New Listing! Manchester VT Home for sale $875,000 $270 per sq.ft.

$875,000 $270 per sq.ft. Manchester VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3237  |  Acres: 4.1
Listed on Wednesday Apr 29, 2026
Description: Welcome to this beautifully maintained log home nestled on a open four-acre lot in the heart of Manchester Center. With over 3,200 square feet of thoughtfully designed living space, this 4 bedroom, 3.5 bathroom residence delivers the perfect blend of rustic charm and modern comfort. Step inside to discover a stunning great room anchored by a stone fireplace, soaring windows that flood the space with natural light, and a charming loft overlooking the gathering area below. The sun-drenched kitchen features a gorgeous center island with views of the backyard, flowing seamlessly into an intimate dining room ideal for memorable meals. The main-floor primary bedroom suite offers sliders leading to a spacious deck, while the private bath boasts a generous jacuzzi tub and shower for ultimate relaxation. A separate in-law suite on the first floor provides flexible living arrangements for extended family or guests. Upstairs, three additional bedrooms, a full bath, and a cozy sitting area ensure everyone has room to spread out. A four-car garage with additional basement storage rounds out the practical amenities. Outside, the generous acreage presents endless possibilities for gardens, play areas, or evening bonfires. Sip your morning coffee on the front porch while taking in seasonal mountain views, or lace up your boots and explore the neighboring conservation area trails. Located near the Southern Vermont Arts Center and all of Manchester's shops and restaurants, this property pairs country living with cultural enrichment. Quality craftsmanship topped with a brand-new roof makes this one worth seeing. Schedule your private tour today. See Listing Details & 60 images.

$995,000 $184 per sq.ft. Manchester VT Home »

6 Beds | 7 Baths |   Total Sq. Ft. 5400  |  Acres: 3.2
Listed on Friday May 23, 2025
Description: LOCATION, LOCATION: Just 8 minutes to Bromley and 20 minutes to Stratton, yet close to Manchester's dining, shopping, fishing, golf, and the Horse Show. Built as a bed & breakfast, this fully furnished and impeccably maintained 6-bedroom, 7-bath retreat offers over 5,400 sq ft on 3.2 private acres--ideal as a primary home, vacation getaway, or rental investment. With a strong history as a successful Airbnb/short-term rental, Greybourne House is well-positioned for continued income. Freshly painted interiors create a bright, welcoming feel, and a brand-new outdoor hot tub adds a luxury touch. The home features two generous living areas--the main floor great room and the walkout lower-level den--designed for gathering and relaxation. The chef's kitchen with double ovens, dual refrigerators, granite counters, and a central island flows into the dining room for easy entertaining. Two bedrooms, including the primary suite, are on the main level, while four additional en-suite bedrooms upstairs each offer a gas fireplace and TV. The oversized two-car garage connects through a custom ski mudroom to a well-equipped laundry and pantry. The finished lower level adds a den, bar, game/lounge areas, a full bath, and direct access to the landscaped grounds. With flexible zoning, a prime location, and strong rental appeal, Greybourne House is a move-in-ready year-round retreat or income-producing property. See Listing Details & 60 images.

Under Contract Manchester VT Home for sale $1,245,000 $291 per sq.ft.

$1,245,000 $291 per sq.ft. Manchester VT Home »

4 Beds | 6 Baths |   Total Sq. Ft. 4272  |  Acres: 2.28
Listed on Tuesday Jul 9, 2024
Description: Manchester Village...an award winning architect transformed this "Sears & Roebuck" mini farmstead indo Living Art! Masterful execution of architectural detail at every turn. Circular landscaped drive ties the residence, garages, and the an impressive party barn together for year round use. The substantial covered stone porch enters the arts & crafts foyer.. with study to one side, ahead the vaulted kitchen offering 8 foot slider doors to creative decking bringing the out-doors in! Meander through to the sun room stretching across the rear of the house or the south facing living room with fireplace embracing comfort. Welcomed privacy leads to the main level primary suite featuring elegant lighting tying together a sitting area and finely tuned bath. A classic staircase to the upper levels serves family and guests well, boasting 2 additional suites of architectural delight and a lofty perch! The vaulted lower level entrance leads to a stone accented room, beyond, an in-law suite that provides textured amenities w/ nooks, crannies, and adjacent bath. Efficiency through 8 heating zones and Central A/C. Custom sconce lighting, soft curves, stone, clerestories, patios & decks. Circa.1915 Party Barn expands to 1200 SF of recreational use and stall inspired tavern centered upon the 25" massive stone field stone fireplace! Heated 2.5 bay garage plus additional bay under barn. Spectacular, Imaginative & Inspiring Mountain Views in Manchester Village! Appt around Rentals pls. Inquire! See Listing Details & 40 images.

