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Situated among beautiful luxury homes, this well-maintained original-owner home is sure to capture your attention. Bathed in natural sunlight, the main level offers a welcoming living room with a beautiful brick fireplace, a spacious dining area with a new glass slider leading to an elevated deck, and a well-appointed kitchen designed for comfortable everyday living and entertaining. Hardwood floors flow throughout the main level, complemented by a full bathroom with dual sinks. The kitchen features new quartz countertops, a large LG refrigerator, abundant cabinetry, and plenty of storage. Just off the living room, a versatile additional space offers exciting possibilities—it could be finished as a second living area or primary bedroom suite. Two bedrooms complete the main level. The lower level adds even more flexible living space, including a front-to-back bedroom with a walk-in closet, a conveniently located bathroom, and a separate living area perfect for movie nights, watching sports, or relaxing with family and friends. Step outside through the new glass slider and enjoy the peaceful view from the inviting swing overlooking the beautifully landscaped yard, complete with multiple garden fountains. A convenient mudroom welcomes you in from the attached two-car garage. Enjoy strolling through this friendly neighborhood, with the Eastern Trail just a short walk from your front door. The owners have cherished this location for 32 years, appreciating its convenient proximity to area beaches, Maine Mall shopping, dining, and all that Portland has to offer. With easy highway access in both directions, this home combines a wonderful neighborhood setting with exceptional convenience. Call today to schedule your private showing!

2 Colchester Dr, South Portland

Listing courtesy of Keller Williams Realty.

$425,000

Enjoy the ease and convenience of single-level living in this well-maintained 3-bedroom, 1-bath condo. Two bedrooms are located on the first floor, offering flexibility and easy accessibility, while a third bedroom upstairs provides additional space for guests, a home office, or other needs. The bright and inviting main living area features plenty of natural light and a cathedral ceiling, creating an open and spacious feel. A heat pump provides efficient heating and cooling for year-round comfort. Step outside to a large, private deck, ideal for relaxing, dining, or entertaining. The one-car garage offers convenient parking and includes pull-down attic storage for additional space. Ideally located near major highways, shopping, restaurants, and everyday amenities, this home offers a peaceful setting with all the conveniences of South Portland close by.

Enjoy the ease and convenience of single-level living in this well-maintained 3-bedroom, 1-bath condo. Two bedrooms are located on the first floor, offering flexibility and easy accessibility, while a third bedroom upstairs provides additional space for guests, a home office, or other needs. The bright and inviting main living area features plenty of natural light and a cathedral ceiling, creating an open and spacious feel. A heat pump provides efficient heating and cooling for year-round comfort. Step outside to a large, private deck, ideal for relaxing, dining, or entertaining. The one-car garage offers convenient parking and includes pull-down attic storage for additional space. Ideally located near major highways, shopping, restaurants, and everyday amenities, this home offers a peaceful setting with all the conveniences of South Portland close by.

202 Settler Rd Unit 202, South Portland

Listing courtesy of Portside Real Estate Group.

$625,000

Situated on a serene .46-acre spot in a quiet, walkable South Portland neighborhood, this well-maintained 3-bedroom, 2-bath contemporary cape will have your heart. Inside, hardwood floors, sunlit spaces, and a breezy layout are a delight. The spacious kitchen & seamlessly situated dining room will have you happily sharing home-cooked meals. Relaxation comes easily in the living room, complete with a wood-burning fireplace, soaring ceiling & mood-boosting windows. The peaceful main-floor primary bedroom provides a walk-in closet and direct access to a full bathroom; an additional first-floor bedroom/multi-use room makes space for sleep or home office endeavors. Cleanup and corralling coats & shoes are a breeze thanks to the laundry/mud room. The loft is a true retreat, featuring a bedroom, family/sitting room, full bathroom, and a sizable unfinished bonus area ~ perfect for storing your stuff, with exciting potential for future finishing. Outside, the front porch, back deck, and private backyard are your go-to for soaking up the sun through the seasons. A tidy shed hosts your toys & tools. The attached 2-car garage keeps the elements at bay as you come and go. When you're ready to roam, the Eastern Trail is a short stroll from your front door. From beaches to dining, shopping, and more, So Po's spoils are adored far and wide. Easy access to the highway and to the energy of Portland is icing on this coastal community's cake. Come take a look!

Situated on a serene .46-acre spot in a quiet, walkable South Portland neighborhood, this well-maintained 3-bedroom, 2-bath contemporary cape will have your heart. Inside, hardwood floors, sunlit spaces, and a breezy layout are a delight. The spacious kitchen & seamlessly situated dining room will have you happily sharing home-cooked meals. Relaxation comes easily in the living room, complete with a wood-burning fireplace, soaring ceiling & mood-boosting windows. The peaceful main-floor primary bedroom provides a walk-in closet and direct access to a full bathroom; an additional first-floor bedroom/multi-use room makes space for sleep or home office endeavors. Cleanup and corralling coats & shoes are a breeze thanks to the laundry/mud room. The loft is a true retreat, featuring a bedroom, family/sitting room, full bathroom, and a sizable unfinished bonus area ~ perfect for storing your stuff, with exciting potential for future finishing. Outside, the front porch, back deck, and private backyard are your go-to for soaking up the sun through the seasons. A tidy shed hosts your toys & tools. The attached 2-car garage keeps the elements at bay as you come and go. When you're ready to roam, the Eastern Trail is a short stroll from your front door. From beaches to dining, shopping, and more, So Po's spoils are adored far and wide. Easy access to the highway and to the energy of Portland is icing on this coastal community's cake. Come take a look!

998 Highland Ave, South Portland

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

$400,000

Beach days, Portland nights, and home in between. Welcome to Ferry Village. This charming New Englander puts coastal South Portland at your doorstep, with the waterfront nearby and the energy of Portland just minutes away. An abundance of natural light gives the home a warm, comfortable feel, with inviting living spaces that make the most of its classic New Englander charm. Upstairs, two bedrooms and a full bath are joined by an adjoining flex room off one of the bedrooms—ideal for a home office, dressing room, hobby space or whatever suits your needs. Glimpses of the water serve as a reminder of just how close you are to the coast. Back downstairs, existing plumbing provides a head start for a potential half bath or relocated laundry, Off-street parking adds another welcome convenience. But here, so much of the lifestyle extends beyond the front door. Grab your morning coffee at Second Rodeo right, head down to the Marina, or spend the day exploring Willard Beach, Spring Point, Bug Light and South Portland's waterfront. Local restaurants and neighborhood favorites are close by, and when Portland is calling, head across the bridge - or leave the car at home and catch the bus from the new stop directly across the street. For someone hoping to put down roots in South Portland, purchase a first home, or simplify without giving up an incredible location, 56 Sawyer Road offers an appealing opportunity to make Ferry Village home - a chance to buy into the lifestyle and location you want today, with a home you can make your own.

