Oakland Homes for Sale

Oakland Homes for Sale

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Oakland, Maine offers a diverse housing market, appealing to a wide range of preferences and lifestyles. From charming historic homes with character to newly constructed residences boasting modern amenities, there's something for everyone seeking to settle in this welcoming community. The town's desirable location, combined with a strong sense of community, makes it an attractive destination for families, young professionals, and retirees alike.

The real estate market in Oakland benefits from the town's proximity to larger urban centers while maintaining its peaceful, rural atmosphere. Residents enjoy easy access to both outdoor recreation and essential services, creating a balanced and fulfilling lifestyle. With a variety of property types available, prospective homeowners can find the perfect space to suit their individual needs and budget, whether it's a cozy starter home or a spacious property with room to grow.

Investing in Oakland's housing market provides the opportunity to become part of a vibrant and thriving community. The town's commitment to preserving its natural beauty and fostering a strong sense of belonging makes it a truly special place to call home. Whether you're drawn to the scenic landscapes, the friendly neighbors, or the convenient location, Oakland offers a unique blend of small-town charm and modern convenience that's hard to resist.

This website features the best Oakland real estate search for homes available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®'s database every 15 minutes.

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Oakland Homes for Sale

$1,249,000
1656690 MLS
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 ⋅ 1663285 MLS
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 ⋅ 1663297 MLS
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 ⋅ 1653128 MLS
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.

$425,000
3 Beds ⋅ 2 Baths ⋅ 1644267 MLS
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!

Lot 13 Jacques, Oakland

Listing courtesy of Hoang Realty.

$469,900
3 Beds ⋅ 2 Baths ⋅ 1663269 MLS
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.

$179,000
1641803 MLS
Enjoy lakeside living at this peaceful McGrath Pond retreat! With 85 feet of owned, south-facing water frontage, this lot is perfect for seasonal enjoyment. The property features electrical power on site and a large shed that can be expanded up to 30% to create a cozy cottage. Currently used for RV camping, it offers easy access to swimming, kayaking, and boating all summer long. In winter, enjoy ice fishing, snowmobiling, snowshoeing, and cross-country skiing right from your doorstep. An ideal spot for a low-maintenance seasonal escape surrounded by natural beauty. Whether relaxing by the shore or exploring the outdoors, this property offers the perfect base for your Maine adventures.

106 Pinewoods Trl, Oakland

Listing courtesy of EXP Realty.

$445,000
3 Beds ⋅ 2 Baths ⋅ 1650475 MLS
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.

Lot 1-11 Jacques, Oakland

Listing courtesy of Coldwell Banker Plourde Real Estate.

$439,900
2 Beds ⋅ 2 Baths ⋅ 1663276 MLS
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.

$1,850,000
1663343 MLS
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
$795,000
2 Beds ⋅ 2 Baths ⋅ 1660153 MLS
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.

$1,500,000
1626329 MLS
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
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