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An Extraordinary Property Offering Space, Security, and Unmatched Versatility! Set on 1.2 acres, this meticulously maintained five-bedroom, 4,403-square-foot residence offers an impressive combination of thoughtful design, quality construction, modern conveniences, and specialized amenities rarely found in a residential property. Ideally situated just minutes from beautiful beaches, marinas, scenic walking and biking trails, restaurants, and shopping, this remarkable home delivers both privacy and convenience. The home features radiant heat throughout, air conditioning, a three-stop elevator, and inviting open-concept living spaces highlighted by a gas fireplace. Exceptional construction details include precast and poured concrete walls engineered to enhance sound isolation for a private indoor target practice range. Additional specialized features include a dedicated safe/panic room and an extensive collection of built-in safes, providing secure storage for valuables and collectibles. For automotive enthusiasts, hobbyists, or those seeking exceptional workspace, the oversized garage accommodates approximately four to five vehicles, while the immaculate attached workshop and office offer endless possibilities, including potential conversion to an accessory dwelling unit (ADU), subject to applicable approvals. Additional highlights include an extensive 16 -camera live-feed security system, whole-house generator, fiber-optic connectivity, remarkably efficient heating, and an expansive deck perfect for outdoor entertaining and relaxation. Whether you're a collector, automotive enthusiast, hobbyist, or simply seeking a home with extraordinary flexibility and amenities, this distinctive property offers a rare opportunity to enjoy an exceptional lifestyle. Truly one of a kind, with possibilities that extend far beyond the ordinary!

5 Beds ⋅ 4 Baths

An Extraordinary Property Offering Space, Security, and Unmatched Versatility! Set on 1.2 acres, this meticulously maintained five-bedroom, 4,403-square-foot residence offers an impressive combination of thoughtful design, quality construction, modern conveniences, and specialized amenities rarely found in a residential property. Ideally situated just minutes from beautiful beaches, marinas, scenic walking and biking trails, restaurants, and shopping, this remarkable home delivers both privacy and convenience. The home features radiant heat throughout, air conditioning, a three-stop elevator, and inviting open-concept living spaces highlighted by a gas fireplace. Exceptional construction details include precast and poured concrete walls engineered to enhance sound isolation for a private indoor target practice range. Additional specialized features include a dedicated safe/panic room and an extensive collection of built-in safes, providing secure storage for valuables and collectibles. For automotive enthusiasts, hobbyists, or those seeking exceptional workspace, the oversized garage accommodates approximately four to five vehicles, while the immaculate attached workshop and office offer endless possibilities, including potential conversion to an accessory dwelling unit (ADU), subject to applicable approvals. Additional highlights include an extensive 16 -camera live-feed security system, whole-house generator, fiber-optic connectivity, remarkably efficient heating, and an expansive deck perfect for outdoor entertaining and relaxation. Whether you're a collector, automotive enthusiast, hobbyist, or simply seeking a home with extraordinary flexibility and amenities, this distinctive property offers a rare opportunity to enjoy an exceptional lifestyle. Truly one of a kind, with possibilities that extend far beyond the ordinary!

290 Sawyer St, South Portland

Listing courtesy of Benchmark Real Estate.

$550,000

Some homes simply feel like they have been part of the neighborhood forever — and 97 Simmons Road is one of them. Set on a generous .38-acre lot in South Portland, this classic late 1950s home offers the kind of location, setting, and possibility that invites imagination from the moment you arrive. Public bus stop at the corner of Simmons and Ocean for convenience. For decades, this home has served its purpose well: a comfortable place to gather, settle in, and enjoy the rhythm of a beloved South Portland neighborhood. Now, it is ready for its next chapter. With two bedrooms plus a first-floor den, a full bath on the main level, a half bath on the lower level, and additional potential to use upstairs as a bedroom, play room, bonus room or more, the floor plan offers flexibility for today's buyers while preserving the character and simplicity of its era. Inside, you'll find warm wood floors, charming original details, a fireplace, and spaces that feel full of promise. From the moment you step inside, you'll begin to imagine how the home would look with some cosmetic updates, and that is exactly where the opportunity lies - a chance to bring fresh vision, personal style, and modern comfort to a well-built home in a location worth investing in. Outside, the spacious lot offers room to garden, gather, play, or simply enjoy the seasons. From crisp autumn leaves to summer evenings in the yard, this is the kind of setting that helps a house become a home - and backing up to the park isn't just convenient for enjoying the best of South Portland, but ensures privacy for years to come. 97 Simmons Road is not trying to be brand new. It is something better: a well-loved South Portland classic with good bones, a generous setting, and the rare chance to create the next generation of memories in a neighborhood people love to come home to.

2 Beds ⋅ 2 Baths

Some homes simply feel like they have been part of the neighborhood forever — and 97 Simmons Road is one of them. Set on a generous .38-acre lot in South Portland, this classic late 1950s home offers the kind of location, setting, and possibility that invites imagination from the moment you arrive. Public bus stop at the corner of Simmons and Ocean for convenience. For decades, this home has served its purpose well: a comfortable place to gather, settle in, and enjoy the rhythm of a beloved South Portland neighborhood. Now, it is ready for its next chapter. With two bedrooms plus a first-floor den, a full bath on the main level, a half bath on the lower level, and additional potential to use upstairs as a bedroom, play room, bonus room or more, the floor plan offers flexibility for today's buyers while preserving the character and simplicity of its era. Inside, you'll find warm wood floors, charming original details, a fireplace, and spaces that feel full of promise. From the moment you step inside, you'll begin to imagine how the home would look with some cosmetic updates, and that is exactly where the opportunity lies - a chance to bring fresh vision, personal style, and modern comfort to a well-built home in a location worth investing in. Outside, the spacious lot offers room to garden, gather, play, or simply enjoy the seasons. From crisp autumn leaves to summer evenings in the yard, this is the kind of setting that helps a house become a home - and backing up to the park isn't just convenient for enjoying the best of South Portland, but ensures privacy for years to come. 97 Simmons Road is not trying to be brand new. It is something better: a well-loved South Portland classic with good bones, a generous setting, and the rare chance to create the next generation of memories in a neighborhood people love to come home to.

97 Simmons Rd, South Portland

Listing courtesy of Demetria Real Estate.

$896,043

Discover the perfect blend of historic character and modern convenience in the highly coveted Meeting House Hill neighborhood. Situated on a rare double lot, this 1910 residence is walking distance to Willard Beach, restaurants, parks, and SMCC. The home preserves its timeless charm with original, unpainted woodwork, classic wainscoting, and a stunning stained-glass feature above the front picture window. An open floor plan creates a seamless flow, while the kitchen shines with granite countertops, stainless appliances, and a walk-in pantry. With four bedrooms and 1,787 square feet of living space, the layout includes significant handicap accessible features, offering excellent potential for multigenerational living. This home includes a mudroom and a cozy gas stove in the family room. Outside, a private backyard oasis awaits with a deck, pergola, garden, apple and pear trees, blueberry bushes and garden shed in a quiet, neighborhood setting. Notes for buyers: This home features a double lot, is close to Willard Square and Scratch Bakery. The home is walking distance to Willard Beach, Southern Maine Community College. The house is on Meeting House Hill, an extremely desirable South Portland Neighborhood. Very quiet neighborhood. The house features a stairlift and walk in shower and accommodating first floor. It features all of the original woodwork and doors, nothing has been painted over. It has an original stained glass feature above the picture window in the front of the house. OPEN HOUSES 11/7 and 11/8

