Is Chimney Hill, Wilmington, VT dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Does Chimney Hill, Wilmington, VT show holiday spirit?

As of early 2026, 100% of users say there's holiday spirit

Is there wildlife in Chimney Hill, Wilmington, VT?

As of early 2026, 100% of users say there's wildlife

Is Chimney Hill, Wilmington, VT walkable to restaurants?

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As of early 2026, 100% of users say there are sidewalks

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FOR SALE

NEW - 11 HRS AGO

0.75 ACRES

Listed by Kelsey Malloy, Keller Williams Realty Metro-Keene, (603) 352-0514

21 Big Bend Loop
Wilmington, VT 05363

Chimney Hill

3 Beds
1.5 Baths
1,586 sqft (on 0.75 acres)

$354,900

Est. Mortgage $2,475/mo*

Get Pre-Qualified

$354,900

Est. Mortgage $2,475/mo*

Get Pre-Qualified

3 Beds

1.5 Baths

1,586 sqft

(on 0.75 acres)

Home Highlights

Parking

Open Parking

Climate Control

Heating only

Price/Sqft

$224

Listed

Less than a day ago

Local Information

Map ViewExplore the area around 21 Big Bend Loop.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Last check for updates: about 8 hours ago

Listing courtesy of Kelsey Malloy

Keller Williams Realty Metro-Keene, (603) 352-0514

Source: PrimeMLS, MLS#5102964

Also Listed on PrimeMLS.

About this House

Welcome to 21 Big Bend Loop in Wilmington, VT, where mountain charm, year-round adventure, and peaceful surroundings come together. Tucked among the trees, this chalet-style home offers the perfect escape, whether you're looking for a full-time residence, a weekend getaway, or an investment property in one of Southern Vermont's most desirable recreation areas. Step inside through the spacious mudroom, the perfect place to kick off your boots after a day on the slopes or hiking the trails. The warm and inviting interior features comfortable living spaces, a finished basement that provides extra room for guests, a game room, home office, or cozy movie nights, and a layout designed for making memories. Outside, the deck is freshly remodeled, creating an even better space to relax and take in the beautiful wooded views. Enjoy your morning coffee surrounded by nature, unwind after a day of adventure, or entertain friends in your own private mountain retreat. One of this property's unique advantages is the additional lot located directly across the street, offering exciting possibilities for future owners. Whether you envision building a garage, creating additional parking, or simply holding the land for future use, it's a valuable bonus that adds flexibility and long-term potential. Located just minutes from Mount Snow and a short distance to other nearby ski areas, this home puts four-season recreation right at your fingertips. Spend your winters skiing and snowboarding, then enjoy mountain biking, hiking, golf, lakes, breweries, restaurants, and charming downtown Wilmington throughout the warmer months. No matter the season, adventure is always close by. If you've been dreaming of a Vermont getaway with room to grow, beautiful surroundings, and an unbeatable location, 21 Big Bend Loop is ready to welcome you home.

Home Details for 21 Big Bend Loop

Active Status
MLS Status: Active

Interior Features
Interior Details Basement: Basement Stairs,Bulkhead,Concrete Floor,Full,Partially Finished,Walkout,Interior EntryNumber of Rooms: 7
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout Living Area: 1586 Square Feet
Appliances & Utilities Utilities: Cable Available, Phone, Propane, Phone AvailableAppliances: Refrigerator, Gas Stove, Tankless Water HeaterRefrigerator
Heating & Cooling Heating: Propane,Baseboard,ElectricNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Propane
Gas & Electric Electric: 200+ Amp Service
Levels, Entrance, & Accessibility Stories: 2Levels: Two
View No View

Exterior Features
Exterior Home Features Roof: Asphalt ShingleFoundation: Concrete
Parking & Garage No CarportNo GarageHas Open ParkingParking: Dirt,Gravel,Driveway,Unpaved
Frontage Road Frontage: Association, PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Dirt
Water & Sewer Sewer: Private Sewer, Septic Tank
Farm & Range Frontage Length: Road frontage: 80
Finished Area Finished Area (above surface): 1256 Square FeetFinished Area (below surface): 330 Square Feet

