21955 Main Rd, Orient, NY 11957
Property image
Property image
OFF MARKET

21955 Main Rd
Orient, NY 11957

  • 4 Beds
  • 4 Baths
  • 3,400 sqft (on 2.71 acres)

$3,795,200

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $24,957/mo*
Refinance Your Home

$3,795,200

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $24,957/mo*
Refinance Your Home
4 Beds
4 Baths
3,400 sqft
(on 2.71 acres)

Local Information

  • Map ViewExplore the area around 21955 Main Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1955
Lot Size
2.71 acres
Living Area
3,400 sqft
Price/Sqft
$1,116

About this House

Traditional Colonial With High Style And Inspired Elegant Upgrades, 4 New Bathrooms, New Gourmet Kitchen, New Windows, 4 Large Light Filled Bedrooms, Living Room With Fireplace, Sunroom, Family Room, Dining Room, High Ceilings, Hardwood Floors, Large Rooms, Spacious Property Affords Great Privacy With Farmviews. Beach Rights To The Long Island Sound. Walk To Village Lane.
21955 Main Rd, Orient, NY 11957 is a 4 bedroom, 4 bathroom, 3,400 sqft single-family home built in 1955. It last sold for $2,100,000 on Jan 6, 2016. It is currently off market. The Trulia Estimate is $3,795,200, with a rent estimate of $7,550/month.

Home Details for 21955 Main Rd

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Interior Features

Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Community

Units in Building: 1

Lot Information

Lot Area: 2.71 acres

Price History for 21955 Main Rd

DatePriceEventSource
01/06/2016$2,100,000Sold
N/A
10/12/2015$2,200,000Listed For SaleAgent Provided
05/22/2007$1,365,000Sold
N/A

Market trends in Orient

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
14
1MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$3,054,545
Home facts updated by county records

Comparable Sales for 21955 Main Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
20715 Main Road, Orient, NY
0.26
Single-Family Home
$1,150,000
07/08/26
4
2
2,000
595 King Street, Orient, NY
0.60
Single-Family Home
$1,701,320
09/04/25
3
3
2,851
275 Munn Ln, Orient, NY
0.30
Single-Family Home
$1,260,000
05/08/26
4
2
2,075
200 Village Lane, Orient, NY
0.15
Single-Family Home
$850,000
11/17/25
3
2
1,690
900 N View Drive, Orient, NY
0.82
Single-Family Home
$3,150,000
02/05/26
3
2.5
2,127
1620 Village Lane, Orient, NY
0.40
Single-Family Home
$1,751,620
01/13/26
3
2
1,924
215 Hillcrest Drive N, Orient, NY
1.00
Single-Family Home
$3,625,000
03/31/26
3
3
5,837
23530 Main Road, Orient, NY
0.28
Single-Family Home
$830,000
06/26/26
3
2
1,500
305 Narrow River Road, Orient, NY
0.99
Single-Family Home
$2,350,000
11/07/25
3
3.5
2,870
1075 Narrow River Road, Orient, NY
0.96
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 21955 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

LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Air Conditioning

12 rentals with air conditioning in Orient, NY

Explore by feature - Pool

10 rentals with a pool in Orient, NY

Homes for sale near 21955 Main Rd

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Off Market Homes Near 21955 Main Rd

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