27840 Main Rd, Orient, NY 11957
Property image
Property image
OFF MARKET

$1,612,400

Trulia Estimate
as of Sep 17, 2026
  • 3 Beds
  • 2.5 Baths
  • 2,110 sqft (on 2.20 acres)

27840 Main Rd, Orient, NY 11957

Home Highlights

Single-Family Home
2.2 acre lot
2,110 sqft
$764/sqft

Local Information

  • Map ViewExplore the area around 27840 Main Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Rental Registration #: 1128 A glamorous getaway! You won't know if you are tucked away in Tuscany or the South of France! This recently renovated Modernist home is nestled amongst your own private vineyard with incredible farm vistas, imparting a spa retreat vibe. A large pool reaching out towards the horizon. Cozy up by the firepit or have lunch alfresco under the vineyard pergola and enjoy incredible privacy! 3 bedrooms, 2.5 baths, 2-week rental. Minutes to the best of everything the North Fork has to offer - local farm stands, beaches, renowned restaurants, (check out Duryea's) Village Lane, Orient State Park and Greenport Village! Contact me - This Could Be You! Either 8/8-8/22 or 8/10-8/24 available at: $38,500.00.
27840 Main Rd, Orient, NY 11957 is a 3 bedroom, 3 bathroom, 2,110 sqft single-family home. It last sold for $560,000 on Aug 9, 2019 (627% above the $77,000 asking price). More recently, it was listed as a rental in October 2025 with an asking price of $77,000 per month. That rental listing was removed on March 30, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,612,400, with a rent estimate of $6,233/month.

Home Details for 27840 Main Rd

Interior Features

Heating & Cooling
Heating: FireplaceAir ConditioningCooling System: Central AirHeating Fuel: Fireplace
Fireplace & Spa
Fireplace

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Exterior Features

Pool
Pool
Parking & Garage
Parking: None

Lot Information

Lot Area: 0.00 Acres

Comparable Sales for 27840 Main Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
900 N View Drive, Orient, NY
0.54
Single-Family Home
$3,150,000
02/05/26
3
2.5
2,127 sqft
255 S View Drive, Orient, NY
0.37
Single-Family Home
$2,100,000
09/14/26
3
3
2,538 sqft
215 Hillcrest Drive N, Orient, NY
0.46
Single-Family Home
$3,625,000
03/31/26
3
3
5,837 sqft
23530 Main Road, Orient, NY
0.82
Single-Family Home
$830,000
06/26/26
3
2
1,500 sqft
275 Munn Lane, Orient, NY
1.32
Single-Family Home
$1,260,000
05/08/26
4
2
2,075 sqft
200 Village Lane, Orient, NY
1.01
Single-Family Home
$850,000
11/17/25
3
2
1,690 sqft
20715 Main Road, Orient, NY
1.28
Single-Family Home
$1,150,000
07/08/26
4
2
2,000 sqft
2670 Grandview Drive, Orient, NY
0.66
Single-Family Home
$4,000,000
07/02/26
6
6.5
6,800 sqft
1075 Narrow River Road, Orient, NY
1.19
Single-Family Home
$1,800,000
12/09/25
4
2.5
2,264 sqft
1620 Village Lane, Orient, NY
1.23
Single-Family Home
$1,751,620
01/13/26
3
2
1,924 sqft

Nearby homes

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Rental Market Trends in Orient

Last updated Sep 2026
Trulia Rent Estimate$6,233/mo
Average rent
$20K
$5KMoM
Available listings
15
View rental market trends in Orient, NY

Around this home

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

Price and Tax history

DateEventPrice
Mar 30, 2026
Source: Zillow Rentals
ListingRemoved
$77,000
Oct 31, 2025
Source: Zillow Rentals
Listed For Rent
$77,000
Aug 9, 2019
Source: OneKey® MLS as distributed by MLS GRID #L3042600
Sold
$560,000
Aug 9, 2019
Source: Agent Provided
PendingToActive
$599,000
Aug 9, 2019
Source: Agent Provided
Pending
$599,000

Frequently asked questions about 27840 Main Rd

  • What is 27840 Main Rd estimated to be worth?
    Trulia's estimated value for 27840 Main Rd in Orient, NY is $1,612,400.
  • What is the price history for 27840 Main Rd?
    27840 Main Rd in Orient, NY last sold for $560,000 in August 2019.
  • Is Orient a buyer's or seller's market?
    Orient is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Orient?
    Residents describe Orient, NY as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Orient, NY.
  • Does 27840 Main Rd have air conditioning?
    Yes, 27840 Main Rd in Orient, NY has air conditioning.
  • Does 27840 Main Rd have a pool?
    Yes, 27840 Main Rd in Orient, NY has a pool.

Homes for rent near 27840 Main Rd

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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