Español  |  Fine Homes  |  Commercial Real Estate  |  Global  |  C21 Blog
CENTURY21 Real EstateVermontChesterHomes for Sale
My C21: Sign In  |  Register  |  My Favorites
Your Current Search

Homes for Sale

Chester, VT
Refine Your Search
to
Search by Schools

More Search Options
Sort By:
Per Page:
Page:
1 | 2 | 3 | 48 Next

$1,275,000

1026 Middletown Road Andover, VT 05143
3 Beds 4,082 Sq. Ft
2 Full Baths 1 Half Bath
Courtesy Of William Raveis BCK Real Estate
MLS# 4466327
PROPERTY DESCRIPTION: 
Once upon a time.....This unique 78+ acre estate features the most majestic views of southern Vermonts mountain ranges. Located just minutes from the quaint Vermont towns Weston and Chester as well as near a number of ski mountains; Okemo, Stratton,Bromley and Magic. The striking architecture of the home will inspire, enlighten and provide the serenity you have been seeking!
FEATURES:
Age: 21-30 Years Old
Amenities: Deck, Porch, Pond, Basement
Appliances: Dishwasher, Dryer, Range - Gas, Refrigerator, Washer
Architecture Style: Contemporary
Cooling System: Central A/C
Exterior Type: Wood
Fireplace: Fireplace
Floor Covering: Carpet, Hardwood, Tile
Heating System: Baseboard, Fireplace
Parking Type: Gated
Roof Type: Metal
Rooms: Basement, Bedroom, Dining Room, Family Room, Full Bath, Half Bath, Kitchen, Living Room
View Type: Mountain

$1,200,000

Rockingham, VT 05143
16 Beds 9,338 Sq. Ft
16 Full Baths 2 Half Baths
Courtesy Of Greentree Real Estate
MLS# 4406209
PROPERTY DESCRIPTION: 
This Southern Vermont Post and Beam Inn serves as a centerpiece of a 47+ acre estate featuring breathtaking views, a maple studded forest and a tranquil pond - a perfect place for a Rural Family Retreat or Charming Bed and Breakfast. The main building is anchored by a great room with 30-foot vaulted ceilings and a large brick fireplace. Adjacent to the main property is a recently renovated guest cottage with luxury suites. Whether you enjoy a stroll along the Williams River or a quiet read in the library looking out the palladium window, this property is ideal for relaxation.
FEATURES:
Age: 21-30 Years Old
Amenities: Deck, Patio, Sky light, Vaulted Ceiling, Pond, Basement, Ceiling Fan, Mother In Law Suite
Appliances: Dishwasher, Dryer, Freezer, Microwave, Oven - Double, Range - Gas, Refrigerator, Vent Hood, Washer
Architecture Style: Other
Cooling System: Window Unit(s) A/C
Exterior Type: Wood
Fireplace: Fireplace
Floor Covering: Carpet, Laminate, Tile, Vinyl
Heating System: Baseboard, Hot Water, Fireplace
Roof Type: Composition Shingle
Rooms: Basement, Bedroom, Dining Room, Family Room, Full Bath, Half Bath, Kitchen, Living Room
View Type: Mountain, Water

$799,000

1246 Old Stage Road Chester, VT 05143
7 Beds 5,427 Sq. Ft
4 Full Baths 2 Half Baths
Courtesy Of Barrett & Valley Associates Inc
MLS# 4454999
PROPERTY DESCRIPTION: 
Once home to an artist's colony, this spectacular property has 227 gorgeous acres with open meadows, ponds and forest gracing both sides of a country lane. The 7 bedroom, 6 bath Adirondack style house features a spacious stone Great Room connecting two wings of living space. Plenty of rustic charm with reclaimed building elements throughout including doors, a copper tub, slate farm sink and lighting fixtures complimented by cherry, birch & oak custom cabinetry. A large two-story barn offers storage space for cars, kayaks & equipment. The antique renovated 2 bedroom, 2 bath Guest House is perfect for guest overflow, caretaker or tenants. A cape-style stable awaits your animals. Hike the network of trails to multiple vistas, float on the pond or meditate by the stream and enjoy a wonderful gathering place/retreat for friends and family. 216.2 acres enrolled in Current Use program. Convenient to Chester & Grafton, skiing, mountain biking and recreational activities.
FEATURES:
Age: Over 50 Years Old
Amenities: Porch, Patio, Pond, Sauna, Cable Ready, Wired
Appliances: Dishwasher, Dryer, Range - Gas, Refrigerator, Washer
Architecture Style: Other
Exterior Type: Stone, Wood
Fireplace: Fireplace
Floor Covering: Carpet, Hardwood, Slate, Tile - Stone, Tile or Stone
Heating System: Baseboard, Hot Water, Radiator, Fireplace
Roof Type: Unknown
Rooms: Bedroom, Dining Room, Family Room, Full Bath, Half Bath, Kitchen, Living Room
View Type: Mountain

