75 Bailey Rd, Montgomery, NY 12549
OFF MARKET

$376,500

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,288 sqft (on 0.99 acres)

75 Bailey Rd, Montgomery, NY 12549

Est. Refi. Payment $2,676/mo*
Refinance Your Home

Home Value

Trulia Estimate
$377K
Since last month
Decreased$8K (-2.1%)
Since last year
Decreased$300 (-0.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +96% in the last 10 years
MonthEstimated value
2026
September 2026$377K
August 2026$385K
July 2026$389K
June 2026$390K
May 2026$388K
April 2026$376K
March 2026$377K
February 2026$371K
January 2026$369K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6 Maple Avenue, Montgomery, NY
0.07
Single-Family Home
$350,000
09/02/26
5
2.5
2,264
479 River Road, Montgomery, NY
0.75
Single-Family Home
$490,000
08/26/26
3
2
1,796
995 State Route 17K, Montgomery, NY
1.06
Single-Family Home
$99,100
07/30/26
3
2
1,104
23 Westwood Dr, Walden, NY
0.94
Single-Family Home
$295,000
07/14/26
3
2
1,186
331 E Searsville Road, Montgomery, NY
1.15
Single-Family Home
$500,000
01/27/26
3
3
2,254
200 Walnut Street, Walden, NY
1.06
Single-Family Home
$400,000
08/31/26
3
1.5
1,398
191 Mills Road, Walden, NY
1.21
Single-Family Home
$460,000
03/27/26
4
2.5
1,632
3 Pond Road, Walden, NY
1.09
Single-Family Home
$255,000
02/27/26
3
1
1,166
326 Lake Vue Drive, Montgomery, NY
1.27
Single-Family Home
$250,000
04/13/26
2
2
1,272
45 Donna Chrystie Lane, Walden, NY
1.19
Single-Family Home
$490,900
11/19/25
3
3
2,054

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
79 Bailey Road, Montgomery, NY 12549
0.03
$362,700
2
1
912
Off Market
6 Maple Avenue, Montgomery, NY 12549
0.07
$350,000
5
2.5
2,264
Recently Sold
49 Bailey Road, Montgomery, NY 12549
0.10
$454,900
3
1
1,824
For Sale
40 Bailey Road, Montgomery, NY 12549
0.12
$665,400
5
2.5
2,900
Off Market
95 Bailey Road, Montgomery, NY 12549
0.13
$422,300
3
1.5
1,154
Off Market
113 Bailey Road, Montgomery, NY 12549
0.17
$579,700
3
2
1,536
Off Market
20 Knapp Lane, Montgomery, NY 12549
0.21
$496,900
3
1.5
1,612
Off Market
111 Bailey Road, Montgomery, NY 12549
0.19
$508,900
3
2
1,882
Off Market
216 Bailey Road, Montgomery, NY 12549
0.32
$670,100
4
3
3,041
Off Market
224 Johnson Lane, Montgomery, NY 12549
0.40
$565,900
3
2.5
2,100
Off Market
216 Johnson Lane, Montgomery, NY 12549
0.42
$310,400
2
1
916
Off Market
2448 State Route 208, Walden, NY 12586
0.51
$442,200
3
1.5
1,365
Off Market

Local Information

  • Map ViewExplore the area around 75 Bailey Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1966
0.99 acre lot
1,288 sqft
$292/sqft
Garage

About this House

This single-family home is located at 75 Bailey Rd, Montgomery, NY. 75 Bailey Rd is in Montgomery, NY and in ZIP code 12549. This property has 2 bedrooms, 2 bathrooms and approximately 1,288 sqft of floor space. This property has a lot size of 0.99 acres and was built in 1966.
75 Bailey Rd, Montgomery, NY 12549 is a 2 bedroom, 2 bathroom, 1,288 sqft single-family home built in 1966. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $376,500, with a rent estimate of $2,554/month.

Home Details for 75 Bailey Rd

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 5

Property Information

Year Built
Year Built: 1966
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Exterior Features

Exterior Home Features
Exterior: Composition
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.99 acres

Price and Tax history

YearProperty taxTax assessment
2025Unavailable
$385,900
Home facts updated by county records

Market trends in Montgomery

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
38
3MoM

Around this home

What Locals Say about Montgomery

At least 72 Trulia users voted on each feature.

