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Welcome to 276 Pine St. located in the heart of Meeting House Hill. Easy access to local shops, restaurants, Willard Beach and the South Portland Greenbelt Trails. Beautifully landscaped, 276 Pine St. offers 3 bedrooms, 1 full bath, updated kitchen, hardwood floors, 1 car garage with a relaxing, nice rear yard for your morning coffee or evening retreat. Efficient natural gas forced hot air that could also easily be converted summertime cooling as well. 2nd floor expansion possibilities for more room. (No sign on the property) Schedule your showing today!

276 Pine St, South Portland

Listing courtesy of RE/MAX Oceanside.

Selling Office: Keller Williams Realty.

$565,000

Location, location, location... just 2 minutes to I-295, 5 minutes to Portland, and close to the Maine Turnpike. Welcome to 70 Ridgeland Ave, nestled in South Portland's historic Brown's Hill neighborhood. This charming 3-bedroom, 2.5-bath Dutch Colonial sits proudly on a prime spot along the street. The first floor features an open concept with a gourmet kitchen, dining area, and living room, all with beautiful hardwood floors. Upstairs, you'll find all three bedrooms, including a primary suite with an en suite bathroom and walk-in closet. A bonus room off the two-car garage in the daylight basement is perfect for a family room, home gym, or office. Outside, enjoy two inviting sitting areas, ideal for grilling or evening cocktails in the summer.

Location, location, location... just 2 minutes to I-295, 5 minutes to Portland, and close to the Maine Turnpike. Welcome to 70 Ridgeland Ave, nestled in South Portland's historic Brown's Hill neighborhood. This charming 3-bedroom, 2.5-bath Dutch Colonial sits proudly on a prime spot along the street. The first floor features an open concept with a gourmet kitchen, dining area, and living room, all with beautiful hardwood floors. Upstairs, you'll find all three bedrooms, including a primary suite with an en suite bathroom and walk-in closet. A bonus room off the two-car garage in the daylight basement is perfect for a family room, home gym, or office. Outside, enjoy two inviting sitting areas, ideal for grilling or evening cocktails in the summer.

70 Ridgeland Ave, South Portland

Listing courtesy of Cottage & Co Real Estate.

Selling Office: Keller Williams Realty.

25 Preservation Ln Unit 12, South Portland

$565,000

Nestled in the heart of South Portland - just minutes from downtown Portland and some of Maine's most beloved beaches - this handsome 3-bedroom, 2.5 bath end unit is flooded with natural light and offers an inviting open floor plan. Move - in ready, #12 features a warm and welcoming living room anchored by a gas fireplace, and a beautifully appointed kitchen with granite countertops, and stainless-steel appliances. A newly installed, energy efficient heat pump provides both heating and cooling for year-round comfort. The private patio off the living area overlooks peaceful Dow Woods, creating a serene backdrop. Upstairs, the spacious primary en-suite includes a large walk-in closet, radiant heat in the bathroom, and a private deck with views of the preserve. Here you'll enjoy the city lights of Portland and peeks of Mt. Washington in the distance. Sunsets from the deck are truly special. The 2nd floor has a convenient laundry room, a guest bath, and 2 additional bedrooms - one of which includes a Murphy bed that conveys with the property. Additional highlights include a one car attached garage and a strong association that welcomes pets and allows rentals. This sweet location offers a unique opportunity to enjoy comfort, convenience, and affordability all in one thoughtfully designed home.

Nestled in the heart of South Portland - just minutes from downtown Portland and some of Maine's most beloved beaches - this handsome 3-bedroom, 2.5 bath end unit is flooded with natural light and offers an inviting open floor plan. Move - in ready, #12 features a warm and welcoming living room anchored by a gas fireplace, and a beautifully appointed kitchen with granite countertops, and stainless-steel appliances. A newly installed, energy efficient heat pump provides both heating and cooling for year-round comfort. The private patio off the living area overlooks peaceful Dow Woods, creating a serene backdrop. Upstairs, the spacious primary en-suite includes a large walk-in closet, radiant heat in the bathroom, and a private deck with views of the preserve. Here you'll enjoy the city lights of Portland and peeks of Mt. Washington in the distance. Sunsets from the deck are truly special. The 2nd floor has a convenient laundry room, a guest bath, and 2 additional bedrooms - one of which includes a Murphy bed that conveys with the property. Additional highlights include a one car attached garage and a strong association that welcomes pets and allows rentals. This sweet location offers a unique opportunity to enjoy comfort, convenience, and affordability all in one thoughtfully designed home.

25 Preservation Ln Unit 12, South Portland

Listing courtesy of Coldwell Banker Realty. 207-773-1990

Selling Office: Keller Williams Realty.

$561,000

Discover this must-see 3 BR, 1 BA New Englander in South Portland's coveted Meeting House Hill neighborhood! This classic home beautifully preserves its original character with restored oak floors, timeless wood trim, and elegant built-in features. The updated kitchen is a standout, boasting marble countertops and an abundance of natural light. The main level offers a seamless flow between the living, dining, and kitchen areas, while the second floor hosts three bedrooms and a full bath. Set on an efficient, low-maintenance lot, this property offers the perfect canvas to make your own. The location is truly unbeatable--stroll to the vibrant Knightville scene for local dining, coffee and shops, or explore the coast at Willard Beach, the marina, and Bug Light Park. Plus, the legendary Red's Dairy Freeze is just a short walk away. Start your next chapter in this charming, walkable community.

