Windham Vermont Real Estate

Great location for primary or vacation home. Near Burbee Pond in Windhame. 2.6 acres and possibly small commercial. 4 Plus bedrooms with one full bath and a half bath on main floor. Home is ready for your improvements. Close to ski resorts!

Charming and meticulously maintained, this classic Vermont A-frame with a tasteful addition offers the perfect blend of character and comfort. Nestled on just under 2 acres, the home features 3 cozy bedrooms, warm wood accents, and inviting living spaces filled with natural light. Whether you're enjoying a quiet morning on the deck or taking in the peaceful surroundings, this property is a true Vermont retreat. Located in Windham, a quaint village rich in history and natural beauty, you'll find yourself in the heart of Southern Vermont. Established in the 18th century, Windham is known for its rolling hills, outdoor recreation, and close-knit community. A rare gem in a timeless setting!

Nestled alongside a meandering stream, this perfectly private Cape-style home offers an idyllic setting with over 2 acres of lush land, perfect for play, gardening, or entertaining. Built in the late 80's this home features 3 bedrooms and 2 baths blending timeless appeal with modern conveniences. First floor bedroom and a 2 car garage attached with a practical mudroom offers easy living. 5 new heat pumps provides efficient heating and cooling. Located near Magic Mountain ski resort and Lowell Lake state park keeping you active year-round.

Welcome to 715 Chase Road where you will find peace, tranquility and even convenience. This home offers so much bang for its' buck, you must come see it to believe it. Three bedrooms one full bath and laundry on the main level along with den, breakfast room and inviting living area with wood burning fireplace. The kitchen boasts plenty of counter and cupboard space with newer appliances and a little breakfast bar. The upper level features the fourth bedroom area in it's own mother in law floor away from the rest of the living areas. That suite has a separate enclosed porch as well as deck overlooking the 25' x 16' above ground pool. Relax outside on the raised decking. Workshop to store your riding mower and firewood. The established groomed lot is level and the address allows easy access to Windham's town public roads. Take a bike ride to the close by Burpee Pond. This wonderful well kept property is your next home run investment. Don't wait too long to take a tour !

Classic 1875 colonial home located on 5 acres in beautiful Windham VT. Home sits well off the road for privacy. Large first floor with kitchen, two living rooms, dining room and half bath with laundry. Second floor has 3 bedrooms and 2 full baths. Detached 2 car garage has a first floor bonus room with 1 bedroom 1 bathroom ADU on the second floor with separate utilities. Great rental history/potential. There is a nice barn with lots of storage for your equipment, wood or animals. The house sits high above a beautiful stream with a bridge over it to a small island which has another shed/summer animal barn. Beautiful perennial gardens could be brought back to life with a bit of weeding. The house needs a bit of TLC but could be a wonderful country escape for the right buyer.

Enjoy the best of Vermont living in this thoughtfully renovated home on a paved country road in Windham. Renovated down to the studs, this property offers upgrades inside and out—new standing seam roof, new siding, new windows, full-house generator, new central air and heating systems, plus new electrical and plumbing systems upgraded to 200 amps. The home is insulated with rockwool and foam board, and the foundation is sealed with full drainage installed around the perimeter. Step inside to a light-filled interior with new flooring, walls, and fixtures throughout. The spacious kitchen features Big Chill appliances and opens to a lovely front porch overlooking the old stone walls that border the property. A fenced-in yard makes this ideal for pets, and the water filtration system with UV light ensures clean living. You’ll also find a new washer and dryer, a new septic system, and thoughtful design throughout. Close to skiing at Magic (10 min), Bromley and Stratton (20–25 min), and just 15 minutes to downtown Londonderry. Hike, bike, or snowmobile with access to VAST trails and Timber Ridge nearby. Come see what makes this rare offering a great opportunity!

Experience Vermont living in this beautifully restored 1790 farmhouse, set on 44 acres, gardens, ponds, and stone walls. Just a short drive from Magic Mountain, Grafton Trails, Jamaica State Park, and the iconic Hamilton Falls, this property combines historic character with modern comforts in the heart of southern Vermont. Step inside and discover rich craftsmanship throughout: handmade doors, wide-plank floors secured with antique nails, exposed beams, and a Rumford-style fireplace with a beehive oven. The soapstone kitchen and open-concept dining and living spaces invite gatherings, while the sunny south-facing windows highlight the home’s warmth and charm. Thoughtful updates ensure peace of mind, including an Energy Star® metal roof, new septic system (2022), cement basement floor, whole-house generator, and a seamless barn connection through the mudroom. Two ponds, blueberry bushes, gardens, and 150 maple taps create endless opportunities for homesteading, outdoor recreation, or quiet retreat. Whether you dream of a year-round residence or a seasonal escape, this property offers unmatched privacy, history, and natural beauty—without sacrificing convenience.

SOARING GLASS, SOARING SPIRITS, SKIING DELIGHT Come see this architecturally dramatic contemporary four bedroom, three bath home replete with glass to the sky, cathedral ceilings, gorgeous mountain views, wood burning fireplace and end of road privacy on almost ten acres. Perched square in the middle of ski country and close to the three charming towns of Londonderry, Grafton and Chester, you also are only five minutes from the local gem known as Lake Lowell. The home invites you through its spacious mudroom into the grand open living/kitchen/dining area with peaked ceilings and high windows. Whether lounging by the fireplace and TV, dining at the table or counter, or cooking in the kitchen, the whole family can experience the apres ski togetherness. Besides the convenient downstairs bedroom, there is a Master Suite of grand proportions with a 12 foot wall of windows to the private forest outside. There are unique extra bonuses galore: a balcony loft open to the big space and light suitable for office or lounging, a full high ceiling basement for recreation; an unfinished attic asking the new owner how it can be used, a massive outdoor deck for entertaining and warm weather lounging for any number of family and guests. Come see this grand package today!

Welcome to your brand-new, 2,400 sq ft dream home! This modern, open-concept residence shines with high ceilings and abundant natural light. The gourmet kitchen is a showstopper, boasting custom cabinetry, stone countertops, a large island, and state-of-the-art appliances. The luxurious primary suite features a double vanity, custom shower, and walk-in closet. Upstairs, find three spacious additional bedrooms and a well-appointed shared bathroom. An attached two-car garage provides easy access and ample storage. Enjoy the outdoors from your covered front porch or in the nicely sized backyard. Perfectly situated for year-round enjoyment, you're minutes from Magic, Stratton, Bromley, and Okemo ski resorts, Lowell Lake plus charming towns like Weston, Grafton, Chester, and Manchester for dining and entertainment. New construction is rare - seize this special opportunity! Call today for a private tour.