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$189,000
3 Beds 1 Baths
Welcome to 266 Lincoln Street in Pittsfield, Maine - a well-maintained family home situated on a quiet street just minutes from shopping, local amenities, and convenient access to I-95, making commuting and everyday errands a breeze. Inside, you'll find a spacious mudroom that provides plenty of room for coats, boots, groceries, or even an additional freezer. The home offers a generously sized kitchen and comfortable living room, creating a functional layout for everyday living and family gatherings. The enclosed rear porch presents an excellent opportunity to expand your living space. With finishing and heat, it could become a cozy four-season room, home office, or hobby area. An attached garage/workshop offers versatile space for storing a lawn mower, snow blower, or creating the perfect workshop for projects and repairs. Additional features include a durable metal roof, baseboard heat, and the convenience of public water and sewer. If you're looking for a home with practical features and a great location, 266 Lincoln Street is ready to welcome its next owners. Contact your REALTOR® today to schedule your private showing.

266 Lincoln St, Pittsfield

Listing courtesy of American Realty Company.

$220,000
5 Beds 1 Baths
Lovely older home in a great location. Move in ready, Historic home offers many updates, nice tall ceilings, bright rooms, fantastic location. Updates include vinyl windows, cleaned & serviced boiler & isolated controls from the wood furnace, resurfaced hardwood floors, new flooring in the kitchen, office & pantry (this spare room could also make another bathroom) Repainted everything inside of home, Installed new kitchen cabinets and counter top. Replaced front and back steps, repainted porch floors, installed a new toilet, Insulated and put up pine boards in the office area, replaced missing baseboards, replaced the lighting with LED all but one light. Installed new bathroom fan/light, Replaced two window sashes. 5 bedrooms, 1 bath Great home for a large family and a generational home. Come take a look!

272 Main St, Pittsfield

Listing courtesy of Keller Williams Realty.

$410,000
This property is for the person that wants to build, a developer or outdoorsman. With buildable land overlooking the golf course and down the access road ( grown over ) to a partial gravel pitt ( for excavation maybe ). The property has lots of privacy and 610 ft. of frontage on the Sebasticook river. Fishing boating kayaking to Douglas Pond and beyond. Duck and Gees hunting. Boat land is just around the corner by the Pinnacle parking lot. This has an amazing waterfront with peace and quiet. Listen to the ducks and loons or just watch the golfers go by across the road. Tow up the ski hill and ski home. Close to Golf course shopping hospital and pars. Pittsfield is a wonderful place to live or start a business.

Hartland Ave, Pittsfield

Listing courtesy of LAER.

$410,000
6 Beds 4 Baths
Welcome to this spacious 6-bedroom, 3 full bath, 1 half bath home situated on 1.4± acres in Pittsfield. Built in 1984, this property offers a versatile floor plan with generous living space, making it well-suited for a variety of lifestyles. The main level features an eat-in kitchen with direct access to the back deck, a formal dining room, formal living room, office, and den, providing flexible spaces for work, hobbies, entertaining, or everyday living. Enjoy relaxing on the covered front porch, gathering on the back deck, or unwinding in the hot tub while taking in the peaceful surroundings. The primary suite includes a walk-in closet and a private full bathroom, creating a comfortable retreat. Five additional bedrooms and multiple bathrooms provide plenty of space throughout the home. Outside, a paved, tree-lined driveway leads to two separate 2-car garages, offering space for vehicles, storage, equipment, or workshop use. The 1.4-acre lot provides a nice balance of open lawn and mature trees, creating an attractive setting just minutes from local amenities. If you're looking for a home with generous living space, flexible room options, abundant garage storage, and a convenient Pittsfield location, this property is ready for its next owners.

