Woodstock Real Estate

Welcome to Woodstock, Maine—a hidden gem nestled in the heart of Oxford County, where the beauty of nature meets the charm of small-town living. With its picturesque landscapes, vibrant community, and a plethora of outdoor activities, Woodstock offers an idyllic setting for those seeking a serene lifestyle.

Surrounded by the breathtaking foothills of the White Mountains, Woodstock is a haven for outdoor enthusiasts. Whether you enjoy hiking, fishing, or simply taking in the stunning views, the nearby lakes, rivers, and trails provide endless opportunities for adventure. The Androscoggin River meanders through the area, offering a perfect backdrop for kayaking and canoeing, while the winter months transform the region into a snow-covered playground for skiing and snowmobiling.

The town itself boasts a rich history, reflected in its charming architecture and community spirit. Local shops and eateries provide a taste of the region’s warmth and hospitality, where neighbors become friends and every gathering feels like a family reunion. Woodstock is also committed to preserving its natural beauty, with numerous parks and recreational areas that encourage residents to explore the great outdoors.

Families will appreciate the strong sense of community and the excellent educational opportunities available in the area. With a low cost of living and a welcoming atmosphere, Woodstock is an ideal place to plant roots and create lasting memories.

Discover the magic of Woodstock, Maine—where every day feels like a getaway and the beauty of nature is just outside your door. Whether you’re looking to buy your first home or seeking a peaceful retreat, Woodstock is waiting to welcome you home.

Newest Listings in Woodstock

$490,000

3 Beds ⋅ 2 Baths

Discover the opportunity to own a brand-new home in the heart of Western Maine. Nestled on 1.3± private acres in the scenic village of Bryant Pond, this thoughtfully designed 3-bedroom, 2-bath ranch offers the ease and convenience of one-level living, surrounded by the natural beauty of the mountains. Construction is currently underway, with the full concrete basement recently completed and framing just beginning, giving buyers a limited opportunity to personalize select finishes and features. The spacious lot also offers potential for a detached two-car garage, workshop, accessory dwelling unit, or other outbuilding (subject to local approvals), allowing flexibility for future needs. Designed for comfortable year-round living, this quality-built home is equally appealing as a vacation retreat or investment property. With its desirable location near Western Maine's premier outdoor destinations, the property offers excellent potential for short-term rental income, subject to local ordinances and buyer verification. Enjoy the best of four-season recreation just 20 minutes from Sunday River Ski Resort and only minutes from Mt. Abram. The historic village of Bethel offers charming shops, restaurants, cafés, galleries, and year-round community events, while nearby Bryant Pond and the surrounding lakes, rivers, and trail systems provide endless opportunities for fishing, boating, kayaking, hiking, skiing, snowmobiling, and exploring Maine's natural beauty. Whether you're searching for a primary residence, seasonal getaway, or an income-producing investment, this brand-new home offers modern construction, the convenience of single-level living, future expansion possibilities, and an exceptional Western Maine lifestyle. Reserve your home now while there's still time to customize select finishes and make it uniquely yours.

99 Old County Rd, Woodstock

Listing courtesy of Keller Williams Realty.

$899,000

4 Beds ⋅ 4 Baths

Welcome to the second home in the Summit Sanctuary Collection by Bolduc Family Properties, LLC. Currently under construction, this thoughtfully designed mountain retreat blends rustic elegance with modern comfort & upscale finishes in the heart of Western Maine. Offering approximately 2,925 sq. ft., this 4-bedroom, 3.5-bath home with 2 car garage showcases dramatic skillion architecture, soaring clerestory windows, expansive glass doors that fill the home with natural light, a striking stone fireplace, oversized decks, and a daylight walkout basement with patio. The private primary suite is designed as a true retreat, featuring a spa-inspired soaking tub and direct access to its own deck. The open-concept floor plan seamlessly combines sustainable design with high-end finishes, creating inviting spaces for everyday living and effortless entertaining. Positioned to capture panoramic mountain views while preserving the privacy and natural beauty of the surrounding forest, this exceptional home offers the perfect balance of luxury and tranquility. Located in Bryant Pond, just 15 minutes from the charming village of Bethel and 20 minutes from Sunday River Ski Resort, you'll enjoy four seasons of outdoor recreation, including skiing, hiking, golfing, fishing, mountain biking, and more. Whether you're searching for a year-round residence, a vacation retreat, or an investment opportunity, this home offers exceptional versatility. Reserve this home now while there's still time to customize, select finishes and make it uniquely yours. Opportunities to own a new construction home in this incredible collection are limited. Make it yours before someone else decides to.

