South Portland Maine homes for sale starting at Fifty Thousand Dollars

$4,995,000 - South Portland, ME

1 & 9 Franklin Terrace South Portland, ME - Willard Beachfront Estate with Panoramic Ocean Views. Welcome to this rare beachfront gem located in South Portland's highly desirable Willard Beach neighborhood. This property offers a luxurious coastal lifestyle with two distinct homes—a fully remodeled four+ bedroom main residence and a charming three-bedroom guest house—making it ideal for multigenerational living, rental income, or a private retreat. The main home was completely remodeled in the spring of 2022 and is designed to capture the beauty of the ocean from nearly every angle. The primary bedroom suite offers a serene escape with its own sitting area, an electric fireplace, ensuite bath, and a hidden office tucked discreetly behind the scenes—all showcasing sweeping views of the beach and Casco Bay. The open-concept kitchen, living room, and dining area are anchored by a dramatic gas fireplace and feature unobstructed views of the islands, Spring Point Lighthouse, and passing cruise ships. You'll fall asleep to the soft sounds of the ocean and on cloudy days be gently hypnotized by the moody foghorn. Upstairs, a bonus room over the garage provides flexible space for a gym, or creative studio. Also on the second floor is a partial kitchen with sitting area—ideal for guests or entertaining. The main level includes a wrap-around deck for indoor-outdoor living. A two-car heated garage, whole-house generator, radiant heat on the first floor, and efficient heat pumps throughout ensure year-round comfort. Included in the offering is a smaller, separate home featuring three bedrooms, a bath and 1/2 . With hardwood floors and a woodstove. This unique beachfront home is located within walking distance of SMCC, the Greenbelt Trail, Spring Point Marina, local shopping and dining favorites. Whether you're seeking a peaceful seaside residence or a property with exceptional potential. See the survey may support additional lot(s). A one-of-a-kind opportunity on the Maine coast. Broker owned.

$1,980,000 - South Portland, ME

25 Graffam Road South Portland, ME - Enjoy ocean views from nearly every room in this beautifully crafted, modern coastal farmhouse, just a two-minute walk to the beach. Situated in an upscale, private waterfront community or Loveitts Field, this home offers the perfect blend of style, comfort, and coastal charm. The first floor features an open-concept layout with 2 cozy fireplaces, spacious dining and living areas, flexilbe floor plan allows for a first floor bedroom (4th bedroom) or office, and a large deck overlooking lobster boats, ferries, and sailboats passing by. Take a scenic stroll to nearby lighthouses, a local coffee shop, restaurants, a college campus, and other attractions—all just minutes away. Only a 5-7 minute drive to Portland for easy access to city amenities. Full irrigation system in place. Garage plans are included with the sale. The plans have a small apartment above which can possibly be used as a rental/in-law etc...Water and electric are prepped for future garage installation. A trusted local builder is available and ready to build the garage for interested buyers. This is coastal living at its finest—schedule your private showing today!

$995,000 - South Portland, ME

215 High Street South Portland, ME - Imagine waking up each morning to the sunlight sparkling on the harbor and the tugboats and cruise ships cruising by, right outside your bedroom window! You can step out onto one of two balconies for your morning coffee or evening glass of wine. Enjoy the latest blooms in the garden, check your vegetables in your own small, raised garden bed or enjoy impromptu gatherings in the patio gardens. The lifestyle you enjoy at Ferry Village Landing makes you feel like you are on vacation every day. Watch the Osprey nest in the spring, push off for a paddle from the private beach in the summer and see the fireworks from your balcony on July 4th. Looking for ways to stay fit? You can walk or ride your bike to SoPo's fabulous restaurants, beaches, lighthouses, waterfront parks, the theater and the Greenbelt. This fabulous 2-bedroom, 2.5 bath condo is a sunny end-unit, which means no one living above you and windows on three sides to enjoy the panoramic water views all around you! This home offers open concept living with custom built-ins, a huge walk-in closet in the primary suite, air conditioning, a gas fireplace, direct entry from the courtyard, and a ''pocket patio'' just outside the front door where you can enjoy your coffee in the mornings. Add in attic storage, 2-car garage parking (with additional storage), and a well-managed association with solid financials and you have found the perfect place to call home. Don't miss your opportunity to enjoy waterfront living in Maine! For a video walk-thru go to YouTube and enter the property address. This home has even been pre-inspected for the buyer's convenience. Seller Concessions Available.

