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$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.

$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.

$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.

$250,000
1669311 MLS
Investors Take Notice: Situated on 35 private acres, this unique property is being offered primarily for its land value. Includes 3 existing dwellings with limited value, 3 septic systems, and 3 wells. With ample space, privacy, and existing infrastructure, the possibilities are numerous. Buyers are encouraged to verify potential uses and consult with the town regarding any applicable zoning and code enforcement requirements. Conveniently located approximately one mile from the Messalonskee Lake Oakland Town Beach and Boat Landing, offering easy access to outdoor recreation.

30 Porter Dr, Oakland

Listing courtesy of Home At Last 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.

$369,000
1668880 MLS
Recent Price Reduction! Exceptional 2014 SF professional office building at Central Maine's First Park. Prior medical offices of Surgi-Care. Full basement for expansion of storage. First Park is located just off I-95 Exit 127 and is coinvenient to Waterville and ALL of Central Maine. Attractive moderen building with ample parking. eing offered ''For Sale' or 'For Leasae'.

10 Evergreen Dr, Oakland

Listing courtesy of Venture Real Estate & Asset Management.

$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.

$289,000
1667607 MLS
This premier commercial building just outside Oakland Village offers an exceptional turnkey investment opportunity, pairing high-visibility placement with an adaptable layout engineered for immediate business scaling. The architecture features a bright, welcoming storefront or reception entry that transitions into an expansive rear footprint, allowing owner-users to easily configure the space for high-capacity storage or an expanded retail showroom. Outside, a massive private driveway ensures seamless logistics with dedicated parking stalls for both staff and clients, while professionally curated landscaping and mature fruit trees deliver premium curb appeal. Strategically positioned to maximize local presence, this property provides the ultimate structural flexibility and market visibility required to accelerate your commercial venture's growth and return on investment.

152 Fairfield St, Oakland

Listing courtesy of Portside Real Estate Group.

$799,999
5 Beds ⋅ 3 Baths ⋅ TB8513260 MLS
Move-in-ready, airy and spacious 3,413-sq-ft home just two blocks from downtown Oakland, West Orange trail and directly across from Lake Apopka. Step into a home where character meets comfort and sophistication. Adorned with vibrant Tabebuia trees and blooming gardens, this property is a true gem. Every detail here tells a story of charm and warmth. Built in 1998 and fully updated with new flooring, new exterior and interior paint, modern lighting, fully renovated bathrooms, all brand new windows, newer roof, AC unit, and drainfield (within the last five years). Spacious layout perfect for entertaining, or working from home. Close proximity to A-rated schools. Enjoy lake views, walkable access to parks and recreation, and a prime location in one of Central Florida’s most desirable small town. House comes with golf cart, perfect for golf cart township. Minutes to downtown Winter Garden. One or more of the pictures have been virtually staged.

16 Oakland Pointe Circle, Oakland

Listing courtesy of JACK KELLER INC. 727-586-1497
$489,000
1664109 MLS
Recent Price Reduction! Prior MGHC professional medical building with 3440 SF. Perfect reuse for Corporate or Business office space. First Park location just off I-95 and convenient to Waterville and ALL of Central Maine. Modern attrac tive building with 35+/- parking spaces, ample reception area, 5 exam/private offices, proceedure room or possible conference room, break room, and multi rack IT room. Electrical and mechanical are all in top shape. Ready to go for medical use or easily re-fitted to most any business. ALSO AVAILABLE FOR 'LEASE' !!

11 Evergreen Dr, Oakland

Listing courtesy of Venture Real Estate & Asset Management.

$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
$594,900
4 Beds ⋅ 3 Baths ⋅ 1663280 MLS
Skip the construction loan and step into a beautifully designed new construction Colonial offering approximately 1,870± square feet of thoughtfully crafted living space. This 4-bedroom, 2.5-bath home blends timeless style with modern functionality, creating the perfect space for everyday living and entertaining. The first floor features a spacious open-concept kitchen and living area centered around a large island, along with a dedicated dining room, convenient utility/laundry room, and half bath. Upstairs, you'll find four generously sized bedrooms including a private primary suite complete with a walk-in closet and full bath with double vanities and a custom shower. This home features quartz countertops, painted cabinetry, and durable click-lock flooring throughout the main living spaces, creating a clean and modern feel from top to bottom. Please note: garage is not included in the offering price. Want to experience the layout in person? This model is available to walk through at our sales center in Chelsea. Reach out today to learn more about the process and timeline to completion.

Lot 15 Autumn, Oakland

Listing courtesy of Summit Real Estate.

