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

$65,000
3 Beds ⋅ 2 Baths ⋅ 1679321 MLS
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 ⋅ 1679215 MLS
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
$398,000
4 Beds ⋅ 2 Baths ⋅ 1678794 MLS
Make the most of summer with a stunning outdoor retreat centered around an impressive 18' x 36' in-ground pool with a new liner and a new pool shed. Surrounded by a spacious new stamped concrete patio designed for relaxing, grilling, outdoor dining, and gathering with friends. The fenced in pool and generous patio provides plenty of room to create your own private outdoor oasis. Inside, this inviting home offers thoughtful updates and flexible living space, including an updated eat-in kitchen with newer cabinetry and granite countertops, plus a separate dining room. Both full bathrooms have been updated with stylish tile showers, updated flooring, and modern fixtures. The first-floor full bath is conveniently located off the kitchen and includes laundry for added everyday ease. When cooler weather arrives, settle into the living room, watch the snow fall over the skylights, and enjoy the warmth and ambiance of the propane stove. Upstairs, you'll find four bedrooms and a full bath, along with a flexible room featuring a vaulted ceiling and skylights that could make a wonderful family room. A separate back building offers valuable space for recreational gear, equipment, or storage, with garage doors on both ends providing convenient pull-through access. From sunny afternoons by the pool to cozy winter evenings indoors, this home offers spaces to enjoy throughout every season, with convenient access to schools, shopping, and dining.

96 Oak Hill Dr, Oakland

Listing courtesy of OWN REAL ESTATE. kimhawkes@ownrealestate.me
$249,900
2 Baths ⋅ 1678579 MLS
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
$79,000
3 Beds ⋅ 2 Baths ⋅ 1678287 MLS
!! MOTIVATED SELLER !! Tucked away in Hidden Meadows Park, this cozy Oakland home offers a comfortable and easygoing place to call your own. Inside, you'll find a practical layout with a warm, welcoming feel and multiple heating options, including an oil-fired furnace and a wood-burning fireplace to keep things cozy through the Maine winters. The location offers the best of both worlds peaceful park living while still being close to Waterville, shopping, dining, everyday conveniences, and some of Central Maine's beautiful lakes and recreation. Whether you're looking to simplify, downsize, or find an affordable place to make your own, this home is full of potential and ready for its next chapter. Purchase is subject to park approval. Purchasers are encouraged to verify current lot rent, fees, and park rules directly with management.

30 Oak St Unit 24, Oakland

Listing courtesy of Realty of Maine.

$438,000
3 Beds ⋅ 2 Baths ⋅ 1678162 MLS
Looking for low-maintenance, one-floor living with an incredible outdoor space for entertaining? Built in 2021 and beautifully maintained, this move-in ready 3-bedroom, 2-bath home combines a thoughtfully designed floor plan, extensive recent improvements, and a private backyard setting made for gathering, relaxing, and enjoying Maine's natural beauty. An attached two-car garage adds everyday convenience, while the home's excellent separation of space creates privacy throughout. The primary suite features a spacious bedroom, full bath, and walk-in closet, while two additional bedrooms and a second full bath with a walk-in shower are located on the opposite side of the home. A spacious walk-out basement provides endless opportunity for additional living space, whether you envision a family room, home office, fitness area, hobby space, or additional room to spread out. Since 2023, the current owner has completed numerous upgrades, including a beautiful new front deck, professional landscaping, a new storage shed, whole-house generator, gutters with leaf guard protection, and two energy-efficient heat pumps for year-round comfort. Outside, the private backyard patio and beautifully landscaped grounds create an amazing setting for entertaining, summer cookouts, quiet evenings, or simply watching the abundant local wildlife. The generous outdoor space provides plenty of room to gather with friends and enjoy the peaceful country surroundings. Set in a quiet neighborhood yet convenient to everyday amenities, this like-new home offers easy access to the Belgrade Lakes Region, nearby golf, shopping, restaurants, recreation, and downtown Waterville. With a desirable single-level layout, quality improvements, inviting outdoor living spaces, a spacious walk-out basement, and so many major upgrades already completed, this exceptional property offers an easy transition into comfortable Maine living.

12 Gleason Farm Rd, Oakland

Listing courtesy of OWN REAL ESTATE. kimhawkes@ownrealestate.me
$289,900
4 Beds ⋅ 2 Baths ⋅ 1678117 MLS
Some houses ask you to move in. This one asks you to move forward, into the life you've been imagining, on your own terms. Set on a surveyed 0.39-acre corner lot in Oakland, this classic New England farmhouse gives you 2,484± sq. ft., 4 bedrooms, 2 full baths, and something rare: 22± feet of owned frontage on Messalonskee Lake, Not shared access, yours, running the parcel to the water. This is your chance to combine a true renovation project with genuine Maine lakefront ownership, at a price point waterfront rarely offers. Step inside and you can feel what's waiting: spacious rooms, hardwood floors, tall windows, substantial trim, a traditional staircase, built-ins, a decorative mantel, a pantry, and first-floor laundry. Every detail is a starting point, not a finished thought. The attached one-car garage/barn adds storage, workspace, and even more room to make this place your own. This is not a turnkey home, offered as-is as part of an estate, it will require substantial renovation. But if you're the kind of buyer who'd rather create than compromise, who's been searching for a farmhouse fixer-upper, a restoration project, an investment opportunity, or simply an affordable way onto Messalonskee Lake, this is the one worth seeing in person. Public water and sewer. An in-town Oakland location near shopping, recreation, and the public boat landing. Restore the farmhouse. Rework the rooms. Bring back the character. Keep the lake. Make it unmistakably yours.