Discover this must-see 3 BR, 1 BA New Englander in South Portland's coveted Meeting House Hill neighborhood! This classic home beautifully preserves its original character with restored oak floors, timeless wood trim, and elegant built-in features. The updated kitchen is a standout, boasting marble countertops and an abundance of natural light. The main level offers a seamless flow between the living, dining, and kitchen areas, while the second floor hosts three bedrooms and a full bath. Set on an efficient, low-maintenance lot, this property offers the perfect canvas to make your own. The location is truly unbeatable--stroll to the vibrant Knightville scene for local dining, coffee and shops, or explore the coast at Willard Beach, the marina, and Bug Light Park. Plus, the legendary Red's Dairy Freeze is just a short walk away. Start your next chapter in this charming, walkable community.

58 Providence Ave, South Portland

Listing courtesy of Cates Real Estate. some@catesre.com

Selling Office: Cottage & Co Real Estate.

$560,000

Enjoy the ease of one-level living in this well-maintained 3+ bedroom, 2-bath home ideally located in the heart of South Portland. Set on a large fenced lot, this property offers plenty of space to relax, entertain, and enjoy the outdoors with a spacious deck and private backyard. Inside, you'll find a flexible floor plan with comfortable living spaces, abundant storage, and a finished basement perfect for a family room, home office, gym, or guest space. A detached 2-car garage adds convenience and additional storage options. Easy access to nearby shopping, dining, beaches, and local amenities make this an exceptional location to call home. See list of recent updates and improvements. Don't miss this opportunity--schedule your showing today!

Enjoy the ease of one-level living in this well-maintained 3+ bedroom, 2-bath home ideally located in the heart of South Portland. Set on a large fenced lot, this property offers plenty of space to relax, entertain, and enjoy the outdoors with a spacious deck and private backyard. Inside, you'll find a flexible floor plan with comfortable living spaces, abundant storage, and a finished basement perfect for a family room, home office, gym, or guest space. A detached 2-car garage adds convenience and additional storage options. Easy access to nearby shopping, dining, beaches, and local amenities make this an exceptional location to call home. See list of recent updates and improvements. Don't miss this opportunity--schedule your showing today!

53 Fellows St, South Portland

Listing courtesy of Town & Shore Real Estate.

New construction in South Portland! This 3-bedroom, 1.5-bath home is in its final stages of completion. Finishing touches are underway, and it is expected to be 100% complete by the end of March. Set at the end of a dead-end street, the property abuts a trail leading directly into Hinckley Park. The bright, well-designed layout features hardwood floors, radiant heat, and excellent interior storage that maximizes space even without a basement. A great opportunity to own a brand-new home in a desirable location close to local amenities, with easy walkability to Mill Creek and Knightville.

$556,500

New construction in South Portland! This 3-bedroom, 1.5-bath home is in its final stages of completion. Finishing touches are underway, and it is expected to be 100% complete by the end of March. Set at the end of a dead-end street, the property abuts a trail leading directly into Hinckley Park. The bright, well-designed layout features hardwood floors, radiant heat, and excellent interior storage that maximizes space even without a basement. A great opportunity to own a brand-new home in a desirable location close to local amenities, with easy walkability to Mill Creek and Knightville.

27 Colonial Ave, South Portland

Listing courtesy of Duston Leddy Real Estate.

Selling Office: Better Homes & Gardens Real Estate/The Masiello Group.

$555,000

New construction in South Portland! This 3-bedroom, 1.5-bath home is in its final stages of completion, with finishing touches underway and a projected late spring completion. Set at the end of a dead-end street, the property abuts a trail leading directly into Hinckley Park. The bright, well-designed layout features hardwood floors, radiant heat, and excellent interior storage that maximizes space even without a basement. A great opportunity to own a brand-new home in a desirable location close to local amenities, with easy walkability to Mill Creek and Knightville.

New construction in South Portland! This 3-bedroom, 1.5-bath home is in its final stages of completion, with finishing touches underway and a projected late spring completion. Set at the end of a dead-end street, the property abuts a trail leading directly into Hinckley Park. The bright, well-designed layout features hardwood floors, radiant heat, and excellent interior storage that maximizes space even without a basement. A great opportunity to own a brand-new home in a desirable location close to local amenities, with easy walkability to Mill Creek and Knightville.

25 Colonial Ave, South Portland

Listing courtesy of Duston Leddy Real Estate.

Selling Office: Waypoint Brokers Collective.

25 Preservation Ln Unit 2, South Portland

3 br 2.5 bth townhouse with attached one car garage. Surrounded by preservation land. Conveniently located near high school and shopping.

3 br 2.5 bth townhouse with attached one car garage. Surrounded by preservation land. Conveniently located near high school and shopping.

25 Preservation Ln Unit 2, South Portland

Listing courtesy of F.O. Bailey Real Estate.

Selling Office: F.O. Bailey Real Estate.

Solid home in the highly desirable Ferry Village neighborhood in South Portland. This home was gutted to the studs 12 years ago and just needs a few cosmetics. With a great fenced in back yard and desirable location, this could be the one.

Solid home in the highly desirable Ferry Village neighborhood in South Portland. This home was gutted to the studs 12 years ago and just needs a few cosmetics. With a great fenced in back yard and desirable location, this could be the one.

25 Mosher St, South Portland

Listing courtesy of Maine Values Real Estate.

Selling Office: Benchmark Real Estate.

