Off Market Feb 2014 for $325K

$675,381

Est. refi paymentEst. refi $2,066/mo

•

3,432

sq ft

377 Bailey Rd, Montgomery, NY 12549

About this home

Unique,beautiful 11 rm,2 story, duplex set back on 1.8 pvt. level acs w. barn/2car gar & loft in back of property.Right unit has country style charm,& decor.6 rms, 3 bds, 2.1 ba, features an eat in kitchen w.ss appliances, island, oak flrs in liv & din rms & computer nook (photos 2-9).Left unit has contemporary style & flair, 5 rms, 2 bds, 1.1 ba. It features liv rm w. bay windows,pergo flrs in liv & din rm, designer kitchen,central air in this unit only,huge mstr bdrm w. cathedral clgs & 2 sky lights.Wonderful mstr ba w. dual vanities & cer tile flrs (photos 11-17).Many recent improvements,12 yr old roof.Circular bktp drive & much more.See for yourself.Live & earn investment or extended fam. Additional Information: AnnGarbageExpense:0,AnnOtherExpenses:0,AnnSuper_MaintExp:0,AnnUtilityExpense:0,AnnWaterExpense:0,AdjustedGOI:0,

Multi-familyProperty Type

1989Year Built

1.8 acresLot Size

$197Est. Price/Sq.Ft.

2 car garageParking

Listing by Marion Bruhns • Howard Hanna Rand Realty

Bought with Kaye Maynard • Keller Williams Realty

Redfin checked: a few seconds ago

•Source:OneKey® MLS as Distributed by MLS Grid #H555265

Redfin Estimate

$675,381

$349K since sold in February 2014$39K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 22.4% higher than the average sale price ($552K) of 6 comparable homes.

SOLD AUG 17, 2026
$647,500
A
4 beds2.5 baths2,956 sq ft
1 Boxwood Ln, Montgomery, NY 12549
Listing by Howard Hanna Rand Realty
SOLD AUG 28, 2026
$650,000
B
4 beds2.5 baths2,168 sq ft
30 Wavey Willow Ln, Montgomery, NY 12549
Listing by Biagini Realty
SOLD AUG 11, 2026
$555,500
C
5 beds3 baths3,200 sq ft
53 W Corbett Rd, Montgomery, NY 12549
Listing by eXp Realty
SOLD AUG 14, 2026
$502,000
D
4 beds3 baths1,886 sq ft
252 Tompkins Rd, Montgomery, NY 12549
Listing by DiTommaso Real Estate
SOLD AUG 11, 2026
$457,000
E
4 beds2.5 baths2,112 sq ft
12 First St, Walden, NY 12586
Listing by K. Fortuna Realty, Inc.
SOLD JAN 27, 2026
$500,000
F
3 beds3 baths2,254 sq ft
331 E Searsville Rd, Montgomery, NY 12549
Listing by Keller Williams Realty

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$447,529

Est. take-home

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Est. cash available

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Market trends in 12549, NY

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.1%

+4.3% MoM

Median sale price

$447K

$5K MoM

Avg. days on market

41d

38 days MoM

Recently sold homes

5 MoM

New listings for sale

COMING SOON
$769,000
4 beds2.5 baths3,078 sq ft
28 Enright Ln, Montgomery, NY 12549
Listing by Serhant LLC
OPEN SUN, 11AM TO 1PM
$729,999
4 beds2.5 baths2,454 sq ft
392 Bailey Rd, Montgomery, NY 12549
Listing by Curasi Realty, Inc.
$850,000
4 beds3 baths2,592 sq ft
960 County Route 17, Montgomery, NY 12549
Listing by HVG Realty, Inc.
$419,900
3 beds2 baths1,104 sq ft
995 State Route 17k, Montgomery, NY 12549
Listing by RE/MAX Benchmark Realty Group
$454,900
3 beds1 bath1,824 sq ft
49 Bailey Rd, Montgomery, NY 12549
Listing by Keller Williams Realty
$759,000
4 beds3 baths3,057 sq ft
39 Jacob Rumph Ct, Montgomery, NY 12549
Listing by RE/MAX Benchmark Realty Group
See all

Provided by Redfin

Sale history for 377 Bailey Rd

Date

Event

Price

HGMLS #555265

Feb 21, 2014

Sold

$325,900

$95/sq ft

Jan 15, 2014

Delisted

—

Dec 9, 2013

Listed

$325,900

$95/sq ft

Unique, beautiful 11 rm, 2 story, duplex set back on 1.8 pvt. level acs w. barn/2car gar & loft in back of property. Right unit has country style charm, & decor. 6 rms, 3 bds, 2.1 ba, features an eat in kitchen w. ss appliances, island, oak flrs in liv & din rms & computer nook (photos 2-9). Left unit has contemporary style & flair, 5 rms, 2 bds, 1.1 ba. It features liv rm w. bay windows, pergo flrs in liv & din rm, designer kitchen, central air in this unit only, huge mstr bdrm w. cathedral clgs & 2 sky lights. Wonderful mstr ba w. dual vanities & cer tile flrs (photos 11-17). Many recent improvements, 12 yr old roof. Circular bktp drive & much more. See for yourself. Live & earn investment or extended fam.

