75 Winding Brook Dr, Walden, NY 12586
OFF MARKET

75 Winding Brook Dr
Walden, NY 12586

  • 2 Beds
  • 2.5 Baths
  • 1,535 sqft

$351,600

Trulia Estimate
as of Jun 27, 2026
Est. Refi. Payment $2,364/mo*
Refinance Your Home

$351,600

Trulia Estimate
as of Jun 27, 2026
Est. Refi. Payment $2,364/mo*
Refinance Your Home
2 Beds
2.5 Baths
1,535 sqft

Local Information

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

Description

This single-family home is located at 75 Winding Brook Dr, Walden, NY. 75 Winding Brook Dr is in Walden, NY and in ZIP code 12586. This property has 2 bedrooms, 3 bathrooms and approximately 1,535 sqft of floor space. This property has a lot size of 6098 sqft and was built in 1991.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 75 Winding Brook Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Interior Details
Number of Rooms: 5
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1991Year Updated: 1991
Property Type / Style
Property Type: Single Family HomeArchitecture: townhouse

Exterior Features

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

Community

Units in Building: 1

Lot Information

Lot Area: 6098 sqft

Building

Fitness & Sports
Basketball CourtTennis Court

Price History for 75 Winding Brook Dr

DatePriceEventSource
10/29/2018$184,900Sold
OneKey® MLS as distributed by MLS GRID #H4835690
07/30/2018$184,900Listed For SaleAgent Provided
05/02/2012$158,000Sold
N/A
10/26/2011$175,000PriceChange
Agent Provided
10/12/2011$179,000PriceChange
Agent Provided
09/14/2011$185,925PriceChange
Agent Provided
08/02/2011$190,925PriceChange
Agent Provided
07/02/2011$195,925PriceChange
Agent Provided
06/14/2011$205,925PriceChange
Agent Provided
05/10/2011$210,925Listed For SaleAgent Provided
04/20/2006$228,000Sold
N/A
09/02/2003$172,000Sold
N/A
10/29/1999$88,000Sold
N/A
10/03/1996$65,000Sold
N/A

Market trends in Walden

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
35
4MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$291,900
Home facts updated by county records

Comparable Sales for 75 Winding Brook Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
57 Winding Brook Drive, Walden, NY
0.05
Single-Family Home
$340,000
04/17/26
2
2.5
1,535
1 Second Street, Walden, NY
0.35
Single-Family Home
$355,000
06/05/26
3
1.5
1,188
64 Wait Street, Walden, NY
0.29
Single-Family Home
$405,000
06/24/26
3
1.5
1,248
34 Alfred Place, Walden, NY
0.48
Single-Family Home
$260,000
11/25/25
3
1.5
1,544
34 Houtman Drive, Walden, NY
0.14
Single-Family Home
$474,500
02/13/26
3
3
1,664
20 Donner Drive, Walden, NY
0.51
Single-Family Home
$399,999
11/17/25
3
2
1,706
56 Lafayette Street, Walden, NY
0.25
Single-Family Home
$364,900
12/30/25
3
1
1,296
7 Lafayette St, Walden, NY
0.27
Single-Family Home
$45,450
12/31/25
3
1
1,376
8 Sunnyside Avenue, Walden, NY
0.47
Single-Family Home
$410,000
01/09/26
3
2
1,636
33 Bank Street, Walden, NY
0.62
Single-Family Home
$305,000
04/29/26
3
1.5
1,400

Nearby homes

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Assigned Schools

These are the assigned schools for 75 Winding Brook Dr.
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.

What Locals Say about Walden

At least 114 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

  • 75 % Say it's walkable to grocery stores

  • 74 % 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

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Homes for sale near 75 Winding Brook Dr

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Off Market Homes Near 75 Winding Brook Dr

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75 Winding Brook Dr, Walden, NY 12586 is a 2 bedroom, 3 bathroom, 1,535 sqft single-family home built in 1991. This property is not currently available for sale. 75 Winding Brook Dr was last sold on Oct 29, 2018 for $184,900. The current Trulia Estimate for 75 Winding Brook Dr is $351,600.