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$65,000
3 Beds ⋅ 2 Baths ⋅ 1679321 MLS
Well-maintained 3-bedroom, 2-bathroom single-wide home. This 1,078-square-foot property features a newer metal roof installed approximately four years ago, offering added durability and peace of mind. A great opportunity for comfortable, affordable living in a convenient Oakland location near the local high school, grocery store, and restaurants

30 Oak St, Oakland

Listing courtesy of Breakwater Realty Group, LLC.

$798,000
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
$249,900
2 Baths ⋅ 1678579 MLS
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
$79,000
3 Beds ⋅ 2 Baths ⋅ 1678287 MLS
!! MOTIVATED SELLER !! Tucked away in Hidden Meadows Park, this cozy Oakland home offers a comfortable and easygoing place to call your own. Inside, you'll find a practical layout with a warm, welcoming feel and multiple heating options, including an oil-fired furnace and a wood-burning fireplace to keep things cozy through the Maine winters. The location offers the best of both worlds peaceful park living while still being close to Waterville, shopping, dining, everyday conveniences, and some of Central Maine's beautiful lakes and recreation. Whether you're looking to simplify, downsize, or find an affordable place to make your own, this home is full of potential and ready for its next chapter. Purchase is subject to park approval. Purchasers are encouraged to verify current lot rent, fees, and park rules directly with management.

30 Oak St Unit 24, Oakland

Listing courtesy of Realty of Maine.

$438,000
3 Beds ⋅ 2 Baths ⋅ 1678162 MLS
Looking for low-maintenance, one-floor living with an incredible outdoor space for entertaining? Built in 2021 and beautifully maintained, this move-in ready 3-bedroom, 2-bath home combines a thoughtfully designed floor plan, extensive recent improvements, and a private backyard setting made for gathering, relaxing, and enjoying Maine's natural beauty. An attached two-car garage adds everyday convenience, while the home's excellent separation of space creates privacy throughout. The primary suite features a spacious bedroom, full bath, and walk-in closet, while two additional bedrooms and a second full bath with a walk-in shower are located on the opposite side of the home. A spacious walk-out basement provides endless opportunity for additional living space, whether you envision a family room, home office, fitness area, hobby space, or additional room to spread out. Since 2023, the current owner has completed numerous upgrades, including a beautiful new front deck, professional landscaping, a new storage shed, whole-house generator, gutters with leaf guard protection, and two energy-efficient heat pumps for year-round comfort. Outside, the private backyard patio and beautifully landscaped grounds create an amazing setting for entertaining, summer cookouts, quiet evenings, or simply watching the abundant local wildlife. The generous outdoor space provides plenty of room to gather with friends and enjoy the peaceful country surroundings. Set in a quiet neighborhood yet convenient to everyday amenities, this like-new home offers easy access to the Belgrade Lakes Region, nearby golf, shopping, restaurants, recreation, and downtown Waterville. With a desirable single-level layout, quality improvements, inviting outdoor living spaces, a spacious walk-out basement, and so many major upgrades already completed, this exceptional property offers an easy transition into comfortable Maine living.

12 Gleason Farm Rd, Oakland

Listing courtesy of OWN REAL ESTATE. kimhawkes@ownrealestate.me
$289,900
4 Beds ⋅ 2 Baths ⋅ 1678117 MLS
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.

$449,900
4 Beds ⋅ 2 Baths ⋅ 1677714 MLS
Welcome Home! This well-maintained 4 bedroom, 2 full bath Maine farmhouse, beautifully situated on 10 acres of peaceful, private land. Thoughtfully cared for and updated over the years, this home blends classic farmhouse charm with the comforts and conveniences today's buyers are looking for. The beautifully updated kitchen offers a welcoming space for everyday living and entertaining, while the first-floor laundry adds valuable convenience. A true Maine must-have, the spacious mud room provides the perfect spot to kick off boots, hang coats, and keep life organized through every season. Outside, enjoy your own private retreat with an in-ground pool, perfect for summer gatherings, relaxing, and making memories. With 10 acres to explore, there's plenty of room for gardening, recreation, animals, or simply enjoying the peace and privacy of country living. A wonderful combination of character, updates, usable acreage, and outdoor enjoyment, this farmhouse is ready to welcome its next owners home.

241 Belgrade Rd, Oakland

Listing courtesy of Portside Real Estate Group.

$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.

$415,000
3 Beds ⋅ 2 Baths ⋅ O6430972 MLS
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 provide 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.

$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.

$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
$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.

$289,000
2 Beds ⋅ 2 Baths ⋅ 1670031 MLS
New Construction!! 2 bed/1.5 bath Condos to be built! Public water & sewer will be connected. Call us today for additional information!

28 Jacques Ln Unit 8, Oakland

Listing courtesy of Hoang Realty.

