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23-36 Pine Crest Rdg, Woodstock
$3,900,000
9 Beds ⋅ 8 Baths ⋅ 24144944 MLS
Pinecrest Apartments is a meticulously maintained 14-unit residential community situated on 5.5 acres in Woodstock, CT, reflecting clear pride of ownership, durable construction, and sustained tenant demand. Built in 1989, the property is 100% occupied and offers a highly desirable mix of 13 townhome-style units and one ranch-style residence. The unit mix includes: (2) 1BR/1BA, (9) 2BR/1.5BA, (1) 2BR/2BA, and (2) 3BR/1.5BA. Twelve units have been thoughtfully renovated with updated kitchens and baths, new flooring and paint, finished basements, and in-unit laundry-positioning the asset at the top of its market. Exterior features include white vinyl siding, newer windows, and a park-like backyard setting with private decks off each unit. Every residence offers an oversized private garage (two with attached garages), ample onsite parking, and private entrances. Additional amenities include four EV charging stations (eight plugs), centralized mailboxes, and a common dumpster serviced twice weekly. Operating efficiency is enhanced by tenant-paid electric baseboard heat and individual in-unit hot water heaters. This offering may be acquired individually or as part of a portfolio sale with the 14-unit asset, Brookside Apartments, allowing investors to achieve immediate scale, operational efficiencies, and long-term value growth. A truly turnkey, low-maintenance asset delivering stable occupancy and strong cash flow.

23-36 Pine Crest Rdg, Woodstock

5 Brookside Ln, Woodstock
$2,228,000
6 Beds ⋅ 4 Baths ⋅ 24144929 MLS
Exceptional pride of ownership is evident in this rare opportunity to acquire a 14-unit multifamily asset in Woodstock, CT, with the option to combine with an additional 14 units at Pinecrest Apartments for portfolio sale. Built in 1987, the property features tenant-paid utilities with individual hot water heaters and electrical subpanels in every unit-supporting efficient operations and strong, consistent cash flow. The asset consists of 13 townhouse-style units and one garden unit with an attractive unit mix: (4) 1BR/1BA, (4) 1BR/1.5BA, (2) 2BR/1BA, and (4) 2BR/1.5BA. Ownership has invested significant capital upgrading units with premium finishes including granite countertops, shaker cabinetry, modern backsplashes, wide-plank flooring, and stainless-steel appliances. Tenant amenities include one garage per unit, ample off-street parking, private porches, built-in wall A/C sleeves, and four EV charging stations (8 plugs). Eight units offer in-unit washer/dryer hookups; remaining units are served by newly installed coin-operated laundry. Five storage units are located in the common laundry area, three of which present additional income potential. Strong occupancy, extensive capital improvements, and a low-maintenance operating profile make this a turn-key investment offering durable returns and long-term upside.

5 Brookside Ln, Woodstock

175 Pulpit Rock Rd, Woodstock
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 24094204 MLS
A once-in-a-generation opportunity. Please visit this stunning Georgian estate situated on 55 hilltop acres in desirable Woodstock, CT. Enjoy breathtaking long views all the way to Rhode Island! A few of the exceptional assets offered include an elegant in-law apartment, a large 6 stall horse barn with office, an inviting in-ground pool, and 25 acres of fenced open pasture. As you approach the home up the long, lighted driveway, you will immediately be impressed by the stunning architectural features and fine craftsmanship that characterize this home. "South Hill Farm" exudes a serene sense of historic grace and timelessness. Hallmark features of the 5,100+ sq ft of elegant living space include 10 ft high ceilings, 8 fireplaces, 4.5 baths, a den with classic cherry built-ins, a welcoming center foyer, and wide board flooring. Hand-painted murals of the Woodstock countryside by one of the finest local artists adorn the spacious dining area. You will love the views from the in-ground pool with stone patios, outdoor fireplace, pool house, and gardens perched high above the manicured estate. Above the heated 3-car garage, the newer in-law apartment provides private, unparalleled modern living for your guests. Bring your horses and animals.The picturesque barn connects to 6 paddocks with pastures and includes 6 stalls, tack room, hot/cold running water, spacious hay loft, and an upstairs office. Please visit and retreat from the stress of the city to this exquisite country estate.

