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$279,000
3 Beds ⋅ 1 Baths
Welcome home to this inviting six room ranch featuring three bedrooms and thoughtful updates throughout. The kitchen and bathroom were beautifully remodeled in 2024 while all three bedrooms have new carpeting for added comfort. Major improvements include a newly re-shingled house and outbuilding rook in 2024 plus a garage roof re-shingled in 2018. The oversized two car garage offers abundant space for vehicles, storage, or a workshop. A whole house generator provides extra peace of mind year around. Enjoy views of Lake Wassookeag and a spacious backyard that's perfect for children, entertaining, or creating the garden you've always wanted. This well maintained home combines one-level living, practical upgrades, and a lovely setting.

2 Number 10th Rd, Dexter

Listing courtesy of RE/MAX Infinity.

$237,000
3 Beds ⋅ 1 Baths
Does 23+ acres of land, a 6 room house with 3 bedrooms, a woodworking shop, out buildings, garden spots, rhubarb and raspberry patches, timber, and lots of privacy appeal to you? If so, you should take a look at this move-in ready home and property. With all that said, the source of heat is the wood stove in the basement, which has been fine for the 15 years the house has been built. However, If you are financing, the lender will want another source of heat, like a heat pump or a propane heater. The seller is willing to give a credit if that is the case. The property is priced to move so act accordingly.

640 Dover Rd, Dexter

Listing courtesy of First Choice Real Estate.

$325,000
3 Beds ⋅ 2 Baths
OPEN HOUSE - July 25th, 11AM to 1PM Welcome to this beautifully renovated country home set on 3 private acres, where timeless character meets modern comfort. Nearly every major update has already been completed, including a new roof, all-new insulated windows, cedar shingle siding, three energy-efficient heat pumps, updated electrical and plumbing, a stunning new kitchen, beautifully renovated bathrooms, and much more. Throughout the home, vintage craftsmanship and original charm have been carefully preserved while seamlessly blending in today's modern finishes and conveniences. Step outside and enjoy your own private retreat featuring a peaceful pond, mature apple trees, berry bushes, and plenty of open space to relax or entertain. Outdoor enthusiasts will love the direct access to ATV trails right from the property.The attached two-story barn offers endless possibilities with abundant natural light from its oversized windows, making it ideal for storage, hobbies, a workshop, or future creative space. If you've been searching for a move-in ready country home that combines historic charm, quality renovations, and an exceptional outdoor setting, 144 Main Street Hill is a must-see.

144 Main Street Hl, Dexter

Listing courtesy of Tim Dunham Realty. 207-729-7297
$149,900
3 Beds ⋅ 2 Baths
Welcome home!! This comfortable 3-bedroom, 2-bath home offering plenty of character and endless charm! Conveniently located in town, this property features a peaceful backyard with mature shade trees, a small brook bordering the rear of the property, and frequent visits from deer that can be enjoyed right from your windows. The first-floor bedroom was previously used as a salon, is it a large space with its own entrance and full bathroom. Upstairs there are two more good sized bedrooms with closets and large windows for plenty of natural light. Outside, you'll find an abundance of perennials and established shrubs surrounding the home, creating color every where you look. Relax on the front deck with your morning coffee or unwind in the evening with a good book. The attached garage has direct entry into the home and offers plenty of space for a workshop or for extra storage. A closely located stream offers opportunities to enjoy the outdoors, and also nearby is the golf course, ATV/snowmobile trails and the beautiful Lake Wassookeag with the public beach and boat launch. If you're searching for a home with charm, flexibility, and great potential in a convenient in-town location, this one is worth a look!

69 Liberty St, Dexter

Listing courtesy of RE/MAX Infinity.

