Under Contract Chester VT Home for sale $549,000 $223 per sq.ft.

$549,000 $223 per sq.ft. Chester VT Home »


Price Change! Reduced by $20,000 down 4% on May 22nd 2026
4 Beds | 3 Baths |   Total Sq. Ft. 2464  |  Acres: 2.13
Listed on Wednesday Apr 29, 2026
Description: Set along a quiet country road, this inviting 4-bedroom, 2.5-bath home offers the perfect blend of comfort, space, and Vermont charm. The open-concept layout features high ceilings and abundant natural light, creating a warm, airy feel throughout. A spacious primary suite includes a jetted tub and walk-in closet, providing a true retreat at day's end. Step outside to a sunny, open lot with a peaceful pond, expansive deck ideal for entertaining, and a handsome shed for storage or hobbies. A recent fresh coat of interior paint and a newer high-efficiency boiler add modern reliability and make this home move-in ready. The large unfinished basement offers excellent potential for additional living space, a home gym, or a workshop. Ideally located near Okemo, Magic, and Stratton Mountains, with easy access to local dining, shops, and year-round recreation. This in a truly special location that is both private and practical. See Listing Details & 47 images.

$1,200,000 $363 per sq.ft. Chester VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3308  |  Acres: 7.8
Listed on Monday May 11, 2026
Description: 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 gathering spaces designed for relaxed country living. The heart of the home is the warm and welcoming country kitchen featuring soapstone counters, a center island, and ample room for entertaining. A large living room with a pellet stove creates a cozy retreat after a day on the slopes or trails, while the den offers an ideal space for a home office or quiet study. The screened front porch captures the essence of Vermont living -- perfect for morning coffee, evening conversations, and taking in the peaceful surroundings. Outdoors, enjoy evenings around the firepit beneath star-filled skies, surrounded by the natural beauty and privacy of the property. A standout feature is the remarkable multi-level 55' x 40' barn, full of rustic character and endless potential. Having hosted countless gatherings and celebrations, it offers incredible space for entertaining, hobbies, storage, or future creative use. Tucked away just two miles from town, this serene retreat offers both privacy and convenience, with easy access to skiing, snowmobiling, hiking, and all the outdoor adventure and small-town charm that make Vermont so special. See Listing Details & 39 images. Includes a Virtual Tour

$1,490,000 $276 per sq.ft. Chester VT Home »


Price Change! Reduced by $200,000 down 13% on May 28th 2026
5 Beds | 5 Baths |   Total Sq. Ft. 5400  |  Acres: 18
Listed on Friday May 8, 2026
Description: Set on 18 private acres, Popple Dungeon is a distinctive Vermont property offering the feel of a true country retreat. Owned by one family and designed and built by its owner, the Williamsburg-style reproduction Saltbox reflects a deep appreciation for traditional craftsmanship and enduring design. Inside, the home is defined by warm, handcrafted details--wide-plank wood floors, paneled walls, layered moldings, and reclaimed beams create a sense of comfort and authenticity throughout. The scale and layout offer a balance of inviting gathering spaces and quieter rooms, well-suited for both everyday living and hosting. Originally operated as a bed-and-breakfast, the home was thoughtfully designed to welcome guests while maintaining a natural flow and sense of privacy. The surrounding land provides a peaceful and private setting, with stone walls, established gardens, wildflowers, fruit trees, and a blueberry patch woven into the natural landscape. Open areas and wooded sections create a property that feels both curated and comfortably natural, offering space to explore, relax, and enjoy Vermont's changing seasons. A guest house and dedicated woodworking barn add to the property's appeal, offering flexibility for hosting, hobbies, or creative pursuits. Ideally located near the charming village of Chester, the property offers convenient access to year-round outdoor recreation, including skiing, hiking, biking, fishing, and scenic trails. Throughout the home, the builder's attention to detail is unmistakable, with thoughtfully crafted custom woodwork and timeless finishes that reflect a genuine commitment to quality and design. Quiet, private, and rooted in tradition, this is a property well suited for those seeking a classic Vermont retreat and lifestyle. See Listing Details & 53 images. Includes a Virtual Tour

