New Listing! Pittsfield VT Home for sale $$575,000 $241 per sq.ft.

$575,000 $241 per sq.ft. Pittsfield VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2384  |  Acres: 0.9
Monday Jul 13, 2026
Description: Located in the heart of central Vermont, this fully furnished and equipped five-bedroom home provides convenient access to Killington Resort and nearby snowmobile trails, making it an ideal choice for skiers, mountain bikers, hikers, golfers, and outdoor enthusiasts alike. With an established rental history, it also presents an excellent opportunity as a vacation home with income potential. Inside, the home has a warm and welcoming atmosphere, with a cozy propane fireplace serving as the centerpiece for relaxing after a day outdoors. The comfortable kitchen and living area create an inviting space to gather with family and friends, while the five-bedroom layout offers plenty of room for guests, multiple families, or a dedicated home office. After a day on the slopes or the trails, unwind in the hot tub or head into the charming town of Woodstock to enjoy local restaurants, shopping, and classic Vermont character. Whether you're looking for outdoor adventure, a peaceful weekend getaway, or an investment property, this home provides easy access to many of the region's most popular attractions. With its flexible layout, proven rental appeal, and prime location in the Green Mountains, 89 Townsend Brook Road is ready for its next chapter. Call today for more details or to schedule a private showing. See MLS Property & Listing Details & 38 images.

Under Contract Pittsfield VT Home for sale $$725,000 $506 per sq.ft.

$725,000 $506 per sq.ft. Pittsfield VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2504  |  Acres: 4.3
Sunday May 24, 2026
Description: Escape to the heart of Central Vermont in this beautifully renovated A-frame retreat, tucked away in the woods and surrounded by the peaceful sounds of the brook below. Blending modern comfort with classic mountain charm, this spacious five-bedroom, three-bath home is designed for gathering, relaxing, and making memories year-round. Step inside to a stunning open-concept living space featuring a modern kitchen, expansive dining and living areas, and soaring ceilings that create a warm and inviting atmosphere. Large windows bring the outdoors in, filling the home with natural light and showcasing the surrounding forest views. The primary suite is a true sanctuary, overlooking the living room below and offering a luxurious soaking tub, three-quarter bath, and a cozy workspace. Perfect for remote work or quiet mornings with coffee and nature views. Outside, enjoy everything Vermont living has to offer with a large open deck, hot tub under the stars, fire pit gatherings, and the calming backdrop of nature all around. The game room adds even more space for entertainment and fun after a day of exploring the outdoors. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this one-of-a-kind woodland escape offers the perfect balance of adventure, comfort, and tranquility. Schedule your showing today. See MLS Property & Listing Details & 53 images. Includes a Virtual Tour

Under Contract Pittsford VT Home for sale $$338,000 $191 per sq.ft.

$338,000 $191 per sq.ft. Pittsford VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1773  |  Acres: 0.37
Tuesday May 26, 2026
Description: Gorgeous classic Vermont farmhouse conveniently located close to Rutland and Killington Ski Resort! Step onto the covered front porch and immediately feel welcomed by the charm and character throughout this beautifully maintained home. Inside you'll find hardwood floors, classic details, and warm inviting spaces filled with natural light. The first floor offers a cozy living room perfect for relaxing, a formal dining room ideal for gatherings, a library/home office, and a spacious eat-in kitchen featuring granite countertops, a gas stove, ample cabinet space, and room for a dining table. There is also a prep kitchen with mudroom, and convenient first-floor laundry area. Just off the kitchen is a sunny family room with views overlooking the backyard, creating the perfect place to unwind. This floor is also complete with a 3/4 bathroom, Upstairs are four comfortable bedrooms and a full bathroom, including one bedroom featuring a charming spiral staircase leading down to the family room below, adding unique character to the home. Outside, enjoy your own backyard oasis complete with a 20x20 trex deck for entertaining, above-ground pool, mature landscaping, colorful flower gardens, and a hill offering beautiful views. The large barn has four rooms plus a hayloft and a one-car garage provides excellent storage space for vehicles, tools, outdoor equipment, or hobby use. The furnace and oil tank are only three years old and the privacy fence and gate are vinyl and only 4 years old. Plus, the home features soundproof windows. A wonderful combination of classic Vermont charm, functional living space, and convenient location! See MLS Property & Listing Details & 38 images. Includes a Virtual Tour

Under Contract Pittsford VT Home for sale $$525,000 $260 per sq.ft.

