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$675,000
3,048± SF OFFICE BUILDING •Highly visible location with traffic counts of 20,828± cars/day ADT •Directly opposite Shaw's entrance •Great signage opportunities directly on Congress St with building signage

1385 Congress St, Portland

Listing courtesy of Malone Commercial Brokers, Inc..

$277,000
1 Beds ⋅ 1 Baths
Brilliant little condo just large enough to call your own. This tidy and bright 1 bedroom, 1 bathroom condominium is set in a timeless historic brick building in Portland's centrally located Parkside neighborhood, offering simplicity and functionality. Bathed in warmth and light, this inviting 2nd story unit features high ceilings, oversized windows, an exposed brick wall, and hardwood floors. The layout includes an open kitchen and living room, plus a separate bedroom with a sizable closet and attached bath. Uniquely affordable, with all utilities - except electricity - included in the monthly fee, even internet! This unit has a strong rental history and is equally well suited for an owner-occupier or investor. It's located on a tree-lined street just steps from the many popular eateries at Longfellow Square, businesses in the Congress Street Arts District, Maine Medical Center, and Deering Oaks Park.

238 State St Unit 4, Portland

Listing courtesy of Keller Williams Realty.

$469,900
3 Beds ⋅ 1 Baths
Welcome to this 3-bedroom, 1-bath single-family in Portland's desirable North Deering neighborhood. Offered for the first time in over 50 years, this home offers 1,120 sq ft , hardwood floors, both a front and back 3 season porch and a layout that is both comfortable and functional for everyday living. Outside, is a large yard--ideal for relaxing, play, or gardening--plus the convenience of a 2-car garage for parking and storage. Tucked on a dead-end road, this home offers a low-traffic setting while staying close to what you need. You will enjoy this walkable neighborhood with shopping nearby and easy access to local trails. While the property is in need of a few repairs and updates, the previous owners lived there comfortably and happily for years. This is a great opportunity for buyers looking to personalize and update at their own pace. Don't miss this great opportunity to own this sweet home in a sought-after Portland location.

37 Daggett St, Portland

Listing courtesy of Allied Real Estate.

$650,000
2 Baths
Come see this gorgeous 2 unit property! Perfect for the discerning owner occupied client! The 1st floor 1BR/1BA features in-unit washer/dryer, hardwood floors, updated kitchen and bath, plenty of off-street parking, and its own private entrance. The dry, unfinished basement provides ample storage ideal for outdoor enthusiasts and hobbyists. Heat, water, sewer included. Fiber internet available. the owners unit is gorgeous and filled with natural light. Large living area, dining room, completely remodeled bath, 2 bedrooms and a fabulous kitchen with its own deck. The hardwood floors have been completely re-done and the newly insulated attic, and basement are perfect for Maine's ever changing weather. This property sits majestically at the doorstep of the Fore River Sanctuary trail system and Jewell Falls - Portland's only natural waterfall. Access 6 miles of hiking and mountain biking trails on a quiet residential street. Driveway for two cars plus ample street parking. Near the well-known Sinful Kitchen, Rock Row shopping center, and schools. Love the quick I95 highway access, short commute to downtown Portland or Westbrook, airport, hospitals, and shopping. Bottom line, this peaceful neighborhood balances serenity with convenience. Open House this Sunday 8/2 1-3pm.

24 Rowe Ave, Portland

Listing courtesy of RE/MAX Shoreline.

$609,000
4 Beds ⋅ 2 Baths
Tucked onto a dead-end street in one of Portland's most convenient pockets, this well-loved ranch with full finished basement puts you minutes from everything that makes the city special. Walk to Back Bay and Payson Park, hop downtown in about five minutes, and enjoy easy on-and-off access to I-295 whenever you need it. Inside, the heart of the home is a spacious and light-filled family room (16'x22') with wood floors and a cozy natural gas fireplace, the kind of space made for gathering, relaxing, and everyday living. Three comfortable bedrooms sit on the main floor, while the basement offers a newly renovated bathroom with jetted tub, flexible bonus rooms perfect for a home office, guest space, hobby room, or whatever your life calls for. One of those lower-level rooms even has a separate entrance and egress, giving you options as your needs change. An additional lot comes with the property, offering rare extra space and room to imagine what could come next. Whether you're simplifying, settling in, or looking for a home that keeps life easy and connected, this one delivers location, comfort, and possibility all in one.