  • 92 % Say parking is easy

  • 91 % Say car is needed

  • 83 % Say it's dog friendly

  • 80 % Say people would walk alone at night

  • 80 % Say there's holiday spirit

  • 70 % Say there are sidewalks

  • 70 % Say kids play outside

  • 68 % Say yards are well-kept

  • 67 % Say it's quiet

  • 65 % Say they plan to stay for at least 5 years

  • 63 % Say there's wildlife

  • 62 % Say streets are well-lit

  • 60 % Say it's walkable to restaurants

  • 56 % Say neighbors are friendly

  • 44 % Say there are community events

  • 31 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Sybnben
    " Valley central School is great, the neighborhood is safe and it’s a wonderful community to bring up kids and live in. "
    0
    Flag
  • Daneirys Rodriguez
    "Pay attention to your children and surroundings. Beautiful place to live need more parks and sidewalks."
    0
    Flag
  • Isabella
    "it's a nice peaceful neighborhood. quite at most times. my family has lived her for as long as this neighbor has been here. I like it very much "
    1
    Flag
  • Bbookstein13
    "Lots of dog walkers, quiet area, minimal traffic, sidewalks,very convenient , very nice people, very well maintained "
    1
    Flag
  • Arianne K.
    "Holiday parades, farmers markets, small neighborly feel but not too far from Middletown where the major shops and mall is. Picturesque village of Montgomery. Hour and some change drive to NYC. Some areas have beautiful Mountain Views. Good schools. "
    0
    Flag
  • Rachel H.
    "Most homes have spaces for their dogs to run around. But there are no sidewalks to take your dogs on walks, although, most people do walk in the street. "
    0
    Flag
  • Helen
    "long commute to NYC but worth it! you have your peace and quiet. Moving into Montgomery was the best decision we've made, we come from NYC Bayside and not even that good neighborhood compares to the beauty of privacy and alot of land. farms all around, no smells nothing well maintained."
    6
    Flag
  • Isabella
    "not really too sure honestly I dont do much. we have Montgomery day in September which is always fun with music food and rides and lots of vendors. we have many dog parks near by. and we have a music night in the town. "
    2
    Flag
  • Officerplink17
    "Very friendly not a lot to do but close to a lot of great stuff like middle town Woodbury commons palisades mall very nice schools and a safe neighborhood I’ve lived here for a year now and don’t have any complaints cheap place to live great for a family "
    4
    Flag
  • Trulia User
    "I need a car to go anywhere or anyplace. My job is in the city and takes me an hour and thirty minutes. "
    3
    Flag
  • Sarakhall
    "It’s one of the 100 safest towns in the USA. Quiet, safe, plenty of community activities and great schools plus it is quaint looking and has several great restaurants,"
    2
    Flag
  • Taboy69
    "Montgomery Day every year on second Saturday in September. It’s a fun day out with family and friends. "
    1
    Flag
  • goddessofurdeath666
    "places that allow all dogs and cats to live in home and apartments!,...with no rejections . safe land for them to roam clean water Parks and pet safe locations will full access to places like store's"
    1
    Flag
  • Chris
    "Great local dog parks and plenty of places that are dog friendly. Without a doubt a dog friendly neighborhood."
    0
    Flag
  • Madalynparr
    "Montgomery and Orange County in general is so beautiful and peaceful! It’s a great place to raise a family."
    0
    Flag
  • Trish S.
    "I have lived here for over 20 years. my kids went to school here. still have the same friends. great small town with easy access to major areas and highways. "
    1
    Flag
  • Ashley M.
    "I’ve lived here for about three years. There’s always something to do and great restaurants all close by. "
    0
    Flag
  • Trish S.
    "it's a small town feel but close to everything. my kids grew up here. families stay. I love the hisyoric feel of the village "
    0
    Flag
  • Manny
    "This is a great neigborhood to live and raise a family. No Traffic , very very safe. Beautiful area near the catskills and other national parks. I would definitly recommend. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 75 Bailey Rd

  • What is 75 Bailey Rd estimated to be worth?
    Trulia's estimated value for 75 Bailey Rd in Montgomery, NY is $376,500.
  • Is Montgomery a buyer's or seller's market?
    Montgomery is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Montgomery?
    Residents describe Montgomery, NY as easy to park in, dog-friendly, and pedestrian-friendly. See recently sold homes in Montgomery, NY.
  • What are the closest schools to 75 Bailey Rd?
    The closest schools to 75 Bailey Rd in Montgomery, NY are Berea Elementary School (rated 3/10), Valley Central High School (rated 6/10), Valley Central Middle School (rated 6/10).
  • How big is the lot at 75 Bailey Rd?
    The lot at 75 Bailey Rd in Montgomery, NY is about 0.99 acres (42,960 sq ft).
  • Does 75 Bailey Rd have a garage?
    Yes, 75 Bailey Rd in Montgomery, NY has a garage.

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