Refine Search
Map
Sort by
$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.

$785,000
2 Beds ⋅ 2 Baths
Experience the best of Maine's coastal lifestyle at Ships Watch Condominium in South Portland's charming Willard Beach neighborhood. Expansive ocean views of Casco Bay create a stunning backdrop from the main living areas, bringing natural light and the beauty of the coastline into your everyday life. This beautifully renovated third-floor residence offers 1,430 square feet of single-level living, featuring two spacious bedrooms and two full baths. Use your imagination to customize the extra space offered in the utility/laundry room. The open, updated interior blends comfort, coziness, and elegance, while the garage, additional guest parking space, and elevator provide exceptional convenience. Located just two blocks from Willard Beach and a short walk to a variety of shops, cafes, bakeries, and restaurants, this home offers an unmatched, easy lifestyle. Enjoy morning walks along the beach and evenings watching the magical view of cruise ships passing through Casco Bay. Easy access to Bug Light, Southern Maine Community College, the Greenbelt Walkway, and downtown Portland, just minutes away, completes the picture, making this location a very special place to call home.

149 Fort Rd Unit 6, South Portland

Listing courtesy of Cottage & Co Real Estate.

$885,000
4 Beds ⋅ 2 Baths
Open House Sunday, July 26th, from 12-2. Come home to your beautifully customized 4 bedroom, 2 bath Colonial situated in the heart of vibrant South Portland. Enjoy the warmth and comfort of radiant heat and a cozy gas fireplace. The kitchen features granite counters, quality custom cabinetry, a large walk in pantry, and tile flooring. The first floor bedroom is presently utilized as a convenient office space, and sits adjacent to a full bath with laundry. The living room is lifted with a beautiful cathedral ceiling, abundant natural light, and a door leading to a spacious, newly re-built deck overlooking the backyard. The second floor includes a generous bedroom over the garage, with a private deck offering lovely views of the Portland skyline. The space presents excellent potential for a future ensuite. Two additional bedrooms and a second full bath complete the spacious upper level. A newly finished basement room adds valuable living space with durable vinyl plank flooring, ideal for play, hobbies, or a home theater. An additional basement area offers even more flexibility with plenty of room for a workshop or extra storage. The expansive backyard includes an oversized shed, and the home is further complemented by an attached heated two car garage. Located minutes from Mill Creek, multiple beaches, parks, restaurants, and downtown Portland, this spacious home offers exceptional convenience and charm. Take that next step to come home and schedule a tour of this must-see property today.

101 Parrott St, South Portland

Listing courtesy of EXP Realty.

$899,000
2 Beds ⋅ 3 Baths
A rare opportunity to enjoy easy coastal living just one house back from Willard Beach. Offering a condo-style alternative without sacrificing privacy, this thoughtfully designed two-bedroom, two-bath home was built for convenience, comfort, and a relaxed lifestyle. Beautiful water views can be enjoyed from most rooms, providing a constant connection to the coast and the character of this special seaside neighborhood. The home offers an easy, low-maintenance layout complemented by a two-car garage and additional off-street parking. Outside, a private, beautifully landscaped garden and yard create a peaceful retreat--perfect for morning coffee, summer evenings, and entertaining after a day at the beach. Set in a quiet neighborhood, yet close to everything that makes South Portland and Greater Portland so desirable. Walk to Willard Beach and Scratch Baking Co., explore nearby parks and marinas, or enjoy easy access to local restaurants and downtown Portland. Whether you're looking for a year-round home or a coastal Maine retreat, 2 Myrtle Avenue offers a rare combination of water views, privacy, convenience, and an effortless lifestyle in one of South Portland's most sought-after beach communities.

