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$434,000
2 Beds ⋅ 1 Baths
Simple living is made easy in this well-maintained ranch-style home, offering the perfect blend of comfort, flexibility, and convenience. With 2-3 bedrooms, the additional room can easily serve as a third bedroom, nursery, home office, or hobby space to fit your lifestyle. Enjoy peace of mind with numerous recent exterior updates, including newer siding, gutters, roof, and more--making homeownership easier with less maintenance. Outside, the fenced backyard provides a private retreat complete with a fire pit area, perfect for relaxing evenings or entertaining guests. The property also features a detached garage with an additional driveway and extra parking alongside the garage, offering plenty of space for vehicles, trailers, or guests. Inside, you'll appreciate the functional layout with a welcoming mudroom, a small deck for enjoying the outdoors, and a finished bonus family room in the basement that adds valuable living space for recreation, movie nights, or a home gym. Whether you're just starting out, looking to downsize, or simply seeking a move-in-ready home with flexible spaces, this charming ranch is ready to welcome you home.

162 Westbrook St, South Portland

Listing courtesy of Keller Williams Realty.

$775,000
135 Ocean Street -- Prime investment in Knightville. This well-maintained mixed-use building on one of South Portland's most sought-after blocks presents a rare opportunity for stable income and long-term growth. The property includes two residential units and a first-floor commercial space, all currently occupied by long-term tenants. The commercial tenant operates a medical cannabis business and has been in place for seven years, providing a dependable anchor for the building. Located in the heart of the neighborhood's activity and close to transit, shops and services, this property is an attractive option for an investor seeking steady cash flow and future upside.

135 Ocean St, South Portland

Listing courtesy of Portside Real Estate Group.

$775,000
3 Baths
135 Ocean Street -- Prime investment in Knightville. This well-maintained mixed-use building on one of South Portland's most sought-after blocks presents a rare opportunity for stable income and long-term growth. The property includes two residential units and a first-floor commercial space, all currently occupied by long-term tenants. The commercial tenant operates a medical cannabis business and has been in place for seven years, providing a dependable anchor for the building. Located in the heart of the neighborhood's activity and close to transit, shops and services, this property is an attractive option for an investor seeking steady cash flow and future upside. GROUP SHOWINGS: Tuesday 7/28, 1:30 - 2:30 and Thursday 7/30, 1:30 - 2:30

135 Ocean St, South Portland

Listing courtesy of Portside Real Estate Group.

$699,000
3 Beds ⋅ 3 Baths
Here's your opportunity to own a charming home in one of South Portland's most desirable neighborhoods. Perfectly situated near Willard Square, this location offers exceptional convenience with restaurants, bakeries, beaches, parks, and everyday amenities all just a short walk or bike ride away. Whether you're looking for your first home, a place to downsize, or a home with flexible living space, this property is designed to fit a variety of lifestyles. Inside, you'll find three bedrooms, two full bathrooms, including the convenience of a first-floor bedroom and full bath. The home has been thoughtfully updated with a renovated kitchen, newer appliances, a new roof, and multiple heating options--including an energy-efficient heat pump, cozy wood stove, and on-demand wall-hung forced hot water heating system--providing comfort in every season. Additional improvements include a radon air mitigation system and a one-car garage. The creatively finished basement expands the living space with an entertainment bar, laundry area, and plenty of room to personalize to suit your needs. Outside, the backyard is a true private retreat. Enjoy a fully fenced, beautifully landscaped yard featuring vibrant perennial gardens, a generous multi-level deck with pergola, and even a charming pre-loved chicken coop. Whether you're hosting family and friends or simply relaxing in your own outdoor oasis, this space offers the perfect setting. Combining an unbeatable location, thoughtful updates, and outstanding outdoor living, this is a home that truly offers the complete package and is ready to welcome its next owners. We welcome you to join us at this weekends open house on Sunday July 26th from 2:00- 4:00 pm.

524 Cottage Rd, South Portland

Listing courtesy of RE/MAX Shoreline.

