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$779,000
5 Beds ⋅ 4 Baths ⋅ 24209434 MLS
Set high on historic Woodstock Hill, this distinctive 19th-century property offers a rare combination of history, character, exceptional views, flexible living spaces, guest accommodations, gardens, and opportunity. Offering approximately 2,500 square feet, this beautifully maintained home features five bedrooms and three-and-a-half baths, along with multiple living areas and a beautiful sitting porch overlooking the surrounding landscape. The home has been thoughtfully adapted to accommodate both private living and hospitality, creating flexibility for a variety of lifestyles. Two separate, thoughtfully furnished guest suites provide an established short-term rental opportunity and have enjoyed strong bookings. Guests have included parents visiting their children attending Woodstock Academy and Pomfret School, families attending weddings and local events, and visitors seeking to experience the beauty and charm of Woodstock. The grounds offer another exceptional dimension. Flower-growing areas, gardens, and a flower stand have been developed by the current owners during their first year on the property, building upon their longstanding experience with gardening and growing. The property offers an exciting opportunity to continue and expand the flower-growing vision, create a garden-based business, or explore the possibility of a future studio or shop, subject to applicable approvals.

500 Rte 169th Rte, Woodstock
$379,000
3 Beds ⋅ 2 Baths ⋅ 24209276 MLS
Move in ready ranch offering updated one level living, a finished walkout basement, and a private, level yard, all in the desirable town of Woodstock! The open concept main floor features hardwood floors, abundant natural light, and an updated kitchen with upgraded cabinetry, countertops, center island, and eat-in area. The kitchen opens to the living room, creating an inviting space for everyday living and entertaining. Three spacious bedrooms and an updated full bath complete the first floor. The finished lower level adds flexible living space with an open layout, pellet stove, walkout access, half bath, and laundry room. This space is ideal for a family room, home office, recreation space, or guest area. Outside, enjoy the spacious deck overlooking the private yard, plus a storage shed. Set in a quiet Woodstock location with easy access to 395 and 84, this home is convenient to major routes and surrounding communities. An affordable opportunity to enjoy the charm of Woodstock with updates already in place. Nothing to do but move in!

1619 Rte 171, Woodstock
$799,000
4 Beds ⋅ 2 Baths ⋅ 24206040 MLS
Tucked away at the end of a long private driveway, this 3,794-square-foot custom home offers four bedrooms on nine scenic acres, with potential for a free land split. Wood flooring milled from trees on the property, natural beams and built-ins lend warmth and character. Every door is custom made; the doors, staircase treads and living room floor are Brazilian cherry. A pass-through stone-and-brick fireplace anchors the living space, while steel-beam construction extends through the house, basement and garage. The granite kitchen features an island, new hardware and a new commercial-grade propane range with 10 burners and double ovens. Windows surround the four-season great room, bringing in light and views year-round. A first-floor primary suite offers one-floor living. Above the oversized two-car garage, a cathedral-ceiling bonus room offers flexible space for an office, studio or guests. Updates include an automatic Generac generator, 2009 roof, new garage doors, stainless-steel chimney liner, repointed chimney, new gutters, gas lines, tamper-resistant outlets, lighting, new dishwasher, a new boiler (February 2026) and fresh paint. Enjoy privacy close to schools, restaurants, shopping and I-395 in Woodstock.

555 Senexet Rd, Woodstock
$339,900
3 Beds ⋅ 2 Baths ⋅ 24205731 MLS
WAKE UP TO THE LAKE AND LIVE THE LAKE LIFE! Welcome to 91 Beaver Dam Rd, where everyday living feels like a getaway. This inviting 3-bedroom, 2-bath home is ideally situated across the road from the beach, putting swimming, fishing, kayaking, and canoeing practically at your doorstep. Imagine starting your morning with a beautiful sunrise over the lake, enjoying your coffee, then heading out for a paddle or some of the area's great fishing. Take a leisurely walk along the quiet community roads, meet your neighbors, and enjoy the relaxed atmosphere of this wonderful lake neighborhood. Whether you're searching for a year-round home, a weekend escape, or a place where you and friends can gather and make lasting memories, this property offers the lifestyle you've been looking for. Spend your days on the water, enjoy peaceful evenings, and leave the hustle and bustle behind. This isn't just a home-it's an opportunity to own a piece of the lake lifestyle.

