Oakland Real Estate

Welcome to Oakland, Maine – a hidden gem nestled in the heart of Kennebec County. This charming town, with its picturesque landscapes and friendly community, offers a perfect blend of small-town charm and modern conveniences. Oakland is strategically located near the beautiful Messalonskee Lake, providing residents with ample opportunities for outdoor activities, from boating and fishing in the summer to ice fishing and snowmobiling in the winter.

With a rich history dating back to the 18th century, Oakland is steeped in tradition, yet it embraces a vibrant spirit of growth and development. The town features a quaint downtown area, where you can find local shops, delightful cafés, and essential services. Community events throughout the year, such as farmers' markets and seasonal festivals, foster a strong sense of belonging among residents.

Families will appreciate the town's commitment to education, with access to quality schools and recreational programs that cater to all ages. The surrounding natural beauty, including lush parks and scenic trails, encourages an active lifestyle, making it an ideal place for those who love the great outdoors.

In addition to its natural allure, Oakland boasts a welcoming atmosphere and a tight-knit community that makes it easy to forge lasting friendships. Whether you’re looking to settle down or invest in a vacation property, Oakland, Maine, offers a unique opportunity to experience life in a serene and beautiful setting. Come explore the charm of Oakland and discover your perfect place to call home!

Newest Listings in Oakland

$1,250,000

2 Beds ⋅ 3 Baths

Nestled on the serene shores of Messalonskee Lake, this beautifully maintained and furnished year-round home offers a perfect blend of tranquil lakeside living and convenient access to urban amenities. Imagine unwinding to the soothing calls of loons as you drift off to sleep, or savoring peaceful mornings with a cup of coffee on the deck, absorbing the natural beauty surrounding you. This home boasts ample room to spread out, making it ideal for both relaxation and entertaining. With numerous updates throughout, it seamlessly combines modern comforts with a warm, inviting atmosphere. The kitchen is a highlight, equipped with a double oven to meet all your culinary needs. Whether preparing a casual meal or hosting a dinner party, you'll find it both functional and aesthetically pleasing. A two-car garage with extensive storage space above provides practical solutions for keeping outdoor gear and seasonal items organized. Kayaking, boating, and sailing are just steps away, allowing you to fully enjoy the beauty of Messalonskee Lake throughout the warmer months. For golf enthusiasts, a nearby golf course provides an additional recreational option. In the winter, the lake transforms into a playground for ice skating and ice fishing, making it easy to enjoy the season's offerings. The home is conveniently located near the charming towns of Waterville, Oakland, and Belgrade, where you can find shopping, dining, and community events. With the best of both worlds--natural beauty and urban convenience--it's a perfect place to call home.

116 Willey Point Rd, Oakland

Listing courtesy of Lakehome Group Real Estate. info@lakehomegroup.com

$465,000

3 Beds ⋅ 3 Baths

Welcome home to this meticulously maintained, 3-bedroom, 3-bathroom contemporary ranch. Tucked away on a quiet dead-end street in a peaceful country setting, this property offers a private retreat just minutes from shopping, schools, and I-95. Start your mornings with a cup of coffee on the welcoming front porch and unwind in the evenings on the spacious back deck overlooking the yard, or gather around the fire pit to enjoy relaxing nights under the stars. Step inside to a bright, inviting open-concept layout. The beautifully appointed kitchen features rich maple cabinetry, a large center island perfect for meal prep and casual dining, and a sunny dining area with direct access to the deck for seamless indoor-outdoor living. The main level also hosts a spacious primary suite complete with a private en-suite bath and a generous walk-in closet, alongside two additional well-sized bedrooms, a full guest bathroom, and convenient first-floor laundry. The finished walkout lower level provides exceptional additional living space, featuring a large family room, exercise area, a third full bathroom, an oversized pantry, and abundant storage. Additional highlights include an oversized sheetrocked garage and evident pride of ownership in every room. Offering modern comfort, quality craftsmanship, and a tranquil setting without sacrificing convenience, this beautiful property is an absolute must-see!

