660 Dalewood Road

Closed 11/13/24
Closed 11/13/24
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Sold
Last Sold Price
$640,000
4 beds3,280 sqft
660 Dalewood Rd, Jamaica, VT 05343
Single FamilyProperty Type
1.6 acresLot Size
1996Year Built
$195/sq ftPrice per sq ft
1 carParking Spaces

Description

Incredible opportunity to have your very own turnkey Stratton Mountain escape! Located on a quiet road, 3.5 miles from the Village, this lovely home has generated a treasure trove of memories for the owner's family for the last several years. Enter from the comfort of the attached garage into a generous mudroom, and head up to the main level where you'll find a well appointed chef's kitchen and large adjacent dining area. Kick back and relax in the ambiance of your spacious living room with soaring...Incredible opportunity to have your very own turnkey Stratton Mountain escape! Located on a quiet road, 3.5 miles from the Village, this lovely home has generated a treasure trove of memories for the owner's family for the last several years. Enter from the comfort of the attached garage into a generous mudroom, and head up to the main level where you'll find a well appointed chef's kitchen and large adjacent dining area. Kick back and relax in the ambiance of your spacious living room with soaring cathedral ceilings, huge windows and efficient fireplace insert. Ensuite primary on the main level, a second ensuite primary and two more bedrooms on the finished lower level provide plenty of room to spread out. Bonus room located above the garage. Large wraparound deck for dining al fresco, or enjoy the Stratton mountaintop view with a favorite beverage in the warm embrace of your hot tub. There is also a whole house generator to ensure your continued comfort during the rare power outages. Detached second garage. Offered fully furnished.

    Sold By Cummings & Co

    • Listed by: Christopher Cummings • Cummings & Co
    Listing closed: 11/13/2024 12:00 AM • Source: New England Real Estate Network, MLS#: 4997275

    Recent comparable sales

    Median sold price

    $615,000

    Avg days on market

    33

    Sale-to-list ratio

    95.9%

    Jamaica, VT

    9 comparable properties found

    $775,000 | 1247 Cole Pond Road, Jamaica, VT 05343
    1/43
    1

    $775,000

    Sold 12/17/25

    4
    Bedrooms
    3,551
    Square Feet
    0.5
    Acres

    1247 Cole Pond Road, Jamaica, VT 05343

    $560,000 | 9 Beaver Pond Lane, Jamaica, VT 05343
    1/37
    2

    $560,000

    Sold 08/07/26

    4
    Bedrooms
    1,211
    Square Feet
    2.32
    Acres

    9 Beaver Pond Lane, Jamaica, VT 05343

    $510,000 | 3996 Highway 30, Jamaica, VT 05343
    1/35
    3

    $510,000

    Sold 06/18/26

    4
    Bedrooms
    3,081
    Square Feet
    0.4
    Acres

    3996 Highway 30, Jamaica, VT 05343

    $615,000 | 177 Alwin Lane, Jamaica, VT 05343
    1/37
    4

    $615,000

    Sold 08/28/26

    3
    Bedrooms
    2,678
    Square Feet
    2.1
    Acres

    177 Alwin Lane, Jamaica, VT 05343

    $530,000 | 4138 West Hill Road South, Jamaica, VT 05343
    1/36
    5

    $530,000

    Sold 04/10/26

    3
    Bedrooms
    2,704
    Square Feet
    2.37
    Acres

    4138 West Hill Road South, Jamaica, VT 05343

    $887,000 | 460 Stratton Gate Road, Jamaica, VT 05343
    1/44
    6

    $887,000

    Sold 10/17/25

    4
    Bedrooms
    3,155
    Square Feet
    2
    Acres

    460 Stratton Gate Road, Jamaica, VT 05343

    $645,000 | 418 Diers Road, Jamaica, VT 05343
    1/49
    7

    $645,000

    Sold 03/13/25

    3
    Bedrooms
    2,621
    Square Feet
    11.19
    Acres

    418 Diers Road, Jamaica, VT 05343

    $785,000 | 202 Pratt Bridge Road, Jamaica, VT 05343
    1/42
    8

    $785,000

    Sold 11/21/25

    3
    Bedrooms
    2,800
    Square Feet
    1.8
    Acres

    202 Pratt Bridge Road, Jamaica, VT 05343

    $550,000 | 155 Pratt Bridge Road, Jamaica, VT 05343
    1/56
    9

    $550,000

    Sold 08/06/26

    4
    Bedrooms
    2,000
    Square Feet
    2.5
    Acres

    155 Pratt Bridge Road, Jamaica, VT 05343

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    $4,061 per month

    30 year fixed, 6.71% Interest

    Principal and Interest

    $3,307

    Property Taxes

    $754

    HOA Dues

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    Property Information for 660 Dalewood Road