175 Pulpit Rock Rd, Woodstock

1669 Rte 169, Woodstock
$1,220,000
2 Beds ⋅ 2 Baths ⋅ 24106340 MLS
Welcome to Hilltop Meadows-a one-of-a-kind, 60-acre luxury hay farm nestled in Connecticut's scenic "Quiet Corner." Set high above Route 169 in North Woodstock, this breathtaking property offers rolling meadows, mature forests, and serene privacy just 60 miles from Boston and 150 from Manhattan. The heart of the property is a newly updated 2-bed, 2-bath, 2,340 sq ft farmhouse blending historic charm with modern comforts-radiant heat, new flooring, stylish fixtures, and a center chimney ready for cozy wood stoves. A full stone basement, modern well, and 5-bedroom septic system ensure lasting functionality. The 2,800 sq ft heated barn includes four workshop spaces, a garage, and pellet/forced air heat-ideal for artists, woodworkers, or hobbyists. Additional original outbuildings include a large utility shed (convertible to horse stables) and a garden shed, offering endless lifestyle potential. 40 acres of manicured hay fields are stewarded by Fairvue Farm, offering stunning views and reduced taxes. Trails weave through two glacier boulders-natural monuments at the meadow's core-perfect for quiet reflection or immersive walks. Whether you're an equestrian, artisan, gardener, or nature lover, Hilltop Meadows offers timeless beauty, tranquility, and limitless opportunity.

1669 Rte 169, Woodstock

33 Meehan Rd, Woodstock
$1,000,000
3 Beds ⋅ 4 Baths ⋅ 24155151 MLS
A rare opportunity to own 13.36 beautiful hilltop acres with open pasture in scenic Woodstock, CT. This exceptional custom home features approximately 4,200 sq ft of quality living space. The impressive 74-foot-long barn/garage offers over 4,100 square feet with office area, half bath, furnace, two oversized garage doors, horse stall locations, and potential future living space on 2nd floor. Perfect for hobbyists, tradespeople or animals. You will love the home's stunning, spacious kitchen with Viking appliances, dual sinks, soaring ceilings and an expansive granite island. A dramatic double-sided see-through stone fireplace creates a striking centerpiece between the living spaces. The home also includes a second food preparation kitchen, perfect for entertaining. The first-floor primary suite offers comfortable one-floor living, while the second floor includes two oversized bedrooms connected by an elegant Jack and Jill bath. Additional living areas include a formal dining room, office with slider, living room, family room, and a 4-season sunroom with cathedral ceiling. The lower level boasts a wine cellar and exercise room. Outdoor amenities include an in-ground pool, pool house with full bath and kitchen, decks, and a large outdoor fireplace. Plenty of pasture for your animals. Additional highlights include a 3-car attached garage and an on-demand generator. Conveniently located near shopping, schools, restaurants and interstate 395.. Additional land available.

33 Meehan Rd, Woodstock

19 Hiawatha Hts, Woodstock
$975,000
4 Beds ⋅ 3 Baths ⋅ 24101225 MLS
Price Improvement!!! RARE PRIVATE LAKEFRONT GEM: PICTURE WINDOWS FRAME PANORAMIC VIEWS & A COVETED SECLUDED FLAT LOT! Welcome to your sanctuary on Lake Bunggee in Woodstock, CT. This 3,480 sq ft fully renovated 4BR/3BA home offers unparalleled private living. Boasting 113 ft of direct, private lake frontage and a coveted flat lot for effortless water access. Expansive picture windows frame panoramic views, perfect for morning coffee. Strategically located: only ~1 hr to Boston suburbs & ~2 hrs to the vibrant NY Metro area (Westchester). Inside, discover a brand-new kitchen, updated baths, modern mechanicals, central air, and a whole-house generator for seamless year-round comfort. The stunning master suite with dual walk-ins, a 2nd laundry, sitting area, and private office provides a true retreat with lake views always in sight. Attic pull-down offers extra storage. Step outside to your brand new modern deck, patios, and a picturesque walkway leading to your private dock, plus a fire pit and an outdoor shower. Spacious, stylish, and move-in ready for year-round living or an idyllic lakeside escape. Don't miss this unique opportunity!

