Oakland Homes under $300,000

Welcome to Oakland, Maine – a hidden gem nestled in the heart of Kennebec County! This charming town is known for its picturesque landscapes, friendly community, and a rich history that dates back to the 18th century. With beautiful lakes, lush forests, and a vibrant downtown area, Oakland offers a perfect blend of small-town charm and modern convenience.

One of the most appealing aspects of Oakland is its affordability. For those seeking a place to call home without breaking the bank, the real estate market here features an array of homes priced under $300,000. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, there’s something for everyone. From cozy single-family homes to charming bungalows, each property offers unique character and potential.

Imagine waking up to the serene sounds of nature, with the beautiful Messalonskee Lake just a stone's throw away. Enjoy outdoor activities such as fishing, kayaking, and hiking in the surrounding areas. Oakland's community spirit shines through its local events, parks, and recreational facilities, making it a wonderful place to raise a family or enjoy a peaceful retirement.

With easy access to nearby cities like Waterville and Augusta, you can enjoy the tranquility of small-town living while still being close to urban amenities. Don’t miss your chance to explore the housing options in Oakland, where your dream home awaits at an incredible value. Experience the warmth and charm of Oakland, Maine – your future home is just around the corner!

Newest Oakland Homes under $300,000

$189,500

3 Beds ⋅ 2 Baths

Stop paying rent and start building equity. This 1997 double-wide sits on a level, tree-lined lot in Oakland, where property taxes stay reasonable and help keep monthly costs down. The open floor plan connects the kitchen, dining room, and living room. Because the home faces east, the kitchen fills with morning light. The primary bedroom has a walk-in closet and a full bath, with a privacy door separating the shower and toilet from the vanity. A large front deck gives you outdoor space from day one. The back deck needs repair, which is an opportunity to add value with your own work. The home is set on a concrete slab with tie-downs and is within easy reach of Waterville's jobs, shopping, dining, and the arts. It's an affordable first step into ownership and it comes with a cozy woodburning fireplace to top it all off!

510 Oak St, Oakland

Listing courtesy of EXP Realty.

$199,900

2 Beds ⋅ 2 Baths

Have you been looking for an affordable, updated home with the convenience of one-level living? This Oakland home could be just what you've been waiting for! Step inside to an updated kitchen with newer appliances and plenty of cabinet space to keep everything organized. Just off the kitchen, the spacious living room offers plenty of room to get comfortable and unwind after a long day. The two good-sized bedrooms are located on opposite ends of the home for added privacy. One has an attached half bath, while the other offers generous closet space and a full bathroom right next door. Newer flooring throughout gives the home a fresh, welcoming feel, and the laundry area off the kitchen keeps everyday living convenient. An enclosed porch gives you another spot to relax, enjoy your morning coffee, or settle in with a good book. Outside, there's plenty to appreciate, too! The yard offers room for gardening, outdoor activities, or a cookout with friends. A paved driveway, large two-car garage, and separate storage shed give you plenty of space for parking, tools, and outdoor gear. Located on a quiet road in desirable Oakland, you're just a half mile from Messalonskee Lake's public boat launch and beach, with easy access to the highway and downtown Waterville. Whether you're buying your first home, looking to downsize, or simply ready for the ease of one-level living, this one is worth a look. Come see it before it's gone!

87 Summer St, Oakland

Listing courtesy of Real Broker.

$139,000

3 Beds ⋅ 1 Baths

Well, maintained...Strong & sturdy. Clean from top to bottom, recently refreshed with new flooring (throughout), paint where needed and upgraded exterior doors - this home is turn-key ready and waiting for you. Earth tone colors and faux knotty pine walls add to the warmth and coziness of this home. The galley kitchen is well established with plenty of counter space, cabinetry and a separate pantry. The designated laundry area provides a convenient washer/dryer nook. A new energy efficient furnace and new hot water heater top off the utilities for efficiency! This 1974 singlewide mobile home sits perfectly on just over two acres of owned land. As the pictures show, this home is well placed on its lot to take advantage of the brilliant sunlight that flows through the entire length of the home in both the morning and the afternoon. Conversely, the back and side yards are lined with shade trees, offering shade and a breeze, for that perfect cooling balance. With the quaint country touches of a wishing well on one end and the forever fun tire swing on the other, this home will be sure to please and warm the heart!

311 Oak St, Oakland

Listing courtesy of Coldwell Banker Plourde Real Estate.

$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.

$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.

$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.

$55,000

3 Beds ⋅ 2 Baths

HIGLY MOTIVATED SELLER for this Affordable Maine Living in the Heart of the Belgrade Lakes Region! Welcome to Oakland, Maine—where small-town charm, four-season recreation, and convenient access to Central Maine come together. If you're looking to live in a community with a genuine small-town atmosphere while still being close to the amenities and employment centers of Waterville and Augusta, then this is the home for you. This well-sized 3-bedroom, 2-bath offers comfortable living space and an opportunity to enjoy the best of the Oakland lifestyle without giving up everyday convenience. The 1,078-square-foot floor plan offers comfortable living without the maintenance and expense often associated with a larger home. Oakland is a community where you can enjoy the outdoors without being far from the things you need. Located in the heart of the Belgrade Lakes Region, Oakland is surrounded by four major bodies of water—Messalonskee Lake, East Pond, McGrath Pond, and Salmon Lake—creating endless opportunities for boating, fishing, swimming, kayaking, hiking, and enjoying Maine's spectacular four-season scenery. It's also a remarkably convenient place to live, with daily necessities, cafes, restaurants and shopping nearby. Oakland sits just minutes from Waterville and approximately 18 miles from Augusta, while convenient access to I-95 makes commuting throughout Central Maine and beyond much easier. If you're looking for an affordable way to put down roots in Central Maine, enjoy four-season recreation and be close to the Belgrade Lakes, Waterville and Augusta, this Oakland home is worth a look.

30 Oak St, Oakland

Listing courtesy of Breakwater Realty Group, LLC.

$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

$289,900

4 Beds ⋅ 2 Baths

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.

$249,900

3 Beds ⋅ 2 Baths

Buy this brand-new home with easy financing through FHA, VA, Conventional, Maine First Home, or Cash. This 3-bedroom, 2-bathroom home has an open one-acre lot on a dead-end street. Room for a garage and maybe even your business. No zoning in Oakland. Another home is also permitted if you want to create a family compound. Close to schools, shopping, and I-95, near First Park. Broker Owner.

64 N 2nd Rangeway, Oakland

Listing courtesy of Jettco Realty.

$225,000

2 Beds ⋅ 1 Baths

Exceptional value in a desirable neighborhood near the beautiful Belgrade Lakes! This beautifully updated 1-2 bedroom, 1,056-square- foot home sits on a quiet 0.23-acre lot. Since 2018, this property has undergone massive high-ticket infrastructure improvements, giving a future owner total peace of mind. Major updates include custom hickory cabinets in the kitchen and bathroom, modern appliances, fresh flooring, updated plumbing and electrical 2018), a leach field (2019), and a drilled well (2021). Enjoy a peaceful setting with easy access to outdoor recreation and local amenities. Please note: To respect the privacy of the occupant, initial viewings are conducted via virtual tour. In-person showings will be scheduled upon an accepted offer.

520 Smithfield Rd, Oakland

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

$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

Start Your Search

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.