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80 Bungay Hill Rd, Woodstock image
80 Bungay Hill Rd, Woodstock $2,500,000

Welcome to this 80 acre Connecticut Estate, tucked into the rolling hills of Woodstock Ct. This exceptional 4,655 sq ft contemporary home offers a unique living experienc...

  • 3 Beds
  • 4 Baths
  • 24196666 MLS
848 Rte 171st Rte, Woodstock image
848 Rte 171st Rte, Woodstock $2,100,000 ▼

Taylor Brooke Vineyard, Winery, Brewery, and Residence presents a rare opportunity to acquire 43 picturesque acres in Woodstock, Connecticut. This offering includes three...

  • 6 Baths
  • 24074696 MLS
158 W Quasset Rd, Woodstock image
158 W Quasset Rd, Woodstock $1,995,000 ▼

Extraordinary Waterfront Estate. Set on an exceptional 5.5-acre private lot with 265 feet of shoreline frontage, this completely rebuilt luxury residence offers a rare op...

  • 4 Beds
  • 4 Baths
  • 24180508 MLS
155 Paine Rd, Woodstock image
155 Paine Rd, Woodstock $1,650,000

Set on a breathtaking stretch of rolling countryside in historic Woodstock, this extraordinary Federal Colonial reproduction blends timeless New England craftsmanship wit...

  • 4 Beds
  • 6 Baths
  • 24174159 MLS
30 Crabtree Lane, Woodstock image
30 Crabtree Lane, Woodstock $1,550,000 ▼

Abutting lot consisting of 3.18 acres included in the sale. Located in the Woodstock Industrial Park, this versatile 10,000 sq ft metal building offers endless possibilit...

  • 5 Baths
  • 73495303 MLS
30 Crabtree Lane, Woodstock image
30 Crabtree Lane, Woodstock $1,550,000 ▼

Abutting lot consisting of 3.18 acres included in the sale. Located in the Woodstock Industrial Park, this versatile 10,000 sq ft metal building offers endless possibilit...

  • 1409024 MLS
30 Crabtree Ln, Woodstock image
30 Crabtree Ln, Woodstock $1,550,000 ▼

Abutting lot consisting of 3.18 acres included in the sale. Located in the Woodstock Industrial Park, this versatile 10,000 sq ft metal building offers endless possibilit...

  • 24164156 MLS
329 Rte 198, Woodstock image
329 Rte 198, Woodstock $1,425,000

Set amid nearly 120 acres across four deeded lots, this impressive Woodstock property offers an exceptional combination of privacy, space and versatility. The stately Col...

  • 4 Beds
  • 5 Baths
  • 24205041 MLS
1374 Rte 171, Woodstock image
1374 Rte 171, Woodstock $1,395,000 ▼

Set on 10.3 private acres in desirable Woodstock Valley, "Blue Heron Glade" offers a rare blend of privacy, natural beauty, and thoughtfully designed living spaces in Con...

  • 4 Beds
  • 6 Baths
  • 24177811 MLS
1129 Rte 169, Woodstock image
1129 Rte 169, Woodstock $1,350,000

Get ready to embark on an exciting opportunity with this licensed daycare facility! Boasting an impressive capacity for a total of 128 children, this conveniently located...

  • 170587074 MLS
95 Pole Bridge Rd, Woodstock image
95 Pole Bridge Rd, Woodstock $1,275,000

Waterfront living at its most private and picturesque on beautiful Chamberlain Lake. Set on 200 feet of private lake frontage, this exceptional custom post-and-beam Cape ...

  • 4 Beds
  • 4 Baths
  • 24185273 MLS
30 Crabtree Lane, Woodstock image
30 Crabtree Lane, Woodstock $1,200,000 ▼

Located in the Woodstock Industrial Park, this versatile 10,000 sq ft metal building offers endless possibilities for industrial, manufacturing, or storage use. The prope...

  • 1403779 MLS
30 Crabtree Lane, Woodstock image
30 Crabtree Lane, Woodstock $1,200,000 ▼

Located in the Woodstock Industrial Park, this versatile 10,000 sq ft metal building offers endless possibilities for industrial, manufacturing, or storage use. The prope...

