Eliaslelandrealtor.com Search Results

Single-level 2 bed / 1 bath home in South Portland's Ferry Village — ideal condo alternative. Under 1,000 sq ft with a brand-new roof, efficient layout, bright living room, eat-in kitchen, and private yard. Easy access to neighborhood greenbelt trails, shops and the water. Low-maintenance single-floor living — perfect for downsizers, first-time buyers, or commuters. Off-street parking. Showings by appointment.

37 Second St, South Portland

Listing courtesy of Keller Williams Realty. 2077982904

Set within a quiet and convenient South Portland neighborhood, this thoughtfully designed condominium offers almost 2,000 square feet of finished living space across four levels. A direct connection to the Greenbelt places miles of trails at your doorstep, while Willard Beach, local shops, restaurants, and the energy of Portland are all within easy reach by bike--including a scenic ride across the bridge to the Old Port. The main level is designed for effortless everyday living and entertaining, with an open arrangement connecting the kitchen, dining, and living spaces. An updated gas fireplace provides a natural focal point, while a sunny deck extends the living space outdoors. A powder room is discreetly positioned near the stairway to the lower level. Two bedrooms, a full bath, and a conveniently located laundry area occupy the second floor. The private primary suite encompasses the entire third level, creating a generous retreat with ample room for a sitting area or exercise space. A well-appointed bath and two oversized walk-in closets complete the suite, offering a comfortable and restorative beginning and end to the day. The finished lower level adds another versatile dimension to the home, equally suited to a media room, home office, playroom, or fitness space. With its flexible floor plan, thoughtful updates, and exceptional access to South Portland's trails, beaches, and Portland amenities, this residence offers a distinctly connected and easygoing coastal lifestyle.

60 Gary L Maietta Pkwy Unit 18, South Portland

$440,000

3 Beds ⋅ 3 Baths

Set within a quiet and convenient South Portland neighborhood, this thoughtfully designed condominium offers almost 2,000 square feet of finished living space across four levels. A direct connection to the Greenbelt places miles of trails at your doorstep, while Willard Beach, local shops, restaurants, and the energy of Portland are all within easy reach by bike--including a scenic ride across the bridge to the Old Port. The main level is designed for effortless everyday living and entertaining, with an open arrangement connecting the kitchen, dining, and living spaces. An updated gas fireplace provides a natural focal point, while a sunny deck extends the living space outdoors. A powder room is discreetly positioned near the stairway to the lower level. Two bedrooms, a full bath, and a conveniently located laundry area occupy the second floor. The private primary suite encompasses the entire third level, creating a generous retreat with ample room for a sitting area or exercise space. A well-appointed bath and two oversized walk-in closets complete the suite, offering a comfortable and restorative beginning and end to the day. The finished lower level adds another versatile dimension to the home, equally suited to a media room, home office, playroom, or fitness space. With its flexible floor plan, thoughtful updates, and exceptional access to South Portland's trails, beaches, and Portland amenities, this residence offers a distinctly connected and easygoing coastal lifestyle.

60 Gary L Maietta Pkwy Unit 18, South Portland

Listing courtesy of Keller Williams Realty. 207-650-6176

Selling Office: Signature Homes Real Estate Group, LLC.

$440,000

This charming South Portland home is the perfect blend of comfort, convenience, and modern updates. Ideally situated just minutes from local shops, restaurants, parks, and beaches, you'll enjoy easy access to everything the area has to offer while still having a peaceful place to call home. Inside, the newly updated interior features a bright and welcoming layout with three well-sized bedrooms and a spacious office--perfect for working from home, creative pursuits, or additional guest space. The home includes 1.5 bathrooms, thoughtfully designed for both functionality and style. Set on a large corner lot, the property provides plenty of outdoor space for relaxing, entertaining, or gardening. Beautiful mature hedges surround the yard, providing both privacy and natural charm that enhances the home's curb appeal. Whether you're looking for a move-in ready home or a space that balances modern living with a prime location, this South Portland property is a standout opportunity.

This charming South Portland home is the perfect blend of comfort, convenience, and modern updates. Ideally situated just minutes from local shops, restaurants, parks, and beaches, you'll enjoy easy access to everything the area has to offer while still having a peaceful place to call home. Inside, the newly updated interior features a bright and welcoming layout with three well-sized bedrooms and a spacious office--perfect for working from home, creative pursuits, or additional guest space. The home includes 1.5 bathrooms, thoughtfully designed for both functionality and style. Set on a large corner lot, the property provides plenty of outdoor space for relaxing, entertaining, or gardening. Beautiful mature hedges surround the yard, providing both privacy and natural charm that enhances the home's curb appeal. Whether you're looking for a move-in ready home or a space that balances modern living with a prime location, this South Portland property is a standout opportunity.

