Charming 1800s New Englander at 35 Belgrade Rd., Oakland offering 8 spacious rooms, 3 comfortable bedrooms, and a full bath on each level for added convenience. This sturdy, well-built home blends timeless character with everyday functionality, featuring warm living spaces and a delightful 3-season sun porch perfect for morning coffee or relaxing evenings. Set in a prime location with views of Messalonskee Lake, you'll enjoy being just moments from the public boat launch, swimming area, and the beloved Oakland Town Park, home to a charming gazebo and popular summer concerts The property also includes a solid post and beam barn with second floor storage and room for two vehicles ideal for hobbyists, storage, or workshop space. A wonderful opportunity to own a classic Maine home in a vibrant lakeside community setting!
Cozy 3-bedroom Cape featuring an open-concept layout and an unfinished second floor with excellent potential for future expansion. Customize the space to suit your needs while building equity over time. The home requires a new furnace/boiler and septic system. Due to property condition, traditional financing may not be available; buyers are encouraged to explore renovation or improvement loan programs.
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.
This beautiful 3 bedroom, 2 bath ranch offers easy, comfortable single level living on a spacious .90 acre lot. Located just minutes from downtown Oakland, public access to Messalonskee Lake, schools, and everyday conveniences, it's the perfect blend of peaceful living and close to town comfort. Inside, you'll find an open and airy layout with a welcoming kitchen at the heart of the home, featuring a large island ideal for gathering and a seamless flow into the living and dining areas. The primary suite feels like a private retreat with a walk in closet and a dual sink bath, while two additional bedrooms provide flexibility for family, guests, or a home office. Buyers also have the opportunity to choose finishes and personalize the space from day one. Enjoy the benefits of brand new construction, modern low maintenance living, and the quiet Maine lifestyle so many people dream of.
New construction! Build in process, get under contract in time to make some interior choices! Be the first to live in this new 3 bedroom, 2 bathroom ranch with open concept kitchen/living/dining room, radiant heat and attached heated 2 car garage! In a desirable location close to in town amenities, Waterville Country Club, lakes and I-95 for an easy commute for work and play! Taxes are for the lot only, the full amount is TBD.
New construction! Build in process, get under contract in time to make some interior choices! Be the first to live in this new 3 bedroom, 2 bathroom ranch with open concept kitchen/living/dining room, radiant heat and attached heated 2 car garage! In a desirable location close to in town amenities, Waterville Country Club, lakes and I-95 for an easy commute for work and play! Taxes are for the lot only, the full amount is TBD.
Welcome to 18 Mayland Street, a versatile home offering plenty of space and flexibility to suit your needs. Previously configured as a single-family home with an in-law apartment, the first level now features a spacious primary bedroom with a full bath. The cape-style layout allows the home to remain as-is or be easily reconfigured to restore the in-law setup with a separate entrance. Situated on a generous double lot totaling 1.98 acres, there's ample room to enjoy both indoor and outdoor living. A cozy mudroom opens into a larger entryway and leads directly to the primary suite. Down the hall, you'll find an open kitchen, dining, and living area, perfect for everyday living and entertaining. The second floor offers two large bedrooms and a full bath. The partially finished basement adds even more living space, including a sizable bonus area with a woodstove for added warmth and peace of mind during power outages. A dedicated pool room and an additional bathroom provide convenient access during pool days without tracking water through the main house. You'll also find an expansive storage area currently set up as a walk-in closet. Multiple heat sources enhance comfort and efficiency, including a propane boiler, monitor heat, two heat pumps, and the woodstove. Conveniently located just minutes from shopping, the interstate, and a short drive to the Belgrade Lakes region, this home is an excellent opportunity to put down roots and enjoy all the area has to offer.
Welcome to this beautifully renovated mobile home (brand new roof included), offering an abundance of natural light, modern updates, with an open spacious layout. Large windows fill the home with sunlight, enhancing the space. Situated in a highly desirable town, this home is ideal as it features 3 bedrooms and 2 full bathrooms. Outside, you will find a lovely, well maintained lawn perfect for relaxing, gardening and entertaining.