$525,000 $260 per sq.ft. Pittsford VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2019  |  Acres: 1.5
Tuesday Oct 7, 2025
Description: Welcome to your peaceful mountain retreat in the heart of Vermont's premiere ski country. Only minutes from Killington and Pico Mountains, this spacious 2.5-story, 4 bedroom, 3 bathroom home offers the perfect blend of rustic charm and modern comforts. All surrounded by Vermont's natural beauty and stunning views of Killington Mountain. Step inside to a bright and open living space where the vaulted ceiling, exposed beams, and the large multi-floor windows frame the tranquil forest setting. The inviting great room features a grand stone hearth and wood stove, creating a cozy atmosphere after a day on the slopes. The adjoining dining area and kitchen make entertaining easy, with warm wood cabinetry, ample counter space, and a breakfast bar that's perfect for gatherings. Off of this space is a wonderful wrap-around deck that offers unobstructed mountain views. Completing this level are two guest bedrooms with each offering its own sense of privacy and relaxation, highlighted by natural light and peaceful woodland or mountain views. The primary suite is located just above this space and has a private entrance overlooking the great room below. Downstairs, a finished walkout lower level provides flexible space for a media room, home office, or guest suite complete with a recessed ceiling, built-in shelving and an additional full bathroom. So if you are into skiing, snowmobiling, hiking, swimming or anything outdoors then this home is a must see. Welcome Home! See MLS Property & Listing Details & 39 images. Includes a Virtual Tour

New Listing! Pittsford VT Home for sale $$589,000 $218 per sq.ft.

$589,000 $218 per sq.ft. Pittsford VT Home »


Price Change! Reduced by $50,000 down 8% on July 10th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 3300  |  Acres: 10
Thursday Jun 18, 2026
Description: Stately Colonial with 10 Private Acres and Spectacular Western Mountain Views. Perched atop a beautiful knoll and privately situated on 10 acres, this exceptional four-bedroom, three-bath home offers timeless charm, warmth, and breathtaking western sunsets. A winding driveway leads to the residence, creating a wonderful sense of arrival and complete privacy. Offering approximately 2,700 square feet of living space, this home is filled with character, including rustic wide-plank pine flooring, exposed brick walls, beautiful beams, and three wood-burning fireplaces that create an inviting atmosphere throughout. The spacious kitchen and family room combination is the heart of the home, featuring wide pine floors, exposed beams, and a handsome brick fireplace. A separate dining room, ideal for entertaining, is highlighted by a large window overlooking the meadow beyond. The generously sized living room also showcases wide pine flooring and a warming fireplace, creating a wonderful gathering space. Mini-split systems add year-round comfort, providing efficient air conditioning during the warmer months. The first floor also offers a nicely sized office, mudroom, full bath, and a delightful sunroom just off the kitchen, providing the perfect place to relax and enjoy the peaceful surroundings. The second level features four oversized bedrooms, including a spacious primary suite with its own private bath, plus an additional family bath. The finished lower level features the home's third fireplace and offers flexible space for a recreation room, media room, exercise area, or hobby space. Pittsford is known for its scenic walking trails, beautiful rural landscapes, and strong sense of community. Residents enjoy the town's community swimming pond and the iconic Kamuda's Market, a local favorite for generations. Conveniently located between Rutland and Middlebury, with easy access to world-class ski areas, pristine lakes, shopping, dining, and year-round recreation. LIVE VT. See MLS Property & Listing Details & 34 images.

$435,000 $160 per sq.ft. Plainfield VT Home »


Price Change! Reduced by $10,000 down 2% on June 18th 2026
5 Beds | 3 Baths |   Total Sq. Ft. 2719  |  Acres: 0.65
Thursday May 14, 2026
Description: Wonderfully renovated and lovingly cared for Vermont Farmhouse with in-law apartment, extensive perennial gardens, front and back porches, private fenced back yard and village location. Light filled main floor includes mud room with built-in shelves & cabinets, spacious living room, dining room with built-in shelving, efficient kitchen with granite counters, 1/2 bath and small office with built-in desk. 2nd floor includes primary BR with sitting room, 3 additional BR's (one currently used as office), and renovated 3/4 bath with custom shower. In-law or rental apartment has private entry and parking area, private back porch and fenced yard area but also with direct connection to main house allowing for flexible use. Apartment is very spacious with expansive Living/Dining area, large eat-in kitchen, and combination laundry and full bath. Attached renovated barn/garage offers lots of storage on both ground floor and 2nd floor with space for vehicle, hobbies, home business, etc. Expansive parking areas on both sides of house offer plenty of space for vehicles, guests, or toys. Short walk to Positive Pie, Farmer's Market, or rec field and less than 20 minute drive to downtown Montpelier or Barre. High speed cable internet supports at home work and home office options. Back-up generator, back-up wood furnace, and battery back-up sump pump allow for worry free, independent small town living. Come take a look at this beautifully finished farmhouse with attached apartment and private landscaped yard. Open House, Saturday, July 11, 10am-1pm. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

Under Contract Plainfield VT Home for sale $$450,000 $241 per sq.ft.

