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Manchester VT Real Estate

Tucked into the Battenkill River Valley of the Green Mountains, Manchester is a picturesque town in Bennington County, Vermont. The perfect blend of seclusion and suburbia in a New England town with a hub of national retailers mixed with boutique stores and restaurants makes Manchester the quintessential Vermont community. Manchester is well known for its history, helping make it a popular tourist destination just outside of Stratton Mountain Resort. 

Search the latest real estate in Manchester, Vermont with Maple Sweet Real Estate. Find the right property for you from a variety of listings. ‚ÄčRegister to save your favorite listings and you can get email notifications when similar properties are posted. Have an account? Log in here.

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515 West Fields Road Manchester VT 05254

Manchester, VT515 West Fields Road

Price$6,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4974441

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 6,500

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 results 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!!!

Listed by Sunny Breen of Josiah Allen Real Estate,Inc.

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

507 Benson Road Manchester VT 05255

Manchester, VT507 Benson Road

Price$5,950,000The price has recently decreased

MLS Number 4973539

  • Commercial
  • Year Built 1890
  • Acreage 69.08

Shovel ready Glamping/Event Project with in-hand permit for 40+ 4 season glamping units. The project aspires to create a sustainable, immersive, and enlightening retreat experience by harnessing the inherent natural beauty and recreational opportunities available on the Property and in the surrounding region. Our primary goal is to offer guests a distinctive opportunity to connect with both nature and the local community. In addition to this primary objective, the Project will also host a diverse range of events, including weddings, corporate retreats, cultural gatherings, and business conferences. Boorn Brook Farm has a storied history, with its origins dating back to the 1790s Farmhouse and the iconic 1820s Barn. Over time, it has evolved into a secluded country estate. Nestled adjacent to the Green Mountain National Forest, the estate was acquired in 1999 from the Shelburne Museum as part of the estate of Marion Gould Pleissner. She had been the proud owner for over five decades and was the spouse of the renowned outdoor hunting sports artist, Ogden Pleissner. Notably, Pleissner's studio once occupied the Barn, and its legacy has been preserved at the Shelburne Museum in Burlington, VT. Today, the estate stands as a multi-generational private sanctuary and an exclusive estate, bounded by Bourn Brook to the north, and surrounded by the lush expanse of the Green Mountain National Forests and the tranquil Lye Brook Wilderness to the east, south, and west.

Listed by Kevin Moran and Timothy Apps of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1251 West Road Manchester VT 05255

Manchester, VT1251 West Road

Price$3,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4976603

  • Residential Single Family
  • Construction Existing
  • Bedrooms 9
  • Bathroom 7
  • Square Feet 7,066

Welcome to Forever Farm, a landmark property & location in Manchester Village, VT. This well maintained home is ready for family and friends - whether it be entertaining a large dinner crowd or relaxing on the front porch with a good book, this home is so versatile. The main house is comprised of 6 bedrooms, gorgeous cooks kitchen and several inviting living room spaces. The well manicure grounds give a pop of color year-round, whether it be the perennial gardens in the stone walls, colorful fall foliage on the maples, birches and fruit trees, snowcapped mountains or the spring time flowers, this home makes any season a delight. The separate carriage house with 3 bedrooms & 2 baths is a great retreat for guests. Horse stalls and outdoor riding ring, three bay heated garage, home gym & multiple ponds! This home awaits its new owner, to love and continue the tradition of Southern Vermont living. Property is being offer fully furnished & completely turn key.

Listed by Andrea Kaplan of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

353 Pine Tree Lane Manchester VT 05255

Manchester, VT353 Pine Tree Lane

Price$2,795,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4973438

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 5,218

Set on 21.6 acres of breathtaking natural beauty you'll be captivated by the expansive mountain views that surround this property. Some highlights outside this home include an in-ground heated saltwater pool, mature gardens, and for horse enthusiasts, there are pastures and a small barn. Inside, the luxury continues with radiant heat and central air conditioning, cherry floors and an integrated sound system that allows you to enjoy music throughout the home while the equipment is discreetly out of sight. This home offers four bedrooms, an expansive living room that is perfect for gatherings, three wood-burning fireplaces, and many versatile hangout spaces throughout the house. The primary bedroom is a true retreat with two walk-in closets, an oversized bathroom featuring a jetted tub with mountain views, and a screened-in sleeping porch for embracing the serene surroundings. Other features include a whole-house generator, a three car attached garage and a sound proof music room. This property offers exceptional privacy and access to trails, all while still conveniently close to the amenities of Manchester. If you're ready to make this oasis your own, don't miss the opportunity to call it home. Schedule a private showing today and experience the magic of this remarkable estate.