$985,000 - South Portland, ME

13 Ocean Street South Portland, ME - Unique and exciting offering in the heart of Knightsville in South Portland. Nealy 4,000 square feet with numerous options for your living, work and play space. The current owners reside on the two stories upstairs and enjoy a sunny, open floorplan complete with a third floor primary and den. There is a lovely, large deck for morning coffee, BBQ's and enjoying the sunsets over casco bay! They're currently utilizing the first-floor unit for their offices. Twelve rooms, and four baths, thoughtfully appointed, with comfortable flow throughout the three stories. Such a fabulous location- Walking distance to local eateries, boutiques and walking trails and a quick car or bike ride to Downtown Portland. Don't miss out on this exceptional opportunity, it certainly won't last long!

$960,000 - South Portland, ME

311 Pine Street South Portland, ME - Nestled atop Pine Street in the acclaimed Meeting House Hill neighborhood, this stately Victorian offers more than just a place to live—it has the potential for a fulfilling lifestyle. Whether you're seeking room for extended family, looking to generate rental income, or hoping to find a peaceful retreat near the city, you have found it. A single or two-family home, 311 provides remarkable flexibility to suit your needs. Originally part of the historic Marriner Estate, this beloved home gave Pine Street its name with its towering pine tree gracing the lush landscape. From the moment you step onto the inviting screened porch—a perfect spot for quiet mornings or evening relaxation—you'll feel the warmth of a home that has been both cherished and cared for. Original hardwood floors, detailed moldings, and abundant natural light blend beautifully with modern updates to create a harmonious balance between character and functionality. Spanning three levels, the home features 4 bedrooms and 3 full bathrooms, with a thoughtful layout that supports both privacy and connection. The first floor exudes a calm, welcoming energy with a cozy foyer, a formal dining room, and comfortable living room. Upstairs, the spacious second floor is filled with natural light & the third floor offers expansion options and a tranquil perch with seasonal glimpses of Casco Bay. Ideally set up for multi-generational living, or rental use, upper level access from either of two separate entrances lends privacy to each fully-applianced unit. Many system updates and new roofing offer peace of mind. A dry and partially finished basement includes laundry and storage. A two-car garage also offers lower level storage. The fenced yard is perfect for gardening or hosting summer gatherings. 311 Pine is minutes from the heart of Portland and all that coastal living offers. Peaceful and convenient with charm, comfort & investment potential. Don't miss this one. Showings begin Sun., June 8, Open House, 10-noon.

$947,872 - South Portland, ME

115 Summit Terrace South Portland, ME - Introducing a thoughtfully designed 20-unit luxury condominium community nestled in the sought-after Willard Beach area of South Portland. Each residence offers approximately 2,350 square feet of refined living space across three levels, with a private elevator for enhanced convenience. The second floor features an elegant open-concept layout that includes the living room, kitchen, dining area, a separate office, a stylish half bath and a porch off of the Livingroom—perfect for modern living and entertaining. On the ground floor, a versatile efficiency suite with a full bath, kitchenette, and private patio offers an ideal space for a caregiver, in-law, or guest. The top floor is home to a spacious primary bedroom with an ensuite bath featuring a tiled shower and a private porch overlooking the treed ridge behind the property. A guest bedroom, additional full bath, and laundry room complete the upper level. Hardwood floors run throughout, and each unit is equipped with two efficient heat sources and cooling for year-round comfort. Set in a quiet neighborhood, the development abuts 4+- acres of protected city-owned land, providing privacy and a natural buffer. Residents will enjoy walking distance to Willard Beach, SMCC, marinas, restaurants, and local shops. Each home also includes a one-car garage, making this an exceptional blend of luxury, location, and lifestyle.

