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WINDSOR VT Home for sale $$413,900 | $143 per sq.ft.

$413,900 | $143 per sq.ft. WINDSOR VT HOME FOR SALE
Price Change! reduced by $10,100 down 2% on April 28th 2026

273 Route 5 North 4 Beds | 3 Baths |   Total Sq. Ft. 2888  |  Acres: 1.22

Motivated seller! Price drop! A rare piece of Vermont history, thoughtfully preserved for modern living. Dating to 1790, this distinguished brick and frame Colonial stands as a testament to early New England craftsmanship -- and it's ready for its next chapter. Meticulously maintained over the centuries and updated where it counts, this two-story home offers the warmth of wide-plank hardwood and softwood floors, the peace of mind of updated electrical and heating systems, and the curb appeal of a classic standing seam roof and fresh paint throughout. Recent windows flood the interior with natural light while preserving the home's timeless character. Whether you're drawn by the historic details or the practical updates, this property is move-in ready from day one. The kitchen is showstopping with a seamless blend repurposed materials. It exudes character and charm. The attached 1 car garage -- complete with a dedicated storage room/workshop area and a massive open attic accessible from both levels -- offers flexible space for a workshop, studio, or expansion. A property of this age rarely offers this much functional square footage. Positioned conveniently off Exit 9, commuting to the Upper Valley and beyond is effortless. The commercial zoning potential makes this an exceptional opportunity for buyers seeking a live-work arrangement, professional office space, or a savvy investment in one of Vermont's most storied small towns. Historic character. Modern comfort. Extraordinary potential. See MLS Property & Listing Details & 38 images.


WEATHERSFIELD VT Home for sale $$424,900 | $339 per sq.ft.

$424,900 | $339 per sq.ft. WEATHERSFIELD VT HOME FOR SALE New Listing!

71 Grouse Lane 1 Beds | 2 Baths |   Total Sq. Ft. 1255  |  Acres: 4.11

This beautiful, expanded Cape is set in a quiet, peaceful location and is very well appointed throughout, offering a warm and welcoming place to call home. A charming covered front porch invites you to sit back and relax, while a thoughtfully designed entryway creates an easy and inviting transition into the living space. The interior has been extremely well maintained, blending modern comfort with timeless character and the exterior is just as carefully cared for reflecting pride of ownership at every turn. Inside the loft style layout creates an open and airy feel complemented by warm hardwood floors and quality woodwork throughout that add both style and character. The loft serves as a cozy one bedroom retreat complete with its own half bath providing both comfort and convenience. A full bath on the main level enhances the home's practical and well planned layout. The main living area is filled with natural light and offers a seamless flow, making it ideal for both everyday living and entertaining guests. The kitchen is efficiently designed with a clean, but rustic feel, offering ample workspace and blending effortlessly into the home's inviting atmosphere. Every detail has been thoughtfully maintained allowing for a truly move in ready experience. Step outside and take in the long range mountain views of Mt. Ascutney while enjoying the privacy and tranquility of the setting. The property directly abuts the Army Corp of Engineers public land with trails accessible right from the backyard perfect for hiking, exploring, and enjoying Vermont's natural beauty year round. Adding even more value is a separate structure that is already wired and ready for electrical connection making it an excellent option for hobbies, storage, or a creative workspace. With its combination of comfort, quality craftsmanship, and access to the outdoors this property offers a rare opportunity to enjoy the very best of Vermont living. See MLS Property & Listing Details & 35 images.


Under Contract SPRINGFIELD VT Home for sale $$425,000 | $167 per sq.ft.

$425,000 | $167 per sq.ft. SPRINGFIELD VT HOME FOR SALE

77 WCFR Drive 4 Beds | 3 Baths |   Total Sq. Ft. 2548  |  Acres: 18.45

Welcome to a property where Vermont's natural beauty meets a lifestyle of quiet productivity and potential. Situated on 18.45+/- private acres in Springfield, this 1988-built home spans 2,548 square feet of living space designed to celebrate its surroundings. The heart of the residence is defined by its exceptional southern exposure; several sliding glass doors line the south-facing side of the home, flooding the interior with an abundance of natural light and creating a seamless connection to the expansive grounds outside. The thoughtful layout offers long-term versatility, featuring a spacious primary bedroom suite conveniently located on the first floor, while the second story houses three additional bedrooms and a full bathroom, providing plenty of room for guests, a home office, or a growing household. For those who value functional workspace, the extra-tall garage is a standout feature, offering the rare vertical clearance necessary for storing heavy machinery, tractors, or creating a professional-grade workshop for equipment maintenance and creative projects. The land itself is a dream for the outdoor enthusiast, offering prime sun exposure and acreage that is perfect for gardening or establishing a light homestead. Whether you envision sprawling vegetable beds, small-scale agriculture, or simply enjoying the privacy of the acreage, the infrastructure is in place to support your vision. Inside, the home continues to offer room for growth and relaxation; the full basement currently houses a private hot tub--a perfect sanctuary for unwinding after a day spent outdoors--and remains unfinished, providing a straightforward opportunity to easily add significant finished square footage to the home. This property is more than just a house; it is a canvas for a sustainable, light-filled life in southern Vermont, offering the perfect balance of immediate comfort and the space to build your own legacy. See MLS Property & Listing Details & 44 images.


ROCKINGHAM VT Home for sale $$429,500 | $153 per sq.ft.

$429,500 | $153 per sq.ft. ROCKINGHAM VT HOME FOR SALE

24 School Street 5 Beds | 3 Baths |   Total Sq. Ft. 2800  |  Acres: 0.25

Wonderful Victorian with sunlit rooms and many original features include some curved glass windows and stained glass panes in the turreted living room, a tiled fireplace with ornate brass insert, wood floors, curved staircase and beautful molding. The property has been well cared for and has a charming updated kitchen that is warm and inviting with an island, granite countertops, wood floor and a gas wood stove. Formal dining room, first floor laundry, mudroom, large front parlor, 4-5 bdrms and office/den. Spacious lot with a level back yard, 2 attractive porches, a 2 1/2 story attached barn with interior and outdoor access, space for 2 cars and lots of storage! The house received the Town of Rockingham, Old House Award in 1999. See MLS Property & Listing Details & 56 images.


WEATHERSFIELD VT Home for sale $$435,000 | $302 per sq.ft.

$435,000 | $302 per sq.ft. WEATHERSFIELD VT HOME FOR SALE

22 Birchwood Drive 3 Beds | 2 Baths |   Total Sq. Ft. 1440  |  Acres: 3.88

Tucked away at the end of a quiet cul-de-sac, this charming 3-bedroom, 2-bathroom log home offers the perfect blend of privacy, comfort, and convenience. Set on 3.88 acres, this property provides a peaceful retreat with easy access to everyday essentials. Step inside to find warm wood tones, spacious living areas, and classic log home character throughout. The open-concept layout is ideal for both cozy nights in and effortless entertaining. Step out onto the private back deck, perfect for enjoying the natural beauty that surrounds you. Outside, you'll appreciate the landscaped lawn, mature trees, and room to roam -- whether you're hosting a barbecue or simply unwinding in nature. See MLS Property & Listing Details & 39 images.