$275,000 $122 per sq.ft. Village of Ascutney in Town of Weathersfield VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 2250  |  Acres: 0.6
Thursday May 1, 2025
Description: Open floor plan with soaring ceilings and wood flooring throughout. The structure includes a full bathroom, a partial kitchen, and the framework for two bedrooms--ideal for conversion into a spacious single-family home or potentially a duplex. New hot air heating oil system install fall 2024 The building was officially approved for residential use in 2023. Recent upgrades enhance the property's appeal, including a new hot-air oil furnace, full foam insulation, new windows and doors (2018), anew electrical system (2018), and a handicap-accessible ramp to the front entrance. The full, walk-out concrete basement features high ceilings, multiple entry points(including a secondary "dog house" access), and offers excellent additional space for storage or further development. Septic system includes a 1,500-gallon tank and a pump chamber (installed in 2018), connected to a shared septic field rated for 700 gallons/day. The property provides ample parking for at least four vehicles. With flexible zoning, ample space, and key infrastructure already in place, this unique building presents a rare opportunity for creative redevelopment. Conversion to a duplex may be possible with appropriate permitting. Subject to right of first refusal by abutter. Agent has ownership interest. See MLS Property & Listing Details & 19 images.

$235,000 $158 per sq.ft. Weathersfield VT Home »

Price Change! Reduced by $14,900 down 6% on May 2nd 2025
2 Beds | 1 Baths |   Total Sq. Ft. 1488  |  Acres: 2.7
Wednesday Apr 16, 2025
Description: 2-bedroom home set on 2.7 peaceful acres in scenic Weathersfield, VT. This property offers a cozy layout with a small, functional kitchen, Step outside to enjoy a large backyard--perfect for gardening, entertaining, or just relaxing. The detached 2-car garage provides additional storage or workshop potential, though it could use a little TLC. Conveniently located with easy access to Route 106 and I-91, this home is ideal for those seeking a quiet retreat with room to make it their own. See MLS Property & Listing Details & 14 images.

$201,500 $161 per sq.ft. Weathersfield VT Home »

Price Change! Reduced by $9,000 down 4% on April 7th 2025
3 Beds | 2 Baths |   Total Sq. Ft. 1248  |  Acres: 2.5
Monday Apr 7, 2025
Description: This 3BR /2 bath residence is set back from the main road which adds some privacy for you. The land is level in the back and has a sloping front lawn which might be fun for sledding. There is a potential pond site. Residence includes an open living room w/dining area, kitchen with two-sided cabinets, additional cabinets, pantry-style cabinet; and a lot of counterspace. Primary BR includes a large closet and a separate full bath, including a garden tub. Views from the living room. Shed and chicken coop. Above-ground pool. Located a short distance to I-91; approximately 17 mins. to Ascutney MT Resort; 23 mins to Okemo MT Resort; and approximately 15 mins to Claremont. See MLS Property & Listing Details & 20 images.

$399,900 $100 per sq.ft. Windsor VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 3990  |  Acres: 0.32
Thursday Oct 10, 2024
Description: 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 2nd floor has more ensuite bedoom options, a second living room and even a wet bar, or send your food up in the dumbwaiter. 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. 6 additional spaces in the back, add ample parking. 2-3 office spaces and a 1/2 on main level and excellent street visibility. Property is located in the CENTRAL BUSINESS DISTRICT. Come make this one your own! See MLS Property & Listing Details & 32 images.

$255,000 $253 per sq.ft. Windsor VT Home »

4 Beds | 1 Baths |   Total Sq. Ft. 1008  |  Acres: 0.33
Tuesday Apr 1, 2025
Description: Great Location! Well-Maintained! 4BR's Cape Full Basement with work bench, Many recent updates in the last three years, Rear deck, Garden area and Private backyard. See MLS Property & Listing Details & 23 images.

$240,000 $145 per sq.ft. Windsor VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1654  |  Acres: 0.34
Wednesday Apr 23, 2025
Description: With fabulous curb appeal and a welcoming covered porch, this turn-key circa 1940 New England home beautifully blends timeless design with modern comfort. The open-concept kitchen and dining area flow seamlessly into spacious living areas, creating a warm and inviting atmosphere. Elegant features such as French doors, a fireplace with a classic brick hearth, and bay windows add character and sophistication throughout. Enjoy breathtaking eastern views that bring a sense of calm to your everyday routine--your morning coffee spot just got an upgrade. Conveniently located just 5 minutes from the interstate, this home offers an easy commute to the Upper Valley while providing a peaceful retreat to come home to. See MLS Property & Listing Details & 28 images.