Days on Market
Days on Market: <1 day on Trulia

Property Information
Year Built Year Built: 1969
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Chalet
Building Construction Materials: Wood Frame, Wood ExteriorNot a New Construction
Property Information Usage of Home: Residential

Price & Status
Price List Price: $354,900Price Per Sqft: $224
Status Change & Dates Possession Timing: Close Of Escrow

Location
Direction & Address City: WilmingtonCommunity: Chimney Hill
School Information Elementary School District: Wilmington School DistrictJr High / Middle School District: Wilmington School DistrictHigh School District: Wilmington School District

Agent Information
Listing Agent Listing ID: 5102964

Building
Building Area Building Area: 1916 Square Feet

Lot Information
Lot Area: 0.75 acres

Miscellaneous
BasementMls Number: 5102964Above Grade Unfinished Area: 1256Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 330Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Additional Information
HOA Amenities: Basketball Court,Common Acreage,Fitness Center,Spa/Hot Tub,Recreation Room,Tennis Court(s)

Market trends in Wilmington

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

8MoM

Price History for 21 Big Bend Loop

Date	Price	Event	Source
08/02/2026	$354,900	Listed For Sale	PrimeMLS #5102964

12/30/2020	$195,000	Sold	PrimeMLS #4826791
Recording Date 12/30/2020 County Transfer Tax N/A Total Transfer Tax N/A
11/09/2020	$199,000	PriceChange	Agent Provided
Price Change $30,900 (-13%)
10/28/2020	$229,900	PriceChange	Agent Provided
Price Change $9,100 (-4%)
09/04/2020	$239,000	Listed For Sale	Agent Provided

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Property Tax and Assessment

Year	2024
Tax
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Home facts updated by county records

Comparable Sales for 21 Big Bend Loop

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
111 Binney Brook Road #M581, Wilmington, VT	0.22	Single-Family Home	$235,000	08/29/25	3	2	1,250
52 Big Bend Loop, Wilmington, VT	0.14	Single-Family Home	$470,000	09/19/25	3	2	2,432
30 Big Bend Loop, Wilmington, VT	0.07	Single-Family Home	$505,000	11/07/25	3	2.5	2,500
96 Big Bend Loop, Wilmington, VT	0.10	Single-Family Home	$546,000	03/06/26	4	2.5	2,062
8 Lilla Lane, Wilmington, VT	0.26	Single-Family Home	$490,000	12/19/25	3	2	2,136
40 Arctic Circle #M073, Wilmington, VT	0.26	Single-Family Home	$276,000	07/31/26	4	2	1,216
67 Binney Brook Road #M-606, Wilmington, VT	0.30	Single-Family Home	$489,000	05/15/26	3	3	1,700
8 Little Bend #M-175, Wilmington, VT	0.19	Single-Family Home	$362,500	06/30/26	4	2.5	1,900
43 Bear Lair Lane, Wilmington, VT	0.54	Single-Family Home	$361,589	10/30/25	3	2	1,152
11 Frog Hollow, Wilmington, VT	0.60	Single-Family Home	$305,000	11/25/25	3	1.5	1,250

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OFF MARKET
Big Bend Loop #M132 & M133,
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Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 21 Big Bend Loop.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Chimney Hill

21 Homes For You
Buy: $25k - $575k

See Local Highlights

Neighborhood stats provided by third party data sources.

What Locals Say about Chimney Hill

At least 1 Trulia users voted on each feature.

100 % Say it's dog friendly
100 % Say there's holiday spirit
100 % Say there's wildlife
100 % Say it's walkable to restaurants
100 % Say there are sidewalks
50 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Kelsey Malloy, Keller Williams Realty Metro-Keene, (603) 352-0514

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 2026-08-02 15:43:49 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.

21 Big Bend Loop, Wilmington, VT 05363 is a 3 bedroom, 2 bathroom, 1,586 sqft single-family home built in 1969. 21 Big Bend Loop is located in Chimney Hill, Wilmington. This property is currently available for sale and was listed by PrimeMLS on Aug 2, 2026. The MLS # for this home is MLS# 5102964.

21 Big Bend Loop
Wilmington, VT 05363

$354,900