27 E Main St, Walden, NY 12586
OFF MARKET

27 E Main St
Walden, NY 12586

  • 3 Beds
  • 2 Baths
  • 1,736 sqft

$315,100

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $1,672/mo*
Refinance Your Home

$315,100

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $1,672/mo*
Refinance Your Home
3 Beds
2 Baths
1,736 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Calling all handy buyers/investors/contractors! Not much to do here! Pick this lovely home up for yourself or as an investment. Great rent income! This is a charming and quite large village home. Lots of improvements and updates were made, from a beautiful new big kitchen, to a lovely modern looking bathroom...new carpet, fresh paint...There is a formal living room, and dining room. 3 bedrooms including a master bedroom and master bathroom with separate entrance and balcony with stairs to the back yard. This home is centrally located, perfect for those who want to be walking distance to shops and school. This house is sold in "as is-where is" condition. Not a short sale; Not bank owned. Great deal and lots for the money!
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
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 27 E Main St

Interior Features

Interior Details
BasementNumber of Rooms: 7Types of Rooms: Dining Room
Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood

Property Information

Year Built
Year Built: 1920Year Updated: 2017
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Exterior Features

Exterior Home Features
Exterior: Other

Community

Units in Building: 1

Lot Information

Lot Area: 4386 sqft

Price History for 27 E Main St

DatePriceEventSource
10/31/2017$90,000Sold
OneKey® MLS as distributed by MLS GRID #H4732839
08/26/2017$90,000PendingAgent Provided
07/19/2017$90,000Listed For SaleAgent Provided
05/30/2017$109,900ListingRemovedAgent Provided
04/05/2017$109,900PriceChange
Agent Provided
03/29/2017$114,900PriceChange
Agent Provided
02/28/2017$119,900PriceChange
Agent Provided
11/29/2016$124,900Listed For SaleAgent Provided
10/11/2016$134,000ListingRemovedAgent Provided
08/31/2016$134,000PriceChange
Agent Provided
04/10/2016$139,000Listed For SaleAgent Provided
02/01/2012$1,150ListingRemovedAgent Provided
11/29/2011$1,150Listed For RentAgent Provided
03/14/2011$105,000ListingRemovedAgent Provided
09/14/2010$105,000Listed For SaleAgent Provided
09/20/2005$117,000Sold
N/A
12/10/2004$65,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax
Assessment$248,600
Home facts updated by county records

Comparable Sales for 27 E Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
81 Ulster Avenue, Walden, NY
0.25
Single-Family Home
$275,000
06/30/25
3
2
1,698
33 Bank Street, Walden, NY
0.24
Single-Family Home
$305,000
04/29/26
3
1.5
1,400
47 Capron Street, Walden, NY
0.19
Single-Family Home
$307,000
11/13/25
3
2
1,288
66 Orchard Street, Walden, NY
0.25
Single-Family Home
$330,000
09/02/25
3
2
1,396
8 Coldenham Road, Walden, NY
0.36
Single-Family Home
$294,000
01/16/26
3
1.5
1,074
216 East Main, Walden, NY
0.51
Single-Family Home
$325,000
09/16/25
3
1.5
2,004
52 Ulster Avenue, Walden, NY
0.19
Single-Family Home
$299,999
08/25/25
4
1
1,364
116 Maple Street, Walden, NY
0.33
Single-Family Home
$83,500
05/22/25
2
1.5
880
59 East Main Street, Walden, NY
0.11
Single-Family Home
$303,000
10/24/25
3
1.5
1,680
89 Orchard Street, Walden, NY
0.32
Single-Family Home
$420,000
03/16/26
3
2.5
1,344

Assigned Schools

These are the assigned schools for 27 E Main St.
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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

  • 75 % Say it's walkable to grocery stores

  • 75 % Say parking is easy

  • 74 % Say there are sidewalks

  • 74 % Say there's holiday spirit

  • 68 % Say kids play outside

  • 64 % 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 streets are well-lit

  • 53 % Say neighbors are friendly

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

  • 32 % Say there are community events

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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Apartments for Rent

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Homes for sale near 27 E Main St

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Off Market Homes Near 27 E Main St

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27 E Main St, Walden, NY 12586 is a 3 bedroom, 2 bathroom, 1,736 sqft single-family home built in 1920. This property is not currently available for sale. 27 E Main St was last sold on Oct 31, 2017 for $90,000. The current Trulia Estimate for 27 E Main St is $315,100.