11 Upland Ave, Portland

Listing courtesy of Sebago to the Sea Realty LLC.

$625,000
8 Beds ⋅ 2 Baths
This top-floor condo is located at the base of Munjoy Hill and just steps from the vibrant Washington Avenue corridor. Relax and unwind on your private balcony while enjoying views of Back Cove and Portland's skyline. Unit #401 at 106 Cumberland offers effortless single-level living in a newly rebuilt 4-unit condominium building. Enjoy easy access to the Eastern Promenade, Bayside breweries, Washington Ave restaurants, and East End shops. Completely renovated from the studs out, this residence features a primary bedroom with an en suite, tiled shower, and walk-in closet, plus a second full bedroom and bath for guests. The open-concept kitchen is ideal for everyday living and entertaining, and includes stainless steel appliances, ample counter space, and cabinetry. The kitchen flows seamlessly into a bright living area highlighted by a bay window and abundant natural light. High-quality Anderson 400 series windows throughout keep traffic noise at a minimum. Additional features include energy-efficient mini-split systems for heat & AC, durable vinyl and tile flooring, in-unit laundry, a deeded parking space, and a dedicated basement storage locker. An exceptional opportunity for low-maintenance living in one of Portland's most desirable neighborhoods.

106 Cumberland Ave Unit 401, Portland

Listing courtesy of Portside Real Estate Group.

$495,000
2 Beds ⋅ 3 Baths
Must See! Live downtown Portland in your own low-maintenance single-family home. The clean interior, newer roof, updated efficient utilities, and simple footprint offer you simple affordable urban living. There are many possibilities here, such as a second home, renting it part-time or full-time, or an owner-occupied short-term rental. Downstairs offers a large kitchen, deck access, living room, and guest bathroom. Enjoy privacy in the upstairs bedrooms, one featuring a master bathroom. The extra room offers possible office space or storage. Parking is leased from the lot across the street, and many other options are available for parking in the neighborhood. Walk to all the shops, diners, bars, restaurants, art studios, museums, and historic sites. Hear the sounds of the harbor and smell the ocean breeze from your new downtown home. Avoid the overpriced condos with hundreds in fees each month when you can get a low-maintenance home right here.

52 Maple St, Portland

Listing courtesy of Keller Williams Realty.

$800,000
3 Baths
This Portland two-unit pairs comfortable, updated living spaces with plenty of parking and an exceptionally convenient location. The first unit offers three bedrooms and one full bath, with a comfortable layout and several recent updates throughout. Newer Pergo flooring runs through much of the space, while the kitchen features updated cabinetry and appliances. A dedicated mudroom adds everyday practicality, and the spacious living room gives the unit plenty of room to settle in. Clean, straightforward, and up to date. The second unit comes with a standout extra: access to an oversized, heated two-car garage with a half bath. Upstairs, you'll find three bedrooms, a full bath, an updated kitchen with granite counters and stainless steel appliances, a large living room, and a brand-new heat pump. Outside, a large driveway provides plenty of off-street parking. And the location is hard to beat: just three minutes to the Portland Peninsula, with Martin's Point Park, Mackworth Island, Back Cove, and everyday amenities all close by. Whether you're looking for an owner-occupied two-unit, multigenerational setup, or investment property, there's plenty of flexibility here.

22 Hawthorne St, Portland

Listing courtesy of Portside Real Estate Group.

