209 Jack Cross Road

Gallery Image 1
Gallery Image 2
Gallery Image 3
Gallery Image 4
Gallery Image 5
Gallery Image 6
Gallery Image 7
Gallery Image 8
Gallery Image 9
Gallery Image 10
Gallery Image 11
Gallery Image 12
Gallery Image 13
Gallery Image 14
Gallery Image 15
Gallery Image 16
Gallery Image 17
Gallery Image 18
Gallery Image 19
Gallery Image 20
Gallery Image 21
Gallery Image 22
Gallery Image 23
Gallery Image 24
Gallery Image 25
Gallery Image 26
Gallery Image 27
Gallery Image 28
Gallery Image 29
Gallery Image 30
Gallery Image 31
Gallery Image 32
Gallery Image 33
Gallery Image 34
Gallery Image 35
Gallery Image 36
Gallery Image 37
Gallery Image 38
Gallery Image 39
Gallery Image 40
Gallery Image 41
Gallery Image 42
Gallery Image 43
Gallery Image 44
Gallery Image 45
Gallery Image 46
Gallery Image 47
Gallery Image 48
Active
$1,990,000
4 beds3,844 sqft
209 Jack Cross Rd, Shaftsbury, VT 05262
Est: $11,725/moGet pre-approved
Single FamilyProperty Type
72.28 acresLot Size
1830Year Built
$518/sq ftPrice per sq ft
3 carsParking Spaces

Description

"Stone Meadows" a quintessential Vermont farmhouse set on more than 72 acres of rolling meadows, historic stone walls & peaceful countryside in Shaftsbury. Tucked along a quiet country road, this is the kind of property that captures the feeling so many people come to Vermont to find privacy, open land, character & and a home that feels connected to its surroundings. Serene and peaceful yet 17 minutes to Manchester. The farmhouse has been thoughtfully updated for today’s living while retaining the..."Stone Meadows" a quintessential Vermont farmhouse set on more than 72 acres of rolling meadows, historic stone walls & peaceful countryside in Shaftsbury. Tucked along a quiet country road, this is the kind of property that captures the feeling so many people come to Vermont to find privacy, open land, character & and a home that feels connected to its surroundings. Serene and peaceful yet 17 minutes to Manchester. The farmhouse has been thoughtfully updated for today’s living while retaining the architectural details & charm of its era. A brand-new kitchen with marble countertops is the heart of the home, complemented by spacious rooms, abundant natural light & a comfortable, inviting floor plan. Just off the kitchen, the screened porch offers the perfect place for morning coffee, summer dinners or simply taking in the quiet & beauty of the surrounding land. The living room, with its fireplace, provides a warm & welcoming place to gather. The updates continue behind the scenes, with new windows, updated mechanicals, underground power lines, a whole-house generator and dry basements offering the comfort and peace of mind that comes with a home that has been carefully maintained and improved over time. Outside, the acreage is where the magic really happens, an idyllic Vermont landscape, with plenty of room for gardens, animals, recreation or simply enjoying the beauty and privacy of your own land. A two story barn & three car garage provide great space for vehicles, equipment, hobbies & all the pursuits that come with country living. Impeccably maintained inside & out, with an obvious attention to detail, this is a property that has been lovingly cared for without losing the qualities that make a Vermont farmhouse so special. Quiet, beautiful & wonderfully private, this is Vermont country living at its best.
7 days on Market
  • Listed by: Carol O'Connor • Four Seasons Sotheby's Int'l Realty
Last updated: 09/18/2026 12:51 PM • Source: New England Real Estate Network, MLS#: 5109798

