by RH Advisors

See Home Value
$999,900
● House - Off Market

14 Hillside Avenue

Smithtown, NY 11780
bedrooms
4 Beds
bathrooms
2 Baths, 1 Half Bath
square feet
2,112 Ft²
$6,362
Est. Monthly

About This Property

Huge Price Reduction - Opportunity of a Lifetime! Set on 1.25 beautifully maintained, level acres within the highly desirable community of St. James, this exceptional property offers the perfect balance of space, privacy, and versatility - with a rare equestrian component that elevates it beyond the ordinary!

The impeccably maintained Center Hall Colonial features 4 bedrooms and 2.5 baths with a gracious, flowing floor plan designed for both comfortable everyday living and effortless entertaining. Rich wood floors run throughout the home, complemented by tasteful neutral decor and abundant natural light.

The custom updated eat-in kitchen is thoughtfully appointed with stainless steel appliances, granite countertops, and a charming dinette area overlooking the expansive property - creating a seamless indoor-outdoor connection. Formal living and dining rooms provide an elegant gathering space, while the warm and inviting den has a wood burning fireplace and offers a cozy retreat.

The primary bedroom features a private ensuite bath, and three additional generously sized bedrooms complete the second level. Updated windows and bathrooms, central air conditioning, a full finished basement with outside entry, and a two-car garage enhance everyday convenience. Additional improvements include low-maintenance vinyl siding, and a generator transfer switch for added peace of mind. Pride of ownership is evident throughout.

For those seeking additional flexibility, the property is thoughtfully equipped for equestrian use. A center aisle working barn includes four 12x10 matted breeding stalls, 50-amp electric service, water, heat and ventilation fans, loft exhaust system, and phone lines. Outdoor amenities feature a riding ring with lighting, sprinkler system for dust control, paddock and grazing areas, wash rack, and full secondary fencing. The grounds provide a private and versatile environment suitable for training, conditioning, or leisure riding - all within the comfort of your own property.

Located within the Smithtown School District, this unique property is just minutes from shopping, restaurants, parks, transportation, Stony Brook University, Stony Brook Hospital, and the beaches of the Long Island Sound. Offering a rare combination of space, flexibility, and convenience, this exceptional St. James property presents an outstanding opportunity to create something truly special. Whether enjoyed as-is or tailored to suit your vision, this remarkable offering is ready for its next chapter. Must see to appreciate.
Unit Size
2,112 Ft²
Days on Market
242 days
Land Size
1.25 acres
Price per sqft
$473
Property Type
House
Property Taxes
$1,451
HOA Dues
-
Year Built
1968

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Last updated: 2 days ago (OneKey MLS #KEY966893)

Price History

Date / Event Date Event Price
Nov 2, 2026 Sold
Sold
Aug 22, 2026 In contract -
In contract
Aug 11, 2026 Price Decreased $999,900
↓ $169K (14.5%)
Price Decreased
Jun 6, 2026 Price Decreased $1,169,000
↓ $20K (1.7%)
Price Decreased
Mar 3, 2026 Listed by Daniel Gale Sothebys Intl Rlty $1,189,000
Listed by Daniel Gale Sothebys Intl Rlty
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Property Highlights

Garage
Air Conditioning
Fireplace

Building Info

Overview

    General

  • Year Built: 1968
  • Effective Year Built: 1968
  • Bedroom Count: 4
  • Bathroom Count: 3
  • Full Bathrooms: 2
  • Partial Bathrooms: 3
  • Building Condition: 6
  • Building Quality: 7
  • Construction Type: 0
  • Building Style: 5
  • Exterior Walls Type: 17
  • Interior Walls Type: 0
  • Roof Shape Type: 0
  • Roof Cover Type: 0
  • Floor Count: 200
  • Floor Cover: 0
  • Basement Type: 2
  • Basement Area: 0
  • Garage Type: 1
  • Garage Square Area: 837
  • Parking Space Count: 3
  • Patio Type: 0
  • Porch Type: 0
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 54,450
  • Total Building Area: 2,112
  • Building Area: 2,112
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 0
  • Heating: 10
  • Heated Square Feet: 2,112
  • Heating Fuel Type: 6

    Utilities

  • Sewer System: 4
  • Water Service: 2

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: 12TH MAP PROPERTY HOUSE & HOME COMPANY
  • Land Acres: 0000001250
  • Standard Land Use Code: 1001
  • County Land Use Code: 210
  • Legal Description 1: 87.-2-22 *572 PT LOT 49-50 HOUSE & HOME MAP 12

Neighborhood

  • School District Name: Smithtown Central School District
  • School Tax School District: SMITHTOWN
  • Census Tract: 135003

Geography

  • Account Number: J31040
  • District: 0800-0
  • Section: 87.00
  • Parcel: 0800-087.00-02.00-022.000
  • Block: 2
  • Lot: 22.000
  • Municipality: SMITHTOWN
  • Latitude: 40.8749
  • Longitude: -73.1437

    Address

  • Full Address: 14 Hillside Ave
  • Address - House Number: 14
  • Address - Street Name: Hillside
  • Address - Suffix Type: Ave
  • State: NY
  • City Name: Saint James
  • Carrier Code: C003
  • 4-Digit Zip Code: 3108
  • Zip Code: 11780

Valuation

    Tax

  • Tax Year: 2023
  • Tax Amount: $1,496,929
  • Tax Rate Code Area: 473401

    Appraisal Valuation

  • Standard Deviation: 0.2425
  • Valuation Date: Apr 03, 2024
  • Confidence Score: 66
  • Final Value: 854,611
  • High Value: 1,061,911
  • Low Value: 647,310

    Market Valuation

  • Market Total Value: $7,121
  • Market Land Value: $247
  • Market Improvement Value: $6,874

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $6,195
  • Assessed Land Value: $215
  • Assessed Improvements Value: $5,980

    Exemptions

  • Homeowner Exemption: Yes

    Sales

  • Current Sale Contract Date: Jul 21, 1995
  • Current Sale Recording Date: Jul 31, 1995
  • Current Sale Price:
  • Current Sale Document Type: 27
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About St. James


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Frequently Asked Questions

When was property at 14 Hillside Avenue built and last sold?
The property at 14 Hillside Avenue was built in 1968 and last sold on Jul 21, 1995 for $264,000.
How much is this home worth?
The estimated value of the home located at 14 Hillside Avenue is $1,000,509.
What are some comparable homes to 14 Hillside Avenue?
There are currently no comparable homes to 14 Hillside Avenue.

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