711 Highland Ave, South Portland

Listing courtesy of Dream Home Realty LLC.

Selling Office: Signature Homes Real Estate Group.

$438,750

Selling Office: Cottage & Co Real Estate.

14 Kittredge Rd, South Portland

Listing courtesy of Portside Real Estate Group.

$437,500

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

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

20 Kelley St, South Portland

Listing courtesy of Logic Realty LLC.

Selling Office: Portside Real Estate Group.

Back on market - no fault to seller/home. Set on a quiet residential street in South Portland, this single-family home offers space, flexibility, and an opportunity to make it your own. The main level features an open living and kitchen area with pitched ceilings and a wall of windows that brings in natural light and creates an airy feel. One bedroom and a full bath with laundry on this level allow for easy single-floor living, while still offering room to grow. The lower level provides additional finished space with multiple rooms and a second full bath. This separation allows for a variety of uses such as additional living space, work-from-home options, guest accommodations, or hobby areas, depending on your needs. This home is a great opportunity for buyers who value space, layout flexibility, and location and who are looking for a home to personalize and make their own.

Back on market - no fault to seller/home. Set on a quiet residential street in South Portland, this single-family home offers space, flexibility, and an opportunity to make it your own. The main level features an open living and kitchen area with pitched ceilings and a wall of windows that brings in natural light and creates an airy feel. One bedroom and a full bath with laundry on this level allow for easy single-floor living, while still offering room to grow. The lower level provides additional finished space with multiple rooms and a second full bath. This separation allows for a variety of uses such as additional living space, work-from-home options, guest accommodations, or hobby areas, depending on your needs. This home is a great opportunity for buyers who value space, layout flexibility, and location and who are looking for a home to personalize and make their own.

75 Landry Cir, South Portland

Listing courtesy of Signature Homes Real Estate Group, LLC.

Selling Office: EXP Realty.

This property presents a great opportunity to live in this well-established neighborhood. Maintained with care for five decades, the home features three bedrooms, an office/den or fourth bedroom, a dining room with sliders to the deck, an open-plan kitchen, and a spacious family room located in the basement. Ample storage is available both indoors and outdoors. The community offers convenient access to biking and walking paths, is within walking distance of a K-8 school, playground, athletic fields, and library. Recreational activities such as golf, cross-country skiing, and sledding are also available nearby, with easy access to the turnpike just five minutes away.

4 Beds ⋅ 2 Baths

This property presents a great opportunity to live in this well-established neighborhood. Maintained with care for five decades, the home features three bedrooms, an office/den or fourth bedroom, a dining room with sliders to the deck, an open-plan kitchen, and a spacious family room located in the basement. Ample storage is available both indoors and outdoors. The community offers convenient access to biking and walking paths, is within walking distance of a K-8 school, playground, athletic fields, and library. Recreational activities such as golf, cross-country skiing, and sledding are also available nearby, with easy access to the turnpike just five minutes away.

55 Sandy Hill Rd, South Portland

Listing courtesy of Linscott Real Estate.

Selling Office: Breakwater Realty Group, LLC.

Light filled ranch in South Portland's sought after Sunset Park neighborhood. Ready to occupy now with opportunity to enhance and add value. Original hardwood floors run throughout the main level and the current two bedroom layout offers flexibility with the potential to be easily converted to a three bedroom as originally designed. Set on a level lot with a usable backyard offering space for outdoor enjoyment. all within an established neighborhood just minutes to I-295, shopping, dining and beaches in South Portland as well as downtown Portland. Listed well below a recent appraisal!

Light filled ranch in South Portland's sought after Sunset Park neighborhood. Ready to occupy now with opportunity to enhance and add value. Original hardwood floors run throughout the main level and the current two bedroom layout offers flexibility with the potential to be easily converted to a three bedroom as originally designed. Set on a level lot with a usable backyard offering space for outdoor enjoyment. all within an established neighborhood just minutes to I-295, shopping, dining and beaches in South Portland as well as downtown Portland. Listed well below a recent appraisal!

41 Pine Haven Ter, South Portland

Listing courtesy of Landing Real Estate. 207-522-2544

Selling Office: RE/MAX Shoreline.