Discover the charm of this lovingly maintained, one-owner, single-level home tucked away on a quiet cul-de-sac in a highly sought-after neighborhood. Featuring an open-concept layout, this home offers effortless flow for everyday living and entertaining. The beautifully finished lower level includes a spacious family room and bathroom—perfect for guests, hobbies, or additional living space. Outside, enjoy a gorgeous, landscaped yard with full irrigation, ideal for relaxing or play. Complete with a 2-car attached garage, this home blends comfort, convenience, and pride of ownership in every detail.

2 Beds ⋅ 3 Baths

Discover the charm of this lovingly maintained, one-owner, single-level home tucked away on a quiet cul-de-sac in a highly sought-after neighborhood. Featuring an open-concept layout, this home offers effortless flow for everyday living and entertaining. The beautifully finished lower level includes a spacious family room and bathroom—perfect for guests, hobbies, or additional living space. Outside, enjoy a gorgeous, landscaped yard with full irrigation, ideal for relaxing or play. Complete with a 2-car attached garage, this home blends comfort, convenience, and pride of ownership in every detail.

21 Blueberry Dr, South Portland

Listing courtesy of Signature Homes Real Estate Group, LLC.

*NEW PRICE* Discover the quintessential coastal Maine lifestyle in this breathtaking 1-floor condo, allows for over 1400 sq ft of sophisticated living. The panoramic, postcard-perfect views of Casco Bay are a daily masterpiece, best savored with a morning coffee on your private deck. This is more than just a home; it's a gateway to the vibrant heart of Greater Portland. The open-concept living, kitchen, and dining area, with its stunning hardwood floors and cozy fireplace, is the perfect backdrop for entertaining or simply unwinding after a day of exploring. Two spacious bedrooms and two full baths provide a luxurious retreat, while the dedicated office and laundry room are ideal space for a seamless work-from-home experience. Live the local life, where every day is a new adventure. Your front door is just steps from Willard Beach, a local favorite for its serene sand and pebble shore. Stroll to Bug Light and Spring Point Lighthouse, iconic symbols of Maine's maritime heritage. Enjoy the convenience of being within walking distance to the bustling Willard Square, home to the legendary Scratch Bakery, DiPietro's Market, and celebrated restaurants like David's 388 and Bistro Leluco. The cultural heartbeat of Portland is at your fingertips. From the historic Old Port with its cobblestone streets and world-class restaurants, to the dynamic Arts District with the Portland Museum of Art and the State Theatre, there's always something to do. Embrace the 'foodie' culture that has earned Portland national acclaim, and immerse yourself in the city's thriving craft beer scene. With your own private 1-car garage and off-street parking, you'll have the perfect launchpad for day trips to the Casco Bay Islands, or a quick drive to enjoy a summer concert at Thompson's Point or a Sea Dogs game at Hadlock Field. This condo isn't just a place to live—it is truly an exceptional Maine lifestyle.

2 Beds ⋅ 2 Baths

*NEW PRICE* Discover the quintessential coastal Maine lifestyle in this breathtaking 1-floor condo, allows for over 1400 sq ft of sophisticated living. The panoramic, postcard-perfect views of Casco Bay are a daily masterpiece, best savored with a morning coffee on your private deck. This is more than just a home; it's a gateway to the vibrant heart of Greater Portland. The open-concept living, kitchen, and dining area, with its stunning hardwood floors and cozy fireplace, is the perfect backdrop for entertaining or simply unwinding after a day of exploring. Two spacious bedrooms and two full baths provide a luxurious retreat, while the dedicated office and laundry room are ideal space for a seamless work-from-home experience. Live the local life, where every day is a new adventure. Your front door is just steps from Willard Beach, a local favorite for its serene sand and pebble shore. Stroll to Bug Light and Spring Point Lighthouse, iconic symbols of Maine's maritime heritage. Enjoy the convenience of being within walking distance to the bustling Willard Square, home to the legendary Scratch Bakery, DiPietro's Market, and celebrated restaurants like David's 388 and Bistro Leluco. The cultural heartbeat of Portland is at your fingertips. From the historic Old Port with its cobblestone streets and world-class restaurants, to the dynamic Arts District with the Portland Museum of Art and the State Theatre, there's always something to do. Embrace the 'foodie' culture that has earned Portland national acclaim, and immerse yourself in the city's thriving craft beer scene. With your own private 1-car garage and off-street parking, you'll have the perfect launchpad for day trips to the Casco Bay Islands, or a quick drive to enjoy a summer concert at Thompson's Point or a Sea Dogs game at Hadlock Field. This condo isn't just a place to live—it is truly an exceptional Maine lifestyle.

149 Fort Rd Unit 6, South Portland

Listing courtesy of EXP Realty.

Selling Office: Cottage & Co Real Estate.

$549,900

Nestled in a well-established South Portland neighborhood, this charming Cape style home offers the perfect blend of comfort, convenience, and timeless appeal. Featuring three bedrooms and one full bath, the home has been lovingly maintained and showcases beautiful Southern yellow pine floors, a newer roof, and abundant natural light throughout. Every room enjoys a bright, welcoming feel, creating a warm and inviting atmosphere. The home is also plumbed for a potential second-floor bathroom, offering flexibility for future expansion and added convenience. Step outside to enjoy the expansive, fully fenced-in backyard, ideal for gardening, entertaining, or simply relaxing. Located just minutes from area beaches, shopping, restaurants, trails, and local amenities, this home provides an exceptional opportunity to enjoy all that South Portland has to offer.