97 Old County Rd, Woodstock

Listing courtesy of Keller Williams Realty.

$1,049,000

5 Beds ⋅ 5 Baths

Not just a getaway-this is a well-oiled short-term rental with a track record to back it up. And a unicorn as it has both water and mountain views, which rarely happens. Fully turnkey and thoughtfully dialed in, this property offers the opportunity to step into an established, income-producing business from day one. Perched above South Pond and just a short drive to Sunday River and Mt. Abram, the setting strikes that ideal balance of access and escape. Guests come for the skiing and hiking, but they stay for what the home delivers-it's a vacation in itself. Inside, the layout is built for groups without feeling crowded, comfortably sleeping up to 16. Five bedrooms, multiple living areas, and a natural flow between spaces make it just as well-suited for weekend getaways as it is for extended stays. A dedicated movie room, game space, and generous gathering areas give everyone a place to land, while the overall design leans into that warm, relaxed ''stay a little longer'' feeling. Out back, the experience continues. A hot tub, barrel sauna, fire pit, and deck space overlooking South Pond create the kind of setting that turns a good stay into a memorable one-and keeps guests coming back, as evidenced by 50+ five-star Airbnb reviews. Whether you're looking to expand your portfolio or simply want a property that can offset its own ownership costs (and then some), this is one that's already proven it works. Strong income history, repeat guests, and systems in place make for a seamless transition. Be sure to check out the uploaded list of improvements as it's extensive!

50 Hickory Dr, Woodstock

Listing courtesy of Waypoint Brokers Collective. jeremy@waypointbrokers.com

$325,000

4 Beds ⋅ 3 Baths

Welcome to this beautifully maintained New England farmhouse, where timeless charm meets thoughtful modern updates. Nestled on a picturesque 1.9-acre lot, this move-in ready property offers the perfect blend of privacy, character, and functionality with a classic two-story barn, gorgeous landscaping, and scenic walking trails winding throughout the property. The inviting home features beautiful hardwood and treated softwood floors throughout, a bright and welcoming interior, and spacious living areas designed for everyday comfort. The living room is centered around a charming brick fireplace with a cozy wood stove, creating the perfect place to gather during the colder months. The spacious country kitchen offers an abundance of cabinetry and workspace, making it ideal for cooking, entertaining, and family gatherings. Outside, you'll fall in love with the peaceful setting featuring raised garden beds, a small open field, mature landscaping, and a private backyard complete with a beautiful composite deck--perfect for relaxing or hosting friends and family. Major improvements provide peace of mind, including new vinyl siding on both the home and barn completed approximately three years ago, a roof with metal roof replacement windows, updated electrical, and a full concrete foundation beneath the home. Heating is efficient and versatile with a combination oil furnace and wood furnace, giving you multiple options throughout the seasons. Whether you're looking for a hobby farm, a place to garden, room for outdoor recreation, or simply a beautiful country home with classic New England character, this exceptional property is ready for its next owners to enjoy.

74 Andrews Rd, Woodstock

Listing courtesy of Deiulio Realty Group Inc..

$127,500

A stunning 6.1-acre wooded lot offering breathtaking mountain views and endless potential for your dream vacation retreat or year-round getaway. Enjoy the peace and privacy of nature while benefiting from a road that is maintained year-round for easy access in every season. Conveniently located just 5.8 miles from Mt. Abram and only 15 miles from Sunday River Resort, this property is perfectly positioned for outdoor recreation and four-season enjoyment.

1 Yawkey Way, Woodstock

Listing courtesy of Bearfoot Realty.

$765,000

2 Beds ⋅ 3 Baths

Custom built Rockland Post and Beam home nestled on 30 =/- acres. Peaceful setting with views of White Mts , Mt Abram and Black Mt nearby. This home boasts custom maple kitchen fully appliance to include multi fuel range and Jenn air grill, solarium with plumbed water faucet , primary bath has steam bath primary bedroom with walk in closet, screen porch with fireplace. Radiant heat and 3 woodstoves keep this home cozy .Sunny great room large deck with composite decking Lower level finished, kitchen unit, large great room, bedroom and bath perfect for in law or vacation rental with full walk out set other expansion. Tons of storage inside and secure cold storage. Central vac, 200amp service and automatic whole house generator, brand new multi zoned boiler make this a worry free home. Extensive perennial gardens, 4 maintained hiking and snowshoeing trails and your own private creek make it a place you never want to leave.