$799,000
3 Beds ⋅ 3 Baths
A rare opportunity to own a like-new home in Portland's highly sought-after Deering Center neighborhood. Built in 2025, this thoughtfully designed residence offers the perfect blend of modern style, functional living, and an unbeatable location. The open-concept first floor is ideal for both everyday living and entertaining, featuring a spacious kitchen, dining area, and living room filled with natural light. A flexible first-floor office or den, conveniently located next to a full bathroom, provides the perfect space for working from home, a playroom, guest accommodations, or additional living space. Upstairs, you'll find three generously sized bedrooms, including a spacious primary suite complete with a walk-in closet and private ensuite bath and two additional bedrooms share a well-appointed full bathroom. Step outside to your private patio, an ideal spot for grilling, entertaining, or simply relaxing after a long day. Thoughtful upgrades include energy-efficient heat pumps, a whole-house generator, a radon air mitigation system, and a TC Hafford basement waterproofing system, offering added efficiency, reliability, and peace of mind. Located in the heart of Deering Center, you'll enjoy walking to neighborhood schools, coffee shops, restaurants, parks, and local amenities while being just minutes from downtown Portland, I-95, and everything the city has to offer. Opportunities to own a home in one of Portland's most desirable neighborhoods are rare--don't miss your chance!

222 Ludlow St, Portland

Listing courtesy of Coastal Pine Real Estate, LLC.

$998,000
4 Beds ⋅ 2 Baths
Set on a grassy knoll overlooking the shore, this spectacular 4-bedroom, 1.5-bath, year-round* home makes the most of its exceptional setting. Tucked away from the beaten path, amid a loose braid of gravel lanes, the distinctive home extends a warm welcome with a mature apple tree, blooming hydrangeas and perennials, a lush green lawn, a row of Adirondack chairs, a patio that serves equally well for entertaining or parking, and a wide stone walkway. Years of care and daily enjoyment are evident throughout. The newly reconstructed wraparound porch anchors the home, expanding the living space and providing the perfect setting to grill, dine, relax, entertain, and enjoy salt air and water views. Inside, the comfortable floor plan is rich with character. Soaring 9½-foot ceilings, exposed beams and rafters, shiplap walls, a stained-glass window, tasteful fixtures, and classic cottage details create an inviting interior that blends timeless charm with everyday livability. The kitchen reflects a commitment to preserving the home's vintage appeal without sacrificing functionality. The adjoining dining area is ideal for family meals and game nights, while the nearby living room, warmed by a gas stove, enjoys picturesque water views. A newly added half bath is a welcome convenience. Upstairs, four intentionally rustic-chic bedrooms with vaulted ceilings and exposed framing evoke a sense of nostalgia. An exceptional custom-designed porch room is filled with natural light throughout the day and offers delightful water views--an idyllic retreat for reading, relaxing, or simply soaking in the surroundings. Additional features include an irrigation system, efficient Rinnai heaters, custom closet organization, built-ins, an outdoor shower, structural reinforcement, and a walk-in/walk-out basement. This is where memories are waiting to be made. Walk to the nearby shore or bustling village. From there, a short ferry ride delivers you to Portland's celebrated Old Port.

6 Oceanview Ter, Portland

Listing courtesy of Portside Real Estate Group.

$1,095,000
Rare opportunity to acquire a four-way lighted corner lot with two entrance points on heavily travelled (20K+ AADT) Forest Avenue. It's been a gas station since 1942 and has been operating as Welch Service Station since the early 1970s. It's a local landmark and the last vestige of Portland's original 'Auto Mile' on Forest Avenue dating back to 1910. Highest and best adaptive reuses are modern cafes (e.g. coffee, smoothie and acai bowl), offices, or retail boutiques. It's a candidate for historical tax credits (up to 45%) given its age and architectural significance.

484 Forest Ave, Portland

Listing courtesy of EXP Realty.

$395,000
Rare buildable lot on Munjoy Hill! Build your dream home or multi-family/condo project on this +/- 3,393 sf lot in Portland's coveted East End neighborhood. Density allows for up to 5 units and the site offers upper-floor potential for sweeping Casco Bay views to the east and skyline views west over the city. Tucked into an idyllic tree-lined neighborhood and just steps from the Eastern Prom, cafes & restaurants galore, this location is truly unbeatable.

