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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
425 Rte 197, Woodstock
$556,000
3 Beds ⋅ 3 Baths ⋅ 24154150 MLS
Set on a very private hilltop with a long winding driveway, this exceptional Woodstock property includes two lots totaling 9.4 acres of peaceful, natural beauty. The home offers 2,256 square feet of elegant living space, all conveniently located on one level. There have been extensive investments by the current owners. The improvements and upgrades include the addition of a formal dining room with vaulted ceiling, a new 1st floor half bath, new 1st floor laundry room, and a spectacular 22x18 glassed great room that fills the home with light and captures the surrounding nature views. The owners also added an attached storage garage for functionality. The kitchen, with stainless appliances and pantry, opens to living and entertaining areas that are enhanced by an elegant fireplace, stunning built-ins, and beautiful hardwood floors. The thoughtful layout includes 3 bedrooms, 2 and 1/2 baths, with a separate 2-bedroom guest wing ideal for visitors or flexible living needs. A massive walkout basement with wood burning stove provides excellent space for a workshop, abundant storage, or future expansion of living area. Relax on the back deck overlooking the expansive grounds and serene wooded setting. Installed solar provides efficient green energy. Located in the highly desirable town of Woodstock CT, this rare offering combines acreage, privacy, and quality living in one remarkable hilltop retreat. Please visit and experience the serenity this property has to offer.

425 Rte 197, Woodstock
104 Pulpit Rock Rd, Woodstock
$549,000
4 Beds ⋅ 3 Baths ⋅ 24140545 MLS
* HIGHEST & BEST DEADLINE 1/27 at 3pm * *LOCATION,LOCATION,LOCATION* Experience family living in this beautifully updated 4 bed & 2.5 bath Colonial, perfectly set in one of the area's most desirable and private locations! Peace of mind with a BRAND-NEW ROOF! Surrounded by a flat, expansive, and beautifully usable yard, this home offers a rare sense of serenity and estate-like presence. Hardwood floors flow throughout, complementing an updated kitchen and a warm, inviting living room anchored by a propane fireplace. Designated dining room space currently being used as a formal sitting area. French doors lead to a relaxing screened-in porch, creating a seamless indoor-outdoor living experience ideal for quiet mornings or peaceful evenings overlooking the stunning grounds. Upstairs, the luxurious primary suite features a custom barn door, spa-inspired glass shower with niches, and a double vanity, along with double sliding closet doors for effortless storage. Three additional bedrooms and full bathroom provide comfort for guests, family, or even an office space. Convenience meets style with a first-floor laundry integrated into the half bath. Thoughtfully updated and meticulously maintained, this home embodies the perfect blend of modern comfort, timeless design, and the beauty of an exclusive country setting.

104 Pulpit Rock Rd, Woodstock
360 Paine District Rd, Woodstock
$520,000
3 Beds ⋅ 2 Baths ⋅ 24152543 MLS
* Highest & Best Deadline is 2/11 at 4PM* Located in a highly desirable, idyllic, and relaxing setting, this 2019-built, single-owner home has been meticulously maintained and remains in pristine condition. Designed for easy one-level ranch living, the entire home is thoughtfully laid out on a single floor. The open living space features dramatic vaulted ceilings accented by expansive A-frame-style windows, flooding the home with natural light and creating a bright, airy atmosphere. Overlooking your beautiful scenery The home offers a primary suite along with two additional bedrooms, and second full bathroom, providing comfort and flexibility for a variety of needs. Set on a private 2.2-acre lot, the property offers both space and serenity while still enjoying modern conveniences such as central air conditioning. This is a rare opportunity to own a newer home that combines peaceful surroundings, quality construction, and effortless living!

360 Paine District Rd, Woodstock
5 Beaver Dam Rd, Woodstock
$517,500
3 Beds ⋅ 2 Baths ⋅ 24179570 MLS
Experience year-round vacation vibes in this warm and inviting 3-bedroom lakeside retreat nestled in beautiful Woodstock, Connecticut. From the moment you arrive, true pride of ownership shines through every corner of this impeccably maintained property. The home features a light, bright, and cozy layout boasting numerous recent updates, making it completely move-in ready for its next chapter. Step outside into your own private oasis, where the ultimate lake life awaits. This unique sale includes an additional waterfront lot, giving you extra space, enhanced privacy, and endless recreational possibilities. It is an absolute entertainer's dream, perfectly designed to host unforgettable gatherings right on the water, whether you are planning summer barbecues, evening fire pits, or days filled with boating and swimming. Combining modern comfort with the peaceful charm of Eastern Connecticut, this property offers a rare opportunity to secure your own slice of waterfront paradise.

