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

$30,000

Lot B South Main, Woodstock

Listing courtesy of Cassie Mason Real Estate.

$30,000

Lot A South Main, Woodstock

Listing courtesy of Cassie Mason Real Estate.

$895,000

2 Beds ⋅ 1 Baths

Superior quality old-world craftsmanship meets breathtaking mountain beauty! This exceptional, newly constructed custom post-and-beam chalet offers an extraordinary blend of rustic elegance, modern luxury, and panoramic views across the Mahoosuc Valley, the mountains of Sunday River Ski , and Mt. Abram ski region as well as the quaint village of Bethel, and access to pristine lakes, which are all located less than 25 minutes away. Perched on 3.87 acres within a peaceful cul-de-sac-style subdivision, this mountain retreat offers a rare combination of privacy, natural beauty, and convenient access. Enjoy town-maintained roads, no formal HOA, permissible short-term rental use, and deeded private access to miles of wooded hiking trails reserved exclusively for subdivision property owners. Step inside to discover soaring vaulted ceilings, exposed timber beams, and dramatic Palladian-style windows that frame spectacular mountain vistas while filling the home with natural light. The open, airy design seamlessly connects indoor comfort with the beauty of the surrounding landscape. At the heart of the home, the stunning 2026 kitchen features premium stainless steel appliances, elegant granite countertops, a generous center island, custom hand-hewn wood shelving, and abundant cabinetry. Currently configured as two bedrooms and one full bath, the daylight basement in the lower level offers exciting expansion potential, complete with a separate entrance, and is already framed and plumbed for a possible third bedroom and second full bath. Thoughtfully designed for year-round comfort, energy-efficient features include Andersen 400 Series windows and sliding doors, spray foam insulation, mini-split heating and cooling, and supplemental Rinnai propane heat. Whether envisioned as a year-round residence, mountain getaway, or short-term rental investment, this exceptional property invites you to experience elevated mountain living. Just imagine owning your own mountain escape today!

215 Outlook Rd, Woodstock

Listing courtesy of Keller Williams Realty.

$640,000

3 Baths

Beautiful, spacious private Post and beam home . Works as single family, multifamily with ADU on lower level, multi generational home or Verbo both levels boast bedroom, great room kitchen full bath. There is a two car garage and 28 acres gives room for privacy, brand new heating system, whole automatic stand by generator. If you need help with mortgage the lower level can be a separate unit with own exterior access. Maintained hiking trails, wonderful brook and access to ITS trails nearby

209 Cushman Hill Rd, Woodstock

Listing courtesy of Berkshire Hathaway HomeServices Northeast Real Estate.

$325,000

Discover the perfect build-ready property in the heart of Western Maine. Set on 3.53 private acres, offering a rare combination of usable land, new infrastructure, and four-season recreation just minutes away. The property features a brand-new 2-car garage with full electrical service, ideal for immediate storage, workshop use, or staging while you build. Providing exceptional flexibility for a future home, cabin, or investment property. Enjoy the quiet of a rural road while staying close to everything the region offers - Mt. Abram, Sunday River, Bryant Pond, hiking, snowmobiling, and lakes. Whether you're looking for a year-round residence site, a vacation retreat, or a property with long-term potential, this acreage delivers. A new powered garage, over three acres of privacy, and unbeatable access to Maine's outdoor lifestyle - 326 Outlook Road is ready for your vision.

326 Outlook Rd, Woodstock

Listing courtesy of Spectrum Real Estate.

$900,000

4 Beds ⋅ 4 Baths

Welcome to a spectacular newer chalet retreat in the heart of Woodstock, Maine, where timeless mountain character meets refined modern living. Set against a peaceful natural backdrop with beautiful views of South Pond, this four-bedroom, three-and-a-half-bath home is designed to make every season unforgettable. The striking chalet architecture and stone exterior welcome you into a warm, inviting interior featuring a dramatic stone gas fireplace, large windows overlooking the pond, and an open-concept living, dining, and kitchen area. A stylish wet bar makes entertaining effortless. Bedrooms are spread across all three levels, including two luxurious primary suites with private baths and beautifully finished tile showers. Warm hardwood floors, exposed wood accents, stone details, and modern finishes create a sophisticated yet comfortable Maine-inspired atmosphere. The entertainment continues with a dedicated arcade room, perfect for kids and adults to enjoy after a day of adventure. Outside, the expansive deck offers beautiful views and plenty of space for dining, relaxing, and gathering with family and friends. Unwind in the private hot tub while taking in the peaceful surroundings, or gather around the fire pit for cozy evenings, s'mores, and stargazing. A unique outdoor dome adds another special space to enjoy the property in every season—perfect for relaxing, gathering, or simply taking in the beauty of the surrounding landscape. Whether you're looking for a year-round residence, private getaway, rental investment, or the perfect destination this exceptional Woodstock chalet offers comfort, recreation, and the best of Maine living—all in one unforgettable setting.

119 Acorn Dr, Woodstock

Listing courtesy of Cassie Mason Real Estate.

$225,000

1 Beds ⋅ 1 Baths

This beautifully maintained park model home sits on 18.5 acres and is truly a nature lovers dream. The home offers one bedroom with a loft for additional sleeping space or storage room. The large screened in porch provides additional exterior living space to enjoy. The 1.5 car garage is perfect for vehicle and recreation equipment storage. The home sits on an open parcel of land but has 17.6 acres of wooded land behind that borders a stream and small pond. The land includes frontage on Route 26. This property is only 13 minutes to Mt Abram and 23 minutes to Sunday River. Schedule an appointment to see this incredible property today!