91 Beaver Dam Rd, Woodstock
$1,425,000
4 Beds ⋅ 5 Baths ⋅ 24205041 MLS
Set amid nearly 120 acres across four deeded lots, this impressive Woodstock property offers an exceptional combination of privacy, space and versatility. The stately Colonial features over 5,000 sq. ft. of living space with 4 bedrooms, 4.1 baths and 12 rooms. A grand two-story foyer leads to a dramatic two-story living room with soaring ceilings and abundant natural light. The spacious kitchen offers extensive cabinetry, granite countertops, stainless steel appliances, a large center island and adjoining dining area with access to the deck. The primary suite features a tray ceiling, walk-in closet and private bath with double vanity, soaking tub and separate shower. A finished walk-up third floor provides flexible bonus space for a home office, recreation room or additional living area. Adding even more versatility is a detached in-law/guest apartment with a separate entrance, kitchen, living area, bedroom, full bath and laundry. Three additional deeded lots are included with the main parcel, bringing the total offering to nearly 120 acres-a truly unique opportunity to enjoy space, privacy and the natural beauty of Woodstock.

329 Rte 198, Woodstock
$175,000
2 Beds ⋅ 1 Baths ⋅ 24205739 MLS ⋅ Fawn Ridge BLDG.
Welcome to 4 Fawn Ridge in Woodstock! This inviting condo offers a wonderful opportunity to enjoy the ease and convenience of condo living in a peaceful setting. Featuring a functional layout with comfortable living spaces, this home provides a great foundation for its next owner. Offering a great opportunity to add your own personal touches, this condo has solid potential and is ready for its next owner to make it their own. Bring your ideas and vision to create a space that truly reflects your style. Enjoy the charm of Woodstock while remaining conveniently located near local amenities, shopping, dining, recreation, and major routes. Whether you're looking for your first home, downsizing, or simply searching for a low-maintenance lifestyle, this property is worth a look. Schedule your private showing today and come see the possibilities at 4 Fawn Ridge Rd! (Photos virtually enhanced and staged)

4 Fawn Rdg Unit 4, Woodstock
$164,900
24205686 MLS
Out in the boonies! 22 acres on the discontinued portion of Pole Bridge Rd. Discontinued means legal access & legally buildable but access is for property owners only, no public access. Subdivisions are only allowed on town owned & maintained roads so this extremely unique area of 2,000+ acres loaded with wildlife galore will remain natural large parcels. The land is located on the right 1.5 miles north of RT 197 with approximately 1,030 feet of road frontage (flagged) and is 1/4 mile deep. There are 3 off the grid homes north of this property and the road is maintained by owners who own equipment that must get in and out for supplies. Old camp in disrepair needs roof, maybe frame and floor salvageable. Pond has dried up, appears dam needs work.

00 Pole Bridge Rd, Woodstock
$164,900
73573956 MLS
Enjoy quiet and privacy out in the boonies! 22 acres on the discontinued portion of Pole Bridge Rd. Discontinued means legal access & legally buildable but access is for property owners only, no public access. Subdivisions are only allowed on town owned & maintained roads so this extremely unique area of 2,000+ acres loaded with wildlife galore will remain natural large parcels. The land is located on the right 1.5 miles north of RT 197 with approximately 1,030 feet of road frontage (flagged) and is 1/4 mile deep. There are 3 off the grid homes north of this property and the road is maintained by owners who own equipment that must get in and out for supplies. Old camp in disrepair needs roof, maybe frame and floor are serviceable. The pond has dried up, appears the dam needs some work.

XO Pole Bridge Rd, Woodstock
$499,900
3 Beds ⋅ 3 Baths ⋅ 24203840 MLS
To be built 6.5 room Colonial Home in a cozy neighborhood in Woodstock, At this price, this home will go quick! You have time to make several customized selections. Located on a fairly level and private lot, Tayler Tr is a quiet 20 year old open space subdivision (all homes less 20 years old) located on the Union town line off Tayler Rd, of which the remaining 27.77 acres of the original 44 acres on Tayler Rd was donated to the Wyndham Land Trust. The 94 acres across the street on Tayler Rd (south side) was donated to Nature's Conservancy, so no other homes will ever be built on Tayler Rd. AI says 36 minutes to 1 College St, Worcester (Holy Cross) and 40 minutes to Hartford.