$775,000
3 Beds ⋅ 3 Baths
Discover the perfect blend of space, flexibility, and location with this exceptional home set on a beautiful half-acre lot in one of South Portland's most desirable areas. Just minutes from Willard Beach, Bug Light Park, the Greenbelt Walkway, Mill Creek, and downtown Portland, you'll enjoy easy access to waterfront recreation, local restaurants, shopping, parks, and everything this area is known for. Inside, the sun-filled main home features three spacious bedrooms, 2½ baths, oversized rooms, and an abundance of natural light throughout. The flexible floor plan offers multiple living areas to fit today's lifestyle and presents an excellent opportunity for conversion to a two-family home, subject to local approvals. Need more space? Over the garage is an additional 672', already insulated and wired. This could become part of the main home or make a great ADU, with town approval. A dedicated space, most recently used as a hair salon, provides outstanding potential for a home business, private office, creative studio, or additional living space. The addition was added in 1986. Outside, the expansive half-acre lot offers plenty of room to garden, entertain, play, or simply relax in your own backyard oasis. Whether you're looking for a spacious forever home, a property with income potential, or the convenience of living close to South Portland's beaches, trails, and vibrant waterfront, this home is a rare opportunity you won't want to miss. SHOWINGS START TUESDAY JULY 28

404 Ocean St, South Portland

Listing courtesy of Coastal Pine Real Estate, LLC.

$705,000
3 Beds ⋅ 2 Baths
Walk to Willard Beach. Watch the sunset at Bug Light. Grab coffee at Scratch Baking Co. Stroll the Greenbelt. Welcome to 204 Preble Street. Nestled in one of South Portland's most beloved coastal neighborhoods, this charming 2-3 bedroom, 2-bath home is full of character and modern updates, offering the opportunity to enjoy a lifestyle that few locations can match. From your front door, you're just a short walk to Willard Beach, Bug Light Park, the Greenbelt Walkway, Southern Maine Community College, Spring Point Ledge Light, and the vibrant restaurants, cafés, and shops of Knightville and Mill Creek. Downtown Portland is just minutes away, making commuting, dining, and entertainment effortlessly accessible. Inside, you'll find a warm and inviting floor plan featuring hardwood floors, a sun-filled living room, and an updated eat-in kitchen designed for both everyday living and entertaining. The flexible layout provides options for additional bedrooms, guests, a home office, or creative space, while the private primary suite offers a comfortable retreat with generous storage. Seasonal views of Casco Bay add another reminder that the Maine coast is woven into everyday life here. Outside, enjoy a yard with space to garden, relax, or gather with family and friends. Whether you're looking for a year-round home or a place to embrace the best of coastal Maine, 204 Preble Street offers an exceptional combination of location, lifestyle, and opportunity. More than a home, it's a way of life in one of South Portland's most treasured neighborhoods.

204 Preble St, South Portland

Listing courtesy of Keller Williams Realty.

$450,000
3 Beds ⋅ 2 Baths
Beyond the updated kitchen and renovated baths, this home has seen extensive improvements where they matter most. Set on a generously sized lot with expansive side yards, including a fenced area just off the deck that's perfect for pets or play, 96 Ridgeland Road offers outdoor space that's hard to find this close to everything South Portland has to offer. Inside, you'll find a bright, inviting layout centered around a spacious kitchen with granite countertops, stainless steel appliances, and an oversized island that opens to the main living area. Exposed wood beams add warmth and character, while large windows fill the home with natural light. Two beautifully renovated full baths and the convenience of first-floor laundry make everyday living easy. Upstairs, you'll even catch views of Portland's West End, a reminder of just how close you are to the city's amenities while enjoying the comfort of a residential setting. Those improvements extend well beyond the finishes. Over the past three years, the roof, heating system, electrical, and plumbing have all been updated, providing peace of mind and allowing the next owner to focus on enjoying the home rather than tackling major projects. Outside, the large deck, generous side yards, fenced area, and storage shed provide plenty of space to relax, entertain, garden, or let pets roam. Conveniently located just minutes from shopping, restaurants, beaches, downtown Portland, and major commuter routes, this home offers a rare combination of updated systems, generous outdoor space, and long-term flexibility. With a strong rental history, it also presents an excellent opportunity for investors or buyers looking to keep their options open.

