Woodstock, CT Homes

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  $549,900

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

  4 Perrin Rd, Woodstock, CT 06281

  House was withdrwan due to bad winter weather only. Historic elegance meets modern comfort in the Ebenezer Stoddard House (c. 1800), a former inn offering 4,172 sq ft, 5 bedrooms, and 3.5 baths on 1.2 acres in Woodstock's sought-after Quiet Corner. Original charm shines through wide-plank floors, exposed beams, multiple fireplaces, 2 stair cases , while recent updates include a modernized kitchen

  

  Divya Kataria

  Berkshire Hathaway NE Prop.

  (860) 410-4201

  4 Perrin Rd, Woodstock, CT 06281
• Explore Woodstock

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  /21

  $1,700 per month

  • 2 Beds
  • 1.5 Baths
  • 1,014 Sq Ft
  • House for Rent

  192 Laurel Hill Dr, Woodstock Valley, CT 06282

  Lake views of Lake Bunggee from the open front deck*unique design with Master bedroom with sliders to private enclosed garden area*full bath with oversized shower, jacuzzi, sliders to deck to enclosed garden deck area for privacy*cathedral galley kitchen with breakfast bar and dining area*living room with cathedral ceilings, skylight, ceiling fan*second floor loft bedroom with closet*second floor

  Sandy Maier Schede Maier Real Estate

  192 Laurel Hill Dr, Woodstock Valley, CT 06282
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  $625,000 Sold Sep 22, 2025

  37 Pulpit Rock Rd, Woodstock, CT 06281

  • 4 Beds
  • 2.5 Baths
  • 2,682 Sq Ft
  • Built 1968

  Last Sold Summary

  • 7% Below List Price
  • $233/SF
  • 129 Days On Market

  Last Listing Agent Carol Ryniewicz CR Premier Properties

  37 Pulpit Rock Rd, Woodstock, CT 06281
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  Not Listed For Sale

  XO Pole Bridge Rd, Woodstock, CT 06281

  XO Pole Bridge Rd, Woodstock, CT 06281

  Last Sold Summary

  • 10 Days On Market

  Last Sold Price $180,000

  Last Listing Agent Dennis Duga Dr. LAND
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  $597,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,212 Sq Ft

  0 Rr 197 Rd, Woodstock, CT 06281

  Brand New Construction at an amazingly affordable price! This 4 bedroom 2.5 Colonial will be set on a knoll in the meadows in the picturesque Town of Woodstock. It is private and secluded, yet minutes away from the interstate with easy access to Boston, Worcester and Hartford. The home will have gleaming hardwood oak floors throughout the first floor with an open concept plan. The kitchen will

  

  Morris Lewis

  Northeast Realty

  (860) 943-4776

  0 Rr 197 Rd, Woodstock, CT 06281
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  $3,800 per month

  • 2 Beds
  • 2 Baths
  • 1,855 Sq Ft
  • House for Rent

  60 Indian Spring Rd, Woodstock, CT 06281

  Brand-new multi-level TimberTech decks spanning roughly 800 square feet anchor the back of this fully furnished and beautifully renovated lakeside home on private Witches Woods Lake, creating an expansive outdoor haven for hosting, unwinding, and breathing in the calm of true waterfront living. With breathtaking views and direct frontage, the home has been thoughtfully updated in recent years

  Jennie Kesselman Berkshire Hathaway NE Prop.

  60 Indian Spring Rd, Woodstock, CT 06281
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  $524,000 Sold Oct 20, 2025

  36 Dunleavy Dr, Woodstock, CT 06281

  • 3 Beds
  • 2 Baths
  • 2,036 Sq Ft
  • Built 1960

  Last Sold Summary

  • 5% Below List Price
  • $257/SF
  • 62 Days On Market

  Current Estimated Value $529,993

  Last Listing Agent Diane White Berkshire Hathaway NE Prop.

  36 Dunleavy Dr, Woodstock, CT 06281
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  Est $871,004 Not Listed For Sale

  145 Laurel Hill Dr, Woodstock Valley, CT 06282

  • 3 Beds
  • 2.5 Baths
  • 2,614 Sq Ft
  • Built 2011

  145 Laurel Hill Dr, Woodstock Valley, CT 06282

  Last Sold Summary

  • 8% Below List Price
  • $363/SF
  • 2 Days On Market

  Last Sold Price $950,000

  Last Listing Agent John Downs Berkshire Hathaway Home Services
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  $679,000

  • 3 Beds
  • 2 Baths
  • 2,669 Sq Ft

  402 Perrin Rd, Woodstock, CT 06281

  Welcome to this charming 2.7-acre property, where functionality meets potential. Perfectly suited for horse enthusiasts, this small yet mighty property provides endless possibilities-whether you're looking to house your own horses, run a boarding business, or provide training. The beautifully remodeled antique home exudes warmth and character, featuring a cozy living room with a wood stove, a