8-2 Tayler Trl, Woodstock
$125,000
24204756 MLS
Mamma Italia Ristorante - Business for Sale | Turnkey Restaurant Opportunity in Woodstock, CT! Here is an opportunity to take over an established Italian restaurant and make it your own. Mamma Italia Ristorante offers an inviting dining atmosphere, bar seating, a well-equipped commercial kitchen, and an established location along Route 169 in Woodstock. The restaurant offers approximately 48 seats, including dining and bar seating, (outdoor table and chair seating available) providing a comfortable and welcoming setting for guests. The commercial kitchen is already set up for restaurant operations, providing a new owner with the infrastructure and equipment needed to step into an existing restaurant environment without starting from scratch. The wet bar and dining areas offer an inviting atmosphere for casual dining, family gatherings, and special occasions. This is a great opportunity for a family-run restaurant, chef-owner, experienced restaurateur, or entrepreneur looking to take over an established operation. Continue the current Italian concept and its traditions or bring your own vision to the space, subject to lease, licensing, and landlord requirements. Business only; real estate is not included. Additional information upon request.

Woodstock
$115,000
24205232 MLS
This is an approved, new lot of 1.97 acres on scenic Route 169. The slope is the the south west, and the house site is at the high spot of the land. A bit overgrown now, but once cleaned up, the lot could be mostly open with great sun exposer. The septic design is for a 3 bedroom house, set off the road. The current owner will be grading the road frontage for line of sight required by the state.

Tbd 169 Route, Woodstock
$509,000
3 Beds ⋅ 2 Baths ⋅ 1422207 MLS
Looking for a home that exudes the character and craftsmanship of bygone days without the challenges of a true antique? 15 Paine District Road looks and feels like it's been here for centuries, but this gorgeous reproduction Saltbox is less than 40 years old. Hand-built by its original owner with extraordinary attention to craftsmanship and period-inspired detail, it offers the warmth and character of early New England architecture recreated for modern living. Huge blocks of granite form the entry steps to each of the three doors, while exposed rough hewn beams and an oversized fireplace harken back to quieter days. Custom cabinetry and millwork by the renowned craftsmen at Brunarhans can be found throughout the home, from the solid wood kitchen, custom chair rails and molding to the raised paneled wall surrounding the fireplace. The kitchen features a cooking island and charming bay window dining nook with built-in seating. The flexible floor plan offers 3 bedrooms, including one on the first floor currently used as an office with more beautiful built in floor to ceiling custom cabinetry. The second floor offers a spacious primary and two additional bedrooms, the smaller one currently being used as a separate laundry area and playroom. The oversized garage includes a workshop area and storage loft. If you think this property looks pretty now, just imagine it when the fall foliage blooms. Act now and you can be moved in by peak leaf season, your pumpkins and scarecrow await!

15 Paine District Road, Woodstock
$679,000
4 Beds ⋅ 3 Baths ⋅ 24202453 MLS
Discover the timeless charm and endless potential of this antique home in Woodstock located down the hill from Woodstock Academy. Situated on a lovely country road while remaining close to all amenities. Entering through the side door into a lovely sitting/dining area with fireplace that opens to the kitchen, which flows into a large living room, perfect for gathering family or entertaining. There is plenty of space for a home office or den too. Head upstairs where there are 4 spacious bedrooms, the primary having its own dressing room, along with 2 full baths. Lovely wood flooring throughout the home. Rich with character and antique details, this special property offers a wonderful opportunity to refresh, restore and make it all your own. Set 8.5 acres, the grounds provide plenty of room for gardening, agriculture and animals or just a quiet place to relax. The beautiful post and beam barn adds character and versatility, while providing the foundation for hobbies, storage, or animals. Come and discover all the amazing features and opportunities this home has to offer!