Beach days, Portland nights, and home in between. Welcome to Ferry Village. This charming New Englander puts coastal South Portland at your doorstep, with the waterfront nearby and the energy of Portland just minutes away. An abundance of natural light gives the home a warm, comfortable feel, with inviting living spaces that make the most of its classic New Englander charm. Upstairs, two bedrooms and a full bath are joined by an adjoining flex room off one of the bedrooms—ideal for a home office, dressing room, hobby space or whatever suits your needs. Glimpses of the water serve as a reminder of just how close you are to the coast. Back downstairs, existing plumbing provides a head start for a potential half bath or relocated laundry, Off-street parking adds another welcome convenience. But here, so much of the lifestyle extends beyond the front door. Grab your morning coffee at Second Rodeo right, head down to the Marina, or spend the day exploring Willard Beach, Spring Point, Bug Light and South Portland's waterfront. Local restaurants and neighborhood favorites are close by, and when Portland is calling, head across the bridge - or leave the car at home and catch the bus from the new stop directly across the street. For someone hoping to put down roots in South Portland, purchase a first home, or simplify without giving up an incredible location, 56 Sawyer Road offers an appealing opportunity to make Ferry Village home - a chance to buy into the lifestyle and location you want today, with a home you can make your own.

56 Sawyer St, South Portland

Listing courtesy of Keller Williams Realty. scottandsunny@kw.com

$179,727

PLEASE READ: This is a foreclosure auction, not a traditional listing. The price shown is the foreclosure judgment amount only. It does not reflect market value, an opening bid, or a minimum acceptable price. The property sells at a LIVE AUCTION on October 7, 2026 at 11:00 a.m. at the property. Terms, deposit requirements and the Property Information Package are in the MLS documents or available from the auction company. PROPERTY DESCRIPTION: 9 Anchorage Place sits at the water's edge in South Portland's Knightville Neighborhood, at the end of a gated private drive off Ocean Street, with Casco Bay on one side and a full-service marina on the other. The views run across the harbor to Portland's peninsula, the shipping channel, and the city skyline. Inside is 1,478 square feet of single-level floor plan, two bedrooms and two full baths, with laundry on the main level and a primary bedroom with its own bath. An attached one-car garage opens directly into the living space. A 260 square foot patio extends the living area toward the water. The building is wood frame on a poured concrete slab under a pitched asphalt shingle roof, built in 1982, one of five units. Utilities are public: water, sewer, and natural gas service, with natural gas heat. Anchorage Place is a waterfront association immediately beside South Port Marine, a full-service marina at 14 Ocean Street, and the property benefits from that adjacency for access to Casco Bay. Knightville occupies the northeastern tip of South Portland, where the Fore River meets the bay, connected to Portland's peninsula by the Casco Bay Bridge. Bug Light Park, the Portland Breakwater Light and Willard Beach sit to the east, and Fort Williams Park with Portland Head Light in adjacent Cape Elizabeth.

PLEASE READ: This is a foreclosure auction, not a traditional listing. The price shown is the foreclosure judgment amount only. It does not reflect market value, an opening bid, or a minimum acceptable price. The property sells at a LIVE AUCTION on October 7, 2026 at 11:00 a.m. at the property. Terms, deposit requirements and the Property Information Package are in the MLS documents or available from the auction company. PROPERTY DESCRIPTION: 9 Anchorage Place sits at the water's edge in South Portland's Knightville Neighborhood, at the end of a gated private drive off Ocean Street, with Casco Bay on one side and a full-service marina on the other. The views run across the harbor to Portland's peninsula, the shipping channel, and the city skyline. Inside is 1,478 square feet of single-level floor plan, two bedrooms and two full baths, with laundry on the main level and a primary bedroom with its own bath. An attached one-car garage opens directly into the living space. A 260 square foot patio extends the living area toward the water. The building is wood frame on a poured concrete slab under a pitched asphalt shingle roof, built in 1982, one of five units. Utilities are public: water, sewer, and natural gas service, with natural gas heat. Anchorage Place is a waterfront association immediately beside South Port Marine, a full-service marina at 14 Ocean Street, and the property benefits from that adjacency for access to Casco Bay. Knightville occupies the northeastern tip of South Portland, where the Fore River meets the bay, connected to Portland's peninsula by the Casco Bay Bridge. Bug Light Park, the Portland Breakwater Light and Willard Beach sit to the east, and Fort Williams Park with Portland Head Light in adjacent Cape Elizabeth.

9 Anchorage Pl Unit 9, South Portland

Listing courtesy of TAP Realty Solutions.

148 Breakwater Dr Unit 811, South Portland

$375,000

Facing east over Spring Point, Breakwater Marina and Casco Bay, this one-bedroom condo starts each day with beautiful morning light and an ever-changing view of the water. Inside, the efficient floor plan makes smart use of the space, with built-ins adding both storage and functionality. New carpet gives the bedroom a fresh update. Set along South Portland's waterfront, the location makes it easy to enjoy everything just outside your door, from strolls along the Greenbelt to Willard Beach, Spring Point and local restaurants. Under 10 minutes from downtown Portland, this location gives you easy access to both cities and the water!

1 Beds ⋅ 1 Baths

Facing east over Spring Point, Breakwater Marina and Casco Bay, this one-bedroom condo starts each day with beautiful morning light and an ever-changing view of the water. Inside, the efficient floor plan makes smart use of the space, with built-ins adding both storage and functionality. New carpet gives the bedroom a fresh update. Set along South Portland's waterfront, the location makes it easy to enjoy everything just outside your door, from strolls along the Greenbelt to Willard Beach, Spring Point and local restaurants. Under 10 minutes from downtown Portland, this location gives you easy access to both cities and the water!

148 Breakwater Dr Unit 811, South Portland

Listing courtesy of Portside Real Estate Group.