Under Contract Manchester VT Home for sale $3,475,000 $588 per sq.ft.

$3,475,000 $588 per sq.ft. Manchester VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 5905  |  Acres: 38.93
Listed on Friday Apr 3, 2026
Description: Set high on a hillside overlooking a picturesque horse farm, this exceptional Manchester property captures far-reaching mountain views and covetous privacy. Nearly 39 acres of sweeping lawn and open meadow transition into wooded terrain, with direct access to over 1,000 acres of conserved land leading to Mount Equinox and Myrick Mountain in the Equinox Highlands. Trails on the property and star-filled skies complete the setting. The home reflects thoughtful renovations and careful upkeep, designed to take full advantage of its surroundings. At the center, the kitchen opens to both a screened porch and a covered porch for year-round enjoyment of the views. A double oven, farmhouse sink, and bar area support easy living and entertaining. The living room features a wood-burning fireplace, while a separate library or office with fireplace and French doors leads to a private patio. The layout is both practical and flexible, with a primary suite on the main level and an additional suite upstairs, well-suited for multi-generational living or long-term ease. Three guest rooms provide ample space for all. A spacious mudroom connects to a combined pantry, laundry, and pet area, designed with everyday functionality in mind. The attached two-car garage includes a workshop and unfinished space above with heat and AC in place. A separate barn provides generous storage. The whole house generator is in place for backup power. Many recent upgrades have been completed, with a list available. See Listing Details & 59 images. Includes a Virtual Tour

$4,975,000 $711 per sq.ft. Manchester VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 6998  |  Acres: 53
Listed on Thursday Aug 29, 2024
Description: Boorn Brook Farm combines the rich character of history and the comfort of contemporary living with complete privacy. Established in the late 1700s, the estate near Manchester Center offers stunning views of the Mt. Equinox and the Taconic Range. Surrounded by the Green Mountain National Forest, it creates a peaceful haven that balances the old and the new. For over 50 years, Marion Gould Pleissner lived at the Plaza in New York City and summered here while her husband, celebrated artist Ogden Pleissner, used the barn as his studio--his works now hang at the Met, Shelburne Museum and in private collections. The 1790s farmhouse and 1820s barn underwent extensive renovations by Boston architects Judge, Skelton, Smith. The farmhouse was thoughtfully restored, while the barn was transformed into two living spaces. Modern updates, including new utilities and underground infrastructure, were discreetly integrated to preserve the pristine vistas. The Great Room of the Barn have seen many lively gatherings over the years. Today, this multi-generational sanctuary remains a tranquil retreat, bordered by Bourn Brook and encircled by the GMNF's Lye Brook Wilderness Area. The property retains its pastoral allure with goats grazing the fields and timeless pleasures like fly fishing, hiking and swimming. Currently serving as a family compound and wedding venue, the property holds an Act 250 permit for up to 43 cabins. For more details, refer to the commercial listing. See Listing Details & 38 images. Includes a Virtual Tour

$5,250,000 $665 per sq.ft. Manchester VT Home »

