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This exceptional sprawling ranch offers far more than meets the eye, combining generous space, thoughtful design, and outstanding condition throughout. Step inside to discover a bright and inviting layout featuring a well-appointed kitchen with granite countertops and the convenience of direct access from the garage--perfect for everyday living. The home boasts impressively large bedrooms, providing comfort and flexibility for a variety of lifestyles, along with a dedicated private office space ideal for remote work or quiet retreat. Every detail reflects pride of ownership, with the property maintained in truly exceptional condition. Outside, you'll find a rare and expansive .71-acre lot with beautifully maintained grass and lawn--an uncommon find that offers both space and serenity. Unwind and recharge with your own infrared sauna and hot tub, creating a private, spa-like experience right at home. Deceptively spacious and thoughtfully designed, this home is a must-see for anyone seeking comfort, privacy, and room to enjoy both indoors and out.

15 Bellaire Rd, South Portland

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

Selling Office: Redfin Corporation.

$729,500

Beautifully maintained Colonial-style home tucked away on a charming South Portland street. Featuring 3 bedrooms and 2.5 baths, the open-concept layout provides flexibility for both everyday living, entertaining with close proximity to Portland! The kitchen showcases granite countertops, a center island with seating, and stainless steel appliances. Sliding glass doors lead to a sunny deck overlooking the expansive fenced in back yard-an ideal space for relaxing or hosting gatherings. The adjacent living room provides a welcoming place to unwind. Upstairs, the spacious primary suite features a walk-in closet and a private en-suite bath. A large finished basement adds valuable bonus space, perfect for a second living area, game room, and gym. Enjoy the quiet setting while remaining just minutes from local schools, I-95, and downtown Portland. This move-in ready home combines comfort, style, and convenience in one exceptional package.

Beautifully maintained Colonial-style home tucked away on a charming South Portland street. Featuring 3 bedrooms and 2.5 baths, the open-concept layout provides flexibility for both everyday living, entertaining with close proximity to Portland! The kitchen showcases granite countertops, a center island with seating, and stainless steel appliances. Sliding glass doors lead to a sunny deck overlooking the expansive fenced in back yard-an ideal space for relaxing or hosting gatherings. The adjacent living room provides a welcoming place to unwind. Upstairs, the spacious primary suite features a walk-in closet and a private en-suite bath. A large finished basement adds valuable bonus space, perfect for a second living area, game room, and gym. Enjoy the quiet setting while remaining just minutes from local schools, I-95, and downtown Portland. This move-in ready home combines comfort, style, and convenience in one exceptional package.

56 Peary Ter, South Portland

Listing courtesy of Town & Shore Real Estate.

Selling Office: F.O. Bailey Real Estate.

$729,000

Charming cottage-style home set on a peaceful lot in desirable South Portland. This thoughtfully designed single-level home offers 2 bedrooms, 2 full baths, and approximately 1,250± square feet of comfortable living space with an open layout connecting the kitchen, dining, and living areas--ideal for everyday living or entertaining. The home features beautiful wood and tile flooring and a high-end Wolf gas fireplace that adds warmth and character to the living space. A standout feature is the Revision Energy solar panel system, which helps make the home close to net-zero energy, significantly reducing electricity bills and in some periods potentially generating excess power back to the grid. Additional highlights include a full basement for storage, a spacious two-car garage, paved driveway, and a convenient location near beaches, golf courses, Portland Country Club, and easy access to I-295 and the Maine Turnpike.

Charming cottage-style home set on a peaceful lot in desirable South Portland. This thoughtfully designed single-level home offers 2 bedrooms, 2 full baths, and approximately 1,250± square feet of comfortable living space with an open layout connecting the kitchen, dining, and living areas--ideal for everyday living or entertaining. The home features beautiful wood and tile flooring and a high-end Wolf gas fireplace that adds warmth and character to the living space. A standout feature is the Revision Energy solar panel system, which helps make the home close to net-zero energy, significantly reducing electricity bills and in some periods potentially generating excess power back to the grid. Additional highlights include a full basement for storage, a spacious two-car garage, paved driveway, and a convenient location near beaches, golf courses, Portland Country Club, and easy access to I-295 and the Maine Turnpike.

14 Old Bog Rd, South Portland

Listing courtesy of Town & Shore Real Estate.

Selling Office: Signature Homes Real Estate Group, LLC.

$725,000

Space, flexibility, and an exceptionally convenient location come together in this spacious South Portland Colonial. Set back from the road on a nearly half-acre lot, the home offers easy access to South Portland's beaches, the Greenbelt, Willard Square, Knightville, Mill Creek, downtown Portland, and I-295, putting everything from everyday errands to weekend adventures within easy reach. Fresh interior paint and refreshed bathrooms create a welcoming first impression. The spacious kitchen opens to the dining room, while hardwood floors extend throughout much of the home. The first floor also features a comfortable living room, a bedroom that also works well as a home office or guest room, and a convenient half bath. A large bonus room with soaring ceilings and direct access to the backyard offers exceptional flexibility as a family room, playroom, media room, home gym, or hobby space. Upstairs, three additional bedrooms include a spacious primary suite with an oversized bathroom, walk-in closet, and abundant storage, along with a full hall bath serving the remaining bedrooms. Outside, the generous backyard provides plenty of space to relax, play, or entertain. A newer roof and newer siding add peace of mind, making this an excellent opportunity to enjoy generous living space in one of South Portland's most convenient locations.

4 Beds ⋅ 3 Baths

Space, flexibility, and an exceptionally convenient location come together in this spacious South Portland Colonial. Set back from the road on a nearly half-acre lot, the home offers easy access to South Portland's beaches, the Greenbelt, Willard Square, Knightville, Mill Creek, downtown Portland, and I-295, putting everything from everyday errands to weekend adventures within easy reach. Fresh interior paint and refreshed bathrooms create a welcoming first impression. The spacious kitchen opens to the dining room, while hardwood floors extend throughout much of the home. The first floor also features a comfortable living room, a bedroom that also works well as a home office or guest room, and a convenient half bath. A large bonus room with soaring ceilings and direct access to the backyard offers exceptional flexibility as a family room, playroom, media room, home gym, or hobby space. Upstairs, three additional bedrooms include a spacious primary suite with an oversized bathroom, walk-in closet, and abundant storage, along with a full hall bath serving the remaining bedrooms. Outside, the generous backyard provides plenty of space to relax, play, or entertain. A newer roof and newer siding add peace of mind, making this an excellent opportunity to enjoy generous living space in one of South Portland's most convenient locations.

982 Highland Ave, South Portland

Listing courtesy of RE/MAX By The Bay.

Selling Office: Coldwell Banker Realty.

$725,000

Welcome to Summer Lane--where convenience, versatility, and comfort come together. This thoughtfully designed 2010 home offers the ease of one-level living with the added benefit of flexible space to fit a variety of lifestyles. The main level features two bedrooms, two full bathrooms, a dedicated laundry room, and a spacious attached one-car garage. A circular, open-concept layout connects the living, dining, and kitchen areas, creating a welcoming atmosphere that's ideal for both everyday living and entertaining. Upstairs, you'll find a peaceful loft-style bedroom filled with natural light, providing the perfect retreat for guests, a home office, or a private primary bedroom. The finished basement has been completed to code and significantly expands the home's living space, featuring a large family room and an additional bedroom. A designated area is already set up for a refrigerator and hot plate, and sink, offering excellent potential for extended guest stays, multigenerational living, a private workspace, or income-producing opportunities where permitted. Step outside from the dining area to a spacious, newly fenced backyard--perfect for soccer games, gatherings with friends and family, summer barbecues, or evenings around a fire pit. Situated on a quiet dead-end street surrounded by newer homes, this location offers exceptional convenience. Enjoy quick access to Cape Elizabeth, South Portland, and Portland, while being just minutes from Willard Beach, a walk to Reds Ice Cream, Otto's Pizza, Bistro Leluco, and a local market on the corner -- plus the beautiful beaches and coastal attractions of Cape Elizabeth. Whether you're seeking easy single-level living, room for guests, flexible work-from-home space, or simply a home that adapts to your needs, Summer Lane is a property that offers it all. This is one you won't want to miss.

