- Home
- Buyer VIP Access
- Buyer Knowledge Center
- Seller Knowledge Center
- Blogs
- Home Valuation
- Mass Save Program
- Hire Movers
- Tantasqua District
- Living in Killingly
- Living in Putnam
- Pomfret
- Woodstock
- Sturbridge
- Brookfield
- Worcester
- All Homes For Sale
- VIRTUAL TOURS
- About
- Communities
- Pros & Cons of Living in Sturbridge MA
- When is the Best Time to Sell
- How to Sell Before You Fall Behind on Payments
- MORE
- Register
- Sign In


Woodstock is a tightknit community featuring lots of great things for families to enjoy! They offer town sports, events, and is home to many nice outdoor areas for hiking, fishing, or swimming.

65 Featured Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/38 38
3 Beds 3 Baths 2,464 SqFt$595,000Open Sun 10AM-12PM1393 Route 169, Woodstock, CT 06281
Listed by Skyla Gagnon of RE/MAX Bell Park Realty
Single Family Home
- 1/25 25
2 Beds 1 Bath 888 SqFt$379,000Open Sun 1PM-3PM57 Beaver Dam Road, Woodstock, CT 06282
Listed by Carol Ryniewicz of CR Premier Properties
Single Family Home
- 1/40 40
3 Beds 3 Baths 2,700 SqFt$505,000Open Sun 11:30AM-1PM - 1/15 15
2 Beds 2 Baths 1,068 SqFt$289,900New3 Woodstock Meadows #3, Woodstock, CT 06281
Listed by Lynn Converse of RE/MAX Bell Park Realty
Condo
- 1/38 38
5 Beds 3 Baths 3,215 SqFt$630,000New1645 Route 169, Woodstock, CT 06281
Listed by Lynn Converse of RE/MAX Bell Park Realty
Single Family Home
- 1/39 39
3 Beds 4 Baths 4,190 SqFt$1,000,000New33 Meehan Road, Woodstock, CT 06281
Listed by John Downs of Berkshire Hathaway NE Prop.
Single Family Home
- 1/40 40
4 Beds 1 Bath 3,070 SqFt$375,000Coming Soon1210 Route 169 Route, Woodstock, CT 06281
Listed by Stephanie Gosselin of Berkshire Hathaway NE Prop.
Single Family Home
- 1/40 40
2 Beds 1 Bath 1,274 SqFt$375,000New140 Tripp Road, Woodstock, CT 06281
Listed by Heather Sawyer of William Pitt Sotheby's Int'l
Single Family Home
- 1/14 14
2 Beds 1 Bath 1,248 SqFt$199,900New1226 169 Route, Woodstock, CT 06281
Listed by Amy Vinal of Pine Knoll Real Estate
Single Family Home
- 1/40 40
4 Beds 6 Baths 4,873 SqFt$1,650,000Under Contract155 Paine Road, Woodstock, CT 06281
Listed by Sheena Ruggirello of Real Broker CT, LLC
Single Family Home
- 1/40 40
3 Beds 3 Baths 3,200 SqFt$639,900Under Contract22 Shepards Landing, Woodstock, CT 06281
Listed by Jonathan Archer of William Raveis Real Estate
Single Family Home
- 1/17 17
2 Beds 1 Bath 592 SqFt$85,000Active - 1/16 16
3 Beds 1 Bath 1,200 SqFt$1,700Under Contract1129E Route 169, Woodstock, CT 06281
Listed by Carol Ryniewicz of CR Premier Properties
Single Family Home
- 1/40 40
3 Beds 3 Baths 1,632 SqFt$398,000Active50 Old Sawmill Road, Woodstock, CT 06281
Listed by Darius Baturo of Berkshire Hathaway NE Prop.
Single Family Home
- 1/35 35
6 Beds 3 Baths 3,214 SqFt$450,000Under Contract - 1/39 39
3 Beds 3 Baths 2,672 SqFt$599,900Active863 Route 198, Woodstock, CT 06281
Listed by Jared Meehan of RE/MAX Bell Park Realty
Single Family Home
- 1/30 30
3 Beds 3 Baths 1,736 SqFt$425,000Under Contract53 Prospect Street, Woodstock, CT 06281
Listed by Skyla Gagnon of RE/MAX Bell Park Realty
Single Family Home
- 1/10 10
1 Bed 1 Bath 1,020 SqFt$1,800Under Contract55 Converse Road, Woodstock, CT 06281
Listed by Casey Hardell of CR Premier Properties
Single Family Home
- 1/34 34
4 Beds 2 Baths 2,016 SqFt$749,900Active234 Pole Bridge Road, Woodstock, CT 06281
Listed by Matthew Huberdault of Byrnes Real Estate Company
Single Family Home
- 1/40 40
4 Beds 3 Baths 2,630 SqFt$689,000Under Contract29 Crooked Trl Extension, Woodstock, CT 06281
Listed by Lauren Heidelberger of Berkshire Hathaway NE Prop.
Single Family Home
- 1/29 29
3 Beds 3 Baths 1,863 SqFt$480,000Under Contract - 1/35 35
3 Beds 1 Bath 1,176 SqFt$325,000Under Contract1968 Route 198, Woodstock, CT 06281
Listed by Lauren Heidelberger of Berkshire Hathaway NE Prop.
Single Family Home
- 1/14 14
4 Beds 3 Baths 2,900 SqFt$799,900Active36 Olde Meadow Road, Woodstock, CT 06281
Listed by Tina Lajoie of Signature Properties of N.E.
Single Family Home
- 1/32 32
3 Beds 3 Baths 2,240 SqFt$465,000Price Dropped by $20K83 Dodge Road, Woodstock, CT 06281
Listed by Skyla Gagnon of RE/MAX Bell Park Realty
Single Family Home
MY BLOG

