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29 Longfellow St, Portland
$899,900
4 Beds ⋅ 2 Baths
Oakdale beauty! Classic 4-bedroom, 2-bath Colonial set on an extraordinarily private lot directly across from Longfellow Park — a rare offering in this sought-after Oakdale neighborhood. Step inside to a warm, sun-filled foyer with hardwood floors and a beautifully preserved staircase that sets the tone for the home's timeless character. The bright living room, centered around a classic fireplace with built-in bookshelves on either side, flows seamlessly into a formal dining room — ideal for both everyday living and entertaining. The eat-in kitchen features absolute black granite counters, white shaker cabinetry, stainless appliances, a charming breakfast nook bathed in natural light, and a side entrance to the deck leading to a one-car detached garage just beyond. Upstairs, the primary suite and three additional bedrooms offer comfortable, light-filled space, complemented by an updated full bath with a classic clawfoot soaking tub and separate tiled shower. The finished lower level adds valuable flexible living space with a cozy family room and a second full bath — perfect for guests, a home office, play room, or a media room. Outside, the idyllic backyard is a true retreat: a deck off the kitchen leads down to a stone patio tucked among mature trees and lush plantings, offering a level of privacy rarely found this close to the heart of Portland. With its unbeatable location across from the park, generous lot, and thoughtful updates throughout, 29 Longfellow Street is a special opportunity in one of Portland's most treasured neighborhoods.

29 Longfellow St, Portland

Listing courtesy of The Flaherty Group.

88 Greenwood Ln, Portland
$745,000
3 Beds ⋅ 2 Baths
There is an ease to 88 Greenwood Lane that reveals itself slowly. Set in Portland's coveted North Deering neighborhood, the home is surrounded by mature landscaping, flowering trees and established gardens, creating a setting that feels private while remaining close to the city. Inside, hardwood floors carry through bright, well-proportioned living spaces. The vaulted living room overlooks the backyard, while the updated kitchen with granite countertops opens naturally to the dining and sitting areas. A newly added gas fireplace gives the main level a warm, inviting focal point. The flexible floor plan includes a first-floor bedroom with an adjoining office and nearby full bath. Upstairs are two generous front-to-back bedrooms and a second full bath, while the partially finished basement offers additional space for a family room, gym or home office. Outside, a spacious patio and deck extend the living space into the gardens, while the attached two-car garage includes unfinished space above with an abundance of future potential. The property has been thoughtfully refreshed with interior/exterior paint, plum-toned foundation and door accents, and extensive landscaping improvements. A new roof in 2025 adds to the list of updates. Close to Portland Trails, Riverside Golf Course, neighborhood dining and downtown Portland, 88 Greenwood Lane offers an appealing balance of space, character and convenience. Make it yours today!

88 Greenwood Ln, Portland

Listing courtesy of Portside Real Estate Group.

50 Myrtle St, Portland
$819,000
3 Beds ⋅ 3 Baths
50 Myrtle Street is a distinctive contemporary home in the heart of the Peninsula, combining clean design, private heated garage parking, and an exceptionally convenient downtown location. Thoughtfully designed across three levels, it offers the privacy and independence of a single-family home with the ease of downtown living. Priced more than $100,000 below its assessed value, it presents a real opportunity to own a truly special home with the city at your doorstep. The first level is accessed directly from the attached heated garage and features a bedroom and full bath, thoughtfully separated from the main living spaces. Flexible and private, this level works beautifully as a guest suite, home office or retreat. The main living level is bright and inviting, with an open layout designed for easy entertaining that extends onto a covered porch. The living room features a sleek fireplace, while the adjacent kitchen adds a playful dose of personality with marble countertops, island seating, and a distinctive orange Smeg refrigerator. Bamboo hardwood floors run throughout, creating a warm backdrop for the home's clean, modern aesthetic. The top level offers two additional bedrooms and a beautifully finished full bath with a generous double vanity and lots of storage. The toilet and custom-tiled shower are privately separated by a pocket door. With access from both the primary bedroom and hallway, the bath offers the flexibility of an en suite or shared bath. The location is hard to beat: just one block from Merrill Auditorium and two blocks from The Press Hotel and Exchange Street. Much of the peninsula is within easy walking distance, from the breweries of East Bayside to the Eastern Prom and Old Port. Pick up groceries at Whole Foods or Trader Joe's, stroll to Exchange Street for shopping and dining, catch a show at Merrill, or head to the Old Port for an evening out.

