421 River Road, Saint James, NY 11780
OFF MARKET

$1,399,000

Trulia Estimate
  • 5 Beds
  • 2.5 Baths
  • 3,821 sqft (on 2.81 acres)

421 River Road, Saint James, NY 11780

Est. Refi. Payment $9,447/mo*
Refinance Your Home
Currently Off Market - Sold Dec 21, 2023 for $1,130,000

Home Value

Trulia Estimate
$1.4M
Since last month
Decreased$109K (-7.2%)
Since last year
Decreased$55K (-3.8%)
Since last sale
Increased$272K (+24%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +48% in the last 10 years
MonthEstimated value
2026
August 2026$1.4M
August 2026$1.4M
July 2026$1.51M
June 2026$1.55M
May 2026$1.53M
April 2026$1.48M
March 2026$1.47M
February 2026$1.44M
January 2026$1.42M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1 Spring Hollow Road, Nissequogue, NY
0.83
Single-Family Home
$920,000
06/09/26
5
3
3,600
317 Old Mill Road, Saint James, NY
0.46
Single-Family Home
$2,799,000
09/24/25
4
4.5
4,250
1 Summit Trail, Nissequogue, NY
0.67
Single-Family Home
$1,350,000
04/08/26
4
4.5
3,900
341 River Road, Saint James, NY
0.56
Single-Family Home
$954,000
06/18/26
4
2
2,360
144 Landing Meadow Road, Smithtown, NY
0.66
Single-Family Home
$1,225,000
08/11/26
5
4.5
3,937
37 Bridle Path, Saint James, NY
0.63
Single-Family Home
$1,600,000
06/09/26
4
5
3,856
277 River Road, Saint James, NY
0.65
Single-Family Home
$1,325,000
06/25/26
4
2.5
3,015
1 Highwoods Road, Saint James, NY
0.51
Single-Family Home
$1,200,000
09/15/25
4
2.5
2,500
158 Landing Meadow Road, Smithtown, NY
0.73
Single-Family Home
$1,495,000
03/12/26
4
3.5
3,634
270 Sachem Hill Place, Saint James, NY
0.73
Single-Family Home
$999,600
02/06/26
5
3.5
2,800

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
100 Riverview Terrace, Smithtown, NY 11787
0.17
$2,367,900
4
4
3,700
Off Market
Address Not Disclosed, Smithtown, NY 11787
0.21
$1,399,000
4
3.5
3,000
For Sale
2 Riverview Terrace, Smithtown, NY 11787
0.20
$2,599,000
6
6.5
3,946
For Sale
428 River Road, Saint James, NY 11780
0.24
$1,358,000
4
2.5
3,300
Off Market
5 Laurel Hill Path, Saint James, NY 11780
0.23
$1,364,100
5
4
-
Off Market
146 Oakside Drive, Smithtown, NY 11787
0.27
$3,103,600
6
5.5
7,200
Off Market
326 Nissequogue River Road, Saint James, NY 11780
0.23
$3,499,000
6
6.5
6,000
For Sale
44 Quail Path, Saint James, NY 11780
0.28
$1,405,800
5
4
3,823
Off Market
3 Steepbank Road, Saint James, NY 11780
0.24
$1,092,400
4
3
-
Off Market
410 River Road, Saint James, NY 11780
0.25
-
4
3.5
-
Off Market
8 Riverview Terrace, Smithtown, NY 11787
0.27
$2,167,100
5
4
5,600
Off Market

Local Information

  • Map ViewExplore the area around 421 River Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1971
2.81 acre lot
3,821 sqft
$366/sqft
Garage

About this House

Welcome to 421 River Road. This meticulously maintained residence, cherished by a single family, showcases 5 bedrooms, 2.5 bathrooms, and a timeless design spanning 3,821 SqFt of living space on 2.8 acres and captivating winter river views. Sun-soaked interiors through abundant skylights and tile roofing create a naturally radiant ambiance. The front great room and living room's double doors seamlessly meld indoor and outdoor areas, leading to an expansive river-facing front patio. Seclusion is assured by the strategic placement of the house farther back on the property. The second-floor bedrooms extend the allure with personal roof balconies, providing elevated escapes. The primary suite features a cedar walk-in-closet adorned with an ensuite bathroom including a double vanity, a rejuvenating shower, a jetted tub, and enhanced by skylights. This property truly embodies sophistication and tranquility, inviting you to become part of its storied history. Dual attached 2-car garages accommodating 4 cars total, an expanse of land perfect for horses, and an inviting inground pool complete the offerings of this home's first ever offering to the public. The sale of this remarkable property encompasses a unique opportunity as it also includes, with its value duly reflected in the price, the ownership of the adjacent .28-acre property across the road, nestled along the serene riverfront. This combined offering enhances the total acreage featured in the listing and encompasses the comprehensive taxes, totaling $165.64, encompassing both town and village taxes, further enhancing the exceptional value of this exquisite package. Nearby are local beaches, fine restaurants, shopping district and Stony Brook University and Medical Center. Smithtown Schools.
421 River Road, Saint James, NY 11780 is a 5 bedroom, 3 bathroom, 3,821 sqft single-family home built in 1971. It last sold for $1,130,000 on Dec 21, 2023 (12% below the $1,289,500 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,399,000, with a rent estimate of $7,388/month.
Last check for updates: about 2 hours ago
Listed by Emily Valvo, (631) 368-6800
Keller Williams Points North, (516) 865-1800
Bought with: Grace Geok P. Ho GRI CBR, (718) 899-7000, Winzone Realty Inc, (718) 899-7000
Source: OneKey® MLS as distributed by MLS GRID, MLS#L3498096

