Oakland Single Family Homes for Sale

Oakland Single Family Homes for Sale

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Oakland Single Family Homes for Sale

56 Heritage Rd, Oakland
$439,000
3 Beds ⋅ 2 Baths ⋅ 1681541 MLS
Well-cared for home in desirable Oakland neighborhood. Home comes with a beautiful common lot to Messalonskee Lake just a short walk away! Path to the water front is right across the street! Features open floor plan & lovely kitchen with center island done in 2010 and all appliances remain. Separate dining area & spacious living room with a propane stove. Updated first floor full bath with tile floors too! Lower level features a family room, 3rd bedroom and another full bath. Home has a full-house generator. The common lake front lot is an association, the street is public. All this plus a lovely private back yard & deck off the dining room to enjoy! Don't miss this special home!

56 Heritage Rd, Oakland

Listing courtesy of Century 21 Nason Realty.

41 Mary Ln, Oakland
$325,000
3 Beds ⋅ 2 Baths ⋅ 1681370 MLS
Easy, efficient, and thoughtfully laid out, this single-level home offers comfortable living in a quiet neighborhood close to schools, recreation, and everyday amenities. Whether you're just starting out, looking to simplify, or hoping to enjoy the ease of one-floor living, this home offers a lot to appreciate. Inside, the painted kitchen features warm wood countertops, an island for added prep and gathering space, and an easy flow into the living and dining areas. A pellet stove adds extra warmth and coziness to the living room, while the back porch extends the living space and offers a great spot to relax and enjoy the surroundings. Down the hall, you'll find a dedicated utility and laundry room, a conveniently located half bath, and three bedrooms. One bedroom features its own full bath, creating a comfortable primary bedroom setup with added privacy. With everything you need on one level, an efficient footprint, and a peaceful neighborhood setting close to desirable schools and outdoor recreation, this home offers a simple and comfortable way to settle in and make it your own.

41 Mary Ln, Oakland

Listing courtesy of Portside Real Estate Group.

368 Belgrade Rd, Oakland
$315,000
3 Beds ⋅ 2 Baths ⋅ 1680882 MLS
MOTIVATED SELLER; concessions available for permanent/temporary rate buy downs, updates to make it your own, or closing fees. Bring your Offers! Well kept, with room to make it yours. This 3 bed, 2 bath raised ranch sits on 0.69 acres at the end of a long, partially paved, private driveway, minutes from I-95. The main level has a living room, kitchen with a pantry, a separate dining area, two bedrooms, and a full bath. Both main-level bedrooms are freshly painted, and the decks were just painted too. Carpet remains in a couple of rooms if you'd like to pick your own flooring. The walkout lower level adds a third bedroom and a second full bath, both freshly painted, plus two bonus rooms for an office, gym, or playroom. The floors are smooth concrete, easy to finish however you like. You can come and go through the lower-level walkout. Over 2,100 sq ft in all, with a big backyard and plenty of wildlife. Minutes from Messalonskee and a short drive to the Belgrade Lakes. Seller can provide contact info for an affordable, reliable, local snowplow service already familiar with the property, currently about fifty per plow.

368 Belgrade Rd, Oakland

Listing courtesy of The Maine Real Estate Experience.