19 Hiawatha Hts, Woodstock

1379 Rte 197, Woodstock
$775,000
24144120 MLS
Chamberlain Lake Campground (CLC) is family-owned and operated campground that has been popular with campers from all over New England for decades. CLC offers its campers a serene escape on 27 gorgeous acres, with access to a pristine 50-acre lake. It's the ideal spot for a peaceful, relaxing weekend getaway, offering a rural setting without sacrificing convenience as CLC is perfectly positioned between two well-traveled interstates. The lake, exclusively for quiet enjoyment, is perfect for canoeing, kayaking, swimming, and incredible catch-and-release bass fishing, as no gas motors are allowed. There are 70 sites with water, electric and cable all individually metered, 20 safari field sites all individually metered and 9 tent sites. There is also room for additional site development. The sites are roomy and level and some will accommodate 45-foot motorhomes. The main building houses the office, camp store, and rec hall. This is a rare opportunity to own your own profitable campground and to take it to the next level! Call today to schedule your own private tour.

1379 Rte 197, Woodstock

56 W View Dr, Woodstock
$715,000
3 Beds ⋅ 3 Baths ⋅ 24132462 MLS
This stunning custom-built 2019 Colonial farmhouse blends modern design with efficient, thoughtful craftsmanship. Meticulously maintained, it features an inviting open-concept layout, hickory wood floors, and a gourmet chef's kitchen with an Electrolux 36" induction range, custom range hood, GE Profile stainless steel appliances, and a pantry. Natural light fills the spacious living and dining areas, highlighted by a cozy gas fireplace. The primary suite includes updated pendant lighting and a spa-like ensuite bathroom. Energy-saving solar panels (2023) and a whole-house water filtration system add comfort and sustainability, while a central vacuum, generator hookup, and efficient systems provide convenience and peace of mind. The finished basement, pre-plumbed for a kitchen and bath, offers excellent expansion potential. Outdoor living features a deck pergola, new landscaping and fencing, and an oversized two-car garage with an attached workshop, loft storage, and wired lighting throughout. Additional unfinished attic space and a large loft above the garage offer even more potential for future finishing, ideal for an extra room, studio, or additional living area. Located on a beautifully landscaped lot with a newly topped driveway, this property offers modern comfort, quality construction, and exceptional flexibility for today's lifestyle.

56 W View Dr, Woodstock

145 Perrin Rd, Woodstock
$700,000
3 Beds ⋅ 2 Baths ⋅ 24149852 MLS
SELLER OWNS THE SOLAR SYSTEM. NO ELECTRIC BILL! Professional photos to come Thursday 1/22. Stunning Equestrian Estate on 23.49 Acres - Woodstock, CT 3 Beds 2 Baths Potential In-Law Setup. Beautiful post-and-beam home set on 23.49 private acres in desirable Woodstock. Crafted by a Master Carpenter and meticulously maintained, this property offers exceptional construction, flexible living space, and premier equestrian amenities. The home features 3 bedrooms and 2 full baths, with two first-floor bedrooms, each next to a full bath-ideal for one-level living or an in-law setup. Two additional bedrooms and a full bath are located on the second floor. Heating and cooling include a top-tier 6-head Mitsubishi Hyper Heat mini-split system plus wood and oil hot water baseboard heat. Updates include improved plumbing and electrical, a new retaining wall, and an unfinished bonus area above the garage for future expansion. Equestrians will appreciate the barn with 4 straight stalls, 2 foaling stalls, and a hay loft, plus an oversized three-bay horse trailer barn large enough for equipment or a live-in fifth wheel. The acreage offers 5 fenced horse fields, additional hay/grazing areas, a winter lot, and extensive electric horse fencing. A 24.9 kW solar system, fully owned at closing, provides outstanding energy savings. A rare blend of privacy, craftsmanship, and equestrian convenience-this property offers the best of rural New England living

