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$1,650,000
4 Beds 6 Baths 24174159 MLS
Set on a breathtaking stretch of rolling countryside in historic Woodstock, this extraordinary Federal Colonial reproduction blends timeless New England craftsmanship with modern luxury across a remarkable multi-parcel estate. Approached by a long winding driveway, the home is perfectly positioned to capture sweeping pastoral views, overlooking fenced fields, hay meadows, and distant farmsteads. Designed with exceptional attention to detail, the residence features a handcrafted artisan kitchen with Wolf and Sub-Zero appliances, soapstone and marble countertops, cooling drawers, wine chillers, and sun-filled gathering spaces framed by French doors and endless views. The home offers five Rumford fireplaces, luxurious bedroom suites each with private baths, a stunning primary suite with reading nook, spa-inspired bath, custom wardrobes, and private deck overlooking the heated gunite pool, pool house, stone patio, and outdoor fireplace. A dramatic central staircase leads through all three finished levels, including a third-floor bonus retreat with full bath, while an elegant private in-law suite offers its own entrance, living area, fireplace, and full bath and the home is geothermal. Complementing the property is a remarkable reconstructed 1800s post-and-beam barn featuring eight stalls, lofts, hay and equipment storage, paddocks, turnouts, hydrants, and 200-amp electrical service-ideal for equestrian use, entertaining, events, hobby farming, endless country living at its finest

155 Paine Rd, Woodstock

$799,900
4 Beds 3 Baths 24165439 MLS
TO BE CONSTRUCTED | Starting at $799,900 Welcome to Eastwood Estates, where luxury living meets the natural beauty and tranquility of Woodstock. Set on a picturesque 1.92-acre homesite bordering protected open space and framed by classic New England stone walls, this offering provides a rare opportunity to build a custom home in one of the area's most desirable neighborhoods. Partner with an experienced local builder to create a home that reflects your lifestyle and vision. Choose from thoughtfully designed plans, including a stunning Country Colonial featuring 4 bedrooms and 2.5 baths, or explore alternative layouts, or bring your own ideas to life within the builder's program. Each home is crafted with attention to detail, blending timeless elegance with modern functionality; open living spaces, quality finishes, and design flexibility suited for today's living. Eastwood Estates is governed by covenants that preserve the integrity and value of the neighborhood, including a minimum home size of 2,900 square feet (which may include finished lower-level space). Enjoy the peaceful charm of Woodstock with nearby access to local farms, walking trails, and scenic roads, while still being within reach of everyday conveniences and commuting routes. A unique opportunity to build a home that is both refined and personal, guided every step of the way.

36 Olde Meadow Rd, Woodstock

$1,550,000
1409024 MLS
Abutting lot consisting of 3.18 acres included in the sale. Located in the Woodstock Industrial Park, this versatile 10,000 sq ft metal building offers endless possibilities for industrial, manufacturing, or storage use. The property features two overhead doors-one 14'x16' and one 12'x12'-providing easy access for large equipment or vehicles. Inside, the 18-foot ceiling height (to fans and lights) offers excellent vertical clearance, with 42-inch exterior doors. The building includes five restrooms, a mezzanine for added storage or office space, and is equipped with a brand-new, never-used oil furnace as well as an outdoor woodstove. With powerful 3-phase 220V, 400-amp service to both units, this property is ready to support high-demand operations. Situated in an industrial zone with room to expand, this is a prime opportunity for businesses looking to grow in a well-established location. Conveniently located just 29 miles to Worcester, 35 miles to Providence, and 47 miles to Hartford, with room to expand on-site, this is a smart opportunity in a well-established industrial zone. New roof!

30 Crabtree Lane, Woodstock

$1,550,000
24164156 MLS
Abutting lot consisting of 3.18 acres included in the sale. Located in the Woodstock Industrial Park, this versatile 10,000 sq ft metal building offers endless possibilities for industrial, manufacturing, or storage use. The property features two overhead doors-one 14'x16' and one 12'x12'-providing easy access for large equipment or vehicles. Inside, the 18-foot ceiling height (to fans and lights) offers excellent vertical clearance, with 42-inch exterior doors. The building includes five restrooms, a mezzanine for added storage or office space, and is equipped with a brand-new, never-used oil furnace as well as an outdoor woodstove. With powerful 3-phase 220V, 400-amp service to both units, this property is ready to support high-demand operations. Situated in an industrial zone with room to expand, this is a prime opportunity for businesses looking to grow in a well-established location. Conveniently located just 29 miles to Worcester, 35 miles to Providence, and 47 miles to Hartford, with room to expand on-site, this is a smart opportunity in a well-established industrial zone. New roof!

