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$698,900
2 Beds 3 Baths 24193568 MLS
Enjoy Lake Living in Woodstock's Quiet Corner at Quasset Lake! Welcome to this beautifully landscaped 2-3 bedroom, 2.5-bath home in the desirable Quasset Lake community, where lake living and year-round recreation await. Located directly across the street from the association's private boat launch and deeded lake/beach access, you'll enjoy convenient access to swimming, boating, kayaking, and fishing just steps from your front door. Designed for both everyday living and entertaining, the open-concept main level features a gourmet kitchen with a center island, fixed breakfast bar, and seamless flow into the dining area and family room. A stunning floor-to-ceiling, double-sided fireplace creates a warm and inviting atmosphere, serving both the family room and the first-floor primary suite. The spacious primary bedroom includes a full en-suite bath and a private sauna and standup tanning booth, offering the perfect retreat after a day on the lake.

20 Loyola Rd, Woodstock

$260,000
2 Beds 2 Baths 24193406 MLS Woodstock Meadows BLDG.
Tucked away in the sought-after Woodstock Meadows community, this beautifully maintained townhouse offers the perfect balance of comfort, convenience, and small-town charm. Opportunities to own in this desirable neighborhood are few and far between, making this an exceptional place to be home. Enjoy the best of Woodstock living with historic Roseland Park and Golf Course just moments away, where scenic walking trails, open green space, and year-round recreation are right at your fingertips. The surrounding neighborhood is peaceful and inviting, offering a quiet setting without sacrificing accessibility to local shops, dining, and everyday conveniences. Inside, this two-bedroom home offers 1,080 square feet of thoughtfully designed living space, complemented by an additional 264 square feet in the partially finished lower level-perfect for a family room, home office, fitness space, or hobby area. A one-car garage adds practicality and extra storage. Whether you're looking for your first home, downsizing, or searching for a low-maintenance lifestyle, this property delivers. The professionally managed homeowners association takes care of the exterior maintenance, allowing you to spend less time on upkeep and more time enjoying everything the area has to offer. With its desirable location, welcoming community, and easy living, 25 Woodstock Meadows is a place you'll be proud to be home.

25 Woodstock Mdws Unit 25, Woodstock

$650,000
2 Beds 3 Baths 24187780 MLS
Perfect Countryside Elegance. Welcome to 511 Perrin Road, an exceptional country estate gracefully set atop a private 3.5-acre hillside in scenic Woodstock. A long paved driveway winds through picturesque grounds to this beautifully crafted home, where timeless architecture meets modern efficiency with 100% owned solar. Designed for effortless one-floor living, the residence features a luxurious first-floor primary suite, private executive office, gleaming hardwood floors, exquisite custom built-ins, and an inviting open living and dining area anchored by a dramatic back to back wood-burning fireplace. The custom Brunarhans kitchen is a showcase of quality craftsmanship and thoughtful design. The home boasts 2,393 SqFt of finished living space with 2.5 baths. The second level offers a spacious guest bedroom, full bath, and a connected bonus room, providing exceptional flexibility for family and guests. Step outside to enjoy the serenity of the private patio, a charming pond, and sweeping open grounds. The expansive lawn offers outstanding potential for a boutique vineyard, gardens, or equestrian pursuits, with horses and household pets permitted and ample room for paddocks. Completing this remarkable property is an oversized two-car garage with a private workshop. A rare combination of privacy, elegance, sustainability, and refined country living. A truly exceptional offering in one of Woodstock's most desirable locations.

511 Perrin Rd, Woodstock

$629,900
4 Beds 3 Baths 24189890 MLS
Nestled on 12.78 acres in the beautiful countryside of Woodstock, this custom-built contemporary home offers 3,447 square feet of thoughtfully designed living space with 4 bedrooms and 3 baths. Built in 1980 and enhanced with a spacious primary suite addition in 2005, this home blends timeless character with modern updates. The first-floor primary suite is a true retreat, featuring its own cozy fireplace for year-round comfort. A second fireplace anchors the main living area, where soaring ceilings, abundant natural wood accents, and expansive windows create a warm and inviting atmosphere. Wood flooring complements the main living spaces, while wall-to-wall carpeting adds comfort to the bedrooms and select living areas. The kitchen features new appliances and opens to the home's generous living and entertaining spaces. An Andersen French door slider, installed in 2020, leads to a new deck overlooking the peaceful property. Enjoy the outdoors from the screened-in porch, perfect for relaxing or entertaining while taking in the surrounding natural beauty. Recent improvements include a new garage roof, a new deck, and a main house roof that is less than 15 years old, providing added peace of mind. A long driveway leads to the home and detached two-car garage, offering a picturesque approach. Located in one of Woodstock's most desirable areas, this exceptional property combines tranquil country living with convenient access to the Mass border, making it ideal for commuters

