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$574,900
3 Beds 3 Baths
Thoughtfully designed with simple living in mind, this 3 bedroom, 2.5 bathroom home features an open-concept layout that blends comfort, style, and functionality. The kitchen is the heart of the home, complete with granite countertops, stainless steel appliances, sleek cabinetry, pantry and a large center island perfect for gathering and entertaining. Upstairs, you'll find a large primary suite with a beautifully finished en-suite bath, along with two additional bedrooms, a full guest bathroom, and convenient second-floor laundry. Situated just minutes from Westbrook's vibrant downtown, local parks, schools, and a quick drive to Portland, this home offers the perfect combination of suburban comfort and city convenience. Don't miss the opportunity to own a brand-new home in one of Southern Maine's most growing communities!

15 Lane Ave, Portland

Listing courtesy of Dan Anderson Real Estate, Inc..

$459,000
3 Beds 1 Baths
Welcome to 29 Brook Road, a charming 3-4 bedroom Cape tucked into Portland's desirable North Deering neighborhood. Full of warmth and everyday comfort, this inviting home offers a flexible layout that can easily adapt to a variety of needs. Inside, you'll find hardwood, tile, and carpeted flooring, a bright, sun-filled living room, and a spacious eat-in kitchen with ample cabinet storage. The floor plan includes a first-floor bedroom, a full bath, and an additional room that can serve as a playroom, home office, formal dining room, or fourth bedroom. A back mudroom with windows overlooking the partially fenced backyard adds both charm and function, while the layout also offers the convenience of single-level living if desired. Upstairs, two bedrooms with newer windows provide cozy, private spaces for family or guests. Notable updates include a Buderus boiler installed in 2015, a roof replaced in 2016, and rebuilt back stairs. Built in 1941, the home also features a full basement with room for storage, hobbies, or future finished space, a covered patio for outdoor relaxation, and a one-car garage with electricity and a remote door opener. Set on a manageable lot with a paved driveway, this property is conveniently located near schools, shopping, restaurants, trails, and downtown Portland. A wonderful opportunity to create a home filled with comfort, connection, and your own personal touch.

29 Brook Rd, Portland

Listing courtesy of Gardner Real Estate Group.

$990,000
5 Beds 4 Baths
Nestled in the heart of Portland's highly sought-after West End, this exceptional property is sure to charm investors and those seeking multi-generational living in a city setting. Currently operating as a highly successful Airbnb, the next owner could continue to make income from one or both of the living spaces, or owner occupy and utilize the first floor unit as an in-law suite. The spacious primary home features 4 bedrooms plus an office and 3 full bathrooms across three floors. Thoughtfully updated, the main home features a custom kitchen and inviting living spaces where soaring cathedral ceilings, exposed wood beams, and skylights create an airy yet cozy atmosphere, filling the kitchen and living room with beautiful natural light and architectural charm. Other standout features include a custom antique bar, wainscoting along the main staircase with a beautifully preserved original banister, and a private deck with low maintenance composite decking. The first floor bedroom is currently used as a home studio office with its own full bathroom. The secondary one bedroom, one bath unit is an easy one level living set up, all on the first floor. The full basement is available for storage. Built in 1874 and offering 2,634 square feet of living space, this West End gem is made even more special by amenities rarely found in the city: a private courtyard perfect for relaxing or entertaining, space for a city garden, and coveted off-street parking. Just moments from Portland's renowned restaurants, shops, hospitals, and waterfront, this is a rare opportunity to own a piece of Portland history.

75 Carleton St, Portland

Listing courtesy of Maine Real Estate Co.