30 Crabtree Ln, Woodstock

$1,200,000
1403779 MLS
Located in the Woodstock Industrial Park, this versatile 10,000 sq ft metal building offers endless possibilities for industrial, manufacturing, or storage use. The property features two overhead doors-one 14'x16' and one 12'x12'-providing easy access for large equipment or vehicles. Inside, the 18-foot ceiling height (to fans and lights) offers excellent vertical clearance, with 42-inch exterior doors. The building includes five restrooms, a mezzanine for added storage or office space, and is equipped with a brand-new, never-used oil furnace as well as an outdoor woodstove. With powerful 3-phase 220V, 400-amp service to both units, this property is ready to support high-demand operations. Situated in an industrial zone with room to expand, this is a prime opportunity for businesses looking to grow in a well-established location. Conveniently located just 29 miles to Worcester, 35 miles to Providence, and 47 miles to Hartford, with room to expand on-site, this is a smart opportunity in a well-established industrial zone. New roof!

30 Crabtree Lane, Woodstock

$245,000
3 Beds 2 Baths 24147222 MLS
Welcome to this charming colonial with stenciled details that add character & style! This delightful antique property is the perfect fixer upper and features 3 bedrooms, 1 and a 1/2 bathrooms, and a clapboard exterior. Situated on a 0.9 acre lot, this home boasts a garden in the side yard and a large backyard, perfect for outdoor enjoyment. Additionally, a shed provides convenient storage for your tools and equipment. As you step inside, the exterior mudroom/laundry area offers a practical entry point and as well as storage. The main level has a kitchen that has country charm and ample cabinets as well as a full bath with a tub. The living room and dining area are adorned with a traditional fireplace and woodstove, creating a warm and inviting atmosphere. The primary bedroom and a dedicated craft room complete this floor. Upstairs, two more bedrooms await, each offering its own unique charm. One of the bedrooms features an ensuite half bathroom and a walk-in closet and skylight, providing privacy and convenience. Don't miss the opportunity to make this house your home!

1250 Rte 171, Woodstock

$689,000
2 Beds 2 Baths 24142329 MLS
Perched above the shoreline of private Witches Woods Lake, this beautifully renovated waterfront retreat pairs breathtaking water views with exceptional privacy and an incredible indoor-outdoor lifestyle. Nearly 800 square feet of brand-new multi-level TimberTech decking takes full advantage of the setting, creating an extraordinary space for entertaining, dining, relaxing, and enjoying the lake below. Thoughtfully and extensively improved, the home features a refreshed granite and stainless kitchen, whole-house mini-split heating and cooling, a new full septic system, Kohler automatic generator, updated baths, and numerous additional improvements throughout. The main level offers an easy flow between the kitchen and living room, two bedrooms, a full bath, and a sun-filled enclosed porch opening directly to the decks and panoramic lake views. The professionally waterproofed, finished walk-out lower level adds valuable flexibility with a spacious recreation room, full bath with laundry, and direct exterior access. A one-car garage, breezeway, and multiple storage areas add everyday convenience, and the home is offered furnished for an easy transition into lake life. Witches Woods Lake is treasured for its peaceful atmosphere and natural beauty, offering kayaking, swimming, fishing, sailing, and regulated power boating, while restrictions on jet skis and personal watercraft help preserve the quiet character of this special waterfront community.

