SOLD OCT 24, 2025

Listed by Betty McEnaney • Diamond Realty. Bought with Cummings & Co.

Off market oct 2025 for $505K

$596,966

Est. refi paymentEst. refi $3,419/mo

•

2,200

sq ft

56 Main St, Ludlow, VT 05149

About this home

Great opportunity for all. The hard work of setting up an Airbnb has been done! Welcome to Bears Den!! This is a terrific location for those looking for convenience whether it be for a second home or investment property. Great location opposite Okemo Mountain School, Okemo shuttle stop. Walking or riding distance to shops, restaurants and the new Ludlow Area Sporting Trails located behind the high school. This home has been used as an Airbnb guest house and has 5 star reviews and is a Guest Favorite. You can continue this with ease as the property is being sold furnished and equipped! Just imagine, having a spot for yourself, but being able to rent it periodically. The property owner has met all the required fire safety and electrical requirements for a guest house up to 8 people. The home has much to offer. .. a practical mudroom, fully equipped kitchen, dining room, living area with woodstove, first floor bedroom and bath. The second floor has a giant bunkroom with foosball table, additional bedrooms, TV room and the best game room around!! The back yard has a large lawn area with plenty of room for gardens or games. There's a firepit already for you. It isn't often that you come across a home that is so well set up and ready to go. Don't miss out! Showings begin March 25th.

Single-familyProperty Type

1900Year Built

0.39 acresLot Size

$271Est. Price/Sq.Ft.

1 car garageParking

Listed by Betty McEnaney • Diamond Realty

Bought with Lisa Kelley • Cummings & Co

Redfin checked: 2 minutes ago

•Source:PrimeMLS #5032369

Redfin Estimate

$596,966

$92K since sold in October 2025$2,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 2.4% higher than the average sale price ($583K) of 6 comparable homes.

SOLD AUG 24, 2026
$415,000
A
4 beds2.5 baths2,125 sq ft
143 Okemo Acres, Ludlow, VT 05149
SOLD DEC 5, 2025
$560,000
B
4 beds3 baths2,254 sq ft
18 High St, Ludlow, VT 05149
SOLD MAY 29, 2026
$499,000
C
4 beds2 baths1,700 sq ft
4 Twine Hill Rd, Ludlow, VT 05149
SOLD JUL 2, 2026
$510,000
D
4 beds3 baths2,408 sq ft
20 Gill Ter, Ludlow, VT 05149
SOLD FEB 27, 2026
$780,000
E
4 beds2 baths2,516 sq ft
14 Gill Ter, Ludlow, VT 05149
SOLD AUG 26, 2026
$732,500
F
4 beds2.5 baths2,300 sq ft
25 Prospect St, Ludlow, VT 05149

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,241/mo

Redfin rental estimate

List your home for rent

Market trends in 05149, VT

Last updated September 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

96.0%

0.2% MoM

Median sale price

$445K

$183K MoM

Avg. days on market

113d

43 days MoM

Recently sold homes

1 MoM

New listings for sale

$549,000
3 beds2.5 baths1,258 sq ft
91 Lake Pauline Rd, Ludlow, VT 05149
NEW 15 HRS AGO
$1,700,000
4 beds3.5 baths2,822 sq ft
34 Ridgeview Rd Unit W1, Ludlow, VT 05149
$62,000
Studio1 bath390 sq ft
219 Qtr. I V Jackson Gore Inn, Ludlow, VT 05149
$200,000
3 beds3 baths2,001 sq ft
193 Jackson Gore Rd Unit 618-620, Ludlow, VT 05149
$67,000
1 bed2 baths775 sq ft
434 Qtr. I I I Jackson Gore Inn, Ludlow, VT 05149
$69,000
1 bed2 baths775 sq ft
453 Qtr. I I I Jackson Gore Inn, Ludlow, VT 05149
VIDEO TOUR
$63,000
Studio1 bath496 sq ft
421 QIV Jackson Gore Inn Unit 421 Q4, Ludlow, VT 05149
$535,000
3 beds3 baths1,521 sq ft
38 Rimrock Rd Unit 3B, Ludlow, VT 05149
$95,000
2 beds2 baths1,120 sq ft
246/248 Qtr. I Jackson Gore Inn, Ludlow, VT 05149
$197,500
3 beds3 baths2,001 sq ft
625/627 Qtr. I I I Adams House, Ludlow, VT 05149
See all