Welcome to Summer Lane--where convenience, versatility, and comfort come together. This thoughtfully designed 2010 home offers the ease of one-level living with the added benefit of flexible space to fit a variety of lifestyles. The main level features two bedrooms, two full bathrooms, a dedicated laundry room, and a spacious attached one-car garage. A circular, open-concept layout connects the living, dining, and kitchen areas, creating a welcoming atmosphere that's ideal for both everyday living and entertaining. Upstairs, you'll find a peaceful loft-style bedroom filled with natural light, providing the perfect retreat for guests, a home office, or a private primary bedroom. The finished basement has been completed to code and significantly expands the home's living space, featuring a large family room and an additional bedroom. A designated area is already set up for a refrigerator and hot plate, and sink, offering excellent potential for extended guest stays, multigenerational living, a private workspace, or income-producing opportunities where permitted. Step outside from the dining area to a spacious, newly fenced backyard--perfect for soccer games, gatherings with friends and family, summer barbecues, or evenings around a fire pit. Situated on a quiet dead-end street surrounded by newer homes, this location offers exceptional convenience. Enjoy quick access to Cape Elizabeth, South Portland, and Portland, while being just minutes from Willard Beach, a walk to Reds Ice Cream, Otto's Pizza, Bistro Leluco, and a local market on the corner -- plus the beautiful beaches and coastal attractions of Cape Elizabeth. Whether you're seeking easy single-level living, room for guests, flexible work-from-home space, or simply a home that adapts to your needs, Summer Lane is a property that offers it all. This is one you won't want to miss.

13 Summer Ln, South Portland

Listing courtesy of Portside Real Estate Group.

Selling Office: Coldwell Banker Realty.

$725,000

22 Carlisle Way Unit 26, South Portland

Listing courtesy of Keller Williams Realty.

Few places anywhere in the region deliver a complete, walkable, and bikeable coastal community quite like Knightville. Set on a peninsula surrounded by open ocean, this vibrant neighborhood offers more than the usual lineup of cafés, coffee shops, grocers, and gastropubs. It's a true lifestyle location, where nearby beaches, parks, playgrounds, South Portland's Greenbelt Trail system, and even a marina are all woven together, just steps from your door. This contemporary building contributes to that energy, with street-level shops creating an active, engaging streetscape and beautifully maintained grounds that create a polished, welcoming feel. Unit 309 sits on the top floor, offering penthouse-level, single-floor living with no one above. The result is a quiet, private setting filled with natural light and enhanced by open sightlines. A private deck provides peekaboo water views and an ideal setting for morning mindfulness or evening unwinding, along with a convenient exterior storage area. Inside, the layout spans over 1,550 square feet, centered on an expansive living, dining, and kitchen, with a flexible office space. The updated galley kitchen features the finishes and appliances buyers expect, while generous storage and in-unit laundry support everyday living. Two bedrooms and two full baths include a spacious primary suite with a walk-in closet. Covered off-street parking, a pet-friendly and professionally managed association, and a reasonable monthly fee of $530 reinforce the ease and predictability of ownership. What truly sets this property apart is the complete package. It's turnkey. It's something you can lock and leave. It's a lifestyle, enriching, connected community all offered at a remarkable price. Our list price represents one of the most compelling values and, quite frankly, investment opportunities in the market, especially considering comparable units across the bridge often sell for nearly twice as much.

$715,000

Few places anywhere in the region deliver a complete, walkable, and bikeable coastal community quite like Knightville. Set on a peninsula surrounded by open ocean, this vibrant neighborhood offers more than the usual lineup of cafés, coffee shops, grocers, and gastropubs. It's a true lifestyle location, where nearby beaches, parks, playgrounds, South Portland's Greenbelt Trail system, and even a marina are all woven together, just steps from your door. This contemporary building contributes to that energy, with street-level shops creating an active, engaging streetscape and beautifully maintained grounds that create a polished, welcoming feel. Unit 309 sits on the top floor, offering penthouse-level, single-floor living with no one above. The result is a quiet, private setting filled with natural light and enhanced by open sightlines. A private deck provides peekaboo water views and an ideal setting for morning mindfulness or evening unwinding, along with a convenient exterior storage area. Inside, the layout spans over 1,550 square feet, centered on an expansive living, dining, and kitchen, with a flexible office space. The updated galley kitchen features the finishes and appliances buyers expect, while generous storage and in-unit laundry support everyday living. Two bedrooms and two full baths include a spacious primary suite with a walk-in closet. Covered off-street parking, a pet-friendly and professionally managed association, and a reasonable monthly fee of $530 reinforce the ease and predictability of ownership. What truly sets this property apart is the complete package. It's turnkey. It's something you can lock and leave. It's a lifestyle, enriching, connected community all offered at a remarkable price. Our list price represents one of the most compelling values and, quite frankly, investment opportunities in the market, especially considering comparable units across the bridge often sell for nearly twice as much.

72 Ocean St Unit 309, South Portland

Listing courtesy of Benchmark Real Estate.

Selling Office: Breakwater Realty Group, LLC.

$715,000

First time on the market in over 25 years. This sweet, updated 3-bedroom (plus home office) Bungalow has been lovingly updated and well cared for over the years, while still maintaining the original woodwork, hardwood floors, cast iron baseboards and built-ins with glass knobs. If you want to live in the Willard Beach community - close to great restaurants, Scratch Bakery, Fort Williams and Bug Light you don't want to miss this opportunity. Detached 1 car garage and a yard that's easy to maintain is ideal for people looking to downsize, upsize or enter the market. This home has been pre-inspected for the buyer's convenience. Seller Concessions Available. For a video walk-thru go to YouTube and enter the property address.

3 Beds ⋅ 1 Baths

First time on the market in over 25 years. This sweet, updated 3-bedroom (plus home office) Bungalow has been lovingly updated and well cared for over the years, while still maintaining the original woodwork, hardwood floors, cast iron baseboards and built-ins with glass knobs. If you want to live in the Willard Beach community - close to great restaurants, Scratch Bakery, Fort Williams and Bug Light you don't want to miss this opportunity. Detached 1 car garage and a yard that's easy to maintain is ideal for people looking to downsize, upsize or enter the market. This home has been pre-inspected for the buyer's convenience. Seller Concessions Available. For a video walk-thru go to YouTube and enter the property address.

47 Elsmere Ave, South Portland

Listing courtesy of Keller Williams Realty.

Selling Office: Waypoint Brokers Collective.

