Welcome to 66 Darling Avenue. This charming and spacious Colonial features four generously sized bedrooms on the second floor, a formal dining room, and an eat-in kitchen perfect for everyday living and entertaining. Hardwood floors flow throughout the home, complemented by a cozy wood-burning fireplace and a two-car garage. Adding incredible value, this property includes lease to owned option solar panels, helping reduce utility costs while increasing long-term efficiency. A LEGAL partially finished basement with a separate entrance features a full bathroom and kitchen offering flexibility and additional living space.
Situated on a large, tree-lined lot directly across from Millers Pond County Park, the home provides easy access to scenic trails and outdoor recreation. Conveniently located near major roadways, shopping, golf courses, public pools, local farms, and the beautiful North Shore beaches, this centrally located Smithtown home offers the perfect balance of comfort, convenience, and community.
Sold for $800,000
$800,000
66 Darling Avenue, Smithtown, NY 11787
4beds
2,154sqft
Single Family Residence, Residential
Built in 1962
0.39 Acres Lot
$807,800 Zestimate®
$371/sqft
$4,478 Estimated rent
Home value
$807,800
$727,000 - $897,000
$4,478/mo
Zestimate® history
Owner options
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$4,478/mo
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$4,478/mo
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$5,533/mo
Est. payment
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$5,533/mo
Est. payment
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List your homeWhat's special
Cozy wood-burning fireplaceCharming and spacious colonialFour generously sized bedroomsFormal dining roomLarge tree-lined lotTwo-car garage
Zillow last checked:
Listing updated:
Listed by:
Cosmelye Castillo CBR 516-455-7145,
Keller Williams Realty Liberty 718-848-4700,
Brian Wells 516-457-3764,
Keller Williams Realty Liberty
Bought with:
Michelle Keegan, 10401246985
Douglas Elliman Real Estate
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 961489
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Oil
Cooling
- Wall/Window Unit(s)
Appliances
- Included: Dishwasher, Dryer, Microwave, Refrigerator, Washer
- Laundry: Electric Dryer Hookup, Gas Dryer Hookup, In Basement
Features
- First Floor Full Bath, Primary Bathroom
- Flooring: Carpet, Wood
- Basement: Finished,Full,Walk-Out Access
- Attic: Crawl
- Number of fireplaces: 1
Interior area
- Total structure area: 2,154
- Total interior livable area: 2,154 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage, Off Street, Private
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Covered, Porch
- Exterior features: Garden
- Has view: Yes
- View description: Open, Trees/Woods
Lot
- Size: 0.39 Acres
Details
- Parcel number: 0800130000200003000
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence, Residential
Materials
- Brick, Shingle Siding
Condition
- Year built: 1962
Utilities & green energy
- Sewer: Cesspool
- Water: Public
- Utilities for property: Electricity Connected, Trash Collection Public
Community & HOA
HOA
- Has HOA: No
Location
- Region: Smithtown
Financial & listing details
- Price per square foot: $371/sqft
- Tax assessed value: $5,580
- Annual tax amount: $11,294
- Date on market: 2/13/2026
- Cumulative days on market: 13 days
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
Price history
| Date | Event | Price |
|---|---|---|
| 5/6/2026 | Sold | $800,000+3.2%$371/sqft |
Source:  OneKey® MLS as distributed by MLS GRID #961489 Report a problem | ||
| 2/26/2026 | Pending sale | $775,000$360/sqft |
Source: OneKey® MLS as distributed by MLS GRID #961489 Report a problem | ||
| 2/12/2026 | Listed for sale | $775,000$360/sqft |
Source: OneKey® MLS as distributed by MLS GRID #960596 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $5,580 |
| 2024 | -- | $5,580 |
| 2023 | -- | $5,580 |
| 2022 | -- | $5,580 |
| 2021 | -- | $5,580 |
| 2020 | -- | $5,580 |
| 2019 | -- | $5,580 |
| 2018 | -- | $5,580 |
| 2017 | $11,048 | $5,580 +5.7% |
| 2016 | -- | $5,280 |
| 2015 | -- | $5,280 |
| 2014 | -- | $5,280 |
Find assessor info on the county website
Neighborhood: 11787
Nearby homes
- $453,658-- bd2 ba1.6k sqft66 Darling Ave, Smithtown, NY 11787Off Market
- $843,5004 bd1 ba2.2k sqft64 Darling Ave, Smithtown, NY 11787Off Market
- $1,212,4004 bd3 ba2.5k sqft76 Darling Ave, Smithtown, NY 11787Off Market
- $513,7002 bd1 ba-- sqft62 Darling Ave, Saint James, NY 11780Off Market
- $765,6003 bd3 ba1.9k sqft170 Route 111, Smithtown, NY 11787Off Market
- $967,2004 bd2 ba-- sqft73 Columbus Ave, Smithtown, NY 11787Off Market
- $746,800-- bd-- ba-- sqft176 Route 111, Smithtown, NY 11787Off Market
- $809,300-- bd-- ba-- sqft60 Darling Ave, Smithtown, NY 11787Off Market
Nearby schools
GreatSchools rating
- 7/10Smithtown Elementary SchoolGrades: K-5Distance: 0.6 mi
- 7/10Accompsett Middle SchoolGrades: 6-8Distance: 2.9 mi
- 10/10Smithtown High School WestGrades: 9-12Distance: 2.9 mi
Schools provided by the listing agent
- Elementary: Mt Pleasant Elementary School
- Middle: Great Hollow Middle School
- High: Smithtown High School-West
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$807,800
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$807,800
- New York
- Suffolk County
- Smithtown
- 11787
- 66 Darling Avenue
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