Recently Sold Highland Homes

Welcome to 87 Bonnybriar Road in South Portland! This inviting 3-bedroom, 1.5-bath Colonial is ready for its new owners. Set on a quiet dead-end street, this property abuts the Greenbelt Walkway and is a quick ride to all things South Portland. The living room opens to a bright kitchen with quartz countertops, and a convenient first-floor bathroom adds ease to daily life. Upstairs, three bedrooms

Katherine Morency Cottage & Co Real Estate

Welcome home! This charming property is nestled in a fantastic neighborhood, just a short walk to local schools, playgrounds, and restaurants. A mature tree in the front yard provides shade and curb appeal, perfectly complementing the inviting front porch, ideal for morning coffee and relaxing evenings. Inside, you'll find a sunny living room and a spacious eat-in kitchen, updated with ample

Jonathan Cirrinone Maine Real Estate Experts

UNDER CONTRACT; ALL SHOWINGS CANCELLED. Investors take notice! Adorable cape in fantastic neighborhood offers three bedrooms, one and a half baths, large garage, great yard. First floor bedroom and full bath make one-floor living an option.Numerous projects need completing, but the bones are charming: sweet arched doorways; hardwood flooring on first level; new heat and hot water; many

Hannah Holmes Cottage & Co Real Estate

Opportunities await with what this cute bungalow has to offer. This rustic home has a great foundation and solid bones. It is ideally located within walking distance or a short bike ride to local beaches, parks, walking trails and the South Portland Community Pool & Center. Restaurants and retail stores are all nearby. Bring your imagination to this property as it lends itself to getting many

Mary Sue Cady-Mainella Century 21 North East

Turnkey 2-Unit Investment Opportunity! This well-maintained multi-family home is nestled in a quiet neighborhood setting and offers flexibility for both owner-occupants and investors. Both units have been recently updated and are move-in ready. The first-floor unit features 1 bedroom, 1 full bath, a bright kitchen, a spacious living room, and a versatile flex space perfect for a home office, gym,

Katie Kinney Landing Real Estate

OPEN HOUSE - Saturday, June 27th from 1-3pm.Welcome to this stunning and well maintained 3-bedroom, 2.5-bath condo featuring both beautiful and durable flooring, dramatic granite countertops, a cozy propane fireplace, and secluded porch perfect for relaxing or entertaining.The top floor offers a spacious primary suite featuring large double closets and an oversized bedroom,

Lisa Andrade Dream Home Realty LLC

This commercially zoned 3-unit property offers separate utilities for each unit, helping to keep operating expenses low. Featuring ample off-street parking, it provides convenient access for tenants, customers, or clients.Ideally located in South Portland, this property benefits from easy access to major routes, shopping, and local amenities. With flexible commercial zoning, it's a great

Ashley Lutko Donna Galluzzo Signature Homes Real Estate Group, LLC

What an amazing location and community! This bright and sunny condo is the launching pad to so many of Maine's great amenities. Start enjoying summer with beaches, parks, and downtown Portland all at your fingertips.This spacious end unit in the desirable Wainwright Complex offers the perfect blend of style, comfort, and convenience. The layout can't be beat. With an attached garage, a

Stephanie Morrison Morrison Real Estate

Discover the perfect blend of comfort, style, and location in this charming 3 bedroom, 1 bathroom South Portland home. The brand new kitchen shines with granite countertops and fresh finishes, while newly painted interiors create a bright, welcoming atmosphere. Step outside to a huge fenced in backyard - ideal for play, pets, or outdoor entertaining. The partially finished basement offers

Katie Parish Portside Real Estate Group

This updated 4-bedroom, 2-bath home is tucked into a highly sought-after South Portland neighborhood and offers the perfect blend of comfort and convenience. Inside, you'll find newly refinished hardwood floors and fresh paint throughout, creating a bright and welcoming atmosphere. Step outside to enjoy a spacious, fenced-in yard and a brand-new deck—ideal for relaxing or entertaining. With easy

April Cohen Duston Leddy Real Estate

Charming Cottage Style Bungalow in Desirable Pleasantdale Neighborhood. Enjoy the ease of sought-after single level living with the bonus of a beautifully finished lower level with plenty of storage. Tucked away on a quiet dead-end street in the convenient Dyer neighborhood, this architecturally designed, Loring built Bungalow blends quality construction with timeless Craftsman charm and

Jeffrey Walker Signature Homes Real Estate Group, LLC

Welcome to this beautifully updated 3-bedroom, 2.5-bath Cape Cod-style home, tucked away in one of South Portland's most desirable neighborhoods. Offering the perfect blend of charm and modern comfort, this home features a flexible floor plan with a first-floor bedroom and full bath, an additional office space ideal for remote work or a private study, two spacious bedrooms and a full bath on the