$1,249,000
1656690 MLS
Exceptional Commercial and Residential Investment Opportunity in Prime Oakland Location! Looking for the perfect space to launch or grow your business, add to your portfolio, or live on site while you work? This rare offering includes both 113 and 121 High Street in Oakland, presenting a unique blend of commercial functionality and residential comfort. At 121 High Street, you'll find a 57x53 heated commercial garage, fully equipped with a lift, tools, and half bath, ideal for trades, storage, or auto work. A second 29x25 garage, additional outbuildings, and a separate office space provide even more versatility. There are three RV hookups, a fenced garden, and fruit bearing plum, apple, and blueberry trees. The 3.68 acre lot offers potential for future development, such as a mobile home park or tiny home community where affordable housing is much needed in the desirable Oakland area. A never used junkyard permit can also transfer with the property. All just minutes from downtown Oakland and the public boat launch at Messalonskee Lake, and under 10 minutes to Waterville's colleges, hospital, and airport. Next door, 113 High Street features an updated home with over 2,700 square feet of finished space. It includes a sleek kitchen with black granite countertops, modern bathrooms with a tiled shower, a spacious family room, and a cozy den with a built-in bar. The layout is ideal for adding bedrooms or converting part of the home into a business office. The basement offers additional space, and the attached garage includes a rear office. Outside, enjoy the stamped concrete patio and well maintained backyard on 0.50 acres. Whether you're an investor, entrepreneur, or buyer seeking a versatile live/work setup, this unique opportunity checks all the boxes!

113 & 121 High St, Oakland

Listing courtesy of Real Broker.

$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.

$299,900
3 Baths ⋅ 1653128 MLS
Don't miss this in-town **2-unit multi-family property in Oakland** offering strong income potential and added flexibility. Each unit features separate utilities, allowing tenants to pay their own heat and electricity. The property also includes additional office space with potential to be converted into expanded living space for the first-floor unit (buyer to verify permitted uses with local officials). Recent improvements include sewer lines replaced approximately four years ago and Rinnai heaters installed approximately two years ago, providing added efficiency and peace of mind. Conveniently located just minutes from Waterville and close to local amenities, shopping, dining, and services. Whether you are looking to owner-occupy or invest, this property offers opportunity and versatility. Schedule your showing today!

11 Church St, Oakland

Listing courtesy of Keller Williams Realty.

$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.

$469,900
3 Beds ⋅ 2 Baths ⋅ 1663269 MLS
Welcome to the Harding, a beautifully designed to be built ranch offering 3 bedrooms, 2 bathrooms, and 1,371 square feet of thoughtfully designed living space. This open concept floor plan features a spacious living room that flows seamlessly into the kitchen and dining area, creating the perfect setup for entertaining, relaxing, or everyday living. The private primary suite includes its own full bathroom and generous closet space, while two additional bedrooms provide flexibility for guests, family, or a home office. Designed with both comfort and functionality in mind, this home offers modern finishes, efficient use of space, and easy single level living. Enjoy the simplicity of a streamlined building process with no construction loan required. Whether you are looking for your first home, downsizing, or simply wanting brand new construction without the hassle, the Harding delivers quality, comfort, and convenience all in one package.

Lot 19 Autumn, Oakland

Listing courtesy of Summit Real Estate.

$179,000
1641803 MLS
Enjoy lakeside living at this peaceful McGrath Pond retreat! With 85 feet of owned, south-facing water frontage, this lot is perfect for seasonal enjoyment. The property features electrical power on site and a large shed that can be expanded up to 30% to create a cozy cottage. Currently used for RV camping, it offers easy access to swimming, kayaking, and boating all summer long. In winter, enjoy ice fishing, snowmobiling, snowshoeing, and cross-country skiing right from your doorstep. An ideal spot for a low-maintenance seasonal escape surrounded by natural beauty. Whether relaxing by the shore or exploring the outdoors, this property offers the perfect base for your Maine adventures.

106 Pinewoods Trl, Oakland

Listing courtesy of EXP Realty.

$445,000
3 Beds ⋅ 2 Baths ⋅ 1650475 MLS
New construction! Build in process, get under contract in time to make some interior choices! Be the first to live in this new 3 bedroom, 2 bathroom ranch with open concept kitchen/living/dining room, radiant heat and attached heated 2 car garage! In a desirable location close to in town amenities, Waterville Country Club, lakes and I-95 for an easy commute for work and play! Taxes are for the lot only, the full amount is TBD.

