72 Properties Available
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$439,900
Single Family Home
22 Lake Road, Woodbury, CT 06798
Welcome to this charming ranch-style home offering one-level living with three bedrooms and 2.5 bathrooms. The main leve...
Listed by Matt Rose of Keller Williams Realty

$409,000
Multi-Family
298 Railtree Hill Road, Woodbury, CT 06798
Don't miss this exceptional opportunity in Woodbury offering three separate living spaces, perfect for investors or owne...
Listed by Shawna Mucherino of Coldwell Banker Realty

$625,000
Single Family Home
31 McVeigh Road, Woodbury, CT 06798
Privately nestled on 1.70 acres in the desirable Quassapaug neighborhood, this beautiful Colonial offers the perfect com...
Listed by Jennifer Bundock of Coldwell Banker Realty

$199,000
Condo
126 Sherman Hill Road #APT C7, Woodbury, CT 06798
Two bedroom, one bath Heritage Hill condo! In town location, close to all major conveniences!
Listed by Kat Parlato of Drakeley Real Estate, Inc.

$1,125,000
Single Family Home
35 Coach Light Drive, Woodbury, CT 06798
Lovely well maintained colonial just minutes to town. The dramatic double height entry invites you into the main living ...
Listed by Stacey Matthews of W. Raveis Lifestyles Realty

$300,000
Condo
1 Alder Court #1, Woodbury, CT 06798
Welcome to the Woodlake Community! Experience pride of ownership in this beautifully maintained and thoughtfully updated...
Listed by Camilo Ramirez of Higgins Group Real Estate

$4,850
Single Family Home
581 Flanders Road, Woodbury, CT 06798
Annual Furnished Rental Available this September of a classic New England charmer with 8 acres and an in-ground pool and...
Listed by William Bolls of Compass Connecticut, LLC

$280,000
Single Family Home
97 Westwood Road, Woodbury, CT 06798
Step back in time and discover the enduring charm of the two bedroom, one bath antique home nestled in the picturesque t...
Listed by Amy Vayan of BHGRE Gaetano Marra Homes

$995,000
Single Family Home
5 Blueberry Lane, Woodbury, CT 06798
3184sqft Colonial set on 1.42 acre cul-de-sac rd. lot with Barn with loft, Main level Master Bedroom Suite, Soaring ceil...
Listed by John Donato Jr of Showcase Realty, Inc.

$999,000
Single Family Home
557 Upper Grassy Hill Road, Woodbury, CT 06798
Welcome to Upper Grassy Hill Living!
Listed by Susan Corleto of William Pitt Sotheby's Int'l

$269,900
Condo
1 Summit Court #1, Woodbury, CT 06798
Step into this charming end-unit townhouse in the inviting Woodlake Community. It boasts 2 bedrooms and 2 full bathrooms...
Listed by Timothy Drakeley of Drakeley Real Estate, Inc.

$974,900
Single Family Home
25 Curtiss Meadows, Woodbury, CT 06798
Live your best life in Woodbury, CT, where charm, history, and natural beauty intertwine! The "Antiques Capital of CT", ...
Listed by Ralph Harvey of ListWithFreedom.com

$635,000
Single Family Home
50 Elephant Rock Road, Woodbury, CT 06798
Please submit all highest and best offers by 3:30pm today 6/28. Welcome to 50 Elephant Rock Road - a hidden, otherworld...
Listed by Wendy Westcott of William Raveis Real Estate

$1,200,000
Commercial
670 Main Street North, Woodbury, CT 06798
A rare portfolio deal featuring a thriving, family run restaurant and adjacent residence-under unified ownership since t...
Listed by Dawn Ciappetta of William Raveis Real Estate

$449,900
Single Family Home
67 Flanders Road, Woodbury, CT 06798
Recently updated Colonial offering 7 rooms, 4 bedrooms, 2 full bathrooms, and 2 half bathrooms with pond views and front...
Listed by Michael Calabro of Coldwell Banker Calabro

$1,895,000
Single Family Home
509 Main Street North, Woodbury, CT 06798
Tucked away in absolute privacy, yet centrally located, this exceptional estate offers 6,300+ square feet of refined liv...
Listed by April Furey of Keller Williams Realty Prtnrs.

$575,000
Single Family Home
29 Lighthouse Road, Woodbury, CT 06798
Highest and Best by Monday July 7th at 5pm. Introducing "The Lighthouse," an architectural treasure from 1960 by Robert ...
Listed by Christian Jensen of William Pitt Sotheby's Int'l

$343,317
Single Family Home
4 Hazel Plain Road, Woodbury, CT 06798
If you dream of finding an Oasis within an Oasis (Woodbury often ranks in the Top 10 of CT towns annually), then look no...
Listed by Gary Smith of eXp Realty

$349,000
Single Family Home
306 Upper Grassy Hill Road, Woodbury, CT 06798
Your next project starts here at 306 Upper Grassy Hill. Opportunity knocks in the charming town of Woodbury with this 3...
Listed by Shawna Mucherino of Coldwell Banker Realty

$759,900
Single Family Home
59 Davids Hill Road, Woodbury, CT 06798
This pristine and much-loved shingle-style residence is located at the end of a quiet cul-de-sac in the charming town of...
Listed by Maria Taylor of Klemm Real Estate Inc

$765,000
Single Family Home
34 Hollow Road, Woodbury, CT 06798
Welcome to one of the most charming communities in Connecticut. This darling of an antique home sits in the heart of Woo...
Listed by Lorraine Consiglio of Coldwell Banker Realty

$149,500
Condo
229 Bacon Pond Road #APT 432, Woodbury, CT 06798
This 2 bedroom unit at desirable Town in Country Condos is waiting for your personal touch. The unit features built in b...
Listed by Richard Johnson of White Hat Realty, LLC

$439,000
Single Family Home
60 Pomperaug Road, Woodbury, CT 06798
NOTE NEW PRICE POINT FOR THIS LOVELY WOODBURY RESIDENCE! TRAVEL OVER THE POMPERAUG RIVER AND WATERFALL TO THIS UNIQUE, E...
Listed by Terry Lee Adams of Adams & Adams Real Estate

$2,495,000
Single Family Home
562 Upper Grassy Hill Road, Woodbury, CT 06798
Shingle style home with horse barn, paddocks & riding arena, set on over 9 acres with a gorgeous westerly view of Roxbur...
Listed by John Donato Jr of Showcase Realty, Inc.