18 Rowe Ln, Oakland

Listing courtesy of Lakehome Group Real Estate. info@lakehomegroup.com

$229,000

Located in the heart of downtown Oakland, this iconic mixed-use commercial property offers exceptional investment and redevelopment potential. Formerly home to the well-known Blake's Hardware for many years, the spacious first-floor retail space features prominent Main Street frontage, large display windows, and outstanding storefront visibility, making it ideal for retail, office, restaurant, or a variety of commercial uses. The second floor includes three residential apartments, providing immediate income potential while offering the opportunity to enhance cash flow through updates or continued rental use. With its prime location, strong community presence, and flexible layout, this property is well suited for investors, entrepreneurs, or business owners looking to establish a presence in a thriving downtown setting. A rare opportunity to own a landmark building with both commercial and residential income possibilities.

46 Main St, Oakland

Listing courtesy of Portside Real Estate Group.

$195,000

2 Beds ⋅ 1 Baths

Virtual Tours available! Exceptional value in a desirable neighborhood near the beautiful Belgrade Lakes! This 1-2 bedroom, 1,056-square-foot home sits on a 0.23-acre lot and presents an excellent opportunity for investors, renovators, or owner occupants in this sought-after location. Since 2018, the home has benefited from many improvements, including custom hickory cabinets in the kitchen and bathroom, new appliances, new flooring, fresh interior paint, updated plumbing and electrical (2018), a new leach field (2019), and a new well (2021). These significant upgrades provide a strong foundation and add to the property's long-term value. Enjoy the peaceful setting, where local wildlife is a frequent visitor, yet outdoor recreation and local amenities are nearby. This occupied property is being sold as a site-unseen sale, and interior access will not be available prior to closing. Priced to reflect these terms, this is a rare opportunity to own in a highly desirable location at an attractive price.

520 Smithfield Rd, Oakland

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

$330,000

3 Beds ⋅ 2 Baths

Well-maintained 3-bedroom, 2-bath ranch offering comfortable one-level living on a spacious .93-acre lot in a quiet neighborhood. Designed with accessibility in mind, the home features handicap-accessible doorways and a wide hallway for added convenience. The updated kitchen boasts beautiful hickory cabinets, Corian countertops, and ample workspace for everyday living and entertaining. The primary suite includes a recently renovated full bath with a walk-in shower. A pellet stove and heat pump provide efficient, year-round comfort. Step outside to enjoy the large composite deck overlooking the private backyard--perfect for relaxing or hosting family and friends. The expansive unfinished basement offers abundant storage and excellent potential for a workshop, home gym, etc. With modern updates, accessibility features, and a peaceful setting, this move-in-ready home is a wonderful opportunity to enjoy the best of Oakland and surrounding amenities.

32 Mayland St, Oakland

Listing courtesy of Coldwell Banker Plourde Real Estate.

$29,900

3 Beds ⋅ 1 Baths

** OPEN HOUSE - Saturday, August 8th from 11 AM - 12 PM ** 2007 Fleetwood home in a convenient, pleasant setting. Popular 70 foot layout with 3BRs, each with their own spacious closet. Everything in this home works as it should - put your own touches on before you move in, or move in as-is! Newer exterior decking. Roof will need replacement in the future, but not leaking currently.

146 High St Unit 19, Oakland

Listing courtesy of Your Home Sold Guaranteed Realty.

$115,000

*Fox Ridge Subdivision* A beautifully situated vacant residential lot in a subdivision of executive homes in the heart of Oakland, Maine, this parcel offers a rare blend of privacy, convenience, and natural charm. Located just minutes from Messalonskee Lake, local schools, and downtown amenities, Lot 007-019-2 provides an ideal canvas for your future home or investment build. The land features a peaceful wooded setting, gentle terrain, and ample road access--perfect for designing a retreat that balances quiet living with everyday practicality. Whether you envision a cozy year-round residence, a modern build, or a nature-inspired getaway, this property delivers the space and flexibility to bring your plans to life. Oakland's welcoming community, strong school system, and easy access to Waterville and Augusta make this location especially appealing for homeowners seeking both comfort and convenience. Key Highlights Prime Oakland location -- close to lakes, trails, schools, and town services Wooded privacy with natural surroundings Flexible building potential for a variety of home styles Easy access to major routes connecting to Waterville & Augusta A great opportunity for new construction, investment, or future development

007-019-2 Mulberry Ln, Oakland

Listing courtesy of Brookewood Realty.

