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12 Properties

12 Properties Available

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81 Main ST, Chester, VT 05143
3D

$450,000

Price Dropped by $10K

Single Family Home

5 Beds 4 Baths 3,865 SqFt

81 Main ST, Chester, VT 05143

Step into a piece of Chester's history with this sprawling Folk Victorian offering over 3,800 square feet of living spac...

Listed by Betsy Adamovich of Real Broker LLC

PrimeMLS
64 Maple ST, Chester, VT 05143
3D

$469,000

Price Dropped by $10K

Single Family Home

3 Beds 3 Baths 2,676 SqFt

64 Maple ST, Chester, VT 05143

Located in the village of Chester, this 3-bedroom, 3-bath property offers a rare amount of space and flexibility for an ...

Listed by Betsy Adamovich of Real Broker LLC

PrimeMLS
3 Eldredge RD, Rockingham, VT 05143
1/60 60

$1,600,000

New

Single Family Home

5 Beds 5 Baths 6,118 SqFt

3 Eldredge RD, Rockingham, VT 05143

A rare opportunity to own a remarkable piece of Vermont and literary history. Lovingly designed and restored by the crea...

Listed by Debra Staniscia of Four Seasons Sotheby's Int'l Realty debra.staniscia@fourseasonssir.com

PrimeMLS
168 Chandler RD, Chester, VT 05143
1/60 60

$649,000

Active

Single Family Home

3 Beds 2 Baths 2,204 SqFt

168 Chandler RD, Chester, VT 05143

Welcome to your private gated mini-estate...an enchanting sanctuary where every detail delights the eye. Nestled adjacen...

Listed by Diane Rousseau of Four Seasons Sotheby's Int'l Realty Diane.Rousseau@FourSeasonsSIR.com

PrimeMLS
330 Spruce DR, Andover, VT 05143
1/60 60

$880,000

Under Contract

Single Family Home

3 Beds 3 Baths 3,000 SqFt

330 Spruce DR, Andover, VT 05143

Mountain View Timber Frame Retreat on 25+ Acres in Andover – This exceptional timber-frame home is true perfection and o...

Listed by Claudia Harris of Mary Mitchell Miller Real Estate Cell: 802-379-0347

PrimeMLS
3208 Green Mountain TPKE, Chester, VT 05143
1/34 34

$489,000

Active

Single Family Home

3 Beds 2 Baths 1,626 SqFt

3208 Green Mountain TPKE, Chester, VT 05143

Located in the Historic Stone Village of Chester, this thoughtfully renovated and reimagined circa 1880 home combines mo...

Listed by Geralyn Donohue of Four Seasons Sotheby's Int'l Realty geralyn.donohue@fourseasonssir.com

PrimeMLS
3800 Weston Andover RD, Andover, VT 05143
1/41 41

$5,150,000

Active

Single Family Home

8 Beds 8 Baths 10,062 SqFt

3800 Weston Andover RD, Andover, VT 05143

Bringing generations together in a place that inspires connection, adventure, celebration, work and stewardship, Moosewa...

Listed by Steve Stettler of Four Seasons Sotheby's Int'l Realty steve.stettler@fourseasonssir.com

PrimeMLS
76 Goldthwaite RD, Chester, VT 05143
1/39 39

$1,200,000

Active

Single Family Home

4 Beds 3 Baths 3,308 SqFt

76 Goldthwaite RD, Chester, VT 05143

Experience the Vermont lifestyle in this beautifully renovated 1864 Brick Federal style farmhouse set on 7.8 private acr...

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty gary.coger@fourseasonssir.com

PrimeMLS
1302 Popple Dungeon RD, Chester, VT 05143
1/53 53

$1,490,000

Price Dropped by $200K

Single Family Home

5 Beds 5 Baths 5,400 SqFt

1302 Popple Dungeon RD, Chester, VT 05143

Set on 18 private acres, Popple Dungeon is a distinctive Vermont property offering the feel of a true country retreat. O...

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty gary.coger@fourseasonssir.com

PrimeMLS
201 Spruce DR, Andover, VT 05143
1/60 60

$879,999

Price Dropped by $9K

Single Family Home

3 Beds 2 Baths 3,310 SqFt

201 Spruce DR, Andover, VT 05143

Set on over five acres of rolling Vermont hillside, this three-bedroom, two-bath home is perfectly positioned for year-r...

Listed by Mendi Michael of Engel & Volkers Okemo Phone: 802-342-8410

PrimeMLS
717 Horsenail Hill RD, Windham, VT 05143
1/38 38

$695,000

Price Dropped by $54K

Single Family Home

4 Beds 3 Baths 2,400 SqFt

717 Horsenail Hill RD, Windham, VT 05143

Welcome to your brand-new, 2,400 sq ft dream home! This modern, open-concept residence shines with high ceilings and abu...

Listed by Robin Apps of Four Seasons Sotheby's Int'l Realty

PrimeMLS
00 Marsh Cross RD, Andover, VT 05143
1/16 16

$3,150,000

Active

Vacant Land

506 Acres

00 Marsh Cross RD, Andover, VT 05143

Red Top is a breathtaking 506 +/- acre parcel in the town of Andover and on the border of Weston. Here, the rugged grand...

Listed by T Story Jenks of LandVest, Inc/Woodstock

PrimeMLS
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IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

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Real Broker LLC

Mandolyn McIntyre Crow License ID: 082.0134671

+1(802) 683-1617 mandolynvt@gmail.com

39 Central St, Woodstock, VT 05091, USA

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IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

SITE MAP

      Sellers
      Buyers
      Client Testimonials
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defaultdefault

Real Broker LLC

Mandolyn McIntyre Crow License ID: 082.0134671

+1(802) 683-1617 mandolynvt@gmail.com

39 Central St, Woodstock, VT 05091, USA

Get My App

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility