Chester

MLS Number 4721840

• Residential Single Family
• Construction Existing
• Bathroom 8
• Bedrooms 7
• Square Feet 4,424

Built in Circa 1820 Victorian Inn is rich with history and located in the heart of Chester Village. Property offers an operating Inn with a gift shoppe, a beautiful Carriage House, flower gardens, chicken coop and peaceful lawn area separating a private cottage at the rear of the property. The Inn has beautiful details and many of its original features . Exquisite woodwork and large windows that allow for natural light. Offering six en-suite bedrooms and a small apartment space just above the gift shoppe. The common spaces include a dining area with a bay window, a cozy den with a gas fireplace and a gracious living room. The detached two-story Carriage House once offered home for horses and has a garage space for one vehicle. Both the Inn and Carriage House are registered on the National Historic Registry. The three bedroom cottage is full of character and offers privacy. Perfect for an owner, inn keeper quarters or an additional rental property. This property is a true gem with so many possibilities.

Listed by Jessica Citera of TPW Real Estate

MLS Number 4741044

• Residential Single Family
• Construction Existing
• Bathroom 3
• Bedrooms 4
• Square Feet 3,736

If you're looking for an exquisite Victorian home that has been updated to showcase it's historic beauty, this is it! Known as the "Pollard" house, (they were the original family who built it), some sources say it's possibly the nicest Victorian in the state and has a lot of stories of yesteryear. A true "Painted Lady" designed by the well known architect George Barber, this 4 bedroom 3 bath home offers plenty of space within its three finished floors, and also includes an attached carriage house/studio that offers plumbing and power. Completely updated throughout, you will enjoy newly refinished hardwood floors; original woodwork; a butler's pantry; a second floor laundry room; a large third floor open concept "bonus" space as well as the traditional grand stairway, many built-ins, 2 fireplaces, an eat in kitchen, and a lovely wrap around front porch. The second and third floors are original, first floor is new maple. Although small, the lot has abundant raspberries, 2 apple trees, and lots of fragrant lilacs. This home is located in the center of Chester within walking distance to the local amenities. It is just 15 minutes from an Amtrak station, within 20-30 minutes of 3 major ski areas, and a 2 hour drive to 3 international airports. You'll see upon entering just how well this home has been cared for and that the original beauty really shines through. Furnishings are all negotiable. Any reasonable offer will be considered.

Listed by Heather Gleim of Walnut Hill Realty

MLS Number 4715881

• Residential Single Family
• Construction Existing
• Bathroom 4
• Bedrooms 5
• Square Feet 3,464

Inviting C.1820 Village home on a double lot with a grand yard that has plenty of gardening areas, entertainment space and areas to relax in. The oversized garage includes a workshop space perfect to help you complete all those creative ideas you have! The current owners have updated the kitchen, four baths and completed many projects so you can relax and enjoy. There are two en suite bedrooms, one on each level, additionally there are 3 more guest bedrooms. The 28' formal living room has a wood burning fireplace to warm by. Upstairs you will find a family room in addition to a wonderful modern 22x26 entertainment room that includes a wet bar, game area and plenty of space to converse all while enjoying the warmth of a newly added pellet stove. The third floor is an unfinished attic-let your imagination go, there is a staircase in place for easy access. Three sides of this grand home enjoy large covered porches, the front of the home has a second story balcony overlooking Main Street.

Listed by Lavinia Lee Brown of Four Seasons Sotheby's Int'l Realty

MLS Number 4744482

• Residential Single Family
• Construction Existing
• Bathroom 5
• Bedrooms 3
• Square Feet 4,328

This unique and beautiful property is ready to become your new home or perhaps a new business location. Located on the Main Street of picturesque Chester village the former Rectory has beautiful woodwork throughout as well as lovely french doors, fireplace and numerous built-ins. This home features two living rooms, the dining room with built-ins, an eat-in kitchen with a butler's pantry, three bedrooms as well as a den or office. The bonus room, formerly the Chapel, is open to numerous possibilities. A full basement and attic space and sitting on a newly sub-divided lot of .53 acre the property includes a detached garage and lovely wrap around porch.