5 Beaver Dam Rd, Woodstock
71 Rawson Rd, Woodstock
$510,000
4 Beds ⋅ 3 Baths ⋅ 24120199 MLS
Discover a timeless blend of history and modern comfort at 71 Rawson Road, a lovingly modernized 1800s Colonial-style farmhouse located off a serene country road in Woodstock, CT. This distinguished "gentleman's farm" encompasses 1,887 sq ft of living space with 4 well-appointed bedrooms and 2 1/2 baths-perfectly poised for today's lifestyle while retaining classical New England charm. Step inside to find an inviting open-concept living area and gourmet kitchen, featuring beautiful counters, sleek new cabinetry, and stainless-steel appliances. The completely upgraded baths showcase stylish tile showers, modern vanities, glass doors-and one includes a luxurious soaking tub. A cozy wood-pellet stove adds rustic warmth to the living space, ideal for chilly New England evenings. Functional space continues in the spacious mudroom, which houses first-floor laundry, an extra sink, a convenient half bath, and additional cabinetry-all just steps from the connected 2/3-car garage. Outside, the expansive 7.7-acre parcel offers fenced paddocks, a riding arena, and flat pasture-ideal for horse lovers. Practical upgrades include a brand-new boiler (installed August 2025), ensuring energy-efficient year-round comfort, alongside well and septic systems and reliable 200-amp electrical service. Embrace idyllic country living in a meticulously updated farmhouse that pays homage to its history while offering modern convenience. *Seller is offering a 1yr home warranty to buyers*

71 Rawson Rd, Woodstock
31 Deer Meadow Ln, Woodstock
$500,000
3 Beds ⋅ 3 Baths ⋅ 24126314 MLS
Welcome to Deer Meadow - one of the area's most desirable cul-de-sac neighborhoods! This solid, classic Colonial sits in an open-space subdivision with a shared recreational area for everyone to enjoy. Inside, sunlight fills the inviting living room with hardwood floors and a cozy fireplace. The spacious eat-in kitchen features solid wood cabinetry, Corian counters, a center island, and sliders leading to the back deck-perfect for relaxing or entertaining with nature as your backdrop. A formal dining room with hardwoods and a convenient half bath. The back hall offers a handy laundry/mudroom and storage closets connecting directly to the 2-car garage complete the main level. Upstairs, the large primary suite boasts a private bath and huge walk-in closet. Two additional bedrooms and another full bath complete the second floor. The walk-out lower level adds flexible living space with a finished family room/exercise area plus a generous storage room with built-in shelving. Close to the Massachusetts line for an easy commute, this home blends comfort, convenience, and New England charm-everything you've been looking for!

31 Deer Meadow Ln, Woodstock
35 Lebanon Hill Rd, Woodstock
$489,000
3 Beds ⋅ 3 Baths ⋅ 24172507 MLS
MOTIVATED SELLER...Welcome to 35 Lebanon Hill Road, a beautifully maintained home nestled in one of Woodstock's most sought-after areas. This property offers the perfect blend of rural charm and modern updates, set against the peaceful backdrop that makes Woodstock such a desirable place to make your home. Significant recent improvements provide both value and peace of mind, including a brand new 50-year architectural shingle roof with new plywood sheathing, a newly installed water softening system (2025), and a high-efficiency Buderus boiler system. These major upgrades ensure durability, energy efficiency, and long-term comfort for years to come. Located in a highly desirable section of town, the home benefits from Woodstock's top-rated school system and a lifestyle defined by scenic beauty, open space, and a strong sense of community. Residents enjoy access to local farms, walking trails, and a quintessential New England atmosphere, all while remaining within convenient reach of nearby amenities. Whether you're looking for a quiet retreat or a place to put down roots, this property offers a rare opportunity to own in one of Woodstock's most cherished locations.