Nestled in a well-established South Portland neighborhood, this charming Cape style home offers the perfect blend of comfort, convenience, and timeless appeal. Featuring three bedrooms and one full bath, the home has been lovingly maintained and showcases beautiful Southern yellow pine floors, a newer roof, and abundant natural light throughout. Every room enjoys a bright, welcoming feel, creating a warm and inviting atmosphere. The home is also plumbed for a potential second-floor bathroom, offering flexibility for future expansion and added convenience. Step outside to enjoy the expansive, fully fenced-in backyard, ideal for gardening, entertaining, or simply relaxing. Located just minutes from area beaches, shopping, restaurants, trails, and local amenities, this home provides an exceptional opportunity to enjoy all that South Portland has to offer.

820 Sawyer St, South Portland

Listing courtesy of Locations Real Estate Group LLC.

Selling Office: RE/MAX Shoreline.

$549,100

Charming and well-located 3-bedroom, 1.5 bath home in the heart of South Portland! This property offers the perfect blend of comfort and convenience, featuring a spacious layout and a large backyard ideal for entertaining, gardening or simply relaxing. Enjoy easy access to shopping, dining, schools, beaches and everyday amenities, along with proximity to major highways and transportation options for a seamless commute. Just minutes from Portland's Old Port District, you'll love being near waterfront attractions, boutiques and some of the area's best restaurants. A fantastic opportunity to own in a highly desirable location.

Charming and well-located 3-bedroom, 1.5 bath home in the heart of South Portland! This property offers the perfect blend of comfort and convenience, featuring a spacious layout and a large backyard ideal for entertaining, gardening or simply relaxing. Enjoy easy access to shopping, dining, schools, beaches and everyday amenities, along with proximity to major highways and transportation options for a seamless commute. Just minutes from Portland's Old Port District, you'll love being near waterfront attractions, boutiques and some of the area's best restaurants. A fantastic opportunity to own in a highly desirable location.

25 Bishop Ave, South Portland

Listing courtesy of Greater Portland Realty.

Selling Office: Coldwell Banker Realty.

$545,000

Set in a quiet South Portland neighborhood with easy access to Knightville, local beaches, and downtown Portland, 122 Boothby Avenue offers a wonderful blend of comfort, character, and convenience. Inside, the home feels bright, welcoming, and thoughtfully updated. The spacious kitchen is designed for everyday living and entertaining, with an oversized island, under-cabinet lighting, and plenty of room to gather. Hardwood floors, three comfortable bedrooms, custom built-ins, a beautifully renovated bathroom, and creative storage solutions throughout make excellent use of every space. The home has also benefited from a number of practical improvements, including a newer roof, updated lighting, cordless blinds, an insulated foundation, and an energy-efficient heat pump water heater, adding to the sense that this is a home that has been thoughtfully cared for. Outside, a tidy and inviting patio extends the living space into the private backyard, creating a lovely spot for morning coffee, outdoor dinners, gardening, or relaxing beneath the trees. The yard is manageable, peaceful, and ready to enjoy. Trout Brook Trail is just steps away, adding another wonderful outdoor amenity to an already convenient location. Spend an afternoon at the beach, explore Knightville's restaurants and local businesses, enjoy nearby parks and green spaces, take advantage of South Portland's shopping and amenities, or head across the bridge into Portland. Warm, updated, wonderfully maintained, and incredibly well located, 122 Boothby Avenue is the kind of home that simply feels good to come home to.

Set in a quiet South Portland neighborhood with easy access to Knightville, local beaches, and downtown Portland, 122 Boothby Avenue offers a wonderful blend of comfort, character, and convenience. Inside, the home feels bright, welcoming, and thoughtfully updated. The spacious kitchen is designed for everyday living and entertaining, with an oversized island, under-cabinet lighting, and plenty of room to gather. Hardwood floors, three comfortable bedrooms, custom built-ins, a beautifully renovated bathroom, and creative storage solutions throughout make excellent use of every space. The home has also benefited from a number of practical improvements, including a newer roof, updated lighting, cordless blinds, an insulated foundation, and an energy-efficient heat pump water heater, adding to the sense that this is a home that has been thoughtfully cared for. Outside, a tidy and inviting patio extends the living space into the private backyard, creating a lovely spot for morning coffee, outdoor dinners, gardening, or relaxing beneath the trees. The yard is manageable, peaceful, and ready to enjoy. Trout Brook Trail is just steps away, adding another wonderful outdoor amenity to an already convenient location. Spend an afternoon at the beach, explore Knightville's restaurants and local businesses, enjoy nearby parks and green spaces, take advantage of South Portland's shopping and amenities, or head across the bridge into Portland. Warm, updated, wonderfully maintained, and incredibly well located, 122 Boothby Avenue is the kind of home that simply feels good to come home to.

122 Boothby Ave, South Portland

Listing courtesy of Locations Real Estate Group LLC.

Selling Office: RE/MAX Oceanside.