$239,000

3 Beds ⋅ 2 Baths

Solid and well-maintained 3-bedroom, 2-bath home offering approximately 1,500 square feet of living space on a generous 0.50-acre lot in Oakland. Recent improvements include a newer septic system (2024), boiler, propane monitor heater, and a detached two-car garage with a recently replaced shingle roof. The home's metal roof adds to its long-term durability, while the functional layout provides flexibility for a variety of living arrangements. Conveniently located with easy access to local amenities and I-95, this property offers an excellent opportunity for an owner-occupant or investor alike. Whether you're looking for your next home or an income-producing property, this one is well worth a look.

132 Washington St, Oakland

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

$179,900

2 Beds ⋅ 1 Baths

Opportunity awaits with this well-maintained **2-bedroom, 1-bath manufactured home** situated on a beautifully landscaped 1.03± acre lot in desirable Oakland. The home has been **relocated from its original site**, making it an excellent option for cash buyers or buyers utilizing financing programs that permit relocated manufactured homes. With some cosmetic updating, this property offers outstanding potential to become a truly charming and inviting home. The level lot features a combination of open lawn and mature trees, providing privacy, room for gardening, outdoor recreation, or simply enjoying the peaceful rural setting. Inside, you'll find an efficient one-floor layout with first-floor laundry, two comfortable bedrooms, a bright living area, and a spacious three-season sunroom perfect for relaxing or entertaining. An expansive deck extends the living space outdoors, while the durable metal roof offers added longevity. One of the property's standout features is the **oversized heated two-car garage** complete with a fully subfloored second level and cedar closet, creating exceptional space for vehicles, hobbies, a workshop, storage, or future finishing possibilities (subject to local approvals). An additional storage shed provides even more utility. Conveniently located just minutes from downtown Oakland and neighboring Waterville, you'll enjoy easy access to shopping, restaurants, healthcare, Colby College, Thomas College, Messalonskee Lake, golf courses, parks, and Interstate 95 for an easy commute to Augusta, Skowhegan, and beyond. Whether you're looking for an affordable primary residence, a project with tremendous upside, or a peaceful property with exceptional garage space in central Maine, this property offers value, functionality, and the opportunity to make it your own.

327 Middle Rd, Oakland

Listing courtesy of True North Realty, Inc..

$90,900

Here is your chance to build your ''Dream Home'' in a premier subdivision called ''The Farm'' Lot 5 consist of 1.57 acres. This level lot is cleared and ready for your building plans. This high end subdivision is tucked back off the road, and has a rural, private and quiet feel, yet is only minutes to shopping, restaurants, country club, local lakes, hospitals and the interstate. This subdivision provides underground electrical, soil tests have been done and DEP approval. Once 4 house lots have been sold, the seller will have the road paved, then the town starts maintaining, resulting in no Road Association Fees. Come take a look!

Lot 5 Oak Forest, Oakland

Listing courtesy of Integrity Homes Real Estate Group, PC.

$94,900

Here is your chance to build your ''Dream Home'' in a premier subdivision called ''The Farm'' Lot 2 consist of 1.70 acres. This level lot is cleared and ready for your building plans. This high end subdivision is tucked back off the road, and has a rural, private and quiet feel, yet is only minutes to shopping, restaurants, country club, local lakes, hospitals and the interstate. This subdivision provides underground electrical, soil tests have been done and DEP approval. Once 4 house lots have been sold, the seller will have the road paved, then the town starts maintaining, resulting in no Road Association Fees. Come take a look!

Lot 2 Oak Forest, Oakland

Listing courtesy of Integrity Homes Real Estate Group, PC.

$165,000

3 Beds ⋅ 2 Baths

Well-maintained home situated on a private, manageable lot in the heart of Oakland. The open-concept kitchen and living area creates a functional and inviting layout. The primary bedroom with en suite bath and bonus room, currently used as a laundry space, are located on one end of the home, while two additional bedrooms and a full bath are situated on the opposite end for added privacy. Conveniently located just minutes from downtown Oakland, highway access, local amenities, and the many lakes and recreational opportunities of the Belgrade Lakes Region. A great opportunity for those seeking comfortable, low-maintenance living in a desirable Central Maine location.

68 High St, Oakland

Listing courtesy of Portside Real Estate Group.

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