21 Andrews Rd, Woodstock

Listing courtesy of Bearfoot Realty.

$859,000

3 Beds ⋅ 2 Baths

Enjoy gorgeous mountain and Lake Christopher views from this spacious and inviting chalet-style home. Designed to take full advantage of its beautiful setting the home features soaring cathedral ceilings expansive windows and sliding glass doors that open to the deck, creating a bright and comfortable space for relaxing and entertaining. Warm wide pine floors beautiful woodwork and a dramatic floor-to-ceiling stone fireplace add classic mountain charm throughout the main living areas. Kitchen features a large copper topped island. This is an outstanding feature. The open layout offers plenty of space to gather while the large loft-style primary suite provides a private retreat complete with a full bath and walk-in closet. Two additional bedrooms are located on the first floor. The finished basement provides even more usable living space and offers endless possibilities for a family room, game room, media area, home office, or additional guest space. With plenty of room throughout the home this property is well suited for both weekend getaways and extended stays. Ideally located near Bethel Sunday River and Mt. Abram with easy access to numerous lakes outdoor recreation and snowmobile trails off West Summit Road. Whether you're looking for a four-season getaway or a comfortable mountain home this property offers a wonderful combination of views space character and location. Sold furnished and ready to enjoy.

124 W Summit Rd, Woodstock

Listing courtesy of Cassie Mason Real Estate.

$119,900

Rolling hills, flowing brook, recreational trails, wooded with several great building sites is what this Granite Ridge acreage has to offer. 'Park like' setting in the heart of Western Maine recreation. Off-grid waiting for you and yours to set up a getaway! Snowmobile, ATV, mountain bike, ebike, ski......everything outdoors. Minutes from the Concord Pond boat launch. If you want a spot of your own...this is it!

18a Concord Pond Rd, Woodstock

Listing courtesy of Bearfoot Realty.

$435,000

3 Beds ⋅ 3 Baths

This beautiful 4-square home has been maintained and admired in Woodstock since 1923. The original craftsman style woodwork throughout this home is worth seeing alone. On the main floor there is a kitchen with a newly updated half-bath, an office or craft room, a formal dining room with solid wood floors, and a full-length living room with attached screened porch. On the second floor there are 3 bedrooms, a full bathroom with laundry, and a roof top sitting area for a bird's eye view of the plush landscaped yard below. There is a third level full-attic space for all the holiday's decorations or extra gear. The detached garage with concrete floors has ample space for parking, 2 garage doors, an interior workshop, and a second floor for storage or play. There is also an attached car port on the backside for all the toys one may have to enjoy this area's endless outdoor playground. This home is close to many wonderful things Woodstock has available, the public swim/boat launch on Lake Christopher, the town library, many hiking trails and the outstanding Elementary school. Sunday River Ski Resort is just 20 minutes away and 14 minutes to downtown Bethel for shopping and delicious restaurants.

62 Rumford Ave, Woodstock

Listing courtesy of Sunday River Real Estate.

$119,900

12.5 ACRES OF WOODLAND-HOMESTEADER''S OPPORTUNITY NEAR MT. ABRAM & SUNDAY RIVER Calling all homesteaders, outdoor enthusiasts, and those looking to create something truly their own! This 12.5-acre parcel in Woodstock offers privacy, natural beauty, and an ideal location for enjoying all that Western Maine has to offer. Just minutes from Mt Abram and Sunday River, with easy access to Black Mountain, ATV trails, hiking, snowmobiling, and countless outdoor activities. Whether you envision a private homestead, recreational retreat taking advantage of the brook that meanders through the property, or a place to build your Maine getaway, this property offers room to explore and make your vision a reality. Surrounded by the beauty of Western Maine mountains, yet conveniently located near some of the areas best skiing, trails, and year round recreation. Bring your plans, your vision, and your homesteading spirit-this could be the start of something special!

21-3 Rte 232, Woodstock

Listing courtesy of Bearfoot Realty.

$149,900

4 Beds ⋅ 2 Baths

Bring your vision to 10 Summit Street in Bryant Pond, a value-add opportunity offering an existing home, private well, private septic, driveway and established utilities on approximately half an acre in Woodstock. Public records report approximately 1040 square feet, while the current layout offers flexible space for someone ready to renovate and create something of their own. The home is served by a drilled well with a submersible pump and an oil-fired hot-water baseboard heating system. The seller reports no known pump or water-quality problems during ownership, although the water has not been tested to the seller's knowledge. The private septic system is located generally behind the home; design, capacity and service details are being researched. This property needs substantial work and is being offered with its condition in mind. The roof includes both metal and asphalt-shingled sections, with visible evidence of leakage and water intrusion near the shingled portion. The stone basement has dampness, and the utilities have been off, so major systems have not been fully tested. Interior areas show deferred maintenance, including worn or damaged flooring and portions of the kitchen and baths that will require improvement. The boiler is estimated by the seller to be more than 20 years old, and the roof work is also believed to be more than 20 years old. Located in Bryant Pond, the property provides access to western Maine's four-season recreation, with lakes, trails, skiing and outdoor destinations within the broader region. This is not a turnkey home; it is an opportunity for a contractor, investor or hands-on owner who understands renovation and wants to build value from an existing footprint and infrastructure. Property is being conveyed as-is. Parties should conduct their own due diligence regarding condition, measurements, bedroom count, systems, septic design and financing eligibility. Bring your plans and explore this Bryant Pond renovation project in person.

10 Summit St, Woodstock

Listing courtesy of EXP Realty.

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Woodstock Real Estate

Newest Listings in Woodstock

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