  Kelly Ryan William Raveis Real Estate

  402 Perrin Rd, Woodstock, CT 06281
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  /14

  $3,000 per month

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • House for Rent

  387 Route 169, Woodstock, CT 06281

  Woodstock 3-bedroom 1 bathroom Ranch rental, conveniently located for commuting. Sitting on 3/4 AC, this home features new roof, efficient solar panels for low electric bills, brand new well, along with cosmetic updates to the kitchen, bathroom, and bedrooms. Home has a good sized attached 2 car garage/workshop/storage area along with a full basement for additional storage. Paved driveway with

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  387 Route 169, Woodstock, CT 06281
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  $413,000 Sold Mar 09, 2026

  250 Child Rd, Woodstock, CT 06281

  • 3 Beds
  • 2 Baths
  • 2,326 Sq Ft
  • Built 1981

  Last Sold Summary

  • 18% Above List Price
  • $178/SF
  • 2 Days On Market

  Current Estimated Value $356,193

  Last Listing Agent Joseph Murphy CR Premier Properties

  250 Child Rd, Woodstock, CT 06281
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  Est $450,098 Not Listed For Sale

  51 Tayler Trail, Woodstock Valley, CT 06282

  • 3 Beds
  • 2.5 Baths
  • 1,950 Sq Ft
  • Built 2016

  51 Tayler Trail, Woodstock Valley, CT 06282

  Last Sold Summary

  • 1% Above List Price
  • $228/SF
  • 4 Days On Market

  Last Sold Price $444,000

  Last Listing Agent Nathan Daniel Boston MetroWest, LLC
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  $465,000

  • 3 Beds
  • 2.5 Baths
  • 1,518 Sq Ft

  310 Roseland Park Rd, Woodstock, CT 06281

  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

  Tessa Stacy Brunet and Company Real Estate

  310 Roseland Park Rd, Woodstock, CT 06281
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  $476,500 Sold Jul 11, 2025

  18 Perrin Rd, Woodstock, CT 06281

  • 3 Beds
  • 2 Baths
  • 2,125 Sq Ft
  • Built 1832

  Last Sold Summary

  • 6% Above List Price
  • $224/SF
  • 3 Days On Market

  Current Estimated Value $490,661

  Last Listing Agent Amy Archambault Berkshire Hathaway NE Prop.

  18 Perrin Rd, Woodstock, CT 06281
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  Est $478,567 Not Listed For Sale

  41 Crooked Trail, Wood Stock, CT 06281

  • 4 Beds
  • 2 Baths
  • 1,834 Sq Ft
  • Built 1972

  41 Crooked Trail, Wood Stock, CT 06281

  Last Sold Summary

  • 1% Below List Price
  • $264/SF
  • 41 Days On Market

  Last Sold Price $485,000

  Last Listing Agent Sandie Terenzi KW Legacy Partners
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  $749,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,569 Sq Ft

  145 Perrin Rd, Woodstock, CT 06281

  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,

  Kerri Mullen CR Premier Properties

  145 Perrin Rd, Woodstock, CT 06281
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  $565,000 Sold Jul 18, 2025

  222 Route 197, Woodstock, CT 06281

  • 3 Beds
  • 2 Baths
  • 1,952 Sq Ft
  • Built 1991

  Last Sold Summary

  • $289/SF
  • 8 Days On Market

  Current Estimated Value $573,551

  Last Listing Agent Brooke Gelhaus Compass Connecticut, LLC

  222 Route 197, Woodstock, CT 06281
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  Est $695,412 Not Listed For Sale

  429 Child Rd, Woodstock, CT 06281

  • 3 Beds
  • 4 Baths
  • 3,076 Sq Ft
  • Built 2008

  429 Child Rd, Woodstock, CT 06281

  Last Sold Summary

  • 5% Below List Price
  • $239/SF
  • 7 Days On Market

  Last Sold Price $735,000

  Last Listing Agent Jared Meehan RE/MAX
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  $659,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,735 Sq Ft

  35 Senexet Village Rd, Woodstock, CT 06281

  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

  Brenda Chubbuck Berkshire Hathaway NE Prop.