  • 5 Baths
  • 73471397 MLS
30 Crabtree Ln, Woodstock image
30 Crabtree Ln, Woodstock $1,200,000 ▼

Located in the Woodstock Industrial Park, this versatile 10,000 sq ft metal building offers endless possibilities for industrial, manufacturing, or storage use. The prope...

  • 1 Baths
  • 24086817 MLS
48 Grey Fox Lndg, Woodstock image
48 Grey Fox Lndg, Woodstock $875,000 ▼

Welcome to this exceptional custom-built ranch, perfectly situated at the end of a peaceful cul-de-sac in South Woodstock. Offering a great blend of luxury, comfort, and ...

  • 4 Beds
  • 5 Baths
  • 24180671 MLS
36 Olde Meadow Road, Woodstock image
36 Olde Meadow Road, Woodstock $799,900

TO BE CONSTRUCTED | Starting at $799,900 Welcome to Eastwood Estates, where luxury living meets the natural beauty and tranquility of Woodstock. Set on a picturesque 1.92...

  • 4 Beds
  • 3 Baths
  • 73530654 MLS
36 Olde Meadow Rd, Woodstock image
36 Olde Meadow Rd, Woodstock $799,900

TO BE CONSTRUCTED | Starting at $799,900 Welcome to Eastwood Estates, where luxury living meets the natural beauty and tranquility of Woodstock. Set on a picturesque 1.92...

  • 4 Beds
  • 3 Baths
  • 24165439 MLS
20 Loyola Rd, Woodstock image
20 Loyola Rd, Woodstock $698,900

Enjoy Lake Living in Woodstock's Quiet Corner at Quasset Lake! Welcome to this beautifully landscaped 2-3 bedroom, 2.5-bath home in the desirable Quasset Lake community,...

  • 2 Beds
  • 3 Baths
  • 24193568 MLS
60 Indian Spring Rd, Woodstock image
60 Indian Spring Rd, Woodstock $689,000 ▼

Perched above the shoreline of private Witches Woods Lake, this beautifully renovated waterfront retreat pairs breathtaking water views with exceptional privacy and an in...

  • 2 Beds
  • 2 Baths
  • 24142329 MLS
122 Child Hill Rd, Woodstock image
122 Child Hill Rd, Woodstock $679,000

Discover the timeless charm and endless potential of this antique home in Woodstock located down the hill from Woodstock Academy. Situated on a lovely country road while ...

  • 4 Beds
  • 3 Baths
  • 24202453 MLS
23 Senexet Village Rd, Woodstock image
23 Senexet Village Rd, Woodstock $650,000

This 4-bedroom, 2591sqft Cape is on cul-de-sac, conveniently located in South Woodstock. Offering combination of classic character with hardwood floors and comfortable li...

  • 4 Beds
  • 3 Baths
  • 24197102 MLS
47 Sherman Rd, Woodstock image
47 Sherman Rd, Woodstock $600,000

Modern amenities meet unmatched seclusion in this 2,000+ sq ft colonial. A mostly level lot offers abundant green space, fruiting plants, and perennials, while the side d...

  • 4 Beds
  • 3 Baths
  • 24204008 MLS
511 Perrin Rd, Woodstock image
511 Perrin Rd, Woodstock $599,000 ▼

Perfect Countryside Elegance. Welcome to 511 Perrin Road, an exceptional country estate gracefully set atop a private 3.5-acre hillside in scenic Woodstock. A long paved ...

  • 2 Beds
  • 3 Baths
  • 24187780 MLS
Rr 197 Road, Woodstock image
Rr 197 Road, Woodstock $597,000

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 pr...

  • 4 Beds
  • 3 Baths
  • 24113063 MLS
4 Oak Dr, Woodstock image
4 Oak Dr, Woodstock $589,000

There's something special about being able to see the lake from home and be at the water in just a short walk. Welcome to 4 Oak Drive, a thoughtfully cared-for 2-bedroom,...