50 Myrtle St, Portland

Listing courtesy of Peninsula Real Estate LLC.

11 W Kidder St, Portland
$579,900
3 Beds ⋅ 1 Baths
Beautifully renovated and impeccably presented, this stunning ranch offers an exceptional opportunity to enjoy turnkey living in one of the area's most convenient and desirable settings. Thoughtfully updated from top to bottom, the home combines timeless appeal with modern finishes and the ease of a truly move-in-ready property. The bright and airy kitchen pairs sleek quartz countertops with a gas range, stainless steel appliances, and generous cabinetry, creating a space that is as functional as it is refined. The spacious living room is bathed in natural light, complemented by recessed lighting and an inviting sense of openness that makes it equally suited to quiet mornings or entertaining guests. The home offers three comfortable bedrooms, one beautifully updated bath, and a versatile bonus room that can effortlessly adapt to your lifestyle. Envision a private home office, creative studio, fitness room, or dedicated hobby space—the possibilities are yours. Behind the beauty is an impressive list of recent improvements, offering both peace of mind and exceptional convenience. New windows, new roof shingles, a new double-lined Roth oil tank, new 200-amp electrical service, a new driveway, a new garage door and opener, and numerous additional updates ensure that the major projects have already been thoughtfully addressed. Beyond your front door, enjoy a location that embraces an active and connected lifestyle. Payson Park is steps away, offering easy access to its extensive recreational amenities, while Baxter Boulevard provides a scenic backdrop for morning walks, afternoon bike rides, or leisurely strolls along the water. With its elevated finishes, extensive renovations, abundant natural light, and enviable location, this exceptional property offers the rare combination of style, comfort, convenience, and peace of mind. Beautifully finished and ready for its next chapter, this is a home where all you need to do is turn the key and settle in.

11 W Kidder St, Portland

Listing courtesy of Landing Real Estate.

89 Dorset St, Portland
$515,000
3 Beds ⋅ 1 Baths
A fenced in yard, plenty of parking, a dead end street, and downtown Portland just minutes away. Now we're talking! Welcome to a 3 bedroom, 1 bathroom home in a residential Portland neighborhood that checks plenty of the boxes buyers are looking for right now. The main level features an open kitchen, dining and living area (with access to an oversized deck), while the second floor offers three bedrooms and a full bathroom. The basement adds approximately 268 square feet of additional space for storage, hobbies, gaming, or a gym. And yes, there's a toilet downstairs. No fancy title needed. It gets the job done. Outside is where this one really shines with a fenced-in yard, plenty of parking and a dead end street that gives you a little breathing room while keeping you super close to everything. Shopping, restaurants, major routes, downtown Portland, Eastern Promenade, Back Cove and some of Maine's best food and entertainment are all within easy reach.

89 Dorset St, Portland

Listing courtesy of Real Broker. 207-317-6464

48 W Kidder St, Portland
$895,000
5 Beds ⋅ 3 Baths
Rarely does an opportunity like this come along in Portland! Set on an exceptional 1.17-acres, this expansive Cape offers over 3,000 square feet of living space, privacy, flexibility, and direct proximity to the outdoor recreation at Payson Park and Baxter Boulevard. The finished space above the garage also includes a bonus kitchenette, dining area, living room, bedroom, office, and full bath—ideal for extended family, guests, or flexible living arrangements. While the home would benefit from some updating, the combination of land, square footage, location, and versatility makes this an exceptional opportunity. Whether you envision a private family compound, a home with separate guest quarters, or a thoughtfully renovated residence tailored to your lifestyle, this property provides the canvas. Open house Sunday the 11th, 1:00-3:00pm

48 W Kidder St, Portland

Listing courtesy of Portside Real Estate Group.

