Courtesy: RE/MAX Coastal
207-773-6400
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.
Courtesy: Legacy Properties Sotheby's International Realty
207-780-8900
Wake up to sweeping views of the Portland skyline and Casco Bay from this beautifully updated one-bedroom, one-bath condo with a versatile bonus room—ideal for a home office or guest space. Thoughtful upgrades include newer appliances, glass-front kitchen cabinetry, marble countertops, and custom California Closets in the bedroom. From your living room or private deck, enjoy ever-changing water views, passing boats, and unforgettable sunrises that make every day feel like a retreat. Unwind in the evening in the recently installed jacuzzi tub and let the day melt away. Breakwater Development offers exceptional amenities, including designated parking plus guest parking, bike storage, a community garden, full-service marina with event and cookout space, onsite property management, and security. Stroll or bike along the East Coast Greenway to Willard Beach and Bug Light Park, or enjoy the nearby restaurants, shops, and services of South Portland and Portland—all just minutes away. Waterfront units at Breakwater rarely come to market—don't miss this opportunity to own a front-row seat to coastal living.
Courtesy: Cates Real Estate
207-701-5600
Wilkenson Farm - Established 1920 - Charming and efficient 3-bedroom Cape/Farmhouse, proudly situated on a hill in the sought-after Sunset Park neighborhood in South Portland. Key Features You'll Love: Classic Charm: Step inside to find timeless details like classic wood trim and built-ins, offering the warmth and character of a mature home. Flexible Living: Enjoy two main living spaces that can adapt to your needs—whether you envision a dedicated dining room space, a home office nook or workout area, or an expanded living room. Energy Efficient Updates: Cozy up by the wood fireplace for ambiance, and take comfort in recent energy-saving upgrades, including efficient heat pumps and a brand-new heating system. The basement has also been sealed and additional blown-in insulation has been installed for maximum energy efficiency. First-Floor Convenience: The home boasts a highly desirable first-floor bedroom and first-floor laundry located in a custom dining nook off of the kitchen. Oversized, Ready-to-Use Lot: Enjoy a large oversized lot including a fenced-in backyard that is a gardener's dream, featuring custom cedar raised beds. Surrounding the house a French perimeter drain has been installed to prevent any water intrusion into the home. Fabulous Location: Enjoy a quick, convenient drive to the stunning beaches of Scarborough, the vibrant downtown of Portland, or the South Portland shopping district. Easy access to I-95 and I-295 makes your commute a breeze. This home is move-in ready with fantastic bones, offering the perfect opportunity to personalize and truly make it your own!
Courtesy: RE/MAX By The Bay
207-773-2345
Perched like the prow of a ship with panoramic waterfront vistas, 2 Drew Road presents incomparable seaside living. This unique home is sited on a promontory along the coast with premier views over Maine's iconic lighthouses, Fort Gorges, and the bustling shipping channel. A natural wooded buffer ensures an uncommon level of privacy, allowing the beauty of the ocean to take center stage. Multiple outdoor living spaces, including a stone patio and rooftop deck, invite you to host, relax in the sun, or simply watch the boats sail by. The original 1920's cottage has been updated and expanded for modern living. The open layout centers on a chef's kitchen and large dining area, while the sunroom sparkles with a wall of windows and outdoor access. Gather with family and friends in the sunken living room with a gas fireplace and stunning views. A calming retreat, the primary bedroom on the first floor overlooks easterly sunrises and the gardens, with year round comfort from a heat pump. A second bedroom on the main level is ideal for guests, near the contemporary full bathroom with curbless shower. Upstairs, a spacious third bedroom lives like a suite, with room for an office, its own private deck, and a second full bath. Enjoy the convenience of an attached two car garage, with mudroom, pantry, and laundry room. Beyond the property itself, Danforth Cove residents enjoy access to a private neighborhood beach and tennis courts. It's a coastal lifestyle of rare privilege just minutes from the shopping and dining in South Portland, and the vibrant sites of downtown Portland.