4 Beds ⋅ 2 Baths

Discover the perfect blend of historic character and modern convenience in the highly coveted Meeting House Hill neighborhood. Situated on a rare double lot, this 1910 residence is walking distance to Willard Beach, restaurants, parks, and SMCC. The home preserves its timeless charm with original, unpainted woodwork, classic wainscoting, and a stunning stained-glass feature above the front picture window. An open floor plan creates a seamless flow, while the kitchen shines with granite countertops, stainless appliances, and a walk-in pantry. With four bedrooms and 1,787 square feet of living space, the layout includes significant handicap accessible features, offering excellent potential for multigenerational living. This home includes a mudroom and a cozy gas stove in the family room. Outside, a private backyard oasis awaits with a deck, pergola, garden, apple and pear trees, blueberry bushes and garden shed in a quiet, neighborhood setting. Notes for buyers: This home features a double lot, is close to Willard Square and Scratch Bakery. The home is walking distance to Willard Beach, Southern Maine Community College. The house is on Meeting House Hill, an extremely desirable South Portland Neighborhood. Very quiet neighborhood. The house features a stairlift and walk in shower and accommodating first floor. It features all of the original woodwork and doors, nothing has been painted over. It has an original stained glass feature above the picture window in the front of the house. OPEN HOUSES 11/7 and 11/8

12 Barstow St, South Portland

Listing courtesy of Sell Your Home Services. 888-219-3009

$449,900

Beautifully renovated, move-in ready, and designed for easy living! This bright and inviting 3-bedroom, 2-full-bath condominium offers the perfect blend of modern updates, comfort, and flexibility. With a thoughtfully designed floor plan, you can enjoy the convenience of single-level living while having the added bonus of a private second-floor retreat. The first floor features an open-concept layout filled with natural light, convenient first-floor laundry, and sliding glass doors leading to a rear deck, perfect for relaxing or entertaining. The versatile second floor offers endless possibilities, whether you envision a private primary bedroom suite, comfortable guest quarters with a full bath, or a spacious home office. Newly installed heat pumps provide efficient heating and air conditioning for year-round comfort. Ideally located just minutes from the Maine Turnpike, shopping, dining, and beautiful local beaches, this condominium combines the ease of low-maintenance living with an unbeatable location. Don't miss your opportunity to make this beautifully updated home yours! Schedule your private showing today or visit our Open House on Sunday, November 8, from 12:00 PM to 2:00 PM!

3 Beds ⋅ 2 Baths

Beautifully renovated, move-in ready, and designed for easy living! This bright and inviting 3-bedroom, 2-full-bath condominium offers the perfect blend of modern updates, comfort, and flexibility. With a thoughtfully designed floor plan, you can enjoy the convenience of single-level living while having the added bonus of a private second-floor retreat. The first floor features an open-concept layout filled with natural light, convenient first-floor laundry, and sliding glass doors leading to a rear deck, perfect for relaxing or entertaining. The versatile second floor offers endless possibilities, whether you envision a private primary bedroom suite, comfortable guest quarters with a full bath, or a spacious home office. Newly installed heat pumps provide efficient heating and air conditioning for year-round comfort. Ideally located just minutes from the Maine Turnpike, shopping, dining, and beautiful local beaches, this condominium combines the ease of low-maintenance living with an unbeatable location. Don't miss your opportunity to make this beautifully updated home yours! Schedule your private showing today or visit our Open House on Sunday, November 8, from 12:00 PM to 2:00 PM!

220 Settler Rd Unit 220, South Portland

Listing courtesy of Great Atlantic Realty Group.

$729,900

Welcome to 95 Elsmere Ave! Nestled in the highly desirable Willard Beach/Meetinghouse Hill neighborhood, this charming home offers the perfect blend of character, comfort, and convenience. Enjoy beautifully refinished hardwood floors throughout the first floor and a fully renovated kitchen featuring granite countertops and custom cabinetry. Relax with a book or gather with friends by the cozy gas fireplace insert, creating a warm and inviting space year-round. All bedrooms are thoughtfully located on the second floor, providing privacy and separation from the main living areas. A large deck is ideal for entertaining or outdoor dining. The basement is remarkably clean and offers semi-finished bonus space! A full bathroom and washer/dryer are already in place. Just a short stroll to Willard Beach, local shops, restaurants, bakeries, and SMCC. This location puts the very best of the community right at your doorstep. Enjoy the convenience of an oversized one-car garage with plenty of bonus storage space above. Whether it's morning walks to the beach, coffee from a neighborhood bakery, or evenings by the fire, this is a home designed to be enjoyed every day.

3 Beds ⋅ 2 Baths

Welcome to 95 Elsmere Ave! Nestled in the highly desirable Willard Beach/Meetinghouse Hill neighborhood, this charming home offers the perfect blend of character, comfort, and convenience. Enjoy beautifully refinished hardwood floors throughout the first floor and a fully renovated kitchen featuring granite countertops and custom cabinetry. Relax with a book or gather with friends by the cozy gas fireplace insert, creating a warm and inviting space year-round. All bedrooms are thoughtfully located on the second floor, providing privacy and separation from the main living areas. A large deck is ideal for entertaining or outdoor dining. The basement is remarkably clean and offers semi-finished bonus space! A full bathroom and washer/dryer are already in place. Just a short stroll to Willard Beach, local shops, restaurants, bakeries, and SMCC. This location puts the very best of the community right at your doorstep. Enjoy the convenience of an oversized one-car garage with plenty of bonus storage space above. Whether it's morning walks to the beach, coffee from a neighborhood bakery, or evenings by the fire, this is a home designed to be enjoyed every day.

95 Elsmere Ave, South Portland

Listing courtesy of Keller Williams Realty.

$439,000

Unobstructed tidal water views from every room in this rare one-level home at Harbor Place in the heart of Knightville. Sunny east- and south-facing windows fill the space with natural light, and a stylish Jøtul gas stove in the living room adds charm while helping with heating needs.Thoughtful features make everyday living easy and comfortable, including abundant storage with built-in shelving, a walk-in closet in the primary bedroom, a convenient kitchen pantry, stacked washer and dryer, and efficient on-demand hot water. All the work has been done within the last five years: just move in and enjoy LVL and tile flooring throughout, and in the kitchen, pristine cabinets, granite countertops, new stove and dishwasher, and a pedestal sink in the bathroom. A dedicated parking space right outside your front door adds to the ease of one-level living. Within walking distance is vibrant Ocean Street with its eclectic mix of restaurants, coffee shops, grocery stores, a pharmacy, veterinary services, salons, a craft brewery and town hall. Just around the corner is Thomas Knight Park with a public dock and pedestrian access to the Casco Bay Bridge. The Greenbelt Trail is nearby where you can walk or bike the 5.6 mile paved trail to Bug Light. Or stroll out the old stone jetty just steps from your door - the perfect spot to watch boats and wildlife, share a picnic, or take in the ever-changing beauty of the Portland skyline. With an attractively low HOA fee, you'll find a wonderful combination of waterfront charm, everyday convenience, and easy living in your new home at Harbor Place.

2 Beds ⋅ 1 Baths

Unobstructed tidal water views from every room in this rare one-level home at Harbor Place in the heart of Knightville. Sunny east- and south-facing windows fill the space with natural light, and a stylish Jøtul gas stove in the living room adds charm while helping with heating needs.Thoughtful features make everyday living easy and comfortable, including abundant storage with built-in shelving, a walk-in closet in the primary bedroom, a convenient kitchen pantry, stacked washer and dryer, and efficient on-demand hot water. All the work has been done within the last five years: just move in and enjoy LVL and tile flooring throughout, and in the kitchen, pristine cabinets, granite countertops, new stove and dishwasher, and a pedestal sink in the bathroom. A dedicated parking space right outside your front door adds to the ease of one-level living. Within walking distance is vibrant Ocean Street with its eclectic mix of restaurants, coffee shops, grocery stores, a pharmacy, veterinary services, salons, a craft brewery and town hall. Just around the corner is Thomas Knight Park with a public dock and pedestrian access to the Casco Bay Bridge. The Greenbelt Trail is nearby where you can walk or bike the 5.6 mile paved trail to Bug Light. Or stroll out the old stone jetty just steps from your door - the perfect spot to watch boats and wildlife, share a picnic, or take in the ever-changing beauty of the Portland skyline. With an attractively low HOA fee, you'll find a wonderful combination of waterfront charm, everyday convenience, and easy living in your new home at Harbor Place.