Paige Klein Portside Real Estate Group

The crocus flowers have emerged from their winter slumber and are ready to greet you on the front lawn of 17 Northeast Lane! This spacious 3-bedroom home located in an established South Portland neighborhood sits on a sunny lot with a large deck overlooking a sizable yard. Well maintained and boasting many updates, you can enjoy the convenience of one floor living, including laundry on the main

Katie Brooke Vitalius Real Estate Group, LLC

**Now back on the market as the Seller has returned from their winter retreat and is ready to sell!** Welcome to 1101 Highland Avenue, a charming contemporary home nestled on a corner lot of this coveted neighborhood in the heart of South Portland. Step inside to a space with timeless elegance--this home is meticulously cared for and boasts an ultra modern kitchen with stainless appliances and

Karyn MacGrath Keller Williams Realty

Welcome to Unit #9 at 67 Gary L. Maietta Parkway in South Portland, a well crafted and conventional layout 2-bedroom, 1.5-bathroom condo, built in 2015. This town home offers a wonderful combination of modern living and natural beauty, with scenic views of the surrounding woods. Outdoor lovers will appreciate being just steps away from The Greenbelt walkway and Wainwright Sports Complex, perfect

Joshua Caron Maine Community Real Estate

An ideal home ready to create new memories. The large, fenced corner lot is beautifully landscaped and perfect for pets, gathering on the patio, or picking blackberries every August. The layout combines classic charm with functionality including covered porches, 2.5 baths, 1st floor laundry, living room, and a huge kitchen opening into the dining room. The first floor features a peaceful primary

Heidi Nottonson Keller Williams Realty

OPEN HOUSESaturday, January 25, 202510:00 AM - 12:00 PMWelcome to 42 Cumberland Rd, South Portland, MEDiscover this inviting ranch-style home located in the heart of South Portland. Featuring 2 bedrooms, 1 bathroom, and 1,221 square feet of living space, this home also offers a partially finished basement with exciting potential to create two additional bedrooms,

Zachariah Oja Keller Williams Realty

This beautifully updated mid-century ranch home in South Portland offers single-level living with a light-filled, open-concept floor plan. You will be welcomed by an airy eat-in kitchen, complete with a large island, and stainless-steel appliances. Perfect for both everyday living and entertaining, the kitchen flows into the inviting dining area and living room, which boasts a cozy wood-burning

David Banks RE/MAX By The Bay

Great opportunity in a fantastic South Portland neighborhood walking distance to the the South Portland Community Center and pool. This home has great space, with 3 bedrooms, 2.5 baths, and a large fenced in back yard. The kitchen flows into a large dining area, and there are two front rooms, allowing you to have a formal dining room if you wish, or use it as a family room. There is also finished

Tyson Wilkins Waypoint Brokers Collective

Don't overlook this hidden gem! Located on a quiet, dead end road, yet only minutes to downtown Portland, 36 Cornell Street is a bright, spacious colonial revival home with so much to offer! Here you'll find 2 bedrooms plus a bonus room, 1.5 baths, and major potential with a large, unfinished attic space and basement. The charm is off the charts here with Craftsman period details, stunning

Mandy Wheeler U&R Real Estate

Don't miss your chance to make this South Portland gem your own! With its ideal location, character-filled interior, and ample outdoor space, this home is a must-see for anyone looking for a welcoming home in a vibrant, up-and-coming neighborhood.This charming Colonial is nestled in the neighborhood of Thornton Heights, offering a perfect blend of convenience and comfort. Ideally located with

Vanessa Greco Portside Real Estate Group

This charming 700 square foot ranch-style home features two cozy bedrooms and one bath, offering a perfect blend of character and practicality in a central location. Situated just a short distance from the community center and the Greenbelt Walkway, allows you to easily enjoy the area's outdoor spaces and local amenities. Its compact layout maximizes its efficient use of space. This home offers

April Cohen Duston Leddy Real Estate

Located adjacent to the Wainwright Recreation Complex and Greenbelt Walkway, this end unit is one of those rare condos with an attached garage allowing direct entry into the living space and a finished basement providing plenty of storage space. This association is located in the Highland Meadows area of the city and offers easy access, east and west, to shopping, dining and area beaches. With a

April Cohen Duston Leddy Real Estate

Welcome to this stunning new construction home, offering the ease of one-level living in a peaceful, sought-after neighborhood. Featuring beautiful hardwood floors throughout, this home is designed with an open floor plan that seamlessly blends the living room, dining area, and kitchen—perfect for hosting gatherings. The inviting kitchen is equipped with stainless steel appliances, abundant

Corki Gray Keller Williams Realty

Contractor Special!! APPROVED SHORT SALE PRICE OF $268,000... Mature neighborhood in South Portland, great location off of route 1.