Courtesy: Cottage & Co Real Estate
207-653-1188
This sun-drenched, end unit townhouse condo offers privacy and comfort in a pretty, wooded setting. The first floor features an eat-in kitchen and living room with a nice deck overlooking the woods, a fantastic place to unwind and enjoy the outdoors. The second floor offers two bedrooms and a full bath. The full, unfinished basement provides plenty of storage space with the potential for a bonus room, home gym, or office. The low condo fees make this property affordable for first-time buyers, part-timers or investors. Located in a desirable residential area with easy access to local amenities, Wainwright athletic fields, shopping, RTs 95 and 295, and it's a 15-minute drive to downtown Portland with its many cultural and dining options. Two parking spaces per unit. Pets are welcome as per condo rules. Conifer Woods is a professionally managed condominium association.
Courtesy: Keller Williams Realty
207-775-2121
Tastefully remodeled first floor unit with a unique professionally landscaped patio (see photos) with direct access to walking trail. The open concept living space offers custom kitchen with stainless appliances, quartz countertops. Breakwater has much to offer, close to Bug Light Park, Green Belt walking/biking trail. There is 24/7 security, community garden, bicycle storage and more.
Courtesy: Portside Real Estate Group
207-747-4236
Tucked onto a quiet side street just moments from the Greenbelt Trail and the heart of Willard Beach, this South Portland home offers an opportunity to invest in one of the area's most loved settings. The location is a real draw, and the home is ready for a fresh perspective. A generous deck overlooks a sweet, manageable backyard, creating an inviting outdoor space. Inside, a spacious, light-filled living room with wood floors and a functional layout set the stage. The second floor offers three bedrooms and a full bath, while the first floor includes a convenient half bath. Ideal for buyers who value location and potential, this property offers the chance to create something personal in a Willard Beach setting close to local amenities, scenic trails, and the coastline.
Courtesy: Signature Homes Real Estate Group, LLC
207-885-0500
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.
Courtesy: Keller Williams Realty
207-879-9800
Come live the the seaside lifestyle in the highly desirable Ferry Village Neighborhood. This charming home is fresh and so very sunny. Just a delightful place to nest for the winter and roam all summer. This well maintained residence offers the perfect blend of coastal charm and urban convenience. Enjoy a walkable lifestyle, just minutes to Bug Light Park, Willard Beach, Marinas, the Lyric Theatre, the public Boat Launch, and an array of local restaurants, bakeries, grocery and conveniences. Plus enjoy South Portland amenities like the Community center with gym, indoor walking track, Pool, as well as plenty of activities for the young and old. Did I mention the Greenbelt trail system runs through Ferry Village and provides scenic trails for walking and biking for miles, head to the golf course or the Old Port. The location is great, but so is the house! So many updates and recent improvements include a newer natural gas furnace and hot water on demand system, new storage shed for tools and sporting equipment, a welcoming front porch all framed with lovely landscaping. Plus a floor plan for potential expansion into the attic or Accessory dwelling unit addition. A fantastic opportunity to own your piece of perfect!
Courtesy: Regency Realty Group
207-253-1500
This one-bedroom/one-bath condo is filled with natural light and offers endless possibilities. Bring your imagination! The unit, located on the 6th floor, has a beautiful city view of Portland and has elevator access. Located next to the Greenbelt, Breakwater is close to shopping, dining, transit, and parks. Everything you need right at your doorstep. Breakwater is a well-managed condo association. There is an on-site laundry, elevators, a garden club, 24-hour security, an on-site building manager, and bicycle storage. Whether you're looking for a weekend getaway or purchasing your first home, this is an opportunity you do not want to miss. Schedule your private showing today.
Courtesy: Harborview Properties, Inc.
207-878-7802
Great waterfront living opportunity for a reasonable price. This clean 1 bdrm condo is the perfect home or vacation retreat, located in a wonderful waterfront community just minute walk to Willard beach, bug light park and the SMCC campus. Quick easy commute to downtown Portland and on the bus line
Courtesy: Cottage & Co Real Estate
207-653-1188
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.
