148 Main St, Chester, NY 10918
OFF MARKET

148 Main St
Chester, NY 10918

  • 4 Beds
  • 2 Baths

$465,000

Trulia Estimate
as of May 6, 2026
Est. Refi. Payment $3,053/mo*
Refinance Your Home

$465,000

Trulia Estimate
as of May 6, 2026
Est. Refi. Payment $3,053/mo*
Refinance Your Home
4 Beds
2 Baths
(on 3.20 acres)

Homes for sale near 148 Main St

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Apartments for Rent

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Local Information

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

Description

Nice older home on Main St centrally located and walking distance to bus stop and shopping. Interior has fresh paint. ****** Now Offered with one month free rent!! Credit report needed and absolutely No pets.****
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
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 148 Main St

Exterior Features

Exterior Home Features
Roof: Other

Property Information

Year Built
Year Built: 1950
Property Type / Style
Property Type: Single Family Home

Interior Features

Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
Cable Ready

Lot Information

Lot Area: 3.20 acres

Price History for 148 Main St

DatePriceEventSource
12/15/2012$1,200ListingRemovedAgent Provided
10/18/2012$1,200Listed For RentAgent Provided
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Comparable Sales for 148 Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
55 Hudson St Street, Chester, NY
0.59
Single-Family Home
$460,000
06/18/25
3
2
1,576
16 Academy Avenue, Chester, NY
0.17
Single-Family Home
$453,000
05/08/25
3
2
2,358
13 Carpenter Rd, Chester, NY
0.29
Single-Family Home
$385,000
03/27/26
4
2
1,364
9 N Hudson St, Chester, NY
0.42
Single-Family Home
$230,000
10/29/25
3
2
1,732
11 N Hudson Street, Chester, NY
0.42
Single-Family Home
$475,000
05/15/25
3
2
1,500
65 Hudson Street, Chester, NY
0.60
Single-Family Home
$305,000
02/20/26
3
1
1,120
2 Bell Way, Chester, NY
0.33
Single-Family Home
$609,000
05/30/25
3
3
2,032
18 Miller Drive, Chester, NY
0.31
Single-Family Home
$415,000
05/30/25
3
1
1,144
12 Oak Street, Chester, NY
0.36
Single-Family Home
$415,000
07/03/25
3
1
1,038
8 Hom Street, Chester, NY
0.66
Single-Family Home
$425,000
10/16/25
3
1.5
1,410

Assigned Schools

These are the assigned schools for 148 Main St.
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 Chester

At least 94 Trulia users voted on each feature.

  • 89 % Say car is needed

  • 87 % Say parking is easy

  • 86 % Say it's dog friendly

  • 78 % Say there's holiday spirit

  • 73 % Say people would walk alone at night

  • 72 % Say it's quiet

  • 65 % Say there's wildlife

  • 64 % Say yards are well-kept

  • 63 % Say kids play outside

  • 59 % Say they plan to stay for at least 5 years

  • 53 % Say there are sidewalks

  • 50 % Say neighbors are friendly

  • 50 % Say streets are well-lit

  • 44 % Say it's walkable to restaurants

  • 40 % Say it's walkable to grocery stores

  • 25 % Say there are community events

Learn more about our methodology.
  • Jenelle Rivera
    "Quiet and pretty family oriented very clean feels safe and there’s sufficient parking for the residents"
    0
    Flag
  • Jenelle Rivera
    "Very close to major highways and traffic is always minimal. Shopping Centers and major supermarkets are within walking distance "
    0
    Flag
  • Araceli Santiago
    "Im new in this neighborhood i barely like to live very quiet place to lived with family Only bad is higher tax 😅"
    0
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  • Trulia User
    "There's plenty of areas with sidewalks to walk your dog throughout most of town. My apartment complex has a dog park "
    0
    Flag
  • Jennifer G.
    "I have two years living here. Great place to raise a family. Friendly and safe neighborhood. The kids love it as well."
    0
    Flag
  • Kcouponsdeals
    "this is a great village, and neighborhood to live in lots of community involvement, family activities, close to transportation and shopping."
    1
    Flag
  • Kcouponsdeals
    "this is a great family neighborhood. You can walk to store and NYC bus stop. it's great for kids sports, trick or treating ,etc. there are also arts and theater programs in the area."
    2
    Flag
  • DEIRDRE B.
    "I take the Shortline bus to NYC. 1 hour and 15 minutes more or less plus train from Port. It’s about $450/month including Metrocard. Shortline has become less reliable recently. "
    3
    Flag
  • Missmtrejo
    "It’s a safe community and our neighbors have become friends! We have lived here for 20 years. It’s a great place for children to make friends and feel safe in their environment when they are outside playing. "
    1
    Flag
  • Melissa Kyles
    "I lived in Chester when I was a children to adulthood. Great place to live. Outstanding school district. Wish I never moved away."
    4
    Flag
  • Dianerene
    "Street fairs, community parades, concerts and so much more. The location is awesome and neighbors aren’t overly nosy yet friendly."
    2
    Flag
  • Dawnstephenson42
    "fireworks night football h.s small town feel community garage sales schools mom and pop shops nearby wineries holiday parades farmers market"
    0
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  • Suzzzzzzz64
    "I live in this area for 11 years my neighborhood is great and the people around here are really nice "
    5
    Flag
  • Dianerene
    "My commute is excellent. I have a 3 minute commute to the park and ride bus and local stores. Easy to get around by foot if needed."
    1
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  • Ebobec18
    "Safety its a neighborhood very secure the police its annoying but make sense because that its part of what make this place so safe. I can go out at 3pm or 3am and i will fill safe any time. "
    1
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  • Tara R.
    "i love chester unfortunately there arent many houses for purchase in my range for a single mom. wanted my kids to stay in there school there on sports teams."
    5
    Flag
  • inwalker
    "Easy commute to work in New York City via route 17M (2 miles) or bus via Short Line (2 miles) yet no congested roads to deal with. Great neighbors. Park within walking distance (football, soccer, baseball and children's recreation area). Large variety of Restaurants to satisfy your all your cravings. Orange Regional Medical center 5 miles via 17M."
    0
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Homes for rent near 148 Main St

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Off Market Homes Near 148 Main St

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Explore by feature

148 Main St, Chester, NY 10918 is a 4 bedroom, 2 bathroom single-family home built in 1950. This property is not currently available for sale. The current Trulia Estimate for 148 Main St is $465,000.