$599,999

1328 Chandler Rd Chester, VT 05143
6 Beds 4,316 Sq. Ft
2 Full Baths 2 Half Baths
Courtesy Of Diamond Realty
MLS# 4383348
PROPERTY DESCRIPTION: 
REDUCED $50K!!! This Contemporary Sanctuary situated on 193 acres of open meadow, hard and soft woods, a year round brook, blue berry bushes, beautiful perennials and a swimming pond, is the perfect Vermont escape. Take in long distance mountain views through the open meadows to include Hawks Mountain. The industrious barn is built for any type of work imaginable with 3 phase power. Relax on the spacious deck over looking the pond taking in spectacular views. The open living concept, exceptionally large, flooded with natural light, unique stone and wood fireplace, and natural stone floors through out. Soap stone counters and farmers sink high light the kitchen with commercial grade stainless steel appliances. This home is in need of some finishing touches the current owner has graciously lived with for many years, a starting point for an ambitious buyer who desires, views, open meadows, and open family space in their slice of VT. 10 miles to world class skiing and golf at Okemo.
FEATURES:
Age: 41-50 Years Old
Amenities: Deck, Vaulted Ceiling, Pond, Basement, Sauna, Ceiling Fan
Appliances: Dishwasher, Dryer, Freezer, Garbage Disposer, Microwave, Oven - Double, Range - Gas, Refrigerator, Vacuum System, Vent Hood, Washer
Architecture Style: Contemporary
Exterior Type: Cedar Siding, Wood
Fireplace: Fireplace
Floor Covering: Concrete, Slate, Tile - Stone, Tile or Stone
Heating System: Fireplace
Parking Type: Carport
Roof Type: Membrane
Rooms: Basement, Bedroom, Dining Room, Full Bath, Half Bath, Kitchen, Living Room
View Type: Mountain, Water

$535,000

244 Main Street Chester, VT 05143
7 Beds 4,424 Sq. Ft
6 Full Baths 1 Half Bath
Courtesy Of Barrett & Valley Associates Inc
MLS# 4452645
PROPERTY DESCRIPTION: 
Come explore this charming, historic Victorian home located in the heart of the Chester Village. This property is currently an operating BnB Inn. It has been lovingly maintained over the years and it shows. Appreciate the grand staircase, the exquisite bay windows, turret and wrap around porch. Enjoy the formal entry, comfortable living room, and the oak pocket door entry to the library! Relax with a book by the fireplace! The 2nd floor has 7 bedrooms all with private baths and plenty of closet space. At the back of the house, in the attached barn is the current toy and teddy bear shop. Additional to the property is a two story carriage horse barn. In the rear of the property stands a delightful 3 bedroom, 2 bath cottage ready for service as an inn keeper cottage, MIL, or income producing rental. This property includes an expansive yard for family activities, pets, and even chickens. This amazing home, rich in history, is ready and waiting for your commercial or residential inquiry.
FEATURES:
Age: Over 50 Years Old
Amenities: Porch, Basement, Ceiling Fan
Appliances: Dishwasher, Dryer, Range - Electric, Refrigerator, Vent Hood, Washer
Architecture Style: Victorian
Exterior Type: Wood
Fireplace: Fireplace
Floor Covering: Carpet, Hardwood, Tile
Heating System: Baseboard, Radiator, Fireplace
Parking Type: Paved or Surfaced
Roof Type: Slate
Rooms: Basement, Bedroom, Den, Dining Room, Family Room, Full Bath, Half Bath, Kitchen, Living Room
MLS# 4458267
PROPERTY DESCRIPTION: 
This is a very private 100+/acre land parcel with spectacular 180 degree Green Mountain views, including Stratton Mtn., located five miles from Weston and Londonderry. The property is in good company of other substantial parcels in this desirable location. The house site is on a wooded hillock providing the vantage of an amphitheater. The configuration of land provides protection on all sides. The Waste Water permit is in process and will provide for a 6 bedroom residence. Located 12 miles from Bromley Mtn. and 16 miles from Stratton Mtn.
FEATURES:
Architecture Style: Other
Roof Type: Unknown