496 Center Rd, Woodstock

$300,000
24188739 MLS
22.2-acre building lot offering endless possibilities in desirable Woodstock! Whether you're a builder, investor, or looking for the perfect location to build your forever home, this property is ready for your vision. Approximately 0.5 acres have already been cleared, and valuable due diligence has been completed, including a town-approved septic design, engineered site plan, and professionally delineated and marked wetlands. Neighboring lots have been surveyed, adding to the property's appeal. Enjoy the privacy and beauty of country living with plenty of space for your dream home while remaining conveniently located near local amenities and major routes. A rare opportunity to own a large parcel with much of the groundwork already in place. Bring your plans and make your dream a reality!

Route 197 Route, Woodstock

$500,000
3 Beds 2 Baths 24187904 MLS
Welcome home to this charming colonial tucked away on a peaceful cul-de-sac, offering privacy and picturesque views on a full acre of land. As you step in through the fresh new mudroom, you will find a spacious, bright living room, a separate dining room, and a beautiful kitchen with stainless steel appliances, a breakfast bar, abundant cabinet space, and access to a private back deck overlooking a scenic backyard and surrounding nature. Just off the kitchen, you will find a versatile bonus room currently used as a bedroom offering endless possibilities as a family room, home office, playroom or guest space. This area also features a wood stove, and a convenient laundry room complete with a bonus shower and sink. Upstairs the spacious primary bedroom includes a walk in closet, accompanied by two additional bedrooms and a full bath with a brand new double vanity. Major improvements provide added peace of mind, including a brand new roof and siding, water filtration system, new hot water heater, new washer and dryer, and leased solar panels for improved energy efficiency. A two car garage and beautiful natural surroundings complete this move in ready home in a highly desirable location.

21 Fairfield Dr, Woodstock

$74,900
24186921 MLS
Imagine waking each morning to shimmering lake views and the peaceful sounds of nature. Tucked away on a quiet dead-end road in Woodstock's coveted Quassett Lake community, this exceptional homesite offers the rare opportunity to create a custom retreat in one of northeastern Connecticut's most treasured settings. Perched above the road with a gentle rise in elevation, the property enjoys beautiful direct views of Quassett Lake, with the potential to enhance those vistas through selective tree clearing. Just a short stroll away, the neighborhood lake access invites you to spend your days swimming, kayaking, boating, fishing, or simply soaking in the tranquility of lakeside living. As a previously improved homesite, the property offers an existing well and prior septic area, creating a helpful foundation for buyers as they explore future building plans. A 2016 perc test and A-2 survey are also available, offering additional confidence as you begin planning your dream home. Whether you envision a timeless architectural masterpiece, a modern lakeside escape, or a peaceful year-round residence, this is a place where your vision can truly come to life. Opportunities to build with lake views in Quassett Lake are exceptionally rare- don't miss your chance to create something extraordinary!

182 Baxter Rd, Woodstock

$1,275,000
4 Beds 4 Baths 24185273 MLS
This extraordinary waterfront estate on Chamberlain Lake offers a lifestyle rarely found in Connecticut. With 200ft of private lake frontage, this custom post-and-beam Cape was thoughtfully crafted using timber milled directly from trees harvested on the property, creating a residence that is as authentic as it is remarkable. A dramatic center chimney anchors the home, while wide-board pine floors, exposed beams, and walls of windows showcase breathtaking views. The primary suite features a private balcony overlooking the lake, two walk-in closets, and a spa-like bath. Generously sized rooms and oversized step-in closets throughout the home provide exceptional comfort and storage. A private entrance way will lead you to the lake to enjoy fishing, kayaking, canoeing, swimming and peaceful lake living await. Gather around the fire pits, enjoy the outdoor shower after a day on the water, or simply relax on the covered deck among professionally landscaped grounds. This exceptional property combines privacy, craftsmanship, recreation, and timeless New England beauty in one truly unforgettable offering.