$659,000 $232 per sq.ft. Clarendon VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2840  |  Acres: 7.01
Listed on Monday Jun 1, 2026
Description: This lovely Craftsman-designed one-level, 2,800 square foot home feels as though it belongs in La Cottage magazine. Built in 1982 and lovingly maintained by the same family for 32 years, this special property has been the backdrop for a lifetime of memories. Set on seven beautiful acres in Clarendon, Vermont, the property offers privacy, perennial gardens, a large spring-fed pond, and a three-car garage. The pond has been the centerpiece of countless summers, with children spending endless hours swimming, fishing, and playing from the floating dock that has provided years of fun and laughter. Inside, the home features four bedrooms and four baths, including a primary suite with a private bath, a guest bedroom, and two bedrooms connected by a charming Jack-and-Jill bath. A dedicated home office provides the perfect space for today's lifestyle. The heart of the home is the expansive great room, where oversized windows bring the outdoors in and create a screened-porch feel during the warmer months. Oak hand-pegged flooring, a pellet stove, and a mini split system provide warmth, character, and comfort throughout the seasons. Thoughtful details and quality craftsmanship throughout reflect the timeless appeal of the Craftsman style. Step outside and you'll discover a setting that is truly one of a kind. A gazebo overlooking the pond offers the perfect place to relax, entertain, and create your own lasting family traditions. The perennial gardens are simply stunning, reminiscent of a Martha Stewart magazine, with colorful blooms and thoughtful landscaping at every turn. The full basement features high ceilings and offers tremendous potential for additional living space, recreation areas, or storage. Rarely does a property combine such charm, character, acreage, and recreational enjoyment in one beautiful package. Centrally located between Manchester and Rutland for shopping, dining, and minutes to both Killington and Okemo ski areas. LIVE VT. See Listing Details & 37 images. Includes a Virtual Tour

Under Contract Clarendon VT Home for sale $749,000 $196 per sq.ft.

$749,000 $196 per sq.ft. Clarendon VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 3820  |  Acres: 102.3
Listed on Tuesday May 5, 2026
Description: Set on 102 acres with mountain views and frontage along Otter Creek, this 1820s Vermont farmhouse offers a rare combination of historic character, modern updates, and true land ownership. Inside, the home showcases original details throughout, including wide plank and hardwood floors, hand-hewn beams, and preserved woodwork. Natural light fills the space, highlighting a layout that is both functional and inviting. The main level is designed for everyday living and entertaining, featuring a modern country kitchen with quartz countertops, maple cabinetry, center island, and coffee bar. It flows seamlessly into a spacious dining area and comfortable living room anchored by a woodstove. A mudroom and pantry add practicality. Recent upgrades include a new architectural shingle roof, updated kitchen and appliances, new carpeting, fresh paint, two mini-split heat pumps, and a fully upgraded 200-amp electrical service with surge protection. The finished attic space offers potential for additional living area or a home office. Outside, a large rear deck overlooks open fields and wooded acreage. The property also includes a three-car garage with attached workshop and a separate woodshed--ideal for storage, projects, or small-scale farming. With direct access to Otter Creek and over 100 acres of trails to explore, this property is well-suited for those seeking a private homestead, recreational retreat, or Vermont getaway with long-term value. Properties offering this level of acreage, character and setting are increasingly hard to find. Schedule your private showing or plan to attend the open house and experience it for yourself. Property video tour available. Open House: Saturday, May 9th from 10:00 AM - 12:00 PM. See Listing Details & 59 images.

$895,000 $336 per sq.ft. Clarendon VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2660  |  Acres: 10.75
Listed on Wednesday Mar 25, 2026
Description: Welcome to Elm Hill, a fine residence situated atop a knoll to capture the mountain views and Vermont's natural beauty. Thoughtfully designed for both comfortable everyday living and effortless entertaining, this well-built and attractive home offers a flexible floor plan suited to a variety of lifestyles. Many of the home's thoughtful features make everyday living effortless, including an open-concept layout, a separate home office ideal for today's work-from-home lifestyle, and abundant closet and storage options throughout. A convenient mudroom entry, oversized three-car garage, and a highly usable basement further enhance functionality, offering excellent storage and potential for future expansion. Over the years, the property has been carefully updated and maintained, reflecting true pride of ownership. Highlights include a newly renovated bathroom with high-quality finishes, newer mechanical systems, and roof, and the recent addition of energy-efficient heat pumps providing year-round heating and cooling. A fully screened porch stretches across the front of the home, offering the perfect place to relax and unwind while extending your living space during the warmer months. Completing the property is a charming, professionally designed and built 273 sq ft guest house--ideal for visitors, extended family, or additional income potential. Set on over 10 acres, the property features a partially fenced yard, established perennials, natural landscaping, open field, a gentle stream, and a wooded lot--creating a perfect blend of beauty, privacy, and usable outdoor space. Located in Clarendon, this property offers the perfect blend of peaceful country living with convenient access to nearby amenities. Just a short drive to Rutland, with its shopping, dining, services, a regional airport, and an Amtrak station for easy travel. Outdoor enthusiasts will love the close proximity to skiing, hiking trails, and scenic cycling routes that showcase Vermont's beauty in every season. See Listing Details & 60 images. Includes a Virtual Tour

