639 houses for sale in Stroudwater

From its commanding position high on the lot, this impressive custom Colonial in Portland's desirable Stroudwater neighborhood offers an exceptional combination of space, convenience, and value. Set on nearly A½ acre with mature landscaping, lovely lawns, and an expansive backyard, the property provides privacy, sunshine, and room to enjoy the outdoors. Built in 2003, the home offers 3,391A± SF of thoughtfully designed living space. The first floor features a well-appointed eat-in kitchen with island, abundant cabinetry, and space for casual dining. The kitchen flows seamlessly into the living areas, creating an ideal setting for everyday living and entertaining. A formal dining room, spacious front-to-back living room with fireplace, and convenient half bath complete the main level. The second floor offers 4 bedrooms, 2 full baths, and a dedicated laundry room. The oversized primary suite serves as a true retreat with a large walk-in closet and luxurious private bath. Generously sized

Nestled in Portland's Stroudwater neighborhood on a quiet cul-de-sac, this inviting 3 to 4-bedroom, 2.5-bath offers spacious living in a desirable location. Ideally located just moments from the Portland Trails system, you'll enjoy easy access to miles of scenic walking, running, and biking trails while remaining just minutes from downtown Portland. Inside, a bright and sun-filled living room welcomes you with abundant natural light and a cozy wood-burning fireplace, creating the perfect space to relax or gather with family and friends. The thoughtfully designed layout includes a first-floor primary suite with an en suite bath, offering the ease of single-level living. Additional highlights include a glassed-in sunroom with sliding doors to the backyard, full basement with expansive storage, a two-car garage, generator and plenty of room for family, guests, or a home office. Set in one of Portland's most established neighborhoods, this home offers a wonderful balance of peaceful surrou

Tucked on a sprawling, ultra-private lot, this beautifully updated 4-bedroom, 3.5-bath home offers the rare combination of single level living, spaciousness, privacy, storage and move-in-ready peace of mind. Your own pickleball court and a backyard that is a showstopper: extensive decking, a stone patio, perennial gardens, raspberries and blackberries along with peach and cherry trees - a private oasis with a country feel. Inside, the layout is smart and rare - TWO renovated bedroom ensuites on opposite ends of the home, each with its own beautifully finished bath and one with a study/sitting room. It's the perfect setup for multigenerational living, hosting guests, or a true dual-primary arrangement. The spa-like primary bath features a custom tile shower, soaking tub, dual vanity, radiant heat, and quartzite floors and there is a large custom tile and glass shower in the other primary ensuite. The heart of the home is a chef's kitchen with solid maple cabinets, granite counters and a

From its commanding position high on the lot, this impressive custom Colonial in Portland's desirable Stroudwater neighborhood offers an exceptional combination of space, convenience, and value. Set on nearly A½ acre with mature landscaping, lovely lawns, and an expansive backyard, the property provides privacy, sunshine, and room to enjoy the outdoors. Built in 2003, the home offers 3,391A± SF of thoughtfully designed living space. The first floor features a well-appointed eat-in kitchen with island, abundant cabinetry, and space for casual dining. The kitchen flows seamlessly into the living areas, creating an ideal setting for everyday living and entertaining. A formal dining room, spacious front-to-back living room with fireplace, and convenient half bath complete the main level. The second floor offers 4 bedrooms, 2 full baths, and a dedicated laundry room. The oversized primary suite serves as a true retreat with a large walk-in closet and luxurious private bath. Generously sized

Nestled in Portland's Stroudwater neighborhood on a quiet cul-de-sac, this inviting 3 to 4-bedroom, 2.5-bath offers spacious living in a desirable location. Ideally located just moments from the Portland Trails system, you'll enjoy easy access to miles of scenic walking, running, and biking trails while remaining just minutes from downtown Portland. Inside, a bright and sun-filled living room welcomes you with abundant natural light and a cozy wood-burning fireplace, creating the perfect space to relax or gather with family and friends. The thoughtfully designed layout includes a first-floor primary suite with an en suite bath, offering the ease of single-level living. Additional highlights include a glassed-in sunroom with sliding doors to the backyard, full basement with expansive storage, a two-car garage, generator and plenty of room for family, guests, or a home office. Set in one of Portland's most established neighborhoods, this home offers a wonderful balance of peaceful surrou

