Colonial Homes for Sale in Windsor County VT

Experience the Vermont lifestyle in this beautifully renovated 1864 Brick Federal style farmhouse set on 7.8 private acres just minutes from town. Rich in historic character and thoughtfully updated for modern living, this exceptional property offers the perfect blend of comfort, charm, and year-round recreation.Inside, you’ll find four spacious bedrooms, wide plank wood floors, and inviting

Gary Coger Four Seasons Sotheby's Int'l Realty

Rooted in the traditions of New England architecture and thoughtfully built for modern living, this colonial reproduction occupies a special place within Quechee Lakes, Vermont's premier four-season community.Inspired by a Connor Historic Federal farmhouse design and constructed by one of the region's most respected builders, the home reflects a level of craftsmanship that is increasingly

Richard Higgerson Higgerson & Company

This gracious 1796 Brick Federal homestead was transformed into a popular gathering spot more than 60 years ago. The Barnard Inn has long been considered among the finest dining and hospitality venues in Vermont. It is currently operated as an event destination by the chef-owner and his family. Now, with children grown and off on their own paths, it is time to pass stewardship of the historic

Laird Bradley Williamson Group Sothebys Intl. Realty

If you're looking for the ultime village ski house look no more! This four bedroom three and a half bath TURN KEY home is nestled in the village of Proctorsville. Home to Singletons Store, Outer Limits Brewery, Murdoch's On The Green and much more walking distance away. Step into this lovely well appointed home and you'll feel right at home. The kitchen boasts granite counters with a large

Frank Provance Diamond Realty

Nestled in the heart of the Vermont countryside, this charming stone and clapboard home offers the perfect blend of classic New England character and modern comfort. Set on an expansive 37-acre parcel, the property provides exceptional privacy, open space, and endless opportunities for recreation or relaxation.The home features 4 spacious bedrooms and 3 well-appointed bathrooms, with warm

Daniel Preston KW Vermont Woodstock

Spacious, immaculate, and beautifully maintained Federal-style brick townhouse located in the prestigious village of Woodstock, often recognized as one of America’s most beautiful small towns. Three finished levels, the larger size residence of 24 homes. Surrounded by mature woods, perennial gardens, & maple trees. A peaceful setting just minutes from Woodstock Village. The Woodstock Farmers’

Dorothea Mongulla High End Realty

“HIGHLAND GLEN” – Rarely does a property capture the essence of Vermont as beautifully as Highland Glen. Set on twelve picturesque acres in the charming town of Barnard, this extraordinary estate blends timeless New England character with exceptional comfort, privacy, and recreation.Arrive by the iconic red barn and discover stunning gardens, apple orchard, meandering stone walls, flowing

John Snyder Snyder Donegan Real Estate Group

2 unit investment property features a 4 bedroom and a 2 bedroom unit. Both units are up down configurations. The first unit features decent kitchen with washer and dryer, living room, 3/4 bath, 2 first floor bedrooms and 2 upstairs bedrooms with a covered porch in the rear. The second unit has a living room, large kitchen with washer/dryer hookups, large 3/4 bath, deck, bedroom down, and a

Steve Schoppmeyer BHG Masiello Brattleboro

Check out this newly renovated colonial home located on a corner lot on Union Street. Sited on an almost 1.5-acre lot, there is plenty of room for extensive gardens. There is also an existing fenced in area for the family dog equipped with a private dog entrance. The House has had extensive work done to first two floors with new Kitchen and newly renovated bathrooms, featuring a Primary Suite

John Tolosky Barrett and Valley Associates Inc.

Steeped in history and timeless elegance, this extraordinary circa-1860 Georgian Colonial estate offers over 8,000 square feet of refined living space where classic architecture meets remarkable craftsmanship. From the moment you enter, you are greeted by stunning period details including exquisite crown moldings, grand proportions, soaring ceilings, and beautifully preserved finishes that

Joe Castaluccio Winhall Real Estate

Experience the very best of Vermont living in the charming village of Weston, where every season offers something to enjoy. Spend winter days skiing at nearby Stratton, Magic, Bromley, or Okemo, and warmer months hiking scenic trails, horseback riding, swimming in lakes and ponds, or taking in a performance at the Weston Theater Company. Explore local shops, galleries, and restaurants while