18 Ocean St Unit 121, South Portland

Listing courtesy of Sage Hill Real Estate, LLC.

$549,000

A classic American Foursquare blending historic charm and modern updates, situated on an oversized, fenced-in corner lot in a prime South Portland location. Inside, original details shine — from tall ceilings and gleaming hardwood floors to glass doorknobs, a built-in china cabinet, and an ornate wood mantle with built-in shelving. Modern improvements include a fully renovated kitchen featuring quartz countertops, stainless steel appliances, a gas cooktop, and custom storage, as well as an updated full bath with a porcelain tub and tile. A bonus flex space in the basement is perfect for a home office, media room or gym. Plus, with a newer roof, boiler, and replacement windows, major high-ticket updates are already taken care of. Outside, step into your private, fully-fenced backyard. Tend to established gardens and raised vegetable beds, relax under the shade of mature maples or entertain on multiple outdoor decks. A detached two-car garage and additional shed provide ample room for tools, gear and storage. Unbeatable location just minutes from Portland's Old Port, airport, train station and major highways. Access the Greenbelt Recreation Path right down the block to bike or walk to Bug Light Park, grab morning pastries at Night Moves Bakery or enjoy evening cocktails at Lambs with views of the Fore River.

3 Beds ⋅ 2 Baths

A classic American Foursquare blending historic charm and modern updates, situated on an oversized, fenced-in corner lot in a prime South Portland location. Inside, original details shine — from tall ceilings and gleaming hardwood floors to glass doorknobs, a built-in china cabinet, and an ornate wood mantle with built-in shelving. Modern improvements include a fully renovated kitchen featuring quartz countertops, stainless steel appliances, a gas cooktop, and custom storage, as well as an updated full bath with a porcelain tub and tile. A bonus flex space in the basement is perfect for a home office, media room or gym. Plus, with a newer roof, boiler, and replacement windows, major high-ticket updates are already taken care of. Outside, step into your private, fully-fenced backyard. Tend to established gardens and raised vegetable beds, relax under the shade of mature maples or entertain on multiple outdoor decks. A detached two-car garage and additional shed provide ample room for tools, gear and storage. Unbeatable location just minutes from Portland's Old Port, airport, train station and major highways. Access the Greenbelt Recreation Path right down the block to bike or walk to Bug Light Park, grab morning pastries at Night Moves Bakery or enjoy evening cocktails at Lambs with views of the Fore River.

49 Lombard St, South Portland

Listing courtesy of Portside Real Estate Group.

$425,000

OPEN HOUSE 11/1 11:00am to 12:30pm! Enjoy South Portland living in this fully furnished condo just steps from beautiful Willard Beach! Features include newer windows and sliding glass door to the deck, new flooring throughout, and an updated shower with glass doors. Exterior updates include roof and siding improvements, plus a deck replaced within the past couple of years, with deck furniture included. The recently renovated basement offers additional flexible space, under-stair storage, and a separate unfinished area with washer and dryer included and abundant shelving. Walk-out bulkhead access adds convenience. Walk to Scratch Baking Co., Willard Scoops Ice Cream, local restaurants, and Southern Maine Community College. Just minutes from Cape Elizabeth's beautiful beaches, scenic coastline, and iconic lighthouses, with shopping in Scarborough nearby. Enjoy coastal charm and convenience in this fully furnished condo, ideal as a year-round home or Maine getaway!

2 Beds ⋅ 1 Baths

OPEN HOUSE 11/1 11:00am to 12:30pm! Enjoy South Portland living in this fully furnished condo just steps from beautiful Willard Beach! Features include newer windows and sliding glass door to the deck, new flooring throughout, and an updated shower with glass doors. Exterior updates include roof and siding improvements, plus a deck replaced within the past couple of years, with deck furniture included. The recently renovated basement offers additional flexible space, under-stair storage, and a separate unfinished area with washer and dryer included and abundant shelving. Walk-out bulkhead access adds convenience. Walk to Scratch Baking Co., Willard Scoops Ice Cream, local restaurants, and Southern Maine Community College. Just minutes from Cape Elizabeth's beautiful beaches, scenic coastline, and iconic lighthouses, with shopping in Scarborough nearby. Enjoy coastal charm and convenience in this fully furnished condo, ideal as a year-round home or Maine getaway!

317 Preble St Unit 5, South Portland

Listing courtesy of LAER.

$399,000

This beautifully renovated, light-filled 2-bedroom, 2-bath condo in the beloved Henley offers a wonderful combination of style, comfort, and convenience in one of South Portland's most walkable and bikeable neighborhoods. Soaring 11-foot ceilings and oversized windows fill the home with natural light, creating an airy and welcoming atmosphere. The open-concept layout features a thoughtfully designed kitchen with new cabinetry, countertops, and appliances, including an induction stove. A slightly elevated living area creates a pleasing separation from the dining space while maintaining an open, connected feel. The two bedrooms and bathrooms are situated on opposite sides of the living area for added privacy. The spacious primary suite features a generous closet and beautifully renovated ensuite bath with a walk-in shower and tilework by the Paul White Company. Just steps from the Greenbelt Trail, the Henley offers easy access to some of South Portland's favorite destinations, and to downtown Portland. Walk or bike to Willard Beach, Scratch Bakery, Second Rodeo, and nearby Knightville, with its shops, grocery stores, library, and Mill Creek Park. Beautifully updated and ideally located, this inviting condo offers the best of easy living in a vibrant coastal community.

2 Beds ⋅ 2 Baths

This beautifully renovated, light-filled 2-bedroom, 2-bath condo in the beloved Henley offers a wonderful combination of style, comfort, and convenience in one of South Portland's most walkable and bikeable neighborhoods. Soaring 11-foot ceilings and oversized windows fill the home with natural light, creating an airy and welcoming atmosphere. The open-concept layout features a thoughtfully designed kitchen with new cabinetry, countertops, and appliances, including an induction stove. A slightly elevated living area creates a pleasing separation from the dining space while maintaining an open, connected feel. The two bedrooms and bathrooms are situated on opposite sides of the living area for added privacy. The spacious primary suite features a generous closet and beautifully renovated ensuite bath with a walk-in shower and tilework by the Paul White Company. Just steps from the Greenbelt Trail, the Henley offers easy access to some of South Portland's favorite destinations, and to downtown Portland. Walk or bike to Willard Beach, Scratch Bakery, Second Rodeo, and nearby Knightville, with its shops, grocery stores, library, and Mill Creek Park. Beautifully updated and ideally located, this inviting condo offers the best of easy living in a vibrant coastal community.

245 Broadway Unit 305, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$499,000

Beautiful historic Sears Kit Craftsman Colonial blending timeless character with substantial modern improvements. The welcoming front porch and spacious rear deck create ideal outdoor living spaces, while original hardwood floors, detailed moldings, and period craftsmanship preserve the charm of yesteryear. This 3-bedroom home has undergone extensive renovations throughout, including fresh paint throughout the entire interior, a brand-new kitchen, a newly added first-floor half bath, and an updated second-floor full bath featuring a classic clawfoot tub. The home has also been fully insulated from top to bottom, attic to basement, for enhanced comfort and energy efficiency, and features a 66-gallon heat pump hot water tank. Major system and structural improvements represent a significant investment, including upgraded electrical service for both the home and garage, new roof, all new windows, new exterior doors, heat pumps, new oil tank, custom sliding door, new covered gutters, extensive structural repairs, and a newly built back deck. With significant renovations completed, this home beautifully combines historic character with modern updates and everyday functionality. Enjoy the charm of original architectural details alongside fresh interior finishes, an updated kitchen, improved bathroom spaces, and energy-efficient improvements. Conveniently located close to major shopping, transportation, local amenities, and area beaches, this property offers a wonderful blend of historic charm, modern improvements, and convenience in an ideal location.

