Refine Search
Map
Sort by
20 Jamestown Court Unit 20, South Portland
$320,000
2 Beds ⋅ 1 Baths
Welcome to this desirable end-unit townhouse offering comfort, privacy, and excellent value in a convenient location. This well-maintained home enjoys abundant natural light and added separation thanks to its end-unit position. New heating system December 2025. One of its most appealing features is the backyard setting, where you can relax and enjoy summer evenings surrounded by open space and mature trees that provide a rare sense of privacy for condo living. The living area offers easy access to the patio, creating a seamless indoor-outdoor flow. The kitchen is functional and ready for your personal updates, presenting a wonderful opportunity to customize the space to your own style. A heat stove hookup adds flexibility for supplemental warmth during the colder months. The bedrooms are comfortably sized with ample storage, and the basement offers additional space with potential for future finishing, whether for a home office, recreation room, or added living area. Conveniently located near shopping, restaurants, schools, major commuting routes, and Southern Maine's beautiful beaches, this home combines low-maintenance living with accessibility to everything the area has to offer. A great opportunity to enjoy privacy, potential, and location all in one.

20 Jamestown Court Unit 20, South Portland

Listing courtesy of Keller Williams Realty. 207-415-8204

Selling Office: Cates Real Estate.

11 Jackson St, South Portland
$320,000
3 Beds ⋅ 1 Baths
OPEN HOUSE THIS SUNDAY 11:30am-1pm Pre-Inspected Home with Spacious Bedrooms and Bonus Barn This pre-inspected property offers three generously sized bedrooms, including one on the first floor. A detached two-story barn provides excellent bonus space for a workshop, gym, or storage. Enjoy a deck with backyard access, public water, and a newer septic system installed in 2019. Located just six minutes from Portland, this home sits in a mixed-use pocket that offers both convenience and privacy—ideal for a variety of ownership opportunities.

11 Jackson St, South Portland

Listing courtesy of Waypoint Brokers Collective. monica@waypointbrokers.com

Selling Office: Advisors Living, LLC.

378 Sawyer St Unit 7, South Portland
$315,000
2 Beds ⋅ 1 Baths
South Portland Living at Its Best! Enjoy the convenience and charm of South Portland from this beautifully finished second-floor, two-bedroom, one-bath condominium in a quiet neighborhood setting. The thoughtfully designed unit features warm hardwood flooring in the main living area and laminated wood flooring in the bedrooms. a private balcony for fresh air and relaxing, and an economical natural gas Rinnai monitor heater with electric heat as a secondary source of heat. The property also includes a dedicated one-car garage plus an additional parking space in front of the garage. Location is one of the true highlights. Just minutes from the vibrant Spring Point area, you'll have easy access to waterfront walks, Fort Preble, Spring Point Ledge Lighthouse, restaurants, coffee shops, and more. The nearby Sawyer Street area provides convenient access to local shopping, dining, parks, and the Greenbelt Trail, making it easy to enjoy South Portland without having to venture far. And when you want to explore beyond South Portland, Portland's Old Port, waterfront, restaurants, arts, and entertainment are just a short drive away, while iconic Portland Head Light in nearby Cape Elizabeth is also close at hand. A wonderful opportunity to enjoy the best of coastal Maine living--with the comfort of a beautifully maintained condo, garage parking, outdoor space, and an exceptional South Portland location.

378 Sawyer St Unit 7, South Portland

Listing courtesy of Keller Williams Realty.

Selling Office: Signature Homes Real Estate Group.

9 Jamestown Ct Unit 9, South Portland
$315,000
2 Beds ⋅ 1 Baths
Come see this terrific townhouse boasting affordability, style and updated amenities. The kitchen was fully renovated with white cabinets, stainless appliances and lovely quartz counter tops. While cooking you can easily see out past the patio and enjoy a pretty landscape which is designated open space. Bedrooms all have closet systems that will keep you organized and make your friends envious. The bathroom was updated and is quite spacious. A new high efficiency gas boiler went in 1 yr ago. Another cool bonus is that you have room to expand on the basement level where framing was started along with some mechanicals & lighting too. Well located within close proximity to many of the hip So Po amenities as well as main roads for commuting & traveling. Oh and your furry friend is welcome here too. So come on over and check it out!

9 Jamestown Ct Unit 9, South Portland

Listing courtesy of Portside Real Estate Group.

Selling Office: Keller Williams Realty.

26 Grandview Ave, South Portland
$315,000
3 Beds ⋅ 1 Baths
Price Reduced! This property is full of potential and located on a spacious lot. There may even be an opportunity to create an additional building lot on Sunset Avenue, pending approval from code enforcement and the planning board. The home offers 1,440 square feet of open-concept living space, featuring three bedrooms and a basement with ample storage or parking for multiple vehicles. Property was done over in 1978.