The 50-Year Mortgage Debate: Relief for Buyers or Trouble for Sellers?
The real estate world is buzzing with talk of the 50-year mortgage—a concept that’s been floated as a way to make monthly housing payments more affordable in today’s high-rate, high-price market. But before we assume a longer loan term is the magic fix, it’s worth examining what a 50-year mortgage w

What a Fed Rate Cut Could Mean for Mortgage Rates
The Federal Reserve (the Fed) meets this week, and expectations are high that they’ll cut the Federal Funds Rate. But does that mean mortgage rates will drop? Let’s clear up the confusion. The Fed Doesn’t Directly Set Mortgage Rates Right now, all eyes are on the Fed. Most economists expect they’ll

Discovering the Pros and Cons of Living in Killingly, Connecticut
Killingly, Connecticut, is more than just a pinpoint on the map; it’s a vibrant community with its own unique charm. Whether you’re considering a move or just curious about what life here entails, this post will delve into the pros and cons of living in Killingly. As a seasoned real estate agent wit

Get your guide
Buy your first home at the best possible price for your local market. With advice and tips from a team of experts, this book will help you.
• explore what's available and where the best values are
• qualify for and line up financing
• work with the seller to make needed repairs and close the deal
By checking this box, I agree by electronic signature to the Electronic Disclosure Consent Agreement; to receive recurring marketing communication from Sposato Realty Group, including auto-dialed calls, texts, and artificial/prerecorded voice messages (message frequency varies; data rates may apply; reply "STOP" to opt-out of texts or "HELP" for assistance); and to the Terms of Service and Privacy Policy of this website. Consent not required to make a purchase. I understand that I can call to obtain direct assistance.
click here to download the file manually.

vincentmarie34
Kathleen Cooper is a consummate professional. She is knowledgeable, thorough, patient and kind. She advocated on my behalf and helped me secure the home of my dreams at the best possible price. I truly felt that she was on my side and had my best interest at heart. Her attention to detail and top tier customer service continued even after I bought my home, with post-closing support. I am eagerly referring all of my family and friends to Kathleen Cooper.