$219,000
2 Beds ⋅ 1 Baths
If you've been searching for a property where your hobbies, projects, or business finally have room to grow, this could be the one. Situated just minutes from downtown Dexter, this 2-bedroom, 1-bath home combines country living with exceptional utility. The standout feature is the impressive oversized garage/shop featuring high ceilings, oversized doors, and a two-post vehicle lift--an ideal setup for automotive enthusiasts, mechanics, equipment storage, fabrication, woodworking, or countless other hobbies. Whether you're restoring classic cars, maintaining recreational vehicles, or need workspace for your next project, this building is ready to work. The home offers warm rustic charm with exposed wood finishes, a durable metal roof, covered porch, heat pump for efficient heating and cooling, and a wood stove for added comfort during Maine winters. Conveniently located just outside Dexter, you'll enjoy easy access to shopping, restaurants, schools, and everyday amenities while remaining close to area recreation including ATV and snowmobile trail systems, Lake Wassookeag, public boat launches, fishing, hiking, hunting, and year-round outdoor recreation. Bangor and Newport are within an easy commute. Properties combining comfortable living space with a shop of this caliber are difficult to find. Schedule your private showing today.

583 N Dexter Rd, Dexter

Listing courtesy of NextHome Experience.

$299,000
4 Beds ⋅ 2 Baths
Classic New England charm meets refreshed, everyday functionality in this spacious 1,995 +/- square foot home in Dexter on a corner lot. Offering 4 bedrooms and 2 full bathrooms, this home features a flexible floor plan with a living room, family room, dining room, and an additional bonus room ideal for a home office, den, or playroom. Enjoy the convenience of a full bathroom on each level, a second-floor laundry room, and a walk-up attic providing abundant storage. The current owners report the home is served by the same electrical grid as the local nursing facility, which has historically resulted in fewer extended power outages. Located along a local ATV access route, this property offers convenient trail access while still providing a comfortable residential setting. With generous living space and versatile rooms, this home is ready to fit your lifestyle. Schedule your private showing today!

59 Park St, Dexter

Listing courtesy of EXP Realty.

$265,000
4 Beds ⋅ 1 Baths
If you love big old houses, this is the one for you! Classic old cape farm is sitting on a hillside waiting for your future plans. This home has had a lot of care and work put into it in the last couple of years, but it is still a bit of a blank canvas awaiting its new owners. New roof, all new electrical, many new windows and an updated heating system/hot water heater are your starting points. The property has 24 acres, part in field and part in woods. Excellent opportunity for farming, homesteading etc. Nice woodlot, this property offers something for everyone. The first floor of the home has a large kitchen/dining room, living room, bedroom and a full bath with its old-fashioned claw foot tub and laundry hookups. Upstairs you will find 3 more bedrooms and an unfinished attic space up over the kitchen that would make a fantastic master bathroom/closet! Dexter, Maine is a scenic rural town of roughly 3,800 residents. Located in Penobscot County, it lies along the Moosehead Trail. It is anchored by the 1,170-acre Lake Wassookeag and is known for its abundant outdoor recreation, rich mill history, and central location about 50 minutes northwest of Bangor. Settled in 1801 and officially incorporated in 1816, the town is named after Samuel Dexter, a prominent 19th-century American statesman. Distance to Cities: 31 miles to Bangor, 45 miles to Waterville, and 120 miles to Portland.

122 Old Dover Rd, Dexter

Listing courtesy of United Country Lifestyle Properties of Maine. 207-794-6164
$69,900
1 Beds
Escape to your own private wilderness retreat with this charming rustic camp, offering the ultimate blend of peaceful seclusion and unbeatable convenience. Tucked away in a quiet, wildlife-rich haven just minutes from town, this property is an outdoor enthusiast's dream. Enjoy direct access to an ATV road that connects seamlessly to hundreds of miles of state ITS trails, making it an absolute paradise for snowmobiling and trail riding. After a day of adventure, unwind on the spacious screened porch and take in the serene surroundings. The property comes equipped for immediate enjoyment with a generator included, a dedicated outhouse, a separate shower house shed, and a massive storage shed perfect for keeping all your summer and winter toys secure. Best of all, all contents stay, making this a completely turn-key getaway. While you'll love the off-grid vibe, modern comfort is well within reach thanks to existing power poles already on-site for an effortless hookup.

