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23 Colonial Drive, Smithtown, NY, 11787

5beds
4baths
3,800sqft
$1,099,988
$289price/sqft
$8,030/moest. monthly cost
$321,200/yrincome needed

About This Home

Welcome to this stunning custom residence in the highly sought-after Smithtown Pines community. Set on an expansive property, this one-of-a-kind home showcases a distinctive Victorian-inspired interior paired with high-end finishes, making it truly stand out from the rest. The main level features soaring 17-foot cathedral ceilings, an abundance of natural light through oversized windows, a grand entryway, and an open-concept living room centered around a striking stone fireplace. Beautiful hardwood flooring and newer porcelain tile (approximately 2 years old) run throughout the space. On the upper level, you'll find a well-appointed kitchen with custom cabinetry and granite countertops, a formal dining room overlooking the main living area, an additional living space, along with generously sized bedrooms and bathrooms. The lower level offers even more versatility with additional bedrooms and bathrooms, plus a third living area, perfect for extended living or guest accommodations. Step outside to a spacious wood deck, ideal for entertaining while enjoying the privacy of the backyard. Additional highlights include a 3-car attached garage, 2-zone central air conditioning, 200-amp electrical service, and a roof that is approximately 3 years old. With low taxes and excellent upkeep, this exceptional home presents a rare opportunity in a prime location.

Getting Around

42
WalkingCar-Dependent
0
TransitVery Limited Transit
31
BikeSomewhat Bikeable

Schools

7/10
Pines Elementary SchoolGrades PK-50.4 mi
5/10
Hauppauge Middle SchoolGrades 6-82.9 mi
9/10
Hauppauge High SchoolGrades 9-122.8 mi

Construction

Condition

  • Year built: 1965

Materials

  • Construction materials: Brick

Type & Style

  • Home type: SingleFamily
  • Architectural style: Colonial
  • Property subType: Single Family Residence,Residential

Interior

Appliances

  • Appliances included: Dishwasher,Dryer,Refrigerator,Washer

Bedrooms & Bathrooms

  • Bedrooms: 5
  • Bathrooms: 4
  • Full bathrooms: 4

Features

  • Ceiling Fan(s)
  • Flooring: Carpet
  • Number of fireplaces: 1
  • Fireplace: Yes
  • Attic: Full

Heating & Cooling

  • Heating features: Baseboard,Forced Air,Hot Water,Oil
  • Cooling features: Central Air,Wall/Window Unit(s),Zoned

Interior Area

  • Total structure area: 3,800
  • Total interior livable area: 3,800 sqft

Property

Details

  • Parcel number: 0800151000300004000
  • Special condition: None

Features

  • Levels: Three Or More
  • Residential vegetation: Partially Wooded

Lot

  • Lot size: 0.45 Acres
  • Features: Corner Lot

Parking

  • Total spaces: 3
  • Parking features: Attached,Driveway,Garage,Private
  • Has garage: Yes
  • Attached garage spaces: 3
  • Covered spaces: 3
  • Has uncovered spaces: Yes

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Winter Weather
    Winter WeatherModerate
  • Tsunami
    TsunamiInsufficient Data

How This Home’s Risks Compare

Winter Weather
Tsunami

FEMA Declared Disasters in Suffolk County and New York

Flood
Severe Storm
Snowstorm
Straight Line Winds
Tropical Storm
Winter Storm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $5,562$66,744
Home Insurance *$357$4,284
Property Taxes $1,484$17,808
Electricity $627$7,535
Total$8,030$96,360
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$275,314/yr
40% on housing$240,900/yr
45% on housing$214,133/yr

New York FAIR Plan Programs

New York Property Insurance Underwriting Association

Covered
WildfireWildfire
HailHail
WindWind
Visit Website →
Current Policies
Residential: 20,669Commercial: 1,556
Total Premiums$32.27M
Total Exposure$7.63B

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 4.6%
4.6%
0%30.0%
Electricity Growth Rate10-year average: 7.1%
7.1%
0%15.0%
Property Taxes Growth Rate2-year average: 1.0%
1.0%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$289This listing

vs Other Active Listings

Avg $/sqft

ZIP 11787$439
Suffolk County$724

vs Homes Sold Last Month

Median $/sqft

ZIP 11787$400
Suffolk County$412

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-05-04Listed for sale$1,199,999
2021-10-16Listing removed--
2021-07-07Price change$779,999
2021-06-28Price change$749,999
2021-05-20Price change$769,999
2021-04-22Listed for sale$799,000
2020-12-12Listing removed$799,000
2020-10-16Listed for sale$799,000
2016-09-04Listing removed$649,000
2016-04-11Price change$649,000
2016-03-02Listed for sale$669,000
2008-01-24Sold$500,000
1999-07-23Sold$295,500

For Sale by Agent

AgentJoseph Donofrio
BrokerageDouglas Elliman Real Estate

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