South Portland Homes with Trees/Woods View

Welcome to South Portland, Maine—a charming coastal city nestled in Cumberland County, where the beauty of nature meets vibrant urban living. Just across the harbor from Portland, South Portland boasts stunning waterfront views, lush parks, and a friendly community atmosphere that makes it a perfect place to call home.

One of the most enchanting features of South Portland is its homes that offer breathtaking views of trees and wooded landscapes. Imagine waking up each morning to the gentle rustle of leaves and the soothing sounds of nature right outside your window. These homes provide a serene escape from the hustle and bustle of city life, allowing residents to enjoy the tranquility of their surroundings while still being conveniently located near urban amenities.

South Portland is renowned for its commitment to preserving green spaces, with numerous parks and trails that encourage outdoor activities and exploration. The nearby Greenbelt Walkway offers miles of scenic paths perfect for walking, jogging, or biking, making it easy to immerse yourself in the natural beauty that surrounds you. Whether you’re sipping coffee on your deck while watching the sunrise over the trees or taking a leisurely stroll through one of the many local parks, the connection to nature is an integral part of life in South Portland.

With its blend of vibrant community life, stunning natural beauty, and homes that provide the perfect view of trees and woods, South Portland is truly a gem of Maine. Come and discover the charm of this delightful city, where every day feels like a retreat into nature!

Newest South Portland Homes with Trees/Woods View

$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.

$545,000

3 Beds ⋅ 2 Baths

Fantastic South Portland location! Minutes from local schools, community center, green belt trail, the Old Port, public beaches, and so much more. This 2009 well built home is in great condition, has 3 good sized bedrooms, a full bath on both the 1st and 2nd floors, a fenced in backyard and SS appliances which means you can move right in and start enjoying this quiet and convenient place to live. If you need a home office, gym, or just extra space, there's a bright and useful finished bonus room in the basement. You'll appreciate this low maintenance home featuring an efficient natural gas heating system, vinyl siding, and freshly repainted back deck and covered front porch. A home in this good of condition in South Portland at this pricepoint doesn't come around often....Don't miss out! Home has been pre-inspected for buyers' convenience.

98 Cumberland Rd, South Portland

Listing courtesy of Keller Williams Realty.

$515,000

3 Beds ⋅ 2 Baths

Welcome to eco-friendly, low-cost living in one of Southern Maine's most desirable locations! This beautiful 3-bedroom ranch at 8 Kenneth Road in South Portland offers over 1,400 square feet of well-designed space, highlighted by an open-concept kitchen and a completely modernized full bathroom on the main floor. The expanded footprint includes a finished basement with a half bath, providing the perfect setup for a family room, home office, or guest space. What truly sets this South Portland home apart are the owned solar panels on the roof, drastically reducing utility bills and providing long-term affordability in today's competitive market. Situated in an incredible neighborhood just minutes from local beaches, parks, shopping, and downtown Portland, this property perfectly blends modern upgrades with unbeatable cost savings.

8 Kenneth Rd, South Portland

Listing courtesy of RE/MAX Oceanside.

$489,900

2 Beds ⋅ 1 Baths

Elegant South Portland bungalow offering timeless charm and exceptional convenience. This beautifully maintained 2-bedroom, 1-bath home features desirable one-floor living, with a welcoming front glassed-in porch that provides a bright and comfortable three-season entry into a flexible mudroom or office with generous double closets. The thoughtful layout includes a first-floor bedroom, full bath with bathtub, and additional attic space for storage or future use. A well-kept yard and 2-car garage enhance both curb appeal and everyday functionality, while the home's location near major road access and the airport adds outstanding convenience. Set in a desirable South Portland neighborhood, this inviting bungalow blends classic character, practical comfort, and an appealing sense of ease.

18 Ardsley Ave, South Portland

Listing courtesy of Coldwell Banker Realty. 207-773-1990

$399,900

4 Beds ⋅ 2 Baths

Welcome to easy, carefree condo living in one of South Portland's most sought-after communities. Tucked within a peaceful, wooded setting, where homes rarely become available, this bright, well maintained end unit offers privacy, convenience, and single floor living. Enjoy private patio green space and association walking trails, along with nearby parks and beaches. Just a short walk to the South Portland Community Center, pool, and tennis courts. Minutes from Mill Creek shops and restaurants, and downtown Portland. *Upcoming special assessment for new roof, skylights and gutters will be settled at closing from Seller proceeds.

2 Ashbourne Ct Unit 2, South Portland

Listing courtesy of Better Homes and Gardens Real Estate/The Masiello Group.

$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.