Lisa Sullivan Four Seasons Sotheby's Int'l Realty

Imagine living in an 1806 home on a Vermont green. Located in the heart of the Green Mountains in the quaint town of Rochester, along the scenic Route 100 corridor. The property is currently a classic Vermont Inn with a chef-owned restaurant and tavern with lovely accommodations. Easily refurnished for private use. The home sits atop the Rochester Green. The village features galleries, shops, and

Kate Cassidy Four Seasons Sotheby's Int'l Realty

The Richmond House Unit B | Woodstock Village. An enduring Woodstock landmark, the iconic Richmond House (c.1826) is a proud brick Federal distinguished by its softly weathered rose-hued patina and refined architectural detail. Set on more than an acre behind a classic white picket fence and thoughtfully reimagined under the direction of Laurence Rockefeller, the property comprises three

Derek Cosentino Four Seasons Sotheby's Int'l Realty

Live Work Play, Retire and Play, or Just Play on the Weekends and Holidays!This wonderful 3 BR, 3 Bath Townhome/Condo has it all. Nestled in a small quiet wooded community less than 5 minutes from the Historic Woodstock Center and conveniently located within walking distance of Woodstock Union Middle & High School. It is also located only 30 minutes from Killington Ski Resort and Okemo Ski

Gretchjen Smith Williamson Group Sothebys Intl. Realty

Move right in and start enjoying everything Quechee has to offer. Beautifully updated, meticulously maintained, and truly turnkey, this spacious fourbedroom, 3 and a half-bath home combines timeless comfort with modern efficiency in one of Vermont's most sought-after four-season communities. Designed for both everyday living and effortless entertaining, the sun-filled main level features a

Katie Ladue Gilbert BHHS Verani Upper Valley

Stepping onto the grounds, it becomes immediately clear that they simply do not make homes like this anymore. This magnificent 1897 Victorian mansion, recently painted in a crisp white exterior, stands as a remarkable testament to an era of unmatched craftsmanship. Yet, for all its grand presence, it remains a well-kept secret. The entry is so subtle off the paved road that a passerby would never

Franchesca Collins Hall Collins Real Estate Group

Experience timeless elegance and rural charm at this meticulously crafted country estate, featuring a historical reproduction Shaker-style home designed by renowned architect McKee Wing Roth and built in 1991. Set on 15 deeded acres of rolling pastures, this unique estate blends traditional design with modern sustainability. Conveniently located 6.5 miles from the renowned Crown Point Country

Kristen Breeden Southern Vermont Realty Group

Welcome to this immaculate and lovingly maintained Quechee Lakes home, where comfort, privacy, and beautiful southern views come together in a truly special setting.Gorgeously landscaped with easy-care perennials, the outdoor spaces are designed to be enjoyed throughout the seasons. A generous stone patio and attractive stone wall provide the perfect backdrop for morning coffee, relaxing

Mary Paino Coldwell Banker LIFESTYLES - Quechee

This beautiful, spacious country home is just four miles from Okemo Mountain. Privately sited on more than an acre, it’s perfect for primary or vacation living. Sleeps 12+, close to town but a world away. The open meadow is a safe place for dogs and everyone to play. Enjoy the 8ft deep x 40ft farmers porch, deck, patio and fire ring. The private setting includes only two other homes and two other

Jason Saphire www.HomeZu.com

Tucked on 13.68 private acres near the north branch of the Ottauquechee River, this one-owner Bridgewater estate was built from the ground up with uncommon care — and it shows in every detail. With 4,300 square feet of living space (6,700 total), the home is heated by radiant flooring throughout and served by a new furnace/boiler, a private septic system, and a private well known for its

Tucker Adirondack Lange Lange & Lange

What a sweet historic home just waiting for the right person to give it some TLC to bring it back to its beautiful original state! The house is very straight and solid, so that anyone can easily live in it as they do the cosmetics to their personal taste. Attached to the main body of the house is a very nicely done and spacious in-law apartment with handicap ramp. The apartment has one bedroom;

Glenn Olney Barrett and Valley Associates Inc.