$240,000 $96 per sq.ft. Windsor VT Home »

6 Beds | 2 Baths |   Total Sq. Ft. 2504  |  Acres: 0.65
Tuesday May 13, 2025
Description: Imagine waking to the soft glow of dawn filtering through the windows of your charming three-story farmhouse, nestled in the heart of Vermont's historic birthplace. As you sip coffee in the sunlit kitchen, the Connecticut River glimmers across the street, promising a day of serenity. This -bedroom, 2-bath home, brimming with character, becomes your sanctuary. Upstairs, the tranquil bedrooms offer restful retreats, while the convenient laundry room keeps life humming smoothly. Transform the expansive bonus rooms into a lively playspace or cozy den for movie nights. The third-floor loft, with its kitchenette and sweeping bonus space, becomes your haven for creative pursuits--an art studio, yoga retreat, or a cozy guest suite for visiting friends. Weekends are filled with possibility. Your mornings begin with a stroll through the yard, where stone pathways wind through gardens, perfect for quiet reflection or playful moments with family. You tinker in the large attached barn, now a workshop for woodworking or a rustic venue for hosting farm-to-table dinners under string lights. The nearby towns of Lebanon and Claremont buzz with farmers' markets and quaint shops, just a short drive away, while Dartmouth's medical facility ensures peace of mind. When winter blankets the landscape, you head to nearby ski areas for powdery adventures. Showings begin Saturday, May 17. See MLS Property & Listing Details & 11 images.

$199,000 $147 per sq.ft. Windsor VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1352  |  Acres: 0.16
Tuesday Apr 15, 2025
Description: OFFER DEADLINE: MONDAY 4/21/25 6pm Ready to start your real estate investment journey? This 3-bedroom home is the perfect opportunity for someone eager to build equity and willing to add their own personal touch. Upstairs, you'll find three spacious bedrooms and a convenient half bath--ideal for families or future tenants. The eat-in kitchen is ready for your updates, offering a blank canvas to create the heart of the home. Picture cozy evenings gathered around the woodstove, a feature that not only adds warmth and ambiance but can also boost your property's value and appeal, especially in Vermont's colder months. The practical mudroom is a must-have for Vermont living, keeping the outdoors where it belongs and making daily life a breeze. Outside, the older garage still gets the job done, and there's plenty of space for gardening or simply enjoying the fresh air. A picturesque stream runs along the property, adding a peaceful, natural touch. Outdoor enthusiasts will love being close to the Mt. Ascutney trails, while commuters will appreciate the easy access to I-91--making this location as convenient as it is scenic. Whether you're looking for your first rental, a fix-and-flip, or a place to call home while you build sweat equity, this property offers endless potential. Don't miss your chance to invest in a home with character, charm, and room to grow! Being sold as-is. See MLS Property & Listing Details & 23 images.

$195,000 $49 per sq.ft. Windsor VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 4011  |  Acres: 0.34
Tuesday May 23, 2023
Description: The Stephen Jacob House is an extremely important historic residence in a town known for its historic architecture. Built in 1784 in the Georgian/Federal style, the residence was sited on the rise of State Street from the Village of Windsor. It's commanding presence was embellished with cornice dentil detailing and possibly a Palladian window. Having been used for many purposes over the years, the house was purchased by Historic Windsor, Inc. in 2008. Recognizing its historic significance along with much original fabric intact, Historic Windsor, Inc. engaged in a massive cleanup, extensive documentation and a complete paint job with some sections reroofed with standing seam. The residence is now ready for the next phase of its life as a single family residence, up to 4 residential apartments, owner occupied business or a cultural center. All of the necessary as built architectural plans, documentation of existing materials and fabric and proposed Feasibility Plans are available. The project will require all new systems and rehab working with the extensive original fabric including interior shutters, period flooring and window and door detailing. Many original doors. The residences rich history with Stephen Jacob and its architectural significance will regain its prominence in Historic Windsor upon completion. See MLS Property & Listing Details & 4 images.