10 Exchange St Unit 409, Portland
$485,000
2 Beds ⋅ 1 Baths
Open House Sunday, 10/11 from 9:30-11AM! Experience the best of Portland's Old Port from this stylish 2-bedroom condo with a flexible loft space, perfect for guests, work, or additional sleeping. Set within a beautifully converted historic building, the unit blends charm and modern comfort with soaring ceilings, oversized windows and an open, airy feel. A newly added heat pump ensures year-round efficiency and comfort. Step outside to cobblestone streets lined with award -winning restaurants, boutique shops, and the working waterfront just moments away. Weather you're seeking a vibrant in-town residence or a proven income property, this unit delivers, boasting a strong, established short-term rental history in a desirable association. Live, invest, or escape, right in the heart of Portland's most iconic neighborhood.

10 Exchange St Unit 409, Portland

Listing courtesy of Portside Real Estate Group.

15 Chesley Ave, Portland
$399,000
2 Beds ⋅ 1 Baths
** Interior photos available October 15th/16th. Showings begin October 16th. ** A fenced backyard, a deck under the trees, and room to spread out inside make this Portland raised ranch feel like home from the start. Set on a dead end street, it brings together useful living space, outdoor enjoyment, and a location that keeps everyday stops and weekend plans within easy reach. The rear deck has space for morning coffee or an evening outside, with steps down to a level lawn framed by trees and established plantings. There is room for a garden, a dining table, and gatherings that linger into the evening. Inside, approximately 1,262 finished square feet are arranged across two levels. The main floor includes two bedrooms, a full bath, kitchen, living room, and dining room, with a broad front window bringing in natural light. Wood, tile, and vinyl flooring run throughout, and the kitchen includes a dishwasher, electric range, microwave, and refrigerator. Downstairs, approximately 494 finished square feet include two additional rooms with flexibility for a home office, media room, creative space, or exercise area. Daylight windows, laundry hookups, storage, and interior access make the lower level a practical part of the home. A bulkhead adds exterior basement access. The 0.11 acre lot includes a paved driveway with parking off the street, along with public water and sewer. The location adds another layer of appeal: Northgate shopping and groceries are nearby, while Pine Grove Park and the Presumpscot River Preserve bring wooded trails and riverside scenery into the surrounding area. Back Cove's scenic loop, downtown restaurants, and the Old Port's shops and waterfront expand the possibilities for time out. Convenient access to major roads makes it easy to connect with the rest of Greater Portland. Room to garden, space for hobbies, and plenty to explore nearby.

15 Chesley Ave, Portland

Listing courtesy of Maine Real Estate Co.

133 Saugus St, Portland
$545,000
3 Beds ⋅ 1 Baths
Meticulously maintained Ranch-style home includes a comfortable one-level living with fresh paint, numerous updates and an abundance of storage. The home features a generous kitchen with plenty of cabinet and counter space and practical dining area. The 3 bedrooms with ample closet space, one full bath, hardwood and tile flooring, updated windows, vinyl siding, and a newer roof. The finished basement provides additional living space with a spacious family room, office area, laundry, and plenty of storage. Step outside onto the deck overlooking the private, wooded backyard, complete with a 12 x 12 storage shed. A large 24 x 24 detached garage offers additional storage above, providing plenty of room for vehicles, hobbies, and equipment. A wonderful opportunity for those seeking a well-cared-for home with generous indoor and outdoor storage.

133 Saugus St, Portland

Listing courtesy of EXP Realty.