62 Waterville St, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

$1,500,000
3 Beds ⋅ 3 Baths
Perched on a knoll overlooking the Atlantic Ocean, this extraordinary Cliff Island retreat has been the backdrop for generations of cherished memories and is ready to welcome its next chapter. Set on a picturesque half-acre parcel, the property offers breathtaking panoramic water views, a private sandy cove perfect for swimming and wading, classic Maine rocky ledges, open lawns for games and gatherings, and a wooded perimeter that provides exceptional privacy. The 1,585-square-foot main home features two bedrooms, two bathrooms, a spacious living room, and a welcoming dining area, all designed to capture the beauty of the surrounding coastline. A charming one-bedroom, one-bath guest cottage provides comfortable accommodations for family and friends or the perfect space for extended stays. Step outside onto the expansive oceanside deck and enjoy everything from warm summer afternoons to the peaceful beauty of fog rolling across Casco Bay. Whether you're entertaining guests, enjoying your morning coffee, or simply taking in the ever-changing seascape, the setting is nothing short of spectacular. One of the property's most remarkable features is its rare deep-water access. Historically, the home was served by a private wharf that extended directly from the existing deck. As shown on the survey, the wharf may be rebuilt, offering an exceptional opportunity for direct boat access--an amenity found on very few island properties. Rich in history, this special home also served as the private retreat of legendary actress Bette Davis during the filming of The Whales of August in 1986, adding a unique piece of Maine cinematic history to an already remarkable property. Whether you're searching for a seasonal escape, a family compound, or a peaceful waterfront sanctuary, this is a rare opportunity to own one of Cliff Island's most distinctive oceanfront properties. Additional photos arriving next week.

195 Beach Rd, Portland

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. 207-590-6026
$1,325,000
6 Baths
True turn-key investment: 6-unit multi-family property offers strong rental potential in updated units and well maintained building and system. The unit mix is 2 x one-bedroom units and 4 x two-bedroom units. Each apartment has a private entrance and separately metered utility for tenant privacy, livability and fewer landlord expenses. A large rear parking lot provides ample off-street parking for residents, and shared laundry in the basement adds everyday convenience. Whether you're growing an existing portfolio or purchasing your first multifamily property, this well-maintained building is easy-to-own and easy-to-manage.

10 Adelaide St, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

$395,000
4 Beds ⋅ 2 Baths
Welcome to this spacious 4-bedroom, 1.5-bath home tucked into an established Portland neighborhood where convenience and community come together. Featuring a functional layout with generous living space, this property presents an excellent opportunity for those looking to build equity and make a home their own. While the home could benefit from some cosmetic updates, a little sweat equity will go a long way in unlocking its full potential. A standout feature is the attached one-car garage, which presents an exciting opportunity for future expansion. Subject to local approvals, the space above the garage could be transformed into a spacious primary suite, adding both value and functionality to the home. Whether you're a first-time homebuyer, investor, or someone looking for a project in a desirable location, this property is the perfect canvas to create something truly special. Enjoy the benefits of neighborhood living with easy access to Portland's renowned restaurants, local shops, parks, and downtown waterfront, while still having the comfort and privacy of a residential setting. With solid bones, room to grow, and endless potential, this is a rare opportunity to personalize a home and build equity in one of Portland's most desirable neighborhoods.

10 Label Ave, Portland

Listing courtesy of Real Broker. 207-604-4624
$775,000
1 Beds ⋅ 2 Baths
Nestled on one of Portland's most iconic streets, this beautifully maintained brick rowhouse condominium offers the perfect blend of historic character and modern convenience. Spanning the garden and basement levels, this thoughtfully designed two-story unit provides comfortable living with a unique sense of privacy in the heart of the city. The first floor/garden level of the unit provides all of your living spaces: living room, dining room, kitchen, bedroom and full bath. Head downstairs to enjoy a gorgeous and flexible bonus space with another full bathroom. The space currently functions as the home's primary bedroom suite, but would also make a wonderfully cozy home theatre, den, library or office. Step outside to your own private courtyard--an ideal space for morning coffee, container gardening, or entertaining friends on warm summer evenings. A deeded off-street parking space adds exceptional convenience, making city living effortless. Located on picturesque Park Street, you'll enjoy easy access to Portland's renowned restaurants, boutiques, waterfront, parks, and cultural attractions, all while coming home to the timeless charm of a classic brick rowhouse. Whether you're seeking a full-time residence or a convenient in-town retreat, this exceptional property offers an opportunity to experience the very best of Portland living.