Christine Karales Paul Your Real Estate Company

Back on the market through no fault of it's own. Large 2 unit on over half an acre with distant mountain views in South Portland. This building has been in the same family since 1978. The first floor unit is bright and airy with 2 bedrooms and full bath. The 2nd and 3rd floor unit boasts 4+ bedrooms and 2 full baths and had been owner occupied since 1978. Separate driveways for each unit and

Jeffrey Walker Signature Homes Real Estate Group, LLC

This lovingly cared for home has been owned by just one family. Spacious interior with an open concept layout including a living room with built-ins, formal dining room with china cabinet, nice kitchen and breakfast nook. Great first floor primary bedroom suite with walk in closet and bath. Mature landscaping surrounds this property with perennial and vegetable gardens, a great gazebo, a shed for

Brian Linscott Linscott Real Estate

Introducing 111 Bonnybriar Rd. A delightful Cape-style home nestled on a quiet dead-end road in South Portland. This property offers a spacious, well-maintained yard, along with a large, detached two-car garage—perfect for storage, hobbies, or extra parking. Inside, you'll find the rare ''Winder style'' staircase—a unique architectural detail not often seen in a ''Cape'' style home. The newly

John Hayes Keller Williams Realty

Rare opportunity to own a meticulously renovated and expanded picture-perfect home in beautiful South Portland! This expansive corner lot in the Stanwood Park neighborhood was renovated down to the studs. Renovations include a second floor primary suite which features a luxurious skylight shower. The kitchen includes new energy star appliances and quartz countertops and opens to a stunning new

Peter R. O'Flinn Real Broker

Unlock the potential of this delightful 4-bed, 2.5-bath raised ranch, just waiting for your unique vision to make it shine. With its generous living spaces and versatile layout, this home offers a perfect canvas for your dream design. Located in a prime spot, you'll enjoy easy access to all the vibrant amenities South Portland has to offer. Don't miss out on the chance to create your ideal living

Tyler Janelle Maine Real Estate Co

This charming property combines practicality and a welcoming ambiance! Single-story living, offering 2 bedrooms, an updated full bath, an eat-in kitchen, and a spacious living room. The full basement is clean and dry with a laundry area. Plenty of potential for future expansion. The attached 1-car garage provides added convenience and storage. Outside, enjoy the benefits of a well-kept, flat yard

Stacy Salvo Portside Real Estate Group

Welcome to 55 Cleveland Cir. This home offers 3 bedrooms, 2 full bathrooms, an open floor plan on the main level and an additional large family room. Numerous upgrades throughout the home including updated floor plan, fresh interior paint throughout, new bathroom features and new large, pressure treated and stained back deck. This address boosts a double lot waiting for your touch. Plenty of

Mindy Phillips EXP Realty

Discover all the charm of this beautifully updated 1-bedroom, 1-bathroom single-level bungalow in the heart of South Portland, featured in the 2021 movie Downeast! Ideally situated near all the town's amenities, this home is just a short drive from some of Maine's most stunning beaches, with shopping and dining only minutes away. Step inside to find a modern kitchen and bathroom, both recently

Jasmine Pellerin Keller Williams Realty

Welcome to this charming cape-style home, ideally located in the hear of South Portland, minutes to beautiful beaches, shopping centers and a variety of local amenities. An open floor plan connects the living areas. The large kitchen is perfect for culinary adventures. It offers a first-floor bedroom and bathroom with added bonus space on the second floor. Updated features include hardwood

Sarah Carson Portside Real Estate Group

Updated 3-bedroom, 2-bath home located on a quiet dead-end street in a desirable neighborhood. Enjoy modern comforts in a peaceful setting, with easy access to local amenities and the Greenbelt Trail system.

April Cohen Duston Leddy Real Estate

Custom built Colonial with all the extras. New Construction Opportunity beautiful 4-bedroom, 2.5-bath home and enjoy the rare chance to choose your own finishes and personalize every detail. Public water and private sewer. Built with care by a trusted local builder known for quality craftsmanship.

Jeffrey Walker Signature Homes Real Estate Group, LLC

Quaint Cape Cod style home in the desirable Stanwood Park neighborhood! This 2 bedroom, 1.5 bath home offers a first floor bedroom, a contemporary kitchen, and an open living and dining room with wood floors. A first floor flex space makes an excellent office or den. Recent improvements include a TC Hafford basement system and heat pumps. Outside there is a shed for easy storage. Enjoy being

Jennifer Tabb Portside Real Estate Group