$480,000

Welcome to 51 Pine Haven Terrace, tucked into a great neighborhood in South Portland on an impressive half-acre corner lot. This 3-bedroom, 1-bath ranch offers a comfortable layout, plenty of outdoor space, and a location that makes getting where you need to go incredibly convenient. Renovated in 2015, the home has been thoughtfully updated while still offering the opportunity to make it your own. The spacious main living areas provide plenty of room to relax and entertain, while the full unfinished basement offers excellent storage and includes a versatile bonus room that could work well as a home office, gym, playroom, or additional living space. One of the standout features is the massive three-season porch, creating an incredible extension of the living space and a perfect spot to enjoy the yard from spring through fall. Outside, the half-acre corner lot offers plenty of room to garden, play, entertain, or simply enjoy the space. For even more fun, the property features its own multi-use court for pickleball, tennis, and basketball. Set in a desirable neighborhood with easy access to Portland, I-295, shopping, dining, beaches, and everything the Greater Portland area has to offer, 51 Pine Haven Terrace combines space, convenience, and an established neighborhood setting. A great opportunity to make South Portland home.

Welcome to 51 Pine Haven Terrace, tucked into a great neighborhood in South Portland on an impressive half-acre corner lot. This 3-bedroom, 1-bath ranch offers a comfortable layout, plenty of outdoor space, and a location that makes getting where you need to go incredibly convenient. Renovated in 2015, the home has been thoughtfully updated while still offering the opportunity to make it your own. The spacious main living areas provide plenty of room to relax and entertain, while the full unfinished basement offers excellent storage and includes a versatile bonus room that could work well as a home office, gym, playroom, or additional living space. One of the standout features is the massive three-season porch, creating an incredible extension of the living space and a perfect spot to enjoy the yard from spring through fall. Outside, the half-acre corner lot offers plenty of room to garden, play, entertain, or simply enjoy the space. For even more fun, the property features its own multi-use court for pickleball, tennis, and basketball. Set in a desirable neighborhood with easy access to Portland, I-295, shopping, dining, beaches, and everything the Greater Portland area has to offer, 51 Pine Haven Terrace combines space, convenience, and an established neighborhood setting. A great opportunity to make South Portland home.

51 Pine Haven Ter, South Portland

Listing courtesy of Anchor Real Estate.

$625,000

Historic character meets sophisticated waterfront living in this stunning two-bedroom, two-bath fully renovated condominium, meticulously transformed from a former trolley car barn. Thoughtfully renovated to highlight and preserve its remarkable past, the residence showcases original architectural details including expansive wooden ceilings, exposed iron beams, authentic brick walls and dramatic oversized arched windows. These distinctive elements create an exceptional sense of scale, warmth and character while complementing the home's modern conveniences. The two bedrooms and two full bathrooms have been updated in a sleek, contemporary style, creating a refined contrast to the building's historical industrial architecture. The direct waterfront setting offers views of the bridge, marina, harbor and Portland's skyline. The location is equally impressive, with parks just around the corner and an array of everyday conveniences and neighborhood amenities within easy reach, including walking paths, shops, breweries, restaurants, grocery stores, and the post office. Portland's Old Port, renowned for its restaurants, sits just over the bridge. This wonderfully connected location makes enjoying the waterfront and surrounding communities remarkably easy. The finishing touches are being completed now.

Historic character meets sophisticated waterfront living in this stunning two-bedroom, two-bath fully renovated condominium, meticulously transformed from a former trolley car barn. Thoughtfully renovated to highlight and preserve its remarkable past, the residence showcases original architectural details including expansive wooden ceilings, exposed iron beams, authentic brick walls and dramatic oversized arched windows. These distinctive elements create an exceptional sense of scale, warmth and character while complementing the home's modern conveniences. The two bedrooms and two full bathrooms have been updated in a sleek, contemporary style, creating a refined contrast to the building's historical industrial architecture. The direct waterfront setting offers views of the bridge, marina, harbor and Portland's skyline. The location is equally impressive, with parks just around the corner and an array of everyday conveniences and neighborhood amenities within easy reach, including walking paths, shops, breweries, restaurants, grocery stores, and the post office. Portland's Old Port, renowned for its restaurants, sits just over the bridge. This wonderfully connected location makes enjoying the waterfront and surrounding communities remarkably easy. The finishing touches are being completed now.

18 Ocean St Unit A6, South Portland

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

148 Breakwater Dr Unit 810, South Portland

$475,000

There's a lot to love about life at Breakwater, and this top-floor condo has a few things that set it apart. One of the larger floor plans in the building, the two-bedroom, two-bath unit includes the rare convenience of in-unit laundry and an oversized balcony overlooking Spring Point, Breakwater Marina and Casco Bay. The primary suite includes a walk-in closet and private bath, while a second bedroom and full hall bath offer plenty of flexibility for guests, an office, or both. Outside your door, the South Portland waterfront is yours to explore, with the Greenbelt, Willard Beach, Spring Point and SMCC all close by, and downtown Portland just across the bridge.

There's a lot to love about life at Breakwater, and this top-floor condo has a few things that set it apart. One of the larger floor plans in the building, the two-bedroom, two-bath unit includes the rare convenience of in-unit laundry and an oversized balcony overlooking Spring Point, Breakwater Marina and Casco Bay. The primary suite includes a walk-in closet and private bath, while a second bedroom and full hall bath offer plenty of flexibility for guests, an office, or both. Outside your door, the South Portland waterfront is yours to explore, with the Greenbelt, Willard Beach, Spring Point and SMCC all close by, and downtown Portland just across the bridge.

148 Breakwater Dr Unit 810, South Portland

Listing courtesy of Portside Real Estate Group.

$629,900

Welcome to 20 Olive Road, a classic 1937 Colonial nestled on a short dead end street in the desirable Meetinghouse Hill area. Lovingly owned by the same family since 1961, the 3-bedroom,1 bath approx 1400 sq ft home is ready for its next chapter. Enjoy this sought after location near Willard Beach and the neighborhood's popular shops, restaurants, parks, and coastal attractions- All just 10 minutes to downtown Portland. With its timeless colonial design and exceptional setting, this home offers an exciting chance to create something special in one of South Portland's most beloved communities. Come visit the open house. Sunday, Sept 27th, 11AM-1PM.

Welcome to 20 Olive Road, a classic 1937 Colonial nestled on a short dead end street in the desirable Meetinghouse Hill area. Lovingly owned by the same family since 1961, the 3-bedroom,1 bath approx 1400 sq ft home is ready for its next chapter. Enjoy this sought after location near Willard Beach and the neighborhood's popular shops, restaurants, parks, and coastal attractions- All just 10 minutes to downtown Portland. With its timeless colonial design and exceptional setting, this home offers an exciting chance to create something special in one of South Portland's most beloved communities. Come visit the open house. Sunday, Sept 27th, 11AM-1PM.