95 Pole Bridge Rd, Woodstock

$290,000
2 Beds 2 Baths 24183795 MLS
Welcome to this beautiful lakeside retreat, ideally situated just a short walk from the private beach at Lake Bungee. Offering comfortable one-level living, this home features 2 bedrooms, one being a primary suite with a private bath and relaxing Jacuzzi tub. The bright and inviting floor plan includes a sun-filled sunroom, perfect for enjoying morning coffee or unwinding at the end of the day. This home also has a second full bathroom, open kitchen with bar style seating. Step outside to a spacious deck overlooking the oversized lot, offering plenty of room for entertaining, gardening, or simply enjoying the outdoors. Car enthusiasts and hobbyists will appreciate the oversized attached two-car garage with ample storage space. Whether you're looking for a year-round residence or a peaceful get away near the lake, this charming property combines comfort, convenience, and a desirable location with private beach access just moments away. Home is being sold in AS-IS condition

60 Lyon Rd, Woodstock

$625,000
3 Beds 3 Baths 24183359 MLS
Step back in time and discover the charm of this beautifully preserved 2,400 sq. ft. farmhouse, originally built in 1805. Rich in character and timeless appeal, this property offers the perfect blend of country living and modern convenience. Whether you dream of cultivating extensive gardens, raising animals, creating a self-sustaining homestead, or simply enjoying wide-open spaces, this property provides endless opportunities to embrace a rural lifestyle. Mature landscaping, open grounds, and ample space for farming, hobby agriculture, or outdoor recreation make it a rare find for those seeking a connection to the land. Inside, you'll find the warmth and craftsmanship of a bygone era, with spacious living areas designed for comfortable everyday living and entertaining. Enjoy peaceful mornings overlooking your gardens and relaxing evenings surrounded by the tranquility of the countryside. Whether you're seeking a gentleman's farm, a luxury homestead, or a historic country estate to call home, this remarkable property presents a unique opportunity to live a lifestyle defined by beauty, self-sufficiency, and enduring New England character.

429 New Sweden Rd, Woodstock

$799,900
4 Beds 3 Baths 73530654 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.

36 Olde Meadow Road, Woodstock

$880,000
4 Beds 5 Baths 24180671 MLS
Welcome to this exceptional custom-built ranch, perfectly situated at the end of a peaceful cul-de-sac in South Woodstock. Offering a great blend of luxury, comfort, and versatility, this impressive home boasts 2,822 square feet of beautifully designed main-level living space, with over 5000 square feet of total finished living area including the private in-law apartment above the garage and the spacious walk-out lower level. Stepping through the front door, be captivated by soaring ceilings, arched doorways, and quality craftsmanship throughout. Generously sized living areas provide the perfect setting for entertaining family and friends, while thoughtfully designed spaces offer comfort and privacy for everyday living. The home features spacious bedrooms, abundant storage, and countless custom details that reflect pride of ownership and meticulous attention to quality. Come see this property to see all that it offers.

48 Grey Fox Lndg, Woodstock

$2,495,000
4 Beds 4 Baths 24180508 MLS
Extraordinary Waterfront Estate. Set on an exceptional 5.5-acre private lot with 265 feet of shoreline frontage, this completely rebuilt luxury residence offers a rare opportunity to own one of Woodstock's premier lakefront properties. Arrive via a long, newly paved private driveway that winds through a tranquil setting before revealing this stunning waterfront retreat. Offering 3,971 square feet, 4 bedrooms, and 4 bathrooms, the home was rebuilt from the ground up with next level quality and craftsmanship. Designed for both elegant entertaining and everyday enjoyment, the layout includes a formal dining room, spacious family room, custom mudroom, and a beautiful living room with propane fireplace overlooking Quasset Lake. The showpiece kitchen is truly one-of-a-kind, featuring handcrafted cabinetry by a New York artisan cabinet maker, thick quartzite countertops, premium built-in appliances, and a dramatic tray ceiling with custom white oak detailing. Luxury finishes continue throughout with veneer plaster walls, custom white oak vanities, a professionally designed primary closet, handmade laundry room cabinetry, and architectural flangeless LED lighting seamlessly integrated into the wood ceilings. Built with 2x6 construction, engineered floor systems, 2x12 roof rafters, red cedar siding and trim, central air, all-new heating and cooling systems, underground 400-amp service, and an automatic whole-house generator. Step outside and embrace the ultimate lake lifestyle.