352 Madawaska Ave, Pittsfield

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. melissabartlett@masiello.com

$149,000
Discover the possibilities with this exceptional 48.8-acre parcel in Pittsfield, Maine, offering residential, commercial, and mixed-use development potential. Conveniently located just minutes from downtown Pittsfield, Newport, and Pittsfield Municipal Airport, this versatile property combines a prime location with endless opportunity. The mostly level, partially wooded landscape features approximately 75 feet of frontage on Route 2/Canaan Road and nearly 1,800 feet along scenic Meadow Brook. Timber was harvested in 2023, creating a rough trail system throughout the property while encouraging new growth that attracts abundant wildlife. Whether you're planning a private estate, residential subdivision, commercial development, or a mixed-use investment, this property offers the flexibility to bring your vision to life. Outdoor enthusiasts will appreciate direct access to the ITS trail system for snowmobiling, along with excellent hunting and year-round recreation. Rarely does a nearly 49-acre parcel with this combination of location, development potential, and recreational appeal become available in central Maine.

43 Canaan Rd, Pittsfield

Listing courtesy of Keller Williams Realty.

$275,000
4 Beds 2 Baths
This is a rare opportunity to own this gracious 4 bed 2 full bath home. Formal dining as well as two living rooms with bay windows. Character of this home speaks for itself. Lots of room in this 8 room home as well as a nice open back yard. Enjoy the yard from the back deck or sit on the front wrap around porch while viewing some amazing sunsets overlooking MCI's beautiful campus. Just a short walk to Parks, shopping, public pool and ball parks. Near hospital, golf course, airport, skiing at our Pinnacle ski area and boat ramp with access to river for kayaking etc. Pittsfield is community minded with the community Festival, international cheese festival and live music in one of our beautiful parks. Also near I 95 and and hour or so from Sugarloaf and Moosehead Lake regions.

266 Main St, Pittsfield

Listing courtesy of LAER.

$195,000
3 Beds 3 Baths
This a great opportunity to own what has been a long standing Law office with residence and possible income producing loft area / apartment. This building has a fantastic oversized corner lot for commercial visibility while in a wonderful neighborhood. Best of both worlds. Have your business / office while living in the attached house and rent the loft area for income. 3 separate entrances!! Come bring your vision and awaken all the possibilities to what could be. Out building and an area for storage. Have plenty of parking or expand you lawn on this wonderful corner lot. Pittsfield is a wonderful community and this property is near Shopping, Parks, Hospital, Very clean public swimming pool, live music in one of our parks, near skiing and skating at the Pinnacle ski area as well as the library. Pittsfield is also revitalizing our theater and downtown business district.

105 Elm St, Pittsfield

Listing courtesy of LAER.

$285,000
4 Beds 2 Baths
Welcome to 125 Lancey Street in Pittsfield, Maine! This spacious 4-bedroom home offers generous living areas, oversized rooms, and an abundance of natural light through its large windows. The updated kitchen provides modern convenience and opens to a charming porch, creating the perfect spot to enjoy your morning coffee. Outside, you'll find a large barn offering endless possibilities for storage, hobbies, or a workshop. The large backyard provides plenty of room for gardening, entertaining, or simply enjoying the outdoors. With its flexible floor plan and ample square footage, this property also presents an excellent opportunity for conversion into a two-family home, making it an attractive option for investors or those seeking multi-generational living. Conveniently located close to local amenities, this property combines space, versatility, and small-town charm. Whether you're looking for a spacious single-family residence or a home with income potential, 125 Lancey Street is a must-see!

125 Lancey St, Pittsfield

Listing courtesy of RE/MAX At Home.

$329,000
2 Beds 3 Baths
Completely reimagined from the inside out, 422 Peltoma blends the craftsmanship of a well-built 1960s home with the style, comfort, and efficiency of modern living. Situated on 1.72 acres with approximately 200 feet of privately owned Sebasticook River frontage, this move-in-ready home offers approximately 1,950 square feet of finished living space, 2 bedrooms, 2.5 bathrooms, and first-floor laundry. The finished basement provides flexible space currently used as a guest space, home theater, and an office. Major improvements include a redesigned kitchen, remodeled bathrooms, a brand-new engineered 3-bedroom leach field, whole-house Generac generator, heat pumps, reverse osmosis water system, new windows and doors, commercial-grade luxury vinyl plank flooring, and much more. Enjoy kayaking, fishing, wildlife, and peaceful riverfront living from your own backyard while knowing many of the home's most significant improvements have already been completed.

422 Peltoma Ave, Pittsfield

Listing courtesy of OwnerEntry.com.

$649,000
2 Beds 1 Baths
Set on nearly 90 private acres with approximately 1,500 feet of private waterfront, 33 Pondview Court combines exceptional privacy, modern construction, and year-round recreation in a setting that is increasingly difficult to find. Built in 2016, this exceptionally well-maintained and lightly lived-in home features energy-efficient construction, including 2×6 exterior walls, spray-foam insulation, and 9-foot ceilings. The home features two bedrooms, including a finished walk-out lower-level bedroom with direct access to the backyard and lake. Upstairs, a spacious bonus room with lake views provides flexible space for a family room, home office, or additional guest accommodations. Thoughtfully designed to embrace its waterfront setting, the kitchen, dining area, living room, and deck all enjoy beautiful views of the lake. Offered mostly furnished, the home provides a turnkey opportunity to begin enjoying the property from day one. The shoreline stretches from a quiet private cove to a scenic rocky point with some of the lake's deepest water, creating two distinct waterfront experiences. Launch a kayak from the protected cove and paddle along your own shoreline to the rocky point, where the lake opens to broader views and clear, deeper water. Beyond the shoreline, the property's wooded landscape offers exceptional privacy and four-season recreation with trails for hiking, ATV riding, hunting, snowmobiling, and snowshoeing. The acreage also provides flexibility for future improvements or additional structures, subject to applicable approvals. Properties offering this combination of modern construction, extensive waterfront, significant acreage, and exceptional privacy are increasingly rare. 33 Pondview Court is a distinctive waterfront property designed to be enjoyed for generations.

33 Pondview Ct, Pittsfield

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

$189,000
3 Beds 2 Baths
Welcome to 129 Greeley Street, a charming home offering comfort, functionality, and small-town convenience in the heart of Pittsfield. This inviting property features a spacious layout with bright living areas, comfortable bedrooms, and plenty of potential to make it your own. The functional kitchen provides ample cabinet space and flows easily into the dining area, making everyday living and entertaining a breeze. Outside, enjoy a generous yard with room for gardening, pets, or outdoor gatherings. Conveniently located near local schools, shopping, restaurants, parks, and easy access to I-95, this home is an excellent opportunity for first-time buyers, downsizers, or investors looking for a property in a welcoming community.

129 Greeley St, Pittsfield

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

$200,000
3 Beds 1 Baths
This classic New England home offers character and generous living space with 3 bedrooms, 1 full bathroom, and a detached 2-car garage on a 0.44-acre in-town lot. Hardwood floors extend throughout most of the home, and several Andersen replacement windows have been installed. The spacious first floor includes a large eat-in kitchen with plenty of cabinet space, a generously sized living room, a flexible bonus room that could serve as a home office or formal dining room, and a mudroom/laundry area with pantry storage, direct access to the backyard, and just steps from the garage. The second floor features three bedrooms, a recently renovated full bathroom, and a wood staircase highlighted by a stained-glass window. The basement offers additional storage, including a cedar closet, and was previously used as living space. An in-ground pool is located in the spacious backyard and will require repair. Conveniently located near schools, shopping, and local amenities, this property offers a functional layout, plenty of storage, and an opportunity to add your own personal touches over time.