35 Lebanon Hill Rd, Woodstock
310 Roseland Park Rd, Woodstock
$485,000
3 Beds ⋅ 3 Baths ⋅ 24150869 MLS
Nestled in a peaceful country setting come see what this home has to offer. This inviting 3 bedroom, 2 bath home sits on 5.7 beautiful acres, offering privacy, space, and thoughtful updates throughout. The home features 3 bedrooms, including a newly added master bathroom, providing added comfort and convenience. This home offers two convienent options for heating, with electric and a wood burning furnace. Recent improvements include updated flooring and brand new windows in two bedrooms, filling the home with natural light. A new septic system installed in the fall of 2025 adds peace of mind for years to come. Outside, the expansive acreage offers endless possibilities-perfect for gardening, animals, recreation, or future expansion. On the backside of the property you will see the large garage with many possibilities. Enjoy the freedom of country living with modern updates already completed, making this property truly move-in ready. This home is practically next door to a gorgeous golf course, Roseland Park and it's beautiful grounds and lake. Don't wait this home will not last long. Make your showing today!

310 Roseland Park Rd, Woodstock
229 Woodstock Rd, Woodstock
$475,000
3 Beds ⋅ 2 Baths ⋅ 24182944 MLS
Proudly owned by the original owner, the Cape sites sweetly in East Woodstock. The original home, built in 1979, has had a nice mudroom and 2 car garage addition, as well as a pretty sunroom addition. The classic layout includes a kitchen with island, dining room with built-ins, and a spacious living room on the main level. There is also a full bath and main level bedroom. The second floor has two very large bedrooms with unique features, and a second bathroom with stand up shower. The rooms are bright and sunny. The property has been well maintained, providing a solid foundation for its next owner. The 2.6 acre lot is 'L-shaped' and provides a private back yard, and a New England stone wall in the front.

229 Woodstock Rd, Woodstock
9 Ellen Ln, Woodstock
$475,000
6 Beds ⋅ 3 Baths ⋅ 24169969 MLS
Discover a fantastic investment or owner-occupied opportunity in the heart of Woodstock, CT! This well-maintained two-family property offers spacious and versatile living across both units. Unit 1 features 4 generously sized bedrooms and 2 full bathrooms, complemented by a bright open floor plan that seamlessly connects the living, kitchen, and dining areas. The kitchen boasts a large island perfect for entertaining, along with a separate dining space for more formal gatherings. An additional bonus area on the second floor provides flexible space ideal for a home office, playroom, or guest retreat. Unit 2 offers 2 bedrooms and 1 full bathroom, with its own inviting open floor plan and an eat-in kitchen designed for comfortable everyday living. Both units include dedicated laundry spaces for added convenience, additionally a 3 car garage for ample parking. Located in a desirable area close to local amenities, this property combines comfort, functionality, and investment potential all in one. Whether you're looking to live in one unit and rent the other or expand your portfolio, this is an opportunity you won't want to miss!

9 Ellen Ln, Woodstock
183 Old Hall Rd, Woodstock
$470,000
3 Beds ⋅ 3 Baths ⋅ 24166434 MLS
PRICE ADJUSTMENT-Move in ready 3 bedroom 3 bath ranch style home. This home has a long list of updates- new doors, flooring, interior painting,new kitchen cabinets,granite counter tops, new stove and microwave (2020) and so much more. Partially finished space with a bathroom in the basement, over an acre of land. You won't want to miss your opportunity.

183 Old Hall Rd, Woodstock
9 Meehan Rd, Woodstock
$462,000
3 Beds ⋅ 2 Baths ⋅ 24165422 MLS
***OFFERS DUE MONDAY 4/13 BY 5PM***Country charm abounds throughout this 3 bed, 1.5 bath ranch in desirable Woodstock! This property has been lovingly maintained and thoughtfully enhanced over the years, resulting in a home that is not only beautiful to look at, but cost efficient to live in as well. This home offers something for everyone; a huge kitchen with tons of cabinet and counter space, vaulted ceiling living room featuring a fireplace with a pellet stove insert, as well as a second direct vent pellet stove in the dining room to help keep heating costs low in the winter, and a partially finished basement with a half bath adds extra room to spread out. Situated on 1.7 acres, the private backyard boasts a beautiful concrete patio and above ground pool ready for summer relaxing. Come see this one for yourself!

