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$2,699,000

290 Windward Rd Orient, NY 11957

5 beds
4 full
4,200 sqft
1.0 acres
$643 / sqft
House

Property details

About 290 Windward Rd

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.

Highlights

Home typeSingle Family Residence
HeatingPropane
StatusActive
CoolingCentral Air
Size4,200 sqft
BasementYes
Lot size1.02 Acres
Year built2023
MLS #828203
Garage2 spaces

Summary

  • Full Bathrooms: 4
  • Appliances: Cooktop, Dishwasher, Dryer, Electric Cooktop, Electric Oven, ENERGY STAR Qualified Appliances, Freezer, Microwave, Refrigerator, Washer, Gas Water Heater, Wine Cooler
  • Basement: Yes
  • Interior: First Floor Bedroom
  • Total Bedroom Count: 5
  • Garage Space: 2 spaces
  • Architectural Style: Modern
  • Heating: Propane
  • Cooling: Central Air
  • List Price: $2,699,000
  • Price/SqFt: $642
  • Annual Tax Amount: $1,305
  • Tax Year: 2022
  • Year Built: 2023
  • Living Area: 4,200 SqFt
  • Lot Size: 1.02 Acres
  • MLS Number: 828203
  • MLS Name: ONEKEY2
  • Office Name: Compass Greater NY LLC
  • Office Phone: (516) 924-0729

IDX Listings courtesy of OneKey MLS as distributed by MLS GRID.

All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS.

DMCA Notice

IDXThe data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the OneKey™ MLS. Real Estate listings held by brokerage firms other than this broker are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers. This information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed.

Information Copyright 2025, OneKey™ MLS. All Rights Reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

This advertisement does not suggest that the broker has a listing in this property or properties or that any property is currently available.
Last updated on: 7/24/2025, 6:41:28 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Price information

Property sales

DateEventPrice
Jun 02, 2017
Home Sold
$300,000
Dec 17, 2007
Home Sold
$340,000

Tax history

YearAssessmentProperty Tax
2023$7,500$-
2022$3,500$1,305
2021$1,500$1,305
2020$1,500$1,268
2019$1,500$670
2018$1,500$1,312

History based on county public records data.

Nearby schools

3

Greenport Elementary School

Public District PK-6

6.3 mi

720 Front St

7

Mile Creek School

Public District KG-5

10.0 mi

205 Mile Creek Rd

7

Southold Elementary School

Public District KG-6

10.6 mi

420 Oaklawn Ave

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $82,072. The most common annual income of people living in Orient, NY is between $35k-100k. Most families are single, no kids. Most residents in this area have post secondary degree education.

How much money do the neighbors make?

18%
<35k
47%
35k-100k
21%
100k-200k
14%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree

What types of families live nearby?

46%
Single, No Kids
7%
Single, with Kids
36%
Married, No Kids
11%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

8%
<11 yrs old
6%
12-17 yrs old
8%
18-34 yrs old
45%
35-64 yrs old
33%
65+ yrs old

What do the neighbors do for fun?

  • HuntingHunting
  • Figure SkatingFigure Skating
  • NASCARNASCAR

Where do the neighbors shop?

  • DillardsDillards
  • Dick's Sporting GoodsDick's Sporting Goods
  • Dollar GeneralDollar General

Where do the neighbors go to eat?

  • Cracker BarrelCracker Barrel
  • Texas RoadhouseTexas Roadhouse
  • ApplebeesApplebees

What do the neighbors drive?

  • CadillacCadillac
  • SubaruSubaru
  • OldsmobileOldsmobile

What do the neighbors listen to?

  • News/Talk/InformationNews/Talk/Information
  • New CountryNew Country
  • Classic CountryClassic Country
All data provided by Home Junction and Claritas

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Frequently asked questions

About 290 Windward Rd

The listing price of 290 Windward Rd property is $2,699,000.

The property 290 Windward Rd is a house located in Orient, New York, 11957.

Active Listing: 290 Windward Rd is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 290 Windward Rd are: Greenport Elementary School (GreatSchools Rating 3/10), Mile Creek School (GreatSchools Rating 7/10), Southold Elementary School (GreatSchools Rating 7/10), Old Saybrook Middle School (GreatSchools Rating 7/10), Springs School (GreatSchools Rating 5/10), Lyme - Old Lyme Middle School (GreatSchools Rating 8/10), Greenport High School (GreatSchools Rating 5/10), Shelter Island School (GreatSchools Rating 5/10), Southold Jr. / Sr. High School (GreatSchools Rating 5/10).

According to the records, the last property tax for 2022 is $1,305 (source: MLS/based on county public records data).

The last sale was on June 2, 2017 for $300,000 (source: MLS/tax record).

The property at 290 Windward Rd has 5 bedrooms and 4 bathrooms.

The property 290 Windward Rd is 4,200 SqFt (source: MLS/tax record).

The year of construction for 290 Windward Rd is 2023.

This home is located at 290 Windward Rd in Orient, NY and zip code 11957 in the Orient neighborhood. This 4,200 square foot home, which was built in 2023, sits on a 1.02 acre lot. Features: 5 bedrooms, 4 bathrooms. It has been listed on Rocket Homes since February 25, 2025 and is currently priced at $2,699,000.

Over 8 listings were sold over their listed price in June 2025 in Orient, NY. In the same period over 15 listings were sold below the listed price and 3 listings were sold for the listed price. The inventory of homes for sale in Orient, NY between May and June 2025 increased by 2.8%. In June 2025 median list price was $999,000 and the average listing age was 55 days.

From Rocket Homes Real Estate and based on county public records data.

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