  35 Senexet Village Rd, Woodstock, CT 06281
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  $49,900 Sold Jul 13, 2025

  1340B Connecticut 169, Woodstock, CT 06281

  • Land
  • 3.6 Acres
  • $13,861 per Acre

  Last Sold Summary

  • 58 Days On Market

  Last Listing Agent Dennis Duga Dr. LAND

  1340B Connecticut 169, Woodstock, CT 06281
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  Not Listed For Sale

  208 Baxter Rd, Woodstock, CT 06281

  • 2 Beds
  • 0.5 Baths
  • 480 Sq Ft
  • Built 1947

  208 Baxter Rd, Woodstock, CT 06281

  Last Sold Summary

  • 145% Above List Price
  • $254/SF
  • 5 Days On Market

  Last Sold Price $122,000

  Last Listing Agent Kathleen Holland KW Legacy Partners
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  $649,900

  • 3 Beds
  • 2.5 Baths
  • 2,604 Sq Ft

  63 May Brook, Woodstock, CT 06281

  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

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  63 May Brook, Woodstock, CT 06281
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  $789,000 Sold Aug 15, 2025

  43 Hiawatha Heights, Woodstock Valley, CT 06282

  • 2 Beds
  • 2 Baths
  • 1,918 Sq Ft
  • Built 1988

  Last Sold Summary

  • $411/SF
  • 42 Days On Market

  Current Estimated Value $803,500

  Last Listing Agent Jennie Kesselman Berkshire Hathaway NE Prop.

  43 Hiawatha Heights, Woodstock Valley, CT 06282
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  Est $611,720 Not Listed For Sale

  3 Holmeslea Ct, Woodstock, CT 06281

  • 5 Beds
  • 2.5 Baths
  • 3,526 Sq Ft
  • Built 1850

  3 Holmeslea Ct, Woodstock, CT 06281

  Last Sold Summary

  • 20% Above List Price
  • $144/SF
  • 4 Days On Market

  Last Sold Price $508,000

  Last Listing Agent Mary Collins Berkshire Hathaway Home Services
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  $489,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  00 Center Rd, Woodstock, CT 06281

  TO BE BUILT Welcome to the quiet corner of Northeast Connecticut. Serene setting in Woodstock, this Raised Ranch on 2 +/- acres will provide ample living space with 1500sq ft. on the main floor. A two car garage underneath and unfinished basement space allows room for expansion. 3 bedrooms, two baths. Central heat and air, granite or similar counter tops. Generator hook up. Cathedral ceilings

  Rachael Zagurski RE/MAX One

  00 Center Rd, Woodstock, CT 06281
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  $395,000 Sold Nov 03, 2025

  50 Crooked Trail, Woodstock, CT 06281

  • 3 Beds
  • 3 Baths
  • 2,339 Sq Ft
  • Built 1993

  Last Sold Summary

  • 6% Below List Price
  • $169/SF
  • 16 Days On Market

  Current Estimated Value $437,451

  Last Listing Agent Lynn Converse RE/MAX Bell Park Realty

  50 Crooked Trail, Woodstock, CT 06281
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  Est $644,805 Not Listed For Sale

  739 Route 171, Woodstock, CT 06281

  • 3 Beds
  • 2 Baths
  • 2,277 Sq Ft
  • Built 1977

  739 Route 171, Woodstock, CT 06281

  Last Sold Summary

  • 4% Below List Price
  • $296/SF
  • 20 Days On Market

  Last Sold Price $675,000

  Last Listing Agent Mary Collins Berkshire Hathaway Home Services
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  $375,000

  • 2 Beds
  • 1.5 Baths
  • 864 Sq Ft

  70 Hawkins Rd, Woodstock Valley, CT 06282

  Welcome to this charming 2-bedroom, 1.5-bath home that offers the perfect blend of comfort and convenience. Ideal for empty nesters, downsizers, or anyone looking for a fantastic condo alternative, this home provides the privacy of single-family living without the hassle HOA. Step inside and enjoy a warm and inviting layout with comfortable living spaces that make the home feel instantly

  Joyce Teixeira Dream Living Realty, LLC

  70 Hawkins Rd, Woodstock Valley, CT 06282
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  $26,000 Sold Oct 08, 2025

  25 Route 197 Unit Lot 40, Woodstock, CT 06281

  • 1 Bed
  • 1 Bath
  • 300 Sq Ft
  • Built 1995

  Last Sold Summary

  • 42% Below List Price
  • $87/SF
  • 168 Days On Market

  Last Listing Agent Keri Roy Kazantzis Real Estate, LLC

  25 Route 197 Unit Lot 40, Woodstock, CT 06281
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  Est $483,612 Not Listed For Sale

  1115 Route 169, Woodstock, CT 06281

  • 3 Beds
  • 2 Baths
  • 2,644 Sq Ft
  • Built 1986

  1115 Route 169, Woodstock, CT 06281

  Last Sold Summary

  • 15% Above List Price
  • $160/SF
  • 214 Days On Market

  Last Sold Price $422,000

  Last Listing Agent VIvian Kozey CR Premier Properties
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  /22

  $99,900

  • Land
  • 13.6 Acres
  • $7,346 per Acre

  0 Lyon Hill Rd, Woodstock, CT 06281

  Woodstock 13.60-Acre Residential Home Lot With 643-FT Frontage Located At The Intersection Of Rte-197, Center Road, And The Beginning Of Lyon Hill Road, Woodstock. Build Site Is Very Accessible, Cleared, Level, Open, And Already Has Two Access Ways / Drives In And Out. Plenty Of Room For House, Well And Septic. Please Do Not Go On The Property Without An Appointment.

