OFF MARKET

Listed by Julie Lowe • Lowe's Real Estate, LLC. Bought with Deerfield Valley Real Estate.

Off market nov 2020 for $225K

$350,167

Est. refi paymentEst. refi $1,464/mo

•

924

sq ft

595 Castle Hill Rd, Jamaica, VT 05343

About this home

15 ACRES atop Castle Hill Road, a dead end town maintained road with a quiet location in the woods. One bedroom on the main floor with large loft, open concept kitchen, dining, livingroom space with wood burning stove and cathedral ceilings. Full bath on the main floor with two porches to choose from when you want to sit and relax while taking in nature. A separate detached original cabin lends itself to many options, could be an office, kids play room, art studio, the options are endless. This beautiful well maintained real log home has a very large covered porch area that connects the old with the new. A very special place and peaceful property, yet only a short drive to Stratton, Bromley, Magic or Mount Snow.

Single-familyProperty Type

1990Year Built

15 acresLot Size

$379Est. Price/Sq.Ft.

Listed by Julie Lowe • Lowe's Real Estate, LLC

Bought with Monique White • Deerfield Valley Real Estate

Redfin checked: 2 minutes ago

•Source:PrimeMLS #4823430

Redfin Estimate

$350,167

$125K since sold in November 2020$2,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 32.5% higher than the average sale price ($264K) of 6 comparable homes.

SOLD OCT 14, 2026
$301,000
A
3 beds1.5 baths1,296 sq ft
170 River Rd, Jamaica, VT 05343
SOLD SEP 11, 2026
$275,000
B
2 beds1 bath893 sq ft
1018 S Hill Rd, Jamaica, VT 05343
SOLD JUL 23, 2026
$450,000
C
3 beds2.5 baths1,344 sq ft
994 W Jamaica Rd, Jamaica, VT 05343
SOLD JUN 22, 2026
$135,000
D
3 beds2 baths1,306 sq ft
5494 VT Route 30, Townshend, VT 05353
SOLD NOV 3, 2026
$250,000
E
3 beds1 bath1,240 sq ft
33 Forrest Ln, Newfane, VT 05345
SOLD JUN 25, 2026
$175,000
F
2 beds2 baths1,050 sq ft
116 Buck Hl, Jamaica, VT 05343

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Earn from this home

Refinance

Est. cash available

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Rent

$2,599/mo

Redfin rental estimate

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Market trends in 05343, VT

Last updated October 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

104.8%

+7.0% MoM

Median sale price

$467K

$17K MoM

Avg. days on market

37d

32 days MoM

Recently sold homes

2 MoM

New listings for sale

$228,000
2 beds1 bath698 sq ft
8581 Route 30 Unit A, Jamaica, VT 05343
$400,000
3 beds2 baths1,504 sq ft
441 Edie Ln, Jamaica, VT 05343
$535,000
4 beds2.5 baths1,943 sq ft
98 Birch Ln, Jamaica, VT 05343
See all

Provided by Redfin

Sale history for 595 Castle Hill Rd

Year

Property tax

Land + Additions

Assessment*

2025

$3,619 (−3.4%)

$58,700 + $107,600

$166,300

2024

$3,746 (+33.0%)

$58,700 + $107,600

$166,300

2023

$2,815 (−17.3%)

$58,700 + $107,600

$166,300

2022

$3,405 (−2.2%)

$58,700 + $107,600

$166,300

2021

$3,480 (+1.6%)

$58,700 + $107,600

$166,300

2020

$3,427 (+3.0%)

$58,700 + $107,600

$166,300

2019

$3,327 (−0.5%)

$58,700 + $107,600

$166,300

2018

$3,343 (−5.1%)

$58,700 + $107,600

$166,300

2017

$3,523 (+0.7%)

$116,300 + $89,700

$206,000

2016

$3,497 (+0.3%)

$116,300 + $89,700

$206,000

2015

$3,487 (−0.5%)

$116,300 + $89,700

$206,000

2014

$3,504 (+4.0%)

$116,300 + $89,700

$206,000

2013

$3,369

$116,300 + $89,700

$206,000

Tax history for 595 Castle Hill Rd

Year

Property tax

Land + Additions

Assessment*

2025

$3,619 (−3.4%)

