Woodstock, CT Homes

• 

  $130,000 Sold Oct 28, 2025

  • Land
  • 3.96 Acres
  • $32,828 per Acre

  • 22 Days On Market

  0 Connecticut 169, Woodstock, CT 06281

  This parcel features over 700 feet of road frontage on Route 169. Slopes from road and flattens as you approach Bentley Sport Complex to the rear. Will need to perc test. Woodstock Hill location across from The Inn at Woodstock Hill. Nice view.

  Richard Loomis RE/MAX Bell Park Realty

  0 Connecticut 169, Woodstock, CT 06281
• 

  Est $549,369 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,944 Sq Ft

  21 Deer Meadow Ln, Woodstock, CT 06281

  21 Deer Meadow Ln, Woodstock, CT 06281
• 

  

  

  /40

  $535,000

  • 5 Beds
  • 3.5 Baths
  • 4,172 Sq Ft

  4 Perrin Rd, Woodstock, CT 06281

  Seller is highly motivated! Price has been adjusted! Bring all offers! Welcome to the exquisite Ebenezer Stoddard house built in 1800 once an inn for travelers on an early state route. This 4100 sq ft home is filled with character, history and updates for modern convenience, while saving the historic charm! The home resides on an 1.2 acre lot, mostly cleared with plenty of room for family

  Kerri Mullen CR Premier Properties

  4 Perrin Rd, Woodstock, CT 06281
• 

  $715,000 Sold Oct 21, 2025

  • 3,795 Sq Ft
  • $188/SF
  • 35 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2003

  64 May Brook, Woodstock, CT 06281

  Welcome to 64 May Brook, a beautiful home set on a cul-de-sac in Woodstock with one of the healthiest lawns you'll find, complete with fruit trees, a playscape, and more. Step into the open foyer with a graceful turned staircase. To the right, a convenient first-floor suite awaits, while to the left a cozy den connects seamlessly to the formal dining room. The heart of the home is the kitchen,

  Jared Meehan RE/MAX Bell Park Realty

  64 May Brook, Woodstock, CT 06281
• 

  Est $576,186 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,740 Sq Ft

  593 Brickyard Rd, Woodstock, CT 06281

  593 Brickyard Rd, Woodstock, CT 06281
• 

  

  /40

  $569,000

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft

  23 Little Bungee Hill Rd, Woodstock Valley, CT 06282

  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

  Alan Berman Signature Properties of NewEng

  23 Little Bungee Hill Rd, Woodstock Valley, CT 06282
• 

  $480,000 Sold Oct 21, 2025

  • 1,323 Sq Ft
  • $363/SF
  • 62 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1990

  1 Laurel Hill Dr, Woodstock Valley, CT 06282

  Pride of ownership shines in this wonderful year-round ranch nestled in a peaceful cove on fully recreational Lake Bungee!Whether you're looking to fish,swim,kayak,ski,or ice fish this home offers four seasons of fun right from your backyard-complete with your own private dock and stunning view of the nearby waterfall! Thoughtfully updated in 2025 the entire house was given a fresh new look!

  Pat Malek First Choice Realty

  1 Laurel Hill Dr, Woodstock Valley, CT 06282
• 

  Est $446,230 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  538 Center Rd, Woodstock, CT 06281

  538 Center Rd, Woodstock, CT 06281
• 

  

  /40

  $585,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,672 Sq Ft

  86A County Rd, Woodstock, CT 06281

  Nestled on a private road in Eastford lies this absolute gem! There has not been such a magnificent property available in this recent market! Over 10 glorious, private acres of lush grass and mature trees. 5 car garage with car lift, heat and all the hobbyist dreams of for workshop space and amenities. Carport opens to a foyer and invites you to the inlaw. A show stopper in itself completely

  Amy Brunet Brunet and Company Real Estate

  86A County Rd, Woodstock, CT 06281
• 

  $524,000 Sold Oct 20, 2025

  • 2,036 Sq Ft
  • $257/SF
  • 62 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  36 Dunleavy Dr, Woodstock, CT 06281

  Discover this charming colonial Lakefront home on Roseland Lake, offering 2,036 sq ft of lovely updated living space. Boasting 3 to 4 bedrooms and 2 full baths, this residence combines classic elegance with modern comforts. The home features a spacious 2 1/2 car garage, an oversized shed for ample storage, and was renovated and expanded in 2017, ensuring contemporary finishes and functional

  Diane White CR Premier Properties

  36 Dunleavy Dr, Woodstock, CT 06281
• 

  Est $388,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 766 Sq Ft

  5 Loyola Road Extension, Woodstock, CT 06281

  5 Loyola Road Extension, Woodstock, CT 06281
• 

  