95 Park St Unit 1, Portland

Listing courtesy of Breakwater Realty Group, LLC.

$499,000
2 Beds ⋅ 1 Baths
OPEN SUNDAY, AUGUST 2 | 10:00 AM-12:00 PM Don't miss this rare opportunity to own a single-level ranch of exceptional quality in one of Portland's most desirable neighborhoods. Some homes simply feel right the moment you arrive. This is one of them. Lovingly maintained and built to a standard that's increasingly hard to find, this turnkey home is ideally set on nearly a quarter-acre lot at the end of a quiet dead-end street in sought-after North Deering. Offering the perfect balance of privacy and convenience, the home features two bedrooms, one full bath, a welcoming fireplace, cozy wood stove, an attached two-car garage, a spacious deck, and a beautifully landscaped backyard designed for relaxing or entertaining. The location is every bit as impressive. Just minutes to I-95, West Falmouth Village, North Deering's grocery stores, restaurants, and cafés, and only about seven minutes to downtown Portland. Outdoor enthusiasts will love being just moments from the Portland Trails network and the Presumpscot River Trail system, offering miles of scenic walking, hiking, biking, and year-round recreation right outside your door. Whether you're looking for your first home, downsizing, or searching for the ideal low-maintenance alternative to condo living, this property checks every box. Lock it, leave it, and travel with confidence, making it equally perfect as a year-round residence or for those who spend part of the year away. Perhaps most compelling is the value. Offered at just $499,000, this home represents one of the best opportunities in Portland. Quality. Location. Convenience. Price. Opportunities like this are rare and don't last long. Private showings are available. Offers are due Tuesday at 5:00 PM.

20 Caron St, Portland

Listing courtesy of Benchmark Real Estate.

$499,000
3 Beds ⋅ 2 Baths
Welcome to 66 Delaware Court in the desirable Washington Crossings! Offering 3 bedrooms and 2 bathrooms including the layout having first floor living option with tasteful and uniform finishes. This unit modernly feels open and bright with the privacy of your own deck and the Portland Trail system at your back door. Many updates including new stainless appliances in the last two years, new flooring as well and recently painted throughout making your new home turn key and ready to enjoy all that it offers. Ample parking outside as well as a private 1 car attached garage with attic storage above and a basement with additional storage.

66 Delaware Ct Unit F3, Portland

Listing courtesy of Dan Anderson Real Estate, Inc..

$595,000
3 Beds ⋅ 3 Baths
Located across from scenic University Park, these duplex-style homes offer a rare opportunity to enjoy brand-new construction in an established and convenient Portland neighborhood. Inside, each home features a thoughtfully designed kitchen, a spacious primary suite with a walk-in closet, and two additional bedrooms with second-floor laundry. Enjoy the comfort of central air conditioning, a sunny rear deck perfect for relaxing or entertaining, and an attached one-car garage. A full basement provides abundant storage or the potential for future finished space. Just minutes from shopping, restaurants, Back Cove, I-295, and downtown Portland, these homes combine modern living with an unbeatable location. Customize your home, with options for cabinetry, countertops, flooring, and lighting. Begin your next Maine chapter in comfort and style - Move in early 2027!

169 Harvard St Unit A, Portland

Listing courtesy of RE/MAX By The Bay.

$1,500,000
This 6,020± square-foot office and warehouse property offers a flexible opportunity for an owner-user or investor within Portland's established Riverside commercial corridor. Delivered vacant at closing, the property is ready for immediate occupancy or leasing. Potential for single-user or multi-tenant occupancy. One 8' x 8' drive-in overhead door. 24± on-site parking spaces. Convenient access to I-95 and major transportation routes. Strong visibility along a high-traffic commercial corridor. Rubber membrane roof replaced in 2018. The building includes office space, a conference room, kitchen, warehouse space, utility room, server room, and mezzanine area, creating a functional and adaptable layout for owner occupancy or potential multi-tenant use.