9 Beds | 10 Baths |   Total Sq. Ft. 7900  |  Acres: 29.9
Listed on Monday Sep 29, 2025
Description: Peacock Hollow, a c.1790 completely private estate, is gracefully sited on 29.9 acres surrounded by sweeping mountain views, a running stream, and bordered by the forest. This rare offering combines historic character with refined updates, creating a legacy property designed for both intimate living and grand entertaining. The 5,500 square foot main residence offers five beautifully appointed bedrooms, five fireplaces, original wood and marble floors, and handsome moldings throughout. The home has been thoughtfully expanded to include a sun-filled country kitchen with custom cabinetry, formal and informal dining rooms, a library, family room, and multiple living spaces that open to marble terraces and gardens. Enhancing the estate are extraordinary amenities, including a marble in-ground swimming pool with stone terrace, a tennis court, and a one-bedroom caretaker's cottage with attached garage for on-site management or guest overflow. A 2,400 square foot three-bedroom guest house, created from the original c.1796 post-and-beam barn, blends historic charm with modern comfort. A goat and chicken barn, equipment barn, and a separate 30' x 60' seven-bay toy and car barn provide abundant storage and the opportunity for a true Vermont farmstead lifestyle or a spectacular car collection. The grounds are equally captivating, featuring mature landscaping, open meadows, orchards, perennial gardens, and stone walls. Pergolas, walkways, and extensive marble terraces. See Listing Details & 60 images. Includes a Virtual Tour

$5,900,000 $908 per sq.ft. Manchester VT Home »


Price Change! Reduced by $1,000,000 down 17% on April 7th 2026
5 Beds | 6 Baths |   Total Sq. Ft. 6500  |  Acres: 5.15
Listed on Tuesday Oct 17, 2023
Description: Enduring values expressed in stone and wood! VERMONT CRAFTMANSHIP...A WORK OF ART!! Offering a private haven just minutes from downtown, in the heart of Manchester Village, nestled in the foothills of Equinox Mtn. is this rare and exceptional 5-bedroom, 6-bathroom home....The creative design of Architect Ramsey Gourd and Master Builder Mark Breen, well known as two of Southern Vermont's best, along with a dream team of highly skilled craftsmen, all passionate Masters of their own trade, and the result is quite simply....BREATH TAKING!!! The serpentine driveway is bordered by Maples, Birches, Pines and curves gracefully up to the cloistered court yard. Step through the front door into a wide foyer adorned with a gallery of floor to ceiling windows which further enhances the intimacy between the home's interior aesthetic and natural landscape. The home's showstopper has to be its jaw-dropping Great Room, thoughtfully designed as the heart of the home, this massive space accommodates kitchen, dining and living under a vaulted, 26 ft ceiling accented with hand-sawn wood beams. It features an incredible Chef's kitchen at one end and a floor-to-ceiling fire place at the other. The kitchen boasts a 17-foot book matched soap stone clad island seating for 6-8 and light filled sunny breakfast nook. With an outdoor kitchen, fire pit, built in water fall soaking pool, 5 verdant acres, tastefully blends with its idyllic valley setting, serenity is sublime!!! See Listing Details & 40 images. Includes a Virtual Tour

$10,300,000 $937 per sq.ft. Manchester VT Home »

6 Beds | 9 Baths |   Total Sq. Ft. 10993  |  Acres: 10.51
Listed on Friday Jul 18, 2025
Description: Discover "the pinnacle of luxury living" in the heart of Manchester Village! Crafted by Breen Builders and Ramsay Gourd Architect, every detail reflects superior craftsmanship and timeless elegance! From the very foundation to the finishing touches, attention to detail and commitment to quality shine through! Experience the perfect blend of luxury and convenience in this stunning 10,000 sq.ft estate where impeccable artisanship meets breathtaking mountain views! This architectural masterpiece offers the serenity of nature with privacy and supple views! This is more than a home, it is your private retreat with the world at your doorstep! Additional 10 acre abutting lot also available for purchase. See attached video for property tour. See Listing Details & 55 images. Includes a Virtual Tour