Courtesy: F.O. Bailey Real Estate
207-781-1111
They say the perfect property doesn't exist, but 17 Spring Street comes impressively close. This beautifully updated two-bedroom, one-bath home offers effortless single-level living, wrapped in the kind of neighborhood charm people dream about when they imagine life in Maine. Inside, fresh paint, hardwood floors, and thoughtful updates throughout make this home truly move-in ready. Step outside to a private deck with hot tub, a brand-new patio, and a fully fenced yard, creating your own peaceful retreat for morning coffee, summer evenings, or quiet nights under the stars. The backyard features new raised garden beds, perfect for growing vegetables, herbs, or flowers. The front yard is framed by a stunning wall of hydrangeas that bloom all summer long. The lifestyle is what sets this home apart. Start your mornings with a stroll to Willard Beach, indulge in pastries from Scratch Baking, pizza from DiPietro's, Thai food at Pom's, brunch at Bistro Leluco, martinis at David's, or ice cream at Willard Scoops. As the sun sets, wander down to Bug Light and take in sweeping views of Portland Harbor and the city skyline. Just minutes from downtown Portland's theaters, restaurants, and cultural offerings, yet nestled in one of South Portland's most beloved neighborhoods, this home strikes the perfect balance between small town and city living. Easy. Charming. Quintessential Maine. Your next chapter begins at 17 Spring Street.
Courtesy: Keller Williams Realty
207-553-2605
Spacious South Portland home on a rare double corner lot and offering a bright, open floor plan designed for comfortable living and future potential. The main level features a first-floor bedroom and full bath, a stainless-steel-appliance kitchen, large living room with dining area, and efficient natural gas heat complemented by mini-split heating and cooling. Enjoy mornings on the finished front porch, then retreat upstairs to multiple bedrooms, an additional living area/entertainment space and versatile seating or office area. A full, partially finished basement provides endless possibilities for storage or expansion, while the oversized lot opens the door to future expansion opportunities.
Courtesy: Rockstar Real Estate
207-317-1338
Welcome to 30 Sokokis Street, an ideally located 3-bedroom, 2-full-bath home set on a corner lot in an established residential street in the heart of South Portland. This inviting property offers a flexible layout designed to adapt to a variety of living needs. The main living areas are filled with natural light and flow comfortably for everyday living and entertaining. The back deck offers a welcome extension of the dining space seasonally. The finished basement features a large bonus room, and a full bathroom, making it perfect for a family room, home office, gym, or guest space, adding valuable versatility to the home. Conveniently located just minutes from schools, shopping, dining, local beaches, and downtown Portland, this home combines neighborhood charm with practical convenience. Whether you're seeking a primary residence or an investment opportunity, 30 Sokokis Street offers space, flexibility, and location in one of Southern Maine's most desirable communities. OPEN HOUSE SUNDAY JAN. 4TH 11:00AM-2:00PM
Courtesy: Keller Williams Realty
207-775-2121
Location, location, location! Spring Point is a sought-after waterfront community just minutes from Portland, with easy access to shopping, services, beaches, restaurants, Spring Point Marina, and more. This nicely updated condominium features an updated kitchen, a spacious living and dining area, a generous bedroom with ample closet space, and one full bath. Step out from the living room onto your private balcony—perfect for enjoying summer outdoor living. Additional highlights include reserved parking, ample guest parking, and carefree living within a well-established association offering 24-hour security.
