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$289,000
This premier commercial building just outside Oakland Village offers an exceptional turnkey investment opportunity, pairing high-visibility placement with an adaptable layout engineered for immediate business scaling. The architecture features a bright, welcoming storefront or reception entry that transitions into an expansive rear footprint, allowing owner-users to easily configure the space for high-capacity storage or an expanded retail showroom. Outside, a massive private driveway ensures seamless logistics with dedicated parking stalls for both staff and clients, while professionally curated landscaping and mature fruit trees deliver premium curb appeal. Strategically positioned to maximize local presence, this property provides the ultimate structural flexibility and market visibility required to accelerate your commercial venture's growth and return on investment.

152 Fairfield St, Oakland

Listing courtesy of Portside Real Estate Group.

$329,000
2 Beds 1 Baths
Charming country ranch on a lovely private, corner lot with frontage on three roads! Convenient to I-95, shopping and only minutes to town! When you enter this home you will want to stay! So warm and inviting & in move-in shape! Features wood floors, cozy living room with a propane stove and a formal dining room which opens to a sunny den or office. One garage space was converted into a spacious bonus room and even has laundry there. This area has its own private entrance, so would possibly make a great home office, craft room or a 3RD BEDROOM! Sellers had 9 new windows installed in 2023 and a fire alarm system installed in 2014. All this plus a stunning landscaped lot with fruit trees, a private back yard with a large deck and a lower patio to enjoy the outside space & have your morning coffee! Don't miss this special home!

202 Middle Rd, Oakland

Listing courtesy of Century 21 Nason Realty.

$325,000
3 Beds 2 Baths
Set on several private acres in Oakland, this classic 1800s farmhouse blends historic New England character with thoughtful modern improvements. Offering over 2,100 square feet of living space, this 3-bedroom home features the warmth and charm expected from a property of this era, combined with the practical updates today's buyers are looking for. The home has been exceptionally maintained and includes a newer roof, vinyl siding, updated exterior improvements, and a recently added oversized garage providing tremendous utility for vehicles, storage, hobbies, or workshop space. Inside, you'll find generous living areas filled with natural light, multiple heat sources including wood stoves and a fireplace, and the timeless feel that only a historic Maine farmhouse can provide. The acreage offers privacy, flexibility, and room to enjoy country living while remaining conveniently close to town amenities, schools, and I-95 access. Whether you're looking for a primary residence with space to spread out, a hobby farm setting, or simply a home with authentic character and substance, this property presents a rare opportunity in today's market. A unique combination of history, land, practicality, and charm in one of Central Maine's most desirable communities.

78 Ten Lots Rd, Oakland

Listing courtesy of Keller Williams Realty. nick@nickisgro.com

$594,900
4 Beds 3 Baths
Skip the construction loan and step into a beautifully designed new construction Colonial offering approximately 1,870± square feet of thoughtfully crafted living space. This 4-bedroom, 2.5-bath home blends timeless style with modern functionality, creating the perfect space for everyday living and entertaining. The first floor features a spacious open-concept kitchen and living area centered around a large island, along with a dedicated dining room, convenient utility/laundry room, and half bath. Upstairs, you'll find four generously sized bedrooms including a private primary suite complete with a walk-in closet and full bath with double vanities and a custom shower. This home features quartz countertops, painted cabinetry, and durable click-lock flooring throughout the main living spaces, creating a clean and modern feel from top to bottom. Please note: garage is not included in the offering price. Want to experience the layout in person? This model is available to walk through at our sales center in Chelsea. Reach out today to learn more about the process and timeline to completion.

Lot 15 Autumn, Oakland

Listing courtesy of Summit Real Estate.

$1,299,000
Exceptional Commercial and Residential Investment Opportunity in Prime Oakland Location! Looking for the perfect space to launch or grow your business, add to your portfolio, or live on site while you work? This rare offering includes both 113 and 121 High Street in Oakland, presenting a unique blend of commercial functionality and residential comfort. At 121 High Street, you'll find a 57x53 heated commercial garage, fully equipped with a lift, tools, and half bath, ideal for trades, storage, or auto work. A second 29x25 garage, additional outbuildings, and a separate office space provide even more versatility. There are three RV hookups, a fenced garden, and fruit bearing plum, apple, and blueberry trees. The 3.68 acre lot offers potential for future development, such as a mobile home park or tiny home community where affordable housing is much needed in the desirable Oakland area. A never used junkyard permit can also transfer with the property. All just minutes from downtown Oakland and the public boat launch at Messalonskee Lake, and under 10 minutes to Waterville's colleges, hospital, and airport. Next door, 113 High Street features an updated home with over 2,700 square feet of finished space. It includes a sleek kitchen with black granite countertops, modern bathrooms with a tiled shower, a spacious family room, and a cozy den with a built-in bar. The layout is ideal for adding bedrooms or converting part of the home into a business office. The basement offers additional space, and the attached garage includes a rear office. Outside, enjoy the stamped concrete patio and well maintained backyard on 0.50 acres. Whether you're an investor, entrepreneur, or buyer seeking a versatile live/work setup, this unique opportunity checks all the boxes!

