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$199,000
3 Beds ⋅ 1 Baths
A large 3-bedroom home . Just a couple blocks from Water St sits this sweet home, ready for its new occupants. Perfect size with its three bedrooms, featuring a large eat in kitchen nice sized back yard. Located close to grocery store and all amenities in Eastport. This would be a great starter home or a perfect location for someone wanting an investment property in Eastport. Move in and make it your own!

31 Shackford St, Eastport

Listing courtesy of Due East Real Estate.

$108,500
3 Beds ⋅ 1 Baths
Priced for potential, Great in town location on a quiet street. This four square home is walking distance to downtown and all Eastport amenities. Three bedroom and one bath, with a lovely nice side yard

3 Willow St, Eastport

Listing courtesy of Due East Real Estate.

$194,900
A newly built home in the center of town. The inside is not finished but could accommodate a 3-bedroom, 2-bathroom home, this is a 3-story home with some water views with a new metal roof in 2024. Home is a blank slate for all of your ideas!

5 Burns Pl, Eastport

Listing courtesy of Due East Real Estate.

$250,000
3 Beds ⋅ 2 Baths
Location, Location, Location! Welcome to 28 Key Street, where classic New England charm meets one of Eastport's quant in-town neighborhoods. Nestled on a spacious corner lot in a quiet residential area, this inviting Cape Cod-style home offers the perfect blend of comfort, character, and convenience. Featuring 3 bedrooms and 2 full baths, this home is filled with timeless appeal, including two fireplaces. The kitchen opens directly onto a private back deck--an ideal spot to enjoy your morning coffee, entertain friends, or relax while overlooking the large, fenced backyard. The generous lawn offers plenty of room for gardening, pets, play, or outdoor gatherings. Additional features include a detached two-car garage, a 14 kW standby generator for peace of mind, and a full unfinished basement offering abundant storage and excellent potential for a workshop or hobby space. From your front door, enjoy an easy stroll to historic downtown Eastport, where you'll discover locally owned shops, art galleries, waterfront restaurants, cafés, and pubs. Spend your afternoons walking the scenic harbor trail, visiting the public pier, watching fishing boats and whales pass through Passamaquoddy Bay, or taking in the breathtaking ocean views and spectacular sunrises that make Eastport such a special place to call home. Eastport is known for its vibrant arts community, rich maritime heritage, annual festivals, and welcoming small-town atmosphere. Whether you're looking for a year-round residence, a coastal retreat, or a place to enjoy Maine's slower pace of life, this home offers an opportunity to experience the best of Downeast living. Don't miss your chance to own an in-town Cape in one of Maine's most picturesque waterfront communities. Disclosure note for photos: Select interior photos are virtually staged to show possible furniture placement and design potential. Furnishings, rugs, decor, and accessories shown are digitally added and are not included in the sale.

28 Key, Eastport

Listing courtesy of Greg Gordon Real Estate.

$299,000
3 Beds ⋅ 3 Baths
Turn key three bedroom Cape with water view centrally located right in the heart of Eastport abutting the Eastport library and bandstand. Perfect location for year round or seasonal living. A large studio workspace adds the possibility of a home business or gallery perhaps. There is also a good size family room, living room and dining room along with a small kitchen on first floor and a half bath and a laundry room. Upstairs there are 3 bedrooms and full and half bath. There is also a formal and back staircase.

2 & 4 Dana St, Eastport

Listing courtesy of Due East Real Estate.

$249,900
3 Beds ⋅ 2 Baths
Located in the heart of Eastport, this handsome home offers charm, space, and numerous recent updates. A bright double living room features newly refinished pine floors, while the spacious dining room is ideal for gatherings. The home includes three full bedrooms, a full bath with laundry on the first floor and a full bath on the second floor, and a kitchen with a walk-in pantry, a secondary staircase, and direct rear access to a large deck overlooking the back yard. Major improvements include updated electrical service with 100-amp power, a new oil furnace, plumbing upgrades, newly lined and rebricked above roofline chimney, and new gutters throughout the exterior. The kitchen has also been prepared for customization with new structural supports and a subfloor, providing an excellent opportunity for new owners to create their ideal space. Enjoy an exceptional location just a short walk from grocery stores, banks, the arts center, downtown galleries, restaurants, and the scenic waterfront walkway lined with fragrant rosa rugosa. Situated on Moose Island, Eastport offers a vibrant working waterfront, a public pier, and access to Passamaquoddy Bay, home to the world-famous Bay of Fundy tides--the highest in the world. This is a wonderful opportunity to enjoy coastal living with convenience, character, and room to make it your own.

45 High St, Eastport

Listing courtesy of Realty of Maine.

$439,900
6 Beds ⋅ 3 Baths
Once known as the R.M. Tuttle House, a beautifully preserved 1880 Italianate style Victorian set on .44 acres in town. A large horseshoe driveway welcomes you home, while the charming covered porch invites you into a bright sunporch and welcoming foyer beyond. Inside, classic New England craftsmanship shines through soaring ceilings, tall windows, decorative trim, built-ins, and elegant architectural details. The spacious first floor offers a formal dining room, office, large living room with marble fireplace, updated half bath, and a stunning renovated kitchen featuring sage-green cabinetry, butcher block island with seating, stainless steel appliances, professional-style gas range, solid-surface countertops, and abundant natural light. A generous butler's pantry/laundry room with sink provides exceptional storage and workspace. A first-floor bedroom suite with private entrance, deck, and full bath offers flexibility for guests or primary-level living. Choose from two staircases to reach the second floor, where five additional bedrooms and a beautifully updated full bath await, complete with a large walk-in shower and clawfoot soaking tub. Major system updates were completed in 2006, blending modern convenience with historic character. Most furnishings and contents will convey, making this an exceptional turnkey opportunity. Outside, mature trees, established landscaping, and a vintage greenhouse ready for restoration create a storybook setting. Watch Eastport's famous Fourth of July Parade from your own spacious yard, then stroll just minutes to Historic Water Street, the business district, and the working waterfront. Located in the easternmost city in the United States, Eastport offers breathtaking ocean views, world-class tides, whale watching, boating, hiking, a thriving arts community, and an authentic Downeast Maine lifestyle. Historic charm, coastal beauty, and modern comfort come together in this remarkable home.

17 Key, Eastport

Listing courtesy of Bold Coast Properties.

$459,500
2 Beds ⋅ 2 Baths
PANORAMIC WATER VIEWS!! Situated on a large elevated corner lot, this open-concept home was designed to maximize the incredible water views from the living room, dining area, kitchen and both bedrooms, as well as decks both upstairs and down. Natural light fills this spacious-feeling home, and the large kitchen is a cook's dream. Full daylight basement (even it has great views) features inside parking, lots of storage and work space. The expanse of lawn, that was originally four separate lots, offers ample outdoor space. Includes whole house stand-by generator.

5 Franklin St, Eastport

Listing courtesy of Due East Real Estate.

$315,000
6 Beds ⋅ 4 Baths
One large family or multi family home. Currently used as a seasonal four unit, has been a year round home in the past. There is a large studio unit and a one bedroom unit on the first floor and two, two bedroom units on the second floor. Each unit has its own kitchen and bathroom. Great location with views of Half Moon Cove. Home has beautiful hardwood floors throughout. Furniture is negotiable.

5 Snyder Rd, Eastport

Listing courtesy of Due East Real Estate.

$335,000
4 Beds ⋅ 2 Baths
Located on the corner of Key Street and High Street in the heart of Eastport, this thoughtfully renovated 4-bedroom, 2-bathroom Cape offers historic character, modern updates, and an unbeatable in-town location. Situated on a 0.10+/- acre corner lot, the property features a welcoming covered front porch - an ideal place to relax and enjoy Eastport's famous Independence Day Parade. Originally dating to the 1800s, the home underwent extensive renovations in 2022, including new flooring, wall finishes, plumbing updates, electrical improvements, interior and exterior paint, renovated bathrooms, an updated kitchen, and new front and rear porches/decks. Additional improvements in 2024 include the installation of a Generac standby generator and a gas stove fireplace, providing comfort and peace of mind year-round. The first floor offers an open kitchen and dining area, a spacious living room with a gas fireplace, a full bathroom with laundry, and a first-floor bedroom. Original details such as exposed beams and brick accents have been preserved, blending historic charm with modern convenience. The second-floor features three additional bedrooms, a full bathroom, and two large walk-in storage areas. Ample storage space throughout the home provides flexibility for seasonal items, hobbies, or household organization. Conveniently located approximately 0.3 miles from Eastport's historic Water Street waterfront district, the property is near local shops, galleries, restaurants, working waterfront businesses, community events, and public waterfront areas overlooking Passamaquoddy Bay. Extensive renovations completed in recent years have modernized the home while maintaining many of its original architectural features and historic character - a great opportunity in the eastern most city of the USA.