Home Details for 421 River Road

Interior Features

Interior Details
Basement: Partial,UnfinishedNumber of Rooms: 13
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3821 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Dryer, Washer, Oil Water HeaterDishwasherDryerWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Has a FireplaceNo Spa
Gas & Electric
Electric: Generator
Windows, Doors, Floors & Walls
Window: Skylight(s)Flooring: Carpet, Hardwood
Levels, Entrance, & Accessibility
Levels: Three Or MoreFloors: Carpet, Hardwood
View
Has a ViewView: Panoramic, River
Security
Security: Security Gate, Security System

Exterior Features

Exterior Home Features
Patio / Porch: PatioVegetation: Partially WoodedExterior: Private Entrance, Private RoofHas a Private Pool
Parking & Garage
No CarportGarageHas Open ParkingParking: Attached,Driveway,Garage,Private
Pool
Pool: In GroundPool
Frontage
Responsible for Road Maintenance: Public Maintained Road
Water & Sewer
Sewer: Cesspool

Property Information

Year Built
Year Built: 1971Year Renovated: 2019
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Construction Materials: BrickAttached To Another Structure
Property Information
Parcel Number: 0802011000300007000

Price & Status

Price
List Price: $1,289,500
Status Change & Dates
Off Market Date: Thu Nov 02 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: Nissequogue
School Information
Elementary School: St James Elementary SchoolJr High / Middle School: Nesaquake Middle SchoolHigh School: Smithtown High School-EastHigh School District: Smithtown

Building

Building Area
Building Area: 3821 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 2.81 Acres

Offer

Listing Agreement Type: Exclusive Right To Lease

Miscellaneous

BasementMls Number: L3498096Attic: Full, UnfinishedWater ViewWater View: RiverShowing Requirements: Call Listing Office

Price and Tax history

DateEventPrice
Dec 21, 2023
Source: OneKey® MLS as distributed by MLS GRID #L3498096
Sold
$1,130,000
Nov 2, 2023
Source: OneKey® MLS as distributed by MLS GRID #3498096
Pending
$1,289,500
Aug 18, 2023
Source: OneKey® MLS as distributed by MLS GRID #3498096
Listed For Sale
$1,289,500

Market trends in Nissequogue

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
13
1MoM

Around this home

What Locals Say about Nissequogue

At least 5 Trulia users voted on each feature.

  • 100 % Say it's quiet

  • 100 % Say there's wildlife

  • 89 % Say people would walk alone at night

  • 86 % Say car is needed

  • 83 % Say there's holiday spirit

  • 80 % Say yards are well-kept

  • 80 % Say it's dog friendly

  • 58 % Say neighbors are friendly

  • 58 % Say parking is easy

  • 50 % Say there are community events

  • 29 % Say they plan to stay for at least 5 years

  • 29 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Safe and peaceful!"
    0
    Flag
  • Daniel P.
    "My neighborhood is safe and friendly with close access to north shore beaches and convenient to everything Long Island."
    0
    Flag

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026-09-11 01:04:17 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information

Frequently asked questions about 421 River Road

  • What is 421 River Road estimated to be worth?
    Trulia's estimated value for 421 River Road in Saint James, NY is $1,399,000.
  • What is the price history for 421 River Road?
    421 River Road in Saint James, NY last sold for $1,130,000 in December 2023.
  • Is Saint James a buyer's or seller's market?
    Saint James is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Saint James?
    Residents describe Saint James, NY as quiet, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Saint James, NY.
  • Does 421 River Road have air conditioning?
    Yes, 421 River Road in Saint James, NY has air conditioning.
  • Does 421 River Road have a pool?
    Yes, 421 River Road in Saint James, NY has a pool.

Explore by feature - Air Conditioning

8 rentals with air conditioning in Saint James, NY

Explore by feature - Washer/dryer

7 rentals with a washer/dryer in Saint James, NY

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 421 River Road

Skip to last item
Skip to first item

Homes for sale near 421 River Road

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item