  /38

  $949,000

  • 4 Beds
  • 3 Baths
  • 1,574 Sq Ft

  145 Perrin Rd, Woodstock, CT 06281

  Stunning Equestrian Estate on 26.54 Acres - Woodstock, CT 4 Beds 3 Baths Potential In-Law Setup Solar Owned at Closing Beautiful one-owner post-and-beam home set on 26.54 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 4

  Kerri Mullen CR Premier Properties

  145 Perrin Rd, Woodstock, CT 06281
• 

  $875,000 Sold Oct 17, 2025

  • 3,114 Sq Ft
  • $281/SF
  • 30 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1992

  55 Lebanon Hill Rd, Woodstock, CT 06281

  Wake up to sunrises over the water on your own 8.9-acre private waterfront retreat. This beautifully updated year-round home blends quality craftsmanship with serene natural beauty. Enjoy mahogany doors, hardwood floors, newer windows, and a gourmet KITCHEN with Brunahans cabinets, Handy dumbwaiter to bring up items from garage, granite counters, stainless appliances, and island seating. Open

  Mary Collins Berkshire Hathaway NE Prop.

  55 Lebanon Hill Rd, Woodstock, CT 06281
• 

  Est $642,500 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,920 Sq Ft

  214 Woodstock Rd, Woodstock, CT 06281

  214 Woodstock Rd, Woodstock, CT 06281
• 

  

  /38

  $439,900

  • 2 Beds
  • 2 Baths
  • 1,306 Sq Ft

  134 New Sweden Rd, Woodstock, CT 06281

  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

  Cary Marcoux RE/MAX Bell Park Realty

  134 New Sweden Rd, Woodstock, CT 06281
• 

  $571,185 Sold Oct 17, 2025

  • 4,096 Sq Ft
  • $139/SF
  • 25 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1960

  185 Child Hill Rd, Woodstock, CT 06281

  Stunning oversized Ranch beautifully remodeled with modern style and comfort. Spacious, open layout with gleaming hardwoods throughout. The inviting living room features built-in shelving, a stone fireplace with insert, and a large picture window framing manicured landscaping and stone walls. A welcoming front porch enhances the country charm. The newer kitchen boasts Hickory Craft cabinets,

  Mary Collins Berkshire Hathaway NE Prop.

  185 Child Hill Rd, Woodstock, CT 06281
• 

  Est $368,063 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,118 Sq Ft

  94 Little Pond Rd, Woodstock, CT 06281

  94 Little Pond Rd, Woodstock, CT 06281
• 

  

  /40

  $420,000

  • 3 Beds
  • 2 Baths
  • 1,506 Sq Ft

  417 Dugg Hill Rd, Woodstock, CT 06281

  There's such a great layout in this spacious contemporary raised ranch! It has vaulted ceilings in the center of the home where you will find an open kitchen, dining and living space. On one side is a large primary suite with full bath and on the other side there's another full bath, a family room with fireplace and two secondary bedrooms. If you need additional space, there's plenty more

  Loni Wright RE/MAX Bell Park Realty

  417 Dugg Hill Rd, Woodstock, CT 06281
• 

  $210,000 Sold Oct 10, 2025

  • Land
  • 5.11 Acres
  • $41,096 per Acre

  • 180 Days On Market

  00 Joy Rd, Woodstock, CT 06281

  "Life is a Joy on Joy Road" Nestled in the heart of Woodstock, CT, this stunning 5.11-acre building lot offers the perfect balance of peaceful seclusion and easy access to modern conveniences. Surrounded by lush woodlands and gently rolling terrain, this property provides an idyllic setting for your dream home, offering privacy, natural beauty, and a connection to nature. Despite its serene

  Elizabeth Scranton Kazantzis Real Estate, LLC

  00 Joy Rd, Woodstock, CT 06281
• 

  Est $751,233 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,124 Sq Ft

  50 Lake View Dr, Woodstock, CT 06281

  50 Lake View Dr, Woodstock, CT 06281
• 

  

  /40

  $375,000

  • 3 Beds
  • 1.5 Baths
  • 1,476 Sq Ft

  55 Pond View Dr, Woodstock, CT 06281

  Nestled in a quiet corner of the waterfront community of Muddy Pond, this beautifully maintained 3 bed/1.5 bath gem offers the rare combination of privacy, a generous yard, and close proximity to the water. Set on a 1.1-acre lot, the property features a spacious and tucked away yard, something you don't often find this close to the lake, and is perfect for relaxing or entertaining. It's has

  Lisa Perry CR Premier Properties

  55 Pond View Dr, Woodstock, CT 06281
• 

  $26,000 Sold Oct 08, 2025

  • 300 Sq Ft
  • $87/SF
  • 168 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1995

