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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Curious about what's happening in the Oakland area? You can view a custom market report to see what's active, under contract, and sold in Oakland!

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Oakland Homes for Sale

$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.

$415,000
3 Beds ⋅ 2 Baths ⋅ O6430972 MLS
Virtually Staged. PRICE REDUCED - Accepting Offers! The home has recently been entirely staged on the inside of the property - come tour this BEAUTY! NOTE: to add extra storage, a (large shed) can be added onto the property within the purchase of the home. NO HOA! Welcome to this brand-new construction home in the heart of Oakland! This thoughtfully designed 3-bedroom, 2-bathroom residence offers 1,170 square feet of modern living space on a 0.09-acre homesite. The open-concept floor plan features luxury vinyl plank flooring throughout the main living areas and bedrooms, with porcelain tile flooring in both bathrooms for added durability and style. The kitchen is equipped with quartz countertops, modern cabinetry, stainless steel appliances, and a functional layout that flows seamlessly into the living and dining areas, making it ideal for everyday living and entertaining. Contemporary lighting, designer fixtures, and quality finishes can be found throughout the home. The primary suite includes a walk-in closet and an ensuite bathroom with a quartz vanity and a porcelain tile shower. Two additional bedrooms offer flexibility for family, guests, or a home office. Additional features include an indoor laundry area, energy-efficient windows, modern exterior finishes, and a paver driveway. Conveniently located near downtown Winter Garden, the West Orange Trail, shopping, dining, parks, major highways, and local attractions, this move-in-ready home offers the opportunity to enjoy low-maintenance living in the desirable Town of Oakland. Don't miss your chance to own this newly built home in one of Central Florida's most sought-after communities.

521 W Herriott Avenue, Oakland

Listing courtesy of REAL BROKER, LLC. 855-450-0442
$259,000
3 Beds ⋅ 2 Baths ⋅ 1674840 MLS
NEW PRICE — $259,000! A BRAND-NEW HOME ON YOUR OWN ACRE! Discover the value of owning a new 2026 3-bedroom, 2-bath home with no park fees. Enjoy a level, usable yard with plenty of room for a future garage, workshop, or garden. Set on a quiet dead-end street near schools, with convenient access to I-95 and Waterville. Move-in ready and waiting for you!

64 N 2nd Rangeway, Oakland

Listing courtesy of Jettco Realty.

$225,000
2 Beds ⋅ 1 Baths ⋅ 1674155 MLS
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
$330,000
3 Beds ⋅ 2 Baths ⋅ 1674140 MLS
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.

$3,295,000
6 Beds ⋅ 7 Baths ⋅ O6429415 MLS
Under Construction. This exceptional luxury residence by Element Home Builders is located in the prestigious Briley Farm community and offers 5,144 square feet of thoughtfully designed living space on a private 0.5-acre homesite. Featuring 6 bedrooms, 6 full bathrooms, and 1 half bath, this home showcases one of Element's most sought-after floor plans, blending timeless architecture with modern luxury. Designed for both everyday living and elegant entertaining, the open-concept layout features a gourmet chef's kitchen, expansive great room, private office, loft, and spacious covered lanai. Enjoy true Florida living with an extended outdoor entertaining area complete with a resort-style pool, spa, and fully equipped summer kitchen for seamless indoor-outdoor living. Every detail reflects the exceptional craftsmanship, premium finishes, and attention to detail that define Element Home Builders. With construction just beginning, buyers have the rare opportunity to personalize select finishes and own a brand-new custom luxury home in one of Oakland's most desirable communities. Briley Farm is an exclusive enclave just minutes from historic Downtown Winter Garden, the West Orange Trail, top-rated schools, boutique shopping, dining, and major highways, offering convenient access to Downtown Orlando, Walt Disney World, and Orlando International Airport. Experience the perfect blend of luxury, privacy, and convenience in one of Central Florida's premier custom home communities.ning, and major roadways, while maintaining the privacy and charm of luxury estate living. Renderings are for illustration purposes only. Features, specifications, and finishes are subject to change without notice.

312 Briley Avenue, Oakland

Listing courtesy of CORCORAN PREMIER REALTY. 407-965-1155
$115,000
1673867 MLS
*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 ⋅ 1673925 MLS
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 ⋅ 1673243 MLS
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
1672851 MLS
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
1672464 MLS
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.

$155,000
3 Beds ⋅ 2 Baths ⋅ 1671352 MLS
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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