$8,000,000 $1,486 per sq.ft. Woodstock VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 5384  |  Acres: 68.92
Monday May 5, 2025
Description: Sorgenfrei, or "Carefree," was built by Ennis Construction in 2015, and this extraordinary property truly embodies that sobriquet. A stunning and uncommon confluence of the finest materials and the most energy efficient techniques, this home was carefully constructed to maximize worry-free enjoyment. The most advanced systems and a focused commitment to the highest quality make this home a testament to elegant durability. From the mahogany exterior to the hand crafted front doors and custom-wrought hardware, this spacious and meticulously considered home celebrates the skill of Vermont's most talented craftspeople. The unparalleled 180 degree views over the Woodstock valley are spectacular in every season, offering year-round sunlight and ever-changing vistas. With a gourmet kitchen custom-built for entertaining, a 1,000 bottle wine cellar, and a double-sided great room fireplace, Sorgenfrei perfects conviviality. The measures taken to ensure the property's efficiency and durability are too numerous to name - among them, an 18kw solar array, Pella Architect-Series windows, and custom mortise and tenon fir construction. At home among Woodstock's most lauded residences, and gorgeously situated in one of the area's most prestigious neighborhoods, this home is a testament to uncompromising vision and a paean to unparalleled enjoyment of Vermont's Green Mountains. See MLS Property & Listing Details & 47 images. Includes a Virtual Tour

$3,750,000 $970 per sq.ft. Woodstock VT Home »

Price Change! Reduced by $400,000 down 11% on March 22nd 2025
3 Beds | 5 Baths |   Total Sq. Ft. 3865  |  Acres: 2.37
Friday Oct 11, 2024
Description: This extraordinary residence offers breathtaking views of Billings Farm Preserve and the Green Mountains from nearly every corner, with Vermont's only national park directly in sight. The charming town of Woodstock, known for its boutiques and dining, is just a short walk away. Nestled at the end of a quiet road, the property offers unobstructed west-facing views for spectacular sunsets, surrounded by acres of undeveloped land. Woodstock's restrictive covenants ensure these views remain undisturbed, creating a peaceful, private escape. The expansive deck around the stunning pool is controlled via smartphone, with an automatic cover to ease maintenance. The adjacent pool house features a custom kitchen, a luxurious bathroom, and a cozy living area framed by floor-to-ceiling glass, offering year-round comfort with air conditioning and heated floors. The inground, heated, 30,000 gallon pool, can reach over 102° year-round, a rare feature in Vermont. An NBA hoops basketball net is installed in the shallow end for many days of fun, or if the deep end is more your style this pool offers a 9 foot deep end. This unique property offers proximity to skiing, golf, hiking, and more. The view encompasses the only National Park in Vermont. Marsh-Billings-Rockefeller in Vermont is the only national park to focus on conservation history and the evolving nature of land stewardship in America located right here in beautiful Woodstock VT! Contact us today to arrange a private tour! See MLS Property & Listing Details & 54 images. Includes a Virtual Tour

$3,500,000 $644 per sq.ft. Woodstock VT Home »

6 Beds | 6 Baths |   Total Sq. Ft. 5433  |  Acres: 10
Friday Jun 28, 2024
Description: Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in the 1800's. Sited on a knoll overlooking the Kedron Brook this grand residence has been carefully restored by talented craftsmen. Taking care to keep the beautiful original details the owners have brought the systems into the 21st century with the highest quality of materials. The back ell seamlessly ties into the original brick Federal and offers additional spaces for entertaining guests including the Pine Room with its' large fireplace for snowy winter nights. The brick Federal consists of formal living room, dining room, library and gourmet kitchen with walk in pantry. On the second floor there are 2 ensuite bedrooms,4 more bedrooms, 2 baths and large laundry room. The third floor offers the surprise of a family room that was originally a ballroom with curved ceiling. There is also a bright studio and half bath on that level. The new attached oversize 2 car garage is accessed from the Pine Room and the fully renovated basement. The 10 acres comprises of lovely landscaping around the home and plenty of land for gardens and animals. The 18th century barn and corn crib lend much charm to the setting. Walk to the charming village store and enjoy dinner on the porch of the Ransom Tavern. Only 5 miles to Woodstock and a short drive to multiple ski areas. South Woodstock is truly a bucolic place to call home! Call today for a private viewing. See MLS Property & Listing Details & 40 images. Includes a Virtual Tour