  25 Route 197 Unit Lot 40, Woodstock, CT 06281

  Price Improvement! Welcome to your home away from home! This is your opportunity to own your very own campsite located in in the beautiful Meadowside of Woodstock community! Included is a 1995 33' Corsica Cobra 30BH trailer that has been well cared for. The trailer has a queen bed and a bunk room with two additional sleeping bunks, a full bath with a standup shower and an eat-in kitchen. There is

  Keri Roy Kazantzis Real Estate, LLC

  25 Route 197 Unit Lot 40, Woodstock, CT 06281
• 

  Est $524,741 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,924 Sq Ft

  1157 Route 169, Woodstock, CT 06281

  1157 Route 169, Woodstock, CT 06281
• 

  

  /28

  $244,900

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  5 Woodstock Hills Dr, Woodstock, CT 06281

  Charming Condo in a Peaceful, Convenient Location-- Discover this inviting 2-bedroom, 1.5-bath 1,080 sq ft 5 room townhouse condo nestled in a quiet, private community of just 14 homes. Enjoy the warmth of a wood-burning fireplace in the open concept living room/dining room and well equipped kitchen. Step out of the sliding glass doors onto your private back deck - a perfect spot to relax and

  Jennifer Albanesi Berkshire Hathaway NE Prop.

  5 Woodstock Hills Dr, Woodstock, CT 06281
• 

  $490,000 Sold Oct 03, 2025

  • 1,728 Sq Ft
  • $284/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1996

  25 Barlow Cemetery Rd, Woodstock Valley, CT 06282

  Set on a private 1.64-acre lot in West Woodstock, this beautifully maintained 3-bedroom, 2-bath Dutch Colonial/Gambrel blends comfort, efficiency, and craftsmanship. The open main level features natural maple floors, a spacious kitchen with maple cabinets to the ceiling, quartz countertops, a tiled backsplash, Energy Star appliances, and a bright dining area overlooking landscaped grounds,

  Carol Ryniewicz CR Premier Properties

  25 Barlow Cemetery Rd, Woodstock Valley, CT 06282
• 

  Est $145,212 Not Listed For Sale

  • 2 Beds
  • 0.5 Baths
  • 728 Sq Ft

  6 Old Sawmill Rd, Woodstock, CT 06281

  6 Old Sawmill Rd, Woodstock, CT 06281
• 

  

  /28

  $349,900

  • Land
  • 79 Acres
  • $4,429 per Acre

  00 Ide Perrin Rd, Woodstock, CT 06281

  On a private road with Unspoiled Splendor - 79 Acres with 2 brooks on the property. Lebanon Brook on the west side and Porter Pond brook on the east. Some wetlands mixed with some highlands and lots of trees. Absolute seclusion possibe with enough lumber to build and heat your home forever. Carve your homestead out of the Wilderness amongst other large acreage parcels. 300' Road Frontage on Ide

  Catherine Howard Berkshire Hathaway NE Prop.

  00 Ide Perrin Rd, Woodstock, CT 06281
• 

  $125,000 Sold Sep 29, 2025

  • Land
  • 7.5 Acres
  • $16,667 per Acre

  • 26 Days On Market

  0 Rocky Hill Rd Unit 24123768, Woodstock, CT 06281

  Discover the perfect blend of privacy and convenience with this 7.5-acre approved building lot, set back from the road for a peaceful, secluded setting. This cleared property is ready for your dream home with two completed perk tests in separate locations and one septic design already in place, streamlining the building process. Currently approved for a 3 bedroom home but very possible that it

  Sheena Ruggirello Real Broker CT, LLC

  0 Rocky Hill Rd Unit 24123768, Woodstock, CT 06281
• 

  Est $445,903 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,526 Sq Ft

  32 Beech St, Woodstock, CT 06281

  32 Beech St, Woodstock, CT 06281
• 

  

  /31

  $423,000

  • 4 Beds
  • 1.5 Baths
  • 1,904 Sq Ft

  381 Bungay Hill Rd, Woodstock, CT 06281

  Situated in tranquil Woodstock, this spacious four bedroom Cape is the ultimate hidden treasure. It's calm, tree-lined 4.23 acres opens up to offer a large yard to allow space for all of your outdoor activities. Inside, you will be met with a smooth-flowing layout, 9ft ceilings, and plenty of natural lighting. The first level homes two sizeable bedrooms that transition into the main living space

  Anna Marsh BHHS Realty Professionals

  381 Bungay Hill Rd, Woodstock, CT 06281
• 

  $1,000,000 Sold Sep 24, 2025

  • 3,983 Sq Ft
  • $251/SF
  • 60 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  584 Prospect St, Woodstock, CT 06281

  For those who belong to the land. Over 100 acres of private, usable terrain at the CT/MA line, Bear Hill Estate is a fully realized lifestyle retreat for the discerning equestrian or outdoor enthusiast, with effortless access to I-395, I-84, and the Mass Pike. At its heart sits a 3 bed, 2.5 bath custom log home-crafted from white pine logs hand-felled in Nova Scotia, where the bespoke cabinetry

  Jennie Kesselman Berkshire Hathaway NE Prop.

