21165 Main Rd, Orient, NY 11957
Property image
Property image
OFF MARKET

21165 Main Rd
Orient, NY 11957

  • 7 Beds
  • 7 Baths
  • 5,000 sqft (on 1.30 acres)

$2,524,100

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $16,465/mo*
Refinance Your Home

$2,524,100

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $16,465/mo*
Refinance Your Home
7 Beds
7 Baths
5,000 sqft
(on 1.30 acres)

Local Information

  • Map ViewExplore the area around 21165 Main Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Panoramic views. Located in the bucollic hamlet of Orient Village this 5000sq ft Historic Beaux Arts Colonial is set upon an estate like 1.3 acres Overlooking Orient Harbor, Latham Farms and beyond. This 7 bedroom, 6.5 bath has 4 working fireplaces, High ceilings throughout; great room, parlor, formal dining room, sun room, with walls of windows overlooking farm views and the bay. High ceilings thru out. Unmatched original details intact. 2 separate 2 bedroom 1 bth Guest quarters. Stunning gardens, specimen trees and plantings. Too much too list, an incredible orient value. a must see.Exclusive.
21165 Main Rd, Orient, NY 11957 is a 7 bedroom, 7 bathroom, 5,000 sqft single-family home built in 1921. It last sold for $880,000 on Nov 15, 2013. It is currently off market. The Trulia Estimate is $2,524,100, with a rent estimate of $7,603/month.

Home Highlights

Parking
Garage
Outdoor
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 21165 Main Rd

Exterior Features

Exterior Home Features
Roof: OtherExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1921
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Interior Features

Interior Details
Number of Rooms: 18Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Community

Units in Building: 1

Lot Information

Lot Area: 1.30 acres

Price History for 21165 Main Rd

DatePriceEventSource
11/15/2013$880,000Sold
OneKey® MLS as distributed by MLS GRID #L2593831
08/17/2013$1,194,000ListingRemovedAgent Provided
06/25/2013$1,194,000Listed For SaleAgent Provided
05/24/2000$625,000Sold
N/A
05/11/1999$260,000Sold
N/A

Market trends in Orient

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
15
2MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$2,200,000
Home facts updated by county records

Comparable Sales for 21165 Main Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
200 Village Lane, Orient, NY
0.30
Single-Family Home
$850,000
11/17/25
3
2
1,690
23530 Main Road, Orient, NY
0.46
Single-Family Home
$830,000
06/26/26
3
2
1,500
275 Munn Ln, Orient, NY
0.12
Single-Family Home
$1,260,000
05/08/26
4
2
2,075
595 King Street, Orient, NY
0.69
Single-Family Home
$1,701,320
09/04/25
3
3
2,851
1620 Village Lane, Orient, NY
0.46
Single-Family Home
$1,751,620
01/13/26
3
2
1,924
900 N View Drive, Orient, NY
0.93
Single-Family Home
$3,150,000
02/05/26
3
2.5
2,127
215 Hillcrest Drive N, Orient, NY
1.11
Single-Family Home
$3,625,000
03/31/26
3
3
5,837
1740 Village Lane, Orient, NY
0.47
Single-Family Home
$870,000
04/03/26
1
1.5
1,596
2670 Grandview Drive, Orient, NY
1.75
Single-Family Home
$4,000,000
07/02/26
6
6.5
6,800
1075 Narrow River Road, Orient, NY
1.08
Single-Family Home
$1,800,000
12/09/25
4
2.5
2,264

Nearby homes

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Assigned Schools

These are the assigned schools for 21165 Main Rd.
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 Orient

At least 7 Trulia users voted on each feature.

  • 100 % Say car is needed

  • 100 % Say it's dog friendly

  • 100 % Say yards are well-kept

  • 100 % Say kids play outside

  • 100 % Say people would walk alone at night

  • 92 % Say parking is easy

  • 89 % Say there's wildlife

  • 86 % Say there's holiday spirit

  • 78 % Say there are community events

  • 74 % Say neighbors are friendly

  • 73 % Say they plan to stay for at least 5 years

  • 60 % Say there are sidewalks

  • 55 % Say it's quiet

  • 38 % Say it's walkable to grocery stores

  • 31 % Say streets are well-lit

  • 25 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Cornelljohn
    "Amazing place to raise a family. It feels like a forgotten time in America where people are really friendly and take time to get to know each other"
    0
    Flag
  • Jyahalom5344
    "I love this neighborhood People are caring and friendly, they look out for each other. It is very safe and clean "
    1
    Flag
  • Afophis
    "I just move here , ppl are friendly and respectful to the nature . I love being here . I would like to having house around here 😀"
    0
    Flag
  • Jerry C.
    "Orient State Park is part of the New York State park system. The park offers kayak rentals, wide beaches, hiking trails, bike trails and plenty of picnic tables and charcoal grills. The facilities are clean and the park offers rental equipment for the volley ball courts. "
    1
    Flag

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Apartments for Rent

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14 rentals with air conditioning in Orient, NY

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Homes for sale near 21165 Main Rd

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Off Market Homes Near 21165 Main Rd

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