Lot 1-11 Jacques, Oakland

Listing courtesy of Coldwell Banker Plourde Real Estate.

$439,900
2 Beds ⋅ 2 Baths ⋅ 1663276 MLS
Introducing 'The Knox' a thoughtfully designed 1,205 sq. ft. ranch-style home offering the perfect blend of comfort, functionality, and modern living. This to-be-built home features 2 bedrooms, 2 full bathrooms, and a bright open-concept layout ideal for both everyday living and entertaining. The oversized eat-in kitchen flows seamlessly into the dining and living areas, creating a warm and inviting space to gather. The spacious primary suite includes a walk-in closet and private en suite bath with double vanities and a 48' seated shower. A second bedroom and full bath provide flexibility for guests, family, or a home office. Designed with convenience in mind, this home offers single-level living and an efficient layout that maximizes every square foot. No construction loan required, making the building process simple and stress-free from start to finish. Please note: Garage shown in renderings/floor plans is NOT included in the list price.

Lot 14 Autumn, Oakland

Listing courtesy of Summit Real Estate.

$1,850,000
1663343 MLS
This phenomenal home is sitting on over 28 acres w/ horse stalls, riding pens & a stocked trout pond. You'll always have something fun to do here. This gorgeous home offers lots of space, 5-6 bedrooms, & beautiful finishes. Lovely landscaping & white fences. Large garage for 4 cars w/radiant heat, & a pull thru overhead door to the back. Beautiful deck w/ pergola looks out to the back acreage, perfect for watching wildlife. Inside you are greeted w/ a large family room w/ lots of windows. 180x 320 ft riding arena, w/ announcer booth/ tree stand for hunters. The well-appointed kitchen features a stone island, double pantries, & a cozy sunroom off the rear to watch Sunday games or simply to enjoy the gas fireplace. First floor laundry & a beautiful formal living room w/ built in cabinets. First floor primary bedroom w/ a gorgeous en suite bath w/ tile steam shower, soaking tub, & double vanities. Upstairs there is a fantastic family room, perfect for games, a theater, office or workout space & a large bonus room. In the daylight basement is an additional kitchen, full bath w/ laundry, & 3 additional rooms. Stand by generator. This property also features modern barn venue, which could also be used for many other business & activities. Beautiful grounds include a fountain, hardscaping, & lovely gardens. This building has an upscale finish w/ rustic flair. Generous parking in the rear. High ceilings give a spacious feel to the 7,200 sq ft main floor. Next to the main floor is an additional space that includes a kitchen area w/ commercial fridges, a bar area, & multiple bathrooms including a handicap accessible bathroom. Upstairs is a room that was used for a bridal suite, but it could be used as a conference space as well. Outdoor seating under pergolas & garden lights. Beautiful setting for photographs. Separate 5 car garage & mobile home for storage. Generator on site. So many possibilities with this property.

78 98 Hussey Hill Rd, Oakland

Listing courtesy of Sprague & Curtis Real Estate. tyler@spragueandcurtis.com
$795,000
2 Beds ⋅ 2 Baths ⋅ 1660153 MLS
Experience the pinnacle of Maine living with this rare, year-round retreat on the shores of Messalonskee Lake. This isn't just a home; it's a lifestyle package that combines a masterfully renovated residence with a unique bonus: your own private island. Step into a bright, open-concept sanctuary designed for effortless one-floor living. The interior radiates warmth with charming tongue-and-groove pine and expansive windows that frame breathtaking lake views. At the heart of the home is a newly upgraded chef's kitchen, featuring sleek stainless steel appliances & gorgeous butcher block countertops. The primary suite offers a modern en-suite bath, while new flooring, updated windows, and high-efficiency heat pumps ensure comfort in every season. With two spacious garages, you'll have plenty of room for vehicles, boats, & snowmobiles. Outside, 100 feet of private lake frontage serves as your playground. Whether you're swimming, kayaking, or fishing, the waters of Messalonskee Lake are just steps from your door. Just a short boat ride away lies your own private 7-acre island--a true rarity. Already equipped with electric service, septic systems, & hiking trails, the island includes two buildable lots. Keep it as your private sanctuary, or take advantage of the infrastructure to build additional guest cottages for a spectacular family compound. Tucked away in a peaceful setting yet located just minutes from the amenities of Oakland and Waterville and easy access to I-95, this property offers the perfect balance of secluded island life and modern convenience. Don't miss this once-in-a-lifetime opportunity to own a piece of Maine's Belgrade Lakes region.

25 Gifford Place & Blake Island, Oakland

Listing courtesy of Portside Real Estate Group.

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