113 & 121 High St, Oakland

Listing courtesy of Real Broker.

$489,900
3 Beds 2 Baths
The Amherst model offers beautifully designed single-level living with 3 bedrooms, 2 bathrooms, and approximately 1,535± square feet of thoughtfully planned space. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating the perfect setup for entertaining or everyday life. The spacious kitchen features a large center island, quartz countertops, painted cabinetry, and plenty of storage, including a walk-in pantry. The private primary suite offers a walk-in closet and an oversized bath with double vanities, while two additional bedrooms and a second full bath provide flexibility for guests, family, or home office space. Additional features include a dedicated utility room, abundant natural light, and a functional layout designed for comfort and convenience. This home is fully customizable, allowing buyers to tailor finishes, colors, and details to match their style and needs. Want to see the layout in person? The Amherst model is available to walk through at our sales center in Chelsea. Reach out today for more information on the process and timeline to completion.

Lot 8 Autumn, Oakland

Listing courtesy of Summit Real Estate.

$429,900
2 Beds 2 Baths
The Reagan II model offers efficient, thoughtfully designed living with 2 bedrooms, 2 bathrooms, and approximately 1,085± square feet of comfortable space. This inviting layout features an open-concept kitchen, dining, and living area that creates a bright and functional flow perfect for everyday living or entertaining guests. The private primary suite includes a walk-in closet and en-suite bathroom with double vanities and a spacious shower, while the second bedroom and full bath offer flexibility for guests, office space, or family. The design also includes a dedicated dining area, ample storage throughout, and a welcoming front porch that adds to the home's charm and curb appeal. This home is fully customizable, giving buyers the ability to personalize finishes, layouts, and features to match their lifestyle and vision.

Lot 10 Autumn, Oakland

Listing courtesy of Summit Real Estate.

$299,900
3 Baths
Don't miss this in-town **2-unit multi-family property in Oakland** offering strong income potential and added flexibility. Each unit features separate utilities, allowing tenants to pay their own heat and electricity. The property also includes additional office space with potential to be converted into expanded living space for the first-floor unit (buyer to verify permitted uses with local officials). Recent improvements include sewer lines replaced approximately four years ago and Rinnai heaters installed approximately two years ago, providing added efficiency and peace of mind. Conveniently located just minutes from Waterville and close to local amenities, shopping, dining, and services. Whether you are looking to owner-occupy or invest, this property offers opportunity and versatility. Schedule your showing today!

11 Church St, Oakland

Listing courtesy of Keller Williams Realty.

$469,900
3 Beds 2 Baths
Welcome to the Harding, a beautifully designed to be built ranch offering 3 bedrooms, 2 bathrooms, and 1,371 square feet of thoughtfully designed living space. This open concept floor plan features a spacious living room that flows seamlessly into the kitchen and dining area, creating the perfect setup for entertaining, relaxing, or everyday living. The private primary suite includes its own full bathroom and generous closet space, while two additional bedrooms provide flexibility for guests, family, or a home office. Designed with both comfort and functionality in mind, this home offers modern finishes, efficient use of space, and easy single level living. Enjoy the simplicity of a streamlined building process with no construction loan required. Whether you are looking for your first home, downsizing, or simply wanting brand new construction without the hassle, the Harding delivers quality, comfort, and convenience all in one package.

Lot 19 Autumn, Oakland

Listing courtesy of Summit Real Estate.

$439,900
2 Beds 2 Baths
Introducing 'The Knox' a thoughtfully designed 1,205 sq. ft. ranch-style home offering the perfect blend of comfort, functionality, and modern living. This to-be-built home features 2 bedrooms, 2 full bathrooms, and a bright open-concept layout ideal for both everyday living and entertaining. The oversized eat-in kitchen flows seamlessly into the dining and living areas, creating a warm and inviting space to gather. The spacious primary suite includes a walk-in closet and private en suite bath with double vanities and a 48' seated shower. A second bedroom and full bath provide flexibility for guests, family, or a home office. Designed with convenience in mind, this home offers single-level living and an efficient layout that maximizes every square foot. No construction loan required, making the building process simple and stress-free from start to finish. Please note: Garage shown in renderings/floor plans is NOT included in the list price.

