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73 Strout St, South Portland
$390,000
2 Beds ⋅ 2 Baths
Nestled in an established neighborhood, this charming 2-bedroom, 2-bath ranch sits on a beautifully landscaped corner lot with mature trees and plantings. Designed for easy first-floor living, the home also features a finished bonus space in the basement, complete with an additional bathroom--ideal for guests, a home office, or recreation. A pellet stove and three heat pumps provide efficient, year-round comfort. Outside, the sun-drenched backyard offers a peaceful retreat with endless possibilities, whether you're gardening, gathering around an evening fire, setting up a play area, or simply enjoying the open green space. Conveniently located yet offering a surprising sense of privacy, this inviting property is the backyard oasis so many buyers are looking for. **please submit any offers by 5PM Monday, July 20, and allow 24-hour response window

73 Strout St, South Portland

Listing courtesy of Portside Real Estate Group.

Selling Office: Portside Real Estate Group.

26 Cormorant Pl Unit 26, South Portland
$385,000
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.

Selling Office: Keller Williams Realty.

18 Ocean St Unit 82, South Portland
$380,000
2 Beds ⋅ 1 Baths
Knightville Neighborhood condo ~ what a location! This waterfront 2-bedroom condo offers an easy, comfortable floor plan designed for everyday living. The well-appointed kitchen features quartz countertops, stainless steel appliances, with convenient first-floor laundry. The sun-filled living room is lined with large windows that welcome abundant natural light and refreshing ocean breezes. Upstairs, you'll find a spacious primary bedroom with two generous closets, a second bedroom with a large closet, and an updated full bathroom with a tub and shower. With low-maintenance living, this property is an excellent choice for a primary residence, a charming pied-à-terre, or an investment opportunity. And the location truly can't be beat! Enjoy spectacular views of the Portland skyline and the convenience of being just a short walk across the bridge to Downtown Portland. The Greenbelt Trail is just steps away for walking, running, or biking, and you'll be minutes from local coffee shops, restaurants, salons, grocery stores, post office, and public transportation. Additional highlights include low HOA dues, one deeded parking space, a guest parking space, and plenty of street parking. Don't miss this opportunity to be part of South Portland's vibrant community and schedule your private showing today! Open House Saturday, July 18th 10am-11:30am

18 Ocean St Unit 82, South Portland

Listing courtesy of Portside Real Estate Group.

Selling Office: Coastal Pine Real Estate, LLC.

18 Ocean St Unit 53, South Portland
$380,000
2 Beds ⋅ 1 Baths
Sunny corner unit in Harbor Place Condominiums in the Knightville neighborhood. this units offers water views from living/dining area and master bedroom! This well laid out unit features a flexible first floor plan with hardwood floors. The second floor offers two bedrooms with ample closet space in unit laundy area and hardwood floors, custom tile and stained glass details. A designated parking space is very close to the entrance along with other on-site parking for guests. Located in a neighborhood with easy walking to Restaurants, and a local brewery and other great places like coffee shops, salons, local markets and supermarkets, and is close to buses, parks, banks and pharmacy and the Greenbelt Trail with its spectacular views of the Portland skyline. It's close to the Casco Bay Bridge from downtown Portland with an easy walkway. This is a community that you want to call home. Dont miss out on this fantastic Unit !!!!

18 Ocean St Unit 53, South Portland

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. 207-671-6150

Selling Office: RE/MAX Coastal.

404 Lincoln St, South Portland
$376,000
3 Beds ⋅ 1 Baths
Cozy comfort meets convenience in South Portland. This 3-bedroom, 1-bath home offers 1,165 sq ft of thoughtfully updated living space, blending warmth, charm, and natural beauty just minutes from downtown Portland. Inside, an open-concept living and dining area centers around a wood stove — perfect for chilly winter evenings. Step outside to a spacious, fenced backyard with no rear neighbors and views of trees and visiting wildlife. Recent updates include a new wood stove, open floor plan, added insulation, and a new front fence. With easy access to I-295, beaches, and the Old Port, 404 Lincoln Street offers the ideal mix of comfort, connection, and Maine character.