96 Ridgeland Ave, South Portland

Listing courtesy of Demetria Real Estate.

$474,900
3 Beds ⋅ 3 Baths
This 3-bedroom, 2.5-bath home offers a functional layout with flexible living space throughout. The primary bedroom features its own half bath, while a full bath on the main living level and an additional full bath in the finished lower level provide added convenience. The lower level also features a bonus room and a separate office, providing space for work, hobbies, or additional living needs. Enjoy the fenced backyard, offering room for outdoor entertaining, gardening, or relaxing. Located in the Stanwood Park neighborhood, this home is within walking distance of the South Portland Community Center and offers easy access to parks, shopping, dining, and major commuting routes.

15 Cleveland Cir, South Portland

Listing courtesy of Duston Leddy Real Estate.

$460,000
3 Beds ⋅ 1 Baths
Check out this charming 3-bedroom, 1-bath single-family home in a desirable South Portland neighborhood. This well-maintained residence offers 1,221 finished square feet of comfortable living space with a functional, versatile floor plan. Enjoy the convenience of a 1-car garage plus additional off-street parking, along with a private, fenced-in back yard perfect for outdoor enjoyment. Conveniently located with easy access to local shops, dining, and major routes. A great opportunity to own in a sought after area. Open house this Saturday 7/25/26 11a-1p, don't miss it!

20 Kelley St, South Portland

Listing courtesy of Logic Realty LLC.

$545,000
3 Beds ⋅ 2 Baths
Fantastic South Portland location! Minutes from local schools, community center, green belt trail, the Old Port, public beaches, and so much more. This 2009 well built home is in great condition, has 3 good sized bedrooms, a full bath on both the 1st and 2nd floors, a fenced in backyard and SS appliances which means you can move right in and start enjoying this quiet and convenient place to live. If you need a home office, gym, or just extra space, there's a bright and useful finished bonus room in the basement. You'll appreciate this low maintenance home featuring an efficient natural gas heating system, vinyl siding, and freshly repainted back deck and covered front porch. A home in this good of condition in South Portland at this pricepoint doesn't come around often....Don't miss out! Home has been pre-inspected for buyers' convenience.

98 Cumberland Rd, South Portland

Listing courtesy of Keller Williams Realty.

$699,900
4 Beds ⋅ 2 Baths
Welcome to this beautifully updated home in one of South Portland's most sought after coastal neighborhoods, where modern design meets timeless New England charm. Offering flexible living spaces and thoughtful updates throughout, this home is perfectly suited for today's lifestyle. The stunning kitchen is the heart of the home, featuring a dramatic waterfall island, double wall ovens, a gas cooktop, and rustic exposed beams that add warmth and character to the bright, open space. Just beyond, the inviting living area offers hardwood floors, abundant natural light, and French doors leading to a spacious deck creating a seamless indoor-outdoor flow ideal for entertaining or relaxing. The home's versatile floor plan provides flexible living space to accommodate a home office, playroom, guest suite, or additional family room. The bathrooms blend style and comfort, highlighted by a luxurious clawfoot-style soaking tub perfect for unwinding after a day at the beach. Outside, enjoy a large fenced backyard with mature landscaping, offering privacy and plenty of room for gardening, pets, or summer gatherings. An attached garage adds everyday convenience. Situated in an exceptional coastal location, you'll love being just a short walk to Willard Beach, a scratch bakery, Spring Point Ledge Lighthouse, and the neighborhood elementary school. Whether you're grabbing your morning coffee, enjoying a sunset stroll along the shore, or exploring all that South Portland has to offer, this location truly delivers the best of Maine coastal living. This is a rare opportunity to own a thoughtfully updated home in one of South Portland's most desirable neighborhoods--where modern comforts, flexible living, and an unbeatable location come together beautifully.

23 Spring St, South Portland

Listing courtesy of New Space Real Estate, LLC.