699 Charleston Rd, Dexter

Listing courtesy of RE/MAX Infinity.

$149,900
2 Beds ⋅ 1 Baths
Discover a rare blend of historic charm and commercial potential with this classic traditional church building, dating back to the early days of Dexter (circa 1872). This property retains most of its original character, including stunning stained-glass windows, timeless woodwork, and many of the pews that add warmth and authenticity to every space. Its stately exterior and welcoming interior make an immediate impression for visitors and locals alike. Prime visibility and high daily traffic along Route 7 (The Moosehead Trail) create abundant opportunities for a wide range of uses, from a community hub or chapel to a specialty showroom, gallery, event venue, or retail operation. The adaptable layout supports flexible configurations, preserving the architectural grace while inviting modern functionality. The property also includes an efficiency apartment in the basement with a full kitchen and bath, offering convenient on-site housing or staff accommodations. Most recently utilized as an antique and collectibles shop, the building already has proven foot traffic appeal and a ready-made ambiance for similar ventures. Any remaining inventory can be negotiable, adding extra value for a turnkey transition. Contact us today to arrange a viewing and explore how this heritage building can become your next successful venture.

103 Spring St, Dexter

Listing courtesy of RE/MAX Infinity.

$215,000
4 Beds ⋅ 2 Baths
Step back in time while enjoying modern comfort in this beautiful Victorian home nestled in the heart of Maine. This home features original craftmanship, 4 bedrooms, 1.5 bathrooms and generous living space. Relax on the first level enclosed porch or the second level porch. Formal dining to entertain guests or enjoy cozy evenings by the fireplace. Large in town lot, the property is just a short stroll from local shops, restaurants, and park. Located near access to lakes and ATV trail. Don't miss your chance to make this enchanting home your own. Schedule a showing today.

9 School St, Dexter

Listing courtesy of Real Broker.

$340,000
2 Beds ⋅ 1 Baths
Nestled on 6.2 acres of picturesque landscape, this exquisite 2 bed 1 bath chalet exudes an atmosphere of refined elegance and tranquility. Perfectly positioned just a stones throw from Lake Wassookeag and downtown Dexter, this residence offers a wealth of recreational opportunities and convenience. Crafted with a timeless post & beam construction, an oversized 1 car garage, a charming farmers porch, a serene private pond, and an inviting slate patio, this property epitomizes a sophisticated blend of modern amenities and a rustic vibe. Meticulously maintained with numerous recent updates, this home seamlessly combines contemporary comforts with classic charm. Seize the opportunity to claim this residence as your exclusive haven!!

553 N Dexter Rd, Dexter

Listing courtesy of RE/MAX At Home.

$149,900
4 Beds ⋅ 2 Baths
Opportunity awaits in the heart of Dexter! Situated on a spacious 1.04-acre in-town lot, this property offers plenty of room for expansion, recreation, gardening, or future improvements. The existing home is in need of updates and renovations, making it an ideal project for investors, contractors, or buyers looking to build equity through improvements. Conveniently located close to local amenities, schools, shopping, and recreational opportunities, this property provides the rare combination of a large lot and in-town convenience. Bring your vision, creativity, and tools to unlock this property's potential.

18 Beech St, Dexter

Listing courtesy of RE/MAX Infinity.

$104,900
3 Beds ⋅ 2 Baths
POTENTIAL! This property needs some TLC but has recently had some repairs to roof, basement and and some limited interior repair to damaged ceilings and walls. If you are looking for a property that you can add value to, here it is! Bring your ideas and skills!!! Will not go through any secondary market financing. Priced to sell!

200 Free St, Dexter

Listing courtesy of Berkshire Hathaway HomeServices Northeast Real Estate.