Nestled on a quiet neighborhood street, 29 O'Neil Street offers the perfect blend of comfort, convenience, and classic Maine cottage-like charm. This well-maintained home features inviting living spaces filled with natural light, a functional layout ideal for both everyday living and entertaining, and a private yard perfect for relaxing, gardening, or summer gatherings. Located just minutes from local beaches, the Greenbelt Walkway, shopping, restaurants, and downtown Portland, this property provides easy access to everything Southern Maine has to provide while maintaining the feel of a peaceful residential neighborhood. Whether you are looking for your first home, downsizing, or seeking a move-in-ready property in one of Maine's most desirable communities, 29 O'Neil Street is an exceptional opportunity. Enjoy nearby parks, waterfront attractions, and convenient commuter access, all while being part of the vibrant South Portland community. Don't miss your chance to make this charming property your next home.

1 Beds ⋅ 2 Baths

Nestled on a quiet neighborhood street, 29 O'Neil Street offers the perfect blend of comfort, convenience, and classic Maine cottage-like charm. This well-maintained home features inviting living spaces filled with natural light, a functional layout ideal for both everyday living and entertaining, and a private yard perfect for relaxing, gardening, or summer gatherings. Located just minutes from local beaches, the Greenbelt Walkway, shopping, restaurants, and downtown Portland, this property provides easy access to everything Southern Maine has to provide while maintaining the feel of a peaceful residential neighborhood. Whether you are looking for your first home, downsizing, or seeking a move-in-ready property in one of Maine's most desirable communities, 29 O'Neil Street is an exceptional opportunity. Enjoy nearby parks, waterfront attractions, and convenient commuter access, all while being part of the vibrant South Portland community. Don't miss your chance to make this charming property your next home.

29 Oneil St, South Portland

Listing courtesy of EXP Realty.

Selling Office: Benchmark Real Estate.

$434,000

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

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

162 Westbrook St, South Portland

Listing courtesy of Keller Williams Realty.

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.

$433,500

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.

Selling Office: Portside Real Estate Group.

$433,000

Do not miss your chance to own this charming three bedroom ranch in the very desirable Meeting House neighborhood of South Portland. Homes offered for sale here tend to go quickly! Enjoy easy, single level living with a bright layout and thoughtful updates throughout. Sunlight fills the spacious living room and the efficient kitchen provides plenty of storage and workspace. The bedrooms are comfortable and well placed, and the entire home has a warm and inviting feel that fits a wide range of buyers. First time homebuyers will love the manageable size and modern updates. Families will appreciate the excellent South Portland school system. Anyone looking for convenient one floor living will find this home easy to enjoy for many years. The location is one of the strongest features. You are minutes from the shops, cafes, and local businesses in the Willard Square area. Popular spots include Scratch Baking Company, Willard Scoops, Judy Gibson, Elsmere BBQ, Verbena, and David's 388. Nearby Cottage Road offers additional small shops, coffee stops, and neighborhood conveniences. Willard Beach is also just a short trip away. This beautiful sandy beach features gentle waves, views of Spring Point Light, and a relaxed neighborhood feel. It is perfect for morning walks, quick dips on warm days, and year round coastal enjoyment. The Greenbelt Walkway, Fort Preble, Bug Light Park, and the Portland Head Light and surrounding park are also close by, offering plenty of outdoor activities. With a move in ready interior, a quiet established neighborhood, and unbeatable access to beaches, parks, restaurants, and shops, this home is an ideal choice for anyone looking to enjoy all that South Portland has to offer.

Do not miss your chance to own this charming three bedroom ranch in the very desirable Meeting House neighborhood of South Portland. Homes offered for sale here tend to go quickly! Enjoy easy, single level living with a bright layout and thoughtful updates throughout. Sunlight fills the spacious living room and the efficient kitchen provides plenty of storage and workspace. The bedrooms are comfortable and well placed, and the entire home has a warm and inviting feel that fits a wide range of buyers. First time homebuyers will love the manageable size and modern updates. Families will appreciate the excellent South Portland school system. Anyone looking for convenient one floor living will find this home easy to enjoy for many years. The location is one of the strongest features. You are minutes from the shops, cafes, and local businesses in the Willard Square area. Popular spots include Scratch Baking Company, Willard Scoops, Judy Gibson, Elsmere BBQ, Verbena, and David's 388. Nearby Cottage Road offers additional small shops, coffee stops, and neighborhood conveniences. Willard Beach is also just a short trip away. This beautiful sandy beach features gentle waves, views of Spring Point Light, and a relaxed neighborhood feel. It is perfect for morning walks, quick dips on warm days, and year round coastal enjoyment. The Greenbelt Walkway, Fort Preble, Bug Light Park, and the Portland Head Light and surrounding park are also close by, offering plenty of outdoor activities. With a move in ready interior, a quiet established neighborhood, and unbeatable access to beaches, parks, restaurants, and shops, this home is an ideal choice for anyone looking to enjoy all that South Portland has to offer.

