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$299,900
3 Beds 1 Baths ACTIVE Status 24194134 MLS
Adorable ranch located in desirable Woodstock, Connecticut! Offering over 1,200 square feet of comfortable one-level living, this charming home features three spacious bedrooms and one full bath. The updated eat-in kitchen opens directly to a bright three-season room, creating the perfect space to enjoy your morning coffee, relax, or entertain guests. The large living room features beautiful windows that fill the space with natural light, along with a convenient storage closet. The generously sized primary bedroom offers two walk-in closets, providing plenty of storage. A standout feature of this property is the oversized two-car attached garage, complete with high ceilings and ample room for vehicles, a workshop, additional storage, or the possibility of creating overhead loft space. Nestled on a peaceful half-acre lot, the property is surrounded by classic New England stone walls and mature trees that provide plenty of shade and privacy. This home offers a wonderful opportunity for buyers looking to add their own personal touches. While some updating and improvements may be desired, the property provides a functional layout, and plenty of potential to create a space that truly feels like home. This inviting Woodstock ranch is ready for its next owner to make it their own! Property is being sold as is where is. Highest and best due 07/28/2026 by 9 pm.

176 Joy Rd, Woodstock

$698,900
2 Beds 3 Baths ACTIVE Status 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

$650,000
2 Beds 3 Baths ACTIVE Status 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

$625,000
1 Beds 1 Baths ACTIVE Status 24191228 MLS
This lakeside escape was completely redone in 2023. This beautifully updated 1-bedroom, 1-bath year-round home is nestled on the shores of private Quasset Lake in Woodstock. This direct waterfront property is an absolute paradise for entertaining, boating, water skiing, and fishing. Step inside to a bright interior that has been freshly painted top to bottom in a neutral color palette. The entire home boasts brand-new wall-to-wall tile flooring with radiant heat that combines luxury with a high-durability lake-life utility. The open-concept layout flows seamlessly into a sunlit living space. Mini splits that provide heat and A/C and a newly installed gas fireplace designed to keep you cozy throughout the seasons. Exit through your sliders to your 19 x 33 outdoor high-end deck that extends your living space. It features motorized adjustable louvers that can be closed for complete shade or weather protection, as well as electric screens for insect protection.

4 Loyola Rd Extension, Woodstock

$279,000
2 Beds 1 Baths ACTIVE Status 24189592 MLS
Summer isn't over yet-there's still time to own your own slice of paradise at beautiful Lake Bungee! Nestled just a one-minute walk from the water, this charming retreat offers the perfect blend of relaxation and recreation. Step outside to a private backyard oasis designed for making memories, featuring a spacious patio, cozy fire pit, and plenty of room to entertain family and friends under the stars. Inside, you'll find a bright, open-concept living space that feels warm and inviting, along with two comfortable bedrooms and a full bathroom. Whether you're looking for a peaceful weekend getaway, a seasonal escape, or a year-round home, this property is ready for you to start enjoying the lake lifestyle. Don't miss your opportunity to make every season feel like a vacation at Lake Bungee!

170 Laurel Hill Dr, Woodstock

$500,000
3 Beds 2 Baths ACTIVE Status 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

$1,275,000
4 Beds 4 Baths ACTIVE Status 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 ACTIVE Status 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 ACTIVE Status 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

$880,000
4 Beds 5 Baths ACTIVE Status 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 ACTIVE Status 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

$579,000
3 Beds 2 Baths ACTIVE Status 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 ACTIVE Status 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

$674,000
3 Beds 3 Baths ACTIVE Status 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

$375,000
4 Beds 1 Baths ACTIVE Status 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

$69,500
2 Beds 1 Baths ACTIVE Status 24172283 MLS
Your seasonal escape is waiting at Meadowside of Woodstock - a private, gated 100-site co-op campground in Connecticut's Quiet Corner. Lot 69 features TWO structures: a 1999 40-foot Retreat park model with central air, new refrigerator, new deck, and new grill, PLUS a 12x16 log cabin on a concrete slab with electric fireplace and AC. Sleeps 6 total. Fully furnished including brand new sofa. Open-concept kitchen with gas range, built-in microwave, and ceiling fan. Paver patio with fire pit and outdoor seating. Grey water direct to sewer with complimentary weekly pump outs. Located in the heart of the campground - steps from the inground pool, newly remodeled rec hall, bathrooms, showers, and pavilion with live entertainment every weekend. Additional amenities include on-site laundromat, playground, soccer field, ball field, community garden, mini golf, and a fully stocked fishing pond. Lot assessment of $1,650/season ($1,350 early-bird before Jan 31) covers water, sewer, trash, grounds maintenance, and all amenities. Owner pays electric (~$80/mo summer) and propane only. Season runs mid-April through October. Co-op ownership with 1/100th share. Seasonal rental allowed - one lease per season. No tents, no overnight visitors. Showings scheduled via ShowingTime

69 Meadowside Rd, Woodstock

$799,900
4 Beds 3 Baths ACTIVE Status 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

$359,000
2 Beds 2 Baths ACTIVE Status 24156526 MLS
Welcome to this charming 2-bedroom, 1.5-bath home that offers the perfect blend of comfort and convenience. Ideal for empty nesters, downsizers, or anyone looking for a fantastic condo alternative, this home provides the privacy of single-family living without the hassle HOA. Step inside and enjoy a warm and inviting layout with comfortable living spaces that make the home feel instantly welcoming. The two bedrooms offer just the ample space, while the 1.5 baths add everyday convenience for both residents and guests. Whether you're looking to simplify your lifestyle or purchase your first home, this property offers easy living in a great location. Professional Photos to follow* Subject to seller finding suitable housing*

70 Hawkins Rd, Woodstock

$699,000
2 Beds 2 Baths ACTIVE Status 24142329 MLS
Perched above the shoreline of private Witches Woods Lake, this fully furnished waterfront retreat offers breathtaking water views, exceptional privacy, and a rare sense of tranquility. Brand-new multi-level TimberTech decks spanning roughly 800 square feet create an expansive outdoor living experience, perfectly positioned for entertaining, relaxing, or simply taking in the beauty of the lake below. Extensively renovated with remarkable attention to detail, the home features a beautifully updated granite kitchen with stainless appliances, whole-house mini-split heating and cooling, a new full septic system, refreshed baths, and numerous thoughtful improvements throughout. The main level offers an easy flow between the kitchen and living room, along with two bedrooms and a full bath. A sun-filled enclosed porch opens directly to the decks, creating a seamless connection between indoors and out. The professionally waterproofed and finished walk-out lower level provides valuable additional living space with a spacious recreation room, full bath with laundry, and direct access to the exterior. A one-car garage, breezeway, and multiple storage areas add everyday convenience. Known for its peaceful atmosphere, natural beauty, and walkable lake community, Witches Woods Lake offers kayaking, swimming, fishing, sailing, and regulated power boating, while restrictions on jet skis and personal watercraft help preserve the quiet character that makes the lake so special.

60 Indian Spring Rd, Woodstock

$520,000
4 Beds 3 Baths ACTIVE Status 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

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