$675,000
4 Beds ⋅ 2 Baths
This beautiful 4-bedroom, 2-bath home set on nearly 12 acres is perfectly suited for horse enthusiasts, outdoor lovers, or anyone looking for a property already equipped for year-round use. Designed with equestrian functionality in mind, the property features a large indoor riding arena for all-season training and riding, power at every stall, a heated water line to the field troughs, a tack room, and four current stables, with the layout designed to accommodate five. Chores are a breeze with the newly built tack room attaching the home to the barn, While others bundle up in those winter months, you'll be feeding and watering in your pajamas. Recent clearing and forestry mulching has also opened up more usable space, allowing you to fully take advantage of the electrically fenced land. The home offers added peace of mind with a fully wired whole-home generator and a new roof installed in 2023. Two detached garages -- one 3-bay and one oversized single bay -- provide plenty of space for vehicles, equipment, tools, and storage. Outside, the property continues to impress with fruit-bearing bushes and trees, a private pond, and direct access to ATV trails. Lake Wassookeag, a 1,153 acre lake has a public boat launch and beach just half a mile away, making boating, fishing, and other water activities just an easy walk down the road. Blending comfort, function, recreation, and true equestrian convenience, this property is ready for its next chapter.

135 Crockett Rd, Dexter

Listing courtesy of Elevate Maine Realty.

$349,900
3 Beds ⋅ 4 Baths
Welcome to this attractive 3-4 bedroom, 2.5-bath home situated on a beautifully landscaped 0.74-acre property comprised of two separately deeded lots. At the heart of the home is a spacious cook's kitchen featuring abundant cabinetry, a center island for casual dining and entertaining, and a gas range installed in 2022. One of the home's most appealing features is the bright four-season front porch. Filled with natural light thanks to its desirable south-facing orientation, it provides the perfect spot to enjoy your morning coffee, read a book, or simply unwind. Original character details include maple flooring, arched wood doorways, and the original wood staircase and railing, blending timeless charm with thoughtful updates. Upstairs, you'll find a beautifully renovated bathroom completed in April 2026 with attractive built-ins and updated finishes. The flexible floor plan includes a first-floor laundry/utility room that could also serve as a home office, hobby room, or potential first-floor bedroom. The attached three-car garage offers ample space for vehicles, equipment, and storage. Above the garage, a partially finished area presents excellent potential for a studio apartment, guest suite, home office, or additional living space. Adding exceptional value is the impressive 34' x 50' two-story garage, workshop, and office building. This versatile outbuilding features four garage bays--two oversized and two standard--along with two private office spaces, a dedicated woodworking area, a half bath, and extensive storage throughout. Whether you're a tradesperson, entrepreneur, hobbyist, or collector, this unique space offers outstanding flexibility. With its attractive setting, flexible living spaces, abundant storage, and exceptional workshop facilities, this rare property offers the opportunity to comfortably live, work, and pursue your passions--all in one remarkable package!

13 And 19 Pine St, Dexter

Listing courtesy of Berkshire Hathaway HomeServices Northeast Real Estate.

$188,900
3 Beds ⋅ 1 Baths
Small-town charm, seasonal lake views, and everything you need just a short stroll away! Located on a quiet side street in Dexter, this inviting 3-bedroom home offers seasonal views of Lake Wassookeag and an attached 2-car garage. Leave the car at home and enjoy easy walks to shopping, the library, and community events while returning each day to the comfort and tranquility of your own neighborhood retreat.

15 Pleasant St, Dexter

Listing courtesy of RE/MAX Infinity.

$99,900
3 Beds ⋅ 1 Baths
Recently improved price. Affordable 3-bedroom, 1-bath home in the heart of Dexter with an attached one-bay garage and a recently installed metal roof covering the entire property. Walkable to downtown shops, schools, and recreation. Whether you're looking for your first home, next home, or an affordable investment opportunity, this one is worth a look.

11 Orchard St, Dexter

Listing courtesy of RE/MAX Infinity.

