South Portland Real Estate

Welcome to South Portland, Maine – a vibrant coastal city that perfectly blends small-town charm with urban amenities. Nestled in Cumberland County, South Portland is just a short drive from the bustling city of Portland, making it an ideal location for those seeking a peaceful yet connected lifestyle.

One of South Portland's standout features is its stunning waterfront along the shores of Casco Bay. Residents and visitors alike can enjoy picturesque views, sandy beaches, and a plethora of recreational activities. The city's parks, such as Willard Beach and Bug Light Park, offer perfect spots for picnics, outdoor sports, and leisurely strolls while taking in the breathtaking scenery.

South Portland is also known for its rich history and tight-knit community. The city boasts a variety of local shops, restaurants, and cafes, where you can savor delicious cuisine and support local businesses. The vibrant arts scene, highlighted by galleries and cultural events, adds to the city’s unique character.

Families will appreciate the excellent schools and safe neighborhoods, making South Portland a great place to raise children. With a commitment to sustainability, the city is actively working towards green initiatives, ensuring a healthy environment for future generations.

Whether you're drawn to the beautiful coastline, the welcoming community, or the convenient access to urban life, South Portland offers a little something for everyone. Discover the charm of this Maine gem and find your perfect home in a city that truly embraces the best of coastal living.

Newest Listings in South Portland

$434,000

2 Beds ⋅ 1 Baths

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.

$775,000

135 Ocean Street -- Prime investment in Knightville. This well-maintained mixed-use building on one of South Portland's most sought-after blocks presents a rare opportunity for stable income and long-term growth. The property includes two residential units and a first-floor commercial space, all currently occupied by long-term tenants. The commercial tenant operates a medical cannabis business and has been in place for seven years, providing a dependable anchor for the building. Located in the heart of the neighborhood's activity and close to transit, shops and services, this property is an attractive option for an investor seeking steady cash flow and future upside.

135 Ocean St, South Portland

Listing courtesy of Portside Real Estate Group.

$775,000

3 Baths

135 Ocean St, South Portland

Listing courtesy of Portside Real Estate Group.

$699,000

3 Beds ⋅ 3 Baths

Here's your opportunity to own a charming home in one of South Portland's most desirable neighborhoods. Perfectly situated near Willard Square, this location offers exceptional convenience with restaurants, bakeries, beaches, parks, and everyday amenities all just a short walk or bike ride away. Whether you're looking for your first home, a place to downsize, or a home with flexible living space, this property is designed to fit a variety of lifestyles. Inside, you'll find three bedrooms, two full bathrooms, including the convenience of a first-floor bedroom and full bath. The home has been thoughtfully updated with a renovated kitchen, newer appliances, a new roof, and multiple heating options--including an energy-efficient heat pump, cozy wood stove, and on-demand wall-hung forced hot water heating system--providing comfort in every season. Additional improvements include a radon air mitigation system and a one-car garage. The creatively finished basement expands the living space with an entertainment bar, laundry area, and plenty of room to personalize to suit your needs. Outside, the backyard is a true private retreat. Enjoy a fully fenced, beautifully landscaped yard featuring vibrant perennial gardens, a generous multi-level deck with pergola, and even a charming pre-loved chicken coop. Whether you're hosting family and friends or simply relaxing in your own outdoor oasis, this space offers the perfect setting. Combining an unbeatable location, thoughtful updates, and outstanding outdoor living, this is a home that truly offers the complete package and is ready to welcome its next owners. We welcome you to join us at this weekends open house on Sunday July 26th from 2:00- 4:00 pm.

524 Cottage Rd, South Portland

Listing courtesy of RE/MAX Shoreline.

$775,000

3 Beds ⋅ 3 Baths

Discover the perfect blend of space, flexibility, and location with this exceptional home set on a beautiful half-acre lot in one of South Portland's most desirable areas. Just minutes from Willard Beach, Bug Light Park, the Greenbelt Walkway, Mill Creek, and downtown Portland, you'll enjoy easy access to waterfront recreation, local restaurants, shopping, parks, and everything this area is known for. Inside, the sun-filled main home features three spacious bedrooms, 2½ baths, oversized rooms, and an abundance of natural light throughout. The flexible floor plan offers multiple living areas to fit today's lifestyle and presents an excellent opportunity for conversion to a two-family home, subject to local approvals. Need more space? Over the garage is an additional 672', already insulated and wired. This could become part of the main home or make a great ADU, with town approval. A dedicated space, most recently used as a hair salon, provides outstanding potential for a home business, private office, creative studio, or additional living space. The addition was added in 1986. Outside, the expansive half-acre lot offers plenty of room to garden, entertain, play, or simply relax in your own backyard oasis. Whether you're looking for a spacious forever home, a property with income potential, or the convenience of living close to South Portland's beaches, trails, and vibrant waterfront, this home is a rare opportunity you won't want to miss. SHOWINGS START TUESDAY JULY 28

404 Ocean St, South Portland

Listing courtesy of Coastal Pine Real Estate, LLC.