145 Perrin Rd, Woodstock

170 Lyon Hill Rd, Woodstock
$700,000
3 Beds ⋅ 3 Baths ⋅ 24124908 MLS
This original 1811 Colonial, surrounded by nature's beauty, will welcome and captivate in all seasons. The perennial gardens, charming stone walls, and mature trees create a visual masterpiece. Inside will surprise and delight with masterfully renovated living space throughout. The spectacular open kitchen with quartz countertops, pantry, newer appliances, and skylights sets the stage for entertaining-move easily to a living room with propane heating stove set in original fireplace, sunroom with vaulted ceiling,and stone patio access. The rich character of the home is evident with fireplace in nearly every room, stunning refinished wide board floors, and period window trim and molding. The dining room and family room captivate, bathed in natural light with multiple large windows offering pretty views.A newly renovated half bath with tile work and wainscoting is easily accessible on the main floor. Refurbished wood floor continue upstairs. The primary bedroom features a center fireplace, large walk-in closet, and renovated bath with double sink and oversized glass shower. Two additional spacious bedrooms offer large windows with pretty views, generous closets, fireplaces, and built-ins. A full bath with tub on the hall, plus bonus office space & laundry. The newly installed fence, two-car detached garage with additional storage & extra parking space add charm and function. This show stopper Located close to the Mass. border and UConn, and I84. Come visit today!

170 Lyon Hill Rd, Woodstock

292 & 300 Rte 169, Woodstock
$700,000
24115951 MLS
Own a celebrated slice of Woodstock's past and future! This rare offering bundles two income-producing parcels on scenic Route 169-a National Historic Byway that channels year-round tourist and local traffic: 300 Route 169 - "Scranton Shops." An award-winning, 3,192 sq ft two-story antique marketplace named Best Antiques Store in a regional readers' poll six years running. Inside, 60 dealer booths showcase curated treasures beneath post-and-beam ceilings and original hardwoods, delivering turnkey cash flow. 292 Route 169. A neighboring 3.9-acre parcel with a 2,800 sq ft mixed-use building currently leased to two long-term commercial tenants, adding steady supplemental rent and abundant parking to the package. Together, the properties offer generous frontage, eye-catching signage, easy pull-off parking, and proximity to the Woodstock Fairgrounds, local vineyards, and classic New England villages-capturing shoppers and visitors alike. The parking area also generates additional seasonal income during the high-traffic Woodstock Fair held every Labor Day weekend. Whether you're an investor seeking reliable dual revenue streams or an entrepreneur ready to curate your own destination, this combined package delivers location, legacy, and a loyal clientele in one transaction. Buildings, business, and leases convey together-turn the key and continue the success!

292 & 300 Rte 169, Woodstock

29 Braaten Hill Rd, Woodstock
$699,000
3 Beds ⋅ 3 Baths ⋅ 24160903 MLS
Welcome to the Top of Connecticut's Last Green Valley. Views sweep across the east and soak up the sunrise every day from the peak of 12 acres that are exclusively yours. Peaceful adventure and native wildflowers beckon you to embrace it all. Step inside your renovated New England Farmhouse and let the home guide you: hand-hewn beams, wide-plank floors, leaded-glass windows, and a cozy working fireplace. The kitchen blends quartz-countertops and new stainless appliances with custom woodwork and an antique butcher-block island. Dine amongst the stars with a wide picture window at your service. The showpiece sunroom features an reclaimed palladian window and chandelier from a historic train station, walnut floors, and is wrapped in glass to bring the light and the view of the valley into every special moment. Around the corner, the Great Room gathers everyone for movies and games, and a finished lower level with full bath adds flexible room to grow. The upstairs bedrooms look out over the lawn and beyond. Major considerations are done: new roof and deck, newer boiler, pressure tank, fresh paint, and a generator hookup for assurance. A barn-style garage, and charming yet large garden sheds give you all the outdoor storage you need. And right out your back door: the town beach is 4 minutes away, a local winery is 5. Hiking, swimming, and frisbee golf at Crystal Pond Park, and the Woodstock Fair every fall. This is the one that you've always dreamed about. And it's here, now