404 Lincoln St, South Portland

Listing courtesy of Red Post Realty, LLC.

Selling Office: Keller Williams Realty.

29 Garfield Cir, South Portland
$375,000
3 Beds ⋅ 1 Baths
Tucked away at the end of a quiet cul-de-sac in one of South Portland's desirable neighborhoods, this charming Cape Cod-style home offers comfort, convenience, and classic New England appeal. Featuring 3 bedrooms and 1 full bathroom, the home boasts a warm and inviting layout with sun-filled living spaces and timeless character throughout. Enjoy your morning coffee or unwind with a book in the bright sunroom overlooking the backyard. Outside, the small but thoughtfully designed yard offers easy maintenance, while the stone patio and fire pit create the perfect setting for relaxing evenings or entertaining friends and family. Ideally located near local schools, parks, shopping, and just minutes from downtown Portland and area beaches, this home combines peaceful neighborhood living with everyday convenience. A wonderful opportunity to own a cozy retreat in a sought-after South Portland location.

29 Garfield Cir, South Portland

Listing courtesy of Benchmark Real Estate.

Selling Office: Keller Williams Realty.

12 Grandview Ave, South Portland
$375,000
2 Beds ⋅ 1 Baths
12 Grandview Avenue's size may read modestly on paper, but step inside this adorable ranch and something shifts. The layout is smart, and the light moves through the rooms in a way that makes the space feel generous yet still cozy. The charm is the kind that comes from good bones and careful stewardship. Original character details give the home warmth, while thoughtful updates keep it firmly in the present. Chief among them: a brand new high-efficiency boiler installed in 2025, complete with all new radiators and piping. It's the kind of infrastructure upgrade that may not make for exciting photos but will make for a very happy first winter. Out through the sliding glass doors, the property opens onto a large deck that extends off the rear of the home, overlooking a private, enclosed backyard. Whether you're hosting a summer dinner, drinking your morning coffee, or working remotely, this outdoor space punches well above the home's footprint, greatly increasing your living space during the warmer months. Tucked away on a quiet residential street, the home offers relaxing neighborhood calm, while remaining just minutes from the shops, restaurants, and waterfront amenities that make South Portland one of the most desirable communities in the state. This is a home for someone who values quality over quantity, character over cookie-cutter, and a low-maintenance lifestyle without sacrificing comfort. Come see for yourself what makes this one so special!

12 Grandview Ave, South Portland

Listing courtesy of RE/MAX Shoreline.

Selling Office: RE/MAX Shoreline.

139 Broadway Unit 9, South Portland
$372,500
2 Beds ⋅ 1 Baths
Beautifully updated townhouse-style condo in the heart of South Portland, perfectly positioned for coastal living with easy access to downtown Portland. This bright, move-in-ready 2-bedroom, 1-bath unit combines modern finishes with classic charm: updated kitchen with stainless appliances and stone counters, refreshed bath, hardwood floors, fresh paint, and plenty of natural light throughout. Enjoy outdoor living and recreation minutes from public beaches, Willard Beach, the Greenbelt Trail (right out back!) and Bug Light Park. Local favorites like Scratch Bakery, SMCC, Mill Creek shopping, and the growing dining scene in Knightville are all a short trip away. Practical benefits include assigned parking, a modest HOA fee, rentals and pets allowed (dogs by approval); this is an ideal option for owner-occupiers or investors. Low-maintenance living in a vibrant SOPO neighborhood!

139 Broadway Unit 9, South Portland

Listing courtesy of Portside Real Estate Group.

Selling Office: Legacy Properties Sotheby's International Realty.

18 Ocean St Unit 103, South Portland
$365,000
2 Beds ⋅ 1 Baths
Tucked away on a quiet street just across from the waterfront and marina, this 2-bedroom, 1-bathroom Harbor Place condominium offers the perfect blend of relaxed coastal living and urban convenience. The main level features an efficient layout designed for easy living with a tiled entryway, updated kitchen, and spacious living area with large, south-facing windows. Upstairs, the second floor features a generously sized primary bedroom, secondary bedroom and updated full bathroom. Step outside your front door to take in the salt air and views of Casco Bay, or walk a few blocks to trendy Knightville's parks, restaurants, coffee shops and boutiques. When you want to head into the city, you are a short walk across the bridge to downtown Portland and the Old Port. Complete with off-street parking, this well appointed condo is ideal as a low-maintenance primary residence, a perfect weekend getaway, or a savvy investment. Don't miss your chance to enjoy a unique South Portland waterfront lifestyle close to all that the area has to offer.

