Windsor Vermont MLS Listings Homes For Sale

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You are viewing Windsor VT Homes between $250000 and $500000 dollars.

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Under Contract WINDSOR VT Home for sale $$255,000 | $196 per sq.ft.

$255,000 | $196 per sq.ft. WINDSOR VT HOME FOR SALE

54 Hillside Drive 3 Beds | 1 Baths |   Total Sq. Ft. 1300  |  Acres: 0.3

Nestled just off the main road, this charming split-level home offers the perfect blend of privacy and convenience. Located just moments from town, you'll enjoy the peaceful setting without sacrificing easy access to local amenities. The inviting living room features a large picture window, filling the space with natural light. The adjacent kitchen includes a cozy dining area, ideal for family meals. Just a few steps up, you'll find three comfortably sized bedrooms and a full bath. The partially finished basement presents an excellent opportunity for a future rec room, home office, or gym. Outdoors, the home boasts spacious front and side yards, perfect for gardening, entertaining, or simply relaxing in your own serene environment. Whether you're starting a new chapter or looking to expand, this home offers the potential to customize and make it your own. Don't miss out on this perfect blend of privacy and proximity! See MLS Property & Listing Details & 21 images.


WINDSOR VT Home for sale $$269,000 | $204 per sq.ft.

$269,000 | $204 per sq.ft. WINDSOR VT HOME FOR SALE

10 McKenzie Drive 3 Beds | 2 Baths |   Total Sq. Ft. 1320  |  Acres: 0.13

Step into the timeless charm of this well-maintained 1920s single-family home, nestled in the heart of Olde Windsor. As you enter through the welcoming front patio, you're greeted by a classic entryway that leads seamlessly into a cozy living room, perfect for relaxing or entertaining. There are beautiful hardwood floors in both the entryway and the dining room, creating a warm and inviting atmosphere. Continue through the living room into the dining area to discover a well-appointed kitchen. Conveniently located on the main floor, a half bath features an integrated washer and dryer for added functionality. Just off the dining room, step out onto the back patio, where you'll enjoy serene views of the expansive backyard--an excellent space for outdoor activities and summer barbecues. Venture upstairs to find three generously sized bedrooms and a full bath. Located centrally between Mill Pond, Lake Runnenede, and the Connecticut River, this residence offers a perfect blend of tranquility and accessibility. Enjoy a short 15-minute stroll to Main Street, where a vibrant array of local restaurants awaits. This home is a rare find, combining vintage charm with modern convenience in a sought-after neighborhood. Don't miss the opportunity to make this enchanting property your own! See MLS Property & Listing Details & 30 images.


Under Contract WINDSOR VT Home for sale $$285,000 | $229 per sq.ft.

$285,000 | $229 per sq.ft. WINDSOR VT HOME FOR SALE
Price Change! reduced by $35,000 down 12% on September 27th 2024

69 Morningside Drive 3 Beds | 2 Baths |   Total Sq. Ft. 1242  |  Acres: 1.1

Don't scroll past this listing without flipping through all the pictures! This turn-key 1988 ranch with a full concrete basement and attached garage in a quiet cul-de-sac neighborhood located in Windsor, Vermont is calling your name! Move right in with ease as the property is available now. Live comfortably on the main level with three bedrooms and two full bathrooms, plus the downstairs has high ceilings and represents a lot of potential future finished living space, if you need room to grow. Brand new appliances in the kitchen still have the tags on them. The private back deck leads to a side entrance to the garage and through to the basement, which conveniently connects back up to the main level. Primary suite with private bathroom. Plenty of parking for your guests. Recent upgrades include new bathroom vanities, toilets, flooring and fresh paint. Close to Interstate 91 and 15 minute commute to White River and West Lebanon where you can run errands. Easy access to the highway to zip down to Boston and New York City. Dartmouth Hitchcock Hospital with a trauma center is within 30 minutes. Close to many dining options, retail shopping, outdoor adventures on the Connecticut River, a historic downtown area, colleges, airports, breweries, distilleries, dispensaries, country clubs, golf courses, Mt. Ascutney, and all the things! Don't delay, set up a viewing today. See MLS Property & Listing Details & 39 images. Includes a Virtual Tour


Under Contract WINDSOR VT Home for sale $$350,000 | $182 per sq.ft.