$450,000 $241 per sq.ft. Plainfield VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3049  |  Acres: 1.09
Wednesday May 6, 2026
Description: This well-loved home offers the best of both worlds, a peaceful, natural setting paired with a welcoming neighborhood environment. The property features a level and sloping lot with garden space, natural shade, beautiful perennial gardens, and lilac trees. Also included is access to a shared open green space at the center of Martin Meadow Road, adding to the sense of community. The home provides the ease of single-level living with excellent flexibility for multi-generational use or the potential to create separate living spaces. Inside, there is lots of natural light and thoughtful updates that give the house a fresh, airy feel. A classic stone fireplace anchors the main living area, complemented by a flexible rec room or mudroom space. The main level also includes three bedrooms with generous closets, an office, and two full baths, along with an open sunny kitchen and dining area. A spacious stone patio just off the kitchen creates an easy indoor-outdoor flow, perfect for summer evenings. The lower level expands the possibilities with a large living area currently used as a primary bedroom, a three-quarter bath with laundry. In addition, two bonus rooms, a small workshop, and a utility room complete this level. Updates including insulation, rewiring, and a standing seam metal roof, this versatile home is move-in ready and full of potential. A detached extra two-car garage offers exceptional utility with a workshop, extensive built-in shelving, and storage above and below. In addition, there is a large covered storage area perfect for extra cars or boats. Previously used for a contracting business, this building includes hookups for plumbing and water, with potential for future expansion of an accessory dwelling unit or studio space. Just a short drive to Montpelier, with the local library, hardware store, co-op, and health center nearby, convenience meets small-town charm. This is a wonderful property in excellent condition, ready for its next chapter. See MLS Property & Listing Details & 59 images. Includes a Virtual Tour

New Listing! Plainfield VT Home for sale $$700,000 $249 per sq.ft.

$700,000 $249 per sq.ft. Plainfield VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3776  |  Acres: 7.5
Thursday Jul 9, 2026
Description: Welcome to 1585 Country Club Road in Plainfield, where privacy, space, and incredible views come together in a beautiful Vermont country setting. Situated on approximately 7.5 acres and abutting the Barre Country Club, this property offers a unique opportunity to enjoy peaceful country living surrounded by natural beauty. The expansive acreage provides plenty of room to enjoy the outdoors, garden, entertain, explore, or simply relax and take in the surrounding landscape. Inside, the home offers a comfortable and functional layout with generous living spaces and plenty of natural light. The primary suite features its own private balcony, creating the perfect place to enjoy your morning coffee, unwind at the end of the day, and take in the peaceful surroundings. The spacious deck provides even more room for outdoor living and entertaining, all while showcasing the amazing views that make this property truly special. One of the standout features is the finished space above the garage, currently being used as a home office. This versatile area provides an ideal setting for remote work, a studio, hobby space, or other uses to suit your needs. An additional room offers valuable storage space for belongings, equipment, and recreational gear. Whether entertaining friends and family on the deck, enjoying the privacy of the primary suite balcony, exploring the acreage, or simply relaxing and appreciating the scenery, this property offers countless ways to enjoy Vermont living. The combination of acreage, privacy, versatile finished space, abundant storage, incredible views, and a picturesque country setting creates a truly special property. Conveniently located with access to nearby communities and amenities while maintaining the atmosphere of a rural retreat, 1585 Country Club Road offers an exceptional balance of accessibility and country living. Come explore the property, take in the views, and discover everything this unique Plainfield home has to offer! See MLS Property & Listing Details & 57 images.

Under Contract Plymouth VT Home for sale $$599,000 $238 per sq.ft.