9 Meehan Rd, Woodstock
33 Bassett Hill Rd, Woodstock
$460,000
3 Beds ⋅ 2 Baths ⋅ 24129135 MLS
Set in a peaceful Woodstock setting, this charming 3-bedroom, 1.5-bath Cape offers space, updates, and natural beauty both inside and out. The home features a sun-filled layout with wood floors, a cooks kitchen and over 2,250 sq ft of living space. Recent updates include a 2023 oil burner, new oil tank, new well expansion tank, added insulation-plus a newer roof (2021) and a well-maintained wood stove, serviced annually. Outdoors, the yard is rich with established plantings and vegetable garden including ornamental trees, and fruit bearing grape vines, blueberries, crab apples, and peach tree, perfect for those who enjoy seasonal gardening. The two-car garage features electricity and an attached workshop space for added flexibility. This home offers country living with convenient access to major routes. A special find-schedule your private showing today!

33 Bassett Hill Rd, Woodstock
608 English Neighborhood Rd, Woodstock
$455,000
4 Beds ⋅ 4 Baths ⋅ 24171740 MLS
OPEN HOUSE IS CANCELED. Welcome to this spacious Colonial set on a peaceful 1.21-acre lot in the heart of Woodstock's scenic countryside. Offering 4 bedrooms, 3 bathrooms, and over 1,700 square feet of living space, this home is move in ready with all new interior paint. Built in 1987, the property features generous living areas, a primary en-suite, an attached garage, fireplace, and the charm of rural New England living with easy access to local amenities and commuter routes. Surrounded by mature trees and tranquil surroundings, the setting provides privacy, space, and endless potential to create your dream home. If you are seeking a beautiful home in a desirable Woodstock location, this property is one you won't want to miss. Property is being sold as-is and is subject to probate approval; however, the estate anticipates a smooth process with no expected delays.

608 English Neighborhood Rd, Woodstock
53 Prospect St, Woodstock
$450,000
3 Beds ⋅ 3 Baths ⋅ 24168361 MLS
** Highest and Best Deadline, WEDNESDAY 4/29 at NOON** East Woodstock Sweet Escape - Where Setting Meets Style. Privately set on a picturesque, stone wall-lined lot with a sweeping lawn and captivating views, this beautifully updated home delivers the perfect blend of charm, comfort, and modern living. The interior features a bright open-concept layout enhanced by recessed lighting and updated electrical. The kitchen is both functional and stylish, offering granite countertops, newer cabinetry, and stainless steel appliances-ideal for everyday living and effortless entertaining. The home offers a versatile layout, highlighted by a private lower-level primary suite with a full en-suite bath and walk-out access-creating a true retreat. Upstairs, two well-proportioned bedrooms provide comfortable accommodations for family or guests. Both full bathrooms have been tastefully renovated with clean, modern finishes.French doors open to a private backyard oasis, seamlessly connecting indoor and outdoor living. Basement for great storage space. Detached garage. Driveway with ample parking. Whether enjoying quiet mornings or hosting on the deck, the setting is both inviting and serene. Turn-key, thoughtfully updated, and set in a highly sought-after location-this is a home that stands out.

53 Prospect St, Woodstock
42 New Sweden Rd, Woodstock
$450,000
4 Beds ⋅ 2 Baths ⋅ 24164615 MLS
Bright and Light. Charming Character. Beautifully Kept. Step into this home that has been in the same family since it was constructed in 1936. It has been renovated, yet still maintains original features, along with a main floor bedroom addition. The kitchen has updates to the counters, floor, and appliances, but remaining is the original copper hardware on the cabinet doors and drawers. The wood floors are in good condition, and exposed in much of the house. There is a one car, detached garage and great workshop space. The lot is open and sunny, and has views of the surrounding farm fields. 1821sqft of inviting living space, this property blends classic details with everyday functionality.

42 New Sweden Rd, Woodstock
83 Dodge Rd, Woodstock
$445,000
3 Beds ⋅ 3 Baths ⋅ 24177482 MLS
Set in the charming town of Woodstock and minutes from the Massachusetts line, this 3-bedroom, 2.5-bath home offers space, flexibility, and a layout ideal for both everyday living .The home includes two primary suites- rare find! Inside, you'll find a spacious living room with vaulted ceilings and a propane fireplace, creating a warm and inviting focal point. The large kitchen features abundant cabinet space, a center island, and a tray ceiling offering both functionality & style. Designated dining area. 2-car under-house garage New roof (2019), new well pump in 2022, and a new hot water heater in 2024. Basement is pre - plumbed for an additional bathroom & extra space! This home combines quiet country living with convenient access to MA-perfect for commuters or anyone looking to enjoy the charm of Northeast CT! Leased solar panels.