$545,000

OPEN HOUSE. Saturday, May 30, 10-11:30am. Don't miss this one - located in a quiet, neighborhood of South Portland, with quick access to gorgeous beaches, shops, golf, restaurants, commuting routes and the pulse of downtown Portland and the waterfront. A short walk to Wilkinson Community Park for recreation, or even to Dunkin', will start the day off right! This 3-bedroom colonial was built to last, offering convenience and comfort throughout. Updates have saved the period charm while adding efficiency to the kitchen and mudroom. The welcoming sunroom invites relaxation with built-in shelving and plenty of windows. The adjoining living and dining area, with a paneled ceiling, features a wood-burning fireplace. Enjoy the warmth and ambiance of the fireside while saving on heating expense. Upstairs, period molding and hardwood floors, a cedar-lined closet and large walk-in closet accent three bedrooms. A dry basement with workbench offers storage and hobby options. The new patio and fire pit welcome you to relax and enjoy starry, Summer nights. Join us for an Open House on Sat. 5/30, 10-11:30am and see the possibilities awaiting you.

OPEN HOUSE. Saturday, May 30, 10-11:30am. Don't miss this one - located in a quiet, neighborhood of South Portland, with quick access to gorgeous beaches, shops, golf, restaurants, commuting routes and the pulse of downtown Portland and the waterfront. A short walk to Wilkinson Community Park for recreation, or even to Dunkin', will start the day off right! This 3-bedroom colonial was built to last, offering convenience and comfort throughout. Updates have saved the period charm while adding efficiency to the kitchen and mudroom. The welcoming sunroom invites relaxation with built-in shelving and plenty of windows. The adjoining living and dining area, with a paneled ceiling, features a wood-burning fireplace. Enjoy the warmth and ambiance of the fireside while saving on heating expense. Upstairs, period molding and hardwood floors, a cedar-lined closet and large walk-in closet accent three bedrooms. A dry basement with workbench offers storage and hobby options. The new patio and fire pit welcome you to relax and enjoy starry, Summer nights. Join us for an Open House on Sat. 5/30, 10-11:30am and see the possibilities awaiting you.

41 Massachusetts Ave, South Portland

Listing courtesy of RE/MAX Shoreline.

Selling Office: Coldwell Banker Realty.

$542,500

Situated on a quiet dead-end street in one of Maine's most-loved locales, this cheerful 4-bedroom, 2-bath contemporary home will have you thanking your lucky stars. Hardwood floors, a breezy layout, and lots of light bring daily comfort and joy. The kitchen's stainless steel appliances, gas stove, granite countertops, generously-sized pantry, and an island with storage & seating will have you smiling while sauteing. The dining area provides a perfect place to gather. Relaxation comes easily in the living room, complete with a soaring ceiling & mood-boosting windows. Three main-floor bedrooms mean there's space for spreading out in comfort. The first-floor laundry room & full bathroom make daily chores and cleaning up a breeze. Upstairs, a primary ensuite awaits, featuring a bedroom, multi-use room, and a full bath. Enjoy summer morning coffee & balmy evening barbeques in the cozy screened porch or on the open-air deck. It's easy to corral kids & pets in the fenced backyard. Marshmallow roasts & cheerful toasts are in your future around the firepit. South Portland has every amenity a heart could desire, paired with a vibrant coastal community. Portland's eclectic energy is just minutes away. Your next chapter is here!

4 Beds ⋅ 2 Baths

Situated on a quiet dead-end street in one of Maine's most-loved locales, this cheerful 4-bedroom, 2-bath contemporary home will have you thanking your lucky stars. Hardwood floors, a breezy layout, and lots of light bring daily comfort and joy. The kitchen's stainless steel appliances, gas stove, granite countertops, generously-sized pantry, and an island with storage & seating will have you smiling while sauteing. The dining area provides a perfect place to gather. Relaxation comes easily in the living room, complete with a soaring ceiling & mood-boosting windows. Three main-floor bedrooms mean there's space for spreading out in comfort. The first-floor laundry room & full bathroom make daily chores and cleaning up a breeze. Upstairs, a primary ensuite awaits, featuring a bedroom, multi-use room, and a full bath. Enjoy summer morning coffee & balmy evening barbeques in the cozy screened porch or on the open-air deck. It's easy to corral kids & pets in the fenced backyard. Marshmallow roasts & cheerful toasts are in your future around the firepit. South Portland has every amenity a heart could desire, paired with a vibrant coastal community. Portland's eclectic energy is just minutes away. Your next chapter is here!

43 Calais St, South Portland

Listing courtesy of King + Miller Real Estate. info@kingmillerrealestate.com

Selling Office: Legacy Properties Sotheby's International Realty.

$540,000

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.

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 12, South Portland

Listing courtesy of F.O. Bailey Real Estate.

Move-in ready 3 bedroom, 1 bath home with convenient single level living, finished basement and located in a great South Portland neighborhood.

$540,000

2 Beds ⋅ 2 Baths

Move-in ready 3 bedroom, 1 bath home with convenient single level living, finished basement and located in a great South Portland neighborhood.

10 Elderberry Dr, South Portland

Listing courtesy of Duston Leddy Real Estate.

Selling Office: Duston Leddy Real Estate.

$537,000

Welcome to 40 Thadeus Street! Built in 2013, this well-maintained home offers an open-concept first floor with a spacious kitchen featuring a large island, adjoining living and dining areas, and a convenient half bath. Upstairs, you'll find three bedrooms, a full bath, and second-floor laundry. The basement provides additional potential for flex space or storage. Step outside to enjoy the fenced backyard, offering space to relax or entertain. Enjoy the lifestyle that South Portland living provides - with easy access to restaurants, parks, beaches, shopping, and more!

