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MLS ID KEY1007352Last updated Aug 11, 2026

Single Family

238 Woodlawn Avenue

Pending · Smithtown · Suffolk County, NY 11780

Bedrooms
5 Beds
Bathrooms
3 Baths
Year built
1947
Est. monthly taxes
$1,334.5
Property gallery0 / 37
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About this home

The picture-perfect home with the white picket fence. Extensively renovated in 2022, this beautifully updated 5-bedroom, 2.5-bath residence blends charm with modern finishes throughout. Situated on a rare and expansive .67-acre property in the heart of St. James, the home features an open and inviting floor plan designed for both everyday living and entertaining. The main level offers a formal living room with fireplace, a spacious den with cathedral ceilings, and an open-concept kitchen and dining area. The kitchen is appointed with quartz countertops & custom cabinetry. Two bedrooms (possible first floor primary), full bath and a powder room complete the first floor, while the second level features three additional bedrooms and a renovated full bath. Nearly every aspect of the home was updated in 2022 & 2026, including the kitchen, bathrooms, windows, doors, siding, roof, fencing, mechanical systems, fixtures, and oil tank. The grounds offer exceptional outdoor space with expansive, level lawns, mature landscaping, a new paver patio, in-ground sprinkler system, and plenty of room for entertaining, recreation, or future enhancements. A detached two-car garage provides additional storage and convenience. A turnkey home offering the perfect combination of classic character, modern updates, and generous indoor and outdoor living spaces in a convenient St. James location. Will not last!

Listing snapshot

Days on site
59 days
Listed on MLS
Jun 5, 2026
Full baths
2
Half baths
1
Annual property tax (MLS)
$16,014
Tax year
2026
Area source (MLS)
Other
Listing brokerage
Daniel Gale Sothebys Intl Rlty
MLS ID
KEY1007352
Last updated
Aug 11, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1947
Garage
Yes
Garage spaces
2
Parking
Detached, Driveway, Off Street
Water source
Public
Sewer
Cesspool
Utilities
Electricity Connected, Trash Collection Public, Water Connected

Interior features

Basement
Partial, Unfinished
Heating
Oil
Cooling
Central Air
Interior
First Floor Bedroom, First Floor Full Bath, Breakfast Bar, Built-in Features, Cathedral Ceiling(s), Chandelier, Entrance Foyer, Formal Dining, Open Kitchen, Pantry, Primary Bathroom, Master Downstairs, Quartz/Quartzite Counters, Washer/Dryer Hookup
Appliances
Dishwasher, Dryer, Electric Cooktop, Electric Oven, Microwave, Refrigerator, Washer, Oil Water Heater
Flooring
Hardwood
Fireplace
Yes
Fireplaces
1

Exterior features

Architectural style
Cape Cod
Construction materials
Frame
Private pool
No

Schools (MLS)

Elementary school
Mills Pond Elementary School
Elementary school district
Smithtown
Middle school
Great Hollow Middle School
Middle school district
Smithtown
High school
Smithtown High School-East
High school district
Smithtown

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. First seen on this site
  2. Listing updated from MLS
  3. MLS status changed

Location

Smithtown · Suffolk County, NY 11780Show interactive map
238 Woodlawn Avenue

Smithtown · Suffolk County, NY 11780

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Property expenses (USD)
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Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

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Listing data is supplied by the MLS and may change without notice.