Oakland Homes for Sale

Oakland Homes for Sale

Welcome to Oakland, Maine – a charming town nestled in the heart of Kennebec County, where picturesque landscapes and a tight-knit community await you. Known for its serene lakes and lush greenery, Oakland offers an idyllic setting for those seeking a peaceful lifestyle while still enjoying the conveniences of modern living. With its rich history and vibrant local culture, this town is an inviting place to call home.

Oakland is situated near the stunning Messalonskee Lake, providing residents with ample opportunities for outdoor recreation, including fishing, boating, and hiking. The town's scenic parks and trails are perfect for family outings or quiet walks, making it an ideal location for nature enthusiasts. The community is also home to various local shops, delicious eateries, and seasonal events that foster a warm sense of belonging.

If you’re considering making Oakland your home, you’re in luck! There are a variety of homes for sale that cater to diverse tastes and budgets. From charming historic houses with character to modern family homes equipped with all the amenities, there’s something for everyone. Whether you’re a first-time homebuyer, looking to downsize, or seeking a vacation retreat, Oakland’s real estate market has options to suit your needs.

Explore the beauty and charm of Oakland, Maine, and discover the perfect home that aligns with your lifestyle. With its welcoming community and stunning natural surroundings, you’ll find that Oakland is not just a place to live, but a place to thrive.

Newest Oakland Homes for Sale

$499,999
3 Beds ⋅ 2 Baths ⋅ O6428041 MLS
Virtually Staged. Tucked away in the heart of downtown Oakland, this adorable 3-bedroom, 2-bathroom home captures the essence of small-town living with its cozy charm and timeless appeal. Surrounded by mature landscaping and stately oak trees, this property offers a serene escape with no HOA to limit your creativity. Quiet dirt roads wind through the neighborhood, adding a touch of rural nostalgia, while the vibrant shops and cafes of Oakland’s quaint downtown are just a short stroll away. Inside, the home welcomes you with a warm and inviting layout. The living room, filled with natural light, provides a cozy space for relaxing or entertaining. It connects seamlessly to a well-appointed kitchen, featuring stainless steel appliances, granite countertops, and plenty of cabinetry for storage—ideal for home-cooked meals. The primary bedroom offers a peaceful retreat with a standard closet and an en-suite bathroom boasting dual vanities and a luxurious soaking tub. Two additional bedrooms, each with standard closets, provide versatile space for family, guests, or a home office, with a second full bathroom conveniently nearby. The exterior is a true highlight, with mature landscaping creating a private, tranquil setting. Towering oak trees provide shade and beauty, complemented by colorful, well-kept gardens. The spacious backyard is perfect for barbecues, gardening, or simply soaking in the calm of your own oasis. A charming front porch invites you to enjoy morning coffee while greeting neighbors on the peaceful dirt road. Located in the heart of Oakland, this home blends small-town charm with modern convenience. Enjoy local events, dining, and community spirit just steps away, with easy access to highways for commuting. With no HOA, you have the freedom to make this property your own.

409 E Gulley Avenue, Oakland

Listing courtesy of HOMEVEST REALTY. 407-897-5400
$339,000
4 Beds ⋅ 2 Baths ⋅ 1673021 MLS
Welcome home to this well-maintained 4-bedroom, 2-bathroom split-level in one of Oakland's most convenient locations! Offering excellent curb appeal, this property welcomes you with fresh landscaping & a recently paved driveway & walkway. Designed with everyday living in mind, the main level features three bedrooms, a full bathroom, a spacious living room, a well-appointed kitchen with granite countertops, & a dining area that flows seamlessly to the screened-in porch. It's the perfect spot to unwind during the warmer months while overlooking the backyard & pool. Downstairs, the flexible lower level features a fourth bedroom, second full bathroom, & a large family room complete with a cozy wood stove & an adjoining built-in refreshment area with ample cabinetry, an under counter refrigerator, & a compact cooktop. Combined with the flexible floor plan & the opportunity to create an additional bedroom or office, this level is well suited for extended family, multi-generational living, or simply extra living space. Outside, enjoy the generously sized backyard complete with an above ground pool, deck, & mature landscaping, creating the perfect setting for relaxing or gathering with family & friends. Located less than 3/4 of a mile from Interstate 95, this home offers quick access to Waterville, Augusta, shopping, restaurants, hospitals, & countless amenities throughout Central Maine while still enjoying the comforts of a quiet residential neighborhood. Don't miss your opportunity to make this versatile & inviting Oakland home your own!