$58,700 + $107,600

$166,300

2024

$3,746 (+33.0%)

$58,700 + $107,600

$166,300

2023

$2,815 (−17.3%)

$58,700 + $107,600

$166,300

2022

$3,405 (−2.2%)

$58,700 + $107,600

$166,300

2021

$3,480 (+1.6%)

$58,700 + $107,600

$166,300

2020

$3,427 (+3.0%)

$58,700 + $107,600

$166,300

2019

$3,327 (−0.5%)

$58,700 + $107,600

$166,300

2018

$3,343 (−5.1%)

$58,700 + $107,600

$166,300

2017

$3,523 (+0.7%)

$116,300 + $89,700

$206,000

2016

$3,497 (+0.3%)

$116,300 + $89,700

$206,000

2015

$3,487 (−0.5%)

$116,300 + $89,700

$206,000

2014

$3,504 (+4.0%)

$116,300 + $89,700

$206,000

2013

$3,369

$116,300 + $89,700

$206,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

—

Lot width

—

Lot depth

—

Lot size

15 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Windham County

APN

32410111263

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 8, 2026.

Property details

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 1

Basement Information
Basement: Yes
Basement Access: Walkout
Concrete, Gravel

Other Interior Features
# of Rooms: 6
Water Heater: Electric

Room 1 Information
Kitchen
Kitchen
Level: 1

Room 2 Information
Kitchen/Dining
Level: 1

Room 3 Information
Living Room
Level: 1

Room 4 Information
Bedroom
Level: 1

Room 5 Information
Loft
Level: 2

Room 6 Information
Bonus Room
Bonus Room
Level: 1

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 924
Approximate Sq. Ft. Total: 1524
Color: Brown/Log
Construction: Log Home
Foundation: Concrete
Roof: Metal
Exterior: Log Home

Driveway
Other

Lot, Zoning, & Easement Information
Secluded, Sloping

Survey Information
Surveyed: Yes

Other Property & Lot Information
Year Built: 1990

Financial

Tax Information
Tax Year: 2019
Gross Amount Tax: 3326.5
SPAN Number: 324-101-11263

Other Tax Information
Page Deed: 325

Financing Information
Current: Conventional

Utilities

Heating & Cooling Information
Heat: Direct Vent, Electric
Heat Fuel: Electric, Gas - Liquid Propane Bottle

Sewer Information
Private

Electric Information
Electric Company: GMP
Circuit Breaker(s)

Water Information
Private

Other Utilities Information
Phone Company: Consolidated
Telephone Available

Location

School Information
School District: Windham Central
Elementary School: Jamaica Village School
Elementary School: Jamaica Village School
Middle/Jr School: Leland Gray Union Middle/High

Road Information
Road Frontage: Yes
Road Frontage Length: 1100
Public

Other Location Information
Directions: Route 30 Jamaica to Castle Hill Road

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: —
Stories: —
Lot Size: 15 acres
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Windham County
APN: 32410111263

Home facts updated by county records on Jul 8, 2026

Other

Documents & Disclosures
Documents Available: Deed

Around this home

Schools

K - 12
Preschool & daycare

Leland & Gray Uhsd #34

Public 6-12 • Assigned • 7.1mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

1/10 Heat Factor

7 days above 89° expected this year, 16 days in 30 years

3/10 Wind Factor

6% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Jamaica, VT • 05343

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.5 hours in June and 3.6 hours in December, placing it below the U.S. average for solar exposure.

8.5 hrs

3.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$333,000 – $403,000

Sell confidently with a local market expert in Jamaica. 3 minutes to get started.

