You are viewing Upper Valley Homes with 4 or more Bedrooms between $0 and $30000000 dollars.

$1,895,000 $446 per sq.ft. Thetford VT Home »


Price Change! Reduced by $55,000 down 3% on June 11th 2024
4 Beds | 4 Baths |   Total Sq. Ft. 4713  |  Acres: 43.9
Listed on Tuesday May 28, 2024
Description: This modern farmhouse on over 43 level, park-like acres with more than half in open pasture and fields. Three Owl Farm offers an incomparable and private setting a quarter mile from the Connecticut River. The interior is open and bright with oversized windows, first floor 9-foot ceilings and French doors that bring natural beauty and light to the home. The open concept great room and kitchen showcases a monumental fieldstone fireplace - ideal space for gatherings and entertaining on a large scale. A first-floor study provides seclusion from the main living area. Four spacious second floor bedrooms include a private master bedroom suite with walk in closet, fieldstone fireplace and full bath, as well as a 2-bedroom suite. The basement includes a finished media room, workshop, and utility/mechanical room with bulkhead. Direct entry to the mudroom and laundry from the attached 4-car garage. This home enjoys views of the local mountains of New Hampshire while the wrap-around farmers porch overlooks conserved land. Stone walls, mature fruit trees and perennial beds grace the yard. An ample two stall barn with hay storage and attached equipment shed abut over three acres of fenced pasture help to complete this property. Originally comprised of three separate lots, the property may allow for future subdivision and development. Recent updates include a new standing seem roof and a Tesla Powerwall backup energy system. An elegant country estate in the heart of the Upper Valley. See Listing Details & 40 images. Includes a Virtual Tour

Under Contract Thetford VT Home for sale $1,995,000 $394 per sq.ft.

$1,995,000 $394 per sq.ft. Thetford VT Home »

1375 Ft. of Waterfront on River Connecticut River
5 Beds | 6 Baths |   Total Sq. Ft. 6018  |  Acres: 10.3
Listed on Monday May 6, 2024
Description: ELY RIVER ESTATE- A truly magical and sophisticated property tucked into an idyllic south-facing bend with 1,375' of frontage on the Connecticut River. This elegant brick Cape has been lovingly expanded over the years under the tasteful eye of an experienced builder in resort communities, resulting in a property that in and of itself is an experience and the perfect escape from the ordinary. Located at the very end of Ely Road, privately nestled on 10 acres with large flat open lawns and numerous gathering & entertainment spaces, a dock on the river for water activities & boat rides, and a tennis court. The estate accommodates endless adventures from cross-country skiing, snow shoeing, leisurely walks with the dog, and whatever else one can dream. The house is finished to a high quality, spacious, and well-sited to take in views of the river and beautifully landscaped grounds. There are three bedrooms on the Cape side of the house and a large barn addition with a great room, elegant primary suite, and fifth bedroom. The "Treehouse Masters" inspired acorn treehouse offers a unique and unforgettable escape, while the finished barn provides versatile additional space. All of this while being perfectly located to access the best of the Upper Valley region, with Hanover, Dartmouth College, and numerous premier ski destinations in Vermont & New Hampshire just a short ride away. This heavenly estate is well-appointed for full time or second home use. See Listing Details & 40 images. Includes a Virtual Tour

New Listing! Windsor VT Home for sale $189,900 $79 per sq.ft.

$189,900 $79 per sq.ft. Windsor VT Home »

Waterfront on Lake Runnenede
6 Beds | 2 Baths |   Total Sq. Ft. 2392  |  Acres: 0.12
Listed on Wednesday Jun 26, 2024
Description: Amazing opportunity to easily convert this 6 bedroom duplex into a single family home! Or, have a perfect in-law apartment. Great location across the street from Windsor High School and backing to Lake Runnemede! The yard has mature shade trees. With a little clearing, you may be able to have views of Lake Runnemede which is just down the hill from the house. There is a narrow strip of park land between the house and the lake. This home has strong bones, feels solid, and has level flooring which is rare for homes of this age. It is a tremendous value with so much potential - it just needs some cosmetic work to bring it up to date. There are hardwood floors under all carpeting with the exception of the 17' bedroom over the garage which is an addition. Deeded access to shared driveway. Downtown shops and restaurants are just a short .3 mile walk on sidewalks. Convenient location just 20 miles to both Lebanon and Hanover, NH. Mt. Ascutney Hospital is less than a mile. Nature enthusiasts will love easy access to the 5 miles of trails at Paradise Park just a half mile away. Neighboring Lake Runnemede is a birding hotspot with over 215 species of birds sighted and beautiful Mill Pond is just 1 mile. So many amenities for such a low price! See Listing Details & 37 images.

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

5 Beds | 4 Baths |   Total Sq. Ft. 4011  |  Acres: 0.34
Listed on 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 Listing Details & 4 images.

Under Contract Windsor VT Home for sale $275,000 $135 per sq.ft.

$275,000 $135 per sq.ft. Windsor VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2554  |  Acres: 0.17
Listed on Friday Jun 14, 2024
Description: OPEN HOUSE Saturday, June 15th 10-12 PM! Nestled on the edge of Windsor Village, this charming cape-style home has a well-maintained allure and picturesque appeal, inviting new homeowners to make it their own. A cobblestone chimney accents the exterior and a welcoming split rail fence adds to its quaint charm. Many new upgrades and features include a circular driveway, all new vinyl siding, new windows, and a private back patio deck. The driveway offers easy access to pull in & out, and ample parking space as well. The mudroom seamlessly connects to the kitchen, convenient for unloading your groceries, and unwind in the spacious and open concept living/dining room filled with natural light through large bay windows. Enjoy hardwood floors throughout and a classic stone fireplace could be revived for cozy evenings by the fire. The functional eat-in kitchen offers extra counter space, while a bonus room provides versatility as a den or office area. A front and back staircase ascend to four large bedrooms on the second floor, ensuring plenty of space for everyone. Outside, a large flat yard invites creativity, perfect for creating your ideal outdoor oasis, whether it's building a firepit for gatherings, playing or gardening. Walk to school, the Windsor Swim Area at Mill Pond, or explore the Windsor Fairgrounds and Paradise Park. With a short commute to Hanover, Lebanon, DHMC, and Dartmouth College, this move-in ready home offers great accessibility in one desirable package. See Listing Details & 21 images.

$550,000 $175 per sq.ft. Windsor VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 3146  |  Acres: 0.37
Listed on Thursday May 30, 2024
Description: 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 Listing Details & 40 images.

$879,900 $393 per sq.ft. Windsor VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2238  |  Acres: 10.04
Listed on Monday Jun 17, 2024
Description: Welcome to this exquisite four-bedroom, two-bathroom Colonial home, built in 1801, nestled on a sprawling 10.4-acre lot in Windsor, Vermont. This charming residence boasts maple and bamboo floors as well as original wide pine flooring, spacious bedrooms, and tiled bathrooms. The property includes a two-bedroom, one-bathroom ADU, perfect for generating rental income or accommodating guests. Enjoy the serene rural setting with level land ideal for animals, fenced pastures, and extensive perennial gardens. Outdoor amenities include a glamping site over the barn, RV hookups, an in-ground pool, and a tranquil majestic pond surround by natural iris that bloom every spring. Recent updates blend historic charm with modern appointments, maintaining the home beautifully for 30 years under the same owner. Located close to local amenities, this home offers both seclusion and convenience. Additional features include outbuildings and an animal barn, providing ample storage and versatile use. Don't miss this unique opportunity to own a piece of Vermont history with endless potential. See Listing Details & 39 images. Includes a Virtual Tour