  Robert Arute Arute Realty Group LLC

  0 Lyon Hill Rd, Woodstock, CT 06281
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  $700,000 Sold Nov 19, 2025

  170 Lyon Hill Rd, Woodstock, CT 06281

  • 3 Beds
  • 2.5 Baths
  • 2,960 Sq Ft
  • Built 1811

  Last Sold Summary

  • 3% Above List Price
  • $236/SF
  • 2 Days On Market

  Current Estimated Value $701,790

  Last Listing Agent Mary Ellen Barnett William Pitt Sotheby's Int'l

  170 Lyon Hill Rd, Woodstock, CT 06281
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  Est $729,775 Not Listed For Sale

  28 Prospect St, Woodstock, CT 06281

  • 3 Beds
  • 2 Baths
  • 2,832 Sq Ft
  • Built 1750

  28 Prospect St, Woodstock, CT 06281

  Last Sold Summary

  • 10% Above List Price
  • $235/SF
  • 45 Days On Market

  Last Sold Price $665,000

  Last Listing Agent Stephanie Gosselin Berkshire Hathaway Home Services
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  $350,000

  • 3 Beds
  • 2 Baths
  • 1,754 Sq Ft

  170 Smith Rd, Woodstock, CT 06281

  Set on 4.3 private acres along a quiet country road, this well-located Woodstock property offers peaceful, nature-filled surroundings with exceptional privacy and 872 feet of road frontage. The home features 1,754 square feet of living space with 3 bedrooms and 2 full baths, designed for comfortable everyday living. A standout feature is the newer in-law apartment on the lower level, complete

  John Downs Berkshire Hathaway NE Prop.

  170 Smith Rd, Woodstock, CT 06281
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  $559,000 Sold Feb 02, 2026

  23 Little Bungee Hill Rd, Woodstock Valley, CT 06282

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 1960

  Last Sold Summary

  • 11% Below List Price
  • $259/SF
  • 198 Days On Market

  Current Estimated Value $544,197

  Last Listing Agent Alan Berman Signature Properties of N.E.

  23 Little Bungee Hill Rd, Woodstock Valley, CT 06282
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  Est $629,404 Not Listed For Sale

  1530 Route 169, Woodstock, CT 06281

  • 4 Beds
  • 2.5 Baths
  • 2,960 Sq Ft
  • Built 2005

  1530 Route 169, Woodstock, CT 06281

  Last Sold Summary

  • 4% Above List Price
  • $204/SF
  • 32 Days On Market

  Last Sold Price $605,000

  Last Listing Agent Kristen Kaskela Berkshire Hathaway Home Services
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  $325,000

  • 3 Beds
  • 1.5 Baths
  • 1,640 Sq Ft

  1250 Route 171, Woodstock, CT 06281

  Welcome to this charming colonial with stenciled details that add character & style! This delightful antique property is the perfect fixer upper and features 3 bedrooms, 1 and a 1/2 bathrooms, and a clapboard exterior. Situated on a 0.9 acre lot, this home boasts a garden in the side yard and a large backyard, perfect for outdoor enjoyment. Additionally, a shed provides convenient storage for

  Kara Mazzola First Choice Realty

  1250 Route 171, Woodstock, CT 06281
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  $204,000 Sold Aug 15, 2025

  000 Green Rd, Woodstock, CT 06281

  • Land
  • 19 Acres
  • $10,737 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 350 Days On Market

  Last Listing Agent Dennis Duga Northeast Realty

  000 Green Rd, Woodstock, CT 06281
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  Est $585,902 Not Listed For Sale

  593 Brickyard Rd, Woodstock, CT 06281

  • 3 Beds
  • 2.5 Baths
  • 2,740 Sq Ft
  • Built 2003

  593 Brickyard Rd, Woodstock, CT 06281

  Last Sold Summary

  • 14% Above List Price
  • $188/SF
  • 5 Days On Market

  Last Sold Price $516,000

  Last Listing Agent Brooke Gelhaus Compass Connecticut, LLC
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  $2,840,000

  • 6 Beds
  • 3.5 Baths
  • 10,908 Sq Ft

  5 Brookside Ln, Woodstock, CT 06281

  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,

  Lisa Cozzi Century 21 AllPoints Realty

  5 Brookside Ln, Woodstock, CT 06281

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