88-90 Forest Ave, Portland
$719,000
3 Baths
GROUP SHOWINGS: Two group showings are scheduled for Friday, 10/9, and Monday, 10/12, both from 12:00-1:00 PM. Agents and buyers are welcome to arrive anytime during either one-hour showing window. No appointment necessary. Located in one of Portland's most convenient and connected neighborhoods, with an exceptional 95 Walk Score, this is a location where a car is optional—although three coveted off-street parking spaces come with the property! Walk to in-town action, nearby Deering Oaks Park, restaurants, shops, trails and the energy surrounding Bayside, one of Portland's most dynamic and evolving neighborhoods. This well-maintained three-family offers flexibility, income and an outstanding owner-occupied opportunity. Two beautifully updated, condo-quality units are vacant and ready for their next chapter. The current owners have utilized the top floor for Airbnb with tremendous success and terrific rental history, while the first floor is occupied by a wonderful long-term tenant who would like to stay and is currently at will. Each unit has separate heat, hot water and electricity. Out back, a private yard creates a surprising urban retreat. Downstairs, the daylight basement offers even more possibilities. While unfinished, it could become a workshop, home office, creative space or the perfect headquarters for all your urban biking adventures. Why settle for a condo when you can own a condo-quality home while building equity and generating income under the same roof? This is a compelling opportunity to live affordably, invest intelligently and enjoy one of Portland's most walkable locations. Priced to sell—don't wait. Schedule your private tour today!

88-90 Forest Ave, Portland

Listing courtesy of Benchmark Real Estate.

125 W Commonwealth Dr, Portland
$550,000
3 Beds ⋅ 2 Baths
Welcome to 125 W Commonwealth Drive, a true gem tucked into Portland's desirable Riverton neighborhood, where established streets, community connection, and homes that rarely change hands create a special sense of place. Set on nearly half an acre, this beautifully updated single-family home offers one of the neighborhood's most impressive lots w an unexpectedly private backyard oasis right in the heart of Portland. Inside, well-appointed rooms feel warm, comfortable, and thoughtfully updated. Two beautifully renovated full bathrooms add modern style, while durable HardiePlank siding brings lasting curb appeal. When Maine winter arrives, cozy up beside the wood-burning stove insert; when warmer days return, step outside and discover a backyard made for entertaining, gardening, play, or simply relaxing in your own private retreat. The basement offers exciting additional potential and is ready to be transformed into even more finished living space; whether you envision a family room, home gym, office, or recreation area. And the location ties it all together. Enjoy easy access to neighborhood schools, athletic fields, swimming, Portland's extensive trail system, local restaurants, shopping, and everything the city has to offer; all while coming home to the privacy and space of an established residential neighborhood. With its generous lot, thoughtful updates, inviting living spaces, and sought-after Riverton setting, 125 W Commonwealth Drive is the kind of Portland property that doesn't come along often. A special home, an exceptional lot, and a neighborhood you'll love calling home.

125 W Commonwealth Dr, Portland

Listing courtesy of Portside Real Estate Group.

21 Edwards St, Portland
$699,000
2 Baths
Nestled in Portland's charming Oakdale neighborhood, this well-appointed 2-unit property is a fantastic opportunity for owner-occupants and investors alike. Conveniently located just minutes from downtown Portland, Thompson's Point, and 295, the location couldn't be more practical or convenient. The sunny first floor unit welcomes you with an open-concept kitchen and living room anchored by a classic brick fireplace; warm, inviting, and full of character. Two bedrooms with ample storage and a bonus room perfect for a home office or workout space round out this level, offering comfortable and flexible living. The second floor unit impresses with three bedrooms, a fourth bonus room, a spacious living room, and a kitchen with updated cabinetry and appliances. Outside, a fenced-in yard and two-car garage add everyday convenience and appeal. A wonderful opportunity to live in one unit while the other works for you, or to add a turnkey property to your portfolio. Group Showings/Open Houses: Saturday 10/10 10 am - 11:00 am Sunday 10/11 11-12:30; Tuesday 10/13 12:00 pm - 1:00 pm; Thursday 10/15 3:00pm-4:00pm

21 Edwards St, Portland

Listing courtesy of Portside Real Estate Group.

15 Russell St, Portland
$350,000
2 Baths
Prime Portland Investment Opportunity! Calling all investors, contractors, and visionaries. Located in a highly desirable Portland neighborhood, this 2-unit duplex at 15 Russell Street offers a rare chance to bring a multi-family property back to life. Priced aggressively this building is a true blank canvas awaiting a complete top-to-bottom renovation. Whether you are looking to execute a full condo-conversion, design a premium owner-occupied multi-family, or add a high-yield rental asset to your portfolio, the potential here is unmatched. The property requires extensive rehabilitation and is being sold strictly as-is, making it an ideal candidate for cash buyers or 203k/construction financing. Capitalize on Portland's exceptionally strong rental market and severe inventory shortage. Properties with this level of value-add potential are increasingly rare. Bring your architect, your contractor, and your imagination to unlock the immense equity waiting within these walls.