$595,000 $199 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $55,000 down 9% on July 3rd 2024
5 Beds | 2 Baths |   Total Sq. Ft. 2996  |  Acres: 0.2
Listed on Tuesday May 28, 2024
Description: Constructed in 1840, this post & beam home is situated in the heart of Woodstock Village. A short stroll across the Kedron Brook footbridge to shopping and restaurants, the property is just steps away from all of the amenities this renowned Vermont town has to offer. Woodstock Elementary School, Vail Field and the Woodstock Inn are also just around the corner. Historic High Street, once home to blacksmiths, farriers, and livery stables is a vibrant and connected neighborhood today. The front of the house is anchored by an award-winning ninety-foot mature perennial flower garden and antique stone wall. The private backyard includes raised vegetable beds, fieldstone walls, and terraced garden beds built into the hillside. The property abuts Mt. Peg and all it has to offer, including beautiful walks in the woods, birding, hiking, mountain biking, snowshoeing trails, and XC skiing. Once a two-family dwelling, this spacious single-family home offers a flexible floor plan with room for expansion. The second-floor family room includes a woodstove and opens to an end porch entrance and the backyard. The large second-floor front balcony offers plenty of room for outdoor dining and a birds' eye view of Woodstock Village, High Street and Mt. Tom. See Listing Details & 36 images.

$895,000 $309 per sq.ft. Woodstock VT Home »

6 Beds | 3 Baths |   Total Sq. Ft. 3394  |  Acres: 1.56
Listed on Wednesday Jun 19, 2024
Description: This classic expanded Cape Style Home is located on a quiet dirt road within walking distance to The Village Green, and just steps to King Farm and the Mt Tom Trail system. Plenty of room to sprawl about in the generous common spaces. The living room has oversized windows and anchored by a brick fireplace flanked by built in book shelves with a propane stove insert. The dining room has a wood burning stove. The open concept kitchen has stainless steel appliances, tile floors, and plenty of counter space to cook for a crowd. The main rooms all have beautiful hardwood floors. To further complete the main level there are two bedrooms and a 3/4 bath. The second level has two more bedrooms with hardwood floors and 3/4 bath. There is finished space in the basement for a playroom or hobbies. There is an attached accessory unit that is the perfect spot for guests and family, or as an income producer. It has galley kitchen, LR/DR with hardwood floors and propane stove, one big bedroom with sliders to the back yard, and a loft for guests or office. The grounds are lovely with established perennial beds and mature plantings. There's a trickling little stream that laces through the property. Great terraced area for your vegetable gardens. Close proximity to DHMC, Dartmouth College, Upper Valley, Killington Mountain See Listing Details & 28 images.

$1,430,000 $467 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $20,000 down 1% on June 11th 2024
5 Beds | 5 Baths |   Total Sq. Ft. 4698  |  Acres: 5.1
Listed on Friday Apr 12, 2024
Description: An expansive 5 bedroom home, in a private location, conveniently just a few minutes drive from Woodstock Village! Among often sought amenities are a ground floor primary bedroom suite with private bath, a dramatic great room with cathedral ceiling and wood burning fireplace, a generously sized lower level in-law/guest suite with kitchen, dining, living room and bedroom with bath, 3 additional upper level bedrooms with 2 full baths, a family room with an attractive soap stone wood burning stove, a bright kitchen with cherry cabinets and an attached 2 car garage. The well conceived design presents the practical opportunity for single level living utilizing the gracious ground floor bedroom suite. Alternatively, the 5 bedrooms, on 3 levels, can satisfy a whole gang! The lower level private suite could present comfortable accommodations for an in-residence caregiver. Outside, a large wrap around deck transitions to pleasant sunny lawn areas with perennial gardens. Within walking distance are Mt. Tom's hiking trails! The property benefits from owner's who have taken pride in maintaining their beloved home! An attractive home that benefits from a thoughtful interior design! Equally suited for use as a well located year round residence or to be the vacation home that can accommodate friends and family alike! Skiing at Suicide Six as well as all the well known Woodstock Village amenities of shopping, dining and cultural events are just minutes away! Truly a great Woodstock property! See Listing Details & 40 images.