$499,000

147 Mineral Springs Rd Chester, VT 05143
3 Beds 4,284 Sq. Ft
3 Full Baths
Courtesy Of Diamond Realty
MLS# 4377572
PROPERTY DESCRIPTION: 
Perched high on a hill with sweeping panoramic mountain views to include Okemo is this custom contemporary home. The kitchen boast wood cabinetry, stainless appliances and granite counters. Large bedrooms, to include the master suite with adjoining hot tub room with one of many hand painted murals. The Greatest of great rooms is a wide open concept of the dinning, living and wet bar with sitting area flooded with natural light from many large Anderson windows and sliders. Enhanced with wood floors, exposed beams, tongue and groove wood cathedral ceiling and beautiful stone fireplace. Above the loft area 16x25 with natural wood stairs and railings. The downstairs is a blank canvas of 3,500 sq ft of wide open space. This exceptional home is easy to maintain with quality vinyl siding. Over sized 2 car garage, grounds are graced with stone walls, mowed lawn and 40+ acres of play ground. A must see to appreciate all of the its fine qualities and the exceptional long range panoramic views.
FEATURES:
Age: 21-30 Years Old
Amenities: Patio, Wet Bar, Basement, Ceiling Fan, Hot Tub Spa, Cable Ready, Wired
Appliances: Dishwasher, Dryer, Microwave, Range - Gas, Refrigerator, Vent Hood
Architecture Style: Contemporary
Exterior Type: Vinyl Siding
Fireplace: Fireplace
Floor Covering: Carpet, Hardwood, Tile
Heating System: Fireplace
Roof Type: Composition Shingle
Rooms: Basement, Bedroom, Dining Room, Family Room, Full Bath, Kitchen, Living Room
View Type: Mountain

$449,000

3236 Weston Andover Road Andover, VT 05143
4 Beds 2,528 Sq. Ft
2 Full Baths 1 Half Bath
Courtesy Of Barrett & Valley Associates Inc
MLS# 4451271
PROPERTY DESCRIPTION: 
Charming updated farm house, new baths and granite/cherry kitchen . If you don't wish to farm, you can still harvest fruit and the land is flat to enjoy, with mountain views. The barn's second floor, with nice windows, has studio potential. There is an en suite bedroom on the first floor. Close to Weston for the Country Store and Weston's renowned Theater. Skiing at three nearby resorts. Convenient shopping in Londonderry or Ludlow.
FEATURES:
Age: Over 50 Years Old
Amenities: Porch, Basement
Appliances: Cooktop, Dishwasher, Range - Gas, Refrigerator
Architecture Style: Other
Floor Covering: Soft Wood
Heating System: Baseboard
Roof Type: Asphalt
Rooms: Basement, Bedroom, Dining Room, Full Bath, Half Bath, Kitchen, Living Room
View Type: Mountain

$425,000

15 Depot Street Chester, VT 05143
3 Beds 3,116 Sq. Ft
Courtesy Of William Raveis BCK Real Estate
MLS# 4467043
PROPERTY DESCRIPTION: 
A one-of-a-kind opportunity! This beautifully redone commercial property consists of a spacious studio with black walnut floors, audio system/media room, A/C, and LED lighting. Main floor commercial space also has a full kitchens and two 1/2 bathrooms. Upstairs you'll find two cheerfully redone apartments, a one bedroom and a two bedroom which includes a unique loft space that the owner found while renovating.Both apartments have fully equip kitchen and baths. Head down to the basement to find a temperature and humidity controlled room for storing pieces of art, delicate papers, you name it! This is a wonderful opportunity for a retreat, art gallery, cafe, yoga studio, you name it in the beautiful town of Chester! The property sits just steps from the town Green
FEATURES:
Age: Over 50 Years Old
Amenities: Cable Ready, Wired
Appliances: Range, Refrigerator
Architecture Style: Other
Cooling System: Wall Unit(s) A/C
Exterior Type: Aluminum Siding, Wood
Floor Covering: Carpet, Hardwood, Tile
Heating System: Baseboard
Parking Type: Paved or Surfaced
Roof Type: Slate
Rooms: Bedroom

$385,000

2503 Green Mountain Turnpike Chester, VT 05143
3 Beds 2,300 Sq. Ft
3 Full Baths
Courtesy Of Walnut Hill Realty, LLC
MLS# 4453654
PROPERTY DESCRIPTION: 
Country cottage in quaint Chester VT! This sweet home is nestled in the shade trees, but gets plenty of bright sunlight. Brook truly does meander through the property offering shady spots to sit and ponder and sun filled garden areas. This "like new" home offers good square footage in a layout many buyers request...main floor master with ample guest quarters up stairs. Wide open space contains the country kitchen with eat-in space and cathedral ceilings in the "Great Room". The back deck overlooks the meadow behind the property and abundant blueberry patch! Short walk into downtown!
FEATURES:
Age: 11-20 Years Old
Amenities: Deck, Basement
Architecture Style: Contemporary
Exterior Type: Wood
Heating System: Baseboard
Parking Type: Paved or Surfaced
Roof Type: Metal
Rooms: Basement, Bedroom, Full Bath, Kitchen, Living Room, Three-Quarter Bath
1 | 2 | 3 | 48 Next

Chester, VT Real Estate & Homes for Sale - 79 Listings Found

MY PLACES
Locate important places on the map like school, work, and home of a relative or friend to help find the best properties for you.
Add, Edit, or View My Places
DRAWING TOOL
Draw the area on the map that you would like to search. Click the pencil icon again to turn the drawing tool off.
DRAWING TOOL
Points Of Interest
Area Overlay
$50K $1M+
Heat maps are viewable one at a time.
Click the buttons to toggle them on or off.