83 Dodge Rd, Woodstock
211 New Sweden Rd, Woodstock
$440,000
3 Beds ⋅ 3 Baths ⋅ 24132670 MLS
Sellers are motivated! Welcome home to this classic Colonial nestled on a 2-acre country lot in desirable Woodstock! Built in 2004, this spacious 2,016 sq. ft. home offers 3 bedrooms, 2.5 baths, and a layout designed for comfortable everyday living. The main level features a bright living room, formal dining area, and a large kitchen ready for your personal touch. Upstairs, you'll find three generous bedrooms including a primary suite with a full bath. Enjoy outdoor living on the back deck overlooking private yard space, ideal for relaxing or entertaining. Additional highlights include a 2-car attached garage, full basement, and efficient oil-fired hot water heating. Conveniently located on a quiet country road yet close to local schools, restaurants, and commuting routes - this home offers the perfect balance of space, privacy, and accessibility.

211 New Sweden Rd, Woodstock
134 New Sweden Rd, Woodstock
$435,000
2 Beds ⋅ 2 Baths ⋅ 24137263 MLS
Charming Cape on a Beautiful Level Lot! Welcome home to this inviting Cape featuring a warm and welcoming fireplaced living room with Split rail balcony and vaulted ceiling, perfect for relaxing or entertaining. The spacious eat-in kitchen offers plenty of natural light and functionality for everyday living. Enjoy central air conditioning for year-round comfort and unwind on the classic farmers porch front and back overlooking the picturesque yard. The property also includes a detached oversized two-bay garage, ideal for vehicles, hobbies, or extra storage. Set on a nice level lot, this home combines New England charm with modern conveniences-ready for you to move right in and make it your own!

134 New Sweden Rd, Woodstock
69 Lyon Hill Rd, Woodstock
$435,000
3 Beds ⋅ 2 Baths ⋅ 24132977 MLS
Nestled on a picturesque 1.75-acre lot in the heart of Woodstock, Connecticut, this lovingly maintained 3-bedroom, 2-bathroom Cape offers the perfect blend of country charm and modern convenience. The first-floor primary bedroom features an ensuite bath and laundry, providing ideal single-level living. Two additional bedrooms and a full bath upstairs offer ample space for family or guests. A bright and functional mudroom connects the 2-car garage to the home, providing a convenient space for coats, shoes, and everyday essentials. The basement offers excellent potential and could easily be finished to create additional living, office, or recreational space. Enjoy true country living with thoughtfully designed outdoor features, including an extra storage shed and a chicken coop complete with an egg box, perfect for collecting fresh eggs or small-scale egg sales. The expansive yard offers endless opportunities for gardening, recreation, or simply relaxing in the peaceful surroundings. Comfort and efficiency are top priorities with a high-quality Buderus water heater, extra-large septic system, and mini splits for air conditioning throughout the home. This property combines modern amenities with a warm, inviting atmosphere in one of Connecticut's most scenic towns. Experience the best of Woodstock living-quiet, scenic, and full of small-town charm-while being just a short drive to local amenities. With space, comfort, and thoughtful upgrades, this Cape offers a unique

69 Lyon Hill Rd, Woodstock
20 Crooked Trl, Woodstock
$434,000
3 Beds ⋅ 2 Baths ⋅ 24178009 MLS
Enjoy lake living in this charming Woodstock retreat located directly across the street from Witches Woods Lake, a fully recreational lake offering boating, fishing, swimming, kayaking, and year-round enjoyment. Set on a beautifully landscaped and oversized .60-acre lot with mature gardens, fruit trees, and peaceful outdoor spaces, this property perfectly blends relaxation, recreation, and country charm. Inside, this inviting 3-bedroom, 2-bath home offers a warm and functional layout ideal for everyday living or a weekend getaway. The main level features a spacious primary bedroom, full bath, dedicated office, bright eat-in kitchen with stainless steel appliances, and a welcoming living room with soaring ceilings, abundant natural light, and a stunning stone fireplace with wood stove insert. Step outside to the expansive back deck overlooking the private backyard-perfect for entertaining or unwinding after a day at the lake. Upstairs, you'll find two generously sized bedrooms connected by a convenient Jack-and-Jill bath. Additional highlights include updated flooring, flexible living space, and a full walkout basement offering excellent storage or future finishing potential. Whether you're searching for a full-time residence or the perfect lake retreat, this move-in ready home offers comfort, charm, and access to the very best of Woodstock living.

