$645,000

22 Hillside Dr Wilmington, VT 05363

$7,659
Closing credit¹
4 beds
3 full
2,416 sqft
3.7 acres
$267 / sqft
House

Property details

About 22 Hillside Dr

This reimagined 1970s ski chalet blends timeless architecture with cutting-edge design, offering 4 bedrooms and 3 bathrooms across nearly 4 private acres. Thoughtfully curated for both personal enjoyment and short-term rental potential, the home is turnkey-ready—just bring your suitcase. The entry level features two ensuite bedrooms, each with fully renovated ¾ baths, and a spacious lounge anchored by a dedicated remote-work office nook. Upstairs, an open-concept chef’s kitchen showcases terrazzo tile countertops, premium appliances, and elegant custom finishes. It flows seamlessly into the sun-soaked dining and living areas, with a modern gas fireplace A wall of windows frame breathtaking mountain views. Two additional upstairs bedrooms offer generous closets and share an updated bath with laundry. Throughout the home, sustainable cork flooring provides warmth and comfort underfoot. Designed for year-round enjoyment, the outdoor spaces are equally refined: a lower-level covered lounge, a second-story deck with custom railings, and a secluded backyard fire pit—ideal for stargazing or après-ski gatherings. Smart-home features include app-controlled locks and climate settings for seamless guest access. A two-car garage provides ample storage for skis, paddleboards, kayaks, and more. Whether you're seeking a high-style mountain escape or a revenue-generating rental, this designer chalet delivers effortless elevated living. Delayed showings begin 6.14.25 at open house.

Highlights

Home typeSingle Family Residence
HeatingOil
StatusActive
Size2,416 sqft
Lot size3.72 Acres
Year built1973
MLS #5045589
Garage2 spaces
FireplaceGas Fireplace

Virtual tour

Summary

  • Full Bathrooms: 3
  • Appliances: Electric Cooktop
  • Basement: No
  • Flooring Type: Ceramic Tile, Cork
  • Interior: Central Vacuum, Blinds, Cathedral Ceiling, Ceiling Fan, Dining Area, Draperies, Fireplace - Gas, Fireplaces - 2, Hearth, Living/Dining, Primary BR w/ BA, Vaulted Ceiling, Window Treatment, Programmable Thermostat, Laundry - 2nd Floor
  • Fireplace: Gas Fireplace
  • Total Bedroom Count: 4
  • Garage Space: 2 spaces
  • Exterior: Deck, Garden Space, Porch
  • Heating: Oil
  • Cooling: None
  • List Price: $645,000
  • Price/SqFt: $266
  • Annual Tax Amount: $4,454
  • Tax Year: 2023
  • Directions: From Rte 100N turn right onto Happy Haven Road, make another right onto Hillside Drive and the driveway will be on your left.
  • Year Built: 1973
  • Stories: 2
  • Living Area: 2,416 SqFt
  • Lot Size: 3.72 Acres
  • MLS Number: 5045589
  • Office Name: Coldwell Banker LIFESTYLES - Quechee
  • Office Phone: (718) 781-3566
  • Listing Agent: Lauren Niles

IDX© Copyright 2025 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.

Housing Market Reports are calculated by Rocket Homes Real Estate, LLC and based on information from the MLS.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 6/12/2025, 11:45:33 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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22 Hillside Dr, Wilmington, VT 05363 - back of property featuring a chimney, a lawn, and a wooded view

$645,000

22 Hillside Dr

$7,659

closing credit¹

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Price information

Property sales

DateEventPrice
Jun 07, 2019
Home Sold
$198,000

Tax history

YearAssessmentProperty Tax
2023$200,000$4,454
2022$200,000$4,454
2021$200,000$4,398
2020$200,000$5,611
2019$240,000$5,611
2018$240,000$5,405

History based on county public records data.

Nearby schools

6

Twin Valley Elementary School

Public District PK-5

0.4 mi

360 Route 100 North

5

Academy School

Public District PK-6

13.5 mi

860 Western Ave

2

Green Street School

Public District PK-6

15.2 mi

164 Green St

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $55,740. Most Wilmington, VT residents have annual incomes between $35k-100k. Typical family type is single, no kids. Typical level of education for residents in this area is post secondary degree.

How much money do the neighbors make?

30%
<35k
52%
35k-100k
15%
100k-200k
3%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree

What types of families live nearby?

47%
Single, No Kids
11%
Single, with Kids
29%
Married, No Kids
13%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

12%
<11 yrs old
7%
12-17 yrs old
20%
18-34 yrs old
45%
35-64 yrs old
16%
65+ yrs old

What do the neighbors do for fun?

  • HuntingHunting
  • NASCARNASCAR
  • Figure SkatingFigure Skating

Where do the neighbors shop?

  • Dick's Sporting GoodsDick's Sporting Goods
  • Bass Pro ShopsBass Pro Shops
  • Academy Sports & OutdoorsAcademy Sports & Outdoors

Where do the neighbors go to eat?

  • Texas RoadhouseTexas Roadhouse
  • Hardee'sHardee's
  • Jimmy JohnsJimmy Johns

What do the neighbors drive?

  • SubaruSubaru
  • GMCGMC
  • ChevroletChevrolet

What do the neighbors listen to?

  • New CountryNew Country
  • Classic CountryClassic Country
  • OldiesOldies
All data provided by Home Junction and Claritas

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Frequently asked questions

About 22 Hillside Dr

The listing price of 22 Hillside Dr property is $645,000.

The property 22 Hillside Dr is a house located in Wilmington, Vermont, 05363.

Active Listing: 22 Hillside Dr is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 22 Hillside Dr are: Twin Valley Elementary School (GreatSchools Rating 6/10), Academy School (GreatSchools Rating 5/10), Green Street School (GreatSchools Rating 2/10), Brattleboro Area Middle School (GreatSchools Rating 5/10), Mt. Anthony Union Middle School (GreatSchools Rating 2/10), Dummerston Schools (GreatSchools Rating 6/10), Twin Valley Middle High School (GreatSchools Rating 4/10), Leland & Gray Union Middle and High School (GreatSchools Rating 3/10), Brattleboro Union High School (GreatSchools Rating 5/10).

According to the records, the last property tax for 2023 is $4,454 (source: MLS/based on county public records data).

The last sale was on June 7, 2019 for $198,000 (source: MLS/tax record).

The property at 22 Hillside Dr has 4 bedrooms and 3 bathrooms.

The property 22 Hillside Dr is 2,416 SqFt (source: MLS/tax record).

The year of construction for 22 Hillside Dr is 1973.

This home is located at 22 Hillside Dr in Wilmington, VT and zip code 05363. This 2,416 square foot home, which was built in 1973, sits on a 3.72 acre lot. Features: 4 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since June 10, 2025 and is currently priced at $645,000.

The number of homes for sale in Wilmington, VT increased by 100% between April and May 2025. In May 2025, listings were on the market for 131 days. During the same period, the median list price in this real estate market was $639,500.

From Rocket Homes Real Estate and based on county public records data.

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