Welcome to 40 Thadeus Street! Built in 2013, this well-maintained home offers an open-concept first floor with a spacious kitchen featuring a large island, adjoining living and dining areas, and a convenient half bath. Upstairs, you'll find three bedrooms, a full bath, and second-floor laundry. The basement provides additional potential for flex space or storage. Step outside to enjoy the fenced backyard, offering space to relax or entertain. Enjoy the lifestyle that South Portland living provides - with easy access to restaurants, parks, beaches, shopping, and more!

40 Thadeus St, South Portland

Listing courtesy of Cottage & Co Real Estate.

Selling Office: Landing Real Estate.

$535,000

Ready to move in. Adorable older Cape Cod in great location. Offers 2 Bedrooms, 1 bathroom, hardwood floors, 2 fireplaces, updated kitchen, dining room and covered porch. Nice back yard with fencing, shed and fire pit. Nicely landscaped. There is a 2-car garage.

2 Beds ⋅ 1 Baths

Ready to move in. Adorable older Cape Cod in great location. Offers 2 Bedrooms, 1 bathroom, hardwood floors, 2 fireplaces, updated kitchen, dining room and covered porch. Nice back yard with fencing, shed and fire pit. Nicely landscaped. There is a 2-car garage.

75 Kaler Rd, South Portland

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

Selling Office: Cottage & Co Real Estate.

$535,000

Charming Cape Near Willard Beach!! Discover this inviting 3-bedroom, 1-bath Cape nestled on a quiet dead-end street just a short walk from beautiful Willard Beach. This home offers classic charm and comfortable living in one of South Portland's most desirable neighborhoods. Enjoy a spacious, beautifully landscaped yard--perfect for gardening, entertaining, or simply relaxing outdoors. A bright three-season sunroom provides the ideal spot to enjoy morning coffee or unwind at the end of the day. Additional features include a one-car garage, a well-maintained exterior, and a location close to local shops, restaurants, and scenic coastal trails. PROPERTY IS BEING SOLD AS IS

Charming Cape Near Willard Beach!! Discover this inviting 3-bedroom, 1-bath Cape nestled on a quiet dead-end street just a short walk from beautiful Willard Beach. This home offers classic charm and comfortable living in one of South Portland's most desirable neighborhoods. Enjoy a spacious, beautifully landscaped yard--perfect for gardening, entertaining, or simply relaxing outdoors. A bright three-season sunroom provides the ideal spot to enjoy morning coffee or unwind at the end of the day. Additional features include a one-car garage, a well-maintained exterior, and a location close to local shops, restaurants, and scenic coastal trails. PROPERTY IS BEING SOLD AS IS

10 Alder St, South Portland

Listing courtesy of Pine Tree Realty of Maine.

Wilkenson Farm - Established 1920 - Charming and efficient 3-bedroom Cape/Farmhouse, proudly situated on a hill in the sought-after Sunset Park neighborhood in South Portland. Key Features You'll Love: Classic Charm: Step inside to find timeless details like classic wood trim and built-ins, offering the warmth and character of a mature home. Flexible Living: Enjoy two main living spaces that can adapt to your needs—whether you envision a dedicated dining room space, a home office nook or workout area, or an expanded living room. Energy Efficient Updates: Cozy up by the wood fireplace for ambiance, and take comfort in recent energy-saving upgrades, including efficient heat pumps and a brand-new heating system. The basement has also been sealed and additional blown-in insulation has been installed for maximum energy efficiency. First-Floor Convenience: The home boasts a highly desirable first-floor bedroom and first-floor laundry located in a custom dining nook off of the kitchen. Oversized, Ready-to-Use Lot: Enjoy a large oversized lot including a fenced-in backyard that is a gardener's dream, featuring custom cedar raised beds. Surrounding the house a French perimeter drain has been installed to prevent any water intrusion into the home. Fabulous Location: Enjoy a quick, convenient drive to the stunning beaches of Scarborough, the vibrant downtown of Portland, or the South Portland shopping district. Easy access to I-95 and I-295 makes your commute a breeze. This home is move-in ready with fantastic bones, offering the perfect opportunity to personalize and truly make it your own!

$532,000

Wilkenson Farm - Established 1920 - Charming and efficient 3-bedroom Cape/Farmhouse, proudly situated on a hill in the sought-after Sunset Park neighborhood in South Portland. Key Features You'll Love: Classic Charm: Step inside to find timeless details like classic wood trim and built-ins, offering the warmth and character of a mature home. Flexible Living: Enjoy two main living spaces that can adapt to your needs—whether you envision a dedicated dining room space, a home office nook or workout area, or an expanded living room. Energy Efficient Updates: Cozy up by the wood fireplace for ambiance, and take comfort in recent energy-saving upgrades, including efficient heat pumps and a brand-new heating system. The basement has also been sealed and additional blown-in insulation has been installed for maximum energy efficiency. First-Floor Convenience: The home boasts a highly desirable first-floor bedroom and first-floor laundry located in a custom dining nook off of the kitchen. Oversized, Ready-to-Use Lot: Enjoy a large oversized lot including a fenced-in backyard that is a gardener's dream, featuring custom cedar raised beds. Surrounding the house a French perimeter drain has been installed to prevent any water intrusion into the home. Fabulous Location: Enjoy a quick, convenient drive to the stunning beaches of Scarborough, the vibrant downtown of Portland, or the South Portland shopping district. Easy access to I-95 and I-295 makes your commute a breeze. This home is move-in ready with fantastic bones, offering the perfect opportunity to personalize and truly make it your own!

