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Jessica Samples
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88 Happy Haven Road, Wilmington, VT 05363

$389,900
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Active
BEDS5 BATHS2 full SQUARE FEET2,168 MLS#5097015
STATUSActive PROPERTY TYPEMulti Unit - Multiple

Listing Courtesy of: Four Seasons Sothebys Intl Realty
Agency Phone: 802-464-1200
Associate Name: Heidi Zizza
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Property Description

Sweet Country Retreat Near Mount Snow & The Hermitage Club Tucked away on a quiet private road in the heart of Wilmington, this charming country home offers the perfect blend of privacy, comfort, and four-season Vermont living. Just minutes from Mount Snow and the exclusive Hermitage Club, this spacious property is an ideal mountain getaway, full-time residence, or investment opportunity. Featuring five generous bedrooms, 2 bathrooms, Vaulted open concept living and incredible sun filled interior! This home provides plenty of space for family and friends to gather after a day on the slopes, trails, or nearby lakes. A walk-out lower level includes a separate second unit, offering flexibility for guest accommodations, multigenerational living, rental income, or a private home office. Outside, the property truly shines. Stunning perennial gardens burst with color throughout the seasons, creating a picturesque setting that complements the natural beauty of Southern Vermont. Relax on the deck, enjoy the peaceful surroundings, and take in the serenity of this special location. Whether you're seeking a ski home, vacation retreat, or year-round residence, this inviting Wilmington property offers space, versatility, and classic Vermont charm in an unbeatable location near some of the region's most sought-after mountain amenities. All STR permits in hand. See also MLS #5095088

88 Happy Haven Road | MLS# 5097015

This multi-family property located at 88 Happy Haven Road, Wilmington, VT 05363 is currently listed for sale with an asking price of $389,900. Search Wilmington real estate on jessicasamples.masiellogrouprealestate.com today.

Property Features

Property Type: Multi Unit - Multiple
Basement: Apartment(s), Finished, Walkout, Exterior Access
Basement: Yes
Cooling: None
Heating: Oil
Home Style: Chalet
Lot Size: 1.02 Acres
Roof Type: Metal
Stories: 2.5
Taxes: $5,544
Year Built: 1971

Units

Unit 1:
Bathroom(s): 1
Bedrooms: 3
Unit 2:
Bathroom(s): 1
Bedrooms: 2

Feature Descriptions

Color: Sage Green
Construction: Wood Frame
Construction Status: Existing
Days on Site: 27
Driveway: Dirt
Driveway: Dirt
Electric: On-Site
Exterior: Wood Frame
Flood Zone: No
Foundation: Block
Foundation: Block
Lot: Country Setting, Near Country Club, Near Golf Course, Near Skiing, Near School(s), Private
Roads: Unpaved
Sewer: On-Site Septic Exists
Sq. Ft. Total Finished: 2168
Total Stories: 2.5
Units: 2
Water: On-Site Well Exists
Zoning: residential

Listed By / Shown By

Listed By

Agency Name: Four Seasons Sothebys Intl Realty
Agent Name: Heidi Zizza
Agency Phone: 802-464-1200

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Shown By

Agent Name: Jessica Samples
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 1,443.47 per month $867.75 Principal & Interest $462.00 Property Tax $113.72 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 07/24/2026. The listing information on this page last changed on 07/24/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 07/24/2026 12:00:40 AM EST) or MLSPIN MLS (last updated Thu 07/23/2026 11:38:42 PM EST) or Prime MLS (last updated Thu 07/23/2026 11:33:21 PM EST) or MREIS (last updated Thu 07/23/2026 11:55:18 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 2026-07-23 23:33:21

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