55 Highland Rdg, Cold Spring, NY 10516
Property image
Property image
OFF MARKET

$1,575,900

Trulia Estimate
  • 4 Beds
  • 4.5 Baths
  • 4,000 sqft (on 6.10 acres)

55 Highland Rdg, Cold Spring, NY 10516

Est. Refi. Payment $11,047/mo*
Refinance Your Home
Currently Off Market - Sold Nov 10, 2016 for $950,000

Home Value

Trulia Estimate
$1.58M
Since last month
Increased$3K (+0.2%)
Since last year
Increased$104K (+7.1%)
Since last sale
Increased$630K (+66.3%)
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 +63% in the last 10 years
MonthEstimated value
2026
August 2026$1.58M
August 2026$1.58M
July 2026$1.58M
June 2026$1.57M
May 2026$1.53M
April 2026$1.5M
March 2026$1.48M
February 2026$1.44M
January 2026$1.44M
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
33 Victoria Dr, Cold Spring, NY
0.70
Single-Family Home
$1,375,000
03/04/26
4
3.5
3,500
260 Fishkill Road, Cold Spring, NY
0.62
Single-Family Home
$1,518,000
08/03/26
3
3.5
2,918
23 Barrett Pond Road Road, Cold Spring, NY
0.90
Single-Family Home
$887,000
12/22/25
4
2.5
2,240
1 Jaycox Rd, Cold Spring, NY
1.28
Single-Family Home
$950,000
05/11/26
4
3
3,022
41 Beale Road, Cold Spring, NY
1.05
Single-Family Home
$650,000
12/10/25
3
2.5
2,096
50 Downey Lane, Cold Spring, NY
1.56
Single-Family Home
$999,000
05/21/26
3
2.5
2,405
69 Clove Brook Drive, Cold Spring, NY
1.25
Single-Family Home
$710,000
10/28/25
3
2.5
2,312
101 Hustis Road, Cold Spring, NY
1.40
Single-Family Home
$785,000
07/17/26
4
2.5
2,056
10 Hy Vue Terrace, Cold Spring, NY
1.17
Single-Family Home
$513,000
10/08/25
3
1
1,530
59 Clove Brook Dr, Cold Spring, NY
1.23
Single-Family Home
$258,750
10/28/25
3
2
1,900

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
260 Fishkill Road, Cold Spring, NY 10516
0.62
$1,518,000
3
3.5
2,918
Recently Sold
24 Deer Run Road, Cold Spring, NY 10516
0.64
$877,800
3
2
1,559
Off Market
471 Fishkill Road, Cold Spring, NY 10516
0.67
$516,300
2
2
1,157
Off Market
147 Jaycox Road, Cold Spring, NY 10516
0.75
$1,230,600
5
4
4,834
Off Market
Lane Gate Road, Cold Spring, NY 10516
0.83
-
-
-
-
Off Market
Lake Surprise Road, Cold Spring, NY 10516
0.83
-
-
-
-
Off Market
E Belvedere Street, Cold Spring, NY 10516
0.83
-
-
-
-
Off Market
Lake Surprise Road, Cold Spring, NY 10516
0.83
-
-
-
-
Off Market
Crest Road, Cold Spring, NY 10516
0.83
-
-
-
-
Off Market
Crest Road, Cold Spring, NY 10516
0.83
-
-
-
-
Off Market
244 Jaycox Road, Cold Spring, NY 10516
0.83
$976,500
5
3.5
3,300
Off Market
Lot 8.2 Lake Surprise Rd, Cold Spring, NY 10516
0.84
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 55 Highland Rdg.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2015
6.1 acre lot
4,000 sqft
$394/sqft
Garage

About this House

Join the few that get to live in a 21st century barn. Dream kitchen for your inner chefs desires. Explore your "Picasso" instincts and choose the palette for your Master suite which includes a Juliette balcony and a luxurious sitting room. Splash your 3 additional bedrooms with your own Expressionist colors. First floor bedroom suite is a separate wing. Make an Impressionist statement in your Great room while preserving your Renaissance in the quiet den with fireplace. Sculpt your landscape and plant your own sustainable gardens on 6 bucolic acres that abutt 100 acres of New York State preserved land. A hikers paradise! Check it all off your bucket list. This barn-like home is designed for country living with all modern conveniences. Minutes to the antique village of Cold Spring, the Hudson River and Metro North.
55 Highland Rdg, Cold Spring, NY 10516 is a 4 bedroom, 5 bathroom, 4,000 sqft single-family home built in 2015. It last sold for $950,000 on Nov 10, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,575,900.

