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$850,000
3 Beds ⋅ 3 Baths
OPEN HOUSE 8/8/2026 SATURDAY 10:00AM - 12:00PM Welcome to 22 Kingsmark Lane, a well-maintained 3-bedroom (3 BR), 2.5-bath (2.5 BA) Colonial offering 2,340± square feet of comfortable living space in a convenient Portland location. The thoughtful floor plan offers inviting spaces for everyday living and entertaining, including a sun-filled kitchen with skylights, hardwood floors through much of the home, and a wood-burning fireplace that creates a warm focal point in the living area. The spacious primary suite includes a private bath and walk-in closet, while two additional bedrooms provide flexibility for guests, work-from-home needs, or hobbies. Additional highlights include an oversized two-car garage with excellent storage, a convenient first-floor half bath, full basement, and a layout that balances comfort and function. Set on a .30± acre lot with public utilities, this home offers easy access to Portland dining, shopping, parks, commuting routes, and the waterfront.

22 Kingsmark Ln, Portland

Listing courtesy of Tim Dunham Realty. 207-729-7297
$525,000
3 Beds ⋅ 2 Baths
Beautifully updated 3 bedroom end unit in desirable North Deering! Want a condo with a garage that feels like new in an established neighborhood with mature trees and landscaping? This is it! This spacious end unit townhouse style condo was one of the model units so you'll enjoy a unique floor plan versus other end units in the association. The kitchen is fully renovated and features: new cabinetry, quartz tops, SS appliances, tile backsplash, island seating for two and a pantry. The 2 baths are also tastefully updated with newer vanities and a gorgeous tile shower upstairs with a frameless glass door. Enjoy the flexibility of either (or both) a roomy first and second floor primary. Highly efficient heat with a Buderus boiler. Outside, the front porch will greet guests and you'll find a paver patio off the kitchen with plenty of room for seating & grilling. Attached one car garage, plenty of guest parking and ample space for storage in the dry basement. Washington Crossing is a very healthy, pet-friendly, well-maintained association with low dues, new roofs & garage doors conveniently located close to the expansive Portland Trails system to enjoy the abundant nature. Just a quick 10 min drive or Uber downtown to explore Portland's legendary restaurants, breweries and shopping in the Old Port. Great location close to shopping, schools, highway access & the airport, buses and trains.

6 Delaware Ct Unit A1, Portland

Listing courtesy of Keller Williams Realty.

$595,000
3 Beds ⋅ 3 Baths
Just a few more weeks to customize! 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.

$690,000
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
2 Beds ⋅ 4 Baths
Welcome to 20 Wildwood Circle, a spacious and versatile townhouse-style condominium offering more than 2,400 square feet of finished living space in a peaceful, wooded setting. The thoughtfully designed floor plan includes two generously sized bedrooms, each with a private en suite bath, offering comfort and privacy for both owners and guests. The renovated kitchen features granite countertops and flows easily into the inviting living and dining areas. Custom built-ins in the living room add character, storage, and attractive display space. Just beyond, a private rear deck surrounded by mature trees provides a relaxing place to unwind, entertain, or enjoy the natural setting. The finished third floor adds exceptional flexibility, with a large bonus room, built-ins, and a full bath. This space is well suited for a guest suite, home office, media room, fitness area, private retreat, or potential third bedroom. A full basement provides abundant storage and additional possibilities. Tucked among the trees, this home offers a welcome sense of privacy while remaining conveniently located near Portland's shopping, dining, services, and major commuter routes. Direct access to the Portland Trails system makes it easy to step outside and enjoy miles of nearby walking and nature trails. With generous living space, multiple en suite bedrooms, flexible bonus space, and an ideal balance of convenience and nature, 20 Wildwood Circle presents a unique opportunity in Portland.

20 Wildwood Cir Unit 20, Portland

Listing courtesy of RE/MAX Oceanside.

$750,000
2 Beds ⋅ 2 Baths
Perched in Portland's coveted East End, this beautifully designed and thoughtfully updated condo offers elevated living in the heart of Munjoy Hill. The open concept layout seamlessly connects the living, dining, and kitchen spaces creating an inviting atmosphere for both everyday living and entertaining. The kitchen features granite countertops, stainless steel appliances, and high end finishes throughout while the living area opens to a covered porch perfect for enjoying the coastal air and city energy. Offering 2 bedrooms and 2 full bathrooms including a spacious primary suite, this condo also features in unit laundry, central air conditioning, and 1 deeded off street parking space. Ideally located near Portland's renowned restaurants, coffee shops, boutiques, the Eastern Promenade, and the Old Port. A rare offering in one of Portland's most sought after neighborhoods!