262 Hartland Ave, Pittsfield

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. samanthabartlett@masiello.com

$445,000
4 Beds 5 Baths
13105 - Welcome to 164 Arbor Terrace--arguably the most unique home in Central Maine. A true local landmark, this extraordinary 3,800-square-foot residence has been turning heads and sparking conversations for years. Set on 3 beautifully landscaped acres in one of Pittsfield's most desirable neighborhoods, this one-of-a-kind property offers 4 bedrooms, 3 full baths, 2 half baths, and three expansive levels of living space designed for entertaining, relaxing, and making memories. At the heart of the home is a chef-inspired eat-in kitchen featuring double built-in ovens, a 6-burner gas cooktop, tile floors, dual sinks, tile backsplash, and a stunning bay window overlooking the backyard oasis. The formal dining room showcases hardwood floors and impressive built-in buffets before flowing into a sunken den anchored by a charming brick fireplace. Multiple living spaces, a dedicated office, and direct access to the back deck complete the main level. Upstairs, you'll find four spacious bedrooms, including a primary suite with private access to the rooftop terrace--a feature rarely found anywhere in Maine. The finished lower level is an entertainer's dream, offering a large bonus room, wet bar, full bath with cedar sauna, wine storage, laundry room, utility room, and a unique cold cellar with garage-door access to the backyard. And then there are the features that make this home legendary: a rooftop terrace, dumbwaiter, laundry chute, and even two built-in drinking fountains that have become one of the home's most memorable conversation pieces. Outside, summer comes alive with a massive 16x30 in-ground pool, pool house, and plenty of room to roam across 3 acres. Complete with a 2-car attached garage and direct-entry convenience, this is more than a home--it's an experience. Opportunities to own a property this distinctive come along once in a lifetime.

164 Arbor Ter, Pittsfield

Listing courtesy of Allied Realty.

$209,000
4 Beds 2 Baths
You'll find more house than you expect from the street with this one. --Lots of space, flexibility, and updates already completed for the next owner to enjoy. This spacious single-family home features a versatile layout with potential for multigenerational living or expanded living space. The home has one bedroom(or office) on the first floor and three additional bedrooms upstairs, creating options for a variety of living arrangements. A formal dining room provides dedicated gathering space, while multiple additional living areas have plenty of room to spread out. Upstairs, you'll find a large bonus area currently used as a playroom--an oversized flexible space that could serve many possible uses including recreation, hobbies, office space, media room, or additional living area. Over the years, numerous improvements have been completed including updates to windows, kitchen, bath, and more, blending character with modern convenience. Outside, enjoy a generously sized yard with room for gardening, outdoor activities, or entertaining. The attached/adjacent large barn offers excellent storage space and additional possibilities for workshop or utility use. If you've been searching for a home with room to grow, extra storage, and flexible living space, this property is worth a look.

265 Hunnewell Ave, Pittsfield

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. melissabartlett@masiello.com

$364,999
5 Beds 2 Baths
Welcome to 114 North Main Street. A beautifully maintained classic Victorian home offering timeless character, waterfront charm, and an incredible opportunity to own a piece of history in the heart of Pittsfield. Built in 1880, this stunning residence features five spacious bedrooms, two full bathrooms, and showcases the craftsmanship and architectural details that make Victorian homes so special. Inside, you'll find gorgeous hardwood floors, crown molding, stained-glass windows, classic cabinetry, a full pantry, and beautifully preserved living spaces that create a nostalgic and timeless atmosphere. The main level offers a formal dining room, spacious living room with fireplace and bay window, additional parlor or office space, laundry, and a full bath, while upstairs you'll discover five generous bedrooms and a charming full bathroom complete with a soaking tub. Outside, enjoy the hidden stone terrace, waterfront gazebo, and rare access to beautiful Mill Pond. Creating the perfect setting for relaxing, entertaining, or simply enjoying peaceful water views. With an expansive attic, walkout basement, and abundant additional space offering future potential, this remarkable property combines historic elegance, character, and waterfront living in a truly special setting.