480 Riverside St, Portland

Listing courtesy of Keller Williams Realty.

$485,000
2 Beds ⋅ 1 Baths
Sun-filled and picture-perfect, welcome to 164 Pearl Street! This second-floor condo in the heart of Portland oozes charm at every turn. Just steps from the Old Port, East Bayside and city hotspots, this thoughtfully updated unit boasts a Walk Score of 99 and features a nearly-new bathroom with radiant floor heating, modernized systems, in-unit laundry and dedicated storage. Enjoy summer dinners on your private balcony and cozy winter evenings by the gas fireplace. The building has been extensively renovated in recent years. With so much out your front door you may never need a car, though a leased parking space around the corner is available to the new owner if desired.

164 Pearl St Unit B, Portland

Listing courtesy of Portside Real Estate Group.

$999,900
4 Beds ⋅ 4 Baths
Tucked on a sprawling, ultra-private lot, this beautifully updated 4-bedroom, 3.5-bath home offers the rare combination of single level living, spaciousness, privacy, storage and move-in-ready peace of mind. Your own pickleball court and a backyard that is a showstopper: extensive decking, a stone patio, perennial gardens, raspberries and blackberries along with peach and cherry trees -- a private oasis with a country feel. Inside, the layout is smart and rare -- TWO renovated bedroom ensuites on opposite ends of the home, each with its own beautifully finished bath and one with a study/sitting room. It's the perfect setup for multigenerational living, hosting guests, or a true dual-primary arrangement. The spa-like primary bath features a custom tile shower, soaking tub, dual vanity, radiant heat, and quartzite floors and there is a large custom tile and glass shower in the other primary ensuite. The heart of the home is a chef's kitchen taken down to the studs and rebuilt with solid maple cabinets, granite counters and a Bosch dishwasher. Gather in the living room by the fireplace with gas insert, host in the dining room framed by a custom bay window, or spread out in the enormous family room bathed in light from three solar-powered Velux skylights with rain sensors and integrated shades. Downstairs, the finished basement space adds even more room to work, play, or relax. Tremendous storage throughout the home including many closets (two cedar), built-ins, walk-up attic and oversized three bay garage with a sink and workshop space. Peace of mind is built in from top to bottom: many windows are high-end Andersen, an efficient Buderus natural gas boiler (2020) keeps things cozy, and recent updates include a freshly painted exterior, new insulated garage doors, a new front and storm door. Beautiful hardwood and premium Coretec LVP flooring run throughout, along with updated LED lighting. Simply move in and start enjoying this one-of-a-kind Portland retreat!

1388 Westbrook St, Portland

Listing courtesy of Dream Home Realty LLC.

$550,000
3 Beds ⋅ 2 Baths
Enjoy this 3 bed/1.5bath home in desirable Deering Center location. The kitchen has been opened up creating ample room to add an island or additional cabinetry. There are hardwood floors throughout and a living room with wood burning fireplace. 3 good sized bedrooms and an updated full bathroom are located on the 2nd floor. Convenient attached 2 car garage opens to a mudroom with a 1/2 bathroom. Enjoy spending time in the fenced in yard or strolling the sidewalks of the neighborhood. Take advantage of the recent roof, newer boiler and updated bathrooms so you can focus on personalizing this wonderful home. Close to shopping, downtown, Portland Jetport, and public transportation.

35 Belknap St, Portland

Listing courtesy of Blue Lobster Real Estate.

$529,900
1 Beds ⋅ 1 Baths
Rarely does a condominium at the edge of the Old Port become available, within walking distance of Portland's top restaurants, galleries, museums and music venues. This spacious one-bedroom includes a well-appointed kitchen with island with brand new appliances, large bedroom, and plenty of storage with a large walk-in closet. The marble bath and in-unit laundry round out the unit, along with one deeded on-site parking space. Brand new commercial HVAC and tankless hot water heater installed in 2026. Situated on the top floor of the Hampton Inn, condo owners access via a private, secured lobby and elevator.