18 Ocean St Unit 103, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

Selling Office: Portside Real Estate Group.

245 Broadway Unit 202, South Portland
$365,000
2 Beds ⋅ 2 Baths
Find your new home in the heart of one of South Portland's most walkable & bikeable locations - just steps from the Greenbelt Trail - and all that lies in either direction: Willard Beach, Scratch Bakery, The Second Rodeo, and everything nearby Knightville offers, including grocery stores, the local library, & easy access to downtown Portland. One of The Henley's most desirable units, this spacious, light-filled 2-bedroom, 2-bath condo blends historic charm with modern comfort. Tall ceilings and oversized windows overlook the rear side of the association, creating a peaceful retreat filled with natural light. The primary bedroom features an ensuite bath for added privacy, while the generous open living area showcases hardwood floors and a striking floor-to-ceiling built-in bookshelf. An open dining area flows seamlessly into the kitchen, making the space ideal for both everyday living and entertaining. The thoughtful floor plan also includes a second bedroom, a full bath, and a dedicated laundry room. Freshly painted throughout, the condo offers numerous updates, including four new triple-paned Kneer-Sud German windows, a Rinnai EX22 heater, new bathroom vanities, and new carpet in the primary bedroom, among other improvements. Enjoy the sound of Little League games in the late spring and early summer. Take advantage of a your taxpayer benefit and moor your boat at Willard Beach. Walk across the bridge into downtown Portland. The association is in the process of upgrading to high-speed internet. This exceptional condo is truly not to be missed.

245 Broadway Unit 202, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

Selling Office: Cottage & Co Real Estate.

52 Smith St, South Portland
$360,000
1 Beds
MOTIVATED SELLER!!! Outstanding opportunity in a highly desirable South Portland coastal neighborhood. This 1 bedroom ranch is located within close proximity to Willard Beach, Bug Light, local restaurants, and shoreline walking paths. The home features a bathroom renovation already in progress, including a newly installed tub, offering a solid start for buyers planning updates or improvements. The property is priced below assessed value, providing strong potential for future equity. Situated on a spacious lot, the yard offers a quiet outdoor setting and possible expansion options. A newer wrap around composite deck provides additional outdoor living space. This property appeals to a variety of needs, including renovation, investment, rental use or owner occupancy with room to personalize.

52 Smith St, South Portland

Listing courtesy of The Maine Real Estate Experience.

Selling Office: Portside Real Estate Group.

268 Pleasant Ave, South Portland
$360,000
2 Beds ⋅ 1 Baths
Cozy, cute, simple & well-situated: this home will warm your heart! Perched on an oversized lot in popular South Portland, this property offers both privacy and proximity to endless amenities. Vintage vibes abound inside, with original built-ins and doorknobs sprinkled throughout. The kitchen's galley prep area + adjoining room are a perfect pair. The dining room is ready for memorable meals. The living room is a perfect place to curl up with a good book. Two first floor bedrooms - both adorned with handsome hardwood floors - provide a sweet spot for sleep. The mudroom is ready to corral coats & shoes. A full bath completes the main floor. Upstairs, an additional bedroom + multi-use area are your go-to for rest, work or play. Outside, the front porch invites morning coffee in the sun. The backyard provides room for a garden, campfires or a dip in the home-made whirlpool (previously an above ground pool, currently utilizing the pool pump. This can be removed if desired). Need room for your car, toys & tools? The detached garage delivers. From beaches to dining, shopping, and more, So Po's spoils are adored far and wide. Easy access to the highway and to the energy of Portland is icing on this coastal communities' cake. Come take a look!

268 Pleasant Ave, South Portland

Listing courtesy of King + Miller Real Estate. info@kingmillerrealestate.com

Selling Office: Portside Real Estate Group.

