enjoy!

56 Four Winds Rd, Portland

Listing courtesy of River's Edge Realty LLC.

$2,943,000
3 Beds 3 Baths
LIVE ELEVATED AT 246 EASTERN PROMENADE Only 6 Residences Remain. Completion Spring 2027. Perched above Casco Bay on the grassy sweep of the Eastern Promenade, this collection of just 13 architecturally striking condominiums marks the first residential development on this iconic stretch of Portland's East End in over 50 years. Each residence is thoughtfully designed for those who appreciate timeless elegance, elevated craftsmanship, and a genuine connection to place. This 2,514 sq ft main-level residence offers effortless, single-floor living with direct entrance into the building and a private patio that opens onto the Promenade's network of paths - perfect for leashed dog walks, morning coffee, or unwinding after work. Inside, an open-concept living area centers on a fireplace and wet bar, ideal for quiet nights in or entertaining guests. Two ensuite bedrooms provide privacy and flexibility, while a versatile den/third bedroom adapts easily to a home office, guest room, or media space. Floor-to-ceiling windows and 9-10 ft ceilings fill the home with natural light and views toward Casco Bay. Custom-built kitchen and bath cabinetry by Pond Cove Millworks, and with construction still underway, there's still time to personalize select finishes. Nichiha architectural fiber cement siding, energy-efficient Pella windows, and top-tier HVAC systems ensure comfort year -round, complemented by garage parking, a private climate-controlled storage room, dedicated bike storage, a mail room, and elevator access throughout the building. Steps from the East End beach, the Eastern Trail, the Portland Observatory, Allen Park Gazebo and just a short stroll to the restaurants, cafés, galleries, and the energy of the Old Port. 246 Eastern Promenade offers a rare blend of coastal serenity and vibrant city living. Hard hat tours are now available. Reach out today for floor plans, detailed specs, and to schedule your visit.

246 Eastern Promenade Unit 101, Portland

Listing courtesy of The Flaherty Group.

$699,000
2 Baths
Incredible investment property alert! Loved by one family for nearly fifty years & sitting smack-dab in the center of Portland's spoils, this Rosemont duplex is a rare opportunity to plant roots in a coveted locale. This super solid New Englander has newer heating systems, windows & walkways, and features vintage details to the tune of original built-ins & hardwood floors beneath the carpets. Be it an owner-occupied or landlord scenario, a modern-day cosmetic refresh will make this treasure shine. Each unit boasts two bedrooms, a full bathroom, a dining room, kitchen, and a living room. Upsize potential abounds in the third-floor partially finished attic space for an additional living area. Plenty of room for your belongings and a cozy multi-use room in the basement (home office, anyone?) keep clutter at bay. Separate utilities make life a breeze. Soaking up the sun outside? Front & back porches and balcony decks are ready for morning coffee and evening cocktails. Plenty of parking, perennial plants, a privacy fence, green space, and room for lounging are all available in this special spot, as well as a garage for your car, toys, and tools. Tree-lined, welcoming, and walkable, this stretch of Woodford Street has generations of neighbors who have happily stayed put through the years. It's easy to see why: locally sourced groceries, fresh-baked treats, dinner, drinks, peaceful trails, and Deering High School are all steps away. You can even see the iconic Woodfords Corner clock tower from your front steps. A cherished gem that's ready for its next chapter - don't miss this one!

436 Woodford St, Portland

Listing courtesy of King + Miller Real Estate. info@kingmillerrealestate.com

$425,000
1 Beds 1 Baths
Sixth-floor living above downtown Portland, with water views of Back Cove on one side and the City Hall clock tower on the other. Unit 606 at Chestnut Street Lofts offers 935 square feet of open, light-filled space on one of the peninsula's most walkable blocks. Built in 2007, the loft carries the clean industrial character the building is known for: concrete floors, tall ceilings, and oversized windows that pull daylight deep into the room throughout the day. The open plan reads as one generous living space and adapts easily, whether that means a defined sleeping area, a dedicated home office, or both. A full bath with laundry serves the unit. Elevation is what sets this one apart. From six floors up the sightlines clear the rooftops, so the Back Cove water views and the City Hall tower belong to the unit itself, not only to the shared deck. Building amenities include a panoramic shared roof deck overlooking Back Cove, the Portland skyline and Casco Bay, assigned off-street parking, dedicated locked storage, dedicated parking space and keyless secure entry. High-speed internet and premium cable are included in the association fee. Step outside and the city is immediate. The Old Port, Congress Street, the Portland Museum of Art, Monument Square and a nationally recognized restaurant scene are all within a few blocks. Gas-fired hot water heat and public water. Offered as a low-maintenance primary residence or a turnkey pied-à-terre in the heart of Portland.

21 Chestnut St Unit 606, Portland

Listing courtesy of EXP Realty.

$575,000
3 Beds 2 Baths
Location, Location, Location! This newly renovated three-bedroom, one-and-a-half-bath home in the highly sought-after West End of Portland offers an unparalleled walkable lifestyle. Step outside your door and immerse yourself in everything that makes Portland so special: - Walk to World-Class Dining: Enjoy renowned restaurants and charming cafes just steps away. - Explore Arts & Culture: Galleries, museums, and performance venues are within easy reach. - Discover Unique Shops: Boutique stores and local finds are just a stroll away. - Enjoy Scenic Parks: Relax and unwind in nearby green spaces like the Western Promenade. - Admire Historic Architecture: The West End's beautiful 19th-century charm surrounds you. Access the Waterfront: A pleasant walk leads to the Old Port and Portland's working waterfront. Inside, you'll find a beautifully updated home featuring: Newly Renovated: Enjoy the benefits of modern updates throughout. Updated Systems: Ensuring comfort and efficiency for years to come. New Bathrooms: Featuring stylish and contemporary finishes. New Kitchen: Designed for both beauty and functionality. Living in Portland means enjoying: a strong sense of community, abundant outdoor activities, a thriving craft beverage scene, year-round events, and easy access to all essential amenities. Don't miss this incredible opportunity to embrace the vibrant and walkable lifestyle of Portland's West End!

29a Pine St, Portland

Listing courtesy of Keller Williams Realty.

$380,000
1 Beds 1 Baths
Historic character meets modern city living in the heart of Portland's iconic Old Port. This one-bedroom, one-bath industrial-style loft offers soaring 15-foot ceilings, exposed brick, original wood beams, and oversized windows that flood the home with natural light while overlooking Post Office Park and the vibrant streetscape below. The thoughtfully designed multi-level layout creates distinct spaces for living, dining, working, and sleeping, making the home feel spacious, functional, and full of personality. Whether you're entertaining friends, working remotely, or unwinding after exploring the city, this loft offers a warm and inviting atmosphere unlike anything else. Located in one of the Old Port's landmark historic buildings--home to the Portland Art Gallery--residents enjoy secure entry with smartphone-enabled intercom access, elevator service, private storage, bicycle storage, and a shared laundry room. Just outside your door, you'll find Portland's award-winning restaurants, boutique shopping, galleries, the working waterfront, Casco Bay ferries, the Portland Museum of Art, farmers markets, and countless local favorites, all within minutes. With efficient heating, low condo fees, and an unbeatable walkable location, this is a rare opportunity to own an authentic Old Port loft in one of Maine's most sought-after neighborhoods. Whether you're looking for a full-time residence, a stylish city retreat, or a Portland home base, 99 Silver Street delivers the quintessential downtown lifestyle.

99 Silver St Unit 3-7, Portland

Listing courtesy of Signature Homes Real Estate Group, LLC.

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