20 Crooked Trl, Woodstock
15 Windswept Dr, Woodstock
$430,000
3 Beds ⋅ 3 Baths ⋅ 24126520 MLS
Welcome to this inviting 3-bedroom, 3-bathroom home nestled on a quiet cul-de-sac in Woodstock, CT. Bursting with curb appeal, this property blends comfort, character, and convenience. It's just 7 minutes to the Massachusetts border and 6 minutes to Bigelow Hollow State Park, offering the best of both privacy and easy access to nature and amenities. Inside, you'll find a welcoming layout with a cozy Woodstock Vermont soapstone wood stove. The semi-finished walk-out basement provides excellent potential for additional living space, storage, or a workshop. Outdoors, enjoy peaceful mornings or entertaining guests on the back deck with its hot tub and brand-new covered gutters (lifetime warranty, $10K value). Solar panels make this home energy-efficient and future-forward. Additional perks include a shed for storage and a stone camper pad - perfect for your RV or guests. This well-cared-for home still has so much life left to give and sits in a wonderful neighborhood. Don't miss your chance to make it yours!

15 Windswept Dr, Woodstock
70 Laurel Hill Dr, Woodstock
$427,500
3 Beds ⋅ 3 Baths ⋅ 24108595 MLS
Get ready to fall in love with this fully renovated colonial, just one minute from the beach and offering stunning water views! What was once a charming 1,200 sq ft Cape has been recently completely reimagined into a spacious 1,600 sq ft Colonial. This like-new home now boasts 3 bedrooms, 2.5 bathrooms, and a fresh, modern layout perfect for everyday living and entertaining. The heart of the home is the beautifully remodeled kitchen, featuring brand-new stainless steel appliances and a seamless flow into the living room. All 3 bedrooms are a great-size and a dedicated laundry space is upstairs. Everything has been thoughtfully updated, from the newer septic system to the completely rebuilt second story and all nestled on 0.76 acres of land. Located in the desirable Woodstock Academy school district, this home is not just move-in ready-it's a total transformation!

70 Laurel Hill Dr, Woodstock
55 Pine Grove Rd, Woodstock
$425,000
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
47 Little Bungee Hill Rd, Woodstock
$425,000
4 Beds ⋅ 2 Baths ⋅ 24103581 MLS
Welcome home to this charming 1,412 sq ft ranch just a stone's throw from sparkling Lake Bunggee! Inside, an airy open floor plan unites a sun-splashed living room with a stylish kitchen and dining area-granite counters, generous cabinetry, and sight-lines that make entertaining a breeze. Three comfortable bedrooms plus a flexible fourth (ideal for an office, playroom, or guest room) share 1 1/2 nicely updated baths. Step outside to a backyard built for gatherings: a roomy deck, bubbling hot tub, and plenty of lawn for games or gardens. Town and Lake-approved plans-and prepped site work-are ready for a future oversized garage. The sale includes the home's 1.3-acre lot plus an additional 9-acre parcel across the street with land-use restrictions that help preserve the natural setting while giving you extra privacy and potential tax advantages. Launch your boat, cast a fishing line, or swim all summer long with deeded Lake Bungee access just minutes away. Easy, single-level living meets a true outdoor lifestyle-come see why this cozy ranch is the perfect lakeside retreat!