Provided by Redfin

Sale history for 56 Main St

Date

Event

Price

PrimeMLS #5032369

Oct 24, 2025

Sold

$505,000

$230/sq ft

Sep 24, 2025

Contingent

—

May 27, 2025

Price Changed

$529,500

$241/sq ft

Mar 16, 2025

Listed

$535,000

$243/sq ft

PrimeMLS #4882770

Nov 1, 2021

Sold

$340,000

$155/sq ft

Oct 20, 2021

Pending

—

Sep 25, 2021

Contingent

—

Sep 15, 2021

Listed

$329,900

$150/sq ft

+35

Once in a quarter century opportunity to own a ski house within eyeshot of the mountain! This circa 1900’s 4 bedroom 2.5 bath village farmhouse has character and charm while retaining its simplicity. First floor features include: attractive Mudroom, country kitchen, dining room, living room with woodstove, French doors and first floor bedroom with access to a full bath. The second floor features 3 bedrooms, 1.5 baths, a cozy tv room and a wonderful Vermont Great Room with gas fireplace. There is a walkout basement with room for storage and workshop. Add to that a lovely, open yard. Across the street, the Farmer's Market is a popular venue on Friday's all summer long. A quick stroll gets you to downtown Ludlow. Come and see this much loved family ski home and recurrent seasonal rental for Winter, Summer and Fall visitors. Also listed as mls # 4882773

Year

Property tax

Land + Additions

Assessment*

2025

$4,194 (+3.2%)

$69,900 + $157,300

$227,200

2024

$4,066 (+12.4%)

$69,900 + $157,300

$227,200

2023

$3,618 (−12.9%)

$69,900 + $157,300

$227,200

2022

$4,155 (−2.4%)

$69,900 + $157,300

$227,200

2021

$4,256 (+15.4%)

$69,900 + $157,300

$227,200

2020

$3,688 (+2.1%)

$58,800 + $125,200

$184,000

2019

$3,613 (−0.6%)

$58,800 + $125,200

$184,000

2018

$3,633 (+8.9%)

$58,800 + $127,800

$186,600

2016

$3,334 (−2.1%)

$58,800 + $127,800

$186,600

2015

$3,405 (−9.8%)

$58,800 + $127,800

$186,600

2014

$3,776

$58,800 + $127,800

$186,600

2013

$58,800 + $127,800

$186,600

Tax history for 56 Main St

Year

Property tax

Land + Additions

Assessment*

2025

$4,194 (+3.2%)

$69,900 + $157,300

$227,200

2024

$4,066 (+12.4%)

$69,900 + $157,300

$227,200

2023

$3,618 (−12.9%)

$69,900 + $157,300

$227,200

2022

$4,155 (−2.4%)

$69,900 + $157,300

$227,200

2021

$4,256 (+15.4%)

$69,900 + $157,300

$227,200

2020

$3,688 (+2.1%)

$58,800 + $125,200

$184,000

2019

$3,613 (−0.6%)

$58,800 + $125,200

$184,000

2018

$3,633 (+8.9%)

$58,800 + $127,800

$186,600

2016

$3,334 (−2.1%)

$58,800 + $127,800

$186,600

2015

$3,405 (−9.8%)

$58,800 + $127,800

$186,600

2014

$3,776

$58,800 + $127,800

$186,600

2013

$58,800 + $127,800

$186,600

*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

0.39 Acres

Year renovated

—

Sq. Ft.

1,976

Year built

1900

Style

Single Family Residential

County

Windsor County

APN

36311210399

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 2, 2026.

Property details

Parking

Parking & Garage
Garage Capacity: 1

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 1
# of Baths (3/4): 1
# of Baths (1/2): 1

Basement Information
Basement: Yes
Basement Access: Interior
Concrete Floor, Full, Stairs - Interior, Unfinished, Interior Access

Other Interior Features
# of Rooms: 10
Flooring: Carpet, Hardwood, Laminate, Vinyl, Wood

Equipment & Appliance Information
Dishwasher, Dryer, Microwave, Range - Electric, Refrigerator, Washer

Room 1 Information
Mudroom
Mudroom
Dimensions: 9'10x14'4
Level: 1

Room 2 Information
Kitchen
Dimensions: 10'7x14'4
Level: 1

Room 3 Information
Dining Room
Dimensions: 11'10x13'10
Level: 1

Room 4 Information
Living Room
Dimensions: 12'10x12'10
Level: 1

Room 5 Information
Bedroom
Dimensions: 8'11x10'10
Level: 1

Room 6 Information
Full Bath
Full Bath
Level: 1

Room 7 Information
Bedroom
Dimensions: 13'2x17
Level: 2

Room 8 Information
Bedroom
Dimensions: 10'4x11'4
Level: 2

Room 9 Information
Bedroom
Dimensions: 11'10x13
Level: 2

Room 10 Information
Den
Dimensions: 9'4x11
Level: 2

Room 11 Information
Great Room
Dimensions: 19'2x21
Level: 2

Room 12 Information
3/4 Bath
Level: 2

Room 13 Information
1/2 Bath
Level: 2

Exterior

Building Information
Architectural Style: Farmhouse, Federal
Construction Status: Existing
Construction Materials: Clapboard Exterior, Vinyl Siding
Approximate Sq. Ft. Total Finished: 2200
Approximate Sq. Ft. Total: 3605
Color: Beige
Roof: Standing Seam