76 Pitt St, South Portland

Listing courtesy of Spectrum Real Estate.

Selling Office: Townsend Real Estate.

$430,000

NEW ROOF BEING INSTALLED.OVERGROWN LANDSCAPING REMOVED. Whether you are just starting out or downsizing, 136 Dawson St will meet your needs. This freshly painted three-bedroom, one-bath home features hardwood floors, a comfortable layout, and lots of natural light. The generously sized backyard includes a deck and is fenced on three sides, creating an inviting space for outdoor enjoyment. A rear shed provides convenient storage for tools and seasonal items. In the basement, a partially finished room offers a head start on additional living space--ideal for a home office, den, or hobby area. Ideally located on a dead end street you are just steps from the bus route and 2 minutes to a K-8 public school, a branch of the SoPo library and the municipal golf course. You are close to the ME Mall and major highways and this home's location allows easy access to Willard Beach, excellent restaurants, two theaters, bowling, and head across the Casco Bay Bridge or onto I-295 for a quick trip to Portland's Old Port.

NEW ROOF BEING INSTALLED.OVERGROWN LANDSCAPING REMOVED. Whether you are just starting out or downsizing, 136 Dawson St will meet your needs. This freshly painted three-bedroom, one-bath home features hardwood floors, a comfortable layout, and lots of natural light. The generously sized backyard includes a deck and is fenced on three sides, creating an inviting space for outdoor enjoyment. A rear shed provides convenient storage for tools and seasonal items. In the basement, a partially finished room offers a head start on additional living space--ideal for a home office, den, or hobby area. Ideally located on a dead end street you are just steps from the bus route and 2 minutes to a K-8 public school, a branch of the SoPo library and the municipal golf course. You are close to the ME Mall and major highways and this home's location allows easy access to Willard Beach, excellent restaurants, two theaters, bowling, and head across the Casco Bay Bridge or onto I-295 for a quick trip to Portland's Old Port.

136 Dawson St, South Portland

Listing courtesy of Keller Williams Realty.

Selling Office: Portside Real Estate Group.

$430,000

Open House Saturday 2/7 1-230..... Welcome to 56 Robert Mills road. This 3 bedroom ranch maximizes efficiency without the sacrifice! Set on a level lot with a comfortable yard, The main living area is open and inviting with its cathedral ceilings and gleaming hardwood floors. It also features a heat pump for heating and cooling in the summer. The bedrooms are all situated around an updated bathroom. Looking to expand? The full dry basement is where it is at! With modern systems and high ceilings expanding could be a breeze. Come for a visit today.Offers due by Tuesday 2/10 at noon for review that night.

Open House Saturday 2/7 1-230..... Welcome to 56 Robert Mills road. This 3 bedroom ranch maximizes efficiency without the sacrifice! Set on a level lot with a comfortable yard, The main living area is open and inviting with its cathedral ceilings and gleaming hardwood floors. It also features a heat pump for heating and cooling in the summer. The bedrooms are all situated around an updated bathroom. Looking to expand? The full dry basement is where it is at! With modern systems and high ceilings expanding could be a breeze. Come for a visit today.Offers due by Tuesday 2/10 at noon for review that night.

56 Robert Mills Rd, South Portland

Listing courtesy of RE/MAX Coastal.

Selling Office: Waypoint Brokers Collective.

Welcome to this beautifully updated 2 bedroom, 2 bathroom home in South Portland. Thoughtfully refreshed and finished throughout with 2 new bathroom remodels and fully updated kitchen. Including all new high efficiency windows and doors, this home presents a clean, modern feel with the convenience of being close to everything. Recently finished room adding about 100 +/- square feet in the basement offering space for a studio, office or additional storage space. Enjoy easy access to shopping, dining, parks, trails, and everyday amenities, with plenty of opportunities for walking and biking right nearby. Some favorites include, Thompson's Point, Greenbelt Trail, Bug Light State Park and Willard Beach. The home has been newly finished throughout, creating a bright and inviting space that's ready to enjoy. Outside, you'll find even more to love, including a brand new shed, beautifully established gardens, and new fencing that adds both privacy and charm. Whether you're relaxing at home, entertaining, gardening, or exploring all that South Portland has, this property provides an ideal combination of comfort, convenience, and location. A wonderful opportunity to own a move in ready home in one of Southern Maine's most desirable communities!