Location

Listing Courtesy of Four Seasons Sotheby's Int'l Realty
Add your commute

Payment Calculator

Get preapproved with Rocket Mortgage1

$11,725 per month

30 year fixed, 6.71% Interest

Principal and Interest

$10,283

Property Taxes

$1,442

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 209 Jack Cross Road

Property Details
  • Taxes: $17,303 / year
  • MLS Type: Residential / Single Family
  • County: Bennington County
  • Zoning: Residential/Farming
Building Information
  • Stories: 2
  • Year Built: 1830
  • Lot Size: 72.28 AC / 3,148,516 SF
Summary
Location and General Information
  • City: Shaftsbury
  • County: VT-Bennington
  • Directions: VT Route 7A South to Old Depot Road on left. Follow Old Depot Rd. to Jack Cross Road on left (approx. 5 miles). House on left "Stone Meadows" ..
  • Latitude: 43.014854000001002
  • Longitude: -73.176552000000001
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05262
Taxes and HOA Information
  • SPAN Number: 573-180-10141
  • Tax Year: 2027
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 3.00
  • Driveway: Circular
Property
Lot Information
  • Lot Features: Corner, Country Setting, Field/Pasture, Mountain View, Rolling, Walking Trails, Wooded, Rural, Near Hospital, Private
  • Lot Size Acres: 72.28
  • Road Frontage Length: 1390.0
  • Total Finished Area: 3844.0
  • Above Grade Finished Area: 3844.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Other
  • Below Grade Finished Area: 0.0
  • Below Grade Finished Area Source: Other
  • Below Grade Unfinished Area: 2865.0
  • BelowGradeUnfinishedAreaSource: Public Records
  • Lot Size Square Feet: 3148517.0
  • Total Area: 6709.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Property Condition: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1830
  • School District: Southwest Vermont
  • High School: Mt. Anthony Sr. UHSD 14
  • Middle/Jr School: Mt. Anthony Union Middle Sch
  • Elementary School: Shaftsbury Elem. School
Utilities
  • Electric: Circuit Breaker(s), Generator
  • Sewer: On-Site Septic Exists
  • Water Source: Private
  • Utilities: Cable Available, Propane, Telephone Available, Underground Utilities
  • Internet: Fiber Optic Internt Avail, High Speed Intrnt Avail, DSL Available
Interior and Exterior Features
Exterior Features
  • Color: White
  • Construction Materials: Wood Frame, Clapboard Exterior
  • Roof: Slate, Standing Seam
Interior Features
  • Appliances: Dishwasher, Dryer, Microwave, Wall Oven, Refrigerator, Washer, Induction Cooktop, Wine Cooler, Exhaust Fan
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Bulkhead, Climate Controlled, Concrete Floor, Interior Stairs, Unfinished, Interior Access, Basement Stairs
  • Rooms: Level 1: Level 1: Dining Room, Level 1: Family Room, Level 1: Eat-in Kitchen, Level 1: Library, Level 1: Primary Bdm Ste, Level 1: Other
  • Rooms: Level 2: Level 2: Bedroom
  • Flooring: Hardwood, Slate/Stone, Softwood, Tile
  • Heating: Propane, Baseboard, Hot Water, Radiant
  • Cooling: Central AC, Mini Split
  • Total Stories: 2
  • Rooms Total: 9
  • Bathrooms Full: 1
  • Bathrooms Half: 1
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 2
  • Bedrooms Total: 4
  • Bathrooms Total: 4
Room Information
Room 1
  • Room Level: 1
  • Room Type: Library
Room 2
  • Room Level: 1
  • Room Type: Dining Room
Room 3
  • Room Level: 1
  • Room Type: Other
Room 4
  • Room Level: 1
  • Room Type: Eat-in Kitchen
Room 5
  • Room Level: 1
  • Room Type: Family Room
Room 6
  • Room Level: 1
  • Room Type: Primary BR Suite
Room 7
  • Room Level: 2
  • Room Type: Bedroom with Bath
Room 8
  • Room Level: 2
  • Room Type: Bedroom
Room 9
  • Room Level: 2
  • Room Type: Bedroom

Property History for 209 Jack Cross Road

DateEvent & SourcePriceAppreciation
Sep 14, 2026

Listed (Active)

New England Real Estate Network #5109798

$1,990,000—
Dec 17, 2015

Sold (Public Record)

Public Record #562045188

$585,000—
Dec 11, 2015

Sold

New England Real Estate Network #4450605

$585,000—
DateEvent & SourcePrice
09/14/2026

Listed (Active)

New England Real Estate Network #5109798

$1,990,000
12/17/2015

Sold (Public Record)