$1,099,000
3 Beds 1 Baths
Perched along the scenic backshore of Peaks Island, this elevated, seaside cottage captures premium ocean views. The bright, year-round home has a single-level, open-concept floorplan with a spacious living room, dining area and kitchen - all oriented toward the water. The kitchen features a peninsula for barstool seating and a wood-burning stove for ambiance and extra warmth. Also facing the water is a vaulted, window-lined sun room/bonus room with French doors, skylights, and sliders that open to the sunny deck. Outside you'll enjoy ample wrap-around decking with stunning, unobstructed views, a private stone patio, lovely perennials / shrubs, and a grassy yard that's surrounded by nature. Enjoy the serenity of a sunrise, ocean breezes, birdsong, and the swishing tide - or venture out and explore the island on foot or bicycle. With Portland's Old Port just a 15-minute ferry ride away, endless dining options, shopping and entertainment await. This well-maintained island cottage is furnished so its new owner can unpack the groceries and stroll just a few steps to the water's edge. The heated, unfinished lower level offers valuable storage and potential living space.

252 Seashore Ave, Portland

Listing courtesy of Portside Real Estate Group.

$1,175,000
2 Beds 1 Baths
Here's your opportunity of a lifetime! This spectacular property is a truly rare offering with approximately 220 feet of ocean frontage overlooking Diamond Pass. Set well back from the road and perched along the shoreline, it captures sweeping, serene water views, sandy beach frontage (a rarity on the island), and a sense of peace and privacy that is increasingly hard to find. Whether it's mornings watching boats pass through the channel or quiet evenings at the water's edge, this is a setting that invites you to slow down and stay awhile. The existing home is ready for your vision--whether restoration, expansion, or reimagining. Whatever you choose, here's your opportunity to create something special in an extraordinary setting. Located near the island clubhouse and just steps from the water, there's potential for a mooring and possibly a dock (please verify). You're encouraged to perform your own due diligence regarding dock feasibility and accessory dwelling unit opportunities. It's rare to find this level of frontage, sandy beach access, and panoramic views in one property! Rarer still to have the opportunity to make it your own.

494 Island Ave, Portland

Listing courtesy of Locations Real Estate Group LLC.

$899,999
5 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 5-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.

$999,500
5 Beds 4 Baths
This beautifully maintained West End Victorian features historical charm with modern updates. First floor offers entry foyer with classic stairwell open to third floor, original hardwood floors and moldings, wood burning fireplace, updated kitchen with granite countertops, living room, family room, dining room, and half bath. Plus, a delightful rear sunroom with gas heat stove, which opens to rear fenced-in courtyard oasis with brick patio, perennials and ample room for vegetable gardening. The second level features four additional rooms; three spacious bedrooms and one that is ideal for an office with built-in bookshelves, as well as two full baths and laundry facilities. The third level has been transformed into a dramatic primary suite with cathedral ceilings with wainscotting, two walk-in closets, and tastefully modern bath and dressing area. The basement offers ample workshop area with finished ceiling and ability to add additional bath or additional laundry facilities. Newer sewer line to the street and new heat pump hot water heater in 2026. Single lane driveway will accommodate two cars of off-street parking. Excellent location with walkability to Western Prom, schools, restaurants, etc.

259 Spring St, Portland

Listing courtesy of Town & Shore Real Estate.

$395,000
6 Beds 2 Baths
NEW PRICE!! The transformation has already begun for the next owner on this turn-of-the-century townhouse style duplex ideally located for prime rental occupancy directly across from Maine Medical Center! The existing footprint offers potential for a first floor primary owner's unit with a two or three bedroom rental. The roof was replaced in 2010 and new footings were added under both kitchens in 2003 and 2011. The current owner has initiated kitchen and bedroom renovations on the left side (17 Russell St.), as well installing a few newer windows throughout. This property also represents an excellent opportunity to take advantage of RN-4 zoning which may allow for up to a 4 unit multi-family dwelling. Existing lot coverage and the maximum lot coverage in the RN-4 zone would appear to support a 6,000+/- square foot 4-story multi-family apartment building or condominium project. There's no shortage of doctors, nurses, technicians and staff that would love to walk to work every morning. Seize the opportunity and make this your next home or grand slam investment! Hold Harmless agreement required prior to viewing, please inquire for a copy. **Buyer to verify all measurements and perform all due diligence regarding zoning, uses and existing conditions.**

15-17 Russell St, Portland

Listing courtesy of Portside Real Estate Group.