Listed by Katherine Zilkha of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

3912 Main Street Manchester VT 05254

Manchester, VT3912 Main Street

Price$2,500,000The price has recently decreased

MLS Number 4975345

  • Commercial
  • Acreage 0.89

Mulligans -34 successful years in business. 133 seat restaurant at this site operated for 42 years with 60 parking spaces, indoor an doutdoor seating. Outstanding location in the heart of Manchester. Owners are retiring. Looking for an experience operator to continue this lucrative business.. Some owner financing possible

Listed by Charles Mauro of Josiah Allen Real Estate,Inc.

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

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Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

743 Green Peak Orchard Road Manchester VT 05255

Manchester, VT743 Green Peak Orchard Road

Price$2,495,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4970555

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,583

Beautifully designed to capture spectacular views of mountains and sunsets, this exceptional residence is situated on 7.9 open acres with guest house/barn just off of Overlook Drive in Green Peak Orchard. A traditional covered porch welcomes you as you are drawn into the view from every gathering space; living room, billiard room and gourmet kitchen. Wonderful spaces for entertaining. Kitchen features oversized island, 2 dishwashers - Bosch and Wolf appliances. Formal dining room opens to living area with wide pine floors, fireplace, walls of windows and sunny exposure. Exceptional outdoor spaces with large patio, gardens and meadow. The second floor, with en suite primary, additional bedrooms and oversized media room also doubles as an in house work-out space. It's perfect for movie night, watching the game or working out ! The quintessential Vermont red barn is the guest house, complete with open living/dining/ kitchen with one bedroom , bath and den. Exceptional construction, efficient mechanicals, and several special features. Central AC, Generator, cedar closet. Mudroom and oversize garage with storage and work space. Main house has 2 car garage and Barn has 1 garage bay plus an abundance of storage space.Showings begin on Wednesday 9/20.

Listed by Kim Morgan-Wohler of Wohler Realty Group

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1842 Main Street Manchester VT 05255

Manchester, VT1842 Main Street

Price$2,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4910977

  • Residential Single Family
  • Construction Existing
  • Bedrooms 11
  • Bathroom 13
  • Square Feet 10,877

An enchanting history describes a homestead at Ormsby Hill beginning in 1764 that was historically used to entertain friends a family during the summer months. It was one of the first Federal style mansions to be built in Manchester. Over the years, it evolved and grew to become a luxury Bed and Breakfast Inn with a superlative reputation for hospitality in beautifully appointed guest rooms and common areas. It has always catered to the romantic getaway market with fireplaces and whirlpool tubs in every guest room. Additions were built on the North end of the original building for more guest rooms and on the South end of the building to accommodate the owners of the inn in great style. Original hearths, incredible trim on ceilings and moldings, and great architecture make this property unique in its grandeur.

Listed by Wendy Beach of Hearthside Group

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1842 Main Street Manchester VT 05255

Manchester, VT1842 Main Street

Price$2,250,000The price has recently decreased

MLS Number 4951509

  • Commercial
  • Year Built 1764
  • Square Feet 11,000
  • Acreage 2.5
  • PricePerSqFt 204.55

This is a fully turnkey bed and breakfast inn featuring ten guest rooms with private bathrooms, spacious owners apartment, and many public spaces. There are wood burning or gas fireplaces and whirlpool tubs in every guest room. As a Select Registry member, the inn enjoys a superlative reputation as a luxury couples retreat is recognized. In place is a loyal housekeeping team who help to maintain immaculate standards of cleanliness throughout the property. The historic nature of this property along with its location in a highly sought after year round destination is unique and adds tremendous value to the offering.

Listed by Wendy Beach of Hearthside Group

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

3309 3321 Main Street Manchester VT 05254

Manchester, VT3309 3321 Main Street

Price$2,200,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4977864

  • Residential Single Family
  • Construction Existing
  • Bedrooms 11
  • Bathroom 9
  • Square Feet 9,560

A rare gem and historically significant property in the picturesque setting of Manchester Village. Available for the first time in over 40 years! The embodiment of timeless elegance with a grand home and an adjacent carriage house, both on their own adjoining lots each with 1.27 acres. Boasting a total of 11 bedrooms, 6 full baths, 3 half baths and the main house includes a separate apartment with an additional kitchen. The main house is ready for full restoration and is the perfect canvas with almost limitless potential! Historical charm at every turn, this residence presents a unique opportunity to revive a piece of local history that once included Bromley Mountain Resort Founder, Fred Pabst Jr. and family. The move-in ready Carriage House with lots of light and charming character offers living space while renovations are underway and after, it could be used as a guest house, artist's studio, or private retreat! Enjoy the almost unheard of 2.54 park-like acres in the village of Manchester! The sprawling grounds provide a serene escape with mature trees and breathtaking mountain views perfect for outdoor activities, relaxation, and gatherings. A spectacular village location and positioned directly across from the renowned Ekwanok Country Club. Immerse yourself in the charm of the village atmosphere while enjoying convenient access to all of the area's best arts, dining, shopping, and endless recreational activities!