$2,450,000 $440 per sq.ft. Woodstock VT Home »

48 Ft. of Waterfront on River Ottauquechee River
4 Beds | 4 Baths |   Total Sq. Ft. 5573  |  Acres: 40
Friday Jan 3, 2025
Description: "All Seasons" is the ultimate Vermont retreat, designed for gatherings and getaways while seamlessly blending rustic charm with modern luxury. This 5,900-sq-ft barn-style home, just over five minutes from Woodstock Village via Route 4 and the Lincoln Covered Bridge, sits high on a knoll above the Ottauquechee River with views to Killington. A veritable mini-resort, the property offers unparalleled access to recreational pursuits. Its 40-acre grounds feature single-track biking, hiking, and snowshoeing trails, a firepit, patio, grills, and owned riverfront access. A 32-foot indoor pool, and hot tub under the stars make this a year-round haven. The acreage also includes a potential building lot with mountain views and an existing roadway, adding versatility. Nearby, enjoy world-class skiing, golf, and other outdoor activities, with Woodstock Village offering charming shops and restaurants. Inside, the chef's kitchen boasts Viking appliances, granite counters, dual refrigerators, a pantry, and a custom island. Two expansive great rooms provide gathering spaces with large-screen TVs and plush seating, including a wet bar in the second-floor game room. Accommodations include four bedrooms, three full baths, and space for up to 12 guests. A highly successful Airbnb rental, "All Sessons" is an extraordinary opportunity to own a Vermont escape combining privacy, beauty, and income potential in one of the region's most picturesque towns. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$2,250,000 $642 per sq.ft. Woodstock VT Home »

Price Change! Reduced by $235,000 down 10% on March 27th 2025
5 Beds | 4 Baths |   Total Sq. Ft. 3502  |  Acres: 2.57
Monday Feb 10, 2025
Description: The John Arnold Cottle House is a landmark residence in the heart of South Woodstock, a rare blend of village convenience and country living. Built in 1811 by one of the area's earliest settlers, this stately Federal-style brick home has been thoughtfully restored to honor its historic charm while integrating modern comforts. Set on 2.7 acres, the property features 450 ft of frontage on Kedron Brook, along with a firepit, a barn, and a river meadow. The barn--currently used for storage--could easily be converted to accommodate a couple of horses or sheep. The 3-bedroom main house has elegant 12-over-12 windows, high ceilings, and beautifully preserved period details, including a 2nd-floor ballroom with a coved ceiling and fiddler's stage--a nod to its past as a lively gathering space. The newer addition overlooking the brook has a magnificent great room with 17' cathedral ceilings and a gourmet kitchen and wood burning brick fireplace. The renovated Kingsley Barn guest house offers 2 bedrooms, a loft, and a deck overlooking the brook. Below there is a heated workshop, ideal for puttering and creating. A timber bridge spans the waterway, connecting the property's field, barn and trails. With direct access to the Upwey Trail system and equestrian paths leading to the Green Mountain Horse Association, this property is ideal for outdoor enthusiasts. Located along South Road in the South Woodstock Historic District. See MLS Property & Listing Details & 40 images. Includes a Virtual Tour

$2,000,000 $400 per sq.ft. Village of Taftsville in Town of Woodstock VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 5000  |  Acres: 0.56
Friday Oct 25, 2024
Description: INVESTMENT & RESIDENTIAL OPPORTUNITY - Rare historic building (The Taftsville Country Store - Woodstock VT) available for owner occupancy with multiple additional income units in the village of Taftsville. Just five minutes to the quintessential downtown New England Village of Woodstock! Property includes storefront space (approved for restaurant, café, or retail store), Post Office (with current lease), smaller Apartment 1 (with excellent AIRBNB rental history), larger Apartment 2 (The owner's unit- 3 bedroom, 2 bath), and plans/space for an additional studio unit. Perfect opportunity for an investor to offset living expenses with this multi-unit property, or just have a super fancy home office downstairs. Potential diversified income streams with hospitality, residential rental, and retail/ food service all in one property. Current owners have redesigned, paved, and expanded the parking lot to include 21 parking spaces to the south side with four (4) 19Kw Electric Vehicle Charging stations, ADA access to building, and ADA accessible restrooms. Property boasts pretty patio views of the Ottauquechee River and Taftsville Covered Bridge. See MLS Property & Listing Details & 60 images.