Refine Search
Sort by
$549,000
4 Beds 2 Baths
A historic 4-bedroom Portland Peninsula home that has been thoughtfully brought into the present with an extensive renovation. The result is a home that feels fresh, functional, and ready for its next chapter. Inside, refinished floors run throughout, complemented by freshly painted walls, trim, and ceilings, along with new lighting. The spacious living and dining rooms offer plenty of room to gather, while the kitchen features brand-new cabinetry, quartz countertops, a tiled backsplash, and new appliances. Two full baths, including a newly added first-floor bathroom, bring flexibility rarely found in a home of this vintage. A brand-new stackable washer and dryer adds convenience, while the expansive back mudroom is the perfect everyday catch-all. Upstairs, all four bedrooms offer their own private retreat. The improvements extend well beyond the finishes, with brand-new plumbing, electrical, a heat pump system, and energy-efficient vinyl windows. Outside, new vinyl siding, roof, exterior doors, metal fascia and trim, and composite porches with PVC railings give the home a crisp new presence while preserving its neighborhood character. Then there is the backyard escape with a BONUS SPACE. A newly finished accessory outbuilding with electricity offers potential for a home office, creative studio, workshop, or yoga room. An oversized driveway makes city living easier, while the generous yard offers room to garden, gather, play, or simply enjoy a little breathing room. Life here is distinctly Portland. The location puts you close to restaurants, coffee shops, parks, trails, and everyday conveniences, with the energy of the Peninsula right in your backyard. It's the charm of an older Portland home with the confidence of knowing the important work has already been done.

1021 Congress St, Portland

Listing courtesy of F.O. Bailey Real Estate.

$648,000
2 Beds 1 Baths
A year-round Peaks Island Retreat. Nestled close to the convenience of town, this charming Peaks Island cottage offers the best of both worlds: a comfortable year-round home and a peaceful retreat from the bustle of the mainland. The original home has been lovingly maintained and thoughtfully enhanced with a number of recent additions, including heat pumps, solar panels, and a sauna that can be started remotely--perfect for warming up before you even arrive home. Set on a generous double lot, the property offers plenty of space to enjoy the outdoors, with raised garden beds, fruit trees, and established blackberry bushes. A new woodshed adds practical storage while complementing the home's inviting island character. With its blend of original charm, modern improvements, and room to garden, relax and enjoy island life, this is a special Peaks Island property that feels equally suited to everyday living and getting away from it all. Professional photos to be added soon.

16 Sterling St, Portland

Listing courtesy of EXP Realty.

$1,100,000
5 Beds 4 Baths
Nestled within the wooded Pheasant Hill community, 68 Graystone Lane presents a rare combination of space, privacy, and convenience in the heart of Portland. This 4-bedroom, 3.5-bath home features a welcoming front farmer's porch, spacious family room with cathedral ceiling, screened-in back porch, and comfortable living spaces designed for both everyday living and entertaining. The spacious primary suite provides a private retreat with an ensuite bath and walk-in closet. The daylight, walk-out basement adds exceptional flexibility, with a partially finished lower level featuring a 5th bedroom and 3/4 bath--ideal for guests, a home office, or additional living space. As a member of the Pheasant Hill Homeowners Association, enjoy a peaceful wooded setting surrounded by green space, while remaining just minutes from Portland's shopping, dining, recreation, and everyday amenities. Experience the best of both worlds--a private neighborhood setting with all that Portland has to offer close at hand.

68 Graystone Ln, Portland

Listing courtesy of Town & Shore Real Estate.

$1,745,000
5 Beds 5 Baths
Sited in the heart of Portland's coveted Western Promenade neighborhood the beautifully restored 37 Carroll Street residence, c.1898 is architecturally intact and inviting. Exterior refinements suggest a Queen Anne architectural influence, while interiors present classic Art & Crafts details...stained glass, a central and distinctive staircase, moldings, built-in cabinetry, fireplaces (one wood-burning & two natural gas) and rare intimacy from room to room. Light-filled living spaces throughout the residence begin with a first floor ideal for comfort and entertainment. Creature comforts include a 5-bedroom and 5-bath residence, including a spacious primary suite with bath (radiant heat), The thoroughly modern kitchen is thoughtfully designed with high-end finishes, a walk-in pantry, while opening to living areas, gardens and on-site parking (with EV Charger). The well-appointed mudroom and pantry add both function and comfort with radiant heat. The finished lower level provides flexible living space, featuring a dedicated wine cellar. Recent updates include fully modernized systems, a new roof, central air conditioning for floors 2 & 3, a whole-house security system. Truly a turnkey property. The refined Western Promenade neighborhood is a repository of signature architecture, walkable to Maine Medical Center, offering convenient access to cultural, business & transportation amenities, with Portland a convenient 100 miles from Boston.