20 Olive Rd, South Portland

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

$325,000

Coastal living at an approachable price! This townhouse-style condo puts you in the heart of South Portland, just minutes from downtown Portland. Freshly painted throughout, this bright, move-in-ready 2-bedroom, 1-bath condo offers a blank slate to truly make the space your own. A spacious entry with in unit laundry leads into the home with your sun-drenched kitchen to the left which opens to the generous living room space and yard out back. Upstairs you will find two spacious bedrooms and a full bathroom. Step out back onto the Greenbelt Trail, or head a few minutes to Willard Beach and Bug Light Park. Scratch Bakery, SMCC, Mill Creek shopping, and Knightville's growing dining scene are all close by. Assigned parking, a modest HOA fee, pets and rentals allowed, make this a smart buy for first-time owners, downsizers, and investors alike. Opportunities like this in SoPo don't last long. Schedule your showing today!

Coastal living at an approachable price! This townhouse-style condo puts you in the heart of South Portland, just minutes from downtown Portland. Freshly painted throughout, this bright, move-in-ready 2-bedroom, 1-bath condo offers a blank slate to truly make the space your own. A spacious entry with in unit laundry leads into the home with your sun-drenched kitchen to the left which opens to the generous living room space and yard out back. Upstairs you will find two spacious bedrooms and a full bathroom. Step out back onto the Greenbelt Trail, or head a few minutes to Willard Beach and Bug Light Park. Scratch Bakery, SMCC, Mill Creek shopping, and Knightville's growing dining scene are all close by. Assigned parking, a modest HOA fee, pets and rentals allowed, make this a smart buy for first-time owners, downsizers, and investors alike. Opportunities like this in SoPo don't last long. Schedule your showing today!

139 Broadway Unit 11, South Portland

Listing courtesy of Portside Real Estate Group.

$450,000

This 3-bedroom, 1-bath home has a comfortable layout with some unique spaces that give it plenty of flexibility. Hardwood floors and cathedral ceilings add warmth and character to the main living areas, while the loft-style space upstairs makes a great family room, office, or whatever fits your needs. The partially finished basement includes a separate studio space. Conveniently located just off Route 1 with easy access to I-95, shopping, dining, and nearby communities. Come take a look and see how you could make this one your own!

This 3-bedroom, 1-bath home has a comfortable layout with some unique spaces that give it plenty of flexibility. Hardwood floors and cathedral ceilings add warmth and character to the main living areas, while the loft-style space upstairs makes a great family room, office, or whatever fits your needs. The partially finished basement includes a separate studio space. Conveniently located just off Route 1 with easy access to I-95, shopping, dining, and nearby communities. Come take a look and see how you could make this one your own!

12 Gerry Ave, South Portland

Listing courtesy of Fontaine Family-The Real Estate Leader.

148 Breakwater Dr Unit 311, South Portland

$269,000

1 Beds ⋅ 1 Baths

148 Breakwater Dr Unit 311, South Portland

Listing courtesy of Century 21 North East.

$600,000

Welcome to 13 Churchill Road — a delightful colonial nestled in the heart of South Portland. Offering 1,344 square feet of thoughtfully laid-out living space, this 3-bedroom, 2-bath home blends timeless colonial charm with everyday functionality. Step inside to find a floor plan that flows naturally between living spaces, ideal for both quiet nights in and entertaining guests. Upstairs, three comfortable bedrooms provide plenty of room to grow, while two full bathrooms add convenience for busy households. Located in South Portland, you're just minutes from local shops, restaurants, and the waterfront charm the area is known for, with easy access to Portland proper for work or a night out. Whether you're a first-time buyer or looking to downsize without sacrificing character, 13 Churchill Road is a must-see. Schedule your showing today!

Welcome to 13 Churchill Road — a delightful colonial nestled in the heart of South Portland. Offering 1,344 square feet of thoughtfully laid-out living space, this 3-bedroom, 2-bath home blends timeless colonial charm with everyday functionality. Step inside to find a floor plan that flows naturally between living spaces, ideal for both quiet nights in and entertaining guests. Upstairs, three comfortable bedrooms provide plenty of room to grow, while two full bathrooms add convenience for busy households. Located in South Portland, you're just minutes from local shops, restaurants, and the waterfront charm the area is known for, with easy access to Portland proper for work or a night out. Whether you're a first-time buyer or looking to downsize without sacrificing character, 13 Churchill Road is a must-see. Schedule your showing today!

13 Churchill Rd, South Portland

Listing courtesy of The Maine Real Estate Experience.

$575,000

The unit includes the top 3 things that buyers look for in real estate: Location, Location, Location! Welcome to 2 Karynel Drive in South Portland, this 3 bedroom 2.5 bath townhouse is located minutes to downtown, highways and beaches. The unit boasts great entertaining possibilities or several nooks to curl up with a good book. The second floor has a primary bedroom with en suite, 2 spare bedrooms and laundry room. An extremely dry basement has plenty of room for storage or possible expansion. Dows Woods is a great spot to enjoy morning coffee while observing local wildlife or nighttime star gazing with minimal ambient light infraction.

3 Beds ⋅ 3 Baths

The unit includes the top 3 things that buyers look for in real estate: Location, Location, Location! Welcome to 2 Karynel Drive in South Portland, this 3 bedroom 2.5 bath townhouse is located minutes to downtown, highways and beaches. The unit boasts great entertaining possibilities or several nooks to curl up with a good book. The second floor has a primary bedroom with en suite, 2 spare bedrooms and laundry room. An extremely dry basement has plenty of room for storage or possible expansion. Dows Woods is a great spot to enjoy morning coffee while observing local wildlife or nighttime star gazing with minimal ambient light infraction.

2 Karynel Dr Unit 2, South Portland

Listing courtesy of Cottage & Co Real Estate.

$359,000

OPEN HOUSE SUNDAY 10/4 11:30 TO 12:30 Enjoy condo living in one of South Portland's desirable locations! If you enjoy coastal Maine living, you won't want to miss this perfectly placed 2 bedroom corner unit. Enjoy easy access to the Greenbelt Walkway, with miles of walking and biking trails, including scenic sections along the beautiful Maine coast. This cozy condo features a first-floor bedroom, full bath and first floor laundry. The upper-level loft offers flexible additional living space, complete with a half bath perfect for guests, an office or a relaxing retreat. With a low HOA fee, parking this condo has it all. Move right in and enjoy being just minutes from great local restaurants and close beaches.