Courtesy: Legacy Properties Sotheby's International Realty
207-780-8900
Perched above the rocky shoreline of Casco Bay, 1 Bay Road offers an extraordinary blend of refined coastal living and classic Maine beauty. Designed in 1951 by John Howard Stevens and completely reimagined with a full renovation, this 3,720-square-foot waterfront residence captures sweeping, unobstructed ocean views from nearly every room, creating a rare sanctuary just minutes from Portland's vibrant downtown. Step inside to sun-filled living spaces where walls of windows frame sailboats drifting across the bay and the ever-changing colors of the Atlantic. The home features 3 bedrooms and 6 baths, including beautifully updated suites designed for comfort and privacy. Elegant living and dining areas flow effortlessly toward the water, making the property ideal for both quiet relaxation and gracious entertaining. A modern, well-appointed kitchen anchors the main level, while thoughtfully designed gathering spaces, a walk-out lower level, and ocean-facing terrace invites connection to the outdoors. The property's generous waterfront lot offers privacy, fresh salt air, and panoramic shoreline vistas that define Maine's coastal lifestyle. Whether serving as a year-round residence or a cherished retreat, 1 Bay Road delivers the rare opportunity to own a premier piece of South Portland's coastline—where luxury, tranquility, and natural beauty meet.
Courtesy: Portside Real Estate Group
207-536-4222
Offering just over 1,400 square feet of finished living space, this ideally designed 3 bedroom 2.5 bath home includes a two-car garage and is centrally located with convenient access to I-95, the Maine Mall, local eateries and the Portland International Jetport. Scheduled for completion around February 28, 2026, this property delivers quality craftsmanship and finishes throughout. Additional expansion potential is available in the unfinished daylight basement should you require more space. We are pleased to invite you to experience 447 Main Street, South Portland; a home that will not disappoint. Come make this house your home!
Courtesy: RE/MAX Shoreline
207-553-7500
Perhaps the Best Buy in the City! This freshly painted newly carpeted, Bright Sunny unit featuring an updated bath and new Stainless appliances awaits your finishing touches. With Fore River and City of Portland Skyline views this 8th floor Penthouse unit would make a perfect pied-a-terre or ideal for student or faculty member of nearby colleges. Located within walking distance to Willard Beach, Bug Light Park and the City of South Portland Green Beltway. Stroll, walk, jog, bike ride and coastal living do not pass up this opportunity.
Courtesy: Signature Homes Real Estate Group, LLC
207-885-0500
Discover the charm of this lovingly maintained, one-owner, single-level home tucked away on a quiet cul-de-sac in a highly sought-after neighborhood. Featuring an open-concept layout, this home offers effortless flow for everyday living and entertaining. The beautifully finished lower level includes a spacious family room and bathroom—perfect for guests, hobbies, or additional living space. Outside, enjoy a gorgeous, landscaped yard with full irrigation, ideal for relaxing or play. Complete with a 2-car attached garage, this home blends comfort, convenience, and pride of ownership in every detail.
Courtesy: Regency Realty Group
207-253-1500
Modern Condo Living at Its Best Welcome to your new home. This beautifully designed condo, located on South Portland's waterfront, offers the perfect blend of comfort, style, and convenience. Featuring an open-concept layout and abundant natural light, this residence is ideal for both relaxing and entertaining. Enjoy a modern kitchen with sleek finishes and access to building amenities including elevators. Located in a desirable neighborhood close to shopping, dining, transit, and parks, this condo puts everything you need right at your doorstep. Whether this is your first home, you're downsizing, or investing, this is an opportunity you do not want to miss. Schedule your private showing today.
Courtesy: EXP Realty
888-439-8743
DON'T MISS OUT on this incredible opportunity! Priced to sell as-is with expansion potential in one of South Portland's most desirable locations. This iconic 4-unit property delivers versatility for investors, multi-generational living, or anyone seeking a flexible home-based business setup. Originally built in 1900, this late-19th-century New Englander blends Colonial Revival character with timeless craftsmanship and period details throughout. Rich woodwork, hardwood floors, stained-glass accents, built-ins, and high ceilings create an atmosphere filled with warmth and charm. The property features four distinct spaces, including three spacious residential units — a first-floor 3 BR, two upper-level 2 BR units — and a dedicated home-occupancy suite once used as a pet-grooming business, perfect for a salon, studio, or office. A handsome fireplace, wrap-around enclosed porch, and large sun-filled rooms add to its appeal. An attached barn with loft and one-car garage offers incredible versatility, ideal for storage, a workshop, or potential in-law/ADU conversion. Set on a beautifully landscaped .84-acre corner lot with mature trees, gardens, and a tranquil stream, there may also be potential for a buildable lot (buyer to verify). Located minutes from Downtown Portland, Willard Beach, Bug Light Park, Spring Point Lighthouse, and Southern Maine Community College, with easy access to Portland International Jetport, Casco Bay Ferry Lines, and top-rated South Portland schools, this is coastal Maine living at its best. Bring your vision and unlock the potential of this one-of-a-kind property in the heart of South Portland. So much opportunity to live, work, and invest all in one prime location!
