30 Winding Brook Dr, Walden, NY 12586
OFF MARKET

30 Winding Brook Dr
Walden, NY 12586

  • 2 Beds
  • 3 Baths
  • 1,516 sqft

$312,100

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $2,160/mo*
Refinance Your Home

$312,100

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $2,160/mo*
Refinance Your Home
2 Beds
3 Baths
1,516 sqft

Home Value

Trulia Estimate
$312K
Since last month
Increased$1K (+0.4%)
Since last year
Increased$10K (+3.3%)
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 +92% in the last 10 years
MonthEstimated value
2026
August 2026$313K
July 2026$312K
June 2026$312K
May 2026$311K
April 2026$307K
March 2026$303K
February 2026$300K
January 2026$302K
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
22 Pond Hill Ln, Walden, NY
0.08
Townhouse
$350,000
11/06/25
3
3
1,576
57 Winding Brook Drive, Walden, NY
0.07
Townhouse
$340,000
04/17/26
2
2.5
1,535
2 Wintergreen Ct, Montgomery, NY
3.55
Townhouse
$335,000
05/06/26
2
1.5
1,362
9 Summer Set Dr, Montgomery, NY
3.58
Townhouse
$335,000
09/19/25
2
1.5
1,353
178 Dunn Dr, Montgomery, NY
4.32
Townhouse
$325,000
12/05/25
3
2
1,372
108 Chrystal Dr, Maybrook, NY
5.14
Townhouse
$290,000
09/10/25
3
1.5
1,468

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
21 Pond Hill Lane, Walden, NY 12586
0.04
$356,600
3
2.5
1,576
Off Market
46 Winding Brook Drive, Walden, NY 12586
0.05
$371,500
3
2.5
1,505
Off Market
3 Pond Hill Lane, Walden, NY 12586
0.03
$354,300
3
2.5
1,576
Off Market
31 Pond Hill Lane, Walden, NY 12586
0.07
$366,900
3
2.5
1,576
Off Market
33 Pond Hill Lane, Walden, NY 12586
0.08
$347,000
2
2.5
1,576
Recently Sold
35 Winding Brook Drive, Walden, NY 12586
0.03
$343,900
2
2.5
1,515
Off Market
43 Winding Brook Drive #43, Walden, NY 12586
0.05
$374,000
2
2.5
1,505
Off Market
46 Pond Hill Lane, Walden, NY 12586
0.07
$390,000
2
2.5
1,576
For Sale
57 Winding Brook Drive, Walden, NY 12586
0.07
$340,000
2
2.5
1,535
Recently Sold
57 Winding Brook Drive, Walden, NY 12586
0.07
$340,000
2
2.5
1,535
Recently Sold
61 Winding Brook Drive, Walden, NY 12586
0.08
$350,500
3
2.5
1,535
Off Market
10 Pond Hill Lane, Walden, NY 12586
0.05
$363,400
3
2.5
1,576
Off Market

Local Information

  • Map ViewExplore the area around 30 Winding Brook Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Townhouse
Year Built
1989
Living Area
1,516 sqft
Price/Sqft
$206
Parking
Garage

About this House

This townhouse is located at 30 Winding Brook Dr, Walden, NY. 30 Winding Brook Dr is in Walden, NY and in ZIP code 12586. This property has 2 bedrooms, 3 bathrooms and approximately 1,516 sqft of floor space. This property has a lot size of 2684 sqft and was built in 1989.
30 Winding Brook Dr, Walden, NY 12586 is a 2 bedroom, 3 bathroom, 1,516 sqft townhouse built in 1989. It is currently off market. The Trulia Estimate is $312,100, with a rent estimate of $2,452/month.

Home Details for 30 Winding Brook Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 5

Property Information

Year Built
Year Built: 1989Year Updated: 1989
Property Type / Style
Property Type: TownhouseArchitecture: townhouse

Exterior Features

Exterior Home Features
Exterior: OtherFoundation Type: Piers
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 2684 sqft

Price and Tax history

YearProperty taxTax assessment
2025Unavailable
$257,300
Home facts updated by county records

Market trends in Walden

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
37
9MoM

Around this home

What Locals Say about Walden

At least 115 Trulia users voted on each feature.