  584 Prospect St, Woodstock, CT 06281
• 

  Est $468,596 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft

  23 Walnut Rd, Woodstock, CT 06281

  23 Walnut Rd, Woodstock, CT 06281
• 

  

  /7

  $85,000

  • Land
  • 0.88 Acre
  • $96,591 per Acre

  0 Aplin Hill Ln, Woodstock, CT 06282

  The perfect blend of privacy and community. Lot 4 is the only rear lot in this quiet Woodstock Valley cul-de-sac, a rare chance to build in a growing neighborhood while enjoying the privacy of a wooded .88-acre setting. Conservation land borders the northern and eastern edges, creating a natural buffer that sets this lot apart from the rest. With construction now underway on neighboring Lots 3, 5

  Kristen Kaskela Berkshire Hathaway NE Prop.

  0 Aplin Hill Ln, Woodstock, CT 06282
• 

  $460,000 Sold Sep 23, 2025

  • 1,564 Sq Ft
  • $294/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2007

  21 Old Sawmill Rd, Woodstock, CT 06281

  Built in 2007, this custom-built three-bedroom, two-bathroom Cape home offers rights to scenic Lake Bunggee and the perfect blend of comfort and style. Relax on the beautiful wrap-around Trex deck, unwind in the spacious living areas, and cook in the large eat-in kitchen. The home features updated flooring throughout most of the interior, a new sliding door, energy-efficient thermopane windows,

  Devin Brown Byrnes Real Estate Company

  21 Old Sawmill Rd, Woodstock, CT 06281
• 

  Est $513,130 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  35 Valley View Rd, Woodstock Valley, CT 06282

  35 Valley View Rd, Woodstock Valley, CT 06282
• 

  

  /40

  $1,100,000

  • 5 Beds
  • 4 Baths
  • 5,079 Sq Ft

  76 Mill Brook Ln, Woodstock, CT 06281

  Tucked away on 6.5 private acres in the prestigious MillBrook Estates, this 5,000+ sq ft custom home offers an exceptional blend of elegance, functionality, and luxury. A long paved drive leads to this stately residence, featuring 5 bedrooms, multiple living areas, and rich architectural details throughout. The grand foyer with a hydraulic chandelier sets the tone for the craftsmanship found

  Katie Totten William Raveis Real Estate

  76 Mill Brook Ln, Woodstock, CT 06281
• 

  $301,000 Sold Sep 23, 2025

  • 1,340 Sq Ft
  • $225/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1959

  78 Peake Brook Rd, Woodstock, CT 06281

  Discover this move in ready 1,340 sq ft ranch in the charming South Woodstock area. This home offers a warm and inviting atmosphere with three bedrooms and two full bathrooms. The dining room provides perfect space for family gatherings and entertaining guests. Built in 1959, the property boasts a very large workshop attached to the house-ideal for hobbies, projects, or additional storage.

  Charolotte Cook CR Premier Properties

  78 Peake Brook Rd, Woodstock, CT 06281
• 

  Est $427,143 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,685 Sq Ft

  70 Red Cedar Rd, Woodstock Valley, CT 06282

  70 Red Cedar Rd, Woodstock Valley, CT 06282
• 

  

  /29

  $420,000

  • 3 Beds
  • 2.5 Baths
  • 1,682 Sq Ft

  70 Laurel Hill Dr, Woodstock Valley, CT 06282

  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

  Katelyn Battista Real Broker CT, LLC

  70 Laurel Hill Dr, Woodstock Valley, CT 06282
• 

  $625,000 Sold Sep 22, 2025

  • 2,682 Sq Ft
  • $233/SF
  • 129 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1968

  37 Pulpit Rock Rd, Woodstock, CT 06281

  Location, location, location! Tucked away on a quiet scenic road just steps from historic Woodstock Hill and Woodstock Academy, this classic Colonial offers 2,682 sq. ft. of timeless charm on 1.6 acres-one of the most desirable and private settings in Woodstock. Inside, wide-plank oak floors, exposed beams, and two fireplaces create a warm and inviting atmosphere. The open kitchen and dining

  Carol Ryniewicz CR Premier Properties

  37 Pulpit Rock Rd, Woodstock, CT 06281

Showing Results 41 - 80, Page 2 of 18