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

$459,000

3 Beds ⋅ 2 Baths

Well-cared for home in desirable Oakland neighborhood. Home comes with a beautiful common lot to Messalonskee Lake just a short walk away! Path to the water front is right across the street! Features open floor plan & lovely kitchen with center island done in 2010 and all appliances remain. Separate dining area & spacious living room with a propane stove. Updated first floor full bath with tile floors too! Lower level features a family room, 3rd bedroom and another full bath. Home has a full-house generator. The common lake front lot is an association, the street is public. All this plus a lovely private back yard & deck off the dining room to enjoy! Don't miss this special home!

56 Heritage Rd, Oakland

Listing courtesy of Century 21 Nason Realty.

$99,000

2 Beds ⋅ 2 Baths

Set at the end of a quiet, dead-end street in a mobile home park in downtown Oakland, this well-maintained double-wide offers a desirable location within the park with neighbors only to one side, and unbuildable land on the neighboring property, creating a more private back yard. Boasting updated appliances, fresh paint, and the addition of a detached ramp, this home has been carefully maintained by the sellers during their ownership, and reflects their pride of ownership.

30 Oak St Unit 43, Oakland

Listing courtesy of EXP Realty.

$325,000

3 Beds ⋅ 2 Baths

Easy, efficient, and thoughtfully laid out, this single-level home offers comfortable living in a quiet neighborhood close to schools, recreation, and everyday amenities. Whether you're just starting out, looking to simplify, or hoping to enjoy the ease of one-floor living, this home offers a lot to appreciate. Inside, the painted kitchen features warm wood countertops, an island for added prep and gathering space, and an easy flow into the living and dining areas. A pellet stove adds extra warmth and coziness to the living room, while the back porch extends the living space and offers a great spot to relax and enjoy the surroundings. Down the hall, you'll find a dedicated utility and laundry room, a conveniently located half bath, and three bedrooms. One bedroom features its own full bath, creating a comfortable primary bedroom setup with added privacy. With everything you need on one level, an efficient footprint, and a peaceful neighborhood setting close to desirable schools and outdoor recreation, this home offers a simple and comfortable way to settle in and make it your own.

41 Mary Ln, Oakland

Listing courtesy of Portside Real Estate Group.

$335,000

3 Beds ⋅ 2 Baths

Welcome to 32 Cottle Road in Oakland! Situated on 1.112 acres, this 3-bedroom, 2-bath home offers 1,242 square feet of living space along with several recent improvements. Fresh interior paint throughout, new flooring, and a newly paved driveway, giving the home a refreshed and inviting feel. The large back deck offers plenty of space for relaxing, entertaining, or enjoying the surrounding property. The primary bedroom includes a private bath for added comfort and convenience. Enjoy a convenient location near Waterville Country Club, with easy access to I-95 and the many shopping, dining, and recreational opportunities in Oakland and Waterville. A great opportunity to make this Oakland property your own.

32 Cottle Rd, Oakland

Listing courtesy of NextHome Northern Lights Realty. Office@NextHomeNLR.com

$259,900

3 Beds ⋅ 2 Baths

Welcome home to this newer-model home set on a spacious 1.56-acre lot. Offering 3 bedrooms and 2 full baths, this home features a modern design with a comfortable, functional layout. The kitchen is a standout, with plenty of workspace, a convenient layout, and a beautiful pantry closet providing ample storage for all your kitchen needs. A great opportunity for buyers looking for the comfort and modern features of a newer home with the added benefit of acreage.

39 S Greenridge Hts, Oakland

Listing courtesy of Coldwell Banker Plourde Real Estate.

$350,000

Excellent Investment Opportunity! This property is being offered for sale subject to an existing 5-year lease, with two additional 5-year renewal options. Located in a great location with strong visibility and accessibility, this property offers an attractive opportunity for an investor seeking long-term income and future A solid investment with an established tenant and additional lease terms providing stability and flexibility for the future.

872 Kennedy Memorial Dr, Oakland

Listing courtesy of Coldwell Banker Plourde Real Estate.

$320,000

3 Beds ⋅ 2 Baths

Privacy and convenience meet at the end of this long, partially paved driveway. Set on 0.69 acres, enough room to breathe, without the upkeep, this raised ranch is close to everything you need and just minutes from I-95. Inside, the main floor is made for everyday living and easy entertaining, with a well-appointed kitchen flowing into open dining and living spaces. Step outside to a front deck and side porch, perfect for enjoying the quiet setting and watching the wildlife go by. The primary bedroom and a second bedroom round out this level. The walkout lower level adds even more flexibility, with a third bedroom, second full bath, and two bonus rooms ready for a family room, home office, gym, or whatever you need most. 3 bedrooms, 2 full baths, privacy, space, and options in every direction.

368 Belgrade Rd, Oakland

Listing courtesy of The Maine Real Estate Experience.

