145 Osprey Nest Rd

Greenport, NY 11944

$1,650,000
Price
4
Beds
2,528 Sq. Ft.
$653 / Sq. Ft.
2,528
Sq. Ft.
$653
per Sq. Ft.
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Outline of Home and Property
Aerial View of Community Beach, Dock and the Peconic Bay
Front of Home
Dock Area
Private Beach
Foyer and Stairwell
Entrance fo Living Room
Living Room
Living Room
Open Living Room and Dining Room
Family Room
Family Room with wall of windows!
Eat-in-Kitchen
Open Dining Room
Open Dining Room and Living Room
Stairwell leading to Four upstairs Bedrooms
Upstairs Landing
Primary Bedroom Ensuite
Primary Bedroom Ensuite
1st Guest Bedroom
2nd Guest Bedroom
3rd Guest Bedroom/Office
Primary Bathroom
1st Floor Full Bath with Laundry Room
Upstairs Guest Bathroom
Full, unfinished Basement
Mahogany Deck and Endless Pool Swim Spa
Endless Pool Swim Spa
Large Mahogany Deck ideal for Entertaining!
Rear of Home and Property
Aerial View of Community Beach, Dock and the Peconic Bay
Aerial View of Community Beach, Dock and the Peconic Bay
Aerial View of Community Beach, Dock and the Peconic Bay
1st Flr- Floor Plan
2nd Flr- Floor Plan
Basement & Garage- Floor Plan
All Floors- Floor Plan

Description

Welcome to 145 Osprey Nest Road, a gem nestled in the heart of the charming Cleaves Point Beach Community. This home, with its resort-like atmosphere, offers an enticing blend of comfort and convenience. As a member of the Community, this property affords use of a private Bay Beach, in addition to having a community marina with some private docks and mooring lots, in a protected inlet off the Peconic Bay. This spacious home boasts four bedrooms and three bathrooms, designed with a modern aesthetic...Welcome to 145 Osprey Nest Road, a gem nestled in the heart of the charming Cleaves Point Beach Community. This home, with its resort-like atmosphere, offers an enticing blend of comfort and convenience. As a member of the Community, this property affords use of a private Bay Beach, in addition to having a community marina with some private docks and mooring lots, in a protected inlet off the Peconic Bay. This spacious home boasts four bedrooms and three bathrooms, designed with a modern aesthetic and an open, airy layout. The primary suite offers a private retreat, while three additional guest bedrooms share a full bath. The home's generous windows and soaring ceiling heights invite an abundance of natural light, creating a warm and inviting atmosphere. The home's living spaces are equally impressive. A cozy family room, a formal living room, and a dining area that flows into an eat-in kitchen, provide ample space for entertaining or relaxing. A wood-burning fireplace adds a touch of rustic charm, and a conveniently located full bath off the kitchen houses a washer/dryer for easy laundry days. The property's exterior is equally impressive. It sits on a generous 1/3 acre corner lot, surrounded by mature hedges for added privacy. The large mahogany deck, with a built-in Endless Pool Swim Spa, is the perfect place to relax and soak in the sun. Before returning indoors, the adjacent outdoor shower is available for your use. Just a stone's throw away, you'll find the bustling Village of Greenport, home to boutique shops, top-rated restaurants, and the Greenport marina in Mitchell Park. The nearby Island’s End Golf & Country Club, vineyards, farms, and beaches, along with the Orient Beach State Park, offer a plethora of leisure activities.