Nearby similar homes

$459,000

2 beds2 baths— sq ft

5855 Windham Hill Rd, Windham, VT 05359

33.34 acres • Scenic hills • Open meadows

$549,000

4 beds2.5 baths2,359 sq ft

116 Teacher Rd, Jamaica, VT 05343

Expansive lawns • Screened gazebo • Private trails

VIDEO TOUR

$695,000

2 beds2 baths2,481 sq ft

1871 W Hill Rd, Townshend, VT 05353

Chalet style • Usable acres • Outdoor living

$535,000

4 beds2.5 baths1,943 sq ft

98 Birch Ln, Jamaica, VT 05343

Private road • Mountain view • Nearby ski resorts

$4,150,000

5 beds5.5 baths5,700 sq ft

24 Sawmill Rd, Stratton, VT 05155

Oversized mudroom • Paved driveway • 1.6 acre lot

$1,500,000

5 beds4 baths4,173 sq ft

180 High Meadow Rd, Winhall, VT 05340

Two-story great room • Private hot-tub deck • 1 acre lot

New listings for sale in 05343

$228,000

2 beds1 bath698 sq ft

8581 Route 30 Unit A, Jamaica, VT 05343

$351 HOA • Built 1982 • Listed 3 days

$400,000

3 beds2 baths1,504 sq ft

441 Edie Ln, Jamaica, VT 05343

Wood cabinetry • Granite counters • Stainless appliances

$535,000

4 beds2.5 baths1,943 sq ft

98 Birch Ln, Jamaica, VT 05343

Private road • Mountain view • Nearby ski resorts

Home values near 595 Castle Hill Rd

Data from public records.

Address	Redfin Estimate
518 Castle Hill Road, Jamaica, VT 3 Beds \| 1 Baths \| 1110 Sq. Ft.	$306,638
270 Castle Hill Road, Jamaica, VT 3 Beds \| 2 Baths \| 1224 Sq. Ft.	$284,514
882 Pikes Falls Road, Jamaica, VT 2 Beds \| 1 Baths \| 649 Sq. Ft.	$164,854
4441 Vt Route 30, Jamaica, VT 3 Beds \| 1 Baths \| 821 Sq. Ft.	$163,708
31 Oak Lane, Jamaica, VT 2 Beds \| 1 Baths \| 850 Sq. Ft.	$218,004
73 Arlo Lane, Jamaica, VT 2 Beds \| 2 Baths \| 1183 Sq. Ft.	$357,041
81 Oak Lane, Jamaica, VT 3 Beds \| 2 Baths \| 1390 Sq. Ft.	$379,705

Address	Redfin Estimate
215 Castle Hill Road, Jamaica, VT 4 Beds \| 2 Baths \| 1644 Sq. Ft.	$449,449
172 Oak Lane, Jamaica, VT 3 Beds \| 2 Baths \| 2028 Sq. Ft.	$405,845
132 Arlo Lane, Jamaica, VT 3 Beds \| 2 Baths \| 1838 Sq. Ft.	$487,062
994 Pikes Falls Road, Jamaica, VT 1 Beds \| 1 Baths \| 900 Sq. Ft.	$255,397
355 Pikes Falls Road, Jamaica, VT 2 Beds \| 2 Baths \| 1511 Sq. Ft.	$337,672
392 Pikes Falls Road, Jamaica, VT 4 Beds \| 2.5 Baths \| 3000 Sq. Ft.	$574,912
31 Oak Lane, Jamaica, VT 2 Beds \| 1 Baths \| 900 Sq. Ft.	$235,053

Address	Redfin Estimate
Castle Hill Road, Jamaica, VT 3 Beds \| 2 Baths \| 3288 Sq. Ft.	$467,152
864 Pikes Falls Road, Jamaica, VT 2 Beds \| 1 Baths \| 720 Sq. Ft.	$347,269
81 Oak Lane, Jamaica, VT 3 Beds \| 2.5 Baths \| 1580 Sq. Ft.	$398,032
4106 Vt Route 30, Jamaica, VT 3 Beds \| 2.5 Baths \| 2338 Sq. Ft.	$404,939
172 Oak Lane, Jamaica, VT 3 Beds \| 2.5 Baths \| 1387 Sq. Ft.	$385,261
911 Pikes Falls Road, Jamaica, VT 4 Beds \| 1.5 Baths \| 1845 Sq. Ft.	$393,639

Property information provided by PrimeMLS when last listed in 2020. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05343, VT

Sale history for 595 Castle Hill Rd

Tax history for 595 Castle Hill Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 05343

Home values near 595 Castle Hill Rd

More real estate resources