64 High St, Eastport

Listing courtesy of Bold Coast Properties.

$349,900
3 Beds ⋅ 1 Baths
Completely remodeled 3BR, 1BA Cape in downtown Eastport! Renovated in 2024 with all new electrical, plumbing, heating, insulation, doors, and windows. Bright open-concept living and dining area, kitchen with center island, pantry, and first-floor laundry. Whitewashed V-match pine interior, recessed lighting, and primary bedroom with walk-in closet. Enjoy the 8' x 29' covered front porch, private backyard, metal roof, and low-maintenance vinyl siding. Walk to downtown Eastport's waterfront, restaurants, galleries, and shops. Move-in ready coastal living at its best!

54 Third St, Eastport

Listing courtesy of United Country Lifestyle Properties of Maine. 207-794-6164
$299,975
6 Beds ⋅ 3 Baths
This prominent, historic and well-maintained 1806 Colonial boasts many original features, including beautiful wood flooring. Situated on a large corner lot with private back yard. First floor features large entrance hall, two front parlors, formal dining room, kitchen with custom glass-front cabinetry and gorgeous soapstone sink, family room, laundry room/half-bath, and mudroom. Upstairs are 6 bedrooms and 2 bathrooms. Master Bedroom has large attached bath with jetted tub and separate shower. Upstairs also boasts 6 closets, a rarity in older homes. New propane furnace and commercial grade dehumidifier in 2024. Attached one-car garage and separate vintage carriage house that would make an ideal artist studio. An easy walk to the shops and eateries of Eastport's beautiful waterfront downtown.

62 High St, Eastport

Listing courtesy of Due East Real Estate.

$655,000
3 Beds ⋅ 2 Baths
Perched high on a scenic bluff, this private artist's retreat encompasses 7.9± acres with an impressive 938 feet of owned ocean frontage, including a rare 300-foot private beach. Enjoy sweeping views of Passamaquoddy Bay and spectacular sunsets from the expansive wraparound porch or the shoreline below. Whether you're seeking a family compound, homestead, vacation getaway, or year-round residence, this exceptional property offers endless possibilities. The home features three bedrooms, two baths, a spacious living room, and a large family room, providing plenty of space for gatherings with family and friends. Experience the peace and privacy of coastal living while remaining just a short drive from town conveniences. This is a truly rare opportunity to own a remarkable waterfront property in an unforgettable setting. Most furnishings will convey.

45 Kendall Head Rd, Eastport

Listing courtesy of HomeSmart.

$250,000
3 Beds ⋅ 3 Baths
Great in town location on the corner of Shackford and High Streets. Situated on a .33 double lot, this Eastport home has a heated two car garage with a half bath. Which would be ideal for a home business with lots of parking. Home has a fenced in lawn area with young fruit trees and direct access from the house for your pets. Charming home with a nice flow. Currently st up with three bedrooms upstairs, kitchen, living room and an inviting family room/dining area downstairs. Walking distance to all Eastport amenities.

22 Shackford St, Eastport

Listing courtesy of Due East Real Estate.

$200,000
3 Beds ⋅ 1 Baths

5 Water St, Eastport

Listing courtesy of Due East Real Estate.

