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255 N Chestnut StreetMassapequa, NY 11758

For Sale

$1,499,000

Smart Buyer Rebate $14,990

Stunning new construction TO BE BUILT, just one block from Plainedge High School and three blocks from village shops, restaurants, and transportation! This beautifully designed Colonial-style home spans approximately 3100 sq. ft. and features 5 bedrooms and 4 baths. Plus additional finished basement of approximately 1000 sq ft. The open and spacious layout boasts a grand double-height entry with intricate millwork and hardwood floors throughout. The high-end chef’s kitchen is equipped with high-end appliances, gas cooking, an oversized center island, a butler's pantry with dry-bar, and additional walk-in pantry, seamlessly flowing into the formal dining room with coffered ceiling and family room with gas fireplace and sliders to yard. The first floor also includes full bath, bedroom, and direct access to a one-car garage. Second floor features a luxurious primary suite with vaulted ceilings, large walk-in closet, and a spa-like bath with radiant heat floors. Additional ensuite bedroom with separate full bath, 2 additional spacious bedrooms which provide ample closet space, complemented by a large designer hall bath and an oversized laundry room with custom cabinetry. Full FINISHED basement. Located in the highly sought-after Plainedge School District.

Listed by Patricia Salegna

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Douglas Elliman Real Estate

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516-921-2262

Last updated November 05, 2025

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Source: OneKey #908708

Listing Facts

  • TypeSingle-family
  • NeighborhoodNorth Massapequa
  • Bedrooms5
  • Bathrooms4
  • Days on Prevu15
  • Size3,100 sqft
  • Price per sqft$484

Amenities

  • Air Conditioning
  • Parking

Location

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Listing History

11/04/2025
Listed by Douglas Elliman Real Estate
$1,499,000

Property Details for 255 N Chestnut Street

Exterior

Construction

  • Year Built: 1956
  • Architectural Style: Colonial
  • Construction Materials: Frame, Stone, Vinyl Siding

Measurements

  • Building Area Units: Square Feet
  • Lot Size Acres: 0.16
  • Lot Size Square Feet: 7,000

Financial

Taxes

  • Parcel Number: 2489-52-223-00-0094-0
  • Tax Year: 2025

Interior

Features

  • Appliances: Stainless Steel Appliance(s)
  • Fireplace Features: Family Room, Gas
  • Fireplace: Yes
  • Flooring: Wood
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Built-in Features, Cathedral Ceiling(s), Chefs Kitchen, Crown Molding, Double Vanity, Dry Bar, Eat-in Kitchen, Entrance Foyer, Formal Dining, High Ceilings, His And Hers Closets, Kitchen Island, Open Floorplan, Pantry, Primary Bathroom, Master Downstairs, Quartz/Quartzite Counters, Recessed Lighting, Soaking Tub, Speakers, Tray Ceiling(s), Walk-In Closet(s), Washer/Dryer Hookup

Measurements

  • Living Area: 3,100
  • Living Area Source: Plans

Rooms

  • Basement: Finished, Full
  • Has Basement: Yes
  • Bathrooms Full: 4
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 5
  • Rooms Total: 13

Parking

Parking

  • Garage Spaces: 1
  • Garage: Yes
  • Parking Features: Garage

Schools

Elementary School

  • Elementary School: Charles E Schwarting School
  • Elementary School District: Plainedge

High School

  • High School: Plainedge Senior High School
  • High School District: Plainedge

Middle or Junior School

  • Middle Or Junior School: Plainedge Middle School
  • Middle Or Junior School District: Plainedge

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Natural Gas, Radiant Floor
  • Laundry Features: Laundry Room
  • Sewer: Public Sewer
  • Utilities: Electricity Connected, Natural Gas Connected, Sewer Connected
  • Water Source: Public

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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.