$1,299,000 $312 per sq.ft. Mendon VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 4160  |  Acres: 0.77
Listed on Friday Dec 13, 2024
Description: Mountain Retreat in an unbeatable convenient location! Discover your dream escape in this stunning 4,160 square-foot mountain retreat, centrally located near Killington and Pico resorts as well as Rutland town center. This spacious home offers a harmonious blend of luxury and nature, featuring over 2,000 square feet of outdoor living space designed for relaxation and entertaining. Step outside to your own private paradise, complete with a sparkling salt water pool and multiple firepit areas--two gas and one wood-burning--perfect for cozy gatherings under the stars. Enjoy breathtaking mountain views and the serene sounds of nature from your expansive patio area. Inside, the open floor plan boasts generous living spaces, a gourmet kitchen, stunning stone fireplace and large windows that invite the beauty of the outdoors in. The Primary suite has its own gas fire place, large walk in closet and attached office space. With ample guest bedrooms including a secondary suite and gathering areas, this home is ideal for family vacations or hosting friends year-round. In addition there is no shortage of storage. This home is equipped with a hallway cedar lined closet, built ins and an exceptionally large laundry room w/ hanging shelves. Whether you're skiing in winter or hiking in summer, this mountain retreat offers the perfect blend of convenience, adventure and tranquility. Don't miss your chance to own this exceptional property in one of Vermont's most sought-after locations! See Listing Details & 44 images.

$1,300,000 $315 per sq.ft. Mendon VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 4130  |  Acres: 3.34
Listed on Monday Apr 20, 2026
Description: You have arrived! How soon you leave again is up to you. Drive around your paved circular driveway into the attached 2 car garage. Step into your sprawling, resort style home offering breathtaking views from every window. Take a plunge into your heated indoor pool or relax in the sauna all located in a climate controlled room with plenty of glass to bring the sunshine in. The primary suite includes a seperate living room to truly make you feel like you are in the lap of luxury. The primary bathroom offers a large whirlpool tub, steam shower, 2 sinks and a bidet. Walk outside onto your secluded deck and enjoy the sunrise while sipping on your coffee. Light a fire in the wood burning fireplace, have some friends over and entertain in your spacious living room, complete with a wetbar. If working from home is what you do, you will find a dedicated office above the garage offering spectacular views of Killington and Pico Mountains. Downstairs you will find a bedroom, full bathroom, living room and plenty of storage space. If reading is your thing, escape to the loft and cozy up with a good book. Attached to the main house, through a breezeway, you will find an in-law apartment with its own seperate entrance. This space can be used to give your guests some extra space to spread out, rental income, or allow family members to age in place. Relax by the pond soaking in the sun. Snowshoe around the yard. Host a tea party in the private garden space. Whatever you like to do to unwind, you can do it here at 534 Cream Hill Road. Centrally located between Rutland and Killington. Schedule your showing today! See Listing Details & 60 images.

$460,000 $226 per sq.ft. Middlebury VT Home »


Price Change! Reduced by $15,000 down 3% on April 27th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 2032  |  Acres: 0.48
Listed on Saturday Apr 11, 2026
Description: Set on just under half an acre in one of Vermont's most beloved college towns, this thoughtfully updated 4-bedroom, 2-bathroom home strikes a balance that's hard to find: turnkey condition with the character and care that only comes from owners who genuinely invested in where they lived. Updates include a newer roof, added attic insulation, fresh interior paint throughout, a redone entryway, a generator hookup, and landscaping graded to protect the foundation. The primary bedroom has been enhanced with a dedicated office nook and additional closet space. A new side deck, updated front steps and storm door, and a storage shed complete the picture. The backyard is set up for outdoor living and play, with a playset, tree fort, and sandbox already in place. There is also a dedicated garden space. The full basement offers substantial room for storage, a workshop, or future finished space. Nestled between the charming towns of Vergennes and Brandon, Middlebury offers the best of Vermont's Champlain Valley. Downtown and Middlebury College are just minutes away, and the Wright Park Trailhead is right down the road for those who want trails close to home. Lake Dunmore is also nearby for warm-weather recreation. Burlington is 40 minutes north when you need the city, or utilize Middlebury's Amtrak station that offers daily direct service to New York City. See Listing Details & 59 images. Includes a Virtual Tour

$570,000 $180 per sq.ft. Middlebury VT Home »