$139,900
1 Baths
Nestled on a private lot with its own water and sewer, this charming retreat is ideal for effortless weekend getaways or simple year-round living. Inside, you'll discover a freshly finished cozy knotty-pine interior that exudes warmth and character, complemented by a brand new direct vent Rinnai propane furnace for optimal comfort throughout the seasons. The open layout encourages creativity, allowing you to design the space to fit your lifestyle--whether it's a serene writer's nook, an outdoor adventurer's base camp, or a minimalist hideaway. The surrounding woods provide a natural privacy buffer, creating your own personal sanctuary. Despite the tranquil setting, convenience is just moments away; Lake Wassookeag beckons with opportunities for boating, swimming, fishing, and year-round recreation, all just minutes from your doorstep. Additionally, shopping, dining, and everyday necessities can be found nearby in town, ensuring easy access while preserving the peace of your retreat. A cabin like this is a rare gem: simple, serene, and perfectly situated to embrace the best of Maine living.

319 Shore Rd, Dexter

Listing courtesy of RE/MAX Infinity.

$370,000
3 Beds ⋅ 2 Baths
This beautifully maintained 1930 home, with a foundation dating back to 1810, perfectly combines historic charm and modern updates. Rich in character and history, the home features recently refinished hardwood floors that bring warmth and elegance throughout, freshly painted interiors, and an updated kitchen designed for today's convenience as well as many other updates. Major improvements including updated electrical, a new roof, and a repaired chimney provide peace of mind while preserving the timeless appeal of this classic property. Outside, the property is filled with natural beauty and established landscaping, including blueberry bushes, lilac trees, rhubarb plants, and a variety of flowers that create a picturesque setting throughout the seasons. Located on a quiet dead-end road, this peaceful retreat offers beautiful views of Lake Wassookeag and the tranquility of country living. An oversized garage offers excellent storage and flexibility, complete with a large workshop area perfect for hobbies, projects, or additional workspace. The layout also provides the potential to potentially convert the area into a third garage bay if desired. Enjoy summer evenings relaxing on the front or back porch while listening to the calls of loons across the lake. With its scenic surroundings, historic character, modern updates, and peaceful setting, this home offers a rare opportunity to enjoy the beauty and charm of an older home with the comfort and convenience of today.

17 Old Pond Rd, Dexter

Listing courtesy of Meservier & Associates.

$148,900
2 Beds ⋅ 1 Baths
Charming 2-3-bedroom, 1-bath home with the option for one-floor living, but also has a finished attic offering flexible additional space. The third bedroom was converted into a laundry room. Situated on a .26-acre lot, this property has been refreshed over the past few years with updated kitchen, newer appliances, updated flooring, and fresh paint throughout, giving it a clean and move-in ready feel. Enjoy the convenience of two driveways providing plenty of parking, along with a closed in porch and deck for outdoor use. Located just a short distance from Lake Wassookeag and nearby shopping, this home offers both comfort and convenience in a great location!!

58 Charleston Rd, Dexter

Listing courtesy of RE/MAX Infinity.

$109,900
Looking for the perfect place to escape the hustle and bustle? Welcome to your very own 40-acre slice of heaven in the Maine woods! This unique offering includes a rustic one-room off-grid camp complete with cozy wood stove--perfect for those chilly nights. Additionally, a storage shed provides ample space for your gear, tools, and any other essentials. Most furnishings and tools currently on site will convey at no additional cost, allowing you to enjoy your new retreat right from day one. This location is ideal for ATV and snowmobile adventures. Plus prime hunting and fishing opportunities are nearby, including a public boat launch at Lake Wassookeag just five minutes away. This is your chance to come and enjoy the serene wilderness... Come and experience Maine... the way life should be!

Map 201 Map 201, Dexter

Listing courtesy of RE/MAX Infinity.

