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

$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
$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..

$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.

$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.

$165,000
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.

$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.

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