$875,000
4 Beds ⋅ 3 Baths
Amazing South Portland location for this move in ready house on an oversized splittable .42 ac lot! Rich in character and full of opportunity, this spacious move in ready 4-bedroom, 2.5-bath home offers 2,597± square feet of living space on a generous 0.42-acre lot in one of South Portland's most convenient locations. Originally built in 1844, and the addition completed in 2007, the property showcases timeless appeal with the space and flexibility to make it truly your own. Set on an very rare over-sized lot in South Portland, it has a splittable and buildable lot that could be separated for another multi family building or single family house, or keep and enjoy one of the largest yards in the neighborhood. There is plenty of room to enjoy outdoor living, gardening, entertaining, or future possibilities. A large attached garage with new door along the driveway and also an additional detached garage provides additional storage and functionality, while the home's size offers endless potential for today's lifestyle. Perfectly positioned just minutes from downtown Portland, area beaches, shopping, dining, parks, and major commuter routes, this home combines neighborhood charm with exceptional accessibility. Whether you're looking to preserve its historic character, add your own modern touches, or simply enjoy a home with room to grow, 146 Anthoine Street presents a rare opportunity to live large in a highly desirable South Portland setting! Reach out today so you do not miss your opportunity to own a classic Maine property with history, space, and endless potential!

146 Anthoine St, South Portland

Listing courtesy of EXP Realty.

$785,000
2 Beds ⋅ 2 Baths
Experience the best of Maine's coastal lifestyle at Ships Watch Condominium in South Portland's charming Willard Beach neighborhood. Expansive ocean views of Casco Bay create a stunning backdrop from the main living areas, bringing natural light and the beauty of the coastline into your everyday life. This beautifully renovated third-floor residence offers 1,430 square feet of single-level living, featuring two spacious bedrooms and two full baths. Use your imagination to customize the extra space offered in the utility/laundry room. The open, updated interior blends comfort, coziness, and elegance, while the garage, additional guest parking space, and elevator provide exceptional convenience. Located just two blocks from Willard Beach and a short walk to a variety of shops, cafes, bakeries, and restaurants, this home offers an unmatched, easy lifestyle. Enjoy morning walks along the beach and evenings watching the magical view of cruise ships passing through Casco Bay. Easy access to Bug Light, Southern Maine Community College, the Greenbelt Walkway, and downtown Portland, just minutes away, completes the picture, making this location a very special place to call home.

149 Fort Rd Unit 6, South Portland

Listing courtesy of Cottage & Co Real Estate.

$885,000
4 Beds ⋅ 2 Baths
Open House Sunday, July 26th, from 12-2. Come home to your beautifully customized 4 bedroom, 2 bath Colonial situated in the heart of vibrant South Portland. Enjoy the warmth and comfort of radiant heat and a cozy gas fireplace. The kitchen features granite counters, quality custom cabinetry, a large walk in pantry, and tile flooring. The first floor bedroom is presently utilized as a convenient office space, and sits adjacent to a full bath with laundry. The living room is lifted with a beautiful cathedral ceiling, abundant natural light, and a door leading to a spacious, newly re-built deck overlooking the backyard. The second floor includes a generous bedroom over the garage, with a private deck offering lovely views of the Portland skyline. The space presents excellent potential for a future ensuite. Two additional bedrooms and a second full bath complete the spacious upper level. A newly finished basement room adds valuable living space with durable vinyl plank flooring, ideal for play, hobbies, or a home theater. An additional basement area offers even more flexibility with plenty of room for a workshop or extra storage. The expansive backyard includes an oversized shed, and the home is further complemented by an attached heated two car garage. Located minutes from Mill Creek, multiple beaches, parks, restaurants, and downtown Portland, this spacious home offers exceptional convenience and charm. Take that next step to come home and schedule a tour of this must-see property today.

101 Parrott St, South Portland

Listing courtesy of EXP Realty.

$399,000
4 Beds ⋅ 1 Baths
Located on a quiet dead-end street in South Portland's Highland neighborhood, this 4-bedroom, 1-bath home offers a convenient location with easy access to I-295, the Maine Turnpike (I-95), the Maine Mall, Mill Creek, downtown Portland, and destinations throughout Southern Maine and north toward Brunswick. Available for the first time since 1962, the home has been cared for by the same family for more than 60 years. Recent improvements include a newer roof and a brand-new water heater. The finished basement adds usable living space that offers flexibility for a variety of needs. The property includes a spacious backyard, providing a generous amount of outdoor space. The Highland neighborhood is well connected to many of South Portland's community amenities. The South Portland Community Center, South Portland High School's athletic courts, and the South Portland Greenbelt Walkway are all within walking or biking distance, with shopping, restaurants, and everyday services just a short drive away. Showings begin Saturday.