158 W Quasset Rd, Woodstock

$595,000
24177130 MLS
Discover the possibilities on this exceptional 100-acre parcel on Quarry Road in scenic Woodstock, Connecticut. Boasting approximately 1,900 feet of road frontage, this expansive property offers a rare combination of privacy, natural beauty, and development potential. The current owner has already cleared three beautiful potential building sites, each positioned to take advantage of the property's elevated terrain and breathtaking views. A truly unique opportunity, this remarkable tract is ideal for a private estate, family compound, recreational retreat, or long-term investment. The land features a stunning blend of mature woodlands, historic stone walls, open clearings, and natural landscapes that reflect the rich heritage and charm of the region. The property's high-elevation setting creates a peaceful, secluded atmosphere while still providing convenient access to local amenities and major routes. Whether you envision building your dream home surrounded by nature, creating a multi-generational retreat, or simply enjoying the land as a recreational haven, this exceptional property offers endless opportunities to bring your vision to life. Don't miss this rare chance to own a significant piece of Woodstock's countryside, where beauty, privacy, and potential come together.

259 Quarry Rd, Woodstock

$579,000
3 Beds 2 Baths 24178635 MLS
Enjoy the beautiful landscaping of this custom oversized ranch. Located on 6 acres, Recently cleared, private back yard perfect for entertaining, recreation and maybe a chicken or two. Double deck off the kitchen, that leads to above ground pool. This is your perfect summer spot! Kitchen with breakfast nook updated cabinets and stainless appliances, tile... Dining room follows kitchen to a one step down living room. perfect for unwinding after long day a and a view of your peaceful back woods! one step back up to the large den with fireplace for a cozy cool night, beautiful hard wood floors complete these rooms. Spacious primary bedroom with large closets and attached bathroom. Two generous bedrooms. and bath all on the main floor. Basement is the full floor plan of the house allowing for tons or storage, two car garage, woodworking area and recently renovated, wreck room (12x24) for crafts, games, and hanging out. Smaller room, with security entrance, for your delicate hobbies. Come and see this beautiful home. Well cared for and ready for its new owner!

186 Brickyard Rd, Woodstock

$1,450,000
4 Beds 6 Baths 24177811 MLS
Set on 10.3 private acres in desirable Woodstock Valley, "Blue Heron Glade" offers a rare blend of privacy, natural beauty, and thoughtfully designed living spaces in Connecticut's Quiet Corner. A long private driveway with a charming cobblestone bridge leads to this exceptional property surrounded by stone walls, abundant wildlife, and a large pond frequented by blue herons. The main residence offers over 6,000SF above grade plus an extensively finished lower level designed for entertaining and everyday comfort. The kitchen features granite countertops, a large center island, and abundant cabinetry. The first-floor primary suite includes tray ceilings, a spa-like bath with double sinks, a 2-person jetted tub, and separate shower. The finished lower level offers a completely unique atmosphere with a custom speakeasy-style bar, theater room, full bath, dog washing station, laundry area, and private office suite with 2 rooms and an additional full bath. An attached in-law apartment has its own bedroom, full bath, kitchen & loft/office area, and newly added white oak flooring. 4 oversized garage bays, 2 of which offer unfinished loft space above. Outside, enjoy the fenced inground pool area with beautifully updated landscaping & a pool house complete with plumbing, granite counters, half bath, & outdoor shower. Fiber internet with mesh nodes provides seamless connectivity throughout the house. A rare Woodstock Valley retreat where privacy, nature, and luxury come together.