26 Grandview Ave, South Portland

Listing courtesy of Landing Real Estate.

Selling Office: Locations Real Estate Group LLC.

148 Breakwater Dr Unit 204, South Portland
$307,700
1 Beds ⋅ 1 Baths
Welcome to Breakwater! An exceptional opportunity to own a beautifully renovated condo in one of South Portland's most desirable coastal communities. Completely redesigned with modern finishes and thoughtful updates throughout, this move-in-ready home offers stylish, low-maintenance living just minutes from the waterfront. Inside, you'll find an inviting open layout filled with natural light, featuring brand-new flooring, a sleek contemporary kitchen with new cabinetry, quartz countertops, and stainless steel appliances, as well as a fully updated bathroom with modern finishes. Every detail has been carefully selected to create a comfortable and refined living space. Residents enjoy effortless living with on-site laundry, dedicated parking, professionally managed common areas, and association services that include trash and snow removal designed for comfort, convenience, and stress free ownership. Ideally located near South Portland's scenic shoreline, this condo offers close proximity to Bug Light Park, Willard Beach, Spring Point Marina, SMCC, and the Greenbelt Trail. Whether you're searching for a year-round residence, a coastal retreat, or an investment property, this turnkey condo delivers comfort, convenience, and an unbeatable seaside location.

148 Breakwater Dr Unit 204, South Portland

Listing courtesy of Maine Real Estate Co.

Selling Office: Duston Leddy Real Estate.

757 Main St Unit 35, South Portland
$284,000
2 Beds ⋅ 1 Baths
Welcome to this immaculate ground-floor 2-bedroom, 1-bathroom condo, offering the perfect blend of convenience and modern style! Enjoy effortless living with a bright, open floor plan designed for comfort. In the kitchen, you will find new appliance ready for use. The heart of the home opens to a private, newly fenced-in back patio - a tranquil oasis perfect for your morning coffee or evening unwind. No stairs, low maintenance, and turnkey. This home is ready for you to move right in and enjoy the lifestyle you deserve. The condo facilities include an in-ground swimming pool, on-site laundry facilities, and plenty of guest parking.

757 Main St Unit 35, South Portland

Listing courtesy of Landing Real Estate. 6032052276

Selling Office: Harborview Properties, Inc..

148 Breakwater Dr Unit 302, South Portland
$282,000
1 Beds ⋅ 1 Baths
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.

148 Breakwater Dr Unit 302, South Portland

Listing courtesy of Keller Williams Realty.

Selling Office: Duston Leddy Real Estate.

751 Main St Unit 66, South Portland
$279,000
2 Beds ⋅ 1 Baths
STILL RENTING? HOMEOWNERSHIP IN SOUTH PORTLAND MAY BE CLOSER THAN YOU THINK!! Offered at 279,000, this 2 bedroom condo creates an opportunity to stop simply paying rent and start building equity of your own.Whether you are a first-time home buyer,downsizing, or looking for an easy , low-maintenance lifestyle, Unit 66 offers 967 square feet, two bedrooms, private and secure building access, along with amenities including an outdoor pool and garden-all just minutes from Portland, shopping,dining and major commute routes.

751 Main St Unit 66, South Portland

Listing courtesy of Keller Williams Realty.

Selling Office: Townsend Real Estate.

9 Cole St Unit 1A, South Portland
$275,000
2 Beds ⋅ 1 Baths
Welcome to Cole Street Condominiums! This beautifully remodeled 2-bedroom, 1-bath condo w/ washer + dryer hookup has been thoughtfully updated inside and out, featuring luxury vinyl plank flooring, granite countertops, and quality craftsmanship throughout. Ideally situated along the highly sought-after Greenbelt Trail, this location offers miles of scenic walking and biking paths right outside your door. Enjoy the perfect balance of convenience and recreation, with Portland's vibrant Old Port, restaurants, shops, and waterfront attractions just a short drive away. Whether you're looking for a low-maintenance home, a weekend retreat, or an investment opportunity, this move-in-ready condo is one you won't want to miss.

9 Cole St Unit 1A, South Portland

Listing courtesy of F.O. Bailey Real Estate.

Selling Office: Signature Homes Real Estate Group, LLC.