37 Carroll St, Portland

Listing courtesy of Town & Shore Real Estate. 207-773-0262

$479,000
4 Beds 1 Baths
Charming four-bedroom, one-bath Dutch Colonial located in a desirable Portland neighborhood. Filled with natural light, this home features hardwood floors throughout and a flexible floor plan. Gleaming refinished hardwood floors and mostly freshly painted, this property is move-in ready. Fall in love with the beautiful new renewal by Anderson windows and newer roof, newer driveway and new seamless gutters. Outside the fully fenced in backyard offers space for gardening, recreation, entertaining, and pets, while a storage shed keeps lawn and outdoor equipment organized. Set on a quiet dead-end street, the property enjoys convenient access to miles of Portland Trails, nearby schools, local restaurants, shopping, and neighborhood amenities. A wonderful opportunity to enjoy comfortable living in a convenient Portland location.

34 Belfort St, Portland

Listing courtesy of RE/MAX Shoreline.

$499,000
2 Beds 1 Baths
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.

20 Caron St, Portland

Listing courtesy of Benchmark Real Estate.

$995,000
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 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 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.

$749,900
3 Beds 3 Baths
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.

$655,000
3 Beds 2 Baths
1920's charm and location in the heart of the desirable Back Cove neighborhood. This sweet gem is just several houses down from walking paths that take you to the boulevard and over 3 miles of walking trails and beyond to the east end of Portland. Light and sun fill this home which has the perfect first floor layout, balancing both functional and open spaces. Original wood burning fireplace and beautiful brick hearth in the family room add to the beautiful period details of the home. Additional elements include original hardwood floors, steam heat, 9 ft ceilings, original wood doors throughout and more than ample kitchen storage space. Landscaped garden beds in front of the home and a spacious backyard with potential for a wonderful hardscape or deck area to entertain and relax in. All of this within minutes of award winning restaurants, lovely parks and so many recreational activities to take part in. See what life would be like by the cove. Call for a showing today.

48 Belmont St, Portland

Listing courtesy of Portside Real Estate Group.

$499,000
2 Beds 1 Baths
Welcome to 75 Pennell Avenue, a beautifully maintained 2-bedroom, 1-bath cape located in Portland's sought-after North Deering neighborhood. Sun-filled and move-in ready, this home blends classic charm with thoughtful updates throughout. Both bedrooms are generously sized, offering flexible space for a home office, guest room, or growing family. The bathroom has been newly remodeled with clean, modern finishes. Step outside to a fenced-in yard and expansive deck -- perfect for entertaining, gardening, or simply relaxing outdoors. Thoughtful landscaping adds curb appeal and a peaceful, private feel to the outdoor living space. Don't miss this opportunity to own a lovingly cared-for Cape in one of North Deering's most desirable pockets. Schedule your showing today!

75 Pennell Ave, Portland

Listing courtesy of Elevate Maine Realty.

$959,000
3 Beds 3 Baths
Nestled in one of Portland's most sought-after neighborhoods, this beautifully maintained home offers the perfect balance of privacy, convenience, and access to the outdoors. Ideally located just one mile from the Northeastern University Roux Institute and minutes from downtown Portland and Falmouth, the neighborhood features more than 10 acres of HOA common land with scenic walking trails connecting directly to Quarry Run Dog Park. Offering 2,765± square feet of finished living space, the home's gently sloping lot fills the finished lower level with abundant natural light, creating bright, welcoming spaces that feel connected to the outdoors. Radiant heated floors throughout the home--including the lower level and garage--provide exceptional comfort in every season. Inside, wood floors extend throughout the home, while the spacious primary suite features a walk-in closet and a beautifully renovated en-suite bath (2023). Lovingly maintained by only its second owner, the home reflects years of meticulous care. A newer roof, installed in 2021, adds lasting value and peace of mind. The private backyard is a true sanctuary, featuring mature perennial gardens, raised vegetable beds, an irrigation system, and an invisible fence for dogs. Whether you're gardening, entertaining, or simply unwinding, the peaceful setting offers exceptional privacy. *Some listing photos have been virtually enhanced to illustrate the home's potential. Enhancements include digital furniture removal and virtual furnishings.