$711,000

Nestled between Meeting House Hill and Willard Square, this charming 4-bedroom, 2-bath Cape/Farmhouse blends timeless character with thoughtful modern updates. Originally built in 1803, the home is filled with warmth and natural light, offering inviting spaces that honor its historic roots while supporting today's lifestyle. The spacious, open-concept kitchen and living area create the perfect setting for entertaining, while original details throughout add depth and charm. The first floor features a convenient bedroom, dedicated office, and a formal dining room ideal for gatherings. Just off the kitchen, unwind in the sunroom or step out onto the deck overlooking a fenced backyard--perfect for relaxing or hosting outdoors. Enjoy the ease of strolling to neighborhood favorites, including local restaurants, shops, and Rosemont Market. Located just minutes from downtown Portland, nearby beaches, and the Jetport, this home offers the perfect balance of historic appeal and modern convenience--an ideal gateway to the Greater Portland lifestyle. Open House Saturday 5/9 11am - 1pm.

Nestled between Meeting House Hill and Willard Square, this charming 4-bedroom, 2-bath Cape/Farmhouse blends timeless character with thoughtful modern updates. Originally built in 1803, the home is filled with warmth and natural light, offering inviting spaces that honor its historic roots while supporting today's lifestyle. The spacious, open-concept kitchen and living area create the perfect setting for entertaining, while original details throughout add depth and charm. The first floor features a convenient bedroom, dedicated office, and a formal dining room ideal for gatherings. Just off the kitchen, unwind in the sunroom or step out onto the deck overlooking a fenced backyard--perfect for relaxing or hosting outdoors. Enjoy the ease of strolling to neighborhood favorites, including local restaurants, shops, and Rosemont Market. Located just minutes from downtown Portland, nearby beaches, and the Jetport, this home offers the perfect balance of historic appeal and modern convenience--an ideal gateway to the Greater Portland lifestyle. Open House Saturday 5/9 11am - 1pm.

124 Mitchell Rd, South Portland

Listing courtesy of Marsden Real Estate.

Enjoy the best of South Portland living from a location that puts beaches, local dining, neighborhood favorites, and Downtown Portland all within easy reach. Start your day with breakfast at The Cookie Jar, meet friends at David's 388 or Bistro Leluco, spend an afternoon at Willard Beach, or take a quick trip into the Old Port to experience some of Maine's best restaurants, boutiques, and waterfront attractions. Whether you're running errands or planning a night out, convenience is always close to home. Filled with timeless character and everyday functionality, this inviting 3-bedroom home offers comfortable living spaces designed to bring people together. The living room is anchored by a cozy fireplace, while the kitchen pass-through with bar seating creates an easy connection to the dining room, making entertaining and everyday meals feel effortless. Dining room built-ins add both charm and practical storage. Looking for room to grow? The walk-up attic offers exciting expansion potential, while the full basement provides abundant storage and includes a toilet and sink for added convenience and flexibility. Outside, one of the home's standout features is the spacious backyard--a rare find in this desirable South Portland neighborhood. Whether you're hosting summer barbecues, gardening, or simply enjoying time outdoors, the generous yard offers plenty of space to make it your own. Combining classic charm, future potential, and an exceptional location near Willard Beach, local restaurants, neighborhood shops, and Portland's vibrant waterfront, this home offers an outstanding opportunity to enjoy one of South Portland's most desirable areas.

$710,000

3 Beds ⋅ 1 Baths

Enjoy the best of South Portland living from a location that puts beaches, local dining, neighborhood favorites, and Downtown Portland all within easy reach. Start your day with breakfast at The Cookie Jar, meet friends at David's 388 or Bistro Leluco, spend an afternoon at Willard Beach, or take a quick trip into the Old Port to experience some of Maine's best restaurants, boutiques, and waterfront attractions. Whether you're running errands or planning a night out, convenience is always close to home. Filled with timeless character and everyday functionality, this inviting 3-bedroom home offers comfortable living spaces designed to bring people together. The living room is anchored by a cozy fireplace, while the kitchen pass-through with bar seating creates an easy connection to the dining room, making entertaining and everyday meals feel effortless. Dining room built-ins add both charm and practical storage. Looking for room to grow? The walk-up attic offers exciting expansion potential, while the full basement provides abundant storage and includes a toilet and sink for added convenience and flexibility. Outside, one of the home's standout features is the spacious backyard--a rare find in this desirable South Portland neighborhood. Whether you're hosting summer barbecues, gardening, or simply enjoying time outdoors, the generous yard offers plenty of space to make it your own. Combining classic charm, future potential, and an exceptional location near Willard Beach, local restaurants, neighborhood shops, and Portland's vibrant waterfront, this home offers an outstanding opportunity to enjoy one of South Portland's most desirable areas.

30 Victory Ave, South Portland

Listing courtesy of Keller Williams Realty. scottandsunny@kw.com

Selling Office: Signature Homes Real Estate Group, LLC.

$709,000

135 Ocean Street -- Prime investment in Knightville. This well-maintained mixed-use building on one of South Portland's most sought-after blocks presents a rare opportunity for stable income and long-term growth. The property includes two residential units and a first-floor commercial space, all currently occupied by long-term tenants. The commercial tenant operates a medical cannabis business and has been in place for seven years, providing a dependable anchor for the building. Located in the heart of the neighborhood's activity and close to transit, shops and services, this property is an attractive option for an investor seeking steady cash flow and future upside.

135 Ocean St, South Portland

Listing courtesy of Portside Real Estate Group.

Selling Office: Waypoint Brokers Collective.

$707,000

Nestled in South Portland's Meeting House Hill neighborhood, this beautifully updated bungalow offers a blend of 1960s character and charm with modern comfort. Set on an easy-to-maintain 0.15-acre lot, this four-bedroom, two-bath home has been generously improved over the past several years to feel fresh and modern while maintaining its classic character. Ideally located less than half a mile from the Greenbelt Trail, approximately 1.5 miles from Willard Beach, the home also enjoys close proximity to Mill Creek shopping, nearby schools, Bug Light, and downtown Portland. Hardwood floors run throughout the first floor and were recently refinished, while numerous updates including interior painting, lighting improvements, and a remodeled gas fireplace enhance the home's warmth and style.The kitchen features granite countertops, a peninsula with seating for casual dining and food prep, updated cabinetry, newer flooring, a pantry, and updated appliances. Open to the informal dining area, the layout creates an easy flow for everyday living and entertaining. Numerous windows fill the living room with beautiful natural light, while the inviting front porch adds additional charm. Two bedrooms (including a walk-in cedar closet) and one bathroom are on the first floor, with two additional bedrooms and a full bathroom newly added in 2023 on the second floor. Finished knee-wall space creates a dedicated office area, ideal for remote work or creative use. Large, dry, unfinished basement allows for ample storage or potential for additional finished space. Outside, enjoy a large fenced backyard complete with a patio, planting areas, and storage shed. Additional improvements include a new boiler/hot water heater, paint, flooring, lighting, stair runner, and more - offering peace of mind and modern efficiency in one of South Portland's most loved neighborhoods. Open House: 5/16, 11-1230pm

Nestled in South Portland's Meeting House Hill neighborhood, this beautifully updated bungalow offers a blend of 1960s character and charm with modern comfort. Set on an easy-to-maintain 0.15-acre lot, this four-bedroom, two-bath home has been generously improved over the past several years to feel fresh and modern while maintaining its classic character. Ideally located less than half a mile from the Greenbelt Trail, approximately 1.5 miles from Willard Beach, the home also enjoys close proximity to Mill Creek shopping, nearby schools, Bug Light, and downtown Portland. Hardwood floors run throughout the first floor and were recently refinished, while numerous updates including interior painting, lighting improvements, and a remodeled gas fireplace enhance the home's warmth and style.The kitchen features granite countertops, a peninsula with seating for casual dining and food prep, updated cabinetry, newer flooring, a pantry, and updated appliances. Open to the informal dining area, the layout creates an easy flow for everyday living and entertaining. Numerous windows fill the living room with beautiful natural light, while the inviting front porch adds additional charm. Two bedrooms (including a walk-in cedar closet) and one bathroom are on the first floor, with two additional bedrooms and a full bathroom newly added in 2023 on the second floor. Finished knee-wall space creates a dedicated office area, ideal for remote work or creative use. Large, dry, unfinished basement allows for ample storage or potential for additional finished space. Outside, enjoy a large fenced backyard complete with a patio, planting areas, and storage shed. Additional improvements include a new boiler/hot water heater, paint, flooring, lighting, stair runner, and more - offering peace of mind and modern efficiency in one of South Portland's most loved neighborhoods. Open House: 5/16, 11-1230pm

128 S Richland St, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

Selling Office: Legacy Properties Sotheby's International Realty.