60 Indian Spring Rd, Woodstock

$1,350,000
170587074 MLS
Get ready to embark on an exciting opportunity with this licensed daycare facility! Boasting an impressive capacity for a total of 128 children, this conveniently located center is an ideal investment. Catering to families in the surrounding area, this facility has become a trusted hub for childcare. Situated within a charming rural location, this daycare facility offers a serene environment where children can learn, play, & grow. Picture rolling hills, fresh air, & plenty of space for outdoor activities. Parents will appreciate the peaceful surroundings, knowing their little ones are in safe hands. One of the many highlights of this daycare is its unique partnership with Woodstock Elementary School. With a before & after school capacity of 50 children, this facility provides seamless integration for families seeking comprehensive childcare solutions. Measuring 9425 square feet, this daycare facility provides a generous space for children to explore & engage in various educational activities. Equipped with all the necessary amenities, including play areas, classrooms, and restrooms, this facility is ready to accommodate the needs of growing families. Additionally there is a 1300 sq. ft. 3 Bedroom apartment on the property. Don't miss out on this incredible opportunity to own and operate a licensed daycare facility in an idyllic rural setting. Enquire today and embark on a rewarding journey of fostering a safe and nurturing environment for children to thrive in.

1129 Rte 169, Woodstock

$2,100,000
6 Baths 24074696 MLS
Taylor Brooke Vineyard, Winery, Brewery, and Residence presents a rare opportunity to acquire 43 picturesque acres in Woodstock, Connecticut. This offering includes three distinct structures: a 7,122 GSF winery with a state-of-the-art wine-making facility layout, tasting pavilion, retail space, and cocktail bar; a 5,884 GSF brewery featuring a beer production facility layout, commercial kitchen, taproom, retail space, and outdoor patio; and a 2400 SF custom-built grand Cape residence. The sale encompasses (Real Estate Only) the vineyard(5.19 Acres of mature vines), winery, brewery, residence offered at $2,100,000. In addition to the Real Estate offering the business assets offering includes all equipment and furnishings $569,007 a current Product inventory. product recipes, wholesale distribution network, brand rights, goodwill and 80 hours of transitional operational consulting $230,993. Total turn-key offering with Real Estate, Business assets, product inventory and transitional consulting $2,900,000.

848 Rte 171st Rte, Woodstock

$520,000
4 Beds 3 Baths 24125003 MLS
Step back in time with this one-of-a-kind 1830 Greek Revival farmhouse, offering 2,150 sq ft of character and charm on a picturesque 0.90-acre lot surrounded by farm land. Just down the hill from historic Woodstock Hill and the Academy, this setting is as scenic as it is convenient. Inside, wide plank floors and distinctive windows frame beautiful country views, while the front entry showcases its original door with full exterior shutters, a hallmark of Greek Revival style. The living room centers on a classic fireplace, and along the upstairs landing a wall of built-in bookshelves creates a welcoming library space. Three bedrooms are located on the second floor, with an additional first-floor room currently serving as a fourth bedroom. The primary includes a walk-in closet and bath with a clawfoot tub. The walk-up attic offers potential for an office, playroom, or studio. The kitchen features a custom layout paired with quality appliances (Sub-Zero fridge & Thor cooktop) and the warmth of a wood stove. Updates include new Trex decking and a newly finished three-season room off the dining room. Historic touches, such as unique wallcoverings and original details, remain intact, blending history, artistry, and the timeless charm of living in Woodstock, CT. Property to be sold in as-is condition.

101 Child Hill Rd, Woodstock

$1,200,000
1 Baths 24086817 MLS
Located in the Woodstock Industrial Park, this versatile 10,000 sq ft metal building offers endless possibilities for industrial, manufacturing, or storage use. The property features two overhead doors-one 14'x16' and one 12'x12'-providing easy access for large equipment or vehicles. Inside, the 18-foot ceiling height (to fans and lights) offers excellent vertical clearance, with 42-inch exterior doors. The building includes five restrooms, a mezzanine for added storage or office space, and is equipped with a brand-new, never-used oil furnace as well as an outdoor woodstove. With powerful 3-phase 220V, 400-amp service to both units, this property is ready to support high-demand operations. Situated in an industrial zone with room to expand, this is a prime opportunity for businesses looking to grow in a well-established location. Conveniently located just 29 miles to Worcester, 35 miles to Providence, and 47 miles to Hartford, with room to expand on-site, this is a smart opportunity in a well-established industrial zone. New roof!

30 Crabtree Ln, Woodstock

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