$899,000 $290 per sq.ft. Clarendon VT Home »


Price Change! Reduced by $91,000 down 10% on June 12th 2026
5 Beds | 5 Baths |   Total Sq. Ft. 4300  |  Acres: 1.78
Listed on Monday Feb 23, 2026
Description: Welcome to 49 Sherri Lane in Clarendon, Vermont, a private mountain-view sanctuary set in a peaceful Rutland County neighborhood. This thoughtfully renovated home blends Vermont character, modern comfort, and generous living space with sweeping mountain views in every season. The main level features a foyer, living room, eat-in kitchen, dining room, and bedroom, offering flexible everyday living. Hardwood and softwood flooring, radiant heat, central air conditioning, and abundant natural light create a warm, inviting feel throughout. Upstairs, the second level showcases a vaulted ceiling, exposed beams, and a dramatic arched window framing the surrounding scenery. The second-level primary suite includes a jetted soaking tub, walk-in closet, and private balcony overlooking the views, with additional bedrooms and full baths nearby. The finished walkout lower level offers excellent flexibility for a family room, guest space, recreation area, home office, or media room, with one full bath and direct backyard access. Updated bathrooms, modern finishes, and an attached multi-bay garage with unfinished space above add function and future potential. Located near Rutland, Killington, Pico, Lake Bomoseen, hiking, skiing, dining, and year-round Southern Vermont recreation, this Clarendon VT home for sale offers privacy, comfort, views, and four-season Vermont lifestyle appeal. Welcome Home! See Listing Details & 60 images. Includes a Virtual Tour

$650,000 $430 per sq.ft. Corinth VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1512  |  Acres: 135
Listed on Wednesday Nov 13, 2024
Description: Here is your opportunity to own a piece of Vermont and live the Vermont Lifestyle you've always wanted. Bring your plans and ideas to restore this home to your needs while embracing the peace and tranquility this single family residence on 135 acres has to offer. This parcel offers open and wooded acreage with some wetlands across the road. With this much acreage its a perfect chance to establish your own trail system, become the gardener you always wanted to be or just be at peace with nature and all it has to offer. Relax on the porch enjoying the wildlife, the distant mountain views or unwinding with a good book. What a great way to experience Vermont's beauty. Currently this property is not in the current use program. Being sold "as is" "where is". All measurements are approximate. See Listing Details & 26 images.

New Listing! Corinth VT Home for sale $1,795,000 $739 per sq.ft.

$1,795,000 $739 per sq.ft. Corinth VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2430  |  Acres: 177.9
Listed on Monday Jun 15, 2026
Description: Taplin Hill Farm conveys a sense of quiet, privacy, and connection to the Vermont countryside. The 180± acres of rolling pasture, woodland, stone walls, trails, and open sky frame sweeping views to the White Mountains. From the ridge, the pond, and the farm's many lookout points, the landscape unfolds with a calm and natural beauty that feels both expansive and deeply peaceful. The property includes three distinct dwellings, each offering its own experience of the land. Cabin Hill is a secluded off-grid cabin high above the valley with a kitchenette, full bath, and expansive deck overlooking the mountains. The Modern Farmhouse blends antique and contemporary design with two comfortable bedrooms, large windows, and views across the fields and hills. The Cottage on Mulligan's Pond overlooks the pond with a full kitchen, screened porch, upper-level deck, and quiet spaces for work, rest, or guests. With miles of trails, open fields, wooded paths, a spring-fed pond, and grazing Scottish Highland cattle and horses nearby, Taplin Hill Farm offers an inviting combination of privacy, simplicity, and Vermont hill country beauty. Located approximately 30 minutes from Hanover and 40 minutes from Montpelier, this thoughtfully maintained farm property is prepared for the next generation of owners to enjoy. See Listing Details & 31 images. Includes a Virtual Tour

New Listing! Cornwall VT Home for sale $349,000 $206 per sq.ft.

