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$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.

$320,000
1 Beds ⋅ 1 Baths
Welcome to the Goodwin. A unique condo offering on the peninsula offering chic style and luxurious amenities at an affordable price point. Offered below market value as part of Portland's Workforce Housing program. Enjoy the benefits of a newly constructed building (2021) including efficient heat pumps for heating and cooling, quartz countertops, premium stainless steel appliances, in-unit laundry, and walk-in tiled shower. The light filled unit has an open and efficient layout and is filled with thoughtfully curated touches including custom woodworking, shelving, and a built-in mudroom. The ultimate in-town location for enjoying the best of Portland lifestyle. Walk or bike anywhere in town with ease but there's still room for your car in a dedicated deeded parking spot just behind the building. Common bicycle storage and a deeded and secure storage unit just down the hall from the unit helps keep your living space spacious and clutter free. Low HOA fees cover a lot of your bills. Who qualifies? If your 2026 income is below $116,850 (1 person) or $133,550 (2 people). Must be owner occupied and cannot be rented. This is a great opportunity for income qualified buyers looking to enter a premium market at an affordable price point.

104 Grant St Unit 204, Portland

Listing courtesy of Real Broker.

$595,000
3 Beds ⋅ 3 Baths
Move in by November! Welcome to Harvard Street Townhomes. Set across from scenic University Park, these duplex-style homes offer a rare combo - brand new construction in an established and convenient Portland neighborhood. Inside, each home features a well-appointed kitchen, a primary suite with a walk-in closet, and two additional bedrooms plus laundry located on the second floor. Enjoy the comfort of central air conditioning, a sunny back deck perfect for relaxing or entertaining, and an attached one-car garage. A full basement offers plenty of storage space or room to expand. Minutes to shopping, restaurants, Back Cove, I-295, and downtown. Tour today and take advantage of the opportunity to personalize your kitchen and bathrooms! Start your next Maine chapter in comfort and style.

173 Harvard St Unit B, Portland

Listing courtesy of RE/MAX By The Bay.

$590,000
4 Beds ⋅ 2 Baths
Welcome to this spacious and inviting 4 bedroom, 1.5 bath home, ideally situated in one of Portland's most convenient and established neighborhoods. Combining comfort, functionality, and location that's hard to beat, this home provides the perfect opportunity for those looking to enjoy all that Portland has to share. Inside you'll find four generously sized bedrooms and a 3rd floor bonus room with plenty of space for family, guests, remote work or hobbies. The thoughtful layout provides comfortable living, while abundant attic storage with exceptional space for seasonal decor, keepsakes and everything in between. A truly unique feature is the custom-built sauna- a private wellness retreat where you can relax, recharge and escape the stresses of everyday life without ever leaving your home. Step outside and enjoy a neighborhood known for its mature trees, established homes, and easy access to downtown Portland, shopping, restaurants, schools, parks, and major commuter routes. Whether you're heading into the city or enjoying nearby recreational opportunities, everything you need is just minutes away. With spacious rooms, exceptional storage, a one of a kind custom sauna and an unbeatable Portland location, this home offers the perfect blend of practicality and comfort. Don't miss your opportunity to make this special property your next home!

45 Runnells St, Portland

Listing courtesy of Keller Williams Realty.

$629,000
3 Beds ⋅ 4 Baths
Welcome to 20 Wildwood Circle, where space, flexibility, and an active Portland lifestyle come together in more than 2,400 square feet of finished living space. This townhouse-style condominium offers three finished levels with room to relax, work, entertain, host guests, and make the space your own. The renovated kitchen features granite countertops and flows easily into the living and dining areas, while custom built-ins add character, style, and storage. The second floor includes two generously sized bedrooms, each with its own private en suite bath, plus conveniently located laundry facilities—ideal for owners, guests, roommates, or anyone who appreciates extra privacy. The finished third floor is a standout feature, offering a spacious loft-style room with built-ins and its own full bath. Use it as a home office, media or gaming room, fitness studio, guest suite, creative space, private retreat, or potential third bedroom. Outside, enjoy a private rear deck surrounded by mature trees, perfect for morning coffee, grilling, entertaining, or relaxing. Direct access to the Portland Trails system puts miles of walking, running, and nature trails practically outside your door. A full basement and attached garage provide excellent storage for bikes, outdoor gear, hobbies, and seasonal items. Peacefully tucked away yet minutes from Portland's restaurants, shopping, entertainment, services, and commuter routes, this home offers privacy, convenience, and room to spread out. Bonus: the condo fee includes cable and internet. Schedule your showing today!

20 Wildwood Cir Unit 20, Portland

Listing courtesy of RE/MAX Oceanside.