15 Russell St, Portland

Listing courtesy of Keller Williams Realty.

340 Eastern Promenade Unit 233, Portland
$685,000
2 Beds ⋅ 3 Baths
Who wouldn't want this view! Beautiful unit with all the advantages of in town living and views and privacy that only enhance the location. This beautiful condo that offers spectacular ocean views from one side and overlooks the private swimming pool and well-manicured grounds. From the livingroom you can watch the city lights twinkle at night! Walk to everything! Tennis courts, food trucks, public beach, and pickleball courts. Portland is known for it's wonderful restaurants. This is a lovely 2 bedroom, 1.5 bath, maintenance free condominium. Living here offers an open floor plan, central air, and the covedted covered parking in a reserved space. Enjoy a secure lobby, elevator access, well apointed gym, library and common function room. There is plenty of space for bike storage in your private storage cubicle.

340 Eastern Promenade Unit 233, Portland

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

58 Ridge Rd Unit 7, Portland
$629,900
3 Beds ⋅ 4 Baths
You'll appreciate this spacious 4 level townhouse located at Ocean Ridge. Upon entering the tiled front foyer and stepping into the main living area, you immediately feel at home. Wonderful accents such as oak floors, a gas fireplace with a decorative tile surround, and large windows fill the living and dining areas with warmth. You'll be impressed with the open kitchen which features fine birch cabinets, granite countertops, updated Samsung stainless steel appliances, and a large granite-capped island. The second level features two spacious bedrooms and a full bathroom with granite & vessel bowl sink. The upper-level primary suite features vaulted ceilings, custom mahogany-toned wood floors, walk-in closets, and a spacious bathroom with a granite-top vanity, luxurious tiled spa shower and jet tub. For bonus space, the walk-out lower level features 9' ceilings, vinyl plank flooring, a full bathroom and a slider to a patio looking toward the woods. Perhaps best of all, the overall siting with southern exposure is ideal for winter light and solar gain; yet, the wooded backyard provides comfortable shading during the summer months. For added comfort, efficient heat pumps on all levels and bedrooms provide year-round heating and A/C. Here you'll find all the privacy and comforts of home while still enjoying convenient access to all of Portland's amenities.

58 Ridge Rd Unit 7, Portland

Listing courtesy of RE/MAX Shoreline.

117 Allen Ave, Portland
$800,000
3 Baths
Investors, this one checks all the boxes for an income property or for owner-occupied living. This stately 1912 Victorian with three fully leased apartments in Portland's North Deering neighborhood generates $74,400 in gross annual income. The building offers TWO 2BR/1BA units ($2,400/month on the first floor and $2,100/month on the 2nd floor), and a 1BR/1BA third-floor unit ($1,700/month), each with separate utilities. Landlord pays water & sewer for all. The 3rd-floor unit is income-controlled by the City of Portland - seller currently pays the unit's utilities. Unit 2 is leased through the end of 2026. Units 1 & 3 have leases in place through 10/1/2027. Period charm abounds, with two fireplaces, a large front porch, built-in cabinetry, and original molding, complemented by thoughtful modern updates. 2021 updates include the first-floor kitchen-new cabinets, a butcher block island, and new appliances, including a natural gas range, an added doorway to the dining room, a replaced ceiling in the middle bedroom, and fresh paint throughout unit 1. In 2022, a new sewer line was installed along with a new heater for the second-floor front stairwell. In 2024, the second floor was repainted, its kitchen floor was refinished, and washer/dryers were added for units 2 and 3, so each unit has its own laundry set (landlord owned.) In 2025, an electric hot water heater for the 2nd floor and updated sprinkler system electrics were installed. In 2026, the exterior was painted, a new storm door was installed, landscaping was completed, and the interior stairs were freshly painted. Set on a level 0.29-acre lot near Yale Street, the property also includes a detached 2-car garage, a storage shed and ample off-street parking. Enjoy a convenient location close to UNE's Dental School, shopping, public transit, and great restaurants, with easy access to I-95, I-295, and the airport. This well-maintained, fully occupied investment property is ready for you!