OPEN HOUSE SUNDAY 10/4 11:30 TO 12:30 Enjoy condo living in one of South Portland's desirable locations! If you enjoy coastal Maine living, you won't want to miss this perfectly placed 2 bedroom corner unit. Enjoy easy access to the Greenbelt Walkway, with miles of walking and biking trails, including scenic sections along the beautiful Maine coast. This cozy condo features a first-floor bedroom, full bath and first floor laundry. The upper-level loft offers flexible additional living space, complete with a half bath perfect for guests, an office or a relaxing retreat. With a low HOA fee, parking this condo has it all. Move right in and enjoy being just minutes from great local restaurants and close beaches.

139 Broadway Unit 22, South Portland

Listing courtesy of Landing Real Estate.

$765,000

Embrace a coastal lifestyle and live where every day feels like a vacation! Just two blocks from Willard Beach, this spectacular 2-bedroom, 2-bath condo offers stunning ocean views of Casco Bay. Experience the magic of cruise ship activity sailing in and out of the harbor...right from your living room and balcony! With effortless access to sandy shores, invigorating ocean breezes, and the area's inviting cafes, restaurants, and local amenities, you are going to want to make this beautiful newly renovated condo yours! Come see for yourself; schedule a private showing today!

Embrace a coastal lifestyle and live where every day feels like a vacation! Just two blocks from Willard Beach, this spectacular 2-bedroom, 2-bath condo offers stunning ocean views of Casco Bay. Experience the magic of cruise ship activity sailing in and out of the harbor...right from your living room and balcony! With effortless access to sandy shores, invigorating ocean breezes, and the area's inviting cafes, restaurants, and local amenities, you are going to want to make this beautiful newly renovated condo yours! Come see for yourself; schedule a private showing today!

149 Fort Rd Unit 6, South Portland

Listing courtesy of Cottage & Co Real Estate.

$525,000

Enjoy the best of South Portland living from this beautifully renovated 3-bedroom, 2-bath Cape, set on a quiet dead-end street with nearby access to trails, recreation, local favorites, and Downtown Portland. Thoughtfully updated from top to bottom, this home pairs classic Cape character with fresh, modern finishes and extensive improvements throughout. Inside, refinished wood floors complement a brand-new Thomasville kitchen designed with both style and functionality in mind. Two completely renovated bathrooms add a polished, contemporary feel, while the flexible layout includes a first-floor bedroom and full bath, creating an option for single-level living. Upstairs, two additional bedrooms offer generous closet space alongside a second full bath and dedicated laundry room. The finished basement expands the possibilities even further, offering versatile space for a recreation room, home office, media space, hobbies, or additional living area. Beyond the visible updates, major improvements include a new roof, electrical, plumbing, heating system, tankless water heater, and paved driveway. Outside, a welcoming front porch adds to the home's appeal, while the fenced backyard is ready to enjoy with a spacious deck leading to the above-ground pool. Two sheds provide additional storage for outdoor and seasonal gear. Located near the Eastern Trail, South Portland Community Center, Docks Seafood, shopping, recreation, and everyday conveniences, with Portland's Old Port just a short drive away. With extensive renovations, flexible living space, outdoor amenities, and a convenient South Portland location, this move-in-ready Cape offers an exceptional opportunity to settle in and enjoy.

Enjoy the best of South Portland living from this beautifully renovated 3-bedroom, 2-bath Cape, set on a quiet dead-end street with nearby access to trails, recreation, local favorites, and Downtown Portland. Thoughtfully updated from top to bottom, this home pairs classic Cape character with fresh, modern finishes and extensive improvements throughout. Inside, refinished wood floors complement a brand-new Thomasville kitchen designed with both style and functionality in mind. Two completely renovated bathrooms add a polished, contemporary feel, while the flexible layout includes a first-floor bedroom and full bath, creating an option for single-level living. Upstairs, two additional bedrooms offer generous closet space alongside a second full bath and dedicated laundry room. The finished basement expands the possibilities even further, offering versatile space for a recreation room, home office, media space, hobbies, or additional living area. Beyond the visible updates, major improvements include a new roof, electrical, plumbing, heating system, tankless water heater, and paved driveway. Outside, a welcoming front porch adds to the home's appeal, while the fenced backyard is ready to enjoy with a spacious deck leading to the above-ground pool. Two sheds provide additional storage for outdoor and seasonal gear. Located near the Eastern Trail, South Portland Community Center, Docks Seafood, shopping, recreation, and everyday conveniences, with Portland's Old Port just a short drive away. With extensive renovations, flexible living space, outdoor amenities, and a convenient South Portland location, this move-in-ready Cape offers an exceptional opportunity to settle in and enjoy.

73 Bonnybank Ter, South Portland

Listing courtesy of Keller Williams Realty. scottandsunny@kw.com

$569,900

Welcome to this inviting 4-bedroom, 1-bath home in South Portland's sought-after Meetinghouse Hill neighborhood, where classic charm meets everyday convenience. Freshly updated with new siding, this home offers a warm and welcoming layout with beautiful wood floors, high ceilings, and plenty of space to live, work, and gather. The open living and dining area creates a natural hub for entertaining or relaxing, while the well-designed U-shaped open kitchen keeps everything within easy reach. A first-floor bedroom and beautiful new full bath offer flexibility for guests, single-level living, or a convenient home office setup. Speaking of working from home, the dedicated first-floor office provides the perfect quiet space for your workday, hobbies, or studies. There is even a new boiler to keep everything cozy. Upstairs, you'll find additional bedrooms ready to adapt to your needs, while outside, a one-car garage provides valuable storage and parking. Step outside to the deck overlooking the fenced backyard, a wonderful spot for morning coffee, summer dinners, gardening, or letting everyone enjoy a little outdoor space. But perhaps the best feature is the location. Step outside and you're close to the Trout Brook Nature Preserve and Greenbelt Trails for fresh air and outdoor adventures, while local favorites like Red's Dairy Freeze and Otto Pizza make it easy to enjoy some of the best of South Portland. And with Mill Creek and downtown Portland just a short distance away, restaurants, shopping, entertainment, and city amenities are always within reach. This home has even been pre-inspected for the buyer's convenience. Seller Concessions Available. For a video walk-thru go to YouTube and enter the property address.