$1,500,000
3 Beds ⋅ 3 Baths
Perched on the fourth floor of The Verdante at 99 Federal Street, Unit 403, this exceptional condominium showcases sweeping 180-degree sunset views across Portland's skyline from a sophisticated, contemporary residence. Perfectly positioned where the vibrant Old Port meets the charming East End, the location offers the best of downtown living with the feel of an established neighborhood. Inside, soaring ceilings, refined finishes, and an open-concept design create a bright, inviting atmosphere ideal for everyday living and entertaining. This thoughtfully designed three-bedroom, two-and-a-half-bath home combines luxury with convenience, featuring elevator access and energy-efficient building systems throughout. The spacious primary suite overlooks Casco Bay, providing a peaceful retreat, while a private balcony off the dining area offers the perfect spot to enjoy ocean breezes and spectacular evening sunsets. Every detail has been carefully considered, from the in-unit laundry, dry bar, and walk-in pantry to the electric blinds and abundant storage, including three walk-in closets and a dedicated storage unit. A rare bonus in the heart of Portland, the home also includes two deeded parking spaces. Residents of The Verdante enjoy an impressive collection of amenities designed to enhance daily living, including a rooftop terrace with panoramic ocean views, dining and lounge areas, a fully equipped fitness center, a private guest suite with bedroom and bath, generator backup, and a beautifully designed lobby highlighted by a living plant wall. Offering a seamless blend of modern luxury, comfort, and convenience, this remarkable residence places Portland's acclaimed restaurants, boutiques, waterfront, and cultural attractions just moments from your door.

99 Federal St Unit 403, Portland

Listing courtesy of Portside Real Estate Group.

$798,500
5 Beds ⋅ 3 Baths
Welcome to 104 Brighton Avenue --a charming and spacious five-bedroom Colonial that blends timeless character with thoughtful modern updates. This bright and inviting home offers 2.5 baths, including a private en suite off the primary bedroom, creating a comfortable retreat within the home. Classic details shine throughout, complemented by recent improvements that make everyday living both efficient and enjoyable. Updated heat pumps provide year-round comfort, while solar panels add an eco-conscious and cost-saving element. The home's layout offers flexibility for a variety of lifestyles, whether you need extra bedrooms, home office space, or guest accommodations. At the heart of the home, the kitchen features updated appliances and offers a welcoming space for cooking and gathering. Natural light fills the interior, enhancing the home's warm and airy feel. The living spaces strike the perfect balance between traditional Colonial charm and modern livability. Step outside to discover a sweet, manageable backyard--ideal for relaxing, gardening, or entertaining on warm Maine days. The outdoor space feels like a private oasis while still being conveniently located. Positioned just minutes from downtown Portland, this home offers easy access to the city's renowned dining, shopping, and waterfront. Even more, it is within walking distance to the University of Southern Maine and nearby Portland Hearts of Pine soccer games, making it a fantastic location for those who enjoy being part of a vibrant community. 104 Brighton Avenue is a rare opportunity to own a classic Portland home with modern upgrades, generous space, and unbeatable convenience.

104 Brighton Ave, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$499,000
3 Beds ⋅ 2 Baths
What an opportunity! This newly built 3-bedroom, 1.5 baths home with parking is ready to occupy! Come live in a wonderful neighborhood near Payson Park and Baxter Boulevard. Easy access to I295, the Portland Peninsula as well as the Washington Ave businesses. This unit will have a dedicated parking space with a conduit ready for your EV addition, as well as a storage shed and raised garden bed. Solar power conduit also to be installed for your convenience. Easy ownership is the key here. Stay cozy warm (and pleasantly cool) with the efficient heat pumps. Peeks of Back Cove. Phase 3 of the Front St Condominium association.

41 W Presumpscot St Unit F, Portland

Listing courtesy of Gardner Real Estate Group.

$353,535
2 Beds ⋅ 1 Baths
Watch the beautiful colors of autumn spread across Portland toward the Back Cove, all the way to Mount Washington from the top floor of this iconic, elegant residence. Old World charm, updated with all our modern comforts. Beautiful cabinetry in the kitchen, with granite counters and Bosch appliances. Walk-in tiled shower in the bathroom. Birdcage elevator, storage and laundry in the basement, lovely private garden spaces for gatherings or peaceful contemplation in the heart of the arts district. And, pets are allowed with Deering Oaks at the bottom of the hill for romps with your furry friend. Walk to your favorite Portland places...the State Theater, Museum of Art, great restaurants and coffee shops. You should see this one!

180 High St Unit 64, Portland

Listing courtesy of Coldwell Banker Realty. 207-773-1990
$710,000
3 Beds ⋅ 2 Baths
Opportunity meets flexibility at 26 Adelaide Street. This thoughtfully renovated property offers three finished levels of living space, a generous backyard, and a RARE BONUS: an additional buildable lot included in the sale. This home blends classic character with modern updates including beautiful wood floors, heat pumps for efficient heating and cooling, and flexible living spaces throughout. With three bedrooms and three levels of finished living area, there is room to spread out whether you're looking for a primary residence, investment property, or a live/work opportunity. Outside, the expansive yard provides space to garden, entertain, or simply enjoy a private outdoor setting rarely found in this area of Portland. Two detached garages offer exceptional storage, workshop space, or future possibilities. The true standout is the property's B2 commercial zoning and included second deeded lot. The lot may offer future development potential including an additional single family home, ADU, multifamily development, or other permitted uses within the B2 district. Buyers are encouraged to perform their own due diligence with the City of Portland regarding zoning, density, and permitted uses. Conveniently located within walking distance of the University of New England's Portland campus, local restaurants, parks, and neighborhood amenities, this is a unique opportunity to purchase not just a home, but future potential in one of Portland's most convenient locations.