Tucked on a sprawling, ultra-private lot, this beautifully updated 4-bedroom, 3.5-bath home offers the rare combination of single level living, spaciousness, privacy, storage and move-in-ready peace of mind. Your own pickleball court and a backyard that is a showstopper: extensive decking, a stone patio, perennial gardens, raspberries and blackberries along with peach and cherry trees - a private oasis with a country feel. Inside, the layout is smart and rare - TWO renovated bedroom ensuites on opposite ends of the home, each with its own beautifully finished bath and one with a study/sitting room. It's the perfect setup for multigenerational living, hosting guests, or a true dual-primary arrangement. The spa-like primary bath features a custom tile shower, soaking tub, dual vanity, radiant heat, and quartzite floors and there is a large custom tile and glass shower in the other primary ensuite. The heart of the home is a chef's kitchen with solid maple cabinets, granite counters and a

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Welcome to 32 Taft Avenue, where comfort, convenience, and thoughtful updates come together in one of Portland's most accessible neighborhoods! This charming 3-bedroom, 1-bath home is perfectly situated just a chip and a putt from the Pine Tree Shopping Center, making everyday errands a breeze with grocery shopping, banking, fitness centers, restaurants, and more all just up the street. Step inside to discover a spacious living room filled with natural light from the large picture window, creating a warm and inviting space for relaxing or entertaining. Outside, you'll love the oversized side yard and a backyard featuring a spectacular stone patio-an ideal setting for summer barbecues, morning coffee, or evenings spent with family and friends. This home has numerous recent improvements, including a new boiler, front door, and attic insulation (2025), new windows, gutters, and awnings (2024), and a new roof (2021), giving you peace of mind for years to come. Commuters and adventurers ali

For info or a showing Elise Loschiavo Bright, sunny end unit townhouse in a three-unit complex, tucked into the USM/Oakdale neighborhood. The first floor features an open dining and living area anchored by a two-sided wood fireplace, plus a half bath. The cheery kitchen has stainless steel appliances and marble counters. Upstairs, you'll find two nicely sized bedrooms and a full bath. Enjoy the convenience of your own 1-car garage plus guest parking, plus affordable HOA dues and heating costs. The location is hard to beat. Walk or bike to downtown, the Back Bay, and Deering Oaks, or hop on the bus line right nearby. Game days are easy too: start with happy hour at Continental, then walk over to Fitzpatrick Field to cheer on the Hearts of Pine!

Outstanding investment opportunity in Portland! This 1900-built high performing 3-unit property sits on a unique double city lot. Offering unmatched yard space and parking options just off Forest Ave. The property features a stellar, high-demand rental mix: a 4-bedroom, 3-bedroom, and 1-bedroom unit. Step inside the beautifully updated downstairs unit 1 to find granite countertops, new cabinets and a new range. Unit 2 upstairs has ample space as a split level 4-bedroom unit. Unbeatable location-walking distance to Deering Oaks Park, the Back Bay trails, USM, and local dining. Perfect for an owner-occupant or a savvy investor looking for a strong-performing asset in a highly walkable neighborhood

This three-unit property near USM offers opportunity and flexibility. A detached single-family home and a duplex on one lot, create a range of possibilities for investors, owner-occupants, and multi-generational living arrangements alike. Each of the three units offers a three-bedroom layout, providing comfortable living spaces that continue to attract strong tenant demand. The property is currently fully occupied with a proven rental history, offering immediate income for investors while presenting future opportunities for an owner-occupant seeking to offset housing costs with rental revenue. Off-street parking adds significant value and convenience, while the highly walkable location places residents just minutes from USM, Hadlock Field, The Expo, Deering Oaks Park, downtown Portland, local restaurants, shopping, and public transportation. Well maintained over the years, the property offers a solid foundation with potential for future value enhancement through cosmetic exterior impro

