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265 Jennings AvenuePatchogue, NY 11772

For Sale

$1,699,000

Smart Buyer Rebate $16,990

A Rare Historic Dutch Colonial Estate in Patchogue | 265 Jennings Avenue & 360 North Ocean Avenue
Welcome to a remarkable piece of Patchogue history! Set on over two sprawling acres. This circa-1896 Dutch Colonial estate offers a rare blend of timeless elegance, historic character, gracious living, and endless possibilities. Surrounded by specimen plantings, stately oak trees, and mature landscaping, this distinctive six-bedroom, 4.5-bath home features oversized windows, abundant natural light, two staircases, and beautifully proportioned rooms that blend historic charm with everyday comfort. With frontage on both North Ocean Avenue and Jennings Avenue, the property offers a unique setting and exceptional potential. The North Ocean Avenue frontage includes over one acre of possible subdivision property, subject to applicable approvals. The Jennings Avenue side enjoys a picturesque neighborhood setting, with a secluded in-ground saltwater pool nestled within the expansive grounds. A grand Dutch door with leaded glass welcomes you into the spacious foyer, where hardwood floors and generous closets introduce the home's timeless character. To the right, the formal dining room features French doors, a bay window, chair rail detailing, and hardwood floors. To the left, the elegant living room offers French doors, a wood-burning fireplace with a Federal-style mantel, and built-in display cabinets. Both rooms provide wonderful spaces for entertaining.
The inviting den showcases beamed ceilings, rich wood paneling, a second wood-burning fireplace, built-in bookcases, and a dry-bar alcove. A nearby half bath adds convenience. The den opens toward a spacious screened-in porch overlooking the grounds and pool. An adjoining hot tub room creates a special retreat, featuring cedar ceilings, skylights, and walls of windows that fill the space with natural light.
Designed for entertaining and everyday living, the oversized L-shaped eat-in kitchen features a generous island, double wall ovens, and a walk-in pantry. An adjoining butler's pantry and bar room offers granite countertops, custom cabinetry, and a wet bar. Also on this level is a bedroom or home office with a full bath, along with a cloakroom and an expansive laundry room with space for an additional refrigerator or freezer and a utility sink. Upstairs, the oversized primary suite offers hardwood floors, multiple walk-in closets, and an en-suite bath. Four additional bedrooms feature pine hardwood floors, including one with its own full bath, while a central hallway bathroom serves the second floor. A staircase leads to the full-length attic, complete with a cedar closet and additional insulation. The full basement offers flexible space for a recreation room, home theater, fitness area, or additional storage. Outside, the expansive grounds provide a beautiful backdrop for entertaining, relaxing, and enjoying the seasons. The private saltwater pool creates a secluded oasis, while the detached three-car garage offers ample parking, storage, and hobby space. Stairs lead to an expansive upper level within the garage with potential for an artist's studio or additional guest space, subject to applicable approvals. Rich in history and distinctive architectural character, this extraordinary estate offers a rare opportunity to own a substantial historic property with remarkable grounds, versatile living spaces, and exciting future possibilities. Experience the charm, privacy, and potential of this one-of-a-kind Patchogue residence. Schedule your private showing today!

Listed by William Galati

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Signature Premier Properties

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631-765-6000

Last updated October 30, 2026

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Source: OneKey #1060454

Listing Facts

  • TypeSingle-family
  • NeighborhoodNorth Patchogue
  • Bedrooms6
  • Bathrooms5
  • Days on Prevu5
  • Taxes$19,367.64/year
  • Size4,754 sqft
  • Price per sqft$357

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

10/26/2026
Listed by Signature Premier Properties
$1,699,000
  1. 10/26/2026$1,699,000
    Listed by Signature Premier Properties

Property Details for 265 Jennings Avenue

Exterior

Construction

  • Window Features: Aluminum Frames, Double Pane Windows, Oversized Windows, Skylight(s)
  • Year Built: 1896
  • Architectural Style: Colonial, Farmhouse, Mini Estate
  • Construction Materials: Cedar, Stone

Features

  • Direction Faces: East
  • Fencing: Back Yard, Wood
  • Patio And Porch Features: Porch, Screened
  • Pool Features: Fenced, In Ground, Pool Cover, Salt Water, Vinyl
  • Pool Private: Yes

Measurements

  • Building Area Total: 4,754
  • Building Area Units: Square Feet
  • Lot Features: Back Yard, Front Yard, Garden, Interior Lot, Landscaped, Near Public Transit, Near School, Near Shops, Secluded, Split Possible, Sprinklers In Rear
  • Lot Size Acres: 1.06
  • Lot Size Square Feet: 46,174

Financial

Taxes

  • Parcel Number: 0200-973-20-03-00-021-000
  • Tax Annual Amount: $19,367.64
  • Tax Assessed Value: $4,200.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Dishwasher, Dryer, Gas Cooktop, Gas Oven, Refrigerator, Washer, Gas Water Heater
  • Fireplace Features: Family Room, Living Room, Wood Burning
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Carpet, Hardwood, Laminate
  • Interior Features: Built-in Features, Chefs Kitchen, Crown Molding, Eat-in Kitchen, Entrance Foyer, Formal Dining, His And Hers Closets, Kitchen Island, Natural Woodwork, Pantry, Primary Bathroom, Recessed Lighting, Storage, Walk Through Kitchen, Washer/Dryer Hookup, Wet Bar

Measurements

  • Living Area: 4,754
  • Living Area Source: CubiCasa

Rooms

  • Basement: Full, Storage Space, Unfinished
  • Has Basement: Yes
  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 6
  • Rooms Total: 13

Other

General

  • Exclusions: Crystal Chandelier in Dining Room and garden statuaries

Parking

Parking

  • Garage Spaces: 3
  • Garage: Yes
  • Parking Features: Driveway, Garage

Schools

Elementary School

  • Elementary School: Medford Elementary School
  • Elementary School District: Patchogue-Medford

High School

  • High School: Patchogue-Medford High School
  • High School District: Patchogue-Medford

Middle or Junior School

  • Middle Or Junior School: South Ocean Middle School
  • Middle Or Junior School District: Patchogue-Medford

Utilities

Equipment

  • Cooling: Ductless, Wall/Window Unit(s)
  • Heating: Natural Gas
  • Other Equipment: Generator, Pool Equip/Cover
  • Sewer: Cesspool
  • Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Phone Connected, Trash Collection Public, Water Connected
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 6 bedrooms and 5 bathrooms in this single-family home at 265 Jennings Avenue.

What schools are nearby to 265 Jennings Avenue?

Nearby schools include the Medford Elementary School, South Ocean Middle School, and Patchogue-Medford High School.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 265 Jennings Avenue.

What are the annual taxes for 265 Jennings Avenue?

Annual taxes for this single-family home are estimated at $19,367.

How does 265 Jennings Avenue compare to other single-family homes in North Patchogue?

This single-family home is listed 141% above the average price for single-family homes in North Patchogue and has been on the market for 34 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 4,754 sqft.

265 Jennings Avenue is a 6-bedroom, 5-bath single-family home for sale in Patchogue NY 11772. Listed on Prevu for 5 days at $1,699,000. This residence features 4,754 square feet of living space, located in North Patchogue. The median listing price for single-family homes in this area is $569,900. Nearby schools include Medford Elementary School, South Ocean Middle School, and Patchogue-Medford High School. The home offers private outdoor space, dishwasher, parking, swimming pool, and washer/dryer. Explore more single-family home listings in Suffolk County.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. 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. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2026, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.