Use our convenient guide for finding real estate for the entire Chester area.

Including houses, condos, duplexes, commercial real estate, land and other property opportunities.

Lot In Chester
	Lot In Chester Chester, VT $110,000 Land for Sale 46 acres situated just off Flamstead Road on Crow Hill in Chester, VT. The property includes some level areas as well as wooded acres. The property might be just right for you to hunt, hike or......

Updated 4-Bedroom House In Chester
	Updated 4-Bedroom House In Chester Chester, VT $189,500 Homes for Sale Tucked away on a quiet town road between Ludlow and Chester is this 4 bedroom home with lots of natural light, wood floors and open beams. Large open floor plan downstairs with a big updated......

1171 SqFt House In Andover
	1171 SqFt House In Andover Chester, VT $210,000 Homes for Sale Dream house, log house, doll house....call it what you want, but you will call it home. This is a sweet house and it's turnkey, ready for you. You will only need to bring your toothbrushes and......

1456 SqFt House In Baltimore
	1456 SqFt House In Baltimore Chester, VT $387,500 Homes for Sale  NEW! Located high on the Eastern flank of Hawk Mountain, this extraordinary 97 acre sanctuary is a one of a kind opportunity to enjoy quiet and solitude while taking in breathtaking views in all......

Lot In Chester
	Lot In Chester Chester, VT $49,900 Land for Sale  NEW! Use your imagination on this property, deeds call for 5 acres, tax map shows 4 acres, mostly open level, lot with a small below grade pond and a old barn/garage on a corner location just out of......

2176 SqFt House In Chester
	2176 SqFt House In Chester Chester, VT $399,999 Homes for Sale  NEW! This impeccable property offers comfortable living with luxury finishes. Appreciate cooking in the beautiful open concept kitchen which is fully equipped with a Wolf five-burner downdraft cooktop,......

1330 SqFt House In Chester
	1330 SqFt House In Chester Chester, VT $175,000 Homes for Sale  NEW! This is just the best! And wait until you step inside! Be delighted by the warmth of the wood walls and ceilings, the actual warmth of the wood stove, and the openness of the main level layout......

1539 SqFt House In Andover
	1539 SqFt House In Andover Chester, VT $269,900 Homes for Sale  NEW! Ever dreamed of a life away from it all . . . now is your chance! This adorable and well-maintained log home sits on 3+ acres at the top of Hilltop Road in Andover and enjoys year-round views and......

Lot In Andover
	Lot In Andover Chester, VT $224,500 Land for Sale A quiet and peaceful area to build your dream home. With elevation over 2000 feet, this site offers lovely long range views to the south and east. Enjoy privacy within a small subdivision of fine......

Lot In Andover
	Lot In Andover Chester, VT $224,500 Land for Sale Privacy, views and clean air are some of the qualities this piece of land offers. Located in a quiet community of fine homes, this is one of a few lots left to build your dream home in Southern......

Remodeled 3-Bedroom House In Chester
	Remodeled 3-Bedroom House In Chester Chester, VT $199,000 Homes for Sale Price Reduced! This property must be seen! Stylishly remodeled 3 bedroom, 2 bath 1890's farmhouse on .25 +/- acres in prime Chester village location. Fabulous newly designed kitchen with center......

2688 SqFt House In Chester
	2688 SqFt House In Chester Chester, VT $149,000 Homes for Sale Retail Opportunity! Awesome 2 story property featuring large retail space with large 2 bedroom apartment on 2.22 +/- acres. Great for either owner occupied business or investment property. Act 250......

Lot In Andover
	Lot In Andover Chester, VT $75,000 Land for Sale This wooded 12-acre lot is on one of Andover's prettiest roads and within just a few minute's drive to the villages of Weston for summer theater, Ludlow for restaurants, shopping and skiing at......

Lot In Chester
	Lot In Chester Chester, VT $36,480 Land for Sale Nice situated 3 acre lot on Jillie Lane. Water Water permit is in place so this is ready to go to build your VT home. Close to Chester town green and RT 91. Close to major ski areas...

Lot In Chester
	Lot In Chester Chester, VT $70,920 Land for Sale Nice level 5.91 acre lot on the corner of Cummings Rd and Jillie Lane. State Waste water permit in place for a 3 bedroom home. Close to the Chester Green and only about 10 minutes to RT 91 and......

Lot In Chester
	Lot In Chester Chester, VT $49,560 Land for Sale 4.13 acre building lot with state waste water permit. This lot is at the end of the cul-de-sac and private. Mostly wooded. Close to town, shopping and RT 91. Beautiful location to build you VT home....