3 Beds ⋅ 2 Baths

Beautiful historic Sears Kit Craftsman Colonial blending timeless character with substantial modern improvements. The welcoming front porch and spacious rear deck create ideal outdoor living spaces, while original hardwood floors, detailed moldings, and period craftsmanship preserve the charm of yesteryear. This 3-bedroom home has undergone extensive renovations throughout, including fresh paint throughout the entire interior, a brand-new kitchen, a newly added first-floor half bath, and an updated second-floor full bath featuring a classic clawfoot tub. The home has also been fully insulated from top to bottom, attic to basement, for enhanced comfort and energy efficiency, and features a 66-gallon heat pump hot water tank. Major system and structural improvements represent a significant investment, including upgraded electrical service for both the home and garage, new roof, all new windows, new exterior doors, heat pumps, new oil tank, custom sliding door, new covered gutters, extensive structural repairs, and a newly built back deck. With significant renovations completed, this home beautifully combines historic character with modern updates and everyday functionality. Enjoy the charm of original architectural details alongside fresh interior finishes, an updated kitchen, improved bathroom spaces, and energy-efficient improvements. Conveniently located close to major shopping, transportation, local amenities, and area beaches, this property offers a wonderful blend of historic charm, modern improvements, and convenience in an ideal location.

13 Gerry Ave, South Portland

Listing courtesy of Locations Real Estate Group LLC.

$525,000

Enjoy privacy, convenience, and easy condominium living in this inviting end unit! Set against a wooded backdrop, this home offers a spacious front-to-back living room with fireplace, a separate dining room, an attached garage, and the convenience of first-floor laundry. Upstairs are two bedrooms and a generously sized office or study featuring extensive built-in shelving, ideal for working from home, reading, or hobbies. A full basement provides excellent additional storage and workspace. Recent exterior improvements include a new roof, replacement windows throughout, rebuilt front wall, and new vinyl siding providing modern updates that are built to last. With lawn care and snow removal handled by the association, you can spend more time enjoying your home and South Portland's convenient location near shopping, recreation, and commuter routes. A wonderful opportunity to make this well-located home your own!

3 Beds ⋅ 2 Baths

Enjoy privacy, convenience, and easy condominium living in this inviting end unit! Set against a wooded backdrop, this home offers a spacious front-to-back living room with fireplace, a separate dining room, an attached garage, and the convenience of first-floor laundry. Upstairs are two bedrooms and a generously sized office or study featuring extensive built-in shelving, ideal for working from home, reading, or hobbies. A full basement provides excellent additional storage and workspace. Recent exterior improvements include a new roof, replacement windows throughout, rebuilt front wall, and new vinyl siding providing modern updates that are built to last. With lawn care and snow removal handled by the association, you can spend more time enjoying your home and South Portland's convenient location near shopping, recreation, and commuter routes. A wonderful opportunity to make this well-located home your own!

14 Wisteria Way Unit 4, South Portland

Listing courtesy of Demetria Real Estate.

$575,000

Welcome to 91 Scott Road in South Portland, Maine! This 3-bedroom, 1.5-bathroom home has been lovingly maintained by the same owners since it was built in 1999. Located at the end of a dead-end road, it offers a surprising amount of privacy for a South Portland address, with a wooded backyard that creates your own little oasis. The open-concept layout was ahead of its time, with the kitchen, casual dining area, and living room flowing seamlessly into one another on the first floor. A half bathroom with first-floor laundry and an additional room that could serve as a formal dining room, playroom, or home office round out the main level. Upstairs, you'll find three bedrooms and a full bathroom, along with a versatile space above the 2-car garage currently being used as a rec room. Whether you envision a game room, hobby space, additional living area, or potentially an ADU (subject to city approvals and requirements), this space offers plenty of possibilities. Just off the rec room, a large deck overlooks the wooded backyard, a great spot for morning coffee, summer gatherings, or simply enjoying the outdoors. The unfinished basement provides even more potential for additional living space, a home gym, or storage. Recent updates include a new roof in 2024 and a new shed in 2022 for additional storage. Just 10 minutes from Downtown Portland and the Portland Jetport, 15 minutes from several Southern Maine beaches, 30 minutes from the lakes, and less than 1 hour and 45 minutes from Boston, 91 Scott Road offers a unique combination of privacy, flexibility, accessibility, and opportunity. The property abuts the South Portland trail system, with trails leading toward local schools and the outdoors right from home. With convenient access to South Portland schools, shopping, dining, and the amenities of Greater Portland, this home offers plenty of room to make the most of Maine living. Come check it out today. Welcome home!

3 Beds ⋅ 2 Baths

Welcome to 91 Scott Road in South Portland, Maine! This 3-bedroom, 1.5-bathroom home has been lovingly maintained by the same owners since it was built in 1999. Located at the end of a dead-end road, it offers a surprising amount of privacy for a South Portland address, with a wooded backyard that creates your own little oasis. The open-concept layout was ahead of its time, with the kitchen, casual dining area, and living room flowing seamlessly into one another on the first floor. A half bathroom with first-floor laundry and an additional room that could serve as a formal dining room, playroom, or home office round out the main level. Upstairs, you'll find three bedrooms and a full bathroom, along with a versatile space above the 2-car garage currently being used as a rec room. Whether you envision a game room, hobby space, additional living area, or potentially an ADU (subject to city approvals and requirements), this space offers plenty of possibilities. Just off the rec room, a large deck overlooks the wooded backyard, a great spot for morning coffee, summer gatherings, or simply enjoying the outdoors. The unfinished basement provides even more potential for additional living space, a home gym, or storage. Recent updates include a new roof in 2024 and a new shed in 2022 for additional storage. Just 10 minutes from Downtown Portland and the Portland Jetport, 15 minutes from several Southern Maine beaches, 30 minutes from the lakes, and less than 1 hour and 45 minutes from Boston, 91 Scott Road offers a unique combination of privacy, flexibility, accessibility, and opportunity. The property abuts the South Portland trail system, with trails leading toward local schools and the outdoors right from home. With convenient access to South Portland schools, shopping, dining, and the amenities of Greater Portland, this home offers plenty of room to make the most of Maine living. Come check it out today. Welcome home!

91 Scott Rd, South Portland

Listing courtesy of Keller Williams Realty.

$975,000

EXCEPTIONAL WATERFRONT LIVING WITH PANORAMIC CASCO BAY AND PORTLAND SKYLINE VIEWS. Experience waterfront living at its finest from this exceptionally renovated 2 BR, 2.5 BA condominium overlooking Casco Bay. Encompassing 1,300 square feet across the top two floors of an intimate 15-residence building, this beautifully appointed home offers sweeping views of Portland's iconic skyline, the working harbor, and the picturesque mooring field of the Centerboard Yacht Club. With its coveted western exposure, spectacular sunsets over the water provide a breathtaking backdrop to everyday living. Thoughtfully designed for both comfortable living and effortless entertaining, the open-concept main level features a beautifully equipped kitchen with new premium Wolf conduction stove, an expansive Quartzite breakfast bar, and seamless flow into the dining and living areas. A gas fireplace adds warmth and ambiance, while a private balcony invites you to relax and take in the ever-changing waterfront scenery. Upstairs, the primary suite offers a spacious walk-in closet and private bath, while a second bedroom and full bath provide comfortable accommodations for guests or a dedicated home office. Convenient second-floor laundry and an additional private balcony complete the upper level. Beyond the residence, enjoy access to beautifully landscaped waterfront gardens, inviting outdoor dining areas, and a beach available for association use. Two tandem reserved parking spaces in the secure underground garage, elevator access, central air conditioning, and dedicated storage add an exceptional level of convenience. Offered with the option to purchase substantially furnished, this remarkable residence presents an opportunity for effortless coastal living. Whether enjoyed as a year-round home or a seasonal retreat, its combination of sophisticated comfort, captivating views, and proximity to Portland's acclaimed restaurants, shops, and cultural attractions.

2 Beds ⋅ 3 Baths

EXCEPTIONAL WATERFRONT LIVING WITH PANORAMIC CASCO BAY AND PORTLAND SKYLINE VIEWS. Experience waterfront living at its finest from this exceptionally renovated 2 BR, 2.5 BA condominium overlooking Casco Bay. Encompassing 1,300 square feet across the top two floors of an intimate 15-residence building, this beautifully appointed home offers sweeping views of Portland's iconic skyline, the working harbor, and the picturesque mooring field of the Centerboard Yacht Club. With its coveted western exposure, spectacular sunsets over the water provide a breathtaking backdrop to everyday living. Thoughtfully designed for both comfortable living and effortless entertaining, the open-concept main level features a beautifully equipped kitchen with new premium Wolf conduction stove, an expansive Quartzite breakfast bar, and seamless flow into the dining and living areas. A gas fireplace adds warmth and ambiance, while a private balcony invites you to relax and take in the ever-changing waterfront scenery. Upstairs, the primary suite offers a spacious walk-in closet and private bath, while a second bedroom and full bath provide comfortable accommodations for guests or a dedicated home office. Convenient second-floor laundry and an additional private balcony complete the upper level. Beyond the residence, enjoy access to beautifully landscaped waterfront gardens, inviting outdoor dining areas, and a beach available for association use. Two tandem reserved parking spaces in the secure underground garage, elevator access, central air conditioning, and dedicated storage add an exceptional level of convenience. Offered with the option to purchase substantially furnished, this remarkable residence presents an opportunity for effortless coastal living. Whether enjoyed as a year-round home or a seasonal retreat, its combination of sophisticated comfort, captivating views, and proximity to Portland's acclaimed restaurants, shops, and cultural attractions.

215 High St Unit 307, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$579,900

Classic Colonial character meets thoughtfully updated comfort in this three-bedroom, two-bathroom South Portland home, positioned on a corner lot in a wonderfully convenient neighborhood. Across 1,306 square feet and two floors, the layout offers inviting everyday spaces plus flexible areas ready to evolve with your needs. Recent improvements add meaningful peace of mind. New Marvin windows welcome natural light, while a new asphalt roof and updated heating system support comfort through Maine's changing seasons. Both bathrooms have been refreshed, bringing a more current feel to the home's practical floor plan. Extra space sets this property apart. A nearly finished room in the basement could serve as a recreation area, office, fitness space, or hobby room. Above the garage, a bonus room creates another valuable option and could become a fourth bedroom, guest retreat, or dedicated workspace. The location makes daily life and leisure easy to balance. Hinckley Park is about 0.7 miles away, putting outdoor recreation and green space close at hand. South Portland High School is about 1.3 miles from home, and the surrounding city places shopping, dining, services, and greater Portland destinations within convenient reach. With its corner-lot setting, updated essentials, and flexible bonus rooms, this new listing presents an appealing opportunity to settle into one of southern Maine's most connected communities. See how comfortably this South Portland Colonial can fit your next chapter—book your private showing today.

3 Beds ⋅ 2 Baths

Classic Colonial character meets thoughtfully updated comfort in this three-bedroom, two-bathroom South Portland home, positioned on a corner lot in a wonderfully convenient neighborhood. Across 1,306 square feet and two floors, the layout offers inviting everyday spaces plus flexible areas ready to evolve with your needs. Recent improvements add meaningful peace of mind. New Marvin windows welcome natural light, while a new asphalt roof and updated heating system support comfort through Maine's changing seasons. Both bathrooms have been refreshed, bringing a more current feel to the home's practical floor plan. Extra space sets this property apart. A nearly finished room in the basement could serve as a recreation area, office, fitness space, or hobby room. Above the garage, a bonus room creates another valuable option and could become a fourth bedroom, guest retreat, or dedicated workspace. The location makes daily life and leisure easy to balance. Hinckley Park is about 0.7 miles away, putting outdoor recreation and green space close at hand. South Portland High School is about 1.3 miles from home, and the surrounding city places shopping, dining, services, and greater Portland destinations within convenient reach. With its corner-lot setting, updated essentials, and flexible bonus rooms, this new listing presents an appealing opportunity to settle into one of southern Maine's most connected communities. See how comfortably this South Portland Colonial can fit your next chapter—book your private showing today.

39 Walker St, South Portland

Listing courtesy of Real Estate 2000 ME/NH.

$1,556,000

Commanding 1.76 beautifully landscaped acres in South Portland, this striking contemporary estate redefines modern luxury through the lens of endless possibility. Crafted for those who demand more than the ordinary, the residence pairs monumental scale with private, resort-style amenities. Inside, the home unfolds across a highly functional layout featuring 4+ bedrooms, 6 bathrooms, and two complete kitchens perfectly suited for a multi-generational setup or elite catering. An elevator services the home, connecting the primary living areas to a dedicated fitness wing and private cinema room. Beyond the main living quarters lies an expansive indoor pool pavilion, offering year-round wellness and a dramatic backdrop for grand entertaining. For the visionary buyer, this space holds incredible alternative potential to become a private indoor pickleball court or a spectacular multi-use gallery. Just outside, a rare seven-bay garage stands ready to house an extensive automotive collection or specialized hobby equipment. Located moments from historic downtown Portland, local beaches, and fine dining, this estate offers a rare micro-sanctuary of privacy and convenience.

4 Beds ⋅ 6 Baths

Commanding 1.76 beautifully landscaped acres in South Portland, this striking contemporary estate redefines modern luxury through the lens of endless possibility. Crafted for those who demand more than the ordinary, the residence pairs monumental scale with private, resort-style amenities. Inside, the home unfolds across a highly functional layout featuring 4+ bedrooms, 6 bathrooms, and two complete kitchens perfectly suited for a multi-generational setup or elite catering. An elevator services the home, connecting the primary living areas to a dedicated fitness wing and private cinema room. Beyond the main living quarters lies an expansive indoor pool pavilion, offering year-round wellness and a dramatic backdrop for grand entertaining. For the visionary buyer, this space holds incredible alternative potential to become a private indoor pickleball court or a spectacular multi-use gallery. Just outside, a rare seven-bay garage stands ready to house an extensive automotive collection or specialized hobby equipment. Located moments from historic downtown Portland, local beaches, and fine dining, this estate offers a rare micro-sanctuary of privacy and convenience.

1050 Highland Ave, South Portland

Listing courtesy of Waypoint Brokers Collective.

$585,000

Excellent opportunity to live on a wonderful street in close proximity to the Willard Beach area and all of the Cottage Road shops and restaurants. This 3-4 bedroom home has been in the same family for over 50 years and features beautiful wood floors throughout, large eat-in kitchen and sunny exposures in most rooms. A 1982 addition added a sizeable bedroom and/or family room and a spacious 3 season room overlooking the backyard which offers garden beds and rocky features.. Updated furnace and hot water heater plus a detached 1 car garage make this a very desirable home within minutes to downtown Portland and many outdoor activities.

3 Beds ⋅ 2 Baths

Excellent opportunity to live on a wonderful street in close proximity to the Willard Beach area and all of the Cottage Road shops and restaurants. This 3-4 bedroom home has been in the same family for over 50 years and features beautiful wood floors throughout, large eat-in kitchen and sunny exposures in most rooms. A 1982 addition added a sizeable bedroom and/or family room and a spacious 3 season room overlooking the backyard which offers garden beds and rocky features.. Updated furnace and hot water heater plus a detached 1 car garage make this a very desirable home within minutes to downtown Portland and many outdoor activities.

23 Victory Ave, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$600,000

Nestled in the heart of Dows Woods is 3 Karynel, one of the premiere units in the association. This 2 bedroom 2.5 bath home has been totally redone and ready for you to move in. The first floor boasts hardwood floors throughout. A gourmet kitchen with high end stainless steel appliances, perfect for elegant dinner parties or family taco night. The formal dining area flows freely into the livingroom which boasts a cozy gas fireplace and reading nook. The 3 season room adds to your living space for 9 months of the year and opens up to the new deck, which is great for grilling. When you arrive on the 2nd floor you are greeted with a full tiled bath dedicated to the second bedroom or guests and tiled laundry room. The true gem upstairs is the primary bedroom with a large tiled bathroom and huge walk in closet. Both the first and second floors are accented by gorgeous crown molding and extra wide baseboards. A rare bonus in Dows Woods is a unit that has a two car garage and finished basement, which this townhouse has, along with plenty of storage. All this can be enjoyed along with incredible sunsets and abundant wildlife right outside your front door on the large corner lot.