    Property Details
    • Taxes: $9,044 / year
    • MLS Type: Residential / Single Family
    • County: Windham County
    • Zoning: None
    Building Information
    • Stories: 2
    • Year Built: 1996
    • Lot Size: 1.60 AC / 69,696 SF
    Summary
    Location and General Information
    • City: Jamaica
    • County: VT-Windham
    • Directions: From Stratton access road turn L onto Upper Taylor Hill, continue on Pikes Falls Rd. for 2.2 mi. and turn L on Dalewood Rd.; follow .7 mi. to property on the R. From Rte. 30 in center of Jamaica turn L on Pikes Falls Rd. Go 4.6 mi. and turn R on Dalewood Rd. Follow .7 mi. to property on R.
    • Latitude: 43.109108334750218
    • Longitude: -72.852159084655781
    • Road Frontage: Yes
    • Seasonal: Yes
    • State: VT
    • Street Designation: Road
    • Zip Code: 05343
    Taxes and HOA Information
    • SPAN Number: 324-101-10391
    • Tax Year: 2023
    • Taxes TBD: No
    Parking
    • Garage: Yes
    • Garage Capacity: 1.00
    • Driveway: Gravel
    Property
    Lot Information
    • Lot - Sqft: 69696.0
    • Lot Features: Landscaped, Open, Rolling
    • Lot Size Acres: 1.6
    • Road Frontage Length: 236.0
    • Square Feet Apx Finished Above Grade: 1880.0
    • Square Feet Apx Finished AG Source: Public Records
    • Square Feet Apx Finished Below Grade: 1400.0
    • Square Feet Apx Finished BG Source: Public Records
    • Square Feet Apx Total: 3280.0
    • Square Feet Apx Total Finished: 3280.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished AG Source: Public Records
    • Square Feet Apx Unfinished Below Grade: 0.0
    • Square Feet Apx Unfinished BG Source: Public Records
    Property and Assessments
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Concrete
    • PreConstruction: No
    • Surveyed: Yes
    • Year Built: 1996
    Utilities
    • Electric: 200 Amp, Circuit Breaker(s), Generator
    • Sewer: 1000 Gallon, Leach Field - Conventionl
    • Water Source: Drilled Well
    • Utilities: Cable
    • Internet: DSL, High Speed Intrnt -Avail
    Interior and Exterior Features
    Exterior Features
    • Construction Materials: Wood Frame, Clapboard Exterior
    • Roads: Dirt, Gravel, Public
    • Roof: Shingle - Architectural
    Interior Features
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Finished, Insulated, Interior Access
    • Baths - Total: 4
    • Baths - Full: 3
    • Half Baths: 1
    • One Quarter Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 8
    • Bedrooms - Total: 4
    • Heat Fuel: Gas - LP/Bottle
    • Heating: Baseboard, Hot Water
    • Cooling: None
    • Total Stories: 2

    Property History for 660 Dalewood Road

    DateEvent & SourcePriceAppreciation
    Nov 13, 2024

    Sold (Public Record)

    Public Record #1545221162

    		$640,000—
    Nov 13, 2024

    Sold

    New England Real Estate Network #4997275

    		$640,000—
    Oct 17, 2024

    Active Under Contract

    New England Real Estate Network #4997275

    		—
    DateEvent & SourcePrice
    11/13/2024

    Sold (Public Record)

    Public Record #1545221162

    $640,000
    11/13/2024

    Sold

    New England Real Estate Network #4997275

    $640,000
    10/17/2024

    Active Under Contract

    New England Real Estate Network #4997275

    —

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

    Public Records for 660 Dalewood Road

    Taxable ValueLand$75,400Additions$413,800Total$489,200
    Tax Record2025$10,645 ($887 / month)
    Home Facts
    Beds3Baths2.5Total Finished SqFt1,832 SqFtAbove Grade Finished SqFt1,832 SqFtStories1Lot Size69,696 SqFtStyleSingle Family ResidenceYear Built1996Year Renovated1996CountyWINDHAMAPN(101) 00C-172

    Schools near 660 Dalewood Road

    This home is within West River Valley Modified Union Education District #72a.
    Rating
    School
    Type
    Grades
    Distance
    Leland & Gray Uhsd #34
    		Public - 6 to 12
    Stratton Mountain School
    		Private - 7 to 12
    Rating
    School
    Distance
    Leland & Gray Uhsd #34
    Public6 to 12

    Stratton Mountain School
    Private7 to 12

    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.

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    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 660 Dalewood Road, Jamaica, VT 05343
    $640,000
    4
    3,280
    69,696
    429 Wonder Lane, Jamaica, VT 05343
    –
    4
    3
    2,480
    71,438
    464 Wonder Lane, Jamaica, VT 05343
    $230,000
    4
    2
    1,832
    150,718
    614 Dalewood Road, Jamaica, VT 05343
    $260,000
    3
    2
    2,096
    67,082
    629 Dalewood Road, Jamaica, VT 05343
    $300,000
    3
    2
    1,922
    69,696
    0 Dalewood Road, Unit LOT/PARCEL #26, Jamaica, VT 05343
    $125,000
    –
    –
    –
    65,775

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    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 Cummings & Co

    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 12:25 AM