  • 2 Beds
  • 2 Baths
  • 24201418 MLS
61 Red Cedar Rd, Woodstock image
61 Red Cedar Rd, Woodstock $549,900

There's something special about being the first to call a brand-new home your own! Set within a desirable Bunggee lake community in Woodstock Valley, this new constructio...

  • 3 Beds
  • 3 Baths
  • 24201270 MLS
101 Child Hill Rd, Woodstock image
101 Child Hill Rd, Woodstock $520,000 ▼

Step back in time with this one-of-a-kind 1830 Greek Revival farmhouse, offering 2,150 sq ft of character and charm on a picturesque 0.90-acre lot surrounded by farm land...

  • 4 Beds
  • 3 Baths
  • 24125003 MLS
15 Paine District Road, Woodstock image
15 Paine District Road, Woodstock $509,000

Looking for a home that exudes the character and craftsmanship of bygone days without the challenges of a true antique? 15 Paine District Road looks and feels like it's b...

  • 3 Beds
  • 2 Baths
  • 1422207 MLS
8-2 Tayler Trl, Woodstock image
8-2 Tayler Trl, Woodstock $499,900

To be built 6.5 room Colonial Home in a cozy neighborhood in Woodstock, At this price, this home will go quick! You have time to make several customized selections. Locat...

  • 3 Beds
  • 3 Baths
  • 24203840 MLS
21 Fairfield Dr, Woodstock image
21 Fairfield Dr, Woodstock $479,900 ▼

Welcome home to this charming colonial tucked away on a peaceful cul-de-sac, offering privacy and picturesque views on a full acre of land. As you step in through the fre...

  • 3 Beds
  • 2 Baths
  • 24187904 MLS
55 Pine Grove Rd, Woodstock image
55 Pine Grove Rd, Woodstock $415,000

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 lands...

  • 3 Beds
  • 2 Baths
  • 24203168 MLS
673 Brickyard Rd, Woodstock image
673 Brickyard Rd, Woodstock $399,900

Discover the privacy and peaceful setting of this charming 1,334 sq. ft. ranch nestled on 2 level, wooded acres in beautiful Woodstock, conveniently located near the Mass...

  • 3 Beds
  • 1 Baths
  • 24205841 MLS
57 Beaver Dam Rd, Woodstock image
57 Beaver Dam Rd, Woodstock $355,000 ▼

Adorable year-round home on Lake Bunggee, ideally located across from a private beach with stunning lake views. The main level features vaulted ceilings and an open-conce...

  • 2 Beds
  • 1 Baths
  • 24172037 MLS
91 Beaver Dam Rd, Woodstock image
91 Beaver Dam Rd, Woodstock $339,900

WAKE UP TO THE LAKE AND LIVE THE LAKE LIFE! Welcome to 91 Beaver Dam Rd, where everyday living feels like a getaway. This inviting 3-bedroom, 2-bath home is ideally situa...

  • 3 Beds
  • 2 Baths
  • 24205731 MLS
133 Rte 198, Woodstock image
133 Rte 198, Woodstock $329,000 ▼

This sprawling country style ranch home has plenty of space! Over 1800 sq.ft of living space all on one level. Street card states 2 bedrooms but the house is arranged and...

  • 2 Beds
  • 2 Baths
  • 24179979 MLS
Route 197, Woodstock image
Route 197, Woodstock $300,000

22.2-acre building lot offering endless possibilities in desirable Woodstock! Whether you're a builder, investor, or looking for the perfect location to build your foreve...

  • 24188739 MLS
00 Ide Perrin Rd, Woodstock image
00 Ide Perrin Rd, Woodstock $299,900

On a private road surrounded by unspoiled natural beauty, this remarkable 79-acre property offers exceptional privacy and endless potential. Two brooks enhance the landsc...

  • 24174800 MLS
33 Woodstock Mdws Unit 33, Woodstock image
33 Woodstock Mdws Unit 33, Woodstock — Woodstock Meadows $289,900

Charming Woodstock countryside condo privately set off the road with beautiful meadow views and a peaceful, natural setting. This inviting home offers easy, low-maintenan...

  • 2 Beds
  • 2 Baths
  • 24198944 MLS
  • Woodstock Meadows Bldg.
1250 Rte 171, Woodstock image
1250 Rte 171, Woodstock $245,000 ▼

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, ...