4 Beds ⋅ 1 Baths

Welcome to this inviting 4-bedroom, 1-bath home in South Portland's sought-after Meetinghouse Hill neighborhood, where classic charm meets everyday convenience. Freshly updated with new siding, this home offers a warm and welcoming layout with beautiful wood floors, high ceilings, and plenty of space to live, work, and gather. The open living and dining area creates a natural hub for entertaining or relaxing, while the well-designed U-shaped open kitchen keeps everything within easy reach. A first-floor bedroom and beautiful new full bath offer flexibility for guests, single-level living, or a convenient home office setup. Speaking of working from home, the dedicated first-floor office provides the perfect quiet space for your workday, hobbies, or studies. There is even a new boiler to keep everything cozy. Upstairs, you'll find additional bedrooms ready to adapt to your needs, while outside, a one-car garage provides valuable storage and parking. Step outside to the deck overlooking the fenced backyard, a wonderful spot for morning coffee, summer dinners, gardening, or letting everyone enjoy a little outdoor space. But perhaps the best feature is the location. Step outside and you're close to the Trout Brook Nature Preserve and Greenbelt Trails for fresh air and outdoor adventures, while local favorites like Red's Dairy Freeze and Otto Pizza make it easy to enjoy some of the best of South Portland. And with Mill Creek and downtown Portland just a short distance away, restaurants, shopping, entertainment, and city amenities are always within reach. This home has even been pre-inspected for the buyer's convenience. Seller Concessions Available. For a video walk-thru go to YouTube and enter the property address.

35 Providence Ave, South Portland

Listing courtesy of Keller Williams Realty.

$799,000

Welcome home to your coastal farmhouse retreat. Set on a rare, sprawling 1-acre lot, this 1820 home offers the perfect blend of historic character and high-performing modern updates, all just minutes from South Portland's amenities, area beaches, and downtown Portland. At the heart of the home is a sun-drenched kitchen built for gathering and culinary prep, featuring radiant floor heating, a deep soapstone sink, and a professional-grade chef's stove. Two distinct Jotul woodstoves anchor the living spaces, providing classic aesthetic charm and practical, cost-saving winter heat. The layout offers three true bedrooms alongside versatile bonus rooms on both the first and second floors. A standout asset is the finished, heated barn. Equipped with an energy-efficient mini-split, this flexible space is ideal for a home office, studio, or gym, and includes extensive overhead storage. Outside, the expansive grounds offer immediate homesteading potential. The property features six fruit trees (apple, pear, and cherry), a tranquil pond, and a fire-pit area. With ample room for gardens or a chicken coop, this property delivers a highly private, nature-filled setting without sacrificing urban convenience. For a video walk-thru go to YouTube and enter the property address.

Welcome home to your coastal farmhouse retreat. Set on a rare, sprawling 1-acre lot, this 1820 home offers the perfect blend of historic character and high-performing modern updates, all just minutes from South Portland's amenities, area beaches, and downtown Portland. At the heart of the home is a sun-drenched kitchen built for gathering and culinary prep, featuring radiant floor heating, a deep soapstone sink, and a professional-grade chef's stove. Two distinct Jotul woodstoves anchor the living spaces, providing classic aesthetic charm and practical, cost-saving winter heat. The layout offers three true bedrooms alongside versatile bonus rooms on both the first and second floors. A standout asset is the finished, heated barn. Equipped with an energy-efficient mini-split, this flexible space is ideal for a home office, studio, or gym, and includes extensive overhead storage. Outside, the expansive grounds offer immediate homesteading potential. The property features six fruit trees (apple, pear, and cherry), a tranquil pond, and a fire-pit area. With ample room for gardens or a chicken coop, this property delivers a highly private, nature-filled setting without sacrificing urban convenience. For a video walk-thru go to YouTube and enter the property address.

58 Fickett St, South Portland

Listing courtesy of Keller Williams Realty.

Two Two Plover Way Unit 00, South Portland

$899,900

GRAND CLOSE OUT ! Single Level Layout - Having 2220 +/- sf. with a beautiful sunny sunroom. This 55 plus community are craftsman-designed homes sited on 18+ designed landscaped acres. This community has17 twin villas consisting of 34 homes offering unmatched quality details & craftsmanship with exceptional HERS & Energy Star features. The showstopper - Primary Ensuite will make you feel like your home is truly a staycation suite featuring an ensuite bathroom with a zero clearance tiled shower and an immense walk-in closet. The home is filled with abundant light, 10' ceilings with large transom windows, hardwood flooring, and the highest quality woodwork. The driveway surfaces are stone pavers that show quality before entering the home. Allow your gatherings to overflow onto your well-landscaped patio area, connecting to nature & outdoor entertaining. Allowances for appliances and lighting are available. Energy Recovery Ventilation (ERV), & pre-wiring for EV cars are just some of the energy efficiencies built into these homes. With the unique opportunity to select from various options and customization, you can create a new home that perfectly reflects your taste and style in this sought-after location close to shopping and dining and an overabundance of world-class recreation. Right here in the area you love. The community has a public gardening feature exclusively for homeowners. Visit our furnished model. Photos shown are of our upgraded Model Home. GPS. 761 Main Street South Portland ME behind King Wood Condominiums. New furnished model located at 3 Puffin

2 Beds ⋅ 3 Baths

GRAND CLOSE OUT ! Single Level Layout - Having 2220 +/- sf. with a beautiful sunny sunroom. This 55 plus community are craftsman-designed homes sited on 18+ designed landscaped acres. This community has17 twin villas consisting of 34 homes offering unmatched quality details & craftsmanship with exceptional HERS & Energy Star features. The showstopper - Primary Ensuite will make you feel like your home is truly a staycation suite featuring an ensuite bathroom with a zero clearance tiled shower and an immense walk-in closet. The home is filled with abundant light, 10' ceilings with large transom windows, hardwood flooring, and the highest quality woodwork. The driveway surfaces are stone pavers that show quality before entering the home. Allow your gatherings to overflow onto your well-landscaped patio area, connecting to nature & outdoor entertaining. Allowances for appliances and lighting are available. Energy Recovery Ventilation (ERV), & pre-wiring for EV cars are just some of the energy efficiencies built into these homes. With the unique opportunity to select from various options and customization, you can create a new home that perfectly reflects your taste and style in this sought-after location close to shopping and dining and an overabundance of world-class recreation. Right here in the area you love. The community has a public gardening feature exclusively for homeowners. Visit our furnished model. Photos shown are of our upgraded Model Home. GPS. 761 Main Street South Portland ME behind King Wood Condominiums. New furnished model located at 3 Puffin

Two Two Plover Way Unit 00, South Portland

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

$549,000

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.