$707,000

Literally 120 Steps from the front door to Willard Beach soft sand, this is the quintessential Maine bungalow, tucked into one of South Portland's most beloved walkable communities. Featuring an architectural shingled roof only 4 years old and newer windows throughout, this coastal cottage offers one floor living on a quiet dead-end street that opens right onto the beach. The property backs up to forever woods. This is the home that captures everything people move to Maine for; salt air, tight community, and a pace of life that feels like a deep exhale. The cottage opens beautifully to an open concept design. The living room, dining room, and kitchen flow together beneath soaring vaulted ceilings, anchored by rich hardwood floors that run the full length of the space. A deck and slider extend the living space outdoors, opening to a spacious fenced in backyard ready for vegetable and flower gardens. Natural light moves through all day long. Complete with two bedrooms and two full bathrooms, it's effortless flow is perfect for a quiet morning or a room full of people after a perfect beach day. Tucked on the property, the detached bunkhouse is a rare bonus. It's complete with electric, lighting, ceiling fan, Empire propane heat, and refrigerator. A guest retreat, creative studio, or simply the most coveted bonus space in the neighborhood. Willard Beach is just steps away. Views of Fort Gorges on Hogs Island Ledge, Peaks Island, and Cushing Island stretch across Casco Bay. Watch ferries and lobster boats while buoys clang offshore. Tidal pools delight at low tide. Walk north to Spring Point Ledge Lighthouse, in operation since 1897. Walk south to Fisherman's Point where Portland Head Light comes into full view and Cape Elizabeth less than a mile away. Willard Square is your neighborhood delight -- ice cream at Willard Scoops, a morning pastry at Scratch Bakehouse, while kids play at the playground. This is coastal living without compromise.

Literally 120 Steps from the front door to Willard Beach soft sand, this is the quintessential Maine bungalow, tucked into one of South Portland's most beloved walkable communities. Featuring an architectural shingled roof only 4 years old and newer windows throughout, this coastal cottage offers one floor living on a quiet dead-end street that opens right onto the beach. The property backs up to forever woods. This is the home that captures everything people move to Maine for; salt air, tight community, and a pace of life that feels like a deep exhale. The cottage opens beautifully to an open concept design. The living room, dining room, and kitchen flow together beneath soaring vaulted ceilings, anchored by rich hardwood floors that run the full length of the space. A deck and slider extend the living space outdoors, opening to a spacious fenced in backyard ready for vegetable and flower gardens. Natural light moves through all day long. Complete with two bedrooms and two full bathrooms, it's effortless flow is perfect for a quiet morning or a room full of people after a perfect beach day. Tucked on the property, the detached bunkhouse is a rare bonus. It's complete with electric, lighting, ceiling fan, Empire propane heat, and refrigerator. A guest retreat, creative studio, or simply the most coveted bonus space in the neighborhood. Willard Beach is just steps away. Views of Fort Gorges on Hogs Island Ledge, Peaks Island, and Cushing Island stretch across Casco Bay. Watch ferries and lobster boats while buoys clang offshore. Tidal pools delight at low tide. Walk north to Spring Point Ledge Lighthouse, in operation since 1897. Walk south to Fisherman's Point where Portland Head Light comes into full view and Cape Elizabeth less than a mile away. Willard Square is your neighborhood delight -- ice cream at Willard Scoops, a morning pastry at Scratch Bakehouse, while kids play at the playground. This is coastal living without compromise.

71 Willard St, South Portland

Listing courtesy of EXP Realty.

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

$700,000

Here's your opportunity to own a charming home in one of South Portland's most desirable neighborhoods. Perfectly situated near Willard Square, this location offers exceptional convenience with restaurants, bakeries, beaches, parks, and everyday amenities all just a short walk or bike ride away. Whether you're looking for your first home, a place to downsize, or a home with flexible living space, this property is designed to fit a variety of lifestyles. Inside, you'll find three bedrooms, two full bathrooms, including the convenience of a first-floor bedroom and full bath. The home has been thoughtfully updated with a renovated kitchen, newer appliances, a new roof, and multiple heating options--including an energy-efficient heat pump, cozy wood stove, and on-demand wall-hung forced hot water heating system--providing comfort in every season. Additional improvements include a radon air mitigation system and a one-car garage. The creatively finished basement expands the living space with an entertainment bar, laundry area, and plenty of room to personalize to suit your needs. Outside, the backyard is a true private retreat. Enjoy a fully fenced, beautifully landscaped yard featuring vibrant perennial gardens, a generous multi-level deck with pergola, and even a charming pre-loved chicken coop. Whether you're hosting family and friends or simply relaxing in your own outdoor oasis, this space offers the perfect setting. Combining an unbeatable location, thoughtful updates, and outstanding outdoor living, this is a home that truly offers the complete package and is ready to welcome its next owners. We welcome you to join us at this weekends open house on Sunday July 26th from 2:00- 4:00 pm.

Here's your opportunity to own a charming home in one of South Portland's most desirable neighborhoods. Perfectly situated near Willard Square, this location offers exceptional convenience with restaurants, bakeries, beaches, parks, and everyday amenities all just a short walk or bike ride away. Whether you're looking for your first home, a place to downsize, or a home with flexible living space, this property is designed to fit a variety of lifestyles. Inside, you'll find three bedrooms, two full bathrooms, including the convenience of a first-floor bedroom and full bath. The home has been thoughtfully updated with a renovated kitchen, newer appliances, a new roof, and multiple heating options--including an energy-efficient heat pump, cozy wood stove, and on-demand wall-hung forced hot water heating system--providing comfort in every season. Additional improvements include a radon air mitigation system and a one-car garage. The creatively finished basement expands the living space with an entertainment bar, laundry area, and plenty of room to personalize to suit your needs. Outside, the backyard is a true private retreat. Enjoy a fully fenced, beautifully landscaped yard featuring vibrant perennial gardens, a generous multi-level deck with pergola, and even a charming pre-loved chicken coop. Whether you're hosting family and friends or simply relaxing in your own outdoor oasis, this space offers the perfect setting. Combining an unbeatable location, thoughtful updates, and outstanding outdoor living, this is a home that truly offers the complete package and is ready to welcome its next owners. We welcome you to join us at this weekends open house on Sunday July 26th from 2:00- 4:00 pm.

524 Cottage Rd, South Portland

Listing courtesy of RE/MAX Shoreline.