$1,495,000 $704 per sq.ft. Woodstock VT Home »

Waterfront on River Ottauquechee River
4 Beds | 3 Baths |   Total Sq. Ft. 3089  |  Acres: 0.52
Listed on Monday Jun 10, 2024
Description: 16 Church has the most stunning view of the river from any house in the village that we have seen, perched up above a series of river rapids so the sounds of the river during the day or in the evening are incredibly peaceful and relaxing. Plus, 16 Church is privately nestled in, like a secret hideaway, yet steps to the village green (and a level walk to/from). And more unusual for the village, it has a two-car garage with a covered walkway into the mudroom entryway (plus more outside parking). The spacious kitchen/dining area opens to the vaulted-ceiling living room, which has an INCREDIBLE view up-river. A side door leads to the side-deck that has the same view and sound of the river for outdoor dining above the river. There is a propane woodstove in the living room and woodstove in the kitchen/dining. A 1st floor bedroom has an ensuite bath and small stack washer-dryer. Upstairs is a large bedroom looking out through the great room to the river, a smaller bedroom, a bath and lovely loft area above the living room. Downstairs is a large den/rec/office, a bedroom, a bathroom, the main laundry room and mechanical room, all renovated 11 years, post the Irene storm, when the river waters came up into the lower level. There are beautiful gardens in the front and rear of the house. SEE PROPERTY WEBSITE FOR 16 CHURCH ST WOODSTOCK FOR MORE DETAILS, FLOORPLANS HI REZ PHOTOS AND MORE. See Listing Details & 40 images.

$1,675,000 $457 per sq.ft. Village of Woodstock in Town of Woodstock VT Home »


Price Change! Reduced by $425,000 down 25% on May 25th 2024
6 Beds | 4 Baths |   Total Sq. Ft. 3668  |  Acres: 3.68
Listed on Sunday Sep 3, 2023
Description: Amazing opportunity to own a very special property on the market for the first time in over 50 years. Built in 1880, "Rose Hill" was one of the premier homes in the Woodstock Village area. The 6 bedroom 4 bath house sits on just under 4 private acres and is conveniently located less than a mile from the Village Green and the Woodstock Inn and only 1/4 of a mile from the Rec Center. Stone walkways, mature trees and old gardens dot the landscape. The over sized covered brick porch is waiting to reclaim the lovely views to the South. Inside, you are greeted by a large foyer that leads to the stately living room with a magnificent fireplace centering the room. To the left is the dining room which leads to the kitchen, and a window filled den is off to the right. There is a dutch door out to the porch and an eye catching staircase with a wood banister and ornate spindles that takes you upstairs. The 2nd floor is home to 6 bedrooms including a large center room with an elegant fireplace. In addition to the main house, there is a detached garage with a 2 bedroom apartment and a 2 bedroom cottage which includes a living room with fireplace, dining room, kitchen and bath. In need of updates and some renovations, this property is looking for the next steward to return the house to its former glory. Ideal as a primary residence, 2nd home getaway, or redevelopment investment. Short drive to the Woodstock CC and Saskadena 6, while Killington and Dartmouth are less than 30 minutes away. See Listing Details & 38 images.