117 Allen Ave, Portland

Listing courtesy of Keller Williams Realty. info@MaineDreamProperties.com

150 Brighton Ave Unit 1, Portland
$399,000
2 Beds ⋅ 2 Baths
Bright, sunny end unit townhouse in a three-unit complex, tucked into the USM/Oakdale neighborhood. The first floor features an open dining and living area anchored by a two-sided wood fireplace, plus a half bath. The cheery kitchen has stainless steel appliances and marble counters. Upstairs, you'll find two nicely sized bedrooms and a full bath. Enjoy the convenience of your own 1-car garage plus guest parking, plus affordable HOA dues and heating costs. The location is hard to beat. Walk or bike to downtown, the Back Bay, and Deering Oaks, or hop on the bus line right nearby. Game days are easy too: start with happy hour at Continental, then walk over to Fitzpatrick Field to cheer on the Hearts of Pine!

150 Brighton Ave Unit 1, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

55 Huntington Ave, Portland
$475,000
3 Beds ⋅ 2 Baths
**A home with room to make it your own!** Welcome to 55 Huntington Avenue in Portland! This 3-bedroom, 2-bath split-level home offers 1,280 square feet of finished living space on a 0.23-acre lot. Inside, you'll find an eat-in kitchen with quartz countertops, a finished lower level with a family room and additional bedroom, and a pellet stove for added comfort. Step outside to a deck, a fenced yard, and a well-landscaped setting with room to enjoy the outdoors. Conveniently located near shopping, public transportation, and major roadways, this property offers an opportunity to put your own stamp on a home and create a space that fits your vision. Whether you're looking for a place to call home or exploring your next real estate opportunity, come see the possibilities for yourself!

55 Huntington Ave, Portland

Listing courtesy of The Maine Real Estate Experience.

121 Read St, Portland
$880,000
5 Beds ⋅ 3 Baths
New Offering in Portland's Back Cove neighborhood. Large and Fully applianced "Chef's Kitchen" just 2 minutes walk to the Boulevard! Over 2,000 square feet of 1900's charm. 1910 colonial with high ceilings, operational wood fireplace, stylish easy living. 4-5 bedrooms, w/elegant large windows and lots of light. 2.5 baths. Over 2,000 Square feet of living space. Original hardwood floors throughout. LR w/wood burning fireplace. Formal dining room, Sunroom with direct access to large back deck overlooking the back yard. Could be perfect playroom or office w/ 1/2 bath. 4 bedrooms and full bath on 2nd floor. 3rd floor offers master suite and full bath with skylight. Roomy private rear garden with garage. Front door opens to the full-width front porch protected by mature foliage

121 Read St, Portland

Listing courtesy of Harborview Properties, Inc..

68 Taft Ave, Portland
$525,000
3 Beds ⋅ 2 Baths
Welcome to 68 Taft Ave, a stylish 3-bedroom, 2-bath ranch tucked into a convenient Portland location just moments from Westbrook. The main level offers an easy, spacious layout with three bedrooms, an updated kitchen, generous living room, and formal dining room. The partially finished basement adds flexible bonus space, currently used as a music & media room with a bonus informal bedroom. Step outside to a beautifully refreshed backyard designed for relaxing and entertaining. New landscaping and hardscaping surround the in-ground pool, including a Pennsylvania bluestone patio and steppers and a natural stone pool deck. A two-car tandem garage adds valuable storage and parking. With easy access to I-95 and just minutes from an abundance of shops, restaurants, and everyday conveniences, 68 Taft Ave offers the space and amenities to enjoy both home and everything Greater Portland has to offer.