2 Beds ⋅ 2 Baths

Welcome to this beautifully updated 2 bedroom, 2 bathroom home in South Portland. Thoughtfully refreshed and finished throughout with 2 new bathroom remodels and fully updated kitchen. Including all new high efficiency windows and doors, this home presents a clean, modern feel with the convenience of being close to everything. Recently finished room adding about 100 +/- square feet in the basement offering space for a studio, office or additional storage space. Enjoy easy access to shopping, dining, parks, trails, and everyday amenities, with plenty of opportunities for walking and biking right nearby. Some favorites include, Thompson's Point, Greenbelt Trail, Bug Light State Park and Willard Beach. The home has been newly finished throughout, creating a bright and inviting space that's ready to enjoy. Outside, you'll find even more to love, including a brand new shed, beautifully established gardens, and new fencing that adds both privacy and charm. Whether you're relaxing at home, entertaining, gardening, or exploring all that South Portland has, this property provides an ideal combination of comfort, convenience, and location. A wonderful opportunity to own a move in ready home in one of Southern Maine's most desirable communities!

1232 Broadway, South Portland

Listing courtesy of Maine Real Estate Co.

Selling Office: The Aland Realty Group, LLC.

Located in the highly sought-after Meeting House Hill neighborhood of South Portland, this 3-bedroom, 1-bath home offers a rare opportunity for buyers looking to customize a space in one of the area's most desirable coastal communities. The house is vacant and move-in ready, providing a clean slate for renovations, upgrades, and personal touches.

Located in the highly sought-after Meeting House Hill neighborhood of South Portland, this 3-bedroom, 1-bath home offers a rare opportunity for buyers looking to customize a space in one of the area's most desirable coastal communities. The house is vacant and move-in ready, providing a clean slate for renovations, upgrades, and personal touches.

39 Florence St, South Portland

Listing courtesy of Signature Homes Real Estate Group, LLC.

Selling Office: The Maine Real Estate Group.

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

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

96 Ridgeland Ave, South Portland

Listing courtesy of Demetria Real Estate.

Selling Office: Locations Real Estate Group LLC.

Step inside and discover a home filled with light, character, and opportunity in one of South Portland's most loved neighborhoods! This inviting 3-bedroom home sits near Wilkinson Park, a favorite local spot for play, picnics, and evening strolls. Inside, sunlight fills every room, highlighting warm hardwood floors and a layout that feels both cozy and functional. The main level features a bright living area and a lower level has a flex space perfect for an office, playroom, or creative nook. There is also room to add another bathroom, making this home ready to grow with your needs. The yard is private and fully fenced in, and ready for your outdoor vision to come to life. Living here means being minutes from South Portland's best coastal spots. Enjoy the parks, the beaches and the views along Casco Bay. Maine Mall shopping and cafes are nearby, and downtown Portland's dining, art, and entertainment scene is just across the bridge. Schedule your private showing or join us at an open house Saturday, 10/11 from 10-12.

Step inside and discover a home filled with light, character, and opportunity in one of South Portland's most loved neighborhoods! This inviting 3-bedroom home sits near Wilkinson Park, a favorite local spot for play, picnics, and evening strolls. Inside, sunlight fills every room, highlighting warm hardwood floors and a layout that feels both cozy and functional. The main level features a bright living area and a lower level has a flex space perfect for an office, playroom, or creative nook. There is also room to add another bathroom, making this home ready to grow with your needs. The yard is private and fully fenced in, and ready for your outdoor vision to come to life. Living here means being minutes from South Portland's best coastal spots. Enjoy the parks, the beaches and the views along Casco Bay. Maine Mall shopping and cafes are nearby, and downtown Portland's dining, art, and entertainment scene is just across the bridge. Schedule your private showing or join us at an open house Saturday, 10/11 from 10-12.

79 Massachusetts Ave, South Portland

Listing courtesy of Maine Real Estate Co.

Located on a quiet dead-end street in South Portland, this home offers a large yard while keeping you close to everything. Enjoy easy access to downtown Portland, Willard Beach, the Maine Mall, local restaurants and shopping, with Scarborough and Cape Elizabeth just minutes away. The generous yard provides plenty of room to relax, garden, entertain, or simply enjoy the outdoors. A convenient South Portland location with the added benefit of a quiet neighborhood setting and a great outdoor area to enjoy. ***Deadline is Monday, August 17th at 5:00 PM. Please allow 24 hours for a response.