Lot 14 Autumn, Oakland

Listing courtesy of Summit Real Estate.

$1,900,000
This phenomenal home is sitting on over 28 acres w/ horse stalls, riding pens & a stocked trout pond. You'll always have something fun to do here. This gorgeous home offers lots of space, 5-6 bedrooms, & beautiful finishes. Lovely landscaping & white fences. Large garage for 4 cars w/radiant heat, & a pull thru overhead door to the back. Beautiful deck w/ pergola looks out to the back acreage, perfect for watching wildlife. Inside you are greeted w/ a large family room w/ lots of windows. 180x 320 ft riding arena, w/ announcer booth/ tree stand for hunters. The well-appointed kitchen features a stone island, double pantries, & a cozy sunroom off the rear to watch Sunday games or simply to enjoy the gas fireplace. First floor laundry & a beautiful formal living room w/ built in cabinets. First floor primary bedroom w/ a gorgeous en suite bath w/ tile steam shower, soaking tub, & double vanities. Upstairs there is a fantastic family room, perfect for games, a theater, office or workout space & a large bonus room. In the daylight basement is an additional kitchen, full bath w/ laundry, & 3 additional rooms. Stand by generator. This property also features modern barn venue, which could also be used for many other business & activities. Beautiful grounds include a fountain, hardscaping, & lovely gardens. This building has an upscale finish w/ rustic flair. Generous parking in the rear. High ceilings give a spacious feel to the 7,200 sq ft main floor. Next to the main floor is an additional space that includes a kitchen area w/ commercial fridges, a bar area, & multiple bathrooms including a handicap accessible bathroom. Upstairs is a room that was used for a bridal suite, but it could be used as a conference space as well. Outdoor seating under pergolas & garden lights. Beautiful setting for photographs. Separate 5 car garage & mobile home for storage. Generator on site. So many possibilities with this property.

78 98 Hussey Hill Rd, Oakland

Listing courtesy of Sprague & Curtis Real Estate. tyler@spragueandcurtis.com

$895,000
2 Beds 2 Baths
Experience the pinnacle of Maine living with this rare, year-round retreat on the shores of Messalonskee Lake. This isn't just a home; it's a lifestyle package that combines a masterfully renovated residence with a unique bonus: your own private island. Step into a bright, open-concept sanctuary designed for effortless one-floor living. The interior radiates warmth with charming tongue-and-groove pine and expansive windows that frame breathtaking lake views. At the heart of the home is a newly upgraded chef's kitchen, featuring sleek stainless steel appliances & gorgeous butcher block countertops. The primary suite offers a modern en-suite bath, while new flooring, updated windows, and high-efficiency heat pumps ensure comfort in every season. With two spacious garages, you'll have plenty of room for vehicles, boats, & snowmobiles. Outside, 100 feet of private lake frontage serves as your playground. Whether you're swimming, kayaking, or fishing, the waters of Messalonskee Lake are just steps from your door. Just a short boat ride away lies your own private 7-acre island--a true rarity. Already equipped with electric service, septic systems, & hiking trails, the island includes two buildable lots. Keep it as your private sanctuary, or take advantage of the infrastructure to build additional guest cottages for a spectacular family compound. Tucked away in a peaceful setting yet located just minutes from the amenities of Oakland and Waterville and easy access to I-95, this property offers the perfect balance of secluded island life and modern convenience. Don't miss this once-in-a-lifetime opportunity to own a piece of Maine's Belgrade Lakes region.

25 Gifford Place & Blake Island, Oakland

Listing courtesy of Portside Real Estate Group.

$389,000
5 Beds 3 Baths
Set along the peaceful banks of Messalonskee Stream, this move-in ready ranch offers the kind of space and setting that's hard to find. With 5 bedrooms and 2.5 bathrooms across 2,460 square feet, there's room here to grow, gather, and truly feel at home. Inside, you'll find a bright, open layout designed for connection--where the kitchen flows easily into the main living space, and natural light fills the rooms throughout the day. Whether it's quiet mornings or lively evenings, this home adapts effortlessly to the rhythm of everyday life. Step out onto the back deck and take in the calming water views--an ideal spot for morning coffee, unwinding at the end of the day, or simply enjoying the beauty of your surroundings. With flexible space that could accommodate guests or extended family, plus a two-car garage, the home offers both comfort and versatility. Located just minutes from Colby College, local shops, and I-95, you'll enjoy the perfect balance of privacy and convenience. This is more than a home--it's a place to settle in, spread out, and stay awhile.

88 County Rd, Oakland

Listing courtesy of The Maine Real Estate Experience.

$1,500,000
Don't miss out on this one-of-a-kind commercial opportunity! This brand new self-storage business is an investor's dream, boasting 65 units, durable metal construction, and a web-based management system for easy operation. With excellent high occupancy rates and low running expenses, this is a venture that promises strong returns. Conveniently positioned in the heart of Oakland, this business is close to Waterville, Thomas and Colby colleges, and the picturesque Messalonskee Lake, making this facility a preferred choice for students, faculty, and lake house owners needing additional storage space. The package also includes a tastefully remodeled 3-bedroom, 1-bath ranch home that can be further utilized as an extra rental income source, an office space or simply as a convenient residence for maintaining a perfect work-life balance. Come explore the potential of this unique commercial proposition today! Prospective buyers must sign an NDA and present proof of funds to receive financials.

36-38 Summer St, Oakland

Listing courtesy of Harcourts Waterfront & Fine Properties. charlene@harcourtswfp.com

$525,000
3 Beds 3 Baths
Welcome to another exceptional home by JW Development, perfectly situated in one of Oakland's most desirable neighborhoods—just moments from the fairways of the Waterville Country Club. This stunning two-story home offers 3 bedrooms and 2.5 bathrooms with a thoughtfully designed open-concept layout that blends style and functionality. The custom kitchen serves as the heart of the home, featuring quality craftsmanship, modern finishes, and seamless flow into the dining and living areas—ideal for both entertaining and everyday living. Upstairs, you'll find a spacious primary suite with a private bath, along with two additional bedrooms and a full bathroom. The attached two-car garage provides convenience year-round, while the home's efficient design maximizes comfort and usability. Located just minutes from shopping, restaurants, and quick access to I-95, this home offers the perfect balance of neighborhood charm and everyday convenience. Brand-new construction. Prime location. Quality craftsmanship by JW Development.

11 Village Green Cir, Oakland

Listing courtesy of Summit Real Estate.

$1,299,000
2 Beds 3 Baths
If you've been searching for a property where you can live comfortably and run your own business right next door, this one of a kind setup in Oakland is worth a look. This offering includes two properties at 113 and 121 High Street and is ideal for contractors, mechanics, tradespeople, or anyone needing both residential space and commercial functionality. At 113 High Street, you'll find a beautifully updated home with over 2900 sqft of finished living space. The kitchen features sleek black granite countertops, the bathrooms are modern with tile finishes, and the layout includes a spacious family room and a cozy den with a built in bar. The floor plan offers flexibility with space to add bedrooms or set up home offices. The basement adds usable square footage, and the attached garage includes a rear office. Outside, enjoy a stamped concrete patio and a well kept backyard perfect for relaxing or entertaining. Next door at 121 High Street is a large commercial space ready for your business. The 57x53 foot heated garage is fully equipped with a lift, tools, and a half bath. This would be perfect for automotive work, construction, trades, or equipment storage. There is also a second 29x25 garage, multiple outbuildings, and a detached office space that gives you even more flexibility. The 4.18 acre lot includes three RV hookups, a fenced garden, and fruit trees including plum, apple, and blueberry. There is plenty of open space to expand or explore future development options such as a mobile home park or tiny home community. A never used junkyard permit is also available to transfer with the property. Located minutes from downtown Oakland and the public boat launch at Messalonskee Lake and less than ten minutes to Waterville's colleges, hospital, and airport, this property offers convenience, space, and endless potential. Whether you are an entrepreneur, Investor or someone ready to run a business from home, this property gives you the best of both worlds!

113 & 121 High St, Oakland

Listing courtesy of Real Broker.

$375,000
Blake Island on Messalonskee Lake offers a rare and extraordinary opportunity to own a private seven-acre wooded sanctuary equipped with modern infrastructure. Already prepared for your vision, the island features an underwater electric power cable, a dug well, and two septic systems, making it ready for a dream cottage or a refined seasonal camp. A scenic perimeter trail system provides a one-of-a-kind hiking experience with exceptional southerly views down the lake, while the expansive acreage ensures ultimate privacy. Messalonskee Lake is renowned for its high water quality and world-class sport fishing, and accessing your retreat is seamless with a private dock, carport, and parking for two vehicles on the mainland. Whether you are looking for a secluded getaway or a unique development project, this legacy property offers the perfect balance.

52 Blake Is, Oakland

Listing courtesy of Portside Real Estate Group.

$276,500
2 Beds 2 Baths
Price Improvement! If you've been searching for the ease and comfort of single-story living, this beautifully renovated 2 bedroom, 1.5 bath ranch with the 3rd bedroom changed into a 1st floor laundry could be the perfect fit. Offering a manageable layout with stylish updates throughout, this home is ideal for those looking to downsize, simplify, or enjoy low-maintenance living without sacrificing comfort. Enjoy peace of mind with a brand new metal roof and new septic system already completed, allowing you to focus on enjoying your new home instead of worrying about costly repairs. Located just 10 minutes from Waterville and only moments from Messalonskee Lake, this property offers the perfect balance of convenience and outdoor recreation. Situated at the gateway to the Belgrade Lakes Region, you'll have year-round access to boating, fishing, hiking, and all the beauty Central Maine brings. Whether you're looking for your first home, a retirement retreat, or an easy-to-maintain getaway, this charming ranch checks all the boxes. Schedule your showing today and let us bring you to your next Journey Home.

278 Middle Rd, Oakland

Listing courtesy of Berkshire Hathaway HomeServices Northeast Real Estate.

$399,000
2 Beds 2 Baths
A 1950's cabin has been completely transformed - taken down to the studs and rebuilt with thoughtful craftsmanship and timeless design throughout. Every major system has been replaced; all new electrical, plumbing, insulation, septic, heat pumps, kitchen, finished carpentry, and septic, offering the peace of mind of new construction while maintaining the character. Inside, the kitchen features granite countertops, a stunning stone tile floor, and the perfect ambiance of a woodstove creating a warm and inviting living space. The home offers two spacious bedrooms and two full bathrooms, with a layout ideal for dual primary suites or comfortable guest accommodations. Perfectly situated on Belgrade Road, this property offers convenient access to the highly sought-after Belgrade Lakes Region, the award winning Belgrade Lakes Golf Club, and just 15 minutes to both Waterville and Augusta. Its an ideal location for year round living or a weekend getaway!

203 Belgrade Rd, Oakland

Listing courtesy of Hearth & Key Realty. 2077133144

$1,900,000
5 Beds 5 Baths
This phenomenal home is sitting on over 28 acres w/ horse stalls, riding pens & a stocked trout pond. You'll always have something fun to do here. This gorgeous home offers lots of space, 5-6 bedrooms, & beautiful finishes. Lovely landscaping & white fences. Large garage for 4 cars w/radiant heat, & a pull thru overhead door to the back. Beautiful deck w/ pergola looks out to the back acreage, perfect for watching wildlife. Inside you are greeted w/ a large family room w/ lots of windows. 180x 320 ft riding arena, w/ announcer booth/ tree stand for hunters. The well-appointed kitchen features a stone island, double pantries, & a cozy sunroom off the rear to watch Sunday games or simply to enjoy the gas fireplace. First floor laundry & a beautiful formal living room w/ built in cabinets. First floor primary bedroom w/ a gorgeous en suite bath w/ tile steam shower, soaking tub, & double vanities. Upstairs there is a fantastic family room, perfect for games, a theater, office or workout space & a large bonus room. In the daylight basement is an additional kitchen, full bath w/ laundry, & 3 additional rooms. Stand by generator. This property also features modern barn venue, which could also be used for many other business & activities. Beautiful grounds include a fountain, hardscaping, & lovely gardens. This building has an upscale finish w/ rustic flair. Generous parking in the rear. High ceilings give a spacious feel to the 7,200 sq ft main floor. Next to the main floor is an additional space that includes a kitchen area w/ commercial fridges, a bar area, & multiple bathrooms including a handicap accessible bathroom. Upstairs is a room that was used for a bridal suite, but it could be used as a conference space as well. Outdoor seating under pergolas & garden lights. Beautiful setting for photographs. Separate 5 car garage & mobile home for storage. Generator on site. So many possibilities with this property.

78 98 Hussey Hill Rd, Oakland

Listing courtesy of Sprague & Curtis Real Estate. tyler@spragueandcurtis.com

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