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Lot 15 Autumn, Oakland
$614,305
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.

Lot 8 Autumn, Oakland
$552,945
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.

Lot 10 Autumn, Oakland
$459,920
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.

Lot 19 Autumn, Oakland
$512,545
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.

Lot 14 Autumn, Oakland
$477,054
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.

113 & 121 High St, Oakland
$1,249,000
2 Beds ⋅ 3 Baths ⋅ 1656684 MLS
If you've been searching for a property where you can live comfortably and run your own business right next door, this one of a kind setup in Oakland is worth a look. This offering includes two properties at 113 and 121 High Street and is ideal for contractors, mechanics, tradespeople, or anyone needing both residential space and commercial functionality. At 113 High Street, you'll find a beautifully updated home with over 2900 sqft of finished living space. The kitchen features sleek black granite countertops, the bathrooms are modern with tile finishes, and the layout includes a spacious family room and a cozy den with a built in bar. The floor plan offers flexibility with space to add bedrooms or set up home offices. The basement adds usable square footage, and the attached garage includes a rear office. Outside, enjoy a stamped concrete patio and a well kept backyard perfect for relaxing or entertaining. Next door at 121 High Street is a large commercial space ready for your business. The 57x53 foot heated garage is fully equipped with a lift, tools, and a half bath. This would be perfect for automotive work, construction, trades, or equipment storage. There is also a second 29x25 garage, multiple outbuildings, and a detached office space that gives you even more flexibility. The 4.18 acre lot includes three RV hookups, a fenced garden, and fruit trees including plum, apple, and blueberry. There is plenty of open space to expand or explore future development options such as a mobile home park or tiny home community. A never used junkyard permit is also available to transfer with the property. Located minutes from downtown Oakland and the public boat launch at Messalonskee Lake and less than ten minutes to Waterville's colleges, hospital, and airport, this property offers convenience, space, and endless potential. Whether you are an entrepreneur, Investor or someone ready to run a business from home, this property gives you the best of both worlds!

113 & 121 High St, Oakland

Listing courtesy of Real Broker.

78 98 Hussey Hill Rd, Oakland
$1,750,000
5 Beds ⋅ 5 Baths ⋅ 1663344 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

250 N Walker Street, Oakland
$999,000
4 Beds ⋅ 3 Baths ⋅ G5110973 MLS
Nestled in the heart of downtown Oakland, FL, this newly renovated two-story home features 4 bedrooms and 2.5 bathrooms. Situated on an oversized lot of nearly 1/2 acre, the property includes a resort-style pool, screened patio, shed, and a 3-car garage. Perfectly positioned between Clermont and Winter Garden, this rare property sits on quiet, charming dirt roads, surrounded by mature LIVE oak trees with NO HOA and direct access to the Winter Garden Trail right from your backyard. Bring your boat, bring your toys—this one has room for it all! From the moment you arrive, the mature landscaping and inviting front porch set the tone for the peaceful retreat that awaits. Step inside to a fully renovated 2026 kitchen featuring upgraded quartz countertops, LVP flooring, subway tile backsplash, refaced cabinets with modern hardware, and a brand-new refrigerator—truly a chef’s dream. Just off the kitchen, new french doors lead to your private patio and show-stopping 2019 salt water pool complete with spa and slide, perfect for entertaining or unwinding after a long day. The first floor includes a large guest bedroom and a spacious primary suite with an oversized walk-in closet and a relaxing ensuite offering a soaking tub and separate shower. Upstairs, you’ll find two generously sized guest bedrooms and a beautifully appointed guest bath. This home is loaded with upgrades for peace of mind and comfort, including 2021 AC units, 2021 roof, 2026 LVP flooring, fresh interior paint and baseboards, newer windows, new fixtures, new landscaping, a new water heater, and a newly painted shed/workshop. Located in the heart of Oakland, you can golf cart to Downtown Winter Garden, Plant Street Market, the Lake Apopka boat ramp, shops, dining, and weekly events. Homes with this level of privacy, upgrades, and location rarely become available—and this one checks every box. Bring your golf cart and don’t miss your chance to own a truly unique custom home in the heart of Oakland. This property will not last! Let’s make it yours.

250 N Walker Street, Oakland

Listing courtesy of COAST TO COAST REAL ESTATE PRO. 352-296-8930

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