$499,000
2 Beds 2 Baths
This beautifully renovated single-family home is move-in ready, with updates throughout and nothing left to do but settle in. The 1,040 sq. ft. layout showcases a brand-new kitchen with quartz countertops, warm wide-plank white oak flooring, new roof and heating system. Adding to the appeal, the home sits on a generous, oversized lot of approximately 0.3 acres-- delivering room to breathe just minutes from the peninsula, Maine Medical Center, and I-295. Tucked into Portland's desirable Rosemont neighborhood on the city's west side, it's steps from Capisic Pond Park and its walking trails, with easy access to Stevens Avenue shopping, USM, and Deering Center -- balancing quiet residential character with everyday walkability.

119 Capisic St, Portland

Listing courtesy of Town & Shore Real Estate.

$1,485,000
4 Beds 4 Baths
A rare opportunity to own a piece of Portland's architectural history. Designed by John Calvin Stevens, this distinguished Craigie Street residence sits on an uncommon double lot in Deering Highlands, offering space, privacy, and timeless design. Original millwork, custom built-ins, and striking fireplaces reflect the home's heritage, while thoughtful updates bring modern comfort. Sunlight fills generously scaled rooms, creating a warm and refined living environment throughout. The kitchen is a standout, featuring soapstone countertops, custom cabinetry, and seamless flow for everyday living and entertaining. Upstairs, the spacious primary suite offers a private retreat with a spa-like bath, steam shower, double vanities, and a walk-in closet. Two additional generously sized bedrooms provide comfortable accommodations with ample room for larger furnishings. A smaller bedroom currently functions as an office, while a bonus third-floor room creates additional space for guests, work, or creative use. Flexible spaces throughout the home are complemented by abundant storage and a spacious lower level with additional potential. Set on a beautifully landscaped double lot, the grounds include mature plantings, fruit trees, raised garden beds, and a large stone patio ideal for outdoor dining and entertaining. Located just minutes from Portland's dining, trails, and cultural offerings, this is a rare opportunity to own a home with both history and heart.

160 Craigie St, Portland

Listing courtesy of Portside Real Estate Group.

$569,000
2 Beds 2 Baths
Conveniently located in the heart of the West End, 30 -34 Dow Street -- a federal style main home and barn -- provides a wide mix of opportunities all while being rooted in historic Portland. Within easy walking distance to Maine Medical Center, downtown Portland, Old Port and the city center, the main house features 1.5 stories and sits on a large lot that includes ample off-street parking. The first floor offers a nice open flow from living room to kitchen. Two bedrooms on the second floor provide privacy from the main living space. An oversized two-story barn presents many potential possibilities with city and any other required approvals: from ADU to office space or even expanding into a multifamily or condo, this barn awaits your creativity and vision. Looking for a small intown garden? Behind the house offers opportunity for a private sitting area or a place to plant your flowers or vegetables. If you are looking for West End location where you can bring your vision to life, check out 30 Dow Street today.

30 Dow St, Portland

Listing courtesy of EXP Realty.

$1,095,000
2 Beds 3 Baths
Perched atop Portland's coveted Munjoy Hill, 67 Merrill Street is a 2020-built residence that artfully marries historic charm with contemporary comforts. Enter through a period foyer into a timeless, thoughtfully arranged floor plan that feels both elegant and inviting. The generous living room is bright and airy, ideal for gatherings, quiet evenings, or curling up with a book. The chef's kitchen is a showpiece with custom cabinetry, abundant prep surfaces, and a sunny eat-in nook that opens to the back deck and private garden perfect for morning coffee or seamless indoor-outdoor entertaining. Upstairs offers two generously sized bedrooms and an open landing equally suited as a reading room or home office. The luxurious primary suite is serene and refined, featuring custom wardrobes, a spa-like bath with a large tiled shower, and glimpses of the water. With warmer days ahead, enjoy alfresco dining and summer nights in a beautifully landscaped, picture-perfect yard. Munjoy Hill living at its finest.