$289,000
2 Beds ⋅ 2 Baths ⋅ 1670033 MLS
New Construction!! 2 bed/1.5 bath Condos to be built! Public water & sewer will be connected. Call us today for additional information!

28 Jacques Ln Unit 9, Oakland

Listing courtesy of Hoang Realty.

$289,000
2 Beds ⋅ 2 Baths ⋅ 1670034 MLS
New Construction!! 2 bed/1.5 bath Condos to be built! Public water & sewer will be connected. Call us today for additional information!

28 Jacques Ln Unit 10, Oakland

Listing courtesy of Hoang Realty.

$289,000
2 Beds ⋅ 2 Baths ⋅ 1670028 MLS
New Construction!! 2 bed/1.5 bath Condos to be built! Public water & sewer will be connected. Call us today for additional information!

28 Jacques Ln Unit 5, Oakland

Listing courtesy of Hoang Realty.

$289,000
2 Beds ⋅ 2 Baths ⋅ 1670026 MLS
New Construction!! 2 bed/1.5 bath Condos to be built! Public water & sewer will be connected. Call us today for additional information!

28 Jacques Ln Unit 3, Oakland

Listing courtesy of Hoang Realty.

$289,000
2 Beds ⋅ 2 Baths ⋅ 1670024 MLS
New Construction!! 2 bed/1.5 bath Condos to be built! Public water & sewer will be connected. Call us today for additional information!

28 Jacques Ln Unit 1, Oakland

Listing courtesy of Hoang Realty.

$289,000
2 Beds ⋅ 2 Baths ⋅ 1670030 MLS
New Construction!! 2 bed/1.5 bath Condos to be built! Public water & sewer will be connected. Call us today for additional information!

28 Jacques Ln Unit 7, Oakland

Listing courtesy of Hoang Realty.

$289,000
2 Beds ⋅ 2 Baths ⋅ 1670029 MLS
New Construction!! 2 bed/1.5 bath Condos to be built! Public water & sewer will be connected. Call us today for additional information!

28 Jacques Ln Unit 6, Oakland

Listing courtesy of Hoang Realty.

$289,000
2 Beds ⋅ 2 Baths ⋅ 1670027 MLS
New Construction!! 2 bed/1.5 bath Condos to be built! Public water & sewer will be connected. Call us today for additional information!

28 Jacques Ln Unit 4, Oakland

Listing courtesy of Hoang Realty.

$289,000
2 Beds ⋅ 2 Baths ⋅ 1670025 MLS
New Construction!! 2 bed/1.5 bath Condos to be built! Public water & sewer will be connected. Call us today for additional information!

28 Jacques Ln Unit 2, Oakland

Listing courtesy of Hoang Realty.

$699,000
3 Beds ⋅ 2 Baths ⋅ 1669163 MLS
Picturesque waterfront setting on one of Maine's most desirable lakes. On the market for the first time in many, many years, this 1865 family home has been lovingly maintained and updated while retaining its original charm. Through the years, renovations have preserved the home's warmth and character while adding modern conveniences. The spacious first floor features a well-appointed kitchen with granite countertops and newer appliances, a large dining room, and a generous living room with a hearth, and pellet stove. Sliding glass doors open to a lush backyard and waterfront views of Messalonskee Lake. Also, on the first floor is a versatile bonus room, ideal for an office or bedroom - with built-ins providing extra storage and flexible living space. The home has natural wood flooring in all of the primary rooms and kitchen. Original natural wood stairs, rails and landing add to the home's timeless appeal. Upstairs are two large bedrooms, a full bath, and finished storage space in the eaves. The primary bedroom includes its own glassed-in sun porch with electric sunshades, overlooking the yard and waterfront. Outside you'll find two decks, each with their own electric awning, a beautiful garden shed, a utility shed and well-groomed yard. Additional space over the two-car, attached garage offers potential for storage, a workshop or even future living space. A rare opportunity to own a historic, lovingly cared-for waterfront home on Messalonskee Lake. Some photos virtually enhanced.

28 Belgrade Rd, Oakland

Listing courtesy of Coldwell Banker Plourde Real Estate.

$79,900
3 Beds ⋅ 2 Baths ⋅ 1669102 MLS
**A Turn Key opportunity!** Welcome to 37 Olivia Avenue in Oakland, Maine -- a beautifully maintained home tucked away at the end of a quiet cul-de-sac offering privacy, comfort, and numerous recent updates. Inside, you'll find stylish laminate flooring throughout much of the home, complemented by new carpeting that adds warmth and comfort to the living spaces. The upgraded kitchen provides a modern and functional space for cooking and entertaining, while the remodeled bathrooms feature updated finishes that today's buyers are looking for. Outside, the property truly shines with attractive landscaping, established gardens, and inviting front decks that create exceptional outdoor living spaces and impressive curb appeal. Additional improvements include an efficient heat pump for year-round comfort, a cozy wood stove for supplemental heat during Maine winters, and a whole-home Generac generator that provides peace of mind no matter the weather. As an added bonus, the seller is willing to include much of the home's furnishings, making this an excellent turnkey opportunity for buyers seeking a move-in-ready home in a desirable Oakland neighborhood. Don't miss your chance to own this thoughtfully updated and meticulously cared-for property in a peaceful setting close to local amenities, schools, and recreation.