Listed by Greg Cutler of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

319 Squires Road Manchester VT 05255

Manchester, VT319 Squires Road

Price$1,700,000The price has recently decreased

MLS Number 4986176

  • Commercial

Manchester Vermont, Tom's Lawn Care, inc., established 35 years providing the area's most reputable home services year round Lawn, Fall and Spring Clean-up and Snow Removal for Commercial and Residential clients. Included, there is over a mil in Owned Equipment that is meticulously maintained and updated yearly. Click through the Photos to view the vast equipment list or see attached in documents. The business is easily expanded as there is abundant client reach out. Buyer nondisclosures must be qualified. Commercial clients are some of Manchester areas largest... Call, email or text Broker during business hours for additional information. The Seller has an immaculate radiant heated 5600 SF building/ office with generator available for lease with salt/sand building and ample storage.

Listed by Laura Beckwith and Elizabeth Romano of Josiah Allen Real Estate,Inc.

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1844 Depot Street Manchester VT 05255

Manchester, VT1844 Depot Street

Price$1,599,000The price has recently decreased

MLS Number 4924436

  • Commercial
  • Year Built 1994
  • Square Feet 4,413
  • Acreage 1.1
  • PricePerSqFt 362.34

Welcome to an exceptional offering. An established restaurant business combined with valuable real estate in a prime location. This is a rare opportunity for entrepreneurs, investors, or hospitality professionals seeking a turnkey operation with the added advantage of property ownership. The restaurant, known as The Raven's Den Steakhouse, has been operating successfully for 10+ years and has become a beloved dining destination in Manchester, VT. With a loyal customer base and a reputation for culinary excellence, this establishment is poised for continued success under new ownership. Situated in a highly desirable area, this property offers not only a thriving business but also valuable real estate. The strategically located premises ensure maximum exposure and accessibility. The restaurant features a thoughtfully designed interior, creating an inviting atmosphere for guests. The sale includes all the necessary equipment, fixtures, and furnishings, enabling a seamless transition for the new owner. The real estate includes a newly renovated 1-bedroom apartment. The restaurant has a track record of consistent profitability and strong financial performance. Financial records will be made available to serious buyers upon request. The restaurant operates with a dedicated team of experienced chefs, skilled staff, and efficient management personnel committed to the restaurant's success. Seller financing available.

Listed by Paul William Carroccio and Marek Kovac of TPW Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

622 Longview Drive Manchester VT 05254

Manchester, VT622 Longview Drive

Price$1,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4965963

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 4,948

Munson Falls Oasis! Nestled in beautiful Manchester Village, this listing is perhaps the best location in all of southern Vermont. Close to town, yet totally private. Bordered by a year round waterfall that cascades down the property to join the Battenkill River and Bromley Brook, a gorgeous place where the rivers meet. The home boasts a 30 ft cathedral ceiling as well as a full set of newly replaced windows taking in the views of Munson falls and the mountains with a peek of the backside of Bromley. It has been renovated and updated with beautiful hardwood floors thru-out main living area. A brand new kitchen with beautiful granite countertops, and stainless steel appliances, split heat/ air condition system, large wooden cathedral ceiling . Main floor Primary Bedroom with a walk in closet and stunning tiled bathroom with large separate shower, Jacuzzi tub, and granite countertops and heated tile floor. Open the sliding glass door from the bedroom to be right across the lawn from the soothing waterfall, to lull you to sleep. 4 other bedrooms, one of which with loft area would be a great at home work space. Oversized garage for additional storage. Laundry room and another office area on the main floor. This home is being sold as is, but will not disappoint including no flood insurance necessary with all the water features the house is positioned above them all. A rare property that must be seen to believe.

Listed by Jill Simon of Josiah Allen Real Estate,Manchester Branch Office

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Broker Reciprocity 

Copyright 2024 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated February 27, 2024 10:23 PM EST

 

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