207 Fore St Unit 10, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

$525,000
3 Beds ⋅ 1 Baths
Welcome to 59 Irving Street, a charming New England home nestled in one of Portland's most desirable neighborhoods. Perfectly located just minutes from Back Cove, Payson Park, Thompson's Point, and downtown Portland, this home offers the best of city living with a true neighborhood feel. Enjoy easy access to award-winning restaurants, local coffee shops, breweries, boutiques, the waterfront, and miles of walking and biking trails, while I-295 is just moments away for an easy commute. Step inside to a bright, welcoming interior with comfortable living spaces, abundant natural light, and a layout designed for everyday living. The kitchen flows easily into the dining area, while the living room provides a cozy place to gather with family and friends. Upstairs, you'll find three bedrooms offering flexibility for guests, a home office, or growing households. Outside, the gardens are truly something special. Lovingly cultivated over the years, the landscape is filled with an incredible variety of edible and ornamental plantings, including a peach tree, perennial herb garden, pink wisteria, spring bulbs, a Sichuan peppercorn tree, elderberry, hazelnut, raspberries, Jerusalem artichoke, comfrey, lungwort, lemon balm, mint, day lilies, and more. Every season brings something new to enjoy, creating an outdoor space that is as beautiful as it is functional. Whether you're taking an evening stroll around Back Cove, meeting friends for dinner downtown, grabbing coffee from a neighborhood café, or relaxing in your own garden sanctuary, this home offers a lifestyle that is quintessentially Portland. Combining timeless character, beautiful outdoor spaces, and an exceptional location close to parks, trails, shopping, dining, and the waterfront, 59 Irving Street is a rare opportunity to enjoy the very best of one of Maine's most vibrant cities. To view a full video walk through, head to YouTube and search for the property address. Open house Saturday the 25th from 1-3pm.

59 Irving St, Portland

Listing courtesy of U&R Real Estate.

$2,100,000
2 Beds ⋅ 1 Baths
A truly rare offering on Great Diamond Island, 218 West Shore Drive is a year-round waterfront property where Maine island living, extraordinary history, and unforgettable sunset views converge. Part of historic Fort McKinley, a coastal defense installation constructed between 1890 and 1910 to protect Portland Harbor, the property occupies a commanding waterfront position with sweeping views toward the Portland skyline. Set on almost 3 acres with 266 feet of water frontage, and including an approved buildable house lot, it offers a meaningful connection to both the island's storied past and the surrounding seascape. The charming cottage is attached to an original mining casemate and features an inviting living area opening to a waterside patio, two bedrooms, and one bath, with the primary bedroom located within the original casemate. Additional historic structures include a renovated second bunker, currently used as a den/office and a workshop with potential for a third bedroom, as well as a rangefinder station and gun battery. Tucked along a private cove with beautiful westerly sunset views, this one-of-a-kind property offers privacy, character, and a remarkable connection to the sea. As part of the Diamond Cove Association, residents enjoy amenities including a pool, tennis and pickleball courts, a bowling alley, and a basketball court. Accessible by ferry or private boat, Great Diamond Island also offers a marina, an inn, and restaurants, creating an exceptional opportunity for year-round island living just minutes from Portland.

218 W Shore Dr, Portland

Listing courtesy of Town & Shore Real Estate. 207-773-0262
$775,000
3 Beds ⋅ 3 Baths
**OPEN HOUSE SUNDAY 7/26 @ 11am - 1pm** Welcome to this beautifully updated and move-in ready home in Portland's highly sought-after Deering Center neighborhood. Thoughtfully redesigned with an open-concept layout, this home offers the perfect blend of modern updates, timeless charm, and exceptional outdoor living. The bright, inviting interior features an updated kitchen and bathrooms, hardwood and tile floors, a cozy wood-burning stove, and a finished basement complete with a bonus room, office, and full bath. Major improvements include a newer roof, high-efficiency Biasi boiler, updated wiring, insulation, heat pump, and fresh interior finishes. Step outside to your own private backyard oasis featuring a level, fenced-in yard, hot tub, spacious concrete patio, and mature landscaping--ideal for relaxing, entertaining, and enjoying Maine summers. Located in one of Portland's most desirable neighborhoods, you'll be just minutes from Deering Center Village, Rosemont Market, neighborhood parks, schools, trails, and downtown Portland. This meticulously maintained home offers the perfect combination of comfort, convenience, and lifestyle in a location that's hard to beat.