132 Pheasant Hill Dr, Portland

Listing courtesy of Portside Real Estate Group.

$715,000
3 Beds 2 Baths
Location, location, location! This Deering Center home preserves its classic charm with original mouldings and wood flooring throughout. Upon entry, you are greeted by a center hall featuring a grand staircase. The first floor includes two living rooms, a formal dining room, an updated kitchen, a sunporch, and a full bath. The rear living room opens onto a private garden with a spacious patio, and the home includes both front and rear staircases. The second floor provides three generous bedrooms and a large bathroom, while the third-floor bonus room offers an ideal, quiet space for an office. Perfectly situated, this property is just minutes from shopping, downtown Portland, the Portland International Jetport, and local neighborhood restaurants and boutiques. There is a full basement and 1 car garage.

74 Lawn Ave, Portland

Listing courtesy of Keller Williams Realty.

$649,000
4 Beds 3 Baths
Stately and full of character, this beautiful Victorian greets you with a sweeping covered porch and historic charm that runs throughout. Full of timeless details -- antique trim work, high ceilings, and a classic fireplace -- this 4-bedroom, 2.5-bathroom home is a rare find. The first floor welcomes you with a kitchen with peninsula, a dining room with charming built-ins, and a spacious living room. Head upstairs to find three bedrooms on the second floor, including a standout suite complete with a large walk-in closet or bonus space, an en suite bathroom, and a private four-season porch. The third floor delivers a fourth bedroom with its own en suite bathroom and a private attached balcony, equally well-suited as a home office, gym, or creative studio. With a floor plan that evolves as your needs do, this home grows with you. Outside, the back deck overlooks a fully fenced yard full of whimsy and plenty of room to garden, entertain, and unwind. Additional highlights include a brand new roof, a Viessmann heating system, and an oversized garage with space for a car plus room for storage, hobbies, and more. This is a home with soul, history, and endless possibility. Don't let it pass you by. Open Houses Saturday 7/18 from 10:30-12:00 & Sunday 7/19 from 10:00-11:00.

141 Allen Ave, Portland

Listing courtesy of Portside Real Estate Group.

$795,000
4 Beds 3 Baths
Welcome to Stroudwater Preserve, where new construction, quality craftsmanship, and convenience come together perfectly! This beautiful 4-bedroom, 2.5-bath home with covered porch and a beautiful sod lawn is ready for you to move-in. We have just completed this home and it's ready for immediate occupancy. Built to the latest energy-efficient standards, this home offers low maintenance and lasting comfort. Step inside to a welcoming foyer leading to a spacious mudroom, coat closet, and an open staircase. The main level features a cozy living room with a gas fireplace, a kitchen with an island, granite countertops, and a stylish tiled backsplash. Adjacent to the kitchen, the dining room opens onto an enclosed porch with views of the beautiful green lawn in the backyard perfect for relaxing or entertaining. There's even a cedar fence along the back yard. Upstairs, the primary suite boasts a walk-in closet and a spacious bathroom with a fully tiled shower and double vanity. Down the hall, you'll find three generously sized bedrooms with ample closet space, a full hall bath, a linen closet, and a convenient laundry room. Simply move in and start living! Outside, enjoy a fully landscaped yard with lawn and foundation plantings. Embrace outdoor living with easy access to Portland Trails, miles of scenic paths for walking, snowshoeing, and biking right from your neighborhood. With quick access to downtown Portland, I-295, I-95, and the airport, Stroudwater Preserve perfectly balances peaceful suburban living with all the cultural and recreational amenities Maine has to afford. Your new home is waiting!

