57 Castle Hill Road

Virtual Tour

$690,000

5 beds4 baths2,642 sqft$261/sqft

57 Castle Hill Rd, Wilmington, VT 05363

Est: $4,347/moGet pre-approved

Description

Welcome to "Pipe Dream", a cherished family vacation home for nearly two decades. This residence seamlessly blends history, charm, and modern touches to create a truly unique experience. The outdoor space of 3.5 acres is nothing short of magical, featuring stone walls and steps, an inviting in-ground pool, and a tennis court. The expansive level yard offers plenty of room for outdoor fun, while the covered front porch invites you to enjoy your morning coffee, curl up for a lazy afternoon, or take...Welcome to "Pipe Dream", a cherished family vacation home for nearly two decades. This residence seamlessly blends history, charm, and modern touches to create a truly unique experience. The outdoor space of 3.5 acres is nothing short of magical, featuring stone walls and steps, an inviting in-ground pool, and a tennis court. The expansive level yard offers plenty of room for outdoor fun, while the covered front porch invites you to enjoy your morning coffee, curl up for a lazy afternoon, or take in the Fourth of July fireworks. Additionally, two decks provide ample space for lounging, dining, and more. Inside, the home offers a variety of spaces designed to foster togetherness and relaxation. Gather around the fire in the cozy family room for game nights, or retreat to the den for some quiet time with a good book. The great room is perfect for accommodating the entire gang, while the downstairs recreation space, complete with a pool table/ping pong and foosball, promises endless entertainment. With five bedrooms and several bonus rooms, everyone can enjoy their own private retreat. A Vermont room upon entry to the lower level provides storage for coats, boots, gear, and more. The original structure is complemented by an 840 square-foot permitted addition, which includes a two-car garage, deck, great room, and one of the bedrooms and bathrooms. This home is ideally situated close to town, allowing for easy access to shops, restaurants, village events, and public transportation. It's also just a stone's throw from Harriman’s Reservoir, where you can indulge in boating and swimming. Whether you envision this as your primary residence or vacation getaway, "Pipe Dream" has everything you need. Its prime location offers easy access to Mount Snow Resort and the Hermitage Club for skiing and snowboarding, as well as Mount Snow and Haystack public golf courses. Consider making this extraordinary house your next dream home.

LISTING UPDATED: 07/29/2026 07:22 PM

Listed by Donna Brown • Skihome Realty

Property Details for 57 Castle Hill Road

Status

Active

MLS #

5101430

Days on Market

Taxes

$10,078 / year

HOA Fees

Condo/Co-op Fees

Property Type

Single Family

MLS Type

Residential / Single Family

Year Built

1965

Lot Size

3.50 AC / 152,460 SF

County

Windham County

Zoning

Village Residential

Location

Listing Courtesy of Skihome Realty

Add your commute

Virtual Tour

Building Information for 57 Castle Hill Road

Stories2Year Built1965Building Size-Lot Size3.50 AC / 152,460 SF

Payment Calculator

Get preapproved with Rocket Mortgage¹

$4,347 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,507

Property Taxes

$840

HOA Dues

The Payment Calculator is for illustrative purposes only.

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

Property Information for 57 Castle Hill Road

Summary

Location and General Information

City: Wilmington
County: VT-Windham

Directions: South on Main Street in Wilmington from the intersection of Route 9 and 100. Go 0.4 miles from the light. Turn right off Castle Hill Rd onto the long driveway for #57. Number sign says 'Pipe Dream'.
Latitude: 42.866681370936377
Longitude: -72.878367015869131
Road Frontage: Yes
Seasonal: No
State: VT
Street Designation: Road
Zip Code: 05363

Taxes and HOA Information

SPAN Number: 762-242-11980
Tax Year: 2026

Taxes TBD: No

Parking

Garage: Yes
Garage Capacity: 2.00

Driveway: Gravel

Virtual Tour

Property Panorama Virtual Tour: https://tour.primemls.com/57-Castle-Hill-Road-Wilmington-VT-05363/unbranded

Property

Lot Information

Lot Features: Country Setting, Landscaped, Secluded, Wooded, In Town, Near Golf Course, Near Shopping, Near Skiing, Neighborhood, Near Public Transport
Lot Size Acres: 3.5

Road Frontage Length: 282.0
Total Finished Area: 2642.0
Above Grade Finished Area: 2642.0
Above Grade Finished Area Source: Estimated
Above Grade Unfinished Area: 0.0
AboveGradeUnfinishedAreaSource: Estimated
Below Grade Finished Area: 0.0
Below Grade Finished Area Source: Estimated
Below Grade Unfinished Area: 1464.0
BelowGradeUnfinishedAreaSource: Estimated
Lot Size Square Feet: 152460.0
Total Area: 4106.0

Property and Assessments

Property Class: Residential
Property Type: Single Family

Construction Status: Existing
Flood Zone: No
PreConstruction: No
Surveyed: Unknown
Year Built: 1965

Utilities

Electric Company: GMP
Cable Company: Duncan

Fuel Company: Nidos
Electric: Circuit Breaker(s)
Sewer: Public, Public Sewer On-Site
Water Source: Public, Public Water On-Site
Utilities: Cable, Cable at Site
Internet: Cable Internet, Fiber Optic Internt Avail, High Speed Intrnt Avail

Interior and Exterior Features

Exterior Features

Construction Materials: Wood Frame, Clapboard Exterior
Roof: Asphalt Shingle

Interior Features

Appliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer, Electric Stove, Water Heater off Boiler
Basement: Yes