2 Old Belgrade Ave, Oakland

Listing courtesy of Coldwell Banker Plourde Real Estate.

$449,900
4 Beds ⋅ 2 Baths ⋅ 1677714 MLS
Welcome Home! This well-maintained 4 bedroom, 2 full bath Maine farmhouse, beautifully situated on 10 acres of peaceful, private land. Thoughtfully cared for and updated over the years, this home blends classic farmhouse charm with the comforts and conveniences today's buyers are looking for. The beautifully updated kitchen offers a welcoming space for everyday living and entertaining, while the first-floor laundry adds valuable convenience. A true Maine must-have, the spacious mud room provides the perfect spot to kick off boots, hang coats, and keep life organized through every season. Outside, enjoy your own private retreat with an in-ground pool, perfect for summer gatherings, relaxing, and making memories. With 10 acres to explore, there's plenty of room for gardening, recreation, animals, or simply enjoying the peace and privacy of country living. A wonderful combination of character, updates, usable acreage, and outdoor enjoyment, this farmhouse is ready to welcome its next owners home.

241 Belgrade Rd, Oakland

Listing courtesy of Portside Real Estate Group.

$389,000
3 Beds ⋅ 2 Baths ⋅ 1677699 MLS
Welcome to this charming three-bedroom, two-bathroom farmhouse set on 17 beautifully manicured acres in Oakland. Combining classic farmhouse character with comfortable living spaces and exceptional outdoor amenities, this property provides a wonderful setting to enjoy the best of Maine. A gorgeous wraparound front porch welcomes you into the home and provides the perfect place to relax and take in the peaceful surroundings. The porch flows naturally to a beautiful patio area overlooking the in-ground swimming pool which is the perfect place to entertain your guests. Inside, the home features a warm and welcoming kitchen complete with an island and fireplace. A formal dining area sits just off the kitchen and features built-in cabinets and access to the back deck. The first floor also features a spacious living room. There is also a very convenient mudroom which provides a very practical entry space from the two-car, attached garage. Only minutes from I-95, this home an easy communte to the Waterville, Skowhegan, and Augusta areas. Here you will enjoy privacy and that country feel despite being only a few minutes from all the local amenities. Call today for more information.

334 Town Farm Rd, Oakland

Listing courtesy of Whittemore's Real Estate.

$50,000
1677616 MLS
Discover the possibilities on this 1.42-acre wooded lot located on Stoneybrook Drive in Oakland. A peaceful, natural setting with mature trees and plenty of privacy, offering an opportunity to build your Maine getaway or future home. Electricity is available along the road. The property does not currently have a well or septic system. A great opportunity to own a private piece of land in a desirable Oakland location. Lot 1 Stoneybrook Drive also available see MLS #: 1677610

Tbd Stoneybrook Dr Unit Lot 2, Oakland

Listing courtesy of NextHome Northern Lights Realty. Office@NextHomeNLR.com
$55,000
1677610 MLS
Discover the possibilities on this 1.42-acre wooded lot located on Stoneybrook Drive in Oakland. A peaceful, natural setting with mature trees and plenty of privacy, offering an opportunity to build your Maine getaway or future home. Electricity is available along the road. The property does not currently have a well or septic system. A great opportunity to own a private piece of land in a desirable Oakland location.

Tbd Stoneybrook Dr Unit Lot 1, Oakland

Listing courtesy of NextHome Northern Lights Realty. Office@NextHomeNLR.com
$289,000
3 Beds ⋅ 2 Baths ⋅ 1675338 MLS
Welcome to 155 Belgrade Road in Oakland. Set in a peaceful rural location yet just minutes from town, shopping, the public beach, golf, and everyday amenities, this spacious multi-level home offers the best of both worlds. Featuring a solid structure and a functional layout, this home presents a wonderful opportunity to add your own style and updates while building equity at a reasonable price point. The main level includes an eat-in-kitchen with direct access to the deck, a comfortable living room with beautiful hardwood floors throughout, three bedrooms, and a full bathroom. The lower level expands your possibilities with two additional rooms ready for whatever suits your needs-whether as bedrooms, a home office, family room, or guest suite-along with a second full bathroom and laundry area. Enjoy the convenience of an attached two-car garage with direct entry, as well a detached over-sized two-car garage with storage above. Start and end your day overlooking the private peaceful backyard. A great value with plenty of potential-come see the possibilities for yourself!

155 Belgrade Rd, Oakland

Listing courtesy of Integrity Homes Real Estate Group, PC.

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