$449,500

3 Beds ⋅ 3 Baths

Within Fieldstone Landing's desirable 55+ community , this well-maintained and spacious three-bedroom, two-and-a-half-bath home makes for an ideal living experience. Upon entering is the beautiful dining room and a well designed kitchen, featuring cherry cabinets that makes cooking enjoyable and efficient. This space seamlessly flows into the living room and beyond it lies the large four-season sunroom. This sunroom is a perfect retreat, offering ample natural light and easy access to the deck, making it an excellent spot for morning coffee or evening relaxation. The primary bedroom is a standout feature of the home with a well-appointed bathroom that includes double sinks and a pocket door, providing privacy for the walk-in shower and toilet area. Equipped with heat pumps in both the primary and living rooms, the home remains cozy in the winter months and refreshingly cool during the summer with minimal use of the oil furnace. Extra blown-in insulation in the attic contributes to energy efficiency, making heating and cooling both economical and effective. This property's two additional rooms can serve as bedrooms, a home office, or a hobby room. The half bath is conveniently located with a laundry area discreetly tucked behind bifold doors. The attached two-car garage includes an upstairs area for additional storage. The neighborhood is located on a dead-end private drive, making it perfect for leisurely walks and socializing with neighbors. Fieldstone Landing is not only about comfortable living but also about accessibility. The proximity to Waterville provides residents with a wealth of shopping options, restaurants, and health facilities. With easy access to I-95, commuting is a breeze, while nearby golf courses and the beautiful Belgrade Lakes chain offer recreational opportunities for outdoor enthusiasts. Generator Included.

18 Fieldstone Dr, Oakland

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

$224,900

2 Beds ⋅ 1 Baths

Finally, an affordable opportunity in a desirable Oakland location offering privacy and convenient access to I-95, Waterville/Augusta-area shopping and dining, local schools, and the region's beautiful lakes and outdoor recreation. Set on 1.24 acres, this well-maintained 2015 mobile home features two bedrooms, tasteful updates, and a newly constructed back deck. Two spacious storage sheds also convey, completing this move-in-ready package. Stop paying your landlord's mortgage and start building equity in a place of your own! Professional photos are coming soon, and Showings begin September 19th

126 Cottle Rd, Oakland

Listing courtesy of Integrity Homes Real Estate Group, PC.

$65,000

3 Beds ⋅ 2 Baths

Well-maintained 3-bedroom, 2-bathroom single-wide home. This 1,078-square-foot property features a newer metal roof installed approximately four years ago, offering added durability and peace of mind. A great opportunity for comfortable, affordable living in a convenient Oakland location near the local high school, grocery store, and restaurants

30 Oak St, Oakland

Listing courtesy of Breakwater Realty Group, LLC.

$798,000

5 Beds ⋅ 2 Baths

East Pond is where a lifetime of memories is built, and at 20 & 21 Bass Cove, those memories begin just steps from the water. This 5-bedroom waterfront home on East Pond offers a rare, grandfathered shoreline setting, with the main home sitting less than 15 feet from the water, approximately 336 feet of private shoreline and 3.5 surveyed acres. Today's shoreland zoning would not allow a home to be built this close to the shoreline, making this setting truly special. The approximately 2,608 sq ft main home features four first-floor bedrooms and a full bath, along with a large family room and inviting living room anchored by a dramatic stone fireplace. Relaxing, playing games, enjoying time together around the fire after a day on the lake, or sharing dinner and stories on the expansive waterfront deck as the sun sets across East Pond. Upstairs, a massive 700+ sq ft open-concept room with a full bath, cathedral ceilings and skylights provides exceptional space for entertaining, recreation or guests. Here, the water becomes part of everyday life. Listen to loons at dusk, watch bald eagles and ospreys overhead, enjoy sandy-bottom swimming, or launch a kayak, paddleboard or boat right from your own shoreline. A separate approximately 600 sq ft guest cabin creates its own lakeside experience, featuring an open-concept room with cathedral ceiling, skylights, electric heat, plus a screened porch, covered porch and separate dock (currently meter removed). A standing seam metal roof adds durability to the main home. Dock, swim platform and mooring are included. Owned by the same family since 1939, the original camp was rebuilt in 1962, with the second floor added in 1994. This unique waterfront home on East Pond brings together generations of history, two buildings, substantial acreage and an extraordinary connection to the water. In the winter enjoy some of the best skiing with 1.5 hour to Sugarloaf and other ski resorts.

20 & 21 Bass Cv, Oakland

Listing courtesy of OWN REAL ESTATE. kimhawkes@ownrealestate.me

$249,900

2 Baths

Unique multifamily opportunity in Oakland! This two-family property offers two 3-bedroom, 1-bath units, providing flexibility for rental income, extended living arrangements, or a combination of both. A detached garage located alongside the building provides additional storage and parking options. Conveniently located on Summer Street, this property offers plenty of space and versatility in a desirable Oakland location. A great opportunity to own a multifamily property with the added benefit of a separate garage.

35 Summer St, Oakland

Listing courtesy of NextHome Northern Lights Realty. Office@NextHomeNLR.com

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