250 Osprey Nest Road
Greenport, NY 11944
- 4 beds
- 7 baths
- 5,220 sqft
- 14,810 sqft lot
- $708 per sqft
- 2024 build
- – on site
You Have to See It in Person, This Home Feels Even More Incredible Than the Photos Show! People always say, “Wow, I knew it was going to be beautiful, but I didn’t expect it to feel like this!” There’s something about stepping inside that just clicks, the way the light moves through the space, the seamless indoor-outdoor flow, and the effortless luxury in every detail. If you think the photos are stunning, wait until you walk through the door. Stunning Resort-Style Home with Modern Smart Features on the North Fork Discover a new level of luxury and sophistication in this North Fork masterpiece, the latest in a series of meticulously designed homes with exceptional amenities. This residence captures the essence of resort living, surrounded by the tranquil Islands End public golf course, the ever-popular Hellenic restaurant, and deeded sandy beach access with sweeping views of Shelter Island and the iconic Orient Lighthouse. The neighborhood beach and park offer paddleboard and kayak stations along the marina, but if you’re a boater, you’re in for a treat—private community boat slips give you direct access to the water. From here, it’s just a few nautical miles to Orient Point for world-class fishing or a short ride around the jetty to Greenport Village Harbor, where you can dock for dinner, stroll the waterfront, or explore the vibrant local scene. A Smart Home That Works for You This isn’t just a home—it’s an experience. Designed for both comfort and convenience, the state-of-the-art smart home system gives you remote access to: X Lighting and ambiance control X Heating and air conditioning settings X Whole-home indoor and outdoor audio X TVs in the second-floor lounge, main living areas, and a private basement media room Whether you’re arriving for the weekend or living here full-time, everything is dialed in and ready before you even step inside. Space, Style & Effortless Comfort The expansive floor plan offers not one, but two luxurious owner’s suites—one on the main level for ease of access and another on the second floor, offering a private retreat with elevated views. Two additional guest suites with en-suite baths provide space for friends and family to stay in complete comfort. The sleek, modern design is all about indoor-outdoor living, with oversized sliders that open onto a stunning backyard oasis. Your Private Resort Awaits Step outside, and the magic continues. The elegant pool with a waterfall feature and LED evening lighting sets the stage for unforgettable summer nights. An optional outdoor kitchen, spacious dining area, and cozy fireplace lounge create the perfect setting for entertaining—or simply unwinding after a day on the water. Every inch of this home has been thoughtfully designed across three levels, blending top-tier craftsmanship, effortless functionality, and modern elegance. This is more than just a house—it’s a lifestyle. A rare opportunity to own a slice of resort-like paradise on the North Fork. You have to see it to believe it.
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Last updated May 20, 2025
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MLS# L3590145 —
Upcoming Open Houses
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Friday, 5/23
7pm-8pm
The Building
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Year Built:2024
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Basement:true
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Architectural Style:Modern
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Construction Materials:Blown-In Insulation, Cedar, Shake Siding, Stone
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Patio And Porch Features:Covered, Patio, Porch
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# of Total Units:1
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Year Built Effective:2025
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Foundation Details:Concrete Perimeter
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Exterior Features:Speakers
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Window Features:Casement, ENERGY STAR Qualified Windows
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Security Features:Video Cameras
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Laundry Features:Laundry Room
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Accessibility Features:Accessible Bedroom, Accessible Central Living Area, Accessible Full Bath, Smart Technology
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Attic:Partial
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Direction Faces:South
Interior
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Levels:Three Or More
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Living Area:5220
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Total Rooms:11
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Interior Features:Cathedral Ceiling(s), Master Downstairs, Primary Bathroom, Smart Thermostat, Speakers
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Fireplace Features:Gas, Living Room, Masonry, Wood Burning
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Fireplaces Total:2
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Fireplace:true
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Flooring:Hardwood
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Additional Rooms:Library/Den
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Room Description:Gym - Game - TV Room||Full Bathroom||Home Office||Living Room- DR- Kitchen- Laundry- !/2 Bath - Primary Suite||Loft TV Room- Beverage Center, Desk- 1/2 Bath||2nd Primary Suite ||2 additional Bedrooms with attached full baths
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# of Kitchens:1
Financial & Terms
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Lease Considered:false
The Property
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Fencing:Back Yard
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Lot Features:Back Yard, Front Yard, Landscaped, Near Golf Course, Private, Sprinklers In Front, Sprinklers In Rear
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Lot Size Acres:0.34
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Parcel Number:1000-035-00-06-00-016-000
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Property Type:Residential
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Property Subtype:Single Family Residence
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Lot Size SqFt:14,810 Sqft
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Property Attached:true
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Property Condition:New Construction
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Additional Parcels:false
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Waterfront:false
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Water Access:Yes
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Road Frontage Type:Private Road
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Road Responsibility:Private Maintained Road
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Other Equipment:Generator, Irrigation Equipment
Listing Agent
- Contact info:
- Agent phone:
- (631) 404-2507
- Office phone:
- (631) 765-3800
Taxes
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Tax Year:2025
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Tax Source:Municipality
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Tax Annual Amount:10441.86
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Tax Lot:16
Beds
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Total Bedrooms:4
Baths
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Full Baths:5
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Half Baths:2
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Total Baths:7
Heating & Cooling
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Heating:ENERGY STAR Qualified Equipment, Propane, Forced Air, Hydro Air
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Cooling:Central Air
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# of Heating Zones:3
Utilities
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Sewer:Septic Tank
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Utilities:Cable Connected, Electricity Connected, Propane, Underground Utilities, Water Connected
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Water Source:Public
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Electric Company:Pseg
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Electric:Generator
Appliances
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Appliances:Tankless Water Heater
Schools
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High School:Greenport High School
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Elementary School:Greenport Elementary School
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High School District:Greenport
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Middle School:Greenport High School
The Community
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Association:true
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Seasonal:No
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Senior Community:false
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Additional Fees:Yes
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Subdivision Name:Maple Lane Cleaves Point Beach Association
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Association Fee:250
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Association Fee Frequency:Annually
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Pool Features:In Ground
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Pool Private:true
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Spa:false
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Association Fee Includes:Common Area Maintenance, Snow Removal
Parking
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Parking Features:Private, Attached
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Garage:true
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Garage Spaces:1
Monthly cost estimate

Asking price
$3,696,999
Expense | Monthly cost |
---|---|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$19,796
|
Taxes | $870 |
Insurance | $1,016 |
HOA fees | $21 |
Utilities | $278 See report |
Total | $21,981/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
Date | Event | Source | Price | % Change |
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4/26/25
Apr 26, 2025
|
Price Changed | ONEKEY | $3,696,999 | -2.7% |
11/16/24
Nov 16, 2024
|
Listed / Active | ONEKEY | $3,799,999 |