250 Osprey Nest Road, Greenport, NY 11944
Local realty services provided by:Better Homes and Gardens Real Estate Green Team
250 Osprey Nest Road,Greenport, NY 11944
$3,596,999
- 4 Beds
- 7 Baths
- 5,220 sq. ft.
- Single family
- Active
Upcoming open houses
- Sat, Sep 2702:00 pm - 03:00 pm
Listed by:gerald j. cibulski sres cbr e-pro
Office:century 21 albertson realty
MLS#:L3590145
Source:OneKey MLS
Price summary
- Price:$3,596,999
- Price per sq. ft.:$689.08
About this home
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. Golf cart community.
Contact an agent
Home facts
- Year built:2024
- Listing ID #:L3590145
- Added:322 day(s) ago
- Updated:September 27, 2025 at 07:42 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:7
- Full bathrooms:5
- Half bathrooms:2
- Living area:5,220 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:ENERGY STAR Qualified Equipment, Forced Air, Hydro Air, Propane
Structure and exterior
- Year built:2024
- Building area:5,220 sq. ft.
- Lot area:0.34 Acres
Schools
- High school:Greenport High School
- Middle school:Greenport High School
- Elementary school:Greenport Elementary School
Utilities
- Water:Public
- Sewer:Septic Tank
Finances and disclosures
- Price:$3,596,999
- Price per sq. ft.:$689.08
- Tax amount:$10,442 (2025)
New listings near 250 Osprey Nest Road
- Open Sat, 1 to 3pmNew$2,650,000Active4 beds 4 baths2,765 sq. ft.
980 Manhanset Avenue, Greenport, NY 11944
MLS# 915982Listed by: COMPASS GREATER NY LLC - New$995,000Active3 beds 2 baths1,800 sq. ft.
151 Central Avenue, Greenport, NY 11944
MLS# 914545Listed by: COMPASS GREATER NY LLC - Coming Soon$5,695,000Coming Soon4 beds 4 baths
160 Sound Drive, Greenport, NY 11944
MLS# 915028Listed by: DOUGLAS ELLIMAN REAL ESTATE - Open Sun, 3 to 4:30pmNew$675,000Active3 beds 2 baths1,540 sq. ft.
73175 Main Road, Greenport, NY 11944
MLS# 910480Listed by: DOUGLAS ELLIMAN REAL ESTATE - Open Sun, 12 to 2pm$1,499,000Active4 beds 2 baths1,835 sq. ft.
609 1st Street, Greenport, NY 11944
MLS# 912884Listed by: THOMAS J MCCARTHY REAL ESTATE - $1,695,000Active3 beds 3 baths1,672 sq. ft.
426 Clark Street, Greenport, NY 11944
MLS# 911159Listed by: CENTURY 21 EXCELSIOR REALTY - $549,000Active0.55 Acres
110 Homestead Way, Greenport, NY 11944
MLS# 907581Listed by: CENTURY 21 CROWN HOMES - $1,750,000Active3 beds 3 baths2,238 sq. ft.
131 6th Street #G7, Greenport, NY 11944
MLS# 862399Listed by: CORCORAN - $265,000Active1 beds 1 baths650 sq. ft.
1000 9th Street #C26, Greenport, NY 11944
MLS# 905812Listed by: CENTURY 21 ALBERTSON REALTY - $995,000Active3 beds 3 baths1,800 sq. ft.
400 Anglers Road, Greenport, NY 11944
MLS# 906377Listed by: DOUGLAS ELLIMAN REAL ESTATE