MOTIVATED SELLER!!! Nestled in the rolling countryside of Springfield, this 1810 Federal-style brick farmhouse stands proudly on 44 breathtaking acres—an offering rich in history, character, and Vermont lifestyle.Open fields stretch out from the home, ideal for gardens, small-scale farming, or simply soaking in the pastoral beauty. Wooded acreage invites exploration, wildlife watching, and

Jessica Citera Cummings & Co

Turnkey and meticulously maintained, this 4-unit multifamily property offers strong cash flow and peace of mind for the next investor. Listed at just over an 8% cap rate, the property features three 2-bedroom, 1-bath units and one spacious 4-bedroom, 2-bath unit, providing an attractive mix for a variety of tenants. Significant recent improvements include two new heating systems and a partial

The Nancy Jenkins Team Nancy Jenkins Real Estate

Set in the highly desirable South Hill Estates, this exceptional property pairs privacy with an unbeatable location just minutes from Okemo Mountain. Surrounded by nearly five acres, the home enjoys sweeping mountain views and a beautifully open landscape that invites year-round enjoyment. The yard is a true highlight—offering plenty of space to relax, entertain, and play. A picturesque pond

Debra Staniscia Four Seasons Sotheby's Int'l Realty

Set in a peaceful neighborhood with scenic views and large backyard, this expansive home offers the perfect balance of space, comfort, and flexibility. With 5 bedrooms and several bonus living areas throughout, there is plenty of room to fit a variety of lifestyles and needs. Inside, you’ll find spacious living areas filled with natural light, along with a finished basement that adds even more

The Malley Group KW Vermont

Stately hilltop home built by Silas Banister c.1800, recently undergone a complete restoration. Quality materials & craftsmanship throughout. It has gorgeous views of nearby Ascutney Mountain & long-range views of NH. The property consists of 98 acres made up of fields, hard & softwoods, trails, a large sugarbush (potential for a future boiling operation). Conserved by Upper Valley Land Trust,

Dana Waters Dark Horse Realty

Motivated Seller - Price Improved!Own a remarkable piece of Vermont history in the heart of Windsor. Built circa 1790, this beautifully preserved brick-and-frame Colonial blends timeless New England character with the modern updates today's buyers appreciate. Rich in craftsmanship and architectural detail, this one-of-a-kind home offers the perfect balance of historic charm, everyday comfort,

Allison Griep BHHS Verani Upper Valley

This early Woodstock residence was built in 1792 by Joseph Wood on a parcel of land he purchased in 1786 from Ebenezer Kingsley, one of Woodstock early settlers. A classic New England Cape of the period with the notable features of a central chimney with multiple fireplaces and a second story overhang on the gables. The house retains a great deal of original features and fabric including wide

Wade Treadway Wade I Treadway Real Estate

This 1850s renovated property located right in the heart of the village adapts perfectly to your lifestyle or investment goals. This home functions seamlessly as a spacious 5-bedroom, 2-bathroom home or is ready to operate as two separate income-generating rental units. The unfinished third floor can easily be converted into additional living space, a master suite, or a bonus room. The spacious

Tyleen Murray Kelley Real Estate, Inc.

Fully furnished condo nestled in a small quiet community just 5 minutes from "Historic Woodstock". Super location! This unit is in very good condition- first floor comprised of a den//bedroom with pocket doors for added privacy and an adjacent 3/4 bath. Spacious living room anchored by a newer propane fireplace to curl up with a book on a cold winter day. A couple of steps down takes you into a

Gretchjen Smith Williamson Group Sothebys Intl. Realty

Showings start with the open house on Saturday, July 25 11-1.Welcome to this bright end-unit townhouse, where abundant natural light, spacious living areas, and thoughtful design create the perfect place to call home.The entry level features a convenient one-car garage with direct access to a versatile bonus room-ideal for a home office, fitness room, or mudroom.The sun-filled main

Tami Sullivan Snyder Donegan Real Estate Group

This beautifully renovated, truly move-in-ready home has been thoughtfully updated throughout — including a brand-new kitchen, refreshed flooring, modernized bathrooms, fresh interior paint, a new garage door, an automatic full-house generator, and more. The property is offered FULLY TURNKEY, with nearly all furniture and furnishings conveying with the sale (artwork excluded). Privately sited in

John Snyder Snyder Donegan Real Estate Group