209 Cushman Hill Rd, Woodstock

Listing courtesy of Berkshire Hathaway HomeServices Northeast Real Estate.

$1,950,000

6 Beds ⋅ 9 Baths

Rare opportunity to secure Serenity Ridge, the flagship estate of the Summit Sanctuary Collection by Bolduc Family Properties LLC.Ready for occupancy! This extraordinary new construction residence offers refined luxury living with breathtaking panoramic mountain views & a rare connection to the surrounding natural landscape.Located in a subdivision with no formal HOA & Air BNB potential. A scenic approach winds past native evergreens,a bubbling brook,& a tranquil pond creating an immediate sense of privacy & retreat.Outdoor living areas are designed to embrace the setting with opportunities for landscaping,fire pit,patio,gazebo,or chef's outdoor kitchen for elevated entertaining. Inside,soaring 10'+ ceilings,radiant heated floors,& dramatic folding glass walls blend indoor & outdoor living.The lower level features two private bedrooms with spa-inspired en-suite baths & a gourmet kitchen with Delicatus Ice granite,premium Z-Line dual-fuel appliances,& a striking 9.5' peninsula ideal for gatherings or potential in-law suite use.Formal dining & seating areas are complemented by a Zen-inspired water wall, granite benches,& dramatic lighting.Upper level bedrooms offer spa-style baths,walk-in closets,private laundry,& folding glass walls opening to custom forged steel balconies overlooking the valley.The entertainment wing includes a theater with 100' screen,fireplace,& granite bar with a gourmet butler's kitchen.A third kitchen features a Hibachi-style grill,prep station,& waterfall granite peninsula for large gatherings.Smart home technology,color-changing mood lighting,& a top-floor living area with 100' TV & fireplace enhance everyday living.Additional features include a bonus office or guest room with full bath access,barn-board metal roof,wired security system,& options for a generator,detached 3+ car park or helipad.Serenity Ridge,where silence speaks volumes.

219 Outlook Rd, Woodstock

Listing courtesy of Keller Williams Realty.

$150,000

Bring your vision to this 15-acre wooded parcel, perfectly positioned for your dream home. The natural high point of the lot offers an ideal building site with the potential for sweeping mountain views once cleared. A driveway can be cut to your preferred layout, and the majority of the acreage is enrolled in tree growth for valuable tax benefits. Charming stone walls outline the property's boundaries, while mature hardwoods provide opportunities for your own firewood supply or milling lumber. Outdoor enthusiasts will love the direct access to the association's trail network, perfect for hiking and year-round recreation. Conveniently located between Bethel—with world-class skiing, novelty shops, and dining—and the Oxford Hills area for everyday shopping and restaurants, this land offers the best of both worlds in Western Maine: a peaceful retreat with easy access to amenities.

55 Arlines Way, Woodstock

Listing courtesy of Deiulio Realty Group Inc..

$625,000

3 Beds ⋅ 3 Baths

Investment opportunity in Western Maine. Set on 10 private acres in Woodstock, this 3 bedroom, 2.5 bath property is ideally located just minutes from Mount Abram and a short drive to Sunday River, making it attractive for year round short term rental potential or long-term investment. The main floor features an open concept kitchen and living area, one bedroom, and a spa-like full bathroom, with direct access to an expansive new deck; perfect for indoor-outdoor living. Upstairs, you'll find two additional bedrooms and a second full bathroom. The finished daylight walkout basement adds valuable living space, ideal for a game room, guest area, or rental friendly hangout space. Above the garage, a separate bonus room offers even more flexibility - perfect for a home office, studio, or additional sleeping or living space. With privacy, acreage, and close proximity to skiing, hiking, biking, and lakes, this property offers the features today's buyers and guests are looking for in a Maine getaway. Whether used as a vacation home, short-term rental, or long term investment, this property presents strong upside in a highly desirable four season recreation area.

62 Curtis Hill Rd, Woodstock

Listing courtesy of Portside Real Estate Group.

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