29 Braaten Hill Rd, Woodstock

80 W Quasset Rd, Woodstock
$690,000
3 Beds ⋅ 3 Baths ⋅ 24178733 MLS
Welcome to this elegant 3+ bedroom, 3 full bath home in desirable Woodstock, Connecticut. The privately situated home boasts 2,688 square feet of finished living space. Designed for comfortable one-floor living, this property also offers excellent flexibility with a finished lower level featuring a full bath and ideal potential for a private in-law suite, guest space, or recreation area. A rare highlight of the property is the deeded access to Quasset Lake directly from your own land, allowing you to enjoy lake living year-round. The current owners have completed many impressive updates, including a stunning new kitchen with quartz breakfast bar, updated appliances, exterior painting, new flooring, newly paved driveway, new laundry room, stamped concrete walkways, and a beautifully remodeled primary bath. Additional features include central air, a 2-car garage, and an on-demand generator for added peace of mind. Quasset Lake is a private 88-acre fully recreational lake offering swimming, boating, fishing, kayaking, and water skiing. Enjoy vacation-style living from the comfort of your own home. Conveniently located near schools, shopping, and restaurants, with easy access to Boston, Hartford, and Providence, this property offers a wonderful combination of comfort, recreation, and value. Come experience everything 80 West Quasset Road has to offer!

80 W Quasset Rd, Woodstock

35 Senexet Village Rd, Woodstock
$682,500
4 Beds ⋅ 3 Baths ⋅ 24157640 MLS
HIGHEST AND BEST DUE MON 3/16 3:00PM. Nestled in the highly sought-after Senexet Village neighborhood, 35 Senexet Village Rd in Woodstock, CT, is a classic colonial that combines comfort and timeless appeal. This spacious home boasts over 2,700 SF, four bedrooms, and 2.5 baths. The laundry is conveniently located on the upper level, and the property features an in-ground pool with a newly installed liner, recently converted to a low-maintenance saltwater system! The oversized kitchen offers abundant cabinets and countertop space, plus a walk-in pantry for extra storage. There is a formal dining room as well as an eat-in kitchen area that leads to a deck for outdoor dining and relaxation. The upper-level primary suite includes a large walk-in closet and an en-suite bath. Three additional generously sized bedrooms provide flexible living options, with one bedroom so large it could easily serve as a bonus space, family room, game room, or home office. At the top of the landing, an additional space awaits as an office nook or cozy reading area. The home features a dry basement with high ceilings, offering opportunities to finish for additional living space or to use for storage and a workshop. Located just minutes from schools and downtown Putnam, with the Mass and Rhode Island borders less than 15 min. away. Schedule your private tour today and discover your next chapter in this inviting Woodstock oasis! Don't wait, your dream home in Senexet Village is calling!

35 Senexet Village Rd, Woodstock

239 Barlow Cemetery Rd, Woodstock
$665,000
3 Beds ⋅ 3 Baths ⋅ 24165071 MLS
Enjoy this beautiful, like-new, well-cared for 2250 square foot 3 bedroom, 3 full bath home in picturesque Woodstock setting. Private but yet convenient to major routes. Home features hardwood floors on main level with an open floor plan. Eat in Kitchen has stainless steel appliances, granite countertops, tile backsplash and a gas range. Kitchen also features Cubitac white shaker style cabinets. Family/Den on main level perfect for home office or formal dining room. Master bedroom features carpeting and master bath with custom tile and shower features Shluter system membrane for the floor, bench and walls. 17 x 14 Bonus room on the 2nd floor great for a playroom, office, or even 4th bedroom. Enjoy peace of mind with the Generac whole house generator. Central Air for those warm summer months and so much more. Post construction paved driveway for your convenience.

239 Barlow Cemetery Rd, Woodstock

26 Center Rd, Woodstock
$655,000
3 Beds ⋅ 3 Baths ⋅ 24133006 MLS
Tucked away on one of Woodstock's most desirable roads, this immaculate 2,952 sq. ft. home is set on 3.5 private acres at the end of a long driveway. The property includes six garage bays-ideal for those needing exceptional storage or vehicle capacity. Freshly painted and in like-new condition, it offers ideal first-floor living with a spacious primary suite and laundry on the main level. The interior features gleaming hardwood floors, elegant crown moldings, and two fireplaces. The stunning granite kitchen with a large center island opens to a gracious formal dining room, perfect for gatherings. A massive family room provides wonderful space for entertaining, while the cozy living room with fireplace is ideal for quiet relaxation with your favorite book. Upstairs are two generous bedrooms and a full bath. Outdoors, enjoy beautiful patios and walkways, a fully fenced backyard for pets, and six new raised garden beds. A walk-up attic above the garage and storage shed add convenience. Private, pristine, and move-in ready in a peaceful Woodstock setting.