162 Owls Nest Rd, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$549,900
5 Beds 3 Baths
If you need room, this is the house. It has 5 bedrooms and 3 bathrooms , including two beds and a bath that make up a private wing on the first floor that would be perfect an in-law suite, at home offices , guest bedrooms, gym, etc. You will fall in love with the recently meticulously renovated kitchen and some of the artistic touches including the multicolored metal roof. Set in a perfect location with driveways and frontage on both Summit and Lambert Street. The garage offers extra storage or a place to keep the car on a cold and snowy nights. The location, near the turnpike, the Old Port, Riverside Golf Course, shopping, and more is ideal. Don't forget the generator, that will keep the lights on when on stormy nights.

517 Summit St, Portland

Listing courtesy of Maine Values Real Estate.

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

27 Norwood St, Portland

Listing courtesy of The Flaherty Group.

$1,025,000
3 Beds 3 Baths
Now available on a spacious 0.32-acre lot at Stroudwater Preserve, this beautifully designed home offers a bright and airy living experience. The kitchen flows effortlessly into the dining room, while the living room opens to a covered porch that's perfect for relaxing. The main floor features a peaceful primary suite, private office, half bath, and laundry room. Upstairs, discover a versatile loft family room, two large bedrooms, a full bath, and the option to finish a bonus room to fit your needs. With completion slated for December 2026, you have time to personalize your finishes in our model home. Stroudwater Preserve offers 86 new homes with just a few homes left, featuring 9-foot ceilings, open layouts, semi-custom kitchens, Kohler fixtures, gas fireplaces, and energy-efficient amenities as standard options. Enjoy the comfort and natural beauty of this sought-after community, with easy access to 9+ miles of Portland's trails right in your neighborhood.

108 Owls Nest Rd, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$399,000
1 Beds 1 Baths
A rare find in the heart of Portland, this classic New Englander is set on a private lot that feels like a world of its own. Tucked away from the hustle and bustle yet conveniently located to enjoy the very best of Portland, this one-bedroom home is a true urban oasis -- and for the outdoor enthusiast, it doesn't get much better than this. Located near Portland's beloved trail systems and just steps from the trailhead to Jewel Falls, adventure is always close at hand. Outside, the property is nothing short of magical. A beautiful orchard bursting with plum, apple, pear, and cherry trees transforms the lot into a serene retreat. Blackberry, blueberry, raspberry, and strawberry bushes add to the abundance. A refreshed deck provides the perfect spot to relax and soak it all in. Inside, the home carries the timeless character you'd expect from a classic New Englander. The open kitchen with eat-in dining creates a warm and inviting heart of the home, while the four-season porch extends your living space and brings the beauty of the outdoors in, no matter the time of year. Upstairs, you'll find a comfortable bedroom, a flexible office nook, and a full bathroom. Efficient heat pumps provide year-round comfort with ease. Whether you're planting roots for the first time, simplifying your lifestyle, or simply seeking a private green sanctuary in the city, this property is a truly special opportunity. Homes like this don't come along often -- don't let it pass you by. Open House Sunday 7/19 from 12:00-1:00.

40 Webb St, Portland

Listing courtesy of Portside Real Estate Group.

$945,000
3 Beds 3 Baths
Permit submitted and starting construction Spring 2026 with Dec. 2026 occupancy. Welcome to Stroudwater Preserve, where elegant living meets breathtaking natural beauty. This exquisite single-level home is nestled in the heart of the neighborhood. The thoughtfully designed floor plan includes open concept living, dining, and kitchen areas that create an inviting space for entertaining and quality time with loved ones along with an unfinished daylight basement that could be finished for additional space. The living room is enhanced by a cozy fireplace, creating the perfect ambiance for chilly evenings. Spacious semi-custom kitchen boasting beautiful cabinetry, quartz counters, a tiled backsplash, and stainless steel appliances. As you explore this single level living home, you'll be delighted with the first-floor primary suite that exudes both luxury and comfort. Complete with a walk-in closet and a private bath featuring a water closet, double vanities, and a custom-tiled shower, this sanctuary is designed for ultimate relaxation. In addition to the primary suite, this home offers two additional bedrooms, one of which can be transformed into a home office to suit your needs. A second full bath, a powder room, mud room, and a family room on the second floor provide additional versatility and space. Come immerse yourself in the beauty of this remarkable community and indulge in a lifestyle that exemplifies elegance, comfort, and natural splendor while offering a convenient location and access to Portland trails.

112 Owls Nest Rd, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

Privacy Policy

Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.