10 Hillcrest Ave, South Portland
$267,500
2 Beds ⋅ 1 Baths
Opportunity awaits at 10 Hillcrest Avenue in South Portland. Situated on a desirable 0.20-acre corner lot just moments from the Greenbelt Trail and all South Portland Amenities, this 2-bedroom, 1-bath 1940 Cape is ready for its next chapter. This property is being sold as is and requires significant renovation, making it an ideal opportunity for investors, contractors, or buyers looking to restore a classic New England home. Original built-ins in the living room offer a glimpse of the home's character and charm, while a new roof installed in 2026 provides a solid starting point for future improvements. Whether you're looking for your next renovation project or envision building equity through updates, the location is hard to beat. Enjoy convenient access to local parks, beaches, shopping, restaurants, and all that South Portland and nearby downtown Portland have to offer. Bring your vision and unlock the potential of this classic Cape. This property has been pre-inspected for the buyer's convenience. This home has even been pre-inspected for the buyer's convenience. Seller Concessions Available. May need to be cash or a rehab loan.

10 Hillcrest Ave, South Portland

Listing courtesy of Keller Williams Realty.

Selling Office: Portside Real Estate Group.

34 Minott St Unit B7, South Portland
$255,000
2 Beds ⋅ 1 Baths
Why rent when you can own? This sunny and inviting South Portland condo offers the perfect blend of comfort, convenience, and location. Featuring a spacious living room, two bedrooms, 1 bath, and 761 square feet of bright living space, this home has been freshly painted and includes updated windows (with the final kitchen window being replaced soon). You'll love the in-unit laundry, small private deck for your morning coffee, and the ease of low-maintenance condo living—no shoveling or yard work required! Located in a pet-friendly community, this affordable home is close to shopping, parks, beaches, and offers a quick, easy commute into downtown Portland. Perfect for first-time homebuyers or anyone looking to simplify their lifestyle, this South Portland gem checks all the boxes. Photos coming soon. Join us for the open house on Saturday, October 18th from 11:00 AM to 1:00 PM and see why so many love calling South Portland, Maine home!

34 Minott St Unit B7, South Portland

Listing courtesy of Dream Home Realty LLC.

Selling Office: Gardner Real Estate Group.

757 Main St Unit 18, South Portland
$252,786
2 Beds ⋅ 1 Baths
Welcome to this well-maintained two-bedroom, one-bath condo in the heart of South Portland. Just 10 minutes from downtown Portland, this home combines comfort with convenience. The bright and functional layout features two spacious bedrooms, a full bath, and a cozy living area. Situated in a desirable community close to shopping, dining, and beaches, this condo provides an ideal setting to enjoy all that Greater Portland has to enjoy.

757 Main St Unit 18, South Portland

Listing courtesy of Maine Real Estate Co.

Selling Office: Keller Williams Realty.

148 Breakwater Dr Unit 501, South Portland
$248,000
1 Beds ⋅ 1 Baths
Welcome to this beautifully newly renovated 1-bedroom, 1-bathroom condo at Breakwater. Thoughtfully redesigned with modern finishes throughout, this move-in-ready condo offers refined, low-maintenance living within a private, well-maintained community. The interior features a complete renovation, including brand-new flooring, a sleek modern kitchen with new cabinetry and countertops, new appliances, and a stylishly updated bathroom. The open and efficient layout maximizes space and natural light, creating a comfortable and inviting living environment. Additional conveniences include on-site laundry facilities, dedicated parking, and professionally managed common areas. Trash removal and snow removal are included, providing ease of ownership and minimal upkeep. Ideally positioned in a premier coastal location, this property offers close proximity to some of South Portland's most desirable destinations, including Bug Light Park, Willard Beach, Spring Point Marina, and the Greenbelt Trail. Enjoy easy access to waterfront recreation, local favorites such as Scratch Baking Co. and 43 North Bistro, and nearby shopping and services. Whether you are seeking a primary residence, a second home, or an investment opportunity, this updated condo presents an excellent chance to own in a sought-after seaside community with exceptional access to beaches, marinas, and the vibrant Greater Portland area.

148 Breakwater Dr Unit 501, South Portland

Listing courtesy of Maine Real Estate Co.

Selling Office: Keller Williams Realty.

9 Cole St Unit 2D, South Portland
$235,000
1 Beds ⋅ 1 Baths
Welcome to Cole Street Condominiums! This beautifully remodeled 1-bedroom, 1-bath condo has been thoughtfully updated inside and out, featuring luxury vinyl plank flooring, granite countertops, and quality craftsmanship throughout. Ideally situated along the highly sought-after Greenbelt Trail, this location offers miles of scenic walking and biking paths right outside your door. Enjoy the perfect balance of convenience and recreation, with Portland's vibrant Old Port, restaurants, shops, and waterfront attractions just a short drive away. Whether you're looking for a low-maintenance home, a weekend retreat, or an investment opportunity, this move-in-ready condo is one you won't want to miss.