38 Bonnybriar Rd, South Portland

Listing courtesy of CENTURY 21 Advantage.

$525,000
4 Beds ⋅ 2 Baths
Welcome to 219 Highland Avenue, where timeless character meets exceptional convenience in one of South Portland's most desirable neighborhoods. Boasting nearly 2,000 square feet of living space, this generously sized home provides the room you've been looking for while maintaining the warmth and charm of a classic New England property. Inside, you'll find beautiful original hardwood floors that flow throughout much of the home, complemented by exceptionally high ceilings on the first floor that create a bright, open feel and showcase the home's classic character. Spacious living areas and well-proportioned bedrooms provide flexibility for everyday living, entertaining, or working from home. Upstairs, a large attic flex space presents endless possibilities--whether you envision a home office, playroom, studio, fitness area, or additional storage. Outside, a large detached two-car garage gives you plenty of room for vehicles, tools, outdoor gear, or a workshop, making it a valuable extension of the home. Perfectly situated just minutes from local schools, parks, shopping, restaurants, downtown Portland, Bug Light Park, Willard Beach, and all that Greater Portland has to give, you'll enjoy the ideal combination of neighborhood charm and everyday convenience. Whether you're looking for a home with character, generous living space, versatile bonus areas, or an unbeatable South Portland location, 219 Highland Avenue is ready to welcome its next owner.

219 Highland Ave, South Portland

Listing courtesy of Keller Williams Realty.

$530,000
3 Beds ⋅ 2 Baths
Classic 1930s charm and an unbeatable location come together at 546 Ocean Street in South Portland. This inviting 3-bedroom, 1.5-bath bungalow offers timeless appeal with original hardwood floors, a comfortable layout, and the character that makes these traditional homes so endearingly popular. The partially finished basement provides a versatile bonus room, perfect for a home office, playroom, workout space, or media room, while the attached two-car garage adds everyday convenience and additional storage. Step outside to the brand-new deck, an ideal spot for summer entertaining, grilling, or simply unwinding at the end of the day. Perfectly positioned just minutes from the restaurants, shops, and working waterfront of downtown Portland, you'll also enjoy easy access to the sandy beaches, trails, and coastal beauty of nearby Cape Elizabeth. Whether you're searching for your first home, looking to right-size, or simply hoping to enjoy the best of Southern Maine living, this charming bungalow offers comfort, convenience, and an exceptional location. Pre-Inspected!

546 Ocean St, South Portland

Listing courtesy of Keller Williams Coastal and Lakes & Mountains Realty.

$899,000
2 Beds ⋅ 3 Baths
A rare opportunity to enjoy easy coastal living just one house back from Willard Beach. Offering a condo-style alternative without sacrificing privacy, this thoughtfully designed two-bedroom, two-bath home was built for convenience, comfort, and a relaxed lifestyle. Beautiful water views can be enjoyed from most rooms, providing a constant connection to the coast and the character of this special seaside neighborhood. The home offers an easy, low-maintenance layout complemented by a two-car garage and additional off-street parking. Outside, a private, beautifully landscaped garden and yard create a peaceful retreat--perfect for morning coffee, summer evenings, and entertaining after a day at the beach. Set in a quiet neighborhood, yet close to everything that makes South Portland and Greater Portland so desirable. Walk to Willard Beach and Scratch Baking Co., explore nearby parks and marinas, or enjoy easy access to local restaurants and downtown Portland. Whether you're looking for a year-round home or a coastal Maine retreat, 2 Myrtle Avenue offers a rare combination of water views, privacy, convenience, and an effortless lifestyle in one of South Portland's most sought-after beach communities.