68 Taft Ave, Portland

Listing courtesy of Waypoint Brokers Collective. ali@waypointbrokers.com

70 Carter St, Portland
$659,900
3 Beds ⋅ 2 Baths
Welcome to 70 Carter Street, a charming Cape-style home in Portland's desirable North Deering neighborhood. Offering approximately 1,508 square feet of living space, this 3-bedroom, 2-bath home blends classic character with thoughtful updates and a comfortable, versatile floor plan. Inside, you will find an updated kitchen featuring a new 6-burner gas stove, fully renovated bathrooms, and hardwood and tile flooring throughout. Radiant heat in the mudroom, dining room, and kitchen adds an extra touch of comfort, while five heating zones provide flexibility and efficiency. A wood-burning fireplace creates a warm and inviting living room. The first-floor bedroom offers convenient single-level living potential. The home features six rooms in total, along with a full basement providing additional storage and flexibility. Outside, the well-landscaped approximately 0.23-acre lot offers plenty of space for gardening, recreation, entertaining, or simply relaxing at home. Set in an established North Deering neighborhood, 70 Carter Street offers a welcoming residential setting while remaining convenient to Portland's many amenities. With its updated kitchen and baths, attractive flooring, first-floor bedroom, and comfortable living spaces, this inviting Cape is ready to welcome its next owner.

70 Carter St, Portland

Listing courtesy of Keller Williams Realty.

68 Evergreen Lndg, Portland
$695,000
2 Beds ⋅ 1 Baths
If you could board a boat and, in about 15 minutes, enter a place of serenity and sanctuary—where life slows down, neighbors know one another, friends gather and families reconnect—would you do it? Would you escape for weekends, an entire summer or make island life your year-round reality? What if you could create something you love and, when you are away, something that works for you? This is your opportunity. Tucked within coveted Evergreen Landing, this rare year-round cottage transports you back in time while keeping you close to everything that makes Peaks Island so special. Park near the end of Island Avenue and follow the path to a home with no passing traffic and no bustle—only peace, privacy, direct, privately owned water frontage and protected panoramic views across Casco Bay. Here, the soundtrack is the rolling surf and distant bell buoys. Dating to 1900, the 1,740-square-foot cottage offers two bedrooms, one full bath, windows in every room and a flexible floor plan ready for its next chapter. A new roof, rebuilt front porch, and recently replaced septic system and water line—all completed within the past two years—provide an important head start. Enjoy it as it is: authentic, rustic and filled with island character. Thoughtfully improve it while preserving its history. Or transform it into a spectacular modern coastal retreat. With year-round use and exceptional appeal as an island getaway, the possibilities extend well beyond personal enjoyment. Use it whenever you wish, then unlock its tremendous short-term rental potential during the weeks and seasons you are away—creating a property that can deliver both memories and income. Rare privacy and protected panoramic views make this the kind of property that cannot be fully captured in words or photographs. You have to stand here, take in the view and feel the pace of life change. Peaks Island has always been special. This is one of the places that shows you why.

68 Evergreen Lndg, Portland

Listing courtesy of Benchmark Real Estate.

59 West St Unit 2W, Portland
$795,000
2 Beds ⋅ 2 Baths
Space, sunlight and simplicity come together in this sun-filled second-floor flat offering nearly 1,500 square feet of gracious, single-level living. High ceilings, gleaming hardwood floors and original trim bring warmth and character throughout. The flexible floor plan includes two bedrooms, a dedicated office, one and a half baths, generous closets and a spacious living room anchored by a wood-burning fireplace. The high-end eat-in kitchen, updated bath and in-unit laundry make everyday living easy. Meticulously maintained by its current owners, this home is truly turnkey and ready to enjoy from day one. Off-street parking, private storage, and a well-run, pet-friendly association with a monthly fee of just $500 complete the package. This is why you buy a condominium: stress-free living without sacrificing space, style or location. Peaceful yet perfectly positioned, you are moments from the Western Promenade, Waynflete School, Reiche Community School, Portland High School, Maine Medical Center and countless employers, parks, playgrounds, pubs, restaurants and recreational opportunities. A condo that is quiet at home and connected to it all.

59 West St Unit 2W, Portland

Listing courtesy of Benchmark Real Estate.

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