$420,000

Located on a quiet dead-end street in South Portland, this home offers a large yard while keeping you close to everything. Enjoy easy access to downtown Portland, Willard Beach, the Maine Mall, local restaurants and shopping, with Scarborough and Cape Elizabeth just minutes away. The generous yard provides plenty of room to relax, garden, entertain, or simply enjoy the outdoors. A convenient South Portland location with the added benefit of a quiet neighborhood setting and a great outdoor area to enjoy. ***Deadline is Monday, August 17th at 5:00 PM. Please allow 24 hours for a response.

30 Daytona St, South Portland

Listing courtesy of Waypoint Brokers Collective.

Selling Office: F.O. Bailey Real Estate.

$419,900

Charming Bungalow style home offering 3/4 bedrooms...all new flooring April 2026 throughout. Updates include bathrooms, kitchen cabinets and countertops. All new stainless steel appliances. First floor offers a large kitchen, full bath with laundry, living room and bedroom or office space. Second floor has additional 3 bedrooms and full bathroom. Large oversized detached garage with heated tool shed great for a workshop. Large backyard plenty of room for outdoor play or entertaining. Close to all South Portland has to offer.

4 Beds ⋅ 2 Baths

Charming Bungalow style home offering 3/4 bedrooms...all new flooring April 2026 throughout. Updates include bathrooms, kitchen cabinets and countertops. All new stainless steel appliances. First floor offers a large kitchen, full bath with laundry, living room and bedroom or office space. Second floor has additional 3 bedrooms and full bathroom. Large oversized detached garage with heated tool shed great for a workshop. Large backyard plenty of room for outdoor play or entertaining. Close to all South Portland has to offer.

1238 Broadway, South Portland

Listing courtesy of Greater Portland Realty.

Easy single level living in a well connected South Portland location. 16 Colonial Avenue is a thoughtfully laid out ranch with a spacious kitchen featuring a center island, dedicated laundry room, attached garage, and an easy connection to the outdoors. The home offers one bedroom and one full bath, along with additional finished space in the basement that has previously served as a second bedroom and lends itself equally well to a home office, den, or rec room. A covered front porch adds character, while the freshly painted back deck opens to a generous, level backyard with plenty of space to garden, gather, or enjoy as is. With a flexible footprint and opportunities to adapt the space over time, this home offers more than its one bedroom designation might suggest. Beaches, public transportation, local amenities, and downtown Portland are all within easy reach, making this an especially convenient place to call home.

$405,000

1 Beds ⋅ 1 Baths

Easy single level living in a well connected South Portland location. 16 Colonial Avenue is a thoughtfully laid out ranch with a spacious kitchen featuring a center island, dedicated laundry room, attached garage, and an easy connection to the outdoors. The home offers one bedroom and one full bath, along with additional finished space in the basement that has previously served as a second bedroom and lends itself equally well to a home office, den, or rec room. A covered front porch adds character, while the freshly painted back deck opens to a generous, level backyard with plenty of space to garden, gather, or enjoy as is. With a flexible footprint and opportunities to adapt the space over time, this home offers more than its one bedroom designation might suggest. Beaches, public transportation, local amenities, and downtown Portland are all within easy reach, making this an especially convenient place to call home.

16 Colonial Ave, South Portland

Listing courtesy of Portside Real Estate Group.

Welcome to 148 Massachussetts Ave! This home features a blend of character and thoughtful updates, comfortable living spaces filled with natural light and the opportunity to add your own personal touch. Whether you're looking for your first home, a fresh start or a property with potential to make uniquely yours, this home offers flexibility and value in a sought after location. Enjoy the convenience of South Portland living while being just minutes from the waterfront, local restaurants, shopping and everythig the Greater Portland area has to offer. Offers due Monday May 18 by 5:00.

$405,000

Welcome to 148 Massachussetts Ave! This home features a blend of character and thoughtful updates, comfortable living spaces filled with natural light and the opportunity to add your own personal touch. Whether you're looking for your first home, a fresh start or a property with potential to make uniquely yours, this home offers flexibility and value in a sought after location. Enjoy the convenience of South Portland living while being just minutes from the waterfront, local restaurants, shopping and everythig the Greater Portland area has to offer. Offers due Monday May 18 by 5:00.

148 Massachusetts Ave, South Portland

Listing courtesy of Coastal Pine Real Estate, LLC.

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

$404,000

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

4 Beds ⋅ 1 Baths

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

38 Bonnybriar Rd, South Portland

Listing courtesy of CENTURY 21 Advantage.