$899,900

3 Beds ⋅ 4 Baths

Introducing a thoughtfully designed 20-unit luxury condominium community nestled in the sought-after Willard Beach area of South Portland. Each residence offers approximately 2,350 square feet of refined living space across three levels. This unit does not have an elevator. The second floor features an elegant open-concept layout that includes the living room, kitchen, dining area, a separate office, a stylish half bath and a porch off of the Livingroom—perfect for modern living and entertaining. On the ground floor, a versatile efficiency suite with a full bath, kitchenette, and private patio offers an ideal space for a caregiver, in-law, or guest. The top floor is home to a spacious primary bedroom with an ensuite bath featuring a tiled shower and a private porch overlooking the treed ridge behind the property. A guest bedroom, additional full bath, and laundry room complete the upper level. Hardwood floors run throughout, and each unit is equipped with two efficient heat sources and cooling for year-round comfort. Set in a quiet neighborhood, the development abuts 4+- acres of protected city-owned land, providing privacy and a natural buffer. Residents will enjoy walking distance to Willard Beach, SMCC, marinas, restaurants, and local shops. Each home also includes a one-car garage, making this an exceptional blend of luxury, location, and lifestyle.

119 Summit Ter Unit 6, South Portland

Listing courtesy of F.O. Bailey Real Estate.

$917,400

2 Beds ⋅ 3 Baths

Coolidge-Single Level Layout - Having 2220 +/- sf. with a beautiful sunroom. This 55 plus community are craftsman-designed homes sited on 18+ designed landscaped acres. This community has17 twin villas consisting of 34 homes offering unmatched quality details & craftsmanship with exceptional HERS & Energy Star features. The showstopper - Primary Ensuite will make you feel like your home is truly a staycation suite featuring an ensuite bathroom with a zero clearance tiled shower and an immense walk-in closet. The home is filled with abundant light, 10' ceilings with large transom windows, hardwood flooring, and the highest quality woodwork. The driveway surfaces are stone pavers that show quality before entering the home. Allow your gatherings to overflow onto your well-landscaped patio area, connecting to nature & outdoor entertaining. Allowances for appliances and lighting are available. Energy Recovery Ventilation (ERV), & pre-wiring for EV cars are just some of the energy efficiencies built into these homes. With the unique opportunity to select from various options and customization, you can create a new home that perfectly reflects your taste and style in this sought-after location close to shopping and dining and an overabundance of world-class recreation. Right here in the area you love. The community has a public gardening feature exclusively for homeowners. Visit our furnished model. Photos shown are of our upgraded Model Home. GPS. 761 Main Street South Portland ME behind King Wood Condominiums. New furnished model located at 3 Puffin

2 Plover Way Unit 17, South Portland

Listing courtesy of Coldwell Banker Realty. 207-773-1990

$947,872

3 Beds ⋅ 4 Baths

Introducing a thoughtfully designed 20-unit luxury condominium community nestled in the sought-after Willard Beach area of South Portland. Each residence offers approximately 2,350 square feet of refined living space across three levels, with a private elevator for enhanced convenience. The second floor features an elegant open-concept layout that includes the living room, kitchen, dining area, a separate office, a stylish half bath and a porch off of the Livingroom—perfect for modern living and entertaining. On the ground floor, a versatile efficiency suite with a full bath, kitchenette, and private patio offers an ideal space for a caregiver, in-law, or guest. The top floor is home to a spacious primary bedroom with an ensuite bath featuring a tiled shower and a private porch overlooking the treed ridge behind the property. A guest bedroom, additional full bath, and laundry room complete the upper level. Hardwood floors run throughout, and each unit is equipped with two efficient heat sources and cooling for year-round comfort. Set in a quiet neighborhood, the development abuts 4+- acres of protected city-owned land, providing privacy and a natural buffer. Residents will enjoy walking distance to Willard Beach, SMCC, marinas, restaurants, and local shops. Each home also includes a one-car garage, making this an exceptional blend of luxury, location, and lifestyle.

119 Summit Ter Unit 5, South Portland

Listing courtesy of F.O. Bailey Real Estate.

$838,900

2 Beds ⋅ 3 Baths

Phase III Open - Only 1 single level & 4 2-storny w/primary on 1st floor available. New Construction! This 55plus community are craftsman-designed homes sited on 18+ designed landscaped acres. This community has17 twin villas consisting of 34 homes offering unmatched quality details & craftsmanship with exceptional HERS & Energy Star features. The showstopper - Primary Ensuite will make you feel like your home is truly a staycation suite featuring an ensuite bathroom with a zero clearance tiled shower and an immense walk-in closet. The home is filled with abundant light, 10' ceilings with large transom windows, hardwood flooring, and the highest quality woodwork. The driveway surfaces are stone pavers that show quality before entering the home. Allow your gatherings to overflow onto your well-landscaped patio area, connecting to nature & outdoor entertaining. Allowances for appliances and lighting are available. Energy Recovery Ventilation (ERV), & pre-wiring for EV cars are just some of the energy efficiencies built into these homes. With the unique opportunity to select from various options and customization, you can create a new home that perfectly reflects your taste and style in this sought-after location close to shopping and dining and an overabundance of world-class recreation. Right here in the area you love. The community has a public gardening feature exclusively for homeowners. Furnished model to come soon; we can't wait to show it off to you! Photos shown are our upgraded Model Home. GPS. 761 Main Street South Portland ME behind King Wood Condominiums. New furnished model located at 3 Puffin

14 Plover Way Unit 25, South Portland

Listing courtesy of Coldwell Banker Realty. 207-773-1990

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