26 Center Rd, Woodstock

115 Crooked Trail Ext, Woodstock
$653,950
3 Beds ⋅ 2 Baths ⋅ 24128640 MLS
This charming, year-round lake front home located at 115 Crooked Trail Ext in Woodstock, CT was built in 1986 and offers a cozy and inviting atmosphere. Located on the peaceful 70 acre Witches Wood lake in Connecticut's quiet corner offering water activities and lake life culture. With 3 bathrooms, 2 full baths and a total finished area of 1,922 sq. ft., this move in ready, fully furnished home provides ample space for comfortable living to be enjoyed from day one. The lot size of 17,424 sq.ft. with 110 ft. lake frontage offers plenty of outdoor space for recreation and relaxation. This property features a traditional Cape Cod design with breathtaking panoramic window and deck views, creating a warm and welcoming atmosphere. Perfect for a buyer looking for a peaceful retreat, this home is a wonderful opportunity to own a piece of Woodstock's natural beauty. Located just minutes from historic Woodstock Village, restaurants and the Woodstock fair. Don't miss out on this lovely home in a tranquil setting. This sale includes most all furniture as well as all the lake toys pictured to include, 2 kayaks, 1 canoe, 1 16'-60HP Starcraft DC160 Super Sport bow rider boat and all skies, tubes, and life vests.

115 Crooked Trail Ext, Woodstock

22 Shepards Lndg, Woodstock
$650,000
3 Beds ⋅ 3 Baths ⋅ 24173192 MLS
Discover classic New England charm nestled in Connecticut's idyllic "Quiet Corner." Perfectly situated on a peaceful cul-de-sac, this impeccably updated home offers an incredible lifestyle with close proximity to state parks, swimming, and a welcoming local community. With manicured grounds and a fully integrated solar system, you can look forward to ultra-low electric bills just in time for the hot summer months. Step inside the two-story foyer-showcasing fresh paint, updated lighting, and new stair runners-and feel immediately at home. The thoughtful main-level floor plan caters to both relaxed living and effortless entertaining. A dedicated first-floor office provides the perfect quiet workspace, while the heart of the home is the eat-in kitchen, featuring granite countertops and stainless steel appliances. The kitchen flows seamlessly into a warm family room anchored by a wonderful built in, as well as a bright, expansive sunroom. Formal living and dining rooms offer elegant spaces for gatherings. Everyday convenience is maximized by a highly functional mudroom/drop zone that connects directly to the attached two-car garage, alongside a beautifully updated half bathroom. Upstairs, the primary suite serves as a private retreat, with dual closets and an en-suite bathroom complete with a glass-enclosed shower and 2 vanities. Two additional generously sized bedrooms share a stylishly updated full guest bathroom

22 Shepards Lndg, Woodstock

29 Crooked Trl Ext, Woodstock
$640,000
4 Beds ⋅ 3 Baths ⋅ 24163380 MLS
Now offered for the spring market, this exceptional waterfront home on Witches Woods Lake is ready to be enjoyed in its most vibrant season. Set on nearly an acre with approximately 200 feet of direct waterfront, this 4-bedroom, 2-bath home offers 2,630 sq. ft. of inviting living space. The main level features a warm, functional layout with a stone fireplace, built-ins, sunroom, and a flexible office or bonus space. A wrap-around deck captures beautiful water views, creating the perfect setting for relaxing or entertaining. The primary bedroom includes a walk-in closet and full bath, while additional highlights include a finished lower level, cedar closet, and central vacuum. Outside, enjoy an outdoor shower, vegetable gardens, and a natural brook that enhances the setting. A heated roof adds convenience during the winter months, and a 2-car under-house garage provides ample storage. With a recent price improvement, this property presents a compelling opportunity to experience year-round lake living in a sought-after location.