47 Little Bungee Hill Rd, Woodstock
282 Paine District Rd, Woodstock
$420,000
2 Beds ⋅ 2 Baths ⋅ 24143724 MLS
Welcome to this beautifully maintained 2-bedroom(possible 3bd)2-bath home set on a private and serene 3-acre lot, perfect for buyers seeking space, comfort, and opportunity to grow. Featuring all hardwood floors throughout, this residence is a warm and inviting flow complemented by central air to ensure year-round comfort. The modern kitchen is a standout, boasting brand-new stainless steel appliances and a functional layout ideal for cooking, hosting, and everyday living. A bonus room adds exceptional flexibility-perfect for a home office, bedroom, guest room, playroom, or hobby space, catering to evolving needs as life's next chapter unfolds. The property also has an impressive 2-car detached garage with 12-foot doors, ideal for oversized vehicles, recreational equipment, tools, or future workshop space. Whether you're looking to enjoy nature, expand outdoor living, garden, or simply unwind, the expansive acreage provides the freedom and privacy rarely found at this price point. This home is a standout option for first-time home buyers looking for modern amenities, land ownership, and a place with room to dream. Don't miss the chance to make this exceptional property your own-comfort, style, and opportunity await!

282 Paine District Rd, Woodstock
95 Underwood Rd, Woodstock
$415,000
3 Beds ⋅ 1 Baths ⋅ 24153738 MLS
Welcome to this beautifully updated 3-bedroom, 1-bath ranch nestled on a scenic 1-acre open lot in desirable Woodstock, CT. This move-in ready home offers comfortable one-level living with modern updates throughout and a bright, inviting layout perfect for everyday living and entertaining. The partially finished basement provides valuable additional living space-ideal for a family room, home office, gym, or playroom-while still offering plenty of storage. Outside, enjoy your own private retreat with a spacious yard, perfect for gardening, recreation, or simply relaxing. The above-ground pool makes summer gatherings a breeze, and the 2-car garage adds convenience and extra storage space. Set in a peaceful country setting yet close to local amenities, this property offers the perfect blend of privacy, space, and updated comfort. Don't miss your chance to make this charming Woodstock home your own!

95 Underwood Rd, Woodstock
33 Playground Dr, Woodstock
$415,000
2 Beds ⋅ 2 Baths ⋅ 24146685 MLS
**Offer Deadline - Seller asking for all highest and best offers by Tue. Jan. 6th by Noon. Enjoy lake views and coveted lake community rights from this beautifully updated home set on just under an acre of land. The open-concept main level features a sun-filled living room and kitchen with soaring cathedral ceilings, granite countertops, stainless steel appliances. The spacious primary suite offers a walk-in closet and a private full bath with double sinks. No matter the season enjoy central air and a cozy pellet stove-perfect for year-round comfort. Hardwood floors flow throughout the home, complemented by large windows that invite in natural light and showcase scenic surroundings. An additional main-floor room with washer and dryer hookups, currently used as a third bedroom, provides flexible living options. The finished lower level features radiant floor heating, adding valuable living space and warmth. Step outside to a stunning wrap-around cedar porch looking out towards the lake, ideal for relaxing or entertaining. Set yourself up to reap all the benefits of this versatile home that's just a short walk from the beach on Bungee Lake! The lake community enjoys a private beach area and boat ramp. A great place to appreciate doing all the things you love, whether it's boating, swimming, walking, or fishing on this fully recreational lake. A rare opportunity to enjoy lake living with modern updates in a desirable Connecticut lake community.

33 Playground Dr, Woodstock
86 Lebanon Hill Rd, Woodstock
$415,000
4 Beds ⋅ 3 Baths ⋅ 24128481 MLS
Embrace the quintessential New England lifestyle in this charming 4-bedroom, 2-bathroom Cape nestled on over 4 private, wooded acres in Woodstock. Enter inside and be greeted by hardwood floors that flow throughout the home. The main level offers a bright, sunny living room that leads into the well-appointed kitchen, featuring stainless steel appliances, an electric range, and a dining area with access to the back deck - perfect for enjoying your peaceful surroundings. This floor also includes the convenience of a first-floor primary bedroom and a second bedroom, along with a full bathroom. Upstairs, you'll find two additional spacious bedrooms and a second full bathroom located right off the hallway. With a private back deck overlooking your extensive acreage, this home offers the perfect blend of classic charm, convenience, and seclusion. Additional upgrades include 40 year Architectural shingles installed 2020. Located within 40 minutes to an hour from four major cities: Worcester, Springfield, Providence, and Hartford, making it a commuters dream! Don't miss the chance to own a true piece of Woodstock!

86 Lebanon Hill Rd, Woodstock

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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