145 Osprey Nest Road is more than just a home; it's a lifestyle. Experience the best of coastal living in a community that welcomes everyone. Don't miss out on this opportunity. Schedule your viewing today!
  1. Listed by Richard Connelly • Douglas Elliman Real Estate
    P: (631)-723-2721 C: (631)-953-5750 richard.connelly@elliman.com
  2. Listed by Susan Connelly • Douglas Elliman Real Estate
    P: (631)-723-2721 C: (631)-487-0366 susan.connelly@elliman.com

Property Details for 145 Osprey Nest Road

City/Township
Southold
Architectural Style
Contemporary
Community Features
Other, Powered Boats Allowed
Garage Spaces
2.00
Waterfront
Yes
Section Area
Snug Harbor Rd
LISTING UPDATED: 05/10/2026 06:45 PM

Property Details for 145 Osprey Nest Road

StatusActive
MLS #990436
Days on Market15
Taxes$11,051 / year
HOA Fees$450 / year
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeSingle Family
Year Built1987
Lot Size0.29 AC / 12,632 SF
CountySuffolk County
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Location

Listing Courtesy of Douglas Elliman Real Estate, Richard Connelly; Douglas Elliman Real Estate, Susan Connelly
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Building Information for 145 Osprey Nest Road

Stories-Year Built1987Building Size-Lot Size0.29 AC / 12,632 SF

Payment Calculator

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$9,267 per month

30 year fixed, 6.46% Interest

Principal and Interest

$8,309

Property Taxes

$921

HOA Dues

$38

The Payment Calculator is for illustrative purposes only.

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Property Information for 145 Osprey Nest Road

Summary
Location and General Information
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: Detached
  • Levels: Three Or More
  • Property Condition: Actual
  • State Or Province: NY
  • Water Access YN: Yes
School Information
  • School District: Greenport
  • Elementary School District: Greenport
  • Elementary School: Greenport Elementary School
  • Middle Or Junior School District: Greenport
  • Middle Or Junior School: Greenport High School
  • High School District: Greenport
  • High School: Greenport High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Room Information
Room 1 Information
  • Room Level: First
  • Room Type: Living Room
Room 2 Information
  • Room Level: First
  • Room Type: Family Room
Room 3 Information
  • Room Level: First
  • Room Type: Dining Room
Room 4 Information
  • Room Level: First
  • Room Type: Kitchen
Room 5 Information
  • Room Level: First
  • Room Type: Bathroom 1
  • Room Description: Full Bath with Washer/Dryer
Room 6 Information
  • Room Level: Second
  • Room Type: Primary Bedroom
  • Room Description: Primary Ensuite with Full Bath
Room 7 Information
  • Room Level: Second
  • Room Type: Bedroom 2
  • Room Description: Guest Bedroom
Room 8 Information
  • Room Level: Second
  • Room Type: Bedroom 3
  • Room Description: Guest Bedroom
Room 9 Information
  • Room Level: Second
  • Room Type: Bedroom 4
  • Room Description: Guest Bedroom
Room 10 Information
  • Room Level: Second
  • Room Type: Bathroom 3
  • Room Description: Full Bath
Room 11 Information
  • Room Level: Basement
  • Room Type: Basement
  • Room Description: Full, Unfinished Basement
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 1000-035-00-06-00-036-000
  • Additional Fees: Yes
  • Additional Fee Frequency: Annually
  • Additional Fee Description: Annual Association Fee
  • Association Amenities: Other, Powered Boats Allowed
  • Association Fee: $450.00
  • Association Fee Includes: Common Area Maintenance, Other, Snow Removal
  • Association Fee Frequency: Annually
  • Tax Source: Municipality
  • Tax Year: 2025.0
  • Association: Yes
Income & Expenses Information
Income & Expenses Information
  • Additional Fees: 450.0
Interior and Exterior Features
Interior Features
  • Amenities: Beach Access, Ceiling Fan(s), Contemporary, Deck, Eat in Kitchen, Fire Alarm, First Floor Full Bath, Garage(s), Granite Counters, Hardwood Floors As Seen, High Ceilings, In Bathroom, Laundry Room, Living Room, Open Floorplan, Open Kitchen, Other, Outdoor Pool, Oversized Windows, Powered Boats Allowed, Primary Bathroom, Public, Recessed Lighting, Sky Light, Smoke Detector(s), Storage, Tile, Walk Through Kitchen, Wall of Windows, Water Access, Wood Burning
  • Interior Features: First Floor Full Bath, Ceiling Fan(s), Eat-in Kitchen, Granite Counters, High Ceilings, Open Floorplan, Open Kitchen, Primary Bathroom, Recessed Lighting, Storage, Walk Through Kitchen
  • Appliances: Dishwasher, Dryer, Electric Oven, Electric Range, Microwave, Refrigerator, Washer
  • Number Of Kitchens: 1.0
  • Total Rooms: 8
  • Basement: Full, Storage Space, Unfinished
  • Attic Description: Scuttle
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Fireplace Features: Living Room, Wood Burning
  • Location Amenities: Motor Boats Allowed, Hardwood Floors As Seen, Eat in Kitchen, Granit Countertops, High Ceilings, Open Kitchen, Storage, Walk Through Kitchen, Deck, Pool Outdoor, Water Access, Oversized Windows, Sky Light, Wall of Windows
  • Laundry Features: In Bathroom, Laundry Room
  • Security Features: Fire Alarm, Smoke Detector(s)
  • Window Features: Oversized Windows, Skylight(s), Wall of Windows
  • Flooring: Hardwood, Tile
  • Living Area: 2,528.00
  • Foundation Details: Concrete Perimeter
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Other, Outdoor Pool, Deck, Attached, Driveway, Garage, Oversized Windows, Skylight(s), Wall of Windows, Powered Boats Allowed, Corner Lot, Landscaped, Level, Near Golf Course, Near Shops
  • Elevation Certificate: No
  • Patio And Porch Features: Deck
  • Construction Materials: Wood Siding
  • Other Structures: Garage(s)
  • Waterfront Features: Beach Access, Water Access
  • Horse: No
  • Pool Private: Yes
  • Pool Features: Other, Outdoor Pool
  • Pool Details: Other,Outdoor Pool
Lot Information
  • Lot Features: Corner Lot, Landscaped, Level, Near Golf Course, Near Shops
  • Additional Parcel: No
  • Site Features: Other, Powered Boats Allowed, Corner Lot, Landscaped, Level, Near Golf Course, Near Shops
  • Building Area Units: Square Feet
Parking
  • Parking Features: Attached, Driveway, Garage
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Baseboard, Oil
  • Heat Fuel Type: Baseboard, Oil
  • Number Of Heating Zones: 2
  • Sewer: Septic Tank
  • Water Source: Public
  • Utilities: Cable Connected, Electricity Connected, Water Connected
Green Features
  • Green Features: Oversized Windows, Skylight(s), Wall of Windows, Dishwasher, Dryer, Electric Oven, Electric Range, Microwave, Refrigerator, Washer, Baseboard, Oil, Other, Outdoor Pool
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 145 Osprey Nest Road