29 Crooked Trl Ext, Woodstock

496 Center Rd, Woodstock
$621,000
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

63 May Brk, Woodstock
$610,000
3 Beds ⋅ 3 Baths ⋅ 24155122 MLS
First time offered, original owner & WBA built 2,600 sq. ft. Ranch located in a desired area of Woodstock. This home features 3 bedrooms, 2.5 bathrooms, first floor laundry, designated office space, 2 car oversized garage, along with a finished walk-up second floor bonus room over the garage. The kitchen has plenty of working space, granite counters, along with an eating space overlooking the rear yard. The living room has vaulted ceilings and a propane fireplace for added heat along with ambiance. The home is nicely winged with the primary suite, walk-in closet, & full bathroom with jetted tub on one side and the two other bedrooms and full bath on the South side of the home. The unfinished basement is filled with potential, also featuring a walk-out & additional shed/storage area and workshop. Hydro heat & AIR for efficient heating & cooling. A rear granite patio with pergola for year-round enjoyment and views of nature. Generator ready connections. Schedule your private showing today to this well built and maintained home. Coming soon listing active on March 5th. Additional pictures to follow.

63 May Brk, Woodstock

1645 Rte 169, Woodstock
$606,900
5 Beds ⋅ 3 Baths ⋅ 24175633 MLS
Perched on a hilltop in Woodstock, admired for decades for those who drove past on scenic Route 169, this single owner home is being offered for the first time. Thoughtfully built, and cared for, inside and out. The house looks modest from the road, however there is a surprising 3215sqft of living space. The original home has a few additions, including a generous sized family room with a woodstove, a bright sunroom, and a dormer that hosts 2 bedrooms, a full bath, and a sitting area. The main level, except for the tiled kitchen, has quality hard wood floors, and plenty of entertaining space. The two car detached garage has a finished loft. The owners have made all the right upgrades with heating systems, cooling systems, septic and roof. With it's elevated setting, and pride of ownership, this home has so much to offer.

1645 Rte 169, Woodstock

1393 Rte 169, Woodstock
$605,000
3 Beds ⋅ 3 Baths ⋅ 24174882 MLS
Set far off the road down a beautifully paved driveway, this classic New England Colonial offers the perfect blend of privacy, charm, and desirable location. Nestled on 2.2 picturesque acres in sought-after Woodstock-just a short distance from the Massachusetts line-this beautiful home welcomes you with timeless curb appeal, ample parking, and a peaceful setting that feels like your own private retreat. Spacious in size with 2,464 square feet of living space, this well-appointed home offers 3 bedrooms and 2.5 bathrooms.The main level offers a beautiful updated kitchen designed with both everyday living and entertaining in mind, complete with space for a dining table. In addition, you'll find a designated formal dining room, a warm and inviting living room with a propane fireplace, and a main-level study. The second level features the primary suite, two additional bedrooms, and a dedicated office space with elegant French doors-perfect for working from home, a study, or flexible bonus space. Additional updates include a roof that is only 5 years young and comes with a transferable warranty, offering added peace of mind for years to come. CENTRAL AC. A large walkout basement provides excellent further opportunities. Pride of ownership here!

1393 Rte 169, Woodstock

65 Laurel Hill Dr, Woodstock
$600,000
3 Beds ⋅ 2 Baths ⋅ 24187792 MLS
Enjoy year round waterfront living on beautiful Lake Bunggee! Situated on a level, west-facing lot ideal for afternoon sun and coveted sunsets views, this beautifully remodeled 3-bedroom, 2-bath home offers breathtaking sunsets, afternoon sun, and the perfect setting for boating, kayaking, fishing, swimming, and relaxing by the water. The open concept floor plan is designed to capture stunning lake views, featuring a dramatic wall of windows that fills the living space with natural light. The remodeled kitchen boasts quartz countertops, a center island, tile backsplash, stainless steel appliances, and opens seamlessly to the dining and living areas. A cozy wood stove adds warmth and charm, while the spacious wraparound deck is ideal for entertaining or enjoying the peaceful waterfront setting. Updates include Low-maintenance CertainTeed vinyl siding and composite trim, windows and skylights, remodeled kitchen and more! Experience the perfect blend of modern updates, spectacular views, and year-round lakefront living.