$599,000 $238 per sq.ft. Plymouth VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2520  |  Acres: 2.4
Wednesday May 21, 2025
Description: (Das Grünebergehaus) The Green Mountain House. First time offered on market since 1978. This gorgeous farmhouse, circa 1831, has been lovingly maintained & updated over the current owner's term of ownership. Previously owned by the Coolidge Family. During the years of Calvin Coolidge's presidency this home was used as a guest house for political figures to come & stay while visiting President Calvin Coolidge. As you enter the property you will experience a great yard. There is a detached barn/garage with carpenter's bench, great storage above, attached potting shed & woodshed. This vintage farmhouse has a lovely, covered porch to sit & chill with a great book. The enclosed 3 season porch acts as the mudroom for the home. Through the 3 season porch you will enjoy an open eat in kitchen w/ handcrafted custom cabinetry & self-close drawers. The kitchen has a very cool antique Crawford Anniversary Special cast iron cook stove that has been converted to gas. Off the kitchen is a cozy den w/exposed beams, antique Glenwood woodstove & bar to make cocktails après ski. On the other end of the house is a formal dining & living room w/original pocket door. The home boasts original maple, spruce & oak floors. Loads of light & large 5-foot windows. Upstairs is the spacious primary suite which has its own private staircase to the kitchen, 3 guest rooms & an office/den room that can be used for sleeping. Located between the 2 largest ski resorts in the East. MOTIVATED SELLERS! See MLS Property & Listing Details & 60 images.

$599,000 $175 per sq.ft. Plymouth VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3428  |  Acres: 2.16
Thursday Apr 30, 2026
Description: Looking for a property with HUGE equity possibilities?? Your dream mountain retreat perfectly nestled between Okemo/Vail and Killington awaits! This contemporary diamond in the rough boasts mountain views and sits on a double lot in the desirable Hawk resort area. You will fall in love with the floods of natural light that bring the outdoors in. This home is ready for your ideas and finishes allowing you to create the perfect Vermont home. Do you need some extra living space for family or guests?? There is a completely separate entrance to the auxiliary living quarters - Whether you're seeking adventure or relaxation, Hawk Spur offers the perfect blend of style and location it just needs your willingness to put some love in. It is ready for the new flooring, fresh paint, new light fixtures and appliances and this home will be stunning and will be well worth your investment. Don't wait to check out this great opportunity in the Okemo/Killington Lakes region. See MLS Property & Listing Details & 52 images. Includes a Virtual Tour

New Listing! Plymouth VT Home for sale $$649,000 $252 per sq.ft.

$649,000 $252 per sq.ft. Plymouth VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2578  |  Acres: 2.11
Friday Jul 10, 2026
Description: Nestled in the desirable Hawk Resort community in Plymouth, Vermont, this spacious 4-bedroom, 4-bath mountain retreat offers the perfect blend of comfort, privacy, and year-round adventure. A welcoming covered entry leads into the main level, where you'll find a thoughtfully designed open floor plan featuring a spacious living room with soaring windows that frame the surrounding woodland, filling the home with natural light. Gather around the impressive stone wood-burning fireplace after a day on the slopes, while the adjoining dining area opens through a glass slider to a private deck, ideal for outdoor dining or simply enjoying the peaceful setting. The well-appointed kitchen, a bedroom, and a full bath complete the main level. Upstairs, the primary suite offers a private ¾ bath and a loft area, while a second bedroom also enjoys its own ¾ bath, providing comfort and privacy for family and guests alike. The walkout lower level expands the living space with a welcoming family room featuring a glass slider to a private patio, creating the perfect spot to relax or entertain. A bunk room and an additional full bathroom make this level ideal for hosting extra guests. Ideally located in Hawk Resort, this home places you just minutes from both Okemo Mountain Resort and Killington Resort, offering exceptional skiing and snowmobiling. During the warmer months, enjoy nearby lakes, golf courses, hiking, mountain biking, and countless outdoor adventures. Whether you're searching for a primary residence, vacation getaway, or investment opportunity, this inviting mountain home is your gateway to the best of Vermont living. Visit the Okemo real estate community today. Taxes are based on town assessment. See MLS Property & Listing Details & 60 images.

$715,000 $396 per sq.ft. Plymouth VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2654  |  Acres: 1.31
Wednesday Oct 29, 2025
Description: Spacious Hawk Resort Home with Scenic Views Enjoy the perfect blend of comfort, space, and mountain charm in this inviting Hawk home. Designed for family gatherings and entertaining, the generous open-concept living area features a beautiful fieldstone fireplace and updated greenhouse windows that bring in natural light and picturesque views. The primary suite offers a cozy fireplace, private bath with a whirlpool tub, and sliding glass doors leading to a private balcony. The second bedroom and bunk room share a full bath. The lower level provides even more living space, with a spacious family room that opens onto a deck with a hot tub, a full bath with a sauna, and an additional bedroom. Pine floors flow throughout the home, adding warmth and character. Located between Okemo and Killington and close to area lakes. See MLS Property & Listing Details & 49 images. Includes a Virtual Tour