122 Child Hill Rd, Woodstock
$600,000
4 Beds ⋅ 3 Baths ⋅ 24204008 MLS
Modern amenities meet unmatched seclusion in this 2,000+ sq ft colonial. A mostly level lot offers abundant green space, fruiting plants, and perennials, while the side deck and yard open to a beautiful natural view of the Still River-ideal for outdoor entertaining or quiet, serene living. Inside, gleaming maple floors lead to a first-floor bedroom with attached pass-through bath, a modern eat-in kitchen with double wall ovens and a propane stovetop, a large dining room, and a spacious living room with a functional fireplace. Upstairs, a hallway full bath serves three additional bedrooms, including the primary suite with its own attached full bath. The walk-up attic's excellent ceiling height and volume create a strong opportunity to add livable square footage. The basement's layout and ceiling height are equally well suited to finishing and expanding the home further. An attached two-car garage and paved driveway provide ample parking. If you want modern comfort, privacy, and room to grow in a peaceful woodsy setting, this is the home for you!

47 Sherman Rd, Woodstock
$569,000
2 Beds ⋅ 2 Baths ⋅ 24201418 MLS
There's something special about seeing the lake from home and being at the water in just a short walk. Welcome to 4 Oak Drive, a thoughtfully cared-for 2-bedroom, 2-full-bath home with a spacious loft in the Lake Bungee community. Offering deeded lake & beach rights and water views, simply walk across the street to the boat launch and enjoy easy access to the lake. This newer home sits on an inviting corner lot surrounded by colorful flowers and raised vegetable gardens, plus an oversized shed less than a year old for additional storage. Traditional stone walls along the adjoining historic cemetery add to the peaceful New England setting. Inside, the open-concept kitchen with granite countertops and center island flows comfortably into the dining and living areas, with plenty of natural light and views toward the lake. Step onto the deck to unwind and enjoy the glowing sunsets. Both bedrooms are on the main level, including the primary with a large walk-in closet, private full bath and sliders to its own deck. Upstairs, the spacious loft offers flexible additional living space, two closets and attic storage. The full walk-out basement with sliders provides excellent storage and potential for future finished space. Generator hookup ready. Lovingly maintained and move-in ready, this welcoming home offers a wonderful place to enjoy the lake, the seasons and the simple pleasures of home, conveniently located near the MA line and area amenities.

4 Oak Dr, Woodstock
$125,000
24202057 MLS
Woodstock 13.60-Acre Residential Home Lot With 643-FT Frontage. Soil Testing, Perc Test Done. Septic Design / Engineering Done Health Dept.Approved. Proposed Site Plan With 4-Bedroom, 2-Car Attached Garage, And Nice Size 30' X 40' Outbuilding / Shop / Detached Garage As Well Done And Ready To Go. Most Of The Property Frontage And Both Driveway Aprons Are On Rte-197 (Old Turnpike Rd) And Continues Onto Lyon Hill Rd. Property Is Located At The Intersection Of Rte-197 (Old Turnpike Rd), Center Road, And Lyon Hill Road, Woodstock. Across Road From Laurel Spring Farm, 866 Rte-197 (Old Turnpike Rd). Driveway Apron On Rte-197 (Old Turnpike Rd) Build Site Is Accessible, Cleared, Level, Open, Already Has Two Access Ways / Driveways. See MLS Attachments For Soil Testing Results, Perc Testing Results, Survey / Site Plan, Aerial Maps, Etc. Please Do Not Go On The Property Without An Appointment.

Lyon Hill Rd, Woodstock
$415,000
3 Beds ⋅ 2 Baths ⋅ 24203168 MLS
OFFERS DUE BY TUE 9/8 AT 12 PM PLEASE. Deeded rights to the Bungee Lake community add something special to this charming Woodstock Cape, with a private, beautifully landscaped yard that makes you want to stay awhile. Mature landscaping surrounds the home with storybook charm, while a garden, patio and wonderfully usable backyard create plenty of space to enjoy your best life. Inside, the layout offers flexibility with three bedrooms, including a main-level bedroom with its own full bath and laundry setup, plus a second full bath upstairs. Additional finished space in the lower level gives you even more room to fit the needs of your life. Central air, 200-amp electrical service and an attached two-car garage add the practical comforts, while the adorable cupola perched above it all is the kind of detail that makes this home memorable. Private, charming and refreshingly easy to love- this one just feels like home.