$349,000 $206 per sq.ft. Cornwall VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1692  |  Acres: 35.8
Listed on Thursday Jun 11, 2026
Description: Looking for a project? Want to make an investment with a chance to have a reasonable return? Are you handy and imaginative? Looking to build but don't have the land yet? Cornwall is a lovely town and this property gives you lots of options from demo to rehab, small scale farming to creating paths and trails for your own use. The house is surely in need of work and would likely require either a rehab or some kind of construction loan. The entire property will convey as you see it! Perhaps there's a hidden treasure in the barn! See Listing Details & 28 images.

$595,000 $266 per sq.ft. Cornwall VT Home »


Price Change! Reduced by $30,000 down 5% on April 19th 2026
5 Beds | 2 Baths |   Total Sq. Ft. 2236  |  Acres: 7.2
Listed on Tuesday Nov 11, 2025
Description: This location does not come along often! Sited on the east side of Cider Mill road looking towards Middlebury College and the Green Mountains, and just 2.5 miles to downtown. Over 7 acres of land has been opened up to share the incredible eastern views. There is an old farmhouse on this land that is not currently livable. It would require a complete transformation or a new owner could start fresh! The house will not be financeable as a residence. To complete the classic Vermont setting, a barn sits further back on the property adding to the possibilities. Plenty of open land for gardens, animals or additional structures. Whether you renovate the existing home or use this site to create something new, this location holds a lot of potential! See Listing Details & 13 images.

Under Contract Cornwall VT Home for sale $765,000 $212 per sq.ft.

$765,000 $212 per sq.ft. Cornwall VT Home »

Waterfront on Pond _Unnamed
4 Beds | 4 Baths |   Total Sq. Ft. 3617  |  Acres: 5.01
Listed on Wednesday Apr 22, 2026
Description: Twenty-four years later, the current owners--truly exceptional stewards of this quintessential Vermont home--are ready to begin their next chapter. Their care and investment are evident throughout, with an extensive list of upgrades, renovations, and thoughtful restorations that have preserved the home's classic farmhouse character while taking care of all the hard work for you. This is the kind of home you hope to find--and the kind of sellers you hope to buy from. What you'll love most: a cozy fireplace anchoring the living room, a clean and welcoming basement (not your typical "old house" basement!), and a finished attic perfect for hobbies, recreation, or gathering space. The property also features a versatile guest suite--complete with its own small kitchen--privately set apart yet conveniently connected through the mudroom. The primary suite offers one of the home's most captivating feature: sweeping views of the Green Mountains. Outside, the setting is just as special, with a pond large enough to double as your own backyard rink in the winter, established gardens, a deck and porch for relaxing, classic stone walls, and a charming barn with a heated workshop and two lower level garage space that complete the Vermont picture. In preparation for sale, the sellers have gone above and beyond to present the home at its very best--ensuring a seamless transition to its next owner. Located just about four minutes from Middlebury, you'll enjoy the perfect balance of privacy and convenience. And for golf enthusiasts, Ralph Myhre Golf Course is just a few minutes away--making it easy to fit in a quick round whenever the mood strikes. See Listing Details & 37 images. Includes a Virtual Tour

Under Contract Danby VT Home for sale $219,900 $172 per sq.ft.

$219,900 $172 per sq.ft. Danby VT Home »


Price Change! Reduced by $30,000 down 14% on May 14th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 1281  |  Acres: 3.4
Listed on Wednesday Jan 14, 2026
Description: Nature's Paradise at a remarkable price! An expansive 3.4 open acres. This 4 bedroom, 1.5 bathroom home offers an open concept living room and kitchen. The option for a wood burning stove serves as a focal point for cozy evenings. Natural light and hardwoods througout. 2 bedrooms, bathroom and laundry all on the first for accessibility. Every inch of this home has been thought out and used efficiently, making the home feel spacious and inviting. Front entrance ramp leads into the 3 seasons porch. The three-season porch provides a comfortable spot to enjoy the changing seasons. Floor to ceiling windows let in natural light and scenry, with a door to the private back deck creating an ideal setting for relaxation. A small brook follows alongside the property line, adding natural charm to the landscape. The rustic workshop shed provides practical storage or an ideal workspace. The large open area on the property presents numerous possibilities for outdoor activities and recreation. Nature enthusiasts will appreciate the proximity to Green Mountain National Forest, just minutes away. The nearby Otter Creek Wildlife Management Area offers additional opportunities for outdoor exploration, while Danby Town Green provides convenient access to local amenities and community gathering spaces. Within minutes to ski resorts or take the day trip to the Great Escape and come back to the warmth and peaceful scenery this home offers. Schedule your private showing today to experience the timeless charm this home has to offer. OPEN TO ALL BUYERS See Listing Details & 22 images.