Price Change! Reduced by $105,000 down 18% on April 28th 2026
5 Beds | 4 Baths |   Total Sq. Ft. 3160  |  Acres: 2.4
Listed on Tuesday Jul 22, 2025
Description: Opportunity Knocks in the conveniently located 5 bedroom home in Middlebury! The property is set back off the road on 2.4 acres with a partially fenced in yard and a deck that faces west. Have you ever wanted to have your own business at home and raise your family too, all in the same space? This home presents a multitude of opportunity; Multi-generational living, Home business or rent out the walk-out basement to one or multiple vendors. The home is very spacious and bright. Upstairs you will find 3 very roomy bedrooms including the primary suite with walk-in closet. There is also a walk-thru closet from the main bathroom so if you don't want to disturb your partner in the morning, you can get ready for the day here! If stairs aren't for you there are two bedrooms on the first floor! Above the two car garage is a large storage area that is unfinished. One of the best things about this home is its convenience to everything - Schools, Shopping, Local Airport, Skiing, Middlebury College, Porter Hospital and Downtown. Don't miss your chance to have everything you want all in one place! Schedule a showing today! See Listing Details & 42 images.

$595,000 $292 per sq.ft. Middlebury VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2037  |  Acres: 0.21
Listed on Friday Oct 3, 2025
Description: This classic village home is in a great location! Situated on South St., with sidewalks on both sides of the historical street as you head into town. You have no doubt driven by this home and admired its handsome Colonial facade many times. A brand new natural gas boiler has been installed! From the front door you enter into the living room space, with wood floors that continue throughout the home. A pellet stove makes things extra cozy, and built in bookcases line one wall of this space. A den allows for an additional living area, perfect for tv watching. A formal dining room is adjacent to the kitchen which is at the rear of the home, leading to the back yard. An office, 3/4 bathroom and laundry room/pantry round out this floor. Upstairs you will find three bedrooms and an additional 3/4 bath. The large, level lot provides space for your gardens, and is fenced in for privacy and keeping pets safe. Walk to downtown Middlebury for shopping, restaurants, library or the many events that take place all year long! Middlebury College is also within walking distance, so you can enjoy sporting events, walk the trails around the campus or check out the museum, theater or musical performances. Porter Hospital is just down the road as well. In town living at its best! See Listing Details & 31 images. Includes a Virtual Tour

Under Contract Middletown Springs VT Home for sale $324,900 $165 per sq.ft.

$324,900 $165 per sq.ft. Middletown Springs VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 1968  |  Acres: 1.6
Listed on Monday Aug 25, 2025
Description: Step into history and comfort with this 3+ bedroom, 2.5-bath Colonial nestled in the heart of Middletown Springs. This beautiful home boasts timeless character with original moldings, natural pine floors, and a durable slate roof that speaks to its enduring quality. Two inviting brick fireplaces add warmth and charm to the spacious living areas, making this home as cozy as it is elegant. The property's outdoor spaces are equally impressive. Surround yourself with extensive perennial gardens, raised vegetable beds, and established blueberry and raspberry bushes--perfect for the gardening enthusiast, just needing a little TLC. A garden shed/wood shed provides additional convenience, while the attached garage offers functionality and storage. Modern updates complement the home's historic character, including fiber optic internet for seamless connectivity. Outdoor lovers will enjoy easy access to skiing at Okemo, Pico, and Killington, swimming and boating on nearby Lake St. Catherine and Lake Bomoseen, and just minutes from the extensive biking network of Slate Valley Trails. This is more than just a home--it's a lifestyle, offering a rare blend of history, beauty, and modern amenities in a picturesque Vermont setting. School choice for grades 7-12. See Listing Details & 43 images.

$324,900 $175 per sq.ft. Middletown Springs VT Home »


Price Change! Reduced by $5,000 down 2% on April 23rd 2026
4 Beds | 2 Baths |   Total Sq. Ft. 1855  |  Acres: 9.91
Listed on Wednesday Apr 1, 2026
Description: Circa 1850 farmhouse with detached 2-car garage on 9.9 acre lot on scenic country road. Offering a large mud room before entering the spacious kitchen and walk-in pantry. The well proportioned dining room, living room and porch complete the 1st level of this home. Upstairs you will find three bedrooms and a bath. Upgrades include windows, insulation and heating system. Less than a 30 minute drive to Manchester and most of Rutland county this is the perfect centralized location. Make an appointment today to see this lovely property. See Listing Details & 28 images.

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