$350,000 | $182 per sq.ft. WINDSOR VT HOME FOR SALE

30 Estey Lane 4 Beds | 3 Baths |   Total Sq. Ft. 1920  |  Acres: 14

Welcome to your dream home! Nestled on 14 sun-kissed acres, this spacious 4-bedroom, 3-bathroom property offers an idyllic blend of privacy and convenience. Enjoy breathtaking countryside views from every angle, with plenty of space to roam and relax in a serene, natural setting. And bonus, there are trails, a cider house, and plenty of room for a garage or workshop space. Inside, you'll find a well-appointed layout that includes a bright and inviting living room with new woodstove, a bedroom on the main level, 2 expansive bedrooms on the 2nd level with full bathroom, and space for guests or in-laws in the finished basement. The basement has 2nd kitchen, 3/4 bathroom and sleeping spaces with private entrance. Located just minutes from I-91, you'll have easy access to the Upper Valley, while being less than 4 miles from the charming, historic town of Windsor, and a hops, skip, and a jump from West Windsor. This is more than a home--it's a peaceful retreat with modern convenience. Don't miss your chance to experience country living at its finest! See MLS Property & Listing Details & 33 images.


WINDSOR VT Home for sale $$430,000 | $135 per sq.ft.

$430,000 | $135 per sq.ft. WINDSOR VT HOME FOR SALE

12 Fairview Street 3 Beds | 2 Baths |   Total Sq. Ft. 3192  |  Acres: 1.22

Prepare to be captivated by this picturesque 3-bedroom, 2-bath farmhouse, perfectly situated near Mill Pond and adjacent to the Windsor Fairgrounds. This enchanting home radiates charm and character, featuring stunning wood flooring and unique finishes that highlight its timeless appeal. The open floor plan seamlessly connects the Kitchen and Dining area, complete with a convenient island, leading to a spacious family room adorned with beautiful built-in cabinets--ideal for both relaxation and entertaining. Retreat to the cozy den, tucked behind elegant French doors, where a wood stove creates a warm atmosphere, or unwind in the sunroom that offers breathtaking views of the lush perennials surrounding the property. Upstairs, you'll find three generously sized bedrooms, including a massive primary suite with his and her closets, ensuring plenty of space for comfort and storage. Outside, the property boasts a charming red barn and a practical storage shed, providing ample room for all your projects and hobbies. Experience the perfect blend of country living and modern amenities in this delightful home. Don't miss your chance to make it your own! See MLS Property & Listing Details & 40 images.


WINDSOR VT Home for sale $$430,000 | $108 per sq.ft.

$430,000 | $108 per sq.ft. WINDSOR VT HOME FOR SALE

30 Union Street 4 Beds | 5 Baths |   Total Sq. Ft. 3990  |  Acres: 0.32

Step into timeless elegance with this grand Victorian home, beautifully situated on a charming in-town lot. This stately residence showcases stunning hardwood floors throughout, preserving its classic heritage while offering modern comforts. The spacious first-floor bedroom features an en suite bath, providing both luxury and convenience. A cozy fireplace adds warmth and character to the main living space, perfect for relaxing evenings. The home boasts a generously-sized walk-in pantry, ideal for storage and organization. An added bonus is the potential separate apartment, offering endless possibilities for rental income, guest accommodations, or an in-law suite. Completing the property is a two-car detached garage, providing ample storage and parking. This house will suit a buyer who hopes to fill it's halls, expand, or be a welcome haven for a family compound. Minutes into downtown Windsor, an easy jaunt to the K-12 school, and a stones throw away from the Recreation Center makes for flexibility if transportation is an issue. Or...let's consider the potential for a home business or commercial opportunity with a change of use permit. Property is located in the CENTRAL BUSINESS DISTRICT. Come make this one your own! See MLS Property & Listing Details & 29 images.


Under Contract WINDSOR VT Home for sale $$500,000 | $159 per sq.ft.

$500,000 | $159 per sq.ft. WINDSOR VT HOME FOR SALE
Price Change! reduced by $50,000 down 10% on September 5th 2024

25 Main Street 4 Beds | 2 Baths |   Total Sq. Ft. 3146  |  Acres: 0.37

Built in 1796, the historic Trask House is located on beautiful Main St. in the heart of downtown Windsor. The center hall Federal sits on just under 1/2 acre and has an attached barn/garage in the back with plenty of storage. There is a private brick patio surrounded by a white picket fence and lovely landscaping. Inside, you are greeted by large open rooms with hardwood floors, high ceilings, and multiple fireplaces. The updated kitchen is open to the dining room with a wood burning stove centered between the two rooms. The dining room leads to the stunning living room with picturesque alcoves and original Federal style millwork and mantels. Across the hall are the family room and a quaint library which ultimately connects back to the kitchen. A grand center hall stair case leads upstairs to 4 good sized bedrooms, a full bath and the laundry room. The Trask House is in an ideal location just minutes from Lake Runnemede, restaurants and stores, and Mt. Ascutney Hospital. Woodstock, Hanover, and the Upper Valley are approximately 25 minutes away. The Trask House is in the National Registry of Historic Homes and has been featured in numerous books on historic homes of New England. Come take a look! See MLS Property & Listing Details & 40 images.


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