Woodbury Land for Sale

Woodbury Land for Sale

Welcome to Woodbury, Connecticut, a charming town nestled in the heart of Litchfield County. Known for its picturesque landscapes and rich history, Woodbury offers a unique blend of rural charm and modern conveniences. With its vibrant community, scenic parks, and quaint downtown area, it’s no wonder that Woodbury is a sought-after destination for families and individuals alike.

The town boasts an array of outdoor recreational opportunities, from hiking the beautiful trails at the nearby Flanders Nature Center to exploring the serene waters of Lake Quassapaug. Woodbury is also home to a variety of local shops, restaurants, and cultural attractions, making it an ideal place to live, work, and play. With its top-rated schools and strong community spirit, residents enjoy a high quality of life in this idyllic setting.

For those looking to invest in their dreams, we have exciting land for sale in Woodbury! Imagine building your perfect home on a spacious plot surrounded by nature's beauty. Whether you envision a cozy retreat or a grand estate, the possibilities are endless. Our available land parcels provide the perfect canvas to create your vision, all while being conveniently located near major highways for easy access to nearby cities.

Don’t miss this opportunity to become part of the Woodbury community. With its stunning landscapes and welcoming atmosphere, you’ll find that life in Woodbury is truly special. Explore the land for sale today and take the first step towards your new beginning in this enchanting Connecticut town!

Newest Woodbury Land for Sale

$250,000
ACTIVE Status ⋅ 24192651 MLS
An exceptional opportunity to own 76.9 +/- acres in one of Woodbury's most desirable locations. This unique offering includes two contiguous parcels to be sold together, consisting of this 14.9-acre parcel and the adjoining 62-acre parcel (MLS #24192209). Featuring a charming 3-bedroom home, the property offers a rare combination of rolling meadows, mature woodlands, and open fields, creating endless possibilities for the next owner. Whether you're seeking a private country estate, equestrian property, family compound, recreational retreat, hunting property, or a prime development opportunity, this expansive acreage provides the flexibility to bring your vision to life. Surrounded by the natural beauty of Woodbury while offering convenient access to local amenities, this is a truly remarkable opportunity to invest in one of Litchfield County's most sought-after communities. A rare offering where privacy, scenic landscapes, and future potential come together.

Hoop Pole Hill, Woodbury
$1,000,000
ACTIVE Status ⋅ 24192209 MLS
An exceptional opportunity to own 76.9 acres in one of Woodbury's most desirable locations. This unique offering includes two contiguous parcels to be sold together, consisting of 14.9-acre parcel (MLS# 24192651) and this adjoining 62-acre parcel Featuring a charming 3-bedroom home, the property offers a rare combination of rolling meadows, mature woodlands, and open fields, creating endless possibilities for the next owner. Whether you're seeking a private country estate, equestrian property, family compound, recreational retreat, hunting property, or a prime development opportunity, this expansive acreage provides the flexibility to bring your vision to life. Surrounded by the natural beauty of Woodbury while offering convenient access to local amenities, this is a truly remarkable opportunity to invest in one of Litchfield County's most sought-after communities. A rare offering where privacy, scenic landscapes, and future potential come together.

245 Hoop Pole Hill Rd, Woodbury
$395,000
ACTIVE Status ⋅ 24187054 MLS
Nestled along one of Woodbury's finest country roads, this exceptional 2.53-acre parcel offers a rare masterclass in privacy and natural beauty. Located just moments from the Roxbury town line, the gently rolling landscape is framed by mature trees and directly abuts the Arthur Miller Preserve and the Frank and Ellen McCort protected Land Trust. Positioned just two homes away from the historic Calder Estate, the setting creates an extraordinary sense of quietude and absolute seclusion. The property features a magnificent all-season running stream with its own natural waterfall, dramatically enhancing the native wildlife and scenic beauty of the area. Enveloped by the timeless allure of Litchfield County, this land offers an ideal canvas for an architectural masterpiece, a private weekend retreat, or a magnificent legacy estate. Its pristine setting, open spaces, and dramatic yet intimate feel provide the perfect balance of country elegance and everyday livability. Peerless privacy, a coveted location, protected surroundings, and an immediate neighborhood of significant homes make this a compelling opportunity in one of Connecticut's most desirable country settings-just minutes from the refined charm of Roxbury and Washington, and approximately 90 minutes from NYC.

133 Painter Hill Rd, Woodbury
$1,150,000
ACTIVE Status ⋅ 24177403 MLS
East Meadowbrook Farm presents a rare opportunity to own a legacy New England property offered for the first time since 1918. Encompassing 42 acres, including 15 rolling, sun-drenched acres of open fields, this former dairy and Christmas tree farm is bordered by 250 acres of protected Flanders Nature Center conservation land, creating an extraordinary sense of privacy and permanence. A quarter mile of frontage along Flanders Road, classic stone walls, pristine streams, established culvert crossings, and abundant wildlife define the landscape, while private trails invite walking, hiking, and outdoor recreation. Just 90 minutes from New York City and 10 minutes from Woodbury's shops and historic antique trail, East Meadowbrook Farm offers a peaceful country sanctuary with limitless potential for a premium estate, hobby farm, or family compound.

Flanders Road, Woodbury
$400,000
ACTIVE Status ⋅ 24155988 MLS
Rare Main Street commercial property available in Woodbury, CT. The land and the building upon it are being sold in "as is, where is" condition. Neither the probate court system, the attorney, or the broker have any knowledge as to any deficiencies on the property or if they even exist Located in the OS 60 zone, interested parties should consult with the planning and zoning to verify their proposed use is allowed. Final sale is contingent on Probate Court approval.

1545 Main St N, Woodbury
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