$850,000 $195 per sq.ft. Plymouth VT Home »


Price Change! Reduced by $149,000 down 18% on May 26th 2026
6 Beds | 8 Baths |   Total Sq. Ft. 5588  |  Acres: 3.13
Tuesday Feb 24, 2026
Description: Nestled on a 3-acre private lot at Hawk Resort in Vermont's Lakes Region, this expansive custom residence offers an exceptional mountain retreat. Thoughtfully designed across four levels--each accessible by elevator--the home provides outstanding separation of space, perfect for hosting family and guests. Designed by architect Robert Carl Williams, the home showcases signature craftsmanship, including soaring windows that frame mountain views, a striking stone fireplace, custom built-ins, cedar closets, and classic pine floors. The residence features six generously sized bedrooms, each with its own sitting area. Five bedrooms offer private en-suite baths, while the sixth--designed as a bunk room--has convenient access to a full bath just across the hall. Ideal for entertaining, the home includes a spacious dining room with scenic views, a large living room, game room, and a lower-level family room--providing inviting spaces for relaxation and recreation. Perfect for gatherings and well-suited for rental opportunities, this remarkable property combines privacy, comfort, and timeless Vermont charm in an unbeatable mountain setting. Located halfway between Okemo and Killington in the lakes region. Roof is at end of life and will need replacement. Driveway in need of repair. Sold as is. See MLS Property & Listing Details & 59 images. Includes a Virtual Tour

$995,000 $456 per sq.ft. Plymouth VT Home »

6 Beds | 4 Baths |   Total Sq. Ft. 3052  |  Acres: 1.31
Tuesday May 26, 2026
Description: Welcome to this beautifully updated Hawk home with expansive westerly mountain and valley views. Recent improvements throughout give the home a fresh, inviting feel while keeping its warm Vermont character. The renovated mudroom features custom live-edge maple walnut benches, shiplap walls, new lighting, shelving, and plenty of space for all your gear. The redesigned kitchen has granite counters, cherry cabinetry, stainless appliances including a 6-burner commercial stove and double wall ovens, plus an updated bar area with new sink, fixtures, and shiplap accents. The living room is bright and welcoming with cathedral ceilings, built-ins, refinished floors, and a dramatic stone fireplace. Sliders from both the dining area and living room open to the large covered deck, where recently cleared trees now reveal unobstructed mountain views. Upstairs, the loft has been completely renovated with new flooring, ceiling, and a remodeled staircase, creating a great hangout space to play pool. The mid-level includes the spacious primary suite with private balcony and a large bath with double vanity, jetted tub, and separate shower, along with a bunk room, additional bedroom, and full bath. The lower level offers another bedroom, two more bunk rooms, a fully renovated bath, laundry area, and a family room with wet bar and sliders leading to the hot tub deck. Fresh paint, updated lighting and fixtures, accent walls, and new furnishings throughout complete this move-in ready retreat, ideally located between Killington and Okemo. See MLS Property & Listing Details & 59 images. Includes a Virtual Tour

New Listing! Plymouth VT Home for sale $$1,150,000 $439 per sq.ft.

$1,150,000 $439 per sq.ft. Plymouth VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 4266  |  Acres: 12.5
Friday Jul 3, 2026
Description: This perfect country get-away offers privacy, views to the west of Okemo Mountain and easy access to skiing and the lakes region, all just a short drive away. With over 4,000 sq. ft. and generous size rooms throughout, the (3) floors of quality living space have been beautifully updated and maintained by the current owners. A few of the homes many notable features include a large air lock entry, wood flooring in the living/ dining/kitchen areas, central AC and radiant heating, master suite on the 1st floor, vaulted ceilings in the living area and kitchen with custom cabinets and countertops and is being offered fully furnished. Enjoy the views and spectacular sunsets over Okemo Mountain from the expansive deck off the main floor as well as from most of the rooms in the home. The walkout lower level has multiple windows and offers a huge bonus/game room area. With an oversize garage with (4) doors and an unfinished 2nd floor, you have plenty of room for your toys and storage for your gear. For those who enjoy a peaceful walk in the woods or snow-shoe in the winter, there have been trails cut and maintained on the property. Come and experience the natural beauty of the homes surroundings and all this home has to offer. See MLS Property & Listing Details & 57 images.

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