Courtesy: Keller Williams Realty
207-879-9800
Price adjusted! Seller will review all offers through January 31st. Welcome to 204 Preble Street, where the best of South Portland's coastal lifestyle meets timeless comfort and modern charm. This beautifully updated 2-3 bedroom, 2-bath home offers the perfect blend of character and convenience in one of South Portland's most sought-after seaside neighborhoods. Step inside to a bright, inviting layout featuring hardwood floors, a sun-drenched living room, and a spacious eat-in kitchen ideal for entertaining or quiet mornings with coffee. The primary suite provides privacy and generous storage, while two additional bedrooms offer flexibility for guests, a home office, or creative space. Thoughtful updates throughout and seasonal views of Casco Bay make this home move-in ready and easy to love. Outside, enjoy space for gardening or gatherings. Located in the heart of Willard Beach area, this home is just minutes from everything: • Willard Beach • Bug Light Park & Greenbelt Walkway — for scenic walks, biking, and sunsets over Portland Harbor • Knightville & Mill Creek — cafés, shops, and award-winning dining • Downtown Portland — just across the Casco Bay Bridge for work or play • Southern Maine Community College & Spring Point Ledge Light — coastal icons within minutes. This is coastal Maine living at its most connected — beaches, city, and community all in one! 204 Preble Street, South Portland — Live coastal. Live connected.
Courtesy: Pine Tree Realty of Maine
207-893-8006
Charming Cape Near Willard Beach!! Discover this inviting 3-bedroom, 1-bath Cape nestled on a quiet dead-end street just a short walk from beautiful Willard Beach. This home offers classic charm and comfortable living in one of South Portland's most desirable neighborhoods. Enjoy a spacious, beautifully landscaped yard—perfect for gardening, entertaining, or simply relaxing outdoors. A bright three-season sunroom provides the ideal spot to enjoy morning coffee or unwind at the end of the day. Additional features include a one-car garage, a well-maintained exterior, and a location close to local shops, restaurants, and scenic coastal trails.
Courtesy: Real Broker
207-272-3984
Discover the comfort and ease of life at Breakwater at Spring Point, one of South Portland's most established waterfront communities. This charming one-bedroom condominium offers a peaceful retreat with sweeping views of Casco Bay, where the boats pass daily through the main shipping channel on their way to the Atlantic. Perfect for those seeking a quiet, low-maintenance lifestyle, this home combines convenience and coastal beauty in equal measure. Step onto your private balcony to enjoy sea breezes and sunrises, or stroll to nearby shops, cafés, and walking trails. Willard Beach, Bug Light Park, and the local marina are just moments away, offering the best of South Portland's maritime character right outside your door. Whether you're downsizing, simplifying, or simply looking for a welcoming community by the water, Breakwater delivers the perfect blend of connection and calm.
South Portland is located in Maine. South Portland, Maine has a population of 26,428. South Portland is less family-centric than the surrounding county with 26.04% of the households containing married families with children. The county average for households married with children is 30.7%.
The median household income in South Portland, Maine is $73,899. The median household income for the surrounding county is $80,679 compared to the national median of $69,021. The median age of people living in South Portland is 43.2 years.
The average high temperature in July is 78.4 degrees, with an average low temperature in January of 11 degrees. The average rainfall is approximately 49 inches per year, with 55.8 inches of snow per year.