Home Details for 55 Highland Rdg

Interior Features

Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9Types of Rooms: Walk In Closet, Dining Room, Master Bath
Heating & Cooling
Air Conditioning

Exterior Features

Exterior Home Features
Roof: OtherExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2015
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 6.10 acres

Price and Tax history

DateEventPrice
Nov 10, 2016
Source: OneKey® MLS as distributed by MLS GRID #H4527588
Sold
$950,000
Sep 3, 2016
Source: Agent Provided
Pending
$995,000
Jun 14, 2015
Source: Agent Provided
Listed For Sale
$995,000
Jul 16, 2014
Source: Agent Provided
ListingRemoved
$599,900
Jan 30, 2013
Source: Agent Provided
Listed For Sale
$599,900

Market trends in Cold Spring

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
20
2MoM

Around this home

What Locals Say about Cold Spring

At least 49 Trulia users voted on each feature.

  • 93 % Say there's holiday spirit

  • 86 % Say people would walk alone at night

  • 85 % Say yards are well-kept

  • 84 % Say it's dog friendly

  • 83 % Say there's wildlife

  • 80 % Say there are sidewalks

  • 78 % Say they plan to stay for at least 5 years

  • 75 % Say car is needed

  • 72 % Say neighbors are friendly

  • 71 % Say it's walkable to grocery stores

  • 70 % Say kids play outside

  • 69 % Say parking is easy

  • 68 % Say it's walkable to restaurants

  • 67 % Say it's quiet

  • 67 % Say streets are well-lit

  • 62 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "I live in the deep woods. Wild and free and quiet!"
    0
    Flag
  • Ldesbrisay
    "Lots of tourists but lovely place. Beautiful. I don’t have kids but supposedly good schools. A special pocket of the world. "
    0
    Flag
  • Ldesbrisay
    "Dog town through and through. So many and they all know each other. Meet your neighbors at the park. "
    0
    Flag
  • George.schuler
    "Wfh is how it works for me and my family and the community is really good for kids. Our commutes are zero now but easy in any condition "
    1
    Flag
  • Sam R.
    "I’ve lived here for 12 years and my only regret is I didn’t get the chance to grow up here. A perfect little town, with a breathtaking waterfront - only 50 miles north of NYC. "
    0
    Flag
  • Cjnaughti
    "I have lived here for 12 years and have loved it. People are friendly and family oriented. Many people are creative and artistic."
    1
    Flag
  • Cjnaughti
    "We are a small town of family oriented people, lots of artist and independent business owners. Great school district as well."
    0
    Flag
  • ColdSpringGuy
    "Great places for active families, and people looking for a better quality of life but still commute to the city."
    1
    Flag
  • Trulia User
    "1 hour 20 min train ride to Grand Central. No real jobs on town. Need to drive north or south or catch train."
    1
    Flag
  • Vandermerwede
    "Not a single traffic light and great hikes. Right next to Cold Spring. Can commute to NYC. Just South of Beacon"
    0
    Flag
  • Mollyadmana
    "I’ve been living here for 4 years now. It’s a great neighborhood for NYC expats with kids. Amazing schools. "
    0
    Flag
  • Dstracci
    "I wouldn’t call it a neighborhood, I’d call it an area. I like that it’s quiet but still close to everything and just Minutes away from the village of cold spring which always has something to do."
    0
    Flag
  • Stephanie
    "I have lived here for 6 years and know everyone of our neighbors. We all came together to help one another in the last couple of storms. Neighbors look out for each other’s kids. It’s a special community within the larger communities of garrison and cold spring."
    0
    Flag
  • Stephanie
    "Gorgeous neighborhood. Not in town, not too far from town. Nice community of neighbors and access to good schools."
    0
    Flag
  • Alexanderverron
    "You couldn’t ask for a better neighborhood to commute to Nyc from if you have a family and enjoy being active outdoors."
    2
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 55 Highland Rdg

  • What is 55 Highland Rdg estimated to be worth?
    Trulia's estimated value for 55 Highland Rdg in Cold Spring, NY is $1,575,900.
  • What is the price history for 55 Highland Rdg?
    55 Highland Rdg in Cold Spring, NY last sold for $950,000 in November 2016.
  • Is Cold Spring a buyer's or seller's market?
    Cold Spring is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Cold Spring?
    Residents describe Cold Spring, NY as well-kept, dog-friendly, and pedestrian-friendly. See recently sold homes in Cold Spring, NY.
  • How big is the lot at 55 Highland Rdg?
    The lot at 55 Highland Rdg in Cold Spring, NY is about 6.1 acres.
  • Does 55 Highland Rdg have a garage?
    Yes, 55 Highland Rdg in Cold Spring, NY has a garage.

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