18 Fieldstone Dr, Oakland
$439,500
3 Beds ⋅ 3 Baths ⋅ 1680788 MLS
Within Fieldstone Landing's desirable 55+ community , this well-maintained and spacious three-bedroom, two-and-a-half-bath home makes for an ideal living experience. Upon entering is the beautiful dining room and a well designed kitchen, featuring cherry cabinets that makes cooking enjoyable and efficient. This space seamlessly flows into the living room and beyond it lies the large four-season sunroom. This sunroom is a perfect retreat, offering ample natural light and easy access to the deck, making it an excellent spot for morning coffee or evening relaxation. The primary bedroom is a standout feature of the home with a well-appointed bathroom that includes double sinks and a pocket door, providing privacy for the walk-in shower and toilet area. Equipped with heat pumps in both the primary and living rooms, the home remains cozy in the winter months and refreshingly cool during the summer with minimal use of the oil furnace. Extra blown-in insulation in the attic contributes to energy efficiency, making heating and cooling both economical and effective. This property's two additional rooms can serve as bedrooms, a home office, or a hobby room. The half bath is conveniently located with a laundry area discreetly tucked behind bifold doors. The attached two-car garage includes an upstairs area for additional storage. The neighborhood is located on a dead-end private drive, making it perfect for leisurely walks and socializing with neighbors. Fieldstone Landing is not only about comfortable living but also about accessibility. The proximity to Waterville provides residents with a wealth of shopping options, restaurants, and health facilities. With easy access to I-95, commuting is a breeze, while nearby golf courses and the beautiful Belgrade Lakes chain offer recreational opportunities for outdoor enthusiasts. Generator Included.

18 Fieldstone Dr, Oakland

Listing courtesy of Lakehome Group Real Estate. info@lakehomegroup.com
137 Petris Avenue, Oakland
$1,445,000
4 Beds ⋅ 4 Baths ⋅ O6440357 MLS
FRONT PORCH CHARM, WEST ORANGE TRAIL VIEWS, AND A HOME FULL OF CHARACTER IN THE HEART OF OAKLAND! Start your mornings from the covered front porch and porch swing, taking in the peaceful surroundings and views of the West Orange Trail just beyond your front door. Step inside to soaring spaces, abundant natural light, and architectural details that immediately make an impression. A grand staircase leads to a striking bridge-style balcony overlooking the family room, while a beautiful brick gas-burning fireplace anchors the living space and creates a warm, inviting centerpiece for gathering and entertaining. Designed with both everyday living and flexibility in mind, the spacious floor plan features a formal dining room, dedicated office, bonus room, and enclosed sunroom offering even more space to relax and enjoy the Florida lifestyle year-round. A generously sized walk-in closet provides exceptional storage, while thoughtful features such as a central vacuum system add everyday convenience. Roof Replacement in 2025 and HVAC replacement in 2022 add peace of mind for years to come. Located within Oakland's golf cart district, this home offers extra garage space for your golf cart, bikes, and moreWhether you're enjoying coffee on the porch swing, relaxing beside the fireplace, or simply taking in the peaceful small-town atmosphere, this home offers a wonderful combination of space, character, and location in sought-after Oakland. Come experience the charm and lifestyle that make this community such a special place to call home!

137 Petris Avenue, Oakland

Listing courtesy of REGENCY REAL ESTATE LLC. 407-469-5021
20 & 21 Bass Cv, Oakland
$748,000
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
334 Town Farm Rd, Oakland
$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.

520 Smithfield Rd, Oakland
$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
312 Briley Avenue, Oakland
$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
132 Washington St, Oakland
$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
1603 Johns Cove Lane, Oakland
$779,000
6 Beds ⋅ 4 Baths ⋅ 1228387 MLS
PRICE REDUCED! Make this 6-bedroom, 4-bath home in gated Johns Cove your own in time for the holidays. Set on a private cul-de-sac with no rear neighbors, it offers room to gather and space to unwind. Formal living and dining rooms, a large family room, vaulted ceilings, and a double staircase welcome you inside. The kitchen features stainless steel appliances, granite countertops, an island, and a breakfast area with pond views. The first-floor primary suite overlooks the pool and includes dual vanities, a garden tub, separate shower, and walk-in closet. Upstairs offers spacious bedrooms and a dedicated movie room. Enjoy a screened saltwater pool and spa, updated full pool bath, covered lanai, and private balcony. Residents have access to a private boat ramp on Johns Lake for fishing, boating, paddleboarding, and kayaking. Near West Orange Trail, Downtown Winter Garden, Winter Garden Village, shopping, dining, and schools. Motivated sellers are ready for their next chapter!

1603 Johns Cove Lane, Oakland

Courtesy of RE/MAX Town & Country Realty
28 Jacques Ln Unit 1 & 2, Oakland
$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.

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