$279,000
3 Beds ⋅ 1 Baths
Enjoy coastal living with views of Passamaquoddy Bay from this thoughtfully improved Eastport property. Set in a desirable location, this home offers a blend of practical upgrades and inviting charm, making it well-suited for year-round living or a seasonal retreat. Recent interior improvements include new flooring and tile throughout, along with updated cabinetry that enhances both function and style. A pellet stove, paired with a cement fire-protection wall, creates an efficient and cozy heating source while adding a focal point to the living space. The home has also seen important structural and mechanical updates, including added basement supports and a new sump pump, offering increased stability and peace of mind. These improvements contribute to the overall integrity and long-term usability of the property. Outside, you'll find carefully completed landscaping and stonework that complement the natural coastal setting and create an inviting outdoor environment. Whether relaxing or entertaining, the yard offers a pleasant extension of the living space. A standout feature is the heated and electrified shed, ideal for use as a workshop, studio, or hobby space, providing flexibility for a variety of needs. With its combination of meaningful upgrades, functional improvements, and scenic water views, this Eastport property presents a strong opportunity to enjoy Downeast Maine living at its best.

19 Sullivan St, Eastport

Listing courtesy of Realty of Maine.

$149,000
2 Beds ⋅ 1 Baths
Charming 2-bedroom, 1-bath home in Quoddy Village, Eastport, Maine. Situated on a corner lot with a large yard, this property offers plenty of outdoor space for gardening, relaxing, or entertaining. Conveniently located less than 10 minutes from downtown Eastport shops and restaurants, this home is a great opportunity to enjoy coastal Maine living with room to make it your own.

2 Dresner St, Eastport

Listing courtesy of Due East Real Estate.

$129,000
3 Beds ⋅ 1 Baths
Great location in Eastport that gives you easy access to all Water St shops, restaurants , galleries, and festivals. A short walk to grocery store if you need to pick up a couple items. Being sold as is, this home has 3 bedrooms and 1 full bath with hardwood floors in living room and entry. There are 3 bedrooms on the 2nd floor with wood plank floors. The kitchen needs a do over but there is more than ample space to bring your magic. Off the kitchen there is a room perfect for storage and would make good sized pantry. There is also a laundry room off the kitchen A The beginnings of a porch could become a greenhouse and ample space for garden tools or additional storage. Shed in back left corner as well. Sold as is.

14 Shackford St, Eastport

Listing courtesy of The Christopher Group, LLC.

$122,000
2 Beds ⋅ 1 Baths
Tucked along a quiet street near the edge of the sea, this affordable seasonal cottage captures the simple magic of coastal Maine living. Located just minutes from downtown Eastport, the home offers approximately 800 square feet of inviting space with 2 bedrooms, warm cottage character, and endless potential to make it uniquely your own. Weathered shingle siding and a newer metal roof give the property timeless New England appeal, while the relaxed setting invites slow mornings, salty air, and evenings spent listening to the distant sounds of the coast. Whether you are searching for an affordable personal getaway, artist's retreat, or an income-producing vacation rental, this sweet cottage offers authenticity, charm, and the rare opportunity to enjoy coastal living without the high price tag. A wonderful chance to create your own coastal escape while also offering strong potential as a seasonal rental property.

6 Meyer St, Eastport

Listing courtesy of Berkshire Hathaway HomeServices Northeast Real Estate.

$340,000
3 Beds ⋅ 1 Baths
Small-town coastal living in the Heart of Eastport America! Enjoy your mornings on the welcoming covered front porch, where cool ocean breezes or the back sunroom where you can enjoy your coffee. Make it a perfect spot to relax Everything you need is just a walk away including public boat launches, whale watching tours, Storefronts, Restaurants and so much more. This home has had many updates, updated appliances, interior and exterior paint, new wiring, a new roof, and an instant hot water system--ready for you to move right in.

26 Washington St, Eastport

Listing courtesy of Due East Real Estate.

$59,900
2 Beds ⋅ 1 Baths
Small New England Farmhouse is close to downtown and built approximately1900. Offering a nice living room, dining room, and large kitchen on the first floor. Upstairs has 2 bedrooms and a large full bath. Some repairs and updates have been completed. The house is in a desirable location close to downtown. The city of Eastport has many cultural events during the year and has the deepest port in the Eastern U.S. This is a Fannie Mae HomePath Property.

42 Shackford St, Eastport

Listing courtesy of Coldwell Banker American Heritage.