Welcome to this well-maintained South Portland home with 2 bedrooms and 1 bath. The basement adds extra versatility with 2 bonus rooms and a dedicated laundry room, offering plenty of options for work, hobbies, guests, or storage. A fenced backyard provides private outdoor space to enjoy, and the location puts you just a short walk from the South Portland Community Center. This home is an excellent opportunity to own a single-family home in a desirable South Portland location.

$401,500

Welcome to this well-maintained South Portland home with 2 bedrooms and 1 bath. The basement adds extra versatility with 2 bonus rooms and a dedicated laundry room, offering plenty of options for work, hobbies, guests, or storage. A fenced backyard provides private outdoor space to enjoy, and the location puts you just a short walk from the South Portland Community Center. This home is an excellent opportunity to own a single-family home in a desirable South Portland location.

41 George St, South Portland

Listing courtesy of Sebago to the Sea Realty LLC.

Selling Office: Cottage & Co Real Estate.

Unlock the value in this conveniently located, cape-style home offering character, comfort, and room to grow. With 3 bedrooms, 1.5 baths, and over 1,200 square feet of first floor living space, this home sits on a corner lot located a stone's throw away from the golf course or public library. Convenient to shopping and just minutes from downtown Portland, the airport, I-295, and local beaches. Inside, original features bring charm and warmth including arched doorways, hardwood floors, and built-ins. The smart layout offers convenient first-floor living, with great potential for expansion into the walk-up attic. The home also includes a one-car attached garage and a nicely sized backyard.

Unlock the value in this conveniently located, cape-style home offering character, comfort, and room to grow. With 3 bedrooms, 1.5 baths, and over 1,200 square feet of first floor living space, this home sits on a corner lot located a stone's throw away from the golf course or public library. Convenient to shopping and just minutes from downtown Portland, the airport, I-295, and local beaches. Inside, original features bring charm and warmth including arched doorways, hardwood floors, and built-ins. The smart layout offers convenient first-floor living, with great potential for expansion into the walk-up attic. The home also includes a one-car attached garage and a nicely sized backyard.

135 Keswick Rd, South Portland

Listing courtesy of Demetria Real Estate.

Selling Office: RE/MAX Coastal.

67 Gary L Maietta Pkwy Unit 29, South Portland

A turnkey gem that is the stepping stone to all that Southern Maine has to offer is the perfect description to this adorable townhouse condo. Welcome to Parkway Woods unit 29, this charming 2 bedroom 1.5 bath home is ready for you to move in! The home boasts first floor hardwood with a great kitchen for homecooked meals or intimate dinner parties. A 10x12 composite deck off the kitchen is perfect for grilling or enjoying a morning cup of coffee The second floor has two large carpeted bedrooms, full bath and laundryroom. With a large dry basement perfect for storage or future finishing, this condo can grow with you. All this and just steps to Wainright Sports complex, walking trails and a short drive to local beaches makes this spot your start for outdoor adventures, yet all the while being a short drive to downtown Portland, the Turnpike and Mall area.

2 Beds ⋅ 2 Baths

A turnkey gem that is the stepping stone to all that Southern Maine has to offer is the perfect description to this adorable townhouse condo. Welcome to Parkway Woods unit 29, this charming 2 bedroom 1.5 bath home is ready for you to move in! The home boasts first floor hardwood with a great kitchen for homecooked meals or intimate dinner parties. A 10x12 composite deck off the kitchen is perfect for grilling or enjoying a morning cup of coffee The second floor has two large carpeted bedrooms, full bath and laundryroom. With a large dry basement perfect for storage or future finishing, this condo can grow with you. All this and just steps to Wainright Sports complex, walking trails and a short drive to local beaches makes this spot your start for outdoor adventures, yet all the while being a short drive to downtown Portland, the Turnpike and Mall area.

67 Gary L Maietta Pkwy Unit 29, South Portland

Listing courtesy of Cottage & Co Real Estate.

67 Gary L Maietta Way Unit 38, South Portland

The perfect cute home that is the stepping stone to all that Southern Maine has to offer is the perfect description to this adorable townhouse condo. Welcome to Parkway Woods unit 38, this charming 2 bedroom 1.5 bath home is ready for you to move in! The home boasts first floor hardwood with a great kitchen for homecooked meals or intimate dinner parties. A 10x12 composite deck off the kitchen is perfect for grilling or enjoying a morning cup of coffee The second floor has two large bedrooms with hardwood floors, full bath and laundryroom. With a large dry basement perfect for storage or future finishing, this condo can grow with you. All this and just steps to Wainright Sports complex, walking trails and a short drive to local beaches makes this spot your start for outdoor adventures, yet all the while being a short drive to downtown Portland, the Turnpike and Mall area.

