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$1,499,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Car Garage
  • Updated 5 days ago
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See This Home
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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.

Full Property Details for 255 N Chestnut St

General

  • Price: $1,499,000
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 908708
  • Updated: 11/4/2025
  • Added to Site: 73 day(s) ago

Interior

  • Number of Rooms: 13
  • 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
  • Fireplace: Yes
  • Fireplace(s): Family Room, Gas
  • Appliances: Stainless Steel Appliance(s)
  • Laundry Facilities: Yes
  • Flooring: Wood

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Parking

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

Location

  • County: Nassau County

School Information

  • High School District: Plainedge
  • Elementary School: Charles E Schwarting School
  • Middle School: Plainedge Middle School
  • High School: Plainedge Senior High School

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Natural Gas, Radiant Floor
  • Heating Zones: 2

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected, Natural Gas Connected, Sewer Connected

Structural Information

  • Architectural Style: Colonial
  • Detached/Attached: Detached
  • Construction: Frame, Stone, Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Finished, Full Basement
  • Sq. Ft. Source: Plans
  • Year Built: 1956

Lot Features

  • Lot Size (Acres): 0.1607
  • Lot Size (Sq. Ft.): 7,000

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 2489-52-223-00-0094-0

Listed by Douglas Elliman Real Estate

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Listing agent

— 255 N Chestnut St —

  • Douglas Elliman Real Estate

516-921-2262

Get Pre-Approved Today

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with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 255 N Chestnut St

School District:Plainedge Union Free School District
NameGradesDistance
Charles E Schwarting School
Flower Rd & Jerusalem Ave, Massapequa, NY 11758
K-50.5 mi
Plainedge Middle School
200 Stewart Avenue, Bethpage, NY 11714
6-82 mi
Plainedge Senior High School
241 Wyngate Drive, Massapequa, NY 11758
9-120.1 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 255 N Chestnut St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/04/2025
Listed
$1,499,000
143.74%
MLS
9/03/2025
Sold
$615,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 255 N Chestnut St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$14,852
233%
$462
—
2024
$4,454
-70%
$462
—
2023
$15,030
-5%
$462
—
2022
$15,815
-4%
$462
4%
2021
$16,417
-9%
$443
-43%
2020
$17,990
14%
$781
—
2018
$15,824
-12%
$781
—
2019
$17,990
27%
$781
—
2016
$14,212
7%
$781
—
2016
$13,335
11%
$781
—
2014
$12,047
—
$781
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 255 N Chestnut St

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Down Payment
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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Douglas Elliman Real Estate

255 N Chestnut Street, Massapequa, NY 11758 (MLS# 908708) is a Single Family property with 5 bedrooms and 4 full bathrooms. 255 N Chestnut Street is currently listed for $1,499,000 and was received on November 04, 2025. Want to learn more about 255 N Chestnut Street? Do you have questions about finding other Single Family real estate for sale in North Massapequa? You can browse all North Massapequa real estate or contact a Coldwell Banker agent to request more information.

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