Public Record #562045188

$585,000
12/11/2015

Sold

New England Real Estate Network #4450605

$585,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 209 Jack Cross Road

Taxable ValueLand$339,100Additions$352,900Total$692,000
Tax Record2025$11,858 ($988 / month)
Home Facts
Beds4Baths4Total Finished SqFt4,081 SqFtAbove Grade Finished SqFt4,081 SqFtLot Size3,148,517 SqFtStyleSingle Family ResidenceYear Built1830Year Renovated1830CountyBENNINGTONAPN(180)030171

Schools near 209 Jack Cross Road

This home is within Mount Anthony Union High School District #14.
Rating
School
Type
Grades
Distance
Shaftsbury Elementary School
Public - PK to 6
Mt. Anthony Union Middle School
Public - 6 to 8
Mt. Anthony Senior Uhsd #14
Public - 9 to 12
Molly Stark School
Public - PK to 5
Rating
School
Distance
Shaftsbury Elementary School
PublicPK to 6

Mt. Anthony Union Middle School
Public6 to 8

Mt. Anthony Senior Uhsd #14
Public9 to 12

Molly Stark School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 05262

$995,000 | 1594 Vermont Rte 7a, Shaftsbury, VT 05262
1/37

$995,000

Unavailable
Bedrooms
4,724
Square Feet
5.15
Acres

1594 Vermont Rte 7a, Shaftsbury, VT 05262

$1,450,000 | 557 Bennett Hill Road, Shaftsbury, VT 05262
1/58
Active Under Contract

$1,450,000

6
Bedrooms
4,864
Square Feet
17.83
Acres

557 Bennett Hill Road, Shaftsbury, VT 05262

$799,000 | 636 Dexter Road, Shaftsbury, VT 05262
1/59
Active Under Contract

$799,000

4
Bedrooms
2,462
Square Feet
40
Acres

636 Dexter Road, Shaftsbury, VT 05262

$1,495,000 | 1268 Myers Road, Shaftsbury, VT 05262
1/60
Active Under Contract

$1,495,000

4
Bedrooms
4,023
Square Feet
30.54
Acres

1268 Myers Road, Shaftsbury, VT 05262

$385,000 | 1111 Old Depot Road, Shaftsbury, VT 05262
1/60

$385,000

4
Bedrooms
1,593
Square Feet
4
Acres

1111 Old Depot Road, Shaftsbury, VT 05262

$439,000 | 96 Twitchell Hill Road, Shaftsbury, VT 05262
1/43
Active Under Contract

$439,000

4
Bedrooms
1,868
Square Feet
1
Acres

96 Twitchell Hill Road, Shaftsbury, VT 05262

$515,000 | 134 Fox Hill Road, Shaftsbury, VT 05262
1/34

$515,000

3
Bedrooms
1,580
Square Feet
2.97
Acres

134 Fox Hill Road, Shaftsbury, VT 05262

$685,000 | 262 Timber Trail Road, Shaftsbury, VT 05262
1/49

$685,000

3
Bedrooms
3,153
Square Feet
11.16
Acres

262 Timber Trail Road, Shaftsbury, VT 05262

$349,000 | 57 Paran Road, Shaftsbury, VT 05262
1/35

$349,000

3
Bedrooms
1,616
Square Feet
2.5
Acres

57 Paran Road, Shaftsbury, VT 05262

Explore Nearby Homes

More information about 209 Jack Cross Road, Shaftsbury, VT 05262

209 Jack Cross Road is a single family home for sale in Shaftsbury, VT 05262. This property was listed for sale on September 14, 2026 by Four Seasons Sotheby's Int'l Realty, it's currently listed at $1,990,000. It has been on the market for a total of 7 days and was last sold on December 17, 2015. This listing's school districts are Southwest Vermont Union Elementary School District #87, Mount Anthony Union High School District #14. Nearby schools include Shaftsbury Elementary School, Mt. Anthony Union Middle School and Mt. Anthony Senior Uhsd #14. 209 Jack Cross Road is a 4-bed, 4-bath, 3,844 sqft single family home built in 1830.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Four Seasons Sotheby's Int'l Realty

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 09/21/2026 07:57 PM