2 Beds ⋅ 2 Baths

The perfect cute home that is the stepping stone to all that Southern Maine has to offer is the perfect description to this adorable townhouse condo. Welcome to Parkway Woods unit 38, this charming 2 bedroom 1.5 bath home is ready for you to move in! The home boasts first floor hardwood with a great kitchen for homecooked meals or intimate dinner parties. A 10x12 composite deck off the kitchen is perfect for grilling or enjoying a morning cup of coffee The second floor has two large bedrooms with hardwood floors, full bath and laundryroom. With a large dry basement perfect for storage or future finishing, this condo can grow with you. All this and just steps to Wainright Sports complex, walking trails and a short drive to local beaches makes this spot your start for outdoor adventures, yet all the while being a short drive to downtown Portland, the Turnpike and Mall area.

67 Gary L Maietta Way Unit 38, South Portland

Listing courtesy of Cottage & Co Real Estate.

Selling Office: Cottage & Co Real Estate.

Adorable 2-bedroom ranch in the desirable Pleasantdale neighborhood of South Portland! This bright and inviting home features beautifully restored hardwood floors, a remodeled kitchen, updated electrical with recessed lighting, and thoughtfully improved closet space for added functionality and storage. An impressive storage shed offers fantastic extra space for hobbies, tools, or outdoor gear. Full of charm and natural light, this home offers comfortable living in a wonderful community. Incredibly convenient for commuters, with quick access to I-295, the Maine Turnpike, Route 1, and downtown Portland. Enjoy being close to the ocean, local parks, and the scenic 5.6-mile Greenbelt Walkway, with Willard Beach just 7 minutes away. This welcoming location also offers easy access to local cafés, restaurants, and shopping.

Adorable 2-bedroom ranch in the desirable Pleasantdale neighborhood of South Portland! This bright and inviting home features beautifully restored hardwood floors, a remodeled kitchen, updated electrical with recessed lighting, and thoughtfully improved closet space for added functionality and storage. An impressive storage shed offers fantastic extra space for hobbies, tools, or outdoor gear. Full of charm and natural light, this home offers comfortable living in a wonderful community. Incredibly convenient for commuters, with quick access to I-295, the Maine Turnpike, Route 1, and downtown Portland. Enjoy being close to the ocean, local parks, and the scenic 5.6-mile Greenbelt Walkway, with Willard Beach just 7 minutes away. This welcoming location also offers easy access to local cafés, restaurants, and shopping.

62 Osborne Ave, South Portland

Listing courtesy of Landmark Realty.

Selling Office: Legacy Properties Sotheby's International Realty.

$399,900

This home offers a wonderful opportunity to live in South Portland affordably, while maintaining a lifestyle filled with warmth, character and charm. Located in the Pleasantville neighborhood, you are mere steps away from the Greenbelt trail system and minutes to every convenience. A smart floor plan with a three season porch, wood floors, period trim and a fenced yard make it a perfect place to call home. If your looking for a great investment, this home can have up to 5 bedrooms, walk to the bus stop and easy care once it is fixed up a bit. This is a rare find and we hope you will love it as much as we do.

4 Beds ⋅ 1 Baths

This home offers a wonderful opportunity to live in South Portland affordably, while maintaining a lifestyle filled with warmth, character and charm. Located in the Pleasantville neighborhood, you are mere steps away from the Greenbelt trail system and minutes to every convenience. A smart floor plan with a three season porch, wood floors, period trim and a fenced yard make it a perfect place to call home. If your looking for a great investment, this home can have up to 5 bedrooms, walk to the bus stop and easy care once it is fixed up a bit. This is a rare find and we hope you will love it as much as we do.

11 Chestnut St, South Portland

Listing courtesy of Keller Williams Realty.

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

$396,592

Charming 3-Bedroom Home in Prime Location - Just Minutes from Willard Beach! Welcome to this delightful 3-bedroom, 1-bathroom home nestled in a sought-after neighborhood that perfectly balances convenience, comfort, and community. Enjoy the best of outdoor living with a walking trail just steps away, plus recreation fields nearby for weekend fun and activities. The home is a short distance to local schools and the public library, making daily errands and school runs a breeze. Just 3 Minutes to Willard Beach, spend your weekends soaking up the sun or enjoying the ocean breeze. Say goodbye to street parking struggles with your very own off-street parking, offering convenience and peace of mind. 3 bright & comfortable bedrooms, 1 full bath, living room plus formal dining area, plenty of storage in the kitchen, sun porch on the street side with private deck out back. Fenced in yard that is easy to maintain. Don't let this great home pass you by!