16 Reilly Rd, Chester, NY 10918
OFF MARKET

16 Reilly Rd
Chester, NY 10918

  • 3 Beds
  • 2 Baths
  • 1,996 sqft (on 5 acres)

$624,300

Trulia Estimate
as of Jun 13, 2026
Est. Refi. Payment $4,179/mo*

$624,300

Trulia Estimate
as of Jun 13, 2026
Est. Refi. Payment $4,179/mo*
3 Beds
2 Baths
1,996 sqft
(on 5 acres)

Local Information

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

Description

PRIVATE CONTEMPORARY CAPECOD! 5 ACRES!! Nature Lovers Paradise!! 3 Bedrooms! 2 Full Bathrooms! 2 Car Detached Garage with Walk up Loft! Updated Eat In Kitchen with Stainless Steel Appliances! Dramatic Two Story Living Room with Fireplace! Formal Dining Room! Gleaming Hard Wood Floors! Central Air! Patio! Beautiful Property that Borders Goose Pond State Park! Barn! Outbuildings! Monroe Woodbury Schools!
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
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 16 Reilly Rd

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 8
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1976Year Updated: 1988
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Exterior Features

Exterior Home Features
Exterior: Wood
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Community

Units in Building: 1

Lot Information

Lot Area: 5.00 acres

Price History for 16 Reilly Rd

DatePriceEventSource
03/11/2021$410,000Sold
N/A
12/31/2020$410,000Sold
OneKey® MLS as distributed by MLS GRID #H6067992
09/05/2020$399,900Listed For SaleAgent Provided
03/04/2011$219,000Sold
N/A
10/29/2010$284,900ListingRemovedAgent Provided
09/18/2010$284,900PriceChange
Agent Provided
05/15/2010$349,000Listed For SaleAgent Provided
03/14/2010$325,000ListingRemovedAgent Provided
12/04/2009$325,000PriceChange
Agent Provided
08/29/2009$339,500Listed For SaleAgent Provided
11/06/2008$378,336Sold
N/A
09/06/2007$400,000Sold
N/A
02/03/2005$340,000Sold
N/A

Market trends in Chester

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
55
3
MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$522,700
Home facts updated by county records

Homeowner tools

Estimated monthly rent$3,739/mo

Homes for rent near 16 Reilly Rd

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Comparable Sales for 16 Reilly Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.41
Single-Family Home
$460,000
04/01/26
2
2
1,714
0.46
Single-Family Home
$499,000
10/23/25
5
2.5
3,120
0.33
Single-Family Home
$660,000
06/01/26
4
2.5
2,506
0.51
Single-Family Home
$540,000
08/28/25
3
2.5
2,040
0.95
Single-Family Home
$535,000
02/09/26
4
2
1,928
0.66
Single-Family Home
$850,000
10/22/25
5
3
3,485
1.13
Single-Family Home
$536,000
08/06/25
3
2.5
1,716
0.80
Single-Family Home
$690,000
06/08/26
5
2.5
3,124
1.10
Single-Family Home
$700,000
07/08/25
4
2.5
2,452
0.86
Single-Family Home
$675,000
02/18/26
5
2.5
3,115

Nearby homes

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Assigned Schools

These are the assigned schools for 16 Reilly Rd.
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 95 Trulia users voted on each feature.
  • 89 % Say car is needed

  • 88 % 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

  • 51 % 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

Sourced by Trulia users. Learn more about our methodology.
  • Jenelle Rivera
    "Quiet and pretty family oriented very clean feels safe and there’s sufficient parking for the residents"
  • Jenelle Rivera
    "Very close to major highways and traffic is always minimal. Shopping Centers and major supermarkets are within walking distance "
  • Araceli Santiago
    "Im new in this neighborhood i barely like to live very quiet place to lived with family Only bad is higher tax 😅"
  • Trulia User
    "There's plenty of areas with sidewalks to walk your dog throughout most of town. My apartment complex has a dog park "
  • Jennifer G.
    "I have two years living here. Great place to raise a family. Friendly and safe neighborhood. The kids love it as well."
  • Kcouponsdeals
    "this is a great village, and neighborhood to live in lots of community involvement, family activities, close to transportation and shopping."
  • 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."
  • 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. "
  • 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. "
  • 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."
  • Dianerene
    "Street fairs, community parades, concerts and so much more. The location is awesome and neighbors aren’t overly nosy yet friendly."
  • Dawnstephenson42
    "fireworks night football h.s small town feel community garage sales schools mom and pop shops nearby wineries holiday parades farmers market"
  • Suzzzzzzz64
    "I live in this area for 11 years my neighborhood is great and the people around here are really nice "
  • 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."
  • 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. "
  • 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."
  • 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."

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Off Market Homes Near 16 Reilly Rd

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16 Reilly Rd, Chester, NY 10918 is a 3 bedroom, 2 bathroom, 1,996 sqft single-family home built in 1976. This property is not currently available for sale. 16 Reilly Rd was last sold on Mar 11, 2021 for $410,000. The current Trulia Estimate for 16 Reilly Rd is $624,300.