$939,900 - South Portland, ME

101 Parrott Street South Portland, ME - Location, Location, Location! This home sits at the highest point of South Portland and is tucked in a family friendly neighborhood. You will love the breathtaking seasonal views of the Portland Skyline from your deck. You can enjoy July 4th fireworks from your backyard! Features include custom handmade cabinets, granite countertops, large pantry, dining area, hardwood floors with radiant heat on the first and second floor, central vacuum, 27' Cathedral Ceilings, an atrium door out to your first floor deck that overlooks your fenced in backyard. The stunning stairway to the second floor has a beautiful balcony that leads to the primary with a walk-in closet and a bonus closet. The second bedroom is also on this floor. You will find the third bedroom on the first floor. You will love the large family/bonus/great room over the attached 2 car garage. You will find a second deck off of this space giving you an even better view of the Portland Skyline. The garage has 100 amp service so adding an electric car hook up will be a breeze. Endless opportunities!! In this central location you are close to Portland's Old Port, Cape Elizabeth's Two Lights area, Willard's Beach, Crescent Beach State Park and more. This home is a must see! SHOWINGS BEGIN MAY 23RD AT 1:00 pm.

$899,900 - South Portland, ME

115 Summit Terrace South Portland, ME - Introducing a thoughtfully designed 20-unit luxury condominium community nestled in the sought-after Willard Beach area of South Portland. Each residence offers approximately 2,350 square feet of refined living space across three levels. This unit does not have an elevator. The second floor features an elegant open-concept layout that includes the living room, kitchen, dining area, a separate office, a stylish half bath and a porch off of the Livingroom—perfect for modern living and entertaining. On the ground floor, a versatile efficiency suite with a full bath, kitchenette, and private patio offers an ideal space for a caregiver, in-law, or guest. The top floor is home to a spacious primary bedroom with an ensuite bath featuring a tiled shower and a private porch overlooking the treed ridge behind the property. A guest bedroom, additional full bath, and laundry room complete the upper level. Hardwood floors run throughout, and each unit is equipped with two efficient heat sources and cooling for year-round comfort. Set in a quiet neighborhood, the development abuts 4+- acres of protected city-owned land, providing privacy and a natural buffer. Residents will enjoy walking distance to Willard Beach, SMCC, marinas, restaurants, and local shops. Each home also includes a one-car garage, making this an exceptional blend of luxury, location, and lifestyle.

$869,900 - South Portland, ME

Tbd Pine Street South Portland, ME - Under construction in the heart of Meetinghouse Hill, this stunning Modern French Country Cottage is a rare new-build opportunity in one of South Portland's most established neighborhoods. Thoughtfully designed by Surf Road Interiors, every detail has been carefully curated to deliver both function and elegance. Built by a reputable team of contractors, the home features 9-foot ceilings on both the first and second floors, energy-efficient heat pumps for heating and cooling, and high-performance features such as ZIP R panel construction to reduce energy costs. It sits on an insulated slab and is solar-ready, with no gas on site, supporting a conscious and sustainable lifestyle. The first floor includes a spacious office, a mudroom with custom built-ins, and a composite deck for outdoor living. As a bonus, the builder will be installing a privacy fencing on both sides of the home to add privacy. Upstairs, you'll find three generous bedrooms, a full laundry room, and a luxurious primary suite with a spa-like bath and a massive walk-in closet. An attached one-car garage adds everyday convenience, and the home's location within a mature neighborhood—not a subdivision—makes this offering truly unique. Construction is well underway and scheduled for completion this summer. As an added bonus, Surf Road Interiors offers curated furniture packages to complete the look of your new home. This is not a cookie-cutter spec home—don't miss this one-of-a-kind opportunity.

$849,000 - South Portland, ME

57 O'neil Street South Portland, ME - Welcome to Meetinghouse Hill Park! This new neighborhood in South Portland is starting to take shape, and the location just can't be beat. Walk or bike to Mill Creek, Knightville or head up the hill and go toward Willard Beach or Portland Headlight. These homes will offer energy efficiency with heat pumps, great layouts with room to grow and work from home, and an attached one car garage. Finishes include hardwood and tile flooring, custom kitchens and fireplaces. Only nine single family homes will be built in this neighborhood. Open House Saturday May 24th 11am-1pm

South Portland, Maine listings for sale

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