1374 Rte 171, Woodstock

$74,900
24177023 MLS
Build your dream home near the lake! This unique offering includes two adjoining parcels being sold together for a combined total of approximately 0.7 acres. The primary 0.5-acre parcel features a beautiful cleared and level homesite with open grassy space, ideal for new construction. Previous perc testing and a site development plan in 2008 outlines proposed home placement, septic system, and well location. Buyers are encouraged to verify and update approvals with the NDDH as needed for future development. An additional adjoining 0.2-acre wooded parcel is included, providing added privacy and a natural buffer setting. Located just moments from public lake access off Loyola Road, enjoy boating, kayaking, canoeing, sailing, fishing, and all the recreation the lake community has to offer. Lake Association sticker may be required for certain watercraft. State and local rules and regulations apply. A wonderful opportunity to create your year-round residence or peaceful getaway in desirable Woodstock.

Baxter Road, Woodstock

$674,000
3 Beds 3 Baths 24176840 MLS
Welcome to this stunning 2022-built Colonial set on 2.42 private acres in desirable Woodstock! Tucked back from the road and surrounded by nature, this beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of modern comfort and peaceful country living. Step inside to an inviting open-concept layout featuring gleaming hardwood floors, recessed lighting, and abundant natural light throughout. The spacious living room centers around a gorgeous gas fireplace and flows seamlessly into the dining area and designer kitchen complete with white shaker cabinetry, granite countertops, stainless steel appliances, oversized center island, and sliders leading to the patio and backyard. Upstairs you'll find generously sized bedrooms, including a spacious primary suite, along with convenient second-floor laundry. Additional highlights include central air, forced hot air heat, attached 2-car garage, and over 2,600 sq ft of living space. Enjoy the privacy of a wooded lot while still being conveniently located near local amenities, schools, and commuter routes. Thoughtfully designed and move-in ready, this home offers modern comfort in a peaceful setting.

23 Senexet Rd, Woodstock

$299,900
24174800 MLS
On a private road surrounded by unspoiled natural beauty, this remarkable 79-acre property offers exceptional privacy and endless potential. Two brooks enhance the landscape - Lebanon Brook along the western boundary and Porter Pond Brook to the east. The land features a mix of wetlands and highlands, heavily wooded with abundant timber resources. Create your secluded homestead in the wilderness among other large-acreage parcels, with enough lumber to build and heat your home for years to come. The property includes approximately 300 feet of road frontage on Ide Perrin Road, 1,143 feet of frontage on Pole Bridge Road, and 416 feet of frontage by right-of-way. Please do not walk the property without your Realtor present.

00 Ide Perrin Rd, Woodstock

$375,000
4 Beds 1 Baths 24169249 MLS
Better than ever is what could be said about this pristine 1760 antique colonial home! With Muddy Brook winding through the property and conserved land located next door, what you see is what you get here: peace and serenity on 2.54 acres in desirable Woodstock, CT! With a new cedar roof, a rebuilt and sealed chimney and all new sills put in place years ago this classic will continue sitting proudly for years to come. Featuring 4 bedrooms and 3070 sf the possibilities here are endless.... but have I neglected to tell you, there is no central heat.... yup! And there never has been! Also, the only bath is located on the first floor. This home has only been used as a summer home for family to gather and create memories, now it is your turn to take this antique gem to the next level, are you game?

1210 Rte 169, Woodstock

$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

$499,900
3 Beds 3 Baths 24172507 MLS
MOTIVATED SELLER...Welcome to 35 Lebanon Hill Road, a beautifully maintained home nestled in one of Woodstock's most sought-after areas. This property offers the perfect blend of rural charm and modern updates, set against the peaceful backdrop that makes Woodstock such a desirable place to make your home. Significant recent improvements provide both value and peace of mind, including a brand new 50-year architectural shingle roof with new plywood sheathing, a newly installed water softening system (2025), and a high-efficiency Buderus boiler system. These major upgrades ensure durability, energy efficiency, and long-term comfort for years to come. Located in a highly desirable section of town, the home benefits from Woodstock's top-rated school system and a lifestyle defined by scenic beauty, open space, and a strong sense of community. Residents enjoy access to local farms, walking trails, and a quintessential New England atmosphere, all while remaining within convenient reach of nearby amenities. Whether you're looking for a quiet retreat or a place to put down roots, this property offers a rare opportunity to own in one of Woodstock's most cherished locations.

35 Lebanon Hill Rd, Woodstock

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