Selling Office: Portside Real Estate Group.

$685,000

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.

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.

Selling Office: Legacy Properties Sotheby's International Realty.

$675,000

Welcome to 83 South Richland Street in South Portland, a beautifully refreshed home where classic charm and modern comfort come together with ease. Coming to the market for the first time since 1998, this special property has been lovingly maintained by just three owners over its remarkable 106-year history. With 3 bedrooms and 2.5 bathrooms, there's plenty of space to spread out and feel at home. The open-concept kitchen and dining area are the heart of the house--perfect for gathering with family and friends, hosting holiday dinners, or simply enjoying everyday life together. Just outside, the expansive 12' x 32' two-level deck provides an inviting space for summer barbecues, morning coffee, or unwinding at the end of the day. The cozy backyard is a true retreat, featuring established gardens filled with plants chosen to support pollinators, bringing vibrant color and attracting birds, bees, and butterflies throughout the seasons. Inside, the recent updates mean you can move right in and start enjoying everything this wonderful home provides. Located in the heart of the Meeting House Hill neighborhood, this home provides easy access to many of South Portland's most beloved local amenities. Enjoy morning walks to neighborhood cafés, pick up groceries and everyday essentials just minutes away, or spend an afternoon exploring nearby parks and green spaces. With local restaurants, bakeries, boutiques, and community events close at hand--not to mention quick access to beaches, downtown Portland, and major commuting routes--Meeting House Hill combines the charm of a close-knit neighborhood with the convenience of city living. Opportunities like this don't come along often. Come see why this cherished home has been loved for generations and imagine making it your own. Offer deadline is Tuesday, June 30, 2026, at 12:00 PM. Please allow 24 hours for a response. Seller reserves the right to accept an offer before the stated offer deadline

Welcome to 83 South Richland Street in South Portland, a beautifully refreshed home where classic charm and modern comfort come together with ease. Coming to the market for the first time since 1998, this special property has been lovingly maintained by just three owners over its remarkable 106-year history. With 3 bedrooms and 2.5 bathrooms, there's plenty of space to spread out and feel at home. The open-concept kitchen and dining area are the heart of the house--perfect for gathering with family and friends, hosting holiday dinners, or simply enjoying everyday life together. Just outside, the expansive 12' x 32' two-level deck provides an inviting space for summer barbecues, morning coffee, or unwinding at the end of the day. The cozy backyard is a true retreat, featuring established gardens filled with plants chosen to support pollinators, bringing vibrant color and attracting birds, bees, and butterflies throughout the seasons. Inside, the recent updates mean you can move right in and start enjoying everything this wonderful home provides. Located in the heart of the Meeting House Hill neighborhood, this home provides easy access to many of South Portland's most beloved local amenities. Enjoy morning walks to neighborhood cafés, pick up groceries and everyday essentials just minutes away, or spend an afternoon exploring nearby parks and green spaces. With local restaurants, bakeries, boutiques, and community events close at hand--not to mention quick access to beaches, downtown Portland, and major commuting routes--Meeting House Hill combines the charm of a close-knit neighborhood with the convenience of city living. Opportunities like this don't come along often. Come see why this cherished home has been loved for generations and imagine making it your own. Offer deadline is Tuesday, June 30, 2026, at 12:00 PM. Please allow 24 hours for a response. Seller reserves the right to accept an offer before the stated offer deadline

83 S Richland St, South Portland

Listing courtesy of Excellence Realty.

Selling Office: Legacy Properties Sotheby's International Realty.

$673,986

Updated and move-in ready, this 4-bedroom, 1.5-bath South Portland home offers a blend of modern updates, inviting gathering spaces, and a location that puts the best of the Greater Portland area within easy reach. The kitchen serves as the centerpiece of the home, featuring granite countertops, stainless steel appliances, a center island, and a dedicated dining area. A pass-through opening to the living room with countertop seating helps keep conversations flowing between spaces, making everyday living and entertaining feel connected and effortless. Hardwood floors add warmth throughout much of the home, while the living room fireplace creates a comfortable place to gather. One of the home's standout spaces is the bright four-season room, where abundant natural light and a wood stove make it a welcoming retreat in every season. A practical parlor helps keep daily life organized, while four bedrooms provide flexibility for guests, remote work, hobbies, or additional living space. Set on one of the largest lots in the neighborhood, the property offers a spacious yard with room to enjoy outdoor activities, gardening, entertaining, or simply relaxing. The back deck provides the perfect spot for summer meals and gatherings, while a shed offers convenient storage for tools, outdoor gear, and seasonal equipment. Located in South Portland, you'll enjoy easy access to local parks, trails, shopping, restaurants, and waterfront destinations. Just minutes from downtown Portland, this location offers convenient access to acclaimed dining, local shops, and entertainment, while nearby beaches, green spaces, and recreational opportunities make it easy to enjoy all that Southern Maine has to offer. From relaxing in the sun-filled four-season room to gathering with friends and family around the fireplace, this home offers comfortable, versatile living in a convenient South Portland location.

Updated and move-in ready, this 4-bedroom, 1.5-bath South Portland home offers a blend of modern updates, inviting gathering spaces, and a location that puts the best of the Greater Portland area within easy reach. The kitchen serves as the centerpiece of the home, featuring granite countertops, stainless steel appliances, a center island, and a dedicated dining area. A pass-through opening to the living room with countertop seating helps keep conversations flowing between spaces, making everyday living and entertaining feel connected and effortless. Hardwood floors add warmth throughout much of the home, while the living room fireplace creates a comfortable place to gather. One of the home's standout spaces is the bright four-season room, where abundant natural light and a wood stove make it a welcoming retreat in every season. A practical parlor helps keep daily life organized, while four bedrooms provide flexibility for guests, remote work, hobbies, or additional living space. Set on one of the largest lots in the neighborhood, the property offers a spacious yard with room to enjoy outdoor activities, gardening, entertaining, or simply relaxing. The back deck provides the perfect spot for summer meals and gatherings, while a shed offers convenient storage for tools, outdoor gear, and seasonal equipment. Located in South Portland, you'll enjoy easy access to local parks, trails, shopping, restaurants, and waterfront destinations. Just minutes from downtown Portland, this location offers convenient access to acclaimed dining, local shops, and entertainment, while nearby beaches, green spaces, and recreational opportunities make it easy to enjoy all that Southern Maine has to offer. From relaxing in the sun-filled four-season room to gathering with friends and family around the fireplace, this home offers comfortable, versatile living in a convenient South Portland location.

70 Springwood Rd, South Portland

Listing courtesy of Keller Williams Realty. scottandsunny@kw.com

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

$665,000

Welcome home to this move-in ready 2010 Colonial offering the perfect blend of comfort, style and convenience. This 3-bedroom home features lots of natural light, an open concept design, Refinished hardwood flooring, Fresh paint throughout, added insulation in the attic for efficiency, a modern kitchen with granite counters, cherry cabinets, new refrigerator and dishwasher plus a large Island for entertaining. Enjoy the convenience of a 2-car attached garage with direct entry for easy access - perfect for those Maine winters. The full dry basement is plumbed for a 3rd bathroom and offers excellent potential for future finishing - create a family room, home office, home gym or additional living space. The back yard is fully fenced and ready for pets or play. There is a back deck, fire pit and patio area that enhances the outdoor space. All set in a convenient location close to local amenities and commuting routes.