$135,000
4 Beds ⋅ 1 Baths
Charming in town home with four bedrooms on the second floor. Newer kitchen, dining room with built-ins, living room w/fireplace, some hardwood floors and a back mud room on the first floor. Easy access dry basement. The front porch is a great area to sit and relax. Very quiet neighborhood. Current title issue is being addressed, time unknown. Priced to sell and being sold as is.

14 School St, Dexter

Listing courtesy of EXP Realty.

$85,810
3 Beds ⋅ 2 Baths
3 Bedroom 2 bath home located on dead end street. First floor laundry and mudroom. Property is in need of some TLC. Will not go FHA, VA , USDA or first time home owner. Properrty is being sold as is. This is a bank foreclosure. There is no owner financing.

111 Prospect St, Dexter

Listing courtesy of Dewitt-Jones Realty.

$439,900
4 Beds ⋅ 5 Baths
Want to Own A Piece of History? A seldom found historical residence in the heart of Dexter. This elegant and extraordinary landmark once belonged to a leading manufacturing family of Dexter, and State of Maine legislator. This one-of-a-kind home has been restored to its past glory and now available as your next home. From the incredible views of downtown, to fireside reading by one of the fireplaces, or lolling on the deck for morning coffee, this quiet, yet convenient location offers all one might imagine. Plus, it boasts an in-law apartment and newly constructed office space for the extended family, or for the professional who likes doing remote work from home. We know you will welcome family gatherings in the spectacular entertaining space that flows easily from the new kitchen to the inviting dining room, living room and unusual sunroom that boasts its own fireplace. A classic restored Victorian Farmhouse with attention to detail. Interior furnishings of home are of the highest quality and specifically purchased to enhance the beauty and architecture of the home. Most furnishings may convey with an agreed upon contract for the property. Qualified buyers only please.

51 Free St, Dexter

Listing courtesy of EXP Realty.

$339,900
5 Beds ⋅ 3 Baths
HUGE PRICE DROP! This absolute must-see 5-bedroom, 3-bathroom home boasts lots of space for a big family, entertaining, and overnight visitors, perfectly balancing luxury and accessibility. Inside, enjoy a large but cozy open-concept living area centered around a charming fireplace, all refreshed with new flooring. The chef's kitchen is equipped with a modern gas range and new stainless steel appliances, ceiling and lighting, while the luxurious primary bedroom suite offers a dramatic cathedral ceiling and big closets. Outside, enjoy curb appeal from the new classic farmers porch, and relax on the expansive large porch out back overlooking the sparkling 20x40 inground pool. This stunning property places you at the heart of the Maine outdoors: enjoy golf and shopping nearby, and direct access to ATV/snowmobile trails and all the Lake Wassokeag water sports (boating, swimming, fishing). Book your showing today!

74 Zions Hill Rd, Dexter

Listing courtesy of RE/MAX Infinity.

$334,900
5 Beds ⋅ 2 Baths
Classic 1904 New Englander - Completely Remodeled with Lake Views . Step into timeless charm with modern updates in this home offering three full floors of living space and views of Lake Wassookeag. This spacious home features 5-6 bedrooms and two full bathrooms, providing flexibility for growing families, guests, or home office space. 2 bedroom on the main floor adds convenience and versatility. The completely finished third-floor attic offers additional living space -- perfect for a primary suite, bonus room, playroom, or studio. Enjoy: * Three floors of finished living space * One-car garage * Beautiful lake views * Public swimming area just a few streets away * Classic New England character with modern updates Imagine mornings overlooking the lake and summers spent enjoying the nearby public swimming area at Lake Wassookeag. This home blends historic charm with today's comforts -- a rare opportunity in a desirable location.

51 Forest St, Dexter

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

$250,000
1 Baths
Currently used as a commercial building but could be converted into a residence. Kitchen and half bath currently on site. Very efficient building with radiant heat. Town water and sewer. Level entry and large lot. See MLS 1663265

97 Church St, Dexter

Listing courtesy of EXP Realty.

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