You have got to see this stunning, fully renovated home, rebuilt from the studs up with meticulous attention to detail while maintaining its classic New England charm! Perfectly perched on the picturesque rolling hills of desirable Chester, this 4bdrm, 3bath beauty offers the ideal balance of comfort, elegance, and modern functionality. Set on 6 private acres overlooking open fields and peaceful pastures, this home is designed to take full advantage of its breathtaking surroundings. Step inside and you’re greeted by a spacious, sun-filled kitchen and dining area where large windows frame panoramic views of the countryside. The easy flow and layout blends seamlessly, perfect for entertaining friends, hosting family gatherings, or simply relaxing by the warmth of the Vermont seasons. The 1st floor primary bedroom, 3/4 bath, and laundry room offer an ideal layout for aging in place. Upstairs, you’ll find a primary en suite, 2 addtl bdrms, and a full bath, giving everyone their own space and privacy. A full basement provides excellent storage, hobby, or workshop space. Every aspect of this home has been thoughtfully reimagined, from the quality craftsmanship to the modern finishes, offering a true turn-key living experience in one of Vermont’s most desirable locations. Outside, enjoy six acres of serene land with plenty of room for gardens or outdoor recreation. Easy access to skiing, hiking, biking, and endless outdoor adventures, I-91, Dartmouth Hospital and more.
Closed
Listed by: BHG Masiello Keene • Jamie Smith
Bought with: KW Vermont Woodstock
$560,000
1573 Flamstead Road, Chester, VT 05143
4beds
2,689sqft
Single Family Residence
Built in 1840
6 Acres Lot
$571,700 Zestimate®
$208/sqft
$3,288 Estimated rent
Home value
$571,700
$469,000 - $703,000
$3,288/mo
Zestimate® history
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List your homeWhat's special
Serene landBreathtaking surroundingsPrimary en suiteEasy flow and layoutPrivate acresPicturesque rolling hillsRoom for gardens
Zillow last checked:
Listing updated:
Listed by:
Jamie Smith,
BHG Masiello Keene 603-352-5433
Bought with:
Allison Griep
KW Vermont Woodstock
Source: PrimeMLS,MLS#: 5060829
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 1
- 3/4 bathrooms: 2
Heating
- Oil, Baseboard, Hot Water, Wood Stove
Cooling
- None
Appliances
- Included: Dishwasher, Dryer, Electric Range, Refrigerator, Washer, Electric Water Heater, Exhaust Fan, Water Heater
- Laundry: 1st Floor Laundry
Features
- Ceiling Fan(s), Dining Area, Hearth, Kitchen Island, Kitchen/Dining, Primary BR w/ BA, Natural Light, Walk-in Pantry
- Flooring: Carpet, Hardwood, Laminate
- Windows: Drapes
- Basement: Full,Unfinished,Interior Entry
Interior area
- Total structure area: 4,242
- Total interior livable area: 2,689 sqft
- Finished area above ground: 2,689
- Finished area below ground: 0
Property
Parking
- Parking features: Gravel
Features
- Levels: One and One Half
- Stories: 1.5
- Exterior features: Shed
- Has view: Yes
- Waterfront features: Pond
- Frontage length: Road frontage: 465
Lot
- Size: 6 Acres
- Features: Country Setting, Level, Open Lot, Rolling Slope, Views, Wooded
Details
- Parcel number: 14404510055
- Zoning description: res
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary,New Englander
- Property subtype: Single Family Residence
Materials
- Wood Frame
- Foundation: Poured Concrete, Stone
- Roof: Asphalt Shingle
Condition
- New construction: No
- Year built: 1840
Utilities & green energy
- Electric: 100 Amp Service, Circuit Breakers
- Sewer: Leach Field, Private Sewer, Septic Tank
- Utilities for property: Phone, Fiber Optic Internt Avail
Community & HOA
Community
- Security: Carbon Monoxide Detector(s), Smoke Detector(s)
Location
- Region: Chester
Financial & listing details
- Price per square foot: $208/sqft
- Tax assessed value: $273,700
- Annual tax amount: $7,592
- Date on market: 9/11/2025
Price history
| Date | Event | Price |
|---|---|---|
| 11/25/2025 | Sold | $560,000-6.7%$208/sqft |
Source:  PrimeMLS #5060829 Report a problem | ||
| 9/11/2025 | Listed for sale | $599,900$223/sqft |
Source: PrimeMLS #5060829 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $273,700 |
| 2023 | -- | $273,700 |
| 2022 | -- | $273,700 -0.3% |
| 2021 | -- | $274,500 |
| 2020 | -- | $274,500 -9.4% |
| 2019 | -- | $303,100 |
| 2018 | -- | $303,100 |
| 2017 | $4,521 | $303,100 |
| 2016 | -- | $303,100 +9900% |
| 2015 | -- | $3,031 |
| 2014 | -- | $3,031 |
| 2013 | -- | $3,031 +25.9% |
| 2012 | -- | $2,408 +73.1% |
| 2011 | -- | $1,391 |
| 2010 | -- | $1,391 |
| 2009 | -- | $1,391 |
| 2008 | -- | $1,391 +63.1% |
| 2007 | -- | $853 |
| 2006 | -- | $853 |
| 2003 | $2,175 | $853 |
Find assessor info on the county website
Neighborhood: 05143
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Nearby schools
GreatSchools rating
- 6/10Chester-Andover Usd #29Grades: PK-6Distance: 2 mi
- 7/10Green Mountain Uhsd #35Grades: 7-12Distance: 2.6 mi
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- Vermont
- Windsor County
- Chester
- 05143
- 1573 Flamstead Road
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