Welcome to this beautifully updated 2 bedroom, 2 bathroom home in South Portland. Thoughtfully refreshed and finished throughout with 2 new bathroom remodels and fully updated kitchen, including all new high efficiency windows and doors, this home presents a clean, modern feel with the convenience of being close to everything. Enjoy easy access to shopping, dining, parks, trails, and everyday amenities, with plenty of opportunities for walking and biking right nearby. Some favorites include, Thompson's Point, Greenbelt Trail, Bug Light State Park and Willard Beach. The home has been newly finished throughout, creating a bright and inviting space that's ready to enjoy. Outside, you'll find even more to love, including a brand new shed, beautifully established gardens, and new fencing that adds both privacy and charm. Whether you're relaxing at home, entertaining, gardening, or exploring all that South Portland has, this property provides an ideal combination of comfort, convenience, and

Opportunity awaits with this classic 3-bedroom, 1.5-bath Portland bungalow offering plenty of character, flexible living space, and the chance to make it your own. With hardwood floors, original details, and generous rooms throughout, this home provides a great foundation for updates and personalization. The first floor offers convenient living options with a bedroom, office, spacious living area with wood stove, and a bright enclosed front porcha€”an inviting bonus space to enjoy throughout much of the year. Upstairs, you'll find additional bedrooms with plenty of space and storage. Outside, the fenced yard provides room for gardening, pets, entertaining, or creating your own outdoor retreat. With its classic bungalow character and versatile floor plan, this property is a great opportunity for buyers looking to build equity while creating a home that reflects their own style. Conveniently located with easy access to Portland amenities, shopping, restaurants, and major commuter routes,

Outstanding investment opportunity in Portland! This 1900-built high performing 3-unit property sits on a unique double city lot. Offering unmatched yard space and parking options just off Forest Ave. The property features a stellar, high-demand rental mix: a 4-bedroom, 3-bedroom, and 1-bedroom unit. Step inside the beautifully updated downstairs unit 1 to find granite countertops, new cabinets and a new range. Unit 2 upstairs has ample space as a split level 4-bedroom unit. Unbeatable location-walking distance to Deering Oaks Park, the Back Bay trails, USM, and local dining. Perfect for an owner-occupant or a savvy investor looking for a strong-performing asset in a highly walkable neighborhood

It's a little bit urban, it's a little bit coastal and totally convenient. Built in 2021, this sun filled, spacious end unit was thoughtfully designed with 2BR, 1.5 bathrooms and finished with the features you desire. Immediately you will notice the 9' ceilings, custom tile work in the bathrooms, stone countertops and shaker-style painted cabinets throughout the kitchen. Additional amenities include a wine refrigerator, washer and dryer, built-in Sonos speaker system and a newly designed office / flex space in the lower level. Relax with your morning coffee on your private balcony knowing that your car is just steps below in your attached garage. Built with an eye for quality and value, this sleek, modern townhome makes a statement that matches your lifestyle. a home you'll be proud to own! 531 West is conveniently located within walking distance to shopping, restaurants, walking trails and just minutes to Interstate I95. Please note: Staged photos were done for prior listing. Condomin

Offered for the first time in decades, this well-located 3-unit multi-family property in Portland's desirable Oakdale neighborhood. Each unit is equipped with its own private laundry, separated electricity, and natural gas, as well as a off-street parking. Just moments from Woodford's Corner, residents can enjoy an array of local restaurants, shops, cafes, and neighborhood amenities. Outdoor enthusiasts will appreciate the nearby trails and recreational opportunities along Back Cove. For commuters, I-295 is only 0.75 miles away, while the vibrant restaurants, shops, waterfront, and entertainment of Portland's Old Port are approximately 1.5 miles from the property. The flexible three-unit layout presents an excellent opportunity for an investor, owner-occupant, or anyone looking to build equity in one of Portland's sought-after neighborhoods

Well situated Woodfords Corner/Back Cove 2 unit building with a double width driveway that comfortably parks 4 cars! This property has been very well-maintained and owner-occupied until early this year. Both units have bamboo wood flooring and granite kitchens plus there is a third floor that lends itself for a possible home office or other potential uses. Very close to the Boulevard and other urban amenities

Downtown Westbrook 3-unit multi-family. Two, 1-bedroom, 1st floor units and large 2-bedroom, 2nd floor unit. Recently upgraded, high efficiency natural gas heating system. Newer vinyl windows and roof. Off-street parking. Large unfinished attic space and walkout basement. Convenient location within walking distance to numerous area amenities and businesses. Located on Metro bus line and easy commute to I-95 and Downtown Portland. Great investment or owner-occupied opportunity with upside potential!