67 Merrill St, Portland

Listing courtesy of Portside Real Estate Group.

$1,169,000
3 Beds 2 Baths
DIAMOND PASS Nestled in among vintage year-round Peaks Island cottages this is a unique and prized area of the island. You have deeded shore rights and can amble down the passage to the beach to enjoy all the wonders of the shore. Fully equipped kitchen with pantry, dining room, comfortable living room with wood stove, large family room, laundry room, 2 baths, 3 bedrooms, deck, patio and outbuildings. You have commanding water views of Casco Bay, Diamond Passage & Portland Harbor. And, watch the Portland skyline light up at dusk with the twinkling lights of evening approaching. A perfect location to have picnics on the beach, a refreshing dip to cool off on a hot summer day, a paddle on the bay. Head down to the sailing/tennis club to socialize with friends. Partake of the dazzling pink & purple sunsets from the patio, deck or comfort of your island home. One of the best places to watch the Fourth of July fireworks. There's no end to the pleasure this property will provide!!!!

364 Island Ave, Portland

Listing courtesy of Portside Real Estate Group.

$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.

$479,900
3 Beds 2 Baths
Beautifully Renovated Home in the Heart of East Deering! Welcome to 566 Washington Ave, a completely remodeled home where classic Portland character meets modern design and comfort. This property has been thoughtfully updated from top to bottom, offering a new owner the rare opportunity to move right into a home where everything is brand new. Inside, you'll find a bright, open layout with new flooring, fresh finishes, and an updated kitchen featuring new cabinetry, countertops, and appliances. The bathrooms have been fully renovated with modern fixtures and clean, timeless style. New systems, windows, and mechanicals provide peace of mind and efficiency for years to come. Located in Portland's desirable East Deering neighborhood, this home offers the perfect balance of convenience and community. Just minutes from downtown Portland, Back Cove, local shops, restaurants, and easy access to I 295, the location makes everyday living simple and connected while still feeling residential. Whether it's your first home, you are a downsizer, or someone looking for a low maintenance home in a strong neighborhood, this property delivers modern living without the wait or hassle of renovations. A turnkey home in a well established Portland neighborhood is a rare find. This one is ready for you.

566 Washington Ave, Portland

Listing courtesy of Spectrum Real Estate.

$700,000
3 Beds 2 Baths
Welcome to 17 Elizabeth Road on Peaks Island -- a thoughtfully updated and lovingly maintained 3-bedroom, 2-bath coastal retreat just a scenic 17-minute ferry ride from downtown Portland, Maine. Located only a 6-minute walk or quick golf cart ride from the ferry landing, this property offers the perfect blend of peaceful island living and convenient access to Portland's award-winning restaurants, shopping, galleries, and waterfront nightlife. Bring your car on the ferry or embrace the walkable island lifestyle. Filled with charm and character, the home features hardwood floors, abundant natural light, seaglass-inspired interiors, a stunning stained glass window, and a one-of-a-kind staircase crafted with repurposed piano legs. Thoughtful updates include new appliances, fresh landscaping, and interior and exterior painting, creating a move-in ready home with timeless coastal appeal. Enjoy coffee on the inviting front porch and unwind after beach days on the private back porch overlooking a unique backyard oasis. The oversized shed offers endless possibilities as an art studio, bunk house, workshop, gardening space, or storage for beach and boating gear. Just a short walk to Centennial Beach, this home is perfectly positioned to enjoy boating, fishing, kayaking, sailing, pickleball, tennis, scenic bike rides, golf cart cruising, and beautiful coastal walks. Rich in history and known for its vibrant yet relaxed community, Peaks Island offers modern conveniences including a grocery store, restaurants, post office, elementary school, and local shops -- all surrounded by the beauty of Casco Bay. Whether you are searching for a year-round residence, summer getaway, or investment opportunity, 17 Elizabeth captures the magic of Maine island living. Get in before summer and discover why so many people return to Peaks Island year after year.

17 Elizabeth St, Portland

Listing courtesy of Carey & Giampa, LLC.

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.

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