  • 3 Beds
  • 2 Baths
  • 24147222 MLS
12 Fawn Rdg Unit 12, Woodstock image
12 Fawn Rdg Unit 12, Woodstock — Fawn Ridge $199,900

Welcome to this beautifully renovated 832 sq. ft. end-unit condo in Woodstock, CT, offering an inviting opportunity to trade renting for owning and start building equity ...

  • 2 Beds
  • 1 Baths
  • 24201823 MLS
  • Fawn Ridge Bldg.
4 Fawn Rdg Unit 4, Woodstock image
4 Fawn Rdg Unit 4, Woodstock — Fawn Ridge $175,000

Welcome to 4 Fawn Ridge in Woodstock! This inviting condo offers a wonderful opportunity to enjoy the ease and convenience of condo living in a peaceful setting. Featurin...

  • 2 Beds
  • 1 Baths
  • 24205739 MLS
  • Fawn Ridge Bldg.
00 Pole Bridge Rd, Woodstock image
00 Pole Bridge Rd, Woodstock $164,900

Out in the boonies! 22 acres on the discontinued portion of Pole Bridge Rd. Discontinued means legal access & legally buildable but access is for property owners only, no...

  • 24205686 MLS
XO Pole Bridge Rd, Woodstock image
XO Pole Bridge Rd, Woodstock $164,900

Enjoy quiet and privacy out in the boonies! 22 acres on the discontinued portion of Pole Bridge Rd. Discontinued means legal access & legally buildable but access is for ...

  • 73573956 MLS
Woodstock image
Woodstock $125,000

Mamma Italia Ristorante - Business for Sale | Turnkey Restaurant Opportunity in Woodstock, CT! Here is an opportunity to take over an established Italian restaurant and m...

  • 24204756 MLS
Lyon Hill Rd, Woodstock image
Lyon Hill Rd, Woodstock $125,000

Woodstock 13.60-Acre Residential Home Lot With 643-FT Frontage. Soil Testing, Perc Test Done. Septic Design / Engineering Done Approved. Proposed Site Plan With 4-Bedroom...

  • 24202057 MLS
Tbd 169 Route, Woodstock image
Tbd 169 Route, Woodstock $115,000

This is an approved, new lot of 1.97 acres on scenic Route 169. The slope is the the south west, and the house site is at the high spot of the land. A bit overgrown now, ...

  • 24205232 MLS
Lot 03-2 New Sweden, Woodstock image
Lot 03-2 New Sweden, Woodstock $99,000

This site is well off the road, and ready to go. The driveway is owned, and the neighbor has a right of way over it. Once past the neighbors property, rise up to the buil...

  • 24169977 MLS
36 Olde Meadow Rd, Woodstock image
36 Olde Meadow Rd, Woodstock $79,700

Rare opportunity to secure the last premium homesite in one of Woodstock's most desirable areas, Eastwood Estates. This approved building lot is being offered as part of ...

  • 24164632 MLS
25 Rte 197th Rte, Woodstock image
25 Rte 197th Rte, Woodstock $74,999 ▼

Welcome to your summer "Home away from Home" Looking for your "Seasonal Home Away from Home" Look no further this cute as a button, privately situated park model. Fresh n...

  • 2 Beds
  • 1 Baths
  • 24193441 MLS
182 Baxter Rd, Woodstock image
182 Baxter Rd, Woodstock $74,900

Imagine waking each morning to shimmering lake views and the peaceful sounds of nature. Tucked away on a quiet dead-end road in Woodstock's coveted Quassett Lake communit...

  • 24186921 MLS
25 Rte 197 Unit 70, Woodstock image
25 Rte 197 Unit 70, Woodstock $74,899 ▼

Call Today Motivated seller.. Book your tour today easy to show.. Looking for your "Seasonal Home Away from Home" Look no further this cute as a button, privately situ...

  • 2 Beds
  • 1 Baths
  • 73552757 MLS

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed. © 2026 State-Wide Multiple Listing Service. All rights reserved. Data Last Updated:

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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