DateEvent & SourcePriceAppreciation
Apr 25, 2026

Listed (Active)

ONEKEY #990436

$1,650,000—
DateEvent & SourcePrice
04/25/2026

Listed (Active)

ONEKEY #990436

$1,650,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 145 Osprey Nest Road

Taxable ValueLand$1,100Additions$5,250Total$6,350
Home Facts
Beds0Lot Size12,632 SqFtStyleSingle Family ResidenceZoningR-40CountySUFFOLKAPN1000-035.00-06.00-036.000

Schools near 145 Osprey Nest Road

This home is within Greenport Union Free School District.
Rating
School
Type
Grades
Distance
Greenport Elementary School
Public - PK to 6
Greenport High School
Public - 7 to 12
Rating
School
Distance
Greenport Elementary School
PublicPK to 6

Greenport High School
Public7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 145 Osprey Nest Road, Greenport, NY 11944

145 Osprey Nest Road is a single family home for sale in Greenport, NY 11944. This property was listed for sale on April 25, 2026 by Douglas Elliman Real Estate, it's currently listed at $1,650,000. This listing's school district is Greenport Union Free School District. Nearby schools include Greenport Elementary School and Greenport High School. 145 Osprey Nest Road is a 4-bed, 3-bath, 2,528 sqft single family home built in 1987.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Douglas Elliman Real Estate, Richard Connelly; Douglas Elliman Real Estate, Susan Connelly

Based on information submitted to the MLS GRID as of 05/10/2026 06:45 PM. 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. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.