135 Congress St Unit 1, Portland

Listing courtesy of Waypoint Brokers Collective.

$549,900
5 Beds ⋅ 3 Baths
Located on a quiet dead-end street in Portland's desirable North Deering neighborhood off Washington Avenue, this extensively renovated home offers 5 bedrooms, 3 full bathrooms, and a dedicated office/bonus room. Recent updates include a new roof, full interior repaint, and new/refinished flooring throughout. The exterior features a large, level backyard, paved driveway, and a newer storage shed. Enjoy easy access to Portland's trail system, with Metro bus service just a few houses away. Conveniently located approximately 10 minutes from the Old Port, 15 minutes from Portland International Jetport, and close to shopping, dining, schools, and major commuter routes.

11 Idaho St, Portland

Listing courtesy of Dream Home Realty LLC.

$1,625,000
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.

$865,000
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.

$829,000
3 Beds ⋅ 2 Baths
Nestled in Portland's coveted Back Cove neighborhood, this beautifully crafted brick Cape offers the perfect blend of timeless character, thoughtful updates, and an exceptional lifestyle. Just moments from Baxter Boulevard, the scenic Back Cove Trail, neighborhood coffee shops, acclaimed restaurants, and charming boutiques...a home that places the very best of Portland at your doorstep. Inside, beautiful moldings and a classic floor plan create an atmosphere of warmth and enduring style. The updated kitchen is both functional and inviting, featuring custom cabinetry, granite countertops, and stainless-steel appliances. A gracious living room centered around a wood-burning fireplace flows effortlessly into a sun-filled first-floor office overlooking the peaceful backyard, inviting patio, and abundant birdlife, providing a tranquil backdrop for morning coffee, outdoor dining, or quiet reflection. Upstairs, a spacious front-to-back primary bedroom is joined by two additional bedrooms and a newly renovated bath. The freshly finished lower level, complete with a second fireplace, offers wonderful flexibility as a media room, game room, fitness space, or welcoming guest retreat. Thoughtfully maintained and truly move-in ready, the home also offers modern efficiency with a newer gas boiler and heat pump water heater. Rarely does a home combine such timeless craftsmanship, exceptional care, and an unrivaled location. Simply unpack, settle in, and enjoy life in one of Portland's most sought-after neighborhoods.

66 Parsons Rd, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$379,000
2 Beds ⋅ 1 Baths
Elegant. Charming. Old World...like a movie set for a Hollywood blockbuster from the 1930's. But updated with all our modern comforts. Beautiful cabinetry in the kitchen, with granite counters and Bosch appliances. Walk-in tiled shower in the bathroom. Views of city sunsets, Back Cove and even Mount Washington. 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
$465,000
3 Beds ⋅ 1 Baths
Welcome to the West End, one of Portland's most beloved and storied neighborhoods. This stunning 3-bedroom condo perfectly captures the timeless character of classic Portland architecture while delivering the modern comforts today's owners are looking for. Step inside to find soaring 10-foot ceilings, gleaming hardwood floors, and oversized windows that bathe every room in natural light. The front bedroom is anchored by beautiful bay windows, a quintessential nod to the neighborhood's historic charm. The renovated kitchen is both stylish and functional, ready for everything from weeknight dinners to weekend entertaining, while the bathroom impresses with a custom tile shower for a polished, modern feel. In-unit laundry adds the everyday convenience that makes city living truly effortless. Outside, a private urban oasis awaits -- complete with a fire pit, beautiful plantings, and plenty of space to relax, entertain, and soak in the best of Maine's seasons. A caged, dedicated storage unit in the basement ensures you'll never be short on space. This unit also includes 2 tandem parking spaces. With low condo fees that include heat, this is an exceptional opportunity to enjoy the very best of Portland peninsula living without compromise. Tree-lined streets, acclaimed restaurants, boutiques, and the Western Promenade are all just steps from your door. ***Price is now inclusive of two, deeded tandem parking spaces***

170 Clark St Unit 1, Portland

Listing courtesy of Portside Real Estate Group.

$735,000
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.

$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.

$609,000
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.

$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.

$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.

$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
$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.

$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.

$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

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