24 Rossignol Ave, Oakland

Listing courtesy of Brookewood Realty.

$469,900
4 Beds ⋅ 2 Baths ⋅ 1671331 MLS
Welcome home to this beautifully updated Garrison, ideally situated in a desirable neighborhood and offering exceptional space both inside and out. Thoughtfully renovated over the past five years, this move-in ready home combines modern updates with timeless appeal. The heart of the home features an updated kitchen with newer cabinetry and countertops, while both full bathrooms have been completely remodeled with stylish tile shower surrounds, updated flooring, and modern fixtures. Designed for comfortable everyday living and effortless entertaining, the home offers multiple gathering spaces, including a spacious eat-in kitchen, a versatile dining or sitting area, and a bright, inviting living room centered around a cozy fireplace. The second floor offers four generously sized bedrooms with ample closet space, creating a functional layout with all bedrooms conveniently located together. The current primary bedroom also provides flexibility to serve as a spacious bonus room and features an oversized walk-in storage area. Step outside to your own private backyard retreat, where a meticulously maintained in-ground pool serves as the centerpiece for summer entertaining and relaxation. The pool has been thoughtfully updated and exceptionally cared for, offering years of enjoyment. Additional storage is abundant with an attached two-car garage and a large outbuilding featuring a convenient drive-through garage configuration, ideal for vehicles, recreational equipment, hobbies, or workshop space. Blending updated finishes, flexible living spaces, abundant storage, and exceptional outdoor amenities, this home offers the perfect balance of comfort, functionality, and lifestyle in a sought-after neighborhood.

96 Oak Hill Dr, Oakland

Listing courtesy of Integrity Homes Real Estate Group, PC.

$850,000
6 Beds ⋅ 4 Baths ⋅ 1228387 MLS
Exceptional 6-bedroom, 4-bathroom home on a private cul-de-sac in the highly desirable gated community of Johns Cove. This spacious residence features formal living and dining rooms, a large family room, soaring vaulted ceilings, and a double staircase. The kitchen offers stainless steel appliances, granite countertops, a large island, abundant cabinetry, and a breakfast area with tranquil pond views. The first-floor primary suite overlooks the pool and includes an en-suite bath with dual vanities, garden tub, separate shower, and walk-in closet. Upstairs offers generously sized bedrooms and a dedicated movie room. Enjoy a screened heated saltwater pool and spa, updated full pool bath, covered lanai, private balcony, and no rear neighbors. Residents enjoy a private boat ramp on Johns Lake, ideal for bass fishing, boating, paddle boarding, and kayaking. Near West Orange Trail, Downtown Winter Garden, Winter Garden Village, dining, shopping, and top-rated schools.

1603 Johns Cove Lane, Oakland

Courtesy of RE/MAX Town & Country Realty
$569,000
4 Beds ⋅ 4 Baths ⋅ 1670036 MLS
New Construction!! Duplex to be built! Public water & sewer will be connected. Call us today for additional information!

28 Jacques Ln Unit 1 & 2, Oakland

Listing courtesy of Hoang Realty.

$569,000
4 Beds ⋅ 4 Baths ⋅ 1670037 MLS
New Construction!! Duplex to be built! Public water & sewer will be connected. Call us today for additional information!

28 Jacques Ln Unit 3 & 4, Oakland

Listing courtesy of Hoang Realty.

$569,000
4 Beds ⋅ 4 Baths ⋅ 1670041 MLS
New Construction!! Duplex to be built! Public water & sewer will be connected. Call us today for additional information!

28 Jacques Ln Unit 9 & 10, Oakland

Listing courtesy of Hoang Realty.

$569,000
4 Beds ⋅ 4 Baths ⋅ 1670038 MLS
New Construction!! Duplex to be built! Public water & sewer will be connected. Call us today for additional information!

28 Jacques Ln Unit 5 & 6, Oakland

Listing courtesy of Hoang Realty.

$569,000
4 Beds ⋅ 4 Baths ⋅ 1670040 MLS
New Construction!! Duplex to be built! Public water & sewer will be connected. Call us today for additional information!

28 Jacques Ln Unit 7 & 8, Oakland

Listing courtesy of Hoang Realty.