$217,000
3 Beds ⋅ 2 Baths
This handsome three-story Victorian residence offers historical charm situated in the heart of Eastport on Moose Island. The front yard deck surrounded by a sturdy, private fence has a few well established heirloom apple trees and hardwood trees. The home's interior is equally inviting, featuring a spacious eat-in kitchen with brand-new appliances, complimented by a formal dining room and a double living room with pocket doors. One side of the double living room features a cozy wood stove, while the other showcases a striking marble fireplace.The house offers three generously sized, carpeted bedrooms and two full bathrooms, one on each floor. There is also a third floor with two unfinished rooms. The first floor has hardwood floors throughout and includes additional rear rooms off the kitchen, providing ample storage space as well as a washer and dryer for your convenience. Located just a block from the working waterfront, this home allows you to immerse yourself in Eastport's unique charm. The town has a thriving arts scene, a waterfront walkway, a lively downtown filled with restaurants, gift shops, a brewery, and several galleries. Enjoy the ease of living with a local bank across the street and a grocery store just a five-minute stroll away. For those who love the water, the public pier offers saltwater access and stunning views of Passamaquoddy Bay, where Eastport greets the sunrise each day. Whether you are seeking a permanent residence or a coastal, seasonal retreat, this gem invites you to experience the best of Eastport. Motivated seller!

52 Washington St, Eastport

Listing courtesy of Realty of Maine.

$774,900
4 Beds ⋅ 2 Baths
One of the most unique homes in Eastport, literally on the water's edge with 297' of shorefront with direct private access, looking directly across to Campobello, Cheery Island with the light house, Indian, Deer & Dog Islands, with opportunity to see whales & other wildlife every day. You see water from every window on all levels and you have the feeling that you are on a ship. This home features 4-bedrooms, 2-bathrooms & spacious living areas, with a full basement. This property is truly one of a kind on the Maine Coast.

2 Clark St, Eastport

Listing courtesy of Due East Real Estate.

$499,000
3 Beds ⋅ 2 Baths
This charming shingled cottage offers timeless Maine character, water views, inviting outdoor spaces, warm cottage-style interior. And this home has a wonderful barn and loft which is an incredibly rare find in Eastport The exterior features classic weathered shingles, crisp white trim, a second-floor balcony, wraparound decking, garden beds, and a white picket entry that creates a welcoming first impression. Inside, the home blends coastal charm with comfortable everyday living. Warm wood floors, white-painted walls and ceilings, and abundant natural light create an airy feel throughout. The sitting room features a white brick gas fireplace and flows easily into the dining and living areas, offering flexible spaces for relaxing, gathering, or entertaining. The kitchen combines function and character with stainless steel appliances, open shelving, wood ceiling detail, and a cozy nearby propane stove. Upstairs, the bedroom is a true retreat, featuring sloped ceilings, painted wood floors, and a beautiful water-facing balcony window. Wake up to coastal views and enjoy the peaceful atmosphere of this tucked-away space. Downtown Eastport is just a relaxing 10-minute walk away, where you'll find coffee shops, a brewpub, wine and martini bars, restaurants, galleries, and local shops along the scenic harbor walk. The inner harbor stays active year-round with local lobstermen and fishermen, tour boats, and the U.S. Coast Guard. With Eastport's vibrant downtown nearby, this cozy home offers abundant deck space, a garden setting, water views, and classic coastal charm. Perfect for year-round living, a seaside getaway, or a special Maine retreat, the property captures the very best of Eastport living. Disclosure note for photos: Select interior photos are virtually staged to show possible furniture placement and design potential. Furnishings, rugs, decor, and accessories shown are digitally added and are not included in the sale.

194 Water St, Eastport

Listing courtesy of Greg Gordon Real Estate.

$195,000
3 Beds ⋅ 2 Baths
This 3 bedroom 2 bath in-town home is move-in ready and awaits your touches and improvements. Detached garage and newly paved driveway.

33 Third St, Eastport

Listing courtesy of Due East Real Estate.

$183,000
3 Beds ⋅ 2 Baths
Just a couple blocks from Water St sits this sweet Cape home, ready for its new occupants. Perfect size with its three bedrooms, 1 & 1/2 baths, nice sized back yard and deck. Could make into single floor living by turning a room on first floor into a bedroom . Located close to grocery store and all amenities in Eastport. This would be a great starter home or a perfect location for someone wanting an investment property in Eastport. Move in and make it your own!

40 Shackford St, Eastport

Listing courtesy of The Christopher Group, LLC.

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

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