26 Adelaide St, Portland

Listing courtesy of Waypoint Brokers Collective.

$455,000
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.

$624,999
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.

24 Rowe Ave, Portland

Listing courtesy of RE/MAX Shoreline.

$575,000
4 Beds ⋅ 2 Baths
A rare opportunity in one of Portland's most convenient pockets: THIS PROPERTY INCLUDES AN ADDITIONAL LOT AT 13 UPLAND AVENUE WITH REAL DEVELOPMENT POTENTIAL. Per written confirmation from Portland's zoning office, THE LOT MAY SUPPORT UP TO FOUR DWELLING UNITS, subject to permitting and site review. Whether you're an investor, a multigenerational family, or a buyer looking to build lasting equity and flexibility into your purchase, this is a chance to shape the space to fit your vision. And the location delivers. Tucked onto a quiet dead-end street, you can 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. The home itself is a well-loved ranch with real warmth. The heart of it is a spacious, light-filled 16'x22' family room 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 flexible bonus rooms perfect for a home office, a newly renovated bathroom with jetted tub, guest space, hobby room, or whatever your life calls for. One of those lower-level rooms even has egress, giving you options as your needs change. 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.

$799,000
3 Beds ⋅ 3 Baths
Back on the market due to buyer-related circumstances. 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. Solar panels provide added energy efficiency and help manage utility costs; financing details available upon request. 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.

$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.

$695,000
2 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.

$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.

$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.

$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.

$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
$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.

$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.

$750,000
5 Beds ⋅ 4 Baths
Tucked into a convenient Portland location just minutes from Falmouth, 174 Curtis Road offers nearly 3,000 square feet of finished living space, a flexible floor plan, and outdoor space designed to be enjoyed. The main level features a welcoming kitchen, dining room, living room, cozy den, first-floor bedroom, and laundry room, creating a variety of options for everyday living, working from home, hosting, or creating dedicated flex space. Upstairs, four additional bedrooms provide even more versatility, while the finished walkout lower level adds approximately 900 square feet of living space. Use it as a recreation room, home gym, media room, studio, hobby space, or additional work-from-home area. A separate room with its own exterior entrance and a half bath on the lower level expands the possibilities even further. Outside, mature landscaping and a large fenced backyard create a private setting with room to relax, entertain, garden, or enjoy time outdoors. A patio, raised garden beds, basketball area, and open lawn make the backyard feel like an extension of the living space. Well maintained and full of potential, this is a home that offers something increasingly hard to find: room to spread out, spaces that can evolve with your needs, and the convenience of Portland living.

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.

$935,000
3 Baths
Outstanding investment opportunity in Portland! This 1900-built high performing 3-unit property sits on a unique double city lot. Offering unmatched yard space and parking options just off Forest Ave. The property features a stellar, high-demand rental mix: a 4-bedroom, 3-bedroom, and 1-bedroom unit. Step inside the recently updated downstairs unit 1 to find granite countertops, new cabinets and a new range. Unit 2 upstairs has ample space as a split level 4-bedroom unit. Unbeatable location--walking distance to Deering Oaks Park, the Back Bay trails, USM, and local dining. Perfect for an owner-occupant or a savvy investor looking for a strong-performing asset in a highly walkable neighborhood.

16 Hartley St, Portland

Listing courtesy of Hearth & Key Realty. 2077133144
$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.

$645,000
2 Baths
Opportunity is knocking at 1747 Forest Ave.! This well maintained 2 unit building has 2, 2bdrm,-1 bath units and is situated on a corner lot with a fenced-in back yard. Live in one unit and rent another or add this property to your rental portfolio! Off street parking and possibility for expansion of 3rd floor space (with town approval).

1747 Forest Ave, Portland

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

$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.

$655,000
3 Beds ⋅ 3 Baths
Nestled in Portland's Stroudwater neighborhood on a quiet cul-de-sac, this inviting 3 to 4-bedroom, 2.5-bath offers spacious living in a desirable location. Ideally located just moments from the Portland Trails system, you'll enjoy easy access to miles of scenic walking, running, and biking trails while remaining just minutes from downtown Portland. Inside, a bright and sun-filled living room welcomes you with abundant natural light and a cozy wood-burning fireplace, creating the perfect space to relax or gather with family and friends. The thoughtfully designed layout includes a first-floor primary suite with an en suite bath, offering the ease of single-level living. Additional highlights include a glassed-in sunroom with sliding doors to the backyard, full basement with expansive storage, a two-car garage, generator and plenty of room for family, guests, or a home office. Set in one of Portland's most established neighborhoods, this home offers a wonderful balance of peaceful surroundings, outdoor recreation, and convenient access to shopping, dining, and everything the city has to offer.

51 Old Mast Rd, Portland

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

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