37 Olivia Ave, Oakland

Listing courtesy of Coldwell Banker Realty.

$749,000
2 Beds ⋅ 2 Baths ⋅ 1668380 MLS
Experience the best of Maine lakefront living with this charming 2-bedroom home on sought-after Messalonskee Lake in Oakland, Maine. Offering stunning water views, a sandy beach, and direct lake access, this year-round home is the perfect retreat for relaxing, entertaining, and enjoying all that lake life has to offer. Conveniently located just minutes from downtown Oakland and close to I-95, this property allows convenient easy access to everything Central Maine has to offer. Whether you enjoy fishing, swimming, sunbathing or water sports, this can be your year-round home or seasonal retreat. Just minutes from the Waterville Country Club and fine restaurants, enjoy a round of golf, dinner and still make it home in time to watch the breathtaking sunsets from your deck. Come see why the Belgrade Lakes Region is one of the most desirable after regions in Maine.

72 Cedar Village Pl, Oakland

Listing courtesy of Coldwell Banker Plourde Real Estate.

$325,000
3 Beds ⋅ 2 Baths ⋅ 1663560 MLS
Set on over an acre in Oakland, this classic 1800s farmhouse blends historic New England character with thoughtful modern improvements. Offering over 2,100 square feet of living space, this 3-bedroom home features the warmth and charm expected from a property of this era, combined with the practical updates today's buyers are looking for. The home has been exceptionally maintained and includes a newer roof, vinyl siding, updated exterior improvements, and a recently added oversized garage providing tremendous utility for vehicles, storage, hobbies, or workshop space. Inside, you'll find generous living areas filled with natural light, multiple heat sources including wood stoves and a fireplace, and the timeless feel that only a historic Maine farmhouse can provide. The acreage offers privacy, flexibility, and room to enjoy country living while remaining conveniently close to town amenities, schools, and I-95 access. Whether you're looking for a primary residence with space to spread out, a hobby farm setting, or simply a home with authentic character and substance, this property presents a rare opportunity in today's market. A unique combination of history, land, practicality, and charm in one of Central Maine's most desirable communities.

78 Ten Lots Rd, Oakland

Listing courtesy of Keller Williams Realty. nick@nickisgro.com
$489,900
3 Beds ⋅ 2 Baths ⋅ 1663285 MLS
The Amherst model offers beautifully designed single-level living with 3 bedrooms, 2 bathrooms, and approximately 1,535± square feet of thoughtfully planned space. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating the perfect setup for entertaining or everyday life. The spacious kitchen features a large center island, quartz countertops, painted cabinetry, and plenty of storage, including a walk-in pantry. The private primary suite offers a walk-in closet and an oversized bath with double vanities, while two additional bedrooms and a second full bath provide flexibility for guests, family, or home office space. Additional features include a dedicated utility room, abundant natural light, and a functional layout designed for comfort and convenience. This home is fully customizable, allowing buyers to tailor finishes, colors, and details to match their style and needs. Want to see the layout in person? The Amherst model is available to walk through at our sales center in Chelsea. Reach out today for more information on the process and timeline to completion.

Lot 8 Autumn, Oakland

Listing courtesy of Summit Real Estate.

$429,900
2 Beds ⋅ 2 Baths ⋅ 1663297 MLS
The Reagan II model offers efficient, thoughtfully designed living with 2 bedrooms, 2 bathrooms, and approximately 1,085± square feet of comfortable space. This inviting layout features an open-concept kitchen, dining, and living area that creates a bright and functional flow perfect for everyday living or entertaining guests. The private primary suite includes a walk-in closet and en-suite bathroom with double vanities and a spacious shower, while the second bedroom and full bath offer flexibility for guests, office space, or family. The design also includes a dedicated dining area, ample storage throughout, and a welcoming front porch that adds to the home's charm and curb appeal. This home is fully customizable, giving buyers the ability to personalize finishes, layouts, and features to match their lifestyle and vision.

Lot 10 Autumn, Oakland

Listing courtesy of Summit Real Estate.

$425,000
3 Beds ⋅ 2 Baths ⋅ 1644267 MLS
To be built 3 bed/2 bath home in Oakland! Looking for a new construction? Here's your chance! Breaking ground soon. One floor living. Farmers porch in the front will be roughly 48x6. 26x30 attached garage. No appliances included, but can be negotiated. Contact us today for more information. This could be your new home!

Lot 13 Jacques, Oakland

Listing courtesy of Hoang Realty.

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