Welcome home to this move-in ready 2010 Colonial offering the perfect blend of comfort, style and convenience. This 3-bedroom home features lots of natural light, an open concept design, Refinished hardwood flooring, Fresh paint throughout, added insulation in the attic for efficiency, a modern kitchen with granite counters, cherry cabinets, new refrigerator and dishwasher plus a large Island for entertaining. Enjoy the convenience of a 2-car attached garage with direct entry for easy access - perfect for those Maine winters. The full dry basement is plumbed for a 3rd bathroom and offers excellent potential for future finishing - create a family room, home office, home gym or additional living space. The back yard is fully fenced and ready for pets or play. There is a back deck, fire pit and patio area that enhances the outdoor space. All set in a convenient location close to local amenities and commuting routes.

64 Southeast Rd, South Portland

Listing courtesy of Cottage & Co Real Estate.

Selling Office: Landing Real Estate.

$661,000

This beautifully maintained Colonial-style home is situated in a prime location. The well-designed floor plan is great for entertaining, there is a spacious family room in the basement offering numerous possibilities and an expansive deck system with above-ground pool. Enjoy a full day of sun relaxing poolside! Meticulously cared for by the original owners, the home remains in great condition. Enjoy convenient walking access to local schools, complete with tennis courts, a track, and athletic fields, or play a round of golf at the nearby municipal course. The property also offers quick access to the local area's fabulous beaches, the Maine Mall, I-295, Portland and the Old Port.

This beautifully maintained Colonial-style home is situated in a prime location. The well-designed floor plan is great for entertaining, there is a spacious family room in the basement offering numerous possibilities and an expansive deck system with above-ground pool. Enjoy a full day of sun relaxing poolside! Meticulously cared for by the original owners, the home remains in great condition. Enjoy convenient walking access to local schools, complete with tennis courts, a track, and athletic fields, or play a round of golf at the nearby municipal course. The property also offers quick access to the local area's fabulous beaches, the Maine Mall, I-295, Portland and the Old Port.

13 Oakwood Dr, South Portland

Listing courtesy of Linscott Real Estate.

3 Baths

376 Broadway, South Portland

Listing courtesy of Keller Williams Realty.

Charming Two-Unit Property in the Heart of South Portland's Meetinghouse Hill Welcome to 310 Pine Street a rare opportunity in the highly desirable Meetinghouse Hill neighborhood of South Portland. This well-maintained two-unit property offers flexibility, character, and incredible potential, whether you're looking to owner-occupy, invest, or convert to a single-family home. The first-floor unit features a cozy, efficient living space a 2-bedroom layout, and original charm. Upstairs, the spacious 1-bedroom second unit filled with natural light is perfect for rental income, a guest suite, or a home office setup. Each unit enjoys separately metered utilities, offering convenience and ease for both owners and tenants. Step outside to enjoy a charming backyard, ideal for gardening or relaxing afternoons. A detached garage and off-street parking complete the package, adding both function and value. Just a short stroll to the Greenbelt Walkway, local schools, and South Portland's favorite shops and restaurants, this home places you in one of the city's most walkable and vibrant areas. Easy access to beaches, downtown Portland, and I-295 makes this location unbeatable. Whether you're starting your investment journey, expanding your portfolio, or dreaming of a single-family conversion, 310 Pine Street is a rare gem with endless possibilities

2 Baths

Charming Two-Unit Property in the Heart of South Portland's Meetinghouse Hill Welcome to 310 Pine Street a rare opportunity in the highly desirable Meetinghouse Hill neighborhood of South Portland. This well-maintained two-unit property offers flexibility, character, and incredible potential, whether you're looking to owner-occupy, invest, or convert to a single-family home. The first-floor unit features a cozy, efficient living space a 2-bedroom layout, and original charm. Upstairs, the spacious 1-bedroom second unit filled with natural light is perfect for rental income, a guest suite, or a home office setup. Each unit enjoys separately metered utilities, offering convenience and ease for both owners and tenants. Step outside to enjoy a charming backyard, ideal for gardening or relaxing afternoons. A detached garage and off-street parking complete the package, adding both function and value. Just a short stroll to the Greenbelt Walkway, local schools, and South Portland's favorite shops and restaurants, this home places you in one of the city's most walkable and vibrant areas. Easy access to beaches, downtown Portland, and I-295 makes this location unbeatable. Whether you're starting your investment journey, expanding your portfolio, or dreaming of a single-family conversion, 310 Pine Street is a rare gem with endless possibilities

310 Pine St, South Portland

Listing courtesy of Maine Community Real Estate.

Selling Office: Realty of Maine.

Welcome to 63 Scott Road in South Portland, Maine--where space, flexibility, and comfort come together in this beautifully appointed raised ranch. From the moment you step inside, you'll appreciate how much this home has to offer beyond first impressions. The main living level features three spacious bedrooms and a stunning full bathroom with radiant heated floors, a large walk-in tiled shower, soaking tub, and dual sinks--creating a true spa-like retreat. The open-concept kitchen, dining, and living areas are perfect for both everyday living and entertaining, highlighted by a cozy double-sided gas fireplace that adds warmth and charm throughout the space. Downstairs, the lower level offers even more room to spread out, including an additional bedroom, a three-quarter bath with radiant heat, a generous bonus area ideal for a playroom or second living space, and a utility area with laundry hookups and convenient bulkhead access to the backyard. A standout feature of this home is the top-floor suite, offering incredible versatility. Whether used as a private guest retreat, multi-generational living space, or income-producing Accessory Dwelling Unit, this level lives like its own apartment. Enjoy an oversized bedroom with a walk-in closet, full bath, dedicated laundry room, eat-in kitchen, and a bright, comfortable living area--all with separate access from the back deck for added privacy. (Owner occupancy required for ADU use.) Step outside to your fenced backyard oasis, complete with multi-level decking, a new canvas cover, charming Edison string lights for evening ambiance, and a storage shed--perfect for relaxing or entertaining in any season. If you've been searching for a home that offers space, flexibility, and potential income, 63 Scott Road is truly a must-see. Also listed as a single family MLS# 1657624

3 Baths

Welcome to 63 Scott Road in South Portland, Maine--where space, flexibility, and comfort come together in this beautifully appointed raised ranch. From the moment you step inside, you'll appreciate how much this home has to offer beyond first impressions. The main living level features three spacious bedrooms and a stunning full bathroom with radiant heated floors, a large walk-in tiled shower, soaking tub, and dual sinks--creating a true spa-like retreat. The open-concept kitchen, dining, and living areas are perfect for both everyday living and entertaining, highlighted by a cozy double-sided gas fireplace that adds warmth and charm throughout the space. Downstairs, the lower level offers even more room to spread out, including an additional bedroom, a three-quarter bath with radiant heat, a generous bonus area ideal for a playroom or second living space, and a utility area with laundry hookups and convenient bulkhead access to the backyard. A standout feature of this home is the top-floor suite, offering incredible versatility. Whether used as a private guest retreat, multi-generational living space, or income-producing Accessory Dwelling Unit, this level lives like its own apartment. Enjoy an oversized bedroom with a walk-in closet, full bath, dedicated laundry room, eat-in kitchen, and a bright, comfortable living area--all with separate access from the back deck for added privacy. (Owner occupancy required for ADU use.) Step outside to your fenced backyard oasis, complete with multi-level decking, a new canvas cover, charming Edison string lights for evening ambiance, and a storage shed--perfect for relaxing or entertaining in any season. If you've been searching for a home that offers space, flexibility, and potential income, 63 Scott Road is truly a must-see. Also listed as a single family MLS# 1657624

63 Scott Rd, South Portland

Listing courtesy of Gardner Real Estate Group.