$2,395,000 $568 per sq.ft. Woodstock VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 4214  |  Acres: 1.07
Listed on Saturday Feb 24, 2024
Description: 10 College Hill is the perfect in-village residence, off the main road yet walk-to-everything. The original, historic residence was designed in 1916 by renowned architect John Russell Pope whose accomplishments include the Jefferson Memorial, and master plans for Dartmouth and Yale. It also enjoys modern additions and updates including a stunning first-level primary bedroom suite designed in 2012 by the respected local architect David Bielman. The front door welcomes guests with a pair of dutch-doors in a center entrance foyer, flanked by a classic dining room and elegant living room (both with fireplaces). The classic butlers pantry leads to the gourmet kitchen and a wonderful, sunny eat-in breakfast area. There are 4 additional BRs upstairs, 2 have ensuite baths plus a 3rd hall bath. There are also powder baths on the first floor and in the lower (basement) area. All BRs have central air. Mechanicals have been updated and well-maintained. 2 other offices on 1st and 2nd floor, and the basement has living space, a workout room, safe room, and ample storage. Beyond the kitchen is a mud-laundry room that leads to the covered (heated) brick walkway from the garage. The 1.05 acre parcel has professionally designed and executed gardens, patios and stone walls including new stone steps that lead up to a second new stone patio that enjoys sweeping vistas across to Mt Tom and the Marsh-Billings-Rockefeller National park. SEE FULL PROPERTY WEBSITE. See Listing Details & 40 images.

$2,695,000 $681 per sq.ft. Woodstock VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 5017  |  Acres: 10.86
Listed on Tuesday Apr 30, 2024
Description: Absolutely stunning, newly renovated residence, privately situated towards the end of a quiet town road in Woodstock, in an area of other substantial homes. Lovely mountain views and 10+ acres of privacy. The present owners have completed over $1 million in documented renovations in the past three years, including a fabulous new gourmet kitchen, powder bath, new bamboo flooring throughout the open floorplan kitchen-dining-living area. They added a wood burning fireplace in the living room behind which was added a new, spacious screened porch that overlooks and listens to the sounds of the babbling brook below. The primary bedroom suite (with ensuite office) on the first floor received a bathroom renovation and a stack laundry washer and dryer. The lower level was renovated into a large recreation hangout room with bar, stone fireplace with a propane wood stove, pool table area, TV area, a full bath, a new full laundry area and a workout room, and added A/C throughout. In addition to the attached 3-car garage, they built a brand-new detached barn-garage with commercial overhead doors and room for ALL your motorized vehicles, toys, outdoor gear, workshop tools (or any other purpose you have in mind). 1st-rate mechanicals: Viesmann propane boiler system, automatic backup generator, radiant/radiator/mini-split heat and A/C on all levels and all bedrooms. Both the attached 3-bay garage and the detached barn-garage are insulated and heated. SEE FULL PROPERTY WEBSITE. See Listing Details & 40 images.

$3,425,000 $535 per sq.ft. Woodstock VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 6403  |  Acres: 74.65
Listed on Tuesday May 28, 2024
Description: Nestled among verdant rolling hills, High Birch is located in one of the area's most desirable regions at the midpoint between Woodstock and South Woodstock Villages. Designed in 1976 by prominent New York architect Lewis Davis, of Davis, Brody and Bond renowned for his modernist skyscrapers that impacted the skyline of New York City, the home contrasts sleek interior spaces to the surrounding natural landscape. Private and tranquil with pristine views in every direction through walls of tall windows and sweeping ceilings, the rooms are spacious, bright and inspiring- ideal for entertaining and daily living, and communicate directly with exterior spaces, terraces and decks. The kitchen and bathrooms have all been entirely renovated by Studio Nexus honoring and accentuating the original Davis design. The multi-level Great Room is anchored by a raised, polished gray marble fireplace. The Primary Suite is located on the 2nd level featuring a curved wall of windows offering a panoramic view of the neighboring valley farms, complete with a spectacular spa like wet-room, dressing room and laundry. The 2nd level is further completed by three additional bedrooms and 2 bathrooms. The lower level has direct access to the 2-car garage, an office, and spacious bunkroom. The surrounding terraces and grounds are lovely with established perennial beds. There is a swimming/skating pond and a barn for animals, storage, or to house your own sugaring operation. Offered fully furnished. See Listing Details & 40 images. Includes a Virtual Tour

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