55 Pine Grove Rd, Woodstock
$199,900
2 Beds ⋅ 1 Baths ⋅ 24201823 MLS ⋅ Fawn Ridge BLDG.
Welcome to this beautifully renovated 832 sq. ft. end-unit condo in Woodstock, CT, offering an inviting opportunity to trade renting for owning and start building equity of your own. Freshly updated with new paint and flooring, this home provides a clean, comfortable setting that's ready for you to make your own. As an end unit, the home offers added privacy and a desirable layout. Whether you're a first-time homebuyer ready to take the next step or simply looking for an affordable way to put your monthly housing toward ownership, this condo is a smart place to begin. Enjoy the simplicity of condo living while taking advantage of all that charming Woodstock has to offer. Why keep paying rent when you can start building something of your own? Come see how easy homeownership can be!

12 Fawn Rdg Unit 12, Woodstock
$549,900
3 Beds ⋅ 3 Baths ⋅ 24201270 MLS
There's something special about being the first to call a brand-new home your own! Set within a desirable Bunggee lake community in Woodstock Valley, this new construction Cape offers approximately 2,230 sq. ft. of finished living space across three levels with 3 bedrooms and 2.5 baths. The main level features an expansive wraparound kitchen, sliders leading to the back deck, and two separate living spaces that can easily adapt to your lifestyle. Create an eat-in kitchen with two living areas, a living room and den, or use one as a spacious formal dining room. A convenient half bath and laundry room complete the first floor. Upstairs are two generous bedrooms, a full bath, and a spacious primary suite with its own private bath and walk-in closet. The finished walkout lower level adds even more flexibility for a family room, home office, gym, hobbies, or additional recreation space and connects directly to the one-car under-house garage. Outside, the private backyard is surrounded by mature trees with a level, open area offering plenty of room for entertaining, gardening, play, or simply relaxing outdoors. The home is nearing its completion, giving you the opportunity to be its very first owner and enjoy all the benefits of new construction without starting from scratch. A great combination of space, privacy, flexibility, and lake-community living! Lake rights and fully recreational amenities offered by Bunggee Lake, including boating, fishing, and swimming opportunities.

61 Red Cedar Rd, Woodstock
$289,900
2 Beds ⋅ 2 Baths ⋅ 24198944 MLS ⋅ Woodstock Meadows BLDG.
Charming Woodstock countryside condo privately set off the road with beautiful meadow views and a peaceful, natural setting. This inviting home offers easy, low-maintenance living with the exterior upkeep, lawn care, and snow removal handled by the association. The first floor features hardwood flooring, a spacious living room with a wood-burning fireplace and slate hearth, and a dining area conveniently located off the kitchen. A newer sliding door leads from the living room to the deck, creating an ideal spot to relax and enjoy the tranquil surroundings. Upstairs are two comfortable bedrooms, including the primary bedroom with double closets, with a full bath conveniently situated between them. There's plenty of storage with an additional large closet in the hallway. The finished lower level adds valuable living space with a cozy family room/den, carpeting, a large closet, and a slider leading to a patio and small fenced area. The lower level also includes a utility/laundry area with washer and dryer, utility tub, hot water heater, and a workshop area. Windows were replaced in 2009. Enjoy the best of the Woodstock countryside with nearby walking trails, Roseland Park, restaurants and Woodstock Golf Course. The condo association allows up to two pets. An appealing opportunity for those seeking an affordable home in a private setting without the maintenance responsibilities of a single-family property.