2 Beds ⋅ 3 Baths

Nestled in the heart of Dows Woods is 3 Karynel, one of the premiere units in the association. This 2 bedroom 2.5 bath home has been totally redone and ready for you to move in. The first floor boasts hardwood floors throughout. A gourmet kitchen with high end stainless steel appliances, perfect for elegant dinner parties or family taco night. The formal dining area flows freely into the livingroom which boasts a cozy gas fireplace and reading nook. The 3 season room adds to your living space for 9 months of the year and opens up to the new deck, which is great for grilling. When you arrive on the 2nd floor you are greeted with a full tiled bath dedicated to the second bedroom or guests and tiled laundry room. The true gem upstairs is the primary bedroom with a large tiled bathroom and huge walk in closet. Both the first and second floors are accented by gorgeous crown molding and extra wide baseboards. A rare bonus in Dows Woods is a unit that has a two car garage and finished basement, which this townhouse has, along with plenty of storage. All this can be enjoyed along with incredible sunsets and abundant wildlife right outside your front door on the large corner lot.

3 Karynel Dr Unit 3, South Portland

Listing courtesy of Cottage & Co Real Estate.

$549,900

*** RATE BUY DOWN AVAILABLE *** Enjoy easy living in this 3 bedroom, 1 bath home in a convenient South Portland location. An updated kitchen, wood floors, and charming period details add character, while the deck and 2 car garage offer added appeal. The finished loft above the garage offers expansion possibilities. Close to the golf course, with easy access to the highway, downtown Portland, the Maine Mall, and Mill Creek.

3 Beds ⋅ 1 Baths

*** RATE BUY DOWN AVAILABLE *** Enjoy easy living in this 3 bedroom, 1 bath home in a convenient South Portland location. An updated kitchen, wood floors, and charming period details add character, while the deck and 2 car garage offer added appeal. The finished loft above the garage offers expansion possibilities. Close to the golf course, with easy access to the highway, downtown Portland, the Maine Mall, and Mill Creek.

59 Hall St, South Portland

Listing courtesy of Duston Leddy Real Estate.

$599,000

Some neighborhoods just have it, and South Portland's Meetinghouse Hill is one of them. Set in one of the city's most beloved pockets, 80 Jordan Avenue offers a compelling opportunity to own a two-unit property that combines neighborhood charm, everyday convenience, and some seriously appealing outdoor space. Tree-lined streets, neighborhood cafés, local restaurants, parks, and easy access to the beaches and Portland waterfront give Meetinghouse Hill a personality all its own. It's the kind of place where you can leave the car behind, wander out for coffee, grab dinner close to home, or simply enjoy being part of a neighborhood that feels like a neighborhood. Inside, the property offers two distinct units, each with two bedrooms and one bathroom. Hardwood floors, original character, and comfortable, functional layouts provide a solid foundation, while opportunities for cosmetic improvements offer a clear path to adding value over time. Individually metered utilities add another layer of practicality for investors and owner-occupants alike. Outside is where the property really stretches its legs. A generous, fenced backyard with mature landscaping, a patio, and room to gather, garden, or simply unwind offers an outdoor experience that's not always easy to find with a two-unit property. An elevated deck provides another inviting place to enjoy the setting, while off-street parking adds everyday convenience. Whether you're looking to expand your investment portfolio or put down roots with rental income helping to carry the load, 80 Jordan Avenue offers a compelling combination of flexibility, neighborhood appeal, and outdoor livability in one of South Portland's most desirable locations.

2 Baths

Some neighborhoods just have it, and South Portland's Meetinghouse Hill is one of them. Set in one of the city's most beloved pockets, 80 Jordan Avenue offers a compelling opportunity to own a two-unit property that combines neighborhood charm, everyday convenience, and some seriously appealing outdoor space. Tree-lined streets, neighborhood cafés, local restaurants, parks, and easy access to the beaches and Portland waterfront give Meetinghouse Hill a personality all its own. It's the kind of place where you can leave the car behind, wander out for coffee, grab dinner close to home, or simply enjoy being part of a neighborhood that feels like a neighborhood. Inside, the property offers two distinct units, each with two bedrooms and one bathroom. Hardwood floors, original character, and comfortable, functional layouts provide a solid foundation, while opportunities for cosmetic improvements offer a clear path to adding value over time. Individually metered utilities add another layer of practicality for investors and owner-occupants alike. Outside is where the property really stretches its legs. A generous, fenced backyard with mature landscaping, a patio, and room to gather, garden, or simply unwind offers an outdoor experience that's not always easy to find with a two-unit property. An elevated deck provides another inviting place to enjoy the setting, while off-street parking adds everyday convenience. Whether you're looking to expand your investment portfolio or put down roots with rental income helping to carry the load, 80 Jordan Avenue offers a compelling combination of flexibility, neighborhood appeal, and outdoor livability in one of South Portland's most desirable locations.

80 Jordan Ave, South Portland

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

$529,000

3 Beds ⋅ 2 Baths

802 Highland Ave, South Portland

Listing courtesy of F.O. Bailey Real Estate.

$630,000

Developers, investors, builders, take notice of this half acre lot in a great location. Potential for multiple units on this lot. Check with South Portland planning & code for all the details and future rezoning guidelines. This presents a great opportunity to build in a prime location. Currently situated on the property is a 1910 Cape Cod with wrap around porch and original attached barn. This property is being offered for the first time in 60 years. This home is a renovator's dream as it holds onto the bones of its 1910 origins. Tin ceilings, original moldings, and hardwood floors are some of the details of yesteryear. Home offers plenty of potential to make it your own. Location is prime, just steps from the South Portland Green Belt Walkway. Located five minutes from Willard Beach, easy access to Portland Jetport, Maine Mall and I295. This antique cape sits on a half-acre lot; interested parties should verify with the city the potential for dividing the lot and or additional units. Property being sold in "As Is" condition. Property also listed as LAND under MLS #1686443

3 Beds ⋅ 2 Baths

Developers, investors, builders, take notice of this half acre lot in a great location. Potential for multiple units on this lot. Check with South Portland planning & code for all the details and future rezoning guidelines. This presents a great opportunity to build in a prime location. Currently situated on the property is a 1910 Cape Cod with wrap around porch and original attached barn. This property is being offered for the first time in 60 years. This home is a renovator's dream as it holds onto the bones of its 1910 origins. Tin ceilings, original moldings, and hardwood floors are some of the details of yesteryear. Home offers plenty of potential to make it your own. Location is prime, just steps from the South Portland Green Belt Walkway. Located five minutes from Willard Beach, easy access to Portland Jetport, Maine Mall and I295. This antique cape sits on a half-acre lot; interested parties should verify with the city the potential for dividing the lot and or additional units. Property being sold in "As Is" condition. Property also listed as LAND under MLS #1686443

98 Evans St, South Portland

Listing courtesy of Plowman Realty Group.

240 Barnstable Road Unit 34, South Portland

$350,000

Welcome to this beautifully refreshed 2-bedroom townhome in a quiet, walkable South Portland setting! Built in 2003, this inviting home offers the perfect combination of comfort, convenience, and affordability. Freshly painted inside, beautiful hickory hardwood flooring and new granite counters and kitchen appliances. There is outdoor space on your private deck facing the woods and a full dry basement perfect for storage or your future finished space. Enjoy the ease of low-maintenance living with an affordable condo fee and professional association management. Whether you're searching for your first home, a Maine getaway, an investment opportunity, or a place to downsize, this move-in-ready townhome checks all the boxes. An exceptional opportunity to enjoy South Portland living at an approachable price point. A short walk to Wainright fields/sports complex and the greenbelt pathway, 10 minutes to the top beaches, the mall or interstate or 15 minutes to the Old Port. Don't miss it!