Listed by Carol Cole of Muse and Associates Real Estate

MLS Number 4665537

• Residential Single Family
• Construction Existing
• Bathroom 4
• Bedrooms 3
• Square Feet 3,436

An amazing opportunity to live, work and own one of the most desired buildings in Chester. Live in town in a gorgeous 3 bedroom 2 bath apartment with a front balcony overlooking the green. Back deck off the upstairs bedroom with stairs that lead down to a lower deck and a very private fenced in yard with gardens and access to your own 2 car garage. Apartment boasts a large eat in kitchen, dining room, comfortable living room with balcony access. The apartment also has a laundry room that is set up to be a second kitchen. The third floor features two more bedrooms and a full bathroom. For investment purposes the apartment could possibly be split into 2 or 3 separate units. Building features a 1,600 Sq Ft open commercial space with central A/C with limitless possibilities for your own business or rental. Very unique one of a kind living and working situation right in the center of town. Price to sell and well worth a look. Property is part of the Main St Parking Association and is subject to a $300 fee per year for plowing and parking lot maintenance. Also see MLS 4665517

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty

MLS Number 4770708

• Residential Single Family
• Construction Existing
• Bathroom 3
• Bedrooms 5
• Square Feet 2,686

You will be so happy in this properly restored and renovated 2686 sf 5 bedroom, 3 bath 1860s farmhouse with attached 1728 sf 2-story barn. The inventory of Chester houses of similar vintage, size and price range do not even compare in quality, cleanliness, soundness, energy efficiency or layout of stately 183 Pleasant Street. We know because we've been in most of them. The first floor has spacious mudroom, completely updated kitchen with all appliances negotiable; laundry room, living room, dining room, guest bedroom, foyer and half bathroom. Ascend the staircase with its 'cattail' Newell post to the second floor that has the 2 full bathrooms, another living/family room, and 4 more bedrooms including the Master with its walk-in closet, bathroom and private staircase communicating with the mudroom. Brand new high efficiency Buderus Boiler and hot water tank in 2017; enjoy significant wintertime solar benefit given numerous, large south facing windows. New electrical and wiring since our ownership eliminated dangerous knob-and-tube, added wall light switches and useful outlets, and created a laundry room from the original kitchen pantry. Entire exterior repaired and revival paint job completed in 2018. This house has the added value of being zoned 'Residential/Commercial'; ply any trade from home office or barn/garage shop! 3 blocks to shopping/dining. 1 mile to schools and town center. 2 major ski areas within 15 miles. Pleasant Street/Rte11 is a priority of snowplows.

Listed by Jason Saphire of www.EntryOnly.com

MLS Number 4762327

• Residential Single Family
• Construction Existing
• Bathroom 3
• Bedrooms 3
• Square Feet 2,117

Located in the historic Chester stone village you will find this gem of property ready and waiting for its owner. Turnkey and ready to go, this 3- bedroom 3- bath home offers everything you want in a village property. You will be greeted by full-length covered porch ideal for relaxing outside in a surprisingly private setting. The first floor features an entryway with 1/2 bath, the front room is formal dining room with hardwood floors with direct entry to the open updated kitchen which is located in the middle of house with views into the large living room that features a pellet stove fireplace insert that heats the room on those winter days and nights. The first floor also boasts a breeze way/sunroom that is currently being used as an office with access to a nice backyard deck. The second floor features 3- large bedrooms including the Master Bedroom with private bath. Another full bath is also on the second floor. Other highlights include first floor A/C, Replacement windows throughout and a 2-car attached garage. The 1/2-acre property is lovely with perennial gardens, side yard and it borders a year-round stream. Just a mile to the Town Green and a short drive to Okemo Mountain this special home is affordably priced and well worth a look.

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty