290 Windward Rd, Orient, NY 11957
Property image
Property image
OFF MARKET

$300,000

Last sold price
  • 5 Beds
  • 4 Baths
  • 4,200 sqft (on 1.02 acres)

290 Windward Rd, Orient, NY 11957

Currently Off Market - Sold Jun 2, 2017 for $300,000

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2670 Grandview Drive, Orient, NY
0.69
Single-Family Home
$4,000,000
07/02/26
6
6.5
6,800
175 Uhl Lane, Orient, NY
0.99
Single-Family Home
$770,000
05/29/26
4
2.5
2,100
815 Uhl Lane, Orient, NY
1.11
Single-Family Home
$1,450,000
06/10/26
4
3.5
2,700
2000 Greenway East E, Orient, NY
0.71
Single-Family Home
$875,000
10/27/25
3
2
1,621
685 Greenway W, Orient, NY
0.61
Single-Family Home
$825,000
04/23/26
2
2
1,264
655 N Sea Drive, Orient, NY
1.17
Single-Family Home
$2,100,000
10/30/25
4
4.5
4,028
1680 Lands End Road, Orient, NY
1.39
Single-Family Home
$1,900,000
09/02/26
4
4
3,359
215 Hillcrest Drive N, Orient, NY
1.19
Single-Family Home
$3,625,000
03/31/26
3
3
5,837
65 Greenway W, Orient, NY
0.63
Single-Family Home
$968,000
06/10/26
2
1
962
255 S View Drive, Orient, NY
1.15
Single-Family Home
$2,100,000
09/14/26
3
3
2,538

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
735 Bight Rd, Orient, NY 11957
0.17
-
-
-
-
Off Market
695 E Pettys Drive, Orient, NY 11957
0.27
-
-
-
-
Off Market
34600 Main Rd, Orient, NY 11957
0.35
-
6
5.5
5,500
Off Market
555 Grandview Drive, Orient, NY 11957
0.36
$2,367,000
4
4.5
4,300
Off Market
75 Pettys Drive, Orient, NY 11957
0.39
$2,100,000
-
-
-
For Sale
35335 Main Rd, Orient, NY 11957
0.44
$2,636,400
3
3
2,800
Off Market
1405 Terry Lane, Orient, NY 11957
0.43
$3,059,800
3
2.5
2,200
Off Market
1640 Grandview Dr, Orient, NY 11957
0.48
$4,250,000
5
4.5
5,200
For Sale
1110 Terry Ln, Orient, NY 11957
0.54
$1,623,400
3
1.5
2,086
Off Market
1790 Grandview Dr, Orient, NY 11957
0.51
$3,441,700
4
3.5
3,900
Off Market
420 Willow Terrace, Orient, NY 11957
0.55
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 290 Windward Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2024
1.02 acre lot
4,200 sqft
Garage

About this House

This modern custom-built home, spanning 4200 square feet, is a masterpiece of architectural design, meticulously crafted with thoughtful details at every turn. Situated in the serene landscape of the North Fork, this property boasts breathtaking views that will captivate and inspire. Upon entering, you're greeted by an open pavilion like great room maximizing natural light and panoramic vistas. The interior features sleek lines, high ceilings, and premium finishes, creating a contemporary yet inviting atmosphere. The kitchen is a chef's dream, equipped with state-of-the-art, energy-efficient appliances that make cooking a joy. With ample counter space, custom cabinetry, and a spacious island, it's perfect for both intimate dinners and entertaining guests. The tranquility of the North Fork surrounds this home, offering a peaceful retreat from the hustle and bustle of everyday life. Whether you're lounging on the expansive patio, taking a dip in the pool, or strolling down to the Long Island Sound, you'll find serenity and relaxation at every turn. Beyond the property's boundaries, the North Fork offers an array of attractions to explore. From stunning beaches and charming farms to world-renowned vineyards, fine dining establishments, and boutique shopping, there's something for everyone to enjoy. This architectural gem combines luxury, functionality, and natural beauty to create an unparalleled living experience. Whether you're seeking a tranquil retreat or a sophisticated entertainer's paradise, this custom-built home is sure to exceed your expectations.
290 Windward Rd, Orient, NY 11957 is a 5 bedroom, 4 bathroom, 4,200 sqft single-family home built in 2024. It last sold for $300,000 on Jun 2, 2017 (89% below the $2,699,000 asking price). This property is not currently displayed as for sale or rent on Trulia.
Contact this Building
Property Website
Source: Out East, MLS#382385

Home Details for 290 Windward Rd

Interior Features

Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 4200 Square Feet
Heating & Cooling
Has CoolingAir Conditioning: Central AirNo Heating
Fireplace & Spa
Has a FireplaceNo Spa
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Has a Private Pool
Parking & Garage
No CarportHas a GarageNo Attached GarageParking: GarageDetached
Pool
Pool: HeatedPool
Frontage
Not on Waterfront

Property Information

Year Built
Year Built: 2024
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Is a New Construction
Property Information
Condition: New Construction

Price & Status

Price
List Price: $2,699,000

Active Status

MLS Status: Active

Location

Direction & Address
City: Orient

Building

Building Area
Building Area: 4200 Square Feet

Lot Information

Lot Area: 1.02 Acres

Miscellaneous

BasementMls Number: 382385Listing UrlWater ViewWater View: Water

Price and Tax history

DateEventPrice
Mar 26, 2026
Source: OneKey® MLS as distributed by MLS GRID #828203
PriceChange
$2,499,999
Price decreased by 7%
Jul 31, 2024
Source: OneKey® MLS as distributed by MLS GRID #3533473
PriceChange
$2,699,000
Price decreased by 14%
Jun 18, 2024
Source: OneKey® MLS as distributed by MLS GRID #3533473
PriceChange
$3,150,000
Price decreased by 10%
Mar 7, 2024
Source: OneKey® MLS as distributed by MLS GRID #3533473
Listed For Sale
$3,499,999
Jun 2, 2017
Source: N/A
Sold
$300,000

Market trends in Orient

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

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

Frequently asked questions about 290 Windward Rd

  • What is the price history for 290 Windward Rd?
    290 Windward Rd in Orient, NY last sold for $300,000 in June 2017.
  • 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.
  • What are the closest schools to 290 Windward Rd?
    The closest schools to 290 Windward Rd in Orient, NY are Greenport High School (Middle, rated 5/10), Oysterponds Elementary School (Pre-K, rated 4/10).
  • Does 290 Windward Rd have air conditioning?
    Yes, 290 Windward Rd in Orient, NY has air conditioning.
  • Does 290 Windward Rd have a pool?
    Yes, 290 Windward Rd in Orient, NY has a pool.

Explore by feature - Air Conditioning

11 rentals with air conditioning in Orient, NY

Explore by feature - Pool

8 rentals with a pool in Orient, NY

Explore by feature - Washer/dryer

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Off Market Homes Near 290 Windward Rd

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