114 N Main St, Pittsfield

Listing courtesy of Keller Williams Realty.

$459,900
4 Beds 5 Baths
Welcome to your own private Maine retreat at 385 Johnson Flat Road in Pittsfield. Set on 5.25± acres, this impressive log home offers the space, character, and peaceful setting you've been searching for. With over 3,600 square feet of living space, 4 bedrooms, and 5 bathrooms, there's plenty of room. Inside, you'll find the warmth and craftsmanship only a true log home can provide, featuring soaring ceilings, beautiful woodwork, and a stunning stone fireplace that serves as the heart of the home. Multiple living areas across three finished levels provide flexibility for entertaining, working from home, hobbies, or simply enjoying everyday life. Outside, the possibilities continue. The property has a welcoming fire pit area, making it ideal for those seeking a homesteading lifestyle or a place to enjoy the outdoors. Surrounded by nature and offering exceptional privacy, this property provides the perfect balance of seclusion and convenience. A home warranty is included with the purchase of the home.

385 Johnson Flat Rd, Pittsfield

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. 207-441-8030

$485,500
6 Beds 2 Baths
Motivated Seller - Step into the charm of this beautifully maintained 1840 farmhouse, perfectly set on 4± acres of pastures with vibrant perennial gardens and pear trees. This property captures the magic of country living -- peaceful and private, yet only minutes from I-95 and downtown Pittsfield's shops, schools, and hospital. Inside, you'll find 5 bedrooms and 2 full baths, filled with warmth and character. Gorgeous wide pumpkin pine and hemlock floors flow throughout, while the first-floor bedroom offers flexibility as an office or library with its own entrance. Gather in the renovated eat-in kitchen, featuring granite countertops, custom cabinetry, stainless steel appliances, and a cozy Jøtul Firelight wood stove -- the perfect heart of the home. Upstairs, the beautifully remodeled 2021 bathroom adds a touch of modern comfort. Enjoy peaceful evenings and breathtaking sunsets from the lovely private garden seating area behind the house - an inviting space for quiet reflection, cookouts and gatherings surrounded by nature's beauty. Thoughtful updates include replacement windows with top-down/bottom-up cellular shades, a recently installed water heater, and a generator hook-up -- making this home move-in ready. Outside, the property continues to impress with an attached shed and sturdy wood-loading ramp, a 4-car garage, and a heated, insulated 30' x 40' barn with 220V power and a newly rebuilt upper floor crafted by Amish artisans. Fertile soil, mature gardens, and direct access to a nearby snowmobile trail make this property a true haven for nature lovers, hobbyists, or anyone seeking a self-sufficient lifestyle. A timeless blend of history, beauty, and Maine charm -- this one-of-a-kind farmhouse will steal your heart the moment you arrive. A tractor with mowing deck is available and negotiable.

389 Higgins Rd, Pittsfield

Listing courtesy of Realty of Maine.

$275,000
3 Beds 2 Baths
A rare opportunity to enjoy spacious riverfront living in the heart of Pittsfield. Perfectly positioned between Bangor and Waterville, this character-filled home offers stunning water views, breathtaking sunsets, and the ability to kayak right from your backyard. Inside, you'll find a warm and inviting layout with hardwood floors, generous living spaces, abundant natural light, and plenty of room for family and guests. The home also offers exciting potential to expand into the attic or add your own personal touches over time. Enjoy peaceful mornings watching nature unfold from the kitchen window and evenings overlooking the river. Beyond the property, Pittsfield offers a unique blend of small-town charm and surprising amenities, including the renowned Maine Central Institute with its internationally recognized ballet program, a Carnegie library, Manson Park designed by the creators of Central Park, a local golf course, and a vibrant community rich in history and culture. Waterfront views, timeless character, and an unbeatable in-town location make this a truly special place to call home.

104 Madawaska Ave, Pittsfield

Listing courtesy of Keller Williams Realty.

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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