33 Woodstock Mdws Unit 33, Woodstock
$650,000
4 Beds ⋅ 3 Baths ⋅ 24197102 MLS
This 4-bedroom, 2591sqft Cape is on cul-de-sac, conveniently located in South Woodstock. Offering combination of classic character with hardwood floors and comfortable living spaces, this single owner home is ready for it's next chapter. The main level living area is all hardwoods, with a kitchen/dining combination, a living room with a propane fireplace, and an office with tons of built-ins. Come in from the garage that is equipped with shelving and a set tub, to the mudroom with open locker style storage. Privately tucked to the rear of the main floor is the primary suite, with a large walk in closet, and full bath. The 2nd level is a surprise with 3 good sized bedrooms, a full bath, a great closet storage space, and a future living space, already studded with rough plumbing and electric. The level back yard offers room to relax, play, garden, or entertain. The irrigation system will keep the lawn green. No HOA, Senexet Village Road is town owned, and also hosts a recreation area for all to use.

23 Senexet Village Rd, Woodstock
$2,500,000
3 Beds ⋅ 4 Baths ⋅ 24196666 MLS
Welcome to this 80 acre Connecticut Estate, tucked into the rolling hills of Woodstock Ct. This exceptional 4,655 sq ft contemporary home offers a unique living experience with its own privately owned public FAA approved commercial grade airport. The property is a pilot's paradise, featuring a spacious hangar that not only accommodates multiple small planes and helicopters but also offers ample room for vehicle storage. The hangar is self-sufficient with its own septic, well, electrical, and heating systems, providing convenience and flexibility as well as a finished lounge area to gather and relax. This property is a rare find, offering a blend of luxury, functionality, and the ultimate in private aviation convenience! Whether you're an avid pilot, car enthusiast, or simply seeking a tranquil retreat, this home promises an unparalleled lifestyle. This residence boasts privacy and scenic New England beauty with stunning views. The contemporary design, built in 1987, features 3 bedrooms and 4 bathrooms, open living space with soaring ceilings, two story fireplace, and a beautiful open center oak staircase. The home's large windows and open layout invite the natural surroundings inside, creating a harmonious living environment. The finished walkout lower level offers beautiful views of the pond and the plush grounds. So many exciting possibilities!

80 Bungay Hill Rd, Woodstock
$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
$74,999
2 Beds ⋅ 1 Baths ⋅ 24193441 MLS
Welcome to your summer "Home away from Home" Looking for your "Seasonal Home Away from Home" Look no further this cute as a button, privately situated park model. Fresh new updates and newly applied finishing touches, makes this unit able to just move on in and start enjoying the rest of the season. Just steps from the amenities. pool, pavilion, mini golf, cornhole field, basketball and short walk to the catch and release fishing pond. While also enjoying the tranquility of the home away from home feeling. This unit comes almost completely furnished.

25 Rte 197th Rte, Woodstock
$74,899
2 Beds ⋅ 1 Baths ⋅ 73552757 MLS
Call Today Motivated seller.. Book your tour today easy to show.. Looking for your "Seasonal Home Away from Home" Look no further this cute as a button, privately situated park model. Fresh new updates and newly applied finishing touches, makes this unit able to just move on in and start enjoying the rest of the season. Just steps from the amenities. pool, pavilion, mini golf, cornhole field, basketball and short walk to the catch and release fishing pond. While also enjoying the tranquility of the home away from home feeling. This unit comes almost completely furnished.

25 Rte 197 Unit 70, Woodstock
$599,000
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
$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, Woodstock
$479,900
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. 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
Waterfront living at its most private and picturesque on beautiful Chamberlain Lake. Set on 200 feet of private lake frontage, this exceptional custom post-and-beam Cape offers a rare combination of craftsmanship, character, privacy and direct access to the water. Thoughtfully designed and built using timber milled from trees harvested on the property, the home has an unmistakable warmth and authenticity. A dramatic center brick chimney anchors the main living spaces, complemented by wide-board pine floors, exposed beams and abundant windows framing the surrounding landscape and lake. The spacious primary suite features a private balcony overlooking the water, two walk-in closets and a spa-like bath. Generously sized rooms and oversized step-in closets provide exceptional comfort and storage throughout. Step outside and enjoy the best of lake living with a private pathway leading to the water, ideal for swimming, fishing, kayaking and canoeing. Relax on the covered porch, gather around the fire pits, or enjoy the outdoor shower after a day on the lake. Beautifully landscaped grounds create a peaceful and private setting surrounded by mature trees and natural beauty.

95 Pole Bridge Rd, Woodstock

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