2 Myrtle Ave, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$590,000
3 Beds ⋅ 2 Baths
OPEN HOUSE Sunday June 28th 1:00PM- 2:30PM. Charming Cape style home featuring 3 bedrooms and 2 full bathrooms, situated in the desirable Meetinghouse Hill neighborhood of South Portland and just minutes from town. Set on a spacious, level lot, the property offers plenty of room for outdoor activities, gardening, and entertaining. Mature fruit trees add seasonal beauty and the opportunity to enjoy fresh harvests right from your own backyard. Inside, you'll find a warm and inviting layout with comfortable living spaces that blend character and functionality. The large addition leads to a screened in porch that overlooks your private backyard. The functional eat in kitchen has plenty of storage and flows into the dining room which flows into the front to back living room with a gas stove. Need more space? Expansion possibilities abound over the large garage! With just a 10 minute walk to the Eastern Trail or local favorite, Red's Dairy Freeze, you can enjoy the convenience of nearby shopping, dining, schools, and local amenities while still appreciating the peaceful setting and classic New England charm this home has to offer!

125 Boothby Ave, South Portland

Listing courtesy of Keller Williams Realty.

$599,000
4 Baths
Have you been priced out of the local real estate market and looking for a way to help cover your monthly expenses? This 2-Unit in South Portland's popular Ferry Village might be a great opportunity for you to consider. 186-188 Front St is a 2-Unit building (side by side). Each unit has 2 bedrooms, laundry, and a full bathroom on the first floor and living room, kitchen, dining space and half bath on the second floor. One unit is vacant, the other has long-term tenants (20 years) would love to stay. Newer gas boiler, parking behind, and large closets. Some renovations are needed. 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.

186 Front St, South Portland

Listing courtesy of Keller Williams Realty.

$999,000
4 Beds ⋅ 2 Baths
Rare Willard Beach opportunity! Just steps from the sand and an easy stroll to neighborhood favorites including Scratch Baking Co., local restaurants, and ice cream shops, this beautifully renovated coastal home offers the very best of seaside living. Thoughtfully updated throughout, the home features a stunning new kitchen, beautifully renovated bathrooms, and sun-filled living spaces that create a bright, welcoming atmosphere. Situated on a sunny corner lot with partial water views and refreshing ocean breezes, the home blends timeless charm with modern comfort. The flexible floor plan offers comfortable living today, while the walk-up attic presents exciting potential for future expansion and the opportunity to capture even more expansive views of Casco Bay. Outside, a private patio and manageable yard provide the perfect setting for relaxing or entertaining after a day at the beach, and a storage shed offers convenient space for bikes, paddleboards, and beach gear. Whether you're seeking a year-round residence, a seasonal getaway, or simply a chance to live in one of Southern Maine's most beloved coastal neighborhoods, this turnkey home delivers an exceptional lifestyle just moments from the shoreline.

44 Myrtle Ave, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$495,000
3 Beds ⋅ 2 Baths
Lovingly cared for by its original owner, this inviting South Portland home offers a wonderful opportunity to enjoy comfortable living in a location that places the best of Greater Portland at your doorstep. Sunlight fills the welcoming interior, where three bedrooms, two baths, a finished lower level, and a charming first-floor plan provide flexibility for everyday living and gathering with family and friends. Outside, a spacious deck overlooks a picturesque backyard framed by mature lilacs, azaleas, and spirea, creating a colorful backdrop for summer dinners, morning coffee, and outdoor entertaining. A handy storage shed offers space for gardening tools and seasonal equipment. Ideally situated near parks, trails, shopping, restaurants, beaches, and waterfront destinations, this home combines peaceful neighborhood living with convenient access to downtown Portland's acclaimed dining, local shops, and vibrant arts scene. A rare opportunity to enjoy exceptional value, timeless comfort, and a lifestyle that makes Southern Maine such a special place to call home.