OneKey® MLS as Distributed by MLS Grid #H555265

Feb 21, 2014

Sold

$325,900

$95/sq ft

Dec 9, 2013

Listed

$325,900

$95/sq ft

Public Records

Mar 16, 1994

Sold

$185,000

$54/sq ft

Public Records

Oct 6, 1989

Sold

$178,000

$52/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$10,709 (+4.1%)

$40,600 + $155,100

$195,700

2024

$10,290 (+5.9%)

$40,600 + $155,100

$195,700

2023

$9,713 (−2.6%)

$40,600 + $155,100

$195,700

2022

$9,970 (+0.8%)

$40,600 + $155,100

$195,700

2021

$9,896 (−1.5%)

$40,600 + $155,100

$195,700

2020

$10,043 (+0.2%)

$40,600 + $155,100

$195,700

2019

$10,022 (+1.7%)

$40,600 + $155,100

$195,700

2018

$9,855 (+3.0%)

$40,600 + $155,100

$195,700

2017

$9,572 (+0.7%)

$40,600 + $155,100

$195,700

2016

$9,508 (+0.1%)

$40,600 + $155,100

$195,700

2015

$9,496 (+1.4%)

$40,600 + $155,100

$195,700

2014

$9,361

$40,600 + $155,100

$195,700

Tax history for 377 Bailey Rd

Year

Property tax

Land + Additions

Assessment*

2025

$10,709 (+4.1%)

$40,600 + $155,100

$195,700

2024

$10,290 (+5.9%)

$40,600 + $155,100

$195,700

2023

$9,713 (−2.6%)

$40,600 + $155,100

$195,700

2022

$9,970 (+0.8%)

$40,600 + $155,100

$195,700

2021

$9,896 (−1.5%)

$40,600 + $155,100

$195,700

2020

$10,043 (+0.2%)

$40,600 + $155,100

$195,700

2019

$10,022 (+1.7%)

$40,600 + $155,100

$195,700

2018

$9,855 (+3.0%)

$40,600 + $155,100

$195,700

2017

$9,572 (+0.7%)

$40,600 + $155,100

$195,700

2016

$9,508 (+0.1%)

$40,600 + $155,100

$195,700

2015

$9,496 (+1.4%)

$40,600 + $155,100

$195,700

2014

$9,361

$40,600 + $155,100

$195,700

*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

1.8 Acres

Year renovated

—

Sq. Ft.

3,432

Year built

1989

Style

Multi-Family (2-4 Unit)

County

Orange County

APN

334289A02100000020021000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 13, 2026.

Property details

Parking

Parking Information
Parking Features: Underground

Garage Information
Garage Spaces: 2
Has Garage

Interior

Heating & Cooling
Cooling: Central Air, None
Heating: Baseboard, Hot Water, Propane

Interior Features
Levels: Two

Room Information
Basement YN: Yes
Attic: Scuttle
Rooms Total: 11
Basement: Crawl Space

Bathroom Information
Bathrooms Full: 5
Bathrooms Half: 2

Exterior

Exterior Features
Construction Materials: Frame, Vinyl Siding
Waterfront YN: No

Lot Information
Additional Parcels YN: No
Lot Features: Level

Property Information
Property Sub Type: Duplex
Property Condition: Actual

Financial

Tax Information
Tax Year: 2012
Tax Annual Amount: $8,728

Financial Information
Buyer Financing: Cash

Utilities

Utility Information
Sewer: Septic Tank

Location

School Information
Elementary School: Berea Elementary School
Middle Or Junior School: Valley Central Middle School
High School: Valley Central High School
High School District: Valley Central (Montgomery)

Location Information
Village: Montgomery
Directions: Rte 17K to Bailey Road, #377 on right.
County Or Parish: Orange County

Public facts

Beds: 5
Baths: 4.0
Sq. Ft.: 3,432
Stories: 2.0
Lot Size: 1.8 acres
Style: Multi-Family (2-4 Unit)
Year Built: 1989
Year Renovated: —
County: Orange County
APN: 334289A02100000020021000000

Home facts updated by county records on Aug 13, 2026

Around this home

Schools

Some nearby schools may not be within this home's attendance zone. Please check the Valley Central School District (Montgomery) website to verify.

Berea Elementary School

Public K-5 • 1.2mi

3/10

Valley Central Middle School

Public 6-8 • 0.5mi

6/10

Valley Central High School

Public 9-12 • 0.4mi

6/10

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

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

4/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

4/10 Wind Factor

11% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Montgomery, NY • 12549

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 8.7 hours in June and 3.8 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

3.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$642,000 – $777,000

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Home values near 377 Bailey Rd

Data from public records.

Address	Redfin Estimate
381 Bailey Rd, Montgomery, NY 3 Beds \| 1 Baths \| 1580 Sq. Ft.	$432,191
383 Bailey Rd, Montgomery, NY 3 Beds \| 2.5 Baths \| 2572 Sq. Ft.	$482,963

Address	Redfin Estimate
379 Bailey Rd, Montgomery, NY 3 Beds \| 2 Baths \| 1212 Sq. Ft.	$445,930
402 Bailey Rd, Montgomery, NY - Beds \| - Baths \| 5732 Sq. Ft.	$416,194

Address	Redfin Estimate
387 Bailey Rd, Montgomery, NY 1 Beds \| 1 Baths \| 1391 Sq. Ft.	$244,315
375 Bailey Rd, Montgomery, NY 3 Beds \| 1.5 Baths \| 1947 Sq. Ft.	$422,810

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2013. This data may not match . Learn more.

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