Selling Office: F.O. Bailey Real Estate.

This Bright & Sunny Colonial home is move-in ready! The first floor features a bright kitchen w/ island and easy access to outdoor dining through sliding glass door onto the deck in the warmer months, large living room with great natural lighting, dining room or additional sitting area, and a half bath. The 2nd floor has 3-4 bedrooms. A full bathroom is at the top of the stairs and includes a washer/dryer. Master BR has it's own private bathroom. An oversized bonus room could be used a number of ways! Could easily be converted into an official bedroom. The home has a full, unfinished basement, which can be accessed from the 1st floor. Attached 2 car garage. The large backyard previously had a vegetable garden and is great for entertaining or playing. Don't miss the chance to see this home!

This Bright & Sunny Colonial home is move-in ready! The first floor features a bright kitchen w/ island and easy access to outdoor dining through sliding glass door onto the deck in the warmer months, large living room with great natural lighting, dining room or additional sitting area, and a half bath. The 2nd floor has 3-4 bedrooms. A full bathroom is at the top of the stairs and includes a washer/dryer. Master BR has it's own private bathroom. An oversized bonus room could be used a number of ways! Could easily be converted into an official bedroom. The home has a full, unfinished basement, which can be accessed from the 1st floor. Attached 2 car garage. The large backyard previously had a vegetable garden and is great for entertaining or playing. Don't miss the chance to see this home!

52 Peary Ter, South Portland

Listing courtesy of Keller Williams Realty.

Selling Office: Elevate Maine Realty.

$655,000

Location, Location, Location!!!! Welcome home to this 4 Bedroom/1.5 Bathroom nestled in a peaceful neighborhood with an ideal location. At the heart of the home is a thoughtfully designed kitchen that flows seamlessly into open dining area and cozy sitting space - perfect for everyday living and entertaining. The 1st floor also features a spacious family room with cathedral ceiling and a wood stove creating a warm and welcoming gathering. A convenient half bath and laundry room complete the main level. Upstairs you'll find four bedrooms and full bathroom, offering plenty of space for family, guests, or a home office. The home also offers an exciting opportunity to finish a primary suite with its own bathroom. The plumbing is already in place and ready for your finishing touches. Heat pumps on both 1st and 2nd floor provide efficient heating and cooling. It helps to keep you comfortable year-round while potentially reducing energy costs during the colder months. Built in 1929, this charming home has been thoughtfully updated and improved to meet today's standards. Numerous upgrades include: added insulation, removal of the original asbestos siding, beautiful wood floors throughout, an updated kitchen, new windows and a durable interlock metal roof. Two new bedrooms were added over the garage, along with new driveway and many other improvements. Step outside onto the beautiful deck and enjoy the peaceful backyard, surrounded by nature. The location is hard to beat with easy access to beaches, shopping, Mill Creek Park, Eastern Trails, local restaurants and a short drive to Portland's Old Port. With generous living space, future potential and a location close to so much of what the area has to offer, this home is ready to welcome its next owner.

Location, Location, Location!!!! Welcome home to this 4 Bedroom/1.5 Bathroom nestled in a peaceful neighborhood with an ideal location. At the heart of the home is a thoughtfully designed kitchen that flows seamlessly into open dining area and cozy sitting space - perfect for everyday living and entertaining. The 1st floor also features a spacious family room with cathedral ceiling and a wood stove creating a warm and welcoming gathering. A convenient half bath and laundry room complete the main level. Upstairs you'll find four bedrooms and full bathroom, offering plenty of space for family, guests, or a home office. The home also offers an exciting opportunity to finish a primary suite with its own bathroom. The plumbing is already in place and ready for your finishing touches. Heat pumps on both 1st and 2nd floor provide efficient heating and cooling. It helps to keep you comfortable year-round while potentially reducing energy costs during the colder months. Built in 1929, this charming home has been thoughtfully updated and improved to meet today's standards. Numerous upgrades include: added insulation, removal of the original asbestos siding, beautiful wood floors throughout, an updated kitchen, new windows and a durable interlock metal roof. Two new bedrooms were added over the garage, along with new driveway and many other improvements. Step outside onto the beautiful deck and enjoy the peaceful backyard, surrounded by nature. The location is hard to beat with easy access to beaches, shopping, Mill Creek Park, Eastern Trails, local restaurants and a short drive to Portland's Old Port. With generous living space, future potential and a location close to so much of what the area has to offer, this home is ready to welcome its next owner.

66 Fessenden Ave, South Portland

Listing courtesy of Keller Williams Realty.

Selling Office: Morrison Real Estate.

$650,000

Nestled atop desirable Meeting House Hill South Portland, this timeless classic Four-Square blends character, warmth and thoughtful updates in one of the City's most sought-after neighborhoods. Sunlight pours through the home, highlighting gleaming hardwood floors and creating an inviting atmosphere throughout. Recent improvements include an updated bathroom, efficient gas boiler and modern heat pumps offering year-round comfort. Relax with morning coffee or unwind at the end of the day on the welcoming front porch, while the backyard provides the perfect setting for entertaining, gardening or summer gatherings. A rare opportunity to enjoy classic New England charm paired with some modern convenience in an exceptional dead-end Street location walking distance to the Beach, local shops, restaurants and parks.

3 Beds ⋅ 1 Baths

Nestled atop desirable Meeting House Hill South Portland, this timeless classic Four-Square blends character, warmth and thoughtful updates in one of the City's most sought-after neighborhoods. Sunlight pours through the home, highlighting gleaming hardwood floors and creating an inviting atmosphere throughout. Recent improvements include an updated bathroom, efficient gas boiler and modern heat pumps offering year-round comfort. Relax with morning coffee or unwind at the end of the day on the welcoming front porch, while the backyard provides the perfect setting for entertaining, gardening or summer gatherings. A rare opportunity to enjoy classic New England charm paired with some modern convenience in an exceptional dead-end Street location walking distance to the Beach, local shops, restaurants and parks.

35 Strathmore Rd, South Portland

Listing courtesy of Cottage & Co Real Estate.

Selling Office: RE/MAX Shoreline.

$650,000

First time offered in over 50 years! This charming 4-bedroom Arts & Crafts-era Colonial sits proudly in the heart of Meeting House Hill on an exceptionally rare double lot of record, offering a spacious yard that's nearly impossible to find in this sought-after neighborhood. Filled with character and warmth, this home has been lovingly cared for through generations, including the addition of a sunny family room and additional garage bay. Most of the incredible period woodwork is still intact here, including fantastic built-ins, intricate mouldings, and a detailed fireplace mantel. While updates are needed, the strong surrounding home values and unbeatable location make this a smart play for buyers looking to personalize. Just a short stroll to Willard Beach, the area's top restaurants, and everything that makes this one of the most desirable neighborhoods in South Portland.

4 Beds ⋅ 3 Baths

First time offered in over 50 years! This charming 4-bedroom Arts & Crafts-era Colonial sits proudly in the heart of Meeting House Hill on an exceptionally rare double lot of record, offering a spacious yard that's nearly impossible to find in this sought-after neighborhood. Filled with character and warmth, this home has been lovingly cared for through generations, including the addition of a sunny family room and additional garage bay. Most of the incredible period woodwork is still intact here, including fantastic built-ins, intricate mouldings, and a detailed fireplace mantel. While updates are needed, the strong surrounding home values and unbeatable location make this a smart play for buyers looking to personalize. Just a short stroll to Willard Beach, the area's top restaurants, and everything that makes this one of the most desirable neighborhoods in South Portland.