53 Springwood Rd, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$395,900
2 Beds ⋅ 2 Baths
Tucked away in the peaceful, impeccably maintained Heron Cove Association, this private 2-bedroom, 2-bath condo offers the ease of true one-story living. Surrounded by beautifully landscaped grounds and overlooking the Long Creek River, this home borders the scenic Long Creek Trails, creating a serene, nature-filled setting while remaining just minutes from shopping, dining, transportation, and everyday conveniences. A detached one-car garage and ample guest parking provide added convenience for both homeowners and visitors. Inside, the bright, open living and dining area features a cozy natural gas fireplace and expansive windows that frame the tranquil, sanctuary-like surroundings. Enjoy the comfort and efficiency of natural gas heat with a new natural gas boiler installed in 2023, along with additional updated appliances, making this home truly move-in ready. Both spacious bedrooms feature full en-suite bathrooms, offering exceptional comfort, privacy, and flexibility for guests or shared living. Whether you're looking to downsize without compromise, enjoy low-maintenance living, or simply relax in one of the area's most desirable and quiet communities, this home is an outstanding opportunity. Offering exceptional value in the neighborhood, this is a rare chance to own a beautifully maintained, private retreat with the perfect blend of privacy, convenience, and easy living--don't miss it before it's gone!

26 Cormorant Pl Unit 26, South Portland

Listing courtesy of Locations Real Estate Group LLC.

$3,300,000
7 Beds ⋅ 5 Baths
An exceptional and increasingly rare offering in South Portland's coveted Willard Beach neighborhood -- now presenting potential for a development (subject to approvals), or an extraordinary multi-generational family compound directly on the beach. Set on a premier waterfront site with sweeping views of Spring Point Ledge Lighthouse, Casco Bay, and the islands, this unique property includes two residences positioned to capture the beauty and energy of Maine's coastline from multiple perspectives. The larger home, recently remodeled, offers four to five bedrooms and expansive living spaces designed to maximize ocean views and natural light. Wake to sunrises over Casco Bay, watch working boats pass through the harbor, and experience true waterfront living from nearly every vantage point. The second residence enjoys its own distinct outlook across the ocean, creating flexibility for guest accommodations, rental income, or extended family living. If utilized as a private compound, there is also potential for an additional buildable lot located in front of the smaller residence, creating the rare opportunity for three separate living spaces -- the primary home, guest residence, and an additional homesite (subject to approvals).

1 & 9 Franklin Ter, South Portland

Listing courtesy of F.O. Bailey Real Estate.

$7,495,000
3 Beds ⋅ 5 Baths
Unparalleled grandeur and pristine craftsmanship define this waterfront estate in South Portland's coveted Loveitts Field neighborhood, magnificently positioned along the ship channel entrance to Portland Harbor. A soaring entryway reveals 10 foot ceilings and bold marble pillars that set the stage for elegant living. The bespoke kitchen showcases two islands, granite countertops, and professional grade appliances, perfectly designed for both everyday living and grand entertaining. Formal dining and living rooms open to a terrace with sweeping ocean and Ram Island views. An elevator services all three levels, ensuring comfort and convenience throughout the home. The primary suite is a sanctuary with a fireplace, balcony, walk-in closet, and a marble bath featuring a soaking tub overlooking Portland Head Light. The lower level exudes old world charm with a stone detailed kitchen, marble fireplace, and private theater. Outdoor living is resort-like with a heated pool, terraces, and 100 feet of waterfront showcasing your private front row seat to the boats of Casco Bay and Portland Harbor. An elegant coastal beauty unlike anything else on the market.

1 Channel Rd, South Portland

Listing courtesy of RE/MAX By The Bay.

$309,000
1 Beds ⋅ 1 Baths
Wonderful opportunity to own a waterside property in South Portland's popular Breakwater Condominiums. This 1 Bedroom, 1 Bathroom penthouse condo is among a limited number of units with a bay-style window. The unit's orientation features an expansive view of Portland's lovely & historic city skyline. It even offers peaks across the Fore River of Portland's active harbor. The condo is flooded with natural light, and the deck is the perfect place to watch year-round sunsets in the comfort of your own home. Unit comes with a reserved parking spot (plus plenty of parking for guests) and 24-hour security. A thriving community garden is a rare offering in today's condo market. Breakwater offers incredible walkability and convenience. This prime location is a stone's throw from an array of eateries, shops, SMCC, Willard Beach, Spring Point, lighthouses, a marina, the greenbelt trail, major roads, services, and shopping. Fantastic rental, pied-à-terre, or entry homeownership.

148 Breakwater Dr Unit 818, South Portland

Listing courtesy of Portside Real Estate Group.

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

Privacy Policy

Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.