2 Beds ⋅ 1 Baths

Welcome to this beautifully refreshed 2-bedroom townhome in a quiet, walkable South Portland setting! Built in 2003, this inviting home offers the perfect combination of comfort, convenience, and affordability. Freshly painted inside, beautiful hickory hardwood flooring and new granite counters and kitchen appliances. There is outdoor space on your private deck facing the woods and a full dry basement perfect for storage or your future finished space. Enjoy the ease of low-maintenance living with an affordable condo fee and professional association management. Whether you're searching for your first home, a Maine getaway, an investment opportunity, or a place to downsize, this move-in-ready townhome checks all the boxes. An exceptional opportunity to enjoy South Portland living at an approachable price point. A short walk to Wainright fields/sports complex and the greenbelt pathway, 10 minutes to the top beaches, the mall or interstate or 15 minutes to the Old Port. Don't miss it!

240 Barnstable Road Unit 34, South Portland

Listing courtesy of Cottage & Co Real Estate.

148 Breakwater Dr Unit 601, South Portland

$249,000

Affordable Open-concept 1-bedroom, 1 bath with large windows allowing for plenty of natural light. Building amenities & services include 24/7 security personnel and front door/desk staff with gated/secured entry, one reserved parking space plus ample visitor parking, on-site community garden, outdoor BBQ area near the marina, elevators, secure bicycle storage, first-floor laundry facilities, and a dedicated mail room. Located steps from the marina, local eateries, Greenbelt Trail, Bug Light Park, Spring Point, and Willard Beach, its coastal living without the hefty price tag.

1 Beds ⋅ 1 Baths

Affordable Open-concept 1-bedroom, 1 bath with large windows allowing for plenty of natural light. Building amenities & services include 24/7 security personnel and front door/desk staff with gated/secured entry, one reserved parking space plus ample visitor parking, on-site community garden, outdoor BBQ area near the marina, elevators, secure bicycle storage, first-floor laundry facilities, and a dedicated mail room. Located steps from the marina, local eateries, Greenbelt Trail, Bug Light Park, Spring Point, and Willard Beach, its coastal living without the hefty price tag.

148 Breakwater Dr Unit 601, South Portland

Listing courtesy of Meservier & Associates.

$588,000

Welcome to the brightest house on the block! This charming bungalow features 3-4 bedrooms and 2 full bathrooms, combining classic character with abundant natural light throughout the day. Enjoy gleaming, newly refinished hardwood floors and a freshly painted interior. Step through the spacious mudroom into a sun-filled living area that flows seamlessly into the dining room and kitchen. Looking for single-level living? The main floor offers two versatile bedrooms (or home office spaces) alongside a full bath. Upstairs, the expansive primary suite boasts generous closet and storage space, plus a flexible additional room ideal for a bedroom, office, or playroom. Out back, the fully fenced yard maximizes every inch with a spacious patio, built-in fire pit, and a handy shed for storage or a workshop. Nestled in South Portland's desirable Thornton Heights neighborhood, you'll enjoy effortless access to I-295, I-95, downtown Portland, local beaches, and everything that makes Southern Maine special. Truly move-in ready, we invite you to come see this bright, beautiful home for yourself! Open house on Saturday, 10/17 from 10 AM - 11:30 AM.

3 Beds ⋅ 2 Baths

Welcome to the brightest house on the block! This charming bungalow features 3-4 bedrooms and 2 full bathrooms, combining classic character with abundant natural light throughout the day. Enjoy gleaming, newly refinished hardwood floors and a freshly painted interior. Step through the spacious mudroom into a sun-filled living area that flows seamlessly into the dining room and kitchen. Looking for single-level living? The main floor offers two versatile bedrooms (or home office spaces) alongside a full bath. Upstairs, the expansive primary suite boasts generous closet and storage space, plus a flexible additional room ideal for a bedroom, office, or playroom. Out back, the fully fenced yard maximizes every inch with a spacious patio, built-in fire pit, and a handy shed for storage or a workshop. Nestled in South Portland's desirable Thornton Heights neighborhood, you'll enjoy effortless access to I-295, I-95, downtown Portland, local beaches, and everything that makes Southern Maine special. Truly move-in ready, we invite you to come see this bright, beautiful home for yourself! Open house on Saturday, 10/17 from 10 AM - 11:30 AM.

15 Thirlmere Ave, South Portland

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

$405,000

This classic bungalow offers two bedrooms and one bathroom, approximately 806 square feet, situated on approximately 0.1 acres of well-landscaped grounds. The home features hardwood flooring throughout and an updated kitchen. Located in a sought-after neighborhood. The property is close to the airport, shopping, beaches, sporting event, concert, and dining venues.

2 Beds ⋅ 1 Baths

This classic bungalow offers two bedrooms and one bathroom, approximately 806 square feet, situated on approximately 0.1 acres of well-landscaped grounds. The home features hardwood flooring throughout and an updated kitchen. Located in a sought-after neighborhood. The property is close to the airport, shopping, beaches, sporting event, concert, and dining venues.

65 Keswick Rd, South Portland

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

$799,000

One home, so many possibilities! Located in South Portland, this spacious Colonial offers something you don't find every day: a separate two-bedroom accessory dwelling unit (ADU) with its own private entrance, kitchen, living room, and full bath. Whether you're looking for potential rental income to help offset your mortgage, a comfortable space for aging parents, or a place for adult children to maintain their independence, this property offers flexibility for a variety of living arrangements. The main home features hardwood floors, a living room with built-ins and a wood-burning fireplace, a kitchen with granite countertops, stainless steel appliances and center island, and a formal dining room. Enjoy the bright, heated sunroom and the convenience of a first-floor bedroom. Upstairs, the primary suite includes a private bath, walk-in closet, and balcony, along with two additional bedrooms and second-floor laundry. The finished basement provides even more usable space for a home gym, office, or recreation room. Outside, you'll find updated siding, windows and exterior doors, a heated two-car garage, generous parking, and a spacious deck overlooking the backyard. Conveniently located near Portland, shopping, restaurants, and major commuting routes. Live in one space and explore the rental potential of the other, or bring multiple generations together under one roof while maintaining privacy. Great opportunity for an in-home business as an added bonus! Buyers encouraged to perform due diligence on potential options. At 1309 Broadway, you have options! Home is cross- listed in residential mls # 1684139

5 Baths

One home, so many possibilities! Located in South Portland, this spacious Colonial offers something you don't find every day: a separate two-bedroom accessory dwelling unit (ADU) with its own private entrance, kitchen, living room, and full bath. Whether you're looking for potential rental income to help offset your mortgage, a comfortable space for aging parents, or a place for adult children to maintain their independence, this property offers flexibility for a variety of living arrangements. The main home features hardwood floors, a living room with built-ins and a wood-burning fireplace, a kitchen with granite countertops, stainless steel appliances and center island, and a formal dining room. Enjoy the bright, heated sunroom and the convenience of a first-floor bedroom. Upstairs, the primary suite includes a private bath, walk-in closet, and balcony, along with two additional bedrooms and second-floor laundry. The finished basement provides even more usable space for a home gym, office, or recreation room. Outside, you'll find updated siding, windows and exterior doors, a heated two-car garage, generous parking, and a spacious deck overlooking the backyard. Conveniently located near Portland, shopping, restaurants, and major commuting routes. Live in one space and explore the rental potential of the other, or bring multiple generations together under one roof while maintaining privacy. Great opportunity for an in-home business as an added bonus! Buyers encouraged to perform due diligence on potential options. At 1309 Broadway, you have options! Home is cross- listed in residential mls # 1684139

1309 Broadway, South Portland

Listing courtesy of EXP Realty.