2 Myrtle Ave, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$225,000
1 Beds ⋅ 1 Baths
Welcome to Cole Street Condominiums! This beautifully remodeled 1-bedroom, 1-bath condo has been thoughtfully updated inside and out, featuring luxury vinyl plank flooring, granite countertops, and quality craftsmanship throughout. Ideally situated along the highly sought-after Greenbelt Trail, this location offers miles of scenic walking and biking paths right outside your door. Enjoy the perfect balance of convenience and recreation, with Portland's vibrant Old Port, restaurants, shops, and waterfront attractions just a short drive away. Whether you're looking for a low-maintenance home, a weekend retreat, or an investment opportunity, this move-in-ready condo is one you won't want to miss.

9 Cole St Unit 2A, South Portland

Listing courtesy of F.O. Bailey Real Estate.

$625,000
4 Beds ⋅ 3 Baths
Spacious and well-maintained oversized split-level featuring 4 bedrooms, 2.5 baths, and a versatile layout. The large eat-in kitchen provides plenty of room for everyday living and entertaining, while the primary suite offers added comfort. An expansive bonus room with a woodstove creates flexible living space, and the walk-out daylight lower level offers direct access to the backyard. Heat pumps provide efficient year-round comfort, and abundant closet space and storage can be found throughout the home. The attached 2-car garage offers additional storage. Enjoy convenient access to major commuting routes, the Maine Mall area, and a local golf course.

130 Fellows St, South Portland

Listing courtesy of Duston Leddy Real Estate.

$395,900
2 Beds ⋅ 1 Baths
Small but mighty, this well-maintained 2-bedroom, 1-bath home makes the most of every square foot. Freshly painted with refinished hardwood floors and a newer furnace, it's move-in ready and offers an efficient layout that's easy to maintain. Enjoy the yard and the quiet setting of a dead-end street, all in a great South Portland location convenient to the Community Center. A wonderful alternative to condo living with the privacy of a single-family home.

36 George St, South Portland

Listing courtesy of Duston Leddy Real Estate.

$749,000
4 Beds ⋅ 3 Baths
Space, flexibility, and an exceptionally convenient location come together in this spacious South Portland Colonial. Set back from the road on a nearly half-acre lot, the home offers easy access to South Portland's beaches, the Greenbelt, Willard Square, Knightville, Mill Creek, downtown Portland, and I-295, putting everything from everyday errands to weekend adventures within easy reach. Fresh interior paint and refreshed bathrooms create a welcoming first impression. The spacious kitchen opens to the dining room, while hardwood floors extend throughout much of the home. The first floor also features a comfortable living room, a bedroom that also works well as a home office or guest room, and a convenient half bath. A large bonus room with soaring ceilings and direct access to the backyard offers exceptional flexibility as a family room, playroom, media room, home gym, or hobby space. Upstairs, three additional bedrooms include a spacious primary suite with an oversized bathroom, walk-in closet, and abundant storage, along with a full hall bath serving the remaining bedrooms. Outside, the generous backyard provides plenty of space to relax, play, or entertain. A newer roof and newer siding add peace of mind, making this an excellent opportunity to enjoy generous living space in one of South Portland's most convenient locations.

982 Highland Ave, South Portland

Listing courtesy of RE/MAX By The Bay.

$779,000
4 Beds ⋅ 2 Baths
Light filled coastal colonial home, built in 2009, offers 4 bedrooms, 2 full baths, with thoughtful updates and tons of charm. Designed for everyday living, the home features a first floor bedroom, a full bath with first floor laundry, and the added convenience of a laundry chute from the second floor bathroom. The second floor offers three additional spacious bedrooms and a full bath, creating a functional layout with lots of living options. A whole house air exchange system helps maintain year round comfort, while a new roof and new boiler provide peace of mind. Abundant natural light fills the home, creating bright and inviting living spaces throughout. The spacious kitchen and dining area opens directly onto a large rear deck overlooking a lush backyard filled with fruits, vegetables, herbs, flowering perennials, and mature plantings. Whether you're an avid gardener or simply enjoy spending time outdoors, you'll love the included greenhouse and the opportunity to harvest from your own backyard. The front yard has been thoughtfully designed as a low maintenance, no mow landscape that serves as a butterfly garden and local wildlife habitat, creating a beautiful setting with year-round interest. A large unfinished basement provides abundant storage and potential for future expansion, offering room for additional living space, a home gym, workshop, or recreation room. Ideally located only minutes from the marina, coffee shop, community theater, South Portland's Greenbelt ,boat launch, beaches, parks, restaurants, shopping, and downtown Portland, this exceptional property provides the best of coastal Maine living with easy access to all surrounding amenities.