20 Groveside Rd, Portland

Listing courtesy of Portside Real Estate Group.

$1,190,000
2 Beds ⋅ 3 Baths
Experience one of Portland's most coveted waterfront settings at Chandler's Wharf, where the energy of the Old Port meets the beauty of Casco Bay. Meticulously renovated throughout, this exceptional townhouse offers 2 bedrooms, 2 full bathrooms, and a half bath. The custom kitchen features Calacatta marble countertops, bespoke oak cabinetry and paneling, and a curated collection of premium appliances including a Wolf gas range, Sub-Zero refrigerator, and Miele dishwasher. The living room, centered around an Ortal gas fireplace, opens to a private deck overlooking the harbor, where boats and Portland's iconic working waterfront create an ever-changing view. Upstairs, the primary suite offers a beautifully appointed bath with heated floors, including a heated shower floor. A versatile loft provides space for a home office, media room, fitness area, or guest accommodations. Exceptional custom millwork and thoughtful craftsmanship are evident throughout, while two covered garage parking spaces provide a level of convenience rarely found in the Old Port. Opportunities to enjoy true waterfront living just steps from Portland's acclaimed restaurants, boutiques, galleries, and marinas are exceptionally rare.

512 Chandlers Wharf, Unit 512, Portland

Listing courtesy of RE/MAX By The Bay.

$815,000
5 Beds ⋅ 4 Baths
Tucked into one of Portland's most convenient locations, just minutes from Falmouth, this beautifully maintained Colonial offers the space, flexibility, and outdoor lifestyle you've been looking for. Inside, you'll find a thoughtful floor plan designed for both everyday living and entertaining. The main level features a welcoming kitchen, dining room, comfortable living room, cozy den, first-floor bedroom, and a convenient laundry room, creating flexibility for guests, multigenerational living, or a private home office. Upstairs, four spacious bedrooms provide room for everyone, while the finished basement expands your living space even further. Whether you envision a recreation room, home gym, media space, or playroom, the possibilities are endless. A separate room with its own exterior entrance offers additional versatility for a home office, studio, hobby space, or private guest area. A half bath on the lower level adds even more convenience. Outside, the backyard is designed to be enjoyed. Mature landscaping creates a peaceful setting, while the fenced yard offers space to play, relax, and entertain. Spend summer evenings on the patio, tend to the raised garden beds, shoot hoops on the basketball court, or simply enjoy the open green lawn. Complete with a one car garage and an ideal location offering easy access to Portland, Falmouth, shopping, restaurants, trails, and the coast, this is a home that balances comfort, function, and connection. It's the kind of place where everyday life feels just a little easier and where memories are waiting to be made.

174 Curtis Rd, Portland

Listing courtesy of Signature Homes Real Estate Group, LLC.

$1,500,000
5 Baths
Located on the prominent corner of Munjoy and Wilson Streets, just a few blocks from the Eastern Promenade and directly abutting neighborhood green space, this impressive five-unit (originally built as four 1,500 SF apartments) property offers a rare combination of scale, location, and future potential. Approximately 6,100 square feet of living space, the building is currently configured with three spacious three-bedroom, one-bath apartments, each featuring generous living rooms, separate dining rooms, and full kitchens, while the remaining floor has been divided into a one-bedroom unit and a two-bedroom unit. The building's exceptional size and coveted Munjoy Hill location create a wide range of opportunities for the next owner. A) The Owner Occupant who wants more space than a traditional, small, Portland apartment. Restore the four unit layout which allows a buyer to move into one and rent the others - free of Portland's rent control - and helps cover your rent. B) An Investor/Developer to convert to condos as four or five large, luxury units. With neighboring properties showcasing rooftop decks that capture the surrounding views, the potential for a similar addition, along with other thoughtful improvements, makes this a truly compelling offering.

61 Wilson St, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

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