Basement Access Type: Interior
Basement Description: Full, Interior Stairs, Interior Access, Exterior Access, Partially Finished
Rooms: Level 1: Level 1: Bedroom, Level 1: Den, Level 1: Dining Room, Level 1: Family Room, Level 1: Great Room, Level 1: Kitchen
Rooms: Level 2: Level 2: Bedroom, Level 2: Primary Bdm Ste
Flooring: Carpet, Ceramic Tile, Wood, Vinyl Plank
Heating: Oil, Baseboard, Boiler
Cooling: None
Total Stories: 2
Rooms Total: 10
Bathrooms Full: 1
Bathrooms Half: 0
Bathrooms One Quarter: 0
Bathrooms Three Quarter: 3
Bedrooms Total: 5
Bathrooms Total: 4

Room Information

Room 1

Room Level: 1
Room Type: Great Room

Room 2

Room Level: 1
Room Type: Dining Room

Room 3

Room Level: 1
Room Type: Kitchen

Room 4

Room Level: 1
Room Type: Den

Room 5

Room Level: 1
Room Type: Family Room

Room 6

Room Level: 1
Room Type: Bedroom

Room 7

Room Level: 2
Room Type: Primary BR Suite

Room 8

Room Level: 2
Room Type: Bedroom

Room 9

Room Level: 2
Room Type: Bedroom

Room 10

Room Level: 2
Room Type: Bedroom

Property History for 57 Castle Hill Road

Date	Event & Source	Price	Appreciation
Jul 23, 2026	Listed (Active) New England Real Estate Network #5101430	$690,000	—
Oct 27, 2000	Sold New England Real Estate Network #3003450	$257,000	—
Oct 27, 2000	Pending New England Real Estate Network #3003450		—
Jul 16, 2000	Listed (Active) New England Real Estate Network #3003450	$269,000	—

Date	Event & Source	Price
07/23/2026	Listed (Active) New England Real Estate Network #5101430	$690,000
10/27/2000	Sold New England Real Estate Network #3003450	$257,000
10/27/2000	Pending New England Real Estate Network #3003450	—
07/16/2000	Listed (Active) New England Real Estate Network #3003450	$269,000

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

Public Records for 57 Castle Hill Road

Taxable ValueLand$68,250Additions$444,720Total$512,970

Tax Record2024$9,434 ($786 / month)

Home Facts

Beds5Baths2.5Total Finished SqFt2,642 SqFtAbove Grade Finished SqFt2,642 SqFtStories2Lot Size152,460 SqFtStyleSingle Family ResidenceYear Built1965Year Renovated1965CountyWINDHAMAPN(242) 02021058.000

Schools near 57 Castle Hill Road

This home is within Twin Valley Unified School District.


Rating	School	Type	Grades	Distance
5/10	Deerfield Valley Elementary School	Public - Serves this home	PK to 5	1.8 mi
5/10	Twin Valley Middle High School	Public - Serves this home	6 to 12	5.8 mi


Rating	School	Distance
5/10	Deerfield Valley Elementary School PublicPK to 5 Serves this home	1.8 mi
5/10	Twin Valley Middle High School Public6 to 12 Serves this home	5.8 mi

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 05363

1/41

$2,799,000

6
Bedrooms: 3
Bathrooms: 3,309
Square Feet: 260
Acres

36 Woffenden Road, Wilmington, VT 05363

1/28

$159,000

2
Bedrooms: 1
Bathrooms: 760
Square Feet: 0.8
Acres

1675 Highway 9, Searsburg, VT 05363

1/29

$450,000

7
Bedrooms: 5
Bathrooms: 3,518
Square Feet: 3.08
Acres

343 Haystack Road, Wilmington, VT 05363

1/21

$450,000

4
Bedrooms: 4
Bathrooms: 1,800
Square Feet

16 10th Lane, Unit 40, Wilmington, VT 05363

$379,000 | 247 Vermont Rte 100, Wilmington, VT 05363

1/42

Active Under Contract

$379,000

6
Bedrooms: 2
Bathrooms: 1,920
Square Feet: 0.72
Acres

247 Vermont Rte 100, Wilmington, VT 05363

1/45

$437,000

4
Bedrooms: 4
Bathrooms: 2,015
Square Feet

29 1st Lane, Unit 17, Wilmington, VT 05363

1/48

$435,000

4
Bedrooms: 2
Bathrooms: 1,344
Square Feet: 0.44
Acres

27 Country Court, Wilmington, VT 05363

$154,900

4
Bedrooms: 1
Bathrooms: 2,710
Square Feet: 1
Acres

29 Stable Road, Wilmington, VT 05363

1/41

$449,990

3
Bedrooms: 2
Bathrooms: 1,850
Square Feet: 1.18
Acres

555 Highway 9, Wilmington, VT 05363

Explore Nearby Homes

More information about 57 Castle Hill Road, Wilmington, VT 05363

57 Castle Hill Road is a single family home for sale in Wilmington, VT 05363. This property was listed for sale on July 23, 2026 by Skihome Realty, it's currently listed at $690,000. It has been on the market for a total of 10 days and was last sold on October 27, 2000. This listing's school district is Twin Valley Unified School District. Nearby schools include Deerfield Valley Elementary School and Twin Valley Middle High School. 57 Castle Hill Road is a 5-bed, 4-bath, 2,642 sqft single family home built in 1965.

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 Skihome 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 08/05/2026 04:47 AM

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

Explore Nearby Homes

Homes in Nearby Wilmington Neighborhoods

Homes in Nearby Wilmington Cities

Homes in Nearby Wilmington Zip Codes

More information about 57 Castle Hill Road, Wilmington, VT 05363