26 New York Ave, South Portland

Listing courtesy of Cates Real Estate. kerry@catesre.com

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.

$531,000

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.

Selling Office: Legacy Properties Sotheby's International Realty.

$530,000

Welcome to this classic, 3-bedroom home in one of South Portland's sought-after neighborhoods. Conveniently located less than five minutes from I-295, you'll enjoy easy access to shopping, restaurants, schools, and all the amenities that make Southern Maine such a great place to live. Set on a spacious 0.63-acre lot, this property affords plenty of room for outdoor activities, gardening, entertaining, or simply enjoying your own private backyard retreat. The centerpiece of the outdoor space is a beautiful in-ground pool, perfect for summer gatherings and relaxing weekends at home. Inside, you'll find 3 bedrooms, 1 full bath, and 2 half baths, providing comfortable living space for family and guests alike. Whether you're commuting to work, heading to the coast, or enjoying a night out in Portland, you'll appreciate being just a short drive from everything the area provides. Don't miss this opportunity to own a home that combines convenience and outdoor enjoyment in an amazing South Portland location.

Welcome to this classic, 3-bedroom home in one of South Portland's sought-after neighborhoods. Conveniently located less than five minutes from I-295, you'll enjoy easy access to shopping, restaurants, schools, and all the amenities that make Southern Maine such a great place to live. Set on a spacious 0.63-acre lot, this property affords plenty of room for outdoor activities, gardening, entertaining, or simply enjoying your own private backyard retreat. The centerpiece of the outdoor space is a beautiful in-ground pool, perfect for summer gatherings and relaxing weekends at home. Inside, you'll find 3 bedrooms, 1 full bath, and 2 half baths, providing comfortable living space for family and guests alike. Whether you're commuting to work, heading to the coast, or enjoying a night out in Portland, you'll appreciate being just a short drive from everything the area provides. Don't miss this opportunity to own a home that combines convenience and outdoor enjoyment in an amazing South Portland location.

172 Sandy Hill Rd, South Portland

Listing courtesy of Fontaine Family-The Real Estate Leader.

Selling Office: Greene & Shaw Real Estate.

$530,000

Nestled in the heart of South Portland's beloved Meetinghouse Hill neighborhood, you'll find this charming 1840's home. Rich wide-plank pine floors tell the story of the home's past, while waiting for the right person to come along and bring it back to life. Sunlight pours into the delightful sunporch, creating the perfect spot for morning coffee, afternoon reading, or simply enjoying the changing seasons. With 2-3 bedrooms and two full baths, the flexible floor plan provides options for guests, or a home office. Step outside and discover one of the property's most exceptional features: an absolutely enormous backyard rarely found in such a convenient in-town location. Whether you envision gardens, play space, outdoor entertaining, or simply room to roam, this expansive yard offers endless possibilities. In fact, the lot may be able to be subdivided, with Planning Board approval (please check with the town.) A deck extends your living area outdoors, making summer gatherings and quiet evenings under the stars equally enjoyable. Located just minutes from local shops, restaurants, parks, and Portland's vibrant waterfront, this special Meetinghouse Hill home offers the opportunity to own a piece of South Portland history....so bring your creative vision to make this unique property your home. This home has been pre-inspected for the buyer's convenience. Seller Concessions Available. For a video walk-thru go to YouTube and enter the property address.

Nestled in the heart of South Portland's beloved Meetinghouse Hill neighborhood, you'll find this charming 1840's home. Rich wide-plank pine floors tell the story of the home's past, while waiting for the right person to come along and bring it back to life. Sunlight pours into the delightful sunporch, creating the perfect spot for morning coffee, afternoon reading, or simply enjoying the changing seasons. With 2-3 bedrooms and two full baths, the flexible floor plan provides options for guests, or a home office. Step outside and discover one of the property's most exceptional features: an absolutely enormous backyard rarely found in such a convenient in-town location. Whether you envision gardens, play space, outdoor entertaining, or simply room to roam, this expansive yard offers endless possibilities. In fact, the lot may be able to be subdivided, with Planning Board approval (please check with the town.) A deck extends your living area outdoors, making summer gatherings and quiet evenings under the stars equally enjoyable. Located just minutes from local shops, restaurants, parks, and Portland's vibrant waterfront, this special Meetinghouse Hill home offers the opportunity to own a piece of South Portland history....so bring your creative vision to make this unique property your home. This home has been pre-inspected for the buyer's convenience. Seller Concessions Available. For a video walk-thru go to YouTube and enter the property address.

54 Mitchell Rd, South Portland

Listing courtesy of Keller Williams Realty.

Selling Office: Town & Shore Real Estate.

$526,316

Back on the market through no fault of the property. Investors, contractors take notice. 3 unit building gutted back to the studs after freeze damage. New roof, new windows, new electrical, some new plumbing. Each unit is 1 bedroom in its current configuration. There are 2 existing baths and plumbed for a 3rd. Laundry hookups in units. 2 car garage. Oversized corner lot in the heart of Ferry Village. Walk to restaurants, green belt trail, Willard Beach, 5 minutes to downtown Portland. This property has endless possibilities just bring your imagination. The property has been in the family for many years and has been vacant for the last several years.