70 Vincent St, South Portland

Listing courtesy of Coyne Webber Real Estate Associates, LLC. 207-772-4663

Selling Office: Portside Real Estate Group.

$645,000

Solar panels on the roof (2015), an Electric Vehicle Charging in the 2-car garage, High Efficiency Rheems electric Hot Water Heater, 2 heat pumps for heat and A/C, and a wall-hung Baxi boiler for hot water baseboard (propane) backup heat - wow! Add hardwood floors, plantation shutters, an oversized corner lot across the street from the entrance to the Wainwright Field Complex, and you have your South Portland Dream Home, just waiting for you to furnish it and enjoy it. The lower level offers direct access to the heated garage (freshly painted!), two separate living areas, and a half bath with front loading washer and dryer. The slider on the rear gives you easy access to the generous side yard. Almost 1/3 acre total. Upstairs, find a lovely sunken living room with brick hearth (woodstove flue) that opens to a white/stainless/quartz kitchen and dining area that overlooks the 16' x 12' deck. With three bedrooms and a full bath just down the hall, and all with gorgeous white plantation shutters, this is the sun-filled move-in ready home you've been waiting for!

Solar panels on the roof (2015), an Electric Vehicle Charging in the 2-car garage, High Efficiency Rheems electric Hot Water Heater, 2 heat pumps for heat and A/C, and a wall-hung Baxi boiler for hot water baseboard (propane) backup heat - wow! Add hardwood floors, plantation shutters, an oversized corner lot across the street from the entrance to the Wainwright Field Complex, and you have your South Portland Dream Home, just waiting for you to furnish it and enjoy it. The lower level offers direct access to the heated garage (freshly painted!), two separate living areas, and a half bath with front loading washer and dryer. The slider on the rear gives you easy access to the generous side yard. Almost 1/3 acre total. Upstairs, find a lovely sunken living room with brick hearth (woodstove flue) that opens to a white/stainless/quartz kitchen and dining area that overlooks the 16' x 12' deck. With three bedrooms and a full bath just down the hall, and all with gorgeous white plantation shutters, this is the sun-filled move-in ready home you've been waiting for!

4 Tamarack Dr, South Portland

Listing courtesy of Keller Williams Realty. info@MaineDreamProperties.com

Selling Office: EXP Realty.

$639,000

Welcome home! This pristine property is offered ready to move in. A full renovation in 2023 included all luxury plank flooring, kitchen with honed granite tops and new appliances, bath vanities, all lighting and plumbing fixtures, and all surfaces painted inside and out. The primary bedroom features en-suite bath access and a private deck. A versatile first floor living space has a full bath with laundry closet and is direct entry from the two-car garage with a slider walk-out. The elevated rear deck looks over a great yard, backed by Spurwink Creek. Location is everything, and the Meadow Glen neighborhood offers an amazing opportunity to be on the boarder of Scarborough, only 4 miles to public beaches, 4 miles to downtown Portland and just minutes to Knightville shopping and restaurants. There are extensive public parks just across the street at Wainwright Field, featuring the Greenbelt trail. The owners have moved into their new home and are looking forward to welcoming you as the new owner of 23 Winding Way!

Welcome home! This pristine property is offered ready to move in. A full renovation in 2023 included all luxury plank flooring, kitchen with honed granite tops and new appliances, bath vanities, all lighting and plumbing fixtures, and all surfaces painted inside and out. The primary bedroom features en-suite bath access and a private deck. A versatile first floor living space has a full bath with laundry closet and is direct entry from the two-car garage with a slider walk-out. The elevated rear deck looks over a great yard, backed by Spurwink Creek. Location is everything, and the Meadow Glen neighborhood offers an amazing opportunity to be on the boarder of Scarborough, only 4 miles to public beaches, 4 miles to downtown Portland and just minutes to Knightville shopping and restaurants. There are extensive public parks just across the street at Wainwright Field, featuring the Greenbelt trail. The owners have moved into their new home and are looking forward to welcoming you as the new owner of 23 Winding Way!

23 Winding Way, South Portland

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

Welcome to 139 Skillings Street, an updated duplex situated on a nearly one-half-acre lot featuring a fully fenced backyard--a rare find for a multifamily property in South Portland. The private backyard offers space for entertaining, gardening, relaxing, or enjoying time with pets. Ideal for both owner-occupants and investors, this well-maintained duplex offers comfortable living with excellent rental income potential. The first-floor apartment features three bedrooms, one bath, a living room, and an eat-in kitchen with granite countertops, new high-end stainless steel appliances, ceramic tile flooring, new luxury vinyl plank flooring, fresh paint, and a private rear deck. The second-floor apartment offers two bedrooms, one bath, abundant natural light, hardwood floors, an eat-in kitchen with granite countertops, ceramic tile flooring, fresh paint, and direct stairway access to the backyard. Additional features include off-street parking for four to six vehicles, a storage shed, a dry concrete basement with washer/dryer hookups, and a spacious stand-up attic offering abundant storage. Two completely separate heating and domestic hot water systems set this duplex apart. The property can be heated by either a two-year-old Viessmann high-efficiency wall-mounted boiler or a premium European-designed wood pellet boiler with a 7,000-pound pellet hopper that offers exceptionally economical heating. Both systems provide independent thermostat control for each apartment. Conveniently located just minutes from I-295, downtown Portland, area beaches, the Greenbelt Trail, shopping, restaurants, schools, and public transportation, this property offers an outstanding opportunity for owner-occupancy, rental income, or long-term investment, complemented by a private backyard that provides a welcome retreat.

$635,000

2 Baths

Welcome to 139 Skillings Street, an updated duplex situated on a nearly one-half-acre lot featuring a fully fenced backyard--a rare find for a multifamily property in South Portland. The private backyard offers space for entertaining, gardening, relaxing, or enjoying time with pets. Ideal for both owner-occupants and investors, this well-maintained duplex offers comfortable living with excellent rental income potential. The first-floor apartment features three bedrooms, one bath, a living room, and an eat-in kitchen with granite countertops, new high-end stainless steel appliances, ceramic tile flooring, new luxury vinyl plank flooring, fresh paint, and a private rear deck. The second-floor apartment offers two bedrooms, one bath, abundant natural light, hardwood floors, an eat-in kitchen with granite countertops, ceramic tile flooring, fresh paint, and direct stairway access to the backyard. Additional features include off-street parking for four to six vehicles, a storage shed, a dry concrete basement with washer/dryer hookups, and a spacious stand-up attic offering abundant storage. Two completely separate heating and domestic hot water systems set this duplex apart. The property can be heated by either a two-year-old Viessmann high-efficiency wall-mounted boiler or a premium European-designed wood pellet boiler with a 7,000-pound pellet hopper that offers exceptionally economical heating. Both systems provide independent thermostat control for each apartment. Conveniently located just minutes from I-295, downtown Portland, area beaches, the Greenbelt Trail, shopping, restaurants, schools, and public transportation, this property offers an outstanding opportunity for owner-occupancy, rental income, or long-term investment, complemented by a private backyard that provides a welcome retreat.

139 Skillings St, South Portland

Listing courtesy of Sell Your Home Services. 888-219-3009