$499,000

Investment Opportunity in the Heart of South Portland. Rare opportunity to own a corner-lot property featuring two buildings and multiple potential income-producing uses. The property includes a two-unit duplex plus an additional commercial building, offering an investor the flexibility to explore a variety of possibilities. The duplex features two residential units. The first-floor Unit 1 offers two bedrooms and has benefited from recent updates throughout. Unit 2, located on the second floor, offers one bedroom and is currently being rented for $1550. The adjacent former restaurant space provides additional potential for redevelopment and may offer the opportunity to convert the existing space into an additional residential unit for a potential three-unit property, subject to applicable zoning, permitting, and code requirements. With a desirable corner-lot location in the heart of South Portland, convenient access to local amenities, and multiple potential avenues for future use, this property presents an excellent opportunity for investors, owner-occupants, or developers looking to add value in a sought-after location. Location, location, location!

2 Baths

Investment Opportunity in the Heart of South Portland. Rare opportunity to own a corner-lot property featuring two buildings and multiple potential income-producing uses. The property includes a two-unit duplex plus an additional commercial building, offering an investor the flexibility to explore a variety of possibilities. The duplex features two residential units. The first-floor Unit 1 offers two bedrooms and has benefited from recent updates throughout. Unit 2, located on the second floor, offers one bedroom and is currently being rented for $1550. The adjacent former restaurant space provides additional potential for redevelopment and may offer the opportunity to convert the existing space into an additional residential unit for a potential three-unit property, subject to applicable zoning, permitting, and code requirements. With a desirable corner-lot location in the heart of South Portland, convenient access to local amenities, and multiple potential avenues for future use, this property presents an excellent opportunity for investors, owner-occupants, or developers looking to add value in a sought-after location. Location, location, location!

449 Main St, South Portland

Listing courtesy of EXP Realty.

148 Breakwater Dr Unit 619, South Portland

$309,900

Newly Renovated Sixth-Floor Condo with City & Water Views. Experience coastal living at its best in this beautifully renovated one-bedroom condo at Breakwater, one of South Portland's most sought after waterfront communities. This light filled condo features sweeping city and water views from the living room and your private balcony. This is the perfect spot to enjoy morning coffee, evening sunsets, or the ever changing coastal scenery. Inside, the thoughtfully updated space offers comfortable, low-maintenance living with an inviting open feel and plenty of natural light. Breakwater provides the convenience and peace of mind of 24/7 secured access with front door personnel, plus one reserved parking space and ample visitor parking. The location is hard to beat. Enjoy easy access to Willard Beach, Greenbelt Trail, Bug Light, local restaurants, SMCC, Spring Point Marina, and more. Whether you're looking for a full-time residence, a peaceful coastal retreat, or a convenient South Portland home, this condo offers an exceptional opportunity to enjoy the best of Maine's coastal lifestyle. Renovated. Views. Private balcony. Secure building. Reserved parking. Unbeatable coastal location. Come see why Breakwater is such a desirable place to call home.

1 Beds ⋅ 1 Baths

Newly Renovated Sixth-Floor Condo with City & Water Views. Experience coastal living at its best in this beautifully renovated one-bedroom condo at Breakwater, one of South Portland's most sought after waterfront communities. This light filled condo features sweeping city and water views from the living room and your private balcony. This is the perfect spot to enjoy morning coffee, evening sunsets, or the ever changing coastal scenery. Inside, the thoughtfully updated space offers comfortable, low-maintenance living with an inviting open feel and plenty of natural light. Breakwater provides the convenience and peace of mind of 24/7 secured access with front door personnel, plus one reserved parking space and ample visitor parking. The location is hard to beat. Enjoy easy access to Willard Beach, Greenbelt Trail, Bug Light, local restaurants, SMCC, Spring Point Marina, and more. Whether you're looking for a full-time residence, a peaceful coastal retreat, or a convenient South Portland home, this condo offers an exceptional opportunity to enjoy the best of Maine's coastal lifestyle. Renovated. Views. Private balcony. Secure building. Reserved parking. Unbeatable coastal location. Come see why Breakwater is such a desirable place to call home.

148 Breakwater Dr Unit 619, South Portland

Listing courtesy of Maine Real Estate Co.

531 Westbrook St Unit 10, South Portland

$435,000

It's a little bit urban, it's a little bit coastal and totally convenient. Built in 2021, this sun filled, spacious end unit was thoughtfully designed with 2BR, 1.5 bathrooms and finished with the features you desire. Immediately you will notice the 9' ceilings, custom tile work in the bathrooms, stone countertops and shaker-style painted cabinets throughout the kitchen. Additional amenities include a wine refrigerator, washer and dryer, built-in Sonos speaker system and a newly designed office / flex space in the lower level. Relax with your morning coffee on your private balcony knowing that your car is just steps below in your attached garage. Built with an eye for quality and value, this sleek, modern townhome makes a statement that matches your lifestyle...a home you'll be proud to own! 531 West is conveniently located within walking distance to shopping, restaurants, walking trails and just minutes to Interstate I95. Please note: Staged photos were done for prior listing. Condominium is currently not staged.

It's a little bit urban, it's a little bit coastal and totally convenient. Built in 2021, this sun filled, spacious end unit was thoughtfully designed with 2BR, 1.5 bathrooms and finished with the features you desire. Immediately you will notice the 9' ceilings, custom tile work in the bathrooms, stone countertops and shaker-style painted cabinets throughout the kitchen. Additional amenities include a wine refrigerator, washer and dryer, built-in Sonos speaker system and a newly designed office / flex space in the lower level. Relax with your morning coffee on your private balcony knowing that your car is just steps below in your attached garage. Built with an eye for quality and value, this sleek, modern townhome makes a statement that matches your lifestyle...a home you'll be proud to own! 531 West is conveniently located within walking distance to shopping, restaurants, walking trails and just minutes to Interstate I95. Please note: Staged photos were done for prior listing. Condominium is currently not staged.

531 Westbrook St Unit 10, South Portland

Listing courtesy of Town & Shore Real Estate.

$485,000

Perfectly situated in South Portland's desirable Ferry Village neighborhood, this charming home offers an exceptional combination of location, character, and comfortable living. This home puts you within easy reach to local shops, amenities, popular restaurants and pubs, while being just minutes from some of the area's most beautiful destinations, including Cape Elizabeth and Portland's vibrant waterfront. Inside, the first floor offers generously sized and thoughtfully separated rooms, including a galley style kitchen, dining room with built-in cabinetry, and spacious living room. While some thoughtful updates have been made over the years, much of the home's original character and charm remains, creating a sense of warmth and personality that make older homes so special. Upstairs, four bedrooms and a full bathroom provide flexibility and plenty of space for family, guests, or a dedicated home office. Outside, start your morning with coffee on the covered front porch or unwind at the end of the day on the back deck overlooking the private backyard; an inviting setting for relaxing, entertaining, or simply enjoying the seasons. The character, charm, space, and location are all here just waiting for its next owner to add their own personal touch! Come make this house your home!