3 Baths

Back on the market through no fault of the property. Investors, contractors take notice. 3 unit building gutted back to the studs after freeze damage. New roof, new windows, new electrical, some new plumbing. Each unit is 1 bedroom in its current configuration. There are 2 existing baths and plumbed for a 3rd. Laundry hookups in units. 2 car garage. Oversized corner lot in the heart of Ferry Village. Walk to restaurants, green belt trail, Willard Beach, 5 minutes to downtown Portland. This property has endless possibilities just bring your imagination. The property has been in the family for many years and has been vacant for the last several years.

73 High St, South Portland

Listing courtesy of Maine Home Connection. 207.517.3100

Selling Office: Berkshire Hathaway HomeServices Verani Realty.

This charming three bedroom home has been lovingly updated inside and out.

This charming three bedroom home has been lovingly updated inside and out.

11 Hamilton St, South Portland

Listing courtesy of LAER.

LOCATION, LIFESTYLE & LOW-MAINTENANCE LIVING IN SOUTH PORTLAND! Welcome to 49 Oakdale Ave! This wonderful home is tucked away on a dead-end street in a wonderfully convenient South Portland location. Spend the morning exploring the coast, walk or bike the trails on the Green Belt, Hinkley Park, or Mill Creek Park. Enjoy dinner downtown, or take an afternoon to discover Portland's iconic lighthouses. Step inside to a bright, open-concept main living area highlighted by cathedral ceilings and an inviting flow between the kitchen, dining and living spaces. The beautifully appointed kitchen features warm cherry cabinetry, stainless steel appliances, and an impressive extra long island that creates the perfect gathering spot for morning coffee, casual meals or entertaining friends. Just off the dining area, a private exterior deck extends the living space outdoors and provides a wonderful spot to relax! The home also offers the convenience of a one-car garage, plus additional storage space in the basement--an especially valuable feature for keeping everyday living organized. A dead-end setting adds to the home's appeal while maintaining exceptional access to everything South Portland has available! Offers Due Wednesday August 19th @ 12 noon. Please allow 24 hour review time.

LOCATION, LIFESTYLE & LOW-MAINTENANCE LIVING IN SOUTH PORTLAND! Welcome to 49 Oakdale Ave! This wonderful home is tucked away on a dead-end street in a wonderfully convenient South Portland location. Spend the morning exploring the coast, walk or bike the trails on the Green Belt, Hinkley Park, or Mill Creek Park. Enjoy dinner downtown, or take an afternoon to discover Portland's iconic lighthouses. Step inside to a bright, open-concept main living area highlighted by cathedral ceilings and an inviting flow between the kitchen, dining and living spaces. The beautifully appointed kitchen features warm cherry cabinetry, stainless steel appliances, and an impressive extra long island that creates the perfect gathering spot for morning coffee, casual meals or entertaining friends. Just off the dining area, a private exterior deck extends the living space outdoors and provides a wonderful spot to relax! The home also offers the convenience of a one-car garage, plus additional storage space in the basement--an especially valuable feature for keeping everyday living organized. A dead-end setting adds to the home's appeal while maintaining exceptional access to everything South Portland has available! Offers Due Wednesday August 19th @ 12 noon. Please allow 24 hour review time.

49 Oakdale Ave, South Portland

Listing courtesy of Gardner Real Estate Group.

Selling Office: Waypoint Brokers Collective.

Step into the charm of this South Portland home, perfectly blending spacious living, character, and unbeatable convenience. This beautifully maintained 5 bedroom home blends timeless architectural details with thoughtful updates, creating a warm and inviting living experience. The first floor features an easy, functional layout with multiple living spaces perfect for everyday comfort or hosting gatherings. The kitchen provides plenty of room for cooking and connection, while the adjoining dining and living areas allow flexibility. Upstairs, five well-proportioned bedrooms provide room for everyone, ideal for larger households, home offices, or guest space. Period details continue throughout, giving the home a sense of history and character rarely found today. Outside, enjoy a charming yard area to relax and the convenience of being just minutes from South Portland's best amenities, including beaches, restaurants, schools, and easy access to Portland.

5 Beds ⋅ 2 Baths

Step into the charm of this South Portland home, perfectly blending spacious living, character, and unbeatable convenience. This beautifully maintained 5 bedroom home blends timeless architectural details with thoughtful updates, creating a warm and inviting living experience. The first floor features an easy, functional layout with multiple living spaces perfect for everyday comfort or hosting gatherings. The kitchen provides plenty of room for cooking and connection, while the adjoining dining and living areas allow flexibility. Upstairs, five well-proportioned bedrooms provide room for everyone, ideal for larger households, home offices, or guest space. Period details continue throughout, giving the home a sense of history and character rarely found today. Outside, enjoy a charming yard area to relax and the convenience of being just minutes from South Portland's best amenities, including beaches, restaurants, schools, and easy access to Portland.

24 Grandview Ave, South Portland

Listing courtesy of Coldwell Banker Realty. 207-282-5988

Selling Office: Coastal Pine Real Estate, LLC.

Dow's Woods is a wonderful close knit condo community in South Portland, offering both comfort and convenience just minutes from local amenities, the hospital, and easy interstate access. This inviting home features soaring two-story ceilings in the living room, creating a bright and open atmosphere. The main floor includes a spacious primary bedroom, full bath and convenient laundry area for easy one-level living. Upstairs, you'll find two additional bedrooms, a full bath, and a large storage closet--perfect for guests, family, or a home office setup. Enjoy outdoor relaxation on your private back deck, all set within a peaceful and quiet setting.