Driveway
Gravel

Lot, Zoning, & Easement Information
Lot Features: Sidewalks, Sloping, In Town, Near Paths, Near Shopping, Near Skiing, Near Public Transportatn

Other Property & Lot Information
Year Built: 1900

Financial

Tax Information
Tax Year: 2026
Tax Year Notes: 24-25
Gross Amount Tax: 4939.08
SPAN Number: 363-112-10399

Other Tax Information
Page Deed: 370

Utilities

Heating & Cooling Information
Cooling: Other
Heat: Oil, Electric, Forced Air, Stove - Wood, Wall Units

Sewer Information
Public

Electric Information
Electric Company: Ludlow Electric
200 Amp, Circuit Breaker(s)

Water Information
Water Source: Public

Other Utilities Information
Internet: Internet - Cable
Cable Company: Comcast
Fuel Company: Cota and Cota
Phone Company: Comcast or TDS
Cable, Gas - LP/Bottle, Telephone Available

Location

School Information
School District: Two Rivers Supervisory Union
Elementary School: Ludlow Elementary School
Elementary School: Ludlow Elementary School
Middle/Jr School: Choice
School - High: Choice

Road Information
Road Frontage Type: Paved, Public
Road Frontage: Yes
Road Frontage Length: 985

Other Location Information
Directions: 56 Main Street is directly opposite Okemo Mountain School.

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 1,976
Stories: 2.0
Lot Size: 0.39 acres
Style: Single Family Residential
Year Built: 1900
Year Renovated: —
County: Windsor County
APN: 36311210399

Home facts updated by county records on Sep 2, 2026

Other

Documents & Disclosures
Documents Available: Aerials, Deed, Property Disclosure, Tax Map

Listing Information
Sale Includes: Land/Building, Furnishings

Around this home

Schools

Ludlow Elementary School

Public PreK-6 • Assigned • 0.1mi

7/10

Green Mountain Uhsd #35

Public 7-12 • Assigned • 11.3mi

7/10

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

2/10 Heat Factor

7 days above 87° expected this year, 18 days in 30 years

3/10 Wind Factor

5% chance of strong winds in next 30 years

1/10 Air Factor

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

Provided by First Street

Historical weather

Ludlow, VT • 05149

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 8.3 hours in June and 3.4 hours in December, placing it below the U.S. average for solar exposure.

8.3 hrs

3.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$568,000 – $687,000

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

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Land— sq ft

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New listings for sale in 05149

$549,000

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91 Lake Pauline Rd, Ludlow, VT 05149

NEW 15 HRS AGO3D WALKTHROUGH

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34 Ridgeview Rd Unit W1, Ludlow, VT 05149

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Studio1 bath390 sq ft

219 Qtr. I V Jackson Gore Inn, Ludlow, VT 05149

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3 beds3 baths2,001 sq ft

193 Jackson Gore Rd Unit 618-620, Ludlow, VT 05149

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434 Qtr. I I I Jackson Gore Inn, Ludlow, VT 05149

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Home values near 56 Main St

Data from public records.

Address	Redfin Estimate
58 Main St, Ludlow, VT 3 Beds \| 3.5 Baths \| 1837 Sq. Ft.	$521,125
67 Main St, Ludlow, VT 6 Beds \| 3.5 Baths \| 5200 Sq. Ft.	$1,073,828

Address	Redfin Estimate
64 Main St, Ludlow, VT 3 Beds \| 2 Baths \| 2194 Sq. Ft.	$440,234
66 Main St, Ludlow, VT 7 Beds \| 3.5 Baths \| 4222 Sq. Ft.	—

Address	Redfin Estimate
60 Main St, Ludlow, VT 6 Beds \| 3.5 Baths \| 3752 Sq. Ft.	$532,333
52 Main St, Ludlow, VT 4 Beds \| 2.5 Baths \| 2016 Sq. Ft.	$442,064

Property information provided by PrimeMLS when last listed in 2025. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05149, VT

Sale history for 56 Main St

Tax history for 56 Main St

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 05149

Home values near 56 Main St

More real estate resources