65 Laurel Hill Dr, Woodstock

31 Hebert Ln, Woodstock
$585,000
3 Beds ⋅ 3 Baths ⋅ 24164218 MLS
Spectacular Farmhouse Colonial w/ a Beautiful & Fully Modernized Contemporary Interior Design! Check out those Pics and our Virtual Reality Tour! Gleaming Hardwoods, Whole House Generator, Remote Control Shades, Fireplace, Central AC, Wonderful Window Seat, Custom Kitchen w/ 42" Upper Cabinets, Quartz Counters, Tile Backsplash, Under Cabinet Lighting, Stainless Appliances & a Large Breakfast Island. Great Primary Suite w/ a Custom Shower, Heated Tile Floor & Walk In Closet. Two Car Garage, Full Basement, Oil Hot Water Heat & a Fabulous Deck overlooking the rear yard! You cannot beat this cul de sac location close to everything Downtown Putnam has to offer. Terrific antique district, a thriving arts scene, and an array of restaurants. Welcome FHA, CHFA & VA Buyers! We are always here to help!

31 Hebert Ln, Woodstock

863 Rte 198, Woodstock
$575,000
3 Beds ⋅ 3 Baths ⋅ 24169449 MLS
Exceptional 2600+ SF Colonial on 2+ acres in desirable Woodstock commuter location about 40 mins to Hartford & Worcester, MA in Woodstock Academy district! This 3-bedroom, 2.5 bath home w/ a bonus room (used as an office) welcomes you w/a stunning open foyer and cathedral ceilings. Hardwood and tile flooring extend throughout most of the 1st floor, while the family room features brand new carpeting and abundant natural light. The oversized kitchen is a true centerpiece, complete w/an enormous island, updated granite counters & tile flooring. The family room opens to the deck and patio and features a pellet stove, creating a warm and cozy space. A walk-in pantry, mud room, and half bath w/ laundry add even more practicality to the 1st floor. Upstairs, the primary suite features a walk-in closet and private full bath w/ double vanities, while 2 additional spacious bedrooms and an oversized full bath complete the 2nd floor. Central air, extra insulation, sealed ducts, a 50-year shingle roof installed in 2023, & owned solar panels (loan to be assumed - the low, fixed payment will never increase & substitutes the energy bill - never worry about the rising utility costs). Eversource even pays you quarterly based on your energy production. Home features a flat yard, patio, deck, and sheds. Powered workman's shed with lights can be turned into a clubhouse. Offering to leave ride-on lawn mower and snow blower. No water bill with a private well!

863 Rte 198, Woodstock

23 Little Bunggee Hill Rd, Woodstock
$559,000
4 Beds ⋅ 2 Baths ⋅ 24109080 MLS
The pictures really tell the story with this one. Down a quiet road on a 1.22 acre lot within sight of Lake Bunggee, this 2160 sq ft, 4 Br, 2 Ba home has been rebuilt from the floor joists up. Rich with custom touches and all new electrical, plumbing, insulation, roofing, etc. Pull up the double wide driveway (paved in 2023) to a two car garage (575 sq ft, plus loft), where you'll never get caught in the rain thanks to a spacious breezeway that connects to the house. Inside, beautiful Southern yellow pine floors and 6 skylights welcome you into an open floor plan. 3 large sliding glass doors offers views of surrounding perennial flower beds, raised vegetable garden beds, restored stone walls and wooded trails. Additions in 2019 and 2023 nearly tripled the finished living space of the original 1960 cottage. Clad in new Tando shingles with a 50 year warranty. Local craftsmen built the kitchen and a 10' bookcase with locally sourced wood. Off the kitchen is a 40 sq ft pantry. The dining area is framed by an original fieldstone fireplace equipped with a newly installed Hearthstone Clydsdale II woodstove insert (2025) as a second source of heat to the propane furnace. 12+ cords of split and stacked firewood will ensure you're toasty for several years. 4 new Mitsubishi mini-split units offer yet another heat source, and can also cool the entire house in summer.

23 Little Bunggee Hill Rd, Woodstock

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