$485,900
3 Beds ⋅ 2 Baths ⋅ 1669931 MLS
Some homes are built to impress. This one was built to last. This thoughtfully designed timber frame home combines timeless craftsmanship with exceptional energy efficiency. Its south-facing orientation was designed to maximize solar efficiency, while rooftop solar panels, heat pumps, and a whole-house heat exchange system provide year-round comfort. Inside, you'll find an updated galley-style kitchen with warm laminate flooring, a cozy breakfast nook, first-floor laundry, and durable tile flooring throughout the rest of the first level. The living room is warm and inviting with a vaulted ceiling, exposed timber frame beams, custom built-in shelving, a cozy pellet stove, and French doors opening to the deck. The first-floor primary bedroom features two walk-in closets, while upstairs you'll find two additional bedrooms and a Jack-and-Jill bath and a loft overlooking the living room. Outside, enjoy the welcoming front patio with its natural border, an attached two-car garage, three storage sheds, a dedicated garden area, and .86 acres of beautiful yard.

62 Axtell Dr, Oakland

Listing courtesy of Summit Real Estate.

$2,595,000
5 Beds ⋅ 8 Baths ⋅ O6413035 MLS
Nestled beneath century-old heritage oaks in one of Oakland's most coveted addresses, this stunning 4,433 square foot Citrus floorplan by Element Home Builders delivers an extraordinary standard of luxury estate living. Every detail speaks to a level of craftsmanship and thoughtfulness that simply cannot be replicated. Five generously sized bedrooms, each with its own private ensuite bath, provides unmatched comfort and privacy for family and guests alike. Two additional powder baths serve the main living areas, while a dedicated pool bath keeps the outdoor experience seamless. At the heart of the home, a dramatic double island kitchen commands attention — equal parts showpiece and hardworking hub — crowned by soaring coffered ceilings that lend architectural depth and timeless elegance throughout. Step outside to your own private resort, where a sparkling pool and spa, summer kitchen, and covered lanai with roll-down screens create the ultimate Florida lifestyle — open-air breezes or a fully enclosed retreat, all at the touch of a button. Beyond your front door, The Grove places you steps from The Harvest District's boutique shops and restaurants, with exclusive access to the resort amenities at nearby Briley Farm — all reachable by foot or golf cart.

1134 Prado Lane, Oakland

Listing courtesy of REGENCY REAL ESTATE LLC. 407-469-5021
$878,000
5 Beds ⋅ 2 Baths ⋅ 1669553 MLS
Looking for a waterfront home with a rare, grandfathered setting right at the shoreline that you cannot replicate today? The main home sits less than 15 feet from the water, an irreplaceable advantage that defines this legacy property. Come experience the best of Maine at this stunning 5-bedroom, 2 full bath contemporary home nestled on 3.5 surveyed acres with 336 feet of private shoreline on stunning East Pond. With 2,608 sq ft in the main home and an additional 600 sq ft in a separate finished ranch, this one-of-a-kind property offers unmatched flexibility for guests, rental income, or your creative retreat. Step inside to soaring cathedral ceilings, sun-drenched skylights, and a spacious layout perfect for entertaining or peaceful lakeside living. The main home features a large family room, an inviting living room with a dramatic stone fireplace, and a standing seam metal roof for lasting durability. Four bedrooms and a full bath are conveniently located on the first floor, while the second-floor great room and screened-in porch provide panoramic lake views and a peaceful escape. Just a few feet from the water's edge, the massive front deck invites you to relax and unwind in a quiet cove ideal for sandy-bottom swimming, sunset watching, and listening to loons call at dusk. Nature lovers will be in awe of the bald eagles, ospreys, and owls that frequently visit. Enjoy easy access to kayaking, paddleboarding, boating, and fishing--all from your own dock and ladder. The finished ranch-style guest house, built in 1984, adds over 600 sq ft of heated living space--ideal for Airbnb potential, extended stays, or a private home office or studio. Lovingly owned by the same family since 1939, the original camp was rebuilt in 1962, with the second floor added in 1994. This is more than a home--it's a legacy, a lifestyle, and a rare opportunity! Located just 20 minutes from the vibrant downtowns of Waterville and Augusta. Docks, Swim Platform & mooring included.

20 & 21 Bass Cv, Oakland

Listing courtesy of OWN REAL ESTATE.

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