$799,000

One home, so many possibilities! Located in South Portland, this spacious Colonial offers something you don't find every day: a separate two-bedroom accessory dwelling unit (ADU) with its own private entrance, kitchen, living room, and full bath. Whether you're looking for potential rental income to help offset your mortgage, a comfortable space for aging parents, or a place for adult children to maintain their independence, this property offers flexibility for a variety of living arrangements. The main home features hardwood floors, a living room with built-ins and a wood-burning fireplace, a kitchen with granite countertops, stainless steel appliances and center island, and a formal dining room. Enjoy the bright, heated sunroom and the convenience of a first-floor bedroom. Upstairs, the primary suite includes a private bath, walk-in closet, and balcony, along with two additional bedrooms and second-floor laundry. The finished basement provides even more usable space for a home gym, office, or recreation room. Outside, you'll find updated siding, windows and exterior doors, a heated two-car garage, generous parking, and a spacious deck overlooking the backyard. Conveniently located near Portland, shopping, restaurants, and major commuting routes. Live in one space and explore the rental potential of the other, or bring multiple generations together under one roof while maintaining privacy. Great opportunity for an in-home business as an added bonus! Buyers encouraged to perform due diligence on potential options. At 1309 Broadway, you have options! Home is cross-listed in multifamily MLS# 1684204.

6 Beds ⋅ 5 Baths

One home, so many possibilities! Located in South Portland, this spacious Colonial offers something you don't find every day: a separate two-bedroom accessory dwelling unit (ADU) with its own private entrance, kitchen, living room, and full bath. Whether you're looking for potential rental income to help offset your mortgage, a comfortable space for aging parents, or a place for adult children to maintain their independence, this property offers flexibility for a variety of living arrangements. The main home features hardwood floors, a living room with built-ins and a wood-burning fireplace, a kitchen with granite countertops, stainless steel appliances and center island, and a formal dining room. Enjoy the bright, heated sunroom and the convenience of a first-floor bedroom. Upstairs, the primary suite includes a private bath, walk-in closet, and balcony, along with two additional bedrooms and second-floor laundry. The finished basement provides even more usable space for a home gym, office, or recreation room. Outside, you'll find updated siding, windows and exterior doors, a heated two-car garage, generous parking, and a spacious deck overlooking the backyard. Conveniently located near Portland, shopping, restaurants, and major commuting routes. Live in one space and explore the rental potential of the other, or bring multiple generations together under one roof while maintaining privacy. Great opportunity for an in-home business as an added bonus! Buyers encouraged to perform due diligence on potential options. At 1309 Broadway, you have options! Home is cross-listed in multifamily MLS# 1684204.

1309 Broadway, South Portland

Listing courtesy of EXP Realty.

$395,000

Classic split-entry home featuring a first-floor primary bedroom with a private full bath, along with beautiful hardwood and tile flooring throughout the main level. The lower level offers two generously sized bedrooms plus a versatile office or playroom. Conveniently located near I-295 and Scarborough's beautiful beaches. First showings begin at the open house on Saturday the 17th from 11:00 AM to 1:00 PM.

4 Beds ⋅ 2 Baths

Classic split-entry home featuring a first-floor primary bedroom with a private full bath, along with beautiful hardwood and tile flooring throughout the main level. The lower level offers two generously sized bedrooms plus a versatile office or playroom. Conveniently located near I-295 and Scarborough's beautiful beaches. First showings begin at the open house on Saturday the 17th from 11:00 AM to 1:00 PM.

30 Lawn Ave, South Portland

Listing courtesy of Pine Tree Realty of Maine.

$459,900

*The seller is willing to contribute toward buyer's rate buy down or closing costs with an acceptable offer!* Welcome to 107 Thirlmere Avenue! Completely remodeled and move-in ready, this charming two-bedroom, one-and-a-half-bath home combines modern updates with an ideal South Portland location. Step inside to discover fresh paint, beautifully refinished hardwood floors, and new luxury vinyl plank flooring. The updated kitchen features quartz countertops, new cabinetry, and stainless steel appliances, while both bathrooms have been tastefully refreshed with modern finishes. The finished basement provides flexible additional living space, perfect for a home office, media room, or workout area. A garage adds convenience and extra storage. Enjoy easy access to downtown Portland, local restaurants, shopping, and nearby beaches. With extensive renovations already completed, all that's left to do is move in and enjoy. Don't miss this opportunity to own a beautifully updated home in one of Greater Portland's most convenient locations!

2 Beds ⋅ 2 Baths

*The seller is willing to contribute toward buyer's rate buy down or closing costs with an acceptable offer!* Welcome to 107 Thirlmere Avenue! Completely remodeled and move-in ready, this charming two-bedroom, one-and-a-half-bath home combines modern updates with an ideal South Portland location. Step inside to discover fresh paint, beautifully refinished hardwood floors, and new luxury vinyl plank flooring. The updated kitchen features quartz countertops, new cabinetry, and stainless steel appliances, while both bathrooms have been tastefully refreshed with modern finishes. The finished basement provides flexible additional living space, perfect for a home office, media room, or workout area. A garage adds convenience and extra storage. Enjoy easy access to downtown Portland, local restaurants, shopping, and nearby beaches. With extensive renovations already completed, all that's left to do is move in and enjoy. Don't miss this opportunity to own a beautifully updated home in one of Greater Portland's most convenient locations!

107 Thirlmere Ave, South Portland

Listing courtesy of Landing Real Estate.

$495,000

This fabulous 1-bedroom, 1-bath home proves that you don't need a lot of space to live beautifully. Tucked away on a quiet street in a highly desirable location, it offers the perfect blend of character, comfort, and low-maintenance living—just minutes from Willard Beach, local restaurants, shops, and all that Southern Maine has to offer. This is a great condo alternative.....without the association fees (or rules!) Stunning granite stairs and a beautifully landscaped, low-maintenance front garden create a welcoming first impression, while the cozy enclosed front porch provides the perfect spot for your morning coffee or for winding down after a day at the beach. Inside, the home feels open and inviting, with a sun-filled living room featuring a cathedral ceiling and gas fireplace that adds warmth and character. The custom kitchen is a standout, with soapstone countertops and thoughtful finishes, such as the spice cabinet, that make cooking and entertaining a pleasure. The beautifully appointed bath features a walk-in tile shower, creating a spa-like touch in this wonderfully efficient home. Step outside and discover your own private oasis. The professionally landscaped, fenced-in backyard offers privacy and easy-care outdoor living, while the large deck is ready for summer dinners, morning coffee, or relaxing after a day spent exploring the coast. Whether you're looking for a special place to call home, or a Maine getaway, this property delivers flexibility in a fantastic location. Small footprint. Big lifestyle. Great possibilities. Less really is more! 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.

1 Beds ⋅ 1 Baths

This fabulous 1-bedroom, 1-bath home proves that you don't need a lot of space to live beautifully. Tucked away on a quiet street in a highly desirable location, it offers the perfect blend of character, comfort, and low-maintenance living—just minutes from Willard Beach, local restaurants, shops, and all that Southern Maine has to offer. This is a great condo alternative.....without the association fees (or rules!) Stunning granite stairs and a beautifully landscaped, low-maintenance front garden create a welcoming first impression, while the cozy enclosed front porch provides the perfect spot for your morning coffee or for winding down after a day at the beach. Inside, the home feels open and inviting, with a sun-filled living room featuring a cathedral ceiling and gas fireplace that adds warmth and character. The custom kitchen is a standout, with soapstone countertops and thoughtful finishes, such as the spice cabinet, that make cooking and entertaining a pleasure. The beautifully appointed bath features a walk-in tile shower, creating a spa-like touch in this wonderfully efficient home. Step outside and discover your own private oasis. The professionally landscaped, fenced-in backyard offers privacy and easy-care outdoor living, while the large deck is ready for summer dinners, morning coffee, or relaxing after a day spent exploring the coast. Whether you're looking for a special place to call home, or a Maine getaway, this property delivers flexibility in a fantastic location. Small footprint. Big lifestyle. Great possibilities. Less really is more! 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.

12 Stone Dr, South Portland

Listing courtesy of Keller Williams Realty.

How much is your home worth?

How much is your home worth?