4 Beds ⋅ 1 Baths

Perfectly situated in South Portland's desirable Ferry Village neighborhood, this charming home offers an exceptional combination of location, character, and comfortable living. This home puts you within easy reach to local shops, amenities, popular restaurants and pubs, while being just minutes from some of the area's most beautiful destinations, including Cape Elizabeth and Portland's vibrant waterfront. Inside, the first floor offers generously sized and thoughtfully separated rooms, including a galley style kitchen, dining room with built-in cabinetry, and spacious living room. While some thoughtful updates have been made over the years, much of the home's original character and charm remains, creating a sense of warmth and personality that make older homes so special. Upstairs, four bedrooms and a full bathroom provide flexibility and plenty of space for family, guests, or a dedicated home office. Outside, start your morning with coffee on the covered front porch or unwind at the end of the day on the back deck overlooking the private backyard; an inviting setting for relaxing, entertaining, or simply enjoying the seasons. The character, charm, space, and location are all here just waiting for its next owner to add their own personal touch! Come make this house your home!

111 Mussey St, South Portland

Listing courtesy of Portside Real Estate Group.

$275,000

Welcome to Cole Street Condominiums! This 2nd floor beautifully remodeled 2-bedroom, 1-bath condo w/ washer + dryer hookup 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.

Welcome to Cole Street Condominiums! This 2nd floor beautifully remodeled 2-bedroom, 1-bath condo w/ washer + dryer hookup 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 1C, South Portland

Listing courtesy of F.O. Bailey Real Estate.

$600,000

**OPEN HOUSE Saturday 10/10 11am-1pm** Welcome to this adorable classic Cape Cod, nestled in one of South Portland's most desirable neighborhoods near Willard Beach. Ideally located, this charming home is just minutes from Mill Creek which has convenient access to grocery & hardware stores, banking, restaurants, and more. Enjoy easy access to Willard Beach and several nearby marinas as well. Inside, you'll find a comfortable living area just off the kitchen, overlooking the expansive double lot. The kitchen features a large island that serves as the perfect gathering spot. A second living and dining area provides additional space to relax and entertain, complete with a wood stove/fireplace that adds warmth and ambiance during the colder months.The recently renovated bathroom features tiled surround walls in the tub area and new tile flooring. The first floor includes a bedroom, along with a second flexible room that could be used as another bedroom, home office, or bonus space. Upstairs, two spacious bedrooms feature newer carpeting and plenty of room for family, guests, or additional living space. Recent improvements include fresh interior paint, high-quality vinyl shingle siding, and blown-in exterior insulation in the walls and attic, adding both comfort and efficiency. Outside, the fully fenced yard provides a wonderful space for safe outdoor enjoyment and entertaining. Beautifully landscaped grounds and a large deck create an inviting setting for relaxing or hosting friends and family. The two-car garage is currently set up as a fitness area and storage space but could easily be converted back to accommodate vehicles. A charming home in a fantastic location with thoughtful updates, generous outdoor space, and plenty of flexibility. Call today to schedule your private showing!

**OPEN HOUSE Saturday 10/10 11am-1pm** Welcome to this adorable classic Cape Cod, nestled in one of South Portland's most desirable neighborhoods near Willard Beach. Ideally located, this charming home is just minutes from Mill Creek which has convenient access to grocery & hardware stores, banking, restaurants, and more. Enjoy easy access to Willard Beach and several nearby marinas as well. Inside, you'll find a comfortable living area just off the kitchen, overlooking the expansive double lot. The kitchen features a large island that serves as the perfect gathering spot. A second living and dining area provides additional space to relax and entertain, complete with a wood stove/fireplace that adds warmth and ambiance during the colder months.The recently renovated bathroom features tiled surround walls in the tub area and new tile flooring. The first floor includes a bedroom, along with a second flexible room that could be used as another bedroom, home office, or bonus space. Upstairs, two spacious bedrooms feature newer carpeting and plenty of room for family, guests, or additional living space. Recent improvements include fresh interior paint, high-quality vinyl shingle siding, and blown-in exterior insulation in the walls and attic, adding both comfort and efficiency. Outside, the fully fenced yard provides a wonderful space for safe outdoor enjoyment and entertaining. Beautifully landscaped grounds and a large deck create an inviting setting for relaxing or hosting friends and family. The two-car garage is currently set up as a fitness area and storage space but could easily be converted back to accommodate vehicles. A charming home in a fantastic location with thoughtful updates, generous outdoor space, and plenty of flexibility. Call today to schedule your private showing!

220 Pine St, South Portland

Listing courtesy of Keller Williams Realty.

$279,000

STILL RENTING? HOMEOWNERSHIP IN SOUTH PORTLAND MAY BE CLOSER THAN YOU THINK!! This 2 bedroom condo creates an opportunity to stop simply paying rent and start building equity of your own.Whether you are a first-time home buyer,downsizing, or looking for an easy , low-maintenance lifestyle, Unit 66 offers 967 square feet, two bedrooms, private and secure building access, along with amenities including an outdoor pool and garden-all just minutes from Portland, shopping,dining and major commute routes.

STILL RENTING? HOMEOWNERSHIP IN SOUTH PORTLAND MAY BE CLOSER THAN YOU THINK!! This 2 bedroom condo creates an opportunity to stop simply paying rent and start building equity of your own.Whether you are a first-time home buyer,downsizing, or looking for an easy , low-maintenance lifestyle, Unit 66 offers 967 square feet, two bedrooms, private and secure building access, along with amenities including an outdoor pool and garden-all just minutes from Portland, shopping,dining and major commute routes.

751 Main St Unit 66, South Portland

Listing courtesy of Keller Williams Realty.

$314,900

Nestled at the end of a quiet, little-known street, this sweet Cape offers privacy and convenience just minutes from the Portland waterfront, I-295, and all that South Portland has to offer. The first floor features an inviting eat-in kitchen with newer appliances, a thoughtfully renovated bathroom with modern finishes, a cozy living room, and two bedrooms. Upstairs provides flexible bonus space perfect for a home office, yoga studio, craft room, or additional storage. Enjoy your morning coffee or unwind in the screened porch while taking in peaceful pond views. Recent improvements include a new roof, a newly paved driveway, two new windows, and an updated electrical panel, adding both value and peace of mind. This little gem is packed with opportunity in a sought-after location.