  • 90 % Say yards are well-kept

  • 87 % Say it's dog friendly

  • 81 % Say car is needed

  • 76 % Say parking is easy

  • 75 % Say there's holiday spirit

  • 74 % Say it's walkable to grocery stores

  • 73 % Say there are sidewalks

  • 68 % Say kids play outside

  • 65 % Say it's walkable to restaurants

  • 63 % Say people would walk alone at night

  • 60 % Say there's wildlife

  • 59 % Say it's quiet

  • 54 % Say neighbors are friendly

  • 54 % Say streets are well-lit

  • 53 % Say they plan to stay for at least 5 years

  • 32 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Emily C Miller
    "We have sidewalks and parks around town, and it seems like there are more projects in the works to create more outdoor spaces in the area. "
    0
    Flag
  • Juan M.
    "This community is beautiful. A lovely area to raise a family. Most neighbors are quiet but very friendly. "
    0
    Flag
  • Ashley E.
    "the village of Walden is a true old-school village. there's a newsletter, a village center where all community services are in one spot, the kids all know each other, we even know the local police by name. Walden is frozen in time, in a good way. I enjoy living here. I'm originally from NYC so I also appreciate all the sidewalks and the rail trail so I can get around on foot instead of being chained to my car for everything. "
    7
    Flag
  • Tiffany V.
    "Great schools. All amenities are within a decent driving distance. Local produce and farms are great. Great walking community. Low driving speed in the village, safe for kids riding bikes and playing outside. "
    3
    Flag
  • Sarah B.
    "Montgomery has access to I-84 very easily, making commuting around Orange County very accessible. It is also a great mid point between Newburgh and Middletown which are our 2 big cities in the area. "
    1
    Flag
  • Brenda C. A.
    "Walden have activities fir the kids and trails it’s very quite. I love it. I would buy a house in this area"
    2
    Flag
  • Sarah B.
    "WALDEN does a lot of community events and involves the children a lot in festivals, trick or treating, tree lighting, summer camp, parks, etc. "
    1
    Flag
  • Brian M.
    "It’s very friendly. Not a lot of personal space, but there is a large area where dogs can be walked. Also there is a dog park 10 minutes away. "
    3
    Flag
  • Ciara M.
    "I like the back to school event they throw every year. It is a great turn out and really gets the community together."
    1
    Flag
  • Jcburst
    "There is easy access to all major highways in the area and very close to all the local amenities, such as grocery stores, restaurants, ice cream parlors, sporting goods stores and several beautiful parks!"
    4
    Flag
  • Riverscandymitch
    "I live in walden, but town of montgomery, i luked the neighborhood and at the same time the privacy. "
    1
    Flag
  • Guyaynesimmons
    "I commute about 24 min to work and it is pretty simple, not much traffic. Passing most frequently needed stores on the way ... groceries, drug store, gas, Dunkin’, dollar general for random things. "
    2
    Flag
  • Chilledseltzer
    "nosey neighbors no dog parks only sidewalks. other people don't watch their animals. alot of deer. to many that don't obey the leash laws"
    1
    Flag
  • Itsjohnayala
    "Very positive reviews overall. Montgomery is an overall safe area. A lot of nice, local shops/bars. Elementary, middle, and high Schools isn’t far from many that live in the area. Well organized and mostly friendly environment."
    2
    Flag
  • Isaiah S.
    "small town, necessary things nearby like grocery, gas. little to no crime. good location for commuter"
    2
    Flag
  • Ariel F.
    "Beautiful cul-de-sac. this is my residential residence."
    2
    Flag
  • jokoehn912
    "Walden is a small village, just 20 minutes away from the train to New York City. The community is very close knit and friendly, and offers a lot for families with kids. The library is a gem and many parks and playgrounds are in walking distance to the village square. There is a weekly farmers market and plenty of events hosted by library, village or the Hudson Conservatory (music and dance). The nature is beautiful and you are close to the Shawngunks (hiking, climbing, mountain biking, horseback riding). Lots of things to do outdoors, from horsebackriding to apple picking, snow tubing to ice skating. Surrounding villages offer antique stores, historic festivals. For Nightlife you have to drive to New Paltz, a college town, about 15 minutes away with the car."
    1
    Flag
  • Kajohn
    "Walden is a very pleasant place for families. The new bike path adds to the recreation potential."
    2
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 30 Winding Brook Dr

  • What is 30 Winding Brook Dr estimated to be worth?
    Trulia's estimated value for 30 Winding Brook Dr in Walden, NY is $312,100.
  • Is Walden a buyer's or seller's market?
    Walden is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Walden?
    Residents describe Walden, NY as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Walden, NY.
  • What are the closest schools to 30 Winding Brook Dr?
    The closest schools to 30 Winding Brook Dr in Walden, NY are Valley Central High School (rated 6/10), Valley Central Middle School (rated 6/10), Walden Elementary School (rated 5/10).
  • Does 30 Winding Brook Dr have air conditioning?
    Yes, 30 Winding Brook Dr in Walden, NY has air conditioning.
  • Does 30 Winding Brook Dr have a garage?
    Yes, 30 Winding Brook Dr in Walden, NY has a garage.

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