Welcome home to this beautiful new construction three bedroom, two bathroom ranch in the ultra-desirable region of Oakland Maine. This private wooded lot gives quintessential rural Maine vibes, but is less than just 10 minutes to the center of Waterville, Colby College, and the Belgrade chain of lakes! This breathtaking executive ranch is absolutely stunning with a gorgeous open concept design, cathedral ceilings, a large kitchen featuring beautiful cabinetry, granite countertops, and a spacious dining and living room area. On one end of the home, you will find a large primary suite with a dedicated full bathroom (featuring Italian polished tile flooring and custom shower) and a large walk-in closet. Just across the spacious living area the home hosts two large guest bedrooms with a dedicated full bathroom. Beautiful engineered flooring throughout the main portion of the home along with carpet in each of the bedrooms. Radiant heating throughout to keep your feet perfectly cozy on those cold winter nights. Attached garage/shop space is big enough for your vehicles and a large workshop area. There's also an unfinished bonus room above the garage with a dedicated entrance and window. This space would be perfect for finishing or ample room for additional storage. This home has been meticulously designed and engineered to be both beautifully modern and extremely energy efficient. The property is situated perfectly on nearly 2 acres in breathtaking rural Oakland, Maine. Call for your private showing today.
Newly Remodeled 4-Bedroom Home on 1.4 Acres. Discover comfort, space, and location with this beautifully remodeled 4-bedroom, 1-bathroom home set on approximately 1.5 acres in the scenic town of Oakland. Perfectly positioned just across the street from Camp Tracy and surrounded by the stunning Belgrade Lakes region, this property offers quick access to water and year-round outdoor recreation. Enjoy public access to McGrath Pond via Pleasant Point Park, located just over a mile away—ideal for swimming, kayaking, or simply soaking in the peaceful surroundings. The expansive lot provides privacy, plenty of room for outdoor activities, and the potential to create your own personal retreat. Whether you're seeking a year-round residence, vacation getaway, or investment property, this turn-key home puts you at the center of one of Maine's most desirable lake regions.
PUBLIC OPEN HOUSE, SATURDAY, FEBRUARY 7TH FROM 10:00 - 11:30 am. Welcome to 25 N. Greenridge Heights! A beautiful one-owner home in mint condition. Three bedrooms and two full baths, cathedral ceilings, a gorgeous fully-applianced kitchen with an absolutely incredible walk-in pantry. Modern comfort in a relaxed environment. Level, well-landscaped yard. A beautiful and functional covered patio area to relax in. 12x20 storage building with wired generator. 2 additional smaller storage buildings plus a spacious vinyl covered storage space. Quiet neighborhood close to most amenities. Affordability is sometimes hard to find these days but this home has much to share!
Welcome to 66 Brickett Point Estates—an inviting four-season retreat where timeless craftsmanship lends itself to effortless lakeside living on the pristine shores of East Pond. The home has been lovingly owned by the same family since construction in 1975; with warmth, character, and quality evident at every turn. Freshly painted spaces, striking beams, pine accents, and a double-sided brick hearth anchor the main living space, offering both a wood-burning fireplace for cozy evenings and a built-in hibachi grill and range for memorable gatherings and lakeside entertaining. A sunroom with soaring ceilings, a gas stove, and a spacious hot tub (insert) overlooks the water, creating the perfect year-round sanctuary. The first-floor bedroom with ensuite bath—features a charming nautical stained-glass detail w/bright new lighting & new vanity. The floor plan supports one-level living or private guest accommodations. Upstairs, two generously sized bedrooms provide comfort and storage; both with gleaming pumpkin pine floors, freshly painted and one offering a private balcony w/sweeping East Pond views. A full second-floor bath, with brand new vinyl flooring, fresh paint, new vanity & lighting completes the space. Outside, east-to-west exposure bathes the property in natural light from sunrise to sunset. Enjoy a sprawling yard ideal for gardening, outdoor dining, and play, along with your own frontage on beautiful East Pond—known for boating, kayaking, paddle-boarding, fishing, and peaceful mornings listening to the loons. All this, just minutes from downtown Oakland and a short drive to Waterville, where you'll find shopping, dining, healthcare, Colby & Thomas Colleges, and cultural treasures like the Colby College Museum of Art. Nearby trails, golf courses, and year-round recreational opportunities make this a perfect base for outdoor enthusiasts. Here, lakeside living isn't just a setting—it's a lifestyle meant to be lived, savored, and shared for generations.
To be built 3 bed/2 bath home in Oakland! Looking for a new construction? Here's your chance! Breaking ground soon. One floor living. Farmers porch in the front will be roughly 48x6. 26x30 attached garage. No appliances included, but can be negotiated. Contact us today for more information. This could be your new home!
Charming Oakland home just minutes from Messalonskee schools! Enjoy a big, beautiful back yard perfect for relaxing or entertaining, an updated kitchen with modern finishes. The basement offers an awesome hangout space complete with a pool table and a cozy wood stove for year-round comfort. Ideal for gatherings or a game night. A must see property in a great location.