87 Sawyer St, South Portland

Listing courtesy of The Real Estate Store.

$590,000
3 Beds ⋅ 2 Baths
OPEN HOUSE Sunday June 28th 1:00PM- 2:30PM. Charming Cape style home featuring 3 bedrooms and 2 full bathrooms, situated in the desirable Meetinghouse Hill neighborhood of South Portland and just minutes from town. Set on a spacious, level lot, the property offers plenty of room for outdoor activities, gardening, and entertaining. Mature fruit trees add seasonal beauty and the opportunity to enjoy fresh harvests right from your own backyard. Inside, you'll find a warm and inviting layout with comfortable living spaces that blend character and functionality. The large addition leads to a screened in porch that overlooks your private backyard. The functional eat in kitchen has plenty of storage and flows into the dining room which flows into the front to back living room with a gas stove. Need more space? Expansion possibilities abound over the large garage! With just a 10 minute walk to the Eastern Trail or local favorite, Red's Dairy Freeze, you can enjoy the convenience of nearby shopping, dining, schools, and local amenities while still appreciating the peaceful setting and classic New England charm this home has to offer!

125 Boothby Ave, South Portland

Listing courtesy of Keller Williams Realty.

$515,000
3 Beds ⋅ 2 Baths
Welcome to eco-friendly, low-cost living in one of Southern Maine's most desirable locations! This beautiful 3-bedroom ranch at 8 Kenneth Road in South Portland offers over 1,400 square feet of well-designed space, highlighted by an open-concept kitchen and a completely modernized full bathroom on the main floor. The expanded footprint includes a finished basement with a half bath, providing the perfect setup for a family room, home office, or guest space. What truly sets this South Portland home apart are the owned solar panels on the roof, drastically reducing utility bills and providing long-term affordability in today's competitive market. Situated in an incredible neighborhood just minutes from local beaches, parks, shopping, and downtown Portland, this property perfectly blends modern upgrades with unbeatable cost savings.

8 Kenneth Rd, South Portland

Listing courtesy of RE/MAX Oceanside.

$240,000
1 Beds ⋅ 1 Baths
Sweet 1BR condo with a great layout in a convenient location awaits you! Being offered fully furnished, so you can move in, use it as a second home, or turn it into a rental easily. Includes an integrated washer/dryer in the unit; you can drop your clothes in and start it, take off for the day, and come back to clean and dry clothes! Extra storage for bins and the like is under the stairs and accessed from the living room. The location is prime; easy access to the South Portland downtown/Mill Creek area and the Casco Bay Bridge, or be on I295 in a couple of minutes for the Maine Mall area or to head north or south for work or play. For walkers & runners, the Greenbelt Trail is only a short distance away. With one assigned parking space and guest parking available, you'll never have to wonder if you can find a space on a rainy day. Everything about this unit is designed to make your life easy; come and enjoy it!

25 Minott St Unit 2, South Portland

Listing courtesy of Coldwell Banker Realty. 207-773-1990
$599,999
5 Beds ⋅ 3 Baths
1584 Broadway offers exceptional flexibility, character, and opportunity in a highly convenient location. Currently enjoyed as a single-family home, this property is a legal two-unit with dedicated electric meters for the first and second floors, making it ideal for multi-generational living, owner-occupancy with rental potential, or conversion back to a two-unit setup. The sun-filled first floor features three bedrooms, including one with a separate entrance, along with two full bathrooms. Comfort is enhanced by a natural gas direct-vent boiler and heat pumps on the first floor. The second floor offers a versatile layout with three bedrooms -- or two bedrooms plus a living room -- as well as a small office, full bathroom, and kitchen area. Appliances would need to be added to complete the second-floor unit. Adding even more flexibility, the home includes an office space or bedroom with its own private entrance and bathroom, creating an excellent option for guests, remote work, or added privacy. Throughout the home, natural light and period details create warmth, charm, and timeless appeal. Outside, enjoy a deck overlooking the fenced backyard -- perfect for relaxing, entertaining, pets, or gardening. With its legal two-unit status, flexible floor plan, private entrances, and classic character, 1584 Broadway is a rare South Portland opportunity with room to live, grow, and invest.