Lot In Andover
	Lot In Andover Chester, VT $44,000 Land for Sale Five mostly wooded acres across from Lyman Brook. Property has passed a perc test and would be the perfect spot for a primary or second home. Fantastic location on quiet, scenic Middletown Road......

2071 SqFt House In Chester
	2071 SqFt House In Chester Chester, VT $365,000 Homes for Sale Privately sited among trees and open fields on 43.7 acres, this 2001 cape style home abuts 1,000s of acres of forest. The house features three bedrooms,(town has it as a 3 bedroom), 2 baths, a......

1-Story House In Chester
	1-Story House In Chester Chester, VT $45,000 Homes for Sale A Glamper's dream property! Furnished 1 bedroom with sleeping loft, efficiency galley kitchen, living room and an outhouse built to state specs with elec. and heat on .25+/- acres in prime hunting,......

Lot In Chester
	Lot In Chester Chester, VT $121,320 Land for Sale 10.11 building lot with State approved WW permit available. Located at the end of a cul-de-sac this lot is private yet close to Chester Town Green and only about 10 minutes to Rt 91. Ideal place to......

Lot In Andover
	Lot In Andover Chester, VT $24,500 Land for Sale This 3.41-acre parcel is one of the last remaining lots on scenic Andover Ridge. Ideal for building, it is level and wooded with a drive, utilities at the road, and a recent perc test and plot plan......

Lot In Andover
	Lot In Andover Chester, VT $40,000 Land for Sale Affordable lot to build your dream home. Quiet location, away from the hustle bustle. Mostly wooded with some walking trails. Some old stone walls. Recently perked by an engineer - a waste water......

Lot In Chester
	Lot In Chester Chester, VT $79,000 Land for Sale Ready-to-build view site at the end of the road! 5.64 acres, mostly cleared, with woods around the edge for privacy. Spectacular long-distance view to the southwest. State approved for 4-bedroom......

House In Chester
	House In Chester Chester, VT $44,440 Land for Sale Build your VT home on this nice 3.7 acre lot. Waste Water permit in place. Great location just minutes away from Chester Green and RT 91. Close to major ski areas...

Lot In Chester
	Lot In Chester Chester, VT $44,900 Land for Sale Awesome 5.3 acres +/- parcel with small manmade pond and open rolling land with a nice view. Private setting in 5 lot subdivision. Convenient to skiing and recreation, Weston Playhouse, Chester and......

Lot In Andover
	Lot In Andover Chester, VT $50,000 Land for Sale This rural 5 acre parcel is located centrally to many of southern Vermonts premier attractions including Magic, Okemo and Stratton Mountains. Tucked away off a dirt road but minutes to Route 11 the......

Lot In Rockingham
	Lot In Rockingham Chester, VT $34,500 Land for Sale This great lot sits handsomely overlooking quiet farmland just outside the quaint village of Chester. This lot will make the perfect place for a single family home, cabin or camp. Drive way has......

Lot In Andover
	Lot In Andover Chester, VT $84,000 Land for Sale This parcel of Vermont is truly ready for you dream plans to find their voice and become reality. You know the cost of the land and estimated cost per square foot for construction, but how much......

Lot In Athens
	Lot In Athens Chester, VT $525,000 Land for Sale VAST access! Come and own this large parcel of privacy in Southern Vermont! This parcel 523 +/- acres is in the State's Land Use Program that helps keep Vermont green and reduce your taxes. Taxes......

Lot In Chester
	Lot In Chester Chester, VT $45,000 Land for Sale Discover this completely permitted 3+ acre lot in the heart of Chester village. Views, gravel road frontage, septic design available, ready for you to build your own home tucked away from busy......

1790 SqFt House In Chester
	1790 SqFt House In Chester Chester, VT $76,500 Homes for Sale Ranch style home with plenty of room for everyone. Home boasts 3 bedrooms, 2 full baths, a loft with balcony and is handicap accessible!.Year Built: 1966....

Lot In Andover
	Lot In Andover Chester, VT $425,000 Land for Sale This exceptional 100-acre parcel is privately sited with spectacular 180-degree views of the Green Mountains and Stratton Mtn. Located within five miles of Weston and Londonderry, the property is......

Lot In Baltimore
	Lot In Baltimore Chester, VT $70,000 Land for Sale Beautiful 5 acre lot bordered by stonewalls and mature maples. Most of the land is open with 20% being wooded.Long range views and a stream. A terrific opportunity to own a piece of Vermont....

Lot In Andover
	Lot In Andover Chester, VT $24,500 Land for Sale This 3.41-acre parcel is one of the last remaining lots on scenic Andover Ridge. Ideal for building, it is level and wooded with a drive, utilities at the road, and a perk test and plot plan in......