Gorgeous brick ranch located just moments from Messalonskee Lake and the Belgrade Lakes Region. This expansive home offers a flexible floor plan that could accommodate multi-generational living, hosting guests, and more with a 5-bedroom septic system and space to expand if desired. Conveniently located just outside of the charming town of Oakland and within minutes to highway access, this home is perfectly situated for easy travel to local amenities and the picturesque Lakes Region. An entertainer's dream, the main level welcomes you with an entryway leading to living spaces featuring timeless details, a dedicated dining area, bedrooms, flex space, and a full bath, making the main level truly functional. Step outside from the well-appointed kitchen—with abundant cabinetry, updated appliances, and a pantry—to a private backyard with a pool with deck surround and patio, perfect for gatherings or relaxing with family and friends. An attached 2-car garage adds everyday convenience. The fully finished basement offers a private entry, kitchenette, full bathroom, a bonus room currently used as a beautiful walk-in closet, a room used as a bedroom, and additional living and bonus spaces including a fitness area ideal for hosting, welcoming guests, and more. A second driveway leads to a detached 2-car garage, greenhouse area, and storage shed, with private access to both the basement suite and office. Set on a spacious lot with mature landscaping, this property offers comfort, versatility, and exceptional convenience.
**INCLUDES ATTACHED 2-CAR GARAGE AND BREEZEWAY** OTHER LOTS AVAILABLE for other house plans Welcome to this thoughtfully designed new construction home in Oakland, Maine. This modern layout features three spacious bedrooms upstairs, while the lower level includes a flexible fourth bedroom or the perfect space for a home office or studio. The walkout basement offers even more potential for expanded living space, recreation, or storage. With construction still underway, there's time to select and personalize your finishes so the home reflects your style. There's also potential for additional land if desired, all in a convenient Oakland location near the Belgrade Lakes Region.
This spacious 5 or 6-bedroom, 3.5-bath farmhouse is located on the shores of Messalonskee Lake and offers a rare combination of waterfront living and investment potential. Currently used as an Airbnb, this well-maintained property provides an excellent opportunity for those seeking a primary residence, a seasonal retreat, or a turnkey short-term rental business. The home features multiple levels of living space, providing versatility for owner occupancy and guest accommodations. Inside, you'll find a bright and inviting layout with charming farmhouse details throughout. The second-floor laundry room adds extra convenience, and each unit has been thoughtfully maintained to provide comfort and function for guests or tenants. Step outside and take in the stunning lake views from the front of the property. The landscaped yard is beautifully designed, showcasing colorful flowers and mature plantings that create a peaceful outdoor setting. With direct access to Messalonskee Lake, you can enjoy swimming, boating, or simply taking in the tranquil scenery right from your own property. The property also offers the convenience of three driveways, providing plenty of parking for residents and guests. Conveniently located, this home is just a short drive to local amenities in downtown Oakland, a quick trip to the rest of the beautiful Belgrade Lakes region, and only minutes to Waterville—offering even more options for shopping, dining, and entertainment. Whether you're looking to continue its use as a successful short-term rental or make it your own lakeside home, 18 Belgrade Road presents a wonderful opportunity to enjoy the best of Maine lakefront living.
BRAND NEW ROOF AS OF 2/4/26!! Nestled on a peaceful half-acre lot, this 3-bedroom, 1-bath ranch offers a warm and inviting layout with a spacious dining room and large living room - perfect for gatherings or cozy nights in. This home is ready for your personal touch and a bit of TLC to truly shine. Located just a short walk to Messalonskee Lake, the town park, and a boat landing.
Tucked peacefully away on a private dead end road adjacent to the Waterville Country Club you will find the serenity of Juniper's Lane Condominiums. A very private condo experience laden with lush trees and gorgeous landscaping, flower beds, water fountains, plantings and meticulously maintained walkways and grounds. Juniper's is secure and peaceful, truly a close knit community of only 6 respectful owner occupants! Complete with a single car garage, a spacious sliding door balcony with large dedicated, locking storage room provides outdoor access for bird watching, or simply lounging and enjoying a morning coffee! With 2 bedrooms and 2 full baths, washer & dryer, (the master bath has a dedicated bath of its own.) Plenty of storage, fully applianced, and professionally cleaned, with just a few of your personal touches this is one home you will be happy you found! Ready to move right in!


Oakland is located in Maine. Oakland, Maine has a population of 6,210. Oakland is more family-centric than the surrounding county with 30.11% of the households containing married families with children. The county average for households married with children is 24.69%.
The median household income in Oakland, Maine is $75,529. The median household income for the surrounding county is $58,097 compared to the national median of $69,021. The median age of people living in Oakland is 44.5 years.
The average high temperature in July is 79.2 degrees, with an average low temperature in January of 7.4 degrees. The average rainfall is approximately 43.6 inches per year, with 73.3 inches of snow per year.