240 Barnstable Road Unit 13, South Portland
$350,000
2 Beds ⋅ 1 Baths
Welcome to 240 Barnstable Rd. #13 in South Portland--a bright, sunny end-unit condo offering comfort, privacy, and convenient living. This move-in-ready home features a new stainless steel refrigerator, induction cook top with oven, and microwave. Brand-new electric water heater, some new flooring, and a fresh coat of paint throughout. Enjoy easy access to I-95 and I-295, 10 minutes to Scarborough beaches, the mall, with downtown Portland just 15 minutes away. The home includes a full unfinished basement with a washer and dryer, ample storage, and great potential to create a bonus room or additional living space. Step outside to a private deck overlooking a peaceful wooded area--perfect for relaxing. Pets are allowed per condo association rules (with restrictions), making this a wonderful option for both homeowners and investors seeking low-maintenance living in a convenient location.

240 Barnstable Road Unit 13, South Portland

Listing courtesy of The Maine Real Estate Group.

Selling Office: Anchor Realty.

21 Valley St Unit 13, South Portland
$345,000
2 Beds ⋅ 2 Baths
Clean, bright and affordable low maintenance condo close to everything. Located in the desirable Pleasantdale neighborhood, this spacious 2 bedroom 1 1/2 bath home has in unit laundry, 2 designated parking spaces and a well-managed association. The open concept 1st floor has a bright eat in kitchen with granite countertops that extends into a generous sized living room with sliding glass doors out to a newly built deck perfect for morning coffee. Upstairs you will find 2 very spacious bedrooms and a full bath. The lower level has in unit laundry and potential to create a bonus room, office or family room. The association allows pets and rentals ( 30 day minimum)

21 Valley St Unit 13, South Portland

Listing courtesy of Signature Homes Real Estate Group, LLC.

Selling Office: RE/MAX Shoreline.

21 Valley St Unit 8, South Portland
$330,000
2 Beds ⋅ 2 Baths
Location, location, location! Welcome to easy, low-maintenance living in the heart of South Portland. This bright and inviting condo features 2 bedrooms and 1.5 bathrooms, with an open-concept first floor designed for both everyday living and effortless entertaining. Upstairs, you'll find a spacious primary bedroom with two closets, a second bedroom, and a full bath. Step outside to your private back deck, perfect for morning coffee or unwinding at the end of the day. The outdoor space also offers a gardener's delight, with established flower beds and an included shed for tools and storage. The home has been freshly painted throughout, creating a clean, move-in-ready feel. The lower level is a true bonus--featuring electric heat and a heat pump water heater that keeps the space dry, warm, and comfortable year-round. This versatile area is ready to be finished into a home gym, media room, or additional living space to suit your needs. Enjoy the ease of condo living with in-unit laundry, two dedicated parking spaces, and a well-managed association, all just minutes from Portland, local beaches, shopping, dining, and commuter routes. Don't miss this opportunity to own in one of Maine's most desirable communities!

21 Valley St Unit 8, South Portland

Listing courtesy of Peninsula Real Estate LLC.

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

139 Broadway Unit 15, South Portland
$324,900
2 Beds ⋅ 1 Baths
Welcome to Unit #15 at 139 Broadway in South Portland--a beautifully updated and meticulously maintained townhouse-style condo that perfectly blends comfort, convenience, and coastal charm. This bright and sunny interior corner end-unit features a first-floor bedroom and a second-story loft-style bedroom, along with the added convenience of second-floor laundry and one full bath. Recent updates include new carpeting throughout, fresh interior paint, and stylish new tile in both the kitchen and bathroom. Ideally located within walking distance to the Greenbelt, Willard Beach, and many of the area's most beloved amenities, you can easily walk or bike to SMCC, Bug Light Park, or head over to Mill Creek for shopping and some of South Portland's best local dining. The association offers added flexibility with pet-friendly policies and rental potential (with board approval), and the unit includes one assigned parking space--making this an excellent opportunity for both owner-occupants and investors alike.

139 Broadway Unit 15, South Portland

Listing courtesy of RE/MAX Shoreline.

Selling Office: Portside Real Estate Group.

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