9 Cole St Unit 2D, South Portland

Listing courtesy of F.O. Bailey Real Estate.

Selling Office: RE/MAX Shoreline.

148 Breakwater Dr Unit 801, South Portland
$228,000
1 Beds ⋅ 1 Baths
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.

148 Breakwater Dr Unit 801, South Portland

Listing courtesy of RE/MAX Shoreline.

Selling Office: EXP Realty.

9 Cole St Unit 2A, South Portland
$225,000
1 Beds ⋅ 1 Baths
Welcome to Cole Street Condominiums! This beautifully remodeled 1-bedroom, 1-bath condo has been thoughtfully updated inside and out, featuring luxury vinyl plank flooring, granite countertops, and quality craftsmanship throughout. Ideally situated along the highly sought-after Greenbelt Trail, this location offers miles of scenic walking and biking paths right outside your door. Enjoy the perfect balance of convenience and recreation, with Portland's vibrant Old Port, restaurants, shops, and waterfront attractions just a short drive away. Whether you're looking for a low-maintenance home, a weekend retreat, or an investment opportunity, this move-in-ready condo is one you won't want to miss.

9 Cole St Unit 2A, South Portland

Listing courtesy of F.O. Bailey Real Estate.

Selling Office: Partners Realty.

9 Cole St Unit 2C, South Portland
$225,000
1 Beds ⋅ 1 Baths
Welcome to Cole Street Condominiums! This beautifully remodeled 1-bedroom, 1-bath condo has been thoughtfully updated inside and out, featuring luxury vinyl plank flooring, granite countertops, and quality craftsmanship throughout. Ideally situated along the highly sought-after Greenbelt Trail, this location offers miles of scenic walking and biking paths right outside your door. Enjoy the perfect balance of convenience and recreation, with Portland's vibrant Old Port, restaurants, shops, and waterfront attractions just a short drive away. Whether you're looking for a low-maintenance home, a weekend retreat, or an investment opportunity, this move-in-ready condo is one you won't want to miss.

9 Cole St Unit 2C, South Portland

Listing courtesy of F.O. Bailey Real Estate.

Selling Office: Signature Homes Real Estate Group.

751 Main St Unit 114, South Portland
$225,000
2 Beds ⋅ 1 Baths
This 2 bedroom, 1 bath condo in a convenient South Portland location is ready for a renovation. First time on the market in almost 25 years. Great layout, well managed building. Dogs are not allowed. 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.

751 Main St Unit 114, South Portland

Listing courtesy of Keller Williams Realty.

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

148 Breakwater Dr Unit 204, South Portland
$187,500
1 Beds ⋅ 1 Baths
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

148 Breakwater Dr Unit 204, South Portland

Listing courtesy of Harborview Properties, Inc..

Selling Office: Maine Real Estate Co.

148 Breakwater Dr Unit 619, South Portland
$187,500
1 Beds ⋅ 1 Baths
Breakwater at Spring Point being a well established water front community with weeping views of the skyline of Portland. This unit features private balcony, special crown molding features, built-in a/c unit, washer laundry, galley kitchen, reserved parking spot#72, 24 hours security, and more special features that must be seen!

148 Breakwater Dr Unit 619, South Portland

Listing courtesy of Getty Real Estate Services, LLC.

Selling Office: Maine Real Estate Co.

148 Breakwater Dr Unit 620, South Portland
$187,500
1 Beds ⋅ 1 Baths
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.

148 Breakwater Dr Unit 620, South Portland

Listing courtesy of Regency Realty Group.

Selling Office: Berkshire Hathaway HomeServices Verani Realty.

Roberts St, South Portland
$165,000
Building lot located in a very nice area of South Portland just off Highland Avenue!

Roberts St, South Portland

Listing courtesy of F.O. Bailey Real Estate.

Selling Office: Keller Williams Realty.

25 Kenneth Rd, South Portland
$125,000
Walking distance to the municipal golf course and 1 mile to Maine Mall and I-95 and 1/2 mile to Cash Corner. Oddly shaped lot but level and no trees to remove at building envelope. Room to build a two story house with garage of comparable size to the neighborhood based on A zone and Thornton Heights Neighborhood requirements. No deeded restrictions found and part of of 1968 subdivision plan which has been made available.

25 Kenneth Rd, South Portland

Listing courtesy of Regency Realty Group.

Selling Office: Signature Homes Real Estate Group, LLC.

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.

How much is your home worth?

Get instant property value now!

Valuation data provided by Black Knight EasyValue