1584 Broadway, South Portland

Listing courtesy of Town & Shore Real Estate.

$599,999
3 Baths
1584 Broadway offers exceptional flexibility, character, and opportunity in a highly convenient location. Currently enjoyed as a single-family home, this property is a legal two-unit with dedicated electric meters for the first and second floors, making it ideal for multi-generational living, owner-occupancy with rental potential, or conversion back to a two-unit setup. The sun-filled first floor features three bedrooms, including one with a separate entrance, along with two full bathrooms. Comfort is enhanced by a natural gas direct-vent boiler and heat pumps on the first floor. The second floor offers a versatile layout with three bedrooms -- or two bedrooms plus a living room -- as well as a small office, full bathroom, and kitchen area. Appliances would need to be added to complete the second-floor unit. Adding even more flexibility, the home includes an office space or bedroom with its own private entrance and bathroom, creating an excellent option for guests, remote work, or added privacy. Throughout the home, natural light and period details create warmth, charm, and timeless appeal. Outside, enjoy a deck overlooking the fenced backyard -- perfect for relaxing, entertaining, pets, or gardening. With its legal two-unit status, flexible floor plan, private entrances, and classic character, 1584 Broadway is a rare South Portland opportunity with room to live, grow, and invest.

1584 Broadway, South Portland

Listing courtesy of Town & Shore Real Estate.

$540,000
3 Beds ⋅ 3 Baths
Newly constructed 3-bedroom, 2.5-bath townhouse featuring a desirable first-floor primary suite with a private full bath. Thoughtfully designed with luxury wood flooring, granite countertops, and quality craftsmanship throughout. The spacious layout includes two additional bedrooms and a full bath on the second floor, providing plenty of room for family, guests, or a home office. Enjoy the convenience of a one-car garage, a full basement offering abundant storage or future expansion potential, and energy-efficient heat pumps in every room for year-round comfort. Ideally situated along the highly sought-after Greenbelt Trail, this home offers miles of scenic walking and biking paths right outside your door. Conveniently located just minutes from shopping, dining, and Portland's vibrant Old Port district, this property combines modern living with exceptional accessibility and outdoor recreation.

9 Cole St Unit 11, South Portland

Listing courtesy of F.O. Bailey Real Estate.

$599,000
3 Beds ⋅ 2 Baths
Just Listed and Open House Saturday, June 27th from 10am-12pm. Thoughtfully updated and exceptionally well maintained, this sunny 3-4 bedroom 2 full bath South Portland Cape blends classic charm with meaningful improvements designed for modern living. See seller improvement list. Recent investments include solar panels, extensive insulation and air sealing upgrades, high-efficiency heat pumps, replacement windows, and a heat pump hot water heater, creating year-round comfort while improving energy performance. The flexible floor plan features a first-floor bedroom and beautifully renovated full bath, plus a bonus room ideal for a home office, dining room, or den. The second floor features two generous sized bedrooms and another tastefully renovated full bath. There is also a finished bonus room in the basement. Outside, the fully fenced backyard has been transformed into a private oasis with perennial gardens, berry bushes, fruit trees, stone pathways, and inviting outdoor spaces for relaxing or entertaining. The detached shed has been upgraded with insulation, electricity, and finished interior walls, offering excellent potential as a workshop, studio, or hobby space. Move-in ready and lovingly improved inside and out, this South Portland gem offers both character and peace of mind in one of the city's most convenient locations. Located just minutes from Willard Beach, and South Portland Community Center, the home offers the perfect balance of convenience, comfort, and efficiency.

799 Highland Ave, South Portland

Listing courtesy of Portside Real Estate Group.

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