$705,000

3 Beds ⋅ 2 Baths

Walk to Willard Beach. Watch the sunset at Bug Light. Grab coffee at Scratch Baking Co. Stroll the Greenbelt. Welcome to 204 Preble Street. Nestled in one of South Portland's most beloved coastal neighborhoods, this charming 2-3 bedroom, 2-bath home is full of character and modern updates, offering the opportunity to enjoy a lifestyle that few locations can match. From your front door, you're just a short walk to Willard Beach, Bug Light Park, the Greenbelt Walkway, Southern Maine Community College, Spring Point Ledge Light, and the vibrant restaurants, cafés, and shops of Knightville and Mill Creek. Downtown Portland is just minutes away, making commuting, dining, and entertainment effortlessly accessible. Inside, you'll find a warm and inviting floor plan featuring hardwood floors, a sun-filled living room, and an updated eat-in kitchen designed for both everyday living and entertaining. The flexible layout provides options for additional bedrooms, guests, a home office, or creative space, while the private primary suite offers a comfortable retreat with generous storage. Seasonal views of Casco Bay add another reminder that the Maine coast is woven into everyday life here. Outside, enjoy a yard with space to garden, relax, or gather with family and friends. Whether you're looking for a year-round home or a place to embrace the best of coastal Maine, 204 Preble Street offers an exceptional combination of location, lifestyle, and opportunity. More than a home, it's a way of life in one of South Portland's most treasured neighborhoods.

204 Preble St, South Portland

Listing courtesy of Keller Williams Realty.

$450,000

3 Beds ⋅ 2 Baths

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.

$474,900

3 Beds ⋅ 3 Baths

This 3-bedroom, 2.5-bath home offers a functional layout with flexible living space throughout. The primary bedroom features its own half bath, while a full bath on the main living level and an additional full bath in the finished lower level provide added convenience. The lower level also features a bonus room and a separate office, providing space for work, hobbies, or additional living needs. Enjoy the fenced backyard, offering room for outdoor entertaining, gardening, or relaxing. Located in the Stanwood Park neighborhood, this home is within walking distance of the South Portland Community Center and offers easy access to parks, shopping, dining, and major commuting routes.

15 Cleveland Cir, South Portland

Listing courtesy of Duston Leddy Real Estate.

$460,000

3 Beds ⋅ 1 Baths

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.

$545,000

3 Beds ⋅ 2 Baths

Fantastic South Portland location! Minutes from local schools, community center, green belt trail, the Old Port, public beaches, and so much more. This 2009 well built home is in great condition, has 3 good sized bedrooms, a full bath on both the 1st and 2nd floors, a fenced in backyard and SS appliances which means you can move right in and start enjoying this quiet and convenient place to live. If you need a home office, gym, or just extra space, there's a bright and useful finished bonus room in the basement. You'll appreciate this low maintenance home featuring an efficient natural gas heating system, vinyl siding, and freshly repainted back deck and covered front porch. A home in this good of condition in South Portland at this pricepoint doesn't come around often....Don't miss out! Home has been pre-inspected for buyers' convenience.

98 Cumberland Rd, South Portland

Listing courtesy of Keller Williams Realty.

$699,900

4 Beds ⋅ 2 Baths

Welcome to this beautifully updated home in one of South Portland's most sought after coastal neighborhoods, where modern design meets timeless New England charm. Offering flexible living spaces and thoughtful updates throughout, this home is perfectly suited for today's lifestyle. The stunning kitchen is the heart of the home, featuring a dramatic waterfall island, double wall ovens, a gas cooktop, and rustic exposed beams that add warmth and character to the bright, open space. Just beyond, the inviting living area offers hardwood floors, abundant natural light, and French doors leading to a spacious deck creating a seamless indoor-outdoor flow ideal for entertaining or relaxing. The home's versatile floor plan provides flexible living space to accommodate a home office, playroom, guest suite, or additional family room. The bathrooms blend style and comfort, highlighted by a luxurious clawfoot-style soaking tub perfect for unwinding after a day at the beach. Outside, enjoy a large fenced backyard with mature landscaping, offering privacy and plenty of room for gardening, pets, or summer gatherings. An attached garage adds everyday convenience. Situated in an exceptional coastal location, you'll love being just a short walk to Willard Beach, a scratch bakery, Spring Point Ledge Lighthouse, and the neighborhood elementary school. Whether you're grabbing your morning coffee, enjoying a sunset stroll along the shore, or exploring all that South Portland has to offer, this location truly delivers the best of Maine coastal living. This is a rare opportunity to own a thoughtfully updated home in one of South Portland's most desirable neighborhoods--where modern comforts, flexible living, and an unbeatable location come together beautifully.

23 Spring St, South Portland

Listing courtesy of New Space Real Estate, LLC.

$875,000

4 Beds ⋅ 3 Baths

Amazing South Portland location for this move in ready house on an oversized splittable .42 ac lot! Rich in character and full of opportunity, this spacious move in ready 4-bedroom, 2.5-bath home offers 2,597± square feet of living space on a generous 0.42-acre lot in one of South Portland's most convenient locations. Originally built in 1844, and the addition completed in 2007, the property showcases timeless appeal with the space and flexibility to make it truly your own. Set on an very rare over-sized lot in South Portland, it has a splittable and buildable lot that could be separated for another multi family building or single family house, or keep and enjoy one of the largest yards in the neighborhood. There is plenty of room to enjoy outdoor living, gardening, entertaining, or future possibilities. A large attached garage with new door along the driveway and also an additional detached garage provides additional storage and functionality, while the home's size offers endless potential for today's lifestyle. Perfectly positioned just minutes from downtown Portland, area beaches, shopping, dining, parks, and major commuter routes, this home combines neighborhood charm with exceptional accessibility. Whether you're looking to preserve its historic character, add your own modern touches, or simply enjoy a home with room to grow, 146 Anthoine Street presents a rare opportunity to live large in a highly desirable South Portland setting! Reach out today so you do not miss your opportunity to own a classic Maine property with history, space, and endless potential!

146 Anthoine St, South Portland

Listing courtesy of EXP Realty.

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