$649,000 $225 per sq.ft. Danby VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2886  |  Acres: 11.87
Listed on Monday May 25, 2026
Description: This 1989 elegant center hall colonial reproduction sits proudly along beautiful Kelley Hill Road with gorgeous sunset views over Pawlet's Three Sisters- Haystack, Middle & Bald Mountains (AKA "Sleeping Lady"). Set on almost 12A of beautiful flat meadowland (ideal for equestrian/agricultural use,or possible additional building site) offering total privacy with 80A of protected lands across the road owned by NEFF (New England Forest Foundation). The spacious 4 bedroom, 3 bath home is ideal for entertaining with a "cook's kitchen" - 6 burner/double oven Viking range & large island (butcher block & granite), breakfast nook, huge deck, formal dining room, library & living room both with fireplace... Elegant woodwork throughout- crown molding, chair rail, french doors, gorgeous cherry built-in cabinets/entertainment center, yellow pine & antique oak floors... Upstairs offers incredible primary bedroom suite with cathedral ceiling marble bath, walk-in closet/dressing room and 3 other bedrooms plus a second full bath. Other amenities include 2 car attached garage, walkout basement, and a standby propane generator ... Needs some TLC/deferred maintenance, new bedroom carpeting etc, but well worth it ... Opportunity Knocks! - A Gorgeous property, great location and irreplaceable at this price! See Listing Details & 54 images.

Under Contract Danby VT Home for sale $975,000 $321 per sq.ft.

$975,000 $321 per sq.ft. Danby VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 3042  |  Acres: 13.42
Listed on Thursday May 21, 2026
Description: Set on a picturesque stretch of rolling Vermont countryside, this residence is a timeless historic retreat where classic New England character meets refined country living. Rich in charm & thoughtfully expanded over time, the property seamlessly blends the warmth of the original historical home w/ a beautifully integrated addition designed for modern comfort & gathering. Inside, historic details shine through with wide plank wood floors, exposed wood beams, oversized hearth fireplaces, & sun-filled living spaces that honor the home's heritage while embracing contemporary living. The updated oversize kitchen & inviting common areas create an atmosphere that is both elegant & welcoming, ideal for entertaining or quiet evenings in the country. The primary suite is a peaceful private retreat designed to embrace the beauty and calm of its surroundings. Generously scaled & filled with natural light, the space offers a serene atmosphere with soft finishes, expansive windows, and tranquil views overlooking the surrounding landscape. The suite blends understated elegance w/ comfort, creating a true sanctuary within the home. Three additional bedrooms provide comfortable accommodations thoughtfully de for family & guests. The rooms offer a balance of classic VT character & understated elegance, creating cozy yet refined spaces throughout the home. Beyond the main residence, the property offers exceptional flexibility w/ a oversize detached garage barn, sugar shack & separate studio space, perfect for creative pursuits, a private office, or space for wellness retreat. Outdoors, expansive lawns & mature landscaping frame the setting, while the in-ground pool create a true summer escape surrounded by sweeping mountain views & peaceful VT scenery. Set on 13.4 AC, this property is private yet inviting, offering a rare opportunity to own a historic Southern Vermont home that captures the beauty of four-season living with timeless style, space, & authenticity. Showings start 5/23/26 See Listing Details & 58 images.

© 2000-2026 Clerkin Agency Real Estate
NEREN Logo
565 Maple Street, White River Junction, Vermont. 05001 802-295-1355
Copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated June 16th, 2026

PLEASE NOTE: Both New Hampshire and Vermont law require brokers and agents to disclose at the “time of first business meeting, prior to any discussion of confidential information”, in New Hampshire’s case, and “first reasonable opportunity”, in Vermont’s case, the nature of the relationships brokers have or may have with customers and clients. Each state requires that a disclosure form be presented to consumers for their review and acknowledgment at the appropriate time. These forms can be accessed here:
VT: VERMONT REAL ESTATE COMMISSION MANDATORY CONSUMER DISCLOSURE FORM
NH: NEW HAMPSHIRE REAL ESTATE COMMISSION BROKERAGE RELATIONSHIP DISCLOSURE FORM