Tucked away on a quiet street in sought-after Deering Highlands, this warm and inviting shingle-style 1905 Dutch Colonial offers the perfect blend of period details and modern conveniences for today's buyer. Original features include wood floors, French doors, built-in bookcases, and high ceilings. The first-floor layout offers an updated kitchen with honed granite counters, stainless steel appliances, ample cabinet space, and opens to the formal dining room. The spacious front-to-back living room with built-in bookcases opens through French doors to a three-season porch overlooking the private backyard and a welcoming entry foyer and half-bath complete the first level. On the second floor, you will find three bedrooms, including a primary bedroom with two closets, including one walk-in, and a generously sized full bathroom. The private, fenced backyard is an oasis with a stone patio and mature trees. An oversized one-car garage has great potential for a studio or workshop. Located in

Conveniently located and ready for its next chapter! This Portland home offers easy access to downtown, the bus line, shopping, I-295, and the Portland International Jetport, making everyday commuting and exploring the city a breeze.The home features a multi-head Daikin heat pump system for efficient heating and cooling, along with a new Bradford White 50-gallon heat pump water heater for added energy efficiency. The fenced backyard provides a great outdoor space for relaxing, gardening, pets, or entertaining. Inside, the home is ready for the new owners to bring their personal style and ideas. Whether you're looking for a convenient Portland location or an opportunity to make a home your own, 44 Lassell Street is worth a look! Call to set up your personal tour

Downtown Westbrook 3-unit multi-family. Two, 1-bedroom, 1st floor units and large 2-bedroom, 2nd floor unit. Recently upgraded, high efficiency natural gas heating system. Newer vinyl windows and roof. Off-street parking. Large unfinished attic space and walkout basement. Convenient location within walking distance to numerous area amenities and businesses. Located on Metro bus line and easy commute to I-95 and Downtown Portland. Great investment or owner-occupied opportunity with upside potential!

New roof and hot water heater! This low-maintenance South Portland Ranch offers easy single-level living in a convenient neighborhood setting. Features include 3 bedrooms, 1.5 baths, updated hardware in the kitchen, two appliances, fresh paint, hardwood and vinyl flooring, newer windows and doors, and a hearth. The level backyard is easy to enjoy and maintain, while the Country Gardens neighborhood is wonderfully quiet, and convenient to beaches, shopping, and the highway. Our seller loves looking at the nicely maintained with a wood buffer yard while washing dishes at the sink. Come say hello at the open house this weekend!

Your Dream Home Awaits You In Westbrook! Welcome To 176 Mason Street! You don't want to miss out on this Beautiful 1910 Victorian! This very well kept and cared for home offers all of the beauty, and charm of the time period, while giving the craftsmanship, and amenities that you just don't see in modern homes any more. The huge 3,922 +/- square foot layout offers plenty of room for updates, and more modern amenities. The best of both worlds! The first floor offers, huge rooms, lots of windows for plenty of natural light, a sunroom, 2 fireplaces, a half bath, big kitchen, laundry, hardwood and tile throughout, crown moldings, and wainscoting round out this floor! This leads us up (2 different stairwells) to the 2nd floor, and more of the same qualities! Hard wood and tile throughout, 4 bedrooms including a Primary Bedroom Suite, 2 full baths, and another large bonus room! This takes us to the 3rd floor and more of the same, bonus square footage, family rooms, great room, and even unfin

Charming and well-located 3-bedroom, 1.5 bath home in the heart of South Portland! This property offers the perfect blend of comfort and convenience, featuring a spacious layout and a large backyard ideal for entertaining, gardening or simply relaxing. Enjoy easy access to shopping, dining, schools, beaches and everyday amenities, along with proximity to major highways and transportation options for a seamless commute. Just minutes from Portland's Old Port District, you'll love being near waterfront attractions, boutiques and some of the area's best restaurants. A fantastic opportunity to own an a highly desirable location

Nestled at the end of a quiet, little-known street, this sweet Cape offers privacy and convenience just minutes from the Portland waterfront, I-295, and all that South Portland has to offer. The first floor features an inviting eat-in kitchen with newer appliances, a thoughtfully renovated bathroom with modern finishes, a cozy living room, and two bedrooms. Upstairs provides flexible bonus space perfect for a home office, yoga studio, craft room, or additional storage. Enjoy your morning coffee or unwind in the screened porch while taking in peaceful pond views. Recent improvements include a new roof, a newly paved driveway, two new windows, and an updated electrical panel, adding both value and peace of mind. This little gem is packed with opportunity in a sought-after location

Welcome to this charming 4-bedroom, 2-bath home in the heart of highly desirable South Portland, Maine! Conveniently located just minutes from local beaches, downtown Portland, shopping, restaurants, parks, schools, and major commuter routes, this home offers the perfect blend of character, comfort, and accessibility. Step inside through the practical mudroom, providing the ideal space for coats, shoes, and everyday organization. The spacious living room is warm and inviting, while the recently updated kitchen features beautiful granite countertops, ample cabinetry, and plenty of workspace for cooking and entertaining. Durable laminate flooring flows throughout the home, complementing the original architectural charm and character that have been thoughtfully preserved. The flexible floor plan includes four generously sized bedrooms and two full bathrooms. A first-floor bathroom was added approximately two years ago (not permitted), providing additional convenience for everyday living.

MULTI-FAMILY a€¢Three unit multi-family with strong rental history a€¢Value add opportunity with vacant non-conforming fourth unit a€¢Three car garage on a triple lot a€¢Excellent location with limited river views

Step into timeless elegance with this beautifully maintained Dutch Colonial, where classic architecture meets modern updates and preserved period charm. Nestled on a generous lot, this spacious 4-bedroom, 2-bath home offers flexible living options, including a detached 3+ car garage and abundant off-street parking. Inside, natural light fills the first floor, highlighting an updated kitchen, dining room, and a front-to-back living room. A versatile den or office, full bath, and convenient laundry room complete the main level. Upstairs, four generously sized bedrooms and a second full bath provide comfort and space for all. The oversized detached garage is ideal for car enthusiasts, hobbyists, or extra storage. With B-2b zoning, this property opens the door to future possibilities-perfect for entrepreneurial buyers. Located just minutes from downtown Portland with easy access to I-95, the University of New England, nearby restaurants, cafes, shops, and everyday essential

A rare opportunity to own an affordable Colonial offering solid structure and endless potential in one of South Portland's most convenient locations! Maintained by one owner for 39 years, this well-loved home features classic hardwood floors, a bright living room, a formal dining room, and fresh paint throughout. The generous kitchen offers tile flooring, an abundance of cabinetry, and a desk nook. All 3 bedrooms and the full bath are located upstairs. Major updates offer true peace of mind, including a 2020 roof. Outside, enjoy a large, fully fenced backyard with a back deck and mature trees. Sold as-is with no further seller updates, this home provides a solid foundation ready for the next owner to bring their own ideas, make modern improvements, and build instant equity. Minutes to highways, shopping, and dining, don't wait! Open House Sunday 09-20-2026 from 1pm - 2:30pm

Offered for the first time in decades, this well-located 3-unit multi-family property in Portland's desirable Oakdale neighborhood. Each unit is equipped with its own private laundry, separated electricity, and natural gas, as well as a off-street parking. Just moments from Woodford's Corner, residents can enjoy an array of local restaurants, shops, cafes, and neighborhood amenities. Outdoor enthusiasts will appreciate the nearby trails and recreational opportunities along Back Cove. For commuters, I-295 is only 0.75 miles away, while the vibrant restaurants, shops, waterfront, and entertainment of Portland's Old Port are approximately 1.5 miles from the property. The flexible three-unit layout presents an excellent opportunity for an investor, owner-occupant, or anyone looking to build equity in one of Portland's sought-after neighborhoods